# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_global
_database_code_depnum_ccdc_archive 'CCDC 1483545'
_audit_update_record             
;
2016-06-05 deposited with the CCDC.
2016-09-21 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 -amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-(1H)-pyrimidin-2-one
;
_chemical_formula_moiety         'C8 H11 N3 O3 S'
_chemical_formula_sum            'C8 H11 N3 O3 S'
_chemical_formula_weight         229.26
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           TRICLINIC
_symmetry_space_group_name_H-M   P1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_Int_Tables_number      1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   6.944(3)
_cell_length_b                   7.313(4)
_cell_length_c                   10.575(5)
_cell_angle_alpha                95.32(2)
_cell_angle_beta                 102.21(2)
_cell_angle_gamma                106.87(2)
_cell_volume                     495.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3366
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      25.37

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       PRISMATIC
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             240
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Sheldrick, G. M.: SADABS --- Bruker AXS area detector scaling and absorption, vers
        2008/1, University of Göttingen, Germany 2008
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  1.00

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_number            4870
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_reflns_number_total             2922
_reflns_number_gt                2845
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0533P)²+0.0889P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2922
_refine_ls_number_parameters     272
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.085
_refine_ls_wR_factor_gt          0.0842
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(7)
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.04

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
S3'B S 0.63217(11) 0.86497(12) 0.46927(7) 0.0497(2) Uani 1 1 d . . .
S3'A S 0.54169(11) 0.33047(11) 0.66315(8) 0.0522(2) Uani 1 1 d . . .
N3B N 0.8326(3) 1.2872(3) 0.0884(2) 0.0314(5) Uani 1 1 d . . .
O2B O 0.5029(3) 1.1798(3) 0.1117(2) 0.0421(5) Uani 1 1 d . . .
O1'A O 0.1962(3) 0.0378(3) 0.59780(17) 0.0371(4) Uani 1 1 d . . .
N1A N 0.1637(3) -0.0823(3) 0.7912(2) 0.0306(5) Uani 1 1 d . . .
O2A O 0.3682(3) -0.2602(3) 0.8682(2) 0.0442(5) Uani 1 1 d . . .
N3A N 0.0628(3) -0.3146(3) 0.9258(2) 0.0322(5) Uani 1 1 d . . .
N4A N -0.2532(3) -0.3726(3) 0.9736(2) 0.0356(5) Uani 1 1 d . . .
H4A1 H -0.2288 -0.4621 1.0154 0.043 Uiso 1 1 calc R . .
H4A2 H -0.3681 -0.348 0.9689 0.043 Uiso 1 1 calc R . .
N1B N 0.7170(3) 1.0097(3) 0.18734(19) 0.0283(4) Uani 1 1 d . . .
O2'B O 0.5915(3) 0.6950(3) 0.23234(18) 0.0361(4) Uani 1 1 d . . .
C2B C 0.6786(3) 1.1626(4) 0.1278(2) 0.0289(5) Uani 1 1 d . . .
N4B N 1.1670(3) 1.3806(3) 0.0654(2) 0.0422(6) Uani 1 1 d . . .
H4B1 H 1.1408 1.471 0.0253 0.051 Uiso 1 1 calc R . .
H4B2 H 1.2882 1.3671 0.0773 0.051 Uiso 1 1 calc R . .
C2A C 0.2036(3) -0.2228(4) 0.8631(2) 0.0302(5) Uani 1 1 d . . .
C4B C 1.0207(3) 1.2620(3) 0.1087(2) 0.0287(5) Uani 1 1 d . . .
O5'B O 0.9797(3) 0.6929(3) 0.4062(2) 0.0515(5) Uani 1 1 d . . .
H5'B H 1.0143 0.782 0.4724 0.077 Uiso 1 1 d R . .
C6B C 0.9091(3) 0.9880(4) 0.2101(2) 0.0307(5) Uani 1 1 d . . .
H6B H 0.9328 0.8864 0.2508 0.037 Uiso 1 1 calc R . .
C5A C -0.1524(4) -0.1208(4) 0.8487(3) 0.0355(6) Uani 1 1 d . . .
H5A H -0.2721 -0.087 0.8466 0.043 Uiso 1 1 calc R . .
C6A C -0.0106(4) -0.0305(4) 0.7890(3) 0.0351(6) Uani 1 1 d . . .
H6A H -0.0304 0.0696 0.745 0.042 Uiso 1 1 calc R . .
C1'A C 0.3127(3) 0.0110(4) 0.7189(2) 0.0320(6) Uani 1 1 d . . .
H1'A H 0.3941 -0.0734 0.7013 0.038 Uiso 1 1 calc R . .
C4A C -0.1135(3) -0.2722(3) 0.9163(2) 0.0301(5) Uani 1 1 d . . .
C1'B C 0.5377(3) 0.8633(4) 0.2141(3) 0.0326(6) Uani 1 1 d . . .
H1'B H 0.4183 0.8321 0.138 0.039 Uiso 1 1 calc R . .
C5B C 1.0643(4) 1.1124(4) 0.1741(3) 0.0340(6) Uani 1 1 d . . .
H5B H 1.1968 1.1007 0.1916 0.041 Uiso 1 1 calc R . .
C2'A C 0.4585(4) 0.2082(4) 0.7910(3) 0.0437(7) Uani 1 1 d . . .
H2'1 H 0.5758 0.1955 0.8539 0.052 Uiso 1 1 calc R . .
H2'2 H 0.3864 0.2773 0.8366 0.052 Uiso 1 1 calc R . .
C5'B C 0.7795(5) 0.5632(5) 0.4000(3) 0.0513(7) Uani 1 1 d . . .
H5'1 H 0.7791 0.524 0.4851 0.062 Uiso 1 1 calc R . .
H5'2 H 0.7534 0.448 0.3372 0.062 Uiso 1 1 calc R . .
C4'A C 0.2843(4) 0.2166(4) 0.5565(3) 0.0403(6) Uani 1 1 d . . .
H4'A H 0.2997 0.1866 0.4676 0.048 Uiso 1 1 calc R . .
O5'A O 0.1118(5) 0.3951(5) 0.6701(4) 0.0877(9) Uani 1 1 d . . .
H5'A H 0.208 0.4921 0.7088 0.132 Uiso 1 1 calc R . .
C5'A C 0.1415(5) 0.3388(5) 0.5503(4) 0.0590(9) Uani 1 1 d . . .
H5'3 H 0.1993 0.4534 0.514 0.071 Uiso 1 1 calc R . .
H5'4 H 0.0079 0.2657 0.4914 0.071 Uiso 1 1 calc R . .
C2'B C 0.4768(4) 0.9336(5) 0.3351(3) 0.0405(6) Uani 1 1 d . . .
H2'3 H 0.3299 0.8724 0.3276 0.049 Uiso 1 1 calc R . .
H2'4 H 0.5064 1.073 0.3471 0.049 Uiso 1 1 calc R . .
C4'B C 0.6035(4) 0.6480(4) 0.3612(3) 0.0423(6) Uani 1 1 d . . .
H4'B H 0.4723 0.5503 0.3609 0.051 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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
S3'B C2'B 1.797(3) . ?
S3'B C4'B 1.802(3) . ?
S3'A C2'A 1.793(3) . ?
S3'A C4'A 1.808(3) . ?
N3B C4B 1.347(3) . ?
N3B C2B 1.357(3) . ?
O2B C2B 1.241(3) . ?
O1'A C4'A 1.424(3) . ?
O1'A C1'A 1.426(3) . ?
N1A C6A 1.366(3) . ?
N1A C2A 1.390(3) . ?
N1A C1'A 1.464(3) . ?
O2A C2A 1.242(3) . ?
N3A C4A 1.334(3) . ?
N3A C2A 1.350(3) . ?
N4A C4A 1.328(3) . ?
N4A H4A1 0.86 . ?
N4A H4A2 0.86 . ?
N1B C6B 1.362(3) . ?
N1B C2B 1.396(3) . ?
N1B C1'B 1.486(3) . ?
O2'B C1'B 1.404(3) . ?
O2'B C4'B 1.428(3) . ?
N4B C4B 1.324(3) . ?
N4B H4B1 0.86 . ?
N4B H4B2 0.86 . ?
C4B C5B 1.418(4) . ?
O5'B C5'B 1.422(4) . ?
O5'B H5'B 0.8514 . ?
C6B C5B 1.343(3) . ?
C6B H6B 0.93 . ?
C5A C6A 1.329(4) . ?
C5A C4A 1.431(4) . ?
C5A H5A 0.93 . ?
C6A H6A 0.93 . ?
C1'A C2'A 1.520(4) . ?
C1'A H1'A 0.98 . ?
C1'B C2'B 1.521(4) . ?
C1'B H1'B 0.98 . ?
C5B H5B 0.93 . ?
C2'A H2'1 0.97 . ?
C2'A H2'2 0.97 . ?
C5'B C4'B 1.524(4) . ?
C5'B H5'1 0.97 . ?
C5'B H5'2 0.97 . ?
C4'A C5'A 1.512(4) . ?
C4'A H4'A 0.98 . ?
O5'A C5'A 1.371(5) . ?
O5'A H5'A 0.82 . ?
C5'A H5'3 0.97 . ?
C5'A H5'4 0.97 . ?
C2'B H2'3 0.97 . ?
C2'B H2'4 0.97 . ?
C4'B H4'B 0.98 . ?

