#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:40:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178437 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/58/4025804.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_4025804
loop_
_publ_author_name
'Hisao Saneyoshi'
'Jeffrey R. Deschamps'
'Victor E. Marquez'
_publ_section_title
;
 Synthesis of Conformationally Locked l-Deoxythreosyl Phosphonate
 Nucleosides Built on a Bicyclo[3.1.0]hexane Template
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7659
_journal_page_last               7669
_journal_paper_doi               10.1021/jo101475p
_journal_volume                  75
_journal_year                    2010
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C11 H13 N5 O, H2 O'
_chemical_formula_sum            'C11 H15 N5 O2'
_chemical_formula_weight         249.28
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.523(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   29.496(6)
_cell_length_b                   8.2267(18)
_cell_length_c                   10.584(2)
_cell_measurement_reflns_used    3431
_cell_measurement_temperature    144(2)
_cell_measurement_theta_max      28.53
_cell_measurement_theta_min      2.56
_cell_volume                     2435.2(9)
_computing_cell_refinement       'Bruker SMART v5.631 (Bruker, 2001b)'
_computing_data_collection       'Bruker SMART v5.631 (Bruker, 2001b)'
_computing_data_reduction
;
Bruker SAINT v6.45 (Bruker, 2002), Bruker XPREP v6.14 (Bruker, 2001a)
;
_computing_molecular_graphics    'Bruker SHELXTL v6.14 (Bruker, 2000a)'
_computing_publication_material  'Bruker SHELXTL v6.14 (Bruker, 2000a)'
_computing_structure_refinement  'Bruker SHELXTL v6.14 (Bruker, 2000a)'
_computing_structure_solution    'Bruker SHELXTL v6.14 (Bruker, 2000a)'
_diffrn_ambient_temperature      144(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX 2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14786
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.60
_diffrn_reflns_theta_min         1.46
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.9950
_exptl_absorpt_correction_T_min  0.9615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2.10, Bruker (2000b)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       flat_rod
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.473
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.079
_refine_diff_density_max         1.493
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         6644
_refine_ls_number_restraints     41
_refine_ls_restrained_S_all      1.171
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0757
_refine_ls_shift/su_max          0.195
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1361P)²+0.5194P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2187
_refine_ls_wR_factor_ref         0.2388
_reflns_number_gt                4970
_reflns_number_total             6644
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo101475p_si_003.cif
_cod_data_source_block           compound_(-)-26
_cod_original_cell_volume        2435.1(9)
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               4025804
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, 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
N1 N 0.77336(6) 0.5671(3) 0.8812(2) 0.0376(5) Uani 1 1 d . . .
C2 C 0.80486(8) 0.6064(3) 0.8180(2) 0.0394(6) Uani 1 1 d . . .
H2A H 0.8047 0.7174 0.7933 0.047 Uiso 1 1 calc R . .
N3 N 0.83574(6) 0.5148(2) 0.7854(2) 0.0365(5) Uani 1 1 d . . .
C4 C 0.83297(7) 0.3598(3) 0.8232(2) 0.0324(5) Uani 1 1 d . . .
C5 C 0.80221(7) 0.3007(3) 0.8869(2) 0.0326(5) Uani 1 1 d . . .
N6 N 0.74149(6) 0.3744(3) 0.9849(2) 0.0419(5) Uani 1 1 d . . .
H6A H 0.7232 0.4501 1.0019 0.050 Uiso 1 1 calc R . .
H6B H 0.7397 0.2738 1.0112 0.050 Uiso 1 1 calc R . .
C6 C 0.77162(7) 0.4118(3) 0.9199(2) 0.0326(5) Uani 1 1 d . . .
N7 N 0.80949(7) 0.1359(2) 0.9099(2) 0.0404(5) Uani 1 1 d . . .
C8 C 0.84306(8) 0.1007(3) 0.8593(3) 0.0406(5) Uani 1 1 d . . .
H8A H 0.8552 -0.0063 0.8593 0.049 Uiso 1 1 calc R . .
