# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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. 
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data_tj_sm_aba2
_database_code_depnum_ccdc_archive 'CCDC 2157499'
loop_
_audit_author_name
_audit_author_address
'Cassandra Ward'
;Wayne State University
United States of America
;
_audit_update_record             
;
2022-03-09 deposited with the CCDC.	2022-06-27 downloaded from the CCDC.
;
_audit_creation_date             2019-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H54 N8 Sm, 2(I), 2(C2 H3 N)'
_chemical_formula_sum            'C28 H60 I2 N10 Sm'
_chemical_formula_weight         941.01
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A e a 2'
_space_group_name_Hall           'A 2 -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, z+1/2'

_cell_length_a                   19.4034(11)
_cell_length_b                   18.0204(10)
_cell_length_c                   10.3393(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3615.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7534
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.26
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.669
_shelx_estimated_absorpt_T_min   0.332
_exptl_absorpt_coefficient_mu    3.365
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0865 before and 0.0605 after correction. The Ratio of minimum to maximum transmission is 0.8047. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1864
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            32079
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.449
_diffrn_reflns_theta_min         2.099
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                3322
_reflns_number_total             3724
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 
;
 Flack x determined using 1460 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3724
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0229
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0150P)²+5.3151P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0444
_refine_ls_wR_factor_ref         0.0463
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C6(H6A,H6B), C3(H3A,H3B), C4(H4A,H4B), C11(H11A,H11B), C8(H8A,
 H8B), C10(H10A,H10B), C5(H5A,H5B), C1(H1A,H1B)
2.b Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC), C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.500000 0.500000 0.38282(4) 0.01117(8) Uani 1 2 d S T P . .
I1 I 0.62562(2) 0.35337(2) -0.09285(4) 0.02060(9) Uani 1 1 d . . . . .
N4 N 0.4083(3) 0.4191(3) 0.2219(5) 0.0156(11) Uani 1 1 d . . . . .
N1 N 0.5688(3) 0.5441(3) 0.6149(5) 0.0271(14) Uani 1 1 d . . . . .
N2 N 0.6461(2) 0.4590(2) 0.3931(6) 0.0171(9) Uani 1 1 d . . . . .
C7 C 0.6540(2) 0.3772(3) 0.3956(7) 0.0193(12) Uani 1 1 d . . . . .
H7A H 0.642603 0.358667 0.483170 0.023 Uiso 1 1 calc R . . . .
H7B H 0.702714 0.364372 0.377620 0.023 Uiso 1 1 calc R . . . .
C6 C 0.6837(4) 0.4895(5) 0.2809(6) 0.0236(19) Uani 1 1 d . . . . .
H6A H 0.672746 0.459369 0.203521 0.028 Uiso 1 1 calc R . . . .
H6B H 0.733804 0.485438 0.297032 0.028 Uiso 1 1 calc R . . . .
N3 N 0.5349(3) 0.3483(3) 0.3286(5) 0.0190(11) Uani 1 1 d . . . . .
C1S C 0.7453(5) 0.2553(3) 0.6339(8) 0.0248(12) Uani 1 1 d . . . . .
H1SA H 0.776299 0.295510 0.607648 0.037 Uiso 1 1 calc GR . . . .
H1SB H 0.768291 0.224095 0.698416 0.037 Uiso 1 1 calc GR . . . .
H1SC H 0.703240 0.276427 0.671307 0.037 Uiso 1 1 calc GR . . . .
N1S N 0.7139(3) 0.1758(3) 0.4339(5) 0.0276(13) Uani 1 1 d . . . . .
C9 C 0.5193(3) 0.3047(4) 0.4450(6) 0.0292(17) Uani 1 1 d . . . . .
H9A H 0.538016 0.329985 0.521183 0.044 Uiso 1 1 calc GR . . . .
H9B H 0.540240 0.255379 0.437327 0.044 Uiso 1 1 calc GR . . . .
H9C H 0.469267 0.299588 0.454067 0.044 Uiso 1 1 calc GR . . . .
C12 C 0.4219(4) 0.4484(4) 0.0924(6) 0.0265(16) Uani 1 1 d . . . . .
H12A H 0.421198 0.502785 0.095085 0.040 Uiso 1 1 calc GR . . . .
H12B H 0.386326 0.430748 0.032548 0.040 Uiso 1 1 calc GR . . . .
H12C H 0.467197 0.431421 0.062915 0.040 Uiso 1 1 calc GR . . . .
