#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:30:03 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179532 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/01/4500156.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4500156
loop_
_publ_author_name
'Ma, Lu-Fang'
'Li, Xiu-Qin'
'Meng, Qing-Lei'
'Wang, Li-Ya'
'Du, Miao'
'Hou, Hong-Wei'
_publ_section_title
;
 Significant Positional Isomeric Effect on Structural Assemblies of Zn(II)
 and Cd(II) Coordination Polymers Based on Bromoisophthalic Acids and
 Various Dipyridyl-Type Coligands
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              175
_journal_paper_doi               10.1021/cg101123y
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C21 H17 Br Cd N2 O4'
_chemical_formula_weight         553.68
_chemical_name_systematic
;

 ?

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.371(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.173(2)
_cell_length_b                   17.211(3)
_cell_length_c                   11.681(2)
_cell_measurement_reflns_used    4385
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      25.14
_cell_measurement_theta_min      2.35
_cell_volume                     2017.9(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0416
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14116
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.35
_exptl_absorpt_coefficient_mu    3.093
_exptl_absorpt_correction_T_max  0.7194
_exptl_absorpt_correction_T_min  0.3471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.270
_refine_diff_density_min         -2.064
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3739
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0566
_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)+(0.0763P)²+12.0479P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1532
_refine_ls_wR_factor_ref         0.1728
_reflns_number_gt                2771
_reflns_number_total             3739
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg101123y_si_008.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2017.8(7)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4500156
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cd1 Cd -0.11948(5) 0.03759(3) 1.11235(5) 0.0376(2) Uani 1 1 d .
Br1 Br 0.70929(14) -0.09754(12) 1.41555(16) 0.1232(7) Uani 1 1 d .
O1 O 0.0551(6) -0.0262(4) 1.2186(6) 0.0557(16) Uani 1 1 d .
O2 O 0.1361(6) 0.0260(3) 1.0725(5) 0.0476(14) Uani 1 1 d .
O3 O 0.6380(6) 0.0560(4) 1.1220(6) 0.0603(17) Uani 1 1 d .
O4 O 0.7389(7) -0.0526(4) 1.1722(8) 0.079(2) Uani 1 1 d .
N1 N -0.1243(7) 0.1489(4) 1.0010(6) 0.0401(15) Uani 1 1 d .
N2 N -0.0922(8) 0.1219(4) 0.2814(6) 0.0506(18) Uani 1 1 d .
C1 C 0.2885(7) -0.0336(4) 1.2232(7) 0.0357(16) Uani 1 1 d .
C2 C 0.3984(7) -0.0156(4) 1.1741(6) 0.0321(16) Uani 1 1 d .
H2 H 0.3864 0.0107 1.1036 0.039 Uiso 1 1 calc R
C3 C 0.5266(7) -0.0352(4) 1.2256(7) 0.0358(16) Uani 1 1 d .
C4 C 0.5414(9) -0.0741(6) 1.3301(9) 0.065(3) Uani 1 1 d .
C5 C 0.4330(9) -0.0924(7) 1.3808(9) 0.077(4) Uani 1 1 d .
H5 H 0.4452 -0.1190 1.4511 0.093 Uiso 1 1 calc R
C6 C 0.3078(9) -0.0722(6) 1.3297(8) 0.060(3) Uani 1 1 d .
H6 H 0.2352 -0.0841 1.3656 0.072 Uiso 1 1 calc R
C7 C 0.1510(8) -0.0102(4) 1.1680(7) 0.0390(18) Uani 1 1 d .
C8 C 0.6441(8) -0.0101(5) 1.1693(8) 0.045(2) Uani 1 1 d .
C9 C -0.2404(9) 0.1808(5) 0.9519(7) 0.0450(19) Uani 1 1 d .
H9 H -0.3190 0.1617 0.9723 0.054 Uiso 1 1 calc R
C10 C -0.2481(9) 0.2408(5) 0.8724(7) 0.050(2) Uani 1 1 d .
H10 H -0.3303 0.2615 0.8403 0.060 Uiso 1 1 calc R
C11 C -0.1316(10) 0.2696(4) 0.8411(7) 0.046(2) Uani 1 1 d .
C12 C -0.0143(10) 0.2377(5) 0.8926(8) 0.053(2) Uani 1 1 d .
H12 H 0.0660 0.2566 0.8756 0.063 Uiso 1 1 calc R
C13 C -0.0148(9) 0.1762(5) 0.9718(7) 0.046(2) Uani 1 1 d .
