#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202164.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_2202164
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o332
_journal_page_last  o333
_publ_section_title
;
N-(3-Methoxypropyl)-1,8-naphthalimide
;
loop_
_publ_author_name
  'Zarychta, Bartosz'
  'Zaleski, Jacek'
  'Prezhdo, Victor'
  'Uspenskiy, Boris'
_chemical_formula_moiety  'C16 H15 N O3'
_chemical_formula_sum  'C16 H15 N O3'
_chemical_formula_iupac  'C16 H15 N O3'
_chemical_formula_weight  269.29
_symmetry_cell_setting  'triclinic'
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.1540(10)
_cell_length_b  9.554(2)
_cell_length_c  9.866(2)
_cell_angle_alpha  85.27(3)
_cell_angle_beta  82.88(3)
_cell_angle_gamma  89.57(3)
_cell_volume  666.9(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  90.00(10)
_exptl_crystal_density_diffrn  1.341
_diffrn_ambient_temperature  90.00(10)
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
  C1 0.25298(19) 0.02757(14) 0.01213(15) 0.0143(3) Uani d . 1 . . C
  C2 0.2216(2) 0.07602(16) -0.11934(15) 0.0182(3) Uani d . 1 . . C
  C3 0.1964(2) -0.02066(17) -0.21608(16) 0.0209(4) Uani d . 1 . . C
  C4 0.2002(2) -0.16262(17) -0.17950(16) 0.0199(3) Uani d . 1 . . C
  C5 0.2368(2) -0.36343(16) -0.00312(17) 0.0233(4) Uani d . 1 . . C
  C6 0.2693(2) -0.41003(17) 0.12714(18) 0.0261(4) Uani d . 1 . . C
  C7 0.2959(2) -0.31309(16) 0.22294(18) 0.0218(4) Uani d . 1 . . C
  C8 0.2900(2) -0.16961(15) 0.18657(15) 0.0160(3) Uani d . 1 . . C
  C9 0.25867(19) -0.11916(15) 0.05160(15) 0.0146(3) Uani d . 1 . . C
  C10 0.2311(2) -0.21693(16) -0.04561(16) 0.0182(3) Uani d . 1 . . C
  C11 0.3153(2) -0.06950(15) 0.28878(15) 0.0169(3) Uani d . 1 . . C
  C12 0.2805(2) 0.12986(15) 0.11250(15) 0.0149(3) Uani d . 1 . . C
  C13 0.3474(2) 0.17507(16) 0.34449(16) 0.0173(3) Uani d . 1 . . C
  C14 0.1593(2) 0.21222(18) 0.42944(16) 0.0205(3) Uani d . 1 . . C
  C15 0.1881(3) 0.30030(16) 0.54574(17) 0.0219(4) Uani d . 1 . . C
  C16 0.2651(3) 0.52593(19) 0.59851(18) 0.0270(4) Uani d . 1 . . C
  N1 0.31637(16) 0.07483(12) 0.24347(12) 0.0151(3) Uani d . 1 . . N
  O1 0.33382(16) -0.10754(11) 0.40880(11) 0.0249(3) Uani d . 1 . . O
  O2 0.27231(15) 0.25762(10) 0.08492(11) 0.0218(3) Uani d . 1 . . O
  O3 0.24875(16) 0.43908(11) 0.49050(11) 0.0238(3) Uani d . 1 . . O
  H2 0.219(2) 0.1770(18) -0.1424(16) 0.029 Uiso d . 1 . . H
  H3 0.177(2) 0.0138(17) -0.3097(17) 0.029 Uiso d . 1 . . H
  H4 0.183(2) -0.2281(17) -0.2463(17) 0.029 Uiso d . 1 . . H
  H5 0.221(2) -0.4281(17) -0.0727(17) 0.029 Uiso d . 1 . . H
  H6 0.272(2) -0.5115(18) 0.1567(16) 0.029 Uiso d . 1 . . H
  H7 0.316(2) -0.3443(17) 0.3115(18) 0.029 Uiso d . 1 . . H
  H13A 0.410(2) 0.2593(18) 0.2948(17) 0.029 Uiso d . 1 . . H
