Halide salts of antimigraine agents eletriptan and naratriptan
Ravikumar, K.; Sridhar, B.; Krishnan, Harihara; Singh, A. N.; Acta Crystallographica Section C 64 (2008) o653–o656; doi:10.1107/S0108270108037621

data_2016853
_publ_section_title
;
 Halide salts of antimigraine agents eletriptan and naratriptan
;
_journal_coeditor_code           DN3101
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o653
_journal_page_last               o656
_journal_paper_doi               10.1107/S0108270108037621
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C17 H26 N3 O2 S + , Cl -'
_chemical_formula_moiety         'C17 H26 N3 O2 S + , Cl -'
_chemical_formula_sum            'C17 H26 Cl N3 O2 S'
_chemical_formula_weight         371.92
_chemical_name_common
;
naratriptan hydrochloride
;
_chemical_name_systematic
;
1-methyl-4-{5-[2-(methylsulfamoyl)ethyl]-1<i>H</i>-indol-3-yl}piperidinium
chloride
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                78.3480(10)
_cell_angle_beta                 76.3380(10)
_cell_angle_gamma                86.0330(10)
_cell_formula_units_Z            2
_cell_length_a                   6.1914(5)
_cell_length_b                   12.2298(10)
_cell_length_c                   12.9948(11)
_cell_measurement_reflns_used    5193
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      27.95
_cell_measurement_theta_min      2.58
_cell_volume                     936.18(13)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Putz, 2005) and PLATON (Spek, 2003)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_device_type  'Burker SMART APEX CCD area-detector'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9097
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.64
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.330
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.341
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3301
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0486P)^2^+0.3147P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0966
_reflns_number_gt                3006
_reflns_number_total             3301
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            dn3101.cif
_cod_data_source_block           II
_cod_database_code               2016853
_cod_database_fobs_code          2016853