#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/04/4020469.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_4020469
loop_
_publ_author_name
'Pranjal K. Baruah'
'Rajesh Gonnade'
'Usha D. Phalgune'
'Gangadhar J. Sanjayan'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6461
_journal_page_last               6467
_journal_paper_doi               10.1021/jo0508705
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C21 H24 N4 O5'
_chemical_formula_sum            'C21 H24 N4 O5'
_chemical_formula_weight         412.44
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                98.58(3)
_cell_angle_beta                 108.43(2)
_cell_angle_gamma                100.28(2)
_cell_formula_units_Z            4
_cell_length_a                   12.065(9)
_cell_length_b                   13.786(10)
_cell_length_c                   14.428(10)
_cell_measurement_temperature    406(2)
_cell_volume                     2185(3)
_diffrn_ambient_temperature      406(2)
_exptl_crystal_density_diffrn    1.254
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               4020469
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
O1A O 0.2512(2) 1.32431(17) 0.19788(19) 0.0585(7) Uani 1 1 d . . .
O2A O 0.2471(4) 1.0850(2) 0.4024(2) 0.0901(11) Uani 1 1 d . . .
O3A O 0.3076(3) 1.10427(18) -0.01133(19) 0.0686(8) Uani 1 1 d . . .
O4A O 0.3959(3) 0.76692(18) -0.0211(2) 0.0628(7) Uani 1 1 d . . .
O5A O 0.4633(2) 0.69871(17) -0.13702(19) 0.0577(7) Uani 1 1 d . . .
N1A N 0.2714(3) 1.0497(2) 0.2542(2) 0.0535(8) Uani 1 1 d . . .
N3A N 0.2819(3) 1.17005(19) 0.1573(2) 0.0459(7) Uani 1 1 d . . .
N13A N 0.3060(3) 1.00460(18) 0.1084(2) 0.0457(7) Uani 1 1 d . . .
N15A N 0.3485(3) 0.9477(2) -0.0288(2) 0.0459(7) Uani 1 1 d . . .
C2A C 0.2859(3) 1.0736(2) 0.1690(2) 0.0433(8) Uani 1 1 d . . .
C4A C 0.2561(3) 1.2428(2) 0.2186(2) 0.0436(8) Uani 1 1 d . . .
C5A C 0.2308(3) 1.2146(2) 0.3090(2) 0.0468(9) Uani 1 1 d . . .
C6A C 0.2517(4) 1.1127(3) 0.3275(3) 0.0553(10) Uani 1 1 d . . .
C7A C 0.3101(4) 1.2983(3) 0.4030(3) 0.0542(9) Uani 1 1 d . . .
H7A H 0.2893 1.3619 0.3940 0.065 Uiso 1 1 calc R . .
H7B H 0.2926 1.2819 0.4607 0.065 Uiso 1 1 calc R . .
C8A C 0.4415(5) 1.3107(4) 0.4230(3) 0.0816(14) Uani 1 1 d . . .
H8A H 0.4771 1.2592 0.4431 0.098 Uiso 1 1 calc R . .
C9A C 0.5094(6) 1.3929(6) 0.4131(5) 0.130(3) Uani 1 1 d . . .
H9B H 0.4752 1.4451 0.3931 0.156 Uiso 1 1 calc R . .
H9A H 0.5911 1.3981 0.4262 0.156 Uiso 1 1 calc R . .
C10A C 0.0953(4) 1.2114(3) 0.2906(3) 0.0636(11) Uani 1 1 d . . .
H10A H 0.0777 1.1986 0.3494 0.076 Uiso 1 1 calc R . .
H10B H 0.0806 1.2767 0.2810 0.076 Uiso 1 1 calc R . .
C11A C 0.0120(5) 1.1311(5) 0.2006(4) 0.0948(16) Uani 1 1 d . . .
H11A H -0.0080 1.0663 0.2110 0.114 Uiso 1 1 calc R . .
C12A C -0.0316(6) 1.1424(7) 0.1160(6) 0.135(3) Uani 1 1 d . . .
H12A H -0.0144 1.2058 0.1018 0.162 Uiso 1 1 calc R . .
H12B H -0.0823 1.0877 0.0654 0.162 Uiso 1 1 calc R . .
C14A C 0.3200(3) 1.0265(2) 0.0202(2) 0.0442(8) Uani 1 1 d . . .
C16A C 0.3631(3) 0.9355(2) -0.1229(2) 0.0423(8) Uani 1 1 d . . .
