# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_appiariusy220714_0m
_database_code_depnum_ccdc_archive 'CCDC 2192799'
loop_
_audit_author_name
_audit_author_address
'Pim Puylaert'
;University of Bremen
Germany
;
_audit_update_record             
;
2022-07-26 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_audit_creation_date             2022-07-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H34'
_chemical_formula_sum            'C40 H34'
_chemical_formula_weight         514.67
_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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.554(5)
_cell_length_b                   14.479(4)
_cell_length_c                   15.943(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.032(14)
_cell_angle_gamma                90
_cell_volume                     2798.8(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.19
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7146
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1309 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.9578.
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    1.221
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 2.00 -1.00 0.1670
-4.00 -3.00 4.00 0.1390
-4.00 -1.00 3.00 0.1160
-4.00 3.00 1.00 0.1630
-4.00 -1.00 4.00 0.0950
-4.00 2.00 3.00 0.1290
-4.00 1.00 4.00 0.0910
-3.00 -1.00 0.00 0.1750
-3.00 3.00 -1.00 0.1730
-3.00 -2.00 1.00 0.1810
-3.00 1.00 0.00 0.1590
-3.00 -2.00 2.00 0.1540
-3.00 0.00 4.00 0.0940
-2.00 -4.00 1.00 0.2100
-1.00 0.00 0.00 0.1460
-1.00 -4.00 2.00 0.1900
-1.00 0.00 1.00 0.0870
-1.00 -2.00 3.00 0.1280
0.00 3.00 -1.00 0.1770
0.00 -2.00 1.00 0.1790
1.00 0.00 0.00 0.0380
1.00 4.00 -4.00 0.1490
1.00 1.00 -2.00 0.1060
2.00 4.00 -1.00 0.1340
2.00 3.00 -1.00 0.1220
2.00 3.00 -2.00 0.1120
2.00 0.00 -1.00 0.0090
2.00 0.00 -3.00 0.0410
3.00 3.00 -2.00 0.0970
3.00 3.00 -4.00 0.1010
3.00 -3.00 -2.00 0.0990
4.00 -1.00 0.00 0.0550
4.00 2.00 -1.00 0.0700
4.00 1.00 -1.00 0.0460
4.00 0.00 -1.00 0.0210
4.00 -2.00 -1.00 0.0650
4.00 1.00 -3.00 0.0310
4.00 0.00 -3.00 0.0140
4.00 -1.00 -3.00 0.0330
4.00 -1.00 -4.00 0.0460

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method DCM/Hexanes
_exptl_crystal_size_max          0.453
_exptl_crystal_size_mid          0.375
_exptl_crystal_size_min          0.174
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            55723
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.605
_diffrn_reflns_theta_min         2.392
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_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                6787
_reflns_number_total             8551
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.0044(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         8551
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0635P)²+1.6890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1253
_refine_ls_wR_factor_ref         0.1399
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C11(H11), C16(H16), C30(H30), C25(H25), C36(H36), C24(H24), C18(H18),
 C22(H22), C2(H2), C31(H31), C21(H21), C19(H19), C28(H28), C34(H34), C27(H27)
1.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C39(H39A,H39B,H39C), C8(H8A,H8B,H8C), C7(H7A,H7B,H7C),
 C38(H38A,H38B,H38C), C40(H40A,H40B,H40C)
;
_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
C6 C 0.65633(10) 0.39463(9) 0.09386(8) 0.0169(2) Uani 1 1 d . . . . .
H6 H 0.624129 0.389273 0.033178 0.020 Uiso 1 1 calc R U . . .
C5 C 0.59296(10) 0.42948(8) 0.14664(8) 0.0150(2) Uani 1 1 d . . . . .
C26 C 0.24290(10) 0.39903(9) 0.39390(8) 0.0169(2) Uani 1 1 d . . . . .
C12 C 0.42186(9) 0.42163(8) 0.36245(7) 0.0128(2) Uani 1 1 d . . . . .
C13 C 0.33570(9) 0.35842(8) 0.37303(7) 0.0135(2) Uani 1 1 d . . . . .
C10 C 0.57103(9) 0.46342(8) 0.29591(7) 0.0136(2) Uani 1 1 d . . . . .
C11 C 0.49509(9) 0.40039(8) 0.31094(7) 0.0126(2) Uani 1 1 d . . . . .
H11 H 0.492005 0.340668 0.285752 0.015 Uiso 1 1 calc R U . . .
C1 C 0.76561(10) 0.36740(9) 0.12756(8) 0.0175(2) Uani 1 1 d . . . . .
C16 C 0.53655(9) 0.22715(8) 0.41816(7) 0.0128(2) Uani 1 1 d . . . . .
H16 H 0.546978 0.288158 0.440727 0.015 Uiso 1 1 calc R U . . .
C30 C 0.50858(10) 0.57438(8) 0.38545(8) 0.0165(2) Uani 1 1 d . . . . .
H30 H 0.515480 0.633038 0.413043 0.020 Uiso 1 1 calc R U . . .
C35 C 0.93460(10) 0.27505(9) 0.58958(9) 0.0198(3) Uani 1 1 d . . . . .
C33 C 0.74856(10) 0.21755(8) 0.57748(8) 0.0155(2) Uani 1 1 d . . . . .
C29 C 0.42500(10) 0.51309(8) 0.39556(7) 0.0145(2) Uani 1 1 d . . . . .
C17 C 0.62613(10) 0.16786(8) 0.43390(8) 0.0141(2) Uani 1 1 d . . . . .
C15 C 0.42995(9) 0.20007(8) 0.36961(7) 0.0127(2) Uani 1 1 d . . . . .
C23 C 0.22880(10) 0.21510(9) 0.33576(8) 0.0167(2) Uani 1 1 d . . . . .
C4 C 0.64079(10) 0.43723(8) 0.23651(8) 0.0138(2) Uani 1 1 d . . . . .
C37 C 0.82499(10) 0.21239(9) 0.45229(8) 0.0167(2) Uani 1 1 d . . . . .
C25 C 0.14230(10) 0.34868(10) 0.38002(9) 0.0215(3) Uani 1 1 d . . . . .
H25 H 0.080704 0.375858 0.394768 0.026 Uiso 1 1 calc R U . . .
C20 C 0.41612(10) 0.10672(9) 0.34066(8) 0.0161(2) Uani 1 1 d . . . . .
C36 C 0.92271(10) 0.25011(9) 0.50342(9) 0.0195(3) Uani 1 1 d . . . . .
H36 H 0.983008 0.259022 0.478545 0.023 Uiso 1 1 calc R U . . .
C32 C 0.73556(10) 0.19905(8) 0.48889(8) 0.0142(2) Uani 1 1 d . . . . .
C14 C 0.33301(9) 0.25948(8) 0.35750(7) 0.0131(2) Uani 1 1 d . . . . .
C24 C 0.13365(10) 0.26229(10) 0.34596(9) 0.0213(3) Uani 1 1 d . . . . .
H24 H 0.063546 0.233153 0.328802 0.026 Uiso 1 1 calc R U . . .
C18 C 0.61209(11) 0.07802(9) 0.39865(9) 0.0191(2) Uani 1 1 d . . . . .
H18 H 0.673759 0.037954 0.406051 0.023 Uiso 1 1 calc R U . . .
C22 C 0.21824(10) 0.12167(10) 0.30547(8) 0.0197(3) Uani 1 1 d . . . . .
H22 H 0.146946 0.094952 0.286215 0.024 Uiso 1 1 calc R U . . .
C2 C 0.81321(10) 0.38096(9) 0.21556(8) 0.0175(2) Uani 1 1 d . . . . .
H2 H 0.888752 0.365884 0.238895 0.021 Uiso 1 1 calc R U . . .
C31 C 0.57994(10) 0.55090(8) 0.33660(8) 0.0165(2) Uani 1 1 d . . . . .
H31 H 0.635075 0.593256 0.330180 0.020 Uiso 1 1 calc R U . . .
C3 C 0.75277(10) 0.41623(9) 0.27069(8) 0.0160(2) Uani 1 1 d . . . . .
C21 C 0.30803(11) 0.07069(9) 0.30376(8) 0.0193(2) Uani 1 1 d . . . . .
H21 H 0.299259 0.011040 0.278077 0.023 Uiso 1 1 calc R U . . .
C19 C 0.50924(11) 0.04847(9) 0.35363(9) 0.0200(3) Uani 1 1 d . . . . .
H19 H 0.500518 -0.012434 0.330708 0.024 Uiso 1 1 calc R U . . .
C28 C 0.33833(11) 0.54484(9) 0.43136(8) 0.0180(2) Uani 1 1 d . . . . .
H28 H 0.344194 0.603217 0.459379 0.022 Uiso 1 1 calc R U . . .
C9 C 0.47617(10) 0.46177(9) 0.10722(8) 0.0183(2) Uani 1 1 d . . . . .
H9A H 0.471323 0.528388 0.116440 0.027 Uiso 1 1 calc R U . . .
H9B H 0.425832 0.429231 0.134885 0.027 Uiso 1 1 calc R U . . .
H9C H 0.455641 0.448621 0.044785 0.027 Uiso 1 1 calc R U . . .
C34 C 0.84711(10) 0.25697(9) 0.62570(8) 0.0180(2) Uani 1 1 d . . . . .
H34 H 0.854558 0.271868 0.684981 0.022 Uiso 1 1 calc R U . . .
C27 C 0.24806(10) 0.49184(10) 0.42535(8) 0.0191(3) Uani 1 1 d . . . . .
H27 H 0.186832 0.516732 0.442364 0.023 Uiso 1 1 calc R U . . .
C39 C 0.66022(11) 0.19377(10) 0.62223(9) 0.0204(3) Uani 1 1 d . . . . .
H39A H 0.616275 0.248940 0.625556 0.031 Uiso 1 1 calc R U . . .
H39B H 0.694584 0.171300 0.681012 0.031 Uiso 1 1 calc R U . . .
H39C H 0.612327 0.145607 0.589257 0.031 Uiso 1 1 calc R U . . .
C8 C 0.80733(11) 0.43069(10) 0.36570(8) 0.0207(3) Uani 1 1 d . . . . .
H8A H 0.810778 0.496931 0.378772 0.031 Uiso 1 1 calc R U . . .
H8B H 0.882197 0.405237 0.379535 0.031 Uiso 1 1 calc R U . . .
H8C H 0.764503 0.399325 0.400617 0.031 Uiso 1 1 calc R U . . .
C7 C 0.83049(12) 0.32571(10) 0.06941(10) 0.0248(3) Uani 1 1 d . . . . .
H7A H 0.792447 0.270446 0.041092 0.037 Uiso 1 1 calc R U . . .
H7B H 0.904310 0.308808 0.104249 0.037 Uiso 1 1 calc R U . . .
H7C H 0.836815 0.370827 0.025128 0.037 Uiso 1 1 calc R U . . .
C38 C 0.81604(11) 0.18776(10) 0.35892(9) 0.0226(3) Uani 1 1 d . . . . .
H38A H 0.878376 0.214589 0.341027 0.034 Uiso 1 1 calc R U . . .
H38B H 0.746831 0.212237 0.322119 0.034 Uiso 1 1 calc R U . . .
H38C H 0.817106 0.120439 0.352873 0.034 Uiso 1 1 calc R U . . .
C40 C 1.03936(12) 0.31919(11) 0.64274(10) 0.0282(3) Uani 1 1 d . . . . .
H40A H 1.089071 0.330980 0.605622 0.042 Uiso 1 1 calc R U . . .
H40B H 1.075388 0.277600 0.690106 0.042 Uiso 1 1 calc R U . . .
H40C H 1.021623 0.377653 0.667001 0.042 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
C6 H6 0.9500 . ?
C6 C5 1.3938(17) . ?
C6 C1 1.3943(18) . ?
C5 C4 1.4071(17) . ?
C5 C9 1.5118(18) . ?
C26 C13 1.4194(17) . ?
C26 C25 1.4250(19) . ?
C26 C27 1.4300(19) . ?
C12 C13 1.4598(17) . ?
C12 C11 1.4163(16) . ?
C12 C29 1.4223(17) . ?
C13 C14 1.4526(17) . ?
C10 C11 1.3847(16) . ?
C10 C4 1.4959(17) . ?
C10 C31 1.4142(17) . ?
C11 H11 0.9500 . ?
C1 C2 1.3890(19) . ?
C1 C7 1.5095(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3850(16) . ?
C16 C15 1.4166(16) . ?
C30 H30 0.9500 . ?
C30 C29 1.4150(18) . ?
C30 C31 1.3736(18) . ?
C35 C36 1.390(2) . ?
C35 C34 1.3910(19) . ?
C35 C40 1.5094(19) . ?
C33 C32 1.4049(18) . ?
C33 C34 1.3979(18) . ?
C33 C39 1.5059(18) . ?
C29 C28 1.4293(17) . ?
C17 C32 1.4952(17) . ?
C17 C18 1.4098(17) . ?
C15 C20 1.4243(17) . ?
C15 C14 1.4617(16) . ?
C23 C14 1.4176(17) . ?
C23 C24 1.4217(18) . ?
C23 C22 1.4309(19) . ?
C4 C3 1.4031(17) . ?
C37 C36 1.3961(18) . ?
C37 C32 1.4065(17) . ?
C37 C38 1.5063(19) . ?
C25 H25 0.9500 . ?
C25 C24 1.357(2) . ?
C20 C21 1.4302(18) . ?
C20 C19 1.4126(18) . ?
C36 H36 0.9500 . ?
C24 H24 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.3728(18) . ?
C22 H22 0.9500 . ?
C22 C21 1.354(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.3981(18) . ?
C31 H31 0.9500 . ?
C3 C8 1.5064(18) . ?
C21 H21 0.9500 . ?
C19 H19 0.9500 . ?
C28 H28 0.9500 . ?
C28 C27 1.3513(19) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C34 H34 0.9500 . ?
C27 H27 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 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
C5 C6 H6 119.0 . . ?
C5 C6 C1 121.90(12) . . ?
C1 C6 H6 119.0 . . ?
C6 C5 C4 118.95(11) . . ?
C6 C5 C9 120.33(11) . . ?
C4 C5 C9 120.69(11) . . ?
C13 C26 C25 119.99(12) . . ?
C13 C26 C27 120.41(11) . . ?
C25 C26 C27 119.54(11) . . ?
C11 C12 C13 122.87(11) . . ?
C11 C12 C29 117.24(11) . . ?
C29 C12 C13 119.40(11) . . ?
C26 C13 C12 116.43(11) . . ?
C26 C13 C14 117.67(11) . . ?
C14 C13 C12 125.72(10) . . ?
C11 C10 C4 119.00(11) . . ?
C11 C10 C31 119.14(11) . . ?
C31 C10 C4 121.86(11) . . ?
C12 C11 H11 118.8 . . ?
C10 C11 C12 122.46(11) . . ?
C10 C11 H11 118.8 . . ?
C6 C1 C7 120.67(12) . . ?
C2 C1 C6 118.14(12) . . ?
C2 C1 C7 121.17(12) . . ?
C17 C16 H16 118.8 . . ?
C17 C16 C15 122.35(11) . . ?
C15 C16 H16 118.8 . . ?
C29 C30 H30 119.3 . . ?
C31 C30 H30 119.3 . . ?
C31 C30 C29 121.42(11) . . ?
C36 C35 C34 117.79(12) . . ?
C36 C35 C40 121.29(13) . . ?
C34 C35 C40 120.92(13) . . ?
C32 C33 C39 121.66(11) . . ?
C34 C33 C32 119.09(12) . . ?
C34 C33 C39 119.23(12) . . ?
C12 C29 C28 119.80(11) . . ?
C30 C29 C12 119.45(11) . . ?
C30 C29 C28 120.50(11) . . ?
C16 C17 C32 119.90(11) . . ?
C16 C17 C18 119.21(11) . . ?
C18 C17 C32 120.89(11) . . ?
C16 C15 C20 117.27(11) . . ?
C16 C15 C14 123.06(11) . . ?
C20 C15 C14 119.24(10) . . ?
C14 C23 C24 120.25(12) . . ?
C14 C23 C22 120.66(11) . . ?
C24 C23 C22 119.07(11) . . ?
C5 C4 C10 119.97(11) . . ?
C3 C4 C5 119.88(11) . . ?
C3 C4 C10 120.09(11) . . ?
C36 C37 C32 119.12(12) . . ?
C36 C37 C38 119.91(12) . . ?
C32 C37 C38 120.97(11) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 C26 120.64(12) . . ?
C24 C25 H25 119.7 . . ?
C15 C20 C21 120.15(11) . . ?
C19 C20 C15 119.50(11) . . ?
C19 C20 C21 120.23(12) . . ?
C35 C36 C37 122.09(12) . . ?
C35 C36 H36 119.0 . . ?
C37 C36 H36 119.0 . . ?
C33 C32 C17 119.77(11) . . ?
C33 C32 C37 119.60(11) . . ?
C37 C32 C17 120.61(11) . . ?
C13 C14 C15 125.18(10) . . ?
C23 C14 C13 117.90(11) . . ?
C23 C14 C15 116.71(11) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.43(12) . . ?
C25 C24 H24 119.8 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.96(12) . . ?
C19 C18 H18 120.0 . . ?
C23 C22 H22 119.4 . . ?
C21 C22 C23 121.17(11) . . ?
C21 C22 H22 119.4 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.68(12) . . ?
C3 C2 H2 119.2 . . ?
C10 C31 H31 120.1 . . ?
C30 C31 C10 119.75(11) . . ?
C30 C31 H31 120.1 . . ?
C4 C3 C8 120.59(11) . . ?
C2 C3 C4 119.18(11) . . ?
C2 C3 C8 120.24(11) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.94(12) . . ?
C22 C21 H21 120.0 . . ?
C20 C19 H19 119.3 . . ?
C18 C19 C20 121.40(12) . . ?
C18 C19 H19 119.3 . . ?
C29 C28 H28 120.0 . . ?
C27 C28 C29 120.02(12) . . ?
C27 C28 H28 120.0 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C35 C34 C33 122.03(12) . . ?
C35 C34 H34 119.0 . . ?
C33 C34 H34 119.0 . . ?
C26 C27 H27 119.4 . . ?
C28 C27 C26 121.29(11) . . ?
C28 C27 H27 119.4 . . ?
C33 C39 H39A 109.5 . . ?
C33 C39 H39B 109.5 . . ?
C33 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C35 C40 H40A 109.5 . . ?
C35 C40 H40B 109.5 . . ?
C35 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 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
C6 C5 C4 C10 -172.57(11) . . . . ?
C6 C5 C4 C3 4.51(17) . . . . ?
C6 C1 C2 C3 3.39(19) . . . . ?
C5 C6 C1 C2 -3.82(19) . . . . ?
C5 C6 C1 C7 177.09(12) . . . . ?
C5 C4 C3 C2 -4.92(18) . . . . ?
C5 C4 C3 C8 175.55(11) . . . . ?
C26 C13 C14 C15 -154.11(11) . . . . ?
C26 C13 C14 C23 20.40(16) . . . . ?
C26 C25 C24 C23 9.6(2) . . . . ?
C12 C13 C14 C15 31.04(18) . . . . ?
C12 C13 C14 C23 -154.45(11) . . . . ?
C12 C29 C28 C27 -7.08(18) . . . . ?
C13 C26 C25 C24 -0.79(19) . . . . ?
C13 C26 C27 C28 3.81(18) . . . . ?
C13 C12 C11 C10 174.96(11) . . . . ?
C13 C12 C29 C30 179.91(11) . . . . ?
C13 C12 C29 C28 -5.86(16) . . . . ?
C10 C4 C3 C2 172.15(11) . . . . ?
C10 C4 C3 C8 -7.38(18) . . . . ?
C11 C12 C13 C26 -154.70(11) . . . . ?
C11 C12 C13 C14 20.21(18) . . . . ?
C11 C12 C29 C30 -7.88(16) . . . . ?
C11 C12 C29 C28 166.35(11) . . . . ?
C11 C10 C4 C5 70.77(15) . . . . ?
C11 C10 C4 C3 -106.30(13) . . . . ?
C11 C10 C31 C30 -4.37(17) . . . . ?
C1 C6 C5 C4 -0.08(18) . . . . ?
C1 C6 C5 C9 177.59(11) . . . . ?
C1 C2 C3 C4 0.93(19) . . . . ?
C1 C2 C3 C8 -179.54(12) . . . . ?
C16 C17 C32 C33 65.97(16) . . . . ?
C16 C17 C32 C37 -112.36(13) . . . . ?
C16 C17 C18 C19 -3.75(19) . . . . ?
C16 C15 C20 C21 169.91(11) . . . . ?
C16 C15 C20 C19 -6.14(17) . . . . ?
C16 C15 C14 C13 16.37(18) . . . . ?
C16 C15 C14 C23 -158.20(11) . . . . ?
C30 C29 C28 C27 167.09(12) . . . . ?
C29 C12 C13 C26 17.05(16) . . . . ?
C29 C12 C13 C14 -168.04(11) . . . . ?
C29 C12 C11 C10 3.04(17) . . . . ?
C29 C30 C31 C10 -0.58(18) . . . . ?
C29 C28 C27 C26 8.25(19) . . . . ?
C17 C16 C15 C20 3.20(17) . . . . ?
C17 C16 C15 C14 175.59(11) . . . . ?
C17 C18 C19 C20 0.7(2) . . . . ?
C15 C16 C17 C32 -177.31(11) . . . . ?
C15 C16 C17 C18 1.73(18) . . . . ?
C15 C20 C21 C22 -7.67(19) . . . . ?
C15 C20 C19 C18 4.34(19) . . . . ?
C23 C22 C21 C20 6.34(19) . . . . ?
C4 C10 C11 C12 -176.48(10) . . . . ?
C4 C10 C31 C30 175.18(11) . . . . ?
C25 C26 C13 C12 161.12(11) . . . . ?
C25 C26 C13 C14 -14.22(17) . . . . ?
C25 C26 C27 C28 -173.51(12) . . . . ?
C20 C15 C14 C13 -171.39(11) . . . . ?
C20 C15 C14 C23 14.05(16) . . . . ?
C36 C35 C34 C33 -1.83(19) . . . . ?
C36 C37 C32 C33 -4.54(18) . . . . ?
C36 C37 C32 C17 173.79(11) . . . . ?
C32 C33 C34 C35 -2.66(19) . . . . ?
C32 C17 C18 C19 175.28(12) . . . . ?
C32 C37 C36 C35 -0.04(19) . . . . ?
C14 C15 C20 C21 -2.78(17) . . . . ?
C14 C15 C20 C19 -178.83(11) . . . . ?
C14 C23 C24 C25 -2.83(19) . . . . ?
C14 C23 C22 C21 5.70(19) . . . . ?
C24 C23 C14 C13 -12.24(17) . . . . ?
C24 C23 C14 C15 162.73(11) . . . . ?
C24 C23 C22 C21 -172.69(12) . . . . ?
C18 C17 C32 C33 -113.05(14) . . . . ?
C18 C17 C32 C37 68.62(16) . . . . ?
C22 C23 C14 C13 169.38(11) . . . . ?
C22 C23 C14 C15 -15.65(16) . . . . ?
C22 C23 C24 C25 175.57(12) . . . . ?
C31 C10 C11 C12 3.09(17) . . . . ?
C31 C10 C4 C5 -108.79(13) . . . . ?
C31 C10 C4 C3 74.14(15) . . . . ?
C31 C30 C29 C12 6.85(18) . . . . ?
C31 C30 C29 C28 -167.34(12) . . . . ?
C21 C20 C19 C18 -171.72(13) . . . . ?
C19 C20 C21 C22 168.35(12) . . . . ?
C9 C5 C4 C10 9.77(17) . . . . ?
C9 C5 C4 C3 -173.16(11) . . . . ?
C34 C35 C36 C37 3.20(19) . . . . ?
C34 C33 C32 C17 -172.50(11) . . . . ?
C34 C33 C32 C37 5.84(18) . . . . ?
C27 C26 C13 C12 -16.18(16) . . . . ?
C27 C26 C13 C14 168.48(11) . . . . ?
C27 C26 C25 C24 176.54(12) . . . . ?
C39 C33 C32 C17 9.08(17) . . . . ?
C39 C33 C32 C37 -172.57(11) . . . . ?
C39 C33 C34 C35 175.79(12) . . . . ?
C7 C1 C2 C3 -177.52(12) . . . . ?
C38 C37 C36 C35 179.18(12) . . . . ?
C38 C37 C32 C33 176.25(12) . . . . ?
C38 C37 C32 C17 -5.42(18) . . . . ?
C40 C35 C36 C37 -177.56(13) . . . . ?
