Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction.
Patil, Pravin; Kurpiewska, Katarzyna; Kalinowska-Tłuścik, Justyna; Dömling, Alexander; ACS combinatorial science 19 (2017) 343–350; doi:10.1021/acscombsci.7b00033

data_4514148
_publ_section_title
;
 Ammonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction.
;
_journal_issue                   5
_journal_name_full               'ACS combinatorial science'
_journal_page_first              343
_journal_page_last               350
_journal_paper_doi               10.1021/acscombsci.7b00033
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C9 H15 N5 O1'
_chemical_formula_sum            'C9 H15 N5 O'
_chemical_formula_weight         209.26
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2016-06-13T18:56:47-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 103.490(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.0138(3)
_cell_length_b                   11.5538(2)
_cell_length_c                   16.1111(4)
_cell_measurement_reflns_used    6090
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      28.5509
_cell_measurement_theta_min      2.9768
_cell_volume                     2174.60(9)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
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_computing_data_collection
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
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_computing_data_reduction
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 10.3756
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.046936
_diffrn_orient_matrix_UB_12      -0.0058877
_diffrn_orient_matrix_UB_13      -0.0195023
_diffrn_orient_matrix_UB_21      0.034207
_diffrn_orient_matrix_UB_22      -0.0216632
_diffrn_orient_matrix_UB_23      0.0388384
_diffrn_orient_matrix_UB_31      -0.0177565
_diffrn_orient_matrix_UB_32      -0.0571025
_diffrn_orient_matrix_UB_33      -0.012695
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16218
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.614
_diffrn_reflns_theta_min         2.983
_exptl_absorpt_coefficient_mu    0.09
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.71024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       prism
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5117
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.073
_refine_ls_R_factor_gt           0.0545
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0488P)^2^+1.4070P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.129
_refine_ls_wR_factor_ref         0.1412
_reflns_Friedel_coverage         0
_reflns_number_gt                3926
_reflns_number_total             5117
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            co7b00033_si_001.cif
_cod_data_source_block           php623
_cod_original_formula_sum        'C9 H15 N5 O1'
_cod_database_code               4514148
_shelx_estimated_absorpt_t_min   0.957
_shelx_estimated_absorpt_t_max   0.982