The Enantiopreference in the Solid State Probed in Lamivudine Crystal Forms with Mandelic Acid
da Silva, Cameron Capeletti; Martins, Felipe T.; RSC Adv.  (2015) –; doi:10.1039/C5RA01398D

data_7219511
_publ_section_title
;
 The Enantiopreference in the Solid State Probed in Lamivudine Crystal
 Forms with Mandelic Acid
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA01398D
_journal_year                    2015
_chemical_absolute_configuration rmad
_chemical_compound_source        'Crystal Screening'
_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_name_common
'S-mandelic acid cocrystal of lamivudine R-mandelate trihydrate'
_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'
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2015-01-21T11:25:47-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2015-01-23 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.689(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   57.018(4)
_cell_length_b                   5.1662(4)
_cell_length_c                   9.3289(6)
_cell_measurement_reflns_used    5088
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      66.51
_cell_measurement_theta_min      5.43
_cell_volume                     2734.4(3)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_limit_h_max       68
_diffrn_reflns_limit_h_min       -66
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8457
_diffrn_reflns_theta_full        67.57
_diffrn_reflns_theta_max         67.57
_diffrn_reflns_theta_min         5.43
_exptl_absorpt_coefficient_mu    1.655
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_correction_T_min  0.667
_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
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.08
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         3766
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0677
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1307P)^2^+4.4013P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1921
_refine_ls_wR_factor_ref         0.2133
_reflns_number_gt                3169
_reflns_number_total             3766
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ra01398d2.cif
_cod_data_source_block           CCDC1023761
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               7219511