C40 C35 C34 C33 178.93(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_appiariusy220713_0m
_database_code_depnum_ccdc_archive 'CCDC 2192801'
loop_
_audit_author_name
_audit_author_address
'Pim Puylaert'
;University of Bremen
Germany
;
_audit_update_record             
;
2022-07-26 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_audit_creation_date             2022-07-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H36'
_chemical_formula_sum            'C44 H36'
_chemical_formula_weight         564.73
_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'

_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                   29.1349(9)
_cell_length_b                   13.8389(5)
_cell_length_c                   14.8881(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.9530(10)
_cell_angle_gamma                90
_cell_volume                     5994.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.19
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7146
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1309 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.9578.
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             2400
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4.00 2.00 -1.00 0.1670
-4.00 -3.00 4.00 0.1390
-4.00 -1.00 3.00 0.1160
-4.00 3.00 1.00 0.1630
-4.00 -1.00 4.00 0.0950
-4.00 2.00 3.00 0.1290
-4.00 1.00 4.00 0.0910
-3.00 -1.00 0.00 0.1750
-3.00 3.00 -1.00 0.1730
-3.00 -2.00 1.00 0.1810
-3.00 1.00 0.00 0.1590
-3.00 -2.00 2.00 0.1540
-3.00 0.00 4.00 0.0940
-2.00 -4.00 1.00 0.2100
-1.00 0.00 0.00 0.1460
-1.00 -4.00 2.00 0.1900
-1.00 0.00 1.00 0.0870
-1.00 -2.00 3.00 0.1280
0.00 3.00 -1.00 0.1770
0.00 -2.00 1.00 0.1790
1.00 0.00 0.00 0.0380
1.00 4.00 -4.00 0.1490
1.00 1.00 -2.00 0.1060
2.00 4.00 -1.00 0.1340
2.00 3.00 -1.00 0.1220
2.00 3.00 -2.00 0.1120
2.00 0.00 -1.00 0.0090
2.00 0.00 -3.00 0.0410
3.00 3.00 -2.00 0.0970
3.00 3.00 -4.00 0.1010
3.00 -3.00 -2.00 0.0990
4.00 -1.00 0.00 0.0550
4.00 2.00 -1.00 0.0700
4.00 1.00 -1.00 0.0460
4.00 0.00 -1.00 0.0210
4.00 -2.00 -1.00 0.0650
4.00 1.00 -3.00 0.0310
4.00 0.00 -3.00 0.0140
4.00 -1.00 -3.00 0.0330
4.00 -1.00 -4.00 0.0460

_exptl_crystal_size_max          0.453
_exptl_crystal_size_mid          0.375
_exptl_crystal_size_min          0.174
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            55111
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.559
_diffrn_reflns_theta_min         2.564
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_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                7139
_reflns_number_total             9154
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         9154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0534
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0583P)²+7.2854P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1345
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C38(H38), C6(H6), C11(H11), C2(H2), C19(H19), C35(H35), C40(H40),
 C20(H20), C22(H22), C34(H34), C32(H32), C31(H31), C28(H28), C23(H23), C25(H25),
  C29(H29), C26(H26)
1.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C), C44(H44A,H44B,H44C), C43(H43A,H43B,H43C),
 C9(H9A,H9B,H9C), C42(H42A,H42B,H42C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C17 C 0.63114(4) 0.35703(9) 0.59327(8) 0.0119(2) Uani 1 1 d . . . . .
H17 H 0.655072 0.331084 0.559586 0.014 Uiso 1 1 calc R U . . .
C12 C 0.63134(4) 0.18085(9) 0.46250(8) 0.0127(2) Uani 1 1 d . . . . .
C16 C 0.60917(4) 0.29606(9) 0.65450(8) 0.0121(2) Uani 1 1 d . . . . .
C38 C 0.65704(4) 0.57365(9) 0.36901(8) 0.0150(2) Uani 1 1 d . . . . .
H38 H 0.649375 0.572102 0.306224 0.018 Uiso 1 1 calc R U . . .
C18 C 0.61898(4) 0.45286(9) 0.58085(8) 0.0125(2) Uani 1 1 d . . . . .
C21 C 0.57434(4) 0.33795(9) 0.70533(8) 0.0146(2) Uani 1 1 d . . . . .
C10 C 0.55038(4) 0.18498(9) 0.40862(8) 0.0137(2) Uani 1 1 d . . . . .
C6 C 0.42661(4) 0.23067(9) 0.46496(8) 0.0162(2) Uani 1 1 d . . . . .
H6 H 0.408689 0.281218 0.488396 0.019 Uiso 1 1 calc R U . . .
C14 C 0.65916(4) 0.14785(9) 0.62641(8) 0.0138(2) Uani 1 1 d . . . . .
C36 C 0.64426(4) 0.51599(9) 0.51864(8) 0.0127(2) Uani 1 1 d . . . . .
C4 C 0.50031(4) 0.17061(9) 0.42286(8) 0.0139(2) Uani 1 1 d . . . . .
C11 C 0.58377(4) 0.17416(9) 0.47764(8) 0.0128(2) Uani 1 1 d . . . . .
H11 H 0.574526 0.161891 0.536835 0.015 Uiso 1 1 calc R U . . .
C37 C 0.63329(4) 0.51404(9) 0.42580(8) 0.0143(2) Uani 1 1 d . . . . .
C5 C 0.47370(4) 0.24482(9) 0.45775(8) 0.0150(2) Uani 1 1 d . . . . .
C2 C 0.43217(4) 0.07086(9) 0.40527(8) 0.0166(2) Uani 1 1 d . . . . .
H2 H 0.418055 0.011602 0.387196 0.020 Uiso 1 1 calc R U . . .
C19 C 0.58255(4) 0.49118(9) 0.62848(9) 0.0159(2) Uani 1 1 d . . . . .
H19 H 0.573106 0.556236 0.618917 0.019 Uiso 1 1 calc R U . . .
C13 C 0.66720(4) 0.15919(9) 0.53172(8) 0.0135(2) Uani 1 1 d . . . . .
C35 C 0.56406(4) 0.20638(10) 0.32098(8) 0.0180(3) Uani 1 1 d . . . . .
H35 H 0.541429 0.216074 0.273589 0.022 Uiso 1 1 calc R U . . .
C30 C 0.71156(4) 0.13749(9) 0.50283(9) 0.0170(2) Uani 1 1 d . . . . .
C1 C 0.40514(4) 0.14447(10) 0.43873(8) 0.0167(2) Uani 1 1 d . . . . .
C40 C 0.70243(4) 0.63603(9) 0.49380(9) 0.0173(2) Uani 1 1 d . . . . .
H40 H 0.726274 0.677235 0.517035 0.021 Uiso 1 1 calc R U . . .
C33 C 0.64412(4) 0.19874(9) 0.37303(8) 0.0156(2) Uani 1 1 d . . . . .
C41 C 0.67921(4) 0.57783(9) 0.55327(8) 0.0158(2) Uani 1 1 d . . . . .
C3 C 0.47939(4) 0.08207(9) 0.39768(8) 0.0152(2) Uani 1 1 d . . . . .
C20 C 0.56081(4) 0.43443(10) 0.68858(9) 0.0167(2) Uani 1 1 d . . . . .
H20 H 0.536025 0.460681 0.719712 0.020 Uiso 1 1 calc R U . . .
C39 C 0.69174(4) 0.63555(9) 0.40155(9) 0.0159(2) Uani 1 1 d . . . . .
C24 C 0.61057(5) 0.15640(10) 0.75641(8) 0.0180(3) Uani 1 1 d . . . . .
C15 C 0.62489(4) 0.19826(9) 0.67562(8) 0.0132(2) Uani 1 1 d . . . . .
C22 C 0.55608(5) 0.28515(11) 0.77812(9) 0.0196(3) Uani 1 1 d . . . . .
H22 H 0.530787 0.310456 0.808355 0.023 Uiso 1 1 calc R U . . .
C34 C 0.60972(5) 0.21319(10) 0.30403(9) 0.0186(3) Uani 1 1 d . . . . .
H34 H 0.618374 0.227879 0.244911 0.022 Uiso 1 1 calc R U . . .
C32 C 0.69150(4) 0.19528(10) 0.35194(9) 0.0188(3) Uani 1 1 d . . . . .
H32 H 0.700514 0.216334 0.294729 0.023 Uiso 1 1 calc R U . . .
C31 C 0.72357(4) 0.16183(10) 0.41389(10) 0.0197(3) Uani 1 1 d . . . . .
H31 H 0.754492 0.154545 0.397691 0.024 Uiso 1 1 calc R U . . .
C8 C 0.50780(5) -0.00170(10) 0.36719(9) 0.0206(3) Uani 1 1 d . . . . .
H8A H 0.527059 0.019615 0.318902 0.031 Uiso 1 1 calc R U . . .
H8B H 0.487393 -0.053686 0.344947 0.031 Uiso 1 1 calc R U . . .
H8C H 0.527404 -0.025473 0.417918 0.031 Uiso 1 1 calc R U . . .
C28 C 0.73085(5) 0.05449(10) 0.64213(10) 0.0231(3) Uani 1 1 d . . . . .
H28 H 0.750490 0.011735 0.676011 0.028 Uiso 1 1 calc R U . . .
C27 C 0.68836(5) 0.08280(9) 0.67642(9) 0.0189(3) Uani 1 1 d . . . . .
C23 C 0.57467(5) 0.19948(11) 0.80397(9) 0.0211(3) Uani 1 1 d . . . . .
H23 H 0.563576 0.167353 0.854904 0.025 Uiso 1 1 calc R U . . .
C25 C 0.63474(5) 0.07512(10) 0.79516(9) 0.0231(3) Uani 1 1 d . . . . .
H25 H 0.623008 0.042063 0.844991 0.028 Uiso 1 1 calc R U . . .
C29 C 0.74375(5) 0.08771(10) 0.56162(10) 0.0217(3) Uani 1 1 d . . . . .
H29 H 0.774321 0.077822 0.544266 0.026 Uiso 1 1 calc R U . . .
C7 C 0.35399(5) 0.13080(11) 0.44632(10) 0.0236(3) Uani 1 1 d . . . . .
H7A H 0.342731 0.176857 0.490077 0.035 Uiso 1 1 calc R U . . .
H7B H 0.347921 0.064749 0.466265 0.035 Uiso 1 1 calc R U . . .
H7C H 0.338182 0.141931 0.387534 0.035 Uiso 1 1 calc R U . . .
C44 C 0.71721(5) 0.69900(10) 0.33787(10) 0.0222(3) Uani 1 1 d . . . . .
H44A H 0.709832 0.678629 0.275750 0.033 Uiso 1 1 calc R U . . .
H44B H 0.750373 0.692985 0.351243 0.033 Uiso 1 1 calc R U . . .
H44C H 0.707904 0.766449 0.345387 0.033 Uiso 1 1 calc R U . . .
C43 C 0.59573(5) 0.44924(11) 0.38701(9) 0.0209(3) Uani 1 1 d . . . . .
H43A H 0.565810 0.479797 0.394302 0.031 Uiso 1 1 calc R U . . .
H43B H 0.596847 0.387075 0.418567 0.031 Uiso 1 1 calc R U . . .
H43C H 0.600115 0.438702 0.322925 0.031 Uiso 1 1 calc R U . . .
C9 C 0.49532(5) 0.33943(10) 0.48740(10) 0.0208(3) Uani 1 1 d . . . . .
H9A H 0.505062 0.374844 0.434653 0.031 Uiso 1 1 calc R U . . .
H9B H 0.522078 0.326765 0.528298 0.031 Uiso 1 1 calc R U . . .
H9C H 0.472857 0.378108 0.518491 0.031 Uiso 1 1 calc R U . . .
C26 C 0.67444(5) 0.04570(10) 0.76027(10) 0.0236(3) Uani 1 1 d . . . . .
H26 H 0.693273 -0.000247 0.792040 0.028 Uiso 1 1 calc R U . . .
C42 C 0.69218(5) 0.58016(11) 0.65277(9) 0.0253(3) Uani 1 1 d . . . . .
H42A H 0.666719 0.607301 0.685148 0.038 Uiso 1 1 calc R U . . .
H42B H 0.719603 0.620349 0.663546 0.038 Uiso 1 1 calc R U . . .
H42C H 0.698619 0.514340 0.674186 0.038 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
C17 H17 0.9500 . ?
C17 C16 1.4188(16) . ?
C17 C18 1.3826(17) . ?
C12 C11 1.4184(16) . ?
C12 C13 1.4604(16) . ?
C12 C33 1.4232(17) . ?
C16 C21 1.4205(17) . ?
C16 C15 1.4580(17) . ?
C38 H38 0.9500 . ?
C38 C37 1.3909(18) . ?
C38 C39 1.3929(18) . ?
C18 C36 1.4947(17) . ?
C18 C19 1.4099(17) . ?
C21 C20 1.4107(18) . ?
C21 C22 1.4320(18) . ?
C10 C4 1.4982(17) . ?
C10 C11 1.3863(16) . ?
C10 C35 1.4151(17) . ?
C6 H6 0.9500 . ?
C6 C5 1.3955(17) . ?
C6 C1 1.3934(18) . ?
C14 C13 1.4495(18) . ?
C14 C15 1.4477(18) . ?
C14 C27 1.4224(17) . ?
C36 C37 1.4028(17) . ?
C36 C41 1.4074(17) . ?
C4 C5 1.4024(18) . ?
C4 C3 1.4107(17) . ?
C11 H11 0.9500 . ?
C37 C43 1.5065(17) . ?
C5 C9 1.5090(18) . ?
C2 H2 0.9500 . ?
C2 C1 1.3951(19) . ?
C2 C3 1.3950(18) . ?
C19 H19 0.9500 . ?
C19 C20 1.3702(18) . ?
C13 C30 1.4152(17) . ?
C35 H35 0.9500 . ?
C35 C34 1.3701(18) . ?
C30 C31 1.427(2) . ?
C30 C29 1.4268(18) . ?
C1 C7 1.5121(18) . ?
C40 H40 0.9500 . ?
C40 C41 1.3971(18) . ?
C40 C39 1.3926(18) . ?
C33 C34 1.4120(18) . ?
C33 C32 1.4320(18) . ?
C41 C42 1.5101(18) . ?
C3 C8 1.5078(18) . ?
C20 H20 0.9500 . ?
C39 C44 1.5144(18) . ?
C24 C15 1.4172(17) . ?
C24 C23 1.424(2) . ?
C24 C25 1.4326(19) . ?
C22 H22 0.9500 . ?
C22 C23 1.351(2) . ?
C34 H34 0.9500 . ?
C32 H32 0.9500 . ?
C32 C31 1.360(2) . ?
C31 H31 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C28 H28 0.9500 . ?
C28 C27 1.418(2) . ?
C28 C29 1.355(2) . ?
C27 C26 1.428(2) . ?
C23 H23 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.355(2) . ?
C29 H29 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C26 H26 0.9500 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 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
C16 C17 H17 118.8 . . ?
C18 C17 H17 118.8 . . ?
C18 C17 C16 122.36(11) . . ?
C11 C12 C13 122.94(11) . . ?
C11 C12 C33 117.71(11) . . ?
C33 C12 C13 118.94(11) . . ?
C17 C16 C21 117.26(11) . . ?
C17 C16 C15 122.92(11) . . ?
C21 C16 C15 119.28(11) . . ?
C37 C38 H38 119.1 . . ?
C37 C38 C39 121.88(11) . . ?
C39 C38 H38 119.1 . . ?
C17 C18 C36 120.82(11) . . ?
C17 C18 C19 119.20(11) . . ?
C19 C18 C36 119.97(11) . . ?
C16 C21 C22 119.89(12) . . ?
C20 C21 C16 119.53(11) . . ?
C20 C21 C22 120.36(12) . . ?
C11 C10 C4 122.14(11) . . ?
C11 C10 C35 119.07(11) . . ?
C35 C10 C4 118.74(10) . . ?
C5 C6 H6 119.1 . . ?
C1 C6 H6 119.1 . . ?
C1 C6 C5 121.83(12) . . ?
C15 C14 C13 126.18(11) . . ?
C27 C14 C13 117.08(11) . . ?
C27 C14 C15 116.72(11) . . ?
C37 C36 C18 120.31(11) . . ?
C37 C36 C41 119.77(11) . . ?
C41 C36 C18 119.92(11) . . ?
C5 C4 C10 121.07(11) . . ?
C5 C4 C3 119.67(11) . . ?
C3 C4 C10 119.22(11) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 C12 121.95(11) . . ?
C10 C11 H11 119.0 . . ?
C38 C37 C36 119.49(11) . . ?
C38 C37 C43 119.62(11) . . ?
C36 C37 C43 120.89(11) . . ?
C6 C5 C4 119.35(11) . . ?
C6 C5 C9 119.76(12) . . ?
C4 C5 C9 120.89(11) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C3 C2 C1 121.66(12) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.89(12) . . ?
C20 C19 H19 120.1 . . ?
C14 C13 C12 124.26(11) . . ?
C30 C13 C12 117.42(11) . . ?
C30 C13 C14 117.94(11) . . ?
C10 C35 H35 119.8 . . ?
C34 C35 C10 120.43(11) . . ?
C34 C35 H35 119.8 . . ?
C13 C30 C31 120.21(12) . . ?
C13 C30 C29 119.85(13) . . ?
C29 C30 C31 119.89(12) . . ?
C6 C1 C2 118.15(11) . . ?
C6 C1 C7 121.07(12) . . ?
C2 C1 C7 120.79(12) . . ?
C41 C40 H40 119.0 . . ?
C39 C40 H40 119.0 . . ?
C39 C40 C41 122.08(12) . . ?
C12 C33 C32 120.07(11) . . ?
C34 C33 C12 119.69(11) . . ?
C34 C33 C32 120.09(12) . . ?
C36 C41 C42 120.80(11) . . ?
C40 C41 C36 118.89(11) . . ?
C40 C41 C42 120.30(12) . . ?
C4 C3 C8 120.77(11) . . ?
C2 C3 C4 119.30(12) . . ?
C2 C3 C8 119.86(12) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 C21 121.57(11) . . ?
C19 C20 H20 119.2 . . ?
C38 C39 C44 120.60(12) . . ?
C40 C39 C38 117.87(12) . . ?
C40 C39 C44 121.52(12) . . ?
C15 C24 C23 120.46(12) . . ?
C15 C24 C25 120.17(13) . . ?
C23 C24 C25 119.14(12) . . ?
C14 C15 C16 123.74(11) . . ?
C24 C15 C16 117.36(11) . . ?
C24 C15 C14 118.26(11) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.28(12) . . ?
C23 C22 H22 119.9 . . ?
C35 C34 C33 121.06(12) . . ?
C35 C34 H34 119.5 . . ?
C33 C34 H34 119.5 . . ?
C33 C32 H32 120.0 . . ?
C31 C32 C33 119.94(13) . . ?
C31 C32 H32 120.0 . . ?
C30 C31 H31 119.4 . . ?
C32 C31 C30 121.13(12) . . ?
C32 C31 H31 119.4 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C29 C28 C27 120.79(12) . . ?
C14 C27 C26 119.73(13) . . ?
C28 C27 C14 119.74(13) . . ?
C28 C27 C26 120.54(12) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 C24 121.32(12) . . ?
C22 C23 H23 119.3 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.55(13) . . ?
C26 C25 H25 120.2 . . ?
C30 C29 H29 119.9 . . ?
C28 C29 C30 120.19(12) . . ?
C28 C29 H29 119.9 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C39 C44 H44A 109.5 . . ?
C39 C44 H44B 109.5 . . ?
C39 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C37 C43 H43A 109.5 . . ?
C37 C43 H43B 109.5 . . ?
C37 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C27 C26 H26 119.5 . . ?
C25 C26 C27 120.93(12) . . ?
C25 C26 H26 119.5 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
C17 C16 C21 C20 4.63(17) . . . . ?
C17 C16 C21 C22 -169.98(11) . . . . ?
C17 C16 C15 C14 -10.53(17) . . . . ?
C17 C16 C15 C24 160.11(11) . . . . ?
C17 C18 C36 C37 82.13(15) . . . . ?
C17 C18 C36 C41 -97.96(14) . . . . ?
C17 C18 C19 C20 2.32(18) . . . . ?
C12 C13 C30 C31 16.83(18) . . . . ?
C12 C13 C30 C29 -160.70(11) . . . . ?
C12 C33 C34 C35 -2.7(2) . . . . ?
C12 C33 C32 C31 9.21(19) . . . . ?
C16 C17 C18 C36 177.36(11) . . . . ?
C16 C17 C18 C19 -1.95(17) . . . . ?
C16 C21 C20 C19 -4.42(18) . . . . ?
C16 C21 C22 C23 6.06(19) . . . . ?
C18 C17 C16 C21 -1.53(17) . . . . ?
C18 C17 C16 C15 -173.04(11) . . . . ?
C18 C36 C37 C38 179.69(11) . . . . ?
C18 C36 C37 C43 0.49(18) . . . . ?
C18 C36 C41 C40 179.88(11) . . . . ?
C18 C36 C41 C42 1.04(19) . . . . ?
C18 C19 C20 C21 0.86(19) . . . . ?
C21 C16 C15 C14 178.12(11) . . . . ?
C21 C16 C15 C24 -11.23(16) . . . . ?
C21 C22 C23 C24 -4.2(2) . . . . ?
C10 C4 C5 C6 176.15(11) . . . . ?
C10 C4 C5 C9 -3.80(18) . . . . ?
C10 C4 C3 C2 -175.74(11) . . . . ?
C10 C4 C3 C8 7.31(17) . . . . ?
C10 C35 C34 C33 0.3(2) . . . . ?
C14 C13 C30 C31 -169.96(11) . . . . ?
C14 C13 C30 C29 12.51(17) . . . . ?
C14 C27 C26 C25 -3.2(2) . . . . ?
C36 C18 C19 C20 -177.00(11) . . . . ?
C4 C10 C11 C12 175.29(11) . . . . ?
C4 C10 C35 C34 -175.33(12) . . . . ?
C11 C12 C13 C14 -12.96(19) . . . . ?
C11 C12 C13 C30 159.78(12) . . . . ?
C11 C12 C33 C34 2.69(18) . . . . ?
C11 C12 C33 C32 -172.89(12) . . . . ?
C11 C10 C4 C5 82.90(16) . . . . ?
C11 C10 C4 C3 -99.39(14) . . . . ?
C11 C10 C35 C34 2.1(2) . . . . ?
C37 C38 C39 C40 0.32(19) . . . . ?
C37 C38 C39 C44 179.52(12) . . . . ?
C37 C36 C41 C40 -0.22(18) . . . . ?
C37 C36 C41 C42 -179.06(12) . . . . ?
C5 C6 C1 C2 0.58(19) . . . . ?
C5 C6 C1 C7 -179.48(12) . . . . ?
C5 C4 C3 C2 2.01(18) . . . . ?
C5 C4 C3 C8 -174.94(12) . . . . ?
C19 C18 C36 C37 -98.56(14) . . . . ?
C19 C18 C36 C41 81.35(15) . . . . ?
C13 C12 C11 C10 -172.99(12) . . . . ?
C13 C12 C33 C34 175.64(12) . . . . ?
C13 C12 C33 C32 0.06(18) . . . . ?
C13 C14 C15 C16 -31.33(18) . . . . ?
C13 C14 C15 C24 158.10(12) . . . . ?
C13 C14 C27 C28 18.35(17) . . . . ?
C13 C14 C27 C26 -160.97(12) . . . . ?
C13 C30 C31 C32 -7.99(19) . . . . ?
C13 C30 C29 C28 5.19(19) . . . . ?
C35 C10 C4 C5 -99.77(14) . . . . ?
C35 C10 C4 C3 77.95(16) . . . . ?
C35 C10 C11 C12 -2.04(19) . . . . ?
C1 C6 C5 C4 0.25(19) . . . . ?
C1 C6 C5 C9 -179.79(12) . . . . ?
C1 C2 C3 C4 -1.18(19) . . . . ?
C1 C2 C3 C8 175.79(12) . . . . ?
C33 C12 C11 C10 -0.34(18) . . . . ?
C33 C12 C13 C14 174.48(11) . . . . ?
C33 C12 C13 C30 -12.78(17) . . . . ?
C33 C32 C31 C30 -5.4(2) . . . . ?
C41 C36 C37 C38 -0.22(18) . . . . ?
C41 C36 C37 C43 -179.42(12) . . . . ?
C41 C40 C39 C38 -0.78(19) . . . . ?
C41 C40 C39 C44 -179.97(12) . . . . ?
C3 C4 C5 C6 -1.56(18) . . . . ?
C3 C4 C5 C9 178.49(11) . . . . ?
C3 C2 C1 C6 -0.11(19) . . . . ?
C3 C2 C1 C7 179.95(12) . . . . ?
C20 C21 C22 C23 -168.51(12) . . . . ?
