##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section B. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section B, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_1a
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common     ?
_chemical_formula_moiety     'C5 H9 Cl2 Mn N O2, H2 O'
_chemical_formula_sum     'C5 H11 Cl2 Mn N O3'
_chemical_formula_weight     258.99
_chemical_melting_point     ?
_symmetry_cell_setting     'orthorhombic'
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x, y+1/2, -z+1/2'
    'x+1/2, -y+1/2, -z'
_cell_length_a     7.0862(6)
_cell_length_b     10.0235(8)
_cell_length_c     13.2437(11)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     940.68(13)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     1584
_cell_measurement_theta_min     2.55
_cell_measurement_theta_max     21.39
_cell_measurement_temperature     100(2)
_exptl_crystal_description     ?
_exptl_crystal_colour     ?
_exptl_crystal_size_max     0.14
_exptl_crystal_size_mid     0.06
_exptl_crystal_size_min     0.05
_exptl_crystal_density_diffrn     1.829
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     524
_exptl_absorpt_coefficient_mu     1.938
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     SADABS
_exptl_absorpt_correction_T_min     0.7731
_exptl_absorpt_correction_T_max     0.9093
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'microsource'
_diffrn_radiation_monochromator     'multi layer optics'
_diffrn_measurement_device_type
                             'Bruker D8 goniometer with SMART APEX CCD detector'
_diffrn_measurement_method     'omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     11373
_diffrn_reflns_av_R_equivalents     0.0584
_diffrn_reflns_av_sigmaI/netI     0.0432
_diffrn_reflns_theta_min     2.55
_diffrn_reflns_theta_max     27.12
_diffrn_reflns_theta_full     27.12
_diffrn_measured_fraction_theta_max     0.987
_diffrn_measured_fraction_theta_full     0.987
_diffrn_reflns_limit_h_min     -8
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2039
_reflns_number_gt     1797
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0404
_refine_ls_R_factor_gt     0.0319
_refine_ls_wR_factor_gt     0.0693
_refine_ls_wR_factor_ref     0.0737
_refine_ls_goodness_of_fit_ref     1.056
_refine_ls_restrained_S_all     1.056
_refine_ls_number_reflns     2039
_refine_ls_number_parameters     121
_refine_ls_number_restraints     4
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0350P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.524
_refine_diff_density_min     -0.328
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
                                    'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack     -0.02(4)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Mn' 'Mn' 0.3368 0.7283
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     ?
_computing_cell_refinement     ?
_computing_data_reduction     ?
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Mn Mn1 0.32439(6) 0.24773(5) 0.50034(4) 0.01702(13) Uani d . 1 1 . .
    Cl Cl1 0.57461(12) 0.36706(8) 0.60399(6) 0.02109(18) Uani d . 1 1 . .
    Cl Cl2 0.57519(12) 0.06994(7) 0.46770(5) 0.01899(17) Uani d . 1 1 . .
    O O1 0.4195(3) 0.3579(2) 0.37232(15) 0.0220(5) Uani d . 1 1 . .
    O O2 0.7347(3) 0.3581(2) 0.36705(16) 0.0207(5) Uani d . 1 1 . .
    C C1 0.5733(5) 0.4069(3) 0.3492(2) 0.0176(6) Uani d . 1 1 . .
    C C2 0.5742(5) 0.5406(3) 0.2945(2) 0.0249(7) Uani d . 1 1 . .
    H H2 0.6477 0.5351 0.2302 0.030 Uiso calc R 1 1 . .
    C C3 0.6488(6) 0.6513(4) 0.3617(4) 0.0408(11) Uani d . 1 1 . .
    H H3A 0.7552 0.6194 0.4037 0.049 Uiso calc R 1 1 . .
    H H3B 0.6914 0.7285 0.3211 0.049 Uiso calc R 1 1 . .
    C C4 0.4804(6) 0.6881(4) 0.4268(3) 0.0464(12) Uani d . 1 1 . .
    H H4A 0.4938 0.7796 0.4539 0.056 Uiso calc R 1 1 . .
    H H4B 0.4667 0.6250 0.4839 0.056 Uiso calc R 1 1 . .
    C C5 0.3123(6) 0.6788(4) 0.3561(3) 0.0342(10) Uani d . 1 1 . .
    H H5A 0.1997 0.6452 0.3922 0.041 Uiso calc R 1 1 . .
    H H5B 0.2826 0.7672 0.3267 0.041 Uiso calc R 1 1 . .
    N N1 0.3728(4) 0.5818(3) 0.2746(2) 0.0230(7) Uani d D 1 1 . .
    H H1A 0.285(4) 0.516(3) 0.281(3) 0.028 Uiso d D 1 1 . .
    H H1B 0.363(5) 0.619(3) 0.2126(17) 0.028 Uiso d D 1 1 . .
    O O3 0.0825(4) 0.4035(3) 0.2380(2) 0.0392(7) Uani d D 1 1 . .
    H H1O 0.015(5) 0.377(4) 0.290(2) 0.047 Uiso d D 1 1 . .
    H H2O 0.006(5) 0.452(4) 0.199(3) 0.047 Uiso d D 1 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Mn1 O1 . 2.133(2) ?
    Mn1 O2 4_456 2.148(2) ?
    Mn1 Cl1 4_456 2.5231(9) ?
    Mn1 Cl1 . 2.5414(10) ?
    Mn1 Cl2 . 2.5536(9) ?
    Mn1 Cl2 4_456 2.5764(9) ?
    Cl1 Mn1 4_556 2.5231(9) ?
    Cl2 Mn1 4_556 2.5764(9) ?
    O1 C1 . 1.234(4) ?
    O2 C1 . 1.266(4) ?
    O2 Mn1 4_556 2.148(2) ?
    C1 C2 . 1.523(4) ?
    C2 N1 . 1.509(4) ?
    C2 C3 . 1.517(5) ?
    C2 H2 . 1.0000 ?
    C3 C4 . 1.517(6) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.518(5) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 N1 . 1.514(5) ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    N1 H1A . 0.906(18) ?
    N1 H1B . 0.906(18) ?
    O3 H1O . 0.878(19) ?
    O3 H2O . 0.890(18) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O1 Mn1 O2 . 4_456 177.78(10) ?
    O1 Mn1 Cl1 . 4_456 91.29(7) ?
    O2 Mn1 Cl1 4_456 4_456 90.87(6) ?
    O1 Mn1 Cl1 . . 88.00(7) ?
    O2 Mn1 Cl1 4_456 . 89.83(7) ?
    Cl1 Mn1 Cl1 4_456 . 179.03(3) ?
    O1 Mn1 Cl2 . . 90.39(7) ?
    O2 Mn1 Cl2 4_456 . 89.99(7) ?
    Cl1 Mn1 Cl2 4_456 . 94.43(3) ?
    Cl1 Mn1 Cl2 . . 86.23(3) ?
    O1 Mn1 Cl2 . 4_456 88.84(7) ?
    O2 Mn1 Cl2 4_456 4_456 90.75(7) ?
    Cl1 Mn1 Cl2 4_456 4_456 86.13(3) ?
    Cl1 Mn1 Cl2 . 4_456 93.19(3) ?
    Cl2 Mn1 Cl2 . 4_456 179.06(3) ?
    Mn1 Cl1 Mn1 4_556 . 88.80(2) ?
    Mn1 Cl2 Mn1 . 4_556 87.37(2) ?
    C1 O1 Mn1 . . 133.0(2) ?
    C1 O2 Mn1 . 4_556 127.6(2) ?
    O1 C1 O2 . . 126.7(3) ?
