A pseudopericyclic [3,5]-sigmatropic rearrangement of a coumarin trichloroacetimidate derivative.
Rajale, Trideep; Sharma, Shikha; Unruh, Daniel K.; Stroud, Daniel A.; Birney, David M.; Organic & biomolecular chemistry 16 (2018) 874–879; doi:10.1039/c7ob02335a

data_7155949
_publ_section_title
;
 A pseudopericyclic [3,5]-sigmatropic rearrangement of a coumarin
 trichloroacetimidate derivative.
;
_journal_issue                   6
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              874
_journal_page_last               879
_journal_paper_doi               10.1039/c7ob02335a
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         'C14 H9 N O3, 0.88(C D Cl3), 0.12(C H2 Cl2)'
_chemical_formula_sum            'C15 H10.25 Cl5.88 D0.88 N O3'
_chemical_formula_weight         462.52
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_space_group_name_H-M_alt        'P 1 21/c 1'
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_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
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_audit_update_record
;
2017-08-09 deposited with the CCDC.
2017-10-26 downloaded from the CCDC.
;
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_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
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_diffrn_measurement_device_type  'Bruker APEX-II CCD'
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_diffrn_radiation_monochromator  graphite
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_exptl_absorpt_coefficient_mu    0.929
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_exptl_absorpt_correction_T_min  0.6721
_exptl_absorpt_correction_type   multi-scan
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_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: deuterated chloroform, dichloromethane'
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_refine_diff_density_max         0.471
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_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         4409
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0279
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0365P)^2^+1.0754P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0731
_reflns_number_gt                3893
_reflns_number_total             4409
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ob02335a2.cif
_cod_data_source_block           bir16_01
_cod_depositor_comments          'Adding full bibliography for 7155949.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7155949
_shelx_estimated_absorpt_t_min   0.755
_shelx_estimated_absorpt_t_max   0.946
_shelx_res_checksum              85377