##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, 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. The current version number is 2.0.1.  #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ;
;
_chemical_name_common     ?
_chemical_formula_moiety     ?
_chemical_formula_sum     'C12 H14 Cl4 N2 Si'
_chemical_formula_weight     356.14
_chemical_melting_point     ?
_symmetry_cell_setting     Orthorhombic
_symmetry_space_group_name_H-M     'P m n a '
_symmetry_space_group_name_Hall     '-P 2ac 2'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x+1/2, y, -z+1/2'
    'x, -y, -z'
    '-x, -y, -z'
    'x-1/2, y, -z-1/2'
    'x-1/2, -y, z-1/2'
    '-x, y, z'
_cell_length_a     7.17660(10)
_cell_length_b     7.89110(10)
_cell_length_c     13.70360(10)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     776.052(16)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     8192
_cell_measurement_theta_min     1
_cell_measurement_theta_max     25
_cell_measurement_temperature     173(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max      .60
_exptl_crystal_size_mid      .40
_exptl_crystal_size_min      .40
_exptl_crystal_density_diffrn     1.524
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     364
_exptl_absorpt_coefficient_mu      .827
_exptl_absorpt_correction_type     Empirical
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min      .6368
_exptl_absorpt_correction_T_max      .7333
_exptl_special_details
;
 The data collection nominally covered a sphere of reciprocal
space, by a combination of seven, for (I), (III), (IV) and (V), and eight,
for (II), sets of exposures; each set had a
different φ angle for the crystal and each exposure covered 0.3° in ω.
The crystal-to-detector distance was 4 cm for (II) and (IV), 5 cm for (III)
and 6 cm for (I) and (V). Coverage of the unique set for all structures
is 100% complete to at least 25.0° in θ. Crystal decay was
monitored by repeating the initial frames at the end of data collection and
analyzing the duplicate reflections.
;
_diffrn_ambient_temperature     173(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength      .71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     10172
_diffrn_reflns_av_R_equivalents      .0193
_diffrn_reflns_av_sigmaI/netI      .0089
_diffrn_reflns_theta_min     2.58
_diffrn_reflns_theta_max     26.27
_diffrn_reflns_theta_full     26.27
_diffrn_measured_fraction_theta_max      .996
_diffrn_measured_fraction_theta_full      .996
_diffrn_reflns_limit_h_min     -8
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -9
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     211
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     1080
_diffrn_standards_decay_%     0
_reflns_number_total     853
_reflns_number_gt     815
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .0216
_refine_ls_R_factor_gt      .0202
_refine_ls_wR_factor_ref      .0579
_refine_ls_goodness_of_fit_ref     1.148
_refine_ls_restrained_S_all     1.148
_refine_ls_number_reflns     853
_refine_ls_number_parameters     56
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0314P)²+0.2249P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max     <0.001
_refine_ls_shift/su_mean      .000
_refine_diff_density_max      .260
_refine_diff_density_min      -.180
_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'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl'  .1484  .1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Si' 'Si'  .0817  .0704
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Siemens, 1995)'
_computing_cell_refinement     'SMART'
_computing_data_reduction     'SAINT  (Siemens, 1995)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'XP (in SHELXTL-Plus, 1991)'
_computing_publication_material     ?
loop_
    _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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Si1  .0000  .5000  .5000  .01946(16) Uani d S 1 . . Si
    Cl1  .21877(5)  .33821(4)  .43645(2)  .03014(14) Uani d . 1 . . Cl
    N1  .0000  .64104(17)  .38019(10)  .0208(3) Uani d S 1 . . N
    C2  .0000  .8127(2)  .38592(13)  .0245(4) Uani d S 1 . . C
    H2  .0000  .8642  .4486  .029 Uiso calc SR 1 . . H
    C3  .0000  .9155(2)  .30441(13)  .0263(4) Uani d S 1 . . C
    H3  .0000 1.0352  .3118  .032 Uiso calc SR 1 . . H
    C4  .0000  .8439(2)  .21074(13)  .0237(4) Uani d S 1 . . C
    C41  .0000  .9519(2)  .11990(13)  .0313(4) Uani d S 1 . . C
    H41A  .0000  .8795  .0618  .047 Uiso d SPR  .50 A 1 H
    H41B  .1106 1.0248  .1195  .047 Uiso d PR  .50 A 1 H
    H41C  .0000 1.0722  .1377  .047 Uiso d SPR  .50 A 2 H
    H41D  .1083  .9268  .0814  .047 Uiso d PR  .50 A 2 H
    C5  .0000  .6671(2)  .20496(13)  .0251(4) Uani d S 1 . . C
    H5  .0000  .6129  .1430  .030 Uiso calc SR 1 . . H
    C6  .0000  .5706(2)  .28969(12)  .0249(4) Uani d S 1 . . C
    H6  .0000  .4506  .2842  .030 Uiso calc SR 1 . . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Si1  .0231(3)  .0158(3)  .0195(3)  .000  .000  .0019(2)
    Cl1  .0340(2)  .0270(2)  .0295(2)  .01011(12)  .00782(12)  .00549(11)
    N1  .0242(7)  .0178(6)  .0205(7)  .000  .000  .0023(5)
    C2  .0307(9)  .0193(8)  .0234(8)  .000  .000  -.0003(6)
    C3  .0312(9)  .0185(8)  .0292(9)  .000  .000  .0040(7)
    C4  .0196(8)  .0263(9)  .0253(9)  .000  .000  .0076(7)
    C41  .0337(10)  .0325(9)  .0275(9)  .000  .000  .0114(8)
    C5  .0282(9)  .0264(9)  .0206(8)  .000  .000  .0006(6)
    C6  .0309(9)  .0196(8)  .0242(8)  .000  .000  .0006(7)
_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
    Si1 N1 5_566 1.9835(13) ?
    Si1 N1 . 1.9835(13) y
    Si1 Cl1 8 2.2030(3) ?
    Si1 Cl1 4_566 2.2030(3) ?
    Si1 Cl1 5_566 2.2030(3) ?
    Si1 Cl1 . 2.2030(3) y
    N1 C2 . 1.357(2) y
    N1 C6 . 1.359(2) y
    C2 C3 . 1.381(2) ?
    C2 H2 .  .9500 ?
    C3 C4 . 1.403(3) ?
    C3 H3 .  .9500 ?
    C4 C5 . 1.397(2) ?
    C4 C41 . 1.509(2) ?
    C41 H41A .  .9800 ?
    C41 H41B .  .9800 ?
    C41 H41C .  .9800 ?
    C41 H41D .  .9600 ?
    C5 C6 . 1.389(2) ?
    C5 H5 .  .9500 ?
    C6 H6 .  .9500 ?
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
    N1 Si1 N1 5_566 . 180.0000(10)
                                 ?
    N1 Si1 Cl1 5_566 8 90.12(3) ?
    N1 Si1 Cl1 . 8 89.88(3) ?
    N1 Si1 Cl1 5_566 4_566 89.88(3) ?
    N1 Si1 Cl1 . 4_566 90.12(3) ?
    Cl1 Si1 Cl1 8 4_566 180.0 ?
    N1 Si1 Cl1 5_566 5_566 89.88(3) ?
    N1 Si1 Cl1 . 5_566 90.12(3) ?
    Cl1 Si1 Cl1 8 5_566 89.098(18) ?
    Cl1 Si1 Cl1 4_566 5_566 90.902(18) ?
    N1 Si1 Cl1 5_566 . 90.12(3) ?
    N1 Si1 Cl1 . . 89.88(3) y
    Cl1 Si1 Cl1 8 . 90.902(18) ?
    Cl1 Si1 Cl1 4_566 . 89.098(18) ?
    Cl1 Si1 Cl1 5_566 . 179.999(12) ?
    C2 N1 C6 . . 117.47(14) y
    C2 N1 Si1 . . 120.81(12) ?
