# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_ak460_0m
_database_code_depnum_ccdc_archive 'CCDC 2239626'
loop_
_audit_author_name
_audit_author_address
'Polly Arnold'
;University of California, Berkeley, and Lawrence Berkeley National Laboratory
United States of America
;
_audit_update_record             
;
2023-02-02 deposited with the CCDC.	2023-07-24 downloaded from the CCDC.
;
_audit_creation_date             2022-09-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H52 Cl2 Sm2'
_chemical_formula_sum            'C36 H52 Cl2 Sm2'
_chemical_formula_weight         856.37
_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 0.0034 0.0017 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Cl Cl 0.1549 0.1679 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Sm Sm -0.0953 3.6119 'Calculated using XDISP in WinGX (Farrugia, 1999)'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.5346(12)
_cell_length_b                   10.3557(14)
_cell_length_c                   19.111(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.674(5)
_cell_angle_gamma                90
_cell_volume                     1688.4(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25987
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.144
_cell_measurement_theta_min      2.294
_shelx_estimated_absorpt_T_max   0.699
_shelx_estimated_absorpt_T_min   0.512
_exptl_absorpt_coefficient_mu    3.859
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1245 before and 0.1025 after correction.
The Ratio of minimum to maximum transmission is 0.7810.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0807
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.930
_diffrn_reflns_theta_max         29.144
_diffrn_reflns_theta_min         2.294
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_wavelength     0.7288
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Advanced Light Source, station 12.2.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker D8 with PHOTON-II CPAD detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3597
_reflns_number_total             4208
_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_data_collection       'Bruker APEX3 Bruker, Madison WI'
_computing_cell_refinement       'SAINT V8.38A Bruker, Madison WI'
_computing_data_reduction        'SAINT V8.38A Bruker, Madison WI'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.847
_refine_diff_density_min         -1.115
_refine_diff_density_rms         0.201
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     189
_refine_ls_number_reflns         4208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.037
_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)+(0.0509P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.0940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C14(H14A,H14B,
 H14C), C13(H13A,H13B,H13C), C18(H18A,H18B,H18C), C11(H11A,H11B,H11C), C15(H15A,
 H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.41590(2) 0.37952(2) 0.58061(2) 0.01099(8) Uani 1 1 d . . . . .
Cl1 Cl 0.69492(11) 0.47942(8) 0.53385(4) 0.01432(19) Uani 1 1 d . . . . .
C1 C 0.3060(5) 0.3751(3) 0.7076(2) 0.0165(8) Uani 1 1 d . . . . .
H1 H 0.2761 0.2917 0.7231 0.020 Uiso 1 1 calc R U . . .
C8 C 0.2819(5) 0.1414(4) 0.5824(2) 0.0164(8) Uani 1 1 d . . . . .
C12 C 0.2345(5) 0.6988(4) 0.6267(2) 0.0197(8) Uani 1 1 d . . . . .
H12A H 0.3108 0.7684 0.6344 0.030 Uiso 1 1 calc R U . . .
H12B H 0.1356 0.7221 0.6483 0.030 Uiso 1 1 calc R U . . .
H12C H 0.2162 0.6857 0.5764 0.030 Uiso 1 1 calc R U . . .
C17 C 0.4955(5) 0.0628(4) 0.6735(2) 0.0226(9) Uani 1 1 d . . . . .
H17A H 0.5939 0.1034 0.6895 0.034 Uiso 1 1 calc R U . . .
H17B H 0.5122 -0.0301 0.6673 0.034 Uiso 1 1 calc R U . . .
H17C H 0.4154 0.0767 0.7084 0.034 Uiso 1 1 calc R U . . .
C9 C 0.4425(5) 0.1210(3) 0.6056(2) 0.0164(8) Uani 1 1 d . . . . .
C4 C 0.4513(4) 0.5561(4) 0.68787(18) 0.0139(7) Uani 1 1 d . . . . .
C3 C 0.2970(5) 0.5760(4) 0.65925(18) 0.0142(7) Uani 1 1 d . . . . .
C10 C 0.5396(5) 0.1497(4) 0.5484(2) 0.0159(8) Uani 1 1 d . . . . .
C5 C 0.4558(5) 0.4308(4) 0.71733(18) 0.0150(8) Uani 1 1 d . . . . .
C16 C 0.1397(6) 0.1024(4) 0.6221(3) 0.0240(10) Uani 1 1 d . . . . .
H16A H 0.1618 0.1118 0.6725 0.036 Uiso 1 1 calc R U . . .
H16B H 0.1136 0.0122 0.6115 0.036 Uiso 1 1 calc R U . . .
H16C H 0.0511 0.1579 0.6082 0.036 Uiso 1 1 calc R U . . .
C7 C 0.2824(4) 0.1827(4) 0.51226(19) 0.0150(7) Uani 1 1 d . . . . .
C2 C 0.2074(4) 0.4636(4) 0.6711(2) 0.0172(8) Uani 1 1 d . . . . .
C6 C 0.4404(5) 0.1868(4) 0.4915(2) 0.0169(8) Uani 1 1 d . . . . .
H6 H 0.4742 0.2107 0.4464 0.020 Uiso 1 1 calc R U . . .
