1,8-Dichloro-5-oxa-10-azatricyclo[5.3.1.0^3,8^]undecan-9-one: structure of a hydrolysed Diels-Alder addition product
Barlow, M. G.; Pritchard, R. G.; Sibous, L.; Tipping, A. E.; Acta Crystallographica Section C 48 (1992) 1908–1909; doi:10.1107/S0108270192007340

data_2000578
_publ_section_title
;
 1,8-Dichloro-5-oxa-10-azatricyclo[5.3.1.0^3,8^]undecan-9-one:
 structure of a hydrolysed Diels-Alder addition product
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_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1908
_journal_page_last               1909
_journal_paper_doi               10.1107/S0108270192007340
_journal_volume                  48
_journal_year                    1992
_chemical_formula_moiety         'C9 H11 Cl2 N O2'
_chemical_formula_sum            'C9 H11 Cl2 N O2'
_chemical_formula_weight         236.1
_chemical_name_systematic
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1,8-dichloro-5-oxa-10-azatricyclo(5.3.1.0~3,8~)undecan-9-one
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 107.38(3)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   12.669(5)
_cell_length_b                   8.760(2)
_cell_length_c                   9.475(5)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    293
_cell_measurement_theta_max      22.2
_cell_measurement_theta_min      7.1
_cell_volume                     1003.5(7)
_computing_cell_refinement       'MSC/AFC diffractometer control'
_computing_data_collection       'MSC/AFC diffractometer control'
_computing_data_reduction
' TEXSAN PROCESS (Molecular Structure Corporation, 1985)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'TEXSAN FINISH'
_computing_structure_refinement  'TEXSAN LS '
_computing_structure_solution    'MITHRIL (Gilmore, 1984)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       AFC-6S
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.065
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            997
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         0
_diffrn_standards_decay_%        20
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.62
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type
'azimuthal scans (DIFABS; Walker & Stuart, 1983)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.25
_refine_ls_goodness_of_fit_obs   1.95
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         789
_refine_ls_R_factor_obs          0.036
_refine_ls_shift/esd_max         0.004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.044
_reflns_number_observed          789
_reflns_number_total             997
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            al1017.cif
_cod_data_source_block           al1017a
_cod_depositor_comments
;

  Changing the apparently incorrect symmetry operator
  '0.5-x,0.5+y,0.5-z' to '0.5-x,0.5+y,-z', because:

  1) the original symop set is not found in any COD spacegroup lists,
     but after correction the spacegroup list indeed belongs to the
     spacegroup 'C 1 2/m 1' as specified in the _H-M data item;

  2) before the correction, the crystal would contain polymer with
     close contacts; after the correction, the crystal contains four
     molecules of expected compostion and with reasonable packing;

  3) after the correction, the brutto formula is computed correctly by
     cod-tools.

  Saulius Gra\<zulis
  2014-06-18

;
_cod_original_cell_volume        1003.6(7)
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               2000578