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_1560076
_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 Co N2 O6'
_chemical_formula_sum            'C23 H27 Co N2 O6'
_chemical_formula_weight         486.39
_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             2020-10-23
_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                 96.7450(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.99960(10)
_cell_length_b                   12.8364(2)
_cell_length_c                   19.0472(3)
_cell_measurement_reflns_used    5906
_cell_measurement_temperature    150.00(16)
_cell_measurement_theta_max      76.0760
_cell_measurement_theta_min      4.1230
_cell_volume                     2185.15(5)
_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      150.00(16)
_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    -88.00  41.00   1.00    1.00    --  -42.66   0.00 -60.00  129
  2  \w    -15.00  23.00   1.00    1.00    --  -42.66  38.00 150.00   38
  3  \w     82.00 129.00   1.00    1.00    --   42.66 178.00-150.00   47
  4  \w     43.00  69.00   1.00    5.00    --  111.00 -30.00 -60.00   26
  5  \w    143.00 169.00   1.00    5.00    --  111.00 125.00-120.00   26
  6  \w     31.00  70.00   1.00    5.00    --  111.00 -95.00  90.00   39
  7  \w     94.00 136.00   1.00    5.00    --  111.00 125.00-120.00   42
  8  \w    143.00 173.00   1.00    5.00    --  111.00 125.00-180.00   30
  9  \w     62.00  90.00   1.00    5.00    --  111.00 -45.00 120.00   28
 10  \w     87.00 152.00   1.00    5.00    --  111.00  45.00-180.00   65
 11  \w     45.00  95.00   1.00    5.00    --  111.00 -45.00  60.00   50
 12  \w     44.00  91.00   1.00    5.00    --  111.00 -45.00 -60.00   47
 13  \w     94.00 130.00   1.00    5.00    --  111.00 125.00-180.00   36
 14  \w     75.00 100.00   1.00    5.00    --  111.00 -95.00  90.00   25
 15  \w     76.00 105.00   1.00    5.00    --  111.00 -95.00 -90.00   29
 16  \w     61.00  86.00   1.00    5.00    --  111.00 -61.00 120.00   25
 17  \w     89.00 129.00   1.00    5.00    --  111.00 -61.00 120.00   40
 18  \w     65.00 116.00   1.00    5.00    --  111.00-125.00 -60.00   51
 19  \w     81.00 112.00   1.00    5.00    --  111.00  77.00  30.00   31
 20  \w    140.00 178.00   1.00    5.00    --  111.00  77.00  30.00   38
 21  \w     40.00  89.00   1.00    5.00    --  111.00 -30.00 150.00   49
;
_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      0.0206755000
_diffrn_orient_matrix_UB_12      -0.0076989000
_diffrn_orient_matrix_UB_13      -0.0790104000
_diffrn_orient_matrix_UB_21      -0.0856226000
_diffrn_orient_matrix_UB_22      -0.1041334000
_diffrn_orient_matrix_UB_23      -0.0051134000
_diffrn_orient_matrix_UB_31      -0.1481238000
_diffrn_orient_matrix_UB_32      0.0591115000
_diffrn_orient_matrix_UB_33      -0.0192828000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12050
_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         76.271
_diffrn_reflns_theta_min         4.162
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.527
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50275
_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 dark brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.386
_exptl_crystal_size_mid          0.223
_exptl_crystal_size_min          0.191
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4529
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0337
_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^)+(0.0443P)^2^+0.5446P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0830
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4158
_reflns_number_total             4529
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cy02164d2.cif
_cod_data_source_block           027ap19
_cod_depositor_comments
'Adding full bibliography for 1560075--1560077.cif.'
_cod_database_code               1560076
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C25 H35 N2 O6 Co1'
_shelx_estimated_absorpt_t_max   0.369
_shelx_estimated_absorpt_t_min   0.187
_reflns_odcompleteness_completeness 99.89
_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:
 C00E(H00A,H00C), C00H(H00D,H00E)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00N(H00N),
 C00O(H00O), C00R(H00R)
2.c Idealised Me refined as rotating group:
 C00S(H00F,H00G,H00H), C00T(H00M,H00P,H00Q), C00U(H00S,H00T,H00U), C00V(H00V,
 H00W,H00X), C00W(H00Y,H,HA)
;
_shelx_res_checksum              12456
_olex2_submission_original_sample_id 027AP19
_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 1.484
_oxdiff_exptl_absorpt_empirical_full_min 0.767