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#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/07/4020723.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_4020723
loop_
_publ_author_name
'Tetsuya Kodama'
'Marc M. Greenberg'
_publ_section_title
;
 Preparation and Analysis of Oligonucleotides Containing
 Lesions Resulting from C5'-Oxidation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9916
_journal_page_last               9924
_journal_paper_doi               10.1021/jo051666k
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C44 H52 N4 O24'
_chemical_formula_weight         1020.90
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                101.103(11)
_cell_angle_beta                 94.950(10)
_cell_angle_gamma                111.346(10)
_cell_formula_units_Z            1
_cell_length_a                   9.3699(10)
_cell_length_b                   10.4362(12)
_cell_length_c                   13.2079(18)
_cell_measurement_temperature    110(2)
_cell_volume                     1163.0(2)
_diffrn_ambient_temperature      110(2)
_exptl_crystal_density_diffrn    1.458
_cod_database_code               4020723
loop_
_symmetry_equiv_pos_as_xyz
'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
O1 O -0.34896(18) -1.18102(16) -0.40379(12) 0.0221(3) Uani 1 1 d . . .
O2 O -0.4228(3) -1.0213(2) -0.61115(14) 0.0402(4) Uani 1 1 d . . .
H2O H -0.515(5) -1.021(5) -0.595(3) 0.083(14) Uiso 1 1 d . . .
H2O' H -1.754(5) -0.970(4) -0.610(3) 0.078(12) Uiso 1 1 d . . .
O3 O -0.58951(18) -1.19564(16) -0.48557(13) 0.0224(3) Uani 1 1 d . . .
O4 O -1.05555(18) -1.15842(16) -0.17837(13) 0.0248(4) Uani 1 1 d . . .
O5 O -0.89482(19) -0.98516(16) -0.27980(13) 0.0237(3) Uani 1 1 d . . .
O6 O -0.9765(3) -1.6055(2) -0.2971(2) 0.0528(6) Uani 1 1 d . . .
O7 O -0.8060(2) -1.56356(18) -0.39917(15) 0.0329(4) Uani 1 1 d . . .
O8 O -0.38656(19) -1.00472(17) -0.28064(13) 0.0249(3) Uani 1 1 d . . .
O9 O -0.7572(2) -0.86072(18) 0.06237(13) 0.0292(4) Uani 1 1 d . . .
O10 O -0.5861(2) -0.70945(17) -0.04787(14) 0.0281(4) Uani 1 1 d . . .
O11 O -0.7486(3) -1.34136(19) -0.05124(16) 0.0388(4) Uani 1 1 d . . .
O12 O -0.5345(3) -1.3054(2) -0.11380(17) 0.0394(5) Uani 1 1 d . . .
N1 N -0.8879(2) -1.5250(2) -0.34169(16) 0.0262(4) Uani 1 1 d . . .
N2 N -0.6336(3) -1.2645(2) -0.08186(16) 0.0286(4) Uani 1 1 d . . .
C1 C -0.4409(3) -1.1936(2) -0.49988(18) 0.0216(4) Uani 1 1 d . . .
H1A H -0.4506 -1.2800 -0.5531 0.026 Uiso 1 1 calc R . .
C2 C -0.3467(3) -1.0588(2) -0.53324(19) 0.0266(5) Uani 1 1 d . . .
H2A H -0.2569 -1.0745 -0.5610 0.032 Uiso 1 1 calc R . .
C3 C -0.2798(3) -0.9480(2) -0.4288(2) 0.0354(5) Uani 1 1 d . . .
H3A H -0.1713 -0.8843 -0.4281 0.043 Uiso 1 1 calc R . .
H3B H -0.3430 -0.8903 -0.4157 0.043 Uiso 1 1 calc R . .
C4 C -0.2868(3) -1.0345(2) -0.3473(2) 0.0269(5) Uani 1 1 d . . .
H4A H -0.1808 -1.0075 -0.3067 0.032 Uiso 1 1 calc R . .
C5 C -0.6788(3) -1.3201(2) -0.45142(18) 0.0209(4) Uani 1 1 d . . .
H5A H -0.6076 -1.3524 -0.4135 0.025 Uiso 1 1 calc R . .
H5B H -0.7416 -1.3976 -0.5130 0.025 Uiso 1 1 calc R . .
C6 C -0.7844(2) -1.2859(2) -0.38047(17) 0.0193(4) Uani 1 1 d . . .
C7 C -0.8792(2) -1.3803(2) -0.32899(18) 0.0210(4) Uani 1 1 d . . .
C8 C -0.9722(3) -1.3423(2) -0.26045(18) 0.0220(4) Uani 1 1 d . . .
