#------------------------------------------------------------------------------
#$Date: 2023-07-05 13:32:28 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284937 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/24/7062489.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_7062489
loop_
_publ_author_name
'Wongsuwan, Sutthida'
'Chatwichien, Jaruwan'
'Sirisaksoontorn, Weekit'
'Chainok, Kittipong'
'Songsasen, Apisit'
'Chotima, Ratanon'
_publ_section_title
;
 Novel Pd(ii) pincer complexes bearing salicylaldimine-based benzothiazole
 derivatives: synthesis, structural characterization, DNA/BSA binding, and
 biological evaluation
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10624
_journal_page_last               10637
_journal_paper_doi               10.1039/D3NJ00458A
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C21 H16 N2 O2 S'
_chemical_formula_sum            'C21 H16 N2 O2 S'
_chemical_formula_weight         360.42
_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   mixed
_audit_creation_date             2023-03-29
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-03-29 deposited with the CCDC.	2023-05-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.290(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.779(4)
_cell_length_b                   12.613(4)
_cell_length_c                   13.596(4)
_cell_measurement_reflns_used    8607
_cell_measurement_temperature    296
_cell_measurement_theta_max      27.695
_cell_measurement_theta_min      2.582
_cell_volume                     1733.8(10)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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      296
_diffrn_detector                 'Bruker PHOTON 200 area detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'PHOTON II area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST CMOS PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            61709
_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         28.323
_diffrn_reflns_theta_min         2.582
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_type              Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0667 before and 0.0612 after correction.
The Ratio of minimum to maximum transmission is 0.9213.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         4304
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0385
_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)+(0.0450P)²+0.4642P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.1024
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3541
_reflns_number_total             4304
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj00458a2.cif
_cod_data_source_block           kcrc_ab19
_cod_depositor_comments
'Adding full bibliography for 7062488--7062493.cif.'
_cod_database_code               7062489
_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.
;
_shelx_estimated_absorpt_t_max   0.966
_shelx_estimated_absorpt_t_min   0.956
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-H1
 0.82 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C14(H14), C2(H2), C12(H12), C18(H18), C9(H9), C17(H17), C5(H5),
 C3(H3), C4(H4), C11(H11), C10(H10)
3.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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 0.64965(4) 0.25870(3) 0.71302(3) 0.04520(12) Uani 1 1 d . . . . .
O1 O 0.93077(13) 0.40630(11) 0.74882(9) 0.0593(3) Uani 1 1 d D . . . .
O2 O 0.86151(13) 0.71175(9) 0.44363(10) 0.0609(3) Uani 1 1 d . . . . .
N2 N 0.82288(12) 0.26597(9) 0.59660(9) 0.0402(3) Uani 1 1 d . . . . .
N1 N 0.59717(14) 0.05902(9) 0.71359(10) 0.0468(3) Uani 1 1 d . . . . .
C1 C 0.56112(13) 0.21709(11) 0.79073(11) 0.0376(3) Uani 1 1 d . . . . .
C15 C 0.85578(13) 0.44928(11) 0.56405(10) 0.0359(3) Uani 1 1 d . . . . .
C20 C 0.83825(13) 0.52670(11) 0.48596(11) 0.0377(3) Uani 1 1 d . . . . .
H20 H 0.802634 0.507726 0.415603 0.045 Uiso 1 1 calc R U . . .
C8 C 0.71601(15) 0.09519(10) 0.59536(11) 0.0399(3) Uani 1 1 d . . . . .
C13 C 0.79395(14) 0.16145(11) 0.55745(11) 0.0391(3) Uani 1 1 d . . . . .
C6 C 0.54312(14) 0.10728(11) 0.78058(11) 0.0418(3) Uani 1 1 d . . . . .
C7 C 0.65484(14) 0.12732(10) 0.67237(11) 0.0378(3) Uani 1 1 d . . . . .
C16 C 0.91053(15) 0.47788(12) 0.67011(11) 0.0438(3) Uani 1 1 d . . . . .
C14 C 0.81951(13) 0.34054(11) 0.53149(11) 0.0377(3) Uani 1 1 d . . . . .
H14 H 0.792706 0.324266 0.460452 0.045 Uiso 1 1 calc R U . . .
C19 C 0.87359(15) 0.63058(11) 0.51314(12) 0.0434(3) Uani 1 1 d . . . . .
C2 C 0.51507(15) 0.27621(12) 0.85772(12) 0.0464(3) Uani 1 1 d . . . . .
H2 H 0.527625 0.349178 0.864155 0.056 Uiso 1 1 calc R U . . .
C12 C 0.84671(16) 0.12175(12) 0.48436(12) 0.0487(4) Uani 1 1 d . . . . .
H12 H 0.900350 0.164862 0.460531 0.058 Uiso 1 1 calc R U . . .
