# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dc1
_database_code_depnum_ccdc_archive 'CCDC 1839003'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
(S,R)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylvalinate
;
_chemical_name_common            
;
(S,R)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylvalinate
;
_chemical_melting_point          '493.0-494.5 K'
_chemical_formula_moiety         'C15 H34 B10 N2 O4'
_chemical_formula_sum            'C15 H34 B10 N2 O4'
_chemical_formula_weight         414.54
_chemical_absolute_configuration (S,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 0.0000 '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'
O O 0.0492 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.325(10)
_cell_length_b                   9.558(6)
_cell_length_c                   12.703(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.73(7)
_cell_angle_gamma                90.00
_cell_volume                     1253.5(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    800
_cell_measurement_theta_min      3.48
_cell_measurement_theta_max      65.95

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.098
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.534
_exptl_absorpt_correction_T_min  0.45891
_exptl_absorpt_correction_T_max  1.40756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11070
_diffrn_reflns_av_R_equivalents  0.0982
_diffrn_reflns_av_sigmaI/netI    0.1260
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.48
_diffrn_reflns_theta_max         65.95
_reflns_number_total             2208
_reflns_number_gt                800
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0270P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_number_reflns         2208
_refine_ls_number_parameters     286
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1212
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1196
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.2935(5) 0.6751(8) 0.3570(4) 0.0762(15) Uani 1 1 d . . .
B1 B 0.4340(8) 0.6767(14) -0.0448(7) 0.073(3) Uani 1 1 d . . .
H1 H 0.5328 0.6744 -0.0114 0.088 Uiso 1 1 calc R . .
C1 C 0.2065(7) 0.5487(9) -0.0916(6) 0.058(2) Uani 1 1 d . . .
H1B H 0.1492 0.4520 -0.0867 0.070 Uiso 1 1 calc R . .
N2 N -0.0031(5) 0.6679(7) -0.1846(4) 0.0521(15) Uani 1 1 d . . .
H2A H -0.0325 0.5838 -0.1860 0.062 Uiso 1 1 calc R . .
B2 B 0.3050(9) 0.5895(11) 0.0129(8) 0.061(3) Uani 1 1 d . . .
H2 H 0.3163 0.5281 0.0856 0.074 Uiso 1 1 calc R . .
C2 C 0.1693(6) 0.6826(11) -0.0164(5) 0.0583(18) Uani 1 1 d . . .
N1 N 0.0761(5) 0.6883(8) 0.2401(4) 0.0583(16) Uani 1 1 d . . .
H1A H 0.0844 0.5989 0.2374 0.070 Uiso 1 1 calc R . .
B3 B 0.2595(9) 0.5930(12) -0.2119(9) 0.068(3) Uani 1 1 d . . .
H3 H 0.2439 0.5357 -0.2860 0.081 Uiso 1 1 calc R . .
C3 C 0.0539(6) 0.6659(10) 0.0500(4) 0.059(2) Uani 1 1 d . . .
H3A H 0.0455 0.5683 0.0695 0.071 Uiso 1 1 calc R . .
H3B H -0.0226 0.6916 0.0092 0.071 Uiso 1 1 calc R . .
B4 B 0.4072(8) 0.6759(14) -0.1809(6) 0.072(3) Uani 1 1 d . . .
H4 H 0.4891 0.6721 -0.2354 0.087 Uiso 1 1 calc R . .
O4 O 0.0426(6) 0.8802(7) 0.1454(4) 0.0818(19) Uani 1 1 d . . .
C4 C 0.0595(7) 0.7547(10) 0.1496(6) 0.061(2) Uani 1 1 d . . .
B5 B 0.2598(10) 0.7770(11) -0.2102(8) 0.068(3) Uani 1 1 d . . .
H5 H 0.2458 0.8401 -0.2818 0.082 Uiso 1 1 calc R . .
O5 O -0.0608(5) 0.8895(7) -0.2152(5) 0.0861(19) Uani 1 1 d . . .
C5 C 0.2178(10) 0.7880(10) 0.3756(6) 0.076(3) Uani 1 1 d . . .
B6 B 0.1981(9) 0.8301(11) -0.0852(7) 0.057(3) Uani 1 1 d . . .
H6 H 0.1411 0.9266 -0.0769 0.068 Uiso 1 1 calc R . .
C6 C 0.0813(8) 0.7506(9) 0.3404(5) 0.062(2) Uani 1 1 d . . .
H6A H 0.0320 0.8380 0.3360 0.075 Uiso 1 1 calc R . .
O6 O 0.2487(7) 0.8909(7) 0.4162(6) 0.126(3) Uani 1 1 d . . .
B7 B 0.1327(7) 0.6820(12) -0.1519(6) 0.050(2) Uani 1 1 d . . .
C7 C 0.0116(8) 0.6541(13) 0.4227(6) 0.086(3) Uani 1 1 d . . .
H7A H 0.0500 0.5605 0.4186 0.103 Uiso 1 1 calc R . .
B8 B 0.3071(10) 0.7729(12) 0.0164(10) 0.072(4) Uani 1 1 d . . .
H7 H 0.3216 0.8325 0.0896 0.086 Uiso 1 1 calc R . .
C8 C 0.0286(10) 0.7034(13) 0.5262(8) 0.154(5) Uani 1 1 d . . .
H8A H 0.1190 0.7204 0.5397 0.231 Uiso 1 1 calc R . .
H8B H -0.0025 0.6346 0.5748 0.231 Uiso 1 1 calc R . .
H8C H -0.0189 0.7888 0.5348 0.231 Uiso 1 1 calc R . .
B9 B 0.3703(9) 0.8295(12) -0.1043(7) 0.072(3) Uani 1 1 d . . .
H8 H 0.4271 0.9265 -0.1095 0.087 Uiso 1 1 calc R . .
C9 C -0.1320(8) 0.6423(12) 0.3923(7) 0.125(5) Uani 1 1 d . . .
H9A H -0.1718 0.5709 0.4340 0.187 Uiso 1 1 calc R . .
H9B H -0.1400 0.6183 0.3191 0.187 Uiso 1 1 calc R . .
H9C H -0.1741 0.7302 0.4046 0.187 Uiso 1 1 calc R . .
C10 C 0.4343(8) 0.6798(14) 0.3865(6) 0.085(3) Uani 1 1 d . . .
B10 B 0.3658(10) 0.5267(14) -0.1073(9) 0.078(4) Uani 1 1 d . . .
H9 H 0.4160 0.4255 -0.1127 0.093 Uiso 1 1 calc R . .
C11 C 0.4484(8) 0.6890(14) 0.5005(7) 0.132(4) Uani 1 1 d . . .
H11A H 0.4366 0.7842 0.5223 0.198 Uiso 1 1 calc R . .
H11B H 0.5333 0.6578 0.5212 0.198 Uiso 1 1 calc R . .
H11C H 0.3845 0.6309 0.5330 0.198 Uiso 1 1 calc R . .
C12 C 0.4992(9) 0.7939(14) 0.3286(9) 0.151(6) Uani 1 1 d . . .
H12A H 0.4822 0.8816 0.3627 0.227 Uiso 1 1 calc R . .
H12B H 0.4665 0.7969 0.2576 0.227 Uiso 1 1 calc R . .
H12C H 0.5908 0.7773 0.3282 0.227 Uiso 1 1 calc R . .
C13 C 0.4771(10) 0.5347(13) 0.3453(10) 0.150(5) Uani 1 1 d . . .
H13A H 0.4689 0.5326 0.2699 0.225 Uiso 1 1 calc R . .
H13B H 0.4232 0.4634 0.3750 0.225 Uiso 1 1 calc R . .
H13C H 0.5657 0.5180 0.3654 0.225 Uiso 1 1 calc R . .
C14 C -0.0880(8) 0.7671(11) -0.2126(7) 0.066(2) Uani 1 1 d . . .
C15 C -0.2239(6) 0.7195(8) -0.2392(7) 0.090(3) Uani 1 1 d . . .
H15A H -0.2723 0.7963 -0.2684 0.135 Uiso 1 1 calc R . .
H15B H -0.2652 0.6871 -0.1764 0.135 Uiso 1 1 calc R . .
H15C H -0.2207 0.6448 -0.2896 0.135 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
O1 C5 1.355(10) . ?
O1 C10 1.497(9) . ?
B1 B2 1.741(14) . ?
B1 B4 1.747(11) . ?
B1 B10 1.780(15) . ?
B1 B9 1.767(15) . ?
B1 B8 1.786(14) . ?
B1 H1 1.1000 . ?
C1 C2 1.645(12) . ?
C1 B10 1.672(12) . ?
C1 B7 1.666(11) . ?
C1 B3 1.683(12) . ?
C1 B2 1.707(12) . ?
C1 H1B 1.1000 . ?
N2 C14 1.336(10) . ?
N2 B7 1.464(8) . ?
N2 H2A 0.8600 . ?
B2 C2 1.696(11) . ?
B2 B8 1.754(11) . ?
B2 B10 1.763(14) . ?
B2 H2 1.1000 . ?
C2 C3 1.477(8) . ?
C2 B6 1.688(12) . ?
C2 B8 1.711(12) . ?
C2 B7 1.758(9) . ?
N1 C4 1.322(8) . ?
N1 C6 1.406(8) . ?
N1 H1A 0.8600 . ?
B3 B7 1.744(12) . ?
B3 B5 1.759(12) . ?
B3 B4 1.759(13) . ?
B3 B10 1.826(14) . ?
B3 H3 1.1000 . ?
C3 C4 1.525(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
B4 B10 1.761(15) . ?
B4 B9 1.804(15) . ?
B4 B5 1.837(14) . ?
B4 H4 1.1000 . ?
O4 C4 1.213(9) . ?
B5 B7 1.765(12) . ?
B5 B6 1.791(12) . ?
B5 B9 1.823(12) . ?
B5 H5 1.1000 . ?
O5 C14 1.203(10) . ?
C5 O6 1.154(10) . ?
C5 C6 1.515(11) . ?
B6 B7 1.778(13) . ?
B6 B8 1.787(13) . ?
B6 B9 1.797(12) . ?
B6 H6 1.1000 . ?
C6 C7 1.575(10) . ?
C6 H6A 0.9800 . ?
C7 C8 1.406(10) . ?
C7 C9 1.532(10) . ?
C7 H7A 0.9800 . ?
B8 B9 1.759(13) . ?
B8 H7 1.1000 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
B9 H8 1.1000 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.456(10) . ?
C10 C12 1.480(13) . ?
C10 C13 1.549(14) . ?
B10 H9 1.1000 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.510(10) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
C5 O1 C10 119.5(8) . . ?
B2 B1 B4 107.6(7) . . ?
B2 B1 B10 60.1(6) . . ?
B4 B1 B10 59.9(6) . . ?
B2 B1 B9 107.0(6) . . ?
B4 B1 B9 61.8(6) . . ?
B10 B1 B9 109.4(6) . . ?
B2 B1 B8 59.6(4) . . ?
B4 B1 B8 109.0(7) . . ?
B10 B1 B8 108.7(7) . . ?
B9 B1 B8 59.3(6) . . ?
B2 B1 H1 122.6 . . ?
B4 B1 H1 121.0 . . ?
B10 B1 H1 121.0 . . ?
B9 B1 H1 121.3 . . ?
B8 B1 H1 121.6 . . ?
C2 C1 B10 113.8(8) . . ?
C2 C1 B7 64.1(5) . . ?
B10 C1 B7 119.1(7) . . ?
C2 C1 B3 114.4(7) . . ?
B10 C1 B3 65.9(6) . . ?
B7 C1 B3 62.8(5) . . ?
C2 C1 B2 60.8(5) . . ?
B10 C1 B2 62.9(6) . . ?
B7 C1 B2 116.6(7) . . ?
B3 C1 B2 116.8(7) . . ?
C2 C1 H1B 119.4 . . ?
B10 C1 H1B 115.6 . . ?
B7 C1 H1B 115.2 . . ?
B3 C1 H1B 116.4 . . ?
B2 C1 H1B 117.6 . . ?
C14 N2 B7 129.3(8) . . ?
C14 N2 H2A 115.4 . . ?
B7 N2 H2A 115.4 . . ?
C2 B2 C1 57.8(5) . . ?
C2 B2 B1 106.9(8) . . ?
C1 B2 B1 103.5(7) . . ?
C2 B2 B8 59.4(6) . . ?
C1 B2 B8 104.8(8) . . ?
B1 B2 B8 61.5(7) . . ?
C2 B2 B10 106.9(7) . . ?
C1 B2 B10 57.6(5) . . ?
B1 B2 B10 61.0(6) . . ?
B8 B2 B10 111.0(9) . . ?
C2 B2 H2 122.9 . . ?
C1 B2 H2 126.0 . . ?
B1 B2 H2 122.3 . . ?
B8 B2 H2 120.7 . . ?
B10 B2 H2 120.7 . . ?
C3 C2 C1 116.3(8) . . ?
C3 C2 B6 122.3(8) . . ?
C1 C2 B6 107.7(5) . . ?
C3 C2 B2 119.3(7) . . ?
C1 C2 B2 61.4(5) . . ?
B6 C2 B2 113.7(6) . . ?
C3 C2 B8 126.2(7) . . ?
C1 C2 B8 109.5(6) . . ?
B6 C2 B8 63.4(6) . . ?
B2 C2 B8 62.0(4) . . ?
C3 C2 B7 113.2(5) . . ?
C1 C2 B7 58.5(5) . . ?
B6 C2 B7 62.1(5) . . ?
B2 C2 B7 112.3(6) . . ?
B8 C2 B7 114.0(6) . . ?
C4 N1 C6 126.0(8) . . ?
C4 N1 H1A 117.0 . . ?
C6 N1 H1A 117.0 . . ?
C1 B3 B7 58.1(5) . . ?
C1 B3 B5 103.9(8) . . ?
B7 B3 B5 60.5(6) . . ?
C1 B3 B4 101.6(7) . . ?
B7 B3 B4 109.6(8) . . ?
B5 B3 B4 63.0(7) . . ?
C1 B3 B10 56.8(6) . . ?
B7 B3 B10 107.4(8) . . ?
B5 B3 B10 109.7(9) . . ?
B4 B3 B10 58.8(6) . . ?
C1 B3 H3 127.4 . . ?
B7 B3 H3 120.9 . . ?
B5 B3 H3 120.5 . . ?
B4 B3 H3 122.2 . . ?
B10 B3 H3 122.1 . . ?
C2 C3 C4 113.0(7) . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
B1 B4 B3 110.4(7) . . ?
B1 B4 B10 61.0(6) . . ?
B3 B4 B10 62.5(6) . . ?
B1 B4 B9 59.7(6) . . ?
B3 B4 B9 107.4(7) . . ?
B10 B4 B9 108.6(6) . . ?
B1 B4 B5 108.6(7) . . ?
B3 B4 B5 58.5(5) . . ?
B10 B4 B5 109.1(6) . . ?
B9 B4 B5 60.1(5) . . ?
B1 B4 H4 120.7 . . ?
B3 B4 H4 121.0 . . ?
B10 B4 H4 120.1 . . ?
B9 B4 H4 122.3 . . ?
B5 B4 H4 122.1 . . ?
O4 C4 N1 122.0(8) . . ?
O4 C4 C3 120.7(8) . . ?
N1 C4 C3 117.2(8) . . ?
B3 B5 B7 59.3(6) . . ?
B3 B5 B6 107.1(8) . . ?
B7 B5 B6 60.0(5) . . ?
B3 B5 B9 106.6(9) . . ?
B7 B5 B9 107.1(7) . . ?
B6 B5 B9 59.6(5) . . ?
B3 B5 B4 58.5(6) . . ?
B7 B5 B4 105.2(7) . . ?
B6 B5 B4 105.8(7) . . ?
B9 B5 B4 59.1(6) . . ?
B3 B5 H5 122.6 . . ?
B7 B5 H5 122.6 . . ?
B6 B5 H5 122.2 . . ?
B9 B5 H5 122.3 . . ?
B4 B5 H5 123.8 . . ?
O6 C5 O1 126.9(10) . . ?
O6 C5 C6 125.7(10) . . ?
O1 C5 C6 107.3(8) . . ?
C2 B6 B7 60.9(5) . . ?
C2 B6 B8 58.9(5) . . ?
B7 B6 B8 109.4(7) . . ?
C2 B6 B5 106.8(7) . . ?
B7 B6 B5 59.3(5) . . ?
B8 B6 B5 109.0(8) . . ?
C2 B6 B9 104.4(7) . . ?
B7 B6 B9 107.6(7) . . ?
B8 B6 B9 58.8(5) . . ?
B5 B6 B9 61.1(5) . . ?
C2 B6 H6 123.5 . . ?
B7 B6 H6 120.9 . . ?
B8 B6 H6 121.3 . . ?
B5 B6 H6 121.3 . . ?
B9 B6 H6 123.2 . . ?
N1 C6 C5 113.1(6) . . ?
N1 C6 C7 109.9(7) . . ?
C5 C6 C7 111.9(6) . . ?
N1 C6 H6A 107.2 . . ?
C5 C6 H6A 107.2 . . ?
C7 C6 H6A 107.2 . . ?
N2 B7 C1 119.4(8) . . ?
N2 B7 B3 123.6(8) . . ?
C1 B7 B3 59.1(5) . . ?
N2 B7 C2 118.1(5) . . ?
C1 B7 C2 57.4(5) . . ?
B3 B7 C2 106.0(6) . . ?
N2 B7 B5 130.0(7) . . ?
C1 B7 B5 104.4(6) . . ?
B3 B7 B5 60.1(5) . . ?
C2 B7 B5 104.9(6) . . ?
N2 B7 B6 124.4(8) . . ?
C1 B7 B6 102.8(5) . . ?
B3 B7 B6 108.3(6) . . ?
C2 B7 B6 57.0(5) . . ?
B5 B7 B6 60.7(5) . . ?
C8 C7 C9 111.7(8) . . ?
C8 C7 C6 111.8(10) . . ?
C9 C7 C6 108.9(7) . . ?
C8 C7 H7A 108.1 . . ?
C9 C7 H7A 108.1 . . ?
C6 C7 H7A 108.1 . . ?
C2 B8 B2 58.6(6) . . ?
C2 B8 B9 105.1(8) . . ?
B2 B8 B9 106.9(10) . . ?
C2 B8 B1 104.3(8) . . ?
B2 B8 B1 58.9(7) . . ?
B9 B8 B1 59.8(6) . . ?
C2 B8 B6 57.7(5) . . ?
B2 B8 B6 106.3(9) . . ?
B9 B8 B6 60.9(6) . . ?
B1 B8 B6 107.6(8) . . ?
C2 B8 H7 124.8 . . ?
B2 B8 H7 122.7 . . ?
B9 B8 H7 122.0 . . ?
B1 B8 H7 122.8 . . ?
B6 B8 H7 122.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
B8 B9 B1 60.9(6) . . ?
B8 B9 B4 107.6(8) . . ?
B1 B9 B4 58.6(5) . . ?
B8 B9 B6 60.3(5) . . ?
B1 B9 B6 108.0(7) . . ?
B4 B9 B6 107.0(7) . . ?
B8 B9 B5 108.8(7) . . ?
B1 B9 B5 108.3(8) . . ?
B4 B9 B5 60.9(6) . . ?
B6 B9 B5 59.3(5) . . ?
B8 B9 H8 121.0 . . ?
B1 B9 H8 121.8 . . ?
B4 B9 H8 122.5 . . ?
B6 B9 H8 122.3 . . ?
B5 B9 H8 121.1 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 114.2(11) . . ?
C11 C10 O1 109.6(7) . . ?
C12 C10 O1 110.0(9) . . ?
C11 C10 C13 111.4(10) . . ?
C12 C10 C13 111.1(8) . . ?
O1 C10 C13 99.7(8) . . ?
C1 B10 B2 59.5(5) . . ?
C1 B10 B4 102.0(8) . . ?
B2 B10 B4 106.0(9) . . ?
C1 B10 B1 103.3(8) . . ?
B2 B10 B1 58.9(6) . . ?
B4 B10 B1 59.1(6) . . ?
C1 B10 B3 57.3(5) . . ?
B2 B10 B3 107.1(8) . . ?
B4 B10 B3 58.7(6) . . ?
B1 B10 B3 106.0(9) . . ?
C1 B10 H9 125.7 . . ?
B2 B10 H9 121.8 . . ?
B4 B10 H9 124.1 . . ?
B1 B10 H9 123.5 . . ?
B3 B10 H9 122.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O5 C14 N2 123.0(8) . . ?
O5 C14 C15 120.2(8) . . ?
N2 C14 C15 116.8(8) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.948
_diffrn_reflns_theta_full        65.95
_diffrn_measured_fraction_theta_full 0.948
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.042
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane-acetone'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dc1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1839007'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylleucinate
;
_chemical_name_common            
;
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylleucinate
;
_chemical_melting_point          '483 K'
_chemical_formula_moiety         'C16 H36 B10 N2 O4'
_chemical_formula_sum            'C16 H36 B10 N2 O4'
_chemical_formula_weight         428.57
_chemical_absolute_configuration (S,S)
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 0.0000 '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'
O O 0.0492 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.118(7)
_cell_length_b                   9.389(4)
_cell_length_c                   13.347(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.56(5)
_cell_angle_gamma                90.00
_cell_volume                     1313.0(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1378
_cell_measurement_theta_min      3.5037
_cell_measurement_theta_max      65.2502

_exptl_crystal_description       plank
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    0.524
_exptl_absorpt_correction_T_min  0.62926
_exptl_absorpt_correction_T_max  1.28703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10209
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_sigmaI/netI    0.0736
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.51
_diffrn_reflns_theta_max         65.80
_reflns_number_total             2354
_reflns_number_gt                1062
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0550P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(10)
_refine_ls_number_reflns         2354
_refine_ls_number_parameters     362
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1345
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.8750(3) 0.7885(5) 0.3560(3) 0.0861(12) Uani 1 1 d . . .
N1 N 1.0275(4) 0.7787(5) 0.2399(4) 0.0660(12) Uani 1 1 d . . .
C1 C 0.9592(6) 0.6835(7) 0.3845(6) 0.0856(18) Uani 1 1 d . . .
B1 B 0.5520(8) 0.7760(12) -0.0485(7) 0.103(3) Uani 1 1 d . . .
N2 N 0.9015(5) 0.8081(5) -0.1860(4) 0.0750(13) Uani 1 1 d . . .
O2 O 0.9322(5) 0.5751(4) -0.2090(4) 0.1031(16) Uani 1 1 d . . .
C2 C 1.0678(6) 0.7070(6) 0.3442(5) 0.0705(16) Uani 1 1 d . B .
B2 B 0.5193(8) 0.7808(13) -0.1860(7) 0.107(3) Uani 1 1 d . . .
O3 O 0.9738(4) 0.5795(4) 0.1410(4) 0.1013(15) Uani 1 1 d . . .
C3 C 1.1723(5) 0.7932(9) 0.4240(4) 0.0847(16) Uani 1 1 d . . .
H3A H 1.1412 0.8897 0.4239 0.102 Uiso 1 1 calc R A 1
H3B H 1.1857 0.7538 0.4941 0.102 Uiso 1 1 calc R A 1
B3 B 0.5779(11) 0.9298(10) -0.1130(10) 0.116(4) Uani 1 1 d . . .
O4 O 0.9564(5) 0.5825(6) 0.4404(5) 0.137(2) Uani 1 1 d . . .
B4 B 0.6912(10) 0.8792(11) 0.0134(9) 0.094(3) Uani 1 1 d . . .
B5 B 0.6368(10) 0.8791(10) -0.2150(9) 0.097(3) Uani 1 1 d . . .
B6 B 0.7439(10) 0.9442(7) -0.0919(7) 0.086(3) Uani 1 1 d . . .
C7 C 0.7588(6) 0.7874(12) 0.3858(5) 0.0965(19) Uani 1 1 d . . .
B7 B 0.6504(10) 0.6935(10) -0.2115(8) 0.095(3) Uani 1 1 d . . .
B8 B 0.7008(9) 0.6938(11) 0.0137(9) 0.090(3) Uani 1 1 d . . .
C8 C 0.7925(7) 0.7865(12) 0.5041(5) 0.126(2) Uani 1 1 d . . .
H8A H 0.8569 0.8569 0.5347 0.188 Uiso 1 1 calc R . .
H8B H 0.8243 0.6942 0.5312 0.188 Uiso 1 1 calc R . .
H8C H 0.7179 0.8078 0.5223 0.188 Uiso 1 1 calc R . .
B9 B 0.5957(9) 0.6310(10) -0.1098(8) 0.096(3) Uani 1 1 d . . .
C9 C 0.6990(9) 0.9305(13) 0.3376(8) 0.161(5) Uani 1 1 d . . .
H9A H 0.7610 1.0051 0.3622 0.242 Uiso 1 1 calc R . .
H9B H 0.6266 0.9505 0.3593 0.242 Uiso 1 1 calc R . .
H9C H 0.6721 0.9251 0.2615 0.242 Uiso 1 1 calc R . .
B10 B 0.7872(6) 0.7981(7) -0.1567(4) 0.0657(16) Uani 1 1 d . . .
C10 C 0.6792(8) 0.6627(15) 0.3332(7) 0.175(6) Uani 1 1 d . . .
H10A H 0.6615 0.6680 0.2578 0.263 Uiso 1 1 calc R . .
H10B H 0.6004 0.6637 0.3479 0.263 Uiso 1 1 calc R . .
H10C H 0.7246 0.5762 0.3601 0.263 Uiso 1 1 calc R . .
C11 C 0.9829(5) 0.7101(6) 0.1487(5) 0.0707(15) Uani 1 1 d . . .
C12 C 0.9461(5) 0.8023(8) 0.0507(4) 0.0839(17) Uani 1 1 d . . .
H12A H 0.9680 0.9002 0.0727 0.101 Uiso 1 1 calc R . .
H12B H 0.9973 0.7742 0.0077 0.101 Uiso 1 1 calc R . .
C13 C 0.8085(5) 0.7976(6) -0.0176(4) 0.0670(13) Uani 1 1 d . . .
C14 C 0.7552(7) 0.6574(5) -0.0904(6) 0.081(2) Uani 1 1 d . . .
C15 C 0.9644(7) 0.6973(6) -0.2118(5) 0.0844(19) Uani 1 1 d . . .
C16 C 1.0841(7) 0.7368(8) -0.2379(6) 0.108(2) Uani 1 1 d . . .
H16A H 1.1219 0.6520 -0.2545 0.162 Uiso 1 1 calc R . .
H16B H 1.1442 0.7831 -0.1777 0.162 Uiso 1 1 calc R . .
H16C H 1.0614 0.8000 -0.2979 0.162 Uiso 1 1 calc R . .
H7 H 0.651(5) 0.631(6) -0.281(5) 0.083(18) Uiso 1 1 d . . .
H9 H 0.571(8) 0.507(10) -0.112(6) 0.15(3) Uiso 1 1 d . . .
H3 H 0.539(5) 1.049(7) -0.111(4) 0.10(2) Uiso 1 1 d . . .
H6 H 0.801(5) 1.036(6) -0.065(4) 0.073(17) Uiso 1 1 d . . .
H8 H 0.732(6) 0.655(7) 0.091(6) 0.10(2) Uiso 1 1 d . . .
H14 H 0.806(6) 0.585(8) -0.078(5) 0.09(2) Uiso 1 1 d . . .
H1 H 0.470(6) 0.789(9) -0.009(5) 0.12(2) Uiso 1 1 d . . .
H1A H 1.023(5) 0.870(6) 0.238(4) 0.072(19) Uiso 1 1 d . . .
H2A H 0.940(5) 0.902(6) -0.177(4) 0.064(15) Uiso 1 1 d . . .
H2B H 1.087(4) 0.601(6) 0.317(4) 0.068(15) Uiso 1 1 d . . .
H4 H 0.725(8) 0.937(8) 0.094(6) 0.13(3) Uiso 1 1 d . . .
C4 C 1.3009(6) 0.8009(13) 0.4078(6) 0.120(3) Uani 1 1 d U B 1
H4A H 1.2870 0.8176 0.3323 0.144 Uiso 1 1 calc R B 1
C6 C 1.3867(14) 0.9227(14) 0.4740(12) 0.083(4) Uani 0.50 1 d PU B 1
H6A H 1.4676 0.9220 0.4627 0.124 Uiso 0.50 1 calc PR B 1
H6B H 1.3999 0.9082 0.5481 0.124 Uiso 0.50 1 calc PR B 1
H6C H 1.3456 1.0128 0.4520 0.124 Uiso 0.50 1 calc PR B 1
C5 C 1.3578(17) 0.6702(19) 0.4357(16) 0.135(6) Uani 0.50 1 d PU B 1
H5A H 1.3030 0.5974 0.3938 0.202 Uiso 0.50 1 calc PR B 1
H5B H 1.3723 0.6529 0.5097 0.202 Uiso 0.50 1 calc PR B 1
H5C H 1.4378 0.6689 0.4229 0.202 Uiso 0.50 1 calc PR B 1
C5A C 1.3181(14) 0.769(2) 0.3089(12) 0.134(6) Uani 0.50 1 d PU C 2
H5AA H 1.2624 0.6943 0.2717 0.200 Uiso 0.50 1 d PR C 2
H5AB H 1.2953 0.8564 0.2692 0.200 Uiso 0.50 1 d PR C 2
H5AC H 1.4047 0.7453 0.3169 0.200 Uiso 0.50 1 d PR C 2
C6A C 1.4056(17) 0.822(3) 0.4994(15) 0.143(7) Uani 0.50 1 d PU D 2
H6AA H 1.4361 0.7319 0.5323 0.215 Uiso 0.50 1 d PR D 2
H6AB H 1.3805 0.8805 0.5479 0.215 Uiso 0.50 1 d PR D 2
H6AC H 1.4721 0.8685 0.4810 0.215 Uiso 0.50 1 d PR D 2
H5 H 0.628(6) 0.954(6) -0.294(5) 0.088(19) Uiso 1 1 d . . .
H2 H 0.415(8) 0.787(12) -0.252(6) 0.18(3) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
O1 C1 1.325(7) . ?
O1 C7 1.473(7) . ?
N1 C11 1.318(7) . ?
N1 C2 1.474(7) . ?
N1 H1A 0.85(6) . ?
C1 O4 1.213(8) . ?
C1 C2 1.494(9) . ?
B1 B9 1.739(14) . ?
B1 B2 1.748(13) . ?
B1 B3 1.754(14) . ?
B1 B8 1.761(12) . ?
B1 B4 1.777(14) . ?
B1 H1 1.20(6) . ?
N2 C15 1.360(8) . ?
N2 B10 1.453(8) . ?
N2 H2A 0.97(6) . ?
O2 C15 1.206(8) . ?
C2 C3 1.520(8) . ?
C2 H2B 1.10(6) . ?
B2 B3 1.705(16) . ?
B2 B5 1.745(15) . ?
B2 B9 1.777(14) . ?
B2 B7 1.802(14) . ?
B2 H2 1.20(8) . ?
O3 C11 1.232(7) . ?
C3 C4 1.517(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
B3 B5 1.762(15) . ?
B3 B6 1.776(15) . ?
B3 B4 1.798(15) . ?
B3 H3 1.20(6) . ?
B4 C13 1.680(12) . ?
B4 B8 1.743(11) . ?
B4 B6 1.801(13) . ?
B4 H4 1.15(8) . ?
B5 B7 1.748(11) . ?
B5 B10 1.763(11) . ?
B5 B6 1.784(14) . ?
B5 H5 1.24(6) . ?
B6 C13 1.708(9) . ?
B6 B10 1.772(9) . ?
B6 H6 1.06(5) . ?
C7 C10 1.494(13) . ?
C7 C8 1.496(8) . ?
C7 C9 1.541(13) . ?
B7 C14 1.680(12) . ?
B7 B10 1.751(11) . ?
B7 B9 1.765(14) . ?
B7 H7 1.10(5) . ?
B8 C13 1.700(11) . ?
B8 C14 1.725(12) . ?
B8 B9 1.772(14) . ?
B8 H8 1.04(7) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
B9 C14 1.723(12) . ?
B9 H9 1.19(9) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
B10 C14 1.693(9) . ?
B10 C13 1.791(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.507(8) . ?
C12 C13 1.497(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.625(8) . ?
C14 H14 0.87(7) . ?
C15 C16 1.530(10) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C4 C5 1.374(18) . ?
C4 C6 1.560(15) . ?
C4 H4A 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5A H5AA 0.9600 . ?
C5A H5AB 0.9600 . ?
C5A H5AC 0.9600 . ?
C6A H6AA 0.9600 . ?
C6A H6AB 0.9600 . ?
C6A H6AC 0.9599 . ?

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
C1 O1 C7 121.2(6) . . ?
C11 N1 C2 123.4(5) . . ?
C11 N1 H1A 117(4) . . ?
C2 N1 H1A 119(4) . . ?
O4 C1 O1 126.6(6) . . ?
O4 C1 C2 121.9(6) . . ?
O1 C1 C2 111.5(6) . . ?
B9 B1 B2 61.3(6) . . ?
B9 B1 B3 107.3(6) . . ?
B2 B1 B3 58.3(6) . . ?
B9 B1 B8 60.8(5) . . ?
B2 B1 B8 109.8(7) . . ?
B3 B1 B8 108.0(7) . . ?
B9 B1 B4 108.0(6) . . ?
B2 B1 B4 108.5(7) . . ?
B3 B1 B4 61.2(6) . . ?
B8 B1 B4 59.0(4) . . ?
B9 B1 H1 131(4) . . ?
B2 B1 H1 122(3) . . ?
B3 B1 H1 114(4) . . ?
B8 B1 H1 125(3) . . ?
B4 B1 H1 114(3) . . ?
C15 N2 B10 126.1(5) . . ?
C15 N2 H2A 119(3) . . ?
B10 N2 H2A 115(3) . . ?
N1 C2 C1 112.4(5) . . ?
N1 C2 C3 109.8(5) . . ?
C1 C2 C3 110.3(5) . . ?
N1 C2 H2B 98(2) . . ?
C1 C2 H2B 104(2) . . ?
C3 C2 H2B 122(2) . . ?
B3 B2 B5 61.4(6) . . ?
B3 B2 B1 61.0(6) . . ?
B5 B2 B1 109.7(7) . . ?
B3 B2 B9 107.7(6) . . ?
B5 B2 B9 107.2(6) . . ?
B1 B2 B9 59.1(6) . . ?
B3 B2 B7 107.6(7) . . ?
B5 B2 B7 59.0(4) . . ?
B1 B2 B7 106.8(7) . . ?
B9 B2 B7 59.1(6) . . ?
B3 B2 H2 118(5) . . ?
B5 B2 H2 115(4) . . ?
B1 B2 H2 126(4) . . ?
B9 B2 H2 128(5) . . ?
B7 B2 H2 122(4) . . ?
C4 C3 C2 117.5(6) . . ?
C4 C3 H3A 107.9 . . ?
C2 C3 H3A 107.9 . . ?
C4 C3 H3B 107.9 . . ?
C2 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
B2 B3 B1 60.7(6) . . ?
B2 B3 B5 60.4(6) . . ?
B1 B3 B5 108.7(7) . . ?
B2 B3 B6 109.4(7) . . ?
B1 B3 B6 108.5(6) . . ?
B5 B3 B6 60.5(6) . . ?
B2 B3 B4 109.5(7) . . ?
B1 B3 B4 60.0(5) . . ?
B5 B3 B4 109.2(7) . . ?
B6 B3 B4 60.5(6) . . ?
B2 B3 H3 135(3) . . ?
B1 B3 H3 130(3) . . ?
B5 B3 H3 120(3) . . ?
B6 B3 H3 107(3) . . ?
B4 B3 H3 112(3) . . ?
C13 B4 B8 59.5(6) . . ?
C13 B4 B1 105.3(7) . . ?
B8 B4 B1 60.0(6) . . ?
C13 B4 B3 104.3(7) . . ?
B8 B4 B3 106.8(8) . . ?
B1 B4 B3 58.7(6) . . ?
C13 B4 B6 58.7(4) . . ?
B8 B4 B6 107.7(8) . . ?
B1 B4 B6 106.4(7) . . ?
B3 B4 B6 59.2(6) . . ?
C13 B4 H4 114(4) . . ?
B8 B4 H4 118(4) . . ?
B1 B4 H4 131(4) . . ?
B3 B4 H4 132(4) . . ?
B6 B4 H4 119(4) . . ?
B2 B5 B7 62.1(6) . . ?
B2 B5 B3 58.2(6) . . ?
B7 B5 B3 107.5(8) . . ?
B2 B5 B10 110.1(7) . . ?
B7 B5 B10 59.8(5) . . ?
B3 B5 B10 108.6(7) . . ?
B2 B5 B6 107.2(7) . . ?
B7 B5 B6 107.0(8) . . ?
B3 B5 B6 60.1(6) . . ?
B10 B5 B6 59.9(5) . . ?
B2 B5 H5 129(3) . . ?
B7 B5 H5 125(3) . . ?
B3 B5 H5 124(3) . . ?
B10 B5 H5 114(3) . . ?
B6 B5 H5 115(3) . . ?
C13 B6 B10 61.9(4) . . ?
C13 B6 B3 104.1(6) . . ?
B10 B6 B3 107.5(6) . . ?
C13 B6 B5 106.2(5) . . ?
B10 B6 B5 59.5(4) . . ?
B3 B6 B5 59.3(6) . . ?
C13 B6 B4 57.1(5) . . ?
B10 B6 B4 109.3(5) . . ?
B3 B6 B4 60.3(6) . . ?
B5 B6 B4 108.1(7) . . ?
C13 B6 H6 112(3) . . ?
B10 B6 H6 125(3) . . ?
B3 B6 H6 126(3) . . ?
B5 B6 H6 137(3) . . ?
B4 B6 H6 109(3) . . ?
O1 C7 C10 108.3(7) . . ?
O1 C7 C8 110.6(5) . . ?
C10 C7 C8 113.0(8) . . ?
O1 C7 C9 100.2(7) . . ?
C10 C7 C9 112.5(7) . . ?
C8 C7 C9 111.5(9) . . ?
C14 B7 B5 104.6(8) . . ?
C14 B7 B10 59.1(4) . . ?
B5 B7 B10 60.5(5) . . ?
C14 B7 B9 59.9(5) . . ?
B5 B7 B9 107.6(8) . . ?
B10 B7 B9 109.9(6) . . ?
C14 B7 B2 104.7(7) . . ?
B5 B7 B2 58.9(6) . . ?
B10 B7 B2 108.1(7) . . ?
B9 B7 B2 59.8(6) . . ?
C14 B7 H7 121(3) . . ?
B5 B7 H7 122(3) . . ?
B10 B7 H7 114(3) . . ?
B9 B7 H7 125(3) . . ?
B2 B7 H7 129(3) . . ?
C13 B8 C14 56.7(4) . . ?
C13 B8 B4 58.4(5) . . ?
C14 B8 B4 103.5(8) . . ?
C13 B8 B1 105.1(7) . . ?
C14 B8 B1 103.6(7) . . ?
B4 B8 B1 60.9(6) . . ?
C13 B8 B9 105.2(7) . . ?
C14 B8 B9 59.0(5) . . ?
B4 B8 B9 108.0(9) . . ?
B1 B8 B9 59.0(6) . . ?
C13 B8 H8 115(4) . . ?
C14 B8 H8 130(4) . . ?
B4 B8 H8 111(4) . . ?
B1 B8 H8 125(4) . . ?
B9 B8 H8 135(4) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 B9 B1 104.6(6) . . ?
C14 B9 B7 57.6(5) . . ?
B1 B9 B7 108.9(7) . . ?
C14 B9 B8 59.1(5) . . ?
B1 B9 B8 60.2(5) . . ?
B7 B9 B8 108.3(7) . . ?
C14 B9 B2 104.0(6) . . ?
B1 B9 B2 59.6(6) . . ?
B7 B9 B2 61.2(5) . . ?
B8 B9 B2 108.0(7) . . ?
C14 B9 H9 111(4) . . ?
B1 B9 H9 133(4) . . ?
B7 B9 H9 116(4) . . ?
B8 B9 H9 115(4) . . ?
B2 B9 H9 134(4) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 B10 C14 123.2(5) . . ?
N2 B10 B7 129.7(6) . . ?
C14 B10 B7 58.4(5) . . ?
N2 B10 B5 129.7(6) . . ?
C14 B10 B5 103.5(6) . . ?
B7 B10 B5 59.6(4) . . ?
N2 B10 B6 119.1(6) . . ?
C14 B10 B6 102.1(5) . . ?
B7 B10 B6 107.4(6) . . ?
B5 B10 B6 60.6(5) . . ?
N2 B10 C13 117.1(4) . . ?
C14 B10 C13 55.5(3) . . ?
B7 B10 C13 103.1(5) . . ?
B5 B10 C13 103.6(5) . . ?
B6 B10 C13 57.3(4) . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C11 N1 124.0(6) . . ?
O3 C11 C12 120.6(6) . . ?
N1 C11 C12 115.5(5) . . ?
C13 C12 C11 115.9(5) . . ?
C13 C12 H12A 108.3 . . ?
C11 C12 H12A 108.3 . . ?
C13 C12 H12B 108.3 . . ?
C11 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
C12 C13 C14 118.8(6) . . ?
C12 C13 B4 123.8(6) . . ?
C14 C13 B4 111.0(6) . . ?
C12 C13 B8 121.8(5) . . ?
C14 C13 B8 62.4(5) . . ?
B4 C13 B8 62.1(4) . . ?
C12 C13 B6 118.3(6) . . ?
C14 C13 B6 107.9(4) . . ?
B4 C13 B6 64.2(5) . . ?
B8 C13 B6 114.3(6) . . ?
C12 C13 B10 112.6(4) . . ?
C14 C13 B10 59.2(4) . . ?
B4 C13 B10 114.2(5) . . ?
B8 C13 B10 113.4(5) . . ?
B6 C13 B10 60.8(4) . . ?
C13 C14 B7 114.1(5) . . ?
C13 C14 B10 65.3(3) . . ?
B7 C14 B10 62.6(5) . . ?
C13 C14 B9 110.9(6) . . ?
B7 C14 B9 62.5(5) . . ?
B10 C14 B9 114.8(6) . . ?
C13 C14 B8 60.9(5) . . ?
B7 C14 B8 114.7(7) . . ?
B10 C14 B8 117.2(5) . . ?
B9 C14 B8 61.9(6) . . ?
C13 C14 H14 116(4) . . ?
B7 C14 H14 123(4) . . ?
B10 C14 H14 118(5) . . ?
B9 C14 H14 120(5) . . ?
B8 C14 H14 112(4) . . ?
O2 C15 N2 122.5(7) . . ?
O2 C15 C16 121.8(6) . . ?
N2 C15 C16 115.6(6) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C5 C4 C3 106.8(11) . . ?
C5 C4 C6 111.3(10) . . ?
C3 C4 C6 112.4(9) . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C6 C4 H4A 108.8 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C6 H6AB 92.0 . . ?
H6A C6 H6AB 119.2 . . ?
H6B C6 H6AB 17.6 . . ?
H6C C6 H6AB 115.5 . . ?
C4 C6 H6AC 93.4 . . ?
H6A C6 H6AC 31.5 . . ?
H6B C6 H6AC 91.1 . . ?
H6C C6 H6AC 140.9 . . ?
H6AB C6 H6AC 94.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C5 H6AA 88.1 . . ?
H5A C5 H6AA 153.9 . . ?
H5B C5 H6AA 44.9 . . ?
H5C C5 H6AA 81.0 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?