  H14A 0.077(2) 0.2629(17) 0.3700(16) 0.029 Uiso d . 1 . . H
  H15A 0.067(2) 0.3068(17) 0.6098(17) 0.029 Uiso d . 1 . . H
  H16A 0.310(2) 0.622(2) 0.5567(18) 0.036 Uiso d . 1 . . H
  H13B 0.439(2) 0.1303(17) 0.4038(17) 0.029 Uiso d . 1 . . H
  H14B 0.088(2) 0.1209(18) 0.4688(17) 0.029 Uiso d . 1 . . H
  H15B 0.293(2) 0.2580(17) 0.6005(17) 0.029 Uiso d . 1 . . H
  H16B 0.137(3) 0.5277(17) 0.6644(18) 0.036 Uiso d . 1 . . H
  H16C 0.367(3) 0.4966(18) 0.6551(18) 0.036 Uiso d . 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
  C1 0.0123(7) 0.0146(7) 0.0156(7) -0.0001(6) -0.0001(6) -0.0005(6)
  C2 0.0165(8) 0.0191(8) 0.0183(8) 0.0009(6) 0.0002(6) -0.0004(6)
  C3 0.0184(8) 0.0280(9) 0.0164(8) 0.0014(7) -0.0026(6) -0.0029(7)
  C4 0.0151(8) 0.0243(8) 0.0211(9) 0.0008(7) -0.0007(6) -0.0101(7)
  C5 0.0227(9) 0.0169(8) 0.0310(10) 0.0019(7) -0.0014(7) -0.0096(7)
  C6 0.0307(10) 0.0122(7) 0.0344(10) -0.0011(7) -0.0007(8) -0.0018(7)
  C7 0.0230(9) 0.0166(8) 0.0251(9) 0.0018(7) -0.0034(7) 0.0028(7)
  C8 0.0146(8) 0.0136(7) 0.0192(8) -0.0005(6) 0.0001(6) -0.0010(6)
  C9 0.0103(7) 0.0143(7) 0.0189(8) -0.0003(6) 0.0008(6) -0.0027(6)
  C10 0.0135(8) 0.0188(8) 0.0224(8) -0.0016(6) 0.0010(6) -0.0056(6)
  C11 0.0161(8) 0.0160(7) 0.0180(8) -0.0004(6) -0.0009(6) 0.0001(6)
  C12 0.0136(7) 0.0156(7) 0.0150(8) 0.0001(6) 0.0004(6) -0.0007(6)
  C13 0.0204(8) 0.0159(7) 0.0166(8) 0.0008(6) -0.0052(6) -0.0031(6)
  C14 0.0209(9) 0.0214(8) 0.0191(9) -0.0006(7) -0.0011(7) -0.0033(7)
  C15 0.0263(9) 0.0198(8) 0.0185(8) -0.0004(7) 0.0028(7) -0.0027(7)
  C16 0.0356(11) 0.0222(9) 0.0239(9) -0.0005(8) -0.0028(8) -0.0066(7)
  N1 0.0179(7) 0.0119(6) 0.0160(7) 0.0017(5) -0.0043(5) -0.0017(5)
  O1 0.0343(7) 0.0218(6) 0.0189(6) 0.0018(5) -0.0078(5) 0.0020(5)
  O2 0.0287(6) 0.0134(5) 0.0232(6) 0.0009(5) -0.0047(5) 0.0004(4)
  O3 0.0366(7) 0.0175(6) 0.0172(6) -0.0002(5) -0.0012(5) -0.0034(4)
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
  C1 C2 . 1.385(2) Y
  C1 C9 . 1.425(2) Y
  C1 C12 . 1.478(2) ?
  C2 C3 . 1.410(2) Y
  C2 H2 . 0.973(17) ?
  C3 C4 . 1.375(2) Y
  C3 H3 . 0.981(17) ?
  C4 C10 . 1.422(2) Y
  C4 H4 . 0.965(16) ?
  C5 C6 . 1.372(2) Y
  C5 C10 . 1.429(2) Y
  C5 H5 . 0.978(16) ?
  C6 C7 . 1.407(2) Y
  C6 H6 . 0.990(17) ?
  C7 C8 . 1.390(2) Y
  C7 H7 . 0.928(17) ?
  C8 C9 . 1.422(2) Y
  C8 C11 . 1.474(2) Y
  C9 C10 . 1.424(2) Y
  C11 O1 . 1.2324(17) ?
  C11 N1 . 1.413(2) Y
  C12 O2 . 1.2310(17) ?
  C12 N1 . 1.407(2) Y
  C13 N1 . 1.4750(18) ?
  C13 C14 . 1.550(2) ?
  C13 H13A . 0.987(17) ?
  C13 H13B . 1.002(16) ?
  C14 C15 . 1.513(2) ?
  C14 H14A . 0.978(16) ?
  C14 H14B . 1.037(17) ?
  C15 O3 . 1.4402(19) ?
  C15 H15A . 1.014(17) ?
  C15 H15B . 1.041(17) ?
  C16 O3 . 1.4199(19) ?
  C16 H16A . 1.008(18) ?
  C16 H16B . 1.054(18) ?
  C16 H16C . 0.996(18) ?
_cod_database_code 2202164