# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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 2081272'
loop_
_audit_author_name
_audit_author_address
'Piyush Kumar Verma'
;Indian Institute of Science, Bangalore
India
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-07-14 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         'C32 H32 B2 N2 O4'
_chemical_formula_sum            'C32 H32 B2 N2 O4'

_chemical_formula_weight         530.21

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'
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.8055(2)
_cell_length_b                   15.3364(2)
_cell_length_c                   22.2271(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.0730(10)
_cell_angle_gamma                90
_cell_volume                     4252.05(11)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8995
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      30.5

_exptl_crystal_description       cube
_exptl_crystal_colour            white
_exptl_crystal_density_meas      1.24
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_F_000             1680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   ?
_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                   'fine focus sealed tube'
_diffrn_measurement_device_type  APEX-II
_diffrn_measurement_method       OMEGA
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            94760
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.881
_diffrn_reflns_theta_max         30.532
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12995
_reflns_number_gt                8995
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0614P)²+0.9306P] 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         12995
_refine_ls_number_parameters     550
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1325
_refine_ls_wR_factor_gt          0.1131
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.28819(7) 0.12841(6) 0.03897(4) 0.0246(2) Uani 1 1 d . . . . .
O2 O 0.18843(7) 0.00357(6) 0.04272(5) 0.0259(2) Uani 1 1 d . . . . .
O3 O 0.14867(7) 0.31833(6) 0.21778(4) 0.0239(2) Uani 1 1 d . . . . .
O4 O 0.02079(7) 0.42673(6) 0.19104(4) 0.0240(2) Uani 1 1 d . . . . .
O5 O 0.66489(7) 0.48186(6) 0.14307(4) 0.0249(2) Uani 1 1 d . . . . .
O6 O 0.53753(7) 0.59154(6) 0.12562(4) 0.0243(2) Uani 1 1 d . . . . .
N1 N 0.36444(9) -0.01308(7) 0.01729(5) 0.0225(2) Uani 1 1 d . . . . .
N2 N 0.48985(8) 0.45301(7) 0.16863(5) 0.0226(2) Uani 1 1 d . . . . .
N3 N 0.20559(8) 0.46137(7) 0.18518(5) 0.0230(2) Uani 1 1 d . . . . .
C1 C 0.05156(12) 0.23531(10) 0.07558(7) 0.0300(3) Uani 1 1 d . . . . .
H1 H 0.022813 0.289118 0.082419 0.036 Uiso 1 1 calc R U . . .
C2 C 0.15365(11) 0.23199(9) 0.06305(6) 0.0276(3) Uani 1 1 d . . . . .
H2 H 0.193992 0.282069 0.061643 0.033 Uiso 1 1 calc R U . . .
C3 C 0.19101(10) 0.15061(9) 0.05292(6) 0.0234(3) Uani 1 1 d . . . . .
C4 C 0.46000(10) 0.02333(9) 0.00637(6) 0.0233(3) Uani 1 1 d . . . . .
H4 H 0.467390 0.083660 0.008218 0.028 Uiso 1 1 calc R U . . .
C5 C 0.13152(11) 0.07576(9) 0.05508(6) 0.0243(3) Uani 1 1 d . . . . .
C6 C 0.03155(11) 0.07835(10) 0.06778(7) 0.0308(3) Uani 1 1 d . . . . .
H6 H -0.007949 0.027876 0.069444 0.037 Uiso 1 1 calc R U . . .
C7 C -0.00785(12) 0.16045(10) 0.07807(7) 0.0321(3) Uani 1 1 d . . . . .
H7 H -0.075335 0.165036 0.086778 0.039 Uiso 1 1 calc R U . . .
C8 C 0.35147(10) -0.10620(8) 0.01218(6) 0.0216(2) Uani 1 1 d . . . . .
C9 C 0.37852(11) -0.15746(9) 0.06531(6) 0.0248(3) Uani 1 1 d . . . . .
C10 C 0.36529(11) -0.24728(9) 0.05913(7) 0.0267(3) Uani 1 1 d . . . . .
H10 H 0.381675 -0.282101 0.094259 0.032 Uiso 1 1 calc R U . . .
C11 C 0.32820(11) -0.28645(9) 0.00179(7) 0.0266(3) Uani 1 1 d . . . . .
C12 C 0.31766(14) -0.38394(10) -0.00370(8) 0.0373(4) Uani 1 1 d . . . . .
H12A H 0.254338 -0.398406 -0.034375 0.056 Uiso 1 1 calc R U . . .
H12B H 0.312487 -0.408074 0.035373 0.056 Uiso 1 1 calc R U . . .
H12C H 0.379433 -0.407571 -0.015593 0.056 Uiso 1 1 calc R U . . .
C13 C 0.30247(11) -0.23320(9) -0.05014(7) 0.0282(3) Uani 1 1 d . . . . .
H13 H 0.277715 -0.258650 -0.088713 0.034 Uiso 1 1 calc R U . . .
C14 C 0.31270(10) -0.14299(9) -0.04601(6) 0.0244(3) Uani 1 1 d . . . . .
C15 C 0.28143(12) -0.08593(10) -0.10234(7) 0.0325(3) Uani 1 1 d . . . . .
H15A H 0.261946 -0.121833 -0.138529 0.049 Uiso 1 1 calc R U . . .
H15B H 0.340876 -0.049443 -0.105491 0.049 Uiso 1 1 calc R U . . .
H15C H 0.221543 -0.050146 -0.098918 0.049 Uiso 1 1 calc R U . . .
C16 C 0.42056(14) -0.11707(10) 0.12790(7) 0.0366(4) Uani 1 1 d . . . . .
H16A H 0.361842 -0.093994 0.143182 0.055 Uiso 1 1 calc R U . . .
H16B H 0.469473 -0.070875 0.124472 0.055 Uiso 1 1 calc R U . . .
H16C H 0.457166 -0.160610 0.155931 0.055 Uiso 1 1 calc R U . . .
C17 C 0.57525(12) 0.09472(10) 0.23493(7) 0.0330(3) Uani 1 1 d . . . . .
H17A H 0.547934 0.058338 0.199745 0.050 Uiso 1 1 calc R U . . .
H17B H 0.540587 0.079929 0.267602 0.050 Uiso 1 1 calc R U . . .
H17C H 0.651124 0.085858 0.248694 0.050 Uiso 1 1 calc R U . . .
C18 C 0.55350(10) 0.18868(9) 0.21733(6) 0.0253(3) Uani 1 1 d . . . . .
C19 C 0.57905(11) 0.25448(9) 0.26144(6) 0.0263(3) Uani 1 1 d . . . . .
H19 H 0.609155 0.239368 0.302191 0.032 Uiso 1 1 calc R U . . .
C20 C 0.56100(10) 0.34178(9) 0.24645(6) 0.0247(3) Uani 1 1 d . . . . .
C21 C 0.51502(10) 0.36323(9) 0.18499(6) 0.0222(3) Uani 1 1 d . . . . .
C22 C 0.38556(10) 0.48267(9) 0.16997(6) 0.0236(3) Uani 1 1 d . . . . .
H22 H 0.368080 0.540221 0.158873 0.028 Uiso 1 1 calc R U . . .
C23 C 0.31115(10) 0.43302(9) 0.18619(6) 0.0240(3) Uani 1 1 d . . . . .
H23 H 0.329676 0.376228 0.198954 0.029 Uiso 1 1 calc R U . . .
C24 C 0.17639(10) 0.54883(9) 0.16476(6) 0.0223(3) Uani 1 1 d . . . . .