C18 C 0.92775(17) 0.65783(13) 0.61935(14) 0.0549(4) Uani 1 1 d . . . . .
H18 H 0.951329 0.727859 0.638105 0.066 Uiso 1 1 calc R U . . .
C9 C 0.69135(19) -0.00797(12) 0.55621(14) 0.0557(4) Uani 1 1 d . . . . .
H9 H 0.639601 -0.052623 0.580484 0.067 Uiso 1 1 calc R U . . .
C17 C 0.94659(17) 0.58267(14) 0.69624(13) 0.0549(4) Uani 1 1 d . . . . .
H17 H 0.983787 0.602106 0.766371 0.066 Uiso 1 1 calc R U . . .
C5 C 0.47633(19) 0.05570(13) 0.83823(14) 0.0578(4) Uani 1 1 d . . . . .
H5 H 0.462776 -0.017184 0.832114 0.069 Uiso 1 1 calc R U . . .
C3 C 0.45038(16) 0.22277(14) 0.91400(13) 0.0510(4) Uani 1 1 d . . . . .
H3 H 0.419105 0.260245 0.959527 0.061 Uiso 1 1 calc R U . . .
C4 C 0.43099(18) 0.11374(14) 0.90394(14) 0.0576(4) Uani 1 1 d . . . . .
H4 H 0.386450 0.079640 0.942502 0.069 Uiso 1 1 calc R U . . .
C11 C 0.8203(2) 0.01957(14) 0.44716(15) 0.0605(5) Uani 1 1 d . . . . .
H11 H 0.855484 -0.005602 0.398117 0.073 Uiso 1 1 calc R U . . .
C10 C 0.7419(2) -0.04537(13) 0.48237(16) 0.0654(5) Uani 1 1 d . . . . .
H10 H 0.723051 -0.114027 0.456565 0.079 Uiso 1 1 calc R U . . .
C21 C 0.7957(2) 0.69017(15) 0.33601(15) 0.0690(5) Uani 1 1 d . . . . .
H21A H 0.785783 0.754715 0.296594 0.103 Uiso 1 1 calc R U . . .
H21B H 0.710040 0.660775 0.326045 0.103 Uiso 1 1 calc R U . . .
H21C H 0.846573 0.640383 0.312306 0.103 Uiso 1 1 calc R U . . .
H1 H 0.903(2) 0.3476(14) 0.7203(16) 0.075(7) 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'
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
C1 S1 C7 89.46(7) . . ?
C16 O1 H1 106.7(15) . . ?
C19 O2 C21 117.66(13) . . ?
C14 N2 C13 118.25(12) . . ?
C7 N1 C6 111.53(12) . . ?
C6 C1 S1 109.07(10) . . ?
C2 C1 S1 129.22(12) . . ?
C2 C1 C6 121.68(13) . . ?
C20 C15 C14 118.30(12) . . ?
C16 C15 C20 119.74(13) . . ?
C16 C15 C14 121.93(13) . . ?
C15 C20 H20 119.8 . . ?
C19 C20 C15 120.35(13) . . ?
C19 C20 H20 119.8 . . ?
C13 C8 C7 124.68(12) . . ?
C9 C8 C13 118.30(13) . . ?
C9 C8 C7 117.00(13) . . ?
C8 C13 N2 119.89(12) . . ?
C12 C13 N2 120.68(13) . . ?
C12 C13 C8 119.38(13) . . ?
N1 C6 C1 115.20(12) . . ?
N1 C6 C5 125.64(14) . . ?
C5 C6 C1 119.15(13) . . ?
N1 C7 S1 114.75(11) . . ?
N1 C7 C8 121.55(12) . . ?
C8 C7 S1 123.68(10) . . ?
O1 C16 C15 122.29(14) . . ?
O1 C16 C17 118.47(14) . . ?
C17 C16 C15 119.23(14) . . ?
N2 C14 C15 122.79(13) . . ?
N2 C14 H14 118.6 . . ?
C15 C14 H14 118.6 . . ?
O2 C19 C20 125.07(14) . . ?
O2 C19 C18 115.75(13) . . ?
C20 C19 C18 119.18(14) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 C1 117.68(15) . . ?
C3 C2 H2 121.2 . . ?
C13 C12 H12 119.6 . . ?
C11 C12 C13 120.85(15) . . ?
C11 C12 H12 119.6 . . ?
C19 C18 H18 119.5 . . ?
C17 C18 C19 120.96(15) . . ?
C17 C18 H18 119.5 . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.64(15) . . ?
C10 C9 H9 119.2 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.53(14) . . ?
C18 C17 H17 119.7 . . ?
C6 C5 H5 120.4 . . ?
C4 C5 C6 119.17(15) . . ?