N9 N 0.85953(6) 0.2311(2) 0.80597(19) 0.0336(4) Uani 1 1 d . A .
C1' C 0.89801(8) 0.2309(3) 0.7499(2) 0.0323(5) Uani 1 1 d . . .
C2' C 0.9441(2) 0.2494(9) 0.8316(7) 0.0619(10) Uani 0.582(3) 1 d PU A 1
H2'A H 0.9486 0.1937 0.9176 0.074 Uiso 0.582(3) 1 calc PR A 1
H2'B H 0.9516 0.3662 0.8494 0.074 Uiso 0.582(3) 1 calc PR A 1
C3' C 0.97832(12) 0.1720(5) 0.7579(4) 0.0333(8) Uani 0.582(3) 1 d P A 1
H3'A H 0.9878 0.2621 0.7080 0.040 Uiso 0.582(3) 1 calc PR A 1
O3' O 1.02136(9) 0.0967(4) 0.8374(3) 0.0486(8) Uani 0.582(3) 1 d P A 1
H3'C H 1.0436 0.1195 0.8067 0.073 Uiso 0.582(3) 1 calc PR A 1
C4' C 0.94478(15) 0.0602(6) 0.6534(4) 0.0353(7) Uani 0.582(3) 1 d PU A 1
H4'A H 0.9511 0.0696 0.5673 0.042 Uiso 0.582(3) 1 calc PR A 1
H4'B H 0.9494 -0.0545 0.6832 0.042 Uiso 0.582(3) 1 calc PR A 1
C2" C 0.94931(17) 0.2366(6) 0.8457(5) 0.0153(7) Uani 0.418(3) 1 d PU A 2
H2"A H 0.9661 0.3352 0.8304 0.018 Uiso 0.418(3) 1 calc PR A 2
H2"B H 0.9496 0.2357 0.9396 0.018 Uiso 0.418(3) 1 calc PR A 2
C3" C 0.97142(10) 0.0920(3) 0.8155(3) 0.0440(13) Uiso 0.418(3) 1 d PD A 2
H3"A H 1.0067 0.1062 0.8361 0.053 Uiso 0.418(3) 1 calc PR A 2
O3" O 0.96057(14) -0.0328(3) 0.8953(4) 0.0490(11) Uiso 0.418(3) 1 d PD A 2
H3"B H 0.9835 -0.0434 0.9661 0.073 Uiso 0.418(3) 1 calc PR A 2
C4" C 0.9493(3) 0.0458(9) 0.6820(7) 0.0407(9) Uani 0.418(3) 1 d PU A 2
H4"A H 0.9491 -0.0741 0.6734 0.049 Uiso 0.418(3) 1 calc PR A 2
H4"B H 0.9667 0.0924 0.6245 0.049 Uiso 0.418(3) 1 calc PR A 2
C5' C 0.89618(8) 0.1139(4) 0.6397(2) 0.0423(6) Uani 1 1 d . A .
H5'A H 0.8691 0.0349 0.6095 0.051 Uiso 1 1 calc R B 1
C6' C 0.88685(10) 0.2913(4) 0.6122(3) 0.0531(7) Uani 1 1 d . A .
H6'A H 0.9116 0.3558 0.5901 0.064 Uiso 1 1 calc R . .
H6'B H 0.8535 0.3253 0.5654 0.064 Uiso 1 1 calc R . .
N1A N 1.22767(7) 0.4009(3) 0.6230(2) 0.0403(5) Uani 1 1 d . . .
C2A C 1.19722(8) 0.3595(3) 0.6865(2) 0.0404(6) Uani 1 1 d . . .
H2AA H 1.1984 0.2489 0.7131 0.049 Uiso 1 1 calc R . .
N3A N 1.16508(7) 0.4515(3) 0.7185(2) 0.0418(5) Uani 1 1 d . . .
C4A C 1.16789(7) 0.6049(3) 0.6822(2) 0.0328(5) Uani 1 1 d . . .