    O1 C1 C2 . . 118.1(3) ?
    O2 C1 C2 . . 115.2(3) ?
    N1 C2 C3 . . 103.4(3) ?
    N1 C2 C1 . . 108.7(3) ?
    C3 C2 C1 . . 111.5(3) ?
    N1 C2 H2 . . 111.0 ?
    C3 C2 H2 . . 111.0 ?
    C1 C2 H2 . . 111.0 ?
    C4 C3 C2 . . 103.7(3) ?
    C4 C3 H3A . . 111.0 ?
    C2 C3 H3A . . 111.0 ?
    C4 C3 H3B . . 111.0 ?
    C2 C3 H3B . . 111.0 ?
    H3A C3 H3B . . 109.0 ?
    C3 C4 C5 . . 104.6(3) ?
    C3 C4 H4A . . 110.8 ?
    C5 C4 H4A . . 110.8 ?
    C3 C4 H4B . . 110.8 ?
    C5 C4 H4B . . 110.8 ?
    H4A C4 H4B . . 108.9 ?
    N1 C5 C4 . . 104.9(3) ?
    N1 C5 H5A . . 110.8 ?
    C4 C5 H5A . . 110.8 ?
    N1 C5 H5B . . 110.8 ?
    C4 C5 H5B . . 110.8 ?
    H5A C5 H5B . . 108.8 ?
    C2 N1 C5 . . 108.6(3) ?
    C2 N1 H1A . . 116(3) ?
    C5 N1 H1A . . 102(3) ?
    C2 N1 H1B . . 110(2) ?
    C5 N1 H1B . . 111(2) ?
    H1A N1 H1B . . 109(3) ?
    H1O O3 H2O . . 106(4) ?
data_1b
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common     ?
_chemical_formula_moiety     'C7 H17 Br2 Mn N O4'
_chemical_formula_sum     'C7 H17 Br2 Mn N O4'
_chemical_formula_weight     393.98
_chemical_melting_point     ?
_symmetry_cell_setting     'monoclinic'
_symmetry_space_group_name_H-M     'P 21'
_symmetry_space_group_name_hall     'P 2yb'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z'
_cell_length_a     8.286(2)
_cell_length_b     8.256(2)
_cell_length_c     9.387(3)
_cell_angle_alpha     90.00
_cell_angle_beta     92.172(4)
_cell_angle_gamma     90.00
_cell_volume     641.7(3)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1044
_cell_measurement_theta_min     2.46
_cell_measurement_theta_max     22.27
_cell_measurement_temperature     100(2)
_exptl_crystal_description     'needle'
_exptl_crystal_colour     'colorless'
_exptl_crystal_size_max     0.27
_exptl_crystal_size_mid     0.08
_exptl_crystal_size_min     0.08
_exptl_crystal_density_diffrn     2.039
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     386
_exptl_absorpt_coefficient_mu     7.249
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     'SADABS'
_exptl_absorpt_correction_T_min     0.2450
_exptl_absorpt_correction_T_max     0.5947
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'microsource'
_diffrn_radiation_monochromator     'multi layer optics'
_diffrn_measurement_device_type
                             'Bruker D8 goniometer with SMART APEX CCD detector'
_diffrn_measurement_method     'omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     7642
_diffrn_reflns_av_R_equivalents     0.0612
_diffrn_reflns_av_sigmaI/netI     0.0701
_diffrn_reflns_theta_min     2.17
_diffrn_reflns_theta_max     26.50
_diffrn_reflns_theta_full     26.50
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -11
_diffrn_reflns_limit_l_max     11
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2665
_reflns_number_gt     2440
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0416
_refine_ls_R_factor_gt     0.0351
_refine_ls_wR_factor_gt     0.0620
_refine_ls_wR_factor_ref     0.0643
_refine_ls_goodness_of_fit_ref     1.001
_refine_ls_restrained_S_all     1.000
_refine_ls_number_reflns     2665
_refine_ls_number_parameters     152
_refine_ls_number_restraints     4
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.613
_refine_diff_density_min     -0.478
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
                                    'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack     0.015(12)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Mn' 'Mn' 0.3368 0.7283
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     ?
_computing_cell_refinement     ?
_computing_data_reduction     ?
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Mn Mn1 -0.00733(9) 0.82303(10) 0.66340(8) 0.01330(18) Uani d . 1 1 . .
    Br Br1 0.10226(6) 0.84859(6) 0.92578(5) 0.01619(13) Uani d . 1 1 . .
    Br Br2 -0.26334(6) 0.65186(7) 0.71320(6) 0.01977(14) Uani d . 1 1 . .
    O O1 -0.0888(4) 0.8426(5) 0.4355(3) 0.0164(8) Uani d . 1 1 . .
    O O2 -0.1196(4) 1.1077(4) 0.4017(4) 0.0154(8) Uani d . 1 1 . .
    C C1 -0.1209(6) 0.9616(7) 0.3596(5) 0.0144(12) Uani d . 1 1 . .
    C C2 -0.1742(7) 0.9361(6) 0.2035(5) 0.0136(12) Uani d . 1 1 . .
    H H2 -0.1017 0.9986 0.1409 0.016 Uiso calc R 1 1 . .
    C C3 -0.3499(7) 0.9880(7) 0.1733(6) 0.0210(13) Uani d . 1 1 . .
    H H3A -0.4103 0.9912 0.2623 0.025 Uiso calc R 1 1 . .
    H H3B -0.3553 1.0961 0.1277 0.025 Uiso calc R 1 1 . .
    C C4 -0.4172(6) 0.8570(7) 0.0721(5) 0.0175(11) Uani d . 1 1 . .
    H H4A -0.5362 0.8497 0.0756 0.021 Uiso calc R 1 1 . .
    H H4B -0.3872 0.8780 -0.0273 0.021 Uiso calc R 1 1 . .
    C C5 -0.3379(7) 0.7068(7) 0.1296(6) 0.0229(14) Uani d . 1 1 . .
    H H5A -0.3406 0.6195 0.0572 0.028 Uiso calc R 1 1 . .
    H H5B -0.3915 0.6680 0.2157 0.028 Uiso calc R 1 1 . .
    N N1 -0.1682(6) 0.7588(5) 0.1651(5) 0.0134(10) Uani d D 1 1 . .
    H H1A -0.105(5) 0.756(7) 0.085(4) 0.016 Uiso d D 1 1 . .
    H H1B -0.117(5) 0.702(6) 0.238(4) 0.016 Uiso d D 1 1 . .
    O O3 0.2121(5) 0.9575(5) 0.5868(4) 0.0207(9) Uani d D 1 1 . .
    H H3 0.207(7) 0.997(7) 0.508(5) 0.027(19) Uiso d D 1 1 . .
    C C6 0.3698(6) 0.8857(7) 0.5969(6) 0.0220(14) Uani d . 1 1 . .
    H H7A 0.3953 0.8549 0.6960 0.033 Uiso calc R 1 1 . .
    H H7B 0.4499 0.9639 0.5653 0.033 Uiso calc R 1 1 . .
    H H7C 0.3718 0.7892 0.5362 0.033 Uiso calc R 1 1 . .
    O O4 -0.0991(5) 1.0725(5) 0.6809(4) 0.0174(9) Uani d D 1 1 . .
    H H4 -0.111(7) 1.085(8) 0.595(5) 0.026(19) Uiso d D 1 1 . .
    C C7 -0.2383(6) 1.1217(8) 0.7557(6) 0.0230(14) Uani d . 1 1 . .
    H H6A -0.3328 1.0606 0.7199 0.035 Uiso calc R 1 1 . .
