# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_compound7_DJ002
_database_code_depnum_ccdc_archive 'CCDC 2452130'
loop_
_audit_author_name
_audit_author_address
'Katherine Robertson'
;Saint Marys University
Canada
;
_audit_update_record             
;
2025-05-18 deposited with the CCDC.	2025-08-04 downloaded from the CCDC.
;

#==============================================================================

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;          
C15 H19 B N2 O5 S, H2 O, 0.167(O)
;
_chemical_formula_sum            'C15 H21 B N2 O6.17 S'
_chemical_formula_weight         370.87

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'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      hexagonal
_space_group_IT_number           169
_space_group_name_H-M_alt        'P 61'
_space_group_name_Hall           'P 61'

_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'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'

_cell_length_a                   21.0230(12)
_cell_length_b                   21.0230(12)
_cell_length_c                   6.7207(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2572.4(4)
_cell_formula_units_Z            6
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9296
_cell_measurement_theta_min      4.8580
_cell_measurement_theta_max      74.2417

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_F_000             1172
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.411
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    2.005
_shelx_estimated_absorpt_T_min   0.493
_shelx_estimated_absorpt_T_max   0.834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5478
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, 
G. M., Stalke, D. (2015).
J. Appl. Cryst. 48, 3-10.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_source            'microfocus sealed tube'
_diffrn_source_power             0.06
_diffrn_source_current           1.1
_diffrn_source_voltage           50
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            62210
_diffrn_reflns_av_unetI/netI     0.0124
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         4.206
_diffrn_reflns_theta_max         74.446
_diffrn_reflns_theta_full        67.679
_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 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3500
_reflns_number_gt                3489
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.832
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.994

