# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_CCDC1023761
_database_code_depnum_ccdc_archive 'CCDC 1023761'
_audit_update_record             
;
2015-01-23 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;

_audit_creation_date             2015-01-21T11:25:47-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
'S-mandelic acid cocrystal of 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-(1H)-pyrimidin-2-one        R-mandelate trihydrate'
_chemical_name_common            
'S-mandelic acid cocrystal of lamivudine R-mandelate trihydrate'
_chemical_formula_moiety         'C8 H12 N3 O3 S, C8 H7 O3, C8 H8 O3, 3(H2O)'
_chemical_formula_sum            'C24 H33 N3 O12 S'
_chemical_formula_weight         587.59
_chemical_compound_source        'Crystal Screening'
_chemical_absolute_configuration rmad

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_Int_Tables_number      5
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'

_cell_length_a                   57.018(4)
_cell_length_b                   5.1662(4)
_cell_length_c                   9.3289(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.689(4)
_cell_angle_gamma                90
_cell_volume                     2734.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5088
_cell_measurement_theta_min      5.43
_cell_measurement_theta_max      66.51

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

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1240
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    1.655
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Sheldrick, G. M.: SADABS  Bruker AXS area detector scaling and absorption, version 
2008/1, University of Gttingen, Germany 2008
;

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

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_number            8457
_diffrn_reflns_limit_h_min       -66
_diffrn_reflns_limit_h_max       68
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         5.43
_diffrn_reflns_theta_max         67.57
_diffrn_reflns_theta_full        67.57
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_reflns_number_total             3766
_reflns_number_gt                3169
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'

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

_atom_sites_solution_hydrogens   mixed

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1307P)²+4.4013P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3766
_refine_ls_number_parameters     361
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.2133
_refine_ls_wR_factor_gt          0.1921
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(5)
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.08

