# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_c524
_database_code_depnum_ccdc_archive 'CCDC 1482284'
_audit_update_record             
;
2016-05-27 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H24 Au F5 N2'
_chemical_formula_weight         668.45

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.2207(3)
_cell_length_b                   12.08219(16)
_cell_length_c                   20.7776(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.9954(18)
_cell_angle_gamma                90.00
_cell_volume                     5055.81(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    24516
_cell_measurement_theta_min      3.5440
_cell_measurement_theta_max      28.4160

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2592
_exptl_absorpt_coefficient_mu    5.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2901
_exptl_absorpt_correction_T_max  0.3718
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω rotations'
_diffrn_detector_area_resol_mean 16.0655
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            49303
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         25.50
_reflns_number_total             9387
_reflns_number_gt                8584
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XP
_computing_publication_material  XCIF

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0180P)²+5.4257P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9387
_refine_ls_number_parameters     643
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0237
_refine_ls_R_factor_gt           0.0196
_refine_ls_wR_factor_ref         0.0439
_refine_ls_wR_factor_gt          0.0424
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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_assembly
_atom_site_disorder_group
Au1 Au 0.503293(5) 0.616027(9) 0.328126(6) 0.01538(4) Uani 1 1 d . . .
N1 N 0.35234(11) 0.6355(2) 0.25366(13) 0.0177(5) Uani 1 1 d . . .
N2 N 0.38981(11) 0.6832(2) 0.36321(12) 0.0180(5) Uani 1 1 d . . .
C1 C 0.40920(14) 0.6432(2) 0.31420(15) 0.0167(6) Uani 1 1 d . . .
C2 C 0.29843(14) 0.6721(3) 0.26520(16) 0.0232(7) Uani 1 1 d . . .
H2 H 0.2535 0.6757 0.2311 0.028 Uiso 1 1 calc R . .
C3 C 0.32214(14) 0.7013(3) 0.33404(16) 0.0244(7) Uani 1 1 d . . .
H3 H 0.2971 0.7290 0.3580 0.029 Uiso 1 1 calc R . .
C4 C 0.43374(13) 0.6976(3) 0.43740(15) 0.0181(6) Uani 1 1 d . . .
C5 C 0.43507(14) 0.6148(3) 0.48476(16) 0.0201(7) Uani 1 1 d . . .
C6 C 0.47795(15) 0.6296(3) 0.55593(16) 0.0227(7) Uani 1 1 d . . .
H6 H 0.4797 0.5745 0.5893 0.027 Uiso 1 1 calc R . .
C7 C 0.51799(15) 0.7219(3) 0.57961(16) 0.0236(7) Uani 1 1 d . . .
C8 C 0.51551(14) 0.8019(3) 0.53053(16) 0.0235(7) Uani 1 1 d . . .
H8 H 0.5433 0.8652 0.5464 0.028 Uiso 1 1 calc R . .
C9 C 0.47339(14) 0.7917(3) 0.45868(16) 0.0211(7) Uani 1 1 d . . .
C10 C 0.39172(16) 0.5134(3) 0.46133(18) 0.0281(7) Uani 1 1 d . . .
H10A H 0.4132 0.4521 0.4938 0.042 Uiso 1 1 calc R . .
H10B H 0.3851 0.4931 0.4131 0.042 Uiso 1 1 calc R . .
H10C H 0.3486 0.5291 0.4618 0.042 Uiso 1 1 calc R . .
C11 C 0.56337(17) 0.7357(3) 0.65735(17) 0.0385(9) Uani 1 1 d . . .
H11A H 0.5455 0.7928 0.6779 0.058 Uiso 1 1 calc R . .
H11B H 0.6076 0.7578 0.6625 0.058 Uiso 1 1 calc R . .
H11C H 0.5665 0.6654 0.6821 0.058 Uiso 1 1 calc R . .
C12 C 0.47156(17) 0.8785(3) 0.40594(18) 0.0299(8) Uani 1 1 d . . .
H12A H 0.4928 0.8496 0.3766 0.045 Uiso 1 1 calc R . .
H12B H 0.4953 0.9446 0.4313 0.045 Uiso 1 1 calc R . .
H12C H 0.4253 0.8978 0.3755 0.045 Uiso 1 1 calc R . .
C13 C 0.34944(13) 0.5939(2) 0.18760(15) 0.0173(6) Uani 1 1 d . . .
C14 C 0.37639(14) 0.6578(2) 0.15048(15) 0.0180(6) Uani 1 1 d . . .
C15 C 0.37554(14) 0.6135(3) 0.08794(16) 0.0213(7) Uani 1 1 d . . .
H15 H 0.3945 0.6547 0.0622 0.026 Uiso 1 1 calc R . .
C16 C 0.34778(15) 0.5112(3) 0.06248(16) 0.0240(7) Uani 1 1 d . . .
C17 C 0.31951(15) 0.4521(3) 0.10021(16) 0.0251(7) Uani 1 1 d . . .
H17 H 0.2993 0.3827 0.0823 0.030 Uiso 1 1 calc R . .
C18 C 0.31986(14) 0.4912(3) 0.16316(16) 0.0215(7) Uani 1 1 d . . .
C19 C 0.40287(15) 0.7721(3) 0.17433(16) 0.0243(7) Uani 1 1 d . . .
H19A H 0.3755 0.8091 0.1945 0.036 Uiso 1 1 calc R . .
H19B H 0.4016 0.8146 0.1336 0.036 Uiso 1 1 calc R . .
H19C H 0.4488 0.7672 0.2105 0.036 Uiso 1 1 calc R . .
C20 C 0.34611(17) 0.4654(3) -0.00572(17) 0.0339(8) Uani 1 1 d . . .
H20A H 0.3684 0.3934 0.0035 0.051 Uiso 1 1 calc R . .
H20B H 0.3689 0.5165 -0.0246 0.051 Uiso 1 1 calc R . .
H20C H 0.2999 0.4565 -0.0404 0.051 Uiso 1 1 calc R . .
C21 C 0.28809(17) 0.4258(3) 0.20241(19) 0.0323(8) Uani 1 1 d . . .
H21A H 0.2434 0.4546 0.1905 0.048 Uiso 1 1 calc R . .
H21B H 0.3150 0.4325 0.2537 0.048 Uiso 1 1 calc R . .
H21C H 0.2852 0.3477 0.1886 0.048 Uiso 1 1 calc R . .
C22 C 0.59940(14) 0.5963(2) 0.34260(15) 0.0176(6) Uani 1 1 d . . .
C23 C 0.65276(15) 0.6337(3) 0.40229(16) 0.0205(7) Uani 1 1 d . . .
C24 C 0.71766(15) 0.6197(3) 0.41353(17) 0.0260(7) Uani 1 1 d . . .
C25 C 0.73216(15) 0.5670(3) 0.36311(19) 0.0281(8) Uani 1 1 d . . .
C26 C 0.68082(15) 0.5293(3) 0.30232(17) 0.0235(7) Uani 1 1 d . . .
C27 C 0.61650(14) 0.5449(2) 0.29368(15) 0.0184(6) Uani 1 1 d . . .
F1 F 0.64269(8) 0.68814(16) 0.45441(9) 0.0282(4) Uani 1 1 d . . .
F2 F 0.76794(9) 0.65699(18) 0.47374(11) 0.0429(5) Uani 1 1 d . . .
F3 F 0.79578(9) 0.55315(18) 0.37341(12) 0.0429(5) Uani 1 1 d . . .
F4 F 0.69437(9) 0.47599(16) 0.25285(11) 0.0367(5) Uani 1 1 d . . .