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'B S3'B C4'B 88.30(14) . . ?
C2'A S3'A C4'A 89.43(13) . . ?
C4B N3B C2B 119.2(2) . . ?
C4'A O1'A C1'A 114.67(19) . . ?
C6A N1A C2A 120.6(2) . . ?
C6A N1A C1'A 120.4(2) . . ?
C2A N1A C1'A 118.94(19) . . ?
C4A N3A C2A 119.9(2) . . ?
C4A N4A H4A1 120 . . ?
C4A N4A H4A2 120 . . ?
H4A1 N4A H4A2 120 . . ?
C6B N1B C2B 120.75(19) . . ?
C6B N1B C1'B 121.4(2) . . ?
C2B N1B C1'B 117.68(18) . . ?
C1'B O2'B C4'B 114.6(2) . . ?
O2B C2B N3B 121.7(2) . . ?
O2B C2B N1B 118.7(2) . . ?
N3B C2B N1B 119.57(19) . . ?
C4B N4B H4B1 120 . . ?
C4B N4B H4B2 120 . . ?
H4B1 N4B H4B2 120 . . ?
O2A C2A N3A 121.7(2) . . ?
O2A C2A N1A 119.1(2) . . ?
N3A C2A N1A 119.2(2) . . ?
N4B C4B N3B 118.4(2) . . ?
N4B C4B C5B 119.8(2) . . ?
N3B C4B C5B 121.8(2) . . ?
C5'B O5'B H5'B 109 . . ?
C5B C6B N1B 120.4(2) . . ?
C5B C6B H6B 119.8 . . ?
N1B C6B H6B 119.8 . . ?
C6A C5A C4A 117.4(2) . . ?
C6A C5A H5A 121.3 . . ?
C4A C5A H5A 121.3 . . ?
C5A C6A N1A 121.0(2) . . ?
C5A C6A H6A 119.5 . . ?
N1A C6A H6A 119.5 . . ?
O1'A C1'A N1A 107.33(18) . . ?
O1'A C1'A C2'A 108.0(2) . . ?
N1A C1'A C2'A 112.9(2) . . ?
O1'A C1'A H1'A 109.5 . . ?
N1A C1'A H1'A 109.5 . . ?
C2'A C1'A H1'A 109.5 . . ?
N4A C4A N3A 118.2(2) . . ?
N4A C4A C5A 120.1(2) . . ?
N3A C4A C5A 121.7(2) . . ?
O2'B C1'B N1B 108.38(18) . . ?
O2'B C1'B C2'B 109.1(2) . . ?
N1B C1'B C2'B 112.6(2) . . ?
O2'B C1'B H1'B 108.9 . . ?
N1B C1'B H1'B 108.9 . . ?
C2'B C1'B H1'B 108.9 . . ?
C6B C5B C4B 118.2(2) . . ?
C6B C5B H5B 120.9 . . ?
C4B C5B H5B 120.9 . . ?
C1'A C2'A S3'A 103.83(19) . . ?
C1'A C2'A H2'1 111 . . ?
S3'A C2'A H2'1 111 . . ?
C1'A C2'A H2'2 111 . . ?
S3'A C2'A H2'2 111 . . ?
H2'1 C2'A H2'2 109 . . ?
O5'B C5'B C4'B 114.0(3) . . ?
O5'B C5'B H5'1 108.7 . . ?
C4'B C5'B H5'1 108.7 . . ?
O5'B C5'B H5'2 108.7 . . ?
C4'B C5'B H5'2 108.7 . . ?
H5'1 C5'B H5'2 107.6 . . ?
O1'A C4'A C5'A 110.9(2) . . ?
O1'A C4'A S3'A 107.62(18) . . ?
C5'A C4'A S3'A 114.9(2) . . ?
O1'A C4'A H4'A 107.7 . . ?
C5'A C4'A H4'A 107.7 . . ?
S3'A C4'A H4'A 107.7 . . ?
C5'A O5'A H5'A 109.5 . . ?
O5'A C5'A C4'A 113.4(3) . . ?
O5'A C5'A H5'3 108.9 . . ?
C4'A C5'A H5'3 108.9 . . ?
O5'A C5'A H5'4 108.9 . . ?
C4'A C5'A H5'4 108.9 . . ?
H5'3 C5'A H5'4 107.7 . . ?
C1'B C2'B S3'B 104.94(18) . . ?
C1'B C2'B H2'3 110.8 . . ?
S3'B C2'B H2'3 110.8 . . ?
C1'B C2'B H2'4 110.8 . . ?
S3'B C2'B H2'4 110.8 . . ?
H2'3 C2'B H2'4 108.8 . . ?
O2'B C4'B C5'B 110.0(2) . . ?
O2'B C4'B S3'B 107.37(19) . . ?
C5'B C4'B S3'B 113.7(2) . . ?
O2'B C4'B H4'B 108.5 . . ?
C5'B C4'B H4'B 108.5 . . ?
S3'B C4'B H4'B 108.5 . . ?

