data_2003083
_journal_name_full     'Acta Crystallographica, Section B'
_journal_year     1999
_journal_volume     B55
_journal_page_first     410
_journal_page_last     423
;
Frederik C. Krebs
;
_chemical_name_systematic
;
 4,8,12-trioxa-4,8,12,12c-tetrahydro-dibenzo[cd,mn]pyrenium
trifluoromethanesulphonate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C19 H9 O3,C F3 O3 S'
_chemical_formula_sum     'C20 H9 F3 O6 S'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_weight     434.33
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     15.771(3)
_cell_length_b     15.473(3)
_cell_length_c     15.332(3)
_cell_angle_alpha     90.00
_cell_angle_beta     115.70(3)
_cell_angle_gamma     90.00
_cell_volume     3371.3(12)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min     ?
_cell_measurement_theta_max     ?
_cell_measurement_temperature     120(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     orange
_exptl_crystal_size_max     0.45
_exptl_crystal_size_mid     0.30
_exptl_crystal_size_min     0.23
_exptl_crystal_density_diffrn     1.711
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     1760
_exptl_absorpt_coefficient_mu     0.265
_exptl_absorpt_correction_type     empirical
_exptl_absorpt_correction_T_min     0.776
_exptl_absorpt_correction_T_max     0.980
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Siemens SMART CCD'
_diffrn_measurement_method     'omega scan, frame data integration'
_diffrn_reflns_number     35210
_diffrn_reflns_av_R_equivalents     0.0301
_diffrn_reflns_av_sigmaI/netI     0.0216
_diffrn_reflns_theta_min     1.43
_diffrn_reflns_theta_max     26.33
_diffrn_reflns_limit_h_min     -19
_diffrn_reflns_limit_h_max     19
_diffrn_reflns_limit_k_min     -19
_diffrn_reflns_limit_k_max     19
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     19
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_reflns_number_total     6860
_reflns_number_observed     5770
_reflns_observed_criterion     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0394
_refine_ls_R_factor_gt     0.0315
_refine_ls_wR_factor_ref     0.0889
_refine_ls_goodness_of_fit_ref     1.022
_refine_ls_restrained_S_all     1.022
_refine_ls_number_reflns     6860
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme
         'calc w=1/[\s^2^(Fo^2^)+(0.0524P)^2^+1.1788P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max     -0.002
_refine_diff_density_max     0.318
_refine_diff_density_min     -0.537
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'F' 'F' 0.0171 0.0103
                         '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_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_group
    _atom_site_type_symbol
    S1 0.04323(2) 0.33597(2) 0.34450(2) 0.01593(9) Uani d . 1 . S
    F1 0.03354(7) 0.39911(7) 0.49895(7) 0.0348(2) Uani d . 1 . F
    F2 0.17308(6) 0.40083(7) 0.50603(7) 0.0335(2) Uani d . 1 . F
    F3 0.06916(7) 0.49326(6) 0.41656(7) 0.0345(2) Uani d . 1 . F
