#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/79/7117977.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_7117977
loop_
_publ_author_name
'Lawrence W-Y. Wong'
'Jack W-H. Kan'
'Thanh-ha Nguyen'
'Herman H-Y. Sung'
'Dang Li'
'Alex S-F. Au-Yeung'
'Rajpal Sharma'
'Zhenyang Lin'
'Ian D. Williams'
_publ_section_title
;
 Bis(mandelato)borate: an effective, inexpensive spiroborate anion for
 chiral resolution
;
_journal_name_full               Chem.Commun.
_journal_page_first              15760
_journal_paper_doi               10.1039/C5cc04977F
_journal_volume                  51
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H26 N O4, C16 H12 B O6'
_chemical_formula_sum            'C37 H38 B N O10'
_chemical_formula_weight         667.49
_chemical_name_systematic        'Tetrahydropalmatinium Boron(bis-mandelate)'
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-07-09
_audit_creation_method
;
  Olex2 1.2-beta
  (compiled May  9 2012 12:37:22, GUI svn.r4230)
;
_audit_update_record
;
2015-03-02 deposited with the CCDC.
2015-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.596(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.8770(3)
_cell_length_b                   13.3291(4)
_cell_length_c                   14.6644(4)
_cell_measurement_reflns_used    5500
_cell_measurement_temperature    172.9
_cell_measurement_theta_max      71.3321
_cell_measurement_theta_min      3.0452
_cell_volume                     1715.64(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_molecular_graphics
;
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.
;
_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.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      172.9
_diffrn_detector_area_resol_mean 15.9578
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -10.00   17.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  -90.0000 27

  2 omega  -20.00   25.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  120.0000 45

  3 omega  -22.00    5.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   39.0000   19.0000 27

  4 omega  -66.00  -39.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  -90.0000 27

  5 omega  -34.00   16.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   87.0000   87.0000 50

  6 omega  -72.00  -28.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  120.0000 44

  7 omega  -66.00  -39.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -38.0000  -60.0000 27

  8 omega   74.00  125.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000 -150.0000 51

  9 omega   32.00   58.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   77.0000  -60.0000 26

 10 omega   84.00  124.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   87.0000  -92.0000 40

 11 omega   79.00  122.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000   30.0000 43

 12 omega -134.00  -46.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -50.0000  150.0000 88

 13 omega  -74.00    3.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000   50.0000   30.0000 77

 14 omega  -69.00  -43.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -52.0000  -88.0000 26

 15 omega  -68.00  -42.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -61.0000  -99.0000 26

 16 omega -133.00  -38.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -71.0000 -114.0000 95

 17 omega  -79.00  -48.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -59.0000 -109.0000 31

 18 omega  -68.00  -43.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -50.0000  -60.0000 25

 19 omega   41.00   67.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000 -120.0000 26

 20 omega   40.00   69.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000    0.0000 29

 21 omega  132.00  158.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000 -120.0000 26

 22 omega   81.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  -60.0000 25

 23 omega   80.00  110.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000 -120.0000 30

 24 omega   37.00   62.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -150.0000 25

 25 omega   79.00  104.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   87.0000 -150.0000 25

 26 omega  109.00  177.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   87.0000 -150.0000 68

 27 omega   80.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  -90.0000 26

 28 omega   77.00  121.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   25.0000   30.0000 44

 29 omega  142.00  168.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   39.0000  -44.0000 26

 30 omega   81.00  169.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000    0.0000 88

 31 omega   97.00  124.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   50.0000  -30.0000 27

 32 omega  100.00  126.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   39.0000  -44.0000 26

 33 omega   79.00  177.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  111.0000  120.0000 98

 34 omega   88.00  114.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   50.0000 -120.0000 26

 35 omega   99.00  157.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   50.0000  -90.0000 58

 36 omega   80.00  166.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  111.0000   90.0000 86

 37 omega   37.00   62.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -120.0000 25

