Distorted copper(ii) radicals with sterically hindered salens: electronic structure and aerobic oxidation of alcohols.
Kunert, R.; Philouze, C.; Berthiol, F.; Jarjayes, O.; Storr, T.; Thomas, F.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 12990–13002; doi:10.1039/d0dt02524k

data_7705392
_publ_section_title
;
 Distorted copper(ii) radicals with sterically hindered salens: electronic
 structure and aerobic oxidation of alcohols.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12990
_journal_page_last               13002
_journal_paper_doi               10.1039/d0dt02524k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         '2(C19 H30 N O)'
_chemical_formula_sum            'C38 H60 N2 O2'
_chemical_formula_weight         576.88
_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   geom
_audit_creation_date             2020-07-06
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_audit_update_record
;
2020-07-07 deposited with the CCDC.	2020-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                76.67(3)
_cell_angle_beta                 83.43(3)
_cell_angle_gamma                80.89(3)
_cell_formula_units_Z            2
_cell_length_a                   10.267(2)
_cell_length_b                   11.826(2)
_cell_length_c                   15.541(3)
_cell_measurement_reflns_used    34614
_cell_measurement_temperature    200
_cell_measurement_theta_max      68.006
_cell_measurement_theta_min      3.878
_cell_volume                     1807.0(6)
_computing_cell_refinement       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            KappaCCD
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device       '\k-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  'Bruker-AXS-Nonius kappaCCD'
_diffrn_measurement_method       'Phi and omega scans'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            34614
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.006
_diffrn_reflns_theta_min         3.878
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_source_target            Cu
_diffrn_source_type              'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.488
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.714399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0477 before and 0.0292 after correction.
The Ratio of minimum to maximum transmission is 0.7144.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.060
_exptl_crystal_description       needle
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.71
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         6303
_refine_ls_number_restraints     150
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0679P)^2^+0.5145P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1179
_refine_ls_wR_factor_ref         0.1314
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5198
_reflns_number_total             6303
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt02524k2.cif
_cod_data_source_block           sad_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7705390--7705397.cif.'
_cod_original_cell_volume        1807.0(7)
_cod_database_code               7705392
_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, All O(H) groups
2. Restrained distances
 C14C-C12A
 1.53 with sigma of 0.02
 C14A-C12A
 1.53 with sigma of 0.02
 C12A-C13C
 1.53 with sigma of 0.02
 C15C-C12A
 1.53 with sigma of 0.02
 C15A-C12A
 1.53 with sigma of 0.02
 C12A-C13A
 1.53 with sigma of 0.02
 C13D-C12B
 1.53 with sigma of 0.02
 C13B-C12B
 1.53 with sigma of 0.02
 C15B-C12B
 1.53 with sigma of 0.02
 C15D-C12B
 1.53 with sigma of 0.02
 C12B-C14B
 1.53 with sigma of 0.02
 C12B-C14D
 1.53 with sigma of 0.02
3. Rigid bond restraints
 C14C, C14A, C13C, C13A, C15C, C15A, C12A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C13B, C13D, C15B, C15D, C12B, C14B, C14D
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C15A \\sim C14C \\sim C14A \\sim C13C \\sim C13A \\sim C15C \\sim C12A: within
1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
C13D \\sim C13B \\sim C15B \\sim C15D \\sim C14B \\sim C14D \\sim C12B: within
1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
5. Others
 Sof(C13C)=Sof(H13J)=Sof(H13K)=Sof(H13L)=Sof(C14C)=Sof(H14J)=Sof(H14K)=
 Sof(H14L)=Sof(C15C)=Sof(H15J)=Sof(H15K)=Sof(H15L)=1-FVAR(1)
 Sof(C14A)=Sof(H14G)=Sof(H14H)=Sof(H14I)=Sof(C13A)=Sof(H13G)=Sof(H13H)=
 Sof(H13I)=Sof(C15A)=Sof(H15G)=Sof(H15H)=Sof(H15I)=FVAR(1)
 Sof(C15D)=Sof(H15A)=Sof(H15B)=Sof(H15C)=Sof(C14D)=Sof(H14A)=Sof(H14B)=
 Sof(H14C)=Sof(C13D)=Sof(H13A)=Sof(H13B)=Sof(H13C)=1-FVAR(2)
 Sof(C13B)=Sof(H13D)=Sof(H13E)=Sof(H13F)=Sof(C15B)=Sof(H15D)=Sof(H15E)=
 Sof(H15F)=Sof(C14B)=Sof(H14D)=Sof(H14E)=Sof(H14F)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C19B(H19A,H19B), C19A(H19C,H19D)
6.b Aromatic/amide H refined with riding coordinates:
 C7B(H7B), C3A(H3A), C5A(H5A), C3B(H3B), C7A(H7A), C5B(H5B)
6.c Idealised Me refined as rotating group:
 C17B(H17A,H17B,H17C), C11B(H11A,H11B,H11C), C18B(H18A,H18B,H18C), C9B(H9BA,
 H9BB,H9BC), C11A(H11D,H11E,H11F), C17A(H17D,H17E,H17F), C18A(H18D,H18E,H18F),
 C10B(H10A,H10B,H10C), C10A(H10D,H10E,H10F), C15D(H15A,H15B,H15C), C14D(H14A,
 H14B,H14C), C13D(H13A,H13B,H13C), C9A(H9AA,H9AB,H9AC), C14A(H14G,H14H,H14I),
 C13A(H13G,H13H,H13I), C15A(H15G,H15H,H15I), C13C(H13J,H13K,H13L), C14C(H14J,
 H14K,H14L), C15C(H15J,H15K,H15L), C13B(H13D,H13E,H13F), C15B(H15D,H15E,H15F),
 C14B(H14D,H14E,H14F)
6.d Idealised tetrahedral OH refined as rotating group:
 O1B(H1B), O1A(H1A)
;
_shelx_res_checksum              53308
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'