#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:35:18 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179537 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/06/4500603.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_4500603
loop_
_publ_author_name
'Zang, Shuang-Quan'
'Fan, Ya-Juan'
'Li, Jia-Bin'
'Hou, Hong-Wei'
'Mak, Thomas C. W.'
_publ_section_title
;
 Halogen Bonding in the Assembly of Coordination Polymers Based on
 5-Iodo-Isophthalic Acid
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3395
_journal_paper_doi               10.1021/cg200022j
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C40 H24 I2 N4 O9 Zn2'
_chemical_formula_sum            'C40 H24 I2 N4 O9 Zn2'
_chemical_formula_weight         1089.17
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 122.08(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.451(5)
_cell_length_b                   9.5170(19)
_cell_length_c                   16.842(3)
_cell_measurement_reflns_used    5802
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.16
_cell_measurement_theta_min      2.43
_cell_volume                     3728.1(17)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Smart APEX II CCD area detector'
_diffrn_measurement_method       'ω 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  0.0441
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18065
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.31
_exptl_absorpt_coefficient_mu    3.007
_exptl_absorpt_correction_T_max  0.6289
_exptl_absorpt_correction_T_min  0.5846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.940
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             2120
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.794
_refine_diff_density_min         -1.084
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3275
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0549
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0781P)²+25.1725P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1473
_refine_ls_wR_factor_ref         0.1504
_reflns_number_gt                3079
_reflns_number_total             3275
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200022j_si_002.cif
_cod_data_source_block           compound1
_cod_original_cell_volume        3728.2(17)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4500603
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.08225(3) 0.29914(6) 0.35930(4) 0.0325(2) Uani 1 1 d .
O1 O 0.04765(18) 0.0918(5) 0.1727(3) 0.0526(12) Uani 1 1 d .
O2 O 0.12003(18) 0.1927(4) 0.3005(3) 0.0449(10) Uani 1 1 d .
O3 O 0.0919(2) -0.1892(4) -0.0334(3) 0.0464(10) Uani 1 1 d .
O4 O 0.1829(3) -0.2286(7) 0.0163(4) 0.085(2) Uani 1 1 d .
O1W O 0.0000 0.2154(5) 0.2500 0.0318(11) Uani 1 2 d SD
H1WA H 0.0003 0.1448 0.2193 0.048 Uiso 1 1 d RD
N1 N 0.0325(2) 0.4722(5) 0.3680(3) 0.0404(11) Uani 1 1 d .
N2 N 0.1301(3) 0.4761(5) 0.3691(4) 0.0511(14) Uani 1 1 d .
C1 C 0.0999(3) 0.1136(6) 0.2294(4) 0.0353(12) Uani 1 1 d .
C2 C 0.1445(3) -0.1823(6) 0.0267(4) 0.0422(14) Uani 1 1 d .
C3 C 0.1426(2) 0.0385(6) 0.2138(4) 0.0343(12) Uani 1 1 d .
C4 C 0.1999(3) 0.0309(6) 0.2862(4) 0.0412(13) Uani 1 1 d .
H4 H 0.2129 0.0788 0.3421 0.049 Uiso 1 1 calc R
C5 C 0.2372(3) -0.0498(7) 0.2731(4) 0.0431(14) Uani 1 1 d .
C6 C 0.2187(3) -0.1206(6) 0.1905(4) 0.0401(13) Uani 1 1 d .
H6 H 0.2442 -0.1761 0.1838 0.048 Uiso 1 1 calc R
C7 C 0.1621(3) -0.1086(6) 0.1178(4) 0.0344(12) Uani 1 1 d .
C8 C 0.1240(2) -0.0302(6) 0.1299(4) 0.0332(12) Uani 1 1 d .
H8 H 0.0857 -0.0237 0.0814 0.040 Uiso 1 1 calc R
C9 C -0.0146(3) 0.4696(8) 0.3698(6) 0.0591(19) Uani 1 1 d .
