(<i>S</i>)-(+)-<i>cis</i>-4'-Benzyloxypraziquantel
Cedillo-Cruz, Alberto; Aguilar, María Isabel; Jung-Cook, Helgi; Acta Crystallographica Section E 69 (2013) o1835–o1836; doi:10.1107/S1600536813031735

data_2238919
_publ_section_title
;
 (<i>S</i>)-(+)-<i>cis</i>-4'-Benzyloxypraziquantel
;
_journal_coeditor_code           RZ5093
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1835
_journal_page_last               o1836
_journal_paper_doi               10.1107/S1600536813031735
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C26 H30 N2 O3'
_chemical_formula_moiety         'C26 H30 N2 O3'
_chemical_formula_sum            'C26 H30 N2 O3'
_chemical_formula_weight         418.52
_chemical_melting_point_gt       405
_chemical_melting_point_lt       408
_chemical_name_common
;
(<i>S</i>)-(+)-<i>cis</i>-4'-Benzyloxypraziquantel
;
_chemical_name_systematic
(<i>S</i>)-(+)-2-[<i>cis</i>-4-(Benzyloxy)cyclohexanecarbonyl]-1,2,3,6,7,11b-hexahydro-4<i>H</i>-pyrazino[2,1-<i>a</i>]isoquinolin-4-one
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_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
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 117.399(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.007(2)
_cell_length_b                   10.3322(8)
_cell_length_c                   16.019(2)
_cell_measurement_reflns_used    1613
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      73.2521
_cell_measurement_theta_min      3.3398
_cell_volume                     2205.2(5)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>, 2006) and
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 10.4685
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur (Atlas, Gemini)'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  Graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8420
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         5.542
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.937
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlis PRO (Agilent, 2011), based on expressions derived by Clark &
Reid
(1995)]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.590
_exptl_crystal_size_mid          0.308
_exptl_crystal_size_min          0.129
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.230
_refine_ls_abs_structure_details
;
Flack parameter determined using 868 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>, 2013)
;
_refine_ls_abs_structure_Flack   0.4(3)
_refine_ls_extinction_coef       0.00115(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL2013 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     558
_refine_ls_number_reflns         5852
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0521
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0462P)^2^+0.6847P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1373
_reflns_number_gt                3845
_reflns_number_total             5852
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            rz5093.cif
_cod_data_source_block           I
_cod_database_code               2238919
_shelx_estimated_absorpt_t_min   0.698
_shelx_estimated_absorpt_t_max   0.920
_shelx_hkl_checksum              69126
_shelx_res_checksum              12677
_shelxl_version_number           .2013