#------------------------------------------------------------------------------
#$Date: 2025-08-18 17:20:24 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/49/1514909.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_1514909
loop_
_publ_author_name
'Croitor, Lilia'
'Coropceanu, Eduard B.'
'Masunov, Artëm E.'
'Rivera-Jacquez, Hector J.'
'Siminel, Anatolii V.'
'Fonari, Marina S.'
_publ_section_title
;
 Mechanism of Nonlinear Optical Enhancement and Supramolecular Isomerism
 in 1D Polymeric Zn(II) and Cd(II) Sulfates with Pyridine-4-aldoxime
 Ligands
;
_journal_issue                   17
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              9217
_journal_paper_doi               10.1021/jp5007395
_journal_volume                  118
_journal_year                    2014
_chemical_formula_moiety         'C12 H20 N6 O9 S Zn'
_chemical_formula_sum            'C12 H20 N6 O9 S Zn'
_chemical_formula_weight         489.77
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.9153(2)
_cell_length_b                   10.9871(3)
_cell_length_c                   21.5221(5)
_cell_measurement_reflns_used    2172
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8677
_cell_measurement_theta_min      3.1656
_cell_volume                     1871.70(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_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  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            4698
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.17
_exptl_absorpt_coefficient_mu    1.486
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.511(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         2890
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0336
_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)+(0.0302P)²+0.4514P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0723
_refine_ls_wR_factor_ref         0.0768
_reflns_number_gt                2634
_reflns_number_total             2890
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp5007395_si_002.cif
_cod_data_source_block           cl_1822
_cod_depositor_comments
'Adding full bibliography for 1514905--1514909.cif.'
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               1514909
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.36488(5) 0.08966(3) 0.25434(2) 0.02264(13) Uani 1 1 d .
S1 S 0.77093(10) 0.02492(7) 0.24481(5) 0.0230(2) Uani 1 1 d .
O1 O 0.4246(5) 0.2025(3) -0.13327(13) 0.0530(10) Uani 1 1 d .
H1 H 0.3867 0.2627 -0.1509 0.079 Uiso 1 1 calc R
O2 O 0.3881(5) 0.2226(3) 0.64129(12) 0.0470(9) Uani 1 1 d .
H2 H 0.3485 0.2851 0.6561 0.070 Uiso 1 1 calc R
O3 O 0.5942(3) -0.01285(19) 0.25566(13) 0.0250(5) Uani 1 1 d .
O4 O 0.8503(4) 0.0541(3) 0.30292(14) 0.0570(9) Uani 1 1 d .
O5 O 0.8604(4) -0.0758(2) 0.21442(12) 0.0367(7) Uani 1 1 d .
O6 O 0.7729(4) 0.1322(3) 0.20487(16) 0.0565(10) Uani 1 1 d .
N1 N 0.3721(5) 0.0843(3) 0.15401(14) 0.0307(8) Uani 1 1 d .
N2 N 0.3882(6) 0.2097(4) -0.06856(15) 0.0444(11) Uani 1 1 d .
N3 N 0.5434(7) 0.0285(4) -0.07165(18) 0.0529(12) Uani 1 1 d D
H1N H 0.559(8) -0.041(3) -0.0552(19) 0.079 Uiso 1 1 d D
H2N H 0.558(7) 0.036(4) -0.1117(10) 0.079 Uiso 1 1 d D
N4 N 0.3699(5) 0.0892(3) 0.35507(13) 0.0278(8) Uani 1 1 d .
N5 N 0.3645(6) 0.2228(4) 0.57570(14) 0.0388(9) Uani 1 1 d .
N6 N 0.5132(7) 0.0404(4) 0.58453(17) 0.0453(11) Uani 1 1 d D
H3N H 0.526(7) -0.029(3) 0.5684(18) 0.068 Uiso 1 1 d D
H4N H 0.521(7) 0.048(4) 0.6237(10) 0.068 Uiso 1 1 d D
C1 C 0.3147(6) 0.1795(4) 0.12145(19) 0.0387(12) Uani 1 1 d .
H1A H 0.2576 0.2407 0.1427 0.046 Uiso 1 1 calc R
C2 C 0.3356(7) 0.1916(4) 0.05823(19) 0.0397(12) Uani 1 1 d .
H2A H 0.2920 0.2591 0.0376 0.048 Uiso 1 1 calc R
C3 C 0.4221(6) 0.1023(4) 0.02550(18) 0.0331(11) Uani 1 1 d .