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
C4B N3B C2B O2B 179.8(2) . . . . ?
C4B N3B C2B N1B -0.7(3) . . . . ?
C6B N1B C2B O2B -178.3(2) . . . . ?
C1'B N1B C2B O2B 6.8(3) . . . . ?
C6B N1B C2B N3B 2.1(3) . . . . ?
C1'B N1B C2B N3B -172.7(2) . . . . ?
C4A N3A C2A O2A -179.0(2) . . . . ?
C4A N3A C2A N1A 1.1(3) . . . . ?
C6A N1A C2A O2A -176.6(2) . . . . ?
C1'A N1A C2A O2A 2.7(3) . . . . ?
C6A N1A C2A N3A 3.3(3) . . . . ?
C1'A N1A C2A N3A -177.4(2) . . . . ?
C2B N3B C4B N4B 177.6(2) . . . . ?
C2B N3B C4B C5B -2.1(4) . . . . ?
C2B N1B C6B C5B -0.8(4) . . . . ?
C1'B N1B C6B C5B 173.9(2) . . . . ?
C4A C5A C6A N1A 0.8(4) . . . . ?
C2A N1A C6A C5A -4.2(4) . . . . ?
C1'A N1A C6A C5A 176.5(2) . . . . ?
C4'A O1'A C1'A N1A 140.8(2) . . . . ?
C4'A O1'A C1'A C2'A 18.8(3) . . . . ?
C6A N1A C1'A O1'A -38.8(3) . . . . ?
C2A N1A C1'A O1'A 141.9(2) . . . . ?
C6A N1A C1'A C2'A 80.1(3) . . . . ?
C2A N1A C1'A C2'A -99.3(3) . . . . ?
C2A N3A C4A N4A 176.5(2) . . . . ?
C2A N3A C4A C5A -4.6(4) . . . . ?
C6A C5A C4A N4A -177.5(2) . . . . ?
C6A C5A C4A N3A 3.7(4) . . . . ?
C4'B O2'B C1'B N1B 114.9(2) . . . . ?
C4'B O2'B C1'B C2'B -8.0(3) . . . . ?
C6B N1B C1'B O2'B -13.9(3) . . . . ?
C2B N1B C1'B O2'B 160.91(19) . . . . ?
C6B N1B C1'B C2'B 106.9(3) . . . . ?
C2B N1B C1'B C2'B -78.3(3) . . . . ?
N1B C6B C5B C4B -1.9(4) . . . . ?
N4B C4B C5B C6B -176.2(2) . . . . ?
N3B C4B C5B C6B 3.4(4) . . . . ?
O1'A C1'A C2'A S3'A -38.0(2) . . . . ?
N1A C1'A C2'A S3'A -156.47(18) . . . . ?
C4'A S3'A C2'A C1'A 36.9(2) . . . . ?
C1'A O1'A C4'A C5'A -117.1(3) . . . . ?
C1'A O1'A C4'A S3'A 9.4(2) . . . . ?
C2'A S3'A C4'A O1'A -27.7(2) . . . . ?
C2'A S3'A C4'A C5'A 96.4(3) . . . . ?
O1'A C4'A C5'A O5'A 64.0(4) . . . . ?
S3'A C4'A C5'A O5'A -58.3(4) . . . . ?
O2'B C1'B C2'B S3'B 31.6(2) . . . . ?
N1B C1'B C2'B S3'B -88.8(2) . . . . ?
C4'B S3'B C2'B C1'B -35.92(19) . . . . ?
C1'B O2'B C4'B C5'B -143.7(2) . . . . ?
C1'B O2'B C4'B S3'B -19.5(2) . . . . ?
O5'B C5'B C4'B O2'B 62.4(3) . . . . ?
O5'B C5'B C4'B S3'B -58.1(3) . . . . ?
C2'B S3'B C4'B O2'B 32.40(17) . . . . ?
C2'B S3'B C4'B C5'B 154.3(2) . . . . ?

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
N4A H4A1 N3B 0.86 2.17 3.023(3) 170.2 1_436
N4A H4A2 O2A 0.86 2.21 3.002(3) 153.1 1_455
N4B H4B1 N3A 0.86 2.1 2.961(3) 177.5 1_674
N4B H4B2 O2B 0.86 2.3 3.078(3) 151 1_655
O5'B H5'B O1'A 0.85 2.08 2.879(3) 156.7 1_665
O5'A H5'A O2A 0.82 2.2 2.958(4) 154.3 1_565

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_name_common            'lamivudine form IV'
_exptl_crystal_colour            transparent
_exptl_crystal_recrystallization_method 'vapor difusion'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_global
_database_code_depnum_ccdc_archive 'CCDC 1483546'
_audit_update_record             
;
2016-09-01 deposited with the CCDC.
2016-09-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT415_global              
;
PROBLEM: Short Inter D-H..H-X       H21W   ..  H5D1    ..       1.25 Ang.
RESPONSE: This error message appears because the water molecule is near a special position, thus its hydrogen H21W gets close to the sets with minor occupancy (30%), in this case H5D1 and H5D2 atoms. Indeed, the water  molecule could be splited away from the special position, but the same  short distance H...H would be outputed. Therefore, this molecule was kept in the special position.
;
# Added during the CSD deposition process: Thursday 01 September 2016 01:45 PM
# end Validation Reply Form



#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_common            'lamivudine duplex IV'
_chemical_formula_moiety         
'2(C8 H12 N3 O3 S), 2(C8 H11 N3 O3 S), C4 H4 O6, C H4 O, H2 O'
_chemical_formula_sum            'C37 H56 N12 O20 S4'
_chemical_formula_weight         1117.18
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   P6122
_symmetry_space_group_name_Hall  'P 61 2 (0 0 -1)'
_symmetry_Int_Tables_number      178
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x-y, x, z+1/6'
'y, -x+y, z+5/6'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z'
'-x, -x+y, -z+2/3'
'-x, -y, z+1/2'
'y, x, -z+1/3'
'-y, -x, -z+5/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/6'

_cell_length_a                   14.4864(7)
_cell_length_b                   14.4864(7)
_cell_length_c                   40.741(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7404.3(9)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7554
_cell_measurement_theta_min      2.81
_cell_measurement_theta_max      24.43

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       pyramidal
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3516
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Sheldrick, G. M.: SADABS --- Bruker AXS area detector scaling and absorption, vers
        2008/1, University of Göttingen, Germany 2008
;
_exptl_absorpt_correction_T_min  0.573
_exptl_absorpt_correction_T_max  0.745

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.029
_diffrn_reflns_number            32524
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         25.74
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             4718
_reflns_number_gt                4237
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0607P)²+3.6029P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4718
_refine_ls_number_parameters     388
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.108
_refine_ls_wR_factor_gt          0.1028
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(9)
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.06

