#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/79/7117978.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_7117978
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         'C3 H12 N2, 2(C16 H12 B O6), C H4 O'
_chemical_formula_sum            'C36 H40 B2 N2 O13'
_chemical_formula_weight         730.32
_chemical_name_systematic        '1,2-Diaminopropanium 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                 103.527(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.7917(4)
_cell_length_b                   8.7742(2)
_cell_length_c                   16.8769(5)
_cell_measurement_reflns_used    8141
_cell_measurement_temperature    173.00(14)
_cell_measurement_theta_max      71.4677
_cell_measurement_theta_min      5.0364
_cell_volume                     1841.67(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_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      173.00(14)
_diffrn_detector_area_resol_mean 15.9578
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
  1 omega   37.00   70.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   90.0000 33

  2 omega  -21.00   69.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000  150.0000 90

  3 omega   73.00  126.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000   60.0000 53

  4 omega   73.00  121.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  125.0000  -90.0000 48

  5 omega   -5.00   65.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -57.0000  -30.0000 70

  6 omega   34.00  122.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   57.0000    0.0000 88

  7 omega -117.00  -44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -64.0000  150.0000 73

  8 omega -113.00    9.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000   12.0000  150.0000 122

  9 omega   40.00   81.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000    0.0000 41

 10 omega   39.00   65.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000  120.0000 26

 11 omega   84.00  176.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   38.0000 -150.0000 92

 12 omega   76.00  174.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   25.0000  150.0000 98

 13 omega   44.00   70.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -38.0000  150.0000 26

 14 omega   40.00   71.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -120.0000 31

 15 omega   87.00  118.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   64.0000  150.0000 31

 16 omega   40.00  138.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000  -90.0000 98

 17 omega   38.00  178.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   12.0000   60.0000 140

 18 omega  147.00  177.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000   64.0000  150.0000 30

 19 omega   41.00   71.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -38.0000 -180.0000 30

 20 omega   40.00   83.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -50.0000  -90.0000 43

