# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/ccdc.csd.cc21kr0d
_database_code_depnum_ccdc_archive 'CCDC 1893883'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C9SC01593K 2019
loop_
_audit_author_name
_audit_author_address
'Vincent M. Lynch'
;The University of Texas at Austin
United States of America
;
_audit_update_record             
;
2019-01-28 deposited with the CCDC.	2019-06-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H46 N6, U O2, 2 C H Cl3'
_chemical_formula_sum            'C44 H48 Cl6 N6 O2 U'
_chemical_formula_weight         1143.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.4660(3)
_cell_length_b                   14.7143(4)
_cell_length_c                   27.0626(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.580(2)
_cell_angle_gamma                90
_cell_volume                     4488.22(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10669
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      68.2

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_F_000             2256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    13.820
_shelx_estimated_absorpt_T_min   0.216
_shelx_estimated_absorpt_T_max   0.682
_exptl_absorpt_correction_type   'Gaussian and multi-scan'
_exptl_absorpt_correction_T_min  0.243
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_measurement_device_type  'Agilent SuperNova with Atlas S2 CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25019
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.323
_diffrn_reflns_theta_max         68.501
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8194
_reflns_number_gt                6846
_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       
'CrysAlisPro V 1.171.39.46, Agilent Technologies'
_computing_cell_refinement       
'CrysAlisPro V 1.171.39.46, Agilent Technologies'
_computing_data_reduction        
'CrysAlisPro V 1.171.39.46, Agilent Technologies'

_computing_structure_solution    
;

SHELXT. Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8. 
;
_computing_structure_refinement  'Shelxl-2016/6, Sheldrick, G. M.'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'Shelxl-2016/6, Sheldrick, G. M.'






