# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_ck68ck_100K
_database_code_depnum_ccdc_archive 'CCDC 1820513'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          276
_chemical_formula_moiety         'C10 H22 B2 N2 O2'
_chemical_formula_sum            'C10 H22 B2 N2 O2'
_chemical_formula_weight         223.91
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.5937(6)
_cell_length_b                   14.8606(8)
_cell_length_c                   7.6683(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.437(8)
_cell_angle_gamma                90
_cell_volume                     1318.79(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10498
_cell_measurement_theta_min      2.9720
_cell_measurement_theta_max      30.5330

_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95024
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;



_exptl_crystal_recrystallization_method 'From the Melt'


_exptl_special_details           
;
 The diffraction data were collected employing only phi scans to maintain a
 perpendicular orientation of the sample capillary to the x-ray beam in order
 to ensure that the same part of the sample was measured during the entire 
 measurement. The data collection strategy consisted of four set of phi scans
 around 360° (each scan 1 deg in phi) employing different detector positions
 (at positive and negative angles) as well as different orientations of the 
 capillary to the  (albeit maintaining always a perpendicular orientation) 
 beam. Each frame was exposed for 45s at a nominal detector distance of 45 mm.

 Indexation was conducted considering only reflections above a resolution of
 1.7 Ang., where 88% of all reflections could be indexed as 2-component twin.
;








_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_ambient_environment      N~2~
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, EOS'
_diffrn_detector_type            EOS
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 16.1419
_diffrn_reflns_number            6329
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.231
_diffrn_reflns_theta_max         31.168
_diffrn_reflns_theta_full        29.000
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6329
_reflns_number_gt                4728
_reflns_threshold_expression     'I > 2σ(I)'



_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;

_refine_special_details          
;The crystal was twinned by 180 deg rotation about the a* axis and was 
 refined as a 2-component twin. The twin factor refined to 0.476(1).


 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Methyl groups were treated as rigid bodies and allowed to rotate about
 the E-CH3 bond but not tip.


 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.,Twin
;



_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0903P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6329
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1361
_refine_ls_wR_factor_gt          0.1324
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.34571(8) 0.49367(6) 0.66338(13) 0.0210(2) Uani 1 1 d . . . . .
O1 O 0.15964(7) 0.52368(6) 0.72401(13) 0.0219(2) Uani 1 1 d . . . . .
N2 N 0.17127(9) 0.35359(7) 1.00642(16) 0.0217(3) Uani 1 1 d . . . . .
N1 N 0.36750(10) 0.35090(8) 0.99401(16) 0.0223(3) Uani 1 1 d . . . . .
C6 C 0.30014(11) 0.55267(8) 0.52252(18) 0.0201(3) Uani 1 1 d . . . . .
C5 C 0.19089(11) 0.59320(8) 0.60108(18) 0.0190(3) Uani 1 1 d . . . . .
C3 C 0.48688(11) 0.37138(10) 0.9692(2) 0.0267(3) Uani 1 1 d . . . . .
H3A H 0.491335 0.417637 0.878797 0.040 Uiso 1 1 calc R U . . .
H3B H 0.526515 0.316862 0.932920 0.040 Uiso 1 1 calc R U . . .
H3C H 0.523986 0.393571 1.079115 0.040 Uiso 1 1 calc R U . . .
C4 C 0.04949(12) 0.37058(11) 0.9841(2) 0.0311(4) Uani 1 1 d . . . . .
H4A H 0.035442 0.419915 0.900733 0.047 Uiso 1 1 calc R U . . .
H4B H 0.019900 0.387201 1.096769 0.047 Uiso 1 1 calc R U . . .
H4C H 0.009921 0.316232 0.939622 0.047 Uiso 1 1 calc R U . . .
C7 C 0.21534(12) 0.67824(9) 0.7076(2) 0.0256(3) Uani 1 1 d . . . . .
H7A H 0.147535 0.693464 0.772091 0.038 Uiso 1 1 calc R U . . .
H7B H 0.232344 0.727897 0.629052 0.038 Uiso 1 1 calc R U . . .
H7C H 0.281872 0.668103 0.790192 0.038 Uiso 1 1 calc R U . . .
C1 C 0.34229(12) 0.28373(9) 1.12613(19) 0.0253(3) Uani 1 1 d . . . . .
H1A H 0.376505 0.301528 1.242415 0.030 Uiso 1 1 calc R U . . .
H1B H 0.373142 0.224066 1.095288 0.030 Uiso 1 1 calc R U . . .
C2 C 0.21029(12) 0.28148(9) 1.12550(19) 0.0258(3) Uani 1 1 d . . . . .
H2A H 0.180083 0.222557 1.083390 0.031 Uiso 1 1 calc R U . . .
H2B H 0.184176 0.292370 1.244251 0.031 Uiso 1 1 calc R U . . .
C9 C 0.39350(12) 0.62059(9) 0.4847(2) 0.0266(3) Uani 1 1 d . . . . .
H9A H 0.418697 0.651888 0.592888 0.040 Uiso 1 1 calc R U . . .
H9B H 0.362537 0.664410 0.398639 0.040 Uiso 1 1 calc R U . . .
H9C H 0.459428 0.589250 0.438341 0.040 Uiso 1 1 calc R U . . .
C8 C 0.08883(13) 0.60852(11) 0.4710(2) 0.0342(4) Uani 1 1 d . . . . .
H8A H 0.066749 0.551414 0.414479 0.051 Uiso 1 1 calc R U . . .
H8B H 0.110374 0.651894 0.382351 0.051 Uiso 1 1 calc R U . . .
H8C H 0.023482 0.632151 0.532251 0.051 Uiso 1 1 calc R U . . .
C10 C 0.27342(16) 0.49347(11) 0.3639(2) 0.0389(4) Uani 1 1 d . . . . .
H10A H 0.343773 0.461986 0.333700 0.058 Uiso 1 1 calc R U . . .
H10B H 0.245076 0.530861 0.265162 0.058 Uiso 1 1 calc R U . . .
H10C H 0.214171 0.449328 0.390472 0.058 Uiso 1 1 calc R U . . .
B2 B 0.25662(12) 0.47289(9) 0.76697(19) 0.0168(3) Uani 1 1 d . . . . .
B1 B 0.26516(12) 0.39294(9) 0.92482(19) 0.0176(3) Uani 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
O2 B2 1.3754(18) . ?
O2 C6 1.4650(15) . ?
O1 B2 1.3776(17) . ?
O1 C5 1.4588(15) . ?
N2 B1 1.4143(19) . ?
N2 C4 1.4344(17) . ?
N2 C2 1.4620(16) . ?
N1 B1 1.4158(18) . ?
N1 C3 1.4407(18) . ?
N1 C1 1.4641(17) . ?
C6 C10 1.518(2) . ?
C6 C9 1.5204(18) . ?
C6 C5 1.5562(18) . ?
C5 C8 1.5183(19) . ?
C5 C7 1.5220(18) . ?
C1 C2 1.5304(18) . ?
B2 B1 1.695(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
B2 O2 C6 108.06(10) . . ?
B2 O1 C5 108.17(10) . . ?
B1 N2 C4 130.75(12) . . ?
B1 N2 C2 111.22(11) . . ?
C4 N2 C2 117.97(11) . . ?
B1 N1 C3 130.35(12) . . ?
B1 N1 C1 111.26(11) . . ?
C3 N1 C1 117.94(11) . . ?
O2 C6 C10 106.93(11) . . ?
O2 C6 C9 107.97(11) . . ?
C10 C6 C9 110.21(12) . . ?
O2 C6 C5 102.25(10) . . ?
C10 C6 C5 113.75(12) . . ?
C9 C6 C5 114.96(11) . . ?
O1 C5 C8 108.47(10) . . ?
O1 C5 C7 106.66(11) . . ?
C8 C5 C7 109.92(11) . . ?
O1 C5 C6 102.44(9) . . ?
C8 C5 C6 115.09(13) . . ?
C7 C5 C6 113.54(10) . . ?
N1 C1 C2 104.70(10) . . ?
N2 C2 C1 104.94(10) . . ?
O2 B2 O1 111.67(12) . . ?
O2 B2 B1 123.79(11) . . ?
O1 B2 B1 124.53(12) . . ?
N2 B1 N1 107.56(12) . . ?
N2 B1 B2 126.32(12) . . ?
N1 B1 B2 126.08(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
B2 O2 C6 C10 -97.46(13) . . . . ?
B2 O2 C6 C9 143.96(11) . . . . ?
B2 O2 C6 C5 22.33(13) . . . . ?
B2 O1 C5 C8 144.44(12) . . . . ?
B2 O1 C5 C7 -97.20(12) . . . . ?
B2 O1 C5 C6 22.33(13) . . . . ?
O2 C6 C5 O1 -26.57(12) . . . . ?
C10 C6 C5 O1 88.32(13) . . . . ?
C9 C6 C5 O1 -143.27(11) . . . . ?
O2 C6 C5 C8 -144.06(11) . . . . ?
C10 C6 C5 C8 -29.16(15) . . . . ?
C9 C6 C5 C8 99.25(14) . . . . ?
O2 C6 C5 C7 88.03(12) . . . . ?
C10 C6 C5 C7 -157.07(12) . . . . ?
C9 C6 C5 C7 -28.66(16) . . . . ?
B1 N1 C1 C2 4.21(15) . . . . ?
C3 N1 C1 C2 177.29(12) . . . . ?
B1 N2 C2 C1 5.20(14) . . . . ?
C4 N2 C2 C1 -177.50(12) . . . . ?
N1 C1 C2 N2 -5.51(14) . . . . ?
C6 O2 B2 O1 -9.34(14) . . . . ?
C6 O2 B2 B1 169.46(11) . . . . ?
C5 O1 B2 O2 -9.24(15) . . . . ?
C5 O1 B2 B1 171.98(11) . . . . ?
C4 N2 B1 N1 -179.57(14) . . . . ?
C2 N2 B1 N1 -2.72(15) . . . . ?
C4 N2 B1 B2 -1.8(2) . . . . ?
C2 N2 B1 B2 175.03(12) . . . . ?
C3 N1 B1 N2 -173.09(13) . . . . ?
C1 N1 B1 N2 -1.11(15) . . . . ?
C3 N1 B1 B2 9.2(2) . . . . ?
C1 N1 B1 B2 -178.87(12) . . . . ?
O2 B2 B1 N2 -163.97(13) . . . . ?
O1 B2 B1 N2 14.7(2) . . . . ?
O2 B2 B1 N1 13.4(2) . . . . ?
O1 B2 B1 N1 -167.99(13) . . . . ?

_refine_diff_density_max         0.492
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_wo14wo6
_database_code_depnum_ccdc_archive 'CCDC 1820517'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H22 B2 O4'
_chemical_formula_sum            'C11 H22 B2 O4'
_chemical_formula_weight         239.90

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   20.4725(8)
_cell_length_b                   11.5631(4)
_cell_length_c                   11.6719(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.666(4)
_cell_angle_gamma                90
_cell_volume                     2761.87(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12994
_cell_measurement_theta_min      4.29
_cell_measurement_theta_max      75.72

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61916
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_crystal_recrystallization_method 
;
 From a solution in n-pentane at -40 deg C.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 40 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.5 deg in ω.
 Each frame was exposured for 5 s (low 2θ angles) or 24 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;



_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            54419
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0802
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.321
_diffrn_reflns_theta_max         76.770
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5785
_reflns_number_gt                4627
_reflns_threshold_expression     'I > 2σ(I)'


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;



_refine_special_details          
;
 A disordered Bneop moiety was refined using a split atom model (0.884(3) SOF
 of main component), applying similarity restraints and refining a common
 ADP for certain disordered atom pairs (SAME, EADP)

 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Non-dosordered methyl groups were treated as a rigid bodies and allowed to 
 rotate about the E-CH3 bond but not tip.


 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     
'w=1/[σ²(Fo²)+(0.0728P)²+0.4359P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5785
_refine_ls_number_parameters     354
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1354
_refine_ls_wR_factor_gt          0.1239
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.93570(7) 0.06206(12) 0.24919(11) 0.0286(3) Uani 1 1 d . . . . .
C2 C 0.97768(8) 0.16475(13) 0.29679(12) 0.0321(3) Uani 1 1 d . . . . .
C3 C 0.96086(9) 0.01151(14) 0.13853(13) 0.0382(3) Uani 1 1 d . . . . .
H3A H 0.929076 -0.044289 0.107101 0.057 Uiso 1 1 calc R U . . .
H3B H 1.002650 -0.027532 0.154259 0.057 Uiso 1 1 calc R U . . .
H3C H 0.967058 0.073790 0.082950 0.057 Uiso 1 1 calc R U . . .
C4 C 0.92376(8) -0.03424(14) 0.33474(13) 0.0367(3) Uani 1 1 d . . . . .
H4A H 0.905897 -0.001357 0.404593 0.055 Uiso 1 1 calc R U . . .
H4B H 0.965098 -0.073537 0.353642 0.055 Uiso 1 1 calc R U . . .
H4C H 0.892604 -0.089893 0.301139 0.055 Uiso 1 1 calc R U . . .
C5 C 1.04937(8) 0.15858(16) 0.26906(19) 0.0482(4) Uani 1 1 d . . . . .
H5A H 1.053977 0.160003 0.185736 0.072 Uiso 1 1 calc R U . . .
H5B H 1.068153 0.086794 0.300131 0.072 Uiso 1 1 calc R U . . .
H5C H 1.072380 0.224958 0.303368 0.072 Uiso 1 1 calc R U . . .
C6 C 0.96962(10) 0.18611(16) 0.42438(14) 0.0467(4) Uani 1 1 d . . . . .
H6A H 0.991223 0.258768 0.446302 0.070 Uiso 1 1 calc R U . . .
H6B H 0.989423 0.122201 0.468226 0.070 Uiso 1 1 calc R U . . .
H6C H 0.923013 0.191105 0.440700 0.070 Uiso 1 1 calc R U . . .
C7 C 0.71068(7) 0.36590(13) 0.11990(13) 0.0320(3) Uani 1 1 d . . . . .
H7A H 0.693495 0.411522 0.184173 0.038 Uiso 1 1 calc R U . . .
H7B H 0.674646 0.317300 0.088303 0.038 Uiso 1 1 calc R U . . .
C8 C 0.73343(7) 0.44798(12) 0.02720(12) 0.0299(3) Uani 1 1 d . . . . .
C9 C 0.79253(7) 0.51225(12) 0.07831(13) 0.0327(3) Uani 1 1 d . . . . .
H9A H 0.810316 0.564318 0.019547 0.039 Uiso 1 1 calc R U . . .
H9B H 0.778467 0.560568 0.143131 0.039 Uiso 1 1 calc R U . . .
C10 C 0.75171(8) 0.38125(15) -0.08028(13) 0.0380(3) Uani 1 1 d . . . . .
H10A H 0.786895 0.326531 -0.060990 0.057 Uiso 1 1 calc R U . . .
H10B H 0.766514 0.435602 -0.138492 0.057 Uiso 1 1 calc R U . . .
H10C H 0.713457 0.338843 -0.110256 0.057 Uiso 1 1 calc R U . . .
C11 C 0.67913(8) 0.53487(15) -0.00216(16) 0.0418(4) Uani 1 1 d . . . . .
H11A H 0.640011 0.493348 -0.029737 0.063 Uiso 1 1 calc R U . . .
H11B H 0.693714 0.587538 -0.062025 0.063 Uiso 1 1 calc R U . . .
H11C H 0.668874 0.579380 0.066467 0.063 Uiso 1 1 calc R U . . .
C12 C 0.76013(8) 0.56848(13) 0.44594(12) 0.0339(3) Uani 1 1 d . . . . .
C13 C 0.71670(7) 0.57872(13) 0.55254(13) 0.0326(3) Uani 1 1 d . . . . .
C14 C 0.79716(10) 0.45574(17) 0.43607(16) 0.0512(5) Uani 1 1 d . . . . .
H14A H 0.766057 0.391657 0.427730 0.077 Uiso 1 1 calc R U . . .
H14B H 0.824659 0.444023 0.505227 0.077 Uiso 1 1 calc R U . . .
H14C H 0.824725 0.458574 0.368881 0.077 Uiso 1 1 calc R U . . .
C15 C 0.80576(9) 0.67126(17) 0.43162(16) 0.0469(4) Uani 1 1 d . . . . .
H15A H 0.824564 0.668600 0.355411 0.070 Uiso 1 1 calc R U . . .
H15B H 0.840919 0.667985 0.490321 0.070 Uiso 1 1 calc R U . . .
H15C H 0.781125 0.743300 0.439926 0.070 Uiso 1 1 calc R U . . .
C16 C 0.68999(10) 0.46402(16) 0.59296(18) 0.0505(4) Uani 1 1 d . . . . .
H16A H 0.656151 0.477882 0.649036 0.076 Uiso 1 1 calc R U . . .
H16B H 0.725447 0.418454 0.628648 0.076 Uiso 1 1 calc R U . . .
H16C H 0.671095 0.421526 0.527342 0.076 Uiso 1 1 calc R U . . .
C17 C 0.74805(9) 0.64318(15) 0.65346(14) 0.0431(4) Uani 1 1 d . . . . .
H17A H 0.759845 0.721474 0.629454 0.065 Uiso 1 1 calc R U . . .
H17B H 0.787437 0.601945 0.680224 0.065 Uiso 1 1 calc R U . . .
H17C H 0.717081 0.647667 0.715768 0.065 Uiso 1 1 calc R U . . .
B1 B 0.88544(8) 0.23405(13) 0.20639(12) 0.0275(3) Uani 1 1 d . . . . .
B2 B 0.82598(8) 0.32803(13) 0.15828(13) 0.0279(3) Uani 1 1 d . . . . .
B3 B 0.65885(9) 0.63306(15) 0.39060(15) 0.0352(4) Uani 1 1 d . . . . .
O1 O 0.87342(5) 0.11817(8) 0.22026(8) 0.0295(2) Uani 1 1 d . . . . .
O2 O 0.94802(5) 0.26452(8) 0.23753(9) 0.0310(2) Uani 1 1 d . . . . .
O3 O 0.76282(5) 0.29226(9) 0.16248(9) 0.0314(2) Uani 1 1 d . . . . .
O4 O 0.84322(5) 0.43420(8) 0.11824(9) 0.0314(2) Uani 1 1 d . . . . .
O5 O 0.71178(6) 0.57629(10) 0.35102(9) 0.0400(3) Uani 1 1 d . . . . .
O6 O 0.66110(6) 0.64627(10) 0.50763(9) 0.0379(3) Uani 1 1 d . . . . .
O7 O 0.57839(7) 0.62568(12) 0.20780(11) 0.0415(4) Uani 0.884(3) 1 d D . P A 1
O8 O 0.57703(11) 0.79535(15) 0.32176(18) 0.0563(5) Uani 0.884(3) 1 d D . P A 1
C18 C 0.53400(12) 0.6776(2) 0.12554(18) 0.0453(5) Uani 0.884(3) 1 d D . P A 1
H18A H 0.507859 0.616224 0.086890 0.054 Uiso 0.884(3) 1 calc R U P A 1
H18B H 0.559317 0.717851 0.066524 0.054 Uiso 0.884(3) 1 calc R U P A 1
C19 C 0.48829(13) 0.7633(2) 0.1802(2) 0.0412(4) Uani 0.884(3) 1 d D . P A 1
C20 C 0.53030(15) 0.8494(2) 0.2435(2) 0.0639(8) Uani 0.884(3) 1 d D . P A 1
H20A H 0.554057 0.896520 0.187487 0.077 Uiso 0.884(3) 1 calc R U P A 1
H20B H 0.502063 0.901974 0.287078 0.077 Uiso 0.884(3) 1 calc R U P A 1
C21 C 0.44209(13) 0.6968(3) 0.2562(2) 0.0694(8) Uani 0.884(3) 1 d D . P A 1
H21A H 0.416244 0.642329 0.209276 0.104 Uiso 0.884(3) 1 calc R U P A 1
H21B H 0.467530 0.654203 0.314730 0.104 Uiso 0.884(3) 1 calc R U P A 1
H21C H 0.412782 0.751257 0.293464 0.104 Uiso 0.884(3) 1 calc R U P A 1
C22 C 0.44770(15) 0.8265(3) 0.0880(2) 0.0641(8) Uani 0.884(3) 1 d D . P A 1
H22A H 0.419990 0.770766 0.045989 0.096 Uiso 0.884(3) 1 calc R U P A 1
H22B H 0.420152 0.884555 0.124043 0.096 Uiso 0.884(3) 1 calc R U P A 1
H22C H 0.476898 0.864606 0.034685 0.096 Uiso 0.884(3) 1 calc R U P A 1
B4 B 0.59969(12) 0.6878(2) 0.29902(17) 0.0341(5) Uani 0.884(3) 1 d D . P A 1
O7A O 0.5264(5) 0.6613(14) 0.3522(11) 0.072(5) Uani 0.116(3) 1 d D . P A 2
O8A O 0.5979(6) 0.7897(15) 0.2621(17) 0.068(5) Uani 0.116(3) 1 d D . P A 2
C18A C 0.4711(6) 0.716(2) 0.2956(13) 0.0694(8) Uani 0.116(3) 1 d D . P A 2
H18C H 0.455931 0.781305 0.342869 0.083 Uiso 0.116(3) 1 calc R U P A 2
H18D H 0.434826 0.659758 0.287118 0.083 Uiso 0.116(3) 1 calc R U P A 2
C19A C 0.4894(8) 0.7604(14) 0.1781(13) 0.0412(4) Uani 0.116(3) 1 d D . P A 2
C20A C 0.5432(9) 0.8459(13) 0.2031(18) 0.0639(8) Uani 0.116(3) 1 d D . P A 2
H20C H 0.557960 0.879904 0.130368 0.077 Uiso 0.116(3) 1 calc R U P A 2
H20D H 0.526629 0.909290 0.251230 0.077 Uiso 0.116(3) 1 calc R U P A 2
C21A C 0.5117(9) 0.6632(16) 0.0998(13) 0.0453(5) Uani 0.116(3) 1 d D . P A 2
H21D H 0.475496 0.609242 0.085403 0.068 Uiso 0.116(3) 1 calc R U P A 2
H21E H 0.525524 0.696018 0.027001 0.068 Uiso 0.116(3) 1 calc R U P A 2
H21F H 0.548452 0.622029 0.136846 0.068 Uiso 0.116(3) 1 calc R U P A 2
C22A C 0.4323(10) 0.824(2) 0.1200(19) 0.0641(8) Uani 0.116(3) 1 d D . P A 2
H22D H 0.396676 0.769631 0.103124 0.096 Uiso 0.116(3) 1 calc R U P A 2
H22E H 0.416833 0.885012 0.171118 0.096 Uiso 0.116(3) 1 calc R U P A 2
H22F H 0.446613 0.859136 0.048477 0.096 Uiso 0.116(3) 1 calc R U P A 2
B4A B 0.5872(6) 0.6933(16) 0.3254(19) 0.0341(5) Uani 0.116(3) 1 d D . P A 2


_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
C1 O1 1.4614(17) . ?
C1 C4 1.5201(19) . ?
C1 C3 1.5211(19) . ?
C1 C2 1.559(2) . ?
C2 O2 1.4675(16) . ?
C2 C5 1.514(2) . ?
C2 C6 1.523(2) . ?
C7 O3 1.4425(18) . ?
C7 C8 1.522(2) . ?
C8 C9 1.526(2) . ?
C8 C10 1.529(2) . ?
C8 C11 1.530(2) . ?
C9 O4 1.4423(17) . ?
C12 O5 1.4668(17) . ?
C12 C14 1.514(2) . ?
C12 C15 1.524(2) . ?
C12 C13 1.555(2) . ?
C13 O6 1.4649(18) . ?
C13 C16 1.515(2) . ?
C13 C17 1.520(2) . ?
B1 O2 1.368(2) . ?
B1 O1 1.3727(18) . ?
B1 B2 1.714(2) . ?
B2 O3 1.360(2) . ?
B2 O4 1.3637(18) . ?
B3 O5 1.359(2) . ?
B3 O6 1.374(2) . ?
B3 B4 1.713(3) . ?
B3 B4A 1.775(13) . ?
O7 B4 1.346(3) . ?
O7 C18 1.435(2) . ?
O8 B4 1.357(3) . ?
O8 C20 1.445(2) . ?
C18 C19 1.516(4) . ?
C19 C20 1.497(3) . ?
C19 C21 1.523(4) . ?
C19 C22 1.527(3) . ?
O7A B4A 1.344(9) . ?
O7A C18A 1.441(9) . ?
O8A B4A 1.359(9) . ?
O8A C20A 1.450(9) . ?
C18A C19A 1.522(10) . ?
C19A C20A 1.503(9) . ?
C19A C22A 1.525(9) . ?
C19A C21A 1.526(10) . ?

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 C1 C4 108.74(12) . . ?
O1 C1 C3 106.80(11) . . ?
C4 C1 C3 109.95(12) . . ?
O1 C1 C2 102.26(11) . . ?
C4 C1 C2 114.92(12) . . ?
C3 C1 C2 113.49(13) . . ?
O2 C2 C5 109.07(13) . . ?
O2 C2 C6 106.16(12) . . ?
C5 C2 C6 110.48(15) . . ?
O2 C2 C1 102.39(11) . . ?
C5 C2 C1 114.57(13) . . ?
C6 C2 C1 113.43(13) . . ?
O3 C7 C8 111.98(12) . . ?
C7 C8 C9 106.33(12) . . ?
C7 C8 C10 110.85(12) . . ?
C9 C8 C10 110.87(13) . . ?
C7 C8 C11 109.47(12) . . ?
C9 C8 C11 109.29(12) . . ?
C10 C8 C11 109.96(12) . . ?
O4 C9 C8 112.11(11) . . ?
O5 C12 C14 108.90(12) . . ?
O5 C12 C15 105.75(13) . . ?
C14 C12 C15 110.69(15) . . ?
O5 C12 C13 102.16(12) . . ?
C14 C12 C13 115.19(14) . . ?
C15 C12 C13 113.27(13) . . ?
O6 C13 C16 107.12(13) . . ?
O6 C13 C17 108.78(12) . . ?
C16 C13 C17 109.63(14) . . ?
O6 C13 C12 102.17(11) . . ?
C16 C13 C12 113.74(14) . . ?
C17 C13 C12 114.78(14) . . ?
O2 B1 O1 112.94(12) . . ?
O2 B1 B2 125.07(13) . . ?
O1 B1 B2 121.97(13) . . ?
O3 B2 O4 122.82(13) . . ?
O3 B2 B1 117.53(12) . . ?
O4 B2 B1 119.64(13) . . ?
O5 B3 O6 112.80(13) . . ?
O5 B3 B4 121.50(15) . . ?
O6 B3 B4 125.59(15) . . ?
O5 B3 B4A 134.5(8) . . ?
O6 B3 B4A 112.7(8) . . ?
B1 O1 C1 107.61(11) . . ?
B1 O2 C2 107.12(11) . . ?
B2 O3 C7 120.19(11) . . ?
B2 O4 C9 118.88(12) . . ?
B3 O5 C12 107.47(12) . . ?
B3 O6 C13 107.44(12) . . ?
B4 O7 C18 119.37(16) . . ?
B4 O8 C20 119.77(17) . . ?
O7 C18 C19 112.25(17) . . ?
C20 C19 C18 106.8(2) . . ?
C20 C19 C21 113.9(3) . . ?
C18 C19 C21 108.5(2) . . ?
C20 C19 C22 108.8(2) . . ?
C18 C19 C22 110.2(2) . . ?
C21 C19 C22 108.5(2) . . ?
O8 C20 C19 112.64(19) . . ?
O7 B4 O8 122.61(18) . . ?
O7 B4 B3 120.24(17) . . ?
O8 B4 B3 117.14(17) . . ?
B4A O7A C18A 119.5(10) . . ?
B4A O8A C20A 119.4(10) . . ?
O7A C18A C19A 110.5(9) . . ?
C20A C19A C18A 104.2(10) . . ?
C20A C19A C22A 108.4(11) . . ?
C18A C19A C22A 111.0(12) . . ?
C20A C19A C21A 111.7(12) . . ?
C18A C19A C21A 112.2(11) . . ?
C22A C19A C21A 109.2(11) . . ?
O8A C20A C19A 110.4(9) . . ?
O7A B4A O8A 121.2(11) . . ?
O7A B4A B3 123.4(9) . . ?
O8A B4A B3 114.3(9) . . ?

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 C2 O2 -27.08(13) . . . . ?
C4 C1 C2 O2 -144.69(12) . . . . ?
C3 C1 C2 O2 87.57(14) . . . . ?
O1 C1 C2 C5 -145.00(13) . . . . ?
C4 C1 C2 C5 97.38(16) . . . . ?
C3 C1 C2 C5 -30.36(17) . . . . ?
O1 C1 C2 C6 86.86(14) . . . . ?
C4 C1 C2 C6 -30.75(18) . . . . ?
C3 C1 C2 C6 -158.49(13) . . . . ?
O3 C7 C8 C9 -54.03(15) . . . . ?
O3 C7 C8 C10 66.55(16) . . . . ?
O3 C7 C8 C11 -171.98(12) . . . . ?
C7 C8 C9 O4 56.30(15) . . . . ?
C10 C8 C9 O4 -64.27(16) . . . . ?
C11 C8 C9 O4 174.36(12) . . . . ?
O5 C12 C13 O6 -27.48(14) . . . . ?
C14 C12 C13 O6 -145.36(13) . . . . ?
C15 C12 C13 O6 85.79(14) . . . . ?
O5 C12 C13 C16 87.60(14) . . . . ?
C14 C12 C13 C16 -30.28(19) . . . . ?
C15 C12 C13 C16 -159.14(14) . . . . ?
O5 C12 C13 C17 -145.01(13) . . . . ?
C14 C12 C13 C17 97.11(16) . . . . ?
C15 C12 C13 C17 -31.75(18) . . . . ?
O2 B1 B2 O3 -161.33(13) . . . . ?
O1 B1 B2 O3 16.90(19) . . . . ?
O2 B1 B2 O4 18.5(2) . . . . ?
O1 B1 B2 O4 -163.32(13) . . . . ?
O2 B1 O1 C1 -8.01(15) . . . . ?
B2 B1 O1 C1 173.57(12) . . . . ?
C4 C1 O1 B1 143.76(12) . . . . ?
C3 C1 O1 B1 -97.64(13) . . . . ?
C2 C1 O1 B1 21.82(13) . . . . ?
O1 B1 O2 C2 -10.81(16) . . . . ?
B2 B1 O2 C2 167.56(12) . . . . ?
C5 C2 O2 B1 145.17(14) . . . . ?
C6 C2 O2 B1 -95.77(14) . . . . ?
C1 C2 O2 B1 23.41(14) . . . . ?
O4 B2 O3 C7 2.2(2) . . . . ?
B1 B2 O3 C7 -178.03(11) . . . . ?
C8 C7 O3 B2 26.97(18) . . . . ?
O3 B2 O4 C9 -0.1(2) . . . . ?
B1 B2 O4 C9 -179.88(12) . . . . ?
C8 C9 O4 B2 -30.89(18) . . . . ?
O6 B3 O5 C12 -11.13(18) . . . . ?
B4 B3 O5 C12 165.26(15) . . . . ?
B4A B3 O5 C12 169.3(7) . . . . ?
C14 C12 O5 B3 146.24(15) . . . . ?
C15 C12 O5 B3 -94.77(16) . . . . ?
C13 C12 O5 B3 23.95(15) . . . . ?
O5 B3 O6 C13 -8.00(18) . . . . ?
B4 B3 O6 C13 175.78(16) . . . . ?
B4A B3 O6 C13 171.7(6) . . . . ?
C16 C13 O6 B3 -97.70(16) . . . . ?
C17 C13 O6 B3 143.88(14) . . . . ?
C12 C13 O6 B3 22.13(15) . . . . ?
B4 O7 C18 C19 -32.9(3) . . . . ?
O7 C18 C19 C20 55.2(3) . . . . ?
O7 C18 C19 C21 -68.0(3) . . . . ?
O7 C18 C19 C22 173.3(2) . . . . ?
B4 O8 C20 C19 28.7(4) . . . . ?
C18 C19 C20 O8 -52.9(3) . . . . ?
C21 C19 C20 O8 66.9(3) . . . . ?
C22 C19 C20 O8 -171.9(3) . . . . ?
C18 O7 B4 O8 5.3(4) . . . . ?
C18 O7 B4 B3 -173.43(17) . . . . ?
C20 O8 B4 O7 -2.8(4) . . . . ?
C20 O8 B4 B3 175.9(2) . . . . ?
O5 B3 B4 O7 42.1(3) . . . . ?
O6 B3 B4 O7 -141.96(19) . . . . ?
O5 B3 B4 O8 -136.6(2) . . . . ?
O6 B3 B4 O8 39.3(3) . . . . ?
B4A O7A C18A C19A 26(3) . . . . ?
O7A C18A C19A C20A -60.4(17) . . . . ?
O7A C18A C19A C22A -176.9(16) . . . . ?
O7A C18A C19A C21A 60.6(18) . . . . ?
B4A O8A C20A C19A -26(3) . . . . ?
C18A C19A C20A O8A 59.7(17) . . . . ?
C22A C19A C20A O8A 178.0(17) . . . . ?
C21A C19A C20A O8A -61.6(19) . . . . ?
C18A O7A B4A O8A 12(4) . . . . ?
C18A O7A B4A B3 179.3(17) . . . . ?
C20A O8A B4A O7A -13(4) . . . . ?
C20A O8A B4A B3 179.1(17) . . . . ?
O5 B3 B4A O7A 121.7(18) . . . . ?
O6 B3 B4A O7A -58(2) . . . . ?
O5 B3 B4A O8A -70(2) . . . . ?
O6 B3 B4A O8A 110.1(19) . . . . ?