 38 omega   78.00  161.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   87.0000  -92.0000 83

 39 omega   89.00  116.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   50.0000    0.0000 27

 40 omega  128.00  164.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  -30.0000 36

 41 omega  153.00  178.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  111.0000   60.0000 25

 42 omega   76.00  114.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   25.0000    0.0000 38

 43 omega   80.00  125.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  111.0000   60.0000 45

 44 omega  144.00  169.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   25.0000   30.0000 25

 45 omega   81.00  108.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   77.0000  -30.0000 27
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0761181000
_diffrn_orient_matrix_UB_12      -0.0299922000
_diffrn_orient_matrix_UB_13      -0.0837532000
_diffrn_orient_matrix_UB_21      0.1502258000
_diffrn_orient_matrix_UB_22      0.0481960000
_diffrn_orient_matrix_UB_23      0.0456395000
_diffrn_orient_matrix_UB_31      0.0494182000
_diffrn_orient_matrix_UB_32      -0.1006743000
_diffrn_orient_matrix_UB_33      0.0468410000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14049
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         67.49
_diffrn_reflns_theta_min         3.05
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Cu
_exptl_absorpt_coefficient_mu    0.770
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.120
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         6000
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0330
_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)+(0.0340P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0768
_reflns_number_gt                5357
_reflns_number_total             6000
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc04977f2.cif
_cod_data_source_block           lawr130
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7117977
#BEGIN Tags that were not found in dictionaries:
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -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
O1 O 0.10498(17) -0.00051(10) 0.07782(8) 0.0469(3) Uani 1 1 d . . .
O2 O 0.22940(14) -0.05944(9) 0.80362(8) 0.0380(3) Uani 1 1 d . . .
O3 O 0.22119(18) 0.11564(10) 0.89389(9) 0.0484(3) Uani 1 1 d . . .