C17A C 0.3466(4) 1.0062(3) -0.1832(3) 0.0586(10) Uani 1 1 d . . .
H17A H 0.3275 1.0654 -0.1603 0.070 Uiso 1 1 calc R . .
C18A C 0.3583(4) 0.9896(3) -0.2756(3) 0.0639(11) Uani 1 1 d . . .
H18A H 0.3467 1.0376 -0.3143 0.077 Uiso 1 1 calc R . .
C19A C 0.3874(4) 0.9016(3) -0.3122(3) 0.0611(10) Uani 1 1 d . . .
H19A H 0.3930 0.8898 -0.3756 0.073 Uiso 1 1 calc R . .
C20A C 0.4078(3) 0.8323(3) -0.2524(3) 0.0544(9) Uani 1 1 d . . .
H20A H 0.4294 0.7744 -0.2755 0.065 Uiso 1 1 calc R . .
C21A C 0.3967(3) 0.8468(2) -0.1576(2) 0.0429(8) Uani 1 1 d . . .
C22A C 0.4171(3) 0.7689(2) -0.0980(3) 0.0468(8) Uani 1 1 d . . .
C23A C 0.4831(4) 0.6140(3) -0.0870(3) 0.0617(11) Uani 1 1 d . . .
H23A H 0.4218 0.5977 -0.0568 0.074 Uiso 1 1 calc R . .
C24A C 0.6052(5) 0.6441(3) -0.0078(4) 0.0784(13) Uani 1 1 d . . .
H24A H 0.6651 0.6564 -0.0382 0.118 Uiso 1 1 calc R . .
H24B H 0.6174 0.5908 0.0273 0.118 Uiso 1 1 calc R . .
H24C H 0.6118 0.7045 0.0384 0.118 Uiso 1 1 calc R . .
C25A C 0.4681(4) 0.5268(3) -0.1699(4) 0.0807(14) Uani 1 1 d . . .
H25A H 0.3883 0.5119 -0.2186 0.121 Uiso 1 1 calc R . .
H25B H 0.4807 0.4686 -0.1428 0.121 Uiso 1 1 calc R . .
H25C H 0.5259 0.5444 -0.2013 0.121 Uiso 1 1 calc R . .
H1A H 0.274(3) 0.987(3) 0.257(3) 0.055(10) Uiso 1 1 d . . .
H3A H 0.288(3) 1.184(2) 0.101(3) 0.043(9) Uiso 1 1 d . . .
H15A H 0.364(3) 0.891(3) 0.003(3) 0.061(11) Uiso 1 1 d . . .
O1B O 0.2364(3) 0.83851(18) 0.2935(2) 0.0734(9) Uani 1 1 d . . .
O2B O 0.2580(3) 0.5408(2) 0.0943(2) 0.0776(9) Uani 1 1 d . . .
O3B O 0.1749(3) 0.66473(17) 0.49884(19) 0.0646(8) Uani 1 1 d . . .
O4B O 0.1159(3) 0.30675(17) 0.52491(19) 0.0622(7) Uani 1 1 d . . .
O5B O 0.0576(2) 0.25690(17) 0.64651(18) 0.0568(7) Uani 1 1 d . . .
N1B N 0.2275(3) 0.5417(2) 0.2405(2) 0.0495(8) Uani 1 1 d . . .
N3B N 0.2117(3) 0.6874(2) 0.3355(2) 0.0494(8) Uani 1 1 d . . .
N13B N 0.1891(3) 0.53042(18) 0.38519(19) 0.0418(7) Uani 1 1 d . . .
N15B N 0.1526(3) 0.5042(2) 0.52567(19) 0.0419(7) Uani 1 1 d . . .
C2B C 0.2078(3) 0.5864(2) 0.3238(2) 0.0387(7) Uani 1 1 d . . .
C4B C 0.2355(3) 0.7490(2) 0.2741(3) 0.0490(9) Uani 1 1 d . . .
C5B C 0.2634(3) 0.7033(2) 0.1841(3) 0.0487(9) Uani 1 1 d . . .
C6B C 0.2483(4) 0.5888(3) 0.1679(3) 0.0520(9) Uani 1 1 d . . .
C7B C 0.3954(3) 0.7543(3) 0.2002(3) 0.0554(9) Uani 1 1 d . . .
H7C H 0.4154 0.7235 0.1446 0.066 Uiso 1 1 calc R . .
