Aerobic Dimerization of Ethyl 4-Thienyl-3-ketobutanoate toward a Modifiable Photochromic Diarylethene Precursor.
Lvov, Andrey G.; Milevsky, Nikita A.; Yanina, Anna M.; Kachala, Vadim V.; Shirinian, Valerii Z.; Organic letters 19 (2017) 4395–4398; doi:10.1021/acs.orglett.7b02143

data_1547080
_publ_section_title
;
 Aerobic Dimerization of Ethyl 4-Thienyl-3-ketobutanoate toward a
 Modifiable Photochromic Diarylethene Precursor.
;
_journal_issue                   16
_journal_name_full               'Organic letters'
_journal_page_first              4395
_journal_page_last               4398
_journal_paper_doi               10.1021/acs.orglett.7b02143
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C19 H22 O2 S2'
_chemical_formula_sum            'C19 H22 O2 S2'
_chemical_formula_weight         346.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 100.234(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.401(3)
_cell_length_b                   9.001(2)
_cell_length_c                   17.228(5)
_cell_measurement_reflns_used    1350
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.23
_cell_measurement_theta_min      3
_cell_volume                     1739.8(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector''
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0677
_diffrn_reflns_av_unetI/netI     0.0810
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11141
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         2.403
_exptl_absorpt_coefficient_mu    0.313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       prism
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.190
_exptl_transmission_factor_max   0.943
_exptl_transmission_factor_min   0.909
_refine_diff_density_max         0.586
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         4197
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0599
_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^)+(0.0715P)^2^+1.4345P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1459
_refine_ls_wR_factor_ref         0.1641
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2897
_reflns_number_total             4197
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ol7b02143_si_001.cif
_cod_data_source_block           2
_cod_original_cell_volume        1739.9(8)
_cod_database_code               1547080
_shelx_estimated_absorpt_t_min   0.909
_shelx_estimated_absorpt_t_max   0.943
_shelxl_version_number           2014/6
_shelx_res_checksum              81894
_shelx_hkl_checksum              34398