#------------------------------------------------------------------------------
#$Date: 2025-04-03 08:32:21 +0300 (Thu, 03 Apr 2025) $
#$Revision: 298703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/80/7248010.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_7248010
loop_
_publ_author_name
'Rana, Soumitra'
'Basu, Soumyadip'
'Bera, Aswini'
'Saha, Pinaki'
'Ghosh, Prasanta'
'Khatua, Bhanu Bhusan'
'Mukhopadhyay, Chhanda'
_publ_section_title
;
 “On-water” synthesis of
 thioxoimidazolidinone-isatin/ninhydrin conjugates, followed by
 temperature-induced dehydration by a ZnMnO3@Ni(OH)2 nano-catalyst
;
_journal_issue                   5
_journal_name_full               'Green Chemistry'
_journal_page_first              2750
_journal_page_last               2762
_journal_paper_doi               10.1039/D3GC03730D
_journal_volume                  26
_journal_year                    2024
_chemical_formula_sum            'C15 H17 N3 O3 S'
_chemical_formula_weight         319.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-02-02 deposited with the CCDC.	2024-01-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.6920(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.3627(7)
_cell_length_b                   10.8980(8)
_cell_length_c                   14.0931(10)
_cell_measurement_temperature    273(2)
_cell_volume                     1568.86(19)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18098
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.983
_diffrn_reflns_theta_min         2.733
_exptl_absorpt_coefficient_mu    0.760
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_F_000             760
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.779
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3073
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.779
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0419
_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)+(0.1000P)²+0.9566P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1289
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2568
_reflns_number_total             3073
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc03730d2.cif
_cod_data_source_block           FINAL_MP2_a
_cod_depositor_comments
;

2025-03-29
Z value fixed to a value more according to usual
chemical conventions.
The absurd formula has been replaced by that defined by the
atoms present in the file
                 miguel
;
_cod_original_formula_sum            'C20 H20 N20 O20 S20'
_cod_original_formula_weight         1501.76
_cod_original_formula_units_Z            1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7248010
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_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_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
S1 S 0.41690(5) 0.81348(5) 0.51379(4) 0.0567(2) Uani 1 1 d . . . . .
O2 O 0.95670(14) 0.83285(12) 0.57164(9) 0.0474(3) Uani 1 1 d . . . . .
H002 H 0.969208 0.906911 0.577991 0.071 Uiso 1 1 calc R U . . .
O1 O 1.03212(14) 0.92123(12) 0.38881(10) 0.0522(4) Uani 1 1 d . . . . .
O3 O 0.72526(14) 0.86368(14) 0.28074(9) 0.0535(4) Uani 1 1 d . . . . .
N2 N 0.66941(14) 0.87577(13) 0.51866(10) 0.0380(3) Uani 1 1 d . . . . .
N1 N 0.99239(14) 0.71617(14) 0.36321(11) 0.0400(3) Uani 1 1 d . . . . .
N3 N 0.56380(15) 0.83165(14) 0.37267(11) 0.0432(4) Uani 1 1 d . . . . .
C8 C 0.97720(16) 0.82528(16) 0.40446(13) 0.0382(4) Uani 1 1 d . . . . .
C6 C 0.85030(17) 0.67424(15) 0.46764(13) 0.0378(4) Uani 1 1 d . . . . .
C10 C 0.76469(16) 0.89398(15) 0.45535(12) 0.0354(4) Uani 1 1 d . . . . .
H00A H 0.792745 0.979945 0.457193 0.042 Uiso 1 1 calc R U . . .
C1 C 0.91405(17) 0.62520(16) 0.39724(13) 0.0400(4) Uani 1 1 d . . . . .
C7 C 0.88516(17) 0.80864(15) 0.47909(12) 0.0360(4) Uani 1 1 d . . . . .
C11 C 0.68644(17) 0.86357(16) 0.35729(13) 0.0392(4) Uani 1 1 d . . . . .
C12 C 0.55269(18) 0.84082(15) 0.46978(14) 0.0410(4) Uani 1 1 d . . . . .
C13 C 0.6918(2) 0.90639(19) 0.62094(13) 0.0501(5) Uani 1 1 d . . . . .
H00B H 0.611603 0.934623 0.638954 0.075 Uiso 1 1 calc R U . . .
H00C H 0.756773 0.969842 0.633247 0.075 Uiso 1 1 calc R U . . .
H00D H 0.721920 0.834853 0.657904 0.075 Uiso 1 1 calc R U . . .
C5 C 0.7705(2) 0.60101(18) 0.51322(15) 0.0494(5) Uani 1 1 d . . . . .
H00G H 0.728984 0.632477 0.561515 0.059 Uiso 1 1 calc R U . . .
