#------------------------------------------------------------------------------
#$Date: 2016-04-05 17:50:16 +0300 (Tue, 05 Apr 2016) $
#$Revision: 181559 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/88/7118889.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_7118889
loop_
_publ_author_name
'Fang, Zeguo'
'Al-Maharik, Nawaf'
'Slawin, Alexandra M. Z.'
'Bühl, Michael'
'O'Hagan, David'
_publ_section_title
;
 Polar alicyclic rings: synthesis and structure of all
 cis-1,2,3,4-tetrafluorocyclopentane.
;
_journal_issue                   29
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5116
_journal_page_last               5119
_journal_paper_doi               10.1039/c6cc01348a
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C5 H6 F4'
_chemical_formula_sum            'C5 H6 F4'
_chemical_formula_weight         142.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-02-29
_audit_creation_method           'by CrystalStructure 4.2'
_audit_update_record
;
2016-03-08 deposited with the CCDC.
2016-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.026(18)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   10.1150(19)
_cell_length_b                   4.5875(11)
_cell_length_c                   11.876(3)
_cell_measurement_reflns_used    1504
_cell_measurement_temperature    93
_cell_measurement_theta_max      27.58
_cell_measurement_theta_min      2.00
_cell_volume                     551.1(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      93
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0922
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2971
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.195
_diffrn_reflns_theta_max         25.195
_diffrn_reflns_theta_min         2.013
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.606
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (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             288.00
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.39
_refine_ls_extinction_coef       0.0000000
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     83
_refine_ls_number_reflns         987
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0605
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0695P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1575
_refine_ls_wR_factor_ref         0.1610
_reflns_Friedel_coverage         0.000
_reflns_number_gt                898
_reflns_number_total             987
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c6cc01348a2.cif
_cod_data_source_block           5
_cod_depositor_comments          'Adding full bibliography for 7118889.cif.'
_cod_database_code               7118889
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +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
F1 F 0.76155(18) 0.0439(4) 0.9837(2) 0.0427(6) Uani 1 1 d . .
F2 F 0.98770(16) 0.2752(4) 0.91316(18) 0.0371(5) Uani 1 1 d . .
F3 F 0.82840(18) 0.0525(4) 0.75088(17) 0.0393(6) Uani 1 1 d . .
F4 F 0.60053(19) 0.2811(5) 0.69819(19) 0.0521(7) Uani 1 1 d . .
C1 C 0.7583(3) 0.3459(7) 0.9627(3) 0.0303(8) Uani 1 1 d . .
H1 H 0.7615 0.4605 1.0342 0.036 Uiso 1 1 calc R U
C2 C 0.8719(3) 0.4256(6) 0.8850(3) 0.0301(7) Uani 1 1 d . .
H2 H 0.8888 0.6398 0.8907 0.036 Uiso 1 1 calc R U
C3 C 0.8235(3) 0.3555(7) 0.7663(3) 0.0300(7) Uani 1 1 d . .
H3 H 0.8747 0.4625 0.7074 0.036 Uiso 1 1 calc R U
C4 C 0.6777(3) 0.4521(7) 0.7703(3) 0.0312(8) Uani 1 1 d . .
H4 H 0.6711 0.6611 0.7470 0.037 Uiso 1 1 calc R U
C5 C 0.6353(3) 0.4226(7) 0.8926(3) 0.0355(8) Uani 1 1 d . .
H5A H 0.5680 0.2672 0.9001 0.043 Uiso 1 1 calc R U
H5B H 0.5964 0.6080 0.9195 0.043 Uiso 1 1 calc R 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 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 0.0171 0.0103
;
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
F1 C1 C2 109.1(2)
F1 C1 C5 109.9(3)
C2 C1 C5 103.2(3)
F1 C1 H1 111.5
C2 C1 H1 111.5
C5 C1 H1 111.5
F2 C2 C1 111.7(3)
F2 C2 C3 112.7(3)
C1 C2 C3 105.6(2)
F2 C2 H2 109.0
C1 C2 H2 109.0
C3 C2 H2 109.0
F3 C3 C2 108.5(3)
F3 C3 C4 108.9(2)
C2 C3 C4 102.6(2)
F3 C3 H3 112.1
C2 C3 H3 112.1
C4 C3 H3 112.1
F4 C4 C5 112.2(2)
F4 C4 C3 110.7(3)
C5 C4 C3 105.9(3)
F4 C4 H4 109.3
C5 C4 H4 109.3
C3 C4 H4 109.3
C4 C5 C1 108.0(2)
C4 C5 H5A 110.1
C1 C5 H5A 110.1
C4 C5 H5B 110.1
C1 C5 H5B 110.1
H5A C5 H5B 108.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C1 1.408(4)
F2 C2 1.400(3)
F3 C3 1.403(3)
F4 C4 1.399(4)
C1 C2 1.518(4)
C1 C5 1.537(4)
C1 H1 1.0000
C2 C3 1.526(5)
C2 H2 1.0000
C3 C4 1.541(4)
C3 H3 1.0000
C4 C5 1.521(5)
C4 H4 1.0000
C5 H5A 0.9900
C5 H5B 0.9900
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
F1 C1 C2 F2 -40.6(3)
C5 C1 C2 F2 -157.3(2)
F1 C1 C2 C3 82.2(3)
C5 C1 C2 C3 -34.6(3)
F2 C2 C3 F3 45.9(3)
C1 C2 C3 F3 -76.2(3)
F2 C2 C3 C4 161.0(2)
C1 C2 C3 C4 38.9(3)
F3 C3 C4 F4 -34.5(4)
C2 C3 C4 F4 -149.3(3)
F3 C3 C4 C5 87.4(3)
C2 C3 C4 C5 -27.5(3)
F4 C4 C5 C1 127.6(2)
C3 C4 C5 C1 6.7(3)
F1 C1 C5 C4 -99.3(3)
C2 C1 C5 C4 16.9(3)