    C6 N1 Si1 . . 121.72(11) ?
    N1 C2 C3 . . 122.68(16) ?
    N1 C2 H2 . . 118.7 ?
    C3 C2 H2 . . 118.7 ?
    C2 C3 C4 . . 120.22(15) ?
    C2 C3 H3 . . 119.9 ?
    C4 C3 H3 . . 119.9 ?
    C5 C4 C3 . . 117.03(16) ?
    C5 C4 C41 . . 121.17(17) ?
    C3 C4 C41 . . 121.80(15) ?
    C4 C41 H41A . . 109.9 ?
    C4 C41 H41B . . 109.7 ?
    H41A C41 H41B . . 109.7 ?
    C4 C41 H41C . . 110.0 ?
    H41A C41 H41C . . 140.1 ?
    H41B C41 H41C . . 55.5 ?
    C4 C41 H41D . . 109.7 ?
    H41A C41 H41D . . 55.5 ?
    H41B C41 H41D . . 57.4 ?
    H41C C41 H41D . . 109.7 ?
    C6 C5 C4 . . 120.01(17) ?
    C6 C5 H5 . . 120.0 ?
    C4 C5 H5 . . 120.0 ?
    N1 C6 C5 . . 122.59(15) ?
    N1 C6 H6 . . 118.7 ?
    C5 C6 H6 . . 118.7 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N1 Si1 N1 C2 5_566 . . .  .0(2) ?
    Cl1 Si1 N1 C2 8 . . . 134.549(9) ?
    Cl1 Si1 N1 C2 4_566 . . . -45.451(9) ?
    Cl1 Si1 N1 C2 5_566 . . . 45.451(9) ?
    Cl1 Si1 N1 C2 . . . . -134.548(9) ?
    N1 Si1 N1 C6 5_566 . . . 180.0(2) ?
    Cl1 Si1 N1 C6 8 . . . -45.451(9) ?
    Cl1 Si1 N1 C6 4_566 . . . 134.549(9) ?
    Cl1 Si1 N1 C6 5_566 . . . -134.549(9) ?
    Cl1 Si1 N1 C6 . . . . 45.452(9) y
    C6 N1 C2 C3 . . . .  .0 ?
    Si1 N1 C2 C3 . . . . 180.0 ?
    N1 C2 C3 C4 . . . .  .0 ?
    C2 C3 C4 C5 . . . .  .0 ?
    C2 C3 C4 C41 . . . . 180.0 ?
    C3 C4 C5 C6 . . . .  .0 ?
    C41 C4 C5 C6 . . . . 180.0 ?
    C2 N1 C6 C5 . . . .  .0 ?
    Si1 N1 C6 C5 . . . . 180.0 ?
    C4 C5 C6 N1 . . . .  .0 ?
data_II
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ;
;
_chemical_name_common     ?
_chemical_formula_moiety     ?
_chemical_formula_sum     'C12 H14 Br Cl3 N2 Si'
_chemical_formula_weight     400.60
_chemical_melting_point     ?
_symmetry_cell_setting     Orthorhombic
_symmetry_space_group_name_H-M     'P m n a'
_symmetry_space_group_name_Hall     '-P 2ac 2'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x+1/2, y, -z+1/2'
    'x, -y, -z'
    '-x, -y, -z'
    'x-1/2, y, -z-1/2'
    'x-1/2, -y, z-1/2'
    '-x, y, z'
_cell_length_a     7.1770(10)
_cell_length_b     7.9620(10)
_cell_length_c     13.5570(10)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     774.69(16)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     8192
_cell_measurement_theta_min     1
_cell_measurement_theta_max     25
_cell_measurement_temperature     173(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     colourless
_exptl_crystal_size_max      .40
_exptl_crystal_size_mid      .30
_exptl_crystal_size_min      .10
_exptl_crystal_density_diffrn     1.717
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     400
_exptl_absorpt_coefficient_mu     3.235
_exptl_absorpt_correction_type     Empirical
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min      .3578
_exptl_absorpt_correction_T_max      .7380
_exptl_special_details
;
 ;
;
_diffrn_ambient_temperature     173(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength      .71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     24114
_diffrn_reflns_av_R_equivalents      .0566
_diffrn_reflns_av_sigmaI/netI      .0191
_diffrn_reflns_theta_min     2.56
_diffrn_reflns_theta_max     30.49
_diffrn_reflns_theta_full     30.49
_diffrn_measured_fraction_theta_max      .998
_diffrn_measured_fraction_theta_full      .998
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     19
_diffrn_standards_number     162
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     1200
_diffrn_standards_decay_%     0
_reflns_number_total     1278
_reflns_number_gt     1051
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .0542
_refine_ls_R_factor_gt      .0402
_refine_ls_wR_factor_ref      .1114
_refine_ls_goodness_of_fit_ref     1.123
_refine_ls_restrained_S_all     1.345
_refine_ls_number_reflns     1278
_refine_ls_number_parameters     65
_refine_ls_number_restraints     8
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0576P)²+0.7835P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max      .000
_refine_ls_shift/su_mean      .000
_refine_diff_density_max      .650
_refine_diff_density_min     -1.144
_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'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Si' 'Si'  .0817  .0704
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl'  .1484  .1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br'  -.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Siemens, 1995)'
_computing_cell_refinement     'SMART'
_computing_data_reduction     'SAINT  (Siemens, 1995)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'XP (in SHELXTL-Plus, 1991)'
_computing_publication_material     ?
loop_
    _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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Br1  .7267(10)  .1751(10)  .4254(6)  .0279(7) Uani d PDU  .25 A 1 Br
    Cl1  .7230(7)  .1548(8)  .4385(5)  .0236(5) Uani d PDU  .75 A 2 Cl
    Si1  .5000  .0000  .5000  .0172(3) Uani d SD 1 . . Si
    N1  .5000  .1414(4)  .6195(2)  .0185(6) Uani d S 1 A . N
    C2  .5000  .3104(5)  .6123(3)  .0219(7) Uani d S 1 . . C
    H2  .5000  .3600  .5486  .026 Uiso calc SR 1 A . H
    C3  .5000  .4138(5)  .6940(3)  .0234(8) Uani d S 1 A . C
    H3  .5000  .5323  .6857  .028 Uiso calc SR 1 . . H
    C4  .5000  .3448(5)  .7886(3)  .0202(7) Uani d S 1 . . C
    C41  .5000  .4528(6)  .8791(3)  .0291(9) Uani d S 1 A . C
    H41A  .5000  .5667  .8613  .044 Uiso d SPR  .50 B 1 H
    H41B  .3975  .4223  .9200  .044 Uiso d PR  .50 B 1 H
    H41C  .5000  .3880  .9384  .044 Uiso d SPR  .50 B 2 H
    H41D  .3929  .5222  .8774  .044 Uiso d PR  .50 B 2 H
    C5  .5000  .1699(5)  .7956(3)  .0228(8) Uani d S 1 A . C
    H5  .5000  .1174  .8585  .027 Uiso calc SR 1 . . H
    C6  .5000  .0735(5)  .7111(3)  .0220(7) Uani d S 1 . . C
    H6  .5000  -.0454  .7173  .026 Uiso calc SR 1 A . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Br1  .0369(7)  .0240(16)  .0227(19)  -.0067(7)  .0049(8)  .0017(11)
    Cl1  .0324(5)  .0195(12)  .0190(14)  -.0103(6)  .0087(6)  .0009(8)
    Si1  .0221(7)  .0139(6)  .0156(6)  .000  .000  -.0020(5)
    N1  .0233(14)  .0164(13)  .0157(14)  .000  .000  -.0025(11)
    C2  .0284(19)  .0187(16)  .0187(17)  .000  .000  .0001(13)
    C3  .0308(19)  .0177(16)  .0215(18)  .000  .000  -.0038(14)
    C4  .0192(16)  .0222(17)  .0191(17)  .000  .000  -.0067(14)
    C41  .032(2)  .033(2)  .0217(19)  .000  .000  -.0109(16)
    C5  .0268(18)  .0249(18)  .0168(17)  .000  .000  -.0014(14)
    C6  .0292(18)  .0181(16)  .0187(17)  .000  .000  .0003(13)
_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
    Br1 Si1 . 2.3695(11) y
    Cl1 Si1 . 2.1856(10) y
    Si1 N1 . 1.973(3) y
    Si1 N1 5_656 1.973(3) ?
