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#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/14/8101436.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_8101436
loop_
_publ_author_name
'Langhals, Heinz'
'Ismael, Rami'
'Polborn, Kurt'
_publ_section_title
;
Crystal structure of N,N '-dimethyl-N ''-(1-methylpropyl)naphthalene-1 : 
4,5-tricarboxylic-4,5-imide-1,8-hydrazame, C19H19N3O3 and of N,N 
'-dimethyl-N ''-(1-hexylheptyl)naphthalene-1 : 
4,5-tricarboxylic-4,5-imide-1,8-hydrazame, C28H37N3O3, two naphthalene 
hydrazamimides
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              35
_journal_page_last               37
_journal_volume                  214
_journal_year                    1999
_chemical_formula_sum            'C19 H19 N3 O3'
_chemical_formula_weight         337.37
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                90.87(2)
_cell_angle_beta                 96.28(3)
_cell_angle_gamma                108.41(2)
_cell_formula_units_Z            2
_cell_length_a                   7.215(2)
_cell_length_b                   8.5552(11)
_cell_length_c                   13.694(4)
_cell_measurement_temperature    293(2)
_cell_volume                     796.0(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.408
_refine_ls_R_factor_obs          0.0798
_refine_ls_wR_factor_obs         0.2036
_cod_database_code               8101436
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
N1 N 0.4332(6) 0.2960(5) 0.2973(3) 0.0639(12) Uani 1 d . .
N2 N 0.1151(6) 0.3493(5) -0.1973(3) 0.0603(12) Uani 1 d . .
N3 N 0.1460(6) 0.2020(5) -0.1654(3) 0.0604(12) Uani 1 d . .
O1 O 0.4673(7) 0.5661(5) 0.3245(3) 0.0838(13) Uani 1 d . .
O2 O 0.1379(6) 0.6158(4) -0.1712(3) 0.0724(12) Uani 1 d . .
O3 O 0.4025(7) 0.0247(5) 0.2674(3) 0.0898(14) Uani 1 d . .
C1 C 0.4225(8) 0.4473(6) 0.2665(4) 0.0608(15) Uani 1 d . .
C2 C 0.3519(7) 0.4553(5) 0.1626(4) 0.0486(13) Uani 1 d . .
C3 C 0.3382(7) 0.6019(6) 0.1276(4) 0.0537(13) Uani 1 d . .
H3 H 0.3694(7) 0.6940(6) 0.1707(4) 0.064 Uiso 1 calc R .
C4 C 0.2789(7) 0.6142(6) 0.0296(4) 0.0545(14) Uani 1 d . .
H4 H 0.2707(7) 0.7141(6) 0.0071(4) 0.065 Uiso 1 calc R .
C5 C 0.2319(7) 0.4790(6) -0.0349(4) 0.0499(13) Uani 1 d . .
C6 C 0.1606(7) 0.4888(6) -0.1383(4) 0.0576(14) Uani 1 d . .
C7 C 0.2041(7) 0.1880(6) -0.0695(4) 0.0533(14) Uani 1 d . .
C8 C 0.2335(8) 0.0445(6) -0.0329(5) 0.072(2) Uani 1 d . .
H8 H 0.2134(8) -0.0467(6) -0.0754(5) 0.086 Uiso 1 calc R .
C9 C 0.2919(8) 0.0380(6) 0.0658(5) 0.067(2) Uani 1 d . .
H9 H 0.3075(8) -0.0598(6) 0.0880(5) 0.081 Uiso 1 calc R .
C10 C 0.3286(8) 0.1689(6) 0.1335(4) 0.0560(14) Uani 1 d . .
C11 C 0.3895(8) 0.1532(6) 0.2350(4) 0.066(2) Uani 1 d . .
C12 C 0.2430(6) 0.3265(5) -0.0015(4) 0.0459(12) Uani 1 d . .
C13 C 0.3064(7) 0.3153(5) 0.0987(4) 0.0467(12) Uani 1 d . .
C14 C 0.5017(11) 0.2860(8) 0.4032(5) 0.088(2) Uani 1 d . .
H14 H 0.5262(11) 0.3972(8) 0.4322(5) 0.105 Uiso 1 calc R .
C15 C 0.3510(15) 0.1807(11) 0.4563(6) 0.120(3) Uani 1 d . .
H15A H 0.3217(15) 0.0678(11) 0.4312(6) 0.144 Uiso 1 calc R .
H15B H 0.4043(15) 0.1863(11) 0.5249(6) 0.144 Uiso 1 calc R .
C16 C 0.1765(15) 0.2166(13) 0.4516(6) 0.152(4) Uani 1 d . .
H16A H 0.0874(33) 0.1404(44) 0.4892(34) 0.183 Uiso 1 calc R .
H16B H 0.1188(45) 0.2074(70) 0.3843(7) 0.183 Uiso 1 calc R .
H16C H 0.2021(18) 0.3270(26) 0.4780(38) 0.183 Uiso 1 calc R .
C17 C 0.7051(12) 0.2563(10) 0.4208(6) 0.131(3) Uani 1 d . .
H17A H 0.7950(24) 0.3280(45) 0.3814(28) 0.157 Uiso 1 calc R .
H17B H 0.6891(17) 0.1436(19) 0.4027(35) 0.157 Uiso 1 calc R .
H17C H 0.7564(37) 0.2792(60) 0.4890(9) 0.157 Uiso 1 calc R .
C18 C 0.0007(10) 0.3371(8) -0.2925(4) 0.083(2) Uani 1 d . .
H18A H -0.1040(32) 0.2338(20) -0.3002(11) 0.100 Uiso 1 calc R .
H18B H 0.0839(15) 0.3435(44) -0.3434(4) 0.100 Uiso 1 calc R .
H18C H -0.0537(43) 0.4261(26) -0.2969(11) 0.100 Uiso 1 calc R .
C19 C 0.1701(10) 0.0920(7) -0.2419(4) 0.085(2) Uani 1 d . .
H19A H 0.2033(50) 0.1521(12) -0.2995(9) 0.101 Uiso 1 calc R .
H19B H 0.0494(18) 0.0028(24) -0.2577(18) 0.101 Uiso 1 calc R .
H19C H 0.2735(35) 0.0486(34) -0.2187(10) 0.101 Uiso 1 calc R .
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
N1 C1 1.390(6) . ?
N1 C11 1.410(6) . ?
N1 C14 1.493(7) . ?
N2 C6 1.360(6) . ?
N2 N3 1.415(5) . ?
N2 C18 1.448(6) . ?
N3 C7 1.353(6) . ?
N3 C19 1.458(6) . ?
O1 C1 1.216(6) . ?
O2 C6 1.234(6) . ?
O3 C11 1.218(6) . ?
C1 C2 1.468(7) . ?
C2 C3 1.378(6) . ?
C2 C13 1.401(6) . ?
C3 C4 1.379(7) . ?
C4 C5 1.374(6) . ?
C5 C12 1.412(6) . ?
C5 C6 1.467(7) . ?
C7 C8 1.401(7) . ?
C7 C12 1.431(6) . ?
C8 C9 1.378(7) . ?
C9 C10 1.383(7) . ?
C10 C13 1.396(6) . ?
C10 C11 1.433(7) . ?
C12 C13 1.413(6) . ?
C14 C15 1.448(10) . ?
C14 C17 1.561(9) . ?
C15 C16 1.383(11) . ?