H13 H 0.0661 0.1541 1.0047 0.055 Uiso 1 1 calc R
C14 C -0.1420(12) 0.3310(5) 0.7503(8) 0.063(3) Uani 1 1 d .
H14A H -0.0608 0.3617 0.7615 0.076 Uiso 1 1 calc R
H14B H -0.2155 0.3654 0.7584 0.076 Uiso 1 1 calc R
C15 C -0.1645(11) 0.2959(6) 0.6258(8) 0.062(3) Uani 1 1 d .
H15A H -0.2394 0.2603 0.6176 0.074 Uiso 1 1 calc R
H15B H -0.1861 0.3373 0.5694 0.074 Uiso 1 1 calc R
C16 C -0.0434(11) 0.2535(7) 0.6014(9) 0.071(3) Uani 1 1 d .
H16A H -0.0141 0.2179 0.6648 0.086 Uiso 1 1 calc R
H16B H 0.0276 0.2908 0.5990 0.086 Uiso 1 1 calc R
C17 C -0.0480(11) 0.0911(6) 0.3846(8) 0.059(2) Uani 1 1 d .
H17 H -0.0230 0.0391 0.3877 0.071 Uiso 1 1 calc R
C18 C -0.0370(10) 0.1313(6) 0.4866(8) 0.060(3) Uani 1 1 d .
H18 H -0.0091 0.1056 0.5564 0.073 Uiso 1 1 calc R
C19 C -0.0661(10) 0.2078(6) 0.4875(8) 0.054(2) Uani 1 1 d .
C20 C -0.1153(11) 0.2420(6) 0.3814(9) 0.066(3) Uani 1 1 d .
H20 H -0.1398 0.2941 0.3775 0.079 Uiso 1 1 calc R
C21 C -0.1275(10) 0.1969(6) 0.2806(9) 0.058(2) Uani 1 1 d .
H21 H -0.1616 0.2199 0.2099 0.070 Uiso 1 1 calc R
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cd1 O4 88.9(2) . 1_455
O1 Cd1 N1 130.5(2) . .
O4 Cd1 N1 140.6(3) 1_455 .
O1 Cd1 O2 101.8(2) . 3_557
O4 Cd1 O2 90.6(3) 1_455 3_557
N1 Cd1 O2 83.1(2) . 3_557
O1 Cd1 N2 82.5(2) . 1_556
O4 Cd1 N2 98.6(3) 1_455 1_556
N1 Cd1 N2 87.2(2) . 1_556
O2 Cd1 N2 170.0(2) 3_557 1_556
O1 Cd1 O3 136.2(2) . 1_455
O4 Cd1 O3 53.3(2) 1_455 1_455
N1 Cd1 O3 89.4(2) . 1_455
O2 Cd1 O3 99.9(2) 3_557 1_455
N2 Cd1 O3 82.6(2) 1_556 1_455
O1 Cd1 C8 111.3(2) . 1_455
O4 Cd1 C8 26.1(2) 1_455 1_455
N1 Cd1 C8 116.6(3) . 1_455
O2 Cd1 C8 98.4(2) 3_557 1_455
N2 Cd1 C8 88.3(3) 1_556 1_455
O3 Cd1 C8 27.5(2) 1_455 1_455
C7 O1 Cd1 103.6(5) . .
C7 O2 Cd1 123.3(5) . 3_557
C8 O3 Cd1 85.8(5) . 1_655
C8 O4 Cd1 96.8(5) . 1_655
C13 N1 C9 118.1(7) . .
C13 N1 Cd1 120.3(5) . .
C9 N1 Cd1 121.0(5) . .
C17 N2 C21 116.3(8) . .
C17 N2 Cd1 118.5(6) . 1_554
C21 N2 Cd1 125.0(6) . 1_554
C2 C1 C6 118.3(7) . .
C2 C1 C7 121.8(7) . .
C6 C1 C7 119.9(7) . .
C1 C2 C3 122.5(7) . .
C1 C2 H2 118.8 . .
C3 C2 H2 118.8 . .
C4 C3 C2 117.5(7) . .
C4 C3 C8 122.8(7) . .
C2 C3 C8 119.6(7) . .
C5 C4 C3 121.0(8) . .
C5 C4 Br1 116.5(7) . .
C3 C4 Br1 122.3(7) . .
C6 C5 C4 120.8(9) . .
C6 C5 H5 119.6 . .
