Bond length–bond order relations and calculated geometries for some benzenoid aromatics, including phenanthridine. Structures of 5,6-dimethylphenanthridinium triflate, [<i>N</i>-(6-phenanthridinylmethyl)-aza-18-crown-6-κ^5^<i>O</i>,<i>O</i>',<i>O</i>'',<i>O</i>''',<i>O</i>''''](picrate-κ^2^-<i>O</i>,<i>O</i>')potassium, and [<i>N</i>,<i>N</i>'-bis(6-phenanthridinyl-κ<i>N</i>-methyl)-7,16-diaza-18-crown-6-κ^4^<i>O</i>,<i>O</i>',<i>O</i>'',<i>O</i>''']sodium iodide dichloromethane solvate
Kojić-Prodić, Biserka; Kiralj, Rudolf; Žinić, Mladen; Alihodžić, Sulejman; Trinajstić, Nenad; Acta Crystallographica Section B 52 (1996) 823–837; doi:10.1107/S0108768196006337

data_2101613
_publ_section_title
;Bond length--bond order relations and calculated geometries for some
 benzenoid aromatics, including phenanthridine. Structures of
 5,6-dimethylphenanthridinium triflate,
 [<i>N</i>-(6-phenanthridinylmethyl)-aza-18-crown-6-\k^5^<i>O</i>,<i>O</i>',<i>O</i>'',<i>O</i>''',<i>O</i>''''](picrate-\k^2^-<i>O</i>,<i>O</i>')potassium,
 and
 [<i>N</i>,<i>N</i>'-bis(6-phenanthridinyl-\k<i>N</i>-methyl)-7,16-diaza-18-crown-6-\k^4^<i>O</i>,<i>O</i>',<i>O</i>'',<i>O</i>''']sodium
 iodide dichloromethane solvate
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              823
_journal_page_last               837
_journal_paper_doi               10.1107/S0108768196006337
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C40 H44 N4 O4 Na 1+,I 1-,C H2 Cl2'
_chemical_formula_sum            'C41 H46 Cl2 I N4 Na O4'
_chemical_formula_weight         879.64
_chemical_name_systematic
;
(N,N'-bis(6-phenanthridinylmethyl)-7,16-diaza-18-crown-6)sodium iodide
dichloromethane solvate
;
_space_group_IT_number           23
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'I 2 2'
_symmetry_space_group_name_H-M   'I 2 2 2'
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   10.4530(10)
_cell_length_b                   13.4170(10)
_cell_length_c                   28.526(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    100(3)
_cell_measurement_theta_max      22
_cell_measurement_theta_min      18
_cell_volume                     4000.7(6)
_computing_cell_refinement
'CAD4 (Enraf Nonius 1992) software <CELDIM> routine'
_computing_data_collection       'EXPRESS-CAD4 (Enraf Nonius 1992) software'
_computing_data_reduction        'SDP (Frenz, 1982)'
_computing_molecular_graphics
;
PLATON93 (Spek, 1993) & ORTEP (Johnson, 1976), PLUTON93 (Spek, 1993)
;
_computing_publication_material  'PLATON93 (Spek, 1993)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      100(3)
_diffrn_measurement_device       'Enraf-Nonius CAD4 diffractometer'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focused sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2286
_diffrn_reflns_reduction_process
;
 ?
;
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_min         2
_diffrn_standards_decay_%        1.2
_diffrn_standards_interval_count 57
_diffrn_standards_interval_time  180
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.98
_exptl_absorpt_correction_T_max  0.9998
_exptl_absorpt_correction_T_min  0.9493
_exptl_absorpt_correction_type   '\y scan (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_description       prism
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.10
_refine_diff_density_min         -1.20
_refine_ls_abs_structure_details
;
 Refinement of other enantiomer structure had final R, Rw values
 significantly higher.
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   4.25
_refine_ls_goodness_of_fit_obs   4.24
_refine_ls_hydrogen_treatment
;
 refU, except H21, H30, H61, H62, H70, H80, H91 noref, H55 refall
;
_refine_ls_matrix_type           full
_refine_ls_number_constraints    73
_refine_ls_number_parameters     266
_refine_ls_number_reflns         1948
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_obs          0.0493
_refine_ls_shift/esd_max         0.05
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=2.7906/[\s^2^(Fo)+0.00026(Fo^2^)]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0580
_refine_ls_wR_factor_obs         0.0511
_reflns_number_observed          1948
_reflns_number_total             2126
_reflns_observed_criterion       >2sigma(F)
_cod_data_source_file            na0076.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=2.7906/[\s^2^(Fo)+0.00026(Fo^2^)]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w=2.7906/[\s^2^(Fo)+0.00026(Fo^2^)]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4000.6(5)
_cod_original_formula_sum        'C41 H46 Cl2 I1 N4 Na1 O4'
_cod_database_code               2101613