#----------------------------------------------------------------------------#
#                   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 0.0181 0.0091 '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 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
O1' O 0.20775(8) 0.1667(9) 0.2567(5) 0.0412(11) Uani 1 d . .
S3' S 0.24035(3) 0.4945(3) 0.35945(16) 0.0375(4) Uani 1 d . .
O1XB O 0.10219(9) 0.7660(11) 1.0681(5) 0.0479(12) Uani 1 d . .
H1XB H 0.1084 0.6457 1.1193 0.072 Uiso 1 calc . .
O2W O 0.15167(11) 0.7764(15) 0.6904(6) 0.0693(18) Uani 1 d . .
H12W H 0.1391 0.8463 0.6705 0.104 Uiso 1 d . .
H22W H 0.16 0.82 0.6286 0.104 Uiso 1 d . .
O1YB O 0.11599(10) 0.5426(10) 0.8907(5) 0.0509(13) Uani 1 d . .
O3W O 0.16411(11) 0.2667(16) 0.7696(7) 0.0748(19) Uani 1 d . .
H13W H 0.1632 0.4176 0.7445 0.112 Uiso 1 d . .
H23W H 0.1628 0.1637 0.6673 0.112 Uiso 1 d . .
O1XA O 0.12531(10) 0.0872(11) 0.3926(5) 0.0511(13) Uani 1 d . .
O1YA O 0.11883(9) 0.3789(11) 0.2198(5) 0.0474(12) Uani 1 d . .
O2 O 0.16291(9) 0.6240(13) 0.4390(6) 0.0567(15) Uani 1 d . .
O2B O 0.10400(9) 0.8982(11) 0.6983(5) 0.0465(12) Uani 1 d . .
H2B H 0.0983 1.0109 0.6399 0.07 Uiso 1 calc . .
O2A O 0.10757(10) 0.3782(12) 0.5877(6) 0.0559(14) Uani 1 d . .
H2A H 0.1177 0.26 0.5912 0.084 Uiso 1 calc . .
N4 N 0.14776(10) 1.1166(12) 0.0366(7) 0.0449(14) Uani 1 d . .
H4A H 0.1374 1.2049 0.0806 0.054 Uiso 1 calc . .
H4B H 0.1505 1.1579 -0.0517 0.054 Uiso 1 calc . .
N1 N 0.18321(9) 0.5355(11) 0.2503(6) 0.0375(13) Uani 1 d . .
O5' O 0.26813(9) 0.1753(12) 0.1549(5) 0.0521(13) Uani 1 d . .
H5' H 0.2717 0.3242 0.1862 0.078 Uiso 1 calc . .
N3 N 0.15500(10) 0.8617(12) 0.2357(6) 0.0401(13) Uani 1 d . .
H3 H 0.144 0.9482 0.275 0.048 Uiso 1 calc . .
C1MB C 0.10586(12) 0.7278(14) 0.9350(8) 0.0410(15) Uani 1 d . .
C2MB C 0.09580(12) 0.9419(14) 0.8353(7) 0.0396(15) Uani 1 d . .
H2MB H 0.102 1.112 0.8735 0.048 Uiso 1 calc . .
C3MB C 0.06897(12) 0.9462(14) 0.8284(8) 0.0430(16) Uani 1 d . .
C8MB C 0.05766(15) 1.1141(19) 0.9161(9) 0.056(2) Uani 1 d . .
H8MB H 0.0665 1.2307 0.979 0.068 Uiso 1 calc . .
C7MB C 0.03358(16) 1.108(2) 0.9099(10) 0.067(2) Uani 1 d . .
H7MB H 0.0258 1.2207 0.9704 0.08 Uiso 1 calc . .
C6MB C 0.02032(15) 0.944(2) 0.8189(11) 0.069(3) Uani 1 d . .
H6MB H 0.0036 0.9422 0.8175 0.083 Uiso 1 calc . .
C5MB C 0.03124(15) 0.783(2) 0.7304(11) 0.067(2) Uani 1 d . .
H5MB H 0.0221 0.6721 0.6653 0.081 Uiso 1 calc . .
C4MB C 0.05570(15) 0.7816(18) 0.7355(9) 0.057(2) Uani 1 d . .
H4MB H 0.0633 0.6674 0.6752 0.068 Uiso 1 calc . .
C1MA C 0.11643(13) 0.2986(15) 0.3433(8) 0.0462(17) Uani 1 d . .
C2MA C 0.10249(14) 0.4627(16) 0.4419(8) 0.0487(17) Uani 1 d . .
H2MA H 0.1077 0.6469 0.4353 0.058 Uiso 1 calc . .
C3MA C 0.07614(14) 0.4477(16) 0.3926(8) 0.0497(18) Uani 1 d . .
C8MA C 0.06620(15) 0.625(2) 0.2948(10) 0.062(2) Uani 1 d . .
H8MA H 0.0757 0.7584 0.2606 0.074 Uiso 1 calc . .
C7MA C 0.04238(18) 0.613(2) 0.2453(11) 0.075(3) Uani 1 d . .
