#------------------------------------------------------------------------------
#$Date: 2022-07-23 02:02:36 +0300 (Sat, 23 Jul 2022) $
#$Revision: 276810 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/73/1567340.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_1567340
loop_
_publ_author_name
'Pichon-Barré, Delphine'
'Zhang, Ziyun'
'Cador, Aël'
'Vives, Thomas'
'Roisnel, Thierry'
'Baslé, Olivier'
'Jarrige, Lucie'
'Cavallo, Luigi'
'Falivene, Laura'
'Mauduit, Marc'
_publ_section_title
;
 Chiral oxazolidines acting as transient hydroxyalkyl-functionalized
 N-heterocyclic carbenes: an efficient route to air stable copper and gold
 complexes for asymmetric catalysis
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC02908A
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C18 H28 Au Cl N2 O'
_chemical_formula_sum            'C18 H28 Au Cl N2 O'
_chemical_formula_weight         520.84
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2021-06-16 deposited with the CCDC.	2022-07-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.115(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   28.311(3)
_cell_length_b                   9.3672(9)
_cell_length_c                   15.1782(16)
_cell_measurement_reflns_used    9883
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5163
_cell_measurement_theta_min      2.2953
_cell_measurement_wavelength     0.710730
_cell_volume                     3935.5(7)
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_collection       'Bruker APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
;
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_orient_matrix_UB_11      -0.0287471
_diffrn_orient_matrix_UB_12      0.0489914
_diffrn_orient_matrix_UB_13      0.0147841
_diffrn_orient_matrix_UB_21      0.0214785
_diffrn_orient_matrix_UB_22      0.0499220
_diffrn_orient_matrix_UB_23      0.0515025
_diffrn_orient_matrix_UB_31      0.0041675
_diffrn_orient_matrix_UB_32      0.0806492
_diffrn_orient_matrix_UB_33      -0.0408609
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0586
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21092
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_min         2.213
_diffrn_source_current           1.00
_diffrn_source_power             50.0
_diffrn_source_voltage           50.00
_exptl_absorpt_coefficient_mu    7.617
_exptl_absorpt_correction_T_max  0.766
_exptl_absorpt_correction_T_min  0.536
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_description       plate
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.035
_refine_diff_density_max         1.727
_refine_diff_density_min         -0.998
_refine_diff_density_rms         0.131
_refine_ls_abs_structure_details
;
Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.013(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         8916
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0290
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0057P)²+1.3139P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0619
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_full    0.973
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                8163
_reflns_number_total             8916
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2sc02908a2.cif
_cod_data_source_block           DPI494_3
_cod_original_cell_volume        3935.6(7)
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               1567340
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Au1 Au 0.37190(2) 0.51594(3) 0.72136(2) 0.02109(8) Uani 1 1 d . . . . .
Cl1 Cl 0.38870(9) 0.6897(2) 0.62758(15) 0.0326(5) Uani 1 1 d . . . . .
C1 C 0.3560(3) 0.3704(9) 0.8050(6) 0.0253(19) Uani 1 1 d . . . . .
N2 N 0.3712(3) 0.2344(7) 0.8138(5) 0.0266(16) Uani 1 1 d . . . . .
C3 C 0.3457(4) 0.1534(9) 0.8733(7) 0.040(3) Uani 1 1 d . . . . .
H3A H 0.367966 0.089031 0.914039 0.048 Uiso 1 1 calc R U . . .
H3B H 0.318651 0.096919 0.838076 0.048 Uiso 1 1 calc R U . . .
C4 C 0.3983(3) 0.1632(9) 0.7541(6) 0.028(2) Uani 1 1 d . . . . .
H4 H 0.400479 0.234537 0.706027 0.034 Uiso 1 1 calc R U . . .
C5 C 0.4513(3) 0.1286(10) 0.8000(7) 0.033(2) Uani 1 1 d . . . . .
C6 C 0.4559(5) 0.0146(18) 0.8742(9) 0.074(4) Uani 1 1 d . . . . .