C39 C38 C37 C36 0.17(19) . . . . ?
C39 C38 C37 C43 179.38(12) . . . . ?
C39 C40 C41 C36 0.73(19) . . . . ?
C39 C40 C41 C42 179.58(13) . . . . ?
C24 C25 C26 C27 -11.2(2) . . . . ?
C15 C16 C21 C20 176.46(11) . . . . ?
C15 C16 C21 C22 1.84(17) . . . . ?
C15 C14 C13 C12 -32.73(19) . . . . ?
C15 C14 C13 C30 154.56(12) . . . . ?
C15 C14 C27 C28 -160.21(12) . . . . ?
C15 C14 C27 C26 20.47(17) . . . . ?
C15 C24 C23 C22 -5.75(19) . . . . ?
C15 C24 C25 C26 7.77(19) . . . . ?
C22 C21 C20 C19 170.17(12) . . . . ?
C34 C33 C32 C31 -166.35(13) . . . . ?
C32 C33 C34 C35 172.88(13) . . . . ?
C31 C30 C29 C28 -172.34(13) . . . . ?
C28 C27 C26 C25 177.50(13) . . . . ?
C27 C14 C13 C12 148.87(12) . . . . ?
C27 C14 C13 C30 -23.84(16) . . . . ?
C27 C14 C15 C16 147.08(11) . . . . ?
C27 C14 C15 C24 -23.49(16) . . . . ?
C27 C28 C29 C30 -11.2(2) . . . . ?
C23 C24 C15 C16 13.26(17) . . . . ?
C23 C24 C15 C14 -175.56(11) . . . . ?
C23 C24 C25 C26 -166.87(13) . . . . ?
C25 C24 C15 C16 -161.30(11) . . . . ?
C25 C24 C15 C14 9.88(17) . . . . ?
C25 C24 C23 C22 168.87(13) . . . . ?
C29 C30 C31 C32 169.53(13) . . . . ?
C29 C28 C27 C14 -0.9(2) . . . . ?
C29 C28 C27 C26 178.46(13) . . . . ?

_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_appiariusy210309_0ma
_database_code_depnum_ccdc_archive 'CCDC 2192803'
loop_
_audit_author_name
_audit_author_address
'Pim Puylaert'
;University of Bremen
Germany
;
_audit_update_record             
;
2022-07-26 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_audit_creation_date             2022-07-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H36 B2 N2'
_chemical_formula_sum            'C40 H36 B2 N2'
_chemical_formula_weight         566.33
_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'

_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                   29.2871(11)
_cell_length_b                   13.7319(5)
_cell_length_c                   15.0245(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.365(2)
_cell_angle_gamma                90
_cell_volume                     6024.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9080
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      36.30
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7164
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1310 before and 0.0552 after correction.
The Ratio of minimum to maximum transmission is 0.9602.
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_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0575
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            76344
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.095
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5928
_reflns_number_total             7480
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         7480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0718P)²+7.1174P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1473
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C113(H113), C110(H110), C16(H16), C115(H115), C13(H13), C109(H109),
 C12(H12), C107(H107), C104(H104), C106(H106), C9(H9), C4(H4), C10(H10), C6(H6),
  C7(H7)
2.b Idealised Me refined as rotating group:
 C117(H11A,H11B,H11C), C119(H11D,H11E,H11F), C20(H20A,H20B,H20C), C118(H11G,
 H11H,H11I), C22(H22A,H22B,H22C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
N1 N 0.37239(4) 0.64895(9) 0.40690(8) 0.0169(2) Uani 1 1 d . . . . .
N101 N 0.41427(4) 0.82235(9) 0.52563(8) 0.0180(2) Uani 1 1 d . . . . .
C112 C 0.52856(5) 0.75461(11) 0.53486(10) 0.0211(3) Uani 1 1 d . . . . .
C18 C 0.34281(5) 0.42821(11) 0.63442(10) 0.0209(3) Uani 1 1 d . . . . .
H18 H 0.351385 0.429580 0.696669 0.025 Uiso 1 1 calc R U . . .
C101 C 0.36803(5) 0.81792(10) 0.54042(10) 0.0185(3) Uani 1 1 d . . . . .
C111 C 0.50281(5) 0.82927(11) 0.57131(9) 0.0191(3) Uani 1 1 d . . . . .
C14 C 0.35430(5) 0.48602(10) 0.48578(10) 0.0189(3) Uani 1 1 d . . . . .
C116 C 0.52541(5) 0.91716(11) 0.59598(9) 0.0208(3) Uani 1 1 d . . . . .
C1 C 0.39242(5) 0.70940(11) 0.34688(9) 0.0188(3) Uani 1 1 d . . . . .
C113 C 0.57488(5) 0.76758(12) 0.52528(10) 0.0228(3) Uani 1 1 d . . . . .
H113 H 0.591735 0.716101 0.501106 0.027 Uiso 1 1 calc R U . . .
C19 C 0.36604(5) 0.48703(11) 0.57812(10) 0.0206(3) Uani 1 1 d . . . . .
C17 C 0.30734(5) 0.36722(11) 0.60268(11) 0.0234(3) Uani 1 1 d . . . . .
C110 C 0.43661(5) 0.79360(13) 0.68638(10) 0.0260(3) Uani 1 1 d . . . . .
H110 H 0.458923 0.784944 0.735026 0.031 Uiso 1 1 calc R U . . .
C108 C 0.35656(5) 0.80109(11) 0.62841(10) 0.0229(3) Uani 1 1 d . . . . .
C11 C 0.42590(5) 0.66834(12) 0.29619(10) 0.0230(3) Uani 1 1 d . . . . .
C114 C 0.59739(5) 0.85359(12) 0.54996(10) 0.0234(3) Uani 1 1 d . . . . .
C16 C 0.29550(6) 0.36720(11) 0.51161(11) 0.0259(3) Uani 1 1 d . . . . .
H16 H 0.271022 0.326890 0.488567 0.031 Uiso 1 1 calc R U . . .
C102 C 0.33279(5) 0.83852(10) 0.47046(10) 0.0205(3) Uani 1 1 d . . . . .
C115 C 0.57200(5) 0.92784(11) 0.58539(10) 0.0228(3) Uani 1 1 d . . . . .
H115 H 0.586772 0.987200 0.602767 0.027 Uiso 1 1 calc R U . . .
C3 C 0.34107(5) 0.85335(10) 0.37743(10) 0.0219(3) Uani 1 1 d . . . . .
C2 C 0.37615(5) 0.80674(11) 0.32954(10) 0.0212(3) Uani 1 1 d . . . . .
C13 C 0.41960(5) 0.50810(12) 0.36583(10) 0.0243(3) Uani 1 1 d . . . . .
H13 H 0.428933 0.441995 0.371544 0.029 Uiso 1 1 calc R U . . .
C117 C 0.64825(5) 0.86625(13) 0.54021(12) 0.0307(4) Uani 1 1 d . . . . .
H11A H 0.665543 0.846051 0.595541 0.046 Uiso 1 1 calc R U . . .
H11B H 0.654741 0.934806 0.528179 0.046 Uiso 1 1 calc R U . . .
H11C H 0.657307 0.826048 0.490613 0.046 Uiso 1 1 calc R U . . .
C15 C 0.31848(5) 0.42469(11) 0.45268(10) 0.0234(3) Uani 1 1 d . . . . .
C119 C 0.49900(6) 1.00141(12) 0.63095(11) 0.0266(3) Uani 1 1 d . . . . .
H11D H 0.480747 1.032416 0.581414 0.040 Uiso 1 1 calc R U . . .
H11E H 0.520446 1.049000 0.659149 0.040 Uiso 1 1 calc R U . . .
H11F H 0.478656 0.977574 0.675000 0.040 Uiso 1 1 calc R U . . .
C109 C 0.39159(6) 0.78759(12) 0.69905(10) 0.0261(3) Uani 1 1 d . . . . .
H109 H 0.382775 0.773830 0.757294 0.031 Uiso 1 1 calc R U . . .
C105 C 0.28818(5) 0.85838(11) 0.49768(12) 0.0263(3) Uani 1 1 d . . . . .
C12 C 0.43939(5) 0.56887(12) 0.30938(11) 0.0260(3) Uani 1 1 d . . . . .
H12 H 0.463470 0.544338 0.276823 0.031 Uiso 1 1 calc R U . . .
C20 C 0.28273(6) 0.30384(12) 0.66659(12) 0.0309(4) Uani 1 1 d . . . . .
H20A H 0.292467 0.236006 0.660787 0.046 Uiso 1 1 calc R U . . .
H20B H 0.249597 0.308566 0.652292 0.046 Uiso 1 1 calc R U . . .
H20C H 0.290246 0.326039 0.727953 0.046 Uiso 1 1 calc R U . . .
C118 C 0.50567(6) 0.65964(12) 0.50674(12) 0.0292(4) Uani 1 1 d . . . . .
H11G H 0.495528 0.626234 0.559398 0.044 Uiso 1 1 calc R U . . .
H11H H 0.527480 0.618281 0.477908 0.044 Uiso 1 1 calc R U . . .
H11I H 0.479157 0.672849 0.464677 0.044 Uiso 1 1 calc R U . . .
C8 C 0.39022(6) 0.85216(12) 0.25042(10) 0.0289(4) Uani 1 1 d . . . . .
C107 C 0.30974(6) 0.80486(12) 0.64731(12) 0.0279(3) Uani 1 1 d . . . . .
H107 H 0.301265 0.785416 0.704458 0.033 Uiso 1 1 calc R U . . .
C104 C 0.25573(6) 0.90773(13) 0.43777(13) 0.0336(4) Uani 1 1 d . . . . .
H104 H 0.225051 0.915666 0.452953 0.040 Uiso 1 1 calc R U . . .
C106 C 0.27697(6) 0.83584(13) 0.58489(12) 0.0306(4) Uani 1 1 d . . . . .
H106 H 0.246227 0.842373 0.600148 0.037 Uiso 1 1 calc R U . . .
C22 C 0.40468(6) 0.55066(13) 0.61621(11) 0.0289(4) Uani 1 1 d . . . . .
H22A H 0.399552 0.567732 0.677990 0.043 Uiso 1 1 calc R U . . .
H22B H 0.405901 0.610199 0.580511 0.043 Uiso 1 1 calc R U . . .
H22C H 0.433715 0.515394 0.614882 0.043 Uiso 1 1 calc R U . . .
C5 C 0.31136(6) 0.91865(11) 0.32793(12) 0.0297(4) Uani 1 1 d . . . . .
C9 C 0.42486(6) 0.81155(14) 0.20327(11) 0.0335(4) Uani 1 1 d . . . . .
H9 H 0.435887 0.846228 0.154566 0.040 Uiso 1 1 calc R U . . .
C4 C 0.26858(6) 0.94310(12) 0.35965(13) 0.0356(4) Uani 1 1 d . . . . .
H4 H 0.248483 0.985283 0.325274 0.043 Uiso 1 1 calc R U . . .
C21 C 0.30461(7) 0.42155(14) 0.35369(11) 0.0360(4) Uani 1 1 d . . . . .
H21A H 0.298450 0.487820 0.331739 0.054 Uiso 1 1 calc R U . . .
H21B H 0.276943 0.381808 0.343039 0.054 Uiso 1 1 calc R U . . .
H21C H 0.329457 0.392990 0.322140 0.054 Uiso 1 1 calc R U . . .
C10 C 0.44290(6) 0.72364(14) 0.22599(11) 0.0316(4) Uani 1 1 d . . . . .
H10 H 0.467272 0.698498 0.194593 0.038 Uiso 1 1 calc R U . . .
C6 C 0.32531(7) 0.95948(13) 0.24710(13) 0.0371(4) Uani 1 1 d . . . . .
H6 H 0.306085 1.005789 0.215781 0.045 Uiso 1 1 calc R U . . .
C7 C 0.36517(7) 0.93397(13) 0.21396(12) 0.0369(4) Uani 1 1 d . . . . .
H7 H 0.376519 0.970300 0.166562 0.044 Uiso 1 1 calc R U . . .
B101 B 0.45126(6) 0.81449(12) 0.59292(11) 0.0201(3) Uani 1 1 d . . . . .
B1 B 0.38200(6) 0.54815(12) 0.41998(10) 0.0184(3) Uani 1 1 d . . . . .
H101 H 0.4201(6) 0.8378(14) 0.4707(13) 0.026(5) Uiso 1 1 d . . . . .
H1 H 0.3505(7) 0.6771(15) 0.4360(13) 0.029(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3880(18) . ?
N1 B1 1.423(2) . ?
N1 H1 0.89(2) . ?
N101 C101 1.3903(18) . ?
N101 B101 1.429(2) . ?
N101 H101 0.881(19) . ?
C112 C111 1.408(2) . ?
C112 C113 1.387(2) . ?
C112 C118 1.512(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(2) . ?
C18 C17 1.390(2) . ?
C101 C108 1.408(2) . ?
C101 C102 1.444(2) . ?
C111 C116 1.412(2) . ?
C111 B101 1.581(2) . ?
C14 C19 1.404(2) . ?
C14 C15 1.406(2) . ?
C14 B1 1.577(2) . ?
C116 C115 1.393(2) . ?
C116 C119 1.508(2) . ?
C1 C11 1.405(2) . ?
C1 C2 1.436(2) . ?
C113 H113 0.9500 . ?
C113 C114 1.389(2) . ?
C19 C22 1.508(2) . ?
C17 C16 1.386(2) . ?
C17 C20 1.518(2) . ?
C110 H110 0.9500 . ?
C110 C109 1.349(2) . ?
C110 B101 1.526(2) . ?
C108 C109 1.431(2) . ?
C108 C107 1.422(2) . ?
C11 C12 1.431(2) . ?
C11 C10 1.420(2) . ?
C114 C115 1.391(2) . ?
C114 C117 1.518(2) . ?
C16 H16 0.9500 . ?
C16 C15 1.397(2) . ?
C102 C3 1.451(2) . ?
C102 C105 1.425(2) . ?
C115 H115 0.9500 . ?
C3 C2 1.448(2) . ?
C3 C5 1.420(2) . ?
C2 C8 1.431(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.352(2) . ?
C13 B1 1.521(2) . ?
C117 H11A 0.9800 . ?
C117 H11B 0.9800 . ?
C117 H11C 0.9800 . ?
C15 C21 1.512(2) . ?
C119 H11D 0.9800 . ?
C119 H11E 0.9800 . ?
C119 H11F 0.9800 . ?
C109 H109 0.9500 . ?
C105 C104 1.429(2) . ?
C105 C106 1.409(3) . ?
C12 H12 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C118 H11G 0.9800 . ?
C118 H11H 0.9800 . ?
C118 H11I 0.9800 . ?
C8 C9 1.397(3) . ?
C8 C7 1.428(3) . ?
C107 H107 0.9500 . ?
C107 C106 1.358(3) . ?
C104 H104 0.9500 . ?
C104 C4 1.350(3) . ?
C106 H106 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C5 C4 1.414(3) . ?
C5 C6 1.425(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.351(3) . ?
C4 H4 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C10 H10 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.350(3) . ?
C7 H7 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
C1 N1 B1 125.63(13) . . ?
C1 N1 H1 114.5(13) . . ?
B1 N1 H1 119.7(13) . . ?
C101 N101 B101 125.38(13) . . ?
C101 N101 H101 115.0(12) . . ?
B101 N101 H101 119.3(12) . . ?
C111 C112 C118 119.83(13) . . ?
C113 C112 C111 120.27(14) . . ?
C113 C112 C118 119.89(14) . . ?
C19 C18 H18 119.0 . . ?
C19 C18 C17 122.06(14) . . ?
C17 C18 H18 119.0 . . ?
N101 C101 C108 117.53(13) . . ?
N101 C101 C102 121.73(13) . . ?
C108 C101 C102 120.49(13) . . ?
C112 C111 C116 118.03(13) . . ?
C112 C111 B101 122.30(13) . . ?
C116 C111 B101 119.45(13) . . ?
C19 C14 C15 118.39(13) . . ?
C19 C14 B1 121.02(13) . . ?
C15 C14 B1 120.53(13) . . ?
C111 C116 C119 120.28(13) . . ?
C115 C116 C111 120.23(14) . . ?
C115 C116 C119 119.45(14) . . ?
N1 C1 C11 117.33(13) . . ?
N1 C1 C2 121.59(13) . . ?
C11 C1 C2 120.71(13) . . ?
C112 C113 H113 119.0 . . ?
C112 C113 C114 121.98(14) . . ?
C114 C113 H113 119.0 . . ?
C18 C19 C14 120.20(14) . . ?
C18 C19 C22 119.71(13) . . ?
C14 C19 C22 120.07(13) . . ?
C18 C17 C20 120.45(14) . . ?
C16 C17 C18 117.59(14) . . ?
C16 C17 C20 121.96(15) . . ?
C109 C110 H110 120.4 . . ?
C109 C110 B101 119.18(14) . . ?
B101 C110 H110 120.4 . . ?
C101 C108 C109 120.60(14) . . ?
C101 C108 C107 118.96(15) . . ?
C107 C108 C109 120.28(14) . . ?
C1 C11 C12 120.30(14) . . ?
C1 C11 C10 119.12(15) . . ?
C10 C11 C12 120.30(15) . . ?
C113 C114 C115 117.94(14) . . ?
C113 C114 C117 121.39(14) . . ?
C115 C114 C117 120.67(14) . . ?
C17 C16 H16 119.0 . . ?
C17 C16 C15 121.96(15) . . ?
C15 C16 H16 119.0 . . ?
C101 C102 C3 124.48(13) . . ?
C105 C102 C101 116.67(14) . . ?
C105 C102 C3 118.28(14) . . ?
C116 C115 H115 119.2 . . ?
C114 C115 C116 121.54(14) . . ?
C114 C115 H115 119.2 . . ?
C2 C3 C102 126.42(13) . . ?
C5 C3 C102 116.91(15) . . ?
C5 C3 C2 116.66(14) . . ?
C1 C2 C3 124.02(13) . . ?
C8 C2 C1 116.36(14) . . ?
C8 C2 C3 118.72(14) . . ?
C12 C13 H13 120.8 . . ?
C12 C13 B1 118.36(14) . . ?
B1 C13 H13 120.8 . . ?
C114 C117 H11A 109.5 . . ?
C114 C117 H11B 109.5 . . ?
C114 C117 H11C 109.5 . . ?
H11A C117 H11B 109.5 . . ?
H11A C117 H11C 109.5 . . ?
H11B C117 H11C 109.5 . . ?
C14 C15 C21 120.14(14) . . ?
C16 C15 C14 119.79(14) . . ?
C16 C15 C21 120.07(14) . . ?
C116 C119 H11D 109.5 . . ?
C116 C119 H11E 109.5 . . ?
C116 C119 H11F 109.5 . . ?
H11D C119 H11E 109.5 . . ?
H11D C119 H11F 109.5 . . ?
H11E C119 H11F 109.5 . . ?
C110 C109 C108 122.73(14) . . ?
C110 C109 H109 118.6 . . ?
C108 C109 H109 118.6 . . ?
C102 C105 C104 119.37(16) . . ?
C106 C105 C102 120.56(15) . . ?
C106 C105 C104 119.92(15) . . ?
C11 C12 H12 118.4 . . ?
C13 C12 C11 123.30(14) . . ?
C13 C12 H12 118.4 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C112 C118 H11G 109.5 . . ?
C112 C118 H11H 109.5 . . ?
C112 C118 H11I 109.5 . . ?
H11G C118 H11H 109.5 . . ?
H11G C118 H11I 109.5 . . ?
H11H C118 H11I 109.5 . . ?
C9 C8 C2 120.90(16) . . ?
C9 C8 C7 119.42(16) . . ?
C7 C8 C2 119.32(17) . . ?
C108 C107 H107 119.5 . . ?
C106 C107 C108 120.99(16) . . ?
C106 C107 H107 119.5 . . ?
C105 C104 H104 119.9 . . ?
C4 C104 C105 120.14(16) . . ?
C4 C104 H104 119.9 . . ?
C105 C106 H106 119.7 . . ?
C107 C106 C105 120.55(15) . . ?
C107 C106 H106 119.7 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 C5 C6 119.39(17) . . ?
C4 C5 C3 119.78(16) . . ?
C4 C5 C6 120.83(16) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 120.91(15) . . ?
C10 C9 H9 119.5 . . ?
C104 C4 C5 121.35(15) . . ?
C104 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C10 H10 119.6 . . ?
C9 C10 C11 120.86(16) . . ?
C9 C10 H10 119.6 . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.62(16) . . ?
C7 C6 H6 119.2 . . ?
C8 C7 H7 120.1 . . ?
C6 C7 C8 119.75(16) . . ?
C6 C7 H7 120.1 . . ?
N101 B101 C111 121.97(13) . . ?
N101 B101 C110 114.46(14) . . ?
C110 B101 C111 123.55(13) . . ?
N1 B1 C14 120.47(13) . . ?
N1 B1 C13 114.93(14) . . ?
C13 B1 C14 124.60(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C11 C12 -2.1(2) . . . . ?
N1 C1 C11 C10 171.81(13) . . . . ?
N1 C1 C2 C3 5.8(2) . . . . ?
N1 C1 C2 C8 -163.20(13) . . . . ?
N101 C101 C108 C109 -1.0(2) . . . . ?
N101 C101 C108 C107 174.39(13) . . . . ?
N101 C101 C102 C3 8.1(2) . . . . ?
N101 C101 C102 C105 -163.08(13) . . . . ?
C112 C111 C116 C115 -1.0(2) . . . . ?
C112 C111 C116 C119 176.87(13) . . . . ?
C112 C111 B101 N101 -81.71(19) . . . . ?
C112 C111 B101 C110 99.97(18) . . . . ?
C112 C113 C114 C115 0.1(2) . . . . ?
C112 C113 C114 C117 179.18(15) . . . . ?
C18 C17 C16 C15 1.0(2) . . . . ?
C101 N101 B101 C111 -174.70(13) . . . . ?
C101 N101 B101 C110 3.8(2) . . . . ?
C101 C108 C109 C110 2.4(2) . . . . ?
C101 C108 C107 C106 -8.1(2) . . . . ?
C101 C102 C3 C2 33.1(2) . . . . ?
C101 C102 C3 C5 -148.16(14) . . . . ?
C101 C102 C105 C104 160.81(14) . . . . ?
C101 C102 C105 C106 -14.8(2) . . . . ?
C111 C112 C113 C114 -0.6(2) . . . . ?
C111 C116 C115 C114 0.5(2) . . . . ?
C116 C111 B101 N101 103.79(17) . . . . ?
C116 C111 B101 C110 -74.5(2) . . . . ?
C1 N1 B1 C14 -175.76(13) . . . . ?
C1 N1 B1 C13 3.6(2) . . . . ?
C1 C11 C12 C13 3.9(2) . . . . ?
C1 C11 C10 C9 -5.1(2) . . . . ?
C1 C2 C8 C9 -12.3(2) . . . . ?
C1 C2 C8 C7 160.84(14) . . . . ?
C113 C112 C111 C116 1.0(2) . . . . ?
C113 C112 C111 B101 -173.55(14) . . . . ?
C113 C114 C115 C116 -0.1(2) . . . . ?
C19 C18 C17 C16 -0.3(2) . . . . ?
C19 C18 C17 C20 179.99(14) . . . . ?
C19 C14 C15 C16 0.3(2) . . . . ?
C19 C14 C15 C21 179.81(15) . . . . ?
C19 C14 B1 N1 -81.95(18) . . . . ?
C19 C14 B1 C13 98.71(18) . . . . ?
C17 C18 C19 C14 -0.4(2) . . . . ?
C17 C18 C19 C22 -179.13(15) . . . . ?
C17 C16 C15 C14 -1.1(2) . . . . ?
C17 C16 C15 C21 179.44(16) . . . . ?
C108 C101 C102 C3 -177.70(14) . . . . ?
C108 C101 C102 C105 11.2(2) . . . . ?
C108 C107 C106 C105 4.6(2) . . . . ?
C11 C1 C2 C3 178.59(13) . . . . ?
C11 C1 C2 C8 9.6(2) . . . . ?
C102 C101 C108 C109 -175.49(14) . . . . ?
C102 C101 C108 C107 -0.1(2) . . . . ?
C102 C3 C2 C1 32.9(2) . . . . ?
C102 C3 C2 C8 -158.41(14) . . . . ?
C102 C3 C5 C4 -18.7(2) . . . . ?
C102 C3 C5 C6 160.76(14) . . . . ?
C102 C105 C104 C4 -6.1(2) . . . . ?
C102 C105 C106 C107 7.3(2) . . . . ?
C3 C102 C105 C104 -10.9(2) . . . . ?
C3 C102 C105 C106 173.48(14) . . . . ?
