#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:01:58 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178677 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/88/4078882.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_4078882
loop_
_publ_author_name
'Crespo, Olga'
'Gimeno, M. Concepción'
'Laguna, Antonio'
'Montanel-Pérez, Sara'
'Villacampa, M. Dolores'
_publ_section_title
;
 Facile Synthesis of Gold(III) Aryl--Carbene Metallacycles
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              5520
_journal_paper_doi               10.1021/om300495u
_journal_volume                  31
_journal_year                    2012
_chemical_formula_sum            'C22 H16 Au Cl2 N3'
_chemical_formula_weight         590.24
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.14(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5800(19)
_cell_length_b                   10.610(2)
_cell_length_c                   19.530(4)
_cell_measurement_reflns_used    7248
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.2
_cell_volume                     1982.1(7)
_computing_cell_refinement       'SAINT+ 6.02 (Bruker AXS, 1999)'
_computing_data_collection       'SMART v. 5.611 (Bruker AXS, 2000)'
_computing_data_reduction        'SAINT+ 6.02 (Bruker AXS, 1999)'
_computing_molecular_graphics    'XP, SHELXTL v. 6.10 (Bruker, 2000)'
_computing_publication_material  'XCIF, SHELXTL v. 6.10 (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX CCD system'
_diffrn_measurement_method       'ω rotations with narrow frames'
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15796
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    7.704
_exptl_absorpt_correction_T_max  0.5777
_exptl_absorpt_correction_T_min  0.3720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS; Area-Detector Absorption Correction. Bruker-AXS
within SAINT+ package, v. 6.02 (1999).
;
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.769
_refine_diff_density_min         -0.846
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0205
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0199P)²+1.6731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0444
_refine_ls_wR_factor_ref         0.0466
_reflns_number_gt                3356
_reflns_number_total             3893
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300495u_si_001.cif
_cod_data_source_block           'lola7as_Compound 1 in the MS'
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4078882
loop_
_symmetry_equiv_pos_as_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_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
Au1 Au 0.421337(13) 0.127815(13) 1.040150(6) 0.02184(5) Uani 1 1 d .
Cl1 Cl 0.56612(10) 0.16801(9) 1.14144(4) 0.0293(2) Uani 1 1 d .
Cl2 Cl 0.27554(10) -0.00056(9) 1.10175(5) 0.0337(2) Uani 1 1 d .
N1 N 0.4817(3) 0.2512(3) 0.91396(14) 0.0221(6) Uani 1 1 d .
N2 N 0.5275(3) 0.4551(3) 0.87185(15) 0.0259(7) Uani 1 1 d .
N3 N 0.6464(3) 0.2984(3) 1.00677(15) 0.0251(7) Uani 1 1 d .
H3 H 0.6673 0.2788 1.0499 0.030 Uiso 1 1 calc R
C1 C 0.3061(4) 0.1069(3) 0.95062(18) 0.0244(8) Uani 1 1 d .
C2 C 0.1844(4) 0.0361(3) 0.9390(2) 0.0295(8) Uani 1 1 d .
H2 H 0.1487 -0.0125 0.9750 0.035 Uiso 1 1 calc R
C3 C 0.1151(4) 0.0373(4) 0.8738(2) 0.0346(9) Uani 1 1 d .
H3A H 0.0328 -0.0116 0.8654 0.042 Uiso 1 1 calc R
C4 C 0.1663(4) 0.1098(4) 0.8213(2) 0.0340(9) Uani 1 1 d .
H4 H 0.1190 0.1097 0.7773 0.041 Uiso 1 1 calc R
C5 C 0.2870(4) 0.1827(4) 0.83287(19) 0.0300(8) Uani 1 1 d .
H5 H 0.3208 0.2335 0.7973 0.036 Uiso 1 1 calc R
C6 C 0.3568(4) 0.1797(3) 0.89711(18) 0.0236(8) Uani 1 1 d .
C11 C 0.5382(4) 0.3305(3) 0.86138(17) 0.0231(7) Uani 1 1 d .
C12 C 0.5981(4) 0.2744(4) 0.80574(17) 0.0250(8) Uani 1 1 d .
H12 H 0.5994 0.1855 0.8004 0.030 Uiso 1 1 calc R
C13 C 0.6556(4) 0.3533(4) 0.75852(18) 0.0287(9) Uani 1 1 d .
H13 H 0.6971 0.3193 0.7195 0.034 Uiso 1 1 calc R
C14 C 0.6519(4) 0.4827(4) 0.76866(18) 0.0298(9) Uani 1 1 d .
H14 H 0.6934 0.5383 0.7375 0.036 Uiso 1 1 calc R
C15 C 0.5866(4) 0.5299(4) 0.82517(18) 0.0286(8) Uani 1 1 d .
H15 H 0.5833 0.6187 0.8313 0.034 Uiso 1 1 calc R
C17 C 0.5341(4) 0.2410(3) 0.97974(17) 0.0220(7) Uani 1 1 d .
C21 C 0.7419(4) 0.3884(3) 0.97798(17) 0.0251(8) Uani 1 1 d .
