#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/82/2018243.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2018243
loop_
_publ_author_name
'Zhang, Ming-Xing'
'Jiao, Xiao-Yan'
'Chen, Xin'
'Huang, Kun-Lin'
_publ_section_title
;
 A binuclear zinc polymer with paddlewheel building units and intersecting
 helical chains based on a flexible 4-[(carboxymethyl)sulfanyl]benzoic
 acid ligand
;
_journal_coeditor_code           EM3043
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m324
_journal_page_last               m326
_journal_paper_doi               10.1107/S0108270111032811
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Zn (C9 H6 O4 S) (C3 H7 N O)]'
_chemical_formula_moiety         'C12 H13 N O5 S Zn'
_chemical_formula_sum            'C12 H13 N O5 S Zn'
_chemical_formula_weight         348.66
_chemical_name_systematic
;
poly[{μ₄-4-[(carboxyatomethyl)sulfanyl]benzoato}(N,N-
dimethylformamide)zinc]
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 97.014(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.873(3)
_cell_length_b                   10.225(3)
_cell_length_c                   17.006(6)
_cell_measurement_reflns_used    2096
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.768
_cell_measurement_theta_min      2.168
_cell_volume                     1358.8(8)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics
'DIAMOND (Brandenburg, 2008) and ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5851
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    1.978
_exptl_absorpt_correction_T_max  0.6481
_exptl_absorpt_correction_T_min  0.5443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.495
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2402
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0468P)²+0.3590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0907
_reflns_number_gt                1855
_reflns_number_total             2402
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            em3043.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_cell_volume        1358.7(8)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2018243
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Zn Zn1 0.44726(5) 0.98040(4) 0.07850(2) 0.02767(15) Uani d . 1 1
N N1 0.3960(4) 0.7560(3) 0.27221(18) 0.0398(8) Uani d . 1 1
O O1 0.3840(4) 0.8147(2) 0.01288(16) 0.0459(7) Uani d . 1 1
O O2 0.4537(3) 0.8424(2) -0.10938(16) 0.0428(7) Uani d . 1 1
O O3 0.2300(3) 1.0709(3) 0.02693(15) 0.0388(6) Uani d . 1 1
O O4 0.3076(3) 1.0928(3) -0.09457(15) 0.0415(7) Uani d . 1 1
O O5 0.3739(3) 0.9127(3) 0.17854(14) 0.0350(6) Uani d . 1 1
S S1 0.02332(13) 1.27397(10) -0.15567(6) 0.0387(3) Uani d . 1 1
C C1 0.3909(5) 0.7776(4) -0.0567(2) 0.0347(9) Uani d . 1 1
C C2 0.3150(5) 0.6466(3) -0.0796(2) 0.0320(9) Uani d . 1 1
C C3 0.2695(6) 0.5616(4) -0.0231(2) 0.0465(11) Uani d . 1 1
H H3 0.2935 0.5838 0.0302 0.056 Uiso calc R 1 1
