# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_RS214_0m
_database_code_depnum_ccdc_archive 'CCDC 2353176'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University 
United States of America
;
_audit_update_record             
;
2024-05-05 deposited with the CCDC.	2024-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H28 F6 N3 P'
_chemical_formula_weight         395.37

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'

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

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

_cell_length_a                   10.3526(8)
_cell_length_b                   10.3526(8)
_cell_length_c                   19.1311(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2050.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7013
_cell_measurement_theta_min      2.2369
_cell_measurement_theta_max      30.8604

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    0.189
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6556
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            27133
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.505
_diffrn_reflns_theta_max         33.179
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3898
_reflns_number_gt                2697
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.944
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.993

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Apex4 v2022.10-0 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2019/2 (Sheldrick, 2015a, 2019), 
SHELXLE Rev1506 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Extensive disorder and pseudosymmetry is observed for this structure. 
The TCNE molecule is disordered around a four-fold axis. The four fold 
symmetry is mostly observed by the four cyanide units, but broken by 
the central two C-atoms. Shelxl is not well suited for refinement of 
such a case (neither positive or negative PART instructions are suitable)
For refinement purposes, the molecule was split in two positive PARTs 
consisting of a quarter occupied central C atom and two half-occupied 
nitrile C and N atoms. Excess bonds and angles were edited out of the 
cif manually. The two PARTs were restrained to have similar geometries. 
Uij components of ADPs for disordered atoms closer to each other than 
2.0 Angstrom were restrained to be similar. 

A PF6 anion was found to be disordered around the two-fold axis part 
of a four-fold rotinversion axis. Additional general disorder was refined 
for four-fold disorder of the PF6 anion. All P-F bond lengths and all 
cis-F-P-F angles were restrained to be similar. Uij components of ADPs 
for disordered atoms closer to each other than 2.0 Angstrom were 
restrained to be similar. Subject to these conditions the occupancy rates 
refined to two times 0.261(5) and to two times 0.239(5). 

Two crystallographically independent NPr4 cations are present, both 
located on the center of a four fold rotinversion axes. Thus each one 
quarter of each cation are independent. 
The propyl groups were refined as disordered (by general disorder). The 
four disordered moieties were restrained to have similar geometries. 
Uij components of ADPs for disordered atoms closer to each other than 
2.0 Angstrom were restrained to be similar. Subject to these conditions 
the occupancy ratio refined to 0.754(7) to 0.246(7) for the cation of N1, 
and to 0.658(7) to 0.342(7) for the cation of N2. 

Pseudosymmetry is observed, emulating space group I4/m. This symmetry is 
observed by the TCNE molecule (located on the mirror plane), and by the 
PF6 anion. Exact I4/m symmetry is broken by the N(Pr3)4 cations. One 
molecule is present in I4/m, as opposed to two in I-4. The additional 
mirror plane relates the two cations and converts major into minor 
occupied carbon atoms (C3 into C6B, C4 into C7B, C6 into C3B and C7 
into C4B), thus breaking the mirror symmetry. Attempts at refinement 
resulted in substantially higher R values (9.2%, vs 5.3% in I-4).

Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0642P)²+0.4516P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.4(2)
_chemical_absolute_configuration ukn
_refine_ls_number_reflns         3898
_refine_ls_number_parameters     301
_refine_ls_number_restraints     829
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1556
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.142
_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
P1 P 0.4840(12) 0.5076(14) 0.3007(5) 0.046(2) Uani 0.261(5) 1 d D U P A -1
F1 F 0.3965(10) 0.6242(10) 0.2767(7) 0.062(3) Uani 0.261(5) 1 d D U P A -1
F2 F 0.5891(14) 0.5483(14) 0.2456(6) 0.068(4) Uani 0.261(5) 1 d D U P A -1
F3 F 0.5709(10) 0.3928(10) 0.3260(7) 0.072(3) Uani 0.261(5) 1 d D U P A -1
F4 F 0.3780(10) 0.4684(13) 0.3581(5) 0.058(3) Uani 0.261(5) 1 d D U P A -1
F5 F 0.5531(12) 0.5997(12) 0.3574(6) 0.071(3) Uani 0.261(5) 1 d D U P A -1
F6 F 0.4141(17) 0.4168(12) 0.2470(8) 0.060(3) Uani 0.261(5) 1 d D U P A -1
P1B P 0.5078(13) 0.5158(9) 0.3069(6) 0.041(2) Uani 0.239(5) 1 d D U P A -2
F1B F 0.4076(14) 0.5817(17) 0.2554(8) 0.074(4) Uani 0.239(5) 1 d D U P A -2
F2B F 0.6225(9) 0.6050(10) 0.2767(7) 0.063(3) Uani 0.239(5) 1 d D U P A -2
F3B F 0.6076(12) 0.4536(13) 0.3588(5) 0.075(4) Uani 0.239(5) 1 d D U P A -2
F4B F 0.3952(15) 0.4315(15) 0.3419(8) 0.076(5) Uani 0.239(5) 1 d D U P A -2
F5B F 0.4773(14) 0.6280(10) 0.3614(6) 0.069(3) Uani 0.239(5) 1 d D U P A -2
F6B F 0.5374(14) 0.4088(14) 0.2506(7) 0.081(4) Uani 0.239(5) 1 d D U P A -2
C1 C 0.440(2) 0.527(3) 0.501(2) 0.037(3) Uani 0.25 1 d D U P B 1
C2 C 0.4395(19) 0.6736(14) 0.5040(12) 0.050(3) Uani 0.5 1 d D U P B 1
N1 N 0.414(2) 0.7777(15) 0.5048(12) 0.064(3) Uani 0.5 1 d D U P B 1
C1B C 0.538(3) 0.553(2) 0.502(2) 0.042(4) Uani 0.25 1 d D U P C 2
C2B C 0.4646(19) 0.6780(14) 0.4949(12) 0.049(3) Uani 0.5 1 d D U P C 2
N1B N 0.435(3) 0.7797(17) 0.4904(14) 0.071(4) Uani 0.5 1 d D U P C 2
N2 N 0.000000 0.500000 0.250000 0.0408(11) Uani 1 4 d DS TU P . .
C3 C 0.0943(4) 0.4225(4) 0.2044(2) 0.0411(8) Uani 0.754(7) 1 d D U P D 1
H3A H 0.159382 0.381353 0.235118 0.049 Uiso 0.754(7) 1 calc R U P D 1
H3B H 0.045962 0.352738 0.180621 0.049 Uiso 0.754(7) 1 calc R U P D 1
C4 C 0.1637(4) 0.5019(4) 0.1499(2) 0.0504(10) Uani 0.754(7) 1 d D U P D 1
H4A H 0.099566 0.550573 0.122026 0.061 Uiso 0.754(7) 1 calc R U P D 1
H4B H 0.220760 0.565166 0.173439 0.061 Uiso 0.754(7) 1 calc R U P D 1
C5 C 0.2432(9) 0.4184(9) 0.1020(5) 0.062(2) Uani 0.754(7) 1 d D U P D 1
H5A H 0.311541 0.375678 0.128894 0.094 Uiso 0.754(7) 1 calc R U P D 1
H5B H 0.282236 0.472124 0.065475 0.094 Uiso 0.754(7) 1 calc R U P D 1
H5C H 0.187713 0.352939 0.080356 0.094 Uiso 0.754(7) 1 calc R U P D 1
C3B C 0.1217(9) 0.5050(11) 0.2099(8) 0.050(3) Uani 0.246(7) 1 d D U P D 2
H3C H 0.194835 0.495995 0.242845 0.059 Uiso 0.246(7) 1 calc R U P D 2
H3D H 0.128784 0.591040 0.187644 0.059 Uiso 0.246(7) 1 calc R U P D 2
C4B C 0.1354(13) 0.3965(13) 0.1504(10) 0.059(3) Uani 0.246(7) 1 d . U P D 2
H4C H 0.123284 0.310782 0.172355 0.071 Uiso 0.246(7) 1 calc R U P D 2
H4D H 0.064593 0.408530 0.116208 0.071 Uiso 0.246(7) 1 calc R U P D 2
C5B C 0.256(2) 0.395(3) 0.1128(13) 0.053(5) Uani 0.246(7) 1 d . U P D 2
H5D H 0.327730 0.408299 0.145700 0.079 Uiso 0.246(7) 1 calc R U P D 2
H5E H 0.256520 0.465042 0.078101 0.079 Uiso 0.246(7) 1 calc R U P D 2
H5F H 0.266814 0.312148 0.089100 0.079 Uiso 0.246(7) 1 calc R U P D 2
N3 N 0.500000 0.000000 0.250000 0.0413(11) Uani 1 4 d DS TU P . .
C6 C 0.4961(4) 0.1214(4) 0.2033(3) 0.0436(10) Uani 0.658(7) 1 d D U P E 1
H6A H 0.413814 0.121052 0.176993 0.052 Uiso 0.658(7) 1 calc R U P E 1
H6B H 0.495624 0.198458 0.233960 0.052 Uiso 0.658(7) 1 calc R U P E 1
C7 C 0.6041(6) 0.1348(6) 0.1526(3) 0.0613(14) Uani 0.658(7) 1 d D U P E 1
H7A H 0.614227 0.053594 0.125812 0.074 Uiso 0.658(7) 1 calc R U P E 1
H7B H 0.685721 0.151669 0.177953 0.074 Uiso 0.658(7) 1 calc R U P E 1
C8 C 0.5754(11) 0.2462(10) 0.1027(5) 0.0494(16) Uani 0.658(7) 1 d D U P E 1
H8A H 0.559020 0.325017 0.129694 0.074 Uiso 0.658(7) 1 calc R U P E 1
H8B H 0.499146 0.225359 0.074564 0.074 Uiso 0.658(7) 1 calc R U P E 1
H8C H 0.649735 0.259908 0.071847 0.074 Uiso 0.658(7) 1 calc R U P E 1
C6B C 0.5732(8) 0.0926(7) 0.2046(7) 0.054(2) Uani 0.342(7) 1 d D U P E 2
H6C H 0.643993 0.043647 0.182032 0.065 Uiso 0.342(7) 1 calc R U P E 2
H6D H 0.614061 0.157189 0.235718 0.065 Uiso 0.342(7) 1 calc R U P E 2
C7B C 0.5029(10) 0.1652(9) 0.1482(8) 0.064(3) Uani 0.342(7) 1 d D U P E 2
H7C H 0.433592 0.218366 0.169240 0.077 Uiso 0.342(7) 1 calc R U P E 2
H7D H 0.462417 0.103260 0.115369 0.077 Uiso 0.342(7) 1 calc R U P E 2
C8B C 0.597(3) 0.252(3) 0.1087(16) 0.087(7) Uani 0.342(7) 1 d D U P E 2
H8D H 0.655393 0.198354 0.080814 0.131 Uiso 0.342(7) 1 calc R U P E 2
H8E H 0.646607 0.303269 0.142065 0.131 Uiso 0.342(7) 1 calc R U P E 2
H8F H 0.548136 0.309521 0.077671 0.131 Uiso 0.342(7) 1 calc R U P E 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 F3 1.567(14) . ?
P1 F6 1.569(13) . ?
P1 F2 1.573(13) . ?
P1 F1 1.577(14) . ?
P1 F4 1.603(13) . ?
P1 F5 1.612(13) . ?
P1B F3B 1.570(14) . ?
P1B F6B 1.576(13) . ?
P1B F1B 1.586(14) . ?
P1B F5B 1.592(12) . ?
P1B F4B 1.603(14) . ?
P1B F2B 1.611(12) . ?
C1 C1 1.359(18) 2_665 ?
C1 C2 1.52(3) . ?
C2 N1 1.111(13) . ?
C1B C1B 1.34(2) 2_665 ?
C1B C2B 1.50(3) . ?
C2B N1B 1.101(14) . ?
N2 C3B 1.476(11) 2_565 ?
N2 C3B 1.476(11) 8 ?
N2 C3B 1.476(11) 7_455 ?
N2 C3B 1.476(11) . ?
N2 C3 1.535(3) . ?
N2 C3 1.535(4) 8 ?
N2 C3 1.535(3) 2_565 ?
N2 C3 1.535(3) 7_455 ?
C3 C4 1.509(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.506(9) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C3B C4B 1.61(2) . ?
C3B H3C 0.9900 . ?
C3B H3D 0.9900 . ?
C4B C5B 1.44(2) . ?
C4B H4C 0.9900 . ?
C4B H4D 0.9900 . ?
C5B H5D 0.9800 . ?
C5B H5E 0.9800 . ?
C5B H5F 0.9800 . ?
N3 C6B 1.499(9) . ?
N3 C6B 1.499(9) 2_655 ?
N3 C6B 1.499(9) 7 ?
N3 C6B 1.499(9) 8_545 ?
N3 C6 1.542(4) . ?
N3 C6 1.542(4) 7 ?
N3 C6 1.542(4) 2_655 ?
N3 C6 1.542(4) 8_545 ?
C6 C7 1.487(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.527(10) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C6B C7B 1.504(14) . ?
C6B H6C 0.9900 . ?
C6B H6D 0.9900 . ?
C7B C8B 1.522(19) . ?
C7B H7C 0.9900 . ?
C7B H7D 0.9900 . ?
C8B H8D 0.9800 . ?
C8B H8E 0.9800 . ?
C8B H8F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F3 P1 F6 90.7(9) . . ?
F3 P1 F2 90.7(9) . . ?
F6 P1 F2 92.3(8) . . ?
F3 P1 F1 179.0(10) . . ?
F6 P1 F1 90.2(8) . . ?
F2 P1 F1 89.8(8) . . ?
F3 P1 F4 89.4(8) . . ?
F6 P1 F4 88.9(9) . . ?
F2 P1 F4 178.8(11) . . ?
F1 P1 F4 90.0(8) . . ?
F3 P1 F5 89.2(8) . . ?
F6 P1 F5 178.5(11) . . ?
F2 P1 F5 89.2(9) . . ?
F1 P1 F5 89.9(9) . . ?
F4 P1 F5 89.6(7) . . ?
F3B P1B F6B 90.9(8) . . ?
F3B P1B F1B 178.7(10) . . ?
F6B P1B F1B 90.3(8) . . ?
F3B P1B F5B 90.9(8) . . ?
F6B P1B F5B 177.7(10) . . ?
F1B P1B F5B 87.9(9) . . ?
F3B P1B F4B 89.5(8) . . ?
F6B P1B F4B 92.5(8) . . ?
F1B P1B F4B 91.0(10) . . ?
F5B P1B F4B 88.8(8) . . ?
F3B P1B F2B 88.7(9) . . ?
F6B P1B F2B 90.8(8) . . ?
F1B P1B F2B 90.7(8) . . ?
F5B P1B F2B 87.8(7) . . ?
F4B P1B F2B 176.2(10) . . ?
C1 C1 C2 118(4) 2_665 4_656 ?
C1 C1 C2 114(4) 2_665 . ?
C2 C1 C2 127.4(7) 4_656 . ?
N1 C2 C1 156.1(17) . 3_566 ?
N1 C2 C1 166(2) . . ?
C1B C1B C2B 157(4) 3_566 . ?
C1B C1B C2B 114(4) 2_665 . ?
C2B C1B C2B 127.4(7) 3_566 . ?
N1B C2B C1B 157(2) . 4_656 ?
N1B C2B C1B 166(2) . . ?
C3B N2 C3B 105.7(5) 2_565 7_455 ?
C3B N2 C3B 117.3(12) 8 7_455 ?
C3B N2 C3B 117.3(12) 2_565 . ?
C3B N2 C3B 105.7(5) 8 . ?
C3B N2 C3B 105.7(5) 7_455 . ?
C3 N2 C3 108.82(15) . 8 ?
C3 N2 C3 110.8(3) . 2_565 ?
C3 N2 C3 108.82(15) 8 2_565 ?
C3 N2 C3 108.82(15) . 7_455 ?
C3 N2 C3 110.8(3) 8 7_455 ?
C3 N2 C3 108.82(15) 2_565 7_455 ?
C4 C3 N2 114.2(3) . . ?
C4 C3 H3A 108.7 . . ?
N2 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
N2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C5 C4 C3 111.6(5) . . ?
C5 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C3B C4B 114.8(9) . . ?
N2 C3B H3C 108.6 . . ?
C4B C3B H3C 108.6 . . ?
N2 C3B H3D 108.6 . . ?
C4B C3B H3D 108.6 . . ?
H3C C3B H3D 107.5 . . ?
C5B C4B C3B 115.8(15) . . ?
C5B C4B H4C 108.3 . . ?
C3B C4B H4C 108.3 . . ?
C5B C4B H4D 108.3 . . ?
C3B C4B H4D 108.3 . . ?
H4C C4B H4D 107.4 . . ?
C4B C5B H5D 109.5 . . ?
C4B C5B H5E 109.5 . . ?
H5D C5B H5E 109.5 . . ?
C4B C5B H5F 109.5 . . ?
H5D C5B H5F 109.5 . . ?
H5E C5B H5F 109.5 . . ?
C6B N3 C6B 109.2(9) . 2_655 ?
C6B N3 C6B 109.6(5) . 7 ?
C6B N3 C6B 109.6(5) 2_655 7 ?
C6B N3 C6B 109.6(5) . 8_545 ?
C6B N3 C6B 109.6(5) 2_655 8_545 ?
C6B N3 C6B 109.2(9) 7 8_545 ?
C6 N3 C6 109.58(19) . 7 ?
C6 N3 C6 109.2(4) . 2_655 ?
C6 N3 C6 109.58(19) 7 2_655 ?
C6 N3 C6 109.58(19) . 8_545 ?
C6 N3 C6 109.2(4) 7 8_545 ?
C6 N3 C6 109.58(19) 2_655 8_545 ?
C7 C6 N3 115.7(3) . . ?
C7 C6 H6A 108.3 . . ?
N3 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
N3 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C6 C7 C8 109.4(6) . . ?
C6 C7 H7A 109.8 . . ?
C8 C7 H7A 109.8 . . ?
C6 C7 H7B 109.8 . . ?
C8 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C6B C7B 119.4(7) . . ?
N3 C6B H6C 107.5 . . ?
C7B C6B H6C 107.5 . . ?
N3 C6B H6D 107.5 . . ?
C7B C6B H6D 107.5 . . ?
H6C C6B H6D 107.0 . . ?
C6B C7B C8B 110.0(14) . . ?
C6B C7B H7C 109.7 . . ?
C8B C7B H7C 109.7 . . ?
C6B C7B H7D 109.7 . . ?
C8B C7B H7D 109.7 . . ?
H7C C7B H7D 108.2 . . ?
C7B C8B H8D 109.5 . . ?
C7B C8B H8E 109.5 . . ?
H8D C8B H8E 109.5 . . ?
C7B C8B H8F 109.5 . . ?
H8D C8B H8F 109.5 . . ?
H8E C8B H8F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C1 C2 N1 173(14) 4_656 . . . ?
C1 C1 C2 N1 171(9) 3_566 . . . ?
C1 C1 C2 N1 176(9) 2_665 . . . ?
C2 C1 C2 N1 -2(11) 4_656 . . . ?
C1 C1 C2 C1 2(12) 4_656 . . 3_566 ?
C1 C1 C2 C1 4(4) 2_665 . . 3_566 ?
C2 C1 C2 C1 -173(7) 4_656 . . 3_566 ?
C1B C1B C2B N1B -179(100) 4_656 . . . ?
C1B C1B C2B N1B -158(11) 3_566 . . . ?
C1B C1B C2B N1B -180(100) 2_665 . . . ?
C2B C1B C2B N1B -3(13) 3_566 . . . ?
C1B C1B C2B C1B 22(11) 3_566 . . 4_656 ?
C1B C1B C2B C1B 0(4) 2_665 . . 4_656 ?
C2B C1B C2B C1B 176(7) 3_566 . . 4_656 ?
C3 N2 C3 C4 -67.2(2) 8 . . . ?
C3 N2 C3 C4 52.4(3) 2_565 . . . ?
C3 N2 C3 C4 172.0(4) 7_455 . . . ?
N2 C3 C4 C5 -173.7(5) . . . . ?
C3B N2 C3B C4B -50.7(9) 2_565 . . . ?
C3B N2 C3B C4B -168.2(12) 8 . . . ?
C3B N2 C3B C4B 66.8(7) 7_455 . . . ?
N2 C3B C4B C5B -177.0(16) . . . . ?
C6 N3 C6 C7 63.2(3) 7 . . . ?
C6 N3 C6 C7 -56.9(4) 2_655 . . . ?
C6 N3 C6 C7 -176.9(5) 8_545 . . . ?
N3 C6 C7 C8 170.8(6) . . . . ?
C6B N3 C6B C7B 52.3(8) 2_655 . . . ?
C6B N3 C6B C7B 172.4(10) 7 . . . ?
C6B N3 C6B C7B -67.7(6) 8_545 . . . ?
N3 C6B C7B C8B -179.4(17) . . . . ?