C2 C 0.8997(2) 0.50407(18) 0.36867(16) 0.0532(5) Uani 1 1 d . . . . .
H00H H 0.942877 0.472099 0.321427 0.064 Uiso 1 1 calc R U . . .
C9 C 1.0816(2) 0.6957(2) 0.29514(16) 0.0567(5) Uani 1 1 d . . . . .
H00E H 1.035267 0.706226 0.230690 0.085 Uiso 1 1 calc R U . . .
H00F H 1.115987 0.613882 0.302744 0.085 Uiso 1 1 calc R U . . .
H00I H 1.152250 0.753659 0.307130 0.085 Uiso 1 1 calc R U . . .
C4 C 0.7541(2) 0.47884(19) 0.48481(18) 0.0597(6) Uani 1 1 d . . . . .
H00J H 0.699856 0.428223 0.513820 0.072 Uiso 1 1 calc R U . . .
C3 C 0.8172(2) 0.43219(19) 0.41429(18) 0.0617(6) Uani 1 1 d . . . . .
H00K H 0.804483 0.350321 0.396553 0.074 Uiso 1 1 calc R U . . .
C14 C 0.4633(2) 0.7812(2) 0.29690(17) 0.0616(6) Uani 1 1 d . . . . .
H00L H 0.480059 0.808516 0.234609 0.074 Uiso 1 1 calc R U . . .
H00M H 0.378155 0.812089 0.305249 0.074 Uiso 1 1 calc R U . . .
C15 C 0.4616(3) 0.6428(2) 0.2991(2) 0.0785(8) Uani 1 1 d . . . . .
H00N H 0.546494 0.611973 0.292771 0.118 Uiso 1 1 calc R U . . .
H00O H 0.397772 0.612800 0.246910 0.118 Uiso 1 1 calc R U . . .
H00P H 0.439361 0.615495 0.359112 0.118 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
C12 N2 C10 111.76(14) . . ?
C12 N2 C13 123.48(15) . . ?
C10 N2 C13 124.34(14) . . ?
C8 N1 C1 110.94(15) . . ?
C8 N1 C9 123.59(16) . . ?
C1 N1 C9 125.44(16) . . ?
C11 N3 C12 111.64(15) . . ?
C11 N3 C14 122.95(16) . . ?
C12 N3 C14 125.07(16) . . ?
O1 C8 N1 125.73(17) . . ?
O1 C8 C7 125.45(16) . . ?
N1 C8 C7 108.73(14) . . ?
C5 C6 C1 120.23(17) . . ?
C5 C6 C7 131.37(17) . . ?
C1 C6 C7 108.40(15) . . ?
N2 C10 C11 102.45(13) . . ?
N2 C10 C7 113.10(14) . . ?
C11 C10 C7 110.72(13) . . ?
C2 C1 C6 122.39(18) . . ?
C2 C1 N1 127.62(18) . . ?
C6 C1 N1 109.98(15) . . ?
O2 C7 C6 111.01(14) . . ?
O2 C7 C8 108.58(14) . . ?
C6 C7 C8 101.83(13) . . ?
O2 C7 C10 111.49(14) . . ?
C6 C7 C10 112.95(14) . . ?
C8 C7 C10 110.50(13) . . ?
O3 C11 N3 126.61(17) . . ?
O3 C11 C10 127.14(16) . . ?
N3 C11 C10 106.22(14) . . ?
N2 C12 N3 107.90(15) . . ?
N2 C12 S1 127.40(15) . . ?
N3 C12 S1 124.70(14) . . ?
C6 C5 C4 118.17(19) . . ?
C1 C2 C3 116.5(2) . . ?
C3 C4 C5 120.74(19) . . ?
C4 C3 C2 121.91(19) . . ?
N3 C14 C15 111.7(2) . . ?
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
S1 C12 1.6575(18) . ?
O2 C7 1.412(2) . ?
O1 C8 1.228(2) . ?
O3 C11 1.213(2) . ?
N2 C12 1.342(2) . ?
N2 C10 1.452(2) . ?
N2 C13 1.460(2) . ?
N1 C8 1.344(2) . ?
N1 C1 1.415(2) . ?
N1 C9 1.457(2) . ?
N3 C11 1.370(2) . ?
N3 C12 1.396(2) . ?
N3 C14 1.467(3) . ?
C8 C7 1.545(2) . ?
C6 C5 1.383(3) . ?
C6 C1 1.388(3) . ?
C6 C7 1.511(2) . ?
C10 C11 1.516(2) . ?
C10 C7 1.547(2) . ?
C1 C2 1.381(3) . ?
C5 C4 1.392(3) . ?
C2 C3 1.394(3) . ?
C4 C3 1.376(3) . ?
C14 C15 1.509(4) . ?
