#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013991.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_2013991
loop_
_publ_author_name
'Bowen, Richard J.'
'Fernandes*, Manuel A.'
'Gitari, Patricia W.'
'Layh*, Marcus'
_publ_section_title
;
Tris(2-pyridyl)phosphine oxide: how C---H...O and
C---H...N interactions can affect crystal packing efficiency
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o258
_journal_page_last               o260
_journal_volume                  60
_journal_year                    2004
_chemical_formula_moiety         'C15 H12 N3 O P'
_chemical_formula_sum            'C15 H12 N3 O P'
_chemical_formula_weight         281.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.409(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0807(9)
_cell_length_b                   9.1550(9)
_cell_length_c                   16.0629(16)
_cell_measurement_temperature    173(2)
_cell_volume                     1313.4(2)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.422
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2013991
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
P 0.86663(4) 0.29096(4) 0.11854(2) 0.01960(11) Uani d . 1 . . P
O 1.02875(12) 0.29006(13) 0.15391(7) 0.0285(3) Uani d . 1 . . O
C11 0.82427(17) 0.19197(16) 0.01882(9) 0.0217(3) Uani d . 1 . . C
N12 0.69184(15) 0.12300(16) 0.00009(8) 0.0286(3) Uani d . 1 . . N
C13 0.66551(19) 0.0480(2) -0.07296(10) 0.0327(4) Uani d . 1 . . C
H13 0.5728 -0.0022 -0.0874 0.039 Uiso calc R 1 . . H
C14 0.7654(2) 0.03949(19) -0.12839(10) 0.0311(4) Uani d . 1 . . C
H14 0.7414 -0.0150 -0.1794 0.037 Uiso calc R 1 . . H
C15 0.8996(2) 0.1112(2) -0.10839(11) 0.0364(4) Uani d . 1 . . C
H15 0.9700 0.1077 -0.1455 0.044 Uiso calc R 1 . . H
C16 0.9309(2) 0.1892(2) -0.03311(11) 0.0329(4) Uani d . 1 . . C
H16 1.0233 0.2394 -0.0175 0.039 Uiso calc R 1 . . H
C21 0.78892(16) 0.47360(16) 0.09830(9) 0.0201(3) Uani d . 1 . . C
N22 0.82838(14) 0.56238(14) 0.16552(8) 0.0220(3) Uani d . 1 . . N
C23 0.78126(17) 0.70115(17) 0.15693(10) 0.0247(3) Uani d . 1 . . C
H23 0.8095 0.7658 0.2033 0.030 Uiso calc R 1 . . H
C24 0.69341(18) 0.75533(18) 0.08376(11) 0.0288(4) Uani d . 1 . . C
H24 0.6622 0.8545 0.0805 0.035 Uiso calc R 1 . . H
C25 0.65196(19) 0.66228(19) 0.01564(11) 0.0312(4) Uani d . 1 . . C
H25 0.5907 0.6961 -0.0350 0.037 Uiso calc R 1 . . H
C26 0.70164(18) 0.51843(18) 0.02264(10) 0.0269(3) Uani d . 1 . . C
H26 0.6764 0.4523 -0.0233 0.032 Uiso calc R 1 . . H
C31 0.75141(16) 0.20849(16) 0.18732(9) 0.0189(3) Uani d . 1 . . C
N32 0.61072(14) 0.26016(14) 0.18119(8) 0.0227(3) Uani d . 1 . . N