_refine_diff_density_max         0.190
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_RS217_0m
_database_code_depnum_ccdc_archive 'CCDC 2353177'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University 
United States of America
;
_audit_update_record             
;
2024-05-05 deposited with the CCDC.	2024-07-22 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H28 N, C6 N4, N O3'
_chemical_formula_sum            'C18 H28 N6 O3'
_chemical_formula_weight         376.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.4139(4)
_cell_length_b                   10.7266(4)
_cell_length_c                   10.9100(4)
_cell_angle_alpha                80.179(2)
_cell_angle_beta                 84.466(2)
_cell_angle_gamma                61.796(2)
_cell_volume                     1058.10(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8612
_cell_measurement_theta_min      2.6746
_cell_measurement_theta_max      32.9866

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_F_000             404
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6676
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            25778
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.675
_diffrn_reflns_theta_max         33.229
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8059
_reflns_number_gt                5437
_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       'Apex4 v2022.10-0 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2019/2 (Sheldrick, 2015a, 2019), 
SHELXLE Rev1541 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
One of the TCE molecules is disordered by a pseudo-twofold rotation. 
The two disordered moieties were restrained to have similar geometries
as the other TCE molecule. N4 was omitted from the disorder. C6 and C6B 
were given identical ADPs. Uij components of ADPs of N3 and N3B were 
restrained to be similar. Subject to these conditions the occupancy 
ratio refined to 0.757(5) to 0.243(5). 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0524P)²+0.1985P] 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         8059
_refine_ls_number_parameters     274
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1329
_refine_ls_wR_factor_gt          0.1157
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.024
_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
O1 O 0.45407(12) 0.14653(11) 0.72508(9) 0.0663(4) Uani 1 1 d . . . . .
O2 O 0.28999(10) 0.28402(9) 0.59031(8) 0.0430(2) Uani 1 1 d . . . . .
O3 O 0.24588(10) 0.29977(12) 0.78718(9) 0.0497(2) Uani 1 1 d . . . . .
N1 N 0.18902(13) 0.11244(15) 0.07811(12) 0.0526(3) Uani 1 1 d D . . . .
N2 N 0.52089(13) 0.27050(13) -0.02273(11) 0.0472(3) Uani 1 1 d D . . . .
N5 N 0.32900(10) 0.24364(9) 0.70092(8) 0.02753(17) Uani 1 1 d . . . . .
C1 C 0.44929(12) 0.06694(13) 0.00747(9) 0.0323(2) Uani 1 1 d D . . . .
C2 C 0.30324(13) 0.09590(14) 0.04636(11) 0.0382(2) Uani 1 1 d D . . . .
C3 C 0.48617(13) 0.18247(14) -0.01145(11) 0.0367(2) Uani 1 1 d D . . . .
C4 C 0.44643(16) 0.01786(15) 0.46035(13) 0.0274(4) Uani 0.757(5) 1 d D . P A 1
C5 C 0.3504(3) -0.0463(3) 0.4804(2) 0.0315(4) Uani 0.757(5) 1 d D . P A 1
C6 C 0.4189(5) 0.1244(4) 0.3529(3) 0.0311(5) Uani 0.757(5) 1 d D . P A 1
N3 N 0.2708(9) -0.0929(13) 0.4960(7) 0.0479(12) Uani 0.757(5) 1 d D U P A 1
N4 N 0.38511(14) 0.20909(12) 0.26781(10) 0.0465(3) Uani 0.757(5) 1 d D . P A 1
C4B C 0.5126(4) 0.0524(4) 0.4688(4) 0.0233(12) Uani 0.243(5) 1 d D . P A 2
C5B C 0.6253(8) 0.0790(8) 0.5038(8) 0.0274(17) Uiso 0.243(5) 1 d D . P A 2
C6B C 0.4303(18) 0.1418(14) 0.3598(11) 0.0311(5) Uani 0.243(5) 1 d D . P A 2
N3B N 0.725(3) 0.086(4) 0.530(2) 0.046(3) Uani 0.243(5) 1 d D U P A 2
N4B N 0.38511(14) 0.20909(12) 0.26781(10) 0.0465(3) Uani 0.243(5) 1 d D . P A 2
N6 N 0.14173(9) 0.68982(8) 0.29164(7) 0.02335(16) Uani 1 1 d . . . . .
C7 C 0.12300(11) 0.61235(11) 0.19567(9) 0.02669(19) Uani 1 1 d . . . . .
H7A H 0.171835 0.508541 0.226151 0.032 Uiso 1 1 calc R U . . .
H7B H 0.017790 0.642672 0.189698 0.032 Uiso 1 1 calc R U . . .
C8 C 0.18209(15) 0.63650(15) 0.06620(10) 0.0408(3) Uani 1 1 d . . . . .
H8A H 0.288394 0.602202 0.069385 0.049 Uiso 1 1 calc R U . . .
H8B H 0.135179 0.739925 0.034130 0.049 Uiso 1 1 calc R U . . .
C9 C 0.15181(15) 0.55654(17) -0.01996(12) 0.0464(3) Uani 1 1 d . . . . .
H9A H 0.194399 0.568441 -0.102454 0.070 Uiso 1 1 calc R U . . .
H9B H 0.046301 0.594814 -0.026836 0.070 Uiso 1 1 calc R U . . .
H9C H 0.195178 0.454763 0.013819 0.070 Uiso 1 1 calc R U . . .
C10 C 0.06236(11) 0.85060(10) 0.25393(10) 0.0281(2) Uani 1 1 d . . . . .
H10A H 0.080229 0.896197 0.317419 0.034 Uiso 1 1 calc R U . . .
H10B H 0.105586 0.874510 0.174342 0.034 Uiso 1 1 calc R U . . .
C11 C -0.10075(12) 0.91572(12) 0.23837(11) 0.0344(2) Uani 1 1 d . . . . .
H11A H -0.146707 0.893240 0.316860 0.041 Uiso 1 1 calc R U . . .
H11B H -0.121465 0.875561 0.172037 0.041 Uiso 1 1 calc R U . . .
C12 C -0.16279(17) 1.07717(14) 0.20409(15) 0.0549(4) Uani 1 1 d . . . . .
H12A H -0.114453 1.098538 0.127894 0.082 Uiso 1 1 calc R U . . .
H12B H -0.146115 1.116760 0.271954 0.082 Uiso 1 1 calc R U . . .
H12C H -0.267690 1.119993 0.190398 0.082 Uiso 1 1 calc R U . . .
C13 C 0.08056(10) 0.64488(10) 0.41382(9) 0.02397(17) Uani 1 1 d . . . . .
H13A H -0.016196 0.655161 0.397859 0.029 Uiso 1 1 calc R U . . .
H13B H 0.145055 0.542253 0.441270 0.029 Uiso 1 1 calc R U . . .
C14 C 0.06392(12) 0.72700(11) 0.51987(9) 0.0282(2) Uani 1 1 d . . . . .
H14A H -0.004189 0.829521 0.496248 0.034 Uiso 1 1 calc R U . . .
H14B H 0.159464 0.718300 0.537748 0.034 Uiso 1 1 calc R U . . .
C15 C 0.00525(14) 0.66607(14) 0.63524(10) 0.0385(3) Uani 1 1 d . . . . .
H15A H -0.086894 0.670607 0.615709 0.058 Uiso 1 1 calc R U . . .
H15B H -0.011166 0.722124 0.702611 0.058 Uiso 1 1 calc R U . . .
H15C H 0.076183 0.566390 0.661409 0.058 Uiso 1 1 calc R U . . .
C16 C 0.30093(10) 0.65182(10) 0.30326(9) 0.02583(18) Uani 1 1 d . . . . .
H16A H 0.330502 0.697749 0.227246 0.031 Uiso 1 1 calc R U . . .
H16B H 0.308928 0.693897 0.374367 0.031 Uiso 1 1 calc R U . . .
C17 C 0.40809(12) 0.49410(11) 0.32148(11) 0.0320(2) Uani 1 1 d . . . . .
H17A H 0.401547 0.449011 0.251953 0.038 Uiso 1 1 calc R U . . .
H17B H 0.384854 0.446581 0.400018 0.038 Uiso 1 1 calc R U . . .
C18 C 0.56185(12) 0.47682(14) 0.32606(12) 0.0402(3) Uani 1 1 d . . . . .
H18A H 0.631957 0.374937 0.338872 0.060 Uiso 1 1 calc R U . . .
H18B H 0.567412 0.522040 0.394816 0.060 Uiso 1 1 calc R U . . .
H18C H 0.584832 0.522417 0.247421 0.060 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
O1 N5 1.2414(13) . ?
O2 N5 1.2485(12) . ?
O3 N5 1.2414(12) . ?
N1 C2 1.1439(16) . ?
N2 C3 1.1454(16) . ?
C1 C1 1.348(2) 2_655 ?
C1 C2 1.4365(16) . ?
C1 C3 1.4399(16) . ?
C4 C4 1.345(3) 2_656 ?
C4 C6 1.436(3) . ?
C4 C5 1.442(2) . ?
C5 N3 1.141(6) . ?
C6 N4 1.133(3) . ?
C4B C4B 1.333(8) 2_656 ?
C4B C5B 1.430(8) . ?
C4B C6B 1.449(10) . ?
C5B N3B 1.145(13) . ?
C6B N4B 1.128(9) . ?
N6 C10 1.5176(12) . ?
N6 C7 1.5213(12) . ?
N6 C16 1.5215(12) . ?
N6 C13 1.5238(12) . ?
C7 C8 1.5164(15) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.5188(17) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.5152(15) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.5246(17) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.5196(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.5275(15) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.5135(14) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.5273(16) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N5 O3 119.28(10) . . ?
O1 N5 O2 119.36(9) . . ?
O3 N5 O2 121.36(10) . . ?
C1 C1 C2 120.39(13) 2_655 . ?
C1 C1 C3 120.78(12) 2_655 . ?
C2 C1 C3 118.80(11) . . ?
N1 C2 C1 176.90(14) . . ?
N2 C3 C1 176.75(13) . . ?
C4 C4 C6 122.0(2) 2_656 . ?
C4 C4 C5 121.76(19) 2_656 . ?
C6 C4 C5 116.3(2) . . ?
N3 C5 C4 177.9(7) . . ?
N4 C6 C4 173.8(4) . . ?
C4B C4B C5B 121.6(5) 2_656 . ?
C4B C4B C6B 121.7(6) 2_656 . ?
C5B C4B C6B 116.7(6) . . ?
N3B C5B C4B 173(2) . . ?
N4B C6B C4B 170.1(15) . . ?
C10 N6 C7 111.18(7) . . ?
C10 N6 C16 105.70(7) . . ?
C7 N6 C16 111.43(7) . . ?
C10 N6 C13 111.28(7) . . ?
C7 N6 C13 106.02(7) . . ?
C16 N6 C13 111.33(7) . . ?
C8 C7 N6 115.59(8) . . ?
C8 C7 H7A 108.4 . . ?
N6 C7 H7A 108.4 . . ?
C8 C7 H7B 108.4 . . ?
N6 C7 H7B 108.4 . . ?
H7A C7 H7B 107.4 . . ?
C7 C8 C9 109.68(10) . . ?
C7 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 N6 115.86(8) . . ?
C11 C10 H10A 108.3 . . ?
N6 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
N6 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C10 C11 C12 108.79(10) . . ?
C10 C11 H11A 109.9 . . ?
C12 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
C12 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N6 115.97(8) . . ?
C14 C13 H13A 108.3 . . ?
N6 C13 H13A 108.3 . . ?
C14 C13 H13B 108.3 . . ?
N6 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
C13 C14 C15 109.02(9) . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N6 116.28(8) . . ?
C17 C16 H16A 108.2 . . ?
N6 C16 H16A 108.2 . . ?
C17 C16 H16B 108.2 . . ?
N6 C16 H16B 108.2 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 C18 108.87(9) . . ?
C16 C17 H17A 109.9 . . ?
C18 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
C18 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 N6 C7 C8 61.16(11) . . . . ?
C16 N6 C7 C8 -56.47(11) . . . . ?
C13 N6 C7 C8 -177.76(9) . . . . ?
N6 C7 C8 C9 -178.33(10) . . . . ?
C7 N6 C10 C11 59.95(11) . . . . ?
C16 N6 C10 C11 -178.99(9) . . . . ?
C13 N6 C10 C11 -58.00(11) . . . . ?
N6 C10 C11 C12 178.48(10) . . . . ?
C10 N6 C13 C14 -49.26(11) . . . . ?
C7 N6 C13 C14 -170.27(8) . . . . ?
C16 N6 C13 C14 68.37(10) . . . . ?
N6 C13 C14 C15 -178.61(9) . . . . ?
C10 N6 C16 C17 -171.19(8) . . . . ?
C7 N6 C16 C17 -50.29(11) . . . . ?
C13 N6 C16 C17 67.85(10) . . . . ?
N6 C16 C17 C18 177.82(9) . . . . ?

_refine_diff_density_max         0.519
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_RS218A_0m
_database_code_depnum_ccdc_archive 'CCDC 2353178'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University 
United States of America
;
_audit_update_record             
;
2024-05-05 deposited with the CCDC.	2024-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C12 H28 N), C6 N4, 2(Cl O4)'
_chemical_formula_sum            'C30 H56 Cl2 N6 O8'
_chemical_formula_weight         699.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           114
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'

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

_cell_length_a                   10.2231(5)
_cell_length_b                   10.2231(5)
_cell_length_c                   18.5008(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1933.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9854
_cell_measurement_theta_min      2.2760
_cell_measurement_theta_max      32.5948

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.420
_exptl_absorpt_coefficient_mu    0.219
_shelx_estimated_absorpt_T_min   0.908
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6903
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            42157
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.276
_diffrn_reflns_theta_max         33.160
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3696
_reflns_number_gt                3090
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.785
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Apex4 v2022.10-0 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2019/2 (Sheldrick, 2015a, 2019), 
SHELXLE Rev1541 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The TCE molecule is located on and disordered around a four-fold 
rotinversion center. The molecule exhibits the symmetry of the 
coinciding two-fold axis, but not the four-fold rotinversion. For 
refinement, the molecule was thus expanded to no symmetry (one 
quarter occupied molecule in PART -1). The atoms C1A and C1B 
were constrained to be symmetry equivalent by two-fold rotation 
using free variables for their positional parameters. The ADPs 
were constrained to be identical. Equivalent bonds of the remainder 
of the molecule were restrained to be similar. Atoms C1A and C1B 
were constrained to be exactly coplanar with their neighboring atoms
(CHIV 0), and restrained to be mostly coplanar with the nearer two 
N atoms (FLAT 0.01). Uij components of ADPs for disordered atoms 
closer to each other than 2.0 Angstrom were restrained to be similar. 

The perchlorate ion is located on and disordered around the two-fold 
axis (but offset from the four-fold rotinversion center). Cl-O bond 
lengths and O...O distances were each restrained to be similar. Atoms 
O1 and O4 were restrained to have similar Uij components of their ADPs
(Positions of O1 and of the symmetry equivalent of O4 coincide).  

Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0822P)²+0.1832P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.50(12)
_chemical_absolute_configuration ukn
_refine_ls_number_reflns         3696
_refine_ls_number_parameters     189
_refine_ls_number_restraints     312
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1360
_refine_ls_wR_factor_gt          0.1284
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.055
_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
N2 N 0.500000 0.000000 0.77662(10) 0.0256(3) Uani 1 2 d S T P . .
C3 C 0.51356(17) 0.12187(15) 0.82291(9) 0.0288(3) Uani 1 1 d . . . . .
H3A H 0.522981 0.198283 0.790453 0.035 Uiso 1 1 calc R U . . .
H3B H 0.595334 0.114547 0.851291 0.035 Uiso 1 1 calc R U . . .
C4 C 0.4014(2) 0.1488(2) 0.87493(12) 0.0441(5) Uani 1 1 d . . . . .
H4A H 0.318400 0.155678 0.847663 0.053 Uiso 1 1 calc R U . . .
H4B H 0.393271 0.075460 0.909604 0.053 Uiso 1 1 calc R U . . .
C5 C 0.4264(2) 0.2749(2) 0.91560(13) 0.0460(5) Uani 1 1 d . . . . .
H5A H 0.433102 0.347469 0.881183 0.069 Uiso 1 1 calc R U . . .
H5B H 0.508251 0.267474 0.942860 0.069 Uiso 1 1 calc R U . . .
H5C H 0.353963 0.291414 0.949085 0.069 Uiso 1 1 calc R U . . .
C6 C 0.37800(17) 0.00613(18) 0.72987(9) 0.0314(3) Uani 1 1 d . . . . .
H6A H 0.374653 -0.073630 0.699577 0.038 Uiso 1 1 calc R U . . .
H6B H 0.300410 0.004913 0.761881 0.038 Uiso 1 1 calc R U . . .
C7 C 0.3685(3) 0.1246(2) 0.68083(14) 0.0519(6) Uani 1 1 d . . . . .
H7A H 0.347258 0.202884 0.710045 0.062 Uiso 1 1 calc R U . . .
H7B H 0.454057 0.139692 0.657144 0.062 Uiso 1 1 calc R U . . .
C8 C 0.2649(3) 0.1052(3) 0.62398(14) 0.0514(6) Uani 1 1 d . . . . .
H8A H 0.258876 0.183814 0.593841 0.077 Uiso 1 1 calc R U . . .
H8B H 0.180378 0.089233 0.647408 0.077 Uiso 1 1 calc R U . . .
H8C H 0.287861 0.029980 0.593716 0.077 Uiso 1 1 calc R U . . .
Cl1 Cl 0.5148(4) 0.4921(5) 0.69089(4) 0.0322(6) Uani 0.5 1 d D . P A -1
O1 O 0.3956(10) 0.4599(9) 0.6497(4) 0.0457(15) Uani 0.5 1 d D U P A -1
O2 O 0.5779(4) 0.3728(4) 0.7117(4) 0.0755(16) Uani 0.5 1 d D . P A -1
O3 O 0.4836(9) 0.5656(5) 0.7529(3) 0.105(3) Uani 0.5 1 d D . P A -1
O4 O 0.6021(11) 0.5671(9) 0.6477(5) 0.0451(14) Uani 0.5 1 d D U P A -1
C1A C 0.4418(3) 0.5314(3) 0.5018(2) 0.0303(6) Uani 0.25 1 d D U P B -1
C2A C 0.3183(18) 0.466(2) 0.4921(5) 0.030(2) Uani 0.25 1 d D U P B -1
N1A N 0.214(2) 0.433(3) 0.4853(7) 0.032(4) Uani 0.25 1 d D U P B -1
C1B C 0.5582(3) 0.4686(3) 0.5018(2) 0.0303(6) Uani 0.25 1 d D U P B -1
C2B C 0.434(3) 0.6700(14) 0.5113(6) 0.031(2) Uani 0.25 1 d D U P B -1
N1B N 0.409(3) 0.776(2) 0.5186(7) 0.033(3) Uani 0.25 1 d D U P B -1
C2C C 0.677(2) 0.546(3) 0.5027(4) 0.029(3) Uani 0.25 1 d D U P B -1
N1C N 0.772(2) 0.603(2) 0.5034(7) 0.038(3) Uani 0.25 1 d D U P B -1
N1D N 0.581(3) 0.217(2) 0.5005(7) 0.031(4) Uani 0.25 1 d D U P B -1
C2D C 0.569(4) 0.3273(16) 0.5004(5) 0.032(3) Uani 0.25 1 d D U P B -1


_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
N2 C3 1.5182(18) . ?
N2 C3 1.5182(18) 2_655 ?
N2 C6 1.5190(19) 2_655 ?
N2 C6 1.5190(19) . ?
C3 C4 1.522(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.515(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.516(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.506(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
Cl1 O3 1.408(4) . ?
Cl1 O4 1.423(8) . ?
Cl1 O2 1.433(5) . ?
Cl1 O1 1.474(8) . ?
C1A C1B 1.352(7) . ?
C1A C2B 1.430(15) . ?
C1A C2A 1.438(14) . ?
C2A N1A 1.125(17) . ?
C1B C2D 1.449(15) . ?
C1B C2C 1.449(15) . ?
C2B N1B 1.126(16) . ?
C2C N1C 1.132(16) . ?
N1D C2D 1.136(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N2 C3 111.32(17) . 2_655 ?
C3 N2 C6 106.26(9) . 2_655 ?
C3 N2 C6 111.24(10) 2_655 2_655 ?
C3 N2 C6 111.24(10) . . ?
C3 N2 C6 106.26(9) 2_655 . ?
C6 N2 C6 110.59(18) 2_655 . ?
N2 C3 C4 115.86(13) . . ?
N2 C3 H3A 108.3 . . ?
C4 C3 H3A 108.3 . . ?
N2 C3 H3B 108.3 . . ?
C4 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
C5 C4 C3 109.95(16) . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 N2 115.21(14) . . ?
C7 C6 H6A 108.5 . . ?
N2 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
N2 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C8 C7 C6 110.95(18) . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 Cl1 O4 108.2(6) . . ?
O3 Cl1 O2 109.7(5) . . ?
O4 Cl1 O2 109.1(5) . . ?
O3 Cl1 O1 110.7(6) . . ?
O4 Cl1 O1 110.4(3) . . ?
O2 Cl1 O1 108.8(5) . . ?
C1B C1A C2B 121.1(15) . . ?
C1B C1A C2A 123.6(12) . . ?
C2B C1A C2A 115.3(18) . . ?
N1A C2A C1A 170(3) . . ?
C1A C1B C2D 122.7(16) . . ?
C1A C1B C2C 118.8(15) . . ?
C2D C1B C2C 118(2) . . ?
N1B C2B C1A 169(4) . . ?
N1C C2C C1B 179(3) . . ?
N1D C2D C1B 178(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C3 C4 -58.67(14) 2_655 . . . ?
C6 N2 C3 C4 -179.93(16) 2_655 . . . ?
C6 N2 C3 C4 59.6(2) . . . . ?
N2 C3 C4 C5 -178.28(18) . . . . ?
C3 N2 C6 C7 56.4(2) . . . . ?
C3 N2 C6 C7 177.73(18) 2_655 . . . ?
C6 N2 C6 C7 -61.42(16) 2_655 . . . ?
N2 C6 C7 C8 165.4(2) . . . . ?
C1B C1A C2A N1A -179(100) . . . . ?
C2B C1A C2A N1A 1(3) . . . . ?
C2B C1A C1B C2D 172.9(4) . . . . ?
C2A C1A C1B C2D -7.4(4) . . . . ?
C2B C1A C1B C2C -7.5(4) . . . . ?
C2A C1A C1B C2C 172.2(3) . . . . ?
C1B C1A C2B N1B -176(4) . . . . ?
C2A C1A C2B N1B 4(5) . . . . ?