H9 H -0.0312 0.3831 0.3671 0.071 Uiso 1 1 calc R
C10 C -0.0408(4) 0.5909(10) 0.3757(8) 0.082(3) Uani 1 1 d .
H10 H -0.0741 0.5851 0.3772 0.098 Uiso 1 1 calc R
C11 C -0.0170(4) 0.7187(9) 0.3793(7) 0.075(3) Uani 1 1 d .
H11 H -0.0348 0.8006 0.3816 0.091 Uiso 1 1 calc R
C12 C 0.0328(3) 0.7265(7) 0.3796(5) 0.0502(16) Uani 1 1 d .
C13 C 0.0560(3) 0.6000(6) 0.3728(4) 0.0407(14) Uani 1 1 d .
C14 C 0.0630(4) 0.8546(7) 0.3876(5) 0.060(2) Uani 1 1 d .
H14 H 0.0478 0.9392 0.3925 0.072 Uiso 1 1 calc R
C15 C 0.1109(4) 0.8570(7) 0.3884(6) 0.067(2) Uani 1 1 d .
H15 H 0.1286 0.9426 0.3931 0.080 Uiso 1 1 calc R
C16 C 0.1084(3) 0.6006(6) 0.3731(4) 0.0439(15) Uani 1 1 d .
C17 C 0.1368(4) 0.7286(7) 0.3820(6) 0.0590(19) Uani 1 1 d .
C18 C 0.1894(4) 0.7223(10) 0.3896(8) 0.082(3) Uani 1 1 d U
H18 H 0.2090 0.8048 0.3945 0.099 Uiso 1 1 calc R
C19 C 0.2130(5) 0.5935(11) 0.3899(9) 0.095(3) Uani 1 1 d U
H19 H 0.2491 0.5878 0.3975 0.114 Uiso 1 1 calc R
C20 C 0.1811(4) 0.4723(10) 0.3785(7) 0.077(2) Uani 1 1 d U
H20 H 0.1964 0.3856 0.3774 0.093 Uiso 1 1 calc R
I1 I 0.32299(2) -0.07917(8) 0.38099(4) 0.0834(3) Uani 1 1 d .
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'
I I -0.4742 1.8119 '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'
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
_geom_angle_publ_flag
O3 Zn1 O2 108.89(19) 6_556 . y
O3 Zn1 N2 125.5(2) 6_556 . y
O2 Zn1 N2 88.76(19) . . y
O3 Zn1 O1W 98.91(16) 6_556 . y
O2 Zn1 O1W 88.51(13) . . y
N2 Zn1 O1W 133.7(2) . . y
O3 Zn1 N1 97.04(18) 6_556 . y
O2 Zn1 N1 154.02(19) . . y
N2 Zn1 N1 77.1(2) . . y
O1W Zn1 N1 85.86(17) . . y
C1 O2 Zn1 132.4(4) . . ?
C2 O3 Zn1 107.7(4) . 6 ?
Zn1 O1W Zn1 136.9(2) 2 . ?
Zn1 O1W H1WA 96.7 2 . ?
Zn1 O1W H1WA 117.7 . . ?
C9 N1 C13 117.4(6) . . ?
C9 N1 Zn1 130.1(5) . . ?
C13 N1 Zn1 112.5(4) . . ?
C20 N2 C16 119.1(6) . . ?
C20 N2 Zn1 124.7(5) . . ?
C16 N2 Zn1 116.0(5) . . ?
O1 C1 O2 124.7(5) . . ?
O1 C1 C3 118.1(5) . . ?
O2 C1 C3 117.2(5) . . ?
O4 C2 O3 124.8(6) . . ?
O4 C2 C7 118.1(6) . . ?
O3 C2 C7 117.0(5) . . ?
C8 C3 C4 120.1(5) . . ?
C8 C3 C1 120.2(5) . . ?
C4 C3 C1 119.6(5) . . ?
C3 C4 C5 118.5(5) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C6 C5 C4 121.5(6) . . ?
C6 C5 I1 117.0(4) . . ?
C4 C5 I1 121.4(5) . . ?