H7MA H 0.0357 0.7327 0.1757 0.09 Uiso 1 calc . .
C6MA C 0.02882(17) 0.425(2) 0.2984(11) 0.074(3) Uani 1 d . .
H6MA H 0.0124 0.4187 0.2678 0.089 Uiso 1 calc . .
C4MA C 0.06184(16) 0.2567(19) 0.4419(9) 0.060(2) Uani 1 d . .
H4MA H 0.0683 0.1314 0.509 0.072 Uiso 1 calc . .
C5MA C 0.03832(17) 0.249(2) 0.3938(12) 0.071(3) Uani 1 d . .
H5MA H 0.0286 0.1177 0.428 0.085 Uiso 1 calc . .
C4 C 0.15919(11) 0.9227(14) 0.1030(7) 0.0386(15) Uani 1 d . .
C5 C 0.17600(11) 0.7722(14) 0.0346(7) 0.0390(15) Uani 1 d . .
H5 H 0.1789 0.8051 -0.0622 0.047 Uiso 1 calc . .
C6 C 0.18755(12) 0.5826(14) 0.1116(7) 0.0396(15) Uani 1 d . .
H6 H 0.1988 0.4807 0.0688 0.047 Uiso 1 calc . .
C1' C 0.19633(13) 0.3343(14) 0.3431(7) 0.0411(15) Uani 1 d . .
H1' H 0.1849 0.234 0.3956 0.049 Uiso 1 calc . .
C4' C 0.23320(11) 0.1800(13) 0.2791(7) 0.0370(14) Uani 1 d . .
H4' H 0.2393 0.0398 0.3467 0.044 Uiso 1 calc . .
C5' C 0.24309(12) 0.1475(15) 0.1380(7) 0.0424(16) Uani 1 d . .
H5'1 H 0.2389 -0.026 0.0982 0.051 Uiso 1 calc . .
H5'2 H 0.2361 0.2787 0.069 0.051 Uiso 1 calc . .
C2 C 0.16671(11) 0.6734(16) 0.3147(7) 0.0424(16) Uani 1 d . .
C2' C 0.21453(11) 0.4629(15) 0.4534(7) 0.0403(15) Uani 1 d . .
H2'1 H 0.2177 0.3532 0.5402 0.048 Uiso 1 calc . .
H2'2 H 0.2089 0.6345 0.4828 0.048 Uiso 1 calc . .
O1W O 0.28861(10) 0.7030(13) 0.1984(6) 0.0629(16) Uani 1 d . .
H11W H 0.3012 0.758 0.2273 0.094 Uiso 1 d . .
H21W H 0.28 0.8253 0.1747 0.094 Uiso 1 d . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds 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
O1' C1' 1.388(9) . ?
O1' C4' 1.447(8) . ?
S3' C2' 1.794(7) . ?
S3' C4' 1.819(7) . ?
O1XB C1MB 1.295(9) . ?
O1XB H1XB 0.84 . ?
O2W H12W 0.8084 . ?
O2W H22W 0.8141 . ?
O1YB C1MB 1.211(9) . ?
O3W H13W 0.8141 . ?
O3W H23W 1.0891 . ?
O1XA C1MA 1.271(9) . ?
O1YA C1MA 1.245(9) . ?
O2 C2 1.228(8) . ?
O2B C2MB 1.422(8) . ?
O2B H2B 0.84 . ?
O2A C2MA 1.430(9) . ?
O2A H2A 0.84 . ?
N4 C4 1.316(9) . ?
N4 H4A 0.88 . ?
N4 H4B 0.88 . ?
N1 C6 1.362(9) . ?
N1 C2 1.366(9) . ?
N1 C1' 1.504(9) . ?
O5' C5' 1.428(8) . ?
O5' H5' 0.84 . ?
N3 C4 1.322(9) . ?
N3 C2 1.355(10) . ?
N3 H3 0.88 . ?
C1MB C2MB 1.520(9) . ?
C2MB C3MB 1.525(9) . ?
C2MB H2MB 1 . ?
C3MB C4MB 1.384(11) . ?
C3MB C8MB 1.394(12) . ?
C8MB C7MB 1.369(12) . ?
C8MB H8MB 0.95 . ?
C7MB C6MB 1.373(14) . ?
C7MB H7MB 0.95 . ?
C6MB C5MB 1.365(15) . ?
C6MB H6MB 0.95 . ?
C5MB C4MB 1.391(12) . ?
C5MB H5MB 0.95 . ?
C4MB H4MB 0.95 . ?
C1MA C2MA 1.530(11) . ?
C2MA C3MA 1.529(11) . ?
C2MA H2MA 1 . ?
C3MA C8MA 1.376(11) . ?
C3MA C4MA 1.388(12) . ?
C8MA C7MA 1.392(13) . ?
C8MA H8MA 0.95 . ?
C7MA C6MA 1.363(16) . ?
C7MA H7MA 0.95 . ?
C6MA C5MA 1.349(15) . ?
C6MA H6MA 0.95 . ?
C4MA C5MA 1.372(13) . ?
C4MA H4MA 0.95 . ?
C5MA H5MA 0.95 . ?
C4 C5 1.432(10) . ?
C5 C6 1.347(10) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?
C1' C2' 1.538(9) . ?
C1' H1' 1 . ?
C4' C5' 1.492(9) . ?
C4' H4' 1 . ?
C5' H5'1 0.99 . ?
C5' H5'2 0.99 . ?
C2' H2'1 0.99 . ?
C2' H2'2 0.99 . ?
O1W H11W 0.7951 . ?
O1W H21W 0.8159 . ?

