#------------------------------------------------------------------------------
#$Date: 2021-09-21 15:58:50 +0300 (Tue, 21 Sep 2021) $
#$Revision: 269227 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/66/4066622.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_4066622
loop_
_publ_author_name
'Pažický, Marek'
'Loos, Annette'
'Ferreira, Maria João'
'Serra, Daniel'
'Vinokurov, Nikolai'
'Rominger, Frank'
'Jäkel, Christoph'
'Hashmi, A. Stephen K.'
'Limbach, Michael'
_publ_section_title
;
 Synthesis, Reactivity, and Electrochemical Studies of Gold(I) and
 Gold(III) Complexes Supported by N-Heterocyclic Carbenes and Their
 Application in Catalysis
;
_journal_coden_ASTM              ORGND7
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              4448
_journal_page_last               4458
_journal_paper_doi               10.1021/om1005484
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C27 H24 Au Cl2 F5 N2'
_chemical_formula_weight         739.35
_chemical_name_common            'in manuscript 4b'
_space_group_IT_number           96
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4nw 2abw'
_symmetry_space_group_name_H-M   'P 43 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.4281(8)
_cell_length_b                   12.4281(8)
_cell_length_c                   24.766(3)
_cell_measurement_reflns_used    94
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      16.46
_cell_measurement_theta_min      1.03
_cell_volume                     3825.3(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Smart CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            31454
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.32
_exptl_absorpt_coefficient_mu    4.024
_exptl_absorpt_correction_T_max  0.9239
_exptl_absorpt_correction_T_min  0.4210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       polyhedron
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.384
_refine_diff_density_min         -1.138
_refine_diff_density_rms         0.158
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         4769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0893P)²+5.8586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1693
_reflns_number_gt                3599
_reflns_number_total             4769
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om1005484_si_002.cif
_cod_data_source_block           pa14
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

 Updated bibliographic information.

 Antanas Vaitkus,
 2021-09-21
;
_cod_original_cell_volume        3825.3(5)
_cod_original_sg_symbol_H-M      P4(3)2(1)2
_cod_database_code               4066622
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'
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
Au1 Au 0.24439(2) 0.24439(2) 0.0000 0.04625(16) Uani 1 2 d S
Cl1 Cl 0.1134(2) 0.3700(2) 0.01239(12) 0.0689(7) Uani 1 1 d .
C1 C 0.3611(6) 0.3611(6) 0.0000 0.047(2) Uani 1 2 d S
N2 N 0.4067(6) 0.4078(7) 0.0432(3) 0.0580(18) Uani 1 1 d .
C3 C 0.4805(10) 0.4853(10) 0.0251(4) 0.081(3) Uani 1 1 d .
H3 H 0.5201 0.5333 0.0474 0.097 Uiso 1 1 calc R
C11 C 0.3799(7) 0.3828(8) 0.0995(3) 0.0568(19) Uani 1 1 d .
C12 C 0.4233(7) 0.2958(8) 0.1240(4) 0.058(2) Uani 1 1 d .
C13 C 0.3840(8) 0.2675(8) 0.1746(3) 0.062(2) Uani 1 1 d .
H13 H 0.4113 0.2049 0.1919 0.075 Uiso 1 1 calc R
C14 C 0.3071(7) 0.3277(9) 0.2001(3) 0.064(3) Uani 1 1 d .
C15 C 0.2677(8) 0.4168(9) 0.1763(4) 0.070(3) Uani 1 1 d .
H15 H 0.2154 0.4586 0.1948 0.084 Uiso 1 1 calc R
C16 C 0.3019(9) 0.4495(9) 0.1252(4) 0.069(3) Uani 1 1 d .
C17 C 0.5096(8) 0.2287(11) 0.0979(4) 0.083(3) Uani 1 1 d .
