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#$Date: 2016-03-22 12:41:31 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178959 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/88/4118810.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_4118810
loop_
_publ_author_name
'Yingdong Luo'
'Kegong Ji'
'Yuxue Li'
'Liming Zhang'
_publ_section_title
;
 Tempering the Reactivities of Postulated α-Oxo Gold Carbenes Using
 Bidentate Ligands: Implication of Tricoordinated Gold Intermediates and
 the Development of an Expedient Bimolecular Assembly of 2,4-Disubstituted
 Oxazoles
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17412
_journal_page_last               17415
_journal_paper_doi               10.1021/ja307948m
_journal_volume                  134
_journal_year                    2012
_chemical_formula_sum            'C18 H31 Au Cl P S'
_chemical_formula_weight         542.87
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.1756(3)
_cell_length_b                   12.7568(3)
_cell_length_c                   14.3230(7)
_cell_measurement_temperature    100(2)
_cell_volume                     2041.96(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker kappa apex'
_diffrn_measurement_method       'omega scan'
_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  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            12609
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    7.512
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.4830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.766
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.122
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.016(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         5054
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0229
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0208P)²+0.9619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0491
_refine_ls_wR_factor_ref         0.0497
_reflns_number_gt                4828
_reflns_number_total             5054
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja307948m_si_002.cif
_cod_data_source_block           z07032012_0m
_cod_database_code               4118810
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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
Au1 Au 0.606788(14) 0.969434(10) 0.564229(10) 0.01131(4) Uani 1 1 d .
C1 C 0.8493(4) 0.8182(3) 0.5774(3) 0.0146(8) Uani 1 1 d .
C2 C 0.7560(4) 0.7347(3) 0.5517(3) 0.0225(10) Uani 1 1 d .
H2A H 0.7941 0.6796 0.5144 0.034 Uiso 1 1 calc R
H2B H 0.6915 0.7672 0.5155 0.034 Uiso 1 1 calc R
H2C H 0.7229 0.7041 0.6089 0.034 Uiso 1 1 calc R
C3 C 0.9525(4) 0.7638(3) 0.6288(3) 0.0192(9) Uani 1 1 d .
H3A H 0.9220 0.7307 0.6858 0.029 Uiso 1 1 calc R
H3B H 1.0136 0.8157 0.6453 0.029 Uiso 1 1 calc R
H3C H 0.9878 0.7102 0.5882 0.029 Uiso 1 1 calc R
C4 C 0.8975(5) 0.8692(3) 0.4876(3) 0.0214(9) Uani 1 1 d .
H4A H 0.9600 0.9199 0.5036 0.032 Uiso 1 1 calc R
H4B H 0.8321 0.9051 0.4552 0.032 Uiso 1 1 calc R
H4C H 0.9310 0.8149 0.4469 0.032 Uiso 1 1 calc R
C5 C 0.8623(3) 1.0394(3) 0.6751(3) 0.0123(7) Uani 1 1 d .
C6 C 0.8063(4) 1.0930(3) 0.7605(3) 0.0171(8) Uani 1 1 d .
H6A H 0.8419 1.1627 0.7687 0.026 Uiso 1 1 calc R
H6B H 0.8216 1.0506 0.8163 0.026 Uiso 1 1 calc R
H6C H 0.7198 1.1000 0.7512 0.026 Uiso 1 1 calc R
C7 C 0.9973(4) 1.0210(3) 0.6912(3) 0.0175(8) Uani 1 1 d .
H7A H 1.0372 1.0884 0.7017 0.026 Uiso 1 1 calc R
H7B H 1.0319 0.9868 0.6362 0.026 Uiso 1 1 calc R
H7C H 1.0085 0.9760 0.7460 0.026 Uiso 1 1 calc R
C8 C 0.8524(4) 1.1145(3) 0.5915(3) 0.0189(10) Uani 1 1 d .
H8A H 0.7684 1.1340 0.5822 0.028 Uiso 1 1 calc R
H8B H 0.8826 1.0797 0.5353 0.028 Uiso 1 1 calc R
H8C H 0.8998 1.1776 0.6038 0.028 Uiso 1 1 calc R
C9 C 0.7366(4) 0.8521(3) 0.7571(3) 0.0120(8) Uani 1 1 d .
