#------------------------------------------------------------------------------
#$Date: 2015-07-08 22:48:37 +0300 (Wed, 08 Jul 2015) $
#$Revision: 141316 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/32/4513211.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_4513211
loop_
_publ_author_name
'Erer, Hakan'
'Yeşilel, Okan Zafer'
'Arıcı, Mürsel'
_publ_section_title
;
 A Series of Zinc(II) 3D → 3D Interpenetrated Coordination
 Polymers Based On Thiophene-2,5-dicarboxylate and Bis(Imidazole)
 Derivative Linkers
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3201
_journal_paper_doi               10.1021/acs.cgd.5b00276
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C16 H15 N2 O4 S Zn'
_chemical_formula_sum            'C16 H15 N2 O4 S Zn'
_chemical_formula_weight         396.74
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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_date             2015-01-22
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.93
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.151
_cell_length_b                   13.086
_cell_length_c                   13.062
_cell_measurement_reflns_used    8016
_cell_measurement_temperature    145(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.21
_cell_volume                     1728.685
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      145(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker APEX II QUAZAR three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer QUAZAR mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            28934
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.21
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.563
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.225
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.064
_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     219
_refine_ls_number_reflns         3946
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0252
_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)+(0.0344P)²+1.6392P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0690
_refine_ls_wR_factor_ref         0.0701
_reflns_number_gt                3675
_reflns_number_total             3946
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00276_si_002.cif
_cod_data_source_block           6_HE1818
_cod_depositor_comments
'Adding full bibliography for 4513206--4513212.cif.'
_cod_original_cell_volume        1728.7
_cod_database_code               4513211
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_calc_flag
_atom_site_refinement_flags_posn
Zn1 Zn 0.117388(18) 0.968162(14) 0.936137(14) 0.01294(7) Uani 1 d .
S1 S 0.17938(4) 1.28294(3) 1.24541(3) 0.01764(10) Uani 1 d .
N1 N 0.27761(15) 0.95461(11) 0.85533(11) 0.0166(3) Uani 1 d .
O3 O 0.18940(13) 0.90289(12) 1.07439(10) 0.0283(3) Uani 1 d .
O2 O -0.00388(13) 0.84730(10) 0.90264(11) 0.0243(3) Uani 1 d .
N2 N 0.44432(15) 0.91476(12) 0.76669(12) 0.0217(3) Uani 1 d .
O4 O 0.17065(14) 1.10633(11) 1.00554(11) 0.0286(3) Uani 1 d .
C14 C 0.50783(18) 0.94155(14) 0.58951(14) 0.0205(4) Uani 1 d .
C1 C 0.12014(17) 1.15897(13) 1.07205(13) 0.0163(3) Uani 1 d .
C8 C 0.49437(19) 0.97646(16) 0.84567(15) 0.0249(4) Uani 1 d .
H8 H 0.5817 0.9973 0.8592 0.030 Uiso 1 calc R
C2 C 0.20971(17) 1.23534(13) 1.12670(13) 0.0167(3) Uani 1 d .
O1 O -0.01453(15) 1.05101(11) 0.84325(11) 0.0283(3) Uani 1 d .
C5 C 0.32501(17) 1.35081(13) 1.25375(13) 0.0163(3) Uani 1 d .
C13 C 0.5214(2) 0.87625(16) 0.68519(15) 0.0283(4) Uani 1 d .
H13A H 0.4928 0.8073 0.6675 0.034 Uiso 1 calc R
H13B H 0.6139 0.8732 0.7108 0.034 Uiso 1 calc R
C6 C 0.12330(17) 0.90572(13) 1.15139(13) 0.0172(3) Uani 1 d .
C3 C 0.32596(18) 1.27127(14) 1.09541(14) 0.0213(4) Uani 1 d .
H3 H 0.3585 1.2534 1.0334 0.026 Uiso 1 calc R
C4 C 0.39138(19) 1.33862(15) 1.16752(14) 0.0222(4) Uani 1 d .
H4 H 0.4708 1.3711 1.1576 0.027 Uiso 1 calc R
C7 C 0.39131(18) 1.00077(15) 0.89968(14) 0.0204(4) Uani 1 d .
H7 H 0.3959 1.0422 0.9578 0.024 Uiso 1 calc R
C9 C 0.31292(18) 0.90351(14) 0.77351(13) 0.0192(3) Uani 1 d .
C16 C 0.4530(2) 1.03855(15) 0.58811(15) 0.0268(4) Uani 1 d .
H16 H 0.4211 1.0648 0.6474 0.032 Uiso 1 calc R
C15 C 0.5547(2) 0.90340(15) 0.50070(15) 0.0261(4) Uani 1 d .
H15 H 0.5917 0.8384 0.5007 0.031 Uiso 1 calc R
C12 C 0.2008(2) 0.73623(17) 0.7422(2) 0.0424(6) Uani 1 d .
H12C H 0.1554 0.7437 0.8033 0.064 Uiso 1 calc GR
H12B H 0.2832 0.7015 0.7587 0.064 Uiso 1 calc GR
H12A H 0.1472 0.6972 0.6923 0.064 Uiso 1 calc GR
C11 C 0.1010(2) 0.8978(2) 0.66076(17) 0.0384(5) Uani 1 d .
H11A H 0.0491 0.8558 0.6123 0.058 Uiso 1 calc GR
H11B H 0.1234 0.9604 0.6282 0.058 Uiso 1 calc GR
H11C H 0.0510 0.9127 0.7181 0.058 Uiso 1 calc GR
C10 C 0.2273(2) 0.84114(16) 0.69841(16) 0.0288(4) Uani 1 d .