C25 C 0.18549(10) 0.61579(9) 0.20835(6) 0.0252(3) Uani 1 1 d . . . . .
C26 C 0.15835(11) 0.69998(9) 0.18679(7) 0.0283(3) Uani 1 1 d . . . . .
H26 H 0.163881 0.745246 0.215180 0.034 Uiso 1 1 calc R U . . .
C27 C 0.12323(11) 0.71857(9) 0.12418(7) 0.0279(3) Uani 1 1 d . . . . .
C28 C 0.09574(13) 0.81001(10) 0.10174(8) 0.0382(4) Uani 1 1 d . . . . .
H28A H 0.105108 0.848757 0.136475 0.057 Uiso 1 1 calc R U . . .
H28B H 0.022524 0.812078 0.078958 0.057 Uiso 1 1 calc R U . . .
H28C H 0.142012 0.827592 0.075464 0.057 Uiso 1 1 calc R U . . .
C29 C -0.15878(11) 0.25664(10) 0.22737(7) 0.0304(3) Uani 1 1 d . . . . .
H29 H -0.229242 0.245049 0.229270 0.037 Uiso 1 1 calc R U . . .
C30 C -0.13222(11) 0.33947(10) 0.20941(6) 0.0277(3) Uani 1 1 d . . . . .
H30 H -0.182872 0.383683 0.199371 0.033 Uiso 1 1 calc R U . . .
C31 C -0.02686(10) 0.35169(9) 0.20748(6) 0.0222(3) Uani 1 1 d . . . . .
C32 C 0.04959(10) 0.28677(9) 0.22319(6) 0.0227(3) Uani 1 1 d . . . . .
C33 C 0.02440(11) 0.20515(9) 0.24089(6) 0.0275(3) Uani 1 1 d . . . . .
H33 H 0.075738 0.161504 0.251291 0.033 Uiso 1 1 calc R U . . .
C34 C -0.08272(12) 0.19144(10) 0.24238(7) 0.0300(3) Uani 1 1 d . . . . .
H34 H -0.103545 0.136936 0.253788 0.036 Uiso 1 1 calc R U . . .
C35 C 0.14013(10) 0.56463(9) 0.10160(6) 0.0240(3) Uani 1 1 d . . . . .
C36 C 0.12905(12) 0.49086(9) 0.05600(7) 0.0293(3) Uani 1 1 d . . . . .
H36A H 0.107712 0.513555 0.014792 0.044 Uiso 1 1 calc R U . . .
H36B H 0.075815 0.450596 0.063237 0.044 Uiso 1 1 calc R U . . .
H36C H 0.196565 0.461350 0.060875 0.044 Uiso 1 1 calc R U . . .
C37 C 0.11476(11) 0.64993(9) 0.08237(7) 0.0264(3) Uani 1 1 d . . . . .
H37 H 0.091467 0.661405 0.040382 0.032 Uiso 1 1 calc R U . . .
C38 C 0.22231(12) 0.59771(11) 0.27646(7) 0.0331(3) Uani 1 1 d . . . . .
H38A H 0.238919 0.651741 0.298334 0.050 Uiso 1 1 calc R U . . .
H38B H 0.285100 0.561541 0.283630 0.050 Uiso 1 1 calc R U . . .
H38C H 0.166378 0.568315 0.290823 0.050 Uiso 1 1 calc R U . . .
C39 C 0.70567(10) 0.55483(9) 0.11922(6) 0.0234(3) Uani 1 1 d . . . . .
C40 C 0.80514(11) 0.56511(10) 0.10604(6) 0.0270(3) Uani 1 1 d . . . . .
H40 H 0.855658 0.520510 0.112293 0.032 Uiso 1 1 calc R U . . .
C41 C 0.82557(11) 0.64614(10) 0.08283(6) 0.0285(3) Uani 1 1 d . . . . .
H41 H 0.891410 0.655852 0.072958 0.034 Uiso 1 1 calc R U . . .
C42 C 0.75043(11) 0.71266(10) 0.07407(6) 0.0283(3) Uani 1 1 d . . . . .
H42 H 0.767273 0.766082 0.058861 0.034 Uiso 1 1 calc R U . . .
C43 C 0.64995(11) 0.70127(9) 0.08755(6) 0.0270(3) Uani 1 1 d . . . . .
H43 H 0.599312 0.745754 0.081971 0.032 Uiso 1 1 calc R U . . .
C44 C 0.63012(10) 0.62065(9) 0.10954(6) 0.0236(3) Uani 1 1 d . . . . .
C45 C 0.50854(10) 0.21239(9) 0.15656(6) 0.0249(3) Uani 1 1 d . . . . .
H45 H 0.491573 0.169167 0.126592 0.030 Uiso 1 1 calc R U . . .
C46 C 0.48831(10) 0.29918(9) 0.13949(6) 0.0232(3) Uani 1 1 d . . . . .
C47 C 0.43957(12) 0.32269(10) 0.07329(6) 0.0291(3) Uani 1 1 d . . . . .
H47A H 0.492715 0.350243 0.055433 0.044 Uiso 1 1 calc R U . . .
H47B H 0.380701 0.362013 0.071770 0.044 Uiso 1 1 calc R U . . .
H47C H 0.414215 0.270783 0.050479 0.044 Uiso 1 1 calc R U . . .
C48 C 0.59188(13) 0.41207(11) 0.29471(7) 0.0348(3) Uani 1 1 d . . . . .
H48A H 0.616031 0.385684 0.334599 0.052 Uiso 1 1 calc R U . . .
H48B H 0.530813 0.448309 0.294854 0.052 Uiso 1 1 calc R U . . .
H48C H 0.648440 0.446927 0.285362 0.052 Uiso 1 1 calc R U . . .
B1 B 0.28371(12) 0.03811(10) 0.03271(7) 0.0226(3) Uani 1 1 d . . . . .
B2 B 0.12827(12) 0.40400(10) 0.19796(7) 0.0223(3) Uani 1 1 d . . . . .
B3 B 0.56126(12) 0.50665(10) 0.14643(7) 0.0225(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.3911(15) . ?
O1 B1 1.3917(18) . ?
O2 C5 1.3866(16) . ?
O2 B1 1.3933(17) . ?
O3 C32 1.3882(15) . ?
O3 B2 1.3916(18) . ?
O4 C31 1.3897(15) . ?
O4 B2 1.3942(17) . ?
O5 C39 1.3897(16) . ?
O5 B3 1.3986(17) . ?
O6 C44 1.3874(15) . ?
O6 B3 1.3920(18) . ?
N1 B1 1.4011(18) . ?
N1 C4 1.4150(16) . ?
N1 C8 1.4393(17) . ?
N2 B3 1.4002(18) . ?
N2 C22 1.4174(16) . ?
N2 C21 1.4419(17) . ?
N3 B2 1.4009(18) . ?
N3 C23 1.4153(16) . ?
N3 C24 1.4381(17) . ?
C1 C7 1.385(2) . ?
C1 C2 1.3978(19) . ?
C1 H1 0.9300 . ?
C2 C3 1.3733(19) . ?
C2 H2 0.9300 . ?
C3 C5 1.3846(19) . ?
C4 C4 1.332(3) 3_655 ?
C4 H4 0.9300 . ?
C5 C6 1.3725(19) . ?
C6 C7 1.394(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C14 1.3953(18) . ?
C8 C9 1.3954(18) . ?
C9 C10 1.3909(19) . ?
C9 C16 1.5068(19) . ?
C10 C11 1.392(2) . ?
C10 H10 0.9300 . ?