C3 C 0.6242(3) 0.4874(4) 0.6256(6) 0.0242(15) Uani 1 1 d . . . . .
H3A H 0.602592 0.437722 0.630330 0.029 Uiso 1 1 calc R . . . .
H3B H 0.649426 0.495572 0.707637 0.029 Uiso 1 1 calc R . . . .
C2 C 0.6021(4) 0.6171(4) 0.6281(7) 0.0335(18) Uani 1 1 d . . . . .
H2A H 0.624576 0.630370 0.546435 0.050 Uiso 1 1 calc GR . . . .
H2B H 0.636661 0.615016 0.697189 0.050 Uiso 1 1 calc GR . . . .
H2C H 0.567293 0.654517 0.649536 0.050 Uiso 1 1 calc GR . . . .
C4 C 0.6758(4) 0.4876(5) 0.5150(6) 0.0221(19) Uani 1 1 d . . . . .
H4A H 0.692353 0.538973 0.500950 0.027 Uiso 1 1 calc R . . . .
H4B H 0.715995 0.456793 0.539265 0.027 Uiso 1 1 calc R . . . .
C11 C 0.4204(3) 0.3384(3) 0.2229(6) 0.0216(14) Uani 1 1 d . . . . .
H11A H 0.397313 0.315802 0.147115 0.026 Uiso 1 1 calc R . . . .
H11B H 0.399542 0.316840 0.301825 0.026 Uiso 1 1 calc R . . . .
C8 C 0.6088(3) 0.3396(4) 0.2987(6) 0.0230(15) Uani 1 1 d . . . . .
H8A H 0.618114 0.360508 0.211909 0.028 Uiso 1 1 calc R . . . .
H8B H 0.620250 0.286058 0.296189 0.028 Uiso 1 1 calc R . . . .
C2S C 0.7276(3) 0.2107(4) 0.5218(6) 0.0209(14) Uani 1 1 d . . . . .
C10 C 0.4957(3) 0.3192(4) 0.2195(6) 0.0245(14) Uani 1 1 d . . . . .
H10A H 0.500502 0.264540 0.217791 0.029 Uiso 1 1 calc R . . . .
H10B H 0.515769 0.338833 0.138377 0.029 Uiso 1 1 calc R . . . .
C5 C 0.6660(3) 0.5692(4) 0.2540(6) 0.0205(14) Uani 1 1 d . . . . .
H5A H 0.677882 0.599378 0.330785 0.025 Uiso 1 1 calc R . . . .
H5B H 0.694563 0.586954 0.180878 0.025 Uiso 1 1 calc R . . . .
C1 C 0.5224(4) 0.5347(5) 0.7250(6) 0.037(2) Uani 1 1 d . . . . .
H1A H 0.491639 0.578520 0.729005 0.045 Uiso 1 1 calc R . . . .
H1B H 0.550414 0.534622 0.805025 0.045 Uiso 1 1 calc R . . . .


_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
Sm1 N4 2.840(5) . ?
Sm1 N4 2.840(5) 2_665 ?
Sm1 N1 2.859(5) . ?
Sm1 N1 2.859(5) 2_665 ?
Sm1 N2 2.931(4) . ?
Sm1 N2 2.931(4) 2_665 ?
Sm1 N3 2.872(5) 2_665 ?
Sm1 N3 2.872(5) . ?
N4 C12 1.463(8) . ?
N4 C11 1.473(8) . ?
N4 C5 1.495(8) 2_665 ?
N1 C3 1.487(8) . ?
N1 C2 1.472(9) . ?
N1 C1 1.462(8) . ?
N2 C7 1.483(6) . ?
N2 C6 1.476(8) . ?
N2 C4 1.479(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.495(9) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.502(10) . ?
N3 C9 1.468(8) . ?
N3 C8 1.474(8) . ?
N3 C10 1.459(8) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
C1S C2S 1.452(10) . ?
N1S C2S 1.136(8) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.520(9) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C10 1.501(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C1 C1 1.523(16) 2_665 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?

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
N4 Sm1 N4 108.3(2) . 2_665 ?
N4 Sm1 N1 158.03(15) 2_665 2_665 ?
N4 Sm1 N1 93.23(17) . 2_665 ?
N4 Sm1 N1 93.23(17) 2_665 . ?
N4 Sm1 N1 158.03(15) . . ?
N4 Sm1 N2 62.91(14) . 2_665 ?
N4 Sm1 N2 119.86(14) . . ?
N4 Sm1 N2 62.91(14) 2_665 . ?
