#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/38/2013851.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_2013851 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o28 _journal_page_last o32 _publ_section_title ; Three N-benzoyloxy-benzamidines: sheet structures built from hard and soft hydrogen bonds and aromatic \p...\p stacking interactions ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Carvalho, Carlos E. M.' 'Wardell, Solange M. S. V.' 'Wardell, James L.' 'Skakle, Janet M. S.,' 'Low, John N.' 'Glidewell, Christopher' _chemical_formula_moiety 'C14 H12 N2 O3' _chemical_formula_sum 'C14 H12 N2 O3' _chemical_formula_iupac 'C14 H12 N2 O3' _chemical_formula_weight 256.26 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 4.6463(3) _cell_length_b 22.1280(13) _cell_length_c 11.9551(9) _cell_angle_alpha 90.00 _cell_angle_beta 99.202(3) _cell_angle_gamma 90.00 _cell_volume 1213.33(14) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _exptl_crystal_density_diffrn 1.403 _diffrn_ambient_temperature 120(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 0.3688(3) 0.18366(6) 0.20049(11) 0.0294(4) Uani d . 1 . . O O5 0.2346(3) 0.15005(7) 0.02115(12) 0.0383(4) Uani d . 1 . . O O121 0.7525(3) 0.28621(7) 0.00167(11) 0.0359(4) Uani d . 1 . . O N2 0.5570(4) 0.22553(8) 0.15460(14) 0.0289(5) Uani d . 1 . . N N4 0.6513(4) 0.25484(8) 0.34554(14) 0.0301(5) Uani d . 1 . . N C3 0.6859(4) 0.25965(9) 0.23640(17) 0.0240(5) Uani d . 1 . . C C5 0.2209(4) 0.14696(9) 0.12101(18) 0.0268(5) Uani d . 1 . . C C11 0.8891(4) 0.30561(9) 0.20344(16) 0.0241(5) Uani d . 1 . . C C12 0.9117(4) 0.31623(9) 0.09000(17) 0.0252(5) Uani d . 1 . . C C13 1.1034(5) 0.35978(10) 0.06161(17) 0.0314(6) Uani d . 1 . . C C14 1.2743(4) 0.39237(9) 0.14485(18) 0.0302(5) Uani d . 1 . . C C15 1.2559(5) 0.38254(9) 0.25700(18) 0.0305(5) Uani d . 1 . . C C16 1.0651(4) 0.33982(10) 0.28583(16) 0.0289(5) Uani d . 1 . . C C21 0.0454(4) 0.10209(9) 0.17318(17) 0.0270(5) Uani d . 1 . . C C22 0.0324(5) 0.10087(10) 0.28767(18) 0.0315(6) Uani d . 1 . . C C23 -0.1280(5) 0.05619(10) 0.33122(18) 0.0356(6) Uani d . 1 . . C C24 -0.2764(5) 0.01349(10) 0.2605(2) 0.0344(6) Uani d . 1 . . C C25 -0.2657(5) 0.01489(10) 0.1465(2) 0.0397(6) Uani d . 1 . . C C26 -0.1052(5) 0.05889(10) 0.10217(17) 0.0358(6) Uani d . 1 . . C H121 0.6558 0.2587 0.0267 0.054 Uiso calc R 1 . . H H41 0.5067 0.2317 0.3590 0.045 Uiso d R 1 . . H H42 0.7089 0.2848 0.3922 0.045 Uiso d R 1 . . H H13 1.1162 0.3670 -0.0158 0.038 Uiso calc . 