#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:27:37 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178900 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/29/4112992.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_4112992
loop_
_publ_author_name
'Ruslan Pryadun'
'Dinesh Sukumaran'
'Robert Bogadi'
'Jim D. Atwood'
_publ_section_title
;
 Amine Attack on Coordinated Alkenes: An Interconversion from
 Anti-Markovnikoff to Markovnikoff Products
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12414
_journal_page_last               12420
_journal_paper_doi               10.1021/ja0469939
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C24 H27 Cl2 P Pt'
_chemical_formula_sum            'C24 H27 Cl2 P Pt'
_chemical_formula_weight         612.42
_chemical_name_common            cis-PtCl2(PPh3)(C6H12)
_chemical_name_systematic        cis-PtCl2(PPh3)(C6H12)
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.426(1)
_cell_angle_beta                 106.265(1)
_cell_angle_gamma                102.784(1)
_cell_formula_units_Z            2
_cell_length_a                   8.8157(4)
_cell_length_b                   9.5186(4)
_cell_length_c                   14.6356(6)
_cell_measurement_reflns_used    880
_cell_measurement_temperature    90(1)
_cell_measurement_theta_max      30.56
_cell_measurement_theta_min      1.45
_cell_volume                     1146.58(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(1)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26959
_diffrn_reflns_theta_full        30.56
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_min         1.45
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    6.429
_exptl_absorpt_correction_T_max  0.4455
_exptl_absorpt_correction_T_min  0.2486
_exptl_absorpt_correction_type   'empirical SADABS 2.05'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_density_meas      0
_exptl_crystal_description       prism
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         3.895
_refine_diff_density_min         -2.144
_refine_diff_density_rms         0.186
_refine_ls_extinction_coef       0.0083(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    'riding model and ideal CH3 groups'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         7023
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0307
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0342P)²+4.2084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0712
_refine_ls_wR_factor_ref         0.0729
_reflns_number_gt                6538
_reflns_number_total             7023
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0469939si20040610_021100_2.cif
_cod_data_source_block           PtCl2(PPh3)(C6H12)
_cod_database_code               4112992
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
Pt1 Pt 0.208082(16) 0.373010(13) 0.282932(9) 0.01813(5) Uani 1 1 d . A .
Cl1 Cl -0.04799(10) 0.41978(10) 0.24839(6) 0.02300(16) Uani 1 1 d . . .
Cl2 Cl 0.08505(15) 0.12616(10) 0.27813(8) 0.0368(2) Uani 1 1 d . . .
P1 P 0.29663(9) 0.61499(9) 0.29341(6) 0.01398(14) Uani 1 1 d . . .
C1 C 0.4358(6) 0.3216(6) 0.3520(5) 0.0457(13) Uani 1 1 d . A .
H1B H 0.503(8) 0.398(7) 0.408(5) 0.055 Uiso 1 1 d . . .
H1A H 0.415(8) 0.231(7) 0.377(5) 0.055 Uiso 1 1 d . . .
C2 C 0.4319(7) 0.3394(5) 0.2563(5) 0.0491(14) Uani 1 1 d D . .
