#------------------------------------------------------------------------------
#$Date: 2020-11-27 01:50:53 +0200 (Fri, 27 Nov 2020) $
#$Revision: 259265 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/53/4135380.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_4135380
loop_
_publ_author_name
'Sen, Sajal'
'Hufnagel, Stephanie'
'Maier, Esther Y.'
'Aguilar, Isaiah'
'Selvakumar, Jayaraman'
'DeVore, Jennie E.'
'Lynch, Vincent M.'
'Arumugam, Kuppuswamy'
'Cui, Zhengrong'
'Sessler, Jonathan L.'
'Arambula, Jonathan F.'
_publ_section_title
;
 Rationally Designed Redox-Active Au(I) N-Heterocyclic Carbene: An
 Immunogenic Cell Death Inducer.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c09753
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C35 H38 N2 O2, Au 1+, C3 H5 O 1-'
_chemical_formula_sum            'C38 H43 Au N2 O3'
_chemical_formula_weight         772.71
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.279(2)
_cell_length_b                   12.9540(12)
_cell_length_c                   12.0149(11)
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.7
_cell_measurement_theta_min      2.47
_cell_volume                     3311.9(5)
_computing_cell_refinement       'Apex II release 2010, Bruker AXS, Inc.'
_computing_data_collection       'Apex II release 2010, Bruker AXS, Inc.'
_computing_data_reduction        'Apex II release 2010, Bruker AXS, Inc.'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'SHELXL-2016/6, Sheldrick, G. M.'
_computing_structure_refinement  'Shelxl-2016/6, Sheldrick, G. M.'
_computing_structure_solution
;

Sheldrick, G. M. (2015).  SHELXT.  Acta Cryst. A71, 3-8.

;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type
'Nonius Kappa CCD with Bruker Apex II detector'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_unetI/netI     0.0589
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            51513
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.219
_diffrn_reflns_theta_min         2.312
_diffrn_source                   'sealed fine focus tube'
_exptl_absorpt_coefficient_mu    4.481
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.536
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS. G. M. Sheldrick.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_description       prism
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.094
_refine_diff_density_max         1.780
_refine_diff_density_min         -1.462
_refine_diff_density_rms         0.119
_refine_ls_abs_structure_details
;
 Flack x determined using 2930 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         8893
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0291P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0687
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.980
_reflns_number_gt                7162
_reflns_number_total             8893
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c09753_si_003.cif
_cod_data_source_block           shelx
_cod_database_code               4135380
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.311
_shelx_estimated_absorpt_t_max   0.678
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3210(3) 0.1672(4) 0.6596(5) 0.0124(11) Uani 1 1 d . . . . .
C2 C 0.3801(3) 0.2211(4) 0.5161(5) 0.0135(12) Uani 1 1 d . . . . .
C3 C 0.4295(3) 0.2691(5) 0.4479(5) 0.0152(12) Uani 1 1 d . . . . .
C4 C 0.4236(3) 0.2470(4) 0.3268(5) 0.0152(15) Uani 1 1 d . . . . .
C5 C 0.4724(3) 0.2740(5) 0.2571(5) 0.0205(14) Uani 1 1 d . . . . .
H5 H 0.508206 0.308719 0.286076 0.025 Uiso 1 1 calc R U . . .
C6 C 0.4693(4) 0.2504(5) 0.1442(6) 0.0257(16) Uani 1 1 d . . . . .
H6 H 0.503259 0.267985 0.096586 0.031 Uiso 1 1 calc R U . . .
C7 C 0.4173(4) 0.2017(5) 0.1010(5) 0.0236(15) Uani 1 1 d . . . . .
H7 H 0.415738 0.185623 0.023889 0.028 Uiso 1 1 calc R U . . .
C8 C 0.3676(3) 0.1762(5) 0.1685(5) 0.0199(13) Uani 1 1 d . . . . .
H8 H 0.331348 0.144375 0.137726 0.024 Uiso 1 1 calc R U . . .
C9 C 0.3704(3) 0.1968(4) 0.2821(4) 0.0135(14) Uani 1 1 d . . . . .
C10 C 0.3154(3) 0.1671(5) 0.3535(5) 0.0173(13) Uani 1 1 d . . . . .
