#------------------------------------------------------------------------------
#$Date: 2024-09-07 08:28:40 +0300 (Sat, 07 Sep 2024) $
#$Revision: 294673 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/32/2023226.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2023226
loop_
_publ_author_name
'Loukopoulos, Edward'
'Papatriantafyllopoulou, Constantina'
'Moushi, Eleni'
'Kitos, Alexandros A.'
'Tasiopoulos, Anastasios J.'
'Perlepes, Spyros P.'
'Nastopoulos, Vassilios'
_publ_section_title
;
 Solvatomorphism in a series of copper(II) complexes with the
 5-phenylimidazole/perchlorate system as ligands.
;
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              347
_journal_page_last               359
_journal_paper_doi               10.1107/S2052520624005948
_journal_volume                  80
_journal_year                    2024
_chemical_formula_moiety         'C36 H32 Cl2 Cu N8 O8, 2(C3 H8 O)'
_chemical_formula_sum            'C42 H48 Cl2 Cu N8 O10'
_chemical_formula_weight         959.32
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                103.496(6)
_cell_angle_beta                 94.562(5)
_cell_angle_gamma                105.229(6)
_cell_formula_units_Z            1
_cell_length_a                   9.1329(6)
_cell_length_b                   10.0787(7)
_cell_length_c                   13.0825(8)
_cell_measurement_reflns_used    4307
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.3780
_cell_measurement_theta_min      6.5150
_cell_volume                     1117.04(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics
'PLATON v.270519 (Spek, 2009); MERCURY v.2020.3.0 (Macrae et al., 2020)'
_computing_publication_material
'WINGX v.2018.3 (Farrugia, 2012); OLEX2 v.1.3.0 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution
'SHELXT-2018/2 (Sheldrick, 2015); SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
'Oxford Diffraction SuperNova with Atlas CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10056
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         3.023
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.674
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             499
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         4829
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0362
_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)+(0.0337P)²+1.0475P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0940
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4106
_reflns_number_total             4829
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            aw5090sup1.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 2023223--2023233.cif.'
_cod_original_cell_volume        1117.04(13)
_cod_database_code               2023226
_cod_database_fobs_code          2023226
_shelx_shelxl_version_number     2014/7
_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   0.871
_shelx_estimated_absorpt_t_max   0.930
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
Cu Cu 0.0000 0.0000 0.0000 0.01401(10) Uani 1 2 d S . P . .
N1A N -0.2226(2) -0.34109(18) 0.10577(14) 0.0196(4) Uani 1 1 d D . . . .
H1A H -0.224(3) -0.4223(16) 0.116(2) 0.029 Uiso 1 1 d D U . . .
N1B N -0.34454(19) -0.12484(19) -0.25864(14) 0.0198(4) Uani 1 1 d D . . . .
H1B H -0.4329(16) -0.127(3) -0.2875(19) 0.030 Uiso 1 1 d D U . . .
C2A C -0.1046(2) -0.2594(2) 0.07341(17) 0.0199(4) Uani 1 1 d . . . . .
H2A H -0.0098 -0.2797 0.0648 0.024 Uiso 1 1 calc R U . . .
C2B C -0.2825(2) -0.0552(2) -0.15812(16) 0.0190(4) Uani 1 1 d . . . . .
H2B H -0.3325 -0.0055 -0.1082 0.023 Uiso 1 1 calc R U . . .
N3A N -0.13802(18) -0.14695(17) 0.05517(13) 0.0168(3) Uani 1 1 d . . . . .
N3B N -0.14208(18) -0.06484(17) -0.13743(13) 0.0164(3) Uani 1 1 d . . . . .
C4A C -0.2854(2) -0.1585(2) 0.07592(16) 0.0179(4) Uani 1 1 d . . . . .
H4A H -0.3404 -0.0921 0.0695 0.021 Uiso 1 1 calc R U . . .
C4B C -0.1143(2) -0.1442(2) -0.23054(16) 0.0172(4) Uani 1 1 d . . . . .
H4B H -0.0213 -0.1677 -0.2404 0.021 Uiso 1 1 calc R U . . .
C5A C -0.3408(2) -0.2803(2) 0.10730(16) 0.0174(4) Uani 1 1 d . . . . .
C5B C -0.2398(2) -0.1843(2) -0.30669(16) 0.0174(4) Uani 1 1 d . . . . .
C6A C -0.4900(2) -0.3438(2) 0.13585(16) 0.0190(4) Uani 1 1 d . . . . .
C6B C -0.2711(2) -0.2765(2) -0.41500(16) 0.0199(4) Uani 1 1 d . . . . .
C7A C -0.5393(2) -0.4884(2) 0.13122(16) 0.0217(4) Uani 1 1 d . . . . .
H7A H -0.4754 -0.5473 0.1095 0.026 Uiso 1 1 calc R U . . .
C7B C -0.3981(3) -0.2875(2) -0.48579(17) 0.0236(4) Uani 1 1 d . . . . .
H7B H -0.4662 -0.2330 -0.4645 0.028 Uiso 1 1 calc R U . . .