N4 Sm1 N2 119.86(14) 2_665 2_665 ?
N4 Sm1 N3 103.10(14) . 2_665 ?
N4 Sm1 N3 62.91(14) 2_665 2_665 ?
N4 Sm1 N3 103.10(14) 2_665 . ?
N4 Sm1 N3 62.91(14) . . ?
N1 Sm1 N1 65.9(2) . 2_665 ?
N1 Sm1 N2 110.57(16) . 2_665 ?
N1 Sm1 N2 65.65(16) 2_665 2_665 ?
N1 Sm1 N2 110.57(16) 2_665 . ?
N1 Sm1 N2 65.66(16) . . ?
N1 Sm1 N3 108.54(16) . . ?
N1 Sm1 N3 108.54(16) 2_665 2_665 ?
N1 Sm1 N3 90.55(16) 2_665 . ?
N1 Sm1 N3 90.55(16) . 2_665 ?
N2 Sm1 N2 175.8(2) 2_665 . ?
N3 Sm1 N2 118.37(13) . 2_665 ?
N3 Sm1 N2 62.55(13) 2_665 2_665 ?
N3 Sm1 N2 118.37(13) 2_665 . ?
N3 Sm1 N2 62.54(13) . . ?
N3 Sm1 N3 157.5(2) . 2_665 ?
C12 N4 Sm1 103.7(4) . . ?
C12 N4 C11 109.6(5) . . ?
C12 N4 C5 109.0(5) . 2_665 ?
C11 N4 Sm1 113.7(4) . . ?
C11 N4 C5 107.0(5) . 2_665 ?
C5 N4 Sm1 113.7(3) 2_665 . ?
C3 N1 Sm1 102.1(4) . . ?
C2 N1 Sm1 122.1(4) . . ?
C2 N1 C3 106.9(5) . . ?
C1 N1 Sm1 109.5(4) . . ?
C1 N1 C3 108.0(6) . . ?
C1 N1 C2 107.6(6) . . ?
C7 N2 Sm1 110.6(3) . . ?
C6 N2 Sm1 110.8(4) . . ?
C6 N2 C7 109.4(5) . . ?
C6 N2 C4 110.3(4) . . ?
C4 N2 Sm1 108.7(4) . . ?
C4 N2 C7 106.9(5) . . ?
N2 C7 H7A 109.2 . . ?
N2 C7 H7B 109.2 . . ?
N2 C7 C8 112.2(5) . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
N2 C6 H6A 109.0 . . ?
N2 C6 H6B 109.0 . . ?
N2 C6 C5 112.9(6) . . ?
H6A C6 H6B 107.8 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C9 N3 Sm1 107.5(4) . . ?
C9 N3 C8 108.4(5) . . ?
C8 N3 Sm1 111.8(4) . . ?
C10 N3 Sm1 111.7(4) . . ?
C10 N3 C9 109.5(5) . . ?
C10 N3 C8 107.9(5) . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C2S C1S H1SA 109.5 . . ?
C2S C1S H1SB 109.5 . . ?
C2S C1S H1SC 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C3 H3A 108.6 . . ?
N1 C3 H3B 108.6 . . ?
N1 C3 C4 114.7(6) . . ?
H3A C3 H3B 107.6 . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C4 C3 112.6(6) . . ?
N2 C4 H4A 109.1 . . ?
N2 C4 H4B 109.1 . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N4 C11 H11A 109.1 . . ?
N4 C11 H11B 109.1 . . ?
N4 C11 C10 112.5(5) . . ?
H11A C11 H11B 107.8 . . ?
C10 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
N3 C8 C7 112.4(5) . . ?
N3 C8 H8A 109.1 . . ?
N3 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
N1S C2S C1S 179.8(9) . . ?
N3 C10 C11 114.0(5) . . ?
N3 C10 H10A 108.7 . . ?
N3 C10 H10B 108.7 . . ?
C11 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
N4 C5 C6 113.4(5) 2_665 . ?
N4 C5 H5A 108.9 2_665 . ?
N4 C5 H5B 108.9 2_665 . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
N1 C1 C1 116.5(6) . 2_665 ?
N1 C1 H1A 108.2 . . ?
N1 C1 H1B 108.2 . . ?
C1 C1 H1A 108.2 2_665 . ?
C1 C1 H1B 108.2 2_665 . ?
