Alkyl Isocyanates via Manganese-Catalyzed C-H Activation for the Preparation of Substituted Ureas.
Huang, Xiongyi; Zhuang, Thompson; Kates, Patrick A.; Gao, Hongxin; Chen, Xinyi; Groves, John T.; Journal of the American Chemical Society  (2017) –; doi:10.1021/jacs.7b07658

data_4126606
_publ_section_title
;
 Alkyl Isocyanates via Manganese-Catalyzed C-H Activation for the
 Preparation of Substituted Ureas.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b07658
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_sum            'C39 H54 Cl2 Mn N4 O4'
_chemical_formula_weight         768.70
_chemical_name_common            PDJPK15
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 114.583(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.3586(13)
_cell_length_b                   14.6161(9)
_cell_length_c                   26.6473(17)
_cell_measurement_reflns_used    9915
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.9327
_cell_measurement_theta_min      3.9543
_cell_volume                     7918.9(9)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service (Bruker AXS Inc.)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Photon 100 CMOS'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.0756
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            70167
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         3.023
_diffrn_source                   'ImuS micro--focus source'
_exptl_absorpt_coefficient_mu    4.296
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.41
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'translucent dark brown-red'
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rhomboid plate'
_exptl_crystal_F_000             3256
_exptl_crystal_size_max          0.432
_exptl_crystal_size_mid          0.358
_exptl_crystal_size_min          0.048
_refine_diff_density_max         0.855
_refine_diff_density_min         -0.848
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details
; 
 Twinning involves inversion, so Flack parameter cannot be determined 
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1892
_refine_ls_number_reflns         25975
_refine_ls_number_restraints     709
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0781
_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^)+(0.1249P)^2^+23.5303P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2050
_refine_ls_wR_factor_ref         0.2197
_reflns_Friedel_coverage         0.918
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                24138
_reflns_number_total             25975
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b07658_si_002.cif
_cod_data_source_block           cu_PDJPK15_0m
_cod_database_code               4126606
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.258
_shelx_estimated_absorpt_t_max   0.820
_shelx_res_checksum              76063
_shelx_hkl_checksum              3935