#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:32:23 +0300 (Thu, 05 May 2022) $
#$Revision: 274974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/44/7244446.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_7244446
loop_
_publ_author_name
'Priola, Emanuele'
'Curetti, Nadia'
'Marabello, Domenica'
'Andreo, Jacopo'
'Giordana, Alessia'
'Andreo, Luca'
'Benna, Piera'
'Freire, Paulo Tarso Cavalcante'
'Benzi, Paola'
'Operti, Lorenza'
'Diana, Eliano'
_publ_section_title
;
 Crystal engineering of aurophilic supramolecular architectures and
 coordination polymers based on butterfly-like copper--dicyanoaurate
 complexes: vapochromism, P--T behaviour and multi-metallic cocrystal
 formation
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              2336
_journal_page_last               2348
_journal_paper_doi               10.1039/D1CE00964H
_journal_volume                  24
_journal_year                    2022
_chemical_formula_moiety         'C23 H16 Au1.5 Cu N7, Au0.5 C N'
_chemical_formula_sum            'C24 H16 Au2 Cu N8'
_chemical_formula_weight         873.92
_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     direct
_audit_creation_date             2019-07-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-02-08 deposited with the CCDC.	2022-02-17 downloaded from the CCDC.
;
_cell_angle_alpha                99.041(2)
_cell_angle_beta                 106.260(3)
_cell_angle_gamma                100.966(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9530(3)
_cell_length_b                   11.0325(3)
_cell_length_c                   12.3018(4)
_cell_measurement_reflns_used    14353
_cell_measurement_temperature    230.00
_cell_measurement_theta_max      31.8360
_cell_measurement_theta_min      1.7770
_cell_volume                     1240.98(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      230.00
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.21 185.82   0.30   10.00    --   30.00  73.87 -25.79  606
  2  ω      4.21 185.82   0.30   10.00    --   30.00  73.87  64.21  606
  3  ω      4.21 185.82   0.30   10.00    --   30.00  73.87 154.21  606
  4  ω      4.21 185.82   0.30   10.00    --   30.00  73.87-115.79  606
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0326587000
_diffrn_orient_matrix_UB_12      0.0037871000
_diffrn_orient_matrix_UB_13      0.0443966000
_diffrn_orient_matrix_UB_21      0.0526665000
_diffrn_orient_matrix_UB_22      0.0568860000
_diffrn_orient_matrix_UB_23      0.0313951000
_diffrn_orient_matrix_UB_31      -0.0450392000
_diffrn_orient_matrix_UB_32      0.0355419000
_diffrn_orient_matrix_UB_33      -0.0289783000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13756
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.769
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    12.671
_exptl_absorpt_correction_T_max  0.029267
_exptl_absorpt_correction_T_min  0.027116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.339
_exptl_crystal_description       prism
_exptl_crystal_F_000             806
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.27
_refine_diff_density_max         1.399
_refine_diff_density_min         -1.509
_refine_diff_density_rms         0.173
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5083
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0467P)²+4.6011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0864
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4410
_reflns_number_total             5083
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00964h2.cif
_cod_data_source_block           jacopo230
_cod_depositor_comments
'Adding full bibliography for 7244437--7244451.cif.'
_cod_original_cell_volume        1240.98(6)
_cod_database_code               7244446
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_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_max   0.143
_shelx_estimated_absorpt_t_min   0.106
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C24(H24), C18(H18), C16(H16), C15(H15), C21(H21), C14(H14),
 C23(H23), C13(H13), C17(H17), C11(H11), C8(H8), C12(H12), C22(H22), C7(H7)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.610
_oxdiff_exptl_absorpt_empirical_full_min 0.558
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 0.34224(3) 0.05047(2) 0.01789(2) 0.03808(9) Uani 1 1 d . . . . .
Au3 Au 0.000000 0.500000 -0.500000 0.04609(12) Uani 1 2 d S T P . .
Cu1 Cu 0.24699(8) 0.27532(8) -0.31842(7) 0.03414(18) Uani 1 1 d . . . . .
N6 N 0.4527(6) 0.3681(5) -0.2404(5) 0.0359(12) Uani 1 1 d . . . . .
N5 N 0.2230(6) 0.4443(5) -0.2261(5) 0.0360(12) Uani 1 1 d . . . . .
C6 C 0.1004(10) 0.5965(8) -0.1716(8) 0.058(2) Uani 1 1 d . . . . .
H6 H 0.013815 0.615839 -0.170407 0.069 Uiso 1 1 calc R . . . .
C2 C 0.3980(8) 0.0008(7) 0.1690(6) 0.0421(16) Uani 1 1 d . . . . .
C9 C 0.3498(8) 0.5306(6) -0.1734(6) 0.0407(15) Uani 1 1 d . . . . .
C5 C 0.1008(8) 0.4787(7) -0.2252(6) 0.0427(16) Uani 1 1 d . . . . .
H5 H 0.012859 0.419665 -0.262560 0.051 Uiso 1 1 calc R . . . .