H1A C1 H1B 107.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mja_ssb_4_51
_database_code_depnum_ccdc_archive 'CCDC 2162698'
loop_
_audit_author_name
_audit_author_address
'Cassandra Ward'
;Wayne State University
United States of America
;
_audit_update_record             
;
2022-03-28 deposited with the CCDC.	2022-06-27 downloaded from the CCDC.
;
_audit_creation_date             2022-03-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H42 I N8 Sm, I'
_chemical_formula_sum            'C18 H42 I2 N8 Sm'
_chemical_formula_weight         774.74
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.7551(9)
_cell_length_b                   12.1307(7)
_cell_length_c                   13.7979(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2637.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9929
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.85
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.856
_shelx_estimated_absorpt_T_min   0.657
_exptl_absorpt_coefficient_mu    4.588
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.5665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0881 before and 0.0662 after correction.
The Ratio of minimum to maximum transmission is 0.7589.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.951
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1496
_exptl_crystal_recrystallization_method 
'vapor diffusion of THF into acetonitrile'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.035
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0832
_diffrn_reflns_av_unetI/netI     0.0682
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            51941
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.237
_diffrn_reflns_theta_min         2.119
_diffrn_ambient_temperature      100
_diffrn_detector                 'Photon III'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'CPAD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.8 mm pinhole collimator'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\mS'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.876
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.938
_reflns_number_gt                7976
_reflns_number_total             9830
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.953
_refine_diff_density_min         -0.979
_refine_diff_density_rms         0.179
_refine_ls_abs_structure_details 
;
 Flack x determined using 2957 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         9830
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0262P)²+1.2838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0773
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N5(H5), N8(H8), N6(H6), N7(H7), N3(H3), N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C8(H8A,H8B), C1(H1A,H1B), C18(H18A,H18B), C6(H6A,H6B), C3(H3A,
 H3B), C11(H11A,H11B), C9(H9A,H9B), C10(H10A,H10B), C7(H7A,H7B), C17(H17A,H17B),
  C15(H15A,H15B), C16(H16A,H16B), C13(H13A,H13B), C4(H4A,H4B), C12(H12A,H12B),
 C14(H14A,H14B), C2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.49710(2) 0.25668(2) 0.50433(4) 0.01068(6) Uani 1 1 d . . . . .
I2 I 0.63697(3) -0.02622(3) 0.26279(3) 0.01570(9) Uani 1 1 d . . . . .
I1 I 0.57276(3) 0.53958(3) 0.52044(3) 0.01703(9) Uani 1 1 d . . . . .
N5 N 0.4976(4) 0.2653(5) 0.7032(6) 0.0146(13) Uani 1 1 d . . . . .
H5 H 0.468180 0.196365 0.724609 0.018 Uiso 1 1 calc R U . . .
N4 N 0.6424(3) 0.1550(5) 0.6028(4) 0.0134(11) Uani 1 1 d . . . . .
N8 N 0.5166(3) 0.0295(4) 0.4895(4) 0.0138(11) Uani 1 1 d . . . . .
H8 H 0.547598 0.019305 0.426867 0.017 Uiso 1 1 calc R U . . .
N6 N 0.3866(4) 0.4023(5) 0.5931(4) 0.0151(11) Uani 1 1 d . . . . .
H6 H 0.423546 0.468758 0.600775 0.018 Uiso 1 1 calc R U . . .
N7 N 0.3537(3) 0.1335(4) 0.5010(5) 0.0135(10) Uani 1 1 d . . . . .
H7 H 0.346840 0.100885 0.567115 0.016 Uiso 1 1 calc R U . . .
C5 C 0.7334(5) 0.2397(6) 0.4736(6) 0.0178(14) Uani 1 1 d . . . . .
H5A H 0.783505 0.287904 0.464821 0.021 Uiso 1 1 calc R U . . .
H5B H 0.745318 0.168656 0.440939 0.021 Uiso 1 1 calc R U . . .
C8 C 0.5843(4) 0.2579(6) 0.7448(5) 0.0172(14) Uani 1 1 d . . . . .
H8A H 0.580782 0.256237 0.816458 0.021 Uiso 1 1 calc R U . . .
H8B H 0.617508 0.323760 0.725819 0.021 Uiso 1 1 calc R U . . .
C1 C 0.3861(5) 0.3622(6) 0.2905(6) 0.0197(16) Uani 1 1 d . . . . .
H1A H 0.421524 0.429588 0.287852 0.024 Uiso 1 1 calc R U . . .
H1B H 0.335869 0.374547 0.248863 0.024 Uiso 1 1 calc R U . . .
