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#$Date: 2022-09-22 12:33:48 +0300 (Thu, 22 Sep 2022) $
#$Revision: 278080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/58/8105837.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_8105837
loop_
_publ_author_name
'Tan, Yee Seng'
'Tiekink, Edward R.T.'
_publ_section_title
;
 Crystal structure of
 catena-poly[(μ2-4,4′-bipyridyl-\kN,N′)-bis(O,O′-dimethyldithiophosphato-\kS)-zinc(II)],
 {C14H20N2O4P2S4Zn}n
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              743
_journal_page_last               745
_journal_paper_doi               10.1515/ncrs-2019-0085
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C14 H20 N2 O4 P2 S4 Zn'
_chemical_formula_sum            'C14 H20 N2 O4 P2 S4 Zn'
_chemical_formula_weight         535.87
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                84.676(2)
_cell_angle_beta                 76.042(2)
_cell_angle_gamma                79.752(2)
_cell_formula_units_Z            2
_cell_length_a                   8.0014(2)
_cell_length_b                   10.3376(2)
_cell_length_c                   14.2488(3)
_cell_measurement_reflns_used    16492
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.4840
_cell_measurement_theta_min      4.3190
_cell_volume                     1124.01(4)
_computing_cell_refinement       'CrysAlisPro [1]'
_computing_data_collection       'CrysAlisPro [1]'
_computing_data_reduction        'CrysAlisPro [1]'
_computing_molecular_graphics    'ORTEP-3 for Windows [4]'
_computing_publication_material  'SHELXL-2017/1 [3]'
_computing_structure_refinement  'SHELXL-2017/1 [3]'
_computing_structure_solution    'SHELXT 2014/5 [2]'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.2558
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21867
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.068
_diffrn_reflns_theta_max         67.068
_diffrn_reflns_theta_min         3.200
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    6.542
_exptl_absorpt_correction_T_max  0.837
_exptl_absorpt_correction_T_min  0.567
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'CrysAlisPro [1]'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_description       prism
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.126
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.083
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4014
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0265
_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)+(0.0302P)²+1.3754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0655
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3854
_reflns_number_total             4014
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0085_suppl.cif
_cod_data_source_block           shelx
_cod_database_code               8105837
_shelx_shelxl_version_number     2017/1
_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   0.493
_shelx_estimated_absorpt_t_max   0.613
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn 0.46343(3) 0.27283(2) 0.73472(2) 0.01664(8) Uani 1 1 d . . . . .
P1 P 0.38164(7) 0.59038(5) 0.79734(4) 0.01873(12) Uani 1 1 d . . . . .
P2 P 0.82244(7) 0.05797(5) 0.70454(4) 0.01998(12) Uani 1 1 d . . . . .
S1 S 0.56722(6) 0.43041(5) 0.79876(3) 0.01991(11) Uani 1 1 d . . . . .
S2 S 0.14367(7) 0.57448(5) 0.86223(5) 0.03204(14) Uani 1 1 d . . . . .
S3 S 0.65819(7) 0.14158(6) 0.61888(4) 0.02815(13) Uani 1 1 d . . . . .
S4 S 0.73109(7) 0.07731(7) 0.84130(4) 0.03506(15) Uani 1 1 d . . . . .
O1 O 0.4511(2) 0.70523(14) 0.83702(11) 0.0267(3) Uani 1 1 d . . . . .
O2 O 0.4066(2) 0.63970(15) 0.68607(10) 0.0267(3) Uani 1 1 d . . . . .
O3 O 1.0025(2) 0.11140(15) 0.66932(11) 0.0266(3) Uani 1 1 d . . . . .
O4 O 0.88684(19) -0.09007(14) 0.67307(12) 0.0272(3) Uani 1 1 d . . . . .
N1 N 0.3015(2) 0.17093(16) 0.83413(11) 0.0173(3) Uani 1 1 d . . . . .
N2 N 0.2890(2) 0.35794(15) 0.64923(11) 0.0162(3) Uani 1 1 d . . . . .
C1 C 0.4552(4) 0.7019(3) 0.93833(18) 0.0393(6) Uani 1 1 d . . . . .
H1A H 0.484272 0.785001 0.952654 0.059 Uiso 1 1 calc R U . . .
H1B H 0.543463 0.628765 0.952308 0.059 Uiso 1 1 calc R U . . .
H1C H 0.340489 0.689712 0.978553 0.059 Uiso 1 1 calc R U . . .
C2 C 0.2830(4) 0.7433(3) 0.65822(18) 0.0397(6) Uani 1 1 d . . . . .