C14 C 0.5948(6) 0.3747(4) 0.7573(2) 0.0218(9) Uani 1 1 d . . . . .
H14A H 0.5740 0.2840 0.7684 0.033 Uiso 1 1 calc R U . . .
H14B H 0.6128 0.4233 0.8008 0.033 Uiso 1 1 calc R U . . .
H14C H 0.6880 0.3804 0.7287 0.033 Uiso 1 1 calc R U . . .
C13 C 0.5828(5) 0.6523(4) 0.6945(2) 0.0216(9) Uani 1 1 d . . . . .
H13A H 0.6726 0.6213 0.6685 0.032 Uiso 1 1 calc R U . . .
H13B H 0.6137 0.6627 0.7440 0.032 Uiso 1 1 calc R U . . .
H13C H 0.5479 0.7356 0.6754 0.032 Uiso 1 1 calc R U . . .
C18 C 0.7154(5) 0.1334(4) 0.5493(3) 0.0224(9) Uani 1 1 d . . . . .
H18A H 0.7636 0.2102 0.5291 0.034 Uiso 1 1 calc R U . . .
H18B H 0.7423 0.0572 0.5216 0.034 Uiso 1 1 calc R U . . .
H18C H 0.7543 0.1220 0.5976 0.034 Uiso 1 1 calc R U . . .
C11 C 0.0377(5) 0.4452(5) 0.6500(2) 0.0259(9) Uani 1 1 d . . . . .
H11A H 0.0273 0.4396 0.5989 0.039 Uiso 1 1 calc R U . . .
H11B H -0.0235 0.5186 0.6665 0.039 Uiso 1 1 calc R U . . .
H11C H -0.0013 0.3654 0.6708 0.039 Uiso 1 1 calc R U . . .
C15 C 0.1390(5) 0.2078(4) 0.4670(2) 0.0214(8) Uani 1 1 d . . . . .
H15A H 0.0728 0.2718 0.4896 0.032 Uiso 1 1 calc R U . . .
H15B H 0.0802 0.1272 0.4603 0.032 Uiso 1 1 calc R U . . .
H15C H 0.1705 0.2407 0.4214 0.032 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 Cl1 2.7684(10) . ?
Sm1 Cl1 2.7736(9) 3_666 ?
Sm1 C1 2.628(4) . ?
Sm1 C8 2.719(4) . ?
Sm1 C9 2.728(3) . ?
Sm1 C4 2.757(4) . ?
Sm1 C3 2.742(4) . ?
Sm1 C10 2.682(4) . ?
Sm1 C5 2.678(4) . ?
Sm1 C7 2.660(4) . ?
Sm1 C2 2.664(4) . ?
Sm1 C6 2.636(4) . ?
Cl1 Sm1 2.7736(9) 3_666 ?
C1 H1 0.9500 . ?
C1 C5 1.411(6) . ?
C1 C2 1.415(5) . ?
C8 C9 1.443(6) . ?
C8 C16 1.505(6) . ?
C8 C7 1.408(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C3 1.506(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C9 1.489(5) . ?
C9 C10 1.422(6) . ?
C4 C3 1.426(5) . ?
C4 C5 1.415(5) . ?
C4 C13 1.503(6) . ?
C3 C2 1.415(5) . ?
C10 C6 1.412(5) . ?
C10 C18 1.509(6) . ?
C5 C14 1.508(6) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C7 C6 1.417(5) . ?
C7 C15 1.501(5) . ?
C2 C11 1.505(5) . ?
C6 H6 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Sm1 Cl1 79.94(3) . 3_666 ?
C1 Sm1 Cl1 129.67(9) . . ?
C1 Sm1 Cl1 127.95(9) . 3_666 ?
C1 Sm1 C8 79.08(12) . . ?
C1 Sm1 C9 81.45(12) . . ?
C1 Sm1 C4 50.15(11) . . ?
C1 Sm1 C3 50.14(11) . . ?
C1 Sm1 C10 110.48(12) . . ?
C1 Sm1 C5 30.81(12) . . ?
C1 Sm1 C7 106.31(12) . . ?
C1 Sm1 C2 31.01(12) . . ?
C1 Sm1 C6 128.35(12) . . ?
C8 Sm1 Cl1 110.73(9) . 3_666 ?
C8 Sm1 Cl1 135.17(9) . . ?
C8 Sm1 C9 30.74(12) . . ?
C8 Sm1 C4 128.98(11) . . ?
C8 Sm1 C3 120.24(12) . . ?
C9 Sm1 Cl1 132.81(9) . 3_666 ?
C9 Sm1 Cl1 110.81(10) . . ?
C9 Sm1 C4 120.95(12) . . ?
C9 Sm1 C3 131.52(12) . . ?
C4 Sm1 Cl1 85.16(8) . . ?
C4 Sm1 Cl1 105.33(8) . 3_666 ?
C3 Sm1 Cl1 103.59(9) . . ?
C3 Sm1 Cl1 85.31(8) . 3_666 ?
C3 Sm1 C4 30.05(11) . . ?
C10 Sm1 Cl1 114.43(9) . 3_666 ?
C10 Sm1 Cl1 84.81(9) . . ?