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
_geom_hbond_publ_flag
C3 H3A O2^a 0.99 2.37 3.353(5) 171.7 . yes
C3 H3A O3^a 0.99 2.51 3.448(5) 157.4 2_665 yes
C4 H4B N1A^a 0.99 2.66 3.60(3) 157.0 5_546 yes
C4 H4B N1D^a 0.99 2.58 3.51(3) 158.2 7 yes
C6 H6B O2^a 0.99 2.64 3.480(5) 142.6 6_456 yes

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_RS237_0m
_database_code_depnum_ccdc_archive 'CCDC 2353180'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University 
United States of America
;
_audit_update_record             
;
2024-05-05 deposited with the CCDC.	2024-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H18 P, C6 N4, Br'
_chemical_formula_sum            'C25 H18 Br N4 P'
_chemical_formula_weight         485.31

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'
P P 0.1023 0.0942 '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      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                   10.8503(4)
_cell_length_b                   11.6951(4)
_cell_length_c                   12.0077(4)
_cell_angle_alpha                118.266(2)
_cell_angle_beta                 90.146(2)
_cell_angle_gamma                115.285(2)
_cell_volume                     1172.64(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9831
_cell_measurement_theta_min      2.5269
_cell_measurement_theta_max      32.8370

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_F_000             492
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.840
_shelx_estimated_absorpt_T_min   0.542
_shelx_estimated_absorpt_T_max   0.796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5937
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            67705
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.527
_diffrn_reflns_theta_max         33.184
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8967
_reflns_number_gt                7045
_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       'Apex4 v2022.10-1 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2019/2 (Sheldrick, 2015a, 2019), 
SHELXLE Rev1573 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0263P)²+0.3971P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8967
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0684
_refine_ls_wR_factor_gt          0.0630
_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
Br1 Br 0.34342(2) 0.16627(2) 0.51804(2) 0.02570(4) Uani 1 1 d . . . . .
P1 P 0.39556(3) 0.81173(3) 0.16074(3) 0.01802(6) Uani 1 1 d . . . . .
N1 N 0.6109(2) 0.30262(19) 0.33074(16) 0.0520(4) Uani 1 1 d . . . . .
N2 N 0.2059(2) 0.31185(19) 0.3324(2) 0.0602(5) Uani 1 1 d . . . . .
N3 N 0.06965(17) 0.27015(19) 0.76001(15) 0.0522(4) Uani 1 1 d . . . . .
N4 N -0.10433(17) 0.09367(19) 0.34578(16) 0.0526(4) Uani 1 1 d . . . . .
C1 C 0.5449(2) 0.35605(18) 0.38192(16) 0.0388(4) Uani 1 1 d . . . . .
C2 C 0.46666(18) 0.43131(16) 0.44547(16) 0.0343(3) Uani 1 1 d . . . . .
C3 C 0.3205(2) 0.36179(19) 0.38354(18) 0.0420(4) Uani 1 1 d . . . . .
C4 C 0.03660(17) 0.1781(2) 0.65258(16) 0.0393(3) Uani 1 1 d . . . . .
C5 C -0.00640(15) 0.06050(18) 0.51761(14) 0.0332(3) Uani 1 1 d . . . . .
C6 C -0.06193(16) 0.07875(19) 0.42206(16) 0.0385(3) Uani 1 1 d . . . . .
C7 C 0.52746(13) 0.97438(13) 0.30302(12) 0.0228(2) Uani 1 1 d . . . . .
H7A H 0.597917 1.037863 0.277563 0.034 Uiso 1 1 calc R U . . .
H7B H 0.573305 0.946047 0.348153 0.034 Uiso 1 1 calc R U . . .
H7C H 0.483767 1.028770 0.361676 0.034 Uiso 1 1 calc R U . . .
C8 C 0.27020(13) 0.69479(13) 0.20913(12) 0.0200(2) Uani 1 1 d . . . . .
C9 C 0.28797(16) 0.73576(17) 0.33963(14) 0.0334(3) Uani 1 1 d . . . . .
H9 H 0.365780 0.827463 0.404617 0.040 Uiso 1 1 calc R U . . .
C10 C 0.19177(18) 0.6424(2) 0.37477(16) 0.0408(4) Uani 1 1 d . . . . .
H10 H 0.203525 0.670927 0.464112 0.049 Uiso 1 1 calc R U . . .
C11 C 0.07931(17) 0.50861(18) 0.28100(16) 0.0359(3) Uani 1 1 d . . . . .
H11 H 0.014215 0.444798 0.305594 0.043 Uiso 1 1 calc R U . . .
C12 C 0.06137(16) 0.46731(16) 0.15072(15) 0.0331(3) Uani 1 1 d . . . . .
H12 H -0.015979 0.374910 0.086012 0.040 Uiso 1 1 calc R U . . .
C13 C 0.15556(14) 0.56005(15) 0.11460(13) 0.0273(3) Uani 1 1 d . . . . .
H13 H 0.142185 0.531966 0.025350 0.033 Uiso 1 1 calc R U . . .
C14 C 0.30296(13) 0.86256(13) 0.08425(12) 0.0212(2) Uani 1 1 d . . . . .
C15 C 0.31060(15) 0.84424(16) -0.03831(14) 0.0293(3) Uani 1 1 d . . . . .
H15 H 0.369092 0.807023 -0.083723 0.035 Uiso 1 1 calc R U . . .
C16 C 0.23204(17) 0.8808(2) -0.09383(17) 0.0377(3) Uani 1 1 d . . . . .
H16 H 0.234591 0.865791 -0.178580 0.045 Uiso 1 1 calc R U . . .
C17 C 0.15036(17) 0.93880(19) -0.02600(17) 0.0387(3) Uani 1 1 d . . . . .
H17 H 0.097168 0.963900 -0.064330 0.046 Uiso 1 1 calc R U . . .
C18 C 0.14514(18) 0.96084(18) 0.09766(16) 0.0375(3) Uani 1 1 d . . . . .
H18 H 0.090121 1.002705 0.144437 0.045 Uiso 1 1 calc R U . . .
C19 C 0.22056(15) 0.92154(16) 0.15284(13) 0.0294(3) Uani 1 1 d . . . . .
H19 H 0.216077 0.934722 0.236821 0.035 Uiso 1 1 calc R U . . .
C20 C 0.47454(14) 0.71620(13) 0.04741(12) 0.0218(2) Uani 1 1 d . . . . .
C21 C 0.61723(16) 0.76419(17) 0.08340(15) 0.0332(3) Uani 1 1 d . . . . .
H21 H 0.673246 0.847526 0.167860 0.040 Uiso 1 1 calc R U . . .
C22 C 0.6778(2) 0.6897(2) -0.00475(18) 0.0436(4) Uani 1 1 d . . . . .
H22 H 0.775571 0.722494 0.019545 0.052 Uiso 1 1 calc R U . . .
C23 C 0.5966(2) 0.56818(18) -0.12757(16) 0.0392(4) Uani 1 1 d . . . . .
H23 H 0.638931 0.518563 -0.187767 0.047 Uiso 1 1 calc R U . . .
C24 C 0.4547(2) 0.51890(17) -0.16287(15) 0.0391(4) Uani 1 1 d . . . . .
H24 H 0.398924 0.434113 -0.246758 0.047 Uiso 1 1 calc R U . . .
C25 C 0.39275(17) 0.59255(16) -0.07643(14) 0.0337(3) Uani 1 1 d . . . . .
H25 H 0.294871 0.558964 -0.101393 0.040 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
P1 C7 1.7803(12) . ?
P1 C20 1.7939(12) . ?
P1 C8 1.7960(13) . ?
P1 C14 1.7970(12) . ?
N1 C1 1.141(2) . ?
N2 C3 1.141(2) . ?
N3 C4 1.142(2) . ?
N4 C6 1.140(2) . ?
C1 C2 1.443(2) . ?
C2 C2 1.352(3) 2_666 ?
C2 C3 1.432(3) . ?
C4 C5 1.440(2) . ?
C5 C5 1.342(3) 2_556 ?
C5 C6 1.436(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.3895(18) . ?
C8 C13 1.3940(18) . ?
C9 C10 1.387(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.378(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.382(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.3913(18) . ?
C14 C19 1.3950(18) . ?
C15 C16 1.3899(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.3881(19) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.3868(19) . ?
C20 C25 1.3965(18) . ?
C21 C22 1.389(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.382(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.374(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 P1 C20 110.26(6) . . ?
C7 P1 C8 108.74(6) . . ?
C20 P1 C8 111.04(6) . . ?
C7 P1 C14 109.52(6) . . ?
C20 P1 C14 109.51(6) . . ?
C8 P1 C14 107.71(6) . . ?
N1 C1 C2 176.36(17) . . ?
C2 C2 C3 121.48(18) 2_666 . ?
C2 C2 C1 120.3(2) 2_666 . ?
C3 C2 C1 117.99(15) . . ?
N2 C3 C2 176.40(18) . . ?
N3 C4 C5 179.2(2) . . ?
C5 C5 C6 121.36(18) 2_556 . ?
C5 C5 C4 121.32(17) 2_556 . ?
C6 C5 C4 117.31(15) . . ?
N4 C6 C5 179.09(19) . . ?
P1 C7 H7A 109.5 . . ?
P1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
P1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 119.60(12) . . ?
C9 C8 P1 120.65(10) . . ?
C13 C8 P1 119.74(9) . . ?
C10 C9 C8 119.83(13) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C11 C10 C9 120.47(14) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 119.86(14) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 120.25(13) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C8 119.99(12) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
C15 C14 C19 120.31(12) . . ?
C15 C14 P1 122.56(10) . . ?
C19 C14 P1 117.13(10) . . ?
C16 C15 C14 119.52(13) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C17 C16 C15 120.08(14) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.64(13) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C19 119.80(14) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C14 119.62(13) . . ?
C18 C19 H19 120.2 . . ?
C14 C19 H19 120.2 . . ?
C21 C20 C25 119.76(12) . . ?
C21 C20 P1 119.89(10) . . ?
C25 C20 P1 120.35(10) . . ?
C20 C21 C22 119.63(14) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 120.35(16) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 120.18(13) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.21(14) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C20 119.85(15) . . ?
C24 C25 H25 120.1 . . ?
C20 C25 H25 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 P1 C8 C9 -1.69(13) . . . . ?
C20 P1 C8 C9 119.80(12) . . . . ?
C14 P1 C8 C9 -120.30(12) . . . . ?
C7 P1 C8 C13 179.71(10) . . . . ?
C20 P1 C8 C13 -58.80(12) . . . . ?
C14 P1 C8 C13 61.10(11) . . . . ?
C13 C8 C9 C10 0.1(2) . . . . ?
P1 C8 C9 C10 -178.53(13) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C9 C10 C11 C12 -0.5(3) . . . . ?
C10 C11 C12 C13 -0.2(2) . . . . ?
C11 C12 C13 C8 0.9(2) . . . . ?
C9 C8 C13 C12 -0.8(2) . . . . ?
P1 C8 C13 C12 177.83(11) . . . . ?
C7 P1 C14 C15 113.68(11) . . . . ?
C20 P1 C14 C15 -7.35(13) . . . . ?
C8 P1 C14 C15 -128.22(11) . . . . ?
C7 P1 C14 C19 -66.71(12) . . . . ?
C20 P1 C14 C19 172.26(10) . . . . ?
C8 P1 C14 C19 51.40(12) . . . . ?
C19 C14 C15 C16 -2.0(2) . . . . ?
P1 C14 C15 C16 177.60(12) . . . . ?
C14 C15 C16 C17 1.9(2) . . . . ?
C15 C16 C17 C18 -0.2(3) . . . . ?
C16 C17 C18 C19 -1.3(3) . . . . ?
C17 C18 C19 C14 1.1(2) . . . . ?
C15 C14 C19 C18 0.5(2) . . . . ?
P1 C14 C19 C18 -179.11(12) . . . . ?
C7 P1 C20 C21 6.54(13) . . . . ?
C8 P1 C20 C21 -114.06(11) . . . . ?
C14 P1 C20 C21 127.12(11) . . . . ?
C7 P1 C20 C25 -174.23(11) . . . . ?
C8 P1 C20 C25 65.17(12) . . . . ?
C14 P1 C20 C25 -53.65(12) . . . . ?
C25 C20 C21 C22 0.7(2) . . . . ?
P1 C20 C21 C22 179.96(12) . . . . ?
C20 C21 C22 C23 -0.2(3) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 1.3(2) . . . . ?
C23 C24 C25 C20 -0.7(2) . . . . ?
C21 C20 C25 C24 -0.3(2) . . . . ?
P1 C20 C25 C24 -179.52(12) . . . . ?

_refine_diff_density_max         0.671
_refine_diff_density_min         -0.645
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_RS216_2_0m_5
_database_code_depnum_ccdc_archive 'CCDC 2353179'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University 
United States of America
;
_audit_update_record             
;
2024-05-05 deposited with the CCDC.	2024-07-22 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT910_RS216_2_0m_5        
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         11 Note  
RESPONSE: Data were collected with a sealed tube molybdenum wavelength 
instrument with 0.6 mm beam size and the smallest suitable beam stop. The 
crystal to beam stop distance is not adjustable. For large unit cell sizes 
such as is the case here some reflections are obstructed by the beam stop (11 
out of a total of 27,265 independent reflections, or < 0.041%).
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C16 H36 N), (C6 N4), 2(B F4)'
_chemical_formula_sum            'C38 H72 B2 F8 N6'
_chemical_formula_weight         786.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   12.847(4)
_cell_length_b                   17.517(5)
_cell_length_c                   20.811(6)
_cell_angle_alpha                94.897(11)
_cell_angle_beta                 90.015(16)
_cell_angle_gamma                97.384(14)
_cell_volume                     4627(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9991
_cell_measurement_theta_min      2.3509
_cell_measurement_theta_max      28.2729

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.129
_exptl_crystal_F_000             1696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.599918
_exptl_absorpt_correction_T_max  0.745689
_exptl_absorpt_process_details   
;
TWINABS 2012/1: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.
(2015). J. Appl. Cryst. 48 3-10.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            107575
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.063
_diffrn_reflns_theta_max         28.444
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             27265
_reflns_number_gt                21911
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'Apex4 v2022.10-0 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2019/2 (Sheldrick, 2015a, 2019), 
SHELXLE Rev1506 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The crystal under investigation was found to be non-merohedrally 
twinned. The orientation matrices for the two components were 
identified using the program Cell_Now, with the two components 
being related by a 180 degree rotation around the reciprocal 
c-axis. The two components were integrated using Saint and 
corrected for absorption using twinabs, resulting in the 
following statistics:

5470 data (2601 unique) involve domain 1 only, mean I/sigma 37.7
5425 data (2566 unique) involve domain 2 only, mean I/sigma 38.9
97661 data (22127 unique) involve 2 domains, mean I/sigma 25.0
20 data (19 unique) involve 3 domains, mean I/sigma 92.0
1 data (1 unique) involve 4 domains, mean I/sigma 431.7

The exact twin matrix identified by the integration program was 
found to be: 

-1.00004 -0.00022 -0.00037
 0.00034 -0.99994  0.00031
 0.03669  0.20579  0.99997

The structure was solved using dual methods with only the 
non-overlapping reflections of component 1. The structure was 
refined using the hklf 5 routine with all reflections of component 
1 (including the overlapping ones), resulting in a BASF value of 
0.5093(9).

The Rint value given is for all reflections and is based on 
agreement between observed single and composite intensities 
and those calculated from refined unique intensities and twin 
fractions (TWINABS (Sheldrick, 2012)).

