#------------------------------------------------------------------------------
#$Date: 2022-04-23 00:32:45 +0200 (Sat 23 de Apr de 2022) $
#$Revision: 274646 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/48/7244852.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_7244852
loop_
_publ_author_name
'Pizzi, Andrea'
'Calabrese, Miriam'
'Daolio, Andrea'
'Ursini, Maurizio'
'Frontera, Antonio'
'Resnati, Giuseppe'
_publ_section_title
;
 Expanding the toolbox of coinage bond: Adducts involving new gold(III)
 derivatives and bioactive molecules
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00446A
_journal_year                    2022
_chemical_absolute_configuration S
_chemical_formula_moiety         'Au Br3 C10 N2 O, 11(H), O'
_chemical_formula_sum            'C10 H11 Au Br3 N2 O2'
_chemical_formula_weight         627.90
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-05-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-01-27 deposited with the CCDC.	2022-04-22 downloaded from the CCDC.
;
_cell_angle_alpha                91.892(2)
_cell_angle_beta                 101.920(3)
_cell_angle_gamma                99.075(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3049(4)
_cell_length_b                   7.9398(4)
_cell_length_c                   14.1403(8)
_cell_measurement_reflns_used    4525
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.03
_cell_measurement_theta_min      2.95
_cell_volume                     790.57(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_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, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.821
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.821
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17402
_diffrn_reflns_point_group_measured_fraction_full 0.889
_diffrn_reflns_point_group_measured_fraction_max 0.652
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.771
_diffrn_reflns_theta_min         2.891
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    16.880
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_correction_T_min  0.5266
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.'
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    2.638
_exptl_crystal_description       block
_exptl_crystal_F_000             570
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   0.7467
_exptl_transmission_factor_min   0.4050
_refine_diff_density_max         0.974
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.109
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.043(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         8282
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0250
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0051P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0430
_refine_ls_wR_factor_ref         0.0455
_reflns_Friedel_coverage         0.589
_reflns_Friedel_fraction_full    0.785
_reflns_Friedel_fraction_max     0.483
_reflns_number_gt                6650
_reflns_number_total             8282
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00446a2.cif
_cod_data_source_block           T1_CCDC6
_cod_database_code               7244852
_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.
;
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H5(0.039) H6(0.043) H3(0.055) H1(0.041) H8(0.065) H2(0.046)
 H7(0.053) H9(0.049) H11(0.045) H15A(0.118) H15B(0.118) H15C(0.118) H16(0.05)
 H12A(0.07) H12B(0.07) H13(0.084) H18(0.125) H20A(0.152) H20B(0.152)
 H20C(0.152) H17A(0.084) H17B(0.084)
 Fixed X: H5(0.212974) H6(0.345809) H3(0.107787) H1(-0.093779) H8(0.672118)
 H2(-0.07088) H7(0.716458) H9(0.477135) H11(0.327781) H15A(0.59745)
 H15B(0.685016) H15C(0.5413) H16(0.230545) H12A(0.03152) H12B(0.081695)
 H13(0.223017) H18(-0.095362) H20A(0.499829) H20B(0.590465) H20C(0.583072)
 H17A(-0.024243) H17B(0.083216)
 Fixed Y: H5(0.257219) H6(0.028977) H3(0.332428) H1(0.601429) H8(-0.214345)
 H2(0.531591) H7(-0.264496) H9(-0.02176) H11(0.077016) H15A(0.318809)
 H15B(0.261471) H15C(0.390378) H16(0.205735) H12A(0.006215) H12B(-0.115114)
 H13(-0.229413) H18(0.185829) H20A(0.49007) H20B(0.366114) H20C(0.337345)
 H17A(0.042083) H17B(-0.049495)
 Fixed Z: H5(0.345427) H6(0.148628) H3(0.609229) H1(0.392292) H8(-0.045831)
 H2(0.550926) H7(0.11574) H9(-0.107967) H11(0.459782) H15A(0.549967)
 H15B(0.652149) H15C(0.642714) H16(0.032405) H12A(0.56078) H12B(0.48286)
 H13(0.634473) H18(-0.203029) H20A(-0.043704) H20B(-0.101758) H20C(0.006632)
 H17A(-0.045331) H17B(-0.112368)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'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
Au2 Au 0.56320(3) -0.18389(3) 0.29024(2) 0.03342(13) Uani 1 1 d . . . . .