C5A C 1.19810(8) 0.6662(3) 0.6163(2) 0.0349(5) Uani 1 1 d . . .
N6A N 1.25943(7) 0.5969(3) 0.5200(2) 0.0439(5) Uani 1 1 d . . .
H6AA H 1.2781 0.5226 0.5028 0.053 Uiso 1 1 calc R . .
H6AB H 1.2608 0.6981 0.4943 0.053 Uiso 1 1 calc R . .
C6A C 1.22904(7) 0.5564(3) 0.5849(2) 0.0342(5) Uani 1 1 d . . .
N7A N 1.19108(7) 0.8318(3) 0.5959(2) 0.0439(5) Uani 1 1 d . . .
C8A C 1.15706(9) 0.8648(3) 0.6471(3) 0.0435(6) Uani 1 1 d . . .
H8AA H 1.1443 0.9710 0.6464 0.052 Uiso 1 1 calc R . .
N9A N 1.14150(7) 0.7356(3) 0.7010(2) 0.0366(5) Uani 1 1 d . . .
C1'A C 1.10371(8) 0.7367(3) 0.7584(2) 0.0355(6) Uani 1 1 d . . .
C2'A C 1.05323(9) 0.7255(4) 0.6661(3) 0.0439(6) Uani 1 1 d . . .
H2'C H 1.0509 0.6461 0.5940 0.053 Uiso 1 1 calc R . .
H2'D H 1.0420 0.8327 0.6256 0.053 Uiso 1 1 calc R . .
C3'A C 1.02366(8) 0.6698(3) 0.7527(3) 0.0438(6) Uani 1 1 d . . .
H3'B H 1.0126 0.7667 0.7920 0.053 Uiso 1 1 calc R . .
O3'A O 0.98349(7) 0.5767(3) 0.6789(2) 0.0641(6) Uani 1 1 d . . .
H3'D H 0.9587 0.6137 0.6914 0.096 Uiso 1 1 calc R . .
C4'A C 1.05788(10) 0.5695(4) 0.8638(3) 0.0556(7) Uani 1 1 d . . .
H4'C H 1.0497 0.5787 0.9473 0.067 Uiso 1 1 calc R . .
H4'D H 1.0570 0.4535 0.8383 0.067 Uiso 1 1 calc R . .
C5'A C 1.10651(10) 0.6424(5) 0.8805(3) 0.0550(8) Uani 1 1 d . . .
H5'B H 1.1355 0.5738 0.9214 0.066 Uiso 1 1 calc R . .
C6'A C 1.11184(10) 0.8173(5) 0.8883(3) 0.0640(9) Uani 1 1 d . . .
H6'C H 1.1441 0.8616 0.9337 0.077 Uiso 1 1 calc R . .
H6'D H 1.0853 0.8818 0.9008 0.077 Uiso 1 1 calc R . .
O1S O 1.08584(9) 0.2127(4) 0.6994(3) 0.0962(9) Uani 1 1 d D . .
H1SA H 1.0627(2) 0.171(2) 0.7217(14) 0.144 Uiso 1 1 d D . .
H1SB H 1.1022(4) 0.1301(13) 0.689(2) 0.144 Uiso 1 1 d D . .
O2S O 0.90219(16) 0.6978(6) 0.7122(4) 0.0702(8) Uani 0.50 1 d PDU . .
H2SA H 0.8980(15) 0.6216(13) 0.6546(11) 0.105 Uiso 0.50 1 d PD . .
H2SB H 0.9215(7) 0.660(3) 0.7851(12) 0.105 Uiso 0.50 1 d PD . .
O3S O 1.0000 0.3566(4) 0.5000 0.0732(9) Uani 1 2 d SD . .
H3SA H 1.0054(6) 0.4295(11) 0.4480(13) 0.110 Uiso 0.50 1 d PD . .
H3SB H 1.0123(5) 0.2695(10) 0.479(2) 0.110 Uiso 0.50 1 d PD . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 118.6(2) . . ?