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
_geom_torsion_publ_flag
C7 O1 C1 O4 -4.3(11) . . . . ?
C7 O1 C1 C2 179.3(6) . . . . ?
C11 N1 C2 C1 -86.4(7) . . . . ?
C11 N1 C2 C3 150.5(5) . . . . ?
O4 C1 C2 N1 149.2(7) . . . . ?
O1 C1 C2 N1 -34.2(8) . . . . ?
O4 C1 C2 C3 -88.0(8) . . . . ?
O1 C1 C2 C3 88.6(7) . . . . ?
B9 B1 B2 B3 -137.4(6) . . . . ?
B8 B1 B2 B3 -99.4(8) . . . . ?
B4 B1 B2 B3 -36.6(7) . . . . ?
B9 B1 B2 B5 -98.7(7) . . . . ?
B3 B1 B2 B5 38.7(7) . . . . ?
B8 B1 B2 B5 -60.7(10) . . . . ?
B4 B1 B2 B5 2.2(10) . . . . ?
B3 B1 B2 B9 137.4(6) . . . . ?
B8 B1 B2 B9 38.0(7) . . . . ?
B4 B1 B2 B9 100.9(7) . . . . ?
B9 B1 B2 B7 -36.3(6) . . . . ?
B3 B1 B2 B7 101.2(8) . . . . ?
B8 B1 B2 B7 1.7(10) . . . . ?
B4 B1 B2 B7 64.6(9) . . . . ?
N1 C2 C3 C4 -68.3(9) . . . . ?
C1 C2 C3 C4 167.4(7) . . . . ?
B5 B2 B3 B1 -137.9(7) . . . . ?
B9 B2 B3 B1 -37.5(6) . . . . ?
B7 B2 B3 B1 -99.9(7) . . . . ?
B1 B2 B3 B5 137.9(7) . . . . ?
B9 B2 B3 B5 100.3(7) . . . . ?
B7 B2 B3 B5 38.0(7) . . . . ?
B5 B2 B3 B6 -37.0(7) . . . . ?
B1 B2 B3 B6 100.9(7) . . . . ?
B9 B2 B3 B6 63.4(9) . . . . ?
B7 B2 B3 B6 1.1(10) . . . . ?
B5 B2 B3 B4 -101.6(8) . . . . ?
B1 B2 B3 B4 36.3(7) . . . . ?
B9 B2 B3 B4 -1.2(9) . . . . ?
B7 B2 B3 B4 -63.5(10) . . . . ?
B9 B1 B3 B2 38.4(6) . . . . ?
B8 B1 B3 B2 102.6(8) . . . . ?
B4 B1 B3 B2 139.9(7) . . . . ?
B9 B1 B3 B5 0.4(9) . . . . ?
B2 B1 B3 B5 -38.0(7) . . . . ?
B8 B1 B3 B5 64.6(9) . . . . ?
B4 B1 B3 B5 101.8(8) . . . . ?
B9 B1 B3 B6 -63.9(9) . . . . ?
B2 B1 B3 B6 -102.3(8) . . . . ?
B8 B1 B3 B6 0.3(10) . . . . ?
B4 B1 B3 B6 37.6(7) . . . . ?
B9 B1 B3 B4 -101.4(7) . . . . ?
B2 B1 B3 B4 -139.9(7) . . . . ?
B8 B1 B3 B4 -37.3(7) . . . . ?
B9 B1 B4 C13 2.5(9) . . . . ?
B2 B1 B4 C13 -62.4(8) . . . . ?
B3 B1 B4 C13 -97.7(7) . . . . ?
B8 B1 B4 C13 40.1(5) . . . . ?
B9 B1 B4 B8 -37.6(8) . . . . ?
B2 B1 B4 B8 -102.5(8) . . . . ?
B3 B1 B4 B8 -137.8(8) . . . . ?
B9 B1 B4 B3 100.2(7) . . . . ?
B2 B1 B4 B3 35.3(7) . . . . ?
B8 B1 B4 B3 137.8(8) . . . . ?
B9 B1 B4 B6 63.7(8) . . . . ?
B2 B1 B4 B6 -1.2(9) . . . . ?
B3 B1 B4 B6 -36.5(6) . . . . ?
B8 B1 B4 B6 101.3(8) . . . . ?
B2 B3 B4 C13 62.8(9) . . . . ?
B1 B3 B4 C13 99.4(7) . . . . ?
B5 B3 B4 C13 -1.6(9) . . . . ?
B6 B3 B4 C13 -39.0(6) . . . . ?
B2 B3 B4 B8 0.8(11) . . . . ?
B1 B3 B4 B8 37.4(7) . . . . ?
B5 B3 B4 B8 -63.6(9) . . . . ?
B6 B3 B4 B8 -101.0(8) . . . . ?
B2 B3 B4 B1 -36.6(7) . . . . ?
B5 B3 B4 B1 -101.1(7) . . . . ?
B6 B3 B4 B1 -138.4(7) . . . . ?
B2 B3 B4 B6 101.8(8) . . . . ?
B1 B3 B4 B6 138.4(7) . . . . ?
B5 B3 B4 B6 37.3(6) . . . . ?
B3 B2 B5 B7 136.8(8) . . . . ?
B1 B2 B5 B7 98.2(8) . . . . ?
B9 B2 B5 B7 35.6(8) . . . . ?
B1 B2 B5 B3 -38.6(7) . . . . ?
B9 B2 B5 B3 -101.2(7) . . . . ?
B7 B2 B5 B3 -136.8(8) . . . . ?
B3 B2 B5 B10 99.9(8) . . . . ?
B1 B2 B5 B10 61.3(9) . . . . ?
B9 B2 B5 B10 -1.3(10) . . . . ?
B7 B2 B5 B10 -36.9(6) . . . . ?
B3 B2 B5 B6 36.3(6) . . . . ?
B1 B2 B5 B6 -2.3(9) . . . . ?
B9 B2 B5 B6 -64.9(8) . . . . ?
B7 B2 B5 B6 -100.5(8) . . . . ?
B1 B3 B5 B2 38.1(7) . . . . ?
B6 B3 B5 B2 139.3(7) . . . . ?
B4 B3 B5 B2 102.0(7) . . . . ?
B2 B3 B5 B7 -39.4(7) . . . . ?
B1 B3 B5 B7 -1.3(11) . . . . ?
B6 B3 B5 B7 99.9(8) . . . . ?
B4 B3 B5 B7 62.6(10) . . . . ?
B2 B3 B5 B10 -102.7(7) . . . . ?
B1 B3 B5 B10 -64.5(9) . . . . ?
B6 B3 B5 B10 36.7(5) . . . . ?
B4 B3 B5 B10 -0.6(9) . . . . ?
B2 B3 B5 B6 -139.3(7) . . . . ?
B1 B3 B5 B6 -101.2(7) . . . . ?
B4 B3 B5 B6 -37.3(6) . . . . ?
B2 B3 B6 C13 -63.8(9) . . . . ?
B1 B3 B6 C13 0.8(9) . . . . ?
B5 B3 B6 C13 -100.7(6) . . . . ?
B4 B3 B6 C13 38.1(6) . . . . ?
B2 B3 B6 B10 0.7(9) . . . . ?
B1 B3 B6 B10 65.3(9) . . . . ?
B5 B3 B6 B10 -36.2(6) . . . . ?
B4 B3 B6 B10 102.7(6) . . . . ?
B2 B3 B6 B5 36.9(7) . . . . ?
B1 B3 B6 B5 101.5(8) . . . . ?
B4 B3 B6 B5 138.9(7) . . . . ?
B2 B3 B6 B4 -102.0(8) . . . . ?
B1 B3 B6 B4 -37.4(7) . . . . ?
B5 B3 B6 B4 -138.9(7) . . . . ?
B2 B5 B6 C13 61.5(7) . . . . ?
B7 B5 B6 C13 -3.8(10) . . . . ?
B3 B5 B6 C13 97.0(6) . . . . ?
B10 B5 B6 C13 -42.2(5) . . . . ?
B2 B5 B6 B10 103.7(7) . . . . ?
B7 B5 B6 B10 38.4(7) . . . . ?
B3 B5 B6 B10 139.1(6) . . . . ?
B2 B5 B6 B3 -35.4(6) . . . . ?
B7 B5 B6 B3 -100.8(9) . . . . ?
B10 B5 B6 B3 -139.1(6) . . . . ?
B2 B5 B6 B4 1.5(8) . . . . ?
B7 B5 B6 B4 -63.8(9) . . . . ?
B3 B5 B6 B4 37.0(6) . . . . ?
B10 B5 B6 B4 -102.2(6) . . . . ?
B8 B4 B6 C13 -35.1(7) . . . . ?
B1 B4 B6 C13 -98.2(7) . . . . ?
B3 B4 B6 C13 -134.5(7) . . . . ?
C13 B4 B6 B10 34.8(6) . . . . ?
B8 B4 B6 B10 -0.3(11) . . . . ?
B1 B4 B6 B10 -63.3(9) . . . . ?
B3 B4 B6 B10 -99.6(7) . . . . ?
C13 B4 B6 B3 134.5(7) . . . . ?
B8 B4 B6 B3 99.4(9) . . . . ?
B1 B4 B6 B3 36.3(6) . . . . ?
C13 B4 B6 B5 98.0(6) . . . . ?
B8 B4 B6 B5 62.9(9) . . . . ?
B1 B4 B6 B5 -0.2(8) . . . . ?
B3 B4 B6 B5 -36.5(6) . . . . ?
C1 O1 C7 C10 -63.7(8) . . . . ?
C1 O1 C7 C8 60.7(11) . . . . ?
C1 O1 C7 C9 178.4(6) . . . . ?
B2 B5 B7 C14 -98.6(7) . . . . ?
B3 B5 B7 C14 -61.0(9) . . . . ?
B10 B5 B7 C14 40.7(6) . . . . ?
B6 B5 B7 C14 2.3(11) . . . . ?
B2 B5 B7 B10 -139.3(6) . . . . ?
B3 B5 B7 B10 -101.7(7) . . . . ?
B6 B5 B7 B10 -38.4(6) . . . . ?
B2 B5 B7 B9 -36.0(7) . . . . ?
B3 B5 B7 B9 1.6(11) . . . . ?
B10 B5 B7 B9 103.3(7) . . . . ?
B6 B5 B7 B9 64.9(9) . . . . ?
B3 B5 B7 B2 37.6(7) . . . . ?
B10 B5 B7 B2 139.3(6) . . . . ?
B6 B5 B7 B2 100.9(8) . . . . ?
B3 B2 B7 C14 59.3(8) . . . . ?
B5 B2 B7 C14 98.4(7) . . . . ?
B1 B2 B7 C14 -4.9(9) . . . . ?
B9 B2 B7 C14 -41.2(6) . . . . ?
B3 B2 B7 B5 -39.1(8) . . . . ?
B1 B2 B7 B5 -103.3(8) . . . . ?
B9 B2 B7 B5 -139.6(8) . . . . ?
B3 B2 B7 B10 -2.5(9) . . . . ?
B5 B2 B7 B10 36.7(6) . . . . ?
B1 B2 B7 B10 -66.7(9) . . . . ?
B9 B2 B7 B10 -102.9(7) . . . . ?
B3 B2 B7 B9 100.5(7) . . . . ?
B5 B2 B7 B9 139.6(8) . . . . ?
B1 B2 B7 B9 36.3(7) . . . . ?
B1 B4 B8 C13 133.9(5) . . . . ?
B3 B4 B8 C13 97.0(7) . . . . ?
B6 B4 B8 C13 34.8(7) . . . . ?
C13 B4 B8 C14 -35.7(6) . . . . ?
B1 B4 B8 C14 98.2(7) . . . . ?
B3 B4 B8 C14 61.3(9) . . . . ?
B6 B4 B8 C14 -0.9(11) . . . . ?
C13 B4 B8 B1 -133.9(5) . . . . ?
B3 B4 B8 B1 -36.8(7) . . . . ?
B6 B4 B8 B1 -99.1(8) . . . . ?
C13 B4 B8 B9 -97.1(7) . . . . ?
B1 B4 B8 B9 36.8(7) . . . . ?
B3 B4 B8 B9 -0.1(11) . . . . ?
B6 B4 B8 B9 -62.3(10) . . . . ?
B9 B1 B8 C13 98.9(7) . . . . ?
B2 B1 B8 C13 60.7(9) . . . . ?
B3 B1 B8 C13 -1.3(9) . . . . ?
B4 B1 B8 C13 -39.5(5) . . . . ?
B9 B1 B8 C14 40.2(6) . . . . ?
B2 B1 B8 C14 2.0(9) . . . . ?
B3 B1 B8 C14 -59.9(8) . . . . ?
B4 B1 B8 C14 -98.1(7) . . . . ?
B9 B1 B8 B4 138.4(8) . . . . ?
B2 B1 B8 B4 100.2(8) . . . . ?
B3 B1 B8 B4 38.2(8) . . . . ?
B2 B1 B8 B9 -38.2(7) . . . . ?
B3 B1 B8 B9 -100.1(7) . . . . ?
B4 B1 B8 B9 -138.4(8) . . . . ?
B2 B1 B9 C14 97.9(7) . . . . ?
B3 B1 B9 C14 60.9(8) . . . . ?
B8 B1 B9 C14 -40.5(6) . . . . ?
B4 B1 B9 C14 -3.7(9) . . . . ?
B2 B1 B9 B7 37.7(6) . . . . ?
B3 B1 B9 B7 0.6(8) . . . . ?
B8 B1 B9 B7 -100.8(7) . . . . ?
B4 B1 B9 B7 -64.0(8) . . . . ?
B2 B1 B9 B8 138.4(7) . . . . ?
B3 B1 B9 B8 101.4(8) . . . . ?
B4 B1 B9 B8 36.8(7) . . . . ?
B3 B1 B9 B2 -37.1(6) . . . . ?
B8 B1 B9 B2 -138.4(7) . . . . ?
B4 B1 B9 B2 -101.6(7) . . . . ?
B5 B7 B9 C14 -97.0(8) . . . . ?
B10 B7 B9 C14 -32.8(5) . . . . ?
B2 B7 B9 C14 -132.7(7) . . . . ?
C14 B7 B9 B1 95.6(6) . . . . ?
B5 B7 B9 B1 -1.4(9) . . . . ?
B10 B7 B9 B1 62.9(8) . . . . ?
B2 B7 B9 B1 -37.0(6) . . . . ?
C14 B7 B9 B8 31.8(6) . . . . ?
B5 B7 B9 B8 -65.3(9) . . . . ?
B10 B7 B9 B8 -1.0(9) . . . . ?
B2 B7 B9 B8 -100.9(7) . . . . ?
C14 B7 B9 B2 132.7(7) . . . . ?
B5 B7 B9 B2 35.6(7) . . . . ?
B10 B7 B9 B2 99.9(7) . . . . ?
C13 B8 B9 C14 34.1(5) . . . . ?
B4 B8 B9 C14 95.2(8) . . . . ?
B1 B8 B9 C14 132.9(6) . . . . ?
C13 B8 B9 B1 -98.8(7) . . . . ?
C14 B8 B9 B1 -132.9(6) . . . . ?
B4 B8 B9 B1 -37.7(7) . . . . ?
C13 B8 B9 B7 3.0(9) . . . . ?
C14 B8 B9 B7 -31.2(6) . . . . ?
B4 B8 B9 B7 64.1(9) . . . . ?
B1 B8 B9 B7 101.7(7) . . . . ?
C13 B8 B9 B2 -61.8(7) . . . . ?
C14 B8 B9 B2 -95.9(7) . . . . ?
B4 B8 B9 B2 -0.7(10) . . . . ?
B1 B8 B9 B2 37.0(6) . . . . ?
B3 B2 B9 C14 -60.5(8) . . . . ?
B5 B2 B9 C14 4.2(9) . . . . ?
B1 B2 B9 C14 -98.9(7) . . . . ?
B7 B2 B9 C14 39.8(6) . . . . ?
B3 B2 B9 B1 38.4(6) . . . . ?
B5 B2 B9 B1 103.1(8) . . . . ?
B7 B2 B9 B1 138.7(7) . . . . ?
B3 B2 B9 B7 -100.3(8) . . . . ?
B5 B2 B9 B7 -35.6(7) . . . . ?
B1 B2 B9 B7 -138.7(7) . . . . ?
B3 B2 B9 B8 1.2(9) . . . . ?
B5 B2 B9 B8 65.9(9) . . . . ?
B1 B2 B9 B8 -37.2(6) . . . . ?
B7 B2 B9 B8 101.5(7) . . . . ?
C15 N2 B10 C14 32.4(9) . . . . ?
C15 N2 B10 B7 -41.9(10) . . . . ?
C15 N2 B10 B5 -122.5(7) . . . . ?
C15 N2 B10 B6 163.1(6) . . . . ?
C15 N2 B10 C13 97.3(7) . . . . ?
C14 B7 B10 N2 108.9(7) . . . . ?
B5 B7 B10 N2 -118.5(8) . . . . ?
B9 B7 B10 N2 142.0(7) . . . . ?
B2 B7 B10 N2 -154.4(6) . . . . ?
B5 B7 B10 C14 132.6(8) . . . . ?
B9 B7 B10 C14 33.1(6) . . . . ?
B2 B7 B10 C14 96.7(7) . . . . ?
C14 B7 B10 B5 -132.6(8) . . . . ?
B9 B7 B10 B5 -99.5(9) . . . . ?
B2 B7 B10 B5 -35.9(6) . . . . ?
C14 B7 B10 B6 -93.8(5) . . . . ?
B5 B7 B10 B6 38.8(7) . . . . ?
B9 B7 B10 B6 -60.7(7) . . . . ?
B2 B7 B10 B6 2.9(8) . . . . ?
C14 B7 B10 C13 -34.4(5) . . . . ?
B5 B7 B10 C13 98.2(6) . . . . ?
B9 B7 B10 C13 -1.3(7) . . . . ?
B2 B7 B10 C13 62.3(7) . . . . ?
B2 B5 B10 N2 156.3(7) . . . . ?
B7 B5 B10 N2 118.4(8) . . . . ?
B3 B5 B10 N2 -141.7(7) . . . . ?
B6 B5 B10 N2 -104.9(8) . . . . ?
B2 B5 B10 C14 -2.3(8) . . . . ?
B7 B5 B10 C14 -40.1(7) . . . . ?
B3 B5 B10 C14 59.8(7) . . . . ?
B6 B5 B10 C14 96.5(5) . . . . ?
B2 B5 B10 B7 37.9(6) . . . . ?
B3 B5 B10 B7 99.9(8) . . . . ?
B6 B5 B10 B7 136.6(8) . . . . ?
B2 B5 B10 B6 -98.8(8) . . . . ?
B7 B5 B10 B6 -136.6(8) . . . . ?
B3 B5 B10 B6 -36.8(6) . . . . ?
B2 B5 B10 C13 -59.5(7) . . . . ?
B7 B5 B10 C13 -97.4(6) . . . . ?
B3 B5 B10 C13 2.5(7) . . . . ?
B6 B5 B10 C13 39.2(5) . . . . ?
C13 B6 B10 N2 -105.2(5) . . . . ?
B3 B6 B10 N2 157.9(6) . . . . ?
B5 B6 B10 N2 121.7(7) . . . . ?
B4 B6 B10 N2 -138.2(7) . . . . ?
C13 B6 B10 C14 34.3(4) . . . . ?
B3 B6 B10 C14 -62.6(6) . . . . ?
B5 B6 B10 C14 -98.7(6) . . . . ?
B4 B6 B10 C14 1.4(7) . . . . ?
C13 B6 B10 B7 94.7(6) . . . . ?
B3 B6 B10 B7 -2.2(8) . . . . ?
B5 B6 B10 B7 -38.4(6) . . . . ?
B4 B6 B10 B7 61.7(8) . . . . ?
C13 B6 B10 B5 133.0(6) . . . . ?
B3 B6 B10 B5 36.1(7) . . . . ?
B4 B6 B10 B5 100.1(8) . . . . ?
B3 B6 B10 C13 -96.9(6) . . . . ?
B5 B6 B10 C13 -133.0(6) . . . . ?
B4 B6 B10 C13 -33.0(6) . . . . ?
C2 N1 C11 O3 -2.2(9) . . . . ?
C2 N1 C11 C12 179.7(5) . . . . ?
O3 C11 C12 C13 63.9(8) . . . . ?
N1 C11 C12 C13 -118.0(6) . . . . ?
C11 C12 C13 C14 -73.9(7) . . . . ?
C11 C12 C13 B4 75.5(9) . . . . ?
C11 C12 C13 B8 -0.2(9) . . . . ?
C11 C12 C13 B6 152.0(6) . . . . ?
C11 C12 C13 B10 -140.1(5) . . . . ?
B8 B4 C13 C12 -111.3(8) . . . . ?
B1 B4 C13 C12 -151.7(6) . . . . ?
B3 B4 C13 C12 147.3(7) . . . . ?
B6 B4 C13 C12 108.1(8) . . . . ?
B8 B4 C13 C14 40.1(7) . . . . ?
B1 B4 C13 C14 -0.2(8) . . . . ?
B3 B4 C13 C14 -61.2(7) . . . . ?
B6 B4 C13 C14 -100.4(5) . . . . ?
B1 B4 C13 B8 -40.4(6) . . . . ?
B3 B4 C13 B8 -101.3(8) . . . . ?
B6 B4 C13 B8 -140.5(8) . . . . ?
B8 B4 C13 B6 140.5(8) . . . . ?
B1 B4 C13 B6 100.2(7) . . . . ?
B3 B4 C13 B6 39.2(6) . . . . ?
B8 B4 C13 B10 104.7(6) . . . . ?
B1 B4 C13 B10 64.4(7) . . . . ?
B3 B4 C13 B10 3.4(8) . . . . ?
B6 B4 C13 B10 -35.8(6) . . . . ?
C14 B8 C13 C12 -108.4(7) . . . . ?
B4 B8 C13 C12 114.3(8) . . . . ?
B1 B8 C13 C12 155.1(7) . . . . ?
B9 B8 C13 C12 -143.6(6) . . . . ?
B4 B8 C13 C14 -137.3(8) . . . . ?
B1 B8 C13 C14 -96.5(7) . . . . ?
B9 B8 C13 C14 -35.2(6) . . . . ?
C14 B8 C13 B4 137.3(8) . . . . ?
B1 B8 C13 B4 40.8(6) . . . . ?
B9 B8 C13 B4 102.1(8) . . . . ?
C14 B8 C13 B6 98.4(5) . . . . ?
B4 B8 C13 B6 -38.9(8) . . . . ?
B1 B8 C13 B6 1.9(8) . . . . ?
B9 B8 C13 B6 63.2(7) . . . . ?
C14 B8 C13 B10 31.2(5) . . . . ?
B4 B8 C13 B10 -106.1(7) . . . . ?
B1 B8 C13 B10 -65.3(7) . . . . ?
B9 B8 C13 B10 -4.0(8) . . . . ?
B10 B6 C13 C12 101.5(6) . . . . ?
B3 B6 C13 C12 -155.9(6) . . . . ?
B5 B6 C13 C12 142.5(6) . . . . ?
B4 B6 C13 C12 -116.2(7) . . . . ?
B10 B6 C13 C14 -37.1(5) . . . . ?
B3 B6 C13 C14 65.5(7) . . . . ?
B5 B6 C13 C14 3.9(7) . . . . ?
B4 B6 C13 C14 105.2(6) . . . . ?
B10 B6 C13 B4 -142.3(6) . . . . ?
B3 B6 C13 B4 -39.7(7) . . . . ?
B5 B6 C13 B4 -101.4(8) . . . . ?
B10 B6 C13 B8 -104.3(6) . . . . ?
B3 B6 C13 B8 -1.7(9) . . . . ?
B5 B6 C13 B8 -63.3(8) . . . . ?
B4 B6 C13 B8 38.0(7) . . . . ?
B3 B6 C13 B10 102.6(7) . . . . ?
B5 B6 C13 B10 41.0(5) . . . . ?
B4 B6 C13 B10 142.3(6) . . . . ?
N2 B10 C13 C12 -2.2(8) . . . . ?
C14 B10 C13 C12 111.1(6) . . . . ?
B7 B10 C13 C12 146.7(6) . . . . ?
B5 B10 C13 C12 -151.8(6) . . . . ?
B6 B10 C13 C12 -110.9(7) . . . . ?
N2 B10 C13 C14 -113.2(6) . . . . ?
B7 B10 C13 C14 35.7(5) . . . . ?
B5 B10 C13 C14 97.1(6) . . . . ?
B6 B10 C13 C14 138.1(5) . . . . ?
N2 B10 C13 B4 145.8(6) . . . . ?
C14 B10 C13 B4 -100.9(6) . . . . ?
B7 B10 C13 B4 -65.3(7) . . . . ?
B5 B10 C13 B4 -3.8(7) . . . . ?
B6 B10 C13 B4 37.1(6) . . . . ?
N2 B10 C13 B8 -145.6(6) . . . . ?
C14 B10 C13 B8 -32.3(5) . . . . ?
B7 B10 C13 B8 3.3(7) . . . . ?
B5 B10 C13 B8 64.8(6) . . . . ?
B6 B10 C13 B8 105.7(6) . . . . ?
N2 B10 C13 B6 108.7(6) . . . . ?
C14 B10 C13 B6 -138.1(5) . . . . ?
B7 B10 C13 B6 -102.4(6) . . . . ?
B5 B10 C13 B6 -40.9(6) . . . . ?
C12 C13 C14 B7 -141.0(6) . . . . ?
B4 C13 C14 B7 66.0(8) . . . . ?
B8 C13 C14 B7 106.0(7) . . . . ?
B6 C13 C14 B7 -2.6(8) . . . . ?
B10 C13 C14 B7 -40.4(6) . . . . ?
C12 C13 C14 B10 -100.5(5) . . . . ?
B4 C13 C14 B10 106.4(6) . . . . ?
B8 C13 C14 B10 146.4(6) . . . . ?
B6 C13 C14 B10 37.8(5) . . . . ?
C12 C13 C14 B9 150.8(6) . . . . ?
B4 C13 C14 B9 -2.2(8) . . . . ?
B8 C13 C14 B9 37.8(6) . . . . ?
B6 C13 C14 B9 -70.8(7) . . . . ?
B10 C13 C14 B9 -108.6(6) . . . . ?
C12 C13 C14 B8 113.1(6) . . . . ?
B4 C13 C14 B8 -40.0(7) . . . . ?
B6 C13 C14 B8 -108.6(6) . . . . ?
B10 C13 C14 B8 -146.4(6) . . . . ?
B5 B7 C14 C13 0.1(10) . . . . ?
B10 B7 C14 C13 41.6(6) . . . . ?
B9 B7 C14 C13 -102.0(7) . . . . ?
B2 B7 C14 C13 -61.0(8) . . . . ?
B5 B7 C14 B10 -41.5(7) . . . . ?
B9 B7 C14 B10 -143.6(6) . . . . ?
B2 B7 C14 B10 -102.5(7) . . . . ?
B5 B7 C14 B9 102.1(8) . . . . ?
B10 B7 C14 B9 143.6(6) . . . . ?
B2 B7 C14 B9 41.1(6) . . . . ?
B5 B7 C14 B8 67.7(9) . . . . ?
B10 B7 C14 B8 109.2(6) . . . . ?
B9 B7 C14 B8 -34.4(6) . . . . ?
B2 B7 C14 B8 6.7(8) . . . . ?
N2 B10 C14 C13 102.2(6) . . . . ?
B7 B10 C14 C13 -138.2(6) . . . . ?
B5 B10 C14 C13 -97.4(5) . . . . ?
B6 B10 C14 C13 -35.1(4) . . . . ?
N2 B10 C14 B7 -119.6(7) . . . . ?
B5 B10 C14 B7 40.8(6) . . . . ?
B6 B10 C14 B7 103.1(6) . . . . ?
C13 B10 C14 B7 138.2(6) . . . . ?
N2 B10 C14 B9 -155.1(6) . . . . ?
B7 B10 C14 B9 -35.4(7) . . . . ?
B5 B10 C14 B9 5.3(8) . . . . ?
B6 B10 C14 B9 67.6(7) . . . . ?
C13 B10 C14 B9 102.7(7) . . . . ?
N2 B10 C14 B8 135.2(6) . . . . ?
B7 B10 C14 B8 -105.2(8) . . . . ?
B5 B10 C14 B8 -64.4(7) . . . . ?
B6 B10 C14 B8 -2.1(7) . . . . ?
C13 B10 C14 B8 33.0(5) . . . . ?
B1 B9 C14 C13 3.7(9) . . . . ?
B7 B9 C14 C13 107.1(6) . . . . ?
B8 B9 C14 C13 -37.4(6) . . . . ?
B2 B9 C14 C13 65.4(8) . . . . ?
B1 B9 C14 B7 -103.3(7) . . . . ?
B8 B9 C14 B7 -144.4(7) . . . . ?
B2 B9 C14 B7 -41.6(6) . . . . ?
B1 B9 C14 B10 -67.9(8) . . . . ?
B7 B9 C14 B10 35.5(6) . . . . ?
B8 B9 C14 B10 -108.9(7) . . . . ?
B2 B9 C14 B10 -6.1(9) . . . . ?
B1 B9 C14 B8 41.1(6) . . . . ?
B7 B9 C14 B8 144.4(7) . . . . ?
B2 B9 C14 B8 102.8(7) . . . . ?
B4 B8 C14 C13 36.5(7) . . . . ?
B1 B8 C14 C13 99.4(7) . . . . ?
B9 B8 C14 C13 139.6(6) . . . . ?
C13 B8 C14 B7 -105.0(6) . . . . ?
B4 B8 C14 B7 -68.5(9) . . . . ?
B1 B8 C14 B7 -5.6(8) . . . . ?
B9 B8 C14 B7 34.6(6) . . . . ?
C13 B8 C14 B10 -34.5(5) . . . . ?
B4 B8 C14 B10 2.0(10) . . . . ?
B1 B8 C14 B10 64.9(8) . . . . ?
B9 B8 C14 B10 105.1(7) . . . . ?
C13 B8 C14 B9 -139.6(6) . . . . ?
B4 B8 C14 B9 -103.1(9) . . . . ?
B1 B8 C14 B9 -40.2(6) . . . . ?
B10 N2 C15 O2 -2.7(10) . . . . ?
B10 N2 C15 C16 -179.0(6) . . . . ?
C2 C3 C4 C5 -73.3(12) . . . . ?
C2 C3 C4 C6 164.5(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        65.80
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.040

# 
# h,k,l, Fc-squared, Fo-squared, sigma(Fo-squared) and status flag 
# 


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH-H2O'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dc1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1839005'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
(S,R)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetyl-tert-leucinate
;
_chemical_name_common            
;
(S,R)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetyl-tert-leucinate
;
_chemical_melting_point          '501-502 K'
_chemical_formula_moiety         'C16 H36 B10 N2 O4'
_chemical_formula_sum            'C16 H36 B10 N2 O4'
_chemical_formula_weight         428.57
_chemical_absolute_configuration (S,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 0.0000 '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'
O O 0.0492 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.440(4)
_cell_length_b                   9.605(5)
_cell_length_c                   13.592(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.89(4)
_cell_angle_gamma                90.00
_cell_volume                     1328.7(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1281
_cell_measurement_theta_min      3.3311
_cell_measurement_theta_max      65.2588

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.071
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    0.518
_exptl_absorpt_correction_T_min  0.40868
_exptl_absorpt_correction_T_max  1.37005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16411
_diffrn_reflns_av_R_equivalents  0.0978
_diffrn_reflns_av_sigmaI/netI    0.0952
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         65.68
_reflns_number_total             2440
_reflns_number_gt                1124
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0280P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none

_refine_ls_number_reflns         2440
_refine_ls_number_parameters     345
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1064
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 1.0522(5) 0.1501(5) 1.1733(4) 0.0563(14) Uani 1 1 d . . .
O1 O 1.1270(4) 0.3683(4) 1.1993(3) 0.0810(14) Uani 1 1 d . . .
B1 B 0.5840(7) 0.1794(11) 1.0419(6) 0.078(2) Uani 1 1 d . . .
H1B H 0.470(6) 0.189(6) 1.011(4) 0.11(2) Uiso 1 1 d . . .
C1 C 0.6779(7) 0.2748(6) 0.6386(5) 0.0672(18) Uani 1 1 d . . .
B2 B 0.6476(7) 0.1870(11) 1.1744(6) 0.079(2) Uani 1 1 d . . .
H2B H 0.587(5) 0.210(5) 1.231(3) 0.062(16) Uiso 1 1 d . . .
N2 N 0.8552(5) 0.1678(5) 0.7651(3) 0.0544(12) Uani 1 1 d . . .
H2A H 0.854(6) 0.085(6) 0.761(4) 0.08(2) Uiso 1 1 d . . .
O2 O 0.9332(4) 0.3558(4) 0.8598(3) 0.0766(14) Uani 1 1 d . . .
C2 C 0.8253(6) 0.2422(6) 0.6703(4) 0.0581(17) Uani 1 1 d . . .
H2 H 0.874(6) 0.369(8) 0.670(5) 0.13(3) Uiso 1 1 d . . .
O3 O 0.6392(5) 0.3826(5) 0.6022(4) 0.1095(19) Uani 1 1 d . . .
B3 B 0.7952(9) 0.0921(8) 1.2009(7) 0.069(2) Uani 1 1 d . . .
H3 H 0.8437 0.0325 1.2688 0.083 Uiso 1 1 d R . .
C3 C 0.8794(6) 0.1694(8) 0.5855(4) 0.0728(17) Uani 1 1 d . . .
O4 O 0.6070(4) 0.1669(5) 0.6573(3) 0.0677(10) Uani 1 1 d . . .
B4 B 0.8322(7) 0.3235(7) 1.0748(6) 0.0541(19) Uani 1 1 d . . .
H4 H 0.896(4) 0.413(4) 1.061(3) 0.025(11) Uiso 1 1 d . . .
C4 C 1.0301(6) 0.1583(11) 0.6250(5) 0.121(3) Uani 1 1 d . . .
H4A H 1.0678 0.1118 0.5757 0.182 Uiso 1 1 calc R . .
H4B H 1.0489 0.1062 0.6868 0.182 Uiso 1 1 calc R . .
H4C H 1.0669 0.2500 0.6370 0.182 Uiso 1 1 calc R . .
B5 B 0.6698(8) 0.3322(9) 1.0967(7) 0.072(2) Uani 1 1 d . . .
H5 H 0.618(5) 0.440(5) 1.102(4) 0.069(18) Uiso 1 1 d . . .
C5 C 0.8220(8) 0.0241(8) 0.5614(6) 0.106(3) Uani 1 1 d . . .
H5A H 0.8581 -0.0168 0.5091 0.159 Uiso 1 1 calc R . .
H5B H 0.7282 0.0305 0.5390 0.159 Uiso 1 1 calc R . .
H5C H 0.8434 -0.0329 0.6208 0.159 Uiso 1 1 calc R . .
B6 B 0.6861(9) 0.0799(8) 0.9864(7) 0.068(3) Uani 1 1 d . . .
C6 C 0.8513(8) 0.2598(9) 0.4935(5) 0.136(4) Uani 1 1 d . . .
H6A H 0.8825 0.2149 0.4402 0.203 Uiso 1 1 calc R . .
H6B H 0.8950 0.3477 0.5088 0.203 Uiso 1 1 calc R . .
H6C H 0.7583 0.2748 0.4724 0.203 Uiso 1 1 calc R . .
B7 B 0.6587(8) 0.0324(10) 1.1074(8) 0.076(3) Uani 1 1 d . . .
H7 H 0.625(5) -0.076(5) 1.114(4) 0.071(18) Uiso 1 1 d . . .
C7 C 0.9050(6) 0.2311(5) 0.8522(5) 0.0557(15) Uani 1 1 d . . .
B8 B 0.8033(8) 0.2763(8) 1.1948(6) 0.064(2) Uani 1 1 d . . .
H8 H 0.862(4) 0.339(4) 1.259(3) 0.043(13) Uiso 1 1 d . . .
C8 C 0.9286(7) 0.1421(6) 0.9433(5) 0.0583(17) Uani 1 1 d . . .
H8B H 1.005(5) 0.127(5) 0.983(4) 0.040(16) Uiso 1 1 d . . .
H8A H 0.920(5) 0.047(5) 0.940(4) 0.047(15) Uiso 1 1 d . . .
C9 C 0.8340(4) 0.1696(6) 1.0125(4) 0.0467(12) Uani 1 1 d . . .
B9 B 0.6933(8) 0.2643(8) 0.9812(6) 0.060(2) Uani 1 1 d . . .
B10 B 0.9094(6) 0.1756(7) 1.1439(4) 0.0534(16) Uani 1 1 d . . .
C10 C 0.8156(6) 0.0398(6) 1.0865(5) 0.0560(17) Uani 1 1 d . . .
H10 H 0.852(5) -0.048(5) 1.074(4) 0.049(15) Uiso 1 1 d . . .
C11 C 0.4614(6) 0.1714(9) 0.6352(5) 0.0811(19) Uani 1 1 d . . .
C12 C 0.4210(7) 0.2840(11) 0.6962(6) 0.147(4) Uani 1 1 d . . .
H12A H 0.4567 0.2664 0.7665 0.220 Uiso 1 1 calc R . .
H12B H 0.3269 0.2870 0.6839 0.220 Uiso 1 1 calc R . .
H12C H 0.4533 0.3715 0.6777 0.220 Uiso 1 1 calc R . .
C13 C 0.4078(6) 0.1922(8) 0.5219(5) 0.101(2) Uani 1 1 d . . .
H13A H 0.4278 0.2848 0.5034 0.151 Uiso 1 1 calc R . .
H13B H 0.3143 0.1791 0.5061 0.151 Uiso 1 1 calc R . .
H13C H 0.4476 0.1259 0.4851 0.151 Uiso 1 1 calc R . .
C14 C 0.4257(7) 0.0272(10) 0.6653(7) 0.131(4) Uani 1 1 d . . .
H14A H 0.4584 0.0147 0.7366 0.196 Uiso 1 1 calc R . .
H14B H 0.4642 -0.0413 0.6294 0.196 Uiso 1 1 calc R . .
H14C H 0.3319 0.0168 0.6491 0.196 Uiso 1 1 calc R . .
H9 H 0.695(6) 0.321(8) 0.908(4) 0.13(3) Uiso 1 1 d . . .
C15 C 1.1504(6) 0.2432(6) 1.1969(5) 0.0594(16) Uani 1 1 d . . .
C16 C 1.2866(5) 0.1834(7) 1.2254(5) 0.092(2) Uani 1 1 d . . .
H16A H 1.3494 0.2576 1.2412 0.138 Uiso 1 1 calc R . .
H16B H 1.3037 0.1301 1.1700 0.138 Uiso 1 1 calc R . .
H16C H 1.2936 0.1242 1.2832 0.138 Uiso 1 1 calc R . .
H6 H 0.659(5) 0.007(6) 0.909(4) 0.082(19) Uiso 1 1 d . . .
H1C H 1.073(6) 0.080(6) 1.173(4) 0.05(2) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
N1 C15 1.345(7) . ?
N1 B10 1.475(8) . ?
N1 H1C 0.71(5) . ?
O1 C15 1.228(7) . ?
B1 B6 1.726(12) . ?
B1 B9 1.752(11) . ?
B1 B7 1.757(12) . ?
B1 B2 1.776(10) . ?
B1 B5 1.793(11) . ?
B1 H1B 1.18(6) . ?
C1 O3 1.179(7) . ?
C1 O4 1.331(7) . ?
C1 C2 1.535(9) . ?
B2 B3 1.756(12) . ?
B2 B7 1.759(12) . ?
B2 B5 1.795(12) . ?
B2 B8 1.803(11) . ?
B2 H2B 1.13(5) . ?
N2 C7 1.329(7) . ?
N2 C2 1.446(7) . ?
N2 H2A 0.80(6) . ?
O2 C7 1.232(6) . ?
C2 C3 1.558(8) . ?
C2 H2 1.32(7) . ?
B3 C10 1.693(10) . ?
B3 B10 1.754(10) . ?
B3 B8 1.773(10) . ?
B3 B7 1.780(13) . ?
B3 H3 1.1076 . ?
C3 C6 1.497(9) . ?
C3 C5 1.526(10) . ?
C3 C4 1.548(8) . ?
O4 C11 1.482(7) . ?
B4 C9 1.706(8) . ?
B4 B8 1.782(10) . ?
B4 B5 1.787(10) . ?
B4 B10 1.793(9) . ?
B4 B9 1.795(10) . ?
B4 H4 1.13(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
B5 B9 1.767(11) . ?
B5 B8 1.783(10) . ?
B5 H5 1.17(5) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
B6 C9 1.734(9) . ?
B6 C10 1.734(11) . ?
B6 B9 1.774(8) . ?
B6 B7 1.791(13) . ?
B6 H6 1.24(5) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
B7 C10 1.726(10) . ?
B7 H7 1.11(5) . ?
C7 C8 1.479(8) . ?
B8 B10 1.727(10) . ?
B8 H8 1.12(4) . ?
C8 C9 1.531(8) . ?
C8 H8B 0.87(5) . ?
C8 H8A 0.92(5) . ?
C9 C10 1.639(8) . ?
C9 B9 1.699(9) . ?
C9 B10 1.785(7) . ?
B9 H9 1.14(6) . ?
B10 C10 1.711(8) . ?
C10 H10 0.96(5) . ?
C11 C12 1.480(10) . ?
C11 C14 1.514(11) . ?
C11 C13 1.530(9) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.501(8) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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
C15 N1 B10 128.7(5) . . ?
C15 N1 H1C 115(5) . . ?
B10 N1 H1C 117(5) . . ?
B6 B1 B9 61.3(4) . . ?
B6 B1 B7 61.9(5) . . ?
B9 B1 B7 110.5(6) . . ?
B6 B1 B2 109.8(6) . . ?
B9 B1 B2 108.8(6) . . ?
B7 B1 B2 59.7(5) . . ?
B6 B1 B5 109.5(6) . . ?
B9 B1 B5 59.8(5) . . ?
B7 B1 B5 108.9(5) . . ?
B2 B1 B5 60.4(5) . . ?
B6 B1 H1B 124(3) . . ?
B9 B1 H1B 121(3) . . ?
B7 B1 H1B 123(3) . . ?
B2 B1 H1B 119(3) . . ?
B5 B1 H1B 117(3) . . ?
O3 C1 O4 127.7(7) . . ?
O3 C1 C2 121.7(7) . . ?
O4 C1 C2 110.7(5) . . ?
B3 B2 B7 60.8(5) . . ?
B3 B2 B1 107.4(6) . . ?
B7 B2 B1 59.6(5) . . ?
B3 B2 B5 107.5(5) . . ?
B7 B2 B5 108.7(5) . . ?
B1 B2 B5 60.3(5) . . ?
B3 B2 B8 59.7(4) . . ?
B7 B2 B8 108.7(5) . . ?
B1 B2 B8 107.2(6) . . ?
B5 B2 B8 59.4(5) . . ?
B3 B2 H2B 124(2) . . ?
B7 B2 H2B 129(3) . . ?
B1 B2 H2B 124(2) . . ?
B5 B2 H2B 115(3) . . ?
B8 B2 H2B 115(3) . . ?
C7 N2 C2 122.1(5) . . ?
C7 N2 H2A 121(4) . . ?
C2 N2 H2A 116(4) . . ?
N2 C2 C1 110.8(5) . . ?
N2 C2 C3 113.3(5) . . ?
C1 C2 C3 113.0(5) . . ?
N2 C2 H2 117(3) . . ?
C1 C2 H2 100(3) . . ?
C3 C2 H2 102(3) . . ?
C10 B3 B10 59.5(4) . . ?
C10 B3 B2 104.5(6) . . ?
B10 B3 B2 108.9(6) . . ?
C10 B3 B8 103.6(6) . . ?
B10 B3 B8 58.6(4) . . ?
B2 B3 B8 61.4(5) . . ?
C10 B3 B7 59.5(5) . . ?
B10 B3 B7 110.3(6) . . ?
B2 B3 B7 59.7(5) . . ?
B8 B3 B7 109.1(7) . . ?
C10 B3 H3 118.9 . . ?
B10 B3 H3 112.0 . . ?
B2 B3 H3 131.0 . . ?
B8 B3 H3 122.5 . . ?
B7 B3 H3 124.9 . . ?
C6 C3 C5 110.9(6) . . ?
C6 C3 C4 108.9(6) . . ?
C5 C3 C4 109.4(7) . . ?
C6 C3 C2 108.8(6) . . ?
C5 C3 C2 112.3(6) . . ?
C4 C3 C2 106.4(5) . . ?
C1 O4 C11 121.8(6) . . ?
C9 B4 B8 104.8(5) . . ?
C9 B4 B5 103.8(5) . . ?
B8 B4 B5 59.9(4) . . ?
C9 B4 B10 61.3(3) . . ?
B8 B4 B10 57.8(4) . . ?
B5 B4 B10 106.4(5) . . ?
C9 B4 B9 58.0(4) . . ?
B8 B4 B9 107.0(5) . . ?
B5 B4 B9 59.1(4) . . ?
B10 B4 B9 108.5(5) . . ?
C9 B4 H4 121(2) . . ?
B8 B4 H4 125(2) . . ?
B5 B4 H4 127(2) . . ?
B10 B4 H4 119(2) . . ?
B9 B4 H4 123(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
B9 B5 B8 108.2(5) . . ?
B9 B5 B4 60.7(4) . . ?
B8 B5 B4 59.9(4) . . ?
B9 B5 B1 58.9(5) . . ?
B8 B5 B1 107.4(6) . . ?
B4 B5 B1 107.3(5) . . ?
B9 B5 B2 107.3(6) . . ?
B8 B5 B2 60.5(5) . . ?
B4 B5 B2 108.3(5) . . ?
B1 B5 B2 59.3(4) . . ?
B9 B5 H5 122(3) . . ?
B8 B5 H5 121(3) . . ?
B4 B5 H5 121(3) . . ?
B1 B5 H5 123(3) . . ?
B2 B5 H5 122(3) . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
B1 B6 C9 104.1(5) . . ?
B1 B6 C10 103.3(6) . . ?
C9 B6 C10 56.4(4) . . ?
B1 B6 B9 60.0(5) . . ?
C9 B6 B9 57.9(4) . . ?
C10 B6 B9 102.7(6) . . ?
B1 B6 B7 59.9(5) . . ?
C9 B6 B7 104.8(5) . . ?
C10 B6 B7 58.6(4) . . ?
B9 B6 B7 107.9(7) . . ?
B1 B6 H6 130(3) . . ?
C9 B6 H6 118(3) . . ?
C10 B6 H6 122(3) . . ?
B9 B6 H6 122(3) . . ?
B7 B6 H6 125(3) . . ?
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 . . ?
C10 B7 B1 102.3(6) . . ?
C10 B7 B2 103.0(5) . . ?
B1 B7 B2 60.7(5) . . ?
C10 B7 B3 57.7(4) . . ?
B1 B7 B3 107.2(6) . . ?
B2 B7 B3 59.5(5) . . ?
C10 B7 B6 59.1(5) . . ?
B1 B7 B6 58.2(5) . . ?
B2 B7 B6 107.6(6) . . ?
B3 B7 B6 107.9(5) . . ?
C10 B7 H7 113(3) . . ?
B1 B7 H7 133(3) . . ?
B2 B7 H7 134(3) . . ?
B3 B7 H7 118(3) . . ?
B6 B7 H7 115(3) . . ?
O2 C7 N2 123.9(6) . . ?
O2 C7 C8 120.0(6) . . ?
N2 C7 C8 116.1(5) . . ?
B10 B8 B3 60.1(5) . . ?
B10 B8 B4 61.4(4) . . ?
B3 B8 B4 108.5(6) . . ?
B10 B8 B5 109.5(6) . . ?
B3 B8 B5 107.4(7) . . ?
B4 B8 B5 60.2(4) . . ?
B10 B8 B2 108.0(6) . . ?
B3 B8 B2 58.8(5) . . ?
B4 B8 B2 108.1(6) . . ?
B5 B8 B2 60.1(4) . . ?
B10 B8 H8 109(2) . . ?
B3 B8 H8 121(2) . . ?
B4 B8 H8 114(2) . . ?
B5 B8 H8 128(2) . . ?
B2 B8 H8 133(2) . . ?
C7 C8 C9 113.9(5) . . ?
C7 C8 H8B 125(3) . . ?
C9 C8 H8B 106(3) . . ?
C7 C8 H8A 123(3) . . ?
C9 C8 H8A 97(3) . . ?
H8B C8 H8A 86(4) . . ?
C8 C9 C10 115.2(5) . . ?
C8 C9 B9 125.3(5) . . ?
C10 C9 B9 110.4(5) . . ?
C8 C9 B4 122.3(5) . . ?
C10 C9 B4 109.8(4) . . ?
B9 C9 B4 63.6(4) . . ?
C8 C9 B6 117.1(5) . . ?
C10 C9 B6 61.8(4) . . ?
B9 C9 B6 62.2(3) . . ?
B4 C9 B6 115.1(5) . . ?
C8 C9 B10 114.8(4) . . ?
C10 C9 B10 59.8(3) . . ?
B9 C9 B10 113.4(5) . . ?
B4 C9 B10 61.8(4) . . ?
B6 C9 B10 113.3(5) . . ?
C9 B9 B1 104.5(5) . . ?
C9 B9 B5 105.0(5) . . ?
B1 B9 B5 61.3(5) . . ?
C9 B9 B6 59.9(4) . . ?
B1 B9 B6 58.6(5) . . ?
B5 B9 B6 108.5(7) . . ?
C9 B9 B4 58.4(4) . . ?
B1 B9 B4 108.8(6) . . ?
B5 B9 B4 60.2(4) . . ?
B6 B9 B4 108.9(6) . . ?
C9 B9 H9 107(4) . . ?
B1 B9 H9 141(4) . . ?
B5 B9 H9 129(4) . . ?
B6 B9 H9 121(4) . . ?
B4 B9 H9 108(4) . . ?
N1 B10 C10 116.0(5) . . ?
N1 B10 B8 133.2(5) . . ?
C10 B10 B8 104.9(5) . . ?
N1 B10 B3 123.4(6) . . ?
C10 B10 B3 58.5(4) . . ?
B8 B10 B3 61.2(4) . . ?
N1 B10 C9 117.3(5) . . ?
C10 B10 C9 55.9(3) . . ?
B8 B10 C9 103.8(5) . . ?
B3 B10 C9 103.6(5) . . ?
N1 B10 B4 125.6(5) . . ?
C10 B10 B4 102.7(4) . . ?
B8 B10 B4 60.8(4) . . ?
B3 B10 B4 108.8(5) . . ?
C9 B10 B4 57.0(3) . . ?
C9 C10 B3 113.2(5) . . ?
C9 C10 B10 64.3(3) . . ?
B3 C10 B10 62.0(4) . . ?
C9 C10 B7 112.2(5) . . ?
B3 C10 B7 62.7(5) . . ?
B10 C10 B7 115.1(6) . . ?
C9 C10 B6 61.8(4) . . ?
B3 C10 B6 114.8(6) . . ?
B10 C10 B6 117.1(5) . . ?
B7 C10 B6 62.3(5) . . ?
C9 C10 H10 117(3) . . ?
B3 C10 H10 124(3) . . ?
B10 C10 H10 123(3) . . ?
B7 C10 H10 115(3) . . ?
B6 C10 H10 109(3) . . ?
C12 C11 O4 108.4(6) . . ?
C12 C11 C14 113.5(7) . . ?
O4 C11 C14 102.8(6) . . ?
C12 C11 C13 112.4(7) . . ?
O4 C11 C13 109.6(5) . . ?
C14 C11 C13 109.6(6) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 N1 120.8(6) . . ?
O1 C15 C16 123.4(6) . . ?
N1 C15 C16 115.7(5) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

