##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, 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 2.1.    #
#                                                                            #
# 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
;
tetrakis(μ-6-ammoniohexanoato-1kO:2\kO')bis[chlorocopper(II)] dichloride
tetrahydrate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C24 H52 Cl2 Cu2 N4 O8 2+, 2Cl -, 4H2 O'
_chemical_formula_sum     'C24 H60 Cl4 Cu2 N4 O12'
_chemical_formula_iupac     '[Cu2 (C6 H13 N O2)4 Cl2] Cl2, 4H2 O'
_chemical_formula_weight     865.64
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/n'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     9.41220(10)
_cell_length_b     12.1852(2)
_cell_length_c     17.5851(2)
_cell_angle_alpha     90
_cell_angle_beta     105.4399(6)
_cell_angle_gamma     90
_cell_volume     1944.04(4)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     4519
_cell_measurement_theta_min     2.9
_cell_measurement_theta_max     27.5
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     green
_exptl_crystal_size_max     0.20
_exptl_crystal_size_mid     0.15
_exptl_crystal_size_min     0.15
_exptl_crystal_density_diffrn     1.479
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     908
_exptl_absorpt_coefficient_mu     1.425
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
;
_diffrn_ambient_temperature     150(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Nonius KappaCCD'
_diffrn_measurement_method     'ω scans at κ = 55°'
_diffrn_detector_area_resol_mean     0
_diffrn_reflns_number     8512
_diffrn_reflns_av_R_equivalents     0.035
_diffrn_reflns_av_sigmaI/netI     0.048
_diffrn_reflns_theta_min     3.3
_diffrn_reflns_theta_max     27.5
_diffrn_reflns_theta_full     27.5
_diffrn_measured_fraction_theta_max     0.995
_diffrn_measured_fraction_theta_full     0.995
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -15
_diffrn_reflns_limit_k_max     15
_diffrn_reflns_limit_l_min     -22
_diffrn_reflns_limit_l_max     22
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_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     4436
_reflns_number_gt     3225
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.066
_refine_ls_R_factor_gt     0.036
_refine_ls_wR_factor_gt     0.074
_refine_ls_wR_factor_ref     0.083
_refine_ls_goodness_of_fit_ref     1.02
_refine_ls_restrained_S_all     1.02
_refine_ls_number_reflns     4436
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0375P)²+0.5397P] 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     0.39
_refine_diff_density_min     -0.39
_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'
    'Cu' 'Cu' 0.3201 1.2651
                         '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'
_computing_data_collection     'COLLECT (Nonius, 1998)'
_computing_cell_refinement     'DENZO and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction     'DENZO AND SCALEPACK'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material     'SHELXL97 and PLATON (Spek, 2003)'
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
    Cu1 0.36327(3) -0.02012(2) 0.957903(15) 0.02735(10) Uani d . 1 . . Cu