C10 C 0.8309(4) 0.8385(3) 0.8197(3) 0.0154(8) Uani 1 1 d .
H10 H 0.9049 0.8725 0.8075 0.018 Uiso 1 1 calc R
C11 C 0.8203(4) 0.7767(3) 0.8996(3) 0.0158(8) Uani 1 1 d .
H11 H 0.8852 0.7708 0.9421 0.019 Uiso 1 1 calc R
C12 C 0.7142(4) 0.7239(3) 0.9163(3) 0.0177(9) Uani 1 1 d .
H12 H 0.7074 0.6782 0.9684 0.021 Uiso 1 1 calc R
C13 C 0.6182(5) 0.7382(3) 0.8566(3) 0.0154(8) Uani 1 1 d .
H13 H 0.5451 0.7029 0.8691 0.018 Uiso 1 1 calc R
C14 C 0.6264(4) 0.8033(3) 0.7784(3) 0.0131(8) Uani 1 1 d .
C15 C 0.4024(4) 0.9124(3) 0.7734(3) 0.0158(8) Uani 1 1 d .
C16 C 0.4722(4) 1.0130(3) 0.7892(3) 0.0179(9) Uani 1 1 d .
H16A H 0.4955 1.0428 0.7288 0.027 Uiso 1 1 calc R
H16B H 0.5440 0.9978 0.8260 0.027 Uiso 1 1 calc R
H16C H 0.4220 1.0633 0.8229 0.027 Uiso 1 1 calc R
C17 C 0.3591(5) 0.8681(4) 0.8662(4) 0.0295(12) Uani 1 1 d .
H17A H 0.4280 0.8543 0.9067 0.044 Uiso 1 1 calc R
H17B H 0.3155 0.8027 0.8552 0.044 Uiso 1 1 calc R
H17C H 0.3060 0.9189 0.8964 0.044 Uiso 1 1 calc R
C18 C 0.2971(5) 0.9309(4) 0.7080(4) 0.0287(11) Uani 1 1 d .
H18A H 0.2537 0.8649 0.6986 0.043 Uiso 1 1 calc R
H18B H 0.3265 0.9566 0.6478 0.043 Uiso 1 1 calc R
H18C H 0.2431 0.9830 0.7355 0.043 Uiso 1 1 calc R
Cl1 Cl 0.45411(9) 1.02318(8) 0.46726(7) 0.01753(19) Uani 1 1 d .
P P 0.76820(10) 0.92037(7) 0.64729(7) 0.01069(19) Uani 1 1 d .
S S 0.49469(10) 0.81527(7) 0.70881(7) 0.0141(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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
P Au1 Cl1 174.38(4)
C3 C1 C2 108.1(3)
C3 C1 C4 109.2(4)
C2 C1 C4 109.3(4)
C3 C1 P 114.9(3)
C2 C1 P 106.3(3)
C4 C1 P 108.8(3)
C1 C2 H2A 109.5
C1 C2 H2B 109.5
H2A C2 H2B 109.5
C1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
C1 C3 H3A 109.5
C1 C3 H3B 109.5
H3A C3 H3B 109.5
C1 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C1 C4 H4A 109.5
C1 C4 H4B 109.5
H4A C4 H4B 109.5
C1 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C6 C5 C8 108.3(3)
C6 C5 C7 110.3(3)
C8 C5 C7 106.4(3)
C6 C5 P 107.4(3)
C8 C5 P 107.2(3)
C7 C5 P 116.9(3)
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C5 C7 H7A 109.5
C5 C7 H7B 109.5
H7A C7 H7B 109.5
C5 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C5 C8 H8A 109.5
C5 C8 H8B 109.5
H8A C8 H8B 109.5
C5 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C10 C9 C14 117.7(4)
C10 C9 P 117.7(3)
C14 C9 P 124.3(3)
C9 C10 C11 122.2(4)
C9 C10 H10 118.9
C11 C10 H10 118.9
C12 C11 C10 119.3(4)