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
_geom_torsion_publ_flag
B6 B1 B2 B3 1.2(9) . . . . ?
B9 B1 B2 B3 -64.2(9) . . . . ?
B7 B1 B2 B3 39.0(6) . . . . ?
B5 B1 B2 B3 -100.6(6) . . . . ?
B6 B1 B2 B7 -37.9(6) . . . . ?
B9 B1 B2 B7 -103.3(7) . . . . ?
B5 B1 B2 B7 -139.7(5) . . . . ?
B6 B1 B2 B5 101.8(6) . . . . ?
B9 B1 B2 B5 36.4(6) . . . . ?
B7 B1 B2 B5 139.7(5) . . . . ?
B6 B1 B2 B8 64.1(9) . . . . ?
B9 B1 B2 B8 -1.3(9) . . . . ?
B7 B1 B2 B8 101.9(6) . . . . ?
B5 B1 B2 B8 -37.7(6) . . . . ?
C7 N2 C2 C1 -100.0(6) . . . . ?
C7 N2 C2 C3 131.8(6) . . . . ?
O3 C1 C2 N2 139.8(7) . . . . ?
O4 C1 C2 N2 -40.9(7) . . . . ?
O3 C1 C2 C3 -91.8(8) . . . . ?
O4 C1 C2 C3 87.5(7) . . . . ?
B7 B2 B3 C10 40.7(5) . . . . ?
B1 B2 B3 C10 2.3(8) . . . . ?
B5 B2 B3 C10 -61.3(7) . . . . ?
B8 B2 B3 C10 -97.9(6) . . . . ?
B7 B2 B3 B10 103.0(7) . . . . ?
B1 B2 B3 B10 64.5(8) . . . . ?
B5 B2 B3 B10 1.0(8) . . . . ?
B8 B2 B3 B10 -35.6(5) . . . . ?
B7 B2 B3 B8 138.6(7) . . . . ?
B1 B2 B3 B8 100.1(7) . . . . ?
B5 B2 B3 B8 36.6(6) . . . . ?
B1 B2 B3 B7 -38.5(6) . . . . ?
B5 B2 B3 B7 -102.0(6) . . . . ?
B8 B2 B3 B7 -138.6(7) . . . . ?
N2 C2 C3 C6 -176.1(6) . . . . ?
C1 C2 C3 C6 56.9(8) . . . . ?
N2 C2 C3 C5 60.8(7) . . . . ?
C1 C2 C3 C5 -66.3(7) . . . . ?
N2 C2 C3 C4 -58.8(8) . . . . ?
C1 C2 C3 C4 174.1(6) . . . . ?
O3 C1 O4 C11 -1.6(11) . . . . ?
C2 C1 O4 C11 179.0(5) . . . . ?
C9 B4 B5 B9 -38.5(5) . . . . ?
B8 B4 B5 B9 -137.8(6) . . . . ?
B10 B4 B5 B9 -102.1(5) . . . . ?
C9 B4 B5 B8 99.3(5) . . . . ?
B10 B4 B5 B8 35.6(5) . . . . ?
B9 B4 B5 B8 137.8(6) . . . . ?
C9 B4 B5 B1 -1.1(7) . . . . ?
B8 B4 B5 B1 -100.4(6) . . . . ?
B10 B4 B5 B1 -64.8(7) . . . . ?
B9 B4 B5 B1 37.4(5) . . . . ?
C9 B4 B5 B2 61.5(7) . . . . ?
B8 B4 B5 B2 -37.8(6) . . . . ?
B10 B4 B5 B2 -2.2(7) . . . . ?
B9 B4 B5 B2 100.0(6) . . . . ?
B6 B1 B5 B9 37.3(6) . . . . ?
B7 B1 B5 B9 103.3(6) . . . . ?
B2 B1 B5 B9 139.5(6) . . . . ?
B6 B1 B5 B8 -63.9(7) . . . . ?
B9 B1 B5 B8 -101.2(6) . . . . ?
B7 B1 B5 B8 2.1(7) . . . . ?
B2 B1 B5 B8 38.3(6) . . . . ?
B6 B1 B5 B4 -0.8(8) . . . . ?
B9 B1 B5 B4 -38.1(5) . . . . ?
B7 B1 B5 B4 65.1(7) . . . . ?
B2 B1 B5 B4 101.3(6) . . . . ?
B6 B1 B5 B2 -102.2(6) . . . . ?
B9 B1 B5 B2 -139.5(6) . . . . ?
B7 B1 B5 B2 -36.2(5) . . . . ?
B3 B2 B5 B9 64.8(7) . . . . ?
B7 B2 B5 B9 0.4(7) . . . . ?
B1 B2 B5 B9 -35.7(5) . . . . ?
B8 B2 B5 B9 101.6(6) . . . . ?
B3 B2 B5 B8 -36.8(6) . . . . ?
B7 B2 B5 B8 -101.1(6) . . . . ?
B1 B2 B5 B8 -137.2(6) . . . . ?
B3 B2 B5 B4 0.8(8) . . . . ?
B7 B2 B5 B4 -63.6(7) . . . . ?
B1 B2 B5 B4 -99.7(6) . . . . ?
B8 B2 B5 B4 37.5(6) . . . . ?
B3 B2 B5 B1 100.5(7) . . . . ?
B7 B2 B5 B1 36.1(5) . . . . ?
B8 B2 B5 B1 137.2(6) . . . . ?
B9 B1 B6 C9 39.0(4) . . . . ?
B7 B1 B6 C9 -99.2(6) . . . . ?
B2 B1 B6 C9 -62.2(8) . . . . ?
B5 B1 B6 C9 2.4(7) . . . . ?
B9 B1 B6 C10 97.2(6) . . . . ?
B7 B1 B6 C10 -41.0(5) . . . . ?
B2 B1 B6 C10 -4.0(8) . . . . ?
B5 B1 B6 C10 60.6(7) . . . . ?
B7 B1 B6 B9 -138.1(6) . . . . ?
B2 B1 B6 B9 -101.2(7) . . . . ?
B5 B1 B6 B9 -36.6(6) . . . . ?
B9 B1 B6 B7 138.1(6) . . . . ?
B2 B1 B6 B7 36.9(6) . . . . ?
B5 B1 B6 B7 101.5(6) . . . . ?
B6 B1 B7 C10 41.0(5) . . . . ?
B9 B1 B7 C10 2.3(8) . . . . ?
B2 B1 B7 C10 -98.1(6) . . . . ?
B5 B1 B7 C10 -61.6(7) . . . . ?
B6 B1 B7 B2 139.1(6) . . . . ?
B9 B1 B7 B2 100.4(7) . . . . ?
B5 B1 B7 B2 36.5(5) . . . . ?
B6 B1 B7 B3 100.7(6) . . . . ?
B9 B1 B7 B3 62.0(8) . . . . ?
B2 B1 B7 B3 -38.4(6) . . . . ?
B5 B1 B7 B3 -1.9(8) . . . . ?
B9 B1 B7 B6 -38.7(6) . . . . ?
B2 B1 B7 B6 -139.1(6) . . . . ?
B5 B1 B7 B6 -102.6(6) . . . . ?
B3 B2 B7 C10 -39.5(5) . . . . ?
B1 B2 B7 C10 97.0(6) . . . . ?
B5 B2 B7 C10 60.6(6) . . . . ?
B8 B2 B7 C10 -2.4(8) . . . . ?
B3 B2 B7 B1 -136.5(6) . . . . ?
B5 B2 B7 B1 -36.4(5) . . . . ?
B8 B2 B7 B1 -99.4(6) . . . . ?
B1 B2 B7 B3 136.5(6) . . . . ?
B5 B2 B7 B3 100.1(6) . . . . ?
B8 B2 B7 B3 37.1(6) . . . . ?
B3 B2 B7 B6 -100.8(6) . . . . ?
B1 B2 B7 B6 35.7(5) . . . . ?
B5 B2 B7 B6 -0.6(7) . . . . ?
B8 B2 B7 B6 -63.7(7) . . . . ?
B10 B3 B7 C10 32.3(5) . . . . ?
B2 B3 B7 C10 132.9(6) . . . . ?
B8 B3 B7 C10 94.9(7) . . . . ?
C10 B3 B7 B1 -93.9(6) . . . . ?
B10 B3 B7 B1 -61.7(8) . . . . ?
B2 B3 B7 B1 38.9(6) . . . . ?
B8 B3 B7 B1 1.0(9) . . . . ?
C10 B3 B7 B2 -132.9(6) . . . . ?
B10 B3 B7 B2 -100.6(6) . . . . ?
B8 B3 B7 B2 -37.9(6) . . . . ?
C10 B3 B7 B6 -32.6(5) . . . . ?
B10 B3 B7 B6 -0.3(8) . . . . ?
B2 B3 B7 B6 100.3(6) . . . . ?
B8 B3 B7 B6 62.4(8) . . . . ?
B1 B6 B7 C10 -131.6(6) . . . . ?
C9 B6 B7 C10 -33.7(5) . . . . ?
B9 B6 B7 C10 -94.2(7) . . . . ?
C9 B6 B7 B1 97.9(6) . . . . ?
C10 B6 B7 B1 131.6(6) . . . . ?
B9 B6 B7 B1 37.4(6) . . . . ?
B1 B6 B7 B2 -36.8(5) . . . . ?
C9 B6 B7 B2 61.1(7) . . . . ?
C10 B6 B7 B2 94.8(6) . . . . ?
B9 B6 B7 B2 0.6(8) . . . . ?
B1 B6 B7 B3 -99.6(7) . . . . ?
C9 B6 B7 B3 -1.7(8) . . . . ?
C10 B6 B7 B3 32.0(5) . . . . ?
B9 B6 B7 B3 -62.2(8) . . . . ?
C2 N2 C7 O2 -2.0(9) . . . . ?
C2 N2 C7 C8 179.0(5) . . . . ?
C10 B3 B8 B10 -40.6(5) . . . . ?
B2 B3 B8 B10 -139.8(5) . . . . ?
B7 B3 B8 B10 -102.7(6) . . . . ?
C10 B3 B8 B4 -1.2(9) . . . . ?
B10 B3 B8 B4 39.4(5) . . . . ?
B2 B3 B8 B4 -100.4(6) . . . . ?
B7 B3 B8 B4 -63.3(8) . . . . ?
C10 B3 B8 B5 62.4(8) . . . . ?
B10 B3 B8 B5 102.9(6) . . . . ?
B2 B3 B8 B5 -36.9(5) . . . . ?
B7 B3 B8 B5 0.3(9) . . . . ?
C10 B3 B8 B2 99.2(6) . . . . ?
B10 B3 B8 B2 139.8(5) . . . . ?
B7 B3 B8 B2 37.1(6) . . . . ?
C9 B4 B8 B10 41.0(4) . . . . ?
B5 B4 B8 B10 138.6(5) . . . . ?
B9 B4 B8 B10 101.5(5) . . . . ?
C9 B4 B8 B3 2.2(7) . . . . ?
B5 B4 B8 B3 99.9(7) . . . . ?
B10 B4 B8 B3 -38.8(6) . . . . ?
B9 B4 B8 B3 62.8(7) . . . . ?
C9 B4 B8 B5 -97.6(5) . . . . ?
B10 B4 B8 B5 -138.6(5) . . . . ?
B9 B4 B8 B5 -37.1(5) . . . . ?
C9 B4 B8 B2 -60.0(7) . . . . ?
B5 B4 B8 B2 37.6(6) . . . . ?
B10 B4 B8 B2 -101.1(6) . . . . ?
B9 B4 B8 B2 0.5(7) . . . . ?
B9 B5 B8 B10 0.1(8) . . . . ?
B4 B5 B8 B10 -38.0(5) . . . . ?
B1 B5 B8 B10 62.3(7) . . . . ?
B2 B5 B8 B10 100.0(6) . . . . ?
B9 B5 B8 B3 -63.7(8) . . . . ?
B4 B5 B8 B3 -101.7(7) . . . . ?
B1 B5 B8 B3 -1.4(8) . . . . ?
B2 B5 B8 B3 36.3(6) . . . . ?
B9 B5 B8 B4 38.1(5) . . . . ?
B1 B5 B8 B4 100.3(6) . . . . ?
B2 B5 B8 B4 138.0(6) . . . . ?
B9 B5 B8 B2 -100.0(6) . . . . ?
B4 B5 B8 B2 -138.0(6) . . . . ?
B1 B5 B8 B2 -37.7(6) . . . . ?
B3 B2 B8 B10 36.0(5) . . . . ?
B7 B2 B8 B10 -1.5(8) . . . . ?
B1 B2 B8 B10 -64.5(8) . . . . ?
B5 B2 B8 B10 -102.6(6) . . . . ?
B7 B2 B8 B3 -37.6(7) . . . . ?
B1 B2 B8 B3 -100.5(7) . . . . ?
B5 B2 B8 B3 -138.7(7) . . . . ?
B3 B2 B8 B4 101.0(7) . . . . ?
B7 B2 B8 B4 63.5(7) . . . . ?
B1 B2 B8 B4 0.5(8) . . . . ?
B5 B2 B8 B4 -37.6(5) . . . . ?
B3 B2 B8 B5 138.7(7) . . . . ?
B7 B2 B8 B5 101.1(6) . . . . ?
B1 B2 B8 B5 38.1(6) . . . . ?
O2 C7 C8 C9 71.8(8) . . . . ?
N2 C7 C8 C9 -109.2(6) . . . . ?
C7 C8 C9 C10 156.7(5) . . . . ?
C7 C8 C9 B9 13.2(9) . . . . ?
C7 C8 C9 B4 -65.5(7) . . . . ?
C7 C8 C9 B6 86.9(7) . . . . ?
C7 C8 C9 B10 -136.6(6) . . . . ?
B8 B4 C9 C8 -142.2(5) . . . . ?
B5 B4 C9 C8 155.7(5) . . . . ?
B10 B4 C9 C8 -103.0(6) . . . . ?
B9 B4 C9 C8 116.7(6) . . . . ?
B8 B4 C9 C10 -2.5(5) . . . . ?
B5 B4 C9 C10 -64.5(5) . . . . ?
B10 B4 C9 C10 36.8(4) . . . . ?
B9 B4 C9 C10 -103.5(5) . . . . ?
B8 B4 C9 B9 101.1(5) . . . . ?
B5 B4 C9 B9 39.0(5) . . . . ?
B10 B4 C9 B9 140.3(5) . . . . ?
B8 B4 C9 B6 64.8(6) . . . . ?
B5 B4 C9 B6 2.8(7) . . . . ?
B10 B4 C9 B6 104.1(5) . . . . ?
B9 B4 C9 B6 -36.2(6) . . . . ?
B8 B4 C9 B10 -39.3(4) . . . . ?
B5 B4 C9 B10 -101.3(5) . . . . ?
B9 B4 C9 B10 -140.3(5) . . . . ?
B1 B6 C9 C8 -157.7(5) . . . . ?
C10 B6 C9 C8 105.6(6) . . . . ?
B9 B6 C9 C8 -117.7(6) . . . . ?
B7 B6 C9 C8 140.2(6) . . . . ?
B1 B6 C9 C10 96.7(6) . . . . ?
B9 B6 C9 C10 136.8(7) . . . . ?
B7 B6 C9 C10 34.7(5) . . . . ?
B1 B6 C9 B9 -40.0(5) . . . . ?
C10 B6 C9 B9 -136.8(7) . . . . ?
B7 B6 C9 B9 -102.1(7) . . . . ?
B1 B6 C9 B4 -3.3(7) . . . . ?
C10 B6 C9 B4 -100.0(5) . . . . ?
B9 B6 C9 B4 36.7(6) . . . . ?
B7 B6 C9 B4 -65.4(7) . . . . ?
B1 B6 C9 B10 65.2(7) . . . . ?
C10 B6 C9 B10 -31.6(5) . . . . ?
B9 B6 C9 B10 105.2(6) . . . . ?
B7 B6 C9 B10 3.1(7) . . . . ?
C8 C9 B9 B1 144.4(6) . . . . ?
C10 C9 B9 B1 -0.7(7) . . . . ?
B4 C9 B9 B1 -103.4(6) . . . . ?
B6 C9 B9 B1 39.4(5) . . . . ?
B10 C9 B9 B1 -65.6(6) . . . . ?
C8 C9 B9 B5 -152.1(6) . . . . ?
C10 C9 B9 B5 62.9(6) . . . . ?
B4 C9 B9 B5 -39.8(5) . . . . ?
B6 C9 B9 B5 103.0(7) . . . . ?
B10 C9 B9 B5 -2.0(7) . . . . ?
C8 C9 B9 B6 104.9(7) . . . . ?
C10 C9 B9 B6 -40.1(6) . . . . ?
B4 C9 B9 B6 -142.8(7) . . . . ?
B10 C9 B9 B6 -105.0(6) . . . . ?
C8 C9 B9 B4 -112.3(7) . . . . ?
C10 C9 B9 B4 102.7(5) . . . . ?
B6 C9 B9 B4 142.8(7) . . . . ?
B10 C9 B9 B4 37.8(5) . . . . ?
B6 B1 B9 C9 -40.0(4) . . . . ?
B7 B1 B9 C9 -1.1(8) . . . . ?
B2 B1 B9 C9 62.7(7) . . . . ?
B5 B1 B9 C9 99.4(6) . . . . ?
B6 B1 B9 B5 -139.4(7) . . . . ?
B7 B1 B9 B5 -100.5(6) . . . . ?
B2 B1 B9 B5 -36.6(6) . . . . ?
B7 B1 B9 B6 38.9(7) . . . . ?
B2 B1 B9 B6 102.8(7) . . . . ?
B5 B1 B9 B6 139.4(7) . . . . ?
B6 B1 B9 B4 -101.1(6) . . . . ?
B7 B1 B9 B4 -62.2(7) . . . . ?
B2 B1 B9 B4 1.7(8) . . . . ?
B5 B1 B9 B4 38.3(5) . . . . ?
B8 B5 B9 C9 1.1(7) . . . . ?
B4 B5 B9 C9 38.9(5) . . . . ?
B1 B5 B9 C9 -98.6(6) . . . . ?
B2 B5 B9 C9 -62.8(7) . . . . ?
B8 B5 B9 B1 99.7(6) . . . . ?
B4 B5 B9 B1 137.4(5) . . . . ?
B2 B5 B9 B1 35.8(5) . . . . ?
B8 B5 B9 B6 63.9(8) . . . . ?
B4 B5 B9 B6 101.6(7) . . . . ?
B1 B5 B9 B6 -35.9(6) . . . . ?
B2 B5 B9 B6 0.0(8) . . . . ?
B8 B5 B9 B4 -37.7(5) . . . . ?
B1 B5 B9 B4 -137.4(5) . . . . ?
B2 B5 B9 B4 -101.6(6) . . . . ?
B1 B6 B9 C9 133.9(5) . . . . ?
C10 B6 B9 C9 35.8(5) . . . . ?
B7 B6 B9 C9 96.6(6) . . . . ?
C9 B6 B9 B1 -133.9(5) . . . . ?
C10 B6 B9 B1 -98.1(6) . . . . ?
B7 B6 B9 B1 -37.3(6) . . . . ?
B1 B6 B9 B5 37.0(6) . . . . ?
C9 B6 B9 B5 -96.9(6) . . . . ?
C10 B6 B9 B5 -61.1(8) . . . . ?
B7 B6 B9 B5 -0.4(9) . . . . ?
B1 B6 B9 B4 101.0(6) . . . . ?
C9 B6 B9 B4 -33.0(6) . . . . ?
C10 B6 B9 B4 2.8(9) . . . . ?
B7 B6 B9 B4 63.6(8) . . . . ?
B8 B4 B9 C9 -97.2(5) . . . . ?
B5 B4 B9 C9 -134.6(6) . . . . ?
B10 B4 B9 C9 -36.2(5) . . . . ?
C9 B4 B9 B1 95.8(6) . . . . ?
B8 B4 B9 B1 -1.3(7) . . . . ?
B5 B4 B9 B1 -38.8(5) . . . . ?
B10 B4 B9 B1 59.6(7) . . . . ?
C9 B4 B9 B5 134.6(6) . . . . ?
B8 B4 B9 B5 37.5(5) . . . . ?
B10 B4 B9 B5 98.4(6) . . . . ?
C9 B4 B9 B6 33.5(6) . . . . ?
B8 B4 B9 B6 -63.6(8) . . . . ?
B5 B4 B9 B6 -101.1(8) . . . . ?
B10 B4 B9 B6 -2.7(9) . . . . ?
C15 N1 B10 C10 162.9(6) . . . . ?
C15 N1 B10 B8 -49.0(11) . . . . ?
C15 N1 B10 B3 -129.2(7) . . . . ?
C15 N1 B10 C9 99.7(7) . . . . ?
C15 N1 B10 B4 32.3(10) . . . . ?
B3 B8 B10 N1 -110.3(8) . . . . ?
B4 B8 B10 N1 113.0(8) . . . . ?
B5 B8 B10 N1 150.4(7) . . . . ?
B2 B8 B10 N1 -145.8(7) . . . . ?
B3 B8 B10 C10 40.3(6) . . . . ?
B4 B8 B10 C10 -96.5(5) . . . . ?
B5 B8 B10 C10 -59.0(6) . . . . ?
B2 B8 B10 C10 4.8(7) . . . . ?
B4 B8 B10 B3 -136.8(6) . . . . ?
B5 B8 B10 B3 -99.3(7) . . . . ?
B2 B8 B10 B3 -35.5(5) . . . . ?
B3 B8 B10 C9 98.1(6) . . . . ?
B4 B8 B10 C9 -38.6(4) . . . . ?
B5 B8 B10 C9 -1.2(7) . . . . ?
B2 B8 B10 C9 62.6(6) . . . . ?
B3 B8 B10 B4 136.8(6) . . . . ?
B5 B8 B10 B4 37.5(5) . . . . ?
B2 B8 B10 B4 101.3(6) . . . . ?
C10 B3 B10 N1 -102.2(7) . . . . ?
B2 B3 B10 N1 161.8(6) . . . . ?
B8 B3 B10 N1 125.0(7) . . . . ?
B7 B3 B10 N1 -134.4(6) . . . . ?
B2 B3 B10 C10 -96.0(6) . . . . ?
B8 B3 B10 C10 -132.8(6) . . . . ?
B7 B3 B10 C10 -32.3(5) . . . . ?
C10 B3 B10 B8 132.8(6) . . . . ?
B2 B3 B10 B8 36.8(5) . . . . ?
B7 B3 B10 B8 100.5(7) . . . . ?
C10 B3 B10 C9 34.3(4) . . . . ?
B2 B3 B10 C9 -61.7(6) . . . . ?
B8 B3 B10 C9 -98.5(6) . . . . ?
B7 B3 B10 C9 2.0(7) . . . . ?
C10 B3 B10 B4 93.6(5) . . . . ?
B2 B3 B10 B4 -2.4(7) . . . . ?
B8 B3 B10 B4 -39.2(6) . . . . ?
B7 B3 B10 B4 61.4(7) . . . . ?
C8 C9 B10 N1 -1.7(8) . . . . ?
C10 C9 B10 N1 104.2(6) . . . . ?
B9 C9 B10 N1 -155.0(6) . . . . ?
B4 C9 B10 N1 -116.5(6) . . . . ?
B6 C9 B10 N1 136.5(6) . . . . ?
C8 C9 B10 C10 -105.9(6) . . . . ?
B9 C9 B10 C10 100.8(5) . . . . ?
B4 C9 B10 C10 139.3(5) . . . . ?
B6 C9 B10 C10 32.3(5) . . . . ?
C8 C9 B10 B8 155.4(5) . . . . ?
C10 C9 B10 B8 -98.8(5) . . . . ?
B9 C9 B10 B8 2.0(7) . . . . ?
B4 C9 B10 B8 40.6(5) . . . . ?
B6 C9 B10 B8 -66.5(7) . . . . ?
C8 C9 B10 B3 -141.4(5) . . . . ?
C10 C9 B10 B3 -35.5(5) . . . . ?
B9 C9 B10 B3 65.3(7) . . . . ?
B4 C9 B10 B3 103.8(5) . . . . ?
B6 C9 B10 B3 -3.2(7) . . . . ?
C8 C9 B10 B4 114.8(6) . . . . ?
C10 C9 B10 B4 -139.3(5) . . . . ?
B9 C9 B10 B4 -38.6(5) . . . . ?
B6 C9 B10 B4 -107.1(6) . . . . ?
C9 B4 B10 N1 101.9(6) . . . . ?
B8 B4 B10 N1 -124.4(7) . . . . ?
B5 B4 B10 N1 -161.0(6) . . . . ?
B9 B4 B10 N1 136.8(6) . . . . ?
C9 B4 B10 C10 -33.6(4) . . . . ?
B8 B4 B10 C10 100.1(5) . . . . ?
B5 B4 B10 C10 63.5(6) . . . . ?
B9 B4 B10 C10 1.2(6) . . . . ?
C9 B4 B10 B8 -133.7(5) . . . . ?
B5 B4 B10 B8 -36.6(5) . . . . ?
B9 B4 B10 B8 -98.8(6) . . . . ?
C9 B4 B10 B3 -94.3(5) . . . . ?
B8 B4 B10 B3 39.4(6) . . . . ?
B5 B4 B10 B3 2.8(7) . . . . ?
B9 B4 B10 B3 -59.5(7) . . . . ?
B8 B4 B10 C9 133.7(5) . . . . ?
B5 B4 B10 C9 97.1(5) . . . . ?
B9 B4 B10 C9 34.8(5) . . . . ?
C8 C9 C10 B3 144.7(6) . . . . ?
B9 C9 C10 B3 -66.4(7) . . . . ?
B4 C9 C10 B3 1.9(6) . . . . ?
B6 C9 C10 B3 -106.7(6) . . . . ?
B10 C9 C10 B3 39.5(5) . . . . ?
C8 C9 C10 B10 105.2(5) . . . . ?
B9 C9 C10 B10 -105.9(5) . . . . ?
B4 C9 C10 B10 -37.6(4) . . . . ?
B6 C9 C10 B10 -146.2(6) . . . . ?
C8 C9 C10 B7 -146.6(6) . . . . ?
B9 C9 C10 B7 2.3(7) . . . . ?
B4 C9 C10 B7 70.6(6) . . . . ?
B6 C9 C10 B7 -38.0(6) . . . . ?
B10 C9 C10 B7 108.2(6) . . . . ?
C8 C9 C10 B6 -108.6(6) . . . . ?
B9 C9 C10 B6 40.3(6) . . . . ?
B4 C9 C10 B6 108.6(5) . . . . ?
B10 C9 C10 B6 146.2(6) . . . . ?
B10 B3 C10 C9 -40.5(5) . . . . ?
B2 B3 C10 C9 63.2(7) . . . . ?
B8 B3 C10 C9 -0.4(8) . . . . ?
B7 B3 C10 C9 104.0(6) . . . . ?
B2 B3 C10 B10 103.7(6) . . . . ?
B8 B3 C10 B10 40.1(5) . . . . ?
B7 B3 C10 B10 144.5(6) . . . . ?
B10 B3 C10 B7 -144.5(6) . . . . ?
B2 B3 C10 B7 -40.8(6) . . . . ?
B8 B3 C10 B7 -104.3(7) . . . . ?
B10 B3 C10 B6 -108.8(5) . . . . ?
B2 B3 C10 B6 -5.2(7) . . . . ?
B8 B3 C10 B6 -68.7(7) . . . . ?
B7 B3 C10 B6 35.6(5) . . . . ?
N1 B10 C10 C9 -106.6(6) . . . . ?
B8 B10 C10 C9 96.8(5) . . . . ?
B3 B10 C10 C9 138.5(5) . . . . ?
B4 B10 C10 C9 34.1(4) . . . . ?
N1 B10 C10 B3 114.8(6) . . . . ?
B8 B10 C10 B3 -41.7(5) . . . . ?
C9 B10 C10 B3 -138.5(5) . . . . ?
B4 B10 C10 B3 -104.5(6) . . . . ?
N1 B10 C10 B7 149.6(6) . . . . ?
B8 B10 C10 B7 -6.9(7) . . . . ?
B3 B10 C10 B7 34.8(6) . . . . ?
C9 B10 C10 B7 -103.8(6) . . . . ?
B4 B10 C10 B7 -69.7(6) . . . . ?
N1 B10 C10 B6 -140.0(6) . . . . ?
B8 B10 C10 B6 63.4(7) . . . . ?
B3 B10 C10 B6 105.1(7) . . . . ?
C9 B10 C10 B6 -33.4(6) . . . . ?
B4 B10 C10 B6 0.7(7) . . . . ?
B1 B7 C10 C9 -2.8(8) . . . . ?
B2 B7 C10 C9 -65.1(7) . . . . ?
B3 B7 C10 C9 -105.5(6) . . . . ?
B6 B7 C10 C9 37.8(5) . . . . ?
B1 B7 C10 B3 102.8(6) . . . . ?
B2 B7 C10 B3 40.4(5) . . . . ?
B6 B7 C10 B3 143.3(6) . . . . ?
B1 B7 C10 B10 68.2(7) . . . . ?
B2 B7 C10 B10 5.9(8) . . . . ?
B3 B7 C10 B10 -34.5(5) . . . . ?
B6 B7 C10 B10 108.8(6) . . . . ?
B1 B7 C10 B6 -40.6(5) . . . . ?
B2 B7 C10 B6 -102.9(6) . . . . ?
B3 B7 C10 B6 -143.3(6) . . . . ?
B1 B6 C10 C9 -98.3(5) . . . . ?
B9 B6 C10 C9 -36.5(6) . . . . ?
B7 B6 C10 C9 -139.9(6) . . . . ?
B1 B6 C10 B3 5.8(7) . . . . ?
C9 B6 C10 B3 104.1(5) . . . . ?
B9 B6 C10 B3 67.6(8) . . . . ?
B7 B6 C10 B3 -35.8(6) . . . . ?
B1 B6 C10 B10 -64.0(7) . . . . ?
C9 B6 C10 B10 34.3(6) . . . . ?
B9 B6 C10 B10 -2.2(9) . . . . ?
B7 B6 C10 B10 -105.6(7) . . . . ?
B1 B6 C10 B7 41.6(6) . . . . ?
C9 B6 C10 B7 139.9(6) . . . . ?
B9 B6 C10 B7 103.4(7) . . . . ?
C1 O4 C11 C12 -61.2(8) . . . . ?
C1 O4 C11 C14 178.4(6) . . . . ?
C1 O4 C11 C13 61.9(8) . . . . ?
B10 N1 C15 O1 2.5(11) . . . . ?
B10 N1 C15 C16 179.0(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        65.68
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.041

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: H2O-MeOH'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dc1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1839009'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylphenylalaninate
;
_chemical_name_common            
;
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylphenylalaninate
;
_chemical_melting_point          '460-461 K'
_chemical_formula_moiety         'C15 H32 B10 N2 O4'
_chemical_formula_sum            'C15 H32 B10 N2 O4'
_chemical_formula_weight         412.53
_chemical_absolute_configuration (S,S)
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'
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.994(6)
_cell_length_b                   10.816(4)
_cell_length_c                   21.367(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2310(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    4499
_cell_measurement_theta_min      4.0752
_cell_measurement_theta_max      65.3078

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_T_min  0.82743
_exptl_absorpt_correction_T_max  1.23629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur 3 CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17713
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_sigmaI/netI    0.0575
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.14
_diffrn_reflns_theta_max         66.37
_reflns_number_total             3937
_reflns_number_gt                2782
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0360P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.2(2)
_refine_ls_number_reflns         3937
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0404
_refine_ls_wR_factor_ref         0.0857
_refine_ls_wR_factor_gt          0.0839
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.80920(17) 0.21751(18) 0.15504(8) 0.0409(4) Uani 1 1 d . . .
O1 O 1.02761(17) 0.10156(15) 0.21303(9) 0.0610(5) Uani 1 1 d . . .
C1 C 1.0208(2) 0.2110(2) 0.21468(11) 0.0438(5) Uani 1 1 d . . .
B1 B 0.7261(3) -0.0302(3) -0.11547(13) 0.0501(7) Uani 1 1 d . . .
O2 O 1.11020(16) 0.28830(15) 0.23913(8) 0.0505(4) Uani 1 1 d . . .
N2 N 0.73061(19) 0.22569(18) -0.07315(10) 0.0430(5) Uani 1 1 d . . .
C2 C 0.9044(2) 0.2877(2) 0.19212(11) 0.0423(5) Uani 1 1 d . . .
H2A H 0.9363 0.3597 0.1686 0.051 Uiso 1 1 calc R . .
B2 B 0.9749(3) -0.0842(3) -0.05495(17) 0.0554(8) Uani 1 1 d . . .
O3 O 0.95480(14) 0.19723(17) 0.07678(8) 0.0533(4) Uani 1 1 d . . .
C3 C 0.8218(2) 0.3290(2) 0.24893(11) 0.0511(6) Uani 1 1 d . . .
H3A H 0.8308 0.2709 0.2833 0.061 Uiso 1 1 calc R . .
H3B H 0.8491 0.4104 0.2631 0.061 Uiso 1 1 calc R . .
B3 B 0.8564(3) -0.1416(3) -0.10818(16) 0.0590(8) Uani 1 1 d . . .
C4 C 0.6809(2) 0.3308(2) 0.22417(12) 0.0540(6) Uani 1 1 d . . .
H4A H 0.6163 0.3246 0.2579 0.065 Uiso 1 1 calc R . .
H4B H 0.6637 0.4056 0.2005 0.065 Uiso 1 1 calc R . .
B4 B 0.6505(3) -0.0160(3) -0.04179(14) 0.0456(7) Uani 1 1 d . . .
O4 O 0.93618(15) 0.30944(16) -0.07413(10) 0.0607(5) Uani 1 1 d . . .
C5 C 0.6758(2) 0.2183(2) 0.18267(11) 0.0489(6) Uani 1 1 d . . .
H5A H 0.6596 0.1439 0.2068 0.059 Uiso 1 1 calc R . .
H5B H 0.6072 0.2264 0.1509 0.059 Uiso 1 1 calc R . .
B5 B 0.7664(2) 0.0965(2) -0.06807(13) 0.0409(6) Uani 1 1 d . . .
C6 C 0.8427(2) 0.1788(2) 0.09767(10) 0.0395(5) Uani 1 1 d . . .
B6 B 0.8972(3) -0.0727(3) 0.01890(15) 0.0500(7) Uani 1 1 d . . .
C7 C 0.7332(2) 0.1160(2) 0.06109(11) 0.0441(5) Uani 1 1 d . . .
H7A H 0.6800 0.0681 0.0903 0.053 Uiso 1 1 calc R . .
H7B H 0.6754 0.1798 0.0441 0.053 Uiso 1 1 calc R . .
B7 B 0.7292(3) -0.1201(3) 0.01027(15) 0.0518(7) Uani 1 1 d . . .
C8 C 0.7728(2) 0.0320(2) 0.00808(10) 0.0392(5) Uani 1 1 d . . .
B8 B 0.8580(3) -0.1963(3) -0.03046(17) 0.0596(8) Uani 1 1 d . . .
C9 C 0.9096(2) 0.0511(2) -0.03101(12) 0.0418(5) Uani 1 1 d . . .
B9 B 0.7031(3) -0.1624(3) -0.06829(15) 0.0546(7) Uani 1 1 d . . .
C10 C 0.8165(2) 0.3229(2) -0.07517(11) 0.0474(6) Uani 1 1 d . . .
B10 B 0.8940(3) 0.0169(3) -0.10774(14) 0.0501(7) Uani 1 1 d . . .
C11 C 0.7551(3) 0.4492(2) -0.07780(15) 0.0688(8) Uani 1 1 d . . .
H11A H 0.8246 0.5104 -0.0789 0.103 Uiso 1 1 calc R . .
H11B H 0.7004 0.4619 -0.0414 0.103 Uiso 1 1 calc R . .
H11C H 0.7009 0.4561 -0.1147 0.103 Uiso 1 1 calc R . .
C12 C 1.2211(2) 0.2460(2) 0.27850(12) 0.0510(6) Uani 1 1 d . . .
C13 C 1.1674(3) 0.1753(3) 0.33362(12) 0.0718(8) Uani 1 1 d . . .
H13A H 1.1291 0.0989 0.3195 0.108 Uiso 1 1 calc R . .
H13B H 1.1000 0.2236 0.3542 0.108 Uiso 1 1 calc R . .
H13C H 1.2389 0.1583 0.3624 0.108 Uiso 1 1 calc R . .
C14 C 1.3200(3) 0.1731(3) 0.24022(13) 0.0618(7) Uani 1 1 d . . .
H14A H 1.2802 0.0962 0.2276 0.093 Uiso 1 1 calc R . .
H14B H 1.3984 0.1569 0.2649 0.093 Uiso 1 1 calc R . .
H14C H 1.3445 0.2197 0.2038 0.093 Uiso 1 1 calc R . .
C15 C 1.2827(3) 0.3677(3) 0.29886(14) 0.0709(8) Uani 1 1 d . . .
H15A H 1.2192 0.4132 0.3234 0.106 Uiso 1 1 calc R . .
H15B H 1.3067 0.4151 0.2626 0.106 Uiso 1 1 calc R . .
H15C H 1.3612 0.3518 0.3235 0.106 Uiso 1 1 calc R . .
H1 H 0.674(2) -0.011(2) -0.1601(13) 0.061(7) Uiso 1 1 d . . .
H9C H 0.960(2) 0.1132(19) -0.0197(10) 0.032(6) Uiso 1 1 d . . .
H6 H 0.950(2) -0.0715(18) 0.0618(11) 0.039(6) Uiso 1 1 d . . .
H7 H 0.680(2) -0.153(2) 0.0512(12) 0.052(7) Uiso 1 1 d . . .
H2B H 1.083(2) -0.096(2) -0.0562(11) 0.046(6) Uiso 1 1 d . . .
H10 H 0.957(3) 0.067(2) -0.1387(12) 0.062(8) Uiso 1 1 d . . .
H3 H 0.889(3) -0.202(2) -0.1469(12) 0.068(8) Uiso 1 1 d . . .
H4 H 0.551(2) 0.024(2) -0.0329(11) 0.047(7) Uiso 1 1 d . . .
H2 H 0.654(2) 0.2382(18) -0.0756(10) 0.023(6) Uiso 1 1 d . . .
H9 H 0.621(3) -0.239(3) -0.0792(13) 0.084(9) Uiso 1 1 d . . .
H8 H 0.888(3) -0.290(3) -0.0124(13) 0.079(9) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
N1 C6 1.338(3) . ?
N1 C2 1.452(3) . ?
N1 C5 1.458(3) . ?
O1 C1 1.186(3) . ?
C1 O2 1.330(3) . ?
C1 C2 1.509(3) . ?
B1 B10 1.761(4) . ?
B1 B5 1.751(4) . ?
B1 B4 1.753(4) . ?
B1 B9 1.765(4) . ?
B1 B3 1.781(4) . ?
B1 H1 1.10(3) . ?
O2 C12 1.465(3) . ?
N2 C10 1.358(3) . ?
N2 B5 1.446(3) . ?
N2 H2 0.78(2) . ?
C2 C3 1.534(3) . ?
C2 H2A 0.9800 . ?
B2 C9 1.682(4) . ?
B2 B3 1.756(5) . ?
B2 B6 1.763(5) . ?
B2 B8 1.764(5) . ?
B2 B10 1.767(5) . ?
B2 H2B 1.08(2) . ?
O3 C6 1.223(3) . ?
C3 C4 1.505(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
B3 B10 1.755(4) . ?
B3 B9 1.768(4) . ?
B3 B8 1.763(5) . ?
B3 H3 1.10(3) . ?
C4 C5 1.506(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
B4 C8 1.703(3) . ?
B4 B9 1.762(4) . ?
B4 B7 1.768(4) . ?
B4 B5 1.771(4) . ?
B4 H4 1.10(2) . ?
O4 C10 1.205(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
B5 C9 1.708(3) . ?
B5 B10 1.757(4) . ?
B5 C8 1.771(4) . ?
C6 C7 1.507(3) . ?
B6 C8 1.697(3) . ?
B6 C9 1.716(4) . ?
B6 B8 1.747(4) . ?
B6 B7 1.766(4) . ?
B6 H6 1.06(2) . ?
C7 C8 1.505(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
B7 C8 1.703(4) . ?
B7 B8 1.759(5) . ?
B7 B9 1.759(4) . ?
B7 H7 1.06(3) . ?
C8 C9 1.615(3) . ?
B8 B9 1.784(4) . ?
B8 H8 1.13(3) . ?
C9 B10 1.688(4) . ?
C9 H9C 0.87(2) . ?
B9 H9 1.19(3) . ?
C10 C11 1.498(3) . ?
B10 H10 1.06(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.503(4) . ?
C12 C14 1.506(4) . ?
C12 C15 1.517(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
C6 N1 C2 119.98(18) . . ?
C6 N1 C5 126.99(18) . . ?
C2 N1 C5 112.01(18) . . ?
O1 C1 O2 126.9(2) . . ?
O1 C1 C2 125.7(2) . . ?
O2 C1 C2 107.32(18) . . ?
B10 B1 B5 60.04(15) . . ?
B10 B1 B4 107.5(2) . . ?
B5 B1 B4 60.72(16) . . ?
B10 B1 B9 107.8(2) . . ?
B5 B1 B9 109.5(2) . . ?
B4 B1 B9 60.12(17) . . ?
B10 B1 B3 59.41(18) . . ?
B5 B1 B3 108.1(2) . . ?
B4 B1 B3 107.2(2) . . ?
B9 B1 B3 59.81(17) . . ?
B10 B1 H1 118.4(13) . . ?
B5 B1 H1 117.6(13) . . ?
B4 B1 H1 123.8(13) . . ?
B9 B1 H1 125.5(13) . . ?
B3 B1 H1 123.0(13) . . ?
C1 O2 C12 122.47(18) . . ?
C10 N2 B5 126.5(2) . . ?
C10 N2 H2 119.0(15) . . ?
B5 N2 H2 114.5(15) . . ?
N1 C2 C1 113.11(18) . . ?
N1 C2 C3 103.41(18) . . ?
C1 C2 C3 108.8(2) . . ?
N1 C2 H2A 110.4 . . ?
C1 C2 H2A 110.4 . . ?
C3 C2 H2A 110.4 . . ?
C9 B2 B3 104.1(2) . . ?
C9 B2 B6 59.69(16) . . ?
B3 B2 B6 107.9(2) . . ?
C9 B2 B8 104.5(2) . . ?
B3 B2 B8 60.12(19) . . ?
B6 B2 B8 59.40(18) . . ?
C9 B2 B10 58.53(16) . . ?
B3 B2 B10 59.77(18) . . ?
B6 B2 B10 109.0(2) . . ?
B8 B2 B10 108.1(2) . . ?
C9 B2 H2B 119.7(13) . . ?
B3 B2 H2B 127.8(13) . . ?
B6 B2 H2B 117.8(13) . . ?
B8 B2 H2B 125.7(12) . . ?
B10 B2 H2B 120.8(13) . . ?
C4 C3 C2 103.2(2) . . ?
C4 C3 H3A 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C4 C3 H3B 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
B2 B3 B10 60.43(18) . . ?
B2 B3 B9 108.5(2) . . ?
B10 B3 B9 107.9(2) . . ?
B2 B3 B8 60.16(19) . . ?
B10 B3 B8 108.7(2) . . ?
B9 B3 B8 60.72(18) . . ?
B2 B3 B1 108.1(2) . . ?
B10 B3 B1 59.72(17) . . ?
B9 B3 B1 59.64(18) . . ?
B8 B3 B1 108.4(2) . . ?
B2 B3 H3 119.8(14) . . ?
B10 B3 H3 121.1(14) . . ?
B9 B3 H3 122.9(14) . . ?
B8 B3 H3 120.5(14) . . ?
B1 B3 H3 123.3(14) . . ?
C5 C4 C3 103.2(2) . . ?
C5 C4 H4A 111.1 . . ?
C3 C4 H4A 111.1 . . ?
C5 C4 H4B 111.1 . . ?
C3 C4 H4B 111.1 . . ?
H4A C4 H4B 109.1 . . ?
C8 B4 B1 106.2(2) . . ?
C8 B4 B9 105.1(2) . . ?
B1 B4 B9 60.28(17) . . ?
C8 B4 B7 58.75(15) . . ?
B1 B4 B7 108.5(2) . . ?
B9 B4 B7 59.78(18) . . ?
C8 B4 B5 61.29(15) . . ?
B1 B4 B5 59.58(16) . . ?
B9 B4 B5 108.7(2) . . ?
B7 B4 B5 110.3(2) . . ?
C8 B4 H4 114.9(13) . . ?
B1 B4 H4 125.5(13) . . ?
B9 B4 H4 132.5(12) . . ?
B7 B4 H4 122.8(13) . . ?
B5 B4 H4 112.2(12) . . ?
N1 C5 C4 102.28(19) . . ?
N1 C5 H5A 111.3 . . ?
C4 C5 H5A 111.3 . . ?
N1 C5 H5B 111.3 . . ?
C4 C5 H5B 111.3 . . ?
H5A C5 H5B 109.2 . . ?
N2 B5 C9 121.3(2) . . ?
N2 B5 B1 131.0(2) . . ?
C9 B5 B1 103.62(19) . . ?
N2 B5 B10 128.1(2) . . ?
C9 B5 B10 58.28(16) . . ?
B1 B5 B10 60.26(16) . . ?
N2 B5 B4 121.7(2) . . ?
C9 B5 B4 101.73(19) . . ?
B1 B5 B4 59.70(16) . . ?
B10 B5 B4 106.9(2) . . ?
N2 B5 C8 117.3(2) . . ?
C9 B5 C8 55.27(14) . . ?
B1 B5 C8 103.38(19) . . ?
B10 B5 C8 102.92(19) . . ?
B4 B5 C8 57.46(14) . . ?
O3 C6 N1 120.9(2) . . ?
O3 C6 C7 123.4(2) . . ?
N1 C6 C7 115.77(19) . . ?
C8 B6 C9 56.48(14) . . ?
C8 B6 B8 105.3(2) . . ?
C9 B6 B8 103.8(2) . . ?
C8 B6 B2 104.4(2) . . ?
C9 B6 B2 57.80(16) . . ?
B8 B6 B2 60.31(19) . . ?
C8 B6 B7 58.89(15) . . ?
C9 B6 B7 103.3(2) . . ?
B8 B6 B7 60.07(17) . . ?
B2 B6 B7 107.8(2) . . ?
C8 B6 H6 118.5(11) . . ?
C9 B6 H6 119.5(11) . . ?
B8 B6 H6 130.1(11) . . ?
B2 B6 H6 123.6(12) . . ?
B7 B6 H6 124.8(12) . . ?
C8 C7 C6 118.12(18) . . ?
C8 C7 H7A 107.8 . . ?
C6 C7 H7A 107.8 . . ?
C8 C7 H7B 107.8 . . ?
C6 C7 H7B 107.8 . . ?
H7A C7 H7B 107.1 . . ?
C8 B7 B8 104.6(2) . . ?
C8 B7 B6 58.54(14) . . ?
B8 B7 B6 59.45(17) . . ?
C8 B7 B9 105.2(2) . . ?
B8 B7 B9 60.97(18) . . ?
B6 B7 B9 108.4(2) . . ?
C8 B7 B4 58.72(15) . . ?
B8 B7 B4 108.2(2) . . ?
B6 B7 B4 107.7(2) . . ?
B9 B7 B4 59.96(17) . . ?
C8 B7 H7 117.7(13) . . ?
B8 B7 H7 125.9(12) . . ?
B6 B7 H7 116.7(13) . . ?
B9 B7 H7 128.9(13) . . ?
B4 B7 H7 121.8(13) . . ?
C7 C8 C9 122.33(18) . . ?
C7 C8 B6 119.5(2) . . ?
C9 C8 B6 62.36(16) . . ?
C7 C8 B4 117.76(18) . . ?
C9 C8 B4 108.84(19) . . ?
B6 C8 B4 114.06(19) . . ?
C7 C8 B7 119.7(2) . . ?
C9 C8 B7 110.77(19) . . ?
B6 C8 B7 62.57(16) . . ?
B4 C8 B7 62.53(16) . . ?
C7 C8 B5 116.34(19) . . ?
C9 C8 B5 60.37(14) . . ?
B6 C8 B5 114.50(19) . . ?
B4 C8 B5 61.25(15) . . ?
B7 C8 B5 113.35(19) . . ?
B6 B8 B7 60.48(17) . . ?
B6 B8 B2 60.29(18) . . ?
B7 B8 B2 108.1(2) . . ?
B6 B8 B3 108.3(2) . . ?
B7 B8 B3 107.6(2) . . ?
B2 B8 B3 59.72(19) . . ?
B6 B8 B9 108.1(2) . . ?
B7 B8 B9 59.53(17) . . ?
B2 B8 B9 107.4(2) . . ?
B3 B8 B9 59.78(18) . . ?
B6 B8 H8 115.1(15) . . ?
B7 B8 H8 116.5(15) . . ?
B2 B8 H8 123.2(15) . . ?
B3 B8 H8 128.9(15) . . ?
B9 B8 H8 124.7(15) . . ?
C8 C9 B2 112.0(2) . . ?
C8 C9 B10 113.3(2) . . ?
B2 C9 B10 63.25(18) . . ?
C8 C9 B5 64.36(15) . . ?
B2 C9 B5 115.8(2) . . ?
B10 C9 B5 62.31(16) . . ?
C8 C9 B6 61.16(15) . . ?
B2 C9 B6 62.51(18) . . ?
B10 C9 B6 115.2(2) . . ?
B5 C9 B6 116.87(19) . . ?
C8 C9 H9C 116.1(14) . . ?
B2 C9 H9C 122.2(13) . . ?
B10 C9 H9C 119.4(14) . . ?
B5 C9 H9C 112.8(14) . . ?
B6 C9 H9C 118.1(14) . . ?
B7 B9 B4 60.27(16) . . ?
B7 B9 B1 108.4(2) . . ?
B4 B9 B1 59.61(17) . . ?
B7 B9 B3 107.4(2) . . ?
B4 B9 B3 107.4(2) . . ?
B1 B9 B3 60.56(18) . . ?
B7 B9 B8 59.51(17) . . ?
B4 B9 B8 107.3(2) . . ?
B1 B9 B8 108.2(2) . . ?
B3 B9 B8 59.50(18) . . ?
B7 B9 H9 118.1(14) . . ?
B4 B9 H9 118.9(15) . . ?
B1 B9 H9 122.8(14) . . ?
B3 B9 H9 126.3(15) . . ?
B8 B9 H9 123.0(14) . . ?
O4 C10 N2 122.2(2) . . ?
O4 C10 C11 121.1(2) . . ?
N2 C10 C11 116.6(2) . . ?
C9 B10 B3 103.8(2) . . ?
C9 B10 B1 104.0(2) . . ?
B3 B10 B1 60.87(17) . . ?
C9 B10 B5 59.41(15) . . ?
B3 B10 B5 109.0(2) . . ?
B1 B10 B5 59.69(16) . . ?
C9 B10 B2 58.22(17) . . ?
B3 B10 B2 59.79(19) . . ?
B1 B10 B2 108.5(2) . . ?
B5 B10 B2 109.1(2) . . ?
C9 B10 H10 116.0(14) . . ?
B3 B10 H10 128.6(14) . . ?
B1 B10 H10 130.7(14) . . ?
B5 B10 H10 118.5(14) . . ?
B2 B10 H10 116.4(14) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C12 C13 109.8(2) . . ?
O2 C12 C14 110.4(2) . . ?
C13 C12 C14 113.2(2) . . ?
O2 C12 C15 101.55(19) . . ?
C13 C12 C15 111.2(2) . . ?
C14 C12 C15 110.1(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

