#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/00/8100044.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_8100044
loop_
_publ_author_name
'Gholivand, Khodayar'
'Alavi, Maryam Daneshvar'
'Pourayoubi, Mehrdad'
_publ_section_title
;
Crystal structure of N,N',N''-tris(2-pyridinyl)phosphoric triamide, 
(NC₅H₄NH)₃PO
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              124
_journal_page_last               126
_journal_volume                  219
_journal_year                    2004
_chemical_formula_moiety         'C15 H15 N6 O P'
_chemical_formula_sum            'C15 H15 N6 O P'
_chemical_formula_weight         326.30
_chemical_melting_point          208
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 92.314(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.5575(17)
_cell_length_b                   13.448(2)
_cell_length_c                   21.814(4)
_cell_measurement_temperature    120(2)
_cell_volume                     3094.7(9)
_diffrn_ambient_temperature      120(2)
_exptl_crystal_density_diffrn    1.401
_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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8100044
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.45919(6) 0.94907(4) 0.74559(3) 0.02762(15) Uani 1 4 e d . . .
P1A P 0.68298(6) 0.80953(4) 0.37618(3) 0.02902(15) Uani 1 4 e d . . .
O2 O 0.52452(15) 1.04418(12) 0.73583(8) 0.0332(4) Uani 1 4 e d . . .
O2A O 0.65910(16) 0.91235(12) 0.39567(8) 0.0359(4) Uani 1 4 e d . . .
N3 N 0.54852(18) 0.85074(15) 0.73651(10) 0.0309(5) Uani 1 4 e d . . .
H3 H 0.5394 0.8027 0.7591 0.039(8) Uiso 1 4 e d R . .
N3A N 0.69100(19) 0.72743(15) 0.43174(9) 0.0304(4) Uani 1 4 e d . . .
H3A H 0.7457 0.6874 0.4316 0.035(8) Uiso 1 4 e d R . .
C4A C 0.5949(2) 0.70563(18) 0.47181(11) 0.0304(5) Uani 1 4 e d . . .
C4 C 0.6209(2) 0.82943(18) 0.68623(12) 0.0323(5) Uani 1 4 e d . . .
N5 N 0.6852(2) 0.74451(17) 0.69106(11) 0.0411(5) Uani 1 4 e d . . .
N5A N 0.6092(2) 0.62277(18) 0.50496(11) 0.0454(6) Uani 1 4 e d . . .
C6 C 0.7578(3) 0.7205(3) 0.64441(17) 0.0581(9) Uani 1 4 e d . . .
H6 H 0.8038 0.6616 0.6473 0.070 Uiso 1 4 e calc R . .
C6A C 0.5219(3) 0.6026(3) 0.54709(14) 0.0513(8) Uani 1 4 e d . . .
H6A H 0.5304 0.5452 0.5707 0.062 Uiso 1 4 e calc R . .
C7A C 0.4208(3) 0.6651(3) 0.55581(14) 0.0535(8) Uani 1 4 e d . . .
H7A H 0.3631 0.6515 0.5858 0.064 Uiso 1 4 e calc R . .
C7 C 0.7687(3) 0.7774(3) 0.59265(17) 0.0636(10) Uani 1 4 e d . . .
H7 H 0.8211 0.7577 0.5616 0.076 Uiso 1 4 e calc R . .
C8 C 0.7002(3) 0.8642(3) 0.58804(15) 0.0576(9) Uani 1 4 e d . . .
H8 H 0.7047 0.9041 0.5534 0.069 Uiso 1 4 e calc R . .
C8A C 0.4075(3) 0.7466(3) 0.51973(15) 0.0576(9) Uani 1 4 e d . . .
H8A H 0.3380 0.7881 0.5240 0.069 Uiso 1 4 e calc R . .
C9A C 0.4952(2) 0.7690(2) 0.47702(12) 0.0406(6) Uani 1 4 e d . . .
H9A H 0.4868 0.8254 0.4525 0.049 Uiso 1 4 e calc R . .
C9 C 0.6245(3) 0.8913(2) 0.63538(13) 0.0447(7) Uani 1 4 e d . . .
H9 H 0.5772 0.9496 0.6333 0.054 Uiso 1 4 e calc R . .