C11 C 0.3287(3) 0.1752(4) 0.4732(5) 0.0130(12) Uani 1 1 d . . . . .
C12 C 0.4200(3) 0.2532(5) 0.7119(5) 0.0137(12) Uani 1 1 d . . . . .
C13 C 0.4597(3) 0.1815(5) 0.7616(5) 0.0172(13) Uani 1 1 d . . . . .
C14 C 0.5034(3) 0.2200(5) 0.8369(4) 0.0225(15) Uani 1 1 d . . . . .
H14 H 0.531814 0.173845 0.872085 0.027 Uiso 1 1 calc R U . . .
C15 C 0.5062(3) 0.3240(6) 0.8618(5) 0.0249(15) Uani 1 1 d . . . . .
H15 H 0.536759 0.348183 0.913249 0.030 Uiso 1 1 calc R U . . .
C16 C 0.4653(3) 0.3933(4) 0.8129(11) 0.0249(13) Uani 1 1 d . . . . .
H16 H 0.467490 0.464363 0.832005 0.030 Uiso 1 1 calc R U . . .
C17 C 0.4210(3) 0.3597(5) 0.7357(5) 0.0164(13) Uani 1 1 d . . . . .
C18 C 0.4576(3) 0.0675(5) 0.7307(5) 0.0215(14) Uani 1 1 d . . . . .
H18 H 0.412772 0.050850 0.713060 0.026 Uiso 1 1 calc R U . . .
C19 C 0.4948(4) 0.0457(6) 0.6279(6) 0.0350(19) Uani 1 1 d . . . . .
H19A H 0.479667 0.089512 0.566994 0.052 Uiso 1 1 calc R U . . .
H19B H 0.489926 -0.027018 0.607317 0.052 Uiso 1 1 calc R U . . .
H19C H 0.539296 0.060487 0.641890 0.052 Uiso 1 1 calc R U . . .
C20 C 0.4770(4) -0.0028(5) 0.8260(7) 0.038(2) Uani 1 1 d . . . . .
H20A H 0.471057 -0.074982 0.803973 0.057 Uiso 1 1 calc R U . . .
H20B H 0.451031 0.012149 0.891485 0.057 Uiso 1 1 calc R U . . .
H20C H 0.521283 0.009124 0.844045 0.057 Uiso 1 1 calc R U . . .
C21 C 0.3739(3) 0.4330(5) 0.6813(5) 0.0233(14) Uani 1 1 d . . . . .
H21 H 0.366160 0.407706 0.603875 0.028 Uiso 1 1 calc R U . . .
C22 C 0.3119(3) 0.4309(6) 0.7424(7) 0.0317(17) Uani 1 1 d . . . . .
H22A H 0.296024 0.359902 0.745083 0.048 Uiso 1 1 calc R U . . .
H22B H 0.281493 0.474752 0.703302 0.048 Uiso 1 1 calc R U . . .
H22C H 0.317799 0.456697 0.818313 0.048 Uiso 1 1 calc R U . . .
C23 C 0.3989(4) 0.5438(6) 0.6730(7) 0.040(2) Uani 1 1 d . . . . .
H23A H 0.370994 0.584670 0.625287 0.061 Uiso 1 1 calc R U . . .
H23B H 0.441230 0.542929 0.640864 0.061 Uiso 1 1 calc R U . . .
H23C H 0.400426 0.574679 0.747386 0.061 Uiso 1 1 calc R U . . .
C24 C 0.2354(3) 0.0813(5) 0.5552(5) 0.0152(12) Uani 1 1 d . . . . .
C25 C 0.2407(3) -0.0241(5) 0.5604(5) 0.0170(12) Uani 1 1 d . . . . .
C26 C 0.1847(3) -0.0825(5) 0.5585(6) 0.0241(14) Uani 1 1 d . . . . .
H26 H 0.186215 -0.155688 0.562047 0.029 Uiso 1 1 calc R U . . .
C27 C 0.1267(3) -0.0315(5) 0.5512(6) 0.0269(15) Uani 1 1 d . . . . .
H27 H 0.089105 -0.070954 0.548987 0.032 Uiso 1 1 calc R U . . .
C28 C 0.1230(3) 0.0747(5) 0.5471(5) 0.0228(14) Uani 1 1 d . . . . .
