Synthesis of fused 1,2-naphthoquinones with cytotoxic activity using a one-pot three-step reaction.
Nechaev, Anton A.; Jagtap, Pratap R.; BaŽíková, Ema; Neumannová, Johana; Císařová, Ivana; Matoušová, Eliška; Organic & biomolecular chemistry 19 (2021) 3434–3440; doi:10.1039/d1ob00205h

data_7157978
_publ_section_title
;
 Synthesis of fused 1,2-naphthoquinones with cytotoxic activity using a
 one-pot three-step reaction.
;
_journal_issue                   15
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              3434
_journal_page_last               3440
_journal_paper_doi               10.1039/d1ob00205h
_journal_volume                  19
_journal_year                    2021
_chemical_compound_source        'synthesized by the authors'
_chemical_formula_moiety         'C17 H15 Cl3 O3'
_chemical_formula_sum            'C17 H15 Cl3 O3'
_chemical_formula_weight         373.64
_space_group_crystal_system      orthorhombic
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_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-02-20 deposited with the CCDC.	2021-03-18 downloaded from the CCDC.
;
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_diffrn_measured_fraction_theta_max 0.994
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_diffrn_measurement_method       '\f and \w scans'
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_diffrn_source                   'I\mS  micro-focus sealed tube'
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_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            orange-red
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.165
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0475
_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^)+(0.0458P)^2^+1.4029P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1255
_refine_ls_wR_factor_ref         0.1259
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1696
_reflns_number_total             1738
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob00205h2.cif
_cod_data_source_block           cu_aa_114bs_matousova
_cod_depositor_comments          'Adding full bibliography for 7157978.cif.'
_cod_database_code               7157978
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.237
_shelx_estimated_absorpt_t_max   0.507
_shelx_res_checksum              31970