N1 N 0.3576(4) 0.3452(5) 0.3908(5) 0.0153(11) Uani 1 1 d . . . . .
N3 N 0.6600(4) 0.2910(5) 0.4287(5) 0.0151(11) Uani 1 1 d . . . . .
H3 H 0.669473 0.370015 0.446106 0.018 Uiso 1 1 calc R U . . .
C18 C 0.6540(4) 0.0404(6) 0.5696(6) 0.0178(15) Uani 1 1 d . . . . .
H18A H 0.691756 0.001474 0.615649 0.021 Uiso 1 1 calc R U . . .
H18B H 0.682347 0.041045 0.505613 0.021 Uiso 1 1 calc R U . . .
C6 C 0.7198(5) 0.2193(7) 0.5806(6) 0.0191(15) Uani 1 1 d . . . . .
H6A H 0.769655 0.179482 0.606730 0.023 Uiso 1 1 calc R U . . .
H6B H 0.716288 0.291216 0.614304 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5821(4) 0.3282(6) 0.2773(6) 0.0189(15) Uani 1 1 d . . . . .
H3A H 0.565605 0.402512 0.300273 0.023 Uiso 1 1 calc R U . . .
H3B H 0.587613 0.331048 0.205843 0.023 Uiso 1 1 calc R U . . .
C11 C 0.3147(4) 0.4486(6) 0.5412(6) 0.0188(15) Uani 1 1 d . . . . .
H11A H 0.302557 0.523718 0.565545 0.023 Uiso 1 1 calc R U . . .
H11B H 0.263735 0.402431 0.552114 0.023 Uiso 1 1 calc R U . . .
C9 C 0.4498(4) 0.3555(6) 0.7482(6) 0.0205(15) Uani 1 1 d . . . . .
H9A H 0.484633 0.423392 0.747501 0.025 Uiso 1 1 calc R U . . .
H9B H 0.437430 0.336694 0.816572 0.025 Uiso 1 1 calc R U . . .
C10 C 0.3673(5) 0.3761(6) 0.6946(6) 0.0194(15) Uani 1 1 d . . . . .
H10A H 0.330819 0.309690 0.697946 0.023 Uiso 1 1 calc R U . . .
H10B H 0.336374 0.438175 0.725005 0.023 Uiso 1 1 calc R U . . .
N2 N 0.5161(4) 0.2482(5) 0.3040(6) 0.0154(13) Uani 1 1 d . . . . .
H2 H 0.537787 0.173136 0.287192 0.019 Uiso 1 1 calc R U . . .
C7 C 0.6288(4) 0.1547(6) 0.7089(5) 0.0168(14) Uani 1 1 d . . . . .
H7A H 0.684345 0.148041 0.741850 0.020 Uiso 1 1 calc R U . . .
H7B H 0.594338 0.089510 0.726618 0.020 Uiso 1 1 calc R U . . .
C17 C 0.5721(5) -0.0223(6) 0.5613(5) 0.0170(14) Uani 1 1 d . . . . .
H17A H 0.584059 -0.099312 0.541903 0.020 Uiso 1 1 calc R U . . .
H17B H 0.543303 -0.023735 0.625080 0.020 Uiso 1 1 calc R U . . .
C15 C 0.3693(4) 0.0413(6) 0.4338(6) 0.0173(14) Uani 1 1 d . . . . .
H15A H 0.387849 0.070164 0.370083 0.021 Uiso 1 1 calc R U . . .
H15B H 0.316431 -0.001344 0.424181 0.021 Uiso 1 1 calc R U . . .
C16 C 0.4374(5) -0.0322(6) 0.4758(6) 0.0178(14) Uani 1 1 d . . . . .
H16A H 0.418047 -0.061930 0.538858 0.021 Uiso 1 1 calc R U . . .
H16B H 0.447579 -0.095105 0.431598 0.021 Uiso 1 1 calc R U . . .
C13 C 0.2832(4) 0.2685(6) 0.3911(6) 0.0183(15) Uani 1 1 d . . . . .
H13A H 0.286773 0.220933 0.332952 0.022 Uiso 1 1 calc R U . . .
H13B H 0.230728 0.312893 0.385481 0.022 Uiso 1 1 calc R U . . .
C4 C 0.6668(4) 0.2960(6) 0.3219(5) 0.0165(14) Uani 1 1 d . . . . .
H4A H 0.684548 0.223175 0.296595 0.020 Uiso 1 1 calc R U . . .
