#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/76/7217656.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_7217656
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(C6 H6)'
_chemical_formula_sum            'C42 H22 Cu F12 O4'
_chemical_formula_weight         882.15
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.888(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7060(14)
_cell_length_b                   17.782(3)
_cell_length_c                   23.038(4)
_cell_measurement_reflns_used    5944
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.82
_cell_measurement_theta_min      2.46
_cell_volume                     3513.5(10)
_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 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            19047
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  0.9438
_exptl_absorpt_correction_T_min  0.7839
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS Sheldrick 1996
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1772
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.813
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         4000
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0446P)²+9.0062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1069
_reflns_number_gt                3257
_reflns_number_total             4000
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce01243g2.cif
_cod_data_source_block           100308b1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_original_sg_symbol_H-M      C2/c
_cod_database_code               7217656
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.88666(2) 0.7500 0.01584(11) Uani 1 2 d S
F1 F 0.15633(16) 0.70031(8) 0.73499(6) 0.0250(3) Uani 1 1 d .
F4 F 0.17138(16) 1.07120(8) 0.74264(6) 0.0252(3) Uani 1 1 d .
C14 C 0.0548(3) 1.10632(13) 0.56450(11) 0.0230(5) Uani 1 1 d .
H14 H 0.0252 1.1142 0.5233 0.028 Uiso 1 1 calc R
F6 F 0.15132(17) 0.98732(8) 0.54816(6) 0.0268(3) Uani 1 1 d .
F2 F -0.03920(18) 0.55624(8) 0.56885(7) 0.0345(4) Uani 1 1 d .
F3 F 0.17613(17) 0.79269(8) 0.54557(6) 0.0260(3) Uani 1 1 d .
O1 O 0.37706(18) 0.80800(8) 0.70764(7) 0.0193(3) Uani 1 1 d .
O2 O 0.37843(18) 0.96584(8) 0.70806(7) 0.0192(3) Uani 1 1 d .
C7 C 0.2560(3) 0.81852(12) 0.66866(10) 0.0178(4) Uani 1 1 d .
C9 C 0.2548(2) 0.95622(12) 0.67004(10) 0.0167(4) Uani 1 1 d .
C6 C 0.1753(3) 0.74904(12) 0.64198(10) 0.0187(5) Uani 1 1 d .
C10 C 0.1726(3) 1.02672(12) 0.64687(10) 0.0181(4) Uani 1 1 d .
C11 C 0.1379(3) 1.08331(13) 0.68416(10) 0.0199(5) Uani 1 1 d .
C1 C 0.1309(3) 0.69121(13) 0.67608(10) 0.0200(5) Uani 1 1 d .
C5 C 0.1392(3) 0.73838(13) 0.58134(10) 0.0208(5) Uani 1 1 d .
C8 C 0.1909(3) 0.88769(12) 0.64937(10) 0.0194(4) Uani 1 1 d .
H8 H 0.0983 0.8880 0.6207 0.023 Uiso 1 1 calc R
C3 C 0.0301(3) 0.61940(13) 0.59301(12) 0.0255(5) Uani 1 1 d .
C4 C 0.0693(3) 0.67378(14) 0.55536(11) 0.0251(5) Uani 1 1 d .
H4 H 0.0495 0.6673 0.5138 0.030 Uiso 1 1 calc R
C2 C 0.0572(3) 0.62589(13) 0.65327(12) 0.0238(5) Uani 1 1 d .
H2 H 0.0272 0.5878 0.6780 0.029 Uiso 1 1 calc R
C15 C 0.1246(3) 1.04063(13) 0.58693(10) 0.0206(5) Uani 1 1 d .
C12 C 0.0676(3) 1.15082(13) 0.66512(11) 0.0221(5) Uani 1 1 d .
H12 H 0.0465 1.1885 0.6919 0.027 Uiso 1 1 calc R
C13 C 0.0300(3) 1.16020(13) 0.60495(11) 0.0217(5) Uani 1 1 d .
F5 F -0.03329(16) 1.22642(8) 0.58421(6) 0.0282(3) Uani 1 1 d .
C18 C 0.1925(4) 0.9114(3) 0.82169(16) 0.0575(10) Uani 1 1 d .
H18 H 0.1770 0.9304 0.7826 0.069 Uiso 1 1 calc R
C21 C 0.2359(4) 0.8567(4) 0.93375(16) 0.0740(16) Uani 1 1 d .
