# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2298318'
loop_
_audit_author_name
_audit_author_address
'Samir Manna'
;IIT kharagpur
India
;
_audit_update_record             
;
2023-09-29 deposited with the CCDC.	2024-02-27 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         ?
_chemical_formula_sum            'C18 H20 B N O4'
_chemical_formula_weight         325.16

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           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   10.617(19)
_cell_length_b                   12.426(18)
_cell_length_c                   26.89(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3548(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7789
_cell_measurement_theta_min      2.635
_cell_measurement_theta_max      36.734

_exptl_crystal_description       niddle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   0.761
_exptl_transmission_factor_max   0.836
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43646
_diffrn_reflns_av_unetI/netI     0.3461
_diffrn_reflns_av_R_equivalents  0.2360
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.635
_diffrn_reflns_theta_max         36.734
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7789
_reflns_number_gt                1606
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 ( Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1192P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0066(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7789
_refine_ls_number_parameters     222
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.3803
_refine_ls_R_factor_gt           0.0954
_refine_ls_wR_factor_ref         0.3293
_refine_ls_wR_factor_gt          0.2111
_refine_ls_goodness_of_fit_ref   0.888
_refine_ls_restrained_S_all      0.888
_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 0.8347(2) 0.46203(18) 0.55326(10) 0.0798(7) Uani 1 1 d . . . . .
O1 O 0.6225(2) 0.51194(18) 0.57337(8) 0.0734(7) Uani 1 1 d . . . . .
O3 O 0.43565(19) 0.5591(2) 0.54420(8) 0.0827(7) Uani 1 1 d . . . . .
N1 N 0.75171(19) 0.6339(2) 0.52654(9) 0.0614(7) Uani 1 1 d . . . . .
O4 O 0.9076(2) 0.40174(19) 0.48172(10) 0.0913(8) Uani 1 1 d . . . . .
C17 C 0.8026(3) 0.5700(3) 0.48481(11) 0.0664(8) Uani 1 1 d . . . . .
H17A H 0.8681 0.6102 0.4678 0.080 Uiso 1 1 calc R U . . .
H17B H 0.7364 0.5538 0.4611 0.080 Uiso 1 1 calc R U . . .
C15 C 0.6165(2) 0.6579(3) 0.52064(12) 0.0688(9) Uani 1 1 d . . . . .
H15A H 0.5967 0.7275 0.5350 0.083 Uiso 1 1 calc R U . . .
H15B H 0.5939 0.6592 0.4857 0.083 Uiso 1 1 calc R U . . .
C18 C 0.8552(3) 0.4689(3) 0.50560(16) 0.0725(9) Uani 1 1 d . . . . .
C14 C 0.5473(3) 0.5719(3) 0.54666(11) 0.0691(9) Uani 1 1 d . . . . .
C16 C 0.8272(3) 0.7317(3) 0.53394(13) 0.0782(10) Uani 1 1 d . . . . .
H16A H 0.9143 0.7124 0.5376 0.117 Uiso 1 1 calc R U . . .
H16B H 0.8176 0.7782 0.5057 0.117 Uiso 1 1 calc R U . . .
H16C H 0.7990 0.7683 0.5633 0.117 Uiso 1 1 calc R U . . .
C1 C 0.8040(4) 0.5931(3) 0.62311(15) 0.0910(11) Uani 1 1 d D . . . .
C8 C 0.3951(4) 0.7797(4) 0.63984(14) 0.0901(11) Uani 1 1 d . . . . .
C13 C 0.2949(4) 0.7233(4) 0.61993(14) 0.0943(12) Uani 1 1 d . . . . .
H13 H 0.3070 0.6543 0.6074 0.113 Uiso 1 1 calc R U . . .
C6 C 0.6191(4) 0.6955(3) 0.64696(13) 0.0922(12) Uani 1 1 d . . . . .
C7 C 0.5178(4) 0.7338(4) 0.64333(14) 0.0939(12) Uani 1 1 d . . . . .
C2 C 0.7459(4) 0.6573(4) 0.65448(14) 0.0962(12) Uani 1 1 d . . . . .
B1 B 0.7544(3) 0.5475(3) 0.57309(13) 0.0682(10) Uani 1 1 d . . . . .
C12 C 0.1788(4) 0.7690(5) 0.61880(17) 0.1150(15) Uani 1 1 d . . . . .
H12 H 0.1116 0.7305 0.6056 0.138 Uiso 1 1 calc R U . . .
C9 C 0.3738(5) 0.8822(4) 0.65839(16) 0.1123(14) Uani 1 1 d . . . . .
H9 H 0.4396 0.9217 0.6722 0.135 Uiso 1 1 calc R U . . .
C11 C 0.1589(6) 0.8697(6) 0.63653(19) 0.1249(18) Uani 1 1 d . . . . .
H11 H 0.0790 0.9003 0.6350 0.150 Uiso 1 1 calc R U . . .
C10 C 0.2548(7) 0.9246(5) 0.65623(18) 0.1280(18) Uani 1 1 d . . . . .
H10 H 0.2405 0.9933 0.6688 0.154 Uiso 1 1 calc R U . . .
C3 C 0.8060(6) 0.7007(6) 0.7017(2) 0.156(2) Uani 1 1 d . . . . .
H3 H 0.8943 0.6784 0.6991 0.187 Uiso 1 1 calc R U . . .
C5 C 0.8120(7) 0.8207(6) 0.7026(2) 0.188(3) Uani 1 1 d . . . . .
H5A H 0.8426 0.8465 0.6712 0.282 Uiso 1 1 calc R U . . .
H5B H 0.7294 0.8494 0.7086 0.282 Uiso 1 1 calc R U . . .
H5C H 0.8680 0.8436 0.7286 0.282 Uiso 1 1 calc R U . . .
C4 C 0.7643(11) 0.6509(8) 0.7436(2) 0.301(6) Uani 1 1 d . . . . .
H4A H 0.7646 0.5744 0.7386 0.452 Uiso 1 1 calc R U . . .
H4B H 0.8187 0.6686 0.7709 0.452 Uiso 1 1 calc R U . . .
H4C H 0.6802 0.6744 0.7509 0.452 Uiso 1 1 calc R U . . .
H1 H 0.889(2) 0.568(3) 0.6302(12) 0.108(12) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C18 1.303(5) . ?
O2 B1 1.462(5) . ?
O1 C14 1.307(4) . ?
O1 B1 1.469(5) . ?
O3 C14 1.198(4) . ?
N1 C16 1.469(4) . ?
N1 C15 1.474(4) . ?
N1 C17 1.477(4) . ?
N1 B1 1.649(5) . ?
O4 C18 1.190(4) . ?
C17 C18 1.484(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C15 C14 1.474(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C1 C2 1.315(6) . ?
C1 B1 1.551(6) . ?
C1 H1 0.974(18) . ?
C8 C13 1.382(6) . ?
C8 C9 1.385(6) . ?
C8 C7 1.425(6) . ?
C13 C12 1.357(6) . ?
C13 H13 0.9300 . ?
C6 C7 1.180(5) . ?
C6 C2 1.442(6) . ?
C2 C3 1.520(7) . ?
C12 C11 1.355(7) . ?
C12 H12 0.9300 . ?
C9 C10 1.371(7) . ?
C9 H9 0.9300 . ?
C11 C10 1.336(7) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C3 C4 1.359(9) . ?
C3 C5 1.494(8) . ?
C3 H3 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O2 B1 114.1(3) . . ?
C14 O1 B1 114.1(3) . . ?
C16 N1 C15 112.2(3) . . ?
C16 N1 C17 110.3(2) . . ?
C15 N1 C17 112.5(2) . . ?
C16 N1 B1 115.2(3) . . ?
C15 N1 B1 103.3(2) . . ?
C17 N1 B1 102.7(3) . . ?
N1 C17 C18 107.8(3) . . ?
N1 C17 H17A 110.1 . . ?
C18 C17 H17A 110.1 . . ?
N1 C17 H17B 110.1 . . ?
C18 C17 H17B 110.1 . . ?
H17A C17 H17B 108.5 . . ?
C14 C15 N1 106.7(3) . . ?
C14 C15 H15A 110.4 . . ?
N1 C15 H15A 110.4 . . ?
C14 C15 H15B 110.4 . . ?
N1 C15 H15B 110.4 . . ?
H15A C15 H15B 108.6 . . ?
O4 C18 O2 124.3(3) . . ?
O4 C18 C17 124.4(4) . . ?
O2 C18 C17 111.3(3) . . ?
O3 C14 O1 124.0(3) . . ?
O3 C14 C15 124.3(3) . . ?
O1 C14 C15 111.7(3) . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 C1 B1 128.2(4) . . ?
C2 C1 H1 120(2) . . ?
B1 C1 H1 112(2) . . ?
C13 C8 C9 118.7(4) . . ?
C13 C8 C7 121.7(4) . . ?
C9 C8 C7 119.5(4) . . ?
C12 C13 C8 119.6(5) . . ?
C12 C13 H13 120.2 . . ?
C8 C13 H13 120.2 . . ?
C7 C6 C2 174.5(4) . . ?
C6 C7 C8 179.0(4) . . ?
C1 C2 C6 123.2(3) . . ?
C1 C2 C3 123.7(4) . . ?
C6 C2 C3 113.1(4) . . ?
O2 B1 O1 109.8(3) . . ?
O2 B1 C1 112.6(3) . . ?
O1 B1 C1 115.4(3) . . ?
O2 B1 N1 101.9(3) . . ?
O1 B1 N1 100.5(2) . . ?
C1 B1 N1 115.3(3) . . ?
C11 C12 C13 121.4(5) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C10 C9 C8 119.2(5) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C10 C11 C12 119.5(5) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C11 C10 C9 121.5(5) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C4 C3 C5 117.1(6) . . ?
C4 C3 C2 113.3(6) . . ?
C5 C3 C2 112.7(5) . . ?
C4 C3 H3 104.0 . . ?
C5 C3 H3 104.0 . . ?
C2 C3 H3 104.0 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?