C22 C 0.8287(4) 0.3533(3) 0.92795(18) 0.0258(8) Uani 1 1 d .
H22 H 0.8308 0.2686 0.9123 0.031 Uiso 1 1 calc R
C23 C 0.9171(4) 0.4481(4) 0.89937(17) 0.0258(8) Uani 1 1 d .
C24 C 1.0035(4) 0.4198(4) 0.84470(19) 0.0327(9) Uani 1 1 d .
H24 H 1.0036 0.3370 0.8262 0.039 Uiso 1 1 calc R
C25 C 1.0875(4) 0.5112(4) 0.8182(2) 0.0368(10) Uani 1 1 d .
H25 H 1.1453 0.4913 0.7817 0.044 Uiso 1 1 calc R
C26 C 1.0875(4) 0.6356(4) 0.8457(2) 0.0382(10) Uani 1 1 d .
H26 H 1.1462 0.6980 0.8275 0.046 Uiso 1 1 calc R
C27 C 1.0047(4) 0.6664(4) 0.8975(2) 0.0321(9) Uani 1 1 d .
H27 H 1.0057 0.7501 0.9148 0.038 Uiso 1 1 calc R
C28 C 0.9152(4) 0.5732(4) 0.92649(18) 0.0262(8) Uani 1 1 d .
C29 C 0.8293(4) 0.6020(3) 0.98060(19) 0.0293(8) Uani 1 1 d .
H29 H 0.8313 0.6843 0.9998 0.035 Uiso 1 1 calc R
C30 C 0.7424(4) 0.5121(4) 1.00597(18) 0.0280(8) Uani 1 1 d .
H30 H 0.6834 0.5325 1.0419 0.034 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'
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_publ_flag
C1 Au1 C17 81.13(14) y
C1 Au1 Cl2 93.88(11) y
C17 Au1 Cl2 174.78(10) y
C1 Au1 Cl1 175.08(10) y
C17 Au1 Cl1 94.14(10) y
Cl2 Au1 Cl1 90.81(4) y
C17 N1 C6 115.7(3) ?
C17 N1 C11 125.6(3) ?
C6 N1 C11 118.7(3) ?
C11 N2 C15 115.8(3) ?
C17 N3 C21 131.5(3) ?
C2 C1 C6 119.6(3) ?
C2 C1 Au1 127.5(3) ?
C6 C1 Au1 112.7(3) ?
C1 C2 C3 119.5(4) ?
C4 C3 C2 120.3(4) ?
C3 C4 C5 120.6(4) ?
C6 C5 C4 119.1(4) ?
C5 C6 C1 121.0(3) ?
C5 C6 N1 123.2(3) ?
C1 C6 N1 115.8(3) ?
N2 C11 C12 125.4(3) ?
N2 C11 N1 115.3(3) ?
C12 C11 N1 119.3(3) ?
C13 C12 C11 117.3(4) ?
C12 C13 C14 119.3(3) ?
C13 C14 C15 119.0(3) ?
N2 C15 C14 123.0(4) ?
N3 C17 N1 126.3(3) y
N3 C17 Au1 119.1(2) y
N1 C17 Au1 114.6(2) y
C22 C21 C30 122.4(3) ?
C22 C21 N3 121.1(3) ?
C30 C21 N3 116.5(3) ?
C21 C22 C23 118.6(3) ?
C24 C23 C28 119.7(3) ?
C24 C23 C22 121.4(3) ?
C28 C23 C22 118.9(3) ?
C25 C24 C23 120.7(4) ?
C24 C25 C26 119.9(4) ?
C27 C26 C25 121.0(4) ?
C26 C27 C28 120.7(4) ?
C29 C28 C23 120.0(3) ?
C29 C28 C27 122.0(4) ?
C23 C28 C27 118.1(3) ?
C30 C29 C28 120.6(4) ?
C29 C30 C21 119.4(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 C1 2.028(4) y
Au1 C17 2.035(3) y
Au1 Cl2 2.3319(10) y
Au1 Cl1 2.3913(12) y
N1 C17 1.357(4) y
N1 C6 1.440(4) y
N1 C11 1.455(4) y
N2 C11 1.342(5) ?
N2 C15 1.356(5) ?
N3 C17 1.321(4) y
N3 C21 1.456(4) ?
C1 C2 1.395(5) ?
C1 C6 1.407(5) ?
C2 C3 1.404(5) ?
C3 C4 1.392(6) ?
C4 C5 1.399(5) ?
C5 C6 1.389(5) ?
C11 C12 1.390(5) ?
C12 C13 1.382(5) ?
C13 C14 1.388(5) ?
C14 C15 1.391(5) ?
C21 C22 1.369(5) ?
C21 C30 1.422(5) ?
C22 C23 1.447(5) ?
C23 C24 1.419(5) ?
C23 C28 1.429(5) ?
C24 C25 1.379(6) ?
C25 C26 1.425(6) ?
C26 C27 1.360(6) ?
C27 C28 1.445(5) ?
C28 C29 1.408(5) ?
C29 C30 1.376(5) ?