C11 C13 1.391(2) . ?
C11 C12 1.504(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.391(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.5056(19) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.503(2) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C45 1.3916(19) . ?
C18 C19 1.393(2) . ?
C19 C20 1.386(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.3990(18) . ?
C20 C48 1.509(2) . ?
C21 C46 1.3958(19) . ?
C22 C23 1.3317(18) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C35 1.3967(19) . ?
C24 C25 1.3984(19) . ?
C25 C26 1.394(2) . ?
C25 C38 1.506(2) . ?
C26 C27 1.392(2) . ?
C26 H26 0.9300 . ?
C27 C37 1.392(2) . ?
C27 C28 1.503(2) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C34 1.383(2) . ?
C29 C30 1.396(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.3724(18) . ?
C30 H30 0.9300 . ?
C31 C32 1.3845(18) . ?
C32 C33 1.3724(19) . ?
C33 C34 1.3955(19) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C37 1.3917(19) . ?
C35 C36 1.5040(19) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37 0.9300 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.3791(18) . ?
C39 C44 1.3810(19) . ?
C40 C41 1.393(2) . ?
C40 H40 0.9300 . ?
C41 C42 1.386(2) . ?
C41 H41 0.9300 . ?
C42 C43 1.3965(19) . ?
C42 H42 0.9300 . ?
C43 C44 1.3741(19) . ?
C43 H43 0.9300 . ?
C45 C46 1.3922(19) . ?
C45 H45 0.9300 . ?
C46 C47 1.5063(18) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 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
C3 O1 B1 104.31(10) . . ?
C5 O2 B1 104.27(10) . . ?
C32 O3 B2 104.28(10) . . ?
C31 O4 B2 104.18(10) . . ?
C39 O5 B3 104.15(10) . . ?
C44 O6 B3 104.57(10) . . ?
B1 N1 C4 122.37(11) . . ?
B1 N1 C8 119.80(11) . . ?
C4 N1 C8 117.83(10) . . ?
B3 N2 C22 120.82(11) . . ?
B3 N2 C21 121.56(11) . . ?
C22 N2 C21 117.33(11) . . ?
B2 N3 C23 121.34(11) . . ?
B2 N3 C24 120.30(11) . . ?
C23 N3 C24 118.08(10) . . ?
C7 C1 C2 121.64(13) . . ?
C7 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 116.23(13) . . ?
C3 C2 H2 121.9 . . ?
C1 C2 H2 121.9 . . ?
C2 C3 C5 122.21(12) . . ?
C2 C3 O1 128.42(12) . . ?
C5 C3 O1 109.37(11) . . ?
C4 C4 N1 124.13(16) 3_655 . ?
C4 C4 H4 117.9 3_655 . ?
N1 C4 H4 117.9 . . ?
C6 C5 C3 121.95(13) . . ?
C6 C5 O2 128.35(13) . . ?
C3 C5 O2 109.71(11) . . ?
C5 C6 C7 116.67(13) . . ?
C5 C6 H6 121.7 . . ?
C7 C6 H6 121.7 . . ?
C1 C7 C6 121.30(13) . . ?
C1 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C14 C8 C9 121.66(12) . . ?
C14 C8 N1 119.00(12) . . ?
C9 C8 N1 119.35(12) . . ?
C10 C9 C8 118.23(12) . . ?
C10 C9 C16 120.56(13) . . ?
C8 C9 C16 121.22(12) . . ?
C9 C10 C11 121.78(13) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C13 C11 C10 118.30(13) . . ?
C13 C11 C12 121.08(13) . . ?
C10 C11 C12 120.61(13) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 121.87(13) . . ?
C14 C13 H13 119.1 . . ?
C11 C13 H13 119.1 . . ?
C13 C14 C8 118.15(13) . . ?
C13 C14 C15 121.32(13) . . ?
C8 C14 C15 120.52(12) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C45 C18 C19 118.26(13) . . ?
C45 C18 C17 121.00(13) . . ?
C19 C18 C17 120.74(13) . . ?
C20 C19 C18 122.04(13) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 C21 118.17(12) . . ?
C19 C20 C48 121.10(12) . . ?
C21 C20 C48 120.72(13) . . ?
C46 C21 C20 121.48(12) . . ?
C46 C21 N2 119.02(11) . . ?
C20 C21 N2 119.44(12) . . ?
C23 C22 N2 123.88(13) . . ?
C23 C22 H22 118.1 . . ?
N2 C22 H22 118.1 . . ?
C22 C23 N3 124.01(13) . . ?
C22 C23 H23 118.0 . . ?
N3 C23 H23 118.0 . . ?
C35 C24 C25 121.71(12) . . ?
C35 C24 N3 118.85(12) . . ?
C25 C24 N3 119.43(12) . . ?
C26 C25 C24 117.84(13) . . ?
C26 C25 C38 120.88(13) . . ?
C24 C25 C38 121.28(13) . . ?
C27 C26 C25 122.18(13) . . ?
C27 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C26 C27 C37 118.12(13) . . ?
C26 C27 C28 121.42(14) . . ?
C37 C27 C28 120.46(14) . . ?
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 . . ?
C34 C29 C30 121.53(13) . . ?
C34 C29 H29 119.2 . . ?
C30 C29 H29 119.2 . . ?
C31 C30 C29 115.97(13) . . ?
C31 C30 H30 122.0 . . ?
C29 C30 H30 122.0 . . ?
C30 C31 C32 122.55(13) . . ?
C30 C31 O4 127.92(12) . . ?
C32 C31 O4 109.53(11) . . ?
C33 C32 C31 121.98(12) . . ?
C33 C32 O3 128.42(12) . . ?
C31 C32 O3 109.60(11) . . ?
C32 C33 C34 116.12(13) . . ?
C32 C33 H33 121.9 . . ?
C34 C33 H33 121.9 . . ?
C29 C34 C33 121.85(13) . . ?
C29 C34 H34 119.1 . . ?
C33 C34 H34 119.1 . . ?
C37 C35 C24 118.24(13) . . ?
C37 C35 C36 121.35(13) . . ?
C24 C35 C36 120.41(12) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 C27 121.89(13) . . ?
C35 C37 H37 119.1 . . ?
C27 C37 H37 119.1 . . ?
C25 C38 H38A 109.5 . . ?
C25 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C25 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C39 C44 122.11(13) . . ?
C40 C39 O5 128.16(12) . . ?
C44 C39 O5 109.73(11) . . ?
C39 C40 C41 116.14(13) . . ?
C39 C40 H40 121.9 . . ?
C41 C40 H40 121.9 . . ?
C42 C41 C40 121.76(13) . . ?
C42 C41 H41 119.1 . . ?
C40 C41 H41 119.1 . . ?
C41 C42 C43 121.46(13) . . ?
C41 C42 H42 119.3 . . ?
C43 C42 H42 119.3 . . ?
C44 C43 C42 116.25(13) . . ?
C44 C43 H43 121.9 . . ?
C42 C43 H43 121.9 . . ?
C43 C44 C39 122.26(12) . . ?
C43 C44 O6 128.22(12) . . ?
C39 C44 O6 109.51(11) . . ?
C18 C45 C46 121.68(13) . . ?
C18 C45 H45 119.2 . . ?
C46 C45 H45 119.2 . . ?
C45 C46 C21 118.38(12) . . ?
C45 C46 C47 120.37(12) . . ?
C21 C46 C47 121.25(12) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C20 C48 H48A 109.5 . . ?
C20 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C20 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O1 B1 O2 112.34(12) . . ?
