#------------------------------------------------------------------------------
#$Date: 2024-09-07 08:28:40 +0300 (Sat, 07 Sep 2024) $
#$Revision: 294673 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/32/2023223.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_2023223
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_coeditor_code           AW5090
_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, 3.3(H2 O)'
_chemical_formula_sum            'C36 H38.6 Cl2 Cu N8 O11.3'
_chemical_formula_weight         898.59
_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                97.633(6)
_cell_angle_beta                 93.948(6)
_cell_angle_gamma                107.385(7)
_cell_formula_units_Z            1
_cell_length_a                   8.8398(6)
_cell_length_b                   9.9196(8)
_cell_length_c                   12.8239(10)
_cell_measurement_reflns_used    4296
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.0940
_cell_measurement_theta_min      4.1960
_cell_volume                     1056.59(15)
_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 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0260
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7899
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.068
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.838
_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    1.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.523
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         3692
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0565
_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)+(0.0898P)²+2.5027P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1615
_refine_ls_wR_factor_ref         0.1672
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3323
_reflns_number_total             3692
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            aw5090sup1.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 2023223--2023233.cif.'
_cod_original_cell_volume        1056.59(14)
_cod_original_formula_sum        'C36 H38.60 Cl2 Cu N8 O11.30'
_cod_database_code               2023223
_cod_database_fobs_code          2023223
_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   0.843
_shelx_estimated_absorpt_t_max   0.901
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 0.0141(2) Uani 1 2 d S . P . .
N1A N 0.2544(4) 0.3929(3) -0.0718(3) 0.0182(7) Uani 1 1 d D . . . .
H1A H 0.261(5) 0.4794(17) -0.069(4) 0.027 Uiso 1 1 d D U . . .
C2A C 0.1320(4) 0.3015(4) -0.0354(3) 0.0182(8) Uani 1 1 d . . . . .
H2A H 0.0443 0.3255 -0.0084 0.022 Uiso 1 1 calc R U . . .
N3A N 0.1508(4) 0.1730(3) -0.0425(2) 0.0158(6) Uani 1 1 d . . . . .
C4A C 0.2929(4) 0.1841(4) -0.0853(3) 0.0169(7) Uani 1 1 d . . . . .
H4A H 0.3369 0.1081 -0.0999 0.020 Uiso 1 1 calc R U . . .
C5A C 0.3604(4) 0.3213(4) -0.1032(3) 0.0161(7) Uani 1 1 d . . . . .
C6A C 0.5095(4) 0.3868(4) -0.1462(3) 0.0168(7) Uani 1 1 d . . . . .
C7A C 0.5389(5) 0.5155(4) -0.1861(3) 0.0249(9) Uani 1 1 d . . . . .
H7A H 0.4604 0.5634 -0.1856 0.030 Uiso 1 1 calc R U . . .
C8A C 0.6809(5) 0.5739(4) -0.2263(4) 0.0301(10) Uani 1 1 d . . . . .
H8A H 0.7003 0.6624 -0.2519 0.036 Uiso 1 1 calc R U . . .
C9A C 0.7961(5) 0.5033(4) -0.2294(3) 0.0271(9) Uani 1 1 d . . . . .
H9A H 0.8929 0.5426 -0.2582 0.032 Uiso 1 1 calc R U . . .
C10A C 0.7681(5) 0.3757(4) -0.1902(3) 0.0238(8) Uani 1 1 d . . . . .
H10A H 0.8460 0.3272 -0.1921 0.029 Uiso 1 1 calc R U . . .
C11A C 0.6261(5) 0.3179(4) -0.1480(3) 0.0198(8) Uani 1 1 d . . . . .
H11A H 0.6085 0.2310 -0.1203 0.024 Uiso 1 1 calc R U . . .
N1B N -0.3739(4) -0.0806(3) -0.2365(3) 0.0197(7) Uani 1 1 d D . . . .
H1B H -0.4731(13) -0.103(5) -0.242(4) 0.030 Uiso 1 1 d D U . . .
C2B C -0.3095(4) -0.0665(4) -0.1371(3) 0.0186(8) Uani 1 1 d . . . . .
H2B H -0.3689 -0.0903 -0.0795 0.022 Uiso 1 1 calc R U . . .