C10 Sm1 C8 50.71(13) . . ?
C10 Sm1 C9 30.46(13) . . ?
C10 Sm1 C4 136.38(12) . . ?
C10 Sm1 C3 159.83(12) . . ?
C5 Sm1 Cl1 134.09(9) . 3_666 ?
C5 Sm1 Cl1 98.90(9) . . ?
C5 Sm1 C8 102.06(12) . . ?
C5 Sm1 C9 90.94(12) . . ?
C5 Sm1 C4 30.13(11) . . ?
C5 Sm1 C3 49.96(11) . . ?
C5 Sm1 C10 111.11(12) . . ?
C7 Sm1 Cl1 83.39(8) . 3_666 ?
C7 Sm1 Cl1 119.21(9) . . ?
C7 Sm1 C8 30.32(12) . . ?
C7 Sm1 C9 50.64(12) . . ?
C7 Sm1 C4 155.46(12) . . ?
C7 Sm1 C3 132.70(12) . . ?
C7 Sm1 C10 51.17(12) . . ?
C7 Sm1 C5 132.20(12) . . ?
C7 Sm1 C2 106.55(12) . . ?
C2 Sm1 Cl1 133.20(9) . . ?
C2 Sm1 Cl1 96.95(9) . 3_666 ?
C2 Sm1 C8 89.94(12) . . ?
C2 Sm1 C9 105.14(13) . . ?
C2 Sm1 C4 50.29(11) . . ?
C2 Sm1 C3 30.30(12) . . ?
C2 Sm1 C10 135.56(12) . . ?
C2 Sm1 C5 50.96(12) . . ?
C6 Sm1 Cl1 85.46(9) . 3_666 ?
C6 Sm1 Cl1 89.39(9) . . ?
C6 Sm1 C8 50.42(12) . . ?
C6 Sm1 C9 50.36(12) . . ?
C6 Sm1 C4 166.80(12) . . ?
C6 Sm1 C3 162.49(12) . . ?
C6 Sm1 C10 30.77(12) . . ?
C6 Sm1 C5 140.37(12) . . ?
C6 Sm1 C7 31.03(12) . . ?
C6 Sm1 C2 137.23(12) . . ?
Sm1 Cl1 Sm1 100.06(3) . 3_666 ?
Sm1 C1 H1 114.2 . . ?
C5 C1 Sm1 76.6(2) . . ?
C5 C1 H1 125.6 . . ?
C5 C1 C2 108.9(3) . . ?
C2 C1 Sm1 75.9(2) . . ?
C2 C1 H1 125.6 . . ?
C9 C8 Sm1 75.0(2) . . ?
C9 C8 C16 125.4(4) . . ?
C16 C8 Sm1 126.6(3) . . ?
C7 C8 Sm1 72.5(2) . . ?
C7 C8 C9 107.9(4) . . ?
C7 C8 C16 125.9(4) . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C9 C17 H17A 109.5 . . ?
C9 C17 H17B 109.5 . . ?
C9 C17 H17C 109.5 . . ?
C8 C9 Sm1 74.3(2) . . ?
C8 C9 C17 126.0(4) . . ?
C17 C9 Sm1 124.8(3) . . ?
C10 C9 Sm1 73.0(2) . . ?
C10 C9 C8 107.7(4) . . ?
C10 C9 C17 125.8(4) . . ?
C3 C4 Sm1 74.4(2) . . ?
C3 C4 C13 128.0(4) . . ?
C5 C4 Sm1 71.9(2) . . ?
C5 C4 C3 107.5(3) . . ?
C5 C4 C13 124.2(4) . . ?
C13 C4 Sm1 124.6(3) . . ?
C12 C3 Sm1 122.2(2) . . ?
C4 C3 Sm1 75.6(2) . . ?
C4 C3 C12 126.4(4) . . ?
C2 C3 Sm1 71.8(2) . . ?
C2 C3 C12 125.0(4) . . ?
C2 C3 C4 108.5(3) . . ?
C9 C10 Sm1 76.5(2) . . ?
C9 C10 C18 124.7(4) . . ?
C6 C10 Sm1 72.8(2) . . ?
C6 C10 C9 107.4(4) . . ?
C6 C10 C18 127.8(4) . . ?
C18 C10 Sm1 119.7(2) . . ?
C1 C5 Sm1 72.6(2) . . ?
C1 C5 C4 108.0(3) . . ?
C1 C5 C14 127.3(4) . . ?
C4 C5 Sm1 78.0(2) . . ?
C4 C5 C14 124.5(4) . . ?
C14 C5 Sm1 119.6(3) . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C7 Sm1 77.2(2) . . ?
C8 C7 C6 107.8(3) . . ?
C8 C7 C15 125.2(4) . . ?
C6 C7 Sm1 73.6(2) . . ?
C6 C7 C15 126.8(3) . . ?
C15 C7 Sm1 118.7(2) . . ?
C1 C2 Sm1 73.1(2) . . ?
C1 C2 C3 107.2(3) . . ?
C1 C2 C11 127.2(4) . . ?
C3 C2 Sm1 77.9(2) . . ?
C3 C2 C11 125.6(4) . . ?
C11 C2 Sm1 116.1(3) . . ?