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
_geom_torsion_publ_flag
O1 C1 O2 C12 -11.7(4) . . . . ?
C2 C1 O2 C12 165.4(2) . . . . ?
C6 N1 C2 C1 -70.3(3) . . . . ?
C5 N1 C2 C1 120.5(2) . . . . ?
C6 N1 C2 C3 172.2(2) . . . . ?
C5 N1 C2 C3 3.0(3) . . . . ?
O1 C1 C2 N1 -12.5(4) . . . . ?
O2 C1 C2 N1 170.36(18) . . . . ?
O1 C1 C2 C3 101.8(3) . . . . ?
O2 C1 C2 C3 -75.3(2) . . . . ?
N1 C2 C3 C4 -26.0(3) . . . . ?
C1 C2 C3 C4 -146.4(2) . . . . ?
C9 B2 B3 B10 39.8(2) . . . . ?
B6 B2 B3 B10 102.0(2) . . . . ?
B8 B2 B3 B10 138.6(2) . . . . ?
C9 B2 B3 B9 -60.7(3) . . . . ?
B6 B2 B3 B9 1.5(3) . . . . ?
B8 B2 B3 B9 38.1(2) . . . . ?
B10 B2 B3 B9 -100.5(2) . . . . ?
C9 B2 B3 B8 -98.9(2) . . . . ?
B6 B2 B3 B8 -36.6(2) . . . . ?
B10 B2 B3 B8 -138.6(2) . . . . ?
C9 B2 B3 B1 2.4(3) . . . . ?
B6 B2 B3 B1 64.7(3) . . . . ?
B8 B2 B3 B1 101.3(2) . . . . ?
B10 B2 B3 B1 -37.3(2) . . . . ?
B10 B1 B3 B2 37.7(2) . . . . ?
B5 B1 B3 B2 1.2(3) . . . . ?
B4 B1 B3 B2 -62.9(3) . . . . ?
B9 B1 B3 B2 -101.3(3) . . . . ?
B5 B1 B3 B10 -36.5(2) . . . . ?
B4 B1 B3 B10 -100.5(2) . . . . ?
B9 B1 B3 B10 -138.9(2) . . . . ?
B10 B1 B3 B9 138.9(2) . . . . ?
B5 B1 B3 B9 102.5(2) . . . . ?
B4 B1 B3 B9 38.4(2) . . . . ?
B10 B1 B3 B8 101.4(2) . . . . ?
B5 B1 B3 B8 64.9(3) . . . . ?
B4 B1 B3 B8 0.8(3) . . . . ?
B9 B1 B3 B8 -37.6(2) . . . . ?
C2 C3 C4 C5 39.1(3) . . . . ?
B10 B1 B4 C8 -2.4(3) . . . . ?
B5 B1 B4 C8 -41.33(18) . . . . ?
B9 B1 B4 C8 98.5(2) . . . . ?
B3 B1 B4 C8 60.2(2) . . . . ?
B10 B1 B4 B9 -100.8(2) . . . . ?
B5 B1 B4 B9 -139.8(2) . . . . ?
B3 B1 B4 B9 -38.3(2) . . . . ?
B10 B1 B4 B7 -64.2(3) . . . . ?
B5 B1 B4 B7 -103.1(2) . . . . ?
B9 B1 B4 B7 36.64(19) . . . . ?
B3 B1 B4 B7 -1.6(3) . . . . ?
B10 B1 B4 B5 38.97(19) . . . . ?
B9 B1 B4 B5 139.8(2) . . . . ?
B3 B1 B4 B5 101.5(2) . . . . ?
C6 N1 C5 C4 -147.1(2) . . . . ?
C2 N1 C5 C4 21.1(3) . . . . ?
C3 C4 C5 N1 -36.8(2) . . . . ?
C10 N2 B5 C9 29.0(4) . . . . ?
C10 N2 B5 B1 -124.4(3) . . . . ?
C10 N2 B5 B10 -43.3(4) . . . . ?
C10 N2 B5 B4 160.0(2) . . . . ?
C10 N2 B5 C8 93.1(3) . . . . ?
B10 B1 B5 N2 116.4(3) . . . . ?
B4 B1 B5 N2 -107.4(3) . . . . ?
B9 B1 B5 N2 -143.9(3) . . . . ?
B3 B1 B5 N2 152.6(3) . . . . ?
B10 B1 B5 C9 -40.41(19) . . . . ?
B4 B1 B5 C9 95.8(2) . . . . ?
B9 B1 B5 C9 59.4(2) . . . . ?
B3 B1 B5 C9 -4.2(3) . . . . ?
B4 B1 B5 B10 136.2(2) . . . . ?
B9 B1 B5 B10 99.8(2) . . . . ?
B3 B1 B5 B10 36.2(2) . . . . ?
B10 B1 B5 B4 -136.2(2) . . . . ?
B9 B1 B5 B4 -36.4(2) . . . . ?
B3 B1 B5 B4 -100.0(2) . . . . ?
B10 B1 B5 C8 -97.4(2) . . . . ?
B4 B1 B5 C8 38.80(17) . . . . ?
B9 B1 B5 C8 2.4(2) . . . . ?
B3 B1 B5 C8 -61.2(2) . . . . ?
C8 B4 B5 N2 -104.2(3) . . . . ?
B1 B4 B5 N2 122.1(3) . . . . ?
B9 B4 B5 N2 158.4(2) . . . . ?
B7 B4 B5 N2 -137.8(2) . . . . ?
C8 B4 B5 C9 34.64(16) . . . . ?
B1 B4 B5 C9 -99.0(2) . . . . ?
B9 B4 B5 C9 -62.7(2) . . . . ?
B7 B4 B5 C9 1.1(3) . . . . ?
C8 B4 B5 B1 133.7(2) . . . . ?
B9 B4 B5 B1 36.3(2) . . . . ?
B7 B4 B5 B1 100.1(2) . . . . ?
C8 B4 B5 B10 94.8(2) . . . . ?
B1 B4 B5 B10 -38.92(19) . . . . ?
B9 B4 B5 B10 -2.6(3) . . . . ?
B7 B4 B5 B10 61.2(3) . . . . ?
B1 B4 B5 C8 -133.7(2) . . . . ?
B9 B4 B5 C8 -97.4(2) . . . . ?
B7 B4 B5 C8 -33.58(18) . . . . ?
C2 N1 C6 O3 3.1(3) . . . . ?
C5 N1 C6 O3 170.5(2) . . . . ?
C2 N1 C6 C7 -175.2(2) . . . . ?
C5 N1 C6 C7 -7.7(4) . . . . ?
C9 B2 B6 C8 33.40(17) . . . . ?
B3 B2 B6 C8 -62.7(2) . . . . ?
B8 B2 B6 C8 -99.7(2) . . . . ?
B10 B2 B6 C8 0.6(3) . . . . ?
B3 B2 B6 C9 -96.1(2) . . . . ?
B8 B2 B6 C9 -133.1(2) . . . . ?
B10 B2 B6 C9 -32.76(19) . . . . ?
C9 B2 B6 B8 133.1(2) . . . . ?
B3 B2 B6 B8 36.9(2) . . . . ?
B10 B2 B6 B8 100.3(2) . . . . ?
C9 B2 B6 B7 94.8(2) . . . . ?
B3 B2 B6 B7 -1.3(3) . . . . ?
B8 B2 B6 B7 -38.2(2) . . . . ?
B10 B2 B6 B7 62.1(3) . . . . ?
O3 C6 C7 C8 23.2(4) . . . . ?
N1 C6 C7 C8 -158.5(2) . . . . ?
C9 B6 B7 C8 -36.30(17) . . . . ?
B8 B6 B7 C8 -134.7(2) . . . . ?
B2 B6 B7 C8 -96.4(2) . . . . ?
C8 B6 B7 B8 134.7(2) . . . . ?
C9 B6 B7 B8 98.4(2) . . . . ?
B2 B6 B7 B8 38.3(2) . . . . ?
C8 B6 B7 B9 96.9(2) . . . . ?
C9 B6 B7 B9 60.6(2) . . . . ?
B8 B6 B7 B9 -37.7(2) . . . . ?
B2 B6 B7 B9 0.6(3) . . . . ?
C8 B6 B7 B4 33.54(18) . . . . ?
C9 B6 B7 B4 -2.8(3) . . . . ?
B8 B6 B7 B4 -101.1(2) . . . . ?
B2 B6 B7 B4 -62.8(2) . . . . ?
B1 B4 B7 C8 98.1(2) . . . . ?
B9 B4 B7 C8 135.0(2) . . . . ?
B5 B4 B7 C8 34.57(19) . . . . ?
C8 B4 B7 B8 -96.3(2) . . . . ?
B1 B4 B7 B8 1.8(3) . . . . ?
B9 B4 B7 B8 38.7(2) . . . . ?
B5 B4 B7 B8 -61.7(3) . . . . ?
C8 B4 B7 B6 -33.47(18) . . . . ?
B1 B4 B7 B6 64.6(3) . . . . ?
B9 B4 B7 B6 101.5(2) . . . . ?
B5 B4 B7 B6 1.1(3) . . . . ?
C8 B4 B7 B9 -135.0(2) . . . . ?
B1 B4 B7 B9 -36.9(2) . . . . ?
B5 B4 B7 B9 -100.4(2) . . . . ?
C6 C7 C8 C9 -28.3(3) . . . . ?
C6 C7 C8 B6 45.9(3) . . . . ?
C6 C7 C8 B4 -168.2(2) . . . . ?
C6 C7 C8 B7 119.2(2) . . . . ?
C6 C7 C8 B5 -98.5(2) . . . . ?
C9 B6 C8 C7 -113.4(2) . . . . ?
B8 B6 C8 C7 150.0(2) . . . . ?
B2 B6 C8 C7 -147.4(2) . . . . ?
B7 B6 C8 C7 110.3(2) . . . . ?
B8 B6 C8 C9 -96.6(2) . . . . ?
B2 B6 C8 C9 -33.97(18) . . . . ?
B7 B6 C8 C9 -136.3(2) . . . . ?
C9 B6 C8 B4 99.5(2) . . . . ?
B8 B6 C8 B4 2.9(3) . . . . ?
B2 B6 C8 B4 65.5(3) . . . . ?
B7 B6 C8 B4 -36.8(2) . . . . ?
C9 B6 C8 B7 136.3(2) . . . . ?
B8 B6 C8 B7 39.7(2) . . . . ?
B2 B6 C8 B7 102.3(2) . . . . ?
C9 B6 C8 B5 31.56(18) . . . . ?
B8 B6 C8 B5 -65.0(3) . . . . ?
B2 B6 C8 B5 -2.4(3) . . . . ?
B7 B6 C8 B5 -104.7(2) . . . . ?
B1 B4 C8 C7 146.9(2) . . . . ?
B9 B4 C8 C7 -150.2(2) . . . . ?
B7 B4 C8 C7 -110.9(2) . . . . ?
B5 B4 C8 C7 106.4(2) . . . . ?
B1 B4 C8 C9 2.0(3) . . . . ?
B9 B4 C8 C9 64.9(2) . . . . ?
B7 B4 C8 C9 104.2(2) . . . . ?
B5 B4 C8 C9 -38.46(18) . . . . ?
B1 B4 C8 B6 -65.4(3) . . . . ?
B9 B4 C8 B6 -2.5(3) . . . . ?
B7 B4 C8 B6 36.8(2) . . . . ?
B5 B4 C8 B6 -105.9(2) . . . . ?
B1 B4 C8 B7 -102.1(2) . . . . ?
B9 B4 C8 B7 -39.3(2) . . . . ?
B5 B4 C8 B7 -142.6(2) . . . . ?
B1 B4 C8 B5 40.49(18) . . . . ?
B9 B4 C8 B5 103.3(2) . . . . ?
B7 B4 C8 B5 142.6(2) . . . . ?
B8 B7 C8 C7 -149.3(2) . . . . ?
B6 B7 C8 C7 -110.1(2) . . . . ?
B9 B7 C8 C7 147.3(2) . . . . ?
B4 B7 C8 C7 107.9(2) . . . . ?
B8 B7 C8 C9 1.7(3) . . . . ?
B6 B7 C8 C9 40.9(2) . . . . ?
B9 B7 C8 C9 -61.7(2) . . . . ?
B4 B7 C8 C9 -101.1(2) . . . . ?
B8 B7 C8 B6 -39.2(2) . . . . ?
B9 B7 C8 B6 -102.6(2) . . . . ?
B4 B7 C8 B6 -142.0(2) . . . . ?
B8 B7 C8 B4 102.7(2) . . . . ?
B6 B7 C8 B4 142.0(2) . . . . ?
B9 B7 C8 B4 39.40(19) . . . . ?
B8 B7 C8 B5 67.3(2) . . . . ?
B6 B7 C8 B5 106.6(2) . . . . ?
B9 B7 C8 B5 4.0(3) . . . . ?
B4 B7 C8 B5 -35.42(19) . . . . ?
N2 B5 C8 C7 3.2(3) . . . . ?
C9 B5 C8 C7 113.9(2) . . . . ?
B1 B5 C8 C7 -148.66(19) . . . . ?
B10 B5 C8 C7 149.28(19) . . . . ?
B4 B5 C8 C7 -108.7(2) . . . . ?
N2 B5 C8 C9 -110.7(2) . . . . ?
B1 B5 C8 C9 97.45(19) . . . . ?
B10 B5 C8 C9 35.39(18) . . . . ?
B4 B5 C8 C9 137.4(2) . . . . ?
N2 B5 C8 B6 -143.0(2) . . . . ?
C9 B5 C8 B6 -32.24(19) . . . . ?
B1 B5 C8 B6 65.2(2) . . . . ?
B10 B5 C8 B6 3.1(2) . . . . ?
B4 B5 C8 B6 105.1(2) . . . . ?
N2 B5 C8 B4 111.9(2) . . . . ?
C9 B5 C8 B4 -137.4(2) . . . . ?
B1 B5 C8 B4 -39.92(18) . . . . ?
B10 B5 C8 B4 -102.0(2) . . . . ?
N2 B5 C8 B7 147.8(2) . . . . ?
C9 B5 C8 B7 -101.5(2) . . . . ?
B1 B5 C8 B7 -4.0(2) . . . . ?
B10 B5 C8 B7 -66.1(2) . . . . ?
B4 B5 C8 B7 35.91(19) . . . . ?
C8 B6 B8 B7 -39.1(2) . . . . ?
C9 B6 B8 B7 -97.6(2) . . . . ?
B2 B6 B8 B7 -137.2(2) . . . . ?
C8 B6 B8 B2 98.0(2) . . . . ?
C9 B6 B8 B2 39.53(18) . . . . ?
B7 B6 B8 B2 137.2(2) . . . . ?
C8 B6 B8 B3 61.2(3) . . . . ?
C9 B6 B8 B3 2.7(3) . . . . ?
B2 B6 B8 B3 -36.9(2) . . . . ?
B7 B6 B8 B3 100.3(2) . . . . ?
C8 B6 B8 B9 -2.1(3) . . . . ?
C9 B6 B8 B9 -60.6(3) . . . . ?
B2 B6 B8 B9 -100.1(2) . . . . ?
B7 B6 B8 B9 37.0(2) . . . . ?
C8 B7 B8 B6 38.80(19) . . . . ?
B9 B7 B8 B6 138.4(2) . . . . ?
B4 B7 B8 B6 100.2(2) . . . . ?
C8 B7 B8 B2 0.4(3) . . . . ?
B6 B7 B8 B2 -38.4(2) . . . . ?
B9 B7 B8 B2 100.0(2) . . . . ?
B4 B7 B8 B2 61.8(3) . . . . ?
C8 B7 B8 B3 -62.7(3) . . . . ?
B6 B7 B8 B3 -101.5(2) . . . . ?
B9 B7 B8 B3 36.9(2) . . . . ?
B4 B7 B8 B3 -1.3(3) . . . . ?
C8 B7 B8 B9 -99.6(2) . . . . ?
B6 B7 B8 B9 -138.4(2) . . . . ?
B4 B7 B8 B9 -38.23(19) . . . . ?
C9 B2 B8 B6 -40.7(2) . . . . ?
B3 B2 B8 B6 -138.7(2) . . . . ?
B10 B2 B8 B6 -101.8(2) . . . . ?
C9 B2 B8 B7 -2.2(3) . . . . ?
B3 B2 B8 B7 -100.3(2) . . . . ?
B6 B2 B8 B7 38.5(2) . . . . ?
B10 B2 B8 B7 -63.3(3) . . . . ?
C9 B2 B8 B3 98.1(2) . . . . ?
B6 B2 B8 B3 138.7(2) . . . . ?
B10 B2 B8 B3 36.9(2) . . . . ?
C9 B2 B8 B9 60.6(3) . . . . ?
B3 B2 B8 B9 -37.4(2) . . . . ?
B6 B2 B8 B9 101.3(2) . . . . ?
B10 B2 B8 B9 -0.5(3) . . . . ?
B2 B3 B8 B6 37.1(2) . . . . ?
B10 B3 B8 B6 -0.3(3) . . . . ?
B9 B3 B8 B6 -100.7(2) . . . . ?
B1 B3 B8 B6 -63.6(3) . . . . ?
B2 B3 B8 B7 101.0(2) . . . . ?
B10 B3 B8 B7 63.7(3) . . . . ?
B9 B3 B8 B7 -36.8(2) . . . . ?
B1 B3 B8 B7 0.3(3) . . . . ?
B10 B3 B8 B2 -37.4(2) . . . . ?
B9 B3 B8 B2 -137.8(2) . . . . ?
B1 B3 B8 B2 -100.7(2) . . . . ?
B2 B3 B8 B9 137.8(2) . . . . ?
B10 B3 B8 B9 100.5(2) . . . . ?
B1 B3 B8 B9 37.1(2) . . . . ?
C7 C8 C9 B2 146.8(2) . . . . ?
B6 C8 C9 B2 37.7(2) . . . . ?
B4 C8 C9 B2 -70.2(2) . . . . ?
B7 C8 C9 B2 -3.2(3) . . . . ?
B5 C8 C9 B2 -109.0(2) . . . . ?
C7 C8 C9 B10 -143.9(2) . . . . ?
B6 C8 C9 B10 107.0(2) . . . . ?
B4 C8 C9 B10 -0.9(3) . . . . ?
B7 C8 C9 B10 66.0(3) . . . . ?
B5 C8 C9 B10 -39.8(2) . . . . ?
C7 C8 C9 B5 -104.1(2) . . . . ?
B6 C8 C9 B5 146.77(19) . . . . ?
B4 C8 C9 B5 38.86(18) . . . . ?
B7 C8 C9 B5 105.8(2) . . . . ?
C7 C8 C9 B6 109.1(2) . . . . ?
B4 C8 C9 B6 -107.9(2) . . . . ?
B7 C8 C9 B6 -41.0(2) . . . . ?
B5 C8 C9 B6 -146.77(19) . . . . ?
B3 B2 C9 C8 65.6(3) . . . . ?
B6 B2 C9 C8 -37.19(19) . . . . ?
B8 B2 C9 C8 3.3(3) . . . . ?
B10 B2 C9 C8 106.0(2) . . . . ?
B3 B2 C9 B10 -40.4(2) . . . . ?
B6 B2 C9 B10 -143.1(2) . . . . ?
B8 B2 C9 B10 -102.6(2) . . . . ?
B3 B2 C9 B5 -5.6(3) . . . . ?
B6 B2 C9 B5 -108.3(2) . . . . ?
B8 B2 C9 B5 -67.8(3) . . . . ?
B10 B2 C9 B5 34.8(2) . . . . ?
B3 B2 C9 B6 102.7(2) . . . . ?
B8 B2 C9 B6 40.5(2) . . . . ?
B10 B2 C9 B6 143.1(2) . . . . ?
N2 B5 C9 C8 103.4(3) . . . . ?
B1 B5 C9 C8 -97.00(19) . . . . ?
B10 B5 C9 C8 -138.4(2) . . . . ?
B4 B5 C9 C8 -35.67(17) . . . . ?
N2 B5 C9 B2 -153.3(2) . . . . ?
B1 B5 C9 B2 6.3(3) . . . . ?
B10 B5 C9 B2 -35.1(2) . . . . ?
B4 B5 C9 B2 67.6(3) . . . . ?
C8 B5 C9 B2 103.3(2) . . . . ?
N2 B5 C9 B10 -118.2(3) . . . . ?
B1 B5 C9 B10 41.43(19) . . . . ?
B4 B5 C9 B10 102.8(2) . . . . ?
C8 B5 C9 B10 138.4(2) . . . . ?
N2 B5 C9 B6 135.9(2) . . . . ?
B1 B5 C9 B6 -64.4(3) . . . . ?
B10 B5 C9 B6 -105.9(2) . . . . ?
B4 B5 C9 B6 -3.1(3) . . . . ?
C8 B5 C9 B6 32.56(19) . . . . ?
B8 B6 C9 C8 99.4(2) . . . . ?
B2 B6 C9 C8 140.2(2) . . . . ?
B7 B6 C9 C8 37.45(18) . . . . ?
C8 B6 C9 B2 -140.2(2) . . . . ?
B8 B6 C9 B2 -40.8(2) . . . . ?
B7 B6 C9 B2 -102.8(2) . . . . ?
C8 B6 C9 B10 -103.9(2) . . . . ?
B8 B6 C9 B10 -4.5(3) . . . . ?
B2 B6 C9 B10 36.3(2) . . . . ?
B7 B6 C9 B10 -66.5(2) . . . . ?
C8 B6 C9 B5 -33.63(19) . . . . ?
B8 B6 C9 B5 65.8(3) . . . . ?
B2 B6 C9 B5 106.6(2) . . . . ?
B7 B6 C9 B5 3.8(3) . . . . ?
C8 B7 B9 B4 -38.80(19) . . . . ?
B8 B7 B9 B4 -137.2(2) . . . . ?
B6 B7 B9 B4 -100.2(2) . . . . ?
C8 B7 B9 B1 -2.3(3) . . . . ?
B8 B7 B9 B1 -100.7(2) . . . . ?
B6 B7 B9 B1 -63.6(3) . . . . ?
B4 B7 B9 B1 36.53(19) . . . . ?
C8 B7 B9 B3 61.7(3) . . . . ?
B8 B7 B9 B3 -36.7(2) . . . . ?
B6 B7 B9 B3 0.3(3) . . . . ?
B4 B7 B9 B3 100.5(2) . . . . ?
C8 B7 B9 B8 98.4(2) . . . . ?
B6 B7 B9 B8 37.1(2) . . . . ?
B4 B7 B9 B8 137.2(2) . . . . ?
C8 B4 B9 B7 38.80(19) . . . . ?
B1 B4 B9 B7 139.1(2) . . . . ?
B5 B4 B9 B7 103.1(2) . . . . ?
C8 B4 B9 B1 -100.3(2) . . . . ?
B7 B4 B9 B1 -139.1(2) . . . . ?
B5 B4 B9 B1 -36.00(19) . . . . ?
C8 B4 B9 B3 -61.6(3) . . . . ?
B1 B4 B9 B3 38.6(2) . . . . ?
B7 B4 B9 B3 -100.4(2) . . . . ?
B5 B4 B9 B3 2.6(3) . . . . ?
C8 B4 B9 B8 1.0(3) . . . . ?
B1 B4 B9 B8 101.3(2) . . . . ?
B7 B4 B9 B8 -37.8(2) . . . . ?
B5 B4 B9 B8 65.3(3) . . . . ?
B10 B1 B9 B7 63.6(3) . . . . ?
B5 B1 B9 B7 -0.1(3) . . . . ?
B4 B1 B9 B7 -36.8(2) . . . . ?
B3 B1 B9 B7 100.0(2) . . . . ?
B10 B1 B9 B4 100.4(2) . . . . ?
B5 B1 B9 B4 36.68(19) . . . . ?
B3 B1 B9 B4 136.8(2) . . . . ?
B10 B1 B9 B3 -36.4(2) . . . . ?
B5 B1 B9 B3 -100.1(2) . . . . ?
B4 B1 B9 B3 -136.8(2) . . . . ?
B10 B1 B9 B8 0.6(3) . . . . ?
B5 B1 B9 B8 -63.1(3) . . . . ?
B4 B1 B9 B8 -99.8(2) . . . . ?
B3 B1 B9 B8 37.0(2) . . . . ?
B2 B3 B9 B7 -1.1(3) . . . . ?
B10 B3 B9 B7 -65.1(3) . . . . ?
B8 B3 B9 B7 36.7(2) . . . . ?
B1 B3 B9 B7 -101.7(2) . . . . ?
B2 B3 B9 B4 62.3(3) . . . . ?
B10 B3 B9 B4 -1.6(3) . . . . ?
B8 B3 B9 B4 100.2(2) . . . . ?
B1 B3 B9 B4 -38.21(19) . . . . ?
B2 B3 B9 B1 100.6(2) . . . . ?
B10 B3 B9 B1 36.6(2) . . . . ?
B8 B3 B9 B1 138.4(2) . . . . ?
B2 B3 B9 B8 -37.9(2) . . . . ?
B10 B3 B9 B8 -101.9(2) . . . . ?
B1 B3 B9 B8 -138.4(2) . . . . ?
B6 B8 B9 B7 -37.4(2) . . . . ?
B2 B8 B9 B7 -101.1(2) . . . . ?
B3 B8 B9 B7 -138.5(2) . . . . ?
B6 B8 B9 B4 0.7(3) . . . . ?
B7 B8 B9 B4 38.1(2) . . . . ?
B2 B8 B9 B4 -63.0(3) . . . . ?
B3 B8 B9 B4 -100.4(2) . . . . ?
B6 B8 B9 B1 63.6(3) . . . . ?
B7 B8 B9 B1 101.0(2) . . . . ?
B2 B8 B9 B1 0.0(3) . . . . ?
B3 B8 B9 B1 -37.5(2) . . . . ?
B6 B8 B9 B3 101.1(2) . . . . ?
B7 B8 B9 B3 138.5(2) . . . . ?
B2 B8 B9 B3 37.4(2) . . . . ?
B5 N2 C10 O4 1.6(4) . . . . ?
B5 N2 C10 C11 -177.5(3) . . . . ?
C8 C9 B10 B3 -63.5(2) . . . . ?
B2 C9 B10 B3 40.4(2) . . . . ?
B5 C9 B10 B3 -104.2(2) . . . . ?
B6 C9 B10 B3 4.3(3) . . . . ?
C8 C9 B10 B1 -0.6(3) . . . . ?
B2 C9 B10 B1 103.3(2) . . . . ?
B5 C9 B10 B1 -41.23(19) . . . . ?
B6 C9 B10 B1 67.3(3) . . . . ?
C8 C9 B10 B5 40.66(19) . . . . ?
B2 C9 B10 B5 144.5(2) . . . . ?
B6 C9 B10 B5 108.5(2) . . . . ?
C8 C9 B10 B2 -103.9(2) . . . . ?
B5 C9 B10 B2 -144.5(2) . . . . ?
B6 C9 B10 B2 -36.0(2) . . . . ?
B2 B3 B10 C9 -39.56(19) . . . . ?
B9 B3 B10 C9 62.0(3) . . . . ?
B8 B3 B10 C9 -2.3(3) . . . . ?
B1 B3 B10 C9 98.6(2) . . . . ?
B2 B3 B10 B1 -138.1(2) . . . . ?
B9 B3 B10 B1 -36.5(2) . . . . ?
B8 B3 B10 B1 -100.9(2) . . . . ?
B2 B3 B10 B5 -101.6(2) . . . . ?
B9 B3 B10 B5 0.0(3) . . . . ?
B8 B3 B10 B5 -64.3(3) . . . . ?
B1 B3 B10 B5 36.6(2) . . . . ?
B9 B3 B10 B2 101.6(2) . . . . ?
B8 B3 B10 B2 37.3(2) . . . . ?
B1 B3 B10 B2 138.1(2) . . . . ?
B5 B1 B10 C9 41.08(18) . . . . ?
B4 B1 B10 C9 1.8(3) . . . . ?
B9 B1 B10 C9 -61.6(2) . . . . ?
B3 B1 B10 C9 -98.2(2) . . . . ?
B5 B1 B10 B3 139.3(2) . . . . ?
B4 B1 B10 B3 100.0(2) . . . . ?
B9 B1 B10 B3 36.6(2) . . . . ?
B4 B1 B10 B5 -39.3(2) . . . . ?
B9 B1 B10 B5 -102.7(2) . . . . ?
B3 B1 B10 B5 -139.3(2) . . . . ?
B5 B1 B10 B2 101.8(2) . . . . ?
B4 B1 B10 B2 62.5(3) . . . . ?
B9 B1 B10 B2 -0.9(3) . . . . ?
B3 B1 B10 B2 -37.5(2) . . . . ?
N2 B5 B10 C9 107.0(3) . . . . ?
B1 B5 B10 C9 -132.2(2) . . . . ?
B4 B5 B10 C9 -93.6(2) . . . . ?
C8 B5 B10 C9 -34.02(17) . . . . ?
N2 B5 B10 B3 -157.9(3) . . . . ?
C9 B5 B10 B3 95.2(2) . . . . ?
B1 B5 B10 B3 -37.1(2) . . . . ?
B4 B5 B10 B3 1.6(3) . . . . ?
C8 B5 B10 B3 61.1(2) . . . . ?
N2 B5 B10 B1 -120.8(3) . . . . ?
C9 B5 B10 B1 132.2(2) . . . . ?
B4 B5 B10 B1 38.66(19) . . . . ?
C8 B5 B10 B1 98.2(2) . . . . ?
N2 B5 B10 B2 138.5(3) . . . . ?
C9 B5 B10 B2 31.49(19) . . . . ?
B1 B5 B10 B2 -100.7(2) . . . . ?
B4 B5 B10 B2 -62.1(3) . . . . ?
C8 B5 B10 B2 -2.5(3) . . . . ?
B3 B2 B10 C9 133.3(2) . . . . ?
B6 B2 B10 C9 33.21(19) . . . . ?
B8 B2 B10 C9 96.2(2) . . . . ?
C9 B2 B10 B3 -133.3(2) . . . . ?
B6 B2 B10 B3 -100.1(2) . . . . ?
B8 B2 B10 B3 -37.1(2) . . . . ?
C9 B2 B10 B1 -95.4(2) . . . . ?
B3 B2 B10 B1 37.9(2) . . . . ?
B6 B2 B10 B1 -62.2(3) . . . . ?
B8 B2 B10 B1 0.9(3) . . . . ?
C9 B2 B10 B5 -31.94(19) . . . . ?
B3 B2 B10 B5 101.4(2) . . . . ?
B6 B2 B10 B5 1.3(3) . . . . ?
B8 B2 B10 B5 64.3(3) . . . . ?
C1 O2 C12 C13 -56.9(3) . . . . ?
C1 O2 C12 C14 68.6(3) . . . . ?
C1 O2 C12 C15 -174.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        66.37
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.049

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH-H2O'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_DC1
_database_code_depnum_ccdc_archive 'CCDC 1839010'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;
_audit_creation_date             2017-03-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_systematic        
;
(S,S)-tert-Butyl N-(3-formamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylphenylalaninate
;
_chemical_melting_point          '419-422 K'
_chemical_formula_moiety         'C18 H32 B10 N2 O4'
_chemical_formula_sum            'C18 H32 B10 N2 O4'
_chemical_formula_weight         448.71
_chemical_absolute_configuration (S,S)
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H . . 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236 57.79970
0.0030380000826 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
C . . 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870 51.65120
0.215599998832 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
B . . 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980 0.14030
-0.193200007081 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
O . . 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390 32.90890
0.250800013542 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
N . . 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750 0.58260
-11.5290002823 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 2 21 21'
_space_group_name_Hall           ' P 2 2ab (z,x,y)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x,-y,-z
3 -x,y+1/2,-z+1/2
4 -x,-y+1/2,z+1/2

_symmetry_Int_Tables_number      18
_cell_length_a                   7.376(3)
_cell_length_b                   11.388(3)
_cell_length_c                   31.773(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2669(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    826
_cell_measurement_theta_min      2.7836
_cell_measurement_theta_max      66.8322
_exptl_absorpt_coefficient_mu    0.542
_exptl_absorpt_correction_T_min  0.87777
_exptl_absorpt_correction_T_max  1.12533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.1162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plank
_exptl_crystal_F_000             943.8276
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.0837
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            10617
_diffrn_reflns_theta_full        66.0000
_diffrn_reflns_theta_max         68.14
_diffrn_reflns_theta_min         2.78
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.9539
_diffrn_measured_fraction_theta_max 0.9378
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              0
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              38
_reflns_limit_l_min              0
_reflns_number_gt                1134
_reflns_number_total             2637
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.2474
_refine_diff_density_min         -0.3234
_refine_diff_density_rms         0.0544
_refine_ls_d_res_high            0.8307
_refine_ls_d_res_low             15.8866
_refine_ls_goodness_of_fit_ref   1.0372
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    56
_refine_ls_number_parameters     309
_refine_ls_number_reflns         2637
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.0372
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0180P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0775
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C3(H3a,H3b)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C7(H7), C6(H6a), C5(H5), C14(H14), N0aa(H0aa), N1(H1)
2.d Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C16(H16a,H16b,H16c)
2.e Boron cage BH refined with riding coordinates:
 B9(H9a), B10(H10a), B7(H7a), B8(H8a), B5(H5a), B6(H6), B3(H3), B2(H2a),
 B4(H4), C10(H10)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
N7 N 1.5338(4) 1.5588(3) 1.68287(10) 0.0565(10) Uani 1.000000 .
H7 H 1.4755(4) 1.6164(3) 1.69392(10) 0.0678(12) Uiso 1.000000 R
O2 O 1.3885(4) 1.3269(3) 1.62432(9) 0.0725(9) Uani 1.000000 .
O3 O 1.2482(4) 1.4999(3) 1.62852(9) 0.0769(10) Uani 1.000000 .
O4 O 1.7912(4) 1.4991(3) 1.65344(11) 0.0948(12) Uani 1.000000 .
O5 O 2.3492(4) 1.7812(3) 1.70049(10) 0.0822(10) Uani 1.000000 .
C12 C 1.7579(5) 1.7028(4) 1.66673(11) 0.0589(12) Uani 1.000000 .
H12a H 1.8640(5) 1.7096(4) 1.68462(11) 0.0707(15) Uiso 1.000000 R
H12b H 1.6630(5) 1.7512(4) 1.67880(11) 0.0707(15) Uiso 1.000000 R
C2 C 1.4524(6) 1.4435(4) 1.68253(13) 0.0553(12) Uani 1.000000 .
H2 H 1.5480(6) 1.3839(4) 1.68457(13) 0.0663(14) Uiso 1.000000 R
C4 C 1.2230(7) 1.3152(4) 1.71959(12) 0.0602(12) Uani 1.000000 .
C1 C 1.3508(6) 1.4274(4) 1.64159(14) 0.0570(12) Uani 1.000000 .
C3 C 1.3235(6) 1.4309(3) 1.72015(12) 0.0681(14) Uani 1.000000 .
H3a H 1.3925(6) 1.4369(3) 1.74605(12) 0.0817(16) Uiso 1.000000 R
H3b H 1.2364(6) 1.4947(3) 1.71969(12) 0.0817(16) Uiso 1.000000 R
C10 C 1.9138(6) 1.6654(4) 1.58965(13) 0.0643(13) Uani 1.000000 .
H10 H 1.9485(6) 1.5747(4) 1.59843(13) 0.0772(16) Uiso 1.000000 R
C7 C 1.0394(9) 1.1050(6) 1.71889(15) 0.0888(18) Uani 1.000000 .
H7a H 0.9762(9) 1.0343(6) 1.71911(15) 0.107(2) Uiso 1.000000 R
C11 C 1.8045(5) 1.7496(4) 1.62304(12) 0.0539(11) Uani 1.000000 .
C13 C 1.6963(7) 1.5776(4) 1.66654(14) 0.0639(13) Uani 1.000000 .
C8 C 1.2208(8) 1.1064(5) 1.72505(14) 0.0787(16) Uani 1.000000 .
H8 H 1.2831(8) 1.0363(5) 1.72909(14) 0.0945(19) Uiso 1.000000 R
N1 N 2.1644(4) 1.7387(3) 1.64589(11) 0.0656(10) Uani 1.000000 .
H1 H 2.1962(4) 1.6660(3) 1.64648(11) 0.0787(12) Uiso 1.000000 R
C5 C 1.0414(7) 1.3134(5) 1.71309(15) 0.0795(16) Uani 1.000000 .
H5 H 0.9786(7) 1.3833(5) 1.70915(15) 0.0954(19) Uiso 1.000000 R
C9 C 1.3136(6) 1.2112(5) 1.72536(12) 0.0670(13) Uani 1.000000 .
H9 H 1.4384(6) 1.2116(5) 1.72950(12) 0.0804(16) Uiso 1.000000 R
B6 B 1.8109(8) 1.9296(5) 1.56556(18) 0.0865(19) Uani 1.000000 .
H6 H 1.7761(8) 2.0207(5) 1.55730(18) 0.104(2) Uiso 1.000000 R
C15 C 1.3005(8) 1.2884(5) 1.58431(17) 0.0967(18) Uani 1.000000 .
B2 B 1.8749(7) 1.8879(4) 1.61747(18) 0.0632(15) Uani 1.000000 .
H2a H 1.8814(7) 1.9509(4) 1.64367(18) 0.0759(18) Uiso 1.000000 R
B1 B 2.0338(6) 1.7736(5) 1.61351(16) 0.0579(14) Uani 1.000000 .
C14 C 2.2384(6) 1.8094(4) 1.67452(15) 0.0744(14) Uani 1.000000 .
H14 H 2.2013(6) 1.8875(4) 1.67446(15) 0.0892(17) Uiso 1.000000 R
B9 B 1.6892(8) 1.6967(6) 1.57982(16) 0.0826(19) Uani 1.000000 .
H9a H 1.5761(8) 1.6339(6) 1.58111(16) 0.099(2) Uiso 1.000000 R
C6 C 0.9500(7) 1.2083(6) 1.71234(18) 0.103(2) Uani 1.000000 .
H6a H 0.8258(7) 1.2075(6) 1.70731(18) 0.124(2) Uiso 1.000000 R
B4 B 2.0630(8) 1.7391(5) 1.55989(16) 0.0784(19) Uani 1.000000 .
H4 H 2.1915(8) 1.7036(5) 1.54779(16) 0.094(2) Uiso 1.000000 R
B3 B 2.0367(8) 1.8856(5) 1.57643(19) 0.0809(19) Uani 1.000000 .
H3 H 2.1501(8) 1.9482(5) 1.57522(19) 0.097(2) Uiso 1.000000 R
B10 B 1.8527(9) 1.6927(6) 1.54045(16) 0.096(2) Uani 1.000000 .
H10a H 1.8457(9) 1.6251(6) 1.51576(16) 0.115(2) Uiso 1.000000 R
C16 C 1.3447(10) 1.3731(5) 1.54973(15) 0.153(3) Uani 1.000000 .
H16a H 1.4700(19) 1.395(3) 1.5516(9) 0.229(4) Uiso 1.000000 GR
H16b H 1.323(6) 1.3365(16) 1.52299(16) 0.229(4) Uiso 1.000000 GR
H16c H 1.270(5) 1.4416(19) 1.5524(9) 0.229(4) Uiso 1.000000 GR
C17 C 1.1022(8) 1.2718(5) 1.59225(18) 0.150(3) Uani 1.000000 .
H17a H 1.0455(13) 1.3469(6) 1.5960(14) 0.225(4) Uiso 1.000000 GR
H17b H 1.0482(14) 1.232(4) 1.5687(6) 0.225(4) Uiso 1.000000 GR
H17c H 1.0856(8) 1.225(3) 1.6172(8) 0.225(4) Uiso 1.000000 GR
B7 B 1.7002(9) 1.8106(6) 1.54292(17) 0.097(2) Uani 1.000000 .
H7b H 1.5927(9) 1.8231(6) 1.51935(17) 0.116(2) Uiso 1.000000 R
B8 B 1.6665(8) 1.8427(5) 1.59687(16) 0.0722(17) Uani 1.000000 .
H8a H 1.5375(8) 1.8761(5) 1.60944(16) 0.087(2) Uiso 1.000000 R
B5 B 1.9253(9) 1.8384(6) 1.53023(18) 0.096(2) Uani 1.000000 .
H5a H 1.9650(9) 1.8694(6) 1.49876(18) 0.115(3) Uiso 1.000000 R
C18 C 1.3993(9) 1.1711(4) 1.57693(18) 0.148(3) Uani 1.000000 .
H18a H 1.372(5) 1.1180(15) 1.5995(8) 0.222(4) Uiso 1.000000 GR
H18b H 1.360(5) 1.138(2) 1.5508(8) 0.222(4) Uiso 1.000000 GR
H18c H 1.5277(10) 1.1846(8) 1.5759(15) 0.222(4) Uiso 1.000000 GR


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
N7 H7 0.8600 . ?
N7 C2 1.444(4) . ?
N7 C13 1.324(5) . ?
O2 C1 1.299(5) . ?
O2 C15 1.493(5) . ?
O3 C1 1.194(5) . ?
O4 C13 1.210(5) . ?
O5 C14 1.205(5) . ?
C12 H12a 0.9700 . ?
C12 H12b 0.9700 . ?
C12 C11 1.526(5) . ?
C12 C13 1.496(6) . ?
C2 H2 0.9800 . ?
C2 C1 1.513(6) . ?
C2 C3 1.534(5) . ?
C4 C3 1.512(5) . ?
C4 C5 1.356(5) . ?
C4 C9 1.372(6) . ?
C3 H3a 0.9700 . ?
C3 H3b 0.9700 . ?
C10 H10 1.1000 . ?
C10 C11 1.642(5) . ?
C10 B1 1.696(6) . ?
C10 B9 1.724(7) . ?
C10 B4 1.676(6) . ?
C10 B10 1.656(6) . ?
C7 H7a 0.9300 . ?
C7 C8 1.352(6) . ?
C7 C6 1.365(6) . ?
C11 B2 1.668(6) . ?
C11 B1 1.740(6) . ?
C11 B9 1.724(6) . ?
C11 B8 1.689(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.376(6) . ?
N1 H1 0.8600 . ?
N1 B1 1.465(5) . ?
N1 C14 1.332(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.374(6) . ?
C9 H9 0.9300 . ?
B6 H6 1.1000 . ?
B6 B2 1.780(7) . ?
B6 B3 1.774(8) . ?
B6 B7 1.738(8) . ?
B6 B8 1.761(7) . ?
B6 B5 1.747(8) . ?
C15 C16 1.498(6) . ?
C15 C17 1.496(7) . ?
C15 C18 1.540(6) . ?
B2 H2a 1.1000 . ?
B2 B1 1.756(7) . ?
B2 B3 1.768(7) . ?
B2 B8 1.748(7) . ?
B1 B4 1.761(7) . ?
B1 B3 1.736(7) . ?
C14 H14 0.9300 . ?
B9 H9a 1.1000 . ?
B9 B10 1.738(8) . ?
B9 B7 1.750(8) . ?
B9 B8 1.757(8) . ?
C6 H6a 0.9300 . ?
B4 H4 1.1000 . ?
B4 B3 1.759(8) . ?
B4 B10 1.751(8) . ?
B4 B5 1.788(8) . ?
B3 H3 1.1000 . ?
B3 B5 1.766(8) . ?
B10 H10a 1.1000 . ?
B10 B7 1.754(9) . ?
B10 B5 1.774(8) . ?
C16 H16a 0.9600 . ?
C16 H16b 0.9600 . ?
C16 H16c 0.9600 . ?
C17 H17a 0.9600 . ?
C17 H17b 0.9600 . ?
C17 H17c 0.9600 . ?
B7 H7b 1.1000 . ?
B7 B8 1.770(8) . ?
B7 B5 1.738(9) . ?
B8 H8a 1.1000 . ?
B5 H5a 1.1000 . ?
C18 H18a 0.9600 . ?
C18 H18b 0.9600 . ?
C18 H18c 0.9600 . ?

