# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_jalbsecm
_database_code_depnum_ccdc_archive 'CCDC 1422041'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2017-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H4 O8, 2(C5 H7 B N O2)'
_chemical_formula_sum            'C20 H18 B2 N2 O12'
_chemical_formula_weight         499.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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

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

_cell_length_a                   6.283(4)
_cell_length_b                   9.068(6)
_cell_length_c                   9.413(6)
_cell_angle_alpha                83.434(10)
_cell_angle_beta                 71.683(10)
_cell_angle_gamma                87.853(10)
_cell_volume                     505.8(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3035
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      28.28

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.36
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             258
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_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            4263
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0679
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2164
_reflns_number_gt                1911
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0426P)²+0.2059P] 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         2164
_refine_ls_number_parameters     175
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.042
_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
B1 B 1.1741(3) 0.50599(19) 0.2302(2) 0.0187(4) Uani 1 1 d . . .
N1 N 0.8032(2) 0.79730(14) 0.44514(15) 0.0187(3) Uani 1 1 d D . .
H1A H 0.805(3) 0.8416(19) 0.5184(14) 0.028 Uiso 1 1 d D . .
O1 O 1.3133(2) 0.48951(12) 0.31329(13) 0.0219(3) Uani 1 1 d D . .
H1' H 1.418(2) 0.4280(17) 0.288(2) 0.033 Uiso 1 1 d D . .
O2 O 1.1843(2) 0.43181(13) 0.11302(13) 0.0244(3) Uani 1 1 d D . .
H2' H 1.3030(19) 0.381(2) 0.093(2) 0.037 Uiso 1 1 d D . .
O3 O -0.1241(2) 1.17824(13) 0.35950(12) 0.0241(3) Uani 1 1 d . . .
H3' H -0.252(4) 1.224(2) 0.301(2) 0.036 Uiso 1 1 d . . .
O4 O 0.1972(2) 1.06442(12) 0.30840(12) 0.0213(3) Uani 1 1 d . . .
O5 O 0.3793(2) 0.72666(13) -0.23343(13) 0.0235(3) Uani 1 1 d . . .
O6 O 0.4525(2) 0.74210(12) -0.02321(13) 0.0231(3) Uani 1 1 d . . .
C1 C 0.9780(3) 0.62040(16) 0.28038(17) 0.0182(4) Uani 1 1 d . . .
C2 C 0.9676(3) 0.70063(16) 0.39829(17) 0.0185(4) Uani 1 1 d . . .
H2 H 1.0797 0.6865 0.4468 0.022 Uiso 1 1 calc R . .
C3 C 0.6428(3) 0.82149(17) 0.38131(18) 0.0201(4) Uani 1 1 d . . .
H3 H 0.5270 0.8909 0.4179 0.024 Uiso 1 1 calc R . .
C4 C 0.6438(3) 0.74712(17) 0.26358(18) 0.0206(4) Uani 1 1 d . . .
H4 H 0.5303 0.7646 0.2167 0.025 Uiso 1 1 calc R . .
C5 C 0.8127(3) 0.64575(17) 0.21345(18) 0.0202(4) Uani 1 1 d . . .
H5 H 0.8147 0.5928 0.1316 0.024 Uiso 1 1 calc R . .
C6 C 0.0038(3) 1.06126(15) 0.13034(16) 0.0162(3) Uani 1 1 d . . .
C7 C 0.1599(3) 0.95811(16) 0.06330(17) 0.0165(3) Uani 1 1 d . . .
H7 H 0.2739 0.9291 0.1074 0.020 Uiso 1 1 calc R . .
C8 C 0.1612(3) 0.89439(15) -0.06355(17) 0.0163(3) Uani 1 1 d . . .
C9 C 0.0321(3) 1.10492(16) 0.27366(17) 0.0170(3) Uani 1 1 d . . .
C10 C 0.3444(3) 0.77992(16) -0.10800(18) 0.0183(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0238(10) 0.0157(8) 0.0159(8) -0.0029(6) -0.0053(7) 0.0055(7)
N1 0.0269(8) 0.0170(6) 0.0130(6) -0.0060(5) -0.0064(6) 0.0067(5)
O1 0.0260(7) 0.0220(6) 0.0201(6) -0.0082(4) -0.0100(5) 0.0122(5)
O2 0.0292(7) 0.0258(6) 0.0222(6) -0.0127(5) -0.0119(5) 0.0155(5)
O3 0.0305(7) 0.0298(6) 0.0159(6) -0.0115(5) -0.0111(5) 0.0155(5)
O4 0.0261(7) 0.0240(6) 0.0179(6) -0.0087(4) -0.0117(5) 0.0101(5)
O5 0.0284(7) 0.0278(6) 0.0187(6) -0.0134(5) -0.0114(5) 0.0160(5)
O6 0.0283(7) 0.0250(6) 0.0191(6) -0.0086(4) -0.0115(5) 0.0148(5)
C1 0.0231(9) 0.0144(7) 0.0159(8) -0.0022(6) -0.0045(6) 0.0038(6)
C2 0.0234(9) 0.0167(7) 0.0152(7) -0.0024(6) -0.0064(6) 0.0073(6)
C3 0.0220(9) 0.0178(7) 0.0188(8) -0.0037(6) -0.0041(7) 0.0078(6)
C4 0.0232(9) 0.0203(7) 0.0207(8) -0.0039(6) -0.0102(7) 0.0060(6)
C5 0.0270(9) 0.0176(7) 0.0172(8) -0.0053(6) -0.0079(7) 0.0044(6)
C6 0.0225(9) 0.0121(6) 0.0132(7) -0.0026(5) -0.0044(6) 0.0034(6)
C7 0.0226(8) 0.0154(7) 0.0131(7) -0.0020(5) -0.0081(6) 0.0051(6)
C8 0.0202(8) 0.0130(7) 0.0145(7) -0.0026(5) -0.0039(6) 0.0044(6)
C9 0.0233(9) 0.0144(7) 0.0138(7) -0.0040(5) -0.0063(6) 0.0051(6)
C10 0.0213(9) 0.0160(7) 0.0175(8) -0.0044(5) -0.0058(6) 0.0067(6)

