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#$Date: 2024-06-08 00:39:51 +0200 (Sat 08 de Jun de 2024) $
#$Revision: 292263 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/88/7248816.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_7248816
loop_
_publ_author_name
'Delegkou, Maria-Ioanna'
'Panagiotou, Nikos'
'Papatriantafyllopoulou, Constantina'
'Tasiopoulos, Anastasios'
'Papaioannou, Dionissios A.'
'Perlepes, Spyros'
'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_name_full               CrystEngComm
_journal_paper_doi               10.1039/D4CE00304G
_journal_year                    2024
_chemical_formula_moiety         'C36 H32 B2 Cu F8 N8, C6 H14'
_chemical_formula_sum            'C42 H46 B2 Cu F8 N8'
_chemical_formula_weight         900.03
_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                97.513(13)
_cell_angle_beta                 93.679(12)
_cell_angle_gamma                107.576(12)
_cell_formula_units_Z            1
_cell_length_a                   8.7411(10)
_cell_length_b                   9.7698(14)
_cell_length_c                   12.811(2)
_cell_measurement_reflns_used    2594
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.9940
_cell_measurement_theta_min      4.1510
_cell_volume                     1027.8(3)
_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 0.997
_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  0.0317
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7520
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         3.227
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.626
_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    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             465
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: tert-butanol/n-hexane'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_refine_diff_density_max         1.473
_refine_diff_density_min         -0.997
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4022
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0508
_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)+(0.0464P)²+1.3676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1155
_refine_ls_wR_factor_ref         0.1261
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3365
_reflns_number_total             4022
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00304g2.cif
_cod_data_source_block           17
_cod_database_code               7248816
_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   0.898
_shelx_estimated_absorpt_t_max   0.947
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 0.500000 0.500000 0.01265(16) Uani 1 2 d S . P . .
C2A C 0.8146(3) 0.5674(3) 0.6325(2) 0.0160(6) Uani 1 1 d . . . . .
H2A H 0.873664 0.586673 0.573455 0.019 Uiso 1 1 calc R U . . .
C2B C 0.3668(3) 0.1966(3) 0.5383(2) 0.0154(6) Uani 1 1 d . . . . .
H2B H 0.454843 0.171668 0.510743 0.018 Uiso 1 1 calc R U . . .
C4A C 0.6211(3) 0.5059(3) 0.7298(2) 0.0159(6) Uani 1 1 d . . . . .
H4A H 0.515525 0.472849 0.750655 0.019 Uiso 1 1 calc R U . . .
C4B C 0.2068(3) 0.3150(3) 0.5885(2) 0.0141(6) Uani 1 1 d . . . . .
H4B H 0.163088 0.392551 0.603584 0.017 Uiso 1 1 calc R U . . .
C5A C 0.7598(3) 0.5464(3) 0.7963(2) 0.0160(6) Uani 1 1 d . . . . .
C5B C 0.1369(3) 0.1768(3) 0.6059(2) 0.0135(6) Uani 1 1 d . . . . .
C6A C 0.7928(3) 0.5587(3) 0.9109(2) 0.0179(6) Uani 1 1 d . . . . .
C6B C -0.0157(3) 0.1103(3) 0.6478(2) 0.0143(6) Uani 1 1 d . . . . .
C7A C 0.9321(4) 0.6606(4) 0.9657(2) 0.0235(7) Uani 1 1 d . . . . .
H7A H 1.006520 0.723135 0.928248 0.028 Uiso 1 1 calc R U . . .
C7B C -0.0483(3) -0.0201(3) 0.6864(2) 0.0193(7) Uani 1 1 d . . . . .
H7B H 0.029454 -0.070278 0.685471 0.023 Uiso 1 1 calc R U . . .
C8A C 0.9626(4) 0.6713(4) 1.0739(3) 0.0269(8) Uani 1 1 d . . . . .
H8A H 1.057656 0.741224 1.110670 0.032 Uiso 1 1 calc R U . . .
C8B C -0.1938(4) -0.0784(4) 0.7264(3) 0.0238(7) Uani 1 1 d . . . . .
H8B H -0.215313 -0.168107 0.752591 0.029 Uiso 1 1 calc R U . . .
C9A C 0.8558(4) 0.5810(4) 1.1287(2) 0.0266(8) Uani 1 1 d . . . . .
H9A H 0.877314 0.588624 1.203255 0.032 Uiso 1 1 calc R U . . .
C9B C -0.3067(4) -0.0066(4) 0.7282(2) 0.0220(7) Uani 1 1 d . . . . .
H9B H -0.405990 -0.046402 0.755868 0.026 Uiso 1 1 calc R U . . .
C10A C 0.7171(4) 0.4794(4) 1.0755(3) 0.0262(8) Uani 1 1 d . . . . .
H10A H 0.643498 0.416732 1.113303 0.031 Uiso 1 1 calc R U . . .