Five butyl chains of the four independent NBu4 cations were refined 
as disordered. All disordered moieties were restrained to have similar 
geometries as other not disordered equivalent moieties. Uij components 
of ADPs for disordered atoms closer to each other than 2.0 Angstrom 
were restrained to be similar. Subject to these conditions the 
occupancy ratios refined to 0.737(7) to 0.263(7) (C5 to C8 of residue 
8), to 0.639(9) to 0.263(7) (C9 to C12 of residue 8), to 0.517(5) to 
0.483(5) (C1 to C5 and C13 to C16 of residue 9), and to 0.853(8) to 
0.147(8) (C14 to C16 of residue 10). 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0882P)²+2.1737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         27265
_refine_ls_number_parameters     1143
_refine_ls_number_restraints     564
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1854
_refine_ls_wR_factor_gt          0.1750
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.002
_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_1 N 0.2629(2) 0.21214(16) 0.49353(13) 0.0572(6) Uani 1 1 d . . . . .
N2_1 N 0.1367(3) 0.19503(18) 0.68893(14) 0.0683(8) Uani 1 1 d . . . . .
N3_1 N 0.0987(3) 0.3969(2) 0.47659(19) 0.0892(11) Uani 1 1 d . . . . .
N4_1 N -0.0093(2) 0.37510(19) 0.67608(18) 0.0764(9) Uani 1 1 d . . . . .
C1_1 C 0.14983(19) 0.26526(15) 0.58508(12) 0.0400(5) Uani 1 1 d . . . . .
C2_1 C 0.0973(2) 0.32538(15) 0.58014(14) 0.0436(6) Uani 1 1 d . . . . .
C3_1 C 0.2128(2) 0.23633(16) 0.53330(13) 0.0438(6) Uani 1 1 d . . . . .
C4_1 C 0.1441(2) 0.22625(16) 0.64320(14) 0.0478(6) Uani 1 1 d . . . . .
C5_1 C 0.0988(3) 0.3645(2) 0.52173(17) 0.0602(8) Uani 1 1 d . . . . .
C6_1 C 0.0367(2) 0.35321(18) 0.63349(17) 0.0548(7) Uani 1 1 d . . . . .
N1_2 N 0.6632(3) 0.64000(17) 0.81347(15) 0.0726(8) Uani 1 1 d . . . . .
N2_2 N 0.7940(2) 0.69042(18) 1.00615(14) 0.0651(7) Uani 1 1 d . . . . .
N3_2 N 0.5560(2) 0.85169(19) 0.82621(17) 0.0719(8) Uani 1 1 d . . . . .
N4_2 N 0.6570(2) 0.88167(17) 1.03154(15) 0.0653(7) Uani 1 1 d . . . . .
C1_2 C 0.6872(2) 0.73525(18) 0.91496(16) 0.0526(7) Uani 1 1 d . . . . .
C2_2 C 0.6469(2) 0.80016(19) 0.92105(17) 0.0560(7) Uani 1 1 d . . . . .
C3_2 C 0.6729(3) 0.68527(19) 0.85559(15) 0.0548(7) Uani 1 1 d . . . . .
C4_2 C 0.7455(2) 0.71202(17) 0.96825(15) 0.0490(6) Uani 1 1 d . . . . .
C5_2 C 0.5951(2) 0.82682(18) 0.86669(16) 0.0523(7) Uani 1 1 d . . . . .
C6_2 C 0.6549(2) 0.84573(18) 0.98351(17) 0.0534(7) Uani 1 1 d . . . . .
F1_3 F 0.98301(12) 0.15390(9) 0.51715(9) 0.0525(4) Uani 1 1 d . . . . .
F2_3 F 0.80941(13) 0.12722(11) 0.53618(9) 0.0577(4) Uani 1 1 d . . . . .
F3_3 F 0.86187(15) 0.18824(12) 0.44917(9) 0.0634(5) Uani 1 1 d . . . . .
F4_3 F 0.88828(14) 0.25073(10) 0.54899(10) 0.0628(5) Uani 1 1 d . . . . .
B1_3 B 0.8854(2) 0.18099(16) 0.51239(15) 0.0383(6) Uani 1 1 d . . . . .
F1_4 F 0.64773(16) 0.66574(10) 0.35921(10) 0.0671(5) Uani 1 1 d . . . . .
F2_4 F 0.67040(13) 0.59915(11) 0.44453(8) 0.0534(4) Uani 1 1 d . . . . .
F3_4 F 0.56052(12) 0.54516(11) 0.36348(9) 0.0590(5) Uani 1 1 d . . . . .
F4_4 F 0.73613(12) 0.56356(11) 0.34768(9) 0.0564(4) Uani 1 1 d . . . . .
B1_4 B 0.6534(2) 0.59282(16) 0.37829(14) 0.0359(5) Uani 1 1 d . . . . .
F1_5 F 0.32916(14) 0.64101(11) 0.95857(10) 0.0626(5) Uani 1 1 d . . . . .
F2_5 F 0.50413(13) 0.65129(10) 0.97850(10) 0.0589(5) Uani 1 1 d . . . . .
F3_5 F 0.39776(18) 0.71408(12) 1.04590(9) 0.0692(5) Uani 1 1 d . . . . .
F4_5 F 0.43161(13) 0.75290(10) 0.94523(9) 0.0573(5) Uani 1 1 d . . . . .
B1_5 B 0.4152(2) 0.69025(17) 0.98297(15) 0.0412(6) Uani 1 1 d . . . . .
F1_6 F 0.83827(17) 0.82437(12) 0.83198(10) 0.0770(6) Uani 1 1 d . . . . .
F2_6 F 0.86345(13) 0.89373(12) 0.92855(8) 0.0580(4) Uani 1 1 d . . . . .
F3_6 F 0.97757(12) 0.91560(11) 0.84628(8) 0.0529(4) Uani 1 1 d . . . . .
F4_6 F 0.81478(17) 0.94903(15) 0.84196(10) 0.0835(7) Uani 1 1 d . . . . .
B1_6 B 0.8736(2) 0.89569(19) 0.86222(14) 0.0399(6) Uani 1 1 d . . . . .
N1_7 N 0.88301(14) 0.97202(11) 0.65696(9) 0.0318(4) Uani 1 1 d . . . . .
C1_7 C 0.96492(17) 0.99229(14) 0.60655(11) 0.0342(5) Uani 1 1 d D . . . .
H1A_7 H 0.954293 0.952056 0.569918 0.041 Uiso 1 1 calc R U . . .
H1B_7 H 0.951938 1.041696 0.590187 0.041 Uiso 1 1 calc R U . . .
C2_7 C 1.07870(18) 1.00010(15) 0.62808(13) 0.0388(5) Uani 1 1 d D . . . .
H2A_7 H 1.095476 0.949987 0.641132 0.047 Uiso 1 1 calc R U . . .
H2B_7 H 1.090939 1.038821 0.665721 0.047 Uiso 1 1 calc R U . . .
C3_7 C 1.14938(19) 1.02537(16) 0.57254(13) 0.0409(5) Uani 1 1 d D . . . .
H3A_7 H 1.133240 0.988014 0.534312 0.049 Uiso 1 1 calc R U . . .
H3B_7 H 1.133897 1.076471 0.561075 0.049 Uiso 1 1 calc R U . . .
C4_7 C 1.2649(2) 1.0305(2) 0.5892(2) 0.0666(9) Uani 1 1 d D . . . .
H4A_7 H 1.306741 1.049614 0.553186 0.100 Uiso 1 1 calc R U . . .
H4B_7 H 1.281783 0.979205 0.597356 0.100 Uiso 1 1 calc R U . . .
H4C_7 H 1.280835 1.066100 0.627914 0.100 Uiso 1 1 calc R U . . .
C5_7 C 0.90730(18) 0.90213(13) 0.69063(11) 0.0336(5) Uani 1 1 d D . . . .
H5A_7 H 0.973959 0.916557 0.715174 0.040 Uiso 1 1 calc R U . . .
H5B_7 H 0.851235 0.889686 0.722127 0.040 Uiso 1 1 calc R U . . .
C6_7 C 0.91678(19) 0.82969(14) 0.64623(12) 0.0370(5) Uani 1 1 d D . . . .
H6A_7 H 0.971159 0.841509 0.613564 0.044 Uiso 1 1 calc R U . . .
H6B_7 H 0.849168 0.812493 0.623343 0.044 Uiso 1 1 calc R U . . .
C7_7 C 0.9460(2) 0.76525(14) 0.68471(13) 0.0410(5) Uani 1 1 d D . . . .
H7A_7 H 0.943750 0.717241 0.655675 0.049 Uiso 1 1 calc R U . . .
H7B_7 H 0.893215 0.755699 0.718713 0.049 Uiso 1 1 calc R U . . .
C8_7 C 1.0546(2) 0.78366(17) 0.71607(15) 0.0495(6) Uani 1 1 d D . . . .
H8A_7 H 1.106548 0.797846 0.683245 0.074 Uiso 1 1 calc R U . . .
H8B_7 H 1.072479 0.738147 0.735837 0.074 Uiso 1 1 calc R U . . .
H8C_7 H 1.054594 0.826813 0.749299 0.074 Uiso 1 1 calc R U . . .
C9_7 C 0.77823(17) 0.95508(15) 0.62138(12) 0.0362(5) Uani 1 1 d D . . . .
H9A_7 H 0.781872 0.911148 0.588571 0.043 Uiso 1 1 calc R U . . .
H9B_7 H 0.767706 1.000584 0.598186 0.043 Uiso 1 1 calc R U . . .
C10_7 C 0.68256(19) 0.93588(17) 0.66323(13) 0.0427(5) Uani 1 1 d D . . . .
H10A_7 H 0.693687 0.892961 0.689421 0.051 Uiso 1 1 calc R U . . .
H10B_7 H 0.672323 0.981453 0.692957 0.051 Uiso 1 1 calc R U . . .
C11_7 C 0.5856(2) 0.9126(2) 0.62024(16) 0.0532(7) Uani 1 1 d D . . . .
H11A_7 H 0.578551 0.954366 0.591921 0.064 Uiso 1 1 calc R U . . .
H11B_7 H 0.595417 0.865531 0.592297 0.064 Uiso 1 1 calc R U . . .
C12_7 C 0.4850(2) 0.8972(3) 0.6578(2) 0.0715(10) Uani 1 1 d D . . . .
H12A_7 H 0.426700 0.878358 0.627851 0.107 Uiso 1 1 calc R U . . .
H12B_7 H 0.470545 0.945133 0.682008 0.107 Uiso 1 1 calc R U . . .
H12C_7 H 0.492809 0.858178 0.687919 0.107 Uiso 1 1 calc R U . . .
C13_7 C 0.8822(2) 1.03761(14) 0.70982(11) 0.0375(5) Uani 1 1 d D . . . .
H13A_7 H 0.837873 1.018273 0.745368 0.045 Uiso 1 1 calc R U . . .
H13B_7 H 0.954585 1.051636 0.727122 0.045 Uiso 1 1 calc R U . . .
C14_7 C 0.8430(2) 1.11021(15) 0.68987(14) 0.0469(6) Uani 1 1 d D . . . .
H14A_7 H 0.768074 1.098461 0.676999 0.056 Uiso 1 1 calc R U . . .
H14B_7 H 0.883024 1.128215 0.652178 0.056 Uiso 1 1 calc R U . . .
C15_7 C 0.8555(2) 1.17394(16) 0.74509(16) 0.0533(7) Uani 1 1 d D . . . .
H15A_7 H 0.830569 1.151901 0.785436 0.064 Uiso 1 1 calc R U . . .
H15B_7 H 0.930824 1.193903 0.750996 0.064 Uiso 1 1 calc R U . . .
C16_7 C 0.7952(3) 1.24005(18) 0.7332(2) 0.0709(10) Uani 1 1 d D . . . .
H16A_7 H 0.814044 1.258505 0.691046 0.106 Uiso 1 1 calc R U . . .
H16B_7 H 0.812673 1.282237 0.766995 0.106 Uiso 1 1 calc R U . . .
H16C_7 H 0.719689 1.222293 0.733761 0.106 Uiso 1 1 calc R U . . .
N1_8 N 0.38359(18) 0.43856(14) 0.84077(11) 0.0453(5) Uani 1 1 d . . . . .
C1_8 C 0.4634(2) 0.46382(16) 0.89489(12) 0.0451(6) Uani 1 1 d . . . . .
H1A_8 H 0.445055 0.431787 0.931208 0.054 Uiso 1 1 calc R U . . .
H1B_8 H 0.456982 0.518044 0.910337 0.054 Uiso 1 1 calc R U . . .
C2_8 C 0.5774(2) 0.45840(17) 0.87741(14) 0.0491(6) Uani 1 1 d . . . . .
H2A_8 H 0.587662 0.403582 0.867618 0.059 Uiso 1 1 calc R U . . .
H2B_8 H 0.595490 0.486001 0.838534 0.059 Uiso 1 1 calc R U . . .
C3_8 C 0.6487(3) 0.49411(18) 0.93345(16) 0.0533(7) Uani 1 1 d . . . . .
H3A_8 H 0.642230 0.549903 0.940568 0.064 Uiso 1 1 calc R U . . .
H3B_8 H 0.625454 0.469731 0.973103 0.064 Uiso 1 1 calc R U . . .
C4_8 C 0.7616(3) 0.4842(3) 0.9216(2) 0.0796(11) Uani 1 1 d . . . . .
H4A_8 H 0.769406 0.429126 0.918347 0.119 Uiso 1 1 calc R U . . .
H4B_8 H 0.805072 0.511068 0.957353 0.119 Uiso 1 1 calc R U . . .
H4C_8 H 0.783992 0.506060 0.881225 0.119 Uiso 1 1 calc R U . . .
C5_8 C 0.4000(3) 0.36060(17) 0.80759(15) 0.0535(7) Uani 0.737(7) 1 d D U P A 1
H5A_8 H 0.469465 0.366070 0.786646 0.064 Uiso 0.737(7) 1 calc R U P A 1
H5B_8 H 0.346308 0.346858 0.772990 0.064 Uiso 0.737(7) 1 calc R U P A 1
C6_8 C 0.3951(11) 0.2932(4) 0.8503(4) 0.0551(15) Uani 0.737(7) 1 d D U P A 1
H6A_8 H 0.431813 0.311805 0.891579 0.066 Uiso 0.737(7) 1 calc R U P A 1
H6B_8 H 0.320668 0.276482 0.860153 0.066 Uiso 0.737(7) 1 calc R U P A 1
C7_8 C 0.4430(5) 0.2239(3) 0.8207(2) 0.0578(12) Uani 0.737(7) 1 d D U P A 1
H7A_8 H 0.518048 0.239892 0.811878 0.069 Uiso 0.737(7) 1 calc R U P A 1
H7B_8 H 0.439336 0.184245 0.852097 0.069 Uiso 0.737(7) 1 calc R U P A 1
C8_8 C 0.3886(5) 0.1886(3) 0.7588(2) 0.0711(15) Uani 0.737(7) 1 d D U P A 1
H8A_8 H 0.397532 0.226042 0.726203 0.107 Uiso 0.737(7) 1 calc R U P A 1
H8B_8 H 0.313677 0.174771 0.766769 0.107 Uiso 0.737(7) 1 calc R U P A 1
H8C_8 H 0.419386 0.142145 0.743327 0.107 Uiso 0.737(7) 1 calc R U P A 1
C5B_8 C 0.4000(3) 0.36060(17) 0.80759(15) 0.0535(7) Uani 0.263(7) 1 d D U P A 2
H5BA_8 H 0.472262 0.363585 0.790568 0.064 Uiso 0.263(7) 1 calc R U P A 2
H5BB_8 H 0.350579 0.347921 0.770587 0.064 Uiso 0.263(7) 1 calc R U P A 2
C6B_8 C 0.383(3) 0.2967(10) 0.8528(10) 0.054(3) Uani 0.263(7) 1 d D U P A 2
H6BA_8 H 0.313491 0.294446 0.873042 0.065 Uiso 0.263(7) 1 calc R U P A 2
H6BB_8 H 0.438241 0.303628 0.886975 0.065 Uiso 0.263(7) 1 calc R U P A 2
C7B_8 C 0.3919(12) 0.2243(8) 0.8075(8) 0.062(3) Uani 0.263(7) 1 d D U P A 2
H7BA_8 H 0.378048 0.177914 0.831787 0.074 Uiso 0.263(7) 1 calc R U P A 2
H7BB_8 H 0.338162 0.220034 0.772762 0.074 Uiso 0.263(7) 1 calc R U P A 2
C8B_8 C 0.4996(12) 0.2272(9) 0.7780(8) 0.081(4) Uani 0.263(7) 1 d D U P A 2
H8BA_8 H 0.520729 0.175276 0.773917 0.121 Uiso 0.263(7) 1 calc R U P A 2
H8BB_8 H 0.550099 0.261857 0.805674 0.121 Uiso 0.263(7) 1 calc R U P A 2
H8BC_8 H 0.497731 0.246542 0.735208 0.121 Uiso 0.263(7) 1 calc R U P A 2
C9_8 C 0.2766(2) 0.4360(2) 0.87217(16) 0.0591(7) Uani 0.639(9) 1 d D U P A 1
H9A_8 H 0.276629 0.403820 0.909020 0.071 Uiso 0.639(9) 1 calc R U P A 1
H9B_8 H 0.268377 0.489080 0.890081 0.071 Uiso 0.639(9) 1 calc R U P A 1
C10_8 C 0.1825(6) 0.4063(5) 0.8315(4) 0.0687(17) Uani 0.639(9) 1 d D U P A 1
H10A_8 H 0.184192 0.351496 0.815936 0.082 Uiso 0.639(9) 1 calc R U P A 1
H10B_8 H 0.179639 0.436772 0.793740 0.082 Uiso 0.639(9) 1 calc R U P A 1
C11_8 C 0.0858(5) 0.4148(5) 0.8756(4) 0.0837(18) Uani 0.639(9) 1 d D U P A 1
H11A_8 H 0.091163 0.386220 0.914216 0.100 Uiso 0.639(9) 1 calc R U P A 1
H11B_8 H 0.083917 0.469964 0.890030 0.100 Uiso 0.639(9) 1 calc R U P A 1
C12_8 C -0.0121(5) 0.3834(6) 0.8385(4) 0.110(3) Uani 0.639(9) 1 d D U P A 1
H12A_8 H -0.017336 0.412243 0.800597 0.165 Uiso 0.639(9) 1 calc R U P A 1
H12B_8 H -0.073168 0.388525 0.866015 0.165 Uiso 0.639(9) 1 calc R U P A 1
H12C_8 H -0.010046 0.328708 0.824659 0.165 Uiso 0.639(9) 1 calc R U P A 1
C9B_8 C 0.2766(2) 0.4360(2) 0.87217(16) 0.0591(7) Uani 0.361(9) 1 d D U P A 2
H9BA_8 H 0.274022 0.484631 0.899780 0.071 Uiso 0.361(9) 1 calc R U P A 2
H9BB_8 H 0.267464 0.392899 0.900316 0.071 Uiso 0.361(9) 1 calc R U P A 2
C10B_8 C 0.1834(10) 0.4253(10) 0.8222(7) 0.073(3) Uani 0.361(9) 1 d D U P A 2
H10C_8 H 0.178045 0.372190 0.800817 0.088 Uiso 0.361(9) 1 calc R U P A 2
H10D_8 H 0.200974 0.461444 0.788598 0.088 Uiso 0.361(9) 1 calc R U P A 2
C11B_8 C 0.0712(9) 0.4386(8) 0.8504(7) 0.085(3) Uani 0.361(9) 1 d D U P A 2
H11C_8 H 0.077215 0.485758 0.880689 0.102 Uiso 0.361(9) 1 calc R U P A 2
H11D_8 H 0.022240 0.444835 0.814983 0.102 Uiso 0.361(9) 1 calc R U P A 2
C12B_8 C 0.0318(13) 0.3688(10) 0.8847(9) 0.125(5) Uani 0.361(9) 1 d D U P A 2
H12D_8 H -0.045086 0.361759 0.884462 0.188 Uiso 0.361(9) 1 calc R U P A 2
H12E_8 H 0.057935 0.375999 0.929346 0.188 Uiso 0.361(9) 1 calc R U P A 2
H12F_8 H 0.056985 0.323028 0.862722 0.188 Uiso 0.361(9) 1 calc R U P A 2
C13_8 C 0.3938(2) 0.49577(16) 0.78907(13) 0.0474(6) Uani 1 1 d . . . . .
H13A_8 H 0.467268 0.501333 0.773974 0.057 Uiso 1 1 calc R U . . .
H13B_8 H 0.348594 0.473291 0.751899 0.057 Uiso 1 1 calc R U . . .
C14_8 C 0.3655(2) 0.57553(17) 0.80906(14) 0.0496(6) Uani 1 1 d . . . . .
H14A_8 H 0.409842 0.599180 0.846279 0.060 Uiso 1 1 calc R U . . .
H14B_8 H 0.291217 0.571596 0.822433 0.060 Uiso 1 1 calc R U . . .
C15_8 C 0.3821(3) 0.62591(18) 0.75327(15) 0.0538(7) Uani 1 1 d . . . . .
H15A_8 H 0.457711 0.633184 0.742746 0.065 Uiso 1 1 calc R U . . .
H15B_8 H 0.343531 0.599092 0.714895 0.065 Uiso 1 1 calc R U . . .
C16_8 C 0.3456(3) 0.7042(2) 0.76778(18) 0.0644(8) Uani 1 1 d . . . . .
H16A_8 H 0.362668 0.735670 0.731547 0.097 Uiso 1 1 calc R U . . .
H16B_8 H 0.380959 0.730035 0.806972 0.097 Uiso 1 1 calc R U . . .
H16C_8 H 0.269518 0.697633 0.774215 0.097 Uiso 1 1 calc R U . . .
N1_9 N 0.64362(18) 0.36527(16) 0.50747(13) 0.0553(6) Uani 1 1 d D U . . .
C1_9 C 0.6818(14) 0.4263(7) 0.5590(7) 0.052(2) Uani 0.517(5) 1 d D U P B 1
H1A_9 H 0.623408 0.432504 0.589235 0.063 Uiso 0.517(5) 1 calc R U P B 1
H1B_9 H 0.698131 0.475580 0.538830 0.063 Uiso 0.517(5) 1 calc R U P B 1
C2_9 C 0.7765(10) 0.4143(6) 0.5978(5) 0.0515(18) Uani 0.517(5) 1 d D U P B 1
H2A_9 H 0.840095 0.419530 0.570796 0.062 Uiso 0.517(5) 1 calc R U P B 1
H2B_9 H 0.767166 0.361873 0.613049 0.062 Uiso 0.517(5) 1 calc R U P B 1
C3_9 C 0.7885(12) 0.4751(7) 0.6550(6) 0.056(2) Uani 0.517(5) 1 d D U P B 1
H3A_9 H 0.857405 0.474659 0.676159 0.067 Uiso 0.517(5) 1 calc R U P B 1
H3B_9 H 0.787481 0.526718 0.639227 0.067 Uiso 0.517(5) 1 calc R U P B 1
C4_9 C 0.7023(12) 0.4620(11) 0.7046(6) 0.051(2) Uani 0.517(5) 1 d D U P B 1
H4A_9 H 0.633937 0.463845 0.684322 0.077 Uiso 0.517(5) 1 calc R U P B 1
H4B_9 H 0.714002 0.502407 0.740369 0.077 Uiso 0.517(5) 1 calc R U P B 1
H4C_9 H 0.703581 0.411326 0.721013 0.077 Uiso 0.517(5) 1 calc R U P B 1
C1B_9 C 0.6789(14) 0.4421(7) 0.5520(7) 0.050(2) Uani 0.483(5) 1 d D U P B 2
H1BA_9 H 0.691897 0.485551 0.524376 0.060 Uiso 0.483(5) 1 calc R U P B 2
H1BB_9 H 0.620347 0.452475 0.581035 0.060 Uiso 0.483(5) 1 calc R U P B 2
C2B_9 C 0.7772(10) 0.4405(6) 0.5931(6) 0.0498(19) Uani 0.483(5) 1 d D U P B 2
H2BA_9 H 0.778034 0.387495 0.605993 0.060 Uiso 0.483(5) 1 calc R U P B 2
H2BB_9 H 0.839921 0.453156 0.566547 0.060 Uiso 0.483(5) 1 calc R U P B 2
C3B_9 C 0.7843(13) 0.4957(7) 0.6527(7) 0.053(2) Uani 0.483(5) 1 d D U P B 2
H3BA_9 H 0.763371 0.545105 0.640741 0.064 Uiso 0.483(5) 1 calc R U P B 2
H3BB_9 H 0.858934 0.506105 0.666473 0.064 Uiso 0.483(5) 1 calc R U P B 2
C4B_9 C 0.7201(17) 0.4719(16) 0.7106(9) 0.084(5) Uani 0.483(5) 1 d D U P B 2
H4BA_9 H 0.645169 0.466990 0.699697 0.126 Uiso 0.483(5) 1 calc R U P B 2
H4BB_9 H 0.735923 0.511089 0.746943 0.126 Uiso 0.483(5) 1 calc R U P B 2
H4BC_9 H 0.737663 0.422105 0.722596 0.126 Uiso 0.483(5) 1 calc R U P B 2
C5_9 C 0.7304(2) 0.34559(16) 0.46401(16) 0.0521(7) Uani 1 1 d D . . . .
H5A_9 H 0.702504 0.301116 0.433585 0.063 Uiso 1 1 calc R U . . .
H5B_9 H 0.785435 0.328396 0.490603 0.063 Uiso 1 1 calc R U . . .
C6_9 C 0.7812(2) 0.40846(16) 0.42544(15) 0.0485(6) Uani 1 1 d . . . . .
H6A_9 H 0.819370 0.450576 0.454466 0.058 Uiso 1 1 calc R U . . .
H6B_9 H 0.727248 0.430163 0.401209 0.058 Uiso 1 1 calc R U . . .
C7_9 C 0.8576(2) 0.3735(2) 0.37873(19) 0.0650(9) Uani 1 1 d . . . . .
H7A_9 H 0.908280 0.349265 0.403539 0.078 Uiso 1 1 calc R U . . .
H7B_9 H 0.817938 0.332505 0.349359 0.078 Uiso 1 1 calc R U . . .
C8_9 C 0.9152(3) 0.4308(2) 0.3404(2) 0.0885(14) Uani 1 1 d . . . . .
H8A_9 H 0.967333 0.406487 0.314123 0.133 Uiso 1 1 calc R U . . .
H8B_9 H 0.950923 0.473309 0.369157 0.133 Uiso 1 1 calc R U . . .
H8C_9 H 0.866151 0.450865 0.312081 0.133 Uiso 1 1 calc R U . . .
C9_9 C 0.5533(2) 0.38945(19) 0.46978(14) 0.0513(7) Uani 1 1 d D . . . .
H9A_9 H 0.500584 0.405506 0.501062 0.062 Uiso 1 1 calc R U . . .
H9B_9 H 0.580764 0.435424 0.447433 0.062 Uiso 1 1 calc R U . . .
C10_9 C 0.4981(2) 0.3298(2) 0.42046(17) 0.0587(8) Uani 1 1 d . . . . .
H10A_9 H 0.469617 0.283417 0.441911 0.070 Uiso 1 1 calc R U . . .
H10B_9 H 0.549107 0.314297 0.387795 0.070 Uiso 1 1 calc R U . . .
C11_9 C 0.4096(2) 0.3611(2) 0.38746(16) 0.0585(8) Uani 1 1 d . . . . .
H11A_9 H 0.360852 0.379134 0.420549 0.070 Uiso 1 1 calc R U . . .
H11B_9 H 0.438913 0.406177 0.364570 0.070 Uiso 1 1 calc R U . . .
C12_9 C 0.3491(3) 0.3017(2) 0.33984(18) 0.0714(10) Uani 1 1 d . . . . .
H12A_9 H 0.287367 0.322360 0.324181 0.107 Uiso 1 1 calc R U . . .
H12B_9 H 0.326539 0.254602 0.361092 0.107 Uiso 1 1 calc R U . . .
H12C_9 H 0.394176 0.289544 0.303389 0.107 Uiso 1 1 calc R U . . .
C13_9 C 0.6220(5) 0.2777(3) 0.5290(3) 0.0485(12) Uani 0.517(5) 1 d D U P B 1
H13A_9 H 0.605935 0.240760 0.490564 0.058 Uiso 0.517(5) 1 calc R U P B 1
H13B_9 H 0.685221 0.264631 0.550637 0.058 Uiso 0.517(5) 1 calc R U P B 1
C14_9 C 0.5303(5) 0.2722(3) 0.5747(3) 0.0550(13) Uani 0.517(5) 1 d D U P B 1
H14A_9 H 0.463156 0.279046 0.553942 0.066 Uiso 0.517(5) 1 calc R U P B 1
H14B_9 H 0.542918 0.307423 0.614481 0.066 Uiso 0.517(5) 1 calc R U P B 1
C15_9 C 0.5398(6) 0.1804(4) 0.5864(4) 0.0607(16) Uani 0.517(5) 1 d D U P B 1
H15A_9 H 0.604751 0.190051 0.613097 0.073 Uiso 0.517(5) 1 calc R U P B 1
H15B_9 H 0.483297 0.173696 0.618533 0.073 Uiso 0.517(5) 1 calc R U P B 1
C16_9 C 0.5441(5) 0.0985(4) 0.5680(5) 0.074(2) Uani 0.517(5) 1 d D U P B 1
H16A_9 H 0.512474 0.084628 0.525101 0.111 Uiso 0.517(5) 1 calc R U P B 1
H16B_9 H 0.505392 0.067466 0.599387 0.111 Uiso 0.517(5) 1 calc R U P B 1
H16C_9 H 0.617474 0.088491 0.567297 0.111 Uiso 0.517(5) 1 calc R U P B 1
