Heterogeneous catalysis for the tandem cyclisation of unsaturated alcohols
Seijo, Lorenzo; Ondet, Pierrick; Olivero, Sandra; Duñach, Elisabet; New Journal of Chemistry 44 (2020) 10479–10483; doi:10.1039/D0NJ01857K

data_1558158
_publ_section_title
;
 Heterogeneous catalysis for the tandem cyclisation of unsaturated
 alcohols
;
_journal_issue                   25
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10479
_journal_page_last               10483
_journal_paper_doi               10.1039/D0NJ01857K
_journal_volume                  44
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C20 H28 O2'
_chemical_formula_sum            'C20 H28 O2'
_chemical_formula_weight         300.42
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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Olex2 1.2
(compiled 2016.02.16 svn.r3265 for OlexSys, GUI svn.r5155)
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_audit_update_record
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2020-01-20 deposited with the CCDC.	2020-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5365(3)
_cell_length_b                   12.2999(3)
_cell_length_c                   16.4480(5)
_cell_measurement_reflns_used    3066
_cell_measurement_temperature    293
_cell_measurement_theta_max      65.1860
_cell_measurement_theta_min      4.4660
_cell_volume                     1727.01(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
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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)
;
_computing_data_reduction
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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)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
  1 omega   24.00   86.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       97.5141  -30.0000  -30.0000 62

  2 omega  105.00  159.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       97.5141   99.0000  -28.0000 54

  3 omega  101.00  163.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       97.5141  111.0000  -60.0000 62

  4 omega  100.00  142.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       97.5141  111.0000 -150.0000 42

  5 omega   78.00  138.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       97.5141  178.0000 -120.0000 60

  6 omega  101.00  171.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       97.5141  111.0000    0.0000 70

  7 omega   69.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.3326  178.0000 -120.0000 39

  8 omega   63.00  162.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       97.5141   45.0000  150.0000 99

  9 omega -118.00  -91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.3326  -99.0000 -120.0000 27

 10 omega -121.00    8.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.3326  -38.0000  120.0000 129

 11 omega -125.00 -100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.3326  -99.0000  150.0000 25

 12 omega -122.00  -97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.3326  -99.0000   60.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_UB_11      -0.1597793000
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_diffrn_orient_matrix_UB_13      -0.0126936000
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_diffrn_orient_matrix_UB_22      -0.0434634000
_diffrn_orient_matrix_UB_23      0.0877046000
_diffrn_orient_matrix_UB_31      -0.0837877000
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_diffrn_orient_matrix_UB_33      0.0303556000
_diffrn_radiation_monochromator  mirror
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_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.937
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_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5166
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_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         65.262
_diffrn_reflns_theta_min         4.489
_diffrn_source                   'sealed X-ray tube'
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_exptl_absorpt_coefficient_mu    0.562
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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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
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_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform'
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_refine_diff_density_min         -0.144
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_refine_ls_abs_structure_details
;
 Flack x determined using 1110 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.36(11)
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2898
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0581P)^2^+0.1381P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1076
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_reflns_Friedel_fraction_max     0.970
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_cod_data_source_file            d0nj01857k2.cif
_cod_data_source_block           po471f1
_cod_depositor_comments
;Adding full bibliography for 1558158.cif.

 Adding full bibliography for 1558158.cif.
;
_cod_database_code               1558158
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'c20 h28 o2'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     62.30
_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:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11)
2.d Idealised Me refined with riding coordinates:
 C20(H20A,H20B,H20C)
2.e Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'