#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014317.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_2014317
_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 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
"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 285.30
_symmetry_cell_setting Monoclinic
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,1/2+y,1/2-z
3 -x,-y,-z
4 1/2+x,1/2-y,1/2+z
_cell_length_a 9.6673(7)
_cell_length_b 9.6787(7)
_cell_length_c 15.5880(18)
_cell_angle_alpha 90
_cell_angle_beta 107.131(2)
_cell_angle_gamma 90
_cell_volume 1393.8(2)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.360
_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 0.55936(14) 0.33488(17) 0.55129(9) 0.0620(5) Uani . . 1.000
O O3 0.07218(15) 0.32484(17) 0.42650(10) 0.0676(5) Uani . . 1.000
O O14 0.33007(13) 0.02698(13) 0.49051(7) 0.0469(4) Uani . . 1.000
O O15 0.12026(16) -0.07623(19) 0.41869(10) 0.0766(6) Uani . . 1.000
N N2 0.31988(15) 0.31031(14) 0.47415(9) 0.0393(4) Uani . . 1.000
C C1 0.43448(19) 0.35858(18) 0.54445(12) 0.0430(5) Uani . . 1.000
C C3 0.18586(18) 0.35293(18) 0.48060(12) 0.0429(5) Uani . . 1.000
C C3A 0.2091(2) 0.43737(18) 0.56519(12) 0.0462(6) Uani . . 1.000
C C4 0.1285(2) 0.3735(2) 0.62686(14) 0.0578(7) Uani . . 1.000
C C5 0.2086(3) 0.2541(2) 0.67797(15) 0.0634(8) Uani . . 1.000
C C6 0.3485(3) 0.2616(3) 0.71395(14) 0.0659(8) Uani . . 1.000
C C7 0.4300(3) 0.3886(3) 0.70302(13) 0.0642(7) Uani . . 1.000
C C7A 0.3741(2) 0.44307(18) 0.60651(12) 0.0475(6) Uani . . 1.000
C C8 0.33770(18) 0.22604(17) 0.40252(11) 0.0375(5) Uani . . 1.000
C C9 0.34090(18) 0.08391(17) 0.41081(11) 0.0392(5) Uani . . 1.000
C C10 0.36327(19) 0.0019(2) 0.34332(12) 0.0487(6) Uani . . 1.000
C C11 0.3795(2) 0.0636(2) 0.26696(12) 0.0531(6) Uani . . 1.000
C C12 0.3739(2) 0.2054(2) 0.25753(12) 0.0527(6) Uani . . 1.000
C C13 0.35428(19) 0.2864(2) 0.32569(12) 0.0459(5) Uani . . 1.000
C C15 0.2146(2) -0.0571(2) 0.48639(12) 0.0481(6) Uani . . 1.000
C C16 0.2282(3) -0.1181(2) 0.57601(15) 0.0700(8) Uani . . 1.000
H H3A 0.17261 0.53118 0.54890 0.0554 Uiso . . 1.000
H H4A 0.11550 0.44303 0.66861 0.0693 Uiso . . 1.000
H H4B 0.03338 0.34322 0.59098 0.0693 Uiso . . 1.000
H H5 0.15911 0.17412 0.68430 0.0761 Uiso . . 1.000
H H6 0.39809 0.18729 0.74676 0.0791 Uiso . . 1.000
H H7A 0.40597 0.53901 0.60548 0.0570 Uiso . . 1.000
H H7B 0.53228 0.36716 0.71698 0.0771 Uiso . . 1.000
H H7C 0.41848 0.45924 0.74451 0.0771 Uiso . . 1.000
H H10 0.36735 -0.09373 0.34934 0.0584 Uiso . . 1.000