    Si1 Cl1 5_656 2.1855(10) ?
    Si1 Cl1 4_556 2.1855(10) ?
    Si1 Cl1 8_655 2.1856(10) ?
    Si1 Br1 5_656 2.3695(11) ?
    Si1 Br1 4_556 2.3695(11) ?
    Si1 Br1 8_655 2.3695(11) ?
    N1 C2 . 1.349(5) ?
    N1 C6 . 1.354(5) ?
    C2 C3 . 1.380(5) ?
    C2 H2 .  .9500 ?
    C3 C4 . 1.396(5) ?
    C3 H3 .  .9500 ?
    C4 C5 . 1.396(5) ?
    C4 C41 . 1.498(5) ?
    C41 H41A .  .9381 ?
    C41 H41B .  .9532 ?
    C41 H41C .  .9553 ?
    C41 H41D .  .9471 ?
    C5 C6 . 1.380(5) ?
    C5 H5 .  .9500 ?
    C6 H6 .  .9500 ?
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
    N1 Si1 N1 . 5_656 180.0 ?
    N1 Si1 Cl1 . 5_656 90.5(2) ?
    N1 Si1 Cl1 5_656 5_656 89.5(2) ?
    N1 Si1 Cl1 . 4_556 90.5(2) ?
    N1 Si1 Cl1 5_656 4_556 89.5(2) ?
    Cl1 Si1 Cl1 5_656 4_556 94.2(4) ?
    N1 Si1 Cl1 . . 89.5(2) y
    N1 Si1 Cl1 5_656 . 90.5(2) ?
    Cl1 Si1 Cl1 5_656 . 180.0 ?
    Cl1 Si1 Cl1 4_556 . 85.8(4) ?
    N1 Si1 Cl1 . 8_655 89.5(2) ?
    N1 Si1 Cl1 5_656 8_655 90.5(2) ?
    Cl1 Si1 Cl1 5_656 8_655 85.8(4) ?
    Cl1 Si1 Cl1 4_556 8_655 180.0(3) ?
    Cl1 Si1 Cl1 . 8_655 94.2(4) ?
    N1 Si1 Br1 . 5_656 89.1(2) ?
    N1 Si1 Br1 5_656 5_656 90.9(2) ?
    Cl1 Si1 Br1 5_656 5_656 3.9(4) ?
    Cl1 Si1 Br1 4_556 5_656 90.48(6) ?
    Cl1 Si1 Br1 . 5_656 176.1(4) ?
    Cl1 Si1 Br1 8_655 5_656 89.52(6) ?
    N1 Si1 Br1 . 4_556 89.1(2) ?
    N1 Si1 Br1 5_656 4_556 90.9(2) ?
    Cl1 Si1 Br1 5_656 4_556 90.48(6) ?
    Cl1 Si1 Br1 4_556 4_556 3.9(4) ?
    Cl1 Si1 Br1 . 4_556 89.52(6) ?
    Cl1 Si1 Br1 8_655 4_556 176.1(4) ?
    Br1 Si1 Br1 5_656 4_556 86.8(5) ?
    N1 Si1 Br1 . . 90.9(2) y
    N1 Si1 Br1 5_656 . 89.1(2) ?
    Cl1 Si1 Br1 5_656 . 176.1(4) ?
    Cl1 Si1 Br1 4_556 . 89.52(6) ?
    Cl1 Si1 Br1 . . 3.9(4) ?
    Cl1 Si1 Br1 8_655 . 90.48(6) ?
    Br1 Si1 Br1 5_656 . 180.0 ?
    Br1 Si1 Br1 4_556 . 93.2(5) ?
    N1 Si1 Br1 . 8_655 90.9(2) ?
    N1 Si1 Br1 5_656 8_655 89.1(2) ?
    Cl1 Si1 Br1 5_656 8_655 89.52(6) ?
    Cl1 Si1 Br1 4_556 8_655 176.1(4) ?
    Cl1 Si1 Br1 . 8_655 90.48(6) ?
    Cl1 Si1 Br1 8_655 8_655 3.9(4) ?
    Br1 Si1 Br1 5_656 8_655 93.2(5) ?
    Br1 Si1 Br1 4_556 8_655 179.9990(10)
                                       ?
    Br1 Si1 Br1 . 8_655 86.8(5) ?
    C2 N1 C6 . . 117.7(3) y
    C2 N1 Si1 . . 120.7(3) ?
    C6 N1 Si1 . . 121.6(2) ?
    N1 C2 C3 . . 122.5(4) ?
    N1 C2 H2 . . 118.7 ?
    C3 C2 H2 . . 118.7 ?
    C2 C3 C4 . . 120.2(3) ?
    C2 C3 H3 . . 119.9 ?
    C4 C3 H3 . . 119.9 ?
    C3 C4 C5 . . 117.1(3) ?
    C3 C4 C41 . . 121.8(3) ?
    C5 C4 C41 . . 121.1(4) ?
    C4 C41 H41A . . 110.2 ?
    C4 C41 H41B . . 109.3 ?
    H41A C41 H41B . . 113.3 ?
    C4 C41 H41C . . 112.3 ?
    H41A C41 H41C . . 137.6 ?
    H41B C41 H41C . . 51.1 ?
    C4 C41 H41D . . 108.4 ?
    H41A C41 H41D . . 55.2 ?
    H41B C41 H41D . . 62.3 ?
    H41C C41 H41D . . 109.6 ?
    C6 C5 C4 . . 119.9(4) ?
    C6 C5 H5 . . 120.0 ?
    C4 C5 H5 . . 120.0 ?
    N1 C6 C5 . . 122.6(3) ?
    N1 C6 H6 . . 118.7 ?
    C5 C6 H6 . . 118.7 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N1 Si1 N1 C2 5_656 . . .  -E1(10)
                                     ?
    Cl1 Si1 N1 C2 5_656 . . . -132.91(19) ?
    Cl1 Si1 N1 C2 4_556 . . . 132.91(19) ?
    Cl1 Si1 N1 C2 . . . . 47.09(19) y
    Cl1 Si1 N1 C2 8_655 . . . -47.09(19) ?
    Br1 Si1 N1 C2 5_656 . . . -136.6(2) ?
    Br1 Si1 N1 C2 4_556 . . . 136.6(2) ?
    Br1 Si1 N1 C2 . . . . 43.4(2) y
    Br1 Si1 N1 C2 8_655 . . . -43.4(2) ?
    N1 Si1 N1 C6 5_656 . . . 179.4(5) ?
    Cl1 Si1 N1 C6 5_656 . . . 47.09(19) ?
    Cl1 Si1 N1 C6 4_556 . . . -47.09(19) ?
    Cl1 Si1 N1 C6 . . . . -132.91(19) ?
    Cl1 Si1 N1 C6 8_655 . . . 132.91(19) ?
    Br1 Si1 N1 C6 5_656 . . . 43.4(2) ?
    Br1 Si1 N1 C6 4_556 . . . -43.4(2) ?
    Br1 Si1 N1 C6 . . . . -136.6(2) ?
    Br1 Si1 N1 C6 8_655 . . . 136.6(2) ?
    C6 N1 C2 C3 . . . .  .000(2) ?
    Si1 N1 C2 C3 . . . . 180.0000(10)
                                    ?
