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_1560077
_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 H29 Al N2 O4'
_chemical_formula_sum            'C23 H29 Al N2 O4'
_chemical_formula_weight         424.46
_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
_audit_creation_date             2020-10-23
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.86900(10)
_cell_length_b                   15.7511(2)
_cell_length_c                   17.6113(3)
_cell_measurement_reflns_used    6530
_cell_measurement_temperature    149.98(18)
_cell_measurement_theta_max      75.7260
_cell_measurement_theta_min      3.7280
_cell_volume                     2182.84(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(18)
_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 0.990
_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     26.00  59.00   1.00    2.00    --   42.66 -19.00  60.00   33
  2  \w    -93.00 -50.00   1.00    2.00    --  -42.66 127.00 101.00   43
  3  \w   -111.00 -24.00   1.00    2.00    --  -42.66 -57.00-150.00   87
  4  \w     47.00  85.00   1.00    2.00    --  111.00 -45.00 150.00   38
  5  \w     38.00  90.00   1.00    2.00    --  111.00 -30.00  90.00   52
  6  \w     58.00 121.00   1.00    2.00    --  111.00-125.00 120.00   63
  7  \w     37.00  73.00   1.00    2.00    --  111.00 -30.00-180.00   36
  8  \w    150.00 176.00   1.00    2.00    --  111.00 125.00 -30.00   26
  9  \w    137.00 174.00   1.00    2.00    --  111.00 127.00 101.00   37
 10  \w    105.00 131.00   1.00    2.00    --  111.00 127.00 101.00   26
 11  \w     94.00 169.00   1.00    2.00    --  111.00 125.00 120.00   75
 12  \w     98.00 124.00   1.00    2.00    --  111.00 125.00 -30.00   26
 13  \w    -23.00  14.00   1.00    2.00    --  -42.66  77.00   0.00   37
 14  \w     46.00  81.00   1.00    2.00    --  111.00 -77.00 -60.00   35
 15  \w    145.00 173.00   1.00    2.00    --  111.00 125.00-150.00   28
 16  \w     86.00 141.00   1.00    2.00    --  111.00  61.00  90.00   55
 17  \w     78.00  99.00   1.00    2.00    --  111.00 -95.00   0.00   21
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0855342000
_diffrn_orient_matrix_UB_12      0.0105132000
_diffrn_orient_matrix_UB_13      -0.0781158000
_diffrn_orient_matrix_UB_21      -0.1756425000
_diffrn_orient_matrix_UB_22      0.0016011000
_diffrn_orient_matrix_UB_23      0.0386889000
_diffrn_orient_matrix_UB_31      0.0121773000
_diffrn_orient_matrix_UB_32      0.0971886000
_diffrn_orient_matrix_UB_33      0.0078605000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9972
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.942
_diffrn_reflns_theta_min         3.765
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43b (Rigaku Oxford Diffraction, 2015)
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    1.292
_exptl_crystal_description       cube
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.166
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Flack x determined using 1541 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         4237
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.4573P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.0980
_reflns_Friedel_coverage         0.644
_reflns_Friedel_fraction_full    0.884
_reflns_Friedel_fraction_max     0.848
_reflns_number_gt                4049
_reflns_number_total             4237
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cy02164d2.cif
_cod_data_source_block           062ckw17
_cod_depositor_comments
'Adding full bibliography for 1560075--1560077.cif.'
_cod_database_code               1560077
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Al1 C23 H29 N2 O4'
_shelx_estimated_absorpt_t_max   0.842
_shelx_estimated_absorpt_t_min   0.782
_reflns_odcompleteness_completeness 99.92
_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), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C14(H14), C16(H16), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C21(H21A,H21B,
 H21C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              22465
_ins_header
;
TITL 062ckw17 in P2(1)2(1)2(1) 
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 1.54184   7.868963  15.751133  17.611285  90.0000  90.0000  90.0000
ZERR    4.00   0.000138   0.000208   0.000267   0.0000   0.0000   0.0000
LATT -1
SYMM -x+1/2,-y, z+1/2 
SYMM -x, y+1/2,-z+1/2 
SYMM  x+1/2,-y+1/2,-z 
SFAC C H N O Al
UNIT 92.00 116.00 8.00 16.00 4.00
TREF
HKLF 4
END
;
_olex2_submission_original_sample_id 062ckw17
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.269
_oxdiff_exptl_absorpt_empirical_full_min 0.806