A three component 1,3-difunctionalization of vinyl diazo esters enabled by a cobalt catalyzed C-H activation/carbene migratory insertion.
Khot, Nandkishor Prakash; Nagtilak, Prajyot Jayadev; Deo, Nitish Kumar; Kapur, Manmohan; Chemical communications (Cambridge, England) 59 (2023) 6076–6079; doi:10.1039/d3cc00295k

data_7131588
_publ_section_title
;
 A three component 1,3-difunctionalization of vinyl diazo esters enabled
 by a cobalt catalyzed C-H activation/carbene migratory insertion.
;
_journal_issue                   40
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6076
_journal_page_last               6079
_journal_paper_doi               10.1039/d3cc00295k
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C25 H24 N2 O4'
_chemical_formula_sum            'C25 H24 N2 O4'
_chemical_formula_weight         416.46
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_block_doi                 10.5517/ccdc.csd.cc2cx9g2
_audit_creation_date             2022-08-11
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-08-17 deposited with the CCDC.	2023-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                91.044(3)
_cell_angle_beta                 101.160(2)
_cell_angle_gamma                98.536(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8175(6)
_cell_length_b                   10.9007(8)
_cell_length_c                   11.0914(9)
_cell_measurement_reflns_used    4865
_cell_measurement_temperature    140.00
_cell_measurement_theta_max      29.62
_cell_measurement_theta_min      2.72
_cell_volume                     1033.11(13)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      140.00
_diffrn_measured_fraction_theta_full 0.9890
_diffrn_measured_fraction_theta_max 0.9922
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0884
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_Laue_measured_fraction_full 0.9890
_diffrn_reflns_Laue_measured_fraction_max 0.9922
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            35615
_diffrn_reflns_point_group_measured_fraction_full 0.9890
_diffrn_reflns_point_group_measured_fraction_max 0.9922
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         29.60
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear grayish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   grayish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       irregular
_exptl_crystal_F_000             462.453
_exptl_crystal_size_max          1
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_refine_diff_density_max         0.4798
_refine_diff_density_min         -0.3114
_refine_diff_density_rms         0.0712
_refine_ls_d_res_high            0.7194
_refine_ls_d_res_low             10.8689
_refine_ls_goodness_of_fit_ref   1.0419
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     294
_refine_ls_number_reflns         5759
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0419
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0548
_refine_ls_shift/su_max          -0.0004
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0607P)^2^+0.4122P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1475
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                4318
_reflns_number_total             5759
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3cc00295k2.cif
_cod_data_source_block           F1_a
_cod_depositor_comments          'Adding full bibliography for 7131588.cif.'
_cod_database_code               7131588
_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.a Secondary CH2 refined with riding coordinates:
 C00H(H00b,H00c), C00N(H00d,H00e), C00O(H00g,H00h), C00V(H00t,H00v)
2.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00F(H00F), C00K(H00K), C00L(H00L), C00M(H00M), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00U(H00U)
2.c Idealised Me refined as rotating group:
 C00S(H00i,H00j,H00n)
2.d Idealised tetrahedral OH refined as rotating group:
 O003(H003)
;
_olex2_submission_special_instructions 'No special instructions were received'