Synthesis of a Potential Intermediate for TMC-95A via an Organocatalyzed Aldol Reaction
Anthony J. Pearson; Santanu Panda; Scott D. Bunge; Journal of Organic Chemistry 78 (2013) 9921–9928; doi:10.1021/jo4017315

data_4028652
_publ_contact_author_address
;Kent State University 
Chemistry Department 
PO Box 5190 
Kent, OH 44242, USA 
;
_publ_contact_author_email       sbunge@kent.edu
_publ_contact_author_fax         '330 672 3816'
_publ_contact_author_name        'Scott D. Bunge'
_publ_contact_author_phone       '330 672 9445'
_publ_section_title
;
 Synthesis of a Potential Intermediate for TMC-95A via an Organocatalyzed
 Aldol Reaction
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9921
_journal_page_last               9928
_journal_paper_doi               10.1021/jo4017315
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C14 H14 I N O5'
_chemical_formula_sum            'C14 H14 I N O5'
_chemical_formula_weight         403.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2013-07-11 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 103.569(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.026(3)
_cell_length_b                   13.368(3)
_cell_length_c                   8.2002(16)
_cell_measurement_reflns_used    7435
_cell_measurement_temperature    185(2)
_cell_measurement_theta_max      29.85
_cell_measurement_theta_min      2.98
_cell_volume                     1494.6(5)
_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      185(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11468
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    2.163
_exptl_absorpt_correction_T_max  0.8127
_exptl_absorpt_correction_T_min  0.7374
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_description       irregular
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         3.863
_refine_diff_density_min         -1.513
_refine_diff_density_rms         0.200
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.873
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2627
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.873
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0592
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0709P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2111
_refine_ls_wR_factor_ref         0.2162
_reflns_number_gt                2419
_reflns_number_total             2627
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo4017315_si_002.cif
_cod_data_source_block           panda_mono
_cod_original_cell_volume        1494.5(5)
_cod_database_code               4028652