#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:27:03 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179481 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/78/4337865.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_4337865
loop_
_publ_author_name
'Cui, Huiling'
'Goddard, Richard'
'Pörschke, Klaus-Richard'
'Hamacher, Alexandra'
'Kassack, Matthias U.'
_publ_section_title
;
 Bispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin.
 Synthesis, Structures, and Cytotoxicity.
;
_journal_issue                   7
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3371
_journal_paper_doi               10.1021/ic402737f
_journal_volume                  53
_journal_year                    2014
_chemical_compound_source        water
_chemical_formula_moiety         'C9 H14 N2 O4 Pt'
_chemical_formula_sum            'C9 H14 N2 O4 Pt'
_chemical_formula_weight         409.31
_chemical_name_systematic
;
 N,N'-3,7-diazabicyclo[3.3.1]nonane-oxalato-platinum(ii)
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                CUI-CA-149-01
_audit_creation_date             2012-02-08
_cell_angle_alpha                94.501(1)
_cell_angle_beta                 105.465(1)
_cell_angle_gamma                99.269(1)
_cell_formula_units_Z            2
_cell_length_a                   7.0242(8)
_cell_length_b                   7.8624(9)
_cell_length_c                   10.0847(11)
_cell_measurement_reflns_used    9898
_cell_measurement_temperature    200
_cell_measurement_theta_max      34.8949
_cell_measurement_theta_min      2.6465
_cell_volume                     525.44(10)
_computing_cell_refinement       'SAINT software (Bruker AXS, 2004)'
_computing_data_collection       'APEX2 (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT software (Bruker AXS, 2004)'
_computing_molecular_graphics    'DIAMOND (Crystal Impact GbR, 2005)'
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (G. M. Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (G. M. Sheldrick, 2008)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 66.67
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker-AXS Kappa Mach3 APEX-II'
_diffrn_measurement_method       'CCD φ- and ω-scans'
_diffrn_radiation_monochromator  'Incoatec Helios mirrors'
_diffrn_radiation_source         '0.2 x 2mm^2^ focus rotating anode'
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13595
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         33.14
_diffrn_reflns_theta_min         2.65
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    13.353
_exptl_absorpt_correction_T_max  0.79667
_exptl_absorpt_correction_T_min  0.54220
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'SADABS (Bruker AXS, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.587
_exptl_crystal_description       plate
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.946
_refine_diff_density_min         -4.200
_refine_diff_density_rms         0.263
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3934
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0399P)²+0.3050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0626
_refine_ls_wR_factor_ref         0.0630
_reflns_number_gt                3823
_reflns_number_total             3934
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic402737f_si_002.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 4337861--4337865.cif.'
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4337865
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Pt1 Pt 0.239459(12) 0.237447(11) 0.925238(9) 0.01445(4) Uani 1 1 d .
O1 O 0.0642(4) 0.3164(3) 1.0390(3) 0.0223(4) Uani 1 1 d .
O2 O 0.3080(4) 0.0848(3) 1.0775(3) 0.0202(4) Uani 1 1 d .
O3 O 0.0049(4) 0.2882(3) 1.2433(3) 0.0283(5) Uani 1 1 d .
O4 O 0.2511(4) 0.0425(3) 1.2813(2) 0.0259(4) Uani 1 1 d .
N1 N 0.1652(4) 0.3938(4) 0.7770(3) 0.0187(4) Uani 1 1 d .
H1 H 0.0780 0.4564 0.8003 0.022 Uiso 1 1 calc R
N2 N 0.4160(4) 0.1546(3) 0.8146(3) 0.0168(4) Uani 1 1 d .
H2 H 0.4782 0.0746 0.8605 0.020 Uiso 1 1 calc R
C1 C 0.3439(4) 0.5198(4) 0.7678(3) 0.0203(5) Uani 1 1 d .
H1A H 0.4151 0.5815 0.8593 0.024 Uiso 1 1 calc R
H1B H 0.2987 0.6045 0.7077 0.024 Uiso 1 1 calc R
C2 C 0.4870(4) 0.4277(4) 0.7113(3) 0.0192(5) Uani 1 1 d .