H6A H 0.437713 -0.070632 0.849866 0.110 Uiso 1 1 calc R U . . .
H6B H 0.443044 0.052225 0.924572 0.110 Uiso 1 1 calc R U . . .
H6C H 0.490056 -0.010406 0.895313 0.110 Uiso 1 1 calc R U . . .
C7 C 0.4778(4) 0.0760(12) 0.7297(7) 0.046(3) Uani 1 1 d . . . . .
H7A H 0.474217 0.145539 0.680542 0.069 Uiso 1 1 calc R U . . .
H7B H 0.464258 -0.015936 0.705901 0.069 Uiso 1 1 calc R U . . .
H7C H 0.512142 0.064084 0.757081 0.069 Uiso 1 1 calc R U . . .
C8 C 0.4757(4) 0.2632(13) 0.8433(10) 0.067(4) Uani 1 1 d . . . . .
H8A H 0.509795 0.243221 0.868880 0.100 Uiso 1 1 calc R U . . .
H8B H 0.459729 0.294793 0.891315 0.100 Uiso 1 1 calc R U . . .
H8C H 0.473294 0.338437 0.797735 0.100 Uiso 1 1 calc R U . . .
C9 C 0.3698(4) 0.0399(10) 0.7060(7) 0.038(2) Uani 1 1 d . . . . .
H9A H 0.388294 -0.005743 0.665036 0.045 Uiso 1 1 calc R U . . .
H9B H 0.364481 -0.032186 0.750579 0.045 Uiso 1 1 calc R U . . .
O10 O 0.3248(3) 0.0875(10) 0.6558(7) 0.071(3) Uani 1 1 d . . . . .
H10 H 0.329337 0.148012 0.617624 0.107 Uiso 1 1 calc R U . . .
C11 C 0.3277(4) 0.2724(10) 0.9247(7) 0.040(3) Uani 1 1 d . . . . .
H11A H 0.294576 0.252813 0.933436 0.048 Uiso 1 1 calc R U . . .
H11B H 0.349396 0.287565 0.984196 0.048 Uiso 1 1 calc R U . . .
N12 N 0.3284(3) 0.3963(7) 0.8642(5) 0.0276(17) Uani 1 1 d . . . . .
C13 C 0.3099(3) 0.5344(10) 0.8813(5) 0.0242(19) Uani 1 1 d . . . . .
C14 C 0.3394(3) 0.6435(10) 0.9205(6) 0.028(2) Uani 1 1 d . . . . .
C15 C 0.3184(4) 0.7735(10) 0.9341(6) 0.028(2) Uani 1 1 d . . . . .
H15 H 0.338606 0.849606 0.960812 0.034 Uiso 1 1 calc R U . . .
C16 C 0.2689(3) 0.7957(9) 0.9100(6) 0.027(2) Uani 1 1 d . . . . .
C17 C 0.2402(3) 0.6810(9) 0.8728(6) 0.027(2) Uani 1 1 d . . . . .
H17 H 0.206181 0.694220 0.856968 0.032 Uiso 1 1 calc R U . . .
C18 C 0.2586(3) 0.5502(9) 0.8579(6) 0.027(2) Uani 1 1 d . . . . .
C19 C 0.3935(4) 0.6248(13) 0.9479(7) 0.042(3) Uani 1 1 d . . . . .
H19A H 0.400849 0.531669 0.976952 0.064 Uiso 1 1 calc R U . . .
H19B H 0.407181 0.700605 0.990088 0.064 Uiso 1 1 calc R U . . .
H19C H 0.407676 0.629954 0.894287 0.064 Uiso 1 1 calc R U . . .
C20 C 0.2469(4) 0.9375(10) 0.9191(7) 0.039(3) Uani 1 1 d . . . . .
H20A H 0.266402 0.988682 0.970370 0.058 Uiso 1 1 calc R U . . .
H20B H 0.214057 0.924549 0.928970 0.058 Uiso 1 1 calc R U . . .
H20C H 0.245707 0.992871 0.863853 0.058 Uiso 1 1 calc R U . . .