    N1 C2 C3 C4 . . . .  .000(2) ?
    C2 C3 C4 C5 . . . .  .000(2) ?
    C2 C3 C4 C41 . . . . 180.000(2) ?
    C3 C4 C5 C6 . . . .  .000(2) ?
    C41 C4 C5 C6 . . . . 180.000(2) ?
    C2 N1 C6 C5 . . . .  .000(2) ?
    Si1 N1 C6 C5 . . . . 180.0000(10)
                                    ?
    C4 C5 C6 N1 . . . .  .000(2) ?
data_III
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ;
;
_chemical_name_common     ?
_chemical_formula_moiety     ?
_chemical_formula_sum     'C12 H14 Br2 Cl2 N2 Si'
_chemical_formula_weight     445.06
_chemical_melting_point     ?
_symmetry_cell_setting     Orthorhombic
_symmetry_space_group_name_H-M     'P m n a'
_symmetry_space_group_name_Hall     '-P 2ac 2'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x+1/2, y, -z+1/2'
    'x, -y, -z'
    '-x, -y, -z'
    'x-1/2, y, -z-1/2'
    'x-1/2, -y, z-1/2'
    '-x, y, z'
_cell_length_a     7.252(2)
_cell_length_b     8.120(2)
_cell_length_c     13.540(3)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     797.3(3)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     7725
_cell_measurement_theta_min     1
_cell_measurement_theta_max     25
_cell_measurement_temperature     173(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max      .35
_exptl_crystal_size_mid      .30
_exptl_crystal_size_min      .12
_exptl_crystal_density_diffrn     1.854
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     436
_exptl_absorpt_coefficient_mu     5.481
_exptl_absorpt_correction_type     Empirical
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min      .162
_exptl_absorpt_correction_T_max      .520
_exptl_special_details
;
 ;
;
_diffrn_ambient_temperature     173(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength      .71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     14499
_diffrn_reflns_av_R_equivalents      .0422
_diffrn_reflns_av_sigmaI/netI      .0174
_diffrn_reflns_theta_min     2.51
_diffrn_reflns_theta_max     28.68
_diffrn_reflns_theta_full     28.68
_diffrn_measured_fraction_theta_max      .998
_diffrn_measured_fraction_theta_full      .998
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -16
_diffrn_reflns_limit_l_max     18
_diffrn_standards_number     183
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     1200
_diffrn_standards_decay_%     0
_reflns_number_total     1110
_reflns_number_gt     969
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .0352
_refine_ls_R_factor_gt      .0272
_refine_ls_wR_factor_ref      .0634
_refine_ls_goodness_of_fit_ref     1.119
_refine_ls_restrained_S_all     1.170
_refine_ls_number_reflns     1110
_refine_ls_number_parameters     66
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0269P)²+0.6549P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max      .005
_refine_ls_shift/su_mean      .001
_refine_diff_density_max      .375
_refine_diff_density_min      -.369
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_extinction_coef      .0048(9)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Si' 'Si'  .0817  .0704
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl'  .1484  .1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br'  -.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Siemens, 1995)'
_computing_cell_refinement     'SMART'
_computing_data_reduction     'SAINT  (Siemens, 1995)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'XP (in SHELXTL-Plus, 1991)'
_computing_publication_material     ?
loop_
    _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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Br1  .2298(6)  .1680(6)  .4263(4)  .0274(4) Uani d PD  .50 A 1 Br
    Cl1  .2237(13)  .1512(14)  .4383(9)  .0247(8) Uani d PD  .50 A 2 Cl
    Si1  .0000  .0000  .5000  .0185(2) Uani d SD 1 . . Si
    N1  .0000  .1419(3)  .61919(17)  .0194(5) Uani d S 1 A . N
    C2  .0000  .3083(4)  .6110(2)  .0234(6) Uani d S 1 . . C
    H2  .0000  .3559  .5469  .028 Uiso calc SR 1 A . H
    C3  .0000  .4114(4)  .6923(2)  .0239(6) Uani d S 1 A . C
    H3  .0000  .5274  .6833  .029 Uiso calc SR 1 . . H
    C4  .0000  .3450(4)  .7877(2)  .0223(6) Uani d S 1 . . C
    C41  .0000  .4530(4)  .8779(2)  .0308(7) Uani d S 1 A . C
    H41A  .0000  .5669  .8602  .046 Uiso d SPR  .50 B 1 H
    H41B  -.1025  .4225  .9189  .046 Uiso d PR  .50 B 1 H
    H41C  .0000  .3882  .9372  .046 Uiso d SPR  .50 B 2 H
    H41D  -.1071  .5224  .8763  .046 Uiso d PR  .50 B 2 H
    C5  .0000  .1736(4)  .7959(2)  .0236(6) Uani d S 1 A . C
    H5  .0000  .1234  .8593  .028 Uiso calc SR 1 . . H
    C6  .0000  .0765(4)  .7116(2)  .0224(6) Uani d S 1 . . C
    H6  .0000  -.0399  .7187  .027 Uiso calc SR 1 A . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Br1  .0322(6)  .0237(9)  .0263(12)  -.0079(3)  .0068(5)  -.0018(6)
    Cl1  .0340(11)  .0212(18)  .0189(18)  -.0115(10)  .0101(9)  -.0018(13)
    Si1  .0243(5)  .0139(5)  .0173(5)  .000  .000  -.0025(4)
    N1  .0248(12)  .0164(11)  .0170(11)  .000  .000  -.0023(9)
    C2  .0319(16)  .0171(13)  .0212(14)  .000  .000  -.0003(11)
    C3  .0290(15)  .0165(13)  .0263(15)  .000  .000  -.0061(11)
    C4  .0205(13)  .0240(14)  .0224(13)  .000  .000  -.0073(12)
    C41  .0367(18)  .0312(17)  .0246(16)  .000  .000  -.0134(13)
    C5  .0282(15)  .0251(14)  .0176(14)  .000  .000  -.0011(11)
    C6  .0303(15)  .0165(13)  .0205(13)  .000  .000  -.0008(11)
_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
    Br1 Si1 . 2.3734(8) y
    Cl1 Si1 . 2.1994(11) y
    Si1 N1 . 1.983(2) y
    Si1 N1 5_556 1.983(2) ?
    Si1 Cl1 5_556 2.1993(11) ?
    Si1 Cl1 4_556 2.1993(11) ?
    Si1 Cl1 8 2.1994(11) ?
    Si1 Br1 5_556 2.3734(8) ?
    Si1 Br1 4_556 2.3734(8) ?
    Si1 Br1 8 2.3734(8) ?
    N1 C2 . 1.355(4) ?
    N1 C6 . 1.359(4) ?
    C2 C3 . 1.382(4) ?
    C2 H2 .  .9500 ?
    C3 C4 . 1.399(4) ?
    C3 H3 .  .9500 ?
    C4 C5 . 1.397(4) ?
    C4 C41 . 1.504(4) ?
    C41 H41A .  .9555 ?
    C41 H41B .  .9600 ?
    C41 H41C .  .9600 ?
    C41 H41D .  .9600 ?
    C5 C6 . 1.388(4) ?
    C5 H5 .  .9500 ?
    C6 H6 .  .9500 ?
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
    N1 Si1 N1 . 5_556 180.0 ?
    N1 Si1 Cl1 . 5_556 90.9(3) ?
    N1 Si1 Cl1 5_556 5_556 89.1(3) ?
    N1 Si1 Cl1 . 4_556 90.9(3) ?
    N1 Si1 Cl1 5_556 4_556 89.1(3) ?
    Cl1 Si1 Cl1 5_556 4_556 95.1(7) ?
    N1 Si1 Cl1 . 8 89.1(3) ?
    N1 Si1 Cl1 5_556 8 90.9(3) ?
