#------------------------------------------------------------------------------
#$Date: 2018-09-27 07:13:35 +0300 (Thu, 27 Sep 2018) $
#$Revision: 211196 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/42/2014257.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_2014257
loop_
_publ_author_name
'Zhao, Wen-Na'
'Zou, Jian-Wei'
'Yu, Qing-Shen'
_publ_section_title
;A one-dimensional ladder-like coordination polymer derived from chains formed
 via hydrogen bonds:
 catena-poly[[aquadipyridinenickel(II)]-μ-2,2'-dithiodibenzoato-κ³O,O':O'']
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m443
_journal_page_last               m444
_journal_paper_doi               10.1107/S0108270104017469
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Ni (C14 H8 O4 S2) (C5 H5 N)2 (H2 O)]'
_chemical_formula_moiety         'C24 H20 N2 Ni O5 S2'
_chemical_formula_sum            'C24 H20 N2 Ni O5 S2'
_chemical_formula_weight         539.25
_chemical_name_systematic
;
catena-poly[[aquadipyridinenickel(II)]-μ-2,2'-dithiodibenzoato-
κ³O,O':O'']
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.00(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.925(3)
_cell_length_b                   15.099(3)
_cell_length_c                   12.581(3)
_cell_measurement_reflns_used    5535
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.60
_cell_volume                     2416.5(11)
_computing_cell_refinement       'SMART and SAINT (Siemens, 1994)'
_computing_data_collection       'SMART (Siemens, 1994)'
_computing_data_reduction        'SHELXTL (Sheldrick, 1997a)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997b)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0268
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5535
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    1.014
_exptl_absorpt_correction_T_max  0.833
_exptl_absorpt_correction_T_min  0.784
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.425
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         5535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0280
_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)+(0.0509P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0824
_reflns_number_gt                4673
_reflns_number_total             5535
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq1161.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2014257
_cod_database_fobs_code          2014257
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ni1 0.310763(15) 0.545321(13) 0.337064(15) 0.02778(7) Uani d . 1 . . Ni
S1 0.34865(4) 0.48680(3) 0.72865(3) 0.03882(11) Uani d . 1 . . S
S2 0.34706(3) 0.48577(3) 0.89089(3) 0.03878(11) Uani d . 1 . . S
O1 0.35858(8) 0.49645(7) 0.51243(9) 0.0317(2) Uani d . 1 . . O
O2 0.24018(8) 0.42843(8) 0.36270(9) 0.0329(2) Uani d . 1 . . O
O3 0.23655(9) 0.55062(8) 1.16170(9) 0.0383(3) Uani d . 1 . . O
O4 0.35868(9) 0.50460(10) 1.10235(9) 0.0446(3) Uani d . 1 . . O
O5 0.43190(10) 0.46810(9) 0.32881(12) 0.0358(3) Uani d . 1 . . O
N1 0.18751(11) 0.62022(10) 0.35226(13) 0.0396(3) Uani d . 1 . . N
N2 0.39798(11) 0.65947(9) 0.36060(11) 0.0365(3) Uani d . 1 . . N
C1 0.29389(12) 0.43317(10) 0.47049(12) 0.0280(3) Uani d . 1 . . C