_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
B1 O1 1.339(2) . ?
B1 O2 1.340(2) . ?
B1 C1 1.571(2) . ?
N1 C3 1.326(2) . ?
N1 C2 1.328(2) . ?
O3 C9 1.278(2) . ?
O4 C9 1.215(2) . ?
O5 C10 1.279(2) . ?
O6 C10 1.2154(19) . ?
C1 C5 1.374(2) . ?
C1 C2 1.379(2) . ?
C3 C4 1.360(2) . ?
C4 C5 1.380(2) . ?
C6 C7 1.383(2) . ?
C6 C8 1.397(2) 2_575 ?
C6 C9 1.512(2) . ?
C7 C8 1.382(2) . ?
C8 C6 1.397(2) 2_575 ?
C8 C10 1.511(2) . ?

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
O1 B1 O2 126.11(15) . . ?
O1 B1 C1 115.66(15) . . ?
O2 B1 C1 118.20(15) . . ?
C3 N1 C2 121.98(14) . . ?
C5 C1 C2 117.19(15) . . ?
C5 C1 B1 123.68(15) . . ?
C2 C1 B1 119.14(15) . . ?
N1 C2 C1 121.00(15) . . ?
N1 C3 C4 120.13(15) . . ?
C3 C4 C5 118.83(16) . . ?
C1 C5 C4 120.87(16) . . ?
C7 C6 C8 117.59(15) . 2_575 ?
C7 C6 C9 113.43(14) . . ?
C8 C6 C9 128.90(14) 2_575 . ?
C8 C7 C6 124.41(15) . . ?
C7 C8 C6 117.99(14) . 2_575 ?
C7 C8 C10 113.09(14) . . ?
C6 C8 C10 128.89(15) 2_575 . ?
O4 C9 O3 121.23(15) . . ?
O4 C9 C6 119.67(14) . . ?
O3 C9 C6 119.02(14) . . ?
O6 C10 O5 122.60(14) . . ?
O6 C10 C8 118.78(15) . . ?
O5 C10 C8 118.62(14) . . ?

