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#$Date: 2025-02-06 04:32:51 +0200 (Thu, 06 Feb 2025) $
#$Revision: 297620 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/99/7249911.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_7249911
loop_
_publ_author_name
'O'Sullivan, Patrick'
'Previtali, Viola'
'Twamley, Brendan'
'Marmion, Celine J.'
'McDonald, Aidan R.'
'Rozas, Isabel'
_publ_section_title
;
 Platinum(ii) complexes of aryl guanidine-like derivatives as potential
 anticancer agents: between coordination and cyclometallation.
;
_journal_issue                   5
_journal_name_full               'RSC advances'
_journal_page_first              3427
_journal_page_last               3438
_journal_paper_doi               10.1039/d5ra00310e
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C11 H16 Cl N3 O Pt S'
_chemical_formula_sum            'C11 H16 Cl N3 O Pt S'
_chemical_formula_weight         468.87
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2024-10-18 deposited with the CCDC.	2025-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.8110(5)
_cell_length_b                   12.8065(5)
_cell_length_c                   18.3660(7)
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.14
_cell_measurement_theta_min      2.59
_cell_volume                     2778.00(19)
_computing_cell_refinement       'SAINT+ Ver. 8.34A (Bruker-AXS, 2012)'
_computing_data_collection       'APEX2 Ver. 2012.12-10 (Bruker-AXS, 2012)'
_computing_data_reduction        'SAINT+ Ver. 8.34A (Bruker-AXS, 2012)'
_computing_molecular_graphics    'SHELXTL (Bruker-AXS, 2008-2013)'
_computing_publication_material  'SHELXTL (Bruker-AXS, 2008-2013)'
_computing_structure_refinement  'SHELXL-2014/5 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.258
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            42495
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.142
_diffrn_reflns_theta_min         2.218
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    10.436
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2012/1 (Bruker, 2012)'
_exptl_crystal_colour            bronze
_exptl_crystal_density_diffrn    2.242
_exptl_crystal_description       needle
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         4105
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0168
_refine_ls_R_factor_gt           0.0119
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0071P)²+2.5619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0226
_refine_ls_wR_factor_ref         0.0235
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3622
_reflns_number_total             4105
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ra00310e2.cif
_cod_data_source_block           tcd177
_cod_database_code               7249911
_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_min   0.422
_shelx_estimated_absorpt_t_max   0.680
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_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'
'-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_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
C1 C 0.72605(14) 0.53001(13) 0.67250(9) 0.0119(3) Uani 1 1 d . . . . .
C2 C 0.81575(15) 0.60281(13) 0.67006(10) 0.0147(3) Uani 1 1 d . . . . .
H2 H 0.8652 0.6023 0.6293 0.018 Uiso 1 1 calc R U . . .
C3 C 0.83450(17) 0.67552(14) 0.72535(11) 0.0211(4) Uani 1 1 d . . . . .
H3 H 0.8960 0.7231 0.7220 0.025 Uiso 1 1 calc R U . . .
C4 C 0.76292(18) 0.67802(15) 0.78539(11) 0.0231(4) Uani 1 1 d . . . . .
H4 H 0.7772 0.7251 0.8243 0.028 Uiso 1 1 calc R U . . .
C5 C 0.67068(17) 0.61150(15) 0.78806(10) 0.0195(4) Uani 1 1 d . . . . .
H5 H 0.6202 0.6145 0.8283 0.023 Uiso 1 1 calc R U . . .
C6 C 0.65116(15) 0.53971(13) 0.73185(9) 0.0139(3) Uani 1 1 d . . . . .
C8 C 0.49072(15) 0.45113(13) 0.67804(9) 0.0141(3) Uani 1 1 d . . . . .
C10 C 0.43893(15) 0.40364(14) 0.56512(10) 0.0160(3) Uani 1 1 d . . . . .
H10A H 0.4461 0.3276 0.5567 0.019 Uiso 1 1 calc R U . . .
H10B H 0.4379 0.4401 0.5176 0.019 Uiso 1 1 calc R U . . .
C11 C 0.33265(16) 0.42878(15) 0.60958(10) 0.0188(4) Uani 1 1 d . . . . .
H11A H 0.3021 0.4986 0.5974 0.023 Uiso 1 1 calc R U . . .
H11B H 0.2729 0.3755 0.6024 0.023 Uiso 1 1 calc R U . . .
C13 C 0.90168(16) 0.25006(13) 0.60552(9) 0.0161(3) Uani 1 1 d . . . . .
H13A H 0.9794 0.2290 0.5940 0.024 Uiso 1 1 calc R U . . .
H13B H 0.8485 0.2065 0.5781 0.024 Uiso 1 1 calc R U . . .
H13C H 0.8881 0.2413 0.6578 0.024 Uiso 1 1 calc R U . . .
C14 C 0.91938(15) 0.38381(14) 0.48760(9) 0.0137(3) Uani 1 1 d . . . . .
H14A H 0.9145 0.4552 0.4686 0.021 Uiso 1 1 calc R U . . .
H14B H 0.8673 0.3386 0.4605 0.021 Uiso 1 1 calc R U . . .
H14C H 0.9970 0.3579 0.4820 0.021 Uiso 1 1 calc R U . . .
Cl1 Cl 0.66044(4) 0.29488(4) 0.50106(2) 0.01793(9) Uani 1 1 d . . . . .
N7 N 0.55106(14) 0.47969(13) 0.73688(8) 0.0167(3) Uani 1 1 d . . . . .
N9 N 0.53203(13) 0.44292(11) 0.61196(8) 0.0127(3) Uani 1 1 d . . . . .
N12 N 0.37890(13) 0.42566(13) 0.68389(9) 0.0174(3) Uani 1 1 d . . . . .