H7D H 0.4010 0.8250 0.1987 0.066 Uiso 1 1 calc R . .
C8B C 0.4865(5) 0.7477(4) 0.2948(4) 0.0860(15) Uani 1 1 d . . .
H8B H 0.4682 0.7603 0.3528 0.103 Uiso 1 1 calc R . .
C9B C 0.5873(8) 0.7265(5) 0.3040(5) 0.135(3) Uani 1 1 d . . .
H9D H 0.6094 0.7133 0.2481 0.162 Uiso 1 1 calc R . .
H9C H 0.6388 0.7241 0.3667 0.162 Uiso 1 1 calc R . .
C10B C 0.1780(3) 0.7273(3) 0.0888(3) 0.0537(9) Uani 1 1 d . . .
H10C H 0.1883 0.8000 0.0983 0.064 Uiso 1 1 calc R . .
H10D H 0.2010 0.7045 0.0322 0.064 Uiso 1 1 calc R . .
C11B C 0.0489(5) 0.6790(5) 0.0651(4) 0.0943(17) Uani 1 1 d . . .
H11B H 0.0304 0.6087 0.0498 0.113 Uiso 1 1 calc R . .
C12B C -0.0345(7) 0.7137(10) 0.0622(6) 0.189(5) Uani 1 1 d . . .
H12D H -0.0243 0.7835 0.0765 0.227 Uiso 1 1 calc R . .
H12C H -0.1103 0.6714 0.0457 0.227 Uiso 1 1 calc R . .
C14B C 0.1717(3) 0.5745(2) 0.4720(2) 0.0408(8) Uani 1 1 d . . .
C16B C 0.1395(3) 0.5183(2) 0.6200(2) 0.0406(8) Uani 1 1 d . . .
C17B C 0.1505(3) 0.6139(2) 0.6769(3) 0.0500(9) Uani 1 1 d . . .
H17B H 0.1642 0.6710 0.6511 0.060 Uiso 1 1 calc R . .
C18B C 0.1413(4) 0.6240(3) 0.7699(3) 0.0598(10) Uani 1 1 d . . .
H18B H 0.1486 0.6880 0.8061 0.072 Uiso 1 1 calc R . .
C19B C 0.1212(4) 0.5406(3) 0.8112(3) 0.0634(11) Uani 1 1 d . . .
H19B H 0.1176 0.5488 0.8753 0.076 Uiso 1 1 calc R . .
C20B C 0.1066(4) 0.4452(3) 0.7558(3) 0.0565(10) Uani 1 1 d . . .
H20B H 0.0920 0.3891 0.7828 0.068 Uiso 1 1 calc R . .
C21B C 0.1135(3) 0.4315(2) 0.6596(2) 0.0412(8) Uani 1 1 d . . .
C22B C 0.0968(3) 0.3277(2) 0.6031(3) 0.0453(8) Uani 1 1 d . . .
C23B C 0.0385(4) 0.1504(3) 0.5997(3) 0.0634(11) Uani 1 1 d . . .
H23B H 0.0991 0.1426 0.5690 0.076 Uiso 1 1 calc R . .
C24B C -0.0847(5) 0.1149(3) 0.5220(4) 0.0831(14) Uani 1 1 d . . .
H24D H -0.1433 0.1235 0.5526 0.125 Uiso 1 1 calc R . .
H24E H -0.0985 0.0447 0.4922 0.125 Uiso 1 1 calc R . .
H24F H -0.0914 0.1536 0.4713 0.125 Uiso 1 1 calc R . .
C25B C 0.0539(6) 0.0953(4) 0.6840(4) 0.0955(17) Uani 1 1 d . . .
H25D H 0.1319 0.1240 0.7346 0.143 Uiso 1 1 calc R . .
H25E H 0.0467 0.0251 0.6586 0.143 Uiso 1 1 calc R . .
H25F H -0.0071 0.1017 0.7124 0.143 Uiso 1 1 calc R . .
H1B H 0.219(3) 0.472(3) 0.232(2) 0.047(9) Uiso 1 1 d . . .
H3B H 0.188(3) 0.707(2) 0.380(2) 0.033(8) Uiso 1 1 d . . .
H15B H 0.140(4) 0.436(4) 0.494(4) 0.097(16) 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
O1A C4A 1.211(4) . ?
O2A C6A 1.213(4) . ?
O3A C14A 1.240(4) . ?
O4A C22A 1.218(4) . ?