C2 0.27896(12) 0.36492(11) 0.54828(13) 0.0312(3) Uani d . 1 . . C
C3 0.23973(15) 0.28299(11) 0.49957(15) 0.0412(4) Uani d . 1 . . C
H3A 0.2219 0.2735 0.4191 0.049 Uiso calc R 1 . . H
C4 0.22617(17) 0.21507(12) 0.56592(18) 0.0504(5) Uani d . 1 . . C
H4A 0.2005 0.1591 0.5318 0.060 Uiso calc R 1 . . H
C5 0.25042(17) 0.22956(13) 0.68237(18) 0.0518(5) Uani d . 1 . . C
H5B 0.2425 0.1830 0.7290 0.062 Uiso calc R 1 . . H
C6 0.28601(15) 0.31125(13) 0.73124(16) 0.0452(4) Uani d . 1 . . C
H6A 0.2999 0.3209 0.8108 0.054 Uiso calc R 1 . . H
C7 0.30197(12) 0.37981(11) 0.66640(13) 0.0331(3) Uani d . 1 . . C
C8 0.21369(13) 0.51239(11) 0.86541(13) 0.0325(3) Uani d . 1 . . C
C9 0.13389(14) 0.51484(13) 0.75260(14) 0.0440(4) Uani d . 1 . . C
H9A 0.1504 0.5031 0.6877 0.053 Uiso calc R 1 . . H
C10 0.03184(15) 0.53414(14) 0.73507(16) 0.0508(5) Uani d . 1 . . C
H10A -0.0209 0.5363 0.6580 0.061 Uiso calc R 1 . . H
C11 0.00473(15) 0.55043(14) 0.82722(17) 0.0498(5) Uani d . 1 . . C
H11A -0.0662 0.5621 0.8143 0.060 Uiso calc R 1 . . H
C12 0.08334(14) 0.54948(12) 0.93924(15) 0.0414(4) Uani d . 1 . . C
H12A 0.0657 0.5621 1.0031 0.050 Uiso calc R 1 . . H
C13 0.18730(12) 0.53040(10) 0.96011(13) 0.0309(3) Uani d . 1 . . C
C14 0.26771(12) 0.52800(10) 1.08404(13) 0.0298(3) Uani d . 1 . . C
C15 0.12065(18) 0.66475(16) 0.2611(2) 0.0635(6) Uani d . 1 . . C
H15A 0.1298 0.6631 0.1903 0.076 Uiso calc R 1 . . H
C16 0.0383(2) 0.7134(2) 0.2656(3) 0.0941(10) Uani d . 1 . . C
H16A -0.0078 0.7447 0.1989 0.113 Uiso calc R 1 . . H
C17 0.0236(2) 0.7162(2) 0.3660(3) 0.0952(10) Uani d . 1 . . C
H17A -0.0330 0.7489 0.3703 0.114 Uiso calc R 1 . . H
C18 0.0916(3) 0.6713(2) 0.4600(3) 0.0893(9) Uani d . 1 . . C
H18A 0.0834 0.6719 0.5314 0.107 Uiso calc R 1 . . H
C19 0.17262(19) 0.62487(16) 0.4499(2) 0.0614(6) Uani d . 1 . . C
H19A 0.2205 0.5945 0.5164 0.074 Uiso calc R 1 . . H
C20 0.42270(18) 0.70668(15) 0.45765(16) 0.0582(6) Uani d . 1 . . C
H20A 0.4043 0.6839 0.5172 0.070 Uiso calc R 1 . . H
C21 0.4736(2) 0.78675(16) 0.47544(19) 0.0668(6) Uani d . 1 . . C
H21A 0.4896 0.8184 0.5458 0.080 Uiso calc R 1 . . H
C22 0.50099(16) 0.82030(13) 0.39099(17) 0.0504(5) Uani d . 1 . . C
H22A 0.5347 0.8763 0.4006 0.061 Uiso calc R 1 . . H
C23 0.47898(16) 0.77182(13) 0.29287(17) 0.0529(5) Uani d . 1 . . C
H23A 0.4987 0.7927 0.2334 0.063 Uiso calc R 1 . . H
C24 0.42769(16) 0.69209(13) 0.28075(16) 0.0490(5) Uani d . 1 . . C
H24B 0.4128 0.6588 0.2118 0.059 Uiso calc R 1 . . H
H5A 0.4258(17) 0.4740(14) 0.268(2) 0.046(6) Uiso d . 1 . . H
H5C 0.489(2) 0.4813(16) 0.368(2) 0.068(8) Uiso d . 1 . . H
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'
Ni Ni 0.3393 1.1124 '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
_geom_angle_publ_flag
O3 Ni1 N2 1_554 . 97.68(6) yes
O3 Ni1 O5 1_554 . 91.87(6) yes
N2 Ni1 O5 . . 91.92(6) yes
O3 Ni1 O2 1_554 . 97.87(5) yes
N2 Ni1 O2 . . 164.42(5) yes
O5 Ni1 O2 . . 88.65(5) yes
O3 Ni1 N1 1_554 . 90.23(6) yes
N2 Ni1 N1 . . 89.56(6) yes
O5 Ni1 N1 . . 177.25(5) yes
O2 Ni1 N1 . . 89.31(5) yes
O3 Ni1 O1 1_554 . 159.57(5) yes
N2 Ni1 O1 . . 102.73(5) yes
O5 Ni1 O1 . . 86.58(5) yes
O2 Ni1 O1 . . 61.75(4) yes
N1 Ni1 O1 . . 90.84(5) yes
O3 Ni1 C1 1_554 . 128.54(5) ?