    O11 0.35680(17) 0.14031(13) 0.94941(10) 0.0378(4) Uani d . 1 . . O
    O12 0.58750(19) 0.17651(13) 1.01883(10) 0.0428(4) Uani d . 1 . . O
    C11 0.4603(3) 0.20533(19) 0.97798(14) 0.0338(5) Uani d . 1 . . C
    C12 0.4326(3) 0.3255(2) 0.96105(16) 0.0431(6) Uani d . 1 . . C
    H12A 0.4611 0.3663 1.0101 0.052 Uiso calc R 1 . . H
    H12B 0.3281 0.3373 0.9378 0.052 Uiso calc R 1 . . H
    C13 0.5179(3) 0.3682(2) 0.90555(18) 0.0557(8) Uani d . 1 . . C
    H13A 0.4811 0.4406 0.8877 0.067 Uiso calc R 1 . . H
    H13B 0.6204 0.3761 0.9348 0.067 Uiso calc R 1 . . H
    C14 0.5107(3) 0.2976(3) 0.83412(17) 0.0534(7) Uani d . 1 . . C
    H14A 0.5552 0.2273 0.8524 0.064 Uiso calc R 1 . . H
    H14B 0.5714 0.3318 0.8040 0.064 Uiso calc R 1 . . H
    C15 0.3599(3) 0.2759(2) 0.77833(16) 0.0446(6) Uani d . 1 . . C
    H15A 0.2954 0.2442 0.8072 0.054 Uiso calc R 1 . . H
    H15B 0.3166 0.3443 0.7550 0.054 Uiso calc R 1 . . H
    C16 0.3755(3) 0.1982(2) 0.71455(16) 0.0510(7) Uani d . 1 . . C
    H16A 0.4516 0.2254 0.6916 0.061 Uiso calc R 1 . . H
    H16B 0.4071 0.1272 0.7380 0.061 Uiso calc R 1 . . H
    N1 0.2377(3) 0.1842(3) 0.65137(17) 0.0558(7) Uani d . 1 . . N
    O21 0.45598(18) -0.03233(15) 0.87037(9) 0.0432(4) Uani d . 1 . . O
    O22 0.68680(18) 0.00188(13) 0.94075(9) 0.0367(4) Uani d . 1 . . O
    C21 0.5920(3) -0.02652(19) 0.87833(13) 0.0310(5) Uani d . 1 . . C
    C22 0.6504(3) -0.0567(2) 0.80849(14) 0.0428(6) Uani d . 1 . . C
    H22A 0.6808 0.0099 0.7871 0.051 Uiso calc R 1 . . H
    H22B 0.7372 -0.1023 0.8271 0.051 Uiso calc R 1 . . H
    C23 0.5420(3) -0.1166(2) 0.74314(14) 0.0374(6) Uani d . 1 . . C
    H23A 0.4682 -0.0650 0.7149 0.045 Uiso calc R 1 . . H
    H23B 0.4922 -0.1721 0.7661 0.045 Uiso calc R 1 . . H
    C24 0.6131(3) -0.1713(2) 0.68497(13) 0.0352(5) Uani d . 1 . . C
    H24A 0.6830 -0.2260 0.7123 0.042 Uiso calc R 1 . . H
    H24B 0.6668 -0.1168 0.6635 0.042 Uiso calc R 1 . . H
    C25 0.4991(3) -0.2258(2) 0.61785(14) 0.0348(5) Uani d . 1 . . C
    H25A 0.4399 -0.2753 0.6399 0.042 Uiso calc R 1 . . H
    H25B 0.4341 -0.1698 0.5883 0.042 Uiso calc R 1 . . H
    C26 0.5654(3) -0.2892(2) 0.56213(13) 0.0351(5) Uani d . 1 . . C
    H26A 0.6286 -0.2413 0.5415 0.042 Uiso calc R 1 . . H
    H26B 0.6252 -0.3487 0.5903 0.042 Uiso calc R 1 . . H
    N2 0.4478(3) -0.3343(2) 0.49609(14) 0.0394(5) Uani d . 1 . . N
    Cl1 0.10246(6) -0.04283(5) 0.88041(3) 0.03567(15) Uani d . 1 . . Cl
    Cl2 0.19047(8) 0.37992(7) 1.09967(5) 0.0589(2) Uani d . 1 . . Cl
    O4 0.3512(3) 0.0496(2) 0.55206(17) 0.0668(7) Uani d . 1 . . O
    O3 0.0192(3) 0.1005(2) 0.71545(18) 0.0609(6) Uani d . 1 . . O
    H1A 0.248(4) 0.146(3) 0.617(2) 0.067(12) Uiso d . 1 . . H
    H1B 0.166(4) 0.160(3) 0.671(2) 0.081(12) Uiso d . 1 . . H
    H1C 0.215(4) 0.245(3) 0.627(2) 0.069(11) Uiso d . 1 . . H
    H2A 0.400(3) -0.374(2) 0.5144(15) 0.041(8) Uiso d . 1 . . H
    H2B 0.484(3) -0.372(3) 0.4641(19) 0.069(10) Uiso d . 1 . . H
    H2C 0.390(3) -0.275(3) 0.4654(18) 0.069(10) Uiso d . 1 . . H
    H4A 0.337(4) 0.006(3) 0.517(2) 0.067(12) Uiso d . 1 . . H
    H4B 0.432(5) 0.060(4) 0.563(3) 0.100(17) Uiso d . 1 . . H
