#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/76/7217659.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_7217659
loop_
_publ_author_name
'Hori, Akiko'
'Nakajima, Kyosuke'
'Akimoto, Yuuki'
'Naganuma, Kohei'
'Yuge, Hidetaka'
_publ_section_title
;
 Guest-adjusted encapsulation and thermal studies of non-porous
 mononuclear Cu(ii) coordination complexes through electrostatic
 interactions induced by fluorine substitution
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              8805
_journal_paper_doi               10.1039/C4CE01243G
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C30 H10 Cu F12 O4, 2(C9 H12)'
_chemical_formula_sum            'C48 H34 Cu F12 O4'
_chemical_formula_weight         966.30
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                73.042(2)
_cell_angle_beta                 88.210(2)
_cell_angle_gamma                71.792(2)
_cell_formula_units_Z            1
_cell_length_a                   7.0546(11)
_cell_length_b                   9.8563(15)
_cell_length_c                   16.396(3)
_cell_measurement_reflns_used    6206
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.87
_cell_measurement_theta_min      2.26
_cell_volume                     1033.6(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11627
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    0.629
_exptl_absorpt_correction_T_max  0.9514
_exptl_absorpt_correction_T_min  0.7870
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             491
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0286
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0372P)²+0.5062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0763
_reflns_number_gt                4170
_reflns_number_total             4610
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce01243g2.cif
_cod_data_source_block           110411a1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 7217645--7217660.cif.

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               7217659
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.5000 0.5000 0.5000 0.01316(8) Uani 1 2 d S
O1 O 0.61194(15) 0.63240(11) 0.53326(6) 0.0156(2) Uani 1 1 d .
O2 O 0.55195(15) 0.56942(12) 0.38218(6) 0.0169(2) Uani 1 1 d .
C1 C 0.7217(2) 0.86816(16) 0.58087(9) 0.0156(3) Uani 1 1 d .
C2 C 0.8166(2) 0.93033(17) 0.62546(10) 0.0178(3) Uani 1 1 d .
H2 H 0.7451 0.9923 0.6584 0.021 Uiso 1 1 calc R
C3 C 1.0208(2) 0.89784(17) 0.61964(9) 0.0171(3) Uani 1 1 d .
C4 C 1.1292(2) 0.81211(16) 0.57061(10) 0.0170(3) Uani 1 1 d .
H4 H 1.2696 0.7917 0.5676 0.020 Uiso 1 1 calc R
C5 C 1.0229(2) 0.75776(16) 0.52639(9) 0.0151(3) Uani 1 1 d .
C6 C 0.8180(2) 0.77974(16) 0.53004(9) 0.0144(3) Uani 1 1 d .
C7 C 0.7130(2) 0.70761(15) 0.48565(9) 0.0142(3) Uani 1 1 d .
C8 C 0.7336(2) 0.72779(17) 0.39871(10) 0.0174(3) Uani 1 1 d .
H8 H 0.8088 0.7901 0.3697 0.021 Uiso 1 1 calc R
C9 C 0.6489(2) 0.66064(16) 0.35196(9) 0.0149(3) Uani 1 1 d .
C10 C 0.6716(2) 0.69662(17) 0.25764(9) 0.0160(3) Uani 1 1 d .
C11 C 0.7354(2) 0.58584(17) 0.21693(10) 0.0194(3) Uani 1 1 d .
C12 C 0.7534(2) 0.61416(18) 0.13025(10) 0.0226(3) Uani 1 1 d .
H12 H 0.8008 0.5355 0.1050 0.027 Uiso 1 1 calc R
C13 C 0.6994(2) 0.76188(19) 0.08200(10) 0.0215(3) Uani 1 1 d .
C14 C 0.6337(2) 0.87937(18) 0.11612(10) 0.0213(3) Uani 1 1 d .
H14 H 0.5973 0.9805 0.0813 0.026 Uiso 1 1 calc R
C15 C 0.6234(2) 0.84249(17) 0.20361(10) 0.0180(3) Uani 1 1 d .
C16 C 0.2448(2) 0.5866(2) 0.20655(11) 0.0259(4) Uani 1 1 d .
H16 H 0.2554 0.5484 0.2671 0.031 Uiso 1 1 calc R
C17 C 0.2843(3) 0.48726(19) 0.15755(11) 0.0254(3) Uani 1 1 d .
C18 C 0.2689(3) 0.54523(19) 0.06923(11) 0.0246(3) Uani 1 1 d .
H18 H 0.2962 0.4784 0.0355 0.030 Uiso 1 1 calc R
C19 C 0.2144(2) 0.69900(19) 0.02838(11) 0.0239(3) Uani 1 1 d .
C20 C 0.1767(2) 0.79451(19) 0.07933(11) 0.0251(3) Uani 1 1 d .
H20 H 0.1409 0.8994 0.0528 0.030 Uiso 1 1 calc R
C21 C 0.1904(2) 0.7400(2) 0.16812(11) 0.0254(4) Uani 1 1 d .
C22 C 0.3390(3) 0.3211(2) 0.20036(13) 0.0399(5) Uani 1 1 d .