_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)+(0.0575P)²+8.1029P] 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         8194
_refine_ls_number_parameters     542
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
C1 C 0.1393(6) 0.6214(5) 0.3738(3) 0.0266(15) Uani 1 1 d . . . . .
C2 C 0.1118(6) 0.5343(6) 0.3939(3) 0.0326(17) Uani 1 1 d . . . . .
C3 C 0.1238(6) 0.4701(5) 0.3588(3) 0.0311(16) Uani 1 1 d . . . . .
C4 C 0.1615(6) 0.5186(5) 0.3172(3) 0.0229(13) Uani 1 1 d . . . . .
C5 C 0.1995(6) 0.4934(5) 0.2737(3) 0.0256(14) Uani 1 1 d . . . . .
C6 C 0.1968(6) 0.4126(5) 0.2425(3) 0.0269(14) Uani 1 1 d . . . . .
C7 C 0.2620(7) 0.4317(5) 0.2072(3) 0.0320(16) Uani 1 1 d . . . . .
C8 C 0.3093(6) 0.5229(5) 0.2179(3) 0.0256(14) Uani 1 1 d . . . . .
C9 C 0.3939(7) 0.5795(5) 0.1995(2) 0.0277(15) Uani 1 1 d . . . . .
C10 C 0.4884(6) 0.5562(6) 0.1745(2) 0.0298(16) Uani 1 1 d . . . . .
C11 C 0.5489(6) 0.6345(5) 0.1724(3) 0.0295(15) Uani 1 1 d . . . . .
C12 C 0.4878(6) 0.7037(5) 0.1948(2) 0.0280(15) Uani 1 1 d . . . . .
C13 C 0.5085(6) 0.7959(5) 0.1914(3) 0.0280(15) Uani 1 1 d . . . . .
H13 H 0.580064 0.812364 0.180702 0.034 Uiso 1 1 calc R U . . .
C14 C 0.4386(6) 0.8665(5) 0.2016(2) 0.0266(15) Uani 1 1 d . . . . .
C15 C 0.4454(6) 0.9567(5) 0.1824(2) 0.0268(15) Uani 1 1 d . . . . .
C16 C 0.3566(6) 1.0064(5) 0.1957(2) 0.0248(14) Uani 1 1 d . . . . .
C17 C 0.2967(6) 0.9447(5) 0.2243(2) 0.0212(13) Uani 1 1 d . . . . .
C18 C 0.2071(6) 0.9647(5) 0.2534(2) 0.0235(14) Uani 1 1 d . . . . .
C19 C 0.1381(6) 1.0453(5) 0.2475(3) 0.0275(15) Uani 1 1 d . . . . .
H19 H 0.142330 1.085687 0.220462 0.033 Uiso 1 1 calc R U . . .
C20 C 0.0647(6) 1.0646(5) 0.2812(3) 0.0297(15) Uani 1 1 d . . . . .
H20 H 0.016437 1.117496 0.277396 0.036 Uiso 1 1 calc R U . . .
C21 C 0.0628(6) 1.0061(5) 0.3203(3) 0.0302(16) Uani 1 1 d . . . . .
H21 H 0.018528 1.020928 0.345617 0.036 Uiso 1 1 calc R U . . .
C22 C 0.1251(6) 0.9255(5) 0.3231(2) 0.0244(14) Uani 1 1 d . . . . .
C23 C 0.1210(6) 0.8563(5) 0.3600(2) 0.0244(14) Uani 1 1 d . . . . .
C24 C 0.0808(6) 0.8563(6) 0.4073(3) 0.0313(16) Uani 1 1 d . . . . .
C25 C 0.0894(6) 0.7676(6) 0.4246(3) 0.0324(17) Uani 1 1 d . . . . .
C26 C 0.1306(6) 0.7153(5) 0.3862(3) 0.0283(15) Uani 1 1 d . . . . .
C27 C 0.0813(7) 0.5139(6) 0.4445(3) 0.0386(19) Uani 1 1 d . . . . .
H27A H 0.033647 0.457394 0.442332 0.046 Uiso 1 1 calc R U . . .
H27B H 0.032608 0.563965 0.454325 0.046 Uiso 1 1 calc R U . . .
C28 C 0.1942(8) 0.5023(7) 0.4850(3) 0.045(2) Uani 1 1 d . . . . .
H28A H 0.241032 0.451270 0.475994 0.068 Uiso 1 1 calc R U . . .
H28B H 0.171695 0.490360 0.517624 0.068 Uiso 1 1 calc R U . . .
H28C H 0.241640 0.558102 0.487125 0.068 Uiso 1 1 calc R U . . .
C29 C 0.1115(8) 0.3696(6) 0.3634(3) 0.043(2) Uani 1 1 d . . . . .
H29A H 0.106982 0.354021 0.398158 0.064 Uiso 1 1 calc R U . . .
H29B H 0.180493 0.339490 0.353905 0.064 Uiso 1 1 calc R U . . .
H29C H 0.039149 0.349204 0.340998 0.064 Uiso 1 1 calc R U . . .
C30 C 0.1260(7) 0.3262(5) 0.2455(3) 0.0357(17) Uani 1 1 d . . . . .
H30A H 0.107875 0.297775 0.212198 0.054 Uiso 1 1 calc R U . . .
H30B H 0.051942 0.341017 0.256851 0.054 Uiso 1 1 calc R U . . .
H30C H 0.172650 0.284031 0.269326 0.054 Uiso 1 1 calc R U . . .
C31 C 0.2733(9) 0.3723(6) 0.1633(3) 0.045(2) Uani 1 1 d . . . . .
H31A H 0.337461 0.328350 0.173352 0.067 Uiso 1 1 calc R U . . .
H31B H 0.291409 0.410039 0.135766 0.067 Uiso 1 1 calc R U . . .
H31C H 0.198593 0.339870 0.151935 0.067 Uiso 1 1 calc R U . . .
C32 C 0.5207(7) 0.4660(6) 0.1547(3) 0.0373(18) Uani 1 1 d . . . . .
H32A H 0.473163 0.455820 0.121197 0.056 Uiso 1 1 calc R U . . .
H32B H 0.504851 0.417458 0.177399 0.056 Uiso 1 1 calc R U . . .
H32C H 0.605122 0.465792 0.152607 0.056 Uiso 1 1 calc R U . . .
C33 C 0.6569(6) 0.6495(6) 0.1483(3) 0.0351(17) Uani 1 1 d . . . . .
H33A H 0.705873 0.593624 0.152310 0.042 Uiso 1 1 calc R U . . .
H33B H 0.705265 0.699191 0.166309 0.042 Uiso 1 1 calc R U . . .
C34 C 0.6255(8) 0.6735(7) 0.0923(3) 0.047(2) Uani 1 1 d . . . . .
H34A H 0.576798 0.624938 0.074224 0.070 Uiso 1 1 calc R U . . .
H34B H 0.698494 0.680188 0.078633 0.070 Uiso 1 1 calc R U . . .
H34C H 0.581018 0.730739 0.088139 0.070 Uiso 1 1 calc R U . . .
C35 C 0.5297(7) 0.9856(5) 0.1483(3) 0.0313(16) Uani 1 1 d . . . . .
H35A H 0.607790 0.956602 0.159934 0.038 Uiso 1 1 calc R U . . .
H35B H 0.541007 1.052297 0.150864 0.038 Uiso 1 1 calc R U . . .
C36 C 0.4846(8) 0.9601(7) 0.0933(3) 0.043(2) Uani 1 1 d . . . . .
H36A H 0.472353 0.894251 0.090545 0.064 Uiso 1 1 calc R U . . .
H36B H 0.543189 0.978423 0.072989 0.064 Uiso 1 1 calc R U . . .
H36C H 0.409324 0.991332 0.080994 0.064 Uiso 1 1 calc R U . . .
C37 C 0.3286(7) 1.1040(5) 0.1827(3) 0.0311(16) Uani 1 1 d . . . . .
H37A H 0.401281 1.134549 0.176259 0.037 Uiso 1 1 calc R U . . .
H37B H 0.304190 1.134391 0.211822 0.037 Uiso 1 1 calc R U . . .
C38 C 0.2300(8) 1.1153(6) 0.1365(3) 0.042(2) Uani 1 1 d . . . . .
H38A H 0.255946 1.089265 0.107035 0.062 Uiso 1 1 calc R U . . .
H38B H 0.212721 1.180086 0.130772 0.062 Uiso 1 1 calc R U . . .
H38C H 0.158392 1.083878 0.142312 0.062 Uiso 1 1 calc R U . . .
C39 C 0.0452(7) 0.9368(6) 0.4357(3) 0.0376(18) Uani 1 1 d . . . . .
H39A H 0.015091 0.914576 0.465478 0.045 Uiso 1 1 calc R U . . .
H39B H -0.020495 0.969210 0.413845 0.045 Uiso 1 1 calc R U . . .
C40 C 0.1468(8) 1.0041(7) 0.4530(3) 0.046(2) Uani 1 1 d . . . . .
H40A H 0.209932 0.973797 0.476524 0.069 Uiso 1 1 calc R U . . .
H40B H 0.116886 1.055945 0.469700 0.069 Uiso 1 1 calc R U . . .
H40C H 0.178286 1.025619 0.423771 0.069 Uiso 1 1 calc R U . . .
C41 C 0.0648(7) 0.7386(6) 0.4751(3) 0.0354(18) Uani 1 1 d . . . . .
H41A H 0.099730 0.783872 0.500568 0.043 Uiso 1 1 calc R U . . .
H41B H 0.104785 0.679729 0.484303 0.043 Uiso 1 1 calc R U . . .
C42 C -0.0660(8) 0.7284(7) 0.4767(3) 0.043(2) Uani 1 1 d . . . . .
H42A H -0.105963 0.786957 0.468934 0.064 Uiso 1 1 calc R U . . .
H42B H -0.075290 0.708728 0.510365 0.064 Uiso 1 1 calc R U . . .
H42C H -0.101321 0.683065 0.451907 0.064 Uiso 1 1 calc R U . . .
C43 C 0.2027(8) 0.7342(7) 0.1153(3) 0.048(2) Uani 1 1 d . . . . .
H43 H 0.240119 0.726866 0.151462 0.058 Uiso 1 1 calc R U . . .
C44 C 0.4731(10) 0.7641(9) 0.4419(4) 0.063(3) Uani 1 1 d . . . . .
H44 H 0.439370 0.752036 0.405722 0.076 Uiso 1 1 calc R U . . .
N1 N 0.1726(5) 0.6090(4) 0.32824(19) 0.0225(12) Uani 1 1 d . . . . .
N2 N 0.2624(5) 0.5614(4) 0.2550(2) 0.0230(11) Uani 1 1 d . . . . .
N3 N 0.3929(5) 0.6678(4) 0.2131(2) 0.0263(12) Uani 1 1 d . . . . .
N4 N 0.3440(5) 0.8597(4) 0.2280(2) 0.0219(11) Uani 1 1 d . . . . .
N5 N 0.1961(5) 0.9036(4) 0.2890(2) 0.0228(12) Uani 1 1 d . . . . .
N6 N 0.1532(5) 0.7728(4) 0.3486(2) 0.0242(12) Uani 1 1 d . . . . .
O1 O 0.1299(4) 0.7323(3) 0.23025(16) 0.0205(9) Uani 1 1 d . . . . .
O2 O 0.3951(4) 0.7288(3) 0.32344(18) 0.0238(10) Uani 1 1 d . . . . .
U1 U 0.26079(2) 0.72849(2) 0.27717(2) 0.01792(9) Uani 1 1 d . . . . .
CL1 Cl 0.2988(2) 0.6885(3) 0.07849(8) 0.0761(10) Uani 1 1 d . . . . .
CL2 Cl 0.0646(2) 0.67657(15) 0.10481(7) 0.0468(5) Uani 1 1 d . . . . .
CL3 Cl 0.1809(2) 0.85089(17) 0.10281(8) 0.0514(5) Uani 1 1 d . . . . .
