#------------------------------------------------------------------------------
#$Date: 2021-06-24 03:57:16 +0300 (Thu, 24 Jun 2021) $
#$Revision: 266648 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/36/1563673.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_1563673
loop_
_publ_author_name
'Clark, Joshua L.'
'Taylor, Alaric'
'Geddis, Ailsa'
'Neyyappadath, Rifahath M.'
'Piscelli, Bruno A.'
'Yu, Cihang'
'Cordes, David B.'
'Slawin, Alexandra M. Z.'
'Cormanich, Rodrigo A.'
'Guldin, Stefan'
'O'Hagan, David'
_publ_section_title
;
 Supramolecular packing of alkyl substituted Janus face all-cis
 2,3,4,5,6-pentafluorocyclohexyl motifs
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC02130C
_journal_year                    2021
_chemical_formula_moiety         'C7 H9 F5'
_chemical_formula_sum            'C7 H9 F5'
_chemical_formula_weight         188.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-03-05
_audit_creation_method           'by CrystalStructure 4.3'
_audit_update_record
;
2021-03-08 deposited with the CCDC.	2021-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 99.667(3)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   8.3314(3)
_cell_length_b                   7.6652(3)
_cell_length_c                   11.5888(4)
_cell_measurement_reflns_used    3412
_cell_measurement_temperature    125
_cell_measurement_theta_max      74.99
_cell_measurement_theta_min      10.38
_cell_volume                     729.57(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.8d (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_diffrn_ambient_temperature      125
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_av_unetI/netI     0.0069
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3739
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.290
_diffrn_reflns_theta_min         10.448
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.715
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.8d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             384.00
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.23
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     63
_refine_ls_number_reflns         773
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0464P)²+0.7746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0955
_reflns_Friedel_coverage         0.000
_reflns_number_gt                771
_reflns_number_total             773
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d1sc02130c3.cif
_cod_data_source_block           3
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               1563673
loop_
_space_group_symop_operation_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_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
F2 F 0.43961(9) 0.68625(11) 0.34386(7) 0.0180(3) Uani 1 1 d . . . . .
F3 F 0.35900(10) 0.80800(10) 0.12057(7) 0.0204(3) Uani 1 1 d . . . . .
F4 F 0.52514(12) 0.500000 0.15545(9) 0.0175(3) Uani 1 2 d S T P . .
C1 C 0.2046(2) 0.500000 0.32659(15) 0.0123(4) Uani 1 2 d S T P . .
H1 H 0.086865 0.500000 0.290386 0.015 Uiso 1 2 calc R U P . .
C2 C 0.27902(14) 0.66588(16) 0.28532(11) 0.0132(3) Uani 1 1 d . . . . .
H2 H 0.213231 0.768359 0.303406 0.016 Uiso 1 1 calc R U . . .
C3 C 0.27935(15) 0.66073(16) 0.15451(11) 0.0137(3) Uani 1 1 d . . . . .
H3 H 0.163648 0.664840 0.113806 0.016 Uiso 1 1 calc R U . . .
C4 C 0.3575(2) 0.500000 0.11254(15) 0.0140(4) Uani 1 2 d S T P . .
H4 H 0.339818 0.499999 0.025031 0.017 Uiso 1 2 calc R U P . .
C5 C 0.2114(2) 0.500000 0.45928(16) 0.0168(4) Uani 1 2 d S T P . .
H5A H 0.141701 0.593336 0.480881 0.020 Uiso 0.5 1 calc R U P . .
H5B H 0.323800 0.519389 0.498154 0.020 Uiso 0.5 1 calc R U P . .
H5C H 0.173023 0.387275 0.483852 0.020 Uiso 0.5 1 calc R U P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(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
C2 C1 C2 112.83(14) . 2_565 ?
C2 C1 C5 111.51(9) . . ?
C2 C1 C5 111.52(9) 2_565 . ?
C2 C1 H1 106.9 . . ?
C2 C1 H1 106.9 2_565 . ?
C5 C1 H1 106.9 . . ?
F2 C2 C3 108.93(10) . . ?
F2 C2 C1 110.22(10) . . ?
C3 C2 C1 111.13(11) . . ?
F2 C2 H2 108.8 . . ?
C3 C2 H2 108.8 . . ?
C1 C2 H2 108.8 . . ?
F3 C3 C4 108.48(10) . . ?
F3 C3 C2 109.91(10) . . ?
C4 C3 C2 114.58(11) . . ?
F3 C3 H3 107.9 . . ?
C4 C3 H3 107.9 . . ?
C2 C3 H3 107.9 . . ?
F4 C4 C3 110.08(9) . 2_565 ?
F4 C4 C3 110.08(9) . . ?
C3 C4 C3 109.19(14) 2_565 . ?
F4 C4 H4 109.2 . . ?
C3 C4 H4 109.2 2_565 . ?
C3 C4 H4 109.2 . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C1 C5 H5A 109.5(5) . 2_565 ?
C1 C5 H5B 109.5(2) . 2_565 ?
H5A C5 H5B 109.5 2_565 2_565 ?
C1 C5 H5C 109.5(3) . 2_565 ?
H5A C5 H5C 109.5 2_565 2_565 ?
H5B C5 H5C 109.5 2_565 2_565 ?
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
F2 C2 1.4035(13) . ?
F3 C3 1.3990(14) . ?
F4 C4 1.4016(19) . ?
C1 C2 1.5263(15) . ?
C1 C2 1.5263(15) 2_565 ?
C1 C5 1.529(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.5170(17) . ?
C2 H2 1.0000 . ?
C3 C4 1.5115(16) . ?
C3 H3 1.0000 . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C5 H5A 0.98(2) 2_565 ?
C5 H5B 0.980(8) 2_565 ?
C5 H5C 0.980(17) 2_565 ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 C2 F2 -70.10(16) 2_565 . . . ?
C5 C1 C2 F2 56.32(15) . . . . ?
C2 C1 C2 C3 50.77(17) 2_565 . . . ?
C5 C1 C2 C3 177.18(11) . . . . ?
F2 C2 C3 F3 -53.98(13) . . . . ?
C1 C2 C3 F3 -175.60(10) . . . . ?
F2 C2 C3 C4 68.45(13) . . . . ?
C1 C2 C3 C4 -53.17(15) . . . . ?
F3 C3 C4 F4 55.81(14) . . . . ?
C2 C3 C4 F4 -67.39(14) . . . . ?
F3 C3 C4 C3 176.76(8) . . . 2_565 ?
C2 C3 C4 C3 53.56(18) . . . 2_565 ?
