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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/7/24/88/7248812.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_7248812
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(C3 H8 O)'
_chemical_formula_sum            'C42 H48 B2 Cu F8 N8 O2'
_chemical_formula_weight         934.04
_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                104.812(4)
_cell_angle_beta                 94.552(3)
_cell_angle_gamma                104.842(4)
_cell_formula_units_Z            1
_cell_length_a                   9.1101(3)
_cell_length_b                   9.9335(4)
_cell_length_c                   13.3316(6)
_cell_measurement_reflns_used    3648
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.9180
_cell_measurement_theta_min      4.6290
_cell_volume                     1113.82(8)
_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 0.999
_diffrn_measured_fraction_theta_max 0.988
_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  0.0355
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9553
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_min         3.017
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.714
_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            'light violet'
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             483
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1-pronanol'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         4810
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0431
_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)+(0.0351P)²+0.8195P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1051
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4060
_reflns_number_total             4810
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00304g2.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 7248805--7248823.cif.'
_cod_original_cell_volume        1113.81(8)
_cod_database_code               7248812
_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   0.935
_shelx_estimated_absorpt_t_max   0.951
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 1.000000 0.000000 1.000000 0.01455(11) Uani 1 2 d S . P . .
C2B C 1.2850(2) 0.0573(2) 1.15488(17) 0.0187(5) Uani 1 1 d . . . . .
H2B H 1.336055 0.009007 1.104119 0.022 Uiso 1 1 calc R U . . .
C2A C 0.8963(2) -0.2649(2) 1.06766(17) 0.0185(5) Uani 1 1 d . . . . .
H2A H 0.990491 -0.286777 1.057119 0.022 Uiso 1 1 calc R U . . .
C4B C 1.1148(2) 0.1445(2) 1.22997(17) 0.0185(5) Uani 1 1 d . . . . .
H4B H 1.021145 0.167384 1.240786 0.022 Uiso 1 1 calc R U . . .
C4A C 0.7160(2) -0.1593(2) 1.07548(17) 0.0174(4) Uani 1 1 d . . . . .
H4A H 0.660962 -0.091108 1.071304 0.021 Uiso 1 1 calc R U . . .
C5B C 1.2408(2) 0.1843(2) 1.30506(17) 0.0179(5) Uani 1 1 d . . . . .
C5A C 0.6618(2) -0.2828(2) 1.10489(16) 0.0166(4) Uani 1 1 d . . . . .
C6B C 1.2713(3) 0.2764(2) 1.41414(17) 0.0202(5) Uani 1 1 d . . . . .
C6A C 0.5133(2) -0.3456(2) 1.13369(16) 0.0174(4) Uani 1 1 d . . . . .
C7B C 1.3975(3) 0.2854(3) 1.48365(18) 0.0242(5) Uani 1 1 d . . . . .
H7B H 1.466037 0.230139 1.461245 0.029 Uiso 1 1 calc R U . . .
C7A C 0.4653(3) -0.4911(2) 1.13300(17) 0.0199(5) Uani 1 1 d . . . . .
H7A H 0.529933 -0.551743 1.113549 0.024 Uiso 1 1 calc R U . . .
C8B C 1.4238(3) 0.3753(3) 1.58611(19) 0.0299(6) Uani 1 1 d . . . . .
H8B H 1.510438 0.381017 1.633374 0.036 Uiso 1 1 calc R U . . .
C8A C 0.3244(3) -0.5473(3) 1.16046(18) 0.0260(5) Uani 1 1 d . . . . .
H8A H 0.293356 -0.646227 1.160245 0.031 Uiso 1 1 calc R U . . .
C9B C 1.3254(3) 0.4559(3) 1.6195(2) 0.0330(6) Uani 1 1 d . . . . .
H9B H 1.343652 0.516833 1.689662 0.040 Uiso 1 1 calc R U . . .
C9A C 0.2278(3) -0.4616(3) 1.18827(19) 0.0292(6) Uani 1 1 d . . . . .
H9A H 0.130684 -0.501312 1.206581 0.035 Uiso 1 1 calc R U . . .
C10B C 1.1997(3) 0.4479(3) 1.5505(2) 0.0359(6) Uani 1 1 d . . . . .
H10B H 1.131559 0.503432 1.573295 0.043 Uiso 1 1 calc R U . . .
C10A C 0.2744(3) -0.3165(3) 1.18914(19) 0.0286(6) Uani 1 1 d . . . . .
H10A H 0.209006 -0.256519 1.208245 0.034 Uiso 1 1 calc R U . . .
C11B C 1.1727(3) 0.3592(3) 1.44829(19) 0.0287(6) Uani 1 1 d . . . . .
H11B H 1.086615 0.354838 1.401157 0.034 Uiso 1 1 calc R U . . .
