#------------------------------------------------------------------------------
#$Date: 2024-09-06 03:44:21 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294557 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/66/7716663.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_7716663
loop_
_publ_author_name
'Lv, Zhimin'
'Ali, Amjad'
'Zou, Cheng'
'Wang, Zerui'
'Ma, Minglu'
'Cheng, Na'
'Shad, Man'
'Hao, Huifang'
'Zhang, Yongmin'
'Rahman, Faiz-Ur'
_publ_section_title
;
 Salicylaldehyde-derived piperazine-functionalized hydrazone ligand-based
 Pt(II) complexes: inhibition of EZH2-dependent tumorigenesis in
 pancreatic ductal adenocarcinoma, synergism with PARP inhibitors and
 enhanced apoptosis.
;
_journal_issue                   33
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13871
_journal_page_last               13889
_journal_paper_doi               10.1039/d4dt01243g
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C12 H16 Cl N3 O Pt'
_chemical_formula_sum            'C12 H16 Cl N3 O Pt'
_chemical_formula_weight         448.82
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-04-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2024-04-01 deposited with the CCDC.	2024-07-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.388(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0851(11)
_cell_length_b                   10.6903(9)
_cell_length_c                   12.4850(9)
_cell_measurement_reflns_used    2030
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      28.1750
_cell_measurement_theta_min      2.7760
_cell_volume                     1309.5(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -85.00  17.00   1.00    2.50    --  -11.27 -77.00  30.00  102
  2  ω     49.00  96.00   1.00    2.50    --   11.90-178.00   0.00   47
  3  ω     48.00  99.00   1.00    2.50    --   11.90-178.00 -90.00   51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0613090000
_diffrn_orient_matrix_UB_12      -0.0308161000
_diffrn_orient_matrix_UB_13      0.0032639000
_diffrn_orient_matrix_UB_21      -0.0117875000
_diffrn_orient_matrix_UB_22      0.0459674000
_diffrn_orient_matrix_UB_23      0.0377626000
_diffrn_orient_matrix_UB_31      -0.0364161000
_diffrn_orient_matrix_UB_32      0.0365956000
_diffrn_orient_matrix_UB_33      -0.0444325000
_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  0.0542
_diffrn_reflns_av_unetI/netI     0.0793
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5756
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.347
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    10.911
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.277
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.976
_refine_diff_density_min         -0.967
_refine_diff_density_rms         0.249
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2300
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0367
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0585
_refine_ls_wR_factor_ref         0.0675
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1850
_reflns_number_total             2300
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01243g2.cif
_cod_data_source_block           n01
_cod_depositor_comments
'Adding full bibliography for 7716663--7716667.cif.'
_cod_database_code               7716663
_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   0.440
_shelx_estimated_absorpt_t_min   0.354
_reflns_odcompleteness_completeness 99.89
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(C1) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
3. Rigid body (RIGU) restrains
 N2, C1, C6, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 Pt1, N2, C1, C2, C6, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C12(H12A,H12B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7)
4.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_olex2_date_sample_data_collection 2021-04-28
_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 2.266
_oxdiff_exptl_absorpt_empirical_full_min 0.446
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Pt1 Pt 0.55934(3) 0.80700(3) 0.68949(2) 0.01262(12) Uani 1 1 d . . . . .
Cl1 Cl 0.6284(3) 0.7888(2) 0.52462(15) 0.0266(6) Uani 1 1 d . . . . .
O1 O 0.4688(6) 0.6408(5) 0.6488(4) 0.0192(14) Uani 1 1 d . . . . .
N2 N 0.5021(7) 0.8120(6) 0.8309(5) 0.0132(14) Uani 1 1 d . U . . .
N3 N 0.5297(7) 0.9240(7) 0.8985(5) 0.0166(16) Uani 1 1 d . . . . .
N4 N 0.6551(7) 0.9781(7) 0.7350(5) 0.0186(17) Uani 1 1 d . . . . .
C1 C 0.4082(8) 0.6037(8) 0.8239(5) 0.0137(14) Uani 1 1 d . U . . .
C2 C 0.3581(9) 0.5117(8) 0.8893(6) 0.0177(19) Uani 1 1 d . . . . .
