Serendipitous synthesis of phenanthrene derivatives by exploiting electrocyclization during thermolysis of Diels-Alder intermediate dihydrodibenzothiophene-<i>S</i>,<i>S</i>-dioxides.
Bharathi, Kabali Divya; Mohanakrishnan, Arasambattu K.; Chemical communications (Cambridge, England) 60 (2024) 13590–13593; doi:10.1039/d4cc04572f

data_7133898
_publ_section_title
;
 Serendipitous synthesis of phenanthrene derivatives by exploiting
 electrocyclization during thermolysis of Diels-Alder intermediate
 dihydrodibenzothiophene-<i>S</i>,<i>S</i>-dioxides.
;
_journal_issue                   92
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13590
_journal_page_last               13593
_journal_paper_doi               10.1039/d4cc04572f
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C32 H20 O2 S2'
_chemical_formula_sum            'C32 H20 O2 S2'
_chemical_formula_weight         500.60
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_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
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_audit_update_record
;
2024-08-05 deposited with the CCDC.	2024-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
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_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX2 (Bruker, 2016)'
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_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009)'
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'WinGX (Farrugia, 2012), pubCIF (Westrip, 2010) and PLATON (Spek, 2009)'
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_diffrn_source                   'micro focus sealed tube'
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_exptl_crystal_description       prism
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_refine_ls_abs_structure_details
;
 Flack x determined using 1168 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(4)
_refine_ls_extinction_coef       0.0071(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         4233
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0506
_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^)+(0.0664P)^2^+0.8965P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1175
_refine_ls_wR_factor_ref         0.1384
_reflns_Friedel_coverage         0.881
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                3072
_reflns_number_total             4233
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc04572f2.cif
_cod_data_source_block           shelx_CCDC3
_cod_depositor_comments
'Adding full bibliography for 7133895--7133899.cif.'
_cod_database_code               7133898
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.923
_shelx_estimated_absorpt_t_max   0.984
_shelx_res_checksum              88562
_shelx_hkl_checksum              22329