#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/41/2004194.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2004194
loop_
_publ_author_name
'Yakoubi, A.'
'Kallel, A.'
'Bizid, A.'
'Baklouti, A.'
_publ_section_title
;
 trans-2-Fluorocyclohexyl p-Toluenesulfonate and
 trans-2-Fluorocycloheptyl p-Toluenesulfonate
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2705
_journal_page_last               2707
_journal_paper_doi               10.1107/S0108270195008080
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C14 H19 F O3 S'
_chemical_formula_weight         286.37
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           SHELX76
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.022(1)
_cell_length_b                   7.319(1)
_cell_length_c                   32.279(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    300
_cell_measurement_theta_max      13.6
_cell_measurement_theta_min      4.4
_cell_volume                     1422.7(4)
_computing_cell_refinement       SDP
_computing_data_collection       'SDP (Enraf-Nonius, 1982)'
_computing_data_reduction        SDP
_computing_molecular_graphics    'ORTEPII (Johnson, 1971)'
_computing_publication_material  ORTEPII
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'MULTAN80 (Main et al., 1980)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'θ/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3472
_diffrn_reflns_theta_max         26
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.23
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.33
_exptl_crystal_description       trapezoidal
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.6
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     194
_refine_ls_number_reflns         819
_refine_ls_R_factor_obs          0.044
_refine_ls_shift/esd_max         0.18
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1.69/[σ²(F)+0.00052F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.046
_reflns_number_observed          819
_reflns_number_total             1197
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            ab1200.cif
_cod_data_source_block           II
_cod_depositor_comments
;

  Adding _atom_site_type_symbol tag to prevent confusion between Ho and H
  atoms.

