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#$Date: 2021-12-09 11:23:30 +0100 (jue 09 de dic de 2021) $
#$Revision: 271306 $
#$URL: svn://www.crystallography.net/cod/cif/1/56/56/1565631.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_1565631
loop_
_publ_author_name
'Sánchez-Férez, Francisco'
'Pou, Roger'
'Bayés-García, Laura'
'Font-Bardia, Mercè'
'Pons, Josefina'
'Ayllón, José A.'
_publ_section_title
;
 Benzoate substituents effects on the structure of Zn(II) complexes and 1D
 4,4′-bipyridine derived coordination polymers
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119218
_journal_paper_doi               10.1016/j.ica.2019.119218
_journal_volume                  500
_journal_year                    2020
_chemical_formula_moiety         'C24 H18 N2 O8 Zn, 2(C2 H6 O S)'
_chemical_formula_sum            'C28 H30 N2 O10 S2 Zn'
_chemical_formula_weight         684.03
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2012
_cell_angle_alpha                90
_cell_angle_beta                 108.253(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.2419(7)
_cell_length_b                   7.7558(4)
_cell_length_c                   15.6016(7)
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.63
_cell_volume                     1521.68(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'XT-2014 (Sheldrick 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0796
_diffrn_reflns_av_unetI/netI     0.0647
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            51755
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.583
_diffrn_reflns_theta_min         2.626
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    1.003
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7051
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_description       needle
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.172
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.481(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     393
_refine_ls_number_reflns         8393
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0204P)²+1.1650P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0612
_refine_ls_wR_factor_ref         0.0759
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_full    0.884
_reflns_Friedel_fraction_max     0.800
_reflns_number_gt                6456
_reflns_number_total             8393
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cifcompound3.cif
_cod_data_source_block           mo_C20VB108A_0m_b
_cod_original_sg_symbol_H-M      'P c'
_cod_database_code               1565631
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2012-9
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.48862(4) 0.51259(4) 0.41154(3) 0.00959(9) Uani 1 1 d . . . . .
O1 O 0.6002(3) 0.6487(4) 0.3883(2) 0.0171(7) Uani 1 1 d . . . . .
O2 O 0.6598(3) 0.6931(4) 0.5365(2) 0.0169(7) Uani 1 1 d . . . . .
O3 O 0.7776(3) 1.0700(4) 0.2486(2) 0.0257(8) Uani 1 1 d . . . . .
H3A H 0.8107 1.1610 0.2453 0.038 Uiso 1 1 calc R U . . .
O4 O 0.9187(2) 1.1826(4) 0.5678(2) 0.0237(7) Uani 1 1 d . . . . .
H4O H 0.9455 1.2676 0.5496 0.028 Uiso 1 1 calc R U . . .
O5 O 0.3838(3) 0.6599(4) 0.4405(2) 0.0195(7) Uani 1 1 d . . . . .
O6 O 0.3302(3) 0.6738(4) 0.2912(2) 0.0194(7) Uani 1 1 d . . . . .
O7 O 0.1997(3) 1.1377(4) 0.5428(2) 0.0285(8) Uani 1 1 d . . . . .
H7O H 0.1570 1.2201 0.5379 0.034 Uiso 1 1 calc R U . . .
O8 O 0.0537(3) 1.1379(4) 0.2179(2) 0.0257(7) Uani 1 1 d . . . . .
H8O H 0.0125 1.2114 0.2284 0.031 Uiso 1 1 calc R U . . .
N1 N 0.5072(3) 0.3358(5) 0.5129(2) 0.0103(7) Uani 1 1 d . . . . .
N2 N 0.4731(3) -0.3324(5) 0.8112(2) 0.0111(8) Uani 1 1 d . . . . .
C1 C 0.6590(4) 0.7260(6) 0.4589(3) 0.0123(9) Uani 1 1 d . . . . .
C2 C 0.7277(3) 0.8676(6) 0.4415(3) 0.0111(8) Uani 1 1 d . . . . .
C3 C 0.7228(4) 0.9065(6) 0.3530(3) 0.0138(9) Uani 1 1 d . . . . .
H3 H 0.6773 0.8427 0.3041 0.017 Uiso 1 1 calc R U . . .
C4 C 0.7848(4) 1.0392(5) 0.3370(3) 0.0158(9) Uani 1 1 d . . . . .