    H H6B -0.2571 1.2378 0.7407 0.035 Uiso calc R 1 1 . .
    H H6C -0.2204 1.1004 0.8578 0.035 Uiso calc R 1 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Mn1 O2 2_546 2.165(3) ?
    Mn1 O4 . 2.204(4) ?
    Mn1 O1 . 2.225(3) ?
    Mn1 O3 . 2.270(4) ?
    Mn1 Br1 . 2.6011(11) ?
    Mn1 Br2 . 2.6060(11) ?
    O1 C1 . 1.237(6) ?
    O2 C1 . 1.269(6) ?
    O2 Mn1 2_556 2.165(3) ?
    C1 C2 . 1.529(7) ?
    C2 N1 . 1.509(6) ?
    C2 C3 . 1.534(7) ?
    C2 H2 . 1.0000 ?
    C3 C4 . 1.531(8) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.494(8) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 N1 . 1.496(7) ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    N1 H1A . 0.931(19) ?
    N1 H1B . 0.924(19) ?
    O3 C6 . 1.435(6) ?
    O3 H3 . 0.81(4) ?
    C6 H7A . 0.9800 ?
    C6 H7B . 0.9800 ?
    C6 H7C . 0.9800 ?
    O4 C7 . 1.432(6) ?
    O4 H4 . 0.82(4) ?
    C7 H6A . 0.9800 ?
    C7 H6B . 0.9800 ?
    C7 H6C . 0.9800 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O2 Mn1 O4 2_546 . 163.94(14) ?
    O2 Mn1 O1 2_546 . 85.49(14) ?
    O4 Mn1 O1 . . 84.87(14) ?
    O2 Mn1 O3 2_546 . 84.76(14) ?
    O4 Mn1 O3 . . 81.34(14) ?
    O1 Mn1 O3 . . 82.96(14) ?
    O2 Mn1 Br1 2_546 . 100.25(10) ?
    O4 Mn1 Br1 . . 87.86(10) ?
    O1 Mn1 Br1 . . 170.74(11) ?
    O3 Mn1 Br1 . . 90.29(11) ?
    O2 Mn1 Br2 2_546 . 90.73(10) ?
    O4 Mn1 Br2 . . 102.00(11) ?
    O1 Mn1 Br2 . . 89.57(10) ?
    O3 Mn1 Br2 . . 171.54(11) ?
    Br1 Mn1 Br2 . . 97.56(3) ?
    C1 O1 Mn1 . . 131.5(3) ?
    C1 O2 Mn1 . 2_556 133.7(3) ?
    O1 C1 O2 . . 125.2(5) ?
    O1 C1 C2 . . 119.4(5) ?
    O2 C1 C2 . . 115.4(5) ?
    N1 C2 C1 . . 110.6(4) ?
    N1 C2 C3 . . 105.5(4) ?
    C1 C2 C3 . . 112.1(4) ?
    N1 C2 H2 . . 109.5 ?
    C1 C2 H2 . . 109.5 ?
    C3 C2 H2 . . 109.5 ?
    C4 C3 C2 . . 103.8(4) ?
    C4 C3 H3A . . 111.0 ?
    C2 C3 H3A . . 111.0 ?
    C4 C3 H3B . . 111.0 ?
    C2 C3 H3B . . 111.0 ?
    H3A C3 H3B . . 109.0 ?
    C5 C4 C3 . . 102.6(4) ?
    C5 C4 H4A . . 111.3 ?
    C3 C4 H4A . . 111.3 ?
    C5 C4 H4B . . 111.3 ?
    C3 C4 H4B . . 111.3 ?
    H4A C4 H4B . . 109.2 ?
    C4 C5 N1 . . 103.8(4) ?
    C4 C5 H5A . . 111.0 ?
    N1 C5 H5A . . 111.0 ?
    C4 C5 H5B . . 111.0 ?
    N1 C5 H5B . . 111.0 ?
    H5A C5 H5B . . 109.0 ?
    C5 N1 C2 . . 107.0(4) ?
    C5 N1 H1A . . 112(3) ?
    C2 N1 H1A . . 104(3) ?
    C5 N1 H1B . . 115(3) ?
    C2 N1 H1B . . 110(3) ?
    H1A N1 H1B . . 109(4) ?
    C6 O3 Mn1 . . 121.0(3) ?
    C6 O3 H3 . . 104(4) ?
    Mn1 O3 H3 . . 118(4) ?
    O3 C6 H7A . . 109.5 ?
    O3 C6 H7B . . 109.5 ?
    H7A C6 H7B . . 109.5 ?
    O3 C6 H7C . . 109.5 ?
    H7A C6 H7C . . 109.5 ?
    H7B C6 H7C . . 109.5 ?
    C7 O4 Mn1 . . 126.1(3) ?
    C7 O4 H4 . . 112(4) ?
    Mn1 O4 H4 . . 94(4) ?
    O4 C7 H6A . . 109.5 ?
    O4 C7 H6B . . 109.5 ?
    H6A C7 H6B . . 109.5 ?
    O4 C7 H6C . . 109.5 ?
    H6A C7 H6C . . 109.5 ?
    H6B C7 H6C . . 109.5 ?
data_1c
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common     ?
_chemical_formula_moiety     'C5 H15 I Mn N O5, I'
_chemical_formula_sum     'C5 H15 I2 Mn N O5'
_chemical_formula_weight     477.92
_chemical_melting_point     ?
_symmetry_cell_setting     'orthorhombic'
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x, y+1/2, -z+1/2'
    'x+1/2, -y+1/2, -z'
_cell_length_a     8.1264(18)
_cell_length_b     11.867(3)
_cell_length_c     13.727(3)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     1323.8(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     1755
_cell_measurement_theta_min     2.27
_cell_measurement_theta_max     25.51
_cell_measurement_temperature     100(2)
_exptl_crystal_description     'needle'
_exptl_crystal_colour     'orange'
_exptl_crystal_size_max     0.14
_exptl_crystal_size_mid     0.08
_exptl_crystal_size_min     0.08
_exptl_crystal_density_diffrn     2.398
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     892
_exptl_absorpt_coefficient_mu     5.659
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     'SADABS'
_exptl_absorpt_correction_T_min     0.5046
_exptl_absorpt_correction_T_max     0.6602
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'microsource'
_diffrn_radiation_monochromator     'multi layer optics'
_diffrn_measurement_device_type
                             'Bruker D8 goniometer with SMART APEX CCD detector'
_diffrn_measurement_method     'omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     15709
_diffrn_reflns_av_R_equivalents     0.0856
_diffrn_reflns_av_sigmaI/netI     0.0548
_diffrn_reflns_theta_min     2.27
_diffrn_reflns_theta_max     26.37
_diffrn_reflns_theta_full     26.37
_diffrn_measured_fraction_theta_max     0.997
_diffrn_measured_fraction_theta_full     0.997
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     14
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     17
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2690
_reflns_number_gt     2412
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0402
_refine_ls_R_factor_gt     0.0334
_refine_ls_wR_factor_gt     0.0737
_refine_ls_wR_factor_ref     0.0778
_refine_ls_goodness_of_fit_ref     1.032
_refine_ls_restrained_S_all     1.028
_refine_ls_number_reflns     2690
_refine_ls_number_parameters     151
_refine_ls_number_restraints     21
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     1.133
_refine_diff_density_min     -1.086
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
                                    'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack     -0.05(5)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Mn' 'Mn' 0.3368 0.7283
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'I' 'I' -0.4742 1.8119
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     ?
_computing_cell_refinement     ?
_computing_data_reduction     ?