    O7 0.09944(7) 0.36086(7) 0.29540(8) 0.0228(2) Uani d . 1 . O
    O8 0.06597(8) 0.25271(7) 0.39159(8) 0.0268(3) Uani d . 1 . O
    O9 -0.05613(7) 0.35477(7) 0.29248(8) 0.0241(2) Uani d . 1 . O
    C39 0.08176(11) 0.41085(10) 0.44655(11) 0.0219(3) Uani d . 1 . C
    S2 0.49800(3) 0.62201(2) 0.21757(3) 0.02098(10) Uani d . 1 . S
    F4 0.35412(7) 0.53216(7) 0.09460(7) 0.0329(2) Uani d . 1 . F
    F5 0.38414(8) 0.64883(8) 0.03540(8) 0.0444(3) Uani d . 1 . F
    F6 0.47308(9) 0.53659(9) 0.06091(10) 0.0561(4) Uani d . 1 . F
    O10 0.56353(8) 0.67735(7) 0.20111(9) 0.0305(3) Uani d . 1 . O
    O11 0.43225(9) 0.66602(7) 0.24429(9) 0.0296(3) Uani d . 1 . O
    O12 0.53778(10) 0.54445(8) 0.27151(10) 0.0451(4) Uani d . 1 . O
    C40 0.42377(12) 0.58286(11) 0.09589(12) 0.0272(4) Uani d . 1 . C
    O1 0.02209(7) 0.67067(7) 0.30620(7) 0.0199(2) Uani d . 1 . O
    O2 0.11471(7) 0.46579(7) 0.12605(7) 0.0216(2) Uani d . 1 . O
    O3 -0.19868(7) 0.45498(7) 0.10766(7) 0.0213(2) Uani d . 1 . O
    C1 -0.02069(10) 0.53023(9) 0.18029(10) 0.0172(3) Uani d . 1 . C
    C2 0.06860(10) 0.56772(9) 0.21666(10) 0.0175(3) Uani d . 1 . C
    C3 0.08880(10) 0.63931(10) 0.27893(10) 0.0190(3) Uani d . 1 . C
    C4 0.17619(11) 0.67793(10) 0.31357(11) 0.0233(3) Uani d . 1 . C
    H4 0.1906 0.7257 0.3544 0.028 Uiso calc . 1 . H
    C5 0.24243(11) 0.64320(11) 0.28554(12) 0.0246(3) Uani d . 1 . C
    H5 0.3014 0.6691 0.3088 0.029 Uiso calc . 1 . H
    C6 0.22497(11) 0.57175(10) 0.22458(11) 0.0231(3) Uani d . 1 . C
    H6 0.2711 0.5501 0.2081 0.028 Uiso calc . 1 . H
    C7 0.13662(10) 0.53421(10) 0.18951(10) 0.0196(3) Uani d . 1 . C
    C8 -0.04223(10) 0.46058(10) 0.11644(10) 0.0187(3) Uani d . 1 . C
    C9 0.02676(10) 0.42856(10) 0.08996(10) 0.0201(3) Uani d . 1 . C
    C10 0.00572(12) 0.36032(10) 0.02617(11) 0.0246(3) Uani d . 1 . C
    H10 0.0501 0.3388 0.0071 0.030 Uiso calc . 1 . H
    C11 -0.08413(12) 0.32448(10) -0.00885(11) 0.0266(3) Uani d . 1 . C
    H11 -0.0984 0.2783 -0.0517 0.032 Uiso calc . 1 . H
    C12 -0.15383(12) 0.35412(10) 0.01690(11) 0.0246(3) Uani d . 1 . C
    H12 -0.2129 0.3284 -0.0079 0.030 Uiso calc . 1 . H
    C13 -0.13211(11) 0.42298(10) 0.08041(10) 0.0202(3) Uani d . 1 . C
    C14 -0.08840(10) 0.56311(9) 0.20675(10) 0.0176(3) Uani d . 1 . C
    C15 -0.17839(10) 0.52483(10) 0.16944(10) 0.0188(3) Uani d . 1 . C
    C16 -0.24617(10) 0.55783(10) 0.19418(11) 0.0225(3) Uani d . 1 . C
    H16 -0.3058 0.5333 0.1706 0.027 Uiso calc . 1 . H
    C17 -0.22245(11) 0.62949(11) 0.25597(11) 0.0238(3) Uani d . 1 . C
    H17 -0.2680 0.6519 0.2729 0.029 Uiso calc . 1 . H
    C18 -0.13430(11) 0.66912(10) 0.29347(11) 0.0220(3) Uani d . 1 . C
    H18 -0.1215 0.7172 0.3336 0.026 Uiso calc . 1 . H
    C19 -0.06671(10) 0.63469(10) 0.26903(10) 0.0188(3) Uani d . 1 . C
    O4 0.43422(8) 0.66177(7) 0.85196(8) 0.0238(2) Uani d . 1 . O
    O5 0.38058(7) 0.60993(7) 0.52163(8) 0.0225(2) Uani d . 1 . O
    O6 0.69698(7) 0.64935(7) 0.76972(8) 0.0239(2) Uani d . 1 . O