_refine_diff_density_max         0.377
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_wo22wo
_database_code_depnum_ccdc_archive 'CCDC 1820520'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H14 B2 N2 O2'
_chemical_formula_sum            'C14 H14 B2 N2 O2'
_chemical_formula_weight         263.89

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.4343(12)
_cell_length_b                   5.3073(4)
_cell_length_c                   16.9612(14)
_cell_angle_alpha                90
_cell_angle_beta                 110.017(10)
_cell_angle_gamma                90
_cell_volume                     1305.44(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6486
_cell_measurement_theta_min      4.7170
_cell_measurement_theta_max      75.2210



_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.083
_exptl_absorpt_coefficient_mu    0.706
_exptl_absorpt_correction_T_min  0.63493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_recrystallization_method 
;
 From a solution in toluene at -40 deg C.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 39 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.3 deg in ω.
 Each frame was exposured for 3 s (low 2θ angles) or 7 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            25026
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.346
_diffrn_reflns_theta_max         76.293
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2726
_reflns_number_gt                2327
_reflns_threshold_expression     'I > 2σ(I)'


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;


_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;



_refine_special_details          
;
 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Methyl groups were treated as a rigid bodies and allowed to rotate
 about the E-CH3 bond but not tip.


 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     
'w=1/[σ²(Fo²)+(0.0583P)²+0.2793P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2726
_refine_ls_number_parameters     183
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1045
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.58722(9) 0.0399(2) 0.36666(8) 0.0262(3) Uani 1 1 d . . . . .
C2 C 0.65564(9) 0.0532(2) 0.33096(8) 0.0267(3) Uani 1 1 d . . . . .
C3 C 0.65885(10) -0.1099(3) 0.26869(9) 0.0316(3) Uani 1 1 d . . . . .
H3 H 0.705919 -0.100092 0.244521 0.038 Uiso 1 1 calc R U . . .
C4 C 0.58891(11) -0.2904(3) 0.24326(9) 0.0340(3) Uani 1 1 d . . . . .
H4 H 0.588075 -0.405995 0.200249 0.041 Uiso 1 1 calc R U . . .
C5 C 0.52044(10) -0.3055(3) 0.27914(9) 0.0331(3) Uani 1 1 d . . . . .
H5 H 0.474137 -0.431282 0.260313 0.040 Uiso 1 1 calc R U . . .
C6 C 0.51843(9) -0.1392(3) 0.34234(9) 0.0304(3) Uani 1 1 d . . . . .
H6 H 0.472020 -0.149019 0.367295 0.036 Uiso 1 1 calc R U . . .
C7 C 0.75984(9) 0.9180(2) 0.58703(8) 0.0262(3) Uani 1 1 d . . . . .
C8 C 0.82901(9) 0.9229(2) 0.54989(8) 0.0262(3) Uani 1 1 d . . . . .
C9 C 0.89878(9) 1.1014(3) 0.57350(9) 0.0309(3) Uani 1 1 d . . . . .
H9 H 0.945279 1.104184 0.548544 0.037 Uiso 1 1 calc R U . . .
C10 C 0.89902(10) 1.2766(3) 0.63465(9) 0.0333(3) Uani 1 1 d . . . . .
H10 H 0.946261 1.400341 0.651708 0.040 Uiso 1 1 calc R U . . .
C11 C 0.83067(10) 1.2723(3) 0.67114(9) 0.0333(3) Uani 1 1 d . . . . .
H11 H 0.831912 1.394207 0.712525 0.040 Uiso 1 1 calc R U . . .
C12 C 0.76054(10) 1.0927(3) 0.64810(9) 0.0311(3) Uani 1 1 d . . . . .
H12 H 0.714447 1.090036 0.673540 0.037 Uiso 1 1 calc R U . . .
C13 C 0.61893(10) 0.6700(3) 0.57345(10) 0.0367(3) Uani 1 1 d . . . . .
H13A H 0.637947 0.646377 0.634321 0.055 Uiso 1 1 calc R U . . .
H13B H 0.588782 0.516362 0.544978 0.055 Uiso 1 1 calc R U . . .
H13C H 0.575737 0.811547 0.556616 0.055 Uiso 1 1 calc R U . . .
C14 C 0.87265(10) 0.6863(3) 0.44368(10) 0.0357(3) Uani 1 1 d . . . . .
H14A H 0.873387 0.834750 0.409558 0.053 Uiso 1 1 calc R U . . .
H14B H 0.850707 0.540004 0.406995 0.053 Uiso 1 1 calc R U . . .
H14C H 0.935123 0.653439 0.482617 0.053 Uiso 1 1 calc R U . . .
B1 B 0.68200(10) 0.3515(3) 0.42805(9) 0.0256(3) Uani 1 1 d . . . . .
B2 B 0.73037(10) 0.5992(3) 0.48969(9) 0.0255(3) Uani 1 1 d . . . . .
N1 N 0.69950(7) 0.7227(2) 0.55035(7) 0.0261(2) Uani 1 1 d . . . . .
N2 N 0.81151(8) 0.7318(2) 0.49089(7) 0.0260(2) Uani 1 1 d . . . . .
O1 O 0.60255(6) 0.22363(17) 0.42758(6) 0.0268(2) Uani 1 1 d . . . . .
O2 O 0.71565(6) 0.24615(17) 0.36857(6) 0.0278(2) Uani 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
C1 C6 1.3788(19) . ?
C1 O1 1.3811(15) . ?
C1 C2 1.3872(17) . ?
C2 C3 1.3798(18) . ?
C2 O2 1.3815(16) . ?
C3 C4 1.396(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3969(19) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.3876(19) . ?
C7 N1 1.3898(17) . ?
C7 C8 1.4135(17) . ?
C8 N2 1.3849(17) . ?
C8 C9 1.3867(19) . ?
C9 C10 1.392(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.394(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N1 1.4531(16) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 N2 1.4516(15) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
B1 O1 1.3991(17) . ?
B1 O2 1.3997(16) . ?
B1 B2 1.687(2) . ?
B2 N2 1.4305(18) . ?
B2 N1 1.4322(17) . ?

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 C1 O1 128.88(11) . . ?
C6 C1 C2 121.87(12) . . ?
O1 C1 C2 109.23(11) . . ?
C3 C2 O2 128.65(12) . . ?
C3 C2 C1 122.28(13) . . ?
O2 C2 C1 109.07(11) . . ?
C2 C3 C4 116.13(12) . . ?
C2 C3 H3 121.9 . . ?
C4 C3 H3 121.9 . . ?
C5 C4 C3 121.82(13) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 C6 121.28(13) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 116.61(12) . . ?
C1 C6 H6 121.7 . . ?
C5 C6 H6 121.7 . . ?
C12 C7 N1 131.70(12) . . ?
C12 C7 C8 120.42(12) . . ?
N1 C7 C8 107.87(11) . . ?
N2 C8 C9 130.49(12) . . ?
N2 C8 C7 108.56(11) . . ?
C9 C8 C7 120.94(12) . . ?
C8 C9 C10 118.38(13) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C9 C10 C11 120.71(13) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C12 121.31(13) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C7 C12 C11 118.23(13) . . ?
C7 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 B1 O2 110.06(12) . . ?
O1 B1 B2 125.64(11) . . ?
O2 B1 B2 124.29(11) . . ?
N2 B2 N1 105.63(12) . . ?
N2 B2 B1 126.29(11) . . ?
N1 B2 B1 128.08(12) . . ?
C7 N1 B2 109.04(10) . . ?
C7 N1 C13 121.81(11) . . ?
B2 N1 C13 129.14(12) . . ?
C8 N2 B2 108.89(10) . . ?
C8 N2 C14 121.16(11) . . ?
B2 N2 C14 129.91(12) . . ?
C1 O1 B1 105.79(10) . . ?
C2 O2 B1 105.85(10) . . ?

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
C6 C1 C2 C3 0.5(2) . . . . ?
O1 C1 C2 C3 179.18(12) . . . . ?
C6 C1 C2 O2 -178.78(12) . . . . ?
O1 C1 C2 O2 -0.07(15) . . . . ?
O2 C2 C3 C4 179.19(13) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
O1 C1 C6 C5 -179.09(13) . . . . ?
C2 C1 C6 C5 -0.7(2) . . . . ?
C4 C5 C6 C1 0.3(2) . . . . ?
C12 C7 C8 N2 -179.34(12) . . . . ?
N1 C7 C8 N2 -0.11(14) . . . . ?
C12 C7 C8 C9 0.0(2) . . . . ?
N1 C7 C8 C9 179.23(12) . . . . ?
N2 C8 C9 C10 179.04(13) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C9 C10 C11 0.0(2) . . . . ?
C9 C10 C11 C12 0.4(2) . . . . ?
N1 C7 C12 C11 -178.70(13) . . . . ?
C8 C7 C12 C11 0.3(2) . . . . ?
C10 C11 C12 C7 -0.5(2) . . . . ?
O1 B1 B2 N2 -179.99(12) . . . . ?
O2 B1 B2 N2 -0.9(2) . . . . ?
O1 B1 B2 N1 -0.8(2) . . . . ?
O2 B1 B2 N1 178.25(13) . . . . ?
C12 C7 N1 B2 179.66(14) . . . . ?
C8 C7 N1 B2 0.54(15) . . . . ?
C12 C7 N1 C13 0.5(2) . . . . ?
C8 C7 N1 C13 -178.65(12) . . . . ?
N2 B2 N1 C7 -0.75(15) . . . . ?
B1 B2 N1 C7 179.93(13) . . . . ?
N2 B2 N1 C13 178.37(13) . . . . ?
B1 B2 N1 C13 -1.0(2) . . . . ?
C9 C8 N2 B2 -179.62(14) . . . . ?
C7 C8 N2 B2 -0.36(15) . . . . ?
C9 C8 N2 C14 2.3(2) . . . . ?
C7 C8 N2 C14 -178.49(12) . . . . ?
N1 B2 N2 C8 0.68(15) . . . . ?
B1 B2 N2 C8 -179.98(12) . . . . ?
N1 B2 N2 C14 178.58(13) . . . . ?
B1 B2 N2 C14 -2.1(2) . . . . ?
C6 C1 O1 B1 178.94(14) . . . . ?
C2 C1 O1 B1 0.34(14) . . . . ?
O2 B1 O1 C1 -0.50(14) . . . . ?
B2 B1 O1 C1 178.66(12) . . . . ?
C3 C2 O2 B1 -179.43(14) . . . . ?
C1 C2 O2 B1 -0.24(14) . . . . ?
O1 B1 O2 C2 0.46(14) . . . . ?
B2 B1 O2 C2 -178.71(12) . . . . ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_wo17wo
_database_code_depnum_ccdc_archive 'CCDC 1820523'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'0.5 (C11H22B2O4), 0.33 (C11H22B2O4), 0.17 (C12H24B2O4)'
_chemical_formula_sum            'C11.17 H22.33 B2 O4'

_chemical_formula_weight         242.24

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   20.2409(10)
_cell_length_b                   11.7717(4)
_cell_length_c                   11.6993(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.725(3)
_cell_angle_gamma                90
_cell_volume                     2784.44(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12929
_cell_measurement_theta_min      4.3180
_cell_measurement_theta_max      74.8160

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             1051
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.228
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    0.666
_exptl_absorpt_correction_T_min  0.68209
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_recrystallization_method 
;
 From a solution of pinB-Bneop and B2pin2 (50mol%) in n-pentane at -40 deg. C.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 37 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.0 deg in ω.
 Each frame was exposured for 5 s (low 2θ angles) or 30 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            6940
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.346
_diffrn_reflns_theta_max         76.444
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6940
_reflns_number_gt                5924
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;






_refine_special_details          
;
 The crystal is non-merohedrally twinned by 180deg rotation about the
 a-axis and was refined accordingly using a data set containing only 
 reflections form exclusively the major component and those with 
 contributions of both the major and the minor component.
 The twin factor refined to 0.271(2).

 The structure contains several disordered Bpin and Bneop moieties.
 Split atom models were established for each disordered part 
 employing similarity restraint (SAME) and refining only a common 
 ADP for heavily correlating groups of atoms.
 The structure comprises two independent molecules one fully occupied 
 by pinB-Bneop and the second one occupied by B2pin2 (disordered over 
 two positions, SOF: 0.222(3), 0.109(2)) and pinB-Bneop in a over all
 ratio of 1/3 to 2/3.

 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom. 
 Non-disordered methyl groups were treated as a rigid bodies and allowed to 
 rotate about the E-CH3 bond but not tip.
 
 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     
'w=1/[σ²(Fo²)+(0.0897P)²+1.0784P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6940
_refine_ls_number_parameters     432
_refine_ls_number_restraints     97
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0690
_refine_ls_wR_factor_ref         0.1852
_refine_ls_wR_factor_gt          0.1783
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.095
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.01795(14) 0.8245(2) 0.2029(2) 0.0450(6) Uani 1 1 d D . . . .
C2 C 0.06029(12) 0.9269(2) 0.24653(19) 0.0408(5) Uani 1 1 d D . . . .
C3 C 0.0249(2) 0.7985(3) 0.0759(2) 0.0687(10) Uani 1 1 d D . . . .
H3A H 0.071717 0.800602 0.058281 0.103 Uiso 1 1 calc R U . . .
H3B H 0.000471 0.855292 0.029537 0.103 Uiso 1 1 calc R U . . .
H3C H 0.006895 0.722782 0.058541 0.103 Uiso 1 1 calc R U . . .
C4 C -0.05402(15) 0.8291(3) 0.2306(3) 0.0627(8) Uani 1 1 d D . . . .
H4A H -0.077044 0.762646 0.197716 0.094 Uiso 1 1 calc R U . . .
H4B H -0.074073 0.898497 0.198281 0.094 Uiso 1 1 calc R U . . .
H4C H -0.057691 0.829153 0.313827 0.094 Uiso 1 1 calc R U . . .
C5 C 0.07031(16) 1.0191(2) 0.1582(2) 0.0557(7) Uani 1 1 d D . . . .
H5A H 0.100043 1.077497 0.191171 0.084 Uiso 1 1 calc R U . . .
H5B H 0.027567 1.053564 0.135769 0.084 Uiso 1 1 calc R U . . .
H5C H 0.089802 0.985877 0.090831 0.084 Uiso 1 1 calc R U . . .
C6 C 0.03536(14) 0.9796(2) 0.3553(2) 0.0489(6) Uani 1 1 d D . . . .
H6A H 0.028415 0.919785 0.411749 0.073 Uiso 1 1 calc R U . . .
H6B H -0.006508 1.019088 0.337565 0.073 Uiso 1 1 calc R U . . .
H6C H 0.068139 1.033949 0.386676 0.073 Uiso 1 1 calc R U . . .
C7 C 0.20788(13) 0.4892(2) 0.4229(2) 0.0484(6) Uani 1 1 d . . . . .
H7A H 0.221887 0.441433 0.358726 0.058 Uiso 1 1 calc R U . . .
H7B H 0.189913 0.438198 0.481159 0.058 Uiso 1 1 calc R U . . .
C8 C 0.26750(13) 0.5510(2) 0.4750(2) 0.0478(6) Uani 1 1 d . . . . .
C9 C 0.29039(13) 0.6324(3) 0.3834(2) 0.0517(6) Uani 1 1 d . . . . .
H9A H 0.327230 0.679424 0.415796 0.062 Uiso 1 1 calc R U . . .
H9B H 0.307137 0.588017 0.318906 0.062 Uiso 1 1 calc R U . . .
C10 C 0.32204(17) 0.4651(3) 0.5060(3) 0.0740(10) Uani 1 1 d . . . . .
H10A H 0.331537 0.420022 0.438234 0.111 Uiso 1 1 calc R U . . .
H10B H 0.307448 0.414609 0.566439 0.111 Uiso 1 1 calc R U . . .
H10C H 0.362122 0.505443 0.533109 0.111 Uiso 1 1 calc R U . . .
C11 C 0.24951(16) 0.6170(3) 0.5820(2) 0.0599(8) Uani 1 1 d . . . . .
H11A H 0.232904 0.564138 0.638659 0.090 Uiso 1 1 calc R U . . .
H11B H 0.215237 0.673127 0.561359 0.090 Uiso 1 1 calc R U . . .
H11C H 0.288879 0.655905 0.614482 0.090 Uiso 1 1 calc R U . . .
B1 B 0.11271(13) 0.7604(2) 0.2946(2) 0.0375(5) Uani 1 1 d D . . . .
B2 B 0.17315(14) 0.6696(2) 0.3440(2) 0.0403(6) Uani 1 1 d . . . . .
O1 O 0.04951(8) 0.72915(14) 0.26445(13) 0.0394(4) Uani 1 1 d D . . . .
O2 O 0.12401(8) 0.87481(14) 0.27743(15) 0.0416(4) Uani 1 1 d D . . . .
O3 O 0.15650(8) 0.56544(14) 0.38145(15) 0.0431(4) Uani 1 1 d . . . . .
O4 O 0.23740(9) 0.70559(16) 0.34122(15) 0.0469(4) Uani 1 1 d . . . . .
C12 C 0.23825(16) 0.0687(3) 0.5555(3) 0.0487(8) Uani 0.814(3) 1 d D . P A 1
C13 C 0.28108(18) 0.0775(3) 0.4501(3) 0.0503(8) Uani 0.814(3) 1 d D . P A 1
C14 C 0.2002(3) -0.0412(5) 0.5672(4) 0.0703(14) Uani 0.814(3) 1 d D . P A 1
H14A H 0.167635 -0.048728 0.502960 0.105 Uiso 0.814(3) 1 calc R U P A 1
H14B H 0.230958 -0.105518 0.567083 0.105 Uiso 0.814(3) 1 calc R U P A 1
H14C H 0.177376 -0.040565 0.639262 0.105 Uiso 0.814(3) 1 calc R U P A 1
C15 C 0.1927(3) 0.1708(7) 0.5653(5) 0.0746(14) Uani 0.814(3) 1 d D . P A 1
H15A H 0.158487 0.168627 0.503205 0.112 Uiso 0.814(3) 1 calc R U P A 1
H15B H 0.171886 0.168636 0.639121 0.112 Uiso 0.814(3) 1 calc R U P A 1
H15C H 0.218538 0.240861 0.559710 0.112 Uiso 0.814(3) 1 calc R U P A 1
C16 C 0.3077(3) -0.0337(4) 0.4106(5) 0.0831(16) Uani 0.814(3) 1 d D . P A 1
H16A H 0.271207 -0.081147 0.380231 0.125 Uiso 0.814(3) 1 calc R U P A 1
H16B H 0.338913 -0.020115 0.350448 0.125 Uiso 0.814(3) 1 calc R U P A 1
H16C H 0.330583 -0.072524 0.475155 0.125 Uiso 0.814(3) 1 calc R U P A 1
C17 C 0.2487(4) 0.1397(7) 0.3473(4) 0.0738(14) Uani 0.814(3) 1 d D . P A 1
H17A H 0.210866 0.095508 0.316555 0.111 Uiso 0.814(3) 1 calc R U P A 1
H17B H 0.233551 0.214624 0.371427 0.111 Uiso 0.814(3) 1 calc R U P A 1
H17C H 0.280958 0.148743 0.288120 0.111 Uiso 0.814(3) 1 calc R U P A 1
O5 O 0.28684(13) 0.0803(3) 0.6510(2) 0.0592(8) Uani 0.814(3) 1 d D . P A 1
O6 O 0.33761(13) 0.1453(2) 0.4947(2) 0.0578(7) Uani 0.814(3) 1 d D . P A 1
B3 B 0.33890(18) 0.1355(3) 0.6139(3) 0.0520(8) Uani 0.814(3) 1 d D . P A 1
C12A C 0.2662(6) 0.0039(9) 0.5415(10) 0.0503(8) Uani 0.186(3) 1 d D . P A 2
C13A C 0.2455(5) 0.1208(10) 0.4938(10) 0.0487(8) Uani 0.186(3) 1 d D . P A 2
C14A C 0.3121(10) -0.0695(18) 0.4716(17) 0.0831(16) Uani 0.186(3) 1 d D . P A 2
H14D H 0.288034 -0.096081 0.402008 0.125 Uiso 0.186(3) 1 calc R U P A 2
H14E H 0.350350 -0.024289 0.450672 0.125 Uiso 0.186(3) 1 calc R U P A 2
H14F H 0.327263 -0.135001 0.517403 0.125 Uiso 0.186(3) 1 calc R U P A 2
C15A C 0.2107(10) -0.067(2) 0.585(2) 0.0703(14) Uani 0.186(3) 1 d D . P A 2
H15D H 0.181873 -0.092309 0.520572 0.105 Uiso 0.186(3) 1 calc R U P A 2
H15E H 0.229097 -0.133036 0.626300 0.105 Uiso 0.186(3) 1 calc R U P A 2
H15F H 0.184995 -0.021073 0.637210 0.105 Uiso 0.186(3) 1 calc R U P A 2
C16A C 0.2403(19) 0.130(3) 0.3657(13) 0.0738(14) Uani 0.186(3) 1 d D . P A 2
H16D H 0.203594 0.082438 0.335802 0.111 Uiso 0.186(3) 1 calc R U P A 2
H16E H 0.232338 0.208991 0.343565 0.111 Uiso 0.186(3) 1 calc R U P A 2
H16F H 0.281654 0.103496 0.334177 0.111 Uiso 0.186(3) 1 calc R U P A 2
C17A C 0.1835(10) 0.173(3) 0.542(3) 0.0746(14) Uani 0.186(3) 1 d D . P A 2
H17D H 0.144851 0.126800 0.518555 0.112 Uiso 0.186(3) 1 calc R U P A 2
H17E H 0.188313 0.174687 0.625804 0.112 Uiso 0.186(3) 1 calc R U P A 2
H17F H 0.177516 0.250348 0.512812 0.112 Uiso 0.186(3) 1 calc R U P A 2
O5A O 0.3071(6) 0.0388(9) 0.6431(9) 0.0592(8) Uani 0.186(3) 1 d D . P A 2
O6A O 0.3016(5) 0.1939(8) 0.5322(8) 0.0578(7) Uani 0.186(3) 1 d D . P A 2
B3A B 0.33890(18) 0.1355(3) 0.6139(3) 0.0520(8) Uani 0.186(3) 1 d D . P A 2
C18 C 0.4676(2) 0.1848(5) 0.8779(4) 0.0569(12) Uani 0.669(3) 1 d . . P B 3
H18A H 0.495892 0.124506 0.913246 0.068 Uiso 0.669(3) 1 calc R U P B 3
H18B H 0.444166 0.222870 0.939662 0.068 Uiso 0.669(3) 1 calc R U P B 3
C19 C 0.5107(2) 0.2705(5) 0.8203(4) 0.0487(10) Uani 0.669(3) 1 d . . P B 3
C20 C 0.4653(4) 0.3549(7) 0.7629(7) 0.075(2) Uani 0.669(3) 1 d . . P B 3
H20A H 0.442854 0.399065 0.821714 0.091 Uiso 0.669(3) 1 calc R U P B 3
H20B H 0.491467 0.408529 0.718092 0.091 Uiso 0.669(3) 1 calc R U P B 3
C21 C 0.5505(3) 0.2101(7) 0.7333(6) 0.085(2) Uani 0.669(3) 1 d . . P B 3
H21A H 0.580095 0.154962 0.772239 0.127 Uiso 0.669(3) 1 calc R U P B 3
H21B H 0.520604 0.170411 0.678464 0.127 Uiso 0.669(3) 1 calc R U P B 3
H21C H 0.576826 0.265627 0.692721 0.127 Uiso 0.669(3) 1 calc R U P B 3
C22 C 0.5559(3) 0.3309(5) 0.9070(4) 0.0738(15) Uani 0.669(3) 1 d . . P B 3
H22A H 0.585839 0.275704 0.944965 0.111 Uiso 0.669(3) 1 calc R U P B 3
H22B H 0.581880 0.388191 0.868129 0.111 Uiso 0.669(3) 1 calc R U P B 3
H22C H 0.529391 0.368013 0.964166 0.111 Uiso 0.669(3) 1 calc R U P B 3
O7 O 0.41920(15) 0.1333(3) 0.7974(2) 0.0577(8) Uani 0.669(3) 1 d . . P B 3
O8 O 0.4155(3) 0.2999(4) 0.6867(4) 0.0687(16) Uani 0.669(3) 1 d . . P B 3
B4 B 0.4019(2) 0.1917(3) 0.7008(3) 0.0627(9) Uani 0.669(3) 1 d . . P B 3
C18A C 0.5039(4) 0.1961(10) 0.8078(8) 0.048(3) Uani 0.222(3) 1 d D . P C 4
C19A C 0.4790(6) 0.3182(9) 0.7851(12) 0.058(5) Uani 0.222(3) 1 d D . P C 4
C20A C 0.5769(6) 0.181(2) 0.7842(17) 0.085(2) Uani 0.222(3) 1 d D . P C 4
H20C H 0.604044 0.225290 0.839284 0.127 Uiso 0.222(3) 1 calc R U P C 4
H20D H 0.588725 0.100047 0.791875 0.127 Uiso 0.222(3) 1 calc R U P C 4
H20E H 0.584851 0.206223 0.706392 0.127 Uiso 0.222(3) 1 calc R U P C 4
C21A C 0.4909(12) 0.1512(18) 0.9266(11) 0.080(6) Uani 0.222(3) 1 d D . P C 4
H21F H 0.517348 0.194226 0.984013 0.120 Uiso 0.222(3) 1 calc R U P C 4
H21G H 0.443812 0.159889 0.940979 0.120 Uiso 0.222(3) 1 calc R U P C 4
H21H H 0.502967 0.070713 0.931364 0.120 Uiso 0.222(3) 1 calc R U P C 4
C22A C 0.5174(10) 0.3804(14) 0.6939(16) 0.063(4) Uani 0.222(3) 1 d D . P C 4
H22D H 0.562684 0.395048 0.723615 0.094 Uiso 0.222(3) 1 calc R U P C 4
H22E H 0.518556 0.333093 0.625066 0.094 Uiso 0.222(3) 1 calc R U P C 4
H22F H 0.495494 0.452599 0.674781 0.094 Uiso 0.222(3) 1 calc R U P C 4
C23A C 0.4754(12) 0.3947(18) 0.8882(18) 0.093(5) Uani 0.222(3) 1 d D . P C 4
H23A H 0.519892 0.406037 0.922845 0.140 Uiso 0.222(3) 1 calc R U P C 4
H23B H 0.456591 0.468202 0.864420 0.140 Uiso 0.222(3) 1 calc R U P C 4
H23C H 0.447222 0.359447 0.944114 0.140 Uiso 0.222(3) 1 calc R U P C 4
O7A O 0.4633(4) 0.1291(6) 0.7255(8) 0.053(2) Uani 0.222(3) 1 d D . P C 4
O8A O 0.4121(6) 0.3005(9) 0.7320(13) 0.070(6) Uani 0.222(3) 1 d D . P C 4
B4A B 0.4019(2) 0.1917(3) 0.7008(3) 0.0627(9) Uani 0.222(3) 1 d D . P C 4
C18B C 0.5125(6) 0.2553(17) 0.7342(14) 0.048(3) Uani 0.109(2) 1 d D . P D 5
C19B C 0.4713(8) 0.2703(18) 0.8414(13) 0.058(5) Uani 0.109(2) 1 d D . P D 5
C20B C 0.527(2) 0.366(2) 0.674(3) 0.063(4) Uani 0.109(2) 1 d D . P D 5
H20F H 0.555734 0.413675 0.723879 0.094 Uiso 0.109(2) 1 calc R U P D 5
H20G H 0.548693 0.350549 0.602764 0.094 Uiso 0.109(2) 1 calc R U P D 5
H20H H 0.485185 0.406735 0.656447 0.094 Uiso 0.109(2) 1 calc R U P D 5
C21B C 0.5767(10) 0.191(4) 0.760(3) 0.085(2) Uani 0.109(2) 1 d D . P D 5
H21D H 0.606502 0.236765 0.809439 0.127 Uiso 0.109(2) 1 calc R U P D 5
H21E H 0.567074 0.119109 0.798880 0.127 Uiso 0.109(2) 1 calc R U P D 5
H21I H 0.597947 0.174080 0.688259 0.127 Uiso 0.109(2) 1 calc R U P D 5
C22B C 0.4764(19) 0.390(3) 0.893(4) 0.093(5) Uani 0.109(2) 1 d D . P D 5
H22G H 0.521170 0.401551 0.926574 0.140 Uiso 0.109(2) 1 calc R U P D 5
H22H H 0.467187 0.446141 0.832717 0.140 Uiso 0.109(2) 1 calc R U P D 5
H22I H 0.444259 0.397705 0.952346 0.140 Uiso 0.109(2) 1 calc R U P D 5
C23B C 0.483(2) 0.182(4) 0.933(2) 0.080(6) Uani 0.109(2) 1 d D . P D 5
H23D H 0.528686 0.188807 0.965812 0.120 Uiso 0.109(2) 1 calc R U P D 5
H23E H 0.452131 0.193282 0.993986 0.120 Uiso 0.109(2) 1 calc R U P D 5
H23F H 0.476897 0.105914 0.900359 0.120 Uiso 0.109(2) 1 calc R U P D 5
O7B O 0.4692(5) 0.1838(14) 0.6603(12) 0.053(2) Uani 0.109(2) 1 d D . P D 5
O8B O 0.4030(7) 0.259(2) 0.7929(14) 0.070(6) Uani 0.109(2) 1 d D . P D 5
B4B B 0.4019(2) 0.1917(3) 0.7008(3) 0.0627(9) Uani 0.109(2) 1 d D . P D 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
C1 O1 1.464(3) . ?
C1 C4 1.508(4) . ?
C1 C3 1.530(4) . ?
C1 C2 1.550(4) . ?
C2 O2 1.458(3) . ?
C2 C5 1.519(3) . ?
C2 C6 1.524(3) . ?
C7 O3 1.441(3) . ?
C7 C8 1.512(4) . ?
C8 C9 1.526(4) . ?
C8 C10 1.528(4) . ?
C8 C11 1.532(4) . ?
C9 O4 1.444(3) . ?
B1 O1 1.361(3) . ?
B1 O2 1.382(3) . ?
B1 B2 1.705(4) . ?
B2 O3 1.350(3) . ?
B2 O4 1.370(3) . ?
C12 O5 1.460(3) . ?
C12 C14 1.516(6) . ?
C12 C15 1.522(7) . ?
C12 C13 1.544(5) . ?
C13 O6 1.470(4) . ?
C13 C16 1.497(6) . ?
C13 C17 1.529(7) . ?
O5 B3 1.329(4) . ?
O6 B3 1.398(4) . ?
C12A O5A 1.474(9) . ?
C12A C15A 1.507(12) . ?
C12A C14A 1.533(11) . ?
C12A C13A 1.536(10) . ?
C13A O6A 1.477(9) . ?
C13A C16A 1.501(11) . ?
C13A C17A 1.530(11) . ?
O5A B3A 1.359(9) . ?
O6A B3A 1.373(8) . ?
C18 O7 1.458(6) . ?
C18 C19 1.513(7) . ?
C19 C20 1.492(9) . ?
C19 C21 1.507(8) . ?
C19 C22 1.512(6) . ?
C20 O8 1.464(8) . ?
O7 B4 1.354(5) . ?
O8 B4 1.315(6) . ?
C18A O7A 1.467(9) . ?
C18A C21A 1.522(10) . ?
C18A C20A 1.527(10) . ?
C18A C19A 1.543(9) . ?
C19A O8A 1.477(10) . ?
C19A C23A 1.509(10) . ?
C19A C22A 1.535(10) . ?
O7A B4A 1.460(7) . ?
O8A B4A 1.344(9) . ?
C18B O7B 1.467(10) . ?
C18B C20B 1.521(10) . ?
C18B C21B 1.524(10) . ?
C18B C19B 1.549(10) . ?
C19B O8B 1.475(10) . ?
C19B C23B 1.509(11) . ?
C19B C22B 1.530(11) . ?
O7B B4B 1.467(9) . ?
O8B B4B 1.340(9) . ?

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 C1 C4 109.0(2) . . ?
O1 C1 C3 105.4(2) . . ?
C4 C1 C3 110.5(3) . . ?
O1 C1 C2 102.26(18) . . ?
C4 C1 C2 115.2(2) . . ?
C3 C1 C2 113.6(2) . . ?
O2 C2 C5 108.9(2) . . ?
O2 C2 C6 106.76(19) . . ?
C5 C2 C6 109.7(2) . . ?
O2 C2 C1 102.93(19) . . ?
C5 C2 C1 114.9(2) . . ?
C6 C2 C1 113.1(2) . . ?
O3 C7 C8 112.6(2) . . ?
C7 C8 C9 106.4(2) . . ?
C7 C8 C10 109.3(3) . . ?
C9 C8 C10 110.0(3) . . ?
C7 C8 C11 110.9(2) . . ?
C9 C8 C11 110.3(3) . . ?
C10 C8 C11 109.8(2) . . ?
O4 C9 C8 111.7(2) . . ?
O1 B1 O2 112.7(2) . . ?
O1 B1 B2 124.6(2) . . ?
O2 B1 B2 122.6(2) . . ?
O3 B2 O4 122.7(2) . . ?
O3 B2 B1 119.6(2) . . ?
O4 B2 B1 117.7(2) . . ?
B1 O1 C1 107.62(19) . . ?
B1 O2 C2 107.16(19) . . ?
B2 O3 C7 119.2(2) . . ?
B2 O4 C9 119.8(2) . . ?
O5 C12 C14 109.7(3) . . ?
O5 C12 C15 104.9(3) . . ?
C14 C12 C15 110.8(4) . . ?
O5 C12 C13 102.8(3) . . ?
C14 C12 C13 115.9(4) . . ?
C15 C12 C13 111.8(4) . . ?
O6 C13 C16 107.3(3) . . ?
O6 C13 C17 108.4(3) . . ?
C16 C13 C17 108.8(5) . . ?
O6 C13 C12 102.1(2) . . ?
C16 C13 C12 114.4(4) . . ?
C17 C13 C12 115.1(4) . . ?
B3 O5 C12 108.1(3) . . ?
B3 O6 C13 106.6(2) . . ?
O5 B3 O6 112.9(3) . . ?
O5A C12A C15A 106.3(11) . . ?
O5A C12A C14A 104.8(10) . . ?
C15A C12A C14A 110.5(13) . . ?
O5A C12A C13A 100.1(7) . . ?
C15A C12A C13A 115.1(11) . . ?
C14A C12A C13A 118.2(11) . . ?
O6A C13A C16A 106.2(13) . . ?
O6A C13A C17A 106.7(13) . . ?
C16A C13A C17A 108.7(14) . . ?
O6A C13A C12A 102.7(7) . . ?
C16A C13A C12A 115.5(14) . . ?
C17A C13A C12A 116.0(13) . . ?
B3A O5A C12A 106.6(7) . . ?
B3A O6A C13A 108.0(7) . . ?
O5A B3A O6A 110.1(6) . . ?
O7 C18 C19 111.9(4) . . ?
C20 C19 C21 110.4(6) . . ?
C20 C19 C22 109.2(6) . . ?
C21 C19 C22 110.4(5) . . ?
C20 C19 C18 106.8(5) . . ?
C21 C19 C18 109.0(5) . . ?
C22 C19 C18 111.0(4) . . ?
O8 C20 C19 111.8(6) . . ?
B4 O7 C18 117.8(3) . . ?
B4 O8 C20 119.6(5) . . ?
O8 B4 O7 123.3(4) . . ?
O7A C18A C21A 107.3(10) . . ?
O7A C18A C20A 109.6(10) . . ?
C21A C18A C20A 109.6(11) . . ?
O7A C18A C19A 102.6(6) . . ?
C21A C18A C19A 114.2(10) . . ?
C20A C18A C19A 113.1(10) . . ?
O8A C19A C23A 110.0(11) . . ?
O8A C19A C22A 105.0(11) . . ?
C23A C19A C22A 108.5(11) . . ?
O8A C19A C18A 103.1(7) . . ?
C23A C19A C18A 116.5(11) . . ?
C22A C19A C18A 113.0(10) . . ?
B4A O7A C18A 107.7(6) . . ?
B4A O8A C19A 112.0(7) . . ?
O8A B4A O7A 108.0(6) . . ?
O7B C18B C20B 109.9(13) . . ?
O7B C18B C21B 108.1(13) . . ?
C20B C18B C21B 110.1(13) . . ?
O7B C18B C19B 102.3(8) . . ?
C20B C18B C19B 113.5(13) . . ?
C21B C18B C19B 112.6(12) . . ?
O8B C19B C23B 109.3(14) . . ?
O8B C19B C22B 106.0(13) . . ?
C23B C19B C22B 110.3(13) . . ?
O8B C19B C18B 102.1(9) . . ?
C23B C19B C18B 115.1(13) . . ?
C22B C19B C18B 113.2(13) . . ?
B4B O7B C18B 108.1(8) . . ?
B4B O8B C19B 109.8(9) . . ?
O8B B4B O7B 108.5(8) . . ?

