data_2006552 _journal_name_full 'Acta Crystallographica' _journal_year 1997 _journal_volume C53 _journal_page_first 1475 _journal_page_last 1478 _publ_section_title ; Photoproducts Derived from 9-Substituted Dibenzobarrelenes ; loop_ _publ_author_name 'Muneer, M.' 'Rath, Nigam P.' 'George, M. V.' _chemical_formula_sum 'C31 H22 O3' _chemical_formula_weight 442.49 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' 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 8.77530(10) _cell_length_b 9.25670(10) _cell_length_c 28.1011(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.9340(10) _cell_angle_gamma 90.00 _cell_volume 2279.67(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.289 _diffrn_ambient_temperature 298(2) _refine_ls_R_factor_obs .048 _refine_ls_wR_factor_obs .107 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 O1 .16290(14) .89799(14) .29613(4) .0489(3) Uani d . 1 . O O2 .1183(2) .4910(2) .34006(6) .0723(5) Uani d . 1 . O O3 .3477(10) .5600(8) .4366(3) .060(2) Uani d PD .58(5) 1 O O3' .380(3) .601(4) .4373(5) .121(6) Uani d PD .42(5) 2 O C1 .3039(2) 1.0008(2) .45850(7) .0520(5) Uani d . 1 . C H1a .3173 .9609 .48880 .062 Uiso calc R 1 . H C2 .3495(2) 1.1409(2) .44979(8) .0612(6) Uani d . 1 . C H2a .3944 1.1953 .47457 .073 Uiso calc R 1 . H C3 .3299(2) 1.2015(2) .40509(9) .0603(6) Uani d . 1 . C H3a .3638 1.2951 .39986 .072 Uiso calc R 1 . H C4 .2599(2) 1.1239(2) .36788(7) .0503(5) Uani d . 1 . C H4a .2432 1.1655 .33794 .060 Uiso calc R 1 . H C4a .2155(2) .9832(2) .37623(6) .0397(4) Uani d . 1 . C C4b .1229(2) .8824(2) .34354(6) .0375(4) Uani d . 1 . C C4c -.0425(2) .9192(2) .35376(6) .0406(4) Uani d . 1 . C C5 -.1333(2) 1.0288(2) .33483(7) .0549(5) Uani d . 1 . C H5a -.1005 1.0859 .31012 .066 Uiso calc R 1 . H C6 -.2745(2) 1.0520(2) .35350(9) .0638(6) Uani d . 1 . C H6a -.3389 1.1229 .34035 .077 Uiso calc R 1 . H C7 -.3204(2) .9712(2) .39120(8) .0608(6) Uani d . 1 . C H7a -.4141 .9904 .40391 .073 Uiso calc R 1 . H C8 -.2299(2) .8623(2) .41048(7) .0516(5) Uani d . 1 . C H8a -.2612 .8082 .43610 .062 Uiso calc R 1 . H C8a -.0907(2) .8350(2) .39081(6) .0410(4) Uani d . 1 . C C8b .0235(2) .7225(2) .40310(6) .0405(4) Uani d . 1 . C H8ba -.0131 .6269 .41225 .049 Uiso calc R 1 . H C8c .1466(2) .7299(2) .36801(6) .0367(4) Uani d . 1 . C C8d .1896(2) .7662(2) .41960(6) .0388(4) Uani d . 1 . C C8e .2376(2) .9208(2) .42106(6) .0397(4) Uani d . 1 . C C9 .2005(2) .5966(2) .34280(6) .0430(4) Uani d . 1 . C C10 .3509(2) .5961(2) .32112(6) .0411(4) Uani d . 1 . C C11 .3875(2) .4810(2) .29229(8) .0679(6) Uani d . 1 . C H11a .3174 .4070 .28643 .081 Uiso calc R 1 . H C12 .5272(3) .4760(3) .27233(9) .0844(8) Uani d . 1 . C H12a .5507 .3986 .25293 .101 Uiso calc R 1 . H C13 .6319(2) .5835(3) .28069(8) .0645(6) Uani d . 1 . C H13a .7258 .5794 .26684 .077 Uiso calc R 1 . H C14 .5983(2) .6967(2) .30942(7) .0515(5) Uani d . 1 . C H14a .6700 .7693 .31547 .062 Uiso calc R 1 . H C15 .4580(2) .7038(2) .32955(6) .0446(4) Uani d . 1 . C H15a .4355 .7816 .34891 .053 Uiso calc R 1 . H C16 .2680(2) .6571(2) .45206(7) .0499(5) Uani d D 1 . C C17 .2290(2) .6545(2) .50269(6) .0447(4) Uani d . 1 . C C18 .3159(2) .5700(2) .53455(7) .0566(5) Uani d . 1 . C H18a .3983 .5183 .52389 .068 Uiso calc R 1 . H C19 .2817(3) .5618(2) .58162(7) .0640(6) Uani d . 1 . C H19a .3418 .5059 .60271 .077 Uiso calc R 1 . H C20 .1596(3) .6356(3) .59743(7) .0639(6) Uani d . 1 . C H20a .1356 .6288 .62920 .077 Uiso calc R 1 . H C21 .0722(2) .7201(3) .56650(8) .0674(6) Uani d . 