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 B1 C1 C5 -176.42(14) . . . . ?
O2 B1 C1 C5 1.8(2) . . . . ?
O1 B1 C1 C2 3.4(2) . . . . ?
O2 B1 C1 C2 -178.39(14) . . . . ?
C3 N1 C2 C1 -0.2(2) . . . . ?
C5 C1 C2 N1 0.5(2) . . . . ?
B1 C1 C2 N1 -179.31(14) . . . . ?
C2 N1 C3 C4 -0.4(2) . . . . ?
N1 C3 C4 C5 0.6(2) . . . . ?
C2 C1 C5 C4 -0.3(2) . . . . ?
B1 C1 C5 C4 179.53(14) . . . . ?
C3 C4 C5 C1 -0.3(2) . . . . ?
C8 C6 C7 C8 -1.1(3) 2_575 . . . ?
C9 C6 C7 C8 176.06(14) . . . . ?
C6 C7 C8 C6 1.1(3) . . . 2_575 ?
C6 C7 C8 C10 -177.28(14) . . . . ?
C7 C6 C9 O4 9.2(2) . . . . ?
C8 C6 C9 O4 -174.04(15) 2_575 . . . ?
C7 C6 C9 O3 -167.64(14) . . . . ?
C8 C6 C9 O3 9.2(2) 2_575 . . . ?
C7 C8 C10 O6 8.4(2) . . . . ?
C6 C8 C10 O6 -169.81(15) 2_575 . . . ?
C7 C8 C10 O5 -171.65(14) . . . . ?
C6 C8 C10 O5 10.2(3) 2_575 . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.064
####################################################################### 
# 
# 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_4vivim
_database_code_depnum_ccdc_archive 'CCDC 1422040'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2017-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H5 O6, C5 H7 B N O2'
_chemical_formula_sum            'C14 H12 B N O8'
_chemical_formula_weight         333.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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

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

_cell_length_a                   6.8238(10)
_cell_length_b                   8.5146(13)
_cell_length_c                   12.6237(19)
_cell_angle_alpha                91.778(2)
_cell_angle_beta                 104.295(2)
_cell_angle_gamma                96.157(2)
_cell_volume                     705.39(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6309
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      28.35