H17A H 0.5300 0.1699 0.1222 0.124 Uiso 1 1 calc R
H17B H 0.5726 0.2737 0.0905 0.124 Uiso 1 1 calc R
H17C H 0.4824 0.1987 0.0639 0.124 Uiso 1 1 calc R
C18 C 0.2651(9) 0.3009(14) 0.2560(5) 0.119(5) Uani 1 1 d .
H18A H 0.2997 0.2350 0.2690 0.179 Uiso 1 1 calc R
H18B H 0.1870 0.2901 0.2544 0.179 Uiso 1 1 calc R
H18C H 0.2813 0.3604 0.2807 0.179 Uiso 1 1 calc R
C19 C 0.2573(11) 0.5533(9) 0.0966(5) 0.096(4) Uani 1 1 d .
H19A H 0.2908 0.5607 0.0609 0.145 Uiso 1 1 calc R
H19B H 0.2742 0.6167 0.1185 0.145 Uiso 1 1 calc R
H19C H 0.1791 0.5472 0.0924 0.145 Uiso 1 1 calc R
C21 C 0.1270(7) 0.1270(7) 0.0000 0.049(3) Uani 1 2 d S
C22 C 0.1099(9) 0.0617(7) 0.0448(4) 0.068(3) Uani 1 1 d .
C23 C 0.0317(8) -0.0180(8) 0.0422(4) 0.071(3) Uani 1 1 d .
C24 C -0.0302(7) -0.0302(7) 0.0000 0.072(4) Uani 1 2 d S
F2 F 0.1869(4) 0.0723(3) 0.0963(2) 0.0599(14) Uani 1 1 d .
F3 F 0.0187(5) -0.0861(5) 0.0885(3) 0.099(2) Uani 1 1 d .
F4 F -0.1131(6) -0.1131(6) 0.0000 0.118(4) Uani 1 2 d S
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'
Cl Cl 0.1484 0.1585 '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
C1 Au1 C21 180.00(2) . .
C1 Au1 Cl1 91.19(6) . .
C21 Au1 Cl1 88.81(6) . .
C1 Au1 Cl1 91.19(6) . 7
C21 Au1 Cl1 88.81(6) . 7
Cl1 Au1 Cl1 177.63(13) . 7
N2 C1 N2 105.7(9) . 7
N2 C1 Au1 127.2(5) . .
N2 C1 Au1 127.2(5) 7 .
C1 N2 C3 108.5(7) . .
C1 N2 C11 124.8(7) . .
C3 N2 C11 126.7(7) . .
C3 C3 N2 108.5(5) 7 .
C3 C3 H3 125.8 7 .
N2 C3 H3 125.8 . .
C12 C11 C16 122.3(8) . .
C12 C11 N2 120.4(9) . .
C16 C11 N2 117.2(9) . .
C11 C12 C13 117.9(9) . .
C11 C12 C17 122.3(10) . .
C13 C12 C17 119.8(10) . .
C14 C13 C12 121.5(9) . .
C14 C13 H13 119.3 . .
C12 C13 H13 119.3 . .
C15 C14 C13 120.2(8) . .
C15 C14 C18 117.0(11) . .
C13 C14 C18 122.7(11) . .
C14 C15 C16 121.7(10) . .
C14 C15 H15 119.2 . .
C16 C15 H15 119.2 . .
C15 C16 C11 116.4(10) . .
C15 C16 C19 122.7(10) . .
C11 C16 C19 120.9(10) . .
C12 C17 H17A 109.5 . .
C12 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C12 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C14 C18 H18A 109.5 . .
C14 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C14 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C22 C21 C22 117.2(13) . 7
C22 C21 Au1 121.4(7) . .
C22 C21 Au1 121.4(7) 7 .
C23 C22 C21 119.1(11) . .
C23 C22 F2 121.0(9) . .
C21 C22 F2 119.7(9) . .
C24 C23 C22 122.1(11) . .
C24 C23 F3 120.3(10) . .
C22 C23 F3 117.5(10) . .
C23 C24 C23 120.2(14) . 7
C23 C24 F4 119.9(7) . .
