1,7-Dichloro-9-azatricyclo[4.3.1.0^3,7^]decan-8-one, a hydrolysed Diels–Alder cycloaddition product from the reaction of 3,5,6-trichloro-1,2,4-triazine with hexa-1,5-diene
Barlow, M. G.; Pritchard, R. G.; Sibous, L.; Tipping, A. E.; Acta Crystallographica Section C 50 (1994) 550–551; doi:10.1107/S0108270193010960

data_2009627
_publ_section_title
;
 1,7-Dichloro-9-azatricyclo[4.3.1.0^3,7^]decan-8-one, a hydrolysed
 Diels--Alder cycloaddition product from the reaction of
 3,5,6-trichloro-1,2,4-triazine with hexa-1,5-diene
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              550
_journal_page_last               551
_journal_paper_doi               10.1107/S0108270193010960
_journal_volume                  50
_journal_year                    1994
_chemical_formula_structural     ' C~9~ H~11~ N O Cl~2~ '
_chemical_formula_sum            'C9 H11 Cl2 N O'
_chemical_formula_weight         220.10
_chemical_name_systematic
;
1,7-Dichloro-9-azatricyclo[4.3.1.0^3,7^]decan-8-one
;
_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                90.00
_cell_angle_beta                 95.58(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4.0
_cell_length_a                   6.241(2)
_cell_length_b                   12.296(3)
_cell_length_c                   12.758(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      27.2
_cell_measurement_theta_min      16.4
_cell_volume                     974.4(5)
_computing_cell_refinement       'P3/PC Diffractometer Program'
_computing_data_collection       'P3/PC Diffractometer Program (Siemens, 1989)'
_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    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Nicolet R3m/V'
_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  0.0394
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2143
_diffrn_reflns_theta_max         26.1107
_diffrn_reflns_theta_min         1.0
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.6248
_exptl_absorpt_correction_type   'not applied'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_description       needle
_exptl_crystal_F_000             456.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         -0.47541
_refine_diff_density_min         0.34210
_refine_ls_extinction_coef       8.4E-6(9)
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   2.057
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1539
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0478
_refine_ls_shift/esd_max         0.0517
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0602
_reflns_number_observed          1539
_reflns_number_total             2143
_reflns_observed_criterion       'I > 2\s(I)'
_cod_data_source_file            hu1063.cif
_cod_data_source_block           S044
_cod_original_cell_volume        974.4(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2009627