# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_exp_3906
_database_code_depnum_ccdc_archive 'CCDC 1551784'
#Added by publCIF



_audit_update_record             
;
2017-05-23 deposited with the CCDC.
2017-06-12 downloaded from the CCDC.
;


_cell_formula_units_Z            2
_cell_angle_alpha                114.506(8)
_cell_angle_beta                 99.354(6)
_cell_angle_gamma                104.113(6)
_cell_length_a                   10.7089(7)
_cell_length_b                   11.6927(9)
_cell_length_c                   13.5483(11)
_cell_volume                     1428.7(2)
_cell_measurement_reflns_used    2854
_cell_measurement_theta_min      3.4500
_cell_measurement_theta_max      28.4180
_cell_measurement_temperature    291(2)
_diffrn_ambient_temperature      291(2)
_chemical_formula_moiety         'C26 H43 B3 O6'
_chemical_formula_sum            'C26 H43 B3 O6'
_chemical_formula_weight         484.03
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.9986
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11837
_diffrn_reflns_theta_full        24.9965
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.97
_diffrn_measurement_device_type  agilent
_exptl_absorpt_coefficient_mu    0.076
_exptl_crystal_F_000             524.2665
_exptl_crystal_density_diffrn    1.1252
_exptl_crystal_description       block

_refine_diff_density_max         0.7674
_refine_diff_density_min         -0.4489
_refine_diff_density_rms         0.0577
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0702
_refine_ls_d_res_high            0.8410
_refine_ls_d_res_low             6.8613
_refine_ls_goodness_of_fit_ref   1.0465
_refine_ls_matrix_type           full
_refine_ls_number_constraints    62
_refine_ls_number_parameters     328
_refine_ls_number_reflns         5025
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0465
_refine_ls_shift/su_max          0.0010
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_wR_factor_gt          0.1945
_refine_ls_wR_factor_ref         0.2191
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1089P)²+0.6335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              12
_reflns_limit_k_min              -13
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3551
_reflns_number_total             5025
_reflns_threshold_expression     I>=2u(I)
_space_group_IT_number           2
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

