#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:32:23 +0300 (Thu, 05 May 2022) $
#$Revision: 274974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/44/7244437.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_7244437
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         'C24 H16 Au2 Cu N8'
_chemical_formula_sum            'C24 H16 Au2 Cu N8'
_chemical_formula_weight         873.93
_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_Int_Tables_number      2
_atom_sites_solution_primary     heavy
_audit_creation_date             2021-10-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-10-09 deposited with the CCDC.	2022-02-17 downloaded from the CCDC.
;
_cell_angle_alpha                98.816(2)
_cell_angle_beta                 106.224(2)
_cell_angle_gamma                101.3440(19)
_cell_formula_units_Z            2
_cell_length_a                   9.9844(3)
_cell_length_b                   11.0973(2)
_cell_length_c                   12.3341(3)
_cell_measurement_reflns_used    10228
_cell_measurement_temperature    298.00
_cell_measurement_theta_max      29.2700
_cell_measurement_theta_min      3.8780
_cell_volume                     1254.70(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      298.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.2890
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -43.00  51.00   1.00   45.00    --   18.66 -70.00 172.03   94
  2  ω    -12.00  94.00   1.00   45.00    --   18.66  70.00  28.81  106
  3  ω    -53.00  50.00   1.00   45.00    --   18.66 -65.00  -0.25  103
  4  ω    -56.00  50.00   1.00   45.00    --   18.66 -66.00 -86.70  106
  5  ω     -1.00  89.00   1.00   45.00    --   18.66  66.00-133.18   90
  6  ω     -2.00  66.00   1.00   45.00    --   18.66  37.00   0.00   68
  7  ω     11.00  91.00   1.00   45.00    --   18.66  66.00 124.27   80
  8  ω    -48.00  45.00   1.00   45.00    --  -18.73  57.00  90.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0240114000
_diffrn_orient_matrix_UB_12      0.0138899000
_diffrn_orient_matrix_UB_13      0.0483493000
_diffrn_orient_matrix_UB_21      -0.0650970000
_diffrn_orient_matrix_UB_22      0.0071389000
_diffrn_orient_matrix_UB_23      -0.0370744000
_diffrn_orient_matrix_UB_31      -0.0321326000
_diffrn_orient_matrix_UB_32      -0.0649958000
_diffrn_orient_matrix_UB_33      -0.0077091000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25989
_diffrn_reflns_theta_full        30.0335
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         3.26
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    12.533
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
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    2.3131
_exptl_crystal_description       prism
_exptl_crystal_F_000             800.1593
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.5715
_refine_diff_density_min         -0.7961
_refine_diff_density_rms         0.1640
_refine_ls_d_res_high            0.7100
_refine_ls_d_res_low             6.2461
_refine_ls_goodness_of_fit_ref   1.0278
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     319
_refine_ls_number_reflns         7313
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0278
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0278
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0277P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0590
_refine_ls_wR_factor_ref         0.0658
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -14
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                5587
_reflns_number_total             7313
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1ce00964h2.cif
_cod_data_source_block           compound1
_cod_depositor_comments
'Adding full bibliography for 7244437--7244451.cif.'
_cod_original_cell_volume        1254.69(6)
_cod_database_code               7244437
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C24(H24), C23(H23), C22(H22), C21(H21),
 C15(H15), C16(H16), C17(H17), C18(H18), C14(H14), C13(H13), C12(H12), C11(H11)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 5.258
_oxdiff_exptl_absorpt_empirical_full_min 0.669
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Au2 Au 0.5 0.5 0.5 0.06006(7) Uani 1.000000 2 S T P
Au1 Au 0.842508(16) 0.550385(14) 0.517908(13) 0.05336(6) Uani 1.000000 1 . . .
Au3 Au 0.5 0.0 0.0 0.06459(8) Uani 1.000000 2 S T P
Cu1 Cu 0.74605(4) 0.77504(4) 0.18357(4) 0.04652(11) Uani 1.000000 1 . . .
N5 N 0.7472(3) 0.7597(3) 0.0171(3) 0.0486(7) Uani 1.000000 1 . . .
N8 N 0.7246(3) 0.9449(3) 0.2742(3) 0.0492(7) Uani 1.000000 1 . . .
N7 N 0.9527(3) 0.8680(3) 0.2612(3) 0.0514(7) Uani 1.000000 1 . . .
N1 N 0.7659(3) 0.6586(3) 0.2959(3) 0.0573(8) Uani 1.000000 1 . . .
C1 C 0.7921(4) 0.6124(3) 0.3723(3) 0.0494(8) Uani 1.000000 1 . . .
N6 N 0.5403(3) 0.6896(3) 0.1011(3) 0.0494(7) Uani 1.000000 1 . . .
C10 C 0.4995(4) 0.6691(3) -0.0148(3) 0.0488(9) Uani 1.000000 1 . . .
C9 C 0.6171(4) 0.7079(3) -0.0627(3) 0.0489(9) Uani 1.000000 1 . . .
C3 C 0.4974(4) 0.6695(5) 0.4672(4) 0.0622(11) Uani 1.000000 1 . . .
