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#$Date: 2024-07-05 18:21:25 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292948 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/88/7248821.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_7248821
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, 0.86(C4 H8 O2)'
_chemical_formula_sum            'C39.44 H38.88 B2 Cu F8 N8 O1.72'
_chemical_formula_weight         889.62
_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                99.164(5)
_cell_angle_beta                 93.555(5)
_cell_angle_gamma                106.361(6)
_cell_formula_units_Z            1
_cell_length_a                   8.6393(5)
_cell_length_b                   9.7696(6)
_cell_length_c                   12.8911(8)
_cell_measurement_reflns_used    2911
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.9530
_cell_measurement_theta_min      4.1980
_cell_volume                     1024.08(11)
_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 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0278
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6976
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         3.284
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9479
_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    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethyl acetate'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.144
_refine_diff_density_min         -1.149
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3594
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0555
_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)+(0.0725P)²+2.3939P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1438
_refine_ls_wR_factor_ref         0.1500
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3198
_reflns_number_total             3594
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00304g2.cif
_cod_data_source_block           14
_cod_depositor_comments
'Adding full bibliography for 7248805--7248823.cif.'
_cod_database_code               7248821
_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   0.847
_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 0.500000 0.000000 0.500000 0.0148(2) Uani 1 2 d S . P . .
C2A C 0.6308(4) 0.3012(4) 0.4658(3) 0.0181(7) Uani 1 1 d . . . . .
H2A H 0.540647 0.326076 0.492940 0.022 Uiso 1 1 calc R U . . .
C2B C 0.8120(4) 0.0646(4) 0.6389(3) 0.0198(7) Uani 1 1 d . . . . .
H2B H 0.875007 0.089080 0.583011 0.024 Uiso 1 1 calc R U . . .
C4A C 0.7982(4) 0.1828(4) 0.4168(3) 0.0178(7) Uani 1 1 d . . . . .
H4A H 0.846227 0.106367 0.403045 0.021 Uiso 1 1 calc R U . . .
C4B C 0.6112(4) -0.0069(4) 0.7282(3) 0.0227(8) Uani 1 1 d . . . . .
H4B H 0.503850 -0.043094 0.745636 0.027 Uiso 1 1 calc R U . . .
C5A C 0.8617(4) 0.3197(3) 0.3966(3) 0.0160(7) Uani 1 1 d . . . . .
C5B C 0.7478(4) 0.0319(4) 0.7973(3) 0.0228(8) Uani 1 1 d . . . . .
C6A C 1.0115(4) 0.3846(3) 0.3521(3) 0.0167(7) Uani 1 1 d . . . . .
C6B C 0.7735(5) 0.0369(5) 0.9119(3) 0.0324(9) Uani 1 1 d . . . . .
C7A C 1.0355(5) 0.5135(4) 0.3120(3) 0.0235(8) Uani 1 1 d . . . . .
H7A H 0.953801 0.561334 0.313670 0.028 Uiso 1 1 calc R U . . .
C7B C 0.9033(6) 0.1448(5) 0.9734(4) 0.0453(11) Uani 1 1 d . . . . .
H7B H 0.975492 0.213390 0.940786 0.054 Uiso 1 1 calc R U . . .
C8A C 1.1777(5) 0.5708(4) 0.2700(3) 0.0283(9) Uani 1 1 d . . . . .
H8A H 1.193038 0.658198 0.243124 0.034 Uiso 1 1 calc R U . . .
C8B C 0.9272(8) 0.1524(7) 1.0818(4) 0.0600(15) Uani 1 1 d . . . . .
H8B H 1.016329 0.225316 1.123079 0.072 Uiso 1 1 calc R U . . .
C9A C 1.2979(5) 0.5027(4) 0.2667(3) 0.0256(8) Uani 1 1 d . . . . .
H9A H 1.395310 0.542964 0.237665 0.031 Uiso 1 1 calc R U . . .
C9B C 0.8217(7) 0.0542(8) 1.1293(4) 0.0643(16) Uani 1 1 d . . . . .
H9B H 0.837722 0.059231 1.203575 0.077 Uiso 1 1 calc R U . . .
C10A C 1.2755(4) 0.3748(4) 0.3063(3) 0.0245(8) Uani 1 1 d . . . . .
H10A H 1.357284 0.327013 0.303590 0.029 Uiso 1 1 calc R U . . .
C10B C 0.6937(7) -0.0509(9) 1.0696(4) 0.0693(18) Uani 1 1 d . . . . .
H10B H 0.620986 -0.118518 1.102679 0.083 Uiso 1 1 calc R U . . .
C11A C 1.1344(4) 0.3174(4) 0.3494(3) 0.0202(7) Uani 1 1 d . . . . .
H11A H 1.120767 0.231114 0.377579 0.024 Uiso 1 1 calc R U . . .
C11B C 0.6692(6) -0.0594(7) 0.9600(4) 0.0557(15) Uani 1 1 d . . . . .
