# Supplementary Information (SI) for RSC Advances.
# 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_jrt_natpph_231109_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2357156'
loop_
_audit_author_name
_audit_author_address
'Scott Sulway'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-12-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H31 B N9 Na'
_chemical_formula_sum            'C33 H31 B N9 Na'
_chemical_formula_weight         587.47
_chemical_melting_point          ?
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   14.9362(3)
_cell_length_b                   14.9362(3)
_cell_length_c                   8.0716(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1559.45(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9319
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.278
_cell_measurement_theta_min      2.728
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6043
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1053 before and 0.0633 after correction.
The Ratio of minimum to maximum transmission is 0.8104.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            19605
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.278
_diffrn_reflns_theta_min         2.727
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8Quest'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2125
_reflns_number_total             2580
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         2580
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0439
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0335P)²+1.1897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1156
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: C11(0.5) H11A(0.5) H11B(0.5) H11C(0.5) C11A(0.5) H11D(0.5)
 H11E(0.5) H11F(0.5)
3.a Ternary CH refined with riding coordinates:
 B1(H1A)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C9(H9), C5(H5), C2(H2), C8(H8), C7(H7), C6(H6)
3.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C11A(H11D,H11E,H11F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Na1 Na 0.666667 0.333333 0.63287(11) 0.0170(2) Uani 1 3 d S T P . .
N1 N 0.55403(9) 0.29360(8) 0.26944(14) 0.0155(2) Uani 1 1 d . . . . .
N2 N 0.51833(9) 0.26957(9) 0.42844(14) 0.0161(2) Uani 1 1 d . . . . .
N3 N 0.84589(10) 0.43745(10) 0.77442(16) 0.0249(3) Uani 1 1 d . . . . .
C3 C 0.41682(10) 0.23930(10) 0.41975(16) 0.0162(3) Uani 1 1 d . . . . .
C4 C 0.34844(10) 0.20169(10) 0.56572(16) 0.0163(3) Uani 1 1 d . . . . .
C1 C 0.47693(10) 0.27876(11) 0.16507(17) 0.0187(3) Uani 1 1 d . . . . .
H1 H 0.483204 0.290003 0.048770 0.022 Uiso 1 1 calc R U . . .
C9 C 0.37532(11) 0.16711(10) 0.70777(17) 0.0191(3) Uani 1 1 d . . . . .
H9 H 0.440436 0.170398 0.713169 0.023 Uiso 1 1 calc R U . . .
C5 C 0.25205(11) 0.19623(11) 0.56078(18) 0.0199(3) Uani 1 1 d . . . . .
H5 H 0.232706 0.219842 0.465400 0.024 Uiso 1 1 calc R U . . .
C2 C 0.38806(11) 0.24468(11) 0.25602(17) 0.0198(3) Uani 1 1 d . . . . .
H2 H 0.321615 0.228312 0.216771 0.024 Uiso 1 1 calc R U . . .
C8 C 0.30782(12) 0.12794(11) 0.84129(18) 0.0220(3) Uani 1 1 d . . . . .
H8 H 0.327057 0.104757 0.937298 0.026 Uiso 1 1 calc R U . . .
C7 C 0.21228(12) 0.12255(11) 0.83490(19) 0.0246(3) Uani 1 1 d . . . . .
H7 H 0.166216 0.095754 0.926308 0.029 Uiso 1 1 calc R U . . .
C6 C 0.18441(11) 0.15650(12) 0.6944(2) 0.0248(3) Uani 1 1 d . . . . .
H6 H 0.119001 0.152592 0.689490 0.030 Uiso 1 1 calc R U . . .
C10 C 0.92894(13) 0.49872(13) 0.7554(3) 0.0350(4) Uani 1 1 d . . . . .
B1 B 0.666667 0.333333 0.2138(3) 0.0158(5) Uani 1 3 d S T P . .
H1A H 0.666667 0.333333 0.089910 0.019 Uiso 1 3 calc R U P . .
C11 C 1.0337(3) 0.5840(3) 0.7771(7) 0.0428(10) Uani 0.5 1 d . . P A 1
H11A H 1.036229 0.649105 0.749402 0.064 Uiso 0.5 1 calc R U P A 1
H11B H 1.080517 0.574256 0.704022 0.064 Uiso 0.5 1 calc R U P A 1
H11C H 1.054968 0.586150 0.892569 0.064 Uiso 0.5 1 calc R U P A 1
C11A C 1.0352(3) 0.5718(3) 0.6759(7) 0.0421(10) Uani 0.5 1 d . . P A 2
H11D H 1.067854 0.531841 0.642141 0.063 Uiso 0.5 1 calc R U P A 2
H11E H 1.079412 0.624533 0.756600 0.063 Uiso 0.5 1 calc R U P A 2
H11F H 1.025618 0.605402 0.578635 0.063 Uiso 0.5 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Na1 N2 2.5355(13) 2_655 ?
Na1 N2 2.5355(13) 3_665 ?
Na1 N2 2.5355(13) . ?
Na1 N3 2.5935(14) . ?
Na1 N3 2.5935(14) 2_655 ?
Na1 N3 2.5935(14) 3_665 ?
N1 N2 1.3671(15) . ?
N1 C1 1.3527(17) . ?
N1 B1 1.5446(13) . ?
N2 C3 1.3499(17) . ?
N3 C10 1.125(2) . ?
C3 C4 1.4742(18) . ?
C3 C2 1.4043(19) . ?
C4 C9 1.3963(19) . ?
C4 C5 1.4013(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.3726(19) . ?
C9 H9 0.9500 . ?
C9 C8 1.389(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(2) . ?
C2 H2 0.9500 . ?
C8 H8 0.9500 . ?
C8 C7 1.389(2) . ?
C7 H7 0.9500 . ?
C7 C6 1.388(2) . ?
C6 H6 0.9500 . ?
C10 C11 1.452(4) . ?
C10 C11A 1.546(4) . ?
B1 H1A 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
C11A H11F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Na1 N2 82.22(4) 2_655 3_665 ?
N2 Na1 N2 82.22(4) 2_655 . ?
N2 Na1 N2 82.22(4) 3_665 . ?
N2 Na1 N3 93.05(4) 2_655 . ?
N2 Na1 N3 81.31(4) . 2_655 ?
N2 Na1 N3 163.34(5) 2_655 2_655 ?
N2 Na1 N3 163.34(5) . . ?
N2 Na1 N3 81.31(4) 2_655 3_665 ?
N2 Na1 N3 93.05(4) 3_665 2_655 ?
N2 Na1 N3 163.34(5) 3_665 3_665 ?
N2 Na1 N3 93.05(4) . 3_665 ?
N2 Na1 N3 81.31(4) 3_665 . ?
N3 Na1 N3 102.06(4) . 2_655 ?
N3 Na1 N3 102.06(4) 3_665 . ?
N3 Na1 N3 102.06(4) 3_665 2_655 ?
N2 N1 B1 125.50(13) . . ?
C1 N1 N2 110.68(11) . . ?
C1 N1 B1 123.81(13) . . ?
N1 N2 Na1 111.07(8) . . ?
C3 N2 Na1 141.61(9) . . ?
C3 N2 N1 105.34(10) . . ?
C10 N3 Na1 144.66(14) . . ?
N2 C3 C4 122.29(12) . . ?
N2 C3 C2 110.74(12) . . ?
C2 C3 C4 126.91(12) . . ?
C9 C4 C3 121.65(12) . . ?
C9 C4 C5 118.61(13) . . ?
C5 C4 C3 119.69(12) . . ?
N1 C1 H1 125.9 . . ?
N1 C1 C2 108.29(12) . . ?
C2 C1 H1 125.9 . . ?
C4 C9 H9 119.7 . . ?
C8 C9 C4 120.69(13) . . ?
C8 C9 H9 119.7 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.56(13) . . ?
C6 C5 H5 119.7 . . ?
C3 C2 H2 127.5 . . ?
C1 C2 C3 104.94(12) . . ?
C1 C2 H2 127.5 . . ?
C9 C8 H8 119.9 . . ?
C9 C8 C7 120.24(13) . . ?
C7 C8 H8 119.9 . . ?
C8 C7 H7 120.1 . . ?
C6 C7 C8 119.73(13) . . ?
C6 C7 H7 120.1 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.17(13) . . ?
C7 C6 H6 119.9 . . ?
N3 C10 C11 164.5(3) . . ?
N3 C10 C11A 163.1(3) . . ?
N1 B1 N1 111.91(9) 2_655 3_665 ?
N1 B1 N1 111.91(9) 3_665 . ?
N1 B1 N1 111.91(9) 2_655 . ?
N1 B1 H1A 106.9 2_655 . ?
N1 B1 H1A 106.9 . . ?
N1 B1 H1A 106.9 3_665 . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C11A H11D 109.5 . . ?
C10 C11A H11E 109.5 . . ?
C10 C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?

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
Na1 N2 C3 C4 -22.0(2) . . . . ?
Na1 N2 C3 C2 160.71(11) . . . . ?
Na1 N3 C10 C11 147.0(8) . . . . ?
Na1 N3 C10 C11A -25.4(9) . . . . ?
N1 N2 C3 C4 176.90(11) . . . . ?
N1 N2 C3 C2 -0.41(14) . . . . ?