Sm1 C6 H6 114.9 . . ?
C10 C6 Sm1 76.4(2) . . ?
C10 C6 C7 109.3(3) . . ?
C10 C6 H6 125.4 . . ?
C7 C6 Sm1 75.4(2) . . ?
C7 C6 H6 125.4 . . ?
C5 C14 H14A 109.5 . . ?
C5 C14 H14B 109.5 . . ?
C5 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C18 H18A 109.5 . . ?
C10 C18 H18B 109.5 . . ?
C10 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C2 C11 H11A 109.5 . . ?
C2 C11 H11B 109.5 . . ?
C2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm1 C1 C5 C4 70.7(3) . . . . ?
Sm1 C1 C5 C14 -114.3(4) . . . . ?
Sm1 C1 C2 C3 -71.1(3) . . . . ?
Sm1 C1 C2 C11 110.3(4) . . . . ?
Sm1 C8 C9 C17 121.9(4) . . . . ?
Sm1 C8 C9 C10 -65.9(3) . . . . ?
Sm1 C8 C7 C6 67.8(3) . . . . ?
Sm1 C8 C7 C15 -116.3(4) . . . . ?
Sm1 C9 C10 C6 -66.8(3) . . . . ?
Sm1 C9 C10 C18 117.0(4) . . . . ?
Sm1 C4 C3 C12 -119.6(4) . . . . ?
Sm1 C4 C3 C2 64.8(3) . . . . ?
Sm1 C4 C5 C1 -67.1(3) . . . . ?
Sm1 C4 C5 C14 117.8(4) . . . . ?
Sm1 C3 C2 C1 67.8(3) . . . . ?
Sm1 C3 C2 C11 -113.6(4) . . . . ?
Sm1 C10 C6 C7 -68.9(3) . . . . ?
Sm1 C7 C6 C10 69.6(3) . . . . ?
C8 C9 C10 Sm1 66.7(3) . . . . ?
C8 C9 C10 C6 -0.1(4) . . . . ?
C8 C9 C10 C18 -176.3(3) . . . . ?
C8 C7 C6 Sm1 -70.3(3) . . . . ?
C8 C7 C6 C10 -0.6(4) . . . . ?
C12 C3 C2 Sm1 117.0(3) . . . . ?
C12 C3 C2 C1 -175.2(3) . . . . ?
C12 C3 C2 C11 3.4(6) . . . . ?
C17 C9 C10 Sm1 -121.1(4) . . . . ?
C17 C9 C10 C6 172.1(4) . . . . ?
C17 C9 C10 C18 -4.1(6) . . . . ?
C9 C8 C7 Sm1 -67.2(3) . . . . ?
C9 C8 C7 C6 0.6(4) . . . . ?
C9 C8 C7 C15 176.5(3) . . . . ?
C9 C10 C6 Sm1 69.4(3) . . . . ?
C9 C10 C6 C7 0.5(4) . . . . ?
C4 C3 C2 Sm1 -67.3(3) . . . . ?
C4 C3 C2 C1 0.6(4) . . . . ?
C4 C3 C2 C11 179.1(4) . . . . ?
C3 C4 C5 Sm1 66.4(2) . . . . ?
C3 C4 C5 C1 -0.6(4) . . . . ?
C3 C4 C5 C14 -175.8(3) . . . . ?
C5 C1 C2 Sm1 70.2(3) . . . . ?
C5 C1 C2 C3 -1.0(4) . . . . ?
C5 C1 C2 C11 -179.5(4) . . . . ?
C5 C4 C3 Sm1 -64.7(2) . . . . ?
C5 C4 C3 C12 175.7(3) . . . . ?
C5 C4 C3 C2 0.0(4) . . . . ?
C16 C8 C9 Sm1 -124.5(4) . . . . ?
C16 C8 C9 C17 -2.5(6) . . . . ?
C16 C8 C9 C10 169.7(4) . . . . ?
C16 C8 C7 Sm1 122.9(4) . . . . ?
C16 C8 C7 C6 -169.3(4) . . . . ?
C16 C8 C7 C15 6.6(6) . . . . ?
C7 C8 C9 Sm1 65.6(3) . . . . ?
C7 C8 C9 C17 -172.5(4) . . . . ?
C7 C8 C9 C10 -0.3(4) . . . . ?
C2 C1 C5 Sm1 -69.7(3) . . . . ?
C2 C1 C5 C4 1.0(4) . . . . ?
C2 C1 C5 C14 175.9(4) . . . . ?
C13 C4 C3 Sm1 121.9(4) . . . . ?
C13 C4 C3 C12 2.4(6) . . . . ?
C13 C4 C3 C2 -173.3(4) . . . . ?
C13 C4 C5 Sm1 -119.9(4) . . . . ?
C13 C4 C5 C1 173.0(4) . . . . ?
C13 C4 C5 C14 -2.1(6) . . . . ?
C18 C10 C6 Sm1 -114.6(4) . . . . ?
C18 C10 C6 C7 176.5(4) . . . . ?
C15 C7 C6 Sm1 113.9(4) . . . . ?