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Mn Mn1 0.46947(13) 0.16430(8) 0.57996(7) 0.0135(2) Uani d . 1 1 . .
    I I1 0.47616(5) -0.03518(3) 0.69319(3) 0.01778(12) Uani d . 1 1 . .
    O O1 0.4834(6) 0.3317(3) 0.5121(3) 0.0158(10) Uani d . 1 1 . .
    O O2 0.7527(6) 0.3675(4) 0.5025(3) 0.0164(11) Uani d . 1 1 . .
    C C1 0.6035(8) 0.3912(6) 0.4892(4) 0.0095(12) Uani d U 1 1 . .
    C C2 0.5693(8) 0.5042(5) 0.4401(5) 0.0147(12) Uani d U 1 1 . .
    H H2 0.6258 0.5075 0.3754 0.018 Uiso calc R 1 1 . .
    C C3 0.6178(9) 0.6069(6) 0.5021(5) 0.0187(13) Uani d U 1 1 . .
    H H3A 0.6990 0.5854 0.5525 0.022 Uiso calc R 1 1 . .
    H H3B 0.6658 0.6669 0.4608 0.022 Uiso calc R 1 1 . .
    C C4 0.4586(9) 0.6466(6) 0.5486(5) 0.0212(14) Uani d U 1 1 . .
    H H4A 0.4653 0.7271 0.5671 0.025 Uiso calc R 1 1 . .
    H H4B 0.4318 0.6014 0.6070 0.025 Uiso calc R 1 1 . .
    C C5 0.3327(9) 0.6283(6) 0.4685(6) 0.0198(14) Uani d U 1 1 . .
    H H5A 0.2197 0.6242 0.4953 0.024 Uiso calc R 1 1 . .
    H H5B 0.3378 0.6889 0.4191 0.024 Uiso calc R 1 1 . .
    N N1 0.3856(7) 0.5171(5) 0.4267(4) 0.0156(11) Uani d DU 1 1 . .
    H H1A 0.348(8) 0.517(7) 0.363(2) 0.019 Uiso d D 1 1 . .
    H H1B 0.331(8) 0.465(5) 0.463(4) 0.019 Uiso d D 1 1 . .
    O O3 0.6187(6) 0.1028(4) 0.4573(4) 0.0183(11) Uani d D 1 1 . .
    H H6A 0.572(8) 0.056(5) 0.420(4) 0.022 Uiso d D 1 1 . .
    H H6B 0.661(9) 0.148(5) 0.417(4) 0.022 Uiso d D 1 1 . .
    O O4 0.6893(7) 0.2186(5) 0.6499(4) 0.0206(12) Uani d D 1 1 . .
    H H7A 0.733(9) 0.270(5) 0.618(5) 0.025 Uiso d D 1 1 . .
    H H7B 0.740(8) 0.198(6) 0.700(3) 0.025 Uiso d D 1 1 . .
    O O5 0.2999(6) 0.2602(4) 0.6791(4) 0.0156(10) Uani d D 1 1 . .
    H H8A 0.317(9) 0.312(4) 0.720(4) 0.019 Uiso d D 1 1 . .
    H H8B 0.236(7) 0.226(6) 0.717(4) 0.019 Uiso d D 1 1 . .
    I I2 1.01186(5) 0.61933(3) 0.69342(3) 0.01725(12) Uani d . 1 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Mn1 O2 4_456 2.127(5) ?
    Mn1 O4 . 2.128(6) ?
    Mn1 O1 . 2.197(4) ?
    Mn1 O3 . 2.200(5) ?
    Mn1 O5 . 2.246(5) ?
    Mn1 I1 . 2.8323(11) ?
    O1 C1 . 1.245(7) ?
    O2 C1 . 1.258(8) ?
    O2 Mn1 4_556 2.127(5) ?
    C1 C2 . 1.527(9) ?
    C2 N1 . 1.512(9) ?
    C2 C3 . 1.538(9) ?
    C2 H2 . 1.0000 ?
    C3 C4 . 1.517(10) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.517(10) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 N1 . 1.502(9) ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    N1 H1A . 0.92(2) ?
    N1 H1B . 0.91(2) ?
    O3 H6A . 0.84(2) ?
    O3 H6B . 0.84(2) ?
    O4 H7A . 0.83(2) ?
    O4 H7B . 0.84(2) ?
    O5 H8A . 0.84(2) ?
    O5 H8B . 0.84(2) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O2 Mn1 O4 4_456 . 171.42(19) ?
    O2 Mn1 O1 4_456 . 88.70(18) ?
    O4 Mn1 O1 . . 82.79(18) ?
    O2 Mn1 O3 4_456 . 89.47(19) ?
    O4 Mn1 O3 . . 89.0(2) ?
    O1 Mn1 O3 . . 86.97(18) ?
    O2 Mn1 O5 4_456 . 84.48(18) ?
    O4 Mn1 O5 . . 95.1(2) ?
    O1 Mn1 O5 . . 80.24(17) ?
    O3 Mn1 O5 . . 165.95(19) ?
    O2 Mn1 I1 4_456 . 99.19(13) ?
    O4 Mn1 I1 . . 89.38(14) ?
    O1 Mn1 I1 . . 170.89(12) ?
    O3 Mn1 I1 . . 97.59(14) ?
    O5 Mn1 I1 . . 95.90(13) ?
    C1 O1 Mn1 . . 131.3(4) ?
    C1 O2 Mn1 . 4_556 139.5(4) ?
    O1 C1 O2 . . 126.3(6) ?
    O1 C1 C2 . . 117.9(6) ?
    O2 C1 C2 . . 115.8(6) ?
    N1 C2 C1 . . 108.8(5) ?
    N1 C2 C3 . . 103.9(6) ?
    C1 C2 C3 . . 113.9(5) ?
    N1 C2 H2 . . 110.0 ?
    C1 C2 H2 . . 110.0 ?
    C3 C2 H2 . . 110.0 ?
    C4 C3 C2 . . 105.1(6) ?
    C4 C3 H3A . . 110.7 ?
    C2 C3 H3A . . 110.7 ?
    C4 C3 H3B . . 110.7 ?
    C2 C3 H3B . . 110.7 ?
    H3A C3 H3B . . 108.8 ?
    C3 C4 C5 . . 103.1(6) ?
    C3 C4 H4A . . 111.2 ?
    C5 C4 H4A . . 111.2 ?
    C3 C4 H4B . . 111.2 ?
    C5 C4 H4B . . 111.2 ?
    H4A C4 H4B . . 109.1 ?
    N1 C5 C4 . . 102.1(5) ?
    N1 C5 H5A . . 111.3 ?
    C4 C5 H5A . . 111.3 ?
    N1 C5 H5B . . 111.3 ?
    C4 C5 H5B . . 111.3 ?
    H5A C5 H5B . . 109.2 ?
    C5 N1 C2 . . 109.0(6) ?
    C5 N1 H1A . . 105(5) ?
    C2 N1 H1A . . 116(5) ?
    C5 N1 H1B . . 104(5) ?
    C2 N1 H1B . . 110(5) ?
    H1A N1 H1B . . 111(7) ?
    Mn1 O3 H6A . . 116(5) ?
    Mn1 O3 H6B . . 121(5) ?
    H6A O3 H6B . . 102(7) ?
    Mn1 O4 H7A . . 110(6) ?
    Mn1 O4 H7B . . 134(5) ?
    H7A O4 H7B . . 116(8) ?
    Mn1 O5 H8A . . 132(5) ?
    Mn1 O5 H8B . . 120(5) ?
    H8A O5 H8B . . 92(7) ?
data_2a
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common     ?