H4B H 0.710565 0.350679 0.303413 0.020 Uiso 1 1 calc R U . . .
C12 C 0.3347(5) 0.4532(6) 0.4332(6) 0.0196(15) Uani 1 1 d . . . . .
H12A H 0.284633 0.482655 0.398370 0.023 Uiso 1 1 calc R U . . .
H12B H 0.382288 0.505214 0.422752 0.023 Uiso 1 1 calc R U . . .
C14 C 0.2758(4) 0.1953(6) 0.4799(5) 0.0171(14) Uani 1 1 d . . . . .
H14A H 0.261437 0.241527 0.536702 0.020 Uiso 1 1 calc R U . . .
H14B H 0.228691 0.142477 0.469973 0.020 Uiso 1 1 calc R U . . .
C2 C 0.4372(5) 0.2655(6) 0.2497(6) 0.0199(15) Uani 1 1 d . . . . .
H2A H 0.402369 0.197676 0.252608 0.024 Uiso 1 1 calc R U . . .
H2B H 0.450957 0.280098 0.180897 0.024 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
Sm1 I1 3.6397(5) . ?
Sm1 N5 2.747(8) . ?
Sm1 N4 2.934(6) . ?
Sm1 N8 2.780(5) . ?
Sm1 N6 2.767(6) . ?
Sm1 N7 2.710(5) . ?
Sm1 N1 2.904(6) . ?
Sm1 N3 2.802(6) . ?
Sm1 N2 2.782(8) . ?
N5 H5 1.0000 . ?
N5 C8 1.485(9) . ?
N5 C9 1.465(9) . ?
N4 C18 1.476(9) . ?
N4 C6 1.479(9) . ?
N4 C7 1.480(9) . ?
N8 H8 1.0000 . ?
N8 C17 1.464(9) . ?
N8 C16 1.468(9) . ?
N6 H6 1.0000 . ?
N6 C11 1.454(9) . ?
N6 C10 1.468(10) . ?
N7 H7 1.0000 . ?
N7 C15 1.473(9) . ?
N7 C14 1.467(8) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 N3 1.452(9) . ?
C5 C6 1.513(10) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.517(10) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 N1 1.470(9) . ?
C1 C2 1.530(10) . ?
N1 C13 1.496(9) . ?
N1 C12 1.480(9) . ?
N3 H3 1.0000 . ?
N3 C4 1.479(9) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C17 1.501(10) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 N2 1.470(9) . ?
C3 C4 1.521(10) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.524(11) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.517(10) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N2 H2 1.0000 . ?
N2 C2 1.466(10) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.510(10) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.519(10) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?

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
N5 Sm1 I1 84.39(14) . . ?
N5 Sm1 N4 63.34(17) . . ?
N5 Sm1 N8 96.37(18) . . ?
N5 Sm1 N6 62.28(18) . . ?
N5 Sm1 N1 121.79(18) . . ?
N5 Sm1 N3 111.37(18) . . ?
N5 Sm1 N2 173.68(19) . . ?
N4 Sm1 I1 96.45(11) . . ?
N8 Sm1 I1 154.52(11) . . ?
N8 Sm1 N4 62.04(16) . . ?
N8 Sm1 N1 114.23(16) . . ?
N8 Sm1 N3 91.05(17) . . ?
N8 Sm1 N2 83.01(17) . . ?
N6 Sm1 I1 64.98(12) . . ?
N6 Sm1 N4 123.68(18) . . ?
N6 Sm1 N8 137.32(17) . . ?
N6 Sm1 N1 61.74(17) . . ?
N6 Sm1 N3 130.30(18) . . ?
N6 Sm1 N2 122.09(18) . . ?
N7 Sm1 I1 142.59(11) . . ?
N7 Sm1 N5 92.30(19) . . ?
N7 Sm1 N4 115.26(16) . . ?
N7 Sm1 N8 62.89(15) . . ?
N7 Sm1 N6 80.50(17) . . ?
N7 Sm1 N1 64.14(17) . . ?
N7 Sm1 N3 147.08(18) . . ?
N7 Sm1 N2 93.01(19) . . ?
N1 Sm1 I1 86.11(12) . . ?
N1 Sm1 N4 174.58(18) . . ?
N3 Sm1 I1 65.34(13) . . ?
N3 Sm1 N4 61.32(17) . . ?
N3 Sm1 N1 115.94(17) . . ?
N2 Sm1 I1 93.46(12) . . ?
N2 Sm1 N4 111.13(17) . . ?
