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_4114442
_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         'C13 H14 Cl N O '
_chemical_formula_sum            'C13 H14 Cl N O'
_chemical_formula_weight         235.71
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 99.761(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.842(2)
_cell_length_b                   14.423(4)
_cell_length_c                   11.783(3)
_cell_measurement_temperature    163.2
_cell_volume                     1145.9(5)
_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 0.9299
_diffrn_measured_fraction_theta_max 0.9299
_diffrn_measurement_device_type  'Bruker Smart 1000 CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.043
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6687
_diffrn_reflns_theta_full        28.21
_diffrn_reflns_theta_max         28.21
_exptl_absorpt_coefficient_mu    0.310
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_correction_T_min  0.696
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_description       rod
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.400
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.39
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2518
_refine_ls_R_factor_gt           0.0455
_refine_ls_shift/su_max          0.0002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0714
_reflns_number_gt                1749
_reflns_number_total             2625
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja036644zsi20030619_111808_2.cif
_cod_data_source_block           1d
_cod_original_cell_volume        1145.9(6)
_cod_original_formula_sum        'C13 H14 Cl N O '
_cod_database_code               4114442