H10 H 0.2774 0.8303 0.6384 0.035 Uiso 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 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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
N1 Zn1 Zn1 169.47(4) . 3_577
N1 Zn1 O3 100.34(6) . .
N1 Zn1 O2 108.63(6) . .
N1 Zn1 O4 96.52(6) . .
N1 Zn1 O1 104.63(6) . .
O3 Zn1 Zn1 82.72(4) . 3_577
O3 Zn1 O4 85.37(6) . .
O2 Zn1 Zn1 81.21(4) . 3_577
O2 Zn1 O3 91.64(6) . .
O2 Zn1 O4 154.79(5) . .
O2 Zn1 O1 86.04(6) . .
O4 Zn1 Zn1 73.58(4) . 3_577
O1 Zn1 Zn1 71.66(4) . 3_577
O1 Zn1 O3 154.33(6) . .
O1 Zn1 O4 85.97(6) . .
C5 S1 C2 91.41(8) . .
C7 N1 Zn1 114.98(12) . .
C9 N1 Zn1 138.17(13) . .
C9 N1 C7 106.37(15) . .
C6 O3 Zn1 120.83(12) . .
C1 O2 Zn1 124.12(11) 3_577 .
C8 N2 C13 124.23(17) . .
C9 N2 C8 108.54(15) . .
C9 N2 C13 127.04(17) . .
C1 O4 Zn1 132.54(12) . .
C16 C14 C13 122.50(17) . .
C15 C14 C13 118.41(17) . .
C15 C14 C16 119.07(18) . .
O2 C1 C2 117.78(15) 3_577 .
O4 C1 O2 126.64(16) . 3_577
O4 C1 C2 115.57(15) . .
N2 C8 H8 126.9 . .
C7 C8 N2 106.15(17) . .
C7 C8 H8 126.9 . .
C1 C2 S1 121.63(13) . .
C3 C2 S1 111.76(13) . .
C3 C2 C1 126.49(16) . .
C6 O1 Zn1 138.28(13) 3_577 .
C6 C5 S1 122.79(13) 2_557 .
C4 C5 S1 111.61(13) . .
C4 C5 C6 125.27(16) . 2_557
N2 C13 C14 112.98(15) . .
N2 C13 H13A 109.0 . .
N2 C13 H13B 109.0 . .
C14 C13 H13A 109.0 . .
C14 C13 H13B 109.0 . .
H13A C13 H13B 107.8 . .
O3 C6 C5 118.54(16) . 2_547
O1 C6 O3 126.45(16) 3_577 .
O1 C6 C5 114.99(16) 3_577 2_547
C2 C3 H3 123.7 . .
C2 C3 C4 112.58(16) . .
C4 C3 H3 123.7 . .
C5 C4 C3 112.60(16) . .
C5 C4 H4 123.7 . .
C3 C4 H4 123.7 . .
N1 C7 H7 125.2 . .
C8 C7 N1 109.52(17) . .
C8 C7 H7 125.2 . .
N1 C9 N2 109.40(16) . .
N1 C9 C10 128.13(17) . .
N2 C9 C10 122.47(16) . .
C14 C16 H16 119.7 . .
C15 C16 C14 120.54(18) 3_676 .
C15 C16 H16 119.7 3_676 .
C14 C15 H15 119.8 . .
C16 C15 C14 120.39(18) 3_676 .
C16 C15 H15 119.8 3_676 .
H12C C12 H12B 109.5 . .
H12C C12 H12A 109.5 . .
H12B C12 H12A 109.5 . .
C10 C12 H12C 109.5 . .
C10 C12 H12B 109.5 . .
C10 C12 H12A 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
C9 C10 C12 110.95(18) . .
C9 C10 C11 111.79(17) . .
C9 C10 H10 106.9 . .
C12 C10 C11 112.9(2) . .
C12 C10 H10 106.9 . .
C11 C10 H10 106.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 Zn1 3.1369(4) 3_577
Zn1 N1 2.0213(15) .
Zn1 O3 2.0733(13) .
Zn1 O2 2.0287(13) .
Zn1 O4 2.0735(13) .
Zn1 O1 2.0400(13) .
S1 C2 1.7232(17) .
S1 C5 1.7200(17) .
N1 C7 1.385(2) .
N1 C9 1.335(2) .
O3 C6 1.257(2) .
O2 C1 1.255(2) 3_577
N2 C8 1.373(3) .
N2 C13 1.464(2) .
N2 C9 1.352(2) .
O4 C1 1.252(2) .
C14 C13 1.510(3) .
C14 C16 1.386(3) .
C14 C15 1.385(3) .
C1 O2 1.255(2) 3_577
C1 C2 1.491(2) .
C8 H8 0.9300 .
C8 C7 1.349(3) .
C2 C3 1.365(2) .
O1 C6 1.248(2) 3_577
C5 C6 1.488(2) 2_557
C5 C4 1.370(3) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C6 O1 1.248(2) 3_577
C6 C5 1.488(2) 2_547
C3 H3 0.9300 .
C3 C4 1.413(2) .
C4 H4 0.9300 .
C7 H7 0.9300 .
C9 C10 1.496(3) .
C16 H16 0.9300 .
C16 C15 1.383(3) 3_676
C15 C16 1.383(3) 3_676
C15 H15 0.9300 .
C12 H12C 0.9600 .
C12 H12B 0.9600 .
C12 H12A 0.9600 .
C12 C10 1.520(3) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C11 C10 1.526(3) .
C10 H10 0.9800 .