Au1 Au 0.03478(3) 0.49710(3) 0.21286(2) 0.03149(12) Uani 1 1 d . . . . .
Br1 Br 0.0844(2) 0.79986(19) 0.26242(12) 0.0415(4) Uani 1 1 d . . . . .
Br6 Br 0.6211(2) 0.11797(19) 0.33917(12) 0.0488(4) Uani 1 1 d . . . . .
Br4 Br 0.5215(2) -0.48710(19) 0.24207(13) 0.0482(5) Uani 1 1 d . . . . .
Br3 Br -0.0419(2) 0.19898(19) 0.15821(12) 0.0483(4) Uani 1 1 d . . . . .
Br5 Br 0.5919(2) -0.2491(3) 0.45643(13) 0.0577(5) Uani 1 1 d . . . . .
Br2 Br 0.0239(2) 0.5694(2) 0.04831(12) 0.0508(4) Uani 1 1 d . . . . .
N2 N 0.5355(13) -0.1245(12) 0.1467(7) 0.030(2) Uani 1 1 d . . . . .
N1 N 0.0593(13) 0.4356(12) 0.3555(8) 0.033(2) Uani 1 1 d . . . . .
C5 C 0.1563(14) 0.3130(14) 0.3876(8) 0.032(2) Uani 1 1 d . . . . .
H5 H 0.212974 0.257219 0.345427 0.039 Uiso 1 1 calc R U . . .
C6 C 0.4145(14) -0.0171(13) 0.1087(9) 0.035(3) Uani 1 1 d . . . . .
H6 H 0.345809 0.028977 0.148628 0.043 Uiso 1 1 calc R U . . .
C3 C 0.0920(16) 0.3561(17) 0.5443(9) 0.045(3) Uani 1 1 d . . . . .
H3 H 0.107787 0.332428 0.609229 0.055 Uiso 1 1 calc R U . . .
C4 C 0.1750(14) 0.2663(14) 0.4823(9) 0.035(2) Uani 1 1 d . . . . .
C1 C -0.0249(15) 0.5168(14) 0.4154(8) 0.034(3) Uani 1 1 d . . . . .
H1 H -0.093779 0.601429 0.392292 0.041 Uiso 1 1 calc R U . . .
C8 C 0.6086(18) -0.1609(16) -0.0061(10) 0.054(4) Uani 1 1 d . . . . .
H8 H 0.672118 -0.214345 -0.045831 0.065 Uiso 1 1 calc R U . . .
C2 C -0.0103(15) 0.4762(14) 0.5105(8) 0.038(3) Uani 1 1 d . . . . .
H2 H -0.070880 0.531591 0.550926 0.046 Uiso 1 1 calc R U . . .
C10 C 0.3902(14) 0.0252(14) 0.0153(8) 0.035(2) Uani 1 1 d . . . . .
C7 C 0.6319(16) -0.1933(15) 0.0900(10) 0.044(3) Uani 1 1 d . . . . .
H7 H 0.716458 -0.264496 0.115740 0.053 Uiso 1 1 calc R U . . .
C9 C 0.4898(17) -0.0480(14) -0.0436(10) 0.041(3) Uani 1 1 d . . . . .
H9 H 0.477135 -0.021760 -0.107967 0.049 Uiso 1 1 calc R U . . .
C11 C 0.2719(11) 0.1153(11) 0.5123(6) 0.037(2) Uani 1 1 d . . . . .