_chemical_formula_moiety     'C10 H22 Cl2 Mn N2 O6'
_chemical_formula_sum     'C10 H22 Cl2 Mn N2 O6'
_chemical_formula_weight     392.14
_chemical_melting_point     ?
_symmetry_cell_setting     'monoclinic'
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     9.124(3)
_cell_length_b     9.034(3)
_cell_length_c     10.001(3)
_cell_angle_alpha     90.00
_cell_angle_beta     107.704(4)
_cell_angle_gamma     90.00
_cell_volume     785.2(4)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     2761
_cell_measurement_theta_min     2.34
_cell_measurement_theta_max     26.42
_cell_measurement_temperature     100(2)
_exptl_crystal_description     'block'
_exptl_crystal_colour     'colorless'
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.659
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     406
_exptl_absorpt_coefficient_mu     1.207
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     'SADABS'
_exptl_absorpt_correction_T_min     0.7134
_exptl_absorpt_correction_T_max     0.7943
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'microsource'
_diffrn_radiation_monochromator     'multi layer optics'
_diffrn_measurement_device_type
                             'Bruker D8 goniometer with SMART APEX CCD detector'
_diffrn_measurement_method     'omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     8789
_diffrn_reflns_av_R_equivalents     0.0452
_diffrn_reflns_av_sigmaI/netI     0.0309
_diffrn_reflns_theta_min     2.34
_diffrn_reflns_theta_max     26.50
_diffrn_reflns_theta_full     26.50
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -12
_diffrn_reflns_limit_l_max     12
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     1630
_reflns_number_gt     1445
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0327
_refine_ls_R_factor_gt     0.0278
_refine_ls_wR_factor_gt     0.0687
_refine_ls_wR_factor_ref     0.0714
_refine_ls_goodness_of_fit_ref     1.029
_refine_ls_restrained_S_all     1.029
_refine_ls_number_reflns     1630
_refine_ls_number_parameters     139
_refine_ls_number_restraints     3
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0370P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.537
_refine_diff_density_min     -0.224
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Mn' 'Mn' 0.3368 0.7283
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     ?
_computing_cell_refinement     ?
_computing_data_reduction     ?
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Mn Mn1 0.0000 0.5000 0.5000 0.01557(13) Uani d S 1 2 . .
    Cl Cl1 0.20028(5) 0.33207(5) 0.44130(5) 0.01996(14) Uani d . 1 1 . .
    O O3 0.07612(17) 0.42942(16) 0.71773(15) 0.0219(3) Uani d D 1 1 . .
    H H5A 0.100(3) 0.352(2) 0.750(3) 0.034(7) Uiso d D 1 1 . .
    H H5B 0.103(3) 0.488(3) 0.776(3) 0.044(9) Uiso d D 1 1 . .
    O O1 0.16308(15) 0.68153(14) 0.57041(13) 0.0200(3) Uani d . 1 1 . .
    O O2 0.12745(18) 0.84199(15) 0.39323(14) 0.0288(3) Uani d . 1 1 . .
    C C1 0.1641(2) 0.8090(2) 0.52060(19) 0.0175(4) Uani d . 1 1 B .
    C C2 0.2192(2) 0.9373(2) 0.62190(19) 0.0196(4) Uani d . 1 1 . .
    H H2 0.1368 1.0146 0.5991 0.024 Uiso calc R 1 1 A 1
    C C3A 0.3612(13) 1.0081(13) 0.6280(14) 0.0231(19) Uani d P 0.510(8) 1 B 1
    H H3AA 0.3682 1.1074 0.6715 0.028 Uiso calc PR 0.510(8) 1 B 1
    H H3BA 0.3728 1.0182 0.5332 0.028 Uiso calc PR 0.510(8) 1 B 1
    C C4A 0.4827(4) 0.9032(6) 0.7194(5) 0.0268(14) Uani d P 0.510(8) 1 B 1
    H H4AA 0.5782 0.9575 0.7684 0.032 Uiso calc PR 0.510(8) 1 B 1
    H H4BA 0.5076 0.8233 0.6621 0.032 Uiso calc PR 0.510(8) 1 B 1
    C C5A 0.4064(17) 0.8404(12) 0.8244(14) 0.0243(19) Uani d P 0.510(8) 1 B 1
    H H5AA 0.4129 0.7309 0.8277 0.029 Uiso calc PR 0.510(8) 1 B 1
    H H5BA 0.4559 0.8800 0.9198 0.029 Uiso calc PR 0.510(8) 1 B 1
    C C3B 0.3940(13) 0.9766(13) 0.6176(15) 0.0215(19) Uani d P 0.490(8) 1 B 2
    H H3AB 0.4370 0.8942 0.5760 0.026 Uiso calc PR 0.490(8) 1 B 2
    H H3BB 0.3944 1.0679 0.5629 0.026 Uiso calc PR 0.490(8) 1 B 2
    C C4B 0.4841(5) 0.9982(6) 0.7710(5) 0.0262(14) Uani d P 0.490(8) 1 B 2
    H H4AB 0.5954 0.9815 0.7871 0.031 Uiso calc PR 0.490(8) 1 B 2
    H H4BB 0.4688 1.0992 0.8029 0.031 Uiso calc PR 0.490(8) 1 B 2
    C C5B 0.4183(18) 0.8840(12) 0.8449(15) 0.025(2) Uani d P 0.490(8) 1 B 2
    H H5AB 0.4415 0.9084 0.9457 0.030 Uiso calc PR 0.490(8) 1 B 2
    H H5BB 0.4603 0.7847 0.8359 0.030 Uiso calc PR 0.490(8) 1 B 2
    N N1 0.24476(19) 0.88961(19) 0.77046(16) 0.0189(3) Uani d D 1 1 B .
    H H1A 0.219(2) 0.965(2) 0.818(2) 0.023 Uiso d D 1 1 . .
    H H1B 0.185(2) 0.812(2) 0.773(2) 0.023 Uiso d D 1 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Mn1 O3 3_566 2.1704(15) ?
    Mn1 O3 . 2.1704(15) ?
    Mn1 O1 . 2.1820(13) ?
    Mn1 O1 3_566 2.1820(13) ?
    Mn1 Cl1 3_566 2.5763(7) ?
    Mn1 Cl1 . 2.5763(7) ?
    O3 H5A . 0.774(19) ?
    O3 H5B . 0.77(2) ?
    O1 C1 . 1.256(2) ?
    O2 C1 . 1.251(2) ?
    C1 C2 . 1.521(3) ?
    C2 C3A . 1.429(13) ?
    C2 N1 . 1.496(2) ?
    C2 C3B . 1.647(12) ?
    C2 H2 . 1.0000 ?
    C3A C4A . 1.532(13) ?
    C3A H3AA . 0.9900 ?
    C3A H3BA . 0.9900 ?
    C4A C5A . 1.535(15) ?
    C4A H4AA . 0.9900 ?
    C4A H4BA . 0.9900 ?
    C5A N1 . 1.476(15) ?
    C5A H5AA . 0.9900 ?
    C5A H5BA . 0.9900 ?
    C3B C4B . 1.516(15) ?
    C3B H3AB . 0.9900 ?
    C3B H3BB . 0.9900 ?
    C4B C5B . 1.496(15) ?
    C4B H4AB . 0.9900 ?
    C4B H4BB . 0.9900 ?
    C5B N1 . 1.532(15) ?
    C5B H5AB . 0.9900 ?
    C5B H5BB . 0.9900 ?
    N1 H1A . 0.903(16) ?
    N1 H1B . 0.890(16) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O3 Mn1 O3 3_566 . 180.0 ?
