#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/39/4073982.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_4073982
loop_
_publ_author_name
'Dugal-Tessier, Julien'
'Dake, Gregory R.'
'Gates, Derek P.'
_publ_section_title
;
 P,N-Chelate Complexes of Pd(II) and Pt(II) Based on a Phosphaalkene
 Motif:  A Catalyst for the Overman−Claisen Rearrangement
;
_journal_issue                   25
_journal_name_full               Organometallics
_journal_page_first              6481
_journal_paper_doi               10.1021/om700784x
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C21.5 H21 Cl3 N P Pt'
_chemical_formula_weight         625.80
_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                105.168(6)
_cell_angle_beta                 108.919(5)
_cell_angle_gamma                95.834(6)
_cell_formula_units_Z            2
_cell_length_a                   9.8721(7)
_cell_length_b                   10.2072(7)
_cell_length_c                   12.0467(8)
_cell_measurement_reflns_used    8202
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.34
_cell_measurement_theta_min      2.33
_cell_volume                     1084.96(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.807
_diffrn_measured_fraction_theta_max 0.807
_diffrn_measurement_device_type  'Rigaku/ADSC CCD'
_diffrn_measurement_method       'area cdetector'
_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  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0256
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7054
_diffrn_reflns_theta_full        27.58
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         2.35
_exptl_absorpt_coefficient_mu    6.917
_exptl_absorpt_correction_T_max  0.436
_exptl_absorpt_correction_T_min  0.239
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             602
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         2.176
_refine_diff_density_min         -1.484
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0259
_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)+(0.0476P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0653
_refine_ls_wR_factor_ref         0.0662
_reflns_number_gt                3850
_reflns_number_total             4068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700784x-file001.cif
_cod_data_source_block           dg034
_cod_original_cell_volume        1084.96(13)
_cod_original_formula_sum        'C21.50 H21 Cl3 N P Pt'
_cod_database_code               4073982
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
C1 C 0.6530(4) 0.2567(4) 0.3276(4) 0.0149(8) Uani 1 1 d .
C2 C 0.6295(4) 0.3898(5) 0.3753(4) 0.0202(9) Uani 1 1 d .
C3 C 0.4986(5) 0.4239(5) 0.3157(4) 0.0234(9) Uani 1 1 d .
H3 H 0.4805 0.5129 0.3483 0.028 Uiso 1 1 calc R
C4 C 0.3924(5) 0.3291(5) 0.2080(4) 0.0231(9) Uani 1 1 d .
C5 C 0.4174(4) 0.1990(5) 0.1641(4) 0.0214(9) Uani 1 1 d .
H5 H 0.3447 0.1345 0.0921 0.026 Uiso 1 1 calc R
C6 C 0.5465(4) 0.1579(4) 0.2216(4) 0.0180(8) Uani 1 1 d .
C7 C 0.7423(5) 0.4948(5) 0.4866(5) 0.0302(10) Uani 1 1 d .
H7A H 0.7011 0.5759 0.5122 0.045 Uiso 1 1 calc R
H7B H 0.8272 0.5232 0.4667 0.045 Uiso 1 1 calc R
H7C H 0.7727 0.4544 0.5539 0.045 Uiso 1 1 calc R
C8 C 0.2511(5) 0.3712(6) 0.1441(5) 0.0350(12) Uani 1 1 d .
H8A H 0.2535 0.4672 0.1887 0.053 Uiso 0.50 1 calc PR
H8B H 0.1677 0.3099 0.1435 0.053 Uiso 0.50 1 calc PR
H8C H 0.2413 0.3637 0.0589 0.053 Uiso 0.50 1 calc PR
H8D H 0.1881 0.2933 0.0721 0.053 Uiso 0.50 1 calc PR
H8E H 0.2740 0.4507 0.1173 0.053 Uiso 0.50 1 calc PR
H8F H 0.2004 0.3968 0.2018 0.053 Uiso 0.50 1 calc PR
C9 C 0.5639(5) 0.0122(5) 0.1716(4) 0.0289(10) Uani 1 1 d .
H9A H 0.4751 -0.0399 0.1009 0.043 Uiso 1 1 calc R
H9B H 0.5802 -0.0326 0.2362 0.043 Uiso 1 1 calc R
H9C H 0.6479 0.0140 0.1451 0.043 Uiso 1 1 calc R
C10 C 0.9388(4) 0.2021(4) 0.3259(4) 0.0148(8) Uani 1 1 d .
