#------------------------------------------------------------------------------
#$Date: 2022-04-06 11:58:44 +0300 (Wed, 06 Apr 2022) $
#$Revision: 274383 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/50/8105048.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_8105048
loop_
_publ_author_name
'Li, Xiao-Ling'
'Xin, Ling-Yun'
'Yu, Yue-Yi'
'Yang, Qing-Qing'
'Liu, Meng-Ke'
_publ_section_title
;
 Crystal structure of
 bis[triaqua-(μ2-1,2-di(4-pyridyl)ethylene-κ2N:N′)-(4-sulfonatobenzoato-κ2O,O′)zinc(II)],
 C13H15NO8SZn
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              169
_journal_page_last               170
_journal_paper_doi               10.1515/ncrs-2019-0558
_journal_volume                  235
_journal_year                    2019
_chemical_formula_moiety         'C13 H15 N O8 S Zn'
_chemical_formula_sum            'C13 H15 N O8 S Zn'
_chemical_formula_weight         410.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 107.051(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.3456(3)
_cell_length_b                   13.7680(4)
_cell_length_c                   19.9125(5)
_cell_measurement_reflns_used    5818
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.0680
_cell_measurement_theta_min      4.2730
_cell_volume                     3235.84(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -20.00  25.00   1.00    5.50    --  -13.80 -99.00  90.00   45
  2  ω    -30.00  54.00   1.00    5.50    --  -13.80  56.00  25.00   84
  3  ω     -2.00  82.00   1.00    5.50    --   14.82  57.00 -90.00   84
  4  ω     -4.00  84.00   1.00    5.50    --   14.82  38.00-150.00   88
  5  ω     -2.00  48.00   1.00    5.50    --   14.82  57.00 120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0424202000
_diffrn_orient_matrix_UB_12      -0.0041151000
_diffrn_orient_matrix_UB_13      0.0173425000
_diffrn_orient_matrix_UB_21      -0.0275258000
_diffrn_orient_matrix_UB_22      0.0417172000
_diffrn_orient_matrix_UB_23      -0.0180815000
_diffrn_orient_matrix_UB_31      -0.0325157000
_diffrn_orient_matrix_UB_32      -0.0299271000
_diffrn_orient_matrix_UB_33      -0.0275823000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11762
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.399
_diffrn_reflns_theta_min         3.452
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.31
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3481
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0325
_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)+(0.0385P)²+4.5684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0819
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3031
_reflns_number_total             3481
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0558_suppl.cif
_cod_data_source_block           lxl-13
_cod_original_cell_volume        3235.85(14)
_cod_database_code               8105048
_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_max   0.623
_shelx_estimated_absorpt_t_min   0.566
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Riding coordinates:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB), O3W(H3WA,H3WB)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13)
;
loop_
_space_group_symop_operation_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_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 0.54265(2) 0.67311(2) 0.45790(2) 0.02716(10) Uani 1 1 d . . . . .
S1 S 0.83898(5) 0.50448(5) 0.88844(3) 0.02908(14) Uani 1 1 d . . . . .
O1 O 0.71180(15) 0.65672(13) 0.55134(9) 0.0383(4) Uani 1 1 d . . . . .
O1W O 0.53705(16) 0.81464(13) 0.49183(10) 0.0445(5) Uani 1 1 d . . . . .
H1WA H 0.5736 0.8185 0.5352 0.067 Uiso 1 1 d R . . . .
H1WB H 0.4980 0.8661 0.4890 0.067 Uiso 1 1 d R . . . .
O2 O 0.54207(14) 0.62057(13) 0.55678(8) 0.0369(4) Uani 1 1 d . . . . .
O2W O 0.57738(15) 0.53409(13) 0.42577(10) 0.0411(4) Uani 1 1 d . . . . .
H2WA H 0.6296 0.4926 0.4290 0.062 Uiso 1 1 d R . . . .
H2WB H 0.5251 0.4949 0.4276 0.062 Uiso 1 1 d R . . . .
O3 O 0.81569(15) 0.40008(13) 0.88624(9) 0.0394(4) Uani 1 1 d . . . . .
O3W O 0.62555(14) 0.71734(13) 0.38827(8) 0.0345(4) Uani 1 1 d . . . . .
H3WA H 0.6633 0.6688 0.3811 0.052 Uiso 1 1 d R . . . .
H3WB H 0.6717 0.7630 0.4056 0.052 Uiso 1 1 d R . . . .
O4 O 0.77728(16) 0.55695(15) 0.92854(9) 0.0438(5) Uani 1 1 d . . . . .