 21 omega   37.00   72.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -150.0000 35
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0723710000
_diffrn_orient_matrix_UB_12      -0.1386122000
_diffrn_orient_matrix_UB_13      0.0292759000
_diffrn_orient_matrix_UB_21      0.0550828000
_diffrn_orient_matrix_UB_22      0.0225658000
_diffrn_orient_matrix_UB_23      -0.0711245000
_diffrn_orient_matrix_UB_31      0.0842013000
_diffrn_orient_matrix_UB_32      0.1055152000
_diffrn_orient_matrix_UB_33      0.0536825000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10890
_diffrn_reflns_theta_full        66.50
_diffrn_reflns_theta_max         66.99
_diffrn_reflns_theta_min         5.72
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           40
_diffrn_source_power             2.0
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.28(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         6465
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0425
_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)+(0.0601P)²+0.5470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1119
_reflns_number_gt                6307
_reflns_number_total             6465
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc04977f2.cif
_cod_data_source_block           lawr148cult
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7117978
#BEGIN Tags that were not found in dictionaries:
_reflns_odcompleteness_completeness 99.67
_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
N1 N 0.77088(16) 0.6485(2) 0.84747(11) 0.0406(4) Uani 1 1 d . . .
H1A H 0.6989 0.6382 0.8266 0.049 Uiso 1 1 calc R . .
H1B H 0.7866 0.7480 0.8601 0.049 Uiso 1 1 calc R . .
H1C H 0.7911 0.5905 0.8932 0.049 Uiso 1 1 calc R . .
N2 N 0.67509(15) 0.5346(2) 0.67316(11) 0.0361(4) Uani 1 1 d . . .
H2A H 0.6444 0.5496 0.6194 0.043 Uiso 1 1 calc R . .
H2B H 0.6260 0.5541 0.7031 0.043 Uiso 1 1 calc R . .
H2C H 0.6977 0.4362 0.6811 0.043 Uiso 1 1 calc R . .
C1 C 0.82931(18) 0.5978(3) 0.78658(14) 0.0378(5) Uani 1 1 d . . .
H1D H 0.8389 0.4858 0.7904 0.045 Uiso 1 1 calc R . .
H1E H 0.9016 0.6451 0.7989 0.045 Uiso 1 1 calc R . .
C2 C 0.76977(18) 0.6401(3) 0.69935(13) 0.0379(5) Uani 1 1 d . . .
H2 H 0.7423 0.7468 0.6996 0.045 Uiso 1 1 calc R . .
C3 C 0.8415(2) 0.6313(3) 0.63929(16) 0.0467(6) Uani 1 1 d . . .
H3A H 0.8684 0.5270 0.6379 0.070 Uiso 1 1 calc R . .
H3B H 0.9023 0.7012 0.6564 0.070 Uiso 1 1 calc R . .
H3C H 0.8001 0.6600 0.5849 0.070 Uiso 1 1 calc R . .
B1 B 0.09002(18) 0.5121(3) 0.15723(15) 0.0327(5) Uani 1 1 d . . .
O10 O -0.10997(13) 0.4955(2) -0.02329(11) 0.0504(4) Uani 1 1 d . . .
O11 O -0.02109(12) 0.54238(19) 0.10422(9) 0.0387(3) Uani 1 1 d . . .
O12 O 0.14603(11) 0.43655(18) 0.10250(9) 0.0340(3) Uani 1 1 d . . .
