Synthetic Applications of Cyanoacetylated Bisindoles: Synthesis of Novel Cycloheptadiindoles, Indolocarbazoles, and Related Aza Analogues
Niklas Wahlström; Johnny Slätt; Birgitta Stensland; Anne Ertan; Jan Bergman; Tomasz Janosik; Journal of Organic Chemistry 72 (2007) 5886–5889; doi:10.1021/jo0706729

data_4024067
_publ_contact_author_address
;
Early Development, B341:3, PAR&D, 
AstraZeneca R&D, S-151 58 S\"odert\"alje, Sweden
;
_publ_contact_author_email       anne.ertan@astrazeneca.com
_publ_contact_author_fax         '+46 8 553 289 07'
_publ_contact_author_name        'Anne Ertan'
_publ_contact_author_phone       '+46 8 553 258 46'
_publ_section_title
;
 Synthetic Applications of Cyanoacetylated Bisindoles: Synthesis
 of Novel Cycloheptadiindoles, Indolocarbazoles, and Related
 Aza Analogues
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5886
_journal_page_last               5889
_journal_paper_doi               10.1021/jo0706729
_journal_volume                  72
_journal_year                    2007
_chemical_compound_source
;
Jonny Slatt, Unit for Organic Chemistry, CNT, Dep. of Biosciences 
at Novum, Karolinska Institute, Novum Research Park, SE-141 57 
Huddinge, Sweden
;
_chemical_formula_moiety         'C26 H19 N3 O3, 2(C3 H7 N O)'
_chemical_formula_sum            'C32 H33 N5 O5'
_chemical_formula_weight         567.63
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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           'maXus and SHELXL-97'
_cell_angle_alpha                87.518(10)
_cell_angle_beta                 71.966(10)
_cell_angle_gamma                82.401(10)
_cell_formula_units_Z            4
_cell_length_a                   12.1900(10)
_cell_length_b                   15.2440(10)
_cell_length_c                   17.2990(10)
_cell_measurement_temperature    293(2)
_cell_volume                     3029.8(4)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Software (Nonius, 2000)'
_computing_data_reduction
'DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
ORTEPII (Johnson, 1976), PLATON (Spek, 2003)
;
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_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  0.0318
_diffrn_reflns_av_sigmaI/netI    0.1260
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19893
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.838
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     757
_refine_ls_number_reflns         13689
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.838
_refine_ls_R_factor_all          0.1842
_refine_ls_R_factor_gt           0.0661
_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^)+(0.1098P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1676
_refine_ls_wR_factor_ref         0.2035
_reflns_number_gt                5024
_reflns_number_total             13689
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0706729si20070521_075845.cif
_cod_data_source_block           JS1040
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4024067