C5 C 0.8505(3) 1.1344(6) 0.4081(3) 0.0155(9) Uani 1 1 d . . . . .
H5 H 0.8921 1.2261 0.3967 0.019 Uiso 1 1 calc R U . . .
C6 C 0.8552(4) 1.0947(5) 0.4959(3) 0.0149(9) Uani 1 1 d . . . . .
C7 C 0.7954(4) 0.9608(6) 0.5138(3) 0.0104(9) Uani 1 1 d . . . . .
H7 H 0.8001 0.9327 0.5742 0.013 Uiso 1 1 calc R U . . .
C8 C 0.3257(4) 0.7246(6) 0.3655(3) 0.0138(9) Uani 1 1 d . . . . .
C9 C 0.2540(4) 0.8711(6) 0.3716(3) 0.0112(9) Uani 1 1 d . . . . .
C10 C 0.2592(3) 0.9393(6) 0.4552(3) 0.0143(9) Uani 1 1 d . . . . .
H10 H 0.3069 0.8922 0.5089 0.017 Uiso 1 1 calc R U . . .
C11 C 0.1934(4) 1.0783(6) 0.4595(3) 0.0168(9) Uani 1 1 d . . . . .
C12 C 0.1247(4) 1.1466(6) 0.3805(3) 0.0172(9) Uani 1 1 d . . . . .
H12 H 0.0805 1.2417 0.3830 0.021 Uiso 1 1 calc R U . . .
C13 C 0.1207(4) 1.0758(6) 0.2981(3) 0.0166(9) Uani 1 1 d . . . . .
C14 C 0.1864(4) 0.9382(5) 0.2925(3) 0.0131(8) Uani 1 1 d . . . . .
H14 H 0.1845 0.8919 0.2356 0.016 Uiso 1 1 calc R U . . .
C15 C 0.4525(4) 0.3570(6) 0.5716(3) 0.0159(10) Uani 1 1 d . . . . .
H15 H 0.4161 0.4628 0.5710 0.019 Uiso 1 1 calc R U . . .
C16 C 0.4469(4) 0.2324(6) 0.6325(3) 0.0164(10) Uani 1 1 d . . . . .
H16 H 0.4092 0.2539 0.6741 0.020 Uiso 1 1 calc R U . . .
C17 C 0.4968(3) 0.0748(6) 0.6329(3) 0.0095(8) Uani 1 1 d . . . . .
C18 C 0.5569(4) 0.0555(6) 0.5744(3) 0.0137(10) Uani 1 1 d . . . . .
H18 H 0.5959 -0.0476 0.5752 0.016 Uiso 1 1 calc R U . . .
C19 C 0.5596(4) 0.1864(6) 0.5158(3) 0.0127(9) Uani 1 1 d . . . . .
H19 H 0.6001 0.1707 0.4757 0.015 Uiso 1 1 calc R U . . .
C20 C 0.4864(4) -0.0686(6) 0.6929(3) 0.0106(9) Uani 1 1 d . . . . .
C21 C 0.4216(4) -0.0534(6) 0.7472(3) 0.0150(10) Uani 1 1 d . . . . .
H21 H 0.3808 0.0482 0.7450 0.018 Uiso 1 1 calc R U . . .
C22 C 0.4167(4) -0.1863(6) 0.8047(3) 0.0150(10) Uani 1 1 d . . . . .
H22 H 0.3716 -0.1739 0.8411 0.018 Uiso 1 1 calc R U . . .
C23 C 0.5322(4) -0.3495(6) 0.7568(3) 0.0179(10) Uani 1 1 d . . . . .
H23 H 0.5705 -0.4539 0.7593 0.022 Uiso 1 1 calc R U . . .
C24 C 0.5408(4) -0.2234(6) 0.6965(3) 0.0191(10) Uani 1 1 d . . . . .
H24 H 0.5832 -0.2424 0.6582 0.023 Uiso 1 1 calc R U . . .
S1 S 0.08011(9) 1.56401(14) 0.59117(9) 0.0217(2) Uani 1 1 d . . . . .
O9 O 0.0600(3) 1.4053(4) 0.5301(2) 0.0282(8) Uani 1 1 d . . . . .
C25 C 0.2185(4) 1.6046(7) 0.6203(4) 0.0272(12) Uani 1 1 d . . . . .
