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_7054748
_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         'C18 H23 B N2 O3'
_chemical_formula_sum            'C18 H23 B N2 O3'
_chemical_formula_weight         326.19
_chemical_name_systematic
;
2-((4-(2-methoxyphenyl)piperazin-1-yl)methyl)phenylboronic acid 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
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                 96.000(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.1978(3)
_cell_length_b                   19.2053(5)
_cell_length_c                   15.5424(4)
_cell_measurement_reflns_used    5733
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.9880
_cell_measurement_theta_min      4.2880
_cell_volume                     3621.05(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
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
;
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.3347
_diffrn_measured_fraction_theta_full 0.9946
_diffrn_measured_fraction_theta_max 0.9946
_diffrn_measurement_details
;
  1 omega   29.00  111.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.9333   37.0000  -60.0000 82

  2 omega   57.00   84.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.9333 -125.0000  120.0000 27

  3 omega   27.00  116.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.9333   37.0000   30.0000 89

  4 omega -113.00  -87.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000  125.0000 -180.0000 26

  5 omega   20.00   52.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -53.0000   70.0000 32

  6 omega   62.00   88.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -53.0000   70.0000 26

  7 omega   88.00  132.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -92.0000  -49.0000 44

  8 omega  122.00  177.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   15.0000   30.0000 55

  9 omega   90.00  131.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -88.0000 -127.0000 41

 10 omega   25.00   72.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000 -150.0000 47

 11 omega  128.00  168.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000  120.0000 40

 12 omega   65.00  166.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   77.0000  -30.0000 101

 13 omega   27.00   67.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   30.0000 40

 14 omega   51.00   93.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -57.0000 -140.0000 42

 15 omega   59.00  112.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000 -180.0000 53

 16 omega   34.00   61.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   90.0000 27

 17 omega   55.00  164.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000    0.0000  -30.0000 109

 18 omega   72.00   99.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   15.0000   30.0000 27

 19 omega    9.00   47.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -88.0000 -127.0000 38

 20 omega   32.00   59.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000  -60.0000 27

 21 omega   10.00   41.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -92.0000  -49.0000 31

 22 omega   96.00  130.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -90.0000 -162.0000 34

 23 omega   15.00  115.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.9333   37.0000  120.0000 100

 24 omega    7.00  120.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       40.9333   77.0000  150.0000 113
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.1222561000
_diffrn_orient_matrix_UB_12      0.0011769000
_diffrn_orient_matrix_UB_13      -0.0167594000
_diffrn_orient_matrix_UB_21      -0.0340411000
_diffrn_orient_matrix_UB_22      -0.0058794000
_diffrn_orient_matrix_UB_23      -0.0979802000
_diffrn_orient_matrix_UB_31      -0.0042894000
_diffrn_orient_matrix_UB_32      0.0800112000
_diffrn_orient_matrix_UB_33      -0.0069732000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13981
_diffrn_reflns_theta_full        67.09
_diffrn_reflns_theta_max         67.09
_diffrn_reflns_theta_min         3.67
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73570
_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    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1392
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: water, methanol'
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3226
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0392
_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^)+(0.0537P)^2^+1.7724P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1059
_reflns_number_gt                2777
_reflns_number_total             3226
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj00084j2.cif
_cod_data_source_block           (2)
_cod_depositor_comments
'Adding full bibliography for 7054747--7054752.cif.'
_cod_database_code               7054748