data_2011710 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 58 _journal_page_last 61 _publ_section_title ; Structural characterisation of 1-methylindole-3-carboxyaldehyde oxime derivatives ; loop_ _publ_author_name 'Janes, Robert W.' 'Potter, Brian S.' 'Naylor, Matthew A.' 'Ferguson, Amanda C.' 'Patel, Kantilal B.' 'Stratford, Michael R. L.' 'Wardman, Peter' 'Everett, Steven A.' _chemical_formula_moiety 'C10 H10 N2 O' _chemical_formula_sum 'C10 H10 N2 O' _chemical_formula_weight 174.20 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 13.462(4) _cell_length_b 5.079(4) _cell_length_c 14.127(4) _cell_angle_alpha 90.00(4) _cell_angle_beta 111.53(4) _cell_angle_gamma 90.00(4) _cell_volume 898.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.288 _diffrn_ambient_temperature 273(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 C3A .5915(4) -.0522(12) .4021(4) .0574(16) Uani d . 1 . . C H3A .6174 -.1859 .4498 .069 Uiso calc R 1 . . H C4A .5035(5) .0968(12) .4003(4) .0592(16) Uani d . 1 . . C H4A .4727 .0612 .4481 .071 Uiso calc R 1 . . H C5A .4612(4) .2920(11) .3312(4) .0521(14) Uani d . 1 . . C H5A .4019 .3881 .3300 .062 Uiso calc R 1 . . H C6A .5111(4) .3404(10) .2627(3) .0430(12) Uani d . 1 . . C C7A .5993(4) .1984(11) .2623(3) .0422(12) Uani d . 1 . . C C8A .6398(4) -.0019(11) .3337(3) .0495(14) Uani d . 1 . . C H8A .6987 -.0998 .3349 .059 Uiso calc R 1 . . H N9A .4862(3) .5222(9) .1848(3) .0480(11) Uani d . 1 . . N C10A .3985(4) .7108(13) .1589(4) .0634(16) Uani d . 1 . . C H10A .3318 .6180 .1356 .076 Uiso calc R 1 . . H H10B .4015 .8258 .1061 .076 Uiso calc R 1 . . H H10C .4046 .8128 .2180 .076 Uiso calc R 1 . . H C11A .5579(4) .4987(12) .1386(4) .0511(14) Uani d . 1 . . C H11A .5582 .6018 .0843 .061 Uiso calc R 1 . . H C12A .6292(4) .3043(11) .1822(4) .0446(12) Uani d . 1 . . C C13A .7159(4) .2069(12) .1558(4) .0541(14) Uani d . 1 . . C H13A .7419 .0429 .1830 .065 Uiso calc R 1 . . H N14A .7636(4) .3104(10) .1005(3) .0555(12) Uani d . 1 . . N O15A .7183(3) .5535(8) .0633(3) .0619(11) Uani d . 1 . . O H15A .7547 .6282 .0359 .074 Uiso calc R 1 . . H C3B .2078(5) -.0388(13) .4410(4) .0666(18) Uani d . 1 . . C H3B .2502 -.1742 .4793 .080 Uiso calc R 1 . . H C4B .1470(5) .1116(14) .4822(4) .0633(18) Uani d . 1 . . C H4B .1502 .0758 .5478 .076 Uiso calc R 1 . . H C5B .0828(4) .3106(12) .4281(4) .0566(15) Uani d . 1 . . C H5B .0426 .4110 .4559 .068 Uiso calc R 1 . . H C6B .0796(4) .3584(11) .3296(4) .0470(14) Uani d . 1 . . C C7B .1405(4) .2096(11) .2868(3) .0422(12) Uani d . 1 . . C C8B .2059(4) .0100(12) .3445(4) .0552(15) Uani d . 1 . . C H8B .2478 -.0891 .3182 .066 Uiso calc R 1 . . H N9B .0238(3) .5404(9) .2585(3) .0494(11) Uani d . 1 . . N C10B -.0516(4) .7270(13) .2715(4) .0624(17) Uani d . 