N2 Sm1 N1 63.85(18) . . ?
N2 Sm1 N3 62.40(19) . . ?
Sm1 N5 H5 105.2 . . ?
C8 N5 Sm1 112.7(4) . . ?
C8 N5 H5 105.2 . . ?
C9 N5 Sm1 116.7(5) . . ?
C9 N5 H5 105.2 . . ?
C9 N5 C8 110.7(6) . . ?
C18 N4 Sm1 110.4(4) . . ?
C18 N4 C6 109.4(5) . . ?
C18 N4 C7 108.8(6) . . ?
C6 N4 Sm1 109.0(4) . . ?
C6 N4 C7 109.0(6) . . ?
C7 N4 Sm1 110.2(4) . . ?
Sm1 N8 H8 103.9 . . ?
C17 N8 Sm1 116.2(4) . . ?
C17 N8 H8 103.9 . . ?
C17 N8 C16 112.1(5) . . ?
C16 N8 Sm1 114.9(4) . . ?
C16 N8 H8 103.9 . . ?
Sm1 N6 H6 101.2 . . ?
C11 N6 Sm1 121.2(4) . . ?
C11 N6 H6 101.2 . . ?
C11 N6 C10 113.1(6) . . ?
C10 N6 Sm1 114.5(4) . . ?
C10 N6 H6 101.2 . . ?
Sm1 N7 H7 107.0 . . ?
C15 N7 Sm1 106.8(4) . . ?
C15 N7 H7 107.0 . . ?
C14 N7 Sm1 114.8(4) . . ?
C14 N7 H7 107.0 . . ?
C14 N7 C15 113.8(6) . . ?
H5A C5 H5B 107.9 . . ?
N3 C5 H5A 109.2 . . ?
N3 C5 H5B 109.2 . . ?
N3 C5 C6 111.9(6) . . ?
C6 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
N5 C8 H8A 109.6 . . ?
N5 C8 H8B 109.6 . . ?
N5 C8 C7 110.4(6) . . ?
H8A C8 H8B 108.1 . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H1A C1 H1B 107.7 . . ?
N1 C1 H1A 108.9 . . ?
N1 C1 H1B 108.9 . . ?
N1 C1 C2 113.5(6) . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
C1 N1 Sm1 109.2(4) . . ?
C1 N1 C13 109.2(6) . . ?
C1 N1 C12 108.8(6) . . ?
C13 N1 Sm1 111.2(4) . . ?
C12 N1 Sm1 107.4(4) . . ?
C12 N1 C13 111.0(6) . . ?
Sm1 N3 H3 100.9 . . ?
C5 N3 Sm1 120.5(4) . . ?
C5 N3 H3 100.9 . . ?
C5 N3 C4 112.7(6) . . ?
C4 N3 Sm1 116.4(4) . . ?
C4 N3 H3 100.9 . . ?
N4 C18 H18A 108.9 . . ?
N4 C18 H18B 108.9 . . ?
N4 C18 C17 113.3(6) . . ?
H18A C18 H18B 107.7 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
N4 C6 C5 113.9(6) . . ?
N4 C6 H6A 108.8 . . ?
N4 C6 H6B 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
H3A C3 H3B 108.1 . . ?
N2 C3 H3A 109.6 . . ?
N2 C3 H3B 109.6 . . ?
N2 C3 C4 110.5(6) . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
N6 C11 H11A 109.8 . . ?
N6 C11 H11B 109.8 . . ?
N6 C11 C12 109.6(6) . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
N5 C9 C10 110.9(6) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
N6 C10 C9 108.8(6) . . ?
N6 C10 H10A 109.9 . . ?
N6 C10 H10B 109.9 . . ?
C9 C10 H10A 109.9 . . ?
C9 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
Sm1 N2 H2 107.5 . . ?
C3 N2 Sm1 107.5(5) . . ?
C3 N2 H2 107.5 . . ?
C2 N2 Sm1 114.3(5) . . ?
C2 N2 C3 112.1(6) . . ?
C2 N2 H2 107.5 . . ?
N4 C7 C8 112.9(6) . . ?
N4 C7 H7A 109.0 . . ?
N4 C7 H7B 109.0 . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
N8 C17 C18 110.3(6) . . ?
N8 C17 H17A 109.6 . . ?
N8 C17 H17B 109.6 . . ?
C18 C17 H17A 109.6 . . ?
C18 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
N7 C15 H15A 109.9 . . ?
N7 C15 H15B 109.9 . . ?