F5 F 0.56817(8) 0.50444(15) 0.23305(9) 0.0272(4) Uani 1 1 d . . .
Au2 Au 0.879316(5) 0.153053(9) 0.374097(6) 0.01516(4) Uani 1 1 d . . .
N3 N 0.92394(12) 0.0744(2) 0.26189(13) 0.0201(5) Uani 1 1 d . . .
N4 N 0.96552(12) 0.2330(2) 0.30353(13) 0.0204(6) Uani 1 1 d . . .
C28 C 0.92429(14) 0.1538(2) 0.30787(15) 0.0178(6) Uani 1 1 d . . .
C29 C 0.96475(16) 0.1035(3) 0.22951(18) 0.0301(8) Uani 1 1 d . . .
H29 H 0.9728 0.0613 0.1954 0.036 Uiso 1 1 calc R . .
C30 C 0.99073(16) 0.2028(3) 0.25566(18) 0.0294(8) Uani 1 1 d . . .
H30 H 1.0208 0.2443 0.2435 0.035 Uiso 1 1 calc R . .
C31 C 0.98485(14) 0.3311(2) 0.34719(15) 0.0186(6) Uani 1 1 d . . .
C32 C 0.93917(14) 0.4168(3) 0.33487(15) 0.0200(6) Uani 1 1 d . . .
C33 C 0.96081(15) 0.5092(3) 0.37833(16) 0.0205(7) Uani 1 1 d . . .
H33 H 0.9304 0.5680 0.3718 0.025 Uiso 1 1 calc R . .
C34 C 1.02472(15) 0.5194(3) 0.43078(16) 0.0212(7) Uani 1 1 d . . .
C35 C 1.06806(15) 0.4309(3) 0.44183(16) 0.0236(7) Uani 1 1 d . . .
H35 H 1.1119 0.4359 0.4784 0.028 Uiso 1 1 calc R . .
C36 C 1.04904(14) 0.3355(3) 0.40092(17) 0.0227(7) Uani 1 1 d . . .
C37 C 0.86945(15) 0.4112(3) 0.27711(17) 0.0304(8) Uani 1 1 d . . .
H37A H 0.8414 0.3688 0.2941 0.046 Uiso 1 1 calc R . .
H37B H 0.8700 0.3747 0.2352 0.046 Uiso 1 1 calc R . .
H37C H 0.8517 0.4863 0.2645 0.046 Uiso 1 1 calc R . .
C38 C 1.04856(17) 0.6234(3) 0.47414(18) 0.0296(8) Uani 1 1 d . . .
H38A H 1.0842 0.6050 0.5205 0.044 Uiso 1 1 calc R . .
H38B H 1.0116 0.6577 0.4808 0.044 Uiso 1 1 calc R . .
H38C H 1.0654 0.6752 0.4493 0.044 Uiso 1 1 calc R . .
C39 C 1.09583(16) 0.2385(3) 0.4154(2) 0.0345(8) Uani 1 1 d . . .
H39A H 1.0710 0.1694 0.4094 0.052 Uiso 1 1 calc R . .
H39B H 1.1303 0.2432 0.4642 0.052 Uiso 1 1 calc R . .
H39C H 1.1166 0.2402 0.3822 0.052 Uiso 1 1 calc R . .
C40 C 0.88359(14) -0.0244(2) 0.24523(15) 0.0188(6) Uani 1 1 d . . .
C41 C 0.89983(15) -0.1092(3) 0.29521(16) 0.0221(7) Uani 1 1 d . . .
C42 C 0.85859(16) -0.2018(3) 0.27614(18) 0.0267(7) Uani 1 1 d . . .
H42 H 0.8682 -0.2609 0.3092 0.032 Uiso 1 1 calc R . .
C43 C 0.80417(16) -0.2116(3) 0.21113(18) 0.0277(7) Uani 1 1 d . . .
C44 C 0.79093(15) -0.1254(3) 0.16303(17) 0.0250(7) Uani 1 1 d . . .
H44 H 0.7543 -0.1315 0.1179 0.030 Uiso 1 1 calc R . .
C45 C 0.82972(14) -0.0305(3) 0.17905(16) 0.0203(7) Uani 1 1 d . . .
C46 C 0.95895(17) -0.1032(3) 0.36589(18) 0.0338(8) Uani 1 1 d . . .
H46A H 0.9481 -0.0572 0.3984 0.051 Uiso 1 1 calc R . .
H46B H 0.9966 -0.0705 0.3597 0.051 Uiso 1 1 calc R . .
H46C H 0.9707 -0.1779 0.3856 0.051 Uiso 1 1 calc R . .
C47 C 0.76124(19) -0.3133(3) 0.1922(2) 0.0454(10) Uani 1 1 d . . .
H47A H 0.7809 -0.3698 0.1732 0.068 Uiso 1 1 calc R . .
H47B H 0.7168 -0.2944 0.1563 0.068 Uiso 1 1 calc R . .
H47C H 0.7580 -0.3419 0.2347 0.068 Uiso 1 1 calc R . .
C48 C 0.81321(16) 0.0620(3) 0.12603(17) 0.0292(8) Uani 1 1 d . . .
H48A H 0.8462 0.0643 0.1063 0.044 Uiso 1 1 calc R . .
H48B H 0.8136 0.1325 0.1495 0.044 Uiso 1 1 calc R . .
H48C H 0.7690 0.0496 0.0876 0.044 Uiso 1 1 calc R . .
C49 C 0.83812(13) 0.1533(2) 0.44508(15) 0.0162(6) Uani 1 1 d . . .
C50 C 0.79156(14) 0.2295(2) 0.44391(15) 0.0183(6) Uani 1 1 d . . .
C51 C 0.76644(14) 0.2342(3) 0.49412(16) 0.0201(7) Uani 1 1 d . . .
C52 C 0.78884(15) 0.1596(3) 0.54904(16) 0.0238(7) Uani 1 1 d . . .
C53 C 0.83544(16) 0.0816(3) 0.55298(16) 0.0241(7) Uani 1 1 d . . .
C54 C 0.85841(14) 0.0799(3) 0.50093(15) 0.0199(6) Uani 1 1 d . . .
F6 F 0.76821(8) 0.30624(15) 0.39127(9) 0.0274(4) Uani 1 1 d . . .
F7 F 0.72023(8) 0.30926(15) 0.49002(9) 0.0294(4) Uani 1 1 d . . .
F8 F 0.76496(10) 0.16093(16) 0.59893(10) 0.0346(5) Uani 1 1 d . . .
F9 F 0.85703(11) 0.00817(17) 0.60721(10) 0.0414(5) Uani 1 1 d . . .
F10 F 0.90414(9) 0.00108(15) 0.50723(9) 0.0293(4) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 2.013(3) . ?
Au1 C22 2.041(3) . ?
N1 C1 1.358(4) . ?
N1 C2 1.389(4) . ?
N1 C13 1.438(4) . ?
N2 C1 1.352(4) . ?
N2 C3 1.381(4) . ?
N2 C4 1.445(4) . ?
C2 C3 1.346(4) . ?
C4 C9 1.392(4) . ?
C4 C5 1.395(4) . ?
C5 C6 1.391(4) . ?
C5 C10 1.506(4) . ?
C6 C7 1.381(4) . ?
C7 C8 1.390(4) . ?
C7 C11 1.509(4) . ?
C8 C9 1.392(4) . ?
C9 C12 1.504(4) . ?
C13 C14 1.393(4) . ?
C13 C18 1.395(4) . ?
C14 C15 1.398(4) . ?
C14 C19 1.501(4) . ?
C15 C16 1.383(4) . ?
C16 C17 1.391(4) . ?
C16 C20 1.507(4) . ?
C17 C18 1.388(4) . ?
C18 C21 1.508(4) . ?
C22 C27 1.374(4) . ?
C22 C23 1.380(4) . ?
C23 F1 1.364(3) . ?
C23 C24 1.371(4) . ?
C24 F2 1.355(4) . ?
C24 C25 1.375(5) . ?
C25 F3 1.348(3) . ?
C25 C26 1.374(5) . ?
C26 F4 1.350(3) . ?
C26 C27 1.376(4) . ?
C27 F5 1.355(3) . ?
Au2 C28 2.014(3) . ?
Au2 C49 2.038(3) . ?
N3 C28 1.351(4) . ?
N3 C29 1.384(4) . ?
N3 C40 1.445(4) . ?
N4 C28 1.354(4) . ?
N4 C30 1.381(4) . ?
N4 C31 1.443(4) . ?
C29 C30 1.342(5) . ?
C31 C36 1.392(4) . ?
C31 C32 1.396(4) . ?
C32 C33 1.387(4) . ?
C32 C37 1.508(4) . ?
C33 C34 1.383(4) . ?
C34 C35 1.392(4) . ?
C34 C38 1.505(4) . ?
C35 C36 1.387(4) . ?
C36 C39 1.510(4) . ?
C40 C45 1.392(4) . ?
C40 C41 1.393(4) . ?
C41 C42 1.394(5) . ?
C41 C46 1.503(4) . ?
C42 C43 1.386(5) . ?
C43 C44 1.386(5) . ?
C43 C47 1.502(5) . ?
C44 C45 1.388(4) . ?
C45 C48 1.502(4) . ?
C49 C54 1.376(4) . ?
C49 C50 1.377(4) . ?
C50 F6 1.359(3) . ?
C50 C51 1.377(4) . ?
C51 F7 1.345(3) . ?
C51 C52 1.372(4) . ?
C52 F8 1.350(3) . ?
C52 C53 1.377(4) . ?
C53 F9 1.353(3) . ?
C53 C54 1.377(4) . ?
C54 F10 1.358(3) . ?

