#------------------------------------------------------------------------------
#$Date: 2016-06-03 19:18:58 +0300 (Fri, 03 Jun 2016) $
#$Revision: 183277 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/08/4100872.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_4100872
loop_
_publ_author_name
'Ober, Matthias'
'Müller, Heiko'
'Pieck, Carsten'
'Gierlich, Johannes'
'Carell, Thomas'
_journal_name_full               'Journal of the American Chemical Society'
_journal_year                    2005
_chemical_formula_sum            'C12 H17 N5 O6'
_chemical_formula_weight         327.31
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 93.172(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.1470(4)
_cell_length_b                   11.4061(7)
_cell_length_c                   20.3654(16)
_cell_measurement_temperature    200(2)
_cell_volume                     1425.70(17)
_diffrn_ambient_temperature      200(2)
_exptl_crystal_density_diffrn    1.525
_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'
_cod_database_code               4100872
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
O1 O 0.5291(3) 1.38366(16) 0.16667(7) 0.0344(5) Uani 1 1 d . . .
O2 O 0.8616(4) 1.2410(2) 0.17855(10) 0.0633(8) Uani 1 1 d . . .
O3 O 0.9516(3) 1.16092(16) 0.27122(8) 0.0334(4) Uani 1 1 d . . .
O4 O -0.0139(3) 1.52895(15) 0.25581(8) 0.0310(4) Uani 1 1 d . . .
O5 O 0.3215(3) 0.84472(14) 0.44588(7) 0.0202(3) Uani 1 1 d . . .
O6 O 0.9930(3) 0.84347(17) 0.53275(8) 0.0240(4) Uani 1 1 d . . .
O7 O 0.0149(3) 0.85311(17) 0.33720(7) 0.0327(4) Uani 1 1 d . . .
O8 O 0.4559(3) 0.67403(18) 0.22825(9) 0.0396(5) Uani 1 1 d . . .
O9 O 0.3461(4) 0.7117(2) 0.32425(9) 0.0569(7) Uani 1 1 d . . .
O10 O -0.5332(3) 1.01671(16) 0.24256(7) 0.0297(4) Uani 1 1 d . . .
O11 O 0.4574(3) 0.47046(15) -0.01113(8) 0.0230(4) Uani 1 1 d . . .
O12 O -0.1944(3) 0.40549(17) 0.06823(8) 0.0278(4) Uani 1 1 d . . .
N1 N 0.4015(3) 1.29295(16) 0.35345(8) 0.0169(4) Uani 1 1 d . . .
N2 N 0.3312(4) 1.39432(19) 0.25481(9) 0.0222(4) Uani 1 1 d . . .
N3 N 0.8260(4) 1.22391(18) 0.23641(9) 0.0271(5) Uani 1 1 d . . .
N4 N 0.1077(3) 1.41496(17) 0.34224(9) 0.0206(4) Uani 1 1 d . . .
N5 N 0.6869(4) 1.16729(16) 0.36576(9) 0.0189(4) Uani 1 1 d . . .
N6 N -0.0792(3) 0.83904(16) 0.13817(8) 0.0169(4) Uani 1 1 d . . .
N7 N -0.1756(4) 0.89355(19) 0.24305(9) 0.0217(4) Uani 1 1 d . . .
N8 N 0.3232(4) 0.72082(19) 0.26400(10) 0.0298(5) Uani 1 1 d . . .
N9 N -0.3812(3) 0.95207(16) 0.14966(9) 0.0179(4) Uani 1 1 d . . .
N10 N 0.2206(3) 0.72830(17) 0.12425(9) 0.0196(4) Uani 1 1 d . . .
C1 C 0.5095(4) 1.3518(2) 0.22315(10) 0.0213(5) Uani 1 1 d . . .
C2 C 0.6426(4) 1.2746(2) 0.26345(10) 0.0194(5) Uani 1 1 d . . .
C3 C 0.5785(4) 1.24448(18) 0.32769(10) 0.0176(5) Uani 1 1 d . . .
C4 C 0.2858(4) 1.36519(18) 0.31635(10) 0.0165(5) Uani 1 1 d . . .
C5 C -0.0300(4) 1.4978(2) 0.31253(11) 0.0222(5) Uani 1 1 d . . .
C6 C -0.1976(5) 1.5455(3) 0.35560(14) 0.0313(6) Uani 1 1 d . . .
C7 C 0.6100(4) 1.1270(2) 0.42897(11) 0.0195(5) Uani 1 1 d . . .
C8 C 0.4043(4) 1.0508(2) 0.41999(12) 0.0227(5) Uani 1 1 d . . .
