#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011592.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_2011592 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1494 _journal_page_last 1495 _publ_section_title ; A spiro-linked pyrene-naphthoquinone ; loop_ _publ_author_name 'Potenza, Joseph A.' 'Emge, Thomas J.' 'Albaneze, Jennifer' 'Knapp, Spencer' 'Schugar, Harvey J.' _chemical_formula_sum 'C32 H22 O4' _chemical_formula_weight 470.5 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 16.591(2) _cell_length_b 8.8487(7) _cell_length_c 30.996(9) _cell_angle_alpha 90.000(16) _cell_angle_beta 90.000(12) _cell_angle_gamma 90.000(9) _cell_volume 4550.5(15) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_meas 1.360(10) _diffrn_ambient_temperature 295(2) 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 O1 .56963(19) .0004(4) .47569(12) .0467(10) Uani d . 1 . . O O2 .5483(2) .2567(4) .46254(16) .0391(13) Uani d . 1 . . O O1A .69274(18) .5000(4) .45062(11) .0450(10) Uani d . 1 . . O O2A .7141(2) .7567(4) .46484(15) .0385(13) Uani d . 1 . . O C1 .5174(3) .1242(7) .48347(17) .0413(15) Uani d . 1 . . C H1 .4629 .1015 .4732 .050 Uiso calc R 1 . . H C1A .7441(3) .6253(7) .44365(18) .0450(15) Uani d . 1 . . C H1A .7990 .6026 .4533 .054 Uiso calc R 1 . . H C18 .5744(3) -.0331(7) .42988(17) .0508(18) Uani d . 1 . . C H18A .5210 -.0530 .4185 .061 Uiso calc R 1 . . H H18B .6075 -.1219 .4252 .061 Uiso calc R 1 . . H C18A .6887(3) .4660(7) .49580(16) .0456(17) Uani d . 1 . . C H18C .7424 .4455 .5067 .055 Uiso calc R 1 . . H H18D .6561 .3763 .5002 .055 Uiso calc R 1 . . H C19 .6114(3) .1032(6) .40716(16) .0354(14) Uani d . 1 . . C C19A .6527(3) .5960(6) .52006(16) .0362(14) Uani d . 1 . . C C20 .5572(3) .2369(6) .4172(2) .041(2) Uani d . 1 . . C H20A .5802 .3278 .4047 .049 Uiso calc R 1 . . H H20B .5047 .2208 .4042 .049 Uiso calc R 1 . . H C20A .7055(3) .7348(6) .5108(2) .0390(19) Uani d . 1 . . C H20C .6810 .8238 .5236 .047 Uiso calc R 1 . . H H20D .7582 .7209 .5238 .047 Uiso calc R 1 . . H C21 .6169(3) .0796(7) .35783(16) .0486(16) Uani d . 1 . . C H21A .6245 -.0262 .3507 .058 Uiso calc R 1 . . H H21B .5691 .1170 .3433 .058 Uiso calc R 1 . . H C21A .6483(3) .5727(6) .57002(15) .0461(15) Uani d . 1 . . C H21C .6419 .4668 .5773 .055 Uiso calc R 1 . . H H21D .6959 .6121 .5842 .055 Uiso calc R 1 . . H C22 .6993(3) .1321(6) .42095(15) .0405(15) Uani d . 1 . . C H22A .7020 .2003 .4454 .049 Uiso calc R 1 . . H H22B .7266 .0385 .4282 .049 Uiso calc R 1 . . H C22A .5644(3) .6306(6) .50667(16) .0394(15) Uani d . 