#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:19:13 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179104 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/66/4306639.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_4306639
loop_
_publ_author_name
'Camino Bartolomé'
'Zoraida Ramiro'
'Patricia Pérez-Galán'
'Christophe Bour'
'Mihai Raducan'
'Antonio M. Echavarren'
'Pablo Espinet'
_publ_contact_author
;
 Pablo Espinet
 IU CINQUIMA/Química Inorgánica,
 Facultad de Ciencias
 Universidad de Valladolid
 E47005
 Valladolid
 Spain
;
_publ_contact_author_email       espinet@qi.uva.es
_publ_contact_author_fax         '+34 983 423013'
_publ_contact_author_phone       '+34 983 423231'
_publ_section_title
;
Gold(I) Complexes with Hydrogen-Bond Supported Heterocyclic Carbenes as
Active Catalysts in Reactions of 1,6-Enynes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11391
_journal_page_last               11397
_journal_paper_doi               10.1021/ic801446v
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C10 H15 Au Cl N3'
_chemical_formula_weight         409.67
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.282(7)
_cell_angle_beta                 92.789(7)
_cell_angle_gamma                119.223(6)
_cell_formula_units_Z            4
_cell_length_a                   10.746(4)
_cell_length_b                   10.834(4)
_cell_length_c                   13.974(5)
_cell_measurement_temperature    298(2)
_cell_volume                     1296.0(8)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_sigmaI/netI    0.0763
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11309
_diffrn_reflns_theta_full        26.49
_diffrn_reflns_theta_max         26.49
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    11.531
_exptl_absorpt_correction_T_max  0.446
_exptl_absorpt_correction_T_min  0.384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(G.M. Sheldrick, SADABS, 1996)'
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    2.100
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.980
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.212
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         5293
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0603P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1258
_reflns_number_gt                3303
_reflns_number_total             5293
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801446v_si_001.cif
_cod_data_source_block           cba566m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               4306639
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.96659(5) -0.07849(5) 0.35951(4) 0.05111(16) Uani 1 1 d . . .
Cl1 Cl 1.1190(4) -0.1720(4) 0.3535(3) 0.0664(9) Uani 1 1 d . . .
N1 N 0.6939(11) -0.0704(10) 0.3665(7) 0.049(2) Uani 1 1 d . . .
H1A H 0.6531 -0.0176 0.3738 0.058 Uiso 1 1 calc R . .
N2 N 0.8967(11) 0.1513(10) 0.3728(7) 0.054(3) Uani 1 1 d . . .
H2A H 0.9893 0.1982 0.3754 0.065 Uiso 1 1 calc R . .
N3 N 0.6904(14) 0.1752(13) 0.3788(9) 0.067(3) Uani 1 1 d . . .
C1 C 0.8329(13) 0.0034(13) 0.3657(9) 0.050(3) Uani 1 1 d . . .
C2 C 0.8307(16) 0.2375(13) 0.3763(9) 0.058(3) Uani 1 1 d . . .
C3 C 0.9190(17) 0.3793(14) 0.3692(9) 0.066(4) Uani 1 1 d . . .
H3 H 1.0163 0.4166 0.3657 0.079 Uiso 1 1 calc R . .
C4 C 0.852(3) 0.4605(17) 0.3678(13) 0.105(6) Uani 1 1 d . . .
H4 H 0.9052 0.5564 0.3642 0.125 Uiso 1 1 calc R . .
C5 C 0.701(3) 0.396(2) 0.3718(14) 0.105(6) Uani 1 1 d . . .
H5 H 0.6536 0.4488 0.3722 0.126 Uiso 1 1 calc R . .
C6 C 0.6296(19) 0.2551(18) 0.3751(11) 0.079(4) Uani 1 1 d . . .
H6 H 0.5304 0.2108 0.3747 0.094 Uiso 1 1 calc R . .
C7 C 0.5951(13) -0.2324(12) 0.3568(9) 0.054(3) Uani 1 1 d . . .