N3B N -0.1521(4) -0.0150(3) -0.1289(2) 0.0166(6) Uani 1 1 d . . . . .
C4B C -0.1152(5) 0.0046(4) -0.2297(3) 0.0210(8) Uani 1 1 d . . . . .
H4B H -0.0104 0.0416 -0.2486 0.025 Uiso 1 1 calc R U . . .
C5B C -0.2521(5) -0.0370(4) -0.2985(3) 0.0212(8) Uani 1 1 d . . . . .
C6B C -0.2824(5) -0.0466(5) -0.4140(3) 0.0281(9) Uani 1 1 d . . . . .
C7B C -0.4178(6) -0.1482(5) -0.4710(4) 0.0385(11) Uani 1 1 d . . . . .
H7B H -0.4911 -0.2114 -0.4349 0.046 Uiso 1 1 calc R U . . .
C8B C -0.4463(7) -0.1579(6) -0.5798(4) 0.0470(14) Uani 1 1 d . . . . .
H8B H -0.5388 -0.2273 -0.6182 0.056 Uiso 1 1 calc R U . . .
C9B C -0.3403(7) -0.0669(7) -0.6316(4) 0.0497(15) Uani 1 1 d . . . . .
H9B H -0.3596 -0.0733 -0.7061 0.060 Uiso 1 1 calc R U . . .
C10B C -0.2067(7) 0.0332(8) -0.5768(4) 0.0558(16) Uani 1 1 d . . . . .
H10B H -0.1341 0.0960 -0.6136 0.067 Uiso 1 1 calc R U . . .
C11B C -0.1767(6) 0.0436(7) -0.4675(4) 0.0445(13) Uani 1 1 d . . . . .
H11B H -0.0835 0.1129 -0.4299 0.053 Uiso 1 1 calc R U . . .
Cl Cl 0.22971(10) -0.22173(9) -0.13429(7) 0.0176(2) Uani 1 1 d . . . . .
O1 O 0.1021(3) -0.1595(3) -0.1400(2) 0.0241(6) Uani 1 1 d . . . . .
O2 O 0.2815(4) -0.2450(3) -0.2376(2) 0.0324(7) Uani 1 1 d . . . . .
O3 O 0.3620(3) -0.1267(3) -0.0618(2) 0.0258(6) Uani 1 1 d . . . . .
O4 O 0.1729(3) -0.3566(3) -0.0967(2) 0.0273(7) Uani 1 1 d . . . . .
O5 O 0.1278(4) 0.3709(4) 0.6721(3) 0.0465(9) Uani 1 1 d D . . . .
H5A H 0.173(6) 0.399(6) 0.616(2) 0.070 Uiso 1 1 d D U . . .
H5B H 0.169(6) 0.445(4) 0.718(3) 0.070 Uiso 1 1 d D U . . .
O6A O 0.099(2) 0.3508(16) 0.4575(13) 0.075(3) Uani 0.3 1 d D U P . .
O6B O 0.2741(18) 0.4773(14) 0.4891(12) 0.075(3) Uani 0.35 1 d . U P . .
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 90.99(12) . 2 ?
N3A Cu N3B 89.01(12) 2 2 ?
N3A Cu N3B 89.01(12) . . ?
N3A Cu N3B 90.99(12) 2 . ?
N3B Cu N3B 180.0 2 . ?
C2A N1A C5A 108.7(3) . . ?
C2A N1A H1A 121(3) . . ?
C5A N1A H1A 130(3) . . ?
N3A C2A N1A 110.4(3) . . ?
N3A C2A H2A 124.8 . . ?
N1A C2A H2A 124.8 . . ?
C2A N3A C4A 106.2(3) . . ?
C2A N3A Cu 125.8(3) . . ?
C4A N3A Cu 128.0(2) . . ?
C5A C4A N3A 109.7(3) . . ?
C5A C4A H4A 125.1 . . ?
N3A C4A H4A 125.1 . . ?
C4A C5A N1A 104.9(3) . . ?
C4A C5A C6A 130.7(3) . . ?
N1A C5A C6A 124.5(3) . . ?
C11A C6A C7A 118.8(3) . . ?
C11A C6A C5A 119.0(3) . . ?
C7A C6A C5A 122.3(3) . . ?
C8A C7A C6A 120.6(4) . . ?
