data_2202264 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2003 _journal_volume 59 _journal_page_first o1004 _journal_page_last o1005 _publ_section_title ; o-Methoxy-N-phenylbenzohydroxamic acid ; loop_ _publ_author_name 'Elhadi Elbay Saad' 'Yang Farina' 'Bohari M. Yamin' _chemical_formula_moiety 'C14 H13 N O3' _chemical_formula_sum 'C14 H13 N O3' _chemical_formula_iupac 'C14 H13 N O3' _chemical_formula_weight 243.25 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.451(3) _cell_length_b 8.3709(13) _cell_length_c 14.921(2) _cell_angle_alpha 90.00 _cell_angle_beta 118.531(3) _cell_angle_gamma 90.00 _cell_volume 2463.6(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.312 _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 0.26350(6) 0.88494(14) 0.12891(7) 0.0727(4) Uani d . 1 . . O H1A 0.2451 0.8431 0.0724 0.109 Uiso calc R 1 . . H O2 0.31734(5) 0.65663(14) 0.07502(7) 0.0606(3) Uani d . 1 . . O O3 0.45786(5) 0.77742(14) 0.31765(8) 0.0679(3) Uani d . 1 . . O N1 0.30728(6) 0.77572(14) 0.20054(8) 0.0486(3) Uani d . 1 . . N C1 0.31973(7) 0.68471(17) 0.36362(10) 0.0490(3) Uani d . 1 . . C H1B 0.3165 0.5792 0.3422 0.059 Uiso calc R 1 . . H C2 0.32723(8) 0.7194(2) 0.45915(11) 0.0597(4) Uani d . 1 . . C H2A 0.3298 0.6369 0.5026 0.072 Uiso calc R 1 . . H C3 0.33084(8) 0.8751(2) 0.49009(11) 0.0653(4) Uani d . 1 . . C H3A 0.3358 0.8977 0.5543 0.078 Uiso calc R 1 . . H C4 0.32725(7) 0.9970(2) 0.42680(11) 0.0616(4) Uani d . 1 . . C H4A 0.3294 1.1023 0.4480 0.074 Uiso calc R 1 . . H C5 0.32045(7) 0.96475(17) 0.33104(11) 0.0529(3) Uani d . 1 . . C H5A 0.3181 1.0478 0.2881 0.064 Uiso calc R 1 . . H C6 0.31715(6) 0.80803(16) 0.30051(9) 0.0437(3) Uani d . 1 . . C C7 0.33543(6) 0.66695(16) 0.16711(9) 0.0453(3) Uani d . 1 . . C C8 0.38821(6) 0.55763(17) 0.24190(9) 0.0453(3) Uani d . 1 . . C C9 0.37689(7) 0.39490(19) 0.23187(11) 0.0552(4) Uani d . 1 . . C H9A 0.3352 0.3559 0.1826 0.066 Uiso calc R 1 . . H C10 0.42684(9) 0.2898(2) 0.29427(14) 0.0684(4) Uani d . 1 . . C H10A 0.4191 0.1802 0.2877 0.082 Uiso calc R 1 . . H C11 0.48836(9) 0.3493(2) 0.36647(13) 0.0722(5) Uani d . 1 . . C H11A 0.5221 0.2786 0.4086 0.087 Uiso calc R 1 . . H C12 0.50103(7) 0.5099(2) 0.37769(11) 0.0638(4) Uani d . 1 . . C H12A 0.5430 0.5475 0.4268 0.077 Uiso calc R 1 . . H C13 0.45093(7) 0.61640(19) 0.31543(9) 0.0506(3) Uani d . 1 . . C C14 0.52019(9) 0.8451(2) 0.39225(15) 0.0855(6) Uani d . 1 . . C H14A 0.5183 0.9592 0.3850 0.128 Uiso calc R 1 . . H H14B 0.5568 0.8043 0.3828 0.128 Uiso calc R 1 . . H H14C 0.5275 0.8174 0.4592 0.128 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 0.0888(8) 0.0716(7) 0.0385(5) 0.0328(6) 0.0149(5) 0.0087(5) O2 0.0616(6) 0.0812(7) 0.0329(5) 0.0130(5) 0.0176(4) 0.0033(4) O3 0.0464(6) 0.0718(8) 0.0695(7) -0.0063(5) 0.0149(5) -0.0083(5) N1 0.0502(6) 0.0547(7) 0.0347(5) 0.0101(5) 0.0154(5) 0.0065(5) C1 0.0468(7) 0.0557(8) 0.0441(7) -0.0014(6) 0.0213(6) -0.0010(6) C2 0.0601(9) 0.0766(11) 0.0448(7) 0.0012(7) 0.0270(7) 0.0041(7) C3 0.0599(9) 0.0905(12) 0.0415(7) 0.0036(8) 0.0211(7) -0.0098(8) C4 0.0504(8) 0.0654(9) 0.0540(8) 0.0007(7) 0.0129(6) -0.0177(7) C5 0.0456(7) 0.0552(8) 0.0480(7) -0.0008(6) 0.0143(6) -0.0001(6) C6 0.0348(6) 0.0550(8) 0.0362(6) 0.0003(5) 0.0128(5) -0.0007(5) C7 0.0398(6) 0.0575(8) 0.0341(6) -0.0006(5) 0.0141(5) 0.0009(5) C8 0.0411(6) 0.0613(8) 0.0345(6) 0.0052(5) 0.0188(5) 0.0027(5) C9 0.0497(7) 0.0635(9) 0.0501(7) 0.0028(6) 0.0221(6) 0.0019(6) C10 0.0670(10) 0.0629(10) 0.0756(10) 0.0119(8) 0.0343(9) 0.0151(8) C11 0.0574(9) 0.0854(13) 0.0658(10) 0.0233(8) 0.0230(8) 0.0234(9) C12 0.0439(8) 0.0914(12) 0.0471(7) 0.0090(7) 0.0145(6) 0.0038(8) C13 0.0421(6) 0.0695(9) 0.0397(6) 0.0024(6) 0.0190(5) -0.0009(6) C14 0.0601(10) 0.0968(14) 0.0812(12) -0.0163(9) 0.0188(9) -0.0276(11) 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 N1 . 1.3931(14) yes O1 H1A . 0.8200 ? O2 C7 . 1.2359(15) yes O3 C13 . 1.3554(19) yes O3 C14 . 1.4251(19) yes N1 C7 . 1.3335(17) yes N1 C6 . 1.4252(16) yes C1 C6 . 1.3797(19) ? C1 C2 . 1.384(2) ? C1 H1B . 0.9300 ? C2 C3 . 1.372(2) ? C2 H2A . 0.9300 ? C3 C4 . 1.367(2) ? C3 H3A . 0.9300 ? C4 C5 . 1.389(2) ? C4 H4A . 0.9300 ? C5 C6 . 1.3791(19) ? C5 H5A . 0.9300 ? C7 C8 . 1.4912(17) ? C8 C9 . 1.381(2) ? C8 C13 . 1.3975(18) ? C9 C10 . 1.379(2) ? C9 H9A . 0.9300 ? C10 C11 . 1.377(3) ? C10 H10A . 0.9300 ? C11 C12 . 1.368(2) ? C11 H11A . 0.9300 ? C12 C13 . 1.387(2) ? C12 H12A . 0.9300 ? C14 H14A . 0.9600 ? C14 H14B . 0.9600 ? C14 H14C . 0.9600 ?