O1 B1 N1 124.47(12) . . ?
O2 B1 N1 123.18(12) . . ?
O3 B2 O4 112.40(11) . . ?
O3 B2 N3 124.51(12) . . ?
O4 B2 N3 123.09(12) . . ?
O6 B3 O5 112.02(11) . . ?
O6 B3 N2 123.75(12) . . ?
O5 B3 N2 124.22(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C1 C2 C3 0.5(2) . . . . ?
C1 C2 C3 C5 -0.2(2) . . . . ?
C1 C2 C3 O1 179.26(12) . . . . ?
B1 O1 C3 C2 -179.21(14) . . . . ?
B1 O1 C3 C5 0.27(14) . . . . ?
B1 N1 C4 C4 177.69(16) . . . 3_655 ?
C8 N1 C4 C4 -2.2(2) . . . 3_655 ?
C2 C3 C5 C6 -0.3(2) . . . . ?
O1 C3 C5 C6 -179.81(12) . . . . ?
C2 C3 C5 O2 179.58(12) . . . . ?
O1 C3 C5 O2 0.06(15) . . . . ?
B1 O2 C5 C6 179.50(14) . . . . ?
B1 O2 C5 C3 -0.37(14) . . . . ?
C3 C5 C6 C7 0.4(2) . . . . ?
O2 C5 C6 C7 -179.44(13) . . . . ?
C2 C1 C7 C6 -0.4(2) . . . . ?
C5 C6 C7 C1 -0.1(2) . . . . ?
B1 N1 C8 C14 96.43(15) . . . . ?
C4 N1 C8 C14 -83.65(15) . . . . ?
B1 N1 C8 C9 -83.98(16) . . . . ?
C4 N1 C8 C9 95.94(14) . . . . ?
C14 C8 C9 C10 -0.39(19) . . . . ?
N1 C8 C9 C10 -179.97(12) . . . . ?
C14 C8 C9 C16 179.85(13) . . . . ?
N1 C8 C9 C16 0.27(19) . . . . ?
C8 C9 C10 C11 1.3(2) . . . . ?
C16 C9 C10 C11 -178.99(13) . . . . ?
C9 C10 C11 C13 -1.0(2) . . . . ?
C9 C10 C11 C12 178.25(13) . . . . ?
C10 C11 C13 C14 -0.1(2) . . . . ?
C12 C11 C13 C14 -179.37(13) . . . . ?
C11 C13 C14 C8 0.9(2) . . . . ?
C11 C13 C14 C15 -178.14(13) . . . . ?
C9 C8 C14 C13 -0.67(19) . . . . ?
N1 C8 C14 C13 178.91(12) . . . . ?
C9 C8 C14 C15 178.40(13) . . . . ?
N1 C8 C14 C15 -2.01(19) . . . . ?
C45 C18 C19 C20 0.0(2) . . . . ?
C17 C18 C19 C20 179.29(13) . . . . ?
C18 C19 C20 C21 0.4(2) . . . . ?
C18 C19 C20 C48 -178.45(13) . . . . ?
C19 C20 C21 C46 -0.40(19) . . . . ?
C48 C20 C21 C46 178.46(13) . . . . ?
C19 C20 C21 N2 176.61(12) . . . . ?
C48 C20 C21 N2 -4.53(19) . . . . ?
B3 N2 C21 C46 -88.21(15) . . . . ?
C22 N2 C21 C46 85.63(15) . . . . ?
B3 N2 C21 C20 94.70(15) . . . . ?
C22 N2 C21 C20 -91.46(14) . . . . ?
B3 N2 C22 C23 174.89(13) . . . . ?
C21 N2 C22 C23 1.00(19) . . . . ?
N2 C22 C23 N3 -177.33(12) . . . . ?
B2 N3 C23 C22 174.75(13) . . . . ?
C24 N3 C23 C22 0.7(2) . . . . ?
B2 N3 C24 C35 -88.47(15) . . . . ?
C23 N3 C24 C35 85.63(15) . . . . ?
B2 N3 C24 C25 91.89(15) . . . . ?
C23 N3 C24 C25 -94.00(15) . . . . ?
C35 C24 C25 C26 -0.78(19) . . . . ?
N3 C24 C25 C26 178.85(11) . . . . ?
C35 C24 C25 C38 178.61(12) . . . . ?
N3 C24 C25 C38 -1.77(18) . . . . ?
C24 C25 C26 C27 -0.1(2) . . . . ?
C38 C25 C26 C27 -179.46(13) . . . . ?
C25 C26 C27 C37 0.4(2) . . . . ?
C25 C26 C27 C28 -179.16(13) . . . . ?
C34 C29 C30 C31 0.2(2) . . . . ?
C29 C30 C31 C32 -1.0(2) . . . . ?
C29 C30 C31 O4 179.63(13) . . . . ?
B2 O4 C31 C30 179.12(14) . . . . ?
B2 O4 C31 C32 -0.36(14) . . . . ?
C30 C31 C32 C33 1.0(2) . . . . ?
O4 C31 C32 C33 -179.47(12) . . . . ?
C30 C31 C32 O3 -179.04(12) . . . . ?
O4 C31 C32 O3 0.47(14) . . . . ?
B2 O3 C32 C33 179.57(14) . . . . ?
B2 O3 C32 C31 -0.36(14) . . . . ?
C31 C32 C33 C34 -0.2(2) . . . . ?
O3 C32 C33 C34 179.84(12) . . . . ?
C30 C29 C34 C33 0.5(2) . . . . ?
C32 C33 C34 C29 -0.5(2) . . . . ?
C25 C24 C35 C37 1.24(19) . . . . ?
N3 C24 C35 C37 -178.39(11) . . . . ?
C25 C24 C35 C36 -178.71(12) . . . . ?
N3 C24 C35 C36 1.66(18) . . . . ?
C24 C35 C37 C27 -0.9(2) . . . . ?
C36 C35 C37 C27 179.08(13) . . . . ?
C26 C27 C37 C35 0.1(2) . . . . ?
C28 C27 C37 C35 179.65(13) . . . . ?
B3 O5 C39 C40 -179.31(14) . . . . ?
B3 O5 C39 C44 0.74(14) . . . . ?
C44 C39 C40 C41 0.5(2) . . . . ?
O5 C39 C40 C41 -179.41(13) . . . . ?
C39 C40 C41 C42 0.5(2) . . . . ?
C40 C41 C42 C43 -0.6(2) . . . . ?
C41 C42 C43 C44 -0.3(2) . . . . ?
C42 C43 C44 C39 1.4(2) . . . . ?
C42 C43 C44 O6 -179.04(12) . . . . ?
C40 C39 C44 C43 -1.6(2) . . . . ?
O5 C39 C44 C43 178.37(12) . . . . ?
C40 C39 C44 O6 178.81(12) . . . . ?
O5 C39 C44 O6 -1.25(15) . . . . ?
B3 O6 C44 C43 -178.41(14) . . . . ?
B3 O6 C44 C39 1.19(14) . . . . ?
C19 C18 C45 C46 -0.5(2) . . . . ?
C17 C18 C45 C46 -179.74(13) . . . . ?
C18 C45 C46 C21 0.47(19) . . . . ?
C18 C45 C46 C47 179.99(12) . . . . ?
C20 C21 C46 C45 -0.03(19) . . . . ?
N2 C21 C46 C45 -177.05(11) . . . . ?
C20 C21 C46 C47 -179.54(12) . . . . ?
N2 C21 C46 C47 3.43(18) . . . . ?
C3 O1 B1 O2 -0.52(14) . . . . ?
