#------------------------------------------------------------------------------
#$Date: 2024-09-07 08:28:40 +0300 (Sat, 07 Sep 2024) $
#$Revision: 294673 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/32/2023227.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_2023227
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(C4 H10 O)'
_chemical_formula_sum            'C44 H52 Cl2 Cu N8 O10'
_chemical_formula_weight         987.37
_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                106.181(5)
_cell_angle_beta                 96.455(4)
_cell_angle_gamma                106.527(5)
_cell_formula_units_Z            1
_cell_length_a                   9.4157(5)
_cell_length_b                   9.9855(6)
_cell_length_c                   13.6726(7)
_cell_measurement_reflns_used    3159
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.0670
_cell_measurement_theta_min      4.8640
_cell_volume                     1157.64(12)
_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 0.986
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type
'Oxford Diffraction SuperNova with Atlas CCD detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7216
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.998
_diffrn_reflns_theta_min         3.441
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.277
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.815
_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    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             515
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.545
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4229
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0587
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0681P)²+2.4911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1564
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3607
_reflns_number_total             4229
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            aw5090sup1.cif
_cod_data_source_block           6
_cod_depositor_comments
'Adding full bibliography for 2023223--2023233.cif.'
_cod_database_code               2023227
_cod_database_fobs_code          2023227
_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   0.712
_shelx_estimated_absorpt_t_max   0.821
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 0.01616(19) Uani 1 2 d S . P . .
N1B N -0.3501(3) -0.1331(3) -0.2577(2) 0.0228(6) Uani 1 1 d D . . . .
H1B H -0.437(3) -0.138(5) -0.288(3) 0.034 Uiso 1 1 d D U . . .
C2B C -0.2871(4) -0.0627(4) -0.1561(3) 0.0207(7) Uani 1 1 d . . . . .
H2B H -0.3346 -0.0139 -0.1068 0.025 Uiso 1 1 calc R U . . .
N3B N -0.1511(3) -0.0708(3) -0.1345(2) 0.0190(6) Uani 1 1 d . . . . .
C4B C -0.1252(4) -0.1514(4) -0.2265(3) 0.0198(7) Uani 1 1 d . . . . .
H4B H -0.0353 -0.1748 -0.2344 0.024 Uiso 1 1 calc R U . . .
C5B C -0.2491(4) -0.1922(4) -0.3044(3) 0.0209(7) Uani 1 1 d . . . . .
C6B C -0.2794(4) -0.2814(4) -0.4139(3) 0.0250(7) Uani 1 1 d . . . . .
C7B C -0.4042(5) -0.2930(5) -0.4852(3) 0.0375(10) Uani 1 1 d . . . . .
H7B H -0.4709 -0.2405 -0.4629 0.045 Uiso 1 1 calc R U . . .
C8B C -0.4317(6) -0.3808(6) -0.5884(3) 0.0456(11) Uani 1 1 d . . . . .
H8B H -0.5178 -0.3890 -0.6361 0.055 Uiso 1 1 calc R U . . .
C9B C -0.3351(5) -0.4557(5) -0.6220(3) 0.0428(11) Uani 1 1 d . . . . .
H9B H -0.3534 -0.5143 -0.6930 0.051 Uiso 1 1 calc R U . . .
C10B C -0.2114(5) -0.4457(5) -0.5523(3) 0.0408(10) Uani 1 1 d . . . . .
H10B H -0.1449 -0.4980 -0.5754 0.049 Uiso 1 1 calc R U . . .
C11B C -0.1841(4) -0.3597(5) -0.4491(3) 0.0328(9) Uani 1 1 d . . . . .
H11B H -0.0992 -0.3541 -0.4016 0.039 Uiso 1 1 calc R U . . .
N1A N -0.2190(3) -0.3371(3) 0.1025(2) 0.0232(6) Uani 1 1 d D . . . .
H1A H -0.219(5) -0.414(3) 0.119(4) 0.035 Uiso 1 1 d D U . . .
C2A C -0.1037(4) -0.2568(4) 0.0722(3) 0.0228(7) Uani 1 1 d . . . . .
H2A H -0.0117 -0.2769 0.0660 0.027 Uiso 1 1 calc R U . . .
N3A N -0.1358(3) -0.1457(3) 0.0520(2) 0.0188(6) Uani 1 1 d . . . . .
C4A C -0.2790(4) -0.1564(4) 0.0700(3) 0.0195(7) Uani 1 1 d . . . . .
H4A H -0.3321 -0.0912 0.0613 0.023 Uiso 1 1 calc R U . . .
C5A C -0.3327(4) -0.2753(4) 0.1022(2) 0.0194(7) Uani 1 1 d . . . . .