CL4 Cl 0.4360(4) 0.6728(3) 0.47791(16) 0.1018(13) Uani 1 1 d . . . . .
CL5 Cl 0.4074(3) 0.8608(3) 0.46018(11) 0.0850(11) Uani 1 1 d . . . . .
CL6 Cl 0.6242(3) 0.7759(3) 0.44821(15) 0.1097(17) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.368(9) . ?
C1 C26 1.430(11) . ?
C1 C2 1.449(11) . ?
C2 C3 1.365(12) . ?
C2 C27 1.505(10) . ?
C3 C4 1.463(9) . ?
C3 C29 1.493(12) . ?
C4 N1 1.364(9) . ?
C4 C5 1.381(10) . ?
C5 N2 1.383(9) . ?
C5 C6 1.455(10) . ?
C6 C7 1.346(11) . ?
C6 C30 1.518(10) . ?
C7 C8 1.457(10) . ?
C7 C31 1.499(11) . ?
C8 N2 1.350(9) . ?
C8 C9 1.436(11) . ?
C9 N3 1.351(10) . ?
C9 C10 1.419(10) . ?
C10 C11 1.351(11) . ?
C10 C32 1.504(11) . ?
C11 C12 1.433(11) . ?
C11 C33 1.517(10) . ?
C12 N3 1.381(9) . ?
C12 C13 1.384(11) . ?
C13 C14 1.371(11) . ?
C13 H13 0.9500 . ?
C14 N4 1.408(9) . ?
C14 C15 1.432(11) . ?
C15 C16 1.355(11) . ?
C15 C35 1.514(10) . ?
C16 C17 1.445(10) . ?
C16 C37 1.499(10) . ?
C17 N4 1.359(9) . ?
C17 C18 1.436(9) . ?
C18 N5 1.341(9) . ?
C18 C19 1.418(10) . ?
C19 C20 1.381(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.367(11) . ?
C20 H20 0.9500 . ?
C21 C22 1.378(11) . ?
C21 H21 0.9500 . ?
C22 N5 1.375(8) . ?
C22 C23 1.435(10) . ?
C23 N6 1.336(9) . ?
C23 C24 1.437(9) . ?
C24 C25 1.383(12) . ?
C24 C39 1.507(11) . ?
C25 C26 1.440(11) . ?
C25 C41 1.507(10) . ?
C26 N6 1.384(10) . ?
C27 C28 1.545(11) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.535(11) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.532(10) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.532(10) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C40 1.535(12) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.516(11) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 CL1 1.749(9) . ?
C43 CL3 1.758(11) . ?
C43 CL2 1.773(10) . ?
C43 H43 1.0000 . ?
C44 CL6 1.719(12) . ?
C44 CL5 1.724(12) . ?
C44 CL4 1.758(13) . ?
C44 H44 1.0000 . ?
N1 U1 2.557(6) . ?
N2 U1 2.531(6) . ?
N3 U1 2.657(6) . ?
N4 U1 2.622(6) . ?
N5 U1 2.717(6) . ?
N6 U1 2.561(6) . ?
O1 U1 1.780(5) . ?
O2 U1 1.798(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C26 112.5(6) . . ?
N1 C1 C2 109.7(7) . . ?
C26 C1 C2 137.5(7) . . ?
C3 C2 C1 107.1(6) . . ?
C3 C2 C27 124.4(8) . . ?
C1 C2 C27 128.4(8) . . ?
C2 C3 C4 106.2(7) . . ?
C2 C3 C29 127.3(7) . . ?
C4 C3 C29 126.3(7) . . ?
N1 C4 C5 114.7(6) . . ?
N1 C4 C3 109.7(6) . . ?
C5 C4 C3 135.2(7) . . ?
C4 C5 N2 112.6(6) . . ?
C4 C5 C6 137.7(7) . . ?
N2 C5 C6 109.7(6) . . ?
C7 C6 C5 106.6(6) . . ?
C7 C6 C30 125.8(7) . . ?
C5 C6 C30 127.4(7) . . ?
C6 C7 C8 106.6(7) . . ?
C6 C7 C31 125.5(7) . . ?
C8 C7 C31 127.6(7) . . ?
N2 C8 C9 113.7(6) . . ?
N2 C8 C7 110.5(7) . . ?
C9 C8 C7 135.8(7) . . ?
N3 C9 C10 114.1(7) . . ?
N3 C9 C8 115.0(6) . . ?
C10 C9 C8 130.4(7) . . ?
C11 C10 C9 104.9(7) . . ?
C11 C10 C32 125.1(7) . . ?
C9 C10 C32 130.0(8) . . ?
C10 C11 C12 107.0(7) . . ?
C10 C11 C33 127.5(7) . . ?
C12 C11 C33 125.4(7) . . ?
N3 C12 C13 123.8(7) . . ?
N3 C12 C11 111.0(7) . . ?
C13 C12 C11 124.4(7) . . ?
C14 C13 C12 128.0(7) . . ?
C14 C13 H13 116.0 . . ?
C12 C13 H13 116.0 . . ?
C13 C14 N4 125.6(7) . . ?
C13 C14 C15 123.8(7) . . ?
N4 C14 C15 110.4(6) . . ?
C16 C15 C14 108.0(6) . . ?
C16 C15 C35 127.2(7) . . ?
C14 C15 C35 124.4(7) . . ?
C15 C16 C17 104.9(6) . . ?
C15 C16 C37 126.4(7) . . ?
C17 C16 C37 128.7(7) . . ?
N4 C17 C18 117.6(6) . . ?
N4 C17 C16 113.3(6) . . ?
C18 C17 C16 128.6(6) . . ?
N5 C18 C19 121.2(6) . . ?
N5 C18 C17 115.4(6) . . ?
C19 C18 C17 123.3(7) . . ?
C20 C19 C18 119.4(7) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C21 C20 C19 118.7(7) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 120.1(7) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
N5 C22 C21 122.0(7) . . ?
N5 C22 C23 113.6(6) . . ?
C21 C22 C23 124.4(6) . . ?
N6 C23 C22 116.4(6) . . ?
N6 C23 C24 110.8(7) . . ?
C22 C23 C24 132.7(7) . . ?
C25 C24 C23 106.6(7) . . ?
C25 C24 C39 125.4(7) . . ?
C23 C24 C39 127.9(8) . . ?
C24 C25 C26 105.9(6) . . ?
C24 C25 C41 124.0(7) . . ?
C26 C25 C41 130.0(8) . . ?
N6 C26 C1 112.8(6) . . ?
N6 C26 C25 109.5(6) . . ?
C1 C26 C25 137.0(7) . . ?
C2 C27 C28 111.3(7) . . ?
C2 C27 H27A 109.4 . . ?
C28 C27 H27A 109.4 . . ?
C2 C27 H27B 109.4 . . ?
C28 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C3 C29 H29A 109.5 . . ?
C3 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C3 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C6 C30 H30A 109.5 . . ?
C6 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C6 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C7 C31 H31A 109.5 . . ?
C7 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C7 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C10 C32 H32A 109.5 . . ?
C10 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C10 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C11 C33 C34 113.3(6) . . ?
C11 C33 H33A 108.9 . . ?
C34 C33 H33A 108.9 . . ?
C11 C33 H33B 108.9 . . ?
C34 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C15 C35 C36 112.6(6) . . ?
C15 C35 H35A 109.1 . . ?
C36 C35 H35A 109.1 . . ?
C15 C35 H35B 109.1 . . ?
C36 C35 H35B 109.1 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C16 C37 C38 112.9(6) . . ?
C16 C37 H37A 109.0 . . ?
C38 C37 H37A 109.0 . . ?
C16 C37 H37B 109.0 . . ?
C38 C37 H37B 109.0 . . ?
H37A C37 H37B 107.8 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C24 C39 C40 113.7(7) . . ?
C24 C39 H39A 108.8 . . ?
C40 C39 H39A 108.8 . . ?
C24 C39 H39B 108.8 . . ?
C40 C39 H39B 108.8 . . ?
H39A C39 H39B 107.7 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C25 C41 C42 113.9(7) . . ?
C25 C41 H41A 108.8 . . ?
C42 C41 H41A 108.8 . . ?
C25 C41 H41B 108.8 . . ?
C42 C41 H41B 108.8 . . ?
H41A C41 H41B 107.7 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
CL1 C43 CL3 110.4(5) . . ?
CL1 C43 CL2 111.3(6) . . ?
CL3 C43 CL2 110.2(5) . . ?
CL1 C43 H43 108.3 . . ?
CL3 C43 H43 108.3 . . ?
CL2 C43 H43 108.3 . . ?
CL6 C44 CL5 111.9(7) . . ?
CL6 C44 CL4 111.4(7) . . ?
CL5 C44 CL4 108.0(6) . . ?
CL6 C44 H44 108.5 . . ?
CL5 C44 H44 108.5 . . ?
CL4 C44 H44 108.5 . . ?
C4 N1 C1 107.3(6) . . ?
C4 N1 U1 125.6(4) . . ?
C1 N1 U1 126.8(5) . . ?
C8 N2 C5 105.8(6) . . ?
C8 N2 U1 127.3(5) . . ?
C5 N2 U1 126.2(5) . . ?
C9 N3 C12 102.9(6) . . ?
C9 N3 U1 122.5(5) . . ?
C12 N3 U1 133.3(5) . . ?
C17 N4 C14 103.4(6) . . ?
C17 N4 U1 122.5(4) . . ?
C14 N4 U1 134.1(5) . . ?
C18 N5 C22 118.0(6) . . ?
C18 N5 U1 119.2(4) . . ?
C22 N5 U1 120.7(5) . . ?
C23 N6 C26 107.1(6) . . ?
C23 N6 U1 127.0(5) . . ?
C26 N6 U1 125.5(5) . . ?
O1 U1 O2 177.6(2) . . ?
O1 U1 N2 84.47(19) . . ?
O2 U1 N2 97.17(19) . . ?
O1 U1 N1 92.39(19) . . ?
O2 U1 N1 89.92(19) . . ?
N2 U1 N1 58.72(17) . . ?
O1 U1 N6 94.03(19) . . ?
O2 U1 N6 86.8(2) . . ?
N2 U1 N6 116.84(18) . . ?
N1 U1 N6 58.27(18) . . ?
O1 U1 N4 87.28(18) . . ?
O2 U1 N4 90.39(19) . . ?
N2 U1 N4 125.17(17) . . ?
N1 U1 N4 176.00(17) . . ?
N6 U1 N4 117.77(17) . . ?
O1 U1 N3 93.00(19) . . ?
O2 U1 N3 86.40(19) . . ?
N2 U1 N3 59.28(18) . . ?
N1 U1 N3 116.79(18) . . ?
N6 U1 N3 171.57(18) . . ?
N4 U1 N3 67.21(17) . . ?
O1 U1 N5 80.89(18) . . ?
O2 U1 N5 97.62(18) . . ?
N2 U1 N5 164.41(17) . . ?
N1 U1 N5 116.40(17) . . ?
N6 U1 N5 59.29(17) . . ?
N4 U1 N5 59.61(16) . . ?
N3 U1 N5 126.64(17) . . ?