_exptl_crystal_description       'rectangular prism'
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.42
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             344
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_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            6783
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.67
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2472
_reflns_number_gt                2412
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0493P)²+0.3280P] 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         2472
_refine_ls_number_parameters     232
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0967
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.067
_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
B1 B 0.2484(2) 1.11601(19) 0.48346(13) 0.0159(3) Uani 1 1 d . . .
N1 N 0.21361(18) 0.66529(14) 0.47230(10) 0.0168(3) Uani 1 1 d D . .
H1A H 0.182(3) 0.5931(14) 0.4221(10) 0.025 Uiso 1 1 d D . .
O1 O 0.16198(16) 1.12916(12) 0.37625(8) 0.0197(3) Uani 1 1 d D . .
H1' H 0.159(3) 1.2249(6) 0.3624(15) 0.029 Uiso 1 1 d D . .
O2 O 0.31826(16) 1.24622(12) 0.55250(8) 0.0201(3) Uani 1 1 d D . .
H2' H 0.383(3) 1.237(2) 0.6174(5) 0.030 Uiso 1 1 d D . .
C1 C 0.2634(2) 0.94098(17) 0.52226(12) 0.0158(3) Uani 1 1 d . . .
C2 C 0.2007(2) 0.81529(17) 0.44424(12) 0.0165(3) Uani 1 1 d . . .
H2 H 0.1476 0.8358 0.3697 0.020 Uiso 1 1 calc R . .
C3 C 0.2849(2) 0.62873(17) 0.57628(12) 0.0173(3) Uani 1 1 d . . .
H3 H 0.2927 0.5213 0.5934 0.021 Uiso 1 1 calc R . .
C4 C 0.3468(2) 0.74720(17) 0.65797(12) 0.0178(3) Uani 1 1 d . . .
H4 H 0.3954 0.7227 0.7321 0.021 Uiso 1 1 calc R . .
C5 C 0.3371(2) 0.90301(17) 0.63060(12) 0.0169(3) Uani 1 1 d . . .
H5 H 0.3814 0.9855 0.6866 0.020 Uiso 1 1 calc R . .
O3 O 0.13440(15) 0.43542(11) 0.31654(8) 0.0172(2) Uani 1 1 d . . .
O4 O -0.12445(15) 0.56743(11) 0.24458(8) 0.0166(2) Uani 1 1 d . . .
O5 O -0.53346(16) 0.38382(13) -0.12299(9) 0.0240(3) Uani 1 1 d D . .
H5' H -0.6416(16) 0.386(2) -0.1720(12) 0.036 Uiso 1 1 d D . .
O6 O -0.42102(15) 0.23679(12) -0.24118(8) 0.0184(2) Uani 1 1 d . . .
O7 O 0.25777(15) 0.04325(12) -0.08930(8) 0.0177(2) Uani 1 1 d D . .
H7' H 0.3614(16) -0.0033(19) -0.0861(15) 0.027 Uiso 1 1 d D . .
O8 O 0.43014(15) 0.11411(12) 0.08436(8) 0.0182(2) Uani 1 1 d . . .
C6 C -0.0314(2) 0.37309(16) 0.12944(11) 0.0137(3) Uani 1 1 d . . .
C7 C -0.2010(2) 0.37697(16) 0.04194(11) 0.0141(3) Uani 1 1 d . . .
H7 H -0.3077 0.4355 0.0504 0.017 Uiso 1 1 calc R . .
C8 C -0.2161(2) 0.29584(16) -0.05812(11) 0.0138(3) Uani 1 1 d . . .
C9 C -0.0598(2) 0.21099(16) -0.07193(11) 0.0137(3) Uani 1 1 d . . .
H9 H -0.0684 0.1569 -0.1402 0.016 Uiso 1 1 calc R . .
C10 C 0.1093(2) 0.20663(16) 0.01572(11) 0.0139(3) Uani 1 1 d . . .
C11 C 0.1231(2) 0.28634(16) 0.11602(11) 0.0141(3) Uani 1 1 d . . .
H11 H 0.2386 0.2813 0.1754 0.017 Uiso 1 1 calc R . .
C12 C -0.0083(2) 0.46532(16) 0.23725(11) 0.0135(3) Uani 1 1 d . . .
C13 C -0.4001(2) 0.30191(16) -0.15112(11) 0.0144(3) Uani 1 1 d . . .
C14 C 0.2815(2) 0.11752(16) 0.00697(11) 0.0142(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0138(7) 0.0197(8) 0.0151(8) 0.0001(6) 0.0040(6) 0.0052(6)
N1 0.0187(6) 0.0171(6) 0.0143(6) -0.0034(5) 0.0036(5) 0.0029(5)
O1 0.0249(6) 0.0171(5) 0.0161(5) 0.0016(4) 0.0021(4) 0.0051(4)
O2 0.0259(6) 0.0172(5) 0.0152(5) 0.0006(4) -0.0001(4) 0.0057(4)
C1 0.0131(7) 0.0194(7) 0.0156(7) -0.0006(6) 0.0045(5) 0.0039(5)
C2 0.0170(7) 0.0201(7) 0.0132(7) 0.0018(5) 0.0036(6) 0.0053(6)
C3 0.0174(7) 0.0179(7) 0.0168(7) 0.0023(6) 0.0038(6) 0.0037(6)
C4 0.0192(7) 0.0204(7) 0.0132(7) 0.0018(6) 0.0020(6) 0.0034(6)
C5 0.0169(7) 0.0182(7) 0.0150(7) -0.0030(5) 0.0033(6) 0.0018(5)
O3 0.0200(5) 0.0183(5) 0.0119(5) -0.0014(4) -0.0003(4) 0.0073(4)
O4 0.0189(5) 0.0181(5) 0.0127(5) -0.0019(4) 0.0017(4) 0.0080(4)
O5 0.0199(6) 0.0337(6) 0.0162(6) -0.0078(4) -0.0038(4) 0.0163(5)
O6 0.0206(5) 0.0219(5) 0.0117(5) -0.0033(4) 0.0005(4) 0.0071(4)
O7 0.0182(5) 0.0221(5) 0.0137(5) -0.0033(4) 0.0031(4) 0.0100(4)
O8 0.0169(5) 0.0224(5) 0.0148(5) -0.0025(4) 0.0010(4) 0.0088(4)
C6 0.0166(7) 0.0124(7) 0.0123(7) 0.0010(5) 0.0040(6) 0.0021(5)
C7 0.0155(7) 0.0136(7) 0.0142(7) 0.0008(5) 0.0044(6) 0.0045(5)
C8 0.0163(7) 0.0116(6) 0.0130(7) 0.0011(5) 0.0027(6) 0.0022(5)
C9 0.0177(7) 0.0126(7) 0.0115(7) -0.0002(5) 0.0048(5) 0.0026(5)
C10 0.0161(7) 0.0124(6) 0.0141(7) 0.0007(5) 0.0051(6) 0.0025(5)
C11 0.0146(7) 0.0145(7) 0.0126(7) 0.0018(5) 0.0018(5) 0.0023(5)
C12 0.0144(7) 0.0136(7) 0.0122(7) 0.0011(5) 0.0028(5) 0.0021(5)
C13 0.0171(7) 0.0127(7) 0.0135(7) 0.0000(5) 0.0036(6) 0.0030(5)
C14 0.0171(7) 0.0134(7) 0.0128(7) 0.0011(5) 0.0042(6) 0.0029(5)

