#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:15:47 +0100 (vie 06 de nov de 2020) $
#$Revision: 258839 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/53/7705304.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_7705304
loop_
_publ_author_name
'Bakhonsky, Vladyslav V.'
'Pashenko, Aleksander A.'
'Becker, Jonathan'
'Hausmann, Heike'
'De Groot, Huub J. M.'
'Overkleeft, Herman S.'
'Fokin, Andrey A.'
'Schreiner, Peter R.'
_publ_section_title
;
 Synthesis and antiproliferative activity of hindered, chiral
 1,2-diaminodiamantane platinum(II) complexes.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14009
_journal_page_last               14016
_journal_paper_doi               10.1039/d0dt02391d
_journal_volume                  49
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_sum            'C14 H22 Cl2 N2 Pt'
_chemical_formula_weight         484.32
_space_group_crystal_system      hexagonal
_space_group_IT_number           177
_space_group_name_Hall           'P 6 2'
_space_group_name_H-M_alt        'P 6 2 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-11-21 deposited with the CCDC.	2020-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            12
_cell_length_a                   24.8348(11)
_cell_length_b                   24.8348(11)
_cell_length_c                   12.1765(5)
_cell_measurement_reflns_used    9150
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.07
_cell_measurement_theta_min      2.84
_cell_volume                     6503.9(5)
_computing_cell_refinement       'SAINT 8.40A (Bruker-AXS, 2017)'
_computing_data_collection       'APEX3 v2019.1-0 (Bruker-AXS, 2017)'
_computing_data_reduction        'SAINT 8.40A (Bruker-AXS, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2015 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker PHOTON100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1440
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            580785
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.874
_diffrn_reflns_theta_min         2.343
_diffrn_source
'I\mS micro-focus sealed tube, multilayer optics'
_exptl_absorpt_coefficient_mu    6.710
_exptl_absorpt_correction_T_max  0.0142
_exptl_absorpt_correction_T_min  0.0017
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS 2016/2(Sheldrick, 2016)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2784
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DMF, diethyl ether'
_exptl_crystal_size_max          0.422
_exptl_crystal_size_mid          0.418
_exptl_crystal_size_min          0.416
_refine_diff_density_max         1.242
_refine_diff_density_min         -3.050
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details
; 
 Flack x determined by classical fit to all intensities. 
;
_refine_ls_abs_structure_Flack   0.024(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         5199
_refine_ls_number_restraints     125
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0271
_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)+(0.0362P)²+5.7170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0618
_refine_ls_wR_factor_ref         0.0639
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4643
_reflns_number_total             5199
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02391d2.cif
_cod_data_source_block           D17078_sq
_cod_depositor_comments
'Adding full bibliography for 7705304--7705305.cif.'
_cod_original_cell_volume        6503.9(6)
_cod_database_code               7705304
_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_min   0.164
_shelx_estimated_absorpt_t_max   0.167
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z'
'y, -x+y, z'
'x-y, x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z'
'-x+y, y, -z'
'x, x-y, -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
Pt1 Pt 0.40904(2) 0.41292(2) 0.25010(2) 0.02037(7) Uani 1 1 d . . . . .
Cl1 Cl 0.35045(7) 0.43345(8) 0.37184(11) 0.0309(3) Uani 1 1 d . . . . .
Cl2 Cl 0.40062(7) 0.47265(6) 0.11409(10) 0.0254(3) Uani 1 1 d . . . . .
N1 N 0.4625(2) 0.3917(2) 0.1536(4) 0.0233(10) Uani 1 1 d D U . . .
H1A H 0.455(3) 0.391(3) 0.082(2) 0.028 Uiso 1 1 d D U . . .
H1B H 0.4983(18) 0.4273(18) 0.152(5) 0.028 Uiso 1 1 d D U . . .
N2 N 0.4155(2) 0.3549(2) 0.3590(4) 0.0273(11) Uani 1 1 d D U . . .
H2A H 0.422(3) 0.363(3) 0.429(2) 0.033 Uiso 1 1 d D U . . .
H2B H 0.3762(15) 0.325(2) 0.364(5) 0.033 Uiso 1 1 d D U . . .
C1 C 0.4640(3) 0.3387(3) 0.3225(4) 0.0232(13) Uani 1 1 d . U . . .
C2 C 0.4593(3) 0.3334(3) 0.1973(5) 0.0251(13) Uani 1 1 d . U . . .
C3 C 0.5123(3) 0.3225(3) 0.1533(5) 0.0314(13) Uani 1 1 d . U . . .
H3 H 0.510013 0.319188 0.071424 0.038 Uiso 1 1 calc R U . . .
