# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1571257'
_audit_update_record             
;
2017-08-29 deposited with the CCDC.
2018-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C65 H45 N3'
_chemical_formula_weight         868.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.0325(4)
_cell_length_b                   13.8922(5)
_cell_length_c                   17.6967(8)
_cell_angle_alpha                100.024(4)
_cell_angle_beta                 94.455(4)
_cell_angle_gamma                109.496(4)
_cell_volume                     2490.68(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8492
_cell_measurement_theta_min      4.2920
_cell_measurement_theta_max      71.0380

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.513
_shelx_estimated_absorpt_T_min   0.891
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_T_min  0.70721
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Micro-Focus (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            16838
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.454
_diffrn_reflns_theta_max         71.472
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9463
_reflns_number_gt                7193
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1531P)²+0.0662P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9463
_refine_ls_number_parameters     669
_refine_ls_number_restraints     630
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0780
_refine_ls_wR_factor_ref         0.2348
_refine_ls_wR_factor_gt          0.2241
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.32584(17) 0.69737(13) 0.34091(10) 0.0332(4) Uani 1 1 d . U . . .
N2 N 0.25848(16) 0.57550(13) 0.41194(10) 0.0311(4) Uani 1 1 d . U . . .
N3 N 0.77656(19) 0.97105(14) 0.61877(11) 0.0413(4) Uani 1 1 d . U . . .
C1 C 0.34877(19) 0.67119(15) 0.40771(12) 0.0315(4) Uani 1 1 d . U . . .
C2 C 0.2176(2) 0.61725(16) 0.30071(11) 0.0321(4) Uani 1 1 d . U . . .
C3 C 0.1524(2) 0.61115(17) 0.22590(12) 0.0372(5) Uani 1 1 d . U . . .
C4 C 0.1990(3) 0.6901(2) 0.18452(13) 0.0433(5) Uani 1 1 d . U . . .
H4 H 0.2742 0.7470 0.2055 0.052 Uiso 1 1 calc R U . . .
C5 C 0.1339(3) 0.6840(2) 0.11260(14) 0.0502(6) Uani 1 1 d . U . . .
H5 H 0.1652 0.7362 0.0850 0.060 Uiso 1 1 calc R U . . .
C6 C 0.0202(3) 0.5982(2) 0.08225(14) 0.0510(6) Uani 1 1 d . U . . .
H6 H -0.0252 0.5942 0.0346 0.061 Uiso 1 1 calc R U . . .
C7 C -0.0254(3) 0.5196(2) 0.12215(14) 0.0462(5) Uani 1 1 d . U . . .
H7 H -0.1012 0.4634 0.1008 0.055 Uiso 1 1 calc R U . . .
C8 C 0.0400(2) 0.52249(18) 0.19450(12) 0.0372(4) Uani 1 1 d . U . . .
C9 C -0.0031(2) 0.43823(18) 0.23731(13) 0.0385(5) Uani 1 1 d . U . . .
C10 C -0.1104(2) 0.3461(2) 0.20622(15) 0.0474(5) Uani 1 1 d . U . . .
H10 H -0.1551 0.3389 0.1576 0.057 Uiso 1 1 calc R U . . .
C11 C -0.1509(3) 0.2670(2) 0.24514(17) 0.0530(6) Uani 1 1 d . U . . .
H11 H -0.2234 0.2080 0.2235 0.064 Uiso 1 1 calc R U . . .
C12 C -0.0837(2) 0.27473(18) 0.31738(16) 0.0465(5) Uani 1 1 d . U . . .
H12 H -0.1104 0.2204 0.3435 0.056 Uiso 1 1 calc R U . . .
C13 C 0.0222(2) 0.36298(17) 0.34987(14) 0.0391(5) Uani 1 1 d . U . . .
H13 H 0.0666 0.3677 0.3980 0.047 Uiso 1 1 calc R U . . .
C14 C 0.0643(2) 0.44599(16) 0.31161(12) 0.0350(4) Uani 1 1 d . U . . .
C15 C 0.17358(19) 0.54049(15) 0.34237(11) 0.0309(4) Uani 1 1 d . U . . .
C16 C 0.45768(19) 0.74086(15) 0.46690(12) 0.0315(4) Uani 1 1 d . U . . .
C17 C 0.5538(2) 0.81747(16) 0.44060(12) 0.0342(4) Uani 1 1 d . U . . .
H17 H 0.5459 0.8191 0.3882 0.041 Uiso 1 1 calc R U . . .
C18 C 0.6593(2) 0.89028(16) 0.49027(13) 0.0352(4) Uani 1 1 d . U . . .
H18 H 0.7222 0.9391 0.4707 0.042 Uiso 1 1 calc R U . . .
C19 C 0.6731(2) 0.89167(16) 0.56983(13) 0.0351(4) Uani 1 1 d . U . . .
C20 C 0.5795(2) 0.81516(16) 0.59663(12) 0.0350(4) Uani 1 1 d . U . . .
H20 H 0.5875 0.8139 0.6491 0.042 Uiso 1 1 calc R U . . .
C21 C 0.4740(2) 0.74059(16) 0.54608(12) 0.0334(4) Uani 1 1 d . U . . .
H21 H 0.4134 0.6897 0.5652 0.040 Uiso 1 1 calc R U . . .
C22 C 0.8484(2) 1.06145(16) 0.58980(13) 0.0376(5) Uani 1 1 d . U . . .
C23 C 0.7855(2) 1.12520(18) 0.56653(15) 0.0432(5) Uani 1 1 d . U . . .
H23 H 0.6994 1.1134 0.5733 0.052 Uiso 1 1 calc R U . . .
C24 C 0.8527(3) 1.20649(18) 0.53312(16) 0.0480(6) Uani 1 1 d . U . . .
H24 H 0.8106 1.2489 0.5169 0.058 Uiso 1 1 calc R U . . .
C25 C 0.9802(2) 1.22557(18) 0.52358(15) 0.0446(5) Uani 1 1 d . U . . .
H25 H 1.0238 1.2797 0.5003 0.054 Uiso 1 1 calc R U . . .
C26 C 1.0435(2) 1.1633(2) 0.54898(15) 0.0473(5) Uani 1 1 d . U . . .
H26 H 1.1307 1.1771 0.5442 0.057 Uiso 1 1 calc R U . . .
C27 C 0.9771(2) 1.08105(18) 0.58126(14) 0.0415(5) Uani 1 1 d . U . . .
H27 H 1.0192 1.0386 0.5973 0.050 Uiso 1 1 calc R U . . .
C28 C 0.8268(2) 0.96461(18) 0.69393(13) 0.0407(5) Uani 1 1 d . U . . .
C29 C 0.8631(3) 1.0518(2) 0.75427(15) 0.0485(5) Uani 1 1 d . U . . .
H29 H 0.8520 1.1127 0.7458 0.058 Uiso 1 1 calc R U . . .
C30 C 0.9155(3) 1.0486(3) 0.82629(16) 0.0597(7) Uani 1 1 d . U . . .
H30 H 0.9422 1.1081 0.8660 0.072 Uiso 1 1 calc R U . . .
C31 C 0.9288(3) 0.9569(3) 0.84025(17) 0.0628(7) Uani 1 1 d . U . . .
H31 H 0.9604 0.9538 0.8897 0.075 Uiso 1 1 calc R U . . .
C32 C 0.8948(3) 0.8706(2) 0.78021(17) 0.0563(6) Uani 1 1 d . U . . .
H32 H 0.9064 0.8099 0.7890 0.068 Uiso 1 1 calc R U . . .
C33 C 0.8432(2) 0.8732(2) 0.70659(15) 0.0463(5) Uani 1 1 d . U . . .
H33 H 0.8199 0.8146 0.6664 0.056 Uiso 1 1 calc R U . . .
C34 C 0.25671(18) 0.52309(15) 0.47542(11) 0.0305(4) Uani 1 1 d . U . . .
C35 C 0.3298(2) 0.45907(16) 0.47828(12) 0.0332(4) Uani 1 1 d . U . . .
H35 H 0.3767 0.4475 0.4384 0.040 Uiso 1 1 calc R U . . .
C36 C 0.33159(19) 0.41244(15) 0.54169(12) 0.0334(4) Uani 1 1 d . U . . .
H36 H 0.3790 0.3685 0.5432 0.040 Uiso 1 1 calc R U . . .
C37 C 0.26376(19) 0.43009(15) 0.60326(11) 0.0313(4) Uani 1 1 d . U . . .
C38 C 0.18938(19) 0.49338(16) 0.59785(12) 0.0331(4) Uani 1 1 d . U . . .
H38 H 0.1423 0.5054 0.6376 0.040 Uiso 1 1 calc R U . . .
C39 C 0.18464(19) 0.53837(15) 0.53441(12) 0.0326(4) Uani 1 1 d . U . . .
H39 H 0.1331 0.5790 0.5312 0.039 Uiso 1 1 calc R U . . .
C40 C 0.2717(2) 0.38284(15) 0.67158(11) 0.0326(4) Uani 1 1 d . U . . .
C41 C 0.3836(2) 0.36407(16) 0.69561(12) 0.0354(4) Uani 1 1 d . U . . .
H41 H 0.4544 0.3826 0.6690 0.042 Uiso 1 1 calc R U . . .
C42 C 0.3909(2) 0.31805(17) 0.75874(13) 0.0375(4) Uani 1 1 d . U . . .
H42 H 0.4662 0.3055 0.7733 0.045 Uiso 1 1 calc R U . . .
C43 C 0.2870(2) 0.29032(16) 0.80067(12) 0.0360(4) Uani 1 1 d . U . . .
C44 C 0.1759(2) 0.31074(17) 0.77704(12) 0.0377(4) Uani 1 1 d . U . . .
H44 H 0.1062 0.2943 0.8047 0.045 Uiso 1 1 calc R U . . .
C45 C 0.1672(2) 0.35475(16) 0.71348(12) 0.0351(4) Uani 1 1 d . U . . .
H45 H 0.0912 0.3658 0.6984 0.042 Uiso 1 1 calc R U . . .