O1 O 0.97191(10) 0.44312(10) 0.61959(6) 0.0141(2) Uani 1 1 d . . . . .
Pt1 Pt 0.70037(2) 0.42139(2) 0.59488(2) 0.00955(2) Uani 1 1 d . . . . .
S1 S 0.88187(3) 0.38337(3) 0.58134(2) 0.01029(7) Uani 1 1 d . . . . .
H7 H 0.517(2) 0.4801(17) 0.7751(12) 0.023(6) Uiso 1 1 d . . . . .
H12 H 0.344(2) 0.4509(18) 0.7147(12) 0.023(6) Uiso 1 1 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'
Cl Cl 0.1484 0.1585 '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
C6 C1 C2 115.93(15) . . ?
C6 C1 Pt1 120.91(13) . . ?
C2 C1 Pt1 123.12(12) . . ?
C3 C2 C1 122.46(17) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C4 C3 C2 119.75(18) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 119.53(17) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.48(18) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 121.62(17) . . ?
C5 C6 N7 116.51(16) . . ?
C1 C6 N7 121.85(15) . . ?
N9 C8 N7 124.59(17) . . ?
N9 C8 N12 114.42(16) . . ?
N7 C8 N12 120.97(16) . . ?
N9 C10 C11 103.12(14) . . ?
N9 C10 H10A 111.1 . . ?
C11 C10 H10A 111.1 . . ?
N9 C10 H10B 111.1 . . ?
C11 C10 H10B 111.1 . . ?
H10A C10 H10B 109.1 . . ?
N12 C11 C10 100.64(14) . . ?
N12 C11 H11A 111.6 . . ?
C10 C11 H11A 111.6 . . ?
N12 C11 H11B 111.6 . . ?
C10 C11 H11B 111.6 . . ?
H11A C11 H11B 109.4 . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
S1 C14 H14A 109.5 . . ?
S1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
S1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 N7 C6 122.60(15) . . ?
C8 N7 H7 115.6(17) . . ?
C6 N7 H7 118.1(16) . . ?
C8 N9 C10 106.72(14) . . ?
C8 N9 Pt1 121.17(12) . . ?
C10 N9 Pt1 126.13(11) . . ?
C8 N12 C11 106.26(14) . . ?
C8 N12 H12 118.2(18) . . ?
C11 N12 H12 118.2(17) . . ?
C1 Pt1 N9 86.81(6) . . ?
C1 Pt1 S1 94.92(5) . . ?
N9 Pt1 S1 174.56(4) . . ?
C1 Pt1 Cl1 177.18(5) . . ?
N9 Pt1 Cl1 90.58(4) . . ?
S1 Pt1 Cl1 87.785(15) . . ?
O1 S1 C14 106.13(8) . . ?
O1 S1 C13 106.37(8) . . ?
C14 S1 C13 102.24(8) . . ?
O1 S1 Pt1 121.79(5) . . ?
C14 S1 Pt1 110.47(6) . . ?
C13 S1 Pt1 108.09(6) . . ?
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
C1 C6 1.409(2) . ?
C1 C2 1.412(2) . ?
C1 Pt1 2.0147(16) . ?
C2 C3 1.395(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.401(2) . ?
C5 H5 0.9500 . ?
C6 N7 1.413(2) . ?
C8 N9 1.312(2) . ?
C8 N7 1.345(2) . ?
C8 N12 1.365(2) . ?
C10 N9 1.484(2) . ?
C10 C11 1.532(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N12 1.471(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 S1 1.7795(17) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 S1 1.7776(16) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
Cl1 Pt1 2.4117(4) . ?
N7 H7 0.81(2) . ?
N9 Pt1 2.0317(15) . ?
N12 H12 0.77(2) . ?
O1 S1 1.4866(12) . ?
Pt1 S1 2.2123(4) . ?
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
C13 H13A Cl1 0.98 2.78 3.6747(18) 153 4_556
C14 H14A O1 0.98 2.47 3.231(2) 134 5_766
C14 H14B Cl1 0.98 2.62 3.2729(18) 125 .
C14 H14C Cl1 0.98 2.77 3.6587(18) 152 4_556
N7 H7 O1 0.81(2) 2.06(2) 2.8359(19) 160(2) 6_557
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
C6 C1 C2 C3 4.3(2) . . . . ?
Pt1 C1 C2 C3 -177.99(13) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 -3.0(3) . . . . ?
C3 C4 C5 C6 2.0(3) . . . . ?
C4 C5 C6 C1 2.3(3) . . . . ?
C4 C5 C6 N7 -176.05(17) . . . . ?
C2 C1 C6 C5 -5.3(2) . . . . ?
Pt1 C1 C6 C5 176.95(13) . . . . ?
C2 C1 C6 N7 172.98(15) . . . . ?
Pt1 C1 C6 N7 -4.8(2) . . . . ?
N9 C10 C11 N12 -27.89(17) . . . . ?
N9 C8 N7 C6 24.0(3) . . . . ?
N12 C8 N7 C6 -157.55(16) . . . . ?
C5 C6 N7 C8 144.91(17) . . . . ?
C1 C6 N7 C8 -33.5(3) . . . . ?
N7 C8 N9 C10 176.70(16) . . . . ?
N12 C8 N9 C10 -1.9(2) . . . . ?
N7 C8 N9 Pt1 22.4(2) . . . . ?
N12 C8 N9 Pt1 -156.21(12) . . . . ?
C11 C10 N9 C8 19.37(18) . . . . ?
C11 C10 N9 Pt1 172.06(11) . . . . ?
N9 C8 N12 C11 -17.5(2) . . . . ?
N7 C8 N12 C11 163.90(16) . . . . ?
C10 C11 N12 C8 27.54(18) . . . . ?