N1 C1 C2 C3 -0.54(15) . . . . ?
N2 N1 C1 C2 0.32(16) . . . . ?
N2 N1 B1 N1 54.57(17) . . . 2_655 ?
N2 N1 B1 N1 -71.98(15) . . . 3_665 ?
N2 C3 C4 C9 -18.75(19) . . . . ?
N2 C3 C4 C5 163.88(12) . . . . ?
N2 C3 C2 C1 0.59(16) . . . . ?
C3 C4 C9 C8 -177.29(12) . . . . ?
C3 C4 C5 C6 177.03(13) . . . . ?
C4 C3 C2 C1 -176.56(13) . . . . ?
C4 C9 C8 C7 0.1(2) . . . . ?
C4 C5 C6 C7 0.5(2) . . . . ?
C1 N1 N2 Na1 -167.51(8) . . . . ?
C1 N1 N2 C3 0.05(14) . . . . ?
C1 N1 B1 N1 107.41(19) . . . 3_665 ?
C1 N1 B1 N1 -126.05(17) . . . 2_655 ?
C9 C4 C5 C6 -0.4(2) . . . . ?
C9 C8 C7 C6 0.0(2) . . . . ?
C5 C4 C9 C8 0.1(2) . . . . ?
C2 C3 C4 C9 158.10(14) . . . . ?
C2 C3 C4 C5 -19.3(2) . . . . ?
C8 C7 C6 C5 -0.3(2) . . . . ?
B1 N1 N2 Na1 11.95(13) . . . . ?
B1 N1 N2 C3 179.51(9) . . . . ?
B1 N1 C1 C2 -179.15(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jrt61_231102_a
_database_code_depnum_ccdc_archive 'CCDC 2357157'
loop_
_audit_author_name
_audit_author_address
'Scott Sulway'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-12-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H25 B N9 Na S3'
_chemical_formula_sum            'C27 H25 B N9 Na S3'
_chemical_formula_weight         605.54
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_H-M_alt        'R 3 c'
_space_group_name_Hall           'R 3 -2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   17.1463(5)
_cell_length_b                   17.1463(5)
_cell_length_c                   17.0555(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4342.5(3)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9840
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      32.985
_cell_measurement_theta_min      2.376
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.914
_exptl_absorpt_coefficient_mu    0.307
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.5832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0918 before and 0.0617 after correction.
The Ratio of minimum to maximum transmission is 0.7812.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1884
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23363
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         2.376
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8Quest'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.991
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2806
_reflns_number_total             2967
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 1363 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         2967
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      1.180
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+8.4477P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0852
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 B1(H1A)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5), C6(H6), C7(H7)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.12446(5) 0.28283(4) 0.48382(4) 0.02494(15) Uani 1 1 d . . . . .
Na1 Na 0.333333 0.666667 0.45113(9) 0.0147(3) Uani 1 3 d S T P . .
N1 N 0.27462(13) 0.56804(14) 0.62484(11) 0.0146(4) Uani 1 1 d . . . . .
N2 N 0.24904(13) 0.54117(13) 0.54933(12) 0.0146(4) Uani 1 1 d . . . . .
N3 N 0.19493(16) 0.63743(15) 0.37395(14) 0.0238(5) Uani 1 1 d . . . . .
C1 C 0.24033(16) 0.49620(16) 0.67352(15) 0.0180(4) Uani 1 1 d . . . . .
H1 H 0.249296 0.498511 0.728632 0.022 Uiso 1 1 calc R U . . .
C3 C 0.19756(16) 0.45059(15) 0.55233(14) 0.0155(4) Uani 1 1 d . . . . .
C2 C 0.19034(17) 0.41920(17) 0.63018(16) 0.0199(5) Uani 1 1 d . . . . .
H2 H 0.158295 0.358769 0.648366 0.024 Uiso 1 1 calc R U . . .
C8 C 0.14149(17) 0.65386(17) 0.35319(16) 0.0210(5) Uani 1 1 d . . . . .
C5 C 0.13803(16) 0.42001(17) 0.41127(16) 0.0204(5) Uani 1 1 d . . . . .
H5 H 0.150862 0.479247 0.398716 0.025 Uiso 1 1 calc R U . . .
C9 C 0.07528(19) 0.6779(2) 0.32623(18) 0.0272(6) Uani 1 1 d . . . . .
H9A H 0.090387 0.702068 0.272853 0.041 Uiso 1 1 calc R U . . .
H9B H 0.075869 0.723478 0.361248 0.041 Uiso 1 1 calc R U . . .
H9C H 0.015202 0.624178 0.326502 0.041 Uiso 1 1 calc R U . . .
C4 C 0.15747(16) 0.39639(15) 0.48227(15) 0.0168(4) Uani 1 1 d . . . . .
C6 C 0.09627(18) 0.34567(18) 0.35809(17) 0.0248(5) Uani 1 1 d . . . . .
H6 H 0.078727 0.350362 0.306266 0.030 Uiso 1 1 calc R U . . .
C7 C 0.08432(19) 0.26732(18) 0.38972(18) 0.0263(6) Uani 1 1 d . . . . .
H7 H 0.057159 0.211234 0.362945 0.032 Uiso 1 1 calc R U . . .
B1 B 0.333333 0.666667 0.6514(3) 0.0158(8) Uani 1 3 d S T P . .
H1A H 0.333333 0.666667 0.710027 0.019 Uiso 1 3 calc R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.735(2) . ?
S1 C7 1.714(3) . ?
Na1 N2 2.533(2) 2_665 ?
Na1 N2 2.533(2) . ?
Na1 N2 2.533(2) 3_565 ?
Na1 N3 2.535(3) . ?
Na1 N3 2.535(3) 3_565 ?
Na1 N3 2.535(3) 2_665 ?
N1 N2 1.364(3) . ?
N1 C1 1.352(3) . ?
N1 B1 1.541(2) . ?
N2 C3 1.350(3) . ?
N3 C8 1.141(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.376(4) . ?
C3 C2 1.415(4) . ?
C3 C4 1.458(3) . ?
C2 H2 0.9500 . ?
C8 C9 1.462(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.370(4) . ?
C5 C6 1.431(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C6 H6 0.9500 . ?
C6 C7 1.365(4) . ?
C7 H7 0.9500 . ?
B1 H1A 1.0000 . ?

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
C7 S1 C4 92.31(13) . . ?
N2 Na1 N2 81.02(8) 3_565 . ?
N2 Na1 N2 81.02(8) 3_565 2_665 ?
N2 Na1 N2 81.02(8) . 2_665 ?
N2 Na1 N3 87.46(7) 3_565 . ?
N2 Na1 N3 95.47(7) 3_565 3_565 ?
N2 Na1 N3 87.46(7) 2_665 3_565 ?
N2 Na1 N3 95.47(7) . . ?
N2 Na1 N3 87.46(7) . 2_665 ?
N2 Na1 N3 168.34(9) . 3_565 ?
N2 Na1 N3 95.47(7) 2_665 2_665 ?
N2 Na1 N3 168.34(9) 2_665 . ?
N2 Na1 N3 168.34(9) 3_565 2_665 ?
N3 Na1 N3 95.48(9) . 3_565 ?
N3 Na1 N3 95.48(9) 3_565 2_665 ?
N3 Na1 N3 95.48(9) . 2_665 ?
N2 N1 B1 124.8(2) . . ?
C1 N1 N2 110.6(2) . . ?
C1 N1 B1 124.5(2) . . ?
N1 N2 Na1 112.75(14) . . ?
C3 N2 Na1 140.31(16) . . ?
C3 N2 N1 105.52(19) . . ?
C8 N3 Na1 154.2(2) . . ?
N1 C1 H1 125.6 . . ?
N1 C1 C2 108.8(2) . . ?
C2 C1 H1 125.6 . . ?
N2 C3 C2 110.8(2) . . ?
N2 C3 C4 122.1(2) . . ?
C2 C3 C4 127.1(2) . . ?
C1 C2 C3 104.2(2) . . ?
C1 C2 H2 127.9 . . ?
C3 C2 H2 127.9 . . ?
N3 C8 C9 178.2(3) . . ?
C4 C5 H5 123.7 . . ?
C4 C5 C6 112.6(2) . . ?
C6 C5 H5 123.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C3 C4 S1 119.23(18) . . ?
C5 C4 S1 110.74(18) . . ?
C5 C4 C3 130.0(2) . . ?
C5 C6 H6 123.6 . . ?
C7 C6 C5 112.8(3) . . ?
C7 C6 H6 123.6 . . ?
S1 C7 H7 124.3 . . ?
C6 C7 S1 111.5(2) . . ?
C6 C7 H7 124.3 . . ?
N1 B1 N1 111.74(16) 3_565 . ?
N1 B1 N1 111.74(16) . 2_665 ?
N1 B1 N1 111.74(16) 3_565 2_665 ?
N1 B1 H1A 107.1 3_565 . ?
N1 B1 H1A 107.1 . . ?
N1 B1 H1A 107.1 2_665 . ?

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
Na1 N2 C3 C2 164.23(18) . . . . ?
Na1 N2 C3 C4 -15.3(4) . . . . ?
N1 N2 C3 C2 -0.2(3) . . . . ?
N1 N2 C3 C4 -179.7(2) . . . . ?