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 C2 O2 26.5(2) . . . . ?
C4 C1 C2 O2 144.6(2) . . . . ?
C3 C1 C2 O2 -86.5(2) . . . . ?
O1 C1 C2 C5 144.8(2) . . . . ?
C4 C1 C2 C5 -97.2(3) . . . . ?
C3 C1 C2 C5 31.7(3) . . . . ?
O1 C1 C2 C6 -88.2(2) . . . . ?
C4 C1 C2 C6 29.8(3) . . . . ?
C3 C1 C2 C6 158.7(2) . . . . ?
O3 C7 C8 C9 -55.8(3) . . . . ?
O3 C7 C8 C10 -174.5(2) . . . . ?
O3 C7 C8 C11 64.3(3) . . . . ?
C7 C8 C9 O4 54.3(3) . . . . ?
C10 C8 C9 O4 172.6(2) . . . . ?
C11 C8 C9 O4 -66.1(3) . . . . ?
O1 B1 B2 O3 -16.0(4) . . . . ?
O2 B1 B2 O3 166.2(2) . . . . ?
O1 B1 B2 O4 162.5(2) . . . . ?
O2 B1 B2 O4 -15.3(3) . . . . ?
O2 B1 O1 C1 10.7(3) . . . . ?
B2 B1 O1 C1 -167.3(2) . . . . ?
C4 C1 O1 B1 -145.3(2) . . . . ?
C3 C1 O1 B1 96.1(3) . . . . ?
C2 C1 O1 B1 -23.0(2) . . . . ?
O1 B1 O2 C2 7.7(3) . . . . ?
B2 B1 O2 C2 -174.3(2) . . . . ?
C5 C2 O2 B1 -143.7(2) . . . . ?
C6 C2 O2 B1 98.0(2) . . . . ?
C1 C2 O2 B1 -21.3(2) . . . . ?
O4 B2 O3 C7 1.5(4) . . . . ?
B1 B2 O3 C7 179.9(2) . . . . ?
C8 C7 O3 B2 29.5(3) . . . . ?
O3 B2 O4 C9 -2.3(4) . . . . ?
B1 B2 O4 C9 179.3(2) . . . . ?
C8 C9 O4 B2 -27.5(3) . . . . ?
O5 C12 C13 O6 -26.4(4) . . . . ?
C14 C12 C13 O6 -146.1(3) . . . . ?
C15 C12 C13 O6 85.6(4) . . . . ?
O5 C12 C13 C16 89.2(4) . . . . ?
C14 C12 C13 C16 -30.5(4) . . . . ?
C15 C12 C13 C16 -158.8(4) . . . . ?
O5 C12 C13 C17 -143.7(4) . . . . ?
C14 C12 C13 C17 96.7(5) . . . . ?
C15 C12 C13 C17 -31.7(5) . . . . ?
C14 C12 O5 B3 147.8(4) . . . . ?
C15 C12 O5 B3 -93.2(4) . . . . ?
C13 C12 O5 B3 23.9(4) . . . . ?
C16 C13 O6 B3 -100.1(4) . . . . ?
C17 C13 O6 B3 142.4(4) . . . . ?
C12 C13 O6 B3 20.5(4) . . . . ?
C12 O5 B3 O6 -11.8(4) . . . . ?
C13 O6 B3 O5 -6.5(4) . . . . ?
O5A C12A C13A O6A 29.0(11) . . . . ?
C15A C12A C13A O6A 142.4(14) . . . . ?
C14A C12A C13A O6A -84.0(13) . . . . ?
O5A C12A C13A C16A 144.1(16) . . . . ?
C15A C12A C13A C16A -102.5(19) . . . . ?
C14A C12A C13A C16A 31.1(19) . . . . ?
O5A C12A C13A C17A -87.0(16) . . . . ?
C15A C12A C13A C17A 26(2) . . . . ?
C14A C12A C13A C17A 160.0(16) . . . . ?
C15A C12A O5A B3A -155.5(14) . . . . ?
C14A C12A O5A B3A 87.4(13) . . . . ?
C13A C12A O5A B3A -35.5(12) . . . . ?
C16A C13A O6A B3A -135.7(17) . . . . ?
C17A C13A O6A B3A 108.5(14) . . . . ?
C12A C13A O6A B3A -14.0(12) . . . . ?
C12A O5A B3A O6A 28.9(12) . . . . ?
C13A O6A B3A O5A -8.6(12) . . . . ?
O7 C18 C19 C20 55.5(7) . . . . ?
O7 C18 C19 C21 -63.7(6) . . . . ?
O7 C18 C19 C22 174.5(5) . . . . ?
C21 C19 C20 O8 64.6(8) . . . . ?
C22 C19 C20 O8 -173.9(6) . . . . ?
C18 C19 C20 O8 -53.7(8) . . . . ?
C19 C18 O7 B4 -23.4(6) . . . . ?
C19 C20 O8 B4 20.3(10) . . . . ?
C20 O8 B4 O7 16.3(9) . . . . ?
C18 O7 B4 O8 -14.4(7) . . . . ?
O7A C18A C19A O8A 22.8(11) . . . . ?
C21A C18A C19A O8A -93.0(13) . . . . ?
C20A C18A C19A O8A 140.7(12) . . . . ?
O7A C18A C19A C23A 143.3(12) . . . . ?
C21A C18A C19A C23A 27.6(17) . . . . ?
C20A C18A C19A C23A -98.7(14) . . . . ?
O7A C18A C19A C22A -90.1(11) . . . . ?
C21A C18A C19A C22A 154.2(13) . . . . ?
C20A C18A C19A C22A 27.9(15) . . . . ?
C21A C18A O7A B4A 95.2(11) . . . . ?
C20A C18A O7A B4A -146.0(10) . . . . ?
C19A C18A O7A B4A -25.5(9) . . . . ?
C23A C19A O8A B4A -137.7(14) . . . . ?
C22A C19A O8A B4A 105.8(13) . . . . ?
C18A C19A O8A B4A -12.8(14) . . . . ?
C19A O8A B4A O7A -3.0(14) . . . . ?
C18A O7A B4A O8A 18.8(11) . . . . ?
O7B C18B C19B O8B -27.9(17) . . . . ?
C20B C18B C19B O8B 90(2) . . . . ?
C21B C18B C19B O8B -144(2) . . . . ?
O7B C18B C19B C23B 90(2) . . . . ?
C20B C18B C19B C23B -151(2) . . . . ?
C21B C18B C19B C23B -25(3) . . . . ?
O7B C18B C19B C22B -141(2) . . . . ?
C20B C18B C19B C22B -23(2) . . . . ?
C21B C18B C19B C22B 103(2) . . . . ?
C20B C18B O7B B4B -102.2(19) . . . . ?
C21B C18B O7B B4B 137.6(17) . . . . ?
C19B C18B O7B B4B 18.6(16) . . . . ?
C23B C19B O8B B4B -93(2) . . . . ?
C22B C19B O8B B4B 148(2) . . . . ?
C18B C19B O8B B4B 29(2) . . . . ?
C19B O8B B4B O7B -18(2) . . . . ?
C18B O7B B4B O8B -1.2(18) . . . . ?

_refine_diff_density_max         0.490
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_wo14wo
_database_code_depnum_ccdc_archive 'CCDC 1820518'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'0.5 ((C11H22B2O4), 0.42 (C11H22B2O4), 0.08 (C12H24B2O4)'
_chemical_formula_sum            'C11.08 H22.16 B2 O4'
_chemical_formula_weight         241.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   20.4063(9)
_cell_length_b                   11.6263(5)
_cell_length_c                   11.6803(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.014(4)
_cell_angle_gamma                90
_cell_volume                     2769.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    8654
_cell_measurement_theta_min      4.3200
_cell_measurement_theta_max      74.0200

_exptl_crystal_description       irregular
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             1045
_exptl_crystal_size_max          0.182
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.093
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_min  0.84773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan


_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_recrystallization_method 
;
 From a solution in n-pentane at -40 deg C.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 38 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.5 deg in ω.
 Each frame was exposured for 7 s (low 2θ angles) or 30 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;



_diffrn_ambient_temperature      101(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            49157
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0758
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.336
_diffrn_reflns_theta_max         67.997
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5034
_reflns_number_gt                3817
_reflns_threshold_expression     'I > 2σ(I)'


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;

_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;

_computing_data_reduction        
;

 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;

_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;

_computing_structure_refinement  
;
 SHELXL-2014/7 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3--8)
;

_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;

_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;

_refine_special_details          
;
 A disordered Bpin group of one of two independent molecules in the asymmetric
 unit was refined using a split atom model (0.836(3) SOF of main component).
 Restrains were employed (ISOR, SAME).


 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom. Methyl
 groups were treated as rigid bodies and allowed to rotate about the E-CH3 
 bond but not tip.

 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     
'w=1/[σ²(Fo²)+(0.0893P)²+0.7011P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5034
_refine_ls_number_parameters     396
_refine_ls_number_restraints     68
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1600
_refine_ls_wR_factor_gt          0.1454
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.053
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.93677(9) 0.06511(17) 0.25020(16) 0.0342(4) Uani 1 1 d . . . . .
C2 C 0.97864(10) 0.16750(18) 0.29723(18) 0.0384(5) Uani 1 1 d . . . . .
C3 C 0.96191(12) 0.0141(2) 0.14032(18) 0.0452(5) Uani 1 1 d . . . . .
H3A H 0.9300 -0.0415 0.1089 0.068 Uiso 1 1 calc R U . . .
H3B H 1.0038 -0.0247 0.1567 0.068 Uiso 1 1 calc R U . . .
H3C H 0.9682 0.0757 0.0845 0.068 Uiso 1 1 calc R U . . .
C4 C 0.92539(11) -0.0303(2) 0.3356(2) 0.0466(5) Uani 1 1 d . . . . .
H4A H 0.9067 0.0022 0.4047 0.070 Uiso 1 1 calc R U . . .
H4B H 0.9672 -0.0679 0.3559 0.070 Uiso 1 1 calc R U . . .
H4C H 0.8949 -0.0869 0.3015 0.070 Uiso 1 1 calc R U . . .
C5 C 1.05049(11) 0.1618(2) 0.2696(3) 0.0569(6) Uani 1 1 d . . . . .
H5A H 1.0549 0.1633 0.1864 0.085 Uiso 1 1 calc R U . . .
H5B H 1.0696 0.0906 0.3008 0.085 Uiso 1 1 calc R U . . .
H5C H 1.0735 0.2280 0.3039 0.085 Uiso 1 1 calc R U . . .
C6 C 0.97069(15) 0.1900(2) 0.4241(2) 0.0591(7) Uani 1 1 d . . . . .
H6A H 0.9911 0.2637 0.4449 0.089 Uiso 1 1 calc R U . . .
H6B H 0.9919 0.1282 0.4688 0.089 Uiso 1 1 calc R U . . .
H6C H 0.9239 0.1925 0.4404 0.089 Uiso 1 1 calc R U . . .
C7 C 0.71025(10) 0.36630(18) 0.11935(18) 0.0400(5) Uani 1 1 d . . . . .
H7A H 0.6934 0.4119 0.1836 0.048 Uiso 1 1 calc R U . . .
H7B H 0.6739 0.3180 0.0881 0.048 Uiso 1 1 calc R U . . .
C8 C 0.73278(9) 0.44747(17) 0.02651(17) 0.0372(4) Uani 1 1 d . . . . .
C9 C 0.79244(10) 0.51143(17) 0.07751(19) 0.0396(5) Uani 1 1 d . . . . .
H9A H 0.8103 0.5627 0.0185 0.048 Uiso 1 1 calc R U . . .
H9B H 0.7786 0.5600 0.1419 0.048 Uiso 1 1 calc R U . . .
C10 C 0.75075(11) 0.3811(2) -0.08039(19) 0.0468(5) Uani 1 1 d . . . . .
H10A H 0.7853 0.3253 -0.0605 0.070 Uiso 1 1 calc R U . . .
H10B H 0.7666 0.4349 -0.1379 0.070 Uiso 1 1 calc R U . . .
H10C H 0.7120 0.3406 -0.1115 0.070 Uiso 1 1 calc R U . . .
C11 C 0.67853(11) 0.5343(2) -0.0031(2) 0.0534(6) Uani 1 1 d . . . . .
H11A H 0.6385 0.4931 -0.0274 0.080 Uiso 1 1 calc R U . . .
H11B H 0.6924 0.5841 -0.0654 0.080 Uiso 1 1 calc R U . . .
H11C H 0.6699 0.5811 0.0644 0.080 Uiso 1 1 calc R U . . .
C12 C 0.76103(10) 0.5692(2) 0.44492(18) 0.0433(5) Uani 1 1 d D . . . .
C13 C 0.71793(11) 0.57818(19) 0.55059(19) 0.0435(5) Uani 1 1 d D . . . .
C14 C 0.79827(14) 0.4571(2) 0.4331(2) 0.0628(7) Uani 1 1 d D . . . .
H14A H 0.7671 0.3930 0.4275 0.094 Uiso 1 1 calc R U . . .
H14B H 0.8277 0.4462 0.5003 0.094 Uiso 1 1 calc R U . . .
H14C H 0.8240 0.4597 0.3639 0.094 Uiso 1 1 calc R U . . .
C15 C 0.80666(12) 0.6724(2) 0.4329(2) 0.0578(6) Uani 1 1 d D . . . .
H15A H 0.8260 0.6708 0.3573 0.087 Uiso 1 1 calc R U . . .
H15B H 0.8416 0.6690 0.4925 0.087 Uiso 1 1 calc R U . . .
H15C H 0.7816 0.7437 0.4412 0.087 Uiso 1 1 calc R U . . .
C16 C 0.69122(14) 0.4639(2) 0.5896(3) 0.0681(8) Uani 1 1 d D . . . .
H16A H 0.6572 0.4771 0.6453 0.102 Uiso 1 1 calc R U . . .
H16B H 0.7268 0.4184 0.6253 0.102 Uiso 1 1 calc R U . . .
H16C H 0.6723 0.4222 0.5234 0.102 Uiso 1 1 calc R U . . .
C17 C 0.74937(13) 0.6418(2) 0.6523(2) 0.0549(6) Uani 1 1 d D . . . .
H17A H 0.7605 0.7203 0.6293 0.082 Uiso 1 1 calc R U . . .
H17B H 0.7893 0.6014 0.6784 0.082 Uiso 1 1 calc R U . . .
H17C H 0.7185 0.6447 0.7147 0.082 Uiso 1 1 calc R U . . .
B1 B 0.88571(10) 0.23525(19) 0.20587(17) 0.0322(4) Uani 1 1 d . . . . .
B2 B 0.82602(11) 0.32854(19) 0.15733(19) 0.0337(4) Uani 1 1 d . . . . .
B3 B 0.65982(12) 0.6345(2) 0.3886(2) 0.0435(5) Uani 1 1 d . . . . .
B4 B 0.59889(14) 0.6899(2) 0.2997(2) 0.0493(6) Uani 1 1 d . . . . .
O1 O 0.87404(6) 0.12019(11) 0.22045(12) 0.0360(3) Uani 1 1 d . . . . .
O2 O 0.94862(6) 0.26614(12) 0.23718(12) 0.0368(3) Uani 1 1 d . . . . .
O3 O 0.76277(7) 0.29320(12) 0.16153(12) 0.0380(3) Uani 1 1 d . . . . .
O4 O 0.84307(6) 0.43382(11) 0.11804(12) 0.0379(3) Uani 1 1 d . . . . .
O5 O 0.71237(8) 0.57754(15) 0.34944(13) 0.0514(4) Uani 1 1 d D . . . .
O6 O 0.66192(8) 0.64571(14) 0.50593(14) 0.0498(4) Uani 1 1 d D . . . .
O7 O 0.57917(9) 0.62871(19) 0.20574(16) 0.0531(6) Uani 0.837(3) 1 d . . P A 1
O8 O 0.58040(16) 0.7983(2) 0.3172(3) 0.0694(9) Uani 0.837(3) 1 d . . P A 1
C18 C 0.53280(16) 0.6797(3) 0.1238(3) 0.0553(8) Uani 0.837(3) 1 d . . P A 1
H18A H 0.5055 0.6182 0.0878 0.066 Uiso 0.837(3) 1 calc R U P A 1
H18B H 0.5571 0.7181 0.0627 0.066 Uiso 0.837(3) 1 calc R U P A 1
C19 C 0.48895(14) 0.7660(4) 0.1793(2) 0.0442(7) Uani 0.837(3) 1 d . . P A 1
C20 C 0.5334(2) 0.8517(4) 0.2382(4) 0.0731(13) Uani 0.837(3) 1 d . . P A 1
H20A H 0.5573 0.8950 0.1798 0.088 Uiso 0.837(3) 1 calc R U P A 1
H20B H 0.5066 0.9072 0.2806 0.088 Uiso 0.837(3) 1 calc R U P A 1
C21 C 0.4462(3) 0.7058(8) 0.2640(6) 0.101(3) Uani 0.837(3) 1 d . . P A 1
H21A H 0.4740 0.6703 0.3243 0.151 Uiso 0.837(3) 1 calc R U P A 1
H21B H 0.4201 0.6463 0.2243 0.151 Uiso 0.837(3) 1 calc R U P A 1
H21C H 0.4169 0.7620 0.2982 0.151 Uiso 0.837(3) 1 calc R U P A 1
C22 C 0.44532(19) 0.8283(3) 0.0923(3) 0.0747(11) Uani 0.837(3) 1 d . . P A 1
H22A H 0.4156 0.8797 0.1320 0.112 Uiso 0.837(3) 1 calc R U P A 1
H22B H 0.4196 0.7721 0.0472 0.112 Uiso 0.837(3) 1 calc R U P A 1
H22C H 0.4725 0.8734 0.0413 0.112 Uiso 0.837(3) 1 calc R U P A 1
O101 O 0.5323(6) 0.6371(12) 0.3014(16) 0.094(5) Uani 0.163(3) 1 d D U P A 2
O102 O 0.5893(8) 0.7909(15) 0.2560(15) 0.074(4) Uani 0.163(3) 1 d D U P A 2
C101 C 0.4969(9) 0.696(2) 0.1880(16) 0.066(5) Uani 0.163(3) 1 d D U P A 2
C102 C 0.5134(13) 0.816(2) 0.208(2) 0.067(6) Uani 0.163(3) 1 d D U P A 2
C103 C 0.5089(10) 0.6543(17) 0.0741(16) 0.068(5) Uani 0.163(3) 1 d D U P A 2
H10D H 0.5532 0.6762 0.0529 0.102 Uiso 0.163(3) 1 calc R U P A 2
H10E H 0.4768 0.6882 0.0196 0.102 Uiso 0.163(3) 1 calc R U P A 2
H10F H 0.5048 0.5703 0.0725 0.102 Uiso 0.163(3) 1 calc R U P A 2
C104 C 0.4280(15) 0.681(3) 0.232(3) 0.085(10) Uani 0.163(3) 1 d D U P A 2
H10G H 0.4103 0.6062 0.2068 0.127 Uiso 0.163(3) 1 calc R U P A 2
H10H H 0.3996 0.7425 0.2023 0.127 Uiso 0.163(3) 1 calc R U P A 2
H10I H 0.4297 0.6834 0.3162 0.127 Uiso 0.163(3) 1 calc R U P A 2
C105 C 0.5209(12) 0.896(2) 0.113(2) 0.094(7) Uani 0.163(3) 1 d D U P A 2
H10J H 0.5253 0.9743 0.1428 0.141 Uiso 0.163(3) 1 calc R U P A 2
H10K H 0.4822 0.8913 0.0608 0.141 Uiso 0.163(3) 1 calc R U P A 2
H10L H 0.5601 0.8756 0.0712 0.141 Uiso 0.163(3) 1 calc R U P A 2
C106 C 0.4814(10) 0.8752(15) 0.3127(15) 0.066(5) Uani 0.163(3) 1 d D U P A 2
H10M H 0.4553 0.8186 0.3534 0.099 Uiso 0.163(3) 1 calc R U P A 2
H10N H 0.4530 0.9383 0.2856 0.099 Uiso 0.163(3) 1 calc R U P A 2
H10O H 0.5160 0.9056 0.3646 0.099 Uiso 0.163(3) 1 calc R U P A 2


_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
C1 O1 1.462(2) . ?
C1 C4 1.515(3) . ?
C1 C3 1.519(3) . ?
C1 C2 1.554(3) . ?
C2 O2 1.467(2) . ?
C2 C5 1.514(3) . ?
C2 C6 1.519(3) . ?
C7 O3 1.441(2) . ?
C7 C8 1.521(3) . ?
C8 C10 1.523(3) . ?
C8 C11 1.529(3) . ?
C8 C9 1.529(3) . ?
C9 O4 1.439(2) . ?
C12 O5 1.470(2) . ?
C12 C14 1.517(3) . ?
C12 C15 1.529(3) . ?
C12 C13 1.544(3) . ?
C13 O6 1.467(2) . ?
C13 C16 1.512(3) . ?
C13 C17 1.522(3) . ?
B1 O2 1.370(3) . ?
B1 O1 1.370(3) . ?
B1 B2 1.713(3) . ?
B2 O4 1.357(3) . ?
B2 O3 1.357(3) . ?
B3 O5 1.354(3) . ?
B3 O6 1.376(3) . ?
B3 B4 1.717(3) . ?
B4 O102 1.294(16) . ?
B4 O8 1.334(4) . ?
B4 O7 1.357(3) . ?
B4 O101 1.491(12) . ?
O7 C18 1.449(4) . ?
O8 C20 1.447(4) . ?
C18 C19 1.506(5) . ?
C19 C20 1.499(5) . ?
C19 C22 1.512(4) . ?
C19 C21 1.512(7) . ?
O101 C101 1.64(2) . ?
O102 C102 1.66(3) . ?
C101 C103 1.44(2) . ?
C101 C102 1.45(3) . ?
C101 C104 1.53(3) . ?
C102 C105 1.46(3) . ?
C102 C106 1.57(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
O1 C1 C4 108.89(16) . . ?
O1 C1 C3 106.79(15) . . ?
C4 C1 C3 109.57(18) . . ?
O1 C1 C2 102.38(15) . . ?
C4 C1 C2 115.02(17) . . ?
C3 C1 C2 113.56(18) . . ?
O2 C2 C5 108.88(17) . . ?
O2 C2 C6 105.95(17) . . ?
C5 C2 C6 110.7(2) . . ?
O2 C2 C1 102.39(14) . . ?
C5 C2 C1 114.59(19) . . ?
C6 C2 C1 113.59(19) . . ?
O3 C7 C8 111.72(16) . . ?
C7 C8 C10 110.97(18) . . ?
C7 C8 C11 109.66(18) . . ?
C10 C8 C11 109.98(18) . . ?
C7 C8 C9 106.29(16) . . ?
C10 C8 C9 110.74(17) . . ?
C11 C8 C9 109.12(18) . . ?
O4 C9 C8 112.06(16) . . ?
O5 C12 C14 108.36(18) . . ?
O5 C12 C15 106.00(19) . . ?
C14 C12 C15 110.9(2) . . ?
O5 C12 C13 102.32(16) . . ?
C14 C12 C13 115.6(2) . . ?
C15 C12 C13 112.70(19) . . ?
O6 C13 C16 107.01(19) . . ?
O6 C13 C17 108.61(18) . . ?
C16 C13 C17 109.8(2) . . ?
O6 C13 C12 102.16(16) . . ?
C16 C13 C12 113.7(2) . . ?
C17 C13 C12 114.9(2) . . ?
O2 B1 O1 112.82(17) . . ?
O2 B1 B2 124.83(17) . . ?
O1 B1 B2 122.32(17) . . ?
O4 B2 O3 122.75(18) . . ?
O4 B2 B1 119.69(17) . . ?
O3 B2 B1 117.55(17) . . ?
O5 B3 O6 112.69(18) . . ?
O5 B3 B4 123.0(2) . . ?
O6 B3 B4 124.3(2) . . ?
O8 B4 O7 122.8(2) . . ?
O102 B4 O101 104.7(8) . . ?
O102 B4 B3 132.5(6) . . ?
O8 B4 B3 117.7(2) . . ?
O7 B4 B3 118.7(2) . . ?
O101 B4 B3 118.6(5) . . ?
B1 O1 C1 107.61(15) . . ?
B1 O2 C2 107.11(15) . . ?
B2 O3 C7 120.39(16) . . ?
B2 O4 C9 119.16(15) . . ?
B3 O5 C12 107.33(17) . . ?
B3 O6 C13 107.46(18) . . ?
B4 O7 C18 119.2(2) . . ?
B4 O8 C20 119.5(3) . . ?
O7 C18 C19 111.9(3) . . ?
C20 C19 C18 106.3(3) . . ?
C20 C19 C22 108.8(3) . . ?
C18 C19 C22 112.0(3) . . ?
C20 C19 C21 111.1(4) . . ?
C18 C19 C21 109.8(4) . . ?
C22 C19 C21 108.8(4) . . ?
O8 C20 C19 112.6(3) . . ?
B4 O101 C101 101.2(10) . . ?
B4 O102 C102 114.9(12) . . ?
C103 C101 C102 115(2) . . ?
C103 C101 C104 117(2) . . ?
C102 C101 C104 106(2) . . ?
C103 C101 O101 122(2) . . ?
C102 C101 O101 100.4(15) . . ?
C104 C101 O101 93.6(18) . . ?
C101 C102 C105 122(2) . . ?
C101 C102 C106 116.4(18) . . ?
C105 C102 C106 111.8(18) . . ?
C101 C102 O102 95.4(14) . . ?
C105 C102 O102 104.5(19) . . ?
C106 C102 O102 103(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
O1 C1 C2 O2 -27.09(18) . . . . ?
C4 C1 C2 O2 -145.02(17) . . . . ?
C3 C1 C2 O2 87.63(19) . . . . ?
O1 C1 C2 C5 -144.79(18) . . . . ?
C4 C1 C2 C5 97.3(2) . . . . ?
C3 C1 C2 C5 -30.1(2) . . . . ?
O1 C1 C2 C6 86.67(19) . . . . ?
C4 C1 C2 C6 -31.3(2) . . . . ?
C3 C1 C2 C6 -158.60(18) . . . . ?
O3 C7 C8 C10 66.3(2) . . . . ?
O3 C7 C8 C11 -171.96(17) . . . . ?
O3 C7 C8 C9 -54.1(2) . . . . ?
C7 C8 C9 O4 56.0(2) . . . . ?
C10 C8 C9 O4 -64.6(2) . . . . ?
C11 C8 C9 O4 174.18(18) . . . . ?
O5 C12 C13 O6 -27.5(2) . . . . ?
C14 C12 C13 O6 -145.05(19) . . . . ?
C15 C12 C13 O6 85.9(2) . . . . ?
O5 C12 C13 C16 87.4(2) . . . . ?
C14 C12 C13 C16 -30.1(3) . . . . ?
C15 C12 C13 C16 -159.18(19) . . . . ?
O5 C12 C13 C17 -144.89(19) . . . . ?
C14 C12 C13 C17 97.6(2) . . . . ?
C15 C12 C13 C17 -31.5(3) . . . . ?
O2 B1 B2 O4 18.0(3) . . . . ?
O1 B1 B2 O4 -163.95(18) . . . . ?
O2 B1 B2 O3 -161.17(18) . . . . ?
O1 B1 B2 O3 16.9(3) . . . . ?
O5 B3 B4 O102 -95.0(12) . . . . ?
O6 B3 B4 O102 83.0(13) . . . . ?
O5 B3 B4 O8 -131.6(3) . . . . ?
O6 B3 B4 O8 46.4(4) . . . . ?
O5 B3 B4 O7 38.5(4) . . . . ?
O6 B3 B4 O7 -143.5(3) . . . . ?
O5 B3 B4 O101 112.0(9) . . . . ?
O6 B3 B4 O101 -70.0(9) . . . . ?
O2 B1 O1 C1 -7.9(2) . . . . ?
B2 B1 O1 C1 173.82(16) . . . . ?
C4 C1 O1 B1 144.01(17) . . . . ?
C3 C1 O1 B1 -97.76(19) . . . . ?
C2 C1 O1 B1 21.82(19) . . . . ?
O1 B1 O2 C2 -10.8(2) . . . . ?
B2 B1 O2 C2 167.35(18) . . . . ?
C5 C2 O2 B1 145.14(19) . . . . ?
C6 C2 O2 B1 -95.8(2) . . . . ?
C1 C2 O2 B1 23.4(2) . . . . ?
O4 B2 O3 C7 2.4(3) . . . . ?
B1 B2 O3 C7 -178.41(16) . . . . ?
C8 C7 O3 B2 27.2(3) . . . . ?
O3 B2 O4 C9 -0.8(3) . . . . ?
B1 B2 O4 C9 -179.99(17) . . . . ?
C8 C9 O4 B2 -30.1(3) . . . . ?
O6 B3 O5 C12 -12.2(3) . . . . ?
B4 B3 O5 C12 166.0(2) . . . . ?
C14 C12 O5 B3 147.3(2) . . . . ?
C15 C12 O5 B3 -93.5(2) . . . . ?
C13 C12 O5 B3 24.7(2) . . . . ?
O5 B3 O6 C13 -6.8(3) . . . . ?
B4 B3 O6 C13 175.0(2) . . . . ?
C16 C13 O6 B3 -98.2(2) . . . . ?
C17 C13 O6 B3 143.3(2) . . . . ?
C12 C13 O6 B3 21.6(2) . . . . ?
O8 B4 O7 C18 -4.0(5) . . . . ?
B3 B4 O7 C18 -173.6(2) . . . . ?
O7 B4 O8 C20 4.9(6) . . . . ?
B3 B4 O8 C20 174.5(4) . . . . ?
B4 O7 C18 C19 -28.0(4) . . . . ?
O7 C18 C19 C20 55.3(4) . . . . ?
O7 C18 C19 C22 174.1(3) . . . . ?
O7 C18 C19 C21 -65.0(5) . . . . ?
B4 O8 C20 C19 26.7(6) . . . . ?
C18 C19 C20 O8 -54.9(5) . . . . ?
C22 C19 C20 O8 -175.7(4) . . . . ?
C21 C19 C20 O8 64.5(6) . . . . ?
O102 B4 O101 C101 32.0(16) . . . . ?
B3 B4 O101 C101 -168.2(10) . . . . ?
O101 B4 O102 C102 -6.5(18) . . . . ?
B3 B4 O102 C102 -162.2(10) . . . . ?
B4 O101 C101 C103 79(2) . . . . ?
B4 O101 C101 C102 -48.9(17) . . . . ?
B4 O101 C101 C104 -155.5(18) . . . . ?
C103 C101 C102 C105 19(3) . . . . ?
C104 C101 C102 C105 -112(3) . . . . ?
O101 C101 C102 C105 151(2) . . . . ?
C103 C101 C102 C106 161.1(19) . . . . ?
C104 C101 C102 C106 30(3) . . . . ?
O101 C101 C102 C106 -67(2) . . . . ?
C103 C101 C102 O102 -92(2) . . . . ?
C104 C101 C102 O102 137(2) . . . . ?
O101 C101 C102 O102 40.2(16) . . . . ?
B4 O102 C102 C101 -25(2) . . . . ?
B4 O102 C102 C105 -149.4(19) . . . . ?
B4 O102 C102 C106 93.8(19) . . . . ?

