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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/7/24/99/7249912.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_7249912
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_absolute_configuration ad
_chemical_formula_moiety         'C11 H17 Cl2 N3 O Pt S'
_chemical_formula_sum            'C11 H17 Cl2 N3 O Pt S'
_chemical_formula_weight         505.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_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            4
_cell_length_a                   7.1928(4)
_cell_length_b                   13.8777(8)
_cell_length_c                   15.0416(9)
_cell_measurement_reflns_used    9426
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.03
_cell_measurement_theta_min      2.71
_cell_volume                     1501.45(15)
_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  0.0433
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            50835
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.072
_diffrn_reflns_theta_min         1.997
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    9.835
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.4700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2012/1 (Bruker, 2012)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.235
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.123
_refine_diff_density_min         -0.734
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 1747 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         4405
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0176
_refine_ls_R_factor_gt           0.0152
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0126P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0309
_refine_ls_wR_factor_ref         0.0314
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                4177
_reflns_number_total             4405
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ra00310e2.cif
_cod_data_source_block           tcd181
_cod_database_code               7249912
_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   0.320
_shelx_estimated_absorpt_t_max   0.507
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
Pt1 Pt 0.35145(2) 0.50542(2) 0.09491(2) 0.01056(3) Uani 1 1 d . . . . .
Cl1 Cl 0.52197(16) 0.38220(7) 0.03108(8) 0.0180(2) Uani 1 1 d . . . . .
S1 S 0.52839(16) 0.61793(7) 0.03339(7) 0.0142(2) Uani 1 1 d . . . . .
N1 N 0.1863(5) 0.4032(2) 0.1504(2) 0.0130(7) Uani 1 1 d . . . . .
O1 O 0.4569(4) 0.66134(18) -0.04994(17) 0.0207(6) Uani 1 1 d . . . . .
Cl2 Cl 0.15659(18) 0.62151(6) 0.15349(7) 0.02031(19) Uani 1 1 d . . . . .
C2 C 0.0718(5) 0.3380(2) 0.0951(3) 0.0175(7) Uani 1 1 d . . . . .
H2A H 0.1499 0.2885 0.0660 0.021 Uiso 1 1 calc R U . . .
H2B H 0.0037 0.3745 0.0488 0.021 Uiso 1 1 calc R U . . .
C3 C -0.0631(5) 0.2920(3) 0.1612(3) 0.0162(7) Uani 1 1 d . . . . .
H3A H -0.1862 0.3238 0.1598 0.019 Uiso 1 1 calc R U . . .
H3B H -0.0788 0.2222 0.1497 0.019 Uiso 1 1 calc R U . . .
N4 N 0.0323(5) 0.3092(2) 0.2452(2) 0.0179(7) Uani 1 1 d D . . . .
H4 H -0.0256(10) 0.3093(2) 0.2973(8) 0.065(19) Uiso 1 1 d DR . . . .
C5 C 0.1576(5) 0.3807(2) 0.2341(2) 0.0130(6) Uani 1 1 d . . . . .
N6 N 0.2375(4) 0.4206(2) 0.3070(2) 0.0152(6) Uani 1 1 d D . . . .
H6 H 0.1993(7) 0.4101(3) 0.3632(9) 0.039(15) Uiso 1 1 d DR . . . .
C7 C 0.4026(5) 0.4779(2) 0.3091(2) 0.0131(7) Uani 1 1 d . . . . .
C8 C 0.4002(5) 0.5643(3) 0.3569(2) 0.0163(8) Uani 1 1 d . . . . .
H8A H 0.2915 0.5836 0.3880 0.020 Uiso 1 1 calc R U . . .
C9 C 0.5579(6) 0.6215(3) 0.3584(3) 0.0217(8) Uani 1 1 d . . . . .
H9A H 0.5563 0.6808 0.3898 0.026 Uiso 1 1 calc R U . . .
C10 C 0.7181(6) 0.5930(3) 0.3145(3) 0.0215(9) Uani 1 1 d . . . . .
H10A H 0.8257 0.6326 0.3154 0.026 Uiso 1 1 calc R U . . .
C11 C 0.7195(5) 0.5050(3) 0.2687(2) 0.0197(7) Uani 1 1 d . . . . .
H11A H 0.8293 0.4848 0.2389 0.024 Uiso 1 1 calc R U . . .
C12 C 0.5636(5) 0.4477(3) 0.2664(2) 0.0155(7) Uani 1 1 d . . . . .
H12A H 0.5661 0.3878 0.2358 0.019 Uiso 1 1 calc R U . . .
C13 C 0.5698(7) 0.7141(3) 0.1078(3) 0.0249(9) Uani 1 1 d . . . . .
H13A H 0.6524 0.7612 0.0797 0.037 Uiso 1 1 calc R U . . .
H13B H 0.6283 0.6892 0.1620 0.037 Uiso 1 1 calc R U . . .
H13C H 0.4516 0.7451 0.1230 0.037 Uiso 1 1 calc R U . . .
C14 C 0.7590(6) 0.5791(3) 0.0130(3) 0.0259(10) Uani 1 1 d . . . . .
H14A H 0.8326 0.6332 -0.0098 0.039 Uiso 1 1 calc R U . . .
H14B H 0.7578 0.5270 -0.0310 0.039 Uiso 1 1 calc R U . . .