C3 C2 C8 C9 178.15(14) . . . . ?
C3 C2 C8 C7 -8.7(2) . . . . ?
C3 C5 C4 C104 1.9(2) . . . . ?
C3 C5 C6 C7 3.3(2) . . . . ?
C2 C1 C11 C12 -175.26(13) . . . . ?
C2 C1 C11 C10 -1.3(2) . . . . ?
C2 C3 C5 C4 160.25(14) . . . . ?
C2 C3 C5 C6 -20.3(2) . . . . ?
C2 C8 C9 C10 6.5(2) . . . . ?
C2 C8 C7 C6 -8.7(2) . . . . ?
C117 C114 C115 C116 -179.14(14) . . . . ?
C15 C14 C19 C18 0.4(2) . . . . ?
C15 C14 C19 C22 179.11(14) . . . . ?
C15 C14 B1 N1 101.01(17) . . . . ?
C15 C14 B1 C13 -78.34(19) . . . . ?
C119 C116 C115 C114 -177.34(14) . . . . ?
C109 C110 B101 N101 -2.2(2) . . . . ?
C109 C110 B101 C111 176.25(15) . . . . ?
C109 C108 C107 C106 167.30(15) . . . . ?
C105 C102 C3 C2 -155.95(14) . . . . ?
C105 C102 C3 C5 22.8(2) . . . . ?
C105 C104 C4 C5 10.9(3) . . . . ?
C12 C11 C10 C9 168.88(15) . . . . ?
C12 C13 B1 N1 -1.8(2) . . . . ?
C12 C13 B1 C14 177.57(14) . . . . ?
C20 C17 C16 C15 -179.26(15) . . . . ?
C118 C112 C111 C116 -179.45(13) . . . . ?
C118 C112 C111 B101 6.0(2) . . . . ?
C118 C112 C113 C114 179.84(14) . . . . ?
C8 C9 C10 C11 2.5(3) . . . . ?
C107 C108 C109 C110 -172.89(16) . . . . ?
C104 C105 C106 C107 -168.34(15) . . . . ?
C106 C105 C104 C4 169.53(16) . . . . ?
C5 C3 C2 C1 -145.90(14) . . . . ?
C5 C3 C2 C8 22.8(2) . . . . ?
C5 C6 C7 C8 11.6(3) . . . . ?
C9 C8 C7 C6 164.52(16) . . . . ?
C4 C5 C6 C7 -177.27(16) . . . . ?
C10 C11 C12 C13 -169.95(15) . . . . ?
C6 C5 C4 C104 -177.51(16) . . . . ?
C7 C8 C9 C10 -166.63(16) . . . . ?
B101 N101 C101 C108 -2.2(2) . . . . ?
B101 N101 C101 C102 172.18(14) . . . . ?
B101 C111 C116 C115 173.76(13) . . . . ?
B101 C111 C116 C119 -8.4(2) . . . . ?
B101 C110 C109 C108 -0.7(2) . . . . ?
B1 N1 C1 C11 -1.7(2) . . . . ?
B1 N1 C1 C2 171.36(13) . . . . ?
B1 C14 C19 C18 -176.71(13) . . . . ?
B1 C14 C19 C22 2.0(2) . . . . ?
B1 C14 C15 C16 177.44(14) . . . . ?
B1 C14 C15 C21 -3.1(2) . . . . ?
B1 C13 C12 C11 -1.8(2) . . . . ?

_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_appiariusy210427_0ma
_database_code_depnum_ccdc_archive 'CCDC 2192802'
loop_
_audit_author_name
_audit_author_address
'Pim Puylaert'
;University of Bremen
Germany
;
_audit_update_record             
;
2022-07-26 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_audit_creation_date             2022-07-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H34 B2 N2'
_chemical_formula_sum            'C36 H34 B2 N2'
_chemical_formula_weight         516.27
_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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.5703(6)
_cell_length_b                   8.2181(3)
_cell_length_c                   20.6544(8)
_cell_angle_alpha                90
_cell_angle_beta                 107.2030(10)
_cell_angle_gamma                90
_cell_volume                     2848.96(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9080
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      36.30
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6435
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1607 before and 0.0768 after correction.
The Ratio of minimum to maximum transmission is 0.8625.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0894
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            87140
_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         28.282
_diffrn_reflns_theta_min         2.427
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5525
_reflns_number_total             7059
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         7059
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0517P)²+1.5893P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1283
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C21(H21), C4(H4), C2(H2A), C5(H5), C30(H30), C32(H32), C7(H7),
 C1(H1A), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C36(H36A,H36B,H36C), C34(H34A,H34B,H34C), C26(H26A,H26B,
 H26C), C25(H25A,H25B,H25C), C35(H35A,H35B,H35C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
N1 N 0.39388(7) 0.29686(15) 0.65986(5) 0.0151(2) Uani 1 1 d . . . . .
N2 N 0.55331(7) 0.21914(15) 0.67690(6) 0.0176(2) Uani 1 1 d . . . . .
C18 C 0.36837(8) 0.17862(17) 0.61015(6) 0.0156(3) Uani 1 1 d . . . . .
C24 C 0.42890(8) 0.39502(17) 0.84006(7) 0.0171(3) Uani 1 1 d . . . . .
C19 C 0.40013(8) 0.45171(17) 0.77251(6) 0.0155(3) Uani 1 1 d . . . . .
C22 C 0.45573(8) 0.67239(18) 0.88184(7) 0.0183(3) Uani 1 1 d . . . . .
C20 C 0.40207(8) 0.62003(18) 0.76097(7) 0.0173(3) Uani 1 1 d . . . . .
C23 C 0.45581(8) 0.50530(18) 0.89291(7) 0.0190(3) Uani 1 1 d . . . . .
H23 H 0.474855 0.465406 0.938004 0.023 Uiso 1 1 calc R U . . .
C3 C 0.30120(8) 0.08637(18) 0.61103(7) 0.0188(3) Uani 1 1 d . . . . .
C17 C 0.40601(8) 0.15533(17) 0.55748(6) 0.0178(3) Uani 1 1 d . . . . .
C21 C 0.42940(8) 0.72755(18) 0.81545(7) 0.0184(3) Uani 1 1 d . . . . .
H21 H 0.429941 0.841004 0.806767 0.022 Uiso 1 1 calc R U . . .
C16 C 0.47967(9) 0.23187(17) 0.55466(7) 0.0193(3) Uani 1 1 d . . . . .
C15 C 0.54535(8) 0.27818(18) 0.61184(7) 0.0187(3) Uani 1 1 d . . . . .
C33 C 0.63908(8) 0.28172(19) 0.86526(7) 0.0208(3) Uani 1 1 d . . . . .
C31 C 0.66312(8) 0.04822(19) 0.94102(7) 0.0212(3) Uani 1 1 d . . . . .
C29 C 0.62386(8) 0.00946(19) 0.81859(7) 0.0203(3) Uani 1 1 d . . . . .
C4 C 0.26884(9) -0.02707(18) 0.55831(7) 0.0234(3) Uani 1 1 d . . . . .
H4 H 0.226528 -0.096479 0.560732 0.028 Uiso 1 1 calc R U . . .
C28 C 0.62358(8) 0.17882(19) 0.80789(7) 0.0195(3) Uani 1 1 d . . . . .
C6 C 0.36309(9) 0.05926(18) 0.50120(7) 0.0223(3) Uani 1 1 d . . . . .
C2 C 0.26313(8) 0.1106(2) 0.66319(7) 0.0231(3) Uani 1 1 d . . . . .
H2A H 0.217399 0.047638 0.662052 0.028 Uiso 1 1 calc R U . . .
C27 C 0.43214(10) 0.21508(18) 0.85612(7) 0.0234(3) Uani 1 1 d . . . . .
H27A H 0.378044 0.174350 0.849988 0.035 Uiso 1 1 calc R U . . .
H27B H 0.464441 0.197667 0.903160 0.035 Uiso 1 1 calc R U . . .
H27C H 0.456044 0.156660 0.825611 0.035 Uiso 1 1 calc R U . . .
C5 C 0.29786(9) -0.03713(19) 0.50447(7) 0.0251(3) Uani 1 1 d . . . . .
H5 H 0.273976 -0.110013 0.468496 0.030 Uiso 1 1 calc R U . . .
C30 C 0.64394(8) -0.05296(19) 0.88458(7) 0.0213(3) Uani 1 1 d . . . . .
H30 H 0.644474 -0.167490 0.890936 0.026 Uiso 1 1 calc R U . . .
C32 C 0.65847(8) 0.21557(19) 0.93032(7) 0.0213(3) Uani 1 1 d . . . . .
H32 H 0.668757 0.286523 0.968241 0.026 Uiso 1 1 calc R U . . .
C7 C 0.38319(10) 0.0692(2) 0.43882(7) 0.0292(4) Uani 1 1 d . . . . .
H7 H 0.355699 0.002980 0.401529 0.035 Uiso 1 1 calc R U . . .
C1 C 0.29025(9) 0.2199(2) 0.71378(7) 0.0244(3) Uani 1 1 d . . . . .
H1A H 0.264782 0.231095 0.748208 0.029 Uiso 1 1 calc R U . . .
C12 C 0.60778(9) 0.3749(2) 0.60334(8) 0.0245(3) Uani 1 1 d . . . . .
C9 C 0.49177(10) 0.25228(19) 0.48978(7) 0.0246(3) Uani 1 1 d . . . . .
C36 C 0.63399(9) 0.46503(19) 0.85818(8) 0.0271(3) Uani 1 1 d . . . . .
H36A H 0.683132 0.506757 0.851029 0.041 Uiso 1 1 calc R U . . .
H36B H 0.627062 0.512786 0.899543 0.041 Uiso 1 1 calc R U . . .
H36C H 0.588474 0.494226 0.819368 0.041 Uiso 1 1 calc R U . . .
C8 C 0.44043(11) 0.1710(2) 0.43254(7) 0.0307(4) Uani 1 1 d . . . . .
H8 H 0.446766 0.189140 0.389001 0.037 Uiso 1 1 calc R U . . .
C34 C 0.60515(10) -0.1103(2) 0.76035(8) 0.0269(3) Uani 1 1 d . . . . .
H34A H 0.547267 -0.122044 0.741675 0.040 Uiso 1 1 calc R U . . .
H34B H 0.628831 -0.216102 0.776674 0.040 Uiso 1 1 calc R U . . .
H34C H 0.627229 -0.070187 0.724977 0.040 Uiso 1 1 calc R U . . .
C26 C 0.48336(10) 0.78824(19) 0.94079(7) 0.0259(3) Uani 1 1 d . . . . .
H26A H 0.445851 0.785459 0.967699 0.039 Uiso 1 1 calc R U . . .
H26B H 0.485796 0.898821 0.923756 0.039 Uiso 1 1 calc R U . . .
H26C H 0.536373 0.755701 0.969213 0.039 Uiso 1 1 calc R U . . .
C25 C 0.37313(10) 0.6901(2) 0.69015(7) 0.0267(3) Uani 1 1 d . . . . .
H25A H 0.416111 0.685046 0.668917 0.040 Uiso 1 1 calc R U . . .
H25B H 0.357113 0.803633 0.692525 0.040 Uiso 1 1 calc R U . . .
H25C H 0.327410 0.626969 0.663148 0.040 Uiso 1 1 calc R U . . .
C10 C 0.55624(11) 0.3458(2) 0.48250(8) 0.0303(4) Uani 1 1 d . . . . .
H10 H 0.561927 0.362032 0.438625 0.036 Uiso 1 1 calc R U . . .
C35 C 0.68936(10) -0.0195(2) 1.01217(7) 0.0273(3) Uani 1 1 d . . . . .
H35A H 0.642969 -0.062118 1.023796 0.041 Uiso 1 1 calc R U . . .
H35B H 0.714291 0.066991 1.044047 0.041 Uiso 1 1 calc R U . . .
H35C H 0.727858 -0.107446 1.014831 0.041 Uiso 1 1 calc R U . . .
C11 C 0.61004(10) 0.4128(2) 0.53697(8) 0.0292(4) Uani 1 1 d . . . . .
H11 H 0.649374 0.485341 0.530712 0.035 Uiso 1 1 calc R U . . .
C13 C 0.67157(9) 0.4264(2) 0.66100(9) 0.0319(4) Uani 1 1 d . . . . .
H13 H 0.710670 0.498635 0.654117 0.038 Uiso 1 1 calc R U . . .
C14 C 0.67803(9) 0.3759(2) 0.72457(8) 0.0325(4) Uani 1 1 d . . . . .
H14 H 0.720494 0.413888 0.761647 0.039 Uiso 1 1 calc R U . . .
B1 B 0.36198(9) 0.3248(2) 0.71486(7) 0.0165(3) Uani 1 1 d . . . . .
B2 B 0.61650(10) 0.2572(2) 0.73651(8) 0.0224(3) Uani 1 1 d . . . . .
H1 H 0.4355(10) 0.356(2) 0.6581(8) 0.018(4) Uiso 1 1 d . . . . .
H2 H 0.5166(10) 0.147(2) 0.6808(8) 0.016(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C18 1.3881(17) . ?
N1 B1 1.4262(18) . ?
N1 H1 0.888(17) . ?
N2 C15 1.3962(17) . ?
N2 B2 1.428(2) . ?
N2 H2 0.896(17) . ?
C18 C3 1.407(2) . ?
C18 C17 1.4433(18) . ?
C24 C19 1.4149(18) . ?
C24 C23 1.3898(19) . ?
C24 C27 1.513(2) . ?
C19 C20 1.406(2) . ?
C19 B1 1.576(2) . ?
C22 C23 1.392(2) . ?
C22 C21 1.3873(19) . ?
C22 C26 1.5083(19) . ?
C20 C21 1.3992(19) . ?
C20 C25 1.5132(19) . ?
C23 H23 0.9500 . ?
C3 C4 1.418(2) . ?
C3 C2 1.440(2) . ?
C17 C16 1.456(2) . ?
C17 C6 1.4230(19) . ?
C21 H21 0.9500 . ?
C16 C15 1.437(2) . ?
C16 C9 1.4274(19) . ?
C15 C12 1.407(2) . ?
C33 C28 1.415(2) . ?
C33 C32 1.395(2) . ?
C33 C36 1.514(2) . ?
C31 C30 1.390(2) . ?
C31 C32 1.392(2) . ?
C31 C35 1.511(2) . ?
C29 C28 1.409(2) . ?
C29 C30 1.400(2) . ?
C29 C34 1.513(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.356(2) . ?
C28 B2 1.580(2) . ?
C6 C5 1.411(2) . ?
C6 C7 1.435(2) . ?
C2 H2A 0.9500 . ?
C2 C1 1.353(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C5 H5 0.9500 . ?
C30 H30 0.9500 . ?
C32 H32 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.344(3) . ?
C1 H1A 0.9500 . ?
C1 B1 1.521(2) . ?
C12 C11 1.418(2) . ?
C12 C13 1.437(2) . ?
C9 C8 1.424(2) . ?
C9 C10 1.414(2) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C8 H8 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C10 H10 0.9500 . ?
C10 C11 1.354(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C11 H11 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.349(2) . ?
C14 H14 0.9500 . ?
C14 B2 1.529(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
C18 N1 B1 125.78(12) . . ?
C18 N1 H1 116.3(10) . . ?
B1 N1 H1 117.9(10) . . ?
C15 N2 B2 125.78(13) . . ?
C15 N2 H2 116.5(10) . . ?
B2 N2 H2 117.7(10) . . ?
N1 C18 C3 117.14(12) . . ?
N1 C18 C17 122.04(13) . . ?
C3 C18 C17 120.75(12) . . ?
C19 C24 C27 121.16(12) . . ?
C23 C24 C19 119.94(13) . . ?
C23 C24 C27 118.89(12) . . ?
C24 C19 B1 118.36(12) . . ?
C20 C19 C24 118.14(12) . . ?
C20 C19 B1 123.34(12) . . ?
C23 C22 C26 120.37(13) . . ?
C21 C22 C23 117.94(13) . . ?
C21 C22 C26 121.69(13) . . ?
C19 C20 C25 121.35(13) . . ?
C21 C20 C19 120.32(12) . . ?
C21 C20 C25 118.32(13) . . ?
C24 C23 C22 122.05(13) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C18 C3 C4 119.43(13) . . ?
C18 C3 C2 120.80(13) . . ?
C4 C3 C2 119.72(13) . . ?
C18 C17 C16 125.73(12) . . ?
C6 C17 C18 116.04(13) . . ?
C6 C17 C16 118.01(12) . . ?
C22 C21 C20 121.55(13) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C15 C16 C17 126.08(12) . . ?
C9 C16 C17 117.99(13) . . ?
C9 C16 C15 115.73(14) . . ?
N2 C15 C16 121.76(13) . . ?
N2 C15 C12 117.17(13) . . ?
C12 C15 C16 120.88(13) . . ?
C28 C33 C36 121.51(13) . . ?
C32 C33 C28 120.35(14) . . ?
C32 C33 C36 118.13(14) . . ?
C30 C31 C32 118.02(13) . . ?
C30 C31 C35 121.60(14) . . ?
C32 C31 C35 120.37(14) . . ?
C28 C29 C34 121.86(13) . . ?
C30 C29 C28 120.18(13) . . ?
C30 C29 C34 117.94(14) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.47(15) . . ?
C5 C4 H4 119.8 . . ?
C33 C28 B2 118.69(14) . . ?
C29 C28 C33 117.91(13) . . ?
C29 C28 B2 123.03(13) . . ?
C17 C6 C7 119.35(15) . . ?
C5 C6 C17 120.93(13) . . ?
C5 C6 C7 119.59(14) . . ?
C3 C2 H2A 118.9 . . ?
C1 C2 C3 122.27(13) . . ?
C1 C2 H2A 118.9 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C4 C5 C6 120.85(13) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C31 C30 C29 121.74(14) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 H30 119.1 . . ?
C33 C32 H32 119.2 . . ?
C31 C32 C33 121.62(14) . . ?
C31 C32 H32 119.2 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.79(15) . . ?
C8 C7 H7 119.6 . . ?
C2 C1 H1A 120.4 . . ?
C2 C1 B1 119.23(13) . . ?
B1 C1 H1A 120.4 . . ?
C15 C12 C11 119.39(15) . . ?
C15 C12 C13 120.59(13) . . ?
C11 C12 C13 119.91(14) . . ?
C8 C9 C16 119.40(15) . . ?
C10 C9 C16 120.68(15) . . ?
C10 C9 C8 119.85(14) . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C7 C8 C9 121.36(14) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.15(14) . . ?
C11 C10 H10 119.4 . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
C31 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C12 C11 H11 119.9 . . ?
C10 C11 C12 120.12(15) . . ?
C10 C11 H11 119.9 . . ?
C12 C13 H13 118.8 . . ?
C14 C13 C12 122.45(15) . . ?
C14 C13 H13 118.8 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 B2 119.54(15) . . ?
B2 C14 H14 120.2 . . ?
N1 B1 C19 121.92(13) . . ?
N1 B1 C1 114.60(13) . . ?
C1 B1 C19 123.46(12) . . ?
N2 B2 C28 122.81(13) . . ?
N2 B2 C14 114.04(13) . . ?
C14 B2 C28 123.12(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C18 C3 C4 175.04(12) . . . . ?
N1 C18 C3 C2 -2.40(19) . . . . ?
N1 C18 C17 C16 9.2(2) . . . . ?
N1 C18 C17 C6 -165.35(12) . . . . ?
N2 C15 C12 C11 168.42(13) . . . . ?
N2 C15 C12 C13 -7.6(2) . . . . ?
C18 N1 B1 C19 174.35(12) . . . . ?
C18 N1 B1 C1 -4.3(2) . . . . ?
C18 C3 C4 C5 -5.6(2) . . . . ?
C18 C3 C2 C1 -0.9(2) . . . . ?
C18 C17 C16 C15 30.9(2) . . . . ?
C18 C17 C16 C9 -154.43(13) . . . . ?
C18 C17 C6 C5 -14.2(2) . . . . ?
C18 C17 C6 C7 161.58(13) . . . . ?
C24 C19 C20 C21 -2.1(2) . . . . ?
C24 C19 C20 C25 179.41(13) . . . . ?
C24 C19 B1 N1 -119.82(15) . . . . ?
C24 C19 B1 C1 58.73(19) . . . . ?
C19 C24 C23 C22 -0.1(2) . . . . ?
C19 C20 C21 C22 0.5(2) . . . . ?
C20 C19 B1 N1 64.75(19) . . . . ?
C20 C19 B1 C1 -116.70(16) . . . . ?
C23 C24 C19 C20 1.90(19) . . . . ?
C23 C24 C19 B1 -173.78(12) . . . . ?
C23 C22 C21 C20 1.3(2) . . . . ?
C3 C18 C17 C16 -173.90(13) . . . . ?
C3 C18 C17 C6 11.50(19) . . . . ?
C3 C4 C5 C6 3.0(2) . . . . ?
C3 C2 C1 B1 1.8(2) . . . . ?
C17 C18 C3 C4 -2.0(2) . . . . ?
C17 C18 C3 C2 -179.40(13) . . . . ?
C17 C16 C15 N2 15.7(2) . . . . ?
C17 C16 C15 C12 -169.53(14) . . . . ?
C17 C16 C9 C8 -12.0(2) . . . . ?
C17 C16 C9 C10 170.93(13) . . . . ?
C17 C6 C5 C4 7.4(2) . . . . ?
C17 C6 C7 C8 -1.8(2) . . . . ?
C21 C22 C23 C24 -1.5(2) . . . . ?
C16 C17 C6 C5 170.74(13) . . . . ?
C16 C17 C6 C7 -13.5(2) . . . . ?
C16 C15 C12 C11 -6.6(2) . . . . ?
C16 C15 C12 C13 177.40(14) . . . . ?
C16 C9 C8 C7 -3.3(2) . . . . ?
C16 C9 C10 C11 2.8(2) . . . . ?
C15 N2 B2 C28 -176.97(13) . . . . ?
C15 N2 B2 C14 1.0(2) . . . . ?
C15 C16 C9 C8 163.17(13) . . . . ?
C15 C16 C9 C10 -13.8(2) . . . . ?
C15 C12 C11 C10 -5.2(2) . . . . ?
C15 C12 C13 C14 4.9(3) . . . . ?
C33 C28 B2 N2 -132.81(16) . . . . ?
C33 C28 B2 C14 49.4(2) . . . . ?
C29 C28 B2 N2 54.3(2) . . . . ?
C29 C28 B2 C14 -123.51(18) . . . . ?
C4 C3 C2 C1 -178.38(15) . . . . ?
C28 C33 C32 C31 -0.1(2) . . . . ?
C28 C29 C30 C31 0.8(2) . . . . ?
C6 C17 C16 C15 -154.58(14) . . . . ?
C6 C17 C16 C9 20.08(19) . . . . ?
C6 C7 C8 C9 10.4(2) . . . . ?
C2 C3 C4 C5 171.88(14) . . . . ?
C2 C1 B1 N1 0.7(2) . . . . ?
C2 C1 B1 C19 -177.99(14) . . . . ?
C27 C24 C19 C20 -177.23(13) . . . . ?
C27 C24 C19 B1 7.10(19) . . . . ?
C27 C24 C23 C22 179.02(13) . . . . ?
C5 C6 C7 C8 174.10(14) . . . . ?
C30 C31 C32 C33 -3.1(2) . . . . ?
C30 C29 C28 C33 -4.0(2) . . . . ?
C30 C29 C28 B2 168.97(13) . . . . ?
C32 C33 C28 C29 3.6(2) . . . . ?
C32 C33 C28 B2 -169.61(13) . . . . ?
C32 C31 C30 C29 2.8(2) . . . . ?
C7 C6 C5 C4 -168.42(14) . . . . ?
C12 C13 C14 B2 1.1(3) . . . . ?
C9 C16 C15 N2 -159.09(13) . . . . ?
C9 C16 C15 C12 15.7(2) . . . . ?
C9 C10 C11 C12 7.2(2) . . . . ?
C36 C33 C28 C29 -175.42(13) . . . . ?
C36 C33 C28 B2 11.3(2) . . . . ?
C36 C33 C32 C31 178.99(14) . . . . ?
C8 C9 C10 C11 -174.21(15) . . . . ?
C34 C29 C28 C33 177.84(13) . . . . ?
C34 C29 C28 B2 -9.2(2) . . . . ?
C34 C29 C30 C31 179.04(13) . . . . ?
C26 C22 C23 C24 178.32(13) . . . . ?
C26 C22 C21 C20 -178.49(13) . . . . ?
C25 C20 C21 C22 179.04(13) . . . . ?
C10 C9 C8 C7 173.78(15) . . . . ?
C35 C31 C30 C29 -176.41(14) . . . . ?
