#------------------------------------------------------------------------------
#$Date: 2019-10-28 07:23:29 +0000 (Mon, 28 Oct 2019) $
#$Revision: 219800 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/30/2003085.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003085
loop_
_publ_author_name
'Krebs, Frederik C.'
'Laursen, Bo W.'
'Johannsen, Ib'
'Faldt, Andr\'e'
'Bechgaard, Klaus'
'Jacobsen, Claus S.'
'Thorup, Niels'
'Boubekeur, Kamal'
_publ_section_title
;
 The geometry and structural properties of the
 4,8,12-trioxa-4,8,12,12c-tetrahydrodibenzo[cd,mn]pyrene system
 in the cationic state. Structures of a planar organic cation with
 various monovalent and divalent anions
;
_journal_coden_ASTM              ASBSDK
_journal_issue                   3
_journal_name_full
;
 Acta Crystallographica, Section B: Structural Science
;
_journal_page_first              410
_journal_page_last               423
_journal_paper_doi               10.1107/S0108768198016140
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         '2(C19 H9 O3), O6 S2'
_chemical_formula_sum            'C38 H18 O12 S2'
_chemical_formula_weight         730.64
_chemical_name_systematic
;
 Bis(4,8,12-trioxa-4,8,12,12c-tetrahydro-dibenzo[cd,mn]pyrenium)
dithionate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.91(3)
_cell_angle_beta                 102.37(3)
_cell_angle_gamma                108.61(3)
_cell_formula_units_Z            1
_cell_length_a                   8.6300(17)
_cell_length_b                   8.9680(18)
_cell_length_c                   9.876(2)
_cell_measurement_temperature    120(2)
_cell_volume                     689.8(3)
_computing_cell_refinement       'SAINT Siemens'
_computing_data_collection       'SMART Siemens'
_computing_data_reduction        'SAINT Siemens'
_computing_molecular_graphics    'SHELXTL (Sheldrick)'
_computing_publication_material  'XCIF (Sheldrick)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       'omega scan, frame data integration'
_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  0.0189
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5953
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    0.276
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.616
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             374
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.500
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2779
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0629P)^2^+0.1004P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0923
_reflns_number_gt                2452
_reflns_number_total             2779
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            os0007.cif
_cod_data_source_block           10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0629P)^2^+0.1004P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0629P)^2^+0.1004P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 

2019-10-07
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C19 H9 O6 S'
