Catalyst-Free Synthesis of Aryl Diamines via a Three-Step Reaction Process.
Bulut, Safak; Queen, Wendy L.; The Journal of organic chemistry 83 (2018) 3806–3818; doi:10.1021/acs.joc.8b00151

data_4035498
_publ_section_title
;
 Catalyst-Free Synthesis of Aryl Diamines via a Three-Step Reaction
 Process.
;
_journal_issue                   7
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3806
_journal_page_last               3818
_journal_paper_doi               10.1021/acs.joc.8b00151
_journal_volume                  83
_journal_year                    2018
_chemical_formula_sum            'C17 H16 N2 O4'
_chemical_formula_weight         312.32
_chemical_name_common            'CCDC 1540291_Compound 1_SB55_2_a'
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
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_atom_sites_solution_hydrogens   mixed
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_cell_angle_beta                 97.255(15)
_cell_angle_gamma                94.801(14)
_cell_formula_units_Z            2
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_cell_length_b                   11.994(2)
_cell_length_c                   13.207(2)
_cell_measurement_reflns_used    908
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.4530
_cell_measurement_theta_min      2.1390
_cell_volume                     713.6(2)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.504
_diffrn_measured_fraction_theta_max 0.556
_diffrn_measurement_device_type
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           synchrotron
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_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.504
_diffrn_reflns_Laue_measured_fraction_max 0.556
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2535
_diffrn_reflns_point_group_measured_fraction_full 0.504
_diffrn_reflns_point_group_measured_fraction_max 0.556
_diffrn_reflns_theta_full        25.416
_diffrn_reflns_theta_max         24.567
_diffrn_reflns_theta_min         1.587
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.105
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_description       needle
_exptl_crystal_F_000             328
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         1308
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0663
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1338P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1682
_refine_ls_wR_factor_ref         0.1756
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1050
_reflns_number_total             1308
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b00151_si_002.cif
_cod_data_source_block           SB55_2_a
_cod_database_code               4035498
_shelxl_version_number           2014-3
_shelx_res_checksum              12165
_shelx_hkl_checksum              53781