#------------------------------------------------------------------------------
#$Date: 2026-02-12 21:39:52 +0100 (Thu 12 de Feb de 2026) $
#$Revision: 304225 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/64/1576426.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_1576426
loop_
_publ_author_name
'Swain, Amlan'
'Behera, Bedabyas'
'Samal, Saroj Lochan'
'Rout, Laxmidhar'
'Mohapatra, Debendra K.'
_publ_section_title
;
 CuNiO2 nano catalyst for efficient Csp2--S bond formation in water:
 toward green synthesis of bioactive molecules
;
_journal_issue                   3
_journal_name_full               'Catalysis Science & Technology'
_journal_page_first              830
_journal_page_last               839
_journal_paper_doi               10.1039/D5CY01377A
_journal_volume                  16
_journal_year                    2026
_chemical_formula_moiety         'C15 H10 N2 O2 S2'
_chemical_formula_sum            'C15 H10 N2 O2 S2'
_chemical_formula_weight         314.37
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-14
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2021.06.29 svn.r12e2184c for OlexSys, GUI svn.r6374)
;
_audit_update_record
;
2024-08-16 deposited with the CCDC.	2025-12-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.198(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.1182(7)
_cell_length_b                   4.2420(2)
_cell_length_c                   19.6101(8)
_cell_measurement_reflns_used    2803
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.8920
_cell_measurement_theta_min      2.6160
_cell_volume                     1405.20(11)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  11.00   0.50  197.88    --   10.00 -19.00-111.00   50
  2  ω    -35.00 -10.00   0.50  197.88    --  -10.20 -19.00-111.00   50
  3  ω    -13.00  23.00   0.50  197.88    --  -10.20  19.00  57.00   72
  4  ω     -3.00  23.00   0.50  197.88    --   10.00  77.00 150.00   52
  5  ω    -17.00   9.00   0.50  197.88    --   10.00  57.00 120.00   52
  6  ω     -7.00  44.00   0.50  197.88    --   10.00  77.00-150.00  102
  7  ω     24.00  98.00   0.50  197.88    --   10.00  77.00 150.00  148
  8  ω    -71.00 -45.00   0.50  197.88    --   10.00 -77.00 120.00   52
  9  ω    -11.00  32.00   0.50  197.88    --   10.00 -77.00 120.00   86
 10  ω    -99.00  16.00   0.50  197.88    --  -10.20 -38.00-150.00  230
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0393058000
_diffrn_orient_matrix_UB_12      0.0352360000
_diffrn_orient_matrix_UB_13      0.0029441000
_diffrn_orient_matrix_UB_21      0.0131718000
_diffrn_orient_matrix_UB_22      -0.0224822000
_diffrn_orient_matrix_UB_23      0.0383905000
_diffrn_orient_matrix_UB_31      0.0067298000
_diffrn_orient_matrix_UB_32      -0.1619431000
_diffrn_orient_matrix_UB_33      -0.0046882000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            5120
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.042
_diffrn_reflns_theta_min         2.228
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.383
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_description       crystalline
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1458
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0329
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0414P)²+0.4337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0858
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1160
_reflns_number_total             1458
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cy01377a2.cif
_cod_data_source_block           2_as176_120224
_cod_database_code               1576426
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O S'
_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.
;
_reflns_odcompleteness_completeness 99.21
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Fixed Sof: H00A(0.5) H00B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C007(H00A,H00B)
3.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00A(H00C), C00B(H00D)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.611
_oxdiff_exptl_absorpt_empirical_full_min 0.679
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -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
S001 S 0.20312(2) 0.56164(12) 0.41737(2) 0.05250(18) Uani 1 1 d . . . . .
O002 O 0.27300(6) 0.8572(3) 0.34031(6) 0.0511(3) Uani 1 1 d . . . . .
N003 N 0.36064(8) 0.6230(3) 0.44036(7) 0.0473(4) Uani 1 1 d . . . . .
C004 C 0.40219(9) 0.7782(4) 0.40177(8) 0.0443(4) Uani 1 1 d . . . . .
C005 C 0.28758(10) 0.6777(4) 0.40188(8) 0.0442(4) Uani 1 1 d . . . . .
C006 C 0.34838(10) 0.9201(4) 0.34060(8) 0.0454(4) Uani 1 1 d . . . . .
C007 C 0.250000 0.3402(6) 0.500000 0.0528(6) Uani 1 2 d S T P . .
H00A H 0.210402 0.204658 0.507341 0.063 Uiso 0.5 1 calc R U P . .
H00B H 0.289595 0.204641 0.492660 0.063 Uiso 0.5 1 calc R U P . .
