#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/84/1508449.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_1508449
loop_
_publ_author_name
'Benmansour, Samia'
'Marchivie, Mathieu'
'Triki, Smail'
'Gomez-Garcia, Carlos J.'
_publ_section_title
;
 Polymorphism and Metallic Behavior in BEDT-TTF Radical Salts with
 Polycyano Anions
;
_journal_issue                   2
_journal_name_full               Crystals
_journal_page_first              306
_journal_page_last               326
_journal_paper_doi               10.3390/cryst2020306
_journal_volume                  2
_journal_year                    2012
_chemical_formula_moiety         'C10 H7 N4 O2, C Cl1.5, 2(C10 H8 S8)'
_chemical_formula_sum            'C31 H24.5 Cl1.5 N4 O2 S16'
_chemical_formula_weight         1051.18
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2012-03-14
_audit_creation_method
;
  Olex2 1.1
  (compiled Nov  1 2011 20:42:30, GUI svn.r3906)
;
_cell_angle_alpha                98.430(2)
_cell_angle_beta                 98.463(2)
_cell_angle_gamma                106.246(3)
_cell_formula_units_Z            2
_cell_length_a                   7.6688(3)
_cell_length_b                   12.6432(4)
_cell_length_c                   22.6204(5)
_cell_measurement_reflns_used    16252
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      30.005
_cell_measurement_theta_min      2.8879
_cell_volume                     2041.60(12)
_computing_cell_refinement
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
        (compiled Oct 25 2010,18:11:34)
;
_computing_data_collection
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
        (compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
        (compiled Oct 25 2010,18:11:34)
;
_computing_molecular_graphics
;O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H.
 Puschmann,
OLEX2: a complete structure solution, refinement and analysis
 program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H.
 Puschmann,
OLEX2: a complete structure solution, refinement and analysis
 program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.0267
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measurement_device_type
'SuperNova, Single source at offset), Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0526647
_diffrn_orient_matrix_UB_12      -0.0423871
_diffrn_orient_matrix_UB_13      0.0133173
_diffrn_orient_matrix_UB_21      -0.0687991
_diffrn_orient_matrix_UB_22      0.0275345
_diffrn_orient_matrix_UB_23      0.0005258
_diffrn_orient_matrix_UB_31      -0.0464049
_diffrn_orient_matrix_UB_32      -0.0316029
_diffrn_orient_matrix_UB_33      -0.0294666
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            27121
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.07
_diffrn_reflns_theta_min         2.89
_exptl_absorpt_coefficient_mu    0.984
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.42882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
        (compiled Oct 25 2010,18:11:34)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'shiny brown'
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.71
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.501
_refine_diff_density_min         -1.715
_refine_diff_density_rms         0.215
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     500
_refine_ls_number_reflns         10522
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0549P)²+2.9430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1363
_reflns_number_gt                8672
_reflns_number_total             10522
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            CCDC-871625_crystals-02-00306-s001_DC187.cif
_cod_data_source_block           et41_chateigner_1508449
_cod_depositor_comments          'mistake in journal_issue, fixed'
_cod_original_cell_volume        2041.60(11)
_cod_original_formula_sum        'C31 H24.50 Cl1.50 N4 O2 S16'
_cod_database_code               1508449
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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
O2 O 0.9091(3) 0.3567(2) 0.82531(9) 0.0280(5) Uani 1 1 d .
C30 C 1.0641(4) 0.4005(3) 0.87505(13) 0.0326(7) Uani 1 1 d .
H30A H 1.0929 0.4814 0.8862 0.039 Uiso 1 1 calc R
H30B H 1.1716 0.3842 0.863 0.039 Uiso 1 1 calc R
N2 N 1.3491(4) 0.5285(2) 1.12720(10) 0.0286(6) Uani 1 1 d .
Cl1 Cl 0.2526(3) 0.02356(14) 0.06273(6) 0.1079(7) Uani 1 1 d .
Cl2 Cl -0.0955(2) -0.06608(14) 0.06647(7) 0.0357(4) Uani 0.5 1 d P
C31 C 0.0258(9) -0.0411(4) 0.01765(18) 0.0738(17) Uani 1 1 d .
H1 H 0.831(5) 0.379(3) 0.8378(16) 0.030(10) Uiso 1 1 d .
S1 S 0.74439(9) 0.50398(5) 0.48034(3) 0.01561(14) Uani 1 1 d .