H8A H -1.0341 -1.4089 -0.2259 0.026 Uiso 1 1 calc R . .
C9 C -0.9729(3) -1.2087(2) -0.24385(17) 0.0194(4) Uani 1 1 d . . .
C10 C -0.8829(2) -1.1126(2) -0.29795(17) 0.0196(4) Uani 1 1 d . . .
C11 C -0.7906(2) -1.1516(2) -0.36409(17) 0.0186(4) Uani 1 1 d . . .
H11A H -0.7300 -1.0852 -0.3993 0.022 Uiso 1 1 calc R . .
C12 C -1.1399(3) -1.2498(3) -0.1169(2) 0.0319(6) Uani 1 1 d . . .
H12A H -1.1847 -1.1987 -0.0677 0.048 Uiso 1 1 calc R . .
H12B H -1.0691 -1.2801 -0.0779 0.048 Uiso 1 1 calc R . .
H12C H -1.2235 -1.3332 -0.1632 0.048 Uiso 1 1 calc R . .
C13 C -0.8169(3) -0.8887(2) -0.3399(2) 0.0279(5) Uani 1 1 d . . .
H13A H -0.8412 -0.8040 -0.3238 0.042 Uiso 1 1 calc R . .
H13B H -0.8519 -0.9346 -0.4147 0.042 Uiso 1 1 calc R . .
H13C H -0.7044 -0.8613 -0.3224 0.042 Uiso 1 1 calc R . .
C14 C -0.4234(3) -1.0903(2) -0.20690(19) 0.0237(5) Uani 1 1 d . . .
H14A H -0.3267 -1.0834 -0.1653 0.028 Uiso 1 1 calc R . .
H14B H -0.4831 -1.1908 -0.2440 0.028 Uiso 1 1 calc R . .
C15 C -0.5182(3) -1.0389(2) -0.13619(17) 0.0211(4) Uani 1 1 d . . .
C16 C -0.6141(3) -1.1178(2) -0.07734(18) 0.0224(4) Uani 1 1 d . . .
C17 C -0.7002(3) -1.0649(2) -0.01158(17) 0.0228(4) Uani 1 1 d . . .
H17A H -0.7676 -1.1238 0.0255 0.027 Uiso 1 1 calc R . .
C18 C -0.6862(3) -0.9263(2) -0.00123(18) 0.0232(4) Uani 1 1 d . . .
C19 C -0.5910(3) -0.8433(2) -0.06180(18) 0.0229(4) Uani 1 1 d . . .
C20 C -0.5102(3) -0.8996(2) -0.12732(18) 0.0224(4) Uani 1 1 d . . .
H20A H -0.4474 -0.8428 -0.1676 0.027 Uiso 1 1 calc R . .
C21 C -0.8476(3) -0.9394(3) 0.1284(2) 0.0345(6) Uani 1 1 d . . .
H21A H -0.8943 -0.8817 0.1699 0.052 Uiso 1 1 calc R . .
H21B H -0.7803 -0.9640 0.1755 0.052 Uiso 1 1 calc R . .
H21C H -0.9300 -1.0264 0.0851 0.052 Uiso 1 1 calc R . .
C22 C -0.4923(3) -0.6199(3) -0.1067(2) 0.0319(5) Uani 1 1 d . . .
H22A H -0.4993 -0.5406 -0.0927 0.048 Uiso 1 1 calc R . .
H22B H -0.5287 -0.6636 -0.1817 0.048 Uiso 1 1 d R . .
H22C H -0.3836 -0.6074 -0.0885 0.048 Uiso 1 1 d R . .
O1' O -1.49603(17) -0.53335(15) -0.56433(12) 0.0207(3) Uani 1 1 d . . .
O2' O -1.6328(2) -0.89893(17) -0.55259(15) 0.0347(4) Uani 1 1 d . . .
O3' O -1.47728(18) -0.72864(16) -0.67926(12) 0.0215(3) Uani 1 1 d . . .
O4' O -1.0991(2) -0.88305(17) -1.02166(13) 0.0263(3) Uani 1 1 d . . .
O5' O -1.2693(2) -1.03151(17) -0.90947(14) 0.0272(4) Uani 1 1 d . . .
O6' O -1.1140(2) -0.40524(19) -0.92084(16) 0.0368(4) Uani 1 1 d . . .
O7' O -1.3189(2) -0.43418(19) -0.84842(16) 0.0356(4) Uani 1 1 d . . .
O8' O -1.24968(17) -0.51395(15) -0.48958(13) 0.0214(3) Uani 1 1 d . . .