N3 C2 N1 129.9(2) . . ?
N3 C2 H2A 115.1 . . ?
N1 C2 H2A 115.1 . . ?
C2 N3 C4 110.7(2) . . ?
N3 C4 N9 127.2(2) . . ?
N3 C4 C5 126.2(2) . . ?
N9 C4 C5 106.7(2) . . ?
C4 C5 N7 110.0(2) . . ?
C4 C5 C6 117.8(2) . . ?
N7 C5 C6 132.1(2) . . ?
C6 N6 H6A 120.0 . . ?
C6 N6 H6B 120.0 . . ?
H6A N6 H6B 120.0 . . ?
N6 C6 N1 118.4(2) . . ?
N6 C6 C5 124.7(2) . . ?
N1 C6 C5 116.9(2) . . ?
C8 N7 C5 104.0(2) . . ?
N7 C8 N9 114.3(2) . . ?
N7 C8 H8A 122.8 . . ?
N9 C8 H8A 122.8 . . ?
C4 N9 C8 105.00(19) . . ?
C4 N9 C1' 128.21(19) . . ?
C8 N9 C1' 126.73(19) . . ?
C2' C1' N9 119.7(4) . . ?
C2' C1' C6' 116.8(4) . . ?
N9 C1' C6' 116.72(19) . . ?
C2' C1' C5' 110.2(4) . . ?
N9 C1' C5' 118.93(19) . . ?
C6' C1' C5' 60.39(19) . . ?
N9 C1' C2" 118.0(3) . . ?
C6' C1' C2" 120.5(3) . . ?
C5' C1' C2" 108.6(3) . . ?
C1' C2' C3' 107.7(5) . . ?
C1' C2' H2'A 110.2 . . ?
C3' C2' H2'A 110.2 . . ?
C1' C2' H2'B 110.2 . . ?
C3' C2' H2'B 110.2 . . ?
H2'A C2' H2'B 108.5 . . ?
O3' C3' C4' 114.5(3) . . ?
O3' C3' C2' 118.0(4) . . ?
C4' C3' C2' 103.2(4) . . ?
O3' C3' H3'A 106.8 . . ?
C4' C3' H3'A 106.8 . . ?
C2' C3' H3'A 106.8 . . ?
C3' O3' H3'C 109.5 . . ?
C5' C4' C3' 106.1(3) . . ?
C5' C4' H4'A 110.5 . . ?
C3' C4' H4'A 110.5 . . ?
C5' C4' H4'B 110.5 . . ?
C3' C4' H4'B 110.5 . . ?
H4'A C4' H4'B 108.7 . . ?
C3" C2" C1' 104.5(3) . . ?
C3" C2" H2"A 110.9 . . ?
C1' C2" H2"A 110.9 . . ?
C3" C2" H2"B 110.9 . . ?
C1' C2" H2"B 110.9 . . ?
H2"A C2" H2"B 108.9 . . ?
C4" C3" O3" 106.3(4) . . ?
C4" C3" C2" 110.4(4) . . ?
O3" C3" C2" 105.1(3) . . ?
C4" C3" H3"A 111.6 . . ?
O3" C3" H3"A 111.6 . . ?
C2" C3" H3"A 111.6 . . ?
C3" O3" H3"B 109.5 . . ?
C3" C4" C5' 106.8(5) . . ?
C3" C4" H4"A 110.4 . . ?
C5' C4" H4"A 110.4 . . ?
C3" C4" H4"B 110.4 . . ?
C5' C4" H4"B 110.4 . . ?
H4"A C4" H4"B 108.6 . . ?
C4' C5' C1' 108.9(2) . . ?
C4' C5' C6' 115.3(3) . . ?
C1' C5' C6' 58.96(17) . . ?
C1' C5' C4" 102.6(3) . . ?
C6' C5' C4" 120.2(4) . . ?
C4' C5' H5'A 119.6 . . ?
C1' C5' H5'A 119.6 . . ?
