#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/06/7050623.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7050623
loop_
_publ_author_name
'Irving, Alison M.'
'Vogels, Christopher M.'
'Nikolcheva, Liliya G.'
'Edwards, Janet P.'
'He, Xiao-Feng'
'Hamilton, Michael G.'
'Baerlocher, Mark O.'
'Baerlocher, Felix J.'
'Decken, Andreas'
'Westcott, Stephen A.'
_publ_section_title
;
 Synthesis and antifungal and antibacterial bioactivity of cyclic
 diamines containing boronate esters
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1419
_journal_paper_doi               10.1039/b304500e
_journal_volume                  27
_journal_year                    2003
_chemical_formula_sum            'C34 H54 B2 N4 O5'
_chemical_formula_weight         620.43
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.609(2)
_cell_angle_beta                 105.779(2)
_cell_angle_gamma                93.244(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0250(16)
_cell_length_b                   10.9140(17)
_cell_length_c                   17.365(3)
_cell_measurement_temperature    173(2)
_cell_volume                     1733.4(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0515
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8934
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepi
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     622
_refine_ls_number_reflns         5738
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.919
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0885P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1399
_reflns_number_gt                3782
_reflns_number_total             5738
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b304500e.txt
_cod_data_source_block           sw_d
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7050623
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.0977(3) 0.4208(3) 0.36439(14) 0.0292(6) Uani 1 1 d . . .
O2 O 0.13660(15) 0.34777(14) 0.29056(8) 0.0312(4) Uani 1 1 d . . .
C3 C 0.2229(2) 0.2543(2) 0.31284(13) 0.0326(5) Uani 1 1 d . . .
C4 C 0.1710(2) 0.2271(2) 0.38429(13) 0.0324(5) Uani 1 1 d . . .
O5 O 0.13445(16) 0.35027(14) 0.42426(8) 0.0308(4) Uani 1 1 d . . .
C6 C 0.2005(3) 0.1375(3) 0.23559(15) 0.0422(6) Uani 1 1 d . . .
C7 C 0.3755(3) 0.3169(3) 0.34396(17) 0.0432(6) Uani 1 1 d . . .
C8 C 0.0410(3) 0.1255(3) 0.35086(16) 0.0430(7) Uani 1 1 d . . .
C9 C 0.2831(3) 0.1919(3) 0.45014(16) 0.0434(7) Uani 1 1 d . . .
C10 C 0.1469(2) 0.5743(2) 0.40262(12) 0.0293(5) Uani 1 1 d . . .
C11 C 0.0372(2) 0.6451(2) 0.38712(12) 0.0313(5) Uani 1 1 d . . .
C12 C 0.0565(3) 0.7789(3) 0.41532(15) 0.0440(7) Uani 1 1 d . . .
C13 C 0.1887(3) 0.8454(3) 0.46205(17) 0.0494(7) Uani 1 1 d . . .
C14 C 0.3000(3) 0.7771(3) 0.47936(15) 0.0435(6) Uani 1 1 d . . .
C15 C 0.2798(3) 0.6439(2) 0.44934(13) 0.0353(6) Uani 1 1 d . . .
C16 C -0.1025(2) 0.5627(2) 0.34112(13) 0.0333(6) Uani 1 1 d . . .
N17 N -0.2044(2) 0.5842(2) 0.38746(12) 0.0387(5) Uani 1 1 d . . .
C18 C -0.2830(3) 0.4572(3) 0.36621(15) 0.0426(7) Uani 1 1 d . . .
C19 C -0.1737(3) 0.3668(3) 0.36546(16) 0.0388(6) Uani 1 1 d . . .
N20 N -0.07567(19) 0.42270(18) 0.32838(11) 0.0307(5) Uani 1 1 d . . .
B21 B 0.8853(3) 0.4065(3) 0.10047(14) 0.0299(6) Uani 1 1 d . . .
