#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:17:52 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180386 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/55/7205563.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_7205563
loop_
_publ_author_name
'Lakhdar, Youssef'
'Mézière, Cécile'
'Zorina, Leokadiya'
'Giffard, Michel'
'Batail, Patrick'
'Canadell, Enric'
'Auban-Senzier, Pascale'
'Pasquier, Claude'
'Jérome, Denis'
'Náfrádi, Bálint'
'Fórró, László'
_publ_section_title
;
 Dual [proton]/[hole] mixed valence in a molecular metal: balancing
 chemical activity in the solid state by tapping into a molecular hole
 reservoir
;
_journal_issue                   5
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              1516
_journal_paper_doi               10.1039/c0jm02897e
_journal_volume                  21
_journal_year                    2011
_chemical_formula_moiety         '2(C8 H4 I2 S6), C4 H3 O4'
_chemical_formula_sum            'C20 H11 I4 O4 S12'
_chemical_formula_weight         1207.61
_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                78.710(7)
_cell_angle_beta                 80.782(5)
_cell_angle_gamma                88.271(6)
_cell_formula_units_Z            2
_cell_length_a                   8.1576(4)
_cell_length_b                   13.1699(13)
_cell_length_c                   15.4841(9)
_cell_measurement_temperature    293(2)
_cell_volume                     1610.3(2)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'DIAMOND 3.1 (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD'
_diffrn_measurement_method       'combined φ and ω-scans'
_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  0.0373
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            49416
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.97
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    4.679
_exptl_absorpt_correction_T_max  0.7513
_exptl_absorpt_correction_T_min  0.4357
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1134
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.885
_refine_diff_density_min         -1.110
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         9373
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0270
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0193P)²+0.5898P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0489
_refine_ls_wR_factor_ref         0.0557
_reflns_number_gt                6388
_reflns_number_total             9373
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            C0JM02897E.TXT
_cod_data_source_block           beta-(EDT-TTF-I2)2Fumarate
_cod_database_code               7205563
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
I11 I 0.28174(2) 0.841090(14) 0.180755(11) 0.02619(5) Uani 1 1 d . . .
I12 I 0.65035(2) 0.680246(15) 0.253710(12) 0.03324(5) Uani 1 1 d . . .
S11 S 0.20634(8) 0.98360(5) 0.55957(4) 0.02854(15) Uani 1 1 d . . .
S12 S 0.48087(8) 0.85494(5) 0.62131(4) 0.02700(15) Uani 1 1 d . . .
S13 S 0.25982(8) 0.89523(5) 0.37851(4) 0.02612(15) Uani 1 1 d . . .
S14 S 0.53977(8) 0.76821(5) 0.43553(4) 0.02682(15) Uani 1 1 d . . .
S15 S 0.12314(8) 1.07185(5) 0.72174(5) 0.03057(16) Uani 1 1 d . . .
S16 S 0.45136(8) 0.91851(6) 0.79462(4) 0.02965(16) Uani 1 1 d . . .
C11 C 0.3618(3) 0.8949(2) 0.53700(16) 0.0246(6) Uani 1 1 d . . .
C12 C 0.3866(3) 0.85744(19) 0.45990(16) 0.0234(6) Uani 1 1 d . . .
C13 C 0.2518(3) 0.99134(19) 0.66448(16) 0.0239(6) Uani 1 1 d . . .
C14 C 0.3783(3) 0.93220(19) 0.69286(16) 0.0229(5) Uani 1 1 d . . .
C15 C 0.3685(3) 0.82709(19) 0.30239(15) 0.0219(5) Uani 1 1 d . . .
C16 C 0.4964(3) 0.7692(2) 0.32838(16) 0.0239(6) Uani 1 1 d . . .
C17 C 0.1370(3) 1.0059(2) 0.83487(17) 0.0308(6) Uani 1 1 d . . .
H17A H 0.0678 1.0417 0.8764 0.037 Uiso 1 1 calc R . .
H17B H 0.0943 0.9360 0.8439 0.037 Uiso 1 1 calc R . .
C18 C 0.3133(3) 1.0010(2) 0.85481(17) 0.0278(6) Uani 1 1 d . . .
H18A H 0.3105 0.9761 0.9183 0.033 Uiso 1 1 calc R . .
