4,5:9,10-Dibenzo-1,7-dichloro-1,7-(14-chloromethanonitrilo)tetracyclo[5.5.2.0^2,6^.0^8,12^]tetradec-13-ene, a 2:1 Diels–Alder cycloaddition product of indene and 3,5,6-trichloro-1,2,4-triazine
Barlow, M. G.; Pritchard, R. G.; Sibous, L.; Tipping, A. E.; Acta Crystallographica Section C 50 (1994) 552–553; doi:10.1107/S0108270193010959

data_2009626
_publ_section_title
;4,5:9,10-Dibenzo-1,7-dichloro-1,7-(14-chloromethanonitrilo)tetracyclo[5.5.2.0^2,6^.0^8,12^]tetradec-13-ene,
 a 2:1 Diels--Alder cycloaddition product of indene and
 3,5,6-trichloro-1,2,4-triazine
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              552
_journal_page_last               553
_journal_paper_doi               10.1107/S0108270193010959
_journal_volume                  50
_journal_year                    1994
_chemical_formula_structural     ' C21 H16 Cl3 N1 '
_chemical_formula_sum            'C21 H16 Cl3 N'
_chemical_formula_weight         388.72
_chemical_name_systematic
;
4,5:9,10-Dibenzo-1,7-dichloro-1,7-(14-chloromethanonitrilo)
tetracyclo[5.5.2.0.^2,6^0^8,12^]tetradec-13-ene
;
_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'
_cell_angle_alpha                90
_cell_angle_beta                 94.39(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4.0
_cell_length_a                   8.637(2)
_cell_length_b                   14.976(3)
_cell_length_c                   13.714(3)
_cell_measurement_reflns_used    23
_cell_measurement_temperature    296
_cell_measurement_theta_max      34.77
_cell_measurement_theta_min      20.53
_cell_volume                     1768.7(7)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1988)
;
_computing_data_reduction
'PROCESS TEXSAN (Molecular Structure Corporation, 1985)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'FINISH TEXSAN'
_computing_structure_refinement  'LS TEXSAN'
_computing_structure_solution    'MITHRIL TEXSAN (Gilmore, 1984)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       AFC6S
_diffrn_measurement_method       '\w/2-\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3649
_diffrn_reflns_theta_max         24.9720
_diffrn_reflns_theta_min         1.0
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.5220
_exptl_absorpt_correction_type   ' not applied '
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_description       fragment
_exptl_crystal_F_000             800.00
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         -0.23368
_refine_diff_density_min         0.22090
_refine_ls_extinction_method     'not applied'
_refine_ls_goodness_of_fit_obs   1.627
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         1786
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0443
_refine_ls_shift/esd_max         0.0003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0494
_reflns_number_observed          1786
_reflns_number_total             3256
_reflns_observed_criterion       ' I>3\s(I)'
_cod_data_source_file            hu1062.cif
_cod_data_source_block           F108
_cod_original_cell_volume        1768.0(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        ' C21 H16 Cl3 N1 '
_cod_database_code               2009626