#------------------------------------------------------------------------------
#$Date: 2022-03-10 01:54:36 +0200 (Thu, 10 Mar 2022) $
#$Revision: 273574 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/96/7709697.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_7709697
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         'C17 H12 Au F6 N O5'
_chemical_formula_sum            'C17 H12 Au F6 N O5'
_chemical_formula_weight         621.24
_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             2021-08-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-26 deposited with the CCDC.	2022-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                81.490(2)
_cell_angle_beta                 67.125(2)
_cell_angle_gamma                83.432(2)
_cell_formula_units_Z            2
_cell_length_a                   9.2070(10)
_cell_length_b                   9.8687(10)
_cell_length_c                   11.0143(12)
_cell_measurement_reflns_used    9118
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      30.66
_cell_measurement_theta_min      2.41
_cell_volume                     910.14(17)
_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 0.999
_diffrn_measured_fraction_theta_max 0.996
_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  0.0490
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            41502
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.656
_diffrn_reflns_theta_min         2.020
_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    8.173
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.2736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1210 before and 0.0621 after correction.
The Ratio of minimum to maximum transmission is 0.3667.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.267
_exptl_crystal_description       plate
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.71
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.402
_refine_diff_density_min         -1.284
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         5610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0194
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0172P)²+0.6464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0412
_refine_ls_wR_factor_ref         0.0422
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5215
_reflns_number_total             5610
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00371f2.cif
_cod_data_source_block           mo_il_155shorter_0m_a
_cod_database_code               7709697
_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   0.355
_shelx_estimated_absorpt_t_min   0.068
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C7(H7), C1(H1), C3(H3), C2(H2)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C12(H12A,H12B,H12C)
;
_olex2_date_sample_data_collection 2021-08-25
_olex2_date_sample_submission    2021-08-25
_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 0.52836(2) 0.54821(2) 0.79016(2) 0.01045(3) Uani 1 1 d . . . . .
O2 O 0.6987(2) 0.67991(17) 0.73603(18) 0.0163(3) Uani 1 1 d . . . . .
F1 F 0.9146(2) 0.84717(18) 0.53420(17) 0.0313(4) Uani 1 1 d . . . . .
F2 F 0.7773(2) 1.02253(16) 0.62603(19) 0.0332(4) Uani 1 1 d . . . . .
F3 F 0.8864(2) 0.87351(18) 0.73258(18) 0.0337(4) Uani 1 1 d . . . . .
F5 F 0.1775(2) 0.92652(18) 1.08049(19) 0.0359(4) Uani 1 1 d . . . . .
O1 O 0.3273(2) 0.14412(18) 0.65817(18) 0.0192(4) Uani 1 1 d . . . . .
F6 F 0.2138(3) 0.75260(18) 1.20825(16) 0.0380(5) Uani 1 1 d . . . . .
O4 O 0.4258(2) 0.64036(17) 0.96903(17) 0.0158(3) Uani 1 1 d . . . . .
F4 F 0.4084(2) 0.8691(2) 1.0805(2) 0.0418(5) Uani 1 1 d . . . . .
O5 O 0.2173(2) 0.7375(2) 0.92107(18) 0.0219(4) Uani 1 1 d . . . . .
O3 O 0.5403(2) 0.8589(2) 0.6988(2) 0.0314(5) Uani 1 1 d . . . . .
N1 N 0.3780(2) 0.4014(2) 0.8329(2) 0.0125(4) Uani 1 1 d . . . . .
C11 C 0.6259(3) 0.4627(2) 0.6211(2) 0.0127(4) Uani 1 1 d . . . . .
C14 C 0.6636(3) 0.8066(3) 0.7002(2) 0.0168(5) Uani 1 1 d . . . . .
C8 C 0.7304(3) 0.3383(3) 0.3920(2) 0.0172(5) Uani 1 1 d . . . . .
H8 H 0.766557 0.295373 0.312792 0.021 Uiso 1 1 calc R U . . .
C10 C 0.7601(3) 0.5072(2) 0.5163(2) 0.0145(4) Uani 1 1 d . . . . .
H10 H 0.815279 0.579282 0.523635 0.017 Uiso 1 1 calc R U . . .
C7 C 0.5969(3) 0.2939(2) 0.4974(2) 0.0154(5) Uani 1 1 d . . . . .
H7 H 0.542438 0.221304 0.489961 0.019 Uiso 1 1 calc R U . . .
C6 C 0.5415(3) 0.3562(2) 0.6154(2) 0.0124(4) Uani 1 1 d . . . . .
C1 C 0.2608(3) 0.3829(3) 0.9526(2) 0.0164(5) Uani 1 1 d . . . . .