1 . . H H14 1.4057 0.4218 0.1248 0.036 Uiso calc . 1 . . H H15 1.3744 0.4051 0.3144 0.037 Uiso calc . 1 . . H H16 1.0528 0.3334 0.3635 0.035 Uiso calc . 1 . . H H22 0.1330 0.1305 0.3366 0.038 Uiso calc . 1 . . H H23 -0.1353 0.0551 0.4101 0.043 Uiso calc . 1 . . H H24 -0.3862 -0.0169 0.2907 0.041 Uiso calc . 1 . . H H25 -0.3689 -0.0145 0.0978 0.048 Uiso calc . 1 . . H H26 -0.0978 0.0596 0.0232 0.043 Uiso calc . 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 0.0340(9) 0.0321(9) 0.0235(8) -0.0059(7) 0.0090(7) 0.0010(7) O5 0.0509(10) 0.0413(11) 0.0231(9) -0.0070(8) 0.0071(7) 0.0016(7) O121 0.0408(9) 0.0445(11) 0.0235(9) -0.0131(8) 0.0087(7) -0.0048(7) N2 0.0319(11) 0.0298(11) 0.0271(11) -0.0067(8) 0.0114(9) 0.0013(8) N4 0.0347(10) 0.0327(11) 0.0237(11) -0.0038(8) 0.0072(8) 0.0001(8) C3 0.0241(12) 0.0258(13) 0.0228(12) 0.0087(9) 0.0058(10) 0.0014(9) C5 0.0280(12) 0.0285(13) 0.0234(12) 0.0044(10) 0.0027(9) 0.0021(10) C11 0.0236(11) 0.0265(12) 0.0231(12) 0.0057(9) 0.0062(9) 0.0003(9) C12 0.0250(12) 0.0287(13) 0.0224(12) 0.0025(9) 0.0051(9) -0.0028(10) C13 0.0369(13) 0.0361(14) 0.0228(12) -0.0016(11) 0.0101(10) 0.0027(10) C14 0.0308(13) 0.0285(13) 0.0330(14) -0.0015(10) 0.0105(10) 0.0014(10) C15 0.0316(12) 0.0308(14) 0.0283(13) 0.0003(10) 0.0023(10) -0.0047(10) C16 0.0338(13) 0.0326(13) 0.0207(11) 0.0046(10) 0.0056(10) 0.0014(10) C21 0.0267(12) 0.0261(13) 0.0279(13) 0.0045(10) 0.0038(10) 0.0021(10) C22 0.0382(13) 0.0271(13) 0.0306(13) 0.0003(10) 0.0100(10) -0.0010(10) C23 0.0450(14) 0.0328(14) 0.0324(13) 0.0042(11) 0.0164(11) 0.0040(11) C24 0.0321(13) 0.0286(14) 0.0442(15) -0.0003(10) 0.0110(11) 0.0062(11) C25 0.0408(14) 0.0344(15) 0.0408(16) -0.0078(11) -0.0035(12) 0.0009(12) C26 0.0420(14) 0.0385(15) 0.0258(13) -0.0031(11) 0.0019(11) 0.0035(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 C5 . 1.351(2) no O1 N2 . 1.442(2) no O5 C5 . 1.208(2) no O121 C12 . 1.361(2) no O121 H121 . 0.84 no N2 C3 . 1.303(2) no N4 C3 . 1.344(2) no N4 H41 . 0.88 no N4 H42 . 0.88 no C3 C11 . 1.483(3) no C5 C21 . 1.484(3) no C11 C12 . 1.397(3) no C11 C16 . 1.398(3) no C12 C13 . 1.391(3) no C13 C14 . 1.374(3) no C13 H13 . 0.95 no C14 C15 . 1.374(3) no C14 H14 . 0.95 no C15 C16 . 1.377(3) no C15 H15 . 0.95 no C16 H16 . 0.95 no C21 C22 . 1.380(3) no C21 C26 . 1.391(3) no C22 C23 . 1.388(3) no C22 H22 . 0.95 no C23 C24 . 1.377(3) no C23 H23 . 0.95 no C24 C25 . 1.373(3) no C24 H24 . 0.95 no C25 C26 . 1.382(3) no C25 H25 . 0.95 no C26 H26 . 0.95 no _cod_database_code 2013851