C46 C 0.2952(2) 0.24464(19) 0.86972(13) 0.0405(5) Uani 1 1 d . U . . .
C47 C 0.3285(3) 0.1590(2) 0.86743(14) 0.0446(5) Uani 1 1 d . U . . .
C48 C 0.2704(3) 0.3026(2) 0.94268(13) 0.0467(5) Uani 1 1 d . U . . .
C49 C 0.3283(3) 0.4115(2) 0.96292(16) 0.0573(7) Uani 1 1 d . U . . .
H49 H 0.3802 0.4467 0.9302 0.069 Uiso 1 1 calc R U . . .
C50 C 0.3099(4) 0.4676(3) 1.03044(19) 0.0754(10) Uani 1 1 d . U . . .
H50 H 0.3513 0.5398 1.0437 0.090 Uiso 1 1 calc R U . . .
C51 C 0.2304(4) 0.4173(3) 1.07842(17) 0.0784(11) Uani 1 1 d . U . . .
H51 H 0.2185 0.4552 1.1242 0.094 Uiso 1 1 calc R U . . .
C52 C 0.1692(4) 0.3115(4) 1.05864(17) 0.0730(10) Uani 1 1 d . U . . .
H52 H 0.1135 0.2778 1.0903 0.088 Uiso 1 1 calc R U . . .
C53 C 0.1893(3) 0.2530(3) 0.99096(15) 0.0599(7) Uani 1 1 d . U . . .
H53 H 0.1482 0.1808 0.9785 0.072 Uiso 1 1 calc R U . . .
C54 C 0.3736(11) 0.1341(8) 0.9412(5) 0.0469(19) Uani 0.534(13) 1 d . U P A 1
C55 C 0.4762(10) 0.2053(8) 0.9966(4) 0.0601(19) Uani 0.534(13) 1 d . U P A 1
H55 H 0.5217 0.2707 0.9874 0.072 Uiso 0.534(13) 1 calc R U P A 1
C56 C 0.5105(13) 0.1789(10) 1.0655(4) 0.087(3) Uani 0.534(13) 1 d . U P A 1
H56 H 0.5779 0.2260 1.1028 0.105 Uiso 0.534(13) 1 calc R U P A 1
C57 C 0.4395(15) 0.0780(12) 1.0773(5) 0.091(3) Uani 0.534(13) 1 d . U P A 1
H57 H 0.4611 0.0592 1.1230 0.109 Uiso 0.534(13) 1 calc R U P A 1
C58 C 0.3426(16) 0.0093(11) 1.0242(7) 0.095(3) Uani 0.534(13) 1 d . U P A 1
H58 H 0.2969 -0.0559 1.0338 0.115 Uiso 0.534(13) 1 calc R U P A 1
C59 C 0.3099(11) 0.0349(8) 0.9550(5) 0.062(2) Uani 0.534(13) 1 d . U P A 1
H59 H 0.2449 -0.0145 0.9175 0.075 Uiso 0.534(13) 1 calc R U P A 1
C54A C 0.3307(9) 0.1032(9) 0.9360(6) 0.048(2) Uani 0.466(13) 1 d . U P A 2
C55A C 0.4176(9) 0.1571(8) 1.0020(4) 0.054(2) Uani 0.466(13) 1 d . U P A 2
H55A H 0.4692 0.2263 1.0045 0.065 Uiso 0.466(13) 1 calc R U P A 2
C56A C 0.4313(14) 0.1132(12) 1.0641(6) 0.079(3) Uani 0.466(13) 1 d . U P A 2
H56A H 0.4910 0.1510 1.1082 0.095 Uiso 0.466(13) 1 calc R U P A 2
C57A C 0.3508(13) 0.0079(12) 1.0584(6) 0.080(3) Uani 0.466(13) 1 d . U P A 2
H57A H 0.3553 -0.0243 1.0999 0.096 Uiso 0.466(13) 1 calc R U P A 2
C58A C 0.2647(13) -0.0475(10) 0.9906(6) 0.078(3) Uani 0.466(13) 1 d . U P A 2
H58A H 0.2125 -0.1168 0.9868 0.094 Uiso 0.466(13) 1 calc R U P A 2
C59A C 0.2567(9) -0.0002(7) 0.9292(6) 0.0538(18) Uani 0.466(13) 1 d . U P A 2
H59A H 0.2015 -0.0380 0.8834 0.065 Uiso 0.466(13) 1 calc R U P A 2
C60 C 0.3408(2) 0.09433(17) 0.79392(13) 0.0394(5) Uani 1 1 d . U . . .
C61 C 0.4559(2) 0.07385(19) 0.78736(14) 0.0440(5) Uani 1 1 d . U . . .
H61 H 0.5243 0.1024 0.8282 0.053 Uiso 1 1 calc R U . . .
C62 C 0.4689(3) 0.0112(2) 0.72047(16) 0.0506(6) Uani 1 1 d . U . . .
H62 H 0.5458 -0.0019 0.7166 0.061 Uiso 1 1 calc R U . . .
C63 C 0.3671(3) -0.03159(19) 0.65960(15) 0.0480(6) Uani 1 1 d . U . . .
H63 H 0.3756 -0.0730 0.6145 0.058 Uiso 1 1 calc R U . . .
C64 C 0.2534(2) -0.01258(17) 0.66609(14) 0.0424(5) Uani 1 1 d . U . . .
H64 H 0.1847 -0.0422 0.6255 0.051 Uiso 1 1 calc R U . . .
C65 C 0.2399(2) 0.04997(18) 0.73217(13) 0.0402(5) Uani 1 1 d . U . . .
H65 H 0.1626 0.0626 0.7354 0.048 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
N1 C1 1.326(3) . ?
N1 C2 1.370(3) . ?
N2 C1 1.388(3) . ?
N2 C15 1.392(3) . ?
N2 C34 1.439(2) . ?
N3 C19 1.394(3) . ?
N3 C28 1.430(3) . ?
N3 C22 1.446(3) . ?
C1 C16 1.467(3) . ?
C2 C15 1.378(3) . ?
C2 C3 1.431(3) . ?
C3 C4 1.401(3) . ?
C3 C8 1.414(3) . ?
C4 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.379(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.408(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.471(3) . ?
C9 C10 1.409(3) . ?
C9 C14 1.428(3) . ?
C10 C11 1.365(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.396(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.403(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.437(3) . ?
C16 C21 1.400(3) . ?
C16 C17 1.403(3) . ?
C17 C18 1.377(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.400(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.393(3) . ?
C20 C21 1.392(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.379(3) . ?
C22 C23 1.389(3) . ?
C23 C24 1.384(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.371(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.389(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.380(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.388(3) . ?
C28 C33 1.394(3) . ?
C29 C30 1.372(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.391(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.379(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.392(3) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 C35 1.389(3) . ?
C34 C39 1.390(3) . ?
C35 C36 1.392(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.401(3) . ?
C36 H36 0.9300 . ?
C37 C38 1.398(3) . ?
C37 C40 1.483(3) . ?
C38 C39 1.382(3) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C40 C41 1.395(3) . ?
C40 C45 1.401(3) . ?
C41 C42 1.390(3) . ?
C41 H41 0.9300 . ?
C42 C43 1.396(3) . ?
C42 H42 0.9300 . ?
C43 C44 1.397(3) . ?
C43 C46 1.482(3) . ?
C44 C45 1.382(3) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 C47 1.353(3) . ?
C46 C48 1.494(3) . ?
C47 C60 1.490(3) . ?
C47 C54 1.498(8) . ?
C47 C54A 1.552(11) . ?
C48 C53 1.384(4) . ?
C48 C49 1.399(4) . ?
C49 C50 1.377(4) . ?
C49 H49 0.9300 . ?
C50 C51 1.376(6) . ?
C50 H50 0.9300 . ?
C51 C52 1.363(6) . ?
C51 H51 0.9300 . ?
C52 C53 1.403(4) . ?
C52 H52 0.9300 . ?
C53 H53 0.9300 . ?
C54 C59 1.397(10) . ?
C54 C55 1.401(11) . ?
C55 C56 1.393(8) . ?
C55 H55 0.9300 . ?
C56 C57 1.419(17) . ?
C56 H56 0.9300 . ?
C57 C58 1.337(19) . ?
C57 H57 0.9300 . ?
C58 C59 1.387(12) . ?
C58 H58 0.9300 . ?
C59 H59 0.9300 . ?
C54A C55A 1.373(11) . ?
C54A C59A 1.374(12) . ?
C55A C56A 1.368(13) . ?
C55A H55A 0.9300 . ?
C56A C57A 1.42(2) . ?
C56A H56A 0.9300 . ?
C57A C58A 1.396(16) . ?
C57A H57A 0.9300 . ?
C58A C59A 1.375(10) . ?
C58A H58A 0.9300 . ?
C59A H59A 0.9300 . ?
C60 C65 1.390(3) . ?
C60 C61 1.400(3) . ?
C61 C62 1.389(4) . ?
C61 H61 0.9300 . ?
C62 C63 1.385(4) . ?
C62 H62 0.9300 . ?
C63 C64 1.375(4) . ?
C63 H63 0.9300 . ?
C64 C65 1.380(3) . ?
C64 H64 0.9300 . ?
C65 H65 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 105.38(17) . . ?
C1 N2 C15 106.29(16) . . ?
C1 N2 C34 126.09(17) . . ?
C15 N2 C34 127.60(16) . . ?
C19 N3 C28 124.16(18) . . ?
C19 N3 C22 118.98(18) . . ?
C28 N3 C22 116.49(18) . . ?
N1 C1 N2 111.66(18) . . ?
N1 C1 C16 120.60(18) . . ?
N2 C1 C16 127.73(18) . . ?
N1 C2 C15 111.40(17) . . ?
N1 C2 C3 126.42(19) . . ?
C15 C2 C3 122.2(2) . . ?
C4 C3 C8 120.8(2) . . ?
C4 C3 C2 121.2(2) . . ?
C8 C3 C2 118.0(2) . . ?
C5 C4 C3 120.7(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 118.9(2) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C7 C6 C5 120.8(2) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 121.6(2) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C3 117.2(2) . . ?