C3 O1 B1 N1 178.64(13) . . . . ?
C5 O2 B1 O1 0.56(14) . . . . ?
C5 O2 B1 N1 -178.62(13) . . . . ?
C4 N1 B1 O1 -0.1(2) . . . . ?
C8 N1 B1 O1 179.86(12) . . . . ?
C4 N1 B1 O2 179.01(12) . . . . ?
C8 N1 B1 O2 -1.07(19) . . . . ?
C32 O3 B2 O4 0.14(14) . . . . ?
C32 O3 B2 N3 -178.84(13) . . . . ?
C31 O4 B2 O3 0.13(14) . . . . ?
C31 O4 B2 N3 179.13(12) . . . . ?
C23 N3 B2 O3 6.0(2) . . . . ?
C24 N3 B2 O3 179.87(12) . . . . ?
C23 N3 B2 O4 -172.92(12) . . . . ?
C24 N3 B2 O4 1.0(2) . . . . ?
C44 O6 B3 O5 -0.74(14) . . . . ?
C44 O6 B3 N2 178.68(13) . . . . ?
C39 O5 B3 O6 0.01(14) . . . . ?
C39 O5 B3 N2 -179.40(13) . . . . ?
C22 N2 B3 O6 1.3(2) . . . . ?
C21 N2 B3 O6 174.93(12) . . . . ?
C22 N2 B3 O5 -179.35(12) . . . . ?
C21 N2 B3 O5 -5.7(2) . . . . ?

_refine_diff_density_max         0.278
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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 2081274'
loop_
_audit_author_name
_audit_author_address
'Piyush Kumar Verma'
;Indian Institute of Science, Bangalore
India
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-07-14 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         'C38 H42 B2 N2 O4'
_chemical_formula_sum            'C38 H42 B2 N2 O4'

_chemical_formula_weight         612.35

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   22.8528(9)
_cell_length_b                   13.7386(5)
_cell_length_c                   12.6423(5)
_cell_angle_alpha                90
_cell_angle_beta                 118.405(2)
_cell_angle_gamma                90
_cell_volume                     3491.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296
_cell_measurement_reflns_used    3797
_cell_measurement_theta_min      1.8
_cell_measurement_theta_max      30.4

_exptl_crystal_description       cube
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      1.16
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.000
_shelx_estimated_absorpt_T_max   0.000
_exptl_absorpt_correction_type   ?
_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                   'fine focus sealed tube'
_diffrn_measurement_device_type  APEX-II
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37140
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.795
_diffrn_reflns_theta_max         30.417
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5258
_reflns_number_gt                3797
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1430P)²+2.9047P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5258
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0719
_refine_ls_wR_factor_ref         0.2106
_refine_ls_wR_factor_gt          0.1781
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_restrained_S_all      0.935
_refine_ls_shift/su_max          0.086
_refine_ls_shift/su_mean         0.008

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.43807(6) 0.33601(8) 0.14001(10) 0.0268(3) Uani 1 1 d . . . . .
O2 O 0.39510(6) 0.37588(8) 0.26736(10) 0.0269(3) Uani 1 1 d . . . . .
C19 C 0.23958(13) 0.2450(2) 0.1577(2) 0.0563(6) Uani 1 1 d . . . . .
C11 C 0.36310(10) 0.13005(14) 0.51645(16) 0.0356(4) Uani 1 1 d . . . . .
C4 C 0.37710(9) 0.58202(13) 0.01870(15) 0.0317(4) Uani 1 1 d . . . . .
C5 C 0.40886(8) 0.49301(12) 0.02770(15) 0.0300(3) Uani 1 1 d . . . . .
C6 C 0.41138(8) 0.42940(11) 0.11367(13) 0.0251(3) Uani 1 1 d . . . . .
B1 B 0.42729(8) 0.30504(13) 0.23474(15) 0.0245(3) Uani 1 1 d . . . . .
N1 N 0.44152(6) 0.21197(10) 0.28746(11) 0.0240(3) Uani 1 1 d . . . . .
C7 C 0.47595(8) 0.13595(12) 0.26539(14) 0.0277(3) Uani 1 1 d . . . . .
C1 C 0.38491(8) 0.45228(11) 0.18902(13) 0.0254(3) Uani 1 1 d . . . . .
C2 C 0.35296(8) 0.53868(12) 0.18036(15) 0.0296(3) Uani 1 1 d . . . . .
C3 C 0.34945(9) 0.60406(12) 0.09264(16) 0.0318(4) Uani 1 1 d . . . . .
C8 C 0.41438(8) 0.18496(11) 0.36620(13) 0.0243(3) Uani 1 1 d . . . . .
C13 C 0.34575(8) 0.17027(12) 0.31723(14) 0.0289(3) Uani 1 1 d . . . . .
C18 C 0.29806(9) 0.17910(15) 0.18324(16) 0.0357(4) Uani 1 1 d . . . . .
C12 C 0.32117(9) 0.14323(14) 0.39505(16) 0.0339(4) Uani 1 1 d . . . . .
C10 C 0.43046(9) 0.14371(13) 0.56256(15) 0.0320(4) Uani 1 1 d . . . . .
C9 C 0.45787(8) 0.17198(11) 0.48923(14) 0.0267(3) Uani 1 1 d . . . . .
C14 C 0.53159(8) 0.19167(12) 0.54378(14) 0.0283(3) Uani 1 1 d . . . . .
C16 C 0.57391(10) 0.10407(14) 0.61168(18) 0.0366(4) Uani 1 1 d . . . . .
C15 C 0.55036(10) 0.28050(14) 0.62654(19) 0.0385(4) Uani 1 1 d . . . . .
C17 C 0.27439(15) 0.0774(2) 0.1305(2) 0.0615(7) Uani 1 1 d . . . . .
H5 H 0.4277(11) 0.4754(15) -0.0246(19) 0.034(5) Uiso 1 1 d . . . . .
H3 H 0.3269(11) 0.6645(17) 0.083(2) 0.036(5) Uiso 1 1 d . . . . .
H16B H 0.6208(11) 0.1165(17) 0.6436(19) 0.036(6) Uiso 1 1 d . . . . .
H16A H 0.5658(11) 0.0845(18) 0.682(2) 0.044(6) Uiso 1 1 d . . . . .
H18 H 0.3237(11) 0.2059(18) 0.145(2) 0.039(6) Uiso 1 1 d . . . . .
H16C H 0.5614(12) 0.0458(19) 0.554(2) 0.047(6) Uiso 1 1 d . . . . .
H4 H 0.3743(11) 0.6278(18) -0.039(2) 0.043(6) Uiso 1 1 d . . . . .
H19B H 0.2133(16) 0.220(2) 0.197(3) 0.077(9) Uiso 1 1 d . . . . .
H19A H 0.2131(15) 0.250(2) 0.071(3) 0.067(8) Uiso 1 1 d . . . . .
H2 H 0.3328(10) 0.5555(16) 0.2312(19) 0.035(5) Uiso 1 1 d . . . . .
H17B H 0.2451(14) 0.087(2) 0.037(3) 0.065(8) Uiso 1 1 d . . . . .
H17C H 0.3145(17) 0.055(2) 0.133(3) 0.070(9) Uiso 1 1 d . . . . .
H17A H 0.246(2) 0.044(3) 0.174(4) 0.119(14) Uiso 1 1 d . . . . .
H15A H 0.6000(12) 0.2952(19) 0.660(2) 0.046(6) Uiso 1 1 d . . . . .