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_wo19wo
_database_code_depnum_ccdc_archive 'CCDC 1820514'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'0.5 (C11H22B2O4), 0.38 (C11H22B2O4), 0.12 (C12H24B2O4)'
_chemical_formula_sum            'C11.12 H22.24 B2 O4'
_chemical_formula_weight         241.56

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   20.4494(14)
_cell_length_b                   11.6284(8)
_cell_length_c                   11.6718(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.161(6)
_cell_angle_gamma                90
_cell_volume                     2773.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6870
_cell_measurement_theta_min      4.2990
_cell_measurement_theta_max      73.9000

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.062
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_min  0.60218
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_crystal_recrystallization_method 
;
 From a solution of pinB-Bneop and B2pin2 (25mol%) in n-pentane at -40 deg. C.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 33 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.0 deg in ω.
 Each frame was exposured for 7 s (low 2θ angles) or 21 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;



_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            5521
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.327
_diffrn_reflns_theta_max         66.998
_diffrn_reflns_theta_full        66.998
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5521
_reflns_number_gt                3686
_reflns_threshold_expression     'I > 2σ(I)'



_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;


_refine_special_details          
;The crystal is non-merohedrally twinned by 180deg roatation about
 0.69 -0.00 -0.72 (rec) 0.95 -0.00 -0.31 (dir)and was refined accordingly
 using a data set containing only reflections form exclusively the 
 major component and those with contributions of both the major and 
 the minor component. The twin factor refined to 0.207(2).

 The structure contains several disordered Bpin and Bneop moieties.
 Split atom models were established for each disordered part 
 employing similarity restraint (SAME) and refining only a common 
 ADP for heavily correlating groups of atoms.
 The structure comprises two independent molecules one fully occupied 
 by pinB-Bneop and the second one occupied by B2pin2 and pinB-Bneop in
 a refined ratio of 0.23 to 0.77.

 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Non-disordered methyl groups were treated as a rigid bodies and allowed to
 rotate about the E-CH3 bond but not tip.

 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.,Twin
;






_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0850P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5521
_refine_ls_number_parameters     406
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1483
_refine_ls_wR_factor_gt          0.1365
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.011
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.02176(12) 0.8351(2) 0.2030(2) 0.0378(6) Uani 1 1 d D . . . .
C2 C 0.06340(11) 0.9370(2) 0.25092(19) 0.0335(5) Uani 1 1 d D . . . .
C3 C 0.02978(16) 0.8130(3) 0.0761(2) 0.0578(8) Uani 1 1 d D . . . .
H3A H 0.076458 0.809082 0.060339 0.087 Uiso 1 1 calc R U . . .
H3B H 0.009344 0.875640 0.031501 0.087 Uiso 1 1 calc R U . . .
H3C H 0.008726 0.740010 0.054681 0.087 Uiso 1 1 calc R U . . .
C4 C -0.04991(12) 0.8404(3) 0.2299(3) 0.0567(8) Uani 1 1 d D . . . .
H4A H -0.072843 0.774603 0.194480 0.085 Uiso 1 1 calc R U . . .
H4B H -0.068903 0.911973 0.199385 0.085 Uiso 1 1 calc R U . . .
H4C H -0.054457 0.837914 0.313103 0.085 Uiso 1 1 calc R U . . .
C5 C 0.07517(13) 1.0325(2) 0.1658(2) 0.0450(6) Uani 1 1 d D . . . .
H5A H 0.105248 1.089197 0.200738 0.067 Uiso 1 1 calc R U . . .
H5B H 0.033509 1.069845 0.144498 0.067 Uiso 1 1 calc R U . . .
H5C H 0.094359 1.000194 0.097193 0.067 Uiso 1 1 calc R U . . .
C6 C 0.03818(13) 0.9871(2) 0.3607(2) 0.0438(6) Uani 1 1 d D . . . .
H6A H 0.031091 0.924980 0.415656 0.066 Uiso 1 1 calc R U . . .
H6B H -0.003226 1.027215 0.343996 0.066 Uiso 1 1 calc R U . . .
H6C H 0.070368 1.041432 0.393548 0.066 Uiso 1 1 calc R U . . .
C7 C 0.20762(12) 0.4899(2) 0.4231(2) 0.0400(6) Uani 1 1 d . . . . .
H7A H 0.221184 0.441320 0.358532 0.048 Uiso 1 1 calc R U . . .
H7B H 0.189998 0.438639 0.482233 0.048 Uiso 1 1 calc R U . . .
C8 C 0.26711(12) 0.5532(2) 0.4736(2) 0.0389(6) Uani 1 1 d . . . . .
C9 C 0.28944(11) 0.6348(2) 0.3814(2) 0.0402(6) Uani 1 1 d . . . . .
H9A H 0.325696 0.683016 0.413113 0.048 Uiso 1 1 calc R U . . .
H9B H 0.306276 0.589672 0.316895 0.048 Uiso 1 1 calc R U . . .
C10 C 0.32138(13) 0.4666(3) 0.5025(3) 0.0557(7) Uani 1 1 d . . . . .
H10A H 0.330202 0.420777 0.434305 0.084 Uiso 1 1 calc R U . . .
H10B H 0.307574 0.415621 0.563973 0.084 Uiso 1 1 calc R U . . .
H10C H 0.361190 0.507671 0.527794 0.084 Uiso 1 1 calc R U . . .
C11 C 0.24951(13) 0.6194(3) 0.5815(2) 0.0477(6) Uani 1 1 d . . . . .
H11A H 0.233401 0.565582 0.638540 0.072 Uiso 1 1 calc R U . . .
H11B H 0.215408 0.676022 0.561851 0.072 Uiso 1 1 calc R U . . .
H11C H 0.288458 0.658996 0.613090 0.072 Uiso 1 1 calc R U . . .
B1 B 0.11422(12) 0.7665(2) 0.2951(2) 0.0314(6) Uani 1 1 d D . . . .
B2 B 0.17394(13) 0.6730(2) 0.3433(2) 0.0331(6) Uani 1 1 d . . . . .
O1 O 0.05175(7) 0.73609(13) 0.26291(13) 0.0361(4) Uani 1 1 d D . . . .
O2 O 0.12603(7) 0.88184(13) 0.28107(13) 0.0348(4) Uani 1 1 d D . . . .
O3 O 0.15691(7) 0.56749(14) 0.38286(14) 0.0374(4) Uani 1 1 d . . . . .
O4 O 0.23689(8) 0.70834(14) 0.33911(14) 0.0382(4) Uani 1 1 d . . . . .
C12 C 0.23903(13) 0.0706(2) 0.5574(2) 0.0410(6) Uani 0.945(3) 1 d D . P A 1
C13 C 0.28215(13) 0.0793(2) 0.4520(2) 0.0422(6) Uani 0.945(3) 1 d D . P A 1
C14 C 0.20145(16) -0.0406(3) 0.5692(3) 0.0567(9) Uani 0.945(3) 1 d D . P A 1
H14A H 0.169269 -0.047834 0.505195 0.085 Uiso 0.945(3) 1 calc R U P A 1
H14B H 0.231899 -0.105615 0.568173 0.085 Uiso 0.945(3) 1 calc R U P A 1
H14C H 0.178840 -0.040291 0.641703 0.085 Uiso 0.945(3) 1 calc R U P A 1
C15 C 0.19362(15) 0.1739(3) 0.5692(3) 0.0551(8) Uani 0.945(3) 1 d D . P A 1
H15A H 0.159899 0.172511 0.507268 0.083 Uiso 0.945(3) 1 calc R U P A 1
H15B H 0.172784 0.170508 0.643347 0.083 Uiso 0.945(3) 1 calc R U P A 1
H15C H 0.219060 0.245102 0.564474 0.083 Uiso 0.945(3) 1 calc R U P A 1
C16 C 0.30885(17) -0.0350(3) 0.4135(3) 0.0658(10) Uani 0.945(3) 1 d D . P A 1
H16A H 0.272824 -0.082982 0.383055 0.099 Uiso 0.945(3) 1 calc R U P A 1
H16B H 0.340383 -0.022246 0.353641 0.099 Uiso 0.945(3) 1 calc R U P A 1
H16C H 0.330644 -0.073957 0.478913 0.099 Uiso 0.945(3) 1 calc R U P A 1
C17 C 0.25048(19) 0.1426(3) 0.3490(3) 0.0564(9) Uani 0.945(3) 1 d D . P A 1
H17A H 0.212803 0.098468 0.318876 0.085 Uiso 0.945(3) 1 calc R U P A 1
H17B H 0.235901 0.218854 0.373118 0.085 Uiso 0.945(3) 1 calc R U P A 1
H17C H 0.282483 0.150989 0.289151 0.085 Uiso 0.945(3) 1 calc R U P A 1
O5 O 0.28696(10) 0.08103(19) 0.65299(15) 0.0484(6) Uani 0.945(3) 1 d D . P A 1
O6 O 0.33839(9) 0.14612(17) 0.49632(16) 0.0465(5) Uani 0.945(3) 1 d D . P A 1
B3 B 0.33995(15) 0.1366(2) 0.6141(3) 0.0429(7) Uani 0.945(3) 1 d D . P A 1
C12A C 0.2717(11) -0.0026(16) 0.551(2) 0.0422(6) Uani 0.055(3) 1 d D . P A 2
C13A C 0.2511(10) 0.1110(19) 0.492(2) 0.0410(6) Uani 0.055(3) 1 d D . P A 2
C14A C 0.318(2) -0.078(3) 0.485(4) 0.0658(10) Uani 0.055(3) 1 d D . P A 2
H14D H 0.295016 -0.109115 0.417012 0.099 Uiso 0.055(3) 1 calc R U P A 2
H14E H 0.355511 -0.032106 0.462184 0.099 Uiso 0.055(3) 1 calc R U P A 2
H14F H 0.333566 -0.141551 0.534450 0.099 Uiso 0.055(3) 1 calc R U P A 2
C15A C 0.2160(16) -0.074(3) 0.596(4) 0.0567(9) Uani 0.055(3) 1 d D . P A 2
H15D H 0.189905 -0.105996 0.531119 0.085 Uiso 0.055(3) 1 calc R U P A 2
H15E H 0.233947 -0.137486 0.642977 0.085 Uiso 0.055(3) 1 calc R U P A 2
H15F H 0.188121 -0.025913 0.642464 0.085 Uiso 0.055(3) 1 calc R U P A 2
C16A C 0.257(3) 0.106(4) 0.3627(19) 0.0564(9) Uani 0.055(3) 1 d D . P A 2
H16D H 0.223879 0.053385 0.329902 0.085 Uiso 0.055(3) 1 calc R U P A 2
H16E H 0.249607 0.183364 0.330438 0.085 Uiso 0.055(3) 1 calc R U P A 2
H16F H 0.300590 0.079437 0.344345 0.085 Uiso 0.055(3) 1 calc R U P A 2
C17A C 0.1854(12) 0.162(4) 0.524(4) 0.0551(8) Uani 0.055(3) 1 d D . P A 2
H17D H 0.150033 0.109390 0.499641 0.083 Uiso 0.055(3) 1 calc R U P A 2
H17E H 0.184971 0.171643 0.607831 0.083 Uiso 0.055(3) 1 calc R U P A 2
H17F H 0.179015 0.236392 0.486899 0.083 Uiso 0.055(3) 1 calc R U P A 2
O5A O 0.3083(13) 0.0416(18) 0.6522(18) 0.0484(6) Uani 0.055(3) 1 d D . P A 2
O6A O 0.3025(12) 0.1925(16) 0.531(2) 0.0465(5) Uani 0.055(3) 1 d D . P A 2
B3A B 0.33995(15) 0.1366(2) 0.6141(3) 0.0429(7) Uani 0.055(3) 1 d D . P A 2
C18 C 0.4675(2) 0.1820(4) 0.8777(4) 0.0540(11) Uani 0.767(4) 1 d . . P B 3
H18A H 0.495077 0.120869 0.913372 0.065 Uiso 0.767(4) 1 calc R U P B 3
H18B H 0.443361 0.219953 0.939279 0.065 Uiso 0.767(4) 1 calc R U P B 3
C19 C 0.51077(19) 0.2692(4) 0.8224(3) 0.0448(10) Uani 0.767(4) 1 d . . P B 3
C20 C 0.4647(3) 0.3560(4) 0.7635(4) 0.0728(14) Uani 0.767(4) 1 d . . P B 3
H20A H 0.441220 0.399379 0.822237 0.087 Uiso 0.767(4) 1 calc R U P B 3
H20B H 0.490604 0.411583 0.719589 0.087 Uiso 0.767(4) 1 calc R U P B 3
C21 C 0.5519(3) 0.2119(8) 0.7343(6) 0.093(2) Uani 0.767(4) 1 d . . P B 3
H21A H 0.523362 0.172041 0.677875 0.139 Uiso 0.767(4) 1 calc R U P B 3
H21B H 0.577659 0.270221 0.695418 0.139 Uiso 0.767(4) 1 calc R U P B 3
H21C H 0.581476 0.156277 0.772272 0.139 Uiso 0.767(4) 1 calc R U P B 3
C22 C 0.5545(2) 0.3306(4) 0.9092(4) 0.0692(13) Uani 0.767(4) 1 d . . P B 3
H22A H 0.581821 0.386306 0.870007 0.104 Uiso 0.767(4) 1 calc R U P B 3
H22B H 0.527639 0.370857 0.964223 0.104 Uiso 0.767(4) 1 calc R U P B 3
H22C H 0.582604 0.274482 0.949970 0.104 Uiso 0.767(4) 1 calc R U P B 3
O7 O 0.42097(12) 0.1304(2) 0.7964(2) 0.0520(7) Uani 0.767(4) 1 d . . P B 3
O8 O 0.4177(2) 0.2991(3) 0.6867(4) 0.0673(13) Uani 0.767(4) 1 d . . P B 3
B4 B 0.40174(16) 0.1922(3) 0.7020(3) 0.0504(8) Uani 0.767(4) 1 d . . P B 3
C18A C 0.5033(5) 0.1964(10) 0.8051(9) 0.079(6) Uani 0.233(4) 1 d D . P B 4
C19A C 0.4801(6) 0.3209(9) 0.7823(11) 0.0728(14) Uani 0.233(4) 1 d D . P B 4
C20A C 0.5746(6) 0.1774(17) 0.7777(17) 0.075(6) Uani 0.233(4) 1 d D . P B 4
H20C H 0.602823 0.215326 0.835951 0.112 Uiso 0.233(4) 1 calc R U P B 4
H20D H 0.583996 0.094764 0.777387 0.112 Uiso 0.233(4) 1 calc R U P B 4
H20E H 0.582869 0.209854 0.702159 0.112 Uiso 0.233(4) 1 calc R U P B 4
C21A C 0.4891(8) 0.1538(14) 0.9235(10) 0.072(5) Uani 0.233(4) 1 d D . P B 4
H21F H 0.515855 0.196659 0.980408 0.108 Uiso 0.233(4) 1 calc R U P B 4
H21G H 0.442690 0.165414 0.937870 0.108 Uiso 0.233(4) 1 calc R U P B 4
H21H H 0.499638 0.071767 0.929227 0.108 Uiso 0.233(4) 1 calc R U P B 4
C22A C 0.5183(6) 0.3758(11) 0.6861(11) 0.068(4) Uani 0.233(4) 1 d D . P B 4
H22D H 0.563589 0.389579 0.713325 0.102 Uiso 0.233(4) 1 calc R U P B 4
H22E H 0.518046 0.323987 0.619922 0.102 Uiso 0.233(4) 1 calc R U P B 4
H22F H 0.497864 0.449019 0.663689 0.102 Uiso 0.233(4) 1 calc R U P B 4
C23A C 0.4793(7) 0.3982(12) 0.8855(12) 0.082(5) Uani 0.233(4) 1 d D . P B 4
H23A H 0.524224 0.410396 0.915257 0.122 Uiso 0.233(4) 1 calc R U P B 4
H23B H 0.459709 0.472237 0.863608 0.122 Uiso 0.233(4) 1 calc R U P B 4
H23C H 0.453525 0.362209 0.944845 0.122 Uiso 0.233(4) 1 calc R U P B 4
O7A O 0.4647(4) 0.1359(9) 0.7124(13) 0.129(8) Uani 0.233(4) 1 d D . P B 4
O8A O 0.4124(6) 0.3020(9) 0.7369(14) 0.110(9) Uani 0.233(4) 1 d D . P B 4
B4A B 0.40174(16) 0.1922(3) 0.7020(3) 0.0504(8) Uani 0.233(4) 1 d D . P B 4


_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
C1 O1 1.469(3) . ?
C1 C4 1.512(4) . ?
C1 C3 1.518(4) . ?
C1 C2 1.551(3) . ?
C2 O2 1.463(3) . ?
C2 C5 1.515(3) . ?
C2 C6 1.516(3) . ?
C7 O3 1.440(3) . ?
C7 C8 1.521(3) . ?
C8 C9 1.519(4) . ?
C8 C10 1.527(3) . ?
C8 C11 1.530(4) . ?
C9 O4 1.445(3) . ?
B1 O1 1.365(3) . ?
B1 O2 1.373(3) . ?
B1 B2 1.714(3) . ?
B2 O4 1.354(3) . ?
B2 O3 1.361(3) . ?
C12 O5 1.462(3) . ?
C12 C14 1.513(4) . ?
C12 C15 1.528(4) . ?
C12 C13 1.543(4) . ?
C13 O6 1.466(3) . ?
C13 C16 1.512(4) . ?
C13 C17 1.533(4) . ?
O5 B3 1.355(4) . ?
O6 B3 1.378(4) . ?
C12A O5A 1.466(10) . ?
C12A C15A 1.521(11) . ?
C12A C14A 1.521(11) . ?
C12A C13A 1.542(10) . ?
C13A O6A 1.474(10) . ?
C13A C16A 1.518(11) . ?
C13A C17A 1.529(11) . ?
O5A B3A 1.363(11) . ?
O6A B3A 1.376(10) . ?
C18 O7 1.448(5) . ?
C18 C19 1.507(6) . ?
C19 C22 1.506(5) . ?
C19 C21 1.508(8) . ?
C19 C20 1.526(6) . ?
C20 O8 1.450(5) . ?
O7 B4 1.361(4) . ?
O8 B4 1.300(5) . ?
C18A O7A 1.492(9) . ?
C18A C21A 1.506(10) . ?
C18A C20A 1.520(10) . ?
C18A C19A 1.544(10) . ?
C19A O8A 1.480(10) . ?
C19A C23A 1.503(10) . ?
C19A C22A 1.532(10) . ?
O7A B4A 1.445(7) . ?
O8A B4A 1.356(9) . ?

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 C1 C4 108.9(2) . . ?
O1 C1 C3 105.9(2) . . ?
C4 C1 C3 110.5(2) . . ?
O1 C1 C2 102.33(17) . . ?
C4 C1 C2 114.7(2) . . ?
C3 C1 C2 113.8(2) . . ?
O2 C2 C5 108.64(19) . . ?
O2 C2 C6 106.71(18) . . ?
C5 C2 C6 109.9(2) . . ?
O2 C2 C1 102.44(17) . . ?
C5 C2 C1 114.98(19) . . ?
C6 C2 C1 113.5(2) . . ?
O3 C7 C8 112.27(19) . . ?
C9 C8 C7 106.57(19) . . ?
C9 C8 C10 109.5(2) . . ?
C7 C8 C10 109.3(2) . . ?
C9 C8 C11 110.8(2) . . ?
C7 C8 C11 110.6(2) . . ?
C10 C8 C11 110.0(2) . . ?
O4 C9 C8 111.85(18) . . ?
O1 B1 O2 112.8(2) . . ?
O1 B1 B2 125.0(2) . . ?
O2 B1 B2 122.2(2) . . ?
O4 B2 O3 122.8(2) . . ?
O4 B2 B1 117.5(2) . . ?
O3 B2 B1 119.7(2) . . ?
B1 O1 C1 107.30(18) . . ?
B1 O2 C2 107.48(17) . . ?
B2 O3 C7 119.03(18) . . ?
B2 O4 C9 120.27(19) . . ?
O5 C12 C14 109.3(2) . . ?
O5 C12 C15 105.0(2) . . ?
C14 C12 C15 110.6(3) . . ?
O5 C12 C13 102.5(2) . . ?
C14 C12 C13 115.8(2) . . ?
C15 C12 C13 112.8(2) . . ?
O6 C13 C16 106.5(2) . . ?
O6 C13 C17 109.0(2) . . ?
C16 C13 C17 109.6(3) . . ?
O6 C13 C12 102.60(19) . . ?
C16 C13 C12 113.7(3) . . ?
C17 C13 C12 114.8(3) . . ?
B3 O5 C12 107.8(2) . . ?
B3 O6 C13 107.3(2) . . ?
O5 B3 O6 112.6(2) . . ?
O5A C12A C15A 106.4(13) . . ?
O5A C12A C14A 107.4(14) . . ?
C15A C12A C14A 110.3(13) . . ?
O5A C12A C13A 100.5(10) . . ?
C15A C12A C13A 115.4(14) . . ?
C14A C12A C13A 115.6(14) . . ?
O6A C13A C16A 104.5(14) . . ?
O6A C13A C17A 107.4(14) . . ?
C16A C13A C17A 111.2(14) . . ?
O6A C13A C12A 103.5(9) . . ?
C16A C13A C12A 112.7(14) . . ?
C17A C13A C12A 116.5(14) . . ?
B3A O5A C12A 104.9(10) . . ?
B3A O6A C13A 106.6(9) . . ?
O5A B3A O6A 110.7(10) . . ?
O7 C18 C19 112.3(3) . . ?
C22 C19 C18 112.0(3) . . ?
C22 C19 C21 109.6(4) . . ?
C18 C19 C21 110.3(5) . . ?
C22 C19 C20 109.3(4) . . ?
C18 C19 C20 106.0(4) . . ?
C21 C19 C20 109.6(4) . . ?
O8 C20 C19 111.1(4) . . ?
B4 O7 C18 118.4(3) . . ?
B4 O8 C20 121.0(4) . . ?
O8 B4 O7 123.4(3) . . ?
O7A C18A C21A 113.3(11) . . ?
O7A C18A C20A 105.3(9) . . ?
C21A C18A C20A 111.4(10) . . ?
O7A C18A C19A 99.5(7) . . ?
C21A C18A C19A 113.4(10) . . ?
C20A C18A C19A 113.0(10) . . ?
O8A C19A C23A 109.8(10) . . ?
O8A C19A C22A 107.2(10) . . ?
C23A C19A C22A 111.0(10) . . ?
O8A C19A C18A 101.6(8) . . ?
C23A C19A C18A 115.8(10) . . ?
C22A C19A C18A 110.8(9) . . ?
B4A O7A C18A 107.0(6) . . ?
B4A O8A C19A 112.6(8) . . ?
O8A B4A O7A 105.6(6) . . ?

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 C2 O2 27.0(2) . . . . ?
C4 C1 C2 O2 144.8(2) . . . . ?
C3 C1 C2 O2 -86.7(2) . . . . ?
O1 C1 C2 C5 144.7(2) . . . . ?
C4 C1 C2 C5 -97.6(3) . . . . ?
C3 C1 C2 C5 31.0(3) . . . . ?
O1 C1 C2 C6 -87.6(2) . . . . ?
C4 C1 C2 C6 30.1(3) . . . . ?
C3 C1 C2 C6 158.7(2) . . . . ?
O3 C7 C8 C9 -55.8(3) . . . . ?
O3 C7 C8 C10 -174.0(2) . . . . ?
O3 C7 C8 C11 64.8(3) . . . . ?
C7 C8 C9 O4 53.8(3) . . . . ?
C10 C8 C9 O4 171.9(2) . . . . ?
C11 C8 C9 O4 -66.7(3) . . . . ?
O1 B1 B2 O4 160.6(2) . . . . ?
O2 B1 B2 O4 -16.9(3) . . . . ?
O1 B1 B2 O3 -18.9(3) . . . . ?
O2 B1 B2 O3 163.6(2) . . . . ?
O2 B1 O1 C1 10.7(3) . . . . ?
B2 B1 O1 C1 -167.1(2) . . . . ?
C4 C1 O1 B1 -145.1(2) . . . . ?
C3 C1 O1 B1 96.0(2) . . . . ?
C2 C1 O1 B1 -23.4(2) . . . . ?
O1 B1 O2 C2 8.1(3) . . . . ?
B2 B1 O2 C2 -174.13(19) . . . . ?
C5 C2 O2 B1 -143.9(2) . . . . ?
C6 C2 O2 B1 97.6(2) . . . . ?
C1 C2 O2 B1 -21.9(2) . . . . ?
O4 B2 O3 C7 0.5(3) . . . . ?
B1 B2 O3 C7 -180.0(2) . . . . ?
C8 C7 O3 B2 30.2(3) . . . . ?
O3 B2 O4 C9 -2.2(3) . . . . ?
B1 B2 O4 C9 178.29(19) . . . . ?
C8 C9 O4 B2 -27.0(3) . . . . ?
O5 C12 C13 O6 -26.2(3) . . . . ?
C14 C12 C13 O6 -145.1(2) . . . . ?
C15 C12 C13 O6 86.1(3) . . . . ?
O5 C12 C13 C16 88.3(3) . . . . ?
C14 C12 C13 C16 -30.5(3) . . . . ?
C15 C12 C13 C16 -159.4(2) . . . . ?
O5 C12 C13 C17 -144.3(2) . . . . ?
C14 C12 C13 C17 96.9(3) . . . . ?
C15 C12 C13 C17 -32.0(3) . . . . ?
C14 C12 O5 B3 146.9(3) . . . . ?
C15 C12 O5 B3 -94.5(3) . . . . ?
C13 C12 O5 B3 23.5(3) . . . . ?
C16 C13 O6 B3 -99.2(3) . . . . ?
C17 C13 O6 B3 142.6(3) . . . . ?
C12 C13 O6 B3 20.5(3) . . . . ?
C12 O5 B3 O6 -11.6(3) . . . . ?
C13 O6 B3 O5 -6.6(3) . . . . ?
O5A C12A C13A O6A 27(2) . . . . ?
C15A C12A C13A O6A 141(2) . . . . ?
C14A C12A C13A O6A -88(2) . . . . ?
O5A C12A C13A C16A 139(2) . . . . ?
C15A C12A C13A C16A -107(2) . . . . ?
C14A C12A C13A C16A 24(2) . . . . ?
O5A C12A C13A C17A -91(2) . . . . ?
C15A C12A C13A C17A 23(3) . . . . ?
C14A C12A C13A C17A 154(2) . . . . ?
C15A C12A O5A B3A -157(2) . . . . ?
C14A C12A O5A B3A 85(2) . . . . ?
C13A C12A O5A B3A -37(2) . . . . ?
C16A C13A O6A B3A -126(2) . . . . ?
C17A C13A O6A B3A 115(2) . . . . ?
C12A C13A O6A B3A -8(2) . . . . ?
C12A O5A B3A O6A 34(2) . . . . ?
C13A O6A B3A O5A -16(3) . . . . ?
O7 C18 C19 C22 174.5(4) . . . . ?
O7 C18 C19 C21 -63.1(5) . . . . ?
O7 C18 C19 C20 55.5(5) . . . . ?
C22 C19 C20 O8 -174.8(4) . . . . ?
C18 C19 C20 O8 -53.9(5) . . . . ?
C21 C19 C20 O8 65.1(6) . . . . ?
C19 C18 O7 B4 -27.0(5) . . . . ?
C19 C20 O8 B4 24.6(7) . . . . ?
C20 O8 B4 O7 8.2(7) . . . . ?
C18 O7 B4 O8 -7.2(6) . . . . ?
O7A C18A C19A O8A 31.3(12) . . . . ?
C21A C18A C19A O8A -89.4(12) . . . . ?
C20A C18A C19A O8A 142.6(12) . . . . ?
O7A C18A C19A C23A 150.1(11) . . . . ?
C21A C18A C19A C23A 29.4(14) . . . . ?
C20A C18A C19A C23A -98.6(13) . . . . ?
O7A C18A C19A C22A -82.4(11) . . . . ?
C21A C18A C19A C22A 157.0(10) . . . . ?
C20A C18A C19A C22A 28.9(13) . . . . ?
C21A C18A O7A B4A 84.0(13) . . . . ?
C20A C18A O7A B4A -154.0(11) . . . . ?
C19A C18A O7A B4A -36.8(12) . . . . ?
C23A C19A O8A B4A -140.2(13) . . . . ?
C22A C19A O8A B4A 99.1(13) . . . . ?
C18A C19A O8A B4A -17.2(14) . . . . ?
C19A O8A B4A O7A -5.7(15) . . . . ?
C18A O7A B4A O8A 27.7(13) . . . . ?

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_ck68ck_235K
_database_code_depnum_ccdc_archive 'CCDC 1820525'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H22 B2 N2 O2'
_chemical_formula_sum            'C10 H22 B2 N2 O2'
_chemical_formula_weight         223.91

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.7413(4)
_cell_length_b                   11.8768(6)
_cell_length_c                   14.9725(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1376.60(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    235(2)
_cell_measurement_reflns_used    6485
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      25.80

_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.080
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94523
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_crystal_recrystallization_method 
;
 pinB-BMeEn was crystallised in situ. Pure pinB-BMeEn (approx. 0.8 /mL)
 was enclosed in a glass capillary of 0.4 mm outer diameter. The capillary 
 was flame sealed and glued into a brass pin that was mounted on the 
 goniometer head. A part of the capillary filled with pinB-BMeEn was centred
 in the X-ray beam (0.5 mm dia.). The axis of the capillary was aligned 
 perpendicular to the X-ray beam.

 The temperature was gradually (within 3 h) lowered from rt to 248 K and kept 
 at this temperature for 20 h. Whereupon the pinB-BMeEn crystallised upon
 shock-cooling with a piece of paper cooled with liquid nitrogen.
 Sequences of cooling to 248 K, annealing, shock-cooling and reheating were 
 repeated until the diffraction pattern indicated that a reasonably
 single crystalline sample had formed. 
 Finally the temperature was lowered to 235 K for the data collection.
;

_exptl_special_details           
;
 The diffraction data were collected employing only phi scans to maintain a
 perpendicular orientation of the sample capillary to the x-ray beam in order
 to ensure that the same part of the sample was measured during the entire 
 measurement. The data collection strategy consisted of four set of phi scans
 around 360° (each scan 1 deg in phi) employing different detector positions
 (at positive and negative angles) as well as different orientations of the 
 capillary to the  (albeit maintaining always a perpendicular orientation) 
 beam. Each frame was exposed for 45s at a nominal detector distance of 50 mm.
 These restrictions of the data collection strategy did only allow collection 
 of 87% of the sphere of data up to 50° in 2-theta; nonetheless due to the
 orthorhombic symmetry of the crystal virtual full completeness could be 
 obtained.

 Indexation was conducted considering only reflections above a resolution of
 1.7 Ang., where 89% of all reflections could be indexed with a single cell.
;






_diffrn_ambient_temperature      235(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_ambient_environment      N~2~
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, EOS'
_diffrn_detector_type            EOS
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 16.1419
_diffrn_reflns_number            25115
_diffrn_reflns_av_unetI/netI     0.0101
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.721
_diffrn_reflns_theta_max         25.022
_diffrn_reflns_theta_full        25.022
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1276
_reflns_number_gt                1102
_reflns_threshold_expression     'I > 2σ(I)'


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SIR-92 (A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, M. C. Burla,
         G. Polidori and M. Camalli, J. Appl. Crystallogr., 1994, 27, 435.)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;

_refine_special_details          
;
 A Bpin moiety is situated on a mirror plane and is therfore disordered over
 two positions; each atom only half occupied. For a pair of disordered atoms
 (C6/C8) a common ADP was refined (EADP).

 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Methyl groups were treated as rigid bodies and allowed to rotate about
 the E-CH3 bond but not tip.


 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     
'w=1/[σ²(Fo²)+(0.0659P)²+0.2750P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1276
_refine_ls_number_parameters     111
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1369
_refine_ls_wR_factor_gt          0.1311
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3816(2) 0.31372(16) 0.71552(10) 0.0738(6) Uani 1 1 d . . . . .
H1A H 0.266559 0.342918 0.701117 0.089 Uiso 1 1 calc R U . . .
H1B H 0.416606 0.342915 0.774011 0.089 Uiso 1 1 calc R U . . .
C2 C 0.5324(3) 0.46280(17) 0.63010(13) 0.0808(6) Uani 1 1 d . . . . .
H2A H 0.617885 0.471959 0.583299 0.121 Uiso 1 1 calc R U . . .
H2B H 0.572737 0.499278 0.684185 0.121 Uiso 1 1 calc R U . . .
H2C H 0.424305 0.496713 0.611394 0.121 Uiso 1 1 calc R U . . .
C3 C 0.9751(4) 0.1894(3) 0.4485(2) 0.0540(8) Uani 0.5 1 d . . P . .
C4 C 0.9011(5) 0.2970(3) 0.4069(2) 0.0539(8) Uani 0.5 1 d . . P . .
C5 C 1.1313(4) 0.2047(4) 0.5068(3) 0.104(2) Uani 0.5 1 d . . P . .
H5A H 1.231079 0.220982 0.469825 0.156 Uiso 0.5 1 calc R U P . .
H5B H 1.151860 0.136220 0.540492 0.156 Uiso 0.5 1 calc R U P . .
H5C H 1.111708 0.266678 0.547730 0.156 Uiso 0.5 1 calc R U P . .
C6 C 0.9956(14) 0.0878(8) 0.3821(5) 0.0771(10) Uani 0.5 1 d . . P . .
H6A H 0.884016 0.069398 0.356494 0.116 Uiso 0.5 1 calc R U P . .
H6B H 1.040224 0.023005 0.414071 0.116 Uiso 0.5 1 calc R U P . .
H6C H 1.075171 0.108314 0.334783 0.116 Uiso 0.5 1 calc R U P . .
C7 C 0.7942(5) 0.2745(10) 0.3238(2) 0.093(4) Uani 0.5 1 d . . P . .
H7A H 0.869797 0.252064 0.275239 0.139 Uiso 0.5 1 calc R U P . .
H7B H 0.732306 0.342304 0.307098 0.139 Uiso 0.5 1 calc R U P . .
H7C H 0.712186 0.214613 0.335813 0.139 Uiso 0.5 1 calc R U P . .
C8 C 1.0383(13) 0.3851(7) 0.3891(4) 0.0771(10) Uani 0.5 1 d . . P . .
H8A H 1.102162 0.399729 0.443582 0.116 Uiso 0.5 1 calc R U P . .
H8B H 0.983885 0.454023 0.368764 0.116 Uiso 0.5 1 calc R U P . .
H8C H 1.116857 0.357815 0.343436 0.116 Uiso 0.5 1 calc R U P . .
B1 B 0.5802(3) 0.250000 0.60724(14) 0.0486(6) Uani 1 2 d S T P . .
B2 B 0.7375(3) 0.250000 0.52716(14) 0.0450(5) Uani 1 2 d S T P . .
N1 N 0.50629(15) 0.34573(12) 0.64693(8) 0.0606(4) Uani 1 1 d . . . . .
O1 O 0.8372(5) 0.1544(4) 0.5083(2) 0.0603(9) Uani 0.5 1 d . . P . .
O2 O 0.7802(5) 0.3357(3) 0.4757(2) 0.0604(9) Uani 0.5 1 d . . P . .


