#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:48:28 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178793 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/47/4104709.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_4104709
loop_
_publ_author_name
'David V. Partyka'
'Marlena P. Washington'
'Thomas G. Gray'
'James B. Updegraff III'
'John F. Turner'
'John D. Protasiewicz'
_publ_section_title
;
 Unusual Phosphorus-Phosphorus Double Bond Contraction upon Mono- and
 Di-auration of a Diphosphene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10041
_journal_page_last               10048
_journal_paper_doi               10.1021/ja900813v
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C35 H47 Au Cl P2, C7 H8'
_chemical_formula_sum            'C42 H55 Au Cl P2'
_chemical_formula_weight         854.22
_chemical_name_systematic
;

 ?

;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 127.395(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.061(10)
_cell_length_b                   13.414(10)
_cell_length_c                   14.877(10)
_cell_measurement_reflns_used    6897
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.11
_cell_measurement_theta_min      2.05
_cell_volume                     3656(4)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker AXS APEX II CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0773
_diffrn_reflns_av_sigmaI/netI    0.0546
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18393
_diffrn_reflns_theta_full        26.45
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         1.72
_diffrn_standards_decay_%        none
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.214
_exptl_absorpt_correction_T_max  0.6780
_exptl_absorpt_correction_T_min  0.3746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'AXScale in APEX2 (Bruker, 2004)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_description       Irregular
_exptl_crystal_F_000             1732
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.070
_refine_diff_density_min         -2.408
_refine_diff_density_rms         0.230
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.281
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3907
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.281
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0556
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0395P)²+110.2107P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1629
_reflns_number_gt                3296
_reflns_number_total             3907
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja900813v_si_001.cif
_cod_data_source_block           ju022108_0m
_cod_database_code               4104709
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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_group
Au1 Au 0.26788(3) 0.5000 1.08473(5) 0.02374(18) Uani 1 2 d S 1
Cl1 Cl 0.38903(19) 0.5000 1.2060(4) 0.0406(10) Uani 1 2 d S 1
P1 P 0.14889(19) 0.5000 0.9733(3) 0.0294(8) Uani 1 2 d S 1
P2 P 0.0917(2) 0.5000 1.0320(3) 0.0387(10) Uani 1 2 d S 1
C14 C 0.1983(5) 0.4107(9) 1.2407(8) 0.034(2) Uani 1 1 d . 1
C1 C 0.0835(7) 0.5000 0.8215(12) 0.028(3) Uani 1 2 d S 1
C7 C 0.0406(7) 0.2396(10) 0.8148(10) 0.044(3) Uani 1 1 d . 1