H2 H 0.343251 0.535263 0.957300 0.021 Uiso 1 1 calc R U . . .
C3 C 0.3318(9) 0.3917(9) 0.8549(6) 0.024(2) Uani 1 1 d . . . . .
H3 H 0.299038 0.334192 0.898359 0.029 Uiso 1 1 calc R U . . .
C4 C 0.3557(9) 0.3554(9) 0.7501(7) 0.026(2) Uani 1 1 d . . . . .
H4 H 0.341296 0.272981 0.726418 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3995(9) 0.4416(9) 0.6851(6) 0.021(2) Uani 1 1 d . . . . .
H5 H 0.411724 0.416612 0.616729 0.025 Uiso 1 1 calc R U . . .
C6 C 0.4267(8) 0.5664(8) 0.7178(6) 0.0139(16) Uani 1 1 d . U . . .
C7 C 0.4429(8) 0.7223(8) 0.8724(6) 0.0138(16) Uani 1 1 d . . . . .
H7 H 0.421476 0.737378 0.939761 0.017 Uiso 1 1 calc R U . . .
C8 C 0.7565(9) 0.9592(9) 0.8470(6) 0.019(2) Uani 1 1 d . . . . .
H8A H 0.815468 1.031740 0.863929 0.023 Uiso 1 1 calc R U . . .
H8B H 0.813005 0.886617 0.843498 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5569(9) 1.0747(8) 0.7493(6) 0.016(2) Uani 1 1 d . . . . .
H9A H 0.496932 1.093410 0.678441 0.019 Uiso 1 1 calc R U . . .
H9B H 0.605676 1.150626 0.776813 0.019 Uiso 1 1 calc R U . . .
C10 C 0.4706(9) 1.0322(8) 0.8303(6) 0.018(2) Uani 1 1 d . . . . .
H10A H 0.461827 1.101506 0.878303 0.021 Uiso 1 1 calc R U . . .
H10B H 0.379860 1.010328 0.788739 0.021 Uiso 1 1 calc R U . . .
C11 C 0.7338(10) 1.0273(9) 0.6566(6) 0.026(2) Uani 1 1 d . . . . .
H11A H 0.806532 0.970495 0.653330 0.038 Uiso 1 1 calc R U . . .
H11B H 0.771135 1.107675 0.681289 0.038 Uiso 1 1 calc R U . . .
H11C H 0.674481 1.035255 0.584773 0.038 Uiso 1 1 calc R U . . .
C12 C 0.6774(9) 0.9405(9) 0.9381(6) 0.023(2) Uani 1 1 d . . . . .
H12A H 0.714113 0.867650 0.981278 0.027 Uiso 1 1 calc R U . . .
H12B H 0.693655 1.012392 0.986811 0.027 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'
Cl Cl 0.1484 0.1585 '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'
Pt Pt -1.7033 8.3905 '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
O1 Pt1 Cl1 85.09(15) . . ?
O1 Pt1 N4 178.8(2) . . ?
N2 Pt1 Cl1 176.7(2) . . ?
N2 Pt1 O1 92.3(2) . . ?
N2 Pt1 N4 86.9(3) . . ?
N4 Pt1 Cl1 95.72(18) . . ?
C6 O1 Pt1 124.6(5) . . ?
N3 N2 Pt1 118.9(5) . . ?
C7 N2 Pt1 126.2(5) . . ?
C7 N2 N3 114.9(6) . . ?
N2 N3 C10 108.2(5) . . ?
N2 N3 C12 109.7(6) . . ?
C12 N3 C10 110.1(7) . . ?
C8 N4 Pt1 107.5(5) . . ?
C9 N4 Pt1 111.5(5) . . ?
C9 N4 C8 107.8(6) . . ?
C9 N4 C11 108.0(7) . . ?
C11 N4 Pt1 114.4(5) . . ?
C11 N4 C8 107.4(7) . . ?
C6 C1 C2 118.0(7) . . ?
C7 C1 C2 117.0(6) . . ?
C7 C1 C6 124.9(7) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 C1 122.2(7) . . ?
C3 C2 H2 118.9 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(8) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(9) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.5(8) . . ?
C6 C5 H5 118.8 . . ?
O1 C6 C1 124.6(7) . . ?