C7 C8 C9 123.1(2) . . ?
C3 C8 C9 119.76(19) . . ?
C10 C9 C14 117.4(2) . . ?
C10 C9 C8 121.6(2) . . ?
C14 C9 C8 121.0(2) . . ?
C11 C10 C9 122.2(2) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C10 C11 C12 120.1(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 119.8(2) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C9 119.4(2) . . ?
C13 C14 C15 124.0(2) . . ?
C9 C14 C15 116.6(2) . . ?
C2 C15 N2 105.27(17) . . ?
C2 C15 C14 122.27(19) . . ?
N2 C15 C14 132.42(19) . . ?
C21 C16 C17 117.15(19) . . ?
C21 C16 C1 127.25(18) . . ?
C17 C16 C1 115.57(18) . . ?
C18 C17 C16 121.83(19) . . ?
C18 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C17 C18 C19 120.78(19) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C20 C19 N3 123.0(2) . . ?
C20 C19 C18 118.02(19) . . ?
N3 C19 C18 118.90(19) . . ?
C21 C20 C19 121.04(19) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C16 121.13(19) . . ?
C20 C21 H21 119.4 . . ?
C16 C21 H21 119.4 . . ?
C27 C22 C23 120.0(2) . . ?
C27 C22 N3 120.1(2) . . ?
C23 C22 N3 119.8(2) . . ?
C24 C23 C22 119.2(2) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C25 C24 C23 121.1(2) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 119.5(2) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C27 C26 C25 120.0(2) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C22 C27 C26 120.3(2) . . ?
C22 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C29 C28 C33 119.9(2) . . ?
C29 C28 N3 119.3(2) . . ?
C33 C28 N3 120.8(2) . . ?
C30 C29 C28 120.4(3) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 120.3(3) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C32 C31 C30 119.5(3) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.2 . . ?
C31 C32 C33 120.7(3) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C32 C33 C28 119.2(2) . . ?
C32 C33 H33 120.4 . . ?
C28 C33 H33 120.4 . . ?
C35 C34 C39 120.24(18) . . ?
C35 C34 N2 119.63(18) . . ?
C39 C34 N2 120.11(17) . . ?
C34 C35 C36 119.03(18) . . ?
C34 C35 H35 120.5 . . ?
C36 C35 H35 120.5 . . ?
C35 C36 C37 121.65(18) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 H36 119.2 . . ?
C38 C37 C36 117.80(18) . . ?
C38 C37 C40 121.66(18) . . ?
C36 C37 C40 120.54(18) . . ?
C39 C38 C37 121.04(18) . . ?
C39 C38 H38 119.5 . . ?
C37 C38 H38 119.5 . . ?
C38 C39 C34 120.16(18) . . ?
C38 C39 H39 119.9 . . ?
C34 C39 H39 119.9 . . ?
C41 C40 C45 117.94(18) . . ?
C41 C40 C37 120.69(18) . . ?
C45 C40 C37 121.36(19) . . ?
C42 C41 C40 121.05(19) . . ?
C42 C41 H41 119.5 . . ?
C40 C41 H41 119.5 . . ?
C41 C42 C43 121.1(2) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 H42 119.5 . . ?
C42 C43 C44 117.63(19) . . ?
C42 C43 C46 121.6(2) . . ?
C44 C43 C46 120.7(2) . . ?
C45 C44 C43 121.6(2) . . ?
C45 C44 H44 119.2 . . ?
C43 C44 H44 119.2 . . ?
C44 C45 C40 120.7(2) . . ?
C44 C45 H45 119.6 . . ?
C40 C45 H45 119.6 . . ?
C47 C46 C43 122.1(2) . . ?
C47 C46 C48 122.4(2) . . ?
C43 C46 C48 115.37(19) . . ?
C46 C47 C60 123.0(2) . . ?
C46 C47 C54 120.0(4) . . ?
C60 C47 C54 116.5(4) . . ?
C46 C47 C54A 124.8(5) . . ?
C60 C47 C54A 111.1(5) . . ?
C53 C48 C49 118.0(3) . . ?
C53 C48 C46 122.6(3) . . ?
C49 C48 C46 119.4(2) . . ?
C50 C49 C48 121.2(3) . . ?
C50 C49 H49 119.4 . . ?
C48 C49 H49 119.4 . . ?
C51 C50 C49 120.2(4) . . ?
C51 C50 H50 119.9 . . ?
C49 C50 H50 119.9 . . ?
C52 C51 C50 119.7(3) . . ?
C52 C51 H51 120.1 . . ?
C50 C51 H51 120.1 . . ?
C51 C52 C53 120.7(3) . . ?
C51 C52 H52 119.6 . . ?
C53 C52 H52 119.6 . . ?
C48 C53 C52 120.1(3) . . ?
C48 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C59 C54 C55 118.8(7) . . ?
C59 C54 C47 118.0(7) . . ?
C55 C54 C47 123.2(7) . . ?
C56 C55 C54 120.6(8) . . ?
C56 C55 H55 119.7 . . ?
C54 C55 H55 119.7 . . ?
C55 C56 C57 118.1(9) . . ?
C55 C56 H56 121.0 . . ?
C57 C56 H56 121.0 . . ?
C58 C57 C56 121.7(9) . . ?
C58 C57 H57 119.2 . . ?
C56 C57 H57 119.2 . . ?
C57 C58 C59 120.3(11) . . ?
C57 C58 H58 119.9 . . ?
C59 C58 H58 119.9 . . ?
C58 C59 C54 120.6(10) . . ?
C58 C59 H59 119.7 . . ?
C54 C59 H59 119.7 . . ?
C55A C54A C59A 120.1(9) . . ?
C55A C54A C47 118.2(8) . . ?
C59A C54A C47 121.5(8) . . ?
C56A C55A C54A 122.6(10) . . ?
C56A C55A H55A 118.7 . . ?
C54A C55A H55A 118.7 . . ?
C55A C56A C57A 117.2(10) . . ?
C55A C56A H56A 121.4 . . ?
C57A C56A H56A 121.4 . . ?
C58A C57A C56A 120.0(9) . . ?
C58A C57A H57A 120.0 . . ?
C56A C57A H57A 120.0 . . ?
C59A C58A C57A 120.3(10) . . ?
C59A C58A H58A 119.8 . . ?
C57A C58A H58A 119.8 . . ?
C54A C59A C58A 119.6(9) . . ?
C54A C59A H59A 120.2 . . ?
C58A C59A H59A 120.2 . . ?
C65 C60 C61 118.4(2) . . ?
C65 C60 C47 122.3(2) . . ?
C61 C60 C47 119.3(2) . . ?
C62 C61 C60 120.7(2) . . ?
C62 C61 H61 119.7 . . ?
C60 C61 H61 119.7 . . ?
C63 C62 C61 119.8(2) . . ?
C63 C62 H62 120.1 . . ?
C61 C62 H62 120.1 . . ?
C64 C63 C62 119.7(2) . . ?
C64 C63 H63 120.1 . . ?
C62 C63 H63 120.1 . . ?
C63 C64 C65 120.8(2) . . ?
C63 C64 H64 119.6 . . ?
C65 C64 H64 119.6 . . ?
C64 C65 C60 120.6(2) . . ?
C64 C65 H65 119.7 . . ?
C60 C65 H65 119.7 . . ?

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
C2 N1 C1 N2 0.4(2) . . . . ?
C2 N1 C1 C16 -178.79(17) . . . . ?
C15 N2 C1 N1 -0.1(2) . . . . ?
C34 N2 C1 N1 178.51(17) . . . . ?
C15 N2 C1 C16 178.99(18) . . . . ?
C34 N2 C1 C16 -2.4(3) . . . . ?
C1 N1 C2 C15 -0.5(2) . . . . ?
C1 N1 C2 C3 177.93(19) . . . . ?
N1 C2 C3 C4 1.8(3) . . . . ?
C15 C2 C3 C4 -179.9(2) . . . . ?
N1 C2 C3 C8 -178.75(18) . . . . ?
C15 C2 C3 C8 -0.5(3) . . . . ?
C8 C3 C4 C5 1.5(3) . . . . ?
C2 C3 C4 C5 -179.0(2) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C7 -1.3(4) . . . . ?
C5 C6 C7 C8 0.0(4) . . . . ?
C6 C7 C8 C3 2.0(3) . . . . ?
C6 C7 C8 C9 -177.6(2) . . . . ?
C4 C3 C8 C7 -2.8(3) . . . . ?
C2 C3 C8 C7 177.76(19) . . . . ?
C4 C3 C8 C9 176.92(19) . . . . ?
C2 C3 C8 C9 -2.6(3) . . . . ?
C7 C8 C9 C10 3.1(3) . . . . ?
C3 C8 C9 C10 -176.5(2) . . . . ?
C7 C8 C9 C14 -178.16(19) . . . . ?
C3 C8 C9 C14 2.2(3) . . . . ?
C14 C9 C10 C11 0.9(4) . . . . ?
C8 C9 C10 C11 179.6(2) . . . . ?
C9 C10 C11 C12 -1.6(4) . . . . ?
C10 C11 C12 C13 1.1(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C12 C13 C14 C9 -0.7(3) . . . . ?
C12 C13 C14 C15 179.7(2) . . . . ?
C10 C9 C14 C13 0.3(3) . . . . ?
C8 C9 C14 C13 -178.50(18) . . . . ?
C10 C9 C14 C15 179.93(18) . . . . ?
C8 C9 C14 C15 1.2(3) . . . . ?
N1 C2 C15 N2 0.5(2) . . . . ?
C3 C2 C15 N2 -178.07(17) . . . . ?
N1 C2 C15 C14 -177.43(17) . . . . ?
C3 C2 C15 C14 4.0(3) . . . . ?
C1 N2 C15 C2 -0.2(2) . . . . ?
C34 N2 C15 C2 -178.80(18) . . . . ?
C1 N2 C15 C14 177.4(2) . . . . ?
C34 N2 C15 C14 -1.2(3) . . . . ?
C13 C14 C15 C2 175.37(19) . . . . ?