_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
C1 N1 1.4597(19) . ?
C1 C1 1.513(4) 8_565 ?
C2 N1 1.427(2) . ?
C3 C4 0.862(4) 8_565 ?
C3 C8 1.346(8) 8_565 ?
C3 C3 1.440(7) 8_565 ?
C3 O1 1.454(5) . ?
C3 C5 1.502(5) . ?
C3 C4 1.533(4) . ?
C3 C6 1.571(8) . ?
C3 O2 1.591(5) 8_565 ?
C3 C5 1.951(5) 8_565 ?
C4 C4 1.117(6) 8_565 ?
C4 O2 1.466(5) . ?
C4 C8 1.514(12) . ?
C4 C7 1.518(5) . ?
C4 C6 1.595(12) 8_565 ?
C4 O1 1.698(4) 8_565 ?
C4 C7 1.719(8) 8_565 ?
B1 N1 1.4046(18) 8_565 ?
B1 N1 1.4046(18) . ?
B1 B2 1.709(3) . ?
B2 O2 1.318(4) 8_565 ?
B2 O2 1.318(4) . ?
B2 O1 1.402(4) . ?
B2 O1 1.402(4) 8_565 ?
O1 O2 0.668(3) 8_565 ?

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
N1 C1 C1 105.10(10) . 8_565 ?
C4 C3 C8 83.5(6) 8_565 8_565 ?
C4 C3 C3 79.2(3) 8_565 8_565 ?
C8 C3 C3 131.1(3) 8_565 8_565 ?
C4 C3 O1 90.6(3) 8_565 . ?
C8 C3 O1 119.1(4) 8_565 . ?
C3 C3 O1 106.6(2) 8_565 . ?
C4 C3 C5 158.9(5) 8_565 . ?
C8 C3 C5 99.8(5) 8_565 . ?
C3 C3 C5 83.1(2) 8_565 . ?
O1 C3 C5 105.5(3) . . ?
C4 C3 C4 45.7(3) 8_565 . ?
C8 C3 C4 114.5(5) 8_565 . ?
C3 C3 C4 33.51(15) 8_565 . ?
O1 C3 C4 102.4(3) . . ?
C5 C3 C4 115.9(3) . . ?
C4 C3 C6 75.8(6) 8_565 . ?
C8 C3 C6 16.5(5) 8_565 . ?
C3 C3 C6 140.2(3) 8_565 . ?
O1 C3 C6 104.1(3) . . ?
C5 C3 C6 112.3(6) . . ?
C4 C3 C6 114.9(5) . . ?
C4 C3 O2 65.8(3) 8_565 8_565 ?
C8 C3 O2 113.0(4) 8_565 8_565 ?
C3 C3 O2 100.79(18) 8_565 8_565 ?
O1 C3 O2 24.82(13) . 8_565 ?
C5 C3 O2 129.5(3) . 8_565 ?
C4 C3 O2 84.6(2) . 8_565 ?
C6 C3 O2 96.6(4) . 8_565 ?
C4 C3 C5 127.9(4) 8_565 8_565 ?
C8 C3 C5 119.6(4) 8_565 8_565 ?
C3 C3 C5 49.85(17) 8_565 8_565 ?
O1 C3 C5 111.3(3) . 8_565 ?
C5 C3 C5 33.2(3) . 8_565 ?
C4 C3 C5 82.9(2) . 8_565 ?
C6 C3 C5 135.7(4) . 8_565 ?
O2 C3 C5 126.4(2) 8_565 8_565 ?
C3 C4 C4 100.8(3) 8_565 8_565 ?
C3 C4 O2 81.8(3) 8_565 . ?
C4 C4 O2 108.25(19) 8_565 . ?
C3 C4 C8 62.0(4) 8_565 . ?
C4 C4 C8 133.7(2) 8_565 . ?
O2 C4 C8 110.8(3) . . ?
C3 C4 C7 171.1(4) 8_565 . ?
C4 C4 C7 79.8(4) 8_565 . ?
O2 C4 C7 106.5(3) . . ?
C8 C4 C7 111.1(5) . . ?
C3 C4 C3 67.3(4) 8_565 . ?
C4 C4 C3 33.51(15) 8_565 . ?
O2 C4 C3 102.4(2) . . ?
C8 C4 C3 112.6(3) . . ?
C7 C4 C3 112.9(5) . . ?
C3 C4 C6 72.7(5) 8_565 8_565 ?
C4 C4 C6 149.1(2) 8_565 8_565 ?
O2 C4 C6 100.8(3) . 8_565 ?
C8 C4 C6 17.3(4) . 8_565 ?
C7 C4 C6 102.2(5) . 8_565 ?
C3 C4 C6 129.6(4) . 8_565 ?
C3 C4 O1 58.9(3) 8_565 8_565 ?
C4 C4 O1 109.88(18) 8_565 8_565 ?
O2 C4 O1 22.89(16) . 8_565 ?
C8 C4 O1 97.3(3) . 8_565 ?
C7 C4 O1 129.4(3) . 8_565 ?
C3 C4 O1 91.7(2) . 8_565 ?
C6 C4 O1 92.9(3) 8_565 8_565 ?
C3 C4 C7 159.4(5) 8_565 8_565 ?
C4 C4 C7 60.4(3) 8_565 8_565 ?
O2 C4 C7 110.9(3) . 8_565 ?
C8 C4 C7 123.5(4) . 8_565 ?
C7 C4 C7 19.4(8) . 8_565 ?
C3 C4 C7 93.6(4) . 8_565 ?
C6 C4 C7 118.4(5) 8_565 8_565 ?
O1 C4 C7 132.5(3) 8_565 8_565 ?
N1 B1 N1 108.09(18) 8_565 . ?
N1 B1 B2 125.94(9) 8_565 . ?
N1 B1 B2 125.94(9) . . ?
O2 B2 O2 101.1(3) 8_565 . ?
O2 B2 O1 28.21(15) 8_565 . ?
O2 B2 O1 111.69(19) . . ?
O2 B2 O1 111.70(19) 8_565 8_565 ?
O2 B2 O1 28.22(15) . 8_565 ?
O1 B2 O1 108.2(4) . 8_565 ?
O2 B2 B1 126.05(18) 8_565 . ?
O2 B2 B1 126.05(18) . . ?
O1 B2 B1 122.25(17) . . ?
O1 B2 B1 122.25(17) 8_565 . ?
B1 N1 C2 131.01(14) . . ?
B1 N1 C1 110.85(14) . . ?
C2 N1 C1 118.13(14) . . ?
O2 O1 B2 68.9(6) 8_565 . ?
O2 O1 C3 89.1(6) 8_565 . ?
B2 O1 C3 107.2(3) . . ?
O2 O1 C4 58.6(5) 8_565 8_565 ?
B2 O1 C4 93.7(2) . 8_565 ?
C3 O1 C4 30.49(16) . 8_565 ?
O1 O2 B2 82.9(6) 8_565 . ?
O1 O2 C4 98.5(6) 8_565 . ?
B2 O2 C4 109.2(3) . . ?
O1 O2 C3 66.1(6) 8_565 8_565 ?
B2 O2 C3 104.1(3) . 8_565 ?
C4 O2 C3 32.42(16) . 8_565 ?

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
C4 C3 C4 C3 180.000(1) 8_565 . . 8_565 ?
C8 C3 C4 C3 -128.2(4) 8_565 . . 8_565 ?
O1 C3 C4 C3 101.5(3) . . . 8_565 ?
C5 C3 C4 C3 -12.7(4) . . . 8_565 ?
C6 C3 C4 C3 -146.4(3) . . . 8_565 ?
O2 C3 C4 C3 118.9(3) 8_565 . . 8_565 ?
C5 C3 C4 C3 -8.9(3) 8_565 . . 8_565 ?
C8 C3 C4 C4 51.8(4) 8_565 . . 8_565 ?
C3 C3 C4 C4 180.000(2) 8_565 . . 8_565 ?
O1 C3 C4 C4 -78.5(3) . . . 8_565 ?
C5 C3 C4 C4 167.3(4) . . . 8_565 ?
C6 C3 C4 C4 33.6(3) . . . 8_565 ?
O2 C3 C4 C4 -61.1(3) 8_565 . . 8_565 ?
C5 C3 C4 C4 171.1(3) 8_565 . . 8_565 ?
C4 C3 C4 O2 104.5(3) 8_565 . . . ?
C8 C3 C4 O2 156.3(4) 8_565 . . . ?
C3 C3 C4 O2 -75.5(3) 8_565 . . . ?
O1 C3 C4 O2 26.0(3) . . . . ?
C5 C3 C4 O2 -88.3(4) . . . . ?
C6 C3 C4 O2 138.1(4) . . . . ?
O2 C3 C4 O2 43.4(3) 8_565 . . . ?
C5 C3 C4 O2 -84.4(3) 8_565 . . . ?
C4 C3 C4 C8 -136.5(3) 8_565 . . . ?
C8 C3 C4 C8 -84.7(4) 8_565 . . . ?
C3 C3 C4 C8 43.5(3) 8_565 . . . ?
O1 C3 C4 C8 145.0(4) . . . . ?
C5 C3 C4 C8 30.8(4) . . . . ?
C6 C3 C4 C8 -102.8(5) . . . . ?
O2 C3 C4 C8 162.4(4) 8_565 . . . ?
C5 C3 C4 C8 34.7(4) 8_565 . . . ?
C4 C3 C4 C7 -9.6(4) 8_565 . . . ?
C8 C3 C4 C7 42.2(5) 8_565 . . . ?
C3 C3 C4 C7 170.4(4) 8_565 . . . ?
O1 C3 C4 C7 -88.1(3) . . . . ?
C5 C3 C4 C7 157.6(3) . . . . ?
C6 C3 C4 C7 24.0(5) . . . . ?
O2 C3 C4 C7 -70.7(3) 8_565 . . . ?
C5 C3 C4 C7 161.5(3) 8_565 . . . ?
C4 C3 C4 C6 -140.0(4) 8_565 . . 8_565 ?
C8 C3 C4 C6 -88.2(6) 8_565 . . 8_565 ?
C3 C3 C4 C6 40.0(4) 8_565 . . 8_565 ?
O1 C3 C4 C6 141.5(4) . . . 8_565 ?
C5 C3 C4 C6 27.2(5) . . . 8_565 ?
C6 C3 C4 C6 -106.4(4) . . . 8_565 ?
O2 C3 C4 C6 158.9(4) 8_565 . . 8_565 ?
C5 C3 C4 C6 31.1(4) 8_565 . . 8_565 ?
C4 C3 C4 O1 124.9(2) 8_565 . . 8_565 ?
C8 C3 C4 O1 176.7(4) 8_565 . . 8_565 ?
C3 C3 C4 O1 -55.1(2) 8_565 . . 8_565 ?
O1 C3 C4 O1 46.4(3) . . . 8_565 ?
C5 C3 C4 O1 -67.8(3) . . . 8_565 ?
C6 C3 C4 O1 158.6(4) . . . 8_565 ?
O2 C3 C4 O1 63.81(18) 8_565 . . 8_565 ?
C5 C3 C4 O1 -64.0(2) 8_565 . . 8_565 ?
C4 C3 C4 C7 -7.8(4) 8_565 . . 8_565 ?
C8 C3 C4 C7 44.0(4) 8_565 . . 8_565 ?
C3 C3 C4 C7 172.2(4) 8_565 . . 8_565 ?
O1 C3 C4 C7 -86.4(3) . . . 8_565 ?
C5 C3 C4 C7 159.4(3) . . . 8_565 ?
C6 C3 C4 C7 25.8(4) . . . 8_565 ?
O2 C3 C4 C7 -68.9(2) 8_565 . . 8_565 ?
C5 C3 C4 C7 163.3(2) 8_565 . . 8_565 ?
N1 B1 B2 O2 18.4(4) 8_565 . . 8_565 ?
N1 B1 B2 O2 -163.8(2) . . . 8_565 ?
N1 B1 B2 O2 163.8(2) 8_565 . . . ?
N1 B1 B2 O2 -18.4(4) . . . . ?
N1 B1 B2 O1 -15.5(3) 8_565 . . . ?
N1 B1 B2 O1 162.2(2) . . . . ?
N1 B1 B2 O1 -162.2(2) 8_565 . . 8_565 ?
N1 B1 B2 O1 15.5(3) . . . 8_565 ?
N1 B1 N1 C2 -178.45(13) 8_565 . . . ?
B2 B1 N1 C2 3.5(3) . . . . ?
N1 B1 N1 C1 0.7(2) 8_565 . . . ?
B2 B1 N1 C1 -177.37(16) . . . . ?
C1 C1 N1 B1 -0.43(13) 8_565 . . . ?
C1 C1 N1 C2 178.85(13) 8_565 . . . ?
O2 B2 O1 O2 -72.2(7) . . . 8_565 ?
O1 B2 O1 O2 -102.1(6) 8_565 . . 8_565 ?
B1 B2 O1 O2 107.2(6) . . . 8_565 ?
O2 B2 O1 C3 82.1(6) 8_565 . . . ?
O2 B2 O1 C3 9.9(4) . . . . ?
O1 B2 O1 C3 -20.0(4) 8_565 . . . ?
B1 B2 O1 C3 -170.7(2) . . . . ?
O2 B2 O1 C4 54.3(5) 8_565 . . 8_565 ?
O2 B2 O1 C4 -18.0(4) . . . 8_565 ?
O1 B2 O1 C4 -47.8(3) 8_565 . . 8_565 ?
B1 B2 O1 C4 161.4(2) . . . 8_565 ?
C4 C3 O1 O2 0.7(7) 8_565 . . 8_565 ?
C8 C3 O1 O2 -82.2(9) 8_565 . . 8_565 ?
C3 C3 O1 O2 79.6(7) 8_565 . . 8_565 ?
C5 C3 O1 O2 166.9(7) . . . 8_565 ?
C4 C3 O1 O2 45.2(7) . . . 8_565 ?
C6 C3 O1 O2 -74.7(9) . . . 8_565 ?
C5 C3 O1 O2 132.3(6) 8_565 . . 8_565 ?
C4 C3 O1 B2 -66.9(4) 8_565 . . . ?
C8 C3 O1 B2 -149.8(6) 8_565 . . . ?
C3 C3 O1 B2 12.1(3) 8_565 . . . ?
C5 C3 O1 B2 99.3(3) . . . . ?
C4 C3 O1 B2 -22.3(3) . . . . ?
C6 C3 O1 B2 -142.3(6) . . . . ?
O2 C3 O1 B2 -67.6(6) 8_565 . . . ?
C5 C3 O1 B2 64.8(3) 8_565 . . . ?
C8 C3 O1 C4 -82.9(7) 8_565 . . 8_565 ?
C3 C3 O1 C4 78.9(3) 8_565 . . 8_565 ?
C5 C3 O1 C4 166.2(5) . . . 8_565 ?
C4 C3 O1 C4 44.5(3) . . . 8_565 ?
C6 C3 O1 C4 -75.5(6) . . . 8_565 ?
O2 C3 O1 C4 -0.7(7) 8_565 . . 8_565 ?
C5 C3 O1 C4 131.6(5) 8_565 . . 8_565 ?
O2 B2 O2 O1 -115.6(5) 8_565 . . 8_565 ?
O1 B2 O2 O1 -88.3(7) . . . 8_565 ?
B1 B2 O2 O1 92.3(6) . . . 8_565 ?
O2 B2 O2 C4 -19.1(4) 8_565 . . . ?
O1 B2 O2 C4 8.2(4) . . . . ?
O1 B2 O2 C4 96.5(7) 8_565 . . . ?
B1 B2 O2 C4 -171.2(2) . . . . ?
O2 B2 O2 C3 -52.6(4) 8_565 . . 8_565 ?
O1 B2 O2 C3 -25.2(4) . . . 8_565 ?
O1 B2 O2 C3 63.1(6) 8_565 . . 8_565 ?
B1 B2 O2 C3 155.3(2) . . . 8_565 ?
C3 C4 O2 O1 -0.7(7) 8_565 . . 8_565 ?
C4 C4 O2 O1 98.0(7) 8_565 . . 8_565 ?
C8 C4 O2 O1 -56.6(8) . . . 8_565 ?
C7 C4 O2 O1 -177.5(8) . . . 8_565 ?
C3 C4 O2 O1 63.7(7) . . . 8_565 ?
C6 C4 O2 O1 -71.2(8) 8_565 . . 8_565 ?
C7 C4 O2 O1 162.5(7) 8_565 . . 8_565 ?
C3 C4 O2 B2 -86.1(4) 8_565 . . . ?
C4 C4 O2 B2 12.6(3) 8_565 . . . ?
C8 C4 O2 B2 -141.9(4) . . . . ?
C7 C4 O2 B2 97.1(5) . . . . ?
C3 C4 O2 B2 -21.6(3) . . . . ?
C6 C4 O2 B2 -156.6(4) 8_565 . . . ?
O1 C4 O2 B2 -85.4(7) 8_565 . . . ?
C7 C4 O2 B2 77.1(5) 8_565 . . . ?
C4 C4 O2 C3 98.7(3) 8_565 . . 8_565 ?
C8 C4 O2 C3 -55.8(4) . . . 8_565 ?
C7 C4 O2 C3 -176.8(6) . . . 8_565 ?
C3 C4 O2 C3 64.5(4) . . . 8_565 ?
C6 C4 O2 C3 -70.5(5) 8_565 . . 8_565 ?
O1 C4 O2 C3 0.7(7) 8_565 . . 8_565 ?
C7 C4 O2 C3 163.2(6) 8_565 . . 8_565 ?

_refine_diff_density_max         0.203
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.026

####################################################################### 
# 
# 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_wo21wo
_database_code_depnum_ccdc_archive 'CCDC 1820516'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'0.5 (C11H22B2O4), 0.32 (C11H22B2O4), 0.18 (C12H24B2O4)'
_chemical_formula_sum            'C11.18 H22.37 B2 O4'
_chemical_formula_weight         242.47

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   20.1037(12)
_cell_length_b                   11.8880(6)
_cell_length_c                   11.7240(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.134(6)
_cell_angle_gamma                90
_cell_volume                     2797.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4613
_cell_measurement_theta_min      4.3160
_cell_measurement_theta_max      74.2220

_exptl_crystal_description       'fragment of cuboid'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_F_000             1052
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.183
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_min  0.65559
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_recrystallization_method 
;
 From a solution of pinB-Bneop and B2pin2 (100mol%) in n-pentane at -40 deg. C.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 26 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.3 deg in ω.
 Each frame was exposured for 6 s (low 2θ angles) or 24 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            6495
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.322
_diffrn_reflns_theta_max         66.998
_diffrn_reflns_theta_full        66.998
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6495
_reflns_number_gt                4343
_reflns_threshold_expression     'I > 2σ(I)'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2014/7 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;


_refine_special_details          
;
 The crystal is non-merohedrally twinned by 180deg rotation about the
 c-axis and was refined accordingly using a data set containing only 
 reflections form exclusively the major component and those with 
 contributions of both the major and the minor component.
 The twin factor refined to 0.381(2).

 The structure contains several disordered Bpin and Bneop moieties.
 Split atom models were established for each disordered part 
 employing similarity restraint (SAME) and refining only a common 
 ADP for heavily correlating groups of atoms.
 The structure comprises two independent molecules one fully occupied 
 by pinB-Bneop and the second one occupied by B2pin2 and pinB-Bneop in
 a refined ratio of 0.36 to 0.64.

 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Non-disordered methyl groups were treated as a rigid bodies and allowed to 
 rotate about the E-CH3 bond but not tip.

 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     
'w=1/[σ²(Fo²)+(0.1142P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6495
_refine_ls_number_parameters     450
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0665
_refine_ls_wR_factor_ref         0.1880
_refine_ls_wR_factor_gt          0.1735
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      1.010
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.01481(15) 0.8166(2) 0.2019(2) 0.0422(7) Uani 1 1 d D . . . .
C2 C 0.05755(14) 0.9195(2) 0.2423(2) 0.0394(6) Uani 1 1 d D . . . .
C3 C 0.0203(2) 0.7881(3) 0.0757(3) 0.0649(10) Uani 1 1 d D . . . .
H3A H 0.0674 0.7851 0.0581 0.097 Uiso 1 1 calc R U . . .
H3B H -0.0025 0.8460 0.0286 0.097 Uiso 1 1 calc R U . . .
H3C H -0.0005 0.7149 0.0594 0.097 Uiso 1 1 calc R U . . .
C4 C -0.05684(16) 0.8209(3) 0.2318(3) 0.0587(9) Uani 1 1 d D . . . .
H4A H -0.0806 0.7556 0.1987 0.088 Uiso 1 1 calc R U . . .
H4B H -0.0774 0.8901 0.2012 0.088 Uiso 1 1 calc R U . . .
H4C H -0.0593 0.8197 0.3151 0.088 Uiso 1 1 calc R U . . .
C5 C 0.06553(19) 1.0084(3) 0.1509(3) 0.0555(8) Uani 1 1 d D . . . .
H5A H 0.0963 1.0667 0.1803 0.083 Uiso 1 1 calc R U . . .
H5B H 0.0221 1.0422 0.1302 0.083 Uiso 1 1 calc R U . . .
H5C H 0.0833 0.9734 0.0833 0.083 Uiso 1 1 calc R U . . .
C6 C 0.03363(17) 0.9741(2) 0.3497(2) 0.0475(7) Uani 1 1 d D . . . .
H6A H 0.0289 0.9166 0.4086 0.071 Uiso 1 1 calc R U . . .
H6B H -0.0096 1.0102 0.3324 0.071 Uiso 1 1 calc R U . . .
H6C H 0.0661 1.0307 0.3774 0.071 Uiso 1 1 calc R U . . .
C7 C 0.20780(16) 0.4880(3) 0.4229(3) 0.0511(8) Uani 1 1 d . . . . .
H7A H 0.2221 0.4402 0.3596 0.061 Uiso 1 1 calc R U . . .
H7B H 0.1897 0.4381 0.4813 0.061 Uiso 1 1 calc R U . . .
C8 C 0.26770(16) 0.5503(3) 0.4753(3) 0.0538(8) Uani 1 1 d . . . . .
C9 C 0.29068(16) 0.6306(3) 0.3842(3) 0.0570(8) Uani 1 1 d . . . . .
H9A H 0.3279 0.6771 0.4167 0.068 Uiso 1 1 calc R U . . .
H9B H 0.3072 0.5868 0.3197 0.068 Uiso 1 1 calc R U . . .
C10 C 0.3226(2) 0.4646(4) 0.5071(4) 0.0829(13) Uani 1 1 d . . . . .
H10A H 0.3309 0.4179 0.4405 0.124 Uiso 1 1 calc R U . . .
H10B H 0.3085 0.4168 0.5694 0.124 Uiso 1 1 calc R U . . .
H10C H 0.3636 0.5045 0.5317 0.124 Uiso 1 1 calc R U . . .
C11 C 0.2491(2) 0.6146(4) 0.5818(3) 0.0674(10) Uani 1 1 d . . . . .
H11A H 0.2331 0.5615 0.6382 0.101 Uiso 1 1 calc R U . . .
H11B H 0.2139 0.6691 0.5611 0.101 Uiso 1 1 calc R U . . .
H11C H 0.2884 0.6543 0.6145 0.101 Uiso 1 1 calc R U . . .
B1 B 0.11194(16) 0.7565(2) 0.2930(3) 0.0366(7) Uani 1 1 d D . . . .
B2 B 0.17264(17) 0.6676(3) 0.3446(3) 0.0423(7) Uani 1 1 d . . . . .
O1 O 0.04773(9) 0.72361(15) 0.26489(15) 0.0380(4) Uani 1 1 d D . . . .
O2 O 0.12207(10) 0.86861(15) 0.27321(17) 0.0419(5) Uani 1 1 d D . . . .
O3 O 0.15598(10) 0.56337(16) 0.37994(19) 0.0470(5) Uani 1 1 d . . . . .
O4 O 0.23688(11) 0.70318(18) 0.34282(19) 0.0508(5) Uani 1 1 d . . . . .
C12 C 0.2382(2) 0.0665(5) 0.5526(4) 0.0530(11) Uani 0.705(3) 1 d . . P A 1
C13 C 0.2800(3) 0.0756(4) 0.4483(4) 0.0539(11) Uani 0.705(3) 1 d . . P A 1
C14 C 0.1991(7) -0.0419(10) 0.5640(13) 0.075(3) Uani 0.705(3) 1 d . . P A 1
H14A H 0.1661 -0.0486 0.4996 0.113 Uiso 0.705(3) 1 calc R U P A 1
H14B H 0.2297 -0.1061 0.5640 0.113 Uiso 0.705(3) 1 calc R U P A 1
H14C H 0.1763 -0.0408 0.6357 0.113 Uiso 0.705(3) 1 calc R U P A 1
C15 C 0.1899(4) 0.1774(5) 0.5500(7) 0.0626(14) Uani 0.705(3) 1 d . . P A 1
H15A H 0.1566 0.1713 0.4860 0.094 Uiso 0.705(3) 1 calc R U P A 1
H15B H 0.1673 0.1823 0.6218 0.094 Uiso 0.705(3) 1 calc R U P A 1
H15C H 0.2168 0.2452 0.5406 0.094 Uiso 0.705(3) 1 calc R U P A 1
C16 C 0.3066(4) -0.0318(6) 0.4072(7) 0.084(2) Uani 0.705(3) 1 d . . P A 1
H16A H 0.2697 -0.0792 0.3775 0.126 Uiso 0.705(3) 1 calc R U P A 1
H16B H 0.3369 -0.0170 0.3463 0.126 Uiso 0.705(3) 1 calc R U P A 1
H16C H 0.3308 -0.0705 0.4705 0.126 Uiso 0.705(3) 1 calc R U P A 1
C17 C 0.2404(4) 0.1424(5) 0.3506(6) 0.0581(16) Uani 0.705(3) 1 d . . P A 1
H17A H 0.2025 0.0973 0.3211 0.087 Uiso 0.705(3) 1 calc R U P A 1
H17B H 0.2242 0.2135 0.3812 0.087 Uiso 0.705(3) 1 calc R U P A 1
H17C H 0.2699 0.1582 0.2887 0.087 Uiso 0.705(3) 1 calc R U P A 1
O5 O 0.2870(2) 0.0769(5) 0.6476(5) 0.0657(15) Uani 0.705(3) 1 d . . P A 1
O6 O 0.33686(19) 0.1440(3) 0.4920(3) 0.0585(9) Uani 0.705(3) 1 d . . P A 1
B3 B 0.3379(2) 0.1340(3) 0.6129(3) 0.0534(9) Uani 0.705(3) 1 d . . P A 1
C12A C 0.2610(7) 0.0042(11) 0.5414(10) 0.0539(11) Uani 0.295(3) 1 d . . P A 2
C13A C 0.2440(6) 0.1214(11) 0.4907(10) 0.0530(11) Uani 0.295(3) 1 d . . P A 2
C14A C 0.3133(9) -0.0716(15) 0.4680(17) 0.084(2) Uani 0.295(3) 1 d . . P A 2
H14D H 0.3490 -0.0230 0.4425 0.126 Uiso 0.295(3) 1 calc R U P A 2
H14E H 0.3325 -0.1315 0.5168 0.126 Uiso 0.295(3) 1 calc R U P A 2
H14F H 0.2892 -0.1049 0.4014 0.126 Uiso 0.295(3) 1 calc R U P A 2
C15A C 0.211(2) -0.071(3) 0.575(4) 0.075(3) Uani 0.295(3) 1 d . . P A 2
H15D H 0.1819 -0.0904 0.5084 0.113 Uiso 0.295(3) 1 calc R U P A 2
H15E H 0.2325 -0.1397 0.6060 0.113 Uiso 0.295(3) 1 calc R U P A 2
H15F H 0.1854 -0.0357 0.6334 0.113 Uiso 0.295(3) 1 calc R U P A 2
C16A C 0.2581(11) 0.1050(14) 0.3471(18) 0.0581(16) Uani 0.295(3) 1 d . . P A 2
H16D H 0.2222 0.0598 0.3103 0.087 Uiso 0.295(3) 1 calc R U P A 2
H16E H 0.2592 0.1791 0.3105 0.087 Uiso 0.295(3) 1 calc R U P A 2
H16F H 0.3008 0.0669 0.3393 0.087 Uiso 0.295(3) 1 calc R U P A 2
C17A C 0.1872(10) 0.1364(13) 0.5745(17) 0.0626(14) Uani 0.295(3) 1 d . . P A 2
H17D H 0.1487 0.0907 0.5484 0.094 Uiso 0.295(3) 1 calc R U P A 2
H17E H 0.2030 0.1123 0.6512 0.094 Uiso 0.295(3) 1 calc R U P A 2
H17F H 0.1741 0.2158 0.5765 0.094 Uiso 0.295(3) 1 calc R U P A 2
O5A O 0.3063(7) 0.0349(13) 0.6395(14) 0.0657(15) Uani 0.295(3) 1 d . . P A 2
O6A O 0.3017(5) 0.1896(8) 0.5293(7) 0.0585(9) Uani 0.295(3) 1 d . . P A 2
B3A B 0.3379(2) 0.1340(3) 0.6129(3) 0.0534(9) Uani 0.295(3) 1 d . . P A 2
C18 C 0.4668(3) 0.1855(7) 0.8765(6) 0.0614(16) Uani 0.637(3) 1 d . . P A 3
H18A H 0.4958 0.1262 0.9116 0.074 Uiso 0.637(3) 1 calc R U P A 3
H18B H 0.4434 0.2228 0.9383 0.074 Uiso 0.637(3) 1 calc R U P A 3
C19 C 0.5094(4) 0.2707(10) 0.8193(7) 0.0554(17) Uani 0.637(3) 1 d . . P A 3
C20 C 0.4640(6) 0.3526(9) 0.7625(11) 0.079(3) Uani 0.637(3) 1 d . . P A 3
H20A H 0.4409 0.3953 0.8211 0.095 Uiso 0.637(3) 1 calc R U P A 3
H20B H 0.4903 0.4067 0.7191 0.095 Uiso 0.637(3) 1 calc R U P A 3
C21 C 0.5491(5) 0.2112(11) 0.7325(8) 0.100(4) Uani 0.637(3) 1 d . . P A 3
H21A H 0.5791 0.1567 0.7713 0.150 Uiso 0.637(3) 1 calc R U P A 3
H21B H 0.5188 0.1717 0.6778 0.150 Uiso 0.637(3) 1 calc R U P A 3
H21C H 0.5753 0.2663 0.6918 0.150 Uiso 0.637(3) 1 calc R U P A 3
C22 C 0.5554(3) 0.3299(6) 0.9053(6) 0.080(2) Uani 0.637(3) 1 d . . P A 3
H22A H 0.5855 0.2750 0.9430 0.120 Uiso 0.637(3) 1 calc R U P A 3
H22B H 0.5814 0.3864 0.8664 0.120 Uiso 0.637(3) 1 calc R U P A 3
H22C H 0.5291 0.3668 0.9625 0.120 Uiso 0.637(3) 1 calc R U P A 3
O7 O 0.41812(19) 0.1342(3) 0.7968(3) 0.0585(10) Uani 0.637(3) 1 d . . P A 3
O8 O 0.4147(4) 0.2984(4) 0.6849(6) 0.072(2) Uani 0.637(3) 1 d . . P A 3
B4 B 0.4014(2) 0.1912(3) 0.6990(4) 0.0638(11) Uani 0.637(3) 1 d . . P A 3
B4A B 0.4014(2) 0.1912(3) 0.6990(4) 0.0638(11) Uani 0.218(3) 1 d D . P B 4
O7A O 0.4627(4) 0.1299(8) 0.7253(9) 0.054(3) Uani 0.218(3) 1 d D . P B 4
O8A O 0.4117(7) 0.2999(9) 0.7310(17) 0.072(6) Uani 0.218(3) 1 d D . P B 4
C101 C 0.5046(5) 0.1960(12) 0.8067(9) 0.039(3) Uani 0.218(3) 1 d D . P B 4
C102 C 0.4791(7) 0.3172(11) 0.7822(15) 0.051(8) Uani 0.218(3) 1 d D . P B 4
C103 C 0.4918(15) 0.152(2) 0.9255(14) 0.074(6) Uani 0.218(3) 1 d D . P B 4
H10D H 0.5191 0.1944 0.9826 0.111 Uiso 0.218(3) 1 calc R U P B 4
H10E H 0.4446 0.1618 0.9399 0.111 Uiso 0.218(3) 1 calc R U P B 4
H10F H 0.5035 0.0723 0.9304 0.111 Uiso 0.218(3) 1 calc R U P B 4
C104 C 0.5767(6) 0.180(2) 0.781(2) 0.065(6) Uani 0.218(3) 1 d D . P B 4
H10G H 0.6050 0.2242 0.8349 0.097 Uiso 0.218(3) 1 calc R U P B 4
H10H H 0.5885 0.1004 0.7876 0.097 Uiso 0.218(3) 1 calc R U P B 4
H10I H 0.5835 0.2059 0.7028 0.097 Uiso 0.218(3) 1 calc R U P B 4
C105 C 0.5203(13) 0.3797(18) 0.697(2) 0.066(5) Uani 0.218(3) 1 d D . P B 4
H10J H 0.5655 0.3917 0.7304 0.100 Uiso 0.218(3) 1 calc R U P B 4
H10K H 0.5223 0.3350 0.6270 0.100 Uiso 0.218(3) 1 calc R U P B 4
H10L H 0.4995 0.4525 0.6786 0.100 Uiso 0.218(3) 1 calc R U P B 4
C106 C 0.4728(14) 0.389(2) 0.888(2) 0.099(6) Uani 0.218(3) 1 d D . P B 4
H10M H 0.5172 0.4024 0.9245 0.148 Uiso 0.218(3) 1 calc R U P B 4
H10N H 0.4523 0.4613 0.8663 0.148 Uiso 0.218(3) 1 calc R U P B 4
H10O H 0.4450 0.3501 0.9417 0.148 Uiso 0.218(3) 1 calc R U P B 4
B4B B 0.4014(2) 0.1912(3) 0.6990(4) 0.0638(11) Uani 0.144(3) 1 d D . P C 5
O7B O 0.4701(5) 0.1838(13) 0.6641(12) 0.054(3) Uani 0.144(3) 1 d D . P C 5
O8B O 0.4013(7) 0.2541(17) 0.7949(13) 0.072(6) Uani 0.144(3) 1 d D . P C 5
C201 C 0.5112(7) 0.2598(18) 0.7374(18) 0.081(12) Uani 0.144(3) 1 d D . P C 5
C202 C 0.4692(9) 0.271(2) 0.8438(16) 0.094(14) Uani 0.144(3) 1 d D . P C 5
C203 C 0.519(2) 0.369(2) 0.672(4) 0.066(5) Uani 0.144(3) 1 d D . P C 5
H20C H 0.5461 0.4218 0.7184 0.100 Uiso 0.144(3) 1 calc R U P C 5
H20D H 0.5405 0.3537 0.6005 0.100 Uiso 0.144(3) 1 calc R U P C 5
H20E H 0.4748 0.4020 0.6540 0.100 Uiso 0.144(3) 1 calc R U P C 5
C204 C 0.5782(9) 0.205(4) 0.762(3) 0.065(6) Uani 0.144(3) 1 d D . P C 5
H20F H 0.6064 0.2549 0.8104 0.097 Uiso 0.144(3) 1 calc R U P C 5
H20G H 0.5724 0.1334 0.8005 0.097 Uiso 0.144(3) 1 calc R U P C 5
H20H H 0.5995 0.1923 0.6895 0.097 Uiso 0.144(3) 1 calc R U P C 5
C205 C 0.4744(19) 0.385(3) 0.902(4) 0.099(6) Uani 0.144(3) 1 d D . P C 5
H20I H 0.5198 0.3965 0.9344 0.148 Uiso 0.144(3) 1 calc R U P C 5
H20J H 0.4637 0.4445 0.8452 0.148 Uiso 0.144(3) 1 calc R U P C 5
H20K H 0.4429 0.3891 0.9625 0.148 Uiso 0.144(3) 1 calc R U P C 5
C206 C 0.483(2) 0.178(4) 0.931(2) 0.074(6) Uani 0.144(3) 1 d D . P C 5
H20L H 0.5278 0.1867 0.9662 0.111 Uiso 0.144(3) 1 calc R U P C 5
H20M H 0.4503 0.1837 0.9908 0.111 Uiso 0.144(3) 1 calc R U P C 5
H20N H 0.4784 0.1049 0.8938 0.111 Uiso 0.144(3) 1 calc R U P C 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
C1 O1 1.467(3) . ?
C1 C4 1.502(5) . ?
C1 C3 1.527(4) . ?
C1 C2 1.553(4) . ?
C2 O2 1.459(3) . ?
C2 C6 1.518(4) . ?
C2 C5 1.520(4) . ?
C7 O3 1.444(3) . ?
C7 C8 1.514(5) . ?
C8 C9 1.522(5) . ?
C8 C11 1.528(5) . ?
C8 C10 1.533(5) . ?
C9 O4 1.447(4) . ?
B1 O2 1.370(4) . ?
B1 O1 1.372(4) . ?
B1 B2 1.701(4) . ?
B2 O3 1.354(4) . ?
B2 O4 1.360(4) . ?
C12 O5 1.449(7) . ?
C12 C14 1.518(15) . ?
C12 C13 1.526(8) . ?
C12 C15 1.638(8) . ?
C13 O6 1.471(5) . ?
C13 C16 1.475(8) . ?
C13 C17 1.574(8) . ?
O5 B3 1.311(7) . ?
O6 B3 1.421(6) . ?
B3 B4 1.722(5) . ?
C12A C15A 1.41(4) . ?
C12A O5A 1.473(19) . ?
C12A C13A 1.545(19) . ?
C12A C14A 1.66(2) . ?
C13A O6A 1.466(14) . ?
C13A C17A 1.56(2) . ?
C13A C16A 1.73(2) . ?
O5A B3A 1.383(18) . ?
O6A B3A 1.360(10) . ?
C18 O7 1.451(7) . ?
C18 C19 1.507(11) . ?
C19 C20 1.468(13) . ?
C19 C21 1.505(13) . ?
C19 C22 1.506(9) . ?
C20 O8 1.460(12) . ?
O7 B4 1.359(6) . ?
O8 B4 1.315(7) . ?
B4A O8A 1.358(10) . ?
B4A O7A 1.450(8) . ?
O7A C101 1.466(10) . ?
O8A C102 1.466(11) . ?
C101 C104 1.508(10) . ?
C101 C103 1.522(11) . ?
C101 C102 1.552(10) . ?
C102 C106 1.518(11) . ?
C102 C105 1.526(11) . ?
B4B O8B 1.351(10) . ?
B4B O7B 1.464(9) . ?
O7B C201 1.469(10) . ?
O8B C202 1.465(11) . ?
C201 C204 1.508(11) . ?
C201 C203 1.522(11) . ?
C201 C202 1.550(11) . ?
C202 C206 1.518(11) . ?
C202 C205 1.523(11) . ?