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
S3'B S 0.04186(11) 0.79182(11) 0.25763(3) 0.0410(3) Uani 0.7 1 d P A 1
S3'A S 0.35724(6) 1.04632(6) 0.079613(17) 0.04220(18) Uani 1 1 d . . .
O1W O -0.0547(6) 0.9239(8) 0.1666(4) 0.141(5) Uani 0.5 1 d P B -1
H21W H -0.1075 0.931 0.1777 0.212 Uiso 1 1 d R B -1
O1'B O 0.0980(6) 0.8726(5) 0.1998(2) 0.0362(17) Uani 0.7 1 d P A 1
O5'B O -0.1048(3) 0.7350(3) 0.17069(8) 0.0964(10) Uani 1 1 d . A 1
H5'B H -0.1423 0.6807 0.1601 0.145 Uiso 1 1 calc R A 1
C2'B C 0.1409(4) 0.9319(4) 0.25565(13) 0.0432(11) Uani 0.7 1 d P A 1
H2'1 H 0.1096 0.9758 0.2607 0.052 Uiso 0.7 1 calc PR A 1
H2'2 H 0.1988 0.949 0.2709 0.052 Uiso 0.7 1 calc PR A 1
O2B O 0.37925(15) 1.11091(15) 0.21619(5) 0.0433(5) Uani 1 1 d . . .
O5'A O 0.57148(17) 1.10412(19) 0.11574(6) 0.0601(6) Uani 1 1 d . . .
H5'A H 0.5588 1.0865 0.0964 0.09 Uiso 1 1 calc R . .
C5'A C 0.5208(3) 1.1615(3) 0.12476(8) 0.0511(8) Uani 1 1 d . . .
H5'1 H 0.5508 1.2265 0.1119 0.061 Uiso 1 1 calc R . .
H5'2 H 0.5363 1.1817 0.1477 0.061 Uiso 1 1 calc R . .
C2'A C 0.2308(2) 0.9546(2) 0.09768(7) 0.0413(6) Uani 1 1 d . . .
H2'3 H 0.1881 0.9882 0.101 0.05 Uiso 1 1 calc R . .
H2'4 H 0.1916 0.8923 0.0839 0.05 Uiso 1 1 calc R . .
O2A O 0.10104(14) 0.72483(15) 0.12778(6) 0.0450(5) Uani 1 1 d . . .
O1T O 0.15127(17) 0.60190(18) 0.28404(6) 0.0567(6) Uani 1 1 d . . .
O2T O 0.18324(15) 0.73622(15) 0.31703(5) 0.0458(5) Uani 1 1 d . . .
O3T O -0.05005(17) 0.48775(19) 0.30049(7) 0.0707(8) Uani 1 1 d . . .
H3T H -0.0062 0.4682 0.2946 0.106 Uiso 1 1 d R . .
N1B N 0.27167(17) 0.93061(18) 0.21663(6) 0.0360(5) Uani 1 1 d . . .
N3B N 0.45575(16) 1.00879(16) 0.21113(5) 0.0312(5) Uani 1 1 d . . .
H3B H 0.5181 1.0647 0.2113 0.037 Uiso 1 1 calc R A .
N4B N 0.53645(18) 0.90925(17) 0.20268(6) 0.0391(5) Uani 1 1 d . . .
H4B2 H 0.5971 0.9672 0.202 0.047 Uiso 1 1 calc R A .
H4B1 H 0.5332 0.8487 0.2003 0.047 Uiso 1 1 calc R . .
N1A N 0.27959(17) 0.83414(17) 0.12667(5) 0.0317(5) Uani 1 1 d . . .
N3A N 0.20331(16) 0.64737(17) 0.12579(5) 0.0330(5) Uani 1 1 d . . .
N4A N 0.30899(19) 0.57192(19) 0.12585(6) 0.0446(6) Uani 1 1 d . . .
H4A1 H 0.2522 0.5103 0.1259 0.054 Uiso 1 1 calc R . .
H4A2 H 0.3706 0.5768 0.1258 0.054 Uiso 1 1 calc R . .
C5'B C -0.0656(3) 0.7090(3) 0.19887(10) 0.0397(7) Uani 0.7 1 d P A 1
H5'3 H -0.0232 0.6771 0.1925 0.048 Uiso 0.7 1 calc PR A 1
H5'4 H -0.1244 0.6582 0.2123 0.048 Uiso 0.7 1 calc PR A 1
C4'B C 0.0011(6) 0.8087(5) 0.21771(17) 0.0397(7) Uani 0.7 1 d P A 1
H4'B H -0.0374 0.8481 0.2197 0.048 Uiso 0.7 1 calc PR A 1
C1'B C 0.1799(6) 0.9483(7) 0.2204(2) 0.0313(14) Uani 0.7 1 d P A 1
H1'B H 0.2002 1.0206 0.2132 0.038 Uiso 0.7 1 calc PR A 1
C2B C 0.3698(2) 1.0224(2) 0.21468(6) 0.0321(5) Uani 1 1 d . A .
C4B C 0.4493(2) 0.91323(19) 0.20739(6) 0.0296(5) Uani 1 1 d . A .
C6B C 0.2622(2) 0.8325(2) 0.21376(7) 0.0391(6) Uani 1 1 d . A .
H6B H 0.1948 0.7724 0.2151 0.047 Uiso 1 1 calc R . .
C5B C 0.3463(2) 0.8198(2) 0.20914(7) 0.0376(6) Uani 1 1 d . . .
H5B H 0.3382 0.7522 0.2071 0.045 Uiso 1 1 calc R A .
C4'A C 0.4010(2) 1.1010(2) 0.12007(7) 0.0386(6) Uani 1 1 d . . .
H4'A H 0.3734 1.1489 0.125 0.046 Uiso 1 1 calc R . .
O1'A O 0.35321(15) 1.01204(15) 0.14242(4) 0.0394(4) Uani 1 1 d . . .
C1'A C 0.2596(2) 0.9250(2) 0.13002(6) 0.0347(6) Uani 1 1 d . . .
H1'A H 0.2014 0.9057 0.1457 0.042 Uiso 1 1 calc R . .
C2A C 0.1902(2) 0.7332(2) 0.12680(6) 0.0327(5) Uani 1 1 d . . .
C4A C 0.30155(19) 0.6588(2) 0.12574(6) 0.0333(6) Uani 1 1 d . . .
C6A C 0.3793(2) 0.8464(2) 0.12588(6) 0.0368(6) Uani 1 1 d . . .
H6A H 0.4386 0.9146 0.1256 0.044 Uiso 1 1 calc R . .
C5A C 0.3928(2) 0.7621(2) 0.12556(7) 0.0401(6) Uani 1 1 d . . .
H5A H 0.4609 0.7708 0.1252 0.048 Uiso 1 1 calc R . .
C1T C 0.1239(2) 0.6467(2) 0.30448(6) 0.0335(6) Uani 1 1 d . . .
C2T C 0.0061(2) 0.5891(2) 0.31488(6) 0.0335(6) Uani 1 1 d . . .
H2T H -0.0251 0.631 0.3067 0.04 Uiso 1 1 calc R . .
C1S C 0.1788(11) 1.1788(11) 0.1667 0.191(7) Uani 1 2 d SD . .
H1S1 H 0.173 1.239 0.1597 0.287 Uiso 0.5 1 calc PR . .
H1S2 H 0.1607 1.1296 0.1487 0.287 Uiso 0.5 1 calc PR . .
H1S3 H 0.2505 1.2024 0.1736 0.287 Uiso 0.5 1 calc PR . .
O1S O 0.1047(8) 1.1251(8) 0.1944(3) 0.155(4) Uani 0.5 1 d PD . .
H1S H 0.0799 1.0605 0.193 0.232 Uiso 0.5 1 calc PR . .
S3D S -0.0087(3) 0.7426(4) 0.23381(16) 0.1017(17) Uani 0.3 1 d PD A 2
C5D C -0.0500(13) 0.8192(13) 0.1752(4) 0.091(5) Uani 0.3 1 d PD A 2
H5D1 H -0.0886 0.8571 0.1718 0.11 Uiso 0.3 1 d PR A 2
H5D2 H 0.0058 0.8439 0.1588 0.11 Uiso 0.3 1 d PR A 2
C1D C 0.172(2) 0.927(2) 0.2311(5) 0.066(8) Uani 0.3 1 d PD A 2
H1D H 0.1914 0.9971 0.2401 0.079 Uiso 0.3 1 calc PR A 2
C2D C 0.1020(12) 0.8410(16) 0.2557(3) 0.104(9) Uani 0.3 1 d PD A 2
H2D1 H 0.0786 0.871 0.2729 0.125 Uiso 0.3 1 calc PR A 2
H2D2 H 0.1413 0.8103 0.2657 0.125 Uiso 0.3 1 calc PR A 2
C4D C 0.0007(11) 0.8429(12) 0.2096(3) 0.066(5) Uani 0.3 1 d PD A 2
H4D H -0.0237 0.8847 0.222 0.079 Uiso 0.3 1 calc PR A 2
O1D O 0.1116(14) 0.9089(13) 0.2021(5) 0.051(5) Uani 0.3 1 d PD A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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
S3'B C2'B 1.809(5) . ?
S3'B C4'B 1.788(6) . ?
S3'A C2'A 1.797(3) . ?
S3'A C4'A 1.801(3) . ?
O1W H21W 0.9366 . ?
O1W H5D1 0.865 . ?
O1'B C4'B 1.435(10) . ?
O1'B C1'B 1.418(9) . ?
O5'B C5'B 1.413(5) . ?
O5'B H5'B 0.82 . ?
C2'B C1'B 1.518(9) . ?
C2'B H2'1 0.97 . ?
C2'B H2'2 0.97 . ?
O2B C2B 1.222(3) . ?
O5'A C5'A 1.405(4) . ?
O5'A H5'A 0.82 . ?
C5'A C4'A 1.515(4) . ?
C5'A H5'1 0.97 . ?
C5'A H5'2 0.97 . ?
C2'A C1'A 1.508(4) . ?
C2'A H2'3 0.97 . ?
C2'A H2'4 0.97 . ?
O2A C2A 1.236(3) . ?
O1T C1T 1.237(3) . ?
O2T C1T 1.252(3) . ?
O3T C2T 1.402(3) . ?
O3T H3T 0.85 . ?
N1B C6B 1.362(3) . ?
N1B C2B 1.380(3) . ?
N1B C1'B 1.482(9) . ?
N1B C1D 1.54(3) . ?
N3B C4B 1.349(3) . ?
N3B C2B 1.362(3) . ?
N3B H3B 0.86 . ?
N4B C4B 1.306(3) . ?
N4B H4B2 0.86 . ?
N4B H4B1 0.86 . ?
N1A C6A 1.365(3) . ?
N1A C2A 1.387(3) . ?
N1A C1'A 1.488(3) . ?
N3A C4A 1.348(3) . ?
N3A C2A 1.348(3) . ?
N4A C4A 1.316(4) . ?
N4A H4A1 0.86 . ?
N4A H4A2 0.86 . ?
C5'B C4'B 1.488(8) . ?
C5'B H5'3 0.97 . ?
C5'B H5'4 0.97 . ?
C4'B H4'B 0.98 . ?
C1'B H1'B 0.98 . ?
C4B C5B 1.430(4) . ?
C6B C5B 1.334(4) . ?
C6B H6B 0.93 . ?
C5B H5B 0.93 . ?
C4'A O1'A 1.441(3) . ?
C4'A H4'A 0.98 . ?
O1'A C1'A 1.405(3) . ?
C1'A H1'A 0.98 . ?
C4A C5A 1.418(4) . ?
C6A C5A 1.330(4) . ?
C6A H6A 0.93 . ?
C5A H5A 0.93 . ?
C1T C2T 1.538(4) . ?
C2T C2T 1.511(5) 7 ?
C2T H2T 0.98 . ?
C1S O1S 1.483(13) . ?
C1S H1S1 0.96 . ?
C1S H1S2 0.96 . ?
C1S H1S3 0.96 . ?
O1S H1S 0.82 . ?
S3D C2D 1.765(16) . ?
S3D C4D 1.704(13) . ?
C5D C4D 1.539(15) . ?
C5D H5D1 0.97 . ?
C5D H5D2 0.97 . ?
C1D O1D 1.415(19) . ?
C1D C2D 1.523(17) . ?
C1D H1D 0.98 . ?
C2D H2D1 0.97 . ?
C2D H2D2 0.97 . ?
C4D O1D 1.432(17) . ?
C4D H4D 0.98 . ?