C4 C 0.5022(3) 0.2610(3) 0.2035(5) 0.0326(15) Uani 1 1 d . U . . .
H4 H 0.536021 0.253590 0.176625 0.039 Uiso 1 1 calc R U . . .
C5 C 0.5072(3) 0.2677(3) 0.3299(5) 0.0283(14) Uani 1 1 d . U . . .
H5 H 0.501717 0.228346 0.362616 0.034 Uiso 1 1 calc R U . . .
C6 C 0.4546(3) 0.2781(3) 0.3698(4) 0.0249(11) Uani 1 1 d . U . . .
H6 H 0.456792 0.281650 0.451730 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5280(3) 0.3930(3) 0.3555(5) 0.0308(13) Uani 1 1 d . U . . .
H7A H 0.533270 0.432280 0.324815 0.037 Uiso 1 1 calc R U . . .
H7AB H 0.530595 0.396898 0.436536 0.037 Uiso 1 1 calc R U . . .
C8 C 0.5793(3) 0.3825(3) 0.3135(8) 0.046(2) Uani 1 1 d . U . . .
H8 H 0.620863 0.418034 0.334787 0.055 Uiso 1 1 calc R U . . .
C9 C 0.5747(3) 0.3748(3) 0.1872(6) 0.042(2) Uani 1 1 d . U . . .
H9A H 0.581756 0.413899 0.152815 0.051 Uiso 1 1 calc R U . . .
H9AB H 0.607521 0.366382 0.160702 0.051 Uiso 1 1 calc R U . . .
C10 C 0.5697(3) 0.3214(3) 0.3650(6) 0.0392(15) Uani 1 1 d . U . . .
H10A H 0.603279 0.313660 0.340834 0.047 Uiso 1 1 calc R U . . .
H10B H 0.571267 0.324892 0.446035 0.047 Uiso 1 1 calc R U . . .
C11 C 0.3965(3) 0.2773(3) 0.1625(5) 0.0310(13) Uani 1 1 d . U . . .
H11A H 0.362087 0.283136 0.189005 0.037 Uiso 1 1 calc R U . . .
H11B H 0.394186 0.274524 0.081383 0.037 Uiso 1 1 calc R U . . .
C12 C 0.3894(3) 0.2174(3) 0.2096(5) 0.0331(15) Uani 1 1 d . U . . .
H12 H 0.348310 0.181719 0.186788 0.040 Uiso 1 1 calc R U . . .
C13 C 0.3917(3) 0.2229(3) 0.3383(5) 0.0311(13) Uani 1 1 d . U . . .
H13A H 0.357689 0.229249 0.365058 0.037 Uiso 1 1 calc R U . . .
H13B H 0.386729 0.184258 0.371657 0.037 Uiso 1 1 calc R U . . .
C14 C 0.4406(3) 0.2067(3) 0.1693(5) 0.0395(16) Uani 1 1 d . U . . .
H14A H 0.438715 0.202640 0.088334 0.047 Uiso 1 1 calc R U . . .
H14B H 0.435608 0.167749 0.201144 0.047 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'
N N 0.0061 0.0033 '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
N2 Pt1 N1 84.25(19) . . ?
N2 Pt1 Cl2 174.86(14) . . ?
N1 Pt1 Cl2 91.88(13) . . ?
N2 Pt1 Cl1 91.10(14) . . ?
N1 Pt1 Cl1 175.20(13) . . ?
Cl2 Pt1 Cl1 92.83(5) . . ?
C2 N1 Pt1 108.5(3) . . ?
C2 N1 H1A 115(4) . . ?
Pt1 N1 H1A 114(4) . . ?
C2 N1 H1B 121(4) . . ?
Pt1 N1 H1B 102(4) . . ?
H1A N1 H1B 95(5) . . ?
C1 N2 Pt1 110.7(3) . . ?
C1 N2 H2A 106(4) . . ?
Pt1 N2 H2A 123(4) . . ?
C1 N2 H2B 119(4) . . ?
Pt1 N2 H2B 102(4) . . ?
H2A N2 H2B 97(5) . . ?
N2 C1 C6 113.8(5) . . ?
N2 C1 C2 106.2(5) . . ?
C6 C1 C2 109.0(5) . . ?
N2 C1 C7 107.6(5) . . ?
C6 C1 C7 110.4(5) . . ?
C2 C1 C7 109.7(6) . . ?
N1 C2 C1 107.7(5) . . ?
N1 C2 C11 108.4(5) . . ?
C1 C2 C11 110.5(6) . . ?
N1 C2 C3 113.5(5) . . ?
C1 C2 C3 108.8(6) . . ?