1 . . C H10D -.1132 .6345 .2728 .075 Uiso calc R 1 . . H H10E -.0728 .8498 .2160 .075 Uiso calc R 1 . . H H10F -.0186 .8203 .3344 .075 Uiso calc R 1 . . H C11B .0479(4) .5174(12) .1741(4) .0483(13) Uani d . 1 . . C H11B .0199 .6216 .1162 .058 Uiso calc R 1 . . H C12B .1203(4) .3157(12) .1870(3) .0442(12) Uani d . 1 . . C C13B .1646(4) .2138(12) .1169(4) .0532(14) Uani d . 1 . . C H13B .1941 .0467 .1334 .064 Uiso calc R 1 . . H N14B .1714(3) .3096(9) .0351(3) .0528(12) Uani d . 1 . . N O15B .1212(3) .5558(8) .0115(3) .0604(11) Uani d . 1 . . O H15B .1402 .6307 -.0304 .073 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 C3A .073(4) .050(4) .055(3) .000(3) .030(3) .008(3) C4A .072(4) .060(4) .056(3) -.009(4) .036(3) -.006(3) C5A .063(3) .048(4) .057(3) .001(3) .035(3) -.008(3) C6A .055(3) .035(3) .042(3) -.002(3) .022(2) -.002(3) C7A .049(3) .037(3) .043(3) -.005(3) .020(2) .001(3) C8A .060(3) .047(4) .047(3) .001(3) .025(3) .005(3) N9A .056(3) .040(3) .050(2) .009(3) .021(2) .001(2) C10A .061(4) .048(4) .078(4) .009(3) .022(3) .004(3) C11A .062(3) .046(4) .050(3) -.003(3) .026(3) .000(3) C12A .057(3) .037(3) .045(3) .000(3) .026(3) -.004(3) C13A .071(4) .043(3) .055(3) .001(3) .032(3) .004(3) N14A .069(3) .051(3) .053(3) -.004(3) .030(2) -.008(3) O15A .083(3) .052(3) .067(2) -.006(2) .047(2) .005(2) C3B .070(4) .066(5) .058(3) -.006(4) .017(3) .013(3) C4B .072(4) .074(5) .042(3) -.014(4) .020(3) .002(3) C5B .069(4) .059(4) .047(3) -.014(4) .027(3) -.015(3) C6B .053(3) .041(4) .050(3) -.011(3) .024(3) -.005(3) C7B .052(3) .037(3) .041(3) -.006(3) .021(2) .002(2) C8B .057(3) .048(4) .064(3) .000(3) .026(3) -.002(3) N9B .047(3) .048(3) .059(3) .005(3) .026(2) -.008(3) C10B .060(4) .061(4) .069(4) .004(3) .027(3) -.018(3) C11B .059(3) .048(3) .043(3) -.006(3) .025(3) -.006(3) C12B .053(3) .040(3) .046(3) .001(3) .026(3) .000(3) C13B .073(4) .034(3) .062(3) .007(3) .037(3) .001(3) N14B .063(3) .046(3) .056(3) .000(3) .030(2) -.009(3) O15B .081(3) .051(3) .065(3) .010(2) .046(2) .011(2) 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 C3A C8A . 1.372(6) yes C3A C4A . 1.398(7) yes C4A C5A . 1.361(7) yes C5A C6A . 1.388(6) yes C6A N9A . 1.380(6) yes C6A C7A . 1.390(6) yes C7A C8A . 1.395(7) yes C7A C12A . 1.438(6) yes N9A C11A . 1.355(6) yes N9A C10A . 1.459(6) yes C11A C12A . 1.357(7) yes C12A C13A . 1.437(7) yes C13A N14A . 1.292(6) yes N14A O15A . 1.392(6) yes C3B C8B . 1.377(6) no C3B C4B . 1.393(8) no C4B C5B . 1.367(8) no C5B C6B . 1.397(7) no C6B N9B . 1.369(6) no C6B C7B . 1.404(7) no C7B C8B . 1.393(7) no C7B C12B . 1.439(6) no N9B C11B . 1.349(5) no N9B C10B . 1.449(6) no C11B C12B . 1.380(7) no C12B C13B . 1.427(6) no C13B N14B . 1.288(6) yes N14B O15B . 1.402(6) yes