Aerobic oxygenation of α-methylene ketones under visible-light catalysed by a CeNi<sub>3</sub> complex with a macrocyclic tris(salen)-ligand.
Nagae, Haruki; Sakamoto, Kazutaka; Fujiwara, Sakiko; Schindler, Tobias; Kon, Yoshihiro; Sato, Kazuhiko; Okuda, Jun; Mashima, Kazushi; Chemical communications (Cambridge, England) 57 (2021) 11169–11172; doi:10.1039/d1cc04540g

data_7129011
_publ_section_title
;
 Aerobic oxygenation of \a-methylene ketones under visible-light catalysed
 by a CeNi<sub>3</sub> complex with a macrocyclic tris(salen)-ligand.
;
_journal_issue                   85
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11169
_journal_page_last               11172
_journal_paper_doi               10.1039/d1cc04540g
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C46 H45 Ce N6 Ni3 O10, H2 O'
_chemical_formula_sum            'C46 H47.9 Ce N6 Ni3 O11'
_chemical_formula_weight         1177.05
_chemical_melting_point_gt       573
_chemical_name_common            1CeNi
_chemical_name_systematic        CeNiL(OAc)3
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_update_record
;
2021-08-16 deposited with the CCDC.	2021-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                63.591(8)
_cell_angle_beta                 80.604(13)
_cell_angle_gamma                87.018(14)
_cell_formula_units_Z            2
_cell_length_a                   8.5388(15)
_cell_length_b                   17.266(3)
_cell_length_c                   18.085(2)
_cell_measurement_reflns_used    2699
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.06
_cell_volume                     2355.4(7)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  Rigaku_XtaLAB_P200_007
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1765
_diffrn_reflns_av_unetI/netI     0.1122
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            99729
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_min         3.053
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_exptl_absorpt_coefficient_mu    2.194
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.8131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ABSCOR(Rigaku,1995)
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_description       needle
_exptl_crystal_F_000             1192
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol / Et2O'
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.862
_refine_diff_density_min         -1.091
_refine_diff_density_rms         0.154
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     654
_refine_ls_number_reflns         10809
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0570
_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^)+(0.0726P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1379
_refine_ls_wR_factor_ref         0.1460
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7301
_reflns_number_total             10809
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc04540g2.cif
_cod_data_source_block           1CeNi
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_chemical_melting_point' was changed to
'_chemical_melting_point_gt' since the value was specified as 'more
than' ('>') a certain temperature.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7129011--7129013.cif.
;
_cod_original_formula_sum        'C46 H47.90 Ce N6 Ni3 O11'
_cod_database_code               7129011
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.827
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H3B,H3AA,H3AB} of C3, All C(H,H) groups, All C(H,H,H,H)
  groups
 At 1.5 times of:
  All O(H,H) groups, {H50A,H50B,H50C} of C49, {H52A,H52B,H52C} of C51
2. Others
 Fixed Sof: H17(0.5) H17A(0.5) H22A(0.5) H22B(0.5) H22C(0.5) H22D(0.5)
 H38C(0.5) H38D(0.5) H38A(0.5) H38B(0.5) H3B(0.5) H3AA(0.5) H3AB(0.5) H6BC(0.5)
 H6BD(0.5) H6AA(0.5) H6AB(0.5) C22(0.5) H23(0.5) C38(0.5) H39(0.5) H35A(0.5)
 H35(0.5) H33A(0.5) H33(0.5) C35(0.5) H36(0.5) C7(0.5) H7(0.5) C23(0.5)
 H24(0.5) C39(0.5) H40(0.5) C8(0.5) H8(0.5) C36(0.5) H37(0.5) C4(0.5) H4(0.5)
 C5(0.5) H5A(0.5) H5B(0.5) H1B(0.5) H1A(0.5)
3.a Free rotating group:
 O11(H11A,H11B)
3.b Ternary CH refined with riding coordinates:
 C17(H17), C17(H17A), C22(H23), C38(H39), C32(H33A), C32(H33), C7(H7),
 C23(H24), C39(H40), C8(H8), C1(H1B), C1(H1A)
3.c Secondary CH2 refined with riding coordinates:
 C33(H34A,H34B), C19(H19A,H19B), C18(H18A,H18B), C21(H22A,H22B), C21(H22C,
 H22D), C37(H38C,H38D), C37(H38A,H38B), C3(H3AA,H3AB), C6(H6BC,H6BD), C6(H6AA,
 H6AB), C20(H20A,H20B), C5(H5A,H5B), C2(H2A,H2B)
3.d Aromatic/amide H refined with riding coordinates:
 C27(H28), C13(H13), C16(H16), C24(H25), C31(H32), C44(H45), C28(H29),
 C47(H48), C43(H44), C40(H41), C12(H12), C9(H9), C3(H3B), C34(H35A), C34(H35),
 C35(H36), C36(H37), C4(H4)
3.e Idealised Me refined as rotating group:
 C49(H50A,H50B,H50C), C51(H52A,H52B,H52C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              16759
_shelx_hkl_checksum              58553
_shelx_fab_checksum              49053
_platon_squeeze_void_probe_radius 1.20
_olex2_exptl_crystal_mounting_method loop
_olex2_submission_original_sample_id SKM2029
_olex2_submission_special_instructions 'No special instructions were received'