C008 C 0.48250(11) 0.8042(5) 0.41587(10) 0.0590(5) Uani 1 1 d . . . . .
H008 H 0.519949 0.711514 0.456778 0.071 Uiso 1 1 calc R U . . .
C009 C 0.36907(12) 1.0917(4) 0.29071(10) 0.0601(5) Uani 1 1 d . . . . .
H009 H 0.331618 1.185300 0.249951 0.072 Uiso 1 1 calc R U . . .
C00A C 0.50427(12) 0.9749(5) 0.36611(11) 0.0645(5) Uani 1 1 d . . . . .
H00C H 0.557766 0.996014 0.373736 0.077 Uiso 1 1 calc R U . . .
C00B C 0.44912(13) 1.1150(5) 0.30540(12) 0.0664(6) Uani 1 1 d . . . . .
H00D H 0.466598 1.228399 0.273544 0.080 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 0.0033 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'
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
_geom_angle_publ_flag
C005 S001 C007 98.44(6) . . ?
C005 O002 C006 103.12(12) . . ?
C005 N003 C004 103.71(13) . . ?
C006 C004 N003 108.89(14) . . ?
C006 C004 C008 120.01(16) . . ?
C008 C004 N003 131.10(15) . . ?
O002 C005 S001 114.25(11) . . ?
N003 C005 S001 129.18(13) . . ?
N003 C005 O002 116.56(14) . . ?
C004 C006 O002 107.71(13) . . ?
C009 C006 O002 128.23(16) . . ?
C009 C006 C004 124.06(17) . . ?
S001 C007 S001 117.03(13) 2_556 . ?
S001 C007 H00A 108.0 2_556 . ?
S001 C007 H00A 108.0 . . ?
S001 C007 H00B 108.0 2_556 . ?
S001 C007 H00B 108.0 . . ?
H00A C007 H00B 107.3 . . ?
C004 C008 H008 121.7 . . ?
C00A C008 C004 116.65(18) . . ?
C00A C008 H008 121.7 . . ?
C006 C009 H009 122.4 . . ?
C006 C009 C00B 115.26(18) . . ?
C00B C009 H009 122.4 . . ?
C008 C00A H00C 118.9 . . ?
C00B C00A C008 122.12(18) . . ?
C00B C00A H00C 118.9 . . ?
C009 C00B C00A 121.90(17) . . ?
C009 C00B H00D 119.0 . . ?
C00A C00B H00D 119.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 C005 1.7357(16) . ?
S001 C007 1.7982(13) . ?
O002 C005 1.3700(18) . ?
O002 C006 1.3895(19) . ?
N003 C004 1.409(2) . ?
N003 C005 1.2858(19) . ?
C004 C006 1.381(2) . ?
C004 C008 1.384(2) . ?
C006 C009 1.376(2) . ?
C007 H00A 0.9700 . ?
C007 H00B 0.9700 . ?
C008 H008 0.9300 . ?
C008 C00A 1.382(3) . ?
C009 H009 0.9300 . ?
C009 C00B 1.376(3) . ?
C00A H00C 0.9300 . ?
C00A C00B 1.382(3) . ?
C00B H00D 0.9300 . ?
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
_geom_torsion_publ_flag
O002 C006 C009 C00B 179.85(16) . . . . ?
N003 C004 C006 O002 0.29(17) . . . . ?
N003 C004 C006 C009 -179.93(15) . . . . ?
N003 C004 C008 C00A 179.67(17) . . . . ?
C004 N003 C005 S001 -179.16(13) . . . . ?
C004 N003 C005 O002 -0.42(18) . . . . ?
C004 C006 C009 C00B 0.1(3) . . . . ?
C004 C008 C00A C00B 0.4(3) . . . . ?
C005 S001 C007 S001 75.80(6) . . . 2_556 ?
C005 O002 C006 C004 -0.49(16) . . . . ?
C005 O002 C006 C009 179.74(17) . . . . ?
C005 N003 C004 C006 0.06(17) . . . . ?
C005 N003 C004 C008 -179.85(18) . . . . ?
C006 O002 C005 S001 179.52(10) . . . . ?
C006 O002 C005 N003 0.59(18) . . . . ?
C006 C004 C008 C00A -0.2(2) . . . . ?
C006 C009 C00B C00A 0.0(3) . . . . ?
C007 S001 C005 O002 179.73(12) . . . . ?
C007 S001 C005 N003 -1.50(17) . . . . ?
C008 C004 C006 O002 -179.79(15) . . . . ?
C008 C004 C006 C009 0.0(3) . . . . ?
C008 C00A C00B C009 -0.3(3) . . . . ?