C13B_9 C 0.5896(4) 0.3137(3) 0.5565(3) 0.0431(12) Uani 0.483(5) 1 d D U P B 2
H13C_9 H 0.626483 0.325158 0.598655 0.052 Uiso 0.483(5) 1 calc R U P B 2
H13D_9 H 0.516249 0.324431 0.562311 0.052 Uiso 0.483(5) 1 calc R U P B 2
C14B_9 C 0.5906(4) 0.2305(3) 0.5337(3) 0.0432(12) Uani 0.483(5) 1 d D U P B 2
H14C_9 H 0.659065 0.212684 0.541963 0.052 Uiso 0.483(5) 1 calc R U P B 2
H14D_9 H 0.571833 0.219701 0.487333 0.052 Uiso 0.483(5) 1 calc R U P B 2
C15B_9 C 0.4899(7) 0.1895(4) 0.5843(4) 0.0590(16) Uani 0.483(5) 1 d D U P B 2
H15C_9 H 0.458862 0.228846 0.612471 0.071 Uiso 0.483(5) 1 calc R U P B 2
H15D_9 H 0.434228 0.154321 0.560039 0.071 Uiso 0.483(5) 1 calc R U P B 2
C16B_9 C 0.5633(6) 0.1480(5) 0.6192(5) 0.083(3) Uani 0.483(5) 1 d D U P B 2
H16D_9 H 0.527954 0.096981 0.627952 0.124 Uiso 0.483(5) 1 calc R U P B 2
H16E_9 H 0.585159 0.177770 0.660092 0.124 Uiso 0.483(5) 1 calc R U P B 2
H16F_9 H 0.625198 0.141781 0.592713 0.124 Uiso 0.483(5) 1 calc R U P B 2
N1_10 N 0.18503(15) 0.86609(12) 0.97737(10) 0.0377(4) Uani 1 1 d . . . . .
C1_10 C 0.27791(19) 0.87210(16) 1.02371(14) 0.0433(6) Uani 1 1 d . . . . .
H1A_10 H 0.254338 0.846070 1.062544 0.052 Uiso 1 1 calc R U . . .
H1B_10 H 0.332209 0.843415 1.002882 0.052 Uiso 1 1 calc R U . . .
C2_10 C 0.3279(2) 0.95301(17) 1.04502(15) 0.0476(6) Uani 1 1 d . . . . .
H2A_10 H 0.274220 0.983176 1.064724 0.057 Uiso 1 1 calc R U . . .
H2B_10 H 0.356553 0.978761 1.007090 0.057 Uiso 1 1 calc R U . . .
C3_10 C 0.4168(2) 0.9512(2) 1.09429(16) 0.0557(7) Uani 1 1 d . . . . .
H3A_10 H 0.463648 0.913900 1.076837 0.067 Uiso 1 1 calc R U . . .
H3B_10 H 0.458814 1.002838 1.099602 0.067 Uiso 1 1 calc R U . . .
C4_10 C 0.3790(3) 0.9290(2) 1.15976(18) 0.0686(9) Uani 1 1 d . . . . .
H4A_10 H 0.344934 0.875439 1.155909 0.103 Uiso 1 1 calc R U . . .
H4B_10 H 0.328682 0.963281 1.176179 0.103 Uiso 1 1 calc R U . . .
H4C_10 H 0.438965 0.933953 1.189638 0.103 Uiso 1 1 calc R U . . .
C5_10 C 0.2106(2) 0.91415(15) 0.92031(13) 0.0412(5) Uani 1 1 d . . . . .
H5A_10 H 0.223634 0.969239 0.936912 0.049 Uiso 1 1 calc R U . . .
H5B_10 H 0.147873 0.907852 0.891758 0.049 Uiso 1 1 calc R U . . .
C6_10 C 0.3044(2) 0.89530(18) 0.87957(15) 0.0513(7) Uani 1 1 d . . . . .
H6A_10 H 0.287736 0.843593 0.856047 0.062 Uiso 1 1 calc R U . . .
H6B_10 H 0.365889 0.894219 0.908005 0.062 Uiso 1 1 calc R U . . .
C7_10 C 0.3309(2) 0.9564(2) 0.83101(15) 0.0546(7) Uani 1 1 d . . . . .
H7A_10 H 0.341093 1.008155 0.855020 0.066 Uiso 1 1 calc R U . . .
H7B_10 H 0.398402 0.947953 0.810365 0.066 Uiso 1 1 calc R U . . .
C8_10 C 0.2503(3) 0.9563(3) 0.77937(19) 0.0756(11) Uani 1 1 d . . . . .
H8A_10 H 0.277694 0.991497 0.747390 0.113 Uiso 1 1 calc R U . . .
H8B_10 H 0.186605 0.973531 0.798460 0.113 Uiso 1 1 calc R U . . .
H8C_10 H 0.233535 0.903963 0.758341 0.113 Uiso 1 1 calc R U . . .
C9_10 C 0.09126(18) 0.89761(15) 1.00975(13) 0.0410(5) Uani 1 1 d . . . . .
H9A_10 H 0.113489 0.952012 1.026103 0.049 Uiso 1 1 calc R U . . .
H9B_10 H 0.036316 0.897818 0.976428 0.049 Uiso 1 1 calc R U . . .
C10_10 C 0.0425(2) 0.85539(18) 1.06459(15) 0.0499(6) Uani 1 1 d . . . . .
H10A_10 H 0.093971 0.858395 1.100421 0.060 Uiso 1 1 calc R U . . .
H10B_10 H 0.021664 0.800258 1.049988 0.060 Uiso 1 1 calc R U . . .
C11_10 C -0.0537(2) 0.89221(19) 1.08774(15) 0.0532(7) Uani 1 1 d . . . . .
H11A_10 H -0.031155 0.946845 1.103258 0.064 Uiso 1 1 calc R U . . .
H11B_10 H -0.102218 0.891695 1.050707 0.064 Uiso 1 1 calc R U . . .
C12_10 C -0.1117(3) 0.8525(3) 1.14064(17) 0.0710(10) Uani 1 1 d . . . . .
H12A_10 H -0.179980 0.871397 1.146548 0.106 Uiso 1 1 calc R U . . .
H12B_10 H -0.070757 0.863668 1.180833 0.106 Uiso 1 1 calc R U . . .
H12C_10 H -0.122407 0.796652 1.129103 0.106 Uiso 1 1 calc R U . . .
C13_10 C 0.1612(2) 0.78080(15) 0.95514(14) 0.0433(6) Uani 1 1 d . . . . .
H13A_10 H 0.150547 0.751588 0.993794 0.052 Uiso 1 1 calc R U . C 1
H13B_10 H 0.223624 0.764463 0.932673 0.052 Uiso 1 1 calc R U . C 1
C14_10 C 0.0662(2) 0.75776(16) 0.91062(15) 0.0497(6) Uani 0.853(8) 1 d D U P D
1
H14A_10 H 0.074963 0.787017 0.871909 0.060 Uiso 0.853(8) 1 calc R U P D 1
H14B_10 H 0.002319 0.771171 0.933151 0.060 Uiso 0.853(8) 1 calc R U P D 1
C15_10 C 0.0528(4) 0.6705(3) 0.8898(3) 0.0632(13) Uani 0.853(8) 1 d D U P D 1
H15A_10 H 0.117344 0.658249 0.867400 0.076 Uiso 0.853(8) 1 calc R U P D 1
H15B_10 H 0.046937 0.642299 0.929174 0.076 Uiso 0.853(8) 1 calc R U P D 1
C16_10 C -0.0378(3) 0.6411(2) 0.8476(2) 0.0702(13) Uani 0.853(8) 1 d D U P D 1
H16A_10 H -0.031385 0.666398 0.807286 0.105 Uiso 0.853(8) 1 calc R U P D 1
H16B_10 H -0.102596 0.651978 0.869261 0.105 Uiso 0.853(8) 1 calc R U P D 1
H16C_10 H -0.039734 0.585131 0.837948 0.105 Uiso 0.853(8) 1 calc R U P D 1
C14B_10 C 0.0662(2) 0.75776(16) 0.91062(15) 0.0497(6) Uani 0.147(8) 1 d D U P D
2
H14C_10 H 0.074151 0.782673 0.869648 0.060 Uiso 0.147(8) 1 calc R U P D 2
H14D_10 H 0.000119 0.768960 0.931673 0.060 Uiso 0.147(8) 1 calc R U P D 2
C15B_10 C 0.074(3) 0.6652(9) 0.9003(15) 0.060(3) Uani 0.147(8) 1 d D U P D 2
H15C_10 H 0.031036 0.643867 0.861768 0.072 Uiso 0.147(8) 1 calc R U P D 2
H15D_10 H 0.147543 0.658366 0.890616 0.072 Uiso 0.147(8) 1 calc R U P D 2
C16B_10 C 0.040(2) 0.6189(14) 0.9537(13) 0.078(6) Uani 0.147(8) 1 d D U P D 2
H16D_10 H -0.025329 0.634597 0.971455 0.117 Uiso 0.147(8) 1 calc R U P D 2
H16E_10 H 0.094554 0.626861 0.987373 0.117 Uiso 0.147(8) 1 calc R U P D 2
H16F_10 H 0.028318 0.564095 0.937843 0.117 Uiso 0.147(8) 1 calc R U P D 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1_1 C3_1 1.136(4) . ?
N2_1 C4_1 1.135(4) . ?
N3_1 C5_1 1.139(4) . ?
N4_1 C6_1 1.133(4) . ?
C1_1 C2_1 1.333(4) . ?
C1_1 C4_1 1.437(4) . ?
C1_1 C3_1 1.444(4) . ?
C2_1 C6_1 1.443(4) . ?
C2_1 C5_1 1.444(4) . ?
N1_2 C3_2 1.126(4) . ?
N2_2 C4_2 1.124(4) . ?
N3_2 C5_2 1.127(4) . ?
N4_2 C6_2 1.133(4) . ?
C1_2 C2_2 1.305(4) . ?
C1_2 C3_2 1.449(5) . ?
C1_2 C4_2 1.453(4) . ?
C2_2 C5_2 1.453(4) . ?
C2_2 C6_2 1.463(5) . ?
F1_3 B1_3 1.402(3) . ?
F2_3 B1_3 1.389(3) . ?
F3_3 B1_3 1.370(4) . ?
F4_3 B1_3 1.380(3) . ?
F1_4 B1_4 1.380(3) . ?
F2_4 B1_4 1.389(3) . ?
F3_4 B1_4 1.384(3) . ?
F4_4 B1_4 1.372(3) . ?
F1_5 B1_5 1.380(4) . ?
F2_5 B1_5 1.403(3) . ?
F3_5 B1_5 1.368(4) . ?
F4_5 B1_5 1.398(3) . ?
F1_6 B1_6 1.372(4) . ?
F2_6 B1_6 1.390(3) . ?
F3_6 B1_6 1.385(3) . ?
F4_6 B1_6 1.367(3) . ?
N1_7 C1_7 1.517(3) . ?
N1_7 C9_7 1.519(3) . ?
N1_7 C13_7 1.522(3) . ?
N1_7 C5_7 1.527(3) . ?
C1_7 C2_7 1.515(3) . ?
C1_7 H1A_7 0.9900 . ?
C1_7 H1B_7 0.9900 . ?
C2_7 C3_7 1.530(3) . ?
C2_7 H2A_7 0.9900 . ?
C2_7 H2B_7 0.9900 . ?
C3_7 C4_7 1.513(4) . ?
C3_7 H3A_7 0.9900 . ?
C3_7 H3B_7 0.9900 . ?
C4_7 H4A_7 0.9800 . ?
C4_7 H4B_7 0.9800 . ?
C4_7 H4C_7 0.9800 . ?
C5_7 C6_7 1.523(3) . ?
C5_7 H5A_7 0.9900 . ?
C5_7 H5B_7 0.9900 . ?
C6_7 C7_7 1.523(3) . ?
C6_7 H6A_7 0.9900 . ?
C6_7 H6B_7 0.9900 . ?
C7_7 C8_7 1.524(4) . ?
C7_7 H7A_7 0.9900 . ?
C7_7 H7B_7 0.9900 . ?
C8_7 H8A_7 0.9800 . ?
C8_7 H8B_7 0.9800 . ?
C8_7 H8C_7 0.9800 . ?
C9_7 C10_7 1.525(3) . ?
C9_7 H9A_7 0.9900 . ?
C9_7 H9B_7 0.9900 . ?
C10_7 C11_7 1.525(4) . ?
C10_7 H10A_7 0.9900 . ?
C10_7 H10B_7 0.9900 . ?
C11_7 C12_7 1.517(4) . ?
C11_7 H11A_7 0.9900 . ?
C11_7 H11B_7 0.9900 . ?
C12_7 H12A_7 0.9800 . ?
C12_7 H12B_7 0.9800 . ?
C12_7 H12C_7 0.9800 . ?
C13_7 C14_7 1.516(3) . ?
C13_7 H13A_7 0.9900 . ?
C13_7 H13B_7 0.9900 . ?
C14_7 C15_7 1.526(4) . ?
C14_7 H14A_7 0.9900 . ?
C14_7 H14B_7 0.9900 . ?
C15_7 C16_7 1.511(4) . ?
C15_7 H15A_7 0.9900 . ?
C15_7 H15B_7 0.9900 . ?
C16_7 H16A_7 0.9800 . ?
C16_7 H16B_7 0.9800 . ?
C16_7 H16C_7 0.9800 . ?
N1_8 C5B_8 1.516(4) . ?
N1_8 C5_8 1.516(4) . ?
N1_8 C9B_8 1.519(4) . ?
N1_8 C9_8 1.519(4) . ?
N1_8 C1_8 1.521(4) . ?
N1_8 C13_8 1.526(3) . ?
C1_8 C2_8 1.523(4) . ?
C1_8 H1A_8 0.9900 . ?
C1_8 H1B_8 0.9900 . ?
C2_8 C3_8 1.522(4) . ?
C2_8 H2A_8 0.9900 . ?
C2_8 H2B_8 0.9900 . ?
C3_8 C4_8 1.501(5) . ?
C3_8 H3A_8 0.9900 . ?
C3_8 H3B_8 0.9900 . ?
C4_8 H4A_8 0.9800 . ?
C4_8 H4B_8 0.9800 . ?
C4_8 H4C_8 0.9800 . ?
C5_8 C6_8 1.532(7) . ?
C5_8 H5A_8 0.9900 . ?
C5_8 H5B_8 0.9900 . ?
C6_8 C7_8 1.516(8) . ?
C6_8 H6A_8 0.9900 . ?
C6_8 H6B_8 0.9900 . ?
C7_8 C8_8 1.510(7) . ?
C7_8 H7A_8 0.9900 . ?
C7_8 H7B_8 0.9900 . ?
C8_8 H8A_8 0.9800 . ?
C8_8 H8B_8 0.9800 . ?
C8_8 H8C_8 0.9800 . ?
C5B_8 C6B_8 1.518(16) . ?
C5B_8 H5BA_8 0.9900 . ?
C5B_8 H5BB_8 0.9900 . ?
C6B_8 C7B_8 1.530(16) . ?
C6B_8 H6BA_8 0.9900 . ?
C6B_8 H6BB_8 0.9900 . ?
C7B_8 C8B_8 1.510(14) . ?
C7B_8 H7BA_8 0.9900 . ?
C7B_8 H7BB_8 0.9900 . ?
C8B_8 H8BA_8 0.9800 . ?
C8B_8 H8BB_8 0.9800 . ?
C8B_8 H8BC_8 0.9800 . ?
C9_8 C10_8 1.487(8) . ?
C9_8 H9A_8 0.9900 . ?
C9_8 H9B_8 0.9900 . ?
C10_8 C11_8 1.560(9) . ?
C10_8 H10A_8 0.9900 . ?
C10_8 H10B_8 0.9900 . ?
C11_8 C12_8 1.493(9) . ?
C11_8 H11A_8 0.9900 . ?
C11_8 H11B_8 0.9900 . ?
C12_8 H12A_8 0.9800 . ?
C12_8 H12B_8 0.9800 . ?
C12_8 H12C_8 0.9800 . ?
C9B_8 C10B_8 1.568(13) . ?
C9B_8 H9BA_8 0.9900 . ?
C9B_8 H9BB_8 0.9900 . ?
C10B_8 C11B_8 1.594(14) . ?
C10B_8 H10C_8 0.9900 . ?
C10B_8 H10D_8 0.9900 . ?
C11B_8 C12B_8 1.501(14) . ?
C11B_8 H11C_8 0.9900 . ?
C11B_8 H11D_8 0.9900 . ?
C12B_8 H12D_8 0.9800 . ?
C12B_8 H12E_8 0.9800 . ?
C12B_8 H12F_8 0.9800 . ?
C13_8 C14_8 1.513(4) . ?
C13_8 H13A_8 0.9900 . ?
C13_8 H13B_8 0.9900 . ?
C14_8 C15_8 1.516(4) . ?
C14_8 H14A_8 0.9900 . ?
C14_8 H14B_8 0.9900 . ?
C15_8 C16_8 1.512(5) . ?
C15_8 H15A_8 0.9900 . ?
C15_8 H15B_8 0.9900 . ?
C16_8 H16A_8 0.9800 . ?
C16_8 H16B_8 0.9800 . ?
C16_8 H16C_8 0.9800 . ?
N1_9 C1_9 1.484(10) . ?
N1_9 C5_9 1.492(4) . ?
N1_9 C9_9 1.524(3) . ?
N1_9 C13B_9 1.528(5) . ?
N1_9 C1B_9 1.583(11) . ?
N1_9 C13_9 1.624(6) . ?
C1_9 C2_9 1.508(10) . ?
C1_9 H1A_9 0.9900 . ?
C1_9 H1B_9 0.9900 . ?
C2_9 C3_9 1.523(10) . ?
C2_9 H2A_9 0.9900 . ?
C2_9 H2B_9 0.9900 . ?
C3_9 C4_9 1.522(11) . ?
C3_9 H3A_9 0.9900 . ?
C3_9 H3B_9 0.9900 . ?
C4_9 H4A_9 0.9800 . ?
C4_9 H4B_9 0.9800 . ?
C4_9 H4C_9 0.9800 . ?
C1B_9 C2B_9 1.529(11) . ?
C1B_9 H1BA_9 0.9900 . ?
C1B_9 H1BB_9 0.9900 . ?
C2B_9 C3B_9 1.501(11) . ?
C2B_9 H2BA_9 0.9900 . ?
C2B_9 H2BB_9 0.9900 . ?
C3B_9 C4B_9 1.518(13) . ?
C3B_9 H3BA_9 0.9900 . ?
C3B_9 H3BB_9 0.9900 . ?
C4B_9 H4BA_9 0.9800 . ?
C4B_9 H4BB_9 0.9800 . ?
C4B_9 H4BC_9 0.9800 . ?
C5_9 C6_9 1.500(4) . ?
C5_9 H5A_9 0.9900 . ?
C5_9 H5B_9 0.9900 . ?
C6_9 C7_9 1.528(4) . ?
C6_9 H6A_9 0.9900 . ?
C6_9 H6B_9 0.9900 . ?
C7_9 C8_9 1.462(5) . ?
C7_9 H7A_9 0.9900 . ?
C7_9 H7B_9 0.9900 . ?
C8_9 H8A_9 0.9800 . ?
C8_9 H8B_9 0.9800 . ?
C8_9 H8C_9 0.9800 . ?
C9_9 C10_9 1.508(4) . ?
C9_9 H9A_9 0.9900 . ?
C9_9 H9B_9 0.9900 . ?
C10_9 C11_9 1.512(4) . ?
C10_9 H10A_9 0.9900 . ?
C10_9 H10B_9 0.9900 . ?
C11_9 C12_9 1.512(5) . ?
C11_9 H11A_9 0.9900 . ?
C11_9 H11B_9 0.9900 . ?
C12_9 H12A_9 0.9800 . ?
C12_9 H12B_9 0.9800 . ?
C12_9 H12C_9 0.9800 . ?
C13_9 C14_9 1.513(8) . ?
C13_9 H13A_9 0.9900 . ?
C13_9 H13B_9 0.9900 . ?
C14_9 C15_9 1.666(8) . ?
C14_9 H14A_9 0.9900 . ?
C14_9 H14B_9 0.9900 . ?
C15_9 C16_9 1.461(9) . ?
C15_9 H15A_9 0.9900 . ?
C15_9 H15B_9 0.9900 . ?
C16_9 H16A_9 0.9800 . ?
C16_9 H16B_9 0.9800 . ?
C16_9 H16C_9 0.9800 . ?
C13B_9 C14B_9 1.496(7) . ?
C13B_9 H13C_9 0.9900 . ?
C13B_9 H13D_9 0.9900 . ?
C14B_9 C15B_9 1.785(8) . ?
C14B_9 H14C_9 0.9900 . ?
C14B_9 H14D_9 0.9900 . ?
C15B_9 C16B_9 1.488(9) . ?
C15B_9 H15C_9 0.9900 . ?
C15B_9 H15D_9 0.9900 . ?
C16B_9 H16D_9 0.9800 . ?
C16B_9 H16E_9 0.9800 . ?
C16B_9 H16F_9 0.9800 . ?
N1_10 C13_10 1.518(3) . ?
N1_10 C1_10 1.521(3) . ?
N1_10 C9_10 1.522(3) . ?
N1_10 C5_10 1.525(3) . ?
C1_10 C2_10 1.509(4) . ?
C1_10 H1A_10 0.9900 . ?
C1_10 H1B_10 0.9900 . ?
C2_10 C3_10 1.540(4) . ?
C2_10 H2A_10 0.9900 . ?
C2_10 H2B_10 0.9900 . ?
C3_10 C4_10 1.512(5) . ?
C3_10 H3A_10 0.9900 . ?
C3_10 H3B_10 0.9900 . ?
C4_10 H4A_10 0.9800 . ?
C4_10 H4B_10 0.9800 . ?
C4_10 H4C_10 0.9800 . ?
C5_10 C6_10 1.528(4) . ?
C5_10 H5A_10 0.9900 . ?
C5_10 H5B_10 0.9900 . ?
C6_10 C7_10 1.541(4) . ?
C6_10 H6A_10 0.9900 . ?
C6_10 H6B_10 0.9900 . ?
C7_10 C8_10 1.493(5) . ?
C7_10 H7A_10 0.9900 . ?
C7_10 H7B_10 0.9900 . ?
C8_10 H8A_10 0.9800 . ?
C8_10 H8B_10 0.9800 . ?
C8_10 H8C_10 0.9800 . ?
C9_10 C10_10 1.506(4) . ?
C9_10 H9A_10 0.9900 . ?
C9_10 H9B_10 0.9900 . ?
C10_10 C11_10 1.525(4) . ?
C10_10 H10A_10 0.9900 . ?
C10_10 H10B_10 0.9900 . ?
C11_10 C12_10 1.500(4) . ?
C11_10 H11A_10 0.9900 . ?
C11_10 H11B_10 0.9900 . ?
C12_10 H12A_10 0.9800 . ?
C12_10 H12B_10 0.9800 . ?
C12_10 H12C_10 0.9800 . ?
C13_10 C14B_10 1.523(4) . ?
C13_10 C14_10 1.523(4) . ?
C13_10 H13A_10 0.9900 . ?
C13_10 H13B_10 0.9900 . ?
C14_10 C15_10 1.540(5) . ?
C14_10 H14A_10 0.9900 . ?
C14_10 H14B_10 0.9900 . ?
C15_10 C16_10 1.471(6) . ?
C15_10 H15A_10 0.9900 . ?
C15_10 H15B_10 0.9900 . ?
C16_10 H16A_10 0.9800 . ?
C16_10 H16B_10 0.9800 . ?
C16_10 H16C_10 0.9800 . ?
C14B_10 C15B_10 1.632(16) . ?
C14B_10 H14C_10 0.9900 . ?
C14B_10 H14D_10 0.9900 . ?
C15B_10 C16B_10 1.464(17) . ?
C15B_10 H15C_10 0.9900 . ?
C15B_10 H15D_10 0.9900 . ?
C16B_10 H16D_10 0.9800 . ?
C16B_10 H16E_10 0.9800 . ?
C16B_10 H16F_10 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2_1 C1_1 C4_1 120.0(3) . . ?
C2_1 C1_1 C3_1 122.4(3) . . ?
C4_1 C1_1 C3_1 117.6(2) . . ?
C1_1 C2_1 C6_1 120.5(3) . . ?
C1_1 C2_1 C5_1 121.5(3) . . ?
C6_1 C2_1 C5_1 118.0(3) . . ?
N1_1 C3_1 C1_1 178.2(3) . . ?
N2_1 C4_1 C1_1 178.2(3) . . ?
N3_1 C5_1 C2_1 178.1(4) . . ?
N4_1 C6_1 C2_1 178.8(4) . . ?
C2_2 C1_2 C3_2 120.4(3) . . ?
C2_2 C1_2 C4_2 120.1(3) . . ?
C3_2 C1_2 C4_2 119.5(3) . . ?
C1_2 C2_2 C5_2 120.6(3) . . ?
C1_2 C2_2 C6_2 118.9(3) . . ?
C5_2 C2_2 C6_2 120.5(3) . . ?
N1_2 C3_2 C1_2 172.4(4) . . ?
N2_2 C4_2 C1_2 174.7(4) . . ?
N3_2 C5_2 C2_2 176.0(4) . . ?
N4_2 C6_2 C2_2 177.2(3) . . ?
F3_3 B1_3 F4_3 111.1(2) . . ?
F3_3 B1_3 F2_3 108.6(2) . . ?
F4_3 B1_3 F2_3 109.6(2) . . ?
F3_3 B1_3 F1_3 110.2(2) . . ?
F4_3 B1_3 F1_3 109.1(2) . . ?
F2_3 B1_3 F1_3 108.2(2) . . ?
F4_4 B1_4 F1_4 108.7(2) . . ?
F4_4 B1_4 F3_4 110.6(2) . . ?
F1_4 B1_4 F3_4 110.3(2) . . ?
F4_4 B1_4 F2_4 109.5(2) . . ?
F1_4 B1_4 F2_4 108.3(2) . . ?
F3_4 B1_4 F2_4 109.3(2) . . ?
F3_5 B1_5 F1_5 109.4(2) . . ?
F3_5 B1_5 F4_5 111.2(2) . . ?
F1_5 B1_5 F4_5 108.5(2) . . ?
F3_5 B1_5 F2_5 110.3(2) . . ?
F1_5 B1_5 F2_5 109.1(2) . . ?
F4_5 B1_5 F2_5 108.3(2) . . ?
F4_6 B1_6 F1_6 109.4(3) . . ?
F4_6 B1_6 F3_6 109.5(2) . . ?
F1_6 B1_6 F3_6 108.9(2) . . ?
F4_6 B1_6 F2_6 108.9(2) . . ?
F1_6 B1_6 F2_6 109.8(2) . . ?
F3_6 B1_6 F2_6 110.5(2) . . ?
C1_7 N1_7 C9_7 106.33(17) . . ?
C1_7 N1_7 C13_7 111.39(18) . . ?
C9_7 N1_7 C13_7 111.38(18) . . ?
C1_7 N1_7 C5_7 110.76(17) . . ?
C9_7 N1_7 C5_7 111.10(18) . . ?
C13_7 N1_7 C5_7 105.98(17) . . ?
C2_7 C1_7 N1_7 116.64(19) . . ?
C2_7 C1_7 H1A_7 108.1 . . ?
N1_7 C1_7 H1A_7 108.1 . . ?
C2_7 C1_7 H1B_7 108.1 . . ?
N1_7 C1_7 H1B_7 108.1 . . ?
H1A_7 C1_7 H1B_7 107.3 . . ?
C1_7 C2_7 C3_7 109.3(2) . . ?
C1_7 C2_7 H2A_7 109.8 . . ?
C3_7 C2_7 H2A_7 109.8 . . ?
C1_7 C2_7 H2B_7 109.8 . . ?
C3_7 C2_7 H2B_7 109.8 . . ?
H2A_7 C2_7 H2B_7 108.3 . . ?
C4_7 C3_7 C2_7 112.5(2) . . ?
C4_7 C3_7 H3A_7 109.1 . . ?
C2_7 C3_7 H3A_7 109.1 . . ?
C4_7 C3_7 H3B_7 109.1 . . ?
C2_7 C3_7 H3B_7 109.1 . . ?
H3A_7 C3_7 H3B_7 107.8 . . ?
C3_7 C4_7 H4A_7 109.5 . . ?
C3_7 C4_7 H4B_7 109.5 . . ?
H4A_7 C4_7 H4B_7 109.5 . . ?
C3_7 C4_7 H4C_7 109.5 . . ?
H4A_7 C4_7 H4C_7 109.5 . . ?
H4B_7 C4_7 H4C_7 109.5 . . ?
C6_7 C5_7 N1_7 115.29(19) . . ?
C6_7 C5_7 H5A_7 108.5 . . ?
N1_7 C5_7 H5A_7 108.5 . . ?
C6_7 C5_7 H5B_7 108.5 . . ?
N1_7 C5_7 H5B_7 108.5 . . ?
H5A_7 C5_7 H5B_7 107.5 . . ?
C5_7 C6_7 C7_7 110.6(2) . . ?
C5_7 C6_7 H6A_7 109.5 . . ?
C7_7 C6_7 H6A_7 109.5 . . ?
C5_7 C6_7 H6B_7 109.5 . . ?
C7_7 C6_7 H6B_7 109.5 . . ?
H6A_7 C6_7 H6B_7 108.1 . . ?
C6_7 C7_7 C8_7 113.1(2) . . ?
C6_7 C7_7 H7A_7 109.0 . . ?
C8_7 C7_7 H7A_7 109.0 . . ?
C6_7 C7_7 H7B_7 109.0 . . ?
C8_7 C7_7 H7B_7 109.0 . . ?
H7A_7 C7_7 H7B_7 107.8 . . ?
C7_7 C8_7 H8A_7 109.5 . . ?
C7_7 C8_7 H8B_7 109.5 . . ?
H8A_7 C8_7 H8B_7 109.5 . . ?
C7_7 C8_7 H8C_7 109.5 . . ?
H8A_7 C8_7 H8C_7 109.5 . . ?
H8B_7 C8_7 H8C_7 109.5 . . ?
N1_7 C9_7 C10_7 115.7(2) . . ?
N1_7 C9_7 H9A_7 108.4 . . ?
C10_7 C9_7 H9A_7 108.4 . . ?
N1_7 C9_7 H9B_7 108.4 . . ?
C10_7 C9_7 H9B_7 108.4 . . ?
H9A_7 C9_7 H9B_7 107.4 . . ?
C11_7 C10_7 C9_7 109.5(2) . . ?
C11_7 C10_7 H10A_7 109.8 . . ?
C9_7 C10_7 H10A_7 109.8 . . ?
C11_7 C10_7 H10B_7 109.8 . . ?
C9_7 C10_7 H10B_7 109.8 . . ?
H10A_7 C10_7 H10B_7 108.2 . . ?
C12_7 C11_7 C10_7 113.3(3) . . ?
C12_7 C11_7 H11A_7 108.9 . . ?
C10_7 C11_7 H11A_7 108.9 . . ?
C12_7 C11_7 H11B_7 108.9 . . ?
C10_7 C11_7 H11B_7 108.9 . . ?
H11A_7 C11_7 H11B_7 107.7 . . ?
C11_7 C12_7 H12A_7 109.5 . . ?
C11_7 C12_7 H12B_7 109.5 . . ?
H12A_7 C12_7 H12B_7 109.5 . . ?
C11_7 C12_7 H12C_7 109.5 . . ?
H12A_7 C12_7 H12C_7 109.5 . . ?
H12B_7 C12_7 H12C_7 109.5 . . ?
C14_7 C13_7 N1_7 115.9(2) . . ?
C14_7 C13_7 H13A_7 108.3 . . ?
N1_7 C13_7 H13A_7 108.3 . . ?
C14_7 C13_7 H13B_7 108.3 . . ?
N1_7 C13_7 H13B_7 108.3 . . ?
H13A_7 C13_7 H13B_7 107.4 . . ?
C13_7 C14_7 C15_7 110.8(2) . . ?
C13_7 C14_7 H14A_7 109.5 . . ?
C15_7 C14_7 H14A_7 109.5 . . ?
C13_7 C14_7 H14B_7 109.5 . . ?
C15_7 C14_7 H14B_7 109.5 . . ?
H14A_7 C14_7 H14B_7 108.1 . . ?
C16_7 C15_7 C14_7 112.5(3) . . ?
C16_7 C15_7 H15A_7 109.1 . . ?
C14_7 C15_7 H15A_7 109.1 . . ?
C16_7 C15_7 H15B_7 109.1 . . ?
C14_7 C15_7 H15B_7 109.1 . . ?
H15A_7 C15_7 H15B_7 107.8 . . ?
C15_7 C16_7 H16A_7 109.5 . . ?
C15_7 C16_7 H16B_7 109.5 . . ?
H16A_7 C16_7 H16B_7 109.5 . . ?
C15_7 C16_7 H16C_7 109.5 . . ?
H16A_7 C16_7 H16C_7 109.5 . . ?
H16B_7 C16_7 H16C_7 109.5 . . ?
C5B_8 N1_8 C9B_8 111.6(2) . . ?
C5_8 N1_8 C9_8 111.6(2) . . ?
C5B_8 N1_8 C1_8 111.4(2) . . ?
C5_8 N1_8 C1_8 111.4(2) . . ?
C9B_8 N1_8 C1_8 105.8(2) . . ?
C9_8 N1_8 C1_8 105.8(2) . . ?
C5B_8 N1_8 C13_8 106.8(2) . . ?
C5_8 N1_8 C13_8 106.8(2) . . ?
C9B_8 N1_8 C13_8 110.5(2) . . ?
C9_8 N1_8 C13_8 110.5(2) . . ?
C1_8 N1_8 C13_8 110.9(2) . . ?
N1_8 C1_8 C2_8 115.6(2) . . ?
N1_8 C1_8 H1A_8 108.4 . . ?
C2_8 C1_8 H1A_8 108.4 . . ?
N1_8 C1_8 H1B_8 108.4 . . ?
C2_8 C1_8 H1B_8 108.4 . . ?
H1A_8 C1_8 H1B_8 107.4 . . ?
C3_8 C2_8 C1_8 109.7(2) . . ?
C3_8 C2_8 H2A_8 109.7 . . ?
C1_8 C2_8 H2A_8 109.7 . . ?
C3_8 C2_8 H2B_8 109.7 . . ?
C1_8 C2_8 H2B_8 109.7 . . ?
H2A_8 C2_8 H2B_8 108.2 . . ?
C4_8 C3_8 C2_8 112.2(3) . . ?