C35 C31 C32 C33 176.08(13) . . . . ?
C11 C12 C13 C14 -171.04(17) . . . . ?
C13 C12 C11 C10 170.79(15) . . . . ?
C13 C14 B2 N2 -3.9(2) . . . . ?
C13 C14 B2 C28 174.09(16) . . . . ?
B1 N1 C18 C3 5.2(2) . . . . ?
B1 N1 C18 C17 -177.83(13) . . . . ?
B1 C19 C20 C21 173.38(12) . . . . ?
B1 C19 C20 C25 -5.1(2) . . . . ?
B2 N2 C15 C16 179.58(14) . . . . ?
B2 N2 C15 C12 4.6(2) . . . . ?

_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_appiariusy220926_0m
_database_code_depnum_ccdc_archive 'CCDC 2212000'
loop_
_audit_author_name
_audit_author_address
'Pim Puylaert'
;University of Bremen
Germany
;
_audit_update_record             
;
2022-10-10 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_audit_creation_date             2022-10-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C H2 Cl2), C38 H32 B2 N4'
_chemical_formula_sum            'C38.50 H33 B2 Cl N4'
_chemical_formula_weight         608.76
_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'
Cl Cl 0.1484 0.1585 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.0913(14)
_cell_length_b                   14.9897(16)
_cell_length_c                   19.698(2)
_cell_angle_alpha                86.550(4)
_cell_angle_beta                 86.961(4)
_cell_angle_gamma                69.776(4)
_cell_volume                     3618.3(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9916
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9539
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1295 before and 0.0539 after correction.
The Ratio of minimum to maximum transmission is 0.9539.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1276
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3.00 -3.00 -1.00 0.0240
-3.00 1.00 3.00 0.1670
-1.00 1.00 3.00 0.1390
-1.00 4.00 -5.00 0.1390
0.00 -1.00 0.00 0.1610
0.00 -3.00 1.00 0.1570
0.00 0.00 1.00 0.0190
0.00 0.00 -1.00 0.0170
1.00 -3.00 0.00 0.1870
1.00 1.00 5.00 0.0270
1.00 1.00 -5.00 0.0150
2.00 -3.00 0.00 0.1950

_exptl_crystal_size_max          0.403
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.038
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0673
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            112802
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.590
_diffrn_reflns_theta_min         2.005
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_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                12747
_reflns_number_total             18466
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     848
_refine_ls_number_reflns         18466
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0610
_refine_ls_restrained_S_all      1.026
_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)+(0.0607P)²+3.0237P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1369
_refine_ls_wR_factor_ref         0.1527
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C77(H77A,H77B)
2.b Aromatic/amide H refined with riding coordinates:
 C55(H55), C61(H61), C6(H6), C53(H53), C52(H52), C59(H59), C30(H30), C50(H50),
 C17(H17), C15(H15), C32(H32), C14(H14), C49(H49), C47(H47), C44(H44), C12(H12),
  C46(H46), C21(H21), C11(H11), C8(H8), C9(H9), C70(H70), C23(H23), C68(H68)
2.c Idealised Me refined as rotating group:
 C65(H65A,H65B,H65C), C36(H36A,H36B,H36C), C34(H34A,H34B,H34C), C63(H63A,H63B,
 H63C), C25(H25A,H25B,H25C), C74(H74A,H74B,H74C), C64(H64A,H64B,H64C), C27(H27A,
 H27B,H27C), C72(H72A,H72B,H72C), C35(H35A,H35B,H35C), C73(H73A,H73B,H73C),
 C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Cl2 Cl 0.77633(6) 0.19464(6) 0.94870(3) 0.0556(2) Uani 1 1 d . . . . .
Cl1 Cl 0.65896(8) 0.07092(5) 1.00240(6) 0.0752(3) Uani 1 1 d . . . . .
N1 N 0.67183(13) 0.20632(11) 0.72451(8) 0.0177(3) Uani 1 1 d . . . . .
N5 N -0.01371(13) 0.66307(11) 0.86081(8) 0.0156(3) Uani 1 1 d . . . . .
N2 N 0.49941(13) 0.37101(11) 0.76729(8) 0.0179(3) Uani 1 1 d . . . . .
N6 N -0.10706(13) 0.66431(11) 0.72969(8) 0.0170(3) Uani 1 1 d . . . . .
N3 N 0.82224(14) -0.13185(12) 0.80906(9) 0.0257(4) Uani 1 1 d . . . . .
N4 N 0.09755(14) 0.47480(13) 0.75367(8) 0.0263(4) Uani 1 1 d . . . . .
N7 N 0.35668(15) 0.62483(14) 0.92498(10) 0.0321(4) Uani 1 1 d . . . . .
C62 C 0.04171(14) 0.86036(13) 0.90380(9) 0.0169(4) Uani 1 1 d . . . . .
C39 C -0.02680(15) 0.57560(12) 0.87650(9) 0.0155(4) Uani 1 1 d . . . . .
C40 C -0.12604(15) 0.55916(13) 0.86437(9) 0.0167(4) Uani 1 1 d . . . . .
C28 C 0.37681(14) 0.32056(13) 0.85707(10) 0.0173(4) Uani 1 1 d . . . . .
C29 C 0.42355(15) 0.33217(13) 0.91794(10) 0.0185(4) Uani 1 1 d . . . . .
C38 C 0.18940(16) 0.46144(14) 0.75110(9) 0.0202(4) Uani 1 1 d . . . . .
C54 C 0.05921(16) 0.50330(13) 0.90887(9) 0.0178(4) Uani 1 1 d . . . . .
C57 C 0.09298(15) 0.78572(13) 0.85999(9) 0.0163(4) Uani 1 1 d . . . . .
C33 C 0.31449(15) 0.26044(14) 0.85998(10) 0.0199(4) Uani 1 1 d . . . . .
C5 C 0.30412(15) 0.44549(13) 0.74392(9) 0.0182(4) Uani 1 1 d . . . . .
C55 C 0.15902(16) 0.51706(13) 0.92029(9) 0.0194(4) Uani 1 1 d . . . . .
H55 H 0.216319 0.466399 0.940698 0.023 Uiso 1 1 calc R U . . .
C42 C -0.20613(15) 0.67893(13) 0.76486(9) 0.0174(4) Uani 1 1 d . . . . .
C61 C 0.06901(15) 0.94311(13) 0.89831(9) 0.0180(4) Uani 1 1 d . . . . .
H61 H 0.034126 0.992899 0.928265 0.022 Uiso 1 1 calc R U . . .
C2 C 0.73343(15) 0.34468(14) 0.73164(9) 0.0193(4) Uani 1 1 d . . . . .
C6 C 0.33376(16) 0.50012(14) 0.69383(10) 0.0216(4) Uani 1 1 d . . . . .
H6 H 0.278570 0.543787 0.666962 0.026 Uiso 1 1 calc R U . . .
C1 C 0.74408(15) 0.24673(14) 0.74700(9) 0.0184(4) Uani 1 1 d . . . . .
C58 C 0.16982(15) 0.79764(14) 0.81041(10) 0.0197(4) Uani 1 1 d . . . . .
C53 C 0.04615(17) 0.41634(13) 0.93241(9) 0.0220(4) Uani 1 1 d . . . . .
H53 H 0.106279 0.365812 0.950295 0.026 Uiso 1 1 calc R U . . .
C60 C 0.14581(16) 0.95428(14) 0.85019(10) 0.0205(4) Uani 1 1 d . . . . .
C56 C 0.17491(15) 0.60109(14) 0.90274(9) 0.0186(4) Uani 1 1 d . . . . .
C52 C -0.05192(18) 0.40532(14) 0.92940(10) 0.0233(4) Uani 1 1 d . . . . .
H52 H -0.061449 0.348609 0.947932 0.028 Uiso 1 1 calc R U . . .
C41 C -0.21605(15) 0.62198(13) 0.82464(9) 0.0177(4) Uani 1 1 d . . . . .
C59 C 0.19394(16) 0.88122(14) 0.80586(10) 0.0219(4) Uani 1 1 d . . . . .
H59 H 0.244616 0.888660 0.771603 0.026 Uiso 1 1 calc R U . . .
C20 C 0.52178(15) 0.04036(13) 0.74583(10) 0.0212(4) Uani 1 1 d . . . . .
C37 C 0.80054(15) -0.05261(14) 0.79392(10) 0.0210(4) Uani 1 1 d . . . . .
C19 C 0.59285(15) 0.07256(13) 0.70349(10) 0.0193(4) Uani 1 1 d . . . . .
C75 C 0.27648(16) 0.61260(14) 0.91611(10) 0.0235(4) Uani 1 1 d . . . . .
C4 C 0.52827(16) 0.42547(13) 0.71572(10) 0.0195(4) Uani 1 1 d . . . . .
C51 C -0.14045(17) 0.47772(13) 0.89883(9) 0.0206(4) Uani 1 1 d . . . . .
C16 C 0.83471(15) 0.18591(14) 0.78219(10) 0.0217(4) Uani 1 1 d . . . . .
C65 C -0.03969(16) 0.85234(14) 0.95898(10) 0.0227(4) Uani 1 1 d . . . . .
H65A H -0.071061 0.804908 0.947139 0.034 Uiso 1 1 calc R U . . .
H65B H -0.097814 0.914177 0.963301 0.034 Uiso 1 1 calc R U . . .
H65C H -0.003023 0.832724 1.002287 0.034 Uiso 1 1 calc R U . . .
C18 C 0.77604(16) 0.04757(14) 0.77644(10) 0.0205(4) Uani 1 1 d . . . . .
C66 C 0.02039(17) 0.69120(15) 0.62599(10) 0.0238(4) Uani 1 1 d . . . . .
C7 C 0.44356(16) 0.49426(14) 0.68035(10) 0.0229(4) Uani 1 1 d . . . . .
C45 C -0.30045(16) 0.74561(14) 0.73624(10) 0.0223(4) Uani 1 1 d . . . . .
C30 C 0.40415(15) 0.28704(14) 0.97856(10) 0.0202(4) Uani 1 1 d . . . . .
H30 H 0.433473 0.297508 1.019210 0.024 Uiso 1 1 calc R U . . .
C3 C 0.63937(16) 0.41852(14) 0.70255(10) 0.0205(4) Uani 1 1 d . . . . .
C36 C 0.26639(17) 0.24006(15) 0.79720(11) 0.0255(4) Uani 1 1 d . . . . .
H36A H 0.186817 0.268455 0.800610 0.038 Uiso 1 1 calc R U . . .
H36B H 0.287435 0.171095 0.793410 0.038 Uiso 1 1 calc R U . . .
H36C H 0.293716 0.267410 0.756823 0.038 Uiso 1 1 calc R U . . .
C13 C 0.82746(16) 0.36919(15) 0.74067(10) 0.0234(4) Uani 1 1 d . . . . .
C34 C 0.49542(17) 0.39244(14) 0.92030(10) 0.0238(4) Uani 1 1 d . . . . .
H34A H 0.570637 0.354350 0.907626 0.036 Uiso 1 1 calc R U . . .
H34B H 0.492602 0.414367 0.966472 0.036 Uiso 1 1 calc R U . . .
H34C H 0.469446 0.447557 0.888339 0.036 Uiso 1 1 calc R U . . .
C50 C -0.24689(18) 0.47138(15) 0.90696(10) 0.0253(4) Uani 1 1 d . . . . .
H50 H -0.255878 0.415906 0.928314 0.030 Uiso 1 1 calc R U . . .
C31 C 0.34287(16) 0.22681(14) 0.98146(10) 0.0235(4) Uani 1 1 d . . . . .
C17 C 0.84754(16) 0.08834(14) 0.79656(10) 0.0233(4) Uani 1 1 d . . . . .
H17 H 0.908781 0.049734 0.821335 0.028 Uiso 1 1 calc R U . . .
C15 C 0.91765(16) 0.21995(16) 0.80007(11) 0.0274(5) Uani 1 1 d . . . . .
H15 H 0.974529 0.181144 0.828074 0.033 Uiso 1 1 calc R U . . .
C32 C 0.29936(16) 0.21437(14) 0.92171(10) 0.0223(4) Uani 1 1 d . . . . .
H32 H 0.257927 0.173287 0.922586 0.027 Uiso 1 1 calc R U . . .
C14 C 0.91633(17) 0.30709(16) 0.77757(11) 0.0280(5) Uani 1 1 d . . . . .
H14 H 0.975534 0.327029 0.786544 0.034 Uiso 1 1 calc R U . . .
C49 C -0.33459(18) 0.54329(15) 0.88463(11) 0.0271(5) Uani 1 1 d . . . . .
H49 H -0.405613 0.543399 0.897471 0.033 Uiso 1 1 calc R U . . .
C10 C 0.65584(17) 0.49698(15) 0.66520(11) 0.0254(4) Uani 1 1 d . . . . .
C47 C -0.41547(17) 0.68753(15) 0.81273(11) 0.0266(4) Uani 1 1 d . . . . .
H47 H -0.485915 0.688156 0.827647 0.032 Uiso 1 1 calc R U . . .
C63 C 0.22853(18) 0.71921(15) 0.76252(11) 0.0282(5) Uani 1 1 d . . . . .
H63A H 0.254084 0.746574 0.721464 0.042 Uiso 1 1 calc R U . . .
H63B H 0.178523 0.687591 0.749945 0.042 Uiso 1 1 calc R U . . .
H63C H 0.290979 0.672707 0.785167 0.042 Uiso 1 1 calc R U . . .
C48 C -0.32181(16) 0.61966(14) 0.84169(10) 0.0221(4) Uani 1 1 d . . . . .
C44 C -0.29263(17) 0.80182(15) 0.67661(10) 0.0265(4) Uani 1 1 d . . . . .
H44 H -0.356766 0.849401 0.660408 0.032 Uiso 1 1 calc R U . . .
C12 C 0.83592(18) 0.45470(15) 0.70851(11) 0.0282(5) Uani 1 1 d . . . . .
H12 H 0.897856 0.471709 0.715771 0.034 Uiso 1 1 calc R U . . .
C71 C 0.06510(17) 0.60882(15) 0.58786(10) 0.0249(4) Uani 1 1 d . . . . .
C24 C 0.58900(18) 0.06824(15) 0.63255(11) 0.0272(4) Uani 1 1 d . . . . .
C46 C -0.40484(17) 0.75179(16) 0.76366(11) 0.0273(4) Uani 1 1 d . . . . .
H46 H -0.467733 0.801114 0.747667 0.033 Uiso 1 1 calc R U . . .
C25 C 0.52498(17) 0.04063(16) 0.82229(11) 0.0265(4) Uani 1 1 d . . . . .
H25A H 0.589222 -0.011459 0.838261 0.040 Uiso 1 1 calc R U . . .
H25B H 0.459024 0.032074 0.842925 0.040 Uiso 1 1 calc R U . . .
H25C H 0.528779 0.101449 0.835324 0.040 Uiso 1 1 calc R U . . .
C74 C 0.01443(19) 0.53194(16) 0.59182(11) 0.0291(5) Uani 1 1 d . . . . .
H74A H 0.048731 0.485884 0.556943 0.044 Uiso 1 1 calc R U . . .
H74B H -0.063786 0.560672 0.584172 0.044 Uiso 1 1 calc R U . . .
H74C H 0.025510 0.499445 0.636929 0.044 Uiso 1 1 calc R U . . .
C64 C 0.17879(17) 1.04137(15) 0.84618(12) 0.0283(5) Uani 1 1 d . . . . .
H64A H 0.256997 1.022470 0.853636 0.042 Uiso 1 1 calc R U . . .
H64B H 0.137978 1.084915 0.881165 0.042 Uiso 1 1 calc R U . . .
H64C H 0.162854 1.073377 0.801124 0.042 Uiso 1 1 calc R U . . .
C43 C -0.19634(18) 0.78958(15) 0.64212(10) 0.0271(4) Uani 1 1 d . . . . .
C21 C 0.44682(17) 0.00764(15) 0.71714(12) 0.0279(5) Uani 1 1 d . . . . .
H21 H 0.397971 -0.012445 0.746282 0.033 Uiso 1 1 calc R U . . .
C67 C 0.07026(19) 0.76106(16) 0.61863(10) 0.0292(5) Uani 1 1 d . . . . .
C11 C 0.75738(18) 0.51138(16) 0.66812(11) 0.0287(5) Uani 1 1 d . . . . .
H11 H 0.769924 0.561610 0.641239 0.034 Uiso 1 1 calc R U . . .
N8 N -0.1977(2) 0.88708(18) 0.52950(11) 0.0592(7) Uani 1 1 d . . . . .
C8 C 0.46785(18) 0.56184(16) 0.63472(11) 0.0300(5) Uani 1 1 d . . . . .
H8 H 0.412298 0.604764 0.607698 0.036 Uiso 1 1 calc R U . . .
C9 C 0.56991(19) 0.56519(16) 0.62965(12) 0.0314(5) Uani 1 1 d . . . . .
H9 H 0.584094 0.613940 0.601886 0.038 Uiso 1 1 calc R U . . .
C70 C 0.15572(19) 0.59789(17) 0.54449(10) 0.0302(5) Uani 1 1 d . . . . .
H70 H 0.185244 0.541726 0.519635 0.036 Uiso 1 1 calc R U . . .
C22 C 0.4416(2) 0.00363(17) 0.64750(13) 0.0352(5) Uani 1 1 d . . . . .
C23 C 0.5140(2) 0.03349(18) 0.60601(12) 0.0377(6) Uani 1 1 d . . . . .
H23 H 0.512436 0.030130 0.558090 0.045 Uiso 1 1 calc R U . . .
C27 C 0.6653(2) 0.10068(19) 0.58536(11) 0.0372(6) Uani 1 1 d . . . . .
H27A H 0.667391 0.075742 0.540247 0.056 Uiso 1 1 calc R U . . .
H27B H 0.738604 0.076955 0.603533 0.056 Uiso 1 1 calc R U . . .
H27C H 0.639457 0.170377 0.581679 0.056 Uiso 1 1 calc R U . . .
C68 C 0.1610(2) 0.74776(18) 0.57452(11) 0.0350(5) Uani 1 1 d . . . . .
H68 H 0.194147 0.795196 0.570359 0.042 Uiso 1 1 calc R U . . .
C69 C 0.2040(2) 0.66752(18) 0.53678(11) 0.0353(5) Uani 1 1 d . . . . .
B3 B 0.08092(17) 0.68479(15) 0.87243(10) 0.0160(4) Uani 1 1 d . . . . .
C72 C 0.0249(2) 0.85240(17) 0.65648(12) 0.0375(6) Uani 1 1 d . . . . .
H72A H 0.082557 0.879218 0.660966 0.056 Uiso 1 1 calc R U . . .
H72B H -0.002383 0.838873 0.701813 0.056 Uiso 1 1 calc R U . . .
H72C H -0.034826 0.898171 0.631140 0.056 Uiso 1 1 calc R U . . .
C76 C -0.1972(2) 0.84479(17) 0.57977(12) 0.0383(6) Uani 1 1 d . . . . .
B2 B 0.39207(17) 0.37656(15) 0.78966(11) 0.0177(4) Uani 1 1 d . . . . .
B1 B 0.67856(17) 0.10933(15) 0.73493(11) 0.0181(4) Uani 1 1 d . . . . .
C35 C 0.3263(2) 0.17729(18) 1.04785(12) 0.0355(5) Uani 1 1 d . . . . .
H35A H 0.394375 0.155169 1.072467 0.053 Uiso 1 1 calc R U . . .
H35B H 0.305009 0.122715 1.038756 0.053 Uiso 1 1 calc R U . . .
H35C H 0.268924 0.221802 1.075499 0.053 Uiso 1 1 calc R U . . .
C77 C 0.6909(2) 0.17339(17) 1.01484(12) 0.0357(5) Uani 1 1 d . . . . .
H77A H 0.622727 0.229041 1.017432 0.043 Uiso 1 1 calc R U . . .
H77B H 0.727392 0.165693 1.058648 0.043 Uiso 1 1 calc R U . . .
B4 B -0.09109(19) 0.71315(16) 0.66787(11) 0.0221(5) Uani 1 1 d . . . . .
C73 C 0.2985(2) 0.6567(2) 0.48611(13) 0.0480(7) Uani 1 1 d . . . . .
H73A H 0.346596 0.589949 0.486632 0.072 Uiso 1 1 calc R U . . .
H73B H 0.339442 0.696635 0.498587 0.072 Uiso 1 1 calc R U . . .
H73C H 0.270540 0.676357 0.440393 0.072 Uiso 1 1 calc R U . . .
C26 C 0.3615(3) -0.0351(2) 0.61805(16) 0.0584(8) Uani 1 1 d . . . . .
H26A H 0.398049 -0.102537 0.609026 0.088 Uiso 1 1 calc R U . . .
H26B H 0.334376 0.000466 0.575483 0.088 Uiso 1 1 calc R U . . .
H26C H 0.300322 -0.028283 0.650622 0.088 Uiso 1 1 calc R U . . .
H5 H -0.0699(18) 0.7078(16) 0.8437(11) 0.017(5) Uiso 1 1 d . . . . .
H1 H 0.6167(19) 0.2461(16) 0.6986(11) 0.022(6) Uiso 1 1 d . . . . .
H6A H -0.049(2) 0.6178(18) 0.7465(12) 0.027(6) Uiso 1 1 d . . . . .
H2 H 0.554(2) 0.3347(17) 0.7924(12) 0.026(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 C77 1.758(3) . ?
Cl1 C77 1.759(3) . ?
N1 C1 1.389(2) . ?
N1 B1 1.429(3) . ?
N1 H1 0.92(2) . ?
N5 C39 1.395(2) . ?
N5 B3 1.418(3) . ?
N5 H5 0.87(2) . ?
N2 C4 1.383(2) . ?
N2 B2 1.426(3) . ?
N2 H2 0.89(2) . ?
N6 C42 1.392(2) . ?
N6 B4 1.426(3) . ?
N6 H6A 0.90(2) . ?
N3 C37 1.146(3) . ?
N4 C38 1.147(3) . ?
N7 C75 1.150(3) . ?
C62 C57 1.408(3) . ?
C62 C61 1.402(3) . ?
C62 C65 1.510(3) . ?
C39 C40 1.438(3) . ?
C39 C54 1.414(3) . ?
C40 C41 1.459(3) . ?
C40 C51 1.426(3) . ?
C28 C29 1.421(3) . ?
C28 C33 1.406(3) . ?
C28 B2 1.569(3) . ?
C29 C30 1.392(3) . ?
C29 C34 1.517(3) . ?
C38 C5 1.437(3) . ?
C54 C55 1.422(3) . ?
C54 C53 1.420(3) . ?
C57 C58 1.413(3) . ?
C57 B3 1.578(3) . ?
C33 C36 1.510(3) . ?
C33 C32 1.401(3) . ?
C5 C6 1.370(3) . ?
C5 B2 1.543(3) . ?
C55 H55 0.9500 . ?
C55 C56 1.368(3) . ?
C42 C41 1.439(3) . ?
C42 C45 1.412(3) . ?
C61 H61 0.9500 . ?
C61 C60 1.390(3) . ?
C2 C1 1.441(3) . ?
C2 C3 1.458(3) . ?
C2 C13 1.423(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.421(3) . ?
C1 C16 1.408(3) . ?
C58 C59 1.391(3) . ?
C58 C63 1.515(3) . ?
C53 H53 0.9500 . ?
C53 C52 1.355(3) . ?
C60 C59 1.392(3) . ?
C60 C64 1.507(3) . ?
C56 C75 1.438(3) . ?
C56 B3 1.538(3) . ?
C52 H52 0.9500 . ?
C52 C51 1.417(3) . ?
C41 C48 1.419(3) . ?
C59 H59 0.9500 . ?
C20 C19 1.405(3) . ?
C20 C25 1.509(3) . ?
C20 C21 1.396(3) . ?
C37 C18 1.447(3) . ?
C19 C24 1.407(3) . ?
C19 B1 1.577(3) . ?
C4 C7 1.408(3) . ?
C4 C3 1.433(3) . ?
C51 C50 1.429(3) . ?
C16 C17 1.426(3) . ?
C16 C15 1.417(3) . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C18 C17 1.368(3) . ?
C18 B1 1.535(3) . ?
C66 C71 1.413(3) . ?
C66 C67 1.410(3) . ?
C66 B4 1.579(3) . ?
C7 C8 1.421(3) . ?
C45 C44 1.424(3) . ?
C45 C46 1.417(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.397(3) . ?
C3 C10 1.423(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C13 C14 1.417(3) . ?
C13 C12 1.432(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C50 H50 0.9500 . ?
C50 C49 1.347(3) . ?
C31 C32 1.384(3) . ?
C31 C35 1.507(3) . ?
C17 H17 0.9500 . ?
C15 H15 0.9500 . ?