N1 C1 C2 C3 0.1(3) . . . . ?
N2 N1 C1 C2 -0.2(3) . . . . ?
N2 N1 B1 N1 -71.4(3) . . . 2_665 ?
N2 N1 B1 N1 54.6(3) . . . 3_565 ?
N2 C3 C2 C1 0.1(3) . . . . ?
N2 C3 C4 S1 159.15(19) . . . . ?
N2 C3 C4 C5 -22.6(4) . . . . ?
C1 N1 N2 Na1 -169.05(15) . . . . ?
C1 N1 N2 C3 0.2(3) . . . . ?
C1 N1 B1 N1 -124.4(3) . . . 3_565 ?
C1 N1 B1 N1 109.5(3) . . . 2_665 ?
C2 C3 C4 S1 -20.2(3) . . . . ?
C2 C3 C4 C5 158.0(3) . . . . ?
C5 C6 C7 S1 -0.6(3) . . . . ?
C4 S1 C7 C6 0.5(2) . . . . ?
C4 C3 C2 C1 179.5(2) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
C6 C5 C4 S1 0.0(3) . . . . ?
C6 C5 C4 C3 -178.4(2) . . . . ?
C7 S1 C4 C3 178.3(2) . . . . ?
C7 S1 C4 C5 -0.3(2) . . . . ?
B1 N1 N2 Na1 11.8(2) . . . . ?
B1 N1 N2 C3 -178.96(17) . . . . ?
B1 N1 C1 C2 179.00(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jtm07_231109_a
_database_code_depnum_ccdc_archive 'CCDC 2357158'
loop_
_audit_author_name
_audit_author_address
'Scott Sulway'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2024-02-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H12 B K N4 O2'
_chemical_formula_sum            'C14 H12 B K N4 O2'
_chemical_formula_weight         318.19
_chemical_melting_point          ?
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'
K K 0.2009 0.2494 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   11.7918(6)
_cell_length_b                   23.2058(13)
_cell_length_c                   5.2271(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1430.33(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9876
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      33.190
_cell_measurement_theta_min      3.877
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.927
_exptl_absorpt_coefficient_mu    0.383
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1527 before and 0.0806 after correction.
The Ratio of minimum to maximum transmission is 0.8374.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            39510
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.263
_diffrn_reflns_theta_min         3.565
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8Quest'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1661
_reflns_number_total             1797
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1797
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0313
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+1.1930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0786
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C1(H1), C2(H2), C5(H5), C7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
K1 K 0.26126(3) 0.250000 0.10573(7) 0.01551(11) Uani 1 2 d S T P . .
O1 O 0.16380(7) 0.37135(4) 0.25262(17) 0.01503(19) Uani 1 1 d . . . . .
N2 N 0.34809(8) 0.32051(4) 0.4937(2) 0.0139(2) Uani 1 1 d . . . . .
N1 N 0.43069(8) 0.30442(4) 0.66152(19) 0.0131(2) Uani 1 1 d . . . . .
C4 C 0.21347(10) 0.39926(5) 0.4563(2) 0.0133(2) Uani 1 1 d . . . . .
C3 C 0.30230(10) 0.36871(5) 0.5925(2) 0.0127(2) Uani 1 1 d . . . . .
C6 C 0.08639(11) 0.45920(5) 0.2814(2) 0.0181(3) Uani 1 1 d . . . . .
H6 H 0.040641 0.492063 0.248329 0.022 Uiso 1 1 calc R U . . .
C1 C 0.43623(10) 0.34171(5) 0.8605(2) 0.0145(2) Uani 1 1 d . . . . .
H1 H 0.487244 0.339293 1.000807 0.017 Uiso 1 1 calc R U . . .
C2 C 0.35494(10) 0.38390(5) 0.8246(2) 0.0147(2) Uani 1 1 d . . . . .
H2 H 0.338411 0.415836 0.932047 0.018 Uiso 1 1 calc R U . . .
C5 C 0.16860(11) 0.45290(5) 0.4818(2) 0.0177(3) Uani 1 1 d . . . . .
H5 H 0.187888 0.480754 0.607641 0.021 Uiso 1 1 calc R U . . .
C7 C 0.08686(10) 0.40926(5) 0.1492(2) 0.0167(2) Uani 1 1 d . . . . .
H7 H 0.040463 0.401395 0.004793 0.020 Uiso 1 1 calc R U . . .
B1 B 0.50329(16) 0.250000 0.6093(4) 0.0151(4) Uani 1 2 d S T P . .
H1A H 0.5316(18) 0.250000 0.397(4) 0.013(5) Uiso 1 2 d S . P . .
H1B H 0.576(2) 0.250000 0.756(5) 0.021(6) Uiso 1 2 d S . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O1 3.1369(9) 7_565 ?
K1 O1 3.1369(9) . ?
K1 N2 2.7997(11) . ?
K1 N2 2.7997(11) 7_565 ?
K1 N1 3.3132(11) 1_554 ?
K1 N1 3.3132(11) 7_564 ?
K1 B1 3.2431(19) 6_556 ?
O1 C4 1.3769(14) . ?
O1 C7 1.3745(15) . ?
N2 N1 1.3630(14) . ?
N2 C3 1.3451(15) . ?
N1 C1 1.3548(15) . ?
N1 B1 1.5498(15) . ?
C4 C3 1.4517(16) . ?
C4 C5 1.3590(17) . ?
C3 C2 1.4076(16) . ?
C6 H6 0.9500 . ?
C6 C5 1.4345(17) . ?
C6 C7 1.3493(18) . ?
C1 H1 0.9500 . ?
C1 C2 1.3829(17) . ?
C2 H2 0.9500 . ?
C5 H5 0.9500 . ?
C7 H7 0.9500 . ?
B1 H1A 1.16(2) . ?
B1 H1B 1.15(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 K1 O1 127.72(3) . 7_565 ?
O1 K1 N1 137.27(3) 7_565 1_554 ?
O1 K1 N1 137.27(3) . 7_564 ?
O1 K1 N1 92.88(2) . 1_554 ?
O1 K1 N1 92.88(2) 7_565 7_564 ?
O1 K1 B1 75.00(2) . 6_556 ?
O1 K1 B1 75.00(2) 7_565 6_556 ?
N2 K1 O1 118.78(3) . 7_565 ?
N2 K1 O1 118.78(3) 7_565 . ?
N2 K1 O1 55.39(3) . . ?
N2 K1 O1 55.39(3) 7_565 7_565 ?
N2 K1 N2 71.53(4) . 7_565 ?
N2 K1 N1 120.66(3) 7_565 1_554 ?
N2 K1 N1 93.69(3) 7_565 7_564 ?
N2 K1 N1 120.66(3) . 7_564 ?
N2 K1 N1 93.69(3) . 1_554 ?
N2 K1 B1 126.45(3) . 6_556 ?
N2 K1 B1 126.45(3) 7_565 6_556 ?
N1 K1 N1 44.81(4) 7_564 1_554 ?
B1 K1 N1 108.82(4) 6_556 7_564 ?
B1 K1 N1 108.82(4) 6_556 1_554 ?
C4 O1 K1 117.11(7) . . ?
C7 O1 K1 136.07(7) . . ?
C7 O1 C4 106.48(9) . . ?
N1 N2 K1 124.56(7) . . ?
C3 N2 K1 128.13(8) . . ?
C3 N2 N1 105.52(10) . . ?
N2 N1 K1 97.16(6) . 1_556 ?
N2 N1 B1 120.32(11) . . ?
C1 N1 K1 74.60(6) . 1_556 ?
C1 N1 N2 110.71(10) . . ?
C1 N1 B1 128.97(11) . . ?
B1 N1 K1 98.39(8) . 1_556 ?
O1 C4 C3 117.16(10) . . ?
C5 C4 O1 109.95(10) . . ?
C5 C4 C3 132.85(11) . . ?
N2 C3 C4 120.48(11) . . ?
N2 C3 C2 111.24(11) . . ?
C2 C3 C4 128.23(11) . . ?
C5 C6 H6 126.8 . . ?
C7 C6 H6 126.8 . . ?
C7 C6 C5 106.47(11) . . ?
K1 C1 H1 93.4 1_556 . ?
N1 C1 K1 81.54(7) . 1_556 ?
N1 C1 H1 125.8 . . ?
N1 C1 C2 108.33(10) . . ?
C2 C1 K1 94.45(7) . 1_556 ?
C2 C1 H1 125.8 . . ?
C3 C2 H2 127.9 . . ?
C1 C2 C3 104.20(11) . . ?
C1 C2 H2 127.9 . . ?
C4 C5 C6 106.55(11) . . ?
C4 C5 H5 126.7 . . ?
C6 C5 H5 126.7 . . ?
O1 C7 H7 124.7 . . ?
C6 C7 O1 110.55(11) . . ?
C6 C7 H7 124.7 . . ?
N1 B1 N1 109.13(13) . 7_565 ?
N1 B1 H1A 109.1(6) 7_565 . ?
N1 B1 H1A 109.1(6) . . ?
N1 B1 H1B 107.1(6) . . ?
N1 B1 H1B 107.1(6) 7_565 . ?
H1A B1 H1B 115.0(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
K1 O1 C4 C3 -3.14(13) . . . . ?