C4 C5 H5 120.4 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.15(15) . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.15(15) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C12 C11 H11 119.9 . . ?
C10 C11 C12 120.18(15) . . ?
C10 C11 H11 119.9 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.61(16) . . ?
C11 C10 H10 120.2 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
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 C1 1.7325(14) . ?
S1 C7 1.7539(15) . ?
O1 C16 1.3586(19) . ?
O1 H1 0.842(15) . ?
O2 C19 1.3686(19) . ?
O2 C21 1.414(2) . ?
N2 C13 1.4154(18) . ?
N2 C14 1.2835(18) . ?
N1 C6 1.3811(18) . ?
N1 C7 1.2979(18) . ?
C1 C6 1.399(2) . ?
C1 C2 1.395(2) . ?
C15 C20 1.4062(19) . ?
C15 C16 1.403(2) . ?
C15 C14 1.4526(19) . ?
C20 H20 0.9300 . ?
C20 C19 1.379(2) . ?
C8 C13 1.4036(19) . ?
C8 C7 1.4745(19) . ?
C8 C9 1.396(2) . ?
C13 C12 1.398(2) . ?
C6 C5 1.395(2) . ?
C16 C17 1.389(2) . ?
C14 H14 0.9300 . ?
C19 C18 1.400(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(2) . ?
C12 H12 0.9300 . ?
C12 C11 1.378(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.373(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(2) . ?
C17 H17 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.370(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.391(2) . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C11 C10 1.376(2) . ?
C10 H10 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
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
S1 C1 C6 N1 -0.22(17) . . . . ?
S1 C1 C6 C5 178.66(13) . . . . ?
S1 C1 C2 C3 -177.80(12) . . . . ?
O1 C16 C17 C18 -179.87(15) . . . . ?
O2 C19 C18 C17 -178.96(15) . . . . ?
N2 C13 C12 C11 179.09(15) . . . . ?
N1 C6 C5 C4 178.23(16) . . . . ?
C1 S1 C7 N1 -0.57(12) . . . . ?
C1 S1 C7 C8 177.82(13) . . . . ?
C1 C6 C5 C4 -0.5(3) . . . . ?
C1 C2 C3 C4 -0.4(2) . . . . ?
C15 C20 C19 O2 179.58(14) . . . . ?
C15 C20 C19 C18 0.3(2) . . . . ?
C15 C16 C17 C18 0.7(2) . . . . ?
C20 C15 C16 O1 -179.43(13) . . . . ?
C20 C15 C16 C17 0.0(2) . . . . ?
C20 C15 C14 N2 -174.82(13) . . . . ?
C20 C19 C18 C17 0.3(2) . . . . ?
C8 C13 C12 C11 1.7(2) . . . . ?
C8 C9 C10 C11 1.0(3) . . . . ?
C13 N2 C14 C15 -175.90(12) . . . . ?
C13 C8 C7 S1 10.1(2) . . . . ?
C13 C8 C7 N1 -171.67(14) . . . . ?
C13 C8 C9 C10 0.2(3) . . . . ?
C13 C12 C11 C10 -0.5(3) . . . . ?
C6 N1 C7 S1 0.54(17) . . . . ?
C6 N1 C7 C8 -177.89(13) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
C6 C5 C4 C3 0.0(3) . . . . ?
C7 S1 C1 C6 0.41(11) . . . . ?
C7 S1 C1 C2 178.28(14) . . . . ?
C7 N1 C6 C1 -0.20(19) . . . . ?
C7 N1 C6 C5 -178.99(16) . . . . ?
C7 C8 C13 N2 2.6(2) . . . . ?
C7 C8 C13 C12 179.98(14) . . . . ?
C7 C8 C9 C10 178.79(17) . . . . ?
C16 C15 C20 C19 -0.5(2) . . . . ?
C16 C15 C14 N2 7.0(2) . . . . ?
C14 N2 C13 C8 -138.99(14) . . . . ?
C14 N2 C13 C12 43.7(2) . . . . ?
C14 C15 C20 C19 -178.79(13) . . . . ?
C14 C15 C16 O1 -1.2(2) . . . . ?
C14 C15 C16 C17 178.22(14) . . . . ?
C19 C18 C17 C16 -0.8(3) . . . . ?
C2 C1 C6 N1 -178.28(14) . . . . ?
C2 C1 C6 C5 0.6(2) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C12 C11 C10 C9 -0.9(3) . . . . ?
C9 C8 C13 N2 -178.95(14) . . . . ?
C9 C8 C13 C12 -1.6(2) . . . . ?
C9 C8 C7 S1 -168.42(13) . . . . ?
C9 C8 C7 N1 9.9(2) . . . . ?
C21 O2 C19 C20 6.7(2) . . . . ?
C21 O2 C19 C18 -174.01(16) . . . . ?