O20 O 0.17405(14) 0.7803(2) 0.30901(11) 0.0458(4) Uani 1 1 d . . .
O21 O 0.13922(13) 0.65995(18) 0.18843(10) 0.0394(3) Uani 1 1 d . . .
O22 O 0.08728(12) 0.42583(17) 0.22850(9) 0.0350(3) Uani 1 1 d . . .
C11 C -0.02945(17) 0.4885(3) 0.03120(14) 0.0380(5) Uani 1 1 d . . .
C12 C 0.07672(17) 0.4181(2) 0.02348(13) 0.0343(4) Uani 1 1 d . . .
H12 H 0.0658 0.3069 0.0113 0.041 Uiso 1 1 calc R . .
C13 C 0.11673(16) 0.4935(3) -0.04385(13) 0.0353(4) Uani 1 1 d . . .
C14 C 0.1690(2) 0.6334(3) -0.03149(16) 0.0461(5) Uani 1 1 d . . .
H14 H 0.1838 0.6801 0.0207 0.055 Uiso 1 1 calc R . .
C15 C 0.1993(2) 0.7041(4) -0.09609(19) 0.0602(7) Uani 1 1 d . . .
H15 H 0.2358 0.7991 -0.0878 0.072 Uiso 1 1 calc R . .
C16 C 0.1768(3) 0.6376(4) -0.17227(19) 0.0644(8) Uani 1 1 d . . .
H16 H 0.1973 0.6872 -0.2163 0.077 Uiso 1 1 calc R . .
C17 C 0.1243(3) 0.4987(4) -0.18459(17) 0.0628(8) Uani 1 1 d . . .
H17 H 0.1089 0.4528 -0.2370 0.075 Uiso 1 1 calc R . .
C18 C 0.0945(2) 0.4270(3) -0.12035(15) 0.0487(6) Uani 1 1 d . . .
H18 H 0.0585 0.3316 -0.1287 0.058 Uiso 1 1 calc R . .
C21 C 0.14355(17) 0.6703(3) 0.26731(14) 0.0376(5) Uani 1 1 d . . .
C22 C 0.10427(17) 0.5232(3) 0.29699(14) 0.0365(5) Uani 1 1 d . . .
H22 H 0.1625 0.4797 0.3413 0.044 Uiso 1 1 calc R . .
C23 C 0.00504(19) 0.5504(3) 0.32991(15) 0.0414(5) Uani 1 1 d . . .
C24 C -0.0963(2) 0.5194(4) 0.28521(17) 0.0516(6) Uani 1 1 d . . .
H24 H -0.1061 0.4766 0.2323 0.062 Uiso 1 1 calc R . .
C25 C -0.1852(2) 0.5502(4) 0.3168(2) 0.0655(8) Uani 1 1 d . . .
H25 H -0.2554 0.5288 0.2851 0.079 Uiso 1 1 calc R B .
C26 C -0.1726(3) 0.6108(4) 0.3925(3) 0.0755(10) Uani 1 1 d . B .
H26A H -0.2324 0.6491 0.4107 0.091 Uiso 0.50 1 calc PR A 2
H26 H -0.2300 0.6098 0.4195 0.091 Uiso 0.50 1 calc PR A 1
C27A C -0.0580(5) 0.6153(8) 0.4483(4) 0.0557(14) Uiso 0.50 1 d P B 2
H27A H -0.0464 0.6411 0.5044 0.067 Uiso 0.50 1 calc PR B 2
C27 C -0.0834(6) 0.6678(9) 0.4260(4) 0.0612(15) Uiso 0.50 1 d P B 1
H27 H -0.0784 0.7327 0.4718 0.073 Uiso 0.50 1 calc PR B 1
C28 C 0.0076(5) 0.6391(8) 0.3982(4) 0.0508(13) Uiso 0.50 1 d P B 1
H28 H 0.0742 0.6814 0.4267 0.061 Uiso 0.50 1 calc PR B 1
C28A C 0.0260(5) 0.5808(7) 0.4140(3) 0.0456(12) Uiso 0.50 1 d P B 2
H28A H 0.0975 0.5775 0.4464 0.055 Uiso 0.50 1 calc PR B 2
B2 B 0.43124(19) 0.5674(3) 0.31042(14) 0.0320(5) Uani 1 1 d . . .
O30 O 0.60230(12) 0.56791(19) 0.50444(9) 0.0405(4) Uani 1 1 d . . .
O31 O 0.53885(11) 0.58960(18) 0.37036(9) 0.0345(3) Uani 1 1 d . . .
O32 O 0.36739(12) 0.48787(19) 0.35619(9) 0.0360(3) Uani 1 1 d . . .
O40 O 0.35458(14) 0.8583(2) 0.16744(11) 0.0464(4) Uani 1 1 d . . .
O41 O 0.39251(13) 0.72368(18) 0.28331(9) 0.0370(3) Uani 1 1 d . . .
O42 O 0.43894(13) 0.49127(17) 0.23693(9) 0.0371(3) Uani 1 1 d . . .
C31 C 0.53147(17) 0.5471(3) 0.44314(13) 0.0336(4) Uani 1 1 d . . .
