One-pot pseudo three-component reaction of nitroketene-N,S-acetals and aldehydes for synthesis of highly functionalized hexa-substituted 1,4-dihydropyridines.
Surya Prakash Rao, H.; Parthiban, A.; Organic & biomolecular chemistry 12 (2014) 6223–6238; doi:10.1039/c4ob00628c

data_7153874
_publ_section_title
;
 One-pot pseudo three-component reaction of nitroketene-N,S-acetals and
 aldehydes for synthesis of highly functionalized hexa-substituted
 1,4-dihydropyridines.
;
_journal_issue                   32
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6223
_journal_page_last               6238
_journal_paper_doi               10.1039/c4ob00628c
_journal_volume                  12
_journal_year                    2014
_chemical_formula_moiety         'C20 H21 Cl N6 O4'
_chemical_formula_sum            'C23 H22 Cl0.25 N3 O5'
_chemical_formula_weight         429.30
_chemical_name_systematic
;
?
;
_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_date             2012-12-26
_audit_creation_method
;
Olex2 1.2-ac2
(compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.923(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.9760(6)
_cell_length_b                   15.2085(6)
_cell_length_c                   12.0589(8)
_cell_measurement_reflns_used    2529
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0352
_cell_measurement_theta_min      3.7222
_cell_volume                     2101.3(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9798
_diffrn_measured_fraction_theta_max 0.8944
_diffrn_measurement_details
;
1 omega -90.00 -64.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- -17.3397 -178.0000 -180.0000 26

2 omega -89.00 23.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- -17.3397 -19.0000 -180.0000 112

3 omega -34.00 41.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- -17.3397 77.0000 0.0000 75

4 omega -11.00 54.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- 19.0585 77.0000 60.0000 65
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0205552000
_diffrn_orient_matrix_UB_12      -0.0424067000
_diffrn_orient_matrix_UB_13      -0.0207783000
_diffrn_orient_matrix_UB_21      -0.0087546000
_diffrn_orient_matrix_UB_22      -0.0100317000
_diffrn_orient_matrix_UB_23      0.0543011000
_diffrn_orient_matrix_UB_31      -0.0577416000
_diffrn_orient_matrix_UB_32      0.0166141000
_diffrn_orient_matrix_UB_33      -0.0200349000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11325
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         3.73
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             901
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0509
_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^)+(0.0464P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1166
_reflns_number_gt                2705
_reflns_number_total             4769
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ob00628c2.cif
_cod_data_source_block           hsp-ap-ii-318
_cod_depositor_comments
'Adding full bibliography for 7153873--7153874.cif.'
_cod_database_code               7153874
_chemical_oxdiff_formula         'C20 H21 N6 O4'
_chemical_oxdiff_usercomment     'AT 298 K, YELLOW, BLOCK'
_reflns_odcompleteness_completeness 97.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32