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Instrument Service v8.5.0.11 RC8'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0428P)²+0.4622P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.087(16)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3500
_refine_ls_number_parameters     269
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0643
_refine_ls_wR_factor_gt          0.0643
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
S1 S 0.27571(2) 0.47148(2) 0.30709(8) 0.02736(13) Uani 1 1 d . . . . .
O1 O 0.27889(7) 0.30560(7) -0.11388(19) 0.0240(3) Uani 1 1 d . . . . .
O2 O 0.22718(7) 0.37337(7) -0.0455(2) 0.0259(3) Uani 1 1 d . . . . .
O3 O 0.38037(7) 0.28456(7) -0.1391(2) 0.0253(3) Uani 1 1 d D . . . .
H3O1 H 0.385(2) 0.2469(15) -0.146(7) 0.038 Uiso 0.73(3) 1 d D U P A 1
H3O2 H 0.420(3) 0.324(3) -0.136(16) 0.038 Uiso 0.27(3) 1 d D U P A 2
O4 O 0.49872(7) 0.56273(8) 0.6502(2) 0.0298(3) Uani 1 1 d D . . . .
H4O H 0.504(6) 0.555(6) 0.529(6) 0.045 Uiso 0.27(3) 1 d D U P A 2
O5 O 0.42072(8) 0.55423(8) 0.8884(2) 0.0327(3) Uani 1 1 d D . . . .
H5O H 0.4588(17) 0.573(2) 0.972(6) 0.049 Uiso 0.73(3) 1 d D U P A 1
O6 O 0.52706(8) 0.59654(8) 1.1391(2) 0.0267(3) Uani 1 1 d D . . . .
H6O1 H 0.558(2) 0.586(2) 1.087(6) 0.040 Uiso 0.73(3) 1 d D U P A 1
H6O2 H 0.5546(18) 0.6354(15) 1.209(5) 0.040 Uiso 0.73(3) 1 d D U P A 1
H6O3 H 0.559(5) 0.605(6) 1.049(12) 0.040 Uiso 0.27(3) 1 d D U P A 2
H6O4 H 0.490(3) 0.595(6) 1.083(12) 0.040 Uiso 0.27(3) 1 d D U P A 2
O7 O -0.025(3) 0.005(4) 0.08(2) 0.17(3) Uani 0.1667 1 d . . P B -3
N1 N 0.39284(8) 0.46157(9) 0.4207(2) 0.0228(3) Uani 1 1 d D . . . .
H1N H 0.4362(11) 0.4987(12) 0.382(4) 0.034 Uiso 1 1 d D U . . .
N2 N 0.34973(8) 0.32645(8) 0.1884(2) 0.0189(3) Uani 1 1 d D . . . .
H2N H 0.3959(10) 0.3621(11) 0.173(4) 0.028 Uiso 1 1 d D U . . .
B1 B 0.32112(11) 0.27406(11) -0.0149(3) 0.0203(4) Uani 1 1 d . . . . .
C1 C 0.33069(9) 0.53126(10) 0.5119(3) 0.0214(3) Uani 1 1 d . . . . .
C2 C 0.36960(9) 0.48964(9) 0.5903(3) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.334378 0.447342 0.674354 0.024 Uiso 1 1 calc R U . . .
C3 C 0.34192(10) 0.44050(10) 0.2531(3) 0.0221(4) Uani 1 1 d . . . . .
H3 H 0.370479 0.466872 0.131742 0.027 Uiso 1 1 calc R U . . .
C4 C 0.29987(9) 0.35741(9) 0.2084(3) 0.0191(3) Uani 1 1 d . . . . .
H4 H 0.261983 0.330374 0.313169 0.023 Uiso 1 1 calc R U . . .
C5 C 0.26356(9) 0.34574(9) 0.0038(3) 0.0202(3) Uani 1 1 d . . . . .
C6 C 0.27372(9) 0.19595(10) 0.0900(3) 0.0193(3) Uani 1 1 d . . . . .
C7 C 0.22127(10) 0.12727(10) 0.0148(3) 0.0238(4) Uani 1 1 d . . . . .
H7 H 0.208328 0.122112 -0.122047 0.029 Uiso 1 1 calc R U . . .
C8 C 0.18822(10) 0.06676(10) 0.1402(3) 0.0287(4) Uani 1 1 d . . . . .
H8 H 0.151569 0.020652 0.089488 0.034 Uiso 1 1 calc R U . . .
C9 C 0.20845(12) 0.07316(11) 0.3402(3) 0.0302(4) Uani 1 1 d . . . . .
H9 H 0.186436 0.031069 0.423683 0.036 Uiso 1 1 calc R U . . .
C10 C 0.26036(11) 0.14040(11) 0.4180(3) 0.0263(4) Uani 1 1 d . . . . .
H10 H 0.274544 0.144949 0.553815 0.032 Uiso 1 1 calc R U . . .
C11 C 0.29119(9) 0.20108(10) 0.2922(3) 0.0204(3) Uani 1 1 d . . . . .
C12 C 0.34621(10) 0.27777(10) 0.3568(3) 0.0224(4) Uani 1 1 d . . . . .
H12A H 0.330068 0.290794 0.480999 0.027 Uiso 1 1 calc R U . . .