C4_8 C3_8 H3A_8 109.2 . . ?
C2_8 C3_8 H3A_8 109.2 . . ?
C4_8 C3_8 H3B_8 109.2 . . ?
C2_8 C3_8 H3B_8 109.2 . . ?
H3A_8 C3_8 H3B_8 107.9 . . ?
C3_8 C4_8 H4A_8 109.5 . . ?
C3_8 C4_8 H4B_8 109.5 . . ?
H4A_8 C4_8 H4B_8 109.5 . . ?
C3_8 C4_8 H4C_8 109.5 . . ?
H4A_8 C4_8 H4C_8 109.5 . . ?
H4B_8 C4_8 H4C_8 109.5 . . ?
N1_8 C5_8 C6_8 116.6(4) . . ?
N1_8 C5_8 H5A_8 108.1 . . ?
C6_8 C5_8 H5A_8 108.1 . . ?
N1_8 C5_8 H5B_8 108.1 . . ?
C6_8 C5_8 H5B_8 108.1 . . ?
H5A_8 C5_8 H5B_8 107.3 . . ?
C7_8 C6_8 C5_8 114.4(5) . . ?
C7_8 C6_8 H6A_8 108.7 . . ?
C5_8 C6_8 H6A_8 108.7 . . ?
C7_8 C6_8 H6B_8 108.7 . . ?
C5_8 C6_8 H6B_8 108.7 . . ?
H6A_8 C6_8 H6B_8 107.6 . . ?
C8_8 C7_8 C6_8 112.8(7) . . ?
C8_8 C7_8 H7A_8 109.0 . . ?
C6_8 C7_8 H7A_8 109.0 . . ?
C8_8 C7_8 H7B_8 109.0 . . ?
C6_8 C7_8 H7B_8 109.0 . . ?
H7A_8 C7_8 H7B_8 107.8 . . ?
C7_8 C8_8 H8A_8 109.5 . . ?
C7_8 C8_8 H8B_8 109.5 . . ?
H8A_8 C8_8 H8B_8 109.5 . . ?
C7_8 C8_8 H8C_8 109.5 . . ?
H8A_8 C8_8 H8C_8 109.5 . . ?
H8B_8 C8_8 H8C_8 109.5 . . ?
N1_8 C5B_8 C6B_8 112.2(7) . . ?
N1_8 C5B_8 H5BA_8 109.2 . . ?
C6B_8 C5B_8 H5BA_8 109.2 . . ?
N1_8 C5B_8 H5BB_8 109.2 . . ?
C6B_8 C5B_8 H5BB_8 109.2 . . ?
H5BA_8 C5B_8 H5BB_8 107.9 . . ?
C5B_8 C6B_8 C7B_8 102.5(12) . . ?
C5B_8 C6B_8 H6BA_8 111.3 . . ?
C7B_8 C6B_8 H6BA_8 111.3 . . ?
C5B_8 C6B_8 H6BB_8 111.3 . . ?
C7B_8 C6B_8 H6BB_8 111.3 . . ?
H6BA_8 C6B_8 H6BB_8 109.2 . . ?
C8B_8 C7B_8 C6B_8 110.9(17) . . ?
C8B_8 C7B_8 H7BA_8 109.5 . . ?
C6B_8 C7B_8 H7BA_8 109.5 . . ?
C8B_8 C7B_8 H7BB_8 109.5 . . ?
C6B_8 C7B_8 H7BB_8 109.5 . . ?
H7BA_8 C7B_8 H7BB_8 108.0 . . ?
C7B_8 C8B_8 H8BA_8 109.5 . . ?
C7B_8 C8B_8 H8BB_8 109.5 . . ?
H8BA_8 C8B_8 H8BB_8 109.5 . . ?
C7B_8 C8B_8 H8BC_8 109.5 . . ?
H8BA_8 C8B_8 H8BC_8 109.5 . . ?
H8BB_8 C8B_8 H8BC_8 109.5 . . ?
C10_8 C9_8 N1_8 117.9(4) . . ?
C10_8 C9_8 H9A_8 107.8 . . ?
N1_8 C9_8 H9A_8 107.8 . . ?
C10_8 C9_8 H9B_8 107.8 . . ?
N1_8 C9_8 H9B_8 107.8 . . ?
H9A_8 C9_8 H9B_8 107.2 . . ?
C9_8 C10_8 C11_8 106.0(6) . . ?
C9_8 C10_8 H10A_8 110.5 . . ?
C11_8 C10_8 H10A_8 110.5 . . ?
C9_8 C10_8 H10B_8 110.5 . . ?
C11_8 C10_8 H10B_8 110.5 . . ?
H10A_8 C10_8 H10B_8 108.7 . . ?
C12_8 C11_8 C10_8 109.1(7) . . ?
C12_8 C11_8 H11A_8 109.9 . . ?
C10_8 C11_8 H11A_8 109.9 . . ?
C12_8 C11_8 H11B_8 109.9 . . ?
C10_8 C11_8 H11B_8 109.9 . . ?
H11A_8 C11_8 H11B_8 108.3 . . ?
C11_8 C12_8 H12A_8 109.5 . . ?
C11_8 C12_8 H12B_8 109.5 . . ?
H12A_8 C12_8 H12B_8 109.5 . . ?
C11_8 C12_8 H12C_8 109.5 . . ?
H12A_8 C12_8 H12C_8 109.5 . . ?
H12B_8 C12_8 H12C_8 109.5 . . ?
N1_8 C9B_8 C10B_8 113.3(6) . . ?
N1_8 C9B_8 H9BA_8 108.9 . . ?
C10B_8 C9B_8 H9BA_8 108.9 . . ?
N1_8 C9B_8 H9BB_8 108.9 . . ?
C10B_8 C9B_8 H9BB_8 108.9 . . ?
H9BA_8 C9B_8 H9BB_8 107.7 . . ?
C9B_8 C10B_8 C11B_8 116.2(11) . . ?
C9B_8 C10B_8 H10C_8 108.2 . . ?
C11B_8 C10B_8 H10C_8 108.2 . . ?
C9B_8 C10B_8 H10D_8 108.2 . . ?
C11B_8 C10B_8 H10D_8 108.2 . . ?
H10C_8 C10B_8 H10D_8 107.4 . . ?
C12B_8 C11B_8 C10B_8 106.9(11) . . ?
C12B_8 C11B_8 H11C_8 110.3 . . ?
C10B_8 C11B_8 H11C_8 110.3 . . ?
C12B_8 C11B_8 H11D_8 110.3 . . ?
C10B_8 C11B_8 H11D_8 110.3 . . ?
H11C_8 C11B_8 H11D_8 108.6 . . ?
C11B_8 C12B_8 H12D_8 109.5 . . ?
C11B_8 C12B_8 H12E_8 109.5 . . ?
H12D_8 C12B_8 H12E_8 109.5 . . ?
C11B_8 C12B_8 H12F_8 109.5 . . ?
H12D_8 C12B_8 H12F_8 109.5 . . ?
H12E_8 C12B_8 H12F_8 109.5 . . ?
C14_8 C13_8 N1_8 116.2(2) . . ?
C14_8 C13_8 H13A_8 108.2 . . ?
N1_8 C13_8 H13A_8 108.2 . . ?
C14_8 C13_8 H13B_8 108.2 . . ?
N1_8 C13_8 H13B_8 108.2 . . ?
H13A_8 C13_8 H13B_8 107.4 . . ?
C13_8 C14_8 C15_8 109.9(2) . . ?
C13_8 C14_8 H14A_8 109.7 . . ?
C15_8 C14_8 H14A_8 109.7 . . ?
C13_8 C14_8 H14B_8 109.7 . . ?
C15_8 C14_8 H14B_8 109.7 . . ?
H14A_8 C14_8 H14B_8 108.2 . . ?
C16_8 C15_8 C14_8 112.8(3) . . ?
C16_8 C15_8 H15A_8 109.0 . . ?
C14_8 C15_8 H15A_8 109.0 . . ?
C16_8 C15_8 H15B_8 109.0 . . ?
C14_8 C15_8 H15B_8 109.0 . . ?
H15A_8 C15_8 H15B_8 107.8 . . ?
C15_8 C16_8 H16A_8 109.5 . . ?
C15_8 C16_8 H16B_8 109.5 . . ?
H16A_8 C16_8 H16B_8 109.5 . . ?
C15_8 C16_8 H16C_8 109.5 . . ?
H16A_8 C16_8 H16C_8 109.5 . . ?
H16B_8 C16_8 H16C_8 109.5 . . ?
C1_9 N1_9 C5_9 111.5(8) . . ?
C1_9 N1_9 C9_9 110.5(6) . . ?
C5_9 N1_9 C9_9 111.5(2) . . ?
C5_9 N1_9 C13B_9 125.6(3) . . ?
C9_9 N1_9 C13B_9 104.2(3) . . ?
C5_9 N1_9 C1B_9 110.8(8) . . ?
C9_9 N1_9 C1B_9 100.7(6) . . ?
C13B_9 N1_9 C1B_9 100.9(7) . . ?
C1_9 N1_9 C13_9 116.1(6) . . ?
C5_9 N1_9 C13_9 92.0(3) . . ?
C9_9 N1_9 C13_9 114.1(3) . . ?
N1_9 C1_9 C2_9 117.4(10) . . ?
N1_9 C1_9 H1A_9 108.0 . . ?
C2_9 C1_9 H1A_9 108.0 . . ?
N1_9 C1_9 H1B_9 108.0 . . ?
C2_9 C1_9 H1B_9 108.0 . . ?
H1A_9 C1_9 H1B_9 107.2 . . ?
C1_9 C2_9 C3_9 108.0(8) . . ?
C1_9 C2_9 H2A_9 110.1 . . ?
C3_9 C2_9 H2A_9 110.1 . . ?
C1_9 C2_9 H2B_9 110.1 . . ?
C3_9 C2_9 H2B_9 110.1 . . ?
H2A_9 C2_9 H2B_9 108.4 . . ?
C4_9 C3_9 C2_9 112.9(9) . . ?
C4_9 C3_9 H3A_9 109.0 . . ?
C2_9 C3_9 H3A_9 109.0 . . ?
C4_9 C3_9 H3B_9 109.0 . . ?
C2_9 C3_9 H3B_9 109.0 . . ?
H3A_9 C3_9 H3B_9 107.8 . . ?
C3_9 C4_9 H4A_9 109.5 . . ?
C3_9 C4_9 H4B_9 109.5 . . ?
H4A_9 C4_9 H4B_9 109.5 . . ?
C3_9 C4_9 H4C_9 109.5 . . ?
H4A_9 C4_9 H4C_9 109.5 . . ?
H4B_9 C4_9 H4C_9 109.5 . . ?
C2B_9 C1B_9 N1_9 114.8(10) . . ?
C2B_9 C1B_9 H1BA_9 108.6 . . ?
N1_9 C1B_9 H1BA_9 108.6 . . ?
C2B_9 C1B_9 H1BB_9 108.6 . . ?
N1_9 C1B_9 H1BB_9 108.6 . . ?
H1BA_9 C1B_9 H1BB_9 107.5 . . ?
C3B_9 C2B_9 C1B_9 113.8(9) . . ?
C3B_9 C2B_9 H2BA_9 108.8 . . ?
C1B_9 C2B_9 H2BA_9 108.8 . . ?
C3B_9 C2B_9 H2BB_9 108.8 . . ?
C1B_9 C2B_9 H2BB_9 108.8 . . ?
H2BA_9 C2B_9 H2BB_9 107.7 . . ?
C2B_9 C3B_9 C4B_9 117.9(11) . . ?
C2B_9 C3B_9 H3BA_9 107.8 . . ?
C4B_9 C3B_9 H3BA_9 107.8 . . ?
C2B_9 C3B_9 H3BB_9 107.8 . . ?
C4B_9 C3B_9 H3BB_9 107.8 . . ?
H3BA_9 C3B_9 H3BB_9 107.2 . . ?
C3B_9 C4B_9 H4BA_9 109.5 . . ?
C3B_9 C4B_9 H4BB_9 109.5 . . ?
H4BA_9 C4B_9 H4BB_9 109.5 . . ?
C3B_9 C4B_9 H4BC_9 109.5 . . ?
H4BA_9 C4B_9 H4BC_9 109.5 . . ?
H4BB_9 C4B_9 H4BC_9 109.5 . . ?
N1_9 C5_9 C6_9 116.8(2) . . ?
N1_9 C5_9 H5A_9 108.1 . . ?
C6_9 C5_9 H5A_9 108.1 . . ?
N1_9 C5_9 H5B_9 108.1 . . ?
C6_9 C5_9 H5B_9 108.1 . . ?
H5A_9 C5_9 H5B_9 107.3 . . ?
C5_9 C6_9 C7_9 108.0(3) . . ?
C5_9 C6_9 H6A_9 110.1 . . ?
C7_9 C6_9 H6A_9 110.1 . . ?
C5_9 C6_9 H6B_9 110.1 . . ?
C7_9 C6_9 H6B_9 110.1 . . ?
H6A_9 C6_9 H6B_9 108.4 . . ?
C8_9 C7_9 C6_9 112.7(3) . . ?
C8_9 C7_9 H7A_9 109.0 . . ?
C6_9 C7_9 H7A_9 109.0 . . ?
C8_9 C7_9 H7B_9 109.0 . . ?
C6_9 C7_9 H7B_9 109.0 . . ?
H7A_9 C7_9 H7B_9 107.8 . . ?
C7_9 C8_9 H8A_9 109.5 . . ?
C7_9 C8_9 H8B_9 109.5 . . ?
H8A_9 C8_9 H8B_9 109.5 . . ?
C7_9 C8_9 H8C_9 109.5 . . ?
H8A_9 C8_9 H8C_9 109.5 . . ?
H8B_9 C8_9 H8C_9 109.5 . . ?
C10_9 C9_9 N1_9 116.8(3) . . ?
C10_9 C9_9 H9A_9 108.1 . . ?
N1_9 C9_9 H9A_9 108.1 . . ?
C10_9 C9_9 H9B_9 108.1 . . ?
N1_9 C9_9 H9B_9 108.1 . . ?
H9A_9 C9_9 H9B_9 107.3 . . ?
C9_9 C10_9 C11_9 111.2(3) . . ?
C9_9 C10_9 H10A_9 109.4 . . ?
C11_9 C10_9 H10A_9 109.4 . . ?
C9_9 C10_9 H10B_9 109.4 . . ?
C11_9 C10_9 H10B_9 109.4 . . ?
H10A_9 C10_9 H10B_9 108.0 . . ?
C12_9 C11_9 C10_9 112.7(3) . . ?
C12_9 C11_9 H11A_9 109.1 . . ?
C10_9 C11_9 H11A_9 109.1 . . ?
C12_9 C11_9 H11B_9 109.1 . . ?
C10_9 C11_9 H11B_9 109.1 . . ?
H11A_9 C11_9 H11B_9 107.8 . . ?
C11_9 C12_9 H12A_9 109.5 . . ?
C11_9 C12_9 H12B_9 109.5 . . ?
H12A_9 C12_9 H12B_9 109.5 . . ?
C11_9 C12_9 H12C_9 109.5 . . ?
H12A_9 C12_9 H12C_9 109.5 . . ?
H12B_9 C12_9 H12C_9 109.5 . . ?
C14_9 C13_9 N1_9 108.9(4) . . ?
C14_9 C13_9 H13A_9 109.9 . . ?
N1_9 C13_9 H13A_9 109.9 . . ?
C14_9 C13_9 H13B_9 109.9 . . ?
N1_9 C13_9 H13B_9 109.9 . . ?
H13A_9 C13_9 H13B_9 108.3 . . ?
C13_9 C14_9 C15_9 93.1(4) . . ?
C13_9 C14_9 H14A_9 113.1 . . ?
C15_9 C14_9 H14A_9 113.1 . . ?
C13_9 C14_9 H14B_9 113.1 . . ?
C15_9 C14_9 H14B_9 113.1 . . ?
H14A_9 C14_9 H14B_9 110.5 . . ?
C16_9 C15_9 C14_9 156.5(8) . . ?
C16_9 C15_9 H15A_9 97.3 . . ?
C14_9 C15_9 H15A_9 97.3 . . ?
C16_9 C15_9 H15B_9 97.3 . . ?
C14_9 C15_9 H15B_9 97.3 . . ?
H15A_9 C15_9 H15B_9 103.6 . . ?
C15_9 C16_9 H16A_9 109.5 . . ?
C15_9 C16_9 H16B_9 109.5 . . ?
H16A_9 C16_9 H16B_9 109.5 . . ?
C15_9 C16_9 H16C_9 109.5 . . ?
H16A_9 C16_9 H16C_9 109.5 . . ?
H16B_9 C16_9 H16C_9 109.5 . . ?
C14B_9 C13B_9 N1_9 110.1(4) . . ?
C14B_9 C13B_9 H13C_9 109.6 . . ?
N1_9 C13B_9 H13C_9 109.6 . . ?
C14B_9 C13B_9 H13D_9 109.6 . . ?
N1_9 C13B_9 H13D_9 109.6 . . ?
H13C_9 C13B_9 H13D_9 108.2 . . ?
C13B_9 C14B_9 C15B_9 98.4(4) . . ?
C13B_9 C14B_9 H14C_9 112.1 . . ?
C15B_9 C14B_9 H14C_9 112.1 . . ?
C13B_9 C14B_9 H14D_9 112.1 . . ?
C15B_9 C14B_9 H14D_9 112.1 . . ?
H14C_9 C14B_9 H14D_9 109.7 . . ?
C16B_9 C15B_9 C14B_9 93.1(6) . . ?
C16B_9 C15B_9 H15C_9 113.1 . . ?
C14B_9 C15B_9 H15C_9 113.1 . . ?
C16B_9 C15B_9 H15D_9 113.1 . . ?
C14B_9 C15B_9 H15D_9 113.1 . . ?
H15C_9 C15B_9 H15D_9 110.5 . . ?
C15B_9 C16B_9 H16D_9 109.5 . . ?
C15B_9 C16B_9 H16E_9 109.5 . . ?
H16D_9 C16B_9 H16E_9 109.5 . . ?
C15B_9 C16B_9 H16F_9 109.5 . . ?
H16D_9 C16B_9 H16F_9 109.5 . . ?
H16E_9 C16B_9 H16F_9 109.5 . . ?
C13_10 N1_10 C1_10 105.27(19) . . ?
C13_10 N1_10 C9_10 112.11(19) . . ?
C1_10 N1_10 C9_10 111.5(2) . . ?
C13_10 N1_10 C5_10 111.0(2) . . ?
C1_10 N1_10 C5_10 111.67(19) . . ?
C9_10 N1_10 C5_10 105.40(18) . . ?
C2_10 C1_10 N1_10 115.7(2) . . ?
C2_10 C1_10 H1A_10 108.3 . . ?
N1_10 C1_10 H1A_10 108.3 . . ?
C2_10 C1_10 H1B_10 108.3 . . ?
N1_10 C1_10 H1B_10 108.3 . . ?
H1A_10 C1_10 H1B_10 107.4 . . ?
C1_10 C2_10 C3_10 110.5(2) . . ?
C1_10 C2_10 H2A_10 109.5 . . ?
C3_10 C2_10 H2A_10 109.6 . . ?
C1_10 C2_10 H2B_10 109.5 . . ?
C3_10 C2_10 H2B_10 109.6 . . ?
H2A_10 C2_10 H2B_10 108.1 . . ?
C4_10 C3_10 C2_10 114.0(3) . . ?
C4_10 C3_10 H3A_10 108.7 . . ?
C2_10 C3_10 H3A_10 108.7 . . ?
C4_10 C3_10 H3B_10 108.7 . . ?
C2_10 C3_10 H3B_10 108.7 . . ?
H3A_10 C3_10 H3B_10 107.6 . . ?
C3_10 C4_10 H4A_10 109.5 . . ?
C3_10 C4_10 H4B_10 109.5 . . ?
H4A_10 C4_10 H4B_10 109.5 . . ?
C3_10 C4_10 H4C_10 109.5 . . ?
H4A_10 C4_10 H4C_10 109.5 . . ?
H4B_10 C4_10 H4C_10 109.5 . . ?
N1_10 C5_10 C6_10 116.4(2) . . ?
N1_10 C5_10 H5A_10 108.2 . . ?
C6_10 C5_10 H5A_10 108.2 . . ?
N1_10 C5_10 H5B_10 108.2 . . ?
C6_10 C5_10 H5B_10 108.2 . . ?
H5A_10 C5_10 H5B_10 107.3 . . ?
C5_10 C6_10 C7_10 110.2(2) . . ?
C5_10 C6_10 H6A_10 109.6 . . ?
C7_10 C6_10 H6A_10 109.6 . . ?
C5_10 C6_10 H6B_10 109.6 . . ?
C7_10 C6_10 H6B_10 109.6 . . ?
H6A_10 C6_10 H6B_10 108.1 . . ?
C8_10 C7_10 C6_10 115.0(3) . . ?
C8_10 C7_10 H7A_10 108.5 . . ?
C6_10 C7_10 H7A_10 108.5 . . ?
C8_10 C7_10 H7B_10 108.5 . . ?
C6_10 C7_10 H7B_10 108.5 . . ?
H7A_10 C7_10 H7B_10 107.5 . . ?
C7_10 C8_10 H8A_10 109.5 . . ?
C7_10 C8_10 H8B_10 109.5 . . ?
H8A_10 C8_10 H8B_10 109.5 . . ?
C7_10 C8_10 H8C_10 109.5 . . ?
H8A_10 C8_10 H8C_10 109.5 . . ?
H8B_10 C8_10 H8C_10 109.5 . . ?
C10_10 C9_10 N1_10 116.8(2) . . ?
C10_10 C9_10 H9A_10 108.1 . . ?
N1_10 C9_10 H9A_10 108.1 . . ?
C10_10 C9_10 H9B_10 108.1 . . ?
N1_10 C9_10 H9B_10 108.1 . . ?
H9A_10 C9_10 H9B_10 107.3 . . ?
C9_10 C10_10 C11_10 109.0(2) . . ?
C9_10 C10_10 H10A_10 109.9 . . ?
C11_10 C10_10 H10A_10 109.9 . . ?
C9_10 C10_10 H10B_10 109.9 . . ?
C11_10 C10_10 H10B_10 109.9 . . ?
H10A_10 C10_10 H10B_10 108.3 . . ?
C12_10 C11_10 C10_10 113.8(3) . . ?
C12_10 C11_10 H11A_10 108.8 . . ?
C10_10 C11_10 H11A_10 108.8 . . ?
C12_10 C11_10 H11B_10 108.8 . . ?
C10_10 C11_10 H11B_10 108.8 . . ?
H11A_10 C11_10 H11B_10 107.7 . . ?
C11_10 C12_10 H12A_10 109.5 . . ?
C11_10 C12_10 H12B_10 109.5 . . ?
H12A_10 C12_10 H12B_10 109.5 . . ?
C11_10 C12_10 H12C_10 109.5 . . ?
H12A_10 C12_10 H12C_10 109.5 . . ?
H12B_10 C12_10 H12C_10 109.5 . . ?
N1_10 C13_10 C14B_10 116.2(2) . . ?
N1_10 C13_10 C14_10 116.2(2) . . ?
N1_10 C13_10 H13A_10 108.2 . . ?
C14_10 C13_10 H13A_10 108.2 . . ?
N1_10 C13_10 H13B_10 108.2 . . ?
C14_10 C13_10 H13B_10 108.2 . . ?
H13A_10 C13_10 H13B_10 107.4 . . ?
C13_10 C14_10 C15_10 111.1(3) . . ?
C13_10 C14_10 H14A_10 109.4 . . ?
C15_10 C14_10 H14A_10 109.4 . . ?
C13_10 C14_10 H14B_10 109.4 . . ?
C15_10 C14_10 H14B_10 109.4 . . ?
H14A_10 C14_10 H14B_10 108.0 . . ?
C16_10 C15_10 C14_10 116.1(4) . . ?
C16_10 C15_10 H15A_10 108.3 . . ?
C14_10 C15_10 H15A_10 108.3 . . ?
C16_10 C15_10 H15B_10 108.3 . . ?
C14_10 C15_10 H15B_10 108.3 . . ?
H15A_10 C15_10 H15B_10 107.4 . . ?
C15_10 C16_10 H16A_10 109.5 . . ?
C15_10 C16_10 H16B_10 109.5 . . ?
H16A_10 C16_10 H16B_10 109.5 . . ?
C15_10 C16_10 H16C_10 109.5 . . ?
H16A_10 C16_10 H16C_10 109.5 . . ?
H16B_10 C16_10 H16C_10 109.5 . . ?
C13_10 C14B_10 C15B_10 98.1(14) . . ?
C13_10 C14B_10 H14C_10 112.1 . . ?
C15B_10 C14B_10 H14C_10 112.1 . . ?
C13_10 C14B_10 H14D_10 112.1 . . ?
C15B_10 C14B_10 H14D_10 112.1 . . ?
H14C_10 C14B_10 H14D_10 109.8 . . ?
C16B_10 C15B_10 C14B_10 117.3(19) . . ?
C16B_10 C15B_10 H15C_10 108.0 . . ?
C14B_10 C15B_10 H15C_10 108.0 . . ?
C16B_10 C15B_10 H15D_10 108.0 . . ?
C14B_10 C15B_10 H15D_10 108.0 . . ?
H15C_10 C15B_10 H15D_10 107.2 . . ?
C15B_10 C16B_10 H16D_10 109.5 . . ?
C15B_10 C16B_10 H16E_10 109.5 . . ?
H16D_10 C16B_10 H16E_10 109.5 . . ?
C15B_10 C16B_10 H16F_10 109.5 . . ?
H16D_10 C16B_10 H16F_10 109.5 . . ?
H16E_10 C16B_10 H16F_10 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4_1 C1_1 C2_1 C6_1 1.8(4) . . . . ?
C3_1 C1_1 C2_1 C6_1 -179.0(3) . . . . ?
C4_1 C1_1 C2_1 C5_1 -178.1(3) . . . . ?
C3_1 C1_1 C2_1 C5_1 1.1(4) . . . . ?
C3_2 C1_2 C2_2 C5_2 -5.5(4) . . . . ?
C4_2 C1_2 C2_2 C5_2 175.4(3) . . . . ?
C3_2 C1_2 C2_2 C6_2 174.6(3) . . . . ?
C4_2 C1_2 C2_2 C6_2 -4.4(4) . . . . ?
C9_7 N1_7 C1_7 C2_7 -171.2(2) . . . . ?
C13_7 N1_7 C1_7 C2_7 67.3(3) . . . . ?
C5_7 N1_7 C1_7 C2_7 -50.4(3) . . . . ?
N1_7 C1_7 C2_7 C3_7 -176.6(2) . . . . ?
C1_7 C2_7 C3_7 C4_7 -177.1(3) . . . . ?
C1_7 N1_7 C5_7 C6_7 -56.5(2) . . . . ?
C9_7 N1_7 C5_7 C6_7 61.4(2) . . . . ?
C13_7 N1_7 C5_7 C6_7 -177.5(2) . . . . ?
N1_7 C5_7 C6_7 C7_7 177.37(19) . . . . ?
C5_7 C6_7 C7_7 C8_7 -65.1(3) . . . . ?
C1_7 N1_7 C9_7 C10_7 -177.9(2) . . . . ?
C13_7 N1_7 C9_7 C10_7 -56.4(3) . . . . ?
C5_7 N1_7 C9_7 C10_7 61.5(3) . . . . ?
N1_7 C9_7 C10_7 C11_7 -174.5(2) . . . . ?
C9_7 C10_7 C11_7 C12_7 -176.4(3) . . . . ?
C1_7 N1_7 C13_7 C14_7 68.7(3) . . . . ?
C9_7 N1_7 C13_7 C14_7 -49.8(3) . . . . ?
C5_7 N1_7 C13_7 C14_7 -170.8(2) . . . . ?
N1_7 C13_7 C14_7 C15_7 -174.8(2) . . . . ?
C13_7 C14_7 C15_7 C16_7 -166.6(3) . . . . ?
C5B_8 N1_8 C1_8 C2_8 49.2(3) . . . . ?
C5_8 N1_8 C1_8 C2_8 49.2(3) . . . . ?
C9B_8 N1_8 C1_8 C2_8 170.6(2) . . . . ?
C9_8 N1_8 C1_8 C2_8 170.6(2) . . . . ?
C13_8 N1_8 C1_8 C2_8 -69.6(3) . . . . ?
N1_8 C1_8 C2_8 C3_8 173.4(2) . . . . ?
C1_8 C2_8 C3_8 C4_8 174.9(3) . . . . ?
C9_8 N1_8 C5_8 C6_8 -60.1(7) . . . . ?
C1_8 N1_8 C5_8 C6_8 57.9(7) . . . . ?
C13_8 N1_8 C5_8 C6_8 179.1(7) . . . . ?
N1_8 C5_8 C6_8 C7_8 -162.6(7) . . . . ?
C5_8 C6_8 C7_8 C8_8 -61.2(11) . . . . ?
C9B_8 N1_8 C5B_8 C6B_8 -54.7(18) . . . . ?
C1_8 N1_8 C5B_8 C6B_8 63.3(18) . . . . ?
C13_8 N1_8 C5B_8 C6B_8 -175.5(18) . . . . ?
N1_8 C5B_8 C6B_8 C7B_8 173.9(15) . . . . ?
C5B_8 C6B_8 C7B_8 C8B_8 62(3) . . . . ?
C5_8 N1_8 C9_8 C10_8 -53.5(5) . . . . ?
C1_8 N1_8 C9_8 C10_8 -174.8(4) . . . . ?
C13_8 N1_8 C9_8 C10_8 65.1(5) . . . . ?
N1_8 C9_8 C10_8 C11_8 -177.1(4) . . . . ?
C9_8 C10_8 C11_8 C12_8 -178.0(7) . . . . ?
C5B_8 N1_8 C9B_8 C10B_8 -68.9(8) . . . . ?
C1_8 N1_8 C9B_8 C10B_8 169.8(7) . . . . ?
C13_8 N1_8 C9B_8 C10B_8 49.7(8) . . . . ?
N1_8 C9B_8 C10B_8 C11B_8 -168.3(9) . . . . ?
C9B_8 C10B_8 C11B_8 C12B_8 -75.4(16) . . . . ?
C5B_8 N1_8 C13_8 C14_8 171.8(3) . . . . ?
C5_8 N1_8 C13_8 C14_8 171.8(3) . . . . ?
C9B_8 N1_8 C13_8 C14_8 50.3(3) . . . . ?
C9_8 N1_8 C13_8 C14_8 50.3(3) . . . . ?
C1_8 N1_8 C13_8 C14_8 -66.7(3) . . . . ?
N1_8 C13_8 C14_8 C15_8 178.7(2) . . . . ?
C13_8 C14_8 C15_8 C16_8 174.5(3) . . . . ?
C5_9 N1_9 C1_9 C2_9 -51.0(12) . . . . ?
C9_9 N1_9 C1_9 C2_9 -175.5(9) . . . . ?
C13_9 N1_9 C1_9 C2_9 52.5(14) . . . . ?
N1_9 C1_9 C2_9 C3_9 -169.3(11) . . . . ?
C1_9 C2_9 C3_9 C4_9 69.6(13) . . . . ?
C5_9 N1_9 C1B_9 C2B_9 -56.6(12) . . . . ?
C9_9 N1_9 C1B_9 C2B_9 -174.7(10) . . . . ?
C13B_9 N1_9 C1B_9 C2B_9 78.4(12) . . . . ?
N1_9 C1B_9 C2B_9 C3B_9 -155.7(11) . . . . ?
C1B_9 C2B_9 C3B_9 C4B_9 79.6(17) . . . . ?
C1_9 N1_9 C5_9 C6_9 -63.8(6) . . . . ?
C9_9 N1_9 C5_9 C6_9 60.1(3) . . . . ?
C13B_9 N1_9 C5_9 C6_9 -172.6(4) . . . . ?
C1B_9 N1_9 C5_9 C6_9 -51.2(6) . . . . ?
C13_9 N1_9 C5_9 C6_9 177.1(3) . . . . ?
N1_9 C5_9 C6_9 C7_9 -173.2(3) . . . . ?
C5_9 C6_9 C7_9 C8_9 -177.5(3) . . . . ?
C1_9 N1_9 C9_9 C10_9 -173.5(8) . . . . ?
C5_9 N1_9 C9_9 C10_9 62.1(3) . . . . ?
C13B_9 N1_9 C9_9 C10_9 -76.1(4) . . . . ?
C1B_9 N1_9 C9_9 C10_9 179.6(8) . . . . ?
C13_9 N1_9 C9_9 C10_9 -40.5(4) . . . . ?
N1_9 C9_9 C10_9 C11_9 179.2(2) . . . . ?
C9_9 C10_9 C11_9 C12_9 -177.3(3) . . . . ?
C1_9 N1_9 C13_9 C14_9 66.9(10) . . . . ?
C5_9 N1_9 C13_9 C14_9 -178.0(4) . . . . ?
C9_9 N1_9 C13_9 C14_9 -63.3(5) . . . . ?
N1_9 C13_9 C14_9 C15_9 -177.3(5) . . . . ?
C13_9 C14_9 C15_9 C16_9 -55.5(16) . . . . ?
C5_9 N1_9 C13B_9 C14B_9 -30.1(6) . . . . ?
C9_9 N1_9 C13B_9 C14B_9 100.1(4) . . . . ?
C1B_9 N1_9 C13B_9 C14B_9 -155.7(7) . . . . ?
N1_9 C13B_9 C14B_9 C15B_9 -162.2(4) . . . . ?
C13B_9 C14B_9 C15B_9 C16B_9 -115.6(6) . . . . ?
C13_10 N1_10 C1_10 C2_10 170.9(2) . . . . ?
C9_10 N1_10 C1_10 C2_10 -67.3(3) . . . . ?
C5_10 N1_10 C1_10 C2_10 50.4(3) . . . . ?
N1_10 C1_10 C2_10 C3_10 177.1(2) . . . . ?
C1_10 C2_10 C3_10 C4_10 -71.7(3) . . . . ?
C13_10 N1_10 C5_10 C6_10 -59.5(3) . . . . ?
C1_10 N1_10 C5_10 C6_10 57.6(3) . . . . ?
C9_10 N1_10 C5_10 C6_10 178.9(2) . . . . ?
N1_10 C5_10 C6_10 C7_10 -171.0(2) . . . . ?
C5_10 C6_10 C7_10 C8_10 -67.5(4) . . . . ?
C13_10 N1_10 C9_10 C10_10 53.5(3) . . . . ?
C1_10 N1_10 C9_10 C10_10 -64.2(3) . . . . ?
C5_10 N1_10 C9_10 C10_10 174.4(2) . . . . ?
N1_10 C9_10 C10_10 C11_10 -176.5(2) . . . . ?
C9_10 C10_10 C11_10 C12_10 177.5(3) . . . . ?
C1_10 N1_10 C13_10 C14B_10 176.6(2) . . . . ?
C9_10 N1_10 C13_10 C14B_10 55.2(3) . . . . ?
C5_10 N1_10 C13_10 C14B_10 -62.4(3) . . . . ?
C1_10 N1_10 C13_10 C14_10 176.6(2) . . . . ?
C9_10 N1_10 C13_10 C14_10 55.2(3) . . . . ?
C5_10 N1_10 C13_10 C14_10 -62.4(3) . . . . ?
N1_10 C13_10 C14_10 C15_10 178.1(3) . . . . ?
C13_10 C14_10 C15_10 C16_10 178.9(4) . . . . ?
N1_10 C13_10 C14B_10 C15B_10 179.6(11) . . . . ?
C13_10 C14B_10 C15B_10 C16B_10 75(3) . . . . ?