C11 C 0.9118(4) 0.2291(4) 0.2066(4) 0.0167(8) Uani 1 1 d .
C12 C 0.9049(5) 0.3636(5) 0.2022(4) 0.0247(10) Uani 1 1 d .
H12 H 0.9147 0.4348 0.2749 0.030 Uiso 1 1 calc R
C13 C 0.8840(6) 0.3950(6) 0.0931(5) 0.0330(11) Uani 1 1 d .
H13 H 0.8824 0.4876 0.0921 0.040 Uiso 1 1 calc R
C14 C 0.8657(5) 0.2914(6) -0.0138(4) 0.0314(11) Uani 1 1 d .
H14 H 0.8496 0.3122 -0.0888 0.038 Uiso 1 1 calc R
C15 C 0.8709(5) 0.1552(5) -0.0112(4) 0.0288(10) Uani 1 1 d .
H15 H 0.8576 0.0836 -0.0847 0.035 Uiso 1 1 calc R
C16 C 0.8954(5) 0.1251(5) 0.0982(4) 0.0240(9) Uani 1 1 d .
H16 H 0.9011 0.0332 0.0999 0.029 Uiso 1 1 calc R
C17 C 1.0783(4) 0.1735(4) 0.3964(4) 0.0144(8) Uani 1 1 d .
C18 C 1.1877(4) 0.1518(4) 0.3480(4) 0.0176(8) Uani 1 1 d .
H18 H 1.1702 0.1472 0.2646 0.021 Uiso 1 1 calc R
C19 C 1.3228(5) 0.1368(5) 0.4222(4) 0.0221(9) Uani 1 1 d .
H19 H 1.3985 0.1231 0.3904 0.026 Uiso 1 1 calc R
C20 C 1.3447(5) 0.1421(5) 0.5417(5) 0.0260(10) Uani 1 1 d .
H20 H 1.4366 0.1341 0.5944 0.031 Uiso 1 1 calc R
C21 C 1.2324(4) 0.1593(5) 0.5849(4) 0.0223(9) Uani 1 1 d .
H21 H 1.2484 0.1606 0.6673 0.027 Uiso 1 1 calc R
N1 N 1.1005(3) 0.1744(4) 0.5152(3) 0.0141(7) Uani 1 1 d .
P1 P 0.82401(11) 0.21560(12) 0.40242(10) 0.0157(2) Uani 1 1 d .
Cl1 Cl 0.74061(12) 0.23058(14) 0.64573(11) 0.0278(2) Uani 1 1 d .
Cl2 Cl 1.07227(12) 0.18788(13) 0.77934(10) 0.0274(2) Uani 1 1 d .
Pt1 Pt 0.935476(14) 0.200644(14) 0.584668(12) 0.01341(7) Uani 1 1 d .
Cl3 Cl 0.4665(8) 0.3939(7) -0.0705(5) 0.0889(16) Uani 0.50 1 d P
C22 C 0.5773(14) 0.5203(19) 0.0682(13) 0.055(4) Uani 0.50 1 d P
H22A H 0.6082 0.4761 0.1338 0.066 Uiso 0.50 1 calc PR
H22B H 0.6664 0.5615 0.0585 0.066 Uiso 0.50 1 calc PR
Cl4 Cl 0.4913(4) 0.6464(4) 0.1116(6) 0.0739(15) Uani 0.50 1 d P
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'
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_1
_geom_angle_site_symmetry_3
C2 C1 C6 121.4(4) . .
C2 C1 P1 118.3(3) . .
C6 C1 P1 120.3(3) . .
C3 C2 C1 118.7(4) . .
C3 C2 C7 119.7(4) . .
C1 C2 C7 121.6(4) . .
C2 C3 C4 121.1(4) . .
C2 C3 H3 119.4 . .
C4 C3 H3 119.4 . .
C5 C4 C3 118.9(4) . .
C5 C4 C8 121.5(4) . .
C3 C4 C8 119.6(4) . .
C4 C5 C6 122.4(4) . .
C4 C5 H5 118.8 . .
C6 C5 H5 118.8 . .
C5 C6 C1 117.4(4) . .
C5 C6 C9 119.6(4) . .
C1 C6 C9 123.0(4) . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C4 C8 H8A 109.5 . .
C4 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C4 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C4 C8 H8D 109.5 . .
H8A C8 H8D 141.1 . .
H8B C8 H8D 56.3 . .
H8C C8 H8D 56.3 . .
C4 C8 H8E 109.5 . .
H8A C8 H8E 56.3 . .
H8B C8 H8E 141.1 . .