C33 0.52699(17) 0.19927(17) 0.23244(10) 0.0252(3) Uani d . 1 . . C
H33 0.4279 0.2347 0.2298 0.030 Uiso calc R 1 . . H
C34 0.57598(18) 0.08765(17) 0.28908(10) 0.0259(3) Uani d . 1 . . C
H34 0.5113 0.0473 0.3234 0.031 Uiso calc R 1 . . H
C35 0.72075(18) 0.03610(17) 0.29466(10) 0.0248(3) Uani d . 1 . . C
H35 0.7576 -0.0402 0.3329 0.030 Uiso calc R 1 . . H
C36 0.81123(16) 0.09871(16) 0.24287(9) 0.0220(3) Uani d . 1 . . C
H36 0.9116 0.0670 0.2455 0.026 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
P 0.02009(19) 0.0208(2) 0.01789(18) -0.00168(14) 0.00331(13) -0.00064(14)
O 0.0223(6) 0.0320(6) 0.0303(6) -0.0016(5) 0.0023(4) 0.0006(5)
C11 0.0250(7) 0.0202(7) 0.0201(7) 0.0004(6) 0.0049(6) -0.0004(5)
N12 0.0272(7) 0.0335(8) 0.0257(7) -0.0044(6) 0.0063(5) -0.0078(6)
C13 0.0320(9) 0.0348(9) 0.0306(9) -0.0059(7) 0.0037(7) -0.0096(7)
C14 0.0430(10) 0.0291(9) 0.0210(8) 0.0010(7) 0.0055(7) -0.0053(6)
C15 0.0430(10) 0.0407(10) 0.0302(9) -0.0058(8) 0.0197(8) -0.0071(7)
C16 0.0320(9) 0.0374(10) 0.0318(9) -0.0099(7) 0.0129(7) -0.0078(7)
C21 0.0201(7) 0.0210(7) 0.0193(7) -0.0025(5) 0.0035(5) 0.0015(5)
N22 0.0220(6) 0.0239(7) 0.0201(6) -0.0026(5) 0.0038(5) -0.0018(5)
C23 0.0244(7) 0.0234(8) 0.0278(8) -0.0038(6) 0.0084(6) -0.0041(6)
C24 0.0269(8) 0.0236(8) 0.0369(9) 0.0025(6) 0.0089(7) 0.0053(7)
C25 0.0306(9) 0.0331(9) 0.0278(8) 0.0014(7) -0.0008(7) 0.0085(7)
C26 0.0296(8) 0.0288(8) 0.0206(7) -0.0025(7) -0.0001(6) 0.0002(6)
C31 0.0206(7) 0.0190(7) 0.0168(7) -0.0011(5) 0.0028(5) -0.0029(5)
N32 0.0219(6) 0.0228(6) 0.0235(6) 0.0018(5) 0.0045(5) 0.0013(5)
C33 0.0226(7) 0.0267(8) 0.0272(8) 0.0025(6) 0.0070(6) 0.0001(6)
C34 0.0288(8) 0.0252(8) 0.0253(8) -0.0027(6) 0.0092(6) 0.0012(6)
C35 0.0311(8) 0.0208(7) 0.0219(7) 0.0025(6) 0.0034(6) 0.0024(6)
C36 0.0215(7) 0.0224(7) 0.0213(7) 0.0018(6) 0.0021(6) -0.0016(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P O . 1.4792(11) y
P C31 . 1.8173(15) y
P C11 . 1.8200(15) y
P C21 . 1.8211(15) y
C11 N12 . 1.343(2) ?
C11 C16 . 1.388(2) ?
N12 C13 . 1.343(2) ?
C13 C14 . 1.383(2) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.371(2) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.389(2) ?
C15 H15 . 0.9500 ?
C16 H16 . 0.9500 ?
C21 N22 . 1.3473(19) ?
C21 C26 . 1.388(2) ?
N22 C23 . 1.340(2) ?
C23 C24 . 1.387(2) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.384(2) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.390(2) ?
C25 H25 . 0.9500 ?
C26 H26 . 0.9500 ?
C31 N32 . 1.3492(18) ?
C31 C36 . 1.388(2) ?
N32 C33 . 1.3389(19) ?
C33 C34 . 1.387(2) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.384(2) ?
C34 H34 . 0.9500 ?
C35 C36 . 1.394(2) ?
C35 H35 . 0.9500 ?
C36 H36 . 0.9500 ?