#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/8000004.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_8000004
_publ_section_title
;
 Influence of Structure on the Unusual Spectral Behavior of
 4-Dialkylamino-1,8-naphthalimide
;
_chemical_formula_sum 'C16 H16 N2 O2'
loop_
_publ_author_name
 'Sandip Banthia'
 'Anunay Samanta'
_journal_name_full             'Chemistry Letters'
_journal_year                  2005
_journal_volume                34
_journal_page_first            722
_cell_measurement_temperature  293(2)
_diffrn_ambient_temperature    293(2)
_cell_length_a       10.511(2)
_cell_length_b       13.005(3)
_cell_length_c       9.772(2)
_cell_angle_alpha    90.00
_cell_angle_beta     90.00
_cell_angle_gamma    90.00
_cell_volume          1335.79
_symmetry_space_group_name_H-M    'P n a 21'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, z+1/2'
 'x+1/2, -y+1/2, z'
 '-x+1/2, y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
C9 1 0.3464(2) 0.08452(17) 0.1762(3) 1 0.0384(5) Uani d .
N2 1 0.2009(2) 0.07507(17) 0.4184(2) 1 0.0514(6) Uani d .
C10 1 0.4190(2) 0.08857(17) 0.0539(3) 1 0.0402(6) Uani d .
C1 1 0.3688(2) 0.15499(18) 0.2831(3) 1 0.0437(6) Uani d .
C7 1 0.2380(2) -0.06763(19) 0.0942(3) 1 0.0477(6) Uani d .
H7 1 0.1751 -0.1173 0.1045 1 0.057 Uiso calc R
C8 1 0.2539(2) 0.00683(17) 0.1925(3) 1 0.0393(5) Uani d .
C12 1 0.1754(3) 0.0028(2) 0.3173(3) 1 0.0494(6) Uani d .
C11 1 0.2979(3) 0.14791(19) 0.4113(3) 1 0.0524(7) Uani d .
C4 1 0.5077(2) 0.1716(2) 0.0350(3) 1 0.0469(6) Uani d .
N1 1 0.56949(19) 0.18311(18) -0.0894(3) 1 0.0556(6) Uani d .
O2 1 0.0909(2) -0.06015(17) 0.3331(3) 1 0.0716(6) Uani d .
C6 1 0.3166(3) -0.06860(19) -0.0210(3) 1 0.0493(6) Uani d .
H6 1 0.3088 -0.1211 -0.0850 1 0.059 Uiso calc R
C2 1 0.4628(3) 0.2277(2) 0.2658(3) 1 0.0585(8) Uani d .
H2 1 0.4816 0.2720 0.3377 1 0.070 Uiso calc R
C5 1 0.4051(3) 0.00737(19) -0.0403(3) 1 0.0457(6) Uani d .
H5 1 0.4570 0.0053 -0.1173 1 0.055 Uiso calc R
C13 1 0.1270(3) 0.0682(3) 0.5461(3) 1 0.0701(9) Uani d .
H13A 1 0.0415 0.0450 0.5253 1 0.084 Uiso calc R
H13B 1 0.1209 0.1360 0.5870 1 0.084 Uiso calc R
C16 1 0.4952(3) 0.1867(2) -0.2158(3) 1 0.0598(8) Uani d .
H16A 1 0.4153 0.1526 -0.2020 1 0.090 Uiso calc R
H16B 1 0.5414 0.1527 -0.2876 1 0.090 Uiso calc R
H16C 1 0.4804 0.2570 -0.2410 1 0.090 Uiso calc R
O1 1 0.3197(2) 0.20310(16) 0.5095(2) 1 0.0746(7) Uani d .
C3 1 0.5297(3) 0.2366(2) 0.1454(3) 1 0.0595(8) Uani d .
H3 1 0.5913 0.2876 0.1377 1 0.071 Uiso calc R
C15 1 0.6784(3) 0.2528(3) -0.0947(5) 1 0.0795(10) Uani d .