_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
B1 O1 1.3496(19) . ?
B1 O2 1.3556(19) . ?
B1 C1 1.589(2) . ?
N1 C3 1.3413(19) . ?
N1 C2 1.3421(19) . ?
C1 C2 1.388(2) . ?
C1 C5 1.397(2) . ?
C3 C4 1.374(2) . ?
C4 C5 1.385(2) . ?
O3 C12 1.2660(17) . ?
O4 C12 1.2537(17) . ?
O5 C13 1.3118(17) . ?
O6 C13 1.2183(17) . ?
O7 C14 1.3177(17) . ?
O8 C14 1.2261(17) . ?
C6 C11 1.391(2) . ?
C6 C7 1.393(2) . ?
C6 C12 1.5148(19) . ?
C7 C8 1.396(2) . ?
C8 C9 1.393(2) . ?
C8 C13 1.4989(19) . ?
C9 C10 1.392(2) . ?
C10 C11 1.395(2) . ?
C10 C14 1.4896(19) . ?

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
O1 B1 O2 121.00(13) . . ?
O1 B1 C1 116.13(13) . . ?
O2 B1 C1 122.86(13) . . ?
C3 N1 C2 122.21(13) . . ?
C2 C1 C5 116.70(13) . . ?
C2 C1 B1 118.71(13) . . ?
C5 C1 B1 124.59(13) . . ?
N1 C2 C1 121.14(13) . . ?
N1 C3 C4 119.75(13) . . ?
C3 C4 C5 118.98(13) . . ?
C4 C5 C1 121.22(13) . . ?
C11 C6 C7 119.00(13) . . ?
C11 C6 C12 119.37(12) . . ?
C7 C6 C12 121.60(12) . . ?
C6 C7 C8 120.77(13) . . ?
C9 C8 C7 120.15(13) . . ?
C9 C8 C13 120.07(12) . . ?
C7 C8 C13 119.78(12) . . ?
C10 C9 C8 119.04(13) . . ?
C9 C10 C11 120.75(13) . . ?
C9 C10 C14 121.92(12) . . ?
C11 C10 C14 117.33(12) . . ?
C6 C11 C10 120.29(13) . . ?
O4 C12 O3 123.05(12) . . ?
O4 C12 C6 120.35(12) . . ?
O3 C12 C6 116.59(12) . . ?
O6 C13 O5 124.98(13) . . ?
O6 C13 C8 123.17(12) . . ?
O5 C13 C8 111.85(12) . . ?
O8 C14 O7 123.99(13) . . ?
O8 C14 C10 121.69(12) . . ?
O7 C14 C10 114.31(12) . . ?