O22 O 0.82517(15) 0.33635(14) 0.14688(8) 0.0324(4) Uani 1 1 d . . .
C23 C 0.7175(2) 0.2343(2) 0.08716(13) 0.0345(6) Uani 1 1 d . . .
C24 C 0.7687(2) 0.2023(2) 0.00741(13) 0.0338(6) Uani 1 1 d . . .
O25 O 0.83301(16) 0.32719(14) 0.01317(8) 0.0324(4) Uani 1 1 d . . .
C26 C 0.5779(3) 0.2858(3) 0.07400(17) 0.0447(7) Uani 1 1 d . . .
C27 C 0.7103(4) 0.1238(3) 0.12361(19) 0.0484(7) Uani 1 1 d . . .
C28 C 0.8767(3) 0.1103(3) 0.00983(18) 0.0457(7) Uani 1 1 d . . .
C29 C 0.6513(3) 0.1510(3) -0.07579(15) 0.0465(7) Uani 1 1 d . . .
C30 C 0.8720(2) 0.5575(2) 0.11888(12) 0.0298(5) Uani 1 1 d . . .
C31 C 1.0000(2) 0.6369(2) 0.16039(12) 0.0323(5) Uani 1 1 d . . .
C32 C 1.0125(3) 0.7706(2) 0.18061(14) 0.0414(6) Uani 1 1 d . . .
C33 C 0.8940(3) 0.8269(3) 0.15835(15) 0.0470(7) Uani 1 1 d . . .
C34 C 0.7641(3) 0.7498(3) 0.11712(14) 0.0407(6) Uani 1 1 d . . .
C35 C 0.7534(3) 0.6173(2) 0.09831(13) 0.0344(6) Uani 1 1 d . . .
C36 C 1.1210(2) 0.5649(2) 0.17925(13) 0.0317(5) Uani 1 1 d . . .
N37 N 1.2305(2) 0.5873(2) 0.14337(12) 0.0373(5) Uani 1 1 d . . .
C38 C 1.2790(3) 0.4630(3) 0.11942(15) 0.0392(6) Uani 1 1 d . . .
C39 C 1.1467(3) 0.3652(3) 0.08449(15) 0.0371(6) Uani 1 1 d . . .
N40 N 1.06053(19) 0.42045(18) 0.14078(10) 0.0303(5) Uani 1 1 d . . .
O41 O 0.4841(3) 0.9818(2) 0.31997(15) 0.0840(7) Uani 1 1 d . . .
C42 C 0.4560(5) 0.8689(5) 0.3375(3) 0.0905(13) Uani 1 1 d . . .
C43 C 0.5448(7) 0.7788(4) 0.3042(3) 0.122(2) Uani 1 1 d . . .
C44 C 0.6713(6) 0.8686(7) 0.3157(3) 0.1144(19) Uani 1 1 d . . .
C45 C 0.6114(5) 0.9799(5) 0.2993(2) 0.0994(17) Uani 1 1 d . . .
H6A H 0.255(2) 0.067(2) 0.2506(14) 0.042(7) Uiso 1 1 d . . .
H6B H 0.234(3) 0.159(3) 0.1911(18) 0.063(8) Uiso 1 1 d . . .
H6C H 0.097(3) 0.099(2) 0.2092(16) 0.052(8) Uiso 1 1 d . . .
H7A H 0.439(2) 0.250(2) 0.3510(14) 0.039(6) Uiso 1 1 d . . .
H7B H 0.395(3) 0.351(2) 0.2987(16) 0.057(7) Uiso 1 1 d . . .
H7C H 0.399(3) 0.395(2) 0.3992(16) 0.050(7) Uiso 1 1 d . . .
H8A H 0.067(2) 0.040(2) 0.3336(14) 0.042(7) Uiso 1 1 d . . .
H8B H -0.031(3) 0.145(2) 0.3066(16) 0.055(8) Uiso 1 1 d . . .