C32 C 0.42320(17) 0.4709(2) 0.43883(12) 0.0328(4) Uani 1 1 d . . .
H32 H 0.4351 0.3600 0.4512 0.039 Uiso 1 1 calc R . .
C33 C 0.36224(18) 0.5386(3) 0.49709(13) 0.0345(4) Uani 1 1 d . . .
C34 C 0.3339(2) 0.6907(3) 0.49129(15) 0.0426(5) Uani 1 1 d . . .
H34 H 0.3546 0.7530 0.4515 0.051 Uiso 1 1 calc R . .
C35 C 0.2757(2) 0.7537(3) 0.54281(16) 0.0492(6) Uani 1 1 d . . .
H35 H 0.2578 0.8589 0.5391 0.059 Uiso 1 1 calc R . .
C36 C 0.2438(3) 0.6630(4) 0.59948(18) 0.0606(7) Uani 1 1 d . . .
H36 H 0.2024 0.7051 0.6341 0.073 Uiso 1 1 calc R . .
C37 C 0.2719(3) 0.5121(4) 0.6059(2) 0.0773(10) Uani 1 1 d . . .
H37 H 0.2503 0.4500 0.6453 0.093 Uiso 1 1 calc R . .
C38 C 0.3319(3) 0.4491(3) 0.55513(18) 0.0617(8) Uani 1 1 d . . .
H38 H 0.3519 0.3447 0.5604 0.074 Uiso 1 1 calc R . .
C41 C 0.38122(17) 0.7395(3) 0.20417(14) 0.0351(5) Uani 1 1 d . . .
C42 C 0.40609(17) 0.5892(3) 0.16755(12) 0.0344(5) Uani 1 1 d . . .
H42 H 0.3386 0.5481 0.1315 0.041 Uiso 1 1 calc R . .
C43 C 0.49148(19) 0.5978(3) 0.12015(13) 0.0397(5) Uani 1 1 d . . .
C44 C 0.5847(2) 0.6801(4) 0.1493(2) 0.0647(8) Uani 1 1 d . D .
H44 H 0.5987 0.7403 0.1975 0.078 Uiso 0.50 1 calc PR C 1
H44A H 0.5857 0.7352 0.1980 0.078 Uiso 0.50 1 calc PR C 2
C45A C 0.6591(6) 0.6617(10) 0.0955(6) 0.065(2) Uiso 0.50 1 d P D 1
H45A H 0.7240 0.7186 0.1076 0.078 Uiso 0.50 1 calc PR D 1
C45 C 0.6731(6) 0.6961(10) 0.1215(5) 0.0624(19) Uiso 0.50 1 d P D 2
H45 H 0.7328 0.7557 0.1486 0.075 Uiso 0.50 1 calc PR D 2
C46A C 0.6402(7) 0.5668(9) 0.0285(4) 0.0501(13) Uiso 0.50 1 d P D 1
H46A H 0.6940 0.5552 -0.0014 0.060 Uiso 0.50 1 calc PR D 1
C46 C 0.6707(5) 0.6186(9) 0.0499(5) 0.0535(14) Uiso 0.50 1 d P D 2
H46 H 0.7295 0.6267 0.0246 0.064 Uiso 0.50 1 calc PR D 2
C47A C 0.5441(6) 0.4881(9) 0.0042(4) 0.0575(16) Uiso 0.50 1 d P D 1
H47A H 0.5320 0.4259 -0.0431 0.069 Uiso 0.50 1 calc PR D 1
C47 C 0.5831(8) 0.5293(9) 0.0149(4) 0.0546(14) Uiso 0.50 1 d P D 2
H47 H 0.5821 0.4711 -0.0327 0.066 Uiso 0.50 1 calc PR D 2
C48A C 0.4659(6) 0.4991(8) 0.0480(4) 0.0460(16) Uiso 0.50 1 d P D 1
H48A H 0.3996 0.4461 0.0324 0.055 Uiso 0.50 1 calc PR D 1
C48 C 0.4955(6) 0.5273(8) 0.0520(4) 0.0461(17) Uiso 0.50 1 d P D 2
H48 H 0.4340 0.4702 0.0258 0.055 Uiso 0.50 1 calc PR D 2
O1S O 0.44815(14) 0.1869(2) 0.22819(12) 0.0481(4) Uani 1 1 d . . .
H1S H 0.4526 0.2768 0.2457 0.072 Uiso 1 1 calc R . .
C1S C 0.5419(3) 0.1503(4) 0.2008(2) 0.0694(8) Uani 1 1 d . . .
H1SA H 0.5372 0.1962 0.1472 0.104 Uiso 1 1 calc R . .
H1SB H 0.5480 0.0394 0.1968 0.104 Uiso 1 1 calc R . .
H1SC H 0.6054 0.1901 0.2396 0.104 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
N1 C1 C2 112.12(19) . .
N2 C2 C1 108.49(18) . .
N2 C2 C3 110.02(19) . .
C3 C2 C1 112.67(19) . .
O12 B1 O11 103.79(17) . .
O12 B1 O21 113.12(18) . .
O21 B1 O11 108.50(17) . .
O22 B1 O11 112.69(17) . .