H22A H 0.3660 0.2684 0.1568 0.060 Uiso 1 1 calc R
H22B H 0.2279 0.2991 0.2330 0.060 Uiso 1 1 calc R
H22C H 0.4586 0.2878 0.2390 0.060 Uiso 1 1 calc R
C23 C 0.1915(3) 0.7590(2) -0.06780(11) 0.0332(4) Uani 1 1 d .
H23A H 0.3051 0.7001 -0.0920 0.050 Uiso 1 1 calc R
H23B H 0.1878 0.8638 -0.0855 0.050 Uiso 1 1 calc R
H23C H 0.0670 0.7521 -0.0884 0.050 Uiso 1 1 calc R
C24 C 0.1416(3) 0.8458(2) 0.22182(13) 0.0329(4) Uani 1 1 d .
H24A H -0.0037 0.8839 0.2246 0.049 Uiso 1 1 calc R
H24B H 0.1924 0.9296 0.1961 0.049 Uiso 1 1 calc R
H24C H 0.2043 0.7927 0.2796 0.049 Uiso 1 1 calc R
F1 F 0.52250(12) 0.89807(10) 0.58604(6) 0.0208(2) Uani 1 1 d .
F2 F 1.11955(14) 0.95305(11) 0.66444(6) 0.0251(2) Uani 1 1 d .
F3 F 1.12597(13) 0.67376(10) 0.47723(6) 0.0218(2) Uani 1 1 d .
F4 F 0.78963(17) 0.44206(10) 0.26515(6) 0.0303(2) Uani 1 1 d .
F5 F 0.71144(16) 0.79385(12) -0.00376(6) 0.0312(2) Uani 1 1 d .
F6 F 0.55666(15) 0.95657(10) 0.23820(6) 0.0252(2) Uani 1 1 d .
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'
O O 0.0106 0.0060 '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'
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
O2 Cu1 O2 180.00(6) . 2_666
O2 Cu1 O1 86.57(4) . 2_666
O2 Cu1 O1 93.43(4) 2_666 2_666
O2 Cu1 O1 93.43(4) . .
O2 Cu1 O1 86.57(4) 2_666 .
O1 Cu1 O1 180.00(7) 2_666 .
C7 O1 Cu1 124.53(9) . .
C9 O2 Cu1 125.52(9) . .
F1 C1 C2 117.44(13) . .
F1 C1 C6 118.41(12) . .
C2 C1 C6 124.14(13) . .
C1 C2 C3 116.55(13) . .
C1 C2 H2 121.7 . .
C3 C2 H2 121.7 . .
F2 C3 C4 118.21(13) . .
F2 C3 C2 118.22(13) . .
C4 C3 C2 123.57(13) . .
C5 C4 C3 116.27(13) . .
C5 C4 H4 121.9 . .
C3 C4 H4 121.9 . .
F3 C5 C4 117.45(13) . .
F3 C5 C6 117.80(12) . .
C4 C5 C6 124.73(13) . .
C1 C6 C5 114.68(13) . .
C1 C6 C7 122.97(13) . .
C5 C6 C7 122.29(13) . .
O1 C7 C8 126.46(13) . .
O1 C7 C6 115.09(12) . .
C8 C7 C6 118.45(13) . .
C7 C8 C9 123.08(13) . .
C7 C8 H8 118.5 . .
C9 C8 H8 118.5 . .
O2 C9 C8 125.94(14) . .
O2 C9 C10 115.54(12) . .
C8 C9 C10 118.53(13) . .
C15 C10 C11 114.90(14) . .
C15 C10 C9 122.87(13) . .
C11 C10 C9 122.18(13) . .
F4 C11 C12 117.56(14) . .
F4 C11 C10 118.36(14) . .
C12 C11 C10 124.04(15) . .
C13 C12 C11 116.79(15) . .
C13 C12 H12 121.6 . .
C11 C12 H12 121.6 . .
F5 C13 C12 118.36(14) . .
F5 C13 C14 118.08(14) . .
C12 C13 C14 123.56(15) . .
C13 C14 C15 116.43(14) . .
C13 C14 H14 121.8 . .
C15 C14 H14 121.8 . .
F6 C15 C14 117.26(14) . .
F6 C15 C10 118.45(13) . .
C14 C15 C10 124.26(14) . .
C21 C16 C17 121.07(16) . .
C21 C16 H16 119.5 . .
C17 C16 H16 119.5 . .
C18 C17 C16 118.54(16) . .
C18 C17 C22 121.11(16) . .
C16 C17 C22 120.35(16) . .
C17 C18 C19 121.94(16) . .
C17 C18 H18 119.0 . .
C19 C18 H18 119.0 . .
C20 C19 C18 117.89(16) . .
C20 C19 C23 121.38(15) . .
C18 C19 C23 120.71(15) . .
C21 C20 C19 121.60(16) . .
C21 C20 H20 119.2 . .
C19 C20 H20 119.2 . .
C16 C21 C20 118.96(15) . .
C16 C21 C24 120.40(16) . .
C20 C21 C24 120.62(16) . .
C17 C22 H22A 109.5 . .
C17 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C17 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C19 C23 H23A 109.5 . .
