#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/00/7050015.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_7050015
loop_
_publ_author_name
'Marion Giraud'
'Anne Léaustic'
'Marie-France Charlot'
'Pei Yu'
'Michèle Césario'
'Christian Philouze'
'Robert Pansu'
'Keitaro Nakatani'
'Eléna Ishow'
_publ_section_title
;
 Synthesis and photochromism of two new
 1,2-bis(thiazolyl)perfluorocyclopentenes with chelating sites
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              439
_journal_paper_doi               10.1039/b409274k
_journal_volume                  29
_journal_year                    2005
_chemical_formula_moiety         'C11.50 H7 F3 N2 S '
_chemical_formula_sum            'C11.5 H7 F3 N2 S'
_chemical_formula_weight         262.25
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      60
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_audit_creation_date             2004-01-29
_audit_creation_method           'by teXsan v1.8'
_audit_update_record
;
?
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.902(1)
_cell_length_b                   12.360(1)
_cell_length_c                   17.546(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.0
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      22.4
_cell_volume                     2364.3(4)
_computing_cell_refinement       'EnrafNonius CAD'
_computing_data_collection       'EnrafNonius CAD4'
_computing_data_reduction        'teXsan (MSC, 1992-1997)'
_computing_publication_material  'teXsan (MSC, 1992-1997)'
_computing_structure_refinement  'teXsan (MSC, 1992-1997)'
_diffrn_ambient_temperature      293.0
_diffrn_measurement_device_type  CAD-4
_diffrn_measurement_method       ω
_diffrn_orient_matrix_UB_11      -0.05926
_diffrn_orient_matrix_UB_12      0.03523
_diffrn_orient_matrix_UB_13      0.03571
_diffrn_orient_matrix_UB_21      0.01776
_diffrn_orient_matrix_UB_22      -0.05669
_diffrn_orient_matrix_UB_23      0.03914
_diffrn_orient_matrix_UB_31      0.06771
_diffrn_orient_matrix_UB_32      0.04572
_diffrn_orient_matrix_UB_33      0.02101
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.00000
_diffrn_reflns_av_sigmaI/netI    0.020
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            10046
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         74.90
_diffrn_reflns_theta_min         3.58
_diffrn_standards_decay_%        -4.61
_diffrn_standards_interval_count 120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    2.655
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow-green
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1064.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.35
_refine_ls_extinction_coef       0.000005(2)
_refine_ls_extinction_expression 'equ(3) Acta Cryst.(1968) A24, p213.'
_refine_ls_extinction_method     'Zachariasen (1967)'
_refine_ls_goodness_of_fit_all   1.987
_refine_ls_goodness_of_fit_ref   1.987
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2056
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0673
_refine_ls_shift/su_max          0.0059
_refine_ls_shift/su_mean         0.0006
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00203|Fo|²]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.1183
_refine_ls_wR_factor_ref         0.1183
_reflns_number_gt                2056
_reflns_number_total             10046
_reflns_threshold_expression     I>2.00σ(I)
_cod_data_source_file            b409274k.txt
_cod_data_source_block           ORSAY
_cod_original_cell_volume        2364.4(5)
_cod_original_sg_symbol_H-M      'P b c n    '
_cod_original_formula_sum        'C11.50 H7 F3 N2 S '
_cod_database_code               7050015
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
1/2-x,1/2-y,1/2+z
'1/2+x,1/2-y,   -z'
'   -x,   +y,1/2-z'
'   -x,   -y,   -z'
1/2+x,1/2+y,1/2-z
'1/2-x,1/2+y,   +z'
'   +x,   -y,1/2+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_occupancy
_atom_site_refinement_flags
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
S(1) 0.18749(5) -0.09922(4) 0.11135(3) 0.0517(2) 1.000 . Uani d ?
F(8) -0.0829(2) -0.4445(2) 0.2185(2) 0.1509(8) 1.000 . Uani d ?