    Cl1 Si1 Cl1 5_556 8 84.9(7) ?
    Cl1 Si1 Cl1 4_556 8 179.998(2) ?
    N1 Si1 Cl1 . . 89.1(3) y
    N1 Si1 Cl1 5_556 . 90.9(3) ?
    Cl1 Si1 Cl1 5_556 . 179.9980(10)
                                   ?
    Cl1 Si1 Cl1 4_556 . 84.9(7) ?
    Cl1 Si1 Cl1 8 . 95.1(7) ?
    N1 Si1 Br1 . 5_556 89.54(15) ?
    N1 Si1 Br1 5_556 5_556 90.46(15) ?
    Cl1 Si1 Br1 5_556 5_556 3.2(5) ?
    Cl1 Si1 Br1 4_556 5_556 92.2(2) ?
    Cl1 Si1 Br1 8 5_556 87.8(2) ?
    Cl1 Si1 Br1 . 5_556 176.8(5) ?
    N1 Si1 Br1 . 4_556 89.54(14) ?
    N1 Si1 Br1 5_556 4_556 90.46(14) ?
    Cl1 Si1 Br1 5_556 4_556 92.2(2) ?
    Cl1 Si1 Br1 4_556 4_556 3.2(5) ?
    Cl1 Si1 Br1 8 4_556 176.8(5) ?
    Cl1 Si1 Br1 . 4_556 87.8(2) ?
    Br1 Si1 Br1 5_556 4_556 89.2(3) ?
    N1 Si1 Br1 . . 90.46(15) y
    N1 Si1 Br1 5_556 . 89.54(14) ?
    Cl1 Si1 Br1 5_556 . 176.8(5) ?
    Cl1 Si1 Br1 4_556 . 87.8(2) ?
    Cl1 Si1 Br1 8 . 92.2(2) ?
    Cl1 Si1 Br1 . . 3.2(5) ?
    Br1 Si1 Br1 5_556 . 180.0 ?
    Br1 Si1 Br1 4_556 . 90.8(3) ?
    N1 Si1 Br1 . 8 90.46(14) ?
    N1 Si1 Br1 5_556 8 89.54(15) ?
    Cl1 Si1 Br1 5_556 8 87.8(2) ?
    Cl1 Si1 Br1 4_556 8 176.8(5) ?
    Cl1 Si1 Br1 8 8 3.2(5) ?
    Cl1 Si1 Br1 . 8 92.2(2) ?
    Br1 Si1 Br1 5_556 8 90.8(3) ?
    Br1 Si1 Br1 4_556 8 179.9990(10)
                                   ?
    Br1 Si1 Br1 . 8 89.2(3) ?
    C2 N1 C6 . . 117.7(2) y
    C2 N1 Si1 . . 120.8(2) ?
    C6 N1 Si1 . . 121.47(19) ?
    N1 C2 C3 . . 122.6(3) ?
    N1 C2 H2 . . 118.7 ?
    C3 C2 H2 . . 118.7 ?
    C2 C3 C4 . . 120.1(3) ?
    C2 C3 H3 . . 120.0 ?
    C4 C3 H3 . . 120.0 ?
    C5 C4 C3 . . 117.2(3) ?
    C5 C4 C41 . . 121.1(3) ?
    C3 C4 C41 . . 121.7(3) ?
    C4 C41 H41A . . 111.1 ?
    C4 C41 H41B . . 108.6 ?
    H41A C41 H41B . . 113.3 ?
    C4 C41 H41C . . 111.1 ?
    H41A C41 H41C . . 137.8 ?
    H41B C41 H41C . . 51.4 ?
    C4 C41 H41D . . 108.9 ?
    H41A C41 H41D . . 55.0 ?
    H41B C41 H41D . . 62.5 ?
    H41C C41 H41D . . 110.0 ?
    C6 C5 C4 . . 120.0(3) ?
    C6 C5 H5 . . 120.0 ?
    C4 C5 H5 . . 120.0 ?
    N1 C6 C5 . . 122.4(3) ?
    N1 C6 H6 . . 118.8 ?
    C5 C6 H6 . . 118.8 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N1 Si1 N1 C2 5_556 . . . 0E1(10)
                                    ?
    Cl1 Si1 N1 C2 5_556 . . . -132.5(4) ?
    Cl1 Si1 N1 C2 4_556 . . . 132.5(4) ?
    Cl1 Si1 N1 C2 8 . . . -47.5(4) ?
    Cl1 Si1 N1 C2 . . . . 47.5(4) y
    Br1 Si1 N1 C2 5_556 . . . -135.40(14) ?
    Br1 Si1 N1 C2 4_556 . . . 135.40(14) ?
    Br1 Si1 N1 C2 . . . . 44.60(14) y
    Br1 Si1 N1 C2 8 . . . -44.60(14) ?
    N1 Si1 N1 C6 5_556 . . . 180.0(4) ?
    Cl1 Si1 N1 C6 5_556 . . . 47.5(4) ?
    Cl1 Si1 N1 C6 4_556 . . . -47.5(4) ?
    Cl1 Si1 N1 C6 8 . . . 132.5(4) ?
    Cl1 Si1 N1 C6 . . . . -132.5(4) ?
    Br1 Si1 N1 C6 5_556 . . . 44.60(14) ?
    Br1 Si1 N1 C6 4_556 . . . -44.60(14) ?
    Br1 Si1 N1 C6 . . . . -135.40(14) ?
    Br1 Si1 N1 C6 8 . . . 135.40(14) ?
    C6 N1 C2 C3 . . . .  .0000(10)
                                 ?
    Si1 N1 C2 C3 . . . . 180.0 ?
    N1 C2 C3 C4 . . . .  .0000(10)
                                 ?
    C2 C3 C4 C5 . . . .  .0000(10)
                                 ?
    C2 C3 C4 C41 . . . . 180.0000(10)
                                    ?
    C3 C4 C5 C6 . . . .  .0000(10)
                                 ?
    C41 C4 C5 C6 . . . . 180.0000(10)
                                    ?
    C2 N1 C6 C5 . . . .  .0000(10)
                                 ?
    Si1 N1 C6 C5 . . . . 180.0 ?
    C4 C5 C6 N1 . . . .  .0000(10)
                                 ?
data_IV
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ;
;
_chemical_name_common     ?
_chemical_formula_moiety     ?
_chemical_formula_sum     'C12 H14 Br3 Cl N2 Si'
_chemical_formula_weight     489.52
_chemical_melting_point     ?
_symmetry_cell_setting     Orthorhombic
_symmetry_space_group_name_H-M     'P m n a '
_symmetry_space_group_name_Hall     '-P 2ac 2'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x+1/2, y, -z+1/2'
    'x, -y, -z'
    '-x, -y, -z'
    'x-1/2, y, -z-1/2'
    'x-1/2, -y, z-1/2'
    '-x, y, z'
_cell_length_a     7.2960(10)
_cell_length_b     8.2110(10)
_cell_length_c     13.4720(10)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     807.07(16)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     4418
_cell_measurement_theta_min     1
_cell_measurement_theta_max     25
_cell_measurement_temperature     173(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max      .25
_exptl_crystal_size_mid      .15
_exptl_crystal_size_min      .10
_exptl_crystal_density_diffrn     2.014
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     472
_exptl_absorpt_coefficient_mu     7.725
_exptl_absorpt_correction_type     Empirical
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min      .224
_exptl_absorpt_correction_T_max      .462
_exptl_special_details
;
 ;
;
_diffrn_ambient_temperature     173(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength      .71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     11697
_diffrn_reflns_av_R_equivalents      .0478
_diffrn_reflns_av_sigmaI/netI      .0191
_diffrn_reflns_theta_min     2.48
_diffrn_reflns_theta_max     27.48
_diffrn_reflns_theta_full     27.48
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     17
_diffrn_standards_number     137
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     900
_diffrn_standards_decay_%     0
_reflns_number_total     1005
_reflns_number_gt     823
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .0343
_refine_ls_R_factor_gt      .0235
_refine_ls_wR_factor_ref      .0521
_refine_ls_goodness_of_fit_ref     1.161
_refine_ls_restrained_S_all     1.189
_refine_ls_number_reflns     1005
_refine_ls_number_parameters     66
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0222P)²+0.3546P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max      .001
_refine_ls_shift/su_mean      .000
_refine_diff_density_max      .347
_refine_diff_density_min      -.348
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_extinction_coef      .0044(6)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Si' 'Si'  .0817  .0704
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Cl' 'Cl'  .1484  .1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br'  -.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Siemens, 1995)'
_computing_cell_refinement     'SMART'
_computing_data_reduction     'SAINT  (Siemens, 1995)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'XP (in SHELXTL-Plus, 1991)'
_computing_publication_material     ?
