#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/09/4020964.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_4020964
loop_
_publ_author_name
'Gavin O'Mahony'
'Mark Nieuwenhuyzen'
'Paul Armstrong'
'Paul J. Stevenson'
_publ_section_title
;
 Rapid Stereoselective Access to Key Pumiliotoxin Precursors
 from a Common Intermediate
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3968
_journal_page_last               3971
_journal_paper_doi               10.1021/jo0497205
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C9 H13 N O2'
_chemical_formula_weight         167.20
_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            8
_cell_length_a                   6.4740(15)
_cell_length_b                   13.389(3)
_cell_length_c                   19.734(5)
_cell_measurement_temperature    153(2)
_cell_volume                     1710.6(7)
_diffrn_ambient_temperature      153(2)
_exptl_crystal_density_diffrn    1.299
_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_database_code               4020964
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.2323(4) 0.37384(16) 0.70845(11) 0.0335(6) Uani 1 1 d . . .
H1A1 H 0.0837 0.3772 0.6968 0.040 Uiso 1 1 calc R . .
H1A2 H 0.3144 0.3724 0.6661 0.040 Uiso 1 1 calc R . .
C2A C 0.2786(4) 0.28376(18) 0.75243(11) 0.0385(6) Uani 1 1 d . . .
H2A1 H 0.4282 0.2683 0.7524 0.046 Uiso 1 1 calc R . .
H2A2 H 0.2014 0.2243 0.7367 0.046 Uiso 1 1 calc R . .
C3A C 0.2063(4) 0.31620(17) 0.82257(11) 0.0339(6) Uani 1 1 d . . .
H3A1 H 0.0583 0.3007 0.8295 0.041 Uiso 1 1 calc R . .
H3A2 H 0.2885 0.2837 0.8587 0.041 Uiso 1 1 calc R . .
N4A N 0.2422(3) 0.42358(13) 0.82099(8) 0.0255(4) Uani 1 1 d . . .
O5A O 0.1899(2) 0.44921(12) 0.93316(7) 0.0328(4) Uani 1 1 d . . .
C5A C 0.2271(3) 0.48226(17) 0.87545(10) 0.0277(5) Uani 1 1 d . . .
C6A C 0.2476(3) 0.59034(17) 0.86206(11) 0.0305(6) Uani 1 1 d . . .
H6A H 0.2741 0.6342 0.8989 0.037 Uiso 1 1 calc R . .
C7A C 0.2300(3) 0.62812(17) 0.80001(11) 0.0312(5) Uani 1 1 d . . .
H7A H 0.2379 0.6984 0.7939 0.037 Uiso 1 1 calc R . .
O8A O -0.0193(2) 0.55507(12) 0.72571(7) 0.0341(4) Uani 1 1 d . . .
H8AO H -0.0894 0.5343 0.7670 0.041 Uiso 1 1 d R . .
C8A C 0.1977(3) 0.56165(17) 0.73885(11) 0.0297(5) Uani 1 1 d . . .
C8AA C 0.2956(3) 0.46102(18) 0.75329(10) 0.0285(5) Uani 1 1 d . . .
H9A H 0.4491 0.4686 0.7507 0.034 Uiso 1 1 calc R . .
C9A C 0.2948(4) 0.60714(19) 0.67548(12) 0.0418(6) Uani 1 1 d . . .
H9A H 0.2680 0.5637 0.6365 0.063 Uiso 1 1 calc R . .
H9B H 0.4441 0.6138 0.6821 0.063 Uiso 1 1 calc R . .
H9C H 0.2344 0.6731 0.6671 0.063 Uiso 1 1 calc R . .
C1B C -0.2872(4) 0.40626(17) 1.05725(11) 0.0344(6) Uani 1 1 d . . .
H1B1 H -0.3579 0.4086 1.1017 0.041 Uiso 1 1 calc R . .
H1B2 H -0.1386 0.3923 1.0645 0.041 Uiso 1 1 calc R . .
C2B C -0.3852(3) 0.32879(18) 1.01071(12) 0.0370(6) Uani 1 1 d . . .
H2B1 H -0.3357 0.2607 1.0217 0.044 Uiso 1 1 calc R . .
H2B2 H -0.5377 0.3303 1.0142 0.044 Uiso 1 1 calc R . .
C3B C -0.3141(3) 0.36065(17) 0.94060(11) 0.0350(6) Uani 1 1 d . . .
H3B1 H -0.1793 0.3303 0.9290 0.042 Uiso 1 1 calc R . .
H3B2 H -0.4168 0.3422 0.9056 0.042 Uiso 1 1 calc R . .
N4B N -0.2971(3) 0.46839(14) 0.94742(8) 0.0277(4) Uani 1 1 d . . .
O5B O -0.2477(2) 0.49837(13) 0.83602(7) 0.0387(4) Uani 1 1 d . . .
C5B C -0.2627(3) 0.52966(18) 0.89522(10) 0.0293(5) Uani 1 1 d . . .
C6B C -0.2370(4) 0.63619(18) 0.91333(11) 0.0353(6) Uani 1 1 d . . .
H6B H -0.2530 0.6856 0.8792 0.042 Uiso 1 1 calc R . .
C7B C -0.1923(3) 0.66437(17) 0.97601(12) 0.0332(6) Uani 1 1 d . . .
H7B H -0.1712 0.7332 0.9853 0.040 Uiso 1 1 calc R . .
O8B O 0.0387(2) 0.56045(11) 1.03928(7) 0.0338(4) Uani 1 1 d . . .
H8BO H 0.0545 0.5417 0.9968 0.041 Uiso 1 1 d R . .
C8B C -0.1743(3) 0.58925(17) 1.03316(11) 0.0295(5) Uani 1 1 d . . .
C8AB C -0.3183(3) 0.50295(16) 1.01802(10) 0.0299(5) Uani 1 1 d . . .
H9B H -0.4637 0.5260 1.0251 0.036 Uiso 1 1 calc R . .
C9B C -0.2293(4) 0.63678(18) 1.10087(11) 0.0396(6) Uani 1 1 d . . .
H9D H -0.2204 0.5864 1.1368 0.059 Uiso 1 1 calc R . .
H9E H -0.3703 0.6633 1.0988 0.059 Uiso 1 1 calc R . .
H9F H -0.1326 0.6913 1.1106 0.059 Uiso 1 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
C1A C2A 1.516(3) . ?
C1A C8AA 1.521(3) . ?
C2A C3A 1.524(3) . ?
C3A N4A 1.457(3) . ?
N4A C5A 1.335(3) . ?
N4A C8AA 1.468(3) . ?
O5A C5A 1.245(2) . ?
C5A C6A 1.477(3) . ?
C6A C7A 1.330(3) . ?
C7A C8A 1.514(3) . ?
O8A C8A 1.432(3) . ?
C8A C8AA 1.516(3) . ?
C8A C9A 1.526(3) . ?
C1B C8AB 1.522(3) . ?
C1B C2B 1.524(3) . ?
C2B C3B 1.519(3) . ?
C3B N4B 1.453(3) . ?
N4B C5B 1.336(3) . ?
N4B C8AB 1.474(3) . ?
O5B C5B 1.245(2) . ?
C5B C6B 1.480(3) . ?
C6B C7B 1.325(3) . ?
C7B C8B 1.516(3) . ?
O8B C8B 1.437(3) . ?
C8B C8AB 1.515(3) . ?
C8B C9B 1.522(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9369618