H8C C8 H8E 56.3 . .
H8D C8 H8E 109.5 . .
C4 C8 H8F 109.5 . .
H8A C8 H8F 56.3 . .
H8B C8 H8F 56.3 . .
H8C C8 H8F 141.1 . .
H8D C8 H8F 109.5 . .
H8E C8 H8F 109.5 . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C17 C10 C11 122.6(3) . .
C17 C10 P1 112.3(3) . .
C11 C10 P1 124.8(3) . .
C12 C11 C16 118.8(4) . .
C12 C11 C10 118.9(4) . .
C16 C11 C10 122.4(4) . .
C13 C12 C11 121.0(4) . .
C13 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
C14 C13 C12 119.9(5) . .
C14 C13 H13 120.1 . .
C12 C13 H13 120.1 . .
C13 C14 C15 119.8(4) . .
C13 C14 H14 120.1 . .
C15 C14 H14 120.1 . .
C16 C15 C14 120.1(4) . .
C16 C15 H15 120.0 . .
C14 C15 H15 120.0 . .
C15 C16 C11 120.4(4) . .
C15 C16 H16 119.8 . .
C11 C16 H16 119.8 . .
N1 C17 C18 120.5(4) . .
N1 C17 C10 117.4(3) . .
C18 C17 C10 122.1(4) . .
C19 C18 C17 119.9(4) . .
C19 C18 H18 120.1 . .
C17 C18 H18 120.1 . .
C20 C19 C18 118.9(4) . .
C20 C19 H19 120.6 . .
C18 C19 H19 120.6 . .
C19 C20 C21 119.5(4) . .
C19 C20 H20 120.2 . .
C21 C20 H20 120.2 . .
N1 C21 C20 122.9(4) . .
N1 C21 H21 118.5 . .
C20 C21 H21 118.5 . .
C21 N1 C17 118.3(3) . .
C21 N1 Pt1 121.4(3) . .
C17 N1 Pt1 120.3(3) . .
C10 P1 C1 116.15(19) . .
C10 P1 Pt1 108.64(14) . .
C1 P1 Pt1 134.76(13) . .
N1 Pt1 P1 81.17(10) . .
N1 Pt1 Cl1 175.18(9) . .
P1 Pt1 Cl1 94.02(4) . .
N1 Pt1 Cl2 94.80(10) . .
P1 Pt1 Cl2 175.75(4) . .
Cl1 Pt1 Cl2 90.02(4) . .
Cl4 Cl3 C22 133.9(13) 2_665 2_665
Cl4 Cl3 C22 115.9(9) 2_665 .
C22 Cl3 C22 73.8(10) 2_665 .
Cl4 Cl3 Cl3 130.6(8) 2_665 2_665
C22 Cl3 Cl3 48.2(8) 2_665 2_665
C22 Cl3 Cl3 25.6(5) . 2_665
Cl4 C22 Cl3 112.3(8) . .
Cl4 C22 H22A 109.2 . .
Cl3 C22 H22A 109.2 . .
Cl4 C22 H22B 109.2 . .
Cl3 C22 H22B 109.2 . .
H22A C22 H22B 107.9 . .
Cl3 Cl4 C22 25.8(8) 2_665 .
Cl3 Cl4 C22 45.1(7) 2_665 2_665
C22 Cl4 C22 51.3(7) . 2_665
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.404(6) .
C1 C6 1.412(6) .
C1 P1 1.787(4) .
C2 C3 1.389(6) .
C2 C7 1.491(6) .
C3 C4 1.405(7) .
C3 H3 0.9500 .
C4 C5 1.375(7) .
C4 C8 1.523(6) .
C5 C6 1.402(6) .
C5 H5 0.9500 .
C6 C9 1.502(6) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C8 H8D 0.9800 .
C8 H8E 0.9800 .
C8 H8F 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C17 1.468(5) .
C10 C11 1.479(6) .
C10 P1 1.672(4) .
C11 C12 1.395(7) .
C11 C16 1.400(6) .
C12 C13 1.389(7) .
C12 H12 0.9500 .
C13 C14 1.381(8) .
C13 H13 0.9500 .
C14 C15 1.405(8) .
C14 H14 0.9500 .
C15 C16 1.382(6) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C17 N1 1.373(5) .
C17 C18 1.395(6) .
C18 C19 1.393(6) .
C18 H18 0.9500 .
C19 C20 1.371(7) .
C19 H19 0.9500 .
C20 C21 1.377(6) .
C20 H20 0.9500 .
