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#$Date: 2025-08-18 18:02:58 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301777 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/52/04/1520434.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_1520434
loop_
_publ_author_name
'Spencer, John'
'Callear, Samantha K.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C22H35BN2O4
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              623
_journal_year                    2009
_chemical_formula_sum            'C22 H35 B N2 O4'
_chemical_formula_weight         402.33
_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
_cell_angle_alpha                100.067(2)
_cell_angle_beta                 100.4290(10)
_cell_angle_gamma                103.216(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0998(2)
_cell_length_b                   10.2807(2)
_cell_length_c                   11.7549(3)
_cell_measurement_reflns_used    17992
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1138.41(5)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23179
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9976
_exptl_absorpt_correction_T_min  0.9851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         5193
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0555
_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/[σ²(Fo²)+(0.0202P)²+0.8968P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1151
_reflns_number_gt                4127
_reflns_number_total             5193
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-623.cif
_cod_data_source_block           2009src0001
_cod_depositor_comments
;
Citation :
Spencer, John and Callear, Samantha K. and 
Hursthouse, Michael B. (2009) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/623)

More at:
http://ecrystals.chem.soton.ac.uk/623/
;
_cod_original_cell_volume        1138.41(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1520434
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
C3 C 0.23244(18) 0.14851(17) 0.75207(15) 0.0243(4) Uani 1 1 d . . .
C4 C 0.26755(17) 0.30434(17) 0.75277(15) 0.0228(3) Uani 1 1 d . . .
C6 C 0.1353(2) 0.06004(19) 0.63646(17) 0.0344(4) Uani 1 1 d . . .
H6A H 0.0991 -0.0330 0.6468 0.052 Uiso 1 1 calc R . .
H6B H 0.1870 0.0566 0.5735 0.052 Uiso 1 1 calc R . .
H6C H 0.0573 0.0995 0.6146 0.052 Uiso 1 1 calc R . .
C7 C 0.3576(2) 0.0934(2) 0.7860(2) 0.0368(5) Uani 1 1 d . . .
H7A H 0.4125 0.1447 0.8653 0.055 Uiso 1 1 calc R . .
H7B H 0.4159 0.1038 0.7283 0.055 Uiso 1 1 calc R . .
H7C H 0.3253 -0.0039 0.7866 0.055 Uiso 1 1 calc R . .
C8 C 0.39562(18) 0.3902(2) 0.84861(17) 0.0320(4) Uani 1 1 d . . .
H8A H 0.4007 0.4877 0.8557 0.048 Uiso 1 1 calc R . .
H8B H 0.4801 0.3721 0.8271 0.048 Uiso 1 1 calc R . .
H8C H 0.3884 0.3660 0.9247 0.048 Uiso 1 1 calc R . .
C9 C 0.2773(2) 0.3387(2) 0.63357(17) 0.0308(4) Uani 1 1 d . . .
H9A H 0.1876 0.2957 0.5763 0.046 Uiso 1 1 calc R . .
H9B H 0.3508 0.3042 0.6049 0.046 Uiso 1 1 calc R . .
H9C H 0.2997 0.4384 0.6425 0.046 Uiso 1 1 calc R . .
C10 C -0.01702(16) 0.26183(16) 0.92452(14) 0.0194(3) Uani 1 1 d . . .
C11 C -0.02245(18) 0.18710(17) 1.01315(15) 0.0235(4) Uani 1 1 d . . .
H11 H 0.0382 0.1295 1.0226 0.028 Uiso 1 1 calc R . .
C12 C -0.11364(18) 0.19466(18) 1.08745(15) 0.0275(4) Uani 1 1 d . . .
H12 H -0.1144 0.1438 1.1476 0.033 Uiso 1 1 calc R . .
C13 C -0.20388(18) 0.27703(19) 1.07350(16) 0.0287(4) Uani 1 1 d . . .
H13 H -0.2666 0.2833 1.1242 0.034 Uiso 1 1 calc R . .
C14 C -0.20198(17) 0.35024(18) 0.98509(15) 0.0251(4) Uani 1 1 d . . .
H14 H -0.2649 0.4055 0.9751 0.030 Uiso 1 1 calc R . .
C15 C -0.11011(16) 0.34457(16) 0.91071(14) 0.0201(3) Uani 1 1 d . . .
C16 C -0.11173(17) 0.42381(16) 0.81399(14) 0.0216(3) Uani 1 1 d . . .