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
C2 N7 H7 119.3(2) . . ?
C13 N7 H7 119.3(3) . . ?
C13 N7 C2 121.4(4) . . ?
C15 O2 C1 121.7(4) . . ?
H12b C12 H12a 107.7 . . ?
C11 C12 H12a 108.9(2) . . ?
C11 C12 H12b 108.9(2) . . ?
C13 C12 H12a 108.9(2) . . ?
C13 C12 H12b 108.9(2) . . ?
C13 C12 C11 113.4(3) . . ?
H2 C2 N7 109.3(2) . . ?
C1 C2 N7 108.8(3) . . ?
C1 C2 H2 109.3(3) . . ?
C3 C2 N7 109.7(4) . . ?
C3 C2 H2 109.3(2) . . ?
C3 C2 C1 110.6(3) . . ?
C5 C4 C3 119.9(6) . . ?
C9 C4 C3 120.8(5) . . ?
C9 C4 C5 119.3(5) . . ?
O3 C1 O2 126.7(4) . . ?
C2 C1 O2 111.3(4) . . ?
C2 C1 O3 122.0(4) . . ?
C4 C3 C2 112.1(3) . . ?
H3a C3 C2 109.2(2) . . ?
H3a C3 C4 109.2(2) . . ?
H3b C3 C2 109.2(2) . . ?
H3b C3 C4 109.2(3) . . ?
H3b C3 H3a 107.9 . . ?
C11 C10 H10 119.9(2) . . ?
B1 C10 H10 116.6(2) . . ?
B1 C10 C11 62.8(3) . . ?
B9 C10 H10 117.6(3) . . ?
B9 C10 C11 61.6(3) . . ?
B9 C10 B1 115.6(4) . . ?
B4 C10 H10 117.4(3) . . ?
B4 C10 C11 113.2(3) . . ?
B4 C10 B1 63.0(3) . . ?
B4 C10 B9 115.2(4) . . ?
B10 C10 H10 118.6(3) . . ?
B10 C10 C11 111.5(4) . . ?
B10 C10 B1 115.3(4) . . ?
B10 C10 B9 61.9(3) . . ?
B10 C10 B4 63.4(3) . . ?
C8 C7 H7a 120.3(4) . . ?
C6 C7 H7a 120.3(4) . . ?
C6 C7 C8 119.3(6) . . ?
C10 C11 C12 119.6(3) . . ?
B2 C11 C12 119.8(4) . . ?
B2 C11 C10 109.3(3) . . ?
B1 C11 C12 115.6(3) . . ?
B1 C11 C10 60.1(3) . . ?
B1 C11 B2 62.0(3) . . ?
B9 C11 C12 119.5(3) . . ?
B9 C11 C10 61.6(3) . . ?
B9 C11 B2 113.5(4) . . ?
B9 C11 B1 113.3(4) . . ?
B8 C11 C12 122.1(4) . . ?
B8 C11 C10 110.2(3) . . ?
B8 C11 B2 62.8(3) . . ?
B8 C11 B1 113.7(4) . . ?
B8 C11 B9 62.0(3) . . ?
O4 C13 N7 122.6(5) . . ?
C12 C13 N7 115.3(5) . . ?
C12 C13 O4 122.0(4) . . ?
H8 C8 C7 119.9(4) . . ?
C9 C8 C7 120.3(6) . . ?
C9 C8 H8 119.9(3) . . ?
B1 N1 H1 117.1(3) . . ?
C14 N1 H1 117.1(3) . . ?
C14 N1 B1 125.8(4) . . ?
H5 C5 C4 120.0(4) . . ?
C6 C5 C4 120.0(5) . . ?
C6 C5 H5 120.0(3) . . ?
C8 C9 C4 120.3(4) . . ?
H9 C9 C4 119.8(3) . . ?
H9 C9 C8 119.8(3) . . ?
B2 B6 H6 122.3(3) . . ?
B3 B6 H6 122.1(3) . . ?
B3 B6 B2 59.6(3) . . ?
B7 B6 H6 121.8(3) . . ?
B7 B6 B2 107.5(4) . . ?
B7 B6 B3 107.5(4) . . ?
B8 B6 H6 121.6(3) . . ?
B8 B6 B2 59.2(3) . . ?
B8 B6 B3 107.4(4) . . ?
B8 B6 B7 60.8(3) . . ?
B5 B6 H6 121.3(3) . . ?
B5 B6 B2 108.0(4) . . ?
B5 B6 B3 60.2(4) . . ?
B5 B6 B7 59.8(4) . . ?
B5 B6 B8 108.7(4) . . ?
C16 C15 O2 109.9(4) . . ?
C17 C15 O2 108.6(4) . . ?
C17 C15 C16 114.7(6) . . ?
C18 C15 O2 100.3(4) . . ?
C18 C15 C16 110.1(5) . . ?
C18 C15 C17 112.2(6) . . ?
B6 B2 C11 105.5(4) . . ?
H2a B2 C11 123.3(2) . . ?
H2a B2 B6 122.6(3) . . ?
B1 B2 C11 61.0(3) . . ?
B1 B2 B6 108.0(4) . . ?
B1 B2 H2a 120.6(3) . . ?
B3 B2 C11 105.9(4) . . ?
B3 B2 B6 60.0(3) . . ?
B3 B2 H2a 122.6(3) . . ?
B3 B2 B1 59.0(3) . . ?
B8 B2 C11 59.2(3) . . ?
B8 B2 B6 59.9(3) . . ?
B8 B2 H2a 120.9(3) . . ?
B8 B2 B1 110.0(4) . . ?
B8 B2 B3 108.2(4) . . ?
C11 B1 C10 57.1(2) . . ?
N1 B1 C10 117.4(4) . . ?
N1 B1 C11 118.3(4) . . ?
B2 B1 C10 102.8(3) . . ?
B2 B1 C11 57.0(3) . . ?
B2 B1 N1 126.1(4) . . ?
B4 B1 C10 58.0(3) . . ?
B4 B1 C11 104.6(4) . . ?
B4 B1 N1 122.6(4) . . ?
B4 B1 B2 108.4(4) . . ?
B3 B1 C10 103.7(4) . . ?
B3 B1 C11 104.2(4) . . ?
B3 B1 N1 131.9(4) . . ?
B3 B1 B2 60.8(3) . . ?
B3 B1 B4 60.4(3) . . ?
N1 C14 O5 125.7(5) . . ?
H14 C14 O5 117.1(3) . . ?
H14 C14 N1 117.1(3) . . ?
C11 B9 C10 56.9(2) . . ?
H9a B9 C10 126.0(3) . . ?
H9a B9 C11 124.9(2) . . ?
B10 B9 C10 57.2(3) . . ?
B10 B9 C11 103.9(4) . . ?
B10 B9 H9a 122.4(3) . . ?
B7 B9 C10 103.3(4) . . ?
B7 B9 C11 104.6(4) . . ?
B7 B9 H9a 122.9(3) . . ?
B7 B9 B10 60.4(4) . . ?
B8 B9 C10 103.4(4) . . ?
B8 B9 C11 58.1(3) . . ?
B8 B9 H9a 122.2(3) . . ?
B8 B9 B10 108.2(5) . . ?
B8 B9 B7 60.6(3) . . ?
C5 C6 C7 120.8(5) . . ?
H6a C6 C7 119.6(4) . . ?
H6a C6 C5 119.6(3) . . ?
B1 B4 C10 59.1(3) . . ?
H4 B4 C10 125.3(3) . . ?
H4 B4 B1 121.7(3) . . ?
B3 B4 C10 103.5(4) . . ?
B3 B4 B1 59.1(3) . . ?
B3 B4 H4 123.2(3) . . ?
B10 B4 C10 57.7(3) . . ?
B10 B4 B1 107.5(4) . . ?
B10 B4 H4 121.9(3) . . ?
B10 B4 B3 107.1(5) . . ?
B5 B4 C10 104.0(4) . . ?
B5 B4 B1 107.4(4) . . ?
B5 B4 H4 122.5(3) . . ?
B5 B4 B3 59.7(3) . . ?
B5 B4 B10 60.1(3) . . ?
B2 B3 B6 60.4(3) . . ?
B1 B3 B6 109.2(4) . . ?
B1 B3 B2 60.1(3) . . ?
B4 B3 B6 108.3(5) . . ?
B4 B3 B2 108.0(4) . . ?
B4 B3 B1 60.5(3) . . ?
H3 B3 B6 121.6(3) . . ?
H3 B3 B2 122.0(3) . . ?
H3 B3 B1 120.6(3) . . ?
H3 B3 B4 121.3(3) . . ?
B5 B3 B6 59.1(4) . . ?
B5 B3 B2 107.7(4) . . ?
B5 B3 B1 109.6(4) . . ?
B5 B3 B4 61.0(3) . . ?
B5 B3 H3 121.4(3) . . ?
B9 B10 C10 61.0(3) . . ?
B4 B10 C10 58.9(3) . . ?
B4 B10 B9 110.7(4) . . ?
H10a B10 C10 123.7(3) . . ?
H10a B10 B9 119.9(3) . . ?
H10a B10 B4 120.3(3) . . ?
B7 B10 C10 106.0(4) . . ?
B7 B10 B9 60.2(3) . . ?
B7 B10 B4 108.7(4) . . ?
B7 B10 H10a 122.5(3) . . ?
B5 B10 C10 105.4(4) . . ?
B5 B10 B9 108.4(5) . . ?
B5 B10 B4 61.0(4) . . ?
B5 B10 H10a 122.6(3) . . ?
B5 B10 B7 59.0(4) . . ?
H16a C16 C15 109.5 . . ?
H16b C16 C15 109.5 . . ?
H16b C16 H16a 109.5 . . ?
H16c C16 C15 109.5 . . ?
H16c C16 H16a 109.5 . . ?
H16c C16 H16b 109.5 . . ?
H17a C17 C15 109.5 . . ?
H17b C17 C15 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C15 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
B9 B7 B6 108.8(4) . . ?
B10 B7 B6 108.3(4) . . ?
B10 B7 B9 59.5(3) . . ?
H7b B7 B6 121.3(3) . . ?
H7b B7 B9 121.2(3) . . ?
H7b B7 B10 122.1(3) . . ?
B8 B7 B6 60.3(3) . . ?
B8 B7 B9 59.9(3) . . ?
B8 B7 B10 107.0(4) . . ?
B8 B7 H7b 122.1(3) . . ?
B5 B7 B6 60.3(4) . . ?
B5 B7 B9 109.6(5) . . ?
B5 B7 B10 61.1(4) . . ?
B5 B7 H7b 120.5(3) . . ?
B5 B7 B8 108.7(4) . . ?
B6 B8 C11 105.5(4) . . ?
B2 B8 C11 58.0(3) . . ?
B2 B8 B6 61.0(3) . . ?
B9 B8 C11 60.0(3) . . ?
B9 B8 B6 107.5(4) . . ?
B9 B8 B2 108.1(4) . . ?
B7 B8 C11 105.2(4) . . ?
B7 B8 B6 59.0(3) . . ?
B7 B8 B2 107.5(4) . . ?
B7 B8 B9 59.5(3) . . ?
H8a B8 C11 124.0(2) . . ?
H8a B8 B6 122.3(3) . . ?
H8a B8 B2 121.6(3) . . ?
H8a B8 B9 121.4(3) . . ?
H8a B8 B7 123.0(3) . . ?
B4 B5 B6 108.2(4) . . ?
B3 B5 B6 60.7(3) . . ?
B3 B5 B4 59.3(3) . . ?
B10 B5 B6 107.0(4) . . ?
B10 B5 B4 58.9(3) . . ?
B10 B5 B3 105.8(4) . . ?
B7 B5 B6 59.8(3) . . ?
B7 B5 B4 107.8(4) . . ?
B7 B5 B3 107.9(4) . . ?
B7 B5 B10 59.9(4) . . ?
H5a B5 B6 121.5(3) . . ?
H5a B5 B4 122.0(3) . . ?
H5a B5 B3 122.3(3) . . ?
H5a B5 B10 123.1(3) . . ?
H5a B5 B7 121.6(3) . . ?
H18a C18 C15 109.5 . . ?
H18b C18 C15 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C15 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?



_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH-H2O'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dc1_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1839008'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetyl-tert-leucinate
;
_chemical_name_common            
;
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetyl-tert-leucinate
;
_chemical_melting_point          '495-498 K'
_chemical_formula_moiety         'C16 H36 B10 N2 O4'
_chemical_formula_sum            'C16 H36 B10 N2 O4'
_chemical_formula_weight         428.57
_chemical_absolute_configuration (S,S)
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'
O O 0.0492 0.0322 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.388(11)
_cell_length_b                   9.372(10)
_cell_length_c                   13.622(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.01(8)
_cell_angle_gamma                90.00
_cell_volume                     1268(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6188
_cell_measurement_theta_min      3.3862
_cell_measurement_theta_max      65.3895

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.122
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    0.542
_exptl_absorpt_correction_T_min  0.65349
_exptl_absorpt_correction_T_max  1.39577
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16531
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.39
_diffrn_reflns_theta_max         67.12
_reflns_number_total             3928
_reflns_number_gt                3164
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0650P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0082(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.22(19)
_refine_ls_number_reflns         3928
_refine_ls_number_parameters     338
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1008
_refine_ls_wR_factor_gt          0.0990
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.88508(19) 0.24007(16) 0.37890(12) 0.0664(5) Uani 1 1 d . . .
O2 O 0.61587(15) 0.07197(18) 0.15552(11) 0.0599(4) Uani 1 1 d . . .
N3 N 0.86321(17) 0.05349(17) 0.27353(11) 0.0447(4) Uani 1 1 d . . .
O3 O 1.11315(17) 0.24587(16) 0.69951(13) 0.0639(4) Uani 1 1 d . . .
N2 N 1.05122(18) 0.01771(17) 0.67717(12) 0.0456(4) Uani 1 1 d . . .
C6 C 1.1444(2) 0.1212(2) 0.69795(14) 0.0485(5) Uani 1 1 d . . .
C7 C 0.88055(18) 0.11175(19) 0.36373(14) 0.0418(4) Uani 1 1 d . . .
C8 C 0.8377(2) 0.1382(2) 0.18189(14) 0.0489(5) Uani 1 1 d . . .
H8A H 0.8864 0.2282 0.2019 0.059 Uiso 1 1 calc R . .
C9 C 0.6927(3) 0.1757(2) 0.14198(16) 0.0580(5) Uani 1 1 d . . .
B10 B 0.9084(2) 0.0345(2) 0.65209(15) 0.0443(5) Uani 1 1 d . . .
C11 C 0.8158(2) 0.0323(2) 0.52124(13) 0.0444(4) Uani 1 1 d . . .
O5 O 0.6546(3) 0.2872(2) 0.10144(18) 0.0971(7) Uani 1 1 d . . .
C13 C 0.8279(2) 0.1783(2) 0.58505(15) 0.0472(4) Uani 1 1 d . . .
B9 B 0.6830(3) 0.1462(3) 0.4903(2) 0.0585(6) Uani 1 1 d . . .
C15 C 0.4690(3) 0.0819(4) 0.1248(2) 0.0747(7) Uani 1 1 d . . .
C16 C 1.2848(3) 0.0759(3) 0.7175(2) 0.0773(7) Uani 1 1 d . . .
H16A H 1.3424 0.1581 0.7315 0.116 Uiso 1 1 calc R . .
H16B H 1.2950 0.0272 0.6582 0.116 Uiso 1 1 calc R . .
H16C H 1.3089 0.0128 0.7755 0.116 Uiso 1 1 calc R . .
C17 C 0.8944(3) 0.0697(3) 0.10099(16) 0.0613(6) Uani 1 1 d . . .
C18 C 0.9015(2) 0.0086(2) 0.45083(14) 0.0493(5) Uani 1 1 d . . .
H18A H 0.9953 0.0127 0.4914 0.059 Uiso 1 1 calc R . .
H18B H 0.8844 -0.0869 0.4226 0.059 Uiso 1 1 calc R . .
B8 B 0.7956(3) -0.0308(3) 0.7131(2) 0.0618(7) Uani 1 1 d . . .
B7 B 0.6614(3) -0.0370(3) 0.4984(2) 0.0644(7) Uani 1 1 d . . .
B6 B 0.6840(3) 0.2226(4) 0.6081(3) 0.0712(8) Uani 1 1 d . . .
B5 B 0.7981(3) -0.1056(3) 0.5961(2) 0.0555(6) Uani 1 1 d . . .
C23 C 0.8281(3) -0.0698(3) 0.0636(2) 0.0801(8) Uani 1 1 d . . .
H23A H 0.8663 -0.1091 0.0133 0.120 Uiso 1 1 calc R . .
H23B H 0.7333 -0.0552 0.0332 0.120 Uiso 1 1 calc R . .
H23C H 0.8423 -0.1348 0.1202 0.120 Uiso 1 1 calc R . .
B4 B 0.8179(3) 0.1534(3) 0.7056(2) 0.0603(7) Uani 1 1 d . . .
C25 C 1.0430(3) 0.0470(4) 0.1483(3) 0.0918(9) Uani 1 1 d . . .
H25A H 1.0803 0.0037 0.0988 0.138 Uiso 1 1 calc R . .
H25B H 1.0576 -0.0145 0.2069 0.138 Uiso 1 1 calc R . .
H25C H 1.0861 0.1371 0.1694 0.138 Uiso 1 1 calc R . .
C26 C 0.4300(3) -0.0619(5) 0.1562(3) 0.1086(12) Uani 1 1 d . . .
H26A H 0.4579 -0.1350 0.1175 0.163 Uiso 1 1 calc R . .
H26B H 0.3341 -0.0659 0.1432 0.163 Uiso 1 1 calc R . .
H26C H 0.4732 -0.0764 0.2281 0.163 Uiso 1 1 calc R . .
C27 C 0.4147(4) 0.0981(4) 0.0120(2) 0.0998(11) Uani 1 1 d . . .
H27A H 0.4390 0.1901 -0.0079 0.150 Uiso 1 1 calc R . .
H27B H 0.3184 0.0896 -0.0079 0.150 Uiso 1 1 calc R . .
H27C H 0.4515 0.0251 -0.0213 0.150 Uiso 1 1 calc R . .
B3 B 0.6444(3) -0.0743(4) 0.6195(2) 0.0766(9) Uani 1 1 d . . .
B2 B 0.6566(3) 0.0849(4) 0.6869(2) 0.0771(9) Uani 1 1 d . . .
B1 B 0.5746(3) 0.0815(4) 0.5548(2) 0.0783(9) Uani 1 1 d . . .
C31 C 0.8728(4) 0.1725(4) 0.0114(2) 0.1133(13) Uani 1 1 d . . .
H31A H 0.9075 0.1312 -0.0402 0.170 Uiso 1 1 calc R . .
H31B H 0.9190 0.2604 0.0350 0.170 Uiso 1 1 calc R . .
H31C H 0.7783 0.1910 -0.0172 0.170 Uiso 1 1 calc R . .
C32 C 0.4291(4) 0.2030(6) 0.1806(3) 0.1344(19) Uani 1 1 d . . .
H32A H 0.4572 0.2912 0.1575 0.202 Uiso 1 1 calc R . .
H32B H 0.4714 0.1924 0.2529 0.202 Uiso 1 1 calc R . .
H32C H 0.3331 0.2032 0.1671 0.202 Uiso 1 1 calc R . .
H9 H 0.664(2) 0.200(3) 0.4204(19) 0.066(7) Uiso 1 1 d . . .
H7 H 0.618(2) -0.102(3) 0.4253(18) 0.050(6) Uiso 1 1 d . . .
H13 H 0.888(2) 0.254(3) 0.5716(18) 0.059(6) Uiso 1 1 d . . .
H5 H 0.849(3) -0.200(3) 0.5845(19) 0.066(7) Uiso 1 1 d . . .
H8 H 0.839(3) -0.095(3) 0.786(2) 0.071(8) Uiso 1 1 d . . .
H3 H 0.577(3) -0.163(3) 0.627(2) 0.080(8) Uiso 1 1 d . . .
H4 H 0.873(2) 0.220(3) 0.7611(18) 0.063(7) Uiso 1 1 d . . .
H1A H 0.854(2) -0.039(3) 0.2676(15) 0.039(5) Uiso 1 1 d . . .
H2 H 0.604(4) 0.089(4) 0.745(3) 0.115(11) Uiso 1 1 d . . .
H1 H 0.456(3) 0.109(3) 0.522(2) 0.083(9) Uiso 1 1 d . . .
H2A H 0.654(3) 0.330(4) 0.609(2) 0.088(9) Uiso 1 1 d . . .
H6A H 1.082(3) -0.071(4) 0.669(2) 0.073(8) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
O1 C7 1.219(3) . ?
O2 C9 1.305(3) . ?
O2 C15 1.462(3) . ?
N3 C7 1.308(3) . ?
N3 C8 1.437(3) . ?
N3 H1A 0.87(2) . ?
O3 C6 1.214(3) . ?
N2 C6 1.341(3) . ?
N2 B10 1.430(3) . ?
N2 H6A 0.91(3) . ?
C6 C16 1.467(4) . ?
C7 C18 1.496(3) . ?
C8 C9 1.486(4) . ?
C8 C17 1.534(3) . ?
C8 H8A 0.9800 . ?
C9 O5 1.195(3) . ?
B10 C13 1.704(3) . ?
B10 B8 1.735(4) . ?
B10 B4 1.748(4) . ?
B10 C11 1.761(3) . ?
B10 B5 1.763(3) . ?
C11 C18 1.504(3) . ?
C11 C13 1.606(3) . ?
C11 B7 1.673(4) . ?
C11 B5 1.689(3) . ?
C11 B9 1.697(3) . ?
C13 B6 1.667(4) . ?
C13 B4 1.692(3) . ?
C13 B9 1.699(4) . ?
C13 H13 1.00(3) . ?
B9 B1 1.728(4) . ?
B9 B7 1.739(4) . ?
B9 B6 1.754(4) . ?
B9 H9 1.05(3) . ?
C15 C27 1.482(4) . ?
C15 C32 1.490(4) . ?
C15 C26 1.505(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C23 1.496(4) . ?
C17 C25 1.505(4) . ?
C17 C31 1.519(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
B8 B5 1.749(4) . ?
B8 B4 1.748(4) . ?
B8 B3 1.757(5) . ?
B8 B2 1.757(5) . ?
B8 H8 1.13(3) . ?
B7 B3 1.745(4) . ?
B7 B1 1.744(5) . ?
B7 B5 1.759(4) . ?
B7 H7 1.14(2) . ?
B6 B4 1.743(5) . ?
B6 B2 1.754(5) . ?
B6 B1 1.756(5) . ?
B6 H2A 1.05(3) . ?
B5 B3 1.742(5) . ?
B5 H5 1.07(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
B4 B2 1.742(5) . ?
B4 H4 1.02(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
B3 B2 1.737(6) . ?
B3 B1 1.749(5) . ?
B3 H3 1.11(3) . ?
B2 B1 1.751(5) . ?
B2 H2 1.09(4) . ?
B1 H1 1.21(3) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

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
C9 O2 C15 122.9(2) . . ?
C7 N3 C8 121.66(18) . . ?
C7 N3 H1A 118.9(13) . . ?
C8 N3 H1A 118.7(13) . . ?
C6 N2 B10 127.22(18) . . ?
C6 N2 H6A 115.3(18) . . ?
B10 N2 H6A 116.8(18) . . ?
O3 C6 N2 121.3(2) . . ?
O3 C6 C16 122.1(2) . . ?
N2 C6 C16 116.5(2) . . ?
O1 C7 N3 123.99(18) . . ?
O1 C7 C18 120.91(18) . . ?
N3 C7 C18 115.05(18) . . ?
N3 C8 C9 110.99(18) . . ?
N3 C8 C17 112.35(17) . . ?
C9 C8 C17 113.39(19) . . ?
N3 C8 H8A 106.5 . . ?
C9 C8 H8A 106.5 . . ?
C17 C8 H8A 106.5 . . ?
O5 C9 O2 125.7(3) . . ?
O5 C9 C8 122.7(2) . . ?
O2 C9 C8 111.64(19) . . ?
N2 B10 C13 121.83(17) . . ?
N2 B10 B8 130.22(19) . . ?
C13 B10 B8 103.96(19) . . ?
N2 B10 B4 128.11(19) . . ?
C13 B10 B4 58.67(14) . . ?
B8 B10 B4 60.26(17) . . ?
N2 B10 C11 117.53(17) . . ?
C13 B10 C11 55.21(12) . . ?
B8 B10 C11 103.59(18) . . ?
B4 B10 C11 103.19(18) . . ?
N2 B10 B5 121.25(19) . . ?
C13 B10 B5 101.66(18) . . ?
B8 B10 B5 59.99(15) . . ?
B4 B10 B5 107.1(2) . . ?
C11 B10 B5 57.28(13) . . ?
C18 C11 C13 120.24(17) . . ?
C18 C11 B7 122.57(19) . . ?
C13 C11 B7 110.52(18) . . ?
C18 C11 B5 117.44(18) . . ?
C13 C11 B5 109.30(16) . . ?
B7 C11 B5 63.10(16) . . ?
C18 C11 B9 121.63(17) . . ?
C13 C11 B9 61.84(15) . . ?
B7 C11 B9 62.13(17) . . ?
B5 C11 B9 114.04(18) . . ?
C18 C11 B10 113.39(17) . . ?
C13 C11 B10 60.60(12) . . ?
B7 C11 B10 113.78(17) . . ?
B5 C11 B10 61.44(13) . . ?
B9 C11 B10 114.09(17) . . ?
C11 C13 B6 112.4(2) . . ?
C11 C13 B4 112.97(18) . . ?
B6 C13 B4 62.53(18) . . ?
C11 C13 B9 61.71(14) . . ?
B6 C13 B9 62.81(18) . . ?
B4 C13 B9 114.9(2) . . ?
C11 C13 B10 64.20(14) . . ?
B6 C13 B10 115.00(19) . . ?
B4 C13 B10 61.98(15) . . ?
B9 C13 B10 117.01(18) . . ?
C11 C13 H13 117.5(14) . . ?
B6 C13 H13 120.1(15) . . ?
B4 C13 H13 119.7(14) . . ?
B9 C13 H13 116.8(14) . . ?
B10 C13 H13 115.2(15) . . ?
C11 B9 C13 56.45(14) . . ?
C11 B9 B1 104.8(2) . . ?
C13 B9 B1 103.9(2) . . ?
C11 B9 B7 58.26(16) . . ?
C13 B9 B7 103.22(19) . . ?
B1 B9 B7 60.4(2) . . ?
C11 B9 B6 104.0(2) . . ?
C13 B9 B6 57.70(16) . . ?
B1 B9 B6 60.6(2) . . ?
B7 B9 B6 108.1(2) . . ?
C11 B9 H9 117.0(14) . . ?
C13 B9 H9 119.6(14) . . ?
B1 B9 H9 131.1(13) . . ?
B7 B9 H9 122.9(15) . . ?
B6 B9 H9 125.7(15) . . ?
O2 C15 C27 110.6(3) . . ?
O2 C15 C32 108.9(2) . . ?
C27 C15 C32 111.9(3) . . ?
O2 C15 C26 101.9(2) . . ?
C27 C15 C26 109.6(3) . . ?
C32 C15 C26 113.5(3) . . ?
C6 C16 H16A 109.5 . . ?
C6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C23 C17 C25 109.5(3) . . ?
C23 C17 C31 109.6(3) . . ?
C25 C17 C31 109.0(3) . . ?
C23 C17 C8 112.09(19) . . ?
C25 C17 C8 108.3(2) . . ?
C31 C17 C8 108.3(2) . . ?
C7 C18 C11 115.74(18) . . ?
C7 C18 H18A 108.3 . . ?
C11 C18 H18A 108.3 . . ?
C7 C18 H18B 108.3 . . ?
C11 C18 H18B 108.3 . . ?
H18A C18 H18B 107.4 . . ?
B10 B8 B5 60.81(15) . . ?
B10 B8 B4 60.26(14) . . ?
B5 B8 B4 107.75(18) . . ?
B10 B8 B3 108.67(19) . . ?
B5 B8 B3 59.60(19) . . ?
B4 B8 B3 107.0(2) . . ?
B10 B8 B2 108.4(2) . . ?
B5 B8 B2 107.0(2) . . ?
B4 B8 B2 59.6(2) . . ?
B3 B8 B2 59.2(2) . . ?
B10 B8 H8 117.2(14) . . ?
B5 B8 H8 118.3(15) . . ?
B4 B8 H8 123.6(15) . . ?
B3 B8 H8 123.3(15) . . ?
B2 B8 H8 126.7(14) . . ?
C11 B7 B9 59.61(15) . . ?
C11 B7 B3 105.0(2) . . ?
B9 B7 B3 108.0(2) . . ?
C11 B7 B1 105.2(2) . . ?
B9 B7 B1 59.49(19) . . ?
B3 B7 B1 60.2(2) . . ?
C11 B7 B5 58.89(15) . . ?
B9 B7 B5 108.6(2) . . ?
B3 B7 B5 59.63(19) . . ?
B1 B7 B5 107.8(2) . . ?
C11 B7 H7 118.9(11) . . ?
B9 B7 H7 120.0(12) . . ?
B3 B7 H7 126.3(12) . . ?
B1 B7 H7 127.0(12) . . ?
B5 B7 H7 119.2(12) . . ?
C13 B6 B4 59.42(16) . . ?
C13 B6 B2 104.3(2) . . ?
B4 B6 B2 59.75(19) . . ?
C13 B6 B9 59.48(16) . . ?
B4 B6 B9 109.6(2) . . ?
B2 B6 B9 107.5(2) . . ?
C13 B6 B1 104.0(2) . . ?
B4 B6 B1 108.1(2) . . ?
B2 B6 B1 59.8(2) . . ?
B9 B6 B1 58.98(19) . . ?
C13 B6 H2A 121.6(18) . . ?
B4 B6 H2A 121.0(18) . . ?
B2 B6 H2A 126.2(17) . . ?
B9 B6 H2A 118.8(17) . . ?
B1 B6 H2A 124.6(18) . . ?
C11 B5 B3 104.4(2) . . ?
C11 B5 B8 106.05(19) . . ?
B3 B5 B8 60.43(19) . . ?
C11 B5 B7 58.01(14) . . ?
B3 B5 B7 59.78(18) . . ?
B8 B5 B7 108.6(2) . . ?
C11 B5 B10 61.29(14) . . ?
B3 B5 B10 108.0(2) . . ?
B8 B5 B10 59.20(15) . . ?
B7 B5 B10 109.50(19) . . ?
C11 B5 H5 113.5(13) . . ?
B3 B5 H5 133.6(14) . . ?
B8 B5 H5 127.4(14) . . ?
B7 B5 H5 121.3(14) . . ?
B10 B5 H5 113.1(15) . . ?
C17 C23 H23A 109.5 . . ?
C17 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C17 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C13 B4 B2 103.8(2) . . ?
C13 B4 B6 58.04(16) . . ?
B2 B4 B6 60.4(2) . . ?
C13 B4 B10 59.35(13) . . ?
B2 B4 B10 108.4(2) . . ?
B6 B4 B10 109.01(19) . . ?
C13 B4 B8 103.88(19) . . ?
B2 B4 B8 60.4(2) . . ?
B6 B4 B8 108.8(2) . . ?
B10 B4 B8 59.48(15) . . ?
C13 B4 H4 117.2(14) . . ?
B2 B4 H4 129.8(14) . . ?
B6 B4 H4 119.1(15) . . ?
B10 B4 H4 116.7(14) . . ?
B8 B4 H4 128.2(14) . . ?
C17 C25 H25A 109.5 . . ?
C17 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C17 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C15 C26 H26A 109.5 . . ?
C15 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C15 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C15 C27 H27A 109.5 . . ?
C15 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C15 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
B2 B3 B5 108.2(2) . . ?
B2 B3 B1 60.3(2) . . ?
B5 B3 B1 108.4(2) . . ?
B2 B3 B7 108.4(2) . . ?
B5 B3 B7 60.59(18) . . ?
B1 B3 B7 59.87(19) . . ?
B2 B3 B8 60.37(19) . . ?
B5 B3 B8 59.96(18) . . ?
B1 B3 B8 108.8(3) . . ?
B7 B3 B8 108.9(2) . . ?
B2 B3 H3 122.8(15) . . ?
B5 B3 H3 122.1(15) . . ?
B1 B3 H3 119.2(16) . . ?
B7 B3 H3 118.6(15) . . ?
B8 B3 H3 124.2(15) . . ?
B3 B2 B1 60.2(2) . . ?
B3 B2 B4 108.2(2) . . ?
B1 B2 B4 108.4(2) . . ?
B3 B2 B6 108.0(2) . . ?
B1 B2 B6 60.1(2) . . ?
B4 B2 B6 59.81(19) . . ?
B3 B2 B8 60.4(2) . . ?
B1 B2 B8 108.8(2) . . ?
B4 B2 B8 59.96(18) . . ?
B6 B2 B8 107.9(2) . . ?
B3 B2 H2 116(2) . . ?
B1 B2 H2 123.6(19) . . ?
B4 B2 H2 123(2) . . ?
B6 B2 H2 129(2) . . ?
B8 B2 H2 115(2) . . ?
B9 B1 B3 108.3(2) . . ?
B9 B1 B2 108.9(2) . . ?
B3 B1 B2 59.5(2) . . ?
B9 B1 B7 60.12(17) . . ?
B3 B1 B7 59.9(2) . . ?
B2 B1 B7 107.8(2) . . ?
B9 B1 B6 60.46(18) . . ?
B3 B1 B6 107.3(2) . . ?
B2 B1 B6 60.0(2) . . ?
B7 B1 B6 107.8(2) . . ?
B9 B1 H1 119.0(14) . . ?
B3 B1 H1 126.1(14) . . ?
B2 B1 H1 120.7(14) . . ?
B7 B1 H1 125.1(14) . . ?
B6 B1 H1 117.4(15) . . ?
C17 C31 H31A 109.5 . . ?
C17 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C17 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C15 C32 H32A 109.5 . . ?
C15 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C15 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

