6Pi e- versus 8pi e- electrocyclization of 1-aryl- and heteroaryl-substituted (1Z,3Z)-1,3,5-hexatrienes: a matter of aromaticity.
García-Rubín, Silvia; Varela, Jesús A; Castedo, Luis; Saá, Carlos; Organic letters 11 (2009) 983–986; doi:10.1021/ol802925q

data_1503795
_publ_section_title
;
 6Pi e- versus 8pi e- electrocyclization of 1-aryl- and
 heteroaryl-substituted (1Z,3Z)-1,3,5-hexatrienes: a matter of
 aromaticity.
;
_journal_issue                   4
_journal_name_full               'Organic letters'
_journal_page_first              983
_journal_page_last               986
_journal_paper_doi               10.1021/ol802925q
_journal_volume                  11
_journal_year                    2009
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_chemical_formula_moiety         'C27 H31 N1 O6'
_chemical_formula_sum            'C27 H31 N O6'
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_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
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_atom_sites_solution_secondary   difmap
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_audit_creation_date             2007-05-24T11:29:38-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 91.613(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7621(9)
_cell_length_b                   10.3023(7)
_cell_length_c                   18.3961(14)
_cell_measurement_reflns_used    943
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      25.56
_cell_measurement_theta_min      2.97
_cell_measurement_wavelength     0.71073
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_computing_cell_refinement       'BRUKER SAINT'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
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_computing_structure_solution    'SIR97  (Giacovazzo et all, 1999)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device_type  'Smart-CCD-1000 BRUKER'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
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_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
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_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         1.6
_exptl_absorpt_coefficient_mu    0.09
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_exptl_absorpt_correction_T_min  0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         4763
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0445
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0666P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1166
_refine_ls_wR_factor_ref         0.1279
_reflns_number_gt                3150
_reflns_number_total             4763
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol802925q_si_003.cif
_cod_data_source_block           cs02su1n
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1503795