1 . C H21a -.0111 .7702 .57740 .081 Uiso calc R 1 . H C22 .1072(2) .7309(2) .51943(7) .0558(5) Uani d . 1 . C H22a .0489 .7898 .49882 .067 Uiso calc R 1 . H C23 .0688(3) .8203(3) .26193(7) .0682(6) Uani d . 1 . C H23a .1040 .8370 .23061 .102 Uiso calc R 1 . H H23b -.0348 .8528 .26319 .102 Uiso calc R 1 . H H23c .0739 .7189 .26901 .102 Uiso calc R 1 . H 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 .0556(7) .0542(8) .0374(6) -.0044(6) .0088(5) .0049(6) O2 .0683(9) .0486(8) .1031(12) -.0175(7) .0341(8) -.0194(8) O3 .077(3) .061(4) .042(3) .031(3) .010(2) -.001(3) O3' .110(8) .171(13) .087(6) .107(9) .052(5) .069(6) C1 .0409(10) .0629(12) .0521(11) .0041(9) .0008(8) -.0125(9) C2 .0447(11) .0614(13) .077(2) -.0022(10) .0008(10) -.0288(12) C3 .0464(11) .0439(11) .091(2) -.0038(9) .0107(11) -.0140(11) C4 .0442(10) .0419(10) .0654(12) -.0001(8) .0082(9) .0007(9) C4a .0310(8) .0414(9) .0474(10) .0028(7) .0082(7) -.0039(8) C4b .0376(8) .0385(9) .0367(9) -.0001(7) .0060(7) .0006(7) C4c .0361(8) .0419(9) .0434(9) .0011(7) -.0021(7) -.0031(8) C5 .0501(11) .0506(11) .0630(12) .0069(9) -.0064(9) .0047(9) C6 .0450(11) .0544(12) .090(2) .0145(10) -.0119(11) -.0076(12) C7 .0357(10) .0643(13) .0823(15) .0086(9) .0016(9) -.0199(12) C8 .0387(9) .0627(12) .0541(11) -.0007(9) .0073(8) -.0100(9) C8a .0333(8) .0482(10) .0415(9) .0004(7) .0017(7) -.0060(8) C8b .0379(9) .0430(9) .0413(9) -.0018(7) .0076(7) .0018(7) C8c .0343(8) .0388(9) .0374(8) .0002(7) .0048(7) .0013(7) C8d .0341(8) .0452(10) .0373(9) .0050(7) .0052(6) -.0001(7) C8e .0295(8) .0449(10) .0449(9) .0042(7) .0037(7) -.0068(8) C9 .0446(9) .0372(9) .0478(10) -.0022(8) .0078(8) -.0016(8) C10 .0423(9) .0413(9) .0401(9) .0025(8) .0053(7) -.0033(7) C11 .0589(12) .0630(14) .083(2) -.0097(11) .0199(11) -.0325(12) C12 .0687(15) .086(2) .102(2) -.0059(13) .0333(13) -.053(2) C13 .0489(11) .0789(15) .0674(13) .0027(11) .0202(10) -.0176(12) C14 .0408(10) .0563(12) .0580(11) -.0025(9) .0074(8) -.0068(9) C15 .0431(9) .0439(10) .0473(10) .0005(8) .0073(8) -.0083(8) C16 .0435(10) .0604(12) .0464(10) .0142(9) .0062(8) .0038(9) C17 .0415(9) .0502(10) .0427(10) .0033(8) .0049(7) .0040(8) C18 .0548(11) .0626(13) .0529(11) .0106(10) .0075(9) .0124(10) C19 .0742(14) .0672(14) .0509(12) -.0008(12) .0047(10) .0175(10) C20 .0735(14) .0761(15) .0433(11) -.0215(12) .0155(10) -.0010(10) C21 .0558(12) .092(2) .0564(13) .0036(12) .0181(10) -.0104(12) C22 .0474(10) .0723(14) .0478(11) .0129(10) .0039(8) -.0018(10) C23 .088(2) .0768(15) .0397(11) -.0049(13) -.0009(10) -.0053(10) 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 C4b . 1.402(2) ? O1 C23 . 1.429(2) ? O2 C9 . 1.215(2) ? O3 C16 . 1.232(7) ? O3' C16 . 1.203(11) ? C1 C2 . 1.383(3) ? C1 C8e . 1.390(2) ? C2 C3 . 1.379(3) ? C3 C4 . 1.386(3) ? C4 C4a . 1.383(2) ? C4a C8e . 1.391(2) yes C4a C4b . 1.516(2) yes C4b C4c . 1.532(2) yes C4b C8c . 1.580(2) yes C4c C5 . 1.380(2) ? C4c C8a . 1.384(2) yes C5 C6 . 1.387(3) ? C6 C7 . 1.374(3) ? C7 C8 . 1.377(3) ? C8 C8a . 1.389(2) ? C8a C8b . 1.474(2) yes C8b C8c . 1.501(2) yes C8b C8d . 1.559(2) yes C8c C9 . 1.510(2) ? C8c C8d . 1.517(2) yes C8d C8e . 1.492(2) yes C8d C16 . 1.503(2) ? C9 C10 . 1.482(2) ? C10 C15 . 1.382(2) ? C10 C11 . 1.386(3) ? C11 C12 . 1.374(3) ? C12 C13 . 1.366(3) ? C13 C14 . 1.365(3) ? C14 C15 . 1.383(2) ? C16 C17 . 1.480(2) ? C17 C22 . 1.384(3) ? C17 C18 . 1.387(3) ? C18 C19 . 1.373(3) ? C19 C20 . 1.364(3) ? C20 C21 . 1.374(3) ? C21 C22 . 1.377(3) ?