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 B1 C1 C2 4.1(2) . . . . ?
O2 B1 C1 C2 -175.57(13) . . . . ?
O1 B1 C1 C5 -176.22(13) . . . . ?
O2 B1 C1 C5 4.1(2) . . . . ?
C3 N1 C2 C1 0.8(2) . . . . ?
C5 C1 C2 N1 -0.9(2) . . . . ?
B1 C1 C2 N1 178.75(12) . . . . ?
C2 N1 C3 C4 0.3(2) . . . . ?
N1 C3 C4 C5 -1.1(2) . . . . ?
C3 C4 C5 C1 0.9(2) . . . . ?
C2 C1 C5 C4 0.1(2) . . . . ?
B1 C1 C5 C4 -179.54(13) . . . . ?
C11 C6 C7 C8 -0.3(2) . . . . ?
C12 C6 C7 C8 177.63(12) . . . . ?
C6 C7 C8 C9 -0.7(2) . . . . ?
C6 C7 C8 C13 -179.95(12) . . . . ?
C7 C8 C9 C10 0.9(2) . . . . ?
C13 C8 C9 C10 -179.79(12) . . . . ?
C8 C9 C10 C11 -0.2(2) . . . . ?
C8 C9 C10 C14 179.65(12) . . . . ?
C7 C6 C11 C10 1.0(2) . . . . ?
C12 C6 C11 C10 -176.98(12) . . . . ?
C9 C10 C11 C6 -0.7(2) . . . . ?
C14 C10 C11 C6 179.37(12) . . . . ?
C11 C6 C12 O4 166.21(13) . . . . ?
C7 C6 C12 O4 -11.7(2) . . . . ?
C11 C6 C12 O3 -12.52(19) . . . . ?
C7 C6 C12 O3 169.56(12) . . . . ?
C9 C8 C13 O6 -0.9(2) . . . . ?
C7 C8 C13 O6 178.37(13) . . . . ?
C9 C8 C13 O5 178.59(13) . . . . ?
C7 C8 C13 O5 -2.13(19) . . . . ?
C9 C10 C14 O8 179.94(13) . . . . ?
C11 C10 C14 O8 -0.2(2) . . . . ?
C9 C10 C14 O7 -0.74(19) . . . . ?
C11 C10 C14 O7 179.15(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.053
####################################################################### 
# 
# 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_jalbsiem
_database_code_depnum_ccdc_archive 'CCDC 1422042'
_audit_update_record             
;
2015-09-03 deposited with the CCDC.
2017-06-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H4 O8, 2(C5 H7 B N O2), 2(H2 O)'
_chemical_formula_sum            'C20 H22 B2 N2 O14'
_chemical_formula_weight         536.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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

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

_cell_length_a                   3.6556(6)
_cell_length_b                   10.2996(16)
_cell_length_c                   15.328(2)
_cell_angle_alpha                103.389(2)
_cell_angle_beta                 92.245(3)
_cell_angle_gamma                98.573(3)
_cell_volume                     553.52(15)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2953
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      28.25

