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#$Date: 2016-03-21 02:20:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178382 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/04/4020492.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_4020492
loop_
_publ_author_name
'Karine Jakubowicz'
'Yung-Sing Wong'
'Angèle Chiaroni'
'Michel Bénéchie'
'Christian Marazano'
_publ_section_title
;
 New Polycyclic Diamine Scaffolds from Dimerization
 of 3-Alkyl-1,4-dihydropyridines in Acidic Medium
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7780
_journal_page_last               7783
_journal_paper_doi               10.1021/jo050937o
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C28 H36 N2'
_chemical_formula_structural     'C28 H36 N2'
_chemical_formula_sum            'C28 H36 N2'
_chemical_formula_weight         400.59
_chemical_name_common            diaF4-(15R,17S)
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 114.74(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.322(12)
_cell_length_b                   8.456(5)
_cell_length_c                   16.450(10)
_cell_measurement_temperature    293(2)
_cell_volume                     2314.7(25)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.150
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               4020492
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_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 0.73920(10) 0.1067(2) -0.08003(11) 0.0392(4) Uani 1 d . .
C2 C 0.72889(13) 0.0184(3) -0.0081(2) 0.0441(5) Uani 1 d . .
H2 H 0.67518(13) -0.0290(3) -0.0311(2) 0.053 Uiso 1 calc R .
C3 C 0.74133(14) 0.1254(3) 0.07131(15) 0.0484(5) Uani 1 d . .
H3A H 0.69587(14) 0.1960(3) 0.05679(15) 0.058 Uiso 1 calc R .
H3B H 0.74710(14) 0.0627(3) 0.12303(15) 0.058 Uiso 1 calc R .
C4 C 0.81766(14) 0.2194(3) 0.09064(14) 0.0455(5) Uani 1 d . .
H4A H 0.84708(14) 0.2332(3) 0.15476(14) 0.055 Uiso 1 calc R .
H4B H 0.80363(14) 0.3234(3) 0.06358(14) 0.055 Uiso 1 calc R .
C5 C 0.87119(12) 0.1339(2) 0.05329(13) 0.0379(4) Uani 1 d . .
C6 C 0.82730(12) 0.1193(3) -0.05133(13) 0.0371(4) Uani 1 d . .
H6 H 0.84031(12) 0.2095(3) -0.08031(13) 0.045 Uiso 1 calc R .
C7 C 0.85284(13) -0.0402(3) -0.08064(13) 0.0429(5) Uani 1 d . .
C8 C 0.80020(15) -0.1675(3) -0.06494(15) 0.0499(6) Uani 1 d . .
H8A H 0.74768(15) -0.1725(3) -0.11487(15) 0.060 Uiso 1 calc R .
H8B H 0.82541(15) -0.2707(3) -0.05668(15) 0.060 Uiso 1 calc R .
C9 C 0.79351(13) -0.1131(3) 0.02051(14) 0.0432(5) Uani 1 d . .
H9 H 0.77920(13) -0.2010(3) 0.04990(14) 0.052 Uiso 1 calc R .
C10 C 0.87750(12) -0.0395(2) 0.08319(13) 0.0386(4) Uani 1 d . .
H10 H 0.88502(12) -0.0447(2) 0.14572(13) 0.046 Uiso 1 calc R .
N11 N 0.94604(11) -0.1132(2) 0.07407(12) 0.0435(4) Uani 1 d . .
C12 C 0.93898(14) -0.0878(3) -0.01807(15) 0.0480(5) Uani 1 d . .
H12A H 0.95336(14) -0.1842(3) -0.03984(15) 0.058 Uiso 1 calc R .
H12B H 0.97591(14) -0.0053(3) -0.01764(15) 0.058 Uiso 1 calc R .
C13 C 0.95120(15) 0.2211(3) 0.0868(2) 0.0509(6) Uani 1 d . .
H13A H 0.9422(2) 0.3284(7) 0.0658(10) 0.066 Uiso 1 calc R .
H13B H 0.9859(4) 0.1696(13) 0.0647(10) 0.066 Uiso 1 calc R .
H13C H 0.9759(5) 0.2203(19) 0.1511(2) 0.066 Uiso 1 calc R .
C14 C 0.8438(2) -0.0348(4) -0.1772(2) 0.0608(7) Uani 1 d . .
H14A H 0.7891(3) -0.0104(24) -0.2164(2) 0.079 Uiso 1 calc R .
H14B H 0.8580(12) -0.1357(9) -0.1932(5) 0.079 Uiso 1 calc R .
H14C H 0.8787(10) 0.0452(18) -0.1828(4) 0.079 Uiso 1 calc R .
C15 C 0.69040(14) 0.2501(3) -0.11349(14) 0.0456(5) Uani 1 d . .
H15 H 0.70946(14) 0.3313(3) -0.06676(14) 0.055 Uiso 1 calc R .
C16 C 0.6020(2) 0.2145(4) -0.1363(2) 0.0649(7) Uani 1 d . .