C4 C 0.4772(7) 0.0037(4) 0.0589(2) 0.0436(14) Uani 1 1 d .
H4 H 0.5333 -0.0594 0.0388 0.052 Uiso 1 1 calc R
C5 C 0.4503(8) -0.0027(4) 0.12177(19) 0.0442(13) Uani 1 1 d .
H5 H 0.4886 -0.0711 0.1430 0.053 Uiso 1 1 calc R
C6 C 0.4507(6) 0.1142(4) -0.04283(19) 0.0344(11) Uani 1 1 d .
C7 C 0.2970(6) 0.1793(4) 0.38696(19) 0.0407(13) Uani 1 1 d .
H7 H 0.2325 0.2361 0.3653 0.049 Uiso 1 1 calc R
C8 C 0.3129(6) 0.1921(4) 0.45029(19) 0.0407(13) Uani 1 1 d .
H8 H 0.2593 0.2564 0.4703 0.049 Uiso 1 1 calc R
C9 C 0.4070(5) 0.1110(4) 0.48412(17) 0.0293(10) Uani 1 1 d .
C10 C 0.4813(8) 0.0185(5) 0.4513(2) 0.0569(17) Uani 1 1 d .
H10 H 0.5467 -0.0393 0.4718 0.068 Uiso 1 1 calc R
C11 C 0.4590(8) 0.0113(4) 0.3876(2) 0.0507(15) Uani 1 1 d .
H11 H 0.5103 -0.0528 0.3666 0.061 Uiso 1 1 calc R
C12 C 0.4270(6) 0.1260(4) 0.55261(19) 0.0317(11) Uani 1 1 d .
O1W O 0.4978(3) 0.2525(2) 0.2555(2) 0.0414(8) Uani 1 1 d D
H1W H 0.462(4) 0.327(2) 0.251(3) 0.062 Uiso 1 1 d D
H2W H 0.596(3) 0.241(4) 0.240(2) 0.062 Uiso 1 1 d D
O2W O 0.1418(3) 0.1901(2) 0.25139(15) 0.0289(6) Uani 1 1 d D
H3W H 0.056(3) 0.153(3) 0.2626(19) 0.043 Uiso 1 1 d D
H4W H 0.147(5) 0.2665(18) 0.2612(19) 0.043 Uiso 1 1 d D
O3W O 0.2192(3) -0.0740(2) 0.25734(14) 0.0312(6) Uani 1 1 d D
H5W H 0.158(5) -0.081(4) 0.2253(12) 0.047 Uiso 1 1 d D
H6W H 0.175(5) -0.083(4) 0.2921(10) 0.047 Uiso 1 1 d D
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
O1W Zn1 O2W 88.49(9)
O1W Zn1 O3 91.35(9)
O2W Zn1 O3 179.01(12)
O1W Zn1 O3W 176.73(14)
O2W Zn1 O3W 89.37(10)
O3 Zn1 O3W 90.82(9)
O1W Zn1 N1 91.26(15)
O2W Zn1 N1 90.37(13)
O3 Zn1 N1 88.65(13)
O3W Zn1 N1 91.24(12)
O1W Zn1 N4 88.91(15)
O2W Zn1 N4 92.72(13)
O3 Zn1 N4 88.26(12)
O3W Zn1 N4 88.72(12)
N1 Zn1 N4 176.91(11)
O4 S1 O6 109.2(2)
O4 S1 O5 110.19(19)
O6 S1 O5 109.98(16)
O4 S1 O3 109.83(19)
O6 S1 O3 109.29(17)
O5 S1 O3 108.39(15)
N2 O1 H1 109.5
N5 O2 H2 109.5
S1 O3 Zn1 130.86(13)
C5 N1 C1 116.4(4)
C5 N1 Zn1 123.5(3)
C1 N1 Zn1 119.5(3)
C6 N2 O1 107.3(4)
C6 N3 H1N 121(4)
C6 N3 H2N 118(3)
H1N N3 H2N 118(3)
C11 N4 C7 116.2(4)
C11 N4 Zn1 123.1(3)
C7 N4 Zn1 120.2(3)
C12 N5 O2 109.5(4)
C12 N6 H3N 119(3)
C12 N6 H4N 118(3)
H3N N6 H4N 119(3)
N1 C1 C2 123.5(4)
N1 C1 H1A 118.2
C2 C1 H1A 118.2
C1 C2 C3 119.5(4)
C1 C2 H2A 120.3
C3 C2 H2A 120.3
C4 C3 C2 116.7(4)
