#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:24:34 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178563 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/72/4067243.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_4067243
loop_
_publ_author_name
'Tomooka, Katsuhiko'
'Shimada, Maki'
'Uehara, Kazuhiro'
'Ito, Masato'
_publ_section_title
;
 A Unique Functional Group Transformation of Planar Chiral Diolefinic
 Organonitrogen Cycles Utilizing PtCl2(2,4,6-trimethylpyridine) Complexes
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              6632
_journal_paper_doi               10.1021/om1009704
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C23 H30 Cl2 N2 O2 Pt S'
_chemical_formula_sum            'C23 H30 Cl2 N2 O2 Pt S'
_chemical_formula_weight         664.56
_space_group_IT_number           2
_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
_cell_angle_alpha                80.77(5)
_cell_angle_beta                 82.94(5)
_cell_angle_gamma                68.10(3)
_cell_formula_units_Z            2
_cell_length_a                   8.029(8)
_cell_length_b                   13.059(13)
_cell_length_c                   13.179(13)
_cell_measurement_reflns_used    4558
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.06
_cell_volume                     1263(2)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'CRYSTALS (Carruthers, et al., 1999)'
_computing_structure_solution    'DIRDIF99-PATTY (Gould, et al., 1999)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 7.314
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9996
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.851
_exptl_absorpt_correction_T_max  0.310
_exptl_absorpt_correction_T_min  0.173
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             652.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         3.090
_refine_diff_density_min         -2.020
_refine_ls_extinction_coef       59(12)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     314
_refine_ls_number_reflns         5532
_refine_ls_R_factor_gt           0.0920
_refine_ls_shift/su_max          0.026
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[0.0010Fo² + 3.0000σ(Fo²) + 0.5000]/(4Fo²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1850
_reflns_number_gt                5517
_reflns_number_total             5532
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            om1009704_si_001.cif
_cod_data_source_block           '__4a'
_cod_original_cell_volume        1263(3)
_cod_database_code               4067243
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_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
Pt(1) Pt 1.06581(6) 0.18089(4) 0.14238(3) 0.04280(15) Uani 1.0 2 d .
Cl(1) Cl 0.8212(5) 0.2724(4) 0.0472(3) 0.0765(12) Uani 1.0 2 d .
Cl(2) Cl 1.3214(4) 0.0984(3) 0.2311(3) 0.0539(9) Uani 1.0 2 d .
S(1) S 0.5521(4) 0.2672(3) 0.4898(3) 0.0455(8) Uani 1.0 2 d .
O(1) O 0.6493(13) 0.3376(9) 0.4964(9) 0.064(4) Uani 1.0 2 d .
O(2) O 0.5177(14) 0.1988(9) 0.5797(8) 0.063(3) Uani 1.0 2 d .
N(1) N 0.6635(14) 0.1856(8) 0.4040(8) 0.044(3) Uani 1.0 2 d .
N(2) N 1.2232(15) 0.2384(10) 0.0285(8) 0.050(3) Uani 1.0 2 d .
C(2) C 0.7351(16) 0.2297(10) 0.3051(11) 0.046(4) Uani 1.0 2 d .
C(3) C 0.9143(16) 0.1437(10) 0.2823(8) 0.038(3) Uani 1.0 2 d .
C(4) C 0.9342(17) 0.0682(11) 0.2171(9) 0.045(4) Uani 1.0 2 d .
C(5) C 1.053(3) -0.0527(12) 0.2340(13) 0.064(5) Uani 1.0 2 d .
C(6) C 0.943(3) -0.1153(12) 0.3010(13) 0.061(5) Uani 1.0 2 d .
C(7) C 0.9275(18) -0.0959(11) 0.4108(11) 0.052(4) Uani 1.0 2 d .
C(8) C 0.7965(18) -0.0166(11) 0.4551(10) 0.048(4) Uani 1.0 2 d .
C(9) C 0.6410(17) 0.0769(10) 0.4078(11) 0.047(4) Uani 1.0 2 d .
C(10) C 0.3442(14) 0.3511(9) 0.4390(9) 0.037(3) Uani 1.0 2 d .
C(11) C 0.2136(17) 0.3077(10) 0.4438(11) 0.050(4) Uani 1.0 2 d .
C(12) C 0.0498(19) 0.3717(13) 0.4038(14) 0.067(5) Uani 1.0 2 d .
C(13) C 0.0150(17) 0.4807(12) 0.3600(9) 0.052(4) Uani 1.0 2 d .
