#------------------------------------------------------------------------------
#$Date: 2019-12-12 12:00:01 +0200 (Thu, 12 Dec 2019) $
#$Revision: 245010 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/65/1556522.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_1556522
loop_
_publ_author_name
'Lanoe, P.-H.'
'Najjari, B.'
'Hallez, F.'
'Gontard, G.'
'Amouri, H.'
_publ_section_title
;
 N-Heterocyclic Carbene Coinage Metal Complexes Containing Naphthalimide
 Chromophore: Design, Structure, and Photophysical Properties
;
_journal_name_full               Inorganics
_journal_page_first              58
_journal_paper_doi               10.3390/inorganics5030058
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'C20 H19 Au Cl N3 O2'
_chemical_formula_sum            'C20 H19 Au Cl N3 O2'
_chemical_formula_weight         565.80
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                69.669(1)
_cell_angle_beta                 70.888(1)
_cell_angle_gamma                76.465(1)
_cell_formula_units_Z            2
_cell_length_a                   9.3874(2)
_cell_length_b                   9.8339(2)
_cell_length_c                   12.0913(2)
_cell_measurement_reflns_used    9178
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.23
_cell_volume                     979.82(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(1)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29802
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.575
_diffrn_reflns_theta_min         2.229
_exptl_absorpt_coefficient_mu    7.663
_exptl_absorpt_correction_T_max  0.844
_exptl_absorpt_correction_T_min  0.355
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.071
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         5978
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0209
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0281P)²+0.8168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0508
_refine_ls_wR_factor_ref         0.0520
_reflns_number_gt                5540
_reflns_number_total             5978
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Inorganics-2017-5-58.cif
_cod_data_source_block           bn2
_cod_database_code               1556522
_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.
;
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.80771(2) 0.53489(2) 1.02280(2) 0.02633(4) Uani 1 1 d . . . . .
Cl1 Cl 0.78453(9) 0.76534(7) 1.03712(7) 0.03790(14) Uani 1 1 d . . . . .
O1 O 0.8590(3) 0.8418(3) 0.3428(2) 0.0444(5) Uani 1 1 d . . . . .
O2 O 0.4159(3) 0.6531(3) 0.5435(2) 0.0510(6) Uani 1 1 d . . . . .
N1 N 0.7892(3) 0.2876(2) 0.93610(19) 0.0262(4) Uani 1 1 d . . . . .
N2 N 0.8422(3) 0.2096(2) 1.10877(19) 0.0273(4) Uani 1 1 d . . . . .
N3 N 0.6391(3) 0.7436(3) 0.4411(2) 0.0339(5) Uani 1 1 d . . . . .
C1 C 0.8152(3) 0.3322(3) 1.0210(2) 0.0243(4) Uani 1 1 d . . . . .
C2 C 0.8365(3) 0.0879(3) 1.0790(3) 0.0329(5) Uani 1 1 d . . . . .
H2 H 0.8540 -0.0114 1.1258 0.039 Uiso 1 1 calc R U . . .
C3 C 0.8017(3) 0.1360(3) 0.9718(3) 0.0335(6) Uani 1 1 d . . . . .
H3 H 0.7881 0.0779 0.9286 0.040 Uiso 1 1 calc R U . . .
C4 C 0.8768(4) 0.2043(3) 1.2193(3) 0.0368(6) Uani 1 1 d . . . . .
H4A H 0.9621 0.2590 1.1969 0.055 Uiso 1 1 calc R U . . .
H4B H 0.9044 0.1023 1.2641 0.055 Uiso 1 1 calc R U . . .
H4C H 0.7873 0.2482 1.2713 0.055 Uiso 1 1 calc R U . . .
C5 C 0.7344(3) 0.3809(3) 0.8341(2) 0.0258(5) Uani 1 1 d . . . . .
C6 C 0.5901(3) 0.3721(3) 0.8351(2) 0.0327(5) Uani 1 1 d . . . . .
H6 H 0.5310 0.3054 0.9022 0.039 Uiso 1 1 calc R U . . .
C7 C 0.5298(3) 0.4608(3) 0.7378(3) 0.0344(6) Uani 1 1 d . . . . .
H7 H 0.4302 0.4533 0.7387 0.041 Uiso 1 1 calc R U . . .
C8 C 0.6136(3) 0.5584(3) 0.6411(2) 0.0288(5) Uani 1 1 d . . . . .
C9 C 0.7633(3) 0.5670(3) 0.6372(2) 0.0248(4) Uani 1 1 d . . . . .
C10 C 0.8275(3) 0.4768(3) 0.7344(2) 0.0242(4) Uani 1 1 d . . . . .
C11 C 0.9798(3) 0.4840(3) 0.7257(2) 0.0280(5) Uani 1 1 d . . . . .
H11 H 1.0247 0.4229 0.7892 0.034 Uiso 1 1 calc R U . . .
C12 C 1.0627(3) 0.5793(3) 0.6253(3) 0.0327(5) Uani 1 1 d . . . . .
H12 H 1.1648 0.5836 0.6201 0.039 Uiso 1 1 calc R U . . .