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
C1' O1' C4' 114.1(5) . . ?
C2' S3' C4' 87.7(3) . . ?
C1MB O1XB H1XB 109.5 . . ?
H12W O2W H22W 106.4 . . ?
H13W O3W H23W 102.6 . . ?
C2MB O2B H2B 109.5 . . ?
C2MA O2A H2A 109.5 . . ?
C4 N4 H4A 120 . . ?
C4 N4 H4B 120 . . ?
H4A N4 H4B 120 . . ?
C6 N1 C2 121.5(6) . . ?
C6 N1 C1' 122.9(6) . . ?
C2 N1 C1' 115.6(6) . . ?
C5' O5' H5' 109.5 . . ?
C4 N3 C2 123.7(6) . . ?
C4 N3 H3 118.1 . . ?
C2 N3 H3 118.1 . . ?
O1YB C1MB O1XB 125.1(7) . . ?
O1YB C1MB C2MB 122.0(6) . . ?
O1XB C1MB C2MB 112.9(6) . . ?
O2B C2MB C1MB 107.2(6) . . ?
O2B C2MB C3MB 112.5(5) . . ?
C1MB C2MB C3MB 110.6(6) . . ?
O2B C2MB H2MB 108.8 . . ?
C1MB C2MB H2MB 108.8 . . ?
C3MB C2MB H2MB 108.8 . . ?
C4MB C3MB C8MB 119.6(7) . . ?
C4MB C3MB C2MB 120.1(7) . . ?
C8MB C3MB C2MB 120.3(7) . . ?
C7MB C8MB C3MB 118.8(9) . . ?
C7MB C8MB H8MB 120.6 . . ?
C3MB C8MB H8MB 120.6 . . ?
C8MB C7MB C6MB 121.9(9) . . ?
C8MB C7MB H7MB 119 . . ?
C6MB C7MB H7MB 119 . . ?
C5MB C6MB C7MB 119.6(9) . . ?
C5MB C6MB H6MB 120.2 . . ?
C7MB C6MB H6MB 120.2 . . ?
C6MB C5MB C4MB 119.9(9) . . ?
C6MB C5MB H5MB 120.1 . . ?
C4MB C5MB H5MB 120.1 . . ?
C3MB C4MB C5MB 120.2(9) . . ?
C3MB C4MB H4MB 119.9 . . ?
C5MB C4MB H4MB 119.9 . . ?
O1YA C1MA O1XA 123.0(8) . . ?
O1YA C1MA C2MA 118.9(7) . . ?
O1XA C1MA C2MA 118.1(7) . . ?
O2A C2MA C3MA 111.8(6) . . ?
O2A C2MA C1MA 109.5(6) . . ?
C3MA C2MA C1MA 110.1(6) . . ?
O2A C2MA H2MA 108.4 . . ?
C3MA C2MA H2MA 108.4 . . ?
C1MA C2MA H2MA 108.4 . . ?
C8MA C3MA C4MA 118.5(8) . . ?
C8MA C3MA C2MA 119.6(7) . . ?
C4MA C3MA C2MA 121.9(7) . . ?
C3MA C8MA C7MA 120.9(9) . . ?
C3MA C8MA H8MA 119.6 . . ?
C7MA C8MA H8MA 119.6 . . ?
C6MA C7MA C8MA 118.9(9) . . ?
C6MA C7MA H7MA 120.6 . . ?
C8MA C7MA H7MA 120.6 . . ?
C5MA C6MA C7MA 121.0(10) . . ?
C5MA C6MA H6MA 119.5 . . ?
C7MA C6MA H6MA 119.5 . . ?
C5MA C4MA C3MA 120.0(8) . . ?
C5MA C4MA H4MA 120 . . ?
C3MA C4MA H4MA 120 . . ?
C6MA C5MA C4MA 120.7(10) . . ?
C6MA C5MA H5MA 119.6 . . ?
C4MA C5MA H5MA 119.6 . . ?
N4 C4 N3 119.7(7) . . ?
N4 C4 C5 121.7(6) . . ?
N3 C4 C5 118.6(6) . . ?
C6 C5 C4 118.1(6) . . ?
C6 C5 H5 121 . . ?
C4 C5 H5 121 . . ?
C5 C6 N1 120.7(7) . . ?
C5 C6 H6 119.6 . . ?
N1 C6 H6 119.6 . . ?
O1' C1' N1 109.4(5) . . ?
O1' C1' C2' 109.5(6) . . ?
N1 C1' C2' 110.6(6) . . ?
O1' C1' H1' 109.1 . . ?
N1 C1' H1' 109.1 . . ?
C2' C1' H1' 109.1 . . ?
O1' C4' C5' 109.2(5) . . ?
O1' C4' S3' 106.4(4) . . ?
C5' C4' S3' 112.0(5) . . ?
O1' C4' H4' 109.7 . . ?
C5' C4' H4' 109.7 . . ?
S3' C4' H4' 109.7 . . ?
O5' C5' C4' 110.6(5) . . ?
O5' C5' H5'1 109.5 . . ?
C4' C5' H5'1 109.5 . . ?
O5' C5' H5'2 109.5 . . ?
C4' C5' H5'2 109.5 . . ?
H5'1 C5' H5'2 108.1 . . ?
O2 C2 N3 122.6(7) . . ?
O2 C2 N1 120.1(7) . . ?
N3 C2 N1 117.3(6) . . ?
C1' C2' S3' 104.1(5) . . ?
C1' C2' H2'1 110.9 . . ?
S3' C2' H2'1 110.9 . . ?
C1' C2' H2'2 110.9 . . ?
S3' C2' H2'2 110.9 . . ?
H2'1 C2' H2'2 108.9 . . ?
H11W O1W H21W 108.2 . . ?