_cod_original_formula_weight         365.32
_cod_original_formula_moiety         'C19 H9 O3,O3 S'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        689.8(2)
_cod_database_code               2003085
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 -0.09095(4) -0.08812(4) 0.03601(4) 0.01374(12) Uani d . 1 . . S
O7 -0.25338(14) -0.07534(14) -0.02557(13) 0.0254(3) Uani d . 1 . . O
O8 -0.03366(15) -0.03780(14) 0.18974(12) 0.0286(3) Uani d . 1 . . O
O9 -0.08044(15) -0.24187(13) -0.01992(13) 0.0255(3) Uani d . 1 . . O
O1 -0.37974(13) -0.38610(12) 0.14184(11) 0.0171(2) Uani d . 1 . . O
O2 -0.49125(14) -0.83946(12) 0.36618(11) 0.0189(2) Uani d . 1 . . O
O3 -0.82405(13) -0.49878(13) 0.37918(12) 0.0189(2) Uani d . 1 . . O
C1 -0.56952(18) -0.57924(17) 0.28984(15) 0.0147(3) Uani d . 1 . . C
C2 -0.43809(19) -0.61505(17) 0.25103(15) 0.0153(3) Uani d . 1 . . C
C3 -0.34140(19) -0.51602(17) 0.17734(15) 0.0163(3) Uani d . 1 . . C
C4 -0.20936(19) -0.54894(19) 0.13989(16) 0.0197(3) Uani d . 1 . . C
H4 -0.1429 -0.4833 0.0929 0.024 Uiso calc . 1 . . H
C5 -0.17824(19) -0.6845(2) 0.17483(17) 0.0215(3) Uani d . 1 . . C
H5 -0.0911 -0.7092 0.1475 0.026 Uiso calc . 1 . . H
C6 -0.2710(2) -0.78490(18) 0.24865(17) 0.0208(3) Uani d . 1 . . C
H6 -0.2462 -0.8739 0.2703 0.025 Uiso calc . 1 . . H
C7 -0.39998(19) -0.74797(17) 0.28820(16) 0.0171(3) Uani d . 1 . . C
C8 -0.66195(19) -0.67269(17) 0.36837(15) 0.0160(3) Uani d . 1 . . C
C9 -0.61880(19) -0.80211(17) 0.40795(16) 0.0172(3) Uani d . 1 . . C
C10 -0.7001(2) -0.88712(18) 0.49493(17) 0.0215(3) Uani d . 1 . . C
H10 -0.6737 -0.9734 0.5219 0.026 Uiso calc . 1 . . H
C11 -0.8226(2) -0.84029(18) 0.54116(16) 0.0219(3) Uani d . 1 . . C
H11 -0.8761 -0.8964 0.6009 0.026 Uiso calc . 1 . . H
C12 -0.8691(2) -0.71312(19) 0.50226(16) 0.0208(3) Uani d . 1 . . C
H12 -0.9524 -0.6857 0.5342 0.025 Uiso calc . 1 . . H
C13 -0.78726(19) -0.62956(17) 0.41471(16) 0.0171(3) Uani d . 1 . . C
C14 -0.60521(18) -0.44509(17) 0.25648(15) 0.0151(3) Uani d . 1 . . C
C15 -0.73563(19) -0.40754(17) 0.29924(16) 0.0167(3) Uani d . 1 . . C
C16 -0.7746(2) -0.27802(18) 0.26240(17) 0.0199(3) Uani d . 1 . . C
H16 -0.8625 -0.2527 0.2877 0.024 Uiso calc . 1 . . H
C17 -0.6775(2) -0.18627(17) 0.18595(16) 0.0199(3) Uani d . 1 . . C
H17 -0.7042 -0.0997 0.1600 0.024 Uiso calc . 1 . . H
C18 -0.5433(2) -0.21684(17) 0.14640(16) 0.0184(3) Uani d . 1 . . C
H18 -0.4794 -0.1508 0.0981 0.022 Uiso calc . 1 . . H
C19 -0.50842(18) -0.34897(17) 0.18146(15) 0.0157(3) Uani d . 1 . . C
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 0.01485(19) 0.01360(19) 0.0152(2) 0.00554(14) 0.00625(14) 0.00659(13)
O7 0.0167(6) 0.0273(6) 0.0388(7) 0.0097(5) 0.0102(5) 0.0201(5)
O8 0.0323(7) 0.0318(7) 0.0149(6) 0.0009(5) 0.0079(5) 0.0077(5)
O9 0.0295(6) 0.0151(6) 0.0396(7) 0.0090(5) 0.0209(6) 0.0106(5)
O1 0.0186(5) 0.0153(5) 0.0170(5) 0.0045(4) 0.0057(4) 0.0053(4)
O2 0.0231(6) 0.0148(5) 0.0191(6) 0.0072(4) 0.0042(5) 0.0063(4)
O3 0.0189(5) 0.0191(5) 0.0199(5) 0.0072(4) 0.0069(4) 0.0052(4)
C1 0.0152(7) 0.0119(7) 0.0106(7) 0.0008(6) -0.0015(6) -0.0001(6)