H28 H 0.083056 0.107184 0.543241 0.027 Uiso 1 1 calc R U . . .
C29 C 0.1776(3) 0.1355(4) 0.5486(5) 0.0171(13) Uani 1 1 d . . . . .
C30 C 0.3036(3) -0.0802(5) 0.5642(6) 0.0203(14) Uani 1 1 d . . . . .
H30 H 0.337112 -0.027173 0.576215 0.024 Uiso 1 1 calc R U . . .
C31 C 0.3070(4) -0.1568(6) 0.6607(6) 0.0361(19) Uani 1 1 d . . . . .
H31A H 0.296100 -0.121613 0.730238 0.054 Uiso 1 1 calc R U . . .
H31B H 0.349703 -0.184656 0.666141 0.054 Uiso 1 1 calc R U . . .
H31C H 0.277319 -0.213392 0.647515 0.054 Uiso 1 1 calc R U . . .
C32 C 0.3172(4) -0.1338(5) 0.4542(7) 0.0321(17) Uani 1 1 d . . . . .
H32A H 0.282757 -0.181215 0.436385 0.048 Uiso 1 1 calc R U . . .
H32B H 0.356574 -0.172708 0.460166 0.048 Uiso 1 1 calc R U . . .
H32C H 0.321079 -0.082067 0.395059 0.048 Uiso 1 1 calc R U . . .
C33 C 0.1737(3) 0.2511(5) 0.5462(5) 0.0193(13) Uani 1 1 d . . . . .
H33 H 0.216858 0.277865 0.530294 0.023 Uiso 1 1 calc R U . . .
C34 C 0.1540(4) 0.2929(6) 0.6596(6) 0.0311(17) Uani 1 1 d . . . . .
H34A H 0.112325 0.265938 0.678804 0.047 Uiso 1 1 calc R U . . .
H34B H 0.152424 0.368434 0.656765 0.047 Uiso 1 1 calc R U . . .
H34C H 0.184474 0.271103 0.715983 0.047 Uiso 1 1 calc R U . . .
C35 C 0.1306(3) 0.2896(5) 0.4535(6) 0.0285(16) Uani 1 1 d . . . . .
H35A H 0.145285 0.262822 0.381813 0.043 Uiso 1 1 calc R U . . .
H35B H 0.131085 0.365187 0.452013 0.043 Uiso 1 1 calc R U . . .
H35C H 0.087624 0.265364 0.467281 0.043 Uiso 1 1 calc R U . . .
N1 N 0.3743(2) 0.2166(4) 0.6308(4) 0.0118(10) Uani 1 1 d . . . . .
N2 N 0.2924(2) 0.1428(4) 0.5618(4) 0.0128(10) Uani 1 1 d . . . . .
O1 O 0.4722(2) 0.3202(4) 0.4865(4) 0.0247(11) Uani 1 1 d . . . . .
O2 O 0.2664(2) 0.1357(3) 0.3171(7) 0.0251(11) Uani 1 1 d . . . . .
Au1 Au 0.29006(2) 0.11756(2) 0.80873(4) 0.01518(6) Uani 1 1 d . . . . .
O1A O 0.2102(3) -0.1110(4) 0.9155(5) 0.0339(13) Uani 1 1 d . . . . .
C2A C 0.2050(3) -0.0181(5) 0.9163(5) 0.0217(14) Uani 1 1 d . . . . .
C3A C 0.1454(3) 0.0282(6) 0.8700(7) 0.039(2) Uani 1 1 d . . . . .
H3A1 H 0.146767 0.026210 0.788476 0.058 Uiso 1 1 calc R U . . .
H3A2 H 0.141604 0.099923 0.894971 0.058 Uiso 1 1 calc R U . . .
H3A3 H 0.109169 -0.011529 0.896418 0.058 Uiso 1 1 calc R U . . .
C1A C 0.2544(3) 0.0543(5) 0.9553(5) 0.0221(14) Uani 1 1 d . . . . .
H1A1 H 0.287554 0.017280 0.997003 0.027 Uiso 1 1 calc R U . . .
H1A2 H 0.236216 0.108562 1.003585 0.027 Uiso 1 1 calc R U . . .
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'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
N1 C1 N2 105.4(5) . . ?
N1 C1 Au1 130.9(4) . . ?