1 . . C H22C .5624 .7039 .4834 .047 Uiso calc R 1 . . H H22D .5365 .5395 .4978 .047 Uiso calc R 1 . . H O3 .6657(3) .2031(6) .27222(15) .0784(15) Uani d . 1 . . O O3A .6000(3) .6858(6) .65586(14) .0766(14) Uani d . 1 . . O O4 .8496(2) .3161(6) .41055(14) .0605(12) Uani d . 1 . . O O4A .4120(2) .8116(6) .51921(13) .0598(12) Uani d . 1 . . O C2 .5162(3) .1607(7) .53098(16) .0403(15) Uani d . 1 . . C C2A .7434(3) .6663(7) .39604(16) .0357(14) Uani d . 1 . . C C3 .4555(3) .2535(6) .5479(3) .037(2) Uani d . 1 . . C C3A .8033(3) .7596(6) .3791(2) .040(2) Uani d . 1 . . C C4 .3920(3) .3135(8) .52296(17) .0460(15) Uani d . 1 . . C H4 .3895 .2896 .4938 .055 Uiso calc R 1 . . H C4A .8703(3) .8174(7) .40471(18) .0453(15) Uani d . 1 . . C H4A .8743 .7914 .4337 .054 Uiso calc R 1 . . H C5 .3345(3) .4046(7) .53998(17) .0535(17) Uani d . 1 . . C H5 .2939 .4423 .5223 .064 Uiso calc R 1 . . H C5A .9263(3) .9077(7) .38703(16) .0519(17) Uani d . 1 . . C H5A .9682 .9430 .4042 .062 Uiso calc R 1 . . H C6 .3353(3) .4437(7) .58499(17) .0410(16) Uani d . 1 . . C C6A .9235(3) .9517(7) .34229(17) .0454(16) Uani d . 1 . . C C7 .3968(3) .3824(7) .61119(17) .0414(16) Uani d . 1 . . C C7A .8600(3) .9002(6) .31697(16) .0356(14) Uani d . 1 . . C C8 .4581(3) .2880(7) .5919(2) .0404(16) Uani d . 1 . . C C8A .8000(3) .8036(7) .33439(19) .0385(14) Uani d . 1 . . C C9 .5216(4) .2370(7) .6193(3) .041(2) Uani d . 1 . . C C9A .7369(4) .7489(7) .3091(3) .048(2) Uani d . 1 . . C C10 .5808(3) .1462(7) .60063(18) .0493(18) Uani d . 1 . . C H10 .6227 .1092 .6175 .059 Uiso calc R 1 . . H C10A .6779(4) .6593(7) .3273(2) .0580(18) Uani d . 1 . . C H10A .6350 .6266 .3103 .070 Uiso calc R 1 . . H C11 .5776(3) .1105(6) .55678(19) .0494(16) Uani d . 1 . . C H11 .6181 .0512 .5448 .059 Uiso calc R 1 . . H C11A .6813(3) .6179(7) .36969(18) .0504(17) Uani d . 1 . . C H11A .6412 .5561 .3810 .060 Uiso calc R 1 . . H C12 .2783(3) .5385(7) .6042(2) .0583(19) Uani d . 1 . . C H12 .2377 .5792 .5871 .070 Uiso calc R 1 . . H C12A .9813(3) 1.0457(6) .32420(18) .0500(16) Uani d . 1 . . C H12A 1.0237 1.0802 .3412 .060 Uiso calc R 1 . . H C13 .2800(4) .5730(7) .64662(19) .0587(18) Uani d . 1 . . C H13 .2409 .6360 .6584 .070 Uiso calc R 1 . . H C13A .9769(4) 1.0891(7) .2811(2) .0613(18) Uani d . 1 . . C H13A 1.0160 1.1521 .2693 .074 Uiso calc R 1 . . H C14 .3400(4) .5143(9) .6723(2) .061(2) Uani d . 1 . . C H14 .3409 .5385 .7015 .073 Uiso calc R 1 . . H C14A .9132(4) 1.0370(8) .2558(2) .0579(19) Uani d . 1 . . C H14A .9098 1.0666 .2270 .069 Uiso calc R 1 . . H C15 .3998(3) .4187(7) .65540(18) .0459(16) Uani d . 1 . . C C15A .8552(3) .9421(7) .27271(18) .0453(17) Uani d . 