#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/84/2238423.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2238423
loop_
_publ_author_name
'Kritchenkov, Andreii S.'
'Gurzhiy, Vladislav V.'
'Bokach, Nadezhda A.'
'Kalibabchuk, Valentina A.'
_publ_section_title
;
 Dichloridobis[3-(4-chlorophenyl)-2,N,N-trimethyl-2,3-dihydro-1,2,4-oxadiazole-5-amine-κN⁴]platinum(II)--4-chlorobenzaldehyde
 (1/1)
;
_journal_coeditor_code           SJ5329
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m446
_journal_page_last               m447
_journal_paper_doi               10.1107/S1600536813017376
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Pt Cl2 (C11 H15 Cl1 N3 O1)2], C7 H5 Cl O'
_chemical_formula_moiety         'C22 H30 Cl4 N6 O2 Pt, C7 H5 Cl O'
_chemical_formula_sum            'C29 H35 Cl5 N6 O3 Pt'
_chemical_formula_weight         887.97
_chemical_name_systematic
'Dichloridobis[3-(4-chlorophenyl)-2,N,N-trimethyl-2,3-dihydro-1,2,4-oxadiazole-5-amine-κN⁴]platinum(II)--4-chlorobenzaldehyde (1/1)'
_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_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_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_cell_angle_alpha                101.0381(18)
_cell_angle_beta                 104.9553(19)
_cell_angle_gamma                96.3847(17)
_cell_formula_units_Z            1
_cell_length_a                   8.46436(18)
_cell_length_b                   9.38481(19)
_cell_length_c                   11.4373(3)
_cell_measurement_reflns_used    9801
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.6786
_cell_measurement_theta_min      2.5221
_cell_volume                     849.08(4)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2012)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Agilent Xcalibur Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_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       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13908
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.53
_exptl_absorpt_coefficient_mu    4.565
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             438
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.627
_refine_diff_density_min         -1.214
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3892
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0223
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0326P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0535
_reflns_number_gt                3888
_reflns_number_total             3892
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj5329.cif
_cod_data_source_block           I
_cod_original_cell_volume        849.07(3)
_cod_database_code               2238423
_cod_database_fobs_code          2238423
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt Pt1 0.5000 0.5000 0.0000 0.01562(5) Uani d S 1 2 . .
O O1 0.8747(3) 0.5755(3) 0.34126(19) 0.0321(5) Uani d . 1 1 . .
N N2 0.9212(3) 0.4486(3) 0.2650(2) 0.0290(6) Uani d . 1 1 . .
H H2 0.9972 0.4786 0.2273 0.035 Uiso calc R 1 1 . .
C C3 0.7596(4) 0.3810(3) 0.1742(3) 0.0243(6) Uani d . 1 1 . .
H H3 0.6936 0.3203 0.2112 0.029 Uiso calc R 1 1 . .
N N4 0.6856(3) 0.5130(3) 0.1552(2) 0.0209(5) Uani d . 1 1 . .
C C5 0.7499(4) 0.6134(3) 0.2577(3) 0.0240(6) Uani d . 1 1 . .
N N6 0.7135(3) 0.7450(3) 0.2956(2) 0.0281(6) Uani d . 1 1 . .
C C7 0.5711(4) 0.8001(4) 0.2268(3) 0.0334(7) Uani d . 1 1 . .
H H7A 0.6050 0.8552 0.1723 0.050 Uiso calc R 1 1 . .
H H7B 0.5293 0.8627 0.2843 0.050 Uiso calc R 1 1 . .
H H7C 0.4856 0.7186 0.1788 0.050 Uiso calc R 1 1 . .
C C8 0.8131(5) 0.8425(4) 0.4142(3) 0.0451(10) Uani d . 1 1 . .
H H8A 0.7642 0.8272 0.4788 0.068 Uiso calc R 1 1 . .
H H8B 0.8163 0.9432 0.4077 0.068 Uiso calc R 1 1 . .
H H8C 0.9239 0.8209 0.4338 0.068 Uiso calc R 1 1 . .
C C9 0.9849(5) 0.3574(4) 0.3496(3) 0.0452(10) Uani d . 1 1 . .
H H9A 1.0813 0.4129 0.4134 0.068 Uiso calc R 1 1 . .
H H9B 1.0142 0.2721 0.3045 0.068 Uiso calc R 1 1 . .
H H9C 0.9012 0.3272 0.3869 0.068 Uiso calc R 1 1 . .
C C10 0.7869(4) 0.2884(3) 0.0606(3) 0.0230(6) Uani d . 1 1 . .
C C11 0.7575(5) 0.1367(4) 0.0400(3) 0.0342(7) Uani d . 1 1 . .
H H11 0.7156 0.0919 0.0941 0.041 Uiso calc R 1 1 . .
C C12 0.7907(5) 0.0506(4) -0.0617(3) 0.0434(9) Uani d . 1 1 . .
H H12 0.7705 -0.0516 -0.0765 0.052 Uiso calc R 1 1 . .