    O3 Mn1 O1 3_566 . 94.69(5) ?
    O3 Mn1 O1 . . 85.31(5) ?
    O3 Mn1 O1 3_566 3_566 85.30(5) ?
    O3 Mn1 O1 . 3_566 94.69(5) ?
    O1 Mn1 O1 . 3_566 180.0 ?
    O3 Mn1 Cl1 3_566 3_566 91.31(4) ?
    O3 Mn1 Cl1 . 3_566 88.69(4) ?
    O1 Mn1 Cl1 . 3_566 86.87(4) ?
    O1 Mn1 Cl1 3_566 3_566 93.13(4) ?
    O3 Mn1 Cl1 3_566 . 88.69(4) ?
    O3 Mn1 Cl1 . . 91.31(4) ?
    O1 Mn1 Cl1 . . 93.13(4) ?
    O1 Mn1 Cl1 3_566 . 86.87(4) ?
    Cl1 Mn1 Cl1 3_566 . 179.9990(10) ?
    Mn1 O3 H5A . . 130.8(19) ?
    Mn1 O3 H5B . . 120(2) ?
    H5A O3 H5B . . 108(3) ?
    C1 O1 Mn1 . . 130.38(12) ?
    O2 C1 O1 . . 126.18(17) ?
    O2 C1 C2 . . 115.41(16) ?
    O1 C1 C2 . . 118.39(16) ?
    C3A C2 N1 . . 102.8(6) ?
    C3A C2 C1 . . 118.7(4) ?
    N1 C2 C1 . . 111.24(15) ?
    C3A C2 C3B . . 14.6(6) ?
    N1 C2 C3B . . 103.2(5) ?
    C1 C2 C3B . . 105.8(4) ?
    C3A C2 H2 . . 107.9 ?
    N1 C2 H2 . . 107.9 ?
    C1 C2 H2 . . 107.9 ?
    C3B C2 H2 . . 120.7 ?
    C2 C3A C4A . . 103.4(8) ?
    C2 C3A H3AA . . 111.1 ?
    C4A C3A H3AA . . 111.1 ?
    C2 C3A H3BA . . 111.1 ?
    C4A C3A H3BA . . 111.1 ?
    H3AA C3A H3BA . . 109.1 ?
    C3A C4A C5A . . 103.9(8) ?
    C3A C4A H4AA . . 111.0 ?
    C5A C4A H4AA . . 111.0 ?
    C3A C4A H4BA . . 111.0 ?
    C5A C4A H4BA . . 111.0 ?
    H4AA C4A H4BA . . 109.0 ?
    N1 C5A C4A . . 104.4(9) ?
    N1 C5A H5AA . . 110.9 ?
    C4A C5A H5AA . . 110.9 ?
    N1 C5A H5BA . . 110.9 ?
    C4A C5A H5BA . . 110.9 ?
    H5AA C5A H5BA . . 108.9 ?
    C4B C3B C2 . . 103.4(7) ?
    C4B C3B H3AB . . 111.1 ?
    C2 C3B H3AB . . 111.1 ?
    C4B C3B H3BB . . 111.1 ?
    C2 C3B H3BB . . 111.1 ?
    H3AB C3B H3BB . . 109.0 ?
    C5B C4B C3B . . 103.6(7) ?
    C5B C4B H4AB . . 111.0 ?
    C3B C4B H4AB . . 111.0 ?
    C5B C4B H4BB . . 111.0 ?
    C3B C4B H4BB . . 111.0 ?
    H4AB C4B H4BB . . 109.0 ?
    C4B C5B N1 . . 104.4(9) ?
    C4B C5B H5AB . . 110.9 ?
    N1 C5B H5AB . . 110.9 ?
    C4B C5B H5BB . . 110.9 ?
    N1 C5B H5BB . . 110.9 ?
    H5AB C5B H5BB . . 108.9 ?
    C5A N1 C2 . . 106.7(6) ?
    C5A N1 C5B . . 16.8(5) ?
    C2 N1 C5B . . 108.5(6) ?
    C5A N1 H1A . . 115.4(15) ?
    C2 N1 H1A . . 108.6(14) ?
    C5B N1 H1A . . 99.7(15) ?
    C5A N1 H1B . . 107.6(15) ?
    C2 N1 H1B . . 109.9(14) ?
    C5B N1 H1B . . 120.6(15) ?
    H1A N1 H1B . . 109(2) ?
data_2b
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common     ?
_chemical_formula_moiety     'C10 H22 Br2 Mn N2 O6'
_chemical_formula_sum     'C10 H22 Br2 Mn N2 O6'
_chemical_formula_weight     481.06
_chemical_melting_point     ?
_symmetry_cell_setting     'monoclinic'
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     9.3156(12)
_cell_length_b     9.1319(12)
_cell_length_c     10.0593(13)
_cell_angle_alpha     90.00
_cell_angle_beta     106.904(2)
_cell_angle_gamma     90.00
_cell_volume     818.76(18)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1326
_cell_measurement_theta_min     3.08
_cell_measurement_theta_max     22.44
_cell_measurement_temperature     100(2)
_exptl_crystal_description     'block'
_exptl_crystal_colour     'colorless'
_exptl_crystal_size_max     0.14
_exptl_crystal_size_mid     0.08
_exptl_crystal_size_min     0.04
_exptl_crystal_density_diffrn     1.951
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     478
_exptl_absorpt_coefficient_mu     5.712
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     'SADABS'
_exptl_absorpt_correction_T_min     0.5019
_exptl_absorpt_correction_T_max     0.8037
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'microsource'
_diffrn_radiation_monochromator     'multi layer optics'
_diffrn_measurement_device_type
                             'Bruker D8 goniometer with SMART APEX CCD detector'
_diffrn_measurement_method     'omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     12113
_diffrn_reflns_av_R_equivalents     0.0656
_diffrn_reflns_av_sigmaI/netI     0.0529
_diffrn_reflns_theta_min     3.08
_diffrn_reflns_theta_max     30.93
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.933
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     13
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2421
_reflns_number_gt     1997
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0605
_refine_ls_R_factor_gt     0.0456
_refine_ls_wR_factor_gt     0.0829
_refine_ls_wR_factor_ref     0.0884
_refine_ls_goodness_of_fit_ref     1.049
_refine_ls_restrained_S_all     1.048
_refine_ls_number_reflns     2421
_refine_ls_number_parameters     111
_refine_ls_number_restraints     3
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0200P)²+3.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.901
_refine_diff_density_min     -0.660
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Mn' 'Mn' 0.3368 0.7283
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br' -0.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     ?
_computing_cell_refinement     ?
_computing_data_reduction     ?
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Mn Mn1 0.0000 0.5000 0.5000 0.01456(17) Uani d S 1 2 . .
    Br Br1 0.21256(4) 0.31959(4) 0.44867(4) 0.01881(11) Uani d . 1 1 . .
    O O3 0.0633(4) 0.4400(3) 0.7173(3) 0.0217(6) Uani d D 1 1 . .
    H H1O 0.103(5) 0.371(5) 0.757(5) 0.031(14) Uiso d D 1 1 . .
    H H2O 0.090(7) 0.502(6) 0.771(6) 0.07(2) Uiso d D 1 1 . .
    O O1 0.1559(3) 0.6797(3) 0.5675(3) 0.0198(6) Uani d . 1 1 . .
    O O2 0.1237(4) 0.8344(3) 0.3892(3) 0.0260(7) Uani d . 1 1 . .
    C C1 0.1613(4) 0.8040(4) 0.5158(4) 0.0155(7) Uani d . 1 1 . .