C23 C24 F4 119.9(7) 7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 C1 2.051(10) .
Au1 C21 2.063(12) .
Au1 Cl1 2.276(3) .
Au1 Cl1 2.276(3) 7
C1 N2 1.343(9) .
C1 N2 1.343(9) 7
N2 C3 1.403(11) .
N2 C11 1.466(10) .
C3 C3 1.247(17) 7
C3 H3 0.9500 .
C11 C12 1.353(13) .
C11 C16 1.426(14) .
C12 C13 1.391(12) .
C12 C17 1.505(13) .
C13 C14 1.368(14) .
C13 H13 0.9500 .
C14 C15 1.346(14) .
C14 C18 1.516(13) .
C15 C16 1.395(14) .
C15 H15 0.9500 .
C16 C19 1.574(14) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C21 C22 1.392(11) .
C21 C22 1.392(11) 7
C22 C23 1.389(15) .
C22 F2 1.599(13) .
C23 C24 1.307(12) .
C23 F3 1.435(11) .
C24 C23 1.307(12) 7
C24 F4 1.457(15) .
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_4
C21 Au1 C1 N2 89.5(5) . .
Cl1 Au1 C1 N2 81.7(5) . .
Cl1 Au1 C1 N2 -98.3(5) 7 .
C21 Au1 C1 N2 -90.5(5) . 7
Cl1 Au1 C1 N2 -98.3(5) . 7
Cl1 Au1 C1 N2 81.7(5) 7 7
N2 C1 N2 C3 1.6(7) 7 .
Au1 C1 N2 C3 -178.4(7) . .
N2 C1 N2 C11 179.8(11) 7 .
Au1 C1 N2 C11 -0.2(11) . .
C1 N2 C3 C3 -5(2) . 7
C11 N2 C3 C3 177.3(15) . 7
C1 N2 C11 C12 81.3(11) . .
C3 N2 C11 C12 -100.8(13) . .
C1 N2 C11 C16 -94.7(11) . .
C3 N2 C11 C16 83.2(13) . .
C16 C11 C12 C13 4.5(13) . .
N2 C11 C12 C13 -171.3(7) . .
C16 C11 C12 C17 -176.9(9) . .
N2 C11 C12 C17 7.3(13) . .
C11 C12 C13 C14 -2.6(13) . .
C17 C12 C13 C14 178.8(9) . .
C12 C13 C14 C15 -0.3(14) . .
C12 C13 C14 C18 -178.0(9) . .
C13 C14 C15 C16 1.3(15) . .
C18 C14 C15 C16 179.2(9) . .
C14 C15 C16 C11 0.5(15) . .
C14 C15 C16 C19 -180.0(10) . .
C12 C11 C16 C15 -3.5(14) . .
N2 C11 C16 C15 172.5(8) . .
C12 C11 C16 C19 177.0(9) . .
N2 C11 C16 C19 -7.1(13) . .
C1 Au1 C21 C22 -110.9(5) . .
Cl1 Au1 C21 C22 -103.1(5) . .
Cl1 Au1 C21 C22 76.9(5) 7 .
C1 Au1 C21 C22 69.1(5) . 7
Cl1 Au1 C21 C22 76.9(5) . 7
Cl1 Au1 C21 C22 -103.1(5) 7 7
C22 C21 C22 C23 1.7(6) 7 .
Au1 C21 C22 C23 -178.3(6) . .
C22 C21 C22 F2 176.3(9) 7 .
Au1 C21 C22 F2 -3.7(9) . .
C21 C22 C23 C24 -3.6(13) . .
F2 C22 C23 C24 -178.1(6) . .
C21 C22 C23 F3 178.0(7) . .
F2 C22 C23 F3 3.5(12) . .
C22 C23 C24 C23 1.8(7) . 7
F3 C23 C24 C23 -179.8(9) . 7
C22 C23 C24 F4 -178.2(7) . .
F3 C23 C24 F4 0.2(9) . .
