#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:19:48 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179810 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/06/7010683.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_7010683
loop_
_publ_author_name
'Wagner, Gabriele'
'Haukka, Matti'
_publ_section_title
;
 Stereoselective [2 + 3] cycloaddition of nitrones to
 platinum-bound organonitriles. First enantioselective synthesis of
 Δ4-1,2,4-oxadiazolines†
;
_journal_issue                   18
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              2690
_journal_paper_doi               10.1039/b102291c
_journal_year                    2001
_chemical_formula_sum            'C22 H22 Cl2 N2 O2 Pt S'
_chemical_formula_weight         644.47
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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           SHELXL-97
_cell_angle_alpha                79.9300(10)
_cell_angle_beta                 87.5930(10)
_cell_angle_gamma                86.1150(10)
_cell_formula_units_Z            2
_cell_length_a                   9.5957(2)
_cell_length_b                   9.7390(2)
_cell_length_c                   12.1048(2)
_cell_measurement_temperature    150(2)
_cell_volume                     1110.71(4)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius, 1999)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP in SHELXTL v.5.1 (Bruker Axs, 1998)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF99 (Beurskens et al., 1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       phi-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0333
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14335
_diffrn_reflns_theta_full        25.52
_diffrn_reflns_theta_max         25.52
_diffrn_reflns_theta_min         3.70
_exptl_absorpt_coefficient_mu    6.673
_exptl_absorpt_correction_T_max  0.35950
_exptl_absorpt_correction_T_min  0.22326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Xprep in Shelxtl v. 5.1 (Bruker AXS, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.927
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.898
_refine_diff_density_min         -1.202
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0229
_refine_ls_R_factor_gt           0.0214
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0229P)²+1.4338P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0522
_refine_ls_wR_factor_ref         0.0531
_reflns_number_gt                3938
_reflns_number_total             4104
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b102291c.txt
_cod_data_source_block           gw227aab
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               7010683
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2286(4) 0.3628(4) 0.3574(3) 0.0252(7) Uani 1 1 d . . .
C2 C 0.0894(4) 0.4342(4) 0.3402(3) 0.0247(7) Uani 1 1 d . . .
C3 C -0.0267(4) 0.3631(4) 0.3260(3) 0.0328(9) Uani 1 1 d . . .
H3 H -0.0191 0.2649 0.3281 0.039 Uiso 1 1 calc R . .
C4 C -0.1551(4) 0.4382(5) 0.3086(4) 0.0410(10) Uani 1 1 d . . .
H4 H -0.2352 0.3907 0.2973 0.049 Uiso 1 1 calc R . .
C5 C -0.1677(5) 0.5785(5) 0.3076(4) 0.0419(10) Uani 1 1 d . . .
H5 H -0.2561 0.6279 0.2963 0.050 Uiso 1 1 calc R . .
C6 C -0.0517(5) 0.6491(5) 0.3230(4) 0.0442(11) Uani 1 1 d . . .
H6 H -0.0606 0.7471 0.3216 0.053 Uiso 1 1 calc R . .
C7 C 0.0771(4) 0.5774(4) 0.3406(3) 0.0351(9) Uani 1 1 d . . .
H7 H 0.1565 0.6255 0.3527 0.042 Uiso 1 1 calc R . .
C8 C 0.5009(5) 0.3093(5) 0.5315(3) 0.0404(10) Uani 1 1 d . . .
H8A H 0.5104 0.3955 0.5613 0.061 Uiso 1 1 calc R . .
H8B H 0.5923 0.2582 0.5298 0.061 Uiso 1 1 calc R . .
H8C H 0.4354 0.2510 0.5797 0.061 Uiso 1 1 calc R . .
C9 C 0.4207(4) 0.2191(4) 0.3702(3) 0.0246(7) Uani 1 1 d . . .
H9 H 0.4080 0.1390 0.4331 0.030 Uiso 1 1 calc R . .
