#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/26/2202608.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2202608
loop_
_publ_author_name
'Bekaert, Alain'
'Lemoine, Pascale'
'Brion, Jean Daniel'
'Viossat, Bernard'
_publ_section_title
catena-Poly[[dibromozinc(II)]-μ-(R,R)-1,2-diacetamidocyclohexane]
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m574
_journal_page_last               m575
_journal_paper_doi               10.1107/S1600536803014570
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Zn Br2 (C10 H18 N2 O2)]'
_chemical_formula_moiety         'C10 H18 Br2 N2 O2 Zn'
_chemical_formula_sum            'C10 H18 Br2 N2 O2 Zn'
_chemical_formula_weight         423.45
_chemical_name_systematic
;
catena-Poly[dibromozinc(II)]-μ-(R,R)-1,2-diacetamidocyclohexane]
;
_space_group_IT_number           78
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4cw'
_symmetry_space_group_name_H-M   'P 43'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.496(2)
_cell_length_b                   7.496(2)
_cell_length_c                   27.941(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      9.89
_cell_measurement_theta_min      6.45
_cell_volume                     1570.0(7)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf-Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'WinGX (Version 1.63.02; Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_sigmaI/netI    0.0783
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4956
_diffrn_reflns_theta_full        29.98
_diffrn_reflns_theta_max         29.98
_diffrn_reflns_theta_min         2.72
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  1
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.647
_exptl_absorpt_correction_T_max  0.1592
_exptl_absorpt_correction_T_min  0.0860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_meas      1.78(2)
_exptl_crystal_density_method    'flotation in CCl~4~ and C~2~H~4~Br~2~'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.375
_exptl_crystal_size_min          0.275
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.619
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.015(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2335
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.949
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0305
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0339P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0759
_reflns_number_gt                1330
_reflns_number_total             2335
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn6082.cif
_cod_data_source_block           I
_cod_database_code               2202608
_cod_database_fobs_code          2202608
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'
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
Zn 0.46447(8) 0.59027(7) 0.10001(2) 0.04035(15) Uani d . 1 . . Zn
Br1 0.76449(8) 0.67589(10) 0.10419(3) 0.0628(2) Uani d . 1 . . Br
Br2 0.28072(10) 0.64166(12) 0.16672(3) 0.0732(2) Uani d . 1 . . Br
O2 0.4092(6) 1.3516(5) 0.07407(16) 0.0531(11) Uani d . 1 . . O
C2 0.3939(8) 1.2039(7) 0.09339(19) 0.0415(14) Uani d . 1 . . C
N3 0.2741(7) 1.0892(6) 0.07562(17) 0.0430(11) Uani d . 1 . . N
H3 0.2697 0.9837 0.0876 0.087(6) Uiso calc R 1 . . H
C1 0.5041(11) 1.1457(9) 0.1345(3) 0.0646(19) Uani d . 1 . . C
H11 0.5029 1.0179 0.1365 0.087(6) Uiso calc R 1 . . H
H12 0.4563 1.1951 0.1635 0.087(6) Uiso calc R 1 . . H
H13 0.6244 1.1865 0.1302 0.087(6) Uiso calc R 1 . . H
C4 0.1507(7) 1.1333(7) 0.0370(2) 0.0429(12) Uani d . 1 . . C
H4 0.2092 1.2174 0.0152 0.087(6) Uiso calc R 1 . . H
C5 -0.0163(10) 1.2213(10) 0.0575(3) 0.0691(19) Uani d . 1 . . C
H51 -0.0715 1.1421 0.0806 0.087(6) Uiso calc R 1 . . H
H52 0.0162 1.3307 0.0738 0.087(6) Uiso calc R 1 . . H
C6 -0.1470(11) 1.2622(12) 0.0179(3) 0.084(3) Uani d . 1 . . C
H61 -0.2531 1.3164 0.0314 0.087(6) Uiso calc R 1 . . H
H62 -0.0938 1.3470 -0.0041 0.087(6) Uiso calc R 1 . . H
C7 -0.1980(11) 1.0963(12) -0.0088(3) 0.081(2) Uani d . 1 . . C
H71 -0.2791 1.1270 -0.0346 0.087(6) Uiso calc R 1 . . H
H72 -0.2595 1.0153 0.0127 0.087(6) Uiso calc R 1 . . H
C8 -0.0331(9) 1.0034(11) -0.0295(3) 0.0604(18) Uani d . 1 . . C
H81 -0.0687 0.8925 -0.0447 0.087(6) Uiso calc R 1 . . H
H82 0.0203 1.0790 -0.0538 0.087(6) Uiso calc R 1 . . H
C9 0.1040(8) 0.9645(7) 0.0093(2) 0.0416(13) Uani d . 1 . . C
H9 0.0533 0.8773 0.0316 0.087(6) Uiso calc R 1 . . H
N10 0.2617(6) 0.8851(6) -0.01365(18) 0.0449(11) Uani d . 1 . . N
H10 0.2864 0.9164 -0.0425 0.087(6) Uiso calc R 1 . . H
C12 0.5190(9) 0.6932(10) -0.0194(3) 0.0638(18) Uani d . 1 . . C
H121 0.5204 0.7424 -0.0511 0.087(6) Uiso calc R 1 . . H
H122 0.5066 0.5659 -0.0212 0.087(6) Uiso calc R 1 . . H
H123 0.6286 0.7222 -0.0034 0.087(6) Uiso calc R 1 . . H
C11 0.3679(7) 0.7683(7) 0.0076(2) 0.0402(13) Uani d . 1 . . C
O11 0.3348(6) 0.7240(5) 0.05029(16) 0.0509(10) Uani d . 1 . . O
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'
Zn Zn 0.2839 1.4301 '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'
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 Zn O2 . 1_545 95.67(18) yes
O11 Zn Br1 . . 111.69(13) yes
O2 Zn Br1 1_545 . 117.92(14) yes
O11 Zn Br2 . . 100.76(14) yes
O2 Zn Br2 1_545 . 108.47(14) yes
Br1 Zn Br2 . . 118.59(4) yes
O11 Zn Zn . 1_565 59.41(13) ?
