data_2200029 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o35 _journal_page_last o36 _publ_section_title ; 2-[(2-Phenyl-1,3-oxazol-4-yl)methyl]-2H-1,2,3-benzotriazole ; loop_ _publ_author_name 'Swaleh, Sauda, M.' 'Ziemer, Burkhard' _chemical_formula_sum 'C16 H12 N4 O' _chemical_formula_iupac 'C16 H12 N4 O' _chemical_formula_weight 276.30 _chemical_melting_point 376.0(10) _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 14.880(2) _cell_length_b 4.6251(5) _cell_length_c 20.043(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.963(19) _cell_angle_gamma 90.00 _cell_volume 1354.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _exptl_crystal_density_diffrn 1.355 _diffrn_ambient_temperature 180(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 C2 .06870(17) .0245(7) .15417(12) .0290(7) Uani d . 1 . . C C3 .05480(11) -.1832(4) .20681(8) .0299(7) Uani d G 1 . . C C4 -.03202(10) -.2286(5) .22091(9) .0388(8) Uani d G 1 . . C H4 -.0832 -.1295 .1955 .047 Uiso calc R 1 . . H C5 -.04392(10) -.4190(5) .27219(9) .0428(8) Uani d G 1 . . C H5 -.1033 -.4500 .2818 .051 Uiso calc R 1 . . H C6 .03101(13) -.5640(5) .30936(8) .0428(8) Uani d G 1 . . C H6 .0229 -.6941 .3444 .051 Uiso calc R 1 . . H C7 .11784(11) -.5186(5) .29525(9) .0442(9) Uani d G 1 . . C H7 .1690 -.6177 .3207 .053 Uiso calc R 1 . . H C8 .12973(9) -.3283(5) .24398(9) .0365(8) Uani d G 1 . . C H8 .1891 -.2973 .2343 .044 Uiso calc R 1 . . H C10 .11906(17) .3114(7) .08632(12) .0289(7) Uani d . 1 . . C C11 .02861(19) .3590(8) .07827(13) .0341(7) Uani d . 1 . . C H11 -.0056 .4953 .0482 .041 Uiso calc R 1 . . H C12 .18829(19) .4713(8) .05463(13) .0338(7) Uani d . 1 . . C H12A .1577 .6342 .0273 .041 Uiso calc R 1 . . H H12B .2360 .5527 .0910 .041 Uiso calc R 1 . . H C15 .33320(17) .0634(7) -.02953(12) .0276(7) Uani d . 1 . . C C16 .41368(18) -.0574(8) -.04677(13) .0365(8) Uani d . 1 . . C H16 .4729 -.0091 -.0222 .044 Uiso calc R 1 . . H C17 .40213(19) -.2448(8) -.09988(13) .0375(8) Uani d . 1 . . C H17 .4547 -.3306 -.1122 .045 Uiso calc R 1 . . H C18 .3142(2) -.3174(9) -.13784(14) .0429(9) Uani d . 1 . . C H18 .3096 -.4504 -.1744 .051 Uiso calc R 1 . . H C19 .23539(19) -.1991(8) -.12267(13) .0409(9) Uani d . 1 . . C H19 .1767 -.2456 -.1484 .049 Uiso calc R 1 . . H C20 .24579(17) -.0055(7) -.06717(12) .0293(7) Uani d . 1 . . C C32 .28777(18) .1186(7) .50472(13) .0311(7) Uani d . 1 . . C C33 .22925(12) -.0908(4) .53084(8) .0339(7) Uani d G 1 . . C C34 .24384(13) -.1601(5) .59954(8) .0446(9) Uani d G 1 . . C H34 .2931 -.0741 .6302 .054 Uiso calc R 1 . . H C35 .18629(15) -.3553(5) .62338(7) .0502(9) Uani d G 1 . . C H35 .1963 -.4027 .6703 .060 Uiso calc R 1 . . H C36 .11415(14) -.4811(5) .57853(10) .0525(10) Uani d G 1 . . C H36 .0748 -.6145 .5948 .063 Uiso calc R 1 . . H C37 .09956(12) -.4118(5) .50984(9) .0493(9) Uani d G 1 . . C H37 .0502 -.4978 .4792 .059 Uiso calc R 1 . . H C38 .15710(13) -.2166(5) .48599(7) .0402(8) Uani d G 1 . . C H38 .1471 -.1692 .4390 .048 Uiso calc R 1 . . H C40 .35437(17) .4084(8) .44633(13) .0301(7) Uani d . 