Lamivudine salts with 1,2-dicarboxylic acids: A new and a rare synthon with double pairing motif fine-tuning their solubility
da Silva, Cameron Capeletti; Cirqueira, Marilia de Lima; Martins, Felipe Terra; CrystEngComm 15 (2013) 6311–; doi:10.1039/c3ce40844b

data_7210388
_publ_section_title
;
 Lamivudine salts with 1,2-dicarboxylic acids: A new and a rare synthon
 with double pairing motif fine-tuning their solubility
;
_journal_issue                   32
_journal_name_full               CrystEngComm
_journal_page_first              6311
_journal_paper_doi               10.1039/c3ce40844b
_journal_volume                  15
_journal_year                    2013
_chemical_absolute_configuration rmad
_chemical_formula_moiety         '2(C8 H12 N3 O3 S), 2(C8 H5 O4), H2 O'
_chemical_formula_sum            'C16 H18 N3 O7.5 S'
_chemical_formula_weight         404.40
_chemical_name_common            'lamivudine hydrogen hemihydrate phthalate'
_chemical_name_systematic
;
 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-(1H)-pyrimidin-2-one 
hydrogen hemihydrate
 phthalate
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 94.675(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   5.3110(5)
_cell_length_b                   21.103(2)
_cell_length_c                   33.059
_cell_measurement_reflns_used    3202
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      22.53
_cell_measurement_theta_min      2.47
_cell_volume                     3692.9(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.98
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_unetI/netI     0.1202
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            20849
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         26.4
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.223
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5461
_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 G\"ottingen, Germany
 2008
;
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.13(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.99
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     992
_refine_ls_number_reflns         11695
_refine_ls_number_restraints     861
_refine_ls_restrained_S_all      0.979
_refine_ls_R_factor_all          0.1503
_refine_ls_R_factor_gt           0.065
_refine_ls_shift/su_max          0.135
_refine_ls_shift/su_mean         0.023
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1369P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1757
_refine_ls_wR_factor_ref         0.2532
_reflns_number_gt                5733
_reflns_number_total             11695
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            c3ce40844b.txt
_cod_data_source_block           CCDC_912146
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7210388