#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/03/09/4030944.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_4030944
loop_
_publ_author_name
'Jeannin, Olivier'
'Barrière, Frédéric'
'Fourmigué, Marc'
_publ_section_title
;
 Trifluoromethyl-substituted tetrathiafulvalenes.
;
_journal_name_full               'Beilstein journal of organic chemistry'
_journal_page_first              647
_journal_page_last               658
_journal_paper_doi               10.3762/bjoc.11.73
_journal_volume                  11
_journal_year                    2015
_chemical_formula_sum            'C10 H4 F3 N S6'
_chemical_formula_weight         387.50
_chemical_name_common            EDT-TTF(CN)(CF3)
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.741(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.0849(5)
_cell_length_b                   10.9285(12)
_cell_length_c                   12.7619(13)
_cell_measurement_reflns_used    4870
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.75
_cell_measurement_theta_min      2.45
_cell_volume                     702.72(13)
_computing_cell_refinement       'CELL, Stoe-IPDS'
_computing_data_collection       'EXPOSE, Stoe-IPDS'
_computing_data_reduction        'INTEGRATE, Stoe-IPDS'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.66
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'STOE IPDS'
_diffrn_measurement_method       'Oscillation, phi incr. 1.8 deg'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0438
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6805
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    0.991
_exptl_absorpt_correction_T_max  0.8508
_exptl_absorpt_correction_T_min  0.7860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            'dark violet'
_exptl_crystal_density_diffrn    1.831
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_hydrogen_treatment    Constr.
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2682
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.954
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0424P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0765
_reflns_number_gt                1986
_reflns_number_total             2682
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1860-5397-11-73-S2.cif
_cod_data_source_block           2ac
_cod_depositor_comments
'Adding full bibliography for 4030944--4030949.cif.'
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               4030944
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.38687(19) 0.66499(9) 0.02574(7) 0.0431(3) Uani 1 1 d .
S4 S 0.1364(2) 0.90104(9) -0.04349(8) 0.0443(3) Uani 1 1 d .
S6 S 0.1141(2) 0.66956(10) 0.23479(8) 0.0479(3) Uani 1 1 d .
S5 S -0.16920(19) 0.90112(9) 0.16657(8) 0.0444(3) Uani 1 1 d .
S2 S 0.6747(2) 0.63693(10) -0.15747(9) 0.0540(3) Uani 1 1 d .
S3 S 0.3822(3) 0.91765(10) -0.23831(9) 0.0594(3) Uani 1 1 d .
C1 C 0.1789(7) 0.7862(3) 0.0523(3) 0.0377(9) Uani 1 1 d .
C2 C 0.4653(7) 0.7277(3) -0.0928(3) 0.0366(9) Uani 1 1 d .
C3 C 0.7275(17) 0.7211(11) -0.2677(7) 0.053(3) Uani 0.60 1 d P
H3A H 0.8659 0.7809 -0.2473 0.063 Uiso 0.60 1 calc PR
H3B H 0.7893 0.6667 -0.3193 0.063 Uiso 0.60 1 calc PR
C4 C 0.4824(17) 0.7863(11) -0.3182(6) 0.053(2) Uani 0.60 1 d P
H4A H 0.3371 0.7282 -0.3292 0.064 Uiso 0.60 1 calc PR
H4B H 0.5132 0.8164 -0.3871 0.064 Uiso 0.60 1 calc PR
C'3 C 0.577(4) 0.7055(16) -0.2966(12) 0.069(4) Uani 0.40 1 d P
H'3A H 0.6869 0.6682 -0.3443 0.082 Uiso 0.40 1 calc PR
H'3B H 0.3943 0.6834 -0.3210 0.082 Uiso 0.40 1 calc PR
C'4 C 0.603(3) 0.8410(13) -0.3036(11) 0.060(4) Uani 0.40 1 d P
H'4A H 0.5760 0.8651 -0.3775 0.072 Uiso 0.40 1 calc PR
H'4B H 0.7817 0.8646 -0.2743 0.072 Uiso 0.40 1 calc PR
C5 C 0.3520(8) 0.8346(4) -0.1235(3) 0.0395(9) Uani 1 1 d .
C6 C 0.0577(7) 0.7869(3) 0.1407(3) 0.0376(9) Uani 1 1 d .
C7 C -0.2211(8) 0.8354(4) 0.2867(3) 0.0420(10) Uani 1 1 d .
C8 C -0.0912(8) 0.7330(4) 0.3180(3) 0.0419(9) Uani 1 1 d .
C9 C -0.4032(9) 0.8971(4) 0.3460(3) 0.0552(11) Uani 1 1 d .
C10 C -0.1037(9) 0.6727(5) 0.4222(3) 0.0578(11) Uani 1 1 d .
F1 F -0.3458(6) 0.6377(3) 0.4337(2) 0.0957(11) Uani 1 1 d .
F2 F 0.0397(7) 0.5717(4) 0.4334(2) 0.1040(12) Uani 1 1 d .
F3 F -0.0272(9) 0.7444(4) 0.5012(2) 0.1113(13) Uani 1 1 d .
N N -0.5513(9) 0.9403(4) 0.3932(4) 0.0808(13) Uani 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'
F F 0.0171 0.0103 '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'
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
C2 S1 C1 94.82(16)
C1 S4 C5 94.70(17)
C8 S6 C6 94.07(17)
C7 S5 C6 93.07(17)
C3 S2 C2 104.7(4)
C3 S2 C'3 25.2(5)
C2 S2 C'3 96.7(6)
C'4 S3 C5 107.0(5)
C'4 S3 C4 27.3(5)
C5 S3 C4 96.9(3)
C6 C1 S4 123.5(3)
C6 C1 S1 121.1(3)
S4 C1 S1 115.37(17)
C5 C2 S2 128.7(3)
C5 C2 S1 117.1(3)
S2 C2 S1 114.2(2)
C4 C3 S2 112.9(6)
C3 C4 S3 113.6(7)
C'4 C'3 S2 115.3(12)
C'3 C'4 S3 112.9(11)
C2 C5 S3 128.1(3)
C2 C5 S4 118.0(3)
S3 C5 S4 113.9(2)
C1 C6 S6 121.0(3)
C1 C6 S5 122.8(3)
S6 C6 S5 116.14(17)
C8 C7 C9 124.2(4)
C8 C7 S5 118.8(3)
C9 C7 S5 117.0(3)
C7 C8 C10 124.0(4)
C7 C8 S6 117.8(3)
C10 C8 S6 118.1(3)
N C9 C7 176.8(5)
F3 C10 F1 106.1(4)
F3 C10 F2 108.6(4)
F1 C10 F2 104.9(5)
F3 C10 C8 112.4(4)
F1 C10 C8 112.3(4)
F2 C10 C8 112.1(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C2 1.754(3)
S1 C1 1.757(4)
S4 C1 1.745(4)
S4 C5 1.753(3)
S6 C8 1.732(4)
S6 C6 1.754(4)
S5 C7 1.745(4)
S5 C6 1.761(4)
S2 C3 1.732(9)
S2 C2 1.743(3)
S2 C'3 1.929(16)
S3 C'4 1.705(12)
S3 C5 1.748(4)
S3 C4 1.871(10)
C1 C6 1.356(4)
C2 C5 1.337(5)
C3 C4 1.503(14)
C'3 C'4 1.49(2)
C7 C8 1.334(5)
C7 C9 1.440(5)
C8 C10 1.493(5)
C9 N 1.130(5)
C10 F3 1.294(6)
C10 F1 1.316(5)
C10 F2 1.320(6)
