Ortho-vanillin derived Al(iii) and Co(iii) catalyst systems for switchable catalysis using ε-decalactone, phthalic anhydride and cyclohexene oxide
Diment, Wilfred T.; Stößer, Tim; Kerr, Ryan W. F.; Phanopoulos, Andreas; Durr, Christopher B.; Williams, Charlotte K.; Catalysis Science & Technology 11 (2021) 1737–1745; doi:10.1039/D0CY02164D

data_1560075
_publ_section_title
;
 Ortho-vanillin derived Al(iii) and Co(iii) catalyst systems for
 switchable catalysis using \e-decalactone, phthalic anhydride and
 cyclohexene oxide
;
_journal_issue                   5
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              1737
_journal_page_last               1745
_journal_paper_doi               10.1039/D0CY02164D
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C23 H27 Al N2 O6'
_chemical_formula_sum            'C23 H27 Al N2 O6'
_chemical_formula_weight         454.44
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-11-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-11-02 deposited with the CCDC.	2020-12-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.6150(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.99580(10)
_cell_length_b                   12.88180(10)
_cell_length_c                   19.2304(2)
_cell_measurement_reflns_used    13320
_cell_measurement_temperature    150.01(15)
_cell_measurement_theta_max      76.0720
_cell_measurement_theta_min      4.0910
_cell_volume                     2213.62(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4102
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -49.00  29.00   1.00    1.00    --  -42.66  38.00-180.00   78
  2  \w    -73.00  30.00   1.00    1.00    --  -42.66  77.00 -90.00  103
  3  \w    -43.00  -1.00   1.00    1.00    --  -42.66  38.00  60.00   42
  4  \w     91.00 117.00   1.00    1.00    --   42.66 164.00  99.00   26
  5  \w     40.00  88.00   1.00    4.00    --  111.00 -30.00  60.00   48
  6  \w     56.00  88.00   1.00    4.00    --  111.00 -45.00-180.00   32
  7  \w     68.00 100.00   1.00    4.00    --  111.00 -95.00-120.00   32
  8  \w     92.00 118.00   1.00    4.00    --  111.00-125.00 -90.00   26
  9  \w     40.00  93.00   1.00    4.00    --  111.00 -45.00 -90.00   53
 10  \w     50.00  98.00   1.00    4.00    --  111.00 -45.00  30.00   48
 11  \w     94.00 133.00   1.00    4.00    --  111.00 125.00  90.00   39
 12  \w    142.00 169.00   1.00    4.00    --  111.00 125.00  90.00   27
 13  \w    105.00 170.00   1.00    4.00    --  111.00 125.00 -30.00   65
 14  \w     78.00 103.00   1.00    4.00    --  111.00-116.00-136.00   25
 15  \w     48.00  74.00   1.00    4.00    --  111.00-116.00-136.00   26
 16  \w     56.00 105.00   1.00    4.00    --  111.00 -95.00 -60.00   49
 17  \w     91.00 142.00   1.00    4.00    --  111.00  30.00  90.00   51
 18  \w     62.00  90.00   1.00    4.00    --  111.00 -30.00-150.00   28
 19  \w     46.00  82.00   1.00    4.00    --  111.00 -45.00-150.00   36
 20  \w    100.00 155.00   1.00    4.00    --  111.00  77.00 -30.00   55
 21  \w    -21.00  12.00   1.00    1.00    --  -42.66  38.00-120.00   33
 22  \w    -27.00  29.00   1.00    1.00    --  -42.66  38.00  90.00   56
 23  \w    104.00 129.00   1.00    1.00    --   42.66 178.00  30.00   25
 24  \w     73.00 129.00   1.00    1.00    --   42.66 178.00-120.00   56
 25  \w     64.00  91.00   1.00    1.00    --   42.66 178.00  30.00   27
 26  \w     40.00  67.00   1.00    4.00    --  111.00-125.00 150.00   27
 27  \w     70.00 118.00   1.00    4.00    --  111.00-125.00  60.00   48
 28  \w     47.00  96.00   1.00    4.00    --  111.00-125.00-150.00   49
 29  \w     56.00  88.00   1.00    4.00    --  111.00 -30.00 -60.00   32
 30  \w     88.00 113.00   1.00    4.00    --  111.00  45.00  60.00   25
 31  \w     52.00  95.00   1.00    4.00    --  111.00 -61.00  30.00   43
 32  \w    115.00 177.00   1.00    4.00    --  111.00  45.00 -60.00   62
 33  \w    140.00 166.00   1.00    4.00    --  111.00  30.00 -90.00   26
 34  \w    148.00 174.00   1.00    4.00    --  111.00  30.00-150.00   26
 35  \w     52.00  78.00   1.00    4.00    --  111.00-125.00  90.00   26
 36  \w     82.00 118.00   1.00    4.00    --  111.00-125.00 150.00   36
 37  \w     79.00 118.00   1.00    4.00    --  111.00-125.00  90.00   39
 38  \w    144.00 170.00   1.00    4.00    --  111.00 125.00 120.00   26
 39  \w     94.00 120.00   1.00    4.00    --  111.00  30.00-150.00   26
 40  \w    146.00 173.00   1.00    4.00    --  111.00  45.00  60.00   27
 41  \w    102.00 130.00   1.00    4.00    --  111.00  30.00 -90.00   28
 42  \w     67.00 118.00   1.00    4.00    --  111.00-125.00-180.00   51
 43  \w    121.00 178.00   1.00    4.00    --  111.00  61.00   0.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1722389000
_diffrn_orient_matrix_UB_12      -0.0052626000
_diffrn_orient_matrix_UB_13      -0.0110979000
_diffrn_orient_matrix_UB_21      0.0080548000
_diffrn_orient_matrix_UB_22      -0.1181102000
_diffrn_orient_matrix_UB_23      -0.0116992000
_diffrn_orient_matrix_UB_31      -0.0028364000
_diffrn_orient_matrix_UB_32      -0.0181932000
_diffrn_orient_matrix_UB_33      0.0789715000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23912
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.264
_diffrn_reflns_theta_min         4.139
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.170
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.261
_exptl_crystal_size_min          0.112
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4605
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0312
_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^)+(0.0434P)^2^+0.6795P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0830
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4294
_reflns_number_total             4605
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cy02164d2.cif
_cod_data_source_block           008rwfk20
_cod_depositor_comments
'Adding full bibliography for 1560075--1560077.cif.'
_cod_database_code               1560075
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C23H27Al1N2O6
_shelx_estimated_absorpt_t_max   0.880
_shelx_estimated_absorpt_t_min   0.728
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C14(H14), C5(H5), C16(H16), C18(H18), C17(H17), C7(H7), C6(H6)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C21(H21A,H21B,H21C), C23(H23A,H23B,
 H23C), C1(H1A,H1B,H1C)
;
_shelx_res_checksum              41269
_ins_header
;
TITL 008RWFK20 in P2(1)/c 
REM P2(1)/c (#14 in standard setting)
CELL 1.54184   8.995782  12.881813  19.230438  90.0000  96.6153  90.0000
ZERR    4.00   0.000100   0.000116   0.000156   0.0000   0.0009   0.0000
LATT  1
SYMM -x, y+1/2,-z+1/2 
SFAC C H N O Al
UNIT 92.00 108.00 8.00 24.00 4.00
TREF
HKLF 4
END
;
_olex2_submission_original_sample_id 008RWFK20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.148
_oxdiff_exptl_absorpt_empirical_full_min 0.878