C15 C7 C6 C10 -176.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_ak459_0m
_database_code_depnum_ccdc_archive 'CCDC 2239627'
loop_
_audit_author_name
_audit_author_address
'Polly Arnold'
;University of California, Berkeley, and Lawrence Berkeley National Laboratory
United States of America
;
_audit_update_record             
;
2023-02-02 deposited with the CCDC.	2023-07-24 downloaded from the CCDC.
;
_audit_creation_date             2022-09-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H52 Cl2 Nd2'
_chemical_formula_sum            'C36 H52 Cl2 Nd2'
_chemical_formula_weight         844.15
_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 0.0034 0.0017 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Cl Cl 0.1549 0.1679 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Nd Nd -0.1212 3.1695 'Calculated using XDISP in WinGX (Farrugia, 1999)'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.504(13)
_cell_length_b                   10.398(14)
_cell_length_c                   19.24(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.801(8)
_cell_angle_gamma                90
_cell_volume                     1700(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    21497
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.037
_cell_measurement_theta_min      2.172
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.728
_exptl_absorpt_coefficient_mu    3.395
_exptl_absorpt_correction_T_max  0.6402
_exptl_absorpt_correction_T_min  0.4979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1455 before and 0.1285 after correction.
The Ratio of minimum to maximum transmission is 0.7777.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1314
_diffrn_reflns_av_unetI/netI     0.0838
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            21497
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.930
_diffrn_reflns_theta_max         26.037
_diffrn_reflns_theta_min         2.172
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_radiation_wavelength     0.7288
_diffrn_radiation_type           synchrotron
_diffrn_source                   'Advanced Light Source, station 12.2.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker D8 with PHOTON-II CPAD detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2504
_reflns_number_total             3104
_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_data_collection       'Bruker APEX3 Bruker, Madison WI'
_computing_cell_refinement       'SAINT V8.38A Bruker, Madison WI'
_computing_data_reduction        'SAINT V8.38A Bruker, Madison WI'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.976
_refine_diff_density_min         -1.109
_refine_diff_density_rms         0.232
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     189
_refine_ls_number_reflns         3104
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      0.986
_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)+(0.0715P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1196
_refine_ls_wR_factor_ref         0.1275
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C16(H16A,H16B,
 H16C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C11(H11A,H11B,H11C), C15(H15A,
 H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
Nd1 Nd 0.58428(4) 0.37962(3) 0.41888(2) 0.01107(16) Uani 1 1 d . . . . .
Cl1 Cl 0.30166(18) 0.47974(14) 0.46598(8) 0.0148(3) Uani 1 1 d . . . . .
C1 C 0.6932(8) 0.3761(6) 0.2912(3) 0.0144(14) Uani 1 1 d . . . . .
H1 H 0.7230 0.2929 0.2760 0.017 Uiso 1 1 calc R U . . .
C3 C 0.7023(8) 0.5794(6) 0.3393(3) 0.0160(14) Uani 1 1 d . . . . .
C4 C 0.5512(7) 0.5564(6) 0.3114(3) 0.0142(14) Uani 1 1 d . . . . .
C9 C 0.5579(8) 0.1208(5) 0.3946(4) 0.0133(14) Uani 1 1 d . . . . .
C5 C 0.5447(8) 0.4325(6) 0.2813(3) 0.0156(14) Uani 1 1 d . . . . .
C8 C 0.7193(9) 0.1389(6) 0.4174(3) 0.0167(15) Uani 1 1 d . . . . .
C10 C 0.4614(8) 0.1475(6) 0.4520(4) 0.0172(14) Uani 1 1 d . . . . .
C12 C 0.7656(8) 0.6981(7) 0.3731(3) 0.0217(16) Uani 1 1 d . . . . .
H12A H 0.6943 0.7702 0.3628 0.033 Uiso 1 1 calc R U . . .
H12B H 0.8697 0.7173 0.3551 0.033 Uiso 1 1 calc R U . . .
H12C H 0.7746 0.6851 0.4235 0.033 Uiso 1 1 calc R U . . .
C7 C 0.7190(8) 0.1802(6) 0.4867(3) 0.0151(14) Uani 1 1 d . . . . .
C2 C 0.7909(7) 0.4647(6) 0.3276(3) 0.0161(14) Uani 1 1 d . . . . .
C13 C 0.4159(8) 0.6529(6) 0.3055(4) 0.0192(15) Uani 1 1 d . . . . .
H13A H 0.3227 0.6166 0.3269 0.029 Uiso 1 1 calc R U . . .
H13B H 0.3918 0.6712 0.2563 0.029 Uiso 1 1 calc R U . . .
H13C H 0.4463 0.7327 0.3294 0.029 Uiso 1 1 calc R U . . .
C14 C 0.4039(8) 0.3755(6) 0.2417(4) 0.0174(15) Uani 1 1 d . . . . .
H14A H 0.4262 0.2859 0.2297 0.026 Uiso 1 1 calc R U . . .
H14B H 0.3831 0.4250 0.1991 0.026 Uiso 1 1 calc R U . . .
H14C H 0.3114 0.3788 0.2709 0.026 Uiso 1 1 calc R U . . .
C16 C 0.8583(9) 0.1008(7) 0.3768(4) 0.0216(16) Uani 1 1 d . . . . .
