Efficient carbene transfer reactivity mediated by Fe(II) complexes supported by bulky alkoxides.
Kulathungage, Lakshani W.; Kurup, Sudheer S.; Browne, Edison A.; Spalink, Gabriel H.; Ward, Cassandra L.; Lord, Richard L.; Groysman, Stanislav; Chemical communications (Cambridge, England) 60 (2024) 7033–7036; doi:10.1039/d4cc02108h

data_7133191
_publ_section_title
;
 Efficient carbene transfer reactivity mediated by Fe(II) complexes
 supported by bulky alkoxides.
;
_journal_issue                   55
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7033
_journal_page_last               7036
_journal_paper_doi               10.1039/d4cc02108h
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C30 H20 O8, C7 H8'
_chemical_formula_sum            'C37 H28 O8'
_chemical_formula_weight         600.59
_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             2024-05-23
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-24 deposited with the CCDC.	2024-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.576(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.3230(7)
_cell_length_b                   19.0774(14)
_cell_length_c                   8.7024(5)
_cell_measurement_reflns_used    9875
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.361
_cell_measurement_theta_min      2.418
_cell_volume                     1558.56(18)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Photon III'
_diffrn_detector_type            'CPAD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       '\k--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_collimation    '0.8 mm pinhole collimator'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            42299
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.644
_diffrn_reflns_theta_min         2.418
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\mS'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1190 before and 0.0600 after correction.
The Ratio of minimum to maximum transmission is 0.9416.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         3217
_refine_ls_number_restraints     734
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0460
_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^)+(0.0553P)^2^+0.6553P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1325
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2497
_reflns_number_total             3217
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02108h3.cif
_cod_data_source_block           sg984
_cod_depositor_comments
'Adding full bibliography for 7133190--7133192.cif.'
_cod_database_code               7133191
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.997
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1S-C2S
 1.51 with sigma of 0.02
 C2S-C3S = C2S-C7S = C4S-C5S
 1.39 with sigma of 0.02
 C3S-C4S = C5S-C6S = C6S-C7S
 1.38 with sigma of 0.02
 C1S-C3S = C1S-C7S
 2.52 with sigma of 0.04
 C2S-C4S
 2.42 with sigma of 0.04
 C2S-C6S
 2.41 with sigma of 0.04
 C3S-C5S
 2.39 with sigma of 0.04
 C4S-C6S = C5S-C7S
 2.4 with sigma of 0.04
 C2S-C3S \\sim C3S-C4S \\sim C4S-C5S \\sim C5S-C6S \\sim C6S-C7S \\sim C7S-C2S
 with sigma of 0.02
 C2S-C6S \\sim C2S-C4S \\sim C7S-C5S \\sim C3S-C7S \\sim C4S-C6S \\sim C3S-C5S
 with sigma of 0.04
 C1S-C7S \\sim C1S-C3S
 with sigma of 0.04
 C7-C4 \\sim C8-C7 \\sim C8-C1 \\sim C2-C1 \\sim C3-C2 \\sim C4-C3 \\sim
C7B-C4B \\sim C7B-C8B \\sim C1B-C8B ~
 C2B-C1B \\sim C3B-C2B \\sim C3B-C4B
 with sigma of 0.02
 C4-C8 \\sim C7-C1 \\sim C4B-C8B \\sim C7B-C1B \\sim C8-C2 \\sim C1-C3 \\sim
C2-C4 \\sim C8B-C2B \\sim C1B-C3B
 \\sim C2B-C4B
 with sigma of 0.02
 C12B-C11B \\sim C15B-C12B \\sim C14B-C15B \\sim C10B-C9B \\sim C10B-C11B \\sim
C11-C10 \\sim C12-C11
 \\sim C15-C12 \\sim C15-C14 \\sim C9-C14 \\sim C9-C10 \\sim C14B-C9B
 with sigma of 0.02
 C12-C14 \\sim C15-C9 \\sim C12B-C14B \\sim C15B-C9B \\sim C14B-C10B \\sim
C9B-C11B \\sim C10B-C12B ~
 C14-C10 \\sim C9-C11 \\sim C10-C12 \\sim C11-C15
 with sigma of 0.02
3. Restrained planarity
 C1S, C2S, C3S, C4S, C5S, C6S, C7S
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C1S \\sim C2S \\sim C3S \\sim C4S \\sim C5S \\sim C6S \\sim C7S: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C7 \\sim C8 \\sim C1B \\sim C2B \\sim C3B
\\sim C4B \\sim C7B \\sim C8B: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.02 within 2A
C9 \\sim C10 \\sim C11 \\sim C12 \\sim C14 \\sim C15 \\sim C9B \\sim C10B \\sim
C11B \\sim C12B \\sim C14B \\sim C15B: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.02 within 2A
5. Rigid body (RIGU) restrains
 C1S, C2S, C3S, C4S, C5S, C6S, C7S
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C1B)=Sof(H1B)=Sof(C2B)=Sof(H2B)=Sof(C3B)=Sof(H3B)=Sof(C4B)=Sof(C7B)=
 Sof(H7B)=Sof(C8B)=Sof(H8B)=1-FVAR(1)
 Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(C7)=Sof(H7)=
 Sof(C8)=Sof(H8)=FVAR(1)
 Sof(C9B)=Sof(H9B)=Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(C14B)=
 Sof(H14B)=Sof(C15B)=Sof(H15B)=1-FVAR(2)
 Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=Sof(C12)=Sof(C14)=
 Sof(H14)=Sof(C15)=Sof(H15)=FVAR(2)
 Fixed Sof: C1S(0.5) H1SA(0.5) H1SB(0.5) H1SC(0.5) C2S(0.5) C3S(0.5) H3S(0.5)
 C4S(0.5) H4S(0.5) C5S(0.5) H5S(0.5) C6S(0.5) H6S(0.5) C7S(0.5) H7S(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C1B(H1B), C2B(H2B), C3B(H3B), C7B(H7B), C8B(H8B), C9B(H9B),
 C10B(H10B), C11B(H11B), C14B(H14B), C15B(H15B), C3S(H3S), C4S(H4S), C5S(H5S),
 C6S(H6S), C7S(H7S)
7.b Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC)
;
_shelx_res_checksum              97899
_shelx_hkl_checksum              11727
_olex2_submission_special_instructions 'No special instructions were received'