C11 C2 C3 107.9(5) . . ?
C9 C3 C4 109.5(5) . . ?
C9 C3 C2 110.6(5) . . ?
C4 C3 C2 107.5(5) . . ?
C9 C3 H3 109.7 . . ?
C4 C3 H3 109.7 . . ?
C2 C3 H3 109.7 . . ?
C14 C4 C3 111.5(6) . . ?
C14 C4 C5 111.3(6) . . ?
C3 C4 C5 108.8(6) . . ?
C14 C4 H4 108.4 . . ?
C3 C4 H4 108.4 . . ?
C5 C4 H4 108.4 . . ?
C10 C5 C6 110.3(5) . . ?
C10 C5 C4 111.6(6) . . ?
C6 C5 C4 107.7(5) . . ?
C10 C5 H5 109.1 . . ?
C6 C5 H5 109.1 . . ?
C4 C5 H5 109.1 . . ?
C1 C6 C13 112.2(5) . . ?
C1 C6 C5 109.0(5) . . ?
C13 C6 C5 110.1(5) . . ?
C1 C6 H6 108.5 . . ?
C13 C6 H6 108.5 . . ?
C5 C6 H6 108.5 . . ?
C8 C7 C1 110.6(5) . . ?
C8 C7 H7A 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C8 C7 H7AB 109.5 . . ?
C1 C7 H7AB 109.5 . . ?
H7A C7 H7AB 108.1 . . ?
C7 C8 C10 107.6(6) . . ?
C7 C8 C9 110.0(6) . . ?
C10 C8 C9 108.4(7) . . ?
C7 C8 H8 110.3 . . ?
C10 C8 H8 110.3 . . ?
C9 C8 H8 110.3 . . ?
C3 C9 C8 111.2(6) . . ?
C3 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
C3 C9 H9AB 109.4 . . ?
C8 C9 H9AB 109.4 . . ?
H9A C9 H9AB 108.0 . . ?
C5 C10 C8 109.7(5) . . ?
C5 C10 H10A 109.7 . . ?
C8 C10 H10A 109.7 . . ?
C5 C10 H10B 109.7 . . ?
C8 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C2 110.5(5) . . ?
C12 C11 H11A 109.5 . . ?
C2 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C2 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C14 C12 C11 110.8(6) . . ?
C14 C12 C13 110.0(5) . . ?
C11 C12 C13 108.1(5) . . ?
C14 C12 H12 109.3 . . ?
C11 C12 H12 109.3 . . ?
C13 C12 H12 109.3 . . ?
C6 C13 C12 107.8(5) . . ?
C6 C13 H13A 110.1 . . ?
C12 C13 H13A 110.1 . . ?
C6 C13 H13B 110.1 . . ?
C12 C13 H13B 110.1 . . ?
H13A C13 H13B 108.5 . . ?
C12 C14 C4 108.7(5) . . ?
C12 C14 H14A 109.9 . . ?
C4 C14 H14A 109.9 . . ?
C12 C14 H14B 109.9 . . ?
C4 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
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 N2 2.022(5) . ?
Pt1 N1 2.031(4) . ?
Pt1 Cl2 2.3014(12) . ?
Pt1 Cl1 2.3057(13) . ?
N1 C2 1.507(8) . ?
N1 H1A 0.90(2) . ?
N1 H1B 0.89(3) . ?
N2 C1 1.514(8) . ?
N2 H2A 0.87(2) . ?
N2 H2B 0.89(3) . ?
C1 C6 1.517(8) . ?
C1 C2 1.530(7) . ?
C1 C7 1.537(8) . ?
C2 C11 1.543(9) . ?
C2 C3 1.566(8) . ?
C3 C9 1.498(10) . ?
C3 C4 1.546(9) . ?
C3 H3 1.0000 . ?
C4 C14 1.506(10) . ?
C4 C5 1.546(9) . ?
C4 H4 1.0000 . ?
C5 C10 1.515(9) . ?
C5 C6 1.534(8) . ?
C5 H5 1.0000 . ?
C6 C13 1.525(8) . ?
C6 H6 1.0000 . ?
C7 C8 1.513(9) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 C10 1.546(9) . ?
C8 C9 1.548(10) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.519(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C14 1.506(10) . ?
C12 C13 1.572(9) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
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
N1 H1A Cl2 0.90(2) 2.41(3) 3.268(5) 159(5) 7 yes
N1 H1B Cl2 0.89(3) 2.54(3) 3.418(5) 171(5) 4_665 yes
N2 H2A Cl1 0.87(2) 2.48(3) 3.318(5) 160(6) 7_556 yes