H16A H 0.5699(2) 0.3055(9) -0.1640(13) 0.084 Uiso 1 calc R .
H16B H 0.5961(3) 0.1892(25) -0.0825(3) 0.084 Uiso 1 calc R .
H16C H 0.5846(4) 0.1264(16) -0.1768(11) 0.084 Uiso 1 calc R .
C17 C 0.96496(15) -0.2750(3) 0.1090(2) 0.0514(6) Uani 1 d . .
H17 H 0.91961(15) -0.3441(3) 0.0743(2) 0.062 Uiso 1 calc R .
C18 C 1.0400(2) -0.3363(4) 0.1013(2) 0.0736(8) Uani 1 d . .
H18A H 1.0562(9) -0.4345(16) 0.1331(14) 0.096 Uiso 1 calc R .
H18B H 1.0825(5) -0.2603(14) 0.1266(15) 0.096 Uiso 1 calc R .
H18C H 1.0286(5) -0.3528(29) 0.0394(2) 0.096 Uiso 1 calc R .
C19 C 0.69770(12) 0.3123(3) -0.19591(14) 0.0428(5) Uani 1 d . .
C20 C 0.67231(14) 0.2220(3) -0.2737(2) 0.0508(5) Uani 1 d . .
H20 H 0.65392(14) 0.1194(3) -0.2738(2) 0.061 Uiso 1 calc R .
C21 C 0.6741(2) 0.2829(4) -0.3510(2) 0.0633(7) Uani 1 d . .
H21 H 0.6567(2) 0.2212(4) -0.4024(2) 0.076 Uiso 1 calc R .
C22 C 0.7013(2) 0.4334(4) -0.3522(2) 0.0748(9) Uani 1 d . .
H22 H 0.7029(2) 0.4737(4) -0.4040(2) 0.090 Uiso 1 calc R .
C23 C 0.7262(2) 0.5238(4) -0.2763(3) 0.0771(9) Uani 1 d . .
H23 H 0.7441(2) 0.6265(4) -0.2768(3) 0.093 Uiso 1 calc R .
C24 C 0.7247(2) 0.4628(3) -0.1986(2) 0.0582(6) Uani 1 d . .
H24 H 0.7423(2) 0.5252(3) -0.1474(2) 0.070 Uiso 1 calc R .
C25 C 0.97861(14) -0.2797(3) 0.2070(2) 0.0491(5) Uani 1 d . .
C26 C 0.9343(2) -0.3802(3) 0.2344(2) 0.0611(7) Uani 1 d . .
H26 H 0.8933(2) -0.4400(3) 0.1922(2) 0.073 Uiso 1 calc R .
C27 C 0.9501(2) -0.3935(4) 0.3243(2) 0.0777(9) Uani 1 d . .
H27 H 0.9203(2) -0.4631(4) 0.3422(2) 0.093 Uiso 1 calc R .
C28 C 1.0099(2) -0.3036(5) 0.3870(2) 0.0803(10) Uani 1 d . .
H28 H 1.0208(2) -0.3120(5) 0.4474(2) 0.096 Uiso 1 calc R .
C29 C 1.0529(2) -0.2023(5) 0.3598(2) 0.0778(9) Uani 1 d . .
H29 H 1.0932(2) -0.1412(5) 0.4020(2) 0.093 Uiso 1 calc R .
C30 C 1.0379(2) -0.1886(4) 0.2707(2) 0.0645(7) Uani 1 d . .
H30 H 1.0677(2) -0.1181(4) 0.2533(2) 0.077 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 C15 1.470(3) . ?
N1 C2 1.477(3) . ?
N1 C6 1.484(3) . ?
C2 C3 1.525(3) . ?
C2 C9 1.547(3) . ?
C3 C4 1.522(3) . ?
C4 C5 1.539(3) . ?
C5 C13 1.523(3) . ?
C5 C10 1.535(3) . ?
C5 C6 1.570(3) . ?
C6 C7 1.569(3) . ?
C7 C14 1.528(3) . ?
C7 C12 1.534(3) . ?
C7 C8 1.537(3) . ?
C8 C9 1.532(3) . ?
C9 C10 1.578(3) . ?
C10 N11 1.465(3) . ?
N11 C17 1.468(3) . ?
N11 C12 1.482(3) . ?
C15 C19 1.511(3) . ?
C15 C16 1.531(4) . ?
C17 C18 1.524(4) . ?
C17 C25 1.525(3) . ?
C19 C24 1.373(4) . ?
C19 C20 1.393(3) . ?
C20 C21 1.384(4) . ?
C21 C22 1.370(5) . ?
C22 C23 1.369(5) . ?
C23 C24 1.389(4) . ?
C25 C26 1.375(4) . ?
C25 C30 1.385(4) . ?
C26 C27 1.388(4) . ?
C27 C28 1.378(6) . ?
C28 C29 1.360(5) . ?
C29 C30 1.379(4) . ?