C9 C14 C15 C2 -4.3(3) . . . . ?
C13 C14 C15 N2 -1.9(3) . . . . ?
C9 C14 C15 N2 178.49(19) . . . . ?
N1 C1 C16 C21 160.57(19) . . . . ?
N2 C1 C16 C21 -18.4(3) . . . . ?
N1 C1 C16 C17 -17.8(3) . . . . ?
N2 C1 C16 C17 163.22(19) . . . . ?
C21 C16 C17 C18 -0.6(3) . . . . ?
C1 C16 C17 C18 177.87(18) . . . . ?
C16 C17 C18 C19 -1.3(3) . . . . ?
C28 N3 C19 C20 23.3(3) . . . . ?
C22 N3 C19 C20 -163.9(2) . . . . ?
C28 N3 C19 C18 -159.0(2) . . . . ?
C22 N3 C19 C18 13.7(3) . . . . ?
C17 C18 C19 C20 2.2(3) . . . . ?
C17 C18 C19 N3 -175.59(19) . . . . ?
N3 C19 C20 C21 176.58(19) . . . . ?
C18 C19 C20 C21 -1.1(3) . . . . ?
C19 C20 C21 C16 -0.9(3) . . . . ?
C17 C16 C21 C20 1.7(3) . . . . ?
C1 C16 C21 C20 -176.58(19) . . . . ?
C19 N3 C22 C27 -114.4(2) . . . . ?
C28 N3 C22 C27 58.9(3) . . . . ?
C19 N3 C22 C23 62.0(3) . . . . ?
C28 N3 C22 C23 -124.7(2) . . . . ?
C27 C22 C23 C24 1.6(4) . . . . ?
N3 C22 C23 C24 -174.8(2) . . . . ?
C22 C23 C24 C25 -0.8(4) . . . . ?
C23 C24 C25 C26 -1.0(4) . . . . ?
C24 C25 C26 C27 2.0(4) . . . . ?
C23 C22 C27 C26 -0.6(4) . . . . ?
N3 C22 C27 C26 175.8(2) . . . . ?
C25 C26 C27 C22 -1.2(4) . . . . ?
C19 N3 C28 C29 -140.0(2) . . . . ?
C22 N3 C28 C29 47.1(3) . . . . ?
C19 N3 C28 C33 42.0(3) . . . . ?
C22 N3 C28 C33 -130.9(2) . . . . ?
C33 C28 C29 C30 0.2(4) . . . . ?
N3 C28 C29 C30 -177.9(2) . . . . ?
C28 C29 C30 C31 -2.1(4) . . . . ?
C29 C30 C31 C32 3.1(5) . . . . ?
C30 C31 C32 C33 -2.2(5) . . . . ?
C31 C32 C33 C28 0.4(4) . . . . ?
C29 C28 C33 C32 0.7(4) . . . . ?
N3 C28 C33 C32 178.7(2) . . . . ?
C1 N2 C34 C35 -86.0(2) . . . . ?
C15 N2 C34 C35 92.3(2) . . . . ?
C1 N2 C34 C39 92.5(2) . . . . ?
C15 N2 C34 C39 -89.1(2) . . . . ?
C39 C34 C35 C36 -1.3(3) . . . . ?
N2 C34 C35 C36 177.26(17) . . . . ?
C34 C35 C36 C37 -1.3(3) . . . . ?
C35 C36 C37 C38 2.4(3) . . . . ?
C35 C36 C37 C40 -177.52(19) . . . . ?
C36 C37 C38 C39 -1.0(3) . . . . ?
C40 C37 C38 C39 178.90(18) . . . . ?
C37 C38 C39 C34 -1.5(3) . . . . ?
C35 C34 C39 C38 2.6(3) . . . . ?
N2 C34 C39 C38 -175.90(18) . . . . ?
C38 C37 C40 C41 -149.3(2) . . . . ?
C36 C37 C40 C41 30.6(3) . . . . ?
C38 C37 C40 C45 31.3(3) . . . . ?
C36 C37 C40 C45 -148.8(2) . . . . ?
C45 C40 C41 C42 0.6(3) . . . . ?
C37 C40 C41 C42 -178.82(19) . . . . ?
C40 C41 C42 C43 -0.8(3) . . . . ?
C41 C42 C43 C44 -0.2(3) . . . . ?
C41 C42 C43 C46 -177.8(2) . . . . ?
C42 C43 C44 C45 1.4(3) . . . . ?
C46 C43 C44 C45 179.0(2) . . . . ?
C43 C44 C45 C40 -1.6(3) . . . . ?
C41 C40 C45 C44 0.6(3) . . . . ?
C37 C40 C45 C44 179.98(19) . . . . ?
C42 C43 C46 C47 -53.9(3) . . . . ?
C44 C43 C46 C47 128.5(3) . . . . ?
C42 C43 C46 C48 123.2(2) . . . . ?
C44 C43 C46 C48 -54.4(3) . . . . ?
C43 C46 C47 C60 -9.2(4) . . . . ?
C48 C46 C47 C60 173.8(2) . . . . ?
C43 C46 C47 C54 161.9(5) . . . . ?
C48 C46 C47 C54 -15.1(6) . . . . ?
C43 C46 C47 C54A -176.1(5) . . . . ?
C48 C46 C47 C54A 7.0(6) . . . . ?
C47 C46 C48 C53 -49.2(4) . . . . ?
C43 C46 C48 C53 133.7(2) . . . . ?
C47 C46 C48 C49 132.3(3) . . . . ?
C43 C46 C48 C49 -44.8(3) . . . . ?
C53 C48 C49 C50 2.7(4) . . . . ?
C46 C48 C49 C50 -178.7(3) . . . . ?
C48 C49 C50 C51 -1.9(5) . . . . ?
C49 C50 C51 C52 -0.4(5) . . . . ?
C50 C51 C52 C53 1.9(4) . . . . ?
C49 C48 C53 C52 -1.2(4) . . . . ?
C46 C48 C53 C52 -179.7(2) . . . . ?
C51 C52 C53 C48 -1.1(4) . . . . ?
C46 C47 C54 C59 126.0(6) . . . . ?
C60 C47 C54 C59 -62.3(8) . . . . ?
C46 C47 C54 C55 -54.0(8) . . . . ?
C60 C47 C54 C55 117.6(6) . . . . ?
C59 C54 C55 C56 -2.5(9) . . . . ?
C47 C54 C55 C56 177.6(7) . . . . ?
C54 C55 C56 C57 0.6(9) . . . . ?
C55 C56 C57 C58 0.2(12) . . . . ?
C56 C57 C58 C59 1.0(14) . . . . ?
C57 C58 C59 C54 -2.9(13) . . . . ?
C55 C54 C59 C58 3.6(11) . . . . ?
C47 C54 C59 C58 -176.4(7) . . . . ?
C46 C47 C54A C55A -64.4(8) . . . . ?
C60 C47 C54A C55A 127.5(7) . . . . ?
C46 C47 C54A C59A 121.4(8) . . . . ?
C60 C47 C54A C59A -46.7(9) . . . . ?
C59A C54A C55A C56A -2.5(11) . . . . ?
C47 C54A C55A C56A -176.8(7) . . . . ?
C54A C55A C56A C57A -0.3(10) . . . . ?
C55A C56A C57A C58A 1.8(12) . . . . ?
C56A C57A C58A C59A -0.6(13) . . . . ?
C55A C54A C59A C58A 3.8(13) . . . . ?
C47 C54A C59A C58A 177.9(8) . . . . ?
C57A C58A C59A C54A -2.2(13) . . . . ?
C46 C47 C60 C65 -55.8(4) . . . . ?
C54 C47 C60 C65 132.8(5) . . . . ?
C54A C47 C60 C65 112.6(4) . . . . ?
C46 C47 C60 C61 126.6(3) . . . . ?
C54 C47 C60 C61 -44.8(6) . . . . ?
C54A C47 C60 C61 -65.0(5) . . . . ?
C65 C60 C61 C62 0.4(3) . . . . ?
C47 C60 C61 C62 178.1(2) . . . . ?
C60 C61 C62 C63 -0.1(4) . . . . ?
C61 C62 C63 C64 -0.6(4) . . . . ?
C62 C63 C64 C65 0.9(4) . . . . ?
C63 C64 C65 C60 -0.6(3) . . . . ?
C61 C60 C65 C64 -0.1(3) . . . . ?
C47 C60 C65 C64 -177.6(2) . . . . ?

_refine_diff_density_max         0.348
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.068




# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.485 0.362 0.225 110 41 ' '
2 0.515 0.638 0.775 110 41 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1571869'
_audit_update_record             
;
2017-08-31 deposited with the CCDC.
2018-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H27 I N3'
_chemical_formula_weight         664.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1689(12)
_cell_length_b                   11.2594(9)
_cell_length_c                   17.439(2)
_cell_angle_alpha                96.245(9)
_cell_angle_beta                 91.993(13)
_cell_angle_gamma                101.903(10)
_cell_volume                     1557.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5016
_cell_measurement_theta_min      3.7720
_cell_measurement_theta_max      28.1400

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_F_000             670
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.060
_shelx_estimated_absorpt_T_min   0.793
_shelx_estimated_absorpt_T_max   0.875
_exptl_absorpt_correction_T_min  0.48753
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            13182
_diffrn_reflns_av_unetI/netI     0.1011
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.032
_diffrn_reflns_theta_max         28.846
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.878
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.878
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7155
_reflns_number_gt                3770
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.072(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7155
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1809
_refine_ls_R_factor_gt           0.1382
_refine_ls_wR_factor_ref         0.4207
_refine_ls_wR_factor_gt          0.3736
_refine_ls_goodness_of_fit_ref   1.316
_refine_ls_restrained_S_all      1.316
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.24611(9) 1.08964(6) 0.63116(5) 0.1136(6) Uani 1 1 d . . . . .
N1 N 0.2608(6) 0.5796(5) 0.4546(2) 0.0495(12) Uani 1 1 d . . . . .
N2 N 0.2503(6) 0.3795(5) 0.4545(3) 0.0523(12) Uani 1 1 d . . . . .