C2 C 0.8992(4) 0.5028(4) 0.6692(4) 0.0574(10) Uani 1.000000 1 . . .
C5 C 0.8598(5) 0.7980(4) -0.0189(4) 0.0641(11) Uani 1.000000 1 . . .
N2 N 0.9338(4) 0.4803(4) 0.7575(4) 0.0780(11) Uani 1.000000 1 . . .
C14 C 0.4441(4) 0.6543(4) 0.1526(4) 0.0624(11) Uani 1.000000 1 . . .
C13 C 0.2997(5) 0.5995(4) 0.0902(5) 0.0723(13) Uani 1.000000 1 . . .
C11 C 0.3556(4) 0.6155(4) -0.0805(4) 0.0648(12) Uani 1.000000 1 . . .
C8 C 0.5999(5) 0.6907(4) -0.1806(4) 0.0709(12) Uani 1.000000 1 . . .
C12 C 0.2571(5) 0.5810(4) -0.0258(5) 0.0757(14) Uani 1.000000 1 . . .
C20 C 0.8512(4) 1.0303(3) 0.3258(3) 0.0557(10) Uani 1.000000 1 . . .
C19 C 0.9798(4) 0.9833(4) 0.3259(3) 0.0556(10) Uani 1.000000 1 . . .
C24 C 0.6032(5) 0.9788(4) 0.2749(4) 0.0605(10) Uani 1.000000 1 . . .
N3 N 0.4961(4) 0.7654(4) 0.4483(4) 0.0801(11) Uani 1.000000 1 . . .
C15 C 1.0618(4) 0.8161(4) 0.2614(4) 0.0703(12) Uani 1.000000 1 . . .
C23 C 0.6020(6) 1.0967(4) 0.3268(5) 0.0786(14) Uani 1.000000 1 . . .
C6 C 0.8492(6) 0.7816(5) -0.1341(4) 0.0821(14) Uani 1.000000 1 . . .
C16 C 1.2026(5) 0.8761(5) 0.3257(5) 0.0812(14) Uani 1.000000 1 . . .
C18 C 1.1205(5) 1.0485(5) 0.3913(4) 0.0764(14) Uani 1.000000 1 . . .
C7 C 0.7177(6) 0.7271(5) -0.2146(4) 0.0853(15) Uani 1.000000 1 . . .
C21 C 0.8571(6) 1.1518(4) 0.3781(5) 0.0847(15) Uani 1.000000 1 . . .
C17 C 1.2307(5) 0.9940(6) 0.3906(5) 0.0858(16) Uani 1.000000 1 . . .
C22 C 0.7309(7) 1.1840(5) 0.3790(5) 0.0981(19) Uani 1.000000 1 . . .
C4 C 0.3084(6) -0.0601(5) 0.0153(5) 0.0897(16) Uani 1.000000 1 . . .
N4 N 0.2001(7) -0.0940(6) 0.0264(7) 0.152(3) Uani 1.000000 1 . . .
H5 H 0.9490(5) 0.8373(4) 0.0364(4) 0.0769(13) Uiso 1.000000 1 R . .
H6 H 0.9300(6) 0.8072(5) -0.1565(4) 0.0986(17) Uiso 1.000000 1 R . .
H7 H 0.7081(6) 0.7146(5) -0.2930(4) 0.1023(18) Uiso 1.000000 1 R . .
H8 H 0.5095(5) 0.6550(4) -0.2353(4) 0.0850(15) Uiso 1.000000 1 R . .
H24 H 0.5156(5) 0.9193(4) 0.2385(4) 0.0725(12) Uiso 1.000000 1 R . .
H23 H 0.5158(6) 1.1168(4) 0.3265(5) 0.0943(16) Uiso 1.000000 1 R . .
H22 H 0.7334(7) 1.2648(5) 0.4149(5) 0.118(2) Uiso 1.000000 1 R . .
H21 H 0.9453(6) 1.2110(4) 0.4124(5) 0.1017(18) Uiso 1.000000 1 R . .
H15 H 1.0421(4) 0.7355(4) 0.2162(4) 0.0843(14) Uiso 1.000000 1 R . .
H16 H 1.2766(5) 0.8368(5) 0.3246(5) 0.0974(17) Uiso 1.000000 1 R . .
H17 H 1.3249(5) 1.0373(6) 0.4343(5) 0.1030(19) Uiso 1.000000 1 R . .
H18 H 1.1390(5) 1.1293(5) 0.4355(4) 0.0917(16) Uiso 1.000000 1 R . .
H14 H 0.4739(4) 0.6666(4) 0.2328(4) 0.0749(13) Uiso 1.000000 1 R . .
H13 H 0.2336(5) 0.5759(4) 0.1281(5) 0.0868(15) Uiso 1.000000 1 R . .
H12 H 0.1608(5) 0.5448(4) -0.0688(5) 0.0909(17) Uiso 1.000000 1 R . .
