#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2014318.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_2014318 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2006 _journal_volume 62 _journal_page_first o125 _journal_page_last o128 _publ_section_title ; Two isomeric butadiene-N-acetoxyphenyl maleimide Diels--Alder adducts: supramolecular structure directed by C---H...X (X = O and \p) hydrogen bonds and perpendicular dipole carbonyl--carbonyl interactions ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name "Jose G. Trujillo-Ferrara" 'Rosa Luisa Santill\'an-Baca' 'Norberto Farf\'an-Garc\'ia' "Itzia I. Padilla-Mart\'inez" "Efr\'en V. Garc\'ia-B\'aez" _chemical_formula_moiety 'C16 H15 N O4' _chemical_formula_sum 'C16 H15 N O4' _chemical_formula_iupac 'C16 H15 N O4' _chemical_formula_weight 285.17 _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 16.1630(10) _cell_length_b 6.5780(10) _cell_length_c 13.5830(10) _cell_angle_alpha 90 _cell_angle_beta 93.73(2) _cell_angle_gamma 90 _cell_volume 1441.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.314 _diffrn_ambient_temperature 100(2) loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy O O1 0.24578(12) 1.0321(3) 0.36249(11) 0.0745(6) Uani . . 1.000 O O3 0.32688(9) 0.5160(2) 0.16956(10) 0.0545(5) Uani . . 1.000 O O14 0.09535(9) 1.1923(2) -0.05900(10) 0.0594(5) Uani . . 1.000 O O15 0.13805(12) 1.0021(3) -0.18105(12) 0.0783(7) Uani . . 1.000 N N2 0.27355(9) 0.7906(2) 0.24784(10) 0.0373(4) Uani . . 1.000 C C1 0.27588(12) 0.8706(3) 0.34267(12) 0.0440(5) Uani . . 1.000 C C3 0.31379(11) 0.6035(3) 0.24479(13) 0.0379(5) Uani . . 1.000 C C3A 0.33652(11) 0.5372(3) 0.34991(13) 0.0415(5) Uani . . 1.000 C C4 0.42418(13) 0.4502(4) 0.36141(17) 0.0595(8) Uani . . 1.000 C C5 0.48488(14) 0.6157(5) 0.35188(17) 0.0714(9) Uani . . 1.000 C C6 0.47444(15) 0.7922(5) 0.39272(17) 0.0712(9) Uani . . 1.000 C C7 0.40345(15) 0.8269(4) 0.45524(16) 0.0664(8) Uani . . 1.000 C C7A 0.32243(11) 0.7265(3) 0.41193(12) 0.0446(6) Uani . . 1.000 C C8 0.23068(10) 0.8862(3) 0.16447(12) 0.0369(5) Uani . . 1.000 C C9 0.16453(11) 0.7883(3) 0.11522(13) 0.0449(6) Uani . . 1.000 C C10 0.12072(12) 0.8847(3) 0.03805(14) 0.0496(6) Uani . . 1.000 C C11 0.14337(11) 1.0790(3) 0.01249(13) 0.0451(6) Uani . . 1.000 C C12 0.21008(12) 1.1761(3) 0.05959(14) 0.0470(6) Uani . . 1.000 C C13 0.25389(12) 1.0786(3) 0.13636(13) 0.0431(5) Uani . . 1.000 C C15 0.10087(12) 1.1449(4) -0.15435(15) 0.0535(7) Uani . . 1.000 C C16 0.05530(15) 1.2987(4) -0.21816(18) 0.0721(9) Uani . . 1.000 H H3A 0.29744 0.43167 0.36789 0.0499 Uiso . . 1.000 H H4B 0.43314 0.38597 0.42549 0.0715 Uiso . . 1.000 H H4C 0.43126 0.34819 0.31110 0.0715 Uiso . . 1.000 H H5 0.53125 0.59349 0.31620 0.0856 Uiso . . 1.000 H H6 0.51153 0.89718 0.38276 0.0852 Uiso . . 1.000 H H7A 0.28764 0.69095 0.46583 0.0535 Uiso . . 