H15A 1 0.6491 0.3226 -0.0888 1 0.119 Uiso calc R
H15B 1 0.7233 0.2430 -0.1793 1 0.119 Uiso calc R
H15C 1 0.7344 0.2385 -0.0194 1 0.119 Uiso calc R
C14 1 0.1871(4) -0.0045(3) 0.6468(4) 1 0.0828(11) Uani d .
H14A 1 0.1859 -0.0730 0.6100 1 0.124 Uiso calc R
H14B 1 0.1402 -0.0030 0.7310 1 0.124 Uiso calc R
H14C 1 0.2734 0.0160 0.6635 1 0.124 Uiso calc R
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
C9 0.0362(11) 0.0358(11) 0.0432(14) -0.0004(10) -0.0070(11) 0.0049(9)
N2 0.0551(12) 0.0540(13) 0.0452(13) -0.0054(11) 0.0052(11) 0.0111(10)
C10 0.0359(11) 0.0373(12) 0.0473(15) 0.0013(11) -0.0063(11) 0.0027(9)
C1 0.0495(13) 0.0342(11) 0.0474(15) -0.0042(11) -0.0092(12) 0.0056(10)
C7 0.0465(13) 0.0442(13) 0.0524(16) -0.0021(12) -0.0038(13) -0.0042(11)
C8 0.0372(11) 0.0382(11) 0.0427(13) -0.0015(10) -0.0054(10) 0.0032(9)
C12 0.0465(14) 0.0525(14) 0.0493(16) -0.0020(13) 0.0020(13) 0.0062(12)
C11 0.0684(17) 0.0395(13) 0.0493(15) -0.0069(13) -0.0079(15) 0.0157(12)
C4 0.0360(12) 0.0458(13) 0.0589(17) 0.0026(13) -0.0051(12) 0.0020(11)
N1 0.0388(10) 0.0586(13) 0.0694(16) 0.0084(13) 0.0024(13) -0.0078(10)
O2 0.0611(12) 0.0873(14) 0.0665(14) -0.0071(13) 0.0137(11) -0.0211(11)
C6 0.0608(16) 0.0415(13) 0.0457(14) -0.0080(12) -0.0022(13) -0.0013(12)
C2 0.0678(18) 0.0464(15) 0.0613(19) -0.0098(14) -0.0167(17) -0.0087(13)
C5 0.0486(14) 0.0439(12) 0.0447(14) -0.0030(11) 0.0034(12) 0.0035(11)
C13 0.0747(19) 0.080(2) 0.0561(18) -0.0089(18) 0.0167(17) 0.0161(18)
C16 0.0522(15) 0.0641(18) 0.0631(19) 0.0098(16) 0.0105(15) 0.0071(14)
O1 0.1116(18) 0.0553(11) 0.0570(13) -0.0192(10) -0.0048(14) 0.0042(12)
C3 0.0557(16) 0.0472(15) 0.076(2) -0.0014(16) -0.0100(17) -0.0152(13)
C15 0.0525(16) 0.080(2) 0.106(3) 0.009(2) 0.013(2) -0.0214(15)
C14 0.097(3) 0.094(3) 0.057(2) 0.010(2) 0.011(2) 0.001(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C9 C1 1.410(3)
C9 C8 1.411(3)
C9 C10 1.419(4)
N2 C12 1.390(4)
N2 C11 1.393(3)
N2 C13 1.473(4)
C10 C5 1.409(3)
C10 C4 1.439(3)
C1 C2 1.378(4)
C1 C11 1.460(4)
C7 C8 1.374(3)
C7 C6 1.396(4)
C7 H7 0.9300
C8 C12 1.473(4)
C12 O2 1.218(3)
C11 O1 1.220(3)
C4 N1 1.386(4)
C4 C3 1.390(4)
N1 C15 1.461(3)
N1 C16 1.462(4)
C6 C5 1.370(3)
C6 H6 0.9300
C2 C3 1.376(5)
C2 H2 0.9300
C5 H5 0.9300
C13 C14 1.504(5)
C13 H13A 0.9700
C13 H13B 0.9700
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C3 H3 0.9300
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600