#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2008820.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2008820 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 1368 _journal_page_last 1369 _publ_section_title ; An N...H-O intramolecular strong hydrogen bond in N-(2-aminophenyl)naphthaldimine ; _space_group_IT_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _[local]_cod_cif_authors_sg_H-M 'P 21' loop_ _publ_author_name 'Govindasamy, L.' 'Velmurugan, D.' 'Rajendran, T.M.' _chemical_formula_sum 'C17 H14 N2 O' _chemical_formula_weight 262.30 _symmetry_cell_setting 'Monoclinic' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.2030(10) _cell_length_b 7.670(2) _cell_length_c 12.197(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.10(3) _cell_angle_gamma 90.00 _cell_volume 665.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.309 _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 N1 0.3483(2) 0.4789(3) 0.43901(15) 0.0638(6) Uani d . 1 . . N H1A 0.3198 0.4216 0.4946 0.077 Uiso calc R 1 . . H H1B 0.2630 0.5024 0.3833 0.077 Uiso calc R 1 . . H N2 0.4290(2) 0.6669(2) 0.26160(12) 0.0461(4) Uani d . 1 . . N O1 0.1029(2) 0.7914(3) 0.19846(12) 0.0652(5) Uani d . 1 . . O H1 0.207(4) 0.748(6) 0.2480(18) 0.098 Uiso calc R 1 . . H C1 0.5767(2) 0.6291(3) 0.34908(13) 0.0426(4) Uani d . 1 . . C C2 0.7600(3) 0.6880(3) 0.35026(16) 0.0520(5) Uani d . 1 . . C H2 0.7896 0.7532 0.2911 0.062 Uiso calc R 1 . . H C3 0.8981(3) 0.6497(4) 0.43941(19) 0.0627(6) Uani d . 1 . . C H3 1.0209 0.6876 0.4398 0.075 Uiso calc R 1 . . H C4 0.8525(3) 0.5549(3) 0.52785(18) 0.0631(6) Uani d . 1 . . C H4 0.9451 0.5298 0.5880 0.076 Uiso calc R 1 . . H C5 0.6720(3) 0.4974(3) 0.52768(16) 0.0558(5) Uani d . 1 . . C H5 0.6438 0.4336 0.5878 0.067 Uiso calc R 1 . . H C6 0.5309(2) 0.5331(3) 0.43917(14) 0.0454(4) Uani d . 1 . . C C7 0.4551(3) 0.6661(3) 0.15934(15) 0.0441(4) Uani d . 1 . . C H7 0.5712 0.6309 0.1429 0.053 Uiso calc R 1 . . H C8 0.3100(2) 0.7181(3) 0.06964(14) 0.0440(4) Uani d . 1 . . C C9 0.1387(3) 0.7826(3) 0.09458(16) 0.0519(5) Uani d . 1 . . C C10 -0.0029(4) 0.8412(4) 0.0087(2) 0.0665(6) Uani d . 1 . . C H10 -0.1152 0.8852 0.0260 0.080 Uiso calc R 1 . . H C11 0.0246(3) 0.8334(4) -0.09881(19) 0.0698(7) Uani d . 1 . . C H11 -0.0698 0.8730 -0.1541 0.084 Uiso calc R 1 . . H C12 0.1926(3) 0.7670(3) -0.12925(17) 0.0555(5) Uani d . 1 . . C C13 0.2193(4) 0.7561(3) -0.24198(17) 0.0693(7) Uani d . 1 . . C H13 0.1241 0.7945 -0.2972 0.083 Uiso calc R 1 . . H C14 0.3784(4) 0.6919(4) -0.27126(17) 0.0725(7) Uani d . 