N2 Ni1 C1 . . 133.78(5) ?
O5 Ni1 C1 . . 87.30(5) ?
O2 Ni1 C1 . . 30.69(5) ?
N1 Ni1 C1 . . 90.01(6) ?
O1 Ni1 C1 . . 31.06(5) ?
C7 S1 S2 . . 106.17(6) yes
C8 S2 S1 . . 104.46(6) yes
C1 O1 Ni1 . . 87.75(9) ?
C1 O2 Ni1 . . 90.43(9) ?
C14 O3 Ni1 . 1_556 130.36(11) ?
Ni1 O5 O4 . 1_554 88.40(6) ?
Ni1 O5 O1 . 3_666 118.69(6) ?
O4 O5 O1 1_554 3_666 123.40(6) ?
Ni1 O5 H5A . . 103.2(17) ?
O4 O5 H5A 1_554 . 15.5(17) ?
O1 O5 H5A 3_666 . 111.0(17) ?
Ni1 O5 H5C . . 117.8(19) ?
O4 O5 H5C 1_554 . 118.6(19) ?
O1 O5 H5C 3_666 . 5.4(18) ?
H5A O5 H5C . . 107(2) ?
C19 N1 C15 . . 116.94(18) ?
C19 N1 Ni1 . . 123.11(13) ?
C15 N1 Ni1 . . 119.95(13) ?
C24 N2 C20 . . 116.82(16) ?
C24 N2 Ni1 . . 123.30(12) ?
C20 N2 Ni1 . . 119.80(12) ?
O2 C1 O1 . . 120.07(14) ?
O2 C1 C2 . . 119.19(14) ?
O1 C1 C2 . . 120.72(13) ?
O2 C1 Ni1 . . 58.89(8) ?
O1 C1 Ni1 . . 61.18(8) ?
C2 C1 Ni1 . . 177.65(11) ?
C3 C2 C7 . . 119.24(15) ?
C3 C2 C1 . . 117.38(14) ?
C7 C2 C1 . . 123.37(14) ?
C4 C3 C2 . . 121.30(16) ?
C4 C3 H3A . . 119.4 ?
C2 C3 H3A . . 119.4 ?
C5 C4 C3 . . 119.24(18) ?
C5 C4 H4A . . 120.4 ?
C3 C4 H4A . . 120.4 ?
C6 C5 C4 . . 120.26(17) ?
C6 C5 H5B . . 119.9 ?
C4 C5 H5B . . 119.9 ?
C5 C6 C7 . . 121.27(17) ?
C5 C6 H6A . . 119.4 ?
C7 C6 H6A . . 119.4 ?
C6 C7 C2 . . 118.62(16) ?
C6 C7 S1 . . 121.95(13) ?
C2 C7 S1 . . 119.42(12) ?
C9 C8 C13 . . 118.61(15) ?
C9 C8 S2 . . 121.48(13) ?
C13 C8 S2 . . 119.90(12) ?
C10 C9 C8 . . 120.57(17) ?
C10 C9 H9A . . 119.7 ?
C8 C9 H9A . . 119.7 ?
C9 C10 C11 . . 121.35(17) ?
C9 C10 H10A . . 119.3 ?
C11 C10 H10A . . 119.3 ?
C10 C11 C12 . . 118.60(18) ?
C10 C11 H11A . . 120.7 ?
C12 C11 H11A . . 120.7 ?
C11 C12 C13 . . 121.56(17) ?
C11 C12 H12A . . 119.2 ?
C13 C12 H12A . . 119.2 ?
C12 C13 C8 . . 119.29(14) ?
C12 C13 C14 . . 118.61(14) ?
C8 C13 C14 . . 122.09(14) ?
O4 C14 O3 . . 125.22(14) ?
O4 C14 C13 . . 118.13(14) ?
O3 C14 C13 . . 116.65(14) ?
N1 C15 C16 . . 122.4(2) ?
N1 C15 H15A . . 118.8 ?
C16 C15 H15A . . 118.8 ?