H15C H 0.5428(14) 0.268(2) 0.699(3) 0.062(8) Uiso 1 1 d . . . . .
H15B H 0.5224(12) 0.336(2) 0.581(2) 0.047(6) Uiso 1 1 d . . . . .
H12 H 0.2735(10) 0.1357(15) 0.3651(17) 0.026(5) Uiso 1 1 d . . . . .
H11 H 0.3437(10) 0.1136(16) 0.5688(19) 0.031(5) Uiso 1 1 d . . . . .
H10 H 0.4602(12) 0.1339(18) 0.648(2) 0.044(6) Uiso 1 1 d . . . . .
H14 H 0.5424(10) 0.2078(15) 0.4782(18) 0.031(5) Uiso 1 1 d . . . . .
H7 H 0.4625(10) 0.0713(16) 0.2802(18) 0.032(5) Uiso 1 1 d . . . . .
H19C H 0.2531(16) 0.317(3) 0.191(3) 0.080(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
O1 C6 1.3913(18) . ?
O1 B1 1.3987(19) . ?
O2 C1 1.3847(18) . ?
O2 B1 1.395(2) . ?
C19 C18 1.517(3) . ?
C19 H19B 1.00(3) . ?
C19 H19A 0.97(3) . ?
C19 H19C 1.06(4) . ?
C11 C10 1.375(3) . ?
C11 C12 1.381(3) . ?
C11 H11 0.98(2) . ?
C4 C3 1.388(2) . ?
C4 C5 1.399(2) . ?
C4 H4 0.95(2) . ?
C5 C6 1.374(2) . ?
C5 H5 0.98(2) . ?
C6 C1 1.386(2) . ?
B1 N1 1.407(2) . ?
N1 C7 1.413(2) . ?
N1 C8 1.4495(18) . ?
C7 C7 1.329(3) 2_655 ?
C7 H7 0.99(2) . ?
C1 C2 1.370(2) . ?
C2 C3 1.399(2) . ?
C2 H2 0.98(2) . ?
C3 H3 0.95(2) . ?
C8 C13 1.400(2) . ?
C8 C9 1.403(2) . ?
C13 C12 1.395(2) . ?
C13 C18 1.522(2) . ?
C18 C17 1.532(3) . ?
C18 H18 0.99(2) . ?
C12 H12 0.97(2) . ?
C10 C9 1.398(2) . ?
C10 H10 0.97(2) . ?
C9 C14 1.510(2) . ?
C14 C16 1.527(2) . ?
C14 C15 1.530(2) . ?
C14 H14 1.00(2) . ?
C16 H16B 0.96(2) . ?
C16 H16A 1.03(2) . ?
C16 H16C 1.03(3) . ?
C15 H15A 1.03(2) . ?
C15 H15C 1.02(3) . ?
C15 H15B 0.99(3) . ?
C17 H17B 1.05(3) . ?
C17 H17C 0.95(3) . ?
C17 H17A 1.13(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O1 B1 104.47(12) . . ?
C1 O2 B1 104.50(12) . . ?
C18 C19 H19B 111.4(19) . . ?
C18 C19 H19A 107.2(18) . . ?
H19B C19 H19A 112(3) . . ?
C18 C19 H19C 114.2(18) . . ?
H19B C19 H19C 105(3) . . ?
H19A C19 H19C 107(3) . . ?
C10 C11 C12 119.89(15) . . ?
C10 C11 H11 121.2(12) . . ?
C12 C11 H11 118.8(12) . . ?
C3 C4 C5 121.38(15) . . ?
C3 C4 H4 119.6(14) . . ?
C5 C4 H4 119.0(14) . . ?
C6 C5 C4 116.44(15) . . ?
C6 C5 H5 120.8(13) . . ?
C4 C5 H5 122.8(13) . . ?
C5 C6 C1 122.11(14) . . ?
C5 C6 O1 128.65(14) . . ?
C1 C6 O1 109.24(13) . . ?
O2 B1 O1 111.91(13) . . ?
O2 B1 N1 121.97(14) . . ?
O1 B1 N1 125.95(14) . . ?
B1 N1 C7 127.10(13) . . ?
B1 N1 C8 118.70(13) . . ?
C7 N1 C8 114.00(13) . . ?
C7 C7 N1 132.34(8) 2_655 . ?
C7 C7 H7 115.6(12) 2_655 . ?
N1 C7 H7 112.0(12) . . ?
C2 C1 O2 128.01(14) . . ?
C2 C1 C6 122.13(14) . . ?
O2 C1 C6 109.86(13) . . ?
C1 C2 C3 116.53(15) . . ?
C1 C2 H2 123.4(13) . . ?
C3 C2 H2 120.0(13) . . ?
C4 C3 C2 121.39(15) . . ?
C4 C3 H3 120.0(13) . . ?
C2 C3 H3 118.6(13) . . ?
C13 C8 C9 121.73(14) . . ?
C13 C8 N1 119.24(13) . . ?
C9 C8 N1 119.01(13) . . ?
C12 C13 C8 117.94(15) . . ?
C12 C13 C18 119.39(15) . . ?
C8 C13 C18 122.63(14) . . ?
C13 C18 C19 112.14(17) . . ?
C13 C18 C17 109.23(17) . . ?
C19 C18 C17 111.0(2) . . ?
C13 C18 H18 107.1(13) . . ?
C19 C18 H18 109.8(14) . . ?
C17 C18 H18 107.3(14) . . ?
C11 C12 C13 121.28(16) . . ?
C11 C12 H12 118.4(12) . . ?
C13 C12 H12 120.3(12) . . ?
C11 C10 C9 121.41(15) . . ?
C11 C10 H10 120.1(14) . . ?
C9 C10 H10 118.5(14) . . ?
C10 C9 C8 117.75(15) . . ?
C10 C9 C14 120.08(14) . . ?
C8 C9 C14 122.11(13) . . ?
C9 C14 C16 112.73(14) . . ?
C9 C14 C15 110.13(14) . . ?
C16 C14 C15 110.35(15) . . ?
C9 C14 H14 108.9(11) . . ?
C16 C14 H14 107.6(12) . . ?
C15 C14 H14 107.0(12) . . ?
C14 C16 H16B 112.1(13) . . ?
C14 C16 H16A 111.5(14) . . ?
H16B C16 H16A 107.8(18) . . ?
C14 C16 H16C 109.0(13) . . ?
H16B C16 H16C 108.3(19) . . ?
H16A C16 H16C 108(2) . . ?
C14 C15 H15A 109.4(14) . . ?
C14 C15 H15C 111.6(16) . . ?
H15A C15 H15C 107(2) . . ?
C14 C15 H15B 108.7(15) . . ?
H15A C15 H15B 112(2) . . ?
H15C C15 H15B 109(2) . . ?
C18 C17 H17B 106.0(17) . . ?
C18 C17 H17C 98.7(19) . . ?
H17B C17 H17C 100(2) . . ?
C18 C17 H17A 109(2) . . ?
H17B C17 H17A 113(3) . . ?
H17C C17 H17A 128(3) . . ?

_refine_diff_density_max         0.890
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.107


_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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 2086539'
loop_
_audit_author_name
_audit_author_address
'Piyush Kumar Verma '
;Indian Institute of Science Bangalore
India
;
_audit_update_record             
;
2021-05-28 deposited with the CCDC.	2021-07-14 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         ?