C10 C 0.5425(3) 0.1843(4) 0.2964(3) 0.0214(7) Uani 1 1 d . . .
C11 C 0.5563(4) 0.2468(4) 0.1848(3) 0.0223(7) Uani 1 1 d . . .
H11 H 0.4859 0.3130 0.1522 0.027 Uiso 1 1 calc R . .
C12 C 0.6728(4) 0.2129(4) 0.1203(3) 0.0265(8) Uani 1 1 d . . .
H12 H 0.6806 0.2533 0.0432 0.032 Uiso 1 1 calc R . .
C13 C 0.7771(4) 0.1203(4) 0.1691(3) 0.0305(8) Uani 1 1 d . . .
H13 H 0.8569 0.0975 0.1251 0.037 Uiso 1 1 calc R . .
C14 C 0.7666(4) 0.0605(4) 0.2810(4) 0.0338(9) Uani 1 1 d . . .
H14 H 0.8400 -0.0013 0.3143 0.041 Uiso 1 1 calc R . .
C15 C 0.6489(4) 0.0907(4) 0.3447(3) 0.0301(8) Uani 1 1 d . . .
H15 H 0.6405 0.0477 0.4213 0.036 Uiso 1 1 calc R . .
C16 C 0.0492(3) 0.3030(4) -0.0084(3) 0.0257(7) Uani 1 1 d . . .
H16A H -0.0327 0.3214 0.0391 0.039 Uiso 1 1 calc R . .
H16B H 0.0436 0.2119 -0.0314 0.039 Uiso 1 1 calc R . .
H16C H 0.0518 0.3761 -0.0751 0.039 Uiso 1 1 calc R . .
C17 C 0.3381(3) 0.2736(3) -0.0343(3) 0.0187(7) Uani 1 1 d . . .
C18 C 0.4104(4) 0.3883(4) -0.0826(3) 0.0234(7) Uani 1 1 d . . .
H18 H 0.3864 0.4776 -0.0633 0.028 Uiso 1 1 calc R . .
C19 C 0.5188(4) 0.3708(4) -0.1599(3) 0.0278(8) Uani 1 1 d . . .
H19 H 0.5694 0.4487 -0.1937 0.033 Uiso 1 1 calc R . .
C20 C 0.5534(4) 0.2408(4) -0.1879(3) 0.0241(7) Uani 1 1 d . . .
H20 H 0.6286 0.2289 -0.2396 0.029 Uiso 1 1 calc R . .
C21 C 0.4772(4) 0.1273(4) -0.1398(3) 0.0294(8) Uani 1 1 d . . .
H21 H 0.4992 0.0385 -0.1606 0.035 Uiso 1 1 calc R . .
C22 C 0.3703(4) 0.1427(4) -0.0624(3) 0.0272(8) Uani 1 1 d . . .
H22 H 0.3195 0.0649 -0.0289 0.033 Uiso 1 1 calc R . .
N1 N 0.2869(3) 0.2596(3) 0.3151(2) 0.0184(6) Uani 1 1 d . . .
N2 N 0.4477(3) 0.3445(3) 0.4166(2) 0.0235(6) Uani 1 1 d . . .
O5 O 0.2149(3) 0.4434(2) 0.0920(2) 0.0247(5) Uani 1 1 d . . .
O6 O 0.3069(3) 0.4125(3) 0.4287(2) 0.0292(6) Uani 1 1 d . . .
S1 S 0.20360(8) 0.30195(8) 0.06822(7) 0.01753(17) Uani 1 1 d . . .
Cl1 Cl 0.12348(9) -0.02514(8) 0.12180(7) 0.02223(17) Uani 1 1 d . . .
Cl2 Cl 0.20204(10) -0.03625(10) 0.37841(7) 0.0300(2) Uani 1 1 d . . .
Pt1 Pt 0.207385(11) 0.133067(11) 0.218198(9) 0.01661(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'
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'
S S 0.1246 0.1234 '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
N1 C1 O6 115.1(3) . . ?
