#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:34:00 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179851 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/47/7014714.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_7014714
loop_
_publ_author_name
'Kunz, Peter C.'
'Wetzel, Corinna'
'Kögel, Susanne'
'Kassack, Matthias U.'
'Spingler, Bernhard'
_publ_section_title
;
 [(C3H4N2)2Au]Cl--a bis protic gold(I)-NHC.
;
_journal_issue                   1
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              35
_journal_page_last               37
_journal_paper_doi               10.1039/c0dt01089h
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C6 H8 Au Cl N4'
_chemical_formula_weight         368.58
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 97.774(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   8.51512(18)
_cell_length_b                   14.1757(2)
_cell_length_c                   23.3727(5)
_cell_measurement_reflns_used    9180
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      37.54
_cell_measurement_theta_min      4.930
_cell_volume                     2795.34(9)
_computing_cell_refinement       'CrysAlisPro (Oxford, 2007)'
_computing_data_collection       'CrysAlisPro (Oxford, 2007)'
_computing_data_reduction        'CrysAlisPro (Oxford, 2007)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-97 (Altomare, 1999)'
_diffrn_ambient_temperature      183(2)
_diffrn_detector_area_resol_mean 10.4498
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Xcalibur Ruby CCD'
_diffrn_measurement_method       'ο oscillation scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            24088
_diffrn_reflns_theta_full        36.32
_diffrn_reflns_theta_max         36.32
_diffrn_reflns_theta_min         4.94
_exptl_absorpt_coefficient_mu    16.025
_exptl_absorpt_correction_T_max  0.5666
_exptl_absorpt_correction_T_min  0.0937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.445
_refine_diff_density_min         -1.795
_refine_diff_density_rms         0.165
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         6769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0279
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0205P)²+1.5854P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0642
_reflns_number_gt                4608
_reflns_number_total             6769
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0DT01089H.TXT
_cod_data_source_block           kp280410
_cod_original_cell_volume        2795.35(9)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7014714
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Au1 Au 0.648314(16) 0.248798(9) 0.167004(6) 0.02814(4) Uani 1 1 d . . .
Au2 Au 0.5000 -0.004211(14) 0.2500 0.02925(5) Uani 1 2 d S . .
Cl1 Cl 0.80717(10) 0.00228(6) 0.08131(4) 0.03125(18) Uani 1 1 d . . .
Cl2 Cl 1.0000 -0.01229(7) 0.2500 0.0225(2) Uani 1 2 d S . .
C1 C 0.7400(4) 0.2495(2) 0.25125(16) 0.0266(7) Uani 1 1 d . . .
C2 C 0.8899(5) 0.2100(3) 0.33497(17) 0.0333(8) Uani 1 1 d . . .
H2A H 0.9605 0.1760 0.3625 0.040 Uiso 1 1 calc R . .
C3 C 0.8196(4) 0.2934(2) 0.34261(16) 0.0281(7) Uani 1 1 d . . .
H3A H 0.8301 0.3296 0.3771 0.034 Uiso 1 1 calc R . .
C4 C 0.5698(4) 0.2481(2) 0.08183(16) 0.0274(7) Uani 1 1 d . . .
C5 C 0.5428(4) 0.2102(2) -0.01280(18) 0.0317(8) Uani 1 1 d . . .
H5A H 0.5567 0.1787 -0.0476 0.038 Uiso 1 1 calc R . .
C6 C 0.4461(4) 0.2855(3) -0.00660(18) 0.0323(8) Uani 1 1 d . . .
H6A H 0.3789 0.3168 -0.0364 0.039 Uiso 1 1 calc R . .
C7 C 0.6053(4) -0.0021(2) 0.33257(15) 0.0271(7) Uani 1 1 d . . .
C8 C 0.7857(4) 0.0001(2) 0.41234(17) 0.0306(8) Uani 1 1 d . . .
H8A H 0.8851 -0.0012 0.4363 0.037 Uiso 1 1 calc R . .
C9 C 0.6405(4) 0.0117(2) 0.42973(17) 0.0312(8) Uani 1 1 d . . .
H9A H 0.6176 0.0190 0.4681 0.037 Uiso 1 1 calc R . .
N1 N 0.8378(3) 0.18471(19) 0.27882(14) 0.0288(6) Uani 1 1 d . . .
H1 H 0.8653 0.1321 0.2628 0.035 Uiso 1 1 calc R . .
N2 N 0.7297(3) 0.31613(19) 0.29111(13) 0.0274(6) Uani 1 1 d . . .
H2 H 0.6727 0.3679 0.2851 0.033 Uiso 1 1 calc R . .
N3 N 0.4651(4) 0.30690(19) 0.05072(14) 0.0296(7) Uani 1 1 d . . .
H3 H 0.4154 0.3532 0.0658 0.035 Uiso 1 1 calc R . .
N4 N 0.6155(3) 0.18954(19) 0.04185(13) 0.0271(6) Uani 1 1 d . . .
H4 H 0.6840 0.1434 0.0498 0.033 Uiso 1 1 calc R . .
N7 N 0.5342(3) 0.0106(2) 0.37985(13) 0.0277(6) Uani 1 1 d . . .
H7 H 0.4312 0.0174 0.3790 0.033 Uiso 1 1 calc R . .
N8 N 0.7597(3) -0.00927(19) 0.35309(14) 0.0295(6) Uani 1 1 d . . .
H8 H 0.8351 -0.0188 0.3314 0.035 Uiso 1 1 calc R . .
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'
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'
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
C4 Au1 C1 176.67(13) . . ?
C7 Au2 C7 178.31(18) . 2_655 ?
N2 C1 N1 104.1(3) . . ?