O22 B1 O12 113.97(18) . .
O22 B1 O21 104.85(18) . .
C11 O11 B1 110.70(17) . .
C12 O12 B1 110.77(16) . .
C21 O21 B1 109.37(17) . .
C22 O22 B1 109.83(17) . .
O10 C11 O11 124.6(2) . .
O10 C11 C12 124.9(2) . .
O11 C11 C12 110.53(18) . .
O12 C12 C11 104.18(17) . .
O12 C12 C13 114.13(18) . .
C13 C12 C11 110.67(17) . .
C14 C13 C12 120.8(2) . .
C18 C13 C12 119.1(2) . .
C18 C13 C14 119.9(2) . .
C15 C14 C13 119.4(3) . .
C16 C15 C14 120.5(3) . .
C15 C16 C17 120.1(3) . .
C18 C17 C16 119.8(3) . .
C17 C18 C13 120.4(3) . .
O20 C21 O21 125.1(2) . .
O20 C21 C22 125.3(2) . .
O21 C21 C22 109.63(19) . .
O22 C22 C21 104.16(18) . .
O22 C22 C23 114.36(18) . .
C21 C22 C23 110.98(19) . .
C24 C23 C22 122.2(2) . .
C24 C23 C28 114.0(3) . .
C24 C23 C28A 121.8(3) . .
C28 C23 C22 122.2(3) . .
C28 C23 C28A 24.8(3) . .
C28A C23 C22 114.8(3) . .
C23 C24 C25 120.4(3) . .
C26 C25 C24 120.6(3) . .
C25 C26 C27A 118.0(3) . .
C27 C26 C25 118.4(4) . .
C27 C26 C27A 23.3(4) . .
C28A C27A C26 117.6(5) . .
C26 C27 C28 121.8(6) . .
C27 C28 C23 122.0(5) . .
C27A C28A C23 119.0(5) . .
O32 B2 O31 104.24(17) . .
O32 B2 O41 115.02(18) . .
O32 B2 O42 113.83(19) . .
O41 B2 O31 105.68(17) . .
O42 B2 O31 113.69(17) . .
O42 B2 O41 104.36(17) . .
C31 O31 B2 109.62(16) . .
C32 O32 B2 111.26(16) . .
C41 O41 B2 110.94(17) . .
B2 O42 C42 111.18(17) . .
O30 C31 O31 123.5(2) . .
O30 C31 C32 126.37(19) . .
O31 C31 C32 110.15(17) . .
O32 C32 C31 104.11(16) . .
O32 C32 C33 112.39(17) . .
C33 C32 C31 113.45(18) . .
C34 C33 C32 120.0(2) . .
C38 C33 C32 120.8(2) . .
C38 C33 C34 119.2(2) . .
C33 C34 C35 120.8(2) . .
C36 C35 C34 119.7(3) . .
C37 C36 C35 119.9(3) . .
C36 C37 C38 120.5(3) . .
C33 C38 C37 119.9(3) . .
O40 C41 O41 123.8(2) . .
O40 C41 C42 126.5(2) . .
O41 C41 C42 109.69(18) . .
O42 C42 C41 103.71(16) . .
O42 C42 C43 110.78(18) . .
C43 C42 C41 114.90(19) . .
C44 C43 C42 120.8(2) . .
C44 C43 C48A 127.6(4) . .
C48A C43 C42 111.4(3) . .
C48 C43 C42 128.6(4) . .
C48 C43 C44 110.5(4) . .
C48 C43 C48A 17.3(3) . .
C43 C44 C45A 110.6(5) . .
C45 C44 C43 131.6(5) . .
C45 C44 C45A 21.0(4) . .
C46A C45A C44 124.0(7) . .
C44 C45 C46 114.2(7) . .
C45A C46A C47A 121.1(7) . .
C45 C46 C47 120.2(7) . .
C48A C47A C46A 120.7(7) . .
C46 C47 C48 117.9(6) . .
C47A C48A C43 115.9(7) . .
C43 C48 C47 125.5(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.474(3) .
N2 C2 1.506(3) .
C1 C2 1.536(3) .
C2 C3 1.520(3) .
B1 O11 1.515(3) .
B1 O12 1.454(3) .
B1 O21 1.484(3) .
B1 O22 1.428(3) .
O10 C11 1.211(3) .
O11 C11 1.301(3) .
O12 C12 1.428(2) .
O20 C21 1.205(3) .
O21 C21 1.323(3) .
O22 C22 1.413(3) .
C11 C12 1.525(3) .
C12 C13 1.504(3) .
C13 C14 1.390(4) .
C13 C18 1.385(3) .
C14 C15 1.386(4) .
C15 C16 1.380(5) .
C16 C17 1.383(5) .
C17 C18 1.382(4) .
C21 C22 1.512(3) .
C22 C23 1.519(3) .
C23 C24 1.366(4) .
C23 C28 1.384(7) .