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
_geom_angle_publ_flag
C1 Au1 C22 177.30(12) . . ?
C1 N1 C2 110.5(2) . . ?
C1 N1 C13 123.9(2) . . ?
C2 N1 C13 125.6(2) . . ?
C1 N2 C3 111.1(2) . . ?
C1 N2 C4 124.1(2) . . ?
C3 N2 C4 124.7(2) . . ?
N2 C1 N1 104.7(2) . . ?
N2 C1 Au1 126.3(2) . . ?
N1 C1 Au1 128.7(2) . . ?
C3 C2 N1 106.7(3) . . ?
C2 C3 N2 106.8(3) . . ?
C9 C4 C5 122.7(3) . . ?
C9 C4 N2 119.2(3) . . ?
C5 C4 N2 118.1(3) . . ?
C6 C5 C4 117.3(3) . . ?
C6 C5 C10 120.4(3) . . ?
C4 C5 C10 122.3(3) . . ?
C7 C6 C5 122.1(3) . . ?
C6 C7 C8 118.7(3) . . ?
C6 C7 C11 120.6(3) . . ?
C8 C7 C11 120.7(3) . . ?
C7 C8 C9 121.7(3) . . ?
C4 C9 C8 117.5(3) . . ?
C4 C9 C12 121.3(3) . . ?
C8 C9 C12 121.2(3) . . ?
C14 C13 C18 122.6(3) . . ?
C14 C13 N1 118.5(3) . . ?
C18 C13 N1 118.9(3) . . ?
C13 C14 C15 117.5(3) . . ?
C13 C14 C19 121.9(3) . . ?
C15 C14 C19 120.6(3) . . ?
C16 C15 C14 121.8(3) . . ?
C15 C16 C17 118.6(3) . . ?
C15 C16 C20 121.2(3) . . ?
C17 C16 C20 120.2(3) . . ?
C18 C17 C16 122.1(3) . . ?
C17 C18 C13 117.4(3) . . ?
C17 C18 C21 120.9(3) . . ?
C13 C18 C21 121.7(3) . . ?
C27 C22 C23 114.3(3) . . ?
C27 C22 Au1 122.9(2) . . ?
C23 C22 Au1 122.8(2) . . ?
F1 C23 C24 116.0(3) . . ?
F1 C23 C22 120.3(3) . . ?
C24 C23 C22 123.7(3) . . ?
F2 C24 C23 120.9(3) . . ?
F2 C24 C25 119.3(3) . . ?
C23 C24 C25 119.7(3) . . ?
F3 C25 C26 120.8(3) . . ?
F3 C25 C24 120.3(3) . . ?
C26 C25 C24 118.9(3) . . ?
F4 C26 C25 119.5(3) . . ?
F4 C26 C27 121.3(3) . . ?
C25 C26 C27 119.2(3) . . ?
F5 C27 C22 119.5(2) . . ?
F5 C27 C26 116.3(3) . . ?
C22 C27 C26 124.2(3) . . ?
C28 Au2 C49 177.27(11) . . ?
C28 N3 C29 110.8(3) . . ?
C28 N3 C40 125.0(2) . . ?
C29 N3 C40 124.1(3) . . ?
C28 N4 C30 110.7(3) . . ?
C28 N4 C31 124.6(2) . . ?
C30 N4 C31 124.5(3) . . ?
N3 C28 N4 104.9(2) . . ?
N3 C28 Au2 128.6(2) . . ?
N4 C28 Au2 126.4(2) . . ?
C30 C29 N3 106.7(3) . . ?
C29 C30 N4 107.0(3) . . ?
C36 C31 C32 122.5(3) . . ?
C36 C31 N4 117.9(3) . . ?
C32 C31 N4 119.6(3) . . ?
C33 C32 C31 116.9(3) . . ?
C33 C32 C37 120.8(3) . . ?
C31 C32 C37 122.4(3) . . ?
C34 C33 C32 122.9(3) . . ?
C33 C34 C35 118.0(3) . . ?
C33 C34 C38 122.1(3) . . ?
C35 C34 C38 119.9(3) . . ?
C36 C35 C34 121.8(3) . . ?
C35 C36 C31 117.8(3) . . ?
C35 C36 C39 121.1(3) . . ?
C31 C36 C39 121.1(3) . . ?
C45 C40 C41 122.8(3) . . ?
C45 C40 N3 117.9(3) . . ?
C41 C40 N3 119.3(3) . . ?
C40 C41 C42 116.5(3) . . ?
C40 C41 C46 122.5(3) . . ?
C42 C41 C46 121.0(3) . . ?
C43 C42 C41 122.9(3) . . ?
C42 C43 C44 118.1(3) . . ?
C42 C43 C47 121.4(3) . . ?
C44 C43 C47 120.5(3) . . ?
C43 C44 C45 121.8(3) . . ?
C44 C45 C40 117.9(3) . . ?
C44 C45 C48 120.3(3) . . ?
C40 C45 C48 121.8(3) . . ?
C54 C49 C50 114.9(3) . . ?
C54 C49 Au2 121.5(2) . . ?
C50 C49 Au2 123.5(2) . . ?
F6 C50 C51 116.2(3) . . ?
F6 C50 C49 119.9(3) . . ?
C51 C50 C49 123.8(3) . . ?
F7 C51 C52 119.6(3) . . ?
F7 C51 C50 121.6(3) . . ?
C52 C51 C50 118.8(3) . . ?
F8 C52 C51 120.6(3) . . ?
F8 C52 C53 119.5(3) . . ?
C51 C52 C53 119.9(3) . . ?
F9 C53 C52 119.4(3) . . ?
F9 C53 C54 121.7(3) . . ?
C52 C53 C54 118.8(3) . . ?
F10 C54 C49 119.9(3) . . ?
F10 C54 C53 116.4(3) . . ?
C49 C54 C53 123.7(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.341
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.088
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_c516
_database_code_depnum_ccdc_archive 'CCDC 1482285'
_audit_update_record             
;
2016-05-27 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H8 Au F5 N2'
_chemical_formula_weight         460.16

