#------------------------------------------------------------------------------
#$Date: 2019-11-25 08:14:47 +0200 (Mon, 25 Nov 2019) $
#$Revision: 240473 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/98/4129820.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_4129820
loop_
_publ_author_name
'Kawai, Hiroyuki'
'Wolf, William J.'
'DiPasquale, Antonio G.'
'Winston, Matthew S.'
'Toste, F. Dean'
_publ_section_title
;
 Phosphonium Formation by Facile Carbon-Phosphorus Reductive Elimination
 from Gold(III).
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              587
_journal_page_last               593
_journal_paper_doi               10.1021/jacs.5b10720
_journal_volume                  138
_journal_year                    2016
_chemical_formula_sum            'C30 H24 Au Cl4 O2 P'
_chemical_formula_weight         786.23
_chemical_name_common            KH-1250
_chemical_name_systematic        toste123
_space_group.centring_type       primitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 91.736(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4230(3)
_cell_length_b                   27.3850(8)
_cell_length_c                   12.2756(4)
_cell_measurement_reflns_used    9845
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.78
_cell_volume                     2830.24(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP-32
_computing_publication_material  WinGX
_computing_structure_refinement  SHELXL-2014
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_refln_scan_rate          10
_diffrn_refln_scan_width         1.0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            99695
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         30.567
_diffrn_reflns_theta_min         1.487
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    5.660
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_description       rod
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.834
_refine_diff_density_min         -1.840
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         8665
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.176
_refine_ls_R_factor_all          0.0233
_refine_ls_R_factor_gt           0.0204
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0044P)²+4.3103P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0384
_refine_ls_wR_factor_ref         0.0389
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8128
_reflns_number_total             8665
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja5b10720_si_004.cif
_cod_data_source_block           toste123
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4129820
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.728
_shelx_estimated_absorpt_t_max   0.849
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.8227(2) 0.41403(7) 0.42087(14) 0.0103(3) Uani 1 1 d . .
C2 C 0.9108(2) 0.39097(7) 0.34289(15) 0.0130(4) Uani 1 1 d . .
H2 H 0.9122 0.3563 0.3398 0.016 Uiso 1 1 calc R U
C3 C 0.9981(2) 0.41794(7) 0.26830(16) 0.0141(4) Uani 1 1 d . .
H3 H 1.0606 0.4017 0.2163 0.017 Uiso 1 1 calc R U
C4 C 0.9922(2) 0.46788(7) 0.27128(16) 0.0142(4) Uani 1 1 d . .
H4 H 1.0482 0.4862 0.2190 0.017 Uiso 1 1 calc R U
C5 C 0.9045(2) 0.49287(7) 0.35056(15) 0.0122(3) Uani 1 1 d . .
C6 C 0.9025(2) 0.54450(7) 0.35167(16) 0.0148(4) Uani 1 1 d . .
H6 H 0.9586 0.5623 0.2986 0.018 Uiso 1 1 calc R U
C7 C 0.8200(2) 0.56888(7) 0.42887(16) 0.0154(4) Uani 1 1 d . .
H7 H 0.8177 0.6036 0.4290 0.018 Uiso 1 1 calc R U
C8 C 0.7388(2) 0.54268(7) 0.50799(16) 0.0135(4) Uani 1 1 d . .
H8 H 0.6831 0.5604 0.5613 0.016 Uiso 1 1 calc R U
C9 C 0.7362(2) 0.49208(7) 0.51188(15) 0.0103(3) Uani 1 1 d . .
C10 C 0.8186(2) 0.46604(7) 0.42961(15) 0.0103(3) Uani 1 1 d . .
C11 C 0.6297(2) 0.41580(7) 0.60468(15) 0.0105(3) Uani 1 1 d . .
C12 C 0.6521(2) 0.46710(7) 0.60078(15) 0.0106(3) Uani 1 1 d . .
C13 C 0.5886(2) 0.49443(7) 0.68488(16) 0.0138(4) Uani 1 1 d . .
H13 H 0.6058 0.5287 0.6868 0.017 Uiso 1 1 calc R U
C14 C 0.5005(2) 0.47288(7) 0.76615(15) 0.0138(4) Uani 1 1 d . .
C15 C 0.4772(2) 0.42271(7) 0.77029(16) 0.0140(4) Uani 1 1 d . .
H15 H 0.4184 0.4081 0.8265 0.017 Uiso 1 1 calc R U
C16 C 0.5432(2) 0.39485(7) 0.68885(15) 0.0125(3) Uani 1 1 d . .
C17 C 0.3381(3) 0.48521(8) 0.91999(18) 0.0224(4) Uani 1 1 d . .
H17A H 0.2468 0.4690 0.8842 0.034 Uiso 1 1 calc R U
H17B H 0.3008 0.5119 0.9658 0.034 Uiso 1 1 calc R U
H17C H 0.3972 0.4616 0.9653 0.034 Uiso 1 1 calc R U
C18 C 0.4602(4) 0.32041(9) 0.77174(19) 0.0312(6) Uani 1 1 d . .