C15 C14 1.348(3) . ?
C32 H32 0.9500 . ?
C14 H14 0.9500 . ?
C49 H49 0.9500 . ?
C49 C48 1.434(3) . ?
C10 C11 1.423(3) . ?
C10 C9 1.415(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.416(3) . ?
C47 C46 1.359(3) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C44 H44 0.9500 . ?
C44 C43 1.360(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.347(3) . ?
C71 C74 1.512(3) . ?
C71 C70 1.392(3) . ?
C24 C23 1.396(3) . ?
C24 C27 1.510(3) . ?
C46 H46 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C43 C76 1.437(3) . ?
C43 B4 1.543(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(3) . ?
C67 C68 1.398(3) . ?
C67 C72 1.516(3) . ?
C11 H11 0.9500 . ?
N8 C76 1.142(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.352(3) . ?
C9 H9 0.9500 . ?
C70 H70 0.9500 . ?
C70 C69 1.392(3) . ?
C22 C23 1.391(4) . ?
C22 C26 1.517(3) . ?
C23 H23 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C68 H68 0.9500 . ?
C68 C69 1.382(3) . ?
C69 C73 1.518(3) . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C77 H77A 0.9900 . ?
C77 H77B 0.9900 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 B1 126.56(17) . . ?
C1 N1 H1 115.5(14) . . ?
B1 N1 H1 117.8(14) . . ?
C39 N5 B3 125.31(16) . . ?
C39 N5 H5 116.0(14) . . ?
B3 N5 H5 118.7(14) . . ?
C4 N2 B2 127.29(17) . . ?
C4 N2 H2 115.1(15) . . ?
B2 N2 H2 117.0(15) . . ?
C42 N6 B4 125.79(17) . . ?
C42 N6 H6A 116.3(15) . . ?
B4 N6 H6A 117.8(15) . . ?
C57 C62 C65 121.58(16) . . ?
C61 C62 C57 119.85(17) . . ?
C61 C62 C65 118.52(16) . . ?
N5 C39 C40 122.27(16) . . ?
N5 C39 C54 117.85(17) . . ?
C54 C39 C40 119.78(16) . . ?
C39 C40 C41 125.90(16) . . ?
C51 C40 C39 116.40(17) . . ?
C51 C40 C41 117.52(17) . . ?
C29 C28 B2 120.10(16) . . ?
C33 C28 C29 118.11(17) . . ?
C33 C28 B2 121.76(17) . . ?
C28 C29 C34 122.67(17) . . ?
C30 C29 C28 119.91(17) . . ?
C30 C29 C34 117.41(17) . . ?
N4 C38 C5 176.9(2) . . ?
C39 C54 C55 120.91(17) . . ?
C39 C54 C53 120.34(18) . . ?
C53 C54 C55 118.73(17) . . ?
C62 C57 C58 118.39(17) . . ?
C62 C57 B3 121.57(16) . . ?
C58 C57 B3 119.31(16) . . ?
C28 C33 C36 121.76(18) . . ?
C32 C33 C28 120.11(18) . . ?
C32 C33 C36 118.07(17) . . ?
C38 C5 B2 125.12(17) . . ?
C6 C5 C38 115.43(17) . . ?
C6 C5 B2 119.38(17) . . ?
C54 C55 H55 119.0 . . ?
C56 C55 C54 121.93(17) . . ?
C56 C55 H55 119.0 . . ?
N6 C42 C41 122.09(17) . . ?
N6 C42 C45 117.78(17) . . ?
C45 C42 C41 119.82(17) . . ?
C62 C61 H61 119.1 . . ?
C60 C61 C62 121.76(17) . . ?
C60 C61 H61 119.1 . . ?
C1 C2 C3 126.34(17) . . ?
C13 C2 C1 116.31(18) . . ?
C13 C2 C3 117.13(18) . . ?
C5 C6 H6 118.6 . . ?
C5 C6 C7 122.80(18) . . ?
C7 C6 H6 118.6 . . ?
N1 C1 C2 122.79(17) . . ?
N1 C1 C16 117.09(17) . . ?
C16 C1 C2 119.98(17) . . ?
C57 C58 C63 120.67(17) . . ?
C59 C58 C57 120.19(17) . . ?
C59 C58 C63 119.13(17) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 C54 120.10(18) . . ?
C52 C53 H53 119.9 . . ?
C61 C60 C59 118.01(17) . . ?
C61 C60 C64 121.83(18) . . ?
C59 C60 C64 120.15(18) . . ?
C55 C56 C75 120.19(18) . . ?
C55 C56 B3 119.31(17) . . ?
C75 C56 B3 120.41(17) . . ?
C53 C52 H52 119.7 . . ?
C53 C52 C51 120.54(18) . . ?
C51 C52 H52 119.7 . . ?
C42 C41 C40 125.79(17) . . ?
C48 C41 C40 117.51(17) . . ?
C48 C41 C42 116.35(17) . . ?
C58 C59 C60 121.75(18) . . ?
C58 C59 H59 119.1 . . ?
C60 C59 H59 119.1 . . ?
C19 C20 C25 120.96(17) . . ?
C21 C20 C19 119.86(19) . . ?
C21 C20 C25 119.17(19) . . ?
N3 C37 C18 178.0(2) . . ?
C20 C19 C24 118.85(18) . . ?
C20 C19 B1 120.64(17) . . ?
C24 C19 B1 120.48(18) . . ?
N7 C75 C56 177.3(2) . . ?
N2 C4 C7 117.54(17) . . ?
N2 C4 C3 121.48(18) . . ?
C7 C4 C3 120.75(18) . . ?
C40 C51 C50 119.86(18) . . ?
C52 C51 C40 121.10(18) . . ?
C52 C51 C50 118.90(18) . . ?
C1 C16 C17 120.65(18) . . ?
C1 C16 C15 120.02(19) . . ?
C15 C16 C17 119.22(18) . . ?
C62 C65 H65A 109.5 . . ?
C62 C65 H65B 109.5 . . ?
C62 C65 H65C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C37 C18 B1 124.56(17) . . ?
C17 C18 C37 117.01(17) . . ?
C17 C18 B1 118.39(18) . . ?
C71 C66 B4 122.03(19) . . ?
C67 C66 C71 118.02(19) . . ?
C67 C66 B4 119.41(19) . . ?
C4 C7 C6 120.11(18) . . ?
C4 C7 C8 119.52(19) . . ?
C8 C7 C6 120.22(19) . . ?
C42 C45 C44 120.75(19) . . ?
C42 C45 C46 119.93(18) . . ?
C46 C45 C44 119.12(19) . . ?
C29 C30 H30 119.0 . . ?
C29 C30 C31 122.01(18) . . ?
C31 C30 H30 119.0 . . ?
C4 C3 C2 124.99(17) . . ?
C10 C3 C2 118.55(17) . . ?
C10 C3 C4 115.95(18) . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C2 C13 C12 119.82(19) . . ?
C14 C13 C2 120.89(19) . . ?
C14 C13 C12 119.16(19) . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C51 C50 H50 119.7 . . ?
C49 C50 C51 120.64(18) . . ?
C49 C50 H50 119.7 . . ?
C30 C31 C35 120.27(19) . . ?
C32 C31 C30 117.72(18) . . ?
C32 C31 C35 122.01(19) . . ?
C16 C17 H17 118.4 . . ?
C18 C17 C16 123.25(18) . . ?
C18 C17 H17 118.4 . . ?
C16 C15 H15 119.8 . . ?
C14 C15 C16 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C33 C32 H32 119.0 . . ?
C31 C32 C33 122.09(18) . . ?
C31 C32 H32 119.0 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.63(19) . . ?
C15 C14 H14 119.7 . . ?
C50 C49 H49 119.7 . . ?
C50 C49 C48 120.65(19) . . ?
C48 C49 H49 119.7 . . ?
C11 C10 C3 119.5(2) . . ?
C9 C10 C3 120.92(19) . . ?
C9 C10 C11 119.36(19) . . ?
C48 C47 H47 119.9 . . ?
C46 C47 H47 119.9 . . ?
C46 C47 C48 120.17(19) . . ?
C58 C63 H63A 109.5 . . ?
C58 C63 H63B 109.5 . . ?
C58 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C41 C48 C49 119.95(19) . . ?
C47 C48 C41 121.18(18) . . ?
C47 C48 C49 118.68(18) . . ?
C45 C44 H44 118.9 . . ?
C43 C44 C45 122.12(19) . . ?
C43 C44 H44 118.9 . . ?
C13 C12 H12 119.5 . . ?
C11 C12 C13 120.98(19) . . ?
C11 C12 H12 119.5 . . ?
C66 C71 C74 121.02(18) . . ?
C70 C71 C66 120.4(2) . . ?
C70 C71 C74 118.56(19) . . ?
C19 C24 C27 120.46(19) . . ?
C23 C24 C19 119.4(2) . . ?
C23 C24 C27 120.1(2) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 C45 120.4(2) . . ?
C47 C46 H46 119.8 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C71 C74 H74A 109.5 . . ?
C71 C74 H74B 109.5 . . ?
C71 C74 H74C 109.5 . . ?
H74A C74 H74B 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C60 C64 H64A 109.5 . . ?
C60 C64 H64B 109.5 . . ?
C60 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C44 C43 C76 118.4(2) . . ?
C44 C43 B4 119.75(19) . . ?
C76 C43 B4 121.8(2) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.9(2) . . ?
C22 C21 H21 119.1 . . ?
C66 C67 C72 120.9(2) . . ?
C68 C67 C66 120.0(2) . . ?
C68 C67 C72 119.1(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 H8 119.9 . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.8(2) . . ?
C8 C9 H9 119.6 . . ?
C71 C70 H70 119.3 . . ?
C69 C70 C71 121.4(2) . . ?
C69 C70 H70 119.3 . . ?
C21 C22 C23 117.9(2) . . ?
C21 C22 C26 120.5(2) . . ?
C23 C22 C26 121.6(2) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 C24 122.1(2) . . ?
C22 C23 H23 119.0 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C67 C68 H68 119.1 . . ?
C69 C68 C67 121.9(2) . . ?
C69 C68 H68 119.1 . . ?
C70 C69 C73 120.4(2) . . ?
C68 C69 C70 118.3(2) . . ?
C68 C69 C73 121.2(2) . . ?
N5 B3 C57 125.51(17) . . ?
N5 B3 C56 114.44(17) . . ?
C56 B3 C57 119.99(16) . . ?
C67 C72 H72A 109.5 . . ?
C67 C72 H72B 109.5 . . ?
C67 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
N8 C76 C43 178.6(3) . . ?
N2 B2 C28 118.83(17) . . ?
N2 B2 C5 112.30(17) . . ?
C5 B2 C28 128.73(17) . . ?
N1 B1 C19 120.83(17) . . ?
N1 B1 C18 113.98(17) . . ?
C18 B1 C19 125.18(18) . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
C31 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
Cl2 C77 Cl1 111.77(14) . . ?
Cl2 C77 H77A 109.3 . . ?
Cl2 C77 H77B 109.3 . . ?
Cl1 C77 H77A 109.3 . . ?
Cl1 C77 H77B 109.3 . . ?
H77A C77 H77B 107.9 . . ?
N6 B4 C66 125.23(19) . . ?
N6 B4 C43 113.56(19) . . ?
C43 B4 C66 121.16(18) . . ?
C69 C73 H73A 109.5 . . ?
C69 C73 H73B 109.5 . . ?
C69 C73 H73C 109.5 . . ?
H73A C73 H73B 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
N1 C1 C16 C17 -3.0(3) . . . . ?
N1 C1 C16 C15 173.18(17) . . . . ?
N5 C39 C40 C41 11.5(3) . . . . ?
N5 C39 C40 C51 -163.39(16) . . . . ?
N5 C39 C54 C55 -4.7(2) . . . . ?
N5 C39 C54 C53 173.45(16) . . . . ?
N2 C4 C7 C6 -5.6(3) . . . . ?
N2 C4 C7 C8 170.00(18) . . . . ?
N2 C4 C3 C2 11.6(3) . . . . ?
N2 C4 C3 C10 -160.05(18) . . . . ?
N6 C42 C41 C40 14.5(3) . . . . ?
N6 C42 C41 C48 -158.50(17) . . . . ?
N6 C42 C45 C44 -5.4(3) . . . . ?
N6 C42 C45 C46 169.54(17) . . . . ?
C62 C57 C58 C59 0.4(3) . . . . ?
C62 C57 C58 C63 179.21(18) . . . . ?
C62 C57 B3 N5 73.5(2) . . . . ?
C62 C57 B3 C56 -103.4(2) . . . . ?
C62 C61 C60 C59 1.4(3) . . . . ?
C62 C61 C60 C64 -177.33(18) . . . . ?
C39 N5 B3 C57 -175.06(16) . . . . ?
C39 N5 B3 C56 2.0(3) . . . . ?
C39 C40 C41 C42 34.8(3) . . . . ?
C39 C40 C41 C48 -152.33(18) . . . . ?
C39 C40 C51 C52 -14.9(3) . . . . ?
C39 C40 C51 C50 160.84(17) . . . . ?
C39 C54 C55 C56 2.2(3) . . . . ?
C39 C54 C53 C52 -5.8(3) . . . . ?
C40 C39 C54 C55 178.78(16) . . . . ?
C40 C39 C54 C53 -3.1(3) . . . . ?
C40 C41 C48 C49 -14.4(3) . . . . ?
C40 C41 C48 C47 170.71(17) . . . . ?
C40 C51 C50 C49 -2.5(3) . . . . ?
C28 C29 C30 C31 2.5(3) . . . . ?
C28 C33 C32 C31 0.9(3) . . . . ?
C29 C28 C33 C36 -176.93(17) . . . . ?
C29 C28 C33 C32 0.4(3) . . . . ?
C29 C28 B2 N2 52.3(2) . . . . ?
C29 C28 B2 C5 -123.0(2) . . . . ?
C29 C30 C31 C32 -1.3(3) . . . . ?
C29 C30 C31 C35 178.36(19) . . . . ?
C38 C5 C6 C7 179.26(18) . . . . ?
C38 C5 B2 N2 175.96(17) . . . . ?
C38 C5 B2 C28 -8.5(3) . . . . ?
C54 C39 C40 C41 -172.21(17) . . . . ?
C54 C39 C40 C51 12.9(2) . . . . ?
C54 C55 C56 C75 179.04(17) . . . . ?
C54 C55 C56 B3 2.5(3) . . . . ?
C54 C53 C52 C51 4.1(3) . . . . ?
C57 C62 C61 C60 0.3(3) . . . . ?
C57 C58 C59 C60 1.4(3) . . . . ?
C33 C28 C29 C30 -2.0(3) . . . . ?
C33 C28 C29 C34 177.82(17) . . . . ?
C33 C28 B2 N2 -129.74(19) . . . . ?
C33 C28 B2 C5 55.0(3) . . . . ?
C5 C6 C7 C4 4.7(3) . . . . ?
C5 C6 C7 C8 -170.9(2) . . . . ?
C55 C54 C53 C52 172.39(17) . . . . ?
C55 C56 B3 N5 -4.5(3) . . . . ?
C55 C56 B3 C57 172.76(17) . . . . ?
C42 N6 B4 C66 -175.77(18) . . . . ?
C42 N6 B4 C43 1.7(3) . . . . ?
C42 C41 C48 C49 159.22(18) . . . . ?
C42 C41 C48 C47 -15.7(3) . . . . ?
C42 C45 C44 C43 4.6(3) . . . . ?
C42 C45 C46 C47 -6.8(3) . . . . ?
C61 C62 C57 C58 -1.2(3) . . . . ?
C61 C62 C57 B3 168.96(17) . . . . ?
C61 C60 C59 C58 -2.3(3) . . . . ?
C2 C1 C16 C17 -178.73(17) . . . . ?
C2 C1 C16 C15 -2.6(3) . . . . ?
C2 C3 C10 C11 -12.1(3) . . . . ?
C2 C3 C10 C9 173.05(19) . . . . ?
C2 C13 C14 C15 5.6(3) . . . . ?
C2 C13 C12 C11 -1.8(3) . . . . ?
C6 C5 B2 N2 -7.1(3) . . . . ?
C6 C5 B2 C28 168.47(18) . . . . ?
C6 C7 C8 C9 170.0(2) . . . . ?
C1 N1 B1 C19 -177.32(17) . . . . ?
C1 N1 B1 C18 1.1(3) . . . . ?
C1 C2 C3 C4 34.3(3) . . . . ?
C1 C2 C3 C10 -154.24(19) . . . . ?
C1 C2 C13 C14 -14.4(3) . . . . ?
C1 C2 C13 C12 161.51(18) . . . . ?
C1 C16 C17 C18 1.4(3) . . . . ?
C1 C16 C15 C14 -6.9(3) . . . . ?
C58 C57 B3 N5 -116.4(2) . . . . ?
C58 C57 B3 C56 66.7(2) . . . . ?
C53 C54 C55 C56 -175.98(17) . . . . ?
C53 C52 C51 C40 6.6(3) . . . . ?
C53 C52 C51 C50 -169.18(18) . . . . ?
C52 C51 C50 C49 173.27(19) . . . . ?
C41 C40 C51 C52 169.86(17) . . . . ?
C41 C40 C51 C50 -14.5(3) . . . . ?
C41 C42 C45 C44 -179.19(18) . . . . ?
C41 C42 C45 C46 -4.2(3) . . . . ?
C20 C19 C24 C23 0.9(3) . . . . ?
C20 C19 C24 C27 -179.0(2) . . . . ?
C20 C19 B1 N1 -115.3(2) . . . . ?
C20 C19 B1 C18 66.5(3) . . . . ?
C20 C21 C22 C23 0.0(3) . . . . ?
C20 C21 C22 C26 178.1(2) . . . . ?
C37 C18 C17 C16 179.17(18) . . . . ?
C37 C18 B1 N1 179.88(17) . . . . ?
C37 C18 B1 C19 -1.8(3) . . . . ?
C19 C20 C21 C22 1.6(3) . . . . ?
C19 C24 C23 C22 0.7(4) . . . . ?
C75 C56 B3 N5 179.00(17) . . . . ?
C75 C56 B3 C57 -3.7(3) . . . . ?
C4 N2 B2 C28 -169.56(17) . . . . ?
C4 N2 B2 C5 6.5(3) . . . . ?
C4 C7 C8 C9 -5.6(3) . . . . ?
C4 C3 C10 C11 160.08(18) . . . . ?
C4 C3 C10 C9 -14.8(3) . . . . ?
C51 C40 C41 C42 -150.44(18) . . . . ?
C51 C40 C41 C48 22.5(2) . . . . ?
C51 C50 C49 C48 11.3(3) . . . . ?
C16 C15 C14 C13 5.4(3) . . . . ?
C65 C62 C57 C58 -178.80(17) . . . . ?
C65 C62 C57 B3 -8.6(3) . . . . ?
C65 C62 C61 C60 177.94(17) . . . . ?
C66 C71 C70 C69 -0.7(3) . . . . ?
C66 C67 C68 C69 0.5(4) . . . . ?
C7 C4 C3 C2 -174.09(18) . . . . ?
C7 C4 C3 C10 14.3(3) . . . . ?
C7 C8 C9 C10 5.2(3) . . . . ?
C45 C42 C41 C40 -172.05(17) . . . . ?
C45 C42 C41 C48 15.0(3) . . . . ?
C45 C44 C43 C76 175.6(2) . . . . ?
C45 C44 C43 B4 -0.4(3) . . . . ?
C30 C31 C32 C33 -0.5(3) . . . . ?
C3 C2 C1 N1 11.8(3) . . . . ?
C3 C2 C1 C16 -172.74(18) . . . . ?
C3 C2 C13 C14 170.59(18) . . . . ?
C3 C2 C13 C12 -13.5(3) . . . . ?
C3 C4 C7 C6 179.82(18) . . . . ?
C3 C4 C7 C8 -4.5(3) . . . . ?
C3 C10 C11 C12 -3.5(3) . . . . ?
C3 C10 C9 C8 5.3(3) . . . . ?
C36 C33 C32 C31 178.31(19) . . . . ?
C13 C2 C1 N1 -162.72(17) . . . . ?
C13 C2 C1 C16 12.8(3) . . . . ?
C13 C2 C3 C4 -151.24(18) . . . . ?
C13 C2 C3 C10 20.2(3) . . . . ?
C13 C12 C11 C10 10.7(3) . . . . ?
C34 C29 C30 C31 -177.32(18) . . . . ?
C50 C49 C48 C41 -2.6(3) . . . . ?
C50 C49 C48 C47 172.43(19) . . . . ?
C17 C16 C15 C14 169.32(19) . . . . ?
C17 C18 B1 N1 -2.6(3) . . . . ?
C17 C18 B1 C19 175.71(18) . . . . ?
C15 C16 C17 C18 -174.73(19) . . . . ?
C14 C13 C12 C11 174.2(2) . . . . ?
C63 C58 C59 C60 -177.46(19) . . . . ?
C48 C47 C46 C45 6.3(3) . . . . ?
C44 C45 C46 C47 168.3(2) . . . . ?
C44 C43 B4 N6 -2.6(3) . . . . ?
C44 C43 B4 C66 175.0(2) . . . . ?
C12 C13 C14 C15 -170.37(19) . . . . ?
C71 C66 C67 C68 0.1(3) . . . . ?
C71 C66 C67 C72 178.3(2) . . . . ?
C71 C66 B4 N6 72.8(3) . . . . ?
C71 C66 B4 C43 -104.5(2) . . . . ?
C71 C70 C69 C68 1.3(3) . . . . ?
C71 C70 C69 C73 -176.4(2) . . . . ?
C24 C19 B1 N1 67.0(3) . . . . ?
C24 C19 B1 C18 -111.2(2) . . . . ?
C46 C45 C44 C43 -170.4(2) . . . . ?
C46 C47 C48 C41 5.3(3) . . . . ?
C46 C47 C48 C49 -169.66(19) . . . . ?
C25 C20 C19 C24 178.11(18) . . . . ?
C25 C20 C19 B1 0.4(3) . . . . ?
C25 C20 C21 C22 -178.5(2) . . . . ?
C74 C71 C70 C69 177.8(2) . . . . ?
C64 C60 C59 C58 176.53(19) . . . . ?
C21 C20 C19 C24 -2.0(3) . . . . ?
C21 C20 C19 B1 -179.69(18) . . . . ?
C21 C22 C23 C24 -1.1(4) . . . . ?
C67 C66 C71 C74 -178.53(19) . . . . ?
C67 C66 C71 C70 0.0(3) . . . . ?
C67 C66 B4 N6 -115.9(2) . . . . ?
C67 C66 B4 C43 66.9(3) . . . . ?
C67 C68 C69 C70 -1.2(4) . . . . ?
C67 C68 C69 C73 176.5(2) . . . . ?
C11 C10 C9 C8 -169.5(2) . . . . ?
C9 C10 C11 C12 171.4(2) . . . . ?
C27 C24 C23 C22 -179.4(2) . . . . ?
B3 N5 C39 C40 178.86(17) . . . . ?
B3 N5 C39 C54 2.5(3) . . . . ?
B3 C57 C58 C59 -169.98(17) . . . . ?
B3 C57 C58 C63 8.8(3) . . . . ?
C72 C67 C68 C69 -177.7(2) . . . . ?
C76 C43 B4 N6 -178.5(2) . . . . ?
C76 C43 B4 C66 -0.9(3) . . . . ?
B2 N2 C4 C7 -0.4(3) . . . . ?
B2 N2 C4 C3 174.15(18) . . . . ?
B2 C28 C29 C30 175.98(17) . . . . ?
B2 C28 C29 C34 -4.2(3) . . . . ?
B2 C28 C33 C36 5.1(3) . . . . ?
B2 C28 C33 C32 -177.62(17) . . . . ?
B2 C5 C6 C7 2.0(3) . . . . ?
B1 N1 C1 C2 177.30(18) . . . . ?
B1 N1 C1 C16 1.7(3) . . . . ?
B1 C19 C24 C23 178.6(2) . . . . ?
B1 C19 C24 C27 -1.3(3) . . . . ?
B1 C18 C17 C16 1.4(3) . . . . ?
C35 C31 C32 C33 179.9(2) . . . . ?
B4 N6 C42 C41 175.82(18) . . . . ?
B4 N6 C42 C45 2.2(3) . . . . ?
B4 C66 C71 C74 -7.0(3) . . . . ?
B4 C66 C71 C70 171.49(19) . . . . ?
B4 C66 C67 C68 -171.6(2) . . . . ?
B4 C66 C67 C72 6.6(3) . . . . ?
C26 C22 C23 C24 -179.2(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 584.5 205.9 ?
2 0.423 0.878 0.853 11.2 0.0 ?