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'B S3'B C4'B 86.4(3) . . ?
C2'A S3'A C4'A 87.41(13) . . ?
H21W O1W H5D1 88.1 . . ?
C4'B O1'B C1'B 111.7(7) . . ?
C5'B O5'B H5'B 109.5 . . ?
C1'B C2'B S3'B 104.0(4) . . ?
C1'B C2'B H2'1 111 . . ?
S3'B C2'B H2'1 111 . . ?
C1'B C2'B H2'2 111 . . ?
S3'B C2'B H2'2 111 . . ?
H2'1 C2'B H2'2 109 . . ?
C5'A O5'A H5'A 109.5 . . ?
O5'A C5'A C4'A 114.3(2) . . ?
O5'A C5'A H5'1 108.7 . . ?
C4'A C5'A H5'1 108.7 . . ?
O5'A C5'A H5'2 108.7 . . ?
C4'A C5'A H5'2 108.7 . . ?
H5'1 C5'A H5'2 107.6 . . ?
C1'A C2'A S3'A 104.09(18) . . ?
C1'A C2'A H2'3 110.9 . . ?
S3'A C2'A H2'3 110.9 . . ?
C1'A C2'A H2'4 110.9 . . ?
S3'A C2'A H2'4 110.9 . . ?
H2'3 C2'A H2'4 109 . . ?
C2T O3T H3T 109.2 . . ?
C6B N1B C2B 121.2(2) . . ?
C6B N1B C1'B 123.9(4) . . ?
C2B N1B C1'B 114.9(4) . . ?
C6B N1B C1D 113.2(10) . . ?
C2B N1B C1D 123.6(10) . . ?
C1'B N1B C1D 19.6(7) . . ?
C4B N3B C2B 124.1(2) . . ?
C4B N3B H3B 117.9 . . ?
C2B N3B H3B 117.9 . . ?
C4B N4B H4B2 120 . . ?
C4B N4B H4B1 120 . . ?
H4B2 N4B H4B1 120 . . ?
C6A N1A C2A 120.5(2) . . ?
C6A N1A C1'A 123.2(2) . . ?
C2A N1A C1'A 116.1(2) . . ?
C4A N3A C2A 120.9(2) . . ?
C4A N4A H4A1 120 . . ?
C4A N4A H4A2 120 . . ?
H4A1 N4A H4A2 120 . . ?
O5'B C5'B C4'B 108.2(4) . . ?
O5'B C5'B H5'3 110.1 . . ?
C4'B C5'B H5'3 110.1 . . ?
O5'B C5'B H5'4 110.1 . . ?
C4'B C5'B H5'4 110.1 . . ?
H5'3 C5'B H5'4 108.4 . . ?
O1'B C4'B C5'B 108.4(6) . . ?
O1'B C4'B S3'B 105.5(5) . . ?
C5'B C4'B S3'B 115.8(4) . . ?
O1'B C4'B H4'B 109 . . ?
C5'B C4'B H4'B 109 . . ?
S3'B C4'B H4'B 109 . . ?
O1'B C1'B N1B 106.4(7) . . ?
O1'B C1'B C2'B 109.6(7) . . ?
N1B C1'B C2'B 111.5(6) . . ?
O1'B C1'B H1'B 109.8 . . ?
N1B C1'B H1'B 109.8 . . ?
C2'B C1'B H1'B 109.8 . . ?
O2B C2B N3B 121.7(2) . . ?
O2B C2B N1B 122.0(2) . . ?
N3B C2B N1B 116.3(2) . . ?
N4B C4B N3B 119.3(2) . . ?
N4B C4B C5B 122.6(2) . . ?
N3B C4B C5B 118.0(2) . . ?
C5B C6B N1B 122.3(3) . . ?
C5B C6B H6B 118.8 . . ?
N1B C6B H6B 118.8 . . ?
C6B C5B C4B 118.0(2) . . ?
C6B C5B H5B 121 . . ?
C4B C5B H5B 121 . . ?
O1'A C4'A C5'A 109.7(2) . . ?
O1'A C4'A S3'A 106.19(17) . . ?
C5'A C4'A S3'A 114.8(2) . . ?
O1'A C4'A H4'A 108.7 . . ?
C5'A C4'A H4'A 108.7 . . ?
S3'A C4'A H4'A 108.7 . . ?
C1'A O1'A C4'A 113.09(19) . . ?
O1'A C1'A N1A 107.4(2) . . ?
O1'A C1'A C2'A 109.8(2) . . ?
N1A C1'A C2'A 112.1(2) . . ?
O1'A C1'A H1'A 109.2 . . ?
N1A C1'A H1'A 109.2 . . ?
C2'A C1'A H1'A 109.2 . . ?
O2A C2A N3A 122.2(2) . . ?
O2A C2A N1A 118.8(2) . . ?
N3A C2A N1A 119.0(2) . . ?
N4A C4A N3A 117.9(2) . . ?
N4A C4A C5A 122.1(2) . . ?
N3A C4A C5A 120.0(2) . . ?
C5A C6A N1A 120.9(2) . . ?
C5A C6A H6A 119.6 . . ?
N1A C6A H6A 119.6 . . ?
C6A C5A C4A 118.8(2) . . ?
C6A C5A H5A 120.6 . . ?
C4A C5A H5A 120.6 . . ?
O1T C1T O2T 125.7(2) . . ?
O1T C1T C2T 117.4(2) . . ?
O2T C1T C2T 116.8(2) . . ?
O3T C2T C2T 111.4(2) . 7 ?
O3T C2T C1T 111.0(2) . . ?
C2T C2T C1T 111.8(3) 7 . ?
O3T C2T H2T 107.5 . . ?
C2T C2T H2T 107.5 7 . ?
C1T C2T H2T 107.5 . . ?
O1S C1S H1S1 109.5 . . ?
O1S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
O1S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
C1S O1S H1S 109.5 . . ?
C2D S3D C4D 87.2(7) . . ?
C4D C5D H5D1 110.4 . . ?
C4D C5D H5D2 109.3 . . ?
H5D1 C5D H5D2 107.5 . . ?
O1D C1D C2D 107.4(17) . . ?
O1D C1D N1B 99.7(18) . . ?
C2D C1D N1B 120.8(19) . . ?
O1D C1D H1D 109.4 . . ?
C2D C1D H1D 109.4 . . ?
N1B C1D H1D 109.4 . . ?
C1D C2D S3D 107.0(12) . . ?
C1D C2D H2D1 110.3 . . ?
S3D C2D H2D1 110.3 . . ?
C1D C2D H2D2 110.3 . . ?
S3D C2D H2D2 110.3 . . ?
H2D1 C2D H2D2 108.6 . . ?
O1D C4D C5D 101.9(13) . . ?
O1D C4D S3D 106.1(12) . . ?
C5D C4D S3D 120.7(12) . . ?
O1D C4D H4D 109.2 . . ?
C5D C4D H4D 109.2 . . ?
S3D C4D H4D 109.2 . . ?
C1D O1D C4D 109.3(18) . . ?

