Carbamoyl anion addition to nitrones.
Reeves, Jonathan T.; Lorenc, Chris; Camara, Kaddy; Li, Zhibin; Lee, Heewon; Busacca, Carl A.; Senanayake, Chris H.; The Journal of organic chemistry 79 (2014) 5895–5902; doi:10.1021/jo500848a

data_4029594
_publ_section_title
;
 Carbamoyl anion addition to nitrones.
;
_journal_issue                   12
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              5895
_journal_page_last               5902
_journal_paper_doi               10.1021/jo500848a
_journal_volume                  79
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C26 Br N2 O3'
_chemical_formula_sum            'C26 Br N2 O3'
_chemical_formula_weight         468.20
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_Hall           'P 4abw 2nw'
_space_group_name_H-M_alt        'P 41 21 2'
_symmetry_Int_Tables_number      92
_symmetry_space_group_name_Hall  'P 4abw 2nw'
_symmetry_space_group_name_H-M   'P 41 21 2'
_audit_creation_date             2014-02-25
_audit_creation_method
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.15320(18)
_cell_length_b                   12.15320(18)
_cell_length_c                   35.5177(8)
_cell_measurement_reflns_used    9817
_cell_measurement_theta_max      64.80
_cell_measurement_theta_min      3.84
_cell_volume                     5245.97(16)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, 
in preparation (2013)'
;
_diffrn_ambient_temperature      99.94
_diffrn_measured_fraction_theta_full 0.9923
_diffrn_measured_fraction_theta_max 0.9923
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            61129
_diffrn_reflns_theta_full        70.8744
_diffrn_reflns_theta_max         70.87
_diffrn_reflns_theta_min         4.41
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.348
_exptl_absorpt_correction_T_max  0.7534
_exptl_absorpt_correction_T_min  0.6599
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0762 before and 0.0679 after correction.
The Ratio of minimum to maximum transmission is 0.8759.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_density_diffrn    1.1855
_exptl_crystal_description       cubic
_exptl_crystal_F_000             1832.1096
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.6231
_refine_diff_density_min         -0.8369
_refine_diff_density_rms         0.0998
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.09(3)
_refine_ls_d_res_high            0.8159
_refine_ls_d_res_low             10.0295
_refine_ls_goodness_of_fit_ref   0.9885
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     288
_refine_ls_number_reflns         5021
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.9885
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0673
_refine_ls_shift/su_max          0.0840
_refine_ls_shift/su_mean         0.0160
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1424P)^2^+6.5585P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2038
_reflns_Friedel_coverage         0.987
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              43
_reflns_limit_l_min              -42
_reflns_number_gt                4546
_reflns_number_total             5021
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo500848a_si_002.cif
_cod_data_source_block           scan_0m_a
_cod_depositor_comments          'Adding full bibliography for 4029594.cif.'
_cod_database_code               4029594
_olex2_refinement_description
;
1. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
;