_refine_diff_density_max         0.272
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.046

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2298319'
loop_
_audit_author_name
_audit_author_address
'Samir Manna'
;IIT kharagpur
India
;
_audit_update_record             
;
2023-09-29 deposited with the CCDC.	2024-02-27 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         ?
_chemical_formula_sum            'C31 H37 B O2 Si'
_chemical_formula_weight         480.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   10.562(6)
_cell_length_b                   12.806(9)
_cell_length_c                   13.142(10)
_cell_angle_alpha                61.44(3)
_cell_angle_beta                 71.55(3)
_cell_angle_gamma                72.89(3)
_cell_volume                     1459.1(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6456
_cell_measurement_theta_min      1.954
_cell_measurement_theta_max      27.243

_exptl_crystal_description       niddle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   0.761
_exptl_transmission_factor_max   0.836
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22755
_diffrn_reflns_av_unetI/netI     0.2023
_diffrn_reflns_av_R_equivalents  0.1464
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.954
_diffrn_reflns_theta_max         27.243
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6456
_reflns_number_gt                1967
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 ( Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6456
_refine_ls_number_parameters     316
_refine_ls_number_restraints     285
_refine_ls_R_factor_all          0.2941
_refine_ls_R_factor_gt           0.1287
_refine_ls_wR_factor_ref         0.4548
_refine_ls_wR_factor_gt          0.3592
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.085
_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
Si Si 0.10721(18) 0.44705(18) 0.71004(19) 0.0959(8) Uani 1 1 d . U . . .
O2 O 0.7093(5) 0.2438(4) 0.3124(4) 0.1172(17) Uani 1 1 d . U . . .
O1 O 0.7067(5) 0.0549(4) 0.4422(4) 0.1230(18) Uani 1 1 d . U . . .
C9 C 0.5532(6) 0.2113(6) 0.5145(5) 0.0751(16) Uani 1 1 d . U . . .
C26 C 0.8157(7) 0.0539(7) 0.3355(6) 0.0944(19) Uani 1 1 d . U . . .
C24 C 0.3407(6) 0.2510(6) 0.3454(6) 0.0868(18) Uani 1 1 d . U . . .
H24 H 0.3512 0.1903 0.4198 0.104 Uiso 1 1 calc R U . . .
C10 C 0.4525(6) 0.3019(6) 0.4892(6) 0.0821(17) Uani 1 1 d . U . . .
C20 C 0.3688(6) 0.4522(7) 0.1816(6) 0.0939(19) Uani 1 1 d . U . . .
C17 C 0.4770(6) 0.5077(6) 0.3111(7) 0.095(2) Uani 1 1 d . U . . .
H17 H 0.5109 0.5256 0.3571 0.114 Uiso 1 1 calc R U . . .
C4 C 0.7011(6) 0.0700(6) 0.7956(6) 0.0836(17) Uani 1 1 d . U . . .
C11 C 0.3512(6) 0.3389(6) 0.5736(6) 0.0820(18) Uani 1 1 d . U . . .
C25 C 0.3853(6) 0.3649(7) 0.3007(6) 0.0905(18) Uani 1 1 d . U . . .
C3 C 0.7800(7) 0.1062(7) 0.8351(7) 0.103(2) Uani 1 1 d . U . . .
H3 H 0.8148 0.1772 0.7855 0.124 Uiso 1 1 calc R U . . .
C16 C 0.4406(6) 0.3946(7) 0.3586(6) 0.0929(18) Uani 1 1 d . U . . .
C8 C 0.5588(6) 0.1288(6) 0.6470(5) 0.0907(19) Uani 1 1 d . U . . .
H8A H 0.4768 0.1502 0.6978 0.109 Uiso 1 1 calc R U . . .
H8B H 0.5673 0.0449 0.6637 0.109 Uiso 1 1 calc R U . . .
C5 C 0.6500(7) -0.0328(7) 0.8741(7) 0.101(2) Uani 1 1 d . U . . .
H5 H 0.5958 -0.0607 0.8521 0.121 Uiso 1 1 calc R U . . .
C2 C 0.8076(8) 0.0391(8) 0.9460(7) 0.107(2) Uani 1 1 d . U . . .
H2 H 0.8629 0.0642 0.9698 0.128 Uiso 1 1 calc R U . . .
C12 C 0.2592(7) 0.3784(6) 0.6342(6) 0.093(2) Uani 1 1 d . U . . .
B1 B 0.6564(7) 0.1727(7) 0.4215(6) 0.0687(17) Uani 1 1 d . U . . .
C1 C 0.7580(8) -0.0593(8) 1.0189(7) 0.113(3) Uani 1 1 d . U . . .
H1 H 0.7791 -0.1033 1.0935 0.136 Uiso 1 1 calc R U . . .
C6 C 0.6787(8) -0.0973(7) 0.9890(7) 0.115(2) Uani 1 1 d . U . . .
H6 H 0.6417 -0.1663 1.0430 0.138 Uiso 1 1 calc R U . . .
C7 C 0.6784(7) 0.1474(7) 0.6684(6) 0.101(2) Uani 1 1 d . U . . .
H7A H 0.6678 0.2318 0.6508 0.121 Uiso 1 1 calc R U . . .
H7B H 0.7585 0.1293 0.6140 0.121 Uiso 1 1 calc R U . . .
C18 C 0.4644(8) 0.5957(8) 0.1962(9) 0.131(3) Uani 1 1 d . U . . .
H18 H 0.4904 0.6702 0.1661 0.158 Uiso 1 1 calc R U . . .
C21 C 0.3109(8) 0.4150(9) 0.1262(8) 0.123(3) Uani 1 1 d . U . . .
H21 H 0.3029 0.4685 0.0488 0.148 Uiso 1 1 calc R U . . .
C23 C 0.2851(8) 0.2360(8) 0.2782(8) 0.116(2) Uani 1 1 d . U . . .
H23 H 0.2556 0.1628 0.3102 0.139 Uiso 1 1 calc R U . . .
C27 C 0.7895(9) 0.1718(8) 0.2478(8) 0.124(2) Uani 1 1 d . U . . .
C13 C 0.1400(8) 0.4476(8) 0.8378(7) 0.134(3) Uani 1 1 d . U . . .
H13A H 0.2084 0.4956 0.8118 0.201 Uiso 1 1 calc R U . . .
H13B H 0.0582 0.4810 0.8783 0.201 Uiso 1 1 calc R U . . .
H13C H 0.1706 0.3664 0.8907 0.201 Uiso 1 1 calc R U . . .
C19 C 0.4091(8) 0.5668(9) 0.1252(9) 0.138(3) Uani 1 1 d . U . . .
H19 H 0.4010 0.6204 0.0478 0.165 Uiso 1 1 calc R U . . .
C22 C 0.2656(10) 0.3131(10) 0.1694(9) 0.143(3) Uani 1 1 d . U . . .
H22 H 0.2238 0.2964 0.1276 0.171 Uiso 1 1 calc R U . . .
C14 C -0.0223(8) 0.3568(9) 0.7554(9) 0.169(4) Uani 1 1 d . U . . .
H14A H -0.0378 0.3578 0.6867 0.254 Uiso 1 1 calc R U . . .