N10 N 0.40554(18) 0.93240(15) 0.81497(9) 0.0300(4) Uani 1 4 e d . . .
H10 H 0.3224 0.9092 0.8197 0.037(7) Uiso 1 4 e d R . .
N10A N 0.81978(18) 0.79671(14) 0.34315(9) 0.0296(4) Uani 1 4 e d . . .
H10A H 0.8213 0.7701 0.3098 0.032(7) Uiso 1 4 e d R . .
C11A C 0.9383(2) 0.82615(17) 0.36646(11) 0.0297(5) Uani 1 4 e d . . .
C11 C 0.4798(2) 0.92520(17) 0.86907(11) 0.0296(5) Uani 1 4 e d . . .
N12A N 1.03449(19) 0.80372(15) 0.33108(10) 0.0347(5) Uani 1 4 e d . . .
N12 N 0.41862(19) 0.89702(15) 0.91845(9) 0.0323(5) Uani 1 4 e d . . .
C13 C 0.4868(3) 0.88515(19) 0.97090(13) 0.0399(6) Uani 1 4 e d . . .
H13 H 0.4443 0.8656 1.0054 0.048 Uiso 1 4 e calc R . .
C13A C 1.1514(2) 0.8315(2) 0.35030(14) 0.0427(7) Uani 1 4 e d . . .
H13A H 1.2186 0.8163 0.3256 0.051 Uiso 1 4 e calc R . .
C14 C 0.6149(3) 0.8999(2) 0.97714(14) 0.0454(7) Uani 1 4 e d . . .
H14 H 0.6586 0.8896 1.0144 0.055 Uiso 1 4 e calc R . .
C14A C 1.1774(3) 0.8811(2) 0.40422(15) 0.0467(7) Uani 1 4 e d . . .
H14A H 1.2599 0.8997 0.4157 0.056 Uiso 1 4 e calc R . .
C15A C 1.0770(3) 0.9028(2) 0.44124(14) 0.0443(7) Uani 1 4 e d . . .
H15A H 1.0912 0.9356 0.4784 0.053 Uiso 1 4 e calc R . .
C15 C 0.6765(3) 0.9306(2) 0.92594(14) 0.0457(7) Uani 1 4 e d . . .
H15 H 0.7636 0.9414 0.9284 0.055 Uiso 1 4 e calc R . .
C16 C 0.6095(2) 0.94550(19) 0.87122(12) 0.0365(6) Uani 1 4 e d . . .
H16 H 0.6495 0.9684 0.8367 0.044 Uiso 1 4 e calc R . .
C16A C 0.9559(3) 0.87513(19) 0.42225(12) 0.0381(6) Uani 1 4 e d . . .
H16A H 0.8873 0.8890 0.4463 0.046 Uiso 1 4 e calc R . .
N17 N 0.33233(18) 0.94435(15) 0.69884(9) 0.0309(5) Uani 1 4 e d . . .
H17 H 0.3328 0.9911 0.6722 0.026(6) Uiso 1 4 e d R . .
N17A N 0.57353(19) 0.77563(15) 0.32465(9) 0.0313(5) Uani 1 4 e d . . .
H17A H 0.5318 0.8208 0.3095 0.027(7) Uiso 1 4 e d R . .
C18 C 0.2603(2) 0.86177(17) 0.68105(11) 0.0286(5) Uani 1 4 e d . . .
C18A C 0.5404(2) 0.67940(17) 0.30760(11) 0.0284(5) Uani 1 4 e d . . .
N19A N 0.62240(18) 0.60668(15) 0.32173(9) 0.0302(4) Uani 1 4 e d . . .
N19 N 0.26771(18) 0.78016(14) 0.71530(9) 0.0294(4) Uani 1 4 e d . . .
C20 C 0.1958(2) 0.70228(18) 0.69684(11) 0.0312(5) Uani 1 4 e d . . .
H20 H 0.2001 0.6447 0.7204 0.037 Uiso 1 4 e calc R . .
C20A C 0.5859(2) 0.51349(18) 0.30874(12) 0.0325(5) Uani 1 4 e d . . .
H20A H 0.6410 0.4622 0.3203 0.039 Uiso 1 4 e calc R . .
C21 C 0.1166(2) 0.70249(19) 0.64566(12) 0.0356(6) Uani 1 4 e d . . .