K1 O1 C4 C5 174.86(8) . . . . ?
K1 O1 C7 C6 -173.19(8) . . . . ?
K1 N2 N1 K1 -89.56(7) . . . 1_556 ?
K1 N2 N1 C1 -165.75(7) . . . . ?
K1 N2 N1 B1 14.55(14) . . . . ?
K1 N2 C3 C4 -17.37(15) . . . . ?
K1 N2 C3 C2 165.01(8) . . . . ?
K1 N1 C1 C2 -91.91(9) 1_556 . . . ?
K1 N1 B1 N1 29.34(13) 1_556 . . 7_565 ?
K1 C1 C2 C3 -82.64(8) 1_556 . . . ?
O1 C4 C3 N2 12.36(16) . . . . ?
O1 C4 C3 C2 -170.46(11) . . . . ?
O1 C4 C5 C6 -0.37(14) . . . . ?
N2 N1 C1 K1 91.95(8) . . . 1_556 ?
N2 N1 C1 C2 0.04(13) . . . . ?
N2 N1 B1 N1 -74.09(16) . . . 7_565 ?
N2 C3 C2 C1 0.11(13) . . . . ?
N1 N2 C3 C4 177.54(10) . . . . ?
N1 N2 C3 C2 -0.09(13) . . . . ?
N1 C1 C2 C3 -0.09(13) . . . . ?
C4 O1 C7 C6 -0.42(13) . . . . ?
C4 C3 C2 C1 -177.28(11) . . . . ?
C3 N2 N1 K1 76.22(8) . . . 1_556 ?
C3 N2 N1 C1 0.03(13) . . . . ?
C3 N2 N1 B1 -179.67(11) . . . . ?
C3 C4 C5 C6 177.20(13) . . . . ?
C1 N1 B1 N1 106.28(14) . . . 7_565 ?
C5 C4 C3 N2 -165.07(13) . . . . ?
C5 C4 C3 C2 12.1(2) . . . . ?
C5 C6 C7 O1 0.19(14) . . . . ?
C7 O1 C4 C3 -177.51(10) . . . . ?
C7 O1 C4 C5 0.49(13) . . . . ?
C7 C6 C5 C4 0.11(14) . . . . ?
B1 N1 C1 K1 -88.38(12) . . . 1_556 ?
B1 N1 C1 C2 179.70(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jrt28_211102_0m_r3c_a
_database_code_depnum_ccdc_archive 'CCDC 2357160'
loop_
_audit_author_name
_audit_author_address
'Scott Sulway'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2023-12-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H25 B K N9 S3'
_chemical_formula_sum            'C27 H25 B K N9 S3'
_chemical_formula_weight         621.65
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
K K 0.2009 0.2494 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_H-M_alt        'R 3 c'
_space_group_name_Hall           'R 3 -2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   17.4388(8)
_cell_length_b                   17.4388(8)
_cell_length_c                   16.8446(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4436.3(4)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9493
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      30.012
_cell_measurement_theta_min      2.336
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.920
_exptl_absorpt_coefficient_mu    0.427
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6844
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0906 before and 0.0700 after correction.
The Ratio of minimum to maximum transmission is 0.9173.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1932
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            98652
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.279
_diffrn_reflns_theta_min         2.336
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.940
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.948
_reflns_number_gt                2165
_reflns_number_total             2390
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 
;
 Flack x determined using 1026 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.022(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.267
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         2390
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.266
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0261P)²+21.3667P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1122
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5), C7(H7), C2(H2), C6(H6)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
K1 K 0.666667 0.333333 0.42806(9) 0.0185(3) Uani 1 3 d S T P . .
S1 S 0.48503(8) 0.53317(8) 0.48624(7) 0.0275(3) Uani 1 1 d . . . . .
N1 N 0.6243(2) 0.3887(2) 0.6262(2) 0.0182(7) Uani 1 1 d . . . . .
N2 N 0.6205(2) 0.4134(2) 0.5498(2) 0.0192(7) Uani 1 1 d . . . . .
N3 N 0.4999(3) 0.2862(3) 0.3604(3) 0.0317(9) Uani 1 1 d . . . . .
C1 C 0.5869(3) 0.4212(3) 0.6767(3) 0.0207(8) Uani 1 1 d . . . . .
H1 H 0.581661 0.412682 0.732537 0.025 Uiso 1 1 calc R U . . .
C3 C 0.5798(3) 0.4622(3) 0.5542(3) 0.0202(8) Uani 1 1 d . . . . .
C8 C 0.4529(3) 0.3109(3) 0.3441(3) 0.0263(10) Uani 1 1 d . . . . .
C5 C 0.6044(3) 0.5174(3) 0.4098(3) 0.0223(8) Uani 1 1 d . . . . .
H5 H 0.649524 0.504399 0.396081 0.027 Uiso 1 1 calc R U . . .
C4 C 0.5633(3) 0.4997(3) 0.4834(3) 0.0217(8) Uani 1 1 d . . . . .
C7 C 0.5064(3) 0.5710(3) 0.3906(3) 0.0289(10) Uani 1 1 d . . . . .
H7 H 0.477563 0.597786 0.364254 0.035 Uiso 1 1 calc R U . . .
C2 C 0.5577(3) 0.4687(3) 0.6333(3) 0.0240(9) Uani 1 1 d . . . . .
H2 H 0.528981 0.499074 0.652609 0.029 Uiso 1 1 calc R U . . .
C6 C 0.5703(3) 0.5580(3) 0.3566(3) 0.0283(10) Uani 1 1 d . . . . .
H6 H 0.590135 0.574110 0.303480 0.034 Uiso 1 1 calc R U . . .
C9 C 0.3938(3) 0.3441(3) 0.3217(4) 0.0317(11) Uani 1 1 d . . . . .
H9A H 0.415651 0.379158 0.272915 0.048 Uiso 1 1 calc R U . . .
H9B H 0.392095 0.381283 0.364418 0.048 Uiso 1 1 calc R U . . .
H9C H 0.334119 0.294037 0.312586 0.048 Uiso 1 1 calc R U . . .
B1 B 0.666667 0.333333 0.6521(5) 0.0184(15) Uani 1 3 d S T P . .
H1A H 0.666667 0.333333 0.715(6) 0.022 Uiso 1 3 d S U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 N2 2.816(4) 3_665 ?
K1 N2 2.816(4) 2_655 ?
K1 N2 2.816(4) . ?
K1 N3 2.836(4) 3_665 ?
K1 N3 2.836(4) 2_655 ?
K1 N3 2.836(4) . ?
S1 C4 1.733(4) . ?
S1 C7 1.711(5) . ?
N1 N2 1.370(5) . ?
N1 C1 1.356(5) . ?
N1 B1 1.543(4) . ?
N2 C3 1.354(5) . ?
N3 C8 1.134(7) . ?
C1 H1 0.9500 . ?
C1 C2 1.378(6) . ?
C3 C4 1.456(6) . ?
C3 C2 1.409(6) . ?
C8 C9 1.460(7) . ?
C5 H5 0.9500 . ?
C5 C4 1.387(7) . ?
C5 C6 1.442(6) . ?
C7 H7 0.9500 . ?
C7 C6 1.368(7) . ?
C2 H2 0.9500 . ?
C6 H6 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
B1 H1A 1.06(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 K1 N2 72.81(12) 3_665 2_655 ?
N2 K1 N2 72.81(12) 3_665 . ?
N2 K1 N2 72.81(12) 2_655 . ?
N2 K1 N3 91.74(12) 3_665 2_655 ?
N2 K1 N3 86.01(13) 3_665 3_665 ?
N2 K1 N3 86.01(13) 2_655 2_655 ?
N2 K1 N3 91.74(12) 2_655 . ?
N2 K1 N3 156.58(14) 2_655 3_665 ?
N2 K1 N3 156.58(14) . 2_655 ?
N2 K1 N3 86.01(13) . . ?
N2 K1 N3 156.58(14) 3_665 . ?
N2 K1 N3 91.74(12) . 3_665 ?
N3 K1 N3 104.93(12) 3_665 . ?
N3 K1 N3 104.93(12) 2_655 . ?
N3 K1 N3 104.93(12) 2_655 3_665 ?
C7 S1 C4 92.7(2) . . ?
N2 N1 B1 125.2(4) . . ?
C1 N1 N2 110.4(3) . . ?
C1 N1 B1 124.5(4) . . ?
N1 N2 K1 117.2(2) . . ?
C3 N2 K1 136.1(3) . . ?
C3 N2 N1 105.6(3) . . ?
C8 N3 K1 144.9(4) . . ?
N1 C1 H1 125.7 . . ?
N1 C1 C2 108.6(4) . . ?
C2 C1 H1 125.7 . . ?
N2 C3 C4 121.4(4) . . ?
N2 C3 C2 110.6(4) . . ?
C2 C3 C4 128.0(4) . . ?
N3 C8 C9 178.6(5) . . ?
C4 C5 H5 124.1 . . ?
C4 C5 C6 111.8(4) . . ?
C6 C5 H5 124.1 . . ?
C3 C4 S1 119.6(3) . . ?
C5 C4 S1 110.8(3) . . ?
C5 C4 C3 129.5(4) . . ?
S1 C7 H7 124.2 . . ?
C6 C7 S1 111.6(4) . . ?
