#------------------------------------------------------------------------------
#$Date: 2022-03-10 00:54:36 +0100 (jue 10 de mar de 2022) $
#$Revision: 273574 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/96/7709698.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_7709698
loop_
_publ_author_name
'Hylland, Knut T.'
'Schmidtke, Inga L.'
'Wragg, David S.'
'Nova, Ainara'
'Tilset, Mats'
_publ_section_title
;
 Synthesis of substituted (N,C) and (N,C,C) Au(iii) complexes: the
 influence of sterics and electronics on cyclometalation reactions
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00371F
_journal_year                    2022
_chemical_formula_moiety         'C15 H6 Au F8 N O4'
_chemical_formula_sum            'C15 H6 Au F8 N O4'
_chemical_formula_weight         613.17
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-10-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-10-13 deposited with the CCDC.	2022-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                99.749(2)
_cell_angle_beta                 103.932(2)
_cell_angle_gamma                94.850(2)
_cell_formula_units_Z            2
_cell_length_a                   9.0823(9)
_cell_length_b                   9.6035(9)
_cell_length_c                   9.6741(9)
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.38
_cell_measurement_theta_min      2.17
_cell_volume                     800.19(13)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker Photon 100 area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ shutterless scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            23774
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.426
_diffrn_reflns_theta_min         2.170
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.307
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1222 before and 0.0611 after correction.
The Ratio of minimum to maximum transmission is 0.6453.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.545
_exptl_crystal_description       plate
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.858
_refine_diff_density_min         -0.928
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4025
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0254
_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)+(0.0158P)²+2.0088P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0502
_refine_ls_wR_factor_ref         0.0516
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3665
_reflns_number_total             4025
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00371f2.cif
_cod_data_source_block           mo_il_ma_48_0m_a
_cod_database_code               7709698
_shelx_shelxl_version_number     2018/3
_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_max   0.653
_shelx_estimated_absorpt_t_min   0.118
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C4(H4), C9(H9), C3(H3), C2(H2)
;
_olex2_date_sample_data_collection 2021-09-27
_olex2_date_sample_submission    2021-09-24
_olex2_exptl_crystal_mounting_method
'Frozen on a Mitegen cryoloop using Paretone oil.'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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 0.41928(2) 0.47798(2) 0.23572(2) 0.01434(5) Uani 1 1 d . . . . .
F2 F 0.4772(3) 0.1464(2) 0.0918(2) 0.0221(5) Uani 1 1 d . . . . .
F1 F 0.9315(3) 0.2756(3) -0.0283(3) 0.0278(6) Uani 1 1 d . . . . .
O3 O 0.2660(3) 0.5900(3) 0.3212(3) 0.0190(6) Uani 1 1 d . . . . .
O1 O 0.2765(3) 0.3006(3) 0.2131(3) 0.0185(6) Uani 1 1 d . . . . .
F7 F 0.0950(3) 0.6318(3) 0.6104(3) 0.0353(7) Uani 1 1 d . . . . .
F8 F 0.0102(3) 0.6677(3) 0.3956(3) 0.0355(7) Uani 1 1 d . . . . .
O2 O 0.4434(4) 0.2173(3) 0.3856(3) 0.0219(6) Uani 1 1 d . . . . .
O4 O 0.2928(3) 0.4775(3) 0.5120(3) 0.0194(6) Uani 1 1 d . . . . .
F3 F 0.2440(4) -0.0237(3) 0.3121(4) 0.0532(9) Uani 1 1 d . . . . .
F6 F 0.2079(4) 0.7990(3) 0.5393(4) 0.0470(8) Uani 1 1 d . . . . .
N1 N 0.5510(4) 0.6591(3) 0.2444(3) 0.0143(6) Uani 1 1 d . . . . .
F4 F 0.0950(5) 0.0613(4) 0.1543(4) 0.0778(14) Uani 1 1 d . . . . .
F5 F 0.1112(4) 0.1297(4) 0.3805(5) 0.0733(13) Uani 1 1 d . . . . .
C1 C 0.5185(5) 0.7889(4) 0.2985(4) 0.0179(8) Uani 1 1 d . . . . .
H1 H 0.431397 0.795978 0.336168 0.021 Uiso 1 1 calc R U . . .
C5 C 0.6753(5) 0.6457(4) 0.1890(4) 0.0167(8) Uani 1 1 d . . . . .
C6 C 0.6907(5) 0.4956(4) 0.1339(4) 0.0158(8) Uani 1 1 d . . . . .
C8 C 0.8143(5) 0.3151(4) 0.0269(4) 0.0198(8) Uani 1 1 d . . . . .
