#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:21:25 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292948 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/88/7248809.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_7248809
loop_
_publ_author_name
'Delegkou, Maria-Ioanna'
'Panagiotou, Nikos'
'Papatriantafyllopoulou, Constantina'
'Tasiopoulos, Anastasios'
'Papaioannou, Dionissios'
'Perlepes, Spyros P.'
'Nastopoulos, Vassilios'
_publ_section_title
;
 Solvatomorphism with polar protic/aprotic and non-polar solvents in a
 series of complexes derived from the
 5-phenylimidazole/tetrafluoroborate/copper(ii) reaction system
;
_journal_issue                   26
_journal_name_full               CrystEngComm
_journal_page_first              3574
_journal_page_last               3592
_journal_paper_doi               10.1039/D4CE00304G
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C36 H32 B2 Cu F8 N8, 2(C H4 O)'
_chemical_formula_sum            'C38 H40 B2 Cu F8 N8 O2'
_chemical_formula_weight         877.94
_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-2019/3
_audit_update_record
;
2024-03-21 deposited with the CCDC.	2024-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                105.470(6)
_cell_angle_beta                 92.908(5)
_cell_angle_gamma                107.642(5)
_cell_formula_units_Z            1
_cell_length_a                   8.8582(4)
_cell_length_b                   9.5536(7)
_cell_length_c                   13.4305(9)
_cell_measurement_reflns_used    3295
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.9280
_cell_measurement_theta_min      4.2240
_cell_volume                     1033.13(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-2019/3 (Sheldrick, 2019)'
_computing_structure_solution
'SIR92 (Altomare et al., 1994); SHELXT-2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Oxford Diffraction SuperNova with Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_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       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7482
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_min         3.018
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.609
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.746
_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            violet
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             451
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol/diethyl ether/n-hexane'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4053
_refine_ls_number_restraints     141
_refine_ls_restrained_S_all      1.351
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0442
_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)+(0.0316P)²+1.0774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1036
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3615
_reflns_number_total             4053
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00304g2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7248805--7248823.cif.'
_cod_database_code               7248809
_shelx_shelxl_version_number     2019/3
_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   0.920
_shelx_estimated_absorpt_t_max   0.953
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 0.500000 0.000000 1.000000 0.02110(13) Uani 1 2 d S . P . .
N1A N 0.2232(3) -0.3800(2) 1.07468(16) 0.0288(5) Uani 1 1 d D . . . .
H1A H 0.212(4) -0.467(2) 1.084(2) 0.043 Uiso 1 1 d D U . . .
C2A C 0.3483(3) -0.3001(3) 1.03786(18) 0.0277(5) Uani 1 1 d . . . . .
H2A H 0.434794 -0.334389 1.016229 0.033 Uiso 1 1 calc R U . . .
N3A N 0.3342(2) -0.1670(2) 1.03594(15) 0.0243(4) Uani 1 1 d . . . . .
C4A C 0.1928(3) -0.1640(3) 1.07367(18) 0.0228(5) Uani 1 1 d . . . . .
H4A H 0.151276 -0.081541 1.081556 0.027 Uiso 1 1 calc R U . . .
C5A C 0.1213(3) -0.2957(3) 1.09796(17) 0.0230(5) Uani 1 1 d . . . . .
C6A C -0.0263(3) -0.3448(3) 1.14287(17) 0.0251(5) Uani 1 1 d . . . . .
C7A C -0.0625(4) -0.4703(3) 1.1830(2) 0.0351(6) Uani 1 1 d . . . . .
H7A H 0.008204 -0.528336 1.179919 0.042 Uiso 1 1 calc R U . . .
C8A C -0.2012(4) -0.5099(3) 1.2272(2) 0.0418(7) Uani 1 1 d . . . . .
H8A H -0.225053 -0.595412 1.254083 0.050 Uiso 1 1 calc R U . . .
