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#$Date: 2017-05-05 00:30:04 +0300 (Fri, 05 May 2017) $
#$Revision: 196103 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/40/4514092.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_4514092
loop_
_publ_author_name
'Zhao, Yang'
'Xu, Xiaoyue'
'Qiu, Ling'
'Kang, Xiaojing'
'Wen, Lili'
'Zhang, Bingguang'
_publ_section_title
;
 Metal-Organic Frameworks Constructed from a New Thiophene-Functionalized
 Dicarboxylate: Luminescence Sensing and Pesticide Removal.
;
_journal_issue                   17
_journal_name_full               'ACS applied materials & interfaces'
_journal_page_first              15164
_journal_paper_doi               10.1021/acsami.6b11797
_journal_volume                  9
_journal_year                    2017
_chemical_formula_moiety         'C22 H18 N4 O4 S2 Zn, 0.4(H4 O2), 1.2(H2 O)'
_chemical_formula_sum            'C22 H22 N4 O6 S2 Zn'
_chemical_formula_weight         567.92
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 99.608(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.404(7)
_cell_length_b                   14.181(7)
_cell_length_c                   9.304(3)
_cell_measurement_reflns_used    2115
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      25.32
_cell_measurement_theta_min      2.11
_cell_volume                     3175(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXTL (Bruker, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11991
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         1.667
_exptl_absorpt_coefficient_mu    0.940
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2008'
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_description       block
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3255
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.09P)²+1.99P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1448
_refine_ls_wR_factor_ref         0.1477
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2647
_reflns_number_total             3255
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            am6b11797_si_001.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 4514092--4514093.cif.'
_cod_database_code               4514092
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.792
_shelx_estimated_absorpt_t_max   0.820
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
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
C1 C 0.33388(13) 0.3226(2) 1.1452(4) 0.0479(7) Uani 1 1 d . U .
H1 H 0.3685 0.3334 1.1193 0.058 Uiso 1 1 calc R U .
C2 C 0.32268(13) 0.2513(2) 1.2245(4) 0.0481(8) Uani 1 1 d . U .
H2 H 0.3478 0.2071 1.2706 0.058 Uiso 1 1 calc R U .
C3 C 0.24785(14) 0.3323(2) 1.1594(4) 0.0492(8) Uani 1 1 d . . .
H3 H 0.2109 0.3510 1.1517 0.059 Uiso 1 1 calc R U .
C4 C 0.23401(15) 0.1954(3) 1.3090(4) 0.0527(8) Uani 1 1 d . . .
H4A H 0.1956 0.2153 1.2838 0.063 Uiso 1 1 calc R U .
H4B H 0.2361 0.1301 1.2791 0.063 Uiso 1 1 calc R U .
C5 C 0.25112(15) 0.2015(2) 1.4693(4) 0.0513(8) Uani 1 1 d . . .
H5A H 0.2888 0.1779 1.4944 0.062 Uiso 1 1 calc R U .
H5B H 0.2273 0.1606 1.5152 0.062 Uiso 1 1 calc R U .
C6 C 0.38223(17) 0.5000 0.8816(5) 0.0419(10) Uani 1 2 d S T P
C7 C 0.41524(18) 0.5000 0.7610(5) 0.0454(10) Uani 1 2 d S T P
C8 C 0.47544(17) 0.5000 0.7861(5) 0.0403(9) Uani 1 2 d S T P
H8 H 0.4990 0.5000 0.8757 0.048 Uiso 1 2 calc R U P
C9 C 0.49140(18) 0.5000 0.6438(5) 0.0436(10) Uani 1 2 d S T P
C10 C 0.44651(16) 0.5000 0.5286(5) 0.0386(9) Uani 1 2 d S T P
C11 C 0.54482(17) 0.5000 0.6169(4) 0.0398(9) Uani 1 2 d S T P
H11 H 0.5747 0.5000 0.6932 0.048 Uiso 1 2 calc R U P
C12 C 0.16600(19) 0.5000 0.8794(6) 0.0527(11) Uani 1 2 d S TU P
C13 C 0.11666(19) 0.5000 0.7594(6) 0.0505(11) Uani 1 2 d S T P
C14 C 0.05966(19) 0.5000 0.7833(6) 0.0525(11) Uani 1 2 d S T P
H14 H 0.0472 0.5000 0.8725 0.063 Uiso 1 2 calc R U P
C15 C 0.0259(2) 0.5000 0.6401(6) 0.0567(12) Uani 1 2 d S TU P
C16 C 0.05689(19) 0.5000 0.5290(4) 0.0499(11) Uani 1 2 d DS TU P
C17 C -0.0311(2) 0.5000 0.6158(4) 0.0605(14) Uani 1 2 d S T P
H17 H -0.0513 0.5000 0.6920 0.073 Uiso 1 2 calc R U P
N1 N 0.28734(11) 0.3811(2) 1.1035(3) 0.0492(6) Uani 1 1 d . U .
N2 N 0.26883(11) 0.2542(2) 1.2266(3) 0.0487(6) Uani 1 1 d . U .
