2,5-Dimethylbufotenine and 2,5-dimethylbufotenidine: novel derivatives of natural tryptamines found in <i>Bufo alvarius</i> toads
Pham, Duyen N. K.; Chadeayne, Andrew R.; Golen, James A.; Manke, David R.; Acta Crystallographica Section E 77 (2021) 190–194; doi:10.1107/S2056989021000803

data_2243739
_publ_section_title
;
 2,5-Dimethylbufotenine and 2,5-dimethylbufotenidine: novel derivatives of
 natural tryptamines found in <i>Bufo alvarius</i> toads
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              190
_journal_page_last               194
_journal_paper_doi               10.1107/S2056989021000803
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C15 H23 N2 O +, I -, H2 O'
_chemical_formula_moiety         'C15 H23 N2 O +, I -, H2 O'
_chemical_formula_sum            'C15 H25 I N2 O2'
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_chemical_name_common
;
5-Methoxy-2,<i>N</i>,<i>N</i>,<i>N</i>-tetramethyltryptammonium iodide
monohydrate
;
_chemical_name_systematic
;
[2-(5-Methoxy-2-methyl-1<i>H</i>-indol-3-yl)ethyl]trimethylazanium iodide
monohydrate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
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;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
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_cell_length_b                   14.0910(11)
_cell_length_c                   11.4029(10)
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_cell_measurement_temperature    297(2)
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_cell_measurement_theta_min      2.78
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_computing_cell_refinement
;
SAINT (Bruker, 2018)
;
_computing_data_collection
;
APEX3 (Bruker, 2018)
;
_computing_data_reduction
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SAINT (Bruker, 2018)
;
_computing_molecular_graphics
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<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
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_computing_publication_material
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publCIF (Westrip, 2010)
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_computing_structure_refinement
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SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
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_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.977
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_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_unetI/netI     0.0106
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_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            40738
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.049
_diffrn_reflns_theta_min         3.746
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
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_exptl_absorpt_correction_T_min  0.4859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2018)
;
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_exptl_crystal_size_min          0.20
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_refine_diff_density_min         -0.359
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         3326
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0209
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0198P)^2^+0.9135P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.0539
_reflns_number_gt                3051
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_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            yz2004sup1.cif
_cod_data_source_block           umd2009b_a
_cod_database_code               2243739
_cod_database_fobs_code          2243739
_shelx_estimated_absorpt_t_min   0.538
_shelx_estimated_absorpt_t_max   0.707
_shelx_hkl_checksum              91257
_shelx_res_checksum              94860