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 C1 C4 108.6(2) . . ?
O1 C1 C3 105.4(2) . . ?
C4 C1 C3 110.8(3) . . ?
O1 C1 C2 102.3(2) . . ?
C4 C1 C2 115.1(3) . . ?
C3 C1 C2 113.7(3) . . ?
O2 C2 C6 106.8(2) . . ?
O2 C2 C5 109.7(2) . . ?
C6 C2 C5 109.7(2) . . ?
O2 C2 C1 102.7(2) . . ?
C6 C2 C1 113.3(2) . . ?
C5 C2 C1 114.2(2) . . ?
O3 C7 C8 112.4(3) . . ?
C7 C8 C9 106.7(3) . . ?
C7 C8 C11 110.5(3) . . ?
C9 C8 C11 110.9(3) . . ?
C7 C8 C10 108.7(3) . . ?
C9 C8 C10 110.2(3) . . ?
C11 C8 C10 109.8(3) . . ?
O4 C9 C8 111.1(3) . . ?
O2 B1 O1 112.5(2) . . ?
O2 B1 B2 123.7(3) . . ?
O1 B1 B2 123.8(2) . . ?
O3 B2 O4 122.7(3) . . ?
O3 B2 B1 119.5(3) . . ?
O4 B2 B1 117.7(3) . . ?
B1 O1 C1 107.4(2) . . ?
B1 O2 C2 107.9(2) . . ?
B2 O3 C7 119.2(2) . . ?
B2 O4 C9 120.2(3) . . ?
O5 C12 C14 109.7(5) . . ?
O5 C12 C13 103.3(4) . . ?
C14 C12 C13 116.2(8) . . ?
O5 C12 C15 108.8(5) . . ?
C14 C12 C15 112.0(6) . . ?
C13 C12 C15 106.2(4) . . ?
O6 C13 C16 107.7(5) . . ?
O6 C13 C12 102.2(4) . . ?
C16 C13 C12 115.1(5) . . ?
O6 C13 C17 109.1(4) . . ?
C16 C13 C17 112.2(5) . . ?
C12 C13 C17 109.9(5) . . ?
B3 O5 C12 108.3(5) . . ?
B3 O6 C13 105.7(3) . . ?
O5 B3 O6 112.5(4) . . ?
C15A C12A O5A 110.9(19) . . ?
C15A C12A C13A 122.3(16) . . ?
O5A C12A C13A 101.0(10) . . ?
C15A C12A C14A 106(2) . . ?
O5A C12A C14A 99.0(11) . . ?
C13A C12A C14A 115.0(12) . . ?
O6A C13A C12A 103.0(9) . . ?
O6A C13A C17A 109.7(11) . . ?
C12A C13A C17A 90.9(10) . . ?
O6A C13A C16A 101.1(11) . . ?
C12A C13A C16A 103.2(11) . . ?
C17A C13A C16A 142.2(12) . . ?
B3A O5A C12A 107.9(11) . . ?
B3A O6A C13A 109.7(8) . . ?
O6A B3A O5A 110.0(7) . . ?
O7 C18 C19 112.0(6) . . ?
C20 C19 C21 110.2(9) . . ?
C20 C19 C22 109.7(10) . . ?
C21 C19 C22 110.1(7) . . ?
C20 C19 C18 107.1(8) . . ?
C21 C19 C18 108.7(9) . . ?
C22 C19 C18 111.0(6) . . ?
O8 C20 C19 111.9(9) . . ?
B4 O7 C18 117.5(4) . . ?
B4 O8 C20 119.1(7) . . ?
O8 B4 O7 123.1(4) . . ?
O8A B4A O7A 107.7(6) . . ?
B4A O7A C101 108.8(6) . . ?
B4A O8A C102 111.7(8) . . ?
O7A C101 C104 109.1(10) . . ?
O7A C101 C103 107.0(12) . . ?
C104 C101 C103 110.8(12) . . ?
O7A C101 C102 101.7(7) . . ?
C104 C101 C102 112.9(11) . . ?
C103 C101 C102 114.6(11) . . ?
O8A C102 C106 107.3(12) . . ?
O8A C102 C105 108.9(13) . . ?
C106 C102 C105 109.5(13) . . ?
O8A C102 C101 103.6(8) . . ?
C106 C102 C101 114.4(12) . . ?
C105 C102 C101 112.8(11) . . ?
O8B B4B O7B 108.0(7) . . ?
B4B O7B C201 108.0(8) . . ?
B4B O8B C202 111.0(9) . . ?
O7B C201 C204 108.3(12) . . ?
O7B C201 C203 107.4(14) . . ?
C204 C201 C203 110.3(14) . . ?
O7B C201 C202 102.1(8) . . ?
C204 C201 C202 113.9(13) . . ?
C203 C201 C202 114.2(13) . . ?
O8B C202 C206 107.1(14) . . ?
O8B C202 C205 109.6(14) . . ?
C206 C202 C205 110.0(14) . . ?
O8B C202 C201 102.1(9) . . ?
C206 C202 C201 113.5(13) . . ?
C205 C202 C201 114.0(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 C1 C2 O2 26.3(3) . . . . ?
C4 C1 C2 O2 143.9(2) . . . . ?
C3 C1 C2 O2 -86.8(3) . . . . ?
O1 C1 C2 C6 -88.4(3) . . . . ?
C4 C1 C2 C6 29.1(3) . . . . ?
C3 C1 C2 C6 158.4(3) . . . . ?
O1 C1 C2 C5 145.0(3) . . . . ?
C4 C1 C2 C5 -97.5(3) . . . . ?
C3 C1 C2 C5 31.8(4) . . . . ?
O3 C7 C8 C9 -55.4(4) . . . . ?
O3 C7 C8 C11 65.2(4) . . . . ?
O3 C7 C8 C10 -174.2(3) . . . . ?
C7 C8 C9 O4 55.1(3) . . . . ?
C11 C8 C9 O4 -65.4(3) . . . . ?
C10 C8 C9 O4 172.9(3) . . . . ?
O2 B1 B2 O3 168.7(3) . . . . ?
O1 B1 B2 O3 -12.4(5) . . . . ?
O2 B1 B2 O4 -14.6(4) . . . . ?
O1 B1 B2 O4 164.3(3) . . . . ?
O2 B1 O1 C1 10.8(3) . . . . ?
B2 B1 O1 C1 -168.2(3) . . . . ?
C4 C1 O1 B1 -145.0(3) . . . . ?
C3 C1 O1 B1 96.2(3) . . . . ?
C2 C1 O1 B1 -22.9(3) . . . . ?
O1 B1 O2 C2 7.5(3) . . . . ?
B2 B1 O2 C2 -173.5(3) . . . . ?
C6 C2 O2 B1 98.2(3) . . . . ?
C5 C2 O2 B1 -142.9(2) . . . . ?
C1 C2 O2 B1 -21.2(3) . . . . ?
O4 B2 O3 C7 3.1(5) . . . . ?
B1 B2 O3 C7 179.6(3) . . . . ?
C8 C7 O3 B2 27.8(4) . . . . ?
O3 B2 O4 C9 -2.6(5) . . . . ?
B1 B2 O4 C9 -179.2(3) . . . . ?
C8 C9 O4 B2 -28.2(4) . . . . ?
O5 C12 C13 O6 -27.4(5) . . . . ?
C14 C12 C13 O6 -147.6(5) . . . . ?
C15 C12 C13 O6 87.0(5) . . . . ?
O5 C12 C13 C16 89.1(5) . . . . ?
C14 C12 C13 C16 -31.2(7) . . . . ?
C15 C12 C13 C16 -156.6(5) . . . . ?
O5 C12 C13 C17 -143.1(5) . . . . ?
C14 C12 C13 C17 96.7(6) . . . . ?
C15 C12 C13 C17 -28.7(5) . . . . ?
C14 C12 O5 B3 150.4(8) . . . . ?
C13 C12 O5 B3 25.8(6) . . . . ?
C15 C12 O5 B3 -86.7(5) . . . . ?
C16 C13 O6 B3 -101.6(5) . . . . ?
C12 C13 O6 B3 20.1(5) . . . . ?
C17 C13 O6 B3 136.4(5) . . . . ?
C12 O5 B3 O6 -13.7(6) . . . . ?
C13 O6 B3 O5 -5.0(5) . . . . ?
C15A C12A C13A O6A 149(3) . . . . ?
O5A C12A C13A O6A 25.1(13) . . . . ?
C14A C12A C13A O6A -80.4(12) . . . . ?
C15A C12A C13A C17A 38(3) . . . . ?
O5A C12A C13A C17A -85.3(13) . . . . ?
C14A C12A C13A C17A 169.2(12) . . . . ?
C15A C12A C13A C16A -106(3) . . . . ?
O5A C12A C13A C16A 130.1(12) . . . . ?
C14A C12A C13A C16A 24.6(14) . . . . ?
C15A C12A O5A B3A -160(2) . . . . ?
C13A C12A O5A B3A -28.7(13) . . . . ?
C14A C12A O5A B3A 89.1(13) . . . . ?
C12A C13A O6A B3A -14.1(12) . . . . ?
C17A C13A O6A B3A 81.6(12) . . . . ?
C16A C13A O6A B3A -120.6(9) . . . . ?
C13A O6A B3A O5A -3.9(12) . . . . ?
C12A O5A B3A O6A 21.7(13) . . . . ?
O7 C18 C19 C20 55.4(11) . . . . ?
O7 C18 C19 C21 -63.7(9) . . . . ?
O7 C18 C19 C22 175.1(7) . . . . ?
C21 C19 C20 O8 63.4(13) . . . . ?
C22 C19 C20 O8 -175.3(8) . . . . ?
C18 C19 C20 O8 -54.7(12) . . . . ?
C19 C18 O7 B4 -21.7(9) . . . . ?
C19 C20 O8 B4 21.1(14) . . . . ?
C20 O8 B4 O7 16.8(12) . . . . ?
C18 O7 B4 O8 -16.0(9) . . . . ?
O8A B4A O7A C101 17.5(14) . . . . ?
O7A B4A O8A C102 -1.2(17) . . . . ?
B4A O7A C101 C104 -144.5(13) . . . . ?
B4A O7A C101 C103 95.5(14) . . . . ?
B4A O7A C101 C102 -25.0(11) . . . . ?
B4A O8A C102 C106 -135.6(17) . . . . ?
B4A O8A C102 C105 106.0(17) . . . . ?
B4A O8A C102 C101 -14.3(18) . . . . ?
O7A C101 C102 O8A 23.2(13) . . . . ?
C104 C101 C102 O8A 139.9(14) . . . . ?
C103 C101 C102 O8A -91.9(16) . . . . ?
O7A C101 C102 C106 139.7(14) . . . . ?
C104 C101 C102 C106 -103.6(16) . . . . ?
C103 C101 C102 C106 24.6(19) . . . . ?
O7A C101 C102 C105 -94.4(14) . . . . ?
C104 C101 C102 C105 22.4(17) . . . . ?
C103 C101 C102 C105 150.6(15) . . . . ?
O8B B4B O7B C201 -7.5(17) . . . . ?
O7B B4B O8B C202 -13(2) . . . . ?
B4B O7B C201 C204 143.2(18) . . . . ?
B4B O7B C201 C203 -97.6(18) . . . . ?
B4B O7B C201 C202 22.7(16) . . . . ?
B4B O8B C202 C206 -93(2) . . . . ?
B4B O8B C202 C205 148(2) . . . . ?
B4B O8B C202 C201 26(2) . . . . ?
O7B C201 C202 O8B -28.8(17) . . . . ?
C204 C201 C202 O8B -145.3(19) . . . . ?
C203 C201 C202 O8B 87(2) . . . . ?
O7B C201 C202 C206 86(2) . . . . ?
C204 C201 C202 C206 -30(2) . . . . ?
C203 C201 C202 C206 -158(2) . . . . ?
O7B C201 C202 C205 -147(2) . . . . ?
C204 C201 C202 C205 97(2) . . . . ?
C203 C201 C202 C205 -31(2) . . . . ?

_refine_diff_density_max         0.496
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_cb43ck
_database_code_depnum_ccdc_archive 'CCDC 1820524'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H30 B2 N2 O2'
_chemical_formula_sum            'C14 H30 B2 N2 O2'
_chemical_formula_weight         280.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.3406(2)
_cell_length_b                   11.0888(2)
_cell_length_c                   16.2286(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1680.89(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    23682
_cell_measurement_theta_min      3.97
_cell_measurement_theta_max      76.16

_exptl_crystal_description       'irregular fragment of cuboid'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 CrysAlisPro, Agilent Technologies,
 Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
 (compiled Aug 13 2014,18:06:01)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_recrystallization_method 
;
 From a solution in n-pentane at -40 deg C.
;

_exptl_special_details           
;
 The crystal was mounted on top of a human hair with perfluorether oil
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 50 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.5 deg in ω.
 Each frame was exposed for 2 s (low 2θ angles) or 6 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, Atlas, Nova'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            41698
_diffrn_reflns_av_unetI/netI     0.0157
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.830
_diffrn_reflns_theta_max         76.224
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3514
_reflns_number_gt                3388
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;



_computing_data_collection       
;
 CrysAlisPro, Agilent Technologies,
 Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
 (compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
 CrysAlisPro, Agilent Technologies,
 Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
 (compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
 CrysAlisPro, Agilent Technologies,
 Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
 (compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    
;
 SIR-92 (A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, M. C. Burla,
         G. Polidori and M. Camalli, J. Appl. Crystallogr., 1994, 27, 435.)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 1999, Diamond 3.2i, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;


_refine_special_details          
;
 The crystal is likely to be twinned by inversion and was refined accordingly;
 the twin factor refined, in the absence of an strong anomalous scatterer
 to 0.586(260).
 
 In agreement with that a likelihood analysis of the Bijvoet pairs suggests 
 racemic twinnig (PLATON, A. L. Spek, J. Appl. Crystallogr. 2003, 36, 7-13.)):

    P2(true):     n/a
    P3(true):     0.2E-17
    P3(rac-twin): 1.000
    P3(false):    0.8E-6
    Hooft y:      0.62(7)


 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Methyl groups were treated as rigid bodies and allowed to rotate about
 the E-CH3 bond.


 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     
'w=1/[σ²(Fo²)+(0.0579P)²+0.3411P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014)'
_refine_ls_extinction_coef       0.0034(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.6(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3514
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.0991
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.00419(18) 0.18339(16) 0.04949(11) 0.0229(4) Uani 1 1 d . . . . .
H1A H 1.0874 0.1324 0.0640 0.028 Uiso 1 1 calc R U . . .
H1B H 1.0143 0.2626 0.0770 0.028 Uiso 1 1 calc R U . . .
C2 C 0.99198(19) 0.19845(16) -0.04395(11) 0.0244(4) Uani 1 1 d . . . . .
H2A H 0.9645 0.2820 -0.0584 0.029 Uiso 1 1 calc R U . . .
H2B H 1.0837 0.1787 -0.0714 0.029 Uiso 1 1 calc R U . . .
C3 C 0.8443(2) 0.09718(19) 0.16025(10) 0.0276(4) Uani 1 1 d . . . . .
H3 H 0.7550 0.0477 0.1633 0.033 Uiso 1 1 calc R U . . .
C4 C 0.8189(2) 0.2112(2) 0.21108(12) 0.0370(5) Uani 1 1 d . . . . .
H4A H 0.9054 0.2613 0.2102 0.055 Uiso 1 1 calc R U . . .
H4B H 0.7964 0.1889 0.2680 0.055 Uiso 1 1 calc R U . . .
H4C H 0.7388 0.2567 0.1875 0.055 Uiso 1 1 calc R U . . .
C5 C 0.9647(2) 0.02280(18) 0.19865(11) 0.0315(4) Uani 1 1 d . . . . .
H5A H 0.9808 -0.0498 0.1655 0.047 Uiso 1 1 calc R U . . .
H5B H 0.9379 -0.0004 0.2548 0.047 Uiso 1 1 calc R U . . .
H5C H 1.0526 0.0710 0.2002 0.047 Uiso 1 1 calc R U . . .
C6 C 0.8500(2) 0.0926(2) -0.15543(11) 0.0304(4) Uani 1 1 d . . . . .
H6 H 0.7652 0.0377 -0.1590 0.036 Uiso 1 1 calc R U . . .
C7 C 0.8114(3) 0.2091(3) -0.20008(13) 0.0465(6) Uani 1 1 d . . . . .
H7A H 0.7275 0.2458 -0.1738 0.070 Uiso 1 1 calc R U . . .
H7B H 0.7895 0.1913 -0.2579 0.070 Uiso 1 1 calc R U . . .
H7C H 0.8923 0.2652 -0.1973 0.070 Uiso 1 1 calc R U . . .
C8 C 0.9738(2) 0.03066(18) -0.19872(11) 0.0315(4) Uani 1 1 d . . . . .
H8A H 1.0581 0.0832 -0.1974 0.047 Uiso 1 1 calc R U . . .
H8B H 0.9475 0.0141 -0.2561 0.047 Uiso 1 1 calc R U . . .
H8C H 0.9958 -0.0453 -0.1706 0.047 Uiso 1 1 calc R U . . .
C9 C 0.44185(18) -0.09702(17) -0.04765(11) 0.0223(4) Uani 1 1 d . . . . .
C10 C 0.45005(18) -0.11279(17) 0.04797(11) 0.0236(4) Uani 1 1 d . . . . .
C11 C 0.3348(2) -0.00263(19) -0.07493(12) 0.0339(4) Uani 1 1 d . . . . .
H11A H 0.3530 0.0729 -0.0454 0.051 Uiso 1 1 calc R U . . .
H11B H 0.2376 -0.0307 -0.0627 0.051 Uiso 1 1 calc R U . . .
H11C H 0.3444 0.0110 -0.1343 0.051 Uiso 1 1 calc R U . . .
C12 C 0.4190(2) -0.2131(2) -0.09553(13) 0.0366(5) Uani 1 1 d . . . . .
H12A H 0.4172 -0.1953 -0.1547 0.055 Uiso 1 1 calc R U . . .
H12B H 0.3278 -0.2496 -0.0792 0.055 Uiso 1 1 calc R U . . .
H12C H 0.4974 -0.2692 -0.0837 0.055 Uiso 1 1 calc R U . . .
C13 C 0.3166(2) -0.0731(2) 0.09423(12) 0.0403(5) Uani 1 1 d . . . . .
H13A H 0.3302 -0.0867 0.1534 0.060 Uiso 1 1 calc R U . . .
H13B H 0.2341 -0.1199 0.0749 0.060 Uiso 1 1 calc R U . . .
H13C H 0.2995 0.0129 0.0842 0.060 Uiso 1 1 calc R U . . .
C14 C 0.4927(3) -0.23829(19) 0.07559(16) 0.0455(6) Uani 1 1 d . . . . .
H14A H 0.5755 -0.2655 0.0435 0.068 Uiso 1 1 calc R U . . .
H14B H 0.4125 -0.2938 0.0669 0.068 Uiso 1 1 calc R U . . .
H14C H 0.5177 -0.2367 0.1342 0.068 Uiso 1 1 calc R U . . .
B1 B 0.80086(17) 0.07700(15) 0.00276(13) 0.0203(3) Uani 1 1 d . . . . .
B2 B 0.64620(17) -0.00578(15) 0.00223(12) 0.0200(3) Uani 1 1 d . . . . .
N1 N 0.86968(17) 0.12474(15) 0.07329(9) 0.0258(3) Uani 1 1 d . . . . .
N2 N 0.87967(17) 0.11299(15) -0.06794(9) 0.0258(3) Uani 1 1 d . . . . .
O1 O 0.58404(14) -0.05095(13) -0.06802(8) 0.0285(3) Uani 1 1 d . . . . .
O2 O 0.56716(13) -0.03242(11) 0.07108(7) 0.0238(3) Uani 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
C1 N1 1.467(2) . ?
C1 C2 1.530(2) . ?
C2 N2 1.466(2) . ?
C3 N1 1.463(2) . ?
C3 C5 1.527(3) . ?
C3 C4 1.529(3) . ?
C6 N2 1.464(2) . ?
C6 C8 1.517(3) . ?
C6 C7 1.525(3) . ?
C9 O1 1.4608(19) . ?
C9 C11 1.514(3) . ?
C9 C12 1.518(2) . ?
C9 C10 1.564(2) . ?
C10 O2 1.4600(19) . ?
C10 C14 1.515(3) . ?
C10 C13 1.520(3) . ?
B1 N1 1.416(2) . ?
B1 N2 1.420(2) . ?
B1 B2 1.712(2) . ?
B2 O2 1.371(2) . ?
B2 O1 1.374(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
N1 C1 C2 104.22(14) . . ?
N2 C2 C1 104.24(15) . . ?
N1 C3 C5 112.78(16) . . ?
N1 C3 C4 111.89(17) . . ?
C5 C3 C4 109.93(15) . . ?
N2 C6 C8 111.99(16) . . ?
N2 C6 C7 111.99(18) . . ?
C8 C6 C7 110.11(15) . . ?
O1 C9 C11 107.03(14) . . ?
O1 C9 C12 107.95(14) . . ?
C11 C9 C12 110.10(16) . . ?
O1 C9 C10 102.66(14) . . ?
C11 C9 C10 113.57(16) . . ?
C12 C9 C10 114.83(17) . . ?
O2 C10 C14 106.71(15) . . ?
O2 C10 C13 108.10(15) . . ?
C14 C10 C13 109.61(18) . . ?
O2 C10 C9 102.91(14) . . ?
C14 C10 C9 114.15(18) . . ?
C13 C10 C9 114.69(16) . . ?
N1 B1 N2 108.23(13) . . ?
N1 B1 B2 126.01(16) . . ?
N2 B1 B2 125.73(16) . . ?
O2 B2 O1 111.72(13) . . ?
O2 B2 B1 124.45(15) . . ?
O1 B2 B1 123.81(15) . . ?
B1 N1 C3 128.92(15) . . ?
B1 N1 C1 109.99(14) . . ?
C3 N1 C1 119.04(14) . . ?
B1 N2 C6 129.92(15) . . ?
B1 N2 C2 109.74(14) . . ?
C6 N2 C2 119.53(15) . . ?
B2 O1 C9 108.90(13) . . ?
B2 O2 C10 108.99(13) . . ?

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
N1 C1 C2 N2 -18.70(19) . . . . ?
O1 C9 C10 O2 21.40(18) . . . . ?
C11 C9 C10 O2 -93.78(17) . . . . ?
C12 C9 C10 O2 138.27(15) . . . . ?
O1 C9 C10 C14 -93.81(18) . . . . ?
C11 C9 C10 C14 151.01(16) . . . . ?
C12 C9 C10 C14 23.1(2) . . . . ?
O1 C9 C10 C13 138.54(16) . . . . ?
C11 C9 C10 C13 23.4(2) . . . . ?
C12 C9 C10 C13 -104.6(2) . . . . ?
N1 B1 B2 O2 2.3(3) . . . . ?
N2 B1 B2 O2 -175.43(16) . . . . ?
N1 B1 B2 O1 -179.52(16) . . . . ?
N2 B1 B2 O1 2.7(2) . . . . ?
N2 B1 N1 C3 -168.89(19) . . . . ?
B2 B1 N1 C3 13.0(3) . . . . ?
N2 B1 N1 C1 -5.62(19) . . . . ?
B2 B1 N1 C1 176.28(15) . . . . ?
C5 C3 N1 B1 107.8(2) . . . . ?
C4 C3 N1 B1 -127.7(2) . . . . ?
C5 C3 N1 C1 -54.2(2) . . . . ?
C4 C3 N1 C1 70.4(2) . . . . ?
C2 C1 N1 B1 15.32(19) . . . . ?
C2 C1 N1 C3 -179.52(16) . . . . ?
N1 B1 N2 C6 -176.61(19) . . . . ?
B2 B1 N2 C6 1.5(3) . . . . ?
N1 B1 N2 C2 -7.17(19) . . . . ?
B2 B1 N2 C2 170.92(14) . . . . ?
C8 C6 N2 B1 -124.4(2) . . . . ?
C7 C6 N2 B1 111.4(2) . . . . ?
C8 C6 N2 C2 67.1(2) . . . . ?
C7 C6 N2 C2 -57.2(2) . . . . ?
C1 C2 N2 B1 16.25(19) . . . . ?
C1 C2 N2 C6 -173.05(17) . . . . ?
O2 B2 O1 C9 8.64(18) . . . . ?
B1 B2 O1 C9 -169.71(14) . . . . ?
C11 C9 O1 B2 101.15(16) . . . . ?
C12 C9 O1 B2 -140.36(16) . . . . ?
C10 C9 O1 B2 -18.68(18) . . . . ?
O1 B2 O2 C10 6.50(18) . . . . ?
B1 B2 O2 C10 -175.16(14) . . . . ?
C14 C10 O2 B2 102.99(18) . . . . ?
C13 C10 O2 B2 -139.19(16) . . . . ?
C9 C10 O2 B2 -17.48(18) . . . . ?

_refine_diff_density_max         0.286
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_wo13wo
_database_code_depnum_ccdc_archive 'CCDC 1820521'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 B2 O4'
_chemical_formula_sum            'C12 H16 B2 O4'
_chemical_formula_weight         245.87

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   11.1422(10)
_cell_length_b                   10.5800(6)
_cell_length_c                   11.5298(10)
_cell_angle_alpha                90
_cell_angle_beta                 106.766(9)
_cell_angle_gamma                90
_cell_volume                     1301.41(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    7096
_cell_measurement_theta_min      4.1070
_cell_measurement_theta_max      73.6900

_exptl_crystal_description       block
_exptl_crystal_colour            'clear colorless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.257
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.134
_exptl_absorpt_coefficient_mu    0.734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75092
_exptl_absorpt_correction_T_max  1.00000

_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_recrystallization_method 
;
 From a solution in n-pentane at -40 deg C.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 47 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.2 deg in ω.
 Each frame was exposured for 3 s (low 2θ angles) or 12 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;


_diffrn_ambient_temperature      101(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            29820
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.144
_diffrn_reflns_theta_max         69.980
_diffrn_reflns_theta_full        69.980
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2463
_reflns_number_gt                2047
_reflns_threshold_expression     'I > 2σ(I)'


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;


_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;

_refine_special_details          
;
 A disordered Bpin group was refined using a split atom model (0.47(1) SOF
 of main component). Geometry restraints were employed (DFIX).

 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.