O1 C6 C5 117.2(7) . . ?
C5 C6 C1 118.3(7) . . ?
N2 C7 C1 125.7(7) . . ?
N2 C7 H7 117.2 . . ?
C1 C7 H7 117.2 . . ?
N4 C8 H8A 109.7 . . ?
N4 C8 H8B 109.7 . . ?
N4 C8 C12 109.7(7) . . ?
H8A C8 H8B 108.2 . . ?
C12 C8 H8A 109.7 . . ?
C12 C8 H8B 109.7 . . ?
N4 C9 H9A 109.3 . . ?
N4 C9 H9B 109.3 . . ?
N4 C9 C10 111.7(7) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
N3 C10 C9 113.1(7) . . ?
N3 C10 H10A 109.0 . . ?
N3 C10 H10B 109.0 . . ?
C9 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
N4 C11 H11A 109.5 . . ?
N4 C11 H11B 109.5 . . ?
N4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C8 115.0(6) . . ?
N3 C12 H12A 108.5 . . ?
N3 C12 H12B 108.5 . . ?
C8 C12 H12A 108.5 . . ?
C8 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
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
Pt1 Cl1 2.3289(19) . ?
Pt1 O1 2.009(6) . ?
Pt1 N2 1.981(6) . ?
Pt1 N4 2.086(7) . ?
O1 C6 1.313(9) . ?
N2 N3 1.454(9) . ?
N2 C7 1.299(10) . ?
N3 C10 1.478(10) . ?
N3 C12 1.468(11) . ?
N4 C8 1.542(9) . ?
N4 C9 1.469(10) . ?
N4 C11 1.491(10) . ?
C1 C2 1.442(11) . ?
C1 C6 1.437(9) . ?
C1 C7 1.413(11) . ?
C2 H2 0.9300 . ?
C2 C3 1.359(12) . ?
C3 H3 0.9300 . ?
C3 C4 1.438(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.367(12) . ?
C5 H5 0.9300 . ?
C5 C6 1.403(12) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C12 1.546(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.548(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
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
Pt1 O1 C6 C1 15.9(11) . . . . ?
Pt1 O1 C6 C5 -163.4(6) . . . . ?
Pt1 N2 N3 C10 54.6(7) . . . . ?
Pt1 N2 N3 C12 -65.5(7) . . . . ?
Pt1 N2 C7 C1 0.1(13) . . . . ?
Pt1 N4 C8 C12 -70.5(7) . . . . ?
Pt1 N4 C9 C10 53.8(7) . . . . ?
N2 N3 C10 C9 -76.8(8) . . . . ?
N2 N3 C12 C8 61.9(9) . . . . ?
N3 N2 C7 C1 -178.6(7) . . . . ?
N4 C8 C12 N3 9.5(10) . . . . ?
N4 C9 C10 N3 16.5(9) . . . . ?
C1 C2 C3 C4 0.4(13) . . . . ?
C2 C1 C6 O1 178.5(8) . . . . ?
C2 C1 C6 C5 -2.1(12) . . . . ?
C2 C1 C7 N2 172.6(8) . . . . ?
C2 C3 C4 C5 -2.2(13) . . . . ?
C3 C4 C5 C6 1.9(14) . . . . ?
C4 C5 C6 O1 179.7(8) . . . . ?
C4 C5 C6 C1 0.4(13) . . . . ?
C6 C1 C2 C3 1.8(13) . . . . ?
C6 C1 C7 N2 -3.5(14) . . . . ?
C7 N2 N3 C10 -126.6(7) . . . . ?
C7 N2 N3 C12 113.2(8) . . . . ?
C7 C1 C2 C3 -174.7(8) . . . . ?
C7 C1 C6 O1 -5.3(13) . . . . ?
C7 C1 C6 C5 174.0(8) . . . . ?
C8 N4 C9 C10 -63.9(9) . . . . ?
C9 N4 C8 C12 49.8(9) . . . . ?
C10 N3 C12 C8 -57.1(9) . . . . ?
C11 N4 C8 C12 165.9(7) . . . . ?
C11 N4 C9 C10 -179.7(6) . . . . ?
C12 N3 C10 C9 43.1(8) . . . . ?
