Spontaneous, Millisecond Formation of a Twisted Amide from the Amino Acid, and the Crystal Structure of a Tetrahedral Intermediate
Anthony J. Kirby; Igor V. Komarov; Neil Feeder; Journal of the American Chemical Society 120 (1998) 7101–7102; doi:10.1021/ja980700s

data_4116766
_publ_section_title
;
 Spontaneous, Millisecond Formation of a Twisted Amide from the Amino
 Acid, and the Crystal Structure of a Tetrahedral Intermediate
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7101
_journal_page_last               7102
_journal_paper_doi               10.1021/ja980700s
_journal_volume                  120
_journal_year                    1998
_chemical_compound_source        'see manuscript JA980700S-72 for details'
_chemical_formula_moiety         'C12 H22 N O2 1+, Cl 1-'
_chemical_formula_sum            'C12 H22 Cl N O2'
_chemical_formula_weight         247.76
_chemical_melting_point          463
_chemical_name_systematic
; 
 2,2-Dihydroxy-3,5,7-trimethyl-1-azoniatricyclo[3.3.1.1 3,7]decane chloride 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.00(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.800(7)
_cell_length_b                   13.441(8)
_cell_length_c                   12.494(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      12.5
_cell_volume                     1290.0(16)
_computing_cell_refinement       'R-AXIS Process Software'
_computing_data_collection       'R-AXIS Data Collection Software'
_computing_data_reduction        'R-AXIS Process Software'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1992)'
_computing_publication_material  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_device       'Rigaku R-AXIS IIc'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0736
_diffrn_reflns_av_sigmaI/netI    0.0639
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6509
_diffrn_reflns_theta_max         25.23
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       rod
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.320
_refine_ls_goodness_of_fit_obs   1.341
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2156
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.547
_refine_ls_restrained_S_obs      1.341
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_obs          0.0797
_refine_ls_shift/esd_max         0.037
_refine_ls_shift/esd_mean        0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0301P)^2^+0.8719P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1486
_refine_ls_wR_factor_obs         0.1222
_reflns_number_observed          1944
_reflns_number_total             2164
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja980700s.cif
_cod_data_source_block           ak9706
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0301P)^2^+0.8719P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0301P)^2^+0.8719P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4116766