O4 O 0.00208(17) 0.15516(10) 0.15183(9) 0.0472(3) Uani 1 1 d . . .
N1 N 0.20598(16) -0.07303(10) 0.51478(9) 0.0312(3) Uani 1 1 d . . .
H1 H 0.3070 -0.0595 0.5093 0.037 Uiso 1 1 calc R . .
C1 C 0.1530(2) -0.08780(14) 0.22516(12) 0.0372(4) Uani 1 1 d . . .
H1A H 0.1874 -0.1463 0.1975 0.045 Uiso 1 1 calc R . .
C2 C 0.1516(2) -0.08638(13) 0.32040(12) 0.0332(4) Uani 1 1 d . . .
C3 C 0.2094(2) -0.17726(13) 0.37697(12) 0.0367(4) Uani 1 1 d . . .
H3A H 0.1665 -0.2387 0.3452 0.044 Uiso 1 1 calc R . .
H3B H 0.3217 -0.1806 0.3817 0.044 Uiso 1 1 calc R . .
C4 C 0.1664(2) -0.17372(13) 0.47195(12) 0.0352(4) Uani 1 1 d . . .
H4A H 0.2214 -0.2269 0.5106 0.042 Uiso 1 1 calc R . .
H4B H 0.0557 -0.1860 0.4686 0.042 Uiso 1 1 calc R . .
C5 C 0.1933(2) -0.07633(13) 0.61489(11) 0.0329(4) Uani 1 1 d . . .
H5A H 0.2765 -0.1186 0.6470 0.039 Uiso 1 1 calc R . .
H5B H 0.0955 -0.1084 0.6227 0.039 Uiso 1 1 calc R . .
C6 C 0.2012(2) 0.02516(13) 0.65920(12) 0.0324(4) Uani 1 1 d . . .
C7 C 0.2167(2) 0.02923(13) 0.75456(12) 0.0332(4) Uani 1 1 d . . .
C8 C 0.2132(2) 0.12114(14) 0.80009(12) 0.0387(4) Uani 1 1 d . . .
C9 C 0.2012(2) 0.20882(14) 0.74872(13) 0.0441(5) Uani 1 1 d . . .
H9 H 0.2001 0.2719 0.7788 0.053 Uiso 1 1 calc R . .
C10 C 0.1908(2) 0.20477(14) 0.65340(13) 0.0394(4) Uani 1 1 d . . .
H10 H 0.1857 0.2655 0.6191 0.047 Uiso 1 1 calc R . .
C11 C 0.1878(2) 0.11395(13) 0.60727(12) 0.0333(4) Uani 1 1 d . . .
C12 C 0.1733(2) 0.10901(14) 0.50351(12) 0.0365(4) Uani 1 1 d . . .
H12A H 0.2749 0.1193 0.4850 0.044 Uiso 1 1 calc R . .
H12B H 0.1061 0.1640 0.4764 0.044 Uiso 1 1 calc R . .
C13 C 0.1086(2) 0.00914(13) 0.46494(12) 0.0333(4) Uani 1 1 d . . .
H13 H 0.0025 0.0021 0.4793 0.040 Uiso 1 1 calc R . .
C14 C 0.10409(19) -0.00104(13) 0.36111(11) 0.0330(4) Uani 1 1 d . . .
C15 C 0.0495(2) 0.08120(14) 0.30486(12) 0.0366(4) Uani 1 1 d . . .
H15 H 0.0113 0.1387 0.3321 0.044 Uiso 1 1 calc R . .
C16 C 0.0511(2) 0.07901(13) 0.21153(12) 0.0381(4) Uani 1 1 d . . .
C17 C 0.1056(2) -0.00629(14) 0.17067(12) 0.0379(4) Uani 1 1 d . . .
C18 C 0.1751(3) -0.08085(16) 0.03594(13) 0.0526(5) Uani 1 1 d . . .
H18A H 0.1779 -0.0650 -0.0290 0.079 Uiso 1 1 calc R . .
H18B H 0.1164 -0.1425 0.0401 0.079 Uiso 1 1 calc R . .
H18C H 0.2792 -0.0904 0.0679 0.079 Uiso 1 1 calc R . .
C19 C 0.3838(2) -0.08220(16) 0.84353(14) 0.0469(5) Uani 1 1 d . . .
H19A H 0.4474 -0.0869 0.7945 0.070 Uiso 1 1 calc R . .
H19B H 0.3862 -0.1463 0.8765 0.070 Uiso 1 1 calc R . .