C6A C -0.4780(4) -0.3365(4) 0.1297(3) 0.0212(7) Uani 1 1 d . . . . .
C7A C -0.5286(4) -0.4809(4) 0.1310(3) 0.0241(7) Uani 1 1 d . . . . .
H7A H -0.4679 -0.5421 0.1144 0.029 Uiso 1 1 calc R U . . .
C8A C -0.6664(5) -0.5361(4) 0.1562(3) 0.0314(9) Uani 1 1 d . . . . .
H8A H -0.6991 -0.6346 0.1577 0.038 Uiso 1 1 calc R U . . .
C9A C -0.7573(4) -0.4494(5) 0.1792(3) 0.0330(9) Uani 1 1 d . . . . .
H9A H -0.8528 -0.4883 0.1954 0.040 Uiso 1 1 calc R U . . .
C10A C -0.7076(5) -0.3052(5) 0.1784(4) 0.0387(10) Uani 1 1 d . . . . .
H10A H -0.7692 -0.2447 0.1943 0.046 Uiso 1 1 calc R U . . .
C11A C -0.5681(4) -0.2490(5) 0.1545(3) 0.0330(9) Uani 1 1 d . . . . .
H11A H -0.5341 -0.1496 0.1551 0.040 Uiso 1 1 calc R U . . .
Cl Cl -0.21727(9) 0.26311(9) 0.13288(7) 0.0245(2) Uani 1 1 d . . . . .
O1 O -0.1434(3) 0.1819(3) 0.0647(2) 0.0311(6) Uani 1 1 d . . . . .
O2 O -0.1656(3) 0.2691(4) 0.2382(2) 0.0433(8) Uani 1 1 d . . . . .
O3 O -0.3760(3) 0.1947(4) 0.1031(3) 0.0518(9) Uani 1 1 d . . . . .
O4 O -0.1747(5) 0.4106(4) 0.1304(4) 0.0629(11) Uani 1 1 d . . . . .
C12 C 0.1393(10) 0.8326(10) 0.3981(6) 0.095(3) Uani 1 1 d . . . . .
H12A H 0.0964 0.7445 0.3362 0.142 Uiso 1 1 calc R U . . .
H12B H 0.2153 0.9087 0.3818 0.142 Uiso 1 1 calc R U . . .
H12C H 0.0584 0.8703 0.4198 0.142 Uiso 1 1 calc R U . . .
C13 C 0.2106(8) 0.7945(9) 0.4825(5) 0.0720(19) Uani 1 1 d . . . . .
H13A H 0.2796 0.7412 0.4559 0.086 Uiso 1 1 calc R U . . .
H13B H 0.1309 0.7264 0.5039 0.086 Uiso 1 1 calc R U . . .
C14 C 0.3055(6) 0.9361(7) 0.5838(4) 0.0518(13) Uani 1 1 d . . . . .
H14 H 0.3884 1.0044 0.5637 0.062 Uiso 1 1 calc R U . . .
C15 C 0.2024(7) 1.0162(7) 0.6278(4) 0.0603(15) Uani 1 1 d . . . . .
H15A H 0.1658 1.0587 0.5778 0.091 Uiso 1 1 calc R U . . .
H15B H 0.2580 1.0953 0.6930 0.091 Uiso 1 1 calc R U . . .
H15C H 0.1161 0.9467 0.6414 0.091 Uiso 1 1 calc R U . . .
O5 O 0.3701(3) 0.8788(4) 0.6566(2) 0.0396(7) Uani 1 1 d D . . . .
H5 H 0.306(5) 0.829(6) 0.680(4) 0.059 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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 89.10(11) 2 . ?
N3A Cu N3B 90.90(11) . . ?
N3A Cu N3B 90.90(11) 2 2 ?
N3A Cu N3B 89.10(11) . 2 ?
N3B Cu N3B 180.0 . 2 ?
C2B N1B C5B 108.2(3) . . ?
C2B N1B H1B 125(3) . . ?
C5B N1B H1B 127(3) . . ?
N3B C2B N1B 110.8(3) . . ?
N3B C2B H2B 124.6 . . ?
N1B C2B H2B 124.6 . . ?
C2B N3B C4B 106.5(3) . . ?
C2B N3B Cu 131.9(2) . . ?
C4B N3B Cu 121.5(2) . . ?
C5B C4B N3B 109.4(3) . . ?
C5B C4B H4B 125.3 . . ?
N3B C4B H4B 125.3 . . ?
C4B C5B N1B 105.1(3) . . ?
C4B C5B C6B 130.5(3) . . ?
N1B C5B C6B 124.4(3) . . ?
C11B C6B C7B 118.3(3) . . ?
C11B C6B C5B 119.9(3) . . ?