H2A H 0.489(8) 0.430(8) 0.239(5) 0.059 Uiso 1 1 d . . .
C3A C 0.3964(16) 0.2211(9) 0.1845(6) 0.0542(10) Uiso 0.50 1 d PD A 1
H3AA H 0.3122 0.1431 0.1979 0.065 Uiso 0.50 1 calc PR A 1
H3AB H 0.4959 0.1837 0.1957 0.065 Uiso 0.50 1 calc PR A 1
C4A C 0.3398(13) 0.2423(12) 0.0776(7) 0.0542(10) Uiso 0.50 1 d PD A 1
H4AA H 0.2314 0.2649 0.0599 0.065 Uiso 0.50 1 calc PR A 1
H4AB H 0.3343 0.1544 0.0390 0.065 Uiso 0.50 1 calc PR A 1
C5A C 0.4699(13) 0.3708(12) 0.0623(7) 0.0542(10) Uiso 0.50 1 d PD A 1
H5AA H 0.5744 0.3451 0.0665 0.065 Uiso 0.50 1 calc PR A 1
H5AB H 0.4880 0.4569 0.1058 0.065 Uiso 0.50 1 calc PR A 1
C6A C 0.3731(15) 0.3876(14) -0.0414(7) 0.0542(10) Uiso 0.50 1 d PD A 1
H6AA H 0.4411 0.4650 -0.0634 0.081 Uiso 0.50 1 d PR A 1
H6AB H 0.3527 0.3009 -0.0813 0.081 Uiso 0.50 1 d PR A 1
H6AC H 0.2720 0.4120 -0.0443 0.081 Uiso 0.50 1 d PR A 1
C3B C 0.4297(15) 0.2007(8) 0.2149(9) 0.0542(10) Uiso 0.50 1 d PD A 2
H3BA H 0.3168 0.1599 0.1753 0.065 Uiso 0.50 1 calc PR A 2
H3BB H 0.4519 0.1378 0.2683 0.065 Uiso 0.50 1 calc PR A 2
C4B C 0.5412(14) 0.1827(12) 0.1535(8) 0.0542(10) Uiso 0.50 1 d PD A 2
H4BA H 0.6495 0.1849 0.1981 0.065 Uiso 0.50 1 calc PR A 2
H4BB H 0.5536 0.2700 0.1174 0.065 Uiso 0.50 1 calc PR A 2
C5B C 0.4995(15) 0.0508(11) 0.0810(6) 0.0542(10) Uiso 0.50 1 d PD . 2
H5BA H 0.4199 -0.0288 0.0970 0.065 Uiso 0.50 1 calc PR . 2
H5BB H 0.5989 0.0165 0.0844 0.065 Uiso 0.50 1 calc PR . 2
C6B C 0.4273(15) 0.0935(14) -0.0211(7) 0.0542(10) Uiso 0.50 1 d PD . 2
H6BA H 0.4101 0.0122 -0.0650 0.081 Uiso 0.50 1 d PR . 2
H6BB H 0.3255 0.1182 -0.0262 0.081 Uiso 0.50 1 d PR . 2
H6BC H 0.5010 0.1743 -0.0360 0.081 Uiso 0.50 1 d PR . 2
C7 C 0.2585(4) 0.7007(3) 0.3932(2) 0.0155(5) Uani 1 1 d . . .
C8 C 0.3106(4) 0.8507(4) 0.4127(3) 0.0204(6) Uani 1 1 d . . .
H8A H 0.3602 0.9085 0.3716 0.025 Uiso 1 1 calc R . .
C9 C 0.2892(4) 0.9147(4) 0.4929(3) 0.0267(7) Uani 1 1 d . . .
H9A H 0.3208 1.0168 0.5049 0.032 Uiso 1 1 calc R . .
C10 C 0.2222(4) 0.8309(5) 0.5550(3) 0.0276(8) Uani 1 1 d . . .
H10A H 0.2088 0.8754 0.6096 0.033 Uiso 1 1 calc R . .
C11 C 0.1745(4) 0.6815(4) 0.5376(2) 0.0240(7) Uani 1 1 d . . .
H11A H 0.1312 0.6236 0.5810 0.029 Uiso 1 1 calc R . .
C12 C 0.1907(4) 0.6169(4) 0.4560(2) 0.0179(6) Uani 1 1 d . . .
H12A H 0.1552 0.5151 0.4431 0.021 Uiso 1 1 calc R . .
C13 C 0.2043(4) 0.6856(3) 0.1822(2) 0.0166(5) Uani 1 1 d . . .
C14 C 0.1348(6) 0.8039(4) 0.1769(3) 0.0297(8) Uani 1 1 d . . .
H14A H 0.1321 0.8512 0.2337 0.036 Uiso 1 1 calc R . .
C15 C 0.0688(7) 0.8535(5) 0.0883(3) 0.0422(11) Uani 1 1 d . . .
H15A H 0.0187 0.9327 0.0845 0.051 Uiso 1 1 calc R . .
C16 C 0.0768(6) 0.7861(5) 0.0050(3) 0.0348(9) Uani 1 1 d . . .
H16A H 0.0370 0.8226 -0.0550 0.042 Uiso 1 1 calc R . .
C17 C 0.1420(5) 0.6673(5) 0.0103(3) 0.0281(8) Uani 1 1 d . . .
H17A H 0.1446 0.6200 -0.0465 0.034 Uiso 1 1 calc R . .
C18 C 0.2045(5) 0.6158(4) 0.0987(2) 0.0240(7) Uani 1 1 d . . .
H18A H 0.2476 0.5323 0.1017 0.029 Uiso 1 1 calc R . .
C19 C 0.5144(4) 0.6891(4) 0.3168(2) 0.0173(6) Uani 1 1 d . . .
C20 C 0.5808(5) 0.7572(5) 0.2492(3) 0.0310(9) Uani 1 1 d . . .
H20A H 0.5132 0.7626 0.1867 0.037 Uiso 1 1 calc R . .
C21 C 0.7469(5) 0.8178(6) 0.2726(3) 0.0430(12) Uani 1 1 d . . .
H21A H 0.7916 0.8653 0.2260 0.052 Uiso 1 1 calc R . .
C22 C 0.8477(5) 0.8101(5) 0.3625(3) 0.0299(8) Uani 1 1 d . . .
