# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_submesoph
_database_code_depnum_ccdc_archive 'CCDC 1414845'
_audit_update_record             
;
2015-07-24 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H48 B N3 O, C H4 O'
_chemical_formula_sum            'C47 H52 B N3 O2'
_chemical_formula_weight         701.73

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           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.6638(6)
_cell_length_b                   13.4127(6)
_cell_length_c                   14.0487(5)
_cell_angle_alpha                64.404(4)
_cell_angle_beta                 66.875(4)
_cell_angle_gamma                83.700(4)
_cell_volume                     1973.98(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5716
_cell_measurement_theta_min      3.6590
_cell_measurement_theta_max      71.793

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_process_details   'SCALE3 ABSPACK'

_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, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.3291
_diffrn_standards_number         13182
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13063
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.78
_diffrn_reflns_theta_max         67.08
_reflns_number_total             7021
_reflns_number_gt                5890
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrysAlisPro
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_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)+(0.0801P)²+0.1470P] 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_number_reflns         7021
_refine_ls_number_parameters     492
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1399
_refine_ls_wR_factor_gt          0.1298
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.038
_refine_ls_shift/su_mean         0.002

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 0.31221(11) 0.73144(10) 0.17919(10) 0.0424(10) Uani 1 1 d . . .
N2 N 0.22077(11) 0.55561(10) 0.24603(10) 0.0433(10) Uani 1 1 d . . .
N3 N 0.28617(11) 0.59256(10) 0.36450(11) 0.0442(10) Uani 1 1 d . . .
O1 O 0.42445(10) 0.56568(10) 0.19583(10) 0.0545(10) Uani 1 1 d . . .
C2 C 0.33541(13) 0.91564(13) 0.11161(13) 0.0452(10) Uani 1 1 d . . .
C4 C 0.28193(12) 0.77362(13) 0.08681(12) 0.0426(10) Uani 1 1 d . . .
C9 C 0.16451(13) 0.45804(12) 0.33275(13) 0.0435(10) Uani 1 1 d . . .
C10 C 0.17425(13) 0.42378(12) 0.43946(13) 0.0447(10) Uani 1 1 d . . .
C5 C 0.22730(13) 0.69994(13) 0.06815(13) 0.0434(10) Uani 1 1 d . . .
C22 C 0.19714(14) 0.74137(13) -0.03446(13) 0.0469(10) Uani 1 1 d . . .
C6 C 0.19223(13) 0.58925(13) 0.15345(13) 0.0428(10) Uani 1 1 d . . .
C14 C 0.31345(13) 0.66692(13) 0.39483(13) 0.0452(10) Uani 1 1 d . . .
C11 C 0.23027(13) 0.49722(12) 0.45615(13) 0.0444(10) Uani 1 1 d . . .
C3 C 0.30053(13) 0.89297(13) 0.04062(13) 0.0450(10) Uani 1 1 d . . .
C1 C 0.33753(12) 0.81120(12) 0.20412(13) 0.0432(10) Uani 1 1 d . . .
C15 C 0.34428(13) 0.77867(13) 0.31202(13) 0.0450(10) Uani 1 1 d . . .
C7 C 0.11754(13) 0.49833(13) 0.17873(14) 0.0459(10) Uani 1 1 d . . .
C28 C 0.12494(13) 0.31275(13) 0.53417(13) 0.0450(10) Uani 1 1 d . . .
C8 C 0.09866(13) 0.42007(13) 0.28894(14) 0.0463(10) Uani 1 1 d . . .
C13 C 0.28408(15) 0.60915(14) 0.51734(14) 0.0500(10) Uani 1 1 d . . .
C33 C 0.19603(15) 0.22541(14) 0.54694(15) 0.0554(10) Uani 1 1 d . . .
H33 H 0.2724 0.2370 0.4960 0.066 Uiso 1 1 calc R . .
C42 C 0.07628(15) 0.48531(15) 0.09777(16) 0.0544(10) Uani 1 1 d . . .
H42A H 0.0449 0.5535 0.0602 0.065 Uiso 1 1 calc R . .
H42B H 0.0151 0.4266 0.1407 0.065 Uiso 1 1 calc R . .
C16 C 0.36640(15) 0.86357(13) 0.34545(13) 0.0492(10) Uani 1 1 d . . .
C38 C 0.36622(15) 1.02994(13) 0.09352(15) 0.0533(10) Uani 1 1 d . . .
H38A H 0.4145 1.0714 0.0135 0.064 Uiso 1 1 calc R . .
H38B H 0.4115 1.0224 0.1379 0.064 Uiso 1 1 calc R . .
C23 C 0.28196(17) 0.76360(16) -0.14168(15) 0.0598(10) Uani 1 1 d . . .
H23 H 0.3583 0.7535 -0.1496 0.072 Uiso 1 1 calc R . .
C12 C 0.23198(14) 0.50611(14) 0.55505(13) 0.0488(10) Uani 1 1 d . . .