C9 C 0.4858(4) 0.92591(19) 0.42843(10) 0.0168(5) Uani 1 1 d . . .
C10 C 0.6670(4) 0.93517(18) 0.48239(10) 0.0153(4) Uani 1 1 d . . .
C11 C 0.7865(4) 1.0465(2) 0.46273(12) 0.0232(5) Uani 1 1 d . . .
C12 C 0.8104(4) 0.8278(2) 0.48662(11) 0.0205(5) Uani 1 1 d . . .
C13 C 0.0009(4) 0.8416(2) 0.27712(10) 0.0205(5) Uani 1 1 d . . .
C14 C 0.1429(4) 0.7820(2) 0.23545(10) 0.0199(5) Uani 1 1 d . . .
C15 C 0.0965(4) 0.78193(18) 0.16591(10) 0.0165(5) Uani 1 1 d . . .
C16 C -0.2075(4) 0.89253(19) 0.17787(10) 0.0166(5) Uani 1 1 d . . .
C17 C -0.5351(4) 1.01472(19) 0.18284(10) 0.0196(5) Uani 1 1 d . . .
C18 C -0.6964(5) 1.0802(3) 0.13973(13) 0.0297(6) Uani 1 1 d . . .
C19 C 0.1708(4) 0.7250(2) 0.05282(10) 0.0201(5) Uani 1 1 d . . .
C20 C 0.3667(4) 0.6727(2) 0.02015(12) 0.0225(5) Uani 1 1 d . . .
C21 C 0.3441(4) 0.54203(19) 0.03351(10) 0.0175(5) Uani 1 1 d . . .
C22 C 0.0984(4) 0.5179(2) 0.02746(10) 0.0183(5) Uani 1 1 d . . .
C23 C -0.0115(4) 0.6388(2) 0.03391(12) 0.0237(5) Uani 1 1 d . . .
C24 C 0.0310(4) 0.4318(2) 0.07903(11) 0.0241(5) Uani 1 1 d . . .
H7 H 0.585(4) 1.198(2) 0.4539(12) 0.029 Uiso 1 1 d . . .
H21 H 0.395(4) 0.523(2) 0.0810(11) 0.018(6) Uiso 1 1 d . . .
H111 H 0.860(4) 1.089(2) 0.5033(12) 0.023(6) Uiso 1 1 d . . .
H811 H 0.552(5) 0.445(2) 0.0086(12) 0.019(7) Uiso 1 1 d . . .
H19 H 0.131(4) 0.807(2) 0.0376(11) 0.017(6) Uiso 1 1 d . . .
H121 H 0.866(4) 0.811(2) 0.4433(12) 0.018(6) Uiso 1 1 d . . .
H81 H 0.309(4) 1.073(2) 0.4561(12) 0.021(6) Uiso 1 1 d . . .
H74 H 0.085(4) 1.389(2) 0.3805(12) 0.025(7) Uiso 1 1 d . . .
H231 H -0.079(6) 0.665(3) -0.0118(16) 0.056(10) Uiso 1 1 d . . .
H201 H 0.359(4) 0.694(2) -0.0291(13) 0.031(7) Uiso 1 1 d . . .
H22 H 0.066(4) 0.487(2) -0.0164(13) 0.030(7) Uiso 1 1 d . . .
H241 H 0.116(4) 0.358(2) 0.0767(11) 0.027(7) Uiso 1 1 d . . .
H10 H 0.578(4) 0.943(2) 0.5268(12) 0.029(7) Uiso 1 1 d . . .
H61 H -0.150(6) 1.608(3) 0.3755(16) 0.058(11) Uiso 1 1 d . . .
H202 H 0.501(5) 0.709(2) 0.0369(12) 0.028(7) Uiso 1 1 d . . .
H242 H 0.061(4) 0.468(2) 0.1235(13) 0.028(7) Uiso 1 1 d . . .
H122 H 0.727(5) 0.757(2) 0.5043(12) 0.031(7) Uiso 1 1 d . . .
H181 H -0.619(7) 1.155(4) 0.1229(17) 0.077(12) Uiso 1 1 d . . .
H79 H -0.387(4) 0.955(2) 0.1101(13) 0.022(7) Uiso 1 1 d . . .
H75 H 0.804(5) 1.138(2) 0.3504(13) 0.031(7) Uiso 1 1 d . . .
H9 H 0.548(3) 0.8967(19) 0.3859(10) 0.010(5) Uiso 1 1 d . . .
H62 H -0.264(6) 1.492(3) 0.3796(17) 0.054(10) Uiso 1 1 d . . .
H85 H 0.243(5) 0.820(2) 0.4100(14) 0.037(8) Uiso 1 1 d . . .