  Andrius Merkys
  2013-10-21

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' 1.69/[\s^2^(F)+0.00052F^2^]'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1.69/[\s^2^(F)+0.00052F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1422.7(7)
_cod_database_code               2004194
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_type_symbol
F -0.1442(9) 0.4238(6) 0.0957(1) 0.119(4) F
S 0.1995(3) 0.0120(3) 0.1285(1) 0.065(1) S
O1 0.1352(8) 0.2062(6) 0.1442(1) 0.076(3) O
O2 0.0905(9) -0.1231(7) 0.1530(2) 0.086(4) O
O3 0.4350(7) 0.0138(8) 0.1269(2) 0.093(4) O
C0 -0.1610(17) -0.0423(11) -0.0457(3) 0.093(6) C
C1 -0.0989(13) 0.2475(10) 0.1544(2) 0.077(5) C
C2 -0.1385(15) 0.4388(10) 0.1389(2) 0.076(6) C
C3 -0.3578(13) 0.5215(12) 0.1529(2) 0.085(6) C
C4 -0.3555(20) 0.6021(13) 0.1956(3) 0.103(7) C
C5 -0.3466(18) 0.4707(16) 0.2309(3) 0.109(7) C
C6 -0.1713(24) 0.3278(16) 0.2297(3) 0.142(8) C
C7 -0.1403(26) 0.2141(16) 0.1994(3) 0.163(9) C
C61 0.0951(10) 0.0002(8) 0.0777(2) 0.054(3) C
C62 -0.1099(12) -0.0784(9) 0.0706(2) 0.066(5) C
C63 -0.1889(14) -0.0883(10) 0.0309(3) 0.073(5) C
C64 -0.0690(12) -0.0231(9) -0.0025(2) 0.068(5) C
C65 0.1354(13) 0.0556(9) 0.0057(2) 0.055(6) C
C66 0.2189(12) 0.0684(8) 0.0451(2) 0.059(4) C
H11 -0.195 0.166 0.133 0.128(8) H
H21 -0.006(14) 0.513(12) 0.149(3) 0.128(8) H
H31 -0.396(15) 0.620(11) 0.131(3) 0.128(8) H
H32 -0.479 0.415 0.153 0.128(8) H
H41 -0.199(18) 0.700(13) 0.190(3) 0.128(8) H
H42 -0.477(17) 0.690(14) 0.194(3) 0.128(8) H
H51 -0.339 0.518(12) 0.253(3) 0.128(8) H
H52 -0.498 0.380(14) 0.222(3) 0.127(8) H
H61 -0.162 0.260 0.259 0.128(8) H
H62 -0.021 0.409 0.225 0.128(8) H
H71 -0.011 0.120 0.209 0.128(8) H
H72 -0.297 0.154 0.201 0.128(8) H
H2 -0.208 -0.132 0.096 0.128(8) H
H3 -0.353 -0.152 0.022(3) 0.128(8) H
H5 0.235 0.098(13) -0.017(3) 0.128(8) H
H6 0.380 0.131 0.051 0.128(8) H
HO1 -0.338 -0.027 -0.044 0.139(20) H
HO2 -0.121 -0.175 -0.059 0.139(20) H
HO3 -0.102(17) 0.035(12) -0.065(3) 0.139(20) H
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O1 S O2 109.7(3) no
O2 S O3 119.0(4) no
O3 S O1 104.6(4) no
C61 S O1 105.0(3) no
C61 S O2 108.6(3) no
C61 S O3 109.0(3) no
S O1 C1 119.7(5) no
S C61 C62 119.6(6) no
S C61 C66 119.9(5) no
C62 C61 C66 120.5(7) no
C61 C62 C63 119.1(7) no
C62 C63 C64 122.0(7) no
C63 C64 C65 117.3(7) no
C64 C65 C66 122.1(7) no
C65 C66 C61 118.9(7) no
C0 C64 C63 119.8(7) no
C0 C64 C65 122.8(8) no
O1 C1 C2 105.5(6) no
F C2 C1 105.2(5) no
F C2 C3 107.8(5) no
C1 C2 C3 114.1(7) no
C2 C3 C4 114.9(7) no
C3 C4 C5 116.7(9) no
C4 C5 C6 117.3(9) no
O1 C1 C7 110.1(7) no
C5 C6 C7 125.0(11) no
C6 C7 C1 130.7(9) no
C7 C1 C2 116.6(7) no
H11 C1 O1 105.0(10) no
H11 C1 C2 103.0(10) no
H11 C1 C7 116.0(10) no
H21 C2 C1 105(5) no
H21 C2 C3 112(5) no
H21 C2 F 113(5) no
H31 C3 H32 110(5) no
H31 C3 C2 105(5) no
H32 C3 C2 107.0(10) no
H31 C3 C4 111(5) no
H32 C3 C4 108.0(10) no
H42 C4 H41 101(6) no
H41 C4 C3 97(4) no
H42 C4 C3 103(6) no
H41 C4 C5 118(4) no
H42 C4 C5 119(6) no
H51 C5 H52 122(6) no
H51 C5 C4 115(7) no
H52 C5 C4 98(5) no
H51 C5 C6 106(5) no
H52 C5 C6 98(4) no
H61 C6 H62 109.0(10) no
H61 C6 C5 110.0(10) no
H62 C6 C5 102.0(10) no
H61 C6 C7 111.0(10) no
H62 C6 C7 98.0(10) no
H71 C7 H72 112.0(10) no
H71 C7 C1 105.0(10) no
H72 C7 C1 105.0(10) no
H71 C7 C6 107.0(10) no
H72 C7 C6 97.0(10) no
H2 C62 C61 121.0(10) no
H2 C62 C63 120.0(10) no
H3 C63 C62 125(4) no
H3 C63 C64 114(4) no
H5 C65 C64 121(4) no
H5 C65 C66 116(4) no
H6 C66 C61 120.0(10) no
H6 C66 C65 121.0(10) no
HO1 C0 C64 108.0(10) no
HO2 C0 C64 111.0(10) no
HO3 C0 C64 115(7) no
HO1 C0 HO2 109.0(10) no
HO2 C0 HO3 102(6) no
HO3 C0 HO1 111(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S O1 1.558(5) no
S O2 1.428(6) no
S O3 1.419(4) no
S C61 1.758(7) no
F C2 1.399(7) no
C61 C62 1.381(9) no
C62 C63 1.369(12) no
C63 C64 1.383(13) no
C64 C65 1.385(11) no
C65 C66 1.370(12) no
C66 C61 1.382(9) no
C0 C64 1.507(14) no
C1 O1 1.479(9) no
C1 C2 1.506(10) no
C2 C3 1.521(12) no
C3 C4 1.499(14) no
C4 C5 1.492(16) no
C5 C6 1.487(17) no
C6 C7 1.298(15) no
C7 C1 1.494(12) no
C1 H11 1.080(10) no
C2 H21 1.02(8) no
C3 H31 1.04(8) no
C3 H32 1.070(10) no
C4 H41 1.20(11) no
C4 H42 0.98(11) no
C5 H51 0.80(9) no
C5 H52 1.17(6) no
C6 H61 1.070(10) no
C6 H62 1.09(2) no
C7 H71 1.090(10) no
C7 H72 1.04(2) no
C0 HO1 1.070(10) no
C0 HO2 1.090(10) no
C0 HO3 0.900(10) no
C62 H2 1.090(10) no
C63 H3 1.13(2) no
C65 H5 1.00(7) no
C66 H6 1.090(10) no
