Reductive Bis-addition of Aromatic Aldehydes to α,β-Unsaturated Esters via the Use of Sm/Cu(I) in Air: A Route to the Construction of Furofuran Lignans.
Liu, Yongjun; Tian, Guang; Li, Jingjing; Qi, Yan; Wen, Yonghong; Du, Feng; The Journal of organic chemistry 82 (2017) 5932–5939; doi:10.1021/acs.joc.7b00278

data_4037481
_publ_section_title
;
 Reductive Bis-addition of Aromatic Aldehydes to \a,\b-Unsaturated Esters
 via the Use of Sm/Cu(I) in Air: A Route to the Construction of Furofuran
 Lignans.
;
_journal_issue                   11
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5932
_journal_page_last               5939
_journal_paper_doi               10.1021/acs.joc.7b00278
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C22 H22 O4'
_chemical_formula_sum            'C22 H22 O4'
_chemical_formula_weight         350.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
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Olex2 1.2-beta
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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;
  1 omega  -29.00    6.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5055  -38.0000   60.0000 35

  2 omega   36.00   97.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega   11.00   54.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
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  4 omega  -37.00   54.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867  -77.0000 -150.0000 91
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_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0082588000
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_diffrn_orient_matrix_UB_13      0.0243905000
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_diffrn_orient_matrix_UB_32      -0.0839528000
_diffrn_orient_matrix_UB_33      0.0102330000
_diffrn_radiation_monochromator  mirror
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_diffrn_reflns_av_unetI/netI     0.0499
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_diffrn_reflns_limit_l_min       -31
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.993
_diffrn_reflns_theta_min         3.283
_diffrn_source                   'SuperNova (Mo) X-ray Source'
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_exptl_absorpt_correction_T_min  0.74300
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour
;
;
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_description
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         3574
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_refine_ls_structure_factor_coef Fsqd
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;
 w=1/[\s^2^(Fo^2^)+(0.0396P)^2^+2.4937P]
 where P=(Fo^2^+2Fc^2^)/3
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_cod_data_source_file            jo7b00278_si_002.cif
_cod_data_source_block           Compound_7b
_cod_database_code               4037481
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_chemical_oxdiff_formula         'C H O N'
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
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 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C12(H12)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5), C14(H14), C15(H15), C18(H18)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C)
;
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_olex2_date_sample_data_collection 2017-04-05
_olex2_submission_special_instructions 'No special instructions were received'