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.1492(2)
_cell_length_b                   7.1342(2)
_cell_length_c                   13.5219(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.480(2)
_cell_angle_gamma                90.00
_cell_volume                     1162.03(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7179
_cell_measurement_theta_min      3.3950
_cell_measurement_theta_max      30.9330

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.630
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    12.712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0804
_exptl_absorpt_correction_T_max  0.1755
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω rotations'
_diffrn_detector_area_resol_mean 16.0655
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11921
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.28
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2159
_reflns_number_gt                2066
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XP
_computing_publication_material  XCIF

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0420P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2159
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0656
_refine_ls_wR_factor_gt          0.0646
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_assembly
_atom_site_disorder_group
Au1 Au 0.968438(13) 0.08902(2) 0.243886(12) 0.01053(10) Uani 1 1 d . . .
N1 N 1.2223(3) 0.0660(5) 0.2831(3) 0.0123(9) Uani 1 1 d . . .
N2 N 1.1519(3) 0.1569(6) 0.4112(3) 0.0115(8) Uani 1 1 d . . .
C1 C 1.1242(4) 0.1029(6) 0.3165(4) 0.0107(10) Uani 1 1 d . . .
C2 C 1.3096(4) 0.0986(6) 0.3566(4) 0.0133(11) Uani 1 1 d . . .
H2 H 1.3864 0.0847 0.3511 0.016 Uiso 1 1 calc R . .
C3 C 1.2650(3) 0.1543(7) 0.4382(4) 0.0140(9) Uani 1 1 d . . .
H3 H 1.3040 0.1855 0.5015 0.017 Uiso 1 1 calc R . .
C4 C 1.0712(4) 0.2193(7) 0.4757(3) 0.0166(10) Uani 1 1 d . . .
H4A H 1.0736 0.3562 0.4813 0.025 Uiso 1 1 calc R . .
H4B H 1.0894 0.1635 0.5421 0.025 Uiso 1 1 calc R . .
H4C H 0.9966 0.1798 0.4470 0.025 Uiso 1 1 calc R . .
C5 C 1.2350(4) -0.0010(7) 0.1837(3) 0.0170(10) Uani 1 1 d . . .
H5A H 1.1632 -0.0452 0.1505 0.025 Uiso 1 1 calc R . .
H5B H 1.2886 -0.1043 0.1887 0.025 Uiso 1 1 calc R . .
H5C H 1.2619 0.1015 0.1449 0.025 Uiso 1 1 calc R . .
C6 C 0.8072(5) 0.0887(6) 0.1830(4) 0.0118(11) Uani 1 1 d . . .
C7 C 0.7237(4) 0.0281(7) 0.2369(3) 0.0131(9) Uani 1 1 d . . .
C8 C 0.6113(4) 0.0411(7) 0.2042(3) 0.0142(9) Uani 1 1 d . . .
C9 C 0.5777(4) 0.1175(6) 0.1120(4) 0.0140(10) Uani 1 1 d . . .
C10 C 0.6543(4) 0.1749(7) 0.0538(3) 0.0134(9) Uani 1 1 d . . .
C11 C 0.7656(3) 0.1575(7) 0.0899(4) 0.0134(9) Uani 1 1 d . . .
F1 F 0.7517(2) -0.0455(4) 0.3295(2) 0.0188(6) Uani 1 1 d . . .
F2 F 0.53539(19) -0.0232(5) 0.26067(18) 0.0244(7) Uani 1 1 d . . .
F3 F 0.4680(2) 0.1331(4) 0.0796(2) 0.0225(6) Uani 1 1 d . . .
F4 F 0.6209(2) 0.2504(4) -0.03615(18) 0.0206(6) Uani 1 1 d . . .
F5 F 0.8380(2) 0.2206(4) 0.02809(19) 0.0180(6) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 2.018(5) . ?
Au1 C6 2.024(6) . ?
N1 C1 1.354(7) . ?
N1 C2 1.376(7) . ?
N1 C5 1.454(6) . ?
N2 C1 1.337(6) . ?
N2 C3 1.375(6) . ?
N2 C4 1.464(5) . ?
C2 C3 1.350(7) . ?
C6 C11 1.383(7) . ?
C6 C7 1.392(7) . ?
C7 F1 1.359(5) . ?
C7 C8 1.383(7) . ?
C8 F2 1.351(5) . ?
C8 C9 1.373(7) . ?
C9 F3 1.353(6) . ?
C9 C10 1.358(7) . ?
C10 F4 1.344(5) . ?
C10 C11 1.382(6) . ?
C11 F5 1.366(5) . ?