C27 C 0.08427(16) 0.75748(15) -0.02536(17) 0.0595(10) Uani 1 1 d . . .
H27 H 0.0262 0.7445 0.0455 0.071 Uiso 1 1 calc R . .
C32 C 0.15435(19) 0.12174(15) 0.63434(18) 0.0674(11) Uani 1 1 d . . .
H32 H 0.2028 0.0640 0.6423 0.081 Uiso 1 1 calc R . .
C17 C 0.2757(2) 0.91721(18) 0.39330(18) 0.0691(11) Uani 1 1 d . . .
H17 H 0.2012 0.9000 0.4049 0.083 Uiso 1 1 calc R . .
C36 C 0.31043(18) 0.65066(17) 0.58964(16) 0.0629(10) Uani 1 1 d . . .
H36A H 0.2585 0.6115 0.6687 0.076 Uiso 1 1 calc R . .
H36B H 0.2972 0.7288 0.5655 0.076 Uiso 1 1 calc R . .
C44 C 0.02028(16) 0.31570(14) 0.35201(17) 0.0581(10) Uani 1 1 d . . .
H44A H -0.0173 0.3014 0.4320 0.070 Uiso 1 1 calc R . .
H44B H -0.0391 0.3272 0.3216 0.070 Uiso 1 1 calc R . .
C40 C 0.28127(17) 0.97863(14) -0.06254(14) 0.0584(10) Uani 1 1 d . . .
H40A H 0.3056 0.9511 -0.1209 0.070 Uiso 1 1 calc R . .
H40B H 0.3298 1.0451 -0.0927 0.070 Uiso 1 1 calc R . .
B1 B 0.31798(15) 0.61037(14) 0.24389(14) 0.0420(10) Uani 1 1 d . . .
C21 C 0.47656(18) 0.88893(17) 0.33107(16) 0.0643(10) Uani 1 1 d . . .
H21 H 0.5381 0.8524 0.3007 0.077 Uiso 1 1 calc R . .
C34 C 0.18139(18) 0.42214(16) 0.67809(15) 0.0630(10) Uani 1 1 d . . .
H34A H 0.1124 0.3849 0.6907 0.076 Uiso 1 1 calc R . .
H34B H 0.1591 0.4605 0.7271 0.076 Uiso 1 1 calc R . .
C39 C 0.2644(2) 1.09668(18) 0.1259(2) 0.0751(11) Uani 1 1 d . . .
H39A H 0.2247 1.1135 0.0756 0.113 Uiso 1 1 calc R . .
H39B H 0.2915 1.1644 0.1193 0.113 Uiso 1 1 calc R . .
H39C H 0.2129 1.0543 0.2033 0.113 Uiso 1 1 calc R . .
C29 C 0.01165(16) 0.29268(16) 0.61044(17) 0.0653(11) Uani 1 1 d . . .
H29 H -0.0374 0.3500 0.6031 0.078 Uiso 1 1 calc R . .
C31 C 0.04196(19) 0.10324(16) 0.70962(17) 0.0697(11) Uani 1 1 d . . .
H31 H 0.0141 0.0333 0.7688 0.084 Uiso 1 1 calc R . .
C25 C 0.1425(2) 0.81424(17) -0.2262(2) 0.0788(11) Uani 1 1 d . . .
H25 H 0.1242 0.8380 -0.2903 0.095 Uiso 1 1 calc R . .
C24 C 0.2545(2) 0.80065(18) -0.23700(17) 0.0750(11) Uani 1 1 d . . .
H24 H 0.3125 0.8163 -0.3086 0.090 Uiso 1 1 calc R . .
C41 C 0.1572(2) 1.00969(18) -0.0402(2) 0.0777(11) Uani 1 1 d . . .
H41A H 0.1079 0.9443 -0.0084 0.116 Uiso 1 1 calc R . .
H41B H 0.1515 1.0615 -0.1108 0.116 Uiso 1 1 calc R . .
H41C H 0.1341 1.0429 0.0126 0.116 Uiso 1 1 calc R . .
C45 C 0.0820(2) 0.21543(18) 0.3433(3) 0.0879(12) Uani 1 1 d . . .
H45A H 0.1150 0.2268 0.2648 0.132 Uiso 1 1 calc R . .
H45B H 0.0283 0.1513 0.3878 0.132 Uiso 1 1 calc R . .
H45C H 0.1419 0.2043 0.3719 0.132 Uiso 1 1 calc R . .
C30 C -0.02943(18) 0.18877(19) 0.69711(19) 0.0757(11) Uani 1 1 d . . .
H30 H -0.1060 0.1763 0.7476 0.091 Uiso 1 1 calc R . .
C26 C 0.0570(2) 0.79278(17) -0.1209(2) 0.0758(11) Uani 1 1 d . . .
H26 H -0.0193 0.8019 -0.1137 0.091 Uiso 1 1 calc R . .
C43 C 0.1726(2) 0.4580(2) 0.0076(2) 0.0768(11) Uani 1 1 d . . .
