#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/05/4020575.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_4020575
loop_
_publ_author_name
'Romain Noël'
'Corinne Vanucci-Bacqué'
'Marie-Claude Fargeau-Bellassoued'
'Gérard Lhommet'
_publ_section_title
;
 Synthesis of New Chiral 6-Carbonyl
 2,3,8,8a-Tetrahydro-7H-oxazolo[3,2-a]pyridines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9044
_journal_page_last               9047
_journal_paper_doi               10.1021/jo051192p
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C16 H19 N1 O2'
_chemical_formula_sum            'C16 H19 N O2'
_chemical_formula_weight         257.33
_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
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.037(2)
_cell_length_b                   7.533(2)
_cell_length_c                   30.403(5)
_cell_measurement_temperature    295
_cell_volume                     1382.6(6)
_diffrn_ambient_temperature      295
_exptl_crystal_density_diffrn    1.236
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C16 H19 N1 O2'
_cod_database_code               4020575
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.9513(8) 1.2622(7) 0.95857(15) 0.0682 1.0000 Uani . . . . . .
C2 C 0.7645(7) 1.2516(6) 0.92592(14) 0.0540 1.0000 Uani . . . . . .
C3 C 0.6341(7) 1.0906(5) 0.92395(11) 0.0407 1.0000 Uani . . . . . .
C4 C 0.6961(7) 0.9364(5) 0.95410(12) 0.0494 1.0000 Uani . . . . . .
C5 C 0.5026(8) 0.8095(5) 0.96069(13) 0.0533 1.0000 Uani . . . . . .
C6 C 0.4160(7) 0.7542(5) 0.91662(12) 0.0462 1.0000 Uani . . . . . .
C7 C 0.4588(7) 1.0700(5) 0.89504(11) 0.0383 1.0000 Uani . . . . . .
C8 C 0.3617(8) 1.2187(5) 0.86844(13) 0.0518 1.0000 Uani . . . . . .
C9 C 0.1158(8) 0.6762(6) 0.87731(14) 0.0562 1.0000 Uani . . . . . .
C10 C 0.1591(7) 0.8713(5) 0.86353(13) 0.0440 1.0000 Uani . . . . . .
C11 C 0.1902(7) 0.8882(5) 0.81432(12) 0.0426 1.0000 Uani . . . . . .
C12 C 0.3803(7) 0.8282(6) 0.79369(13) 0.0551 1.0000 Uani . . . . . .
C13 C 0.4024(8) 0.8373(7) 0.74846(15) 0.0662 1.0000 Uani . . . . . .
C14 C 0.2339(9) 0.9088(7) 0.72338(14) 0.0681 1.0000 Uani . . . . . .
C15 C 0.0461(9) 0.9680(7) 0.74311(15) 0.0669 1.0000 Uani . . . . . .
C16 C 0.0223(8) 0.9592(6) 0.78885(14) 0.0556 1.0000 Uani . . . . . .
O1 O 0.7391(7) 1.3807(5) 0.90102(14) 0.0956 1.0000 Uani . . . . . .
O2 O 0.2129(5) 0.6616(4) 0.92001(9) 0.0608 1.0000 Uani . . . . . .
N1 N 0.3590(5) 0.9093(4) 0.88962(9) 0.0395 1.0000 Uani . . . . . .
H11 H 1.0291 1.3784 0.9563 0.082(4) 1.0000 Uiso . . . . . .
H12 H 0.8965 1.2433 0.9890 0.082(4) 1.0000 Uiso . . . . . .
H13 H 1.0639 1.1642 0.9516 0.082(4) 1.0000 Uiso . . . . . .
H41 H 0.7406 0.9848 0.9833 0.082(4) 1.0000 Uiso . . . . . .
H42 H 0.8226 0.8704 0.9407 0.082(4) 1.0000 Uiso . . . . . .
H51 H 0.3817 0.8697 0.9773 0.082(4) 1.0000 Uiso . . . . . .
H52 H 0.5533 0.7021 0.9769 0.082(4) 1.0000 Uiso . . . . . .
H61 H 0.5271 0.6788 0.9010 0.082(4) 1.0000 Uiso . . . . . .
H81 H 0.2354 1.1715 0.8500 0.082(4) 1.0000 Uiso . . . . . .
H82 H 0.3021 1.3129 0.8885 0.082(4) 1.0000 Uiso . . . . . .
H83 H 0.4760 1.2706 0.8487 0.082(4) 1.0000 Uiso . . . . . .
H91 H -0.0467 0.6512 0.8784 0.082(4) 1.0000 Uiso . . . . . .
H92 H 0.1880 0.5921 0.8561 0.082(4) 1.0000 Uiso . . . . . .
H101 H 0.0346 0.9493 0.8734 0.082(4) 1.0000 Uiso . . . . . .
H121 H 0.5028 0.7744 0.8119 0.082(4) 1.0000 Uiso . . . . . .
H131 H 0.5424 0.7979 0.7339 0.082(4) 1.0000 Uiso . . . . . .
H141 H 0.2479 0.9120 0.6904 0.082(4) 1.0000 Uiso . . . . . .
H151 H -0.0746 1.0210 0.7249 0.082(4) 1.0000 Uiso . . . . . .
H161 H -0.1155 1.0034 0.8029 0.082(4) 1.0000 Uiso . . . . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.505(6) yes
C1 . H11 . 0.995 no
C1 . H12 . 0.993 no
C1 . H13 . 1.025 no
C2 . C3 . 1.447(5) yes
C2 . O1 . 1.242(5) yes
C3 . C4 . 1.526(5) yes
C3 . C7 . 1.384(5) yes
C4 . C5 . 1.523(6) yes
C4 . H41 . 0.997 no
C4 . H42 . 0.998 no
C5 . C6 . 1.497(5) yes
C5 . H51 . 0.997 no
C5 . H52 . 0.996 no
C6 . O2 . 1.414(5) yes
C6 . N1 . 1.469(5) yes
C6 . H61 . 1.000 no
C7 . C8 . 1.501(5) yes
C7 . N1 . 1.363(5) yes
C8 . H81 . 1.011 no
C8 . H82 . 1.002 no
C8 . H83 . 0.995 no
C9 . C10 . 1.551(6) yes
C9 . O2 . 1.428(5) yes
C9 . H91 . 1.000 no
C9 . H92 . 1.004 no
C10 . C11 . 1.513(5) yes
C10 . N1 . 1.472(5) yes
C10 . H101 . 1.000 no
C11 . C12 . 1.383(6) yes
C11 . C16 . 1.383(6) yes
C12 . C13 . 1.383(6) yes
C12 . H121 . 1.010 no
C13 . C14 . 1.380(7) yes
C13 . H131 . 0.999 no
C14 . C15 . 1.358(7) yes
C14 . H141 . 1.005 no
C15 . C16 . 1.400(6) yes
C15 . H151 . 0.998 no
C16 . H161 . 0.993 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21176359
