Urea Activation of α-Nitrodiazoesters: An Organocatalytic Approach to N-H Insertion Reactions
Sonia S. So; Anita E. Mattson; Journal of the American Chemical Society 134 (2012) 8798–8801; doi:10.1021/ja3031054

data_4117994
_publ_contact_author_address
;Department of Chemistry
The Ohio State University
100 West 18th Avenue
Columbus, OH 43210
USA
;
_publ_contact_author_email       gallucci.1@osu.edu
_publ_contact_author_name        'Gallucci, Judith C.'
_publ_section_title
;
 Urea Activation of \a-Nitrodiazoesters: An Organocatalytic Approach to
 N-H Insertion Reactions
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8798
_journal_page_last               8801
_journal_paper_doi               10.1021/ja3031054
_journal_volume                  134
_journal_year                    2012
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C15 H9 B F8 N2 O, C6 H5 N O2'
_chemical_formula_sum            'C21 H14 B F8 N3 O3'
_chemical_formula_weight         519.16
_chemical_name_common            'Mattson 1866'
_space_group_IT_number           2
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_cell_angle_gamma                76.973(1)
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_cell_measurement_temperature    150(2)
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_cell_measurement_theta_min      1.018
_cell_measurement_wavelength     0.71073
_cell_volume                     1034.17(3)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
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_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
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_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      -0.7168E-2
_diffrn_orient_matrix_UB_12      -0.897384E-1
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_diffrn_orient_matrix_UB_21      -0.111648
_diffrn_orient_matrix_UB_22      0.97357E-2
_diffrn_orient_matrix_UB_23      0.475107E-1
_diffrn_orient_matrix_UB_31      -0.762303E-1
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_diffrn_orient_matrix_UB_33      -0.651863E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_limit_h_max       9
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_diffrn_reflns_limit_k_min       -14
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_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.76
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    0.16
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'HKL Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_description       'rectangular plate'
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.05
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         4720
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0553P)^2^+0.2008P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0965
_refine_ls_wR_factor_ref         0.1068
_reflns_number_gt                3565
_reflns_number_total             4720
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ja3031054_si_003.cif
_cod_data_source_block           Mattson1866
_cod_original_sg_symbol_H-M      ' P -1'
_cod_database_code               4117994