C C4 0.1891(6) 0.4441(4) -0.0433(2) 0.0451(11) Uani d . 1 1
H H4 0.1617 0.3875 -0.0039 0.054 Uiso calc R 1 1
C C5 0.1495(4) 0.4109(3) -0.1225(2) 0.0302(8) Uani d . 1 1
C C6 0.2003(5) 0.4932(4) -0.1797(2) 0.0349(9) Uani d . 1 1
H H6 0.1786 0.4700 -0.2329 0.042 Uiso calc R 1 1
C C7 0.2829(5) 0.6092(4) -0.1588(2) 0.0338(9) Uani d . 1 1
H H7 0.3176 0.6631 -0.1979 0.041 Uiso calc R 1 1
C C8 0.2065(5) 1.1074(3) -0.0442(2) 0.0308(8) Uani d . 1 1
C C9 0.0339(4) 1.1706(4) -0.0700(2) 0.0328(9) Uani d . 1 1
H H9A 0.0021 1.2220 -0.0261 0.039 Uiso calc R 1 1
H H9B -0.0507 1.1018 -0.0805 0.039 Uiso calc R 1 1
C C10 0.4246(5) 0.8026(4) 0.2037(2) 0.0368(9) Uani d . 1 1
H H10 0.4860 0.7514 0.1718 0.044 Uiso calc R 1 1
C C11 0.3021(6) 0.8301(5) 0.3251(3) 0.0617(14) Uani d . 1 1
H H11A 0.2773 0.9156 0.3033 0.092 Uiso calc R 1 1
H H11B 0.3697 0.8380 0.3758 0.092 Uiso calc R 1 1
H H11C 0.1970 0.7859 0.3312 0.092 Uiso calc R 1 1
C C12 0.4597(7) 0.6270(5) 0.2993(3) 0.0736(16) Uani d . 1 1
H H12A 0.5175 0.5870 0.2590 0.110 Uiso calc R 1 1
H H12B 0.3653 0.5730 0.3098 0.110 Uiso calc R 1 1
H H12C 0.5379 0.6366 0.3469 0.110 Uiso calc R 1 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O5 Zn1 O2 . 3_675 103.50(11)
O5 Zn1 O3 . . 102.08(10)
O2 Zn1 O3 3_675 . 88.95(11)
O5 Zn1 O1 . . 95.82(11)
O2 Zn1 O1 3_675 . 160.39(11)
O3 Zn1 O1 . . 90.32(11)
O5 Zn1 O4 . 3_675 97.23(10)
O2 Zn1 O4 3_675 3_675 88.02(11)
O3 Zn1 O4 . 3_675 160.63(10)
O1 Zn1 O4 . 3_675 86.19(12)
O5 Zn1 Zn1 . 3_675 167.45(8)
O2 Zn1 Zn1 3_675 3_675 88.32(8)
O3 Zn1 Zn1 . 3_675 82.07(8)
O1 Zn1 Zn1 . 3_675 72.18(8)
O4 Zn1 Zn1 3_675 3_675 78.72(7)
C10 N1 C11 . . 121.4(4)
C10 N1 C12 . . 121.4(4)
C11 N1 C12 . . 117.2(4)
C1 O1 Zn1 . . 136.7(3)
C1 O2 Zn1 . 3_675 117.4(2)
C8 O3 Zn1 . . 124.3(2)
C8 O4 Zn1 . 3_675 128.3(2)
C10 O5 Zn1 . . 119.4(2)
C5 S1 C9 1_565 . 103.83(17)
O1 C1 O2 . . 125.3(4)
O1 C1 C2 . . 117.1(3)
O2 C1 C2 . . 117.6(3)
C3 C2 C7 . . 118.0(3)
C3 C2 C1 . . 120.9(4)
C7 C2 C1 . . 121.1(3)
C2 C3 C4 . . 121.8(4)
C2 C3 H3 . . 119.1
C4 C3 H3 . . 119.1
C3 C4 C5 . . 119.7(4)
C3 C4 H4 . . 120.2
C5 C4 H4 . . 120.2
C6 C5 C4 . . 119.0(3)
C6 C5 S1 . 1_545 117.2(3)
C4 C5 S1 . 1_545 123.6(3)
C7 C6 C5 . . 120.6(4)
C7 C6 H6 . . 119.7
C5 C6 H6 . . 119.7
C6 C7 C2 . . 120.7(3)
C6 C7 H7 . . 119.7
C2 C7 H7 . . 119.7
O4 C8 O3 . . 126.4(4)
O4 C8 C9 . . 118.4(3)
O3 C8 C9 . . 115.2(3)
C8 C9 S1 . . 115.8(3)
C8 C9 H9A . . 108.3
S1 C9 H9A . . 108.3
C8 C9 H9B . . 108.3
S1 C9 H9B . . 108.3
H9A C9 H9B . . 107.4
O5 C10 N1 . . 123.5(4)
O5 C10 H10 . . 118.3
N1 C10 H10 . . 118.3
N1 C11 H11A . . 109.5
N1 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
N1 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
N1 C12 H12A . . 109.5
N1 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
N1 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O1 . 2.056(3) y
Zn1 O2 3_675 2.017(3) y
Zn1 O3 . 2.045(3) y
Zn1 O4 3_675 2.057(3) y
Zn1 O5 . 1.987(2) y
Zn1 Zn1 3_675 2.9188(11) ?
