#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:30:03 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179532 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/01/4500155.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_4500155
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            'C20 H17 Br N2 O5 Zn'
_chemical_formula_weight         510.64
_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                 105.993(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.997(6)
_cell_length_b                   14.578(8)
_cell_length_c                   12.963(7)
_cell_measurement_reflns_used    3197
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.15
_cell_measurement_theta_min      2.38
_cell_volume                     1997.7(19)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11051
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.38
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.264
_exptl_absorpt_correction_T_max  0.7666
_exptl_absorpt_correction_T_min  0.5804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3691
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0355P)²+0.3366P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0698
_refine_ls_wR_factor_ref         0.0749
_reflns_number_gt                2873
_reflns_number_total             3691
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg101123y_si_007.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_sg_symbol_H-M      P2(1)/n
_cod_database_code               4500155
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
Zn1 Zn 0.85140(3) 0.12501(2) 0.53287(2) 0.02708(11) Uani 1 1 d .
Br1 Br 1.28123(3) 0.17303(3) 0.64279(3) 0.04737(13) Uani 1 1 d .
O1 O 0.88176(19) -0.00095(14) 0.59615(16) 0.0357(5) Uani 1 1 d .
H1W H 0.9235 0.0001 0.6602 0.053 Uiso 1 1 d R
H2W H 0.9123 -0.0379 0.5615 0.053 Uiso 1 1 d R
O2 O 1.00498(19) 0.14135(14) 0.48486(17) 0.0363(5) Uani 1 1 d .
O3 O 0.9521(2) 0.28564(18) 0.4400(2) 0.0537(7) Uani 1 1 d .
O4 O 1.1650(2) 0.34861(19) 0.13430(18) 0.0536(7) Uani 1 1 d .
O5 O 1.3604(2) 0.29886(15) 0.15691(16) 0.0372(5) Uani 1 1 d .
N1 N 0.7074(2) 0.10239(18) 0.40049(18) 0.0314(6) Uani 1 1 d .
N2 N 0.0316(3) 0.0004(2) -0.2003(2) 0.0487(8) Uani 1 1 d .
C1 C 1.0271(3) 0.2220(2) 0.4538(2) 0.0295(7) Uani 1 1 d .
C2 C 1.1527(3) 0.2319(2) 0.4281(2) 0.0257(6) Uani 1 1 d .
C3 C 1.1531(3) 0.2650(2) 0.3280(2) 0.0277(7) Uani 1 1 d .
H3 H 1.0778 0.2859 0.2818 0.033 Uiso 1 1 calc R
C4 C 1.2627(3) 0.2677(2) 0.2948(2) 0.0273(7) Uani 1 1 d .
C5 C 1.3755(3) 0.2364(2) 0.3649(2) 0.0321(7) Uani 1 1 d .
H5 H 1.4490 0.2352 0.3427 0.039 Uiso 1 1 calc R
C6 C 1.3786(3) 0.2072(2) 0.4669(2) 0.0332(7) Uani 1 1 d .
H6 H 1.4544 0.1886 0.5144 0.040 Uiso 1 1 calc R
C7 C 1.2685(3) 0.2060(2) 0.4977(2) 0.0286(7) Uani 1 1 d .
C8 C 1.2602(3) 0.3078(2) 0.1871(2) 0.0310(7) Uani 1 1 d .
C9 C 0.7127(3) 0.1300(3) 0.3041(3) 0.0578(11) Uani 1 1 d .
H9 H 0.7802 0.1665 0.2990 0.069 Uiso 1 1 calc R
C10 C 0.6217(4) 0.1065(3) 0.2114(3) 0.0646(13) Uani 1 1 d .
H10 H 0.6290 0.1273 0.1456 0.077 Uiso 1 1 calc R
C11 C 0.5204(3) 0.0528(2) 0.2151(2) 0.0398(8) Uani 1 1 d .
C12 C 0.5143(3) 0.0252(2) 0.3154(3) 0.0420(8) Uani 1 1 d .
H12 H 0.4469 -0.0104 0.3225 0.050 Uiso 1 1 calc R
C13 C 0.6088(3) 0.0508(2) 0.4054(2) 0.0370(8) Uani 1 1 d .
H13 H 0.6034 0.0312 0.4723 0.044 Uiso 1 1 calc R
C14 C 0.4229(3) 0.0247(3) 0.1125(3) 0.0495(9) Uani 1 1 d .
H14A H 0.4421 0.0549 0.0522 0.059 Uiso 1 1 calc R
H14B H 0.4287 -0.0410 0.1027 0.059 Uiso 1 1 calc R
C15 C 0.2899(3) 0.0482(3) 0.1125(3) 0.0589(11) Uani 1 1 d .