O5 O 0.95914(14) 0.52554(14) 0.90855(9) 0.0393(4) Uani 1 1 d . . . . .
N1 N 0.37271(16) 0.67166(14) 0.40144(10) 0.0287(4) Uani 1 1 d . . . . .
C1 C 0.6484(2) 0.62631(17) 0.58547(12) 0.0303(5) Uani 1 1 d . . . . .
C2 C 0.69611(19) 0.59643(17) 0.66059(11) 0.0272(5) Uani 1 1 d . . . . .
C3 C 0.6251(2) 0.5854(2) 0.70241(13) 0.0383(6) Uani 1 1 d . . . . .
H3 H 0.5477 0.5960 0.6836 0.046 Uiso 1 1 calc R . . . .
C4 C 0.6686(2) 0.5585(2) 0.77216(12) 0.0390(6) Uani 1 1 d . . . . .
H4 H 0.6207 0.5508 0.8002 0.047 Uiso 1 1 calc R . . . .
C5 C 0.78323(18) 0.54346(17) 0.79971(11) 0.0258(5) Uani 1 1 d . . . . .
C6 C 0.8548(2) 0.55506(19) 0.75893(12) 0.0340(6) Uani 1 1 d . . . . .
H6 H 0.9323 0.5455 0.7782 0.041 Uiso 1 1 calc R . . . .
C7 C 0.8113(2) 0.58107(19) 0.68903(12) 0.0347(6) Uani 1 1 d . . . . .
H7 H 0.8595 0.5882 0.6612 0.042 Uiso 1 1 calc R . . . .
C8 C 0.2911(2) 0.6638(2) 0.43257(13) 0.0382(6) Uani 1 1 d . . . . .
H8 H 0.3120 0.6570 0.4811 0.046 Uiso 1 1 calc R . . . .
C9 C 0.1773(2) 0.6653(2) 0.39625(13) 0.0402(6) Uani 1 1 d . . . . .
H9 H 0.1234 0.6594 0.4203 0.048 Uiso 1 1 calc R . . . .
C10 C 0.14351(19) 0.67578(17) 0.32361(12) 0.0310(5) Uani 1 1 d . . . . .
C11 C 0.2290(2) 0.68347(19) 0.29133(13) 0.0348(6) Uani 1 1 d . . . . .
H11 H 0.2107 0.6901 0.2428 0.042 Uiso 1 1 calc R . . . .
C12 C 0.3403(2) 0.68119(19) 0.33127(13) 0.0347(6) Uani 1 1 d . . . . .
H12 H 0.3961 0.6865 0.3086 0.042 Uiso 1 1 calc R . . . .
C13 C 0.0216(2) 0.67632(18) 0.28455(13) 0.0349(6) Uani 1 1 d . . . . .
H13 H -0.0293 0.6767 0.3109 0.042 Uiso 1 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 0.0033 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
O1 Zn1 C1 28.93(6) . .
O1W Zn1 O1 86.52(7) . .
O1W Zn1 O2 90.50(8) . .
O1W Zn1 O2W 170.35(7) . .
O1W Zn1 C1 88.25(7) . .
O2 Zn1 O1 58.30(6) . .
O2 Zn1 O2W 91.65(7) . .
O2 Zn1 C1 29.37(7) . .
O2W Zn1 O1 86.60(7) . .
O2W Zn1 C1 89.02(8) . .
O3W Zn1 O1 93.43(6) . .
O3W Zn1 O1W 90.70(8) . .
O3W Zn1 O2 151.57(7) . .
O3W Zn1 O2W 82.96(7) . .
O3W Zn1 N1 105.31(7) . .
O3W Zn1 C1 122.31(7) . .
N1 Zn1 O1 161.26(7) . .
N1 Zn1 O1W 93.49(8) . .
N1 Zn1 O2 102.97(7) . .
N1 Zn1 O2W 95.20(7) . .
N1 Zn1 C1 132.34(8) . .
O3 S1 C5 104.52(10) . .
O4 S1 O3 112.08(11) . .
O4 S1 O5 114.18(11) . .
O4 S1 C5 106.50(11) . .
O5 S1 O3 112.41(11) . .
O5 S1 C5 106.30(10) . .
C1 O1 Zn1 84.85(14) . .
Zn1 O1W H1WA 109.3 . .
Zn1 O1W H1WB 146.7 . .
H1WA O1W H1WB 97.9 . .
C1 O2 Zn1 96.50(14) . .
Zn1 O2W H2WA 143.9 . .