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
C4'B S3'B C2'B C1'B -39.8(5) . . . . ?
C4'A S3'A C2'A C1'A -39.3(2) . . . . ?
C1'B O1'B C4'B C5'B -159.3(6) . . . . ?
C1'B O1'B C4'B S3'B -34.8(8) . . . . ?
O5'B C5'B C4'B O1'B -71.3(6) . . . . ?
O5'B C5'B C4'B S3'B 170.5(4) . . . . ?
C2'B S3'B C4'B O1'B 43.2(5) . . . . ?
C2'B S3'B C4'B C5'B 163.0(5) . . . . ?
C4'B O1'B C1'B N1B 124.9(6) . . . . ?
C4'B O1'B C1'B C2'B 4.2(9) . . . . ?
C6B N1B C1'B O1'B -38.6(8) . . . . ?
C2B N1B C1'B O1'B 138.6(5) . . . . ?
C1D N1B C1'B O1'B -100(4) . . . . ?
C6B N1B C1'B C2'B 80.9(7) . . . . ?
C2B N1B C1'B C2'B -101.9(5) . . . . ?
C1D N1B C1'B C2'B 19(4) . . . . ?
S3'B C2'B C1'B O1'B 27.6(7) . . . . ?
S3'B C2'B C1'B N1B -90.0(5) . . . . ?
C4B N3B C2B O2B -175.9(2) . . . . ?
C4B N3B C2B N1B 4.4(4) . . . . ?
C6B N1B C2B O2B 177.7(3) . . . . ?
C1'B N1B C2B O2B 0.5(5) . . . . ?
C1D N1B C2B O2B -19.6(9) . . . . ?
C6B N1B C2B N3B -2.6(4) . . . . ?
C1'B N1B C2B N3B -179.8(4) . . . . ?
C1D N1B C2B N3B 160.0(9) . . . . ?
C2B N3B C4B N4B 176.9(2) . . . . ?
C2B N3B C4B C5B -3.8(4) . . . . ?
C2B N1B C6B C5B 0.4(4) . . . . ?
C1'B N1B C6B C5B 177.4(4) . . . . ?
C1D N1B C6B C5B -163.9(9) . . . . ?
N1B C6B C5B C4B 0.3(4) . . . . ?
N4B C4B C5B C6B -179.5(3) . . . . ?
N3B C4B C5B C6B 1.2(4) . . . . ?
O5'A C5'A C4'A O1'A 66.5(3) . . . . ?
O5'A C5'A C4'A S3'A -53.0(3) . . . . ?
C2'A S3'A C4'A O1'A 37.2(2) . . . . ?
C2'A S3'A C4'A C5'A 158.6(2) . . . . ?
C5'A C4'A O1'A C1'A -149.3(2) . . . . ?
S3'A C4'A O1'A C1'A -24.7(3) . . . . ?
C4'A O1'A C1'A N1A 116.8(2) . . . . ?
C4'A O1'A C1'A C2'A -5.3(3) . . . . ?
C6A N1A C1'A O1'A -18.6(3) . . . . ?
C2A N1A C1'A O1'A 156.7(2) . . . . ?
C6A N1A C1'A C2'A 102.1(3) . . . . ?
C2A N1A C1'A C2'A -82.6(3) . . . . ?
S3'A C2'A C1'A O1'A 32.7(3) . . . . ?
S3'A C2'A C1'A N1A -86.7(2) . . . . ?
C4A N3A C2A O2A -178.0(3) . . . . ?
C4A N3A C2A N1A 2.2(4) . . . . ?
C6A N1A C2A O2A 179.4(2) . . . . ?
C1'A N1A C2A O2A 3.9(4) . . . . ?
C6A N1A C2A N3A -0.7(4) . . . . ?
C1'A N1A C2A N3A -176.2(2) . . . . ?
C2A N3A C4A N4A 177.8(2) . . . . ?
C2A N3A C4A C5A -2.3(4) . . . . ?
C2A N1A C6A C5A -0.7(4) . . . . ?
C1'A N1A C6A C5A 174.5(2) . . . . ?
N1A C6A C5A C4A 0.6(4) . . . . ?
N4A C4A C5A C6A -179.1(3) . . . . ?
N3A C4A C5A C6A 0.9(4) . . . . ?
O1T C1T C2T O3T 4.7(4) . . . . ?
O2T C1T C2T O3T -176.8(3) . . . . ?
O1T C1T C2T C2T 129.7(2) . . . 7 ?
O2T C1T C2T C2T -51.7(3) . . . 7 ?
C6B N1B C1D O1D -86.1(14) . . . . ?
C2B N1B C1D O1D 110.0(15) . . . . ?
C1'B N1B C1D O1D 41(3) . . . . ?
C6B N1B C1D C2D 31(2) . . . . ?
C2B N1B C1D C2D -132.8(16) . . . . ?
C1'B N1B C1D C2D 158(5) . . . . ?
O1D C1D C2D S3D 13(2) . . . . ?
N1B C1D C2D S3D -100.0(17) . . . . ?
C4D S3D C2D C1D -33.2(15) . . . . ?
C2D S3D C4D O1D 44.8(12) . . . . ?
C2D S3D C4D C5D 159.6(13) . . . . ?
C2D C1D O1D C4D 19(3) . . . . ?
N1B C1D O1D C4D 145.9(14) . . . . ?
C5D C4D O1D C1D -172.4(19) . . . . ?
S3D C4D O1D C1D -45(2) . . . . ?

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
O1W H21W O5'B 0.94 2.16 2.865(9) 131.2 9_465
O5'B H5'B O2T 0.82 1.85 2.621(4) 156.1 3_454
O5'A H5'A O1T 0.82 2.09 2.773(3) 140.6 9_565
O3T H3T S3'A 0.85 2.67 3.434(2) 149.4 9_455
N3B H3B N3A 0.86 1.95 2.801(3) 169.9 9_565
N4B H4B2 O2A 0.86 1.9 2.756(3) 172.2 9_565
N4B H4B1 O2T 0.86 1.92 2.754(3) 161.8 11
N4A H4A1 O2B 0.86 2.01 2.853(3) 166.9 9_455
N4A H4A2 O3T 0.86 2.06 2.887(3) 159.9 3_554
O1S H1S O1W 0.82 2.24 2.895(15) 137.1 .