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 C2 C3 -2.7(8) . . . . ?
C26 C1 C2 C3 169.9(8) . . . . ?
N1 C1 C2 C27 174.5(7) . . . . ?
C26 C1 C2 C27 -12.9(14) . . . . ?
C1 C2 C3 C4 1.2(8) . . . . ?
C27 C2 C3 C4 -176.2(7) . . . . ?
C1 C2 C3 C29 176.2(8) . . . . ?
C27 C2 C3 C29 -1.1(13) . . . . ?
C2 C3 C4 N1 0.7(8) . . . . ?
C29 C3 C4 N1 -174.4(7) . . . . ?
C2 C3 C4 C5 172.2(8) . . . . ?
C29 C3 C4 C5 -2.9(14) . . . . ?
N1 C4 C5 N2 11.8(8) . . . . ?
C3 C4 C5 N2 -159.4(7) . . . . ?
N1 C4 C5 C6 -171.9(7) . . . . ?
C3 C4 C5 C6 16.9(14) . . . . ?
C4 C5 C6 C7 -173.7(8) . . . . ?
N2 C5 C6 C7 2.6(8) . . . . ?
C4 C5 C6 C30 11.3(13) . . . . ?
N2 C5 C6 C30 -172.3(7) . . . . ?
C5 C6 C7 C8 2.4(8) . . . . ?
C30 C6 C7 C8 177.5(7) . . . . ?
C5 C6 C7 C31 -172.8(7) . . . . ?
C30 C6 C7 C31 2.2(13) . . . . ?
C6 C7 C8 N2 -7.0(8) . . . . ?
C31 C7 C8 N2 168.2(8) . . . . ?
C6 C7 C8 C9 171.3(8) . . . . ?
C31 C7 C8 C9 -13.5(14) . . . . ?
N2 C8 C9 N3 -14.8(9) . . . . ?
C7 C8 C9 N3 166.9(7) . . . . ?
N2 C8 C9 C10 156.3(7) . . . . ?
C7 C8 C9 C10 -22.0(13) . . . . ?
N3 C9 C10 C11 -0.4(8) . . . . ?
C8 C9 C10 C11 -171.6(7) . . . . ?
N3 C9 C10 C32 178.7(7) . . . . ?
C8 C9 C10 C32 7.6(12) . . . . ?
C9 C10 C11 C12 -1.5(7) . . . . ?
C32 C10 C11 C12 179.3(6) . . . . ?
C9 C10 C11 C33 -178.3(7) . . . . ?
C32 C10 C11 C33 2.6(12) . . . . ?
C10 C11 C12 N3 2.9(8) . . . . ?
C33 C11 C12 N3 179.8(6) . . . . ?
C10 C11 C12 C13 -167.2(7) . . . . ?
C33 C11 C12 C13 9.6(11) . . . . ?
N3 C12 C13 C14 -4.8(11) . . . . ?
C11 C12 C13 C14 164.2(7) . . . . ?
C12 C13 C14 N4 14.7(11) . . . . ?
C12 C13 C14 C15 -159.1(7) . . . . ?
C13 C14 C15 C16 174.1(6) . . . . ?
N4 C14 C15 C16 -0.6(8) . . . . ?
C13 C14 C15 C35 0.4(11) . . . . ?
N4 C14 C15 C35 -174.3(6) . . . . ?
C14 C15 C16 C17 1.0(7) . . . . ?
C35 C15 C16 C17 174.5(6) . . . . ?
C14 C15 C16 C37 -178.7(6) . . . . ?
C35 C15 C16 C37 -5.3(11) . . . . ?
C15 C16 C17 N4 -1.2(8) . . . . ?
C37 C16 C17 N4 178.6(6) . . . . ?
C15 C16 C17 C18 170.2(6) . . . . ?
C37 C16 C17 C18 -10.0(11) . . . . ?
N4 C17 C18 N5 13.0(9) . . . . ?
C16 C17 C18 N5 -158.1(6) . . . . ?
N4 C17 C18 C19 -170.2(6) . . . . ?
C16 C17 C18 C19 18.8(11) . . . . ?
N5 C18 C19 C20 4.9(10) . . . . ?
C17 C18 C19 C20 -171.8(6) . . . . ?
C18 C19 C20 C21 1.5(11) . . . . ?
C19 C20 C21 C22 -5.7(11) . . . . ?
C20 C21 C22 N5 4.0(10) . . . . ?
C20 C21 C22 C23 -174.6(7) . . . . ?
N5 C22 C23 N6 -19.8(9) . . . . ?
C21 C22 C23 N6 158.9(6) . . . . ?
N5 C22 C23 C24 165.1(7) . . . . ?
C21 C22 C23 C24 -16.2(12) . . . . ?
N6 C23 C24 C25 -0.3(8) . . . . ?
C22 C23 C24 C25 175.1(7) . . . . ?
N6 C23 C24 C39 175.2(7) . . . . ?
C22 C23 C24 C39 -9.5(13) . . . . ?
C23 C24 C25 C26 -2.1(8) . . . . ?
C39 C24 C25 C26 -177.7(7) . . . . ?
C23 C24 C25 C41 175.2(7) . . . . ?
C39 C24 C25 C41 -0.4(12) . . . . ?
N1 C1 C26 N6 2.3(8) . . . . ?
C2 C1 C26 N6 -170.1(8) . . . . ?
N1 C1 C26 C25 172.0(8) . . . . ?
C2 C1 C26 C25 -0.4(15) . . . . ?
C24 C25 C26 N6 3.8(8) . . . . ?
C41 C25 C26 N6 -173.3(7) . . . . ?
C24 C25 C26 C1 -166.1(8) . . . . ?
C41 C25 C26 C1 16.8(14) . . . . ?
C3 C2 C27 C28 92.6(10) . . . . ?
C1 C2 C27 C28 -84.1(10) . . . . ?
C10 C11 C33 C34 87.6(10) . . . . ?
C12 C11 C33 C34 -88.6(9) . . . . ?
C16 C15 C35 C36 -91.7(9) . . . . ?
C14 C15 C35 C36 80.7(9) . . . . ?
C15 C16 C37 C38 96.9(9) . . . . ?
C17 C16 C37 C38 -82.8(9) . . . . ?
C25 C24 C39 C40 111.2(9) . . . . ?
C23 C24 C39 C40 -63.4(11) . . . . ?
C24 C25 C41 C42 79.8(10) . . . . ?
C26 C25 C41 C42 -103.6(10) . . . . ?
C5 C4 N1 C1 -175.8(6) . . . . ?
C3 C4 N1 C1 -2.4(7) . . . . ?
C5 C4 N1 U1 -1.8(8) . . . . ?
C3 C4 N1 U1 171.6(4) . . . . ?
C26 C1 N1 C4 -171.5(6) . . . . ?
C2 C1 N1 C4 3.1(8) . . . . ?
C26 C1 N1 U1 14.6(8) . . . . ?
C2 C1 N1 U1 -170.8(4) . . . . ?
C9 C8 N2 C5 -170.3(6) . . . . ?
C7 C8 N2 C5 8.4(7) . . . . ?
C9 C8 N2 U1 18.7(8) . . . . ?
C7 C8 N2 U1 -162.6(4) . . . . ?
C4 C5 N2 C8 170.5(6) . . . . ?
C6 C5 N2 C8 -6.8(7) . . . . ?
C4 C5 N2 U1 -18.4(8) . . . . ?
C6 C5 N2 U1 164.3(4) . . . . ?
C10 C9 N3 C12 2.1(8) . . . . ?
C8 C9 N3 C12 174.7(6) . . . . ?
C10 C9 N3 U1 -166.3(4) . . . . ?
C8 C9 N3 U1 6.3(8) . . . . ?
C13 C12 N3 C9 167.2(6) . . . . ?
C11 C12 N3 C9 -3.0(7) . . . . ?
C13 C12 N3 U1 -26.3(10) . . . . ?
C11 C12 N3 U1 163.5(4) . . . . ?
C18 C17 N4 C14 -171.6(6) . . . . ?
C16 C17 N4 C14 0.8(7) . . . . ?
C18 C17 N4 U1 7.3(8) . . . . ?
C16 C17 N4 U1 179.7(4) . . . . ?
C13 C14 N4 C17 -174.7(6) . . . . ?
C15 C14 N4 C17 -0.1(7) . . . . ?
C13 C14 N4 U1 6.6(10) . . . . ?
C15 C14 N4 U1 -178.9(4) . . . . ?
C19 C18 N5 C22 -6.7(9) . . . . ?
C17 C18 N5 C22 170.3(6) . . . . ?
C19 C18 N5 U1 156.7(5) . . . . ?
C17 C18 N5 U1 -26.4(7) . . . . ?
C21 C22 N5 C18 2.3(10) . . . . ?
C23 C22 N5 C18 -179.0(6) . . . . ?
C21 C22 N5 U1 -160.8(5) . . . . ?
C23 C22 N5 U1 18.0(7) . . . . ?
C22 C23 N6 C26 -173.5(6) . . . . ?
C24 C23 N6 C26 2.6(8) . . . . ?
C22 C23 N6 U1 13.6(9) . . . . ?
C24 C23 N6 U1 -170.3(4) . . . . ?
C1 C26 N6 C23 168.6(6) . . . . ?
C25 C26 N6 C23 -4.0(8) . . . . ?
C1 C26 N6 U1 -18.4(8) . . . . ?
C25 C26 N6 U1 169.1(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C43 H43 O1 1.00 2.67 3.367(9) 126.7 .
C44 H44 O2 1.00 2.22 3.208(10) 170.5 .