S11 S 0.25074(9) 0.03772(5) 0.54769(3) 0.01413(13) Uani 1 1 d .
S2 S 0.98954(9) 0.72995(5) 0.48042(3) 0.01515(13) Uani 1 1 d .
S12 S 0.50550(9) 0.26037(5) 0.54884(3) 0.01486(13) Uani 1 1 d .
S3 S 0.72830(9) 0.58589(5) 0.62132(3) 0.01455(13) Uani 1 1 d .
S13 S 0.19959(9) -0.12028(5) 0.27305(3) 0.01513(13) Uani 1 1 d .
S4 S 0.98736(9) 0.80763(5) 0.62243(3) 0.01494(13) Uani 1 1 d .
S10 S 0.50635(9) 0.18591(5) 0.40687(3) 0.01436(13) Uani 1 1 d .
S9 S 0.25600(9) -0.03762(5) 0.40492(3) 0.01475(13) Uani 1 1 d .
S6 S 1.03961(9) 0.67846(5) 0.35497(3) 0.01646(14) Uani 1 1 d .
S15 S 0.21795(10) 0.08568(5) 0.67556(3) 0.01742(14) Uani 1 1 d .
S8 S 1.04578(9) 0.88946(5) 0.75551(3) 0.01684(14) Uani 1 1 d .
S7 S 0.73974(10) 0.62407(5) 0.75398(3) 0.01764(14) Uani 1 1 d .
S5 S 0.75121(10) 0.40773(5) 0.35386(3) 0.01891(15) Uani 1 1 d .
S16 S 0.52060(9) 0.35296(5) 0.67723(3) 0.01790(14) Uani 1 1 d .
S14 S 0.49633(9) 0.14957(5) 0.27398(3) 0.01500(13) Uani 1 1 d .
C5 C 0.8156(4) 0.6791(2) 0.69232(10) 0.0138(5) Uani 1 1 d .
C11 C 0.3782(3) 0.0960(2) 0.44667(10) 0.0122(4) Uani 1 1 d .
C15 C 0.3143(3) 0.1361(2) 0.61628(10) 0.0116(4) Uani 1 1 d .
C14 C 0.4193(3) 0.0953(2) 0.33550(10) 0.0123(4) Uani 1 1 d .
C16 C 0.4310(3) 0.2383(2) 0.61654(10) 0.0134(5) Uani 1 1 d .
C13 C 0.3042(3) -0.0080(2) 0.33452(10) 0.0121(4) Uani 1 1 d .
C8 C 0.9782(4) 0.5534(2) 0.29632(11) 0.0158(5) Uani 1 1 d .
H8A H 0.992 0.5758 0.2576 0.019 Uiso 1 1 calc R
H8B H 1.0648 0.5121 0.3052 0.019 Uiso 1 1 calc R
C6 C 0.9335(4) 0.7806(2) 0.69266(10) 0.0138(5) Uani 1 1 d .
C7 C 0.7829(4) 0.4755(2) 0.28968(11) 0.0173(5) Uani 1 1 d .
H7A H 0.7542 0.4185 0.253 0.021 Uiso 1 1 calc R
H7B H 0.6965 0.5184 0.285 0.021 Uiso 1 1 calc R
C17 C 0.2644(4) -0.0600(2) 0.20860(10) 0.0153(5) Uani 1 1 d .
H17A H 0.2504 -0.1205 0.1747 0.018 Uiso 1 1 calc R
H17B H 0.1797 -0.0193 0.1963 0.018 Uiso 1 1 calc R
C3 C 0.8270(4) 0.5247(2) 0.41350(10) 0.0139(5) Uani 1 1 d .
C12 C 0.3764(3) 0.1278(2) 0.50708(10) 0.0121(4) Uani 1 1 d .
C2 C 0.8593(3) 0.6739(2) 0.58105(10) 0.0130(5) Uani 1 1 d .
C4 C 0.9391(3) 0.6286(2) 0.41350(10) 0.0116(4) Uani 1 1 d .
C19 C 0.2840(4) 0.2112(2) 0.73443(10) 0.0159(5) Uani 1 1 d .
H19A H 0.2011 0.2548 0.7254 0.019 Uiso 1 1 calc R
H19B H 0.2681 0.1892 0.7731 0.019 Uiso 1 1 calc R
C20 C 0.4815(4) 0.2849(2) 0.74095(11) 0.0165(5) Uani 1 1 d .