O2 Zn Zn 1_545 1_565 154.99(13) ?
Br1 Zn Zn . 1_565 74.09(2) ?
Br2 Zn Zn . 1_565 80.56(3) ?
C2 O2 Zn . 1_565 132.1(4) yes
O2 C2 N3 . . 118.4(5) ?
O2 C2 C1 . . 123.4(5) ?
N3 C2 C1 . . 118.2(5) ?
C2 N3 C4 . . 123.6(4) ?
C2 N3 H3 . . 118.2 ?
C4 N3 H3 . . 118.2 ?
C2 C1 H11 . . 109.5 ?
C2 C1 H12 . . 109.5 ?
H11 C1 H12 . . 109.5 ?
C2 C1 H13 . . 109.5 ?
H11 C1 H13 . . 109.5 ?
H12 C1 H13 . . 109.5 ?
N3 C4 C5 . . 109.8(5) ?
N3 C4 C9 . . 109.5(4) ?
C5 C4 C9 . . 111.2(5) ?
N3 C4 H4 . . 108.8 ?
C5 C4 H4 . . 108.8 ?
C9 C4 H4 . . 108.8 ?
C6 C5 C4 . . 110.1(6) ?
C6 C5 H51 . . 109.6 ?
C4 C5 H51 . . 109.6 ?
C6 C5 H52 . . 109.6 ?
C4 C5 H52 . . 109.6 ?
H51 C5 H52 . . 108.1 ?
C7 C6 C5 . . 111.2(6) ?
C7 C6 H61 . . 109.4 ?
C5 C6 H61 . . 109.4 ?
C7 C6 H62 . . 109.4 ?
C5 C6 H62 . . 109.4 ?
H61 C6 H62 . . 108.0 ?
C6 C7 C8 . . 111.0(7) ?
C6 C7 H71 . . 109.4 ?
C8 C7 H71 . . 109.4 ?
C6 C7 H72 . . 109.4 ?
C8 C7 H72 . . 109.4 ?
H71 C7 H72 . . 108.0 ?
C9 C8 C7 . . 111.3(6) ?
C9 C8 H81 . . 109.4 ?
C7 C8 H81 . . 109.4 ?
C9 C8 H82 . . 109.4 ?
C7 C8 H82 . . 109.4 ?
H81 C8 H82 . . 108.0 ?
N10 C9 C8 . . 108.1(5) ?
N10 C9 C4 . . 111.9(5) ?
C8 C9 C4 . . 111.0(5) ?
N10 C9 H9 . . 108.6 ?
C8 C9 H9 . . 108.6 ?
C4 C9 H9 . . 108.6 ?
C11 N10 C9 . . 123.8(5) ?
C11 N10 H10 . . 118.1 ?
C9 N10 H10 . . 118.1 ?
C11 C12 H121 . . 109.5 ?
C11 C12 H122 . . 109.5 ?
H121 C12 H122 . . 109.5 ?
C11 C12 H123 . . 109.5 ?
H121 C12 H123 . . 109.5 ?
H122 C12 H123 . . 109.5 ?
O11 C11 N10 . . 118.6(5) ?
O11 C11 C12 . . 122.3(6) ?
N10 C11 C12 . . 119.1(6) ?
C11 O11 Zn1 . . 134.7(4) yes
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
Zn O11 . 1.970(4) yes
Zn O2 1_545 1.974(4) yes
Zn Br1 . 2.3416(11) yes
Zn Br2 . 2.3495(10) yes
Zn Zn 1_565 7.496(2) yes
O2 C2 . 1.237(7) yes
C2 N3 . 1.339(7) ?
C2 C1 . 1.480(9) ?
N3 C4 . 1.460(7) ?
N3 H3 . 0.8600 ?
C1 H11 . 0.9600 ?
C1 H12 . 0.9600 ?
C1 H13 . 0.9600 ?
C4 C5 . 1.527(8) ?
C4 C9 . 1.524(8) ?
C4 H4 . 0.9800 ?
C5 C6 . 1.509(11) ?
C5 H51 . 0.9700 ?
C5 H52 . 0.9700 ?
C6 C7 . 1.500(12) ?
C6 H61 . 0.9700 ?
C6 H62 . 0.9700 ?
C7 C8 . 1.532(11) ?
C7 H71 . 0.9700 ?
C7 H72 . 0.9700 ?
C8 C9 . 1.522(8) ?
C8 H81 . 0.9700 ?
C8 H82 . 0.9700 ?
C9 N10 . 1.470(8) ?
C9 H9 . 0.9800 ?
N10 C11 . 1.324(7) ?
N10 H10 . 0.8600 ?
C12 C11 . 1.472(8) ?
C12 H121 . 0.9600 ?
C12 H122 . 0.9600 ?
C12 H123 . 0.9600 ?
C11 O11 . 1.264(7) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N3 H3 O11 0.86 2.26 2.864(6) 127