1 . . C C16 .4625(3) .3591(7) .68125(18) .0557(18) Uani d . 1 . . C H16 .4630 .3784 .7107 .067 Uiso calc R 1 . . H C16A .7897(4) .8837(8) .24735(19) .0630(19) Uani d . 1 . . C H16A .7860 .9115 .2185 .076 Uiso calc R 1 . . H C17 .5216(4) .2745(8) .6635(3) .064(2) Uani d . 1 . . C H17 .5633 .2400 .6809 .077 Uiso calc R 1 . . H C17A .7338(4) .7908(9) .2637(2) .0544(19) Uani d . 1 . . C H17A .6930 .7532 .2461 .065 Uiso calc R 1 . . H C23 .7345(3) .2027(8) .3811(2) .0399(16) Uani d . 1 . . C C23A .5290(3) .6942(7) .54766(18) .0368(14) Uani d . 1 . . C C24 .8081(3) .2904(8) .3789(2) .0418(17) Uani d . 1 . . C C24A .4549(3) .7849(8) .5511(2) .048(2) Uani d . 1 . . C C25 .8303(3) .3572(7) .33582(19) .0464(16) Uani d . 1 . . C C25A .4343(3) .8422(7) .59478(18) .0418(15) Uani d . 1 . . C C26 .8961(4) .4501(8) .3316(2) .0623(19) Uani d . 1 . . C H26 .9260 .4779 .3557 .075 Uiso calc R 1 . . H C26A .3679(3) .9355(7) .5994(2) .0555(18) Uani d . 1 . . C H26A .3380 .9635 .5753 .067 Uiso calc R 1 . . H C27 .9178(4) .5028(8) .2903(3) .076(2) Uani d . 1 . . C H27 .9631 .5639 .2873 .091 Uiso calc R 1 . . H C27A .3461(4) .9872(8) .6401(2) .072(2) Uani d . 1 . . C H27A .3024 1.0521 .6433 .086 Uiso calc R 1 . . H C28 .8737(4) .4657(9) .2548(3) .074(2) Uani d . 1 . . C H28 .8879 .5029 .2278 .089 Uiso calc R 1 . . H C28A .3894(4) .9416(8) .6758(2) .072(2) Uani d . 1 . . C H28A .3729 .9717 .7031 .086 Uiso calc R 1 . . H C29 .8077(4) .3725(8) .2594(2) .070(2) Uani d . 1 . . C H29 .7781 .3461 .2350 .085 Uiso calc R 1 . . H C29A .4570(4) .8520(8) .6715(2) .0663(19) Uani d . 1 . . C H29A .4874 .8244 .6954 .080 Uiso calc R 1 . . H C30 .7843(4) .3171(8) .2994(2) .0539(17) Uani d . 1 . . C C30A .4781(4) .8047(8) .6308(2) .0475(16) Uani d . 1 . . C C31 .7105(4) .2281(8) .3025(3) .056(2) Uani d . 1 . . C C31A .5537(4) .7134(8) .6251(2) .0506(19) Uani d . 1 . . C C32 .6898(3) .1713(7) .34626(18) .0441(16) Uani d . 1 . . C C32A .5748(3) .6619(6) .58173(18) .0374(14) 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 O1 .062(2) .029(3) .049(3) .006(2) .005(2) .006(2) O2 .052(2) .021(3) .044(3) .0034(18) .010(2) .0019(17) O1A .053(2) .039(3) .042(2) -.008(2) .0090(19) -.001(2) O2A .047(2) .040(4) .028(3) -.0019(18) .001(2) .0019(18) C1 .050(4) .026(4) .048(4) .005(3) -.001(3) .001(3) C1A .039(3) .043(5) .053(4) .001(3) .013(3) -.006(4) C18 .068(4) .037(5) .047(4) .001(3) .008(3) -.014(3) C18A .047(3) .047(5) .043(4) .003(3) .005(3) .003(3) C19 .041(3) .027(4) .038(3) .003(3) .003(3) .004(3) C19A .039(3) .030(4) .039(3) .004(3) .000(3) -.001(3) C20 .046(4) .046(5) .030(4) .004(3) -.003(3) .002(3) C20A .046(3) .034(5) .037(5) .000(3) .004(3) -.002(3) C21 .052(4) .047(4) .047(4) .012(3) -.011(3) -.013(3) C21A .049(4) .053(4) .036(3) .000(3) .003(3) .007(3) C22 .045(3) .043(4) .033(3) .007(3) .000(3) -.001(3) C22A .037(3) .039(4) .043(3) -.010(3) .001(3) .003(3) O3 .072(3) .121(4) .042(3) .001(3) -.010(2) .001(3) O3A .090(3) .105(4) .035(3) .013(3) .001(2) .016(3) O4 .046(2) .077(3) .058(3) -.002(2) -.004(2) -.003(3) O4A .041(2) .090(3) .049(3) .007(3) -.006(2) -.005(3) C2 .044(4) .044(5) .033(4) -.001(3) -.001(3) .003(3) C2A .044(4) .028(4) .035(4) .005(3) .005(3) -.005(3) C3 .042(4) .034(5) .036(5) .000(3) .003(3) .011(3) C3A .042(4) .046(6) .032(5) -.001(3) .001(3) -.005(3) C4 .053(4) .058(4) .027(3) -.001(4) -.002(3) -.006(4) C4A .048(4) .046(4) .042(4) -.013(3) .002(3) -.003(4) C5 .047(4) .066(5) .048(4) .010(4) .001(3) .001(4) C5A .064(4) .057(5) .035(4) -.013(4) -.004(3) .000(3) C6 .045(4) .039(4) .039(4) -.003(3) .006(3) .003(3) C6A .044(4) .050(5) .042(4) .004(3) -.001(3) -.001(3) C7 .044(4) .044(4) .036(4) -.004(3) .005(3) .007(3) C7A .042(4) .032(4) .033(3) .011(3) .009(3) .000(3) C8 .036(3) .048(4) .038(4) -.004(3) .002(3) .009(4) C8A .048(4) .036(4) .031(4) .001(3) .005(3) .000(4) C9 .047(4) .030(5) .046(5) -.004(3) -.008(3) .002(3) C9A .050(4) .058(7) .036(5) -.003(3) .003(3) .002(3) C10 .053(4) .050(5) .045(4) .011(3) -.005(3) .007(3) C10A .062(4) .054(5) .057(5) .000(4) -.018(4) -.005(4) C11 .052(4) .037(4) .060(4) -.001(3) .005(3) .001(3) C11A .050(4) .054(5) .047(4) -.014(3) -.007(3) .005(3) C12 .057(4) .067(5) .051(4) .020(4) .012(3) .000(4) C12A .047(4) .053(5) .050(4) .003(3) .003(3) .005(4) C13 .067(4) .068(5) .041(4) .017(4) .003(3) .002(4) C13A .065(4) .054(5) .065(5) .004(4) .019(4) .013(4) C14 .072(4) .075(5) .035(4) -.007(4) .003(4) -.012(4) C14A .058(4) .067(5) .048(4) .015(4) .006(3) .004(4) C15 .052(4) .046(4) .039(4) -.004(3) .006(3) -.003(3) C15A .045(4) .056(5) .036(4) .008(3) .004(3) .001(3) C16 .055(4) .071(5) .041(4) -.005(4) -.004(3) -.008(3) C16A .066(4) .082(6) .041(4) .009(4) -.012(3) .005(4) C17 .052(5) .088(7) .053(5) -.003(4) -.017(4) .010(4) C17A .061(5) .063(5) .039(5) .006(4) -.006(3) -.002(4) C23 .041(3) .048(4) .030(4) .006(3) .007(3) .003(4) C23A .031(3) .038(4) .041(4) -.009(3) .003(3) .002(4) C24 .037(3) .057(4) .032(4) .009(3) .006(3) -.002(4) C24A .038(4) .053(5) .053(5) -.013(4) -.003(4) .001(4) C25 .034(3) .053(5) .053(4) .017(3) .001(3) .008(4) C25A .038(3) .044(4) .043(4) -.002(3) .009(3) -.002(3) C26 .049(4) .069(5) .069(5) .017(4) .017(3) .019(4) C26A .043(4) .061(5) .062(5) -.003(4) .005(3) -.006(4) C27 .053(4) .062(6) .112(7) .023(4) .034(5) .039(5) C27A .063(5) .077(6) .076(6) -.002(4) .017(4) -.012(5) C28 .068(5) .081(6) .074(6) .023(5) .019(4) .041(5) C28A .089(5) .070(6) .055(5) -.013(5) .030(4) -.011(4) C29 .070(5) .096(6) .046(4) .013(4) .009(3) .022(4) C29A .084(5) .069(6) .046(4) -.024(4) .018(4) -.006(4) C30 .042(4) .070(5) .049(4) .025(4) .010(3) .007(4) C30A .052(4) .053(4) .037(4) -.005(4) .015(3) .002(4) C31 .062(5) .071(6) .035(5) .023(4) -.004(4) -.002(4) C31A .052(4) .066(5) .034(4) -.019(4) .004(3) .010(4) C32 .040(3) .052(5) .041(4) .006(3) .003(3) -.002(3) C32A .041(3) .037(4) .034(3) -.010(3) .006(3) .012(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . 1.417(5) yes O1A C1A . 1.415(6) yes O2 C1 . 1.434(6) yes O2A C1A . 1.424(6) yes O1 C18 . 1.453(5) ? O2 C20 . 1.425(7) ? O1A C18A . 1.434(5) ? O2A C20A . 1.445(8) ? C1 C2 . 1.508(6) yes C1A C2A . 1.519(7) yes C18 C19 . 1.525(6) yes C18A C19A . 1.498(6) yes C19 C20 . 1.518(6) yes C19A C20A . 1.535(7) yes C19 C21 . 1.546(6) yes C19A C21A . 1.564(6) yes C19 C22 . 1.541(6) yes C19A C22A . 1.553(6) yes C21 C32 . 1.500(6) ? C21A C32A . 1.497(6) ? C22 C23 . 1.501(7) ? C22A C23A . 1.509(7) ? O3 C31 . 1.217(8) ? O3A C31A . 1.250(7) ? O4 C24 . 1.221(6) ? O4A C24A . 1.240(7) ? C2 C3 . 1.400(8) yes C2A C3A . 1.396(7) yes C2 C11 . 1.370(7) yes C2A C11A . 1.382(6) yes C3 C8 . 1.397(9) ? C3 C4 . 1.411(8) ? C3A C8A . 1.441(8) ? C3A C4A . 1.458(8) ? C4 C5 . 1.356(7) ? C4A C5A . 1.341(6) ? C5 C6 . 1.437(7) ? C5A C6A . 1.441(7) ? C6 C12 . 1.398(7) ? C6 C7 . 1.412(7) ? C6A C12A . 1.387(7) ? C6A C7A . 1.391(7) ? C7 C15 . 1.408(7) ? C7 C8 . 1.446(7) ? C7A C8A . 1.420(7) ? C7A C15A . 1.423(7) ? C8 C9 . 1.426(9) ? C8A C9A . 1.394(8) ? C9 C10 . 1.393(8) ? C9 C17 . 1.411(11) ? C9A C10A . 1.380(8) ? C9A C17A . 1.455(11) ? C10 C11 . 1.396(6) ? C10A C11A . 1.366(6) ? C12 C13 . 1.350(7) ? C12A C13A . 1.393(7) ? C13 C14 . 1.375(8) ? C13A C14A . 1.394(8) ? C14 C15 . 1.405(8) ? C14A C15A . 1.381(8) ? C15 C16 . 1.415(7) ? C15A C16A . 1.437(7) ? C16 C17 . 1.351(8) ? C16A C17A . 1.340(8) ? C23 C32 . 1.340(7) ? C23 C24 . 1.448(8) ? C23A C32A . 1.332(7) ? C23A C24A . 1.472(8) ? C24 C25 . 1.505(8) ? C24A C25A . 1.487(8) ? C25 C26 . 1.373(7) ? C25 C30 . 1.409(8) ? C25A C30A . 1.371(7) ? C25A C26A . 1.384(7) ? C26 C27 . 1.409(8) ? C26A C27A . 1.391(8) ? C27 C28 . 1.362(10) ? C27A C28A . 1.379(9) ? C28 C29 . 1.378(9) ? C28A C29A . 1.380(8) ? C29 C30 . 1.389(7) ? C29A C30A . 1.375(8) ? C30 C31 . 1.459(9) ? C30A C31A . 1.502(9) ? C31 C32 . 1.487(9) ? C31A C32A . 1.461(8) ? _cod_database_code 2011592