    H3A 0.034(5) 0.064(4) 0.749(3) 0.11(2) Uiso d . 1 . . H
    H3B -0.059(4) 0.102(3) 0.691(2) 0.080(15) Uiso d . 1 . . H
_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
    Cu1 O11 . 1.9602(16) yes
    Cu1 O12 3_657 1.9780(16) yes
    Cu1 O21 . 1.9667(16) yes
    Cu1 O22 3_657 1.9736(15) yes
    Cu1 Cl1 . 2.4857(6) yes
    Cu1 Cu1 3_657 2.6510(5) yes
    O11 C11 . 1.252(3) yes
    O12 C11 . 1.271(3) yes
    C11 C12 . 1.503(3) yes
    C12 C13 . 1.512(4) yes
    C12 H12A . 0.9700 no
    C12 H12B . 0.9700 no
    C13 C14 . 1.509(4) yes
    C13 H13A . 0.9700 no
    C13 H13B . 0.9700 no
    C14 C15 . 1.519(4) yes
    C14 H14A . 0.9700 no
    C14 H14B . 0.9700 no
    C15 C16 . 1.505(4) yes
    C15 H15A . 0.9700 no
    C15 H15B . 0.9700 no
    C16 N1 . 1.476(4) yes
    C16 H16A . 0.9700 no
    C16 H16B . 0.9700 no
    N1 H1A . 0.79(3) no
    N1 H1B . 0.90(4) no
    N1 H1C . 0.85(4) no
    O21 C21 . 1.252(3) yes
    O22 C21 . 1.265(3) yes
    C21 C22 . 1.518(3) yes
    C22 C23 . 1.507(3) yes
    C22 H22A . 0.9700 no
    C22 H22B . 0.9700 no
    C23 C24 . 1.517(3) yes
    C23 H23A . 0.9700 no
    C23 H23B . 0.9700 no
    C24 C25 . 1.520(3) yes
    C24 H24A . 0.9700 no
    C24 H24B . 0.9700 no
    C25 C26 . 1.507(3) yes
    C25 H25A . 0.9700 no
    C25 H25B . 0.9700 no
    C26 N2 . 1.480(3) yes
    C26 H26A . 0.9700 no
    C26 H26B . 0.9700 no
    N2 H2A . 0.79(3) no
    N2 H2B . 0.87(3) no
    N2 H2C . 0.97(4) no
    O4 H4A . 0.80(4) no
    O4 H4B . 0.74(4) no
    O3 H3A . 0.73(5) no
    O3 H3B . 0.75(4) no
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
    O11 Cu1 O21 . . 91.55(7) yes
    O11 Cu1 O22 . 3_657 86.93(7) yes
    O11 Cu1 O12 . 3_657 167.77(7) yes
    O11 Cu1 Cl1 . . 93.62(5) yes
    O12 Cu1 Cl1 3_657 . 98.56(5) yes
    O21 Cu1 O12 . 3_657 87.75(8) yes
    O21 Cu1 O22 . 3_657 167.86(7) yes
    O21 Cu1 Cl1 . . 98.15(5) yes
    O22 Cu1 O12 3_657 3_657 91.19(7) yes
    O22 Cu1 Cl1 3_657 . 93.97(5) yes
    O11 Cu1 Cu1 . 3_657 82.18(5) no
    O21 Cu1 Cu1 . 3_657 83.34(5) no
    O22 Cu1 Cu1 3_657 3_657 84.53(5) no
    O12 Cu1 Cu1 3_657 3_657 85.62(5) no
    Cl1 Cu1 Cu1 . 3_657 175.60(2) yes
    C11 O11 Cu1 . . 126.54(15) no
    C11 O12 Cu1 . 3_657 121.11(15) no
    O11 C11 O12 . . 124.5(2) no
    O11 C11 C12 . . 117.5(2) no
    O12 C11 C12 . . 117.9(2) no
    C11 C12 C13 . . 111.7(2) no
    C11 C12 H12A . . 109.3 no
    C13 C12 H12A . . 109.3 no
    C11 C12 H12B . . 109.3 no
    C13 C12 H12B . . 109.3 no
    H12A C12 H12B . . 108.0 no
    C14 C13 C12 . . 115.3(2) no
    C14 C13 H13A . . 108.4 no
    C12 C13 H13A . . 108.4 no
    C14 C13 H13B . . 108.4 no
    C12 C13 H13B . . 108.4 no
    H13A C13 H13B . . 107.5 no
    C13 C14 C15 . . 117.6(2) no
    C13 C14 H14A . . 107.9 no
    C15 C14 H14A . . 107.9 no
    C13 C14 H14B . . 107.9 no
    C15 C14 H14B . . 107.9 no
    H14A C14 H14B . . 107.2 no
    C16 C15 C14 . . 109.3(2) no
    C16 C15 H15A . . 109.8 no
    C14 C15 H15A . . 109.8 no
    C16 C15 H15B . . 109.8 no
    C14 C15 H15B . . 109.8 no
    H15A C15 H15B . . 108.3 no
    N1 C16 C15 . . 113.2(2) no
    N1 C16 H16A . . 108.9 no
    C15 C16 H16A . . 108.9 no
    N1 C16 H16B . . 108.9 no
    C15 C16 H16B . . 108.9 no