H2A H 0.292596 0.743187 0.588344 0.059 Uiso 1 1 calc R U . . .
H2B H 0.306003 0.827759 0.674027 0.059 Uiso 1 1 calc R U . . .
H2C H 0.165078 0.730507 0.693050 0.059 Uiso 1 1 calc R U . . .
C3 C 1.0985(3) 0.1029(2) 0.56954(17) 0.0334(5) Uani 1 1 d . . . . .
H3A H 1.205302 0.140999 0.560794 0.050 Uiso 1 1 calc R U . . .
H3B H 1.026177 0.151565 0.527190 0.050 Uiso 1 1 calc R U . . .
H3C H 1.129009 0.010406 0.553021 0.050 Uiso 1 1 calc R U . . .
C4 C 0.7687(4) -0.1842(3) 0.7003(2) 0.0497(7) Uani 1 1 d . . . . .
H4A H 0.831707 -0.272114 0.682763 0.075 Uiso 1 1 calc R U . . .
H4B H 0.673889 -0.160255 0.666194 0.075 Uiso 1 1 calc R U . . .
H4C H 0.719966 -0.184385 0.770301 0.075 Uiso 1 1 calc R U . . .
C5 C 0.2111(3) 0.2216(2) 0.91792(16) 0.0275(5) Uani 1 1 d . U . . .
H5 H 0.228056 0.305721 0.932074 0.033 Uiso 1 1 calc R U . . .
C6 C 0.0946(3) 0.1569(2) 0.98448(16) 0.0278(5) Uani 1 1 d . U . . .
H6 H 0.034425 0.195988 1.043573 0.033 Uiso 1 1 calc R U . . .
C7 C 0.0649(2) 0.03512(19) 0.96561(14) 0.0167(4) Uani 1 1 d . U . . .
C8 C 0.1618(3) -0.0178(2) 0.88001(17) 0.0280(5) Uani 1 1 d . U . . .
H8 H 0.148929 -0.102423 0.864601 0.034 Uiso 1 1 calc R U . . .
C9 C 0.2772(3) 0.0519(2) 0.81694(17) 0.0275(5) Uani 1 1 d . U . . .
H9 H 0.342525 0.013325 0.758506 0.033 Uiso 1 1 calc R U . . .
C10 C 0.3489(3) 0.39310(19) 0.55554(14) 0.0187(4) Uani 1 1 d . . . . .
H10 H 0.471460 0.378964 0.529788 0.022 Uiso 1 1 calc R U . . .
C11 C 0.2420(3) 0.4485(2) 0.49494(14) 0.0186(4) Uani 1 1 d . . . . .
H11 H 0.290662 0.471350 0.429110 0.022 Uiso 1 1 calc R U . . .
C12 C 0.0607(2) 0.47097(18) 0.53119(14) 0.0151(4) Uani 1 1 d . . . . .
C13 C -0.0003(3) 0.43506(19) 0.62835(14) 0.0187(4) Uani 1 1 d . . . . .
H13 H -0.122104 0.448758 0.656302 0.022 Uiso 1 1 calc R U . . .
C14 C 0.1156(3) 0.37956(19) 0.68428(14) 0.0188(4) Uani 1 1 d . . . . .
H14 H 0.070656 0.355666 0.750386 0.023 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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 Zn N2 98.75(6) . .
N1 Zn S1 114.10(5) . .
N2 Zn S1 111.56(5) . .
N1 Zn S3 113.40(5) . .
N2 Zn S3 97.79(5) . .
S1 Zn S3 118.10(2) . .
O2 P1 O1 99.50(8) . .
O2 P1 S2 114.25(7) . .
O1 P1 S2 112.70(6) . .
O2 P1 S1 104.85(6) . .
O1 P1 S1 105.39(7) . .
S2 P1 S1 118.12(3) . .
O3 P2 O4 98.85(8) . .
O3 P2 S4 110.82(6) . .
O4 P2 S4 115.11(7) . .
O3 P2 S3 109.54(6) . .
O4 P2 S3 105.88(7) . .
S4 P2 S3 115.30(3) . .
P1 S1 Zn 103.22(3) . .
P2 S3 Zn 96.84(2) . .
C1 O1 P1 119.87(14) . .
C2 O2 P1 119.30(15) . .
C3 O3 P2 120.63(14) . .
C4 O4 P2 119.56(16) . .
C9 N1 C5 117.34(18) . .
C9 N1 Zn 121.01(14) . .
C5 N1 Zn 121.62(14) . .
C14 N2 C10 117.30(17) . .
C14 N2 Zn 122.42(13) . .
C10 N2 Zn 120.28(13) . .