C21 C 0.2256(4) 0.4283(10) 0.8193(7) 0.036(2) Uani 1 1 d . . . . .
H21A H 0.221181 0.364453 0.868096 0.054 Uiso 1 1 calc R U . . .
H21B H 0.239976 0.374966 0.775955 0.054 Uiso 1 1 calc R U . . .
H21C H 0.194154 0.466446 0.788776 0.054 Uiso 1 1 calc R U . . .
Au2 Au 0.60919(2) 0.21180(3) 0.76975(2) 0.02291(8) Uani 1 1 d . . . . .
Cl2 Cl 0.60679(9) 0.0667(2) 0.89025(16) 0.0353(5) Uani 1 1 d . . . . .
C51 C 0.6126(3) 0.3402(9) 0.6671(6) 0.0275(19) Uani 1 1 d . . . . .
N52 N 0.5906(3) 0.4659(7) 0.6485(5) 0.0263(16) Uani 1 1 d . . . . .
C53 C 0.6058(4) 0.5377(9) 0.5730(6) 0.035(2) Uani 1 1 d . . . . .
H53A H 0.627276 0.619632 0.594404 0.042 Uiso 1 1 calc R U . . .
H53B H 0.577572 0.571931 0.528032 0.042 Uiso 1 1 calc R U . . .
C54 C 0.5545(3) 0.5210(11) 0.6958(5) 0.0284(17) Uani 1 1 d . . . . .
H54 H 0.551092 0.446741 0.741404 0.034 Uiso 1 1 calc R U . . .
C55 C 0.5688(4) 0.6595(10) 0.7492(7) 0.036(2) Uani 1 1 d . . . . .
C56 C 0.6199(4) 0.6438(14) 0.8062(8) 0.051(3) Uani 1 1 d . . . . .
H56A H 0.643327 0.649228 0.767173 0.076 Uiso 1 1 calc R U . . .
H56B H 0.622867 0.551369 0.837119 0.076 Uiso 1 1 calc R U . . .
H56C H 0.626118 0.720733 0.850904 0.076 Uiso 1 1 calc R U . . .
C57 C 0.5649(5) 0.7910(11) 0.6893(7) 0.052(3) Uani 1 1 d . . . . .
H57A H 0.571832 0.876620 0.726877 0.078 Uiso 1 1 calc R U . . .
H57B H 0.532162 0.797388 0.652257 0.078 Uiso 1 1 calc R U . . .
H57C H 0.588245 0.783727 0.650030 0.078 Uiso 1 1 calc R U . . .
C58 C 0.5343(4) 0.6783(11) 0.8143(7) 0.041(3) Uani 1 1 d . . . . .
H58A H 0.544010 0.762007 0.852510 0.062 Uiso 1 1 calc R U . . .
H58B H 0.535518 0.593083 0.852132 0.062 Uiso 1 1 calc R U . . .
H58C H 0.501240 0.691818 0.779587 0.062 Uiso 1 1 calc R U . . .
C59 C 0.5055(4) 0.5262(14) 0.6287(7) 0.049(3) Uani 1 1 d . . . . .
H59A H 0.480466 0.560163 0.660401 0.059 Uiso 1 1 calc R U . . .
H59B H 0.507535 0.595629 0.580442 0.059 Uiso 1 1 calc R U . . .
O60 O 0.4914(3) 0.3890(10) 0.5887(6) 0.065(2) Uani 1 1 d . . . . .
H60 H 0.512407 0.360298 0.561062 0.097 Uiso 1 1 calc R U . . .
C61 C 0.6328(4) 0.4216(9) 0.5336(6) 0.036(2) Uani 1 1 d . . . . .
H61A H 0.613043 0.382672 0.477098 0.043 Uiso 1 1 calc R U . . .
H61B H 0.663828 0.457210 0.522077 0.043 Uiso 1 1 calc R U . . .
N62 N 0.6404(3) 0.3148(7) 0.6064(5) 0.0274(16) Uani 1 1 d . . . . .
