#------------------------------------------------------------------------------
#$Date: 2020-10-04 06:14:26 +0300 (Sun, 04 Oct 2020) $
#$Revision: 257078 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/75/4517503.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_4517503
loop_
_publ_author_name
'Stenger-Smith, Jenny'
'Kamariza, Mireille'
'Chakraborty, Indranil'
'Ouattara, Ramatoulaye'
'Bertozzi, Carolyn R.'
'Mascharak, Pradip K.'
_publ_section_title
;
 Enhanced Bactericidal Effects of Pyrazinamide Toward Mycobacterium
 smegmatis and Mycobacterium tuberculosis upon Conjugation to a
 {Au(I)-triphenylphosphine}+ Moiety
;
_journal_issue                   12
_journal_name_full               'ACS Omega'
_journal_page_first              6826
_journal_page_last               6833
_journal_paper_doi               10.1021/acsomega.0c00071
_journal_volume                  5
_journal_year                    2020
_chemical_formula_moiety         'C5 H3 Au Cl2 N2 O2'
_chemical_formula_sum            'C5 H3 Au Cl2 N2 O2'
_chemical_formula_weight         390.96
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-10-04
_audit_creation_method
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.2868(6)
_cell_length_b                   14.4003(12)
_cell_length_c                   16.4259(13)
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.701
_cell_measurement_theta_min      3.058
_cell_volume                     1723.6(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      295.5
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON 100'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15095
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.701
_diffrn_reflns_theta_max         24.701
_diffrn_reflns_theta_min         3.089
_exptl_absorpt_coefficient_mu    17.647
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.3253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.013
_exptl_crystal_description       plate
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1462
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0327P)²+5.8756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0667
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1261
_reflns_number_total             1462
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao0c00071_si_001.cif
_cod_data_source_block           ic279_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_secondary' value 'diffmap' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 4517503--4517505.cif.

 Adding full bibliography for 4517503--4517505.cif.
;
_cod_database_code               4517503
_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. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-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 0.37340(3) 0.60962(2) 0.45244(2) 0.04432(13) Uani 1 1 d . . . . .
Cl1 Cl 0.4949(3) 0.62037(13) 0.32689(12) 0.0743(5) Uani 1 1 d . . . . .
Cl2 Cl 0.2729(2) 0.46503(12) 0.42554(13) 0.0650(5) Uani 1 1 d . . . . .
O1 O 0.4873(7) 0.8323(3) 0.5863(3) 0.0719(14) Uani 1 1 d . . . . .
O2 O 0.4663(7) 0.7361(3) 0.4808(3) 0.0604(12) Uani 1 1 d . . . . .
N1 N 0.1890(10) 0.6405(5) 0.7286(4) 0.0727(17) Uani 1 1 d . . . . .
N2 N 0.2807(7) 0.6128(3) 0.5681(3) 0.0424(11) Uani 1 1 d . . . . .
C1 C 0.3313(8) 0.6905(4) 0.6073(4) 0.0458(14) Uani 1 1 d . . . . .
C2 C 0.2859(9) 0.7033(5) 0.6873(4) 0.0588(17) Uani 1 1 d . . . . .
H2 H 0.323580 0.757242 0.713552 0.071 Uiso 1 1 calc R . . . .
C3 C 0.1394(10) 0.5652(6) 0.6874(6) 0.069(2) Uani 1 1 d . . . . .
H3 H 0.069000 0.520941 0.714319 0.083 Uiso 1 1 calc R . . . .
C4 C 0.1847(9) 0.5483(4) 0.6082(5) 0.0531(16) Uani 1 1 d . . . . .
H4 H 0.149800 0.493340 0.582825 0.064 Uiso 1 1 calc R . . . .
C5 C 0.4371(9) 0.7596(4) 0.5561(4) 0.0528(16) 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'
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
Cl1 Au1 Cl2 90.68(7) . . ?
O2 Au1 Cl1 91.01(16) . . ?
O2 Au1 Cl2 177.62(16) . . ?
O2 Au1 N2 82.7(2) . . ?
N2 Au1 Cl1 173.59(15) . . ?
N2 Au1 Cl2 95.57(14) . . ?
C5 O2 Au1 113.8(4) . . ?
C3 N1 C2 115.9(7) . . ?
C1 N2 Au1 112.3(4) . . ?
C4 N2 Au1 128.6(5) . . ?
C4 N2 C1 119.1(6) . . ?
N2 C1 C2 120.5(6) . . ?
N2 C1 C5 114.9(6) . . ?
C2 C1 C5 124.6(6) . . ?
N1 C2 C1 121.7(7) . . ?
N1 C3 C4 124.5(7) . . ?
N2 C4 C3 118.2(7) . . ?
O1 C5 O2 124.3(6) . . ?
O1 C5 C1 119.6(7) . . ?
O2 C5 C1 116.2(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 Cl1 2.250(2) . ?
Au1 Cl2 2.2510(17) . ?
Au1 O2 1.998(4) . ?
Au1 N2 2.016(6) . ?
O1 C5 1.215(8) . ?
O2 C5 1.300(8) . ?
N1 C2 1.333(9) . ?
N1 C3 1.330(11) . ?
N2 C1 1.342(8) . ?
N2 C4 1.337(8) . ?
C1 C2 1.368(9) . ?
C1 C5 1.514(9) . ?
C3 C4 1.363(11) . ?