O1 C1 H1A 109.5 . .
O1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
O1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O2 C2 H2A 109.5 . .
O2 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
O2 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
O3 C3 H3A 109.5 . .
O3 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
O3 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
O4 C4 H4A 109.5 . .
O4 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
O4 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N1 C5 C6 122.7(2) . .
N1 C5 H5 118.7 . .
C6 C5 H5 118.7 . .
C5 C6 C7 120.2(2) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C8 C7 C6 116.68(19) . .
C8 C7 C7 121.8(2) . 2_557
C6 C7 C7 121.5(2) . 2_557
C9 C8 C7 120.1(2) . .
C9 C8 H8 120.0 . .
C7 C8 H8 120.0 . .
N1 C9 C8 123.0(2) . .
N1 C9 H9 118.5 . .
C8 C9 H9 118.5 . .
N2 C10 C11 123.43(18) . .
N2 C10 H10 118.3 . .
C11 C10 H10 118.3 . .
C10 C11 C12 119.45(18) . .
C10 C11 H11 120.3 . .
C12 C11 H11 120.3 . .
C13 C12 C11 116.80(18) . .
C13 C12 C12 121.5(2) . 2_566
C11 C12 C12 121.7(2) . 2_566
C14 C13 C12 120.21(18) . .
C14 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
N2 C14 C13 122.80(18) . .
N2 C14 H14 118.6 . .
C13 C14 H14 118.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn N1 2.0295(17) .
Zn N2 2.0951(16) .
Zn S1 2.3019(5) .
Zn S3 2.3273(6) .
P1 O2 1.5959(15) .
P1 O1 1.5968(15) .
P1 S2 1.9342(7) .
P1 S1 2.0185(7) .
P2 O3 1.5860(16) .
P2 O4 1.5950(15) .
P2 S4 1.9248(7) .
P2 S3 2.0341(7) .
O1 C1 1.449(3) .
O2 C2 1.420(3) .
O3 C3 1.446(3) .
O4 C4 1.439(3) .
N1 C9 1.333(3) .
N1 C5 1.337(3) .
N2 C14 1.342(3) .
N2 C10 1.344(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 C6 1.376(3) .
C5 H5 0.9500 .
C6 C7 1.384(3) .
C6 H6 0.9500 .
C7 C8 1.380(3) .
C7 C7 1.487(4) 2_557
C8 C9 1.376(3) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 C11 1.377(3) .
C10 H10 0.9500 .
C11 C12 1.402(3) .
C11 H11 0.9500 .
C12 C13 1.391(3) .
C12 C12 1.485(4) 2_566
C13 C14 1.381(3) .
C13 H13 0.9500 .
C14 H14 0.9500 .
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 P1 O1 C1 -179.36(18) . . . .
S2 P1 O1 C1 59.21(19) . . . .
S1 P1 O1 C1 -70.96(18) . . . .
O1 P1 O2 C2 -78.11(18) . . . .
S2 P1 O2 C2 42.20(19) . . . .
S1 P1 O2 C2 173.06(16) . . . .
O4 P2 O3 C3 56.69(18) . . . .
S4 P2 O3 C3 177.93(15) . . . .
S3 P2 O3 C3 -53.75(18) . . . .
O3 P2 O4 C4 173.3(2) . . . .
S4 P2 O4 C4 55.3(2) . . . .
S3 P2 O4 C4 -73.3(2) . . . .
C9 N1 C5 C6 -1.1(3) . . . .
Zn N1 C5 C6 176.98(17) . . . .
N1 C5 C6 C7 -0.9(4) . . . .
C5 C6 C7 C8 2.4(3) . . . .
C5 C6 C7 C7 -177.7(2) . . . 2_557
C6 C7 C8 C9 -1.9(3) . . . .
C7 C7 C8 C9 178.2(2) 2_557 . . .
C5 N1 C9 C8 1.6(3) . . . .
Zn N1 C9 C8 -176.50(18) . . . .
C7 C8 C9 N1 0.0(4) . . . .
C14 N2 C10 C11 -0.4(3) . . . .
Zn N2 C10 C11 179.48(15) . . . .
N2 C10 C11 C12 0.3(3) . . . .
C10 C11 C12 C13 0.1(3) . . . .
C10 C11 C12 C12 -179.3(2) . . . 2_566
C11 C12 C13 C14 -0.3(3) . . . .
C12 C12 C13 C14 179.1(2) 2_566 . . .
C10 N2 C14 C13 0.2(3) . . . .
Zn N2 C14 C13 -179.71(15) . . . .
C12 C13 C14 N2 0.2(3) . . . .