F(71) 0.0182(3) -0.3304(2) 0.1206(1) 0.1204(7) 1.000 . Uani d ?
F(72) 0.1796(2) -0.3243(1) 0.1871(1) 0.1063(6) 1.000 . Uani d ?
N(4) 0.0309(2) 0.0544(2) 0.09730(9) 0.0518(4) 1.000 . Uani d ?
N(15) 0.3207(2) 0.0330(2) -0.0002(1) 0.0602(5) 1.000 . Uani d ?
C(2) 0.0543(2) -0.1044(2) 0.1650(1) 0.0453(4) 1.000 . Uani d ?
C(3) -0.0183(2) -0.0169(2) 0.1491(1) 0.0480(5) 1.000 . Uani d ?
C(5) 0.1375(2) 0.0211(2) 0.0731(1) 0.0490(5) 1.000 . Uani d ?
C(6) 0.0271(2) -0.1952(2) 0.2151(1) 0.0440(4) 1.000 . Uani d ?
C(7) 0.0576(2) -0.3076(2) 0.1906(1) 0.0588(6) 1.000 . Uani d ?
C(8) 0.0000 -0.3829(3) 0.2500 0.0582(8) 0.500 ST Uani d ?
C(9) -0.1429(2) 0.0068(2) 0.1798(1) 0.0599(6) 1.000 . Uani d ?
C(10) 0.2138(2) 0.0809(2) 0.0180(1) 0.0503(5) 1.000 . Uani d ?
C(11) 0.1764(3) 0.1800(2) -0.0097(1) 0.0653(7) 1.000 . Uani d ?
C(12) 0.2551(3) 0.2350(2) -0.0585(1) 0.0779(8) 1.000 . Uani d ?
C(13) 0.3655(3) 0.1876(2) -0.0777(2) 0.0754(7) 1.000 . Uani d ?
C(14) 0.3939(2) 0.0874(2) -0.0479(2) 0.0700(7) 1.000 . Uani d ?
H(11) 0.0992 0.2098 0.0041 0.078 1.000 . Uiso c ?
H(12) 0.2333 0.3039 -0.0782 0.094 1.000 . Uiso c ?
H(13) 0.4209 0.2234 -0.1110 0.091 1.000 . Uiso c ?
H(14) 0.4697 0.0553 -0.0620 0.084 1.000 . Uiso c ?
H(91) -0.1907 0.0412 0.1416 0.072 1.000 . Uiso c ?
H(92) -0.1359 0.0531 0.2228 0.072 1.000 . Uiso c ?
H(93) -0.1813 -0.0589 0.1946 0.072 1.000 . Uiso c ?
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 92 0.017 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0 56 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N 0 16 0.029 0.018
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
S 0 8 0.319 0.557
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
F 0 24 0.069 0.053
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
6 0 0
-6 0 0
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(2) S(1) C(5) 88.8(1) . . . yes
C(3) N(4) C(5) 111.1(2) . . . yes
C(10) N(15) C(14) 116.4(2) . . . yes
S(1) C(2) C(3) 110.2(1) . . . yes
S(1) C(2) C(6) 121.9(1) . . . yes
C(3) C(2) C(6) 127.9(2) . . . yes
N(4) C(3) C(2) 114.5(2) . . . yes
N(4) C(3) C(9) 118.0(2) . . . yes
C(2) C(3) C(9) 127.5(2) . . . yes
S(1) C(5) N(4) 115.4(2) . . . yes
S(1) C(5) C(10) 120.7(2) . . . yes
N(4) C(5) C(10) 123.9(2) . . . yes
C(2) C(6) C(6) 129.2(1) . . 4 yes
C(2) C(6) C(7) 119.9(2) . . . yes
C(6) C(6) C(7) 110.9(1) 4 . . yes
F(71) C(7) F(72) 104.2(2) . . . yes
