Silica gel promoted environment-friendly synthesis of α-amino amidines and regioselective transformation of α-amino amidines into amidino substituted indazoles
Sagar, A.; Babu, Venkata Nagarjuna; Sharada, Duddu. S.; RSC Adv. 5 (2015) 29066–; doi:10.1039/C5RA02491A

data_7219978
_publ_section_title
;
 Silica gel promoted environment-friendly synthesis of \a-amino amidines
 and regioselective transformation of \a-amino amidines into amidino
 substituted indazoles
;
_journal_issue                   37
_journal_name_full               'RSC Adv.'
_journal_page_first              29066
_journal_paper_doi               10.1039/C5RA02491A
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety         'C24 H24 N4 '
_chemical_formula_sum            'C24 H24 N4'
_chemical_formula_weight         368.47
_chemical_melting_point          404.15
_chemical_name_common            '3-amidino substituted 2H-indazole'
_chemical_name_systematic
'N-tert-butyl-N2-diphenyl-2H-indazole-3-carboximidamide '
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-01-20 deposited with the CCDC.
2015-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                81.571(9)
_cell_angle_beta                 78.506(7)
_cell_angle_gamma                61.154(12)
_cell_formula_units_Z            4
_cell_length_a                   11.5010(11)
_cell_length_b                   11.7613(15)
_cell_length_c                   18.1827(15)
_cell_measurement_temperature    293(2)
_cell_volume                     2107.5(5)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.961
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15456
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.078
_diffrn_reflns_theta_min         4.299
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_description       cubic
_exptl_crystal_F_000             784
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Chloroform'
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.122
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.024
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         7849
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.1264
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0470P)^2^+2.1832P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2160
_refine_ls_wR_factor_ref         0.2400
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4125
_reflns_number_total             7849
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ra02491a2.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        2107.5(4)
_cod_original_formula_sum        'C24 H24 N4 '
_cod_database_code               7219978
_shelxl_version_number           2013-4
_shelx_res_checksum              33066
_shelx_hkl_checksum              90705