 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     
'w=1/[σ²(Fo²)+(0.0420P)²+0.7285P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2463
_refine_ls_number_parameters     236
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1328
_refine_ls_wR_factor_gt          0.1274
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.91829(19) 0.5888(2) 0.35617(19) 0.0440(5) Uani 1 1 d . . . . .
C2 C 0.8606(2) 0.60790(19) 0.44498(18) 0.0421(5) Uani 1 1 d . . . . .
C3 C 0.8795(3) 0.7147(2) 0.5152(2) 0.0580(6) Uani 1 1 d . . . . .
H3 H 0.8393 0.7272 0.5767 0.070 Uiso 1 1 calc R U . . .
C4 C 0.9611(3) 0.8036(2) 0.4910(2) 0.0625(7) Uani 1 1 d . . . . .
H4 H 0.9773 0.8795 0.5370 0.075 Uiso 1 1 calc R U . . .
C5 C 1.0192(2) 0.7840(2) 0.4014(2) 0.0589(7) Uani 1 1 d . . . . .
H5 H 1.0742 0.8469 0.3872 0.071 Uiso 1 1 calc R U . . .
C6 C 0.9992(2) 0.6751(2) 0.3318(2) 0.0563(6) Uani 1 1 d . . . . .
H6 H 1.0394 0.6612 0.2706 0.068 Uiso 1 1 calc R U . . .
O3 O 0.7390(4) 0.1993(4) 0.2490(4) 0.0412(9) Uani 0.487(6) 1 d . . P A 1
O4 O 0.6211(4) 0.2586(3) 0.3713(5) 0.0427(10) Uani 0.487(6) 1 d . . P A 1
C7 C 0.6346(4) 0.1094(4) 0.2254(4) 0.0404(13) Uani 0.487(6) 1 d D . P A 1
C8 C 0.5864(4) 0.1270(4) 0.3376(5) 0.0424(13) Uani 0.487(6) 1 d D . P A 1
C9 C 0.6866(15) -0.0220(12) 0.2114(15) 0.050(4) Uani 0.487(6) 1 d D . P A 1
H9A H 0.6187 -0.0842 0.1955 0.074 Uiso 0.487(6) 1 calc R U P A 1
H9B H 0.7232 -0.0212 0.1437 0.074 Uiso 0.487(6) 1 calc R U P A 1
H9C H 0.7513 -0.0446 0.2862 0.074 Uiso 0.487(6) 1 calc R U P A 1
C10 C 0.5410(7) 0.1557(11) 0.1085(8) 0.044(2) Uani 0.487(6) 1 d D . P A 1
H10A H 0.4680 0.0995 0.0870 0.066 Uiso 0.487(6) 1 calc R U P A 1
H10B H 0.5141 0.2417 0.1203 0.066 Uiso 0.487(6) 1 calc R U P A 1
H10C H 0.5810 0.1557 0.0431 0.066 Uiso 0.487(6) 1 calc R U P A 1
C12 C 0.6597(17) 0.0484(13) 0.4455(10) 0.056(3) Uani 0.487(6) 1 d D . P A 1
H12A H 0.6406 -0.0413 0.4288 0.084 Uiso 0.487(6) 1 calc R U P A 1
H12B H 0.7497 0.0625 0.4595 0.084 Uiso 0.487(6) 1 calc R U P A 1
H12C H 0.6360 0.0735 0.5177 0.084 Uiso 0.487(6) 1 calc R U P A 1
C11 C 0.4440(9) 0.120(2) 0.3132(18) 0.046(4) Uani 0.487(6) 1 d D . P A 1
H11A H 0.4152 0.0339 0.2901 0.069 Uiso 0.487(6) 1 calc R U P A 1
H11B H 0.4220 0.1444 0.3866 0.069 Uiso 0.487(6) 1 calc R U P A 1
H11C H 0.4036 0.1784 0.2473 0.069 Uiso 0.487(6) 1 calc R U P A 1
O3A O 0.7691(3) 0.1660(3) 0.3127(4) 0.0439(9) Uani 0.513(6) 1 d . . P A 2
O4A O 0.5901(3) 0.2792(3) 0.2990(5) 0.0435(10) Uani 0.513(6) 1 d . . P A 2
C7A C 0.6696(4) 0.0716(4) 0.3045(4) 0.0393(12) Uani 0.513(6) 1 d D . P A 2
C8A C 0.5481(4) 0.1509(4) 0.2544(4) 0.0396(12) Uani 0.513(6) 1 d D . P A 2
C9A C 0.6829(15) -0.0351(13) 0.2192(13) 0.052(4) Uani 0.513(6) 1 d D . P A 2
H9A1 H 0.6169 -0.0980 0.2136 0.078 Uiso 0.513(6) 1 calc R U P A 2
H9A2 H 0.6752 -0.0002 0.1386 0.078 Uiso 0.513(6) 1 calc R U P A 2
H9A3 H 0.7652 -0.0752 0.2509 0.078 Uiso 0.513(6) 1 calc R U P A 2
C10A C 0.6855(17) 0.0208(14) 0.4324(9) 0.055(3) Uani 0.513(6) 1 d D . P A 2
H10D H 0.6205 -0.0424 0.4300 0.082 Uiso 0.513(6) 1 calc R U P A 2
H10E H 0.7683 -0.0183 0.4632 0.082 Uiso 0.513(6) 1 calc R U P A 2
H10F H 0.6778 0.0905 0.4857 0.082 Uiso 0.513(6) 1 calc R U P A 2
C11A C 0.4435(11) 0.108(2) 0.3072(17) 0.053(5) Uani 0.513(6) 1 d D . P A 2
H11D H 0.4157 0.0231 0.2776 0.080 Uiso 0.513(6) 1 calc R U P A 2
H11E H 0.4750 0.1070 0.3958 0.080 Uiso 0.513(6) 1 calc R U P A 2
H11F H 0.3728 0.1670 0.2819 0.080 Uiso 0.513(6) 1 calc R U P A 2
C12A C 0.5016(8) 0.1547(13) 0.1155(7) 0.051(2) Uani 0.513(6) 1 d D . P A 2
H12D H 0.4734 0.0703 0.0844 0.077 Uiso 0.513(6) 1 calc R U P A 2
H12E H 0.4317 0.2144 0.0897 0.077 Uiso 0.513(6) 1 calc R U P A 2
H12F H 0.5701 0.1819 0.0837 0.077 Uiso 0.513(6) 1 calc R U P A 2
B1 B 0.7989(2) 0.4221(2) 0.3603(2) 0.0415(5) Uani 1 1 d . . . . .
B2 B 0.7184(2) 0.2848(2) 0.3244(2) 0.0406(5) Uani 1 1 d . . . . .
O1 O 0.88029(14) 0.47216(14) 0.30174(14) 0.0487(4) Uani 1 1 d . . . . .
O2 O 0.78501(14) 0.50430(13) 0.44854(13) 0.0449(4) Uani 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
C1 C6 1.369(3) . ?
C1 C2 1.372(3) . ?
C1 O1 1.393(3) . ?
C2 C3 1.370(3) . ?
C2 O2 1.390(2) . ?
C3 C4 1.392(3) . ?
C4 C5 1.385(4) . ?
C5 C6 1.384(4) . ?
O3 B2 1.320(4) . ?
O3 C7 1.466(5) . ?
O4 B2 1.371(4) . ?
O4 C8 1.467(5) . ?
C7 C10 1.528(8) . ?
C7 C9 1.533(9) . ?
C7 C8 1.548(7) . ?
C8 C12 1.523(8) . ?
C8 C11 1.532(9) . ?
O3A B2 1.401(4) . ?
O3A C7A 1.475(5) . ?
O4A B2 1.375(4) . ?
O4A C8A 1.479(5) . ?
C7A C10A 1.530(8) . ?
C7A C9A 1.532(7) . ?
C7A C8A 1.555(6) . ?
C8A C11A 1.531(8) . ?
C8A C12A 1.535(8) . ?
B1 O2 1.381(3) . ?
B1 O1 1.383(3) . ?
B1 B2 1.695(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
C6 C1 C2 122.2(2) . . ?
C6 C1 O1 129.1(2) . . ?
C2 C1 O1 108.66(18) . . ?
C3 C2 C1 122.5(2) . . ?
C3 C2 O2 128.6(2) . . ?
C1 C2 O2 108.89(18) . . ?
C2 C3 C4 115.9(2) . . ?
C5 C4 C3 121.4(2) . . ?
C6 C5 C4 121.7(2) . . ?
C1 C6 C5 116.2(2) . . ?
B2 O3 C7 106.7(3) . . ?
B2 O4 C8 105.4(3) . . ?
O3 C7 C10 105.0(5) . . ?
O3 C7 C9 107.7(7) . . ?
C10 C7 C9 112.4(8) . . ?
O3 C7 C8 102.4(3) . . ?
C10 C7 C8 112.7(5) . . ?
C9 C7 C8 115.5(8) . . ?
O4 C8 C12 105.3(7) . . ?
O4 C8 C11 105.8(10) . . ?
C12 C8 C11 114.1(9) . . ?
O4 C8 C7 102.0(3) . . ?
C12 C8 C7 112.5(6) . . ?
C11 C8 C7 115.5(9) . . ?
B2 O3A C7A 107.3(3) . . ?
B2 O4A C8A 108.6(3) . . ?
O3A C7A C10A 107.5(8) . . ?
O3A C7A C9A 109.2(8) . . ?
C10A C7A C9A 110.7(9) . . ?
O3A C7A C8A 102.5(3) . . ?
C10A C7A C8A 113.2(6) . . ?
C9A C7A C8A 113.2(6) . . ?
O4A C8A C11A 109.5(9) . . ?
O4A C8A C12A 108.4(6) . . ?
C11A C8A C12A 110.9(8) . . ?
O4A C8A C7A 102.2(3) . . ?
C11A C8A C7A 112.0(7) . . ?
C12A C8A C7A 113.4(5) . . ?
O2 B1 O1 110.31(19) . . ?
O2 B1 B2 123.76(19) . . ?
O1 B1 B2 125.8(2) . . ?
O3 B2 O4 115.4(3) . . ?
O4A B2 O3A 111.4(2) . . ?
O3 B2 B1 124.6(2) . . ?
O4 B2 B1 120.0(2) . . ?
O4A B2 B1 122.2(2) . . ?
O3A B2 B1 126.3(2) . . ?
B1 O1 C1 106.04(17) . . ?
B1 O2 C2 106.10(17) . . ?

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
C6 C1 C2 C3 0.2(4) . . . . ?
O1 C1 C2 C3 179.9(2) . . . . ?
C6 C1 C2 O2 -179.75(19) . . . . ?
O1 C1 C2 O2 -0.1(2) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
O2 C2 C3 C4 -179.9(2) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
O1 C1 C6 C5 179.9(2) . . . . ?
C4 C5 C6 C1 0.4(4) . . . . ?
B2 O3 C7 C10 95.1(6) . . . . ?
B2 O3 C7 C9 -144.9(8) . . . . ?
B2 O3 C7 C8 -22.8(4) . . . . ?
B2 O4 C8 C12 93.9(7) . . . . ?
B2 O4 C8 C11 -144.9(8) . . . . ?
B2 O4 C8 C7 -23.7(4) . . . . ?
O3 C7 C8 O4 28.0(5) . . . . ?
C10 C7 C8 O4 -84.2(6) . . . . ?
C9 C7 C8 O4 144.7(7) . . . . ?
O3 C7 C8 C12 -84.3(9) . . . . ?
C10 C7 C8 C12 163.4(10) . . . . ?
C9 C7 C8 C12 32.3(11) . . . . ?
O3 C7 C8 C11 142.2(9) . . . . ?
C10 C7 C8 C11 30.0(10) . . . . ?
C9 C7 C8 C11 -101.1(11) . . . . ?
B2 O3A C7A C10A -94.5(6) . . . . ?
B2 O3A C7A C9A 145.4(7) . . . . ?
B2 O3A C7A C8A 25.1(4) . . . . ?
B2 O4A C8A C11A 140.1(8) . . . . ?
B2 O4A C8A C12A -98.8(5) . . . . ?
B2 O4A C8A C7A 21.3(4) . . . . ?
O3A C7A C8A O4A -27.6(4) . . . . ?
C10A C7A C8A O4A 87.9(8) . . . . ?
C9A C7A C8A O4A -145.1(9) . . . . ?
O3A C7A C8A C11A -144.6(10) . . . . ?
C10A C7A C8A C11A -29.2(13) . . . . ?
C9A C7A C8A C11A 97.9(13) . . . . ?
O3A C7A C8A C12A 88.9(6) . . . . ?
C10A C7A C8A C12A -155.6(9) . . . . ?
C9A C7A C8A C12A -28.6(10) . . . . ?
C7 O3 B2 O4 8.6(4) . . . . ?
C7 O3 B2 B1 -169.1(3) . . . . ?
C8 O4 B2 O3 10.7(4) . . . . ?
C8 O4 B2 B1 -171.5(3) . . . . ?
C8A O4A B2 O3A -6.2(4) . . . . ?
C8A O4A B2 B1 171.9(3) . . . . ?
C7A O3A B2 O4A -12.8(4) . . . . ?
C7A O3A B2 B1 169.1(3) . . . . ?
O2 B1 B2 O3 -173.0(3) . . . . ?
O1 B1 B2 O3 11.6(4) . . . . ?
O2 B1 B2 O4 9.5(4) . . . . ?
O1 B1 B2 O4 -165.9(3) . . . . ?
O2 B1 B2 O4A 50.9(4) . . . . ?
O1 B1 B2 O4A -124.5(3) . . . . ?
O2 B1 B2 O3A -131.2(3) . . . . ?
O1 B1 B2 O3A 53.4(4) . . . . ?
O2 B1 O1 C1 0.3(2) . . . . ?
B2 B1 O1 C1 176.24(19) . . . . ?
C6 C1 O1 B1 179.5(2) . . . . ?
C2 C1 O1 B1 -0.1(2) . . . . ?
O1 B1 O2 C2 -0.4(2) . . . . ?
B2 B1 O2 C2 -176.39(19) . . . . ?
C3 C2 O2 B1 -179.7(2) . . . . ?
C1 C2 O2 B1 0.3(2) . . . . ?

_refine_diff_density_max         0.282
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_cb46ck1
_database_code_depnum_ccdc_archive 'CCDC 1820515'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H34 B2 N2 O2'
_chemical_formula_sum            'C16 H34 B2 N2 O2'
_chemical_formula_weight         308.07

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.7065(4)
_cell_length_b                   16.6057(6)
_cell_length_c                   10.7503(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1911.28(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7792
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      26.80

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.071
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.333
_exptl_crystal_size_min          0.199
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9939
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;



_exptl_crystal_recrystallization_method 
;
 From solution in n-pentane at -40 deg C.
;


_exptl_special_details           
;
 The crystal was mounted on top of a human hair with perfluorether oil
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover nominally a full sphere of the reciprocal space.
 A combination of 13 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 0.75 deg in ω.
 Each frame was exposed for 30s. Nominal crystal to detector distance 42 mm.
;



_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_ambient_environment      N~2~
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, EOS'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 16.1419
_diffrn_reflns_number            41198
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.257
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2376
_reflns_number_gt                2042
_reflns_threshold_expression     'I > 2σ(I)'


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;



_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SIR-92 (A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, M. C. Burla,
         G. Polidori and M. Camalli, J. Appl. Crystallogr., 1994, 27, 435.)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, C71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2016, Diamond 4.2.2, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;




_refine_special_details          
;
 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Methyl groups were treated as rigid bodies and allowed to rotate about
 the E-CH3 bond but not tip.

 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     
'w=1/[σ²(Fo²)+(0.0675P)²+0.9656P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2376
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1528
_refine_ls_wR_factor_gt          0.1465
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.89345(17) 0.29475(10) 0.81955(18) 0.0459(5) Uani 1 1 d . . . . .
H1A H 0.970197 0.315576 0.859595 0.055 Uiso 1 1 calc R U . . .
H1B H 0.889604 0.315577 0.733342 0.055 Uiso 1 1 calc R U . . .
C2 C 0.75333(13) 0.40592(8) 0.89116(14) 0.0278(3) Uani 1 1 d . . . . .
C3 C 0.64491(17) 0.42223(10) 0.9779(2) 0.0542(6) Uani 1 1 d . . . . .
H3A H 0.569509 0.396209 0.945401 0.081 Uiso 1 1 calc R U . . .
H3B H 0.631025 0.480436 0.983877 0.081 Uiso 1 1 calc R U . . .
H3C H 0.663983 0.400613 1.060560 0.081 Uiso 1 1 calc R U . . .
C4 C 0.7195(2) 0.43451(11) 0.75999(19) 0.0544(5) Uani 1 1 d . . . . .
H4A H 0.791292 0.426832 0.704664 0.082 Uiso 1 1 calc R U . . .
H4B H 0.697240 0.491725 0.762448 0.082 Uiso 1 1 calc R U . . .
H4C H 0.648419 0.403262 0.728922 0.082 Uiso 1 1 calc R U . . .
C5 C 0.86563(16) 0.45447(10) 0.93640(17) 0.0407(4) Uani 1 1 d . . . . .
H5A H 0.890138 0.435772 1.019344 0.061 Uiso 1 1 calc R U . . .
H5B H 0.843338 0.511651 0.940287 0.061 Uiso 1 1 calc R U . . .
H5C H 0.935485 0.447135 0.878586 0.061 Uiso 1 1 calc R U . . .
B2 B 0.58770(19) 0.250000 1.02489(19) 0.0211(4) Uani 1 2 d S T P A .
C7 C 0.38125(18) 0.250000 1.08613(18) 0.0261(4) Uani 1 2 d S T P . .
C6 C 0.4665(2) 0.2622(7) 1.2019(2) 0.033(2) Uani 0.5 1 d . . P A 1
C8 C 0.4600(5) 0.3481(4) 1.2540(6) 0.0675(15) Uani 0.5 1 d . . P A 1
H8A H 0.377385 0.357319 1.290641 0.101 Uiso 0.5 1 calc R U P A 1
H8B H 0.474147 0.386807 1.186723 0.101 Uiso 0.5 1 calc R U P A 1
H8C H 0.524255 0.354947 1.318056 0.101 Uiso 0.5 1 calc R U P A 1
C9 C 0.4484(5) 0.2022(4) 1.3048(4) 0.0680(15) Uani 0.5 1 d . . P A 1
H9A H 0.362752 0.206056 1.336472 0.102 Uiso 0.5 1 calc R U P A 1
H9B H 0.507364 0.213673 1.372245 0.102 Uiso 0.5 1 calc R U P A 1
H9C H 0.463238 0.147771 1.272914 0.102 Uiso 0.5 1 calc R U P A 1
C10 C 0.2993(3) 0.17709(17) 1.0734(2) 0.0839(9) Uani 1 1 d . . . B 1
H10A H 0.255618 0.178969 0.993379 0.126 Uiso 1 1 calc R U . B 1
H10B H 0.238113 0.176338 1.141163 0.126 Uiso 1 1 calc R U . B 1
H10C H 0.350830 0.128362 1.077392 0.126 Uiso 1 1 calc R U . B 1
B1 B 0.71760(19) 0.250000 0.93230(19) 0.0208(4) Uani 1 2 d S T P . .
N1 N 0.78343(11) 0.31954(7) 0.88921(11) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.59259(12) 0.250000 1.15215(13) 0.0297(3) Uani 1 2 d S T P . .
O2 O 0.46758(12) 0.250000 0.98204(12) 0.0294(3) Uani 1 2 d S T P A .


_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
C1 N1 1.4553(18) . ?
C1 C1 1.486(3) 8_565 ?
C2 N1 1.4704(17) . ?
C2 C3 1.513(2) . ?
C2 C5 1.527(2) . ?
C2 C4 1.531(2) . ?
B2 O2 1.366(2) . ?
B2 O1 1.369(2) . ?
B2 B1 1.710(3) . ?
C7 O2 1.451(2) . ?
C7 C10 1.501(2) . ?
C7 C10 1.501(2) 8_565 ?
C7 C6 1.556(4) . ?
C7 C6 1.556(4) 8_565 ?
C6 C6 0.41(2) 8_565 ?
C6 C9 1.269(7) 8_565 ?
C6 O1 1.467(3) . ?
C6 C9 1.501(9) . ?
C6 C8 1.534(11) . ?
C6 C8 1.916(12) 8_565 ?
B1 N1 1.4299(16) 8_565 ?
B1 N1 1.4299(16) . ?

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
N1 C1 C1 106.43(8) . 8_565 ?
N1 C2 C3 110.58(12) . . ?
N1 C2 C5 110.30(12) . . ?
C3 C2 C5 108.25(14) . . ?
N1 C2 C4 109.95(13) . . ?
C3 C2 C4 109.31(15) . . ?
C5 C2 C4 108.40(14) . . ?
O2 B2 O1 111.90(16) . . ?
O2 B2 B1 124.70(16) . . ?
O1 B2 B1 123.40(17) . . ?
O2 C7 C10 107.56(13) . . ?
O2 C7 C10 107.56(13) . 8_565 ?
C10 C7 C10 107.5(3) . 8_565 ?
O2 C7 C6 104.08(16) . . ?
C10 C7 C6 121.4(4) . . ?
C10 C7 C6 108.1(4) 8_565 . ?
O2 C7 C6 104.08(16) . 8_565 ?
C10 C7 C6 108.1(4) . 8_565 ?
C10 C7 C6 121.4(4) 8_565 8_565 ?
C6 C7 C6 15.0(8) . 8_565 ?
C6 C6 C9 117.7(6) 8_565 8_565 ?
C6 C6 O1 82.1(4) 8_565 . ?
C9 C6 O1 121.5(4) 8_565 . ?
C6 C6 C9 48.4(4) 8_565 . ?
C9 C6 C9 69.3(6) 8_565 . ?
O1 C6 C9 107.2(5) . . ?
C6 C6 C8 158.4(3) 8_565 . ?
C9 C6 C8 40.7(4) 8_565 . ?
O1 C6 C8 107.7(5) . . ?
C9 C6 C8 110.0(5) . . ?
C6 C6 C7 82.5(4) 8_565 . ?
C9 C6 C7 131.9(5) 8_565 . ?
O1 C6 C7 103.3(2) . . ?
C9 C6 C7 115.3(6) . . ?
C8 C6 C7 112.8(6) . . ?
C6 C6 C8 17.1(2) 8_565 8_565 ?
C9 C6 C8 100.6(6) 8_565 8_565 ?
O1 C6 C8 90.4(5) . 8_565 ?
C9 C6 C8 31.3(3) . 8_565 ?
C8 C6 C8 141.2(5) . 8_565 ?
C7 C6 C8 95.1(5) . 8_565 ?
N1 B1 N1 107.71(16) 8_565 . ?
N1 B1 B2 126.11(8) 8_565 . ?
N1 B1 B2 126.11(8) . . ?
B1 N1 C1 109.71(12) . . ?
B1 N1 C2 132.47(12) . . ?
C1 N1 C2 117.43(11) . . ?
B2 O1 C6 109.21(17) . 8_565 ?
B2 O1 C6 109.21(17) . . ?
C6 O1 C6 15.9(9) 8_565 . ?
B2 O2 C7 109.85(15) . . ?

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 C7 C6 C6 -91.89(11) . . . 8_565 ?
C10 C7 C6 C6 29.3(2) . . . 8_565 ?
C10 C7 C6 C6 153.96(16) 8_565 . . 8_565 ?
O2 C7 C6 C9 147.2(9) . . . 8_565 ?
C10 C7 C6 C9 -91.6(11) . . . 8_565 ?
C10 C7 C6 C9 33.1(11) 8_565 . . 8_565 ?
C6 C7 C6 C9 -120.9(10) 8_565 . . 8_565 ?
O2 C7 C6 O1 -11.9(6) . . . . ?
C10 C7 C6 O1 109.2(5) . . . . ?
C10 C7 C6 O1 -126.1(5) 8_565 . . . ?
C6 C7 C6 O1 80.0(5) 8_565 . . . ?
O2 C7 C6 C9 -128.5(4) . . . . ?
C10 C7 C6 C9 -7.4(6) . . . . ?
C10 C7 C6 C9 117.3(6) 8_565 . . . ?
C6 C7 C6 C9 -36.6(5) 8_565 . . . ?
O2 C7 C6 C8 104.0(3) . . . . ?
C10 C7 C6 C8 -134.8(4) . . . . ?
C10 C7 C6 C8 -10.1(4) 8_565 . . . ?
C6 C7 C6 C8 -164.1(3) 8_565 . . . ?
O2 C7 C6 C8 -103.60(19) . . . 8_565 ?
C10 C7 C6 C8 17.5(3) . . . 8_565 ?
C10 C7 C6 C8 142.3(3) 8_565 . . 8_565 ?
C6 C7 C6 C8 -11.7(2) 8_565 . . 8_565 ?
O2 B2 B1 N1 -91.66(17) . . . 8_565 ?
O1 B2 B1 N1 88.34(17) . . . 8_565 ?
O2 B2 B1 N1 91.66(17) . . . . ?
O1 B2 B1 N1 -88.34(17) . . . . ?
N1 B1 N1 C1 -0.9(2) 8_565 . . . ?
B2 B1 N1 C1 176.29(17) . . . . ?
N1 B1 N1 C2 171.54(10) 8_565 . . . ?
B2 B1 N1 C2 -11.3(3) . . . . ?
C1 C1 N1 B1 0.54(14) 8_565 . . . ?
C1 C1 N1 C2 -173.17(10) 8_565 . . . ?
C3 C2 N1 B1 13.9(2) . . . . ?
C5 C2 N1 B1 133.58(18) . . . . ?
C4 C2 N1 B1 -106.9(2) . . . . ?
C3 C2 N1 C1 -174.16(16) . . . . ?
C5 C2 N1 C1 -54.45(18) . . . . ?
C4 C2 N1 C1 65.04(19) . . . . ?
O2 B2 O1 C6 8.4(5) . . . 8_565 ?
B1 B2 O1 C6 -171.6(5) . . . 8_565 ?
O2 B2 O1 C6 -8.4(5) . . . . ?
B1 B2 O1 C6 171.6(5) . . . . ?
C6 C6 O1 B2 92.79(16) 8_565 . . . ?
C9 C6 O1 B2 -149.5(7) 8_565 . . . ?
C9 C6 O1 B2 134.7(4) . . . . ?
C8 C6 O1 B2 -107.0(3) . . . . ?
C7 C6 O1 B2 12.5(7) . . . . ?
C8 C6 O1 B2 107.8(2) 8_565 . . . ?
C9 C6 O1 C6 117.7(9) 8_565 . . 8_565 ?
C9 C6 O1 C6 41.9(5) . . . 8_565 ?
C8 C6 O1 C6 160.2(4) . . . 8_565 ?
C7 C6 O1 C6 -80.3(5) . . . 8_565 ?
C8 C6 O1 C6 15.0(2) 8_565 . . 8_565 ?
O1 B2 O2 C7 0.000(1) . . . . ?
B1 B2 O2 C7 180.000(1) . . . . ?
C10 C7 O2 B2 -122.23(17) . . . . ?
C10 C7 O2 B2 122.23(17) 8_565 . . . ?
C6 C7 O2 B2 7.7(4) . . . . ?
C6 C7 O2 B2 -7.7(4) 8_565 . . . ?

_refine_diff_density_max         0.367
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_wo16wo1_250K
_database_code_depnum_ccdc_archive 'CCDC 1820522'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H14 B2 N2 O2'
_chemical_formula_sum            'C10 H14 B2 N2 O2'
_chemical_formula_weight         215.85

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.2394(4)
_cell_length_b                   12.5205(7)
_cell_length_c                   12.8693(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.126(6)
_cell_angle_gamma                90
_cell_volume                     1131.21(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    250.1(2)
_cell_measurement_reflns_used    4907
_cell_measurement_theta_min      4.9690
_cell_measurement_theta_max      75.2760

_exptl_crystal_description       'fragment of block'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_T_min  0.77017
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_recrystallization_method 
;
 Evaporation of THF solution at ambient temperature.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a human hair
 and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 28 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.2 deg in ω.
 Each frame was exposured for 10 s (low 2θ angles) or 30 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;

_diffrn_ambient_temperature      250.1(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            1271
_diffrn_reflns_av_unetI/netI     0.0086
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.004
_diffrn_reflns_theta_max         76.138
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1271
_reflns_number_gt                1091
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000


_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;

_refine_special_details          
;
 The crystal was non-merohedrally twinned by 180deg rotation about the
 (1 0 0) axis in reciprocal space respectivly the
 (1 0 0.14) axis in direct space. The structure solution was conducted
 with data of one component only and the refinement was conducted as a
 2-component twin (twin factor: 0.05(1)).
 
 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Methyl groups were treated as rigid bodies and allowed to rotate about
 the E-CH3 bond but not tip.

 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     
'w=1/[σ²(Fo²)+(0.0827P)²+0.1511P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1271
_refine_ls_number_parameters     76
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1300
_refine_ls_wR_factor_gt          0.1261
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.24589(13) 0.65342(8) 0.58827(7) 0.0546(3) Uani 1 1 d . . . . .
N1 N 0.28438(17) 0.38788(10) 0.41780(8) 0.0569(3) Uani 1 1 d . . . . .
C1 C 0.24794(18) 0.75751(11) 0.55365(10) 0.0511(4) Uani 1 1 d . . . . .
C4 C 0.2501(2) 0.27656(12) 0.44077(11) 0.0598(4) Uani 1 1 d . . . . .
H4A H 0.3512 0.2304 0.4275 0.072 Uiso 1 1 calc R U . . .
H4B H 0.1273 0.2520 0.3966 0.072 Uiso 1 1 calc R U . . .
C2 C 0.2459(2) 0.85027(13) 0.60992(11) 0.0622(4) Uani 1 1 d . . . . .
H2 H 0.2434 0.8499 0.6826 0.075 Uiso 1 1 calc R U . . .
C5 C 0.2866(2) 0.41459(14) 0.30877(10) 0.0679(4) Uani 1 1 d . . . . .
H5A H 0.1643 0.3971 0.2614 0.102 Uiso 1 1 calc R U . . .
H5B H 0.3860 0.3742 0.2878 0.102 Uiso 1 1 calc R U . . .
H5C H 0.3111 0.4904 0.3040 0.102 Uiso 1 1 calc R U . . .
C3 C 0.2478(3) 0.94487(14) 0.55364(12) 0.0730(5) Uani 1 1 d . . . . .
H3 H 0.2459 1.0104 0.5890 0.088 Uiso 1 1 calc R U . . .
B1 B 0.2500 0.58934(19) 0.5000 0.0534(5) Uani 1 2 d S T P . .
B2 B 0.2500 0.45447(18) 0.5000 0.0521(5) Uani 1 2 d S T P . .


_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 1.3786(16) . ?
O1 B1 1.3969(16) . ?
N1 B2 1.4159(17) . ?
N1 C5 1.4464(16) . ?
N1 C4 1.4586(19) . ?
C1 C2 1.3706(19) . ?
C1 C1 1.388(2) 2_556 ?
C4 C4 1.525(3) 2_556 ?
C2 C3 1.390(2) . ?
C3 C3 1.389(3) 2_556 ?
B1 O1 1.3970(16) 2_556 ?
B1 B2 1.689(3) . ?
B2 N1 1.4158(17) 2_556 ?

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 B1 106.03(11) . . ?
B2 N1 C5 129.37(13) . . ?
B2 N1 C4 109.98(12) . . ?
C5 N1 C4 117.40(12) . . ?
C2 C1 O1 128.90(12) . . ?
C2 C1 C1 122.07(8) . 2_556 ?
O1 C1 C1 109.02(6) . 2_556 ?
N1 C4 C4 104.14(7) . 2_556 ?
C1 C2 C3 116.36(13) . . ?
C3 C3 C2 121.56(9) 2_556 . ?
O1 B1 O1 109.90(18) . 2_556 ?
O1 B1 B2 125.05(9) . . ?
O1 B1 B2 125.05(9) 2_556 . ?
N1 B2 N1 107.85(18) 2_556 . ?
N1 B2 B1 126.08(9) 2_556 . ?
N1 B2 B1 126.07(9) . . ?

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
B1 O1 C1 C2 -179.84(13) . . . . ?
B1 O1 C1 C1 0.34(16) . . . 2_556 ?
B2 N1 C4 C4 -16.52(17) . . . 2_556 ?
C5 N1 C4 C4 -178.10(13) . . . 2_556 ?
O1 C1 C2 C3 -179.64(14) . . . . ?
C1 C1 C2 C3 0.2(3) 2_556 . . . ?
C1 C2 C3 C3 -0.3(3) . . . 2_556 ?
C1 O1 B1 O1 -0.13(6) . . . 2_556 ?
C1 O1 B1 B2 179.87(6) . . . . ?
C5 N1 B2 N1 165.42(16) . . . 2_556 ?
C4 N1 B2 N1 6.71(7) . . . 2_556 ?
C5 N1 B2 B1 -14.58(16) . . . . ?
C4 N1 B2 B1 -173.29(7) . . . . ?
O1 B1 B2 N1 10.73(8) . . . 2_556 ?
O1 B1 B2 N1 -169.27(8) 2_556 . . 2_556 ?
O1 B1 B2 N1 -169.27(8) . . . . ?
O1 B1 B2 N1 10.73(8) 2_556 . . . ?

_refine_diff_density_max         0.161
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.093

####################################################################### 
# 
# 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_wo16wo2
_database_code_depnum_ccdc_archive 'CCDC 1820519'
_audit_update_record             
;
2018-01-30 deposited with the CCDC.
2018-03-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H14 B2 N2 O2'
_chemical_formula_sum            'C10 H14 B2 N2 O2'
_chemical_formula_weight         215.85

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.2191(6)
_cell_length_b                   24.3579(12)
_cell_length_c                   12.5548(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.723(9)
_cell_angle_gamma                90
_cell_volume                     2125.1(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8101
_cell_measurement_theta_min      5.13
_cell_measurement_theta_max      75.42

_exptl_crystal_description       'fragment of block'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.222
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.125
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5789
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;



_exptl_crystal_recrystallization_method 
;
 Evaporation of THF solution at ambient temperature.
;

_exptl_special_details           
;
 The crystal was mounted at rt with perfluoroether oil on top of a glass fibre
  and placed in a cold nitrogen gas stream on the diffractometer.

 The collected data cover more than a hemisphere of the reciprocal space.
 A combination of 43 sets of ω scans were used; each set at different \j,
 2θ or κ angles and each scan 1.0 deg in ω.
 Each frame was exposured for 5 s (low 2θ angles) or 15 s (high 2θ angles).
 Nominal crystal to detector distance 53 mm.
;



_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction, Xcalibur, Atlas, Nova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_reflns_number            41158
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.629
_diffrn_reflns_theta_max         69.989
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4018
_reflns_number_gt                3181
_reflns_threshold_expression     'I > 2σ(I)'


_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;


_computing_data_collection       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_cell_refinement       
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_data_reduction        
;
 CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
;
_computing_structure_solution    
;
 SHELXT (Ver. 2014/5) (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_structure_refinement  
;
 SHELXL-2017/1 (G. M. Sheldrick, Acta Cryst., 2015, A71, 3--8)
;
_computing_molecular_graphics    
;
 K. Brandenburg, 2017, Diamond 4.4.1, Crystal Impact GbR, Bonn, Germany.
;
_computing_publication_material  
;
 WinGX v2014.1 (L. J. Farrugia, J. Appl. Cryst., 2012, 45, 849-854.)
;



_refine_special_details          
;
 The dimer of catB-BMeEn shows whole molecule disorder that was refined with an
 appropriate split-atom model (SOF of major component: 0.951(3).
 The minor component was refined employing similarity restraints (SAME); due to
 correlation effect for the minor component a common isotropic displacement 
 parameter was refined (0.019(4)).


 All H atoms were placed in idealised positions and refined using a riding
 model, with a common U restrained to be 1.2 (1.5 for methyl groups) times
 the equivalent isotropic displacement parameter of the parent atom.
 Methyl groups were treated as a rigid bodies and allowed to rotate about
 the E-CH3 bond but not tip.


