#------------------------------------------------------------------------------
#$Date: 2019-11-23 15:50:14 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233896 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/60/7236070.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_7236070
loop_
_publ_author_name
'Guo, Jiangbin'
'Tang, Wen'
'Wu, Binbin'
'Zhao, Haixia'
'Long, Lasheng'
'Zheng, Lansun'
_publ_section_title
;
 Thermal energy storage in a supramolecular assembly of
 [C6H11NH3]+[CF3COO]−(C6H11 = cyclohexyl)
;
_journal_issue                   24
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              12616
_journal_paper_doi               10.1039/C5TA02166A
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C8 H14 F3 N O2'
_chemical_formula_weight         213.20
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-01-22 deposited with the CCDC.
2015-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.199(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.1351(16)
_cell_length_b                   6.6817(6)
_cell_length_c                   9.0685(8)
_cell_measurement_reflns_used    1071
_cell_measurement_temperature    340(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      3.91
_cell_volume                     1095.91(17)
_computing_cell_refinement       'CrysAlis RED'
_computing_data_collection       'CrysAlis CCD'
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      340(2)
_diffrn_measured_fraction_theta_full 0.911
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0091
_diffrn_reflns_av_sigmaI/netI    0.0107
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2987
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.91
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.9938
_exptl_absorpt_correction_T_min  0.9877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.418
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1071
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.636
_refine_ls_R_factor_all          0.1383
_refine_ls_R_factor_gt           0.1154
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3411
_refine_ls_wR_factor_ref         0.3855
_reflns_number_gt                658
_reflns_number_total             1071
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ta02166a2.cif
_cod_data_source_block           compound-340K
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               7236070
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
N1 N 0.31980(19) 0.0000 0.4636(4) 0.0902(14) Uani 1 2 d S
H1A H 0.3348 0.1100 0.5147 0.135 Uiso 1 1 d R
H1B H 0.2702 0.0000 0.4497 0.135 Uiso 1 2 d SR
C3 C 0.3531(3) 0.0000 0.3161(6) 0.1000(17) Uani 1 2 d S
H3A H 0.4071 0.0000 0.3329 0.120 Uiso 1 2 calc SR
C4 C 0.3298(3) 0.1820(6) 0.2290(5) 0.1293(18) Uani 1 1 d .
H4A H 0.3464 0.3006 0.2834 0.155 Uiso 1 1 calc R
H4B H 0.2762 0.1862 0.2159 0.155 Uiso 1 1 calc R
C5 C 0.3613(4) 0.1826(9) 0.0790(6) 0.152(2) Uani 1 1 d .
H5A H 0.3424 0.2978 0.0232 0.182 Uiso 1 1 calc R
H5B H 0.4147 0.1952 0.0922 0.182 Uiso 1 1 calc R
C6 C 0.3425(5) 0.0000 -0.0050(9) 0.153(3) Uani 1 2 d S
H6A H 0.3686 0.0000 -0.0946 0.184 Uiso 1 2 calc SR
H6B H 0.2899 0.0000 -0.0337 0.184 Uiso 1 2 calc SR
C1 C 0.3789(3) 0.5000 0.6310(5) 0.0911(16) Uani 1 2 d SD
C2 C 0.4474(4) 0.4230(9) 0.7071(7) 0.110(2) Uani 0.50 1 d PD
O2 O 0.3310(3) 0.4087(9) 0.5724(7) 0.1167(19) Uani 0.50 1 d PD
F1 F 0.5082(2) 0.5000 0.6651(7) 0.214(3) Uani 1 2 d SD
F2 F 0.4524(3) 0.5000 0.8429(5) 0.280(4) Uani 1 2 d SD
O1 O 0.3763(4) 0.6945(8) 0.6407(6) 0.135(2) Uani 0.50 1 d PD
F3 F 0.4533(4) 0.2316(11) 0.6759(11) 0.214(3) Uani 0.50 1 d PD
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'
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'
F F 0.0171 0.0103 '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
C3 N1 H1A 109.4 . .
C3 N1 H1B 109.7 . .
H1A N1 H1B 109.5 . .
C4 C3 C4 108.9(5) 6 .
C4 C3 N1 110.6(3) 6 .
C4 C3 N1 110.6(3) . .
C4 C3 H3A 108.9 6 .
C4 C3 H3A 108.9 . .
N1 C3 H3A 108.9 . .
C3 C4 C5 111.5(4) . .