C6' C5' H5'A 119.6 . . ?
C4" C5' H5'A 118.5 . . ?
C1' C6' C5' 60.65(18) . . ?
C1' C6' H6'A 117.7 . . ?
C5' C6' H6'A 117.7 . . ?
C1' C6' H6'B 117.7 . . ?
C5' C6' H6'B 117.7 . . ?
H6'A C6' H6'B 114.8 . . ?
C2A N1A C6A 119.0(2) . . ?
N1A C2A N3A 129.2(2) . . ?
N1A C2A H2AA 115.4 . . ?
N3A C2A H2AA 115.4 . . ?
C4A N3A C2A 110.5(2) . . ?
N3A C4A N9A 127.5(2) . . ?
N3A C4A C5A 126.8(2) . . ?
N9A C4A C5A 105.7(2) . . ?
N7A C5A C4A 110.3(2) . . ?
N7A C5A C6A 132.5(2) . . ?
C4A C5A C6A 117.1(2) . . ?
C6A N6A H6AA 120.0 . . ?
C6A N6A H6AB 120.0 . . ?
H6AA N6A H6AB 120.0 . . ?
N6A C6A N1A 118.7(2) . . ?
N6A C6A C5A 123.9(2) . . ?
N1A C6A C5A 117.4(2) . . ?
C8A N7A C5A 103.6(2) . . ?
N7A C8A N9A 114.7(2) . . ?
N7A C8A H8AA 122.6 . . ?
N9A C8A H8AA 122.6 . . ?
C8A N9A C4A 105.6(2) . . ?
C8A N9A C1'A 126.1(2) . . ?
C4A N9A C1'A 128.2(2) . . ?
N9A C1'A C6'A 118.7(2) . . ?
N9A C1'A C5'A 122.1(2) . . ?
C6'A C1'A C5'A 58.4(2) . . ?
N9A C1'A C2'A 118.0(2) . . ?
C6'A C1'A C2'A 117.9(2) . . ?
C5'A C1'A C2'A 107.7(2) . . ?
C1'A C2'A C3'A 105.4(2) . . ?
C1'A C2'A H2'C 110.7 . . ?
C3'A C2'A H2'C 110.7 . . ?
C1'A C2'A H2'D 110.7 . . ?
C3'A C2'A H2'D 110.7 . . ?
H2'C C2'A H2'D 108.8 . . ?
O3'A C3'A C2'A 111.6(2) . . ?
O3'A C3'A C4'A 111.4(2) . . ?
C2'A C3'A C4'A 105.2(2) . . ?
O3'A C3'A H3'B 109.5 . . ?
C2'A C3'A H3'B 109.5 . . ?
C4'A C3'A H3'B 109.5 . . ?
C3'A O3'A H3'D 109.5 . . ?
C5'A C4'A C3'A 104.3(2) . . ?
C5'A C4'A H4'C 110.9 . . ?
C3'A C4'A H4'C 110.9 . . ?
C5'A C4'A H4'D 110.9 . . ?
C3'A C4'A H4'D 110.9 . . ?
H4'C C4'A H4'D 108.9 . . ?
C6'A C5'A C1'A 60.4(2) . . ?
C6'A C5'A C4'A 118.9(3) . . ?
C1'A C5'A C4'A 108.4(2) . . ?
C6'A C5'A H5'B 118.3 . . ?
C1'A C5'A H5'B 118.3 . . ?
C4'A C5'A H5'B 118.3 . . ?
C5'A C6'A C1'A 61.2(2) . . ?
C5'A C6'A H6'C 117.7 . . ?
C1'A C6'A H6'C 117.7 . . ?
C5'A C6'A H6'D 117.7 . . ?
C1'A C6'A H6'D 117.7 . . ?
H6'C C6'A H6'D 114.8 . . ?
H1SA O1S H1SB 104.5(11) . . ?
H2SA O2S H2SB 106.2(12) . . ?
H3SA O3S H3SB 103.9(11) . . ?