C6 C7 H7 124.2 . . ?
C1 C2 C3 104.8(4) . . ?
C1 C2 H2 127.6 . . ?
C3 C2 H2 127.6 . . ?
C5 C6 H6 123.5 . . ?
C7 C6 C5 113.1(5) . . ?
C7 C6 H6 123.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 B1 N1 112.4(3) 3_665 . ?
N1 B1 N1 112.4(3) 3_665 2_655 ?
N1 B1 N1 112.4(3) 2_655 . ?
N1 B1 H1A 106.4(3) 3_665 . ?
N1 B1 H1A 106.4(3) 2_655 . ?
N1 B1 H1A 106.4(3) . . ?

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
K1 N2 C3 C4 -12.2(6) . . . . ?
K1 N2 C3 C2 167.3(3) . . . . ?
S1 C7 C6 C5 -1.0(6) . . . . ?
N1 N2 C3 C4 -179.6(4) . . . . ?
N1 N2 C3 C2 0.0(5) . . . . ?
N1 C1 C2 C3 0.2(5) . . . . ?
N2 N1 C1 C2 -0.2(5) . . . . ?
N2 N1 B1 N1 56.4(6) . . . 3_665 ?
N2 N1 B1 N1 -71.5(5) . . . 2_655 ?
N2 C3 C4 S1 161.4(3) . . . . ?
N2 C3 C4 C5 -21.3(7) . . . . ?
N2 C3 C2 C1 -0.1(5) . . . . ?
C1 N1 N2 K1 -170.0(3) . . . . ?
C1 N1 N2 C3 0.1(5) . . . . ?
C1 N1 B1 N1 109.6(6) . . . 2_655 ?
C1 N1 B1 N1 -122.4(6) . . . 3_665 ?
C4 S1 C7 C6 0.7(4) . . . . ?
C4 C3 C2 C1 179.4(4) . . . . ?
C4 C5 C6 C7 0.8(6) . . . . ?
C7 S1 C4 C3 177.5(4) . . . . ?
C7 S1 C4 C5 -0.2(4) . . . . ?
C2 C3 C4 S1 -18.1(6) . . . . ?
C2 C3 C4 C5 159.2(5) . . . . ?
C6 C5 C4 S1 -0.3(5) . . . . ?
C6 C5 C4 C3 -177.7(4) . . . . ?
B1 N1 N2 K1 11.0(4) . . . . ?
B1 N1 N2 C3 -178.9(3) . . . . ?
B1 N1 C1 C2 178.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jrt247_230929_a
_database_code_depnum_ccdc_archive 'CCDC 2357159'
loop_
_audit_author_name
_audit_author_address
'Scott Sulway'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2024-02-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 B2 N12 Na2'
_chemical_formula_sum            'C32 H28 B2 N12 Na2'
_chemical_formula_weight         648.26
_chemical_melting_point          ?
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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   15.7237(10)
_cell_length_b                   10.8738(7)
_cell_length_c                   20.0182(11)
_cell_angle_alpha                90
_cell_angle_beta                 111.251(2)
_cell_angle_gamma                90
_cell_volume                     3189.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9846
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.291
_cell_measurement_theta_min      2.333
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1189 before and 0.0719 after correction.
The Ratio of minimum to maximum transmission is 0.8368.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            35586
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.352
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8Quest'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2945
_reflns_number_total             3661
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3661
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0571
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0672P)²+6.5161P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1335
_refine_ls_wR_factor_ref         0.1616
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H,H) groups, All C(H) groups
2.a Secondary CH2 refined with riding coordinates:
 B1(H1a,H1b)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C10(H10), C8(H8), C9(H9), C14(H14), C16(H16), C1(H1), C7(H7),
 C15(H15), C5(H5), C2(H2), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Na1 Na 0.48361(6) 0.51138(7) 0.32618(4) 0.0272(2) Uani 1 1 d . . . . .
N5 N 0.63541(11) 0.52737(15) 0.29043(9) 0.0247(4) Uani 1 1 d . . . . .
N4 N 0.68612(11) 0.62237(15) 0.32897(9) 0.0252(4) Uani 1 1 d . . . . .
N3 N 0.42463(11) 0.56014(16) 0.42370(9) 0.0273(4) Uani 1 1 d . . . . .
N1 N 0.60116(11) 0.78102(15) 0.37287(9) 0.0260(4) Uani 1 1 d . . . . .
N6 N 0.57937(12) 0.30543(15) 0.21817(9) 0.0262(4) Uani 1 1 d . . . . .
N2 N 0.54286(12) 0.69767(14) 0.38194(9) 0.0251(4) Uani 1 1 d . . . . .
C11 C 0.68874(13) 0.42674(17) 0.31028(10) 0.0241(4) Uani 1 1 d . . . . .
C13 C 0.70275(15) 0.19925(19) 0.30709(11) 0.0292(4) Uani 1 1 d . . . . .
H13 H 0.757042 0.203155 0.348394 0.035 Uiso 1 1 calc R U . . .
C12 C 0.65604(13) 0.30675(17) 0.27717(10) 0.0237(4) Uani 1 1 d . . . . .
C10 C 0.77351(14) 0.45653(19) 0.36292(11) 0.0292(4) Uani 1 1 d . . . . .
H10 H 0.823009 0.402933 0.386590 0.035 Uiso 1 1 calc R U . . .
C3 C 0.50930(13) 0.74609(18) 0.42902(10) 0.0252(4) Uani 1 1 d . . . . .
C4 C 0.44612(13) 0.67410(19) 0.45195(10) 0.0262(4) Uani 1 1 d . . . . .
C8 C 0.37016(14) 0.4911(2) 0.44658(12) 0.0328(5) Uani 1 1 d . . . . .
H8 H 0.354859 0.410959 0.426957 0.039 Uiso 1 1 calc R U . . .
C9 C 0.76825(14) 0.58148(19) 0.37228(11) 0.0290(4) Uani 1 1 d . . . . .
H9 H 0.815265 0.630892 0.404298 0.035 Uiso 1 1 calc R U . . .
C14 C 0.66961(16) 0.08741(19) 0.27635(12) 0.0325(5) Uani 1 1 d . . . . .
H14 H 0.701436 0.013536 0.295366 0.039 Uiso 1 1 calc R U . . .
C16 C 0.54748(15) 0.19515(19) 0.19010(11) 0.0300(4) Uani 1 1 d . . . . .
H16 H 0.492874 0.193008 0.149005 0.036 Uiso 1 1 calc R U . . .
C1 C 0.60438(15) 0.88158(19) 0.41321(12) 0.0317(5) Uani 1 1 d . . . . .
H1 H 0.640261 0.952906 0.415613 0.038 Uiso 1 1 calc R U . . .
C7 C 0.33464(15) 0.5297(2) 0.49739(13) 0.0388(5) Uani 1 1 d . . . . .
H7 H 0.297544 0.476647 0.512979 0.047 Uiso 1 1 calc R U . . .
C15 C 0.58897(16) 0.08447(19) 0.21713(12) 0.0321(5) Uani 1 1 d . . . . .
H15 H 0.563022 0.008647 0.195780 0.039 Uiso 1 1 calc R U . . .
C5 C 0.41075(16) 0.7211(2) 0.50149(11) 0.0338(5) Uani 1 1 d . . . . .
H5 H 0.424869 0.802627 0.519126 0.041 Uiso 1 1 calc R U . . .
C2 C 0.54686(15) 0.8633(2) 0.45027(12) 0.0333(5) Uani 1 1 d . . . . .
H2 H 0.535166 0.917885 0.482995 0.040 Uiso 1 1 calc R U . . .
C6 C 0.35482(16) 0.6475(2) 0.52459(12) 0.0397(5) Uani 1 1 d . . . . .
H6 H 0.330711 0.677556 0.558643 0.048 Uiso 1 1 calc R U . . .
B1 B 0.65144(17) 0.7565(2) 0.31961(13) 0.0288(5) Uani 1 1 d . . . . .
H1A H 0.609068 0.769929 0.269725 0.035 Uiso 1 1 calc R U . . .
H1B H 0.703469 0.813845 0.329536 0.035 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
Na1 N5 2.4114(18) 2_655 ?
Na1 N5 2.7345(19) . ?
Na1 N3 2.5028(19) . ?
Na1 N6 2.4793(18) 2_655 ?
Na1 N2 2.3374(17) . ?
N5 N4 1.361(2) . ?
N5 C11 1.348(2) . ?
N4 C9 1.344(3) . ?
N4 B1 1.544(3) . ?
N3 C4 1.353(3) . ?
N3 C8 1.339(3) . ?
N1 N2 1.347(2) . ?
N1 C1 1.349(3) . ?
N1 B1 1.563(3) . ?
N6 C12 1.348(3) . ?
N6 C16 1.342(3) . ?
N2 C3 1.343(3) . ?
C11 C12 1.469(3) . ?
C11 C10 1.405(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.395(3) . ?
C13 C14 1.377(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.378(3) . ?
C3 C4 1.463(3) . ?
C3 C2 1.404(3) . ?
C4 C5 1.398(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.391(3) . ?
C9 H9 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.387(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.382(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.376(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.383(4) . ?
C15 H15 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.387(3) . ?
C2 H2 0.9500 . ?
C6 H6 0.9500 . ?
