Benzoindolizine derivatives of N-acylphenothiazine. Synthesis and characterization
Elena Bâcu; Dalila Samson-Belei; Guy Nowogrocki; Axel Couture; Pierre Grandclaudon; Org. Biomol. Chem. 1 (2003) 2377–2382; doi:10.1039/b302662k

data_7151419
_publ_section_title
;
 Benzoindolizine derivatives of N-acylphenothiazine. Synthesis and
 characterization
;
_journal_issue                   13
_journal_name_full               'Org. Biomol. Chem.'
_journal_page_first              2377
_journal_page_last               2382
_journal_paper_doi               10.1039/b302662k
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C28 H22 N2 O3 S'
_chemical_formula_weight         466.54
_chemical_melting_point          476.6(5)
_chemical_name_common
;
1-ethoxycarbonyl-2,3-dihydropyrolo(2,1-a)isoquinolin-3-yl-
(10H-phenothiazin-10-yl)-1-methanone
;
_chemical_name_systematic
; 
1-ethoxycarbonyl-2,3-dihydropyrolo[2,1-a]isoquinolin-3-yl-
(10H-phenothiazin-10-yl)-1-methanone 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 125.498(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.180(4)
_cell_length_b                   18.259(4)
_cell_length_c                   14.878(3)
_cell_measurement_temperature    293(2)
_cell_volume                     4463.1(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_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  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13018
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    0.180
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular prism'
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          .4
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .15
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         3713
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0501
_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^)+(0.0796P)^2^+1.9291P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1394
_reflns_number_gt                2757
_reflns_number_total             3713
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b302662k.txt
_cod_data_source_block           grandprm=_2c
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/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 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '203-204C' was changed to '476.6(5)'
- it was converted from degrees Celsius(C) to Kelvins(K), the average
value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        4463.0(15)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7151419