_refine_diff_density_max         2.066
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.162

####################################################################### 
# 
# 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 1893882'
loop_
_audit_author_name
_audit_author_address
'Vincent M. Lynch'
;The University of Texas at Austin
United States of America
;
_audit_update_record             
;
2019-01-28 deposited with the CCDC.	2019-06-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H50 N6'
_chemical_formula_sum            'C43 H50 N6'
_chemical_formula_weight         650.89

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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

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

_cell_length_a                   25.0636(6)
_cell_length_b                   15.3118(3)
_cell_length_c                   21.2557(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.921(2)
_cell_angle_gamma                90
_cell_volume                     8009.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16485
_cell_measurement_theta_min      3.57
_cell_measurement_theta_max      75.6

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.080
_exptl_crystal_F_000             2800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.493
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed micro-focus tube'
_diffrn_measurement_device_type  'Agilent SuperNova with an Atlas S2 CCD'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27722
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.400
_diffrn_reflns_theta_max         75.782
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8203
_reflns_number_gt                7636
_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.
 
 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.
;



_computing_data_collection       'Apex II release 2010, Bruker AXS, Inc.'
_computing_cell_refinement       'Apex II release 2010, Bruker AXS, Inc.'
_computing_data_reduction        'Apex II release 2010, Bruker AXS, Inc.'

_computing_structure_solution    
;

Sheldrick, G. M. (2015).  SHELXT.  Acta Cryst., A71, 3-8.
;
_computing_structure_refinement  'Shelxl-2016/6, Sheldrick, G. M. 2015'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XL SHELXTL/Plus, Siemens Analytical'



_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.