C2 0.0158(7) 0.0130(7) 0.0124(7) 0.0026(6) 0.0000(6) 0.0001(6)
C3 0.0185(7) 0.0136(7) 0.0122(7) 0.0033(6) 0.0006(6) 0.0002(6)
C4 0.0178(7) 0.0223(8) 0.0143(7) 0.0035(6) 0.0033(6) 0.0001(6)
C5 0.0177(8) 0.0254(8) 0.0168(8) 0.0083(6) 0.0000(6) -0.0040(6)
C6 0.0218(8) 0.0177(7) 0.0195(8) 0.0091(6) -0.0008(6) -0.0011(6)
C7 0.0193(7) 0.0142(7) 0.0133(7) 0.0036(6) 0.0006(6) 0.0011(6)
C8 0.0172(7) 0.0136(7) 0.0116(7) 0.0013(6) 0.0003(6) 0.0014(6)
C9 0.0184(7) 0.0139(7) 0.0137(7) 0.0020(6) -0.0002(6) 0.0013(6)
C10 0.0257(8) 0.0149(7) 0.0156(7) 0.0000(6) -0.0010(6) 0.0049(6)
C11 0.0218(8) 0.0195(8) 0.0145(7) -0.0037(6) 0.0020(6) 0.0045(6)
C12 0.0175(7) 0.0232(8) 0.0146(7) 0.0005(6) 0.0030(6) 0.0002(6)
C13 0.0165(7) 0.0149(7) 0.0149(7) 0.0024(6) 0.0001(6) 0.0021(6)
C14 0.0157(7) 0.0130(7) 0.0125(7) 0.0031(6) -0.0005(6) 0.0012(6)
C15 0.0163(7) 0.0150(7) 0.0144(7) 0.0027(6) 0.0011(6) 0.0017(6)
C16 0.0193(8) 0.0179(7) 0.0198(8) 0.0085(6) 0.0003(6) -0.0005(6)
C17 0.0243(8) 0.0123(7) 0.0172(7) 0.0062(6) -0.0037(6) 0.0006(6)
C18 0.0224(8) 0.0132(7) 0.0134(7) 0.0019(6) -0.0005(6) 0.0028(6)
C19 0.0161(7) 0.0143(7) 0.0121(7) 0.0028(6) 0.0001(6) 0.0008(6)
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'
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_site_symmetry_3
_geom_angle
O8 S1 O7 . 113.75(8)
O8 S1 O9 . 114.14(8)
O7 S1 O9 . 113.22(8)
O8 S1 S1 2 104.55(6)
O7 S1 S1 2 104.83(5)
O9 S1 S1 2 105.05(5)
C19 O1 C3 . 120.65(12)
C9 O2 C7 . 120.69(11)
C13 O3 C15 . 120.29(12)
C2 C1 C14 . 120.15(13)
C2 C1 C8 . 120.18(13)
C14 C1 C8 . 119.60(14)
C1 C2 C3 . 119.63(13)
C1 C2 C7 . 119.85(14)
C3 C2 C7 . 120.50(14)
C4 C3 O1 . 119.84(13)
C4 C3 C2 . 120.21(14)
O1 C3 C2 . 119.95(13)
C3 C4 C5 . 117.75(14)
C4 C5 C6 . 123.56(14)
C7 C6 C5 . 117.89(14)
C6 C7 O2 . 120.26(13)
C6 C7 C2 . 120.04(14)
O2 C7 C2 . 119.70(13)
C1 C8 C13 . 119.76(13)
C1 C8 C9 . 119.11(14)
C13 C8 C9 . 120.98(14)
O2 C9 C10 . 119.94(13)
O2 C9 C8 . 120.42(13)
C10 C9 C8 . 119.57(14)
C9 C10 C11 . 118.29(14)
C10 C11 C12 . 123.30(14)
C13 C12 C11 . 117.78(14)
O3 C13 C12 . 119.52(14)
O3 C13 C8 . 120.34(13)
C12 C13 C8 . 120.07(14)
C1 C14 C15 . 119.74(13)
C1 C14 C19 . 119.28(14)
C15 C14 C19 . 120.97(13)
C16 C15 O3 . 120.03(14)
C16 C15 C14 . 119.77(14)
O3 C15 C14 . 120.20(13)
C15 C16 C17 . 117.79(14)
C18 C17 C16 . 123.82(13)
C19 C18 C17 . 117.62(14)
O1 C19 C18 . 119.72(13)
O1 C19 C14 . 120.31(13)
C18 C19 C14 . 119.96(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
S1 O8 . 1.4493(12)
S1 O7 . 1.4507(12)
S1 O9 . 1.4512(12)
S1 S1 2 2.1616(10)
O1 C19 . 1.3724(18)
O1 C3 . 1.3779(18)
O2 C9 . 1.3733(19)
O2 C7 . 1.3813(18)
O3 C13 . 1.3793(18)
O3 C15 . 1.3829(18)
C1 C2 . 1.386(2)
C1 C14 . 1.397(2)
C1 C8 . 1.399(2)
C2 C3 . 1.407(2)
C2 C7 . 1.408(2)
C3 C4 . 1.374(2)
C4 C5 . 1.397(2)
C5 C6 . 1.398(2)
C6 C7 . 1.374(2)
C8 C13 . 1.400(2)
C8 C9 . 1.406(2)
C9 C10 . 1.381(2)
C10 C11 . 1.393(2)
C11 C12 . 1.399(2)
C12 C13 . 1.382(2)
C14 C15 . 1.402(2)
C14 C19 . 1.404(2)
C15 C16 . 1.381(2)
C16 C17 . 1.397(2)
C17 C18 . 1.391(2)
C18 C19 . 1.382(2)