N2 C1 Au1 123.2(4) . . ?
C11 C2 N1 106.8(5) . . ?
C11 C2 C3 123.6(5) . . ?
N1 C2 C3 129.5(6) . . ?
O1 C3 C2 123.5(6) . . ?
O1 C3 C4 122.8(6) . . ?
C2 C3 C4 113.7(5) . . ?
C5 C4 C9 119.3(6) . . ?
C5 C4 C3 118.7(6) . . ?
C9 C4 C3 121.9(5) . . ?
C4 C5 C6 119.9(6) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 120.5(7) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C6 120.4(6) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.1(6) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C4 119.7(6) . . ?
C8 C9 C10 118.6(6) . . ?
C4 C9 C10 121.7(5) . . ?
O2 C10 C11 123.2(7) . . ?
O2 C10 C9 123.7(6) . . ?
C11 C10 C9 113.1(5) . . ?
C2 C11 N2 107.0(5) . . ?
C2 C11 C10 124.2(6) . . ?
N2 C11 C10 128.8(5) . . ?
C13 C12 C17 124.0(6) . . ?
C13 C12 N1 118.4(5) . . ?
C17 C12 N1 117.6(5) . . ?
C12 C13 C14 116.5(6) . . ?
C12 C13 C18 121.7(5) . . ?
C14 C13 C18 121.8(6) . . ?
C15 C14 C13 121.4(6) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 120.9(6) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C17 120.5(6) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 116.8(6) . . ?
C16 C17 C21 122.4(5) . . ?
C12 C17 C21 120.8(5) . . ?
C19 C18 C20 111.4(6) . . ?
C19 C18 C13 111.6(6) . . ?
C20 C18 C13 112.9(5) . . ?
C19 C18 H18 106.8 . . ?
C20 C18 H18 106.8 . . ?
C13 C18 H18 106.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C17 110.8(5) . . ?
C22 C21 C23 110.6(6) . . ?
C17 C21 C23 112.5(6) . . ?
C22 C21 H21 107.6 . . ?
C17 C21 H21 107.6 . . ?
C23 C21 H21 107.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C29 124.5(6) . . ?
C25 C24 N2 118.4(6) . . ?
C29 C24 N2 117.0(5) . . ?
C24 C25 C26 117.6(6) . . ?
C24 C25 C30 123.2(6) . . ?
C26 C25 C30 119.2(6) . . ?
C27 C26 C25 119.4(6) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C28 C27 C26 121.5(6) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 120.8(6) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C28 C29 C24 116.1(6) . . ?
C28 C29 C33 120.9(6) . . ?
C24 C29 C33 122.9(6) . . ?
C32 C30 C25 111.0(6) . . ?
C32 C30 C31 110.7(6) . . ?
C25 C30 C31 111.9(6) . . ?
C32 C30 H30 107.7 . . ?
C25 C30 H30 107.7 . . ?
C31 C30 H30 107.7 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C33 C34 110.6(5) . . ?
C29 C33 C35 111.9(5) . . ?
C34 C33 C35 111.7(5) . . ?
C29 C33 H33 107.4 . . ?
C34 C33 H33 107.4 . . ?
C35 C33 H33 107.4 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C1 N1 C2 110.5(5) . . ?
C1 N1 C12 123.0(5) . . ?
C2 N1 C12 126.4(5) . . ?
C1 N2 C11 110.2(5) . . ?
C1 N2 C24 123.2(5) . . ?
C11 N2 C24 126.2(5) . . ?
C1 Au1 C1A 174.6(2) . . ?
O1A C2A C1A 124.6(7) . . ?
O1A C2A C3A 118.0(7) . . ?
C1A C2A C3A 117.4(6) . . ?
C2A C3A H3A1 109.5 . . ?
C2A C3A H3A2 109.5 . . ?
H3A1 C3A H3A2 109.5 . . ?
C2A C3A H3A3 109.5 . . ?
H3A1 C3A H3A3 109.5 . . ?
H3A2 C3A H3A3 109.5 . . ?
C2A C1A Au1 103.9(4) . . ?
C2A C1A H1A1 111.0 . . ?
Au1 C1A H1A1 111.0 . . ?
C2A C1A H1A2 111.0 . . ?