H16A H 0.8328 0.1094 0.3270 0.032 Uiso 1 1 calc R U . . .
H16B H 0.8860 0.0113 0.3873 0.032 Uiso 1 1 calc R U . . .
H16C H 0.9474 0.1568 0.3894 0.032 Uiso 1 1 calc R U . . .
C6 C 0.5623(8) 0.1842(6) 0.5072(3) 0.0170(14) Uani 1 1 d . . . . .
H6 H 0.5295 0.2084 0.5521 0.020 Uiso 1 1 calc R U . . .
C18 C 0.2878(9) 0.1323(6) 0.4506(4) 0.0241(17) Uani 1 1 d . . . . .
H18A H 0.2499 0.1372 0.4981 0.036 Uiso 1 1 calc R U . . .
H18B H 0.2594 0.0487 0.4303 0.036 Uiso 1 1 calc R U . . .
H18C H 0.2393 0.2011 0.4224 0.036 Uiso 1 1 calc R U . . .
C17 C 0.5048(9) 0.0640(7) 0.3258(4) 0.0227(16) Uani 1 1 d . . . . .
H17A H 0.4050 0.1035 0.3105 0.034 Uiso 1 1 calc R U . . .
H17B H 0.4902 -0.0290 0.3309 0.034 Uiso 1 1 calc R U . . .
H17C H 0.5845 0.0805 0.2912 0.034 Uiso 1 1 calc R U . . .
C11 C 0.9617(8) 0.4466(7) 0.3488(4) 0.0256(16) Uani 1 1 d . . . . .
H11A H 0.9725 0.4440 0.3997 0.038 Uiso 1 1 calc R U . . .
H11B H 1.0235 0.5185 0.3311 0.038 Uiso 1 1 calc R U . . .
H11C H 1.0001 0.3658 0.3295 0.038 Uiso 1 1 calc R U . . .
C15 C 0.8644(8) 0.2065(7) 0.5318(3) 0.0217(15) Uani 1 1 d . . . . .
H15A H 0.9328 0.2668 0.5079 0.033 Uiso 1 1 calc R U . . .
H15B H 0.9211 0.1258 0.5406 0.033 Uiso 1 1 calc R U . . .
H15C H 0.8335 0.2439 0.5761 0.033 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
Nd1 Cl1 2.796(4) . ?
Nd1 Cl1 2.802(3) 3_666 ?
Nd1 C1 2.653(7) . ?
Nd1 C3 2.786(7) . ?
Nd1 C4 2.774(7) . ?
Nd1 C9 2.739(7) . ?
Nd1 C5 2.713(7) . ?
Nd1 C8 2.754(7) . ?
Nd1 C10 2.714(7) . ?
Nd1 C7 2.687(7) . ?
Nd1 C2 2.674(7) . ?
Nd1 C6 2.659(7) . ?
Cl1 Nd1 2.802(3) 3_666 ?
C1 H1 0.9500 . ?
C1 C5 1.401(9) . ?
C1 C2 1.412(9) . ?
C3 C4 1.398(9) . ?
C3 C12 1.488(9) . ?
C3 C2 1.432(10) . ?
C4 C5 1.413(9) . ?
C4 C13 1.528(9) . ?
C9 C8 1.440(10) . ?
C9 C10 1.423(10) . ?
C9 C17 1.506(9) . ?
C5 C14 1.519(9) . ?
C8 C7 1.401(9) . ?
C8 C16 1.490(10) . ?
C10 C6 1.398(9) . ?
C10 C18 1.485(10) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C7 C6 1.402(9) . ?
C7 C15 1.513(9) . ?
C2 C11 1.508(10) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C6 H6 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Nd1 Cl1 80.16(9) . 3_666 ?
C1 Nd1 Cl1 128.10(16) . 3_666 ?
C1 Nd1 Cl1 129.35(14) . . ?
C1 Nd1 C3 50.2(2) . . ?
C1 Nd1 C4 49.41(19) . . ?
C1 Nd1 C9 81.81(19) . . ?
C1 Nd1 C5 30.2(2) . . ?
C1 Nd1 C8 79.61(19) . . ?
C1 Nd1 C10 110.7(2) . . ?
C1 Nd1 C7 106.4(2) . . ?
C1 Nd1 C2 30.7(2) . . ?
C1 Nd1 C6 127.9(2) . . ?
C3 Nd1 Cl1 85.60(16) . 3_666 ?
C3 Nd1 Cl1 103.22(17) . . ?
C4 Nd1 Cl1 105.53(17) . 3_666 ?
C4 Nd1 Cl1 85.80(14) . . ?
C4 Nd1 C3 29.12(19) . . ?
C9 Nd1 Cl1 132.22(15) . 3_666 ?
C9 Nd1 Cl1 110.76(15) . . ?
C9 Nd1 C3 131.9(2) . . ?
C9 Nd1 C4 121.2(2) . . ?
C9 Nd1 C8 30.4(2) . . ?
C5 Nd1 Cl1 99.15(15) . . ?
C5 Nd1 Cl1 133.99(16) . 3_666 ?
C5 Nd1 C3 49.39(19) . . ?
C5 Nd1 C4 29.82(19) . . ?
C5 Nd1 C9 91.5(2) . . ?