Au2 Au 0.000000 0.000000 0.000000 0.04344(12) Uani 1 2 d S T P . .
N8 N 0.2478(6) 0.2606(5) -0.4844(5) 0.0356(12) Uani 1 1 d . . . . .
N7 N 0.0415(5) 0.1893(5) -0.4006(5) 0.0342(11) Uani 1 1 d . . . . .
N1 N 0.2684(6) 0.1598(6) -0.2044(5) 0.0406(13) Uani 1 1 d . . . . .
C20 C 0.1180(7) 0.2081(7) -0.5655(6) 0.0388(15) Uani 1 1 d . . . . .
C1 C 0.2940(7) 0.1144(7) -0.1262(6) 0.0408(15) Uani 1 1 d . . . . .
C19 C -0.0001(7) 0.1703(6) -0.5166(6) 0.0359(14) Uani 1 1 d . . . . .
N2 N 0.4302(8) -0.0199(7) 0.2586(6) 0.0572(17) Uani 1 1 d . . . . .
N3 N 0.0034(8) -0.2661(7) 0.0551(6) 0.0591(18) Uani 1 1 d . . . . .
C24 C 0.3631(8) 0.2994(8) -0.5192(6) 0.0479(18) Uani 1 1 d . . . . .
H24 H 0.452651 0.337521 -0.463546 0.057 Uiso 1 1 calc R . . . .
C10 C 0.4791(7) 0.4838(7) -0.1745(6) 0.0384(15) Uani 1 1 d . . . . .
C18 C -0.1434(8) 0.1152(7) -0.5847(7) 0.0499(18) Uani 1 1 d . . . . .
H18 H -0.171262 0.102129 -0.665228 0.060 Uiso 1 1 calc R . . . .
C3 C 0.0025(7) -0.1683(8) 0.0340(6) 0.0432(16) Uani 1 1 d . . . . .
C16 C -0.1981(8) 0.0993(8) -0.4115(8) 0.0531(19) Uani 1 1 d . . . . .
H16 H -0.264076 0.075528 -0.373389 0.064 Uiso 1 1 calc R . . . .
C15 C -0.0554(8) 0.1535(7) -0.3488(7) 0.0449(16) Uani 1 1 d . . . . .
H15 H -0.025883 0.165414 -0.268349 0.054 Uiso 1 1 calc R . . . .
C21 C 0.1009(9) 0.1917(8) -0.6833(6) 0.0512(19) Uani 1 1 d . . . . .
H21 H 0.010303 0.155951 -0.738101 0.061 Uiso 1 1 calc R . . . .
C14 C 0.5623(8) 0.3144(8) -0.2404(7) 0.0489(18) Uani 1 1 d . . . . .
H14 H 0.542493 0.233286 -0.285687 0.059 Uiso 1 1 calc R . . . .
C23 C 0.3508(10) 0.2837(9) -0.6360(7) 0.059(2) Uani 1 1 d . . . . .
H23 H 0.431513 0.310304 -0.658246 0.071 Uiso 1 1 calc R . . . .
C13 C 0.7045(8) 0.3751(9) -0.1755(8) 0.059(2) Uani 1 1 d . . . . .
H13 H 0.779339 0.336468 -0.177524 0.071 Uiso 1 1 calc R . . . .
C17 C -0.2426(8) 0.0805(8) -0.5290(8) 0.055(2) Uani 1 1 d . . . . .
H17 H -0.339259 0.044513 -0.571762 0.067 Uiso 1 1 calc R . . . .
C11 C 0.6200(9) 0.5495(8) -0.1071(7) 0.056(2) Uani 1 1 d . . . . .
H11 H 0.638224 0.630398 -0.061834 0.067 Uiso 1 1 calc R . . . .
C8 C 0.3556(10) 0.6522(8) -0.1202(8) 0.060(2) Uani 1 1 d . . . . .
H8 H 0.443879 0.711262 -0.084849 0.071 Uiso 1 1 calc R . . . .
C12 C 0.7304(8) 0.4933(9) -0.1086(7) 0.060(2) Uani 1 1 d . . . . .
H12 H 0.824403 0.536078 -0.063586 0.072 Uiso 1 1 calc R . . . .
C22 C 0.2192(10) 0.2289(9) -0.7182(7) 0.061(2) Uani 1 1 d . . . . .
H22 H 0.209670 0.216911 -0.796753 0.074 Uiso 1 1 calc R . . . .
C4 C 0.1905(10) 0.5610(9) -0.5176(10) 0.072(3) Uani 1 1 d . . . . .
C7 C 0.2271(12) 0.6852(9) -0.1202(9) 0.073(3) Uani 1 1 d . . . . .
H7 H 0.228340 0.766786 -0.085479 0.087 Uiso 1 1 calc R . . . .
N4 N 0.2981(11) 0.5949(11) -0.5309(13) 0.117(4) 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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
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
C2 Au1 Au2 93.0(2) . . ?
C1 Au1 C2 175.4(3) . . ?
C1 Au1 Au2 88.3(2) . . ?