O1 O 0.33035(13) 0.5000 0.8373(3) 0.0462(7) Uani 1 2 d S T P
O2 O 0.40651(12) 0.5000 1.0130(3) 0.0458(7) Uani 1 2 d S T P
O3 O 0.21161(12) 0.5000 0.8347(4) 0.0493(7) Uani 1 2 d S TU P
O4 O 0.15782(13) 0.5000 1.0106(4) 0.0509(8) Uani 1 2 d S TU P
O1WA O 1.0168(4) 0.7580(6) 0.7132(9) 0.065(2) Uani 0.3 1 d . . P
H1WB H 1.0141 0.7656 0.6216 0.098 Uiso 0.3 1 d R U P
H1WC H 1.0250 0.8103 0.7561 0.098 Uiso 0.3 1 d R U P
O1WB O 0.9294(4) 0.7348(6) 0.7799(9) 0.060(2) Uani 0.3 1 d . . P
H1WE H 0.9065 0.7152 0.7069 0.091 Uiso 0.3 1 d R U P
H1WF H 0.9320 0.6943 0.8481 0.091 Uiso 0.3 1 d R U P
O1WC O 0.1594(3) 0.5422(4) 0.3313(8) 0.0649(17) Uani 0.4 1 d . . P
H1WH H 0.1765 0.5205 0.4115 0.078 Uiso 0.4 1 d R U P
H1WA H 0.1749 0.5226 0.2617 0.097 Uiso 0.4 1 d R U P
S1 S 0.38390(4) 0.5000 0.58492(12) 0.0409(3) Uani 1 2 d S T P
S2 S 0.12671(5) 0.5000 0.58286(15) 0.0558(3) Uani 1 2 d S T P
Zn1 Zn 0.28140(2) 0.5000 0.99448(5) 0.0408(2) Uani 1 2 d S TU P
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'
S S 0.1246 0.1234 '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
C2 C1 N1 112.1(3) . .
C2 C1 H1 123.9 . .
N1 C1 H1 123.9 . .
C1 C2 N2 106.7(3) . .
C1 C2 H2 126.7 . .
N2 C2 H2 126.7 . .
N2 C3 N1 111.2(3) . .
N2 C3 H3 124.4 . .
N1 C3 H3 124.4 . .
C5 C4 N2 113.3(3) . .
C5 C4 H4A 108.9 . .
N2 C4 H4A 108.9 . .
C5 C4 H4B 108.9 . .
N2 C4 H4B 108.9 . .
H4A C4 H4B 107.7 . .
C4 C5 C5 114.6(4) . 7_558
C4 C5 H5A 108.6 . .
C5 C5 H5A 108.6 7_558 .
C4 C5 H5B 108.6 . .
C5 C5 H5B 108.6 7_558 .
H5A C5 H5B 107.6 . .
O1 C6 O2 126.6(4) . .
O1 C6 C7 113.2(4) . .
O2 C6 C7 120.3(4) . .
C8 C7 C6 122.7(4) . .
C8 C7 S1 116.1(3) . .
C6 C7 S1 121.2(3) . .
C9 C8 C7 105.9(4) . .
C9 C8 H8 127.1 . .
C7 C8 H8 127.1 . .
C11 C9 C10 120.5(4) . .
C11 C9 C8 125.5(4) . .
C10 C9 C8 114.0(4) . .
C9 C10 C11 120.9(4) . 5_666
C9 C10 S1 113.2(3) . .
C11 C10 S1 125.9(3) 5_666 .
C9 C11 C10 118.6(4) . 5_666
C9 C11 H11 120.7 . .
C10 C11 H11 120.7 5_666 .
O3 C12 O4 127.7(4) . .
O3 C12 C13 113.6(5) . .
O4 C12 C13 118.7(4) . .
C14 C13 C12 124.0(5) . .
C14 C13 S2 116.5(4) . .
C12 C13 S2 119.5(4) . .
C15 C14 C13 105.8(4) . .
C15 C14 H14 127.1 . .
C13 C14 H14 127.1 . .
C17 C15 C16 122.9(4) . .
C17 C15 C14 124.0(5) . .
C16 C15 C14 113.1(4) . .
C15 C16 C17 120.7(5) . 5_566
C15 C16 S2 115.4(3) . .
C17 C16 S2 123.9(4) 5_566 .
C15 C17 C16 116.3(5) . 5_566
C15 C17 H17 121.8 . .
C16 C17 H17 121.8 5_566 .
C3 N1 C1 100.7(3) . .
C3 N1 Zn1 129.8(2) . .
C1 N1 Zn1 129.5(2) . .
C2 N2 C3 109.0(3) . .
C2 N2 C4 130.2(3) . .
C3 N2 C4 120.0(3) . .
C6 O1 Zn1 116.2(3) . .
C12 O3 Zn1 115.7(3) . .
H1WB O1WA H1WC 109.5 . .
H1WE O1WB H1WF 109.5 . .
O1WC O1WC H1WH 68.7 6_565 .
O1WC O1WC H1WA 70.9 6_565 .
H1WH O1WC H1WA 109.5 . .
