#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/22/1512245.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_1512245
loop_
_publ_author_name
'Bouit, Pierre-Antoine'
'Infantes, Lourdes'
'Calbo, Joaquín'
'Viruela, Rafael'
'Ortí, Enrique'
'Delgado, Juan Luis'
'Martín, Nazario'
_publ_section_title
;
 Efficient Light Harvesters Based on the
 10-(1,3-Dithiol-2-ylidene)anthracene Core
;
_journal_issue                   16
_journal_name_full               'Organic Letters'
_journal_page_first              4166
_journal_paper_doi               10.1021/ol401841u
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C38 H24 O2 S4'
_chemical_formula_sum            'C38 H24 O2 S4'
_chemical_formula_weight         640.81
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_date             2012-09-06T12:36:29-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                70.552(12)
_cell_angle_beta                 81.121(11)
_cell_angle_gamma                89.260(13)
_cell_formula_units_Z            2
_cell_length_a                   8.1261(12)
_cell_length_b                   13.397(2)
_cell_length_c                   15.041(2)
_cell_measurement_reflns_used    2376
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      52.76
_cell_measurement_theta_min      3.50
_cell_measurement_wavelength     1.54178
_cell_volume                     1524.2(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT  A'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.1633
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3612
_diffrn_reflns_theta_full        54.1
_diffrn_reflns_theta_max         54.1
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    3.139
_exptl_absorpt_correction_T_max  0.9664
_exptl_absorpt_correction_T_min  0.6453
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
        Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         3612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.1738
_refine_ls_R_factor_gt           0.1046
_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)+(0.1561P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2681
_refine_ls_wR_factor_ref         0.3158
_reflns_number_gt                1865
_reflns_number_total             3612
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol401841u_si_002.cif
_cod_data_source_block           pab131b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_database_code               1512245
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
C1 C 0.4146(14) 0.4308(9) 0.6848(6) 0.055(3) Uani 1 1 d .
C2 C 0.2521(11) 0.3779(8) 0.7422(6) 0.041(3) Uani 1 1 d .
C3 C 0.1698(14) 0.2971(9) 0.7228(7) 0.059(3) Uani 1 1 d .
H3 H 0.2183 0.2729 0.6724 0.071 Uiso 1 1 calc R
C4 C 0.0193(13) 0.2534(9) 0.7767(8) 0.061(3) Uani 1 1 d .
H4 H -0.0319 0.195 0.7675 0.073 Uiso 1 1 calc R
C5 C -0.0565(14) 0.2950(10) 0.8444(8) 0.065(3) Uani 1 1 d .
H5 H -0.1637 0.2679 0.8788 0.078 Uiso 1 1 calc R
C6 C 0.0195(14) 0.3737(9) 0.8626(7) 0.062(3) Uani 1 1 d .
H6 H -0.0353 0.3999 0.9103 0.074 Uiso 1 1 calc R
C7 C 0.1753(14) 0.4174(8) 0.8135(7) 0.055(3) Uani 1 1 d .
C8 C 0.2609(12) 0.5038(8) 0.8299(7) 0.051(3) Uani 1 1 d .
C9 C 0.3550(12) 0.5802(9) 0.7438(7) 0.053(3) Uani 1 1 d .
C10 C 0.3608(12) 0.6895(9) 0.7286(7) 0.054(3) Uani 1 1 d .
H10 H 0.3046 0.7158 0.7759 0.065 Uiso 1 1 calc R
C11 C 0.4482(14) 0.7591(9) 0.6447(8) 0.067(3) Uani 1 1 d .
H11 H 0.4536 0.8326 0.6358 0.08 Uiso 1 1 calc R
C12 C 0.5281(13) 0.7225(9) 0.5737(7) 0.059(3) Uani 1 1 d .
H12 H 0.5894 0.7705 0.5169 0.071 Uiso 1 1 calc R
C13 C 0.5174(12) 0.6155(8) 0.5866(7) 0.047(3) Uani 1 1 d .
H13 H 0.5693 0.5905 0.5373 0.056 Uiso 1 1 calc R
C14 C 0.4328(12) 0.5446(8) 0.6695(7) 0.048(3) Uani 1 1 d .
C15 C 0.5347(13) 0.3760(8) 0.6490(6) 0.051(3) Uani 1 1 d .
C16 C 0.8156(12) 0.3162(8) 0.5733(6) 0.050(3) Uani 1 1 d .
C17 C 0.7293(13) 0.2258(9) 0.6170(7) 0.057(3) Uani 1 1 d .