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
_geom_torsion_publ_flag
B10 N2 C6 O3 1.8(3) . . . . ?
B10 N2 C6 C16 -177.6(2) . . . . ?
C8 N3 C7 O1 -4.7(3) . . . . ?
C8 N3 C7 C18 178.02(18) . . . . ?
C7 N3 C8 C9 -83.0(2) . . . . ?
C7 N3 C8 C17 148.8(2) . . . . ?
C15 O2 C9 O5 -2.2(4) . . . . ?
C15 O2 C9 C8 178.92(18) . . . . ?
N3 C8 C9 O5 145.0(2) . . . . ?
C17 C8 C9 O5 -87.4(3) . . . . ?
N3 C8 C9 O2 -36.1(2) . . . . ?
C17 C8 C9 O2 91.5(2) . . . . ?
C6 N2 B10 C13 33.0(3) . . . . ?
C6 N2 B10 B8 -120.7(2) . . . . ?
C6 N2 B10 B4 -40.1(3) . . . . ?
C6 N2 B10 C11 97.3(2) . . . . ?
C6 N2 B10 B5 163.92(18) . . . . ?
N2 B10 C11 C18 1.5(2) . . . . ?
C13 B10 C11 C18 112.71(19) . . . . ?
B8 B10 C11 C18 -149.57(18) . . . . ?
B4 B10 C11 C18 148.30(18) . . . . ?
B5 B10 C11 C18 -109.7(2) . . . . ?
N2 B10 C11 C13 -111.23(19) . . . . ?
B8 B10 C11 C13 97.72(19) . . . . ?
B4 B10 C11 C13 35.59(16) . . . . ?
B5 B10 C11 C13 137.64(19) . . . . ?
N2 B10 C11 B7 147.7(2) . . . . ?
C13 B10 C11 B7 -101.0(2) . . . . ?
B8 B10 C11 B7 -3.3(2) . . . . ?
B4 B10 C11 B7 -65.4(2) . . . . ?
B5 B10 C11 B7 36.60(19) . . . . ?
N2 B10 C11 B5 111.1(2) . . . . ?
C13 B10 C11 B5 -137.64(19) . . . . ?
B8 B10 C11 B5 -39.92(18) . . . . ?
B4 B10 C11 B5 -102.0(2) . . . . ?
N2 B10 C11 B9 -143.52(18) . . . . ?
C13 B10 C11 B9 -32.29(16) . . . . ?
B8 B10 C11 B9 65.4(2) . . . . ?
B4 B10 C11 B9 3.3(2) . . . . ?
B5 B10 C11 B9 105.3(2) . . . . ?
C18 C11 C13 B6 150.6(2) . . . . ?
B7 C11 C13 B6 -1.5(2) . . . . ?
B5 C11 C13 B6 -69.1(2) . . . . ?
B9 C11 C13 B6 38.45(19) . . . . ?
B10 C11 C13 B6 -108.0(2) . . . . ?
C18 C11 C13 B4 -140.97(19) . . . . ?
B7 C11 C13 B4 67.0(2) . . . . ?
B5 C11 C13 B4 -0.7(2) . . . . ?
B9 C11 C13 B4 106.9(2) . . . . ?
B10 C11 C13 B4 -39.50(18) . . . . ?
C18 C11 C13 B9 112.1(2) . . . . ?
B7 C11 C13 B9 -39.96(18) . . . . ?
B5 C11 C13 B9 -107.6(2) . . . . ?
B10 C11 C13 B9 -146.41(17) . . . . ?
C18 C11 C13 B10 -101.5(2) . . . . ?
B7 C11 C13 B10 106.45(19) . . . . ?
B5 C11 C13 B10 38.83(17) . . . . ?
B9 C11 C13 B10 146.41(17) . . . . ?
N2 B10 C13 C11 103.4(2) . . . . ?
B8 B10 C13 C11 -97.01(18) . . . . ?
B4 B10 C13 C11 -138.44(19) . . . . ?
B5 B10 C13 C11 -35.37(15) . . . . ?
N2 B10 C13 B6 -152.7(2) . . . . ?
B8 B10 C13 B6 7.0(3) . . . . ?
B4 B10 C13 B6 -34.5(2) . . . . ?
C11 B10 C13 B6 104.0(2) . . . . ?
B5 B10 C13 B6 68.6(2) . . . . ?
N2 B10 C13 B4 -118.2(2) . . . . ?
B8 B10 C13 B4 41.43(19) . . . . ?
C11 B10 C13 B4 138.44(19) . . . . ?
B5 B10 C13 B4 103.1(2) . . . . ?
N2 B10 C13 B9 136.50(19) . . . . ?
B8 B10 C13 B9 -63.9(2) . . . . ?
B4 B10 C13 B9 -105.3(2) . . . . ?
C11 B10 C13 B9 33.14(16) . . . . ?
B5 B10 C13 B9 -2.2(2) . . . . ?
C18 C11 B9 C13 -109.9(2) . . . . ?
B7 C11 B9 C13 137.12(19) . . . . ?
B5 C11 B9 C13 99.90(18) . . . . ?
B10 C11 B9 C13 31.86(16) . . . . ?
C18 C11 B9 B1 153.0(2) . . . . ?
C13 C11 B9 B1 -97.0(2) . . . . ?
B7 C11 B9 B1 40.1(2) . . . . ?
B5 C11 B9 B1 2.9(3) . . . . ?
B10 C11 B9 B1 -65.1(2) . . . . ?
C18 C11 B9 B7 112.9(2) . . . . ?
C13 C11 B9 B7 -137.12(19) . . . . ?
B5 C11 B9 B7 -37.2(2) . . . . ?
B10 C11 B9 B7 -105.26(19) . . . . ?
C18 C11 B9 B6 -144.2(2) . . . . ?
C13 C11 B9 B6 -34.27(18) . . . . ?
B7 C11 B9 B6 102.9(2) . . . . ?
B5 C11 B9 B6 65.6(2) . . . . ?
B10 C11 B9 B6 -2.4(2) . . . . ?
B6 C13 B9 C11 -139.7(2) . . . . ?
B4 C13 B9 C11 -103.8(2) . . . . ?
B10 C13 B9 C11 -33.99(16) . . . . ?
C11 C13 B9 B1 98.8(2) . . . . ?
B6 C13 B9 B1 -41.0(2) . . . . ?
B4 C13 B9 B1 -5.0(3) . . . . ?
B10 C13 B9 B1 64.8(2) . . . . ?
C11 C13 B9 B7 36.47(17) . . . . ?
B6 C13 B9 B7 -103.3(2) . . . . ?
B4 C13 B9 B7 -67.3(2) . . . . ?
B10 C13 B9 B7 2.5(2) . . . . ?
C11 C13 B9 B6 139.7(2) . . . . ?
B4 C13 B9 B6 35.9(2) . . . . ?
B10 C13 B9 B6 105.8(2) . . . . ?
C9 O2 C15 C27 63.5(3) . . . . ?
C9 O2 C15 C32 -59.9(4) . . . . ?
C9 O2 C15 C26 179.9(2) . . . . ?
N3 C8 C17 C23 63.6(3) . . . . ?
C9 C8 C17 C23 -63.2(3) . . . . ?
N3 C8 C17 C25 -57.3(3) . . . . ?
C9 C8 C17 C25 175.9(2) . . . . ?
N3 C8 C17 C31 -175.3(3) . . . . ?
C9 C8 C17 C31 57.8(3) . . . . ?
O1 C7 C18 C11 52.0(3) . . . . ?
N3 C7 C18 C11 -130.71(19) . . . . ?
C13 C11 C18 C7 -61.6(3) . . . . ?
B7 C11 C18 C7 87.0(3) . . . . ?
B5 C11 C18 C7 161.15(18) . . . . ?
B9 C11 C18 C7 12.0(3) . . . . ?
B10 C11 C18 C7 -130.10(18) . . . . ?
N2 B10 B8 B5 -107.2(3) . . . . ?
C13 B10 B8 B5 95.55(19) . . . . ?
B4 B10 B8 B5 136.2(2) . . . . ?
C11 B10 B8 B5 38.57(17) . . . . ?
N2 B10 B8 B4 116.6(3) . . . . ?
C13 B10 B8 B4 -40.61(18) . . . . ?
C11 B10 B8 B4 -97.60(19) . . . . ?
B5 B10 B8 B4 -136.2(2) . . . . ?
N2 B10 B8 B3 -144.0(3) . . . . ?
C13 B10 B8 B3 58.7(3) . . . . ?
B4 B10 B8 B3 99.4(3) . . . . ?
C11 B10 B8 B3 1.8(3) . . . . ?
B5 B10 B8 B3 -36.8(2) . . . . ?
N2 B10 B8 B2 153.1(2) . . . . ?
C13 B10 B8 B2 -4.1(2) . . . . ?
B4 B10 B8 B2 36.5(2) . . . . ?
C11 B10 B8 B2 -61.1(2) . . . . ?
B5 B10 B8 B2 -99.6(2) . . . . ?
C18 C11 B7 B9 -111.5(2) . . . . ?
C13 C11 B7 B9 39.83(18) . . . . ?
B5 C11 B7 B9 141.7(2) . . . . ?
B10 C11 B7 B9 105.76(19) . . . . ?
C18 C11 B7 B3 146.2(2) . . . . ?
C13 C11 B7 B3 -62.5(3) . . . . ?
B5 C11 B7 B3 39.4(2) . . . . ?
B9 C11 B7 B3 -102.3(3) . . . . ?
B10 C11 B7 B3 3.4(3) . . . . ?
C18 C11 B7 B1 -151.2(2) . . . . ?
C13 C11 B7 B1 0.1(2) . . . . ?
B5 C11 B7 B1 102.0(2) . . . . ?
B9 C11 B7 B1 -39.76(18) . . . . ?
B10 C11 B7 B1 66.0(2) . . . . ?
C18 C11 B7 B5 106.8(2) . . . . ?
C13 C11 B7 B5 -101.88(18) . . . . ?
B9 C11 B7 B5 -141.7(2) . . . . ?
B10 C11 B7 B5 -35.96(18) . . . . ?
C13 B9 B7 C11 -35.63(16) . . . . ?
B1 B9 B7 C11 -134.2(2) . . . . ?
B6 B9 B7 C11 -95.6(2) . . . . ?
C11 B9 B7 B3 97.2(2) . . . . ?
C13 B9 B7 B3 61.5(3) . . . . ?
B1 B9 B7 B3 -37.1(2) . . . . ?
B6 B9 B7 B3 1.6(3) . . . . ?
C11 B9 B7 B1 134.2(2) . . . . ?
C13 B9 B7 B1 98.6(2) . . . . ?
B6 B9 B7 B1 38.7(2) . . . . ?
C11 B9 B7 B5 34.03(18) . . . . ?
C13 B9 B7 B5 -1.6(3) . . . . ?
B1 B9 B7 B5 -100.2(2) . . . . ?
B6 B9 B7 B5 -61.6(3) . . . . ?
C11 C13 B6 B4 105.2(2) . . . . ?
B9 C13 B6 B4 143.1(2) . . . . ?
B10 C13 B6 B4 34.3(2) . . . . ?
C11 C13 B6 B2 64.1(3) . . . . ?
B4 C13 B6 B2 -41.0(2) . . . . ?
B9 C13 B6 B2 102.1(3) . . . . ?
B10 C13 B6 B2 -6.8(3) . . . . ?
C11 C13 B6 B9 -37.99(18) . . . . ?
B4 C13 B6 B9 -143.1(2) . . . . ?
B10 C13 B6 B9 -108.9(2) . . . . ?
C11 C13 B6 B1 2.2(3) . . . . ?
B4 C13 B6 B1 -102.9(2) . . . . ?
B9 C13 B6 B1 40.2(2) . . . . ?
B10 C13 B6 B1 -68.7(3) . . . . ?
C11 B9 B6 C13 33.72(17) . . . . ?
B1 B9 B6 C13 133.0(2) . . . . ?
B7 B9 B6 C13 94.5(2) . . . . ?
C11 B9 B6 B4 0.5(3) . . . . ?
C13 B9 B6 B4 -33.2(2) . . . . ?
B1 B9 B6 B4 99.8(3) . . . . ?
B7 B9 B6 B4 61.2(3) . . . . ?
C11 B9 B6 B2 -62.9(3) . . . . ?
C13 B9 B6 B2 -96.6(2) . . . . ?
B1 B9 B6 B2 36.4(2) . . . . ?
B7 B9 B6 B2 -2.1(3) . . . . ?
C11 B9 B6 B1 -99.3(2) . . . . ?
C13 B9 B6 B1 -133.0(2) . . . . ?
B7 B9 B6 B1 -38.6(2) . . . . ?
C18 C11 B5 B3 -154.0(2) . . . . ?
C13 C11 B5 B3 64.5(2) . . . . ?
B7 C11 B5 B3 -39.3(2) . . . . ?
B9 C11 B5 B3 -2.5(2) . . . . ?
B10 C11 B5 B3 102.9(2) . . . . ?
C18 C11 B5 B8 143.2(2) . . . . ?
C13 C11 B5 B8 1.6(2) . . . . ?
B7 C11 B5 B8 -102.2(2) . . . . ?
B9 C11 B5 B8 -65.4(2) . . . . ?
B10 C11 B5 B8 40.07(17) . . . . ?
C18 C11 B5 B7 -114.6(2) . . . . ?
C13 C11 B5 B7 103.8(2) . . . . ?
B9 C11 B5 B7 36.8(2) . . . . ?
B10 C11 B5 B7 142.3(2) . . . . ?
C18 C11 B5 B10 103.1(2) . . . . ?
C13 C11 B5 B10 -38.46(17) . . . . ?
B7 C11 B5 B10 -142.3(2) . . . . ?
B9 C11 B5 B10 -105.4(2) . . . . ?
B10 B8 B5 C11 -41.10(17) . . . . ?
B4 B8 B5 C11 -1.9(3) . . . . ?
B3 B8 B5 C11 97.7(2) . . . . ?
B2 B8 B5 C11 60.8(2) . . . . ?
B10 B8 B5 B3 -138.8(2) . . . . ?
B4 B8 B5 B3 -99.7(3) . . . . ?
B2 B8 B5 B3 -36.9(2) . . . . ?
B10 B8 B5 B7 -102.1(2) . . . . ?
B4 B8 B5 B7 -62.9(3) . . . . ?
B3 B8 B5 B7 36.7(2) . . . . ?
B2 B8 B5 B7 -0.2(3) . . . . ?
B4 B8 B5 B10 39.15(19) . . . . ?
B3 B8 B5 B10 138.8(2) . . . . ?
B2 B8 B5 B10 101.9(2) . . . . ?
B9 B7 B5 C11 -34.31(18) . . . . ?
B3 B7 B5 C11 -134.7(2) . . . . ?
B1 B7 B5 C11 -97.3(2) . . . . ?
C11 B7 B5 B3 134.7(2) . . . . ?
B9 B7 B5 B3 100.4(3) . . . . ?
B1 B7 B5 B3 37.4(2) . . . . ?
C11 B7 B5 B8 97.7(2) . . . . ?
B9 B7 B5 B8 63.4(2) . . . . ?
B3 B7 B5 B8 -37.0(2) . . . . ?
B1 B7 B5 B8 0.4(3) . . . . ?
C11 B7 B5 B10 34.70(17) . . . . ?
B9 B7 B5 B10 0.4(3) . . . . ?
B3 B7 B5 B10 -100.0(2) . . . . ?
B1 B7 B5 B10 -62.6(2) . . . . ?
N2 B10 B5 C11 -104.6(2) . . . . ?
C13 B10 B5 C11 34.40(15) . . . . ?
B8 B10 B5 C11 133.9(2) . . . . ?
B4 B10 B5 C11 94.93(18) . . . . ?
N2 B10 B5 B3 158.46(19) . . . . ?
C13 B10 B5 B3 -62.5(2) . . . . ?
B8 B10 B5 B3 37.0(2) . . . . ?
B4 B10 B5 B3 -2.0(2) . . . . ?
C11 B10 B5 B3 -96.9(2) . . . . ?
N2 B10 B5 B8 121.4(2) . . . . ?
C13 B10 B5 B8 -99.52(19) . . . . ?
B4 B10 B5 B8 -38.99(19) . . . . ?
C11 B10 B5 B8 -133.9(2) . . . . ?
N2 B10 B5 B7 -138.0(2) . . . . ?
C13 B10 B5 B7 1.0(2) . . . . ?
B8 B10 B5 B7 100.5(2) . . . . ?
B4 B10 B5 B7 61.5(2) . . . . ?
C11 B10 B5 B7 -33.40(17) . . . . ?
C11 C13 B4 B2 -63.0(2) . . . . ?
B6 C13 B4 B2 41.3(2) . . . . ?
B9 C13 B4 B2 5.2(3) . . . . ?
B10 C13 B4 B2 -103.4(2) . . . . ?
C11 C13 B4 B6 -104.3(2) . . . . ?
B9 C13 B4 B6 -36.0(2) . . . . ?
B10 C13 B4 B6 -144.7(2) . . . . ?
C11 C13 B4 B10 40.44(18) . . . . ?
B6 C13 B4 B10 144.7(2) . . . . ?
B9 C13 B4 B10 108.7(2) . . . . ?
C11 C13 B4 B8 -0.6(3) . . . . ?
B6 C13 B4 B8 103.7(2) . . . . ?
B9 C13 B4 B8 67.7(2) . . . . ?
B10 C13 B4 B8 -41.02(19) . . . . ?
B2 B6 B4 C13 132.6(2) . . . . ?
B9 B6 B4 C13 33.26(19) . . . . ?
B1 B6 B4 C13 95.9(2) . . . . ?
C13 B6 B4 B2 -132.6(2) . . . . ?
B9 B6 B4 B2 -99.3(3) . . . . ?
B1 B6 B4 B2 -36.7(2) . . . . ?
C13 B6 B4 B10 -31.72(18) . . . . ?
B2 B6 B4 B10 100.9(2) . . . . ?
B9 B6 B4 B10 1.5(3) . . . . ?
B1 B6 B4 B10 64.2(3) . . . . ?
C13 B6 B4 B8 -95.0(2) . . . . ?
B2 B6 B4 B8 37.6(2) . . . . ?
B9 B6 B4 B8 -61.7(3) . . . . ?
B1 B6 B4 B8 1.0(3) . . . . ?
N2 B10 B4 C13 107.9(2) . . . . ?
B8 B10 B4 C13 -132.3(2) . . . . ?
C11 B10 B4 C13 -34.02(15) . . . . ?
B5 B10 B4 C13 -93.44(19) . . . . ?
N2 B10 B4 B2 -156.7(2) . . . . ?
C13 B10 B4 B2 95.4(2) . . . . ?
B8 B10 B4 B2 -36.88(19) . . . . ?
C11 B10 B4 B2 61.4(2) . . . . ?
B5 B10 B4 B2 2.0(2) . . . . ?
N2 B10 B4 B6 139.1(2) . . . . ?
C13 B10 B4 B6 31.24(19) . . . . ?
B8 B10 B4 B6 -101.1(2) . . . . ?
C11 B10 B4 B6 -2.8(2) . . . . ?
B5 B10 B4 B6 -62.2(2) . . . . ?
N2 B10 B4 B8 -119.8(2) . . . . ?
C13 B10 B4 B8 132.3(2) . . . . ?
C11 B10 B4 B8 98.28(19) . . . . ?
B5 B10 B4 B8 38.86(19) . . . . ?
B10 B8 B4 C13 40.95(17) . . . . ?
B5 B8 B4 C13 1.5(3) . . . . ?
B3 B8 B4 C13 -61.2(3) . . . . ?
B2 B8 B4 C13 -98.2(2) . . . . ?
B10 B8 B4 B2 139.1(2) . . . . ?
B5 B8 B4 B2 99.7(2) . . . . ?
B3 B8 B4 B2 36.9(2) . . . . ?
B10 B8 B4 B6 101.5(2) . . . . ?
B5 B8 B4 B6 62.1(3) . . . . ?
B3 B8 B4 B6 -0.7(3) . . . . ?
B2 B8 B4 B6 -37.6(2) . . . . ?
B5 B8 B4 B10 -39.41(19) . . . . ?
B3 B8 B4 B10 -102.2(2) . . . . ?
B2 B8 B4 B10 -139.1(2) . . . . ?
C11 B5 B3 B2 -62.8(3) . . . . ?
B8 B5 B3 B2 37.7(2) . . . . ?
B7 B5 B3 B2 -101.3(3) . . . . ?
B10 B5 B3 B2 1.2(3) . . . . ?
C11 B5 B3 B1 1.1(3) . . . . ?
B8 B5 B3 B1 101.6(3) . . . . ?
B7 B5 B3 B1 -37.4(2) . . . . ?
B10 B5 B3 B1 65.1(3) . . . . ?
C11 B5 B3 B7 38.48(18) . . . . ?
B8 B5 B3 B7 139.0(2) . . . . ?
B10 B5 B3 B7 102.5(2) . . . . ?
C11 B5 B3 B8 -100.5(2) . . . . ?
B7 B5 B3 B8 -139.0(2) . . . . ?
B10 B5 B3 B8 -36.48(18) . . . . ?
C11 B7 B3 B2 61.9(3) . . . . ?
B9 B7 B3 B2 -0.4(3) . . . . ?
B1 B7 B3 B2 -37.2(2) . . . . ?
B5 B7 B3 B2 101.0(2) . . . . ?
C11 B7 B3 B5 -39.0(2) . . . . ?
B9 B7 B3 B5 -101.4(2) . . . . ?
B1 B7 B3 B5 -138.2(2) . . . . ?
C11 B7 B3 B1 99.1(2) . . . . ?
B9 B7 B3 B1 36.8(2) . . . . ?
B5 B7 B3 B1 138.2(2) . . . . ?
C11 B7 B3 B8 -2.1(3) . . . . ?
B9 B7 B3 B8 -64.5(3) . . . . ?
B1 B7 B3 B8 -101.3(3) . . . . ?
B5 B7 B3 B8 36.9(2) . . . . ?
B10 B8 B3 B2 -100.7(2) . . . . ?
B5 B8 B3 B2 -138.1(2) . . . . ?
B4 B8 B3 B2 -37.1(2) . . . . ?
B10 B8 B3 B5 37.3(2) . . . . ?
B4 B8 B3 B5 101.0(2) . . . . ?
B2 B8 B3 B5 138.1(2) . . . . ?
B10 B8 B3 B1 -63.5(3) . . . . ?
B5 B8 B3 B1 -100.8(2) . . . . ?
B4 B8 B3 B1 0.2(3) . . . . ?
B2 B8 B3 B1 37.3(2) . . . . ?
B10 B8 B3 B7 0.2(3) . . . . ?
B5 B8 B3 B7 -37.2(2) . . . . ?
B4 B8 B3 B7 63.8(3) . . . . ?
B2 B8 B3 B7 100.9(3) . . . . ?
B5 B3 B2 B1 101.2(2) . . . . ?
B7 B3 B2 B1 37.0(2) . . . . ?
B8 B3 B2 B1 138.7(2) . . . . ?
B5 B3 B2 B4 0.0(3) . . . . ?
B1 B3 B2 B4 -101.2(2) . . . . ?
B7 B3 B2 B4 -64.2(3) . . . . ?
B8 B3 B2 B4 37.5(2) . . . . ?
B5 B3 B2 B6 63.3(3) . . . . ?
B1 B3 B2 B6 -37.9(2) . . . . ?
B7 B3 B2 B6 -0.9(3) . . . . ?
B8 B3 B2 B6 100.8(2) . . . . ?
B5 B3 B2 B8 -37.52(19) . . . . ?
B1 B3 B2 B8 -138.7(2) . . . . ?
B7 B3 B2 B8 -101.7(2) . . . . ?
C13 B4 B2 B3 60.6(3) . . . . ?
B6 B4 B2 B3 100.6(2) . . . . ?
B10 B4 B2 B3 -1.3(3) . . . . ?
B8 B4 B2 B3 -37.7(2) . . . . ?
C13 B4 B2 B1 -3.2(3) . . . . ?
B6 B4 B2 B1 36.9(2) . . . . ?
B10 B4 B2 B1 -65.0(3) . . . . ?
B8 B4 B2 B1 -101.5(3) . . . . ?
C13 B4 B2 B6 -40.03(19) . . . . ?
B10 B4 B2 B6 -101.9(2) . . . . ?
B8 B4 B2 B6 -138.4(2) . . . . ?
C13 B4 B2 B8 98.33(19) . . . . ?
B6 B4 B2 B8 138.4(2) . . . . ?
B10 B4 B2 B8 36.47(17) . . . . ?
C13 B6 B2 B3 -60.2(3) . . . . ?
B4 B6 B2 B3 -101.0(2) . . . . ?
B9 B6 B2 B3 1.9(3) . . . . ?
B1 B6 B2 B3 37.9(2) . . . . ?
C13 B6 B2 B1 -98.1(2) . . . . ?
B4 B6 B2 B1 -139.0(2) . . . . ?
B9 B6 B2 B1 -36.1(2) . . . . ?
C13 B6 B2 B4 40.9(2) . . . . ?
B9 B6 B2 B4 102.9(2) . . . . ?
B1 B6 B2 B4 139.0(2) . . . . ?
C13 B6 B2 B8 3.7(3) . . . . ?
B4 B6 B2 B8 -37.2(2) . . . . ?
B9 B6 B2 B8 65.7(3) . . . . ?
B1 B6 B2 B8 101.8(3) . . . . ?
B10 B8 B2 B3 101.2(2) . . . . ?
B5 B8 B2 B3 37.07(19) . . . . ?
B4 B8 B2 B3 138.0(2) . . . . ?
B10 B8 B2 B1 64.0(3) . . . . ?
B5 B8 B2 B1 -0.1(3) . . . . ?
B4 B8 B2 B1 100.8(3) . . . . ?
B3 B8 B2 B1 -37.2(2) . . . . ?
B10 B8 B2 B4 -36.80(18) . . . . ?
B5 B8 B2 B4 -101.0(2) . . . . ?
B3 B8 B2 B4 -138.0(2) . . . . ?
B10 B8 B2 B6 0.3(3) . . . . ?
B5 B8 B2 B6 -63.8(3) . . . . ?
B4 B8 B2 B6 37.1(2) . . . . ?
B3 B8 B2 B6 -100.9(2) . . . . ?
C11 B9 B1 B3 -2.0(3) . . . . ?
C13 B9 B1 B3 -60.5(3) . . . . ?
B7 B9 B1 B3 37.0(2) . . . . ?
B6 B9 B1 B3 -100.0(3) . . . . ?
C11 B9 B1 B2 61.1(3) . . . . ?
C13 B9 B1 B2 2.7(3) . . . . ?
B7 B9 B1 B2 100.2(3) . . . . ?
B6 B9 B1 B2 -36.9(2) . . . . ?
C11 B9 B1 B7 -39.07(17) . . . . ?
C13 B9 B1 B7 -97.5(2) . . . . ?
B6 B9 B1 B7 -137.0(2) . . . . ?
C11 B9 B1 B6 98.0(2) . . . . ?
C13 B9 B1 B6 39.52(19) . . . . ?
B7 B9 B1 B6 137.0(2) . . . . ?
B2 B3 B1 B9 101.6(3) . . . . ?
B5 B3 B1 B9 0.6(3) . . . . ?
B7 B3 B1 B9 -37.1(2) . . . . ?
B8 B3 B1 B9 64.3(3) . . . . ?
B5 B3 B1 B2 -100.9(2) . . . . ?
B7 B3 B1 B2 -138.7(2) . . . . ?
B8 B3 B1 B2 -37.3(2) . . . . ?
B2 B3 B1 B7 138.7(2) . . . . ?
B5 B3 B1 B7 37.7(2) . . . . ?
B8 B3 B1 B7 101.4(2) . . . . ?
B2 B3 B1 B6 37.7(2) . . . . ?
B5 B3 B1 B6 -63.2(3) . . . . ?
B7 B3 B1 B6 -101.0(2) . . . . ?
B8 B3 B1 B6 0.4(3) . . . . ?
B3 B2 B1 B9 -100.6(3) . . . . ?
B4 B2 B1 B9 0.3(4) . . . . ?
B6 B2 B1 B9 37.0(2) . . . . ?
B8 B2 B1 B9 -63.3(3) . . . . ?
B4 B2 B1 B3 100.9(3) . . . . ?
B6 B2 B1 B3 137.6(2) . . . . ?
B8 B2 B1 B3 37.3(2) . . . . ?
B3 B2 B1 B7 -36.9(2) . . . . ?
B4 B2 B1 B7 64.0(3) . . . . ?
B6 B2 B1 B7 100.7(2) . . . . ?
B8 B2 B1 B7 0.4(3) . . . . ?
B3 B2 B1 B6 -137.6(2) . . . . ?
B4 B2 B1 B6 -36.7(2) . . . . ?
B8 B2 B1 B6 -100.3(2) . . . . ?
C11 B7 B1 B9 39.81(17) . . . . ?
B3 B7 B1 B9 138.6(2) . . . . ?
B5 B7 B1 B9 101.4(2) . . . . ?
C11 B7 B1 B3 -98.8(2) . . . . ?
B9 B7 B1 B3 -138.6(2) . . . . ?
B5 B7 B1 B3 -37.2(2) . . . . ?
C11 B7 B1 B2 -62.1(3) . . . . ?
B9 B7 B1 B2 -101.9(3) . . . . ?
B3 B7 B1 B2 36.7(2) . . . . ?
B5 B7 B1 B2 -0.5(3) . . . . ?
C11 B7 B1 B6 1.3(3) . . . . ?
B9 B7 B1 B6 -38.5(2) . . . . ?
B3 B7 B1 B6 100.1(3) . . . . ?
B5 B7 B1 B6 62.9(3) . . . . ?
C13 B6 B1 B9 -40.46(19) . . . . ?
B4 B6 B1 B9 -102.4(2) . . . . ?
B2 B6 B1 B9 -139.1(2) . . . . ?
C13 B6 B1 B3 61.1(3) . . . . ?
B4 B6 B1 B3 -0.8(3) . . . . ?
B2 B6 B1 B3 -37.5(2) . . . . ?
B9 B6 B1 B3 101.6(2) . . . . ?
C13 B6 B1 B2 98.6(2) . . . . ?
B4 B6 B1 B2 36.6(2) . . . . ?
B9 B6 B1 B2 139.1(2) . . . . ?
C13 B6 B1 B7 -2.1(3) . . . . ?
B4 B6 B1 B7 -64.0(3) . . . . ?
B2 B6 B1 B7 -100.7(3) . . . . ?
B9 B6 B1 B7 38.4(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        67.12
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.033


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2-MeOH'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dc1_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1839004'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
(S,R)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylphenylalaninate
;
_chemical_name_common            
;
(S,R)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylphenylalaninate
;
_chemical_melting_point          '394-395 K'
_chemical_formula_moiety         'C19 H34 B10 N2 O4, C H4 O'
_chemical_formula_sum            'C20 H38 B10 N2 O5'
_chemical_formula_weight         494.62
_chemical_absolute_configuration (S,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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.797(5)
_cell_length_b                   10.754(4)
_cell_length_c                   27.432(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2890(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    11832
_cell_measurement_theta_min      3.2283
_cell_measurement_theta_max      65.2589

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22714
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         65.43
_reflns_number_total             4884
_reflns_number_gt                4208
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0690P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.06(16)
_refine_ls_number_reflns         4884
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.0987
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 -0.01589(16) -0.17523(14) -0.18862(5) 0.0379(3) Uani 1 1 d . . .
O1 O 0.15505(16) 0.08468(11) -0.31471(5) 0.0514(3) Uani 1 1 d . . .
B1 B 0.3546(2) -0.1189(2) -0.26251(7) 0.0419(4) Uani 1 1 d . . .
C1 C 0.1896(2) 0.11074(17) -0.43086(6) 0.0422(4) Uani 1 1 d . . .
O1S O -0.0898(2) -0.79987(16) -0.09608(6) 0.0807(6) Uani 1 1 d . . .
H1S H -0.0740 -0.8711 -0.1135 0.097 Uiso 1 1 d R . .
C1S C -0.0257(5) -0.8140(4) -0.05149(11) 0.1138(13) Uani 1 1 d . . .
H1SA H 0.0369 -0.7465 -0.0465 0.171 Uiso 1 1 calc R . .
H1SB H 0.0233 -0.8913 -0.0511 0.171 Uiso 1 1 calc R . .
H1SC H -0.0928 -0.8141 -0.0260 0.171 Uiso 1 1 calc R . .
O2 O -0.00110(15) 0.01809(12) -0.15745(5) 0.0539(4) Uani 1 1 d . . .
B2 B 0.4039(2) -0.2651(2) -0.17708(8) 0.0536(5) Uani 1 1 d . . .
N2 N 0.19282(16) -0.06407(14) -0.37118(5) 0.0393(3) Uani 1 1 d . . .
C2 C 0.2726(2) 0.01741(16) -0.40225(6) 0.0403(4) Uani 1 1 d . . .
O3 O 0.06919(14) 0.06619(12) -0.44411(5) 0.0520(3) Uani 1 1 d . . .
B3 B 0.2321(2) -0.3172(2) -0.17700(7) 0.0458(5) Uani 1 1 d . . .
C3 C 0.3568(2) -0.0595(2) -0.43872(7) 0.0547(5) Uani 1 1 d . . .
H3A H 0.2953 -0.1123 -0.4571 0.066 Uiso 1 1 calc R . .
H3B H 0.4005 -0.0033 -0.4615 0.066 Uiso 1 1 calc R . .
B4 B 0.1274(2) -0.19713(16) -0.19957(6) 0.0342(4) Uani 1 1 d . . .
O4 O 0.23463(17) 0.21111(13) -0.44167(5) 0.0611(4) Uani 1 1 d . . .
C4 C 0.4644(2) -0.13962(18) -0.41549(7) 0.0518(5) Uani 1 1 d . . .
B5 B 0.4550(2) -0.2390(2) -0.23825(8) 0.0526(5) Uani 1 1 d . . .
C5 C 0.4523(3) -0.2678(2) -0.41527(8) 0.0670(6) Uani 1 1 d . . .
H5A H 0.3756 -0.3049 -0.4290 0.080 Uiso 1 1 calc R . .
B6 B 0.1760(2) -0.32152(17) -0.23874(7) 0.0402(4) Uani 1 1 d . . .
C6 C 0.5531(4) -0.3412(2) -0.39488(9) 0.0796(8) Uani 1 1 d . . .
H6A H 0.5439 -0.4273 -0.3950 0.096 Uiso 1 1 calc R . .
B7 B 0.2704(2) -0.1601(2) -0.16281(7) 0.0429(4) Uani 1 1 d . . .
C7 C 0.6672(4) -0.2874(3) -0.37431(11) 0.0882(8) Uani 1 1 d . . .
H7A H 0.7361 -0.3371 -0.3615 0.106 Uiso 1 1 calc R . .
B8 B 0.3453(3) -0.3657(2) -0.22350(8) 0.0533(5) Uani 1 1 d . . .
C8 C 0.6783(3) -0.1615(3) -0.37295(16) 0.1018(11) Uani 1 1 d . . .
H8A H 0.7531 -0.1246 -0.3579 0.122 Uiso 1 1 calc R . .
B9 B 0.3140(2) -0.2749(2) -0.27634(7) 0.0445(5) Uani 1 1 d . . .
C9 C 0.5773(3) -0.0875(2) -0.39418(12) 0.0787(7) Uani 1 1 d . . .
H9A H 0.5868 -0.0014 -0.3939 0.094 Uiso 1 1 calc R . .
B10 B 0.4060(2) -0.1115(2) -0.20081(8) 0.0478(5) Uani 1 1 d . . .
C10 C -0.0227(2) 0.13788(19) -0.47703(7) 0.0516(5) Uani 1 1 d . . .
C11 C -0.1439(3) 0.0536(3) -0.48090(13) 0.0908(9) Uani 1 1 d . . .
H11A H -0.1159 -0.0250 -0.4941 0.136 Uiso 1 1 calc R . .
H11B H -0.2108 0.0906 -0.5020 0.136 Uiso 1 1 calc R . .
H11C H -0.1827 0.0412 -0.4491 0.136 Uiso 1 1 calc R . .
C12 C 0.0464(3) 0.1538(3) -0.52612(7) 0.0757(7) Uani 1 1 d . . .
H12A H 0.1188 0.2135 -0.5233 0.114 Uiso 1 1 calc R . .
H12B H -0.0191 0.1825 -0.5496 0.114 Uiso 1 1 calc R . .
H12C H 0.0832 0.0755 -0.5366 0.114 Uiso 1 1 calc R . .
C13 C -0.0582(3) 0.2617(3) -0.45428(8) 0.0738(7) Uani 1 1 d . . .
H13A H 0.0203 0.3151 -0.4551 0.111 Uiso 1 1 calc R . .
H13B H -0.0861 0.2492 -0.4211 0.111 Uiso 1 1 calc R . .
H13C H -0.1314 0.2995 -0.4722 0.111 Uiso 1 1 calc R . .
C14 C 0.14447(18) -0.02376(15) -0.32853(6) 0.0373(4) Uani 1 1 d . . .
C15 C 0.08358(18) -0.12330(17) -0.29581(6) 0.0392(4) Uani 1 1 d . . .
H15A H 0.0495 -0.1910 -0.3157 0.047 Uiso 1 1 calc R . .
H15B H 0.0072 -0.0886 -0.2779 0.047 Uiso 1 1 calc R . .
C16 C 0.18896(17) -0.17350(14) -0.25991(5) 0.0340(3) Uani 1 1 d . . .
C17 C 0.24157(17) -0.08316(16) -0.21618(5) 0.0357(3) Uani 1 1 d . . .
C18 C -0.06992(19) -0.07473(16) -0.16603(6) 0.0399(4) Uani 1 1 d . . .
C19 C -0.2178(2) -0.0837(2) -0.15293(9) 0.0597(5) Uani 1 1 d . . .
H19A H -0.2511 -0.0031 -0.1437 0.090 Uiso 1 1 calc R . .
H19B H -0.2288 -0.1403 -0.1261 0.090 Uiso 1 1 calc R . .
H19C H -0.2685 -0.1136 -0.1805 0.090 Uiso 1 1 calc R . .
H2A H 0.332(2) 0.0653(19) -0.3808(7) 0.044(5) Uiso 1 1 d . . .
H6 H 0.092(2) -0.375(2) -0.2525(8) 0.054(6) Uiso 1 1 d . . .
H9 H 0.316(2) -0.2977(19) -0.3133(7) 0.047(5) Uiso 1 1 d . . .
H3 H 0.181(2) -0.381(2) -0.1487(8) 0.051(6) Uiso 1 1 d . . .
H1 H 0.377(2) -0.0481(18) -0.2907(7) 0.045(5) Uiso 1 1 d . . .
H10 H 0.465(3) -0.035(3) -0.1918(10) 0.083(8) Uiso 1 1 d . . .
H17 H 0.208(2) -0.005(2) -0.2179(7) 0.038(5) Uiso 1 1 d . . .
H8 H 0.376(3) -0.473(2) -0.2278(9) 0.063(7) Uiso 1 1 d . . .
H2 H 0.172(2) -0.136(2) -0.3810(8) 0.045(5) Uiso 1 1 d . . .
H5 H 0.559(3) -0.253(2) -0.2501(8) 0.064(7) Uiso 1 1 d . . .
H7 H 0.243(2) -0.115(2) -0.1293(8) 0.049(5) Uiso 1 1 d . . .
H2B H 0.480(3) -0.293(3) -0.1501(11) 0.091(9) Uiso 1 1 d . . .
H1A H -0.067(2) -0.234(2) -0.1912(8) 0.050(6) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
N1 C18 1.354(2) . ?
N1 B4 1.455(3) . ?
N1 H1A 0.81(3) . ?
O1 C14 1.231(2) . ?
B1 C16 1.727(3) . ?
B1 C17 1.729(2) . ?
B1 B5 1.755(3) . ?
B1 B9 1.766(3) . ?
B1 B10 1.767(3) . ?
B1 H1 1.11(2) . ?
C1 O4 1.203(2) . ?
C1 O3 1.324(2) . ?
C1 C2 1.512(3) . ?
O1S C1S 1.384(3) . ?
O1S H1S 0.9168 . ?
C1S H1SA 0.9600 . ?
C1S H1SB 0.9600 . ?
C1S H1SC 0.9600 . ?
O2 C18 1.227(2) . ?
B2 B8 1.767(4) . ?
B2 B7 1.772(3) . ?
B2 B5 1.774(3) . ?
B2 B3 1.774(4) . ?
B2 B10 1.775(3) . ?
B2 H2B 1.09(3) . ?
N2 C14 1.335(2) . ?
N2 C2 1.451(2) . ?
N2 H2 0.84(2) . ?
C2 C3 1.538(3) . ?
C2 H2A 0.98(2) . ?
O3 C10 1.490(2) . ?
B3 B4 1.761(3) . ?
B3 B8 1.769(3) . ?
B3 B7 1.774(3) . ?
B3 B6 1.781(3) . ?
B3 H3 1.15(2) . ?
C3 C4 1.503(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
B4 C17 1.721(2) . ?
B4 B7 1.771(3) . ?
B4 C16 1.780(2) . ?
B4 B6 1.781(2) . ?
C4 C9 1.371(4) . ?
C4 C5 1.383(3) . ?
B5 B9 1.775(3) . ?
B5 B10 1.779(3) . ?
B5 B8 1.782(4) . ?
B5 H5 1.08(3) . ?
C5 C6 1.383(4) . ?
C5 H5A 0.9300 . ?
B6 C16 1.699(2) . ?
B6 B9 1.773(3) . ?
B6 B8 1.776(3) . ?
B6 H6 1.08(2) . ?
C6 C7 1.379(5) . ?
C6 H6A 0.9300 . ?
B7 C17 1.705(2) . ?
B7 B10 1.768(3) . ?
B7 H7 1.08(2) . ?
C7 C8 1.360(4) . ?
C7 H7A 0.9300 . ?
B8 B9 1.775(3) . ?
B8 H8 1.20(2) . ?
C8 C9 1.397(4) . ?
C8 H8A 0.9300 . ?
B9 C16 1.701(3) . ?
B9 H9 1.04(2) . ?
C9 H9A 0.9300 . ?
B10 C17 1.693(3) . ?
B10 H10 1.04(3) . ?
C10 C11 1.498(4) . ?
C10 C13 1.512(3) . ?
C10 C12 1.517(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.519(2) . ?
C15 C16 1.525(2) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.628(2) . ?
C17 H17 0.91(2) . ?
C18 C19 1.496(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