N1 C1 C2 130.2(3) . . ?
O6 C1 C2 114.7(3) . . ?
C3 C2 C7 120.5(3) . . ?
C3 C2 C1 122.0(3) . . ?
C7 C2 C1 117.5(3) . . ?
C2 C3 C4 118.8(4) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 121.1(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.1(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C7 120.2(4) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C6 C7 C2 119.4(4) . . ?
C6 C7 H7 120.3 . . ?
C2 C7 H7 120.3 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 N2 102.5(3) . . ?
N1 C9 C10 116.5(3) . . ?
N2 C9 C10 109.3(3) . . ?
N1 C9 H9 109.4 . . ?
N2 C9 H9 109.4 . . ?
C10 C9 H9 109.4 . . ?
C11 C10 C15 119.5(3) . . ?
C11 C10 C9 122.4(3) . . ?
C15 C10 C9 118.0(3) . . ?
C10 C11 C12 120.2(3) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C15 119.9(4) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 120.0(4) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 121.4(3) . . ?
C18 C17 S1 116.7(2) . . ?
C22 C17 S1 121.9(3) . . ?
C17 C18 C19 118.9(3) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 119.6(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 120.6(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C17 119.0(3) . . ?
C21 C22 H22 120.5 . . ?
C17 C22 H22 120.5 . . ?
C1 N1 C9 107.7(3) . . ?
C1 N1 Pt1 130.8(2) . . ?
C9 N1 Pt1 120.2(2) . . ?
C9 N2 C8 112.2(3) . . ?
C9 N2 O6 103.5(2) . . ?
C8 N2 O6 105.4(3) . . ?
C1 O6 N2 104.9(2) . . ?
O5 S1 C16 107.76(16) . . ?
O5 S1 C17 107.29(15) . . ?
C16 S1 C17 102.03(16) . . ?
O5 S1 Pt1 115.09(10) . . ?
C16 S1 Pt1 111.22(12) . . ?
C17 S1 Pt1 112.54(11) . . ?
N1 Pt1 S1 92.04(8) . . ?
N1 Pt1 Cl1 174.93(8) . . ?
S1 Pt1 Cl1 92.87(3) . . ?
N1 Pt1 Cl2 86.93(8) . . ?
S1 Pt1 Cl2 177.04(3) . . ?
Cl1 Pt1 Cl2 88.22(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
C1 N1 1.291(4) . ?
C1 O6 1.339(4) . ?
C1 C2 1.469(5) . ?
C2 C3 1.383(5) . ?
C2 C7 1.393(5) . ?
C3 C4 1.394(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.362(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.384(6) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 N2 1.478(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N1 1.470(4) . ?
C9 N2 1.472(4) . ?
C9 C10 1.498(5) . ?
C9 H9 1.0000 . ?
C10 C11 1.386(5) . ?
C10 C15 1.397(5) . ?
C11 C12 1.391(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.379(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 S1 1.779(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.383(5) . ?
C17 C22 1.388(5) . ?
C17 S1 1.794(3) . ?
C18 C19 1.392(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.394(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.379(5) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
N1 Pt1 2.045(3) . ?
N2 O6 1.478(4) . ?
O5 S1 1.467(2) . ?
S1 Pt1 2.2261(8) . ?
Cl1 Pt1 2.2934(8) . ?
Cl2 Pt1 2.3168(9) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 36.1(6) . . . . ?
O6 C1 C2 C3 -143.4(4) . . . . ?
N1 C1 C2 C7 -145.0(4) . . . . ?
O6 C1 C2 C7 35.5(5) . . . . ?
C7 C2 C3 C4 2.0(6) . . . . ?
C1 C2 C3 C4 -179.1(4) . . . . ?
C2 C3 C4 C5 -1.3(6) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C4 C5 C6 C7 -0.6(7) . . . . ?
C5 C6 C7 C2 1.3(7) . . . . ?
