#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/4/4300854.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_4300854
_journal_name_full  'Inorganic Chemistry'
_journal_year      2005
_chemical_formula_sum  'C15 H10 N2 O2'
_chemical_formula_weight  250.25
_symmetry_cell_setting  Monoclinic
_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_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z'
_cell_length_a  12.982(5)
_cell_length_b  5.977(2)
_cell_length_c  15.786(7)
_cell_angle_alpha  90.00
_cell_angle_beta  105.098(6)
_cell_angle_gamma  90.00
_cell_volume  1182.7(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.405
_diffrn_ambient_temperature  298(2)
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8066(6) -0.3626(13) 0.0531(5) 0.078(2) Uani 1 1 d . . .
H1 H 0.7747 -0.4969 0.0307 0.093 Uiso 1 1 calc R . .
C2 C 0.8618(6) -0.2347(14) 0.0129(5) 0.074(2) Uani 1 1 d . . .
H2 H 0.8751 -0.2599 -0.0414 0.089 Uiso 1 1 calc R . .
C3 C 0.8966(6) -0.0514(13) 0.0695(5) 0.072(2) Uani 1 1 d . . .
H3 H 0.9381 0.0677 0.0596 0.086 Uiso 1 1 calc R . .
C4 C 0.8593(4) -0.0800(10) 0.1396(4) 0.0484(16) Uani 1 1 d . . .
C5 C 0.8659(4) 0.0512(10) 0.2181(4) 0.0455(15) Uani 1 1 d . . .
C6 C 0.9286(4) 0.2377(9) 0.2441(4) 0.0452(15) Uani 1 1 d . . .
C7 C 1.0042(5) 0.3481(11) 0.2105(5) 0.068(2) Uani 1 1 d . . .
H7 H 1.0264 0.3082 0.1611 0.081 Uiso 1 1 calc R . .
C8 C 1.0395(6) 0.5282(12) 0.2652(5) 0.072(2) Uani 1 1 d . . .
H8 H 1.0903 0.6311 0.2579 0.087 Uiso 1 1 calc R . .
C9 C 0.9878(5) 0.5346(11) 0.3335(4) 0.0635(19) Uani 1 1 d . . .
H9 H 0.9987 0.6402 0.3783 0.076 Uiso 1 1 calc R . .
C10 C 0.9180(4) 0.3552(9) 0.3220(4) 0.0447(15) Uani 1 1 d . . .
C11 C 0.8512(5) 0.2690(9) 0.3687(4) 0.0441(15) Uani 1 1 d . . .
C12 C 0.8388(4) 0.3722(11) 0.4505(4) 0.0526(16) Uani 1 1 d . . .
C13 C 0.8690(5) 0.5695(12) 0.4826(6) 0.075(2) Uani 1 1 d . . .
H13 H 0.9017 0.6786 0.4566 0.091 Uiso 1 1 calc R . .
C14 C 0.8432(6) 0.5882(15) 0.5639(6) 0.096(3) Uani 1 1 d . . .
H14 H 0.8564 0.7106 0.6015 0.116 Uiso 1 1 calc R . .
C15 C 0.7963(6) 0.3964(14) 0.5763(5) 0.076(2) Uani 1 1 d . . .
H15 H 0.7701 0.3633 0.6244 0.092 Uiso 1 1 calc R . .
C17 C 0.5959(5) 0.2062(10) 0.0975(4) 0.0557(17) Uani 1 1 d . . .
H17 H 0.6445 0.1052 0.0849 0.067 Uiso 1 1 calc R . .
C18 C 0.4917(6) 0.2114(10) 0.0622(4) 0.0615(18) Uani 1 1 d . . .
H18 H 0.4543 0.1083 0.0215 0.074 Uiso 1 1 calc R . .
C19 C 0.5271(5) 0.4942(9) 0.1539(4) 0.0420(14) Uani 1 1 d . . .
C20 C 0.4993(4) 0.6889(9) 0.1973(4) 0.0394(14) Uani 1 1 d . . .
C21 C 0.3942(4) 0.7698(9) 0.1878(4) 0.0426(15) Uani 1 1 d . . .
C22 C 0.2936(5) 0.6952(10) 0.1391(4) 0.0545(17) Uani 1 1 d . . .
H22 H 0.2792 0.5713 0.1023 0.065 Uiso 1 1 calc R . .
C23 C 0.2209(5) 0.8426(12) 0.1570(4) 0.0653(19) Uani 1 1 d . . .