H43A H 0.2317 0.5176 -0.0376 0.115 Uiso 1 1 calc R . .
H43B H 0.1425 0.4482 -0.0410 0.115 Uiso 1 1 calc R . .
H43C H 0.2045 0.3910 0.0444 0.115 Uiso 1 1 calc R . .
C35 C 0.2639(3) 0.3358(2) 0.7118(2) 0.0923(12) Uani 1 1 d . . .
H35A H 0.2784 0.2909 0.6708 0.138 Uiso 1 1 calc R . .
H35B H 0.2305 0.2898 0.7925 0.138 Uiso 1 1 calc R . .
H35C H 0.3351 0.3723 0.6934 0.138 Uiso 1 1 calc R . .
C20 C 0.4949(2) 0.9686(2) 0.3619(2) 0.0878(12) Uani 1 1 d . . .
H20 H 0.5690 0.9857 0.3515 0.105 Uiso 1 1 calc R . .
C18 C 0.2958(3) 0.9962(2) 0.4239(2) 0.0906(12) Uani 1 1 d . . .
H18 H 0.2345 1.0319 0.4560 0.109 Uiso 1 1 calc R . .
C19 C 0.4048(3) 1.0225(2) 0.4075(2) 0.0967(13) Uani 1 1 d . . .
H19 H 0.4178 1.0766 0.4272 0.116 Uiso 1 1 calc R . .
C37 C 0.4340(2) 0.6348(2) 0.5813(2) 0.0905(12) Uani 1 1 d . . .
H37A H 0.4487 0.5581 0.6015 0.136 Uiso 1 1 calc R . .
H37B H 0.4457 0.6575 0.6328 0.136 Uiso 1 1 calc R . .
H37C H 0.4857 0.6788 0.5045 0.136 Uiso 1 1 calc R . .
C46 C 0.52892(17) 0.6215(2) 0.1618(2) 0.0832(11) Uani 1 1 d . . .
H46A H 0.5387 0.6904 0.0959 0.125 Uiso 1 1 calc R . .
H46B H 0.5910 0.5766 0.1431 0.125 Uiso 1 1 calc R . .
H46C H 0.5289 0.6360 0.2230 0.125 Uiso 1 1 calc R . .
O2 O 0.4434(2) 0.34188(19) 0.2370(2) 0.1231(12) Uani 1 1 d D . .
C47 C 0.4180(3) 0.3359(3) 0.1544(4) 0.1253(15) Uani 1 1 d U . .
H47A H 0.3393 0.3521 0.1660 0.188 Uiso 1 1 calc R . .
H47B H 0.4289 0.2626 0.1579 0.188 Uiso 1 1 calc R . .
H47C H 0.4677 0.3887 0.0808 0.188 Uiso 1 1 calc RD . .
H48 H 0.447(4) 0.4176(17) 0.215(2) 0.21(2) Uiso 1 1 d 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 C1 1.3629(19) . ?
N1 C4 1.3638(19) . ?
N1 B1 1.490(2) . ?
N2 C9 1.3601(19) . ?
N2 C6 1.3609(19) . ?
N2 B1 1.485(2) . ?
N3 C11 1.362(2) . ?
N3 C14 1.3617(19) . ?
N3 B1 1.492(2) . ?
O1 C46 1.397(2) . ?
O1 B1 1.446(2) . ?
C2 C3 1.385(2) . ?
C2 C1 1.449(2) . ?
C2 C38 1.511(2) . ?
C4 C5 1.428(2) . ?
C4 C3 1.451(2) . ?
C9 C10 1.418(2) . ?
C9 C8 1.449(2) . ?
C10 C11 1.419(2) . ?
C10 C28 1.489(2) . ?
C5 C6 1.424(2) . ?
C5 C22 1.492(2) . ?
C22 C27 1.385(2) . ?
C22 C23 1.387(2) . ?
C6 C7 1.457(2) . ?
C14 C15 1.420(2) . ?
C14 C13 1.452(2) . ?
C11 C12 1.453(2) . ?
C3 C40 1.502(2) . ?
C1 C15 1.420(2) . ?
C15 C16 1.494(2) . ?
C7 C8 1.384(2) . ?
C7 C42 1.502(2) . ?
C28 C29 1.381(2) . ?
C28 C33 1.389(2) . ?
C8 C44 1.507(2) . ?
C13 C12 1.385(2) . ?
C13 C36 1.499(2) . ?
C33 C32 1.377(3) . ?
C33 H33 0.9300 . ?
C42 C43 1.522(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C16 C17 1.385(3) . ?
C16 C21 1.388(3) . ?
C38 C39 1.519(3) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C23 C24 1.383(3) . ?
C23 H23 0.9300 . ?
C12 C34 1.508(2) . ?
C27 C26 1.388(3) . ?
C27 H27 0.9300 . ?
C32 C31 1.369(3) . ?
C32 H32 0.9300 . ?
C17 C18 1.383(3) . ?
C17 H17 0.9300 . ?
