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

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

data_f0
_audit_block_doi                 10.5517/cc6jkv3
_database_code_depnum_ccdc_archive 'CCDC 194675'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.molstruc.2003.08.025 2003
_audit_update_record             
;
2002-10-01 deposited with the CCDC.	2019-11-12 downloaded from the CCDC.
;
#==============================================================================

_chemical_name_systematic        
; 
? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H10 N2, C4 H6 O4'
_chemical_formula_sum            'C16 H16 N2 O4'
_chemical_formula_weight         300.31

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'p -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.8678(14)
_cell_length_b                   8.877(3)
_cell_length_c                   9.0187(18)
_cell_angle_alpha                68.82(2)
_cell_angle_beta                 88.840(10)
_cell_angle_gamma                85.574(14)
_cell_volume                     362.31(16)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2567
_cell_measurement_theta_min      4.93
_cell_measurement_theta_max      54.93

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.528
_exptl_crystal_size_mid          0.409
_exptl_crystal_size_min          0.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             158
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   
;
Higashi, T. (1995). Program for 
Absorption Correction Correction. Rigaku Corporation, Tokyo, Japan.
;

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            1669
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0231
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         27.48
_reflns_number_total             1669
_reflns_number_gt                1061
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  'Crystal Structure'

_refine_special_details          
; 
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
goodness of fit S are based on F², conventional R-factors R are based 
on F, with F set to zero for negative F². The threshold expression of 
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 

not relevant to the choice of reflections for refinement.  R-factors based 

on F² are statistically about twice as large as those based on F, and R- 

factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1780P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1464
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0693
_refine_ls_wR_factor_ref         0.2233
_refine_ls_wR_factor_gt          0.2005
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2642(4) 0.7034(2) 0.7367(2) 0.0516(6) Uani 1 1 d . . .
C4 C 0.7026(4) 0.6135(2) 0.5714(3) 0.0433(5) Uani 1 1 d . . .
C8 C 0.6181(5) 0.5083(3) 0.7182(3) 0.0484(6) Uani 1 1 d . . .
C7 C 0.3998(5) 0.5570(3) 0.7958(3) 0.0506(6) Uani 1 1 d . . .
C5 C 0.5593(5) 0.7651(3) 0.5087(3) 0.0498(6) Uani 1 1 d . . .
C6 C 0.3434(5) 0.8049(3) 0.5944(3) 0.0539(6) Uani 1 1 d . . .
C3 C 0.9312(4) 0.5728(2) 0.4796(2) 0.0437(6) Uani 1 1 d . . .
O2 O 0.1203(4) 0.9747(2) 0.2012(2) 0.0617(6) Uani 1 1 d . . .
O1 O 0.1291(3) 1.24301(18) 0.0820(2) 0.0618(6) Uani 1 1 d . . .
H1 H 0.0023 1.2439 0.1430 0.093 Uiso 1 1 calc R . .
C2 C 0.4507(4) 1.0853(2) -0.0069(3) 0.0490(6) Uani 1 1 d . . .
C1 C 0.2155(4) 1.0916(2) 0.1041(3) 0.0469(6) Uani 1 1 d . . .
H3 H 0.987(4) 0.664(3) 0.386(3) 0.050(6) Uiso 1 1 d . . .
H2B H 0.608(5) 1.144(3) 0.018(3) 0.054(6) Uiso 1 1 d . . .
H5 H 0.610(5) 0.843(3) 0.411(3) 0.064(7) Uiso 1 1 d . . .
H6 H 0.234(5) 0.910(3) 0.556(3) 0.058(7) Uiso 1 1 d . . .
H2A H 0.399(5) 1.163(3) -0.118(3) 0.062(7) Uiso 1 1 d . . .
H8 H 0.707(6) 0.397(4) 0.768(4) 0.081(9) Uiso 1 1 d . . .
H7 H 0.335(5) 0.482(3) 0.893(3) 0.060(7) Uiso 1 1 d . . .


_geom_special_details            
; 
Least-squares planes (x,y,z in crystal coordinates) and deviations from 
them
(* indicates atom used to define plane)

3.3233 (0.0030) x + 5.5048 (0.0063) y + 5.8303 (0.0068) z = 9.0394 
(0.0048) 

*    0.0040 (0.0015)  C4
*   -0.0027 (0.0016)  C5
*   -0.0024 (0.0017)  C6
*   -0.0048 (0.0016)  C7
*   -0.0003 (0.0016)  C8
*    0.0062 (0.0015)  N1
0.0048 (0.0033)  C3

Rms deviation of fitted atoms =   0.0039


3.3233 (0.0030) x + 5.5048 (0.0063) y + 5.8303 (0.0068) z = 8.9422 
(0.0037) 

Angle to previous plane (with approximate esd) =  0.00 ( 0.13 )

*   -0.0040 (0.0015)  C4_$1
*    0.0027 (0.0016)  C5_$1
*    0.0024 (0.0017)  C6_$1
*    0.0048 (0.0016)  C7_$1
*    0.0003 (0.0016)  C8_$1
*   -0.0062 (0.0015)  N1_$1
-0.0048 (0.0033)  C3_$1

Rms deviation of fitted atoms =   0.0039


3.3190 (0.0154) x + 2.8764 (0.0145) y + 6.7200 (0.0259) z = 4.5548 
(0.0169) 

Angle to previous plane (with approximate esd) = 21.32 ( 0.31 )

*    0.0000 (0.0000)  O1
*    0.0000 (0.0000)  O2
*    0.0000 (0.0000)  C1
0.0164 (0.0087)  C2

Rms deviation of fitted atoms =   0.0000


3.3190 (0.0153) x + 2.8764 (0.0145) y + 6.7200 (0.0259) z = 4.5169 
(0.0116) 

Angle to previous plane (with approximate esd) =  0.00 ( 0.61 )

*    0.0000 (0.0000)  O1_$2
*    0.0000 (0.0000)  O2_$2
*    0.0000 (0.0000)  C1_$2
-0.0164 (0.0087)  C2_$2

Rms deviation of fitted atoms =   0.0000

;

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 C6 1.344(3) . ?
N1 C7 1.338(3) . ?
C4 C5 1.393(3) . ?
C4 C8 1.392(3) . ?
C4 C3 1.474(3) . ?
C8 C7 1.387(3) . ?
C8 H8 0.99(3) . ?
C7 H7 0.95(3) . ?
C5 C6 1.390(3) . ?
C5 H5 0.94(3) . ?
C6 H6 0.99(2) . ?
C3 C3 1.336(4) 2_766 ?
C3 H3 0.99(3) . ?
O2 C1 1.208(3) . ?
O1 C1 1.321(2) . ?
O1 H1 0.8200 . ?
C2 C1 1.517(3) . ?
C2 C2 1.514(4) 2_675 ?
C2 H2B 1.03(2) . ?
C2 H2A 1.01(3) . ?

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
C6 N1 C7 117.50(18) . . ?
C5 C4 C8 117.4(2) . . ?
C5 C4 C3 118.8(2) . . ?
C8 C4 C3 123.81(18) . . ?
C7 C8 C4 119.8(2) . . ?
C7 C8 H8 118.7(18) . . ?
C4 C8 H8 121.5(18) . . ?
N1 C7 C8 122.9(2) . . ?
N1 C7 H7 117.5(16) . . ?
C8 C7 H7 119.5(15) . . ?
C6 C5 C4 119.3(2) . . ?
C6 C5 H5 119.4(16) . . ?
C4 C5 H5 121.2(16) . . ?
N1 C6 C5 123.1(2) . . ?
N1 C6 H6 113.8(15) . . ?
C5 C6 H6 123.1(15) . . ?
C3 C3 C4 124.4(3) 2_766 . ?
C3 C3 H3 120.4(14) 2_766 . ?
C4 C3 H3 115.1(13) . . ?
C1 O1 H1 109.5 . . ?
C1 C2 C2 113.4(2) . 2_675 ?
C1 C2 H2B 107.2(13) . . ?
C2 C2 H2B 111.1(13) 2_675 . ?
C1 C2 H2A 108.5(16) . . ?
C2 C2 H2A 116.0(16) 2_675 . ?
H2B C2 H2A 99.5(18) . . ?
O2 C1 O1 124.1(2) . . ?
O2 C1 C2 125.00(18) . . ?
O1 C1 C2 110.91(19) . . ?

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
C5 C4 C8 C7 -0.3(3) . . . . ?
C3 C4 C8 C7 -179.8(2) . . . . ?
C6 N1 C7 C8 1.2(3) . . . . ?
C4 C8 C7 N1 -0.6(4) . . . . ?
C8 C4 C5 C6 0.5(3) . . . . ?
C3 C4 C5 C6 -180.0(2) . . . . ?
C7 N1 C6 C5 -0.9(4) . . . . ?
C4 C5 C6 N1 0.1(4) . . . . ?
C5 C4 C3 C3 -174.1(2) . . . 2_766 ?
C8 C4 C3 C3 5.4(4) . . . 2_766 ?
C2 C2 C1 O2 3.6(4) 2_675 . . . ?
C2 C2 C1 O1 -177.1(3) 2_675 . . . ?

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
C7 H7 O1 0.95(3) 2.46(3) 3.376(3) 160(2) 1_546
O1 H1 N1 0.82 1.82 2.619(3) 166.4 2_576

_diffrn_measured_fraction_theta_max 0.876
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.876
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.065
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC) in cooperation with FIZ Karlsruhe.
# 
# Please note that these data are only for research purposes or private use.
# For detailed information please see under Terms & Conditions.
# Full information about CCDC and FIZ Karlsruhe 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 FIZ Karlsruhe. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_194675-ICSD
_database_code_depnum_ccdc_archive 'CCDC 1703336'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.jallcom.2015.01.150 2015
_audit_update_record             
;
2018-02-28 deposited with the CCDC.	2019-11-12 downloaded from the CCDC.
;
_database_code_ICSD              194675
_chemical_name_systematic        
;
Neodymium Nickel Germanium (1/0.5/1.5)
;
_chemical_formula_sum            'Ge1.5 Nd1 Ni0.5'
_cell_length_a                   4.1341
_cell_length_b                   4.1341
_cell_length_c                   4.1716
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     61.74
_cell_formula_units_Z            1
_symmetry_space_group_name_H-M   'P 6/m m m'
_symmetry_Int_Tables_number      191
_symmetry_cell_setting           hexagonal
_refine_ls_R_factor_all          0.0353
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 '-x, -x+y, -z'
2 'x-y, -y, -z'
3 'y, x, -z'
4 '-x+y, -x, -z'
5 '-y, x-y, -z'
6 'x, y, -z'
7 'x, x-y, -z'
8 '-x+y, y, -z'
9 '-y, -x, -z'
10 'x-y, x, -z'
11 'y, -x+y, -z'
12 '-x, -y, -z'
13 'x, x-y, z'
14 '-x+y, y, z'
15 '-y, -x, z'
16 'x-y, x, z'
17 'y, -x+y, z'
18 '-x, -y, z'
19 '-x, -x+y, z'
20 'x-y, -y, z'
21 'y, x, z'
22 '-x+y, -x, z'
23 '-y, x-y, z'
24 'x, y, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
Nd1 Nd0+ 0 0 0
Ni1 Ni0+ 0.3333 0.6667 0.5
Ge1 Ge0+ 0.3333 0.6667 0.5

#End of data_194675-ICSD


####################################################################### 
# 
# 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_Gilliard_KEK35
_database_code_depnum_ccdc_archive 'CCDC 1962780'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2019-10-31 deposited with the CCDC.	2019-11-12 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            KEK-35
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42.74 H66.23 Ge2 I1.26 N4'
_chemical_formula_iupac          ?
_chemical_formula_weight         940.89

_chemical_melting_point          ?

