Incorporating Morpholine and Oxetane into Benzimidazolequinone Antitumor Agents: The Discovery of 1,4,6,9-Tetramethoxyphenazine from Hydrogen Peroxide and Hydroiodic Acid-Mediated Oxidative Cyclizations.
Conboy, Darren; Mirallai, Styliana I.; Craig, Austin; McArdle, Patrick; Al-Kinani, Ali A; Barton, Stephen; Aldabbagh, Fawaz; The Journal of organic chemistry 84 (2019) 9811–9818; doi:10.1021/acs.joc.9b01427

data_4034403
_publ_section_title
;
 Incorporating Morpholine and Oxetane into Benzimidazolequinone Antitumor
 Agents: The Discovery of 1,4,6,9-Tetramethoxyphenazine from Hydrogen
 Peroxide and Hydroiodic Acid-Mediated Oxidative Cyclizations.
;
_journal_issue                   15
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9811
_journal_page_last               9818
_journal_paper_doi               10.1021/acs.joc.9b01427
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C15 H18 N2 O3'
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crysalispro, agilent technologies, 
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crysalispro, agilent technologies, 
version 1.171.37.35 (release 13-08-2014 crysalis171 .net) 
(compiled aug 13 2014,18:06:01) 
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crysalispro, agilent technologies, 
version 1.171.37.35 (release 13-08-2014 crysalis171 .net) 
(compiled aug 13 2014,18:06:01) 
;
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'ORTEX - P. McArdle, J.Appl.Cryst.,1995,28,65-65.'
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'Oscail - P. McArdle, J.Appl.Cryst.,2017,50,320-326.'
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_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1683
_diffrn_reflns_av_unetI/netI     0.1249
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crysalispro, agilent technologies, 
version 1.171.37.35 (release 13-08-2014 crysalis171 .net) 
(compiled aug 13 2014,18:06:01) 
;
_exptl_crystal_colour            Colourless
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_refine_ls_R_factor_gt           0.1293
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           cdx_001
_cod_original_sg_symbol_H-M      'P 21/n'
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_shelx_estimated_absorpt_t_min   0.955
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