 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     
'w=1/[σ²(Fo²)+(0.0658P)²+2.0060P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4018
_refine_ls_number_parameters     395
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.1641
_refine_ls_wR_factor_gt          0.1543
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.124
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0042(5) 0.50569(11) 0.7979(3) 0.0218(7) Uani 0.951(3) 1 d D . P A 1
C2 C 1.0063(9) 0.50565(14) 0.6877(3) 0.0223(6) Uani 0.951(3) 1 d D . P A 1
C3 C 1.0778(3) 0.54973(9) 0.6408(2) 0.0239(5) Uani 0.951(3) 1 d D . P A 1
H3 H 1.078873 0.549717 0.565341 0.029 Uiso 0.951(3) 1 calc R U P A 1
C4 C 1.1485(3) 0.59444(9) 0.7112(2) 0.0252(5) Uani 0.951(3) 1 d D . P A 1
H4 H 1.200161 0.625267 0.682802 0.030 Uiso 0.951(3) 1 calc R U P A 1
C5 C 1.1446(3) 0.59457(9) 0.8205(2) 0.0263(5) Uani 0.951(3) 1 d D . P A 1
H5 H 1.193265 0.625459 0.865644 0.032 Uiso 0.951(3) 1 calc R U P A 1
C6 C 1.0699(3) 0.54975(9) 0.8664(2) 0.0241(5) Uani 0.951(3) 1 d D . P A 1
H6 H 1.064964 0.549925 0.941229 0.029 Uiso 0.951(3) 1 calc R U P A 1
C7 C 0.9321(4) 0.26368(9) 0.8019(2) 0.0238(5) Uani 0.951(3) 1 d D . P A 1
H7A H 0.840997 0.234692 0.810329 0.029 Uiso 0.951(3) 1 calc R U P A 1
H7B H 1.056044 0.258005 0.858502 0.029 Uiso 0.951(3) 1 calc R U P A 1
C8 C 0.9607(4) 0.26222(9) 0.6867(2) 0.0246(5) Uani 0.951(3) 1 d D . P A 1
H8A H 1.076529 0.240739 0.685519 0.030 Uiso 0.951(3) 1 calc R U P A 1
H8B H 0.847274 0.246236 0.632765 0.030 Uiso 0.951(3) 1 calc R U P A 1
C9 C 0.9235(4) 0.33939(11) 0.9310(2) 0.0241(7) Uani 0.951(3) 1 d D . P A 1
H9A H 0.867615 0.375380 0.938466 0.036 Uiso 0.951(3) 1 calc R U P A 1
H9B H 1.064056 0.342400 0.950859 0.036 Uiso 0.951(3) 1 calc R U P A 1
H9C H 0.885879 0.313060 0.980385 0.036 Uiso 0.951(3) 1 calc R U P A 1
C10 C 1.0444(6) 0.33312(16) 0.5641(3) 0.0320(7) Uani 0.951(3) 1 d D . P A 1
H10A H 1.170408 0.316501 0.569962 0.048 Uiso 0.951(3) 1 calc R U P A 1
H10B H 1.053253 0.373010 0.556535 0.048 Uiso 0.951(3) 1 calc R U P A 1
H10C H 0.949895 0.318317 0.499011 0.048 Uiso 0.951(3) 1 calc R U P A 1
B1 B 0.8668(4) 0.42571(10) 0.7196(2) 0.0220(5) Uani 0.951(3) 1 d D . P A 1
B2 B 0.9165(4) 0.35611(10) 0.7297(2) 0.0213(5) Uani 0.951(3) 1 d D . P A 1
N1 N 0.8515(3) 0.32005(7) 0.81398(16) 0.0218(4) Uani 0.951(3) 1 d D . P A 1
N2 N 0.9846(3) 0.32057(8) 0.66284(17) 0.0237(4) Uani 0.951(3) 1 d D . P A 1
O1 O 0.9308(2) 0.45733(6) 0.82502(14) 0.0222(4) Uani 0.951(3) 1 d D . P A 1
O2 O 0.9356(2) 0.45742(6) 0.63701(14) 0.0232(4) Uani 0.951(3) 1 d D . P A 1
C11 C 0.4755(4) 0.24225(10) 0.7018(3) 0.0225(7) Uani 0.951(3) 1 d D . P A 1
C12 C 0.4742(6) 0.24319(12) 0.8128(3) 0.0224(6) Uani 0.951(3) 1 d D . P A 1
C13 C 0.4078(3) 0.19906(9) 0.8614(2) 0.0251(5) Uani 0.951(3) 1 d D . P A 1
H13 H 0.406018 0.199682 0.936777 0.030 Uiso 0.951(3) 1 calc R U P A 1
C14 C 0.3428(3) 0.15308(9) 0.7930(2) 0.0278(5) Uani 0.951(3) 1 d D . P A 1
H14 H 0.294919 0.122038 0.822906 0.033 Uiso 0.951(3) 1 calc R U P A 1
C15 C 0.3473(3) 0.15214(9) 0.6840(2) 0.0276(5) Uani 0.951(3) 1 d D . P A 1
H15 H 0.302770 0.120428 0.640512 0.033 Uiso 0.951(3) 1 calc R U P A 1
C16 C 0.4163(3) 0.19716(9) 0.6354(2) 0.0244(5) Uani 0.951(3) 1 d D . P A 1
H16 H 0.421762 0.196389 0.560672 0.029 Uiso 0.951(3) 1 calc R U P A 1
C17 C 0.5438(4) 0.48483(9) 0.6919(2) 0.0240(5) Uani 0.951(3) 1 d D . P A 1
H17A H 0.420114 0.490310 0.634966 0.029 Uiso 0.951(3) 1 calc R U P A 1
H17B H 0.635024 0.513748 0.683218 0.029 Uiso 0.951(3) 1 calc R U P A 1
C18 C 0.5145(4) 0.48663(9) 0.8074(2) 0.0252(5) Uani 0.951(3) 1 d D . P A 1
H18A H 0.627785 0.502671 0.861321 0.030 Uiso 0.951(3) 1 calc R U P A 1
H18B H 0.398656 0.508200 0.808156 0.030 Uiso 0.951(3) 1 calc R U P A 1
C19 C 0.5546(5) 0.40896(13) 0.5639(3) 0.0257(8) Uani 0.951(3) 1 d D . P A 1
H19A H 0.606972 0.372329 0.557958 0.039 Uiso 0.951(3) 1 calc R U P A 1
H19B H 0.597461 0.434398 0.515018 0.039 Uiso 0.951(3) 1 calc R U P A 1
H19C H 0.413654 0.407252 0.542270 0.039 Uiso 0.951(3) 1 calc R U P A 1
C20 C 0.4257(5) 0.41656(11) 0.9291(2) 0.0272(7) Uani 0.951(3) 1 d D . P A 1
H20A H 0.295702 0.431234 0.919025 0.041 Uiso 0.951(3) 1 calc R U P A 1
H20B H 0.513521 0.433591 0.994100 0.041 Uiso 0.951(3) 1 calc R U P A 1
H20C H 0.424258 0.376723 0.939767 0.041 Uiso 0.951(3) 1 calc R U P A 1
B3 B 0.6083(4) 0.32339(10) 0.7769(2) 0.0226(5) Uani 0.951(3) 1 d D . P A 1
B4 B 0.5587(4) 0.39273(11) 0.7654(2) 0.0217(5) Uani 0.951(3) 1 d D . P A 1
N3 N 0.6243(3) 0.42870(7) 0.68113(16) 0.0216(4) Uani 0.951(3) 1 d D . P A 1
N4 N 0.4903(3) 0.42858(7) 0.83175(17) 0.0228(4) Uani 0.951(3) 1 d D . P A 1
O3 O 0.5433(2) 0.29110(6) 0.67253(14) 0.0225(4) Uani 0.951(3) 1 d D . P A 1
O4 O 0.5421(3) 0.29223(6) 0.86121(14) 0.0239(4) Uani 0.951(3) 1 d D . P A 1
C1A C -0.01(2) 0.507(3) 0.702(5) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
C2A C -0.026(14) 0.5041(19) 0.810(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
C3A C -0.093(6) 0.5481(11) 0.860(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H3A H -0.098636 0.546574 0.934641 0.023 Uiso 0.049(3) 1 calc R U P A 2
C4A C -0.152(6) 0.5948(11) 0.794(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H4A H -0.200623 0.625594 0.824105 0.023 Uiso 0.049(3) 1 calc R U P A 2
C5A C -0.142(6) 0.5971(11) 0.685(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H5A H -0.180169 0.629593 0.643240 0.023 Uiso 0.049(3) 1 calc R U P A 2
C6A C -0.076(6) 0.5516(11) 0.637(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H6A H -0.076600 0.551976 0.560789 0.023 Uiso 0.049(3) 1 calc R U P A 2
C7A C 0.057(6) 0.2614(10) 0.693(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H7A1 H -0.063912 0.253448 0.635877 0.023 Uiso 0.049(3) 1 calc R U P A 2
H7A2 H 0.155210 0.233813 0.687713 0.023 Uiso 0.049(3) 1 calc R U P A 2
C8A C 0.026(7) 0.2613(10) 0.808(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H8A1 H -0.087930 0.238961 0.809140 0.023 Uiso 0.049(3) 1 calc R U P A 2
H8A2 H 0.139960 0.246634 0.863119 0.023 Uiso 0.049(3) 1 calc R U P A 2
C9A C 0.057(9) 0.339(3) 0.564(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H9A1 H -0.080731 0.347153 0.546719 0.029 Uiso 0.049(3) 1 calc R U P A 2
H9A2 H 0.080547 0.311353 0.513066 0.029 Uiso 0.049(3) 1 calc R U P A 2
H9A3 H 0.126442 0.373134 0.555372 0.029 Uiso 0.049(3) 1 calc R U P A 2
C10A C -0.114(9) 0.331(2) 0.907(4) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H10D H -0.238135 0.312526 0.884897 0.029 Uiso 0.049(3) 1 calc R U P A 2
H10E H -0.135230 0.371148 0.909198 0.029 Uiso 0.049(3) 1 calc R U P A 2
H10F H -0.042101 0.318872 0.981196 0.029 Uiso 0.049(3) 1 calc R U P A 2
B1A B 0.114(3) 0.4249(8) 0.7763(19) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
B2A B 0.067(5) 0.3553(8) 0.765(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
N1A N 0.128(3) 0.3193(9) 0.6799(18) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
N2A N -0.005(5) 0.3195(9) 0.830(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
O1A O 0.052(4) 0.4568(9) 0.6713(17) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
O2A O 0.048(4) 0.4561(9) 0.8597(18) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
C11A C 0.496(15) 0.243(2) 0.796(4) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
C12A C 0.511(12) 0.2440(17) 0.688(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
C13A C 0.577(6) 0.1996(11) 0.640(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H13A H 0.581943 0.200054 0.565140 0.023 Uiso 0.049(3) 1 calc R U P A 2
C14A C 0.638(6) 0.1537(12) 0.710(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H14A H 0.677299 0.121347 0.679374 0.023 Uiso 0.049(3) 1 calc R U P A 2
C15A C 0.642(6) 0.1547(12) 0.821(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H15A H 0.699034 0.125030 0.867036 0.023 Uiso 0.049(3) 1 calc R U P A 2
C16A C 0.563(6) 0.1994(11) 0.866(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H16A H 0.557520 0.199397 0.940392 0.023 Uiso 0.049(3) 1 calc R U P A 2
C17A C 0.440(6) 0.4846(11) 0.806(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H17C H 0.569311 0.488394 0.858549 0.023 Uiso 0.049(3) 1 calc R U P A 2
H17D H 0.355636 0.514115 0.820867 0.023 Uiso 0.049(3) 1 calc R U P A 2
C18A C 0.450(7) 0.4860(10) 0.686(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H18C H 0.326703 0.498348 0.635499 0.023 Uiso 0.049(3) 1 calc R U P A 2
H18D H 0.554689 0.510499 0.677509 0.023 Uiso 0.049(3) 1 calc R U P A 2
C19A C 0.427(8) 0.406(2) 0.931(3) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H19D H 0.348450 0.373732 0.938604 0.029 Uiso 0.049(3) 1 calc R U P A 2
H19E H 0.416371 0.433724 0.985072 0.029 Uiso 0.049(3) 1 calc R U P A 2
H19F H 0.561343 0.394441 0.944411 0.029 Uiso 0.049(3) 1 calc R U P A 2
C20A C 0.580(13) 0.417(2) 0.578(6) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
H20D H 0.711417 0.431812 0.598591 0.029 Uiso 0.049(3) 1 calc R U P A 2
H20E H 0.505805 0.435056 0.509483 0.029 Uiso 0.049(3) 1 calc R U P A 2
H20F H 0.582379 0.377717 0.566982 0.029 Uiso 0.049(3) 1 calc R U P A 2
B3A B 0.372(3) 0.3243(8) 0.717(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
B4A B 0.417(5) 0.3934(8) 0.729(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
N3A N 0.356(3) 0.4287(9) 0.8163(18) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
N4A N 0.490(5) 0.4292(9) 0.666(2) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
O3A O 0.437(4) 0.2938(9) 0.8237(18) 0.019(4) Uiso 0.049(3) 1 d D U P A 2
O4A O 0.437(4) 0.2917(9) 0.6352(19) 0.019(4) Uiso 0.049(3) 1 d D U P A 2


_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
C1 O1 1.372(3) . ?
C1 C6 1.376(4) . ?
C1 C2 1.388(4) . ?
C2 O2 1.367(6) . ?
C2 C3 1.389(5) . ?
C3 C4 1.408(3) . ?
C4 C5 1.380(4) . ?
C5 C6 1.408(3) . ?
C7 N1 1.515(3) . ?
C7 C8 1.515(4) . ?
C8 N2 1.472(3) . ?
C9 N1 1.496(3) . ?
C10 N2 1.452(4) . ?
B1 O2 1.482(3) . ?
B1 O1 1.492(3) . ?
B1 N3 1.687(3) . ?
B1 B2 1.730(3) . ?
B2 N2 1.386(3) . ?
B2 N1 1.543(3) . ?
N1 B3 1.693(3) . ?
C11 O3 1.374(3) . ?
C11 C16 1.375(4) . ?
C11 C12 1.396(4) . ?
C12 O4 1.369(4) . ?
C12 C13 1.384(4) . ?
C13 C14 1.412(3) . ?
C14 C15 1.379(4) . ?
C15 C16 1.410(3) . ?
C17 N3 1.506(3) . ?
C17 C18 1.522(4) . ?
C18 N4 1.467(3) . ?
C19 N3 1.499(3) . ?
C20 N4 1.451(4) . ?
B3 O4 1.483(3) . ?
B3 O3 1.491(3) . ?
B3 B4 1.724(3) . ?
B4 N4 1.387(3) . ?
B4 N3 1.543(3) . ?
C1A C6A 1.377(18) . ?
C1A O1A 1.385(19) . ?
C1A C2A 1.386(19) . ?
C2A O2A 1.367(19) . ?
C2A C3A 1.395(18) . ?
C3A C4A 1.406(19) . ?
C4A C5A 1.384(19) . ?
C5A C6A 1.410(19) . ?
C7A C8A 1.516(19) . ?
C7A N1A 1.524(18) . ?
C8A N2A 1.472(18) . ?
C9A N1A 1.490(19) . ?
C10A N2A 1.439(19) . ?
B1A O2A 1.471(18) . ?
B1A O1A 1.490(18) . ?
B1A N3A 1.681(18) . ?
B1A B2A 1.730(17) . ?
B2A N2A 1.385(17) . ?
B2A N1A 1.533(17) . ?
N1A B3A 1.702(18) . ?
C11A C16A 1.374(18) . ?
C11A O3A 1.385(19) . ?
C11A C12A 1.390(19) . ?
C12A O4A 1.373(18) . ?
C12A C13A 1.386(18) . ?
C13A C14A 1.413(19) . ?
C14A C15A 1.386(19) . ?
C15A C16A 1.417(19) . ?
C17A N3A 1.510(18) . ?
C17A C18A 1.533(19) . ?
C18A N4A 1.450(19) . ?
C19A N3A 1.501(19) . ?
C20A N4A 1.449(19) . ?
B3A O4A 1.471(18) . ?
B3A O3A 1.490(18) . ?
B3A B4A 1.714(17) . ?
B4A N4A 1.379(17) . ?
B4A N3A 1.546(17) . ?

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 C1 C6 127.3(3) . . ?
O1 C1 C2 110.8(4) . . ?
C6 C1 C2 121.9(3) . . ?
O2 C2 C1 111.2(3) . . ?
O2 C2 C3 127.0(3) . . ?
C1 C2 C3 121.8(4) . . ?
C2 C3 C4 116.4(3) . . ?
C5 C4 C3 121.6(2) . . ?
C4 C5 C6 121.2(2) . . ?
C1 C6 C5 117.0(2) . . ?
N1 C7 C8 105.80(18) . . ?
N2 C8 C7 103.02(18) . . ?
O2 B1 O1 105.65(18) . . ?
O2 B1 N3 107.18(18) . . ?
O1 B1 N3 106.24(18) . . ?
O2 B1 B2 117.36(19) . . ?
O1 B1 B2 115.64(19) . . ?
N3 B1 B2 103.97(17) . . ?
N2 B2 N1 106.47(19) . . ?
N2 B2 B1 131.9(2) . . ?
N1 B2 B1 120.84(19) . . ?
C9 N1 C7 110.09(19) . . ?
C9 N1 B2 113.91(18) . . ?
C7 N1 B2 104.55(17) . . ?
C9 N1 B3 108.26(18) . . ?
C7 N1 B3 114.46(18) . . ?
B2 N1 B3 105.63(17) . . ?
B2 N2 C10 128.5(2) . . ?
B2 N2 C8 113.5(2) . . ?
C10 N2 C8 117.1(2) . . ?
C1 O1 B1 105.7(2) . . ?
C2 O2 B1 106.00(18) . . ?
O3 C11 C16 127.2(3) . . ?
O3 C11 C12 110.6(3) . . ?
C16 C11 C12 122.2(3) . . ?
O4 C12 C13 127.4(3) . . ?
O4 C12 C11 111.0(2) . . ?
C13 C12 C11 121.6(3) . . ?
C12 C13 C14 116.5(3) . . ?
C15 C14 C13 121.6(2) . . ?
C14 C15 C16 121.5(2) . . ?
C11 C16 C15 116.6(2) . . ?
N3 C17 C18 105.55(18) . . ?
N4 C18 C17 103.08(18) . . ?
O4 B3 O3 105.77(18) . . ?
O4 B3 N1 106.86(18) . . ?
O3 B3 N1 105.81(18) . . ?
O4 B3 B4 117.5(2) . . ?
O3 B3 B4 115.74(19) . . ?
N1 B3 B4 104.26(17) . . ?
N4 B4 N3 106.24(19) . . ?
N4 B4 B3 131.7(2) . . ?
N3 B4 B3 121.2(2) . . ?
C19 N3 C17 110.1(2) . . ?
C19 N3 B4 114.01(19) . . ?
C17 N3 B4 104.88(18) . . ?
C19 N3 B1 108.3(2) . . ?
C17 N3 B1 114.14(18) . . ?
B4 N3 B1 105.45(17) . . ?
B4 N4 C20 128.8(2) . . ?
B4 N4 C18 113.5(2) . . ?
C20 N4 C18 117.0(2) . . ?
C11 O3 B3 105.8(2) . . ?
C12 O4 B3 106.00(18) . . ?
C6A C1A O1A 128(2) . . ?
C6A C1A C2A 121(2) . . ?
O1A C1A C2A 111(2) . . ?
O2A C2A C1A 110.9(17) . . ?
O2A C2A C3A 126(2) . . ?
C1A C2A C3A 122(2) . . ?
C2A C3A C4A 116(2) . . ?
C5A C4A C3A 122(2) . . ?
C4A C5A C6A 121(2) . . ?
C1A C6A C5A 118(2) . . ?
C8A C7A N1A 104.2(16) . . ?
N2A C8A C7A 104.2(17) . . ?
O2A B1A O1A 106.5(14) . . ?
O2A B1A N3A 105.5(17) . . ?
O1A B1A N3A 105.9(17) . . ?
O2A B1A B2A 118.1(16) . . ?
O1A B1A B2A 115.6(17) . . ?
N3A B1A B2A 104.1(15) . . ?
N2A B2A N1A 105.9(14) . . ?
N2A B2A B1A 131.7(17) . . ?
N1A B2A B1A 122.1(15) . . ?
C9A N1A C7A 112(2) . . ?
C9A N1A B2A 114(3) . . ?
C7A N1A B2A 106.6(14) . . ?
C9A N1A B3A 107(2) . . ?
C7A N1A B3A 112.7(19) . . ?
B2A N1A B3A 103.9(16) . . ?
B2A N2A C10A 129(2) . . ?
B2A N2A C8A 113.3(16) . . ?
C10A N2A C8A 117(2) . . ?
C1A O1A B1A 104.5(17) . . ?
C2A O2A B1A 106.1(16) . . ?
C16A C11A O3A 128(2) . . ?
C16A C11A C12A 122(2) . . ?
O3A C11A C12A 110(2) . . ?
O4A C12A C13A 126(2) . . ?
O4A C12A C11A 111.5(17) . . ?
C13A C12A C11A 122(2) . . ?
C12A C13A C14A 116(2) . . ?
C15A C14A C13A 122(2) . . ?
C14A C15A C16A 121(2) . . ?
C11A C16A C15A 117(2) . . ?
N3A C17A C18A 103.3(17) . . ?
N4A C18A C17A 102.4(18) . . ?
O4A B3A O3A 106.0(14) . . ?
O4A B3A N1A 105.8(17) . . ?
O3A B3A N1A 105.3(17) . . ?
O4A B3A B4A 120.2(17) . . ?
O3A B3A B4A 113.8(17) . . ?
N1A B3A B4A 104.5(15) . . ?
N4A B4A N3A 106.5(14) . . ?
N4A B4A B3A 131.5(17) . . ?
N3A B4A B3A 121.7(15) . . ?
C19A N3A C17A 112(2) . . ?
C19A N3A B4A 112(2) . . ?
C17A N3A B4A 104.1(15) . . ?
C19A N3A B1A 109(2) . . ?
C17A N3A B1A 115.6(19) . . ?
B4A N3A B1A 103.4(16) . . ?
B4A N4A C20A 129(3) . . ?
B4A N4A C18A 112.2(17) . . ?
C20A N4A C18A 118(2) . . ?
C11A O3A B3A 105.4(16) . . ?
C12A O4A B3A 105.9(16) . . ?

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 C2 O2 -0.3(5) . . . . ?
C6 C1 C2 O2 179.5(3) . . . . ?
O1 C1 C2 C3 -178.7(3) . . . . ?
C6 C1 C2 C3 1.1(6) . . . . ?
O2 C2 C3 C4 -178.0(4) . . . . ?
C1 C2 C3 C4 0.1(5) . . . . ?
C2 C3 C4 C5 -0.8(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
O1 C1 C6 C5 178.1(2) . . . . ?
C2 C1 C6 C5 -1.7(4) . . . . ?
C4 C5 C6 C1 1.1(3) . . . . ?
N1 C7 C8 N2 25.4(3) . . . . ?
O2 B1 B2 N2 -11.8(4) . . . . ?
O1 B1 B2 N2 -137.6(3) . . . . ?
N3 B1 B2 N2 106.3(3) . . . . ?
O2 B1 B2 N1 179.6(2) . . . . ?
O1 B1 B2 N1 53.8(3) . . . . ?
N3 B1 B2 N1 -62.3(3) . . . . ?
C8 C7 N1 C9 -146.1(2) . . . . ?
C8 C7 N1 B2 -23.4(2) . . . . ?
C8 C7 N1 B3 91.7(2) . . . . ?
N2 B2 N1 C9 132.4(2) . . . . ?
B1 B2 N1 C9 -56.4(3) . . . . ?
N2 B2 N1 C7 12.2(2) . . . . ?
B1 B2 N1 C7 -176.6(2) . . . . ?
N2 B2 N1 B3 -108.9(2) . . . . ?
B1 B2 N1 B3 62.3(2) . . . . ?
N1 B2 N2 C10 173.2(3) . . . . ?
B1 B2 N2 C10 3.4(5) . . . . ?
N1 B2 N2 C8 4.3(3) . . . . ?
B1 B2 N2 C8 -165.6(2) . . . . ?
C7 C8 N2 B2 -18.8(3) . . . . ?
C7 C8 N2 C10 170.9(3) . . . . ?
C6 C1 O1 B1 175.5(3) . . . . ?
C2 C1 O1 B1 -4.6(3) . . . . ?
O2 B1 O1 C1 7.5(2) . . . . ?
N3 B1 O1 C1 -106.1(2) . . . . ?
B2 B1 O1 C1 139.1(2) . . . . ?
C1 C2 O2 B1 5.2(4) . . . . ?
C3 C2 O2 B1 -176.5(4) . . . . ?
O1 B1 O2 C2 -7.7(3) . . . . ?
N3 B1 O2 C2 105.3(3) . . . . ?
B2 B1 O2 C2 -138.3(3) . . . . ?
O3 C11 C12 O4 -0.5(4) . . . . ?
C16 C11 C12 O4 179.1(2) . . . . ?
O3 C11 C12 C13 178.5(3) . . . . ?
C16 C11 C12 C13 -1.9(5) . . . . ?
O4 C12 C13 C14 179.2(3) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C13 C14 C15 0.6(4) . . . . ?
C13 C14 C15 C16 -0.2(4) . . . . ?
O3 C11 C16 C15 -178.3(2) . . . . ?
C12 C11 C16 C15 2.2(4) . . . . ?
C14 C15 C16 C11 -1.2(3) . . . . ?
N3 C17 C18 N4 -25.6(2) . . . . ?
C9 N1 B3 O4 -53.7(2) . . . . ?
C7 N1 B3 O4 69.5(2) . . . . ?
B2 N1 B3 O4 -176.11(17) . . . . ?
C9 N1 B3 O3 -166.13(18) . . . . ?
C7 N1 B3 O3 -42.9(2) . . . . ?
B2 N1 B3 O3 71.5(2) . . . . ?
C9 N1 B3 B4 71.3(2) . . . . ?
C7 N1 B3 B4 -165.48(18) . . . . ?
B2 N1 B3 B4 -51.0(2) . . . . ?
O4 B3 B4 N4 10.9(4) . . . . ?
O3 B3 B4 N4 137.1(3) . . . . ?
N1 B3 B4 N4 -107.1(3) . . . . ?
O4 B3 B4 N3 179.2(2) . . . . ?
O3 B3 B4 N3 -54.6(3) . . . . ?
N1 B3 B4 N3 61.2(3) . . . . ?
C18 C17 N3 C19 146.7(2) . . . . ?
C18 C17 N3 B4 23.6(2) . . . . ?
C18 C17 N3 B1 -91.3(2) . . . . ?
N4 B4 N3 C19 -133.0(2) . . . . ?
B3 B4 N3 C19 56.1(3) . . . . ?
N4 B4 N3 C17 -12.5(2) . . . . ?
B3 B4 N3 C17 176.6(2) . . . . ?
N4 B4 N3 B1 108.4(2) . . . . ?
B3 B4 N3 B1 -62.6(2) . . . . ?
O2 B1 N3 C19 54.6(2) . . . . ?
O1 B1 N3 C19 167.21(19) . . . . ?
B2 B1 N3 C19 -70.3(2) . . . . ?
O2 B1 N3 C17 -68.4(2) . . . . ?
O1 B1 N3 C17 44.2(2) . . . . ?
B2 B1 N3 C17 166.66(18) . . . . ?
O2 B1 N3 B4 177.03(17) . . . . ?
O1 B1 N3 B4 -70.4(2) . . . . ?
B2 B1 N3 B4 52.1(2) . . . . ?
N3 B4 N4 C20 -174.7(3) . . . . ?
B3 B4 N4 C20 -5.1(4) . . . . ?
N3 B4 N4 C18 -4.2(3) . . . . ?
B3 B4 N4 C18 165.4(2) . . . . ?
C17 C18 N4 B4 18.9(3) . . . . ?
C17 C18 N4 C20 -169.5(2) . . . . ?
C16 C11 O3 B3 -173.6(2) . . . . ?
C12 C11 O3 B3 5.9(3) . . . . ?
O4 B3 O3 C11 -8.8(2) . . . . ?
N1 B3 O3 C11 104.3(2) . . . . ?
B4 B3 O3 C11 -140.8(2) . . . . ?
C13 C12 O4 B3 175.8(3) . . . . ?
C11 C12 O4 B3 -5.3(3) . . . . ?
O3 B3 O4 C12 8.6(3) . . . . ?
N1 B3 O4 C12 -103.8(2) . . . . ?
B4 B3 O4 C12 139.6(2) . . . . ?
C6A C1A C2A O2A -180(10) . . . . ?
O1A C1A C2A O2A 8(15) . . . . ?
C6A C1A C2A C3A -5(19) . . . . ?
O1A C1A C2A C3A -178(9) . . . . ?
O2A C2A C3A C4A 176(7) . . . . ?
C1A C2A C3A C4A 3(13) . . . . ?
C2A C3A C4A C5A -1(7) . . . . ?
C3A C4A C5A C6A 2(6) . . . . ?
O1A C1A C6A C5A 177(10) . . . . ?
C2A C1A C6A C5A 6(17) . . . . ?
C4A C5A C6A C1A -4(10) . . . . ?
N1A C7A C8A N2A 24(4) . . . . ?
O2A B1A B2A N2A -9(4) . . . . ?
O1A B1A B2A N2A -137(4) . . . . ?
N3A B1A B2A N2A 108(4) . . . . ?
O2A B1A B2A N1A 180(2) . . . . ?
O1A B1A B2A N1A 52(3) . . . . ?
N3A B1A B2A N1A -64(3) . . . . ?
C8A C7A N1A C9A -145(4) . . . . ?
C8A C7A N1A B2A -20(3) . . . . ?
C8A C7A N1A B3A 94(3) . . . . ?
N2A B2A N1A C9A 132(3) . . . . ?
B1A B2A N1A C9A -55(4) . . . . ?
N2A B2A N1A C7A 8(3) . . . . ?
B1A B2A N1A C7A -179(3) . . . . ?
N2A B2A N1A B3A -112(3) . . . . ?
B1A B2A N1A B3A 62(3) . . . . ?
N1A B2A N2A C10A -167(5) . . . . ?
B1A B2A N2A C10A 20(7) . . . . ?
N1A B2A N2A C8A 8(4) . . . . ?
B1A B2A N2A C8A -164(3) . . . . ?
C7A C8A N2A B2A -21(5) . . . . ?
C7A C8A N2A C10A 155(4) . . . . ?
C6A C1A O1A B1A 177(12) . . . . ?
C2A C1A O1A B1A -11(12) . . . . ?
O2A B1A O1A C1A 10(7) . . . . ?
N3A B1A O1A C1A -102(7) . . . . ?
B2A B1A O1A C1A 143(7) . . . . ?
C1A C2A O2A B1A -1(10) . . . . ?
C3A C2A O2A B1A -175(8) . . . . ?
O1A B1A O2A C2A -6(5) . . . . ?
N3A B1A O2A C2A 107(5) . . . . ?
B2A B1A O2A C2A -138(5) . . . . ?
C16A C11A C12A O4A -179(8) . . . . ?
O3A C11A C12A O4A -9(11) . . . . ?
C16A C11A C12A C13A 6(15) . . . . ?
O3A C11A C12A C13A 176(7) . . . . ?
O4A C12A C13A C14A -177(6) . . . . ?
C11A C12A C13A C14A -3(11) . . . . ?
C12A C13A C14A C15A -4(7) . . . . ?
C13A C14A C15A C16A 8(6) . . . . ?
O3A C11A C16A C15A -170(8) . . . . ?
C12A C11A C16A C15A -3(12) . . . . ?
C14A C15A C16A C11A -4(8) . . . . ?
N3A C17A C18A N4A -33(4) . . . . ?
C9A N1A B3A O4A -57(3) . . . . ?
C7A N1A B3A O4A 66.8(19) . . . . ?
B2A N1A B3A O4A -178.2(16) . . . . ?
C9A N1A B3A O3A -169(3) . . . . ?
C7A N1A B3A O3A -45.2(19) . . . . ?
B2A N1A B3A O3A 69.8(17) . . . . ?
C9A N1A B3A B4A 71(3) . . . . ?
C7A N1A B3A B4A -165.4(17) . . . . ?
B2A N1A B3A B4A -50.3(18) . . . . ?
O4A B3A B4A N4A 8(5) . . . . ?
O3A B3A B4A N4A 136(4) . . . . ?
N1A B3A B4A N4A -110(4) . . . . ?
O4A B3A B4A N3A -178(2) . . . . ?
O3A B3A B4A N3A -51(3) . . . . ?
N1A B3A B4A N3A 63(3) . . . . ?
C18A C17A N3A C19A 149(3) . . . . ?
C18A C17A N3A B4A 27(3) . . . . ?
C18A C17A N3A B1A -85(3) . . . . ?
N4A B4A N3A C19A -132(3) . . . . ?
B3A B4A N3A C19A 53(4) . . . . ?
N4A B4A N3A C17A -11(3) . . . . ?
B3A B4A N3A C17A 174(3) . . . . ?
N4A B4A N3A B1A 110(3) . . . . ?
B3A B4A N3A B1A -64(3) . . . . ?
O2A B1A N3A C19A 58(3) . . . . ?
O1A B1A N3A C19A 171(3) . . . . ?
B2A B1A N3A C19A -67(3) . . . . ?
O2A B1A N3A C17A -69(2) . . . . ?
O1A B1A N3A C17A 43(2) . . . . ?
B2A B1A N3A C17A 165.7(17) . . . . ?
O2A B1A N3A B4A 177.6(16) . . . . ?
O1A B1A N3A B4A -69.7(17) . . . . ?
B2A B1A N3A B4A 52.6(17) . . . . ?
N3A B4A N4A C20A 175(6) . . . . ?
B3A B4A N4A C20A -11(8) . . . . ?
N3A B4A N4A C18A -11(4) . . . . ?
B3A B4A N4A C18A 163(3) . . . . ?
C17A C18A N4A B4A 29(4) . . . . ?
C17A C18A N4A C20A -157(5) . . . . ?
C16A C11A O3A B3A -178(9) . . . . ?
C12A C11A O3A B3A 13(9) . . . . ?
O4A B3A O3A C11A -12(5) . . . . ?
N1A B3A O3A C11A 100(5) . . . . ?
B4A B3A O3A C11A -146(5) . . . . ?
C13A C12A O4A B3A 176(7) . . . . ?
C11A C12A O4A B3A 1(8) . . . . ?
O3A B3A O4A C12A 7(5) . . . . ?
N1A B3A O4A C12A -105(4) . . . . ?
B4A B3A O4A C12A 137(4) . . . . ?

_refine_diff_density_max         0.261
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.062