1 . . C H14 0.3915 0.6841 -0.3457 0.087 Uiso calc R 1 . . H C15 0.5230(4) 0.6373(4) -0.18908(19) 0.0694(7) Uani d . 1 . . C H15 0.6337 0.5943 -0.2090 0.083 Uiso calc R 1 . . H C16 0.5044(3) 0.6461(3) -0.07868(16) 0.0570(5) Uani d . 1 . . C H16 0.6033 0.6095 -0.0252 0.068 Uiso calc R 1 . . H C17 0.3379(3) 0.7096(3) -0.04473(14) 0.0471(4) Uani d . 1 . . C 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 N1 0.0526(8) 0.0774(14) 0.0626(10) -0.0073(10) 0.0132(7) 0.0211(10) N2 0.0479(7) 0.0518(10) 0.0388(7) -0.0003(7) 0.0076(5) 0.0011(7) O1 0.0565(8) 0.0857(13) 0.0564(8) 0.0090(8) 0.0185(6) 0.0012(8) C1 0.0449(8) 0.0455(10) 0.0379(8) 0.0019(8) 0.0083(6) -0.0019(7) C2 0.0504(9) 0.0537(12) 0.0542(9) -0.0031(8) 0.0149(7) -0.0041(9) C3 0.0450(9) 0.0612(15) 0.0805(15) -0.0010(10) 0.0058(8) -0.0128(12) C4 0.0597(11) 0.0554(14) 0.0669(13) 0.0101(11) -0.0124(9) -0.0041(11) C5 0.0669(11) 0.0535(13) 0.0454(9) 0.0073(10) 0.0037(8) 0.0052(9) C6 0.0490(9) 0.0462(11) 0.0420(8) 0.0005(8) 0.0101(6) -0.0001(8) C7 0.0477(8) 0.0456(10) 0.0399(8) -0.0007(8) 0.0094(6) -0.0011(7) C8 0.0498(8) 0.0406(10) 0.0417(9) -0.0016(8) 0.0075(6) 0.0010(8) C9 0.0502(9) 0.0518(12) 0.0539(10) 0.0012(9) 0.0084(7) 0.0013(9) C10 0.0539(9) 0.0709(16) 0.0730(13) 0.0127(12) 0.0052(8) 0.0070(13) C11 0.0693(13) 0.0690(17) 0.0641(12) 0.0098(13) -0.0108(9) 0.0121(12) C12 0.0716(12) 0.0455(12) 0.0457(10) -0.0021(10) -0.0021(8) 0.0049(8) C13 0.1036(17) 0.0556(14) 0.0426(10) -0.0016(14) -0.0071(10) 0.0078(10) C14 0.1189(19) 0.0606(14) 0.0389(10) -0.0008(14) 0.0152(11) 0.0032(10) C15 0.0972(17) 0.0644(15) 0.0509(12) 0.0035(14) 0.0247(11) -0.0028(11) C16 0.0715(11) 0.0573(13) 0.0436(9) 0.0069(11) 0.0135(8) 0.0017(9) C17 0.0608(10) 0.0393(10) 0.0405(9) -0.0034(8) 0.0056(7) 0.0030(7) 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 N1 C6 . 1.379(2) yes N1 H1A . 0.8600 ? N1 H1B . 0.8600 ? N2 C7 . 1.290(2) yes N2 C1 . 1.413(2) yes O1 C9 . 1.334(2) yes O1 H1 . 0.9478 ? C1 C2 . 1.393(3) ? C1 C6 . 1.405(2) ? C2 C3 . 1.384(3) ? C2 H2 . 0.9300 ? C3 C4 . 1.383(3) ? C3 H3 . 0.9300 ? C4 C5 . 1.373(3) ? C4 H4 . 0.9300 ? C5 C6 . 1.388(3) ? C5 H5 . 0.9300 ? C7 C8 . 1.444(3) yes C7 H7 . 0.9300 ? C8 C9 . 1.406(3) ? C8 C17 . 1.442(2) yes C9 C10 . 1.415(3) ? C10 C11 . 1.359(4) yes C10 H10 . 0.9300 ? C11 C12 . 1.415(4) ? C11 H11 . 0.9300 ? C12 C13 . 1.421(3) yes C12 C17 . 1.418(3) yes C13 C14 . 1.346(4) yes C13 H13 . 0.9300 ? C14 C15 . 1.391(4) yes C14 H14 . 0.9300 ? C15 C16 . 1.376(3) ? C15 H15 . 0.9300 ? C16 C17 . 1.416(3) ? C16 H16 . 0.9300 ?