A new structure of a serotonin salt: comparison and conformational analysis of all known serotonin complexes
Rychkov, Denis; Boldyreva, Elena V.; Tumanov, Nikolay A.; Acta Crystallographica Section C 69 (2013) 1055–1061; doi:10.1107/S0108270113019823

data_2019147
_publ_section_title
;
 A new structure of a serotonin salt: comparison and conformational
 analysis of all known serotonin complexes
;
_journal_coeditor_code           YF3040
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1055
_journal_page_last               1061
_journal_paper_doi               10.1107/S0108270113019823
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C10 H13 N2 O + , C6 H9 O4 -'
_chemical_formula_moiety         'C10 H13 N2 O +, C6 H9 O4 -'
_chemical_formula_sum            'C16 H22 N2 O5'
_chemical_formula_weight         322.36
_chemical_name_common            'Serotonin adipate'
_chemical_name_systematic
;
2-(5-Hydroxy-1<i>H</i>-indol-3-yl)ethanaminium 3-carboxypropanoate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                113.202(6)
_cell_angle_beta                 101.233(4)
_cell_angle_gamma                98.045(4)
_cell_formula_units_Z            2
_cell_length_a                   7.1582(3)
_cell_length_b                   10.5984(7)
_cell_length_c                   12.1715(7)
_cell_measurement_reflns_used    2039
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.3219
_cell_measurement_theta_min      1.8894
_cell_volume                     808.05(9)
_computing_cell_refinement       'CrysAlis PRO (Oxford Diffraction, 2008)'
_computing_data_collection       'CrysAlis PRO (Oxford Diffraction, 2008)'
_computing_data_reduction        'CrysAlis PRO (Oxford Diffraction, 2008)'
_computing_molecular_graphics
;
OLEX2 (Dolomanov <i>et al.</i>, 2009), Mercury (Macrae <i>et al.</i>,
2008), PLATON (Spek, 2009) and CrystalExplorer (McKinnon
<i>et al.</i>, 1998; Spackman & McKinnon, 2002)
;
_computing_publication_material
;
OLEX2 (Dolomanov <i>et al.</i>, 2009), enCIFer (Allen <i>et al.</i>,
2004) and publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 10.3457
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Gemini Ultra R'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10092
_diffrn_reflns_theta_full        26.38
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.99359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Oxford Diffraction, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.197
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         3286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0514
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0429P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0968
_refine_ls_wR_factor_ref         0.1205
_reflns_number_gt                1849
_reflns_number_total             3286
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            yf3040.cif
_cod_data_source_block           I
_cod_original_cell_volume        808.04(8)
_cod_database_code               2019147
_cod_database_fobs_code          2019147