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

_cell_length_a                   19.7850(18)
_cell_length_b                   17.7220(17)
_cell_length_c                   17.0451(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5976.5(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9951
_cell_measurement_theta_min      2.2989
_cell_measurement_theta_max      24.6467
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.438
_exptl_crystal_size_mid          0.314
_exptl_crystal_size_min          0.294
_exptl_crystal_density_diffrn    1.046
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1925

_exptl_absorpt_coefficient_mu    1.679
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.42
_exptl_absorpt_correction_T_max  0.56

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            47710
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_full        25.40
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          SQUEEZE

_reflns_number_total             5677
_reflns_number_gt                3800
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1447
_refine_ls_R_factor_gt           0.1012
_refine_ls_wR_factor_gt          0.1923
_refine_ls_wR_factor_ref         0.2220
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.051
_refine_ls_number_reflns         5677
_refine_ls_number_parameters     252
_refine_ls_number_restraints     6
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+92.5641P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.546
_refine_diff_density_min         -1.202
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2017.5.0.0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge Ge1 0.29353(6) 0.52201(7) 0.61567(6) 0.0620(4) Uani d . . . 1.0 . .
N N1 0.2903(4) 0.4610(5) 0.5286(4) 0.055(2) Uani d . . . 1.0 . .
N N2 0.3537(4) 0.4599(5) 0.6678(4) 0.055(2) Uani d . . . 1.0 . .
C C1 0.3064(5) 0.3887(5) 0.5598(4) 0.045(2) Uani d . . . 1.0 . .
C C2 0.3395(4) 0.3891(6) 0.6325(5) 0.051(2) Uani d . . . 1.0 . .
C C3 0.3450(4) 0.3193(5) 0.6772(5) 0.046(2) Uani d . . . 1.0 . .
C C4 0.3346(6) 0.25 0.6377(6) 0.043(3) Uani d T P S 1.0 . .
C C5 0.3013(6) 0.25 0.5631(6) 0.046(3) Uani d T P S 1.0 . .
C C6 0.2770(5) 0.3190(5) 0.5323(5) 0.047(2) Uani d . . . 1.0 . .
C C7 0.2224(5) 0.3169(6) 0.4790(5) 0.059(3) Uani d . . . 1.0 . .
H H7 0.204352 0.363156 0.460159 0.07 Uiso calc . . R 1.0 . .
C C8 0.1944(8) 0.25 0.4534(8) 0.062(4) Uani d T P S 1.0 B .
C C9 0.3559(4) 0.3169(5) 0.7581(5) 0.044(2) Uani d . . . 1.0 . .
H H9 0.360873 0.36315 0.785654 0.053 Uiso calc . . R 1.0 . .
C C10 0.3597(6) 0.25 0.7999(6) 0.045(3) Uani d T P S 1.0 C .
C C11 0.2999(5) 0.4814(5) 0.4441(5) 0.053(2) Uani d . . . 1.0 . .
C C12 0.2329(6) 0.4993(9) 0.4044(7) 0.106(5) Uani d . . . 1.0 . .
H H12A 0.207491 0.452443 0.396432 0.159 Uiso calc . . GR 1.0 . .
H H12B 0.241473 0.523277 0.353592 0.159 Uiso calc . . GR 1.0 . .
H H12C 0.206683 0.533561 0.437675 0.159 Uiso calc . . GR 1.0 . .
C C13 0.3400(7) 0.5562(6) 0.4405(6) 0.084(4) Uani d . . . 1.0 . .
H H13A 0.314024 0.596189 0.466293 0.125 Uiso calc . . GR 1.0 . .
H H13B 0.348033 0.569864 0.385624 0.125 Uiso calc . . GR 1.0 . .
H H13C 0.38341 0.549792 0.467436 0.125 Uiso calc . . GR 1.0 . .
C C14 0.3401(6) 0.4243(7) 0.4010(6) 0.073(3) Uani d . . . 1.0 . .
H H14A 0.381313 0.412842 0.4306 0.11 Uiso calc . . GR 1.0 . .
H H14B 0.352255 0.4441 0.34923 0.11 Uiso calc . . GR 1.0 . .
H H14C 0.313306 0.378174 0.394758 0.11 Uiso calc . . GR 1.0 . .
C C15 0.4246(5) 0.4860(5) 0.6773(5) 0.052(2) Uani d . . . 1.0 . .
C C16 0.4557(6) 0.5109(9) 0.6002(7) 0.107(5) Uani d . . . 1.0 . .
H H16A 0.424946 0.545822 0.573541 0.16 Uiso calc . . GR 1.0 . .
H H16B 0.463541 0.466723 0.566857 0.16 Uiso calc . . GR 1.0 . .
H H16C 0.498853 0.536341 0.610396 0.16 Uiso calc . . GR 1.0 . .
C C17 0.4265(7) 0.5465(8) 0.7375(8) 0.110(5) Uani d . . . 1.0 . .
H H17A 0.405566 0.592277 0.716347 0.165 Uiso calc . . GR 1.0 . .
H H17B 0.473519 0.557085 0.751772 0.165 Uiso calc . . GR 1.0 . .
H H17C 0.401584 0.529986 0.784165 0.165 Uiso calc . . GR 1.0 . .
C C18 0.4710(6) 0.4241(8) 0.7095(7) 0.088(4) Uani d . . . 1.0 . .
H H18A 0.458779 0.413247 0.764039 0.133 Uiso calc . . GR 1.0 . .
H H18B 0.518049 0.441217 0.70715 0.133 Uiso calc . . GR 1.0 . .
H H18C 0.465791 0.37832 0.677841 0.133 Uiso calc . . GR 1.0 . .
C C19 0.1303(10) 0.25 0.4009(10) 0.085(6) Uani d T P DS 1.0 . .
C C22 0.3655(8) 0.25 0.8902(7) 0.058(4) Uani d T P DS 1.0 . .
C C25 0.2983(7) 0.6302(7) 0.6134(6) 0.091(4) Uani d . . . 1.0 . .
H H25A 0.264261 0.64982 0.576957 0.136 Uiso calc . . GR 1.0 . .
H H25B 0.343381 0.645847 0.596025 0.136 Uiso calc . . GR 1.0 . .
H H25C 0.289677 0.650149 0.666089 0.136 Uiso calc . . GR 1.0 . .
I I1 0.17959(7) 0.49026(9) 0.68091(6) 0.0762(6) Uani d . . . 0.629(4) A 1
C C20 0.1565(12) 0.25 0.3181(13) 0.106(6) Uani d T P S 0.770(16) B 1
H H20A 0.118406 0.25 0.281364 0.159 Uiso calc T P RS 0.770(16) B 1
H H20B 0.184155 0.295151 0.309413 0.159 Uiso calc . . R 0.385(8) B 1
H H20C 0.184155 0.204849 0.309413 0.159 Uiso calc . . R 0.385(8) B 1
C C21 0.0827(8) 0.1819(12) 0.4179(10) 0.106(6) Uani d . . . 0.770(16) B 1
H H21A 0.067005 0.184344 0.472329 0.159 Uiso calc . . R 0.770(16) B 1
H H21B 0.043791 0.183837 0.382392 0.159 Uiso calc . . R 0.770(16) B 1
H H21C 0.107464 0.134655 0.409555 0.159 Uiso calc . . R 0.770(16) B 1
C C23 0.4044(9) 0.3192(10) 0.9195(6) 0.095(6) Uani d . . . 0.820(16) C 1
H H23A 0.450453 0.318333 0.898228 0.142 Uiso calc . . R 0.820(16) C 1
H H23B 0.381406 0.365227 0.90204 0.142 Uiso calc . . R 0.820(16) C 1
H H23C 0.406343 0.318412 0.976927 0.142 Uiso calc . . R 0.820(16) C 1
C C24 0.2958(12) 0.25 0.9214(9) 0.095(6) Uani d T P S 0.820(16) C 1