_refine_diff_density_max         0.682
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_RS225_0m
_database_code_depnum_ccdc_archive 'CCDC 2353181'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University 
United States of America
;
_audit_update_record             
;
2024-05-05 deposited with the CCDC.	2024-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H36 N, C8 N5'
_chemical_formula_sum            'C24 H36 N6'
_chemical_formula_weight         408.59

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'

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

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

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

_cell_length_a                   22.2957(9)
_cell_length_b                   10.8914(4)
_cell_length_c                   21.7156(9)
_cell_angle_alpha                90
_cell_angle_beta                 108.2977(15)
_cell_angle_gamma                90
_cell_volume                     5006.6(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9933
_cell_measurement_theta_min      3.0861
_cell_measurement_theta_max      30.5025

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_F_000             1776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.066
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6537
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            66277
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.449
_diffrn_reflns_theta_max         30.547
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             7658
_reflns_number_gt                6237
_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       'Apex4 v2022.10-0 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2019/2 (Sheldrick, 2015a, 2019), 
SHELXLE Rev1541 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The anion is disordered by a pseudo-reflection. The two disordered 
moieties were restrained to have similar geometries. Uij components of 
ADPs for disordered atoms closer to each other than 2.0 Angstrom were 
restrained to be similar. Subject to these conditions the occupancy 
ratio refined to 0.665(2) to 0.335(2). 