C8 C 0.4496(15) -0.2440(17) 0.3659(13) 0.081(4) Uani 1 1 d . . .
H8A H 0.4642 -0.1669 0.4318 0.122 Uiso 1 1 calc R . .
H8B H 0.3785 -0.3449 0.3617 0.122 Uiso 1 1 calc R . .
H8C H 0.4143 -0.2274 0.3097 0.122 Uiso 1 1 calc R . .
C9 C 0.6529(14) -0.2546(14) 0.4445(10) 0.064(3) Uani 1 1 d . . .
H9A H 0.7407 -0.2549 0.4351 0.095 Uiso 1 1 calc R . .
H9B H 0.5799 -0.3515 0.4453 0.095 Uiso 1 1 calc R . .
H9C H 0.6756 -0.1717 0.5098 0.095 Uiso 1 1 calc R . .
C10 C 0.5776(18) -0.3472(16) 0.2537(11) 0.088(5) Uani 1 1 d . . .
H10A H 0.5238 -0.3438 0.1987 0.132 Uiso 1 1 calc R . .
H10B H 0.5247 -0.4490 0.2531 0.132 Uiso 1 1 calc R . .
H10C H 0.6731 -0.3226 0.2428 0.132 Uiso 1 1 calc R . .
Au2 Au 0.22476(5) 1.11226(5) 0.21489(4) 0.05108(16) Uani 1 1 d . . .
C12 C 0.2303(11) 0.9412(12) 0.1102(9) 0.045(3) Uani 1 1 d . . .
C13 C 0.1952(12) 0.6800(14) 0.0767(10) 0.054(3) Uani 1 1 d . . .
C14 C 0.1638(14) 0.5762(15) 0.1234(12) 0.067(4) Uani 1 1 d . . .
H14 H 0.1493 0.5967 0.1906 0.081 Uiso 1 1 calc R . .
C15 C 0.1556(16) 0.4411(16) 0.0639(15) 0.083(5) Uani 1 1 d . . .
H15 H 0.1368 0.3684 0.0917 0.100 Uiso 1 1 calc R . .
C16 C 0.1749(17) 0.4128(16) -0.0352(16) 0.092(5) Uani 1 1 d . . .
H16 H 0.1658 0.3200 -0.0758 0.111 Uiso 1 1 calc R . .
C17 C 0.2074(16) 0.5222(16) -0.0735(13) 0.079(4) Uani 1 1 d . . .
H17 H 0.2234 0.5037 -0.1402 0.095 Uiso 1 1 calc R . .
C18 C 0.2970(14) 1.0465(13) -0.0280(10) 0.058(3) Uani 1 1 d . . .
C19 C 0.3641(17) 0.9983(17) -0.1188(11) 0.077(4) Uani 1 1 d . . .
H19A H 0.4650 1.0353 -0.0906 0.115 Uiso 1 1 calc R . .
H19B H 0.3596 1.0424 -0.1672 0.115 Uiso 1 1 calc R . .
H19C H 0.3091 0.8876 -0.1545 0.115 Uiso 1 1 calc R . .
C20 C 0.4064(17) 1.2119(15) 0.0460(13) 0.086(5) Uani 1 1 d . . .
H20A H 0.3583 1.2500 0.0923 0.129 Uiso 1 1 calc R . .
H20B H 0.4454 1.2738 0.0066 0.129 Uiso 1 1 calc R . .
H20C H 0.4854 1.2174 0.0863 0.129 Uiso 1 1 calc R . .
C21 C 0.1556(16) 1.0254(19) -0.0772(15) 0.095(6) Uani 1 1 d . . .
H21A H 0.0879 0.9185 -0.1228 0.143 Uiso 1 1 calc R . .
H21B H 0.1767 1.0876 -0.1169 0.143 Uiso 1 1 calc R . .
H21C H 0.1123 1.0568 -0.0231 0.143 Uiso 1 1 calc R . .