H7A H -0.0102 0.2394 0.7465 0.066 Uiso 1 1 calc R 1
H7B H 0.0428 0.2637 0.8790 0.066 Uiso 1 1 calc R 1
H7C H 0.0603 0.1718 0.8304 0.066 Uiso 1 1 calc R 1
C5 C 0.0845(5) 0.3065(9) 0.7973(8) 0.031(2) Uani 1 1 d . 1
C17 C 0.1652(6) 0.3075(9) 1.2081(8) 0.037(3) Uani 1 1 d . 1
C9 C -0.1265(8) 0.5000 0.4974(11) 0.037(4) Uani 1 2 d S 1
C4 C -0.0522(7) 0.5000 0.6105(11) 0.030(3) Uani 1 2 d S 1
C13 C 0.1656(8) 0.5000 1.1831(12) 0.034(3) Uani 1 2 d S 1
C2 C 0.0510(5) 0.4102(9) 0.7639(8) 0.030(2) Uani 1 1 d . 1
C3 C -0.0165(5) 0.4144(10) 0.6610(8) 0.035(3) Uani 1 1 d . 1
H3 H -0.0394 0.3535 0.6232 0.042 Uiso 1 1 calc R 1
C20 C 0.1672(6) 0.2660(10) 1.3040(9) 0.044(3) Uani 1 1 d . 1
H20A H 0.2176 0.2656 1.3734 0.066 Uiso 1 1 calc R 1
H20B H 0.1480 0.1978 1.2858 0.066 Uiso 1 1 calc R 1
H20C H 0.1371 0.3076 1.3153 0.066 Uiso 1 1 calc R 1
C6 C 0.1627(6) 0.3016(10) 0.8986(9) 0.048(3) Uani 1 1 d . 1
H6A H 0.1678 0.3283 0.9645 0.072 Uiso 1 1 calc R 1
H6B H 0.1923 0.3413 0.8850 0.072 Uiso 1 1 calc R 1
H6C H 0.1792 0.2322 0.9131 0.072 Uiso 1 1 calc R 1
C18 C 0.2097(7) 0.2403(12) 1.1899(11) 0.056(4) Uani 1 1 d . 1
H18A H 0.2042 0.2615 1.1221 0.084 Uiso 1 1 calc R 1
H18B H 0.1926 0.1714 1.1802 0.084 Uiso 1 1 calc R 1
H18C H 0.2612 0.2442 1.2557 0.084 Uiso 1 1 calc R 1
C16 C 0.3055(7) 0.5000 1.3928(11) 0.028(3) Uani 1 2 d S 1
C15 C 0.2677(5) 0.4135(9) 1.3424(8) 0.030(2) Uani 1 1 d . 1
H15 H 0.2903 0.3522 1.3792 0.036 Uiso 1 1 calc R 1
C21 C 0.3789(8) 0.5000 1.4974(12) 0.030(3) Uani 1 2 d S 1
C19 C 0.0865(6) 0.3034(11) 1.1066(9) 0.051(3) Uani 1 1 d . 1
H19A H 0.0589 0.3540 1.1139 0.076 Uiso 1 1 calc R 1
H19B H 0.0667 0.2372 1.1015 0.076 Uiso 1 1 calc R 1
H19C H 0.0824 0.3164 1.0382 0.076 Uiso 1 1 calc R 1
C8 C 0.0837(6) 0.2660(9) 0.7014(9) 0.037(3) Uani 1 1 d . 1
H8A H 0.1035 0.1981 0.7197 0.055 Uiso 1 1 calc R 1
H8B H 0.1137 0.3087 0.6910 0.055 Uiso 1 1 calc R 1
H8C H 0.0335 0.2651 0.6315 0.055 Uiso 1 1 calc R 1
C22 C 0.4207(8) 0.4128(14) 1.5103(18) 0.136(11) Uani 1 1 d . 1
H22A H 0.3989 0.3531 1.5167 0.204 Uiso 1 1 calc R 1
H22B H 0.4711 0.4199 1.5787 0.204 Uiso 1 1 calc R 1
H22C H 0.4202 0.4066 1.4442 0.204 Uiso 1 1 calc R 1
C23 C 0.3732(12) 0.5000 1.5936(16) 0.150(19) Uani 1 2 d S 1
H23A H 0.3373 0.4501 1.5787 0.225 Uiso 0.50 1 calc PR 1
H23B H 0.3578 0.5661 1.5998 0.225 Uiso 0.50 1 calc PR 1
H23C H 0.4209 0.4838 1.6645 0.225 Uiso 0.50 1 calc PR 1
C10 C -0.1184(11) 0.5000 0.4150(15) 0.108(13) Uani 1 2 d S 1
H10A H -0.0889 0.5576 0.4246 0.162 Uiso 0.50 1 calc PR 1
H10B H -0.1664 0.5039 0.3411 0.162 Uiso 0.50 1 calc PR 1
H10C H -0.0938 0.4385 0.4194 0.162 Uiso 0.50 1 calc PR 1
C52 C 0.0091(10) 0.0000 0.9163(15) 0.044(4) Uani 1 2 d S .
H52 H 0.0132 0.0000 0.8565 0.053 Uiso 1 2 calc SR .
C53 C -0.0593(14) 0.0000 0.8947(19) 0.062(6) Uani 1 2 d S .
H53 H -0.1019 0.0000 0.8182 0.075 Uiso 1 2 calc SR .
C50 C 0.0672(15) 0.0000 1.023(2) 0.071(7) Uani 1 2 d S .
C51 C 0.153(3) 0.0000 1.061(4) 0.063(14) Uani 0.45 2 d SP .
C11 C -0.1683(10) 0.582(2) 0.486(2) 0.28(3) Uani 1 1 d . 1
H11A H -0.1538 0.6410 0.4651 0.417 Uiso 1 1 calc R 1
H11B H -0.1603 0.5939 0.5574 0.417 Uiso 1 1 calc R 1
H11C H -0.2201 0.5680 0.4263 0.417 Uiso 1 1 calc R 1
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
P1 Au1 Cl1 177.01(16) . .