H22A H 0.9613 0.8497 0.3771 0.036 Uiso 1 1 calc R . .
C23 C 0.7829(4) 0.7446(4) 0.4309(3) 0.0248(7) Uani 1 1 d . . .
H23A H 0.8513 0.7405 0.4933 0.030 Uiso 1 1 calc R . .
C24 C 0.6165(4) 0.6843(4) 0.4085(3) 0.0247(7) Uani 1 1 d . . .
H24A H 0.5721 0.6394 0.4560 0.030 Uiso 1 1 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 0.0033 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'
P P 0.1023 0.0942 '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_3
C1 Pt1 C2 37.7(2) .
C1 Pt1 P1 97.96(15) .
C2 Pt1 P1 92.29(12) .
C1 Pt1 Cl1 164.58(17) .
C2 Pt1 Cl1 157.72(17) .
P1 Pt1 Cl1 84.77(3) .
C1 Pt1 Cl2 87.81(15) .
C2 Pt1 Cl2 95.53(12) .
P1 Pt1 Cl2 172.14(4) .
Cl1 Pt1 Cl2 88.27(4) .
C13 P1 C7 110.98(15) .
C13 P1 C19 104.81(15) .
C7 P1 C19 100.91(15) .
C13 P1 Pt1 109.77(11) .
C7 P1 Pt1 112.14(11) .
C19 P1 Pt1 117.73(11) .
C2 C1 Pt1 73.4(3) .
C1 C2 C3B 106.9(6) .
C1 C2 C3A 124.3(6) .
C3B C2 C3A 20.9(6) .
C1 C2 Pt1 68.9(3) .
C3B C2 Pt1 118.6(5) .
C3A C2 Pt1 111.3(6) .
C2 C3A C4A 121.6(9) .
C3A C4A C5A 104.5(9) .
C4A C5A C6A 94.7(8) .
C2 C3B C4B 122.4(7) .
C3B C4B C5B 121.8(8) .
C4B C5B C6B 109.8(9) .
C4B C5B C6B 148.8(10) 2_655
C6B C5B C6B 86.3(8) 2_655
C5B C6B C5B 93.7(8) 2_655
C12 C7 C8 119.4(3) .
C12 C7 P1 120.3(2) .
C8 C7 P1 120.0(2) .
C9 C8 C7 119.6(3) .
C10 C9 C8 120.6(4) .
C9 C10 C11 120.0(3) .
C10 C11 C12 119.7(3) .
C7 C12 C11 120.5(3) .
C18 C13 C14 119.4(3) .
C18 C13 P1 117.0(3) .
C14 C13 P1 123.6(3) .
C13 C14 C15 120.0(4) .
C14 C15 C16 119.9(4) .
C17 C16 C15 119.9(4) .
C16 C17 C18 120.2(4) .
C13 C18 C17 120.5(4) .
C20 C19 C24 118.8(3) .
C20 C19 P1 122.5(3) .
C24 C19 P1 118.6(2) .
C19 C20 C21 119.9(4) .
C22 C21 C20 121.1(4) .
C23 C22 C21 119.6(4) .
C22 C23 C24 119.9(3) .
C23 C24 C19 120.7(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pt1 C1 2.144(5) .
Pt1 C2 2.204(5) .
Pt1 P1 2.2517(8) .
Pt1 Cl1 2.3149(9) .
Pt1 Cl2 2.3514(9) .
P1 C13 1.811(3) .
P1 C7 1.814(3) .
P1 C19 1.824(3) .
C1 C2 1.405(8) .
C2 C3B 1.442(3) .
C2 C3A 1.454(3) .
C3A C4A 1.532(3) .
C4A C5A 1.546(3) .
C5A C6A 1.548(3) .
C3B C4B 1.539(3) .
C4B C5B 1.547(3) .
C5B C6B 1.547(3) .
C5B C6B 1.940(16) 2_655
C6B C5B 1.940(16) 2_655
C7 C12 1.394(4) .
C7 C8 1.400(5) .
C8 C9 1.395(5) .
C9 C10 1.384(6) .
C10 C11 1.391(6) .
C11 C12 1.395(5) .
C13 C18 1.388(5) .
C13 C14 1.389(5) .
C14 C15 1.397(5) .
C15 C16 1.399(7) .
C16 C17 1.371(6) .
C17 C18 1.396(5) .
C19 C20 1.382(5) .
C19 C24 1.398(5) .
C20 C21 1.392(5) .
C21 C22 1.379(6) .
C22 C23 1.374(6) .
C23 C24 1.394(5) .
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_4
C1 Pt1 P1 C13 137.8(2) . .