C18 C 0.9795(14) 0.4084(10) 0.3896(7) 0.074(4) Uani 1 1 d .
H18A H 0.9384 0.3633 0.3575 0.111 Uiso 1 1 calc R
H18B H 1.0832 0.4461 0.3518 0.111 Uiso 1 1 calc R
H18C H 0.8957 0.4599 0.3962 0.111 Uiso 1 1 calc R
C19 C 0.6286(15) 0.0279(9) 0.6242(8) 0.073(4) Uani 1 1 d .
H19A H 0.5329 0.0357 0.6694 0.109 Uiso 1 1 calc R
H19B H 0.6538 -0.0471 0.6398 0.109 Uiso 1 1 calc R
H19C H 0.6021 0.0552 0.5592 0.109 Uiso 1 1 calc R
C20 C 0.2588(14) 0.5084(10) 0.9196(7) 0.063(3) Uani 1 1 d .
C21 C 0.1878(13) 0.4255(9) 1.0042(7) 0.058(3) Uani 1 1 d .
C22 C 0.1312(12) 0.3540(9) 1.0742(8) 0.055(3) Uani 1 1 d .
C23 C 0.0626(14) 0.2603(9) 1.1540(7) 0.054(3) Uani 1 1 d .
C24 C -0.0377(14) 0.1841(9) 1.1407(8) 0.062(3) Uani 1 1 d .
H24 H -0.0587 0.1892 1.079 0.075 Uiso 1 1 calc R
C25 C -0.1042(14) 0.1021(9) 1.2199(8) 0.065(3) Uani 1 1 d .
H25 H -0.1732 0.0503 1.2116 0.078 Uiso 1 1 calc R
C26 C -0.0778(16) 0.0897(11) 1.3108(8) 0.074(4) Uani 1 1 d .
C27 C 0.0207(17) 0.1667(10) 1.3227(8) 0.078(4) Uani 1 1 d .
H27 H 0.0395 0.1601 1.3852 0.094 Uiso 1 1 calc R
C28 C 0.0922(14) 0.2526(9) 1.2467(7) 0.066(3) Uani 1 1 d .
H28 H 0.159 0.3048 1.2561 0.08 Uiso 1 1 calc R
C29 C -0.1553(19) 0.0091(12) 1.3942(11) 0.101(6) Uani 1 1 d .
H29 H -0.125 0.0097 1.4525 0.121 Uiso 1 1 calc R
C31 C 0.3434(14) 0.5898(11) 0.9384(7) 0.061(3) Uani 1 1 d .
C32 C 0.4052(14) 0.6608(10) 0.9561(7) 0.054(3) Uani 1 1 d .
C33 C 0.4922(13) 0.7498(9) 0.9638(7) 0.053(3) Uani 1 1 d .
C34 C 0.5450(14) 0.8400(10) 0.8825(7) 0.068(4) Uani 1 1 d .
H34 H 0.5191 0.8435 0.8221 0.082 Uiso 1 1 calc R
C35 C 0.6325(15) 0.9219(10) 0.8903(8) 0.074(4) Uani 1 1 d .
H35 H 0.6683 0.9813 0.8349 0.089 Uiso 1 1 calc R
C36 C 0.6702(14) 0.9199(10) 0.9776(8) 0.064(3) Uani 1 1 d .
C37 C 0.6176(13) 0.8360(10) 1.0585(7) 0.065(4) Uani 1 1 d .
H37 H 0.6407 0.8365 1.1183 0.078 Uiso 1 1 calc R
C38 C 0.5315(13) 0.7508(10) 1.0538(7) 0.062(3) Uani 1 1 d .
H38 H 0.4976 0.6922 1.1103 0.074 Uiso 1 1 calc R
C39 C 0.7676(15) 1.0137(10) 0.9793(11) 0.077(4) Uani 1 1 d .
H39 H 0.8053 1.069 0.9209 0.092 Uiso 1 1 calc R
S1 S 0.7273(3) 0.4329(2) 0.57983(19) 0.0617(9) Uani 1 1 d .
S2 S 0.5297(4) 0.2366(2) 0.67978(18) 0.0608(9) Uani 1 1 d .
S3 S 1.0187(3) 0.3266(2) 0.50775(19) 0.0620(10) Uani 1 1 d .
S4 S 0.8052(4) 0.1008(3) 0.6317(2) 0.0687(10) Uani 1 1 d .
O1 O -0.2472(13) -0.0552(10) 1.4005(10) 0.153(7) Uani 1 1 d .