H812 H -0.249(6) 0.375(3) 0.1020(17) 0.066(11) Uiso 1 1 d . . .
H8 H 0.320(5) 1.061(2) 0.3831(13) 0.032(7) Uiso 1 1 d . . .
H63 H -0.329(7) 1.582(3) 0.3265(19) 0.076(12) Uiso 1 1 d . . .
H710 H 0.328(5) 0.689(3) 0.1413(13) 0.035(8) Uiso 1 1 d . . .
H86 H 1.081(6) 0.843(3) 0.5137(16) 0.054(11) Uiso 1 1 d . . .
H232 H -0.133(5) 0.628(3) 0.0694(14) 0.046(8) Uiso 1 1 d . . .
H182 H -0.761(6) 1.029(3) 0.1056(16) 0.053(9) Uiso 1 1 d . . .
H183 H -0.814(7) 1.106(4) 0.1697(18) 0.080(12) Uiso 1 1 d . . .
H77 H -0.267(5) 0.923(3) 0.2615(13) 0.031(8) Uiso 1 1 d . . .
H72 H 0.251(5) 1.438(3) 0.2364(13) 0.028(8) Uiso 1 1 d . . .
H112 H 0.901(5) 1.028(3) 0.4279(14) 0.038(8) Uiso 1 1 d . . .
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 C1 1.219(2) . ?
O2 N3 1.226(3) . ?
O3 N3 1.247(3) . ?
O4 C5 1.218(3) . ?
O5 C9 1.429(3) . ?
O5 H85 0.90(3) . ?
O6 C12 1.434(3) . ?
O6 H86 0.68(3) . ?
O7 C13 1.229(2) . ?
O8 N8 1.244(3) . ?
O9 N8 1.232(3) . ?
O10 C17 1.216(3) . ?
O11 C21 1.431(3) . ?
O11 H811 0.75(3) . ?
O12 C24 1.423(3) . ?
O12 H812 0.86(4) . ?
N1 C4 1.302(3) . ?
N1 C3 1.352(3) . ?
N2 C4 1.341(3) . ?
N2 C1 1.389(3) . ?
N2 H72 0.78(3) . ?
N3 C2 1.406(3) . ?
N4 C4 1.365(3) . ?
N4 C5 1.385(3) . ?
N4 H74 0.85(3) . ?
N5 C3 1.328(3) . ?
N5 C7 1.469(3) . ?
N5 H75 0.87(3) . ?
N6 C16 1.311(3) . ?
N6 C15 1.357(3) . ?
N7 C16 1.331(3) . ?
N7 C13 1.388(3) . ?
N7 H77 0.77(3) . ?
N8 C14 1.408(3) . ?
N9 C16 1.366(3) . ?
N9 C17 1.390(3) . ?
N9 H79 0.81(3) . ?
N10 C15 1.322(3) . ?
N10 C19 1.470(3) . ?
N10 H710 0.86(3) . ?
C1 C2 1.430(3) . ?
C2 C3 1.429(3) . ?
C5 C6 1.492(4) . ?
C6 H61 0.86(4) . ?
C6 H62 0.89(4) . ?
C6 H63 1.06(4) . ?
C7 C8 1.537(3) . ?
C7 C11 1.552(3) . ?
C7 H7 0.97(3) . ?
C8 C9 1.517(3) . ?
C8 H81 1.00(3) . ?
C8 H8 0.89(3) . ?
C9 C10 1.525(3) . ?
C9 H9 1.02(2) . ?
C10 C12 1.508(3) . ?
C10 C11 1.532(3) . ?
C10 H10 1.09(3) . ?
C11 H111 1.04(3) . ?
C11 H112 1.05(3) . ?
C12 H121 0.98(2) . ?
C12 H122 1.03(3) . ?
C13 C14 1.423(3) . ?
C14 C15 1.429(3) . ?
C17 C18 1.489(3) . ?
C18 H181 1.04(4) . ?
C18 H182 0.98(3) . ?
C18 H183 1.01(4) . ?
C19 C23 1.524(4) . ?
C19 C20 1.529(3) . ?
C19 H19 1.01(2) . ?
C20 C21 1.522(3) . ?
C20 H201 1.03(3) . ?
C20 H202 0.97(3) . ?
C21 C22 1.533(3) . ?
C21 H21 1.02(2) . ?
C22 C24 1.513(3) . ?
C22 C23 1.544(3) . ?
C22 H22 0.97(3) . ?
C23 H231 1.04(3) . ?
C23 H232 1.07(3) . ?
C24 H241 0.99(3) . ?
C24 H242 1.00(3) . ?