H11 H 0.327781 0.077016 0.459782 0.045 Uiso 1 1 calc R U . . .
C14 C 0.4192(17) 0.0231(16) 0.6630(8) 0.048(3) Uani 1 1 d . . . . .
N3 N 0.4175(9) 0.1508(8) 0.6014(5) 0.0449(15) Uani 1 1 d . . . . .
C15 C 0.5734(17) 0.2923(16) 0.6125(11) 0.079(4) Uani 1 1 d . . . . .
H15A H 0.597450 0.318809 0.549967 0.118 Uiso 1 1 calc R U . . .
H15B H 0.685016 0.261471 0.652149 0.118 Uiso 1 1 calc R U . . .
H15C H 0.541300 0.390378 0.642714 0.118 Uiso 1 1 calc R U . . .
O1 O 0.5389(10) 0.0171(8) 0.7343(4) 0.0740(18) Uani 1 1 d . . . . .
C16 C 0.2556(11) 0.1420(11) -0.0228(7) 0.041(2) Uani 1 1 d . . . . .
H16 H 0.230545 0.205735 0.032405 0.050 Uiso 1 1 calc R U . . .
C12 C 0.1347(16) -0.0349(12) 0.5387(8) 0.058(3) Uani 1 1 d . . . . .
H12A H 0.031520 0.006215 0.560780 0.070 Uiso 1 1 calc R U . . .
H12B H 0.081695 -0.115114 0.482860 0.070 Uiso 1 1 calc R U . . .
C13 C 0.2483(13) -0.1177(11) 0.6168(7) 0.070(3) Uani 1 1 d . . . . .
H13 H 0.223017 -0.229413 0.634473 0.084 Uiso 1 1 calc R U . . .
N4 N 0.3310(10) 0.2635(8) -0.0847(5) 0.0492(16) Uani 1 1 d . . . . .
C18 C 0.0213(16) 0.1829(17) -0.1622(8) 0.104(4) Uani 1 1 d . . . . .
H18 H -0.095362 0.185829 -0.203029 0.125 Uiso 1 1 calc R U . . .
O2 O 0.2330(13) 0.4080(10) -0.2154(5) 0.104(3) Uani 1 1 d . . . . .
C20 C 0.517(2) 0.3738(16) -0.0531(12) 0.101(5) Uani 1 1 d . . . . .
H20A H 0.499829 0.490070 -0.043704 0.152 Uiso 1 1 calc R U . . .
H20B H 0.590465 0.366114 -0.101758 0.152 Uiso 1 1 calc R U . . .
H20C H 0.583072 0.337345 0.006632 0.152 Uiso 1 1 calc R U . . .
C19 C 0.211(2) 0.299(2) -0.1563(12) 0.083(5) Uani 1 1 d . . . . .
C17 C 0.0723(15) 0.0601(16) -0.0836(9) 0.070(3) Uani 1 1 d . . . . .
H17A H -0.024243 0.042083 -0.045331 0.084 Uiso 1 1 calc R U . . .
H17B H 0.083216 -0.049495 -0.112368 0.084 Uiso 1 1 calc R U . . .
O3 O 0.5896(14) 0.6692(12) 0.7676(7) 0.115(3) Uiso 1 1 d . . . . .
O4 O 0.9235(19) 0.6399(18) 0.7377(11) 0.207(6) Uiso 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'
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'
Br Br -0.2901 2.4595 '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
Br6 Au2 Br4 177.21(6) . . ?
Br5 Au2 Br6 89.80(7) . . ?
Br5 Au2 Br4 90.11(7) . . ?
N2 Au2 Br6 89.5(3) . . ?
N2 Au2 Br4 90.6(3) . . ?
N2 Au2 Br5 179.0(3) . . ?
Br3 Au1 Br1 175.18(6) . . ?
Br2 Au1 Br1 89.26(6) . . ?