N1 C10 . 1.304(5) ?
N1 C11 . 1.446(5) ?
N1 C12 . 1.465(6) ?
O1 C1 . 1.250(4) ?
O2 C1 . 1.263(4) ?
O3 C8 . 1.258(4) ?
O4 C8 . 1.247(4) ?
O5 C10 . 1.252(4) ?
C1 C2 . 1.498(5) ?
S1 C9 . 1.794(4) y
C5 S1 1_545 1.769(4) y
C2 C3 . 1.375(5) ?
C2 C7 . 1.393(5) ?
C3 C4 . 1.382(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.388(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.382(5) ?
C6 C7 . 1.379(5) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.520(5) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10 . 0.9300 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C9 H9B O3 3_575 0.97 2.50 3.365(4) 148
C12 H12B O5 2_545 0.96 2.52 3.476(6) 172
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O5 Zn1 O1 C1 . . -179.8(4)
O2 Zn1 O1 C1 3_675 . -9.7(6)
O3 Zn1 O1 C1 . . 78.1(4)
O4 Zn1 O1 C1 3_675 . -82.9(4)
Zn1 Zn1 O1 C1 3_675 . -3.5(4)
O5 Zn1 O3 C8 . . -166.3(3)
O2 Zn1 O3 C8 3_675 . 90.1(3)
O1 Zn1 O3 C8 . . -70.3(3)
O4 Zn1 O3 C8 3_675 . 9.1(5)
Zn1 Zn1 O3 C8 3_675 . 1.6(3)
O2 Zn1 O5 C10 3_675 . -126.8(3)
O3 Zn1 O5 C10 . . 141.4(3)
O1 Zn1 O5 C10 . . 49.8(3)
O4 Zn1 O5 C10 3_675 . -37.1(3)
Zn1 Zn1 O5 C10 3_675 . 33.2(5)
Zn1 O1 C1 O2 . . 3.1(6)
Zn1 O1 C1 C2 . . -175.6(3)
Zn1 O2 C1 O1 3_675 . 0.6(5)
Zn1 O2 C1 C2 3_675 . 179.2(2)
O1 C1 C2 C3 . . -11.8(5)
O2 C1 C2 C3 . . 169.4(4)
O1 C1 C2 C7 . . 165.9(3)
O2 C1 C2 C7 . . -12.8(5)
C7 C2 C3 C4 . . -2.1(6)
C1 C2 C3 C4 . . 175.7(4)
C2 C3 C4 C5 . . -1.3(7)
C3 C4 C5 C6 . . 3.7(6)
C3 C4 C5 S1 . 1_545 -171.7(3)
C4 C5 C6 C7 . . -2.7(6)
S1 C5 C6 C7 1_545 . 173.0(3)
C5 C6 C7 C2 . . -0.7(6)
C3 C2 C7 C6 . . 3.1(6)
C1 C2 C7 C6 . . -174.7(3)
Zn1 O4 C8 O3 3_675 . -5.6(5)
Zn1 O4 C8 C9 3_675 . 176.9(2)
Zn1 O3 C8 O4 . . 1.4(5)
Zn1 O3 C8 C9 . . 179.1(2)
O4 C8 C9 S1 . . -23.8(4)
O3 C8 C9 S1 . . 158.4(3)
C5 S1 C9 C8 1_565 . -69.4(3)
Zn1 O5 C10 N1 . . 173.4(3)
C11 N1 C10 O5 . . -0.2(6)
C12 N1 C10 O5 . . -179.4(4)