H11 H 0.3268(4) 0.6033(4) -0.1607(4) 0.0778(14) Uiso 1.000000 1 R . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Au -1.84508 8.87037 16.88190 18.59130 25.55820 5.86000 0.46110 8.62160 1.48260
36.39560 12.0657997131
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cu 0.34125 1.28947 13.33800 7.16760 5.61580 1.67350 3.58280 0.24700 11.39660
64.81260 1.19099998474
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C3 Au2 C3 180.0 2_666 . ?
C2 Au1 C1 175.49(15) . . ?
C4 Au3 C4 180.0 2_655 . ?
N8 Cu1 N5 119.60(12) . . ?
N7 Cu1 N5 97.33(13) . . ?
N7 Cu1 N8 78.96(12) . . ?
N1 Cu1 N5 133.98(13) . . ?
N1 Cu1 N8 106.41(13) . . ?
N1 Cu1 N7 89.94(13) . . ?
N6 Cu1 N5 80.59(12) . . ?
N6 Cu1 N8 99.96(12) . . ?
N6 Cu1 N7 176.84(14) . . ?
N6 Cu1 N1 93.21(13) . . ?
C9 N5 Cu1 114.0(2) . . ?
C5 N5 Cu1 127.4(3) . . ?
C5 N5 C9 118.6(3) . . ?
C20 N8 Cu1 112.7(3) . . ?
C24 N8 Cu1 128.1(3) . . ?
C24 N8 C20 118.8(3) . . ?
C19 N7 Cu1 117.3(3) . . ?
C15 N7 Cu1 123.3(3) . . ?
C15 N7 C19 119.0(3) . . ?
C1 N1 Cu1 167.8(3) . . ?
N1 C1 Au1 173.6(3) . . ?
C10 N6 Cu1 115.9(3) . . ?
C14 N6 Cu1 124.5(3) . . ?
C14 N6 C10 119.6(3) . . ?
C9 C10 N6 114.8(3) . . ?
C11 C10 N6 120.3(4) . . ?
C11 C10 C9 124.9(4) . . ?
C10 C9 N5 114.6(3) . . ?
C8 C9 N5 121.0(4) . . ?
C8 C9 C10 124.4(4) . . ?
N3 C3 Au2 179.7(4) . . ?
N2 C2 Au1 177.4(4) . . ?
C6 C5 N5 122.8(4) . . ?
C13 C14 N6 121.9(4) . . ?
C12 C13 C14 119.0(5) . . ?
C12 C11 C10 119.3(4) . . ?
C7 C8 C9 119.1(4) . . ?
C11 C12 C13 119.9(4) . . ?
C19 C20 N8 115.2(3) . . ?
C21 C20 N8 120.9(4) . . ?
C21 C20 C19 123.9(4) . . ?
C20 C19 N7 115.1(3) . . ?
C18 C19 N7 120.3(4) . . ?
C18 C19 C20 124.5(4) . . ?
C23 C24 N8 123.1(4) . . ?
C16 C15 N7 122.9(4) . . ?
C22 C23 C24 118.2(5) . . ?
C7 C6 C5 118.4(5) . . ?
C17 C16 C15 118.2(5) . . ?
C17 C18 C19 120.0(4) . . ?
C6 C7 C8 120.1(4) . . ?
C22 C21 C20 119.3(4) . . ?
C18 C17 C16 119.6(4) . . ?
C21 C22 C23 119.7(5) . . ?
N4 C4 Au3 178.6(7) . . ?
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
Au2 C3 1.987(6) . ?
Au2 C3 1.987(6) 2_666 ?
Au1 C1 1.991(4) . ?
Au1 C2 1.978(5) . ?
Au3 C4 1.969(6) . ?
Au3 C4 1.969(6) 2_655 ?
Cu1 N5 2.038(3) . ?
Cu1 N8 2.120(3) . ?
Cu1 N7 1.999(3) . ?
Cu1 N1 2.031(4) . ?
Cu1 N6 1.981(3) . ?
N5 C9 1.344(4) . ?
N5 C5 1.338(5) . ?
N8 C20 1.339(5) . ?
N8 C24 1.340(5) . ?
N7 C19 1.334(5) . ?
N7 C15 1.328(5) . ?
N1 C1 1.132(5) . ?
N6 C10 1.341(5) . ?
N6 C14 1.323(5) . ?
C10 C9 1.477(5) . ?
C10 C11 1.393(5) . ?
C9 C8 1.393(5) . ?
C3 N3 1.126(6) . ?
C2 N2 1.129(5) . ?
C5 C6 1.377(6) . ?
C14 C13 1.390(6) . ?
C13 C12 1.344(7) . ?
C11 C12 1.367(6) . ?
C8 C7 1.365(7) . ?
C20 C19 1.478(6) . ?
C20 C21 1.385(6) . ?
C19 C18 1.391(5) . ?
C24 C23 1.370(6) . ?
C15 C16 1.377(6) . ?
C23 C22 1.365(7) . ?
C6 C7 1.360(7) . ?
C16 C17 1.357(7) . ?
C18 C17 1.357(7) . ?
C21 C22 1.378(8) . ?
C4 N4 1.126(7) . ?