1.000 H H7B 0.39453 0.97201 0.46174 0.0796 Uiso . . 1.000 H H7C 0.41714 0.77245 0.52064 0.0796 Uiso . . 1.000 H H9 0.14962 0.65812 0.13401 0.0539 Uiso . . 1.000 H H10 0.07660 0.81969 0.00380 0.0595 Uiso . . 1.000 H H12 0.22543 1.30548 0.04003 0.0565 Uiso . . 1.000 H H13 0.29904 1.14239 0.16916 0.0518 Uiso . . 1.000 H H16A 0.05464 1.25628 -0.28583 0.1082 Uiso . . 1.000 H H16B 0.08257 1.42792 -0.21080 0.1082 Uiso . . 1.000 H H16C -0.00058 1.31050 -0.19883 0.1082 Uiso . . 1.000 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 0.1075(14) 0.0669(10) 0.0478(8) 0.0385(10) -0.0045(8) -0.0153(7) O3 0.0727(10) 0.0433(7) 0.0467(8) 0.0079(7) -0.0017(7) -0.0113(6) O14 0.0565(9) 0.0715(10) 0.0496(8) 0.0167(8) -0.0017(6) 0.0110(7) O15 0.0840(12) 0.0933(13) 0.0561(10) 0.0261(10) -0.0074(8) -0.0125(9) N2 0.0447(8) 0.0345(7) 0.0323(7) 0.0015(6) -0.0007(5) 0.0001(5) C1 0.0523(10) 0.0451(10) 0.0346(8) 0.0066(8) 0.0019(7) -0.0043(7) C3 0.0430(9) 0.0306(8) 0.0397(8) -0.0045(7) 0.0003(7) -0.0013(7) C3A 0.0439(10) 0.0374(9) 0.0430(9) -0.0027(8) 0.0003(7) 0.0064(7) C4 0.0587(13) 0.0656(14) 0.0536(12) 0.0191(11) -0.0019(9) 0.0069(10) C5 0.0415(11) 0.120(2) 0.0523(12) -0.0006(14) 0.0002(9) 0.0062(14) C6 0.0579(14) 0.097(2) 0.0564(13) -0.0329(14) -0.0130(10) 0.0133(13) C7 0.0812(16) 0.0655(14) 0.0490(11) 0.0009(12) -0.0214(10) -0.0095(10) C7A 0.0495(10) 0.0515(11) 0.0329(8) 0.0038(8) 0.0038(7) 0.0035(8) C8 0.0406(9) 0.0367(8) 0.0333(7) 0.0029(7) 0.0017(6) 0.0008(7) C9 0.0460(10) 0.0430(10) 0.0456(9) -0.0090(8) 0.0012(7) 0.0062(8) C10 0.0413(9) 0.0596(12) 0.0467(10) -0.0087(9) -0.0059(8) 0.0054(9) C11 0.0427(10) 0.0531(11) 0.0393(9) 0.0084(8) 0.0023(7) 0.0064(8) C12 0.0548(11) 0.0402(10) 0.0461(10) -0.0006(9) 0.0031(8) 0.0052(8) C13 0.0487(10) 0.0372(9) 0.0426(9) -0.0034(8) -0.0033(8) 0.0008(7) C15 0.0419(10) 0.0687(14) 0.0492(10) -0.0001(10) -0.0024(8) 0.0066(10) C16 0.0602(14) 0.0900(18) 0.0643(14) 0.0033(13) -0.0100(10) 0.0289(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . . 1.206(3) no O3 C3 . . 1.204(2) no O14 C11 . . 1.415(2) yes O14 C15 . . 1.341(2) yes O15 C15 . . 1.185(3) no N2 C1 . . 1.390(2) yes N2 C3 . . 1.394(2) yes N2 C8 . . 1.434(2) yes C1 C7A . . 1.503(3) no C3 C3A . . 1.515(3) no C3A C4 . . 1.527(3) no C3A C7A . . 1.529(3) no C4 C5 . . 1.477(4) no C5 C6 . . 1.302(4) no C6 C7 . . 1.489(3) no C7 C7A . . 1.548(3) no C8 C9 . . 1.383(3) no C8 C13 . . 1.381(3) no C9 C10 . . 1.381(3) no C10 C11 . . 1.380(3) no C11 C12 . . 1.375(3) no C12 C13 . . 1.380(3) no C15 C16 . . 1.495(3) no C3A H3A . . 0.98 no C4 H4B . . 0.97 no C4 H4C . . 0.97 no C5 H5 . . 0.93 no C6 H6 . . 0.93 no C7 H7B . . 0.97 no C7 H7C . . 0.97 no C7A H7A . . 0.98 no C9 H9 . . 0.93 no C10 H10 . . 0.93 no C12 H12 . . 0.93 no C13 H13 . . 0.93 no C16 H16A . . 0.96 no C16 H16B . . 0.96 no C16 H16C . . 0.96 no _cod_database_code 2014318