C14 C 0.2431(4) 0.5641(4) 0.4426(4) 0.0157(8) Uani 1 1 d . . . . .
C11 C 0.5749(5) 0.3926(4) 0.1437(4) 0.0150(8) Uani 1 1 d . . . . .
C7 C 0.8122(5) 0.4582(4) 0.0769(4) 0.0192(8) Uani 1 1 d . . . . .
H7 H 0.890317 0.528342 0.072560 0.023 Uiso 1 1 calc R U . . .
C4 C 0.7693(5) 0.7652(4) 0.1873(4) 0.0189(8) Uani 1 1 d . . . . .
H4 H 0.855026 0.756422 0.147767 0.023 Uiso 1 1 calc R U . . .
C9 C 0.7047(5) 0.2096(4) 0.0325(4) 0.0206(9) Uani 1 1 d . . . . .
H9 H 0.709873 0.111950 -0.002163 0.025 Uiso 1 1 calc R U . . .
C3 C 0.7373(5) 0.8992(4) 0.2441(4) 0.0206(9) Uani 1 1 d . . . . .
H3 H 0.802222 0.982412 0.244787 0.025 Uiso 1 1 calc R U . . .
C15 C 0.1375(5) 0.6663(4) 0.4970(4) 0.0179(8) Uani 1 1 d . . . . .
C2 C 0.6107(5) 0.9108(4) 0.2995(4) 0.0195(8) Uani 1 1 d . . . . .
H2 H 0.587723 1.001834 0.337780 0.023 Uiso 1 1 calc R U . . .
C10 C 0.5861(5) 0.2515(4) 0.0910(4) 0.0174(8) Uani 1 1 d . . . . .
C12 C 0.3204(5) 0.2144(4) 0.3007(4) 0.0185(8) Uani 1 1 d . . . . .
C13 C 0.1905(6) 0.0947(5) 0.2860(5) 0.0276(10) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
O1 Au1 O3 87.60(11) . . ?
O1 Au1 N1 175.45(12) . . ?
O1 Au1 C11 98.89(14) . . ?
N1 Au1 O3 91.37(12) . . ?
N1 Au1 C11 81.86(14) . . ?
C11 Au1 O3 172.50(13) . . ?
C14 O3 Au1 117.4(2) . . ?
C12 O1 Au1 116.8(3) . . ?
C1 N1 Au1 122.5(3) . . ?
C1 N1 C5 121.0(3) . . ?
C5 N1 Au1 116.5(2) . . ?
N1 C1 H1 119.7 . . ?
N1 C1 C2 120.5(4) . . ?
C2 C1 H1 119.7 . . ?
N1 C5 C6 112.9(3) . . ?
N1 C5 C4 120.1(3) . . ?
C4 C5 C6 127.0(4) . . ?
C11 C6 C5 115.7(3) . . ?
C7 C6 C5 122.1(4) . . ?
C7 C6 C11 122.2(4) . . ?
F1 C8 C7 118.6(4) . . ?
F1 C8 C9 118.0(4) . . ?
C9 C8 C7 123.4(4) . . ?
O3 C14 C15 110.2(3) . . ?
O4 C14 O3 129.5(4) . . ?
O4 C14 C15 120.3(3) . . ?
C6 C11 Au1 113.1(3) . . ?
C10 C11 Au1 130.3(3) . . ?
C10 C11 C6 116.6(4) . . ?
C6 C7 H7 121.3 . . ?
C8 C7 C6 117.3(4) . . ?
C8 C7 H7 121.3 . . ?
C5 C4 H4 120.4 . . ?
C5 C4 C3 119.2(4) . . ?
C3 C4 H4 120.4 . . ?
C8 C9 H9 121.3 . . ?
C8 C9 C10 117.4(4) . . ?
C10 C9 H9 121.3 . . ?
C4 C3 H3 120.1 . . ?
C2 C3 C4 119.9(4) . . ?
C2 C3 H3 120.1 . . ?
F7 C15 C14 112.2(3) . . ?
F8 C15 F7 106.8(3) . . ?
F8 C15 F6 107.4(3) . . ?
F8 C15 C14 112.5(3) . . ?
F6 C15 F7 106.7(3) . . ?
F6 C15 C14 111.0(3) . . ?
C1 C2 C3 119.2(4) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
F2 C10 C11 120.5(4) . . ?
F2 C10 C9 116.4(3) . . ?
C11 C10 C9 123.1(4) . . ?
O1 C12 C13 110.9(4) . . ?
O2 C12 O1 129.4(4) . . ?
O2 C12 C13 119.7(4) . . ?