    C C2 0.2273(4) 0.9295(4) 0.6141(4) 0.0167(7) Uani d . 1 1 . .
    H H2 0.1630 1.0186 0.5873 0.020 Uiso calc R 1 1 . .
    C C3 0.3882(5) 0.9634(5) 0.6109(4) 0.0251(9) Uani d . 1 1 . .
    H H3A 0.4298 0.8807 0.5702 0.030 Uiso calc R 1 1 . .
    H H3B 0.3903 1.0528 0.5558 0.030 Uiso calc R 1 1 . .
    C C4 0.4764(5) 0.9861(6) 0.7621(5) 0.0334(11) Uani d . 1 1 . .
    H H4A 0.5846 0.9666 0.7778 0.040 Uiso calc R 1 1 . .
    H H4B 0.4635 1.0869 0.7933 0.040 Uiso calc R 1 1 . .
    C C5 0.4064(5) 0.8742(5) 0.8356(4) 0.0277(9) Uani d . 1 1 . .
    H H5A 0.4422 0.7740 0.8248 0.033 Uiso calc R 1 1 . .
    H H5B 0.4284 0.8969 0.9357 0.033 Uiso calc R 1 1 . .
    N N1 0.2429(4) 0.8901(4) 0.7621(3) 0.0179(7) Uani d D 1 1 . .
    H H1A 0.212(5) 0.970(3) 0.802(4) 0.022 Uiso d D 1 1 . .
    H H1B 0.188(4) 0.810(3) 0.770(5) 0.022 Uiso d D 1 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Mn1 O3 . 2.162(3) ?
    Mn1 O3 3_566 2.162(3) ?
    Mn1 O1 3_566 2.166(3) ?
    Mn1 O1 . 2.166(3) ?
    Mn1 Br1 3_566 2.7379(5) ?
    Mn1 Br1 . 2.7379(5) ?
    O3 H1O . 0.78(4) ?
    O3 H2O . 0.77(4) ?
    O1 C1 . 1.255(4) ?
    O2 C1 . 1.249(4) ?
    C1 C2 . 1.522(5) ?
    C2 N1 . 1.498(5) ?
    C2 C3 . 1.540(5) ?
    C2 H2 . 1.0000 ?
    C3 C4 . 1.519(6) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.516(6) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 N1 . 1.494(5) ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    N1 H1A . 0.922(19) ?
    N1 H1B . 0.913(19) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O3 Mn1 O3 . 3_566 180.0 ?
    O3 Mn1 O1 . 3_566 94.90(11) ?
    O3 Mn1 O1 3_566 3_566 85.10(11) ?
    O3 Mn1 O1 . . 85.09(11) ?
    O3 Mn1 O1 3_566 . 94.90(11) ?
    O1 Mn1 O1 3_566 . 180.0 ?
    O3 Mn1 Br1 . 3_566 87.79(8) ?
    O3 Mn1 Br1 3_566 3_566 92.21(8) ?
    O1 Mn1 Br1 3_566 3_566 93.40(8) ?
    O1 Mn1 Br1 . 3_566 86.60(8) ?
    O3 Mn1 Br1 . . 92.21(8) ?
    O3 Mn1 Br1 3_566 . 87.79(8) ?
    O1 Mn1 Br1 3_566 . 86.60(8) ?
    O1 Mn1 Br1 . . 93.40(8) ?
    Br1 Mn1 Br1 3_566 . 180.0 ?
    Mn1 O3 H1O . . 132(4) ?
    Mn1 O3 H2O . . 117(5) ?
    H1O O3 H2O . . 103(6) ?
    C1 O1 Mn1 . . 131.2(2) ?
    O2 C1 O1 . . 126.2(3) ?
    O2 C1 C2 . . 115.8(3) ?
    O1 C1 C2 . . 117.9(3) ?
    N1 C2 C1 . . 111.7(3) ?
    N1 C2 C3 . . 104.8(3) ?
    C1 C2 C3 . . 110.5(3) ?
    N1 C2 H2 . . 109.9 ?
    C1 C2 H2 . . 109.9 ?
    C3 C2 H2 . . 109.9 ?
    C4 C3 C2 . . 104.6(3) ?
    C4 C3 H3A . . 110.8 ?
    C2 C3 H3A . . 110.8 ?
    C4 C3 H3B . . 110.8 ?
    C2 C3 H3B . . 110.8 ?
    H3A C3 H3B . . 108.9 ?
    C5 C4 C3 . . 102.2(4) ?
    C5 C4 H4A . . 111.3 ?
    C3 C4 H4A . . 111.3 ?
    C5 C4 H4B . . 111.3 ?
    C3 C4 H4B . . 111.3 ?
    H4A C4 H4B . . 109.2 ?
    N1 C5 C4 . . 102.4(3) ?
    N1 C5 H5A . . 111.3 ?
    C4 C5 H5A . . 111.3 ?
    N1 C5 H5B . . 111.3 ?
    C4 C5 H5B . . 111.3 ?
    H5A C5 H5B . . 109.2 ?
    C5 N1 C2 . . 107.8(3) ?
    C5 N1 H1A . . 106(3) ?
    C2 N1 H1A . . 107(3) ?
    C5 N1 H1B . . 114(3) ?
    C2 N1 H1B . . 113(3) ?
    H1A N1 H1B . . 110(4) ?
data_2c
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common     ?
_chemical_formula_moiety     'C10 H22 I2 Mn N2 O6'
_chemical_formula_sum     'C10 H22 I2 Mn N2 O6'
_chemical_formula_weight     575.04
_chemical_melting_point     ?
_symmetry_cell_setting     'monoclinic'
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     9.6640(10)
_cell_length_b     9.4026(10)
_cell_length_c     10.0228(11)
_cell_angle_alpha     90.00
_cell_angle_beta     104.454(2)
_cell_angle_gamma     90.00
_cell_volume     881.91(16)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1525
_cell_measurement_theta_min     3.02
_cell_measurement_theta_max     24.43
_cell_measurement_temperature     100(2)
_exptl_crystal_description     'block'
_exptl_crystal_colour     'yellow'
_exptl_crystal_size_max     0.09
_exptl_crystal_size_mid     0.09
_exptl_crystal_size_min     0.09
_exptl_crystal_density_diffrn     2.165
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     550
_exptl_absorpt_coefficient_mu     4.273
_exptl_absorpt_correction_type     'multi-scan'
_exptl_absorpt_process_details     'SADABS'
_exptl_absorpt_correction_T_min     0.6997
_exptl_absorpt_correction_T_max     0.6997
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'microsource'
_diffrn_radiation_monochromator     'multi layer optics'
_diffrn_measurement_device_type
                             'Bruker D8 goniometer with SMART APEX CCD detector'
_diffrn_measurement_method     'omega scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     13020
_diffrn_reflns_av_R_equivalents     0.0639
_diffrn_reflns_av_sigmaI/netI     0.0495
_diffrn_reflns_theta_min     3.02
_diffrn_reflns_theta_max     30.56
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.970
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2622
_reflns_number_gt     2151
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0436
_refine_ls_R_factor_gt     0.0314
_refine_ls_wR_factor_gt     0.0566
_refine_ls_wR_factor_ref     0.0606
_refine_ls_goodness_of_fit_ref     1.012
_refine_ls_restrained_S_all     1.012
_refine_ls_number_reflns     2622
_refine_ls_number_parameters     111
_refine_ls_number_restraints     3
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0200P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.876
_refine_diff_density_min     -0.683
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Mn' 'Mn' 0.3368 0.7283
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'I' 'I' -0.4742 1.8119
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     ?