_exptl_crystal_description       rhombohedral
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             278
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_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            5825
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_sigmaI/netI    0.0566
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.37
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2173
_reflns_number_gt                1932
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0489P)²+0.7675P] 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         2173
_refine_ls_number_parameters     190
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1398
_refine_ls_wR_factor_gt          0.1309
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.022
_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
B1 B 0.3395(7) 0.2770(3) 1.05384(18) 0.0139(5) Uani 1 1 d . . .
N1 N -0.1146(6) 0.1179(2) 0.77673(13) 0.0165(5) Uani 1 1 d D . .
H1A H -0.222(7) 0.087(3) 0.7249(8) 0.025 Uiso 1 1 d D . .
O1 O 0.4969(5) 0.19352(16) 1.09483(11) 0.0179(4) Uani 1 1 d D . .
H1' H 0.578(8) 0.231(3) 1.1482(7) 0.027 Uiso 1 1 d D . .
O2 O 0.3071(5) 0.40677(17) 1.09092(11) 0.0206(4) Uani 1 1 d D . .
H2' H 0.401(8) 0.429(3) 1.1442(7) 0.031 Uiso 1 1 d D . .
C1 C 0.1778(6) 0.2178(2) 0.95187(15) 0.0134(5) Uani 1 1 d . . .
C2 C 0.0495(7) 0.3027(2) 0.90234(16) 0.0150(5) Uani 1 1 d . . .
H2 H 0.0631 0.3964 0.9290 0.018 Uiso 1 1 calc R . .
C3 C -0.0967(7) 0.2500(2) 0.81476(16) 0.0168(5) Uani 1 1 d . . .
H3 H -0.1849 0.3075 0.7813 0.020 Uiso 1 1 calc R . .
C4 C 0.0079(7) 0.0325(2) 0.82088(16) 0.0158(5) Uani 1 1 d . . .
H4 H -0.0072 -0.0605 0.7920 0.019 Uiso 1 1 calc R . .
C5 C 0.1566(7) 0.0814(2) 0.90905(16) 0.0150(5) Uani 1 1 d . . .
H5 H 0.2449 0.0216 0.9406 0.018 Uiso 1 1 calc R . .
C6 C 0.8819(6) 0.5986(2) 0.45880(15) 0.0122(5) Uani 1 1 d . . .
C7 C 1.0095(6) 0.6286(2) 0.54970(16) 0.0131(5) Uani 1 1 d . . .
H7 H 1.0166 0.7185 0.5842 0.016 Uiso 1 1 calc R . .
C8 C 0.8731(6) 0.4646(2) 0.40707(15) 0.0125(5) Uani 1 1 d . . .
C9 C 0.7658(6) 0.7204(2) 0.43005(16) 0.0132(5) Uani 1 1 d . . .
C10 C 0.7481(7) 0.4053(2) 0.30737(15) 0.0150(5) Uani 1 1 d . . .
O3 O 0.6310(5) 0.70587(17) 0.34848(11) 0.0217(4) Uani 1 1 d . . .
H3' H 0.622(8) 0.596(3) 0.305(2) 0.033 Uiso 1 1 d . . .
O4 O 0.7969(5) 0.82934(16) 0.48434(12) 0.0232(4) Uani 1 1 d . . .
O5 O 0.6268(6) 0.48237(17) 0.26172(12) 0.0268(5) Uani 1 1 d . . .
O6 O 0.7653(5) 0.28617(17) 0.27321(11) 0.0220(4) Uani 1 1 d . . .
O31 O 0.5065(6) -0.00071(17) 0.37793(12) 0.0230(4) Uani 1 1 d D . .
H31A H 0.605(8) -0.048(3) 0.4072(19) 0.035 Uiso 1 1 d D . .
H31B H 0.419(8) 0.059(2) 0.4141(17) 0.035 Uiso 1 1 d D . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0170(13) 0.0109(12) 0.0122(13) 0.0012(10) -0.0026(10) 0.0011(10)
N1 0.0195(11) 0.0174(10) 0.0111(10) 0.0015(8) -0.0039(8) 0.0027(8)
O1 0.0282(10) 0.0113(8) 0.0133(9) 0.0004(7) -0.0056(7) 0.0056(7)
O2 0.0354(11) 0.0107(8) 0.0143(9) -0.0009(7) -0.0093(8) 0.0082(7)
C1 0.0140(11) 0.0115(11) 0.0135(12) 0.0007(9) 0.0000(9) 0.0023(9)
C2 0.0192(12) 0.0096(11) 0.0152(12) 0.0004(9) -0.0014(9) 0.0039(9)
C3 0.0195(12) 0.0156(12) 0.0162(12) 0.0045(10) -0.0018(10) 0.0056(9)
C4 0.0204(12) 0.0099(11) 0.0155(12) -0.0002(9) 0.0011(10) 0.0027(9)
C5 0.0177(12) 0.0132(11) 0.0148(12) 0.0039(9) 0.0004(9) 0.0039(9)
C6 0.0139(11) 0.0094(11) 0.0136(11) 0.0030(9) -0.0011(9) 0.0029(9)
C7 0.0160(11) 0.0083(10) 0.0140(12) 0.0008(9) -0.0016(9) 0.0025(9)
C8 0.0141(11) 0.0102(11) 0.0123(11) 0.0018(9) -0.0018(9) 0.0017(9)
C9 0.0149(11) 0.0103(11) 0.0153(12) 0.0046(9) -0.0014(9) 0.0031(9)
C10 0.0200(12) 0.0118(11) 0.0114(11) -0.0001(9) -0.0040(9) 0.0026(9)
O3 0.0394(11) 0.0127(8) 0.0132(9) 0.0019(7) -0.0081(8) 0.0096(8)
O4 0.0425(12) 0.0098(8) 0.0168(9) -0.0012(7) -0.0066(8) 0.0122(8)
O5 0.0531(13) 0.0132(9) 0.0132(9) -0.0008(7) -0.0118(8) 0.0122(8)
O6 0.0376(11) 0.0132(9) 0.0143(9) -0.0007(7) -0.0069(8) 0.0093(8)
O31 0.0407(12) 0.0122(9) 0.0152(9) -0.0009(7) -0.0078(8) 0.0105(8)