F3 C13 F4 106.0(4) . . ?
F3 C13 C12 111.6(4) . . ?
F4 C13 C12 113.4(4) . . ?
F5 C13 F3 106.4(4) . . ?
F5 C13 F4 108.4(5) . . ?
F5 C13 C12 110.8(4) . . ?
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 O3 2.070(3) . ?
Au1 O1 1.999(3) . ?
Au1 N1 2.003(3) . ?
Au1 C11 2.004(4) . ?
F2 C10 1.354(5) . ?
F1 C8 1.355(4) . ?
O3 C14 1.300(4) . ?
O1 C12 1.301(5) . ?
F7 C15 1.330(4) . ?
F8 C15 1.326(5) . ?
O2 C12 1.212(5) . ?
O4 C14 1.205(5) . ?
F3 C13 1.313(5) . ?
F6 C15 1.327(5) . ?
N1 C1 1.353(5) . ?
N1 C5 1.367(5) . ?
F4 C13 1.327(6) . ?
F5 C13 1.313(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.378(6) . ?
C5 C6 1.481(5) . ?
C5 C4 1.376(6) . ?
C6 C11 1.413(6) . ?
C6 C7 1.394(6) . ?
C8 C7 1.381(5) . ?
C8 C9 1.377(6) . ?
C14 C15 1.546(5) . ?
C11 C10 1.387(5) . ?
C7 H7 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.394(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.389(6) . ?
C3 H3 0.9500 . ?
C3 C2 1.386(6) . ?
C2 H2 0.9500 . ?
C12 C13 1.539(6) . ?
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
Au1 O3 C14 O4 -4.2(6) . . . . ?
Au1 O3 C14 C15 174.9(2) . . . . ?
Au1 O1 C12 O2 -8.7(5) . . . . ?
Au1 O1 C12 C13 171.8(2) . . . . ?
Au1 N1 C1 C2 -178.6(3) . . . . ?
Au1 N1 C5 C6 -1.0(4) . . . . ?
Au1 N1 C5 C4 178.2(3) . . . . ?
Au1 C11 C10 F2 2.8(5) . . . . ?
Au1 C11 C10 C9 -178.5(3) . . . . ?
F1 C8 C7 C6 -179.6(3) . . . . ?
F1 C8 C9 C10 179.3(3) . . . . ?
O3 C14 C15 F7 171.8(3) . . . . ?
O3 C14 C15 F8 51.4(4) . . . . ?
O3 C14 C15 F6 -68.9(4) . . . . ?
O1 C12 C13 F3 149.0(4) . . . . ?
O1 C12 C13 F4 29.5(5) . . . . ?
O1 C12 C13 F5 -92.7(5) . . . . ?
O2 C12 C13 F3 -30.6(5) . . . . ?
O2 C12 C13 F4 -150.1(4) . . . . ?
O2 C12 C13 F5 87.7(5) . . . . ?
O4 C14 C15 F7 -9.0(5) . . . . ?
O4 C14 C15 F8 -129.5(4) . . . . ?
O4 C14 C15 F6 110.2(4) . . . . ?
N1 C1 C2 C3 0.1(6) . . . . ?
N1 C5 C6 C11 1.5(5) . . . . ?
N1 C5 C6 C7 -178.1(3) . . . . ?
N1 C5 C4 C3 0.8(6) . . . . ?
C1 N1 C5 C6 -179.4(3) . . . . ?
C1 N1 C5 C4 -0.2(6) . . . . ?
C5 N1 C1 C2 -0.2(6) . . . . ?
C5 C6 C11 Au1 -1.3(4) . . . . ?
C5 C6 C11 C10 179.2(3) . . . . ?
C5 C6 C7 C8 -179.3(4) . . . . ?
C5 C4 C3 C2 -0.9(6) . . . . ?
C6 C5 C4 C3 179.9(4) . . . . ?
C6 C11 C10 F2 -177.8(3) . . . . ?
C6 C11 C10 C9 0.8(6) . . . . ?
C8 C9 C10 F2 178.2(3) . . . . ?
C8 C9 C10 C11 -0.5(6) . . . . ?
C11 C6 C7 C8 1.2(6) . . . . ?
C7 C6 C11 Au1 178.3(3) . . . . ?
C7 C6 C11 C10 -1.2(5) . . . . ?
C7 C8 C9 C10 0.4(6) . . . . ?
C4 C5 C6 C11 -177.6(4) . . . . ?
C4 C5 C6 C7 2.8(6) . . . . ?
C4 C3 C2 C1 0.5(6) . . . . ?
C9 C8 C7 C6 -0.8(6) . . . . ?