H19C H 0.4228 -0.0289 0.8867 0.070 Uiso 1 1 calc R . .
C20 C 0.1857(3) 0.20385(17) 0.94089(15) 0.0596(6) Uani 1 1 d . . .
H20A H 0.0919 0.2337 0.9083 0.089 Uiso 1 1 calc R . .
H20B H 0.2695 0.2520 0.9427 0.089 Uiso 1 1 calc R . .
H20C H 0.1713 0.1866 1.0040 0.089 Uiso 1 1 calc R . .
C21 C -0.0779(3) 0.23507(16) 0.18760(14) 0.0529(5) Uani 1 1 d . . .
H21A H -0.1095 0.2841 0.1387 0.079 Uiso 1 1 calc R . .
H21B H -0.0113 0.2677 0.2383 0.079 Uiso 1 1 calc R . .
H21C H -0.1682 0.2084 0.2105 0.079 Uiso 1 1 calc R . .
B1 B 0.4108(2) 0.50112(17) 0.53585(16) 0.0407(5) Uani 1 1 d . . .
O30 O 0.15008(16) 0.34231(11) 0.40513(11) 0.0540(4) Uani 1 1 d . . .
O31 O 0.26724(15) 0.43967(10) 0.51855(9) 0.0459(3) Uani 1 1 d . . .
O32 O 0.48434(14) 0.48098(10) 0.45564(9) 0.0405(3) Uani 1 1 d . . .
O40 O 0.42184(19) 0.73098(10) 0.64859(11) 0.0558(4) Uani 1 1 d . . .
O41 O 0.36819(16) 0.60915(10) 0.54347(9) 0.0454(3) Uani 1 1 d . . .
O42 O 0.50481(16) 0.47754(10) 0.62079(9) 0.0441(3) Uani 1 1 d . . .
C31 C 0.2515(2) 0.39900(15) 0.43570(14) 0.0427(4) Uani 1 1 d . . .
C32 C 0.3815(2) 0.43432(15) 0.38582(13) 0.0416(4) Uani 1 1 d . . .
H32 H 0.4318 0.3745 0.3623 0.050 Uiso 1 1 calc R . .
C33 C 0.3281(2) 0.50566(17) 0.30491(13) 0.0456(5) Uani 1 1 d . . .
C34 C 0.4031(3) 0.59501(16) 0.29562(15) 0.0497(5) Uani 1 1 d . . .
H34 H 0.4836 0.6151 0.3422 0.060 Uiso 1 1 calc R . .
C35 C 0.3626(3) 0.65564(19) 0.21921(17) 0.0603(6) Uani 1 1 d . . .
H35 H 0.4161 0.7164 0.2132 0.072 Uiso 1 1 calc R . .
C36 C 0.2450(3) 0.6281(2) 0.15200(17) 0.0680(7) Uani 1 1 d . . .
H36 H 0.2166 0.6703 0.1001 0.082 Uiso 1 1 calc R . .
C37 C 0.1686(3) 0.5401(2) 0.15971(17) 0.0714(7) Uani 1 1 d . . .
H37 H 0.0875 0.5210 0.1131 0.086 Uiso 1 1 calc R . .
C38 C 0.2103(3) 0.4781(2) 0.23647(16) 0.0636(6) Uani 1 1 d . . .
H38 H 0.1576 0.4169 0.2417 0.076 Uiso 1 1 calc R . .
C41 C 0.4326(2) 0.64509(15) 0.62347(14) 0.0428(4) Uani 1 1 d . . .
C42 C 0.5225(2) 0.56179(14) 0.67920(13) 0.0410(4) Uani 1 1 d . . .
H42 H 0.6326 0.5808 0.6915 0.049 Uiso 1 1 calc R . .
C43 C 0.4643(2) 0.54621(14) 0.76975(13) 0.0409(4) Uani 1 1 d . . .
C44 C 0.3458(3) 0.48051(16) 0.77634(15) 0.0500(5) Uani 1 1 d . . .
H44 H 0.3039 0.4419 0.7242 0.060 Uiso 1 1 calc R . .
C45 C 0.2877(3) 0.47073(18) 0.85837(17) 0.0590(6) Uani 1 1 d . . .
H45 H 0.2057 0.4259 0.8621 0.071 Uiso 1 1 calc R . .
C46 C 0.3479(3) 0.5255(2) 0.93444(16) 0.0636(6) Uani 1 1 d . . .