N2 C1 Au1 129.1(2) . . ?
N1 C1 Au1 126.7(3) . . ?
C3 C2 N1 105.3(3) . . ?
C3 C2 H2A 127.4 . . ?
N1 C2 H2A 127.4 . . ?
C2 C3 N2 107.1(3) . . ?
C2 C3 H3A 126.4 . . ?
N2 C3 H3A 126.4 . . ?
N4 C4 N3 103.7(3) . . ?
N4 C4 Au1 127.0(2) . . ?
N3 C4 Au1 129.3(3) . . ?
C6 C5 N4 105.7(3) . . ?
C6 C5 H5A 127.2 . . ?
N4 C5 H5A 127.2 . . ?
N3 C6 C5 106.6(3) . . ?
N3 C6 H6A 126.7 . . ?
C5 C6 H6A 126.7 . . ?
N8 C7 N7 104.2(3) . . ?
N8 C7 Au2 129.0(3) . . ?
N7 C7 Au2 126.8(2) . . ?
C9 C8 N8 106.4(3) . . ?
C9 C8 H8A 126.8 . . ?
N8 C8 H8A 126.8 . . ?
C8 C9 N7 105.4(3) . . ?
C8 C9 H9A 127.3 . . ?
N7 C9 H9A 127.3 . . ?
C1 N1 C2 112.2(3) . . ?
C1 N1 H1 123.9 . . ?
C2 N1 H1 123.9 . . ?
C1 N2 C3 111.3(3) . . ?
C1 N2 H2 124.4 . . ?
C3 N2 H2 124.4 . . ?
C4 N3 C6 111.8(3) . . ?
C4 N3 H3 124.1 . . ?
C6 N3 H3 124.1 . . ?
C4 N4 C5 112.2(3) . . ?
C4 N4 H4 123.9 . . ?
C5 N4 H4 123.9 . . ?
C7 N7 C9 112.4(3) . . ?
C7 N7 H7 123.8 . . ?
C9 N7 H7 123.8 . . ?
C7 N8 C8 111.6(3) . . ?
C7 N8 H8 124.2 . . ?
C8 N8 H8 124.2 . . ?
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 C4 2.013(4) . ?
Au1 C1 2.018(4) . ?
Au2 C7 2.015(4) . ?
Au2 C7 2.015(4) 2_655 ?
C1 N2 1.337(4) . ?
C1 N1 1.345(4) . ?
C2 C3 1.348(5) . ?
C2 N1 1.375(5) . ?
C2 H2A 0.9500 . ?
C3 N2 1.375(4) . ?
C3 H3A 0.9500 . ?
C4 N4 1.346(4) . ?
C4 N3 1.358(4) . ?
C5 C6 1.367(5) . ?
C5 N4 1.374(5) . ?
C5 H5A 0.9500 . ?
C6 N3 1.362(5) . ?
C6 H6A 0.9500 . ?
C7 N8 1.341(4) . ?
C7 N7 1.342(5) . ?
C8 C9 1.362(5) . ?
C8 N8 1.379(5) . ?
C8 H8A 0.9500 . ?
C9 N7 1.376(5) . ?
C9 H9A 0.9500 . ?
N1 H1 0.8800 . ?
N2 H2 0.8800 . ?
N3 H3 0.8800 . ?
N4 H4 0.8800 . ?
N7 H7 0.8800 . ?
N8 H8 0.8800 . ?
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
N1 H1 Cl2 0.88 2.39 3.227(3) 160.1 .
N2 H2 Cl2 0.88 2.32 3.187(3) 167.1 3_455
N3 H3 Cl1 0.88 2.35 3.202(3) 162.1 3_455
N4 H4 Cl1 0.88 2.33 3.187(3) 164.2 .
N7 H7 Cl1 0.88 2.35 3.163(3) 153.2 2_655
N8 H8 Cl2 0.88 2.52 3.366(3) 162.8 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 Au1 C1 N2 115(2) . . . . ?
C4 Au1 C1 N1 -59(2) . . . . ?
N1 C2 C3 N2 -0.8(4) . . . . ?
C1 Au1 C4 N4 50(2) . . . . ?
C1 Au1 C4 N3 -127(2) . . . . ?
N4 C5 C6 N3 0.2(4) . . . . ?
C7 Au2 C7 N8 -96.2(3) 2_655 . . . ?
C7 Au2 C7 N7 81.1(3) 2_655 . . . ?
N8 C8 C9 N7 -1.1(4) . . . . ?
N2 C1 N1 C2 -0.6(4) . . . . ?
Au1 C1 N1 C2 174.7(3) . . . . ?
C3 C2 N1 C1 0.9(4) . . . . ?
N1 C1 N2 C3 0.1(4) . . . . ?
Au1 C1 N2 C3 -175.0(3) . . . . ?
C2 C3 N2 C1 0.5(4) . . . . ?
N4 C4 N3 C6 0.1(4) . . . . ?
Au1 C4 N3 C6 177.9(3) . . . . ?
C5 C6 N3 C4 -0.2(4) . . . . ?
N3 C4 N4 C5 0.0(4) . . . . ?
Au1 C4 N4 C5 -177.8(2) . . . . ?
C6 C5 N4 C4 -0.2(4) . . . . ?
N8 C7 N7 C9 0.1(4) . . . . ?
Au2 C7 N7 C9 -177.7(2) . . . . ?
C8 C9 N7 C7 0.7(4) . . . . ?
N7 C7 N8 C8 -0.9(4) . . . . ?
Au2 C7 N8 C8 176.9(2) . . . . ?
C9 C8 N8 C7 1.3(4) . . . . ?