_computing_cell_refinement     ?
_computing_data_reduction     ?
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Mn Mn1 0.0000 0.5000 0.5000 0.01263(15) Uani d S 1 2 . .
    I I1 0.23227(2) 0.31229(2) 0.45619(2) 0.01552(7) Uani d . 1 1 . .
    O O3 0.0472(3) 0.4497(3) 0.7170(2) 0.0155(5) Uani d D 1 1 . .
    H H1O 0.083(4) 0.379(4) 0.751(4) 0.035(13) Uiso d D 1 1 . .
    H H2O 0.077(5) 0.509(4) 0.771(4) 0.039(14) Uiso d D 1 1 . .
    O O1 0.1415(2) 0.6779(2) 0.5618(2) 0.0164(5) Uani d . 1 1 . .
    O O2 0.1140(3) 0.8249(2) 0.3812(2) 0.0199(5) Uani d . 1 1 . .
    C C1 0.1515(3) 0.7969(3) 0.5069(3) 0.0147(6) Uani d . 1 1 . .
    C C2 0.2231(3) 0.9162(3) 0.5998(3) 0.0143(6) Uani d . 1 1 . .
    H H2 0.1668 1.0058 0.5749 0.017 Uiso calc R 1 1 . .
    C C3 0.3765(3) 0.9394(4) 0.5866(3) 0.0184(7) Uani d . 1 1 . .
    H H3A 0.4121 0.8540 0.5479 0.022 Uiso calc R 1 1 . .
    H H3B 0.3812 1.0218 0.5264 0.022 Uiso calc R 1 1 . .
    C C4 0.4636(4) 0.9672(4) 0.7331(4) 0.0235(8) Uani d . 1 1 . .
    H H4A 0.4557 1.0677 0.7597 0.028 Uiso calc R 1 1 . .
    H H4B 0.5656 0.9433 0.7439 0.028 Uiso calc R 1 1 . .
    C C5 0.3942(3) 0.8676(4) 0.8174(4) 0.0200(7) Uani d . 1 1 . .
    H H5A 0.4264 0.7683 0.8119 0.024 Uiso calc R 1 1 . .
    H H5B 0.4160 0.8972 0.9152 0.024 Uiso calc R 1 1 . .
    N N1 0.2390(3) 0.8832(3) 0.7499(3) 0.0149(6) Uani d D 1 1 . .
    H H1A 0.206(3) 0.958(3) 0.792(3) 0.018 Uiso d D 1 1 . .
    H H1B 0.188(3) 0.802(3) 0.752(4) 0.018 Uiso d D 1 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Mn1 O1 3_566 2.151(2) ?
    Mn1 O1 . 2.151(2) ?
    Mn1 O3 3_566 2.160(2) ?
    Mn1 O3 . 2.160(2) ?
    Mn1 I1 3_566 2.9729(3) ?
    Mn1 I1 . 2.9730(3) ?
    O3 H1O . 0.79(3) ?
    O3 H2O . 0.78(3) ?
    O1 C1 . 1.261(3) ?
    O2 C1 . 1.249(4) ?
    C1 C2 . 1.511(4) ?
    C2 N1 . 1.507(4) ?
    C2 C3 . 1.536(4) ?
    C2 H2 . 1.0000 ?
    C3 C4 . 1.521(5) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.524(5) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 N1 . 1.491(4) ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    N1 H1A . 0.921(18) ?
    N1 H1B . 0.910(18) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O1 Mn1 O1 3_566 . 180.00(10) ?
    O1 Mn1 O3 3_566 3_566 85.49(9) ?
    O1 Mn1 O3 . 3_566 94.51(9) ?
    O1 Mn1 O3 3_566 . 94.51(9) ?
    O1 Mn1 O3 . . 85.50(9) ?
    O3 Mn1 O3 3_566 . 180.00(13) ?
    O1 Mn1 I1 3_566 3_566 93.15(6) ?
    O1 Mn1 I1 . 3_566 86.85(6) ?
    O3 Mn1 I1 3_566 3_566 92.36(7) ?
    O3 Mn1 I1 . 3_566 87.64(7) ?
    O1 Mn1 I1 3_566 . 86.85(6) ?
    O1 Mn1 I1 . . 93.15(6) ?
    O3 Mn1 I1 3_566 . 87.64(7) ?
    O3 Mn1 I1 . . 92.36(7) ?
    I1 Mn1 I1 3_566 . 180.0 ?
    Mn1 O3 H1O . . 126(3) ?
    Mn1 O3 H2O . . 120(3) ?
    H1O O3 H2O . . 104(4) ?
    C1 O1 Mn1 . . 132.6(2) ?
    O2 C1 O1 . . 126.3(3) ?
    O2 C1 C2 . . 116.0(3) ?
    O1 C1 C2 . . 117.6(3) ?
    N1 C2 C1 . . 112.3(3) ?
    N1 C2 C3 . . 104.8(2) ?
    C1 C2 C3 . . 110.8(3) ?
    N1 C2 H2 . . 109.6 ?
    C1 C2 H2 . . 109.6 ?
    C3 C2 H2 . . 109.6 ?
    C4 C3 C2 . . 104.8(3) ?
    C4 C3 H3A . . 110.8 ?
    C2 C3 H3A . . 110.8 ?
    C4 C3 H3B . . 110.8 ?
    C2 C3 H3B . . 110.8 ?
    H3A C3 H3B . . 108.9 ?
    C3 C4 C5 . . 102.4(3) ?
    C3 C4 H4A . . 111.3 ?
    C5 C4 H4A . . 111.3 ?
    C3 C4 H4B . . 111.3 ?
    C5 C4 H4B . . 111.3 ?
    H4A C4 H4B . . 109.2 ?
    N1 C5 C4 . . 102.7(3) ?
    N1 C5 H5A . . 111.2 ?
    C4 C5 H5A . . 111.2 ?
    N1 C5 H5B . . 111.2 ?
    C4 C5 H5B . . 111.2 ?
    H5A C5 H5B . . 109.1 ?
    C5 N1 C2 . . 108.3(2) ?
    C5 N1 H1A . . 107(2) ?
    C2 N1 H1A . . 110(2) ?
    C5 N1 H1B . . 113(2) ?
    C2 N1 H1B . . 106(2) ?
    H1A N1 H1B . . 113(3) ?
data_global
_journal_date_recd_electronic     2012-07-16
_journal_date_accepted     2012-10-23
_journal_name_full     'Acta Crystallographica, Section B'
_journal_year     2012
_journal_volume     68
_journal_issue      6
_journal_page_first     610
_journal_page_last     618
_journal_paper_category     FA
_journal_paper_doi     10.1107/S0108768112043996
_journal_coeditor_code     GP5056
_publ_contact_author_name     'Ulli Englert'
_publ_contact_author_address
;
      Institut fuer Anorganische Chemie
      RWTH Aachen University
      Landoltweg
      52074 Aachen
      Germany
;
_publ_contact_author_email     'ullrich.englert@ac.rwth-aachen.de'
_publ_contact_author_fax     '0049-241-8888288'
_publ_contact_author_phone     '0049-241-8094666'
_publ_section_title
;
Structures from MnX2 and Proline: A Borderline Case of Halide Substitution
;
loop_
    _publ_author_name
    _publ_author_address
    'Lamberts, Kevin'
;
  Institut für Anorganische Chemie
      RWTH Aachen University
      Landoltweg 1
      52074 Aachen
      Germany
;
    'Englert, Ulli'
;
    Institut für Anorganische Chemie
      RWTH Aachen University
      Landoltweg 1
      52074 Aachen
      Germany
;