C7B C6B C5B 121.8(3) . . ?
C8B C7B C6B 120.5(4) . . ?
C8B C7B H7B 119.8 . . ?
C6B C7B H7B 119.8 . . ?
C9B C8B C7B 120.4(4) . . ?
C9B C8B H8B 119.8 . . ?
C7B C8B H8B 119.8 . . ?
C8B C9B C10B 119.8(4) . . ?
C8B C9B H9B 120.1 . . ?
C10B C9B H9B 120.1 . . ?
C9B C10B C11B 120.1(4) . . ?
C9B C10B H10B 119.9 . . ?
C11B C10B H10B 119.9 . . ?
C10B C11B C6B 120.9(4) . . ?
C10B C11B H11B 119.6 . . ?
C6B C11B H11B 119.6 . . ?
C2A N1A C5A 108.6(3) . . ?
C2A N1A H1A 124(3) . . ?
C5A N1A H1A 128(3) . . ?
N3A C2A N1A 110.3(3) . . ?
N3A C2A H2A 124.9 . . ?
N1A C2A H2A 124.9 . . ?
C2A N3A C4A 106.6(3) . . ?
C2A N3A Cu 124.5(2) . . ?
C4A N3A Cu 128.8(2) . . ?
C5A C4A N3A 109.3(3) . . ?
C5A C4A H4A 125.3 . . ?
N3A C4A H4A 125.3 . . ?
C4A C5A N1A 105.1(3) . . ?
C4A C5A C6A 131.4(3) . . ?
N1A C5A C6A 123.5(3) . . ?
C11A C6A C7A 118.8(3) . . ?
C11A C6A C5A 119.4(3) . . ?
C7A C6A C5A 121.8(3) . . ?
C8A C7A C6A 120.6(4) . . ?
C8A C7A H7A 119.7 . . ?
C6A C7A H7A 119.7 . . ?
C7A C8A C9A 120.6(4) . . ?
C7A C8A H8A 119.7 . . ?
C9A C8A H8A 119.7 . . ?
C8A C9A C10A 119.3(4) . . ?
C8A C9A H9A 120.4 . . ?
C10A C9A H9A 120.4 . . ?
C9A C10A C11A 120.1(4) . . ?
C9A C10A H10A 119.9 . . ?
C11A C10A H10A 119.9 . . ?
C6A C11A C10A 120.7(4) . . ?
C6A C11A H11A 119.7 . . ?
C10A C11A H11A 119.7 . . ?
O3 Cl O4 110.8(2) . . ?
O3 Cl O1 110.5(2) . . ?
O4 Cl O1 109.0(2) . . ?
O3 Cl O2 109.75(19) . . ?
O4 Cl O2 107.8(2) . . ?
O1 Cl O2 108.92(17) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C12 C13 C14 113.8(6) . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
O5 C14 C15 111.9(4) . . ?
O5 C14 C13 106.1(4) . . ?
C15 C14 C13 109.9(4) . . ?
O5 C14 H14 109.6 . . ?
C15 C14 H14 109.6 . . ?
C13 C14 H14 109.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 O5 H5 113(4) . . ?
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 1.995(3) 2 ?
Cu N3A 1.995(3) . ?
Cu N3B 2.005(3) . ?
Cu N3B 2.005(3) 2 ?
N1B C2B 1.344(4) . ?
N1B C5B 1.381(4) . ?
N1B H1B 0.858(10) . ?
C2B N3B 1.311(4) . ?
C2B H2B 0.9500 . ?
N3B C4B 1.380(4) . ?
C4B C5B 1.368(5) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.460(5) . ?
C6B C11B 1.392(5) . ?
C6B C7B 1.395(5) . ?
C7B C8B 1.388(6) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.374(7) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.380(6) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.384(6) . ?
C10B H10B 0.9500 . ?
C11B H11B 0.9500 . ?
N1A C2A 1.337(5) . ?
N1A C5A 1.380(5) . ?
N1A H1A 0.858(10) . ?
C2A N3A 1.319(5) . ?
C2A H2A 0.9500 . ?
N3A C4A 1.378(4) . ?
C4A C5A 1.363(5) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.468(5) . ?
C6A C11A 1.385(6) . ?
C6A C7A 1.389(5) . ?
C7A C8A 1.380(5) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.382(6) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.385(6) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.389(6) . ?
C10A H10A 0.9500 . ?
C11A H11A 0.9500 . ?
Cl O3 1.412(3) . ?
Cl O4 1.423(3) . ?
Cl O1 1.433(3) . ?
Cl O2 1.446(3) . ?
C12 C13 1.465(9) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.622(9) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 O5 1.438(5) . ?
C14 C15 1.499(7) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
O5 H5 0.827(10) . ?
