A <i>cis</i>-β-iron(III) SALPN catalyst for hydrogen atom transfer reductions and olefin cross couplings.
Ricca, Michael; Yao, Shaolei; Le, Tommy; White, Jonathan M.; Donnelly, Paul S.; Rizzacasa, Mark A.; Organic & biomolecular chemistry 21 (2023) 6789–6793; doi:10.1039/d3ob01085f

data_7159512
_publ_section_title
;
 A <i>cis</i>-&#x3b2;-iron(III) SALPN catalyst for hydrogen atom transfer
 reductions and olefin cross couplings.
;
_journal_issue                   33
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6789
_journal_page_last               6793
_journal_paper_doi               10.1039/d3ob01085f
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C13 H22 O'
_chemical_formula_sum            'C13 H22 O'
_chemical_formula_weight         194.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-09-03
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-09-05 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.041(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.31970(10)
_cell_length_b                   7.14910(10)
_cell_length_c                   10.9080(2)
_cell_measurement_reflns_used    8508
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      78.4450
_cell_measurement_theta_min      4.0730
_cell_volume                     567.638(15)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_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     47.00 110.00   0.50    0.07    --   47.56-149.00-104.00  126
  2  \w     47.00 129.00   0.50    0.29    --  113.25-149.00-104.00  164
  3  \w     42.00 111.00   0.50    0.29    --  113.25-125.00   0.00  138
  4  \w     42.00 111.00   0.50    0.29    --  113.25-125.00  30.00  138
  5  \w     42.00 110.00   0.50    0.29    --  113.25-123.00  58.00  136
  6  \w     42.00 111.00   0.50    0.29    --  113.25-125.00 150.00  138
  7  \w     33.00  94.00   0.50    0.07    --   47.56-123.00  58.00  122
  8  \w     42.00 106.00   0.50    0.29    --  113.25 -94.00-120.00  128
  9  \w     42.00 106.00   0.50    0.29    --  113.25 -94.00 -60.00  128
 10  \w     42.00  69.00   0.50    0.29    --  113.25 -61.00  30.00   54
 11  \w     42.00 136.00   0.50    0.29    --  113.25 -77.00  30.00  188
 12  \w     42.00  69.00   0.50    0.29    --  113.25 -61.00-150.00   54
 13  \w     42.00  69.00   0.50    0.29    --  113.25 -61.00-120.00   54
 14  \w     42.00  69.00   0.50    0.29    --  113.25 -61.00  60.00   54
 15  \w     42.00  69.00   0.50    0.29    --  113.25 -61.00 120.00   54
 16  \w     96.00 178.00   0.50    0.29    --  113.25 123.00 138.00  164
 17  \w     79.00 167.00   0.50    0.29    --  113.25 149.00 -57.00  176
 18  \w    110.00 178.00   0.50    0.29    --  113.25  77.00 -60.00  136
 19  \w    101.00 178.00   0.50    0.29    --  113.25  45.00   0.00  154
 20  \w     35.00 121.00   0.50    0.07    --   47.56  37.00 120.00  172
 21  \w     35.00 121.00   0.50    0.07    --   47.56  37.00  30.00  172
 22  \w    101.00 178.00   0.50    0.29    --  113.25  30.00  90.00  154
 23  \w    100.00 176.00   0.50    0.29    --  113.25  15.00  60.00  152
 24  \w    100.00 176.00   0.50    0.29    --  113.25  15.00 -60.00  152
 25  \w    101.00 178.00   0.50    0.29    --  113.25  30.00-120.00  154
 26  \w    101.00 178.00   0.50    0.29    --  113.25  30.00-150.00  154
 27  \w    100.00 176.00   0.50    0.29    --  113.25  15.00-180.00  152
 28  \w   -121.00 -35.00   0.50    0.07    --  -47.56 -37.00  90.00  172
 29  \w   -121.00 -35.00   0.50    0.07    --  -47.56 -37.00 150.00  172
 30  \w   -121.00 -35.00   0.50    0.07    --  -47.56 -37.00 -30.00  172
 31  \w   -121.00 -35.00   0.50    0.07    --  -47.56 -37.00-180.00  172
 32  \w   -121.00 -35.00   0.50    0.07    --  -47.56 -37.00-120.00  172
 33  \w   -163.00 -81.00   0.50    0.29    --  -91.75 -45.00 -30.00  164
 34  \w   -120.00 -57.00   0.50    0.07    --  -47.56-149.00-104.00  126
 35  \w   -163.00 -75.00   0.50    0.29    --  -91.75-123.00  58.00  176
 36  \w   -163.00 -79.00   0.50    0.29    --  -91.75 -45.00 120.00  168
 37  \w    -44.00  26.00   0.50    0.07    --  -47.56  37.00 -90.00  140
 38  \w    -21.00  28.00   0.50    0.07    --  -47.56  19.00-180.00   98
 39  \w    -21.00  28.00   0.50    0.07    --  -47.56  19.00  60.00   98
 40  \w    -21.00  28.00   0.50    0.07    --  -47.56  19.00 150.00   98
 41  \w    -84.00 -19.00   0.50    0.29    --  -91.75 123.00 138.00  130
 42  \w    -84.00 -11.00   0.50    0.07    --  -47.56 123.00 138.00  146
 43  \w   -103.00 -25.00   0.50    0.29    --  -91.75 149.00 -57.00  156
 44  \w   -103.00 -25.00   0.50    0.07    --  -47.56 149.00 -57.00  156
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1017591000
_diffrn_orient_matrix_UB_12      0.1878551000
_diffrn_orient_matrix_UB_13      0.0208216000
_diffrn_orient_matrix_UB_21      -0.0242246000
_diffrn_orient_matrix_UB_22      0.0368876000
_diffrn_orient_matrix_UB_23      -0.1399218000
_diffrn_orient_matrix_UB_31      -0.1839541000
_diffrn_orient_matrix_UB_32      0.0989605000
_diffrn_orient_matrix_UB_33      0.0127035000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.882
_diffrn_reflns_theta_min         4.075
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.524
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_description       plank
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.064
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 991 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.39(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         2370
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0355
_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^)+(0.0516P)^2^+0.0822P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.0951
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.927
_reflns_number_gt                2291
_reflns_number_total             2370
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob01085f2.cif
_cod_data_source_block           jmwmr624
_cod_depositor_comments
'Adding full bibliography for 7159510--7159513.cif.'
_cod_database_code               7159512
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C13 H22 O'
_chemical_oxdiff_usercomment     'cis decalin'
_shelx_estimated_absorpt_t_max   0.967
_shelx_estimated_absorpt_t_min   0.887
_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 Ternary CH refined with riding coordinates:
 C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C3(H3A,H3B), C8(H8A,H8B), C2(H2A,H2B), C10(H10A,H10B), C9(H9A,H9B)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_shelx_res_checksum              78928
_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 1.871
_oxdiff_exptl_absorpt_empirical_full_min 0.593