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#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020707.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_4020707
loop_
_publ_author_name
'Ramón Badorrey'
'Carlos Cativiela'
'María D. Díaz-de-Villegas'
'Roberto Díez'
'Fabrizio Galbiati'
'José A. Gálvez'
_publ_section_title
;
 Highly Diastereoselective Cyanation of Methyl Ketimines
 Obtained from (R)-Glyceraldehyde
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10102
_journal_page_last               10105
_journal_paper_doi               10.1021/jo051592c
_journal_volume                  70
_journal_year                    2005
_chemical_absolute_configuration rm
_chemical_formula_sum            'C15 H20 N2 O2'
_chemical_formula_weight         260.33
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.8550(10)
_cell_length_b                   10.4970(10)
_cell_length_c                   20.241(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1456.5(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.187
_cod_database_code               4020707
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.8548(3) 0.69340(17) 0.13797(10) 0.0420(5) Uani 1 d . . .
H2 H 0.743(5) 0.731(3) 0.1232(12) 0.046(7) Uiso 1 d . . .
O1 O 0.8378(3) 0.95098(14) 0.11678(9) 0.0506(5) Uani 1 d . . .
O2 O 1.0611(3) 1.07526(19) 0.06698(9) 0.0582(5) Uani 1 d . . .
C2 C 1.0292(4) 0.7579(2) 0.11359(9) 0.0384(5) Uani 1 d . . .
C10 C 0.6601(4) 0.4961(2) 0.14797(10) 0.0416(5) Uani 1 d . . .
N1 N 1.0416(3) 0.7455(3) -0.01663(9) 0.0575(6) Uani 1 d . . .
C1 C 1.0380(3) 0.7535(2) 0.03933(10) 0.0414(5) Uani 1 d . . .
C11 C 0.5351(4) 0.4224(2) 0.11016(12) 0.0491(6) Uani 1 d . . .
H11 H 0.5531 0.4179 0.0647 0.059 Uiso 1 calc R . .
C9 C 0.8332(4) 0.5603(2) 0.11621(12) 0.0505(6) Uani 1 d . . .
H9A H 0.9507 0.5135 0.1272 0.061 Uiso 1 calc R . .
H9B H 0.8179 0.5583 0.0686 0.061 Uiso 1 calc R . .
C4 C 1.1723(4) 0.9868(2) 0.10390(12) 0.0490(6) Uani 1 d . . .
H4A H 1.2488 1.0298 0.1375 0.059 Uiso 1 calc R . .
H4B H 1.2596 0.9392 0.0754 0.059 Uiso 1 calc R . .
C3 C 1.0197(4) 0.8984(2) 0.13553(11) 0.0436(6) Uani 1 d . . .
H3 H 1.0323 0.9027 0.1837 0.052 Uiso 1 calc R . .
C15 C 0.6274(4) 0.5043(3) 0.21537(12) 0.0528(6) Uani 1 d . . .
H15 H 0.7082 0.5547 0.2414 0.063 Uiso 1 calc R . .
C8 C 1.2156(4) 0.6985(3) 0.14195(13) 0.0537(7) Uani 1 d . . .
H8A H 1.2106 0.7010 0.1893 0.081 Uiso 1 calc R . .
H8B H 1.3269 0.7457 0.1268 0.081 Uiso 1 calc R . .
H8C H 1.2259 0.6117 0.1275 0.081 Uiso 1 calc R . .
C5 C 0.8716(4) 1.0794(2) 0.09535(12) 0.0493(6) Uani 1 d . . .
C12 C 0.3833(4) 0.3552(2) 0.13921(15) 0.0577(7) Uani 1 d . . .
H12 H 0.3017 0.3051 0.1133 0.069 Uiso 1 calc R . .
C14 C 0.4742(5) 0.4374(3) 0.24424(12) 0.0611(8) Uani 1 d . . .
H14 H 0.4535 0.4434 0.2895 0.073 Uiso 1 calc R . .
C13 C 0.3532(5) 0.3625(3) 0.20642(15) 0.0620(8) Uani 1 d . . .
H13 H 0.2521 0.3172 0.2260 0.074 Uiso 1 calc R . .
C6 C 0.8675(5) 1.1684(3) 0.15488(16) 0.0666(8) Uani 1 d . . .
H6A H 0.7390 1.1689 0.1737 0.100 Uiso 1 calc R . .
H6B H 0.9017 1.2530 0.1411 0.100 Uiso 1 calc R . .
H6C H 0.9594 1.1392 0.1873 0.100 Uiso 1 calc R . .
C7 C 0.7232(5) 1.1109(3) 0.04331(15) 0.0704(8) Uani 1 d . . .
H7A H 0.5955 1.1127 0.0628 0.106 Uiso 1 calc R . .
H7B H 0.7268 1.0473 0.0092 0.106 Uiso 1 calc R . .
H7C H 0.7522 1.1927 0.0246 0.106 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
N2 C2 1.460(3) . ?
N2 C9 1.472(3) . ?
O1 C3 1.415(3) . ?
O1 C5 1.434(3) . ?
O2 C4 1.415(3) . ?
O2 C5 1.421(3) . ?
C2 C1 1.505(3) . ?
C2 C8 1.533(3) . ?
C2 C3 1.542(3) . ?
C10 C11 1.385(4) . ?
C10 C15 1.385(3) . ?
C10 C9 1.509(3) . ?
N1 C1 1.136(3) . ?
C11 C12 1.388(4) . ?
C4 C3 1.538(3) . ?
C15 C14 1.392(4) . ?
C5 C7 1.501(4) . ?
C5 C6 1.525(4) . ?
C12 C13 1.378(4) . ?
C14 C13 1.376(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9681983