H H24A 0.271673 0.205417 0.902131 0.142 Uiso calc . . R 0.410(8) C 1
H H24B 0.297235 0.248884 0.978892 0.142 Uiso calc . . R 0.820(16) C 1
H H24C 0.272298 0.295699 0.904006 0.142 Uiso calc . . R 0.410(8) C 1
C C26 0.2207(19) 0.517(2) 0.6757(16) 0.0762(6) Uani d . . . 0.371(4) A 2
H H26A 0.180536 0.510692 0.642637 0.114 Uiso calc . . GR 0.371(4) A 2
H H26B 0.216559 0.563322 0.706452 0.114 Uiso calc . . GR 0.371(4) A 2
H H26C 0.224622 0.473589 0.711253 0.114 Uiso calc . . GR 0.371(4) A 2
C C20A 0.077(3) 0.25 0.464(3) 0.106(6) Uani d T P DS 0.230(16) B 2
H H20D 0.078483 0.297807 0.492548 0.159 Uiso calc . . R 0.115(8) B 2
H H20E 0.032227 0.24411 0.439488 0.159 Uiso calc . . R 0.115(8) B 2
H H20F 0.084982 0.208083 0.500003 0.159 Uiso calc . . R 0.115(8) B 2
C C21A 0.133(2) 0.179(2) 0.352(2) 0.106(6) Uani d . . D 0.230(16) B 2
H H21D 0.168932 0.183405 0.312683 0.159 Uiso calc . . R 0.230(16) B 2
H H21E 0.142267 0.135497 0.386003 0.159 Uiso calc . . R 0.230(16) B 2
H H21F 0.089512 0.171524 0.325488 0.159 Uiso calc . . R 0.230(16) B 2
C C23A 0.327(2) 0.314(3) 0.929(3) 0.095(6) Uani d . . D 0.180(16) C 2
H H23D 0.278605 0.309407 0.915474 0.142 Uiso calc . . R 0.180(16) C 2
H H23E 0.332065 0.310476 0.985923 0.142 Uiso calc . . R 0.180(16) C 2
H H23F 0.344071 0.362202 0.910236 0.142 Uiso calc . . R 0.180(16) C 2
C C24A 0.4403(13) 0.25 0.906(4) 0.095(6) Uani d T P DS 0.180(16) C 2
H H24D 0.461367 0.207265 0.879074 0.142 Uiso calc . . R 0.090(8) C 2
H H24E 0.460104 0.297231 0.887036 0.142 Uiso calc . . R 0.090(8) C 2
H H24F 0.448098 0.245505 0.962723 0.142 Uiso calc . . R 0.180(16) C 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ge1 N1 . 1.838(7) ?
Ge1 N2 . 1.849(8) ?
Ge1 C25 . 1.920(12) ?
Ge1 I1 . 2.5758(19) ?
Ge1 C26 . 1.77(4) ?
N1 C1 . 1.424(11) ?
N1 C11 . 1.497(10) ?
N2 C2 . 1.421(12) ?
N2 C15 . 1.487(12) ?
C1 C2 . 1.400(11) ?
C1 C6 . 1.443(12) ?
C2 C3 . 1.456(13) ?
C3 C4 . 1.416(10) ?
C3 C9 . 1.397(11) ?
C4 C5 . 1.431(15) ?
C5 C6 . 1.415(10) ?
C5 C6 7_565 1.415(10) ?
C6 C7 . 1.412(12) ?
C7 H7 . 0.95 ?
C7 C8 . 1.380(12) ?
C8 C19 . 1.55(2) ?
C9 H9 . 0.95 ?
C9 C10 . 1.385(10) ?
C10 C22 . 1.543(15) ?
C11 C12 . 1.520(14) ?
C11 C13 . 1.545(14) ?
C11 C14 . 1.482(14) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C16 . 1.517(13) ?
C15 C17 . 1.484(15) ?
C15 C18 . 1.531(15) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 C20 . 1.50(3) ?
C19 C21 . 1.56(2) ?
C19 C21 7_565 1.56(2) ?
C19 C20A . 1.505(19) ?
C19 C21A 7_565 1.513(19) ?
C19 C21A . 1.513(19) ?
C22 C23 7_565 1.532(16) ?
C22 C23 . 1.532(16) ?
C22 C24 . 1.48(3) ?
C22 C23A 7_565 1.517(19) ?
C22 C23A . 1.516(19) ?
C22 C24A . 1.504(19) ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C20A H20D . 0.98 ?
C20A H20D 7_565 0.9801 ?
C20A H20E 7_565 0.98 ?
C20A H20E . 0.98 ?
C20A H20F . 0.98 ?
C20A H20F 7_565 0.98 ?
C21A H21D . 0.98 ?
C21A H21E . 0.98 ?
C21A H21F . 0.98 ?
C23A H23D . 0.98 ?
C23A H23E . 0.98 ?
C23A H23F . 0.98 ?
C24A H24D . 0.98 ?
C24A H24D 7_565 0.9801 ?
C24A H24E . 0.98 ?
C24A H24E 7_565 0.98 ?
C24A H24F 7_565 0.98 ?
C24A H24F . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Ge1 N2 . . 93.5(4) ?
N1 Ge1 C25 . . 125.0(4) ?
N1 Ge1 I1 . . 100.9(3) ?
N2 Ge1 C25 . . 124.9(5) ?
N2 Ge1 I1 . . 103.0(2) ?
C25 Ge1 I1 . . 105.7(4) ?
C26 Ge1 N1 . . 114.1(13) ?
C26 Ge1 N2 . . 102.4(11) ?
C26 Ge1 C25 . . 95.9(14) ?
C1 N1 Ge1 . . 102.7(5) ?
C1 N1 C11 . . 123.3(7) ?
C11 N1 Ge1 . . 129.0(6) ?
C2 N2 Ge1 . . 101.2(6) ?
C2 N2 C15 . . 120.5(8) ?
C15 N2 Ge1 . . 118.4(6) ?
N1 C1 C6 . . 124.0(7) ?
C2 C1 N1 . . 115.5(8) ?
C2 C1 C6 . . 118.7(8) ?
N2 C2 C3 . . 120.9(7) ?
C1 C2 N2 . . 118.2(9) ?
C1 C2 C3 . . 119.6(9) ?
C4 C3 C2 . . 118.5(7) ?
C9 C3 C2 . . 123.7(8) ?
C9 C3 C4 . . 117.7(9) ?
C3 C4 C3 7_565 . 120.4(10) ?
C3 C4 C5 . . 119.3(5) ?
C3 C4 C5 7_565 . 119.3(5) ?
C6 C5 C4 7_565 . 119.1(5) ?
C6 C5 C4 . . 119.1(5) ?
C6 C5 C6 . 7_565 119.6(10) ?
C5 C6 C1 . . 118.8(8) ?
C7 C6 C1 . . 122.7(9) ?
C7 C6 C5 . . 118.5(9) ?
C6 C7 H7 . . 118.9 ?
C8 C7 C6 . . 122.3(10) ?
C8 C7 H7 . . 118.9 ?
C7 C8 C7 7_565 . 118.4(13) ?
C7 C8 C19 7_565 . 120.7(6) ?
C7 C8 C19 . . 120.7(6) ?
C3 C9 H9 . . 118.6 ?
C10 C9 C3 . . 122.9(9) ?
C10 C9 H9 . . 118.6 ?
C9 C10 C9 . 7_565 117.7(10) ?
C9 C10 C22 . . 121.1(5) ?
C9 C10 C22 7_565 . 121.1(5) ?
N1 C11 C12 . . 111.6(8) ?
N1 C11 C13 . . 108.1(7) ?
C12 C11 C13 . . 104.6(10) ?
C14 C11 N1 . . 112.3(8) ?
C14 C11 C12 . . 112.9(9) ?
C14 C11 C13 . . 106.9(9) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12B . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C13 H13A . . 109.5 ?
C11 C13 H13B . . 109.5 ?
C11 C13 H13C . . 109.5 ?
H13A C13 H13B . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C11 C14 H14A . . 109.5 ?
C11 C14 H14B . . 109.5 ?
C11 C14 H14C . . 109.5 ?
H14A C14 H14B . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
N2 C15 C16 . . 112.3(8) ?
N2 C15 C18 . . 112.5(7) ?
C16 C15 C18 . . 106.0(10) ?
C17 C15 N2 . . 108.8(9) ?
C17 C15 C16 . . 112.2(10) ?
C17 C15 C18 . . 104.8(9) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16B . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 C17 H17A . . 109.5 ?
C15 C17 H17B . . 109.5 ?
C15 C17 H17C . . 109.5 ?
H17A C17 H17B . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C15 C18 H18A . . 109.5 ?
C15 C18 H18B . . 109.5 ?
C15 C18 H18C . . 109.5 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C8 C19 C21 . 7_565 112.8(10) ?
C8 C19 C21 . . 112.8(9) ?
C20 C19 C8 . . 105.0(16) ?
C20 C19 C21 . 7_565 112.5(11) ?
C20 C19 C21 . . 112.5(11) ?
C20 C19 C21A . 7_565 58.(2) ?
C21 C19 C21 7_565 . 101.6(19) ?
C20A C19 C8 . . 99.(3) ?
C20A C19 C21A . . 114.6(18) ?
C21A C19 C8 7_565 . 107.(2) ?
