#------------------------------------------------------------------------------
#$Date: 2008-01-13 23:15:36 +0100 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008239.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_2008239
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  427
_journal_page_last  430
_publ_section_title
;
N,N-Dimethyl-5-methoxymethyl-2'-deoxycytidine
;
loop_
_publ_author_name
  'Audette, Gerald F.'
  'Zoghaib, Wajdi M.'
  'Gupta, Sagar V.'
  'Quail, J. Wilson'
  'Delbaere, Louis T. J.'
_chemical_formula_sum  'C13 H21 N3 O5'
_chemical_formula_weight  299.33
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  4.906(3)
_cell_length_b  14.838(5)
_cell_length_c  19.488(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1418.6(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  123(2)
_exptl_crystal_density_diffrn  1.401
_diffrn_ambient_temperature  123(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
  N1 0.6289(4) 0.47274(13) 0.79232(9) 0.0133(5) Uani d . 1 . . N
  C2 0.4454(5) 0.40153(15) 0.78546(11) 0.0132(5) Uani d . 1 . . C
  O2 0.4453(4) 0.35869(10) 0.73069(8) 0.0164(4) Uani d . 1 . . O
  N3 0.2817(5) 0.38125(13) 0.83915(10) 0.0152(5) Uani d . 1 . . N
  C4 0.2759(6) 0.43372(16) 0.89572(12) 0.0156(5) Uani d . 1 . . C
  N4 0.1113(5) 0.40614(14) 0.94646(10) 0.0201(5) Uani d . 1 . . N
  C41 0.1385(7) 0.43465(19) 1.01777(12) 0.0277(7) Uani d . 1 . . C
  H41A 0.0050 0.4801 1.0277 0.042 Uiso calc R 1 . . H
  H41B 0.3178 0.4588 1.0251 0.042 Uiso calc R 1 . . H
  H41C 0.1107 0.3838 1.0475 0.042 Uiso calc R 1 . . H
  C42 -0.0888(6) 0.33463(17) 0.93607(13) 0.0229(6) Uani d . 1 . . C
  H42A -0.0091 0.2776 0.9479 0.034 Uiso calc R 1 . . H
  H42B -0.1440 0.3337 0.8888 0.034 Uiso calc R 1 . . H
  H42C -0.2448 0.3455 0.9646 0.034 Uiso calc R 1 . . H
  C5 0.4352(6) 0.51518(15) 0.89906(12) 0.0166(6) Uani d . 1 . . C
  C51 0.4032(7) 0.59130(16) 0.95016(12) 0.0209(6) Uani d . 1 . . C
  H51A 0.4363 0.6484 0.9273 0.025 Uiso calc R 1 . . H
  H51B 0.2179 0.5918 0.9675 0.025 Uiso calc R 1 . . H
  O52 0.5884(5) 0.58149(11) 1.00594(8) 0.0257(5) Uani d . 1 . . O
  C53 0.5433(9) 0.65000(18) 1.05599(14) 0.0377(9) Uani d . 1 . . C
  H53A 0.5478 0.7080 1.0342 0.057 Uiso calc R 1 . . H
  H53B 0.6832 0.6470 1.0904 0.057 Uiso calc R 1 . . H
  H53C 0.3685 0.6411 1.0771 0.057 Uiso calc R 1 . . H
  C6 0.6101(6) 0.52928(15) 0.84664(11) 0.0149(5) Uani d . 1 . . C
  H6 0.7220 0.5798 0.8479 0.018 Uiso calc R 1 . . H
  C1' 0.8207(5) 0.48986(16) 0.73401(11) 0.0135(5) Uani d . 1 . . C
  H1' 0.9021 0.4330 0.7187 0.016 Uiso calc R 1 . . H
  C2' 0.6805(6) 0.53625(15) 0.67419(11) 0.0144(5) Uani d . 1 . . C
  H2'1 0.4891 0.5202 0.6718 0.017 Uiso calc R 1 . . H
  H2'2 0.7677 0.5215 0.6310 0.017 Uiso calc R 1 . . H
  C3' 0.7180(6) 0.63544(15) 0.69218(11) 0.0132(5) Uani d . 1 . . C
  H3' 0.5862 0.6528 0.7276 0.016 Uiso calc R 1 . . H
  O3' 0.6857(4) 0.69126(11) 0.63390(8) 0.0199(4) Uani d . 1 . . O
  H3'1 0.6982 0.7443 0.6454 0.030 Uiso calc R 1 . . H