loop_
    _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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Br1  .7312(2)  .1639(3)  .4262(2)  .0262(3) Uani d PD  .75 A 1 Br
    Cl1  .7222(18)  .151(2)  .4391(15)  .0301(19) Uani d PD  .25 A 2 Cl
    Si1  .5000  .0000  .5000  .0167(3) Uani d SD 1 . . Si
    N1  .5000  .1418(3)  .61899(19)  .0175(6) Uani d S 1 A . N
    C2  .5000  .3059(4)  .6099(2)  .0213(7) Uani d S 1 . . C
    H2  .5000  .3521  .5452  .026 Uiso calc SR 1 A . H
    C3  .5000  .4091(4)  .6909(2)  .0226(7) Uani d S 1 A . C
    H3  .5000  .5237  .6813  .027 Uiso calc SR 1 . . H
    C4  .5000  .3451(4)  .7868(3)  .0205(7) Uani d S 1 . . C
    C41  .5000  .4524(4)  .8769(3)  .0293(8) Uani d S 1 A . C
    H41A  .5000  .5660  .8608  .044 Uiso d SPR  .50 B 1 H
    H41B  .3975  .4217  .9195  .044 Uiso d PR  .50 B 1 H
    H41C  .5000  .3873  .9378  .044 Uiso d SPR  .50 B 2 H
    H41D  .3929  .5216  .8769  .044 Uiso d PR  .50 B 2 H
    C5  .5000  .1763(4)  .7955(2)  .0219(7) Uani d S 1 A . C
    H5  .5000  .1276  .8595  .026 Uiso calc SR 1 . . H
    C6  .5000  .0793(4)  .7124(2)  .0202(7) Uani d S 1 . . C
    H6  .5000  -.0356  .7205  .024 Uiso calc SR 1 A . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Br1  .0282(4)  .0239(4)  .0266(8)  -.0081(3)  .0074(3)  -.0045(3)
    Cl1  .044(3)  .032(3)  .014(3)  -.017(2)  .0137(17)  -.004(2)
    Si1  .0211(6)  .0135(6)  .0154(5)  .000  .000  -.0028(5)
    N1  .0212(13)  .0152(14)  .0161(12)  .000  .000  -.0035(11)
    C2  .0299(18)  .0155(16)  .0184(15)  .000  .000  .0005(13)
    C3  .0286(18)  .0132(15)  .0260(18)  .000  .000  -.0044(14)
    C4  .0158(15)  .0222(17)  .0235(15)  .000  .000  -.0088(14)
    C41  .035(2)  .027(2)  .0262(18)  .000  .000  -.0124(15)
    C5  .0266(17)  .0229(17)  .0163(15)  .000  .000  -.0015(14)
    C6  .0262(17)  .0128(16)  .0218(15)  .000  .000  .0000(14)
_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
    Br1 Si1 . 2.3758(6) y
    Cl1 Si1 . 2.2021(11) y
    Si1 N1 5_656 1.981(2) ?
    Si1 N1 . 1.981(2) y
    Si1 Cl1 8_655 2.2021(11) ?
    Si1 Cl1 5_656 2.2022(11) ?
    Si1 Cl1 4_556 2.2022(11) ?
    Si1 Br1 8_655 2.3758(6) ?
    Si1 Br1 5_656 2.3758(6) ?
    Si1 Br1 4_556 2.3758(6) ?
    N1 C2 . 1.353(4) ?
    N1 C6 . 1.359(4) ?
    C2 C3 . 1.382(4) ?
    C2 H2 .  .9500 ?
    C3 C4 . 1.394(5) ?
    C3 H3 .  .9500 ?
    C4 C5 . 1.391(4) ?
    C4 C41 . 1.500(5) ?
    C41 H41A .  .9578 ?
    C41 H41B .  .9759 ?
    C41 H41C .  .9794 ?
    C41 H41D .  .9659 ?
    C5 C6 . 1.374(5) ?
    C5 H5 .  .9500 ?
    C6 H6 .  .9500 ?
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
    N1 Si1 N1 5_656 . 180.0 ?
    N1 Si1 Cl1 5_656 . 91.7(6) ?
    N1 Si1 Cl1 . . 88.3(6) y
    N1 Si1 Cl1 5_656 8_655 91.7(6) ?
    N1 Si1 Cl1 . 8_655 88.3(6) ?
    Cl1 Si1 Cl1 . 8_655 94.8(10) ?
    N1 Si1 Cl1 5_656 5_656 88.3(6) ?
    N1 Si1 Cl1 . 5_656 91.7(6) ?
    Cl1 Si1 Cl1 . 5_656 180.0 ?
    Cl1 Si1 Cl1 8_655 5_656 85.2(10) ?
    N1 Si1 Cl1 5_656 4_556 88.3(6) ?
    N1 Si1 Cl1 . 4_556 91.7(6) ?
    Cl1 Si1 Cl1 . 4_556 85.2(10) ?
    Cl1 Si1 Cl1 8_655 4_556 179.998(3) ?
    Cl1 Si1 Cl1 5_656 4_556 94.8(10) ?
    N1 Si1 Br1 5_656 8_655 89.68(9) ?
    N1 Si1 Br1 . 8_655 90.32(9) ?
    Cl1 Si1 Br1 . 8_655 92.7(4) ?
    Cl1 Si1 Br1 8_655 8_655 3.0(6) ?
    Cl1 Si1 Br1 5_656 8_655 87.3(4) ?
    Cl1 Si1 Br1 4_556 8_655 177.0(6) ?
    N1 Si1 Br1 5_656 . 89.68(9) ?
    N1 Si1 Br1 . . 90.32(9) y
    Cl1 Si1 Br1 . . 3.0(6) ?
    Cl1 Si1 Br1 8_655 . 92.7(4) ?
    Cl1 Si1 Br1 5_656 . 177.0(6) ?
    Cl1 Si1 Br1 4_556 . 87.3(4) ?
    Br1 Si1 Br1 8_655 . 90.47(11) ?
    N1 Si1 Br1 5_656 5_656 90.32(9) ?
    N1 Si1 Br1 . 5_656 89.68(9) ?
    Cl1 Si1 Br1 . 5_656 177.0(6) ?
    Cl1 Si1 Br1 8_655 5_656 87.3(4) ?
    Cl1 Si1 Br1 5_656 5_656 3.0(6) ?
    Cl1 Si1 Br1 4_556 5_656 92.7(4) ?
    Br1 Si1 Br1 8_655 5_656 89.53(11) ?
    Br1 Si1 Br1 . 5_656 180.0 ?
    N1 Si1 Br1 5_656 4_556 90.32(9) ?
    N1 Si1 Br1 . 4_556 89.68(9) ?
    Cl1 Si1 Br1 . 4_556 87.3(4) ?
    Cl1 Si1 Br1 8_655 4_556 177.0(6) ?
    Cl1 Si1 Br1 5_656 4_556 92.7(4) ?