C4 Au3 C4 180.0 2_564 . ?
N6 Cu1 N5 79.3(2) . . ?
N6 Cu1 N8 97.5(2) . . ?
N6 Cu1 N1 89.5(2) . . ?
N8 Cu1 N5 120.0(2) . . ?
N8 Cu1 N1 134.8(2) . . ?
N7 Cu1 N6 177.2(2) . . ?
N7 Cu1 N5 99.6(2) . . ?
N7 Cu1 N8 80.8(2) . . ?
N7 Cu1 N1 93.3(2) . . ?
N1 Cu1 N5 105.2(2) . . ?
C10 N6 Cu1 117.2(4) . . ?
C10 N6 C14 119.4(6) . . ?
C14 N6 Cu1 122.8(5) . . ?
C9 N5 Cu1 112.5(4) . . ?
C5 N5 Cu1 128.6(5) . . ?
C5 N5 C9 118.4(6) . . ?
C7 C6 C5 119.5(8) . . ?
N2 C2 Au1 175.6(7) . . ?
N5 C9 C10 114.9(6) . . ?
N5 C9 C8 121.4(7) . . ?
C8 C9 C10 123.7(7) . . ?
N5 C5 C6 122.7(7) . . ?
Au1 Au2 Au1 180.0 2 . ?
C3 Au2 Au1 89.7(2) . 2 ?
C3 Au2 Au1 90.3(2) . . ?
C3 Au2 Au1 89.7(2) 2 . ?
C3 Au2 Au1 90.3(2) 2 2 ?
C3 Au2 C3 180.0 2 . ?
C20 N8 Cu1 114.6(4) . . ?
C20 N8 C24 118.9(6) . . ?
C24 N8 Cu1 126.6(5) . . ?
C19 N7 Cu1 115.8(4) . . ?
C15 N7 Cu1 124.8(5) . . ?
C15 N7 C19 119.4(6) . . ?
C1 N1 Cu1 167.8(6) . . ?
N8 C20 C19 113.8(6) . . ?
N8 C20 C21 121.4(7) . . ?
C21 C20 C19 124.8(7) . . ?
N1 C1 Au1 175.1(6) . . ?
N7 C19 C20 114.9(6) . . ?
N7 C19 C18 121.6(7) . . ?
C18 C19 C20 123.5(6) . . ?
N8 C24 C23 121.5(7) . . ?
N6 C10 C9 115.3(6) . . ?
N6 C10 C11 120.7(7) . . ?
C11 C10 C9 124.0(7) . . ?
C17 C18 C19 118.0(7) . . ?
N3 C3 Au2 179.1(7) . . ?
C17 C16 C15 119.9(7) . . ?
N7 C15 C16 121.5(7) . . ?
C22 C21 C20 119.5(7) . . ?
N6 C14 C13 122.5(8) . . ?
C22 C23 C24 119.5(8) . . ?
C12 C13 C14 117.6(8) . . ?
C16 C17 C18 119.5(7) . . ?
C12 C11 C10 119.0(8) . . ?
C9 C8 C7 119.0(8) . . ?
C11 C12 C13 120.8(7) . . ?
C23 C22 C21 119.2(7) . . ?
N4 C4 Au3 178.1(13) . . ?
C6 C7 C8 119.0(8) . . ?
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 C2 1.980(7) . ?
Au1 Au2 3.2835(3) . ?
Au1 C1 1.978(7) . ?
Au3 C4 1.971(9) . ?
Au3 C4 1.971(9) 2_564 ?
Cu1 N6 1.989(5) . ?
Cu1 N5 2.116(5) . ?
Cu1 N8 2.025(5) . ?
Cu1 N7 1.977(5) . ?
Cu1 N1 2.033(6) . ?
N6 C10 1.335(9) . ?
N6 C14 1.336(9) . ?
N5 C9 1.345(9) . ?
N5 C5 1.345(9) . ?
C6 C5 1.362(11) . ?
C6 C7 1.356(13) . ?
C2 N2 1.132(9) . ?
C9 C10 1.478(10) . ?
C9 C8 1.380(10) . ?
Au2 C3 1.969(9) 2 ?
Au2 C3 1.970(9) . ?
N8 C20 1.346(9) . ?
N8 C24 1.352(9) . ?
N7 C19 1.339(8) . ?
N7 C15 1.331(9) . ?
N1 C1 1.143(9) . ?
C20 C19 1.485(10) . ?
C20 C21 1.388(10) . ?
C19 C18 1.395(9) . ?
N3 C3 1.150(10) . ?
C24 C23 1.388(10) . ?
C10 C11 1.398(10) . ?
C18 C17 1.382(12) . ?
C16 C15 1.374(10) . ?
C16 C17 1.357(12) . ?
C21 C22 1.376(12) . ?
C14 C13 1.388(11) . ?
C23 C22 1.367(12) . ?
C13 C12 1.364(13) . ?
C11 C12 1.363(13) . ?
C8 C7 1.394(13) . ?
C4 N4 1.130(12) . ?