C10B C -0.2758(4) 0.1236(4) 0.6896(2) 0.0217(7) Uani 1 1 d . . . . .
H10B H -0.353700 0.173504 0.691358 0.026 Uiso 1 1 calc R U . . .
C11A C 0.6859(4) 0.4691(4) 0.9669(2) 0.0217(7) Uani 1 1 d . . . . .
H11A H 0.590007 0.399735 0.930563 0.026 Uiso 1 1 calc R U . . .
C11B C -0.1313(3) 0.1817(3) 0.6483(2) 0.0174(6) Uani 1 1 d . . . . .
H11B H -0.111423 0.270220 0.620501 0.021 Uiso 1 1 calc R U . . .
N1A N 0.8811(3) 0.5850(3) 0.73168(19) 0.0169(6) Uani 1 1 d D . . . .
H1A H 0.981(2) 0.612(4) 0.754(3) 0.025 Uiso 1 1 d D U . . .
N1B N 0.2424(3) 0.1040(3) 0.57471(19) 0.0155(5) Uani 1 1 d D . . . .
H1B H 0.236(4) 0.017(2) 0.576(3) 0.023 Uiso 1 1 d D U . . .
N3A N 0.6558(3) 0.5197(3) 0.62719(19) 0.0152(5) Uani 1 1 d . . . . .
N3B N 0.3500(3) 0.3267(3) 0.54600(18) 0.0133(5) Uani 1 1 d . . . . .
B B 0.7311(4) 0.2835(4) 0.3692(3) 0.0176(7) Uani 1 1 d . . . . .
F1 F 0.60407(19) 0.33981(19) 0.37424(14) 0.0231(4) Uani 1 1 d . . . . .
F2 F 0.7778(2) 0.2775(2) 0.26751(14) 0.0307(5) Uani 1 1 d . . . . .
F3 F 0.6824(2) 0.1450(2) 0.39544(17) 0.0309(5) Uani 1 1 d . . . . .
F4 F 0.86074(19) 0.3713(2) 0.43964(14) 0.0235(4) Uani 1 1 d . . . . .
C12 C 0.3287(7) 0.1057(6) 0.8597(4) 0.0693(16) Uani 1 1 d D U . . .
H12A H 0.243718 0.148676 0.843697 0.104 Uiso 1 1 calc R U . . .
H12B H 0.295858 0.004633 0.823998 0.104 Uiso 1 1 calc R U . . .
H12C H 0.429020 0.161107 0.834596 0.104 Uiso 1 1 calc R U . . .
C13 C 0.3555(6) 0.1099(7) 0.9779(4) 0.0672(15) Uani 1 1 d D U . . .
H13A H 0.264250 0.035605 1.000370 0.101 Uiso 1 1 calc R U . . .
H13B H 0.358326 0.206387 1.014854 0.101 Uiso 1 1 calc R U . . .
C14 C 0.5190(7) 0.0804(4) 1.0108(4) 0.0798(19) Uani 1 1 d D U . . .
H14A H 0.604518 0.128085 0.968342 0.120 Uiso 1 1 calc R U . . .
H14B H 0.555726 0.117782 1.086782 0.120 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'
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 180.00(12) . 2_666 ?
N3B Cu N3A 90.76(10) . 2_666 ?
N3B Cu N3A 89.24(10) 2_666 2_666 ?
N3B Cu N3A 89.24(10) . . ?
N3B Cu N3A 90.76(10) 2_666 . ?
N3A Cu N3A 180.0 2_666 . ?
N3A C2A N1A 110.9(3) . . ?
N3A C2A H2A 124.6 . . ?
N1A C2A H2A 124.6 . . ?
N3B C2B N1B 110.7(3) . . ?
N3B C2B H2B 124.7 . . ?
N1B C2B H2B 124.7 . . ?
C5A C4A N3A 110.2(2) . . ?
C5A C4A H4A 124.9 . . ?
N3A C4A H4A 124.9 . . ?
C5B C4B N3B 110.3(3) . . ?
C5B C4B H4B 124.9 . . ?
N3B C4B H4B 124.9 . . ?
C4A C5A N1A 104.5(2) . . ?
C4A C5A C6A 133.0(3) . . ?
N1A C5A C6A 122.4(3) . . ?
C4B C5B N1B 104.7(2) . . ?
C4B C5B C6B 130.8(3) . . ?
N1B C5B C6B 124.5(3) . . ?
C11A C6A C7A 118.9(3) . . ?
C11A C6A C5A 120.4(3) . . ?
C7A C6A C5A 120.7(3) . . ?
C7B C6B C11B 119.2(3) . . ?
C7B C6B C5B 122.4(3) . . ?
C11B C6B C5B 118.4(3) . . ?
C8A C7A C6A 120.4(3) . . ?
C8A C7A H7A 119.8 . . ?