C9A C -0.3049(4) -0.4272(3) 1.2328(2) 0.0399(7) Uani 1 1 d . . . . .
H9A H -0.399652 -0.455155 1.263396 0.048 Uiso 1 1 calc R U . . .
C10A C -0.2700(3) -0.3022(3) 1.1933(2) 0.0368(6) Uani 1 1 d . . . . .
H10A H -0.340941 -0.244253 1.196975 0.044 Uiso 1 1 calc R U . . .
C11A C -0.1320(3) -0.2623(3) 1.1485(2) 0.0299(5) Uani 1 1 d . . . . .
H11A H -0.109226 -0.177151 1.121321 0.036 Uiso 1 1 calc R U . . .
N1B N 0.8203(3) 0.1354(2) 1.27018(16) 0.0308(5) Uani 1 1 d D . . . .
H1B H 0.916(2) 0.170(3) 1.302(2) 0.046 Uiso 1 1 d D U . . .
C2B C 0.7809(3) 0.0994(3) 1.16669(19) 0.0284(5) Uani 1 1 d . . . . .
H2B H 0.855402 0.102795 1.118183 0.034 Uiso 1 1 calc R U . . .
N3B N 0.6239(2) 0.0584(2) 1.14127(15) 0.0241(4) Uani 1 1 d . . . . .
C4B C 0.5619(3) 0.0701(3) 1.23361(18) 0.0263(5) Uani 1 1 d . . . . .
H4B H 0.451364 0.047568 1.240013 0.032 Uiso 1 1 calc R U . . .
C5B C 0.6829(3) 0.1191(3) 1.31484(19) 0.0286(5) Uani 1 1 d . . . . .
C6B C 0.6793(3) 0.1516(3) 1.4276(2) 0.0376(7) Uani 1 1 d . . . . .
C7B C 0.8027(4) 0.1460(4) 1.4943(2) 0.0497(8) Uani 1 1 d . . . . .
H7B H 0.891380 0.121486 1.466770 0.060 Uiso 1 1 calc R U . . .
C8B C 0.7954(5) 0.1760(4) 1.5999(3) 0.0650(11) Uani 1 1 d . . . . .
H8B H 0.879640 0.172795 1.645032 0.078 Uiso 1 1 calc R U . . .
C9B C 0.6671(5) 0.2106(4) 1.6404(2) 0.0671(12) Uani 1 1 d . . . . .
H9B H 0.663393 0.231924 1.713348 0.081 Uiso 1 1 calc R U . . .
C10B C 0.5437(5) 0.2145(4) 1.5754(2) 0.0562(9) Uani 1 1 d . . . . .
H10B H 0.454253 0.236530 1.603299 0.067 Uiso 1 1 calc R U . . .
C11B C 0.5505(4) 0.1862(3) 1.4691(2) 0.0432(7) Uani 1 1 d . . . . .
H11B H 0.466287 0.190677 1.424607 0.052 Uiso 1 1 calc R U . . .
B B 0.2817(3) 0.2614(4) 1.1289(2) 0.0487(10) Uani 1 1 d D U . . .
F1 F 0.3410(2) 0.1732(2) 1.06089(14) 0.0492(5) Uani 1 1 d D U . . .
F2A F 0.2865(4) 0.3966(4) 1.1370(3) 0.0413(8) Uani 0.5 1 d D U P A 1
F3A F 0.3245(10) 0.2445(8) 1.2258(5) 0.057(2) Uani 0.5 1 d D U P A 1
F4A F 0.1132(3) 0.1621(4) 1.1102(3) 0.0483(10) Uani 0.5 1 d D U P A 1
F2B F 0.3759(5) 0.4128(4) 1.0987(3) 0.0544(10) Uani 0.5 1 d D U P A 2
F3B F 0.3519(9) 0.3021(7) 1.2334(5) 0.0506(18) Uani 0.5 1 d D U P A 2
F4B F 0.1344(4) 0.2739(6) 1.1122(3) 0.0677(12) Uani 0.5 1 d D U P A 2
O1 O 0.1338(3) 0.2575(3) 0.37673(17) 0.0529(6) Uani 1 1 d D . . . .