O5A C22A 1.339(4) . ?
O5A C23A 1.477(4) . ?
N1A C2A 1.373(4) . ?
N1A C6A 1.374(4) . ?
N1A H1A 0.88(4) . ?
N3A C2A 1.373(4) . ?
N3A C4A 1.381(4) . ?
N3A H3A 0.89(4) . ?
N13A C2A 1.302(4) . ?
N13A C14A 1.405(4) . ?
N15A C14A 1.363(4) . ?
N15A C16A 1.413(4) . ?
N15A H15A 0.98(4) . ?
C4A C5A 1.518(5) . ?
C5A C6A 1.518(5) . ?
C5A C7A 1.551(5) . ?
C5A C10A 1.563(5) . ?
C7A C8A 1.492(6) . ?
C7A H7A 0.9700 . ?
C7A H7B 0.9700 . ?
C8A C9A 1.329(9) . ?
C8A H8A 0.9300 . ?
C9A H9B 0.9300 . ?
C9A H9A 0.9300 . ?
C10A C11A 1.506(7) . ?
C10A H10A 0.9700 . ?
C10A H10B 0.9700 . ?
C11A C12A 1.213(8) . ?
C11A H11A 0.9300 . ?
C12A H12A 0.9300 . ?
C12A H12B 0.9300 . ?
C16A C17A 1.400(5) . ?
C16A C21A 1.425(4) . ?
C17A C18A 1.374(5) . ?
C17A H17A 0.9300 . ?
C18A C19A 1.397(5) . ?
C18A H18A 0.9300 . ?
C19A C20A 1.384(5) . ?
C19A H19A 0.9300 . ?
C20A C21A 1.403(5) . ?
C20A H20A 0.9300 . ?
C21A C22A 1.480(5) . ?
C23A C24A 1.492(6) . ?
C23A C25A 1.506(6) . ?
C23A H23A 0.9800 . ?
C24A H24A 0.9600 . ?
C24A H24B 0.9600 . ?
C24A H24C 0.9600 . ?
C25A H25A 0.9600 . ?
C25A H25B 0.9600 . ?
C25A H25C 0.9600 . ?
O1B C4B 1.221(4) . ?
O2B C6B 1.215(4) . ?
O3B C14B 1.236(4) . ?
O4B C22B 1.225(4) . ?
O5B C22B 1.331(4) . ?
O5B C23B 1.467(4) . ?
N1B C6B 1.376(4) . ?
N1B C2B 1.377(4) . ?
N1B H1B 0.93(4) . ?
N3B C2B 1.368(4) . ?
N3B C4B 1.374(4) . ?
N3B H3B 0.80(3) . ?
N13B C2B 1.303(4) . ?
N13B C14B 1.403(4) . ?
N15B C14B 1.360(4) . ?
N15B C16B 1.408(4) . ?
N15B H15B 0.95(5) . ?
C4B C5B 1.517(5) . ?
C5B C6B 1.530(5) . ?
C5B C7B 1.550(5) . ?
C5B C10B 1.557(5) . ?
C7B C8B 1.484(6) . ?
C7B H7C 0.9700 . ?
C7B H7D 0.9700 . ?
C8B C9B 1.272(8) . ?
C8B H8B 0.9300 . ?
C9B H9D 0.9300 . ?
C9B H9C 0.9300 . ?
C10B C11B 1.488(7) . ?
C10B H10C 0.9700 . ?
C10B H10D 0.9700 . ?
C11B C12B 1.181(9) . ?
C11B H11B 0.9300 . ?
C12B H12D 0.9300 . ?
C12B H12C 0.9300 . ?
C16B C17B 1.405(4) . ?
C16B C21B 1.428(4) . ?
C17B C18B 1.370(5) . ?
C17B H17B 0.9300 . ?
C18B C19B 1.391(6) . ?
C18B H18B 0.9300 . ?
C19B C20B 1.384(5) . ?
C19B H19B 0.9300 . ?
C20B C21B 1.404(5) . ?
C20B H20B 0.9300 . ?
C21B C22B 1.482(4) . ?
C23B C24B 1.493(6) . ?
C23B C25B 1.508(6) . ?
C23B H23B 0.9800 . ?
C24B H24D 0.9600 . ?
C24B H24E 0.9600 . ?
C24B H24F 0.9600 . ?
C25B H25D 0.9600 . ?
C25B H25E 0.9600 . ?
C25B H25F 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9490857