C C13 0.8532(5) 0.1191(4) -0.1391(3) 0.0365(8) Uani d . 1 1 . .
Cl Cl14 0.89823(18) 0.01398(12) -0.26699(9) 0.0619(3) Uani d . 1 1 . .
C C15 0.8828(4) 0.2708(4) -0.1219(3) 0.0306(7) Uani d . 1 1 . .
H H15 0.9243 0.3150 -0.1764 0.037 Uiso calc R 1 1 . .
C C16 0.8483(4) 0.3547(3) -0.0206(3) 0.0257(6) Uani d . 1 1 . .
H H16 0.8667 0.4569 -0.0070 0.031 Uiso calc R 1 1 . .
Cl Cl17 0.34015(9) 0.32493(9) 0.05713(7) 0.03003(16) Uani d . 1 1 . .
C C19 0.5885(5) 0.4816(5) 0.6159(4) 0.0510(11) Uani d . 1 1 . .
H H19 0.6474 0.4686 0.6927 0.061 Uiso calc R 1 1 . .
C C20 0.5665(6) 0.3740(5) 0.5084(4) 0.0493(11) Uani d . 1 1 . .
C C18 0.4783(5) 0.3921(5) 0.3929(4) 0.0479(10) Uani d . 1 1 . .
H H18 0.4643 0.3190 0.3217 0.057 Uiso calc R 1 1 . .
Cl Cl21 0.6390(5) 0.2036(3) 0.5142(4) 0.0640(9) Uani d P 0.50 1 A 1
C C21 0.659(3) 0.2527(18) 0.522(2) 0.081(2) Uani d P 0.50 1 A 2
H H21 0.7255 0.2501 0.6005 0.097 Uiso calc PR 0.50 1 A 2
O O2 0.6509(12) 0.1563(8) 0.4337(7) 0.081(2) Uani d P 0.50 1 A 2
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N4 Pt1 N4 . 2_665 180.0
N4 Pt1 Cl17 2_665 . 90.47(7)
N4 Pt1 Cl17 . . 89.53(7)
N4 Pt1 Cl17 2_665 2_665 89.53(7)
N4 Pt1 Cl17 . 2_665 90.47(7)
Cl17 Pt1 Cl17 . 2_665 180.0
C5 O1 N2 . . 103.2(2)
O1 N2 H2 . . 111.8
C3 N2 O1 . . 101.1(2)
C3 N2 H2 . . 111.8
C9 N2 O1 . . 106.0(2)
C9 N2 H2 . . 111.8
C9 N2 C3 . . 113.6(3)
N2 C3 H3 . . 110.1
N2 C3 N4 . . 101.0(2)
N2 C3 C10 . . 109.5(2)
N4 C3 H3 . . 110.1
N4 C3 C10 . . 115.5(2)
C10 C3 H3 . . 110.1
C3 N4 Pt1 . . 119.50(17)
C5 N4 Pt1 . . 133.5(2)
C5 N4 C3 . . 106.5(2)
N4 C5 O1 . . 114.1(3)
N4 C5 N6 . . 131.3(3)
N6 C5 O1 . . 114.5(2)
C5 N6 C7 . . 123.4(2)
C5 N6 C8 . . 120.6(3)
C7 N6 C8 . . 115.9(3)
N6 C7 H7A . . 109.5
N6 C7 H7B . . 109.5
N6 C7 H7C . . 109.5
H7A C7 H7B . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
N6 C8 H8A . . 109.5
N6 C8 H8B . . 109.5
N6 C8 H8C . . 109.5
H8A C8 H8B . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
N2 C9 H9A . . 109.5
N2 C9 H9B . . 109.5
N2 C9 H9C . . 109.5
H9A C9 H9B . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
C11 C10 C3 . . 119.9(3)
C11 C10 C16 . . 119.8(3)
C16 C10 C3 . . 120.2(3)
C10 C11 H11 . . 119.9
C10 C11 C12 . . 120.1(3)
C12 C11 H11 . . 119.9
C11 C12 H12 . . 120.6
C13 C12 C11 . . 118.8(3)
C13 C12 H12 . . 120.6
C12 C13 Cl14 . . 119.9(3)
C12 C13 C15 . . 122.6(3)
C15 C13 Cl14 . . 117.5(3)
C13 C15 H15 . . 121.1
C13 C15 C16 . . 117.8(3)
C16 C15 H15 . . 121.1
C10 C16 C15 . . 120.9(3)
C10 C16 H16 . . 119.6
C15 C16 H16 . . 119.6
C20 C19 H19 . . 120.4
C18 C19 H19 2_666 . 120.4
C18 C19 C20 2_666 . 119.1(4)
C19 C20 C18 . . 121.0(4)
C19 C20 Cl21 . . 121.3(3)
C19 C20 C21 . . 116.0(9)