H15A H 0.2857 0.1123 0.1314 0.071 Uiso 1 1 calc R
H15B H 0.2657 0.0115 0.1661 0.071 Uiso 1 1 calc R
C16 C 0.1981(3) 0.0306(3) 0.0029(3) 0.0455(9) Uani 1 1 d .
C17 C 0.1363(4) -0.0513(3) -0.0236(3) 0.0529(10) Uani 1 1 d .
H17 H 0.1494 -0.0987 0.0262 0.064 Uiso 1 1 calc R
C18 C 0.0546(3) -0.0630(3) -0.1243(3) 0.0517(10) Uani 1 1 d .
H18 H 0.0130 -0.1189 -0.1399 0.062 Uiso 1 1 calc R
C19 C 0.0945(4) 0.0787(3) -0.1753(3) 0.0578(11) Uani 1 1 d .
H19 H 0.0819 0.1238 -0.2279 0.069 Uiso 1 1 calc R
C20 C 0.1772(4) 0.0974(3) -0.0769(3) 0.0601(11) Uani 1 1 d .
H20 H 0.2184 0.1537 -0.0638 0.072 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O5 Zn1 O2 109.97(9) 4_566 .
O5 Zn1 O1 102.78(9) 4_566 .
O2 Zn1 O1 100.36(9) . .
O5 Zn1 N1 130.55(10) 4_566 .
O2 Zn1 N1 106.96(10) . .
O1 Zn1 N1 101.66(10) . .
Zn1 O1 H1W 112.1 . .
Zn1 O1 H2W 114.9 . .
H1W O1 H2W 111.0 . .
C1 O2 Zn1 117.48(19) . .
C8 O5 Zn1 110.24(19) . 4_665
C9 N1 C13 117.5(3) . .
C9 N1 Zn1 121.5(2) . .
C13 N1 Zn1 120.6(2) . .
C18 N2 C19 116.0(3) . .
O3 C1 O2 124.2(3) . .
O3 C1 C2 121.1(3) . .
O2 C1 C2 114.7(3) . .
C3 C2 C7 117.5(3) . .
C3 C2 C1 118.5(2) . .
C7 C2 C1 123.9(3) . .
C2 C3 C4 121.9(3) . .
C2 C3 H3 119.1 . .
C4 C3 H3 119.1 . .
C3 C4 C5 118.7(3) . .
C3 C4 C8 120.2(3) . .
C5 C4 C8 121.1(3) . .
C6 C5 C4 120.5(3) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C7 C6 C5 119.4(3) . .
C7 C6 H6 120.3 . .
C5 C6 H6 120.3 . .
C6 C7 C2 121.9(3) . .
C6 C7 Br1 117.2(2) . .
C2 C7 Br1 120.8(2) . .
O4 C8 O5 123.5(3) . .
O4 C8 C4 119.8(3) . .
O5 C8 C4 116.6(3) . .
N1 C9 C10 122.3(3) . .
N1 C9 H9 118.8 . .
C10 C9 H9 118.8 . .
C11 C10 C9 120.8(3) . .
C11 C10 H10 119.6 . .
C9 C10 H10 119.6 . .
C10 C11 C12 116.7(3) . .
C10 C11 C14 120.5(3) . .
C12 C11 C14 122.7(3) . .
C11 C12 C13 119.7(3) . .
C11 C12 H12 120.2 . .
C13 C12 H12 120.2 . .
N1 C13 C12 122.9(3) . .
N1 C13 H13 118.5 . .
C12 C13 H13 118.5 . .
C15 C14 C11 113.1(3) . .
C15 C14 H14A 109.0 . .
C11 C14 H14A 109.0 . .
C15 C14 H14B 109.0 . .
C11 C14 H14B 109.0 . .
H14A C14 H14B 107.8 . .
C14 C15 C16 110.9(3) . .
C14 C15 H15A 109.5 . .
C16 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
C16 C15 H15B 109.5 . .
H15A C15 H15B 108.0 . .
C17 C16 C20 117.0(3) . .
C17 C16 C15 122.5(3) . .
C20 C16 C15 120.4(3) . .
C16 C17 C18 119.7(3) . .
C16 C17 H17 120.2 . .
C18 C17 H17 120.2 . .
N2 C18 C17 124.1(3) . .
N2 C18 H18 117.9 . .
C17 C18 H18 117.9 . .
N2 C19 C20 124.3(3) . .
N2 C19 H19 117.8 . .
C20 C19 H19 117.8 . .
C19 C20 C16 118.8(4) . .
C19 C20 H20 120.6 . .
C16 C20 H20 120.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O5 1.933(2) 4_566
Zn1 O2 1.969(2) .