H23 H 0.1477 0.8303 0.1330 0.078 Uiso 1 1 calc R . .
C24 C 0.2679(5) 1.0129(11) 0.2148(4) 0.0583(17) Uani 1 1 d . . .
H24 H 0.2342 1.1308 0.2351 0.070 Uiso 1 1 calc R . .
C25 C 0.3793(4) 0.9651(9) 0.2357(4) 0.0448(15) Uani 1 1 d . . .
C26 C 0.4694(5) 1.0703(9) 0.2885(4) 0.0405(14) Uani 1 1 d . . .
C27 C 0.4681(5) 1.2639(9) 0.3409(4) 0.0457(15) Uani 1 1 d . . .
C28 C 0.3929(6) 1.3853(12) 0.3638(5) 0.077(2) Uani 1 1 d . . .
H28 H 0.3198 1.3590 0.3474 0.092 Uiso 1 1 calc R . .
C29 C 0.4473(7) 1.5654(13) 0.4192(5) 0.082(2) Uani 1 1 d . . .
H29 H 0.4165 1.6801 0.4440 0.099 Uiso 1 1 calc R . .
C30 C 0.5508(7) 1.5318(11) 0.4270(4) 0.072(2) Uani 1 1 d . . .
H30 H 0.6049 1.6211 0.4606 0.086 Uiso 1 1 calc R . .
C31 C 0.6186(5) 0.3838(10) 0.1577(4) 0.0553(17) Uani 1 1 d . . .
H31 H 0.6853 0.4191 0.1939 0.066 Uiso 1 1 calc R . .
N1 N 0.8012(3) -0.0154(7) 0.2674(3) 0.0454(12) Uani 1 1 d . . .
H1A H 0.7629 -0.1325 0.2503 0.054 Uiso 1 1 calc R . .
N2 N 0.7909(4) 0.0877(7) 0.3429(3) 0.0463(12) Uani 1 1 d . . .
N3 N 0.5825(4) 0.7959(7) 0.2494(3) 0.0436(12) Uani 1 1 d . . .
H3A H 0.6464 0.7482 0.2548 0.052 Uiso 1 1 calc R . .
N4 N 0.5650(3) 0.9793(7) 0.2934(3) 0.0393(11) Uani 1 1 d . . .
O1 O 0.4461(3) 0.3903(6) 0.0937(3) 0.0554(11) Uani 1 1 d . . .
O2 O 0.5679(3) 1.3538(7) 0.3807(3) 0.0624(12) Uani 1 1 d . . .
O3 O 0.7928(4) 0.2525(8) 0.5049(3) 0.0760(14) Uani 1 1 d . . .
O4 O 0.8021(4) -0.2731(7) 0.1316(3) 0.0688(13) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.061(5) 0.093(6) 0.073(5) -0.034(5) 0.007(4) 0.021(4)
C2 0.067(5) 0.113(7) 0.045(5) 0.002(5) 0.020(4) 0.017(5)
C3 0.074(5) 0.090(6) 0.052(5) 0.006(4) 0.020(4) 0.011(4)
C4 0.033(3) 0.056(4) 0.059(5) 0.008(3) 0.016(3) 0.006(3)
C5 0.036(3) 0.059(4) 0.045(4) 0.003(3) 0.017(3) 0.008(3)
C6 0.034(3) 0.050(4) 0.051(4) 0.010(3) 0.010(3) 0.003(3)
C7 0.064(5) 0.075(5) 0.068(5) 0.015(4) 0.024(4) -0.001(4)
C8 0.060(4) 0.091(6) 0.066(5) 0.019(5) 0.018(4) -0.015(4)
C9 0.055(4) 0.074(5) 0.061(4) -0.002(4) 0.013(3) -0.019(4)
C10 0.032(3) 0.051(4) 0.051(4) 0.004(3) 0.010(3) 0.000(3)
C11 0.037(3) 0.046(4) 0.047(4) 0.003(3) 0.008(3) 0.002(3)
C12 0.035(3) 0.073(5) 0.051(4) 0.001(4) 0.015(3) -0.015(3)
C13 0.063(4) 0.059(5) 0.121(7) -0.026(5) 0.053(5) -0.027(4)
C14 0.064(5) 0.094(7) 0.119(8) -0.062(6) 0.002(5) -0.010(5)
C15 0.070(5) 0.117(7) 0.038(4) -0.030(5) 0.008(4) 0.026(5)
C17 0.063(4) 0.051(4) 0.050(4) -0.015(3) 0.009(4) 0.008(4)
C18 0.075(5) 0.045(4) 0.063(5) -0.023(4) 0.015(4) -0.002(4)
C19 0.052(4) 0.033(3) 0.039(3) 0.002(3) 0.007(3) -0.003(3)
C20 0.041(3) 0.037(3) 0.040(3) 0.010(3) 0.010(3) -0.006(3)