_vrf_PLAT_415_I                  
;
RESPONSE: This error message appears because the water molecule is near a
special position, thus its hydrogen H21W gets close to the sets with minor
occupancy (30%), in this case H5D1 and H5D2 atoms. Indeed, the water 
molecule could be splited away from the special position, but the same 
short distance H...H would be outputed. Therefore, this molecule was kept
in the special position.  
;

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_global
_database_code_depnum_ccdc_archive 'CCDC 1483547'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-21 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_global              
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01086 Ang.
RESPONSE: This error message appears either because Bragg reflections had low  intensity at high resolution in reason of the extremely thin crystal to  diffract X-rays poorly or because it was randomly twinned, resulting  in few precise atomic coordinates refinement.
;
_vrf_PLAT089_global              
;
PROBLEM: Poor Data / Parameter Ratio (Zmax &lt; 18) ........       6.71 Note
RESPONSE: This error message appears either because Bragg reflections had low  intensity at high resolution in reason of the extremely thin crystal to  diffract X-rays poorly.
;
# Added during the CSD deposition process: Tuesday 30 August 2016 07:53 PM
# end Validation Reply Form



#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
'-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-(1H)-pyrimidin-2-one        hydrogen L-tartrate monohydrate'
_chemical_name_common            'lamivudine hydrogen tartrate monohydrate'
_chemical_formula_moiety         'C8 H12 N3 O3 S, C4 H5 O6, H2 O'
_chemical_formula_sum            'C12 H19 N3 O10 S'
_chemical_formula_weight         397.36
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.1360(8)
_cell_length_b                   21.574(4)
_cell_length_c                   7.6720(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.937(5)
_cell_angle_gamma                90
_cell_volume                     839.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    786
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      21.3

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Sheldrick, G. M.: SADABS --- Bruker AXS area detector scaling and absorption, vers
        2008/1, University of Göttingen, Germany 2008
;
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.745

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0997
_diffrn_reflns_number            4688
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.983
_reflns_number_total             2959
_reflns_number_gt                1968
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1448P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2959
_refine_ls_number_parameters     236
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1107
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.2282
_refine_ls_wR_factor_gt          0.1643
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(2)
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.137

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
S3' S 0.3099(4) 0.48629(10) 0.7794(3) 0.0426(5) Uani 1 1 d . . .
O3T O 0.3750(12) 0.1887(3) 0.5735(8) 0.0415(14) Uani 1 1 d . . .
H3T H 0.4472 0.1682 0.6572 0.062 Uiso 1 1 calc R . .
O5T O 0.2198(12) 0.0881(3) 0.8738(7) 0.0478(15) Uani 1 1 d . . .
O4T O 0.3841(11) 0.0528(2) 0.5815(7) 0.0381(14) Uani 1 1 d . . .
H4T H 0.5176 0.0768 0.5908 0.057 Uiso 1 1 d R . .
O6T O -0.1548(11) 0.1297(3) 0.7321(7) 0.0404(14) Uani 1 1 d . . .
O2T O 0.1240(10) 0.1008(2) 0.1839(7) 0.0364(13) Uani 1 1 d . . .
H2T H 0.1834 0.0972 0.0912 0.055 Uiso 1 1 calc R . .
O2A O 0.1211(11) 0.3904(3) 1.2853(7) 0.0421(14) Uani 1 1 d . . .
O1' O 0.6515(10) 0.4083(2) 0.9441(7) 0.0358(13) Uani 1 1 d . . .
N3A N -0.0315(13) 0.3017(3) 1.1448(9) 0.0316(14) Uani 1 1 d . . .
H3A H -0.128 0.2953 1.2251 0.038 Uiso 1 1 calc R . .
N4 N -0.2067(14) 0.2119(3) 1.0086(9) 0.0387(17) Uani 1 1 d . . .
H4A H -0.3002 0.2066 1.0912 0.046 Uiso 1 1 calc R . .
H4B H -0.2162 0.1856 0.9234 0.046 Uiso 1 1 calc R . .
C2 C 0.1246(14) 0.3527(4) 1.1625(11) 0.0327(17) Uani 1 1 d . . .
O5' O 0.5042(13) 0.3730(3) 0.5746(8) 0.0482(15) Uani 1 1 d . . .
H5' H 0.3769 0.3894 0.4744 0.072 Uiso 1 1 d R . .
C4 C -0.0479(14) 0.2605(3) 1.0126(10) 0.0301(17) Uani 1 1 d . . .
C4T C 0.0651(15) 0.1028(3) 0.7345(9) 0.0271(16) Uani 1 1 d . . .
O1W O 0.6741(19) 0.2793(3) 0.3952(11) 0.080(3) Uani 1 1 d . . .
H11W H 0.5794 0.2487 0.4187 0.121 Uiso 1 1 d R . .
H21W H 0.6792 0.3084 0.4694 0.121 Uiso 1 1 d R . .
N1 N 0.2771(13) 0.3618(3) 1.0345(9) 0.0361(15) Uani 1 1 d . . .
O1T O 0.4567(14) 0.1682(3) 0.2447(9) 0.0580(19) Uani 1 1 d . . .
C6 C 0.2700(15) 0.3212(3) 0.8969(11) 0.0328(17) Uani 1 1 d . . .
H6 H 0.3794 0.3285 0.8132 0.039 Uiso 1 1 calc R . .
C2T C 0.1886(15) 0.1506(3) 0.4628(10) 0.0309(17) Uani 1 1 d . . .
H2T1 H 0.019 0.1724 0.4422 0.037 Uiso 1 1 calc R . .
C5' C 0.6908(15) 0.4210(4) 0.6363(11) 0.0360(19) Uani 1 1 d . . .
H5'1 H 0.6888 0.452 0.5444 0.043 Uiso 1 1 calc R . .
H5'2 H 0.8662 0.4032 0.6583 0.043 Uiso 1 1 calc R . .
C3T C 0.1514(15) 0.0887(3) 0.5609(10) 0.0300(16) Uani 1 1 d . . .
H3T1 H 0.0112 0.065 0.4893 0.036 Uiso 1 1 calc R . .
C5 C 0.1140(17) 0.2721(4) 0.8779(11) 0.0362(19) Uani 1 1 d . . .
H5 H 0.1088 0.2459 0.7811 0.043 Uiso 1 1 calc R . .
C1' C 0.4636(15) 0.4162(4) 1.0575(11) 0.0378(19) Uani 1 1 d . . .
H1' H 0.5535 0.4175 1.1798 0.045 Uiso 1 1 calc R . .
C4' C 0.6347(15) 0.4518(4) 0.8005(12) 0.0368(19) Uani 1 1 d . . .
H4' H 0.7663 0.4844 0.8328 0.044 Uiso 1 1 calc R . .
C1T C 0.2756(14) 0.1401(3) 0.2913(9) 0.0304(17) Uani 1 1 d . . .
C2' C 0.3261(16) 0.4777(4) 1.0120(10) 0.0365(18) Uani 1 1 d . . .
H2'1 H 0.4255 0.5114 1.074 0.044 Uiso 1 1 calc R . .
H2'2 H 0.1506 0.4773 1.0438 0.044 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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
S3' C2' 1.783(8) . ?
S3' C4' 1.811(8) . ?
O3T C2T 1.436(9) . ?
O3T H3T 0.82 . ?
O5T C4T 1.269(9) . ?
O4T C3T 1.412(9) . ?
O4T H4T 0.8532 . ?
O6T C4T 1.268(9) . ?
O2T C1T 1.343(9) . ?
O2T H2T 0.82 . ?
O2A C2 1.246(9) . ?
O1' C1' 1.407(9) . ?
O1' C4' 1.439(10) . ?
N3A C4 1.343(10) . ?
N3A C2 1.356(10) . ?
N3A H3A 0.86 . ?
N4 C4 1.326(10) . ?
N4 H4A 0.86 . ?
N4 H4B 0.86 . ?
C2 N1 1.362(10) . ?
O5' C5' 1.440(10) . ?
O5' H5' 0.9932 . ?
C4 C5 1.445(11) . ?
C4T C3T 1.499(10) . ?
O1W H11W 0.8549 . ?
O1W H21W 0.8456 . ?
N1 C6 1.367(10) . ?
N1 C1' 1.509(11) . ?
O1T C1T 1.210(9) . ?
C6 C5 1.323(11) . ?
C6 H6 0.93 . ?
C2T C1T 1.472(10) . ?
C2T C3T 1.559(10) . ?
C2T H2T1 0.98 . ?
C5' C4' 1.492(12) . ?
C5' H5'1 0.97 . ?
C5' H5'2 0.97 . ?
C3T H3T1 0.98 . ?
C5 H5 0.93 . ?
C1' C2' 1.517(11) . ?
C1' H1' 0.98 . ?
C4' H4' 0.98 . ?
C2' H2'1 0.97 . ?
C2' H2'2 0.97 . ?