C8A C7A H7A 119.7 . . ?
C6A C7A H7A 119.7 . . ?
C7A C8A C9A 120.3(4) . . ?
C7A C8A H8A 119.9 . . ?
C9A C8A H8A 119.9 . . ?
C10A C9A C8A 119.5(4) . . ?
C10A C9A H9A 120.2 . . ?
C8A C9A H9A 120.2 . . ?
C9A C10A C11A 120.3(4) . . ?
C9A C10A H10A 119.9 . . ?
C11A C10A H10A 119.9 . . ?
C10A C11A C6A 120.5(4) . . ?
C10A C11A H11A 119.7 . . ?
C6A C11A H11A 119.7 . . ?
C2B N1B C5B 108.4(3) . . ?
C2B N1B H1B 113(3) . . ?
C5B N1B H1B 138(3) . . ?
N3B C2B N1B 111.2(3) . . ?
N3B C2B H2B 124.4 . . ?
N1B C2B H2B 124.4 . . ?
C2B N3B C4B 105.7(3) . . ?
C2B N3B Cu 126.1(3) . . ?
C4B N3B Cu 127.6(2) . . ?
C5B C4B N3B 109.8(3) . . ?
C5B C4B H4B 125.1 . . ?
N3B C4B H4B 125.1 . . ?
C4B C5B N1B 104.9(3) . . ?
C4B C5B C6B 132.9(4) . . ?
N1B C5B C6B 122.2(4) . . ?
C11B C6B C7B 119.0(4) . . ?
C11B C6B C5B 120.5(4) . . ?
C7B C6B C5B 120.5(4) . . ?
C8B C7B C6B 120.6(5) . . ?
C8B C7B H7B 119.7 . . ?
C6B C7B H7B 119.7 . . ?
C9B C8B C7B 119.5(5) . . ?
C9B C8B H8B 120.2 . . ?
C7B C8B H8B 120.2 . . ?
C10B C9B C8B 120.6(4) . . ?
C10B C9B H9B 119.7 . . ?
C8B C9B H9B 119.7 . . ?
C9B C10B C11B 120.4(6) . . ?
C9B C10B H10B 119.8 . . ?
C11B C10B H10B 119.8 . . ?
C6B C11B C10B 119.9(5) . . ?
C6B C11B H11B 120.1 . . ?
C10B C11B H11B 120.1 . . ?
O1 Cl O3 109.46(17) . . ?
O1 Cl O4 108.85(16) . . ?
O3 Cl O4 109.49(17) . . ?
O1 Cl O2 110.20(18) . . ?
O3 Cl O2 109.37(17) . . ?
O4 Cl O2 109.44(18) . . ?
H5A O5 H5B 101(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 2.000(3) . ?
Cu N3A 2.000(3) 2 ?
Cu N3B 2.018(3) 2 ?
Cu N3B 2.018(3) . ?
N1A C2A 1.345(5) . ?
N1A C5A 1.385(5) . ?
N1A H1A 0.839(10) . ?
C2A N3A 1.326(5) . ?
C2A H2A 0.9500 . ?
N3A C4A 1.385(5) . ?
C4A C5A 1.370(5) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.465(5) . ?
C6A C11A 1.396(5) . ?
C6A C7A 1.398(5) . ?
C7A C8A 1.383(6) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.398(6) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.384(6) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.394(6) . ?
C10A H10A 0.9500 . ?
C11A H11A 0.9500 . ?
N1B C2B 1.331(5) . ?
N1B C5B 1.382(5) . ?
N1B H1B 0.833(10) . ?
C2B N3B 1.322(5) . ?
C2B H2B 0.9500 . ?
N3B C4B 1.380(5) . ?
C4B C5B 1.367(5) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.472(5) . ?
C6B C11B 1.377(7) . ?
C6B C7B 1.395(7) . ?
C7B C8B 1.386(7) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.369(9) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.369(9) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.393(7) . ?
C10B H10B 0.9500 . ?
C11B H11B 0.9500 . ?
Cl O1 1.441(3) . ?
Cl O3 1.441(3) . ?
Cl O4 1.441(3) . ?
Cl O2 1.443(3) . ?
O5 H5A 0.885(15) . ?
O5 H5B 0.847(14) . ?
O6A O6B 1.66(2) . ?