Three of the ethyl groups were disordered.  The disorder involved the 
orientation of the methyl group to be on opposite sides of the mean 
plane through the macrocycle.  The disorder was modeled in the same 
manner for all three groups, which had different degrees of disorder.  For 
example, for one group, the variable x was assigned to the site occupancy 
factors for the carbon atoms of one component.  The variable (1-x) was 
assigned to the site occupancy factors for the carbon atoms of the 
alternate component.  A common isotropic displacement parameter was 
refined for all four carbon atoms while refining x.  Hydrogen atoms 
were added in idealized positions.  Upon convergence for x, the site 
occupancy factors were fixed and individual atom displacement parameters 
were refined.  The geometry of the two groups were restrained to be 
equivalent throughout the refinement process.

 
  A molecule of what appeared to be diethyl ether was found to be 
badly disordered along a column near 1/4, 3/4, z.  Attempts 
to model the disorder were unsatisfactory.  The contributions to the 
scattering factors due to these solvent molecules were removed by use of 
the utility SQUEEZE (Sluis and Spek, 1990) in PLATON (Spek, 2009).  
PLATON98 was used as incorporated in WinGX (Farrugia, 1999).

;

# SQUEEZE RESULTS (Version = 300517)
# 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 0.750 0.250 0.174 714 121 ' '
2 0.250 0.750 0.316 713 121 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_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)+(0.0746P)²+11.6296P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8203
_refine_ls_number_parameters     521
_refine_ls_number_restraints     423
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0613
_refine_ls_wR_factor_ref         0.1646
_refine_ls_wR_factor_gt          0.1617
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.067
_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
C1 C 0.61893(9) 0.91732(12) 0.52944(10) 0.0394(4) Uani 1 1 d . U . . .
C2 C 0.59172(11) 0.97130(13) 0.57024(12) 0.0504(6) Uani 1 1 d D U . . .
C3 C 0.57457(9) 0.91622(12) 0.61244(11) 0.0424(5) Uani 1 1 d . U . . .
C4 C 0.59323(7) 0.82975(11) 0.59778(9) 0.0296(4) Uani 1 1 d . U . . .
C5 C 0.58631(7) 0.74896(11) 0.63114(9) 0.0278(3) Uani 1 1 d . U . . .
C6 C 0.58869(7) 0.72820(11) 0.69554(9) 0.0299(4) Uani 1 1 d . U . . .
C7 C 0.57740(7) 0.63776(11) 0.69906(8) 0.0290(4) Uani 1 1 d . U . . .
C8 C 0.56872(6) 0.60491(11) 0.63667(8) 0.0263(3) Uani 1 1 d . U . . .
C9 C 0.55422(6) 0.52066(11) 0.60714(8) 0.0261(3) Uani 1 1 d . U . . .
C10 C 0.51599(7) 0.45651(11) 0.62397(8) 0.0276(3) Uani 1 1 d . U . . .
C11 C 0.51141(7) 0.39352(11) 0.57807(9) 0.0287(4) Uani 1 1 d . U . . .
C12 C 0.54678(7) 0.41983(11) 0.53451(8) 0.0272(3) Uani 1 1 d . U . . .
C13 C 0.55541(7) 0.37707(11) 0.48093(9) 0.0292(4) Uani 1 1 d . U . . .
H13 H 0.535204 0.324942 0.470077 0.035 Uiso 1 1 calc R U . . .
C14 C 0.59123(7) 0.40177(11) 0.43959(9) 0.0290(3) Uani 1 1 d . U . . .
C15 C 0.60366(9) 0.35761(12) 0.38673(9) 0.0378(4) Uani 1 1 d D U . . .
C16 C 0.64602(9) 0.40390(12) 0.36615(10) 0.0378(4) Uani 1 1 d . U . . .
C17 C 0.65812(7) 0.47604(11) 0.40665(8) 0.0287(4) Uani 1 1 d . U . . .
C18 C 0.70117(7) 0.54172(11) 0.40817(8) 0.0268(3) Uani 1 1 d . U . . .
C19 C 0.75401(7) 0.51362(12) 0.40604(9) 0.0312(4) Uani 1 1 d . U . . .
H19 H 0.761784 0.453054 0.404193 0.037 Uiso 1 1 calc R U . . .
C20 C 0.79453(7) 0.57438(12) 0.40665(8) 0.0305(4) Uani 1 1 d . U . . .
H20 H 0.830628 0.556445 0.405568 0.037 Uiso 1 1 calc R U . . .
C21 C 0.78177(7) 0.66190(11) 0.40887(8) 0.0271(3) Uani 1 1 d . U . . .
H21 H 0.808954 0.705288 0.409413 0.032 Uiso 1 1 calc R U . . .
C22 C 0.72797(6) 0.68561(11) 0.41030(7) 0.0244(3) Uani 1 1 d . U . . .
C23 C 0.71334(7) 0.77834(11) 0.41145(8) 0.0254(3) Uani 1 1 d . U . . .
C24 C 0.73085(8) 0.85014(12) 0.37971(8) 0.0309(4) Uani 1 1 d . U . . .
C25 C 0.70584(10) 0.92436(12) 0.40047(10) 0.0422(5) Uani 1 1 d D U . . .
C26 C 0.67395(9) 0.89623(12) 0.44426(9) 0.0360(4) Uani 1 1 d . U . . .
C27 C 0.64472(10) 0.94633(13) 0.48227(11) 0.0460(5) Uani 1 1 d . U . . .
H27 H 0.642802 1.007331 0.474010 0.055 Uiso 1 1 calc R U . . .
C28 C 0.58811(15) 1.06913(18) 0.56814(15) 0.0434(6) Uani 0.78 1 d D U P A 1
H28A H 0.623253 1.093723 0.561846 0.052 Uiso 0.78 1 calc R U P A 1
H28B H 0.580772 1.091133 0.609466 0.052 Uiso 0.78 1 calc R U P A 1
C29 C 0.54267(17) 1.0993(2) 0.51339(15) 0.0620(10) Uani 0.78 1 d D U P A 1
H29A H 0.548652 1.074348 0.472852 0.093 Uiso 0.78 1 calc R U P A 1
H29B H 0.542927 1.163222 0.510635 0.093 Uiso 0.78 1 calc R U P A 1
H29C H 0.507466 1.079709 0.521787 0.093 Uiso 0.78 1 calc R U P A 1
C28A C 0.5608(5) 1.0634(7) 0.5381(6) 0.043(2) Uani 0.22 1 d D U P A 2
H28C H 0.553613 1.061518 0.490650 0.051 Uiso 0.22 1 calc R U P A 2
H28D H 0.526308 1.074066 0.553100 0.051 Uiso 0.22 1 calc R U P A 2
C29A C 0.6030(4) 1.1305(4) 0.5636(6) 0.056(2) Uani 0.22 1 d D U P A 2
H29D H 0.586565 1.188833 0.558993 0.083 Uiso 0.22 1 calc R U P A 2
H29E H 0.632672 1.127723 0.539611 0.083 Uiso 0.22 1 calc R U P A 2
H29F H 0.617288 1.118905 0.609050 0.083 Uiso 0.22 1 calc R U P A 2
C30 C 0.53784(11) 0.93730(14) 0.65853(13) 0.0546(6) Uani 1 1 d . U . . .
H30A H 0.559822 0.950589 0.700679 0.082 Uiso 1 1 calc R U . . .
H30B H 0.514384 0.887059 0.662128 0.082 Uiso 1 1 calc R U . . .
H30C H 0.515350 0.988011 0.642883 0.082 Uiso 1 1 calc R U . . .
C31 C 0.60614(9) 0.78676(13) 0.75247(10) 0.0393(4) Uani 1 1 d . U . . .
H31A H 0.625178 0.837712 0.739612 0.059 Uiso 1 1 calc R U . . .
H31B H 0.630538 0.754625 0.786061 0.059 Uiso 1 1 calc R U . . .
H31C H 0.574090 0.806118 0.768843 0.059 Uiso 1 1 calc R U . . .
C32 C 0.57936(8) 0.58767(13) 0.76015(9) 0.0368(4) Uani 1 1 d . U . . .
H32A H 0.545600 0.597227 0.776058 0.055 Uiso 1 1 calc R U . . .
H32B H 0.610278 0.607810 0.792234 0.055 Uiso 1 1 calc R U . . .
H32C H 0.583498 0.525259 0.752033 0.055 Uiso 1 1 calc R U . . .
C33 C 0.48425(7) 0.46297(12) 0.67664(9) 0.0334(4) Uani 1 1 d . U . . .
H33A H 0.448691 0.435246 0.663023 0.050 Uiso 1 1 calc R U . . .
H33B H 0.479200 0.524584 0.686545 0.050 Uiso 1 1 calc R U . . .
H33C H 0.504034 0.433322 0.714893 0.050 Uiso 1 1 calc R U . . .
C34 C 0.47619(8) 0.31340(12) 0.57298(10) 0.0369(4) Uani 1 1 d . U . . .
H34A H 0.476186 0.284978 0.531148 0.044 Uiso 1 1 calc R U . . .
H34B H 0.438413 0.331300 0.574021 0.044 Uiso 1 1 calc R U . . .
C35 C 0.49463(10) 0.24709(13) 0.62636(11) 0.0467(5) Uani 1 1 d . U . . .
H35A H 0.531704 0.227904 0.625052 0.070 Uiso 1 1 calc R U . . .
H35B H 0.470149 0.196617 0.620328 0.070 Uiso 1 1 calc R U . . .
H35C H 0.493859 0.274214 0.667937 0.070 Uiso 1 1 calc R U . . .
C36 C 0.5702(3) 0.2809(4) 0.3546(4) 0.0369(14) Uani 0.53 1 d D U P B 1
H36C H 0.534709 0.278703 0.368477 0.044 Uiso 0.53 1 calc R U P B 1
H36D H 0.563450 0.288157 0.307452 0.044 Uiso 0.53 1 calc R U P B 1
C37 C 0.60133(19) 0.1972(2) 0.3732(3) 0.0593(13) Uani 0.53 1 d D U P B 1
H37D H 0.638027 0.202507 0.363913 0.089 Uiso 0.53 1 calc R U P B 1
H37E H 0.582446 0.148393 0.348681 0.089 Uiso 0.53 1 calc R U P B 1
H37F H 0.603669 0.186430 0.419103 0.089 Uiso 0.53 1 calc R U P B 1
C36A C 0.5882(3) 0.2658(6) 0.3632(4) 0.046(2) Uani 0.47 1 d D U P B 2
H36A H 0.621468 0.230410 0.364657 0.055 Uiso 0.47 1 calc R U P B 2
H36B H 0.566066 0.237953 0.391590 0.055 Uiso 0.47 1 calc R U P B 2
C37A C 0.55616(19) 0.2684(3) 0.2953(2) 0.0486(11) Uani 0.47 1 d D U P B 2
H37A H 0.526971 0.311697 0.292329 0.073 Uiso 0.47 1 calc R U P B 2
H37B H 0.540427 0.210761 0.283543 0.073 Uiso 0.47 1 calc R U P B 2
H37C H 0.580346 0.284593 0.265933 0.073 Uiso 0.47 1 calc R U P B 2
C38 C 0.67041(12) 0.38266(17) 0.30878(12) 0.0608(7) Uani 1 1 d . U . . .
H38A H 0.710425 0.387599 0.320909 0.073 Uiso 1 1 calc R U . . .
H38B H 0.661727 0.321239 0.296333 0.073 Uiso 1 1 calc R U . . .
C39 C 0.6515(2) 0.4391(3) 0.25285(16) 0.1169(17) Uani 1 1 d . U . . .
H39A H 0.612127 0.432512 0.239046 0.175 Uiso 1 1 calc R U . . .
H39B H 0.669734 0.422129 0.217797 0.175 Uiso 1 1 calc R U . . .
H39C H 0.660066 0.500093 0.264515 0.175 Uiso 1 1 calc R U . . .
C40 C 0.76680(8) 0.84923(13) 0.33030(9) 0.0346(4) Uani 1 1 d . U . . .
H40A H 0.782958 0.790331 0.329517 0.042 Uiso 1 1 calc R U . . .
H40B H 0.796923 0.891123 0.343524 0.042 Uiso 1 1 calc R U . . .
C41 C 0.73776(10) 0.87228(18) 0.26302(10) 0.0498(5) Uani 1 1 d . U . . .
H41A H 0.707276 0.832071 0.249768 0.075 Uiso 1 1 calc R U . . .
H41B H 0.763180 0.867360 0.233395 0.075 Uiso 1 1 calc R U . . .
H41C H 0.724064 0.932275 0.262482 0.075 Uiso 1 1 calc R U . . .
C42 C 0.7034(2) 1.0165(3) 0.3739(2) 0.0343(10) Uani 0.52 1 d D U P C 1
H42A H 0.694601 1.015041 0.326511 0.041 Uiso 0.52 1 calc R U P C 1
H42B H 0.674794 1.050321 0.389464 0.041 Uiso 0.52 1 calc R U P C 1
C43 C 0.7583(2) 1.0585(3) 0.3964(3) 0.0793(18) Uani 0.52 1 d D U P C 1
H43A H 0.766124 1.061163 0.443362 0.119 Uiso 0.52 1 calc R U P C 1