Cl2 Cl 0.2279(4) 1.3203(4) 0.3316(3) 0.0769(11) Uani 1 1 d . . .
N4 N 0.2632(10) 0.9341(10) 0.0209(7) 0.051(2) Uani 1 1 d . . .
H4A H 0.2657 0.8541 -0.0146 0.062 Uiso 1 1 calc R . .
N5 N 0.2053(10) 0.8198(11) 0.1368(9) 0.058(3) Uani 1 1 d . . .
H5A H 0.1942 0.8313 0.1990 0.070 Uiso 1 1 calc R . .
N6 N 0.2174(12) 0.6555(12) -0.0191(10) 0.072(3) 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'
N N 0.0061 0.0033 '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
C1 Au1 Cl1 179.6(3) . . ?
C1 N1 C7 129.9(10) . . ?
C1 N2 C2 128.5(11) . . ?
C2 N3 C6 116.9(12) . . ?
N1 C1 N2 118.1(10) . . ?
N1 C1 Au1 126.0(8) . . ?
N2 C1 Au1 115.9(8) . . ?
N3 C2 C3 125.5(12) . . ?
N3 C2 N2 118.7(10) . . ?
C3 C2 N2 115.7(13) . . ?
C4 C3 C2 115.7(16) . . ?
C3 C4 C5 119.7(15) . . ?
C6 C5 C4 117.1(16) . . ?
N3 C6 C5 125.1(17) . . ?
C9 C7 C10 110.7(11) . . ?
C9 C7 N1 110.2(10) . . ?
C10 C7 N1 111.2(10) . . ?
C9 C7 C8 110.2(10) . . ?
C10 C7 C8 110.9(12) . . ?
N1 C7 C8 103.3(10) . . ?
C12 Au2 Cl2 176.4(3) . . ?
N4 C12 N5 116.2(10) . . ?
N4 C12 Au2 126.7(8) . . ?
N5 C12 Au2 117.0(8) . . ?
N6 C13 C14 124.0(12) . . ?
N6 C13 N5 119.3(11) . . ?
C14 C13 N5 116.7(12) . . ?
C15 C14 C13 115.9(14) . . ?
C16 C15 C14 120.8(14) . . ?
C17 C16 C15 119.0(14) . . ?
N6 C17 C16 122.6(15) . . ?
N4 C18 C20 113.5(11) . . ?
N4 C18 C21 109.9(10) . . ?
C20 C18 C21 111.8(12) . . ?
N4 C18 C19 104.9(9) . . ?
C20 C18 C19 109.1(11) . . ?
C21 C18 C19 107.2(12) . . ?
C12 N4 C18 128.6(9) . . ?
C12 N5 C13 129.6(11) . . ?
C13 N6 C17 117.6(12) . . ?
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 C1 2.016(12) . ?
Au1 Cl1 2.301(3) . ?
N1 C1 1.309(13) . ?
N1 C7 1.494(13) . ?
N2 C1 1.365(13) . ?
N2 C2 1.413(15) . ?
N3 C2 1.326(16) . ?
N3 C6 1.326(16) . ?
C2 C3 1.399(16) . ?
C3 C4 1.38(2) . ?
C4 C5 1.44(2) . ?
C5 C6 1.35(2) . ?
C7 C9 1.488(16) . ?
C7 C10 1.490(17) . ?
C7 C8 1.521(16) . ?
Au2 C12 1.976(10) . ?
Au2 Cl2 2.287(3) . ?
C12 N4 1.301(13) . ?
C12 N5 1.388(13) . ?
C13 N6 1.333(16) . ?
C13 C14 1.394(17) . ?
C13 N5 1.415(15) . ?
C14 C15 1.380(18) . ?
C15 C16 1.37(2) . ?
C16 C17 1.36(2) . ?
C17 N6 1.338(15) . ?
C18 N4 1.490(14) . ?
C18 C20 1.504(17) . ?
C18 C21 1.514(18) . ?
C18 C19 1.555(16) . ?