H18B H 0.3589 1.0706 0.8403 0.033 Uiso 1 1 calc R . .
I31 I 0.20371(2) 0.668964(14) 0.817590(11) 0.02772(5) Uani 1 1 d . . .
I32 I -0.15080(2) 0.824871(14) 0.736834(12) 0.03297(5) Uani 1 1 d . . .
S31 S 0.30009(8) 0.51470(6) 0.43816(4) 0.02956(16) Uani 1 1 d . . .
S32 S 0.02482(8) 0.64198(5) 0.37513(4) 0.02777(15) Uani 1 1 d . . .
S33 S 0.23930(8) 0.60258(5) 0.62068(4) 0.02644(15) Uani 1 1 d . . .
S34 S -0.03857(8) 0.72950(5) 0.55939(4) 0.02740(15) Uani 1 1 d . . .
S35 S 0.38693(9) 0.42600(6) 0.27623(5) 0.03303(17) Uani 1 1 d . . .
S36 S 0.05847(9) 0.57635(6) 0.20203(5) 0.03188(16) Uani 1 1 d . . .
C31 C 0.1429(3) 0.60235(19) 0.45990(16) 0.0231(6) Uani 1 1 d . . .
C32 C 0.1165(3) 0.63924(19) 0.53719(16) 0.0239(6) Uani 1 1 d . . .
C33 C 0.2570(3) 0.5071(2) 0.33239(16) 0.0245(6) Uani 1 1 d . . .
C34 C 0.1304(3) 0.5652(2) 0.30339(16) 0.0235(6) Uani 1 1 d . . .
C35 C 0.1293(3) 0.6741(2) 0.69443(16) 0.0235(6) Uani 1 1 d . . .
C36 C 0.0027(3) 0.73128(19) 0.66622(16) 0.0233(5) Uani 1 1 d . . .
C37 C 0.3720(3) 0.4903(3) 0.16208(18) 0.0432(8) Uani 1 1 d . . .
H37A H 0.4176 0.5596 0.1518 0.052 Uiso 1 1 calc R . .
H37B H 0.4394 0.4527 0.1213 0.052 Uiso 1 1 calc R . .
C38 C 0.1999(4) 0.4977(3) 0.14154(19) 0.0441(8) Uani 1 1 d . . .
H38A H 0.1543 0.4283 0.1533 0.053 Uiso 1 1 calc R . .
H38B H 0.2049 0.5251 0.0783 0.053 Uiso 1 1 calc R . .
C1 C -0.0482(3) 0.7259(2) 0.00781(17) 0.0294(6) Uani 1 1 d . . .
H1 H -0.0545 0.6548 0.0115 0.035 Uiso 1 1 calc R . .
C2 C -0.1846(3) 0.7800(2) 0.00042(17) 0.0319(6) Uani 1 1 d . . .
H2 H -0.1820 0.8511 -0.0020 0.038 Uiso 1 1 calc R . .
C3 C 0.1172(3) 0.7707(2) 0.01080(17) 0.0293(6) Uani 1 1 d . . .
O1 O 0.2433(2) 0.71831(16) -0.01270(12) 0.0377(5) Uani 1 1 d . . .
O2 O 0.1211(2) 0.85421(16) 0.03686(13) 0.0384(5) Uani 1 1 d . . .
C4 C -0.3443(3) 0.7300(3) -0.00415(18) 0.0329(7) Uani 1 1 d . . .
O3 O -0.4644(2) 0.79832(16) -0.01602(13) 0.0417(5) Uani 1 1 d . . .
H3 H -0.5518 0.7680 -0.0135 0.063 Uiso 1 1 calc R . .
O4 O -0.3603(3) 0.63834(19) 0.00338(17) 0.0595(7) 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'
I I -0.4742 1.8119 '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'
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
_geom_angle_publ_flag
C11 S11 C13 95.58(12) . . ?
C11 S12 C14 95.37(12) . . ?
C15 S13 C12 95.42(11) . . ?
C12 S14 C16 94.75(12) . . ?
C13 S15 C17 98.74(12) . . ?
C14 S16 C18 103.36(12) . . ?
C12 C11 S11 122.59(19) . . ?
C12 C11 S12 122.30(19) . . ?
S11 C11 S12 115.09(14) . . ?
C11 C12 S14 123.78(19) . . ?