C5 C6 C7 119.6(5) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C6 C7 C8 119.7(5) . . ?
C6 C7 C2 117.6(5) . . ?
C8 C7 C2 122.6(5) . . ?
C7 C8 C3 120.5(5) . . ?
C7 C8 H8 119.8 . . ?
C3 C8 H8 119.8 . . ?
N1 C9 C10 122.7(7) . . ?
N1 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
C11 C10 C9 119.3(8) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 120.1(7) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 116.9(7) . . ?
C11 C12 C14 124.8(7) . . ?
C13 C12 C14 118.3(7) . . ?
N1 C13 C12 123.6(6) . . ?
N1 C13 C16 116.6(5) . . ?
C12 C13 C16 119.8(6) . . ?
C15 C14 C12 122.7(7) . . ?
C15 C14 H14 118.7 . . ?
C12 C14 H14 118.7 . . ?
C14 C15 C17 121.1(7) . . ?
C14 C15 H15 119.5 . . ?
C17 C15 H15 119.5 . . ?
N2 C16 C17 122.2(7) . . ?
N2 C16 C13 117.8(5) . . ?
C17 C16 C13 120.0(6) . . ?
C18 C17 C16 117.7(7) . . ?
C18 C17 C15 124.1(8) . . ?
C16 C17 C15 118.1(7) . . ?
C17 C18 C19 120.2(9) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C20 118.1(10) . . ?
C18 C19 H19 120.9 . . ?
C20 C19 H19 120.9 . . ?
N2 C20 C19 122.7(9) . . ?
N2 C20 H20 118.7 . . ?
C19 C20 H20 118.7 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O3 1.980(4) 6_556 y
Zn1 O2 2.044(4) . y
Zn1 N2 2.087(5) . y
Zn1 O1W 2.169(2) . y
Zn1 N1 2.194(5) . y
O1 C1 1.247(7) . ?
O2 C1 1.266(7) . ?
O3 C2 1.250(8) . ?
O3 Zn1 1.980(4) 6 y
O4 C2 1.236(8) . ?
O1W Zn1 2.169(2) 2 y
O1W H1WA 0.8505 . ?
N1 C9 1.309(9) . ?
N1 C13 1.360(8) . ?
N2 C20 1.324(10) . ?
N2 C16 1.344(8) . ?
C1 C3 1.510(8) . ?
C2 C7 1.514(8) . ?
C3 C8 1.385(8) . ?
C3 C4 1.389(8) . ?
C4 C5 1.389(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(9) . ?
C5 I1 2.093(6) . ?
C6 C7 1.380(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.392(11) . ?
C9 H9 0.9300 . ?
C10 C11 1.366(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.368(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.394(8) . ?
C12 C14 1.439(11) . ?
C13 C16 1.436(10) . ?
C14 C15 1.310(12) . ?
C14 H14 0.9300 . ?
C15 C17 1.447(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.411(9) . ?
C17 C18 1.380(13) . ?
C18 C19 1.386(13) . ?
C18 H18 0.9300 . ?
C19 C20 1.398(13) . ?
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
O1W H1WA O1 0.85 1.91 2.568(5) 133.3
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
O3 Zn1 O2 C1 99.1(6) 6_556 .
N2 Zn1 O2 C1 -133.6(6) . .
O1W Zn1 O2 C1 0.2(5) . .
N1 Zn1 O2 C1 -77.2(7) . .
O3 Zn1 O1W Zn1 129.58(13) 6_556 2
O2 Zn1 O1W Zn1 -121.53(13) . 2
N2 Zn1 O1W Zn1 -34.7(2) . 2
N1 Zn1 O1W Zn1 33.09(13) . 2
O3 Zn1 N1 C9 -53.1(6) 6_556 .
O2 Zn1 N1 C9 123.4(6) . .
N2 Zn1 N1 C9 -178.0(6) . .
O1W Zn1 N1 C9 45.4(6) . .
O3 Zn1 N1 C13 126.3(4) 6_556 .
O2 Zn1 N1 C13 -57.2(6) . .
