2-(1-Methylhydrazinyl)pyridine as a reductively removable directing group in a cobalt-catalyzed C(sp<sup>2</sup>)-H bond alkenylation/annulation cascade.
Zhai, Shengxian; Qiu, Shuxian; Chen, Xiaoming; Wu, Jiang; Zhao, Hua; Tao, Cheng; Li, Yun; Cheng, Bin; Wang, Huifei; Zhai, Hongbin; Chemical communications (Cambridge, England) 54 (2017) 98–101; doi:10.1039/c7cc08533h

data_7120918
_publ_section_title
;
 2-(1-Methylhydrazinyl)pyridine as a reductively removable directing group
 in a cobalt-catalyzed C(sp<sup>2</sup>)-H bond alkenylation/annulation
 cascade.
;
_journal_issue                   1
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              98
_journal_page_last               101
_journal_paper_doi               10.1039/c7cc08533h
_journal_volume                  54
_journal_year                    2017
_chemical_formula_sum            'C27 H21 N3 O'
_chemical_formula_weight         403.47
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2017-05-05 deposited with the CCDC.
2017-11-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.101(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.047(6)
_cell_length_b                   20.569(9)
_cell_length_c                   10.343(6)
_cell_measurement_reflns_used    2302
_cell_measurement_temperature    566(2)
_cell_measurement_theta_max      67.9
_cell_measurement_theta_min      23.2
_cell_volume                     2145(2)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      566(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  Rigaku
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1700
_diffrn_reflns_av_unetI/netI     0.0829
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            28605
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         1.980
_exptl_absorpt_coefficient_mu    0.077
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_description       Prism
_exptl_crystal_F_000             848
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       0.23(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3834
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.183
_refine_ls_R_factor_all          0.1069
_refine_ls_R_factor_gt           0.0859
_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^)+(0.1781P)^2^+0.2335P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2497
_refine_ls_wR_factor_ref         0.2917
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3367
_reflns_number_total             3834
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc08533h2.cif
_cod_data_source_block           H
_cod_depositor_comments
'Adding full bibliography for 7120917--7120918.cif.'
_cod_original_cell_volume        2145.3(19)
_cod_database_code               7120918
_shelxl_version_number           2013-2
_shelx_res_checksum              5455