C6A C7A H7A 119.8 . . ?
C6B C7B C8B 120.5(3) . . ?
C6B C7B H7B 119.8 . . ?
C8B C7B H7B 119.8 . . ?
C9A C8A C7A 120.3(3) . . ?
C9A C8A H8A 119.9 . . ?
C7A C8A H8A 119.9 . . ?
C9B C8B C7B 120.2(3) . . ?
C9B C8B H8B 119.9 . . ?
C7B C8B H8B 119.9 . . ?
C8A C9A C10A 120.0(3) . . ?
C8A C9A H9A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C8B C9B C10B 119.9(3) . . ?
C8B C9B H9B 120.0 . . ?
C10B C9B H9B 120.0 . . ?
C9A C10A C11A 119.8(3) . . ?
C9A C10A H10A 120.1 . . ?
C11A C10A H10A 120.1 . . ?
C9B C10B C11B 120.3(3) . . ?
C9B C10B H10B 119.9 . . ?
C11B C10B H10B 119.9 . . ?
C6A C11A C10A 120.6(3) . . ?
C6A C11A H11A 119.7 . . ?
C10A C11A H11A 119.7 . . ?
C10B C11B C6B 119.9(3) . . ?
C10B C11B H11B 120.0 . . ?
C6B C11B H11B 120.0 . . ?
C2A N1A C5A 108.8(2) . . ?
C2A N1A H1A 127(2) . . ?
C5A N1A H1A 124(2) . . ?
C2B N1B C5B 108.6(3) . . ?
C2B N1B H1B 122(2) . . ?
C5B N1B H1B 129(2) . . ?
C2A N3A C4A 105.6(2) . . ?
C2A N3A Cu 126.3(2) . . ?
C4A N3A Cu 127.51(19) . . ?
C2B N3B C4B 105.8(2) . . ?
C2B N3B Cu 125.98(19) . . ?
C4B N3B Cu 128.2(2) . . ?
F1 B F4 109.6(3) . . ?
F1 B F3 108.9(2) . . ?
F4 B F3 109.6(3) . . ?
F1 B F2 110.1(3) . . ?
F4 B F2 109.0(2) . . ?
F3 B F2 109.6(3) . . ?
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 111.4(4) . . ?
C12 C13 H13A 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C14 C14 C13 105.3(5) 2_657 . ?
C14 C14 H14A 110.7 2_657 . ?
C13 C14 H14A 110.7 . . ?
C14 C14 H14B 110.7 2_657 . ?
C13 C14 H14B 110.7 . . ?
H14A C14 H14B 108.8 . . ?
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 1.988(2) . ?
Cu N3B 1.988(2) 2_666 ?
Cu N3A 2.006(2) 2_666 ?
Cu N3A 2.006(2) . ?
C2A N3A 1.318(4) . ?
C2A N1A 1.330(4) . ?
C2A H2A 0.9500 . ?
C2B N3B 1.314(4) . ?
C2B N1B 1.342(4) . ?
C2B H2B 0.9500 . ?
C4A C5A 1.357(4) . ?
C4A N3A 1.382(4) . ?
C4A H4A 0.9500 . ?
C4B C5B 1.358(4) . ?
C4B N3B 1.377(4) . ?
C4B H4B 0.9500 . ?
C5A N1A 1.380(4) . ?
C5A C6A 1.460(4) . ?
C5B N1B 1.373(4) . ?
C5B C6B 1.466(4) . ?
C6A C11A 1.382(4) . ?
C6A C7A 1.394(4) . ?
C6B C7B 1.384(4) . ?
C6B C11B 1.390(4) . ?
C7A C8A 1.379(4) . ?
C7A H7A 0.9500 . ?
C7B C8B 1.388(4) . ?
C7B H7B 0.9500 . ?
C8A C9A 1.375(5) . ?
C8A H8A 0.9500 . ?
C8B C9B 1.371(5) . ?
C8B H8B 0.9500 . ?
C9A C10A 1.382(5) . ?
C9A H9A 0.9500 . ?
C9B C10B 1.381(5) . ?
C9B H9B 0.9500 . ?
C10A C11A 1.385(4) . ?
C10A H10A 0.9500 . ?
C10B C11B 1.389(4) . ?
C10B H10B 0.9500 . ?
C11A H11A 0.9500 . ?
C11B H11B 0.9500 . ?
N1A H1A 0.849(18) . ?
N1B H1B 0.842(18) . ?
B F1 1.381(4) . ?
B F4 1.384(4) . ?
B F3 1.384(4) . ?
B F2 1.389(4) . ?
C12 C13 1.512(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.583(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C14 1.489(7) 2_657 ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
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 0.849(18) 2.11(2) 2.876(3) 149(3) 2_766 yes
N1B H1B F3 0.842(18) 1.98(2) 2.770(3) 155(3) 2_656 yes