H12B H 0.394876 0.282395 0.379651 0.027 Uiso 1 1 calc R U . . .
C13 C 0.27941(11) 0.53475(12) 0.6662(3) 0.0316(4) Uani 1 1 d . . . . .
H13A H 0.308266 0.564757 0.779258 0.047 Uiso 1 1 calc R U . . .
H13B H 0.244569 0.485004 0.712389 0.047 Uiso 1 1 calc R U . . .
H13C H 0.252409 0.556728 0.606255 0.047 Uiso 1 1 calc R U . . .
C14 C 0.38535(11) 0.60754(10) 0.4323(3) 0.0282(4) Uani 1 1 d . . . . .
H14A H 0.358578 0.628832 0.367191 0.042 Uiso 1 1 calc R U . . .
H14B H 0.418127 0.603520 0.335805 0.042 Uiso 1 1 calc R U . . .
H14C H 0.414402 0.639185 0.542732 0.042 Uiso 1 1 calc R U . . .
C15 C 0.43694(10) 0.53913(10) 0.7124(3) 0.0230(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
S1 C1 1.8324(19) . ?
S1 C3 1.8439(18) . ?
O1 C5 1.309(2) . ?
O1 B1 1.503(2) . ?
O2 C5 1.215(2) . ?
O3 B1 1.422(2) . ?
O3 H3O1 0.840(19) . ?
O3 H3O2 0.83(2) . ?
O4 C15 1.210(2) . ?
O4 H4O 0.85(2) . ?
O5 C15 1.313(2) . ?
O5 H5O 0.89(2) . ?
O6 H6O1 0.866(19) . ?
O6 H6O2 0.87(2) . ?
O6 H6O3 0.85(2) . ?
O6 H6O4 0.85(2) . ?
N1 C3 1.462(2) . ?
N1 C2 1.474(2) . ?
N1 H1N 0.892(18) . ?
N2 C4 1.491(2) . ?
N2 C12 1.503(2) . ?
N2 B1 1.667(2) . ?
N2 H2N 0.887(17) . ?
B1 C6 1.597(3) . ?
C1 C13 1.524(3) . ?
C1 C14 1.528(3) . ?
C1 C2 1.558(2) . ?
C2 C15 1.512(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.542(2) . ?
C3 H3 1.0000 . ?
C4 C5 1.532(2) . ?
C4 H4 1.0000 . ?
C6 C11 1.398(3) . ?
C6 C7 1.401(2) . ?
C7 C8 1.388(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.396(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.503(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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 S1 C3 93.53(8) . . ?
C5 O1 B1 114.02(14) . . ?
B1 O3 H3O1 113(3) . . ?
B1 O3 H3O2 121(7) . . ?
C15 O4 H4O 118(8) . . ?
C15 O5 H5O 113(3) . . ?
H6O1 O6 H6O2 104(4) . . ?
H6O3 O6 H6O4 107(6) . . ?
C3 N1 C2 112.20(14) . . ?
C3 N1 H1N 108.2(18) . . ?
C2 N1 H1N 105.8(18) . . ?
C4 N2 C12 115.05(14) . . ?
C4 N2 B1 105.21(13) . . ?
C12 N2 B1 106.77(13) . . ?
C4 N2 H2N 110.6(16) . . ?
C12 N2 H2N 108.8(17) . . ?
B1 N2 H2N 110.2(18) . . ?
O3 B1 O1 109.65(15) . . ?
O3 B1 C6 117.81(15) . . ?
O1 B1 C6 116.52(15) . . ?
O3 B1 N2 112.34(15) . . ?
O1 B1 N2 99.72(13) . . ?
C6 B1 N2 98.70(14) . . ?
C13 C1 C14 111.51(16) . . ?
C13 C1 C2 112.32(16) . . ?
C14 C1 C2 112.16(14) . . ?
C13 C1 S1 108.99(13) . . ?
C14 C1 S1 110.00(14) . . ?
C2 C1 S1 101.36(12) . . ?
N1 C2 C15 108.13(14) . . ?
N1 C2 C1 109.62(15) . . ?
C15 C2 C1 111.76(14) . . ?
N1 C2 H2 109.1 . . ?
C15 C2 H2 109.1 . . ?
C1 C2 H2 109.1 . . ?
N1 C3 C4 114.29(14) . . ?
N1 C3 S1 107.99(12) . . ?
C4 C3 S1 109.38(12) . . ?
N1 C3 H3 108.3 . . ?
C4 C3 H3 108.3 . . ?
S1 C3 H3 108.3 . . ?
N2 C4 C5 104.57(14) . . ?
N2 C4 C3 112.46(13) . . ?
C5 C4 C3 108.27(14) . . ?
N2 C4 H4 110.5 . . ?
C5 C4 H4 110.5 . . ?
C3 C4 H4 110.5 . . ?
O2 C5 O1 124.07(17) . . ?
O2 C5 C4 123.40(16) . . ?
O1 C5 C4 112.47(14) . . ?
C11 C6 C7 118.11(17) . . ?
C11 C6 B1 110.18(15) . . ?
C7 C6 B1 131.71(17) . . ?
C8 C7 C6 120.05(18) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.49(18) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 120.55(18) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 118.32(18) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