H1 H 0.192(4) 0.277(5) 0.330(3) 0.079 Uiso 1 1 d D U . . .
C12 C 0.1848(5) 0.4013(5) 0.4539(3) 0.0714(11) Uani 1 1 d . . . . .
H12A H 0.297028 0.426206 0.482356 0.107 Uiso 1 1 calc R U . . .
H12B H 0.118611 0.397173 0.509979 0.107 Uiso 1 1 calc R U . . .
H12C H 0.174359 0.480484 0.422926 0.107 Uiso 1 1 calc R 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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
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
N3B Cu N3B 180.0 . 2_657 ?
N3B Cu N3A 90.62(8) . 2_657 ?
N3B Cu N3A 89.38(8) 2_657 2_657 ?
N3B Cu N3A 89.38(8) . . ?
N3B Cu N3A 90.62(8) 2_657 . ?
N3A Cu N3A 180.0 2_657 . ?
C2A N1A C5A 109.0(2) . . ?
C2A N1A H1A 125(2) . . ?
C5A N1A H1A 126(2) . . ?
N3A C2A N1A 110.4(2) . . ?
N3A C2A H2A 124.8 . . ?
N1A C2A H2A 124.8 . . ?
C2A N3A C4A 105.7(2) . . ?
C2A N3A Cu 125.27(17) . . ?
C4A N3A Cu 128.71(16) . . ?
C5A C4A N3A 110.4(2) . . ?
C5A C4A H4A 124.8 . . ?
N3A C4A H4A 124.8 . . ?
C4A C5A N1A 104.5(2) . . ?
C4A C5A C6A 131.1(2) . . ?
N1A C5A C6A 124.4(2) . . ?
C11A C6A C7A 118.6(2) . . ?
C11A C6A C5A 119.3(2) . . ?
C7A C6A C5A 122.1(2) . . ?
C8A C7A C6A 120.1(3) . . ?
C8A C7A H7A 119.9 . . ?
C6A C7A H7A 119.9 . . ?
C9A C8A C7A 120.9(3) . . ?
C9A C8A H8A 119.6 . . ?
C7A C8A H8A 119.6 . . ?
C8A C9A C10A 119.5(3) . . ?
C8A C9A H9A 120.3 . . ?
C10A C9A H9A 120.3 . . ?
C11A C10A C9A 120.0(3) . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C10A C11A C6A 121.0(2) . . ?
C10A C11A H11A 119.5 . . ?
C6A C11A H11A 119.5 . . ?
C2B N1B C5B 108.3(2) . . ?
C2B N1B H1B 125(2) . . ?
C5B N1B H1B 127(2) . . ?
N3B C2B N1B 110.7(2) . . ?
N3B C2B H2B 124.7 . . ?
N1B C2B H2B 124.7 . . ?
C2B N3B C4B 105.8(2) . . ?
C2B N3B Cu 128.01(17) . . ?
C4B N3B Cu 126.10(16) . . ?
C5B C4B N3B 109.8(2) . . ?
C5B C4B H4B 125.1 . . ?
N3B C4B H4B 125.1 . . ?
C4B C5B N1B 105.4(2) . . ?
C4B C5B C6B 130.8(2) . . ?
N1B C5B C6B 123.9(2) . . ?
C11B C6B C7B 119.2(3) . . ?
C11B C6B C5B 119.5(2) . . ?
C7B C6B C5B 121.3(3) . . ?
C8B C7B C6B 119.9(4) . . ?
C8B C7B H7B 120.0 . . ?
C6B C7B H7B 120.0 . . ?
C9B C8B C7B 120.5(3) . . ?
C9B C8B H8B 119.8 . . ?