Zn1 O2W H2WB 109.9 . .
H2WA O2W H2WB 97.9 . .
Zn1 O3W H3WA 106.7 . .
Zn1 O3W H3WB 110.8 . .
H3WA O3W H3WB 108.3 . .
C8 N1 Zn1 122.14(16) . .
C8 N1 C12 117.2(2) . .
C12 N1 Zn1 120.64(16) . .
O1 C1 Zn1 66.22(12) . .
O1 C1 O2 120.4(2) . .
O1 C1 C2 120.7(2) . .
O2 C1 Zn1 54.13(11) . .
O2 C1 C2 119.0(2) . .
C2 C1 Zn1 173.12(17) . .
C3 C2 C1 119.9(2) . .
C3 C2 C7 119.6(2) . .
C7 C2 C1 120.5(2) . .
C2 C3 H3 119.8 . .
C2 C3 C4 120.4(2) . .
C4 C3 H3 119.8 . .
C3 C4 H4 120.3 . .
C5 C4 C3 119.5(2) . .
C5 C4 H4 120.3 . .
C4 C5 S1 119.64(17) . .
C6 C5 S1 119.54(17) . .
C6 C5 C4 120.8(2) . .
C5 C6 H6 120.1 . .
C5 C6 C7 119.8(2) . .
C7 C6 H6 120.1 . .
C2 C7 H7 120.0 . .
C6 C7 C2 120.0(2) . .
C6 C7 H7 120.0 . .
N1 C8 H8 118.4 . .
N1 C8 C9 123.2(2) . .
C9 C8 H8 118.4 . .
C8 C9 H9 120.1 . .
C8 C9 C10 119.7(2) . .
C10 C9 H9 120.1 . .
C9 C10 C11 116.8(2) . .
C9 C10 C13 119.8(2) . .
C11 C10 C13 123.4(2) . .
C10 C11 H11 120.1 . .
C12 C11 C10 119.8(2) . .
C12 C11 H11 120.1 . .
N1 C12 C11 123.2(2) . .
N1 C12 H12 118.4 . .
C11 C12 H12 118.4 . .
C10 C13 H13 117.1 . .
C13 C13 C10 125.8(3) 2 .
C13 C13 H13 117.1 2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 2.3653(17) .
Zn1 O1W 2.0703(18) .
Zn1 O2 2.0996(16) .
Zn1 O2W 2.1017(18) .
Zn1 O3W 2.0429(16) .
Zn1 N1 2.0695(19) .
Zn1 C1 2.574(2) .
S1 O3 1.4640(19) .
S1 O4 1.4478(19) .
S1 O5 1.4480(17) .
S1 C5 1.781(2) .
O1 C1 1.250(3) .
O1W H1WA 0.8501 .
O1W H1WB 0.8500 .
O2 C1 1.271(3) .
O2W H2WA 0.8501 .
O2W H2WB 0.8500 .
O3W H3WA 0.8500 .
O3W H3WB 0.8500 .
N1 C8 1.333(3) .
N1 C12 1.342(3) .
C1 C2 1.496(3) .
C2 C3 1.383(3) .
C2 C7 1.385(3) .
C3 H3 0.9300 .
C3 C4 1.384(3) .
C4 H4 0.9300 .
C4 C5 1.375(3) .
C5 C6 1.374(3) .
C6 H6 0.9300 .
C6 C7 1.384(3) .
C7 H7 0.9300 .
C8 H8 0.9300 .
C8 C9 1.379(3) .
C9 H9 0.9300 .
C9 C10 1.390(3) .
C10 C11 1.391(3) .
C10 C13 1.478(3) .
C11 H11 0.9300 .
C11 C12 1.372(3) .
C12 H12 0.9300 .
C13 C13 1.322(5) 2
C13 H13 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
_geom_hbond_site_symmetry_A
O1W H1WA S1 0.85 3.01 3.5662(18) 124.8 4_656
O1W H1WA O3 0.85 2.08 2.828(2) 146.5 4_656
O1W H1WB S1 0.85 2.95 3.6697(18) 143.0 8_465
O1W H1WB O5 0.85 2.14 2.753(3) 129.0 8_465
O2W H2WA S1 0.85 2.93 3.5599(18) 133.0 6_565
O2W H2WA O4 0.85 1.95 2.754(3) 157.7 6_565
O2W H2WB O2 0.85 1.86 2.670(2) 158.6 5_666
O3W H3WA O3 0.85 2.08 2.860(2) 151.8 6_565
O3W H3WB O1 0.85 1.82 2.659(2) 169.8 7_666