H14B H 0.0075 0.2752 0.8079 0.254 Uiso 1 1 calc R U . . .
H14C H -0.1049 0.3897 0.7955 0.254 Uiso 1 1 calc R U . . .
C15 C 0.0597(11) 0.6052(8) 0.5989(9) 0.176(4) Uani 1 1 d . U . . .
H15A H 0.0429 0.6030 0.5324 0.264 Uiso 1 1 calc R U . . .
H15B H -0.0205 0.6447 0.6350 0.264 Uiso 1 1 calc R U . . .
H15C H 0.1325 0.6488 0.5726 0.264 Uiso 1 1 calc R U . . .
C30 C 0.8279(12) -0.0541(9) 0.3226(9) 0.211(6) Uani 1 1 d . U . . .
H30A H 0.8458 -0.1233 0.3941 0.317 Uiso 1 1 calc R U . . .
H30B H 0.7451 -0.0548 0.3076 0.317 Uiso 1 1 calc R U . . .
H30C H 0.9011 -0.0563 0.2575 0.317 Uiso 1 1 calc R U . . .
C29 C 0.8763(11) 0.2297(9) 0.1441(8) 0.188(4) Uani 1 1 d . U . . .
H29A H 0.8314 0.3096 0.1012 0.282 Uiso 1 1 calc R U . . .
H29B H 0.9552 0.2346 0.1619 0.282 Uiso 1 1 calc R U . . .
H29C H 0.9028 0.1854 0.0967 0.282 Uiso 1 1 calc R U . . .
C28 C 0.6750(12) 0.1570(12) 0.1950(11) 0.218(5) Uani 1 1 d . U . . .
H28A H 0.6065 0.1169 0.2597 0.327 Uiso 1 1 calc R U . . .
H28B H 0.6341 0.2354 0.1448 0.327 Uiso 1 1 calc R U . . .
H28C H 0.7184 0.1103 0.1501 0.327 Uiso 1 1 calc R U . . .
C31 C 0.9554(9) 0.0672(12) 0.3515(11) 0.223(5) Uani 1 1 d . U . . .
H31A H 0.9913 -0.0074 0.4105 0.335 Uiso 1 1 calc R U . . .
H31B H 1.0199 0.0861 0.2775 0.335 Uiso 1 1 calc R U . . .
H31C H 0.9377 0.1306 0.3761 0.335 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si C13 1.822(8) . ?
Si C14 1.822(8) . ?
Si C12 1.827(7) . ?
Si C15 1.877(9) . ?
O2 B1 1.320(8) . ?
O2 C27 1.456(8) . ?
O1 B1 1.364(8) . ?
O1 C26 1.509(7) . ?
C9 C10 1.310(8) . ?
C9 B1 1.530(9) . ?
C9 C8 1.556(8) . ?
C26 C27 1.406(10) . ?
C26 C30 1.437(10) . ?
C26 C31 1.621(11) . ?
C24 C23 1.311(8) . ?
C24 C25 1.451(9) . ?
C24 H24 0.9300 . ?
C10 C11 1.433(8) . ?
C10 C16 1.572(9) . ?
C20 C21 1.384(10) . ?
C20 C19 1.419(10) . ?
C20 C25 1.454(9) . ?
C17 C16 1.395(9) . ?
C17 C18 1.408(10) . ?
C17 H17 0.9300 . ?
C4 C5 1.362(9) . ?
C4 C3 1.381(8) . ?
C4 C7 1.538(9) . ?
C11 C12 1.200(8) . ?
C25 C16 1.324(8) . ?
C3 C2 1.368(9) . ?
C3 H3 0.9300 . ?
C8 C7 1.482(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C5 C6 1.416(9) . ?
C5 H5 0.9300 . ?
C2 C1 1.302(10) . ?
C2 H2 0.9300 . ?
C1 C6 1.313(9) . ?
C1 H1 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C18 C19 1.466(12) . ?
C18 H18 0.9300 . ?
C21 C22 1.320(11) . ?
C21 H21 0.9300 . ?
C23 C22 1.333(10) . ?
C23 H23 0.9300 . ?
C27 C29 1.375(10) . ?
C27 C28 1.665(13) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C19 H19 0.9300 . ?
C22 H22 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 Si C14 111.0(4) . . ?
C13 Si C12 110.7(3) . . ?
C14 Si C12 106.3(3) . . ?
C13 Si C15 110.7(4) . . ?
C14 Si C15 111.4(5) . . ?
C12 Si C15 106.6(4) . . ?
B1 O2 C27 109.9(6) . . ?
B1 O1 C26 107.3(5) . . ?
C10 C9 B1 123.4(6) . . ?
C10 C9 C8 118.5(6) . . ?
B1 C9 C8 117.7(5) . . ?
C27 C26 C30 124.8(8) . . ?
C27 C26 O1 103.3(5) . . ?
C30 C26 O1 110.1(7) . . ?
C27 C26 C31 96.3(8) . . ?
C30 C26 C31 112.6(8) . . ?
O1 C26 C31 108.1(6) . . ?
C23 C24 C25 118.3(8) . . ?
C23 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
C9 C10 C11 125.3(6) . . ?
C9 C10 C16 122.8(6) . . ?
C11 C10 C16 111.3(6) . . ?
C21 C20 C19 122.0(9) . . ?
C21 C20 C25 114.9(8) . . ?
C19 C20 C25 123.1(8) . . ?
C16 C17 C18 122.6(8) . . ?
C16 C17 H17 118.7 . . ?
C18 C17 H17 118.7 . . ?
C5 C4 C3 116.3(7) . . ?
C5 C4 C7 125.5(6) . . ?
C3 C4 C7 118.2(6) . . ?
C12 C11 C10 172.8(8) . . ?
C16 C25 C24 125.5(7) . . ?
C16 C25 C20 118.1(7) . . ?
C24 C25 C20 116.5(7) . . ?
C2 C3 C4 120.9(7) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C25 C16 C17 122.1(8) . . ?
C25 C16 C10 117.6(7) . . ?
C17 C16 C10 120.1(7) . . ?
C7 C8 C9 107.2(5) . . ?
C7 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
C4 C5 C6 120.5(7) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C2 C3 121.3(8) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C11 C12 Si 172.2(7) . . ?
O2 B1 O1 109.9(6) . . ?
O2 B1 C9 127.1(6) . . ?
O1 B1 C9 123.0(6) . . ?
C2 C1 C6 121.2(8) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C1 C6 C5 119.6(8) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C8 C7 C4 114.1(6) . . ?
C8 C7 H7A 108.7 . . ?
C4 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C4 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C17 C18 C19 118.1(9) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 H18 120.9 . . ?
C22 C21 C20 128.1(10) . . ?
C22 C21 H21 115.9 . . ?
C20 C21 H21 115.9 . . ?
C24 C23 C22 127.8(10) . . ?
C24 C23 H23 116.1 . . ?
C22 C23 H23 116.1 . . ?
C29 C27 C26 127.5(9) . . ?
C29 C27 O2 115.9(8) . . ?
C26 C27 O2 105.2(6) . . ?
C29 C27 C28 100.6(9) . . ?
C26 C27 C28 100.6(8) . . ?
O2 C27 C28 102.9(7) . . ?
Si C13 H13A 109.5 . . ?
Si C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C20 C19 C18 116.0(9) . . ?
C20 C19 H19 122.0 . . ?
C18 C19 H19 122.0 . . ?
C21 C22 C23 114.2(10) . . ?
C21 C22 H22 122.9 . . ?
C23 C22 H22 122.9 . . ?
Si C14 H14A 109.5 . . ?
Si C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si C15 H15A 109.5 . . ?
Si C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

