#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:46:13 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178792 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/46/4104621.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_4104621
loop_
_publ_author_name
'Vonika Ka-Man Au'
'Keith Man-Chung Wong'
'Nianyong Zhu'
'Vivian Wing-Wah Yam'
_publ_section_title
;
 Luminescent Cyclometalated N-Heterocyclic Carbene-Containing
 Organogold(III) Complexes: Synthesis, Characterization, Electrochemistry,
 and Photophysical Studies
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9076
_journal_page_last               9085
_journal_paper_doi               10.1021/ja9027692
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C44 H36 Au2 F12 N6 P2'
_chemical_formula_sum            'C44 H36 Au2 F12 N6 P2'
_chemical_formula_weight         1332.66
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 115.82(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.382(4)
_cell_length_b                   13.797(3)
_cell_length_c                   17.645(3)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     4466.6(19)
_computing_cell_refinement       scalepack
_computing_data_collection       marcontrol
_computing_data_reduction        denzo
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      301(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'marresearch IPDS mar300'
_diffrn_measurement_method       oscillation
_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  0.0676
_diffrn_reflns_av_sigmaI/netI    0.1035
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15460
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    6.724
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.982
_exptl_crystal_description       prism
_exptl_crystal_F_000             2552
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.182
_refine_diff_density_min         -2.086
_refine_diff_density_rms         0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4171
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.947
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0436
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1141
_reflns_number_gt                3069
_reflns_number_total             4171
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja9027692_si_006.cif
_cod_data_source_block           mar1915
_cod_original_cell_volume        4466.6(15)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4104621
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.1161(5) 0.3646(6) 0.2609(6) 0.068(2) Uani 1 1 d .
C2 C 0.1672(6) 0.3141(7) 0.3274(7) 0.088(3) Uani 1 1 d .
H2 H 0.1700 0.2472 0.3233 0.105 Uiso 1 1 calc R
C3 C 0.2150(6) 0.3604(12) 0.4010(7) 0.107(4) Uani 1 1 d .
H3 H 0.2490 0.3257 0.4463 0.129 Uiso 1 1 calc R
C4 C 0.2097(7) 0.4624(12) 0.4041(8) 0.120(5) Uani 1 1 d .
H4 H 0.2413 0.4953 0.4522 0.144 Uiso 1 1 calc R
C5 C 0.1602(7) 0.5130(9) 0.3394(9) 0.109(4) Uani 1 1 d .
H5 H 0.1589 0.5801 0.3438 0.130 Uiso 1 1 calc R
C6 C 0.1113(5) 0.4688(7) 0.2668(7) 0.083(3) Uani 1 1 d .
C7 C 0.0524(6) 0.5167(6) 0.1952(7) 0.080(3) Uani 1 1 d .
C8 C 0.0375(8) 0.6169(7) 0.1859(9) 0.113(4) Uani 1 1 d .
H8 H 0.0668 0.6613 0.2261 0.136 Uiso 1 1 calc R
C9 C -0.0229(10) 0.6465(9) 0.1138(11) 0.130(6) Uani 1 1 d .
H9 H -0.0348 0.7120 0.1066 0.156 Uiso 1 1 calc R
C10 C -0.0645(7) 0.5839(8) 0.0547(9) 0.115(5) Uani 1 1 d .
H10 H -0.1046 0.6075 0.0081 0.138 Uiso 1 1 calc R
C11 C -0.0504(5) 0.4841(6) 0.0596(7) 0.080(3) Uani 1 1 d .
C12 C -0.0839(5) 0.4061(7) 0.0035(6) 0.074(2) Uani 1 1 d .
C13 C -0.0519(5) 0.3135(6) 0.0291(6) 0.068(2) Uani 1 1 d .
C14 C -0.0830(5) 0.2380(7) -0.0285(6) 0.079(2) Uani 1 1 d .
H14 H -0.0641 0.1758 -0.0143 0.095 Uiso 1 1 calc R
C15 C -0.1412(6) 0.2536(11) -0.1060(7) 0.110(4) Uani 1 1 d .
H15 H -0.1594 0.2029 -0.1442 0.132 Uiso 1 1 calc R
C16 C -0.1711(7) 0.3408(12) -0.1257(9) 0.114(4) Uani 1 1 d .
H16 H -0.2120 0.3486 -0.1768 0.137 Uiso 1 1 calc R
C17 C -0.1448(6) 0.4193(9) -0.0748(7) 0.096(3) Uani 1 1 d .