C21A C19 C8 . . 107.(2) ?
C23 C22 C10 . . 111.3(8) ?
C23 C22 C10 7_565 . 111.3(8) ?
C23 C22 C23 . 7_565 106.4(16) ?
C24 C22 C10 . . 106.9(12) ?
C24 C22 C23 . . 110.6(9) ?
C24 C22 C23 . 7_565 110.6(9) ?
C24 C22 C23A . 7_565 51.(2) ?
C23A C22 C10 . . 113.(2) ?
C23A C22 C10 7_565 . 113.(2) ?
C24A C22 C10 . . 105.(3) ?
C24A C22 C23A . . 114.8(18) ?
Ge1 C25 H25A . . 109.5 ?
Ge1 C25 H25B . . 109.5 ?
Ge1 C25 H25C . . 109.5 ?
H25A C25 H25B . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20B . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C19 C21 H21A . . 109.5 ?
C19 C21 H21B . . 109.5 ?
C19 C21 H21C . . 109.5 ?
C19 C21 H20D . 7_565 90.4(14) ?
H21A C21 H21B . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21A C21 H20D . 7_565 19.6 ?
H21B C21 H21C . . 109.5 ?
H21B C21 H20D . 7_565 122.2 ?
H21C C21 H20D . 7_565 113.7 ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
C22 C23 H24D . 7_565 88.6(12) ?
H23A C23 H23B . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23A C23 H24D . 7_565 20.9 ?
H23B C23 H23C . . 109.5 ?
H23B C23 H24D . 7_565 120.2 ?
H23C C23 H24D . 7_565 117.1 ?
C22 C24 H24A . . 109.5 ?
C22 C24 H24B . . 109.5 ?
C22 C24 H24C . . 109.5 ?
H24A C24 H24B . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
Ge1 C26 H26A . . 109.5 ?
Ge1 C26 H26B . . 109.5 ?
Ge1 C26 H26C . . 109.5 ?
H26A C26 H26B . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C19 C20A H20D . 7_565 109.5(10) ?
C19 C20A H20D . . 109.5 ?
C19 C20A H20E . 7_565 109.(3) ?
C19 C20A H20E . . 109.5 ?
C19 C20A H20F . 7_565 109.5(15) ?
C19 C20A H20F . . 109.5 ?
H20D C20A H20E . . 109.5 ?
H20D C20A H20F . . 109.5 ?
H20E C20A H20F . . 109.5 ?
C19 C21A H20B . 7_565 92.(3) ?
C19 C21A H21D . . 109.5 ?
C19 C21A H21E . . 109.5 ?
C19 C21A H21F . . 109.5 ?
H21D C21A H21E . . 109.5 ?
H21D C21A H21F . . 109.5 ?
H21E C21A H21F . . 109.5 ?
C22 C23A H24A . 7_565 95.(3) ?
C22 C23A H23D . . 109.5 ?
C22 C23A H23E . . 109.5 ?
C22 C23A H23F . . 109.5 ?
H23D C23A H23E . . 109.5 ?
H23D C23A H23F . . 109.5 ?
H23E C23A H23F . . 109.5 ?
C22 C24A H24D . . 109.5 ?
C22 C24A H24D . 7_565 109.5(16) ?
C22 C24A H24E . . 109.5 ?
C22 C24A H24E . 7_565 109.5(12) ?
C22 C24A H24F . 7_565 109.(3) ?
C22 C24A H24F . . 109.5 ?
H24D C24A H24E . . 109.5 ?
H24D C24A H24F 7_565 7_565 109.5 ?
H24D C24A H24F . . 109.5 ?
H24D C24A H24F . 7_565 117.3 ?
H24E C24A H24F . 7_565 101.2 ?
H24E C24A H24F 7_565 7_565 109.5 ?
H24E C24A H24F . . 109.5 ?
H24F C24A H24F . 7_565 9.3 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Ge1 N1 C1 C2 . . . . -19.9(9) ?
Ge1 N1 C1 C6 . . . . 144.3(7) ?
Ge1 N1 C11 C12 . . . . -92.8(11) ?
Ge1 N1 C11 C13 . . . . 21.7(13) ?
Ge1 N1 C11 C14 . . . . 139.3(8) ?
Ge1 N2 C2 C1 . . . . 19.6(9) ?
Ge1 N2 C2 C3 . . . . -146.9(7) ?
Ge1 N2 C15 C16 . . . . -51.3(11) ?
Ge1 N2 C15 C17 . . . . 73.6(9) ?
Ge1 N2 C15 C18 . . . . -170.8(7) ?
N1 Ge1 N2 C2 . . . . -25.8(6) ?
N1 Ge1 N2 C15 . . . . 108.2(7) ?
N1 C1 C2 N2 . . . . 0.0(12) ?
N1 C1 C2 C3 . . . . 166.7(8) ?
N1 C1 C6 C5 . . . . 174.5(9) ?
N1 C1 C6 C7 . . . . -9.1(14) ?
N2 Ge1 N1 C1 . . . . 26.3(6) ?
N2 Ge1 N1 C11 . . . . -128.9(9) ?
N2 C2 C3 C4 . . . . -175.9(9) ?
N2 C2 C3 C9 . . . . 8.2(14) ?
C1 N1 C11 C12 . . . . 116.4(11) ?
C1 N1 C11 C13 . . . . -129.1(10) ?
C1 N1 C11 C14 . . . . -11.5(13) ?
C1 C2 C3 C4 . . . . 17.8(13) ?
C1 C2 C3 C9 . . . . -158.1(9) ?
C1 C6 C7 C8 . . . . -179.6(11) ?
C2 N2 C15 C16 . . . . 73.8(12) ?
C2 N2 C15 C17 . . . . -161.3(9) ?
C2 N2 C15 C18 . . . . -45.7(11) ?
C2 C1 C6 C5 . . . . -21.8(13) ?
C2 C1 C6 C7 . . . . 154.6(9) ?
C2 C3 C4 C3 . . . 7_565 174.7(7) ?
C2 C3 C4 C5 . . . . -17.2(15) ?
C2 C3 C9 C10 . . . . 178.7(10) ?
C3 C4 C5 C6 7_565 . . . 165.5(10) ?
C3 C4 C5 C6 7_565 . . 7_565 2.8(16) ?
C3 C4 C5 C6 . . . . -2.8(16) ?
C3 C4 C5 C6 . . . 7_565 -165.5(10) ?
C3 C9 C10 C9 . . . 7_565 3.4(18) ?
C3 C9 C10 C22 . . . . -174.6(10) ?
C4 C3 C9 C10 . . . . 2.8(14) ?
C4 C5 C6 C1 . . . . 22.5(15) ?
C4 C5 C6 C7 . . . . -154.2(10) ?
C5 C6 C7 C8 . . . . -3.1(16) ?
C6 C1 C2 N2 . . . . -165.0(8) ?
C6 C1 C2 C3 . . . . 1.7(13) ?
C6 C5 C6 C1 7_565 . . . -174.9(7) ?
C6 C5 C6 C7 7_565 . . . 8.5(17) ?
C6 C7 C8 C7 . . . 7_565 -2.(2) ?
C6 C7 C8 C19 . . . . 174.3(13) ?
C7 C8 C19 C20 . . . . 91.8(13) ?
C7 C8 C19 C20 7_565 . . . -91.8(13) ?
C7 C8 C19 C21 7_565 . . 7_565 145.4(14) ?
C7 C8 C19 C21 . . . . -145.4(14) ?
C7 C8 C19 C21 . . . 7_565 -31.(2) ?
C7 C8 C19 C21 7_565 . . . 31.(2) ?
C7 C8 C19 C20A 7_565 . . . 88.2(13) ?
C7 C8 C19 C20A . . . . -88.2(13) ?
C7 C8 C19 C21A . . . 7_565 31.(3) ?
C7 C8 C19 C21A 7_565 . . 7_565 -152.(2) ?
C7 C8 C19 C21A 7_565 . . . -31.(3) ?
C7 C8 C19 C21A . . . . 152.(2) ?
C9 C3 C4 C3 . . . 7_565 -9.2(17) ?
C9 C3 C4 C5 . . . . 158.9(10) ?
C9 C10 C22 C23 . . . . -31.9(17) ?
C9 C10 C22 C23 . . . 7_565 -150.3(12) ?
C9 C10 C22 C23 7_565 . . . 150.3(12) ?
C9 C10 C22 C23 7_565 . . 7_565 31.9(17) ?
C9 C10 C22 C24 . . . . 88.9(11) ?
C9 C10 C22 C24 7_565 . . . -88.9(10) ?
C9 C10 C22 C23A . . . 7_565 143.(3) ?
C9 C10 C22 C23A 7_565 . . . -143.(3) ?
C9 C10 C22 C23A 7_565 . . 7_565 -35.(3) ?
C9 C10 C22 C23A . . . . 35.(3) ?
C9 C10 C22 C24A . . . . -91.1(11) ?
C9 C10 C22 C24A 7_565 . . . 91.1(10) ?
C11 N1 C1 C2 . . . . 137.2(9) ?
C11 N1 C1 C6 . . . . -58.6(13) ?
C15 N2 C2 C1 . . . . -113.2(9) ?
C15 N2 C2 C3 . . . . 80.3(11) ?
C25 Ge1 N1 C1 . . . . 164.2(7) ?
C25 Ge1 N1 C11 . . . . 9.0(11) ?
C25 Ge1 N2 C2 . . . . -163.8(6) ?
C25 Ge1 N2 C15 . . . . -29.7(9) ?
I1 Ge1 N1 C1 . . . . -77.7(6) ?
I1 Ge1 N1 C11 . . . . 127.1(8) ?
I1 Ge1 N2 C2 . . . . 76.3(5) ?
I1 Ge1 N2 C15 . . . . -149.7(6) ?
C26 Ge1 N1 C1 . . . . -79.0(14) ?
C26 Ge1 N1 C11 . . . . 125.8(15) ?
C26 Ge1 N2 C2 . . . . 89.8(14) ?
C26 Ge1 N2 C15 . . . . -136.2(14) ?