_refine_diff_density_max         0.639
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.064

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2298320'
loop_
_audit_author_name
_audit_author_address
'Samir Manna'
;IIT kharagpur
India
;
_audit_update_record             
;
2023-09-29 deposited with the CCDC.	2024-02-27 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         ?
_chemical_formula_sum            'C11.50 H11 B0.50 N0.50 O2'
_chemical_formula_weight         193.61

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           37
_space_group_name_H-M_alt        'C c c 2'
_space_group_name_Hall           'C 2 -2c'

_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, z'
'x, -y, z+1/2'
'-x, y, z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   11.125(7)
_cell_length_b                   35.01(2)
_cell_length_c                   10.586(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4123(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6895
_cell_measurement_theta_min      2.529
_cell_measurement_theta_max      33.207

_exptl_crystal_description       niddle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             1632
_exptl_transmission_factor_min   0.761
_exptl_transmission_factor_max   0.836
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31125
_diffrn_reflns_av_unetI/netI     0.1699
_diffrn_reflns_av_R_equivalents  0.1563
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.529
_diffrn_reflns_theta_max         33.207
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6895
_reflns_number_gt                2597
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.802
_reflns_Friedel_fraction_max     0.814
_reflns_Friedel_fraction_full    0.997

_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       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 ( Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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 
;
 Flack x determined using 879 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6895
_refine_ls_number_parameters     266
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.2312
_refine_ls_R_factor_gt           0.0643
_refine_ls_wR_factor_ref         0.1640
_refine_ls_wR_factor_gt          0.1207
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_restrained_S_all      0.943
_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 0.6005(3) 0.45838(8) 0.3651(3) 0.0644(8) Uani 1 1 d . . . . .
O1 O 0.7977(3) 0.48300(7) 0.4189(3) 0.0637(8) Uani 1 1 d . . . . .
N1 N 0.7610(3) 0.45515(8) 0.2118(3) 0.0466(7) Uani 1 1 d . . . . .
O4 O 0.4428(3) 0.45952(8) 0.2353(4) 0.0773(10) Uani 1 1 d . . . . .
O3 O 0.8996(3) 0.53494(9) 0.3608(3) 0.0855(10) Uani 1 1 d . . . . .
C1 C 0.7632(3) 0.41073(10) 0.4275(4) 0.0481(9) Uani 1 1 d . . . . .
C22 C 0.5493(4) 0.45752(11) 0.2526(5) 0.0581(11) Uani 1 1 d . . . . .
C19 C 0.8426(4) 0.50679(14) 0.3346(4) 0.0600(11) Uani 1 1 d . . . . .
C3 C 0.5841(4) 0.38211(12) 0.5313(4) 0.0578(11) Uani 1 1 d . . . . .
H3A H 0.6235 0.3734 0.6077 0.069 Uiso 1 1 calc R U . . .
H3B H 0.5637 0.4088 0.5430 0.069 Uiso 1 1 calc R U . . .
C10 C 0.8663(3) 0.40635(12) 0.4919(4) 0.0551(10) Uani 1 1 d . . . . .
C2 C 0.6722(3) 0.37881(11) 0.4216(4) 0.0514(9) Uani 1 1 d . . . . .
H2A H 0.7132 0.3544 0.4256 0.062 Uiso 1 1 calc R U . . .
H2B H 0.6288 0.3801 0.3422 0.062 Uiso 1 1 calc R U . . .
C12 C 0.9316(4) 0.34587(13) 0.6205(4) 0.0572(11) Uani 1 1 d . . . . .
C11 C 0.9021(4) 0.37304(13) 0.5596(4) 0.0579(11) Uani 1 1 d . . . . .
C4 C 0.4694(3) 0.35963(11) 0.5137(5) 0.0548(10) Uani 1 1 d . . . . .
C13 C 0.9660(4) 0.31356(11) 0.6960(4) 0.0537(10) Uani 1 1 d . . . . .
C14 C 1.0686(4) 0.31436(13) 0.7690(5) 0.0678(13) Uani 1 1 d . . . . .
H14 H 1.1176 0.3359 0.7674 0.081 Uiso 1 1 calc R U . . .
C18 C 0.8941(4) 0.28109(14) 0.7017(5) 0.0713(13) Uani 1 1 d . . . . .
H18 H 0.8242 0.2797 0.6537 0.086 Uiso 1 1 calc R U . . .
C17 C 0.9260(5) 0.25098(13) 0.7782(6) 0.0827(15) Uani 1 1 d . . . . .
H17 H 0.8770 0.2295 0.7818 0.099 Uiso 1 1 calc R U . . .
C5 C 0.3845(4) 0.37104(14) 0.4255(5) 0.0719(12) Uani 1 1 d . . . . .
H5 H 0.4003 0.3921 0.3744 0.086 Uiso 1 1 calc R U . . .
C9 C 0.4427(4) 0.32861(13) 0.5883(5) 0.0748(14) Uani 1 1 d . . . . .
H9 H 0.4977 0.3206 0.6488 0.090 Uiso 1 1 calc R U . . .
C16 C 1.0284(5) 0.25226(15) 0.8487(5) 0.0807(15) Uani 1 1 d . . . . .
H16 H 1.0495 0.2317 0.8996 0.097 Uiso 1 1 calc R U . . .
C21 C 0.6413(4) 0.45334(14) 0.1518(4) 0.0641(12) Uani 1 1 d . . . . .
H21A H 0.6312 0.4291 0.1087 0.077 Uiso 1 1 calc R U . . .
H21B H 0.6329 0.4737 0.0902 0.077 Uiso 1 1 calc R U . . .
C20 C 0.8116(4) 0.49500(13) 0.2048(4) 0.0662(12) Uani 1 1 d . . . . .
H20A H 0.8827 0.4954 0.1517 0.079 Uiso 1 1 calc R U . . .
H20B H 0.7526 0.5123 0.1692 0.079 Uiso 1 1 calc R U . . .
C15 C 1.0996(5) 0.28388(15) 0.8442(5) 0.0820(15) Uani 1 1 d . . . . .
H15 H 1.1695 0.2849 0.8922 0.098 Uiso 1 1 calc R U . . .
C23 C 0.8467(5) 0.42640(15) 0.1602(5) 0.0831(16) Uani 1 1 d . . . . .
H23A H 0.9227 0.4288 0.2024 0.125 Uiso 1 1 calc R U . . .
H23B H 0.8153 0.4012 0.1737 0.125 Uiso 1 1 calc R U . . .
H23C H 0.8573 0.4306 0.0713 0.125 Uiso 1 1 calc R U . . .
B1 B 0.7317(4) 0.45064(13) 0.3653(5) 0.0506(11) Uani 1 1 d . . . . .
C6 C 0.2772(4) 0.35181(17) 0.4121(5) 0.0865(16) Uani 1 1 d . . . . .
H6 H 0.2215 0.3598 0.3522 0.104 Uiso 1 1 calc R U . . .
C7 C 0.2525(5) 0.3207(2) 0.4877(6) 0.099(2) Uani 1 1 d . . . . .
H7 H 0.1801 0.3077 0.4796 0.119 Uiso 1 1 calc R U . . .
C8 C 0.3356(5) 0.30929(16) 0.5747(7) 0.0978(19) Uani 1 1 d . . . . .
H8 H 0.3197 0.2882 0.6254 0.117 Uiso 1 1 calc R U . . .
H10 H 0.918(3) 0.4278(10) 0.498(4) 0.048(10) Uiso 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 C22 1.320(6) . ?
O2 B1 1.484(5) . ?
O1 C19 1.319(5) . ?
O1 B1 1.464(5) . ?
N1 C21 1.477(5) . ?
N1 C23 1.490(5) . ?
N1 C20 1.506(5) . ?
N1 B1 1.665(6) . ?
O4 C22 1.202(5) . ?
O3 C19 1.204(5) . ?
C1 C10 1.344(5) . ?
C1 C2 1.509(5) . ?
C1 B1 1.584(6) . ?
C22 C21 1.485(7) . ?
C19 C20 1.476(6) . ?
C3 C4 1.510(5) . ?
C3 C2 1.524(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C10 C11 1.425(6) . ?
C10 H10 0.95(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C12 C11 1.195(6) . ?
C12 C13 1.437(6) . ?
C4 C9 1.375(6) . ?
C4 C5 1.387(7) . ?
C13 C14 1.379(6) . ?
C13 C18 1.391(6) . ?
C14 C15 1.375(6) . ?
C14 H14 0.9300 . ?
C18 C17 1.376(7) . ?
C18 H18 0.9300 . ?
C17 C16 1.363(7) . ?
C17 H17 0.9300 . ?
C5 C6 1.378(6) . ?
C5 H5 0.9300 . ?
C9 C8 1.378(7) . ?
C9 H9 0.9300 . ?
C16 C15 1.362(7) . ?
C16 H16 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C15 H15 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C6 C7 1.378(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.364(8) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?