F(71) C(7) C(6) 113.0(2) . . . yes
F(71) C(7) C(8) 111.5(2) . . . yes
F(72) C(7) C(6) 112.1(2) . . . yes
F(72) C(7) C(8) 110.0(2) . . . yes
C(6) C(7) C(8) 106.1(2) . . . yes
F(8) C(8) F(8) 108.6(4) . . 4 yes
F(8) C(8) C(7) 110.5(2) . . . yes
F(8) C(8) C(7) 111.0(1) . . 4 yes
F(8) C(8) C(7) 111.0(1) 4 . . yes
F(8) C(8) C(7) 110.5(2) 4 . 4 yes
C(7) C(8) C(7) 105.2(2) . . 4 yes
C(3) C(9) H(91) 109.5 . . . no
C(3) C(9) H(92) 109.5 . . . no
C(3) C(9) H(93) 109.5 . . . no
H(91) C(9) H(92) 109.5 . . . no
H(91) C(9) H(93) 109.5 . . . no
H(92) C(9) H(93) 109.5 . . . no
N(15) C(10) C(5) 115.1(2) . . . yes
N(15) C(10) C(11) 124.2(2) . . . yes
C(5) C(10) C(11) 120.6(2) . . . yes
C(10) C(11) C(12) 118.0(2) . . . yes
C(10) C(11) H(11) 121.0 . . . no
C(12) C(11) H(11) 121.0 . . . no
C(11) C(12) C(13) 118.8(3) . . . yes
C(11) C(12) H(12) 120.6 . . . no
C(13) C(12) H(12) 120.6 . . . no
C(12) C(13) C(14) 118.9(2) . . . yes
C(12) C(13) H(13) 120.6 . . . no
C(14) C(13) H(13) 120.6 . . . no
N(15) C(14) C(13) 123.7(3) . . . yes
N(15) C(14) H(14) 118.1 . . . no
C(13) C(14) H(14) 118.1 . . . no
H(91) H(92) H(93) 60.0 . . . no
H(91) H(93) H(92) 60.0 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S(1) C(2) 1.732(2) . . yes
S(1) C(5) 1.720(2) . . yes
F(8) C(8) 1.305(3) . . yes
F(71) C(7) 1.331(3) . . yes
F(72) C(7) 1.347(3) . . yes
N(4) C(3) 1.375(3) . . yes
N(4) C(5) 1.304(3) . . yes
N(15) C(10) 1.346(3) . . yes
N(15) C(14) 1.338(3) . . yes
C(2) C(3) 1.370(3) . . yes
C(2) C(6) 1.455(3) . . yes
C(3) C(9) 1.490(3) . . yes
C(5) C(10) 1.474(3) . . yes
C(6) C(6) 1.361(4) . 4 yes
C(6) C(7) 1.493(3) . . yes
C(7) C(8) 1.533(3) . . yes
C(9) H(91) 0.95 . . no
C(9) H(92) 0.95 . . no
C(9) H(93) 0.95 . . no
C(10) C(11) 1.380(3) . . yes
C(11) C(12) 1.389(4) . . yes
C(11) H(11) 0.95 . . no
C(12) C(13) 1.380(4) . . yes
C(12) H(12) 0.95 . . no
C(13) C(14) 1.380(4) . . yes
C(13) H(13) 0.95 . . no
C(14) H(14) 0.95 . . no
H(91) H(92) 1.55 . . no
H(91) H(93) 1.55 . . no
H(92) H(93) 1.55 . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F(8) C(9) 3.124(3) . 7_445 no
F(8) C(14) 3.485(4) . 3_445 no
F(71) N(15) 3.230(3) . 7_545 no
F(71) C(14) 3.269(3) . 7_545 no
F(71) C(12) 3.385(4) . 5 no
F(71) C(11) 3.427(3) . 5 no
F(72) C(10) 3.396(3) . 7_545 no
F(72) C(5) 3.410(3) . 7_545 no
N(15) C(14) 3.552(4) . 5_655 no
C(14) C(14) 3.585(6) . 5_655 no
C(3) C(3) 3.563(4) . 4 no