C3 C4 H4A 109.3 . .
C5 C4 H4A 109.3 . .
C3 C4 H4B 109.3 . .
C5 C4 H4B 109.3 . .
H4A C4 H4B 108.0 . .
C6 C5 C4 112.1(5) . .
C6 C5 H5A 109.2 . .
C4 C5 H5A 109.2 . .
C6 C5 H5B 109.2 . .
C4 C5 H5B 109.2 . .
H5A C5 H5B 107.9 . .
C5 C6 C5 112.7(7) . 6
C5 C6 H6A 109.0 . .
C5 C6 H6A 109.0 6 .
C5 C6 H6B 109.0 . .
C5 C6 H6B 109.0 6 .
H6A C6 H6B 107.8 . .
O2 C1 O2 63.6(7) 6_565 .
O2 C1 O1 58.4(3) 6_565 .
O2 C1 O1 121.8(6) . .
O2 C1 O1 121.8(6) 6_565 6_565
O2 C1 O1 58.4(3) . 6_565
O1 C1 O1 171.0(7) . 6_565
O2 C1 C2 168.4(5) 6_565 .
O2 C1 C2 127.7(4) . .
O1 C1 C2 110.5(5) . .
O1 C1 C2 69.7(4) 6_565 .
O2 C1 C2 127.7(4) 6_565 6_565
O2 C1 C2 168.4(5) . 6_565
O1 C1 C2 69.7(4) . 6_565
O1 C1 C2 110.5(5) 6_565 6_565
C2 C1 C2 41.0(5) . 6_565
C2 C2 F1 66.7(3) 6_565 .
C2 C2 F3 166.4(5) 6_565 .
F1 C2 F3 103.8(6) . .
C2 C2 F2 67.3(3) 6_565 .
F1 C2 F2 96.7(6) . .
F3 C2 F2 125.0(6) . .
C2 C2 C1 69.5(3) 6_565 .
F1 C2 C1 115.5(5) . .
F3 C2 C1 108.5(5) . .
F2 C2 C1 107.2(5) . .
C2 C2 O1 119.6(3) 6_565 6_565
F1 C2 O1 140.1(6) . 6_565
F3 C2 O1 61.0(4) . 6_565
F2 C2 O1 122.6(6) . 6_565
C1 C2 O1 50.2(3) . 6_565
C1 O2 O1 66.8(3) . 6_565
C1 O2 O2 58.2(3) . 6_565
O1 O2 O2 124.8(3) 6_565 6_565
C2 F1 C2 46.7(6) 6_565 .
C2 F2 C2 45.5(5) . 6_565
O2 O1 C1 54.8(3) 6_565 .
O2 O1 F3 152.7(7) 6_565 6_565
C1 O1 F3 107.8(5) . 6_565
O2 O1 C2 114.5(5) 6_565 6_565
C1 O1 C2 60.1(3) . 6_565
F3 O1 C2 50.4(4) 6_565 6_565
C2 F3 O1 68.6(4) . 6_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C3 1.508(6) .
N1 H1A 0.9000 .
N1 H1B 0.8999 .
C3 C4 1.494(5) 6
C3 C4 1.494(5) .
C3 H3A 0.9800 .
C4 C5 1.514(6) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.466(7) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C5 1.466(7) 6
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C1 O2 1.159(5) 6_565
C1 O2 1.159(5) .
C1 O1 1.303(5) .
C1 O1 1.303(5) 6_565
C1 C2 1.470(7) .
C1 C2 1.470(7) 6_565
C2 C2 1.029(12) 6_565
C2 F1 1.298(7) .
C2 F3 1.316(7) .
C2 F2 1.331(7) .
C2 O1 1.591(9) 6_565
O2 O1 1.208(7) 6_565
O2 O2 1.221(12) 6_565
F1 C2 1.298(7) 6_565
F2 C2 1.331(7) 6_565
O1 O2 1.208(7) 6_565
O1 F3 1.494(10) 6_565
O1 C2 1.591(9) 6_565
F3 O1 1.494(10) 6_565
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
N1 H1B O2 0.90 1.93 2.797(6) 161.5 7_556
N1 H1B O2 0.90 1.93 2.797(6) 161.5 4_546
N1 H1A O1 0.90 1.86 2.749(6) 169.7 6_565
N1 H1A O2 0.90 2.07 2.905(5) 154.8 .
N1 H1A F3 0.90 2.64 3.358(7) 137.7 .
