Oxadendralenes in asymmetric organocatalysis for the construction of tetrahydroisochromenes
Hammer, Niels; Leth, Lars A.; Stiller, Julian; Jensen, Magnus E.; Jørgensen, Karl Anker; Chem. Sci. 7 (2016) 3649–; doi:10.1039/C6SC00185H

data_1542523
_publ_section_title
;
 Oxadendralenes in asymmetric organocatalysis for the construction of
 tetrahydroisochromenes
;
_journal_issue                   6
_journal_name_full               'Chem. Sci.'
_journal_page_first              3649
_journal_paper_doi               10.1039/C6SC00185H
_journal_volume                  7
_journal_year                    2016
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C22 H28 O3'
_chemical_formula_sum            'C22 H28 O3'
_chemical_formula_weight         340.47
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             2015-02-22
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Olex2 1.2
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2015-06-07 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_c                   23.8774(19)
_cell_measurement_reflns_used    1134
_cell_measurement_temperature    100.0(2)
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_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_diffrn_ambient_environment      N~2~
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_diffrn_detector_area_resol_mean 10.3590
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_diffrn_measured_fraction_theta_full 0.8311
_diffrn_measured_fraction_theta_max 0.8311
_diffrn_measurement_details
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  1 omega  -34.00  103.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       12.2354   38.0000  -60.0000 137

  2 omega  -89.00  -35.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       12.2354 -178.0000 -180.0000 54

  3 omega  -20.00    5.00   1.0000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       12.2354  -99.0000  -90.0000 25
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_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.077
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
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Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
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'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.9(15)
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_refine_ls_restrained_S_all      1.0032
_refine_ls_R_factor_all          0.1427
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_refine_ls_shift/su_max          0.0000
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_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0354P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_reflns_limit_l_max              29
_reflns_limit_l_min              -28
_reflns_number_gt                1813
_reflns_number_total             3091
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c6sc00185h2.cif
_cod_data_source_block           2014_12_16
_cod_depositor_comments
'Adding full bibliography for 1542521--1542526.cif.'
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               1542523
_chemical_oxdiff_formula         'C22 H28 O3'
_reflns_odcompleteness_completeness 85.38
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.17
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C12(H12), C4(H4), C6(H6), C3(H3), C19(H19), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C15(H15), C14(H14), C8(H8), C11(H11), C16(H16), C9(H9), C17(H17)
2.d Idealised Me refined as rotating group:
 C21(H21a,H21b,H21c), C22(H22a,H22b,H22c), C1(H1a,H1b,H1c), C5(H5a,H5b,H5c)
;
_olex2_submission_special_instructions 'No special instructions were received'