Meta Nitration of Thiacalixarenes
Ondrej Kundrat; Jan Kroupa; Stanislav Böhm; Jan Budka; Vaclav Eigner; Pavel Lhotak; Journal of Organic Chemistry 75 (2010) 8372–8375; doi:10.1021/jo1013492

data_4025862
_publ_contact_author_address
; 
 Department of Organic Chemistry, 
 Prague Institute of Chemical Technology,
 Technicka 6,
 166 28 Prague 6,
 Czech Republic.
;
_publ_contact_author_email       lhotakp@vscht.cz
_publ_contact_author_fax         '+44 1865 000000'
_publ_contact_author_name        'Pavel Lhot\'ak'
_publ_contact_author_phone       '+42 0220 445055'
_publ_section_title
;
 Meta Nitration of Thiacalixarenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8372
_journal_page_last               8375
_journal_paper_doi               10.1021/jo1013492
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C36 H38 N2 O8 S4, 2(C3 H6 O)'
_chemical_formula_sum            'C42 H50 N2 O10 S4'
_chemical_formula_weight         871.13
_chemical_name_systematic
'4,16-Dinitro-25,26,27,28-tetrapropoxythiacalix[4]arene 1,3-alternate'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 131.17(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.967(12)
_cell_length_b                   10.7286(14)
_cell_length_c                   21.041(9)
_cell_measurement_reflns_used    2747
_cell_measurement_temperature    150
_cell_measurement_theta_max      78
_cell_measurement_theta_min      4
_cell_volume                     4413(6)
_computing_cell_refinement       'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_pressure         101
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22918
_diffrn_reflns_theta_full        76.659
_diffrn_reflns_theta_max         79.853
_diffrn_reflns_theta_min         4.287
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.454
_exptl_absorpt_correction_T_max  0.55
_exptl_absorpt_correction_T_min  0.26
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.60
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0876
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3194
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0683
_refine_ls_shift/su_max          0.002285
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 9.65 0.862 6.58 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1037
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0771
_reflns_limit_h_max              24
_reflns_limit_h_min              -32
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                3194
_reflns_number_total             4693
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   3.70
_oxford_diffrn_Wilson_scale      0.28
_oxford_refine_ls_r_factor_ref   0.0683
_oxford_refine_ls_scale          1.831(5)
_oxford_reflns_number_all        4676
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_cod_data_source_file            jo1013492_si_001_3.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        4412(6)
_cod_original_sg_symbol_H-M      'C 1 2/c 1 '
_cod_database_code               4025862