Br2 Au1 Br3 89.45(6) . . ?
N1 Au1 Br1 90.7(3) . . ?
N1 Au1 Br3 90.8(3) . . ?
N1 Au1 Br2 177.0(3) . . ?
C6 N2 Au2 120.4(8) . . ?
C7 N2 Au2 120.4(8) . . ?
C7 N2 C6 119.1(11) . . ?
C5 N1 Au1 119.6(8) . . ?
C5 N1 C1 119.9(10) . . ?
C1 N1 Au1 120.4(8) . . ?
N1 C5 C4 121.6(10) . . ?
C10 C6 N2 122.8(11) . . ?
C2 C3 C4 120.3(11) . . ?
C5 C4 C3 117.6(10) . . ?
C5 C4 C11 119.3(10) . . ?
C3 C4 C11 123.1(10) . . ?
N1 C1 C2 121.0(10) . . ?
C7 C8 C9 119.6(12) . . ?
C3 C2 C1 119.5(11) . . ?
C6 C10 C9 117.8(10) . . ?
C6 C10 C16 120.7(10) . . ?
C9 C10 C16 121.5(10) . . ?
N2 C7 C8 121.0(11) . . ?
C10 C9 C8 119.6(12) . . ?
C4 C11 C12 112.3(8) . . ?
N3 C11 C4 113.7(8) . . ?
N3 C11 C12 101.9(7) . . ?
N3 C14 C13 106.2(8) . . ?
O1 C14 N3 125.9(11) . . ?
O1 C14 C13 127.7(10) . . ?
C14 N3 C11 114.9(8) . . ?
C14 N3 C15 122.0(9) . . ?
C15 N3 C11 121.6(7) . . ?
N4 C16 C10 112.4(7) . . ?
N4 C16 C17 103.2(8) . . ?
C17 C16 C10 116.0(9) . . ?
C13 C12 C11 106.1(8) . . ?
C12 C13 C14 104.7(7) . . ?
C16 N4 C20 122.0(8) . . ?
C19 N4 C16 115.4(10) . . ?
C19 N4 C20 120.4(10) . . ?
C19 C18 C17 102.1(9) . . ?
N4 C19 C18 109.2(12) . . ?
O2 C19 N4 129.0(15) . . ?
O2 C19 C18 121.8(14) . . ?
C16 C17 C18 105.9(10) . . ?
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
Au2 Br6 2.4190(16) . ?
Au2 Br4 2.4346(16) . ?
Au2 Br5 2.3969(18) . ?
Au2 N2 2.075(10) . ?
Au1 Br1 2.4310(16) . ?
Au1 Br3 2.4075(16) . ?
Au1 Br2 2.4034(16) . ?
Au1 N1 2.069(11) . ?
N2 C6 1.368(13) . ?
N2 C7 1.328(15) . ?
N1 C5 1.330(14) . ?
N1 C1 1.347(13) . ?
C5 C4 1.388(16) . ?
C6 C10 1.356(16) . ?
C3 C4 1.400(16) . ?
C3 C2 1.343(16) . ?
C4 C11 1.515(13) . ?
C1 C2 1.380(16) . ?
C8 C7 1.371(18) . ?
C8 C9 1.387(17) . ?
C10 C9 1.383(15) . ?
C10 C16 1.490(13) . ?
C11 N3 1.458(10) . ?
C11 C12 1.540(11) . ?
C14 N3 1.357(12) . ?
C14 O1 1.198(12) . ?
C14 C13 1.553(14) . ?
N3 C15 1.448(11) . ?
C16 N4 1.445(10) . ?
C16 C17 1.473(12) . ?
C12 C13 1.478(13) . ?
N4 C20 1.472(14) . ?
N4 C19 1.265(16) . ?
C18 C19 1.527(18) . ?
C18 C17 1.529(15) . ?
O2 C19 1.236(15) . ?