C(14) C 0.151(2) 0.5225(12) 0.3607(13) 0.067(5) Uani 1.0 2 d .
C(15) C 0.313(2) 0.4595(11) 0.3987(12) 0.055(4) Uani 1.0 2 d .
C(16) C -0.161(3) 0.5479(18) 0.3185(13) 0.096(7) Uani 1.0 2 d .
C(17) C 1.3091(18) 0.1740(12) -0.0488(10) 0.048(4) Uani 1.0 2 d .
C(18) C 1.4249(18) 0.2054(12) -0.1203(10) 0.051(4) Uani 1.0 2 d .
C(19) C 1.4544(18) 0.3042(13) -0.1213(10) 0.053(4) Uani 1.0 2 d .
C(20) C 1.359(3) 0.3711(13) -0.0436(11) 0.062(5) Uani 1.0 2 d .
C(21) C 1.2468(18) 0.3358(11) 0.0300(10) 0.048(4) Uani 1.0 2 d .
C(22) C 1.278(2) 0.0698(13) -0.0484(12) 0.061(5) Uani 1.0 2 d .
C(23) C 1.145(3) 0.4055(13) 0.1132(12) 0.074(6) Uani 1.0 2 d .
C(24) C 1.583(3) 0.3399(16) -0.1987(14) 0.076(6) Uani 1.0 2 d .
H(1) H 0.4035 0.4905 0.3975 0.0688 Uiso 1.0 2 calc R
H(2) H 0.1291 0.5972 0.3312 0.0706 Uiso 1.0 2 calc R
H(3) H -0.0404 0.3407 0.4053 0.0793 Uiso 1.0 2 calc R
H(4) H 0.2345 0.2335 0.4747 0.0609 Uiso 1.0 2 calc R
H(5) H 1.4863 0.1587 -0.1718 0.0598 Uiso 1.0 2 calc R
H(6) H 1.3707 0.4407 -0.0422 0.0756 Uiso 1.0 2 calc R
H(7) H -0.2172 0.6107 0.3549 0.0991 Uiso 1.0 2 calc R
H(8) H -0.1424 0.5722 0.2476 0.0990 Uiso 1.0 2 calc R
H(9) H -0.2366 0.5054 0.3257 0.0991 Uiso 1.0 2 calc R
H(10) H 1.1742 0.4706 0.1066 0.0924 Uiso 1.0 2 calc R
H(11) H 1.0200 0.4261 0.1066 0.0925 Uiso 1.0 2 calc R
H(12) H 1.1752 0.3642 0.1788 0.0924 Uiso 1.0 2 calc R
H(13) H 1.6993 0.2838 -0.1954 0.0876 Uiso 1.0 2 calc R
H(14) H 1.5407 0.3479 -0.2649 0.0877 Uiso 1.0 2 calc R
H(15) H 1.5882 0.4084 -0.1869 0.0876 Uiso 1.0 2 calc R
H(16) H 1.1534 0.0855 -0.0526 0.0762 Uiso 1.0 2 calc R
H(17) H 1.3440 0.0342 -0.1059 0.0762 Uiso 1.0 2 calc R
H(18) H 1.3171 0.0223 0.0134 0.0762 Uiso 1.0 2 calc R
H(19) H 0.6581 0.2406 0.2519 0.0546 Uiso 1.0 2 calc R
H(20) H 0.7466 0.2982 0.3113 0.0546 Uiso 1.0 2 calc R
H(21) H 1.0924 -0.0819 0.1701 0.0758 Uiso 1.0 2 calc R
H(22) H 1.1549 -0.0597 0.2684 0.0758 Uiso 1.0 2 calc R
H(23) H 0.5329 0.0786 0.4473 0.0577 Uiso 1.0 2 calc R
H(24) H 0.6352 0.0636 0.3397 0.0577 Uiso 1.0 2 calc R
H(25) H 0.8255 -0.0886 0.2770 0.0749 Uiso 1.0 2 calc R
H(26) H 0.9979 -0.1928 0.2967 0.0749 Uiso 1.0 2 calc R
H(27) H 0.804(14) -0.008(9) 0.514(9) 0.02(3) Uiso 1.0 2 d .
