[4+3] Cycloaddition of in situ generated azoalkenes with C,N-cyclic azomethine imines: efficient synthesis of tetrazepine derivatives
Xiao-Qiang Hu; Jia-Rong Chen; Shuang Gao; Bin Feng; Liang-Qiu Lu; Wen-Jing Xiao; Chem.Commun. 49 (2013) 7905–; doi:10.1039/c3cc43888k

data_7109684
_publ_section_title
;
 [4+3] Cycloaddition of in situ generated azoalkenes with C,N-cyclic
 azomethine imines: efficient synthesis of tetrazepine derivatives
;
_journal_name_full               Chem.Commun.
_journal_page_first              7905
_journal_paper_doi               10.1039/c3cc43888k
_journal_volume                  49
_journal_year                    2013
_chemical_formula_sum            'C31 H26 N4 O2'
_chemical_formula_weight         486.56
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.429(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.667(3)
_cell_length_b                   27.905(7)
_cell_length_c                   9.770(2)
_cell_measurement_reflns_used    1340
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      19.76
_cell_measurement_theta_min      2.41
_cell_volume                     2889.9(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0919
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5209
_diffrn_reflns_theta_full        25.30
_diffrn_reflns_theta_max         25.30
_diffrn_reflns_theta_min         1.46
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.9986
_exptl_absorpt_correction_T_min  0.9929
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_platon_squeeze_details
;
N: Total Potential Solvent Accessible Void Vol ..................   479.9 Ang^3
N: Electron Count / Cell =    135 - To be included in D(calc), F000 & Mol.Wght.

;
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.908
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5209
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      0.922
_refine_ls_R_factor_all          0.1546
_refine_ls_R_factor_gt           0.0774
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1154P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1831
_refine_ls_wR_factor_ref         0.2147
_reflns_number_gt                2365
_reflns_number_total             5209
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc43888k.txt
_cod_data_source_block           t
_cod_original_cell_volume        2890.0(12)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7109684