H1 H 0.248849 0.439777 1.018675 0.020 Uiso 1 1 calc R U . . .
C3 C 0.1773(3) 0.1984(3) 0.8825(3) 0.0178(5) Uani 1 1 d . . . . .
H3 H 0.106711 0.128356 0.900192 0.021 Uiso 1 1 calc R U . . .
C9 C 0.8132(3) 0.4445(2) 0.3994(2) 0.0151(4) Uani 1 1 d . . . . .
C13 C 0.2322(3) 0.0288(3) 0.6837(3) 0.0225(5) Uani 1 1 d . . . . .
H13A H 0.268949 -0.020109 0.604859 0.034 Uiso 1 1 calc R U . . .
H13B H 0.121472 0.061730 0.705006 0.034 Uiso 1 1 calc R U . . .
H13C H 0.241513 -0.033535 0.758702 0.034 Uiso 1 1 calc R U . . .
C16 C 0.3059(3) 0.7257(2) 0.9800(2) 0.0143(4) Uani 1 1 d . . . . .
C4 C 0.3003(3) 0.2177(2) 0.7592(2) 0.0142(4) Uani 1 1 d . . . . .
C2 C 0.1581(3) 0.2816(3) 0.9795(3) 0.0188(5) Uani 1 1 d . . . . .
H2 H 0.074659 0.268644 1.063828 0.023 Uiso 1 1 calc R U . . .
C5 C 0.4042(3) 0.3216(2) 0.7346(2) 0.0126(4) Uani 1 1 d . . . . .
C15 C 0.8120(3) 0.8893(3) 0.6483(3) 0.0209(5) Uani 1 1 d . . . . .
C12 C 0.9577(3) 0.4921(3) 0.2831(3) 0.0211(5) Uani 1 1 d . . . . .
H12A H 1.047053 0.425384 0.276863 0.032 Uiso 1 1 calc R U . . .
H12B H 0.982818 0.581644 0.295602 0.032 Uiso 1 1 calc R U . . .
H12C H 0.937229 0.500270 0.201360 0.032 Uiso 1 1 calc R U . . .
C17 C 0.2770(3) 0.8205(2) 1.0876(3) 0.0181(5) 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
O2 Au1 O4 86.39(7) . . ?
N1 Au1 O2 173.40(7) . . ?
N1 Au1 O4 99.00(8) . . ?
C11 Au1 O2 93.19(8) . . ?
C11 Au1 O4 179.55(8) . . ?
C11 Au1 N1 81.43(9) . . ?
C14 O2 Au1 116.94(15) . . ?
C4 O1 C13 117.6(2) . . ?
C16 O4 Au1 116.43(15) . . ?
C1 N1 Au1 121.09(16) . . ?
C1 N1 C5 123.1(2) . . ?
C5 N1 Au1 115.83(16) . . ?
C10 C11 Au1 123.92(18) . . ?
C10 C11 C6 122.6(2) . . ?
C6 C11 Au1 113.45(17) . . ?
O2 C14 C15 109.9(2) . . ?
O3 C14 O2 129.1(2) . . ?
O3 C14 C15 120.9(2) . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.5(2) . . ?
C9 C8 H8 119.3 . . ?
C11 C10 H10 120.5 . . ?
C11 C10 C9 119.0(2) . . ?
C9 C10 H10 120.5 . . ?
C8 C7 H7 120.0 . . ?
C8 C7 C6 120.1(2) . . ?
C6 C7 H7 120.0 . . ?
C11 C6 C7 117.6(2) . . ?
C11 C6 C5 115.5(2) . . ?
C7 C6 C5 126.9(2) . . ?
N1 C1 H1 120.0 . . ?
N1 C1 C2 120.0(2) . . ?
C2 C1 H1 120.0 . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.9(2) . . ?
C8 C9 C10 119.2(2) . . ?
C8 C9 C12 120.7(2) . . ?
C10 C9 C12 120.1(2) . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 C16 C17 111.4(2) . . ?
O5 C16 O4 129.3(2) . . ?
O5 C16 C17 119.2(2) . . ?
O1 C4 C3 124.4(2) . . ?
O1 C4 C5 116.2(2) . . ?
C3 C4 C5 119.4(2) . . ?
C1 C2 C3 119.5(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
N1 C5 C6 113.7(2) . . ?
N1 C5 C4 118.0(2) . . ?
C4 C5 C6 128.3(2) . . ?
F1 C15 C14 109.9(2) . . ?
F2 C15 F1 107.9(2) . . ?
F2 C15 F3 107.7(2) . . ?
F2 C15 C14 111.6(2) . . ?