H46 H 0.3090 0.5179 0.9910 0.076 Uiso 1 1 calc R . .
C47 C 0.4654(3) 0.5915(2) 0.92813(17) 0.0695(7) Uani 1 1 d . . .
H47 H 0.5064 0.6304 0.9803 0.083 Uiso 1 1 calc R . .
C48 C 0.5241(3) 0.60173(19) 0.84635(15) 0.0569(6) Uani 1 1 d . . .
H48 H 0.6057 0.6470 0.8428 0.068 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C17 O1 C18 116.85(15) . .
C7 O2 C19 113.04(14) . .
C8 O3 C20 117.45(16) . .
C16 O4 C21 116.61(15) . .
C4 N1 C13 111.33(13) . .
C5 N1 C4 109.79(13) . .
C5 N1 C13 112.04(13) . .
C17 C1 C2 121.42(17) . .
C1 C2 C3 118.92(16) . .
C14 C2 C1 119.49(16) . .
C14 C2 C3 121.53(15) . .
C4 C3 C2 111.82(15) . .
C3 C4 N1 109.93(14) . .
N1 C5 C6 113.29(14) . .
C7 C6 C5 117.66(15) . .
C7 C6 C11 120.17(16) . .
C11 C6 C5 122.13(15) . .
O2 C7 C6 118.74(15) . .
O2 C7 C8 120.51(15) . .
C6 C7 C8 120.69(16) . .
O3 C8 C7 115.57(16) . .
O3 C8 C9 125.43(17) . .
C9 C8 C7 119.00(16) . .
C8 C9 C10 120.18(18) . .
C11 C10 C9 121.29(17) . .
C6 C11 C12 119.87(16) . .
C10 C11 C6 118.57(16) . .
C10 C11 C12 121.54(16) . .
C11 C12 C13 112.50(15) . .
N1 C13 C12 107.22(14) . .
N1 C13 C14 110.22(13) . .
C14 C13 C12 113.62(14) . .
C2 C14 C13 122.83(15) . .
C2 C14 C15 119.15(16) . .
C15 C14 C13 118.02(15) . .
C16 C15 C14 120.84(17) . .
O4 C16 C15 124.98(16) . .
O4 C16 C17 115.12(16) . .
C15 C16 C17 119.90(16) . .
O1 C17 C1 125.43(17) . .
O1 C17 C16 115.47(16) . .
C1 C17 C16 119.09(16) . .
O32 B1 O31 103.57(16) . .
O32 B1 O41 112.79(17) . .
O41 B1 O31 108.60(15) . .
O42 B1 O31 113.42(17) . .
O42 B1 O32 113.03(16) . .
O42 B1 O41 105.55(16) . .
C31 O31 B1 110.45(15) . .
C32 O32 B1 110.41(14) . .
C41 O41 B1 109.62(15) . .
C42 O42 B1 110.68(15) . .
O30 C31 O31 124.67(19) . .
O30 C31 C32 126.02(19) . .
O31 C31 C32 109.31(16) . .
O32 C32 C31 103.96(15) . .
O32 C32 C33 112.24(16) . .
C31 C32 C33 113.06(15) . .
C34 C33 C32 120.74(18) . .
C34 C33 C38 118.7(2) . .
C38 C33 C32 120.4(2) . .
C33 C34 C35 120.8(2) . .
C36 C35 C34 120.2(3) . .
C37 C36 C35 120.2(2) . .
C36 C37 C38 119.8(2) . .
C33 C38 C37 120.4(2) . .
O40 C41 O41 124.89(19) . .
O40 C41 C42 125.58(19) . .
O41 C41 C42 109.52(16) . .
O42 C42 C41 104.61(15) . .
O42 C42 C43 113.85(16) . .
C43 C42 C41 110.50(16) . .
C44 C43 C42 120.82(17) . .
C48 C43 C42 120.06(19) . .
C48 C43 C44 119.0(2) . .
C43 C44 C45 120.4(2) . .
C46 C45 C44 120.4(2) . .
C45 C46 C47 119.5(2) . .
C46 C47 C48 120.5(2) . .
C43 C48 C47 120.2(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C17 1.363(2) .