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
O1YB C1MB C2MB O2B -9.2(9) . . . . ?
O1XB C1MB C2MB O2B 171.4(6) . . . . ?
O1YB C1MB C2MB C3MB 113.8(8) . . . . ?
O1XB C1MB C2MB C3MB -65.6(7) . . . . ?
O2B C2MB C3MB C4MB 36.4(9) . . . . ?
C1MB C2MB C3MB C4MB -83.5(8) . . . . ?
O2B C2MB C3MB C8MB -144.1(7) . . . . ?
C1MB C2MB C3MB C8MB 96.0(8) . . . . ?
C4MB C3MB C8MB C7MB 1.3(12) . . . . ?
C2MB C3MB C8MB C7MB -178.3(7) . . . . ?
C3MB C8MB C7MB C6MB -0.8(14) . . . . ?
C8MB C7MB C6MB C5MB -0.7(15) . . . . ?
C7MB C6MB C5MB C4MB 1.6(15) . . . . ?
C8MB C3MB C4MB C5MB -0.3(12) . . . . ?
C2MB C3MB C4MB C5MB 179.2(8) . . . . ?
C6MB C5MB C4MB C3MB -1.1(14) . . . . ?
O1YA C1MA C2MA O2A -163.1(7) . . . . ?
O1XA C1MA C2MA O2A 16.0(9) . . . . ?
O1YA C1MA C2MA C3MA 73.5(9) . . . . ?
O1XA C1MA C2MA C3MA -107.4(8) . . . . ?
O2A C2MA C3MA C8MA 147.6(8) . . . . ?
C1MA C2MA C3MA C8MA -90.3(9) . . . . ?
O2A C2MA C3MA C4MA -33.4(10) . . . . ?
C1MA C2MA C3MA C4MA 88.6(9) . . . . ?
C4MA C3MA C8MA C7MA -0.6(14) . . . . ?
C2MA C3MA C8MA C7MA 178.4(9) . . . . ?
C3MA C8MA C7MA C6MA 1.8(16) . . . . ?
C8MA C7MA C6MA C5MA -2.2(17) . . . . ?
C8MA C3MA C4MA C5MA -0.4(13) . . . . ?
C2MA C3MA C4MA C5MA -179.4(8) . . . . ?
C7MA C6MA C5MA C4MA 1.2(17) . . . . ?
C3MA C4MA C5MA C6MA 0.1(15) . . . . ?
C2 N3 C4 N4 -176.8(6) . . . . ?
C2 N3 C4 C5 4.0(10) . . . . ?
N4 C4 C5 C6 177.8(6) . . . . ?
N3 C4 C5 C6 -3.0(9) . . . . ?
C4 C5 C6 N1 0.3(10) . . . . ?
C2 N1 C6 C5 1.6(10) . . . . ?
C1' N1 C6 C5 -177.2(6) . . . . ?
C4' O1' C1' N1 113.9(6) . . . . ?
C4' O1' C1' C2' -7.3(7) . . . . ?
C6 N1 C1' O1' -16.4(8) . . . . ?
C2 N1 C1' O1' 164.7(6) . . . . ?
C6 N1 C1' C2' 104.2(7) . . . . ?
C2 N1 C1' C2' -74.7(7) . . . . ?
C1' O1' C4' C5' -143.0(6) . . . . ?
C1' O1' C4' S3' -21.8(6) . . . . ?
C2' S3' C4' O1' 35.3(4) . . . . ?
C2' S3' C4' C5' 154.6(5) . . . . ?
O1' C4' C5' O5' 176.5(5) . . . . ?
S3' C4' C5' O5' 58.8(7) . . . . ?
C4 N3 C2 O2 178.3(7) . . . . ?
C4 N3 C2 N1 -2.1(10) . . . . ?
C6 N1 C2 O2 178.8(7) . . . . ?
C1' N1 C2 O2 -2.2(9) . . . . ?
C6 N1 C2 N3 -0.8(9) . . . . ?
C1' N1 C2 N3 178.1(6) . . . . ?
O1' C1' C2' S3' 33.4(6) . . . . ?
N1 C1' C2' S3' -87.2(6) . . . . ?
C4' S3' C2' C1' -38.3(5) . . . . ?