Au1 C1A H1A2 111.0 . . ?
H1A1 C1A H1A2 109.0 . . ?
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
C1 N1 1.348(7) . ?
C1 N2 1.360(7) . ?
C1 Au1 2.015(6) . ?
C2 C11 1.348(8) . ?
C2 N1 1.385(7) . ?
C2 C3 1.470(8) . ?
C3 O1 1.217(7) . ?
C3 C4 1.488(8) . ?
C4 C5 1.381(8) . ?
C4 C9 1.411(8) . ?
C5 C6 1.392(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.374(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.392(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.501(8) . ?
C10 O2 1.203(8) . ?
C10 C11 1.468(8) . ?
C11 N2 1.380(7) . ?
C12 C13 1.389(8) . ?
C12 C17 1.409(8) . ?
C12 N1 1.456(7) . ?
C13 C14 1.390(8) . ?
C13 C18 1.523(9) . ?
C14 C15 1.381(10) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(11) . ?
C16 H16 0.9500 . ?
C17 C21 1.527(9) . ?
C18 C19 1.495(9) . ?
C18 C20 1.520(9) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.510(10) . ?
C21 C23 1.535(9) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.371(8) . ?
C24 C29 1.419(10) . ?
C24 N2 1.454(8) . ?
C25 C26 1.412(9) . ?
C25 C30 1.524(9) . ?
C26 C27 1.402(10) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.403(9) . ?
C28 H28 0.9500 . ?
C29 C33 1.499(8) . ?
C30 C32 1.521(10) . ?
C30 C31 1.528(10) . ?
C30 H30 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.525(9) . ?
C33 C35 1.527(9) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
Au1 C1A 2.085(6) . ?
O1A C2A 1.209(8) . ?
C2A C1A 1.484(10) . ?
C2A C3A 1.510(9) . ?
C3A H3A1 0.9800 . ?
C3A H3A2 0.9800 . ?
C3A H3A3 0.9800 . ?
C1A H1A1 0.9900 . ?
C1A H1A2 0.9900 . ?
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
C11 C2 C3 O1 171.6(6) . . . . ?
N1 C2 C3 O1 -5.4(11) . . . . ?
C11 C2 C3 C4 -10.1(9) . . . . ?
N1 C2 C3 C4 173.0(6) . . . . ?
O1 C3 C4 C5 8.5(9) . . . . ?
C2 C3 C4 C5 -169.9(5) . . . . ?
O1 C3 C4 C9 -173.3(6) . . . . ?
C2 C3 C4 C9 8.3(8) . . . . ?
C9 C4 C5 C6 -0.9(9) . . . . ?
C3 C4 C5 C6 177.3(5) . . . . ?
C4 C5 C6 C7 1.1(10) . . . . ?
C5 C6 C7 C8 0.3(10) . . . . ?
C6 C7 C8 C9 -1.9(10) . . . . ?
C7 C8 C9 C4 2.0(9) . . . . ?
C7 C8 C9 C10 -179.5(6) . . . . ?
C5 C4 C9 C8 -0.6(8) . . . . ?
C3 C4 C9 C8 -178.8(5) . . . . ?
C5 C4 C9 C10 -179.0(5) . . . . ?
C3 C4 C9 C10 2.8(8) . . . . ?
C8 C9 C10 O2 -7.7(9) . . . . ?
C4 C9 C10 O2 170.7(6) . . . . ?
C8 C9 C10 C11 169.4(5) . . . . ?
C4 C9 C10 C11 -12.2(8) . . . . ?
N1 C2 C11 N2 -0.4(7) . . . . ?
C3 C2 C11 N2 -177.9(5) . . . . ?
N1 C2 C11 C10 177.7(5) . . . . ?
C3 C2 C11 C10 0.2(10) . . . . ?
O2 C10 C11 C2 -171.9(6) . . . . ?
C9 C10 C11 C2 10.9(8) . . . . ?
O2 C10 C11 N2 5.8(10) . . . . ?
C9 C10 C11 N2 -171.4(6) . . . . ?
C17 C12 C13 C14 -1.5(9) . . . . ?
N1 C12 C13 C14 178.8(5) . . . . ?
C17 C12 C13 C18 -178.6(6) . . . . ?
N1 C12 C13 C18 1.7(8) . . . . ?