    C20 0.50397(10) 0.64049(9) 0.71449(11) 0.0178(3) Uani d . 1 . C
    C21 0.40731(10) 0.63707(9) 0.68652(11) 0.0185(3) Uani d . 1 . C
    C22 0.37310(11) 0.64680(9) 0.75670(11) 0.0208(3) Uani d . 1 . C
    C23 0.27765(12) 0.64035(10) 0.73010(13) 0.0253(3) Uani d . 1 . C
    H23 0.2537 0.6472 0.7754 0.030 Uiso calc . 1 . H
    C24 0.21844(11) 0.62332(10) 0.63327(13) 0.0275(4) Uani d . 1 . C
    H24 0.1542 0.6183 0.6152 0.033 Uiso calc . 1 . H
    C25 0.25048(11) 0.61347(10) 0.56201(12) 0.0256(3) Uani d . 1 . C
    H25 0.2088 0.6026 0.4980 0.031 Uiso calc . 1 . H
    C26 0.34606(11) 0.62040(10) 0.58955(11) 0.0207(3) Uani d . 1 . C
    C27 0.53878(10) 0.62865(9) 0.64590(11) 0.0187(3) Uani d . 1 . C
    C28 0.47626(10) 0.61349(9) 0.54864(11) 0.0199(3) Uani d . 1 . C
    C29 0.51029(11) 0.60131(10) 0.48059(11) 0.0238(3) Uani d . 1 . C
    H29 0.4697 0.5924 0.4158 0.029 Uiso calc . 1 . H
    C30 0.60761(11) 0.60275(11) 0.51190(12) 0.0260(3) Uani d . 1 . C
    H30 0.6309 0.5933 0.4664 0.031 Uiso calc . 1 . H
    C31 0.67215(11) 0.61756(11) 0.60794(12) 0.0252(3) Uani d . 1 . C
    H31 0.7366 0.6177 0.6262 0.030 Uiso calc . 1 . H
    C32 0.63655(10) 0.63202(10) 0.67468(11) 0.0209(3) Uani d . 1 . C
    C33 0.56568(11) 0.65564(9) 0.81097(11) 0.0198(3) Uani d . 1 . C
    C34 0.66265(11) 0.66184(10) 0.83758(11) 0.0228(3) Uani d . 1 . C
    C35 0.72378(12) 0.68139(11) 0.93177(12) 0.0285(4) Uani d . 1 . C
    H35 0.7880 0.6873 0.9504 0.034 Uiso calc . 1 . H
    C36 0.68603(13) 0.69196(11) 0.99826(12) 0.0301(4) Uani d . 1 . C
    H36 0.7271 0.7048 1.0620 0.036 Uiso calc . 1 . H
    C37 0.59048(13) 0.68442(11) 0.97491(12) 0.0282(4) Uani d . 1 . C
    H37 0.5684 0.6907 1.0218 0.034 Uiso calc . 1 . H
    C38 0.52968(11) 0.66725(10) 0.87962(11) 0.0225(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 0.0154(2) 0.0183(2) 0.0140(2) -0.00032(13) 0.00631(13) 0.00128(13)
    F1 0.0382(6) 0.0494(6) 0.0224(5) 0.0042(5) 0.0185(4) -0.0022(4)
    F2 0.0230(5) 0.0436(6) 0.0223(5) -0.0008(4) -0.0010(4) -0.0053(4)
    F3 0.0464(6) 0.0208(5) 0.0291(5) 0.0004(4) 0.0098(5) -0.0027(4)
    O7 0.0194(5) 0.0317(6) 0.0197(5) 0.0003(4) 0.0109(4) 0.0034(4)
    O8 0.0371(7) 0.0201(6) 0.0215(6) 0.0007(5) 0.0111(5) 0.0046(4)
    O9 0.0146(5) 0.0345(6) 0.0209(5) -0.0014(4) 0.0055(4) -0.0004(5)
    C39 0.0222(7) 0.0246(8) 0.0178(7) 0.0009(6) 0.0075(6) -0.0006(6)
    S2 0.0209(2) 0.0156(2) 0.0246(2) 0.00064(14) 0.00815(15) -0.00097(14)
    F4 0.0297(5) 0.0358(6) 0.0334(5) -0.0137(4) 0.0138(4) -0.0075(4)
    F5 0.0441(6) 0.0567(7) 0.0248(5) -0.0139(5) 0.0078(5) 0.0094(5)
    F6 0.0645(8) 0.0584(8) 0.0717(8) -0.0213(6) 0.0543(7) -0.0395(7)
    O10 0.0229(6) 0.0243(6) 0.0466(7) -0.0048(5) 0.0172(5) -0.0070(5)
    O11 0.0375(7) 0.0266(6) 0.0350(7) -0.0030(5) 0.0254(6) -0.0062(5)
    O12 0.0442(8) 0.0236(6) 0.0490(8) 0.0052(6) 0.0028(7) 0.0089(6)
    C40 0.0287(8) 0.0306(9) 0.0282(8) -0.0064(7) 0.0181(7) -0.0067(7)