C4 C3 C6 122.5(4)
C2 C3 C6 120.8(4)
C5 C4 C3 120.6(4)
C5 C4 H4 119.7
C3 C4 H4 119.7
N1 C5 C4 123.3(4)
N1 C5 H5 118.4
C4 C5 H5 118.4
N2 C6 N3 125.6(4)
N2 C6 C3 115.9(4)
N3 C6 C3 118.4(4)
N4 C7 C8 123.0(4)
N4 C7 H7 118.5
C8 C7 H7 118.5
C9 C8 C7 120.6(4)
C9 C8 H8 119.7
C7 C8 H8 119.7
C10 C9 C8 116.2(4)
C10 C9 C12 123.0(4)
C8 C9 C12 120.7(4)
C9 C10 C11 119.8(5)
C9 C10 H10 120.1
C11 C10 H10 120.1
N4 C11 C10 124.1(5)
N4 C11 H11 118.0
C10 C11 H11 118.0
N5 C12 N6 125.4(4)
N5 C12 C9 115.9(4)
N6 C12 C9 118.7(4)
Zn1 O1W H1W 130(3)
Zn1 O1W H2W 109(3)
H1W O1W H2W 113(3)
Zn1 O2W H3W 116(3)
Zn1 O2W H4W 118(3)
H3W O2W H4W 116(3)
Zn1 O3W H5W 111(3)
Zn1 O3W H6W 110(3)
H5W O3W H6W 119(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Zn1 O1W 2.076(2)
Zn1 O2W 2.083(2)
Zn1 O3 2.136(2)
Zn1 O3W 2.137(3)
Zn1 N1 2.161(3)
Zn1 N4 2.168(3)
S1 O4 1.436(3)
S1 O6 1.459(3)
S1 O5 1.468(3)
S1 O3 1.478(2)
O1 N2 1.424(4)
O1 H1 0.8200
O2 N5 1.424(4)
O2 H2 0.8200
N1 C5 1.334(5)
N1 C1 1.338(5)
N2 C6 1.285(6)
N3 C6 1.345(6)
N3 H1N 0.849(19)
N3 H2N 0.872(19)
N4 C11 1.311(5)
N4 C7 1.336(5)
N5 C12 1.274(5)
N6 C12 1.349(6)
N6 H3N 0.848(19)
N6 H4N 0.850(18)
C1 C2 1.377(5)
C1 H1A 0.9300
C2 C3 1.389(6)
C2 H2A 0.9300
C3 C4 1.372(6)
C3 C6 1.494(5)
C4 C5 1.371(6)
C4 H4 0.9300
C5 H5 0.9300
C7 C8 1.376(5)
C7 H7 0.9300
C8 C9 1.371(6)
C8 H8 0.9300
C9 C10 1.370(6)
C9 C12 1.491(5)
C10 C11 1.385(6)
C10 H10 0.9300
C11 H11 0.9300
O1W H1W 0.870(18)
O1W H2W 0.858(18)
O2W H3W 0.827(18)
O2W H4W 0.867(18)
O3W H5W 0.846(17)
O3W H6W 0.831(18)
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
O1 H1 O6 0.82 1.87 2.668(4) 164.3 4_455
O2 H2 O4 0.82 1.97 2.749(4) 157.1 4_456
N3 H2N O4 0.872(19) 2.21(3) 2.969(5) 146(4) 2_654
N6 H4N O5 0.850(18) 2.19(3) 2.995(5) 159(5) 2_655
O1W H1W O3 0.870(18) 1.823(19) 2.690(3) 174(4) 3_655
O1W H2W O6 0.858(18) 1.99(2) 2.770(4) 151(4) .
O1W H2W O3W 0.858(18) 2.50(4) 2.954(4) 114(3) 3_655
O2W H3W O4 0.827(18) 2.142(19) 2.964(4) 172(4) 1_455
O2W H3W O6 0.827(18) 2.57(3) 3.151(4) 128(4) 1_455
O2W H4W O5 0.867(18) 1.812(19) 2.675(3) 174(4) 3_655
O3W H5W O5 0.846(17) 2.37(4) 2.987(4) 130(3) 1_455
O3W H5W O2 0.846(17) 2.42(3) 3.103(4) 139(4) 2_554
O3W H6W O1 0.831(18) 2.22(3) 2.972(4) 150(4) 2
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168302402
