#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/13/4021312.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_4021312
loop_
_publ_author_name
'Gury Zvilichovsky'
'Isra Gbara-Haj-Yahia'
_publ_section_title
;
 Stereoselectivity and Regioselectivity in Nucleophilic Ring
 Opening in Derivatives of 3-Phenylisoxazolo[2,3-a]pyrimidine.
 Unpredicted Dimerization and Ring Transformation.
 Syntheses of Derivatives of Pyrimidinylmethylamine,
 Pyrimidinylmethylamino Acid Amides, and
 α-Amino-2-pyrimidinylacetamides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4966
_journal_page_last               4973
_journal_paper_doi               10.1021/jo0497196
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C16 H15 N3 O2'
_chemical_formula_weight         281.31
_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                91.259(5)
_cell_angle_beta                 113.660(4)
_cell_angle_gamma                99.146(5)
_cell_formula_units_Z            2
_cell_length_a                   8.730(2)
_cell_length_b                   8.983(3)
_cell_length_c                   9.277(3)
_cell_measurement_temperature    123(2)
_cell_volume                     655.0(3)
_diffrn_ambient_temperature      123(2)
_exptl_crystal_density_diffrn    1.426
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4021312
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.79646(16) 0.54220(15) 0.53230(15) 0.0171(3) Uani 1 1 d . . .
C2 C 1.00222(17) 0.75343(15) 0.64745(17) 0.0205(3) Uani 1 1 d . . .
C3 C 1.01945(18) 0.77589(16) 0.50485(17) 0.0214(3) Uani 1 1 d . . .
H3 H 1.100(2) 0.8614(19) 0.503(2) 0.034(5) Uiso 1 1 d . . .
C4 C 0.92275(16) 0.67592(15) 0.37641(16) 0.0191(3) Uani 1 1 d . . .
C5 C 0.67806(17) 0.41931(15) 0.53501(16) 0.0178(3) Uani 1 1 d . . .
C6 C 0.57830(17) 0.31663(15) 0.39942(16) 0.0178(3) Uani 1 1 d . . .
C7 C 0.50281(16) 0.24293(15) 0.60172(16) 0.0182(3) Uani 1 1 d . . .
C8 C 0.43158(18) 0.16844(17) 0.69554(18) 0.0226(3) Uani 1 1 d . . .
H8 H 0.347(2) 0.078(2) 0.657(2) 0.032(4) Uiso 1 1 d . . .
C9 C 0.48945(19) 0.22733(17) 0.85115(17) 0.0254(3) Uani 1 1 d . . .
H9 H 0.436(2) 0.1709(18) 0.9196(19) 0.030(4) Uiso 1 1 d . . .
C10 C 0.61296(19) 0.35620(17) 0.91115(17) 0.0252(3) Uani 1 1 d . . .
H10 H 0.6530(18) 0.3944(16) 1.0229(19) 0.020(4) Uiso 1 1 d . . .
C11 C 0.68571(19) 0.42885(17) 0.81762(16) 0.0221(3) Uani 1 1 d . . .
H11 H 0.7746(19) 0.5195(17) 0.8596(17) 0.020(4) Uiso 1 1 d . . .
C12 C 0.63093(16) 0.37246(15) 0.66166(16) 0.0177(3) Uani 1 1 d . . .
C13 C 0.33417(17) 0.10026(15) 0.33774(16) 0.0203(3) Uani 1 1 d . . .
C14 C 0.2927(2) 0.09695(19) 0.16546(18) 0.0278(3) Uani 1 1 d . . .
H14A H 0.276(2) 0.197(2) 0.128(2) 0.049(5) Uiso 1 1 d . . .
H14B H 0.379(3) 0.065(2) 0.139(2) 0.051(6) Uiso 1 1 d . . .
H14C H 0.189(3) 0.029(2) 0.109(2) 0.051(6) Uiso 1 1 d . . .
C15 C 1.1099(2) 0.85804(18) 0.79120(19) 0.0258(3) Uani 1 1 d . . .
H15A H 1.088(2) 0.956(2) 0.766(2) 0.044(5) Uiso 1 1 d . . .
H15B H 1.228(2) 0.863(2) 0.812(2) 0.043(5) Uiso 1 1 d . . .
H15C H 1.091(2) 0.829(2) 0.884(2) 0.051(6) Uiso 1 1 d . . .
C16 C 0.9292(2) 0.68265(18) 0.21931(18) 0.0235(3) Uani 1 1 d . . .
H16A H 0.820(2) 0.6919(18) 0.139(2) 0.036(5) Uiso 1 1 d . . .
H16B H 0.961(2) 0.5918(19) 0.1930(19) 0.033(4) Uiso 1 1 d . . .
H16C H 1.012(2) 0.766(2) 0.219(2) 0.042(5) Uiso 1 1 d . . .
N1 N 0.81393(15) 0.56044(13) 0.39343(14) 0.0181(3) Uani 1 1 d . . .
H1N1 H 0.7429(19) 0.4922(18) 0.3134(19) 0.023(4) Uiso 1 1 d . . .
N2 N 0.89288(14) 0.63986(13) 0.66132(14) 0.0196(3) Uani 1 1 d . . .
N3 N 0.46677(13) 0.20977(12) 0.44034(13) 0.0184(3) Uani 1 1 d . . .
O1 O 0.58321(12) 0.31253(11) 0.26742(11) 0.0225(2) Uani 1 1 d . . .
O2 O 0.25219(13) 0.01185(11) 0.38848(12) 0.0277(3) Uani 1 1 d . . .
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
C1 N2 1.3496(18) . ?
C1 N1 1.3671(17) . ?
C1 C5 1.3954(19) . ?
C2 N2 1.3278(18) . ?
C2 C3 1.4055(19) . ?
C2 C15 1.484(2) . ?
C3 C4 1.358(2) . ?
C4 N1 1.3483(17) . ?
C4 C16 1.4829(19) . ?
C5 C6 1.416(2) . ?
C5 C12 1.4428(18) . ?
C6 O1 1.2424(16) . ?
C6 N3 1.4245(17) . ?
C7 C8 1.3856(19) . ?
C7 C12 1.4046(19) . ?
C7 N3 1.4148(18) . ?
C8 C9 1.384(2) . ?
C9 C10 1.381(2) . ?
C10 C11 1.3848(19) . ?
C11 C12 1.384(2) . ?
C13 O2 1.2127(16) . ?
C13 N3 1.3879(18) . ?
C13 C14 1.489(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658510