Two of the butyl chains of the cation are disordered. The disordered 
moieties were restrained to have similar geometries as another not 
disordered butyl chain. All N-C bond distances were restrained to be 
similar. Uij components of ADPs for disordered atoms closer to each 
other than 2.0 Angstrom were restrained to be similar. Subject to these 
conditions the occupancy ratios refined to 0.727(10) to 0.273(10) for 
the butyl of C17, and to 0.849(3) to 0.151(3) for the butyl of C21. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0511P)²+1.1130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7658
_refine_ls_number_parameters     469
_refine_ls_number_restraints     655
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.1058
_refine_ls_wR_factor_gt          0.0963
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.021
_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 0.65456(19) 0.2586(4) 0.71296(15) 0.0281(5) Uani 0.665(2) 1 d D U P A 1
C2 C 0.68478(6) 0.17511(11) 0.68275(7) 0.0279(3) Uani 0.665(2) 1 d D U P A 1
C3 C 0.67184(5) 0.14922(10) 0.61668(5) 0.0306(3) Uani 0.665(2) 1 d D U P A 1
C4 C 0.6733(3) 0.2647(6) 0.7815(2) 0.0336(6) Uani 0.665(2) 1 d D U P A 1
C5 C 0.6038(3) 0.3365(7) 0.6784(3) 0.0372(11) Uani 0.665(2) 1 d D U P A 1
C6 C 0.73632(9) 0.10660(17) 0.72666(10) 0.0350(4) Uani 0.665(2) 1 d D U P A 1
C7 C 0.70822(8) 0.06222(15) 0.59501(8) 0.0366(3) Uani 0.665(2) 1 d D U P A 1
C8 C 0.62278(13) 0.2062(3) 0.56670(12) 0.0338(5) Uani 0.665(2) 1 d D U P A 1
N1 N 0.6858(2) 0.2702(4) 0.83670(19) 0.0462(5) Uani 0.665(2) 1 d D U P A 1
N2 N 0.5661(3) 0.4093(5) 0.6480(3) 0.0479(8) Uani 0.665(2) 1 d D U P A 1
N3 N 0.77702(17) 0.0538(4) 0.76175(13) 0.0519(6) Uani 0.665(2) 1 d D U P A 1
N4 N 0.7329(4) -0.0160(7) 0.5751(3) 0.0461(10) Uani 0.665(2) 1 d D U P A 1
N5 N 0.58407(9) 0.24782(19) 0.52335(11) 0.0477(4) Uani 0.665(2) 1 d D U P A 1
C1B C 0.6484(4) 0.2590(9) 0.6980(3) 0.0315(11) Uani 0.335(2) 1 d D U P A 2
C2B C 0.66843(12) 0.1868(2) 0.65559(14) 0.0296(5) Uani 0.335(2) 1 d D U P A 2
C3B C 0.71611(9) 0.1002(2) 0.66911(10) 0.0298(5) Uani 0.335(2) 1 d D U P A 2
C4B C 0.6028(6) 0.3482(14) 0.6706(7) 0.0332(14) Uani 0.335(2) 1 d D U P A 2
C5B C 0.6715(7) 0.2581(13) 0.7662(4) 0.0386(16) Uani 0.335(2) 1 d D U P A 2
C6B C 0.6344(3) 0.2048(7) 0.5881(2) 0.0337(9) Uani 0.335(2) 1 d D U P A 2
C7B C 0.72690(15) 0.0348(3) 0.61657(16) 0.0349(6) Uani 0.335(2) 1 d D U P A 2
C8B C 0.7546(2) 0.0715(4) 0.7317(2) 0.0366(8) Uani 0.335(2) 1 d D U P A 2
N1B N 0.5574(5) 0.3993(11) 0.6549(6) 0.060(2) Uani 0.335(2) 1 d D U P A 2
N2B N 0.6918(5) 0.2537(8) 0.8232(4) 0.0553(14) Uani 0.335(2) 1 d D U P A 2
N3B N 0.60586(19) 0.2188(4) 0.5353(3) 0.0497(9) Uani 0.335(2) 1 d D U P A 2
N4B N 0.7406(7) 0.0003(14) 0.5732(7) 0.047(2) Uani 0.335(2) 1 d D U P A 2
N5B N 0.7873(4) 0.0457(9) 0.7830(2) 0.0500(10) Uani 0.335(2) 1 d D U P A 2
N6 N 0.37944(3) 0.33993(5) 0.49072(3) 0.02698(12) Uani 1 1 d D . . . .
C9 C 0.41834(3) 0.44011(7) 0.53415(3) 0.02881(13) Uani 1 1 d D . . . .
H9A H 0.463578 0.417956 0.545556 0.035 Uiso 1 1 calc R U . . .
H9B H 0.412135 0.517682 0.509167 0.035 Uiso 1 1 calc R U . . .
C10 C 0.40267(3) 0.46268(7) 0.59636(3) 0.03362(15) Uani 1 1 d D . . . .
H10A H 0.419816 0.394987 0.627309 0.040 Uiso 1 1 calc R U . . .
H10B H 0.356246 0.464444 0.586881 0.040 Uiso 1 1 calc R U . . .
C11 C 0.43089(4) 0.58440(7) 0.62661(4) 0.03605(16) Uani 1 1 d D . . . .
H11A H 0.477028 0.583612 0.634042 0.043 Uiso 1 1 calc R U . . .
H11B H 0.412429 0.652033 0.596087 0.043 Uiso 1 1 calc R U . . .
C12 C 0.41855(5) 0.60789(10) 0.69046(4) 0.0482(2) Uani 1 1 d D . . . .
H12A H 0.372894 0.610926 0.683080 0.072 Uiso 1 1 calc R U . . .
H12B H 0.437602 0.686346 0.708560 0.072 Uiso 1 1 calc R U . . .
H12C H 0.437171 0.541555 0.720959 0.072 Uiso 1 1 calc R U . . .
C13 C 0.30940(3) 0.37264(7) 0.46815(3) 0.02954(14) Uani 1 1 d D . . . .
H13A H 0.286992 0.313979 0.433806 0.035 Uiso 1 1 calc R U . . .
H13B H 0.292826 0.361131 0.505046 0.035 Uiso 1 1 calc R U . . .
C14 C 0.29343(3) 0.50208(7) 0.44214(4) 0.03421(15) Uani 1 1 d . . . . .
H14A H 0.312984 0.518232 0.407836 0.041 Uiso 1 1 calc R U . . .
H14B H 0.310538 0.562223 0.477496 0.041 Uiso 1 1 calc R U . . .
C15 C 0.22179(3) 0.51666(7) 0.41440(4) 0.03625(16) Uani 1 1 d . . . . .
H15A H 0.206278 0.468756 0.373724 0.043 Uiso 1 1 calc R U . . .
H15B H 0.202005 0.482384 0.445584 0.043 Uiso 1 1 calc R U . . .
C16 C 0.20154(5) 0.64902(9) 0.40055(5) 0.0526(2) Uani 1 1 d . . . . .
H16A H 0.218924 0.682088 0.367760 0.079 Uiso 1 1 calc R U . . .
H16B H 0.217256 0.697231 0.440507 0.079 Uiso 1 1 calc R U . . .
H16C H 0.155320 0.653501 0.384421 0.079 Uiso 1 1 calc R U . . .
C17 C 0.4034(2) 0.3287(4) 0.4318(2) 0.0312(7) Uani 0.727(10) 1 d D U P B 1
H17A H 0.395248 0.407661 0.408056 0.037 Uiso 0.727(10) 1 calc R U P B 1
H17B H 0.449725 0.317001 0.448054 0.037 Uiso 0.727(10) 1 calc R U P B 1
C18 C 0.37543(19) 0.2272(4) 0.3841(2) 0.0371(7) Uani 0.727(10) 1 d D U P B 1
H18A H 0.330254 0.244197 0.361374 0.044 Uiso 0.727(10) 1 calc R U P B 1
H18B H 0.378526 0.148005 0.407269 0.044 Uiso 0.727(10) 1 calc R U P B 1
C19 C 0.41176(14) 0.2194(3) 0.33469(15) 0.0330(4) Uani 0.727(10) 1 d D U P B 1
H19A H 0.407541 0.298277 0.311007 0.040 Uiso 0.727(10) 1 calc R U P B 1
H19B H 0.457155 0.206038 0.357967 0.040 Uiso 0.727(10) 1 calc R U P B 1
C20 C 0.38732(16) 0.1159(2) 0.28645(14) 0.0425(5) Uani 0.727(10) 1 d D U P B 1
H20A H 0.341854 0.126443 0.265101 0.064 Uiso 0.727(10) 1 calc R U P B 1
H20B H 0.395042 0.037054 0.309317 0.064 Uiso 0.727(10) 1 calc R U P B 1
H20C H 0.409284 0.117486 0.253817 0.064 Uiso 0.727(10) 1 calc R U P B 1
C17B C 0.4071(6) 0.3279(7) 0.4374(5) 0.0272(16) Uani 0.273(10) 1 d D U P B 2
H17C H 0.453387 0.317088 0.456300 0.033 Uiso 0.273(10) 1 calc R U P B 2
H17D H 0.399591 0.404898 0.411933 0.033 Uiso 0.273(10) 1 calc R U P B 2
C18B C 0.3799(4) 0.2188(9) 0.3910(5) 0.0256(12) Uani 0.273(10) 1 d D U P B 2
H18C H 0.333568 0.213939 0.381932 0.031 Uiso 0.273(10) 1 calc R U P B 2
H18D H 0.398826 0.140743 0.411436 0.031 Uiso 0.273(10) 1 calc R U P B 2
C19B C 0.3955(5) 0.2396(8) 0.3269(4) 0.0401(13) Uani 0.273(10) 1 d D U P B 2
H19C H 0.379808 0.321257 0.308912 0.048 Uiso 0.273(10) 1 calc R U P B 2
H19D H 0.441879 0.238249 0.335964 0.048 Uiso 0.273(10) 1 calc R U P B 2
C20B C 0.3649(5) 0.1394(9) 0.2765(4) 0.0500(16) Uani 0.273(10) 1 d D U P B 2
H20D H 0.319130 0.152845 0.259836 0.075 Uiso 0.273(10) 1 calc R U P B 2
H20E H 0.373376 0.058409 0.297107 0.075 Uiso 0.273(10) 1 calc R U P B 2
H20F H 0.382633 0.143264 0.240607 0.075 Uiso 0.273(10) 1 calc R U P B 2
C21 C 0.38690(12) 0.2183(2) 0.52697(13) 0.0280(4) Uani 0.849(3) 1 d D U P B 1
H21A H 0.374062 0.230400 0.566247 0.034 Uiso 0.849(3) 1 calc R U P B 1
H21B H 0.357363 0.158141 0.499023 0.034 Uiso 0.849(3) 1 calc R U P B 1
C22 C 0.45299(8) 0.16322(16) 0.54750(7) 0.0349(3) Uani 0.849(3) 1 d D U P B 1
H22A H 0.483339 0.224062 0.573773 0.042 Uiso 0.849(3) 1 calc R U P B 1
H22B H 0.465159 0.144959 0.508367 0.042 Uiso 0.849(3) 1 calc R U P B 1
C23 C 0.45706(7) 0.04570(12) 0.58690(6) 0.0438(3) Uani 0.849(3) 1 d D U P B 1
H23A H 0.421385 -0.008567 0.564066 0.053 Uiso 0.849(3) 1 calc R U P B 1
H23B H 0.496698 0.002297 0.589135 0.053 Uiso 0.849(3) 1 calc R U P B 1
C24 C 0.45545(6) 0.06774(14) 0.65540(6) 0.0582(4) Uani 0.849(3) 1 d D U P B 1
H24A H 0.414533 0.103039 0.653708 0.087 Uiso 0.849(3) 1 calc R U P B 1
H24B H 0.489305 0.124739 0.677719 0.087 Uiso 0.849(3) 1 calc R U P B 1
H24C H 0.461477 -0.010347 0.678984 0.087 Uiso 0.849(3) 1 calc R U P B 1
C21B C 0.3769(7) 0.2248(14) 0.5302(8) 0.033(2) Uani 0.151(3) 1 d D U P B 2
H21C H 0.358082 0.245158 0.564634 0.040 Uiso 0.151(3) 1 calc R U P B 2
H21D H 0.350195 0.161691 0.501703 0.040 Uiso 0.151(3) 1 calc R U P B 2
C22B C 0.4417(4) 0.1766(9) 0.5599(5) 0.0379(16) Uani 0.151(3) 1 d D U P B 2
H22C H 0.468956 0.240744 0.587040 0.046 Uiso 0.151(3) 1 calc R U P B 2
H22D H 0.459952 0.152849 0.525473 0.046 Uiso 0.151(3) 1 calc R U P B 2
C23B C 0.4390(4) 0.0631(7) 0.6022(4) 0.0445(14) Uani 0.151(3) 1 d D U P B 2
H23C H 0.418793 0.086951 0.634966 0.053 Uiso 0.151(3) 1 calc R U P B 2
H23D H 0.412551 -0.001181 0.574298 0.053 Uiso 0.151(3) 1 calc R U P B 2
C24B C 0.5024(3) 0.0120(8) 0.6355(5) 0.075(3) Uani 0.151(3) 1 d D U P B 2
H24D H 0.524742 0.065950 0.671477 0.112 Uiso 0.151(3) 1 calc R U P B 2
H24E H 0.526348 0.005929 0.604747 0.112 Uiso 0.151(3) 1 calc R U P B 2
H24F H 0.497981 -0.069870 0.652357 0.112 Uiso 0.151(3) 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.410(3) . ?
C1 C4 1.415(5) . ?
C1 C5 1.425(6) . ?
C2 C3 1.4004(17) . ?
C2 C6 1.449(3) . ?
C3 C8 1.419(3) . ?
C3 C7 1.4203(19) . ?
C4 N1 1.144(5) . ?
C5 N2 1.193(7) . ?
C6 N3 1.141(3) . ?
C7 N4 1.168(6) . ?
C8 N5 1.152(3) . ?
C1B C2B 1.387(8) . ?
C1B C4B 1.396(12) . ?
C1B C5B 1.407(9) . ?
C2B C3B 1.382(3) . ?
C2B C6B 1.436(5) . ?
C3B C8B 1.396(5) . ?
C3B C7B 1.428(4) . ?
C4B N1B 1.111(14) . ?
C5B N2B 1.178(9) . ?
C6B N3B 1.135(4) . ?
C7B N4B 1.140(11) . ?
C8B N5B 1.159(5) . ?
N6 C17B 1.479(8) . ?
N6 C9 1.5226(8) . ?
N6 C21 1.523(2) . ?
N6 C13 1.5249(9) . ?
N6 C21B 1.530(12) . ?
N6 C17 1.538(3) . ?
C9 C10 1.5180(9) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.5249(11) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.5175(11) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.5188(10) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.5282(10) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.5123(12) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.510(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.535(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.519(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C17B C18B 1.552(10) . ?
C17B H17C 0.9900 . ?
C17B H17D 0.9900 . ?
C18B C19B 1.555(10) . ?
C18B H18C 0.9900 . ?
C18B H18D 0.9900 . ?
C19B C20B 1.544(8) . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C21 C22 1.522(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.5264(19) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.5181(19) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C21B C22B 1.482(12) . ?
C21B H21C 0.9900 . ?
C21B H21D 0.9900 . ?
C22B C23B 1.552(10) . ?
C22B H22C 0.9900 . ?
C22B H22D 0.9900 . ?
C23B C24B 1.479(9) . ?
C23B H23C 0.9900 . ?
C23B H23D 0.9900 . ?
C24B H24D 0.9800 . ?
C24B H24E 0.9800 . ?
C24B H24F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C4 119.6(3) . . ?
C2 C1 C5 123.8(4) . . ?
C4 C1 C5 116.6(4) . . ?
C3 C2 C1 129.17(17) . . ?
C3 C2 C6 115.87(12) . . ?
C1 C2 C6 114.97(18) . . ?
C2 C3 C8 123.84(14) . . ?
C2 C3 C7 121.23(12) . . ?
C8 C3 C7 114.93(16) . . ?
N1 C4 C1 177.2(6) . . ?
N2 C5 C1 172.9(8) . . ?
N3 C6 C2 179.2(3) . . ?
N4 C7 C3 173.4(4) . . ?
N5 C8 C3 175.6(3) . . ?
C2B C1B C4B 117.1(8) . . ?
C2B C1B C5B 127.4(7) . . ?
C4B C1B C5B 115.4(9) . . ?
C3B C2B C1B 129.2(4) . . ?
C3B C2B C6B 115.7(4) . . ?
C1B C2B C6B 115.0(5) . . ?
C2B C3B C8B 123.8(3) . . ?
C2B C3B C7B 118.8(2) . . ?
C8B C3B C7B 117.4(3) . . ?
N1B C4B C1B 161.9(16) . . ?
N2B C5B C1B 177.7(13) . . ?
N3B C6B C2B 177.8(8) . . ?
N4B C7B C3B 168.4(9) . . ?
N5B C8B C3B 178.4(7) . . ?
C17B N6 C9 104.6(4) . . ?
C9 N6 C21 110.78(12) . . ?
C17B N6 C13 114.0(5) . . ?
C9 N6 C13 111.00(5) . . ?
C21 N6 C13 107.70(11) . . ?
C17B N6 C21B 117.6(8) . . ?
C9 N6 C21B 110.7(7) . . ?
C13 N6 C21B 99.1(6) . . ?
C9 N6 C17 107.06(15) . . ?
C21 N6 C17 110.52(19) . . ?
C13 N6 C17 109.81(19) . . ?
C10 C9 N6 114.95(5) . . ?
C10 C9 H9A 108.5 . . ?
N6 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
N6 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 C11 110.19(6) . . ?
C9 C10 H10A 109.6 . . ?
C11 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
C11 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C12 C11 C10 111.80(7) . . ?
C12 C11 H11A 109.3 . . ?
C10 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N6 115.68(5) . . ?
C14 C13 H13A 108.4 . . ?
N6 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
N6 C13 H13B 108.4 . . ?
H13A C13 H13B 107.4 . . ?
C13 C14 C15 109.70(6) . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C16 C15 C14 112.78(7) . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C14 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 N6 117.0(2) . . ?
C18 C17 H17A 108.1 . . ?
N6 C17 H17A 108.1 . . ?
C18 C17 H17B 108.1 . . ?
N6 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?
C17 C18 C19 109.0(3) . . ?
C17 C18 H18A 109.9 . . ?
C19 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
C19 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
C20 C19 C18 111.6(2) . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C18 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N6 C17B C18B 113.7(6) . . ?
N6 C17B H17C 108.8 . . ?
C18B C17B H17C 108.8 . . ?
N6 C17B H17D 108.8 . . ?
C18B C17B H17D 108.8 . . ?
H17C C17B H17D 107.7 . . ?
C17B C18B C19B 108.5(7) . . ?
C17B C18B H18C 110.0 . . ?
C19B C18B H18C 110.0 . . ?
C17B C18B H18D 110.0 . . ?
C19B C18B H18D 110.0 . . ?
H18C C18B H18D 108.4 . . ?
C20B C19B C18B 111.0(7) . . ?
C20B C19B H19C 109.4 . . ?
C18B C19B H19C 109.4 . . ?
C20B C19B H19D 109.4 . . ?
C18B C19B H19D 109.4 . . ?
H19C C19B H19D 108.0 . . ?
C19B C20B H20D 109.5 . . ?
C19B C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
C19B C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C22 C21 N6 115.63(18) . . ?
C22 C21 H21A 108.4 . . ?
N6 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
N6 C21 H21B 108.4 . . ?
H21A C21 H21B 107.4 . . ?
C21 C22 C23 112.10(14) . . ?
C21 C22 H22A 109.2 . . ?
C23 C22 H22A 109.2 . . ?
C21 C22 H22B 109.2 . . ?
C23 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C24 C23 C22 113.65(11) . . ?
C24 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22B C21B N6 109.4(10) . . ?
C22B C21B H21C 109.8 . . ?
N6 C21B H21C 109.8 . . ?
C22B C21B H21D 109.8 . . ?
N6 C21B H21D 109.8 . . ?
H21C C21B H21D 108.2 . . ?
C21B C22B C23B 109.0(7) . . ?
C21B C22B H22C 109.9 . . ?
C23B C22B H22C 109.9 . . ?
C21B C22B H22D 109.9 . . ?
C23B C22B H22D 109.9 . . ?
H22C C22B H22D 108.3 . . ?
C24B C23B C22B 112.4(7) . . ?
C24B C23B H23C 109.1 . . ?
C22B C23B H23C 109.1 . . ?
C24B C23B H23D 109.1 . . ?
C22B C23B H23D 109.1 . . ?
H23C C23B H23D 107.9 . . ?
C23B C24B H24D 109.5 . . ?
C23B C24B H24E 109.5 . . ?
H24D C24B H24E 109.5 . . ?
C23B C24B H24F 109.5 . . ?
H24D C24B H24F 109.5 . . ?
H24E C24B H24F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C1 C2 C3 176.2(3) . . . . ?
C5 C1 C2 C3 -1.6(7) . . . . ?
C4 C1 C2 C6 -3.6(5) . . . . ?
C5 C1 C2 C6 178.6(5) . . . . ?
C1 C2 C3 C8 -0.5(4) . . . . ?
C6 C2 C3 C8 179.30(17) . . . . ?
C1 C2 C3 C7 179.2(3) . . . . ?
C6 C2 C3 C7 -0.96(18) . . . . ?
C4B C1B C2B C3B 174.0(8) . . . . ?
C5B C1B C2B C3B -1.9(13) . . . . ?
C4B C1B C2B C6B -6.3(12) . . . . ?
C5B C1B C2B C6B 177.8(9) . . . . ?
C1B C2B C3B C8B -1.1(7) . . . . ?
C6B C2B C3B C8B 179.1(4) . . . . ?
C1B C2B C3B C7B 178.5(6) . . . . ?
C6B C2B C3B C7B -1.3(4) . . . . ?
C2B C1B C4B N1B 111(5) . . . . ?
C5B C1B C4B N1B -73(5) . . . . ?
C2B C3B C7B N4B 79(4) . . . . ?
C8B C3B C7B N4B -102(4) . . . . ?
C17B N6 C9 C10 -175.0(5) . . . . ?
C21 N6 C9 C10 -57.91(13) . . . . ?
C13 N6 C9 C10 61.68(7) . . . . ?
C21B N6 C9 C10 -47.3(6) . . . . ?
C17 N6 C9 C10 -178.5(2) . . . . ?
N6 C9 C10 C11 -165.00(6) . . . . ?
C9 C10 C11 C12 -177.65(7) . . . . ?
C17B N6 C13 C14 -70.3(3) . . . . ?
C9 N6 C13 C14 47.48(7) . . . . ?
C21 N6 C13 C14 168.90(12) . . . . ?
C21B N6 C13 C14 163.9(8) . . . . ?
C17 N6 C13 C14 -70.70(16) . . . . ?
N6 C13 C14 C15 173.55(6) . . . . ?
C13 C14 C15 C16 167.87(7) . . . . ?
C9 N6 C17 C18 175.1(3) . . . . ?
C21 N6 C17 C18 54.3(4) . . . . ?
C13 N6 C17 C18 -64.3(4) . . . . ?
N6 C17 C18 C19 -172.0(4) . . . . ?
C17 C18 C19 C20 178.1(3) . . . . ?
C9 N6 C17B C18B 173.0(7) . . . . ?
C13 N6 C17B C18B -65.6(9) . . . . ?
C21B N6 C17B C18B 49.7(12) . . . . ?
N6 C17B C18B C19B 162.2(9) . . . . ?
C17B C18B C19B C20B -175.4(7) . . . . ?
C9 N6 C21 C22 -64.5(2) . . . . ?
C13 N6 C21 C22 173.97(15) . . . . ?
C17 N6 C21 C22 54.0(3) . . . . ?
N6 C21 C22 C23 176.60(16) . . . . ?
C21 C22 C23 C24 -73.25(18) . . . . ?
C17B N6 C21B C22B 58.6(15) . . . . ?
C9 N6 C21B C22B -61.6(13) . . . . ?
C13 N6 C21B C22B -178.2(10) . . . . ?
N6 C21B C22B C23B 177.7(10) . . . . ?
C21B C22B C23B C24B -177.9(11) . . . . ?

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.027