H21 H 0.2517 0.8379 0.9729 0.089 Uiso 1 1 calc R
C20 C 0.2396(3) 0.9352(2) 0.92374(15) 0.0477(9) Uani 1 1 d .
H20 H 0.2583 0.9702 0.9553 0.057 Uiso 1 1 calc R
C16 C 0.2109(4) 0.8100(2) 0.8893(3) 0.090(2) Uani 1 1 d .
H16 H 0.2061 0.7574 0.8961 0.108 Uiso 1 1 calc R
C19 C 0.2147(4) 0.9582(2) 0.8657(2) 0.0587(11) Uani 1 1 d .
H19 H 0.2138 1.0106 0.8575 0.070 Uiso 1 1 calc R
C17 C 0.1909(4) 0.8383(3) 0.8303(2) 0.0668(12) Uani 1 1 d .
H17 H 0.1767 0.8047 0.7977 0.080 Uiso 1 1 calc R
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 85.65(9) 2_656 .
O2 Cu1 O1 93.86(6) 2_656 2_656
O2 Cu1 O1 179.51(7) . 2_656
O2 Cu1 O1 179.51(7) 2_656 .
O2 Cu1 O1 93.86(7) . .
O1 Cu1 O1 86.63(9) 2_656 .
C15 C14 C13 116.5(2) . .
C15 C14 H14 121.7 . .
C13 C14 H14 121.7 . .
C7 O1 Cu1 124.85(14) . .
C9 O2 Cu1 125.02(14) . .
O1 C7 C8 126.5(2) . .
O1 C7 C6 116.10(19) . .
C8 C7 C6 117.38(19) . .
O2 C9 C8 126.4(2) . .
O2 C9 C10 115.33(19) . .
C8 C9 C10 118.27(19) . .
C1 C6 C5 115.5(2) . .
C1 C6 C7 122.3(2) . .
C5 C6 C7 122.2(2) . .
C11 C10 C15 115.1(2) . .
C11 C10 C9 121.9(2) . .
C15 C10 C9 123.1(2) . .
F4 C11 C12 117.6(2) . .
F4 C11 C10 118.1(2) . .
C12 C11 C10 124.3(2) . .
F1 C1 C2 117.9(2) . .
F1 C1 C6 117.9(2) . .
C2 C1 C6 124.2(2) . .
F3 C5 C4 117.6(2) . .
F3 C5 C6 118.8(2) . .
C4 C5 C6 123.6(2) . .
C9 C8 C7 123.2(2) . .
C9 C8 H8 118.4 . .
C7 C8 H8 118.4 . .
F2 C3 C2 118.3(2) . .
F2 C3 C4 117.7(2) . .
C2 C3 C4 124.0(2) . .
C3 C4 C5 116.5(2) . .
C3 C4 H4 121.7 . .
C5 C4 H4 121.7 . .
C3 C2 C1 116.2(2) . .
C3 C2 H2 121.9 . .
C1 C2 H2 121.9 . .
F6 C15 C14 117.6(2) . .
F6 C15 C10 118.3(2) . .
C14 C15 C10 124.1(2) . .
C13 C12 C11 116.1(2) . .
C13 C12 H12 122.0 . .
C11 C12 H12 122.0 . .
F5 C13 C12 118.2(2) . .
F5 C13 C14 117.9(2) . .
C12 C13 C14 123.9(2) . .
C19 C18 C17 121.3(4) . .
C19 C18 H18 119.4 . .
C17 C18 H18 119.4 . .
C16 C21 C20 120.3(4) . .
C16 C21 H21 119.9 . .
C20 C21 H21 119.9 . .
C19 C20 C21 116.5(3) . .
C19 C20 H20 121.8 . .
C21 C20 H20 121.8 . .
C21 C16 C17 119.7(4) . .
C21 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
C18 C19 C20 123.0(3) . .
C18 C19 H19 118.5 . .
C20 C19 H19 118.5 . .
C18 C17 C16 119.2(4) . .
C18 C17 H17 120.4 . .
C16 C17 H17 120.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9194(16) 2_656
Cu1 O2 1.9195(15) .
Cu1 O1 1.9224(16) 2_656
Cu1 O1 1.9224(16) .
F1 C1 1.347(3) .
F4 C11 1.346(3) .
C14 C15 1.376(3) .
C14 C13 1.379(3) .
C14 H14 0.9500 .