H8C H -0.003(2) 0.130(2) 0.3994(15) 0.046(7) Uiso 1 1 d . . .
H9A H 0.316(3) 0.111(3) 0.4249(16) 0.054(8) Uiso 1 1 d . . .
H9B H 0.366(3) 0.269(3) 0.4812(16) 0.052(7) Uiso 1 1 d . . .
H9C H 0.244(2) 0.172(2) 0.4944(15) 0.046(7) Uiso 1 1 d . . .
H12 H -0.020(3) 0.824(2) 0.4077(14) 0.039(7) Uiso 1 1 d . . .
H13 H 0.204(3) 0.939(3) 0.4854(15) 0.048(7) Uiso 1 1 d . . .
H14 H 0.395(3) 0.824(2) 0.5081(15) 0.048(7) Uiso 1 1 d . . .
H15 H 0.362(2) 0.598(2) 0.4609(13) 0.028(6) Uiso 1 1 d . . .
H16 H -0.142(2) 0.5700(19) 0.2848(13) 0.029(6) Uiso 1 1 d . . .
H17 H -0.155(3) 0.613(2) 0.4474(16) 0.046(7) Uiso 1 1 d . . .
H18A H -0.351(3) 0.435(2) 0.3100(16) 0.049(7) Uiso 1 1 d . . .
H18B H -0.332(3) 0.455(2) 0.4071(16) 0.051(7) Uiso 1 1 d . . .
H19A H -0.206(3) 0.274(3) 0.3330(15) 0.049(7) Uiso 1 1 d . . .
H19B H -0.116(2) 0.370(2) 0.4241(15) 0.037(6) Uiso 1 1 d . . .
H20 H -0.102(2) 0.386(2) 0.2708(16) 0.040(6) Uiso 1 1 d . . .
H26A H 0.494(3) 0.215(3) 0.0398(16) 0.054(7) Uiso 1 1 d . . .
H26B H 0.573(3) 0.354(3) 0.0449(17) 0.061(8) Uiso 1 1 d . . .
H26C H 0.563(3) 0.324(2) 0.1277(17) 0.055(8) Uiso 1 1 d . . .
H27A H 0.647(3) 0.044(3) 0.0832(17) 0.061(8) Uiso 1 1 d . . .
H27B H 0.805(3) 0.100(3) 0.1407(17) 0.063(9) Uiso 1 1 d . . .
H27C H 0.667(3) 0.151(3) 0.1688(19) 0.069(9) Uiso 1 1 d . . .
H28A H 0.828(3) 0.016(3) -0.0033(15) 0.052(7) Uiso 1 1 d . . .
H28B H 0.917(3) 0.111(2) -0.0349(17) 0.056(8) Uiso 1 1 d . . .
H28C H 0.952(3) 0.139(3) 0.0626(19) 0.064(9) Uiso 1 1 d . . .
H29A H 0.596(3) 0.066(3) -0.0823(16) 0.057(8) Uiso 1 1 d . . .
H29B H 0.694(3) 0.131(2) -0.1211(16) 0.048(7) Uiso 1 1 d . . .
H29C H 0.580(2) 0.220(2) -0.0831(13) 0.037(6) Uiso 1 1 d . . .
H32 H 1.109(3) 0.824(2) 0.2078(14) 0.040(7) Uiso 1 1 d . . .
H33 H 0.899(2) 0.920(2) 0.1705(14) 0.043(7) Uiso 1 1 d . . .
H34 H 0.681(2) 0.790(2) 0.1047(13) 0.035(6) Uiso 1 1 d . . .
H35 H 0.663(2) 0.565(2) 0.0726(13) 0.032(6) Uiso 1 1 d . . .
H36 H 1.165(2) 0.582(2) 0.2434(14) 0.032(6) Uiso 1 1 d . . .
H37 H 1.196(2) 0.613(2) 0.0976(14) 0.035(6) Uiso 1 1 d . . .