_vrf_PLAT_417_CCDC1023761        
;
RESPONSE: This error message appears because of the orientation of two water hydrogens (H22W and H23W) and of two hydroxyl ones (H2A and H2B). Concerning these hydrogens, the electronic density peak regarding these atoms was first found from the difference Fourier map so that their position was fixed. While H22W and H2B are hydrogen bonded to carbonyl oxygen of lamivudine and to hydroxyl one of R-mandelate, respectively, H23W and H2A are without a hydrogen bonding acceptor, but inspection of their neighbors has revealed no hydrogen bonding acceptors near to them. Therefore, there is no problem of assigning their position.
;

_vrf_PLAT_029_CCDC1023761        
;
RESPONSE: This error message appears because Bragg reflections had low intensity at high resolution even using copper-source radiation and because of goniometer limitation to collect 100% of data using this radiation. 
;

_vrf_PLAT_340_CCDC1023761        
;
RESPONSE: This error message appears either because Bragg reflections had low intensity at high resolution even using copper-source radiation 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_355_CCDC1023761        
;
RESPONSE: This error message appears because we have not refined the coordinates of one water hydrogen atom (H23W). The electronic density peak regarding this atom was first found from the difference Fourier map so that its position was fixed. H23W is without a hydrogen bonding acceptor, but inspection of its neighbors has revealed no hydrogen bonding acceptors near to it. Therefore, there is no problem of assigning its 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

####################################################################### 
# 
# 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_mo_mandcam_om_293K
_database_code_depnum_ccdc_archive 'CCDC 1023762'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;

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

_chemical_name_systematic        
;
 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-(1H)-pyrimidin-2-one
        R-mandelate
;
_chemical_name_common            'lamivudine R-mandelate'
_chemical_formula_moiety         'C8 H12 N3 O3 S, C8 H7 O3'
_chemical_formula_sum            'C16 H19 N3 O6 S'
_chemical_formula_weight         381.40
_chemical_absolute_configuration rmad

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

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   5.3230(12)
_cell_length_b                   17.152(2)
_cell_length_c                   19.884(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1815.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    405
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      20.46

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

_exptl_crystal_description       needle
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.216
_exptl_absorpt_correction_type   none


#----------------------------------------------------------------------------#
#                   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  0.0361
_diffrn_reflns_av_unetI/netI     0.065
_diffrn_reflns_number            6042
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_full        26.73
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_reflns_number_total             3507
_reflns_number_gt                2326
_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)+(0.1006P)²+0.0658P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3507
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.1883
_refine_ls_wR_factor_gt          0.1564
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.004
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.15(18)
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.049