H25A H 0.2400 1.6039 0.5656 0.041 Uiso 1 1 calc R U . . .
H25B H 0.2576 1.5149 0.6618 0.041 Uiso 1 1 calc R U . . .
H25C H 0.2345 1.7175 0.6497 0.041 Uiso 1 1 calc R U . . .
C26 C 0.0344(4) 1.7414(6) 0.5172(3) 0.0292(11) Uani 1 1 d . . . . .
H26A H 0.0699 1.7410 0.4707 0.044 Uiso 1 1 calc R U . . .
H26B H 0.0507 1.8492 0.5516 0.044 Uiso 1 1 calc R U . . .
H26C H -0.0426 1.7320 0.4885 0.044 Uiso 1 1 calc R U . . .
S2 S 0.88157(8) 1.51251(13) 0.18720(7) 0.0173(2) Uani 1 1 d . . . . .
O10 O 0.9012(2) 1.3454(4) 0.2411(2) 0.0249(7) Uani 1 1 d . . . . .
C27 C 0.7572(4) 1.5894(7) 0.1922(3) 0.0243(12) Uani 1 1 d . . . . .
H27A H 0.7489 1.7110 0.1742 0.036 Uiso 1 1 calc R U . . .
H27B H 0.7544 1.5779 0.2539 0.036 Uiso 1 1 calc R U . . .
H27C H 0.6996 1.5219 0.1511 0.036 Uiso 1 1 calc R U . . .
C28 C 0.9646(4) 1.6650(7) 0.2620(3) 0.0379(13) Uani 1 1 d . . . . .
H28A H 0.9530 1.7796 0.2341 0.057 Uiso 1 1 calc R U . . .
H28B H 1.0393 1.6320 0.2743 0.057 Uiso 1 1 calc R U . . .
H28C H 0.9474 1.6674 0.3186 0.057 Uiso 1 1 calc R U . . .
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'
S S 0.1246 0.1234 '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 Zn1 O5 111.25(10) . .
O1 Zn1 N1 126.44(15) . .
O5 Zn1 N1 97.74(14) . .
O1 Zn1 N2 97.32(14) . 2_554
O5 Zn1 N2 131.48(15) . 2_554
N1 Zn1 N2 95.28(10) . 2_554
C1 O1 Zn1 112.8(3) . .
C4 O3 H3A 109.5 . .
C6 O4 H4O 109.5 . .
C8 O5 Zn1 106.4(3) . .
C11 O7 H7O 109.5 . .
C13 O8 H8O 109.5 . .
C15 N1 C19 117.8(4) . .
C15 N1 Zn1 119.0(3) . .
C19 N1 Zn1 122.5(3) . .
C23 N2 C22 117.4(4) . .
C23 N2 Zn1 118.6(3) . 2
C22 N2 Zn1 123.4(3) . 2
O2 C1 O1 124.3(4) . .
O2 C1 C2 120.5(4) . .
O1 C1 C2 115.2(4) . .
C3 C2 C7 120.3(4) . .
C3 C2 C1 119.5(4) . .
C7 C2 C1 120.2(4) . .
C4 C3 C2 119.5(4) . .
C4 C3 H3 120.3 . .
C2 C3 H3 120.3 . .
O3 C4 C3 116.8(4) . .
O3 C4 C5 122.6(4) . .
C3 C4 C5 120.5(4) . .
C6 C5 C4 119.7(4) . .
C6 C5 H5 120.2 . .
C4 C5 H5 120.2 . .
O4 C6 C5 122.0(4) . .
O4 C6 C7 117.1(4) . .
C5 C6 C7 120.9(4) . .
C6 C7 C2 119.1(4) . .
C6 C7 H7 120.4 . .
C2 C7 H7 120.4 . .
O6 C8 O5 122.5(4) . .
O6 C8 C9 120.9(4) . .
O5 C8 C9 116.6(4) . .
C14 C9 C10 121.6(4) . .
C14 C9 C8 118.3(4) . .
C10 C9 C8 120.0(4) . .
C9 C10 C11 119.3(4) . .
C9 C10 H10 120.4 . .
C11 C10 H10 120.4 . .
O7 C11 C12 123.2(4) . .
O7 C11 C10 117.1(4) . .
C12 C11 C10 119.7(4) . .
C13 C12 C11 119.9(4) . .