O9' O -0.79207(19) -0.57202(16) -0.79298(13) 0.0237(3) Uani 1 1 d . . .
O10' O -0.95812(18) -0.73861(15) -0.68875(12) 0.0217(3) Uani 1 1 d . . .
O11' O -0.8721(2) -0.12279(18) -0.69236(17) 0.0407(5) Uani 1 1 d . . .
O12' O -1.0279(2) -0.15102(17) -0.58069(16) 0.0330(4) Uani 1 1 d . . .
N1' N -1.2229(2) -0.4787(2) -0.88456(16) 0.0265(4) Uani 1 1 d . . .
N2' N -0.9544(2) -0.1968(2) -0.64054(17) 0.0256(4) Uani 1 1 d . . .
C1' C -1.5712(3) -0.6792(2) -0.61911(18) 0.0215(4) Uani 1 1 d . . .
H1'A H -1.6692 -0.6940 -0.6651 0.026 Uiso 1 1 calc R . .
C2' C -1.6111(3) -0.7541(2) -0.53023(19) 0.0288(5) Uani 1 1 d . . .
H2'A H -1.7089 -0.7471 -0.5100 0.035 Uiso 1 1 calc R . .
C3' C -1.4774(3) -0.6625(2) -0.43977(19) 0.0268(5) Uani 1 1 d . . .
H3'A H -1.5172 -0.6454 -0.3736 0.032 Uiso 1 1 calc R . .
H3'B H -1.4035 -0.7087 -0.4303 0.032 Uiso 1 1 calc R . .
C4' C -1.3994(2) -0.5243(2) -0.47192(18) 0.0204(4) Uani 1 1 d . . .
H4'A H -1.3917 -0.4419 -0.4154 0.025 Uiso 1 1 calc R . .
C5' C -1.4306(3) -0.6451(2) -0.75413(18) 0.0219(4) Uani 1 1 d . . .
H5'A H -1.3668 -0.5454 -0.7171 0.026 Uiso 1 1 calc R . .
H5'B H -1.5239 -0.6472 -0.7970 0.026 Uiso 1 1 calc R . .
C6' C -1.3380(2) -0.7024(2) -0.82400(17) 0.0199(4) Uani 1 1 d . . .
C7' C -1.2417(3) -0.6237(2) -0.88436(18) 0.0217(4) Uani 1 1 d . . .
C8' C -1.1566(3) -0.6784(2) -0.94990(17) 0.0222(4) Uani 1 1 d . . .
H8'A H -1.0911 -0.6214 -0.9889 0.027 Uiso 1 1 calc R . .
C9' C -1.1693(3) -0.8159(2) -0.95704(17) 0.0210(4) Uani 1 1 d . . .
C10' C -1.2643(3) -0.8978(2) -0.89662(18) 0.0204(4) Uani 1 1 d . . .
C11' C -1.3449(3) -0.8401(2) -0.83089(17) 0.0190(4) Uani 1 1 d . . .
H11B H -1.4065 -0.8957 -0.7894 0.023 Uiso 1 1 calc R . .
C12' C -1.0069(3) -0.8041(3) -1.0870(2) 0.0310(5) Uani 1 1 d . . .
H12D H -0.9660 -0.8643 -1.1317 0.047 Uiso 1 1 calc R . .
H12E H -0.9202 -0.7211 -1.0431 0.047 Uiso 1 1 calc R . .
H12F H -1.0713 -0.7731 -1.1309 0.047 Uiso 1 1 calc R . .
C13' C -1.3662(3) -1.1216(2) -0.8521(2) 0.0288(5) Uani 1 1 d . . .
H13D H -1.3607 -1.2151 -0.8697 0.043 Uiso 1 1 calc R . .
H13E H -1.4739 -1.1315 -0.8705 0.043 Uiso 1 1 calc R . .
H13F H -1.3302 -1.0797 -0.7768 0.043 Uiso 1 1 calc R . .
C14' C -1.1652(3) -0.3925(2) -0.52634(18) 0.0210(4) Uani 1 1 d . . .
H14C H -1.1031 -0.3121 -0.4663 0.025 Uiso 1 1 calc R . .
H14D H -1.2383 -0.3641 -0.5662 0.025 Uiso 1 1 calc R . .
C15' C -1.0596(2) -0.4295(2) -0.59567(18) 0.0191(4) Uani 1 1 d . . .
C16' C -0.9638(3) -0.3406(2) -0.65065(18) 0.0204(4) Uani 1 1 d . . .
C17' C -0.8718(3) -0.3823(2) -0.71700(18) 0.0208(4) Uani 1 1 d . . .