H16A H -0.1724 0.4861 0.8244 0.026 Uiso 1 1 calc R . .
H16B H -0.0160 0.4806 0.8209 0.026 Uiso 1 1 calc R . .
C18 C -0.12913(17) 0.40442(17) 0.60404(14) 0.0217(3) Uani 1 1 d . . .
H18A H -0.0270 0.4459 0.6215 0.026 Uiso 1 1 calc R . .
H18B H -0.1759 0.4792 0.6040 0.026 Uiso 1 1 calc R . .
C19 C -0.17637(17) 0.30648(18) 0.48310(15) 0.0254(4) Uani 1 1 d . . .
H19A H -0.1585 0.3579 0.4212 0.031 Uiso 1 1 calc R . .
H19B H -0.1222 0.2374 0.4805 0.031 Uiso 1 1 calc R . .
C21 C -0.36542(18) 0.16990(18) 0.55137(15) 0.0262(4) Uani 1 1 d . . .
H21A H -0.3245 0.0913 0.5535 0.031 Uiso 1 1 calc R . .
H21B H -0.4684 0.1345 0.5338 0.031 Uiso 1 1 calc R . .
C22 C -0.31398(16) 0.27125(18) 0.67088(15) 0.0231(4) Uani 1 1 d . . .
H22A H -0.3626 0.3447 0.6711 0.028 Uiso 1 1 calc R . .
H22B H -0.3364 0.2237 0.7341 0.028 Uiso 1 1 calc R . .
C23 C -0.41258(17) 0.23910(17) 0.35795(14) 0.0219(3) Uani 1 1 d . . .
C26 C -0.65818(17) 0.16495(17) 0.25109(15) 0.0235(4) Uani 1 1 d . . .
C27 C -0.6361(2) 0.0959(2) 0.13342(16) 0.0362(5) Uani 1 1 d . . .
H27A H -0.5494 0.1487 0.1189 0.054 Uiso 1 1 calc R . .
H27B H -0.7150 0.0917 0.0693 0.054 Uiso 1 1 calc R . .
H27C H -0.6298 0.0027 0.1361 0.054 Uiso 1 1 calc R . .
C28 C -0.6694(2) 0.3098(2) 0.2547(2) 0.0381(5) Uani 1 1 d . . .
H28A H -0.6725 0.3528 0.3351 0.057 Uiso 1 1 calc R . .
H28B H -0.7549 0.3076 0.1986 0.057 Uiso 1 1 calc R . .
H28C H -0.5881 0.3629 0.2326 0.057 Uiso 1 1 calc R . .
C29 C -0.78644(18) 0.0798(2) 0.28025(17) 0.0311(4) Uani 1 1 d . . .
H29A H -0.7765 -0.0127 0.2808 0.047 Uiso 1 1 calc R . .
H29B H -0.8699 0.0742 0.2202 0.047 Uiso 1 1 calc R . .
H29C H -0.7957 0.1229 0.3586 0.047 Uiso 1 1 calc R . .
B1 B 0.09270(19) 0.24905(19) 0.84861(16) 0.0201(4) Uani 1 1 d . . .
N17 N -0.16313(13) 0.33185(13) 0.69534(12) 0.0192(3) Uani 1 1 d . . .
N20 N -0.32504(15) 0.23747(15) 0.45915(13) 0.0263(3) Uani 1 1 d . . .
O2 O 0.15061(12) 0.14027(12) 0.84241(11) 0.0250(3) Uani 1 1 d . . .
O5 O 0.14750(12) 0.34237(12) 0.78758(10) 0.0229(3) Uani 1 1 d . . .
O24 O -0.37537(13) 0.29982(13) 0.28431(11) 0.0292(3) Uani 1 1 d . . .
O25 O -0.54410(12) 0.16446(12) 0.34952(10) 0.0242(3) Uani 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
O2 C3 C7 109.15(14) . .
O2 C3 C6 106.00(14) . .
C7 C3 C6 110.84(16) . .
O2 C3 C4 102.03(12) . .
C7 C3 C4 115.33(15) . .
C6 C3 C4 112.66(15) . .
O5 C4 C9 108.67(14) . .
O5 C4 C8 106.23(13) . .
C9 C4 C8 110.46(15) . .
O5 C4 C3 101.99(12) . .
C9 C4 C3 115.19(15) . .
C8 C4 C3 113.47(15) . .
C3 C6 H6A 109.5 . .