C12 C13 C14 C15 0.9(9) . . . . ?
C18 C13 C14 C15 177.9(6) . . . . ?
C13 C14 C15 C16 0.4(10) . . . . ?
C14 C15 C16 C17 -1.2(13) . . . . ?
C15 C16 C17 C12 0.6(12) . . . . ?
C15 C16 C17 C21 178.6(7) . . . . ?
C13 C12 C17 C16 0.8(10) . . . . ?
N1 C12 C17 C16 -179.5(6) . . . . ?
C13 C12 C17 C21 -177.3(6) . . . . ?
N1 C12 C17 C21 2.4(8) . . . . ?
C12 C13 C18 C19 82.7(7) . . . . ?
C14 C13 C18 C19 -94.2(7) . . . . ?
C12 C13 C18 C20 -150.8(6) . . . . ?
C14 C13 C18 C20 32.3(8) . . . . ?
C16 C17 C21 C22 -96.1(8) . . . . ?
C12 C17 C21 C22 81.9(7) . . . . ?
C16 C17 C21 C23 28.2(10) . . . . ?
C12 C17 C21 C23 -153.8(6) . . . . ?
C29 C24 C25 C26 0.3(9) . . . . ?
N2 C24 C25 C26 177.5(5) . . . . ?
C29 C24 C25 C30 178.2(6) . . . . ?
N2 C24 C25 C30 -4.6(9) . . . . ?
C24 C25 C26 C27 0.1(10) . . . . ?
C30 C25 C26 C27 -177.9(6) . . . . ?
C25 C26 C27 C28 -0.7(11) . . . . ?
C26 C27 C28 C29 0.9(10) . . . . ?
C27 C28 C29 C24 -0.4(9) . . . . ?
C27 C28 C29 C33 -178.9(6) . . . . ?
C25 C24 C29 C28 -0.2(9) . . . . ?
N2 C24 C29 C28 -177.4(6) . . . . ?
C25 C24 C29 C33 178.3(6) . . . . ?
N2 C24 C29 C33 1.1(8) . . . . ?
C24 C25 C30 C32 -107.4(7) . . . . ?
C26 C25 C30 C32 70.4(7) . . . . ?
C24 C25 C30 C31 128.3(7) . . . . ?
C26 C25 C30 C31 -53.8(8) . . . . ?
C28 C29 C33 C34 75.7(8) . . . . ?
C24 C29 C33 C34 -102.7(7) . . . . ?
C28 C29 C33 C35 -49.6(8) . . . . ?
C24 C29 C33 C35 132.0(6) . . . . ?
N2 C1 N1 C2 -1.4(6) . . . . ?
Au1 C1 N1 C2 170.6(4) . . . . ?
N2 C1 N1 C12 -178.0(5) . . . . ?
Au1 C1 N1 C12 -6.0(8) . . . . ?
C11 C2 N1 C1 1.1(7) . . . . ?
C3 C2 N1 C1 178.5(6) . . . . ?
C11 C2 N1 C12 177.6(5) . . . . ?
C3 C2 N1 C12 -5.1(10) . . . . ?
C13 C12 N1 C1 76.3(7) . . . . ?
C17 C12 N1 C1 -103.4(6) . . . . ?
C13 C12 N1 C2 -99.7(7) . . . . ?
C17 C12 N1 C2 80.6(7) . . . . ?
N1 C1 N2 C11 1.2(6) . . . . ?
Au1 C1 N2 C11 -171.6(4) . . . . ?
N1 C1 N2 C24 174.9(5) . . . . ?
Au1 C1 N2 C24 2.1(8) . . . . ?
C2 C11 N2 C1 -0.5(7) . . . . ?
C10 C11 N2 C1 -178.5(6) . . . . ?
C2 C11 N2 C24 -174.0(6) . . . . ?
C10 C11 N2 C24 8.0(10) . . . . ?
C25 C24 N2 C1 -81.8(7) . . . . ?
C29 C24 N2 C1 95.6(7) . . . . ?
C25 C24 N2 C11 90.9(7) . . . . ?
C29 C24 N2 C11 -91.8(7) . . . . ?
O1A C2A C1A Au1 105.7(7) . . . . ?
C3A C2A C1A Au1 -71.6(6) . . . . ?