C3 C2 C7 C6 -2.0(6) . . . . ?
C1 C2 C7 C6 179.0(4) . . . . ?
N1 C9 C10 C11 31.2(5) . . . . ?
N2 C9 C10 C11 -84.3(4) . . . . ?
N1 C9 C10 C15 -152.2(3) . . . . ?
N2 C9 C10 C15 92.3(4) . . . . ?
C15 C10 C11 C12 2.2(5) . . . . ?
C9 C10 C11 C12 178.7(3) . . . . ?
C10 C11 C12 C13 -2.3(5) . . . . ?
C11 C12 C13 C14 0.3(5) . . . . ?
C12 C13 C14 C15 1.6(6) . . . . ?
C13 C14 C15 C10 -1.6(6) . . . . ?
C11 C10 C15 C14 -0.3(5) . . . . ?
C9 C10 C15 C14 -176.9(3) . . . . ?
C22 C17 C18 C19 -0.9(5) . . . . ?
S1 C17 C18 C19 177.9(3) . . . . ?
C17 C18 C19 C20 0.1(5) . . . . ?
C18 C19 C20 C21 1.2(5) . . . . ?
C19 C20 C21 C22 -1.8(6) . . . . ?
C20 C21 C22 C17 1.0(6) . . . . ?
C18 C17 C22 C21 0.3(5) . . . . ?
S1 C17 C22 C21 -178.4(3) . . . . ?
O6 C1 N1 C9 5.9(4) . . . . ?
C2 C1 N1 C9 -173.7(4) . . . . ?
O6 C1 N1 Pt1 172.1(2) . . . . ?
C2 C1 N1 Pt1 -7.4(6) . . . . ?
N2 C9 N1 C1 -19.5(4) . . . . ?
C10 C9 N1 C1 -138.7(3) . . . . ?
N2 C9 N1 Pt1 172.5(2) . . . . ?
C10 C9 N1 Pt1 53.3(4) . . . . ?
N1 C9 N2 C8 137.7(3) . . . . ?
C10 C9 N2 C8 -98.1(4) . . . . ?
N1 C9 N2 O6 24.5(3) . . . . ?
C10 C9 N2 O6 148.7(3) . . . . ?
N1 C1 O6 N2 10.5(4) . . . . ?
C2 C1 O6 N2 -169.9(3) . . . . ?
C9 N2 O6 C1 -22.0(3) . . . . ?
C8 N2 O6 C1 -140.0(3) . . . . ?
C18 C17 S1 O5 -8.9(3) . . . . ?
C22 C17 S1 O5 169.8(3) . . . . ?
C18 C17 S1 C16 104.2(3) . . . . ?
C22 C17 S1 C16 -77.0(3) . . . . ?
C18 C17 S1 Pt1 -136.5(2) . . . . ?
C22 C17 S1 Pt1 42.3(3) . . . . ?
C1 N1 Pt1 S1 73.5(3) . . . . ?
C9 N1 Pt1 S1 -121.7(2) . . . . ?
C1 N1 Pt1 Cl1 -120.6(8) . . . . ?
C9 N1 Pt1 Cl1 44.2(10) . . . . ?
C1 N1 Pt1 Cl2 -103.7(3) . . . . ?
C9 N1 Pt1 Cl2 61.1(2) . . . . ?
O5 S1 Pt1 N1 -16.72(14) . . . . ?
C16 S1 Pt1 N1 -139.61(15) . . . . ?
C17 S1 Pt1 N1 106.61(14) . . . . ?
O5 S1 Pt1 Cl1 164.52(12) . . . . ?
C16 S1 Pt1 Cl1 41.63(14) . . . . ?
C17 S1 Pt1 Cl1 -72.15(12) . . . . ?
O5 S1 Pt1 Cl2 53.0(6) . . . . ?
C16 S1 Pt1 Cl2 -69.9(6) . . . . ?
C17 S1 Pt1 Cl2 176.3(5) . . . . ?