N2 Zn1 N1 C13 1.4(4) . .
O1W Zn1 N1 C13 -135.2(4) . .
O3 Zn1 N2 C20 83.6(7) 6_556 .
O2 Zn1 N2 C20 -28.8(7) . .
O1W Zn1 N2 C20 -115.6(7) . .
N1 Zn1 N2 C20 173.1(7) . .
O3 Zn1 N2 C16 -91.1(5) 6_556 .
O2 Zn1 N2 C16 156.4(5) . .
O1W Zn1 N2 C16 69.7(5) . .
N1 Zn1 N2 C16 -1.6(5) . .
Zn1 O2 C1 O1 5.8(10) . .
Zn1 O2 C1 C3 -172.8(4) . .
Zn1 O3 C2 O4 4.5(9) 6 .
Zn1 O3 C2 C7 -177.0(4) 6 .
O1 C1 C3 C8 12.2(8) . .
O2 C1 C3 C8 -169.1(5) . .
O1 C1 C3 C4 -163.6(6) . .
O2 C1 C3 C4 15.1(8) . .
C8 C3 C4 C5 -1.8(9) . .
C1 C3 C4 C5 174.1(5) . .
C3 C4 C5 C6 0.5(9) . .
C3 C4 C5 I1 -175.8(4) . .
C4 C5 C6 C7 1.7(10) . .
I1 C5 C6 C7 178.1(4) . .
C5 C6 C7 C8 -2.6(9) . .
C5 C6 C7 C2 176.9(6) . .
O4 C2 C7 C6 -12.1(9) . .
O3 C2 C7 C6 169.3(6) . .
O4 C2 C7 C8 167.4(6) . .
O3 C2 C7 C8 -11.2(9) . .
C6 C7 C8 C3 1.3(8) . .
C2 C7 C8 C3 -178.2(5) . .
C4 C3 C8 C7 0.9(8) . .
C1 C3 C8 C7 -174.9(5) . .
C13 N1 C9 C10 0.5(11) . .
Zn1 N1 C9 C10 179.9(7) . .
N1 C9 C10 C11 0.3(15) . .
C9 C10 C11 C12 -1.7(15) . .
C10 C11 C12 C13 2.2(13) . .
C10 C11 C12 C14 -176.9(8) . .
C9 N1 C13 C12 0.1(9) . .
Zn1 N1 C13 C12 -179.4(5) . .
C9 N1 C13 C16 178.4(6) . .
Zn1 N1 C13 C16 -1.1(6) . .
C11 C12 C13 N1 -1.4(10) . .
C14 C12 C13 N1 177.8(6) . .
C11 C12 C13 C16 -179.7(7) . .
C14 C12 C13 C16 -0.5(9) . .
C11 C12 C14 C15 179.4(9) . .
C13 C12 C14 C15 0.3(11) . .
C12 C14 C15 C17 -0.6(12) . .
C20 N2 C16 C17 3.5(11) . .
Zn1 N2 C16 C17 178.5(5) . .
C20 N2 C16 C13 -173.5(7) . .
Zn1 N2 C16 C13 1.6(8) . .
N1 C13 C16 N2 -0.3(8) . .
C12 C13 C16 N2 178.1(6) . .
N1 C13 C16 C17 -177.3(6) . .
C12 C13 C16 C17 1.1(9) . .
N2 C16 C17 C18 -2.0(11) . .
C13 C16 C17 C18 174.9(7) . .
N2 C16 C17 C15 -178.3(7) . .
C13 C16 C17 C15 -1.4(10) . .
C14 C15 C17 C18 -174.8(9) . .
C14 C15 C17 C16 1.2(12) . .
C16 C17 C18 C19 -1.1(14) . .
C15 C17 C18 C19 175.0(9) . .
C17 C18 C19 C20 2.6(17) . .
C16 N2 C20 C19 -1.8(14) . .
Zn1 N2 C20 C19 -176.4(8) . .
C18 C19 C20 N2 -1.2(17) . .