H17 H -0.1663 0.4799 -0.0911 0.115 Uiso 1 1 calc R
C18 C 0.0656(5) 0.1791(5) 0.1511(4) 0.0550(17) Uani 1 1 d .
C19 C 0.1645(5) 0.2034(7) 0.1072(7) 0.088(3) Uani 1 1 d .
H19A H 0.1461 0.2080 0.0471 0.133 Uiso 1 1 calc R
H19B H 0.2120 0.1743 0.1303 0.133 Uiso 1 1 calc R
H19C H 0.1676 0.2671 0.1305 0.133 Uiso 1 1 calc R
C20 C 0.1143(6) 0.0448(6) 0.1290(6) 0.090(3) Uani 1 1 d .
H20 H 0.1445 0.0036 0.1168 0.108 Uiso 1 1 calc R
C21 C 0.0620(7) 0.0182(6) 0.1508(6) 0.091(3) Uani 1 1 d .
H21 H 0.0478 -0.0450 0.1548 0.109 Uiso 1 1 calc R
C22 C -0.0199(4) 0.1078(6) 0.2022(4) 0.066(2) Uani 1 1 d .
H22A H -0.0530 0.0531 0.1833 0.080 Uiso 1 1 calc R
H22B H -0.0484 0.1668 0.1830 0.080 Uiso 1 1 calc R
Au1 Au 0.037042(15) 0.317876(18) 0.146185(18) 0.05370(14) Uani 1 1 d .
P1 P 0.33430(12) 0.37019(17) 0.13264(14) 0.0699(6) Uani 1 1 d .
F1 F 0.3389(4) 0.2622(5) 0.1121(5) 0.160(3) Uani 1 1 d .
F2 F 0.2537(3) 0.3705(5) 0.0635(4) 0.130(2) Uani 1 1 d .
F3 F 0.3302(4) 0.4802(4) 0.1508(5) 0.132(2) Uani 1 1 d .
F4 F 0.4159(3) 0.3699(5) 0.2005(4) 0.139(3) Uani 1 1 d .
F5 F 0.3606(5) 0.4034(7) 0.0656(5) 0.172(3) Uani 1 1 d .
F6 F 0.3080(6) 0.3429(8) 0.1985(6) 0.196(5) Uani 1 1 d .
N1 N 0.1152(4) 0.1437(5) 0.1279(4) 0.0641(17) Uani 1 1 d .
N2 N 0.0328(3) 0.1017(4) 0.1665(4) 0.0569(15) Uani 1 1 d .
N3 N 0.0082(4) 0.4589(5) 0.1326(5) 0.0715(19) 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'
Au Au -2.0133 8.8022 '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'
F F 0.0171 0.0103 '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'
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 119.5(9) . .
C2 C1 Au1 131.1(6) . .
C6 C1 Au1 109.4(7) . .
C1 C2 C3 121.8(11) . .
C1 C2 H2 119.1 . .
C3 C2 H2 119.1 . .
C2 C3 C4 117.3(13) . .
C2 C3 H3 121.4 . .
C4 C3 H3 121.4 . .
C5 C4 C3 121.8(11) . .
C5 C4 H4 119.1 . .
C3 C4 H4 119.1 . .
C4 C5 C6 122.1(12) . .
C4 C5 H5 118.9 . .
C6 C5 H5 118.9 . .
C5 C6 C1 117.6(11) . .
C5 C6 C7 126.2(10) . .
C1 C6 C7 116.2(8) . .
N3 C7 C8 117.0(11) . .
N3 C7 C6 116.4(8) . .
C8 C7 C6 126.6(11) . .
C9 C8 C7 117.0(13) . .
C9 C8 H8 121.5 . .
C7 C8 H8 121.5 . .
C10 C9 C8 122.2(11) . .
C10 C9 H9 118.9 . .
C8 C9 H9 118.9 . .
C9 C10 C11 122.9(13) . .
C9 C10 H10 118.5 . .
C11 C10 H10 118.5 . .
N3 C11 C10 112.4(11) . .
N3 C11 C12 115.0(7) . .
C10 C11 C12 132.7(11) . .
C17 C12 C13 121.0(10) . .
C17 C12 C11 122.5(10) . .
C13 C12 C11 116.5(9) . .
C14 C13 C12 116.1(9) . .
C14 C13 Au1 132.0(7) . .
C12 C13 Au1 111.9(7) . .