C21 0.037(3) 0.050(4) 0.039(3) 0.010(3) 0.006(3) -0.004(3)
C22 0.049(4) 0.059(4) 0.052(4) -0.002(3) 0.005(3) -0.008(4)
C23 0.041(4) 0.091(5) 0.058(4) 0.010(4) 0.002(3) -0.011(4)
C24 0.045(4) 0.079(5) 0.052(4) 0.011(4) 0.014(3) 0.006(4)
C25 0.045(4) 0.049(4) 0.045(4) 0.011(3) 0.020(3) 0.009(3)
C26 0.050(4) 0.034(3) 0.042(3) 0.008(3) 0.021(3) -0.001(3)
C27 0.045(4) 0.045(4) 0.048(4) 0.007(3) 0.014(3) -0.001(3)
C28 0.058(4) 0.094(6) 0.080(6) -0.021(5) 0.023(4) 0.020(4)
C29 0.094(6) 0.078(5) 0.080(5) -0.007(5) 0.034(5) 0.032(5)
C30 0.103(6) 0.055(5) 0.053(5) -0.006(4) 0.013(4) 0.013(4)
C31 0.053(4) 0.051(4) 0.053(4) -0.003(4) -0.001(3) 0.004(3)
N1 0.037(3) 0.044(3) 0.054(3) -0.005(3) 0.011(2) -0.006(2)
N2 0.042(3) 0.047(3) 0.052(3) -0.011(3) 0.017(2) -0.007(3)
N3 0.032(3) 0.049(3) 0.052(3) 0.001(3) 0.015(2) 0.008(2)
N4 0.042(3) 0.033(3) 0.049(3) -0.001(2) 0.021(2) 0.004(2)
O1 0.049(2) 0.055(3) 0.057(3) -0.015(2) 0.005(2) -0.006(2)
O2 0.062(3) 0.063(3) 0.059(3) -0.013(2) 0.009(2) 0.005(2)
O3 0.069(3) 0.091(3) 0.067(3) -0.005(3) 0.016(3) 0.002(3)
O4 0.068(3) 0.070(3) 0.070(3) -0.019(3) 0.021(3) -0.002(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.318(9) . ?
C1 O4 1.365(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.412(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.330(8) . ?
C3 H3 0.9300 . ?
C4 O4 1.360(6) . ?
C4 C5 1.450(8) . ?
C5 N1 1.345(6) . ?
C5 C6 1.378(7) . ?
C6 C7 1.397(8) . ?
C6 C10 1.453(7) . ?
C7 C8 1.381(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.412(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.377(7) . ?
C11 N2 1.337(6) . ?
C11 C12 1.477(8) . ?
C12 C13 1.303(8) . ?
C12 O3 1.370(6) . ?
C13 C14 1.412(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.336(10) . ?
C14 H14 0.9300 . ?
C15 O3 1.410(7) . ?
C15 H15 0.9300 . ?
C17 C18 1.323(9) . ?
C17 C31 1.404(7) . ?
C17 H17 0.9300 . ?
C18 O1 1.377(6) . ?
C18 H18 0.9300 . ?
C19 C31 1.346(8) . ?
C19 O1 1.369(6) . ?
C19 C20 1.443(7) . ?
C20 N3 1.338(6) . ?
C20 C21 1.418(7) . ?
C21 C22 1.404(8) . ?
C21 C25 1.431(7) . ?
C22 C23 1.373(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.397(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.425(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.397(8) . ?
C26 N4 1.338(6) . ?
C26 C27 1.425(7) . ?
C27 C28 1.340(8) . ?
C27 O2 1.391(7) . ?
C28 C29 1.449(10) . ?
C28 H28 0.9300 . ?
C29 C30 1.332(10) . ?
C29 H29 0.9300 . ?
C30 O2 1.342(7) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
N1 N2 1.380(6) . ?
N1 H1A 0.8600 . ?
N3 N4 1.349(5) . ?
N3 H3A 0.8600 . ?