#----------------------------------------------------------------------------#
#                   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'
Cl Cl 0.1484 0.1585 '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
O1' O 0.8747(6) 0.06550(17) 0.51316(15) 0.0489(8) Uani 1 1 d . . .
N1 N 1.2511(7) 0.00182(19) 0.48090(17) 0.0423(9) Uani 1 1 d . . .
N3 N 1.5839(7) -0.07616(19) 0.44537(16) 0.0427(8) Uani 1 1 d . . .
H3 H 1.6954 -0.0876 0.4157 0.051 Uiso 1 1 calc R . .
O1YM O 0.6092(8) 0.6983(2) 0.59125(15) 0.0641(10) Uani 1 1 d . . .
O2 O 1.4173(8) 0.0149(2) 0.37615(17) 0.0713(11) Uani 1 1 d . . .
O1XM O 0.4074(9) 0.6114(2) 0.65366(19) 0.0845(14) Uani 1 1 d . . .
C1M C 0.5750(10) 0.6617(3) 0.6442(2) 0.0491(11) Uani 1 1 d . . .
C6 C 1.2539(9) -0.0366(3) 0.5412(2) 0.0482(11) Uani 1 1 d . . .
H6 H 1.1417 -0.0213 0.5745 0.058 Uiso 1 1 calc R . .
O2M O 0.6783(10) 0.6293(2) 0.75928(18) 0.0873(15) Uani 1 1 d . . .
H2M H 0.5742 0.5971 0.7468 0.131 Uiso 1 1 calc R . .
C4 C 1.5867(10) -0.1168(2) 0.5036(2) 0.0470(11) Uani 1 1 d . . .
C2 C 1.4165(10) -0.0181(3) 0.4302(2) 0.0485(11) Uani 1 1 d . . .
C2' C 1.1828(10) 0.1435(3) 0.4585(3) 0.0617(13) Uani 1 1 d . . .
H2'1 H 1.0856 0.1775 0.4294 0.074 Uiso 1 1 calc R . .
H2'2 H 1.3527 0.1399 0.4411 0.074 Uiso 1 1 calc R . .
C1' C 1.0639(9) 0.0641(3) 0.4630(2) 0.0471(10) Uani 1 1 d . . .
H1' H 0.9869 0.0513 0.4197 0.057 Uiso 1 1 calc R . .
O5' O 0.9790(10) 0.0633(2) 0.65570(18) 0.0821(13) Uani 1 1 d . . .
H5' H 1.0895 0.088 0.675 0.123 Uiso 1 1 calc R . .
C3M C 0.7444(10) 0.7610(3) 0.7227(2) 0.0505(12) Uani 1 1 d . . .
C4' C 0.8779(9) 0.1344(3) 0.5540(2) 0.0497(11) Uani 1 1 d . . .
H4' H 0.7506 0.1705 0.5367 0.06 Uiso 1 1 calc R . .
C2M C 0.7513(10) 0.6770(3) 0.7035(2) 0.0552(12) Uani 1 1 d . . .
H2M1 H 0.923 0.6632 0.6903 0.066 Uiso 1 1 calc R . .
C5 C 1.4115(10) -0.0954(3) 0.5539(2) 0.0507(11) Uani 1 1 d . . .
H5 H 1.4064 -0.1216 0.5948 0.061 Uiso 1 1 calc R . .
C5' C 0.8127(12) 0.1150(3) 0.6246(3) 0.0699(15) Uani 1 1 d . . .
H5'1 H 0.8074 0.1628 0.6505 0.084 Uiso 1 1 calc R . .
H5'2 H 0.6456 0.0924 0.6254 0.084 Uiso 1 1 calc R . .
C6M C 0.730(2) 0.9182(5) 0.7510(4) 0.111(3) Uani 1 1 d . . .
H6M H 0.7302 0.9712 0.7609 0.133 Uiso 1 1 calc R . .
C8M C 0.9246(14) 0.8132(4) 0.6997(4) 0.090(2) Uani 1 1 d . . .
H8M H 1.0574 0.7951 0.6736 0.108 Uiso 1 1 calc R . .
C5M C 0.540(2) 0.8735(6) 0.7755(3) 0.112(3) Uani 1 1 d . . .
H5M H 0.4106 0.8951 0.8007 0.134 Uiso 1 1 calc R . .
C7M C 0.909(2) 0.8907(5) 0.7148(5) 0.123(3) Uani 1 1 d . . .
H7M H 1.0318 0.9244 0.6984 0.148 Uiso 1 1 calc R . .
C4M C 0.5493(17) 0.7910(5) 0.7608(3) 0.096(2) Uani 1 1 d . . .
H4M H 0.4241 0.7581 0.7769 0.115 Uiso 1 1 calc R . .
N4 N 1.7520(8) -0.1735(2) 0.5114(2) 0.0543(10) Uani 1 1 d . . .
H4A H 1.8562 -0.1842 0.4797 0.065 Uiso 1 1 calc R . .
H4B H 1.7554 -0.1998 0.5482 0.065 Uiso 1 1 calc R . .
S3' S 1.1833(2) 0.17930(7) 0.54365(7) 0.0632(4) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   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
O1' C1' 1.417(5) . ?
O1' C4' 1.435(5) . ?
N1 C6 1.368(5) . ?
N1 C2 1.381(6) . ?
N1 C1' 1.504(6) . ?
N3 C4 1.351(5) . ?
N3 C2 1.370(6) . ?
N3 H3 0.86 . ?
O1YM C1M 1.239(5) . ?
O2 C2 1.214(5) . ?
O1XM C1M 1.255(6) . ?
C1M C2M 1.530(6) . ?
C6 C5 1.336(6) . ?
C6 H6 0.93 . ?
O2M C2M 1.431(6) . ?
O2M H2M 0.82 . ?
C4 N4 1.321(6) . ?
C4 C5 1.416(6) . ?
C2' C1' 1.504(7) . ?
C2' S3' 1.802(6) . ?
C2' H2'1 0.97 . ?
C2' H2'2 0.97 . ?
C1' H1' 0.98 . ?
O5' C5' 1.398(7) . ?
O5' H5' 0.82 . ?
C3M C4M 1.385(9) . ?
C3M C8M 1.390(8) . ?
C3M C2M 1.491(7) . ?
C4' C5' 1.483(7) . ?
C4' S3' 1.810(5) . ?
C4' H4' 0.98 . ?
C2M H2M1 0.98 . ?
C5 H5 0.93 . ?
C5' H5'1 0.97 . ?
C5' H5'2 0.97 . ?
C6M C7M 1.286(14) . ?
C6M C5M 1.358(13) . ?
C6M H6M 0.93 . ?
C8M C7M 1.365(11) . ?
C8M H8M 0.93 . ?
C5M C4M 1.447(11) . ?
C5M H5M 0.93 . ?
C7M H7M 0.93 . ?
C4M H4M 0.93 . ?
N4 H4A 0.86 . ?
N4 H4B 0.86 . ?