C17 C16 C15 . . 119.7(3) ?
C17 C16 H16A . . 120.1 ?
C15 C16 H16A . . 120.1 ?
C18 C17 C16 . . 118.5(2) ?
C18 C17 H17A . . 120.7 ?
C16 C17 H17A . . 120.7 ?
C17 C18 C19 . . 118.7(3) ?
C17 C18 H18A . . 120.6 ?
C19 C18 H18A . . 120.6 ?
N1 C19 C18 . . 123.7(2) ?
N1 C19 H19A . . 118.2 ?
C18 C19 H19A . . 118.2 ?
N2 C20 C21 . . 122.98(19) ?
N2 C20 H20A . . 118.5 ?
C21 C20 H20A . . 118.5 ?
C22 C21 C20 . . 119.30(19) ?
C22 C21 H21A . . 120.4 ?
C20 C21 H21A . . 120.4 ?
C23 C22 C21 . . 118.45(18) ?
C23 C22 H22A . . 120.8 ?
C21 C22 H22A . . 120.8 ?
C22 C23 C24 . . 119.15(18) ?
C22 C23 H23A . . 120.4 ?
C24 C23 H23A . . 120.4 ?
N2 C24 C23 . . 123.26(18) ?
N2 C24 H24B . . 118.4 ?
C23 C24 H24B . . 118.4 ?
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
Ni1 O3 1_554 2.0216(13) yes
Ni1 N2 . 2.0594(14) yes
Ni1 O5 . 2.0877(13) yes
Ni1 O2 . 2.1079(12) yes
Ni1 N1 . 2.1279(14) yes
Ni1 O1 . 2.1588(11) yes
Ni1 C1 . 2.4620(15) ?
S1 C7 . 1.7976(18) yes
S1 S2 . 2.0502(7) yes
S2 C8 . 1.7970(17) yes
O1 C1 . 1.2713(19) ?
O2 C1 . 1.2564(18) ?
O3 C14 . 1.2668(19) ?
O3 Ni1 1_556 2.0216(13) ?
O4 C14 . 1.243(2) ?
O5 O4 1_554 2.6642(19) ?
O5 O1 3_666 2.837(2) ?
O5 H5A . 0.74(2) ?
O5 H5C . 0.78(3) ?
N1 C19 . 1.328(2) ?
N1 C15 . 1.329(3) ?
N2 C24 . 1.327(2) ?
N2 C20 . 1.332(2) ?
C1 C2 . 1.493(2) ?
C2 C3 . 1.390(2) ?
C2 C7 . 1.405(2) ?
C3 C4 . 1.383(2) ?
C3 H3A . 0.9500 ?
C4 C5 . 1.380(3) ?
C4 H4A . 0.9500 ?
C5 C6 . 1.377(3) ?
C5 H5B . 0.9500 ?
C6 C7 . 1.391(2) ?
C6 H6A . 0.9500 ?
C8 C9 . 1.403(2) ?
C8 C13 . 1.409(2) ?
C9 C10 . 1.378(3) ?
C9 H9A . 0.9500 ?
C10 C11 . 1.380(3) ?
C10 H10A . 0.9500 ?
C11 C12 . 1.389(3) ?
C11 H11A . 0.9500 ?
C12 C13 . 1.392(2) ?
C12 H12A . 0.9500 ?
C13 C14 . 1.505(2) ?
C15 C16 . 1.382(3) ?
C15 H15A . 0.9500 ?
C16 C17 . 1.360(4) ?
C16 H16A . 0.9500 ?
C17 C18 . 1.359(4) ?
C17 H17A . 0.9500 ?
C18 C19 . 1.378(3) ?
C18 H18A . 0.9500 ?
C19 H19A . 0.9500 ?
C20 C21 . 1.373(3) ?
C20 H20A . 0.9500 ?
C21 C22 . 1.364(3) ?
C21 H21A . 0.9500 ?
C22 C23 . 1.359(3) ?
C22 H22A . 0.9500 ?
C23 C24 . 1.376(3) ?
C23 H23A . 0.9500 ?
C24 H24B . 0.9500 ?
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
O5 H5A O4 1_554 0.74(2) 1.96(2) 2.6642(19) 159(2)
O5 H5C O1 3_666 0.78(3) 2.06(3) 2.837(2) 173(3)