C36 C37 1.521(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C44 C45 1.507(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C40 C41 1.524(3) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C21 C20 1.385(3) . ?
C21 H21 0.9300 . ?
C34 C35 1.519(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C29 C30 1.375(3) . ?
C29 H29 0.9300 . ?
C31 C30 1.374(3) . ?
C31 H31 0.9300 . ?
C25 C24 1.367(4) . ?
C25 C26 1.374(4) . ?
C25 H25 0.9300 . ?
C24 H24 0.9300 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C30 H30 0.9300 . ?
C26 H26 0.9300 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C20 C19 1.371(4) . ?
C20 H20 0.9300 . ?
C18 C19 1.368(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
O2 C47 1.355(4) . ?
O2 H48 0.92(2) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 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
C1 N1 C4 113.05(13) . . ?
C1 N1 B1 124.33(12) . . ?
C4 N1 B1 122.61(12) . . ?
C9 N2 C6 113.46(13) . . ?
C9 N2 B1 123.27(13) . . ?
C6 N2 B1 122.49(13) . . ?
C11 N3 C14 112.90(13) . . ?
C11 N3 B1 122.91(13) . . ?
C14 N3 B1 124.14(13) . . ?
C46 O1 B1 119.12(15) . . ?
C3 C2 C1 107.95(13) . . ?
C3 C2 C38 125.24(15) . . ?
C1 C2 C38 126.81(14) . . ?
N1 C4 C5 118.42(13) . . ?
N1 C4 C3 105.43(13) . . ?
C5 C4 C3 135.35(14) . . ?
N2 C9 C10 118.09(13) . . ?
N2 C9 C8 105.40(13) . . ?
C10 C9 C8 136.25(14) . . ?
C9 C10 C11 119.30(14) . . ?
C9 C10 C28 120.80(14) . . ?
C11 C10 C28 119.90(13) . . ?
C6 C5 C4 119.38(13) . . ?
C6 C5 C22 120.06(13) . . ?
C4 C5 C22 120.31(13) . . ?
C27 C22 C23 118.25(16) . . ?
C27 C22 C5 121.23(15) . . ?
C23 C22 C5 120.51(15) . . ?
N2 C6 C5 117.90(13) . . ?
N2 C6 C7 105.16(13) . . ?
C5 C6 C7 136.44(14) . . ?
N3 C14 C15 118.26(13) . . ?
N3 C14 C13 105.62(14) . . ?
C15 C14 C13 135.27(14) . . ?
N3 C11 C10 118.58(13) . . ?
N3 C11 C12 105.60(13) . . ?
C10 C11 C12 135.19(14) . . ?
C2 C3 C4 107.76(13) . . ?
C2 C3 C40 125.16(15) . . ?
C4 C3 C40 127.04(14) . . ?
N1 C1 C15 118.49(14) . . ?
N1 C1 C2 105.41(13) . . ?
C15 C1 C2 135.46(14) . . ?
C1 C15 C14 119.53(14) . . ?
C1 C15 C16 120.47(14) . . ?
C14 C15 C16 119.37(14) . . ?
C8 C7 C6 107.65(13) . . ?
C8 C7 C42 125.25(15) . . ?
C6 C7 C42 126.89(15) . . ?
C29 C28 C33 118.38(16) . . ?
C29 C28 C10 122.96(15) . . ?
C33 C28 C10 118.66(14) . . ?
C7 C8 C9 108.01(13) . . ?
C7 C8 C44 125.26(15) . . ?
C9 C8 C44 126.70(15) . . ?
C12 C13 C14 107.71(14) . . ?
C12 C13 C36 125.81(16) . . ?
C14 C13 C36 126.41(16) . . ?
C32 C33 C28 120.55(17) . . ?
C32 C33 H33 119.7 . . ?
C28 C33 H33 119.7 . . ?
C7 C42 C43 111.97(14) . . ?
C7 C42 H42A 109.2 . . ?
C43 C42 H42A 109.2 . . ?
C7 C42 H42B 109.2 . . ?
C43 C42 H42B 109.2 . . ?
H42A C42 H42B 107.9 . . ?
C17 C16 C21 118.96(17) . . ?
C17 C16 C15 119.88(16) . . ?
C21 C16 C15 121.15(16) . . ?
C2 C38 C39 115.18(15) . . ?
C2 C38 H38A 108.5 . . ?
C39 C38 H38A 108.5 . . ?
C2 C38 H38B 108.5 . . ?
C39 C38 H38B 108.5 . . ?
H38A C38 H38B 107.5 . . ?
C24 C23 C22 120.88(19) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C13 C12 C11 107.72(14) . . ?
C13 C12 C34 125.16(15) . . ?
C11 C12 C34 127.06(15) . . ?
C22 C27 C26 120.64(19) . . ?
C22 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C31 C32 C33 120.39(18) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C13 C36 C37 112.16(17) . . ?
C13 C36 H36A 109.2 . . ?
C37 C36 H36A 109.2 . . ?
C13 C36 H36B 109.2 . . ?