C5 Nd1 C8 102.3(2) . . ?
C5 Nd1 C10 111.8(2) . . ?
C8 Nd1 Cl1 134.80(15) . . ?
C8 Nd1 Cl1 110.40(16) . 3_666 ?
C8 Nd1 C3 120.9(2) . . ?
C8 Nd1 C4 128.8(2) . . ?
C10 Nd1 Cl1 113.89(16) . 3_666 ?
C10 Nd1 Cl1 85.07(17) . . ?
C10 Nd1 C3 160.06(19) . . ?
C10 Nd1 C4 137.2(2) . . ?
C10 Nd1 C9 30.2(2) . . ?
C10 Nd1 C8 50.0(2) . . ?
C7 Nd1 Cl1 83.52(16) . 3_666 ?
C7 Nd1 Cl1 119.19(15) . . ?
C7 Nd1 C3 133.4(2) . . ?
C7 Nd1 C4 154.81(19) . . ?
C7 Nd1 C9 49.9(2) . . ?
C7 Nd1 C5 131.90(19) . . ?
C7 Nd1 C8 29.8(2) . . ?
C7 Nd1 C10 50.3(2) . . ?
C2 Nd1 Cl1 97.37(17) . 3_666 ?
C2 Nd1 Cl1 132.77(16) . . ?
C2 Nd1 C3 30.3(2) . . ?
C2 Nd1 C4 49.05(19) . . ?
C2 Nd1 C9 105.4(2) . . ?
C2 Nd1 C5 49.9(2) . . ?
C2 Nd1 C8 90.6(2) . . ?
C2 Nd1 C10 135.6(2) . . ?
C2 Nd1 C7 107.2(2) . . ?
C6 Nd1 Cl1 89.94(16) . . ?
C6 Nd1 Cl1 85.58(18) . 3_666 ?
C6 Nd1 C3 162.7(2) . . ?
C6 Nd1 C4 167.19(19) . . ?
C6 Nd1 C9 49.6(2) . . ?
C6 Nd1 C5 140.3(2) . . ?
C6 Nd1 C8 49.5(2) . . ?
C6 Nd1 C10 30.1(2) . . ?
C6 Nd1 C7 30.4(2) . . ?
C6 Nd1 C2 137.2(2) . . ?
Nd1 Cl1 Nd1 99.84(9) . 3_666 ?
Nd1 C1 H1 113.6 . . ?
C5 C1 Nd1 77.3(4) . . ?
C5 C1 H1 126.0 . . ?
C5 C1 C2 107.9(6) . . ?
C2 C1 Nd1 75.4(4) . . ?
C2 C1 H1 126.0 . . ?
C4 C3 Nd1 75.0(4) . . ?
C4 C3 C12 128.7(6) . . ?
C4 C3 C2 106.2(6) . . ?
C12 C3 Nd1 120.7(4) . . ?
C2 C3 Nd1 70.5(3) . . ?
C2 C3 C12 125.1(6) . . ?
C3 C4 Nd1 75.9(4) . . ?
C3 C4 C5 109.7(6) . . ?
C3 C4 C13 126.7(6) . . ?
C5 C4 Nd1 72.7(4) . . ?
C5 C4 C13 123.2(6) . . ?
C13 C4 Nd1 123.3(4) . . ?
C8 C9 Nd1 75.4(3) . . ?
C8 C9 C17 125.1(6) . . ?
C10 C9 Nd1 73.9(3) . . ?
C10 C9 C8 107.8(6) . . ?
C10 C9 C17 126.4(6) . . ?
C17 C9 Nd1 123.8(4) . . ?
C1 C5 Nd1 72.5(4) . . ?
C1 C5 C4 107.6(6) . . ?
C1 C5 C14 126.7(6) . . ?
C4 C5 Nd1 77.5(4) . . ?
C4 C5 C14 125.6(6) . . ?
C14 C5 Nd1 118.8(4) . . ?
C9 C8 Nd1 74.2(3) . . ?
C9 C8 C16 124.8(6) . . ?
C7 C8 Nd1 72.4(4) . . ?
C7 C8 C9 107.4(6) . . ?
C7 C8 C16 127.2(7) . . ?
C16 C8 Nd1 125.8(4) . . ?
C9 C10 Nd1 75.8(4) . . ?
C9 C10 C18 124.2(6) . . ?
C6 C10 Nd1 72.8(4) . . ?
C6 C10 C9 106.7(6) . . ?
C6 C10 C18 129.0(7) . . ?
C18 C10 Nd1 118.7(4) . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C7 Nd1 77.8(4) . . ?
C8 C7 C6 107.9(6) . . ?
C8 C7 C15 125.1(6) . . ?
C6 C7 Nd1 73.7(4) . . ?
C6 C7 C15 126.9(6) . . ?
C15 C7 Nd1 117.9(4) . . ?
C1 C2 Nd1 73.8(4) . . ?
C1 C2 C3 108.5(6) . . ?
C1 C2 C11 126.8(6) . . ?
C3 C2 Nd1 79.2(4) . . ?
C3 C2 C11 124.6(6) . . ?
C11 C2 Nd1 115.4(4) . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C5 C14 H14A 109.5 . . ?