H11B H 0.579716 -0.132433 0.919129 0.067 Uiso 1 1 calc R U . . .
N1A N 0.7519(3) 0.3918(3) 0.4279(2) 0.0178(6) Uani 1 1 d D . . . .
H1A H 0.755(5) 0.479(2) 0.427(3) 0.027 Uiso 1 1 d D U . . .
N1B N 0.8735(3) 0.0767(3) 0.7386(2) 0.0203(6) Uani 1 1 d D . . . .
H1B H 0.973(3) 0.106(4) 0.760(3) 0.030 Uiso 1 1 d D U . . .
N3A N 0.6543(3) 0.1722(3) 0.4601(2) 0.0173(6) Uani 1 1 d . . . . .
N3B N 0.6519(3) 0.0140(3) 0.6282(2) 0.0172(6) Uani 1 1 d . . . . .
B B 0.2653(5) 0.2220(4) 0.6323(3) 0.0183(8) Uani 1 1 d . . . . .
F1 F 0.3927(2) 0.1617(2) 0.63012(18) 0.0275(5) Uani 1 1 d . . . . .
F2 F 0.3201(3) 0.3602(2) 0.6087(2) 0.0379(6) Uani 1 1 d . . . . .
F3 F 0.2080(3) 0.2287(3) 0.73085(18) 0.0408(6) Uani 1 1 d . . . . .
F4 F 0.1393(2) 0.1376(2) 0.55605(17) 0.0283(5) Uani 1 1 d . . . . .
O1 O 0.496(2) 0.487(3) 0.9809(18) 0.116(3) Uani 0.43 1 d D . P A -1
O2 O 0.4042(15) 0.6725(15) 1.0421(12) 0.116(3) Uani 0.43 1 d D . P A -1
C12 C 0.2140(18) 0.491(2) 0.959(2) 0.116(3) Uani 0.43 1 d D . P A -1
H12A H 0.162101 0.567393 0.976926 0.174 Uiso 0.43 1 calc R U P A -1
H12B H 0.167570 0.410541 0.995261 0.174 Uiso 0.43 1 calc R U P A -1
H12C H 0.195425 0.455587 0.882273 0.174 Uiso 0.43 1 calc R U P A -1
C13 C 0.3878(17) 0.5490(17) 0.9918(11) 0.116(3) Uani 0.43 1 d D . P A -1
C14 C 0.644(2) 0.547(2) 1.041(2) 0.116(3) Uani 0.43 1 d D . P A -1
H14A H 0.629589 0.603629 1.108678 0.140 Uiso 0.43 1 calc R U P A -1
H14B H 0.717510 0.614760 1.003322 0.140 Uiso 0.43 1 calc R U P A -1
C15 C 0.719(3) 0.438(2) 1.063(2) 0.116(3) Uani 0.43 1 d D . P A -1
H15A H 0.821931 0.485057 1.108943 0.174 Uiso 0.43 1 calc R U P A -1
H15B H 0.740673 0.385781 0.996995 0.174 Uiso 0.43 1 calc R U P A -1
H15C H 0.646339 0.369331 1.099432 0.174 Uiso 0.43 1 calc R U P A -1
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
N3A Cu N3A 180.0 . 2_656 ?
N3A Cu N3B 90.99(11) . . ?
N3A Cu N3B 89.01(11) 2_656 . ?
N3A Cu N3B 89.01(11) . 2_656 ?
N3A Cu N3B 91.00(11) 2_656 2_656 ?
N3B Cu N3B 180.0 . 2_656 ?
N3A C2A N1A 110.6(3) . . ?
N3A C2A H2A 124.7 . . ?
N1A C2A H2A 124.7 . . ?
N3B C2B N1B 111.0(3) . . ?
N3B C2B H2B 124.5 . . ?
N1B C2B H2B 124.5 . . ?
C5A C4A N3A 109.9(3) . . ?
C5A C4A H4A 125.0 . . ?
N3A C4A H4A 125.0 . . ?
C5B C4B N3B 109.8(3) . . ?
C5B C4B H4B 125.1 . . ?
N3B C4B H4B 125.1 . . ?
C4A C5A N1A 104.7(3) . . ?
C4A C5A C6A 130.8(3) . . ?
N1A C5A C6A 124.5(3) . . ?
C4B C5B N1B 105.3(3) . . ?
C4B C5B C6B 132.2(3) . . ?
N1B C5B C6B 122.5(3) . . ?
C11A C6A C7A 118.6(3) . . ?
C11A C6A C5A 119.6(3) . . ?
C7A C6A C5A 121.8(3) . . ?
C11B C6B C7B 119.2(4) . . ?
C11B C6B C5B 121.0(4) . . ?
C7B C6B C5B 119.8(4) . . ?
C8A C7A C6A 120.2(3) . . ?