H20A H 0.5637 0.2393 0.7455 0.02 Uiso 1 1 calc R
H20B H 0.5131 0.342 0.7778 0.02 Uiso 1 1 calc R
C1 C 0.8639(4) 0.6397(2) 0.52128(10) 0.0126(5) Uani 1 1 d .
C18 C 0.4622(4) 0.0194(2) 0.22129(10) 0.0150(5) Uani 1 1 d .
H18A H 0.4938 0.0369 0.1831 0.018 Uiso 1 1 calc R
H18B H 0.5462 -0.0186 0.2379 0.018 Uiso 1 1 calc R
O1 O 1.3361(3) 0.36761(17) 0.97172(8) 0.0219(4) Uani 1 1 d .
C24 C 1.4930(5) 0.2190(3) 0.92509(12) 0.0331(8) Uani 1 1 d .
C25 C 1.7045(4) 0.2566(2) 1.02220(11) 0.0223(6) Uani 1 1 d .
N1 N 1.5790(4) 0.2664(3) 1.15530(11) 0.0332(6) Uani 1 1 d .
C22 C 1.4456(4) 0.3370(2) 1.01359(10) 0.0158(5) Uani 1 1 d .
C23 C 1.4563(4) 0.3691(2) 1.07667(11) 0.0173(5) Uani 1 1 d .
C26 C 1.5275(4) 0.3112(2) 1.11915(11) 0.0218(6) Uani 1 1 d .
C21 C 1.5454(4) 0.2715(2) 0.98798(11) 0.0194(5) Uani 1 1 d .
N3 N 1.4496(6) 0.1749(3) 0.87493(12) 0.0601(12) Uani 1 1 d .
C10 C 1.0338(6) 0.8131(3) 0.81531(14) 0.0490(11) Uani 1 1 d .
H10A H 1.1181 0.7687 0.8125 0.059 Uiso 1 1 calc R
H10B H 1.0793 0.8666 0.8537 0.059 Uiso 1 1 calc R
N4 N 1.8367(4) 0.2469(3) 1.04899(11) 0.0323(6) Uani 1 1 d .
C29 C 1.0197(4) 0.3481(3) 0.92876(13) 0.0286(6) Uani 1 1 d .
H29A H 0.9966 0.2677 0.9174 0.034 Uiso 1 1 calc R
H29B H 0.9067 0.3603 0.9383 0.034 Uiso 1 1 calc R
C28 C 1.1709(4) 0.3937(3) 0.98532(12) 0.0269(6) Uani 1 1 d .
H28A H 1.1974 0.4744 0.9971 0.032 Uiso 1 1 calc R
H28B H 1.1315 0.3595 1.0188 0.032 Uiso 1 1 calc R
C9 C 0.8588(6) 0.7405(4) 0.81751(14) 0.0536(12) Uani 1 1 d .
H9A H 0.7774 0.7861 0.8228 0.064 Uiso 1 1 calc R
H9B H 0.8732 0.7092 0.8539 0.064 Uiso 1 1 calc R
C27 C 1.3978(4) 0.4584(2) 1.10311(11) 0.0197(5) 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
O2 C30 C29 109.7(3) .
Cl2 C31 Cl1 102.7(2) .
C31 C31 Cl1 108.8(6) 2
C31 C31 Cl2 111.5(5) 2
C1 S1 C3 95.23(12) .
C12 S11 C15 95.20(11) .
C1 S2 C4 95.16(11) .
C12 S12 C16 95.26(12) .
C2 S3 C5 95.09(12) .
C13 S13 C17 102.73(11) .
C2 S4 C6 95.14(12) .
C11 S10 C14 95.40(11) .
C11 S9 C13 95.42(11) .
C4 S6 C8 102.77(12) .
C15 S15 C19 102.37(12) .
C6 S8 C10 100.40(14) .
C5 S7 C9 101.75(14) .
C3 S5 C7 100.38(12) .
C16 S16 C20 100.89(12) .
C14 S14 C18 99.67(11) .
S7 C5 S3 114.46(14) .
C6 C5 S3 116.92(18) .
C6 C5 S7 128.60(18) .
S10 C11 S9 115.23(13) .
C12 C11 S10 122.3(2) .
C12 C11 S9 122.5(2) .
S15 C15 S11 114.11(13) .
