The first Diels‒Alder reaction of a 9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene derivative: synthesis and crystal structure of a novel donor‒π‒anthraquinone diad
Christensen, Christian A.; Bryce, Martin R.; Batsanov, Andrei S.; Howard, Judith A. K.; Jeppesen, Jan O.; Becher, Jan; Chemical Communications  (1999) 2433–; doi:10.1039/a907768e

data_7115235
_publ_section_title
;
 The first Diels--Alder reaction of a
 9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene derivative:
 synthesis and crystal structure of a novel donor--\p--anthraquinone diad
;
_journal_issue                   23
_journal_name_full               'Chemical Communications'
_journal_page_first              2433
_journal_paper_doi               10.1039/a907768e
_journal_year                    1999
_chemical_formula_sum            'C34 H38 O S6'
_chemical_formula_weight         655.00
_chemical_melting_point          451.6(5)
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.95(1)
_cell_angle_beta                 95.52(1)
_cell_angle_gamma                113.86(1)
_cell_formula_units_Z            4
_cell_length_a                   15.208(3)
_cell_length_b                   16.298(3)
_cell_length_c                   16.510(3)
_cell_measurement_reflns_used    863
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      12.0
_cell_volume                     3320.2(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25912
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         1.39
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_T_max  0.9827
_exptl_absorpt_correction_T_min  0.8619
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
'XPREP (SHELX) program, R(int)=0.043 before correction'
_exptl_crystal_colour            amber
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     759
_refine_ls_number_reflns         12113
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0373P)^2^+1.9952P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0961
_reflns_number_gt                8781
_reflns_number_total             12113
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            907768e.txt
_cod_data_source_block           (14)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '178-179 deg.C' was changed to
'451.6(5)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was
estimated.

'_symmetry_cell_setting' value 'Triclinic' changed to
'triclinic' according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        3320(1)
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7115235