#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/93/1519347.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_1519347
loop_
_publ_author_name
'Jones, Ray'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C14H19F3N2O5S
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              778
_journal_year                    2001
_chemical_formula_sum            'C14 H19 F3 N2 O5 S'
_chemical_formula_weight         384.37
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                103.85(3)
_cell_angle_beta                 99.40(3)
_cell_angle_gamma                92.57(3)
_cell_formula_units_Z            2
_cell_length_a                   7.2689(15)
_cell_length_b                   7.8204(16)
_cell_length_c                   15.025(3)
_cell_measurement_reflns_used    4127
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     815.0(3)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'CAMERON (Watkin, Pearce 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.872
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       '\\f and \\w scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_av_sigmaI/netI    0.1342
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7049
_diffrn_reflns_theta_full        27.38
_diffrn_reflns_theta_max         27.38
_diffrn_reflns_theta_min         2.95
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_T_max  0.9897
_exptl_absorpt_correction_T_min  0.9694
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       0.001(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.960
_refine_ls_R_factor_all          0.1347
_refine_ls_R_factor_gt           0.0613
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0676P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1305
_refine_ls_wR_factor_ref         0.1594
_reflns_number_gt                1782
_reflns_number_total             3230
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-778.cif
_cod_data_source_block           s92
_cod_depositor_comments
;
Citation :
Jones, Ray and Coles, Simon J. and Hursthouse, Michael B. (2001) 
University of Southampton, Crystal Structure Report Archive. 

More at:
http://ecrystals.chem.soton.ac.uk/778/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519347
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C14 C 0.6629(6) 0.4193(5) 0.3845(3) 0.0339(9) Uani 1 1 d . . .
O3 O 0.6112(4) 0.4829(4) 0.22310(19) 0.0463(8) Uani 1 1 d . . .
O4 O 0.7678(4) 0.7144(3) 0.3546(2) 0.0446(8) Uani 1 1 d . . .
O5 O 0.9286(4) 0.4582(4) 0.2978(2) 0.0489(8) Uani 1 1 d . . .
F1 F 0.6481(4) 0.2454(3) 0.35258(18) 0.0580(8) Uani 1 1 d . . .
F2 F 0.4938(3) 0.4656(4) 0.39672(19) 0.0645(8) Uani 1 1 d . . .
F3 F 0.7740(3) 0.4562(3) 0.46747(16) 0.0542(7) Uani 1 1 d . . .
S1 S 0.75336(13) 0.53149(12) 0.30550(7) 0.0304(3) Uani 1 1 d . . .
C1 C 0.2140(5) -0.4819(4) 0.0560(3) 0.0276(9) Uani 1 1 d . . .
C2 C 0.3075(5) -0.4010(5) -0.0050(3) 0.0273(9) Uani 1 1 d . . .
H2 H 0.3200 -0.4704 -0.0645 0.033 Uiso 1 1 calc R . .
C3 C 0.3744(5) -0.2343(4) 0.0210(2) 0.0261(9) Uani 1 1 d . . .
H3 H 0.4388 -0.1912 -0.0205 0.031 Uiso 1 1 calc R . .
C4 C 0.3577(5) -0.1066(4) 0.1106(3) 0.0240(8) Uani 1 1 d . . .
C5 C 0.6952(5) -0.0540(5) 0.1631(3) 0.0360(10) Uani 1 1 d . . .
H5A H 0.7041 -0.0876 0.2223 0.054 Uiso 1 1 calc R . .
H5B H 0.7984 0.0343 0.1675 0.054 Uiso 1 1 calc R . .
H5C H 0.7025 -0.1587 0.1131 0.054 Uiso 1 1 calc R . .
C6 C 0.3245(5) -0.2009(4) 0.1854(2) 0.0232(8) Uani 1 1 d . . .
H6 H 0.4455 -0.2456 0.2084 0.028 Uiso 1 1 calc R . .
C7 C 0.1781(5) -0.3623(4) 0.1447(2) 0.0277(9) Uani 1 1 d . . .
H7A H 0.1767 -0.4317 0.1918 0.033 Uiso 1 1 calc R . .
H7B H 0.0526 -0.3193 0.1328 0.033 Uiso 1 1 calc R . .
C8 C 0.1990(5) 0.0076(4) 0.0932(2) 0.0241(8) Uani 1 1 d . . .
H8A H 0.0789 -0.0672 0.0723 0.029 Uiso 1 1 calc R . .
H8B H 0.2190 0.0658 0.0434 0.029 Uiso 1 1 calc R . .
C9 C 0.1903(5) 0.1471(4) 0.1820(2) 0.0258(9) Uani 1 1 d . . .