1 . . C C41 .39498(19) .4419(8) .51185(13) .0365(8) Uani d . 1 . . C H41 .4438 .5709 .5284 .044 Uiso calc R 1 . . H C42 .37294(19) .5678(8) .38533(12) .0339(7) Uani d . 1 . . C H42A .3168 .6707 .3631 .041 Uiso calc R 1 . . H H42B .4214 .7136 .3998 .041 Uiso calc R 1 . . H C45 .39843(17) .1057(7) .25065(13) .0289(7) Uani d . 1 . . C C46 .37797(18) -.0470(8) .18831(13) .0347(8) Uani d . 1 . . C H46 .3214 -.0214 .1577 .042 Uiso calc R 1 . . H C47 .44326(19) -.2325(8) .17417(13) .0371(8) Uani d . 1 . . C H47 .4317 -.3381 .1328 .045 Uiso calc R 1 . . H C48 .5284(2) -.2719(8) .21994(13) .0390(8) Uani d . 1 . . C H48 .5717 -.4050 .2084 .047 Uiso calc R 1 . . H C49 .54947(19) -.1230(8) .28005(13) .0359(8) Uani d . 1 . . C H49 .6067 -.1478 .3099 .043 Uiso calc R 1 . . H C50 .48256(18) .0686(7) .29570(12) .0289(7) Uani d . 1 . . C O1 -.00585(11) .1743(5) .12147(8) .0339(5) Uani d . 1 . . O O31 .35385(12) .2580(5) .55065(8) .0370(5) Uani d . 1 . . O N9 .14449(14) .0937(6) .13455(10) .0312(6) Uani d . 1 . . N N13 .23177(14) .2829(6) .01091(10) .0297(6) Uani d . 1 . . N N14 .32274(14) .2526(6) .02065(10) .0324(6) Uani d . 1 . . N N21 .18141(15) .1361(6) -.04007(11) .0353(7) Uani d . 1 . . N N39 .28587(15) .1994(6) .44192(10) .0316(6) Uani d . 1 . . N N43 .40198(14) .3690(6) .33659(10) .0295(6) Uani d . 1 . . N N44 .34733(14) .3007(6) .27797(10) .0323(6) Uani d . 1 . . N N51 .48369(14) .2369(6) .35103(10) .0316(6) Uani d . 1 . . N 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 C2 .0254(14) .031(2) .0306(14) .0006(13) .0058(11) -.0050(13) C3 .0315(14) .032(2) .0276(13) -.0026(14) .0091(11) -.0060(13) C4 .0351(15) .039(2) .0460(16) .0047(15) .0175(13) .0017(16) C5 .0453(18) .045(2) .0445(16) -.0048(17) .0237(14) -.0016(17) C6 .058(2) .041(2) .0314(14) -.0082(18) .0134(14) .0012(15) C7 .0414(17) .052(3) .0361(16) -.0041(17) -.0010(13) .0039(16) C8 .0362(16) .041(2) .0338(14) -.0053(15) .0099(12) -.0031(14) C10 .0310(15) .030(2) .0270(13) -.0003(14) .0086(11) -.0068(13) C11 .0368(16) .038(2) .0301(13) .0038(15) .0117(11) .0022(14) C12 .0383(16) .027(2) .0396(15) -.0052(15) .0166(12) -.0043(14) C15 .0295(14) .0276(19) .0266(13) -.0030(13) .0077(11) .0028(13) C16 .0268(14) .046(2) .0372(15) -.0009(15) .0063(11) .0022(15) C17 .0365(16) .040(2) .0407(15) .0038(16) .0182(12) .0041(16) C18 .0443(18) .051(3) .0368(15) -.0085(17) .0171(13) -.0099(15) C19 .0341(16) .053(3) .0375(15) -.0121(16) .0112(12) -.0099(16) C20 .0278(14) .034(2) .0287(13) -.0053(13) .0120(11) .0008(13) C32 .0321(15) .028(2) .0340(14) .0076(14) .0084(12) -.0020(13) C33 .0370(16) .032(2) .0370(14) .0093(15) .0179(12) .0029(14) C34 .0557(19) .042(3) .0400(16) .0029(18) .0196(14) .0038(16) C35 .066(2) .047(3) .0452(17) .009(2) .0301(17) .0077(17) C36 .058(2) .039(3) .073(2) .0071(18) .0421(18) .0106(19) C37 .0434(18) .044(3) .065(2) .0016(17) .0224(16) .0014(19) C38 .0408(16) .038(2) .0456(16) .0040(16) .0184(13) .0029(16) C40 .0254(14) .031(2) .0345(15) .0036(13) .0064(11) -.0049(13) C41 .0332(15) .039(2) .0384(16) -.0007(15) .0101(12) -.0038(15) C42 .0373(16) .031(2) .0346(14) .0017(15) .0099(12) .0015(14) C45 .0262(14) .033(2) .0297(13) .0001(14) .0111(11) .0062(13) C46 .0331(15) .041(2) .0313(14) -.0033(15) .0087(12) .0036(14) C47 .0421(16) .043(2) .0301(13) -.0053(17) .0154(12) -.0013(15) C48 .0434(17) .040(2) .0388(15) .0059(16) .0213(13) .0069(16) C49 .0341(15) .042(2) .0330(14) .0048(15) .0098(12) .0063(15) C50 .0292(14) .0314(19) .0276(13) -.0003(14) .0096(11) .0071(13) O1 .0243(10) .0412(16) .0376(10) .0033(9) .0099(8) .0029(10) O31 .0407(11) .0414(15) .0288(9) .0010(11) .0067(8) -.0010(10) N9 .0256(11) .0378(18) .0312(12) .0016(12) .0079(9) -.0030(12) N13 .0305(12) .0317(17) .0291(11) -.0044(12) .0117(9) -.0013(11) N14 .0279(12) .0392(18) .0309(11) -.0016(12) .0074(9) .0018(12) N21 .0292(12) .042(2) .0362(12) -.0055(12) .0107(10) -.0055(12) N39 .0330(13) .0344(18) .0283(11) .0033(12) .0079(9) -.0016(11) N43 .0293(12) .0318(17) .0288(11) .0019(11) .0090(9) .0036(11) N44 .0273(12) .0398(19) .0297(11) -.0029(12) .0049(9) .0046(11) N51 .0316(12) .0348(17) .0289(11) .0045(12) .0072(9) .0039(12) 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 C2 N9 . 1.303(3) ? C2 O1 . 1.365(3) ? C2 C3 . 1.470(3) ? C3 C4 . 1.390 ? C3 C8 . 1.390 ? C4 C5 . 1.390 ? C4 H4 . .950 ? C5 C6 . 1.390 ? C5 H5 . .950 ? C6 C7 . 1.390 ? C6 H6 . .950 ? C7 C8 . 1.390 ? C7 H7 . .950 ? C8 H8 . .950 ? C10 C11 . 1.343(4) ? C10 N9 . 1.397(4) ? C10 C12 . 1.504(4) ? C11 O1 . 1.382(3) ? C11 H11 . .950 ? C12 N13 . 1.470(4) ? C12 H12A . .990 ? C12 H12B . .990 ? C15 N14 . 1.364(4) ? C15 C20 . 1.410(4) ? C15 C16 . 1.422(4) ? C16 C17 . 1.358(4) ? C16 H16 . .950 ? C17 C18 . 1.423(4) ? C17 H17 . .950 ? C18 C19 . 1.379(4) ? C18 H18 . .950 ? C19 C20 . 1.413(4) ? C19 H19 . .950 ? C20 N21 . 1.356(4) ? C32 N39 . 1.308(3) ? C32 O31 . 1.373(3) ? C32 C33 . 1.464(3) ? C33 C34 . 1.390 ? C33 C38 . 1.390 ? C34 C35 . 1.390 ? C34 H34 . .950 ? C35 C36 . 1.390 ? C35 H35 . .950 ? C36 C37 . 1.390 ? C36 H36 . .950 ? C37 C38 . 1.390 ? C37 H37 . .950 ? C38 H38 . .950 ? C40 C41 . 1.346(4) ? C40 N39 . 1.395(4) ? C40 C42 . 1.498(4) ? C41 O31 . 1.372(4) ? C41 H41 . .950 ? C42 N43 . 1.465(4) ? C42 H42A . .990 ? C42 H42B . .990 ? C45 N44 . 1.360(4) ? C45 C50 . 1.408(4) ? C45 C46 . 1.417(4) ? C46 C47 . 1.366(4) ? C46 H46 . .950 ? C47 C48 . 1.428(4) ? C47 H47 . .950 ? C48 C49 . 1.371(4) ? C48 H48 . .950 ? C49 C50 . 1.412(4) ? C49 H49 . .950 ? C50 N51 . 1.352(4) ? N13 N21 . 1.332(3) ? N13 N14 . 1.338(3) ? N43 N44 . 1.333(3) ? N43 N51 . 1.342(3) ?