N7 C15 C16 109.0(6) . . ?
H15A C15 H15B 108.3 . . ?
C16 C15 H15A 109.9 . . ?
C16 C15 H15B 109.9 . . ?
N8 C16 C15 110.6(6) . . ?
N8 C16 H16A 109.5 . . ?
N8 C16 H16B 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
N1 C13 H13A 108.5 . . ?
N1 C13 H13B 108.5 . . ?
N1 C13 C14 115.2(6) . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
N3 C4 C3 110.5(6) . . ?
N3 C4 H4A 109.6 . . ?
N3 C4 H4B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
N1 C12 C11 113.8(6) . . ?
N1 C12 H12A 108.8 . . ?
N1 C12 H12B 108.8 . . ?
C11 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
N7 C14 C13 113.2(5) . . ?
N7 C14 H14A 108.9 . . ?
N7 C14 H14B 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
N2 C2 C1 111.6(6) . . ?
N2 C2 H2A 109.3 . . ?
N2 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm1 N5 C8 C7 -55.4(7) . . . . ?
Sm1 N5 C9 C10 39.5(7) . . . . ?
Sm1 N4 C18 C17 -42.9(7) . . . . ?
Sm1 N4 C6 C5 -51.2(7) . . . . ?
Sm1 N4 C7 C8 -37.1(6) . . . . ?
Sm1 N8 C17 C18 -47.7(7) . . . . ?
Sm1 N8 C16 C15 22.6(7) . . . . ?
Sm1 N6 C11 C12 -27.7(8) . . . . ?
Sm1 N6 C10 C9 49.2(7) . . . . ?
Sm1 N7 C15 C16 66.1(6) . . . . ?
Sm1 N7 C14 C13 49.8(7) . . . . ?
Sm1 N1 C13 C14 27.6(7) . . . . ?
Sm1 N1 C12 C11 -54.7(6) . . . . ?
Sm1 N3 C4 C3 23.4(7) . . . . ?
Sm1 N2 C2 C1 44.8(7) . . . . ?
N5 C8 C7 N4 63.6(8) . . . . ?
N5 C9 C10 N6 -58.4(8) . . . . ?
N4 C18 C17 N8 61.9(8) . . . . ?
N6 C11 C12 N1 56.7(8) . . . . ?
N7 C15 C16 N8 -60.2(8) . . . . ?
C5 N3 C4 C3 168.5(6) . . . . ?
C8 N5 C9 C10 170.3(6) . . . . ?
C1 N1 C13 C14 148.1(6) . . . . ?
C1 N1 C12 C11 -172.7(6) . . . . ?
N1 C1 C2 N2 -62.9(8) . . . . ?
N1 C13 C14 N7 -52.6(9) . . . . ?
N3 C5 C6 N4 54.4(9) . . . . ?
C18 N4 C6 C5 69.6(8) . . . . ?
C18 N4 C7 C8 -158.3(6) . . . . ?
C6 N4 C18 C17 -162.9(6) . . . . ?
C6 N4 C7 C8 82.5(7) . . . . ?
C6 C5 N3 Sm1 -27.8(8) . . . . ?
C6 C5 N3 C4 -171.2(6) . . . . ?
C3 N2 C2 C1 -77.9(8) . . . . ?
C11 N6 C10 C9 -166.3(6) . . . . ?
C9 N5 C8 C7 171.8(6) . . . . ?
C10 N6 C11 C12 -169.5(6) . . . . ?
N2 C3 C4 N3 -59.1(8) . . . . ?
C7 N4 C18 C17 78.2(7) . . . . ?
C7 N4 C6 C5 -171.5(6) . . . . ?
C17 N8 C16 C15 158.2(6) . . . . ?
C15 N7 C14 C13 -73.7(7) . . . . ?
C16 N8 C17 C18 177.3(6) . . . . ?
C13 N1 C12 C11 67.1(8) . . . . ?
C4 C3 N2 Sm1 63.2(6) . . . . ?
C4 C3 N2 C2 -170.4(6) . . . . ?
C12 N1 C13 C14 -91.9(7) . . . . ?
C14 N7 C15 C16 -166.2(5) . . . . ?
C2 C1 N1 Sm1 44.8(7) . . . . ?
C2 C1 N1 C13 -77.0(7) . . . . ?
C2 C1 N1 C12 161.7(6) . . . . ?

_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MicroMount (MiTeGen) with polyfluoroether oil (Fomblin YR-1800, Alfa Aesar)'
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive