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1946973'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2019-11-12 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C87 H132 N8'
_chemical_formula_iupac          ?
_chemical_formula_weight         1290.00

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1927(4)
_cell_length_b                   13.6662(6)
_cell_length_c                   13.8032(5)
_cell_angle_alpha                108.458(2)
_cell_angle_beta                 94.156(3)
_cell_angle_gamma                96.504(2)
_cell_volume                     1976.66(14)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7592
_cell_measurement_theta_min      3.3981
_cell_measurement_theta_max      68.2648
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.131
_exptl_crystal_density_diffrn    1.084
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             710

_exptl_absorpt_coefficient_mu    0.470
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec Microfocus I\mS'
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multilayer mirror'

_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            28562
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         68.34
_diffrn_reflns_theta_full        68.34
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_refine_special_details          
;
;

_reflns_number_total             7244
_reflns_number_gt                5679
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1261
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_number_reflns         7244
_refine_ls_number_parameters     589
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0570P)²+0.6080P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.193
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'Bruker Instrument Service v2017.5.0.0'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.98155(11) 0.79792(10) 0.54150(10) 0.0215(3) Uani d . . . 1.0 . .
H H1 0.9313(17) 0.8128(15) 0.4950(15) 0.034(5) Uiso d . . . 1.0 . .
N N2 0.76368(12) 0.66828(12) 0.42579(10) 0.0238(3) Uani d . . . 1.0 . .
H H2A 0.691(3) 0.645(2) 0.437(2) 0.019(6) Uiso d . P . 0.55(3) A 1
H H2B 0.754(3) 0.731(3) 0.467(3) 0.019(6) Uiso d . P . 0.45(3) A 2
N N3 0.19110(11) 0.51156(10) 0.12142(9) 0.0201(3) Uani d . . . 1.0 . .
H H3 0.1397(18) 0.5537(16) 0.1129(15) 0.037(5) Uiso d . . . 1.0 . .
N N4 0.28810(11) 0.71424(10) 0.10668(10) 0.0202(3) Uani d . . . 1.0 . .
H H4 0.2513(19) 0.7121(16) 0.1566(17) 0.043(6) Uiso d . . . 1.0 . .
C C1 0.96572(13) 0.68700(11) 0.51465(11) 0.0187(3) Uani d . . . 1.0 . .
C C2 0.86102(12) 0.62439(11) 0.46196(10) 0.0180(3) Uani d . . . 1.0 . .
C C3 0.84484(12) 0.51374(11) 0.44794(10) 0.0182(3) Uani d . . . 1.0 . .
C C4 0.73272(13) 0.45051(12) 0.41154(11) 0.0203(3) Uani d . . . 1.0 . .
H H4A 0.665932 0.48066 0.393037 0.024 Uiso calc U . R 1.0 . .
C C5 0.71557(13) 0.34500(12) 0.40147(11) 0.0210(3) Uani d . . . 1.0 . .
C C6 0.81577(13) 0.30076(12) 0.42478(11) 0.0204(3) Uani d . . . 1.0 . .
H H6 0.805671 0.228468 0.416358 0.024 Uiso calc U . R 1.0 . .
C C7 0.93027(12) 0.35927(11) 0.46005(10) 0.0179(3) Uani d . . . 1.0 . .
C C8 0.94407(12) 0.46815(11) 0.47723(10) 0.0170(3) Uani d . . . 1.0 . .
C C9 0.95479(14) 0.86098(12) 0.64637(12) 0.0267(3) Uani d . . . 1.0 . .
C C10 0.81862(15) 0.84602(16) 0.65565(15) 0.0419(5) Uani d . . . 1.0 . .
H H10A 0.774601 0.865747 0.602328 0.063 Uiso calc U . R 1.0 . .
H H10B 0.803217 0.889993 0.72359 0.063 Uiso calc U . R 1.0 . .
H H10C 0.791103 0.772756 0.646959 0.063 Uiso calc U . R 1.0 . .
C C11 1.02212(16) 0.83326(14) 0.73170(13) 0.0344(4) Uani d . . . 1.0 . .
H H11A 0.997574 0.759534 0.722911 0.052 Uiso calc U . R 1.0 . .
H H11B 1.00263 0.876468 0.798523 0.052 Uiso calc U . R 1.0 . .
H H11C 1.109482 0.845933 0.728611 0.052 Uiso calc U . R 1.0 . .
C C12 0.99718(17) 0.97401(13) 0.65608(15) 0.0392(4) Uani d . . . 1.0 . .
H H12A 1.084702 0.98392 0.652755 0.059 Uiso calc U . R 1.0 . .
H H12B 0.978772 1.020077 0.721987 0.059 Uiso calc U . R 1.0 . .
H H12C 0.955331 0.990715 0.599724 0.059 Uiso calc U . R 1.0 . .
C C13 0.75183(15) 0.66823(13) 0.31669(12) 0.0272(4) Uani d . . . 1.0 . .
C C14 0.63602(19) 0.71385(19) 0.30376(15) 0.0503(6) Uani d . . . 1.0 . .
H H14A 0.566815 0.668348 0.31319 0.075 Uiso calc U . R 1.0 . .
H H14B 0.624979 0.719287 0.234654 0.075 Uiso calc U . R 1.0 . .
H H14C 0.641756 0.783279 0.355102 0.075 Uiso calc U . R 1.0 . .
C C15 0.73901(17) 0.55884(14) 0.23741(12) 0.0340(4) Uani d . . . 1.0 . .
H H15A 0.807472 0.524368 0.250894 0.051 Uiso calc U . R 1.0 . .
H H15B 0.738113 0.564146 0.168202 0.051 Uiso calc U . R 1.0 . .
H H15C 0.66326 0.518025 0.242385 0.051 Uiso calc U . R 1.0 . .
C C16 0.86019(19) 0.73582(16) 0.29938(14) 0.0434(5) Uani d . . . 1.0 . .
H H16A 0.862059 0.80808 0.343639 0.065 Uiso calc U . R 1.0 . .
H H16B 0.853627 0.73262 0.227227 0.065 Uiso calc U . R 1.0 . .
H H16C 0.934779 0.710332 0.316118 0.065 Uiso calc U . R 1.0 . .
C C17 0.59003(13) 0.27972(13) 0.36873(12) 0.0258(3) Uani d . . . 1.0 . .
C C21 0.30019(12) 0.52832(11) 0.07826(10) 0.0176(3) Uani d . . . 1.0 . .
C C22 0.34575(12) 0.62324(11) 0.07096(10) 0.0168(3) Uani d . . . 1.0 . .
C C23 0.46357(12) 0.63730(11) 0.03549(10) 0.0163(3) Uani d . . . 1.0 . .
C C24 0.52207(13) 0.73569(11) 0.04256(11) 0.0189(3) Uani d . . . 1.0 . .
H H24 0.481303 0.794509 0.067187 0.023 Uiso calc U . R 1.0 . .
C C25 0.63843(13) 0.75027(11) 0.01459(11) 0.0200(3) Uani d . . . 1.0 . .
C C26 0.69486(12) 0.66276(12) -0.02616(11) 0.0197(3) Uani d . . . 1.0 . .
H H26 0.773006 0.671624 -0.047503 0.024 Uiso calc U . R 1.0 . .
C C27 0.63998(12) 0.56243(11) -0.03655(10) 0.0169(3) Uani d . . . 1.0 . .
C C28 0.52541(12) 0.54955(11) -0.00057(10) 0.0152(3) Uani d . . . 1.0 . .
C C29 0.19743(14) 0.52190(14) 0.23312(12) 0.0290(4) Uani d . . . 1.0 . .
C C33 0.20094(13) 0.74086(12) 0.03483(12) 0.0249(3) Uani d . . . 1.0 . .
C C34 0.17505(17) 0.84994(14) 0.09406(16) 0.0400(4) Uani d . . . 1.0 . .
H H34A 0.138154 0.848342 0.155898 0.06 Uiso calc U . R 1.0 . .
H H34B 0.119421 0.872961 0.050367 0.06 Uiso calc U . R 1.0 . .
H H34C 0.250955 0.898476 0.113902 0.06 Uiso calc U . R 1.0 . .
C C35 0.08217(15) 0.66518(15) 0.00564(16) 0.0387(4) Uani d . . . 1.0 . .
H H35A 0.099041 0.594202 -0.027854 0.058 Uiso calc U . R 1.0 . .
H H35B 0.027893 0.684974 -0.041677 0.058 Uiso calc U . R 1.0 . .
H H35C 0.043585 0.667932 0.067772 0.058 Uiso calc U . R 1.0 . .
C C36 0.25509(16) 0.74178(15) -0.06325(13) 0.0354(4) Uani d . . . 1.0 . .
H H36A 0.327469 0.794335 -0.045757 0.053 Uiso calc U . R 1.0 . .
H H36B 0.195437 0.758639 -0.108829 0.053 Uiso calc U . R 1.0 . .
H H36C 0.277144 0.672969 -0.098155 0.053 Uiso calc U . R 1.0 . .
C C37 0.70005(13) 0.86069(12) 0.02818(12) 0.0251(3) Uani d . . . 1.0 . .
C C18 0.49946(17) 0.33105(18) 0.32078(19) 0.0403(6) Uani d . P . 0.872(3) B 1
H H18A 0.486275 0.396267 0.371867 0.06 Uiso calc U P R 0.872(3) B 1
H H18B 0.422584 0.283998 0.297778 0.06 Uiso calc U P R 0.872(3) B 1
H H18C 0.531195 0.345929 0.261811 0.06 Uiso calc U P R 0.872(3) B 1
C C19 0.59807(17) 0.17181(16) 0.28816(15) 0.0320(5) Uani d . P . 0.872(3) B 1
H H19A 0.631314 0.182141 0.227783 0.048 Uiso calc U P R 0.872(3) B 1
H H19B 0.517027 0.131206 0.267422 0.048 Uiso calc U P R 0.872(3) B 1
H H19C 0.650933 0.134178 0.318569 0.048 Uiso calc U P R 0.872(3) B 1
C C20 0.54141(16) 0.26063(16) 0.46328(15) 0.0313(5) Uani d . P . 0.872(3) B 1
H H20A 0.59789 0.225402 0.493306 0.047 Uiso calc U P R 0.872(3) B 1
H H20B 0.462232 0.216799 0.442699 0.047 Uiso calc U P R 0.872(3) B 1
H H20C 0.53306 0.327494 0.514245 0.047 Uiso calc U P R 0.872(3) B 1
C C30 0.0693(3) 0.4821(3) 0.2494(2) 0.0576(10) Uani d . P . 0.777(4) C 1
H H30A 0.064232 0.496057 0.323006 0.086 Uiso calc U P R 0.777(4) C 1
H H30B 0.050964 0.406835 0.213236 0.086 Uiso calc U P R 0.777(4) C 1
H H30C 0.010782 0.517817 0.222277 0.086 Uiso calc U P R 0.777(4) C 1
C C31 0.2904(3) 0.4664(2) 0.26692(18) 0.0479(8) Uani d . P . 0.777(4) C 1
H H31A 0.271823 0.391658 0.22858 0.072 Uiso calc U P R 0.777(4) C 1
H H31B 0.290253 0.477526 0.34062 0.072 Uiso calc U P R 0.777(4) C 1
H H31C 0.370306 0.493435 0.253845 0.072 Uiso calc U P R 0.777(4) C 1
C C32 0.2261(2) 0.6388(2) 0.30238(17) 0.0401(6) Uani d . P . 0.777(4) C 1
H H32A 0.306337 0.668264 0.292148 0.06 Uiso calc U P R 0.777(4) C 1
H H32B 0.225078 0.643735 0.374702 0.06 Uiso calc U P R 0.777(4) C 1
H H32C 0.165014 0.677685 0.283734 0.06 Uiso calc U P R 0.777(4) C 1
C C38 0.7077(7) 0.9244(5) 0.1444(4) 0.0305(5) Uani d . P . 0.429(10) D 1
H H38A 0.749894 0.994884 0.156948 0.046 Uiso calc U P R 0.429(10) D 1
H H38B 0.752211 0.889984 0.184863 0.046 Uiso calc U P R 0.429(10) D 1
H H38C 0.625796 0.928488 0.16466 0.046 Uiso calc U P R 0.429(10) D 1
C C39 0.6210(6) 0.9109(5) -0.0340(7) 0.0305(5) Uani d . P . 0.429(10) D 1
H H39A 0.540913 0.913469 -0.009636 0.046 Uiso calc U P R 0.429(10) D 1
H H39B 0.612268 0.869217 -0.107029 0.046 Uiso calc U P R 0.429(10) D 1
H H39C 0.659632 0.981779 -0.024623 0.046 Uiso calc U P R 0.429(10) D 1
C C40 0.8250(6) 0.8645(4) -0.0043(7) 0.0305(5) Uani d . P . 0.429(10) D 1
H H40A 0.820968 0.82471 -0.077606 0.046 Uiso calc U P R 0.429(10) D 1
H H40B 0.876262 0.834167 0.035741 0.046 Uiso calc U P R 0.429(10) D 1
H H40C 0.85932 0.937109 0.007632 0.046 Uiso calc U P R 0.429(10) D 1
C C18A 0.5456(15) 0.2765(18) 0.2651(12) 0.063(6) Uani d . P . 0.128(3) B 2
H H18D 0.533808 0.346776 0.266103 0.094 Uiso calc U P R 0.128(3) B 2
H H18E 0.468468 0.22988 0.241995 0.094 Uiso calc U P R 0.128(3) B 2
H H18F 0.604943 0.250715 0.217833 0.094 Uiso calc U P R 0.128(3) B 2
C C19A 0.5834(15) 0.1812(15) 0.3851(15) 0.057(5) Uani d . P . 0.128(3) B 2
H H19D 0.641764 0.140899 0.346572 0.086 Uiso calc U P R 0.128(3) B 2
H H19E 0.501497 0.14291 0.361497 0.086 Uiso calc U P R 0.128(3) B 2
H H19F 0.602323 0.192322 0.458601 0.086 Uiso calc U P R 0.128(3) B 2
C C20A 0.5049(13) 0.3502(14) 0.4479(14) 0.051(5) Uani d . P . 0.128(3) B 2
H H20D 0.534238 0.357733 0.518877 0.077 Uiso calc U P R 0.128(3) B 2
H H20E 0.420878 0.315552 0.431811 0.077 Uiso calc U P R 0.128(3) B 2
H H20F 0.509016 0.419289 0.440024 0.077 Uiso calc U P R 0.128(3) B 2
C C30A 0.0958(9) 0.5635(13) 0.2683(8) 0.059(4) Uani d . P . 0.223(4) C 2
H H30D 0.106622 0.638081 0.276895 0.088 Uiso calc U P R 0.223(4) C 2
H H30E 0.083683 0.553944 0.334475 0.088 Uiso calc U P R 0.223(4) C 2
H H30F 0.024948 0.52807 0.218378 0.088 Uiso calc U P R 0.223(4) C 2
C C31A 0.1892(9) 0.4023(7) 0.2359(6) 0.041(2) Uani d . P . 0.223(4) C 2
H H31D 0.122761 0.357843 0.185578 0.061 Uiso calc U P R 0.223(4) C 2
H H31E 0.174371 0.401599 0.304821 0.061 Uiso calc U P R 0.223(4) C 2
H H31F 0.265586 0.375921 0.21903 0.061 Uiso calc U P R 0.223(4) C 2
C C32A 0.3202(8) 0.5739(7) 0.2883(6) 0.040(2) Uani d . P . 0.223(4) C 2
H H32D 0.381982 0.532684 0.257062 0.06 Uiso calc U P R 0.223(4) C 2
H H32E 0.322357 0.579117 0.360901 0.06 Uiso calc U P R 0.223(4) C 2
H H32F 0.336189 0.64394 0.283005 0.06 Uiso calc U P R 0.223(4) C 2
C C38A 0.8195(16) 0.8780(12) 0.0987(14) 0.0305(5) Uani d . P . 0.115(4) D 2
H H38D 0.862977 0.947556 0.10886 0.046 Uiso calc U P R 0.115(4) D 2
H H38E 0.869806 0.825172 0.066621 0.046 Uiso calc U P R 0.115(4) D 2
H H38F 0.80151 0.872334 0.165282 0.046 Uiso calc U P R 0.115(4) D 2
C C39A 0.6283(15) 0.9383(12) 0.0554(16) 0.0305(5) Uani d . P . 0.115(4) D 2
H H39D 0.614674 0.952893 0.127691 0.046 Uiso calc U P R 0.115(4) D 2
H H39E 0.55041 0.915604 0.012034 0.046 Uiso calc U P R 0.115(4) D 2
H H39F 0.668696 1.001542 0.046014 0.046 Uiso calc U P R 0.115(4) D 2
C C40A 0.7456(17) 0.8554(12) -0.0834(13) 0.0305(5) Uani d . P . 0.115(4) D 2
H H40J 0.675376 0.836614 -0.135708 0.046 Uiso calc U P R 0.115(4) D 2
H H40K 0.800106 0.802816 -0.102413 0.046 Uiso calc U P R 0.115(4) D 2
H H40L 0.78861 0.923617 -0.078673 0.046 Uiso calc U P R 0.115(4) D 2
C C38B 0.7710(18) 0.9004(12) 0.1292(13) 0.0305(5) Uani d . P . 0.119(3) D 3
H H38G 0.811547 0.971103 0.140422 0.046 Uiso calc U P R 0.119(3) D 3
H H38H 0.831742 0.854901 0.132614 0.046 Uiso calc U P R 0.119(3) D 3
H H38I 0.717223 0.901729 0.18248 0.046 Uiso calc U P R 0.119(3) D 3
C C39B 0.6084(15) 0.9346(13) 0.012(2) 0.0305(5) Uani d . P . 0.119(3) D 3
H H39G 0.55664 0.948512 0.067235 0.046 Uiso calc U P R 0.119(3) D 3
H H39H 0.558135 0.90091 -0.054493 0.046 Uiso calc U P R 0.119(3) D 3
H H39I 0.653382 1.000405 0.011447 0.046 Uiso calc U P R 0.119(3) D 3
C C40B 0.7889(18) 0.8545(12) -0.0603(17) 0.0305(5) Uani d . P . 0.119(3) D 3
H H40D 0.742617 0.819882 -0.128058 0.046 Uiso calc U P R 0.119(3) D 3
H H40E 0.853845 0.814698 -0.051034 0.046 Uiso calc U P R 0.119(3) D 3
H H40F 0.824095 0.925105 -0.055504 0.046 Uiso calc U P R 0.119(3) D 3
C C38C 0.6814(8) 0.9420(6) 0.1343(6) 0.0305(5) Uani d . P . 0.337(11) D 4
H H38J 0.72489 1.010569 0.140841 0.046 Uiso calc U P R 0.337(11) D 4
H H38K 0.712811 0.919411 0.190665 0.046 Uiso calc U P R 0.337(11) D 4
H H38L 0.594907 0.946472 0.137394 0.046 Uiso calc U P R 0.337(11) D 4
C C39C 0.6430(7) 0.8948(6) -0.0567(7) 0.0305(5) Uani d . P . 0.337(11) D 4
H H39J 0.554928 0.887367 -0.056117 0.046 Uiso calc U P R 0.337(11) D 4
H H39K 0.662492 0.85114 -0.123318 0.046 Uiso calc U P R 0.337(11) D 4
H H39L 0.674619 0.967836 -0.045475 0.046 Uiso calc U P R 0.337(11) D 4
C C40C 0.8387(7) 0.8686(5) 0.0270(8) 0.0305(5) Uani d . P . 0.337(11) D 4
H H40G 0.873307 0.941473 0.040435 0.046 Uiso calc U P R 0.337(11) D 4
H H40H 0.857078 0.825961 -0.040448 0.046 Uiso calc U P R 0.337(11) D 4
H H40I 0.873703 0.843538 0.080286 0.046 Uiso calc U P R 0.337(11) D 4
C C42 0.4128(12) -0.0734(9) 0.3627(9) 0.075(5) Uani d . P . 0.5 E -1
H H42A 0.392116 -0.024654 0.327365 0.112 Uiso calc U P R 0.5 E -1
H H42B 0.341111 -0.097462 0.390298 0.112 Uiso calc U P R 0.5 E -1
H H42C 0.44074 -0.133357 0.31397 0.112 Uiso calc U P R 0.5 E -1
C C43 0.5091(16) -0.0209(10) 0.4471(6) 0.035(2) Uani d . P . 0.5 E -1
C C44 0.6342(5) -0.0009(3) 0.4362(3) 0.0479(10) Uani d . P . 0.5 E -1
H H44 0.658516 -0.02563 0.369259 0.058 Uiso calc U P R 0.5 E -1
C C45 0.7211(5) 0.0516(4) 0.5158(3) 0.0536(11) Uani d . P . 0.5 E -1
H H45 0.803371 0.061546 0.503617 0.064 Uiso calc U P R 0.5 E -1
C C46 0.6900(5) 0.0894(4) 0.6123(4) 0.0561(12) Uani d . P . 0.5 E -1
H H46 0.750149 0.125878 0.668231 0.067 Uiso calc U P R 0.5 E -1
C C47 0.5656(12) 0.0739(9) 0.6292(8) 0.062(4) Uani d . P . 0.5 E -1
H H47 0.543716 0.100992 0.696805 0.074 Uiso calc U P R 0.5 E -1
C C48 0.473(2) 0.0185(14) 0.5462(12) 0.077(7) Uani d . P . 0.5 E -1
H H48 0.390739 0.008654 0.557674 0.092 Uiso calc U P R 0.5 E -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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.4284(19) ?
N1 C9 . 1.5031(19) ?
N1 H1 . 0.91(2) ?
N2 C2 . 1.4335(18) ?
N2 C13 . 1.5019(19) ?
N2 H2A . 0.88(3) ?
N2 H2B . 0.89(4) ?
N3 C21 . 1.4236(17) ?
N3 C29 . 1.4987(18) ?
N3 H3 . 0.89(2) ?
N4 C22 . 1.4304(18) ?
N4 C33 . 1.4955(19) ?
N4 H4 . 0.84(2) ?
C1 C2 . 1.375(2) ?
C1 C7 2_766 1.4576(19) ?
C2 C3 . 1.451(2) ?
C3 C4 . 1.401(2) ?
C3 C8 . 1.427(2) ?
C4 C5 . 1.394(2) ?
C4 H4A . 0.95 ?
C5 C6 . 1.397(2) ?
C5 C17 . 1.531(2) ?
C6 C7 . 1.396(2) ?
C6 H6 . 0.95 ?
C7 C8 . 1.419(2) ?
C8 C8 2_766 1.419(3) ?
C9 C11 . 1.522(2) ?
C9 C12 . 1.524(2) ?
C9 C10 . 1.535(2) ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C16 . 1.520(3) ?
C13 C14 . 1.523(2) ?
C13 C15 . 1.532(2) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C19A . 1.429(19) ?
C17 C18A . 1.466(18) ?
C17 C18 . 1.522(2) ?
C17 C20 . 1.534(2) ?
C17 C19 . 1.558(2) ?
C17 C20A . 1.650(15) ?
C21 C22 . 1.376(2) ?
C21 C27 2_665 1.4526(19) ?
C22 C23 . 1.4531(19) ?
C23 C24 . 1.398(2) ?
C23 C28 . 1.4230(19) ?
C24 C25 . 1.396(2) ?
C24 H24 . 0.95 ?
C25 C26 . 1.394(2) ?
C25 C37 . 1.534(2) ?
C26 C27 . 1.396(2) ?
C26 H26 . 0.95 ?
C27 C28 . 1.4207(19) ?
C28 C28 2_665 1.414(3) ?
C29 C30A . 1.380(9) ?
C29 C31 . 1.486(3) ?
C29 C32A . 1.502(8) ?
C29 C30 . 1.533(3) ?
C29 C32 . 1.562(3) ?
C29 C31A . 1.640(9) ?
C33 C36 . 1.526(2) ?
C33 C34 . 1.528(2) ?
C33 C35 . 1.532(2) ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 H35A . 0.98 ?
C35 H35B . 0.98 ?
C35 H35C . 0.98 ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?
C37 C39A . 1.377(16) ?
C37 C38B . 1.460(15) ?
C37 C40 . 1.499(6) ?
C37 C39C . 1.517(8) ?
C37 C38A . 1.544(16) ?
C37 C40C . 1.545(7) ?
C37 C39 . 1.546(6) ?
C37 C38 . 1.555(6) ?
C37 C39B . 1.572(17) ?
C37 C38C . 1.578(7) ?
C37 C40B . 1.618(16) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C31 H31A . 0.98 ?
C31 H31B . 0.98 ?
C31 H31C . 0.98 ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C40 H40A . 0.98 ?
C40 H40B . 0.98 ?
C40 H40C . 0.98 ?
C18A H18D . 0.98 ?
C18A H18E . 0.98 ?
C18A H18F . 0.98 ?
C19A H19D . 0.98 ?
C19A H19E . 0.98 ?
C19A H19F . 0.98 ?
C20A H20D . 0.98 ?
C20A H20E . 0.98 ?
C20A H20F . 0.98 ?
C30A H30D . 0.98 ?
C30A H30E . 0.98 ?
C30A H30F . 0.98 ?
C31A H31D . 0.98 ?
C31A H31E . 0.98 ?
C31A H31F . 0.98 ?
C32A H32D . 0.98 ?
C32A H32E . 0.98 ?
C32A H32F . 0.98 ?
C38A H38D . 0.98 ?
C38A H38E . 0.98 ?
C38A H38F . 0.98 ?
C39A H39D . 0.98 ?
C39A H39E . 0.98 ?
C39A H39F . 0.98 ?
C40A H40J . 0.98 ?
C40A H40K . 0.98 ?
C40A H40L . 0.98 ?
C38B H38G . 0.98 ?
C38B H38H . 0.98 ?
C38B H38I . 0.98 ?
C39B H39G . 0.98 ?
C39B H39H . 0.98 ?
C39B H39I . 0.98 ?
C40B H40D . 0.98 ?
C40B H40E . 0.98 ?
C40B H40F . 0.98 ?
C38C H38J . 0.98 ?
C38C H38K . 0.98 ?
C38C H38L . 0.98 ?
C39C H39J . 0.98 ?
C39C H39K . 0.98 ?
C39C H39L . 0.98 ?
C40C H40G . 0.98 ?
C40C H40H . 0.98 ?
C40C H40I . 0.98 ?
C42 C43 . 1.466(18) ?
C42 H42A . 0.98 ?
C42 H42B . 0.98 ?
C42 H42C . 0.98 ?
C43 C48 . 1.409(9) ?
C43 C44 . 1.423(17) ?
C44 C45 . 1.362(7) ?
C44 H44 . 0.95 ?
C45 C46 . 1.355(7) ?
C45 H45 . 0.95 ?
C46 C47 . 1.432(13) ?
C46 H46 . 0.95 ?
C47 C48 . 1.43(2) ?
C47 H47 . 0.95 ?
C48 H48 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C9 . . 118.29(12) ?
C1 N1 H1 . . 106.6(12) ?
C9 N1 H1 . . 106.9(12) ?
C2 N2 C13 . . 119.71(12) ?
C2 N2 H2A . . 115.(2) ?
C13 N2 H2A . . 106.(2) ?
C2 N2 H2B . . 115.(2) ?
C13 N2 H2B . . 109.(2) ?
C21 N3 C29 . . 119.16(12) ?
C21 N3 H3 . . 111.5(13) ?
C29 N3 H3 . . 105.1(13) ?
C22 N4 C33 . . 120.30(12) ?
C22 N4 H4 . . 109.9(14) ?
C33 N4 H4 . . 106.2(14) ?
C2 C1 N1 . . 122.86(13) ?
C2 C1 C7 . 2_766 120.21(13) ?
N1 C1 C7 . 2_766 116.81(13) ?
C1 C2 N2 . . 120.62(14) ?
C1 C2 C3 . . 120.16(13) ?
N2 C2 C3 . . 119.10(13) ?
C4 C3 C8 . . 118.37(13) ?
C4 C3 C2 . . 122.13(13) ?
C8 C3 C2 . . 119.41(13) ?
C5 C4 C3 . . 122.40(13) ?
C5 C4 H4A . . 118.8 ?
C3 C4 H4A . . 118.8 ?
C4 C5 C6 . . 118.13(13) ?
C4 C5 C17 . . 121.17(13) ?
C6 C5 C17 . . 120.68(14) ?
C7 C6 C5 . . 122.19(14) ?
C7 C6 H6 . . 118.9 ?
C5 C6 H6 . . 118.9 ?
C6 C7 C8 . . 118.86(13) ?
C6 C7 C1 . 2_766 121.99(14) ?
C8 C7 C1 . 2_766 119.05(13) ?
C8 C8 C7 2_766 . 120.49(16) ?
C8 C8 C3 2_766 . 119.80(17) ?
C7 C8 C3 . . 119.70(13) ?
N1 C9 C11 . . 112.22(13) ?
N1 C9 C12 . . 105.13(13) ?
C11 C9 C12 . . 109.89(14) ?
N1 C9 C10 . . 111.06(13) ?
C11 C9 C10 . . 108.81(15) ?
C12 C9 C10 . . 109.68(15) ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C9 C11 H11A . . 109.5 ?
C9 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C9 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C9 C12 H12A . . 109.5 ?
C9 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C9 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N2 C13 C16 . . 110.05(14) ?
N2 C13 C14 . . 105.30(13) ?
C16 C13 C14 . . 110.50(16) ?
N2 C13 C15 . . 113.21(13) ?
C16 C13 C15 . . 109.37(14) ?
C14 C13 C15 . . 108.32(15) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 H15A . . 109.5 ?
C13 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C13 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C13 C16 H16A . . 109.5 ?
C13 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C13 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C19A C17 C18A . . 115.8(12) ?
C19A C17 C5 . . 113.5(7) ?
C18A C17 C5 . . 109.7(8) ?
C18 C17 C5 . . 113.26(14) ?
C18 C17 C20 . . 108.91(15) ?
C5 C17 C20 . . 108.81(13) ?
C18 C17 C19 . . 107.32(15) ?
C5 C17 C19 . . 110.39(13) ?
C20 C17 C19 . . 108.01(15) ?
C19A C17 C20A . . 107.2(10) ?
C18A C17 C20A . . 106.6(10) ?
C5 C17 C20A . . 103.0(5) ?
C22 C21 N3 . . 123.11(13) ?
C22 C21 C27 . 2_665 120.45(12) ?
N3 C21 C27 . 2_665 116.37(12) ?
C21 C22 N4 . . 122.99(12) ?
C21 C22 C23 . . 120.05(12) ?
N4 C22 C23 . . 116.65(12) ?
C24 C23 C28 . . 118.74(12) ?
C24 C23 C22 . . 121.97(12) ?
C28 C23 C22 . . 119.13(12) ?
C25 C24 C23 . . 122.12(13) ?
C25 C24 H24 . . 118.9 ?
C23 C24 H24 . . 118.9 ?
C26 C25 C24 . . 118.35(13) ?
C26 C25 C37 . . 121.90(13) ?
C24 C25 C37 . . 119.75(13) ?
C25 C26 C27 . . 121.97(13) ?
C25 C26 H26 . . 119.0 ?
C27 C26 H26 . . 119.0 ?
C26 C27 C28 . . 119.04(13) ?
C26 C27 C21 . 2_665 121.65(12) ?
C28 C27 C21 . 2_665 119.23(13) ?
C28 C28 C27 2_665 . 119.97(15) ?
C28 C28 C23 2_665 . 120.55(15) ?
C27 C28 C23 . . 119.47(13) ?
C30A C29 N3 . . 106.5(4) ?
C31 C29 N3 . . 114.01(14) ?
C30A C29 C32A . . 119.4(7) ?
N3 C29 C32A . . 111.0(3) ?
C31 C29 C30 . . 112.4(2) ?
N3 C29 C30 . . 105.38(15) ?
C31 C29 C32 . . 107.07(18) ?
N3 C29 C32 . . 111.05(15) ?
C30 C29 C32 . . 106.77(19) ?
C30A C29 C31A . . 109.6(7) ?
N3 C29 C31A . . 105.2(3) ?
C32A C29 C31A . . 104.4(5) ?
N4 C33 C36 . . 111.61(12) ?
N4 C33 C34 . . 105.27(13) ?
C36 C33 C34 . . 109.92(15) ?
N4 C33 C35 . . 112.00(13) ?
C36 C33 C35 . . 108.84(14) ?
C34 C33 C35 . . 109.13(14) ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C33 C35 H35A . . 109.5 ?
C33 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
C33 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 109.5 ?
C33 C36 H36A . . 109.5 ?
C33 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C33 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C39A C37 C25 . . 115.8(6) ?
C38B C37 C25 . . 107.4(6) ?
C40 C37 C25 . . 113.9(2) ?
C39C C37 C25 . . 107.9(3) ?
C39A C37 C38A . . 116.0(10) ?
C25 C37 C38A . . 106.4(5) ?
C39C C37 C40C . . 110.5(3) ?
C25 C37 C40C . . 113.3(3) ?
C40 C37 C39 . . 108.9(3) ?
C25 C37 C39 . . 109.3(2) ?
C40 C37 C38 . . 108.9(3) ?
C25 C37 C38 . . 106.9(2) ?
C39 C37 C38 . . 108.9(3) ?
C38B C37 C39B . . 113.2(10) ?
C25 C37 C39B . . 113.1(6) ?
C39C C37 C38C . . 107.7(3) ?
C25 C37 C38C . . 112.3(3) ?
C40C C37 C38C . . 105.0(3) ?
C38B C37 C40B . . 109.7(10) ?
C25 C37 C40B . . 108.8(6) ?
C39B C37 C40B . . 104.5(9) ?
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 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C29 C31 H31A . . 109.5 ?
C29 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C29 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C29 C32 H32A . . 109.5 ?
C29 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C29 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C37 C38 H38A . . 109.5 ?
C37 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C37 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C37 C39 H39A . . 109.5 ?
C37 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C37 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C37 C40 H40A . . 109.5 ?
C37 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C37 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C17 C18A H18D . . 109.5 ?
C17 C18A H18E . . 109.5 ?
H18D C18A H18E . . 109.5 ?
C17 C18A H18F . . 109.5 ?
H18D C18A H18F . . 109.5 ?
H18E C18A H18F . . 109.5 ?
C17 C19A H19D . . 109.5 ?
C17 C19A H19E . . 109.5 ?
H19D C19A H19E . . 109.5 ?
C17 C19A H19F . . 109.5 ?
H19D C19A H19F . . 109.5 ?
H19E C19A H19F . . 109.5 ?
C17 C20A H20D . . 109.5 ?
C17 C20A H20E . . 109.5 ?
H20D C20A H20E . . 109.5 ?
C17 C20A H20F . . 109.5 ?
H20D C20A H20F . . 109.5 ?
H20E C20A H20F . . 109.5 ?
C29 C30A H30D . . 109.5 ?
C29 C30A H30E . . 109.5 ?
H30D C30A H30E . . 109.5 ?
C29 C30A H30F . . 109.5 ?
H30D C30A H30F . . 109.5 ?
H30E C30A H30F . . 109.5 ?
C29 C31A H31D . . 109.5 ?
C29 C31A H31E . . 109.5 ?
H31D C31A H31E . . 109.5 ?
C29 C31A H31F . . 109.5 ?
H31D C31A H31F . . 109.5 ?
H31E C31A H31F . . 109.5 ?
C29 C32A H32D . . 109.5 ?
C29 C32A H32E . . 109.5 ?
H32D C32A H32E . . 109.5 ?
C29 C32A H32F . . 109.5 ?
H32D C32A H32F . . 109.5 ?
H32E C32A H32F . . 109.5 ?
C37 C38A H38D . . 109.5 ?
C37 C38A H38E . . 109.5 ?
H38D C38A H38E . . 109.5 ?
C37 C38A H38F . . 109.5 ?
H38D C38A H38F . . 109.5 ?
H38E C38A H38F . . 109.5 ?
C37 C39A H39D . . 109.5 ?
C37 C39A H39E . . 109.5 ?
H39D C39A H39E . . 109.5 ?
C37 C39A H39F . . 109.5 ?
H39D C39A H39F . . 109.5 ?
H39E C39A H39F . . 109.5 ?
C37 C40A H40J . . 109.5 ?
C37 C40A H40K . . 109.5 ?
H40J C40A H40K . . 109.5 ?
C37 C40A H40L . . 109.5 ?
H40J C40A H40L . . 109.5 ?
H40K C40A H40L . . 109.5 ?
C37 C38B H38G . . 109.5 ?
C37 C38B H38H . . 109.5 ?
H38G C38B H38H . . 109.5 ?
C37 C38B H38I . . 109.5 ?
H38G C38B H38I . . 109.5 ?
H38H C38B H38I . . 109.5 ?
C37 C39B H39G . . 109.5 ?
C37 C39B H39H . . 109.5 ?
H39G C39B H39H . . 109.5 ?
C37 C39B H39I . . 109.5 ?
H39G C39B H39I . . 109.5 ?
H39H C39B H39I . . 109.5 ?
C37 C40B H40D . . 109.5 ?
C37 C40B H40E . . 109.5 ?
H40D C40B H40E . . 109.5 ?
C37 C40B H40F . . 109.5 ?
H40D C40B H40F . . 109.5 ?
H40E C40B H40F . . 109.5 ?
C37 C38C H38J . . 109.5 ?
C37 C38C H38K . . 109.5 ?
H38J C38C H38K . . 109.5 ?
C37 C38C H38L . . 109.5 ?
H38J C38C H38L . . 109.5 ?
H38K C38C H38L . . 109.5 ?
C37 C39C H39J . . 109.5 ?
C37 C39C H39K . . 109.5 ?
H39J C39C H39K . . 109.5 ?
C37 C39C H39L . . 109.5 ?
H39J C39C H39L . . 109.5 ?
H39K C39C H39L . . 109.5 ?
C37 C40C H40G . . 109.5 ?
C37 C40C H40H . . 109.5 ?
H40G C40C H40H . . 109.5 ?
C37 C40C H40I . . 109.5 ?
H40G C40C H40I . . 109.5 ?
H40H C40C H40I . . 109.5 ?
C43 C42 H42A . . 109.5 ?
C43 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
C43 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
C48 C43 C44 . . 117.6(6) ?
C48 C43 C42 . . 116.8(8) ?
C44 C43 C42 . . 125.4(7) ?
C45 C44 C43 . . 124.1(5) ?
C45 C44 H44 . . 117.9 ?
C43 C44 H44 . . 117.9 ?
C46 C45 C44 . . 119.8(5) ?
C46 C45 H45 . . 120.1 ?
C44 C45 H45 . . 120.1 ?
C45 C46 C47 . . 119.4(6) ?
C45 C46 H46 . . 120.3 ?
C47 C46 H46 . . 120.3 ?
C46 C47 C48 . . 121.4(9) ?
C46 C47 H47 . . 119.3 ?
C48 C47 H47 . . 119.3 ?
C43 C48 C47 . . 117.7(10) ?
C43 C48 H48 . . 121.2 ?
C47 C48 H48 . . 121.2 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C9 N1 C1 C2 . . . . 94.68(17) ?
C9 N1 C1 C7 . . . 2_766 -89.17(15) ?
N1 C1 C2 N2 . . . . 3.7(2) ?
C7 C1 C2 N2 2_766 . . . -172.37(12) ?
N1 C1 C2 C3 . . . . -172.46(12) ?
C7 C1 C2 C3 2_766 . . . 11.5(2) ?
C13 N2 C2 C1 . . . . 96.48(18) ?
C13 N2 C2 C3 . . . . -87.35(18) ?
C1 C2 C3 C4 . . . . 168.33(13) ?
N2 C2 C3 C4 . . . . -7.85(19) ?
C1 C2 C3 C8 . . . . -8.16(19) ?
N2 C2 C3 C8 . . . . 175.66(12) ?
C8 C3 C4 C5 . . . . -1.1(2) ?
C2 C3 C4 C5 . . . . -177.60(13) ?
C3 C4 C5 C6 . . . . -2.7(2) ?
C3 C4 C5 C17 . . . . 175.62(13) ?
C4 C5 C6 C7 . . . . 1.8(2) ?
C17 C5 C6 C7 . . . . -176.57(13) ?
C5 C6 C7 C8 . . . . 2.9(2) ?
C5 C6 C7 C1 . . . 2_766 179.32(13) ?
C6 C7 C8 C8 . . . 2_766 173.61(15) ?
C1 C7 C8 C8 2_766 . . 2_766 -2.9(2) ?
C6 C7 C8 C3 . . . . -6.73(19) ?
C1 C7 C8 C3 2_766 . . . 176.78(12) ?
C4 C3 C8 C8 . . . 2_766 -174.51(15) ?
C2 C3 C8 C8 . . . 2_766 2.1(2) ?
C4 C3 C8 C7 . . . . 5.82(19) ?
C2 C3 C8 C7 . . . . -177.56(12) ?
C1 N1 C9 C11 . . . . 52.79(18) ?
C1 N1 C9 C12 . . . . 172.20(13) ?
C1 N1 C9 C10 . . . . -69.25(18) ?
C2 N2 C13 C16 . . . . -64.3(2) ?
C2 N2 C13 C14 . . . . 176.58(16) ?
C2 N2 C13 C15 . . . . 58.4(2) ?
C4 C5 C17 C19A . . . . -166.3(9) ?
C6 C5 C17 C19A . . . . 12.0(9) ?
C4 C5 C17 C18A . . . . 62.5(9) ?
C6 C5 C17 C18A . . . . -119.2(9) ?
C4 C5 C17 C18 . . . . 16.4(2) ?
C6 C5 C17 C18 . . . . -165.34(16) ?
C4 C5 C17 C20 . . . . -104.89(17) ?
C6 C5 C17 C20 . . . . 73.39(18) ?
C4 C5 C17 C19 . . . . 136.75(15) ?
C6 C5 C17 C19 . . . . -44.98(19) ?
C4 C5 C17 C20A . . . . -50.7(8) ?
C6 C5 C17 C20A . . . . 127.6(8) ?
C29 N3 C21 C22 . . . . -93.45(17) ?
C29 N3 C21 C27 . . . 2_665 89.52(16) ?
N3 C21 C22 N4 . . . . 0.4(2) ?
C27 C21 C22 N4 2_665 . . . 177.31(12) ?
N3 C21 C22 C23 . . . . 173.86(12) ?
C27 C21 C22 C23 2_665 . . . -9.2(2) ?
C33 N4 C22 C21 . . . . -93.07(17) ?
C33 N4 C22 C23 . . . . 93.26(16) ?
C21 C22 C23 C24 . . . . -169.40(13) ?
N4 C22 C23 C24 . . . . 4.47(19) ?
C21 C22 C23 C28 . . . . 5.91(19) ?
N4 C22 C23 C28 . . . . 179.78(12) ?
C28 C23 C24 C25 . . . . 0.6(2) ?
C22 C23 C24 C25 . . . . 175.88(13) ?
C23 C24 C25 C26 . . . . 3.1(2) ?
C23 C24 C25 C37 . . . . -177.51(13) ?
C24 C25 C26 C27 . . . . -2.0(2) ?
C37 C25 C26 C27 . . . . 178.61(13) ?
C25 C26 C27 C28 . . . . -2.7(2) ?
C25 C26 C27 C21 . . . 2_665 -179.45(13) ?
C26 C27 C28 C28 . . . 2_665 -172.74(15) ?
C21 C27 C28 C28 2_665 . . 2_665 4.1(2) ?
C26 C27 C28 C23 . . . . 6.35(19) ?
C21 C27 C28 C23 2_665 . . . -176.81(12) ?
C24 C23 C28 C28 . . . 2_665 173.78(15) ?
C22 C23 C28 C28 . . . 2_665 -1.7(2) ?
C24 C23 C28 C27 . . . . -5.30(19) ?
C22 C23 C28 C27 . . . . 179.24(12) ?
C21 N3 C29 C30A . . . . 144.9(7) ?
C21 N3 C29 C31 . . . . -47.4(2) ?
C21 N3 C29 C32A . . . . 13.4(4) ?
C21 N3 C29 C30 . . . . -171.1(2) ?
C21 N3 C29 C32 . . . . 73.67(19) ?
C21 N3 C29 C31A . . . . -98.8(4) ?
C22 N4 C33 C36 . . . . -51.66(19) ?
C22 N4 C33 C34 . . . . -170.87(13) ?
C22 N4 C33 C35 . . . . 70.66(18) ?
C26 C25 C37 C39A . . . . 171.2(10) ?
C24 C25 C37 C39A . . . . -8.2(10) ?
C26 C25 C37 C38B . . . . -88.2(9) ?
C24 C25 C37 C38B . . . . 92.4(9) ?
C26 C25 C37 C40 . . . . -1.1(5) ?
C24 C25 C37 C40 . . . . 179.6(4) ?
C26 C25 C37 C39C . . . . 103.9(4) ?
C24 C25 C37 C39C . . . . -75.4(5) ?
C26 C25 C37 C38A . . . . -58.3(8) ?
C24 C25 C37 C38A . . . . 122.3(8) ?
C26 C25 C37 C40C . . . . -18.8(5) ?
C24 C25 C37 C40C . . . . 161.9(4) ?
C26 C25 C37 C39 . . . . 121.0(4) ?
C24 C25 C37 C39 . . . . -58.4(4) ?
C26 C25 C37 C38 . . . . -121.3(4) ?
C24 C25 C37 C38 . . . . 59.3(4) ?
C26 C25 C37 C39B . . . . 146.2(11) ?
C24 C25 C37 C39B . . . . -33.2(11) ?
C26 C25 C37 C38C . . . . -137.5(4) ?
C24 C25 C37 C38C . . . . 43.1(4) ?
C26 C25 C37 C40B . . . . 30.5(9) ?
C24 C25 C37 C40B . . . . -148.8(9) ?
C48 C43 C44 C45 . . . . 1.7(7) ?
C42 C43 C44 C45 . . . . 177.5(10) ?
C43 C44 C45 C46 . . . . -0.9(9) ?
C44 C45 C46 C47 . . . . -0.2(8) ?
C45 C46 C47 C48 . . . . 0.5(15) ?
C44 C43 C48 C47 . . . . -1.3(8) ?
C42 C43 C48 C47 . . . . -177.5(17) ?
C46 C47 C48 C43 . . . . 0.3(15) ?

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexanes'