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
C22 O2 B1 114.9(3) . . ?
C19 O1 B1 114.6(4) . . ?
C21 N1 C23 113.0(3) . . ?
C21 N1 C20 110.8(3) . . ?
C23 N1 C20 111.6(3) . . ?
C21 N1 B1 103.8(3) . . ?
C23 N1 B1 114.8(3) . . ?
C20 N1 B1 102.1(3) . . ?
C10 C1 C2 120.6(4) . . ?
C10 C1 B1 120.0(3) . . ?
C2 C1 B1 119.2(3) . . ?
O4 C22 O2 124.2(4) . . ?
O4 C22 C21 125.1(5) . . ?
O2 C22 C21 110.7(4) . . ?
O3 C19 O1 124.1(4) . . ?
O3 C19 C20 124.5(4) . . ?
O1 C19 C20 111.4(4) . . ?
C4 C3 C2 114.2(3) . . ?
C4 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C1 C10 C11 125.9(4) . . ?
C1 C10 H10 117(2) . . ?
C11 C10 H10 117(2) . . ?
C1 C2 C3 110.1(3) . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.2 . . ?
C11 C12 C13 178.8(5) . . ?
C12 C11 C10 177.5(5) . . ?
C9 C4 C5 117.8(4) . . ?
C9 C4 C3 121.6(4) . . ?
C5 C4 C3 120.5(4) . . ?
C14 C13 C18 117.9(4) . . ?
C14 C13 C12 121.1(4) . . ?
C18 C13 C12 121.0(4) . . ?
C15 C14 C13 121.1(4) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C17 C18 C13 120.2(5) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C16 C17 C18 120.9(5) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C6 C5 C4 121.2(5) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C4 C9 C8 121.0(5) . . ?
C4 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C15 C16 C17 119.6(5) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
N1 C21 C22 107.9(4) . . ?
N1 C21 H21A 110.1 . . ?
C22 C21 H21A 110.1 . . ?
N1 C21 H21B 110.1 . . ?
C22 C21 H21B 110.1 . . ?
H21A C21 H21B 108.4 . . ?
C19 C20 N1 107.5(3) . . ?
C19 C20 H20A 110.2 . . ?
N1 C20 H20A 110.2 . . ?
C19 C20 H20B 110.2 . . ?
N1 C20 H20B 110.2 . . ?
H20A C20 H20B 108.5 . . ?
C16 C15 C14 120.4(5) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
N1 C23 H23A 109.5 . . ?
N1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O1 B1 O2 110.6(3) . . ?
O1 B1 C1 114.2(4) . . ?
O2 B1 C1 112.3(3) . . ?
O1 B1 N1 101.9(3) . . ?
O2 B1 N1 100.0(3) . . ?
C1 B1 N1 116.5(3) . . ?
C7 C6 C5 119.9(5) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C8 C7 C6 119.3(5) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 120.8(5) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?

_refine_diff_density_max         0.196
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2298321'
loop_
_audit_author_name
_audit_author_address
'Samir Manna'
;IIT kharagpur
India
;
_audit_update_record             
;
2023-09-29 deposited with the CCDC.	2024-02-27 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         ?
_chemical_formula_sum            'C16 H15 B I N O6'
_chemical_formula_weight         455.00

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'
I I -0.4742 1.8119 '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'
N N 0.0061 0.0033 '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                   19.623(4)
_cell_length_b                   6.695(2)
_cell_length_c                   13.524(3)
_cell_angle_alpha                89.84(3)
_cell_angle_beta                 74.91(3)
_cell_angle_gamma                89.96(3)
_cell_volume                     1715.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4703
_cell_measurement_theta_min      3.226
_cell_measurement_theta_max      30.598

