An octahydro-3a,6-methanoazulen-5-one resulting from an intramolecular Friedel–Crafts acylation
Brock, Carolyn Pratt; Richardson, S. K.; Sabol, M. R.; Watt, David S.; Syed, Ashfaquzzaman; Acta Crystallographica Section C 50 (1994) 106–108; doi:10.1107/S0108270193006675

data_2009374
_publ_contact_author
;
                                 Prof. Carolyn P. Brock
                                 Department of Chemistry
                                 University of Kentucky
                                 Lexington, KY  40506-0055
                                 USA
;
_publ_section_title
;
 An octahydro-3a,6-methanoazulen-5-one resulting from an intramolecular
 Friedel--Crafts acylation
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              106
_journal_page_last               108
_journal_paper_doi               10.1107/S0108270193006675
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C17 H27 Cl O2 S'
_chemical_formula_sum            'C17 H27 Cl O2 S'
_chemical_formula_weight         330.9
_chemical_melting_point          381.6(5)
_chemical_name_systematic
;
1\b-tert-butoxy-4\b-chloro-7a\b-methyl-9-thiomethoxy-1,2,3,4,5,6,7,7a-
octahydro-3a,5-ethano-3aH-inden-8-one
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_audit_creation_method           'created by C P Brock'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2810(10)
_cell_length_b                   17.8440(10)
_cell_length_c                   8.0760(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295.0(10)
_cell_measurement_theta_max      34.9
_cell_measurement_theta_min      9.1
_cell_volume                     1769.8(3)
_computing_cell_refinement       CAD-4VAX
_computing_data_collection       'CAD-4VAX (Enraf-Nonius, 1988)'
_computing_data_reduction        'local program (Brock)'
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_publication_material
'ORFFE (Busing, Martin & Levy, 1964) and a local program (Brock)  '
_computing_structure_refinement
;
local program based on Ibers's version, which in turn is based on ORFLS
(Busing, Martin & Levy, 1962)
;
_computing_structure_solution    'DIRDIF (Beurskens et al., 1983)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4VAX diffractometer'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1513
_diffrn_reflns_theta_max         60.0
_diffrn_reflns_theta_min         0.0
_diffrn_standards_decay_%        3.9
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.026
_exptl_absorpt_correction_T_max  0.633
_exptl_absorpt_correction_T_min  0.331
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'based on psi scans'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_description       'thick plates'
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.30
_refine_ls_extinction_coef       6.5E-8(7)
_refine_ls_extinction_method     'Zachariasen (1968)'
_refine_ls_goodness_of_fit_obs   3.33
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     191
_refine_ls_number_reflns         1457
_refine_ls_R_factor_obs          0.042
_refine_ls_shift/esd_max         0.10
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.057
_reflns_number_observed          1457
_reflns_number_total             1513
_reflns_observed_criterion       >3sigma(I)
_cod_data_source_file            cr1062.cif
_cod_data_source_block           TRICYC
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-18

The following automatic conversions were performed:

'_chemical_melting_point' value '108-109_C' was changed to '381.6(5)'
- it was converted from degrees Celsius(C) to Kelvins(K), the average
value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '108-109_C' was changed to '381.6(5)'
- it was converted from degrees Celsius(C) to Kelvins(K), the average
value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2009374