An Evaluation of Amide Group Planarity in 7-Azabicyclo[2.2.1]heptane Amides. Low Amide Bond Rotation Barrier in Solution
Yuko Otani; Osamu Nagae; Yuji Naruse; Satoshi Inagaki; Masashi Ohno; Kentaro Yamaguchi; Gaku Yamamoto; Masanobu Uchiyama; Tomohiko Ohwada; Journal of the American Chemical Society 125 (2003) 15191–15199; doi:10.1021/ja036644z

data_4114443
_publ_section_title
;
 An Evaluation of Amide Group Planarity in 7-Azabicyclo[2.2.1]heptane
 Amides. Low Amide Bond Rotation Barrier in Solution
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15191
_journal_page_last               15199
_journal_paper_doi               10.1021/ja036644z
_journal_volume                  125
_journal_year                    2003
_chemical_formula_moiety         'C11 H13 N O '
_chemical_formula_sum            'C11 H13 N O'
_chemical_formula_weight         175.23
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.661(2)
_cell_length_b                   10.758(3)
_cell_length_c                   11.453(3)
_cell_measurement_temperature    163.2
_cell_volume                     943.9(4)
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR97
_diffrn_measured_fraction_theta_full 0.9334
_diffrn_measured_fraction_theta_max 0.9334
_diffrn_measurement_device_type  'Bruker Smart 1000 CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
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_diffrn_reflns_av_R_equivalents  0.079
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -7
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_diffrn_reflns_theta_max         28.56
_exptl_absorpt_coefficient_mu    0.079
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_exptl_crystal_colour            colorless
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_exptl_crystal_description       rod
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_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
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_refine_diff_density_min         -0.33
_refine_ls_abs_structure_Flack   -4.4(3)
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         2004
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_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]'
_refine_ls_weighting_scheme      calc
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_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja036644zsi20030619_111808_3.cif
_cod_data_source_block           7c
_cod_original_cell_volume        943.9(5)
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_original_formula_sum        'C11 H13 N O '
_cod_database_code               4114443