Remote Stereochemical Control of Both Reacting Centers in Ketyl-Olefin Radical Cyclizations: Involvement of a Samarium Tridentate Ligate
Gary A. Molander; J. Christopher McWilliams; Bruce C. Noll; Journal of the American Chemical Society 119 (1997) 1265–1276; doi:10.1021/ja963195c

data_4116933
_publ_section_title
;
 Remote Stereochemical Control of Both Reacting Centers in Ketyl-Olefin
 Radical Cyclizations: Involvement of a Samarium Tridentate Ligate
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1265
_journal_page_last               1276
_journal_paper_doi               10.1021/ja963195c
_journal_volume                  119
_journal_year                    1997
_chemical_formula_sum            'C16 H28 N2 O5'
_chemical_formula_weight         328.40
_chemical_name_systematic
; 
(2R,3R)-O-((E)-2-((1R,2R)-2-Hydroxy-2-methylcyclopentyl)vinyl)-
N,N,N',N'-tetramethylsuccinamide
;
_space_group_IT_number           1
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_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                101.89(3)
_cell_angle_beta                 93.06(3)
_cell_angle_gamma                94.15(3)
_cell_formula_units_Z            1
_cell_length_a                   6.0950(10)
_cell_length_b                   7.659(2)
_cell_length_c                   10.042(2)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.5
_cell_measurement_theta_min      10
_cell_volume                     456.39(18)
_computing_cell_refinement       'SIEMENS P3'
_computing_data_collection       'SIEMENS P3'
_computing_data_reduction        'SIEMENS XTAPE'
_computing_molecular_graphics    'SHELXTL v.4 (Siemens, Sheldrick, 1990)'
_computing_publication_material  'CIFTAB (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXTL v.4 (Siemens, Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Nicotet P3'
_diffrn_measurement_method       'adaptive \w scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0175
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_diffrn_reflns_limit_h_min       -3
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_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
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_diffrn_reflns_theta_max         22.50
_diffrn_reflns_theta_min         3.06
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 198
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_description       block
_exptl_crystal_F_000             178
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.107
_refine_diff_density_min         -0.117
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.92(170)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.020
_refine_ls_goodness_of_fit_obs   1.082
_refine_ls_hydrogen_treatment    riding
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_refine_ls_number_parameters     215
_refine_ls_number_reflns         1667
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.019
_refine_ls_restrained_S_obs      1.081
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_obs          0.0390
_refine_ls_shift/esd_max         -0.169
_refine_ls_shift/esd_mean        0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0818
_refine_ls_wR_factor_obs         0.0759
_reflns_number_observed          1324
_reflns_number_total             1667
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja963195c.cif
_cod_data_source_block           27a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+0.0000P] 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^)+(0.0414P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        456.4(2)
_cod_database_code               4116933