O2 O 0.7996(12) 1.0208(8) 1.0536(7) 0.100(3) 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 0.0181 0.0091 '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'
S S 0.3331 0.5567 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C15 C1 C14 123.1(9)
C15 C1 C2 121.6(10)
C14 C1 C2 115.3(9)
C7 C2 C3 119.7(9)
C7 C2 C1 117.2(9)
C3 C2 C1 122.9(9)
C4 C3 C2 120.1(11)
C3 C4 C5 119.4(11)
C6 C5 C4 121.0(10)
C5 C6 C7 122.0(11)
C6 C7 C2 117.6(10)
C6 C7 C8 123.8(10)
C2 C7 C8 118.6(9)
C20 C8 C9 123.4(10)
C20 C8 C7 121.9(9)
C9 C8 C7 114.6(9)
C10 C9 C14 118.2(9)
C10 C9 C8 122.3(10)
C14 C9 C8 119.3(10)
C11 C10 C9 120.2(10)
C10 C11 C12 120.8(11)
C13 C12 C11 119.3(9)
C14 C13 C12 121.1(10)
C13 C14 C9 120.4(10)
C13 C14 C1 122.7(9)
C9 C14 C1 116.9(8)
C1 C15 S1 124.2(8)
C1 C15 S2 124.1(7)
S1 C15 S2 111.1(6)
C17 C16 S1 119.0(8)
C17 C16 S3 123.8(9)
S1 C16 S3 117.2(5)
C16 C17 S4 125.6(9)
C16 C17 S2 115.0(9)
S4 C17 S2 118.7(6)
C8 C20 C31 123.5(9)
C8 C20 C21 122.9(11)
C31 C20 C21 113.2(10)
C22 C21 C20 178.2(13)
C21 C22 C23 174.5(12)
C24 C23 C28 120.9(10)
C24 C23 C22 121.2(9)
C28 C23 C22 117.7(11)
C25 C24 C23 117.4(11)
C24 C25 C26 124.2(13)
C25 C26 C27 117.6(11)
C25 C26 C29 124.7(15)
C27 C26 C29 117.6(13)
C28 C27 C26 122.1(12)
C27 C28 C23 117.8(12)
O1 C29 C26 129(2)
C32 C31 C20 175.8(12)
C31 C32 C33 171.9(10)
C34 C33 C32 121.2(10)
C34 C33 C38 116.9(11)
C32 C33 C38 121.8(10)
C35 C34 C33 120.5(11)
C34 C35 C36 121.1(11)
C37 C36 C35 120.4(12)
C37 C36 C39 122.2(11)
C35 C36 C39 117.4(11)
C36 C37 C38 120.5(11)
C37 C38 C33 120.4(10)
O2 C39 C36 121.7(12)
C16 S1 C15 97.3(5)
C15 S2 C17 97.6(5)
C16 S3 C18 99.9(5)
C17 S4 C19 102.7(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C15 1.365(14)
C1 C14 1.470(14)
C1 C2 1.502(13)
C2 C7 1.409(14)
C2 C3 1.412(14)
C3 C4 1.376(14)
C4 C5 1.378(15)
C5 C6 1.353(15)
C6 C7 1.391(14)
C7 C8 1.465(14)
C8 C20 1.369(14)
C8 C9 1.463(13)
C9 C10 1.405(14)
C9 C14 1.416(14)
C10 C11 1.386(13)
C11 C12 1.389(15)
C12 C13 1.384(14)
C13 C14 1.376(12)
C15 S1 1.764(9)
C15 S2 1.768(10)
C16 C17 1.319(13)
C16 S1 1.737(11)
C16 S3 1.769(9)
C17 S4 1.733(12)
C17 S2 1.776(11)
C18 S3 1.824(11)
C19 S4 1.785(12)
C20 C31 1.423(17)
C20 C21 1.427(14)
C21 C22 1.195(13)
C22 C23 1.460(15)
C23 C24 1.398(15)
C23 C28 1.422(14)
C24 C25 1.366(13)
C25 C26 1.371(16)
C26 C27 1.388(17)
C26 C29 1.417(17)
C27 C28 1.380(14)
C29 O1 1.118(19)
C31 C32 1.204(15)
C32 C33 1.440(15)
C33 C34 1.417(14)
C33 C38 1.443(15)
C34 C35 1.361(15)
C35 C36 1.385(16)
C36 C37 1.367(14)
C36 C39 1.503(17)
C37 C38 1.372(15)
C39 O2 1.219(15)