H9A H 0.3000 0.2350 0.1960 0.031 Uiso 1 1 calc R . .
H9B H 0.0761 0.2096 0.1725 0.031 Uiso 1 1 calc R . .
C10 C 0.1883(5) 0.0674(4) 0.2633(2) 0.0231(8) Uani 1 1 d . . .
C11 C 0.0995(5) 0.0943(5) 0.4158(3) 0.0324(9) Uani 1 1 d . . .
H11A H -0.0165 0.0158 0.4062 0.039 Uiso 1 1 calc R . .
H11B H 0.0976 0.1966 0.4692 0.039 Uiso 1 1 calc R . .
C12 C 0.2678(5) -0.0041(5) 0.4353(3) 0.0343(10) Uani 1 1 d . . .
H12A H 0.2585 -0.0551 0.4888 0.041 Uiso 1 1 calc R . .
H12B H 0.3823 0.0786 0.4518 0.041 Uiso 1 1 calc R . .
C13 C 0.2813(5) -0.1504(5) 0.3509(2) 0.0296(9) Uani 1 1 d . . .
H13A H 0.4025 -0.2019 0.3611 0.036 Uiso 1 1 calc R . .
H13B H 0.1799 -0.2450 0.3418 0.036 Uiso 1 1 calc R . .
N1 N 0.2659(4) -0.0818(4) 0.2661(2) 0.0237(7) Uani 1 1 d . . .
N2 N 0.1113(4) 0.1549(4) 0.3318(2) 0.0286(8) Uani 1 1 d . . .
O1 O 0.1541(3) -0.6382(3) 0.03313(18) 0.0340(7) Uani 1 1 d . . .
O2 O 0.5213(3) 0.0186(3) 0.14325(17) 0.0292(6) Uani 1 1 d . . .
H2A H 0.062(4) 0.250(4) 0.323(2) 0.003(8) Uiso 1 1 d . . .
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'
S S 0.1246 0.1234 '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
F1 C14 F2 107.0(3) . .
F1 C14 F3 106.6(3) . .
F2 C14 F3 108.3(3) . .
F1 C14 S1 112.0(3) . .
F2 C14 S1 111.0(3) . .
F3 C14 S1 111.6(3) . .
O5 S1 O4 114.83(19) . .
O5 S1 O3 116.02(19) . .
O4 S1 O3 114.65(18) . .
O5 S1 C14 102.45(17) . .
O4 S1 C14 103.15(17) . .
O3 S1 C14 103.11(18) . .
O1 C1 C2 121.9(3) . .
O1 C1 C7 120.5(3) . .
C2 C1 C7 117.4(3) . .
C3 C2 C1 121.4(3) . .
C2 C3 C4 125.4(3) . .
O2 C4 C3 110.6(3) . .
O2 C4 C8 103.8(2) . .
C3 C4 C8 109.6(3) . .
O2 C4 C6 110.8(3) . .
C3 C4 C6 112.0(3) . .
C8 C4 C6 109.8(3) . .
N1 C6 C4 112.5(3) . .
N1 C6 C7 109.7(3) . .
C4 C6 C7 111.2(3) . .
C1 C7 C6 113.9(3) . .
C4 C8 C9 110.0(3) . .
C10 C9 C8 111.7(3) . .
N2 C10 N1 122.2(3) . .
N2 C10 C9 116.9(3) . .
N1 C10 C9 120.9(3) . .
N2 C11 C12 107.7(3) . .
C11 C12 C13 110.4(3) . .
N1 C13 C12 110.7(3) . .
C10 N1 C6 124.2(3) . .
C10 N1 C13 120.7(3) . .
C6 N1 C13 114.8(3) . .
C10 N2 C11 123.2(3) . .
C5 O2 C4 116.1(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C14 F1 1.322(4) .
C14 F2 1.325(4) .
C14 F3 1.329(4) .
C14 S1 1.820(4) .
O3 S1 1.438(3) .
O4 S1 1.434(3) .
O5 S1 1.431(3) .
C1 O1 1.226(4) .
C1 C2 1.464(5) .
C1 C7 1.503(5) .
C2 C3 1.314(5) .
C3 C4 1.499(5) .
C4 O2 1.445(4) .
C4 C8 1.517(5) .
C4 C6 1.529(4) .
C5 O2 1.425(4) .
C6 N1 1.478(4) .
C6 C7 1.548(5) .
C8 C9 1.520(5) .
C9 C10 1.499(4) .
C10 N2 1.314(4) .
C10 N1 1.326(4) .
C11 N2 1.464(5) .
C11 C12 1.500(5) .
C12 C13 1.510(5) .
C13 N1 1.485(4) .