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
N1 C2 1.345(3) . ?
N1 C6 1.348(3) . ?
C2 N3 1.310(3) . ?
C2 H2A 0.9500 . ?
N3 C4 1.347(3) . ?
C4 N9 1.363(3) . ?
C4 C5 1.380(3) . ?
C5 N7 1.382(3) . ?
C5 C6 1.403(3) . ?
N6 C6 1.322(3) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N7 C8 1.300(3) . ?
C8 N9 1.371(3) . ?
C8 H8A 0.9500 . ?
N9 C1' 1.438(3) . ?
C1' C2' 1.368(7) . ?
C1' C6' 1.475(4) . ?
C1' C5' 1.500(3) . ?
C1' C2" 1.531(5) . ?
C2' C3' 1.591(9) . ?
C2' H2'A 0.9900 . ?
C2' H2'B 0.9900 . ?
C3' O3' 1.423(4) . ?
C3' C4' 1.534(6) . ?
C3' H3'A 1.0000 . ?
O3' H3'C 0.8400 . ?
C4' C5' 1.463(5) . ?
C4' H4'A 0.9900 . ?
C4' H4'B 0.9900 . ?
C2" C3" 1.441(6) . ?
C2" H2"A 0.9900 . ?
C2" H2"B 0.9900 . ?
C3" C4" 1.408(8) . ?
C3" O3" 1.4280(10) . ?
C3" H3"A 1.0000 . ?
O3" H3"B 0.8400 . ?
C4" C5' 1.589(8) . ?
C4" H4"A 0.9900 . ?
C4" H4"B 0.9900 . ?
C5' C6' 1.496(5) . ?
C5' H5'A 1.0000 . ?
C6' H6'A 0.9900 . ?
C6' H6'B 0.9900 . ?
N1A C2A 1.326(3) . ?
N1A C6A 1.346(3) . ?
C2A N3A 1.338(3) . ?
C2A H2AA 0.9500 . ?
N3A C4A 1.329(3) . ?
C4A N9A 1.379(3) . ?
C4A C5A 1.390(3) . ?
C5A N7A 1.384(3) . ?
C5A C6A 1.397(3) . ?
N6A C6A 1.333(3) . ?
N6A H6AA 0.8800 . ?
N6A H6AB 0.8800 . ?
N7A C8A 1.311(3) . ?
C8A N9A 1.353(3) . ?
C8A H8AA 0.9500 . ?
N9A C1'A 1.429(3) . ?
C1'A C6'A 1.476(4) . ?
C1'A C5'A 1.487(4) . ?
C1'A C2'A 1.502(3) . ?
C2'A C3'A 1.523(4) . ?
C2'A H2'C 0.9900 . ?
C2'A H2'D 0.9900 . ?
C3'A O3'A 1.419(3) . ?
C3'A C4'A 1.526(4) . ?
C3'A H3'B 1.0000 . ?
O3'A H3'D 0.8400 . ?
C4'A C5'A 1.512(4) . ?
C4'A H4'C 0.9900 . ?
C4'A H4'D 0.9900 . ?
C5'A C6'A 1.447(5) . ?
C5'A H5'B 1.0000 . ?
C6'A H6'C 0.9900 . ?
C6'A H6'D 0.9900 . ?
O1S H1SA 0.860(5) . ?
O1S H1SB 0.861(5) . ?
O2S H2SA 0.856(5) . ?
O2S H2SB 0.858(5) . ?
O3S H3SA 0.862(5) . ?
O3S H3SB 0.862(5) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6A N7 0.88 2.17 3.032(3) 166.5 4_657
N6 H6B N1 0.88 2.15 2.998(3) 161.9 4_647
O3' H3'C O1S 0.84 2.08 2.902(4) 165.8 .
O3" H3"B O3" 0.84 1.83 2.655(8) 167.7 2_757
N6A H6AA N7A 0.88 2.23 3.087(3) 163.8 4_746
N6A H6AB N1A 0.88 2.17 3.008(3) 159.1 4_756
O3'A H3'D O2S 0.84 1.88 2.721(5) 177.8 .