H43B H 0.758094 1.117730 0.378945 0.119 Uiso 0.52 1 calc R U P C 1
H43C H 0.786401 1.023772 0.381621 0.119 Uiso 0.52 1 calc R U P C 1
C42A C 0.7264(2) 1.0190(4) 0.3931(3) 0.0401(12) Uani 0.48 1 d D U P C 2
H42C H 0.733428 1.048899 0.435160 0.048 Uiso 0.48 1 calc R U P C 2
H42D H 0.760480 1.017911 0.376093 0.048 Uiso 0.48 1 calc R U P C 2
C43A C 0.6823(2) 1.0660(3) 0.3471(3) 0.0667(15) Uani 0.48 1 d D U P C 2
H43D H 0.682711 1.046655 0.303286 0.100 Uiso 0.48 1 calc R U P C 2
H43E H 0.688846 1.129117 0.350367 0.100 Uiso 0.48 1 calc R U P C 2
H43F H 0.646881 1.052827 0.357954 0.100 Uiso 0.48 1 calc R U P C 2
N1 N 0.61809(6) 0.82998(9) 0.54801(7) 0.0286(3) Uani 1 1 d . U . . .
N2 N 0.57602(6) 0.67293(9) 0.59693(7) 0.0261(3) Uani 1 1 d . U . . .
N3 N 0.57222(5) 0.49901(9) 0.55458(7) 0.0257(3) Uani 1 1 d . U . . .
N4 N 0.62436(6) 0.47431(9) 0.44973(7) 0.0263(3) Uani 1 1 d . U . . .
N5 N 0.68821(5) 0.62665(9) 0.41149(6) 0.0248(3) Uani 1 1 d . U . . .
N6 N 0.67867(6) 0.80718(9) 0.44882(7) 0.0270(3) Uani 1 1 d . U . . .
H4N H 0.6237(9) 0.5137(15) 0.4816(11) 0.038(6) Uiso 1 1 d . . . . .
H6N H 0.6631(10) 0.7759(16) 0.4772(12) 0.044(6) Uiso 1 1 d . . . . .
H2N H 0.5703(9) 0.6695(14) 0.5531(11) 0.033(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
C1 C27 1.366(3) . ?
C1 N1 1.396(2) . ?
C1 C2 1.458(3) . ?
C2 C3 1.359(3) . ?
C2 C28 1.501(3) . ?
C2 C28A 1.690(13) . ?
C3 C4 1.457(2) . ?
C3 C30 1.501(3) . ?
C4 N1 1.326(2) . ?
C4 C5 1.453(2) . ?
C5 N2 1.371(2) . ?
C5 C6 1.396(2) . ?
C6 C7 1.418(2) . ?
C6 C31 1.503(3) . ?
C7 C8 1.396(2) . ?
C7 C32 1.501(2) . ?
C8 N2 1.375(2) . ?
C8 C9 1.451(2) . ?
C9 N3 1.324(2) . ?
C9 C10 1.463(2) . ?
C10 C11 1.361(3) . ?
C10 C33 1.495(2) . ?
C11 C12 1.455(2) . ?
C11 C34 1.503(2) . ?
C12 C13 1.366(2) . ?
C12 N3 1.398(2) . ?
C13 C14 1.421(2) . ?
C13 H13 0.9500 . ?
C14 N4 1.379(2) . ?
C14 C15 1.396(3) . ?
C15 C16 1.413(3) . ?
C15 C36A 1.518(10) . ?
C15 C36 1.527(7) . ?
C16 C17 1.398(2) . ?
C16 C38 1.500(3) . ?
C17 N4 1.360(2) . ?
C17 C18 1.471(2) . ?
C18 N5 1.345(2) . ?
C18 C19 1.401(2) . ?
C19 C20 1.376(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.381(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.402(2) . ?
C21 H21 0.9500 . ?
C22 N5 1.348(2) . ?
C22 C23 1.468(2) . ?
C23 N6 1.357(2) . ?
C23 C24 1.403(2) . ?
C24 C25 1.409(3) . ?
C24 C40 1.508(2) . ?
C25 C26 1.405(3) . ?
C25 C42 1.516(5) . ?
C25 C42A 1.555(6) . ?
C26 N6 1.371(2) . ?
C26 C27 1.415(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.537(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C28A C29A 1.501(9) . ?
C28A H28C 0.9900 . ?
C28A H28D 0.9900 . ?
C29A H29D 0.9800 . ?
C29A H29E 0.9800 . ?
C29A H29F 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.527(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.514(6) . ?
C36 H36C 0.9900 . ?
C36 H36D 0.9900 . ?
C37 H37D 0.9800 . ?
C37 H37E 0.9800 . ?
C37 H37F 0.9800 . ?
C36A C37A 1.514(7) . ?
C36A H36A 0.9900 . ?
C36A H36B 0.9900 . ?
C37A H37A 0.9800 . ?
C37A H37B 0.9800 . ?
C37A H37C 0.9800 . ?
C38 C39 1.473(5) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.518(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.514(6) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C42A C43A 1.511(6) . ?
C42A H42C 0.9900 . ?
C42A H42D 0.9900 . ?
C43A H43D 0.9800 . ?
C43A H43E 0.9800 . ?
C43A H43F 0.9800 . ?
N2 H2N 0.92(2) . ?
N4 H4N 0.91(2) . ?
N6 H6N 0.91(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
C27 C1 N1 123.63(16) . . ?
C27 C1 C2 126.31(18) . . ?
N1 C1 C2 109.95(16) . . ?
C3 C2 C1 106.43(17) . . ?
C3 C2 C28 127.90(19) . . ?
C1 C2 C28 125.50(19) . . ?
C3 C2 C28A 127.4(4) . . ?
C1 C2 C28A 117.6(4) . . ?
C2 C3 C4 105.57(16) . . ?
C2 C3 C30 127.38(18) . . ?
C4 C3 C30 126.59(17) . . ?
N1 C4 C5 120.63(15) . . ?
N1 C4 C3 112.74(15) . . ?
C5 C4 C3 126.63(15) . . ?
N2 C5 C6 107.20(15) . . ?
N2 C5 C4 119.49(15) . . ?
C6 C5 C4 133.31(16) . . ?
C5 C6 C7 107.59(15) . . ?
C5 C6 C31 127.28(16) . . ?
C7 C6 C31 124.80(17) . . ?
C8 C7 C6 107.36(15) . . ?
C8 C7 C32 127.68(16) . . ?
C6 C7 C32 124.78(16) . . ?
N2 C8 C7 107.20(15) . . ?
N2 C8 C9 117.35(15) . . ?
C7 C8 C9 135.45(15) . . ?
N3 C9 C8 119.38(14) . . ?
N3 C9 C10 112.45(15) . . ?
C8 C9 C10 127.82(15) . . ?
C11 C10 C9 105.70(15) . . ?
C11 C10 C33 126.82(16) . . ?
C9 C10 C33 127.22(16) . . ?
C10 C11 C12 106.33(15) . . ?
C10 C11 C34 126.76(16) . . ?
C12 C11 C34 126.91(16) . . ?
C13 C12 N3 122.33(15) . . ?
C13 C12 C11 127.58(16) . . ?
N3 C12 C11 110.09(15) . . ?
C12 C13 C14 127.33(16) . . ?
C12 C13 H13 116.3 . . ?
C14 C13 H13 116.3 . . ?
N4 C14 C15 107.24(15) . . ?
N4 C14 C13 123.35(16) . . ?
C15 C14 C13 129.20(16) . . ?
C14 C15 C16 107.54(16) . . ?
C14 C15 C36A 129.2(4) . . ?
C16 C15 C36A 121.5(4) . . ?
C14 C15 C36 123.1(3) . . ?
C16 C15 C36 128.9(3) . . ?
C17 C16 C15 107.09(16) . . ?
C17 C16 C38 126.71(18) . . ?
C15 C16 C38 126.07(18) . . ?
N4 C17 C16 108.01(15) . . ?
N4 C17 C18 123.09(15) . . ?
C16 C17 C18 128.79(16) . . ?
N5 C18 C19 122.51(15) . . ?
N5 C18 C17 118.61(14) . . ?
C19 C18 C17 118.89(15) . . ?
C20 C19 C18 119.51(16) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 118.79(15) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 H20 120.6 . . ?
C20 C21 C22 118.80(15) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
N5 C22 C21 122.97(15) . . ?
N5 C22 C23 117.35(14) . . ?
C21 C22 C23 119.67(15) . . ?
N6 C23 C24 108.64(15) . . ?
N6 C23 C22 120.94(14) . . ?
C24 C23 C22 130.40(15) . . ?
C23 C24 C25 106.46(15) . . ?
C23 C24 C40 127.61(16) . . ?
C25 C24 C40 125.86(16) . . ?
C26 C25 C24 107.64(16) . . ?
C26 C25 C42 122.9(2) . . ?
C24 C25 C42 128.6(2) . . ?
C26 C25 C42A 126.4(3) . . ?
C24 C25 C42A 123.0(3) . . ?
N6 C26 C25 107.43(16) . . ?
N6 C26 C27 123.10(17) . . ?
C25 C26 C27 129.30(17) . . ?
C1 C27 C26 127.66(18) . . ?
C1 C27 H27 116.2 . . ?
C26 C27 H27 116.2 . . ?
C2 C28 C29 110.8(3) . . ?
C2 C28 H28A 109.5 . . ?
C29 C28 H28A 109.5 . . ?
C2 C28 H28B 109.5 . . ?
C29 C28 H28B 109.5 . . ?
H28A C28 H28B 108.1 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C29A C28A C2 100.8(8) . . ?
C29A C28A H28C 111.6 . . ?
C2 C28A H28C 111.6 . . ?
C29A C28A H28D 111.6 . . ?
C2 C28A H28D 111.6 . . ?
H28C C28A H28D 109.4 . . ?
C28A C29A H29D 109.5 . . ?
C28A C29A H29E 109.5 . . ?
H29D C29A H29E 109.5 . . ?
C28A C29A H29F 109.5 . . ?
H29D C29A H29F 109.5 . . ?
H29E C29A H29F 109.5 . . ?
C3 C30 H30A 109.5 . . ?
C3 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C3 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C6 C31 H31A 109.5 . . ?
C6 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C6 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C7 C32 H32A 109.5 . . ?
C7 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C7 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C10 C33 H33A 109.5 . . ?
C10 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C10 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C11 C34 C35 113.47(17) . . ?
C11 C34 H34A 108.9 . . ?
C35 C34 H34A 108.9 . . ?
C11 C34 H34B 108.9 . . ?
C35 C34 H34B 108.9 . . ?
H34A C34 H34B 107.7 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C15 108.8(4) . . ?
C37 C36 H36C 109.9 . . ?
C15 C36 H36C 109.9 . . ?
C37 C36 H36D 109.9 . . ?
C15 C36 H36D 109.9 . . ?
H36C C36 H36D 108.3 . . ?
C36 C37 H37D 109.5 . . ?
C36 C37 H37E 109.5 . . ?
H37D C37 H37E 109.5 . . ?
C36 C37 H37F 109.5 . . ?
H37D C37 H37F 109.5 . . ?
H37E C37 H37F 109.5 . . ?
C37A C36A C15 110.2(6) . . ?
C37A C36A H36A 109.6 . . ?
C15 C36A H36A 109.6 . . ?
C37A C36A H36B 109.6 . . ?
C15 C36A H36B 109.6 . . ?
H36A C36A H36B 108.1 . . ?
C36A C37A H37A 109.5 . . ?
C36A C37A H37B 109.5 . . ?
H37A C37A H37B 109.5 . . ?
C36A C37A H37C 109.5 . . ?
H37A C37A H37C 109.5 . . ?
H37B C37A H37C 109.5 . . ?
C39 C38 C16 114.2(3) . . ?
C39 C38 H38A 108.7 . . ?
C16 C38 H38A 108.7 . . ?
C39 C38 H38B 108.7 . . ?
C16 C38 H38B 108.7 . . ?
H38A C38 H38B 107.6 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C24 C40 C41 114.25(16) . . ?
C24 C40 H40A 108.7 . . ?
C41 C40 H40A 108.7 . . ?
C24 C40 H40B 108.7 . . ?
C41 C40 H40B 108.7 . . ?
H40A C40 H40B 107.6 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 C25 107.9(4) . . ?
C43 C42 H42A 110.1 . . ?
C25 C42 H42A 110.1 . . ?
C43 C42 H42B 110.1 . . ?
C25 C42 H42B 110.1 . . ?
H42A C42 H42B 108.4 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C43A C42A C25 107.1(4) . . ?
C43A C42A H42C 110.3 . . ?
C25 C42A H42C 110.3 . . ?
C43A C42A H42D 110.3 . . ?
C25 C42A H42D 110.3 . . ?
H42C C42A H42D 108.5 . . ?
C42A C43A H43D 109.5 . . ?
C42A C43A H43E 109.5 . . ?
H43D C43A H43E 109.5 . . ?
C42A C43A H43F 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?
C4 N1 C1 105.24(14) . . ?
C5 N2 C8 110.55(14) . . ?
C5 N2 H2N 124.4(14) . . ?
C8 N2 H2N 124.6(14) . . ?
C9 N3 C12 105.43(14) . . ?
C17 N4 C14 110.09(14) . . ?
C17 N4 H4N 126.3(14) . . ?
C14 N4 H4N 123.6(14) . . ?
C18 N5 C22 117.36(14) . . ?
C23 N6 C26 109.79(14) . . ?
C23 N6 H6N 128.1(15) . . ?
C26 N6 H6N 121.7(15) . . ?