Zn1 O1 2.001(2) .
Zn1 N1 2.016(2) .
Br1 C7 1.908(3) .
O1 H1W 0.8313 .
O1 H2W 0.8292 .
O2 C1 1.288(4) .
O3 C1 1.221(4) .
O4 C8 1.234(4) .
O5 C8 1.274(4) .
O5 Zn1 1.934(2) 4_665
N1 C9 1.329(4) .
N1 C13 1.336(4) .
N2 C18 1.323(4) .
N2 C19 1.328(5) .
C1 C2 1.515(4) .
C2 C3 1.386(4) .
C2 C7 1.394(4) .
C3 C4 1.388(4) .
C3 H3 0.9300 .
C4 C5 1.397(4) .
C4 C8 1.507(4) .
C5 C6 1.380(4) .
C5 H5 0.9300 .
C6 C7 1.376(4) .
C6 H6 0.9300 .
C9 C10 1.378(4) .
C9 H9 0.9300 .
C10 C11 1.373(5) .
C10 H10 0.9300 .
C11 C12 1.381(5) .
C11 C14 1.517(4) .
C12 C13 1.382(4) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C15 1.502(5) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.521(5) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C17 1.369(5) .
C16 C20 1.393(5) .
C17 C18 1.376(5) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C19 C20 1.375(5) .
C19 H19 0.9300 .
C20 H20 0.9300 .
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
_geom_hbond_site_symmetry_A
O1 H2W O2 0.83 1.94 2.750(3) 165.2 3_756
O1 H1W N2 0.83 1.87 2.699(3) 174.3 1_656
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
O5 Zn1 O2 C1 -61.9(2) 4_566
O1 Zn1 O2 C1 -169.7(2) .
N1 Zn1 O2 C1 84.6(2) .
O5 Zn1 N1 C9 113.9(3) 4_566
O2 Zn1 N1 C9 -23.1(3) .
O1 Zn1 N1 C9 -127.8(3) .
O5 Zn1 N1 C13 -73.0(3) 4_566
O2 Zn1 N1 C13 150.0(2) .
O1 Zn1 N1 C13 45.3(3) .
Zn1 O2 C1 O3 -9.3(4) .
Zn1 O2 C1 C2 174.45(17) .
O3 C1 C2 C3 -51.1(4) .
O2 C1 C2 C3 125.2(3) .
O3 C1 C2 C7 131.6(3) .
O2 C1 C2 C7 -52.0(4) .
C7 C2 C3 C4 3.7(4) .
C1 C2 C3 C4 -173.8(3) .
C2 C3 C4 C5 -0.2(4) .
C2 C3 C4 C8 -177.5(3) .
C3 C4 C5 C6 -2.9(5) .
C8 C4 C5 C6 174.3(3) .
C4 C5 C6 C7 2.4(5) .
C5 C6 C7 C2 1.2(5) .
C5 C6 C7 Br1 -175.8(2) .
C3 C2 C7 C6 -4.2(4) .
C1 C2 C7 C6 173.1(3) .
C3 C2 C7 Br1 172.8(2) .
C1 C2 C7 Br1 -9.9(4) .
Zn1 O5 C8 O4 9.9(4) 4_665
Zn1 O5 C8 C4 -168.5(2) 4_665
C3 C4 C8 O4 9.1(4) .
C5 C4 C8 O4 -168.0(3) .
C3 C4 C8 O5 -172.4(3) .
C5 C4 C8 O5 10.4(4) .
C13 N1 C9 C10 -0.6(6) .
Zn1 N1 C9 C10 172.7(3) .
N1 C9 C10 C11 0.0(7) .
C9 C10 C11 C12 0.9(6) .
C9 C10 C11 C14 -178.1(4) .
C10 C11 C12 C13 -1.1(5) .
C14 C11 C12 C13 177.8(3) .
C9 N1 C13 C12 0.3(5) .
Zn1 N1 C13 C12 -173.0(3) .
C11 C12 C13 N1 0.5(5) .
C10 C11 C14 C15 -126.3(4) .
C12 C11 C14 C15 54.8(5) .
C11 C14 C15 C16 172.3(3) .
C14 C15 C16 C17 91.8(5) .
C14 C15 C16 C20 -85.8(5) .
C20 C16 C17 C18 -2.2(6) .
C15 C16 C17 C18 -179.8(4) .
C19 N2 C18 C17 1.1(6) .
C16 C17 C18 N2 0.9(6) .
C18 N2 C19 C20 -1.7(6) .
N2 C19 C20 C16 0.3(6) .
C17 C16 C20 C19 1.6(6) .
C15 C16 C20 C19 179.3(4) .