H H11 0.39426 0.00898 0.22138 0.0636 Uiso . . 1.000
H H12 0.38342 0.24605 0.20550 0.0632 Uiso . . 1.000
H H13 0.35215 0.38208 0.32003 0.0551 Uiso . . 1.000
H H16A 0.14604 -0.17604 0.57232 0.1050 Uiso . . 1.000
H H16B 0.23227 -0.04550 0.61862 0.1050 Uiso . . 1.000
H H16C 0.31512 -0.17230 0.59496 0.1050 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 0.0360(7) 0.0903(11) 0.0571(8) -0.0027(7) 0.0098(6) -0.0093(8)
O3 0.0387(8) 0.0933(11) 0.0648(9) 0.0015(8) 0.0058(7) -0.0170(8)
O14 0.0522(7) 0.0489(7) 0.0369(6) -0.0129(6) 0.0089(5) 0.0039(5)
O15 0.0600(10) 0.1109(13) 0.0558(9) -0.0327(9) 0.0123(8) -0.0044(8)
N2 0.0344(7) 0.0424(7) 0.0404(7) -0.0025(6) 0.0099(6) -0.0017(6)
C1 0.0386(9) 0.0469(9) 0.0423(9) -0.0063(8) 0.0103(7) 0.0011(7)
C3 0.0366(9) 0.0438(9) 0.0477(10) 0.0013(7) 0.0115(8) 0.0029(7)
C3A 0.0473(10) 0.0404(9) 0.0523(10) 0.0059(8) 0.0170(8) -0.0005(8)
C4 0.0501(11) 0.0724(14) 0.0571(12) 0.0057(10) 0.0255(9) -0.0012(10)
C5 0.0718(15) 0.0657(13) 0.0635(13) -0.0013(12) 0.0365(12) 0.0074(10)
C6 0.0775(16) 0.0774(14) 0.0472(11) 0.0214(13) 0.0252(11) 0.0172(10)
C7 0.0551(12) 0.0916(16) 0.0420(10) -0.0002(12) 0.0083(9) -0.0154(10)
C7A 0.0506(10) 0.0430(9) 0.0488(10) -0.0082(8) 0.0145(8) -0.0086(8)
C8 0.0324(8) 0.0442(9) 0.0354(8) -0.0027(7) 0.0094(6) 0.0006(7)
C9 0.0372(8) 0.0455(9) 0.0333(8) -0.0031(7) 0.0078(7) 0.0028(7)
C10 0.0460(10) 0.0495(10) 0.0492(10) -0.0032(9) 0.0119(8) -0.0071(9)
C11 0.0470(10) 0.0710(13) 0.0454(10) -0.0054(10) 0.0202(8) -0.0110(9)
C12 0.0457(10) 0.0767(14) 0.0389(9) -0.0050(10) 0.0173(8) 0.0078(9)
C13 0.0398(9) 0.0512(10) 0.0461(9) -0.0018(8) 0.0118(8) 0.0092(8)
C15 0.0517(10) 0.0480(10) 0.0473(10) -0.0093(9) 0.0186(8) -0.0051(8)
C16 0.0831(16) 0.0705(14) 0.0595(13) -0.0222(12) 0.0259(11) 0.0110(11)
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 . . 1.202(2) no
O3 C3 . . 1.203(2) no
O14 C9 . . 1.391(2) yes
O14 C15 . . 1.368(2) yes
O15 C15 . . 1.189(2) no
N2 C1 . . 1.390(2) yes
N2 C3 . . 1.391(2) yes
N2 C8 . . 1.434(2) yes
C1 C7A . . 1.509(3) no
C3 C3A . . 1.511(3) no
C3A C4 . . 1.535(3) no
C3A C7A . . 1.535(3) no
C4 C5 . . 1.485(3) no
C5 C6 . . 1.305(4) no
C6 C7 . . 1.497(4) no
C7 C7A . . 1.534(3) no
C8 C9 . . 1.381(2) no
C8 C13 . . 1.384(2) no
C9 C10 . . 1.385(2) no
C10 C11 . . 1.381(3) no
C11 C12 . . 1.380(3) no
C12 C13 . . 1.378(3) no
C15 C16 . . 1.486(3) no
C3A H3A . . 0.98 no
C4 H4A . . 0.97 no
C4 H4B . . 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
C10 H10 . . 0.93 no
C11 H11 . . 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 2014317