C37 C36 H36B 109.2 . . ?
H36A C36 H36B 107.9 . . ?
C45 C44 C8 113.45(17) . . ?
C45 C44 H44A 108.9 . . ?
C8 C44 H44A 108.9 . . ?
C45 C44 H44B 108.9 . . ?
C8 C44 H44B 108.9 . . ?
H44A C44 H44B 107.7 . . ?
C3 C40 C41 114.71(15) . . ?
C3 C40 H40A 108.6 . . ?
C41 C40 H40A 108.6 . . ?
C3 C40 H40B 108.6 . . ?
C41 C40 H40B 108.6 . . ?
H40A C40 H40B 107.6 . . ?
O1 B1 N2 109.56(13) . . ?
O1 B1 N1 115.09(13) . . ?
N2 B1 N1 105.61(12) . . ?
O1 B1 N3 115.18(13) . . ?
N2 B1 N3 105.11(13) . . ?
N1 B1 N3 105.42(12) . . ?
C20 C21 C16 120.0(2) . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
C12 C34 C35 113.16(18) . . ?
C12 C34 H34A 108.9 . . ?
C35 C34 H34A 108.9 . . ?
C12 C34 H34B 108.9 . . ?
C35 C34 H34B 108.9 . . ?
H34A C34 H34B 107.8 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C30 C29 C28 120.69(18) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C32 C31 C30 119.55(18) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C24 C25 C26 120.06(18) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C24 C23 120.1(2) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C31 C30 C29 120.43(18) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C25 C26 C27 120.0(2) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C19 C20 C21 120.6(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C19 C18 C17 120.7(2) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 119.6(2) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O1 C46 H46A 109.5 . . ?
O1 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
O1 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C47 O2 H48 101.6(18) . . ?
O2 C47 H47A 109.5 . . ?
O2 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
O2 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        67.08
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.046
####################################################################### 
# 
# 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_dnsubpmesofree
_database_code_depnum_ccdc_archive 'CCDC 1414846'
_audit_update_record             
;
2015-10-14 deposited with the CCDC.
2015-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H38 B N5 O5'
_chemical_formula_sum            'C34 H38 B N5 O5'
_chemical_formula_weight         607.50

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           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3990(15)
_cell_length_b                   15.411(3)
_cell_length_c                   15.432(3)
_cell_angle_alpha                65.460(16)
_cell_angle_beta                 81.857(15)
_cell_angle_gamma                82.675(15)
_cell_volume                     1793.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    951
_cell_measurement_theta_min      3.161
_cell_measurement_theta_max      44.26

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             644
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.50397
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         14406
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27832
_diffrn_reflns_av_R_equivalents  0.1750
_diffrn_reflns_av_unetI/netI     0.2248
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         70.06
_reflns_number_total             6785
_reflns_number_gt                1075
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrysAlisPro
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_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)+(0.1254P)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_number_reflns         6785
_refine_ls_number_parameters     414
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.2917
_refine_ls_R_factor_gt           0.1220
_refine_ls_wR_factor_ref         0.3918
_refine_ls_wR_factor_gt          0.3024
_refine_ls_goodness_of_fit_ref   0.750
_refine_ls_restrained_S_all      0.751
_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 0.1976(8) 0.5886(4) 0.0804(4) 0.102(2) Uani 1 1 d . . .
N3 N 0.4357(9) 0.6775(4) 0.0370(5) 0.095(2) Uani 1 1 d . . .
N1 N 0.4279(9) 0.5298(5) 0.1755(5) 0.096(2) Uani 1 1 d . . .
N2 N 0.2707(10) 0.6635(5) 0.1817(5) 0.101(3) Uani 1 1 d . . .
C5 C 0.6319(11) 0.5508(7) 0.0394(7) 0.103(3) Uani 1 1 d . . .
H5 H 0.7094 0.5252 0.0055 0.123 Uiso 1 1 calc R . .
C15 C 0.3183(12) 0.5303(6) 0.3226(6) 0.105(3) Uani 1 1 d . . .
H15 H 0.2929 0.4986 0.3882 0.126 Uiso 1 1 calc R . .
C29 C -0.0588(12) 0.6175(7) 0.1576(8) 0.104(3) Uani 1 1 d . . .
C1 C 0.4195(11) 0.4821(6) 0.2756(6) 0.088(3) Uani 1 1 d . . .
C30 C -0.0776(12) 0.7082(6) 0.0896(7) 0.103(3) Uani 1 1 d . . .
H30 H -0.0116 0.7280 0.0322 0.123 Uiso 1 1 calc R . .
C6 C 0.5715(12) 0.6437(6) -0.0013(6) 0.095(3) Uani 1 1 d . . .
C4 C 0.5735(12) 0.4945(6) 0.1346(7) 0.098(3) Uani 1 1 d . . .
C34 C -0.1538(13) 0.5897(7) 0.2443(8) 0.114(3) Uani 1 1 d . . .
H34 H -0.1403 0.5281 0.2912 0.137 Uiso 1 1 calc R . .