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
C18 N1 B4 126.94(16) . . ?
C18 N1 H1A 114.9(16) . . ?
B4 N1 H1A 117.0(16) . . ?
C16 B1 C17 56.18(10) . . ?
C16 B1 B5 105.11(15) . . ?
C17 B1 B5 104.11(14) . . ?
C16 B1 B9 58.26(11) . . ?
C17 B1 B9 102.98(14) . . ?
B5 B1 B9 60.55(13) . . ?
C16 B1 B10 104.07(13) . . ?
C17 B1 B10 57.90(11) . . ?
B5 B1 B10 60.67(13) . . ?
B9 B1 B10 108.20(15) . . ?
C16 B1 H1 116.7(11) . . ?
C17 B1 H1 119.2(11) . . ?
B5 B1 H1 131.3(11) . . ?
B9 B1 H1 123.2(10) . . ?
B10 B1 H1 125.6(11) . . ?
O4 C1 O3 125.70(17) . . ?
O4 C1 C2 121.75(18) . . ?
O3 C1 C2 112.45(15) . . ?
C1S O1S H1S 107.0 . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
B8 B2 B7 108.05(16) . . ?
B8 B2 B5 60.44(14) . . ?
B7 B2 B5 108.47(15) . . ?
B8 B2 B3 59.97(13) . . ?
B7 B2 B3 60.03(12) . . ?
B5 B2 B3 108.61(16) . . ?
B8 B2 B10 108.00(15) . . ?
B7 B2 B10 59.78(13) . . ?
B5 B2 B10 60.17(13) . . ?
B3 B2 B10 107.76(15) . . ?
B8 B2 H2B 122.8(16) . . ?
B7 B2 H2B 122.0(16) . . ?
B5 B2 H2B 119.3(16) . . ?
B3 B2 H2B 124.1(16) . . ?
B10 B2 H2B 119.7(16) . . ?
C14 N2 C2 120.66(15) . . ?
C14 N2 H2 119.4(15) . . ?
C2 N2 H2 119.8(15) . . ?
N2 C2 C1 114.57(16) . . ?
N2 C2 C3 110.24(16) . . ?
C1 C2 C3 107.93(14) . . ?
N2 C2 H2A 106.7(12) . . ?
C1 C2 H2A 106.5(12) . . ?
C3 C2 H2A 110.8(12) . . ?
C1 O3 C10 121.15(15) . . ?
B4 B3 B8 109.15(14) . . ?
B4 B3 B7 60.14(11) . . ?
B8 B3 B7 107.85(16) . . ?
B4 B3 B2 108.71(15) . . ?
B8 B3 B2 59.82(14) . . ?
B7 B3 B2 59.93(13) . . ?
B4 B3 B6 60.36(10) . . ?
B8 B3 B6 60.01(13) . . ?
B7 B3 B6 107.40(13) . . ?
B2 B3 B6 107.45(15) . . ?
B4 B3 H3 114.8(11) . . ?
B8 B3 H3 125.7(11) . . ?
B7 B3 H3 120.8(11) . . ?
B2 B3 H3 127.1(11) . . ?
B6 B3 H3 119.4(11) . . ?
C4 C3 C2 114.11(16) . . ?
C4 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
N1 B4 C17 124.52(14) . . ?
N1 B4 B3 127.44(15) . . ?
C17 B4 B3 103.70(15) . . ?
N1 B4 B7 127.54(14) . . ?
C17 B4 B7 58.44(10) . . ?
B3 B4 B7 60.29(12) . . ?
N1 B4 C16 119.71(14) . . ?
C17 B4 C16 55.38(9) . . ?
B3 B4 C16 103.55(13) . . ?
B7 B4 C16 103.27(13) . . ?
N1 B4 B6 120.26(15) . . ?
C17 B4 B6 101.63(13) . . ?
B3 B4 B6 60.38(11) . . ?
B7 B4 B6 107.53(15) . . ?
C16 B4 B6 57.01(9) . . ?
C9 C4 C5 118.4(2) . . ?
C9 C4 C3 120.81(19) . . ?
C5 C4 C3 120.8(2) . . ?
B1 B5 B2 108.47(16) . . ?
B1 B5 B9 60.03(12) . . ?
B2 B5 B9 107.61(17) . . ?
B1 B5 B10 60.01(12) . . ?
B2 B5 B10 59.96(14) . . ?
B9 B5 B10 107.28(16) . . ?
B1 B5 B8 108.11(16) . . ?
B2 B5 B8 59.59(14) . . ?
B9 B5 B8 59.85(13) . . ?
B10 B5 B8 107.17(16) . . ?
B1 B5 H5 121.1(13) . . ?
B2 B5 H5 122.0(13) . . ?
B9 B5 H5 121.7(13) . . ?
B10 B5 H5 122.4(13) . . ?
B8 B5 H5 122.1(14) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C16 B6 B9 58.62(11) . . ?
C16 B6 B8 105.15(15) . . ?
B9 B6 B8 60.01(13) . . ?
C16 B6 B4 61.48(9) . . ?
B9 B6 B4 110.03(14) . . ?
B8 B6 B4 107.98(15) . . ?
C16 B6 B3 106.10(13) . . ?
B9 B6 B3 108.10(16) . . ?
B8 B6 B3 59.67(12) . . ?
B4 B6 B3 59.26(11) . . ?
C16 B6 H6 116.2(12) . . ?
B9 B6 H6 122.2(11) . . ?
B8 B6 H6 130.9(12) . . ?
B4 B6 H6 114.3(11) . . ?
B3 B6 H6 125.7(12) . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 H6A 119.8 . . ?
C5 C6 H6A 119.8 . . ?
C17 B7 B10 58.31(11) . . ?
C17 B7 B4 59.30(10) . . ?
B10 B7 B4 108.96(14) . . ?
C17 B7 B2 103.99(14) . . ?
B10 B7 B2 60.21(13) . . ?
B4 B7 B2 108.34(15) . . ?
C17 B7 B3 103.80(13) . . ?
B10 B7 B3 108.11(16) . . ?
B4 B7 B3 59.57(11) . . ?
B2 B7 B3 60.05(14) . . ?
C17 B7 H7 118.3(11) . . ?
B10 B7 H7 123.9(12) . . ?
B4 B7 H7 113.1(12) . . ?
B2 B7 H7 131.4(12) . . ?
B3 B7 H7 124.5(11) . . ?
C8 C7 C6 119.6(3) . . ?
C8 C7 H7A 120.2 . . ?
C6 C7 H7A 120.2 . . ?
B2 B8 B3 60.22(13) . . ?
B2 B8 B9 107.93(17) . . ?
B3 B8 B9 108.53(15) . . ?
B2 B8 B6 108.01(15) . . ?
B3 B8 B6 60.32(12) . . ?
B9 B8 B6 59.91(12) . . ?
B2 B8 B5 59.97(13) . . ?
B3 B8 B5 108.44(16) . . ?
B9 B8 B5 59.88(13) . . ?
B6 B8 B5 107.78(15) . . ?
B2 B8 H8 125.3(12) . . ?
B3 B8 H8 120.9(12) . . ?
B9 B8 H8 119.6(11) . . ?
B6 B8 H8 118.1(12) . . ?
B5 B8 H8 124.1(12) . . ?
C7 C8 C9 120.0(3) . . ?
C7 C8 H8A 120.0 . . ?
C9 C8 H8A 120.0 . . ?
C16 B9 B1 59.74(11) . . ?
C16 B9 B6 58.53(10) . . ?
B1 B9 B6 108.40(13) . . ?
C16 B9 B8 105.14(13) . . ?
B1 B9 B8 107.96(15) . . ?
B6 B9 B8 60.08(13) . . ?
C16 B9 B5 105.38(15) . . ?
B1 B9 B5 59.43(13) . . ?
B6 B9 B5 108.22(14) . . ?
B8 B9 B5 60.27(14) . . ?
C16 B9 H9 114.7(12) . . ?
B1 B9 H9 115.4(11) . . ?
B6 B9 H9 120.7(12) . . ?
B8 B9 H9 131.5(11) . . ?
B5 B9 H9 127.7(12) . . ?
C4 C9 C8 121.1(2) . . ?
C4 C9 H9A 119.5 . . ?
C8 C9 H9A 119.5 . . ?
C17 B10 B7 59.00(11) . . ?
C17 B10 B1 59.91(10) . . ?
B7 B10 B1 109.73(15) . . ?
C17 B10 B2 104.37(16) . . ?
B7 B10 B2 60.02(13) . . ?
B1 B10 B2 107.85(16) . . ?
C17 B10 B5 104.62(15) . . ?
B7 B10 B5 108.42(17) . . ?
B1 B10 B5 59.32(12) . . ?
B2 B10 B5 59.87(13) . . ?
C17 B10 H10 116.6(16) . . ?
B7 B10 H10 120.9(15) . . ?
B1 B10 H10 115.0(15) . . ?
B2 B10 H10 131.1(15) . . ?
B5 B10 H10 126.8(16) . . ?
O3 C10 C11 102.06(17) . . ?
O3 C10 C13 110.17(16) . . ?
C11 C10 C13 112.3(2) . . ?
O3 C10 C12 109.10(18) . . ?
C11 C10 C12 111.0(2) . . ?
C13 C10 C12 111.7(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 C14 N2 123.23(16) . . ?
O1 C14 C15 121.25(16) . . ?
N2 C14 C15 115.37(15) . . ?
C14 C15 C16 111.41(14) . . ?
C14 C15 H15A 109.3 . . ?
C16 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 C17 118.62(13) . . ?
C15 C16 B6 120.10(14) . . ?
C17 C16 B6 109.32(13) . . ?
C15 C16 B9 122.90(13) . . ?
C17 C16 B9 110.49(13) . . ?
B6 C16 B9 62.85(12) . . ?
C15 C16 B1 119.26(13) . . ?
C17 C16 B1 61.96(10) . . ?
B6 C16 B1 113.76(14) . . ?
B9 C16 B1 62.00(12) . . ?
C15 C16 B4 114.94(13) . . ?
C17 C16 B4 60.46(10) . . ?
B6 C16 B4 61.52(9) . . ?
B9 C16 B4 113.50(12) . . ?
B1 C16 B4 113.90(12) . . ?
C16 C17 B10 112.17(14) . . ?
C16 C17 B7 113.31(14) . . ?
B10 C17 B7 62.69(12) . . ?
C16 C17 B4 64.16(10) . . ?
B10 C17 B4 115.09(14) . . ?
B7 C17 B4 62.26(11) . . ?
C16 C17 B1 61.86(11) . . ?
B10 C17 B1 62.19(11) . . ?
B7 C17 B1 114.67(14) . . ?
B4 C17 B1 116.92(13) . . ?
C16 C17 H17 113.6(12) . . ?
B10 C17 H17 122.0(12) . . ?
B7 C17 H17 123.8(12) . . ?
B4 C17 H17 115.9(12) . . ?
B1 C17 H17 113.8(12) . . ?
O2 C18 N1 121.49(17) . . ?
O2 C18 C19 122.59(17) . . ?
N1 C18 C19 115.92(18) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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
_geom_torsion_publ_flag
C14 N2 C2 C1 -77.9(2) . . . . ?
C14 N2 C2 C3 160.10(16) . . . . ?
O4 C1 C2 N2 149.35(17) . . . . ?
O3 C1 C2 N2 -34.1(2) . . . . ?
O4 C1 C2 C3 -87.4(2) . . . . ?
O3 C1 C2 C3 89.13(19) . . . . ?
O4 C1 O3 C10 2.9(3) . . . . ?
C2 C1 O3 C10 -173.45(15) . . . . ?
B8 B2 B3 B4 -101.76(15) . . . . ?
B7 B2 B3 B4 36.54(13) . . . . ?
B5 B2 B3 B4 -64.5(2) . . . . ?
B10 B2 B3 B4 -0.82(19) . . . . ?
B7 B2 B3 B8 138.30(15) . . . . ?
B5 B2 B3 B8 37.25(16) . . . . ?
B10 B2 B3 B8 100.94(16) . . . . ?
B8 B2 B3 B7 -138.30(15) . . . . ?
B5 B2 B3 B7 -101.05(17) . . . . ?
B10 B2 B3 B7 -37.36(14) . . . . ?
B8 B2 B3 B6 -37.92(14) . . . . ?
B7 B2 B3 B6 100.38(14) . . . . ?
B5 B2 B3 B6 -0.7(2) . . . . ?
B10 B2 B3 B6 63.02(18) . . . . ?
N2 C2 C3 C4 -65.3(2) . . . . ?
C1 C2 C3 C4 168.91(17) . . . . ?
C18 N1 B4 C17 -35.8(2) . . . . ?
C18 N1 B4 B3 116.86(19) . . . . ?
C18 N1 B4 B7 38.3(2) . . . . ?
C18 N1 B4 C16 -102.17(19) . . . . ?
C18 N1 B4 B6 -169.04(14) . . . . ?
B8 B3 B4 N1 143.41(18) . . . . ?
B7 B3 B4 N1 -116.52(19) . . . . ?
B2 B3 B4 N1 -152.97(16) . . . . ?
B6 B3 B4 N1 107.15(19) . . . . ?
B8 B3 B4 C17 -59.48(18) . . . . ?
B7 B3 B4 C17 40.59(12) . . . . ?
B2 B3 B4 C17 4.14(17) . . . . ?
B6 B3 B4 C17 -95.74(13) . . . . ?
B8 B3 B4 B7 -100.07(18) . . . . ?
B2 B3 B4 B7 -36.45(14) . . . . ?
B6 B3 B4 B7 -136.33(15) . . . . ?
B8 B3 B4 C16 -2.36(19) . . . . ?
B7 B3 B4 C16 97.71(14) . . . . ?
B2 B3 B4 C16 61.26(16) . . . . ?
B6 B3 B4 C16 -38.62(12) . . . . ?
B8 B3 B4 B6 36.26(15) . . . . ?
B7 B3 B4 B6 136.33(15) . . . . ?
B2 B3 B4 B6 99.88(16) . . . . ?
C2 C3 C4 C9 -69.5(3) . . . . ?
C2 C3 C4 C5 110.8(2) . . . . ?
C16 B1 B5 B2 -61.22(19) . . . . ?
C17 B1 B5 B2 -3.0(2) . . . . ?
B9 B1 B5 B2 -100.12(18) . . . . ?
B10 B1 B5 B2 36.66(16) . . . . ?
C16 B1 B5 B9 38.89(12) . . . . ?
C17 B1 B5 B9 97.12(14) . . . . ?
B10 B1 B5 B9 136.78(15) . . . . ?
C16 B1 B5 B10 -97.89(14) . . . . ?
C17 B1 B5 B10 -39.66(14) . . . . ?
B9 B1 B5 B10 -136.78(15) . . . . ?
C16 B1 B5 B8 1.90(19) . . . . ?
C17 B1 B5 B8 60.12(18) . . . . ?
B9 B1 B5 B8 -37.00(14) . . . . ?
B10 B1 B5 B8 99.78(17) . . . . ?
B8 B2 B5 B1 100.60(18) . . . . ?
B7 B2 B5 B1 -0.1(2) . . . . ?
B3 B2 B5 B1 63.6(2) . . . . ?
B10 B2 B5 B1 -36.68(16) . . . . ?
B8 B2 B5 B9 37.13(16) . . . . ?
B7 B2 B5 B9 -63.6(2) . . . . ?
B3 B2 B5 B9 0.1(2) . . . . ?
B10 B2 B5 B9 -100.16(17) . . . . ?
B8 B2 B5 B10 137.29(17) . . . . ?
B7 B2 B5 B10 36.56(16) . . . . ?
B3 B2 B5 B10 100.24(17) . . . . ?
B7 B2 B5 B8 -100.73(18) . . . . ?
B3 B2 B5 B8 -37.05(16) . . . . ?
B10 B2 B5 B8 -137.29(17) . . . . ?
C9 C4 C5 C6 -1.3(4) . . . . ?
C3 C4 C5 C6 178.5(2) . . . . ?
N1 B4 B6 C16 107.78(16) . . . . ?
C17 B4 B6 C16 -34.39(11) . . . . ?
B3 B4 B6 C16 -133.67(15) . . . . ?
B7 B4 B6 C16 -94.70(14) . . . . ?
N1 B4 B6 B9 141.79(16) . . . . ?
C17 B4 B6 B9 -0.39(18) . . . . ?
B3 B4 B6 B9 -99.66(17) . . . . ?
B7 B4 B6 B9 -60.69(17) . . . . ?
C16 B4 B6 B9 34.01(13) . . . . ?
N1 B4 B6 B8 -154.38(15) . . . . ?
C17 B4 B6 B8 63.45(16) . . . . ?
B3 B4 B6 B8 -35.83(14) . . . . ?
B7 B4 B6 B8 3.14(17) . . . . ?
C16 B4 B6 B8 97.84(15) . . . . ?
N1 B4 B6 B3 -118.55(18) . . . . ?
C17 B4 B6 B3 99.28(15) . . . . ?
B7 B4 B6 B3 38.97(13) . . . . ?
C16 B4 B6 B3 133.67(15) . . . . ?
B4 B3 B6 C16 41.41(13) . . . . ?
B8 B3 B6 C16 -98.41(16) . . . . ?
B7 B3 B6 C16 2.54(19) . . . . ?
B2 B3 B6 C16 -60.59(18) . . . . ?
B4 B3 B6 B9 103.00(15) . . . . ?
B8 B3 B6 B9 -36.83(14) . . . . ?
B7 B3 B6 B9 64.13(18) . . . . ?
B2 B3 B6 B9 1.00(19) . . . . ?
B4 B3 B6 B8 139.83(16) . . . . ?
B7 B3 B6 B8 100.96(17) . . . . ?
B2 B3 B6 B8 37.83(15) . . . . ?
B8 B3 B6 B4 -139.83(16) . . . . ?
B7 B3 B6 B4 -38.87(14) . . . . ?
B2 B3 B6 B4 -102.00(16) . . . . ?
C4 C5 C6 C7 0.2(4) . . . . ?
N1 B4 B7 C17 -111.51(18) . . . . ?
B3 B4 B7 C17 132.11(14) . . . . ?
C16 B4 B7 C17 33.91(11) . . . . ?
B6 B4 B7 C17 93.10(13) . . . . ?
N1 B4 B7 B10 -143.29(18) . . . . ?
C17 B4 B7 B10 -31.78(14) . . . . ?
B3 B4 B7 B10 100.33(17) . . . . ?
C16 B4 B7 B10 2.13(18) . . . . ?
B6 B4 B7 B10 61.32(18) . . . . ?
N1 B4 B7 B2 152.79(16) . . . . ?
C17 B4 B7 B2 -95.70(15) . . . . ?
B3 B4 B7 B2 36.41(14) . . . . ?
C16 B4 B7 B2 -61.79(16) . . . . ?
B6 B4 B7 B2 -2.60(18) . . . . ?
N1 B4 B7 B3 116.37(19) . . . . ?
C17 B4 B7 B3 -132.11(14) . . . . ?
C16 B4 B7 B3 -98.20(13) . . . . ?
B6 B4 B7 B3 -39.02(12) . . . . ?
B8 B2 B7 C17 -60.78(19) . . . . ?
B5 B2 B7 C17 3.2(2) . . . . ?
B3 B2 B7 C17 -98.06(14) . . . . ?
B10 B2 B7 C17 39.96(13) . . . . ?
B8 B2 B7 B10 -100.74(16) . . . . ?
B5 B2 B7 B10 -36.73(16) . . . . ?
B3 B2 B7 B10 -138.02(15) . . . . ?
B8 B2 B7 B4 1.1(2) . . . . ?
B5 B2 B7 B4 65.1(2) . . . . ?
B3 B2 B7 B4 -36.21(13) . . . . ?
B10 B2 B7 B4 101.81(15) . . . . ?
B8 B2 B7 B3 37.28(14) . . . . ?
B5 B2 B7 B3 101.29(18) . . . . ?
B10 B2 B7 B3 138.02(15) . . . . ?
B4 B3 B7 C17 -41.06(12) . . . . ?
B8 B3 B7 C17 61.21(19) . . . . ?
B2 B3 B7 C17 98.38(15) . . . . ?
B6 B3 B7 C17 -2.09(19) . . . . ?
B4 B3 B7 B10 -101.80(15) . . . . ?
B8 B3 B7 B10 0.47(19) . . . . ?
B2 B3 B7 B10 37.64(13) . . . . ?
B6 B3 B7 B10 -62.82(19) . . . . ?
B8 B3 B7 B4 102.27(16) . . . . ?
B2 B3 B7 B4 139.44(14) . . . . ?
B6 B3 B7 B4 38.97(14) . . . . ?
B4 B3 B7 B2 -139.44(14) . . . . ?
B8 B3 B7 B2 -37.17(15) . . . . ?
B6 B3 B7 B2 -100.47(16) . . . . ?
C5 C6 C7 C8 1.8(5) . . . . ?
B7 B2 B8 B3 -37.31(14) . . . . ?
B5 B2 B8 B3 -138.74(16) . . . . ?
B10 B2 B8 B3 -100.52(17) . . . . ?
B7 B2 B8 B9 64.2(2) . . . . ?
B5 B2 B8 B9 -37.22(16) . . . . ?
B3 B2 B8 B9 101.52(17) . . . . ?
B10 B2 B8 B9 1.0(2) . . . . ?
B7 B2 B8 B6 0.9(2) . . . . ?
B5 B2 B8 B6 -100.55(16) . . . . ?
B3 B2 B8 B6 38.19(14) . . . . ?
B10 B2 B8 B6 -62.3(2) . . . . ?
B7 B2 B8 B5 101.43(17) . . . . ?
B3 B2 B8 B5 138.74(16) . . . . ?
B10 B2 B8 B5 38.22(15) . . . . ?
B4 B3 B8 B2 101.00(17) . . . . ?
B7 B3 B8 B2 37.22(15) . . . . ?
B6 B3 B8 B2 137.40(16) . . . . ?
B4 B3 B8 B9 0.5(2) . . . . ?
B7 B3 B8 B9 -63.3(2) . . . . ?
B2 B3 B8 B9 -100.51(19) . . . . ?
B6 B3 B8 B9 36.90(15) . . . . ?
B4 B3 B8 B6 -36.41(14) . . . . ?
B7 B3 B8 B6 -100.19(15) . . . . ?
B2 B3 B8 B6 -137.40(16) . . . . ?
B4 B3 B8 B5 64.0(2) . . . . ?
B7 B3 B8 B5 0.2(2) . . . . ?
B2 B3 B8 B5 -37.00(15) . . . . ?
B6 B3 B8 B5 100.40(16) . . . . ?
C16 B6 B8 B2 61.90(18) . . . . ?
B9 B6 B8 B2 100.71(17) . . . . ?
B4 B6 B8 B2 -2.50(19) . . . . ?
B3 B6 B8 B2 -38.15(15) . . . . ?
C16 B6 B8 B3 100.04(14) . . . . ?
B9 B6 B8 B3 138.86(16) . . . . ?
B4 B6 B8 B3 35.65(13) . . . . ?
C16 B6 B8 B9 -38.82(13) . . . . ?
B4 B6 B8 B9 -103.21(15) . . . . ?
B3 B6 B8 B9 -138.86(16) . . . . ?
C16 B6 B8 B5 -1.46(18) . . . . ?
B9 B6 B8 B5 37.35(14) . . . . ?
B4 B6 B8 B5 -65.85(18) . . . . ?
B3 B6 B8 B5 -101.51(17) . . . . ?
B1 B5 B8 B2 -101.22(17) . . . . ?
B9 B5 B8 B2 -138.29(17) . . . . ?
B10 B5 B8 B2 -37.92(15) . . . . ?
B1 B5 B8 B3 -64.1(2) . . . . ?
B2 B5 B8 B3 37.11(15) . . . . ?
B9 B5 B8 B3 -101.18(17) . . . . ?
B10 B5 B8 B3 -0.8(2) . . . . ?
B1 B5 B8 B9 37.08(14) . . . . ?
B2 B5 B8 B9 138.29(17) . . . . ?
B10 B5 B8 B9 100.37(17) . . . . ?
B1 B5 B8 B6 -0.3(2) . . . . ?
B2 B5 B8 B6 100.93(17) . . . . ?
B9 B5 B8 B6 -37.37(14) . . . . ?
B10 B5 B8 B6 63.01(19) . . . . ?
C6 C7 C8 C9 -2.7(6) . . . . ?
C17 B1 B9 C16 35.49(11) . . . . ?
B5 B1 B9 C16 134.54(14) . . . . ?
B10 B1 B9 C16 95.60(14) . . . . ?
C16 B1 B9 B6 -33.80(13) . . . . ?
C17 B1 B9 B6 1.69(18) . . . . ?
B5 B1 B9 B6 100.73(16) . . . . ?
B10 B1 B9 B6 61.80(18) . . . . ?
C16 B1 B9 B8 -97.39(15) . . . . ?
C17 B1 B9 B8 -61.90(18) . . . . ?
B5 B1 B9 B8 37.14(15) . . . . ?
B10 B1 B9 B8 -1.8(2) . . . . ?
C16 B1 B9 B5 -134.54(14) . . . . ?
C17 B1 B9 B5 -99.04(15) . . . . ?
B10 B1 B9 B5 -38.93(14) . . . . ?
B8 B6 B9 C16 -134.87(15) . . . . ?
B4 B6 B9 C16 -35.14(13) . . . . ?
B3 B6 B9 C16 -98.19(14) . . . . ?
C16 B6 B9 B1 34.29(13) . . . . ?
B8 B6 B9 B1 -100.58(17) . . . . ?
B4 B6 B9 B1 -0.9(2) . . . . ?
B3 B6 B9 B1 -63.90(17) . . . . ?
C16 B6 B9 B8 134.87(15) . . . . ?
B4 B6 B9 B8 99.73(16) . . . . ?
B3 B6 B9 B8 36.68(14) . . . . ?
C16 B6 B9 B5 97.23(16) . . . . ?
B8 B6 B9 B5 -37.63(15) . . . . ?
B4 B6 B9 B5 62.09(19) . . . . ?
B3 B6 B9 B5 -0.95(19) . . . . ?
B2 B8 B9 C16 -62.1(2) . . . . ?
B3 B8 B9 C16 1.7(2) . . . . ?
B6 B8 B9 C16 38.77(13) . . . . ?
B5 B8 B9 C16 -99.32(16) . . . . ?
B2 B8 B9 B1 0.5(2) . . . . ?
B3 B8 B9 B1 64.2(2) . . . . ?
B6 B8 B9 B1 101.32(15) . . . . ?
B5 B8 B9 B1 -36.78(14) . . . . ?
B2 B8 B9 B6 -100.83(17) . . . . ?
B3 B8 B9 B6 -37.07(15) . . . . ?
B5 B8 B9 B6 -138.09(15) . . . . ?
B2 B8 B9 B5 37.26(16) . . . . ?
B3 B8 B9 B5 101.02(18) . . . . ?
B6 B8 B9 B5 138.09(15) . . . . ?
B1 B5 B9 C16 -39.68(13) . . . . ?
B2 B5 B9 C16 61.89(19) . . . . ?
B10 B5 B9 C16 -1.28(19) . . . . ?
B8 B5 B9 C16 98.91(15) . . . . ?
B2 B5 B9 B1 101.57(17) . . . . ?
B10 B5 B9 B1 38.40(14) . . . . ?
B8 B5 B9 B1 138.59(15) . . . . ?
B1 B5 B9 B6 -101.04(15) . . . . ?
B2 B5 B9 B6 0.5(2) . . . . ?
B10 B5 B9 B6 -62.64(19) . . . . ?
B8 B5 B9 B6 37.55(14) . . . . ?
B1 B5 B9 B8 -138.59(15) . . . . ?
B2 B5 B9 B8 -37.01(16) . . . . ?
B10 B5 B9 B8 -100.19(17) . . . . ?
C5 C4 C9 C8 0.4(4) . . . . ?
C3 C4 C9 C8 -179.4(3) . . . . ?
C7 C8 C9 C4 1.7(6) . . . . ?
B4 B7 B10 C17 32.15(14) . . . . ?
B2 B7 B10 C17 132.91(15) . . . . ?
B3 B7 B10 C17 95.34(15) . . . . ?
C17 B7 B10 B1 -33.19(14) . . . . ?
B4 B7 B10 B1 -1.0(2) . . . . ?
B2 B7 B10 B1 99.73(18) . . . . ?
B3 B7 B10 B1 62.16(19) . . . . ?
C17 B7 B10 B2 -132.91(15) . . . . ?
B4 B7 B10 B2 -100.76(16) . . . . ?
B3 B7 B10 B2 -37.57(14) . . . . ?
C17 B7 B10 B5 -96.33(16) . . . . ?
B4 B7 B10 B5 -64.17(18) . . . . ?
B2 B7 B10 B5 36.59(15) . . . . ?
B3 B7 B10 B5 -0.98(19) . . . . ?
C16 B1 B10 C17 -33.42(13) . . . . ?
B5 B1 B10 C17 -133.06(16) . . . . ?
B9 B1 B10 C17 -94.18(15) . . . . ?
C16 B1 B10 B7 -0.6(2) . . . . ?
C17 B1 B10 B7 32.84(14) . . . . ?
B5 B1 B10 B7 -100.22(19) . . . . ?
B9 B1 B10 B7 -61.3(2) . . . . ?
C16 B1 B10 B2 63.16(18) . . . . ?
C17 B1 B10 B2 96.59(16) . . . . ?
B5 B1 B10 B2 -36.47(15) . . . . ?
B9 B1 B10 B2 2.4(2) . . . . ?
C16 B1 B10 B5 99.64(16) . . . . ?
C17 B1 B10 B5 133.06(16) . . . . ?
B9 B1 B10 B5 38.88(15) . . . . ?
B8 B2 B10 C17 60.43(19) . . . . ?
B7 B2 B10 C17 -40.39(13) . . . . ?
B5 B2 B10 C17 98.77(15) . . . . ?
B3 B2 B10 C17 -2.92(19) . . . . ?
B8 B2 B10 B7 100.82(18) . . . . ?
B5 B2 B10 B7 139.17(16) . . . . ?
B3 B2 B10 B7 37.47(14) . . . . ?
B8 B2 B10 B1 -2.1(2) . . . . ?
B7 B2 B10 B1 -102.93(16) . . . . ?
B5 B2 B10 B1 36.24(15) . . . . ?
B3 B2 B10 B1 -65.46(19) . . . . ?
B8 B2 B10 B5 -38.34(16) . . . . ?
B7 B2 B10 B5 -139.17(16) . . . . ?
B3 B2 B10 B5 -101.69(17) . . . . ?
B1 B5 B10 C17 40.79(13) . . . . ?
B2 B5 B10 C17 -98.34(16) . . . . ?
B9 B5 B10 C17 2.4(2) . . . . ?
B8 B5 B10 C17 -60.59(18) . . . . ?
B1 B5 B10 B7 102.49(16) . . . . ?
B2 B5 B10 B7 -36.65(15) . . . . ?
B9 B5 B10 B7 64.08(19) . . . . ?
B8 B5 B10 B7 1.1(2) . . . . ?
B2 B5 B10 B1 -139.14(17) . . . . ?
B9 B5 B10 B1 -38.41(14) . . . . ?
B8 B5 B10 B1 -101.38(17) . . . . ?
B1 B5 B10 B2 139.14(17) . . . . ?
B9 B5 B10 B2 100.73(18) . . . . ?
B8 B5 B10 B2 37.76(16) . . . . ?
C1 O3 C10 C11 -179.2(2) . . . . ?
C1 O3 C10 C13 -59.7(2) . . . . ?
C1 O3 C10 C12 63.3(2) . . . . ?
C2 N2 C14 O1 5.5(3) . . . . ?
C2 N2 C14 C15 -170.12(15) . . . . ?
O1 C14 C15 C16 -82.1(2) . . . . ?
N2 C14 C15 C16 93.71(18) . . . . ?
C14 C15 C16 C17 69.64(19) . . . . ?
C14 C15 C16 B6 -151.59(14) . . . . ?
C14 C15 C16 B9 -76.3(2) . . . . ?
C14 C15 C16 B1 -2.4(2) . . . . ?
C14 C15 C16 B4 138.18(14) . . . . ?
B9 B6 C16 C15 114.10(16) . . . . ?
B8 B6 C16 C15 153.59(15) . . . . ?
B4 B6 C16 C15 -103.89(16) . . . . ?
B3 B6 C16 C15 -144.21(16) . . . . ?
B9 B6 C16 C17 -103.71(14) . . . . ?
B8 B6 C16 C17 -64.22(16) . . . . ?
B4 B6 C16 C17 38.30(13) . . . . ?
B3 B6 C16 C17 -2.02(18) . . . . ?
B8 B6 C16 B9 39.49(14) . . . . ?
B4 B6 C16 B9 142.01(14) . . . . ?
B3 B6 C16 B9 101.69(17) . . . . ?
B9 B6 C16 B1 -36.66(13) . . . . ?
B8 B6 C16 B1 2.83(17) . . . . ?
B4 B6 C16 B1 105.35(14) . . . . ?
B3 B6 C16 B1 65.03(17) . . . . ?
B9 B6 C16 B4 -142.01(14) . . . . ?
B8 B6 C16 B4 -102.52(15) . . . . ?
B3 B6 C16 B4 -40.32(13) . . . . ?
B1 B9 C16 C15 108.39(17) . . . . ?
B6 B9 C16 C15 -109.85(17) . . . . ?
B8 B9 C16 C15 -149.37(16) . . . . ?
B5 B9 C16 C15 147.92(16) . . . . ?
B1 B9 C16 C17 -39.91(12) . . . . ?
B6 B9 C16 C17 101.85(14) . . . . ?
B8 B9 C16 C17 62.33(19) . . . . ?
B5 B9 C16 C17 -0.38(18) . . . . ?
B1 B9 C16 B6 -141.76(14) . . . . ?
B8 B9 C16 B6 -39.52(15) . . . . ?
B5 B9 C16 B6 -102.23(15) . . . . ?
B6 B9 C16 B1 141.76(14) . . . . ?
B8 B9 C16 B1 102.24(16) . . . . ?
B5 B9 C16 B1 39.53(13) . . . . ?
B1 B9 C16 B4 -105.61(14) . . . . ?
B6 B9 C16 B4 36.15(14) . . . . ?
B8 B9 C16 B4 -3.4(2) . . . . ?
B5 B9 C16 B4 -66.08(18) . . . . ?
C17 B1 C16 C15 108.88(16) . . . . ?
B5 B1 C16 C15 -154.05(15) . . . . ?
B9 B1 C16 C15 -114.04(16) . . . . ?
B10 B1 C16 C15 143.05(15) . . . . ?
B5 B1 C16 C17 97.07(15) . . . . ?
B9 B1 C16 C17 137.08(14) . . . . ?
B10 B1 C16 C17 34.17(13) . . . . ?
C17 B1 C16 B6 -100.09(14) . . . . ?
B5 B1 C16 B6 -3.02(18) . . . . ?
B9 B1 C16 B6 36.99(13) . . . . ?
B10 B1 C16 B6 -65.92(17) . . . . ?
C17 B1 C16 B9 -137.08(14) . . . . ?
B5 B1 C16 B9 -40.01(13) . . . . ?
B10 B1 C16 B9 -102.91(16) . . . . ?
C17 B1 C16 B4 -32.11(13) . . . . ?
B5 B1 C16 B4 64.97(17) . . . . ?
B9 B1 C16 B4 104.97(14) . . . . ?
B10 B1 C16 B4 2.06(19) . . . . ?
N1 B4 C16 C15 3.4(2) . . . . ?
C17 B4 C16 C15 -110.10(15) . . . . ?
B3 B4 C16 C15 152.45(15) . . . . ?
B7 B4 C16 C15 -145.39(14) . . . . ?
B6 B4 C16 C15 112.15(16) . . . . ?
N1 B4 C16 C17 113.50(16) . . . . ?
B3 B4 C16 C17 -97.45(15) . . . . ?
B7 B4 C16 C17 -35.29(12) . . . . ?
B6 B4 C16 C17 -137.75(15) . . . . ?
N1 B4 C16 B6 -108.74(17) . . . . ?
C17 B4 C16 B6 137.75(15) . . . . ?
B3 B4 C16 B6 40.31(14) . . . . ?
B7 B4 C16 B6 102.47(15) . . . . ?
N1 B4 C16 B9 -145.41(15) . . . . ?
C17 B4 C16 B9 101.08(15) . . . . ?
B3 B4 C16 B9 3.64(18) . . . . ?
B7 B4 C16 B9 65.80(17) . . . . ?
B6 B4 C16 B9 -36.67(15) . . . . ?
N1 B4 C16 B1 146.13(15) . . . . ?
C17 B4 C16 B1 32.63(13) . . . . ?
B3 B4 C16 B1 -64.82(17) . . . . ?
B7 B4 C16 B1 -2.66(17) . . . . ?
B6 B4 C16 B1 -105.13(16) . . . . ?
C15 C16 C17 B10 -147.79(15) . . . . ?
B6 C16 C17 B10 69.38(17) . . . . ?
B9 C16 C17 B10 2.04(18) . . . . ?
B1 C16 C17 B10 -37.89(14) . . . . ?
B4 C16 C17 B10 108.15(15) . . . . ?
C15 C16 C17 B7 143.55(15) . . . . ?
B6 C16 C17 B7 0.72(19) . . . . ?
B9 C16 C17 B7 -66.62(17) . . . . ?
B1 C16 C17 B7 -106.55(16) . . . . ?
B4 C16 C17 B7 39.49(14) . . . . ?
C15 C16 C17 B4 104.06(16) . . . . ?
B6 C16 C17 B4 -38.77(13) . . . . ?
B9 C16 C17 B4 -106.11(14) . . . . ?
B1 C16 C17 B4 -146.05(14) . . . . ?
C15 C16 C17 B1 -109.89(16) . . . . ?
B6 C16 C17 B1 107.27(15) . . . . ?
B9 C16 C17 B1 39.93(13) . . . . ?
B4 C16 C17 B1 146.05(14) . . . . ?
B7 B10 C17 C16 -105.70(15) . . . . ?
B1 B10 C17 C16 37.76(14) . . . . ?
B2 B10 C17 C16 -64.79(17) . . . . ?
B5 B10 C17 C16 -2.74(19) . . . . ?
B1 B10 C17 B7 143.45(16) . . . . ?
B2 B10 C17 B7 40.91(13) . . . . ?
B5 B10 C17 B7 102.96(17) . . . . ?
B7 B10 C17 B4 -34.90(14) . . . . ?
B1 B10 C17 B4 108.56(15) . . . . ?
B2 B10 C17 B4 6.01(19) . . . . ?
B5 B10 C17 B4 68.06(18) . . . . ?
B7 B10 C17 B1 -143.45(16) . . . . ?
B2 B10 C17 B1 -102.54(16) . . . . ?
B5 B10 C17 B1 -40.50(14) . . . . ?
B10 B7 C17 C16 103.88(16) . . . . ?
B4 B7 C17 C16 -40.29(13) . . . . ?
B2 B7 C17 C16 62.96(19) . . . . ?
B3 B7 C17 C16 0.90(19) . . . . ?
B4 B7 C17 B10 -144.17(16) . . . . ?
B2 B7 C17 B10 -40.92(15) . . . . ?
B3 B7 C17 B10 -102.97(17) . . . . ?
B10 B7 C17 B4 144.17(16) . . . . ?
B2 B7 C17 B4 103.25(16) . . . . ?
B3 B7 C17 B4 41.20(13) . . . . ?
B10 B7 C17 B1 35.42(15) . . . . ?
B4 B7 C17 B1 -108.75(15) . . . . ?
B2 B7 C17 B1 -5.5(2) . . . . ?
B3 B7 C17 B1 -67.55(18) . . . . ?
N1 B4 C17 C16 -104.84(17) . . . . ?
B3 B4 C17 C16 97.17(13) . . . . ?
B7 B4 C17 C16 138.71(14) . . . . ?
B6 B4 C17 C16 35.15(12) . . . . ?
N1 B4 C17 B10 151.50(15) . . . . ?
B3 B4 C17 B10 -6.49(17) . . . . ?
B7 B4 C17 B10 35.05(14) . . . . ?
C16 B4 C17 B10 -103.66(15) . . . . ?
B6 B4 C17 B10 -68.51(16) . . . . ?
N1 B4 C17 B7 116.45(18) . . . . ?
B3 B4 C17 B7 -41.54(13) . . . . ?
C16 B4 C17 B7 -138.71(14) . . . . ?
B6 B4 C17 B7 -103.56(15) . . . . ?
N1 B4 C17 B1 -138.38(16) . . . . ?
B3 B4 C17 B1 63.64(16) . . . . ?
B7 B4 C17 B1 105.18(16) . . . . ?
C16 B4 C17 B1 -33.53(13) . . . . ?
B6 B4 C17 B1 1.62(18) . . . . ?
B5 B1 C17 C16 -98.92(16) . . . . ?
B9 B1 C17 C16 -36.46(12) . . . . ?
B10 B1 C17 C16 -139.98(15) . . . . ?
C16 B1 C17 B10 139.98(15) . . . . ?
B5 B1 C17 B10 41.06(15) . . . . ?
B9 B1 C17 B10 103.52(16) . . . . ?
C16 B1 C17 B7 104.37(15) . . . . ?
B5 B1 C17 B7 5.4(2) . . . . ?
B9 B1 C17 B7 67.91(17) . . . . ?
B10 B1 C17 B7 -35.61(16) . . . . ?
C16 B1 C17 B4 34.32(13) . . . . ?
B5 B1 C17 B4 -64.60(18) . . . . ?
B9 B1 C17 B4 -2.14(18) . . . . ?
B10 B1 C17 B4 -105.66(16) . . . . ?
B4 N1 C18 O2 9.1(3) . . . . ?
B4 N1 C18 C19 -171.56(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        65.43
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.049

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dc1_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 1839006'
_audit_update_record             
;
2018-04-23 deposited with the CCDC.
2018-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylphenylalaninate
;
_chemical_name_common            
;
(S,S)-tert-Butyl N-(3-acetamido-1,2-dicarba-closo-dodecaboran-1-yl)acetylphenylalaninate
;
_chemical_melting_point          '439-441 K'
_chemical_formula_moiety         'C19 H34 B10 N2 O4'
_chemical_formula_sum            'C19 H34 B10 N2 O4'
_chemical_formula_weight         462.58
_chemical_absolute_configuration (S,S)
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H . . 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236 57.79970
0.0030380000826 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
C . . 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870 51.65120
0.215599998832 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
B . . 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980 0.14030
-0.193200007081 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
O . . 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390 32.90890
0.250800013542 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .
N . . 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750 0.58260
-11.5290002823 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' .

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           ' P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   12.565(11)
_cell_length_b                   17.879(6)
_cell_length_c                   13.048(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.99(6)
_cell_angle_gamma                90
_cell_volume                     2698(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2963
_cell_measurement_theta_min      3.6660
_cell_measurement_theta_max      65.5101
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.1386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             975.8240
_exptl_absorpt_coefficient_mu    0.550
_exptl_absorpt_correction_T_min  0.58421
_exptl_absorpt_correction_T_max  1.45908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0775
_diffrn_reflns_av_unetI/netI     0.0647
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25360
_diffrn_reflns_theta_full        67.7449
_diffrn_reflns_theta_max         67.74
_diffrn_reflns_theta_min         3.68
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.9663
_diffrn_measured_fraction_theta_max 0.9634
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -14
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2302
_reflns_number_total             4870
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.1707
_refine_diff_density_min         -0.2428
_refine_diff_density_rms         0.0475
_refine_ls_d_res_high            0.8330
_refine_ls_d_res_low             12.0115
_refine_ls_goodness_of_fit_ref   0.9817
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    132
_refine_ls_number_parameters     723
_refine_ls_number_reflns         4870
_refine_ls_number_restraints     121
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      0.9678
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1094
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C1B-O4B
 1.3 with sigma of 0.02
 C1-O4
 1.3 with sigma of 0.02
 C1A-O4A
 1.3 with sigma of 0.02
 C1C-O4C
 1.3 with sigma of 0.02
 C1A-O2A
 1.2 with sigma of 0.02
 C1C-O2C
 1.2 with sigma of 0.02
 C16A-C17A
 1.5 with sigma of 0.02
 C16A-C18A
 1.5 with sigma of 0.02
 C16A-C19A
 1.5 with sigma of 0.02
 C16A-C17C
 1.5 with sigma of 0.02
 C16A-C18C
 1.5 with sigma of 0.02
 C16A-C19C
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C1B) \\sim Ueq, Uanis(C1C)
\\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(O2B) \\sim Ueq,
Uanis(O2C) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O4A) \\sim Ueq, Uanis(O4B)
\\sim Ueq, Uanis(O4C) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C17A) \\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C19A) \\sim Ueq,
Uanis(C17C) \\sim Ueq, Uanis(C18C) \\sim Ueq, Uanis(C19C) \\sim Ueq: with sigma
of 0.02 and sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: O2(0.5) O4(0.5) C1(0.5) C1A(0.6) O2A(0.6) O4A(0.6) C17A(0.6)
 H17D(0.6) H17E(0.6) H17F(0.6) C18A(0.6) H18D(0.6) H18E(0.6) H18F(0.6)
 C19A(0.6) H19D(0.6) H19E(0.6) H19F(0.6) C1B(0.5) O2B(0.5) O4B(0.5) C1C(0.4)
 O2C(0.4) O4C(0.4) C19C(0.4) H19G(0.4) H19H(0.4) H19I(0.4) C17C(0.4) H17G(0.4)
 H17H(0.4) H17I(0.4) C18C(0.4) H18G(0.4) H18H(0.4) H18I(0.4) H2ad(0.5)
 H2be(0.5) H2Aa(0.6) H2Ab(0.4) H17a(0.6) H17b(0.6) H17c(0.6) H18a(0.6)
 H18b(0.6) H18c(0.6) H19a(0.6) H19b(0.6) H19c(0.6) H19d(0.4) H19e(0.4)
 H19f(0.4) H17d(0.4) H17e(0.4) H17f(0.4) H18d(0.4) H18e(0.4) H18f(0.4)
5.a Ternary CH refined with riding coordinates:
 C2(H2ad), C2(H2be), C2A(H2Aa), C2A(H2Ab)
5.b Secondary CH2 refined with riding coordinates:
 C3(H3b,H3c), C11(H11c,H11d), C3A(H3Aa,H3Ab), C11A(H11a,H11b)
5.c Aromatic/amide H refined with riding coordinates:
 C9A(H9Aa), C8A(H8Aa), C7A(H7Aa), C6A(H6Aa), C5A(H5Aa), C9(H9b), C8(H8b),
 C7(H7b), C6(H6b), C5(H5b), N1A(H1A), N2(H2), N1(H1b), N2A(H2A)
5.d Idealised Me refined as rotating group:
 C15(H15d,H15e,H15f), C17(H17g,H17h,H17i), C18(H18g,H18h,H18i), C19(H19g,H19h,
 H19i), C15A(H15a,H15b,H15c), C17A(H17a,H17b,H17c), C18A(H18a,H18b,H18c),
 C19A(H19a,H19b,H19c), C19C(H19d,H19e,H19f), C17C(H17d,H17e,H17f), C18C(H18d,
 H18e,H18f)
5.e Boron cage BH refined with riding coordinates:
 B1(H1), B2(H2b), B3(H3), B4(H4), B5(H5), B6(H6), B7(H7), B8(H8), B9(H9),
 C13(H13), B1A(H1Aa), B2A(H2Ac), B3A(H3A), B4A(H4A), B5A(H5A), B6A(H6A),
 B7A(H7A), B8A(H8A), B9A(H9A), C13A(H13A)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_group
B1 B 0.4892(6) 0.2025(6) 0.9046(6) 0.139(3) Uani 1.000000 . . .
N1 N 0.1116(3) 0.1699(2) 0.6177(3) 0.0708(10) Uani 1.000000 . . .
O1 O 0.0894(3) 0.2841(2) 0.5407(3) 0.0971(11) Uani 1.000000 . . .
N2 N 0.4976(3) 0.1366(2) 0.5293(3) 0.0636(9) Uani 1.000000 . . .
B2 B 0.4589(5) 0.2183(4) 0.7646(6) 0.106(2) Uani 1.000000 . . .
C2 C 0.5760(3) 0.1698(3) 0.4845(4) 0.0757(13) Uani 1.000000 . . .
B3 B 0.4032(6) 0.2788(6) 0.8353(7) 0.139(3) Uani 1.000000 . . .
O3 O 0.3798(3) 0.2367(2) 0.4979(3) 0.0896(10) Uani 1.000000 . . .
C3 C 0.6054(4) 0.1179(3) 0.4090(5) 0.0958(17) Uani 1.000000 . . .
B4 B 0.2510(6) 0.1668(5) 0.8526(6) 0.113(2) Uani 1.000000 . . .
C4 C 0.5045(6) 0.0874(3) 0.3141(5) 0.0887(16) Uani 1.000000 . . .
B5 B 0.2570(6) 0.2567(4) 0.8053(6) 0.107(2) Uani 1.000000 . . .
C5 C 0.5150(9) 0.0205(4) 0.2687(7) 0.162(4) Uani 1.000000 . . .
B6 B 0.3644(7) 0.2263(6) 0.9300(7) 0.149(4) Uani 1.000000 . . .
C6 C 0.4241(13) -0.0102(6) 0.1826(11) 0.205(6) Uani 1.000000 . . .
B7 B 0.3983(6) 0.1301(6) 0.9158(7) 0.135(3) Uani 1.000000 . . .
C7 C 0.3215(11) 0.0255(7) 0.1386(10) 0.194(6) Uani 1.000000 . . .
B8 B 0.4536(5) 0.1273(5) 0.8130(5) 0.108(2) Uani 1.000000 . . .
C8 C 0.3106(7) 0.0950(5) 0.1786(6) 0.154(3) Uani 1.000000 . . .
B9 B 0.3088(5) 0.1042(4) 0.7810(6) 0.093(2) Uani 1.000000 . . .
C9 C 0.4014(5) 0.1230(4) 0.2674(5) 0.1055(19) Uani 1.000000 . . .
C10 C 0.4064(3) 0.1728(3) 0.5315(4) 0.0676(12) Uani 1.000000 . . .
B10 B 0.2194(4) 0.1806(3) 0.7128(5) 0.0726(15) Uani 1.000000 . . .
C11 C 0.3349(4) 0.1311(3) 0.5823(4) 0.0738(13) Uani 1.000000 . . .
C12 C 0.3500(4) 0.1588(3) 0.6974(4) 0.0688(12) Uani 1.000000 . . .
C13 C 0.3172(4) 0.2462(3) 0.7089(4) 0.0782(14) Uani 1.000000 . . .
C14 C 0.0522(4) 0.2205(3) 0.5408(4) 0.0768(13) Uani 1.000000 . . .
C15 C -0.0613(4) 0.1951(3) 0.4570(5) 0.1054(19) Uani 1.000000 . . .
C16 C 0.7978(4) 0.2289(3) 0.7647(5) 0.0901(16) Uani 1.000000 . . .
C17 C 0.9114(4) 0.2204(5) 0.7497(6) 0.150(3) Uani 1.000000 . . .
C18 C 0.7951(5) 0.1788(4) 0.8538(5) 0.114(2) Uani 1.000000 . . .
C19 C 0.7744(5) 0.3076(3) 0.7834(5) 0.118(2) Uani 1.000000 . . .
N1A N 0.3555(3) 0.3752(2) 0.3790(3) 0.0669(10) Uani 1.000000 . . .
O1A O 0.4205(3) 0.4925(2) 0.3903(3) 0.0927(10) Uani 1.000000 . . .
B1A B 0.1166(6) 0.4632(5) 0.0814(6) 0.115(2) Uani 1.000000 . . .
N2A N -0.0221(3) 0.4222(2) 0.4493(3) 0.0687(10) Uani 1.000000 . . .
C2A C -0.1228(3) 0.4455(3) 0.4677(4) 0.0767(13) Uani 1.000000 . . .
B2A B -0.0027(6) 0.4045(4) 0.0617(6) 0.117(3) Uani 1.000000 . . .
C3A C -0.1078(4) 0.4303(3) 0.5874(5) 0.0952(16) Uani 1.000000 . . .
O3A O 0.0109(3) 0.5337(2) 0.3899(4) 0.1198(14) Uani 1.000000 . . .
B3A B 0.0523(6) 0.3152(4) 0.1126(6) 0.105(2) Uani 1.000000 . . .
C4A C -0.0252(5) 0.4823(3) 0.6681(5) 0.0951(16) Uani 1.000000 . . .
B4A B 0.2037(5) 0.3200(4) 0.1626(5) 0.0927(19) Uani 1.000000 . . .
B5A B 0.1185(6) 0.3690(5) 0.0425(6) 0.113(2) Uani 1.000000 . . .
C5A C -0.0626(8) 0.5455(4) 0.7015(6) 0.136(3) Uani 1.000000 . . .
B6A B 0.2417(6) 0.4093(4) 0.1446(5) 0.0920(19) Uani 1.000000 . . .
C6A C 0.0116(11) 0.5947(6) 0.7779(9) 0.174(4) Uani 1.000000 . . .
B7A B 0.0065(5) 0.3762(4) 0.1941(6) 0.108(2) Uani 1.000000 . . .
C7A C 0.1232(12) 0.5801(7) 0.8165(10) 0.195(6) Uani 1.000000 . . .
B8A B 0.1331(5) 0.3231(3) 0.2553(5) 0.0843(17) Uani 1.000000 . . .
C8A C 0.1648(8) 0.5206(7) 0.7847(8) 0.186(5) Uani 1.000000 . . .
B9A B 0.0460(5) 0.4677(4) 0.1736(6) 0.108(2) Uani 1.000000 . . .
C9A C 0.0893(6) 0.4695(4) 0.7088(6) 0.130(2) Uani 1.000000 . . .
C10A C 0.0372(4) 0.4682(3) 0.4121(4) 0.0799(13) Uani 1.000000 . . .
B10A B 0.2532(4) 0.3802(3) 0.2755(5) 0.0673(14) Uani 1.000000 . . .
C11A C 0.1435(3) 0.4369(3) 0.4025(4) 0.0746(13) Uani 1.000000 . . .
C12A C 0.1264(3) 0.4145(3) 0.2859(4) 0.0695(12) Uani 1.000000 . . .
C13A C 0.1908(4) 0.4638(3) 0.2221(4) 0.0778(13) Uani 1.000000 . . .
C14A C 0.4335(4) 0.4291(3) 0.4276(4) 0.0740(13) Uani 1.000000 . . .
C15A C 0.5339(4) 0.4053(3) 0.5304(4) 0.0933(16) Uani 1.000000 . . .
C16A C -0.3333(4) 0.3434(4) 0.2179(5) 0.107(2) Uani 1.000000 D . .
O2 O 0.7315(4) 0.2607(3) 0.5404(5) 0.0705(16) Uani 0.500000 . U 1
O4 O 0.7037(7) 0.1898(4) 0.6721(7) 0.064(2) Uani 0.500000 D U 1
C1 C 0.6779(7) 0.2193(6) 0.5700(8) 0.054(2) Uani 0.500000 D U 1
C1A C -0.2397(7) 0.4225(5) 0.3796(8) 0.069(2) Uani 0.600000 D U 1
O2A O -0.3293(4) 0.4441(3) 0.3798(5) 0.0833(16) Uani 0.600000 D U 1
O4A O -0.2304(8) 0.3688(5) 0.3146(7) 0.078(2) Uani 0.600000 D U 1
C17A C -0.4366(10) 0.3354(8) 0.2500(13) 0.151(6) Uani 0.600000 D U 1
C18A C -0.2881(9) 0.2657(5) 0.2087(9) 0.109(3) Uani 0.600000 D U 1
C19A C -0.3502(13) 0.3889(7) 0.1166(10) 0.136(5) Uani 0.600000 D U 1
C1B C 0.6912(9) 0.1675(7) 0.5876(11) 0.086(3) Uani 0.500000 D U 2
O2B O 0.7640(6) 0.1140(4) 0.6174(7) 0.115(3) Uani 0.500000 . U 2
O4B O 0.6999(9) 0.2222(5) 0.6516(10) 0.086(3) Uani 0.500000 D U 2
C1C C -0.2172(14) 0.3819(10) 0.4014(14) 0.100(5) Uani 0.400000 D U 2
O2C O -0.2471(9) 0.3313(6) 0.4500(9) 0.136(4) Uani 0.400000 D U 2
O4C O -0.2418(15) 0.3947(7) 0.2931(13) 0.100(6) Uani 0.400000 D U 2
C19C C -0.4046(16) 0.4075(9) 0.1434(16) 0.136(7) Uani 0.400000 D U 2
C17C C -0.4025(17) 0.2941(9) 0.2581(19) 0.132(7) Uani 0.400000 D U 2
C18C C -0.2857(18) 0.3088(11) 0.1392(18) 0.179(8) Uani 0.400000 D U 2
H9Aa H 0.1184(6) 0.4273(4) 0.6870(6) 0.156(3) Uiso 1.000000 R . .
H8Aa H 0.2442(8) 0.5124(7) 0.8125(8) 0.223(6) Uiso 1.000000 R . .
H7Aa H 0.1744(12) 0.6127(7) 0.8677(10) 0.235(7) Uiso 1.000000 R . .
H6Aa H -0.0163(11) 0.6367(6) 0.8014(9) 0.209(5) Uiso 1.000000 R . .
H5Aa H -0.1413(8) 0.5562(4) 0.6717(6) 0.163(3) Uiso 1.000000 R . .
H9b H 0.3921(5) 0.1686(4) 0.2973(5) 0.127(2) Uiso 1.000000 R . .
H8b H 0.2427(7) 0.1223(5) 0.1457(6) 0.185(4) Uiso 1.000000 R . .
H7b H 0.2591(11) 0.0033(7) 0.0821(10) 0.233(7) Uiso 1.000000 R . .
H6b H 0.4331(13) -0.0562(6) 0.1539(11) 0.245(7) Uiso 1.000000 R . .
H5b H 0.5853(9) -0.0047(4) 0.2969(7) 0.194(4) Uiso 1.000000 R . .
H1 H 0.5768(6) 0.2101(6) 0.9686(6) 0.167(4) Uiso 1.000000 R . .
H2b H 0.5249(5) 0.2364(4) 0.7341(6) 0.128(3) Uiso 1.000000 R . .
H2ad H 0.5272(3) 0.2073(3) 0.4326(4) 0.0908(16) Uiso 0.500000 R . 1
H2be H 0.5534(3) 0.2201(3) 0.4538(4) 0.0908(16) Uiso 0.500000 R . 2
H3 H 0.4343(6) 0.3369(6) 0.8517(7) 0.167(4) Uiso 1.000000 R . .
H3b H 0.6547(4) 0.1443(3) 0.3796(5) 0.115(2) Uiso 1.000000 R . .
H3c H 0.6496(4) 0.0763(3) 0.4530(5) 0.115(2) Uiso 1.000000 R . .
H4 H 0.1830(6) 0.1507(5) 0.8816(6) 0.136(3) Uiso 1.000000 R . .
H5 H 0.1939(6) 0.3001(4) 0.8025(6) 0.128(3) Uiso 1.000000 R . .
H6 H 0.3709(7) 0.2489(6) 1.0106(7) 0.179(5) Uiso 1.000000 R . .
H7 H 0.4259(6) 0.0900(6) 0.9853(7) 0.162(4) Uiso 1.000000 R . .
H8 H 0.5173(5) 0.0847(5) 0.8144(5) 0.130(3) Uiso 1.000000 R . .
H9 H 0.2773(5) 0.0465(4) 0.7611(6) 0.112(2) Uiso 1.000000 R . .
H11c H 0.2540(4) 0.1353(3) 0.5332(4) 0.0885(15) Uiso 1.000000 R . .
H11d H 0.3555(4) 0.0785(3) 0.5874(4) 0.0885(15) Uiso 1.000000 R . .
H13 H 0.2891(4) 0.2837(3) 0.6363(4) 0.0938(16) Uiso 1.000000 R . .
H15d H -0.0737(17) 0.1438(8) 0.471(2) 0.158(3) Uiso 1.000000 GR . .
H15e H -0.1219(5) 0.2254(15) 0.463(2) 0.158(3) Uiso 1.000000 GR . .
H15f H -0.0614(14) 0.200(2) 0.3837(5) 0.158(3) Uiso 1.000000 GR . .
H17g H 0.9747(4) 0.230(3) 0.8194(13) 0.225(5) Uiso 1.000000 GR . .
H17h H 0.917(2) 0.1706(11) 0.725(5) 0.225(5) Uiso 1.000000 GR . .
H17i H 0.914(2) 0.256(2) 0.695(4) 0.225(5) Uiso 1.000000 GR . .
H18g H 0.805(4) 0.1279(4) 0.8356(19) 0.171(3) Uiso 1.000000 GR . .
H18h H 0.856(3) 0.1920(17) 0.9231(9) 0.171(3) Uiso 1.000000 GR . .
H18i H 0.7221(17) 0.1838(19) 0.861(3) 0.171(3) Uiso 1.000000 GR . .
H19g H 0.831(2) 0.3243(9) 0.8537(18) 0.177(3) Uiso 1.000000 GR . .
H19h H 0.779(4) 0.3382(5) 0.725(2) 0.177(3) Uiso 1.000000 GR . .
H19i H 0.6984(16) 0.3116(5) 0.784(4) 0.177(3) Uiso 1.000000 GR . .
H1Aa H 0.1133(6) 0.5098(5) 0.0253(6) 0.138(3) Uiso 1.000000 R . .
H2Aa H -0.1222(3) 0.5002(3) 0.4626(4) 0.0921(16) Uiso 0.600000 R . 1
H2Ab H -0.1477(3) 0.4967(3) 0.4428(4) 0.0921(16) Uiso 0.400000 R . 2
H2Ac H -0.0865(6) 0.4118(4) -0.0084(6) 0.141(3) Uiso 1.000000 R . .
H3Aa H -0.1823(4) 0.4346(3) 0.5929(5) 0.1143(19) Uiso 1.000000 R . .
H3Ab H -0.0808(4) 0.3794(3) 0.6068(5) 0.1143(19) Uiso 1.000000 R . .
H3A H 0.0049(6) 0.2637(4) 0.0761(6) 0.127(3) Uiso 1.000000 R . .
H4A H 0.2562(5) 0.2718(4) 0.1582(5) 0.111(2) Uiso 1.000000 R . .
H5A H 0.1139(6) 0.3533(5) -0.0407(6) 0.135(3) Uiso 1.000000 R . .
H6A H 0.3199(6) 0.4214(4) 0.1291(5) 0.110(2) Uiso 1.000000 R . .
H7A H -0.0708(5) 0.3653(4) 0.2119(6) 0.130(3) Uiso 1.000000 R . .
H8A H 0.1389(5) 0.2772(3) 0.3133(5) 0.101(2) Uiso 1.000000 R . .
H9A H -0.0036(5) 0.5175(4) 0.1775(6) 0.130(3) Uiso 1.000000 R . .
H11a H 0.2045(3) 0.4740(3) 0.4289(4) 0.0895(16) Uiso 1.000000 R . .
H11b H 0.1688(3) 0.3935(3) 0.4506(4) 0.0895(16) Uiso 1.000000 R . .
H13A H 0.2384(4) 0.5145(3) 0.2622(4) 0.0934(16) Uiso 1.000000 R . .
H15a H 0.5143(13) 0.3603(12) 0.5593(18) 0.140(2) Uiso 1.000000 GR . .
H15b H 0.5998(10) 0.396(2) 0.5123(8) 0.140(2) Uiso 1.000000 GR . .
H15c H 0.552(2) 0.4441(9) 0.5854(12) 0.140(2) Uiso 1.000000 GR . .
H17a H -0.4102(10) 0.330(7) 0.3293(17) 0.227(8) Uiso 0.600000 GR . 1
H17b H -0.484(5) 0.379(3) 0.227(9) 0.227(8) Uiso 0.600000 GR . 1
H17c H -0.481(6) 0.292(4) 0.214(8) 0.227(8) Uiso 0.600000 GR . 1
H18a H -0.218(3) 0.2702(5) 0.196(6) 0.163(5) Uiso 0.600000 GR . 1
H18b H -0.273(6) 0.2386(15) 0.276(2) 0.163(5) Uiso 0.600000 GR . 1
H18c H -0.345(3) 0.2394(16) 0.148(4) 0.163(5) Uiso 0.600000 GR . 1
H19a H -0.373(8) 0.4387(16) 0.126(3) 0.204(7) Uiso 0.600000 GR . 1
H19b H -0.279(3) 0.391(4) 0.106(5) 0.204(7) Uiso 0.600000 GR . 1
H19c H -0.409(6) 0.366(3) 0.0528(16) 0.204(7) Uiso 0.600000 GR . 1
H19d H -0.448(10) 0.432(5) 0.180(5) 0.204(11) Uiso 0.400000 GR . 2
H19e H -0.3534(18) 0.443(4) 0.130(10) 0.204(11) Uiso 0.400000 GR . 2
H19f H -0.457(9) 0.3874(12) 0.074(5) 0.204(11) Uiso 0.400000 GR . 2
H17d H -0.358(5) 0.281(6) 0.334(4) 0.198(11) Uiso 0.400000 GR . 2
H17e H -0.471(6) 0.320(3) 0.253(11) 0.198(11) Uiso 0.400000 GR . 2
H17f H -0.423(10) 0.250(4) 0.213(7) 0.198(11) Uiso 0.400000 GR . 2
H18d H -0.222(11) 0.338(6) 0.139(13) 0.268(12) Uiso 0.400000 GR . 2
H18e H -0.260(16) 0.259(4) 0.163(10) 0.268(12) Uiso 0.400000 GR . 2
H18f H -0.345(5) 0.308(10) 0.065(4) 0.268(12) Uiso 0.400000 GR . 2
H1A H 0.3673(3) 0.3329(2) 0.4129(3) 0.0803(12) Uiso 1.000000 R . .
H2 H 0.5108(3) 0.0919(2) 0.5553(3) 0.0763(11) Uiso 1.000000 R . .
H1b H 0.0823(3) 0.1257(2) 0.6095(3) 0.0850(12) Uiso 1.000000 R . .
H2A H 0.0005(3) 0.3765(2) 0.4629(3) 0.0824(12) Uiso 1.000000 R . .


