#------------------------------------------------------------------------------
#$Date: 2020-06-05 13:50:03 +0300 (Fri, 05 Jun 2020) $
#$Revision: 252796 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/41/7704129.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_7704129
loop_
_publ_author_name
'Lozada, Issiah B.'
'Huang, Bin'
'Stilgenbauer, Morgan'
'Beach, Travis'
'Qiu, Zihan'
'Zheng, Yaorong'
'Herbert, David E.'
_publ_section_title
;
 Monofunctional platinum(ii) anticancer complexes based on multidentate
 phenanthridine-containing ligand frameworks.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6557
_journal_page_last               6560
_journal_paper_doi               10.1039/d0dt01275k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_sum            'C23 H24 Cl4 N2 O Pt'
_chemical_formula_weight         681.33
_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
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-10-16 deposited with the CCDC.	2020-04-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.0770(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.9467(3)
_cell_length_b                   18.7502(6)
_cell_length_c                   18.4435(6)
_cell_measurement_reflns_used    9886
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.52
_cell_measurement_theta_min      2.99
_cell_volume                     2365.24(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO CMOS'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44379
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.535
_diffrn_reflns_theta_min         2.243
_exptl_absorpt_coefficient_mu    6.403
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5807
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.913
_exptl_crystal_description       rod
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.047
_refine_diff_density_max         1.442
_refine_diff_density_min         -1.154
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         5419
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0326
_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)+(0.0268P)²+5.2752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0677
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4403
_reflns_number_total             5419
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt01275k2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7704128--7704129.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7704129
_shelx_shelxl_version_number     2016/6
_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   0.447
_shelx_estimated_absorpt_t_max   0.753
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
C1 C 0.7495(5) 0.4116(2) 0.4705(2) 0.0153(8) Uani 1 1 d . . . . .
H1 H 0.748768 0.368241 0.443760 0.018 Uiso 1 1 calc R U . . .
C2 C 0.7602(6) 0.4083(2) 0.5478(2) 0.0207(9) Uani 1 1 d . . . . .
C3 C 0.7707(7) 0.3415(2) 0.5845(3) 0.0266(10) Uani 1 1 d . . . . .
H3 H 0.771878 0.298570 0.557166 0.032 Uiso 1 1 calc R U . . .
C4 C 0.7791(7) 0.3386(3) 0.6586(3) 0.0304(11) Uani 1 1 d . . . . .
H4 H 0.786479 0.293799 0.682992 0.036 Uiso 1 1 calc R U . . .
C5 C 0.7770(7) 0.4016(3) 0.6987(3) 0.0299(11) Uani 1 1 d . . . . .
H5 H 0.782113 0.399084 0.750479 0.036 Uiso 1 1 calc R U . . .
C6 C 0.7676(7) 0.4673(2) 0.6650(3) 0.0267(10) Uani 1 1 d . . . . .
H6 H 0.766901 0.509605 0.693334 0.032 Uiso 1 1 calc R U . . .
C7 C 0.7591(6) 0.4717(2) 0.5886(2) 0.0202(9) Uani 1 1 d . . . . .
C8 C 0.7500(6) 0.5386(2) 0.5483(2) 0.0204(9) Uani 1 1 d . . . . .
C9 C 0.7428(6) 0.5361(2) 0.4716(2) 0.0195(9) Uani 1 1 d . . . . .
C10 C 0.7371(6) 0.5991(2) 0.4287(2) 0.0207(9) Uani 1 1 d . . . . .
C11 C 0.7415(7) 0.6630(2) 0.4658(3) 0.0278(10) Uani 1 1 d . . . . .
H11 H 0.740602 0.706020 0.438563 0.033 Uiso 1 1 calc R U . . .
C12 C 0.7472(7) 0.6675(2) 0.5425(3) 0.0260(10) Uani 1 1 d . . . . .
C13 C 0.7521(6) 0.6057(2) 0.5826(3) 0.0227(9) Uani 1 1 d . . . . .
H13 H 0.756938 0.608265 0.634327 0.027 Uiso 1 1 calc R U . . .
C14 C 0.7539(8) 0.7414(2) 0.5776(3) 0.0323(11) Uani 1 1 d . . . . .
C15 C 0.7732(9) 0.7383(3) 0.6610(3) 0.0450(14) Uani 1 1 d . . . . .
