Synthesis of Normorphans through an Efficient Intramolecular Carbamoylation of Ketones.
Diaba, Faïza; Montiel, Juan A.; Serban, Georgeta; Bonjoch, Josep; Organic letters 17 (2015) 3860–3863; doi:10.1021/acs.orglett.5b01832

data_1529249
_publ_section_title
;
 Synthesis of Normorphans through an Efficient Intramolecular
 Carbamoylation of Ketones.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              3860
_journal_page_last               3863
_journal_paper_doi               10.1021/acs.orglett.5b01832
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C13 H18 N2 O4'
_chemical_formula_sum            'C13 H18 N2 O4'
_chemical_formula_weight         266.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-97
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_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_c                   18.3824(5)
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_cell_measurement_theta_max      30.47
_cell_measurement_theta_min      3.48
_cell_volume                     1277.20(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.601
_diffrn_measured_fraction_theta_max 0.635
_diffrn_measurement_device_type  'D Venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0372
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_diffrn_reflns_Laue_measured_fraction_max 0.635
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -20
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_diffrn_reflns_point_group_measured_fraction_full 0.601
_diffrn_reflns_point_group_measured_fraction_max 0.635
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_diffrn_reflns_theta_max         30.513
_diffrn_reflns_theta_min         2.285
_diffrn_source                   microfocus
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_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4606
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       prism
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.336
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.178
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_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2481
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.895
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0568
_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^)+(0.0108P)^2^]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1328
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_reflns_number_gt                1542
_reflns_number_total             2481
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           mo_D43TB103_0m_a
_cod_depositor_comments
'Adding full bibliography for 1529249--1529250.cif.'
_cod_database_code               1529249