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 B2 1.738(11) . ?
B1 B3 1.756(13) . ?
B1 B6 1.775(11) . ?
B1 B7 1.769(12) . ?
B1 B8 1.738(12) . ?
B1 H1 1.1000 . ?
N1 B10 1.449(6) . ?
N1 C14 1.340(6) . ?
N1 H1b 0.8600 . ?
O1 C14 1.230(6) . ?
N2 C2 1.454(5) . ?
N2 C10 1.326(5) . ?
N2 H2 0.8600 . ?
B2 B3 1.736(10) . ?
B2 B8 1.757(11) . ?
B2 C12 1.684(7) . ?
B2 C13 1.713(8) . ?
B2 H2b 1.1000 . ?
C2 C3 1.501(7) . ?
C2 C1 1.597(11) . ?
C2 C1B 1.544(13) . ?
C2 H2ad 0.9800 . ?
C2 H2be 0.9800 . ?
B3 B5 1.767(9) . ?
B3 B6 1.766(13) . ?
B3 C13 1.685(9) . ?
B3 H3 1.1000 . ?
O3 C10 1.221(5) . ?
C3 C4 1.487(7) . ?
C3 H3b 0.9700 . ?
C3 H3c 0.9700 . ?
B4 B5 1.734(11) . ?
B4 B6 1.748(11) . ?
B4 B7 1.828(10) . ?
B4 B9 1.783(10) . ?
B4 B10 1.726(9) . ?
B4 H4 1.1000 . ?
C4 C5 1.365(8) . ?
C4 C9 1.355(7) . ?
B5 B6 1.747(12) . ?
B5 B10 1.756(9) . ?
B5 C13 1.712(8) . ?
B5 H5 1.1000 . ?
C5 C6 1.365(13) . ?
C5 H5b 0.9300 . ?
B6 B7 1.798(14) . ?
B6 H6 1.1000 . ?
C6 C7 1.349(15) . ?
C6 H6b 0.9300 . ?
B7 B8 1.736(10) . ?
B7 B9 1.739(11) . ?
B7 H7 1.1000 . ?
C7 C8 1.375(13) . ?
C7 H7b 0.9300 . ?
B8 B9 1.749(9) . ?
B8 C12 1.660(8) . ?
B8 H8 1.1000 . ?
C8 C9 1.366(8) . ?
C8 H8b 0.9300 . ?
B9 B10 1.772(8) . ?
B9 C12 1.689(8) . ?
B9 H9 1.1000 . ?
C9 H9b 0.9300 . ?
C10 C11 1.507(6) . ?
B10 C12 1.772(6) . ?
B10 C13 1.713(6) . ?
C11 C12 1.521(6) . ?
C11 H11c 0.9700 . ?
C11 H11d 0.9700 . ?
C12 C13 1.636(6) . ?
C13 H13 1.1000 . ?
C14 C15 1.488(6) . ?
C15 H15d 0.9600 . ?
C15 H15e 0.9600 . ?
C15 H15f 0.9600 . ?
C16 C17 1.522(6) . ?
C16 C18 1.480(8) . ?
C16 C19 1.478(8) . ?
C16 O4 1.494(10) . ?
C16 O4B 1.512(12) . ?
C17 H17g 0.9600 . ?
C17 H17h 0.9600 . ?
C17 H17i 0.9600 . ?
C18 H18g 0.9600 . ?
C18 H18h 0.9600 . ?
C18 H18i 0.9600 . ?
C19 H19g 0.9600 . ?
C19 H19h 0.9600 . ?
C19 H19i 0.9600 . ?
N1A B10A 1.459(6) . ?
N1A C14A 1.342(6) . ?
N1A H1A 0.8600 . ?
O1A C14A 1.219(6) . ?
B1A B2A 1.765(10) . ?
B1A B5A 1.762(11) . ?
B1A B6A 1.751(9) . ?
B1A B9A 1.753(11) . ?
B1A C13A 1.703(8) . ?
B1A H1Aa 1.1000 . ?
N2A C2A 1.439(5) . ?
N2A C10A 1.322(6) . ?
N2A H2A 0.8600 . ?
C2A C3A 1.522(6) . ?
C2A C1A 1.527(9) . ?
C2A C1C 1.628(17) . ?
C2A H2Aa 0.9800 . ?
C2A H2Ab 0.9800 . ?
B2A B3A 1.763(10) . ?
B2A B5A 1.756(10) . ?
B2A B7A 1.760(11) . ?
B2A B9A 1.756(10) . ?
B2A H2Ac 1.1000 . ?
C3A C4A 1.482(7) . ?
C3A H3Aa 0.9700 . ?
C3A H3Ab 0.9700 . ?
O3A C10A 1.220(6) . ?
B3A B4A 1.755(9) . ?
B3A B5A 1.746(11) . ?
B3A B7A 1.769(10) . ?
B3A B8A 1.743(9) . ?
B3A H3A 1.1000 . ?
C4A C5A 1.360(8) . ?
C4A C9A 1.344(8) . ?
B4A B5A 1.750(10) . ?
B4A B6A 1.709(10) . ?
B4A B8A 1.757(9) . ?
B4A B10A 1.733(8) . ?
B4A H4A 1.1000 . ?
B5A B6A 1.755(9) . ?
B5A H5A 1.1000 . ?
C5A C6A 1.382(11) . ?
C5A H5Aa 0.9300 . ?
B6A B10A 1.736(9) . ?
B6A C13A 1.699(8) . ?
B6A H6A 1.1000 . ?
C6A C7A 1.318(13) . ?
C6A H6Aa 0.9300 . ?
B7A B8A 1.754(8) . ?
B7A B9A 1.760(11) . ?
B7A C12A 1.661(7) . ?
B7A H7A 1.1000 . ?
C7A C8A 1.321(14) . ?
C7A H7Aa 0.9300 . ?
B8A B10A 1.754(8) . ?
B8A C12A 1.692(7) . ?
B8A H8A 1.1000 . ?
C8A C9A 1.407(11) . ?
C8A H8Aa 0.9300 . ?
B9A C12A 1.707(8) . ?
B9A C13A 1.678(7) . ?
B9A H9A 1.1000 . ?
C9A H9Aa 0.9300 . ?
C10A C11A 1.498(6) . ?
B10A C12A 1.762(6) . ?
B10A C13A 1.706(7) . ?
C11A C12A 1.506(6) . ?
C11A H11a 0.9700 . ?
C11A H11b 0.9700 . ?
C12A C13A 1.629(6) . ?
C13A H13A 1.1000 . ?
C14A C15A 1.500(6) . ?
C15A H15a 0.9600 . ?
C15A H15b 0.9600 . ?
C15A H15c 0.9600 . ?
C16A O4A 1.483(10) . ?
C16A C17A 1.519(11) . ?
C16A C18A 1.522(9) . ?
C16A C19A 1.495(11) . ?
C16A O4C 1.499(16) . ?
C16A C19C 1.543(14) . ?
C16A C17C 1.471(14) . ?
C16A C18C 1.508(15) . ?
O2 C1 1.164(10) . ?
O4 C1 1.349(11) . ?
C1A O2A 1.191(8) . ?
C1A O4A 1.315(10) . ?
C17A H17a 0.9600 . ?
C17A H17b 0.9600 . ?
C17A H17c 0.9600 . ?
C18A H18a 0.9600 . ?
C18A H18b 0.9600 . ?
C18A H18c 0.9600 . ?
C19A H19a 0.9600 . ?
C19A H19b 0.9600 . ?
C19A H19c 0.9600 . ?
C1B O2B 1.275(13) . ?
C1B O4B 1.263(13) . ?
C1C O2C 1.243(13) . ?
C1C O4C 1.344(16) . ?
C19C H19d 0.9600 . ?
C19C H19e 0.9600 . ?
C19C H19f 0.9600 . ?
C17C H17d 0.9600 . ?
C17C H17e 0.9600 . ?
C17C H17f 0.9600 . ?
C18C H18d 0.9600 . ?
C18C H18e 0.9600 . ?
C18C H18f 0.9600 . ?

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
B3 B1 B2 59.6(5) . . ?
B6 B1 B2 108.1(6) . . ?
B6 B1 B3 60.0(5) . . ?
B7 B1 B2 108.8(5) . . ?
B7 B1 B3 108.9(5) . . ?
B7 B1 B6 61.0(5) . . ?
B8 B1 B2 60.7(4) . . ?
B8 B1 B3 107.8(5) . . ?
B8 B1 B6 107.8(6) . . ?
B8 B1 B7 59.3(5) . . ?
H1 B1 B2 121.4(3) . . ?
H1 B1 B3 121.7(4) . . ?
H1 B1 B6 121.6(4) . . ?
H1 B1 B7 121.0(4) . . ?
H1 B1 B8 122.0(4) . . ?
C14 N1 B10 127.8(4) . . ?
H1b N1 B10 116.1(3) . . ?
H1b N1 C14 116.1(3) . . ?
C10 N2 C2 122.4(4) . . ?
H2 N2 C2 118.8(2) . . ?
H2 N2 C10 118.8(2) . . ?
B3 B2 B1 60.7(5) . . ?
B8 B2 B1 59.6(5) . . ?
B8 B2 B3 107.9(6) . . ?
C12 B2 B1 104.2(5) . . ?
C12 B2 B3 104.9(4) . . ?
C12 B2 B8 57.6(3) . . ?
C13 B2 B1 105.0(5) . . ?
C13 B2 B3 58.5(4) . . ?
C13 B2 B8 104.1(4) . . ?
C13 B2 C12 57.6(3) . . ?
H2b B2 B1 122.8(3) . . ?
H2b B2 B3 121.8(4) . . ?
H2b B2 B8 122.8(3) . . ?
H2b B2 C12 124.8(3) . . ?
H2b B2 C13 124.5(3) . . ?
C3 C2 N2 113.0(4) . . ?
H2ad C2 C1 102.6(4) . . ?
H2be C2 C1B 113.9(5) . . ?
B2 B3 B1 59.7(5) . . ?
B5 B3 B1 108.5(6) . . ?
B5 B3 B2 110.0(5) . . ?
B6 B3 B1 60.5(5) . . ?
B6 B3 B2 108.6(7) . . ?
B6 B3 B5 59.3(4) . . ?
C13 B3 B1 105.4(6) . . ?
C13 B3 B2 60.1(4) . . ?
C13 B3 B5 59.4(3) . . ?
C13 B3 B6 104.7(5) . . ?
H3 B3 B1 122.2(4) . . ?
H3 B3 B2 120.4(4) . . ?
H3 B3 B5 120.9(4) . . ?
H3 B3 B6 122.7(4) . . ?
H3 B3 C13 124.1(4) . . ?
C4 C3 C2 115.2(4) . . ?
H3b C3 C2 108.5(3) . . ?
H3b C3 C4 108.5(3) . . ?
H3c C3 C2 108.5(3) . . ?
H3c C3 C4 108.5(3) . . ?
H3c C3 H3b 107.5 . . ?
B6 B4 B5 60.2(5) . . ?
B7 B4 B5 108.5(5) . . ?
B7 B4 B6 60.3(5) . . ?
B9 B4 B5 108.2(5) . . ?
B9 B4 B6 106.1(5) . . ?
B9 B4 B7 57.6(4) . . ?
B10 B4 B5 61.0(4) . . ?
B10 B4 B6 108.8(5) . . ?
B10 B4 B7 107.6(5) . . ?
B10 B4 B9 60.6(4) . . ?
H4 B4 B5 120.9(3) . . ?
H4 B4 B6 121.9(3) . . ?
H4 B4 B7 122.4(3) . . ?
H4 B4 B9 123.1(3) . . ?
H4 B4 B10 120.8(3) . . ?
C5 C4 C3 119.2(7) . . ?
C9 C4 C3 123.8(5) . . ?
C9 C4 C5 117.0(7) . . ?
B4 B5 B3 108.3(6) . . ?
B6 B5 B3 60.3(5) . . ?
B6 B5 B4 60.3(5) . . ?
B10 B5 B3 107.6(5) . . ?
B10 B5 B4 59.3(4) . . ?
B10 B5 B6 107.5(6) . . ?
C13 B5 B3 57.9(3) . . ?
C13 B5 B4 104.6(5) . . ?
C13 B5 B6 104.3(5) . . ?
C13 B5 B10 59.2(3) . . ?
H5 B5 B3 121.6(4) . . ?
H5 B5 B4 122.3(3) . . ?
H5 B5 B6 122.4(4) . . ?
H5 B5 B10 121.8(3) . . ?
H5 B5 C13 125.0(3) . . ?
C6 C5 C4 121.2(9) . . ?
H5b C5 C4 119.4(6) . . ?
H5b C5 C6 119.4(6) . . ?
B3 B6 B1 59.5(5) . . ?
B4 B6 B1 109.1(6) . . ?
B4 B6 B3 107.8(6) . . ?
B5 B6 B1 108.6(6) . . ?
B5 B6 B3 60.4(5) . . ?
B5 B6 B4 59.5(4) . . ?
B7 B6 B1 59.4(5) . . ?
B7 B6 B3 107.2(6) . . ?
B7 B6 B4 62.1(5) . . ?
B7 B6 B5 109.3(6) . . ?
H6 B6 B1 121.7(4) . . ?
H6 B6 B3 122.4(4) . . ?
H6 B6 B4 121.0(3) . . ?
H6 B6 B5 121.2(4) . . ?
H6 B6 B7 121.2(4) . . ?
C7 C6 C5 120.9(12) . . ?
H6b C6 C5 119.5(6) . . ?
H6b C6 C7 119.5(8) . . ?
B4 B7 B1 105.8(6) . . ?
B6 B7 B1 59.7(5) . . ?
B6 B7 B4 57.6(4) . . ?
B8 B7 B1 59.4(5) . . ?
B8 B7 B4 107.6(5) . . ?
B8 B7 B6 106.8(6) . . ?
B9 B7 B1 107.1(6) . . ?
B9 B7 B4 59.9(4) . . ?
B9 B7 B6 105.8(6) . . ?
B9 B7 B8 60.4(4) . . ?
H7 B7 B1 122.6(4) . . ?
H7 B7 B4 123.0(4) . . ?
H7 B7 B6 123.4(4) . . ?
H7 B7 B8 121.7(4) . . ?
H7 B7 B9 122.1(4) . . ?
C8 C7 C6 119.1(12) . . ?
H7b C7 C6 120.5(8) . . ?
H7b C7 C8 120.5(7) . . ?
B2 B8 B1 59.6(5) . . ?
B7 B8 B1 61.2(5) . . ?
B7 B8 B2 109.5(6) . . ?
B9 B8 B1 108.1(5) . . ?
B9 B8 B2 108.3(5) . . ?
B9 B8 B7 59.9(4) . . ?
C12 B8 B1 105.2(6) . . ?
C12 B8 B2 59.0(4) . . ?
C12 B8 B7 106.5(5) . . ?
C12 B8 B9 59.3(3) . . ?
H8 B8 B1 122.3(3) . . ?
H8 B8 B2 121.2(3) . . ?
H8 B8 B7 121.0(4) . . ?
H8 B8 B9 121.6(4) . . ?
H8 B8 C12 124.0(3) . . ?
C9 C8 C7 118.7(9) . . ?
H8b C8 C7 120.7(7) . . ?
H8b C8 C9 120.7(5) . . ?
B7 B9 B4 62.5(4) . . ?
B8 B9 B4 109.0(6) . . ?
B8 B9 B7 59.7(4) . . ?
B10 B9 B4 58.1(4) . . ?
B10 B9 B7 109.6(6) . . ?
B10 B9 B8 109.5(5) . . ?
C12 B9 B4 105.4(5) . . ?
C12 B9 B7 105.1(5) . . ?
C12 B9 B8 57.7(3) . . ?
C12 B9 B10 61.6(3) . . ?
H9 B9 B4 122.0(3) . . ?
H9 B9 B7 121.3(4) . . ?
H9 B9 B8 121.5(4) . . ?
H9 B9 B10 120.4(3) . . ?
H9 B9 C12 124.2(3) . . ?
C8 C9 C4 123.0(7) . . ?
H9b C9 C4 118.5(4) . . ?
H9b C9 C8 118.5(5) . . ?
O3 C10 N2 124.5(4) . . ?
C11 C10 N2 115.9(4) . . ?
C11 C10 O3 119.6(4) . . ?
B4 B10 N1 129.7(4) . . ?
B5 B10 N1 127.0(5) . . ?
B5 B10 B4 59.7(4) . . ?
B9 B10 N1 121.7(4) . . ?
B9 B10 B4 61.3(4) . . ?
B9 B10 B5 107.7(5) . . ?
C12 B10 N1 118.1(4) . . ?
C12 B10 B4 104.3(4) . . ?
C12 B10 B5 103.6(4) . . ?
C12 B10 B9 56.9(3) . . ?
C13 B10 N1 120.4(4) . . ?
C13 B10 B4 104.9(4) . . ?
C13 B10 B5 59.1(3) . . ?
C13 B10 B9 102.8(4) . . ?
C13 B10 C12 56.0(3) . . ?
C12 C11 C10 114.0(4) . . ?
H11c C11 C10 108.7(2) . . ?
H11c C11 C12 108.7(2) . . ?
H11d C11 C10 108.7(3) . . ?
H11d C11 C12 108.7(3) . . ?
H11d C11 H11c 107.6 . . ?
B8 C12 B2 63.4(4) . . ?
B9 C12 B2 114.8(5) . . ?
B9 C12 B8 63.0(4) . . ?
B10 C12 B2 113.7(4) . . ?
B10 C12 B8 113.8(4) . . ?
B10 C12 B9 61.5(3) . . ?
C11 C12 B2 118.8(4) . . ?
C11 C12 B8 122.5(4) . . ?
C11 C12 B9 119.9(4) . . ?
C11 C12 B10 114.8(4) . . ?
C13 C12 B2 62.1(3) . . ?
C13 C12 B8 112.2(4) . . ?
C13 C12 B9 109.9(4) . . ?
C13 C12 B10 60.2(3) . . ?
C13 C12 C11 117.6(4) . . ?
B3 C13 B2 61.4(4) . . ?
B5 C13 B2 113.8(5) . . ?
B5 C13 B3 62.7(4) . . ?
B10 C13 B2 115.3(4) . . ?
B10 C13 B3 113.7(5) . . ?
B10 C13 B5 61.7(3) . . ?
C12 C13 B2 60.3(3) . . ?
C12 C13 B3 109.4(5) . . ?
C12 C13 B5 111.8(4) . . ?
C12 C13 B10 63.8(3) . . ?
H13 C13 B2 118.3(3) . . ?
H13 C13 B3 119.9(4) . . ?
H13 C13 B5 118.6(3) . . ?
H13 C13 B10 116.8(3) . . ?
H13 C13 C12 120.7(2) . . ?
O1 C14 N1 121.6(4) . . ?
C15 C14 N1 116.0(5) . . ?
C15 C14 O1 122.4(5) . . ?
H15d C15 C14 109.5 . . ?
H15e C15 C14 109.5 . . ?
H15e C15 H15d 109.5 . . ?
H15f C15 C14 109.5 . . ?
H15f C15 H15d 109.5 . . ?
H15f C15 H15e 109.5 . . ?
C18 C16 C17 110.6(5) . . ?
C19 C16 C17 111.9(5) . . ?
C19 C16 C18 112.3(5) . . ?
H17g C17 C16 109.5 . . ?
H17h C17 C16 109.5 . . ?
H17h C17 H17g 109.5 . . ?
H17i C17 C16 109.5 . . ?
H17i C17 H17g 109.5 . . ?
H17i C17 H17h 109.5 . . ?
H18g C18 C16 109.5 . . ?
H18h C18 C16 109.5 . . ?
H18h C18 H18g 109.5 . . ?
H18i C18 C16 109.5 . . ?
H18i C18 H18g 109.5 . . ?
H18i C18 H18h 109.5 . . ?
H19g C19 C16 109.5 . . ?
H19h C19 C16 109.5 . . ?
H19h C19 H19g 109.5 . . ?
H19i C19 C16 109.5 . . ?
H19i C19 H19g 109.5 . . ?
H19i C19 H19h 109.5 . . ?
C14A N1A B10A 127.6(4) . . ?
H1A N1A B10A 116.2(3) . . ?
H1A N1A C14A 116.2(3) . . ?
B5A B1A B2A 59.7(4) . . ?
B6A B1A B2A 107.2(5) . . ?
B6A B1A B5A 60.0(4) . . ?
B9A B1A B2A 59.9(4) . . ?
B9A B1A B5A 108.0(6) . . ?
B9A B1A B6A 107.7(5) . . ?
C13A B1A B2A 103.7(5) . . ?
C13A B1A B5A 104.7(5) . . ?
C13A B1A B6A 58.9(3) . . ?
C13A B1A B9A 58.1(3) . . ?
H1Aa B1A B2A 123.0(3) . . ?
H1Aa B1A B5A 122.3(3) . . ?
H1Aa B1A B6A 121.6(4) . . ?
H1Aa B1A B9A 121.7(4) . . ?
H1Aa B1A C13A 125.1(3) . . ?
C10A N2A C2A 122.6(4) . . ?
H2A N2A C2A 118.7(3) . . ?
H2A N2A C10A 118.7(3) . . ?
C3A C2A N2A 110.8(4) . . ?
H2Aa C2A C1A 104.3(4) . . ?
H2Ab C2A C1C 113.8(6) . . ?
B3A B2A B1A 107.3(5) . . ?
B5A B2A B1A 60.0(4) . . ?
B5A B2A B3A 59.5(4) . . ?
B7A B2A B1A 107.5(5) . . ?
B7A B2A B3A 60.3(4) . . ?
B7A B2A B5A 108.0(5) . . ?
B9A B2A B1A 59.7(4) . . ?
B9A B2A B3A 108.1(5) . . ?
B9A B2A B5A 108.1(5) . . ?
B9A B2A B7A 60.1(4) . . ?
H2Ac B2A B1A 122.2(3) . . ?
H2Ac B2A B3A 121.9(3) . . ?
H2Ac B2A B5A 121.8(3) . . ?
H2Ac B2A B7A 121.7(3) . . ?
H2Ac B2A B9A 121.6(3) . . ?
C4A C3A C2A 112.9(4) . . ?
H3Aa C3A C2A 109.0(2) . . ?
H3Aa C3A C4A 109.0(3) . . ?
H3Ab C3A C2A 109.0(3) . . ?
H3Ab C3A C4A 109.0(3) . . ?
H3Ab C3A H3Aa 107.8 . . ?
B4A B3A B2A 107.8(5) . . ?
B5A B3A B2A 60.1(4) . . ?
B5A B3A B4A 60.0(4) . . ?
B7A B3A B2A 59.8(4) . . ?
B7A B3A B4A 107.9(4) . . ?
B7A B3A B5A 108.0(5) . . ?
B8A B3A B2A 108.0(5) . . ?
B8A B3A B4A 60.3(3) . . ?
B8A B3A B5A 108.5(5) . . ?
B8A B3A B7A 59.9(4) . . ?
H3A B3A B2A 121.9(3) . . ?
H3A B3A B4A 121.8(3) . . ?
H3A B3A B5A 121.5(3) . . ?
H3A B3A B7A 121.9(3) . . ?
H3A B3A B8A 121.4(3) . . ?
C5A C4A C3A 121.0(6) . . ?
C9A C4A C3A 121.3(6) . . ?
C9A C4A C5A 117.7(7) . . ?
B5A B4A B3A 59.7(4) . . ?
B6A B4A B3A 108.3(5) . . ?
B6A B4A B5A 61.0(4) . . ?
B8A B4A B3A 59.5(4) . . ?
B8A B4A B5A 107.7(5) . . ?
B8A B4A B6A 107.9(4) . . ?
B10A B4A B3A 108.8(4) . . ?
B10A B4A B5A 110.0(5) . . ?
B10A B4A B6A 60.6(4) . . ?
B10A B4A B8A 60.3(3) . . ?
H4A B4A B3A 121.8(3) . . ?
H4A B4A B5A 121.1(3) . . ?
H4A B4A B6A 121.3(3) . . ?
H4A B4A B8A 122.3(3) . . ?
H4A B4A B10A 120.5(3) . . ?
B2A B5A B1A 60.2(4) . . ?
B3A B5A B1A 108.2(5) . . ?
B3A B5A B2A 60.5(4) . . ?
B4A B5A B1A 107.0(5) . . ?
B4A B5A B2A 108.3(5) . . ?
B4A B5A B3A 60.3(4) . . ?
B6A B5A B1A 59.7(4) . . ?
B6A B5A B2A 107.5(5) . . ?
B6A B5A B3A 106.7(5) . . ?
B6A B5A B4A 58.4(4) . . ?
H5A B5A B1A 121.8(3) . . ?
H5A B5A B2A 121.3(3) . . ?
H5A B5A B3A 121.6(3) . . ?
H5A B5A B4A 122.2(3) . . ?
H5A B5A B6A 123.0(3) . . ?
C6A C5A C4A 122.6(9) . . ?
H5Aa C5A C4A 118.7(5) . . ?
H5Aa C5A C6A 118.7(6) . . ?
B4A B6A B1A 109.4(5) . . ?
B5A B6A B1A 60.3(4) . . ?
B5A B6A B4A 60.7(4) . . ?
B10A B6A B1A 110.1(5) . . ?
B10A B6A B4A 60.4(4) . . ?
B10A B6A B5A 109.5(5) . . ?
C13A B6A B1A 59.1(4) . . ?
C13A B6A B4A 105.3(4) . . ?
C13A B6A B5A 105.2(5) . . ?
C13A B6A B10A 59.5(3) . . ?
H6A B6A B1A 120.4(4) . . ?
H6A B6A B4A 121.8(3) . . ?
H6A B6A B5A 121.9(3) . . ?
H6A B6A B10A 120.2(3) . . ?
H6A B6A C13A 124.6(3) . . ?
C7A C6A C5A 117.9(12) . . ?
H6Aa C6A C5A 121.1(6) . . ?
H6Aa C6A C7A 121.1(8) . . ?
B3A B7A B2A 59.9(4) . . ?
B8A B7A B2A 107.6(5) . . ?
B8A B7A B3A 59.3(4) . . ?
B9A B7A B2A 59.8(4) . . ?
B9A B7A B3A 107.7(5) . . ?
B9A B7A B8A 108.2(4) . . ?
C12A B7A B2A 106.4(5) . . ?
C12A B7A B3A 105.7(4) . . ?
C12A B7A B8A 59.3(3) . . ?
C12A B7A B9A 59.8(3) . . ?
H7A B7A B2A 122.1(3) . . ?
H7A B7A B3A 122.6(3) . . ?
H7A B7A B8A 121.8(3) . . ?
H7A B7A B9A 121.4(3) . . ?
H7A B7A C12A 123.2(3) . . ?
C8A C7A C6A 122.1(13) . . ?
H7Aa C7A C6A 118.9(8) . . ?
H7Aa C7A C8A 118.9(8) . . ?
B4A B8A B3A 60.2(4) . . ?
B7A B8A B3A 60.8(4) . . ?
B7A B8A B4A 108.4(5) . . ?
B10A B8A B3A 108.4(5) . . ?
B10A B8A B4A 59.1(3) . . ?
B10A B8A B7A 109.1(5) . . ?
C12A B8A B3A 105.5(5) . . ?
C12A B8A B4A 106.2(4) . . ?
C12A B8A B7A 57.6(3) . . ?
C12A B8A B10A 61.4(3) . . ?
H8A B8A B3A 122.0(3) . . ?
H8A B8A B4A 122.3(3) . . ?
H8A B8A B7A 121.4(3) . . ?
H8A B8A B10A 120.6(3) . . ?
H8A B8A C12A 123.6(3) . . ?
C9A C8A C7A 120.2(11) . . ?
H8Aa C8A C7A 119.9(8) . . ?
H8Aa C8A C9A 119.9(6) . . ?
B2A B9A B1A 60.4(4) . . ?
B7A B9A B1A 108.1(5) . . ?
B7A B9A B2A 60.1(4) . . ?
C12A B9A B1A 106.0(4) . . ?
C12A B9A B2A 104.6(5) . . ?
C12A B9A B7A 57.2(4) . . ?
C13A B9A B1A 59.5(4) . . ?
C13A B9A B2A 105.2(5) . . ?
C13A B9A B7A 103.5(4) . . ?
C13A B9A C12A 57.5(3) . . ?
H9A B9A B1A 121.2(4) . . ?
H9A B9A B2A 122.7(3) . . ?
H9A B9A B7A 123.1(3) . . ?
H9A B9A C12A 124.5(3) . . ?
H9A B9A C13A 124.5(3) . . ?
C8A C9A C4A 119.4(8) . . ?
H9Aa C9A C4A 120.3(4) . . ?
H9Aa C9A C8A 120.3(6) . . ?
O3A C10A N2A 123.0(4) . . ?
C11A C10A N2A 116.5(5) . . ?
C11A C10A O3A 120.4(5) . . ?
B4A B10A N1A 130.1(4) . . ?
B6A B10A N1A 129.3(4) . . ?
B6A B10A B4A 59.0(4) . . ?
B8A B10A N1A 120.0(4) . . ?
B8A B10A B4A 60.5(3) . . ?
B8A B10A B6A 106.8(4) . . ?
C12A B10A N1A 116.5(4) . . ?
C12A B10A B4A 104.3(4) . . ?
C12A B10A B6A 103.9(4) . . ?
C12A B10A B8A 57.5(3) . . ?
C13A B10A N1A 122.0(4) . . ?
C13A B10A B4A 104.0(4) . . ?
C13A B10A B6A 59.1(3) . . ?
C13A B10A B8A 102.5(4) . . ?
C13A B10A C12A 56.0(3) . . ?
C12A C11A C10A 113.8(4) . . ?
H11a C11A C10A 108.8(3) . . ?
H11a C11A C12A 108.8(2) . . ?
H11b C11A C10A 108.8(3) . . ?
H11b C11A C12A 108.8(3) . . ?
H11b C11A H11a 107.7 . . ?
B8A C12A B7A 63.1(4) . . ?
B9A C12A B7A 63.0(4) . . ?
B9A C12A B8A 113.7(4) . . ?
B10A C12A B7A 113.2(4) . . ?
B10A C12A B8A 61.0(3) . . ?
B10A C12A B9A 112.2(4) . . ?
C11A C12A B7A 124.7(4) . . ?
C11A C12A B8A 119.7(4) . . ?
C11A C12A B9A 121.5(4) . . ?
C11A C12A B10A 113.2(3) . . ?
C13A C12A B7A 110.3(4) . . ?
C13A C12A B8A 108.7(4) . . ?
C13A C12A B9A 60.3(3) . . ?
C13A C12A B10A 60.3(3) . . ?
C13A C12A C11A 118.0(4) . . ?
B6A C13A B1A 62.0(4) . . ?
B9A C13A B1A 62.5(4) . . ?
B9A C13A B6A 113.8(4) . . ?
B10A C13A B1A 113.9(4) . . ?
B10A C13A B6A 61.3(3) . . ?
B10A C13A B9A 116.6(4) . . ?
C12A C13A B1A 112.1(4) . . ?
C12A C13A B6A 111.8(4) . . ?
C12A C13A B9A 62.2(3) . . ?
C12A C13A B10A 63.7(3) . . ?
H13A C13A B1A 119.0(3) . . ?
H13A C13A B6A 119.7(3) . . ?
H13A C13A B9A 117.0(3) . . ?
H13A C13A B10A 116.7(2) . . ?
H13A C13A C12A 119.3(2) . . ?
O1A C14A N1A 121.3(4) . . ?
C15A C14A N1A 115.0(5) . . ?
C15A C14A O1A 123.7(5) . . ?
H15a C15A C14A 109.5 . . ?
H15b C15A C14A 109.5 . . ?
H15b C15A H15a 109.5 . . ?
H15c C15A C14A 109.5 . . ?
H15c C15A H15a 109.5 . . ?
H15c C15A H15b 109.5 . . ?
C17A C16A O4A 110.5(8) . . ?
C18A C16A O4A 96.9(6) . . ?
C18A C16A C17A 108.8(8) . . ?
C19A C16A O4A 111.2(8) . . ?
C19A C16A C17A 117.0(9) . . ?
C19A C16A C18A 110.8(8) . . ?
C19C C16A O4C 93.8(9) . . ?
C17C C16A O4C 122.9(12) . . ?
C17C C16A C19C 113.0(11) . . ?
C18C C16A O4C 106.8(10) . . ?
C18C C16A C19C 99.3(13) . . ?
C18C C16A C17C 116.4(12) . . ?
O4 C1 O2 129.0(9) . . ?
O4A C1A O2A 124.1(8) . . ?
H17b C17A H17a 109.5 . . ?
H17c C17A H17a 109.5 . . ?
H17c C17A H17b 109.5 . . ?
H18b C18A H18a 109.5 . . ?
H18c C18A H18a 109.5 . . ?
H18c C18A H18b 109.5 . . ?
H19b C19A H19a 109.5 . . ?
H19c C19A H19a 109.5 . . ?
H19c C19A H19b 109.5 . . ?
O4B C1B O2B 120.8(13) . . ?
O4C C1C O2C 132.0(17) . . ?
H19e C19C H19d 109.5 . . ?
H19f C19C H19d 109.5 . . ?
H19f C19C H19e 109.5 . . ?
H17e C17C H17d 109.5 . . ?
H17f C17C H17d 109.5 . . ?
H17f C17C H17e 109.5 . . ?
H18e C18C H18d 109.5 . . ?
H18f C18C H18d 109.5 . . ?
H18f C18C H18e 109.5 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
C16A C17A 1 1.5000 0.0200 -0.0193
C16A C18A 1 1.5000 0.0200 -0.0221
C16A C19A 1 1.5000 0.0200 0.0046
C16A C19C 1 1.5000 0.0200 -0.0435
C16A C17C 1 1.5000 0.0200 0.0288
C16A C18C 1 1.5000 0.0200 -0.0077
C1 O4 1 1.3000 0.0200 -0.0490
C1A O2A 1 1.2000 0.0200 0.0091
C1A O4A 1 1.3000 0.0200 -0.0151
C1B O4B 1 1.3000 0.0200 0.0373
C1C O2C 1 1.2000 0.0200 -0.0433
C1C O4C 1 1.3000 0.0200 -0.0442

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
O2 0.0200
O4 0.0100
C1 0.0100
C1A 0.0100
O2A 0.0200
O4A 0.0100
C17A 0.0200
C18A 0.0200
C19A 0.0200
C1B 0.0100
O2B 0.0200
O4B 0.0100
C1C 0.0100
O2C 0.0200
O4C 0.0100
C19C 0.0200
C17C 0.0200
C18C 0.0200

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: MeOH-H2O'