H15A H 0.654963 0.716924 0.673932 0.067 Uiso 1 1 calc R U . . .
H15B H 0.789865 0.786643 0.681239 0.067 Uiso 1 1 calc R U . . .
H15C H 0.887047 0.709244 0.681436 0.067 Uiso 1 1 calc R U . . .
C16 C 0.9333(10) 0.7812(3) 0.5618(4) 0.0507(16) Uani 1 1 d . . . . .
H16A H 0.935786 0.829279 0.582852 0.076 Uiso 1 1 calc R U . . .
H16B H 0.927869 0.784537 0.508497 0.076 Uiso 1 1 calc R U . . .
H16C H 1.051693 0.755407 0.584063 0.076 Uiso 1 1 calc R U . . .
C17 C 0.5666(10) 0.7821(3) 0.5468(4) 0.062(2) Uani 1 1 d . . . . .
H17A H 0.453793 0.756876 0.559671 0.094 Uiso 1 1 calc R U . . .
H17B H 0.552731 0.785413 0.493109 0.094 Uiso 1 1 calc R U . . .
H17C H 0.573389 0.830233 0.567914 0.094 Uiso 1 1 calc R U . . .
C18 C 0.7204(9) 0.7148(3) 0.3150(3) 0.0453(14) Uani 1 1 d . . . . .
H18A H 0.610467 0.724310 0.340459 0.068 Uiso 1 1 calc R U . . .
H18B H 0.701882 0.741200 0.268477 0.068 Uiso 1 1 calc R U . . .
H18C H 0.842491 0.730004 0.346158 0.068 Uiso 1 1 calc R U . . .
C19 C 0.7300(7) 0.6370(3) 0.2998(3) 0.0269(10) Uani 1 1 d . . . . .
C20 C 0.7358(7) 0.6200(3) 0.2262(3) 0.0346(12) Uani 1 1 d . . . . .
H20 H 0.741007 0.660221 0.195303 0.042 Uiso 1 1 calc R U . . .
C21 C 0.7352(7) 0.5554(3) 0.1908(3) 0.0349(12) Uani 1 1 d . . . . .
C22 C 0.7486(9) 0.5527(4) 0.1100(3) 0.0484(15) Uani 1 1 d . . . . .
H22A H 0.856042 0.521095 0.102856 0.073 Uiso 1 1 calc R U . . .
H22B H 0.773007 0.600761 0.092785 0.073 Uiso 1 1 calc R U . . .
H22C H 0.625477 0.534523 0.082008 0.073 Uiso 1 1 calc R U . . .
C23 C 0.3127(9) 0.4185(3) 0.1517(3) 0.0432(13) Uani 1 1 d . . . . .
H23 H 0.422303 0.423494 0.194496 0.052 Uiso 1 1 calc R U . . .
Cl2 Cl 0.7038(2) 0.36261(7) 0.30057(7) 0.0383(3) Uani 1 1 d . . . . .
Cl3 Cl 0.1058(3) 0.38592(10) 0.18342(10) 0.0663(5) Uani 1 1 d . . . . .
Cl4 Cl 0.3852(3) 0.36087(10) 0.08733(10) 0.0732(5) Uani 1 1 d . . . . .
Cl5 Cl 0.2586(3) 0.50261(10) 0.11182(14) 0.0790(6) Uani 1 1 d . . . . .
N1 N 0.7407(5) 0.47176(17) 0.4343(2) 0.0190(7) Uani 1 1 d . . . . .
N2 N 0.7344(5) 0.58647(18) 0.3527(2) 0.0189(7) Uani 1 1 d . . . . .
O1 O 0.7211(6) 0.49421(19) 0.21984(19) 0.0373(8) Uani 1 1 d . . . . .
Pt1 Pt 0.72718(2) 0.48327(2) 0.32694(2) 0.02240(6) Uani 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'
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
N1 C1 C2 122.8(4) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C7 C2 C1 119.8(4) . . ?
C7 C2 C3 119.6(4) . . ?
C1 C2 C3 120.6(4) . . ?
C4 C3 C2 120.3(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 121.4(5) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 119.8(4) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C6 C7 C2 119.0(4) . . ?
C6 C7 C8 123.6(4) . . ?
C2 C7 C8 117.3(4) . . ?
C9 C8 C13 118.5(4) . . ?
