The surprising nucleophilic addition of aminochlorocarbenes to diethyl acetylenedicarboxylate and to oxalyl chloride: quinolines and benzo[1,4]diazepines from N-alkylformanilides and oxalyl chloride in the presence of H�nig's base
Cheng, Ying; Yang, Hua; Meth-Cohn, Otto; Organic & Biomolecular Chemistry 1 (2003) 3605–; doi:10.1039/b307278a

data_7151543
_publ_section_title
;
 The surprising nucleophilic addition of aminochlorocarbenes to diethyl
 acetylenedicarboxylate and to oxalyl chloride: quinolines and
 benzo[1,4]diazepines from N-alkylformanilides and oxalyl chloride in
 the presence of H&#xFFFD;nig's base
;
_journal_issue                   20
_journal_name_full               'Organic &amp;  Biomolecular Chemistry'
_journal_page_first              3605
_journal_paper_doi               10.1039/b307278a
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C32 H26 N2 O5'
_chemical_formula_weight         518.55
_chemical_melting_point          442
_chemical_name_common
;
1-Benzyl-7-methoxy-4-(4-methoxyphenyl)-5-
phenylbenzo(f)(1,4)diazepine-2,3-dicarbox-ylic anhydride
;
_chemical_name_systematic
;
1-Benzyl-7-methoxy-4-(4-methoxyphenyl)-5-phenylbenzo[f][1,4]diazepine-
2,3-dicarbox-ylic anhydride
;
_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                81.45(3)
_cell_angle_beta                 83.18(5)
_cell_angle_gamma                67.320(17)
_cell_formula_units_Z            4
_cell_length_a                   12.0481(11)
_cell_length_b                   14.5004(17)
_cell_length_c                   16.407(2)
_cell_measurement_temperature    293(2)
_cell_volume                     2609.4(6)
_computing_cell_refinement       'RAPID AUTO (Rigaku,2001)'
_computing_data_collection       'RAPID AUTO (Rigaku,2001)'
_computing_data_reduction        'RAPID AUTO (Rigaku,2001)'
_computing_molecular_graphics    'SHELXTL (Siemens,1994)'
_computing_publication_material  'SHELXTL (Siemens,1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean Oscillation
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_method       'Rigaku R-axis RAPID IP'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_sigmaI/netI    0.2846
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17892
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9792
_exptl_absorpt_correction_T_min  0.9659
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Psi scan'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.641
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     703
_refine_ls_number_reflns         11548
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.641
_refine_ls_R_factor_all          0.2119
_refine_ls_R_factor_gt           0.0481
_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^)+(0.0298P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0726
_refine_ls_wR_factor_ref         0.0918
_reflns_number_gt                3151
_reflns_number_total             11548
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b307278a.txt
_cod_data_source_block           sx584
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Empirical' changed to 'empirical'
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_original_cell_volume        2609.3(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7151543