C33 C -0.2676(14) 0.6548(10) 0.2592(8) 0.117(4) Uani 1 1 d . . .
C9 C 0.4135(13) 0.7752(7) 0.0058(8) 0.113(3) Uani 1 1 d . . .
C32 C -0.2929(13) 0.7481(10) 0.1929(11) 0.139(4) Uani 1 1 d . . .
H32 H -0.3686 0.7925 0.2045 0.167 Uiso 1 1 calc R . .
C12 C 0.1889(13) 0.7796(7) 0.2354(8) 0.114(3) Uani 1 1 d . . .
C13 C 0.1965(13) 0.6958(7) 0.3112(7) 0.106(3) Uani 1 1 d . . .
C3 C 0.6361(13) 0.4124(6) 0.2183(7) 0.103(3) Uani 1 1 d . . .
C10 C 0.3125(12) 0.8178(7) 0.0546(8) 0.111(3) Uani 1 1 d . . .
H10 H 0.2825 0.8830 0.0271 0.133 Uiso 1 1 calc R . .
C31 C -0.1956(14) 0.7688(7) 0.1082(8) 0.110(3) Uani 1 1 d U . .
C14 C 0.2532(13) 0.6225(7) 0.2778(7) 0.106(3) Uani 1 1 d . . .
C28 C 0.0662(13) 0.5465(7) 0.1393(9) 0.129(4) Uani 1 1 d . . .
H28A H 0.1014 0.5002 0.1999 0.155 Uiso 1 1 calc R . .
H28B H 0.0177 0.5122 0.1106 0.155 Uiso 1 1 calc R . .
C8 C 0.5369(14) 0.8090(7) -0.0763(8) 0.117(4) Uani 1 1 d . . .
C2 C 0.5486(14) 0.4063(7) 0.2991(7) 0.111(3) Uani 1 1 d . . .
C7 C 0.6380(11) 0.7319(7) -0.0824(6) 0.094(3) Uani 1 1 d . . .
C11 C 0.2532(11) 0.7597(8) 0.1496(8) 0.105(3) Uani 1 1 d . . .
B1 B 0.3291(14) 0.6130(6) 0.1171(8) 0.090(3) Uani 1 1 d . . .
C18 C 0.7880(13) 0.3531(7) 0.2027(9) 0.131(4) Uani 1 1 d . . .
H18A H 0.8496 0.3910 0.1437 0.157 Uiso 1 1 calc R . .
H18B H 0.8542 0.3370 0.2548 0.157 Uiso 1 1 calc R . .
C21 C 0.7508(14) 0.7176(9) -0.2369(9) 0.151(5) Uani 1 1 d . . .
H21A H 0.6890 0.6634 -0.2190 0.226 Uiso 1 1 calc R . .
H21B H 0.8511 0.7085 -0.2717 0.226 Uiso 1 1 calc R . .
H21C H 0.6912 0.7744 -0.2766 0.226 Uiso 1 1 calc R . .
C19 C 0.7518(11) 0.2642(6) 0.1977(9) 0.130(4) Uani 1 1 d . . .
H19A H 0.6845 0.2284 0.2541 0.195 Uiso 1 1 calc R . .
H19B H 0.8506 0.2265 0.1938 0.195 Uiso 1 1 calc R . .
H19C H 0.6968 0.2798 0.1421 0.195 Uiso 1 1 calc R . .
C16 C 0.5712(17) 0.3383(9) 0.4016(9) 0.155(5) Uani 1 1 d . . .
H16A H 0.5537 0.3743 0.4413 0.186 Uiso 1 1 calc R . .
H16B H 0.6818 0.3107 0.4048 0.186 Uiso 1 1 calc R . .
C20 C 0.7843(11) 0.7279(7) -0.1472(7) 0.126(4) Uani 1 1 d . . .
H20A H 0.8568 0.6742 -0.1121 0.151 Uiso 1 1 calc R . .
H20B H 0.8390 0.7857 -0.1664 0.151 Uiso 1 1 calc R . .
C17 C 0.458(2) 0.2575(9) 0.4424(9) 0.195(7) Uani 1 1 d . . .
H17A H 0.3483 0.2841 0.4387 0.293 Uiso 1 1 calc R . .
H17B H 0.4756 0.2186 0.5080 0.293 Uiso 1 1 calc R . .
H17C H 0.4794 0.2188 0.4061 0.293 Uiso 1 1 calc R . .
C22 C 0.5578(14) 0.9122(6) -0.1422(8) 0.132(4) Uani 1 1 d . . .
H22A H 0.6674 0.9178 -0.1728 0.158 Uiso 1 1 calc R . .
H22B H 0.5423 0.9502 -0.1045 0.158 Uiso 1 1 calc R . .
C26 C 0.1600(14) 0.6815(8) 0.4146(8) 0.127(4) Uani 1 1 d . . .
H26A H 0.2307 0.6291 0.4534 0.152 Uiso 1 1 calc R . .