    Cl1 Si1 Br1 4_556 4_556 3.0(6) ?
    Br1 Si1 Br1 8_655 4_556 180.0 ?
    Br1 Si1 Br1 . 4_556 89.53(11) ?
    Br1 Si1 Br1 5_656 4_556 90.47(11) ?
    C2 N1 C6 . . 117.4(3) y
    C2 N1 Si1 . . 120.8(2) ?
    C6 N1 Si1 . . 121.8(2) ?
    N1 C2 C3 . . 122.6(3) ?
    N1 C2 H2 . . 118.7 ?
    C3 C2 H2 . . 118.7 ?
    C2 C3 C4 . . 120.1(3) ?
    C2 C3 H3 . . 120.0 ?
    C4 C3 H3 . . 120.0 ?
    C5 C4 C3 . . 117.0(3) ?
    C5 C4 C41 . . 121.1(3) ?
    C3 C4 C41 . . 121.9(3) ?
    C4 C41 H41A . . 112.8 ?
    C4 C41 H41B . . 108.9 ?
    H41A C41 H41B . . 112.7 ?
    C4 C41 H41C . . 111.0 ?
    H41A C41 H41C . . 136.2 ?
    H41B C41 H41C . . 50.7 ?
    C4 C41 H41D . . 110.2 ?
    H41A C41 H41D . . 55.1 ?
    H41B C41 H41D . . 62.1 ?
    H41C C41 H41D . . 108.7 ?
    C6 C5 C4 . . 120.6(3) ?
    C6 C5 H5 . . 119.7 ?
    C4 C5 H5 . . 119.7 ?
    N1 C6 C5 . . 122.4(3) ?
    N1 C6 H6 . . 118.8 ?
    C5 C6 H6 . . 118.8 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N1 Si1 N1 C2 5_656 . . . -179.7(7) ?
    Cl1 Si1 N1 C2 . . . . 47.4(5) y
    Cl1 Si1 N1 C2 8_655 . . . -47.4(5) ?
    Cl1 Si1 N1 C2 5_656 . . . -132.6(5) ?
    Cl1 Si1 N1 C2 4_556 . . . 132.6(5) ?
    Br1 Si1 N1 C2 8_655 . . . -45.24(5) ?
    Br1 Si1 N1 C2 . . . . 45.24(5) y
    Br1 Si1 N1 C2 5_656 . . . -134.76(5) ?
    Br1 Si1 N1 C2 4_556 . . . 134.76(5) ?
    N1 Si1 N1 C6 5_656 . . . 0E1(10)
                                    ?
    Cl1 Si1 N1 C6 . . . . -132.6(5) ?
    Cl1 Si1 N1 C6 8_655 . . . 132.6(5) ?
    Cl1 Si1 N1 C6 5_656 . . . 47.4(5) ?
    Cl1 Si1 N1 C6 4_556 . . . -47.4(5) ?
    Br1 Si1 N1 C6 8_655 . . . 134.76(5) ?
    Br1 Si1 N1 C6 . . . . -134.76(5) ?
    Br1 Si1 N1 C6 5_656 . . . 45.24(5) ?
    Br1 Si1 N1 C6 4_556 . . . -45.24(5) ?
    C6 N1 C2 C3 . . . .  .0000(10)
                                 ?
    Si1 N1 C2 C3 . . . . 180.0000(10)
                                    ?
    N1 C2 C3 C4 . . . .  .000(2) ?
    C2 C3 C4 C5 . . . .  .000(2) ?
    C2 C3 C4 C41 . . . . 180.0000(10)
                                    ?
    C3 C4 C5 C6 . . . .  .000(2) ?
    C41 C4 C5 C6 . . . . 180.0000(10)
                                    ?
    C2 N1 C6 C5 . . . .  .0000(10)
                                 ?
    Si1 N1 C6 C5 . . . . 180.0 ?
    C4 C5 C6 N1 . . . .  .000(2) ?
data_V
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
 ;
;
_chemical_name_common     ?
_chemical_formula_moiety     ?
_chemical_formula_sum     'C12 H14 Br4 N2 Si'
_chemical_formula_weight     533.98
_chemical_melting_point     ?
_symmetry_cell_setting     Orthorhombic
_symmetry_space_group_name_H-M     'P m n a '
_symmetry_space_group_name_Hall     '-P 2ac 2'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x+1/2, y, -z+1/2'
    'x, -y, -z'
    '-x, -y, -z'
    'x-1/2, y, -z-1/2'
    'x-1/2, -y, z-1/2'
    '-x, y, z'
_cell_length_a     7.3298(2)
_cell_length_b     8.2819(3)
_cell_length_c     13.4126(3)
_cell_angle_alpha     90.00
_cell_angle_beta     90.00
_cell_angle_gamma     90.00
_cell_volume     814.21(4)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     7725
_cell_measurement_theta_min     1
_cell_measurement_theta_max     25
_cell_measurement_temperature     143(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max      .30
_exptl_crystal_size_mid      .20
_exptl_crystal_size_min      .05
_exptl_crystal_density_diffrn     2.178
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     508
_exptl_absorpt_coefficient_mu     9.947
_exptl_absorpt_correction_type     Empirical
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min      .105
_exptl_absorpt_correction_T_max      .609
_exptl_special_details
;
 ;
;
_diffrn_ambient_temperature     143(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength      .71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     7079
_diffrn_reflns_av_R_equivalents      .0446
_diffrn_reflns_av_sigmaI/netI      .0251
_diffrn_reflns_theta_min     2.89
_diffrn_reflns_theta_max     26.38
_diffrn_reflns_theta_full     26.38
_diffrn_measured_fraction_theta_max      .997
_diffrn_measured_fraction_theta_full      .997
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     183
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     1200
_diffrn_standards_decay_%     0
_reflns_number_total     907
_reflns_number_gt     728
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .0405
_refine_ls_R_factor_gt      .0277
_refine_ls_wR_factor_ref      .0653
_refine_ls_goodness_of_fit_ref     1.041
_refine_ls_restrained_S_all     1.041
_refine_ls_number_reflns     907
_refine_ls_number_parameters     56
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
       'calc w = 1/[σ²(Fo²)+(0.0342P)²+0.9192P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max      .001
_refine_ls_shift/su_mean      .000
_refine_diff_density_max      .634
_refine_diff_density_min      -.478
_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'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Si' 'Si'  .0817  .0704
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br'  -.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'SMART (Siemens, 1995)'
_computing_cell_refinement     'SMART'
_computing_data_reduction     'SAINT  (Siemens, 1995)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'XP (in SHELXTL-Plus, 1991)'
_computing_publication_material     ?