H2 H 0.2475 0.3090 0.4696 0.063 Uiso 1 1 calc R U . . .
N3 N 0.2334(7) 0.4995(5) 0.8257(3) 0.0540(12) Uani 1 1 d . . . . .
C1 C 0.2546(7) 0.4829(6) 0.4980(3) 0.0471(13) Uani 1 1 d . . . . .
C2 C 0.2569(7) 0.5301(7) 0.3775(3) 0.0525(15) Uani 1 1 d . . . . .
C3 C 0.2689(7) 0.5846(7) 0.3065(3) 0.0603(18) Uani 1 1 d . . . . .
C4 C 0.2954(9) 0.7101(8) 0.3029(4) 0.071(2) Uani 1 1 d . . . . .
H4 H 0.2986 0.7639 0.3476 0.086 Uiso 1 1 calc R U . . .
C5 C 0.3168(11) 0.7536(10) 0.2327(5) 0.090(3) Uani 1 1 d . . . . .
H5 H 0.3397 0.8378 0.2317 0.108 Uiso 1 1 calc R U . . .
C6 C 0.3068(11) 0.6827(11) 0.1661(5) 0.087(3) Uani 1 1 d . . . . .
H6 H 0.3171 0.7160 0.1195 0.105 Uiso 1 1 calc R U . . .
C7 C 0.2806(10) 0.5576(11) 0.1678(4) 0.085(3) Uani 1 1 d . . . . .
H7 H 0.2766 0.5071 0.1216 0.102 Uiso 1 1 calc R U . . .
C8 C 0.2595(8) 0.5033(9) 0.2380(3) 0.070(2) Uani 1 1 d . . . . .
C9 C 0.2392(8) 0.3732(8) 0.2401(3) 0.0652(19) Uani 1 1 d . . . . .
C10 C 0.2134(11) 0.2871(12) 0.1722(4) 0.092(3) Uani 1 1 d . . . . .
H10 H 0.2101 0.3152 0.1241 0.110 Uiso 1 1 calc R U . . .
C11 C 0.1935(14) 0.1647(13) 0.1759(6) 0.108(4) Uani 1 1 d . . . . .
H11 H 0.1781 0.1106 0.1306 0.130 Uiso 1 1 calc R U . . .
C12 C 0.1963(14) 0.1221(11) 0.2450(6) 0.104(3) Uani 1 1 d . . . . .
H12 H 0.1838 0.0385 0.2469 0.124 Uiso 1 1 calc R U . . .
C13 C 0.2175(11) 0.2002(9) 0.3135(5) 0.079(2) Uani 1 1 d . . . . .
H13 H 0.2177 0.1692 0.3609 0.095 Uiso 1 1 calc R U . . .
C14 C 0.2381(8) 0.3240(8) 0.3107(4) 0.0644(19) Uani 1 1 d . . . . .
C15 C 0.2513(6) 0.4074(6) 0.3798(3) 0.0526(15) Uani 1 1 d . . . . .
C16 C 0.2650(8) 0.7034(6) 0.4868(3) 0.0517(14) Uani 1 1 d . . . . .
C17 C 0.1237(8) 0.7516(6) 0.4789(4) 0.0581(15) Uani 1 1 d . . . . .
H17 H 0.0325 0.7091 0.4467 0.070 Uiso 1 1 calc R U . . .
C18 C 0.1189(8) 0.8624(7) 0.5186(4) 0.0643(17) Uani 1 1 d . . . . .
H18 H 0.0241 0.8955 0.5146 0.077 Uiso 1 1 calc R U . . .
C19 C 0.2588(9) 0.9245(6) 0.5652(4) 0.0663(17) Uani 1 1 d . . . . .
C20 C 0.4010(9) 0.8774(7) 0.5689(4) 0.0728(19) Uani 1 1 d . . . . .
H20 H 0.4956 0.9219 0.5981 0.087 Uiso 1 1 calc R U . . .
C21 C 0.4048(8) 0.7667(6) 0.5304(4) 0.0563(14) Uani 1 1 d . . . . .
H21 H 0.5005 0.7344 0.5336 0.068 Uiso 1 1 calc R U . . .
C22 C 0.2497(7) 0.4958(6) 0.5826(3) 0.0454(12) Uani 1 1 d . . . . .
C23 C 0.3288(7) 0.4192(6) 0.6220(3) 0.0492(13) Uani 1 1 d . . . . .
H23 H 0.3858 0.3665 0.5945 0.059 Uiso 1 1 calc R U . . .
C24 C 0.3233(7) 0.4210(6) 0.7017(3) 0.0479(13) Uani 1 1 d . . . . .
H24 H 0.3780 0.3702 0.7268 0.057 Uiso 1 1 calc R U . . .
C25 C 0.2386(7) 0.4964(6) 0.7441(3) 0.0506(14) Uani 1 1 d . . . . .
C26 C 0.1597(8) 0.5721(7) 0.7055(3) 0.0557(15) Uani 1 1 d . . . . .
H26 H 0.1030 0.6244 0.7335 0.067 Uiso 1 1 calc R U . . .
C27 C 0.1634(7) 0.5719(6) 0.6260(3) 0.0538(14) Uani 1 1 d . . . . .
H27 H 0.1079 0.6229 0.6014 0.065 Uiso 1 1 calc R U . . .
C28 C 0.2357(8) 0.3908(6) 0.8599(3) 0.0543(15) Uani 1 1 d . . . . .
C29 C 0.1449(10) 0.2814(7) 0.8283(4) 0.072(2) Uani 1 1 d . . . . .
H29 H 0.0756 0.2758 0.7840 0.087 Uiso 1 1 calc R U . . .
C30 C 0.1557(15) 0.1767(9) 0.8624(6) 0.096(3) Uani 1 1 d . . . . .
H30 H 0.0945 0.1011 0.8400 0.116 Uiso 1 1 calc R U . . .
C31 C 0.2536(16) 0.1832(10) 0.9275(6) 0.101(3) Uani 1 1 d . . . . .
H31 H 0.2597 0.1126 0.9497 0.122 Uiso 1 1 calc R U . . .
C32 C 0.3423(12) 0.2927(9) 0.9599(4) 0.080(2) Uani 1 1 d . . . . .
H32 H 0.4104 0.2974 1.0045 0.095 Uiso 1 1 calc R U . . .
C33 C 0.3330(9) 0.3974(8) 0.9278(4) 0.0690(19) Uani 1 1 d . . . . .
H33 H 0.3920 0.4728 0.9515 0.083 Uiso 1 1 calc R U . . .
C34 C 0.2324(9) 0.6105(7) 0.8718(3) 0.0580(16) Uani 1 1 d . . . . .
C35 C 0.3352(11) 0.7167(8) 0.8582(5) 0.0731(19) Uani 1 1 d . . . . .
H35 H 0.4080 0.7174 0.8183 0.088 Uiso 1 1 calc R U . . .
C36 C 0.3298(17) 0.8261(9) 0.9057(6) 0.108(3) Uani 1 1 d . . . . .
H36 H 0.3980 0.8992 0.8960 0.129 Uiso 1 1 calc R U . . .
C37 C 0.2265(17) 0.8262(11) 0.9654(6) 0.107(4) Uani 1 1 d . . . . .
H37 H 0.2239 0.8986 0.9960 0.128 Uiso 1 1 calc R U . . .
C38 C 0.1280(14) 0.7199(10) 0.9795(4) 0.090(3) Uani 1 1 d . . . . .
H38 H 0.0603 0.7190 1.0213 0.109 Uiso 1 1 calc R U . . .
C39 C 0.1263(10) 0.6111(8) 0.9320(4) 0.0681(19) Uani 1 1 d . . . . .
H39 H 0.0540 0.5392 0.9408 0.082 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C19 2.101(7) . ?
N1 C1 1.386(8) . ?
N1 C2 1.396(8) . ?
N1 C16 1.438(9) . ?
N2 C1 1.312(8) . ?
N2 C15 1.372(7) . ?
N2 H2 0.8600 . ?
N3 C34 1.413(9) . ?
N3 C25 1.421(7) . ?
N3 C28 1.422(8) . ?
C1 C22 1.469(7) . ?
C2 C15 1.378(10) . ?
C2 C3 1.437(8) . ?
C3 C4 1.394(12) . ?
C3 C8 1.413(10) . ?
C4 C5 1.371(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.325(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.385(15) . ?
C6 H6 0.9300 . ?
C7 C8 1.426(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.445(12) . ?
C9 C14 1.404(11) . ?
C9 C10 1.427(11) . ?
C10 C11 1.362(16) . ?
C10 H10 0.9300 . ?
C11 C12 1.347(17) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(12) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(13) . ?
C13 H13 0.9300 . ?
C14 C15 1.431(9) . ?
C16 C21 1.370(9) . ?
C16 C17 1.382(9) . ?
C17 C18 1.368(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.376(10) . ?
C20 C21 1.356(10) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.397(9) . ?
C22 C23 1.401(8) . ?
C23 C24 1.389(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.374(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(9) . ?
C26 C27 1.388(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.348(10) . ?
C28 C33 1.390(9) . ?
C29 C30 1.394(13) . ?
C29 H29 0.9300 . ?
C30 C31 1.352(16) . ?
C30 H30 0.9300 . ?
C31 C32 1.348(15) . ?
C31 H31 0.9300 . ?
C32 C33 1.374(11) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 C35 1.361(11) . ?
C34 C39 1.384(9) . ?
C35 C36 1.418(13) . ?
C35 H35 0.9300 . ?
C36 C37 1.362(15) . ?
C36 H36 0.9300 . ?
C37 C38 1.349(16) . ?
C37 H37 0.9300 . ?
C38 C39 1.400(12) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 106.1(5) . . ?
C1 N1 C16 124.2(5) . . ?
C2 N1 C16 129.6(5) . . ?
C1 N2 C15 105.7(5) . . ?
C1 N2 H2 127.1 . . ?
C15 N2 H2 127.1 . . ?
C34 N3 C25 120.0(5) . . ?
C34 N3 C28 120.9(5) . . ?