C23 C28A 1.406(6) .
C24 C25 1.390(4) .
C25 C26 1.359(5) .
C26 C27A 1.546(8) .
C26 C27 1.253(8) .
C27A C28A 1.370(8) .
C27 C28 1.376(9) .
B2 O31 1.518(3) .
B2 O32 1.430(3) .
B2 O41 1.493(3) .
B2 O42 1.432(3) .
O30 C31 1.219(3) .
O31 C31 1.308(3) .
O32 C32 1.418(2) .
O40 C41 1.220(3) .
O41 C41 1.317(3) .
O42 C42 1.434(3) .
C31 C32 1.524(3) .
C32 C33 1.512(3) .
C33 C34 1.381(3) .
C33 C38 1.380(4) .
C34 C35 1.385(4) .
C35 C36 1.377(4) .
C36 C37 1.370(5) .
C37 C38 1.391(4) .
C41 C42 1.521(3) .
C42 C43 1.499(3) .
C43 C44 1.382(4) .
C43 C48A 1.467(7) .
C43 C48 1.317(7) .
C44 C45A 1.470(9) .
C44 C45 1.329(8) .
C45A C46A 1.379(12) .
C45 C46 1.381(11) .
C46A C47A 1.385(10) .
C46 C47 1.381(11) .
C47A C48A 1.379(9) .
C47 C48 1.406(11) .
O1S C1S 1.419(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 H1A O1S 0.91 1.94 2.814(3) 160.6 2_656
N1 H1B O12 0.91 1.90 2.795(3) 165.9 2_656
N1 H1C O10 0.91 1.86 2.707(3) 154.5 1_656
N2 H2A O30 0.91 1.90 2.796(2) 170.4 .
N2 H2B O1S 0.91 2.03 2.876(3) 154.4 2_656
N2 H2C O20 0.91 2.11 2.919(3) 147.1 2_646
O1S H1S O42 0.84 1.89 2.679(2) 155.5 .
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
N1 C1 C2 N2 -74.6(2) . . . .
N1 C1 C2 C3 163.34(19) . . . .
B1 O11 C11 O10 179.2(2) . . . .
B1 O11 C11 C12 -1.8(2) . . . .
B1 O12 C12 C11 0.2(2) . . . .
B1 O12 C12 C13 121.0(2) . . . .
B1 O21 C21 O20 -175.9(2) . . . .
B1 O21 C21 C22 4.1(2) . . . .
B1 O22 C22 C21 -12.8(2) . . . .
B1 O22 C22 C23 108.5(2) . . . .
O10 C11 C12 O12 -179.9(2) . . . .
O10 C11 C12 C13 57.0(3) . . . .
O11 B1 O12 C12 -1.1(2) . . . .
O11 B1 O21 C21 108.88(19) . . . .
O11 B1 O22 C22 -102.6(2) . . . .
O11 C11 C12 O12 1.1(2) . . . .
O11 C11 C12 C13 -122.0(2) . . . .
O12 B1 O11 C11 1.9(2) . . . .
O12 B1 O21 C21 -136.52(19) . . . .
O12 B1 O22 C22 139.44(18) . . . .
O12 C12 C13 C14 -37.5(3) . . . .
O12 C12 C13 C18 146.8(2) . . . .
O20 C21 C22 O22 -174.8(2) . . . .
O20 C21 C22 C23 61.6(3) . . . .
O21 B1 O11 C11 122.4(2) . . . .
O21 B1 O12 C12 -118.54(19) . . . .
O21 B1 O22 C22 15.2(2) . . . .
O21 C21 C22 O22 5.2(2) . . . .
O21 C21 C22 C23 -118.3(2) . . . .
O22 B1 O11 C11 -121.9(2) . . . .
O22 B1 O12 C12 121.80(19) . . . .
O22 B1 O21 C21 -11.8(2) . . . .
O22 C22 C23 C24 -17.1(3) . . . .
O22 C22 C23 C28 178.0(4) . . . .
O22 C22 C23 C28A 151.1(3) . . . .
C11 C12 C13 C14 79.6(3) . . . .
C11 C12 C13 C18 -96.0(2) . . . .
C12 C13 C14 C15 -176.3(2) . . . .
C12 C13 C18 C17 175.9(2) . . . .
C13 C14 C15 C16 0.8(4) . . . .
C14 C13 C18 C17 0.3(4) . . . .
C14 C15 C16 C17 -0.5(5) . . . .
C15 C16 C17 C18 0.1(5) . . . .
C16 C17 C18 C13 0.0(4) . . . .
C18 C13 C14 C15 -0.7(4) . . . .
C21 C22 C23 C24 100.3(3) . . . .
C21 C22 C23 C28 -64.5(4) . . . .
C21 C22 C23 C28A -91.5(4) . . . .
C22 C23 C24 C25 -178.1(3) . . . .
C22 C23 C28 C27 177.6(6) . . . .