C12 C11 H11 120.4
C10 C11 H11 120.4
C13 C12 C11 119.6(4)
C13 C12 H12 120.2
C11 C12 H12 120.2
C12 C13 C14 121.5(4)
C12 C13 H13 119.2
C14 C13 H13 119.2
C13 C14 C9 119.5(4)
C13 C14 S 116.4(3)
C9 C14 S 124.1(3)
C16 C15 C18 110.9(4)
C16 C15 C17 110.2(4)
C18 C15 C17 110.4(4)
C16 C15 S 110.7(3)
C18 C15 S 103.1(3)
C17 C15 S 111.3(3)
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C15 C17 H17A 109.5
C15 C17 H17B 109.5
H17A C17 H17B 109.5
C15 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C15 C18 H18A 109.5
C15 C18 H18B 109.5
H18A C18 H18B 109.5
C15 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C9 P C1 102.77(18)
C9 P C5 107.97(18)
C1 P C5 113.68(19)
C9 P Au1 115.56(15)
C1 P Au1 107.37(14)
C5 P Au1 109.51(13)
C14 S C15 103.70(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au1 P 2.2497(11)
Au1 Cl1 2.3044(10)
C1 C3 1.534(6)
C1 C2 1.536(6)
C1 C4 1.538(6)
C1 P 1.877(4)
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 C6 1.535(6)
C5 C8 1.537(6)
C5 C7 1.545(6)
C5 P 1.890(4)
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 C10 1.395(6)
C9 C14 1.413(6)
C9 P 1.832(4)
C10 C11 1.396(6)
C10 H10 0.9500
C11 C12 1.384(7)
C11 H11 0.9500
C12 C13 1.384(7)
C12 H12 0.9500
C13 C14 1.398(5)
C13 H13 0.9500
C14 S 1.785(4)
C15 C16 1.519(6)
C15 C18 1.523(7)
C15 C17 1.523(6)
C15 S 1.858(4)
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C18 H18A 0.9800
C18 H18B 0.9800
C18 H18C 0.9800
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
C14 C9 C10 C11 1.9(6)
P C9 C10 C11 -171.9(3)
C9 C10 C11 C12 2.2(6)
C10 C11 C12 C13 -3.8(6)
C11 C12 C13 C14 1.3(6)
C12 C13 C14 C9 2.9(6)
C12 C13 C14 S -179.2(3)
C10 C9 C14 C13 -4.4(5)
P C9 C14 C13 169.0(3)
C10 C9 C14 S 177.9(3)
P C9 C14 S -8.7(5)
C10 C9 P C1 75.8(3)
C14 C9 P C1 -97.6(4)
C10 C9 P C5 -44.6(3)
C14 C9 P C5 142.0(3)
C10 C9 P Au1 -167.6(3)
C14 C9 P Au1 19.0(4)
C3 C1 P C9 -49.4(4)
C2 C1 P C9 70.2(3)
C4 C1 P C9 -172.2(3)
C3 C1 P C5 67.0(3)
C2 C1 P C5 -173.4(3)
C4 C1 P C5 -55.8(4)
C3 C1 P Au1 -171.7(3)
C2 C1 P Au1 -52.1(3)
C4 C1 P Au1 65.5(3)
C6 C5 P C9 -44.8(3)
C8 C5 P C9 -161.1(3)
C7 C5 P C9 79.7(3)
C6 C5 P C1 -158.2(3)
C8 C5 P C1 85.6(3)
C7 C5 P C1 -33.6(3)
C6 C5 P Au1 81.8(3)
C8 C5 P Au1 -34.5(3)
C7 C5 P Au1 -153.7(3)
Cl1 Au1 P C9 -168.5(4)
Cl1 Au1 P C1 -54.5(4)
Cl1 Au1 P C5 69.4(4)
C13 C14 S C15 80.5(3)
C9 C14 S C15 -101.8(4)
C16 C15 S C14 55.3(3)
C18 C15 S C14 173.9(3)
C17 C15 S C14 -67.7(4)