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
_geom_angle_publ_flag
C1 Au1 C6 174.21(17) . . ?
C1 N1 C2 110.8(4) . . ?
C1 N1 C5 125.2(4) . . ?
C2 N1 C5 123.9(4) . . ?
C1 N2 C3 111.6(4) . . ?
C1 N2 C4 123.6(4) . . ?
C3 N2 C4 124.7(4) . . ?
N2 C1 N1 104.6(4) . . ?
N2 C1 Au1 125.7(4) . . ?
N1 C1 Au1 129.7(4) . . ?
C3 C2 N1 106.6(4) . . ?
C2 C3 N2 106.3(4) . . ?
C11 C6 C7 112.5(5) . . ?
C11 C6 Au1 126.1(4) . . ?
C7 C6 Au1 121.3(4) . . ?
F1 C7 C8 116.0(4) . . ?
F1 C7 C6 119.4(4) . . ?
C8 C7 C6 124.6(4) . . ?
F2 C8 C9 120.2(4) . . ?
F2 C8 C7 121.0(4) . . ?
C9 C8 C7 118.8(4) . . ?
F3 C9 C10 120.5(5) . . ?
F3 C9 C8 119.4(4) . . ?
C10 C9 C8 120.1(4) . . ?
F4 C10 C9 119.7(4) . . ?
F4 C10 C11 121.5(4) . . ?
C9 C10 C11 118.7(4) . . ?
F5 C11 C10 115.6(4) . . ?
F5 C11 C6 119.1(4) . . ?
C10 C11 C6 125.3(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.367
_refine_diff_density_min         -2.667
_refine_diff_density_rms         0.237
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_c532
_database_code_depnum_ccdc_archive 'CCDC 1482286'
_audit_update_record             
;
2016-05-27 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 Au F5 N2'
_chemical_formula_weight         516.26

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'
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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2638(2)
_cell_length_b                   9.9251(3)
_cell_length_c                   10.7976(3)
_cell_angle_alpha                104.458(2)
_cell_angle_beta                 104.138(2)
_cell_angle_gamma                114.790(2)
_cell_volume                     801.05(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14076
_cell_measurement_theta_min      3.4230
_cell_measurement_theta_max      31.1500

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.32
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.140
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488
_exptl_absorpt_coefficient_mu    9.233
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1195
_exptl_absorpt_correction_T_max  0.1561
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω rotations'
_diffrn_detector_area_resol_mean 16.0655
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18749
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.85
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2973
_reflns_number_gt                2910
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XP
_computing_publication_material  XCIF