H21 H 0.0690 0.6467 0.6347 0.043 Uiso 1 4 e calc R . .
C21A C 0.4720(2) 0.4881(2) 0.27941(13) 0.0388(6) Uani 1 4 e d . . .
H21A H 0.4505 0.4222 0.2714 0.047 Uiso 1 4 e calc R . .
C22 C 0.1097(3) 0.7882(2) 0.61075(13) 0.0407(6) Uani 1 4 e d . . .
H22 H 0.0560 0.7913 0.5759 0.049 Uiso 1 4 e calc R . .
C22A C 0.3918(3) 0.5649(2) 0.26268(14) 0.0445(7) Uani 1 4 e d . . .
H22A H 0.3151 0.5514 0.2419 0.053 Uiso 1 4 e calc R . .
C23A C 0.4242(2) 0.6613(2) 0.27651(12) 0.0377(6) Uani 1 4 e d . . .
H23A H 0.3702 0.7135 0.2655 0.045 Uiso 1 4 e calc R . .
C23 C 0.1825(2) 0.86872(19) 0.62790(12) 0.0364(6) Uani 1 4 e d . . .
H23 H 0.1802 0.9267 0.6046 0.044 Uiso 1 4 e 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
P1 O2 1.4726(18) . ?
P1 N3 1.641(2) . ?
P1 N17 1.651(2) . ?
P1 N10 1.653(2) . ?
P1A O2A 1.4714(18) . ?
P1A N3A 1.639(2) . ?
P1A N17A 1.644(2) . ?
P1A N10A 1.649(2) . ?
N3 C4 1.391(3) . ?
N3 H3 0.8207 . ?
N3A C4A 1.397(3) . ?
N3A H3A 0.7900 . ?
C4A N5A 1.334(3) . ?
C4A C9A 1.362(4) . ?
C4 N5 1.331(3) . ?
C4 C9 1.389(4) . ?
N5 C6 1.338(4) . ?
N5A C6A 1.355(4) . ?
C6 C7 1.372(5) . ?
C6 H6 0.9300 . ?
C6A C7A 1.377(4) . ?
C6A H6A 0.9300 . ?
C7A C8A 1.354(5) . ?
C7A H7A 0.9300 . ?
C7 C8 1.375(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.380(4) . ?
C8 H8 0.9300 . ?
C8A C9A 1.373(4) . ?
C8A H8A 0.9300 . ?
C9A H9A 0.9300 . ?
C9 H9 0.9300 . ?
N10 C11 1.393(3) . ?
N10 H10 0.9405 . ?
N10A C11A 1.389(3) . ?
N10A H10A 0.8113 . ?
C11A N12A 1.335(3) . ?
C11A C16A 1.390(4) . ?
C11 N12 1.333(3) . ?
C11 C16 1.396(3) . ?
N12A C13A 1.341(3) . ?
N12 C13 1.336(3) . ?
C13 C14 1.368(4) . ?
C13 H13 0.9300 . ?
C13A C14A 1.370(4) . ?
C13A H13A 0.9300 . ?
C14 C15 1.379(4) . ?
C14 H14 0.9300 . ?
C14A C15A 1.390(4) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.379(4) . ?
C15A H15A 0.9300 . ?
C15 C16 1.377(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16A H16A 0.9300 . ?
N17 C18 1.392(3) . ?
N17 H17 0.8568 . ?
N17A C18A 1.387(3) . ?
N17A H17A 0.8124 . ?
C18 N19 1.328(3) . ?
C18 C23 1.397(3) . ?
C18A N19A 1.334(3) . ?
C18A C23A 1.399(3) . ?
N19A C20A 1.338(3) . ?
N19 C20 1.346(3) . ?
C20 C21 1.367(4) . ?
C20 H20 0.9300 . ?
C20A C21A 1.382(4) . ?
C20A H20A 0.9300 . ?
C21 C22 1.382(4) . ?
C21 H21 0.9300 . ?
C21A C22A 1.375(4) . ?
C21A H21A 0.9300 . ?
C22 C23 1.371(4) . ?
C22 H22 0.9300 . ?
C22A C23A 1.372(4) . ?
C22A H22A 0.9300 . ?
C23A H23A 0.9300 . ?
C23 H23 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653801