B1 H1A 0.9900 . ?
B1 H1B 0.9900 . ?

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
N5 Na1 N5 100.76(6) 2_655 . ?
N5 Na1 N3 111.28(6) 2_655 . ?
N5 Na1 N6 69.47(6) 2_655 2_655 ?
N3 Na1 N5 142.75(6) . . ?
N6 Na1 N5 103.70(6) 2_655 . ?
N6 Na1 N3 104.94(6) 2_655 . ?
N2 Na1 N5 115.79(6) . 2_655 ?
N2 Na1 N5 80.52(6) . . ?
N2 Na1 N3 68.91(6) . . ?
N2 Na1 N6 172.82(7) . 2_655 ?
Na1 N5 Na1 78.70(5) 2_655 . ?
N4 N5 Na1 106.71(11) . . ?
N4 N5 Na1 133.88(12) . 2_655 ?
C11 N5 Na1 114.11(12) . 2_655 ?
C11 N5 Na1 112.34(12) . . ?
C11 N5 N4 105.96(16) . . ?
N5 N4 B1 122.64(16) . . ?
C9 N4 N5 110.07(16) . . ?
C9 N4 B1 127.25(18) . . ?
C4 N3 Na1 114.40(13) . . ?
C8 N3 Na1 127.73(15) . . ?
C8 N3 C4 117.68(19) . . ?
N2 N1 C1 110.14(17) . . ?
N2 N1 B1 120.93(16) . . ?
C1 N1 B1 128.89(18) . . ?
C12 N6 Na1 114.75(13) . 2_655 ?
C16 N6 Na1 128.10(14) . 2_655 ?
C16 N6 C12 117.15(17) . . ?
N1 N2 Na1 133.75(13) . . ?
C3 N2 Na1 119.00(13) . . ?
C3 N2 N1 106.88(16) . . ?
N5 C11 C12 120.61(17) . . ?
N5 C11 C10 110.71(17) . . ?
C10 C11 C12 128.67(18) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.54(19) . . ?
N6 C12 C11 117.41(17) . . ?
N6 C12 C13 122.14(18) . . ?
C13 C12 C11 120.45(18) . . ?
C11 C10 H10 128.0 . . ?
C9 C10 C11 104.00(18) . . ?
C9 C10 H10 128.0 . . ?
N2 C3 C4 119.64(17) . . ?
N2 C3 C2 109.84(18) . . ?
C2 C3 C4 130.48(19) . . ?
N3 C4 C3 116.99(17) . . ?
N3 C4 C5 121.9(2) . . ?
C5 C4 C3 121.12(19) . . ?
N3 C8 H8 118.1 . . ?
N3 C8 C7 123.8(2) . . ?
C7 C8 H8 118.1 . . ?
N4 C9 C10 109.24(18) . . ?
N4 C9 H9 125.4 . . ?
C10 C9 H9 125.4 . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.87(19) . . ?
C15 C14 H14 120.6 . . ?
N6 C16 H16 117.9 . . ?
N6 C16 C15 124.2(2) . . ?
C15 C16 H16 117.9 . . ?
N1 C1 H1 125.8 . . ?
N1 C1 C2 108.43(19) . . ?
C2 C1 H1 125.8 . . ?
C8 C7 H7 120.9 . . ?
C6 C7 C8 118.2(2) . . ?
C6 C7 H7 120.9 . . ?
C14 C15 H15 121.0 . . ?
C16 C15 C14 118.0(2) . . ?
C16 C15 H15 121.0 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.3(2) . . ?
C6 C5 H5 120.4 . . ?
C3 C2 H2 127.6 . . ?
C1 C2 C3 104.72(18) . . ?
C1 C2 H2 127.6 . . ?
C7 C6 C5 119.1(2) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
N4 B1 N1 108.78(16) . . ?
N4 B1 H1A 109.9 . . ?
N4 B1 H1B 109.9 . . ?
N1 B1 H1A 109.9 . . ?
N1 B1 H1B 109.9 . . ?
H1A B1 H1B 108.3 . . ?

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
Na1 N5 N4 C9 -150.63(15) 2_655 . . . ?
Na1 N5 N4 C9 119.09(14) . . . . ?
Na1 N5 N4 B1 -62.96(19) . . . . ?
Na1 N5 N4 B1 27.3(3) 2_655 . . . ?
Na1 N5 C11 C12 65.67(19) . . . . ?
Na1 N5 C11 C12 -21.6(2) 2_655 . . . ?
Na1 N5 C11 C10 157.83(13) 2_655 . . . ?
Na1 N5 C11 C10 -114.93(15) . . . . ?
Na1 N3 C4 C3 -7.6(2) . . . . ?
Na1 N3 C4 C5 173.17(15) . . . . ?
Na1 N3 C8 C7 -174.62(16) . . . . ?
Na1 N6 C12 C11 4.1(2) 2_655 . . . ?
Na1 N6 C12 C13 -176.87(15) 2_655 . . . ?
Na1 N6 C16 C15 177.65(16) 2_655 . . . ?
Na1 N2 C3 C4 8.5(2) . . . . ?
Na1 N2 C3 C2 -173.72(13) . . . . ?
N5 N4 C9 C10 0.1(2) . . . . ?
N5 N4 B1 N1 90.4(2) . . . . ?
N5 C11 C12 N6 11.9(3) . . . . ?
N5 C11 C12 C13 -167.12(18) . . . . ?
N5 C11 C10 C9 -1.2(2) . . . . ?
N4 N5 C11 C12 -178.16(16) . . . . ?
N4 N5 C11 C10 1.2(2) . . . . ?
N3 C4 C5 C6 2.5(3) . . . . ?
N3 C8 C7 C6 1.7(3) . . . . ?
N1 N2 C3 C4 -177.60(16) . . . . ?
N1 N2 C3 C2 0.2(2) . . . . ?
N1 C1 C2 C3 -0.3(2) . . . . ?
N6 C16 C15 C14 -1.2(3) . . . . ?
N2 N1 C1 C2 0.4(2) . . . . ?
N2 N1 B1 N4 -43.5(2) . . . . ?
N2 C3 C4 N3 0.0(3) . . . . ?
N2 C3 C4 C5 179.25(18) . . . . ?
N2 C3 C2 C1 0.0(2) . . . . ?
C11 N5 N4 C9 -0.8(2) . . . . ?
C11 N5 N4 B1 177.13(17) . . . . ?
C11 C10 C9 N4 0.6(2) . . . . ?
C13 C14 C15 C16 2.4(3) . . . . ?
C12 N6 C16 C15 -1.1(3) . . . . ?
C12 C11 C10 C9 178.18(19) . . . . ?
C12 C13 C14 C15 -1.6(3) . . . . ?
C10 C11 C12 N6 -167.34(19) . . . . ?
C10 C11 C12 C13 13.6(3) . . . . ?
C3 C4 C5 C6 -176.68(19) . . . . ?
C4 N3 C8 C7 0.0(3) . . . . ?
C4 C3 C2 C1 177.5(2) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
C8 N3 C4 C3 177.07(17) . . . . ?
C8 N3 C4 C5 -2.2(3) . . . . ?
C8 C7 C6 C5 -1.3(3) . . . . ?
C9 N4 B1 N1 -92.0(2) . . . . ?
C14 C13 C12 N6 -0.7(3) . . . . ?
C14 C13 C12 C11 178.27(18) . . . . ?
C16 N6 C12 C11 -176.99(17) . . . . ?
C16 N6 C12 C13 2.0(3) . . . . ?
C1 N1 N2 Na1 172.26(15) . . . . ?
C1 N1 N2 C3 -0.4(2) . . . . ?
C1 N1 B1 N4 138.9(2) . . . . ?
C2 C3 C4 N3 -177.3(2) . . . . ?
C2 C3 C4 C5 2.0(3) . . . . ?
B1 N4 C9 C10 -177.72(18) . . . . ?
B1 N1 N2 Na1 -5.8(3) . . . . ?
B1 N1 N2 C3 -178.42(17) . . . . ?
B1 N1 C1 C2 178.25(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jrt248_230907_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2357161'
loop_
_audit_author_name
_audit_author_address
'Scott Sulway'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;
_audit_creation_date             2024-02-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 B2 Li2 N12'
_chemical_formula_sum            'C32 H28 B2 Li2 N12'
_chemical_formula_weight         616.16
_chemical_melting_point          ?
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'
Li Li -0.0003 0.0001 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   10.5827(5)
_cell_length_b                   21.2856(11)
_cell_length_c                   14.6160(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.567(2)
_cell_angle_gamma                90
_cell_volume                     3186.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9830
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      29.886
_cell_measurement_theta_min      2.207
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1475 before and 0.0802 after correction.
