#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:58:40 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180163 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/59/7105908.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_7105908
loop_
_publ_author_name
'Noelia Fuentes'
'Luis Alvarez de Cienfuegos'
'Andres Parra'
'Duane Choquesillo-Lazarte'
'Juan Manuel Garcia-Ruiz'
'M. Luisa Marcos'
'Elena Bunuel'
'Maria Ribagorda'
'M Carmen Carreno'
'Diego J. Cardenas'
'Juan M. Cuerva'
_publ_section_title
;
 on/off Electrochemical switches based on quinone-bisketals
;
_journal_name_full               Chem.Commun.
_journal_page_first              1586
_journal_paper_doi               10.1039/c0cc04388e
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C22 H16 F6 O2 S2'
_chemical_formula_weight         490.47
_chemical_name_systematic
;
?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.730(5)
_cell_angle_beta                 109.110(6)
_cell_angle_gamma                112.219(5)
_cell_formula_units_Z            1
_cell_length_a                   6.9878(7)
_cell_length_b                   8.8208(9)
_cell_length_c                   10.2905(11)
_cell_measurement_reflns_used    2559
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      65.46
_cell_measurement_theta_min      6.43
_cell_volume                     541.74(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker X8 Proteum'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'graded multilayer optics'
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6834
_diffrn_reflns_theta_full        65.96
_diffrn_reflns_theta_max         65.96
_diffrn_reflns_theta_min         6.43
_exptl_absorpt_coefficient_mu    2.866
_exptl_absorpt_correction_T_max  0.6898
_exptl_absorpt_correction_T_min  0.5980
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             250
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         1771
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0595
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0983P)²+0.1689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1647
_refine_ls_wR_factor_ref         0.1694
_reflns_number_gt                1603
_reflns_number_total             1771
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC04388E.TXT
_cod_data_source_block           compound5
_cod_depositor_comments
;
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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' 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 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7105908
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
C1 C 0.4747(6) 0.5467(4) 0.8165(3) 0.0846(9) Uani 1 1 d . . .
H1A H 0.5450 0.6607 0.8087 0.127 Uiso 1 1 calc R . .
H1B H 0.5872 0.5110 0.8658 0.127 Uiso 1 1 calc R . .
H1C H 0.3793 0.5390 0.8673 0.127 Uiso 1 1 calc R . .
O2 O 0.3460(3) 0.4427(2) 0.68047(18) 0.0648(5) Uani 1 1 d . . .
C3 C 0.1772(3) 0.4751(3) 0.5921(2) 0.0500(5) Uani 1 1 d . . .
C4 C 0.0502(3) 0.3675(3) 0.4593(2) 0.0494(5) Uani 1 1 d . . .
C5 C -0.1250(4) 0.3966(3) 0.3688(2) 0.0517(6) Uani 1 1 d . . .
H5 H -0.2095 0.3276 0.2794 0.062 Uiso 1 1 calc R . .
C6 C 0.0916(4) 0.2241(3) 0.4110(2) 0.0506(5) Uani 1 1 d . . .
C7 C -0.0891(4) 0.0737(3) 0.3319(3) 0.0603(6) Uani 1 1 d . . .
H7 H -0.2335 0.0633 0.3134 0.072 Uiso 1 1 calc R . .
C8 C -0.0588(5) -0.0603(3) 0.2802(3) 0.0661(7) Uani 1 1 d . . .
H8 H -0.1816 -0.1603 0.2284 0.079 Uiso 1 1 calc R . .
C9 C 0.1564(5) -0.0446(3) 0.3064(3) 0.0633(7) Uani 1 1 d . . .
S10 S 0.19815(17) -0.21746(10) 0.24204(9) 0.0885(4) Uani 1 1 d . . .
C12 C 0.1928(5) -0.1778(4) 0.0757(3) 0.0830(9) Uani 1 1 d . . .
F13 F 0.3420(5) -0.0262(4) 0.0805(3) 0.1333(10) Uani 1 1 d . . .
F14 F 0.0043(4) -0.1824(4) -0.0096(2) 0.1319(9) Uani 1 1 d . . .
F15 F 0.2336(7) -0.2885(5) 0.0125(3) 0.1692(14) Uani 1 1 d . . .
C16 C 0.3375(4) 0.1022(3) 0.3869(3) 0.0653(7) Uani 1 1 d . . .
H16 H 0.4816 0.1115 0.4064 0.078 Uiso 1 1 calc R . .