C22 C23 C28A C27A 176.3(5) . . . .
C23 C24 C25 C26 -0.4(5) . . . .
C24 C23 C28 C27 11.6(8) . . . .
C24 C23 C28A C27A -15.4(8) . . . .
C24 C25 C26 C27A -11.5(6) . . . .
C24 C25 C26 C27 15.0(7) . . . .
C25 C26 C27A C28A 10.2(8) . . . .
C25 C26 C27 C28 -16.0(10) . . . .
C26 C27A C28A C23 3.0(9) . . . .
C26 C27 C28 C23 2.5(12) . . . .
C27A C26 C27 C28 79.7(12) . . . .
C27 C26 C27A C28A -86.9(12) . . . .
C28 C23 C24 C25 -12.1(5) . . . .
C28 C23 C28A C27A 62.8(9) . . . .
C28A C23 C24 C25 14.6(5) . . . .
C28A C23 C28 C27 -102.9(12) . . . .
B2 O31 C31 O30 -171.8(2) . . . .
B2 O31 C31 C32 7.8(2) . . . .
B2 O32 C32 C31 -0.3(2) . . . .
B2 O32 C32 C33 122.91(19) . . . .
B2 O41 C41 O40 -177.1(2) . . . .
B2 O41 C41 C42 3.0(2) . . . .
B2 O42 C42 C41 2.6(2) . . . .
B2 O42 C42 C43 126.4(2) . . . .
O30 C31 C32 O32 174.7(2) . . . .
O30 C31 C32 C33 52.2(3) . . . .
O31 B2 O32 C32 4.5(2) . . . .
O31 B2 O41 C41 118.79(18) . . . .
O31 B2 O42 C42 -115.59(19) . . . .
O31 C31 C32 O32 -4.9(2) . . . .
O31 C31 C32 C33 -127.39(19) . . . .
O32 B2 O31 C31 -7.7(2) . . . .
O32 B2 O41 C41 -126.82(19) . . . .
O32 B2 O42 C42 125.2(2) . . . .
O32 C32 C33 C34 -57.9(3) . . . .
O32 C32 C33 C38 120.4(3) . . . .
O40 C41 C42 O42 176.6(2) . . . .
O40 C41 C42 C43 55.6(3) . . . .
O41 B2 O31 C31 113.89(19) . . . .
O41 B2 O32 C32 -110.72(19) . . . .
O41 B2 O42 C42 -0.9(2) . . . .
O41 C41 C42 O42 -3.5(2) . . . .
O41 C41 C42 C43 -124.52(19) . . . .
O42 B2 O31 C31 -132.25(19) . . . .
O42 B2 O32 C32 128.92(19) . . . .
O42 B2 O41 C41 -1.4(2) . . . .
O42 C42 C43 C44 -73.9(3) . . . .
O42 C42 C43 C48A 100.6(3) . . . .
O42 C42 C43 C48 101.5(4) . . . .
C31 C32 C33 C34 59.9(3) . . . .
C31 C32 C33 C38 -121.8(3) . . . .
C32 C33 C34 C35 178.3(2) . . . .
C32 C33 C38 C37 -177.3(3) . . . .
C33 C34 C35 C36 -1.2(4) . . . .
C34 C33 C38 C37 1.1(5) . . . .
C34 C35 C36 C37 1.5(5) . . . .
C35 C36 C37 C38 -0.5(6) . . . .
C36 C37 C38 C33 -0.8(6) . . . .
C38 C33 C34 C35 0.0(4) . . . .
C41 C42 C43 C44 43.2(3) . . . .
C41 C42 C43 C48A -142.3(3) . . . .
C41 C42 C43 C48 -141.4(4) . . . .
C42 C43 C44 C45A 175.7(4) . . . .
C42 C43 C44 C45 175.0(5) . . . .
C42 C43 C48A C47A -174.4(5) . . . .
C42 C43 C48 C47 -173.5(5) . . . .
C43 C44 C45A C46A -4.0(8) . . . .
C43 C44 C45 C46 1.3(9) . . . .
C44 C43 C48A C47A -0.3(7) . . . .
C44 C43 C48 C47 2.3(7) . . . .
C44 C45A C46A C47A 4.2(10) . . . .
C44 C45 C46 C47 -2.3(9) . . . .
C45A C44 C45 C46 -0.4(11) . . . .
C45A C46A C47A C48A -2.0(10) . . . .
C45 C44 C45A C46A 175(2) . . . .
C45 C46 C47 C48 3.4(9) . . . .
C46A C47A C48A C43 0.1(9) . . . .
C46 C47 C48 C43 -3.5(9) . . . .
C48A C43 C44 C45A 2.1(6) . . . .
C48A C43 C44 C45 1.4(7) . . . .
C48A C43 C48 C47 -171(2) . . . .
C48 C43 C44 C45A -0.5(5) . . . .
C48 C43 C44 C45 -1.2(7) . . . .
C48 C43 C48A C47A 8.0(12) . . . .