_exptl_crystal_description       niddle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   0.761
_exptl_transmission_factor_max   0.836
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    1.899
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18325
_diffrn_reflns_av_unetI/netI     0.1115
_diffrn_reflns_av_R_equivalents  0.0992
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.226
_diffrn_reflns_theta_max         30.598
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measured_fraction_theta_full 0.950
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_Laue_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_point_group_measured_fraction_full 0.950
_reflns_number_total             4703
_reflns_number_gt                2169
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 ( Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0366P)²+0.3110P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4703
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1613
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1078
_refine_ls_wR_factor_gt          0.0847
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_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
I1 I 0.06097(2) 0.05484(6) 0.69197(3) 0.06311(16) Uani 1 1 d . . . . .
O2 O 0.35898(14) -0.1641(4) 0.4346(2) 0.0390(8) Uani 1 1 d . . . . .
O1 O 0.40760(14) 0.0434(4) 0.5478(2) 0.0398(7) Uani 1 1 d . . . . .
O5 O 0.27375(13) 0.2368(4) 0.6164(2) 0.0409(8) Uani 1 1 d . . . . .
O3 O 0.41197(16) -0.2897(5) 0.2821(3) 0.0542(9) Uani 1 1 d . . . . .
O4 O 0.47831(17) 0.2746(5) 0.5830(3) 0.0569(10) Uani 1 1 d . . . . .
N1 N 0.38587(16) 0.1812(5) 0.3977(3) 0.0340(9) Uani 1 1 d . . . . .
C3 C 0.1676(2) 0.1100(6) 0.6420(4) 0.0421(12) Uani 1 1 d . . . . .
O6 O 0.1668(2) 0.9440(6) 0.9156(4) 0.0871(14) Uani 1 1 d . . . . .
C4 C 0.2050(2) 0.2613(6) 0.6703(4) 0.0400(12) Uani 1 1 d . . . . .
C1 C 0.2787(2) 0.0707(6) 0.5550(4) 0.0396(11) Uani 1 1 d . . . . .
C15 C 0.4412(2) 0.2147(7) 0.5321(4) 0.0425(13) Uani 1 1 d . . . . .
C12 C 0.4008(2) -0.1538(7) 0.3412(4) 0.0411(12) Uani 1 1 d . . . . .
C2 C 0.2145(2) -0.0075(6) 0.5694(4) 0.0389(12) Uani 1 1 d . . . . .
H2 H 0.2029 -0.1200 0.5371 0.047 Uiso 1 1 calc R U . . .
C5 C 0.1915(2) 0.4341(6) 0.7353(4) 0.0417(12) Uani 1 1 d . . . . .
C13 C 0.4312(2) 0.0507(7) 0.3200(4) 0.0463(12) Uani 1 1 d . . . . .
H13A H 0.4794 0.0532 0.3258 0.056 Uiso 1 1 calc R U . . .
H13B H 0.4308 0.0938 0.2516 0.056 Uiso 1 1 calc R U . . .
C10 C 0.2413(3) 0.5884(6) 0.7204(4) 0.0523(14) Uani 1 1 d . . . . .
H10 H 0.2823 0.5787 0.6675 0.063 Uiso 1 1 calc R U . . .
C14 C 0.4270(2) 0.3239(6) 0.4432(4) 0.0452(12) Uani 1 1 d . . . . .
H14A H 0.3999 0.4443 0.4656 0.054 Uiso 1 1 calc R U . . .
H14B H 0.4707 0.3599 0.3939 0.054 Uiso 1 1 calc R U . . .
C16 C 0.3324(2) 0.2820(7) 0.3559(4) 0.0518(14) Uani 1 1 d . . . . .
H16A H 0.3035 0.3661 0.4076 0.078 Uiso 1 1 calc R U . . .
H16B H 0.3555 0.3619 0.2978 0.078 Uiso 1 1 calc R U . . .
H16C H 0.3033 0.1836 0.3352 0.078 Uiso 1 1 calc R U . . .
C6 C 0.1313(3) 0.4558(8) 0.8153(4) 0.0565(14) Uani 1 1 d . . . . .
H6 H 0.0971 0.3561 0.8284 0.068 Uiso 1 1 calc R U . . .
C9 C 0.2310(3) 0.7513(7) 0.7816(5) 0.0585(15) Uani 1 1 d . . . . .
H9 H 0.2652 0.8509 0.7708 0.070 Uiso 1 1 calc R U . . .
C8 C 0.1712(3) 0.7707(7) 0.8587(5) 0.0602(16) Uani 1 1 d . . . . .
C7 C 0.1218(3) 0.6272(8) 0.8763(4) 0.0591(15) Uani 1 1 d . . . . .
H7 H 0.0810 0.6417 0.9293 0.071 Uiso 1 1 calc R U . . .
B1 B 0.3546(3) 0.0212(7) 0.4895(4) 0.0357(13) Uani 1 1 d . . . . .
C11 C 0.1039(4) 0.9791(10) 0.9910(6) 0.103(3) Uani 1 1 d . . . . .
H11A H 0.1074 1.1031 1.0248 0.155 Uiso 1 1 calc R U . . .
H11B H 0.0653 0.9860 0.9596 0.155 Uiso 1 1 calc R U . . .
H11C H 0.0958 0.8722 1.0401 0.155 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C3 2.059(4) . ?
O2 C12 1.316(5) . ?
O2 B1 1.439(6) . ?
O1 C15 1.312(5) . ?
O1 B1 1.469(6) . ?
O5 C4 1.367(5) . ?
O5 C1 1.378(5) . ?
O3 C12 1.195(5) . ?
O4 C15 1.194(6) . ?
N1 C13 1.474(5) . ?
N1 C16 1.477(5) . ?
N1 C14 1.484(5) . ?
N1 B1 1.631(6) . ?
C3 C4 1.363(6) . ?
C3 C2 1.401(6) . ?
O6 C8 1.384(6) . ?
O6 C11 1.401(8) . ?
C4 C5 1.437(6) . ?
C1 C2 1.331(6) . ?
C1 B1 1.557(6) . ?
C15 C14 1.493(7) . ?
C12 C13 1.491(6) . ?
C2 H2 0.9300 . ?
C5 C6 1.387(6) . ?
C5 C10 1.400(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C10 C9 1.354(7) . ?
C10 H10 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C6 C7 1.399(7) . ?
C6 H6 0.9300 . ?
C9 C8 1.358(7) . ?
C9 H9 0.9300 . ?
C8 C7 1.342(7) . ?
C7 H7 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O2 B1 113.0(3) . . ?
C15 O1 B1 113.6(4) . . ?
C4 O5 C1 108.9(3) . . ?
C13 N1 C16 110.8(4) . . ?
C13 N1 C14 112.7(3) . . ?
C16 N1 C14 112.4(3) . . ?
C13 N1 B1 101.0(3) . . ?
C16 N1 B1 115.1(3) . . ?
C14 N1 B1 104.2(4) . . ?
C4 C3 C2 108.3(4) . . ?
C4 C3 I1 128.0(3) . . ?
C2 C3 I1 123.7(3) . . ?
C8 O6 C11 117.5(5) . . ?
C3 C4 O5 106.8(4) . . ?
C3 C4 C5 138.2(4) . . ?
O5 C4 C5 115.0(4) . . ?
C2 C1 O5 108.3(4) . . ?
C2 C1 B1 136.7(4) . . ?
O5 C1 B1 115.0(4) . . ?
O4 C15 O1 123.9(5) . . ?
O4 C15 C14 124.7(4) . . ?
O1 C15 C14 111.4(4) . . ?
O3 C12 O2 124.3(4) . . ?
O3 C12 C13 125.3(5) . . ?
O2 C12 C13 110.4(4) . . ?
C1 C2 C3 107.8(4) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
C6 C5 C10 117.1(4) . . ?
C6 C5 C4 123.1(4) . . ?
C10 C5 C4 119.8(4) . . ?
N1 C13 C12 105.8(3) . . ?
N1 C13 H13A 110.6 . . ?
C12 C13 H13A 110.6 . . ?
N1 C13 H13B 110.6 . . ?
C12 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
C9 C10 C5 121.4(5) . . ?
C9 C10 H10 119.3 . . ?
C5 C10 H10 119.3 . . ?
N1 C14 C15 104.8(3) . . ?
N1 C14 H14A 110.8 . . ?
C15 C14 H14A 110.8 . . ?
N1 C14 H14B 110.8 . . ?
C15 C14 H14B 110.8 . . ?
H14A C14 H14B 108.9 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C5 C6 C7 120.2(5) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C10 C9 C8 120.6(5) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C7 C8 C9 120.5(5) . . ?
C7 C8 O6 124.4(5) . . ?
C9 C8 O6 115.1(5) . . ?
C8 C7 C6 120.3(5) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
O2 B1 O1 114.2(4) . . ?
O2 B1 C1 113.5(4) . . ?
O1 B1 C1 112.2(4) . . ?
O2 B1 N1 102.3(4) . . ?
O1 B1 N1 99.3(3) . . ?
C1 B1 N1 114.1(4) . . ?
O6 C11 H11A 109.5 . . ?
O6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_refine_diff_density_max         0.656
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.088

####################################################################### 
# 
# 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_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2298322'
loop_
_audit_author_name
_audit_author_address
'Samir Manna'
;IIT kharagpur
India
;
_audit_update_record             
;
2023-09-29 deposited with the CCDC.	2024-02-27 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         ?
_chemical_formula_sum            'C25 H42 B3 N O8'
_chemical_formula_weight         517.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.492(5)
_cell_length_b                   16.205(6)
_cell_length_c                   27.144(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5935(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    19938
_cell_measurement_theta_min      2.103
_cell_measurement_theta_max      41.364