H17B H -0.8087 -0.3180 -0.7527 0.025 Uiso 1 1 calc R . .
C18' C -0.8730(2) -0.5173(2) -0.73049(17) 0.0184(4) Uani 1 1 d . . .
C19' C -0.9657(2) -0.6092(2) -0.67364(17) 0.0177(4) Uani 1 1 d . . .
C20' C -1.0577(2) -0.5658(2) -0.60959(17) 0.0177(4) Uani 1 1 d . . .
H20B H -1.1213 -0.6301 -0.5741 0.021 Uiso 1 1 calc R . .
C21' C -0.7024(3) -0.4826(3) -0.8539(2) 0.0321(6) Uani 1 1 d . . .
H21D H -0.6594 -0.5364 -0.9025 0.048 Uiso 1 1 calc R . .
H21E H -0.6173 -0.4010 -0.8072 0.048 Uiso 1 1 calc R . .
H21F H -0.7693 -0.4493 -0.8936 0.048 Uiso 1 1 calc R . .
C22' C -1.0427(3) -0.8333(2) -0.6296(2) 0.0258(5) Uani 1 1 d . . .
H22D H -1.0274 -0.9224 -0.6479 0.039 Uiso 1 1 calc R . .
H22E H -1.1537 -0.8525 -0.6458 0.039 Uiso 1 1 calc R . .
H22F H -1.0050 -0.7899 -0.5546 0.039 Uiso 1 1 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
O1 C1 1.427(3) . ?
O1 C4 1.440(3) . ?
O2 C2 1.397(3) . ?
O3 C1 1.415(2) . ?
O3 C5 1.446(3) . ?
O4 C9 1.364(3) . ?
O4 C12 1.433(3) . ?
O5 C10 1.353(3) . ?
O5 C13 1.432(2) . ?
O6 N1 1.229(3) . ?
O7 N1 1.239(3) . ?
O8 C4 1.412(3) . ?
O8 C14 1.426(3) . ?
O9 C18 1.350(3) . ?
O9 C21 1.432(3) . ?
O10 C19 1.356(3) . ?
O10 C22 1.432(3) . ?
O11 N2 1.240(3) . ?
O12 N2 1.228(3) . ?
N1 C7 1.458(3) . ?
N2 C16 1.463(3) . ?
C1 C2 1.534(3) . ?
C2 C3 1.530(4) . ?
C3 C4 1.524(3) . ?
C5 C6 1.507(3) . ?
C6 C7 1.396(3) . ?
C6 C11 1.400(3) . ?
C7 C8 1.409(3) . ?
C8 C9 1.372(3) . ?
C9 C10 1.411(3) . ?
C10 C11 1.388(3) . ?
C14 C15 1.499(3) . ?
C15 C16 1.385(3) . ?
C15 C20 1.409(3) . ?
C16 C17 1.404(3) . ?
C17 C18 1.382(3) . ?
C18 C19 1.419(3) . ?
C19 C20 1.382(3) . ?
O1' C4' 1.422(3) . ?
O1' C1' 1.429(3) . ?
O2' C2' 1.417(3) . ?
O3' C1' 1.402(2) . ?
O3' C5' 1.435(3) . ?
O4' C9' 1.361(3) . ?
O4' C12' 1.434(3) . ?
O5' C10' 1.355(3) . ?
O5' C13' 1.433(3) . ?
O6' N1' 1.231(3) . ?
O7' N1' 1.243(3) . ?
O8' C4' 1.411(2) . ?
O8' C14' 1.429(2) . ?
O9' C18' 1.350(3) . ?
O9' C21' 1.435(3) . ?
O10' C19' 1.356(2) . ?
O10' C22' 1.432(2) . ?
O11' N2' 1.233(3) . ?
O12' N2' 1.231(3) . ?
N1' C7' 1.459(3) . ?
N2' C16' 1.450(3) . ?
C1' C2' 1.532(3) . ?
C2' C3' 1.530(3) . ?
C3' C4' 1.522(3) . ?
C5' C6' 1.505(3) . ?
C6' C11' 1.399(3) . ?
C6' C7' 1.400(3) . ?
C7' C8' 1.404(3) . ?
C8' C9' 1.380(3) . ?
C9' C10' 1.411(3) . ?
C10' C11' 1.390(3) . ?
C14' C15' 1.505(3) . ?
C15' C16' 1.400(3) . ?
C15' C20' 1.406(3) . ?
C16' C17' 1.399(3) . ?
C17' C18' 1.381(3) . ?
C18' C19' 1.422(3) . ?
C19' C20' 1.388(3) . ?