_chemical_formula_sum            'C20 H28 N3 O2'
_chemical_formula_weight         342.45

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'
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      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                   8.8240(2)
_cell_length_b                   10.8160(3)
_cell_length_c                   11.5045(3)
_cell_angle_alpha                110.5900(10)
_cell_angle_beta                 93.6420(10)
_cell_angle_gamma                105.9240(10)
_cell_volume                     972.67(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2000
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      30.6

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_F_000             370
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_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  APEX-II
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23286
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.922
_diffrn_reflns_theta_max         30.589
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5940
_reflns_number_gt                3955
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1481P)²+0.1091P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5940
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0667
_refine_ls_wR_factor_ref         0.2373
_refine_ls_wR_factor_gt          0.2051
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.177
_refine_ls_shift/su_mean         0.009

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.74631(14) 0.64059(15) 0.27729(11) 0.0564(4) Uani 1 1 d . . . . .
O2 O 0.9802(2) 0.83658(19) 0.46385(15) 0.0764(5) Uani 1 1 d . . . . .
N1 N 0.49676(12) 0.57769(12) 0.17153(10) 0.0319(3) Uani 1 1 d . . . . .
C13 C 0.54934(15) 0.53226(14) 0.05507(12) 0.0312(3) Uani 1 1 d . . . . .
C6 C 0.23027(17) 0.42535(15) 0.16181(13) 0.0358(3) Uani 1 1 d . . . . .
C8 C 0.3413(4) 0.8299(3) 0.0668(3) 0.0753(7) Uani 1 1 d . . . . .
C7 C 0.3709(2) 0.80614(18) 0.18826(17) 0.0475(4) Uani 1 1 d . . . . .
C2 C 0.26576(17) 0.66355(16) 0.17542(13) 0.0370(3) Uani 1 1 d . . . . .
C1 C 0.32691(15) 0.55583(15) 0.17075(12) 0.0312(3) Uani 1 1 d . . . . .
C10 C 0.2971(2) 0.30975(18) 0.16009(18) 0.0487(4) Uani 1 1 d . . . . .
C12 C 0.2884(5) 0.2876(4) 0.2828(3) 0.0925(10) Uani 1 1 d . . . . .
C11 C 0.2147(5) 0.1765(3) 0.0470(3) 0.0968(10) Uani 1 1 d . . . . .
C3 C 0.10033(19) 0.63536(19) 0.16986(16) 0.0459(4) Uani 1 1 d . . . . .
C4 C 0.00296(19) 0.5074(2) 0.16054(17) 0.0490(4) Uani 1 1 d . . . . .
C5 C 0.06679(19) 0.40405(19) 0.15750(16) 0.0454(4) Uani 1 1 d . . . . .
C9 C 0.3464(4) 0.9216(3) 0.3019(3) 0.0838(8) Uani 1 1 d . . . . .
C14 C 0.60535(17) 0.63437(16) 0.28039(13) 0.0392(3) Uani 1 1 d . . . . .
C15 C 0.5496(3) 0.6899(3) 0.40279(16) 0.0658(6) Uani 1 1 d . . . . .
O3 O 1.1194(4) 1.0322(2) 0.6934(2) 0.1213(11) Uani 1 1 d . . . . .
C21 C 1.1451(3) 0.9087(2) 0.6571(2) 0.0679(6) Uani 1 1 d . . . . .
C16 C 1.0759(2) 0.8041(2) 0.53901(17) 0.0571(5) Uani 1 1 d . . . . .
C17 C 1.1050(3) 0.6797(3) 0.5058(2) 0.0743(6) Uani 1 1 d . . . . .
C18 C 1.2038(4) 0.6567(4) 0.5885(3) 0.0821(7) Uani 1 1 d . . . . .
C19 C 1.2718(3) 0.7593(3) 0.7058(2) 0.0747(7) Uani 1 1 d . . . . .
C20 C 1.2431(3) 0.8846(3) 0.7397(2) 0.0774(7) Uani 1 1 d . . . . .
H4 H -0.112(3) 0.495(3) 0.157(2) 0.074(7) Uiso 1 1 d . . . . .
H3 H 0.051(3) 0.712(2) 0.170(2) 0.057(6) Uiso 1 1 d . . . . .
H5 H -0.014(3) 0.309(2) 0.153(2) 0.053(5) Uiso 1 1 d . . . . .
H19 H 1.338(4) 0.738(3) 0.760(3) 0.107(10) Uiso 1 1 d . . . . .
H2A H 0.911(5) 0.774(4) 0.408(4) 0.115(12) Uiso 1 1 d . . . . .
H17 H 1.067(4) 0.612(4) 0.423(4) 0.123(12) Uiso 1 1 d . . . . .
H20 H 1.295(4) 0.953(3) 0.808(3) 0.092(9) Uiso 1 1 d . . . . .
H18 H 1.210(5) 0.566(4) 0.569(4) 0.122(12) Uiso 1 1 d . . . . .
H3A H 1.054(5) 1.032(4) 0.660(4) 0.109(14) Uiso 1 1 d . . . . .
H9C H 0.422(4) 1.009(4) 0.319(3) 0.096(9) Uiso 1 1 d . . . . .
H12B H 0.337(4) 0.223(3) 0.287(3) 0.096(9) Uiso 1 1 d . . . . .
H9A H 0.242(6) 0.944(4) 0.290(4) 0.141(14) Uiso 1 1 d . . . . .
H9B H 0.365(6) 0.907(5) 0.391(6) 0.18(2) Uiso 1 1 d . . . . .
H11C H 0.094(6) 0.131(4) 0.067(4) 0.142(15) Uiso 1 1 d . . . . .
H12C H 0.344(6) 0.393(5) 0.354(5) 0.150(15) Uiso 1 1 d . . . . .
H11A H 0.251(4) 0.094(4) 0.053(3) 0.108(10) Uiso 1 1 d . . . . .
H8A H 0.421(3) 0.918(3) 0.069(2) 0.070(7) Uiso 1 1 d . . . . .
H8B H 0.241(4) 0.836(3) 0.051(3) 0.081(8) Uiso 1 1 d . . . . .
H8C H 0.332(4) 0.765(4) -0.007(4) 0.107(12) Uiso 1 1 d . . . . .
H15C H 0.568(6) 0.642(5) 0.461(5) 0.151(15) Uiso 1 1 d . . . . .
H15B H 0.425(5) 0.657(4) 0.405(4) 0.135(13) Uiso 1 1 d . . . . .
H11B H 0.225(7) 0.191(6) -0.054(6) 0.20(2) Uiso 1 1 d . . . . .
H12A H 0.216(5) 0.295(5) 0.338(5) 0.143(15) Uiso 1 1 d . . . . .
H15A H 0.628(7) 0.787(6) 0.445(5) 0.18(2) 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
O1 C14 1.2305(18) . ?
O2 C16 1.367(3) . ?
O2 H2A 0.81(4) . ?
N1 C14 1.3593(16) . ?
N1 C13 1.4117(16) . ?
N1 C1 1.4507(16) . ?
C13 C13 1.325(2) 2_665 ?
C6 C5 1.392(2) . ?
C6 C1 1.398(2) . ?
C6 C10 1.516(2) . ?
C8 C7 1.526(3) . ?
C8 H8A 1.00(3) . ?
C8 H8B 0.92(3) . ?
C8 H8C 0.88(4) . ?
C7 C2 1.516(2) . ?
C7 C9 1.533(3) . ?
C2 C3 1.399(2) . ?
C2 C1 1.3986(19) . ?
C10 C11 1.511(3) . ?
C10 C12 1.516(3) . ?
C12 H12B 0.93(3) . ?
C12 H12C 1.10(5) . ?
C12 H12A 0.93(5) . ?