H(28) H 1.0165 0.1412 0.3136 0.0444 Uiso 1.0 2 calc R
H(29) H 1.0204 -0.1446 0.4529 0.0610 Uiso 1.0 2 calc R
H(30) H 0.8681 0.0934 0.1572 0.0526 Uiso 1.0 2 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Pt Pt -1.703 8.390
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.125 0.123
;
International Tables for Crystallography
(1992, 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_publ_flag
Cl(1) Pt(1) Cl(2) 175.56(16) yes
Cl(1) Pt(1) N(2) 89.5(4) yes
Cl(1) Pt(1) C(3) 95.8(4) yes
Cl(1) Pt(1) C(4) 88.9(4) yes
Cl(2) Pt(1) N(2) 86.4(4) yes
Cl(2) Pt(1) C(3) 87.9(4) yes
Cl(2) Pt(1) C(4) 95.6(4) yes
N(2) Pt(1) C(3) 167.2(6) yes
N(2) Pt(1) C(4) 155.6(5) yes
C(3) Pt(1) C(4) 36.6(5) yes
O(1) S(1) O(2) 119.9(8) yes
O(1) S(1) N(1) 106.6(7) yes
O(1) S(1) C(10) 107.9(6) yes
O(2) S(1) N(1) 107.4(6) yes
O(2) S(1) C(10) 108.1(6) yes
N(1) S(1) C(10) 106.2(6) yes
S(1) N(1) C(2) 120.9(9) yes
S(1) N(1) C(9) 119.0(9) yes
C(2) N(1) C(9) 116.9(11) yes
Pt(1) N(2) C(17) 118.5(11) yes
Pt(1) N(2) C(21) 121.8(9) yes
C(17) N(2) C(21) 119.7(12) yes
N(1) C(2) C(3) 105.7(9) yes
Pt(1) C(3) C(2) 116.6(8) yes
Pt(1) C(3) C(4) 71.5(7) yes
C(2) C(3) C(4) 120.9(13) yes
Pt(1) C(4) C(3) 71.9(9) yes
Pt(1) C(4) C(5) 115.7(10) yes
C(3) C(4) C(5) 124.3(12) yes
C(4) C(5) C(6) 107.5(12) yes
C(5) C(6) C(7) 110.7(16) yes
C(6) C(7) C(8) 125.9(12) yes
C(7) C(8) C(9) 129.2(13) yes
N(1) C(9) C(8) 111.0(13) yes
S(1) C(10) C(11) 119.0(9) yes
S(1) C(10) C(15) 120.3(12) yes
C(11) C(10) C(15) 120.7(11) yes
C(10) C(11) C(12) 120.0(13) yes
C(11) C(12) C(13) 121.1(16) yes
C(12) C(13) C(14) 116.6(13) yes
C(12) C(13) C(16) 120.2(17) yes
C(14) C(13) C(16) 123.2(16) yes
C(13) C(14) C(15) 122.6(14) yes
C(10) C(15) C(14) 119.0(16) yes
N(2) C(17) C(18) 119.7(15) yes
N(2) C(17) C(22) 118.0(13) yes
C(18) C(17) C(22) 122.3(13) yes
C(17) C(18) C(19) 122.5(13) yes
C(18) C(19) C(20) 116.7(14) yes
C(18) C(19) C(24) 123.3(14) yes
C(20) C(19) C(24) 120.0(17) yes
C(19) C(20) C(21) 119.8(17) yes
N(2) C(21) C(20) 121.5(13) yes
N(2) C(21) C(23) 118.0(13) yes
C(20) C(21) C(23) 120.6(15) yes
N(1) C(2) H(19) 110.546 no
N(1) C(2) H(20) 110.211 no
C(3) C(2) H(19) 110.108 no
C(3) C(2) H(20) 110.765 no
H(19) C(2) H(20) 109.466 no
Pt(1) C(3) H(28) 82.370 no
C(2) C(3) H(28) 119.795 no
C(4) C(3) H(28) 119.300 no
Pt(1) C(4) H(30) 82.617 no
C(3) C(4) H(30) 117.768 no
C(5) C(4) H(30) 117.891 no
C(4) C(5) H(21) 110.544 no
C(4) C(5) H(22) 109.122 no
C(6) C(5) H(21) 110.022 no
C(6) C(5) H(22) 110.134 no
H(21) C(5) H(22) 109.455 no
C(5) C(6) H(25) 108.678 no
C(5) C(6) H(26) 110.238 no
C(7) C(6) H(25) 108.648 no
C(7) C(6) H(26) 109.052 no
H(25) C(6) H(26) 109.459 no
C(6) C(7) H(29) 117.207 no
C(8) C(7) H(29) 116.893 no
