data_2200664 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o1043 _journal_page_last o1044 _publ_section_title ; p-Methoxybenzaldehyde 9-fluorenylidenehydrazone ; loop_ _publ_author_name 'Hoong-Kun Fun' 'Suchada Chantrapromma' 'Ibrahim Abdul Razak' 'Anwar Usman' 'Wen Ma' 'Yu Peng Tian' 'Sheng Yi Zhang' 'Wu Jie Ying' 'Fu Xin Xie' _chemical_formula_moiety 'C21 H16 N2 O' _chemical_formula_sum 'C21 H16 N2 O' _chemical_formula_iupac 'C21 H16 N2 O' _chemical_formula_weight 312.36 _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P c a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 22.9292(6) _cell_length_b 9.5033(3) _cell_length_c 7.5152(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1637.59(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.267 _diffrn_ambient_temperature 293(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 -.10511(10) 1.1471(2) .3296(4) .0721(8) Uani d . 1 . . O N1 .04878(12) .5876(3) .2902(5) .0678(9) Uani d . 1 . . N N2 .06588(12) .4479(2) .3307(4) .0626(8) Uani d . 1 . . N C1 .00027(12) .8645(3) .2518(5) .0579(9) Uani d . 1 . . C H1A .0366 .8495 .1999 .070 Uiso calc R 1 . . H C2 -.02362(14) .9980(3) .2463(5) .0584(9) Uani d . 1 . . C H2A -.0037 1.0717 .1921 .070 Uiso calc R 1 . . H C3 -.07783(13) 1.0199(3) .3231(5) .0525(8) Uani d . 1 . . C C4 -.10676(14) .9104(3) .4018(5) .0592(9) Uani d . 1 . . C H4A -.1430 .9254 .4540 .071 Uiso calc R 1 . . H C5 -.08262(15) .7795(3) .4040(5) .0601(9) Uani d . 1 . . C H5A -.1032 .7056 .4553 .072 Uiso calc R 1 . . H C6 -.02760(13) .7537(3) .3311(4) .0504(8) Uani d . 1 . . C C7 -.00173(14) .6147(3) .3481(5) .0579(9) Uani d . 1 . . C H7A -.0230 .5437 .4032 .070 Uiso calc R 1 . . H C8 .11957(14) .4243(3) .2910(4) .0506(8) Uani d . 1 . . C C9 .14565(14) .2831(3) .3218(4) .0533(8) Uani d . 1 . . C C10 .12210(17) .1625(3) .3896(5) .0666(10) Uani d . 1 . . C H10A .0837 .1609 .4292 .080 Uiso calc R 1 . . H C11 .1562(2) .0431(4) .3985(6) .0803(12) Uani d . 1 . . C H11A .1407 -.0401 .4433 .096 Uiso calc R 1 . . H C12 .2133(2) .0472(4) .3409(6) .0797(12) Uani d . 1 . . C H12A .2359 -.0339 .3472 .096 Uiso calc R 1 . . H C13 .23738(17) .1685(4) .2745(6) .0727(11) Uani d . 1 . . C H13A .2759 .1697 .2355 .087 Uiso calc R 1 . . H C14 .20386(14) .2882(3) .2662(5) .0553(9) Uani d . 1 . . C C15 .21708(14) .4309(3) .2045(4) .0566(9) Uani d . 1 . . C C16 .26881(15) .4906(4) .1473(5) .0685(10) Uani d . 1 . . C H16A .3028 .4375 .1426 .082 Uiso calc R 1 . . H C17 .26909(18) .6319(5) .0968(5) .0774(12) Uani d . 1 . . C H17A .3037 .6738 .0604 .093 Uiso calc R 1 . . H C18 .21857(19) .7095(4) .1005(5) .0742(11) Uani d . 1 . . C H18A .2193 .8025 .0621 .089 Uiso calc R 1 . . H C19 .16691(15) .6525(3) .1598(5) .0623(9) Uani d . 