C63 C 0.6639(3) 0.1821(8) 0.5975(5) 0.0239(19) Uani 1 1 d . . . . .
C64 C 0.6363(4) 0.0649(9) 0.5609(6) 0.026(2) Uani 1 1 d . . . . .
C65 C 0.6604(4) -0.0611(10) 0.5513(6) 0.033(2) Uani 1 1 d . . . . .
H65 H 0.642211 -0.142127 0.526508 0.039 Uiso 1 1 calc R U . . .
C66 C 0.7098(4) -0.0729(10) 0.5765(6) 0.033(2) Uani 1 1 d . . . . .
C67 C 0.7364(4) 0.0456(10) 0.6105(6) 0.034(2) Uani 1 1 d . . . . .
H67 H 0.770632 0.038061 0.626711 0.041 Uiso 1 1 calc R U . . .
C68 C 0.7147(3) 0.1768(9) 0.6220(6) 0.027(2) Uani 1 1 d . . . . .
C69 C 0.5817(4) 0.0721(11) 0.5314(7) 0.040(2) Uani 1 1 d . . . . .
H69A H 0.569936 -0.013053 0.496071 0.060 Uiso 1 1 calc R U . . .
H69B H 0.572648 0.157549 0.494485 0.060 Uiso 1 1 calc R U . . .
H69C H 0.567306 0.076509 0.584700 0.060 Uiso 1 1 calc R U . . .
C70 C 0.7340(5) -0.2162(11) 0.5710(8) 0.049(3) Uani 1 1 d . . . . .
H70A H 0.733765 -0.271053 0.625881 0.074 Uiso 1 1 calc R U . . .
H70B H 0.767409 -0.201232 0.564921 0.074 Uiso 1 1 calc R U . . .
H70C H 0.716361 -0.269065 0.518530 0.074 Uiso 1 1 calc R U . . .
C71 C 0.7437(4) 0.3069(12) 0.6589(7) 0.041(3) Uani 1 1 d . . . . .
H71A H 0.776434 0.277814 0.688380 0.061 Uiso 1 1 calc R U . . .
H71B H 0.728125 0.354646 0.702732 0.061 Uiso 1 1 calc R U . . .
H71C H 0.745304 0.372754 0.609405 0.061 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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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 Cl1 177.8(3) . . ?
N12 C1 N2 109.1(7) . . ?
N12 C1 Au1 123.5(6) . . ?
N2 C1 Au1 127.4(6) . . ?
C1 N2 C4 124.7(7) . . ?
C1 N2 C3 111.1(6) . . ?
C4 N2 C3 122.1(7) . . ?
N2 C3 C11 101.5(7) . . ?
N2 C3 H3A 111.5 . . ?
C11 C3 H3A 111.5 . . ?
N2 C3 H3B 111.5 . . ?
C11 C3 H3B 111.5 . . ?
H3A C3 H3B 109.3 . . ?
N2 C4 C9 110.5(7) . . ?
N2 C4 C5 113.6(8) . . ?
C9 C4 C5 115.3(7) . . ?
N2 C4 H4 105.5 . . ?
C9 C4 H4 105.5 . . ?
C5 C4 H4 105.5 . . ?
C7 C5 C8 109.2(9) . . ?
C7 C5 C6 108.1(9) . . ?
C8 C5 C6 107.4(11) . . ?
C7 C5 C4 109.1(8) . . ?
C8 C5 C4 109.3(8) . . ?
C6 C5 C4 113.7(8) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O10 C9 C4 110.5(8) . . ?
O10 C9 H9A 109.5 . . ?
C4 C9 H9A 109.5 . . ?
O10 C9 H9B 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C9 O10 H10 109.5 . . ?
N12 C11 C3 101.9(7) . . ?
N12 C11 H11A 111.4 . . ?
C3 C11 H11A 111.4 . . ?
N12 C11 H11B 111.4 . . ?
C3 C11 H11B 111.4 . . ?
H11A C11 H11B 109.3 . . ?
C1 N12 C13 125.0(7) . . ?
C1 N12 C11 111.2(7) . . ?