C25 N3 C28 119.1(5) . . ?
N2 C1 N1 111.9(5) . . ?
N2 C1 C22 124.7(5) . . ?
N1 C1 C22 123.4(6) . . ?
C15 C2 N1 105.1(5) . . ?
C15 C2 C3 122.3(6) . . ?
N1 C2 C3 132.4(7) . . ?
C4 C3 C8 120.0(6) . . ?
C4 C3 C2 123.8(7) . . ?
C8 C3 C2 116.1(7) . . ?
C5 C4 C3 119.3(8) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C6 C5 C4 123.9(10) . . ?
C6 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
C5 C6 C7 118.1(8) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 H6 121.0 . . ?
C6 C7 C8 122.3(8) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C3 C8 C7 116.3(8) . . ?
C3 C8 C9 121.3(6) . . ?
C7 C8 C9 122.3(7) . . ?
C14 C9 C10 116.0(9) . . ?
C14 C9 C8 120.9(6) . . ?
C10 C9 C8 123.0(8) . . ?
C11 C10 C9 121.8(9) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C12 C11 C10 119.9(9) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 121.5(12) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 119.3(10) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C9 121.5(7) . . ?
C13 C14 C15 121.2(7) . . ?
C9 C14 C15 117.2(8) . . ?
N2 C15 C2 111.1(5) . . ?
N2 C15 C14 127.1(7) . . ?
C2 C15 C14 121.7(6) . . ?
C21 C16 C17 121.6(7) . . ?
C21 C16 N1 118.7(6) . . ?
C17 C16 N1 119.5(6) . . ?
C18 C17 C16 119.6(6) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 118.6(6) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C20 C19 C18 120.6(7) . . ?
C20 C19 I1 120.8(6) . . ?
C18 C19 I1 118.6(5) . . ?
C21 C20 C19 120.7(7) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C16 118.7(6) . . ?
C20 C21 H21 120.6 . . ?
C16 C21 H21 120.6 . . ?
C27 C22 C23 117.7(5) . . ?
C27 C22 C1 125.3(5) . . ?
C23 C22 C1 116.9(6) . . ?
C24 C23 C22 120.7(6) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 121.4(5) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 118.2(5) . . ?
C24 C25 N3 121.7(5) . . ?
C26 C25 N3 120.1(6) . . ?
C25 C26 C27 121.6(6) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C26 C27 C22 120.5(6) . . ?
C26 C27 H27 119.8 . . ?
C22 C27 H27 119.8 . . ?
C29 C28 C33 119.1(7) . . ?
C29 C28 N3 121.6(6) . . ?
C33 C28 N3 119.3(7) . . ?
C28 C29 C30 119.5(8) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C31 C30 C29 121.1(9) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C32 C31 C30 119.5(8) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
C31 C32 C33 120.6(8) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C32 C33 C28 120.1(8) . . ?
C32 C33 H33 119.9 . . ?
C28 C33 H33 119.9 . . ?
C35 C34 C39 119.6(7) . . ?
C35 C34 N3 120.8(6) . . ?
C39 C34 N3 119.5(7) . . ?
C34 C35 C36 119.0(8) . . ?
C34 C35 H35 120.5 . . ?
C36 C35 H35 120.5 . . ?
C37 C36 C35 121.2(9) . . ?
C37 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C38 C37 C36 119.3(10) . . ?
C38 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C37 C38 C39 120.8(8) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C34 C39 C38 120.0(8) . . ?
C34 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?

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
C15 N2 C1 N1 -0.8(6) . . . . ?
C15 N2 C1 C22 177.9(5) . . . . ?
C2 N1 C1 N2 1.1(6) . . . . ?
C16 N1 C1 N2 179.5(5) . . . . ?
C2 N1 C1 C22 -177.6(5) . . . . ?
C16 N1 C1 C22 0.8(8) . . . . ?
C1 N1 C2 C15 -0.9(6) . . . . ?
C16 N1 C2 C15 -179.1(5) . . . . ?
C1 N1 C2 C3 -176.1(6) . . . . ?
C16 N1 C2 C3 5.6(10) . . . . ?
C15 C2 C3 C4 -171.8(6) . . . . ?
N1 C2 C3 C4 2.8(10) . . . . ?
C15 C2 C3 C8 5.5(8) . . . . ?
N1 C2 C3 C8 -179.9(6) . . . . ?
C8 C3 C4 C5 -1.8(10) . . . . ?
C2 C3 C4 C5 175.4(6) . . . . ?
C3 C4 C5 C6 3.0(13) . . . . ?
C4 C5 C6 C7 -3.0(14) . . . . ?
C5 C6 C7 C8 1.8(13) . . . . ?
C4 C3 C8 C7 0.8(9) . . . . ?
C2 C3 C8 C7 -176.6(6) . . . . ?
C4 C3 C8 C9 177.4(6) . . . . ?
C2 C3 C8 C9 -0.1(9) . . . . ?
C6 C7 C8 C3 -0.8(11) . . . . ?
C6 C7 C8 C9 -177.3(7) . . . . ?
C3 C8 C9 C14 -3.8(9) . . . . ?
C7 C8 C9 C14 172.5(6) . . . . ?
C3 C8 C9 C10 173.9(7) . . . . ?
C7 C8 C9 C10 -9.7(11) . . . . ?
C14 C9 C10 C11 -1.7(12) . . . . ?
C8 C9 C10 C11 -179.6(8) . . . . ?
C9 C10 C11 C12 0.6(16) . . . . ?
C10 C11 C12 C13 0.7(17) . . . . ?
C11 C12 C13 C14 -0.8(15) . . . . ?
C12 C13 C14 C9 -0.3(12) . . . . ?
C12 C13 C14 C15 176.6(8) . . . . ?
C10 C9 C14 C13 1.5(10) . . . . ?
C8 C9 C14 C13 179.4(7) . . . . ?
C10 C9 C14 C15 -175.5(6) . . . . ?
C8 C9 C14 C15 2.4(9) . . . . ?
C1 N2 C15 C2 0.2(6) . . . . ?
C1 N2 C15 C14 -176.1(6) . . . . ?
N1 C2 C15 N2 0.4(6) . . . . ?
C3 C2 C15 N2 176.3(5) . . . . ?
N1 C2 C15 C14 177.0(5) . . . . ?
C3 C2 C15 C14 -7.1(8) . . . . ?
C13 C14 C15 N2 1.9(10) . . . . ?
C9 C14 C15 N2 178.9(5) . . . . ?
C13 C14 C15 C2 -174.1(6) . . . . ?
C9 C14 C15 C2 3.0(9) . . . . ?
C1 N1 C16 C21 67.8(8) . . . . ?
C2 N1 C16 C21 -114.3(7) . . . . ?
C1 N1 C16 C17 -106.5(7) . . . . ?
C2 N1 C16 C17 71.4(8) . . . . ?
C21 C16 C17 C18 -3.5(9) . . . . ?
N1 C16 C17 C18 170.6(5) . . . . ?
C16 C17 C18 C19 1.1(9) . . . . ?
C17 C18 C19 C20 2.3(11) . . . . ?
C17 C18 C19 I1 -176.5(5) . . . . ?
C18 C19 C20 C21 -3.4(12) . . . . ?
I1 C19 C20 C21 175.4(5) . . . . ?
C19 C20 C21 C16 0.9(10) . . . . ?
C17 C16 C21 C20 2.5(9) . . . . ?
N1 C16 C21 C20 -171.7(6) . . . . ?
N2 C1 C22 C27 -141.3(6) . . . . ?
N1 C1 C22 C27 37.3(9) . . . . ?
N2 C1 C22 C23 34.2(8) . . . . ?
N1 C1 C22 C23 -147.3(6) . . . . ?
C27 C22 C23 C24 -1.0(8) . . . . ?
C1 C22 C23 C24 -176.8(5) . . . . ?
C22 C23 C24 C25 0.9(9) . . . . ?
C23 C24 C25 C26 -0.7(9) . . . . ?
C23 C24 C25 N3 -179.5(6) . . . . ?
C34 N3 C25 C24 145.3(6) . . . . ?
C28 N3 C25 C24 -32.3(8) . . . . ?
C34 N3 C25 C26 -33.4(9) . . . . ?
C28 N3 C25 C26 148.9(6) . . . . ?
C24 C25 C26 C27 0.8(10) . . . . ?
N3 C25 C26 C27 179.6(6) . . . . ?
C25 C26 C27 C22 -1.0(10) . . . . ?
C23 C22 C27 C26 1.1(9) . . . . ?
C1 C22 C27 C26 176.5(6) . . . . ?
C34 N3 C28 C29 140.4(7) . . . . ?
C25 N3 C28 C29 -42.0(9) . . . . ?
C34 N3 C28 C33 -39.3(8) . . . . ?
C25 N3 C28 C33 138.4(6) . . . . ?
C33 C28 C29 C30 -2.6(11) . . . . ?
N3 C28 C29 C30 177.7(7) . . . . ?
C28 C29 C30 C31 1.1(14) . . . . ?
C29 C30 C31 C32 0.0(15) . . . . ?
C30 C31 C32 C33 0.5(14) . . . . ?
C31 C32 C33 C28 -2.0(12) . . . . ?
C29 C28 C33 C32 3.1(11) . . . . ?
N3 C28 C33 C32 -177.3(6) . . . . ?
C25 N3 C34 C35 -43.1(9) . . . . ?
C28 N3 C34 C35 134.5(7) . . . . ?
C25 N3 C34 C39 137.3(6) . . . . ?
C28 N3 C34 C39 -45.1(9) . . . . ?
C39 C34 C35 C36 -0.7(12) . . . . ?
N3 C34 C35 C36 179.8(8) . . . . ?
C34 C35 C36 C37 1.4(16) . . . . ?
C35 C36 C37 C38 0.2(18) . . . . ?
C36 C37 C38 C39 -2.4(16) . . . . ?
C35 C34 C39 C38 -1.5(11) . . . . ?
N3 C34 C39 C38 178.1(7) . . . . ?
C37 C38 C39 C34 3.1(13) . . . . ?

