#------------------------------------------------------------------------------
#$Date: 2018-08-12 07:38:59 +0300 (Sun, 12 Aug 2018) $
#$Revision: 209624 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/29/7002943.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_7002943
loop_
_publ_author_name
'Kouroulis, K. N.'
'Hadjikakou, S. K.'
'Kourkoumelis, N.'
'Kubicki, M.'
'Male, L.'
'Hursthouse, M.'
'Skoulika, S.'
'Metsios, A. K.'
'Tyurin, V. Y.'
'Dolganov, A. V.'
'Milaeva, E. R.'
'Hadjiliadis, N.'
_publ_section_title
;
 Synthesis, structural characterization and in vitro cytotoxicity of
 new Au(III) and Au(I) complexes with thioamides
;
_journal_coden_ASTM              DTARAF
_journal_issue                   47
_journal_name_full               'Dalton Transactions'
_journal_page_first              10446
_journal_page_last               10456
_journal_paper_doi               10.1039/b909587j
_journal_year                    2009
_chemical_formula_moiety         '4(C9 H10 N2 O), AU CL4, 4CL, 5(O H2), 0 H3'
_chemical_formula_sum            'C36 H53 Au Cl8 N8 O10'
_chemical_formula_weight         1238.43
_chemical_name_common
;5-Ethoxy-benzimidazolium oxonium dichloride
tetrachloroaurate(iii) pentahydrate
;
_chemical_name_systematic
;
5-Ethoxy-benzimidazolium oxonium dichloride tetrachloroaurate(III)
pentahydrate
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_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                 92.500(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   22.0808(5)
_cell_length_b                   25.1431(7)
_cell_length_c                   4.87740(10)
_cell_measurement_reflns_used    3097
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     2705.26(11)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'Ortep3 for Windows (Farrugia, L.J., 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
Sir2004 (Burla, M.C., Caliandro, R., Camalli, M., Carrozzini, B.,
Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R.,
2004)
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            15931
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.24
_exptl_absorpt_coefficient_mu    3.168
_exptl_absorpt_correction_T_max  0.9109
_exptl_absorpt_correction_T_min  0.7424
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.075
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3171
_refine_ls_number_restraints     27
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0426
_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)+(0.0429P)²+29.0597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1074
_reflns_number_gt                3106
_reflns_number_total             3171
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B909587J.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' 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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               7002943
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6079(2) 0.1207(2) 0.9634(9) 0.0272(10) Uani 1 1 d . . .
H1 H 0.5855 0.1046 1.1034 0.033 Uiso 1 1 calc R . .
C2 C 0.6747(2) 0.1330(2) 0.6469(9) 0.0274(10) Uani 1 1 d . . .
C3 C 0.6393(2) 0.1784(2) 0.6629(9) 0.0282(10) Uani 1 1 d . . .
C4 C 0.6499(2) 0.2227(2) 0.4984(11) 0.0323(11) Uani 1 1 d . . .
H4 H 0.6259 0.2540 0.5066 0.039 Uiso 1 1 calc R . .
C5 C 0.6973(2) 0.2185(2) 0.3229(10) 0.0334(12) Uani 1 1 d . . .
H5 H 0.7058 0.2475 0.2063 0.040 Uiso 1 1 calc R . .
C6 C 0.7331(2) 0.1724(2) 0.3120(10) 0.0307(11) Uani 1 1 d . . .
C7 C 0.7228(2) 0.1280(2) 0.4715(10) 0.0296(10) Uani 1 1 d . . .
H7 H 0.7465 0.0966 0.4623 0.036 Uiso 1 1 calc R . .
C8 C 0.8177(3) 0.1302(2) 0.1014(11) 0.0385(12) Uani 1 1 d . . .
H8A H 0.7939 0.0999 0.0251 0.046 Uiso 1 1 calc R . .
H8B H 0.8364 0.1196 0.2812 0.046 Uiso 1 1 calc R . .
C9 C 0.8653(3) 0.1458(3) -0.0891(14) 0.0501(16) Uani 1 1 d . . .
H9A H 0.8461 0.1585 -0.2620 0.075 Uiso 1 1 calc R . .
H9B H 0.8909 0.1150 -0.1253 0.075 Uiso 1 1 calc R . .
H9C H 0.8903 0.1742 -0.0058 0.075 Uiso 1 1 calc R . .
N1 N 0.65347(18) 0.09758(18) 0.8385(8) 0.0281(9) Uani 1 1 d . . .
N2 N 0.59817(18) 0.16904(17) 0.8646(8) 0.0274(9) Uani 1 1 d . . .
H2 H 0.5704 0.1914 0.9176 0.033 Uiso 1 1 calc R . .
O1 O 0.77931(18) 0.17561(16) 0.1328(8) 0.0375(9) Uani 1 1 d . . .
Au1 Au 0.5000 0.0000 0.5000 0.02145(12) Uani 1 4 d S . .
Cl1 Cl 0.59459(8) 0.0000 0.3303(4) 0.0339(4) Uani 1 2 d S . .
Cl2 Cl 0.5000 0.09054(6) 0.5000 0.0266(3) Uani 1 2 d S . .
Cl3 Cl 0.5000 0.24899(9) 0.0000 0.0477(5) Uani 1 2 d S . .
Cl4 Cl 0.79842(12) 0.0000 0.4671(5) 0.0567(6) Uani 1 2 d S . .
O2 O 0.7166(3) 0.0000 0.9394(10) 0.0307(11) Uani 1 2 d SD . .
H2A H 0.739(3) 0.0000 1.082(10) 0.046 Uiso 1 2 d SD . .
H2B H 0.6805(11) 0.0000 0.975(15) 0.046 Uiso 1 2 d SD . .
O3 O 0.4821(5) 0.3205(5) 0.493(4) 0.083(4) Uani 0.50 1 d P . .
O4 O 0.5737(11) 0.5000 0.289(8) 0.073(6) Uani 0.25 2 d SPU A 1
O4' O 0.5776(11) 0.5000 0.712(8) 0.073(6) Uani 0.25 2 d SPU B 2
O5 O 0.4963(19) 0.5790(9) 0.451(4) 0.027(6) Uani 0.125 1 d PU C 1
O5' O 0.5061(18) 0.5750(12) 0.656(5) 0.027(6) Uani 0.125 1 d PU D 2
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 110.4(4) . . ?
N2 C1 H1 124.8 . . ?
N1 C1 H1 124.8 . . ?
N1 C2 C3 106.4(4) . . ?
N1 C2 C7 130.0(5) . . ?
C3 C2 C7 123.5(5) . . ?
C2 C3 N2 106.7(4) . . ?
C2 C3 C4 121.0(5) . . ?
N2 C3 C4 132.3(5) . . ?
C5 C4 C3 116.2(5) . . ?
C5 C4 H4 121.9 . . ?
C3 C4 H4 121.9 . . ?
C4 C5 C6 122.0(5) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
O1 C6 C7 123.3(5) . . ?
O1 C6 C5 114.3(5) . . ?
C7 C6 C5 122.4(5) . . ?
C6 C7 C2 114.8(5) . . ?
C6 C7 H7 122.6 . . ?
C2 C7 H7 122.6 . . ?
O1 C8 C9 107.2(5) . . ?
O1 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
O1 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 N1 C2 108.2(4) . . ?
C1 N2 C3 108.3(4) . . ?
C1 N2 H2 125.8 . . ?
C3 N2 H2 125.8 . . ?
C6 O1 C8 118.7(4) . . ?
Cl2 Au1 Cl2 180.0 5_656 . ?
Cl2 Au1 Cl1 90.0 5_656 5_656 ?
Cl2 Au1 Cl1 90.0 . 5_656 ?
Cl2 Au1 Cl1 90.0 5_656 . ?
Cl2 Au1 Cl1 90.0 . . ?
Cl1 Au1 Cl1 180.00(3) 5_656 . ?
H2A O2 H2B 111(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
C1 N2 1.322(7) . ?
C1 N1 1.333(6) . ?
C1 H1 0.9500 . ?
C2 N1 1.388(6) . ?
C2 C3 1.388(8) . ?
C2 C7 1.397(7) . ?
C3 N2 1.389(6) . ?
C3 C4 1.398(7) . ?
C4 C5 1.385(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.404(8) . ?
C5 H5 0.9500 . ?
C6 O1 1.375(6) . ?
C6 C7 1.385(8) . ?
C7 H7 0.9500 . ?
C8 O1 1.433(7) . ?
C8 C9 1.485(8) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
N2 H2 0.8800 . ?
Au1 Cl2 2.2765(16) 5_656 ?
Au1 Cl2 2.2765(16) . ?
Au1 Cl1 2.2799(16) 5_656 ?
Au1 Cl1 2.2799(16) . ?
O2 H2A 0.84(2) . ?
O2 H2B 0.83(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 Cl3 0.88 2.17 3.050(5) 173.6 1_556
O2 H2A Cl4 0.84(2) 2.24(2) 3.079(6) 179(7) 1_556
O2 H2B Cl1 0.83(2) 2.62(4) 3.368(5) 151(7) 1_556