C13 C12 H12 120.1 . .
C11 C12 H12 120.1 . .
O8 C13 C12 122.2(4) . .
O8 C13 C14 116.6(4) . .
C12 C13 C14 121.2(4) . .
C9 C14 C13 118.3(4) . .
C9 C14 H14 120.8 . .
C13 C14 H14 120.8 . .
N1 C15 C16 122.9(4) . .
N1 C15 H15 118.6 . .
C16 C15 H15 118.6 . .
C15 C16 C17 119.6(4) . .
C15 C16 H16 120.2 . .
C17 C16 H16 120.2 . .
C16 C17 C18 117.4(4) . .
C16 C17 C20 121.6(3) . .
C18 C17 C20 121.0(3) . .
C19 C18 C17 119.7(4) . .
C19 C18 H18 120.1 . .
C17 C18 H18 120.1 . .
N1 C19 C18 122.5(4) . .
N1 C19 H19 118.8 . .
C18 C19 H19 118.8 . .
C21 C20 C24 117.4(4) . .
C21 C20 C17 121.2(4) . .
C24 C20 C17 121.4(3) . .
C22 C21 C20 119.9(4) . .
C22 C21 H21 120.1 . .
C20 C21 H21 120.1 . .
N2 C22 C21 122.7(4) . .
N2 C22 H22 118.7 . .
C21 C22 H22 118.7 . .
N2 C23 C24 123.6(4) . .
N2 C23 H23 118.2 . .
C24 C23 H23 118.2 . .
C23 C24 C20 119.0(4) . .
C23 C24 H24 120.5 . .
C20 C24 H24 120.5 . .
O9 S1 C25 105.5(2) . .
O9 S1 C26 105.2(2) . .
C25 S1 C26 98.3(2) . .
S1 C25 H25A 109.5 . .
S1 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
S1 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
S1 C26 H26A 109.5 . .
S1 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
S1 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
O10 S2 C27 105.2(2) . .
O10 S2 C28 103.9(2) . .
C27 S2 C28 98.0(3) . .
S2 C27 H27A 109.5 . .
S2 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
S2 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
S2 C28 H28A 109.5 . .
S2 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
S2 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.940(3) .
Zn1 O5 1.957(3) .
Zn1 N1 2.049(3) .
Zn1 N2 2.060(4) 2_554
O1 C1 1.281(5) .
O2 C1 1.235(5) .
O3 C4 1.373(5) .
O3 H3A 0.8400 .
O4 C6 1.356(5) .
O4 H4O 0.8400 .
O5 C8 1.284(6) .
O6 C8 1.242(5) .
O7 C11 1.357(5) .
O7 H7O 0.8400 .
O8 C13 1.374(5) .
O8 H8O 0.8400 .
N1 C15 1.344(5) .
N1 C19 1.344(5) .
N2 C23 1.329(6) .
N2 C22 1.343(6) .
N2 Zn1 2.060(4) 2
C1 C2 1.504(6) .
C2 C3 1.395(6) .
C2 C7 1.401(7) .
C3 C4 1.388(6) .
C3 H3 0.9500 .
C4 C5 1.389(6) .
C5 C6 1.386(6) .
C5 H5 0.9500 .
C6 C7 1.387(6) .
C7 H7 0.9500 .
C8 C9 1.503(6) .
C9 C14 1.379(7) .
C9 C10 1.390(6) .
C10 C11 1.401(6) .
C10 H10 0.9500 .
C11 C12 1.388(6) .
C12 C13 1.383(6) .
C12 H12 0.9500 .
C13 C14 1.397(6) .
C14 H14 0.9500 .
C15 C16 1.373(6) .
C15 H15 0.9500 .
C16 C17 1.388(6) .
C16 H16 0.9500 .
C17 C18 1.394(6) .
C17 C20 1.487(4) .
C18 C19 1.375(6) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C20 C21 1.387(6) .
C20 C24 1.393(6) .
C21 C22 1.381(6) .
C21 H21 0.9500 .
C22 H22 0.9500 .
C23 C24 1.386(6) .
C23 H23 0.9500 .
C24 H24 0.9500 .
S1 O9 1.527(3) .
S1 C25 1.773(5) .
S1 C26 1.776(5) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
S2 O10 1.522(3) .
S2 C27 1.776(5) .
S2 C28 1.779(5) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