_exptl_crystal_description       niddle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_F_000             2224
_exptl_transmission_factor_min   0.761
_exptl_transmission_factor_max   0.936
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            164361
_diffrn_reflns_av_unetI/netI     0.1730
_diffrn_reflns_av_R_equivalents  0.2157
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         2.103
_diffrn_reflns_theta_max         41.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             19938
_reflns_number_gt                4625
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 ( Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.003(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         19938
_refine_ls_number_parameters     323
_refine_ls_number_restraints     313
_refine_ls_R_factor_all          0.3775
_refine_ls_R_factor_gt           0.1592
_refine_ls_wR_factor_ref         0.5469
_refine_ls_wR_factor_gt          0.4519
_refine_ls_goodness_of_fit_ref   1.228
_refine_ls_restrained_S_all      1.257
_refine_ls_shift/su_max          0.128
_refine_ls_shift/su_mean         0.017

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
O5 O 0.24188(14) 0.62230(13) 0.54155(8) 0.0540(6) Uani 1 1 d . U . . .
O6 O 0.13582(14) 0.72792(16) 0.57522(8) 0.0608(7) Uani 1 1 d . U . . .
O1 O 0.43695(19) 0.88008(14) 0.66390(8) 0.0662(7) Uani 1 1 d . U . . .
O2 O 0.53911(18) 0.88431(14) 0.59837(9) 0.0663(7) Uani 1 1 d . U . . .
O8 O -0.02267(17) 0.7463(2) 0.55648(11) 0.0848(9) Uani 1 1 d . U . . .
N1 N 0.20909(16) 0.74309(15) 0.49361(8) 0.0453(6) Uani 1 1 d . U . . .
O7 O 0.2697(2) 0.53238(19) 0.48057(13) 0.0970(10) Uani 1 1 d . U . . .
C7 C 0.4812(2) 0.74072(18) 0.62459(10) 0.0447(6) Uani 1 1 d . U . . .
C19 C 0.3982(2) 0.7091(2) 0.59412(11) 0.0481(7) Uani 1 1 d . U . . .
C20 C 0.3217(2) 0.7517(2) 0.57799(11) 0.0489(7) Uani 1 1 d . U . . .
C24 C 0.0617(2) 0.7394(2) 0.54428(13) 0.0570(8) Uani 1 1 d . U . . .
C21 C 0.2553(2) 0.6026(2) 0.49468(13) 0.0615(8) Uani 1 1 d . U . . .
B1 B 0.48872(19) 0.8364(2) 0.63059(10) 0.0387(6) Uani 1 1 d . U . . .
C23 C 0.0973(2) 0.7420(2) 0.49154(12) 0.0560(8) Uani 1 1 d . U . . .
H23A H 0.0742 0.6939 0.4737 0.067 Uiso 1 1 calc R U . . .
H23B H 0.0727 0.7911 0.4751 0.067 Uiso 1 1 calc R U . . .
C2 C 0.4472(2) 0.9673(2) 0.65438(11) 0.0538(7) Uani 1 1 d . U . . .
O3 O 0.6504(3) 0.7934(2) 0.69023(16) 0.1313(17) Uani 1 1 d . U . . .
C1 C 0.5278(2) 0.9714(2) 0.61344(11) 0.0540(7) Uani 1 1 d . U . . .
C22 C 0.2528(2) 0.6771(2) 0.46270(12) 0.0553(7) Uani 1 1 d . U . . .
H22A H 0.3191 0.6921 0.4522 0.066 Uiso 1 1 calc R U . . .
H22B H 0.2124 0.6674 0.4337 0.066 Uiso 1 1 calc R U . . .
C8 C 0.5456 0.6878 0.6459 0.0812(13) Uani 1 1 d . U . . .
C25 C 0.2474(3) 0.8276(2) 0.48148(14) 0.0661(9) Uani 1 1 d . U . . .
H25A H 0.2164 0.8675 0.5026 0.099 Uiso 1 1 calc R U . . .
H25B H 0.3178 0.8291 0.4863 0.099 Uiso 1 1 calc R U . . .
H25C H 0.2323 0.8404 0.4478 0.099 Uiso 1 1 calc R U . . .
B3 B 0.2311(2) 0.7112(2) 0.55034(12) 0.0449(7) Uani 1 1 d . U . . .
B2 B 0.6301(3) 0.7186(3) 0.68095(16) 0.0627(10) Uani 1 1 d . U . . .
O4 O 0.6880(4) 0.6713(2) 0.7057(2) 0.230(3) Uani 1 1 d . U . . .
C4 C 0.4753(4) 1.0082(4) 0.70217(15) 0.1059(17) Uani 1 1 d . U . . .
H4A H 0.4827 1.0665 0.6970 0.159 Uiso 1 1 calc R U . . .
H4B H 0.4244 0.9986 0.7262 0.159 Uiso 1 1 calc R U . . .
H4C H 0.5368 0.9857 0.7138 0.159 Uiso 1 1 calc R U . . .
C3 C 0.3482(3) 0.9995(4) 0.6375(2) 0.1134(19) Uani 1 1 d . U . . .
H3A H 0.3532 1.0575 0.6310 0.170 Uiso 1 1 calc R U . . .
H3B H 0.3285 0.9711 0.6081 0.170 Uiso 1 1 calc R U . . .
H3C H 0.2997 0.9902 0.6628 0.170 Uiso 1 1 calc R U . . .
C6 C 0.6291(3) 0.9957(4) 0.6319(2) 0.1155(19) Uani 1 1 d . U . . .
H6A H 0.6278 1.0522 0.6425 0.173 Uiso 1 1 calc R U . . .
H6B H 0.6472 0.9609 0.6590 0.173 Uiso 1 1 calc R U . . .
H6C H 0.6766 0.9894 0.6058 0.173 Uiso 1 1 calc R U . . .
C5 C 0.5018(5) 1.0205(4) 0.56854(19) 0.133(2) Uani 1 1 d . U . . .
H5A H 0.4940 1.0775 0.5774 0.200 Uiso 1 1 calc R U . . .
H5B H 0.5537 1.0153 0.5446 0.200 Uiso 1 1 calc R U . . .
H5C H 0.4409 1.0002 0.5549 0.200 Uiso 1 1 calc R U . . .
C13 C 0.7699(7) 0.8744(4) 0.7341(4) 0.215(5) Uani 1 1 d . U . . .
H13A H 0.7217 0.9180 0.7325 0.322 Uiso 1 1 calc R U . . .
H13B H 0.8053 0.8779 0.7647 0.322 Uiso 1 1 calc R U . . .
H13C H 0.8156 0.8799 0.7072 0.322 Uiso 1 1 calc R U . . .
C15 C 0.5161 0.5855 0.6518 0.197(4) Uani 1 1 d D U . . .
H15A H 0.5394 0.5661 0.6835 0.237 Uiso 1 1 calc R U . . .
H15B H 0.4445 0.5798 0.6513 0.237 Uiso 1 1 calc R U . . .
C12 C 0.8108(5) 0.6688(5) 0.7672(3) 0.172(3) Uani 1 1 d . U . . .
H12A H 0.8312 0.6181 0.7520 0.258 Uiso 1 1 calc R U . . .
H12B H 0.8679 0.6974 0.7797 0.258 Uiso 1 1 calc R U . . .
H12C H 0.7661 0.6571 0.7938 0.258 Uiso 1 1 calc R U . . .
C11 C 0.8435(8) 0.7509(7) 0.6911(5) 0.245(5) Uani 1 1 d D U . . .
H11A H 0.8887 0.7070 0.6837 0.367 Uiso 1 1 calc R U . . .
H11B H 0.8097 0.7674 0.6616 0.367 Uiso 1 1 calc R U . . .
H11C H 0.8795 0.7970 0.7043 0.367 Uiso 1 1 calc R U . . .
C9 C 0.7190(6) 0.7937(4) 0.7308(3) 0.178(3) Uani 1 1 d D U . . .
C10 C 0.7622(6) 0.7191(4) 0.7318(3) 0.169(3) Uani 1 1 d D U . . .
C18 C 0.4341 0.4473 0.5906 0.217(5) Uani 1 1 d . U . . .
H18A H 0.4059 0.3934 0.5951 0.326 Uiso 1 1 calc R U . . .
H18B H 0.3862 0.4884 0.5996 0.326 Uiso 1 1 calc R U . . .
H18C H 0.4527 0.4545 0.5568 0.326 Uiso 1 1 calc R U . . .
C14 C 0.6681(8) 0.7698(9) 0.7830(4) 0.254(5) Uani 1 1 d D U . . .
H14A H 0.6276 0.8148 0.7941 0.381 Uiso 1 1 calc R U . . .
H14B H 0.6279 0.7215 0.7789 0.381 Uiso 1 1 calc R U . . .
H14C H 0.7189 0.7590 0.8070 0.381 Uiso 1 1 calc R U . . .
C17 C 0.5215 0.4557 0.6218 0.201(5) Uani 1 1 d D U . . .
H17A H 0.5039 0.4488 0.6562 0.242 Uiso 1 1 calc R U . . .
H17B H 0.5708 0.4146 0.6132 0.242 Uiso 1 1 calc R U . . .
C16 C 0.5577 0.5339 0.6136 0.216(4) Uiso 1 1 d D . . . .
H16A H 0.5378 0.5535 0.5813 0.259 Uiso 1 1 calc R U . . .
H16B H 0.6295 0.5341 0.6154 0.259 Uiso 1 1 calc R U . . .
H20 H 0.322(3) 0.805(3) 0.5935(17) 0.106(16) Uiso 1 1 d . . . . .
H19 H 0.412(4) 0.650(3) 0.5883(18) 0.116(17) Uiso 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
O5 C21 1.324(4) . ?
O5 B3 1.468(4) . ?
O6 C24 1.319(4) . ?
O6 B3 1.477(4) . ?
O1 B1 1.344(4) . ?
O1 C2 1.443(4) . ?
O2 B1 1.352(4) . ?
O2 C1 1.476(4) . ?
O8 C24 1.191(4) . ?
N1 C22 1.481(4) . ?
N1 C25 1.501(4) . ?
N1 C23 1.509(4) . ?
N1 B3 1.651(4) . ?
O7 C21 1.217(4) . ?
C7 C8 1.351(3) . ?
C7 C19 1.483(3) . ?
C7 B1 1.563(4) . ?
C19 C20 1.316(4) . ?
C19 H19 0.99(5) . ?
C20 B3 1.578(4) . ?
C20 H20 0.96(5) . ?
C24 C23 1.510(5) . ?
C21 C22 1.488(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C2 C3 1.504(6) . ?
C2 C4 1.505(5) . ?
C2 C1 1.557(4) . ?
O3 B2 1.267(5) . ?
O3 C9 1.439(5) . ?
C1 C5 1.498(6) . ?
C1 C6 1.507(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C8 B2 1.567(3) . ?
C8 C15 1.7119(6) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
B2 O4 1.284(5) . ?
O4 C10 1.451(5) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C13 C9 1.480(8) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C15 C16 1.4456(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C12 C10 1.419(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 C10 1.640(11) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C9 C10 1.342(9) . ?
C9 C14 1.621(11) . ?
C18 C17 1.4579(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C17 C16 1.3755(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