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0232P)²+0.8805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2973
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0166
_refine_ls_wR_factor_ref         0.0410
_refine_ls_wR_factor_gt          0.0407
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_assembly
_atom_site_disorder_group
Au1 Au 0.530802(14) 0.308581(12) 0.038491(11) 0.01167(5) Uani 1 1 d . . .
N1 N 0.7124(3) 0.6462(3) 0.2748(3) 0.0133(5) Uani 1 1 d . . .
N2 N 0.4441(3) 0.5028(3) 0.2370(3) 0.0142(6) Uani 1 1 d . . .
C1 C 0.5679(4) 0.4989(4) 0.1928(3) 0.0123(6) Uani 1 1 d . . .
C2 C 0.5100(4) 0.6502(4) 0.3441(3) 0.0180(7) Uani 1 1 d . . .
H2 H 0.4488 0.6820 0.3921 0.022 Uiso 1 1 calc R . .
C3 C 0.6770(4) 0.7395(4) 0.3669(3) 0.0172(7) Uani 1 1 d . . .
H3 H 0.7565 0.8472 0.4341 0.021 Uiso 1 1 calc R . .
C4 C 0.2649(4) 0.3655(4) 0.1810(3) 0.0170(7) Uani 1 1 d . . .
H4 H 0.2522 0.2755 0.1037 0.020 Uiso 1 1 calc R . .
C5 C 0.1363(4) 0.4120(4) 0.1210(4) 0.0204(7) Uani 1 1 d . . .
H5A H 0.1411 0.4955 0.1960 0.031 Uiso 1 1 calc R . .
H5B H 0.0193 0.3165 0.0761 0.031 Uiso 1 1 calc R . .
H5C H 0.1652 0.4543 0.0521 0.031 Uiso 1 1 calc R . .
C6 C 0.2335(5) 0.3054(4) 0.2949(4) 0.0230(7) Uani 1 1 d . . .
H6A H 0.3215 0.2793 0.3318 0.035 Uiso 1 1 calc R . .
H6B H 0.1182 0.2083 0.2555 0.035 Uiso 1 1 calc R . .
H6C H 0.2406 0.3902 0.3703 0.035 Uiso 1 1 calc R . .
C7 C 0.8823(4) 0.6981(4) 0.2664(3) 0.0154(6) Uani 1 1 d . . .
H7 H 0.8699 0.6079 0.1895 0.019 Uiso 1 1 calc R . .
C8 C 1.0154(5) 0.7292(4) 0.4011(4) 0.0230(7) Uani 1 1 d . . .
H8A H 1.0323 0.8194 0.4778 0.035 Uiso 1 1 calc R . .
H8B H 1.1256 0.7565 0.3914 0.035 Uiso 1 1 calc R . .
H8C H 0.9741 0.6318 0.4209 0.035 Uiso 1 1 calc R . .
C9 C 0.9377(4) 0.8452(4) 0.2296(4) 0.0204(7) Uani 1 1 d . . .
H9A H 0.8468 0.8207 0.1438 0.031 Uiso 1 1 calc R . .
H9B H 1.0454 0.8726 0.2156 0.031 Uiso 1 1 calc R . .
H9C H 0.9564 0.9371 0.3057 0.031 Uiso 1 1 calc R . .
C10 C 0.4673(4) 0.1017(4) -0.1169(3) 0.0137(6) Uani 1 1 d . . .
C11 C 0.5636(4) 0.0904(4) -0.1974(3) 0.0145(6) Uani 1 1 d . . .
C12 C 0.5152(4) -0.0509(4) -0.3023(3) 0.0161(7) Uani 1 1 d . . .
C13 C 0.3677(4) -0.1918(4) -0.3307(3) 0.0143(6) Uani 1 1 d . . .
C14 C 0.2692(4) -0.1868(4) -0.2534(3) 0.0134(6) Uani 1 1 d . . .
C15 C 0.3220(4) -0.0418(4) -0.1507(3) 0.0141(6) Uani 1 1 d . . .
F1 F 0.7126(2) 0.2226(2) -0.1735(2) 0.0215(4) Uani 1 1 d . . .
F2 F 0.6098(3) -0.0547(2) -0.3797(2) 0.0233(4) Uani 1 1 d . . .
F3 F 0.3199(3) -0.3320(2) -0.4313(2) 0.0210(4) Uani 1 1 d . . .
F4 F 0.1249(2) -0.3241(2) -0.2820(2) 0.0204(4) Uani 1 1 d . . .
F5 F 0.2194(2) -0.0461(2) -0.07873(19) 0.0185(4) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 2.017(3) . ?
Au1 C10 2.040(3) . ?
N1 C1 1.359(4) . ?
N1 C3 1.381(4) . ?
N1 C7 1.472(4) . ?
N2 C1 1.357(4) . ?
N2 C2 1.382(4) . ?
N2 C4 1.476(4) . ?
C2 C3 1.339(5) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.512(5) . ?
C4 C6 1.533(4) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.520(4) . ?
C7 C9 1.521(4) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.366(5) . ?
C10 C11 1.406(5) . ?
C11 F1 1.353(4) . ?
C11 C12 1.372(5) . ?
C12 F2 1.356(4) . ?
C12 C13 1.376(5) . ?
C13 F3 1.344(4) . ?
C13 C14 1.386(4) . ?
C14 F4 1.342(3) . ?
C14 C15 1.374(4) . ?
C15 F5 1.360(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
_geom_angle_publ_flag
C1 Au1 C10 173.66(12) . . ?
C1 N1 C3 110.4(3) . . ?
C1 N1 C7 124.5(3) . . ?
C3 N1 C7 125.0(3) . . ?
C1 N2 C2 110.9(3) . . ?
C1 N2 C4 124.2(3) . . ?
C2 N2 C4 124.9(3) . . ?
N2 C1 N1 104.6(3) . . ?
N2 C1 Au1 124.8(2) . . ?
N1 C1 Au1 130.6(2) . . ?
C3 C2 N2 106.7(3) . . ?
C3 C2 H2 126.7 . . ?
N2 C2 H2 126.7 . . ?
C2 C3 N1 107.4(3) . . ?
C2 C3 H3 126.3 . . ?
N1 C3 H3 126.3 . . ?
N2 C4 C5 110.8(3) . . ?
N2 C4 C6 109.5(3) . . ?
C5 C4 C6 112.7(3) . . ?
N2 C4 H4 107.9 . . ?
C5 C4 H4 107.9 . . ?
C6 C4 H4 107.9 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 C8 110.5(3) . . ?
N1 C7 C9 110.1(3) . . ?
C8 C7 C9 112.3(3) . . ?
N1 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
C9 C7 H7 107.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 114.0(3) . . ?
C15 C10 Au1 120.9(2) . . ?
C11 C10 Au1 125.2(2) . . ?
F1 C11 C12 116.2(3) . . ?
F1 C11 C10 120.4(3) . . ?
C12 C11 C10 123.3(3) . . ?
F2 C12 C11 121.2(3) . . ?
F2 C12 C13 119.0(3) . . ?
C11 C12 C13 119.9(3) . . ?
F3 C13 C12 120.7(3) . . ?
F3 C13 C14 120.4(3) . . ?
C12 C13 C14 118.8(3) . . ?
F4 C14 C15 122.2(3) . . ?
F4 C14 C13 118.7(3) . . ?
C15 C14 C13 119.1(3) . . ?
F5 C15 C10 119.3(3) . . ?
F5 C15 C14 115.9(3) . . ?
C10 C15 C14 124.9(3) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N2 C1 N1 0.3(3) . . . . ?
C4 N2 C1 N1 -177.7(3) . . . . ?
C2 N2 C1 Au1 -179.9(2) . . . . ?
C4 N2 C1 Au1 2.0(4) . . . . ?
C3 N1 C1 N2 -0.6(3) . . . . ?
C7 N1 C1 N2 179.3(3) . . . . ?
C3 N1 C1 Au1 179.7(2) . . . . ?
C7 N1 C1 Au1 -0.4(5) . . . . ?
C10 Au1 C1 N2 -10.2(11) . . . . ?
C10 Au1 C1 N1 169.5(9) . . . . ?
C1 N2 C2 C3 0.1(4) . . . . ?
C4 N2 C2 C3 178.1(3) . . . . ?
N2 C2 C3 N1 -0.4(4) . . . . ?
C1 N1 C3 C2 0.7(4) . . . . ?
C7 N1 C3 C2 -179.2(3) . . . . ?
C1 N2 C4 C5 -121.0(3) . . . . ?
C2 N2 C4 C5 61.3(4) . . . . ?
C1 N2 C4 C6 114.2(3) . . . . ?
C2 N2 C4 C6 -63.6(4) . . . . ?
C1 N1 C7 C8 -116.4(3) . . . . ?
C3 N1 C7 C8 63.5(4) . . . . ?
C1 N1 C7 C9 118.9(3) . . . . ?
C3 N1 C7 C9 -61.2(4) . . . . ?
C1 Au1 C10 C15 -7.7(11) . . . . ?
C1 Au1 C10 C11 172.6(9) . . . . ?
C15 C10 C11 F1 -178.7(3) . . . . ?
Au1 C10 C11 F1 1.1(4) . . . . ?
C15 C10 C11 C12 1.1(5) . . . . ?
Au1 C10 C11 C12 -179.2(2) . . . . ?
F1 C11 C12 F2 -2.2(5) . . . . ?
C10 C11 C12 F2 178.1(3) . . . . ?
F1 C11 C12 C13 178.2(3) . . . . ?
C10 C11 C12 C13 -1.5(5) . . . . ?
F2 C12 C13 F3 1.6(5) . . . . ?
C11 C12 C13 F3 -178.8(3) . . . . ?
F2 C12 C13 C14 -178.6(3) . . . . ?
C11 C12 C13 C14 1.0(5) . . . . ?
F3 C13 C14 F4 -0.6(4) . . . . ?
C12 C13 C14 F4 179.6(3) . . . . ?
F3 C13 C14 C15 179.6(3) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
C11 C10 C15 F5 179.3(3) . . . . ?
Au1 C10 C15 F5 -0.4(4) . . . . ?
C11 C10 C15 C14 -0.2(5) . . . . ?
Au1 C10 C15 C14 -180.0(2) . . . . ?
F4 C14 C15 F5 0.5(4) . . . . ?
C13 C14 C15 F5 -179.7(3) . . . . ?
F4 C14 C15 C10 -179.9(3) . . . . ?
C13 C14 C15 C10 -0.2(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.126
_refine_diff_density_min         -1.086
_refine_diff_density_rms         0.105
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_c528
_database_code_depnum_ccdc_archive 'CCDC 1482287'
_audit_update_record             
;
2016-05-27 deposited with the CCDC.
2016-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H32 Au F5 N2'
_chemical_formula_weight         700.53