O1S H1SA O3' 0.860(5) 2.076(8) 2.902(4) 160.8(15) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C2 N3 0.3(4) . . . . ?
N1 C2 N3 C4 0.6(3) . . . . ?
C2 N3 C4 N9 -179.9(2) . . . . ?
C2 N3 C4 C5 0.3(3) . . . . ?
N3 C4 C5 N7 179.9(2) . . . . ?
N9 C4 C5 N7 0.1(3) . . . . ?
N3 C4 C5 C6 -2.0(3) . . . . ?
N9 C4 C5 C6 178.15(19) . . . . ?
C2 N1 C6 N6 178.3(2) . . . . ?
C2 N1 C6 C5 -2.0(3) . . . . ?
C4 C5 C6 N6 -177.6(2) . . . . ?
N7 C5 C6 N6 -0.1(4) . . . . ?
C4 C5 C6 N1 2.8(3) . . . . ?
N7 C5 C6 N1 -179.7(2) . . . . ?
C4 C5 N7 C8 -0.8(3) . . . . ?
C6 C5 N7 C8 -178.4(2) . . . . ?
C5 N7 C8 N9 1.1(3) . . . . ?
N3 C4 N9 C8 -179.3(2) . . . . ?
C5 C4 N9 C8 0.5(2) . . . . ?
N3 C4 N9 C1' 3.3(4) . . . . ?
C5 C4 N9 C1' -176.9(2) . . . . ?
N7 C8 N9 C4 -1.1(3) . . . . ?
N7 C8 N9 C1' 176.4(2) . . . . ?
C4 N9 C1' C2' 91.7(5) . . . . ?
C8 N9 C1' C2' -85.2(5) . . . . ?
C4 N9 C1' C6' -58.6(3) . . . . ?
C8 N9 C1' C6' 124.4(3) . . . . ?
C4 N9 C1' C5' -127.9(3) . . . . ?
C8 N9 C1' C5' 55.2(3) . . . . ?
C4 N9 C1' C2" 97.1(3) . . . . ?
C8 N9 C1' C2" -79.8(3) . . . . ?
N9 C1' C2' C3' 156.5(3) . . . . ?
C6' C1' C2' C3' -53.2(6) . . . . ?
C5' C1' C2' C3' 13.0(6) . . . . ?
C2" C1' C2' C3' 85(5) . . . . ?
C1' C2' C3' O3' -146.7(4) . . . . ?
C1' C2' C3' C4' -19.2(6) . . . . ?
O3' C3' C4' C5' 147.5(3) . . . . ?
C2' C3' C4' C5' 17.8(5) . . . . ?
C2' C1' C2" C3" -128(6) . . . . ?
N9 C1' C2" C3" 121.6(3) . . . . ?
C6' C1' C2" C3" -83.6(4) . . . . ?
C5' C1' C2" C3" -17.6(4) . . . . ?
C1' C2" C3" C4" 27.6(5) . . . . ?
C1' C2" C3" O3" -86.6(4) . . . . ?
O3" C3" C4" C5' 87.1(5) . . . . ?
C2" C3" C4" C5' -26.3(6) . . . . ?
C3' C4' C5' C1' -11.2(4) . . . . ?
C3' C4' C5' C6' 52.6(4) . . . . ?
C3' C4' C5' C4" -67(2) . . . . ?
C2' C1' C5' C4' -1.4(5) . . . . ?
N9 C1' C5' C4' -145.2(3) . . . . ?
C6' C1' C5' C4' 108.7(3) . . . . ?
C2" C1' C5' C4' -6.4(4) . . . . ?
C2' C1' C5' C6' -110.1(4) . . . . ?
N9 C1' C5' C6' 106.1(2) . . . . ?
C2" C1' C5' C6' -115.1(3) . . . . ?
C2' C1' C5' C4" 7.7(5) . . . . ?