C1 P1 P2 106.2(5) . .
C1 P1 Au1 131.5(5) . .
P2 P1 Au1 122.3(2) . .
C13 P2 P1 99.8(5) . .
C15 C14 C13 118.9(11) . .
C15 C14 C17 113.5(10) . .
C13 C14 C17 127.5(9) . .
C2 C1 C2 118.4(13) . 6_565
C2 C1 P1 119.8(7) . .
C2 C1 P1 119.8(7) 6_565 .
C7 C5 C6 109.2(10) . .
C7 C5 C8 109.1(9) . .
C6 C5 C8 104.6(9) . .
C7 C5 C2 110.1(8) . .
C6 C5 C2 115.6(9) . .
C8 C5 C2 107.8(9) . .
C19 C17 C20 105.2(9) . .
C19 C17 C18 109.7(10) . .
C20 C17 C18 108.4(11) . .
C19 C17 C14 115.0(11) . .
C20 C17 C14 108.4(9) . .
C18 C17 C14 109.8(9) . .
C10 C9 C11 110.6(18) . 6_565
C10 C9 C11 110.6(18) . .
C11 C9 C11 103(3) 6_565 .
C10 C9 C4 109.0(14) . .
C11 C9 C4 111.7(10) 6_565 .
C11 C9 C4 111.7(10) . .
C3 C4 C3 117.2(13) 6_565 .
C3 C4 C9 121.3(7) 6_565 .
C3 C4 C9 121.3(7) . .
C14 C13 C14 118.0(13) 6_565 .
C14 C13 P2 120.6(7) 6_565 .
C14 C13 P2 120.6(7) . .
C3 C2 C1 118.1(11) . .
C3 C2 C5 114.2(10) . .
C1 C2 C5 127.5(9) . .
C4 C3 C2 123.7(11) . .
C4 C3 H3 118.2 . .
C2 C3 H3 118.2 . .
C15 C16 C15 115.8(13) . 6_565
C15 C16 C21 122.0(6) . .
C15 C16 C21 122.0(6) 6_565 .
C16 C15 C14 123.5(11) . .
C16 C15 H15 118.3 . .
C14 C15 H15 118.3 . .
C16 C21 C22 113.1(9) . 6_565
C16 C21 C22 113.1(9) . .
C22 C21 C22 107(2) 6_565 .
C16 C21 C23 107.5(14) . .
C22 C21 C23 107.8(14) 6_565 .
C22 C21 C23 107.8(14) . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C50 C52 C53 117.1(19) . .
C50 C52 H52 121.5 . .
C53 C52 H52 121.5 . .
C50 C53 C52 123(2) 5_557 .
C50 C53 H53 118.4 5_557 .
C52 C53 H53 118.4 . .
C52 C50 C53 120(2) . 5_557
C52 C50 C51 122(2) . .
C53 C50 C51 118(3) 5_557 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 P1 2.180(4) .
Au1 Cl1 2.222(4) .
P1 C1 1.799(14) .
P1 P2 1.975(5) .
P2 C13 1.818(15) .
C14 C15 1.382(13) .
C14 C13 1.397(14) .
C14 C17 1.512(16) .
C1 C2 1.403(13) .
C1 C2 1.403(13) 6_565
C7 C5 1.489(16) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C5 C6 1.491(14) .
C5 C8 1.517(14) .
C5 C2 1.521(15) .
C17 C19 1.499(14) .
C17 C20 1.507(15) .
C17 C18 1.509(17) .
C9 C10 1.35(2) .
C9 C11 1.40(2) 6_565
C9 C11 1.40(2) .
C9 C4 1.505(17) .
C4 C3 1.345(14) 6_565
C4 C3 1.345(13) .
C13 C14 1.397(14) 6_565
C2 C3 1.370(13) .
C3 H3 0.9500 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C16 C15 1.369(13) .
C16 C15 1.369(13) 6_565
C16 C21 1.444(19) .
C15 H15 0.9500 .
C21 C22 1.452(17) 6_565
C21 C22 1.452(17) .
C21 C23 1.51(2) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C52 C50 1.31(3) .
C52 C53 1.41(3) .
C52 H52 0.9500 .
C53 C50 1.35(3) 5_557
C53 H53 0.9500 .
C50 C53 1.35(3) 5_557
C50 C51 1.70(6) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