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'
Au Au -2.0133 8.8022 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.6316(3)
_cell_length_b                   6.73754(8)
_cell_length_c                   23.1802(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.7968(15)
_cell_angle_gamma                90.00
_cell_volume                     2473.18(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    27915
_cell_measurement_theta_min      3.5420
_cell_measurement_theta_max      31.0550

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.881
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1376
_exptl_absorpt_coefficient_mu    6.008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1973
_exptl_absorpt_correction_T_max  0.6450
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω rotations'
_diffrn_detector_area_resol_mean 16.0655
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            53648
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         25.50
_reflns_number_total             4588
_reflns_number_gt                4307
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XP
_computing_publication_material  XCIF

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0150P)²+3.3596P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4588
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0145
_refine_ls_wR_factor_ref         0.0349
_refine_ls_wR_factor_gt          0.0342
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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_assembly
_atom_site_disorder_group
Au1 Au 0.256811(5) 0.081778(13) 0.445621(4) 0.01073(4) Uani 1 1 d . . .
N1 N 0.30267(12) 0.1731(3) 0.33026(8) 0.0108(4) Uani 1 1 d . . .
N2 N 0.20109(12) 0.3637(3) 0.33690(8) 0.0110(4) Uani 1 1 d . . .
C1 C 0.25452(14) 0.2172(3) 0.36663(10) 0.0117(5) Uani 1 1 d . . .
C2 C 0.27824(14) 0.2879(3) 0.27831(10) 0.0133(5) Uani 1 1 d . . .
H2 H 0.3017 0.2841 0.2458 0.016 Uiso 1 1 calc R . .
C3 C 0.21522(15) 0.4057(3) 0.28251(10) 0.0136(5) Uani 1 1 d . . .
H3 H 0.1857 0.5006 0.2534 0.016 Uiso 1 1 calc R . .
C4 C 0.37354(14) 0.0254(3) 0.34483(10) 0.0117(5) Uani 1 1 d . . .
C5 C 0.41185(15) 0.0161(4) 0.29252(10) 0.0140(5) Uani 1 1 d . . .
H5A H 0.3679 -0.0226 0.2547 0.017 Uiso 1 1 calc R . .
H5B H 0.4337 0.1485 0.2863 0.017 Uiso 1 1 calc R . .
C6 C 0.33975(14) -0.1812(3) 0.35310(11) 0.0139(5) Uani 1 1 d . . .
H6A H 0.3136 -0.1774 0.3861 0.017 Uiso 1 1 calc R . .
H6B H 0.2960 -0.2216 0.3154 0.017 Uiso 1 1 calc R . .
C7 C 0.44239(15) 0.0882(3) 0.40269(10) 0.0134(5) Uani 1 1 d . . .
H7A H 0.4642 0.2210 0.3969 0.016 Uiso 1 1 calc R . .
H7B H 0.4184 0.0962 0.4368 0.016 Uiso 1 1 calc R . .
C8 C 0.48393(15) -0.1359(4) 0.30731(11) 0.0165(5) Uani 1 1 d . . .
H8 H 0.5086 -0.1412 0.2730 0.020 Uiso 1 1 calc R . .
C9 C 0.41227(15) -0.3320(4) 0.36851(11) 0.0167(5) Uani 1 1 d . . .
H9 H 0.3902 -0.4658 0.3746 0.020 Uiso 1 1 calc R . .
C10 C 0.45027(16) -0.3413(4) 0.31613(11) 0.0181(5) Uani 1 1 d . . .
H10A H 0.4967 -0.4395 0.3254 0.022 Uiso 1 1 calc R . .
H10B H 0.4066 -0.3832 0.2785 0.022 Uiso 1 1 calc R . .
C11 C 0.51461(15) -0.0633(4) 0.41746(11) 0.0160(5) Uani 1 1 d . . .
H11 H 0.5593 -0.0223 0.4553 0.019 Uiso 1 1 calc R . .
C12 C 0.48052(15) -0.2683(4) 0.42668(11) 0.0177(5) Uani 1 1 d . . .
H12A H 0.4563 -0.2633 0.4607 0.021 Uiso 1 1 calc R . .
H12B H 0.5271 -0.3663 0.4369 0.021 Uiso 1 1 calc R . .
C13 C 0.55225(15) -0.0723(4) 0.36493(11) 0.0174(5) Uani 1 1 d . . .
H13A H 0.5746 0.0597 0.3589 0.021 Uiso 1 1 calc R . .
H13B H 0.5995 -0.1685 0.3744 0.021 Uiso 1 1 calc R . .
C14 C 0.12890(14) 0.4480(3) 0.35510(10) 0.0114(5) Uani 1 1 d . . .
C15 C 0.09255(15) 0.6313(3) 0.31652(10) 0.0136(5) Uani 1 1 d . . .
H15A H 0.0743 0.5953 0.2730 0.016 Uiso 1 1 calc R . .
H15B H 0.1365 0.7354 0.3231 0.016 Uiso 1 1 calc R . .
C16 C 0.15773(14) 0.5116(4) 0.42189(10) 0.0129(5) Uani 1 1 d . . .
H16A H 0.1841 0.3977 0.4478 0.015 Uiso 1 1 calc R . .
H16B H 0.2003 0.6187 0.4281 0.015 Uiso 1 1 calc R . .
C17 C 0.06049(14) 0.2882(3) 0.34408(10) 0.0138(5) Uani 1 1 d . . .
H17A H 0.0835 0.1693 0.3687 0.017 Uiso 1 1 calc R . .
H17B H 0.0424 0.2491 0.3008 0.017 Uiso 1 1 calc R . .
C18 C 0.01676(15) 0.7107(3) 0.33443(11) 0.0152(5) Uani 1 1 d . . .
H18 H -0.0067 0.8303 0.3094 0.018 Uiso 1 1 calc R . .
C19 C 0.08147(15) 0.5856(3) 0.43973(11) 0.0145(5) Uani 1 1 d . . .
H19 H 0.1001 0.6224 0.4836 0.017 Uiso 1 1 calc R . .
C20 C -0.05177(15) 0.5503(4) 0.32281(11) 0.0174(5) Uani 1 1 d . . .
H20A H -0.0707 0.5143 0.2793 0.021 Uiso 1 1 calc R . .
H20B H -0.1011 0.6012 0.3337 0.021 Uiso 1 1 calc R . .
C21 C 0.04472(15) 0.7683(4) 0.40174(10) 0.0163(5) Uani 1 1 d . . .
H21A H 0.0878 0.8745 0.4093 0.020 Uiso 1 1 calc R . .
H21B H -0.0042 0.8190 0.4132 0.020 Uiso 1 1 calc R . .
C22 C -0.01547(15) 0.3669(4) 0.36123(11) 0.0167(5) Uani 1 1 d . . .
H22 H -0.0598 0.2615 0.3540 0.020 Uiso 1 1 calc R . .
C23 C 0.01354(15) 0.4242(4) 0.42852(11) 0.0168(5) Uani 1 1 d . . .
H23A H -0.0352 0.4738 0.4404 0.020 Uiso 1 1 calc R . .
H23B H 0.0366 0.3061 0.4535 0.020 Uiso 1 1 calc R . .
C24 C 0.25290(14) -0.0524(3) 0.52367(10) 0.0129(5) Uani 1 1 d . . .
C25 C 0.29063(14) -0.2327(4) 0.54491(10) 0.0134(5) Uani 1 1 d . . .
C26 C 0.28439(14) -0.3250(4) 0.59670(11) 0.0160(5) Uani 1 1 d . . .
C27 C 0.23979(15) -0.2344(4) 0.63028(10) 0.0164(5) Uani 1 1 d . . .
C28 C 0.20199(15) -0.0537(4) 0.61169(10) 0.0155(5) Uani 1 1 d . . .
C29 C 0.20911(15) 0.0315(4) 0.55947(11) 0.0144(5) Uani 1 1 d . . .
F1 F 0.33796(9) -0.3274(2) 0.51520(6) 0.0190(3) Uani 1 1 d . . .
F2 F 0.32332(9) -0.4992(2) 0.61584(7) 0.0255(3) Uani 1 1 d . . .
F3 F 0.23397(9) -0.3185(2) 0.68169(6) 0.0253(3) Uani 1 1 d . . .
F4 F 0.15910(9) 0.0372(2) 0.64502(6) 0.0227(3) Uani 1 1 d . . .
F5 F 0.16987(9) 0.2092(2) 0.54420(6) 0.0208(3) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 2.035(2) . ?
Au1 C24 2.041(2) . ?
N1 C1 1.361(3) . ?
N1 C2 1.384(3) . ?
N1 C4 1.500(3) . ?
N2 C1 1.366(3) . ?
N2 C3 1.380(3) . ?
N2 C14 1.501(3) . ?
C2 C3 1.342(3) . ?
C4 C7 1.533(3) . ?
C4 C5 1.534(3) . ?
C4 C6 1.535(3) . ?
C5 C8 1.534(3) . ?
C6 C9 1.533(3) . ?
C7 C11 1.533(3) . ?
C8 C13 1.527(3) . ?
C8 C10 1.530(3) . ?
C9 C10 1.532(3) . ?
C9 C12 1.535(3) . ?
C11 C13 1.531(3) . ?
C11 C12 1.533(3) . ?
C14 C17 1.530(3) . ?
C14 C16 1.535(3) . ?
C14 C15 1.536(3) . ?
C15 C18 1.539(3) . ?
C16 C19 1.533(3) . ?
C17 C22 1.530(3) . ?
C18 C20 1.534(3) . ?
C18 C21 1.535(3) . ?
C19 C21 1.529(3) . ?
C19 C23 1.532(3) . ?
C20 C22 1.535(3) . ?
C22 C23 1.535(3) . ?
C24 C29 1.381(3) . ?
C24 C25 1.387(3) . ?
C25 F1 1.354(3) . ?
C25 C26 1.384(3) . ?
C26 F2 1.348(3) . ?
C26 C27 1.372(3) . ?
C27 F3 1.349(3) . ?
C27 C28 1.378(3) . ?
C28 F4 1.348(3) . ?
C28 C29 1.377(3) . ?
C29 F5 1.358(3) . ?