C19 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C19 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9172(10) .
Cu1 O2 1.9172(10) 2_666
Cu1 O1 1.9262(10) 2_666
Cu1 O1 1.9262(10) .
O1 C7 1.2747(18) .
O2 C9 1.2745(18) .
C1 F1 1.3481(16) .
C1 C2 1.381(2) .
C1 C6 1.391(2) .
C2 C3 1.381(2) .
C2 H2 0.9500 .
C3 F2 1.3503(16) .
C3 C4 1.378(2) .
C4 C5 1.373(2) .
C4 H4 0.9500 .
C5 F3 1.3565(16) .
C5 C6 1.395(2) .
C6 C7 1.4998(19) .
C7 C8 1.390(2) .
C8 C9 1.398(2) .
C8 H8 0.9500 .
C9 C10 1.498(2) .
C10 C15 1.392(2) .
C10 C11 1.393(2) .
C11 F4 1.3439(18) .
C11 C12 1.376(2) .
C12 C13 1.375(2) .
C12 H12 0.9500 .
C13 F5 1.3544(18) .
C13 C14 1.377(2) .
C14 C15 1.379(2) .
C14 H14 0.9500 .
C15 F6 1.3535(17) .
C16 C21 1.388(3) .
C16 C17 1.398(2) .
C16 H16 0.9500 .
C17 C18 1.387(2) .
C17 C22 1.508(3) .
C18 C19 1.398(2) .
C18 H18 0.9500 .
C19 C20 1.394(2) .
C19 C23 1.508(2) .
C20 C21 1.392(2) .
C20 H20 0.9500 .
C21 C24 1.508(2) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
O2 Cu1 O1 C7 -11.24(11) .
O2 Cu1 O1 C7 168.76(11) 2_666
O1 Cu1 O1 C7 -102(72) 2_666
O2 Cu1 O2 C9 81(31) 2_666
O1 Cu1 O2 C9 -173.76(12) 2_666
O1 Cu1 O2 C9 6.24(12) .
F1 C1 C2 C3 179.73(13) .
C6 C1 C2 C3 -1.6(2) .
C1 C2 C3 F2 -178.07(13) .
C1 C2 C3 C4 1.9(2) .
F2 C3 C4 C5 179.75(13) .
C2 C3 C4 C5 -0.2(2) .
C3 C4 C5 F3 179.62(13) .
C3 C4 C5 C6 -2.0(2) .
F1 C1 C6 C5 178.30(12) .
C2 C1 C6 C5 -0.4(2) .
F1 C1 C6 C7 -4.3(2) .
C2 C1 C6 C7 176.99(14) .
F3 C5 C6 C1 -179.35(12) .
C4 C5 C6 C1 2.3(2) .
F3 C5 C6 C7 3.3(2) .
C4 C5 C6 C7 -175.11(14) .
Cu1 O1 C7 C8 11.2(2) .
Cu1 O1 C7 C6 -168.75(9) .
C1 C6 C7 O1 -51.17(19) .
C5 C6 C7 O1 125.99(15) .
C1 C6 C7 C8 128.87(15) .
C5 C6 C7 C8 -54.0(2) .
O1 C7 C8 C9 -2.6(2) .
C6 C7 C8 C9 177.32(13) .
Cu1 O2 C9 C8 -0.6(2) .
Cu1 O2 C9 C10 179.35(9) .
C7 C8 C9 O2 -3.3(2) .
C7 C8 C9 C10 176.82(14) .
O2 C9 C10 C15 128.79(15) .
C8 C9 C10 C15 -51.3(2) .
O2 C9 C10 C11 -48.65(19) .
C8 C9 C10 C11 131.27(16) .
C15 C10 C11 F4 178.27(13) .
C9 C10 C11 F4 -4.1(2) .
C15 C10 C11 C12 0.6(2) .
C9 C10 C11 C12 178.27(14) .
F4 C11 C12 C13 -179.28(14) .
C10 C11 C12 C13 -1.6(2) .
C11 C12 C13 F5 -178.72(14) .
C11 C12 C13 C14 1.3(2) .
F5 C13 C14 C15 -179.98(13) .
C12 C13 C14 C15 0.0(2) .
C13 C14 C15 F6 -179.17(13) .
C13 C14 C15 C10 -1.1(2) .
C11 C10 C15 F6 178.84(13) .
C9 C10 C15 F6 1.2(2) .
C11 C10 C15 C14 0.8(2) .
C9 C10 C15 C14 -176.80(14) .
C21 C16 C17 C18 0.3(2) .
C21 C16 C17 C22 -178.71(16) .
C16 C17 C18 C19 -0.4(3) .
C22 C17 C18 C19 178.66(17) .
C17 C18 C19 C20 0.5(3) .
C17 C18 C19 C23 -177.74(16) .
C18 C19 C20 C21 -0.7(2) .
C23 C19 C20 C21 177.58(16) .
C17 C16 C21 C20 -0.5(2) .
C17 C16 C21 C24 177.93(15) .
C19 C20 C21 C16 0.7(2) .
C19 C20 C21 C24 -177.74(15) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139199043