H26B H 0.1807 0.7388 0.4212 0.152 Uiso 1 1 calc R . .
C23 C 0.4397(15) 0.9533(7) -0.2202(9) 0.170(6) Uani 1 1 d . . .
H23A H 0.4814 0.9361 -0.2726 0.255 Uiso 1 1 calc R . .
H23B H 0.4272 1.0217 -0.2426 0.255 Uiso 1 1 calc R . .
H23C H 0.3368 0.9276 -0.1939 0.255 Uiso 1 1 calc R . .
C27 C -0.0107(16) 0.6600(12) 0.4493(9) 0.205(7) Uani 1 1 d . . .
H27A H -0.0808 0.7134 0.4133 0.308 Uiso 1 1 calc R . .
H27B H -0.0297 0.6486 0.5159 0.308 Uiso 1 1 calc R . .
H27C H -0.0320 0.6042 0.4413 0.308 Uiso 1 1 calc R . .
N4 N -0.2028(17) 0.8731(10) 0.0311(10) 0.165(5) Uani 1 1 d U . .
O2 O -0.3204(14) 0.9215(7) 0.0554(9) 0.221(5) Uani 1 1 d . . .
O3 O -0.1046(16) 0.8907(7) -0.0412(8) 0.217(5) Uani 1 1 d . . .
C25 C -0.0109(14) 0.9165(8) 0.2153(10) 0.164(5) Uani 1 1 d . . .
H25A H -0.0257 0.9397 0.1486 0.246 Uiso 1 1 calc R . .
H25B H -0.0393 0.9674 0.2365 0.246 Uiso 1 1 calc R . .
H25C H -0.0785 0.8650 0.2516 0.246 Uiso 1 1 calc R . .
C24 C 0.1585(12) 0.8820(7) 0.2294(8) 0.122(4) Uani 1 1 d . . .
H24A H 0.1847 0.8836 0.2880 0.146 Uiso 1 1 calc R . .
H24B H 0.2278 0.9237 0.1766 0.146 Uiso 1 1 calc R . .
O5 O -0.4554(12) 0.7020(10) 0.3604(9) 0.231(5) Uani 1 1 d . . .
O4 O -0.3319(13) 0.5470(8) 0.4157(7) 0.189(4) Uani 1 1 d . . .
N5 N -0.3670(15) 0.6251(10) 0.3607(9) 0.148(4) Uani 1 1 d U . .


_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 C28 1.369(11) . ?
O1 B1 1.464(12) . ?
N3 C6 1.355(10) . ?
N3 C9 1.373(10) . ?
N3 B1 1.487(12) . ?
N1 C1 1.404(10) . ?
N1 C4 1.444(11) . ?
N1 B1 1.458(11) . ?
N2 C14 1.343(11) . ?
N2 C11 1.350(11) . ?
N2 B1 1.501(11) . ?
C5 C6 1.364(11) . ?
C5 C4 1.413(12) . ?
C5 H5 0.9300 . ?
C15 C14 1.374(11) . ?
C15 C1 1.383(10) . ?
C15 H15 0.9300 . ?
C29 C30 1.361(12) . ?
C29 C34 1.384(13) . ?
C29 C28 1.503(12) . ?
C1 C2 1.452(12) . ?
C30 C31 1.358(12) . ?
C30 H30 0.9300 . ?
C6 C7 1.520(12) . ?
C4 C3 1.487(12) . ?
C34 C33 1.363(13) . ?
C34 H34 0.9300 . ?
C33 C32 1.386(15) . ?
C33 N5 1.578(14) . ?
C9 C10 1.343(12) . ?
C9 C8 1.472(14) . ?
C32 C31 1.377(14) . ?
C32 H32 0.9300 . ?
C12 C13 1.336(12) . ?
C12 C11 1.493(13) . ?
C12 C24 1.533(12) . ?
C13 C14 1.431(12) . ?
C13 C26 1.507(13) . ?
C3 C2 1.328(12) . ?
C3 C18 1.523(12) . ?
C10 C11 1.420(13) . ?
C10 H10 0.9300 . ?
C31 N4 1.552(14) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C8 C7 1.398(12) . ?
C8 C22 1.507(11) . ?
C2 C16 1.515(13) . ?
C7 C20 1.483(11) . ?
C18 C19 1.475(11) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C21 C20 1.524(13) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C16 C17 1.526(17) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C22 C23 1.543(14) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C26 C27 1.487(13) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
N4 O3 1.243(14) . ?
N4 O2 1.269(14) . ?
C25 C24 1.468(12) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
O5 N5 1.314(13) . ?
O4 N5 1.178(13) . ?

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
C28 O1 B1 121.6(8) . . ?
C6 N3 C9 115.8(9) . . ?
C6 N3 B1 122.0(7) . . ?
C9 N3 B1 121.8(8) . . ?
C1 N1 C4 108.8(8) . . ?
C1 N1 B1 128.9(8) . . ?
C4 N1 B1 121.5(8) . . ?
C14 N2 C11 110.8(8) . . ?