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' S3' C4' 88.2(4) . . ?
C2T O3T H3T 109.5 . . ?
C3T O4T H4T 109.4 . . ?
C1T O2T H2T 109.5 . . ?
C1' O1' C4' 115.4(6) . . ?
C4 N3A C2 125.5(7) . . ?
C4 N3A H3A 117.3 . . ?
C2 N3A H3A 117.3 . . ?
C4 N4 H4A 120 . . ?
C4 N4 H4B 120 . . ?
H4A N4 H4B 120 . . ?
O2A C2 N3A 121.8(7) . . ?
O2A C2 N1 121.9(7) . . ?
N3A C2 N1 116.2(7) . . ?
C5' O5' H5' 108.9 . . ?
N4 C4 N3A 120.5(7) . . ?
N4 C4 C5 122.7(7) . . ?
N3A C4 C5 116.7(7) . . ?
O6T C4T O5T 124.5(6) . . ?
O6T C4T C3T 117.8(6) . . ?
O5T C4T C3T 117.7(7) . . ?
H11W O1W H21W 113 . . ?
C2 N1 C6 121.0(7) . . ?
C2 N1 C1' 117.0(6) . . ?
C6 N1 C1' 121.9(6) . . ?
C5 C6 N1 122.7(7) . . ?
C5 C6 H6 118.6 . . ?
N1 C6 H6 118.6 . . ?
O3T C2T C1T 110.5(6) . . ?
O3T C2T C3T 109.0(6) . . ?
C1T C2T C3T 112.1(6) . . ?
O3T C2T H2T1 108.4 . . ?
C1T C2T H2T1 108.4 . . ?
C3T C2T H2T1 108.4 . . ?
O5' C5' C4' 113.0(6) . . ?
O5' C5' H5'1 109 . . ?
C4' C5' H5'1 109 . . ?
O5' C5' H5'2 109 . . ?
C4' C5' H5'2 109 . . ?
H5'1 C5' H5'2 107.8 . . ?
O4T C3T C4T 111.9(6) . . ?
O4T C3T C2T 111.0(6) . . ?
C4T C3T C2T 109.3(6) . . ?
O4T C3T H3T1 108.1 . . ?
C4T C3T H3T1 108.1 . . ?
C2T C3T H3T1 108.1 . . ?
C6 C5 C4 117.8(7) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
O1' C1' N1 108.5(6) . . ?
O1' C1' C2' 107.7(7) . . ?
N1 C1' C2' 112.9(6) . . ?
O1' C1' H1' 109.2 . . ?
N1 C1' H1' 109.2 . . ?
C2' C1' H1' 109.2 . . ?
O1' C4' C5' 111.1(6) . . ?
O1' C4' S3' 106.3(5) . . ?
C5' C4' S3' 113.8(6) . . ?
O1' C4' H4' 108.5 . . ?
C5' C4' H4' 108.5 . . ?
S3' C4' H4' 108.5 . . ?
O1T C1T O2T 122.3(7) . . ?
O1T C1T C2T 122.7(7) . . ?
O2T C1T C2T 114.7(6) . . ?
C1' C2' S3' 105.6(5) . . ?
C1' C2' H2'1 110.6 . . ?
S3' C2' H2'1 110.6 . . ?
C1' C2' H2'2 110.6 . . ?
S3' C2' H2'2 110.6 . . ?
H2'1 C2' H2'2 108.8 . . ?

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
C4 N3A C2 O2A 176.9(7) . . . . ?
C4 N3A C2 N1 -0.5(11) . . . . ?
C2 N3A C4 N4 179.7(7) . . . . ?
C2 N3A C4 C5 -0.4(11) . . . . ?
O2A C2 N1 C6 -177.3(7) . . . . ?
N3A C2 N1 C6 0.1(11) . . . . ?
O2A C2 N1 C1' 6.0(11) . . . . ?
N3A C2 N1 C1' -176.6(6) . . . . ?
C2 N1 C6 C5 1.2(12) . . . . ?
C1' N1 C6 C5 177.7(8) . . . . ?
O6T C4T C3T O4T -173.5(6) . . . . ?
O5T C4T C3T O4T 8.0(9) . . . . ?
O6T C4T C3T C2T 63.1(9) . . . . ?
O5T C4T C3T C2T -115.5(8) . . . . ?
O3T C2T C3T O4T -67.1(8) . . . . ?
C1T C2T C3T O4T 55.6(8) . . . . ?
O3T C2T C3T C4T 56.9(8) . . . . ?
C1T C2T C3T C4T 179.5(6) . . . . ?
N1 C6 C5 C4 -2.0(12) . . . . ?
N4 C4 C5 C6 -178.4(7) . . . . ?
N3A C4 C5 C6 1.6(11) . . . . ?
C4' O1' C1' N1 112.0(7) . . . . ?
C4' O1' C1' C2' -10.5(9) . . . . ?
C2 N1 C1' O1' 163.7(7) . . . . ?
C6 N1 C1' O1' -12.9(10) . . . . ?
C2 N1 C1' C2' -77.0(9) . . . . ?
C6 N1 C1' C2' 106.3(8) . . . . ?
C1' O1' C4' C5' -141.9(7) . . . . ?
C1' O1' C4' S3' -17.6(8) . . . . ?
O5' C5' C4' O1' 62.2(8) . . . . ?
O5' C5' C4' S3' -57.8(8) . . . . ?
C2' S3' C4' O1' 32.1(5) . . . . ?
C2' S3' C4' C5' 154.7(6) . . . . ?
O3T C2T C1T O1T -10.7(11) . . . . ?
C3T C2T C1T O1T -132.5(8) . . . . ?
O3T C2T C1T O2T 175.0(6) . . . . ?
C3T C2T C1T O2T 53.2(9) . . . . ?
O1' C1' C2' S3' 34.3(7) . . . . ?
N1 C1' C2' S3' -85.4(7) . . . . ?
C4' S3' C2' C1' -37.8(6) . . . . ?

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
O3T H3T O6T 0.82 2.2 2.832(8) 134.3 1_655
O4T H4T O3T 0.85 2.52 2.933(7) 110.7 .
O4T H4T O6T 0.85 2.18 2.974(8) 155.3 1_655
O2T H2T O5T 0.82 1.72 2.518(8) 164.6 1_554
N3A H3A O1W 0.86 1.81 2.667(9) 178.1 1_456
N4 H4A O1T 0.86 2.02 2.851(9) 161.8 1_456
N4 H4B O6T 0.86 1.96 2.808(9) 167.4 .
O1W H21W O5' 0.85 1.91 2.669(9) 149.5 .
O1W H11W O3T 0.85 2.14 2.949(8) 158.1 .
O1W H11W O1T 0.85 2.22 2.813(9) 126.4 .

_vrf_PLAT_340_I                  
;
RESPONSE: This error message appears either because Bragg reflections had low 
intensity at high resolution in reason of the extremely thin crystal to 
diffract X-rays poorly or because it was randomly twinned, resulting 
in few precise atomic coordinates refinement. 
;

_vrf_PLAT_089_I                  
;
RESPONSE: This error message appears either because Bragg reflections had low 
intensity at high resolution in reason of the extremely thin crystal to 
diffract X-rays poorly.  
;

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