C8A C -0.6815(3) -0.5468(3) 0.15819(18) 0.0291(5) Uani 1 1 d . . . . .
H8A H -0.7138 -0.6452 0.1558 0.035 Uiso 1 1 calc R U . . .
C8B C -0.4258(3) -0.3780(3) -0.58761(18) 0.0287(5) Uani 1 1 d . . . . .
H8B H -0.5132 -0.3854 -0.6355 0.034 Uiso 1 1 calc R U . . .
C9A C -0.7762(3) -0.4631(3) 0.18840(18) 0.0317(5) Uani 1 1 d . . . . .
H9A H -0.8737 -0.5035 0.2064 0.038 Uiso 1 1 calc R U . . .
C9B C -0.3275(3) -0.4569(3) -0.61955(19) 0.0322(5) Uani 1 1 d . . . . .
H9B H -0.3463 -0.5181 -0.6895 0.039 Uiso 1 1 calc R U . . .
C10A C -0.7281(3) -0.3195(3) 0.19229(19) 0.0302(5) Uani 1 1 d . . . . .
H10A H -0.7931 -0.2614 0.2129 0.036 Uiso 1 1 calc R U . . .
C10B C -0.2014(3) -0.4467(3) -0.5494(2) 0.0357(6) Uani 1 1 d . . . . .
H10B H -0.1337 -0.5015 -0.5711 0.043 Uiso 1 1 calc R U . . .
C11A C -0.5859(2) -0.2600(2) 0.16633(18) 0.0248(5) Uani 1 1 d . . . . .
H11A H -0.5538 -0.1614 0.1694 0.030 Uiso 1 1 calc R U . . .
C11B C -0.1729(3) -0.3574(3) -0.44760(19) 0.0290(5) Uani 1 1 d . . . . .
H11B H -0.0859 -0.3513 -0.3998 0.035 Uiso 1 1 calc R U . . .
Cl Cl 0.22978(5) -0.25601(5) -0.12266(4) 0.01921(12) Uani 1 1 d . . . . .
O1 O 0.15430(19) -0.16512(17) -0.06170(12) 0.0276(4) Uani 1 1 d . . . . .
O2 O 0.17607(19) -0.28164(19) -0.23395(13) 0.0314(4) Uani 1 1 d . . . . .
O3 O 0.39081(19) -0.1914(2) -0.10117(16) 0.0480(5) Uani 1 1 d . . . . .
O4 O 0.1909(3) -0.38821(19) -0.09421(17) 0.0471(5) Uani 1 1 d . . . . .
C12 C 0.6765(3) 0.0001(3) 0.3723(2) 0.0360(6) Uani 1 1 d . . . . .
H12A H 0.6907 -0.0649 0.3067 0.043 Uiso 1 1 calc R U . . .
H12B H 0.5931 -0.0549 0.4030 0.043 Uiso 1 1 calc R U . . .
C13 C 0.8222(3) 0.0494(3) 0.4503(2) 0.0365(6) Uani 1 1 d . . . . .
H13A H 0.8496 -0.0350 0.4624 0.044 Uiso 1 1 calc R U . . .
H13B H 0.9062 0.1031 0.4192 0.044 Uiso 1 1 calc R U . . .
C14 C 0.8095(4) 0.1422(4) 0.5549(2) 0.0596(9) Uani 1 1 d . . . . .
H14A H 0.9067 0.1696 0.6029 0.089 Uiso 1 1 calc R U . . .
H14B H 0.7269 0.0896 0.5863 0.089 Uiso 1 1 calc R U . . .
H14C H 0.7866 0.2279 0.5438 0.089 Uiso 1 1 calc R U . . .
O5 O 0.63091(19) 0.1137(2) 0.34474(14) 0.0366(4) Uani 1 1 d D . . . .
H5 H 0.695(3) 0.164(3) 0.316(2) 0.055 Uiso 1 1 d D 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'
Cu Cu 0.3201 1.2651 '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
N3A Cu N3A 180.0 . 2 ?
N3A Cu N3B 90.47(7) . . ?
N3A Cu N3B 89.53(7) 2 . ?
N3A Cu N3B 89.53(7) . 2 ?
N3A Cu N3B 90.47(7) 2 2 ?
N3B Cu N3B 180.0 . 2 ?
C2A N1A C5A 108.71(17) . . ?
C2A N1A H1A 122.8(17) . . ?
C5A N1A H1A 128.0(17) . . ?
C2B N1B C5B 108.31(17) . . ?
C2B N1B H1B 124.4(18) . . ?
C5B N1B H1B 127.2(18) . . ?
N3A C2A N1A 110.58(18) . . ?
N3A C2A H2A 124.7 . . ?
N1A C2A H2A 124.7 . . ?
N3B C2B N1B 110.96(18) . . ?
N3B C2B H2B 124.5 . . ?
N1B C2B H2B 124.5 . . ?
C2A N3A C4A 106.34(16) . . ?
C2A N3A Cu 124.63(14) . . ?
C4A N3A Cu 128.94(13) . . ?
C2B N3B C4B 105.65(16) . . ?
C2B N3B Cu 129.79(14) . . ?
