Piperazine derivatives of boronic acids – potential bifunctional biologically active compounds
Adamczyk-Woźniak, Agnieszka; Czerwińska, Karolina; Madura, Izabela D.; Matuszewska, Alicja; Sporzyński, Andrzej; Żubrowska-Zembrzuska, Anna; New J. Chem. 39 (2015) 4308–; doi:10.1039/C5NJ00084J

data_7054752
_publ_section_title
;
 Piperazine derivatives of boronic acids -- potential bifunctional
 biologically active compounds
;
_journal_issue                   6
_journal_name_full               'New J. Chem.'
_journal_page_first              4308
_journal_paper_doi               10.1039/C5NJ00084J
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C24 H27 B N2 O2, C3 H6 O'
_chemical_formula_sum            'C27 H33 B N2 O3'
_chemical_formula_weight         444.36
_chemical_name_systematic
;
2-((4-benzhydrylpiperazin-1-yl)methyl)phenylboronic acid
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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
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;
Olex2 1.2-beta
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_audit_update_record
;
2014-12-17 deposited with the CCDC.
2015-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 93.8287(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.60371(16)
_cell_length_b                   11.76829(7)
_cell_length_c                   17.52165(11)
_cell_measurement_reflns_used    92982
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.0174
_cell_measurement_theta_min      3.2049
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;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics
;
K. Brandenburg Diamond - Crystal and Molecular Structure Visualization,
 Version  3.2i; Crystal Impact GbR: Bonn, Germany.
Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst (1997), 30, 565
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
L. Spek Single-crystal structure validation with the program PLATON J. Appl.
Crystallogr. 36 (2003) 7-13.
;
_computing_structure_refinement
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
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omega____ theta____ kappa____ phi______ frames
    -       93.5000   15.0000  -90.0000 31

130 omega   56.00   89.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -56.0000   22.0000 33

131 omega   32.00   72.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   15.0000  -90.0000 40

132 omega   23.00   49.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -56.0000   22.0000 26

133 omega   21.00   56.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  120.0000 35

134 omega   70.00  125.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  120.0000 55

135 omega   95.00  122.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  150.0000 27

136 omega   19.00   70.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  150.0000 51

137 omega   81.00  106.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -18.0000   93.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0333804141
_diffrn_orient_matrix_UB_12      0.1209151251
_diffrn_orient_matrix_UB_13      -0.0014549776
_diffrn_orient_matrix_UB_21      0.0606377145
_diffrn_orient_matrix_UB_22      -0.0412517022
_diffrn_orient_matrix_UB_23      -0.0379427456
_diffrn_orient_matrix_UB_31      -0.0545498747
_diffrn_orient_matrix_UB_32      0.0280909204
_diffrn_orient_matrix_UB_33      -0.0499437003
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            161927
_diffrn_reflns_theta_full        66.50
_diffrn_reflns_theta_max         66.50
_diffrn_reflns_theta_min         3.60
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.592
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: water, methanol'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.00023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     623
_refine_ls_number_reflns         8915
_refine_ls_number_restraints     73
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0397P)^2^+1.8387P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0911
_reflns_number_gt                8238
_reflns_number_total             8915
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj00084j2.cif
_cod_data_source_block           (6)
_cod_depositor_comments
'Adding full bibliography for 7054747--7054752.cif.'
_cod_original_cell_volume        5061.96(6)
_cod_database_code               7054752