H18A H 0.5194 0.3284 0.8394 0.047 Uiso 1 1 calc R U
H18B H 0.4652 0.2851 0.7589 0.047 Uiso 1 1 calc R U
H18C H 0.3492 0.3304 0.7780 0.047 Uiso 1 1 calc R U
C19 C 0.8222(2) 0.32839(7) 0.56217(15) 0.0118(3) Uani 1 1 d . .
C20 C 0.8989(2) 0.33579(7) 0.66348(16) 0.0146(4) Uani 1 1 d . .
H20 H 0.8822 0.3651 0.7028 0.018 Uiso 1 1 calc R U
C21 C 0.9995(3) 0.29995(8) 0.70633(18) 0.0201(4) Uani 1 1 d . .
H21 H 1.0519 0.3048 0.7751 0.024 Uiso 1 1 calc R U
C22 C 1.0238(3) 0.25703(8) 0.64897(19) 0.0220(4) Uani 1 1 d . .
H22 H 1.0934 0.2328 0.6783 0.026 Uiso 1 1 calc R U
C23 C 0.9467(3) 0.24948(8) 0.54909(19) 0.0221(4) Uani 1 1 d . .
H23 H 0.9632 0.2200 0.5104 0.027 Uiso 1 1 calc R U
C24 C 0.8453(3) 0.28496(7) 0.50523(17) 0.0178(4) Uani 1 1 d . .
H24 H 0.7921 0.2797 0.4369 0.021 Uiso 1 1 calc R U
C25 C 0.5474(2) 0.35063(7) 0.41784(15) 0.0123(3) Uani 1 1 d . .
C26 C 0.4575(3) 0.31108(8) 0.45363(17) 0.0183(4) Uani 1 1 d . .
H26 H 0.4842 0.2955 0.5209 0.022 Uiso 1 1 calc R U
C27 C 0.3291(3) 0.29474(9) 0.39001(19) 0.0239(5) Uani 1 1 d . .
H27 H 0.2673 0.2680 0.4141 0.029 Uiso 1 1 calc R U
C28 C 0.2906(3) 0.31724(9) 0.29146(19) 0.0235(5) Uani 1 1 d . .
H28 H 0.2018 0.3062 0.2488 0.028 Uiso 1 1 calc R U
C29 C 0.3812(2) 0.35578(8) 0.25507(17) 0.0191(4) Uani 1 1 d . .
H29 H 0.3550 0.3708 0.1871 0.023 Uiso 1 1 calc R U
C30 C 0.5103(2) 0.37258(7) 0.31743(16) 0.0143(4) Uani 1 1 d . .
H30 H 0.5730 0.3988 0.2920 0.017 Uiso 1 1 calc R U
O1 O 0.44029(19) 0.50456(5) 0.83856(12) 0.0193(3) Uani 1 1 d . .
O2 O 0.52836(18) 0.34551(5) 0.68318(12) 0.0172(3) Uani 1 1 d . .
P1 P 0.70321(6) 0.37644(2) 0.50363(4) 0.00969(9) Uani 1 1 d . .
Cl1 Cl 1.16805(6) 0.35523(2) -0.02038(5) 0.02623(11) Uani 1 1 d . .
Cl2 Cl 0.91372(7) 0.29721(2) 0.12386(4) 0.02131(10) Uani 1 1 d . .
Cl3 Cl 0.63916(6) 0.37166(2) 0.04088(4) 0.01947(10) Uani 1 1 d . .
Cl4 Cl 0.88883(7) 0.42846(2) -0.10371(4) 0.02204(10) Uani 1 1 d . .