N9 C1' C5' C4" -136.1(3) . . . . ?
C6' C1' C5' C4" 117.8(4) . . . . ?
C2" C1' C5' C4" 2.7(4) . . . . ?
C3" C4" C5' C4' 141(2) . . . . ?
C3" C4" C5' C1' 13.7(5) . . . . ?
C3" C4" C5' C6' 74.9(5) . . . . ?
C2' C1' C6' C5' 99.1(4) . . . . ?
N9 C1' C6' C5' -109.7(2) . . . . ?
C2" C1' C6' C5' 95.2(3) . . . . ?
C4' C5' C6' C1' -97.7(3) . . . . ?
C4" C5' C6' C1' -86.9(4) . . . . ?
C6A N1A C2A N3A 1.6(4) . . . . ?
N1A C2A N3A C4A -2.8(4) . . . . ?
C2A N3A C4A N9A -178.4(2) . . . . ?
C2A N3A C4A C5A 2.0(3) . . . . ?
N3A C4A C5A N7A -179.6(2) . . . . ?
N9A C4A C5A N7A 0.7(3) . . . . ?
N3A C4A C5A C6A -0.3(4) . . . . ?
N9A C4A C5A C6A -179.9(2) . . . . ?
C2A N1A C6A N6A -179.4(2) . . . . ?
C2A N1A C6A C5A 0.5(3) . . . . ?
N7A C5A C6A N6A -2.0(4) . . . . ?
C4A C5A C6A N6A 178.9(2) . . . . ?
N7A C5A C6A N1A 178.1(2) . . . . ?
C4A C5A C6A N1A -1.1(3) . . . . ?
C4A C5A N7A C8A -0.9(3) . . . . ?
C6A C5A N7A C8A 179.8(3) . . . . ?
C5A N7A C8A N9A 0.8(3) . . . . ?
N7A C8A N9A C4A -0.4(3) . . . . ?
N7A C8A N9A C1'A -177.4(2) . . . . ?
N3A C4A N9A C8A -179.8(2) . . . . ?
C5A C4A N9A C8A -0.2(2) . . . . ?
N3A C4A N9A C1'A -2.9(4) . . . . ?
C5A C4A N9A C1'A 176.7(2) . . . . ?
C8A N9A C1'A C6'A -71.9(4) . . . . ?
C4A N9A C1'A C6'A 111.7(3) . . . . ?
C8A N9A C1'A C5'A -140.8(3) . . . . ?
C4A N9A C1'A C5'A 42.9(4) . . . . ?
C8A N9A C1'A C2'A 81.6(3) . . . . ?
C4A N9A C1'A C2'A -94.7(3) . . . . ?
N9A C1'A C2'A C3'A 160.5(2) . . . . ?
C6'A C1'A C2'A C3'A -45.7(4) . . . . ?
C5'A C1'A C2'A C3'A 17.4(3) . . . . ?
C1'A C2'A C3'A O3'A -149.9(2) . . . . ?
C1'A C2'A C3'A C4'A -28.9(3) . . . . ?
O3'A C3'A C4'A C5'A 150.3(2) . . . . ?
C2'A C3'A C4'A C5'A 29.2(3) . . . . ?
N9A C1'A C5'A C6'A 106.3(3) . . . . ?
C2'A C1'A C5'A C6'A -112.4(3) . . . . ?
N9A C1'A C5'A C4'A -140.3(3) . . . . ?
C6'A C1'A C5'A C4'A 113.3(3) . . . . ?
C2'A C1'A C5'A C4'A 1.0(3) . . . . ?
C3'A C4'A C5'A C6'A 46.9(4) . . . . ?
C3'A C4'A C5'A C1'A -18.8(3) . . . . ?
C4'A C5'A C6'A C1'A -95.9(3) . . . . ?
N9A C1'A C6'A C5'A -112.0(3) . . . . ?
C2'A C1'A C6'A C5'A 94.5(3) . . . . ?