C15 C14 C13 121.7(10) . .
C15 C14 H14 119.2 . .
C13 C14 H14 119.2 . .
C16 C15 C14 120.0(13) . .
C16 C15 H15 120.0 . .
C14 C15 H15 120.0 . .
C15 C16 C17 123.1(12) . .
C15 C16 H16 118.5 . .
C17 C16 H16 118.5 . .
C16 C17 C12 118.1(11) . .
C16 C17 H17 121.0 . .
C12 C17 H17 121.0 . .
N1 C18 N2 106.3(6) . .
N1 C18 Au1 125.7(6) . .
N2 C18 Au1 127.5(6) . .
N1 C19 H19A 109.5 . .
N1 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
N1 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C21 C20 N1 107.2(7) . .
C21 C20 H20 126.4 . .
N1 C20 H20 126.4 . .
C20 C21 N2 107.3(8) . .
C20 C21 H21 126.3 . .
N2 C21 H21 126.3 . .
N2 C22 C22 109.9(8) . 2
N2 C22 H22A 109.7 . .
C22 C22 H22A 109.7 2 .
N2 C22 H22B 109.7 . .
C22 C22 H22B 109.7 2 .
H22A C22 H22B 108.2 . .
C18 Au1 N3 175.6(3) . .
C18 Au1 C1 99.7(3) . .
N3 Au1 C1 83.0(3) . .
C18 Au1 C13 97.3(3) . .
N3 Au1 C13 80.0(3) . .
C1 Au1 C13 163.0(3) . .
F6 P1 F1 91.0(5) . .
F6 P1 F3 90.9(5) . .
F1 P1 F3 178.1(5) . .
F6 P1 F2 89.8(5) . .
F1 P1 F2 88.3(4) . .
F3 P1 F2 91.5(4) . .
F6 P1 F5 177.3(6) . .
F1 P1 F5 91.7(5) . .
F3 P1 F5 86.4(5) . .
F2 P1 F5 89.9(4) . .
F6 P1 F4 91.4(5) . .
F1 P1 F4 91.4(4) . .
F3 P1 F4 88.8(4) . .
F2 P1 F4 178.7(4) . .
F5 P1 F4 88.9(5) . .
C18 N1 C20 110.1(7) . .
C18 N1 C19 124.3(7) . .
C20 N1 C19 125.6(7) . .
C18 N2 C21 109.0(7) . .
C18 N2 C22 124.2(6) . .
C21 N2 C22 126.6(7) . .
C7 N3 C11 128.5(8) . .
C7 N3 Au1 114.8(7) . .
C11 N3 Au1 116.6(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.372(14) .
C1 C6 1.449(11) .
C1 Au1 2.066(9) .
C2 C3 1.394(15) .
C2 H2 0.9300 .
C3 C4 1.414(18) .
C3 H3 0.9300 .
C4 C5 1.344(17) .
C4 H4 0.9300 .
C5 C6 1.376(14) .
C5 H5 0.9300 .
C6 C7 1.467(13) .
C7 N3 1.343(12) .
C7 C8 1.409(13) .
C8 C9 1.392(19) .
C8 H8 0.9300 .
C9 C10 1.336(18) .
C9 H9 0.9300 .
C10 C11 1.401(12) .
C10 H10 0.9300 .
C11 N3 1.366(11) .
C11 C12 1.419(13) .
C12 C17 1.409(13) .
C12 C13 1.417(11) .
C13 C14 1.400(12) .
C13 Au1 2.072(10) .
C14 C15 1.382(13) .
C14 H14 0.9300 .
C15 C16 1.324(18) .
C15 H15 0.9300 .
C16 C17 1.360(16) .
C16 H16 0.9300 .
C17 H17 0.9300 .
C18 N1 1.337(10) .
C18 N2 1.348(9) .
C18 Au1 1.993(7) .
C19 N1 1.464(11) .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C20 C21 1.332(13) .
C20 N1 1.365(10) .
C20 H20 0.9300 .
C21 N2 1.379(11) .
C21 H21 0.9300 .
C22 N2 1.466(9) .
C22 C22 1.519(14) 2
C22 H22A 0.9700 .
C22 H22B 0.9700 .
Au1 N3 2.017(7) .
P1 F6 1.524(9) .
P1 F1 1.545(7) .
P1 F3 1.561(6) .
P1 F2 1.563(6) .
P1 F5 1.564(7) .
P1 F4 1.570(6) .