_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
B1 O2 1.350(3) . ?
B1 O1 1.355(3) . ?
B1 C1 1.595(3) . ?
N1 C3 1.341(3) . ?
N1 C4 1.342(3) . ?
C1 C5 1.396(3) . ?
C1 C2 1.401(3) . ?
C2 C3 1.379(3) . ?
C4 C5 1.386(3) . ?
C6 C7 1.400(3) . ?
C6 C8 1.418(3) . ?
C6 C9 1.533(3) . ?
C7 C8 1.393(3) 2_766 ?
C8 C7 1.393(3) 2_766 ?
C8 C10 1.532(3) . ?
C9 O4 1.219(3) . ?
C9 O3 1.293(3) . ?
C10 O6 1.230(3) . ?
C10 O5 1.286(3) . ?

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
O2 B1 O1 126.2(2) . . ?
O2 B1 C1 116.4(2) . . ?
O1 B1 C1 117.4(2) . . ?
C3 N1 C4 122.3(2) . . ?
C5 C1 C2 117.7(2) . . ?
C5 C1 B1 121.9(2) . . ?
C2 C1 B1 120.3(2) . . ?
C3 C2 C1 119.9(2) . . ?
N1 C3 C2 120.2(2) . . ?
N1 C4 C5 119.3(2) . . ?
C4 C5 C1 120.5(2) . . ?
C7 C6 C8 118.0(2) . . ?
C7 C6 C9 112.9(2) . . ?
C8 C6 C9 129.2(2) . . ?
C8 C7 C6 124.3(2) 2_766 . ?
C7 C8 C6 117.7(2) 2_766 . ?
C7 C8 C10 113.7(2) 2_766 . ?
C6 C8 C10 128.6(2) . . ?
O4 C9 O3 120.7(2) . . ?
O4 C9 C6 119.9(2) . . ?
O3 C9 C6 119.4(2) . . ?
O6 C10 O5 121.8(2) . . ?
O6 C10 C8 119.6(2) . . ?
O5 C10 C8 118.6(2) . . ?

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
O2 B1 C1 C5 -172.7(2) . . . . ?
O1 B1 C1 C5 7.6(4) . . . . ?
O2 B1 C1 C2 6.9(3) . . . . ?
O1 B1 C1 C2 -172.8(2) . . . . ?
C5 C1 C2 C3 0.9(3) . . . . ?
B1 C1 C2 C3 -178.7(2) . . . . ?
C4 N1 C3 C2 -0.4(4) . . . . ?
C1 C2 C3 N1 -0.3(4) . . . . ?
C3 N1 C4 C5 0.4(4) . . . . ?
N1 C4 C5 C1 0.3(4) . . . . ?
C2 C1 C5 C4 -0.9(3) . . . . ?
B1 C1 C5 C4 178.7(2) . . . . ?
C8 C6 C7 C8 -0.3(4) . . . 2_766 ?
C9 C6 C7 C8 179.1(2) . . . 2_766 ?
C7 C6 C8 C7 0.3(4) . . . 2_766 ?
C9 C6 C8 C7 -179.0(2) . . . 2_766 ?
C7 C6 C8 C10 -179.9(2) . . . . ?
C9 C6 C8 C10 0.8(4) . . . . ?
C7 C6 C9 O4 1.3(3) . . . . ?
C8 C6 C9 O4 -179.3(2) . . . . ?
C7 C6 C9 O3 -177.8(2) . . . . ?
C8 C6 C9 O3 1.6(4) . . . . ?
C7 C8 C10 O6 -1.3(3) 2_766 . . . ?
C6 C8 C10 O6 178.9(2) . . . . ?
C7 C8 C10 O5 178.5(2) 2_766 . . . ?
C6 C8 C10 O5 -1.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.068