H38A H 1.336(3) 0.461(2) 0.0809(15) 0.047(7) Uiso 1 1 d . . .
H38B H 1.338(2) 0.446(2) 0.1675(15) 0.042(6) Uiso 1 1 d . . .
H39A H 1.095(2) 0.361(2) 0.0258(14) 0.031(6) Uiso 1 1 d . . .
H39B H 1.156(2) 0.275(2) 0.0840(12) 0.029(6) Uiso 1 1 d . . .
H40 H 1.081(3) 0.384(2) 0.1865(16) 0.052(7) Uiso 1 1 d . . .
H42A H 0.370(5) 0.837(5) 0.315(3) 0.14(2) Uiso 1 1 d . . .
H42B H 0.486(4) 0.892(4) 0.407(3) 0.133(15) Uiso 1 1 d . . .
H43A H 0.525(4) 0.736(4) 0.244(3) 0.120(15) Uiso 1 1 d . . .
H43B H 0.554(5) 0.723(5) 0.338(3) 0.144(17) Uiso 1 1 d . . .
H44A H 0.737(5) 0.834(5) 0.280(3) 0.17(2) Uiso 1 1 d . . .
H44B H 0.744(5) 0.897(4) 0.384(3) 0.162(18) Uiso 1 1 d . . .
H45A H 0.593(4) 0.975(4) 0.243(3) 0.116(13) Uiso 1 1 d . . .
H45B H 0.670(5) 1.067(4) 0.333(3) 0.141(17) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 B1 O2 105.53(18) . . ?
O5 B1 C10 115.19(17) . . ?
O2 B1 C10 118.98(17) . . ?
O5 B1 N20 113.55(17) . . ?
O2 B1 N20 105.16(16) . . ?
C10 B1 N20 98.10(17) . . ?
C3 O2 B1 109.05(15) . . ?
O2 C3 C6 109.36(18) . . ?
O2 C3 C7 108.18(19) . . ?
C6 C3 C7 109.5(2) . . ?
O2 C3 C4 102.16(16) . . ?
C6 C3 C4 114.6(2) . . ?
C7 C3 C4 112.68(18) . . ?
O5 C4 C9 108.26(18) . . ?
O5 C4 C8 108.8(2) . . ?
C9 C4 C8 109.6(2) . . ?
O5 C4 C3 102.57(16) . . ?
C9 C4 C3 114.1(2) . . ?
C8 C4 C3 113.09(18) . . ?
C4 O5 B1 109.74(15) . . ?
C11 C10 C15 117.2(2) . . ?
C11 C10 B1 113.0(2) . . ?
C15 C10 B1 129.8(2) . . ?
C12 C11 C10 122.4(2) . . ?
C12 C11 C16 124.1(2) . . ?
C10 C11 C16 113.5(2) . . ?
C13 C12 C11 119.4(3) . . ?
C12 C13 C14 119.5(3) . . ?
C15 C14 C13 120.5(3) . . ?
C14 C15 C10 121.1(2) . . ?
N17 C16 C11 114.07(18) . . ?
N17 C16 N20 107.18(17) . . ?
C11 C16 N20 106.08(18) . . ?
C18 N17 C16 104.47(19) . . ?
N17 C18 C19 104.5(2) . . ?
N20 C19 C18 103.12(19) . . ?
C19 N20 C16 104.77(17) . . ?
C19 N20 B1 119.89(16) . . ?
C16 N20 B1 109.06(17) . . ?
O25 B21 O22 105.29(18) . . ?
O25 B21 C30 115.92(17) . . ?
O22 B21 C30 117.76(18) . . ?
O25 B21 N40 113.24(17) . . ?
O22 B21 N40 105.99(16) . . ?
C30 B21 N40 98.35(17) . . ?
C23 O22 B21 108.69(15) . . ?
O22 C23 C27 108.52(19) . . ?