3 0.577 0.122 0.147 11.2 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_appiariusy220922_0m
_database_code_depnum_ccdc_archive 'CCDC 2212001'
loop_
_audit_author_name
_audit_author_address
'Pim Puylaert'
;University of Bremen
Germany
;
_audit_update_record             
;
2022-10-10 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_audit_creation_date             2022-10-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 B2 Br2 N2'
_chemical_formula_sum            'C36 H32 B2 Br2 N2'
_chemical_formula_weight         674.07
_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'
Br Br -0.2901 2.4595 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   21.8649(9)
_cell_length_b                   12.8104(8)
_cell_length_c                   22.9768(11)
_cell_angle_alpha                90
_cell_angle_beta                 108.440(2)
_cell_angle_gamma                90
_cell_volume                     6105.3(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.684
_exptl_absorpt_correction_T_max  0.3261
_exptl_absorpt_correction_T_min  0.1251
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1567 before and 0.0715 after correction.
The Ratio of minimum to maximum transmission is 0.3836.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2736
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3.00 0.00 2.00 0.0980
-3.00 0.00 1.00 0.1520
-3.00 0.00 -1.00 0.2110
-3.00 1.00 3.00 0.1170
-3.00 1.00 2.00 0.1520
-3.00 1.00 1.00 0.1820
-3.00 1.00 0.00 0.1990
-3.00 1.00 -2.00 0.2170
-3.00 3.00 2.00 0.2340
-3.00 -2.00 -3.00 0.2580
-3.00 -2.00 2.00 0.1910
-3.00 -1.00 -1.00 0.2400
-3.00 -1.00 0.00 0.2190
-2.00 1.00 3.00 0.1320
-2.00 1.00 1.00 0.1920
-2.00 -3.00 -2.00 0.2640
-2.00 -3.00 -1.00 0.2570
-2.00 0.00 -3.00 0.2090
-2.00 -1.00 3.00 0.1080
-1.00 0.00 1.00 0.0540
-1.00 0.00 0.00 0.1920
-1.00 -2.00 -3.00 0.2610
-1.00 2.00 -3.00 0.2600
-1.00 -3.00 3.00 0.1630
0.00 1.00 3.00 0.1350
0.00 -1.00 -2.00 0.2430
0.00 1.00 0.00 0.2770
0.00 3.00 -2.00 0.2780
1.00 0.00 -3.00 0.1380
1.00 0.00 -1.00 0.0250
1.00 -1.00 -3.00 0.1960
1.00 -1.00 -2.00 0.1950
1.00 -3.00 -1.00 0.1980
1.00 -2.00 2.00 0.1660
1.00 -2.00 3.00 0.1600
2.00 -1.00 -2.00 0.1300
2.00 -1.00 0.00 0.1330
2.00 0.00 3.00 0.1000
2.00 1.00 2.00 0.1260
3.00 0.00 -2.00 0.0330
3.00 -1.00 -1.00 0.1090
3.00 -2.00 -2.00 0.1550
3.00 2.00 3.00 0.1430

_exptl_crystal_size_max          0.505
_exptl_crystal_size_mid          0.449
_exptl_crystal_size_min          0.108
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0782
_diffrn_reflns_av_unetI/netI     0.0532
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            108189
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.324
_diffrn_reflns_theta_min         2.224
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11358
_reflns_number_total             15165
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.728
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       0.00052(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     804
_refine_ls_number_reflns         15165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0423
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0294P)²+8.8008P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0853
_refine_ls_wR_factor_ref         0.0957
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Br1A(0.4) Br1(0.6) Br4(0.1) Br4A(0.9)
3.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C53(H53), C57(H57), C8(H8), C59(H59), C11(H11), C45(H45), C51(H51),
 C23(H23), C12(H12), C21(H21), C48(H48), C15(H15), C17(H17), C44(H44), C32(H32),
  C9(H9), C68(H68), C47(H47), C30(H30), C14(H14), C42(H42), C66(H66), C50(H50)
3.b Idealised Me refined as rotating group:
 C61(H61A,H61B,H61C), C72(H72A,H72B,H72C), C34(H34A,H34B,H34C), C63(H63A,H63B,
 H63C), C36(H36A,H36B,H36C), C62(H62A,H62B,H62C), C25(H25A,H25B,H25C), C26(H26A,
 H26B,H26C), C70(H70A,H70B,H70C), C27(H27A,H27B,H27C), C71(H71A,H71B,H71C),
 C35(H35A,H35B,H35C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Br2 Br 0.26847(2) 0.46368(2) 0.65152(2) 0.02179(7) Uani 1 1 d . . . . .
Br3 Br 0.37910(2) 0.53278(2) 0.25703(2) 0.02697(8) Uani 1 1 d . . . . .
N2 N 0.21338(11) 0.14379(16) 0.62940(10) 0.0149(4) Uani 1 1 d . . . . .
N4 N 0.34673(11) 0.95622(16) 0.40396(10) 0.0151(4) Uani 1 1 d . . . . .
N3 N 0.39039(10) 0.84832(17) 0.31417(10) 0.0138(4) Uani 1 1 d . . . . .
N1 N 0.11566(11) 0.01649(16) 0.65516(11) 0.0179(5) Uani 1 1 d . . . . .
C55 C 0.47458(12) 0.70393(18) 0.36234(11) 0.0134(5) Uani 1 1 d . . . . .
C60 C 0.47466(13) 0.64461(19) 0.41371(12) 0.0162(5) Uani 1 1 d . . . . .
C5 C 0.25920(12) 0.31725(19) 0.66190(11) 0.0154(5) Uani 1 1 d . . . . .
C54 C 0.36385(13) 0.67780(19) 0.26333(12) 0.0170(5) Uani 1 1 d . . . . .
C37 C 0.33919(12) 0.89595(19) 0.27001(11) 0.0140(5) Uani 1 1 d . . . . .
C6 C 0.29973(12) 0.2730(2) 0.71299(11) 0.0167(5) Uani 1 1 d . . . . .
H6 H 0.328182 0.316265 0.743197 0.020 Uiso 1 1 calc R U . . .
C38 C 0.32761(12) 1.0053(2) 0.27064(11) 0.0154(5) Uani 1 1 d . . . . .
C56 C 0.53344(13) 0.72439(18) 0.35242(11) 0.0151(5) Uani 1 1 d . . . . .
C28 C 0.17016(13) 0.28464(18) 0.54570(11) 0.0156(5) Uani 1 1 d . . . . .
C7 C 0.30079(12) 0.1629(2) 0.72263(11) 0.0163(5) Uani 1 1 d . . . . .
C52 C 0.30291(12) 0.8335(2) 0.22080(11) 0.0167(5) Uani 1 1 d . . . . .
C58 C 0.59170(13) 0.63436(19) 0.44670(12) 0.0168(5) Uani 1 1 d . . . . .
C53 C 0.31467(12) 0.7232(2) 0.21977(11) 0.0185(5) Uani 1 1 d . . . . .
H53 H 0.287294 0.681650 0.187830 0.022 Uiso 1 1 calc R U . . .
C10 C 0.31847(13) -0.0538(2) 0.72930(12) 0.0187(5) Uani 1 1 d . . . . .
C65 C 0.32931(14) 0.7511(2) 0.51238(11) 0.0200(6) Uani 1 1 d . . . . .
C57 C 0.59105(12) 0.68948(19) 0.39447(11) 0.0161(5) Uani 1 1 d . . . . .
H57 H 0.630642 0.703745 0.387180 0.019 Uiso 1 1 calc R U . . .
C4 C 0.25593(12) 0.0975(2) 0.68136(11) 0.0154(5) Uani 1 1 d . . . . .
C8 C 0.35289(13) 0.1176(2) 0.76960(12) 0.0194(5) Uani 1 1 d . . . . .
H8 H 0.380533 0.160574 0.800557 0.023 Uiso 1 1 calc R U . . .
C59 C 0.53273(13) 0.61177(19) 0.45510(12) 0.0170(5) Uani 1 1 d . . . . .
H59 H 0.532223 0.572816 0.490127 0.020 Uiso 1 1 calc R U . . .
C19 C 0.02626(12) 0.1344(2) 0.67191(13) 0.0198(6) Uani 1 1 d . . . . .
C40 C 0.37011(12) 1.04701(19) 0.38627(11) 0.0151(5) Uani 1 1 d . . . . .
C33 C 0.18435(13) 0.2444(2) 0.49406(12) 0.0190(5) Uani 1 1 d . . . . .
C2 C 0.21073(13) -0.08808(19) 0.65536(11) 0.0170(5) Uani 1 1 d . . . . .
C24 C 0.00097(13) 0.2248(2) 0.63801(12) 0.0202(6) Uani 1 1 d . . . . .
C13 C 0.23143(14) -0.1905(2) 0.64755(12) 0.0201(6) Uani 1 1 d . . . . .
C39 C 0.35627(12) 1.0751(2) 0.32297(12) 0.0160(5) Uani 1 1 d . . . . .
C49 C 0.29087(13) 1.0513(2) 0.21431(12) 0.0202(6) Uani 1 1 d . . . . .
C11 C 0.33417(14) -0.1609(2) 0.72510(13) 0.0228(6) Uani 1 1 d . . . . .
H11 H 0.372744 -0.188511 0.752846 0.027 Uiso 1 1 calc R U . . .
C1 C 0.14292(13) -0.06952(19) 0.63556(12) 0.0172(5) Uani 1 1 d . . . . .
C29 C 0.11799(13) 0.35429(19) 0.53545(12) 0.0176(5) Uani 1 1 d . . . . .
C22 C -0.00654(12) 0.3111(2) 0.72947(13) 0.0194(5) Uani 1 1 d . . . . .
C16 C 0.09983(14) -0.1433(2) 0.59879(12) 0.0205(6) Uani 1 1 d . . . . .
C64 C 0.30413(13) 0.83335(19) 0.47098(11) 0.0174(5) Uani 1 1 d . . . . .
C61 C 0.53585(14) 0.7810(2) 0.29564(12) 0.0217(6) Uani 1 1 d . . . . .
H61A H 0.527164 0.731686 0.261393 0.033 Uiso 1 1 calc R U . . .
H61B H 0.578698 0.811806 0.303199 0.033 Uiso 1 1 calc R U . . .
H61C H 0.503255 0.836407 0.285442 0.033 Uiso 1 1 calc R U . . .
C3 C 0.25962(13) -0.01387(19) 0.68937(11) 0.0162(5) Uani 1 1 d . . . . .
C45 C 0.39965(14) 1.2489(2) 0.35749(14) 0.0240(6) Uani 1 1 d . . . . .
H45 H 0.409104 1.317879 0.347742 0.029 Uiso 1 1 calc R U . . .
C51 C 0.25825(13) 0.8822(2) 0.16907(12) 0.0218(6) Uani 1 1 d . . . . .
H51 H 0.230720 0.840635 0.137231 0.026 Uiso 1 1 calc R U . . .
C23 C -0.01448(13) 0.3113(2) 0.66688(13) 0.0205(6) Uani 1 1 d . . . . .
H23 H -0.030839 0.372093 0.643433 0.025 Uiso 1 1 calc R U . . .
C12 C 0.29490(14) -0.2236(2) 0.68222(13) 0.0245(6) Uani 1 1 d . . . . .
H12 H 0.309630 -0.290578 0.674954 0.029 Uiso 1 1 calc R U . . .
C69 C 0.23865(13) 0.8269(2) 0.43388(11) 0.0180(5) Uani 1 1 d . . . . .
C20 C 0.03118(13) 0.1319(2) 0.73463(13) 0.0205(6) Uani 1 1 d . . . . .
C21 C 0.01465(13) 0.2195(2) 0.76227(13) 0.0204(6) Uani 1 1 d . . . . .
H21 H 0.017909 0.216715 0.804464 0.024 Uiso 1 1 calc R U . . .
C46 C 0.36459(13) 1.1812(2) 0.30996(13) 0.0200(6) Uani 1 1 d . . . . .
C48 C 0.29450(14) 1.1612(2) 0.20583(13) 0.0245(6) Uani 1 1 d . . . . .
H48 H 0.268657 1.192172 0.168615 0.029 Uiso 1 1 calc R U . . .
C15 C 0.12465(15) -0.2390(2) 0.58482(12) 0.0234(6) Uani 1 1 d . . . . .
H15 H 0.096593 -0.286867 0.557520 0.028 Uiso 1 1 calc R U . . .
C17 C 0.03192(15) -0.1247(2) 0.57827(14) 0.0264(6) Uani 1 1 d . . . . .
H17 H 0.004128 -0.174213 0.552101 0.032 Uiso 1 1 calc R U . . .
C44 C 0.41995(14) 1.2167(2) 0.41675(14) 0.0240(6) Uani 1 1 d . . . . .
H44 H 0.446571 1.261110 0.447563 0.029 Uiso 1 1 calc R U . . .
C32 C 0.14674(15) 0.2734(2) 0.43524(12) 0.0243(6) Uani 1 1 d . . . . .
H32 H 0.157825 0.248244 0.400996 0.029 Uiso 1 1 calc R U . . .
C9 C 0.36321(13) 0.0132(2) 0.77032(12) 0.0211(6) Uani 1 1 d . . . . .
H9 H 0.401021 -0.015279 0.798777 0.025 Uiso 1 1 calc R U . . .
C68 C 0.20144(14) 0.7420(2) 0.43894(12) 0.0216(6) Uani 1 1 d . . . . .
H68 H 0.157442 0.739598 0.414286 0.026 Uiso 1 1 calc R U . . .
C41 C 0.38040(14) 1.0105(2) 0.51215(12) 0.0216(6) Uani 1 1 d . . . . .
C31 C 0.09363(15) 0.3380(2) 0.42529(13) 0.0275(7) Uani 1 1 d . . . . .
C47 C 0.33385(14) 1.2213(2) 0.24963(13) 0.0241(6) Uani 1 1 d . . . . .
H47 H 0.341418 1.291531 0.240470 0.029 Uiso 1 1 calc R U . . .
C30 C 0.07974(14) 0.3782(2) 0.47579(12) 0.0228(6) Uani 1 1 d . . . . .
H30 H 0.043518 0.422767 0.469623 0.027 Uiso 1 1 calc R U . . .
C72 C 0.20689(14) 0.9092(2) 0.38657(13) 0.0231(6) Uani 1 1 d . . . . .
H72A H 0.217731 0.978749 0.404676 0.035 Uiso 1 1 calc R U . . .
H72B H 0.160017 0.899724 0.373327 0.035 Uiso 1 1 calc R U . . .
H72C H 0.222385 0.902362 0.351126 0.035 Uiso 1 1 calc R U . . .
C34 C 0.10319(14) 0.4065(2) 0.58843(13) 0.0225(6) Uani 1 1 d . . . . .
H34A H 0.110773 0.357042 0.622538 0.034 Uiso 1 1 calc R U . . .
H34B H 0.057997 0.428766 0.575314 0.034 Uiso 1 1 calc R U . . .
H34C H 0.131195 0.467436 0.601797 0.034 Uiso 1 1 calc R U . . .
C43 C 0.40183(13) 1.1175(2) 0.43316(12) 0.0193(5) Uani 1 1 d . . . . .
C63 C 0.41156(13) 0.6160(2) 0.42319(13) 0.0242(6) Uani 1 1 d . . . . .
H63A H 0.383252 0.677206 0.415466 0.036 Uiso 1 1 calc R U . . .
H63B H 0.419606 0.592199 0.465496 0.036 Uiso 1 1 calc R U . . .
H63C H 0.390829 0.559917 0.394767 0.036 Uiso 1 1 calc R U . . .
C36 C 0.23917(14) 0.1697(2) 0.50078(13) 0.0243(6) Uani 1 1 d . . . . .
H36A H 0.275939 0.190190 0.536077 0.036 Uiso 1 1 calc R U . . .
H36B H 0.251819 0.171302 0.463501 0.036 Uiso 1 1 calc R U . . .
H36C H 0.225507 0.098923 0.507142 0.036 Uiso 1 1 calc R U . . .
C14 C 0.18783(15) -0.2629(2) 0.60990(12) 0.0241(6) Uani 1 1 d . . . . .
H14 H 0.203057 -0.329235 0.602098 0.029 Uiso 1 1 calc R U . . .
C42 C 0.40826(14) 1.0953(2) 0.49624(12) 0.0231(6) Uani 1 1 d . . . . .
H42 H 0.432629 1.141318 0.527388 0.028 Uiso 1 1 calc R U . . .
C62 C 0.65467(14) 0.6047(2) 0.49411(13) 0.0244(6) Uani 1 1 d . . . . .
H62A H 0.688756 0.602084 0.474867 0.037 Uiso 1 1 calc R U . . .
H62B H 0.650342 0.536012 0.511174 0.037 Uiso 1 1 calc R U . . .
H62C H 0.665806 0.656731 0.527065 0.037 Uiso 1 1 calc R U . . .
C67 C 0.22652(14) 0.6606(2) 0.47887(12) 0.0227(6) Uani 1 1 d . . . . .
C25 C 0.05357(15) 0.0346(2) 0.77270(15) 0.0306(7) Uani 1 1 d . . . . .
H25A H 0.028365 -0.025467 0.751698 0.046 Uiso 1 1 calc R U . . .
H25B H 0.047531 0.043530 0.812892 0.046 Uiso 1 1 calc R U . . .
H25C H 0.099330 0.022680 0.778192 0.046 Uiso 1 1 calc R U . . .
C66 C 0.29030(15) 0.6670(2) 0.51543(12) 0.0237(6) Uani 1 1 d . . . . .
H66 H 0.307973 0.612178 0.543545 0.028 Uiso 1 1 calc R U . . .
C50 C 0.25484(13) 0.9876(2) 0.16506(12) 0.0226(6) Uani 1 1 d . . . . .
H50 H 0.227839 1.019327 0.128600 0.027 Uiso 1 1 calc R U . . .
C18 C 0.00634(14) -0.0387(2) 0.59510(15) 0.0283(7) Uani 1 1 d . . . . .
C26 C -0.01726(14) 0.4096(2) 0.76039(14) 0.0254(6) Uani 1 1 d . . . . .
H26A H 0.015532 0.461243 0.759565 0.038 Uiso 1 1 calc R U . . .
H26B H -0.014120 0.394381 0.803033 0.038 Uiso 1 1 calc R U . . .
H26C H -0.060182 0.437477 0.738723 0.038 Uiso 1 1 calc R U . . .
B2 B 0.21257(14) 0.2508(2) 0.61224(13) 0.0160(6) Uani 1 1 d . . . . .
C70 C 0.39839(15) 0.7500(2) 0.55362(13) 0.0293(7) Uani 1 1 d . . . . .
H70A H 0.424740 0.792674 0.535321 0.044 Uiso 1 1 calc R U . . .
H70B H 0.414541 0.678139 0.558492 0.044 Uiso 1 1 calc R U . . .
H70C H 0.400779 0.778591 0.593848 0.044 Uiso 1 1 calc R U . . .
B3 B 0.40989(14) 0.7427(2) 0.31473(13) 0.0145(6) Uani 1 1 d . . . . .
C27 C -0.01008(15) 0.2282(2) 0.56958(13) 0.0293(7) Uani 1 1 d . . . . .
H27A H 0.029079 0.205320 0.561192 0.044 Uiso 1 1 calc R U . . .
H27B H -0.020609 0.299694 0.554632 0.044 Uiso 1 1 calc R U . . .
H27C H -0.045869 0.181690 0.548618 0.044 Uiso 1 1 calc R U . . .
C71 C 0.18481(16) 0.5673(2) 0.48063(14) 0.0315(7) Uani 1 1 d . . . . .
H71A H 0.142447 0.591254 0.481215 0.047 Uiso 1 1 calc R U . . .
H71B H 0.205377 0.526102 0.517600 0.047 Uiso 1 1 calc R U . . .
H71C H 0.179561 0.523972 0.444205 0.047 Uiso 1 1 calc R U . . .
C35 C 0.0517(2) 0.3638(3) 0.36101(14) 0.0471(10) Uani 1 1 d . . . . .
H35A H 0.078802 0.388656 0.337076 0.071 Uiso 1 1 calc R U . . .
H35B H 0.020840 0.418300 0.362525 0.071 Uiso 1 1 calc R U . . .
H35C H 0.028327 0.301085 0.341657 0.071 Uiso 1 1 calc R U . . .
B4 B 0.34518(15) 0.9302(2) 0.46406(13) 0.0172(6) Uani 1 1 d . . . . .
B1 B 0.04893(16) 0.0397(2) 0.64040(15) 0.0227(7) Uani 1 1 d . . . . .
H1 H 0.1434(15) 0.057(2) 0.6817(14) 0.019(8) Uiso 1 1 d . . . . .
H4 H 0.3271(14) 0.917(2) 0.3752(14) 0.018(8) Uiso 1 1 d . . . . .
H3 H 0.4132(15) 0.886(2) 0.3385(14) 0.022(8) Uiso 1 1 d . . . . .
H2 H 0.1881(15) 0.098(2) 0.6023(14) 0.022(8) Uiso 1 1 d . . . . .
Br1A Br -0.08299(19) -0.0263(3) 0.57159(19) 0.0849(13) Uani 0.4 1 d . . P . .
Br1 Br -0.08544(10) -0.01952(11) 0.56074(9) 0.0298(2) Uani 0.6 1 d . . P . .
Br4 Br 0.4001(6) 0.9996(10) 0.5940(6) 0.079(4) Uani 0.1 1 d . . P . .
Br4A Br 0.37974(4) 1.00182(10) 0.59548(5) 0.02851(14) Uani 0.9 1 d . . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 C5 1.910(2) . ?
Br3 C54 1.901(2) . ?
N2 C4 1.393(3) . ?
N2 B2 1.425(4) . ?
N2 H2 0.91(3) . ?
N4 C40 1.382(3) . ?
N4 B4 1.431(4) . ?
N4 H4 0.83(3) . ?
N3 C37 1.391(3) . ?
N3 B3 1.418(4) . ?
N3 H3 0.79(3) . ?
N1 C1 1.394(3) . ?
N1 B1 1.421(4) . ?
N1 H1 0.88(3) . ?
C55 C60 1.403(3) . ?
C55 C56 1.401(4) . ?
C55 B3 1.570(4) . ?
C60 C59 1.389(4) . ?
C60 C63 1.509(4) . ?
C5 C6 1.351(4) . ?
C5 B2 1.527(4) . ?
C54 C53 1.348(4) . ?
C54 B3 1.532(4) . ?
C37 C38 1.425(3) . ?
C37 C52 1.407(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.427(4) . ?
C38 C39 1.470(4) . ?
C38 C49 1.417(3) . ?
C56 C57 1.397(4) . ?
C56 C61 1.508(3) . ?
C28 C33 1.415(4) . ?
C28 C29 1.408(4) . ?
C28 B2 1.577(4) . ?
C7 C4 1.405(4) . ?
C7 C8 1.422(4) . ?
C52 C53 1.438(4) . ?
C52 C51 1.421(4) . ?
C58 C57 1.389(4) . ?
C58 C59 1.393(4) . ?
C58 C62 1.509(4) . ?
C53 H53 0.9500 . ?
C10 C11 1.426(4) . ?
C10 C3 1.418(4) . ?
C10 C9 1.414(4) . ?
C65 C64 1.410(4) . ?
C65 C66 1.389(4) . ?
C65 C70 1.508(4) . ?
C57 H57 0.9500 . ?
C4 C3 1.438(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.355(4) . ?
C59 H59 0.9500 . ?
C19 C24 1.408(4) . ?
C19 C20 1.411(4) . ?
C19 B1 1.571(4) . ?
C40 C39 1.435(3) . ?
C40 C43 1.409(4) . ?
C33 C32 1.392(4) . ?
C33 C36 1.503(4) . ?
C2 C13 1.418(3) . ?
C2 C1 1.426(4) . ?
C2 C3 1.459(4) . ?
C24 C23 1.387(4) . ?
C24 C27 1.514(4) . ?
C13 C12 1.429(4) . ?
C13 C14 1.413(4) . ?
C39 C46 1.416(4) . ?
C49 C48 1.427(4) . ?
C49 C50 1.415(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.348(4) . ?
C1 C16 1.411(4) . ?
C29 C30 1.395(4) . ?
C29 C34 1.511(4) . ?
C22 C23 1.393(4) . ?
C22 C21 1.392(4) . ?
C22 C26 1.503(4) . ?
C16 C15 1.418(4) . ?
C16 C17 1.429(4) . ?
C64 C69 1.418(4) . ?
C64 B4 1.569(4) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C45 H45 0.9500 . ?
C45 C46 1.415(4) . ?
C45 C44 1.356(4) . ?
C51 H51 0.9500 . ?
C51 C50 1.354(4) . ?
C23 H23 0.9500 . ?
C12 H12 0.9500 . ?
C69 C68 1.386(4) . ?