F3 C15 F1 107.1(2) . . ?
F3 C15 C14 112.4(2) . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
F5 C17 F6 106.9(2) . . ?
F5 C17 C16 111.8(2) . . ?
F6 C17 C16 110.6(2) . . ?
F4 C17 F5 107.7(2) . . ?
F4 C17 F6 106.7(2) . . ?
F4 C17 C16 112.8(2) . . ?
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 O2 2.0032(16) . ?
Au1 O4 2.1183(17) . ?
Au1 N1 1.9974(19) . ?
Au1 C11 1.994(2) . ?
O2 C14 1.297(3) . ?
F1 C15 1.337(3) . ?
F2 C15 1.327(3) . ?
F3 C15 1.335(3) . ?
F5 C17 1.324(3) . ?
O1 C13 1.443(3) . ?
O1 C4 1.346(3) . ?
F6 C17 1.334(3) . ?
O4 C16 1.287(3) . ?
F4 C17 1.322(3) . ?
O5 C16 1.212(3) . ?
O3 C14 1.197(3) . ?
N1 C1 1.342(3) . ?
N1 C5 1.362(3) . ?
C11 C10 1.384(3) . ?
C11 C6 1.399(3) . ?
C14 C15 1.539(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.384(4) . ?
C8 C9 1.393(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.399(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.406(3) . ?
C6 C5 1.454(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.376(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(4) . ?
C3 C2 1.387(4) . ?
C9 C12 1.507(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C16 C17 1.541(3) . ?
C4 C5 1.407(3) . ?
C2 H2 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
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 O2 C14 O3 2.9(4) . . . . ?
Au1 O2 C14 C15 -174.09(15) . . . . ?
Au1 O4 C16 O5 20.7(3) . . . . ?
Au1 O4 C16 C17 -160.76(15) . . . . ?
Au1 N1 C1 C2 179.61(18) . . . . ?
Au1 N1 C5 C6 1.5(2) . . . . ?
Au1 N1 C5 C4 -179.23(16) . . . . ?
Au1 C11 C10 C9 -176.45(17) . . . . ?
Au1 C11 C6 C7 176.95(17) . . . . ?
Au1 C11 C6 C5 -3.1(3) . . . . ?
O2 C14 C15 F1 68.0(3) . . . . ?
O2 C14 C15 F2 -172.3(2) . . . . ?
O2 C14 C15 F3 -51.2(3) . . . . ?
O1 C4 C5 N1 178.0(2) . . . . ?
O1 C4 C5 C6 -2.8(4) . . . . ?
O4 C16 C17 F5 166.4(2) . . . . ?
O4 C16 C17 F6 -74.6(3) . . . . ?
O4 C16 C17 F4 44.8(3) . . . . ?
O5 C16 C17 F5 -14.9(3) . . . . ?
O5 C16 C17 F6 104.1(3) . . . . ?
O5 C16 C17 F4 -136.5(2) . . . . ?
O3 C14 C15 F1 -109.3(3) . . . . ?
O3 C14 C15 F2 10.4(4) . . . . ?
O3 C14 C15 F3 131.6(3) . . . . ?
N1 C1 C2 C3 0.4(4) . . . . ?
C11 C10 C9 C8 -0.5(3) . . . . ?
C11 C10 C9 C12 179.2(2) . . . . ?
C11 C6 C5 N1 1.1(3) . . . . ?
C11 C6 C5 C4 -178.1(2) . . . . ?
C8 C7 C6 C11 0.1(3) . . . . ?
C8 C7 C6 C5 -179.8(2) . . . . ?
C10 C11 C6 C7 -0.4(3) . . . . ?
C10 C11 C6 C5 179.5(2) . . . . ?
C7 C8 C9 C10 0.2(4) . . . . ?
C7 C8 C9 C12 -179.5(2) . . . . ?
C7 C6 C5 N1 -179.0(2) . . . . ?
C7 C6 C5 C4 1.8(4) . . . . ?
C6 C11 C10 C9 0.6(3) . . . . ?
C1 N1 C5 C6 -177.5(2) . . . . ?
C1 N1 C5 C4 1.8(3) . . . . ?
C3 C4 C5 N1 -1.1(3) . . . . ?
C3 C4 C5 C6 178.0(2) . . . . ?
C9 C8 C7 C6 0.0(4) . . . . ?
C13 O1 C4 C3 -6.5(3) . . . . ?
C13 O1 C4 C5 174.5(2) . . . . ?
C4 C3 C2 C1 0.2(4) . . . . ?
C2 C3 C4 O1 -178.9(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C5 N1 C1 C2 -1.5(4) . . . . ?