1 . . C H19A .1332 .7066 .1644 .075 Uiso calc R 1 . . H C20 .16623(14) .5129(3) .2124(4) .0519(8) Uani d . 1 . . C C21 -.07641(17) 1.2673(3) .2620(7) .0944(16) Uani d . 1 . . C H21A -.0998 1.3492 .2839 .142 Uiso calc R 1 . . H H21B -.0705 1.2565 .1363 .142 Uiso calc R 1 . . H H21C -.0393 1.2778 .3199 .142 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 .0616(14) .0537(13) .101(2) .0088(11) .0070(15) -.0077(14) N1 .0580(19) .0541(16) .091(2) .0077(13) .0126(18) .0131(17) N2 .0596(18) .0463(15) .082(2) .0024(12) .0053(16) .0073(15) C1 .0442(18) .0590(19) .071(2) .0017(15) .0085(18) .0057(19) C2 .052(2) .0497(18) .074(2) -.0012(16) .0063(18) .0029(18) C3 .0507(19) .0472(18) .060(2) .0048(14) -.0017(18) -.0083(17) C4 .046(2) .063(2) .069(2) .0006(16) .0136(17) -.0043(19) C5 .055(2) .059(2) .066(2) -.0067(16) .0094(18) .0035(18) C6 .0483(19) .0493(18) .0535(18) .0015(14) .0017(17) -.0002(17) C7 .057(2) .0502(19) .067(2) -.0036(15) .0051(18) -.0028(18) C8 .054(2) .0438(17) .054(2) -.0010(14) -.0041(16) -.0040(15) C9 .064(2) .0417(18) .054(2) .0049(14) -.0088(18) -.0023(16) C10 .081(3) .051(2) .068(2) .0019(18) -.007(2) .0036(19) C11 .118(4) .047(2) .076(3) .006(2) -.016(3) .008(2) C12 .110(3) .060(2) .069(3) .037(2) -.019(3) -.001(2) C13 .084(3) .068(2) .067(3) .027(2) -.012(2) -.004(2) C14 .064(2) .0528(19) .049(2) .0116(15) -.0105(17) -.0088(17) C15 .058(2) .068(2) .0443(19) .0060(17) -.0020(16) -.0071(17) C16 .059(2) .090(3) .056(2) .0039(19) .0104(18) -.016(2) C17 .081(3) .089(3) .062(3) -.021(2) .017(2) -.005(2) C18 .091(3) .067(2) .064(3) -.009(2) .016(2) .005(2) C19 .069(2) .059(2) .059(2) .0002(18) .0001(19) .0027(18) C20 .055(2) .0538(18) .0470(17) .0018(15) -.0021(15) -.0008(15) C21 .082(3) .051(2) .151(5) .0047(18) .006(3) .010(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 C3 . 1.362(4) ? O1 C21 . 1.413(4) ? N1 C7 . 1.264(4) yes N1 N2 . 1.418(3) yes N2 C8 . 1.286(4) yes C1 C6 . 1.369(4) ? C1 C2 . 1.382(4) ? C1 H1A . .9300 ? C2 C3 . 1.386(4) ? C2 H2A . .9300 ? C3 C4 . 1.368(5) ? C4 C5 . 1.361(4) ? C4 H4A . .9300 ? C5 C6 . 1.397(4) ? C5 H5A . .9300 ? C6 C7 . 1.453(4) yes C7 H7A . .9300 ? C8 C20 . 1.485(4) yes C8 C9 . 1.487(4) yes C9 C10 . 1.366(4) ? C9 C14 . 1.399(4) ? C10 C11 . 1.380(5) ? C10 H10A . .9300 ? C11 C12 . 1.380(5) ? C11 H11A . .9300 ? C12 C13 . 1.372(5) ? C12 H12A . .9300 ? C13 C14 . 1.375(4) ? C13 H13A . .9300 ? C14 C15 . 1.465(4) ? C15 C16 . 1.384(4) ? C15 C20 . 1.404(4) ? C16 C17 . 1.395(5) ? C16 H16A . .9300 ? C17 C18 . 1.374(5) ? C17 H17A . .9300 ? C18 C19 . 1.377(5) ? C18 H18A . .9300 ? C19 C20 . 1.384(4) ? C19 H19A . .9300 ? C21 H21A . .9600 ? C21 H21B . .9600 ? C21 H21C . .9600 ?