C69 C72 1.516(4) . ?
C20 C21 1.393(4) . ?
C20 C25 1.512(4) . ?
C21 H21 0.9500 . ?
C46 C47 1.431(4) . ?
C48 H48 0.9500 . ?
C48 C47 1.341(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.353(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.347(4) . ?
C44 H44 0.9500 . ?
C44 C43 1.418(4) . ?
C32 H32 0.9500 . ?
C32 C31 1.385(4) . ?
C9 H9 0.9500 . ?
C68 H68 0.9500 . ?
C68 C67 1.383(4) . ?
C41 C42 1.351(4) . ?
C41 B4 1.527(4) . ?
C41 Br4 1.797(12) . ?
C41 Br4A 1.923(3) . ?
C31 C30 1.388(4) . ?
C31 C35 1.508(4) . ?
C47 H47 0.9500 . ?
C30 H30 0.9500 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C43 C42 1.440(4) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C14 H14 0.9500 . ?
C42 H42 0.9500 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C67 C66 1.384(4) . ?
C67 C71 1.512(4) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C66 H66 0.9500 . ?
C50 H50 0.9500 . ?
C18 B1 1.531(4) . ?
C18 Br1A 1.861(5) . ?
C18 Br1 1.926(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 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
C4 N2 B2 126.4(2) . . ?
C4 N2 H2 114.3(19) . . ?
B2 N2 H2 118.8(19) . . ?
C40 N4 B4 127.1(2) . . ?
C40 N4 H4 115(2) . . ?
B4 N4 H4 117(2) . . ?
C37 N3 B3 126.5(2) . . ?
C37 N3 H3 115(2) . . ?
B3 N3 H3 117(2) . . ?
C1 N1 B1 126.9(2) . . ?
C1 N1 H1 114.6(19) . . ?
B1 N1 H1 118.4(19) . . ?
C60 C55 B3 121.2(2) . . ?
C56 C55 C60 118.8(2) . . ?
C56 C55 B3 119.9(2) . . ?
C55 C60 C63 119.7(2) . . ?
C59 C60 C55 119.8(2) . . ?
C59 C60 C63 120.5(2) . . ?
C6 C5 Br2 117.00(19) . . ?
C6 C5 B2 121.0(2) . . ?
B2 C5 Br2 121.79(19) . . ?
C53 C54 Br3 118.90(19) . . ?
C53 C54 B3 120.9(2) . . ?
B3 C54 Br3 120.04(19) . . ?
N3 C37 C38 121.9(2) . . ?
N3 C37 C52 117.1(2) . . ?
C52 C37 C38 120.7(2) . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.6(2) . . ?
C7 C6 H6 119.2 . . ?
C37 C38 C39 125.1(2) . . ?
C49 C38 C37 116.8(2) . . ?
C49 C38 C39 117.8(2) . . ?
C55 C56 C61 121.1(2) . . ?
C57 C56 C55 120.1(2) . . ?
C57 C56 C61 118.8(2) . . ?
C33 C28 B2 119.6(2) . . ?
C29 C28 C33 118.1(2) . . ?
C29 C28 B2 122.2(2) . . ?
C4 C7 C6 120.7(2) . . ?
C4 C7 C8 119.3(2) . . ?
C8 C7 C6 119.4(2) . . ?
C37 C52 C53 120.9(2) . . ?
C37 C52 C51 119.1(2) . . ?
C51 C52 C53 119.8(2) . . ?
C57 C58 C59 117.9(2) . . ?
C57 C58 C62 120.6(2) . . ?
C59 C58 C62 121.4(2) . . ?
C54 C53 C52 121.1(2) . . ?
C54 C53 H53 119.4 . . ?
C52 C53 H53 119.4 . . ?
C3 C10 C11 119.5(3) . . ?
C9 C10 C11 119.9(2) . . ?
C9 C10 C3 120.5(2) . . ?
C64 C65 C70 122.0(2) . . ?
C66 C65 C64 119.9(3) . . ?
C66 C65 C70 118.1(2) . . ?
C56 C57 H57 119.3 . . ?
C58 C57 C56 121.4(2) . . ?
C58 C57 H57 119.3 . . ?
N2 C4 C7 117.3(2) . . ?
N2 C4 C3 121.8(2) . . ?
C7 C4 C3 120.4(2) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.2(3) . . ?
C9 C8 H8 119.9 . . ?
C60 C59 C58 121.9(2) . . ?
C60 C59 H59 119.1 . . ?
C58 C59 H59 119.1 . . ?
C24 C19 C20 118.3(2) . . ?
C24 C19 B1 120.4(2) . . ?
C20 C19 B1 121.3(2) . . ?
N4 C40 C39 122.0(2) . . ?
N4 C40 C43 116.9(2) . . ?
C43 C40 C39 120.6(2) . . ?
C28 C33 C36 121.7(2) . . ?
C32 C33 C28 119.9(3) . . ?
C32 C33 C36 118.5(2) . . ?
C13 C2 C1 117.1(2) . . ?
C13 C2 C3 117.5(2) . . ?
C1 C2 C3 125.0(2) . . ?
C19 C24 C27 120.3(2) . . ?
C23 C24 C19 120.4(3) . . ?
C23 C24 C27 119.4(3) . . ?
C2 C13 C12 119.8(3) . . ?
C14 C13 C2 120.3(3) . . ?
C14 C13 C12 119.7(2) . . ?
C40 C39 C38 125.1(2) . . ?
C46 C39 C38 117.5(2) . . ?
C46 C39 C40 117.1(2) . . ?
C38 C49 C48 119.6(3) . . ?
C50 C49 C38 120.2(2) . . ?
C50 C49 C48 120.0(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
N1 C1 C2 122.4(2) . . ?
N1 C1 C16 116.7(2) . . ?
C16 C1 C2 120.6(2) . . ?
C28 C29 C34 120.9(2) . . ?
C30 C29 C28 120.4(2) . . ?
C30 C29 C34 118.7(2) . . ?
C23 C22 C26 119.9(2) . . ?
C21 C22 C23 118.2(2) . . ?
C21 C22 C26 121.8(3) . . ?
C1 C16 C15 118.9(3) . . ?
C1 C16 C17 120.9(2) . . ?
C15 C16 C17 120.1(3) . . ?
C65 C64 C69 117.8(2) . . ?
C65 C64 B4 123.1(2) . . ?
C69 C64 B4 119.1(2) . . ?
C56 C61 H61A 109.5 . . ?
C56 C61 H61B 109.5 . . ?
C56 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C10 C3 C4 116.3(2) . . ?
C10 C3 C2 118.2(2) . . ?
C4 C3 C2 125.2(2) . . ?
C46 C45 H45 119.5 . . ?
C44 C45 H45 119.5 . . ?
C44 C45 C46 120.9(2) . . ?
C52 C51 H51 119.9 . . ?
C50 C51 C52 120.2(3) . . ?
C50 C51 H51 119.9 . . ?
C24 C23 C22 121.5(3) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C13 C12 H12 119.6 . . ?
C11 C12 C13 120.9(3) . . ?
C11 C12 H12 119.6 . . ?
C64 C69 C72 122.5(2) . . ?
C68 C69 C64 120.2(2) . . ?
C68 C69 C72 117.3(2) . . ?
C19 C20 C25 121.0(3) . . ?
C21 C20 C19 120.0(2) . . ?
C21 C20 C25 118.9(3) . . ?
C22 C21 C20 121.5(3) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C39 C46 C47 119.8(3) . . ?
C45 C46 C39 120.0(2) . . ?
C45 C46 C47 120.1(2) . . ?
C49 C48 H48 119.5 . . ?
C47 C48 C49 121.0(3) . . ?
C47 C48 H48 119.5 . . ?
C16 C15 H15 119.6 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(3) . . ?
C18 C17 H17 119.2 . . ?
C45 C44 H44 119.7 . . ?
C45 C44 C43 120.6(3) . . ?
C43 C44 H44 119.7 . . ?
C33 C32 H32 119.1 . . ?
C31 C32 C33 121.8(3) . . ?
C31 C32 H32 119.1 . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.9(2) . . ?
C8 C9 H9 119.6 . . ?
C69 C68 H68 119.1 . . ?
C67 C68 C69 121.9(3) . . ?
C67 C68 H68 119.1 . . ?
C42 C41 B4 120.9(2) . . ?
C42 C41 Br4 111.5(4) . . ?
C42 C41 Br4A 117.5(2) . . ?
B4 C41 Br4 127.2(5) . . ?
B4 C41 Br4A 121.4(2) . . ?
Br4 C41 Br4A 13.6(4) . . ?
C32 C31 C30 118.5(3) . . ?
C32 C31 C35 120.7(3) . . ?
C30 C31 C35 120.8(3) . . ?
C46 C47 H47 119.5 . . ?
C48 C47 C46 120.9(3) . . ?
C48 C47 H47 119.5 . . ?
C29 C30 H30 119.4 . . ?
C31 C30 C29 121.2(3) . . ?
C31 C30 H30 119.4 . . ?
C69 C72 H72A 109.5 . . ?
C69 C72 H72B 109.5 . . ?
C69 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C40 C43 C44 118.9(2) . . ?
C40 C43 C42 120.7(2) . . ?
C44 C43 C42 119.9(2) . . ?
C60 C63 H63A 109.5 . . ?
C60 C63 H63B 109.5 . . ?
C60 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H14 119.6 . . ?
C41 C42 C43 121.5(2) . . ?
C41 C42 H42 119.3 . . ?
C43 C42 H42 119.3 . . ?
C58 C62 H62A 109.5 . . ?
C58 C62 H62B 109.5 . . ?
C58 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C68 C67 C66 118.0(3) . . ?
C68 C67 C71 119.9(3) . . ?
C66 C67 C71 122.1(3) . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C65 C66 H66 118.9 . . ?
C67 C66 C65 122.2(3) . . ?
C67 C66 H66 118.9 . . ?
C49 C50 H50 119.5 . . ?
C51 C50 C49 121.0(2) . . ?
C51 C50 H50 119.5 . . ?
C17 C18 B1 120.9(3) . . ?
C17 C18 Br1A 118.6(2) . . ?
C17 C18 Br1 117.4(2) . . ?
B1 C18 Br1A 119.9(2) . . ?
B1 C18 Br1 121.7(2) . . ?
Br1A C18 Br1 7.42(18) . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 B2 C5 112.5(2) . . ?
N2 B2 C28 119.0(2) . . ?
C5 B2 C28 128.3(2) . . ?
C65 C70 H70A 109.5 . . ?
C65 C70 H70B 109.5 . . ?
C65 C70 H70C 109.5 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
N3 B3 C55 120.7(2) . . ?
N3 B3 C54 112.9(2) . . ?
C54 B3 C55 126.4(2) . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C67 C71 H71A 109.5 . . ?
C67 C71 H71B 109.5 . . ?
C67 C71 H71C 109.5 . . ?
H71A C71 H71B 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
C31 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N4 B4 C64 118.1(2) . . ?
N4 B4 C41 112.4(2) . . ?
C41 B4 C64 129.3(2) . . ?
N1 B1 C19 120.1(3) . . ?
N1 B1 C18 112.5(2) . . ?
C18 B1 C19 127.3(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
Br2 C5 C6 C7 -174.39(19) . . . . ?
Br2 C5 B2 N2 179.91(18) . . . . ?
Br2 C5 B2 C28 5.0(4) . . . . ?
Br3 C54 C53 C52 -177.07(19) . . . . ?
Br3 C54 B3 N3 -177.91(18) . . . . ?
Br3 C54 B3 C55 5.4(4) . . . . ?
N2 C4 C3 C10 156.3(2) . . . . ?
N2 C4 C3 C2 -17.2(4) . . . . ?
N4 C40 C39 C38 -12.2(4) . . . . ?
N4 C40 C39 C46 160.8(2) . . . . ?
N4 C40 C43 C44 -172.8(2) . . . . ?
N4 C40 C43 C42 -0.9(4) . . . . ?
N3 C37 C38 C39 -15.2(4) . . . . ?
N3 C37 C38 C49 158.0(2) . . . . ?
N3 C37 C52 C53 5.9(4) . . . . ?
N3 C37 C52 C51 -168.4(2) . . . . ?
N1 C1 C16 C15 -171.3(2) . . . . ?
N1 C1 C16 C17 5.7(4) . . . . ?
C55 C60 C59 C58 -1.2(4) . . . . ?
C55 C56 C57 C58 -0.1(4) . . . . ?
C60 C55 C56 C57 -2.5(3) . . . . ?
C60 C55 C56 C61 175.6(2) . . . . ?
C60 C55 B3 N3 104.2(3) . . . . ?
C60 C55 B3 C54 -79.4(3) . . . . ?
C5 C6 C7 C4 -5.1(4) . . . . ?
C5 C6 C7 C8 166.3(2) . . . . ?
C37 N3 B3 C55 171.0(2) . . . . ?
C37 N3 B3 C54 -5.8(4) . . . . ?
C37 C38 C39 C40 -34.9(4) . . . . ?
C37 C38 C39 C46 152.1(2) . . . . ?
C37 C38 C49 C48 -159.8(2) . . . . ?
C37 C38 C49 C50 15.1(4) . . . . ?
C37 C52 C53 C54 -5.2(4) . . . . ?
C37 C52 C51 C50 5.6(4) . . . . ?
C6 C5 B2 N2 5.7(4) . . . . ?
C6 C5 B2 C28 -169.3(3) . . . . ?
C6 C7 C4 N2 3.6(4) . . . . ?
C6 C7 C4 C3 176.3(2) . . . . ?
C6 C7 C8 C9 -164.3(2) . . . . ?
C38 C37 C52 C53 179.6(2) . . . . ?
C38 C37 C52 C51 5.4(4) . . . . ?
C38 C39 C46 C45 -171.5(2) . . . . ?
C38 C39 C46 C47 12.7(4) . . . . ?
C38 C49 C48 C47 2.3(4) . . . . ?
C38 C49 C50 C51 -4.7(4) . . . . ?
C56 C55 C60 C59 3.1(4) . . . . ?
C56 C55 C60 C63 -176.2(2) . . . . ?
C56 C55 B3 N3 -78.7(3) . . . . ?
C56 C55 B3 C54 97.7(3) . . . . ?
C28 C33 C32 C31 -2.6(4) . . . . ?
C28 C29 C30 C31 -2.9(4) . . . . ?
C7 C4 C3 C10 -16.1(3) . . . . ?
C7 C4 C3 C2 170.4(2) . . . . ?
C7 C8 C9 C10 -7.6(4) . . . . ?
C52 C37 C38 C39 171.4(2) . . . . ?
C52 C37 C38 C49 -15.5(4) . . . . ?
C52 C51 C50 C49 -6.0(4) . . . . ?
C53 C54 B3 N3 6.4(4) . . . . ?
C53 C54 B3 C55 -170.2(2) . . . . ?
C53 C52 C51 C50 -168.7(3) . . . . ?
C10 C11 C12 C13 -11.7(4) . . . . ?
C65 C64 C69 C68 0.1(4) . . . . ?
C65 C64 C69 C72 -178.3(2) . . . . ?
C65 C64 B4 N4 127.0(3) . . . . ?
C65 C64 B4 C41 -59.4(4) . . . . ?
C57 C58 C59 C60 -1.4(4) . . . . ?
C4 N2 B2 C5 -7.4(4) . . . . ?
C4 N2 B2 C28 168.0(2) . . . . ?
C4 C7 C8 C9 7.3(4) . . . . ?
C8 C7 C4 N2 -167.8(2) . . . . ?
C8 C7 C4 C3 4.9(4) . . . . ?
C59 C58 C57 C56 2.0(4) . . . . ?
C19 C24 C23 C22 -1.0(4) . . . . ?
C19 C20 C21 C22 -0.4(4) . . . . ?
C40 N4 B4 C64 167.9(2) . . . . ?
C40 N4 B4 C41 -6.8(4) . . . . ?
C40 C39 C46 C45 15.0(4) . . . . ?
C40 C39 C46 C47 -160.8(2) . . . . ?
C40 C43 C42 C41 -4.7(4) . . . . ?
C33 C28 C29 C30 3.2(4) . . . . ?
C33 C28 C29 C34 -175.4(2) . . . . ?
C33 C28 B2 N2 -63.0(3) . . . . ?
C33 C28 B2 C5 111.6(3) . . . . ?
C33 C32 C31 C30 3.0(4) . . . . ?
C33 C32 C31 C35 -176.8(3) . . . . ?
C2 C13 C12 C11 4.1(4) . . . . ?
C2 C13 C14 C15 -5.5(4) . . . . ?
C2 C1 C16 C15 3.7(4) . . . . ?
C2 C1 C16 C17 -179.3(2) . . . . ?
C24 C19 C20 C21 -3.6(4) . . . . ?
C24 C19 C20 C25 175.7(2) . . . . ?
C24 C19 B1 N1 109.1(3) . . . . ?
C24 C19 B1 C18 -73.7(4) . . . . ?
C13 C2 C1 N1 162.0(2) . . . . ?
C13 C2 C1 C16 -12.6(4) . . . . ?
C13 C2 C3 C10 -20.8(3) . . . . ?
C13 C2 C3 C4 152.6(2) . . . . ?
C39 C38 C49 C48 13.9(4) . . . . ?
C39 C38 C49 C50 -171.2(2) . . . . ?
C39 C40 C43 C44 -0.1(4) . . . . ?
C39 C40 C43 C42 171.8(2) . . . . ?
C39 C46 C47 C48 3.4(4) . . . . ?
C49 C38 C39 C40 152.0(2) . . . . ?
C49 C38 C39 C46 -21.0(3) . . . . ?
C49 C48 C47 C46 -11.2(4) . . . . ?
C11 C10 C3 C4 -160.1(2) . . . . ?
C11 C10 C3 C2 13.9(3) . . . . ?
C11 C10 C9 C8 171.6(2) . . . . ?
C1 N1 B1 C19 173.8(2) . . . . ?
C1 N1 B1 C18 -3.7(4) . . . . ?
C1 C2 C13 C12 -160.8(2) . . . . ?
C1 C2 C13 C14 13.6(4) . . . . ?
C1 C2 C3 C10 151.4(2) . . . . ?
C1 C2 C3 C4 -35.1(4) . . . . ?
C1 C16 C15 C14 4.9(4) . . . . ?
C1 C16 C17 C18 -2.7(4) . . . . ?
C29 C28 C33 C32 -0.5(4) . . . . ?
C29 C28 C33 C36 180.0(2) . . . . ?
C29 C28 B2 N2 117.0(3) . . . . ?
C29 C28 B2 C5 -68.4(4) . . . . ?
C16 C15 C14 C13 -4.0(4) . . . . ?
C16 C17 C18 B1 -3.9(5) . . . . ?
C16 C17 C18 Br1A -174.9(3) . . . . ?
C16 C17 C18 Br1 176.8(2) . . . . ?
C64 C65 C66 C67 0.0(4) . . . . ?
C64 C69 C68 C67 -1.2(4) . . . . ?
C61 C56 C57 C58 -178.2(2) . . . . ?
C3 C10 C11 C12 2.5(4) . . . . ?
C3 C10 C9 C8 -4.4(4) . . . . ?
C3 C2 C13 C12 12.1(4) . . . . ?
C3 C2 C13 C14 -173.6(2) . . . . ?
C3 C2 C1 N1 -10.3(4) . . . . ?
C3 C2 C1 C16 175.1(2) . . . . ?
C45 C46 C47 C48 -172.4(3) . . . . ?
C45 C44 C43 C40 8.8(4) . . . . ?
C45 C44 C43 C42 -163.1(3) . . . . ?
C51 C52 C53 C54 169.0(2) . . . . ?
C23 C22 C21 C20 3.6(4) . . . . ?
C12 C13 C14 C15 168.8(3) . . . . ?
C69 C64 B4 N4 -52.6(3) . . . . ?
C69 C64 B4 C41 121.0(3) . . . . ?
C69 C68 C67 C66 1.6(4) . . . . ?
C69 C68 C67 C71 -177.2(2) . . . . ?
C20 C19 C24 C23 4.3(4) . . . . ?
C20 C19 C24 C27 -175.3(2) . . . . ?
C20 C19 B1 N1 -70.2(4) . . . . ?
C20 C19 B1 C18 106.9(4) . . . . ?
C21 C22 C23 C24 -2.9(4) . . . . ?
C46 C45 C44 C43 -5.4(4) . . . . ?
C48 C49 C50 C51 170.2(3) . . . . ?
C15 C16 C17 C18 174.2(3) . . . . ?
C17 C16 C15 C14 -172.1(3) . . . . ?
C17 C18 B1 N1 6.8(4) . . . . ?
C17 C18 B1 C19 -170.6(3) . . . . ?
C44 C45 C46 C39 -6.9(4) . . . . ?
C44 C45 C46 C47 169.0(3) . . . . ?
C44 C43 C42 C41 167.1(3) . . . . ?
C32 C31 C30 C29 -0.2(4) . . . . ?
C9 C10 C11 C12 -173.6(3) . . . . ?
C9 C10 C3 C4 15.9(3) . . . . ?
C9 C10 C3 C2 -170.1(2) . . . . ?
C68 C67 C66 C65 -1.0(4) . . . . ?
C72 C69 C68 C67 177.3(2) . . . . ?
C34 C29 C30 C31 175.7(2) . . . . ?
C43 C40 C39 C38 175.5(2) . . . . ?
C43 C40 C39 C46 -11.5(4) . . . . ?
C63 C60 C59 C58 178.1(2) . . . . ?
C36 C33 C32 C31 176.9(3) . . . . ?
C14 C13 C12 C11 -170.2(3) . . . . ?
C42 C41 B4 N4 0.6(4) . . . . ?
C42 C41 B4 C64 -173.3(3) . . . . ?
C62 C58 C57 C56 -175.1(2) . . . . ?
C62 C58 C59 C60 175.8(2) . . . . ?
C25 C20 C21 C22 -179.7(2) . . . . ?
C66 C65 C64 C69 0.5(4) . . . . ?
C66 C65 C64 B4 -179.1(2) . . . . ?
C50 C49 C48 C47 -172.7(3) . . . . ?
C26 C22 C23 C24 173.7(2) . . . . ?
C26 C22 C21 C20 -172.9(2) . . . . ?
B2 N2 C4 C7 3.1(4) . . . . ?
B2 N2 C4 C3 -169.5(2) . . . . ?
B2 C5 C6 C7 0.1(4) . . . . ?
B2 C28 C33 C32 179.5(2) . . . . ?
B2 C28 C33 C36 -0.1(4) . . . . ?
B2 C28 C29 C30 -176.8(2) . . . . ?
B2 C28 C29 C34 4.6(4) . . . . ?
C70 C65 C64 C69 179.7(2) . . . . ?
C70 C65 C64 B4 0.0(4) . . . . ?
C70 C65 C66 C67 -179.2(3) . . . . ?
B3 N3 C37 C38 -173.7(2) . . . . ?
B3 N3 C37 C52 0.0(4) . . . . ?
B3 C55 C60 C59 -179.8(2) . . . . ?
B3 C55 C60 C63 0.9(4) . . . . ?
B3 C55 C56 C57 -179.6(2) . . . . ?
B3 C55 C56 C61 -1.6(3) . . . . ?
B3 C54 C53 C52 -1.4(4) . . . . ?
C27 C24 C23 C22 178.5(3) . . . . ?
C71 C67 C66 C65 177.8(3) . . . . ?
C35 C31 C30 C29 179.6(3) . . . . ?
B4 N4 C40 C39 -165.6(3) . . . . ?
B4 N4 C40 C43 7.0(4) . . . . ?
B4 C64 C69 C68 179.7(2) . . . . ?
B4 C64 C69 C72 1.3(4) . . . . ?
B4 C41 C42 C43 4.7(4) . . . . ?
B1 N1 C1 C2 -177.1(3) . . . . ?
B1 N1 C1 C16 -2.2(4) . . . . ?
B1 C19 C24 C23 -175.1(2) . . . . ?
B1 C19 C24 C27 5.3(4) . . . . ?
B1 C19 C20 C21 175.8(2) . . . . ?
B1 C19 C20 C25 -4.9(4) . . . . ?
Br1A C18 B1 N1 177.7(3) . . . . ?
Br1A C18 B1 C19 0.4(5) . . . . ?
Br1 C18 B1 N1 -173.9(2) . . . . ?
Br1 C18 B1 C19 8.7(4) . . . . ?
Br4 C41 C42 C43 177.0(5) . . . . ?
Br4 C41 B4 N4 -170.4(5) . . . . ?
Br4 C41 B4 C64 15.6(7) . . . . ?
Br4A C41 C42 C43 -169.5(2) . . . . ?
Br4A C41 B4 N4 174.61(19) . . . . ?
Br4A C41 B4 C64 0.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