H2A H 0.5975 0.5159 0.7030 0.023 Uiso 1 1 calc R
C3 C 0.5770(4) 0.2988(4) 0.8036(3) 0.0194(5) Uani 1 1 d .
H3A H 0.6724 0.2504 0.7652 0.023 Uiso 1 1 calc R
H3B H 0.6489 0.3590 0.8954 0.023 Uiso 1 1 calc R
C4 C 0.2911(4) 0.0654(4) 0.6732(3) 0.0207(5) Uani 1 1 d .
H4A H 0.1829 -0.0219 0.6829 0.025 Uiso 1 1 calc R
H4B H 0.3742 0.0073 0.6289 0.025 Uiso 1 1 calc R
C5 C 0.2034(4) 0.1961(4) 0.5830(3) 0.0199(5) Uani 1 1 d .
H5 H 0.1298 0.1341 0.4909 0.024 Uiso 1 1 calc R
C6 C 0.0586(4) 0.2878(4) 0.6380(3) 0.0215(5) Uani 1 1 d .
H6A H 0.0027 0.3633 0.5725 0.026 Uiso 1 1 calc R
H6B H -0.0515 0.2021 0.6471 0.026 Uiso 1 1 calc R
C7 C 0.3747(5) 0.3327(4) 0.5670(3) 0.0220(5) Uani 1 1 d .
H7A H 0.4646 0.2773 0.5277 0.026 Uiso 1 1 calc R
H7B H 0.3212 0.4137 0.5060 0.026 Uiso 1 1 calc R
C8 C 0.0836(4) 0.2482(3) 1.1531(3) 0.0180(5) Uani 1 1 d .
C9 C 0.2238(4) 0.1123(3) 1.1760(3) 0.0173(4) 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'
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 -1.00 0.0200
-1.00 -1.00 1.00 0.0200
1.00 -1.00 1.00 0.0200
-1.00 1.00 -1.00 0.0200
0.00 0.00 1.00 0.0100
0.00 0.00 -1.00 0.0100
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O1 Pt1 O2 82.62(10) y
N1 Pt1 O1 95.37(11) y
N1 Pt1 O2 177.98(8) y
N2 Pt1 O1 178.72(8) y
N2 Pt1 O2 96.10(10) y
N2 Pt1 N1 85.91(11) y
C8 O1 Pt1 113.15(18) y
C9 O2 Pt1 112.93(18) y
C1 N1 Pt1 112.29(19) y
C1 N1 C6 110.6(2) y
C6 N1 Pt1 110.81(19) y
C3 N2 Pt1 112.22(18) y
C3 N2 C4 111.2(2) y
C4 N2 Pt1 110.84(18) y
N1 C1 C2 111.4(2) y
C3 C2 C1 113.5(2) y
C7 C2 C1 109.0(2) y
C7 C2 C3 109.3(2) y
N2 C3 C2 111.0(2) y
N2 C4 C5 110.6(2) y
C4 C5 C6 114.3(3) y
C4 C5 C7 109.3(2) y
C6 C5 C7 109.0(3) y
N1 C6 C5 110.8(2) y
C2 C7 C5 107.2(3) y
O1 C8 C9 115.9(2) y
O3 C8 O1 124.3(3) y
O3 C8 C9 119.7(3) y
O2 C9 C8 115.2(2) y
O4 C9 O2 124.7(3) y
O4 C9 C8 120.1(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Pt1 O1 2.026(2) y
Pt1 O2 2.028(2) y
Pt1 N1 2.024(3) y
Pt1 N2 2.023(3) y
O1 C8 1.291(4) y
O2 C9 1.306(3) y
O3 C8 1.229(3) y
O4 C9 1.217(4) y
N1 C1 1.497(4) y
N1 C6 1.509(4) y
N2 C3 1.500(4) y
N2 C4 1.508(4) y
C1 C2 1.528(4) y
C2 C3 1.527(4) y
C2 C7 1.525(4) y
C4 C5 1.522(4) y
C5 C6 1.528(4) y
C5 C7 1.530(4) y
C8 C9 1.556(4) y