O22 C23 C26 108.6(2) . . ?
C27 C23 C26 109.1(2) . . ?
O22 C23 C24 102.23(17) . . ?
C27 C23 C24 114.6(2) . . ?
C26 C23 C24 113.26(18) . . ?
O25 C24 C28 109.7(2) . . ?
O25 C24 C29 108.36(18) . . ?
C28 C24 C29 109.5(2) . . ?
O25 C24 C23 102.03(17) . . ?
C28 C24 C23 112.53(19) . . ?
C29 C24 C23 114.3(2) . . ?
C24 O25 B21 109.74(15) . . ?
C31 C30 C35 117.4(2) . . ?
C31 C30 B21 112.9(2) . . ?
C35 C30 B21 129.6(2) . . ?
C30 C31 C32 122.3(2) . . ?
C30 C31 C36 113.8(2) . . ?
C32 C31 C36 123.9(2) . . ?
C33 C32 C31 119.0(3) . . ?
C32 C33 C34 120.0(3) . . ?
C35 C34 C33 120.2(3) . . ?
C34 C35 C30 121.1(2) . . ?
N37 C36 C31 115.03(17) . . ?
N37 C36 N40 107.44(17) . . ?
C31 C36 N40 106.09(18) . . ?
C36 N37 C38 104.73(18) . . ?
N37 C38 C39 104.5(2) . . ?
N40 C39 C38 103.12(19) . . ?
C39 N40 C36 104.47(17) . . ?
C39 N40 B21 119.92(16) . . ?
C36 N40 B21 108.70(16) . . ?
C42 O41 C45 108.2(3) . . ?
O41 C42 C43 107.0(4) . . ?
C42 C43 C44 101.6(4) . . ?
C45 C44 C43 102.3(4) . . ?
O41 C45 C44 107.4(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
B1 O5 1.446(3) . ?
B1 O2 1.468(3) . ?
B1 C10 1.607(3) . ?
B1 N20 1.683(3) . ?
O2 C3 1.443(3) . ?
C3 C6 1.517(3) . ?
C3 C7 1.523(4) . ?
C3 C4 1.562(3) . ?
C4 O5 1.443(3) . ?
C4 C9 1.523(3) . ?
C4 C8 1.524(3) . ?
C10 C11 1.390(3) . ?
C10 C15 1.398(3) . ?
C11 C12 1.384(3) . ?
C11 C16 1.499(3) . ?
C12 C13 1.382(4) . ?
C13 C14 1.390(4) . ?
C14 C15 1.379(3) . ?
C16 N17 1.453(3) . ?
C16 N20 1.531(3) . ?
N17 C18 1.451(3) . ?
C18 C19 1.515(4) . ?
C19 N20 1.501(3) . ?
B21 O25 1.445(3) . ?
B21 O22 1.471(3) . ?
B21 C30 1.607(3) . ?
B21 N40 1.685(3) . ?
O22 C23 1.441(3) . ?
C23 C27 1.520(3) . ?
C23 C26 1.521(3) . ?
C23 C24 1.560(3) . ?
C24 O25 1.439(3) . ?
C24 C28 1.519(4) . ?
C24 C29 1.524(3) . ?
C30 C31 1.389(3) . ?
C30 C35 1.399(3) . ?
C31 C32 1.390(3) . ?
C31 C36 1.495(3) . ?
C32 C33 1.380(4) . ?
C33 C34 1.393(4) . ?
C34 C35 1.379(3) . ?
C36 N37 1.443(3) . ?
C36 N40 1.539(3) . ?
N37 C38 1.453(3) . ?
C38 C39 1.516(4) . ?
C39 N40 1.499(3) . ?
O41 C42 1.383(5) . ?
O41 C45 1.415(5) . ?
C42 C43 1.466(7) . ?
C43 C44 1.489(7) . ?
C44 C45 1.451(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139175194