F6 C15 1.350(3) .
F2 C3 1.349(3) .
F3 C5 1.344(3) .
O1 C7 1.276(3) .
O2 C9 1.277(3) .
C7 C8 1.395(3) .
C7 C6 1.500(3) .
C9 C8 1.390(3) .
C9 C10 1.496(3) .
C6 C1 1.389(3) .
C6 C5 1.391(3) .
C10 C11 1.390(3) .
C10 C15 1.395(3) .
C11 C12 1.384(3) .
C1 C2 1.386(3) .
C5 C4 1.387(3) .
C8 H8 0.9500 .
C3 C2 1.373(4) .
C3 C4 1.381(4) .
C4 H4 0.9500 .
C2 H2 0.9500 .
C12 C13 1.379(3) .
C12 H12 0.9500 .
C13 F5 1.352(3) .
C18 C19 1.299(6) .
C18 C17 1.316(6) .
C18 H18 0.9500 .
C21 C16 1.309(7) .
C21 C20 1.416(7) .
C21 H21 0.9500 .
C20 C19 1.380(5) .
C20 H20 0.9500 .
C16 C17 1.432(7) .
C16 H16 0.9500 .
C19 H19 0.9500 .
C17 H17 0.9500 .
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 0(9) 2_656
O2 Cu1 O1 C7 -2.78(18) .
O1 Cu1 O1 C7 177.2(2) 2_656
O2 Cu1 O2 C9 -175.3(2) 2_656
O1 Cu1 O2 C9 -179(100) 2_656
O1 Cu1 O2 C9 4.63(18) .
Cu1 O1 C7 C8 0.3(3) .
Cu1 O1 C7 C6 -178.65(14) .
Cu1 O2 C9 C8 -4.2(3) .
Cu1 O2 C9 C10 175.07(14) .
O1 C7 C6 C1 52.2(3) .
C8 C7 C6 C1 -126.8(2) .
O1 C7 C6 C5 -128.2(2) .
C8 C7 C6 C5 52.8(3) .
O2 C9 C10 C11 -49.4(3) .
C8 C9 C10 C11 129.9(2) .
O2 C9 C10 C15 130.9(2) .
C8 C9 C10 C15 -49.8(3) .
C15 C10 C11 F4 175.47(19) .
C9 C10 C11 F4 -4.3(3) .
C15 C10 C11 C12 -2.9(3) .
C9 C10 C11 C12 177.4(2) .
C5 C6 C1 F1 -176.85(19) .
C7 C6 C1 F1 2.8(3) .
C5 C6 C1 C2 0.8(3) .
C7 C6 C1 C2 -179.5(2) .
C1 C6 C5 F3 178.77(19) .
C7 C6 C5 F3 -0.9(3) .
C1 C6 C5 C4 -2.5(3) .
C7 C6 C5 C4 177.8(2) .
O2 C9 C8 C7 0.4(4) .
C10 C9 C8 C7 -178.8(2) .
O1 C7 C8 C9 1.8(4) .
C6 C7 C8 C9 -179.3(2) .
F2 C3 C4 C5 179.4(2) .
C2 C3 C4 C5 -0.4(4) .
F3 C5 C4 C3 -178.9(2) .
C6 C5 C4 C3 2.4(4) .
F2 C3 C2 C1 179.0(2) .
C4 C3 C2 C1 -1.1(4) .
F1 C1 C2 C3 178.6(2) .
C6 C1 C2 C3 0.9(3) .
C13 C14 C15 F6 -179.4(2) .
C13 C14 C15 C10 -1.1(4) .
C11 C10 C15 F6 -178.6(2) .
C9 C10 C15 F6 1.2(3) .
C11 C10 C15 C14 3.2(3) .
C9 C10 C15 C14 -177.1(2) .
F4 C11 C12 C13 -177.8(2) .
C10 C11 C12 C13 0.6(3) .
C11 C12 C13 F5 -177.5(2) .
C11 C12 C13 C14 1.8(4) .
C15 C14 C13 F5 177.7(2) .
C15 C14 C13 C12 -1.5(4) .
C16 C21 C20 C19 0.4(5) .
C20 C21 C16 C17 1.5(5) .
C17 C18 C19 C20 0.7(6) .
C21 C20 C19 C18 -1.6(5) .
C19 C18 C17 C16 1.3(6) .
C21 C16 C17 C18 -2.4(6) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139199040
