#------------------------------------------------------------------------------
#$Date: 2017-07-11 13:26:40 +0200 (mar 11 de jul de 2017) $
#$Revision: 198632 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/54/1545469.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_1545469
loop_
_publ_author_name
'Frutos, María'
'Ortuño, Manuel A'
'Lledos, Agustí'
'Viso, Alma'
'Fernández de la Pradilla, Roberto'
'de la Torre, María C'
'Sierra, Miguel A.'
'Gornitzka, Heinz'
'Hemmert, Catherine'
_publ_section_title
;
 Desulfinylation of Ag(I) Sulfinyl Mesoionic Carbenes: Preparation of
 C-Unsubstituted Au(I)-1,2,3-Triazole Carbene Complexes.
;
_journal_issue                   4
_journal_name_full               'Organic letters'
_journal_page_first              822
_journal_page_last               825
_journal_paper_doi               10.1021/acs.orglett.6b03808
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C9 H9 Au Cl N3'
_chemical_formula_weight         391.61
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                77.138(3)
_cell_angle_beta                 82.169(3)
_cell_angle_gamma                83.193(2)
_cell_formula_units_Z            2
_cell_length_a                   6.5022(3)
_cell_length_b                   7.7532(3)
_cell_length_c                   11.0346(6)
_cell_measurement_reflns_used    5380
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.04
_cell_measurement_theta_min      2.96
_cell_volume                     535.03(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1016
_diffrn_reflns_av_unetI/netI     0.0911
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17088
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.530
_diffrn_reflns_theta_min         3.176
_exptl_absorpt_coefficient_mu    13.960
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.431
_exptl_crystal_description       plate
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.345
_refine_diff_density_min         -1.588
_refine_diff_density_rms         0.218
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         3185
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.952
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0356
_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)+(0.0083P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0488
_refine_ls_wR_factor_ref         0.0541
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2420
_reflns_number_total             3185
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ol6b03808_si_001.cif
_cod_data_source_block           13d
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'multi-scans' was replaced
with the value 'multi-scan' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_cell_volume        535.02(4)
_cod_database_code               1545469
#BEGIN Tags that were not found in dictionaries:
_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   0.072
_shelx_estimated_absorpt_t_max   0.336
_shelxl_version_number           2014-3
#END Tags that were not found in dictionaries
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
Au1 Au 0.23747(3) 0.71233(3) -0.04298(2) 0.02942(7) Uani 1 1 d . .
Cl1 Cl 0.4369(2) 0.82906(18) -0.22223(12) 0.0402(3) Uani 1 1 d . .
C1 C 0.0718(8) 0.6112(7) 0.1136(5) 0.0304(12) Uani 1 1 d . .
C2 C 0.1222(8) 0.4841(7) 0.2155(5) 0.0307(12) Uani 1 1 d . .
H2 H 0.2555 0.4216 0.2259 0.037 Uiso 1 1 calc R U
N1 N -0.1355(6) 0.6566(5) 0.1474(4) 0.0273(9) Uani 1 1 d . .
N2 N -0.2122(6) 0.5686(5) 0.2592(4) 0.0304(10) Uani 1 1 d . .
N3 N -0.0505(6) 0.4626(5) 0.2990(4) 0.0280(10) Uani 1 1 d . .
C3 C -0.2768(7) 0.7837(7) 0.0726(5) 0.0378(14) Uani 1 1 d . .
H3A H -0.4181 0.7827 0.1169 0.057 Uiso 1 1 calc R U
H3B H -0.2770 0.7510 -0.0082 0.057 Uiso 1 1 calc R U
H3C H -0.2304 0.9030 0.0588 0.057 Uiso 1 1 calc R U
C4 C -0.0750(7) 0.3468(7) 0.4201(5) 0.0284(11) Uani 1 1 d . .
C5 C -0.2747(8) 0.3267(7) 0.4816(5) 0.0388(14) Uani 1 1 d . .
H5 H -0.3934 0.3876 0.4441 0.047 Uiso 1 1 calc R U
C6 C -0.2965(9) 0.2153(8) 0.5990(6) 0.0470(16) Uani 1 1 d . .
H6 H -0.4312 0.2004 0.6433 0.056 Uiso 1 1 calc R U
C7 C -0.1235(9) 0.1264(7) 0.6514(5) 0.0417(14) Uani 1 1 d . .
H7 H -0.1399 0.0509 0.7320 0.050 Uiso 1 1 calc R U
C8 C 0.0734(9) 0.1453(7) 0.5885(5) 0.0404(14) Uani 1 1 d . .
H8 H 0.1917 0.0823 0.6253 0.049 Uiso 1 1 calc R U
C9 C 0.0977(8) 0.2559(7) 0.4723(5) 0.0345(13) Uani 1 1 d . .
H9 H 0.2329 0.2696 0.4283 0.041 Uiso 1 1 calc R U
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
C1 Au1 Cl1 178.59(15)
C2 C1 N1 101.7(4)
C2 C1 Au1 131.9(4)
N1 C1 Au1 126.4(4)
N3 C2 C1 108.3(4)
N2 N1 C1 114.8(4)
N2 N1 C3 118.2(4)
C1 N1 C3 126.9(4)
N3 N2 N1 103.1(4)
N2 N3 C2 112.1(4)
N2 N3 C4 118.8(4)
C2 N3 C4 129.1(4)
C9 C4 C5 121.3(5)
C9 C4 N3 119.9(4)
C5 C4 N3 118.8(5)
C6 C5 C4 118.3(5)
C7 C6 C5 120.2(5)
C6 C7 C8 120.9(5)
C9 C8 C7 119.7(5)
C8 C9 C4 119.7(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Au1 C1 1.962(5)
Au1 Cl1 2.2792(13)
C1 C2 1.369(7)
C1 N1 1.375(6)
C2 N3 1.353(6)
N1 N2 1.332(5)
N1 C3 1.458(6)
N2 N3 1.317(5)
N3 C4 1.435(6)
C4 C9 1.378(7)
C4 C5 1.390(6)
C5 C6 1.388(7)
C6 C7 1.375(7)
C7 C8 1.378(7)
C8 C9 1.376(7)