C8A C7A H7A 119.9 . . ?
C6A C7A H7A 119.9 . . ?
C8B C7B C6B 120.5(5) . . ?
C8B C7B H7B 119.8 . . ?
C6B C7B H7B 119.8 . . ?
C7A C8A C9A 120.8(3) . . ?
C7A C8A H8A 119.6 . . ?
C9A C8A H8A 119.6 . . ?
C9B C8B C7B 119.8(6) . . ?
C9B C8B H8B 120.1 . . ?
C7B C8B H8B 120.1 . . ?
C8A C9A C10A 119.6(3) . . ?
C8A C9A H9A 120.2 . . ?
C10A C9A H9A 120.2 . . ?
C10B C9B C8B 120.0(5) . . ?
C10B C9B H9B 120.0 . . ?
C8B C9B H9B 120.0 . . ?
C11A C10A C9A 120.0(3) . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C9B C10B C11B 120.5(6) . . ?
C9B C10B H10B 119.8 . . ?
C11B C10B H10B 119.8 . . ?
C10A C11A C6A 120.8(3) . . ?
C10A C11A H11A 119.6 . . ?
C6A C11A H11A 119.6 . . ?
C6B C11B C10B 120.1(5) . . ?
C6B C11B H11B 120.0 . . ?
C10B C11B H11B 120.0 . . ?
C2A N1A C5A 108.8(3) . . ?
C2A N1A H1A 122(3) . . ?
C5A N1A H1A 130(3) . . ?
C2B N1B C5B 108.6(3) . . ?
C2B N1B H1B 125(3) . . ?
C5B N1B H1B 127(3) . . ?
C2A N3A C4A 105.9(3) . . ?
C2A N3A Cu 124.8(2) . . ?
C4A N3A Cu 129.2(2) . . ?
C2B N3B C4B 105.3(3) . . ?
C2B N3B Cu 126.8(2) . . ?
C4B N3B Cu 127.3(2) . . ?
F1 B F2 108.4(3) . . ?
F1 B F3 110.9(3) . . ?
F2 B F3 110.3(3) . . ?
F1 B F4 109.4(3) . . ?
F2 B F4 108.9(3) . . ?
F3 B F4 108.9(3) . . ?
C13 O1 C14 119.6(15) . . ?
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 . . ?
O2 C13 O1 126.7(16) . . ?
O2 C13 C12 104.0(14) . . ?
O1 C13 C12 129.1(18) . . ?
O1 C14 C15 112.2(18) . . ?
O1 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
O1 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
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 . . ?
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 1.993(3) . ?
Cu N3A 1.993(3) 2_656 ?
Cu N3B 2.007(3) . ?
Cu N3B 2.007(3) 2_656 ?
C2A N3A 1.323(4) . ?
C2A N1A 1.340(4) . ?
C2A H2A 0.9500 . ?
C2B N3B 1.322(4) . ?
C2B N1B 1.334(5) . ?
C2B H2B 0.9500 . ?
C4A C5A 1.369(5) . ?
C4A N3A 1.378(4) . ?
C4A H4A 0.9500 . ?
C4B C5B 1.356(5) . ?
C4B N3B 1.389(4) . ?
C4B H4B 0.9500 . ?
C5A N1A 1.376(4) . ?
C5A C6A 1.466(5) . ?
C5B N1B 1.373(5) . ?
C5B C6B 1.470(5) . ?
C6A C11A 1.397(5) . ?
C6A C7A 1.403(5) . ?
C6B C11B 1.364(7) . ?
C6B C7B 1.399(7) . ?
C7A C8A 1.381(5) . ?
C7A H7A 0.9500 . ?
C7B C8B 1.386(7) . ?
C7B H7B 0.9500 . ?
C8A C9A 1.382(5) . ?
C8A H8A 0.9500 . ?
C8B C9B 1.375(9) . ?
C8B H8B 0.9500 . ?
C9A C10A 1.392(5) . ?
C9A H9A 0.9500 . ?
C9B C10B 1.368(9) . ?
C9B H9B 0.9500 . ?
C10A C11A 1.382(5) . ?
C10A H10A 0.9500 . ?
C10B C11B 1.401(6) . ?
C10B H10B 0.9500 . ?
C11A H11A 0.9500 . ?
C11B H11B 0.9500 . ?
N1A H1A 0.843(19) . ?
N1B H1B 0.839(19) . ?
B F1 1.387(4) . ?
B F2 1.388(4) . ?
B F3 1.390(5) . ?
B F4 1.391(5) . ?
O1 C13 1.255(10) . ?
O1 C14 1.375(10) . ?
O2 C13 1.240(9) . ?
C12 C13 1.456(10) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 C15 1.450(10) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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 F2 0.843(19) 1.97(2) 2.768(4) 157(4) 2_666 yes
N1B H1B F3 0.839(19) 2.14(3) 2.869(4) 146(4) 1_655 yes