_refine_diff_density_max         1.848
_refine_diff_density_min         -1.929
_refine_diff_density_rms         0.303



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

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1571258'
_audit_update_record             
;
2017-08-29 deposited with the CCDC.
2018-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H26 Br N3'
_chemical_formula_weight         616.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   16.0838(5)
_cell_length_b                   6.9446(2)
_cell_length_c                   26.8363(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.926(3)
_cell_angle_gamma                90
_cell_volume                     2995.80(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4755
_cell_measurement_theta_min      3.2810
_cell_measurement_theta_max      25.5910

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.405
_shelx_estimated_absorpt_T_min   0.711
_shelx_estimated_absorpt_T_max   0.786
_exptl_absorpt_correction_T_min  0.78417
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            37707
_diffrn_reflns_av_unetI/netI     0.1054
_diffrn_reflns_av_R_equivalents  0.0923
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.911
_diffrn_reflns_theta_max         32.252
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9935
_reflns_number_gt                3967
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9935
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1815
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1661
_refine_ls_wR_factor_gt          0.1208
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.49796(3) 0.63596(6) 0.94118(2) 0.07211(18) Uani 1 1 d . . . . .
N1 N 0.29723(14) 0.6449(3) 0.70119(8) 0.0350(5) Uani 1 1 d . . . . .
N2 N 0.19345(14) 0.6468(3) 0.75457(8) 0.0375(6) Uani 1 1 d . . . . .
N3 N 0.61030(17) 0.5936(4) 0.61517(10) 0.0576(8) Uani 1 1 d . . . . .
C1 C 0.22319(18) 0.6424(4) 0.67273(10) 0.0354(6) Uani 1 1 d . . . . .
C2 C 0.20790(19) 0.6340(4) 0.61943(10) 0.0400(7) Uani 1 1 d . . . . .
C3 C 0.2696(2) 0.6175(4) 0.58387(11) 0.0544(9) Uani 1 1 d . . . . .
H3 H 0.3253 0.6149 0.5942 0.065 Uiso 1 1 calc R U . . .
C4 C 0.2486(3) 0.6051(5) 0.53410(12) 0.0678(11) Uani 1 1 d . . . . .
H4 H 0.2902 0.5925 0.5110 0.081 Uiso 1 1 calc R U . . .
C5 C 0.1664(3) 0.6113(5) 0.51786(13) 0.0708(11) Uani 1 1 d . . . . .
H5 H 0.1526 0.6049 0.4840 0.085 Uiso 1 1 calc R U . . .
C6 C 0.1054(2) 0.6268(4) 0.55158(12) 0.0577(9) Uani 1 1 d . . . . .
H6 H 0.0503 0.6299 0.5400 0.069 Uiso 1 1 calc R U . . .
C7 C 0.1226(2) 0.6384(4) 0.60340(11) 0.0435(7) Uani 1 1 d . . . . .
C8 C 0.05612(19) 0.6464(4) 0.63890(11) 0.0441(7) Uani 1 1 d . . . . .
C9 C -0.0288(2) 0.6499(5) 0.62455(14) 0.0585(9) Uani 1 1 d . . . . .
H9 H -0.0438 0.6506 0.5908 0.070 Uiso 1 1 calc R U . . .
C10 C -0.0895(2) 0.6522(5) 0.65853(16) 0.0743(12) Uani 1 1 d . . . . .
H10 H -0.1449 0.6555 0.6475 0.089 Uiso 1 1 calc R U . . .
C11 C -0.0703(2) 0.6497(5) 0.70947(15) 0.0673(10) Uani 1 1 d . . . . .
H11 H -0.1124 0.6494 0.7324 0.081 Uiso 1 1 calc R U . . .
C12 C 0.01134(19) 0.6477(4) 0.72530(13) 0.0504(8) Uani 1 1 d . . . . .
H12 H 0.0248 0.6466 0.7593 0.060 Uiso 1 1 calc R U . . .
C13 C 0.07520(19) 0.6474(4) 0.69083(11) 0.0410(7) Uani 1 1 d . . . . .
C14 C 0.16116(17) 0.6457(4) 0.70636(10) 0.0347(6) Uani 1 1 d . . . . .
C15 C 0.27540(17) 0.6466(4) 0.75050(10) 0.0342(6) Uani 1 1 d . . . . .
C16 C 0.33246(18) 0.6457(4) 0.79453(10) 0.0360(6) Uani 1 1 d . . . . .
C17 C 0.2979(2) 0.6346(4) 0.84089(11) 0.0462(8) Uani 1 1 d . . . . .
H17 H 0.2404 0.6276 0.8429 0.055 Uiso 1 1 calc R U . . .
C18 C 0.3464(2) 0.6337(4) 0.88434(12) 0.0532(8) Uani 1 1 d . . . . .
H18 H 0.3217 0.6273 0.9151 0.064 Uiso 1 1 calc R U . . .
C19 C 0.4311(2) 0.6422(4) 0.88163(11) 0.0461(8) Uani 1 1 d . . . . .
C20 C 0.4679(2) 0.6559(5) 0.83671(12) 0.0549(9) Uani 1 1 d . . . . .
H20 H 0.5255 0.6638 0.8353 0.066 Uiso 1 1 calc R U . . .
C21 C 0.41891(19) 0.6582(4) 0.79321(11) 0.0497(8) Uani 1 1 d . . . . .
H21 H 0.4441 0.6681 0.7626 0.060 Uiso 1 1 calc R U . . .
C22 C 0.37852(18) 0.6347(4) 0.68114(10) 0.0372(6) Uani 1 1 d . . . . .
C23 C 0.4186(2) 0.8000(4) 0.66599(11) 0.0466(8) Uani 1 1 d . . . . .
H23 H 0.3940 0.9198 0.6704 0.056 Uiso 1 1 calc R U . . .
C24 C 0.4948(2) 0.7868(5) 0.64443(12) 0.0527(8) Uani 1 1 d . . . . .
H24 H 0.5217 0.8981 0.6344 0.063 Uiso 1 1 calc R U . . .
C25 C 0.53193(19) 0.6088(5) 0.63758(11) 0.0468(8) Uani 1 1 d . . . . .
C26 C 0.49127(19) 0.4447(5) 0.65294(11) 0.0471(8) Uani 1 1 d . . . . .
H26 H 0.5155 0.3247 0.6485 0.056 Uiso 1 1 calc R U . . .
C27 C 0.41502(18) 0.4574(4) 0.67486(11) 0.0422(7) Uani 1 1 d . . . . .
H27 H 0.3884 0.3465 0.6854 0.051 Uiso 1 1 calc R U . . .
C28 C 0.6240(2) 0.6913(5) 0.56965(11) 0.0513(8) Uani 1 1 d . . . . .
C29 C 0.5617(3) 0.7070(6) 0.53360(13) 0.0750(11) Uani 1 1 d . . . . .
H29 H 0.5102 0.6505 0.5385 0.090 Uiso 1 1 calc R U . . .
C30 C 0.5755(4) 0.8069(7) 0.48976(16) 0.0999(16) Uani 1 1 d . . . . .
H30 H 0.5329 0.8188 0.4656 0.120 Uiso 1 1 calc R U . . .
C31 C 0.6518(4) 0.8881(6) 0.48202(18) 0.1007(17) Uani 1 1 d . . . . .
H31 H 0.6610 0.9542 0.4526 0.121 Uiso 1 1 calc R U . . .
C32 C 0.7134(3) 0.8720(6) 0.51707(18) 0.0930(15) Uani 1 1 d . . . . .
H32 H 0.7651 0.9264 0.5116 0.112 Uiso 1 1 calc R U . . .
C33 C 0.7003(3) 0.7752(6) 0.56127(14) 0.0729(11) Uani 1 1 d . . . . .
H33 H 0.7429 0.7665 0.5854 0.088 Uiso 1 1 calc R U . . .
C34 C 0.6708(2) 0.4662(5) 0.63645(12) 0.0498(8) Uani 1 1 d . . . . .
C35 C 0.7157(2) 0.3418(5) 0.60753(13) 0.0669(10) Uani 1 1 d . . . . .
H35 H 0.7071 0.3407 0.5731 0.080 Uiso 1 1 calc R U . . .
C36 C 0.7733(3) 0.2192(6) 0.62975(16) 0.0789(12) Uani 1 1 d . . . . .
H36 H 0.8040 0.1375 0.6100 0.095 Uiso 1 1 calc R U . . .
C37 C 0.7860(3) 0.2157(6) 0.68020(16) 0.0763(12) Uani 1 1 d . . . . .
H37 H 0.8239 0.1301 0.6949 0.092 Uiso 1 1 calc R U . . .
C38 C 0.7422(2) 0.3396(6) 0.70891(14) 0.0709(11) Uani 1 1 d . . . . .
H38 H 0.7508 0.3390 0.7434 0.085 Uiso 1 1 calc R U . . .
C39 C 0.6859(2) 0.4646(6) 0.68737(12) 0.0605(9) Uani 1 1 d . . . . .
H39 H 0.6573 0.5498 0.7074 0.073 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
Br1 C19 1.897(3) . ?
N1 C15 1.380(3) . ?
N1 C1 1.393(3) . ?
N1 C22 1.432(4) . ?
N2 C15 1.326(3) . ?
N2 C14 1.378(3) . ?
N3 C25 1.419(4) . ?
N3 C34 1.420(4) . ?
N3 C28 1.421(4) . ?
C1 C14 1.368(4) . ?
C1 C2 1.444(4) . ?
C2 C3 1.404(4) . ?
C2 C7 1.424(4) . ?
C3 C4 1.369(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.361(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.411(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.457(4) . ?
C8 C9 1.407(4) . ?
C8 C13 1.417(4) . ?
C9 C10 1.358(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.391(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.366(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.405(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.431(4) . ?
C15 C16 1.472(4) . ?
C16 C17 1.381(4) . ?
C16 C21 1.395(4) . ?
C17 C18 1.380(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.368(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.364(4) . ?
C20 C21 1.386(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.377(4) . ?
C22 C23 1.384(4) . ?