C13 N12 C11 122.6(6) . . ?
C14 C13 C18 121.6(8) . . ?
C14 C13 N12 122.4(8) . . ?
C18 C13 N12 116.0(8) . . ?
C13 C14 C15 118.5(8) . . ?
C13 C14 C19 121.4(8) . . ?
C15 C14 C19 120.1(9) . . ?
C16 C15 C14 122.1(9) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C15 C16 C17 117.6(8) . . ?
C15 C16 C20 122.0(9) . . ?
C17 C16 C20 120.4(9) . . ?
C18 C17 C16 123.1(8) . . ?
C18 C17 H17 118.5 . . ?
C16 C17 H17 118.5 . . ?
C17 C18 C13 117.1(8) . . ?
C17 C18 C21 120.8(8) . . ?
C13 C18 C21 122.1(8) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C51 Au2 Cl2 178.6(3) . . ?
N52 C51 N62 108.8(7) . . ?
N52 C51 Au2 127.1(6) . . ?
N62 C51 Au2 124.0(6) . . ?
C51 N52 C54 123.4(7) . . ?
C51 N52 C53 111.7(7) . . ?
C54 N52 C53 124.9(7) . . ?
N52 C53 C61 103.5(6) . . ?
N52 C53 H53A 111.1 . . ?
C61 C53 H53A 111.1 . . ?
N52 C53 H53B 111.1 . . ?
C61 C53 H53B 111.1 . . ?
H53A C53 H53B 109.0 . . ?
N52 C54 C59 108.2(7) . . ?
N52 C54 C55 115.0(7) . . ?
C59 C54 C55 115.0(8) . . ?
N52 C54 H54 106.0 . . ?
C59 C54 H54 106.0 . . ?
C55 C54 H54 106.0 . . ?
C57 C55 C56 111.0(9) . . ?
C57 C55 C54 112.9(8) . . ?
C56 C55 C54 109.3(8) . . ?
C57 C55 C58 108.4(8) . . ?
C56 C55 C58 107.5(9) . . ?
C54 C55 C58 107.6(8) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
O60 C59 C54 112.5(9) . . ?
O60 C59 H59A 109.1 . . ?
C54 C59 H59A 109.1 . . ?
O60 C59 H59B 109.1 . . ?
C54 C59 H59B 109.1 . . ?
H59A C59 H59B 107.8 . . ?
C59 O60 H60 109.5 . . ?
N62 C61 C53 101.4(6) . . ?
N62 C61 H61A 111.5 . . ?
C53 C61 H61A 111.5 . . ?
N62 C61 H61B 111.5 . . ?
C53 C61 H61B 111.5 . . ?
H61A C61 H61B 109.3 . . ?
C51 N62 C63 124.5(7) . . ?
C51 N62 C61 112.2(7) . . ?
C63 N62 C61 121.2(6) . . ?
C64 C63 C68 122.2(7) . . ?
C64 C63 N62 119.3(8) . . ?
C68 C63 N62 118.4(7) . . ?
C65 C64 C63 117.7(9) . . ?
C65 C64 C69 120.1(9) . . ?
C63 C64 C69 122.2(8) . . ?
C66 C65 C64 122.3(9) . . ?
C66 C65 H65 118.8 . . ?
C64 C65 H65 118.8 . . ?
C65 C66 C67 118.9(9) . . ?
C65 C66 C70 120.0(10) . . ?
C67 C66 C70 121.1(10) . . ?
C66 C67 C68 122.2(9) . . ?
C66 C67 H67 118.9 . . ?
C68 C67 H67 118.9 . . ?
C67 C68 C63 116.7(8) . . ?
C67 C68 C71 122.4(9) . . ?
C63 C68 C71 121.0(8) . . ?
C64 C69 H69A 109.5 . . ?
C64 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
C64 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C66 C70 H70A 109.5 . . ?
C66 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
C66 C70 H70C 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C68 C71 H71A 109.5 . . ?
C68 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C68 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
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 1.978(8) . ?
Au1 Cl1 2.277(2) . ?
