#------------------------------------------------------------------------------
#$Date: 2016-02-16 18:55:33 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176466 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/11/8101128.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_8101128
loop_
_publ_author_name
'Fukui, Keijiro'
'Hesek, Dusan'
'Oelgemöller, Michael'
'Inoue, Yoshihisa'
_publ_section_title
;
Crystal structure of N-cyclooctylidene-N'-(2,4-dinitrophenyl)-hydrazine, 
C₁₄H₁₈N₄O₄
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              661
_journal_page_last               662
_journal_volume                  216
_journal_year                    2001
_chemical_formula_moiety         'C14 H18 N4 O4 '
_chemical_formula_sum            'C14 H18 N4 O4'
_chemical_formula_weight         306.32
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 90.5(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.23(2)
_cell_length_b                   7.31(2)
_cell_length_c                   21.64(2)
_cell_measurement_temperature    296.2
_cell_volume                     1459(4)
_diffrn_ambient_temperature      296.2
_exptl_crystal_density_diffrn    1.394
_refine_ls_R_factor_obs          0.0492
_refine_ls_wR_factor_obs         0.0359
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C14 H18 N4 O4 '
_cod_database_code               8101128
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
1/2-x,1/2+y,1/2-z
'  -x,  -y,  -z'
1/2+x,1/2-y,1/2+z
loop_
_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_calc_attached_atom
_atom_site_occupancy
_atom_site_refinement_flags
O15 0.6213(2) 0.3614(2) -0.0161(1) 0.0614(2) Uani d . 1.00 .
O16 0.7782(2) 0.3590(2) -0.0885(1) 0.0700(3) Uani d . 1.00 .
O17 1.0445(2) -0.1660(2) -0.1420(1) 0.0876(3) Uani d . 1.00 .
O18 1.0841(3) -0.3725(2) -0.0733(1) 0.0589(4) Uani d . 1.00 .
N1 0.5624(2) -0.0056(2) 0.1141(1) 0.0406(3) Uani d . 1.00 .
N2 0.6082(2) 0.0875(2) 0.0620(1) 0.0405(3) Uani d . 1.00 .
N3 0.7168(2) 0.2841(1) -0.0456(1) 0.0438(2) Uani d . 1.00 .
N4 1.0188(2) -0.2375(2) -0.0923(1) 0.0447(2) Uani d . 1.00 .
C1 0.4726(2) 0.0803(2) 0.1486(1) 0.0380(3) Uani d . 1.00 .
C2 0.4167(2) 0.2710(2) 0.1367(1) 0.0418(3) Uani d . 1.00 .
C3 0.5216(2) 0.4249(2) 0.1556(1) 0.0468(3) Uani d . 1.00 .
C4 0.5508(2) 0.4429(2) 0.2252(1) 0.0493(3) Uani d . 1.00 .
C5 0.6345(2) 0.2823(2) 0.2540(2) 0.0508(4) Uani d . 1.00 .
C6 0.5461(1) 0.1479(1) 0.2921(1) 0.0595(2) Uani d . 1.00 .
C7 0.4042(2) 0.0808(1) 0.2638(1) 0.0557(3) Uani d . 1.00 .
C8 0.4177(1) -0.0257(1) 0.2031(1) 0.0527(2) Uani d . 1.00 .
C9 0.7051(2) 0.0093(2) 0.0240(1) 0.0340(4) Uani d . 1.00 .
C10 0.7599(2) -0.1698(2) 0.0363(1) 0.0404(4) Uani d . 1.00 .
C11 0.8609(2) -0.2489(2) -0.0009(1) 0.0393(4) Uani d . 1.00 .
C12 0.9101(2) -0.1548(2) -0.0530(1) 0.0356(4) Uani d . 1.00 .
C13 0.8604(3) 0.0169(2) -0.0673(2) 0.0356(5) Uani d . 1.00 .
C14 0.7593(3) 0.0993(3) -0.0291(2) 0.0348(5) Uani d . 1.00 .
H1 0.715(3) 0.332(3) 0.2807(16) 0.060(5) Uiso d . 1.00 .
H2 0.724(2) -0.242(2) 0.0723(15) 0.053(5) Uiso d . 1.00 .
H3 0.898(2) -0.367(2) 0.0087(15) 0.061(4) Uiso d . 1.00 .
H4 0.888(2) 0.085(2) -0.1014(13) 0.047(4) Uiso d . 1.00 .
H5 0.582(2) 0.203(3) 0.0543(15) 0.051(5) Uiso d . 1.00 .
H6 0.609(2) 0.551(2) 0.2305(14) 0.063(5) Uiso d . 1.00 .
H7 0.326(2) 0.284(2) 0.1584(14) 0.049(4) Uiso d . 1.00 .
H8 0.475(2) 0.537(2) 0.1417(14) 0.059(4) Uiso d . 1.00 .
H9 0.685(2) 0.208(2) 0.2217(17) 0.057(4) Uiso d . 1.00 .
H10 0.337(3) 0.190(2) 0.2593(17) 0.052(4) Uiso d . 1.00 .
H11 0.317(3) -0.056(2) 0.1928(16) 0.066(4) Uiso d . 1.00 .
H12 0.457(3) 0.460(3) 0.2481(17) 0.052(6) Uiso d . 1.00 .
H13 0.600(3) 0.033(3) 0.3047(17) 0.075(6) Uiso d . 1.00 .
H14 0.478(3) -0.133(3) 0.2095(17) 0.067(6) Uiso d . 1.00 .
H15 0.618(3) 0.407(3) 0.1347(17) 0.053(6) Uiso d . 1.00 .
H16 0.525(2) 0.195(2) 0.3352(14) 0.091(5) Uiso d . 1.00 .
H17 0.351(2) -0.002(2) 0.2941(14) 0.072(2) Uiso d . 1.00 .
H18 0.390(3) 0.283(2) 0.0921(16) 0.062(5) Uiso d . 1.00 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N1 1.226(2) 1_555 1_555 yes
O2 N1 1.217(2) 1_555 1_555 yes
O3 N2 1.224(2) 1_555 1_555 yes
O4 N2 1.235(3) 1_555 1_555 yes
N1 C3 1.461(3) 1_555 1_555 yes
N2 C5 1.454(3) 1_555 1_555 yes
N3 N4 1.394(2) 1_555 1_555 yes
N3 C6 1.354(3) 1_555 1_555 yes
N4 C7 1.286(3) 1_555 1_555 yes
C1 C2 1.368(3) 1_555 1_555 yes
C1 C6 1.417(3) 1_555 1_555 yes
C2 C3 1.394(3) 1_555 1_555 yes
C3 C4 1.366(3) 1_555 1_555 yes
C4 C5 1.384(3) 1_555 1_555 yes
C5 C6 1.414(3) 1_555 1_555 yes
C7 C8 1.505(3) 1_555 1_555 yes
C7 C15 1.497(3) 1_555 1_555 yes
C8 C10 1.541(3) 1_555 1_555 yes
C9 C10 1.526(4) 1_555 1_555 yes
C9 C12 1.524(4) 1_555 1_555 yes
C12 C13 1.531(3) 1_555 1_555 yes
C13 C14 1.534(3) 1_555 1_555 yes
C14 C15 1.530(4) 1_555 1_555 yes