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 0.00000 0.00000 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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
O5 O 0.4238(2) 0.36467(17) 0.83301(16) 0.0547(5) Uani 1.000000
O6 O 0.4670(2) 0.26321(19) 0.66696(17) 0.0646(6) Uani 1.000000
C14 C 0.4981(3) 0.4027(3) 0.6934(3) 0.0631(8) Uani 1.000000
B19 B 0.4112(3) 0.2470(3) 0.7454(3) 0.0440(7) Uani 1.000000
C26 C 0.4615(4) 0.5884(3) 0.8635(4) 0.0829(11) Uani 1.000000
H26a H 0.3678(8) 0.5592(7) 0.8233(17) 0.1243(17) Uiso 1.000000
H26b H 0.473(3) 0.6224(18) 0.9434(6) 0.1243(17) Uiso 1.000000
H26c H 0.5124(19) 0.6579(12) 0.851(2) 0.1243(17) Uiso 1.000000
C30 C 0.3770(4) 0.4084(5) 0.6220(4) 0.0987(14) Uani 1.000000
H30a H 0.361(2) 0.348(2) 0.5433(4) 0.148(2) Uiso 1.000000
H30b H 0.2992(8) 0.383(3) 0.6450(19) 0.148(2) Uiso 1.000000
H30c H 0.3949(14) 0.4979(8) 0.633(2) 0.148(2) Uiso 1.000000
C0aa C 0.3354(2) 0.1075(2) 0.7336(2) 0.0397(6) Uani 1.000000
H0aa H 0.2759(2) 0.0532(2) 0.6552(2) 0.0476(7) Uiso 1.000000
C16 C 0.5115(3) 0.4716(3) 0.8213(3) 0.0577(8) Uani 1.000000
O10 O 0.09190(19) 0.1628(2) 0.67459(15) 0.0539(5) Uani 1.000000
C11 C 0.2421(2) 0.1176(2) 0.8108(2) 0.0388(6) Uani 1.000000
H11 H 0.2959(2) 0.1810(2) 0.8898(2) 0.0466(7) Uiso 1.000000
O12 O 0.04614(19) 0.2062(2) 0.84072(15) 0.0520(5) Uani 1.000000
B1aa B 0.1273(3) 0.1656(3) 0.7763(2) 0.0393(6) Uani 1.000000
C17 C -0.0407(3) 0.1764(3) 0.6600(2) 0.0553(7) Uani 1.000000
C18 C -0.0396(3) 0.2527(3) 0.7835(2) 0.0516(7) Uani 1.000000
C19 C 0.0298(4) 0.4022(3) 0.8349(3) 0.0840(11) Uani 1.000000
H19a H 0.050(3) 0.4425(5) 0.9161(4) 0.1261(17) Uiso 1.000000
H19b H 0.1118(15) 0.4199(3) 0.815(2) 0.1261(17) Uiso 1.000000
H19c H -0.0286(12) 0.4392(5) 0.8063(18) 0.1261(17) Uiso 1.000000
O1 O 0.1537(2) -0.04144(17) 0.89028(15) 0.0550(5) Uani 1.000000
O3 O 0.1115(2) -0.13332(17) 0.70106(15) 0.0526(5) Uani 1.000000
C7 C 0.0603(4) -0.1766(3) 0.8439(3) 0.0703(10) Uani 1.000000
C1aa C 0.0669(3) -0.2436(3) 0.7233(3) 0.0632(9) Uani 1.000000
C13 C 0.4299(3) 0.0345(3) 0.7476(3) 0.0500(7) Uani 1.000000
B17 B 0.1706(3) -0.0205(3) 0.8023(2) 0.0381(6) Uani 1.000000
C2aa C 0.4891(3) 0.0465(4) 0.8508(3) 0.0694(9) Uani 1.000000
H2aa H 0.4749(3) 0.1050(4) 0.9160(3) 0.0833(11) Uiso 1.000000
C20 C -0.0832(4) -0.1598(5) 0.8389(5) 0.1204(19) Uani 1.000000
H20a H -0.0749(9) -0.080(2) 0.9054(17) 0.181(3) Uiso 1.000000
H20b H -0.1157(18) -0.152(4) 0.7722(18) 0.181(3) Uiso 1.000000
H20c H -0.1455(11) -0.2364(19) 0.836(3) 0.181(3) Uiso 1.000000
C6 C 0.4571(3) -0.0500(4) 0.6531(4) 0.0846(12) Uani 1.000000
H6 H 0.4200(3) -0.0579(4) 0.5826(4) 0.1016(14) Uiso 1.000000
C9 C 0.5701(4) -0.0275(5) 0.8592(5) 0.1019(16) Uani 1.000000
H9 H 0.6095(4) -0.0189(5) 0.9295(5) 0.1223(19) Uiso 1.000000
C10 C 0.5914(5) -0.1129(5) 0.7636(7) 0.126(2) Uani 1.000000
H10 H 0.6432(5) -0.1649(5) 0.7683(7) 0.151(3) Uiso 1.000000
C12 C 0.5374(5) -0.1223(5) 0.6614(6) 0.121(2) Uani 1.000000
H12 H 0.5551(5) -0.1780(5) 0.5970(6) 0.146(2) Uiso 1.000000
C1 C -0.1761(3) 0.2203(4) 0.8026(3) 0.0711(10) Uani 1.000000
H1a H -0.2081(11) 0.1285(8) 0.787(2) 0.1066(14) Uiso 1.000000
H1b H -0.1684(6) 0.2778(17) 0.8802(6) 0.1066(14) Uiso 1.000000
H1c H -0.2386(7) 0.234(2) 0.7529(15) 0.1066(14) Uiso 1.000000
C2 C 0.6522(3) 0.5109(4) 0.8974(3) 0.0780(10) Uani 1.000000
H2a H 0.6487(5) 0.530(3) 0.9728(6) 0.1169(16) Uiso 1.000000
H2b H 0.6858(11) 0.4384(10) 0.8678(13) 0.1169(16) Uiso 1.000000
H2c H 0.7111(7) 0.5890(16) 0.8996(18) 0.1169(16) Uiso 1.000000
C3 C -0.0534(4) 0.2459(4) 0.5894(3) 0.0845(12) Uani 1.000000
H3a H 0.0202(16) 0.3296(13) 0.6239(13) 0.1268(18) Uiso 1.000000
H3b H -0.051(3) 0.1903(12) 0.5144(7) 0.1268(18) Uiso 1.000000
H3c H -0.1372(13) 0.262(3) 0.585(2) 0.1268(18) Uiso 1.000000
C4 C 0.6227(4) 0.4458(4) 0.6624(3) 0.0916(13) Uani 1.000000
H4a H 0.6961(8) 0.435(3) 0.7045(19) 0.137(2) Uiso 1.000000
H4b H 0.6071(11) 0.392(2) 0.5825(6) 0.137(2) Uiso 1.000000
H4c H 0.6450(18) 0.5383(9) 0.680(2) 0.137(2) Uiso 1.000000
C5 C -0.1440(3) 0.0341(4) 0.5980(3) 0.0746(10) Uani 1.000000
H5a H -0.1256(15) -0.0173(8) 0.5292(11) 0.1118(15) Uiso 1.000000
H5b H -0.1384(17) -0.0072(9) 0.6460(9) 0.1118(15) Uiso 1.000000
H5c H -0.2331(4) 0.0376(4) 0.5798(19) 0.1118(15) Uiso 1.000000
C5aa C -0.0524(5) -0.3485(4) 0.6339(3) 0.1046(16) Uani 1.000000
H5aa H -0.1214(13) -0.3115(8) 0.624(2) 0.157(2) Uiso 1.000000
H5ab H -0.0303(9) -0.386(2) 0.5641(8) 0.157(2) Uiso 1.000000
H5ac H -0.084(2) -0.4173(17) 0.6542(14) 0.157(2) Uiso 1.000000
C3aa C 0.0820(7) -0.2295(5) 0.9205(4) 0.150(3) Uani 1.000000
H3aa H 0.168(2) -0.242(5) 0.926(3) 0.225(4) Uiso 1.000000
H3ab H 0.081(5) -0.168(2) 0.9941(12) 0.225(4) Uiso 1.000000
H3ac H 0.012(3) -0.314(3) 0.893(2) 0.225(4) Uiso 1.000000
C4aa C 0.1824(6) -0.3024(5) 0.7206(6) 0.148(2) Uani 1.000000
H4aa H 0.209(3) -0.314(5) 0.654(2) 0.222(4) Uiso 1.000000
H4ab H 0.258(2) -0.242(3) 0.787(2) 0.222(4) Uiso 1.000000
H4ac H 0.1512(18) -0.387(2) 0.719(5) 0.222(4) Uiso 1.000000


