Psilacetin derivatives: fumarate salts of the methyl–ethyl, methyl–allyl and diallyl variants of the psilocin prodrug
Pham, Duyen N. K.; Chadeayne, Andrew R.; Golen, James A.; Manke, David R.; Acta Crystallographica Section E 77 (2021) 101–106; doi:10.1107/S2056989021000116

data_2243723
_publ_section_title
;
 Psilacetin derivatives: fumarate salts of the methyl--ethyl,
 methyl--allyl and diallyl variants of the psilocin prodrug
;
_journal_coeditor_code           HB7959
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              101
_journal_page_last               106
_journal_paper_doi               10.1107/S2056989021000116
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          '2C18 H23 N2 O2 +, C4 H2 O4 2-, C4 H4 O4'
_chemical_formula_moiety         '2(C18 H23 N2 O2 +), C4 H2 O4 2-, C4 H4 O4'
_chemical_formula_sum            'C44 H52 N4 O12'
_chemical_formula_weight         828.90
_chemical_name_systematic
;
Bis{[2-(4-acetyloxy-1<i>H</i>-indol-3-yl)ethyl]diprop-2-enylazanium}
but-2-enedioate--(<i>E</i>)-butenedioic acid (1/1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
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_cell_length_c                   23.4002(18)
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_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      24.87
_cell_measurement_theta_min      2.59
_cell_volume                     4334.9(6)
_computing_cell_refinement
;
SAINT (Bruker, 2018)
;
_computing_data_collection
;
APEX3 (Bruker, 2018)
;
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SAINT (Bruker, 2018)
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<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
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publCIF (Westrip, 2010)
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SHELXL2018 (Sheldrick, 2015b)
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SHELXT2014 (Sheldrick, 2015a)
;
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_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_limit_l_max       28
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_diffrn_reflns_theta_max         25.757
_diffrn_reflns_theta_min         2.590
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
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_exptl_absorpt_correction_T_min  0.7153
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;
(SADABS; Bruker, 2018)
;
_exptl_crystal_colour            colorless
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_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.504
_refine_diff_density_min         -0.295
_refine_ls_extinction_coef       0.0057(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2018 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.056
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_refine_ls_number_restraints     114
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0509
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0623P)^2^+3.3312P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1396
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_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb7959sup1.cif
_cod_data_source_block           III
_cod_database_code               2243723
_cod_database_fobs_code          2243723
_shelx_estimated_absorpt_t_min   0.980
_shelx_estimated_absorpt_t_max   0.989
_shelx_hkl_checksum              72930
_shelx_res_checksum              34185