C11A C 0.4159(3) -0.2594(3) 1.16217(18) 0.0234(5) Uani 1 1 d . . . . .
H11A H 0.447079 -0.160152 1.163108 0.028 Uiso 1 1 calc R U . . .
N1B N 1.3469(2) 0.1258(2) 1.25542(15) 0.0197(4) Uani 1 1 d D . . . .
H1B H 1.438(2) 0.129(3) 1.281(2) 0.030 Uiso 1 1 d D U . . .
N1A N 0.7796(2) -0.3470(2) 1.09951(15) 0.0184(4) Uani 1 1 d D . . . .
H1A H 0.777(3) -0.430(2) 1.108(2) 0.028 Uiso 1 1 d D U . . .
N3B N 1.1436(2) 0.06588(19) 1.13561(14) 0.0157(4) Uani 1 1 d . . . . .
N3A N 0.8628(2) -0.14885(19) 1.05281(14) 0.0161(4) Uani 1 1 d . . . . .
B B 0.7693(3) 0.2510(3) 1.1260(2) 0.0218(6) Uani 1 1 d . . . . .
F1 F 0.85011(16) 0.16883(15) 1.06500(10) 0.0270(3) Uani 1 1 d . . . . .
F2 F 0.8021(2) 0.38532(17) 1.10819(14) 0.0482(5) Uani 1 1 d . . . . .
F3 F 0.81905(17) 0.26932(18) 1.23166(11) 0.0351(4) Uani 1 1 d . . . . .
F4 F 0.61523(17) 0.1810(2) 1.10038(14) 0.0476(5) Uani 1 1 d . . . . .
C12 C 0.6768(3) -0.0018(3) 0.3718(2) 0.0324(6) Uani 1 1 d . . . . .
H12A H 0.691936 -0.070936 0.308169 0.039 Uiso 1 1 calc R U . . .
H12B H 0.592090 -0.055101 0.401591 0.039 Uiso 1 1 calc R U . . .
C13 C 0.8216(3) 0.0509(3) 0.4509(2) 0.0354(6) Uani 1 1 d . . . . .
H13A H 0.848040 -0.034235 0.464367 0.042 Uiso 1 1 calc R U . . .
H13B H 0.906789 0.102713 0.420688 0.042 Uiso 1 1 calc R U . . .
C14 C 0.8080(4) 0.1504(5) 0.5533(2) 0.0608(10) Uani 1 1 d . U . . .
H14A H 0.904711 0.179551 0.601667 0.091 Uiso 1 1 calc R U . . .
H14B H 0.724311 0.099634 0.583940 0.091 Uiso 1 1 calc R U . . .
H14C H 0.786006 0.236912 0.540986 0.091 Uiso 1 1 calc R U . . .
O1 O 0.6326(2) 0.1125(2) 0.34221(15) 0.0343(5) Uani 1 1 d . . . . .
H1 H 0.695(4) 0.157(4) 0.311(3) 0.051 Uiso 1 1 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 0.0033 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 180.00(8) 2_757 . ?
N3A Cu N3B 90.69(7) 2_757 . ?
N3A Cu N3B 89.31(7) . . ?
N3A Cu N3B 89.31(7) 2_757 2_757 ?
N3A Cu N3B 90.69(7) . 2_757 ?
N3B Cu N3B 180.0 . 2_757 ?
N3B C2B N1B 111.04(19) . . ?
N3B C2B H2B 124.5 . . ?
N1B C2B H2B 124.5 . . ?
N3A C2A N1A 110.66(19) . . ?
N3A C2A H2A 124.7 . . ?
N1A C2A H2A 124.7 . . ?
C5B C4B N3B 109.94(19) . . ?
C5B C4B H4B 125.0 . . ?
N3B C4B H4B 125.0 . . ?
C5A C4A N3A 109.57(19) . . ?
C5A C4A H4A 125.2 . . ?
N3A C4A H4A 125.2 . . ?
C4B C5B N1B 105.07(19) . . ?
C4B C5B C6B 130.7(2) . . ?
N1B C5B C6B 124.15(19) . . ?
C4A C5A N1A 104.96(19) . . ?
C4A C5A C6A 131.3(2) . . ?
N1A C5A C6A 123.73(19) . . ?
C7B C6B C11B 119.1(2) . . ?
C7B C6B C5B 121.7(2) . . ?
C11B C6B C5B 119.2(2) . . ?
C11A C6A C7A 118.6(2) . . ?
C11A C6A C5A 119.8(2) . . ?
C7A C6A C5A 121.6(2) . . ?
C6B C7B C8B 120.1(2) . . ?
C6B C7B H7B 119.9 . . ?
C8B C7B H7B 119.9 . . ?
C8A C7A C6A 120.3(2) . . ?