H14C H 0.8143 0.5556 0.0684 0.039 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'
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
N1 Pt1 S1 179.19(10) . . ?
N1 Pt1 Cl2 88.59(9) . . ?
S1 Pt1 Cl2 90.94(4) . . ?
N1 Pt1 Cl1 87.96(9) . . ?
S1 Pt1 Cl1 92.46(3) . . ?
Cl2 Pt1 Cl1 174.65(4) . . ?
O1 S1 C13 106.69(18) . . ?
O1 S1 C14 107.6(2) . . ?
C13 S1 C14 100.5(2) . . ?
O1 S1 Pt1 116.11(12) . . ?
C13 S1 Pt1 111.36(15) . . ?
C14 S1 Pt1 113.33(15) . . ?
C5 N1 C2 107.8(3) . . ?
C5 N1 Pt1 130.7(3) . . ?
C2 N1 Pt1 121.5(2) . . ?
N1 C2 C3 104.1(3) . . ?
N1 C2 H2A 110.9 . . ?
C3 C2 H2A 110.9 . . ?
N1 C2 H2B 110.9 . . ?
C3 C2 H2B 110.9 . . ?
H2A C2 H2B 109.0 . . ?
N4 C3 C2 101.3(3) . . ?
N4 C3 H3A 111.5 . . ?
C2 C3 H3A 111.5 . . ?
N4 C3 H3B 111.5 . . ?
C2 C3 H3B 111.5 . . ?
H3A C3 H3B 109.3 . . ?
C5 N4 C3 109.1(3) . . ?
C5 N4 H4 114.8 . . ?
C3 N4 H4 123.0 . . ?
N1 C5 N4 113.4(3) . . ?
N1 C5 N6 127.7(3) . . ?
N4 C5 N6 118.9(3) . . ?
C5 N6 C7 126.6(3) . . ?
C5 N6 H6 124.3 . . ?
C7 N6 H6 108.8 . . ?
C12 C7 C8 120.4(3) . . ?
C12 C7 N6 121.0(3) . . ?
C8 C7 N6 118.5(3) . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8A 120.3 . . ?
C7 C8 H8A 120.3 . . ?
C8 C9 C10 120.7(3) . . ?
C8 C9 H9A 119.7 . . ?
C10 C9 H9A 119.7 . . ?
C9 C10 C11 119.3(3) . . ?
C9 C10 H10A 120.4 . . ?
C11 C10 H10A 120.4 . . ?
C12 C11 C10 120.7(3) . . ?
C12 C11 H11A 119.7 . . ?
C10 C11 H11A 119.7 . . ?
C11 C12 C7 119.6(3) . . ?
C11 C12 H12A 120.2 . . ?
C7 C12 H12A 120.2 . . ?
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 . . ?
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 N1 2.029(3) . ?
Pt1 S1 2.2168(10) . ?
Pt1 Cl2 2.3101(10) . ?
Pt1 Cl1 2.3130(10) . ?
S1 O1 1.483(3) . ?
S1 C13 1.767(4) . ?
S1 C14 1.771(4) . ?
N1 C5 1.315(5) . ?
N1 C2 1.480(5) . ?
C2 C3 1.530(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N4 1.457(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
N4 C5 1.352(4) . ?
N4 H4 0.887(13) . ?
C5 N6 1.355(4) . ?
N6 C7 1.429(4) . ?
N6 H6 0.900(13) . ?
C7 C12 1.388(5) . ?
C7 C8 1.399(5) . ?
C8 C9 1.384(5) . ?
C8 H8A 0.9500 . ?
C9 C10 1.385(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.401(6) . ?
C10 H10A 0.9500 . ?
C11 C12 1.375(5) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
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
N4 H4 O1 0.89 2.39 3.109(4) 139 2_565
N6 H6 O1 0.90 1.99 2.807(4) 151 2_565
C13 H13A O1 0.98 2.48 3.391(5) 155 3_565
C13 H13C Cl2 0.98 2.77 3.310(5) 116 .
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
C5 N1 C2 C3 13.8(4) . . . . ?
Pt1 N1 C2 C3 -166.3(2) . . . . ?
N1 C2 C3 N4 -19.3(4) . . . . ?
C2 C3 N4 C5 19.2(4) . . . . ?
C2 N1 C5 N4 -1.8(4) . . . . ?
Pt1 N1 C5 N4 178.3(3) . . . . ?
C2 N1 C5 N6 178.3(4) . . . . ?
Pt1 N1 C5 N6 -1.6(6) . . . . ?
C3 N4 C5 N1 -11.9(4) . . . . ?
C3 N4 C5 N6 168.0(3) . . . . ?
N1 C5 N6 C7 -17.1(6) . . . . ?
N4 C5 N6 C7 163.0(3) . . . . ?
C5 N6 C7 C12 -49.1(5) . . . . ?
C5 N6 C7 C8 132.4(4) . . . . ?
C12 C7 C8 C9 2.5(5) . . . . ?
N6 C7 C8 C9 -178.9(3) . . . . ?
C7 C8 C9 C10 -1.2(6) . . . . ?
C8 C9 C10 C11 -0.4(6) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C10 C11 C12 C7 0.7(5) . . . . ?
C8 C7 C12 C11 -2.3(5) . . . . ?
N6 C7 C12 C11 179.2(3) . . . . ?