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
C27 C1 C2 C3 -176.6(3) . . . . ?
N1 C1 C2 C3 -0.4(3) . . . . ?
C27 C1 C2 C28 -1.1(5) . . . . ?
N1 C1 C2 C28 175.2(3) . . . . ?
C27 C1 C2 C28A 33.2(5) . . . . ?
N1 C1 C2 C28A -150.6(4) . . . . ?
C1 C2 C3 C4 1.7(3) . . . . ?
C28 C2 C3 C4 -173.7(3) . . . . ?
C28A C2 C3 C4 148.1(5) . . . . ?
C1 C2 C3 C30 -170.9(3) . . . . ?
C28 C2 C3 C30 13.8(5) . . . . ?
C28A C2 C3 C30 -24.5(6) . . . . ?
C2 C3 C4 N1 -2.8(3) . . . . ?
C30 C3 C4 N1 169.9(2) . . . . ?
C2 C3 C4 C5 178.0(2) . . . . ?
C30 C3 C4 C5 -9.3(4) . . . . ?
N1 C4 C5 N2 -36.5(2) . . . . ?
C3 C4 C5 N2 142.7(2) . . . . ?
N1 C4 C5 C6 142.2(2) . . . . ?
C3 C4 C5 C6 -38.7(3) . . . . ?
N2 C5 C6 C7 -2.26(19) . . . . ?
C4 C5 C6 C7 178.94(18) . . . . ?
N2 C5 C6 C31 171.29(17) . . . . ?
C4 C5 C6 C31 -7.5(3) . . . . ?
C5 C6 C7 C8 0.43(19) . . . . ?
C31 C6 C7 C8 -173.32(16) . . . . ?
C5 C6 C7 C32 175.92(16) . . . . ?
C31 C6 C7 C32 2.2(3) . . . . ?
C6 C7 C8 N2 1.56(18) . . . . ?
C32 C7 C8 N2 -173.76(16) . . . . ?
C6 C7 C8 C9 -177.77(18) . . . . ?
C32 C7 C8 C9 6.9(3) . . . . ?
N2 C8 C9 N3 31.4(2) . . . . ?
C7 C8 C9 N3 -149.28(19) . . . . ?
N2 C8 C9 C10 -141.16(17) . . . . ?
C7 C8 C9 C10 38.1(3) . . . . ?
N3 C9 C10 C11 -0.11(19) . . . . ?
C8 C9 C10 C11 172.92(16) . . . . ?
N3 C9 C10 C33 -174.57(16) . . . . ?
C8 C9 C10 C33 -1.5(3) . . . . ?
C9 C10 C11 C12 0.23(18) . . . . ?
C33 C10 C11 C12 174.71(16) . . . . ?
C9 C10 C11 C34 -179.01(17) . . . . ?
C33 C10 C11 C34 -4.5(3) . . . . ?
C10 C11 C12 C13 -179.81(17) . . . . ?
C34 C11 C12 C13 -0.6(3) . . . . ?
C10 C11 C12 N3 -0.28(19) . . . . ?
C34 C11 C12 N3 178.96(16) . . . . ?
N3 C12 C13 C14 2.5(3) . . . . ?
C11 C12 C13 C14 -178.00(17) . . . . ?
C12 C13 C14 N4 1.8(3) . . . . ?
C12 C13 C14 C15 175.8(2) . . . . ?
N4 C14 C15 C16 1.5(2) . . . . ?
C13 C14 C15 C16 -173.35(19) . . . . ?
N4 C14 C15 C36A 166.2(4) . . . . ?
C13 C14 C15 C36A -8.6(5) . . . . ?
N4 C14 C15 C36 -171.1(3) . . . . ?
C13 C14 C15 C36 14.0(4) . . . . ?
C14 C15 C16 C17 -0.6(2) . . . . ?
C36A C15 C16 C17 -166.8(4) . . . . ?
C36 C15 C16 C17 171.4(4) . . . . ?
C14 C15 C16 C38 -176.7(2) . . . . ?
C36A C15 C16 C38 17.1(5) . . . . ?
C36 C15 C16 C38 -4.7(5) . . . . ?
C15 C16 C17 N4 -0.5(2) . . . . ?
C38 C16 C17 N4 175.6(2) . . . . ?
C15 C16 C17 C18 175.90(18) . . . . ?
C38 C16 C17 C18 -8.1(4) . . . . ?
N4 C17 C18 N5 -50.8(2) . . . . ?
C16 C17 C18 N5 133.3(2) . . . . ?
N4 C17 C18 C19 129.29(18) . . . . ?
C16 C17 C18 C19 -46.6(3) . . . . ?
N5 C18 C19 C20 -0.7(3) . . . . ?
C17 C18 C19 C20 179.22(16) . . . . ?
C18 C19 C20 C21 -0.5(3) . . . . ?
C19 C20 C21 C22 -0.1(3) . . . . ?
C20 C21 C22 N5 2.0(2) . . . . ?
C20 C21 C22 C23 -178.86(15) . . . . ?
N5 C22 C23 N6 39.6(2) . . . . ?
C21 C22 C23 N6 -139.56(16) . . . . ?
N5 C22 C23 C24 -142.32(18) . . . . ?
C21 C22 C23 C24 38.5(3) . . . . ?
N6 C23 C24 C25 1.0(2) . . . . ?
C22 C23 C24 C25 -177.22(18) . . . . ?
N6 C23 C24 C40 -175.96(17) . . . . ?
C22 C23 C24 C40 5.8(3) . . . . ?
C23 C24 C25 C26 0.1(2) . . . . ?
C40 C24 C25 C26 177.16(19) . . . . ?
C23 C24 C25 C42 -169.3(3) . . . . ?
C40 C24 C25 C42 7.7(4) . . . . ?
C23 C24 C25 C42A 161.7(3) . . . . ?
C40 C24 C25 C42A -21.3(4) . . . . ?
C24 C25 C26 N6 -1.2(2) . . . . ?
C42 C25 C26 N6 169.0(3) . . . . ?
C42A C25 C26 N6 -162.0(3) . . . . ?
C24 C25 C26 C27 174.1(2) . . . . ?
C42 C25 C26 C27 -15.7(4) . . . . ?
C42A C25 C26 C27 13.4(5) . . . . ?
N1 C1 C27 C26 0.5(4) . . . . ?
C2 C1 C27 C26 176.3(2) . . . . ?
N6 C26 C27 C1 2.4(4) . . . . ?
C25 C26 C27 C1 -172.2(3) . . . . ?
C3 C2 C28 C29 -104.7(3) . . . . ?
C1 C2 C28 C29 80.7(4) . . . . ?
C3 C2 C28A C29A 117.6(6) . . . . ?
C1 C2 C28A C29A -99.3(7) . . . . ?
C10 C11 C34 C35 -68.3(2) . . . . ?
C12 C11 C34 C35 112.7(2) . . . . ?
C14 C15 C36 C37 -105.1(4) . . . . ?
C16 C15 C36 C37 84.0(6) . . . . ?
C14 C15 C36A C37A 121.3(5) . . . . ?
C16 C15 C36A C37A -75.9(6) . . . . ?
C17 C16 C38 C39 -73.1(4) . . . . ?
C15 C16 C38 C39 102.2(3) . . . . ?
C23 C24 C40 C41 110.0(2) . . . . ?
C25 C24 C40 C41 -66.4(3) . . . . ?
C26 C25 C42 C43 116.2(4) . . . . ?
C24 C25 C42 C43 -75.9(5) . . . . ?
C26 C25 C42A C43A -87.2(5) . . . . ?
C24 C25 C42A C43A 114.8(4) . . . . ?
C5 C4 N1 C1 -178.26(17) . . . . ?
C3 C4 N1 C1 2.5(2) . . . . ?
C27 C1 N1 C4 175.1(2) . . . . ?
C2 C1 N1 C4 -1.3(2) . . . . ?
C6 C5 N2 C8 3.33(19) . . . . ?
C4 C5 N2 C8 -177.68(14) . . . . ?
C7 C8 N2 C5 -3.06(18) . . . . ?
C9 C8 N2 C5 176.41(14) . . . . ?
C8 C9 N3 C12 -173.74(14) . . . . ?
C10 C9 N3 C12 -0.06(18) . . . . ?
C13 C12 N3 C9 179.77(16) . . . . ?
C11 C12 N3 C9 0.20(18) . . . . ?
C16 C17 N4 C14 1.4(2) . . . . ?
C18 C17 N4 C14 -175.21(16) . . . . ?
C15 C14 N4 C17 -1.8(2) . . . . ?
C13 C14 N4 C17 173.39(16) . . . . ?
C19 C18 N5 C22 2.4(2) . . . . ?
C17 C18 N5 C22 -177.49(15) . . . . ?
C21 C22 N5 C18 -3.1(2) . . . . ?
C23 C22 N5 C18 177.73(14) . . . . ?
C24 C23 N6 C26 -1.8(2) . . . . ?
C22 C23 N6 C26 176.63(16) . . . . ?
C25 C26 N6 C23 1.9(2) . . . . ?
C27 C26 N6 C23 -173.8(2) . . . . ?

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.051