C5 C14 H14B 109.5 . . ?
C5 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Nd1 C6 H6 114.1 . . ?
C10 C6 Nd1 77.1(4) . . ?
C10 C6 C7 110.1(6) . . ?
C10 C6 H6 125.0 . . ?
C7 C6 Nd1 75.9(4) . . ?
C7 C6 H6 125.0 . . ?
C10 C18 H18A 109.5 . . ?
C10 C18 H18B 109.5 . . ?
C10 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C17 H17A 109.5 . . ?
C9 C17 H17B 109.5 . . ?
C9 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 C11 H11A 109.5 . . ?
C2 C11 H11B 109.5 . . ?
C2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Nd1 C1 C5 C4 70.2(4) . . . . ?
Nd1 C1 C5 C14 -113.3(6) . . . . ?
Nd1 C1 C2 C3 -72.3(4) . . . . ?
Nd1 C1 C2 C11 109.9(6) . . . . ?
Nd1 C3 C4 C5 -65.5(4) . . . . ?
Nd1 C3 C4 C13 121.3(6) . . . . ?
Nd1 C3 C2 C1 68.7(4) . . . . ?
Nd1 C3 C2 C11 -113.4(6) . . . . ?
Nd1 C4 C5 C1 -66.8(4) . . . . ?
Nd1 C4 C5 C14 116.6(6) . . . . ?
Nd1 C9 C8 C7 65.3(4) . . . . ?
Nd1 C9 C8 C16 -122.9(6) . . . . ?
Nd1 C9 C10 C6 -66.7(4) . . . . ?
Nd1 C9 C10 C18 115.3(6) . . . . ?
Nd1 C8 C7 C6 68.2(4) . . . . ?
Nd1 C8 C7 C15 -115.6(6) . . . . ?
Nd1 C10 C6 C7 -69.5(5) . . . . ?
Nd1 C7 C6 C10 70.3(5) . . . . ?
C3 C4 C5 Nd1 67.5(4) . . . . ?
C3 C4 C5 C1 0.7(7) . . . . ?
C3 C4 C5 C14 -175.9(6) . . . . ?
C4 C3 C2 Nd1 -67.1(4) . . . . ?
C4 C3 C2 C1 1.6(7) . . . . ?
C4 C3 C2 C11 179.5(6) . . . . ?
C9 C8 C7 Nd1 -66.5(4) . . . . ?
C9 C8 C7 C6 1.6(7) . . . . ?
C9 C8 C7 C15 177.9(6) . . . . ?
C9 C10 C6 Nd1 68.9(4) . . . . ?
C9 C10 C6 C7 -0.6(7) . . . . ?
C5 C1 C2 Nd1 71.1(5) . . . . ?
C5 C1 C2 C3 -1.2(7) . . . . ?
C5 C1 C2 C11 -179.0(6) . . . . ?
C8 C9 C10 Nd1 68.4(4) . . . . ?
C8 C9 C10 C6 1.6(7) . . . . ?
C8 C9 C10 C18 -176.3(6) . . . . ?
C8 C7 C6 Nd1 -70.9(5) . . . . ?
C8 C7 C6 C10 -0.6(7) . . . . ?
C10 C9 C8 Nd1 -67.4(4) . . . . ?
C10 C9 C8 C7 -2.0(7) . . . . ?
C10 C9 C8 C16 169.7(6) . . . . ?
C12 C3 C4 Nd1 -117.6(6) . . . . ?
C12 C3 C4 C5 177.0(6) . . . . ?
C12 C3 C4 C13 3.7(10) . . . . ?
C12 C3 C2 Nd1 114.4(6) . . . . ?
C12 C3 C2 C1 -176.9(6) . . . . ?
C12 C3 C2 C11 1.0(10) . . . . ?
C2 C1 C5 Nd1 -69.9(4) . . . . ?
C2 C1 C5 C4 0.3(7) . . . . ?
C2 C1 C5 C14 176.9(6) . . . . ?
C2 C3 C4 Nd1 64.0(4) . . . . ?
C2 C3 C4 C5 -1.4(7) . . . . ?
C2 C3 C4 C13 -174.7(6) . . . . ?
C13 C4 C5 Nd1 -118.9(6) . . . . ?
C13 C4 C5 C1 174.3(6) . . . . ?
C13 C4 C5 C14 -2.3(10) . . . . ?
C16 C8 C7 Nd1 122.0(7) . . . . ?
C16 C8 C7 C6 -169.9(6) . . . . ?
C16 C8 C7 C15 6.4(11) . . . . ?
C18 C10 C6 Nd1 -113.3(7) . . . . ?
C18 C10 C6 C7 177.2(6) . . . . ?
C17 C9 C8 Nd1 121.3(6) . . . . ?
C17 C9 C8 C7 -173.4(6) . . . . ?
C17 C9 C8 C16 -1.6(10) . . . . ?
C17 C9 C10 Nd1 -120.4(6) . . . . ?
C17 C9 C10 C6 172.9(6) . . . . ?
C17 C9 C10 C18 -5.1(10) . . . . ?
C15 C7 C6 Nd1 112.9(6) . . . . ?
C15 C7 C6 C10 -176.8(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