C4 C5 H5 119.6 . .
C5 C6 C1 119.9(8) . .
C5 C6 H6 120.0 . .
C1 C6 H6 120.0 . .
O1 C7 O2 122.3(7) . .
O1 C7 C1 118.9(7) . .
O2 C7 C1 118.8(7) . .
O4 C8 O3 122.8(8) . .
O4 C8 C3 119.8(8) . .
O3 C8 C3 117.4(7) . .
O4 C8 Cd1 57.1(4) . 1_655
O3 C8 Cd1 66.7(4) . 1_655
C3 C8 Cd1 168.6(6) . 1_655
N1 C9 C10 122.8(8) . .
N1 C9 H9 118.6 . .
C10 C9 H9 118.6 . .
C9 C10 C11 119.1(8) . .
C9 C10 H10 120.4 . .
C11 C10 H10 120.4 . .
C12 C11 C10 117.7(8) . .
C12 C11 C14 123.8(9) . .
C10 C11 C14 118.5(9) . .
C11 C12 C13 119.8(8) . .
C11 C12 H12 120.1 . .
C13 C12 H12 120.1 . .
N1 C13 C12 122.5(8) . .
N1 C13 H13 118.8 . .
C12 C13 H13 118.8 . .
C11 C14 C15 111.8(7) . .
C11 C14 H14A 109.3 . .
C15 C14 H14A 109.3 . .
C11 C14 H14B 109.3 . .
C15 C14 H14B 109.3 . .
H14A C14 H14B 107.9 . .
C16 C15 C14 111.4(9) . .
C16 C15 H15A 109.3 . .
C14 C15 H15A 109.3 . .
C16 C15 H15B 109.3 . .
C14 C15 H15B 109.3 . .
H15A C15 H15B 108.0 . .
C15 C16 C19 113.7(9) . .
C15 C16 H16A 108.8 . .
C19 C16 H16A 108.8 . .
C15 C16 H16B 108.8 . .
C19 C16 H16B 108.8 . .
H16A C16 H16B 107.7 . .
N2 C17 C18 123.9(9) . .
N2 C17 H17 118.0 . .
C18 C17 H17 118.0 . .
C19 C18 C17 120.9(9) . .
C19 C18 H18 119.6 . .
C17 C18 H18 119.6 . .
C18 C19 C20 117.0(9) . .
C18 C19 C16 120.4(9) . .
C20 C19 C16 122.6(9) . .
C19 C20 C21 119.0(9) . .
C19 C20 H20 120.5 . .
C21 C20 H20 120.5 . .
N2 C21 C20 122.8(9) . .
N2 C21 H21 118.6 . .
C20 C21 H21 118.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 O1 2.277(6) .
Cd1 O4 2.303(6) 1_455
Cd1 N1 2.312(6) .
Cd1 O2 2.402(6) 3_557
Cd1 N2 2.430(7) 1_556
Cd1 O3 2.508(6) 1_455
Cd1 C8 2.724(8) 1_455
Br1 C4 1.876(9) .
O1 C7 1.251(10) .
O2 C7 1.265(10) .
O2 Cd1 2.402(6) 3_557
O3 C8 1.261(11) .
O3 Cd1 2.508(6) 1_655
O4 C8 1.207(10) .
O4 Cd1 2.303(6) 1_655
N1 C13 1.304(11) .
N1 C9 1.344(10) .
N2 C17 1.326(11) .
N2 C21 1.339(11) .
N2 Cd1 2.430(7) 1_554
C1 C2 1.372(10) .
C1 C6 1.396(12) .
C1 C7 1.497(11) .
C2 C3 1.386(10) .
C2 H2 0.9300 .
C3 C4 1.378(12) .
C3 C8 1.518(11) .
C4 C5 1.371(13) .
C5 C6 1.361(13) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C8 Cd1 2.724(8) 1_655
C9 C10 1.382(12) .
C9 H9 0.9300 .
C10 C11 1.388(13) .
C10 H10 0.9300 .
C11 C12 1.362(13) .
C11 C14 1.489(11) .
C12 C13 1.408(12) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C15 1.557(13) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.499(15) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C19 1.531(14) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 C18 1.367(13) .
C17 H17 0.9300 .
C18 C19 1.350(13) .
C18 H18 0.9300 .
C19 C20 1.390(14) .
C20 C21 1.400(14) .
C20 H20 0.9300 .
C21 H21 0.9300 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O4 Cd1 O1 C7 153.7(5) 1_455 .
