#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/12/4021250.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_4021250
loop_
_publ_author_name
'Paul R. Serwinski'
'Burak Esat'
'Paul M. Lahti'
'Yi Liao'
'Richard Walton'
'Jiang Lan'
_publ_section_title
;
 Photolysis and Oxidation of Azidophenyl-Substituted Radicals:
 Delocalization in Heteroatom-Based Radicals
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5247
_journal_page_last               5260
_journal_paper_doi               10.1021/jo049500r
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C13 H16 N5 O2 '
_chemical_formula_sum            'C13 H16 N5 O2'
_chemical_formula_weight         274.304
_chemical_melting_point          80.5(5)
_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                   6.0831(2)
_cell_length_b                   11.3917(5)
_cell_length_c                   20.0530(10)
_cell_measurement_temperature    298
_cell_volume                     1389.60(10)
_diffrn_ambient_temperature      298
_exptl_crystal_density_diffrn    1.311
_cod_duplicate_entry             4021248
_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 

The following automatic conversions were performed:

'_chemical_melting_point' value '80-81' was changed to '80.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_formula_sum        'C13 H16 N5 O2 '
_cod_database_code               4021250
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
'-X+ 1/2,-Y,+Z+ 1/2'
'+X+ 1/2,-Y+ 1/2,-Z'
'-X,+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_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
O1 O 1.0211(4) 0.0151(2) 0.40369(13) 0.0735(8) Uani 1 1 d . . .
O2 O 0.6047(5) 0.2707(2) 0.27826(12) 0.0704(8) Uani 1 1 d . . .
N1 N 0.8901(4) 0.0558(2) 0.35936(14) 0.0479(7) Uani 1 1 d . . .
N2 N 0.6938(4) 0.1764(2) 0.30079(13) 0.0456(7) Uani 1 1 d . . .
N3 N 0.6948(5) 0.5542(3) 0.44242(18) 0.0726(10) Uani 1 1 d . . .
N4 N 0.7380(5) 0.6336(3) 0.4815(2) 0.0698(10) Uani 1 1 d . . .
N5 N 0.7573(7) 0.7127(3) 0.5160(2) 0.0961(14) Uani 1 1 d . . .
C1 C 0.7503(5) -0.0248(3) 0.31761(16) 0.0462(9) Uani 1 1 d . . .
C2 C 0.6585(5) 0.0630(3) 0.26513(16) 0.0443(9) Uani 1 1 d . . .
C3 C 0.8365(5) 0.1693(3) 0.35115(16) 0.0410(9) Uani 1 1 d . . .
C4 C 0.9139(5) 0.2681(3) 0.39153(15) 0.0443(9) Uani 1 1 d . . .
C5 C 0.7789(5) 0.3655(3) 0.39961(16) 0.0471(9) Uani 1 1 d . . .
C6 C 0.8488(6) 0.4596(3) 0.43753(16) 0.0497(9) Uani 1 1 d . . .
C7 C 1.0561(6) 0.4604(3) 0.46570(16) 0.0534(9) Uani 1 1 d . . .
C8 C 1.1909(5) 0.3637(4) 0.45747(16) 0.0549(10) Uani 1 1 d . . .
C9 C 1.1215(5) 0.2680(3) 0.42071(16) 0.0494(9) Uani 1 1 d . . .
C10 C 0.5776(6) -0.0757(3) 0.36288(17) 0.0620(10) Uani 1 1 d . . .
C11 C 0.8917(6) -0.1233(3) 0.28934(18) 0.0658(11) Uani 1 1 d . . .
C12 C 0.4160(5) 0.0515(3) 0.24933(19) 0.0603(10) Uani 1 1 d . . .
C13 C 0.7899(6) 0.0704(3) 0.20060(18) 0.0691(11) Uani 1 1 d . . .
H5 H 0.6339 0.3691 0.3809 0.058 Uiso 1 1 d R . .
H7 H 1.1097 0.5259 0.4902 0.066 Uiso 1 1 d R . .
H8 H 1.3289 0.3650 0.4799 0.069 Uiso 1 1 d R . .
H9 H 1.2218 0.2030 0.4154 0.068 Uiso 1 1 d R . .
H10A H 0.4875 -0.0139 0.3800 0.081 Uiso 1 1 d R . .
H10B H 0.6501 -0.1149 0.3996 0.081 Uiso 1 1 d R . .
H10C H 0.4910 -0.1307 0.3387 0.081 Uiso 1 1 d R . .
H11A H 0.9993 -0.0901 0.2604 0.087 Uiso 1 1 d R . .
H11B H 0.8017 -0.1780 0.2651 0.087 Uiso 1 1 d R . .
H11C H 0.9608 -0.1622 0.3260 0.087 Uiso 1 1 d R . .
H12A H 0.3400 0.0466 0.2906 0.081 Uiso 1 1 d R . .
H12B H 0.3933 -0.0201 0.2242 0.081 Uiso 1 1 d R . .
H12C H 0.3667 0.1168 0.2238 0.081 Uiso 1 1 d R . .
H13A H 0.9428 0.0800 0.2125 0.089 Uiso 1 1 d R . .
H13B H 0.7437 0.1379 0.1754 0.089 Uiso 1 1 d R . .
H13C H 0.7703 0.0010 0.1757 0.089 Uiso 1 1 d 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
O1 N1 1.281(3) . ?
O2 N2 1.285(3) . ?
N1 C3 1.343(4) . ?
N1 C1 1.505(4) . ?
N2 C3 1.334(4) . ?
N2 C2 1.492(4) . ?
N3 N4 1.225(5) . ?
N3 C6 1.431(5) . ?
N4 N5 1.142(5) . ?
C1 C11 1.523(4) . ?
C1 C10 1.505(4) . ?
C1 C2 1.555(4) . ?
C2 C12 1.515(5) . ?
C2 C13 1.523(5) . ?
C3 C4 1.464(4) . ?
C4 C9 1.392(5) . ?
C4 C5 1.390(4) . ?
C5 C6 1.381(4) . ?
C6 C7 1.382(5) . ?
C7 C8 1.383(5) . ?
C8 C9 1.382(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9348479
