#------------------------------------------------------------------------------
#$Date: 2020-10-04 06:14:26 +0300 (Sun, 04 Oct 2020) $
#$Revision: 257078 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/75/4517505.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_4517505
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 H4 Au Cl2 N3 O'
_chemical_formula_sum            'C5 H4 Au Cl2 N3 O'
_chemical_formula_weight         389.98
_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   mixed
_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                94.664(2)
_cell_angle_beta                 106.878(2)
_cell_angle_gamma                91.649(2)
_cell_formula_units_Z            2
_cell_length_a                   6.6857(10)
_cell_length_b                   7.2848(11)
_cell_length_c                   8.9057(13)
_cell_measurement_reflns_used    4058
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.760
_cell_measurement_theta_min      3.522
_cell_volume                     413.06(11)
_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 0.984
_diffrn_measured_fraction_theta_max 0.984
_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  0.0194
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4259
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        24.761
_diffrn_reflns_theta_max         24.761
_diffrn_reflns_theta_min         3.521
_exptl_absorpt_coefficient_mu    18.403
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.4168
_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    3.135
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.744
_refine_diff_density_min         -1.404
_refine_diff_density_rms         0.177
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         1395
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.198
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0174
_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)+(0.0268P)²+0.1236P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0425
_refine_ls_wR_factor_ref         0.0426
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1381
_reflns_number_total             1395
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao0c00071_si_001.cif
_cod_data_source_block           ic280_0m
_cod_depositor_comments
;Adding full bibliography for 4517503--4517505.cif.

 Adding full bibliography for 4517503--4517505.cif.
;
_cod_database_code               4517505
_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(H3A), C4(H4)
;
_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 0.56702(2) 0.77943(2) 0.62183(2) 0.02473(9) Uani 1 1 d . . . . .
Cl1 Cl 0.7827(2) 0.85270(18) 0.47964(15) 0.0442(3) Uani 1 1 d . . . . .
Cl2 Cl 0.3138(2) 0.66658(18) 0.39702(13) 0.0400(3) Uani 1 1 d . . . . .
O1 O 0.8182(5) 0.9178(5) 1.0927(3) 0.0395(7) Uani 1 1 d . . . . .
N1 N 0.2407(6) 0.6195(6) 1.0089(4) 0.0350(8) Uani 1 1 d . . . . .
N2 N 0.4043(6) 0.7115(5) 0.7730(4) 0.0267(8) Uani 1 1 d . . . . .
N3 N 0.7696(6) 0.8803(6) 0.8245(5) 0.0319(8) Uani 1 1 d . . . . .
H3 H 0.877(8) 0.931(7) 0.850(6) 0.027(13) Uiso 1 1 d . . . . .
C1 C 0.5090(6) 0.7599(5) 0.9255(5) 0.0247(8) Uani 1 1 d . . . . .
C2 C 0.4234(7) 0.7145(6) 1.0423(5) 0.0318(9) Uani 1 1 d . . . . .
H2 H 0.495532 0.751451 1.147041 0.038 Uiso 1 1 calc R . . . .
C3 C 0.1397(7) 0.5720(8) 0.8591(6) 0.0407(11) Uani 1 1 d . . . . .
H3A H 0.011713 0.505396 0.833893 0.049 Uiso 1 1 calc R . . . .
C4 C 0.2196(6) 0.6192(6) 0.7358(5) 0.0341(9) Uani 1 1 d . . . . .
H4 H 0.144536 0.586279 0.630994 0.041 Uiso 1 1 calc R . . . .
C5 C 0.7181(7) 0.8616(6) 0.9553(5) 0.0291(9) 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 90.75(5) . . ?
N2 Au1 Cl1 172.96(10) . . ?
N2 Au1 Cl2 95.63(11) . . ?
N3 Au1 Cl1 93.22(12) . . ?
N3 Au1 Cl2 175.66(12) . . ?
N3 Au1 N2 80.51(16) . . ?
C3 N1 C2 117.9(4) . . ?
C1 N2 Au1 113.2(3) . . ?
C4 N2 Au1 126.9(3) . . ?
C4 N2 C1 119.7(4) . . ?
C5 N3 Au1 117.7(3) . . ?
N2 C1 C2 119.9(4) . . ?
N2 C1 C5 115.6(3) . . ?
C2 C1 C5 124.5(4) . . ?
N1 C2 C1 121.7(4) . . ?
N1 C3 C4 122.2(4) . . ?
N2 C4 C3 118.5(4) . . ?
O1 C5 N3 128.2(4) . . ?
O1 C5 C1 118.9(4) . . ?
N3 C5 C1 112.9(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 Cl1 2.2571(12) . ?
Au1 Cl2 2.2879(12) . ?
Au1 N2 2.042(4) . ?
Au1 N3 1.985(4) . ?
O1 C5 1.241(5) . ?
N1 C2 1.329(6) . ?
N1 C3 1.320(7) . ?
N2 C1 1.347(6) . ?
N2 C4 1.329(6) . ?
N3 C5 1.322(6) . ?
C1 C2 1.382(6) . ?
C1 C5 1.505(6) . ?
C3 C4 1.415(7) . ?