C1 N12 1.330(10) . ?
C1 N2 1.342(11) . ?
N2 C4 1.466(10) . ?
N2 C3 1.478(10) . ?
C3 C11 1.510(12) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.508(13) . ?
C4 C5 1.549(13) . ?
C4 H4 1.0000 . ?
C5 C7 1.511(12) . ?
C5 C8 1.519(14) . ?
C5 C6 1.537(15) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 O10 1.412(13) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
O10 H10 0.8400 . ?
C11 N12 1.484(11) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
N12 C13 1.439(11) . ?
C13 C14 1.373(13) . ?
C13 C18 1.429(13) . ?
C14 C15 1.388(12) . ?
C14 C19 1.512(14) . ?
C15 C16 1.388(13) . ?
C15 H15 0.9500 . ?
C16 C17 1.394(13) . ?
C16 C20 1.487(12) . ?
C17 C18 1.369(12) . ?
C17 H17 0.9500 . ?
C18 C21 1.515(12) . ?
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 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
Au2 C51 1.986(9) . ?
Au2 Cl2 2.291(2) . ?
C51 N52 1.335(11) . ?
C51 N62 1.352(10) . ?
N52 C54 1.461(10) . ?
N52 C53 1.468(10) . ?
C53 C61 1.521(12) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 C59 1.540(13) . ?
C54 C55 1.539(13) . ?
C54 H54 1.0000 . ?
C55 C57 1.521(13) . ?
C55 C56 1.527(15) . ?
C55 C58 1.539(12) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 O60 1.442(14) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
O60 H60 0.8400 . ?
C61 N62 1.472(10) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
N62 C63 1.429(10) . ?
C63 C64 1.394(12) . ?
C63 C68 1.410(13) . ?
C64 C65 1.387(12) . ?
C64 C69 1.517(14) . ?
C65 C66 1.375(14) . ?
C65 H65 0.9500 . ?
C66 C67 1.380(14) . ?
C66 C70 1.517(13) . ?
C67 C68 1.401(12) . ?
C67 H67 0.9500 . ?
C68 C71 1.510(13) . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O60 H60 O60 0.84 2.27 2.834(17) 124.9 2_656 yes
O60 H60 O60 0.84 2.27 2.834(17) 124.9 2_656 yes
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
N12 C1 N2 C4 173.7(8) . . . . ?
Au1 C1 N2 C4 -7.7(14) . . . . ?
N12 C1 N2 C3 10.1(11) . . . . ?
Au1 C1 N2 C3 -171.3(7) . . . . ?
C1 N2 C3 C11 -20.4(12) . . . . ?
C4 N2 C3 C11 175.5(8) . . . . ?
C1 N2 C4 C9 -117.2(9) . . . . ?
C3 N2 C4 C9 44.7(12) . . . . ?
C1 N2 C4 C5 111.4(10) . . . . ?
C3 N2 C4 C5 -86.7(11) . . . . ?
N2 C4 C5 C7 -171.8(8) . . . . ?
C9 C4 C5 C7 59.2(10) . . . . ?
N2 C4 C5 C8 -52.4(11) . . . . ?
C9 C4 C5 C8 178.5(9) . . . . ?
N2 C4 C5 C6 67.5(11) . . . . ?
C9 C4 C5 C6 -61.6(12) . . . . ?
N2 C4 C9 O10 58.1(10) . . . . ?
C5 C4 C9 O10 -171.4(8) . . . . ?
N2 C3 C11 N12 21.3(11) . . . . ?
N2 C1 N12 C13 173.0(8) . . . . ?
Au1 C1 N12 C13 -5.7(13) . . . . ?
N2 C1 N12 C11 5.4(11) . . . . ?
Au1 C1 N12 C11 -173.3(7) . . . . ?
C3 C11 N12 C1 -17.7(11) . . . . ?
C3 C11 N12 C13 174.4(9) . . . . ?
C1 N12 C13 C14 -67.2(12) . . . . ?
C11 N12 C13 C14 99.1(11) . . . . ?