C21 N1 1.350(5) .
C21 H21 0.9500 .
N1 Pt1 2.069(3) .
P1 Pt1 2.1673(11) .
Cl1 Pt1 2.2923(11) .
Cl2 Pt1 2.3415(11) .
Cl3 Cl4 0.806(6) 2_665
Cl3 C22 1.013(16) 2_665
Cl3 C22 1.747(16) .
Cl3 Cl3 2.251(12) 2_665
C22 Cl4 1.676(17) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
Cl4 Cl3 0.806(6) 2_665
Cl4 C22 2.220(18) 2_665
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
C6 C1 C2 C3 -0.4(6) . .
P1 C1 C2 C3 178.2(3) . .
C6 C1 C2 C7 -179.4(4) . .
P1 C1 C2 C7 -0.8(5) . .
C1 C2 C3 C4 -1.5(6) . .
C7 C2 C3 C4 177.6(4) . .
C2 C3 C4 C5 2.3(7) . .
C2 C3 C4 C8 -179.0(4) . .
C3 C4 C5 C6 -1.2(6) . .
C8 C4 C5 C6 -179.8(4) . .
C4 C5 C6 C1 -0.6(6) . .
C4 C5 C6 C9 177.5(4) . .
C2 C1 C6 C5 1.4(6) . .
P1 C1 C6 C5 -177.1(3) . .
C2 C1 C6 C9 -176.6(4) . .
P1 C1 C6 C9 4.8(6) . .
C17 C10 C11 C12 -108.0(5) . .
P1 C10 C11 C12 65.7(5) . .
C17 C10 C11 C16 70.9(6) . .
P1 C10 C11 C16 -115.5(4) . .
C16 C11 C12 C13 -0.8(7) . .
C10 C11 C12 C13 178.1(4) . .
C11 C12 C13 C14 1.8(7) . .
C12 C13 C14 C15 -1.1(7) . .
C13 C14 C15 C16 -0.5(7) . .
C14 C15 C16 C11 1.5(7) . .
C12 C11 C16 C15 -0.9(6) . .
C10 C11 C16 C15 -179.7(4) . .
C11 C10 C17 N1 168.7(4) . .
P1 C10 C17 N1 -5.7(5) . .
C11 C10 C17 C18 -8.7(6) . .
P1 C10 C17 C18 176.9(3) . .
N1 C17 C18 C19 -2.8(6) . .
C10 C17 C18 C19 174.5(4) . .
C17 C18 C19 C20 0.8(7) . .
C18 C19 C20 C21 1.3(7) . .
C19 C20 C21 N1 -1.5(7) . .
C20 C21 N1 C17 -0.5(7) . .
C20 C21 N1 Pt1 -179.8(4) . .
C18 C17 N1 C21 2.6(6) . .
C10 C17 N1 C21 -174.8(4) . .
C18 C17 N1 Pt1 -178.1(3) . .
C10 C17 N1 Pt1 4.4(5) . .
C17 C10 P1 C1 177.8(3) . .
C11 C10 P1 C1 3.6(4) . .
C17 C10 P1 Pt1 4.3(3) . .
C11 C10 P1 Pt1 -169.9(3) . .
C2 C1 P1 C10 -108.3(3) . .
C6 C1 P1 C10 70.3(4) . .
C2 C1 P1 Pt1 63.0(4) . .
C6 C1 P1 Pt1 -118.4(3) . .
C21 N1 Pt1 P1 178.0(3) . .
C17 N1 Pt1 P1 -1.3(3) . .
C21 N1 Pt1 Cl1 -180(21) . .
C17 N1 Pt1 Cl1 0.9(14) . .
C21 N1 Pt1 Cl2 -0.7(3) . .
C17 N1 Pt1 Cl2 -179.9(3) . .
C10 P1 Pt1 N1 -1.70(18) . .
C1 P1 Pt1 N1 -173.4(2) . .
C10 P1 Pt1 Cl1 178.48(16) . .
C1 P1 Pt1 Cl1 6.8(2) . .
C10 P1 Pt1 Cl2 16.8(6) . .
C1 P1 Pt1 Cl2 -155.0(5) . .
Cl4 Cl3 C22 Cl4 152.0(9) 2_665 .
C22 Cl3 C22 Cl4 20.5(6) 2_665 .
Cl3 Cl3 C22 Cl4 20.5(6) 2_665 .
Cl3 C22 Cl4 Cl3 -76.3(16) . 2_665
Cl3 C22 Cl4 C22 -11.3(4) . 2_665
