Unique <i>trans</i>-<i>syn</i>-<i>cis</i> [6.6.7] Tricycle Derivative from Transannular Diels‒Alder Contraction of a Model 15-Membered <i>trans</i>-<i>cis</i>-<i>cis</i> Macrocyclic Triene
Drouin, Marc; Hall, Dennis G.; Caillé, Alain-Sébastien; Pierre Deslongchamps; Acta Crystallographica Section C 53 (1997) 1490–1493; doi:10.1107/S0108270197005635

data_2006576
_publ_section_title
;
 Unique <i>trans</i>-<i>syn</i>-<i>cis</i> [6.6.7] Tricycle Derivative
 from Transannular Diels--Alder Contraction of a Model 15-Membered
 <i>trans</i>-<i>cis</i>-<i>cis</i> Macrocyclic Triene
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1490
_journal_page_last               1493
_journal_paper_doi               10.1107/S0108270197005635
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         '3C31 H37 Br1 O10 , 0.76C2 H6 O1'
_chemical_formula_sum            'C31.51 H38.52 Br O10.25'
_chemical_formula_weight         661.2
_chemical_name_systematic
;
rac-1S,2S,7R,10R)-(8Z)-1-p-bromobenzoyl-5,5,13,13-tetrakis(methoxycarbonyl)
tricyclo[8.5.0.0^2,7^]pentadec-8-ene.
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                79.073(11)
_cell_angle_beta                 75.749(9)
_cell_angle_gamma                70.254(12)
_cell_formula_units_Z            6
_cell_length_a                   13.549(2)
_cell_length_b                   15.413(2)
_cell_length_c                   24.490(2)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      40
_cell_measurement_theta_min      30
_cell_volume                     4633.6(11)
_computing_cell_refinement       'NRCCAD TRUANG'
_computing_data_collection       'NRCCAD DATCOL (Le Page, White & Gabe, 1986)'
_computing_data_reduction
'NRCVAX DATRD2  (Gabe, Le Page, Charland, Lee & White, 1989)'
_computing_molecular_graphics    'ORTEP in Xtal_GX (Johnson, 1995)'
_computing_publication_material  'SHELXL93 ACTA'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution
'SIR92 (Altomare, Cascarano, Giacovazzo, & Guargliardi, 1993)'
_diffrn_ambient_temperature      193(2)
_diffrn_measurement_device       'Nonius CAD-4    '
_diffrn_measurement_method       '\q/2\q scan '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Copper K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.019
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26568
_diffrn_reflns_theta_max         69.81
_diffrn_reflns_theta_min         1.87
_diffrn_standards_decay_%        .0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.304
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_correction_T_min  0.7821
_exptl_absorpt_correction_type
;empirical \y scan based on 9 azimutal reflections (NRCVAX ABSORP; Gabe, Le
 Page,
Charland, Lee & White, 1989)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    none
_exptl_crystal_description       plate
_exptl_crystal_F_000             2067.5
_exptl_crystal_size_max          .30
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .07
_refine_diff_density_max         1.064
_refine_diff_density_min         -.999
_refine_ls_extinction_coef       0.00014(5)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.067
_refine_ls_goodness_of_fit_obs   1.178
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1160
_refine_ls_number_reflns         17425
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.099
_refine_ls_restrained_S_obs      1.178
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_obs          .0614
_refine_ls_shift/esd_max         -0.310
_refine_ls_shift/esd_mean        0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+( 0.0788P)^2^+2.8467P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1753
_refine_ls_wR_factor_obs         .1568
_reflns_number_observed          12422
_reflns_number_total             17470
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            fg1245.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(
0.0788P)^2^+2.8467P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'.
New tag '_refine_ls_weighting_details' was created. The value of the
new tag was set to 'w = 1/[\s^2^(Fo^2^)+( 0.0788P)^2^+2.8467P] where
P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4633.8(10)
_cod_original_formula_sum        'C94.52 H115.56 O30.76 Br3'
_cod_database_code               2006576