C(7) C(8) H(27) 119(7) no
C(9) C(8) H(27) 111(7) no
N(1) C(9) H(23) 109.557 no
N(1) C(9) H(24) 109.316 no
C(8) C(9) H(23) 109.118 no
C(8) C(9) H(24) 108.333 no
H(23) C(9) H(24) 109.456 no
C(10) C(11) H(4) 119.979 no
C(12) C(11) H(4) 120.069 no
C(11) C(12) H(3) 119.961 no
C(13) C(12) H(3) 118.922 no
C(13) C(14) H(2) 117.610 no
C(15) C(14) H(2) 119.765 no
C(10) C(15) H(1) 120.636 no
C(14) C(15) H(1) 120.328 no
C(13) C(16) H(7) 108.887 no
C(13) C(16) H(8) 108.716 no
C(13) C(16) H(9) 110.796 no
H(7) C(16) H(8) 109.475 no
H(7) C(16) H(9) 109.470 no
H(8) C(16) H(9) 109.477 no
C(17) C(18) H(5) 118.682 no
C(19) C(18) H(5) 118.811 no
C(19) C(20) H(6) 120.250 no
C(21) C(20) H(6) 119.903 no
C(17) C(22) H(16) 109.765 no
C(17) C(22) H(17) 109.179 no
C(17) C(22) H(18) 109.468 no
H(16) C(22) H(17) 109.473 no
H(16) C(22) H(18) 109.471 no
H(17) C(22) H(18) 109.470 no
C(21) C(23) H(10) 109.975 no
C(21) C(23) H(11) 108.615 no
C(21) C(23) H(12) 109.813 no
H(10) C(23) H(11) 109.478 no
H(10) C(23) H(12) 109.471 no
H(11) C(23) H(12) 109.472 no
C(19) C(24) H(13) 109.221 no
C(19) C(24) H(14) 107.168 no
C(19) C(24) H(15) 111.987 no
H(13) C(24) H(14) 109.468 no
H(13) C(24) H(15) 109.471 no
H(14) C(24) H(15) 109.477 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Pt(1) Cl(1) 2.287(5) yes
Pt(1) Cl(2) 2.296(4) yes
Pt(1) N(2) 2.072(12) yes
Pt(1) C(3) 2.172(11) yes
Pt(1) C(4) 2.166(15) yes
S(1) O(1) 1.427(14) yes
S(1) O(2) 1.429(11) yes
S(1) N(1) 1.626(11) yes
S(1) C(10) 1.764(11) yes
N(1) C(2) 1.478(17) yes
N(1) C(9) 1.489(19) yes
N(2) C(17) 1.376(17) yes
N(2) C(21) 1.36(2) yes
C(2) C(3) 1.489(15) yes
C(3) C(4) 1.364(19) yes
C(4) C(5) 1.507(18) yes
C(5) C(6) 1.53(3) yes
C(6) C(7) 1.49(3) yes
C(7) C(8) 1.323(18) yes
C(8) C(9) 1.499(17) yes
C(10) C(11) 1.36(2) yes
C(10) C(15) 1.370(18) yes
C(11) C(12) 1.384(19) yes
C(12) C(13) 1.38(3) yes
C(13) C(14) 1.39(3) yes
C(13) C(16) 1.48(3) yes
C(14) C(15) 1.36(2) yes
C(17) C(18) 1.37(2) yes
C(17) C(22) 1.47(3) yes
C(18) C(19) 1.39(3) yes
C(19) C(20) 1.41(2) yes
C(19) C(24) 1.51(3) yes
C(20) C(21) 1.39(3) yes
C(21) C(23) 1.50(2) yes
C(2) H(19) 0.950 no
C(2) H(20) 0.950 no
C(3) H(28) 0.950 no
C(4) H(30) 0.950 no
C(5) H(21) 0.950 no
C(5) H(22) 0.950 no
C(6) H(25) 0.950 no
C(6) H(26) 0.950 no
C(7) H(29) 0.950 no
C(8) H(27) 0.82(12) no
C(9) H(23) 0.950 no
C(9) H(24) 0.950 no
C(11) H(4) 0.950 no
C(12) H(3) 0.950 no
C(14) H(2) 0.950 no
C(15) H(1) 0.950 no
C(16) H(7) 0.950 no
C(16) H(8) 0.950 no
C(16) H(9) 0.950 no
C(18) H(5) 0.950 no
C(20) H(6) 0.950 no
C(22) H(16) 0.950 no
C(22) H(17) 0.950 no
C(22) H(18) 0.950 no
C(23) H(10) 0.950 no
C(23) H(11) 0.950 no
C(23) H(12) 0.950 no
C(24) H(13) 0.950 no
C(24) H(14) 0.950 no
C(24) H(15) 0.950 no