The Ratio of minimum to maximum transmission is 0.9157.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0810
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            72157
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.395
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2466
_reflns_number_total             3249
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         3249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0610
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0793P)²+4.6413P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1429
_refine_ls_wR_factor_ref         0.1817
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: C16(0.5) H16(0.5) C13(0.5) H13(0.5) C15(0.5) H15(0.5) C14(0.5)
 H14(0.5) C10(0.6667) H10(0.6667) C9(0.6667) H9(0.6667) C9A(0.3333) H9A(0.3333)
 C10A(0.3333) H10A(0.3333) C15A(0.5) H15A(0.5) C14A(0.5) H14A(0.5) C13A(0.5)
 H13A(0.5) C16A(0.5) H16A(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C2(H2), C7(H7), C1(H1), C5(H5), C6(H6), C16(H16), C13(H13), C15(H15),
 C14(H14), C10(H10), C9(H9), C9A(H9A), C10A(H10A), C15A(H15A), C14A(H14A),
 C13A(H13A), C16A(H16A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N5 N 0.33422(16) 0.40161(8) 0.27195(12) 0.0304(4) Uani 1 1 d . . . . .
N3 N 0.78239(18) 0.38362(8) 0.46459(12) 0.0356(4) Uani 1 1 d . . . . .
N2 N 0.55212(18) 0.32572(8) 0.43134(12) 0.0328(4) Uani 1 1 d . . . . .
N1 N 0.44382(19) 0.29139(8) 0.43085(13) 0.0365(4) Uani 1 1 d . . . . .
N4 N 0.28104(18) 0.36371(9) 0.32677(13) 0.0388(5) Uani 1 1 d . . . . .
N6 N 0.37358(17) 0.49232(9) 0.15108(13) 0.0364(4) Uani 1 1 d . . . . .
C11 C 0.2879(2) 0.45983(10) 0.27868(15) 0.0366(5) Uani 1 1 d . . . . .
C3 C 0.6402(2) 0.31226(9) 0.51321(15) 0.0348(5) Uani 1 1 d . . . . .
C8 C 0.8967(2) 0.41345(11) 0.47720(16) 0.0386(5) Uani 1 1 d . . . . .
H8 H 0.907223 0.442319 0.430110 0.046 Uiso 1 1 calc R U . . .
C12 C 0.3223(2) 0.51043(10) 0.22209(15) 0.0352(5) Uani 1 1 d . . . . .
C2 C 0.5884(3) 0.26872(10) 0.56623(16) 0.0413(6) Uani 1 1 d . . . . .
H2 H 0.629458 0.251309 0.626183 0.050 Uiso 1 1 calc R U . . .
C4 C 0.7673(2) 0.34289(9) 0.53165(14) 0.0343(5) Uani 1 1 d . . . . .
C7 C 1.0005(2) 0.40440(12) 0.55543(16) 0.0423(5) Uani 1 1 d . . . . .
H7 H 1.080181 0.426562 0.561994 0.051 Uiso 1 1 calc R U . . .
C1 C 0.4643(3) 0.25708(10) 0.51125(17) 0.0442(6) Uani 1 1 d . . . . .
H1 H 0.402834 0.229355 0.527264 0.053 Uiso 1 1 calc R U . . .
C5 C 0.8676(3) 0.33087(11) 0.61221(15) 0.0418(6) Uani 1 1 d . . . . .
H5 H 0.855491 0.301626 0.658372 0.050 Uiso 1 1 calc R U . . .
C6 C 0.9848(3) 0.36229(12) 0.62358(16) 0.0454(6) Uani 1 1 d . . . . .
H6 H 1.054249 0.354944 0.677979 0.054 Uiso 1 1 calc R U . . .
C16 C 0.3921(14) 0.5334(8) 0.0843(10) 0.036(2) Uani 0.5 1 d . . P A 1
H16 H 0.408378 0.517083 0.027874 0.044 Uiso 0.5 1 calc R U P A 1
C13 C 0.3200(11) 0.5770(7) 0.2359(11) 0.032(2) Uani 0.5 1 d . . P A 1
H13 H 0.297374 0.592330 0.290708 0.038 Uiso 0.5 1 calc R U P A 1
C15 C 0.3883(19) 0.5959(8) 0.0945(9) 0.036(2) Uani 0.5 1 d . . P A 1
H15 H 0.411457 0.623158 0.049897 0.043 Uiso 0.5 1 calc R U P A 1
C14 C 0.3494(10) 0.6203(7) 0.1728(10) 0.033(2) Uani 0.5 1 d . . P A 1
H14 H 0.343457 0.664301 0.182144 0.039 Uiso 0.5 1 calc R U P A 1
C10 C 0.2163(7) 0.4650(4) 0.3431(6) 0.0466(17) Uani 0.6667 1 d . . P B 1
H10 H 0.178242 0.501295 0.362870 0.056 Uiso 0.6667 1 calc R U P B 1
C9 C 0.2131(9) 0.4035(5) 0.3723(7) 0.051(2) Uani 0.6667 1 d . . P B 1
H9 H 0.169455 0.390098 0.418289 0.061 Uiso 0.6667 1 calc R U P B 1
B1 B 0.3232(3) 0.29418(12) 0.3446(2) 0.0425(6) Uani 1 1 d . . . . .
Li1 Li 0.6105(4) 0.39309(17) 0.3524(3) 0.0376(8) Uani 1 1 d . . . . .
H1A H 0.348(2) 0.2746(12) 0.2768(18) 0.044(7) Uiso 1 1 d . . . . .
H1B H 0.245(3) 0.2687(14) 0.3649(19) 0.055(8) Uiso 1 1 d . . . . .
C9A C 0.1820(16) 0.3875(8) 0.3539(12) 0.040(3) Uani 0.3333 1 d . . P B 2
H9A H 0.125314 0.366487 0.384847 0.048 Uiso 0.3333 1 calc R U P B 2
C10A C 0.1784(15) 0.4483(7) 0.3282(11) 0.041(3) Uani 0.3333 1 d . . P B 2
H10A H 0.118196 0.478858 0.338830 0.049 Uiso 0.3333 1 calc R U P B 2
C15A C 0.3769(16) 0.6053(7) 0.1237(10) 0.047(4) Uani 0.5 1 d . . P A 2
H15A H 0.395929 0.638579 0.086029 0.057 Uiso 0.5 1 calc R U P A 2
C14A C 0.3165(12) 0.6168(8) 0.1932(11) 0.051(3) Uani 0.5 1 d . . P A 2
H14A H 0.296778 0.658867 0.206285 0.061 Uiso 0.5 1 calc R U P A 2
C13A C 0.2835(11) 0.5692(7) 0.2445(11) 0.040(2) Uani 0.5 1 d . . P A 2
H13A H 0.237576 0.575801 0.291833 0.048 Uiso 0.5 1 calc R U P A 2
C16A C 0.4121(16) 0.5413(8) 0.1078(9) 0.045(3) Uani 0.5 1 d . . P A 2
H16A H 0.464594 0.533821 0.064865 0.054 Uiso 0.5 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N5 N4 1.355(2) . ?
N5 C11 1.345(3) . ?
N5 Li1 2.053(4) 2_655 ?
N3 C8 1.337(3) . ?
N3 C4 1.348(3) . ?
N3 Li1 2.130(4) . ?
N2 N1 1.358(2) . ?
N2 C3 1.349(3) . ?
N2 Li1 2.032(4) . ?
N1 C1 1.354(3) . ?
N1 B1 1.554(4) . ?
N4 C9 1.385(10) . ?
N4 B1 1.549(3) . ?
N4 C9A 1.312(19) . ?
N6 C12 1.343(3) . ?
N6 C16 1.361(19) . ?
N6 Li1 2.121(4) 2_655 ?
N6 C16A 1.335(18) . ?
C11 C12 1.459(3) . ?
C11 C10 1.353(9) . ?
C11 C10A 1.533(16) . ?
C3 C2 1.405(3) . ?
C3 C4 1.458(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.385(3) . ?
C12 C13 1.432(15) . ?
C12 C13A 1.383(16) . ?
C2 H2 0.9500 . ?
C2 C1 1.379(4) . ?
C4 C5 1.397(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.381(3) . ?
C1 H1 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.382(4) . ?
C6 H6 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.34(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.394(14) . ?
C15 H15 0.9500 . ?
C15 C14 1.410(12) . ?
C14 H14 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.379(13) . ?
C9 H9 0.9500 . ?
B1 H1A 1.17(3) . ?
B1 H1B 1.09(3) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.34(2) . ?
C10A H10A 0.9500 . ?
C15A H15A 0.9500 . ?
C15A C14A 1.352(14) . ?
C15A C16A 1.45(3) . ?
C14A H14A 0.9500 . ?
C14A C13A 1.357(15) . ?
C13A H13A 0.9500 . ?
C16A H16A 0.9500 . ?

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
N4 N5 Li1 136.40(17) . 2_655 ?
C11 N5 N4 106.99(17) . . ?
C11 N5 Li1 109.65(17) . 2_655 ?
C8 N3 C4 118.3(2) . . ?
C8 N3 Li1 128.97(17) . . ?
C4 N3 Li1 112.70(18) . . ?
N1 N2 Li1 138.92(18) . . ?
C3 N2 N1 106.49(17) . . ?
C3 N2 Li1 114.38(18) . . ?
N2 N1 B1 120.27(17) . . ?
C1 N1 N2 109.6(2) . . ?
C1 N1 B1 130.1(2) . . ?
N5 N4 C9 105.2(5) . . ?
N5 N4 B1 121.57(18) . . ?
C9 N4 B1 131.8(5) . . ?
C9A N4 N5 115.5(8) . . ?
C9A N4 B1 122.5(7) . . ?
C12 N6 C16 121.9(7) . . ?
C12 N6 Li1 110.77(17) . 2_655 ?