C13 C 0.9983(3) 0.6704(3) 0.5303(2) 0.0328(5) Uani 1 1 d . . . . .
H13 H 1.0568 0.7365 0.4620 0.039 Uiso 1 1 calc R U . . .
C14 C 0.8512(3) 0.6646(3) 0.5355(2) 0.0275(5) Uani 1 1 d . . . . .
C15 C 0.7869(3) 0.7576(3) 0.4321(2) 0.0323(5) Uani 1 1 d . . . . .
C16 C 0.5463(3) 0.6527(3) 0.5411(3) 0.0349(6) Uani 1 1 d . . . . .
C17 C 0.5734(4) 0.8342(4) 0.3382(3) 0.0402(7) Uani 1 1 d . . . . .
H17A H 0.4960 0.7832 0.3353 0.048 Uiso 1 1 calc R U . . .
H17B H 0.6550 0.8437 0.2605 0.048 Uiso 1 1 calc R U . . .
C18 C 0.5006(5) 0.9855(4) 0.3479(4) 0.0535(9) Uani 1 1 d . . . . .
H18A H 0.5809 1.0425 0.3368 0.064 Uiso 1 1 calc R U . . .
H18B H 0.4310 0.9768 0.4310 0.064 Uiso 1 1 calc R U . . .
C19 C 0.4114(6) 1.0684(6) 0.2531(5) 0.0758(14) Uani 1 1 d . . . . .
H19A H 0.3907 1.1737 0.2476 0.091 Uiso 1 1 calc R U . . .
H19B H 0.4734 1.0587 0.1717 0.091 Uiso 1 1 calc R U . . .
C20 C 0.2619(7) 1.0098(8) 0.2871(6) 0.108(2) Uani 1 1 d . . . . .
H20A H 0.2824 0.9063 0.2903 0.162 Uiso 1 1 calc R U . . .
H20B H 0.2066 1.0654 0.2255 0.162 Uiso 1 1 calc R U . . .
H20C H 0.2002 1.0198 0.3675 0.162 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'
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
C1 Au1 Cl1 175.88(7) . .
C1 N1 C3 110.2(2) . .
C1 N1 C5 125.5(2) . .
C3 N1 C5 123.7(2) . .
C1 N2 C2 110.7(2) . .
C1 N2 C4 124.9(2) . .
C2 N2 C4 124.5(2) . .
C15 N3 C16 124.9(2) . .
C15 N3 C17 117.9(2) . .
C16 N3 C17 117.2(2) . .
N2 C1 N1 105.4(2) . .
N2 C1 Au1 125.88(18) . .
N1 C1 Au1 128.65(18) . .
C3 C2 N2 107.1(2) . .
C2 C3 N1 106.6(2) . .
C6 C5 C10 121.6(2) . .
C6 C5 N1 117.6(2) . .
C10 C5 N1 120.9(2) . .
C5 C6 C7 120.3(2) . .
C8 C7 C6 120.3(2) . .
C7 C8 C9 120.2(2) . .
C7 C8 C16 119.2(2) . .
C9 C8 C16 120.6(2) . .
C8 C9 C14 120.0(2) . .
C8 C9 C10 120.4(2) . .
C14 C9 C10 119.5(2) . .
C11 C10 C5 123.7(2) . .
C11 C10 C9 119.1(2) . .
C5 C10 C9 117.2(2) . .
C12 C11 C10 120.0(2) . .
C11 C12 C13 120.9(2) . .
C14 C13 C12 120.5(2) . .
C13 C14 C9 120.0(2) . .
C13 C14 C15 119.8(2) . .
C9 C14 C15 120.2(2) . .
O1 C15 N3 120.7(2) . .
O1 C15 C14 122.2(3) . .
N3 C15 C14 117.1(2) . .
O2 C16 N3 120.3(3) . .
O2 C16 C8 122.5(3) . .
N3 C16 C8 117.2(2) . .
N3 C17 C18 113.5(3) . .
C17 C18 C19 112.7(3) . .
C20 C19 C18 111.2(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 C1 1.986(2) .
Au1 Cl1 2.2869(7) .
O1 C15 1.213(3) .
O2 C16 1.214(3) .
N1 C1 1.353(3) .
N1 C3 1.388(3) .
N1 C5 1.427(3) .
N2 C1 1.338(3) .
N2 C2 1.381(3) .
N2 C4 1.457(3) .
N3 C15 1.392(4) .
N3 C16 1.394(4) .
N3 C17 1.481(3) .
C2 C3 1.338(4) .
C5 C6 1.374(4) .
C5 C10 1.418(3) .
C6 C7 1.399(4) .
C7 C8 1.371(4) .
C8 C9 1.412(3) .
C8 C16 1.473(4) .
C9 C14 1.414(3) .
C9 C10 1.422(3) .
C10 C11 1.415(3) .
C11 C12 1.375(4) .
C12 C13 1.404(4) .
C13 C14 1.375(4) .
C14 C15 1.484(4) .
C17 C18 1.513(5) .
C18 C19 1.530(5) .
C19 C20 1.519(8) .