C3 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C3 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C3 C7 H7A 109.5 . .
C3 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C3 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C4 C8 H8A 109.5 . .
C4 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C4 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C4 C9 H9A 109.5 . .
C4 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C4 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 C15 117.96(15) . .
C11 C10 B1 117.61(15) . .
C15 C10 B1 124.43(15) . .
C12 C11 C10 121.94(16) . .
C12 C11 H11 119.0 . .
C10 C11 H11 119.0 . .
C11 C12 C13 119.54(16) . .
C11 C12 H12 120.2 . .
C13 C12 H12 120.2 . .
C14 C13 C12 119.56(16) . .
C14 C13 H13 120.2 . .
C12 C13 H13 120.2 . .
C13 C14 C15 121.47(16) . .
C13 C14 H14 119.3 . .
C15 C14 H14 119.3 . .
C14 C15 C10 119.52(15) . .
C14 C15 C16 120.35(15) . .
C10 C15 C16 120.12(14) . .
N17 C16 C15 111.60(13) . .
N17 C16 H16A 109.3 . .
C15 C16 H16A 109.3 . .
N17 C16 H16B 109.3 . .
C15 C16 H16B 109.3 . .
H16A C16 H16B 108.0 . .
N17 C18 C19 110.22(13) . .
N17 C18 H18A 109.6 . .
C19 C18 H18A 109.6 . .
N17 C18 H18B 109.6 . .
C19 C18 H18B 109.6 . .
H18A C18 H18B 108.1 . .
N20 C19 C18 110.43(14) . .
N20 C19 H19A 109.6 . .
C18 C19 H19A 109.6 . .
N20 C19 H19B 109.6 . .
C18 C19 H19B 109.6 . .
H19A C19 H19B 108.1 . .
N20 C21 C22 109.62(14) . .
N20 C21 H21A 109.7 . .
C22 C21 H21A 109.7 . .
N20 C21 H21B 109.7 . .
C22 C21 H21B 109.7 . .
H21A C21 H21B 108.2 . .
N17 C22 C21 110.79(14) . .
N17 C22 H22A 109.5 . .
C21 C22 H22A 109.5 . .
N17 C22 H22B 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 108.1 . .
O24 C23 O25 125.07(15) . .
O24 C23 N20 123.47(15) . .
O25 C23 N20 111.46(14) . .
O25 C26 C28 110.07(14) . .
O25 C26 C27 110.01(14) . .
C28 C26 C27 113.05(16) . .
O25 C26 C29 102.46(13) . .
C28 C26 C29 110.10(15) . .
C27 C26 C29 110.64(15) . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C26 C28 H28A 109.5 . .
C26 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C26 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C26 C29 H29A 109.5 . .
C26 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C26 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
O5 B1 O2 112.76(15) . .
O5 B1 C10 126.37(15) . .
O2 B1 C10 120.78(15) . .
C18 N17 C22 110.00(12) . .
C18 N17 C16 110.97(12) . .
C22 N17 C16 110.90(13) . .
C23 N20 C21 125.44(14) . .
C23 N20 C19 120.38(14) . .
C21 N20 C19 114.19(13) . .
B1 O2 C3 106.89(13) . .
B1 O5 C4 107.16(13) . .
C23 O25 C26 119.61(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C3 O2 1.461(2) .
C3 C7 1.517(2) .
C3 C6 1.521(3) .
C3 C4 1.558(2) .
C4 O5 1.4597(19) .
C4 C9 1.518(2) .
C4 C8 1.524(2) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.400(2) .
C10 C15 1.412(2) .
C10 B1 1.557(2) .
C11 C12 1.385(2) .
C11 H11 0.9500 .
C12 C13 1.386(3) .
C12 H12 0.9500 .
C13 C14 1.386(3) .
C13 H13 0.9500 .
C14 C15 1.389(2) .
C14 H14 0.9500 .
C15 C16 1.510(2) .
C16 N17 1.470(2) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C18 N17 1.457(2) .
C18 C19 1.516(2) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 N20 1.458(2) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C21 N20 1.455(2) .
C21 C22 1.518(2) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 N17 1.462(2) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 O24 1.216(2) .
C23 O25 1.350(2) .
C23 N20 1.353(2) .
C26 O25 1.4793(19) .
C26 C28 1.513(2) .
C26 C27 1.519(2) .
C26 C29 1.520(2) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
B1 O5 1.372(2) .
B1 O2 1.373(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 46739234
