14b-Chloro-4a-methoxy-3,3-dimethyl-2,3,4a,14b-tetrahydro-1<i>H</i>-benzo[<i>a</i>]pyrano[2,3-<i>c</i>]phenazine: a new active structural type against <i>Mycobacterium tuberculosis</i>
Nunes, I. K. da C.; De Simone, C. A.; Silva, R. S. F.; Pinto, A. V.; Goulart, M. O. F.; Acta Crystallographica Section E 63 (2007) o3686–o3687; doi:10.1107/S1600536807033259

data_2215078
_publ_section_title
;14b-Chloro-4a-methoxy-3,3-dimethyl-2,3,4a,14b-tetrahydro-1<i>H</i>-benzo[<i>a</i>]pyrano[2,3-<i>c</i>]phenazine:
 a new active structural type against <i>Mycobacterium tuberculosis</i>
;
_journal_coeditor_code           DN2211
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3686
_journal_page_last               o3687
_journal_paper_doi               10.1107/S1600536807033259
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C22 H21 Cl N2 O2'
_chemical_formula_moiety         'C22 H21 Cl N2 O2'
_chemical_formula_sum            'C22 H21 Cl N2 O2'
_chemical_formula_weight         380.86
_chemical_name_systematic
;
14b-Chloro-4a-methoxy-3,3-dimethyl-2,3,4a,14b-tetrahydro-1H-
benzo[a]pyrano[2,3-c]phenazine
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 92.488(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.5498(6)
_cell_length_b                   6.97000(10)
_cell_length_c                   17.4872(7)
_cell_measurement_reflns_used    6803
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     1893.51(11)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction
'SCALEPACK and DENZO (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enraf Nonius FR590'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13253
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.221
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.148
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.255
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0472
_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^)+(0.0494P)^2^+0.7263P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1209
_reflns_number_gt                3296
_reflns_number_total             4312
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            dn2211.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2215078
_cod_database_fobs_code          2215078