C7B C8B H8B 119.8 . . ?
C8B C9B C10B 120.1(3) . . ?
C8B C9B H9B 119.9 . . ?
C10B C9B H9B 119.9 . . ?
C9B C10B C11B 120.0(4) . . ?
C9B C10B H10B 120.0 . . ?
C11B C10B H10B 120.0 . . ?
C6B C11B C10B 120.3(3) . . ?
C6B C11B H11B 119.8 . . ?
C10B C11B H11B 119.8 . . ?
F2A B F1 128.3(3) . . ?
F1 B F4B 124.4(3) . . ?
F1 B F3B 115.1(4) . . ?
F4B B F3B 117.1(5) . . ?
F2A B F3A 111.6(4) . . ?
F1 B F3A 105.6(4) . . ?
F2A B F4A 108.9(3) . . ?
F1 B F4A 100.0(3) . . ?
F3A B F4A 97.9(4) . . ?
F1 B F2B 93.1(3) . . ?
F4B B F2B 95.3(3) . . ?
F3B B F2B 100.3(4) . . ?
C12 O1 H1 101(3) . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
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 N3B 1.9919(18) . ?
Cu N3B 1.9920(18) 2_657 ?
Cu N3A 2.000(2) 2_657 ?
Cu N3A 2.000(2) . ?
N1A C2A 1.341(3) . ?
N1A C5A 1.377(3) . ?
N1A H1A 0.846(18) . ?
C2A N3A 1.322(3) . ?
C2A H2A 0.9500 . ?
N3A C4A 1.380(3) . ?
C4A C5A 1.359(3) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.467(3) . ?
C6A C11A 1.388(3) . ?
C6A C7A 1.400(3) . ?
C7A C8A 1.385(4) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.374(4) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.391(4) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.384(4) . ?
C10A H10A 0.9500 . ?
C11A H11A 0.9500 . ?
N1B C2B 1.340(3) . ?
N1B C5B 1.369(3) . ?
N1B H1B 0.854(17) . ?
C2B N3B 1.325(3) . ?
C2B H2B 0.9500 . ?
N3B C4B 1.373(3) . ?
C4B C5B 1.365(3) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.467(4) . ?
C6B C11B 1.385(4) . ?
C6B C7B 1.400(4) . ?
C7B C8B 1.380(5) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.376(6) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.380(5) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.388(4) . ?
C10B H10B 0.9500 . ?
C11B H11B 0.9500 . ?
B F2A 1.255(4) . ?
B F1 1.314(3) . ?
B F4B 1.358(4) . ?
B F3B 1.408(6) . ?
B F3A 1.401(6) . ?
B F4A 1.472(4) . ?
B F2B 1.603(5) . ?
O1 C12 1.407(4) . ?
O1 H1 0.853(19) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1A H1A F2A^a 0.846(18) 1.91(2) 2.683(4) 152(3) 1_545 yes
N1A H1A F2B^b 0.846(18) 2.14(3) 2.788(4) 133(3) 1_545 yes
N1A H1A F4B^b 0.846(18) 2.502(19) 3.341(6) 171(3) 1_545 yes
C2A H2A F2B^b 0.95 2.48 3.389(5) 159.6 2_657 yes
C4A H4A F4A^a 0.95 2.39 3.316(4) 166.2 . yes
N1B H1B O1 0.854(17) 1.951(18) 2.804(3) 177(3) 1_656 yes
C2B H2B F4A^a 0.95 2.20 3.000(4) 141.7 1_655 yes
C2B H2B F4B^b 0.95 2.54 3.292(5) 136.7 1_655 yes
C4B H4B F3A^a 0.95 2.51 3.066(8) 117.6 . yes
O1 H1 F3A^a 0.853(19) 1.90(3) 2.705(9) 158(4) 1_554 yes
O1 H1 F3B^b 0.853(19) 1.97(2) 2.817(9) 169(4) 1_554 yes