C16 C15 S11 116.82(18) .
C16 C15 S15 129.06(18) .
S14 C14 S10 115.46(14) .
C13 C14 S10 116.81(17) .
C13 C14 S14 127.71(18) .
S16 C16 S12 114.95(14) .
C15 C16 S12 117.23(18) .
C15 C16 S16 127.82(18) .
S13 C13 S9 114.07(14) .
C14 C13 S13 129.33(18) .
C14 C13 S9 116.57(17) .
C7 C8 S6 114.59(17) .
S8 C6 S4 115.25(14) .
C5 C6 S4 117.04(18) .
C5 C6 S8 127.69(18) .
C8 C7 S5 113.00(17) .
C18 C17 S13 114.03(16) .
S5 C3 S1 115.36(14) .
C4 C3 S1 117.02(18) .
C4 C3 S5 127.62(18) .
S12 C12 S11 115.42(13) .
C11 C12 S11 122.7(2) .
C11 C12 S12 121.9(2) .
S3 C2 S4 115.45(13) .
C1 C2 S3 122.2(2) .
C1 C2 S4 122.4(2) .
S6 C4 S2 113.84(13) .
C3 C4 S2 117.18(18) .
C3 C4 S6 128.97(18) .
C20 C19 S15 114.02(18) .
C19 C20 S16 113.63(16) .
S2 C1 S1 115.30(13) .
C2 C1 S1 122.78(19) .
C2 C1 S2 121.92(19) .
C17 C18 S14 113.36(17) .
C22 O1 C28 120.8(2) .
N3 C24 C21 178.6(4) .
N4 C25 C21 177.8(3) .
O1 C22 C23 122.4(2) .
O1 C22 C21 113.2(2) .
C21 C22 C23 124.4(2) .
C22 C23 C26 121.3(2) .
C22 C23 C27 124.0(2) .
C27 C23 C26 114.6(2) .
N1 C26 C23 176.4(3) .
C25 C21 C24 117.2(2) .
C22 C21 C24 120.5(2) .
C22 C21 C25 122.3(2) .
C9 C10 S8 117.3(3) .
C30 C29 C28 114.1(3) .
O1 C28 C29 108.2(2) .
C10 C9 S7 119.4(3) .
N2 C27 C23 176.4(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C30 1.429(3) .
C30 C29 1.504(4) .
N2 C27 1.151(4) .
Cl1 C31 1.781(6) .
Cl2 C31 1.557(6) .
C31 C31 1.502(8) 2
S1 C3 1.750(2) .
S1 C1 1.746(2) .
S11 C15 1.750(2) .
S11 C12 1.738(2) .
S2 C4 1.751(2) .
S2 C1 1.744(2) .
S12 C16 1.744(2) .
S12 C12 1.736(2) .
S3 C5 1.761(2) .
S3 C2 1.738(3) .
S13 C13 1.746(2) .
S13 C17 1.811(2) .
S4 C6 1.756(2) .
S4 C2 1.742(2) .
S10 C11 1.733(2) .
S10 C14 1.754(2) .
S9 C11 1.735(2) .
S9 C13 1.756(2) .
S6 C8 1.807(2) .
S6 C4 1.737(2) .
S15 C15 1.741(2) .
S15 C19 1.811(3) .
S8 C6 1.749(2) .
S8 C10 1.772(3) .
S7 C5 1.750(2) .
S7 C9 1.818(4) .
S5 C7 1.804(3) .
S5 C3 1.746(2) .
S16 C16 1.743(2) .
S16 C20 1.804(3) .
S14 C14 1.747(2) .
S14 C18 1.814(2) .
C5 C6 1.346(4) .
C11 C12 1.370(3) .
C15 C16 1.349(3) .
C14 C13 1.352(3) .
C8 C7 1.516(4) .
C17 C18 1.525(4) .
C3 C4 1.353(3) .
C2 C1 1.366(3) .
C19 C20 1.512(4) .
O1 C22 1.344(3) .
O1 C28 1.458(3) .
C24 C21 1.425(4) .
C24 N3 1.144(4) .
C25 C21 1.420(4) .
C25 N4 1.149(4) .
N1 C26 1.145(4) .
C22 C23 1.408(3) .
C22 C21 1.398(4) .
C23 C26 1.425(4) .
C23 C27 1.414(4) .
C10 C9 1.411(5) .
C29 C28 1.512(4) .
