Structure-Property Relationships of Stable Free Radicals: Verdazyls with Electron-Rich Aryl Substituents
Victoria Chemistruck; Dallas Chambers; David J. R. Brook; Journal of Organic Chemistry 74 (2009) 1850–1857; doi:10.1021/jo8019829

data_4024352
_publ_contact_author_address
;Department of Chemistry
San Jose State University
One Washington Square
San Jose, CA 95192
;
_publ_contact_author_email       dbrook@science.sjsu.edu
_publ_contact_author_fax         '(408) 924-4945'
_publ_contact_author_name        'David J. R. Brook'
_publ_contact_author_phone       '(408) 924-4994'
_publ_section_title
;
Structure-Property Relationships of Stable Free Radicals: Verdazyls with
Electron-Rich Aryl Substituents
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1850
_journal_page_last               1857
_journal_paper_doi               10.1021/jo8019829
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C14 H19 N4 O2'
_chemical_formula_sum            'C14 H19 N4 O2'
_chemical_formula_weight         275.33
_chemical_melting_point          481
_chemical_name_systematic
1,5-diisopropyl-3-(4'-hydroxyphenyl)-6-oxo-verdazyl
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 96.190(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.1710(10)
_cell_length_b                   18.048(3)
_cell_length_c                   13.106(2)
_cell_measurement_reflns_used    27
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      4.5
_cell_volume                     1451.2(4)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'profile data from omega scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3529
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1.93
_diffrn_source                   'sealed X-ray tube'
_diffrn_standards_decay_%        0.0(3)
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.26
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             588
_exptl_crystal_recrystallization_method Methanol
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.6
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2555
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_gt           0.0532
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0621P)^2^+0.6013P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1463
_reflns_number_gt                2152
_reflns_number_total             2555
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo8019829_si_002.cif
_cod_data_source_block           povd3
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4024352