C4B N3B Cu 124.28(13) . . ?
C5A C4A N3A 109.54(17) . . ?
C5A C4A H4A 125.2 . . ?
N3A C4A H4A 125.2 . . ?
C5B C4B N3B 110.00(17) . . ?
C5B C4B H4B 125.0 . . ?
N3B C4B H4B 125.0 . . ?
C4A C5A N1A 104.83(17) . . ?
C4A C5A C6A 131.69(18) . . ?
N1A C5A C6A 123.46(18) . . ?
C4B C5B N1B 105.06(17) . . ?
C4B C5B C6B 130.88(18) . . ?
N1B C5B C6B 123.96(18) . . ?
C11A C6A C7A 119.03(19) . . ?
C11A C6A C5A 119.88(19) . . ?
C7A C6A C5A 121.07(19) . . ?
C7B C6B C11B 119.0(2) . . ?
C7B C6B C5B 121.69(19) . . ?
C11B C6B C5B 119.25(19) . . ?
C8A C7A C6A 120.2(2) . . ?
C8A C7A H7A 119.9 . . ?
C6A C7A H7A 119.9 . . ?
C8B C7B C6B 120.2(2) . . ?
C8B C7B H7B 119.9 . . ?
C6B C7B H7B 119.9 . . ?
C9A C8A C7A 120.5(2) . . ?
C9A C8A H8A 119.8 . . ?
C7A C8A H8A 119.8 . . ?
C9B C8B C7B 120.4(2) . . ?
C9B C8B H8B 119.8 . . ?
C7B C8B H8B 119.8 . . ?
C8A C9A C10A 119.5(2) . . ?
C8A C9A H9A 120.2 . . ?
C10A C9A H9A 120.2 . . ?
C8B C9B C10B 119.6(2) . . ?
C8B C9B H9B 120.2 . . ?
C10B C9B H9B 120.2 . . ?
C9A C10A C11A 120.4(2) . . ?
C9A C10A H10A 119.8 . . ?
C11A C10A H10A 119.8 . . ?
C9B C10B C11B 120.5(2) . . ?
C9B C10B H10B 119.7 . . ?
C11B C10B H10B 119.7 . . ?
C10A C11A C6A 120.3(2) . . ?
C10A C11A H11A 119.8 . . ?
C6A C11A H11A 119.8 . . ?
C10B C11B C6B 120.2(2) . . ?
C10B C11B H11B 119.9 . . ?
C6B C11B H11B 119.9 . . ?
O3 Cl O1 109.91(12) . . ?
O3 Cl O4 110.66(13) . . ?
O1 Cl O4 107.82(11) . . ?
O3 Cl O2 109.92(11) . . ?
O1 Cl O2 109.30(10) . . ?
O4 Cl O2 109.19(12) . . ?
O5 C12 C13 113.6(2) . . ?
O5 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
O5 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 113.0(2) . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C12 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 O5 H5 115(2) . . ?
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
Cu N3A 1.9915(16) . ?
Cu N3A 1.9916(16) 2 ?
Cu N3B 1.9946(16) . ?
Cu N3B 1.9946(16) 2 ?
N1A C2A 1.337(3) . ?
N1A C5A 1.374(3) . ?
N1A H1A 0.855(10) . ?
N1B C2B 1.336(3) . ?
N1B C5B 1.375(3) . ?
N1B H1B 0.857(10) . ?
C2A N3A 1.315(3) . ?
C2A H2A 0.9500 . ?
C2B N3B 1.323(3) . ?
C2B H2B 0.9500 . ?
N3A C4A 1.375(3) . ?
N3B C4B 1.374(3) . ?
C4A C5A 1.369(3) . ?
C4A H4A 0.9500 . ?
C4B C5B 1.363(3) . ?
C4B H4B 0.9500 . ?
C5A C6A 1.463(3) . ?
C5B C6B 1.461(3) . ?
C6A C11A 1.388(3) . ?
C6A C7A 1.393(3) . ?
C6B C7B 1.389(3) . ?
C6B C11B 1.391(3) . ?
C7A C8A 1.388(3) . ?
C7A H7A 0.9500 . ?
C7B C8B 1.389(3) . ?
C7B H7B 0.9500 . ?
C8A C9A 1.377(4) . ?
C8A H8A 0.9500 . ?
C8B C9B 1.376(3) . ?
C8B H8B 0.9500 . ?
C9A C10A 1.385(4) . ?
C9A H9A 0.9500 . ?
C9B C10B 1.380(3) . ?
C9B H9B 0.9500 . ?
C10A C11A 1.384(3) . ?
C10A H10A 0.9500 . ?
C10B C11B 1.383(3) . ?
C10B H10B 0.9500 . ?
C11A H11A 0.9500 . ?
C11B H11B 0.9500 . ?
Cl O3 1.4184(17) . ?
Cl O1 1.4243(15) . ?
Cl O4 1.4296(18) . ?
Cl O2 1.4392(17) . ?
C12 O5 1.427(3) . ?
C12 C13 1.503(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.498(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O5 H5 0.844(10) . ?