O1 C18 1.423(2) .
O2 C7 1.379(2) .
O2 C19 1.440(2) .
O3 C8 1.369(2) .
O3 C20 1.422(2) .
O4 C16 1.368(2) .
O4 C21 1.423(2) .
N1 C4 1.501(2) .
N1 C5 1.490(2) .
N1 C13 1.514(2) .
C1 C2 1.399(2) .
C1 C17 1.377(3) .
C2 C3 1.514(2) .
C2 C14 1.380(2) .
C3 C4 1.499(2) .
C5 C6 1.498(2) .
C6 C7 1.386(3) .
C6 C11 1.403(2) .
C7 C8 1.398(3) .
C8 C9 1.386(3) .
C9 C10 1.388(3) .
C10 C11 1.385(3) .
C11 C12 1.509(2) .
C12 C13 1.525(3) .
C13 C14 1.523(2) .
C14 C15 1.413(2) .
C15 C16 1.371(3) .
C16 C17 1.405(3) .
B1 O31 1.504(3) .
B1 O32 1.453(3) .
B1 O41 1.497(3) .
B1 O42 1.427(3) .
O30 C31 1.209(2) .
O31 C31 1.319(2) .
O32 C32 1.411(2) .
O40 C41 1.211(2) .
O41 C41 1.316(2) .
O42 C42 1.407(2) .
C31 C32 1.529(3) .
C32 C33 1.539(3) .
C33 C34 1.381(3) .
C33 C38 1.386(3) .
C34 C35 1.385(3) .
C35 C36 1.374(4) .
C36 C37 1.368(4) .
C37 C38 1.400(4) .
C41 C42 1.531(3) .
C42 C43 1.509(3) .
C43 C44 1.384(3) .
C43 C48 1.383(3) .
C44 C45 1.384(3) .
C45 C46 1.373(3) .
C46 C47 1.379(4) .
C47 C48 1.384(3) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O32 0.93 1.92 2.8120(19) 159.1 2_646
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 C7 C8 O3 -0.8(3) . . . .
O2 C7 C8 C9 179.64(18) . . . .
O3 C8 C9 C10 -178.68(19) . . . .
O4 C16 C17 O1 1.2(3) . . . .
O4 C16 C17 C1 -178.06(17) . . . .
N1 C5 C6 C7 -169.20(15) . . . .
N1 C5 C6 C11 13.2(2) . . . .
N1 C13 C14 C2 14.2(2) . . . .
N1 C13 C14 C15 -165.39(15) . . . .
C1 C2 C3 C4 -166.48(16) . . . .
C1 C2 C14 C13 -176.02(16) . . . .
C1 C2 C14 C15 3.6(3) . . . .
C2 C1 C17 O1 179.09(17) . . . .
C2 C1 C17 C16 -1.7(3) . . . .
C2 C3 C4 N1 -48.9(2) . . . .
C2 C14 C15 C16 -3.5(3) . . . .
C3 C2 C14 C13 1.1(3) . . . .
C3 C2 C14 C15 -179.27(16) . . . .
C4 N1 C5 C6 -168.86(14) . . . .
C4 N1 C13 C12 -171.40(14) . . . .
C4 N1 C13 C14 -47.26(18) . . . .
C5 N1 C4 C3 -168.44(14) . . . .
C5 N1 C13 C12 65.22(16) . . . .
C5 N1 C13 C14 -170.64(14) . . . .
C5 C6 C7 O2 2.2(2) . . . .
C5 C6 C7 C8 -175.14(16) . . . .
C5 C6 C11 C10 177.72(17) . . . .
C5 C6 C11 C12 -3.4(3) . . . .
C6 C7 C8 O3 176.54(17) . . . .
C6 C7 C8 C9 -3.0(3) . . . .
C6 C11 C12 C13 24.5(2) . . . .
C7 C6 C11 C10 0.2(3) . . . .
C7 C6 C11 C12 179.08(17) . . . .
C7 C8 C9 C10 0.8(3) . . . .
C8 C9 C10 C11 1.9(3) . . . .
C9 C10 C11 C6 -2.4(3) . . . .
C9 C10 C11 C12 178.75(19) . . . .
C10 C11 C12 C13 -156.63(17) . . . .
C11 C6 C7 O2 179.91(15) . . . .
C11 C6 C7 C8 2.5(3) . . . .