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
C1' O1' C4' 113.8(3) . . ?
C6 N1 C2 120.9(4) . . ?
C6 N1 C1' 123.8(4) . . ?
C2 N1 C1' 115.2(3) . . ?
C4 N3 C2 124.8(4) . . ?
C4 N3 H3 117.6 . . ?
C2 N3 H3 117.6 . . ?
O1YM C1M O1XM 125.4(4) . . ?
O1YM C1M C2M 118.6(4) . . ?
O1XM C1M C2M 116.0(4) . . ?
C5 C6 N1 122.5(4) . . ?
C5 C6 H6 118.8 . . ?
N1 C6 H6 118.8 . . ?
C2M O2M H2M 109.5 . . ?
N4 C4 N3 119.2(4) . . ?
N4 C4 C5 123.1(4) . . ?
N3 C4 C5 117.6(4) . . ?
O2 C2 N3 122.1(4) . . ?
O2 C2 N1 122.2(4) . . ?
N3 C2 N1 115.7(4) . . ?
C1' C2' S3' 104.6(3) . . ?
C1' C2' H2'1 110.8 . . ?
S3' C2' H2'1 110.8 . . ?
C1' C2' H2'2 110.8 . . ?
S3' C2' H2'2 110.8 . . ?
H2'1 C2' H2'2 108.9 . . ?
O1' C1' N1 108.5(3) . . ?
O1' C1' C2' 109.1(4) . . ?
N1 C1' C2' 112.2(4) . . ?
O1' C1' H1' 109 . . ?
N1 C1' H1' 109 . . ?
C2' C1' H1' 109 . . ?
C5' O5' H5' 109.5 . . ?
C4M C3M C8M 117.3(6) . . ?
C4M C3M C2M 121.2(5) . . ?
C8M C3M C2M 121.4(5) . . ?
O1' C4' C5' 110.3(4) . . ?
O1' C4' S3' 107.2(3) . . ?
C5' C4' S3' 114.4(4) . . ?
O1' C4' H4' 108.2 . . ?
C5' C4' H4' 108.2 . . ?
S3' C4' H4' 108.2 . . ?
O2M C2M C3M 110.4(4) . . ?
O2M C2M C1M 109.4(4) . . ?
C3M C2M C1M 110.3(4) . . ?
O2M C2M H2M1 108.9 . . ?
C3M C2M H2M1 108.9 . . ?
C1M C2M H2M1 108.9 . . ?
C6 C5 C4 118.4(4) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
O5' C5' C4' 114.4(5) . . ?
O5' C5' H5'1 108.7 . . ?
C4' C5' H5'1 108.7 . . ?
O5' C5' H5'2 108.7 . . ?
C4' C5' H5'2 108.7 . . ?
H5'1 C5' H5'2 107.6 . . ?
C7M C6M C5M 123.1(8) . . ?
C7M C6M H6M 118.5 . . ?
C5M C6M H6M 118.5 . . ?
C7M C8M C3M 120.9(8) . . ?
C7M C8M H8M 119.5 . . ?
C3M C8M H8M 119.5 . . ?
C6M C5M C4M 117.1(8) . . ?
C6M C5M H5M 121.4 . . ?
C4M C5M H5M 121.4 . . ?
C6M C7M C8M 121.7(10) . . ?
C6M C7M H7M 119.2 . . ?
C8M C7M H7M 119.2 . . ?
C3M C4M C5M 119.9(8) . . ?
C3M C4M H4M 120 . . ?
C5M C4M H4M 120 . . ?
C4 N4 H4A 120 . . ?
C4 N4 H4B 120 . . ?
H4A N4 H4B 120 . . ?
C2' S3' C4' 87.8(2) . . ?

# 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