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#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/21/1552172.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_1552172
loop_
_publ_author_name
'Shaili, Evyenia'
'Salassa, Luca'
'Woods, Julie A.'
'Clarkson, Guy'
'Sadler, Peter J.'
'Farrer, Nicola J.'
_publ_section_title
;
 Platinum(iv) dihydroxido diazido N-(heterocyclic)imine complexes are
 potently photocytotoxic when irradiated with visible light
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C9SC02644D
_journal_year                    2019
_chemical_formula_moiety         'C12 H16 N8 O2 Pt, 2(C H4 O)'
_chemical_formula_sum            'C14 H24 N8 O4 Pt'
_chemical_formula_weight         563.50
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-03-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-04-03 deposited with the CCDC.    2019-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.6038(17)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.09413(13)
_cell_length_b                   11.18048(20)
_cell_length_c                   12.3270(2)
_cell_measurement_reflns_used    6042
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.3821
_cell_measurement_theta_min      2.8657
_cell_volume                     977.67(3)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11)'
_computing_data_collection
'CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11)'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.2833
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_details
'#__ type_ start__ end____ width___ exp.time_ 1 omega -6.00 106.00 1.0000 7.0000 omega____ theta____ kappa____ phi______ frames - 16.3155 0.0000 -60.0000 112 #__ type_ start__ end____ width___ exp.time_ 2 omega -65.00 57.00 1.0000 7.0000 omega____ theta____ kappa____ phi______ frames - 16.3155 -19.0000 120.0000 122 #__ type_ start__ end____ width___ exp.time_ 3 omega -1.00 86.00 1.0000 7.0000 omega____ theta____ kappa____ phi______ frames - 16.3155 38.0000 120.0000 87 #__ type_ start__ end____ width___ exp.time_ 4 omega -101.00 -61.00 1.0000 7.0000 omega____ theta____ kappa____ phi______ frames - -17.2530 -178.0000 150.0000 40 #__ type_ start__ end____ width___ exp.time_ 5 omega -25.00 0.00 1.0000 7.0000 omega____ theta____ kappa____ phi______ frames - -17.2530 -99.0000 120.0000 25'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0747008000
_diffrn_orient_matrix_UB_12      -0.0125317000
_diffrn_orient_matrix_UB_13      -0.0369644000
_diffrn_orient_matrix_UB_21      -0.0267000000
_diffrn_orient_matrix_UB_22      -0.0498134000
_diffrn_orient_matrix_UB_23      0.0319731000
_diffrn_orient_matrix_UB_31      -0.0608984000
_diffrn_orient_matrix_UB_32      0.0372245000
_diffrn_orient_matrix_UB_33      0.0303627000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10718
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_theta_full        29.000
_diffrn_reflns_theta_max         31.453
_diffrn_reflns_theta_min         3.298
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    7.214
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.839
_refine_diff_density_min         -1.018
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         3003
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0185
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0174P)²+0.5476P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0409
_refine_ls_wR_factor_ref         0.0455
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2333
_reflns_number_total             3003
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9sc02644d2.cif
_cod_data_source_block           es10
_cod_database_code               1552172
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H20 N2 O2 Pt'
_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   0.671
_shelx_estimated_absorpt_t_min   0.256
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.98
_olex2_refinement_description
;
The OHs on both the hydroxy ligand and the methanol were located in a difference map 
but placed at calculated positions for the refinement.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C6(H6)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C12(H12A,H12B,H12C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Pt1 Pt 0.500000 0.500000 1.000000 0.01367(4) Uani 1 2 d S T P
O1 O 0.2424(3) 0.49862(13) 1.06542(17) 0.0217(4) Uani 1 1 d . . .
H1 H 0.177624 0.554388 1.038656 0.033 Uiso 1 1 calc GR . .
N1 N 0.3915(3) 0.52404(16) 0.84820(17) 0.0179(4) Uani 1 1 d . . .
C2 C 0.4797(3) 0.5983(2) 0.77934(19) 0.0210(5) Uani 1 1 d . . .
H2 H 0.594254 0.635596 0.801230 0.025 Uiso 1 1 calc R . .
C3 C 0.4061(4) 0.6207(2) 0.6776(2) 0.0242(5) Uani 1 1 d . . .
H3 H 0.469552 0.673059 0.629529 0.029 Uiso 1 1 calc R . .
C4 C 0.2388(4) 0.5664(2) 0.6459(2) 0.0235(5) Uani 1 1 d . . .
H4 H 0.186408 0.582295 0.576086 0.028 Uiso 1 1 calc R . .
C5 C 0.1468(4) 0.48808(19) 0.7163(2) 0.0206(5) Uani 1 1 d . . .