    H16A C16 H16B . . 107.8 no
    C16 N1 H1A . . 112(3) no
    C16 N1 H1B . . 110(2) no
    H1A N1 H1B . . 112(4) no
    C16 N1 H1C . . 109(2) no
    H1A N1 H1C . . 100(3) no
    H1B N1 H1C . . 112(3) no
    C21 O21 Cu1 . . 124.17(15) no
    C21 O22 Cu1 . 3_657 122.12(14) no
    O21 C21 O22 . . 125.2(2) no
    O21 C21 C22 . . 118.4(2) no
    O22 C21 C22 . . 116.4(2) no
    C23 C22 C21 . . 114.6(2) no
    C23 C22 H22A . . 108.6 no
    C21 C22 H22A . . 108.6 no
    C23 C22 H22B . . 108.6 no
    C21 C22 H22B . . 108.6 no
    H22A C22 H22B . . 107.6 no
    C22 C23 C24 . . 113.36(19) no
    C22 C23 H23A . . 108.9 no
    C24 C23 H23A . . 108.9 no
    C22 C23 H23B . . 108.9 no
    C24 C23 H23B . . 108.9 no
    H23A C23 H23B . . 107.7 no
    C23 C24 C25 . . 111.65(19) no
    C23 C24 H24A . . 109.3 no
    C25 C24 H24A . . 109.3 no
    C23 C24 H24B . . 109.3 no
    C25 C24 H24B . . 109.3 no
    H24A C24 H24B . . 108.0 no
    C26 C25 C24 . . 113.59(19) no
    C26 C25 H25A . . 108.8 no
    C24 C25 H25A . . 108.8 no
    C26 C25 H25B . . 108.8 no
    C24 C25 H25B . . 108.8 no
    H25A C25 H25B . . 107.7 no
    N2 C26 C25 . . 110.4(2) no
    N2 C26 H26A . . 109.6 no
    C25 C26 H26A . . 109.6 no
    N2 C26 H26B . . 109.6 no
    C25 C26 H26B . . 109.6 no
    H26A C26 H26B . . 108.1 no
    C26 N2 H2A . . 107.4(19) no
    C26 N2 H2B . . 111(2) no
    H2A N2 H2B . . 108(3) no
    C26 N2 H2C . . 110.7(18) no
    H2A N2 H2C . . 113(3) no
    H2B N2 H2C . . 107(3) no
    H4A O4 H4B . . 105(4) no
    H3A O3 H3B . . 116(5) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    N1 H1A O4 . 0.79(3) 2.05(4) 2.806(4) 160(3)
    N1 H1B O3 . 0.90(4) 1.89(4) 2.787(4) 177(3)
    N1 H1C O12 4_565 0.85(4) 2.18(4) 2.926(3) 146(3)
    N2 H2A O22 4 0.79(3) 2.59(3) 3.144(3) 128(2)
    N2 H2A Cl1 2_546 0.79(3) 2.77(3) 3.456(3) 147(2)
    N2 H2B Cl1 4_655 0.87(3) 2.31(4) 3.174(3) 173(3)
    N2 H2C Cl2 2_546 0.97(4) 2.24(4) 3.190(3) 166(3)
    O4 H4A Cl2 2_546 0.80(4) 2.52(4) 3.315(3) 175(3)
    O4 H4B Cl2 4_665 0.74(4) 2.46(4) 3.196(3) 173(5)
    O3 H3A Cl1 . 0.73(5) 2.58(5) 3.297(3) 173(5)
    O3 H3B Cl2 4_565 0.75(4) 2.48(4) 3.228(3) 174(4)
data_global
_journal_date_recd_electronic     2005-03-21
_journal_date_accepted     2005-03-30
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      5
_journal_page_first     m835
_journal_page_last     m837
_journal_paper_category     EM
_publ_contact_author_name     'Nina Lah'
_publ_contact_author_address
;
 Faculty of Chemistry and Chemical Technology
 University of Ljubljana
 Aškerčeva 5, P.O. Box 537
 SI-1001 Ljubljana
 SLOVENIA
;
_publ_contact_author_email     nina.lah@FKKT.UNI-LJ.SI
_publ_contact_author_fax     '+386 1 2419 220'
_publ_contact_author_phone     '+386 1 2419 114'
_publ_section_title
;
An adduct of a dimeric copperII) 6-aminohexanoate with chloride
;
loop_
    _publ_author_name
    _publ_author_address
    'Lah, Nina'
;
Faculty of Chemistry and Chemical Technology
University of Ljubljana
Aškerčeva 5
PO Box 537
SI-1000 Ljubljana
Slovenia
;
    'Leban, Ivan'
;
Faculty of Chemistry and Chemical Technology
University of Ljubljana
Aškerčeva 5
PO Box 537
SI-1000 Ljubljana
Slovenia
;
