#------------------------------------------------------------------------------
#$Date: 2015-06-20 05:01:16 +0300 (Sat, 20 Jun 2015) $
#$Revision: 139452 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/08/2240859.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2240859
loop_
_publ_author_name
'Quinlivan, Patrick J.'
'Wu, Ja-Shin'
'Upmacis, Rita K.'
_publ_section_title
;
 Crystal structure of metronidazolium tetrachloridoaurate(III)
;
_journal_coeditor_code           LH5766
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              810
_journal_page_last               812
_journal_paper_doi               10.1107/S2056989015010798
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '(C6 H10 N3 O3) [Au Cl4]'
_chemical_formula_moiety         'C6 H10 N3 O3 +, Au Cl4 -'
_chemical_formula_sum            'C6 H10 Au Cl4 N3 O3'
_chemical_formula_weight         510.94
_chemical_name_systematic
;1-(2-Hydroxyethyl)-2-methyl-5-nitro-1H-imidazol-3-ium
tetrachloridoaurate(III)]
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 94.384(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.324(2)
_cell_length_b                   11.972(4)
_cell_length_c                   15.667(5)
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      30.57
_cell_measurement_theta_min      2.61
_cell_volume                     1369.7(7)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            22024
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.706
_diffrn_reflns_theta_min         2.143
_exptl_absorpt_coefficient_mu    11.520
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2013)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.478
_exptl_crystal_description       plate
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_refine_diff_density_max         1.298
_refine_diff_density_min         -1.218
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         4214
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.162
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0207
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0129P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0425
_refine_ls_wR_factor_ref         0.0447
_reflns_number_gt                3673
_reflns_number_total             4214
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5766sup1.cf
_cod_data_source_block           I
_cod_original_cell_volume        1369.6(8)
_cod_database_code               2240859
_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_min   0.177
_shelx_estimated_absorpt_t_max   0.802
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Au Au 0.36629(2) 0.79983(2) 0.58625(2) 0.01868(4) Uani d 1
Cl Cl1 0.26070(11) 0.84595(7) 0.45047(5) 0.03247(17) Uani d 1
Cl Cl2 0.44092(10) 0.62541(6) 0.54111(5) 0.03012(16) Uani d 1
Cl Cl3 0.46029(10) 0.75210(6) 0.72389(5) 0.02610(15) Uani d 1
Cl Cl4 0.29498(10) 0.97418(6) 0.63205(5) 0.02831(15) Uani d 1
O O1 0.8047(3) 0.7553(2) 0.41611(14) 0.0367(5) Uani d 1
O O2 0.9242(3) 0.60835(18) 0.47815(14) 0.0331(5) Uani d 1
O O3 0.7450(3) 0.55236(18) 0.73360(15) 0.0265(5) Uani d 1
H H3 0.684(5) 0.591(3) 0.719(2) 0.042(13) Uiso d 1
N N1 0.8446(3) 0.89061(19) 0.65413(15) 0.0175(4) Uani d 1
H H01 0.810(5) 0.953(3) 0.685(2) 0.042(10) Uiso d 1
N N2 0.9387(3) 0.72022(17) 0.63739(14) 0.0159(4) Uani d 1
N N3 0.8670(3) 0.70319(19) 0.47846(15) 0.0223(5) Uani d 1
C C1 0.8127(4) 0.8685(2) 0.56913(17) 0.0191(5) Uani d 1
H H1A 0.7604 0.9173 0.5261 0.023 Uiso calc 1
C C2 0.8708(3) 0.7626(2) 0.55853(17) 0.0158(5) Uani d 1
C C3 0.9200(4) 0.8016(2) 0.69521(17) 0.0170(5) Uani d 1
C C4 0.9783(4) 0.7982(3) 0.78720(19) 0.0272(6) Uani d 1
H H4A 0.9318 0.8643 0.8154 0.041 Uiso calc 1
H H4B 1.1123 0.7972 0.7949 0.041 Uiso calc 1
H H4C 0.9295 0.7307 0.8126 0.041 Uiso calc 1
C C5 1.0107(4) 0.6070(2) 0.65912(18) 0.0198(5) Uani d 1
H H5A 1.0863 0.6102 0.7142 0.024 Uiso calc 1
H H5B 1.0904 0.5822 0.6145 0.024 Uiso calc 1
C C6 0.8579(4) 0.5230(2) 0.66604(18) 0.0227(6) Uani d 1
H H6A 0.7818 0.5199 0.6111 0.027 Uiso calc 1
H H6B 0.9111 0.4479 0.6773 0.027 Uiso calc 1
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'
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
Cl1 Au Cl4 90.14(3)
Cl1 Au Cl2 90.27(3)
Cl4 Au Cl2 179.36(3)
Cl1 Au Cl3 177.66(3)
Cl4 Au Cl3 89.52(3)
Cl2 Au Cl3 90.09(3)
C6 O3 H3 108(3)
C3 N1 C1 110.4(2)
C3 N1 H01 120(2)
C1 N1 H01 129(2)
C3 N2 C2 106.6(2)
C3 N2 C5 124.1(2)
C2 N2 C5 129.3(2)
O2 N3 O1 125.9(3)
O2 N3 C2 118.9(2)
O1 N3 C2 115.2(2)
C2 C1 N1 105.7(2)
C2 C1 H1A 127.1
N1 C1 H1A 127.1
C1 C2 N2 109.1(2)
C1 C2 N3 125.8(2)
N2 C2 N3 125.1(2)
N1 C3 N2 108.2(2)
N1 C3 C4 124.7(2)
N2 C3 C4 127.0(2)
C3 C4 H4A 109.5
C3 C4 H4B 109.5
H4A C4 H4B 109.5
C3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
N2 C5 C6 111.8(2)
N2 C5 H5A 109.3
C6 C5 H5A 109.3
N2 C5 H5B 109.3
C6 C5 H5B 109.3
H5A C5 H5B 107.9
O3 C6 C5 111.1(2)
O3 C6 H6A 109.4
C5 C6 H6A 109.4
O3 C6 H6B 109.4
C5 C6 H6B 109.4
H6A C6 H6B 108.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au Cl1 2.2752(10)
Au Cl4 2.2807(9)
Au Cl2 2.2844(9)
Au Cl3 2.2855(10)
O1 N3 1.218(3)
O2 N3 1.210(3)
O3 C6 1.436(3)
O3 H3 0.67(4)
N1 C3 1.341(3)
N1 C1 1.360(3)
N1 H01 0.94(4)
N2 C3 1.345(3)
N2 C2 1.392(3)
N2 C5 1.485(3)
N3 C2 1.441(3)
C1 C2 1.351(4)
C1 H1A 0.9500
C3 C4 1.472(4)
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 C6 1.515(4)
C5 H5A 0.9900
C5 H5B 0.9900
C6 H6A 0.9900
C6 H6B 0.9900
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H01 O3 2_656 0.94(4) 1.81(4) 2.729(3) 166(3)
O3 H3 Cl3 . 0.67(4) 2.54(4) 3.169(2) 158(4)

_cod_database_fobs_code 2240859