C18 C20 Cl21 . . 117.5(4)
C18 C20 C21 . . 122.5(9)
C21 C20 Cl21 . . 11.6(10)
C19 C18 C20 2_666 . 119.9(4)
C19 C18 H18 2_666 . 120.1
C20 C18 H18 . . 120.1
C20 C21 H21 . . 119.7
O2 C21 C20 . . 120.5(17)
O2 C21 H21 . . 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Pt1 N4 . 2.018(2)
Pt1 N4 2_665 2.018(2)
Pt1 Cl17 . 2.3087(7)
Pt1 Cl17 2_665 2.3087(7)
O1 N2 . 1.490(3)
O1 C5 . 1.360(3)
N2 H2 . 0.9100
N2 C3 . 1.474(4)
N2 C9 . 1.452(4)
C3 H3 . 0.9800
C3 N4 . 1.476(4)
C3 C10 . 1.505(4)
N4 C5 . 1.301(4)
C5 N6 . 1.325(4)
N6 C7 . 1.464(4)
N6 C8 . 1.467(4)
C7 H7A . 0.9600
C7 H7B . 0.9600
C7 H7C . 0.9600
C8 H8A . 0.9600
C8 H8B . 0.9600
C8 H8C . 0.9600
C9 H9A . 0.9600
C9 H9B . 0.9600
C9 H9C . 0.9600
C10 C11 . 1.381(4)
C10 C16 . 1.385(4)
C11 H11 . 0.9300
C11 C12 . 1.394(5)
C12 H12 . 0.9300
C12 C13 . 1.364(5)
C13 Cl14 . 1.754(3)
C13 C15 . 1.385(5)
C15 H15 . 0.9300
C15 C16 . 1.387(4)
C16 H16 . 0.9300
C19 H19 . 0.9300
C19 C20 . 1.389(6)
C19 C18 2_666 1.378(6)
C20 C18 . 1.391(5)
C20 Cl21 . 1.782(5)
C20 C21 . 1.465(18)
C18 C19 2_666 1.378(6)
C18 H18 . 0.9300
C21 H21 . 0.9300
C21 O2 . 1.20(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C8 H8 O2 1_565 0.96 2.58 3.378(9) 141
C12 H12 Cl17 2_655 0.93 2.70 3.589(4) 160
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
Pt1 N4 C5 O1 . . 179.0(2)
Pt1 N4 C5 N6 . . 0.1(5)
O1 N2 C3 N4 . . 36.0(3)
O1 N2 C3 C10 . . 158.3(2)
O1 C5 N6 C7 . . -172.6(3)
O1 C5 N6 C8 . . 4.9(5)
N2 O1 C5 N4 . . 16.2(3)
N2 O1 C5 N6 . . -164.7(3)
N2 C3 N4 Pt1 . . 159.05(18)
N2 C3 N4 C5 . . -28.1(3)
N2 C3 C10 C11 . . 105.8(3)
N2 C3 C10 C16 . . -71.3(3)
C3 N4 C5 O1 . . 7.6(3)
C3 N4 C5 N6 . . -171.3(3)
C3 C10 C11 C12 . . -176.7(3)
C3 C10 C16 C15 . . 176.4(3)
N4 Pt1 N4 C3 2_665 . 2E1(2)
N4 Pt1 N4 C5 2_665 . -16E1(2)
N4 C3 C10 C11 . . -141.0(3)
N4 C3 C10 C16 . . 41.9(4)
N4 C5 N6 C7 . . 6.3(6)
N4 C5 N6 C8 . . -176.2(4)
C5 O1 N2 C3 . . -32.6(3)
C5 O1 N2 C9 . . -151.3(3)
C9 N2 C3 N4 . . 149.1(3)
C9 N2 C3 C10 . . -88.6(3)
C10 C3 N4 Pt1 . . 41.0(3)
C10 C3 N4 C5 . . -146.2(3)
C10 C11 C12 C13 . . 0.5(5)
C11 C10 C16 C15 . . -0.7(4)
C11 C12 C13 Cl14 . . 179.4(3)
C11 C12 C13 C15 . . -1.1(6)
C12 C13 C15 C16 . . 0.7(5)
C13 C15 C16 C10 . . 0.2(5)
Cl14 C13 C15 C16 . . -179.7(2)
C16 C10 C11 C12 . . 0.4(5)
Cl17 Pt1 N4 C3 . . 61.0(2)
Cl17 Pt1 N4 C3 2_665 . -119.0(2)
Cl17 Pt1 N4 C5 2_665 . 70.5(3)
Cl17 Pt1 N4 C5 . . -109.5(3)
C19 C20 C18 C19 . 2_666 0.1(8)
C19 C20 C21 O2 . . -178.3(15)
C18 C19 C20 C18 2_666 . -0.1(7)
C18 C19 C20 Cl21 2_666 . -176.3(4)
C18 C19 C20 C21 2_666 . 172.0(11)
C18 C20 C21 O2 . . -6(3)
Cl21 C20 C18 C19 . 2_666 176.4(4)
Cl21 C20 C21 O2 . . 61(4)
C21 C20 C18 C19 . 2_666 -171.4(11)