C17 C 0.3064(4) 0.2355(3) 0.4386(3) 0.0595(6) Uani 1 1 d . . .
H17 H 0.4300 0.3341 0.4925 0.071 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.095(2) 0.087(2) 0.0610(16) 0.0043(14) 0.0014(14) 0.0541(17)
O2 0.0677(10) 0.0636(10) 0.0604(10) 0.0051(8) 0.0104(7) 0.0383(8)
C3 0.0515(11) 0.0497(12) 0.0518(12) 0.0117(9) 0.0189(9) 0.0249(9)
C4 0.0541(11) 0.0467(11) 0.0539(12) 0.0108(9) 0.0260(9) 0.0235(9)
C5 0.0562(12) 0.0498(12) 0.0485(12) 0.0067(9) 0.0184(9) 0.0236(10)
C6 0.0595(12) 0.0486(12) 0.0536(12) 0.0140(9) 0.0276(10) 0.0274(10)
C7 0.0611(13) 0.0534(13) 0.0704(15) 0.0080(11) 0.0282(11) 0.0265(11)
C8 0.0771(15) 0.0506(13) 0.0736(16) 0.0078(11) 0.0335(13) 0.0269(12)
C9 0.0893(17) 0.0582(14) 0.0640(14) 0.0190(11) 0.0389(13) 0.0443(13)
S10 0.1397(8) 0.0777(6) 0.0873(6) 0.0237(4) 0.0542(5) 0.0758(6)
C12 0.0874(19) 0.090(2) 0.0754(18) -0.0029(15) 0.0296(15) 0.0460(17)
F13 0.1351(19) 0.139(2) 0.1217(19) 0.0276(15) 0.0774(16) 0.0304(16)
F14 0.1221(18) 0.165(2) 0.0872(14) 0.0065(14) 0.0070(12) 0.0700(17)
F15 0.287(4) 0.196(3) 0.119(2) 0.0237(19) 0.104(2) 0.178(3)
C16 0.0711(15) 0.0714(16) 0.0735(16) 0.0193(13) 0.0352(12) 0.0437(13)
C17 0.0591(13) 0.0550(13) 0.0711(15) 0.0121(11) 0.0297(11) 0.0273(11)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
_geom_angle_publ_flag
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 O2 C1 118.4(2) . . ?
O2 C3 C5 123.0(2) . 2_566 ?
O2 C3 C4 116.88(19) . . ?
C5 C3 C4 120.07(19) 2_566 . ?
C5 C4 C3 117.7(2) . . ?
C5 C4 C6 119.00(19) . . ?
C3 C4 C6 123.29(19) . . ?
C3 C5 C4 122.2(2) 2_566 . ?
C3 C5 H5 118.9 2_566 . ?
C4 C5 H5 118.9 . . ?
C7 C6 C17 118.0(2) . . ?
C7 C6 C4 119.48(19) . . ?
C17 C6 C4 122.5(2) . . ?
C8 C7 C6 121.5(2) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 119.4(2) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C16 C9 C8 119.9(2) . . ?
C16 C9 S10 120.2(2) . . ?
C8 C9 S10 119.9(2) . . ?
C12 S10 C9 99.72(13) . . ?
F14 C12 F15 107.1(3) . . ?
F14 C12 F13 103.0(3) . . ?
F15 C12 F13 107.5(3) . . ?
F14 C12 S10 115.2(2) . . ?
F15 C12 S10 109.5(3) . . ?
F13 C12 S10 114.0(2) . . ?
C9 C16 C17 120.5(2) . . ?
C9 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C6 120.7(2) . . ?
C16 C17 H17 119.6 . . ?
C6 C17 H17 119.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.412(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
O2 C3 1.373(3) . ?
C3 C5 1.388(3) 2_566 ?
C3 C4 1.399(3) . ?
C4 C5 1.398(3) . ?
C4 C6 1.489(3) . ?
C5 C3 1.388(3) 2_566 ?
C5 H5 0.9300 . ?
C6 C7 1.392(3) . ?
C6 C17 1.396(3) . ?
C7 C8 1.381(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.388(4) . ?
C8 H8 0.9300 . ?
C9 C16 1.378(4) . ?
C9 S10 1.783(2) . ?
S10 C12 1.761(4) . ?
C12 F14 1.305(4) . ?
C12 F15 1.307(4) . ?
C12 F13 1.334(4) . ?
C16 C17 1.378(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
