Rhodium(ii)-catalyzed C–H carboxylation of ferrocenes with CO2
Lv, Hong; Wang, Xinchao; Hao, Yanzhao; Ma, Chao; Li, Shangda; Li, Gang; Zhang, Jian; Green Chemistry 25 (2023) 554–559; doi:10.1039/D2GC04337H

data_7246052
_publ_section_title
;
 Rhodium(ii)-catalyzed C--H carboxylation of ferrocenes with CO2
;
_journal_issue                   2
_journal_name_full               'Green Chemistry'
_journal_page_first              554
_journal_page_last               559
_journal_paper_doi               10.1039/D2GC04337H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C18 H14 Fe O3'
_chemical_formula_sum            'C18 H14 Fe O3'
_chemical_formula_weight         334.14
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-10
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-10-10 deposited with the CCDC.	2022-12-22 downloaded from the CCDC.
;
_cell_angle_alpha                72.325(3)
_cell_angle_beta                 79.087(3)
_cell_angle_gamma                75.017(3)
_cell_formula_units_Z            4
_cell_length_a                   10.4854(4)
_cell_length_b                   11.7036(4)
_cell_length_c                   12.3518(4)
_cell_measurement_reflns_used    10724
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      60.1320
_cell_measurement_theta_min      3.2660
_cell_volume                     1384.97(9)
_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      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.970
_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      3.00  74.00   0.50    0.05    --   76.57 -77.00  90.00  142
  2  \w     54.00 134.00   0.50    0.05    --   76.57  57.00   0.00  160
  3  \w     57.00  96.00   0.50    0.05    --   76.57 -57.00-150.00   78
  4  \w     11.00  98.00   0.50    0.05    --   76.57 -77.00-180.00  174
  5  \w     14.00  48.00   0.50    0.05    --   76.57 -57.00-150.00   68
  6  \w     73.00 105.00   0.50    0.05    --   76.57  30.00 -41.00   64
  7  \w     24.00  63.00   0.50    0.05    --   76.57 -30.00 158.00   78
  8  \w     53.00  98.00   0.50    0.05    --   76.57-125.00 120.00   90
  9  \w      2.00 102.00   0.50    0.05    --   76.57 -99.00-180.00  200
 10  \w    -24.00  74.00   0.50    0.05    --   -0.78  30.00 -41.00  196
 11  \w    -61.00   1.00   0.50    0.05    --  -78.14  30.00 -41.00  124
 12  \w   -107.00 -20.00   0.50    0.05    --  -78.14 125.00   0.00  174
 13  \w   -103.00 -11.00   0.50    0.05    --  -78.14  77.00   0.00  184
 14  \w   -150.00 -97.00   0.50    0.05    --  -78.14 -99.00-180.00  106
 15  \w   -142.00-113.00   0.50    0.05    --  -78.14 -99.00 -90.00   58
 16  \w     -8.00  21.00   0.50    0.05    --   -0.78 -99.00-180.00   58
 17  \w     -7.00  31.00   0.50    0.05    --   -0.78 -99.00 150.00   76
 18  \w    -77.00 -42.00   0.50    0.05    --   -0.78 -30.00 158.00   70
 19  \w   -150.00 -56.00   0.50    0.05    --  -78.14 -57.00  90.00  188
 20  \w   -152.00 -57.00   0.50    0.05    --  -78.14 -30.00 158.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1227334000
_diffrn_orient_matrix_UB_12      -0.0100078000
_diffrn_orient_matrix_UB_13      0.0232145000
_diffrn_orient_matrix_UB_21      -0.0429412000
_diffrn_orient_matrix_UB_22      0.1004684000
_diffrn_orient_matrix_UB_23      0.0383513000
_diffrn_orient_matrix_UB_31      -0.0288215000
_diffrn_orient_matrix_UB_32      -0.0701946000
_diffrn_orient_matrix_UB_33      0.1054978000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.3405
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16150
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         60.272
_diffrn_reflns_theta_min         3.289
_diffrn_source                   'micro-focus metaljet'
_exptl_absorpt_coefficient_mu    6.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63602
_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            'metallic orangish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_refine_diff_density_max         0.862
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6127
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0650P)^2^+0.6192P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1011
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5671
_reflns_number_total             6127
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2gc04337h2.cif
_cod_data_source_block           lv-0922_auto
_cod_depositor_comments
;
Adding full bibliography for 7246051--7246052.cif.

2024-10-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C36 H28 Fe2 O6'
_cod_original_formula_weight         668.28
_cod_original_formula_moiety         '2(C18 H14 Fe O3)'
_cod_original_formula_units_Z            2
_cod_database_code               7246052
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C O Fe'
_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.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C14(H14), C16(H16), C22(H22), C24(H24), C26(H26), C28(H28),
 C30(H30), C32(H32), C9(H9), C19(H19), C5(H5), C11(H11), C23(H23), C13(H13),
 C27(H27), C7(H7), C31(H31), C2(H2), C33(H33), C17(H17), C35(H35)
2.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C15(H15A,H15B,H15C)
;
_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 2.093
_oxdiff_exptl_absorpt_empirical_full_min 0.615