C11 C12 C13 N1 -53.51(18) . . . .
C11 C12 C13 C14 -175.55(15) . . . .
C12 C13 C14 C2 134.58(17) . . . .
C12 C13 C14 C15 -45.0(2) . . . .
C13 N1 C4 C3 66.91(18) . . . .
C13 N1 C5 C6 -44.62(18) . . . .
C13 C14 C15 C16 176.13(17) . . . .
C14 C2 C3 C4 16.4(2) . . . .
C14 C15 C16 O4 -179.37(17) . . . .
C14 C15 C16 C17 0.8(3) . . . .
C15 C16 C17 O1 -178.90(18) . . . .
C15 C16 C17 C1 1.8(3) . . . .
C17 C1 C2 C3 -178.25(17) . . . .
C17 C1 C2 C14 -1.0(3) . . . .
C18 O1 C17 C1 -7.6(3) . . . .
C18 O1 C17 C16 173.19(18) . . . .
C19 O2 C7 C6 101.36(19) . . . .
C19 O2 C7 C8 -81.3(2) . . . .
C20 O3 C8 C7 -166.92(19) . . . .
C20 O3 C8 C9 12.6(3) . . . .
C21 O4 C16 C15 -10.4(3) . . . .
C21 O4 C16 C17 169.43(19) . . . .
B1 O31 C31 O30 176.55(19) . . . .
B1 O31 C31 C32 -3.1(2) . . . .
B1 O32 C32 C31 -15.5(2) . . . .
B1 O32 C32 C33 107.04(17) . . . .
B1 O41 C41 O40 178.28(19) . . . .
B1 O41 C41 C42 -1.7(2) . . . .
B1 O42 C42 C41 -1.1(2) . . . .
B1 O42 C42 C43 119.66(18) . . . .
O30 C31 C32 O32 -168.17(18) . . . .
O30 C31 C32 C33 69.8(3) . . . .
O31 B1 O32 C32 13.8(2) . . . .
O31 B1 O41 C41 122.95(17) . . . .
O31 B1 O42 C42 -118.63(18) . . . .
O31 C31 C32 O32 11.4(2) . . . .
O31 C31 C32 C33 -110.55(18) . . . .
O32 B1 O31 C31 -6.2(2) . . . .
O32 B1 O41 C41 -122.85(18) . . . .
O32 B1 O42 C42 123.86(18) . . . .
O32 C32 C33 C34 14.1(2) . . . .
O32 C32 C33 C38 -170.47(18) . . . .
O40 C41 C42 O42 -178.24(19) . . . .
O40 C41 C42 C43 58.8(3) . . . .
O41 B1 O31 C31 113.89(17) . . . .
O41 B1 O32 C32 -103.36(19) . . . .
O41 B1 O42 C42 0.1(2) . . . .
O41 C41 C42 O42 1.7(2) . . . .
O41 C41 C42 C43 -121.19(18) . . . .
O42 B1 O31 C31 -129.11(17) . . . .
O42 B1 O32 C32 137.00(17) . . . .
O42 B1 O41 C41 1.0(2) . . . .
O42 C42 C43 C44 -29.1(3) . . . .
O42 C42 C43 C48 154.31(19) . . . .
C31 C32 C33 C34 131.29(19) . . . .
C31 C32 C33 C38 -53.3(3) . . . .
C32 C33 C34 C35 175.07(18) . . . .
C32 C33 C38 C37 -175.7(2) . . . .
C33 C34 C35 C36 0.9(3) . . . .
C34 C33 C38 C37 -0.1(4) . . . .
C34 C35 C36 C37 -0.8(4) . . . .
C35 C36 C37 C38 0.2(4) . . . .
C36 C37 C38 C33 0.3(4) . . . .
C38 C33 C34 C35 -0.5(3) . . . .
C41 C42 C43 C44 88.3(2) . . . .
C41 C42 C43 C48 -88.3(2) . . . .
C42 C43 C44 C45 -176.5(2) . . . .
C42 C43 C48 C47 176.5(2) . . . .
C43 C44 C45 C46 -0.6(4) . . . .
C44 C43 C48 C47 -0.2(3) . . . .
C44 C45 C46 C47 1.0(4) . . . .
C45 C46 C47 C48 -1.0(4) . . . .
C46 C47 C48 C43 0.6(4) . . . .
C48 C43 C44 C45 0.1(3) . . . .