C11 C12 S13 121.18(19) . . ?
S14 C12 S13 115.03(14) . . ?
C14 C13 S15 127.6(2) . . ?
C14 C13 S11 116.88(19) . . ?
S15 C13 S11 115.46(13) . . ?
C13 C14 S16 128.6(2) . . ?
C13 C14 S12 117.07(19) . . ?
S16 C14 S12 114.27(14) . . ?
C16 C15 S13 116.87(18) . . ?
C16 C15 I11 126.82(18) . . ?
S13 C15 I11 116.29(12) . . ?
C15 C16 S14 117.68(19) . . ?
C15 C16 I12 126.35(18) . . ?
S14 C16 I12 115.97(13) . . ?
C18 C17 S15 112.55(18) . . ?
C17 C18 S16 114.43(18) . . ?
C31 S31 C33 95.35(12) . . ?
C31 S32 C34 95.27(12) . . ?
C35 S33 C32 95.50(12) . . ?
C36 S34 C32 94.74(11) . . ?
C33 S35 C37 98.64(13) . . ?
C34 S36 C38 103.90(13) . . ?
C32 C31 S31 122.16(19) . . ?
C32 C31 S32 122.40(19) . . ?
S31 C31 S32 115.42(14) . . ?
C31 C32 S33 122.35(19) . . ?
C31 C32 S34 122.84(19) . . ?
S33 C32 S34 114.79(14) . . ?
C34 C33 S35 127.6(2) . . ?
C34 C33 S31 117.13(19) . . ?
S35 C33 S31 115.22(14) . . ?
C33 C34 S36 128.4(2) . . ?
C33 C34 S32 116.83(19) . . ?
S36 C34 S32 114.72(14) . . ?
C36 C35 S33 116.71(19) . . ?
C36 C35 I31 124.20(19) . . ?
S33 C35 I31 119.07(13) . . ?
C35 C36 S34 118.10(19) . . ?
C35 C36 I32 126.29(18) . . ?
S34 C36 I32 115.61(12) . . ?
C38 C37 S35 113.9(2) . . ?
C37 C38 S36 116.1(2) . . ?
C2 C1 C3 124.6(3) . . ?
C1 C2 C4 121.5(3) . . ?
O2 C3 O1 125.2(2) . . ?
O2 C3 C1 118.7(2) . . ?
O1 C3 C1 116.1(3) . . ?
O4 C4 O3 124.5(3) . . ?
O4 C4 C2 123.4(3) . . ?
O3 C4 C2 112.1(3) . . ?
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
I11 C15 2.089(2) . ?
I12 C16 2.065(2) . ?
S11 C11 1.739(2) . ?
S11 C13 1.745(2) . ?
S12 C11 1.741(2) . ?
S12 C14 1.748(3) . ?
S13 C15 1.735(2) . ?
S13 C12 1.745(2) . ?
S14 C12 1.738(2) . ?
S14 C16 1.749(2) . ?
S15 C13 1.736(3) . ?
S15 C17 1.816(3) . ?
S16 C14 1.748(2) . ?
S16 C18 1.818(3) . ?
C11 C12 1.363(3) . ?
C13 C14 1.352(3) . ?
C15 C16 1.341(3) . ?
C17 C18 1.516(3) . ?
I31 C35 2.080(2) . ?
I32 C36 2.068(2) . ?
S31 C31 1.736(2) . ?
S31 C33 1.751(2) . ?
S32 C31 1.740(2) . ?
S32 C34 1.755(3) . ?
S33 C35 1.743(3) . ?
S33 C32 1.746(2) . ?
S34 C36 1.745(2) . ?
S34 C32 1.750(2) . ?
S35 C33 1.738(3) . ?
S35 C37 1.826(3) . ?
S36 C34 1.740(2) . ?
S36 C38 1.801(3) . ?
C31 C32 1.361(3) . ?
C33 C34 1.349(3) . ?
C35 C36 1.340(3) . ?
C37 C38 1.484(4) . ?
C1 C2 1.312(4) . ?
C1 C3 1.500(3) . ?
C2 C4 1.495(4) . ?
C3 O2 1.246(3) . ?
C3 O1 1.265(3) . ?
C4 O4 1.199(3) . ?
C4 O3 1.320(3) . ?