N1 Cd1 O1 C7 -27.6(6) . .
O2 Cd1 O1 C7 63.4(5) 3_557 .
N2 Cd1 O1 C7 -107.4(5) 1_556 .
O3 Cd1 O1 C7 -178.4(4) 1_455 .
C8 Cd1 O1 C7 167.4(5) 1_455 .
O1 Cd1 N1 C13 14.5(7) . .
O4 Cd1 N1 C13 -167.6(6) 1_455 .
O2 Cd1 N1 C13 -85.2(6) 3_557 .
N2 Cd1 N1 C13 92.1(6) 1_556 .
O3 Cd1 N1 C13 174.7(6) 1_455 .
C8 Cd1 N1 C13 178.8(6) 1_455 .
O1 Cd1 N1 C9 -174.6(5) . .
O4 Cd1 N1 C9 3.3(8) 1_455 .
O2 Cd1 N1 C9 85.7(6) 3_557 .
N2 Cd1 N1 C9 -97.0(6) 1_556 .
O3 Cd1 N1 C9 -14.3(6) 1_455 .
C8 Cd1 N1 C9 -10.3(7) 1_455 .
C6 C1 C2 C3 0.8(11) . .
C7 C1 C2 C3 178.4(7) . .
C1 C2 C3 C4 0.0(12) . .
C1 C2 C3 C8 -177.1(7) . .
C2 C3 C4 C5 -0.2(16) . .
C8 C3 C4 C5 176.7(11) . .
C2 C3 C4 Br1 -175.1(7) . .
C8 C3 C4 Br1 1.8(14) . .
C3 C4 C5 C6 0(2) . .
Br1 C4 C5 C6 174.9(10) . .
C4 C5 C6 C1 1.1(19) . .
C2 C1 C6 C5 -1.3(15) . .
C7 C1 C6 C5 -179.0(10) . .
Cd1 O1 C7 O2 -7.2(8) . .
Cd1 O1 C7 C1 171.8(5) . .
Cd1 O2 C7 O1 -96.9(8) 3_557 .
Cd1 O2 C7 C1 84.1(7) 3_557 .
C2 C1 C7 O1 -177.9(7) . .
C6 C1 C7 O1 -0.3(11) . .
C2 C1 C7 O2 1.2(10) . .
C6 C1 C7 O2 178.7(8) . .
Cd1 O4 C8 O3 12.0(11) 1_655 .
Cd1 O4 C8 C3 -167.2(7) 1_655 .
Cd1 O3 C8 O4 -10.9(10) 1_655 .
Cd1 O3 C8 C3 168.2(7) 1_655 .
C4 C3 C8 O4 39.8(14) . .
C2 C3 C8 O4 -143.4(9) . .
C4 C3 C8 O3 -139.4(10) . .
C2 C3 C8 O3 37.4(11) . .
C4 C3 C8 Cd1 -31(3) . 1_655
C2 C3 C8 Cd1 146(3) . 1_655
C13 N1 C9 C10 0.1(12) . .
Cd1 N1 C9 C10 -171.0(6) . .
N1 C9 C10 C11 0.2(13) . .
C9 C10 C11 C12 -1.2(12) . .
C9 C10 C11 C14 176.5(8) . .
C10 C11 C12 C13 2.0(12) . .
C14 C11 C12 C13 -175.6(8) . .
C9 N1 C13 C12 0.7(12) . .
Cd1 N1 C13 C12 171.9(6) . .
C11 C12 C13 N1 -1.8(13) . .
C12 C11 C14 C15 92.6(11) . .
C10 C11 C14 C15 -84.9(11) . .
C11 C14 C15 C16 -68.9(12) . .
C14 C15 C16 C19 171.5(8) . .
C21 N2 C17 C18 -0.2(15) . .
Cd1 N2 C17 C18 -175.5(8) 1_554 .
N2 C17 C18 C19 -2.9(17) . .
C17 C18 C19 C20 4.0(16) . .
C17 C18 C19 C16 -175.4(10) . .
C15 C16 C19 C18 -125.7(11) . .
C15 C16 C19 C20 55.0(14) . .
C18 C19 C20 C21 -2.2(15) . .
C16 C19 C20 C21 177.1(10) . .
C17 N2 C21 C20 2.0(15) . .
Cd1 N2 C21 C20 177.0(8) 1_554 .
C19 C20 C21 N2 -0.8(16) . .