    O1 0.0180(5) 0.0221(5) 0.0207(5) 0.0004(4) 0.0095(4) -0.0012(4)
    O2 0.0223(5) 0.0238(5) 0.0214(5) 0.0047(4) 0.0121(4) 0.0016(4)
    O3 0.0188(5) 0.0234(5) 0.0207(5) -0.0016(4) 0.0077(4) 0.0008(4)
    C1 0.0198(7) 0.0176(7) 0.0136(6) 0.0032(6) 0.0066(6) 0.0072(5)
    C2 0.0178(7) 0.0199(7) 0.0154(7) 0.0028(6) 0.0076(6) 0.0053(6)
    C3 0.0181(7) 0.0215(7) 0.0180(7) 0.0039(6) 0.0084(6) 0.0052(6)
    C4 0.0217(8) 0.0231(8) 0.0234(8) -0.0011(6) 0.0082(6) 0.0023(6)
    C5 0.0159(7) 0.0287(8) 0.0277(8) -0.0006(6) 0.0082(6) 0.0075(7)
    C6 0.0190(7) 0.0288(8) 0.0251(8) 0.0063(6) 0.0130(6) 0.0086(6)
    C7 0.0215(7) 0.0208(7) 0.0174(7) 0.0045(6) 0.0094(6) 0.0056(6)
    C8 0.0221(7) 0.0194(7) 0.0142(7) 0.0027(6) 0.0075(6) 0.0044(6)
    C9 0.0225(7) 0.0219(7) 0.0157(7) 0.0045(6) 0.0081(6) 0.0064(6)
    C10 0.0334(9) 0.0231(8) 0.0191(7) 0.0087(7) 0.0130(7) 0.0039(6)
    C11 0.0386(9) 0.0201(8) 0.0194(8) 0.0037(7) 0.0109(7) 0.0006(6)
    C12 0.0286(8) 0.0219(8) 0.0194(7) -0.0023(6) 0.0067(6) 0.0023(6)
    C13 0.0236(7) 0.0207(7) 0.0165(7) 0.0027(6) 0.0089(6) 0.0052(6)
    C14 0.0175(7) 0.0204(7) 0.0151(7) 0.0024(6) 0.0072(6) 0.0049(6)
    C15 0.0200(7) 0.0193(7) 0.0158(7) 0.0013(6) 0.0064(6) 0.0044(6)
    C16 0.0167(7) 0.0276(8) 0.0240(8) 0.0015(6) 0.0094(6) 0.0076(6)
    C17 0.0220(8) 0.0285(8) 0.0258(8) 0.0074(6) 0.0150(7) 0.0077(7)
    C18 0.0244(8) 0.0234(8) 0.0207(8) 0.0042(6) 0.0120(6) 0.0013(6)
    C19 0.0179(7) 0.0211(7) 0.0170(7) 0.0011(6) 0.0072(6) 0.0044(6)
    O4 0.0274(6) 0.0236(6) 0.0248(6) 0.0002(4) 0.0154(5) 0.0025(4)
    O5 0.0166(5) 0.0279(6) 0.0225(5) -0.0024(4) 0.0080(4) -0.0025(4)
    O6 0.0163(5) 0.0288(6) 0.0242(6) 0.0002(4) 0.0066(4) 0.0037(5)
    C20 0.0192(7) 0.0113(6) 0.0227(7) 0.0004(5) 0.0089(6) 0.0026(5)
    C21 0.0186(7) 0.0134(7) 0.0251(8) 0.0013(5) 0.0110(6) 0.0023(6)
    C22 0.0247(8) 0.0132(7) 0.0269(8) 0.0012(6) 0.0135(7) 0.0031(6)
    C23 0.0267(8) 0.0190(7) 0.0390(9) 0.0017(6) 0.0223(7) 0.0046(7)
    C24 0.0192(8) 0.0229(8) 0.0435(10) 0.0011(6) 0.0165(7) 0.0061(7)
    C25 0.0185(7) 0.0257(8) 0.0306(8) -0.0013(6) 0.0086(6) 0.0028(7)
    C26 0.0196(7) 0.0176(7) 0.0262(8) 0.0003(6) 0.0113(6) 0.0013(6)
    C27 0.0170(7) 0.0155(7) 0.0239(8) 0.0009(5) 0.0092(6) 0.0019(6)
    C28 0.0163(7) 0.0173(7) 0.0255(8) 0.0005(6) 0.0085(6) 0.0004(6)
    C29 0.0257(8) 0.0238(8) 0.0226(8) -0.0008(6) 0.0112(6) -0.0009(6)
    C30 0.0284(9) 0.0253(8) 0.0320(9) 0.0023(7) 0.0203(7) 0.0019(7)
    C31 0.0182(7) 0.0268(8) 0.0332(9) 0.0023(6) 0.0135(7) 0.0050(7)
    C32 0.0180(7) 0.0191(7) 0.0237(8) 0.0011(6) 0.0075(6) 0.0044(6)
    C33 0.0217(8) 0.0150(7) 0.0212(7) 0.0006(6) 0.0079(6) 0.0039(6)
    C34 0.0229(8) 0.0197(7) 0.0238(8) 0.0010(6) 0.0082(6) 0.0055(6)
    C35 0.0240(8) 0.0271(8) 0.0262(8) -0.0010(7) 0.0030(7) 0.0050(7)
    C36 0.0374(10) 0.0242(8) 0.0194(8) -0.0019(7) 0.0038(7) 0.0029(6)
    C37 0.0400(10) 0.0235(8) 0.0220(8) -0.0008(7) 0.0143(7) 0.0036(6)
    C38 0.0282(8) 0.0163(7) 0.0250(8) 0.0006(6) 0.0134(7) 0.0046(6)