loop_
    _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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Br1  .23257(4)  .16177(4)  .42619(3)  .02330(15) Uani d . 1 . . Br
    Si1  .0000  .0000  .5000  .0150(4) Uani d S 1 . . Si
    N1  .0000  .1415(5)  .6189(3)  .0168(9) Uani d S 1 . . N
    C2  .0000  .3052(6)  .6088(4)  .0176(10) Uani d S 1 . . C
    H2  .0000  .3504  .5437  .021 Uiso calc SR 1 . . H
    C3  .0000  .4080(6)  .6901(4)  .0204(11) Uani d S 1 . . C
    H3  .0000  .5215  .6800  .024 Uiso calc SR 1 . . H
    C4  .0000  .3460(6)  .7870(4)  .0197(10) Uani d S 1 . . C
    C41  .0000  .4520(6)  .8766(4)  .0264(12) Uani d S 1 . . C
    H41A  .0000  .5668  .8598  .040 Uiso d SPR  .50 A 1 H
    H41B  -.1025  .4225  .9185  .040 Uiso d PR  .50 A 1 H
    H41C  .0000  .3881  .9369  .040 Uiso d SPR  .50 A 2 H
    H41D  -.1071  .5224  .8759  .040 Uiso d PR  .50 A 2 H
    C5  .0000  .1782(6)  .7964(4)  .0199(10) Uani d S 1 . . C
    H5  .0000  .1307  .8608  .024 Uiso calc SR 1 . . H
    C6  .0000  .0803(6)  .7130(4)  .0191(10) Uani d S 1 . . C
    H6  .0000  -.0335  .7217  .023 Uiso calc SR 1 . . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Br1  .0237(2)  .0194(2)  .0268(2)  -.00750(14)  .00648(14)  -.00455(15)
    Si1  .0161(8)  .0109(9)  .0181(9)  .000  .000  -.0023(8)
    N1  .0179(19)  .014(2)  .018(2)  .000  .000  -.0035(17)
    C2  .020(2)  .010(2)  .022(3)  .000  .000  .0035(19)
    C3  .026(3)  .010(2)  .025(3)  .000  .000  -.002(2)
    C4  .013(2)  .020(3)  .026(2)  .000  .000  -.008(2)
    C41  .027(3)  .026(3)  .026(3)  .000  .000  -.010(2)
    C5  .020(2)  .023(3)  .017(3)  .000  .000  -.004(2)
    C6  .026(2)  .012(2)  .019(2)  .000  .000  .000(2)
_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
    Br1 Si1 . 2.3835(3) y
    Si1 N1 . 1.979(4) y
    Si1 N1 5_556 1.979(4) ?
    Si1 Br1 5_556 2.3835(3) ?
    Si1 Br1 4_556 2.3835(3) ?
    Si1 Br1 8 2.3835(3) ?
    N1 C6 . 1.360(6) ?
    N1 C2 . 1.363(6) ?
    C2 C3 . 1.384(7) ?
    C2 H2 .  .9500 ?
    C3 C4 . 1.397(7) ?
    C3 H3 .  .9500 ?
    C4 C5 . 1.396(7) ?
    C4 C41 . 1.488(7) ?
    C41 H41A .  .9777 ?
    C41 H41B .  .9698 ?
    C41 H41C .  .9657 ?
    C41 H41D .  .9781 ?
    C5 C6 . 1.381(7) ?
    C5 H5 .  .9500 ?
    C6 H6 .  .9500 ?
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
    N1 Si1 N1 . 5_556 180.0 ?
    N1 Si1 Br1 . 5_556 89.89(8) ?
    N1 Si1 Br1 5_556 5_556 90.11(8) ?
    N1 Si1 Br1 . 4_556 89.89(8) ?
    N1 Si1 Br1 5_556 4_556 90.11(8) ?
    Br1 Si1 Br1 5_556 4_556 91.320(17) ?
    N1 Si1 Br1 . 8 90.11(8) ?
    N1 Si1 Br1 5_556 8 89.89(8) ?
    Br1 Si1 Br1 5_556 8 88.680(17) ?
    Br1 Si1 Br1 4_556 8 180.0 ?
    N1 Si1 Br1 . . 90.11(8) y
    N1 Si1 Br1 5_556 . 89.89(8) ?
    Br1 Si1 Br1 5_556 . 180.0 ?
    Br1 Si1 Br1 4_556 . 88.680(17) ?
    Br1 Si1 Br1 8 . 91.320(17) ?
    C6 N1 C2 . . 117.6(4) y
    C6 N1 Si1 . . 121.8(3) ?
    C2 N1 Si1 . . 120.6(3) ?
    N1 C2 C3 . . 122.2(5) ?
    N1 C2 H2 . . 118.9 ?
    C3 C2 H2 . . 118.9 ?
    C2 C3 C4 . . 120.5(5) ?
    C2 C3 H3 . . 119.8 ?
    C4 C3 H3 . . 119.8 ?
    C5 C4 C3 . . 116.7(5) ?
    C5 C4 C41 . . 121.0(5) ?
    C3 C4 C41 . . 122.3(5) ?
    C4 C41 H41A . . 112.8 ?
    C4 C41 H41B . . 108.6 ?
    H41A C41 H41B . . 112.2 ?
    C4 C41 H41C . . 110.7 ?
    H41A C41 H41C . . 136.5 ?
    H41B C41 H41C . . 51.5 ?
    C4 C41 H41D . . 110.1 ?
    H41A C41 H41D . . 54.4 ?
    H41B C41 H41D . . 62.2 ?
    H41C C41 H41D . . 109.5 ?
    C6 C5 C4 . . 120.8(5) ?
    C6 C5 H5 . . 119.6 ?
    C4 C5 H5 . . 119.6 ?
    N1 C6 C5 . . 122.2(4) ?
    N1 C6 H6 . . 118.9 ?
    C5 C6 H6 . . 118.9 ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N1 Si1 N1 C6 5_556 . . . 180.0(6) ?
    Br1 Si1 N1 C6 5_556 . . . 45.660(9) ?
    Br1 Si1 N1 C6 4_556 . . . -45.660(9) ?
    Br1 Si1 N1 C6 8 . . . 134.340(9) ?
    Br1 Si1 N1 C6 . . . . -134.340(9) ?
    N1 Si1 N1 C2 5_556 . . . 0E1(10)
                                    ?
    Br1 Si1 N1 C2 5_556 . . . -134.340(9) ?
    Br1 Si1 N1 C2 4_556 . . . 134.340(9) ?
    Br1 Si1 N1 C2 8 . . . -45.660(9) ?
    Br1 Si1 N1 C2 . . . . 45.660(9) y
    C6 N1 C2 C3 . . . .  .000(2) ?
    Si1 N1 C2 C3 . . . . 180.000(2) ?
    N1 C2 C3 C4 . . . .  .000(2) ?
    C2 C3 C4 C5 . . . .  .000(2) ?
    C2 C3 C4 C41 . . . . 180.000(2) ?
    C3 C4 C5 C6 . . . .  .000(2) ?
    C41 C4 C5 C6 . . . . 180.000(2) ?
    C2 N1 C6 C5 . . . .  .000(2) ?
    Si1 N1 C6 C5 . . . . 180.0000(10)
                                    ?
    C4 C5 C6 N1 . . . .  .000(2) ?
data_global
_journal_date_recd_electronic     2000-01-31
_journal_date_accepted     2000-02-18
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2000
_journal_volume     56
_journal_issue      5
_journal_page_first     610
_journal_page_last     613
_journal_paper_category     FO
_publ_contact_author_name     'Dr. Michael Bolte'
_publ_contact_author_address
;
      Institut fur Organische Chemie
      J. W. Goethe-Universitat
      Marie-Curie-Str. 11
      60439 Frankfurt/Main
      Germany
;
_publ_contact_author_email     bolte@chemie.uni-frankfurt.de
_publ_contact_author_fax     '49 69 798 29128'
_publ_contact_author_phone     '49 69 798 29136'
_publ_section_title
;
Complexes of mixed silicon halides with 4-picoline
;
loop_
    _publ_author_name
    _publ_author_address
    'Hensen, Karl'
;     Institut für Physikalische und Theoretische Chemie
      J. W. Goethe-Universität Frankfurt
      Marie-Curie-Strasse 11
      60439 Frankfurt/Main
      Germany
;
    'Mayr-Stein, Ralf'
;     Institut für Physikalische und Theoretische Chemie
      J. W. Goethe-Universität Frankfurt
      Marie-Curie-Strasse 11
      60439 Frankfurt/Main
      Germany
;
    'Spangenberg, Björn'
;     Institut für Physikalische und Theoretische Chemie
      J. W. Goethe-Universität Frankfurt
      Marie-Curie-Strasse 11
      60439 Frankfurt/Main
      Germany
;
    'Bolte, Michael'
;     Institut für Organische Chemie
      J. W. Goethe-Universität Frankfurt
      Marie-Curie-Strasse 11
      60439 Frankfurt/Main
      Germany
;