C8A C7A H7A 119.9 . . ?
C6A C7A H7A 119.9 . . ?
C9B C8B C7B 120.5(2) . . ?
C9B C8B H8B 119.8 . . ?
C7B C8B H8B 119.8 . . ?
C7A C8A C9A 121.0(2) . . ?
C7A C8A H8A 119.5 . . ?
C9A C8A H8A 119.5 . . ?
C8B C9B C10B 119.7(2) . . ?
C8B C9B H9B 120.2 . . ?
C10B C9B H9B 120.2 . . ?
C8A C9A C10A 119.2(2) . . ?
C8A C9A H9A 120.4 . . ?
C10A C9A H9A 120.4 . . ?
C9B C10B C11B 120.3(2) . . ?
C9B C10B H10B 119.8 . . ?
C11B C10B H10B 119.8 . . ?
C11A C10A C9A 120.0(2) . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C10B C11B C6B 120.3(2) . . ?
C10B C11B H11B 119.8 . . ?
C6B C11B H11B 119.8 . . ?
C10A C11A C6A 120.9(2) . . ?
C10A C11A H11A 119.6 . . ?
C6A C11A H11A 119.6 . . ?
C2B N1B C5B 108.34(18) . . ?
C2B N1B H1B 122.7(18) . . ?
C5B N1B H1B 129.0(18) . . ?
C2A N1A C5A 108.65(18) . . ?
C2A N1A H1A 124.1(18) . . ?
C5A N1A H1A 126.9(18) . . ?
C2B N3B C4B 105.59(18) . . ?
C2B N3B Cu 129.83(15) . . ?
C4B N3B Cu 124.36(14) . . ?
C2A N3A C4A 106.16(18) . . ?
C2A N3A Cu 124.56(15) . . ?
C4A N3A Cu 129.19(14) . . ?
F4 B F2 111.1(2) . . ?
F4 B F1 109.6(2) . . ?
F2 B F1 108.4(2) . . ?
F4 B F3 110.3(2) . . ?
F2 B F3 108.8(2) . . ?
F1 B F3 108.68(18) . . ?
O1 C12 C13 113.6(2) . . ?
O1 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
O1 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 113.2(2) . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C12 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 O1 H1 114(2) . . ?
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 1.9921(18) 2_757 ?
Cu N3A 1.9921(18) . ?
Cu N3B 1.9972(17) . ?
Cu N3B 1.9972(17) 2_757 ?
C2B N3B 1.322(3) . ?
C2B N1B 1.340(3) . ?
C2B H2B 0.9500 . ?
C2A N3A 1.322(3) . ?
C2A N1A 1.335(3) . ?
C2A H2A 0.9500 . ?
C4B C5B 1.363(3) . ?
C4B N3B 1.384(3) . ?
C4B H4B 0.9500 . ?
C4A C5A 1.367(3) . ?
C4A N3A 1.378(3) . ?
C4A H4A 0.9500 . ?
C5B N1B 1.379(3) . ?
C5B C6B 1.468(3) . ?
C5A N1A 1.379(3) . ?
C5A C6A 1.463(3) . ?
C6B C7B 1.387(3) . ?
C6B C11B 1.394(3) . ?
C6A C11A 1.393(3) . ?
C6A C7A 1.397(3) . ?
C7B C8B 1.391(3) . ?
C7B H7B 0.9500 . ?
C7A C8A 1.380(3) . ?
C7A H7A 0.9500 . ?
C8B C9B 1.376(4) . ?
C8B H8B 0.9500 . ?
C8A C9A 1.382(4) . ?
C8A H8A 0.9500 . ?
C9B C10B 1.383(4) . ?
C9B H9B 0.9500 . ?
C9A C10A 1.391(4) . ?
C9A H9A 0.9500 . ?
C10B C11B 1.383(4) . ?
C10B H10B 0.9500 . ?
C10A C11A 1.385(3) . ?
C10A H10A 0.9500 . ?
C11B H11B 0.9500 . ?
C11A H11A 0.9500 . ?
N1B H1B 0.858(17) . ?
N1A H1A 0.850(17) . ?
B F4 1.368(3) . ?
B F2 1.377(3) . ?
B F1 1.390(3) . ?
B F3 1.396(3) . ?
C12 O1 1.430(3) . ?
C12 C13 1.506(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.502(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O1 H1 0.83(3) . ?
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
C4B H4B F3 0.95 2.33 3.241(3) 161.4 . yes
N1B H1B O1 0.858(17) 1.958(17) 2.812(2) 173(3) 1_656 yes
N1A H1A F2 0.850(17) 1.912(18) 2.749(2) 168(3) 1_545 yes
O1 H1 F3 0.83(3) 1.95(3) 2.775(2) 173(3) 1_554 yes