C14 N2 B1 125.8(8) . . ?
C11 N2 B1 122.7(8) . . ?
C6 C5 C4 118.3(8) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C14 C15 C1 123.8(9) . . ?
C14 C15 H15 118.1 . . ?
C1 C15 H15 118.1 . . ?
C30 C29 C34 120.6(10) . . ?
C30 C29 C28 120.1(10) . . ?
C34 C29 C28 119.4(9) . . ?
C15 C1 N1 113.3(8) . . ?
C15 C1 C2 137.1(9) . . ?
N1 C1 C2 107.8(8) . . ?
C29 C30 C31 117.9(10) . . ?
C29 C30 H30 121.0 . . ?
C31 C30 H30 121.0 . . ?
N3 C6 C5 122.2(9) . . ?
N3 C6 C7 104.5(7) . . ?
C5 C6 C7 132.7(9) . . ?
C5 C4 N1 118.1(8) . . ?
C5 C4 C3 137.1(10) . . ?
N1 C4 C3 103.4(9) . . ?
C33 C34 C29 118.5(10) . . ?
C33 C34 H34 120.7 . . ?
C29 C34 H34 120.7 . . ?
C34 C33 C32 123.7(11) . . ?
C34 C33 N5 118.3(12) . . ?
C32 C33 N5 117.9(12) . . ?
C10 C9 N3 122.1(10) . . ?
C10 C9 C8 134.3(10) . . ?
N3 C9 C8 103.0(9) . . ?
C33 C32 C31 113.8(11) . . ?
C33 C32 H32 123.1 . . ?
C31 C32 H32 123.1 . . ?
C13 C12 C11 106.7(9) . . ?
C13 C12 C24 130.6(11) . . ?
C11 C12 C24 121.5(10) . . ?
C12 C13 C14 108.3(9) . . ?
C12 C13 C26 125.9(10) . . ?
C14 C13 C26 125.7(9) . . ?
C2 C3 C4 111.0(9) . . ?
C2 C3 C18 129.8(10) . . ?
C4 C3 C18 119.1(10) . . ?
C9 C10 C11 117.7(10) . . ?
C9 C10 H10 121.1 . . ?
C11 C10 H10 121.1 . . ?
C30 C31 C32 125.3(11) . . ?
C30 C31 N4 115.4(11) . . ?
C32 C31 N4 118.7(12) . . ?
N2 C14 C15 118.1(9) . . ?
N2 C14 C13 107.8(8) . . ?
C15 C14 C13 132.6(9) . . ?
O1 C28 C29 112.8(8) . . ?
O1 C28 H28A 109.0 . . ?
C29 C28 H28A 109.0 . . ?
O1 C28 H28B 109.0 . . ?
C29 C28 H28B 109.0 . . ?
H28A C28 H28B 107.8 . . ?
C7 C8 C9 110.5(9) . . ?
C7 C8 C22 124.2(10) . . ?
C9 C8 C22 125.3(9) . . ?
C3 C2 C1 108.3(9) . . ?
C3 C2 C16 129.9(11) . . ?
C1 C2 C16 121.8(9) . . ?
C8 C7 C20 131.7(10) . . ?
C8 C7 C6 105.1(8) . . ?
C20 C7 C6 123.1(9) . . ?
N2 C11 C10 120.2(9) . . ?
N2 C11 C12 105.3(10) . . ?
C10 C11 C12 133.8(10) . . ?
N1 B1 O1 113.5(7) . . ?
N1 B1 N3 108.5(8) . . ?
O1 B1 N3 110.6(8) . . ?
N1 B1 N2 104.0(8) . . ?
O1 B1 N2 113.0(8) . . ?
N3 B1 N2 106.8(7) . . ?
C19 C18 C3 112.4(9) . . ?
C19 C18 H18A 109.1 . . ?
C3 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
C3 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
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 . . ?
C2 C16 C17 113.7(11) . . ?
C2 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C2 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C7 C20 C21 114.2(9) . . ?
C7 C20 H20A 108.7 . . ?
C21 C20 H20A 108.7 . . ?
C7 C20 H20B 108.7 . . ?
C21 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C8 C22 C23 113.3(10) . . ?
C8 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C8 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C27 C26 C13 111.1(10) . . ?
C27 C26 H26A 109.4 . . ?
C13 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C13 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O3 N4 O2 133.7(15) . . ?
O3 N4 C31 116.9(13) . . ?
O2 N4 C31 109.2(13) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C25 C24 C12 110.3(9) . . ?
C25 C24 H24A 109.6 . . ?
C12 C24 H24A 109.6 . . ?
C25 C24 H24B 109.6 . . ?
C12 C24 H24B 109.6 . . ?
H24A C24 H24B 108.1 . . ?
O4 N5 O5 138.6(15) . . ?
O4 N5 C33 114.3(13) . . ?
O5 N5 C33 106.6(12) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        70.06
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.081
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.023 0.000 0.500 287.0 82.4
_platon_squeeze_details          
;
;