C6 C 0.2298(4) 0.4692(2) 0.8172(2) 0.0197(5) Uani 1 1 d . . .
H6 H 0.170946 0.415853 0.866298 0.024 Uiso 1 1 calc R . .
C7 C -0.0343(4) 0.4272(2) 0.6855(2) 0.0279(6) Uani 1 1 d . . .
H7A H -0.007868 0.360639 0.636175 0.042 Uiso 1 1 calc GR . .
H7B H -0.118207 0.484569 0.649212 0.042 Uiso 1 1 calc GR . .
H7C H -0.095068 0.396556 0.750863 0.042 Uiso 1 1 calc GR . .
N8 N 0.4768(3) 0.31833(18) 0.98327(16) 0.0226(5) Uani 1 1 d . . .
N9 N 0.5754(3) 0.27369(17) 0.91392(17) 0.0237(4) Uani 1 1 d . . .
N10 N 0.6604(3) 0.2232(2) 0.8499(2) 0.0381(6) Uani 1 1 d . . .
O11 O -0.0049(2) 0.32463(18) 1.01853(15) 0.0282(4) Uani 1 1 d . . .
H11 H 0.070549 0.374106 1.046229 0.042 Uiso 1 1 calc GR . .
C12 C -0.0434(5) 0.2334(2) 1.0944(2) 0.0373(7) Uani 1 1 d . . .
H12A H -0.092466 0.269057 1.160958 0.056 Uiso 1 1 calc GR . .
H12B H 0.072904 0.189474 1.111091 0.056 Uiso 1 1 calc GR . .
H12C H -0.137210 0.178307 1.063648 0.056 Uiso 1 1 calc GR . .
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'
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
O1 Pt1 O1 180.0 3_667 .
O1 Pt1 N1 88.09(8) . 3_667
O1 Pt1 N1 91.91(8) 3_667 3_667
O1 Pt1 N1 91.91(8) . .
O1 Pt1 N1 88.09(8) 3_667 .
O1 Pt1 N8 92.27(7) 3_667 .
O1 Pt1 N8 92.27(7) . 3_667
O1 Pt1 N8 87.73(7) . .
O1 Pt1 N8 87.73(7) 3_667 3_667
N1 Pt1 N1 180.0 . 3_667
N1 Pt1 N8 89.47(8) . 3_667
N1 Pt1 N8 90.53(8) 3_667 3_667
N1 Pt1 N8 90.53(8) . .
N1 Pt1 N8 89.47(8) 3_667 .
N8 Pt1 N8 180.0 . 3_667
Pt1 O1 H1 109.5 . .
C2 N1 Pt1 119.18(17) . .
C2 N1 C6 120.0(2) . .
C6 N1 Pt1 120.80(16) . .
N1 C2 H2 119.6 . .
N1 C2 C3 120.8(2) . .
C3 C2 H2 119.6 . .
C2 C3 H3 120.2 . .
C2 C3 C4 119.5(2) . .
C4 C3 H3 120.2 . .
C3 C4 H4 119.9 . .
C3 C4 C5 120.1(2) . .
C5 C4 H4 119.9 . .
C4 C5 C7 122.0(2) . .
C6 C5 C4 117.1(2) . .
C6 C5 C7 120.9(2) . .
N1 C6 C5 122.4(2) . .
N1 C6 H6 118.8 . .
C5 C6 H6 118.8 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N9 N8 Pt1 115.56(16) . .
N10 N9 N8 174.5(2) . .
C12 O11 H11 109.5 . .
O11 C12 H12A 109.5 . .
O11 C12 H12B 109.5 . .
O11 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pt1 O1 2.0053(19) 3_667
Pt1 O1 2.0054(19) .
Pt1 N1 2.034(2) .
Pt1 N1 2.034(2) 3_667
Pt1 N8 2.048(2) .
Pt1 N8 2.048(2) 3_667
O1 H1 0.8400 .
N1 C2 1.346(3) .
N1 C6 1.352(3) .
C2 H2 0.9500 .
C2 C3 1.376(3) .
C3 H3 0.9500 .
C3 C4 1.387(4) .
C4 H4 0.9500 .
C4 C5 1.399(3) .
C5 C6 1.386(4) .
C5 C7 1.499(4) .
C6 H6 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
N8 N9 1.217(3) .
N9 N10 1.147(3) .
O11 H11 0.8400 .
O11 C12 1.412(3) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 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
_geom_hbond_publ_flag
O1 H1 O11 0.84 1.95 2.789(3) 174.3 3_567 yes
O11 H11 O1 0.84 1.86 2.679(3) 163.1 . yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168303145
