Synthesis of Highly Substituted Imidazole Uracil Containing Molecules via Ugi-4CR and Passerini-3CR.
Madhavachary, Rudrakshula; Zarganes-Tzitzikas, Tryfon; Patil, Pravin; Kurpiewska, Katarzyna; Kalinowska-Tłuścik, Justyna; Dömling, Alexander; ACS combinatorial science 20 (2018) 192–196; doi:10.1021/acscombsci.7b00145

data_4514399
_publ_section_title
;
 Synthesis of Highly Substituted Imidazole Uracil Containing Molecules via
 Ugi-4CR and Passerini-3CR.
;
_journal_issue                   4
_journal_name_full               'ACS combinatorial science'
_journal_page_first              192
_journal_page_last               196
_journal_paper_doi               10.1021/acscombsci.7b00145
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C23 H19 N5 O5'
_chemical_formula_sum            'C23 H19 N5 O5'
_chemical_formula_weight         445.43
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2016-02-09T23:32:05-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                92.955(3)
_cell_angle_beta                 104.279(3)
_cell_angle_gamma                112.139(4)
_cell_formula_units_Z            4
_cell_length_a                   12.1203(5)
_cell_length_b                   12.6914(6)
_cell_length_c                   14.9284(5)
_cell_measurement_reflns_used    11152
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      70.8946
_cell_measurement_theta_min      3.8067
_cell_volume                     2034.44(16)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_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)
;
_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      120(2)
_diffrn_detector_area_resol_mean 10.3756
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.059473
_diffrn_orient_matrix_UB_12      0.1218145
_diffrn_orient_matrix_UB_13      -0.0234914
_diffrn_orient_matrix_UB_21      -0.0044381
_diffrn_orient_matrix_UB_22      -0.0528192
_diffrn_orient_matrix_UB_23      -0.0967576
_diffrn_orient_matrix_UB_31      -0.1302752
_diffrn_orient_matrix_UB_32      -0.0013709
_diffrn_orient_matrix_UB_33      -0.0415581
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28613
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.033
_diffrn_reflns_theta_min         3.81
_exptl_absorpt_coefficient_mu    0.878
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.55168
_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    1.454
_exptl_crystal_description       plate
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     619
_refine_ls_number_reflns         7760
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0782
_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^)+(0.0939P)^2^+6.6593P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.237
_refine_ls_wR_factor_ref         0.2446
_reflns_Friedel_coverage         0
_reflns_number_gt                6463
_reflns_number_total             7760
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            co7b00145_si_002.cif
_cod_data_source_block           new
_cod_depositor_comments
;
       Adding full bibliography for 4514399.cif.

2020-07-21
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_moiety     '2 C23 H19 N5 O5'
_cod_original_formula_sum        'C46 H38 N10 O10'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     890.86
_cod_database_code               4514399
_shelx_estimated_absorpt_t_min   0.844
_shelx_estimated_absorpt_t_max   0.957