C23 C24 1.376(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.388(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.383(4) . ?
C26 C27 1.381(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.373(4) . ?
C28 C33 1.383(5) . ?
C29 C30 1.390(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.374(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.348(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.386(5) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 C39 1.380(4) . ?
C34 C35 1.381(5) . ?
C35 C36 1.379(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.363(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.366(5) . ?
C37 H37 0.9300 . ?
C38 C39 1.369(5) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 N1 C1 106.6(2) . . ?
C15 N1 C22 128.7(2) . . ?
C1 N1 C22 124.6(2) . . ?
C15 N2 C14 105.5(2) . . ?
C25 N3 C34 118.8(3) . . ?
C25 N3 C28 119.6(3) . . ?
C34 N3 C28 121.3(3) . . ?
C14 C1 N1 105.5(2) . . ?
C14 C1 C2 123.4(3) . . ?
N1 C1 C2 131.1(3) . . ?
C3 C2 C7 119.5(3) . . ?
C3 C2 C1 125.1(3) . . ?
C7 C2 C1 115.4(3) . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.6(4) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 122.6(3) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C6 C7 C2 116.8(3) . . ?
C6 C7 C8 121.5(3) . . ?
C2 C7 C8 121.6(3) . . ?
C9 C8 C13 116.4(3) . . ?
C9 C8 C7 123.3(3) . . ?
C13 C8 C7 120.3(3) . . ?
C10 C9 C8 122.0(3) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C9 C10 C11 121.3(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 119.0(4) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C8 120.6(3) . . ?
C12 C13 C14 121.9(3) . . ?
C8 C13 C14 117.5(3) . . ?
C1 C14 N2 111.1(2) . . ?
C1 C14 C13 121.8(3) . . ?
N2 C14 C13 127.1(3) . . ?
N2 C15 N1 111.4(2) . . ?
N2 C15 C16 121.9(3) . . ?
N1 C15 C16 126.7(3) . . ?
C17 C16 C21 117.2(3) . . ?
C17 C16 C15 117.7(3) . . ?
C21 C16 C15 125.1(3) . . ?
C18 C17 C16 121.9(3) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C19 C18 C17 119.3(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C20 C19 C18 120.8(3) . . ?
C20 C19 Br1 119.7(3) . . ?
C18 C19 Br1 119.5(2) . . ?
C19 C20 C21 119.6(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C20 C21 C16 121.1(3) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C27 C22 C23 120.1(3) . . ?
C27 C22 N1 119.2(3) . . ?
C23 C22 N1 120.6(3) . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 119.0(3) . . ?
C26 C25 N3 120.0(3) . . ?
C24 C25 N3 121.0(3) . . ?
C27 C26 C25 120.7(3) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C22 C27 C26 119.9(3) . . ?
C22 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C29 C28 C33 118.8(3) . . ?
C29 C28 N3 120.9(3) . . ?
C33 C28 N3 120.3(3) . . ?
C28 C29 C30 120.2(4) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 120.1(4) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 120.0(4) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C33 120.5(5) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C28 C33 C32 120.3(4) . . ?
C28 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C39 C34 C35 118.3(3) . . ?
C39 C34 N3 119.9(3) . . ?
C35 C34 N3 121.8(3) . . ?
C36 C35 C34 120.0(3) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C37 C36 C35 121.1(4) . . ?
C37 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C36 C37 C38 119.1(4) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 H37 120.5 . . ?
C37 C38 C39 120.5(4) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C38 C39 C34 121.0(3) . . ?
C38 C39 H39 119.5 . . ?
C34 C39 H39 119.5 . . ?

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
C15 N1 C1 C14 0.9(3) . . . . ?
C22 N1 C1 C14 177.3(2) . . . . ?
C15 N1 C1 C2 -177.9(3) . . . . ?
C22 N1 C1 C2 -1.5(4) . . . . ?
C14 C1 C2 C3 -175.6(3) . . . . ?
N1 C1 C2 C3 3.1(5) . . . . ?
C14 C1 C2 C7 2.8(4) . . . . ?
N1 C1 C2 C7 -178.6(2) . . . . ?
C7 C2 C3 C4 -0.2(5) . . . . ?
C1 C2 C3 C4 178.1(3) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C3 C4 C5 C6 -1.0(6) . . . . ?
C4 C5 C6 C7 0.4(5) . . . . ?
C5 C6 C7 C2 0.3(5) . . . . ?
C5 C6 C7 C8 -177.2(3) . . . . ?
C3 C2 C7 C6 -0.4(4) . . . . ?
C1 C2 C7 C6 -178.9(2) . . . . ?
C3 C2 C7 C8 177.1(3) . . . . ?
C1 C2 C7 C8 -1.4(4) . . . . ?
C6 C7 C8 C9 -2.3(4) . . . . ?
C2 C7 C8 C9 -179.6(3) . . . . ?
C6 C7 C8 C13 176.6(3) . . . . ?
C2 C7 C8 C13 -0.8(4) . . . . ?
C13 C8 C9 C10 -0.6(5) . . . . ?
C7 C8 C9 C10 178.2(3) . . . . ?
C8 C9 C10 C11 -0.5(6) . . . . ?
C9 C10 C11 C12 1.0(6) . . . . ?
C10 C11 C12 C13 -0.2(5) . . . . ?
C11 C12 C13 C8 -0.9(5) . . . . ?
C11 C12 C13 C14 179.9(3) . . . . ?
C9 C8 C13 C12 1.3(4) . . . . ?
C7 C8 C13 C12 -177.6(3) . . . . ?
C9 C8 C13 C14 -179.4(2) . . . . ?
C7 C8 C13 C14 1.7(4) . . . . ?
N1 C1 C14 N2 -1.1(3) . . . . ?
C2 C1 C14 N2 177.8(2) . . . . ?
N1 C1 C14 C13 179.0(2) . . . . ?
C2 C1 C14 C13 -2.1(4) . . . . ?
C15 N2 C14 C1 0.8(3) . . . . ?
C15 N2 C14 C13 -179.3(3) . . . . ?
C12 C13 C14 C1 178.9(3) . . . . ?
C8 C13 C14 C1 -0.3(4) . . . . ?
C12 C13 C14 N2 -0.9(4) . . . . ?
C8 C13 C14 N2 179.9(2) . . . . ?
C14 N2 C15 N1 -0.2(3) . . . . ?
C14 N2 C15 C16 -179.4(2) . . . . ?
C1 N1 C15 N2 -0.5(3) . . . . ?
C22 N1 C15 N2 -176.6(2) . . . . ?
C1 N1 C15 C16 178.7(2) . . . . ?
C22 N1 C15 C16 2.6(4) . . . . ?
N2 C15 C16 C17 3.4(4) . . . . ?
N1 C15 C16 C17 -175.7(3) . . . . ?
N2 C15 C16 C21 -175.6(3) . . . . ?
N1 C15 C16 C21 5.3(4) . . . . ?
C21 C16 C17 C18 -0.7(4) . . . . ?
C15 C16 C17 C18 -179.7(2) . . . . ?
C16 C17 C18 C19 -0.6(5) . . . . ?
C17 C18 C19 C20 1.5(5) . . . . ?
C17 C18 C19 Br1 -178.8(2) . . . . ?
C18 C19 C20 C21 -1.0(5) . . . . ?
Br1 C19 C20 C21 179.2(2) . . . . ?
C19 C20 C21 C16 -0.3(5) . . . . ?
C17 C16 C21 C20 1.1(4) . . . . ?
C15 C16 C21 C20 -179.9(3) . . . . ?
C15 N1 C22 C27 85.2(4) . . . . ?
C1 N1 C22 C27 -90.4(3) . . . . ?
C15 N1 C22 C23 -97.8(3) . . . . ?
C1 N1 C22 C23 86.6(3) . . . . ?
C27 C22 C23 C24 0.3(5) . . . . ?
N1 C22 C23 C24 -176.7(3) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C23 C24 C25 C26 -0.3(5) . . . . ?
C23 C24 C25 N3 179.7(3) . . . . ?
C34 N3 C25 C26 -43.5(4) . . . . ?
C28 N3 C25 C26 130.7(3) . . . . ?
C34 N3 C25 C24 136.5(3) . . . . ?
C28 N3 C25 C24 -49.3(4) . . . . ?
C24 C25 C26 C27 -0.1(5) . . . . ?
N3 C25 C26 C27 179.9(3) . . . . ?
C23 C22 C27 C26 -0.7(4) . . . . ?
N1 C22 C27 C26 176.3(3) . . . . ?
C25 C26 C27 C22 0.6(5) . . . . ?
C25 N3 C28 C29 -36.7(5) . . . . ?
C34 N3 C28 C29 137.4(4) . . . . ?
C25 N3 C28 C33 142.3(3) . . . . ?
C34 N3 C28 C33 -43.7(5) . . . . ?
C33 C28 C29 C30 -0.5(6) . . . . ?
N3 C28 C29 C30 178.5(4) . . . . ?
C28 C29 C30 C31 0.9(7) . . . . ?
C29 C30 C31 C32 -0.4(8) . . . . ?
C30 C31 C32 C33 -0.5(8) . . . . ?
C29 C28 C33 C32 -0.4(6) . . . . ?
N3 C28 C33 C32 -179.4(4) . . . . ?
C31 C32 C33 C28 0.9(7) . . . . ?
C25 N3 C34 C39 -45.7(5) . . . . ?
C28 N3 C34 C39 140.2(3) . . . . ?
C25 N3 C34 C35 134.2(4) . . . . ?
C28 N3 C34 C35 -39.9(5) . . . . ?
C39 C34 C35 C36 0.5(6) . . . . ?
N3 C34 C35 C36 -179.4(3) . . . . ?
C34 C35 C36 C37 1.2(6) . . . . ?
C35 C36 C37 C38 -1.7(7) . . . . ?
C36 C37 C38 C39 0.5(6) . . . . ?
C37 C38 C39 C34 1.2(6) . . . . ?
C35 C34 C39 C38 -1.7(5) . . . . ?
N3 C34 C39 C38 178.2(3) . . . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.058



