Thermal Elimination of Diethyldithiocarbamates and Application in the Synthesis of (±)-Ferrugine
Shamim Ahmed; Luke A. Baker; Richard S. Grainger; Paolo Innocenti; Camilo E. Quevedo; Journal of Organic Chemistry 73 (2008) 8116–8119; doi:10.1021/jo801652x

data_4023775
_publ_section_title
;
 Thermal Elimination of Diethyldithiocarbamates and Application
 in the Synthesis of (+-)-Ferrugine
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8116
_journal_page_last               8119
_journal_paper_doi               10.1021/jo801652x
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C15 H26 N2 O1 S2, 0.67(H2 O1)'
_chemical_formula_sum            'C15 H27.33 N2 O1.67 S2'
_chemical_formula_weight         326.51
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   34.451(9)
_cell_length_b                   19.752(5)
_cell_length_c                   7.442(2)
_cell_measurement_reflns_used    4578
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.41
_cell_measurement_theta_min      2.57
_cell_volume                     5064(2)
_computing_cell_refinement       SAINTPLUS
_computing_data_collection       SMART
_computing_data_reduction        SAINTPLUS
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker Smart 6000 CCD'
_diffrn_measurement_method       'CCD scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0900
_diffrn_reflns_av_sigmaI/netI    0.1053
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            33166
_diffrn_reflns_theta_full        66.41
_diffrn_reflns_theta_max         66.41
_diffrn_reflns_theta_min         2.57
_exptl_absorpt_coefficient_mu    2.881
_exptl_absorpt_correction_T_max  0.4786
_exptl_absorpt_correction_T_min  0.3268
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2120
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         2.030
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.199
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.55(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.354
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     509
_refine_ls_number_reflns         8353
_refine_ls_number_restraints     226
_refine_ls_restrained_S_all      1.339
_refine_ls_R_factor_all          0.2111
_refine_ls_R_factor_gt           0.1498
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3628
_refine_ls_wR_factor_ref         0.4202
_reflns_number_gt                4577
_reflns_number_total             8353
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801652x_si_001.cif
_cod_data_source_block           compound_20
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4023775