Au1 Au 0.90255(2) 0.36296(2) 0.00960(2) 0.01235(2) 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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 '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
C2 C1 C10 121.50(17)
C2 C1 P1 117.13(14)
C10 C1 P1 121.22(14)
C1 C2 C3 121.00(18)
C1 C2 H2 119.5
C3 C2 H2 119.5
C4 C3 C2 119.25(18)
C4 C3 H3 120.4
C2 C3 H3 120.4
C3 C4 C5 121.42(18)
C3 C4 H4 119.3
C5 C4 H4 119.3
C6 C5 C4 119.77(18)
C6 C5 C10 120.04(18)
C4 C5 C10 120.19(17)
C7 C6 C5 120.12(18)
C7 C6 H6 119.9
C5 C6 H6 119.9
C6 C7 C8 119.95(18)
C6 C7 H7 120.0
C8 C7 H7 120.0
C9 C8 C7 122.94(18)
C9 C8 H8 118.5
C7 C8 H8 118.5
C8 C9 C10 117.69(17)
C8 C9 C12 119.59(17)
C10 C9 C12 122.71(16)
C1 C10 C5 116.56(17)
C1 C10 C9 124.22(17)
C5 C10 C9 119.22(16)
C16 C11 C12 120.12(17)
C16 C11 P1 117.86(14)
C12 C11 P1 122.00(14)
C13 C12 C11 116.86(17)
C13 C12 C9 119.91(17)
C11 C12 C9 123.22(16)
C14 C13 C12 121.84(18)
C14 C13 H13 119.1
C12 C13 H13 119.1
O1 C14 C15 123.67(18)
O1 C14 C13 114.69(17)
C15 C14 C13 121.64(18)
C16 C15 C14 117.21(18)
C16 C15 H15 121.4
C14 C15 H15 121.4
O2 C16 C15 123.05(18)
O2 C16 C11 114.68(16)
C15 C16 C11 122.26(18)
O1 C17 H17A 109.5
O1 C17 H17B 109.5
H17A C17 H17B 109.5
O1 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
O2 C18 H18A 109.5
O2 C18 H18B 109.5
H18A C18 H18B 109.5
O2 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C24 C19 C20 120.07(18)
C24 C19 P1 120.65(15)
C20 C19 P1 119.20(14)
C21 C20 C19 119.61(19)
C21 C20 H20 120.2
C19 C20 H20 120.2
C22 C21 C20 120.2(2)
C22 C21 H21 119.9
C20 C21 H21 119.9
C23 C22 C21 120.2(2)
C23 C22 H22 119.9
C21 C22 H22 119.9
C22 C23 C24 120.3(2)
C22 C23 H23 119.9
C24 C23 H23 119.9
C23 C24 C19 119.6(2)
C23 C24 H24 120.2
C19 C24 H24 120.2
C30 C25 C26 120.06(18)
C30 C25 P1 119.07(15)
C26 C25 P1 120.75(15)
C27 C26 C25 119.5(2)
C27 C26 H26 120.3
C25 C26 H26 120.3
C28 C27 C26 120.3(2)
C28 C27 H27 119.8
C26 C27 H27 119.9
C29 C28 C27 120.2(2)
C29 C28 H28 119.9
C27 C28 H28 119.9
C28 C29 C30 120.3(2)
C28 C29 H29 119.9
C30 C29 H29 119.9
C29 C30 C25 119.59(19)
C29 C30 H30 120.2
C25 C30 H30 120.2
C14 O1 C17 117.67(16)
C16 O2 C18 118.72(16)
C11 P1 C1 105.30(9)
C11 P1 C19 111.69(9)
C1 P1 C19 109.54(9)
C11 P1 C25 112.62(9)
C1 P1 C25 107.93(9)
C19 P1 C25 109.58(9)
Cl4 Au1 Cl3 89.358(19)
Cl4 Au1 Cl2 179.43(2)
Cl3 Au1 Cl2 90.069(19)
Cl4 Au1 Cl1 90.36(2)
Cl3 Au1 Cl1 179.15(2)
Cl2 Au1 Cl1 90.21(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.381(3)
C1 C10 1.429(2)
C1 P1 1.7797(19)
C2 C3 1.402(3)
C2 H2 0.9500
C3 C4 1.369(3)
C3 H3 0.9500
C4 C5 1.416(3)
C4 H4 0.9500
C5 C6 1.414(3)
C5 C10 1.430(3)
C6 C7 1.366(3)
C6 H6 0.9500
C7 C8 1.402(3)
C7 H7 0.9500
C8 C9 1.387(3)
C8 H8 0.9500
C9 C10 1.433(3)
C9 C12 1.486(3)
C11 C16 1.405(3)
C11 C12 1.419(3)
C11 P1 1.7692(18)
C12 C13 1.395(3)
C13 C14 1.392(3)
C13 H13 0.9500
C14 O1 1.352(2)
C14 C15 1.389(3)
C15 C16 1.387(3)
C15 H15 0.9500
C16 O2 1.358(2)
C17 O1 1.440(3)
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 O2 1.422(3)
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
C19 C24 1.396(3)
C19 C20 1.398(3)
C19 P1 1.7914(19)
C20 C21 1.390(3)
C20 H20 0.9500
C21 C22 1.388(3)
C21 H21 0.9500
C22 C23 1.385(3)
C22 H22 0.9500
C23 C24 1.391(3)
C23 H23 0.9500
C24 H24 0.9500
C25 C30 1.398(3)
C25 C26 1.400(3)
C25 P1 1.8021(19)
C26 C27 1.389(3)
C26 H26 0.9500
C27 C28 1.387(3)
C27 H27 0.9500
C28 C29 1.384(3)
C28 H28 0.9500
C29 C30 1.389(3)
C29 H29 0.9500
C30 H30 0.9500
Cl1 Au1 2.2872(6)
Cl2 Au1 2.2826(5)
Cl3 Au1 2.2755(5)
Cl4 Au1 2.2708(5)