C7 S1 C10 90.8(2) . .
C16 S2 C13 89.2(2) . .
N1 Zn1 N1 118.64(16) . 6_565
N1 Zn1 O1 111.71(8) . .
N1 Zn1 O1 111.71(8) 6_565 .
N1 Zn1 O3 110.69(9) . .
N1 Zn1 O3 110.69(9) 6_565 .
O1 Zn1 O3 89.74(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.307(4) .
C1 N1 1.408(4) .
C1 H1 0.9300 .
C2 N2 1.318(4) .
C2 H2 0.9300 .
C3 N2 1.331(4) .
C3 N1 1.359(4) .
C3 H3 0.9300 .
C4 C5 1.483(5) .
C4 N2 1.491(4) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C5 1.493(7) 7_558
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 O1 1.264(5) .
C6 O2 1.267(5) .
C6 C7 1.487(6) .
C7 C8 1.449(6) .
C7 S1 1.688(5) .
C8 C9 1.441(6) .
C8 H8 0.9300 .
C9 C11 1.368(6) .
C9 C10 1.399(6) .
C10 C11 1.404(6) 5_666
C10 S1 1.696(4) .
C11 C10 1.404(6) 5_666
C11 H11 0.9300 .
C12 O3 1.252(6) .
C12 O4 1.269(6) .
C12 C13 1.499(6) .
C13 C14 1.445(7) .
C13 S2 1.700(6) .
C14 C15 1.444(7) .
C14 H14 0.9300 .
C15 C17 1.372(7) .
C15 C16 1.379(7) .
C16 C17 1.3886(11) 5_566
C16 S2 1.694(4) .
C17 C16 1.3886(11) 5_566
C17 H17 0.9300 .
N1 Zn1 1.960(3) .
O1 Zn1 2.037(3) .
O3 Zn1 2.065(3) .
O1WA H1WB 0.8500 .
O1WA H1WC 0.8500 .
O1WB H1WE 0.8499 .
O1WB H1WF 0.8500 .
O1WC O1WC 1.198(12) 6_565
O1WC H1WH 0.8499 .
O1WC H1WA 0.8500 .
Zn1 N1 1.960(3) 6_565
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
N1 C1 C2 N2 5.9(4) . .
N2 C4 C5 C5 59.6(5) . 7_558
O1 C6 C7 C8 180.000(1) . .
O2 C6 C7 C8 0.000(2) . .
O1 C6 C7 S1 0.000(1) . .
O2 C6 C7 S1 180.000(1) . .
C6 C7 C8 C9 180.000(1) . .
S1 C7 C8 C9 0.000(1) . .
C7 C8 C9 C11 180.000(1) . .
C7 C8 C9 C10 0.000(1) . .
C11 C9 C10 C11 0.000(1) . 5_666
C8 C9 C10 C11 180.000(1) . 5_666
C11 C9 C10 S1 180.000(1) . .
C8 C9 C10 S1 0.000(1) . .
C10 C9 C11 C10 0.000(1) . 5_666
C8 C9 C11 C10 180.000(1) . 5_666
O3 C12 C13 C14 180.000(1) . .
O4 C12 C13 C14 0.000(2) . .
O3 C12 C13 S2 0.000(1) . .
O4 C12 C13 S2 180.000(1) . .
C12 C13 C14 C15 180.000(1) . .
S2 C13 C14 C15 0.000(1) . .
C13 C14 C15 C17 180.000(1) . .
C13 C14 C15 C16 0.000(1) . .
C17 C15 C16 C17 0.000(1) . 5_566
C14 C15 C16 C17 180.000(1) . 5_566
C17 C15 C16 S2 180.000(1) . .
C14 C15 C16 S2 0.000(1) . .
C16 C15 C17 C16 0.000(1) . 5_566
C14 C15 C17 C16 180.000(1) . 5_566
N2 C3 N1 C1 0.2(4) . .
N2 C3 N1 Zn1 -179.9(2) . .
C2 C1 N1 C3 -3.8(4) . .
C2 C1 N1 Zn1 176.4(2) . .
C1 C2 N2 C3 -5.6(4) . .
C1 C2 N2 C4 -174.6(3) . .
N1 C3 N2 C2 3.3(4) . .
N1 C3 N2 C4 173.7(3) . .
C5 C4 N2 C2 59.9(5) . .
C5 C4 N2 C3 -108.2(4) . .
O2 C6 O1 Zn1 0.000(1) . .
C7 C6 O1 Zn1 180.000(1) . .
O4 C12 O3 Zn1 0.000(1) . .
C13 C12 O3 Zn1 180.000(1) . .
C8 C7 S1 C10 0.000(1) . .
C6 C7 S1 C10 180.000(1) . .
C9 C10 S1 C7 0.000(1) . .
C11 C10 S1 C7 180.000(1) 5_666 .
C15 C16 S2 C13 0.000(1) . .
C17 C16 S2 C13 180.000(1) 5_566 .
C14 C13 S2 C16 0.000(1) . .
C12 C13 S2 C16 180.000(1) . .