C9 C8 C7 118.4(4) . . ?
C13 C8 C7 123.1(4) . . ?
N1 C9 C8 121.5(4) . . ?
N1 C9 C10 116.8(4) . . ?
C8 C9 C10 121.8(4) . . ?
C11 C10 C9 116.7(4) . . ?
C11 C10 N2 129.2(4) . . ?
C9 C10 N2 114.0(4) . . ?
C10 C11 C12 123.0(4) . . ?
C10 C11 H11 118.5 . . ?
C12 C11 H11 118.5 . . ?
C13 C12 C11 119.0(4) . . ?
C13 C12 C14 122.8(4) . . ?
C11 C12 C14 118.2(4) . . ?
C12 C13 C8 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
C8 C13 H13 119.5 . . ?
C15 C14 C16 106.3(5) . . ?
C15 C14 C12 112.6(4) . . ?
C16 C14 C12 109.2(4) . . ?
C15 C14 C17 108.3(5) . . ?
C16 C14 C17 110.9(5) . . ?
C12 C14 C17 109.6(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 C20 122.4(4) . . ?
N2 C19 C18 123.0(4) . . ?
C20 C19 C18 114.6(4) . . ?
C21 C20 C19 131.5(5) . . ?
C21 C20 H20 114.3 . . ?
C19 C20 H20 114.3 . . ?
O1 C21 C20 125.8(5) . . ?
O1 C21 C22 114.0(5) . . ?
C20 C21 C22 120.2(5) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Cl4 C23 Cl5 109.7(3) . . ?
Cl4 C23 Cl3 111.2(3) . . ?
Cl5 C23 Cl3 109.0(3) . . ?
Cl4 C23 H23 109.0 . . ?
Cl5 C23 H23 109.0 . . ?
Cl3 C23 H23 109.0 . . ?
C1 N1 C9 120.1(4) . . ?
C1 N1 Pt1 126.5(3) . . ?
C9 N1 Pt1 113.3(3) . . ?
C19 N2 C10 126.0(4) . . ?
C19 N2 Pt1 120.8(3) . . ?
C10 N2 Pt1 113.2(3) . . ?
C21 O1 Pt1 121.5(3) . . ?
N1 Pt1 O1 178.49(15) . . ?
N1 Pt1 N2 82.68(14) . . ?
O1 Pt1 N2 97.61(15) . . ?
N1 Pt1 Cl2 95.34(10) . . ?
O1 Pt1 Cl2 84.44(11) . . ?
N2 Pt1 Cl2 176.70(11) . . ?
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 N1 1.306(5) . ?
C1 C2 1.416(6) . ?
C1 H1 0.9500 . ?
C2 C7 1.407(6) . ?
C2 C3 1.421(6) . ?
C3 C4 1.358(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.402(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.454(6) . ?
C8 C9 1.406(6) . ?
C8 C13 1.408(6) . ?
C9 N1 1.389(5) . ?
C9 C10 1.419(6) . ?
C10 C11 1.378(6) . ?
C10 N2 1.419(6) . ?
C11 C12 1.410(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.372(6) . ?
C12 C14 1.527(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.521(7) . ?
C14 C16 1.523(8) . ?
C14 C17 1.529(8) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.488(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 N2 1.357(6) . ?
C19 C20 1.402(7) . ?
C20 C21 1.376(8) . ?
C20 H20 0.9500 . ?
C21 O1 1.278(6) . ?
C21 C22 1.509(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 Cl4 1.744(6) . ?
C23 Cl5 1.753(6) . ?
C23 Cl3 1.754(6) . ?
C23 H23 1.0000 . ?
Cl2 Pt1 2.3137(12) . ?
N1 Pt1 1.978(4) . ?
N2 Pt1 1.991(3) . ?
O1 Pt1 1.979(3) . ?
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
C1 H1 Cl2 0.95 2.61 3.227(4) 123.3 .
C18 H18B Cl2 0.98 2.74 3.592(5) 145.2 2_655
C22 H22A Cl5 0.98 2.79 3.660(6) 147.7 1_655
C22 H22C Cl5 0.98 2.77 3.537(7) 136.1 .
C23 H23 Cl2 1.00 2.76 3.661(6) 150.2 .
C23 H23 O1 1.00 2.44 3.224(7) 135.0 .