C1 N12 C13 C18 114.9(10) . . . . ?
C11 N12 C13 C18 -78.8(11) . . . . ?
C18 C13 C14 C15 -2.5(12) . . . . ?
N12 C13 C14 C15 179.7(7) . . . . ?
C18 C13 C14 C19 178.0(8) . . . . ?
N12 C13 C14 C19 0.3(12) . . . . ?
C13 C14 C15 C16 0.4(12) . . . . ?
C19 C14 C15 C16 179.9(8) . . . . ?
C14 C15 C16 C17 1.4(12) . . . . ?
C14 C15 C16 C20 -175.9(8) . . . . ?
C15 C16 C17 C18 -1.1(12) . . . . ?
C20 C16 C17 C18 176.1(8) . . . . ?
C16 C17 C18 C13 -0.8(12) . . . . ?
C16 C17 C18 C21 178.5(8) . . . . ?
C14 C13 C18 C17 2.7(12) . . . . ?
N12 C13 C18 C17 -179.4(7) . . . . ?
C14 C13 C18 C21 -176.6(8) . . . . ?
N12 C13 C18 C21 1.2(11) . . . . ?
N62 C51 N52 C54 174.3(8) . . . . ?
Au2 C51 N52 C54 -8.5(13) . . . . ?
N62 C51 N52 C53 -3.5(11) . . . . ?
Au2 C51 N52 C53 173.7(7) . . . . ?
C51 N52 C53 C61 12.1(11) . . . . ?
C54 N52 C53 C61 -165.6(9) . . . . ?
C51 N52 C54 C59 -113.2(10) . . . . ?
C53 N52 C54 C59 64.3(12) . . . . ?
C51 N52 C54 C55 116.7(10) . . . . ?
C53 N52 C54 C55 -65.8(11) . . . . ?
N52 C54 C55 C57 75.9(11) . . . . ?
C59 C54 C55 C57 -50.7(11) . . . . ?
N52 C54 C55 C56 -48.1(11) . . . . ?
C59 C54 C55 C56 -174.8(8) . . . . ?
N52 C54 C55 C58 -164.5(8) . . . . ?
C59 C54 C55 C58 68.8(10) . . . . ?
N52 C54 C59 O60 56.8(11) . . . . ?
C55 C54 C59 O60 -173.1(8) . . . . ?
N52 C53 C61 N62 -14.8(10) . . . . ?
N52 C51 N62 C63 -170.8(8) . . . . ?
Au2 C51 N62 C63 11.9(13) . . . . ?
N52 C51 N62 C61 -7.4(11) . . . . ?
Au2 C51 N62 C61 175.3(7) . . . . ?
C53 C61 N62 C51 14.3(11) . . . . ?
C53 C61 N62 C63 178.3(8) . . . . ?
C51 N62 C63 C64 71.9(12) . . . . ?
C61 N62 C63 C64 -90.1(10) . . . . ?
C51 N62 C63 C68 -111.3(10) . . . . ?
C61 N62 C63 C68 86.7(11) . . . . ?
C68 C63 C64 C65 1.9(12) . . . . ?
N62 C63 C64 C65 178.5(7) . . . . ?
C68 C63 C64 C69 -177.8(8) . . . . ?
N62 C63 C64 C69 -1.1(12) . . . . ?
C63 C64 C65 C66 0.0(13) . . . . ?
C69 C64 C65 C66 179.6(8) . . . . ?
C64 C65 C66 C67 -1.5(13) . . . . ?
C64 C65 C66 C70 175.5(9) . . . . ?
C65 C66 C67 C68 1.3(13) . . . . ?
C70 C66 C67 C68 -175.6(8) . . . . ?
C66 C67 C68 C63 0.4(12) . . . . ?
C66 C67 C68 C71 -179.8(8) . . . . ?
C64 C63 C68 C67 -2.0(12) . . . . ?
N62 C63 C68 C67 -178.7(7) . . . . ?
C64 C63 C68 C71 178.1(8) . . . . ?
N62 C63 C68 C71 1.4(11) . . . . ?