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O5 B19 1.350(4) .
O5 C16 1.453(3) .
O6 B19 1.356(3) .
O6 C14 1.453(4) .
C14 C4 1.497(4) .
C14 C30 1.519(5) .
C14 C16 1.542(4) .
B19 C0aa 1.563(4) .
C26 C16 1.513(4) .
C0aa C13 1.510(4) .
C0aa C11 1.549(3) .
C16 C2 1.519(5) .
O10 B1aa 1.353(3) .
O10 C17 1.458(3) .
C11 B1aa 1.553(4) .
C11 B17 1.556(3) .
O12 B1aa 1.359(3) .
O12 C18 1.450(3) .
C17 C3 1.501(4) .
C17 C5 1.529(5) .
C17 C18 1.531(4) .
C18 C1 1.510(4) .
C18 C19 1.511(4) .
O1 B17 1.344(3) .
O1 C7 1.447(3) .
O3 B17 1.354(3) .
O3 C1aa 1.431(3) .
C7 C3aa 1.427(5) .
C7 C1aa 1.514(4) .
C7 C20 1.590(6) .
C1aa C5aa 1.450(5) .
C1aa C4aa 1.553(6) .
C13 C2aa 1.372(4) .
C13 C6 1.383(4) .
C2aa C9 1.389(5) .
C6 C12 1.367(6) .
C9 C10 1.365(8) .
C10 C12 1.358(8) .

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
C16 O5 B19 107.8(2) . .
B19 O6 C14 107.4(2) . .
C30 C14 O6 106.1(3) . .
C16 C14 O6 102.0(2) . .
C16 C14 C30 112.4(3) . .
C4 C14 O6 108.8(3) . .
C4 C14 C30 111.1(3) . .
C4 C14 C16 115.6(3) . .
O6 B19 O5 112.7(2) . .
C0aa B19 O5 123.4(2) . .
C0aa B19 O6 123.9(2) . .
C11 C0aa B19 111.9(2) . .
C13 C0aa B19 112.4(2) . .
C13 C0aa C11 113.5(2) . .
C14 C16 O5 102.1(2) . .
C26 C16 O5 107.4(2) . .
C26 C16 C14 116.3(3) . .
C2 C16 O5 106.9(2) . .
C2 C16 C14 113.6(3) . .
C2 C16 C26 109.7(3) . .
C17 O10 B1aa 106.7(2) . .
B1aa C11 C0aa 111.8(2) . .
B17 C11 C0aa 111.9(2) . .
B17 C11 B1aa 105.8(2) . .
C18 O12 B1aa 107.01(19) . .
C11 B1aa O10 123.0(2) . .
O12 B1aa O10 112.7(2) . .
O12 B1aa C11 124.2(2) . .
C18 C17 O10 101.7(2) . .
C3 C17 O10 108.7(2) . .
C3 C17 C18 116.4(3) . .
C5 C17 O10 106.4(2) . .
C5 C17 C18 112.3(3) . .
C5 C17 C3 110.4(3) . .
C17 C18 O12 102.1(2) . .
C19 C18 O12 106.5(2) . .
C19 C18 C17 112.7(3) . .
C1 C18 O12 109.1(2) . .
C1 C18 C17 114.6(3) . .
C1 C18 C19 111.1(3) . .
B17 O1 C7 107.4(2) . .
B17 O3 C1aa 107.9(2) . .
C1aa C7 O1 103.1(2) . .
C20 C7 O1 104.1(3) . .
C20 C7 C1aa 108.0(3) . .
C3aa C7 O1 111.1(3) . .
C3aa C7 C1aa 122.9(4) . .
C3aa C7 C20 106.2(4) . .
C7 C1aa O3 103.1(2) . .
C5aa C1aa O3 111.4(3) . .
C5aa C1aa C7 119.4(3) . .
C4aa C1aa O3 105.6(3) . .
C4aa C1aa C7 109.5(4) . .
C4aa C1aa C5aa 107.1(4) . .
C2aa C13 C0aa 122.7(3) . .
C6 C13 C0aa 119.4(3) . .
C6 C13 C2aa 117.9(3) . .
O1 B17 C11 125.4(2) . .
O3 B17 C11 121.9(2) . .
O3 B17 O1 112.5(2) . .
C9 C2aa C13 120.9(4) . .
C12 C6 C13 121.2(5) . .
C10 C9 C2aa 119.5(5) . .
C12 C10 C9 120.2(4) . .
C10 C12 C6 120.2(5) . .