C16 N6 Li1 126.6(7) . 2_655 ?
C16A N6 C12 111.9(8) . . ?
N5 C11 C12 119.42(19) . . ?
N5 C11 C10 113.8(4) . . ?
N5 C11 C10A 102.7(6) . . ?
C12 C11 C10A 135.4(7) . . ?
C10 C11 C12 126.7(4) . . ?
N2 C3 C2 110.6(2) . . ?
N2 C3 C4 117.91(18) . . ?
C2 C3 C4 131.5(2) . . ?
N3 C8 H8 118.3 . . ?
N3 C8 C7 123.4(2) . . ?
C7 C8 H8 118.3 . . ?
N6 C12 C11 115.67(18) . . ?
N6 C12 C13 114.7(5) . . ?
N6 C12 C13A 130.2(6) . . ?
C13 C12 C11 129.4(5) . . ?
C13A C12 C11 113.7(6) . . ?
C3 C2 H2 128.0 . . ?
C1 C2 C3 104.1(2) . . ?
C1 C2 H2 128.0 . . ?
N3 C4 C3 115.22(19) . . ?
N3 C4 C5 121.8(2) . . ?
C5 C4 C3 123.0(2) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 C8 118.1(2) . . ?
C6 C7 H7 120.9 . . ?
N1 C1 C2 109.3(2) . . ?
N1 C1 H1 125.4 . . ?
C2 C1 H1 125.4 . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.8(2) . . ?
C6 C5 H5 120.6 . . ?
C7 C6 C5 119.6(2) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
N6 C16 H16 118.5 . . ?
C15 C16 N6 123.0(13) . . ?
C15 C16 H16 118.5 . . ?
C12 C13 H13 118.4 . . ?
C14 C13 C12 123.2(12) . . ?
C14 C13 H13 118.4 . . ?
C16 C15 H15 120.7 . . ?
C16 C15 C14 118.7(16) . . ?
C14 C15 H15 120.7 . . ?
C13 C14 C15 116.9(15) . . ?
C13 C14 H14 121.6 . . ?
C15 C14 H14 121.6 . . ?
C11 C10 H10 129.2 . . ?
C11 C10 C9 101.6(7) . . ?
C9 C10 H10 129.2 . . ?
N4 C9 H9 124.0 . . ?
C10 C9 N4 112.0(8) . . ?
C10 C9 H9 124.0 . . ?
N1 B1 H1A 111.1(13) . . ?
N1 B1 H1B 106.6(14) . . ?
N4 B1 N1 108.43(19) . . ?
N4 B1 H1A 108.5(13) . . ?
N4 B1 H1B 108.3(15) . . ?
H1A B1 H1B 113.8(19) . . ?
N5 Li1 N3 108.14(18) 2_655 . ?
N5 Li1 N6 81.29(15) 2_655 2_655 ?
N2 Li1 N5 139.5(2) . 2_655 ?
N2 Li1 N3 79.56(15) . . ?
N2 Li1 N6 139.0(2) . 2_655 ?
N6 Li1 N3 93.16(17) 2_655 . ?
N4 C9A H9A 127.6 . . ?
N4 C9A C10A 104.9(14) . . ?
C10A C9A H9A 127.6 . . ?
C11 C10A H10A 125.9 . . ?
C9A C10A C11 108.3(14) . . ?
C9A C10A H10A 125.9 . . ?
C14A C15A H15A 120.6 . . ?
C14A C15A C16A 118.8(15) . . ?
C16A C15A H15A 120.6 . . ?
C15A C14A H14A 119.5 . . ?
C15A C14A C13A 121.1(16) . . ?
C13A C14A H14A 119.5 . . ?
C12 C13A H13A 122.9 . . ?
C14A C13A C12 114.3(12) . . ?
C14A C13A H13A 122.9 . . ?
N6 C16A C15A 122.5(14) . . ?
N6 C16A H16A 118.8 . . ?
C15A C16A H16A 118.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5 N4 C9 C10 3.5(7) . . . . ?
N5 N4 B1 N1 87.0(2) . . . . ?
N5 N4 C9A C10A -9.2(13) . . . . ?
N5 C11 C12 N6 14.8(3) . . . . ?
N5 C11 C12 C13 -159.2(7) . . . . ?
N5 C11 C12 C13A -171.8(6) . . . . ?
N5 C11 C10 C9 -4.1(7) . . . . ?
N5 C11 C10A C9A 6.7(11) . . . . ?
N3 C8 C7 C6 0.2(4) . . . . ?
N3 C4 C5 C6 0.7(3) . . . . ?
N2 N1 C1 C2 0.0(2) . . . . ?
N2 N1 B1 N4 -55.3(2) . . . . ?
N2 C3 C2 C1 -0.1(2) . . . . ?
N2 C3 C4 N3 1.8(3) . . . . ?
N2 C3 C4 C5 -177.58(19) . . . . ?
N1 N2 C3 C2 0.1(2) . . . . ?
N1 N2 C3 C4 179.58(16) . . . . ?
N4 N5 C11 C12 -176.23(18) . . . . ?
N4 N5 C11 C10 6.5(4) . . . . ?
N4 N5 C11 C10A -11.5(6) . . . . ?
N4 C9A C10A C11 1.1(13) . . . . ?
N6 C12 C13 C14 9.4(13) . . . . ?
N6 C12 C13A C14A -8.6(14) . . . . ?
N6 C16 C15 C14 -7(2) . . . . ?
C11 N5 N4 C9 -5.8(4) . . . . ?
C11 N5 N4 B1 -173.6(2) . . . . ?
C11 N5 N4 C9A 14.1(7) . . . . ?
C11 C12 C13 C14 -176.6(7) . . . . ?
C11 C12 C13A C14A 179.2(9) . . . . ?
C11 C10 C9 N4 0.2(8) . . . . ?
C3 N2 N1 C1 0.0(2) . . . . ?
C3 N2 N1 B1 -178.30(18) . . . . ?
C3 C2 C1 N1 0.1(2) . . . . ?
C3 C4 C5 C6 -179.9(2) . . . . ?
C8 N3 C4 C3 179.88(18) . . . . ?
C8 N3 C4 C5 -0.8(3) . . . . ?
C8 C7 C6 C5 -0.2(3) . . . . ?
C12 N6 C16 C15 15.0(17) . . . . ?
C12 N6 C16A C15A -11.9(14) . . . . ?
C12 C11 C10 C9 178.9(4) . . . . ?
C12 C11 C10A C9A 167.7(8) . . . . ?
C12 C13 C14 C15 -2.8(18) . . . . ?
C2 C3 C4 N3 -178.8(2) . . . . ?
C2 C3 C4 C5 1.8(3) . . . . ?
C4 N3 C8 C7 0.3(3) . . . . ?
C4 C3 C2 C1 -179.5(2) . . . . ?
C4 C5 C6 C7 -0.3(3) . . . . ?
C1 N1 B1 N4 126.8(2) . . . . ?
C16 N6 C12 C11 170.1(6) . . . . ?
C16 N6 C12 C13 -15.1(9) . . . . ?
C16 C15 C14 C13 1(2) . . . . ?
C10 C11 C12 N6 -168.3(4) . . . . ?
C10 C11 C12 C13 17.7(9) . . . . ?
C9 N4 B1 N1 -77.2(5) . . . . ?
B1 N1 C1 C2 178.0(2) . . . . ?
B1 N4 C9 C10 169.6(5) . . . . ?
B1 N4 C9A C10A 178.6(7) . . . . ?
Li1 N5 N4 C9 -151.9(5) 2_655 . . . ?
Li1 N5 N4 B1 40.2(3) 2_655 . . . ?
Li1 N5 N4 C9A -132.1(7) 2_655 . . . ?
Li1 N5 C11 C12 -20.3(3) 2_655 . . . ?
Li1 N5 C11 C10 162.4(4) 2_655 . . . ?
Li1 N5 C11 C10A 144.5(6) 2_655 . . . ?
Li1 N3 C8 C7 177.9(2) . . . . ?
Li1 N3 C4 C3 1.9(2) . . . . ?
Li1 N3 C4 C5 -178.72(19) . . . . ?
Li1 N2 N1 C1 -174.1(2) . . . . ?
Li1 N2 N1 B1 7.7(3) . . . . ?
Li1 N2 C3 C2 175.76(18) . . . . ?
Li1 N2 C3 C4 -4.7(2) . . . . ?
Li1 N6 C12 C11 -0.9(2) 2_655 . . . ?
Li1 N6 C12 C13 174.0(6) 2_655 . . . ?
Li1 N6 C12 C13A -173.0(7) 2_655 . . . ?
Li1 N6 C16 C15 -175.6(12) 2_655 . . . ?
Li1 N6 C16A C15A 176.3(9) 2_655 . . . ?
C9A N4 B1 N1 -101.2(8) . . . . ?
C10A C11 C12 N6 -143.8(7) . . . . ?
C10A C11 C12 C13A 29.6(10) . . . . ?
C15A C14A C13A C12 2.8(18) . . . . ?
C14A C15A C16A N6 8(2) . . . . ?
C16A N6 C12 C11 -174.9(7) . . . . ?
C16A N6 C12 C13A 13.0(9) . . . . ?
C16A C15A C14A C13A -3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