  C4' 1.0037(5) 0.63561(15) 0.72227(12) 0.0131(5) Uani d . 1 . . C
  H4' 1.1356 0.6372 0.6845 0.016 Uiso calc R 1 . . H
  O4' 1.0270(4) 0.54919(10) 0.75711(8) 0.0137(4) Uani d . 1 . . O
  C5' 1.0693(6) 0.71161(15) 0.77180(12) 0.0166(5) Uani d . 1 . . C
  H5'1 1.2412 0.6987 0.7943 0.020 Uiso calc R 1 . . H
  H5'2 1.0913 0.7671 0.7460 0.020 Uiso calc R 1 . . H
  O5' 0.8647(4) 0.72446(10) 0.82263(8) 0.0177(4) Uani d . 1 . . O
  H5' 0.7554 0.7624 0.8093 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
  N1 0.0151(11) 0.0123(9) 0.0125(9) -0.0017(9) -0.0006(9) 0.0009(8)
  C2 0.0133(13) 0.0079(10) 0.0183(11) 0.0033(11) -0.0026(11) 0.0014(10)
  O2 0.0186(10) 0.0120(8) 0.0185(8) -0.0016(8) 0.0014(8) -0.0034(7)
  N3 0.0150(11) 0.0130(9) 0.0175(9) 0.0004(9) 0.0018(10) 0.0016(8)
  C4 0.0164(14) 0.0149(11) 0.0155(11) 0.0046(11) 0.0003(11) 0.0039(10)
  N4 0.0223(13) 0.0183(10) 0.0196(10) -0.0009(11) 0.0046(11) 0.0017(9)
  C41 0.0357(18) 0.0283(15) 0.0191(12) -0.0029(15) 0.0082(14) 0.0051(11)
  C42 0.0206(15) 0.0194(13) 0.0287(14) 0.0008(14) 0.0084(14) 0.0056(11)
  C5 0.0202(14) 0.0134(11) 0.0160(11) 0.0016(12) -0.0009(12) 0.0006(10)
  C51 0.0301(16) 0.0148(12) 0.0178(12) 0.0006(14) 0.0033(13) -0.0042(10)
  O52 0.0367(12) 0.0220(9) 0.0183(9) 0.0026(10) -0.0011(10) -0.0066(8)
  C53 0.063(3) 0.0234(14) 0.0269(14) -0.0010(18) -0.0011(18) -0.0099(12)
  C6 0.0169(13) 0.0097(10) 0.0181(11) 0.0011(11) -0.0033(11) 0.0013(9)
  C1' 0.0120(12) 0.0118(11) 0.0168(11) -0.0009(11) 0.0022(11) -0.0021(10)
  C2' 0.0141(13) 0.0138(11) 0.0153(11) 0.0014(11) 0.0001(11) -0.0002(10)
  C3' 0.0158(13) 0.0110(11) 0.0127(10) -0.0007(11) 0.0001(11) -0.0023(10)
  O3' 0.0291(11) 0.0108(8) 0.0198(8) -0.0016(9) -0.0073(9) 0.0013(7)
  C4' 0.0131(13) 0.0108(10) 0.0153(11) 0.0006(11) 0.0025(11) 0.0004(10)
  O4' 0.0121(9) 0.0113(8) 0.0177(8) -0.0005(8) -0.0024(8) 0.0013(7)
  C5' 0.0158(13) 0.0132(11) 0.0207(12) -0.0023(12) -0.0014(12) -0.0034(10)
  O5' 0.0201(10) 0.0151(8) 0.0178(8) 0.0038(8) -0.0001(9) -0.0032(7)
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
  N1 C6 . 1.354(3) ?
  N1 C2 . 1.394(3) ?
  N1 C1' . 1.497(3) ?
  C2 O2 . 1.242(3) yes
  C2 N3 . 1.353(3) ?
  N3 C4 . 1.350(3) ?
  C4 N4 . 1.341(3) yes
  C4 C5 . 1.441(4) ?
  N4 C41 . 1.459(3) yes
  N4 C42 . 1.460(4) yes
  C41 H41A . 0.9600 ?
  C41 H41B . 0.9600 ?
  C41 H41C . 0.9600 ?
  C42 H42A . 0.9600 ?
  C42 H42B . 0.9600 ?
  C42 H42C . 0.9600 ?
  C5 C6 . 1.350(3) ?
  C5 C51 . 1.514(3) yes
  C51 O52 . 1.424(3) yes
  C51 H51A . 0.9700 ?
  C51 H51B . 0.9700 ?
  O52 C53 . 1.426(3) yes
  C53 H53A . 0.9600 ?
  C53 H53B . 0.9600 ?
  C53 H53C . 0.9600 ?
  C6 H6 . 0.9300 ?
  C1' O4' . 1.415(3) ?
  C1' C2' . 1.519(3) ?
  C1' H1' . 0.9800 ?
  C2' C3' . 1.524(3) ?
  C2' H2'1 . 0.9700 ?
  C2' H2'2 . 0.9700 ?
  C3' O3' . 1.415(3) ?
  C3' C4' . 1.519(4) ?
  C3' H3' . 0.9800 ?
  O3' H3'1 . 0.8200 ?
  C4' O4' . 1.455(3) ?
  C4' C5' . 1.519(3) ?
  C4' H4' . 0.9800 ?
  C5' O5' . 1.423(3) ?
  C5' H5'1 . 0.9700 ?
  C5' H5'2 . 0.9700 ?
  O5' H5' . 0.8200 ?