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
C21 O5 B3 114.0(3) . . ?
C24 O6 B3 113.2(2) . . ?
B1 O1 C2 110.2(2) . . ?
B1 O2 C1 108.5(2) . . ?
C22 N1 C25 113.4(3) . . ?
C22 N1 C23 111.6(2) . . ?
C25 N1 C23 110.3(2) . . ?
C22 N1 B3 103.4(2) . . ?
C25 N1 B3 115.3(2) . . ?
C23 N1 B3 102.2(2) . . ?
C8 C7 C19 120.3(2) . . ?
C8 C7 B1 122.9(2) . . ?
C19 C7 B1 116.8(2) . . ?
C20 C19 C7 126.6(3) . . ?
C20 C19 H19 127(3) . . ?
C7 C19 H19 106(3) . . ?
C19 C20 B3 123.2(3) . . ?
C19 C20 H20 109(3) . . ?
B3 C20 H20 126(3) . . ?
O8 C24 O6 124.1(3) . . ?
O8 C24 C23 124.4(3) . . ?
O6 C24 C23 111.5(2) . . ?
O7 C21 O5 123.4(4) . . ?
O7 C21 C22 125.4(4) . . ?
O5 C21 C22 111.2(3) . . ?
O1 B1 O2 113.2(3) . . ?
O1 B1 C7 124.0(3) . . ?
O2 B1 C7 122.3(2) . . ?
N1 C23 C24 106.4(2) . . ?
N1 C23 H23A 110.4 . . ?
C24 C23 H23A 110.5 . . ?
N1 C23 H23B 110.4 . . ?
C24 C23 H23B 110.4 . . ?
H23A C23 H23B 108.6 . . ?
O1 C2 C3 108.0(3) . . ?
O1 C2 C4 107.5(3) . . ?
C3 C2 C4 109.5(4) . . ?
O1 C2 C1 103.6(2) . . ?
C3 C2 C1 112.9(3) . . ?
C4 C2 C1 114.8(3) . . ?
B2 O3 C9 107.1(4) . . ?
O2 C1 C5 107.9(4) . . ?
O2 C1 C6 104.4(3) . . ?
C5 C1 C6 110.1(4) . . ?
O2 C1 C2 103.3(2) . . ?
C5 C1 C2 116.1(3) . . ?
C6 C1 C2 114.0(3) . . ?
N1 C22 C21 105.3(3) . . ?
N1 C22 H22A 110.7 . . ?
C21 C22 H22A 110.7 . . ?
N1 C22 H22B 110.7 . . ?
C21 C22 H22B 110.7 . . ?
H22A C22 H22B 108.8 . . ?
C7 C8 B2 121.72(19) . . ?
C7 C8 C15 120.32(12) . . ?
B2 C8 C15 114.91(16) . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O5 B3 O6 109.9(2) . . ?
O5 B3 C20 114.1(2) . . ?
O6 B3 C20 112.4(3) . . ?
O5 B3 N1 100.0(2) . . ?
O6 B3 N1 102.3(2) . . ?
C20 B3 N1 116.9(2) . . ?
O3 B2 O4 109.6(3) . . ?
O3 B2 C8 125.6(3) . . ?
O4 B2 C8 124.7(3) . . ?
B2 O4 C10 110.9(4) . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C5 H5A 109.5 . . ?
C1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C16 C15 C8 113.773(17) . . ?
C16 C15 H15A 108.8 . . ?
C8 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C8 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.4 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C9 O3 106.9(5) . . ?
C10 C9 C13 126.4(7) . . ?
O3 C9 C13 110.3(5) . . ?
C10 C9 C14 87.2(8) . . ?
O3 C9 C14 113.3(7) . . ?
C13 C9 C14 110.8(8) . . ?
C9 C10 C12 137.0(8) . . ?
C9 C10 O4 99.9(4) . . ?
C12 C10 O4 110.1(5) . . ?
C9 C10 C11 89.6(7) . . ?
C12 C10 C11 109.1(8) . . ?
O4 C10 C11 107.4(7) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C17 C18 106.230(10) . . ?
C16 C17 H17A 110.5 . . ?
C18 C17 H17A 110.5 . . ?
C16 C17 H17B 110.5 . . ?
C18 C17 H17B 110.5 . . ?
H17A C17 H17B 108.7 . . ?
C17 C16 C15 106.20(2) . . ?
C17 C16 H16A 110.5 . . ?
C15 C16 H16A 110.5 . . ?
C17 C16 H16B 110.5 . . ?
C15 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?

_refine_diff_density_max         1.692
_refine_diff_density_min         -0.799
_refine_diff_density_rms         0.093