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
_geom_angle_publ_flag
C1 Au1 C24 177.22(9) . . ?
C1 N1 C2 110.19(19) . . ?
C1 N1 C4 125.15(18) . . ?
C2 N1 C4 124.64(18) . . ?
C1 N2 C3 110.06(19) . . ?
C1 N2 C14 125.79(18) . . ?
C3 N2 C14 123.60(19) . . ?
N1 C1 N2 105.09(19) . . ?
N1 C1 Au1 127.34(16) . . ?
N2 C1 Au1 127.47(16) . . ?
C3 C2 N1 107.2(2) . . ?
C2 C3 N2 107.4(2) . . ?
N1 C4 C7 109.84(18) . . ?
N1 C4 C5 109.67(18) . . ?
C7 C4 C5 108.86(18) . . ?
N1 C4 C6 109.70(18) . . ?
C7 C4 C6 110.20(19) . . ?
C5 C4 C6 108.56(19) . . ?
C8 C5 C4 109.62(19) . . ?
C9 C6 C4 109.75(19) . . ?
C11 C7 C4 109.66(19) . . ?
C13 C8 C10 110.0(2) . . ?
C13 C8 C5 109.29(19) . . ?
C10 C8 C5 109.93(19) . . ?
C10 C9 C6 109.2(2) . . ?
C10 C9 C12 109.5(2) . . ?
C6 C9 C12 109.72(19) . . ?
C8 C10 C9 108.98(19) . . ?
C13 C11 C7 109.4(2) . . ?
C13 C11 C12 109.47(19) . . ?
C7 C11 C12 109.46(19) . . ?
C11 C12 C9 109.6(2) . . ?
C8 C13 C11 109.34(19) . . ?
N2 C14 C17 107.76(18) . . ?
N2 C14 C16 111.04(18) . . ?
C17 C14 C16 110.60(19) . . ?
N2 C14 C15 110.30(18) . . ?
C17 C14 C15 109.17(19) . . ?
C16 C14 C15 107.96(18) . . ?
C14 C15 C18 109.37(18) . . ?
C19 C16 C14 109.50(19) . . ?
C14 C17 C22 110.11(19) . . ?
C20 C18 C21 109.55(19) . . ?
C20 C18 C15 109.49(19) . . ?
C21 C18 C15 110.08(19) . . ?
C21 C19 C23 109.3(2) . . ?
C21 C19 C16 108.95(19) . . ?
C23 C19 C16 110.59(19) . . ?
C18 C20 C22 109.04(19) . . ?
C19 C21 C18 108.98(19) . . ?
C17 C22 C23 108.85(19) . . ?
C17 C22 C20 109.74(19) . . ?
C23 C22 C20 109.4(2) . . ?
C19 C23 C22 109.73(19) . . ?
C29 C24 C25 114.2(2) . . ?
C29 C24 Au1 121.13(17) . . ?
C25 C24 Au1 124.68(17) . . ?
F1 C25 C26 116.1(2) . . ?
F1 C25 C24 120.2(2) . . ?
C26 C25 C24 123.8(2) . . ?
F2 C26 C27 119.3(2) . . ?
F2 C26 C25 121.4(2) . . ?
C27 C26 C25 119.3(2) . . ?
F3 C27 C26 120.7(2) . . ?
F3 C27 C28 119.9(2) . . ?
C26 C27 C28 119.3(2) . . ?
F4 C28 C29 121.2(2) . . ?
F4 C28 C27 119.5(2) . . ?
C29 C28 C27 119.3(2) . . ?
F5 C29 C28 115.7(2) . . ?
F5 C29 C24 120.2(2) . . ?
C28 C29 C24 124.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.853
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.074