C10 C11 C6 122.41(17) . . ?
C10 C11 C12 124.32(17) . . ?
C6 C11 C12 113.26(16) . . ?
N2 C12 C11 105.21(14) . . ?
N2 C12 H12A 110.7 . . ?
C11 C12 H12A 110.7 . . ?
N2 C12 H12B 110.7 . . ?
C11 C12 H12B 110.7 . . ?
H12A C12 H12B 108.8 . . ?
C1 C13 H13A 109.5 . . ?
C1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 C14 H14A 109.5 . . ?
C1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C15 O5 124.54(18) . . ?
O4 C15 C2 122.59(17) . . ?
O5 C15 C2 112.85(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
C5 O1 B1 O3 -133.92(15) . . . . ?
C5 O1 B1 C6 89.05(18) . . . . ?
C5 O1 B1 N2 -15.84(18) . . . . ?
C4 N2 B1 O3 135.63(15) . . . . ?
C12 N2 B1 O3 -101.67(17) . . . . ?
C4 N2 B1 O1 19.57(16) . . . . ?
C12 N2 B1 O1 142.27(13) . . . . ?
C4 N2 B1 C6 -99.41(14) . . . . ?
C12 N2 B1 C6 23.29(16) . . . . ?
C3 S1 C1 C13 -148.90(14) . . . . ?
C3 S1 C1 C14 88.56(13) . . . . ?
C3 S1 C1 C2 -30.30(12) . . . . ?
C3 N1 C2 C15 -155.53(15) . . . . ?
C3 N1 C2 C1 -33.47(19) . . . . ?
C13 C1 C2 N1 156.94(15) . . . . ?
C14 C1 C2 N1 -76.53(19) . . . . ?
S1 C1 C2 N1 40.76(15) . . . . ?
C13 C1 C2 C15 -83.20(19) . . . . ?
C14 C1 C2 C15 43.3(2) . . . . ?
S1 C1 C2 C15 160.62(13) . . . . ?
C2 N1 C3 C4 -113.10(17) . . . . ?
C2 N1 C3 S1 8.86(18) . . . . ?
C1 S1 C3 N1 14.03(13) . . . . ?
C1 S1 C3 C4 138.97(13) . . . . ?
C12 N2 C4 C5 -134.05(14) . . . . ?
B1 N2 C4 C5 -16.85(16) . . . . ?
C12 N2 C4 C3 108.69(16) . . . . ?
B1 N2 C4 C3 -134.11(14) . . . . ?
N1 C3 C4 N2 -51.6(2) . . . . ?
S1 C3 C4 N2 -172.79(12) . . . . ?
N1 C3 C4 C5 -166.63(14) . . . . ?
S1 C3 C4 C5 72.17(15) . . . . ?
B1 O1 C5 O2 -176.68(17) . . . . ?
B1 O1 C5 C4 6.2(2) . . . . ?
N2 C4 C5 O2 -169.15(16) . . . . ?
C3 C4 C5 O2 -49.0(2) . . . . ?
N2 C4 C5 O1 8.00(19) . . . . ?
C3 C4 C5 O1 128.10(15) . . . . ?
O3 B1 C6 C11 105.52(19) . . . . ?
O1 B1 C6 C11 -121.00(16) . . . . ?
N2 B1 C6 C11 -15.50(17) . . . . ?
O3 B1 C6 C7 -73.7(2) . . . . ?
O1 B1 C6 C7 59.8(2) . . . . ?
N2 B1 C6 C7 165.29(17) . . . . ?
C11 C6 C7 C8 0.0(2) . . . . ?
B1 C6 C7 C8 179.21(18) . . . . ?
C6 C7 C8 C9 -2.0(3) . . . . ?
C7 C8 C9 C10 1.8(3) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C6 -2.5(3) . . . . ?
C9 C10 C11 C12 177.97(17) . . . . ?
C7 C6 C11 C10 2.2(3) . . . . ?
B1 C6 C11 C10 -177.11(16) . . . . ?
C7 C6 C11 C12 -178.17(15) . . . . ?
B1 C6 C11 C12 2.5(2) . . . . ?
C4 N2 C12 C11 93.35(16) . . . . ?
B1 N2 C12 C11 -22.97(18) . . . . ?
C10 C11 C12 N2 -166.83(16) . . . . ?
C6 C11 C12 N2 13.59(19) . . . . ?
N1 C2 C15 O4 15.1(2) . . . . ?
C1 C2 C15 O4 -105.6(2) . . . . ?
N1 C2 C15 O5 -166.10(15) . . . . ?
C1 C2 C15 O5 73.2(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H3O1^a O2 0.840(19) 2.06(2) 2.8803(18) 166(4) 5_554 yes
O3 H3O2^b O6 0.83(2) 2.12(9) 2.7189(18) 129(9) 4_663 yes
O5 H5O^a O6 0.89(2) 1.69(2) 2.576(2) 171(4) . yes
O6 H6O1^a N1 0.866(19) 2.08(2) 2.922(2) 164(4) 4_665 yes
O6 H6O2^a O3 0.87(2) 1.85(2) 2.7189(19) 175(4) 4_666 yes
O6 H6O3^a N1 0.85(2) 2.27(8) 2.922(2) 133(9) 4_665 yes
O6 H6O4^b O5 0.85(2) 1.82(6) 2.576(2) 147(10) . yes
N1 H1N O6 0.892(18) 2.57(2) 3.404(2) 156(2) 1_554 yes
N2 H2N O4 0.887(17) 1.982(17) 2.8674(19) 176(2) 4_664 yes

_refine_diff_density_max         0.219
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.036

