The influence of reaction conditions on the Diels-Alder cycloadditions of 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and microwave conditions.
Kissane, Marie; Lynch, Denis; Chopra, Jay; Lawrence, Simon E.; Maguire, Anita R.; Organic & biomolecular chemistry 8 (2010) 5602–5613; doi:10.1039/c0ob00368a

data_7153486
_publ_section_title
;
 The influence of reaction conditions on the Diels-Alder cycloadditions of
 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and
 microwave conditions.
;
_journal_issue                   24
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5602
_journal_page_last               5613
_journal_paper_doi               10.1039/c0ob00368a
_journal_volume                  8
_journal_year                    2010
_chemical_formula_moiety         'C16 H18 Cl N O2 S'
_chemical_formula_sum            'C16 H18 Cl N O2 S'
_chemical_formula_weight         323.82
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                114.90(4)
_cell_angle_beta                 92.12(5)
_cell_angle_gamma                99.43(3)
_cell_formula_units_Z            2
_cell_length_a                   8.221(4)
_cell_length_b                   9.997(3)
_cell_length_c                   10.709(6)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      11.59
_cell_measurement_theta_min      3.82
_cell_volume                     782.0(7)
_computing_cell_refinement
;
CAD4 data collection software, Nonius BV, Delft, The Netherlands, 1988.
;
_computing_data_collection
;
CAD4 data collection software, Nonius BV, Delft, The Netherlands, 1988.
;
_computing_data_reduction
;
S.Mackay, S; Gilmore, C.J.; Edwards, C.; Tremayne, M.; Stuart, N.;
Shankland, K; maXus, : a computer program for the solution and refinement
of crystal structures from diffraction data University of Glasgow,
Scotland, UK, Nonius BV, Delft, The Netherlands & MacScience Co. Ltd.,
Yokohama, Japan, 1998.
;
_computing_molecular_graphics
;
PLATON, Spek, A.L., Acta Cryst., 2009, D65, 148-155.
;
_computing_publication_material  'SHELXL-97; PLATON'
_computing_structure_refinement
;
SHELXL-97, Sheldrick, G.M. Acta Cryst. A, 2008, 64, 112-122.
;
_computing_structure_solution
;
SHELXS-86, Sheldrick, G.M. Acta Cryst. A, 2008, 64, 112-122.
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.931
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_device_type  'Nonius MACH3'
_diffrn_measurement_method       '\w-2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0587
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2870
_diffrn_reflns_theta_full        25.33
_diffrn_reflns_theta_max         25.33
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.381
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.623
_refine_diff_density_min         -0.836
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2668
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.1162
_refine_ls_R_factor_gt           0.0669
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0954P)^2^+1.5269P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1553
_refine_ls_wR_factor_ref         0.2003
_reflns_number_gt                1828
_reflns_number_total             2668
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ob00368a.txt
_cod_data_source_block           endo-4b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        782.0(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7153486