C11 H11C 1.12(5) . ?
C11 H11A 1.05(3) . ?
C11 H11B 1.23(6) . ?
C3 C4 1.377(3) . ?
C3 H3 1.04(2) . ?
C4 C5 1.374(3) . ?
C4 H4 0.98(3) . ?
C5 H5 1.06(2) . ?
C9 H9C 0.94(3) . ?
C9 H9A 1.02(5) . ?
C9 H9B 1.10(6) . ?
C14 C15 1.497(2) . ?
C15 H15C 1.01(5) . ?
C15 H15B 1.07(4) . ?
C15 H15A 1.01(6) . ?
O3 C21 1.340(4) . ?
O3 H3A 0.67(4) . ?
C21 C20 1.383(3) . ?
C21 C16 1.390(3) . ?
C16 C17 1.364(3) . ?
C17 C18 1.381(4) . ?
C17 H17 0.94(4) . ?
C18 C19 1.375(4) . ?
C18 H18 0.95(4) . ?
C19 C20 1.371(4) . ?
C19 H19 0.95(3) . ?
C20 H20 0.85(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 O2 H2A 119(3) . . ?
C14 N1 C13 119.11(11) . . ?
C14 N1 C1 122.25(11) . . ?
C13 N1 C1 118.57(10) . . ?
C13 C13 N1 123.18(14) 2_665 . ?
C5 C6 C1 117.64(13) . . ?
C5 C6 C10 119.59(14) . . ?
C1 C6 C10 122.75(13) . . ?
C7 C8 H8A 111.7(15) . . ?
C7 C8 H8B 112.5(19) . . ?
H8A C8 H8B 107(2) . . ?
C7 C8 H8C 121(2) . . ?
H8A C8 H8C 108(3) . . ?
H8B C8 H8C 94(3) . . ?
C2 C7 C8 110.82(16) . . ?
C2 C7 C9 111.28(18) . . ?
C8 C7 C9 111.2(2) . . ?
C3 C2 C1 116.89(14) . . ?
C3 C2 C7 120.30(13) . . ?
C1 C2 C7 122.79(13) . . ?
C6 C1 C2 122.74(12) . . ?
C6 C1 N1 118.04(12) . . ?
C2 C1 N1 119.20(12) . . ?
C11 C10 C6 111.74(17) . . ?
C11 C10 C12 111.7(2) . . ?
C6 C10 C12 110.51(17) . . ?
C10 C12 H12B 112(2) . . ?
C10 C12 H12C 103(3) . . ?
H12B C12 H12C 115(3) . . ?
C10 C12 H12A 133(3) . . ?
H12B C12 H12A 110(3) . . ?
H12C C12 H12A 77(3) . . ?
C10 C11 H11C 106(2) . . ?
C10 C11 H11A 111.3(18) . . ?
H11C C11 H11A 90(3) . . ?
C10 C11 H11B 113(3) . . ?
H11C C11 H11B 120(4) . . ?
H11A C11 H11B 114(3) . . ?
C4 C3 C2 121.28(15) . . ?
C4 C3 H3 120.0(12) . . ?
C2 C3 H3 118.7(12) . . ?
C5 C4 C3 120.49(14) . . ?
C5 C4 H4 122.6(14) . . ?
C3 C4 H4 116.9(14) . . ?
C4 C5 C6 120.95(16) . . ?
C4 C5 H5 116.7(11) . . ?
C6 C5 H5 122.4(11) . . ?
C7 C9 H9C 113(2) . . ?
C7 C9 H9A 115(3) . . ?
H9C C9 H9A 100(3) . . ?
C7 C9 H9B 113(3) . . ?
H9C C9 H9B 102(3) . . ?
H9A C9 H9B 111(4) . . ?
O1 C14 N1 120.26(13) . . ?
O1 C14 C15 121.24(14) . . ?
N1 C14 C15 118.50(13) . . ?
C14 C15 H15C 112(3) . . ?
C14 C15 H15B 119(2) . . ?
H15C C15 H15B 89(3) . . ?
C14 C15 H15A 103(3) . . ?
H15C C15 H15A 104(4) . . ?
H15B C15 H15A 127(4) . . ?
C21 O3 H3A 114(3) . . ?
O3 C21 C20 119.0(2) . . ?
O3 C21 C16 122.0(2) . . ?
C20 C21 C16 119.0(2) . . ?
C17 C16 O2 124.80(18) . . ?
C17 C16 C21 120.1(2) . . ?
O2 C16 C21 115.1(2) . . ?
C16 C17 C18 120.6(2) . . ?
C16 C17 H17 120(2) . . ?
C18 C17 H17 119(2) . . ?
C19 C18 C17 119.7(3) . . ?
C19 C18 H18 120(2) . . ?
C17 C18 H18 119(2) . . ?
C20 C19 C18 120.1(2) . . ?
C20 C19 H19 123(2) . . ?
C18 C19 H19 117(2) . . ?
C19 C20 C21 120.6(2) . . ?
C19 C20 H20 120(2) . . ?
C21 C20 H20 118(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 N1 C13 C13 175.49(17) . . . 2_665 ?
C1 N1 C13 C13 -1.5(2) . . . 2_665 ?
C8 C7 C2 C3 -70.3(2) . . . . ?
C9 C7 C2 C3 54.0(2) . . . . ?
C8 C7 C2 C1 110.8(2) . . . . ?
C9 C7 C2 C1 -124.9(2) . . . . ?
C5 C6 C1 C2 0.0(2) . . . . ?
C10 C6 C1 C2 -178.41(14) . . . . ?
C5 C6 C1 N1 -178.21(12) . . . . ?
C10 C6 C1 N1 3.38(19) . . . . ?
C3 C2 C1 C6 -0.4(2) . . . . ?
C7 C2 C1 C6 178.49(13) . . . . ?
C3 C2 C1 N1 177.77(12) . . . . ?
C7 C2 C1 N1 -3.3(2) . . . . ?
C14 N1 C1 C6 -94.12(16) . . . . ?
C13 N1 C1 C6 82.80(15) . . . . ?
C14 N1 C1 C2 87.60(17) . . . . ?
C13 N1 C1 C2 -95.48(15) . . . . ?
C5 C6 C10 C11 55.5(3) . . . . ?
C1 C6 C10 C11 -126.1(2) . . . . ?
C5 C6 C10 C12 -69.5(3) . . . . ?
C1 C6 C10 C12 108.8(2) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C7 C2 C3 C4 -178.79(15) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 -1.0(3) . . . . ?
C1 C6 C5 C4 0.7(2) . . . . ?
C10 C6 C5 C4 179.17(15) . . . . ?
C13 N1 C14 O1 -3.0(2) . . . . ?
C1 N1 C14 O1 173.95(14) . . . . ?
C13 N1 C14 C15 176.38(17) . . . . ?
C1 N1 C14 C15 -6.7(2) . . . . ?
O3 C21 C16 C17 -179.9(3) . . . . ?
C20 C21 C16 C17 -0.1(4) . . . . ?
O3 C21 C16 O2 -0.2(4) . . . . ?
C20 C21 C16 O2 179.6(2) . . . . ?
O2 C16 C17 C18 180.0(2) . . . . ?
C21 C16 C17 C18 -0.3(4) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?
C17 C18 C19 C20 -0.9(4) . . . . ?
C18 C19 C20 C21 0.5(4) . . . . ?
O3 C21 C20 C19 179.9(3) . . . . ?
C16 C21 C20 C19 0.0(4) . . . . ?

_refine_diff_density_max         0.780
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.054