C2 Pt1 P1 C13 100.3(2) . .
Cl1 Pt1 P1 C13 -57.52(12) . .
Cl2 Pt1 P1 C13 -85.3(3) . .
C1 Pt1 P1 C7 -98.4(2) . .
C2 Pt1 P1 C7 -135.8(2) . .
Cl1 Pt1 P1 C7 66.34(11) . .
Cl2 Pt1 P1 C7 38.6(3) . .
C1 Pt1 P1 C19 18.0(2) . .
C2 Pt1 P1 C19 -19.4(2) . .
Cl1 Pt1 P1 C19 -177.25(12) . .
Cl2 Pt1 P1 C19 155.0(3) . .
P1 Pt1 C1 C2 -83.4(3) . .
Cl1 Pt1 C1 C2 177.4(4) . .
Cl2 Pt1 C1 C2 102.0(3) . .
Pt1 C1 C2 C3B -114.8(6) . .
Pt1 C1 C2 C3A -102.0(8) . .
P1 Pt1 C2 C1 100.1(3) . .
Cl1 Pt1 C2 C1 -178.1(3) . .
Cl2 Pt1 C2 C1 -79.2(3) . .
C1 Pt1 C2 C3B 98.3(8) . .
P1 Pt1 C2 C3B -161.6(7) . .
Cl1 Pt1 C2 C3B -79.9(8) . .
Cl2 Pt1 C2 C3B 19.1(7) . .
C1 Pt1 C2 C3A 119.9(6) . .
P1 Pt1 C2 C3A -140.1(5) . .
Cl1 Pt1 C2 C3A -58.3(6) . .
Cl2 Pt1 C2 C3A 40.7(6) . .
C1 C2 C3A C4A 159.8(9) . .
C3B C2 C3A C4A -164(3) . .
Pt1 C2 C3A C4A 81.5(11) . .
C2 C3A C4A C5A 53.6(15) . .
C3A C4A C5A C6A -170.6(10) . .
C1 C2 C3B C4B -133.3(11) . .
C3A C2 C3B C4B 78(2) . .
Pt1 C2 C3B C4B 152.0(9) . .
C2 C3B C4B C5B -157.5(10) . .
C3B C4B C5B C6B 101.0(14) . .
C3B C4B C5B C6B -141.4(17) . 2_655
C4B C5B C6B C5B 152.6(11) . 2_655
C6B C5B C6B C5B 0.0 2_655 2_655
C13 P1 C7 C12 126.8(3) . .
C19 P1 C7 C12 -122.5(3) . .
Pt1 P1 C7 C12 3.7(3) . .
C13 P1 C7 C8 -59.0(3) . .
C19 P1 C7 C8 51.6(3) . .
Pt1 P1 C7 C8 177.8(2) . .
C12 C7 C8 C9 -2.1(5) . .
P1 C7 C8 C9 -176.3(3) . .
C7 C8 C9 C10 2.3(5) . .
C8 C9 C10 C11 -0.4(5) . .
C9 C10 C11 C12 -1.6(5) . .
C8 C7 C12 C11 0.0(5) . .
P1 C7 C12 C11 174.2(3) . .
C10 C11 C12 C7 1.8(5) . .
C7 P1 C13 C18 -171.3(3) . .
C19 P1 C13 C18 80.6(3) . .
Pt1 P1 C13 C18 -46.8(3) . .
C7 P1 C13 C14 8.7(4) . .
C19 P1 C13 C14 -99.4(3) . .
Pt1 P1 C13 C14 133.2(3) . .
C18 C13 C14 C15 -1.3(6) . .
P1 C13 C14 C15 178.7(4) . .
C13 C14 C15 C16 -1.7(8) . .
C14 C15 C16 C17 3.2(8) . .
C15 C16 C17 C18 -1.8(7) . .
C14 C13 C18 C17 2.7(6) . .
P1 C13 C18 C17 -177.3(3) . .
C16 C17 C18 C13 -1.2(6) . .
C13 P1 C19 C20 -11.7(4) . .
C7 P1 C19 C20 -127.1(3) . .
Pt1 P1 C19 C20 110.6(3) . .
C13 P1 C19 C24 164.4(3) . .
C7 P1 C19 C24 49.1(3) . .
Pt1 P1 C19 C24 -73.3(3) . .
C24 C19 C20 C21 0.8(7) . .
P1 C19 C20 C21 176.9(4) . .
C19 C20 C21 C22 0.7(8) . .
C20 C21 C22 C23 -1.6(8) . .
C21 C22 C23 C24 1.2(7) . .
C22 C23 C24 C19 0.2(6) . .
C20 C19 C24 C23 -1.2(6) . .
P1 C19 C24 C23 -177.5(3) . .
