# Electronic Supplementary Material (ESI) for Analytical Methods.
# 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_Sm2r
_database_code_depnum_ccdc_archive 'CCDC 1975067'
loop_
_audit_author_name
_audit_author_address
'Kun Zhang'
;Zhejiang Sci Tech University
China
;
_audit_update_record             
;
2022-12-14 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_audit_creation_date             2019-06-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_publ_contact_author_address     ?
_publ_contact_author_email       ?
_publ_contact_author_id_orcid    ?
_publ_contact_author_phone       ?
_publ_section_references         
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst., 40, 786-790;
Palatinus, L. & van der Lee, A. (2008). J. Appl. Cryst. 41, 975-984;
Palatinus, L., Prathapa, S. J. & van Smaalen, S. (2012). J. Appl. Cryst. 45,
 575-580.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H38 Cl2 N5 O10 Sm, 2(C2 H3 N)'
_chemical_formula_sum            'C37 H44 Cl2 N7 O10 Sm'
_chemical_formula_weight         968.04
_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'
Cl Cl 0.1484 0.1585 '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'
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      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                   16.9139(13)
_cell_length_b                   14.0880(11)
_cell_length_c                   17.1758(14)
_cell_angle_alpha                90
_cell_angle_beta                 99.958(2)
_cell_angle_gamma                90
_cell_volume                     4031.0(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.406
_cell_measurement_theta_min      2.354
_shelx_estimated_absorpt_T_max   0.789
_shelx_estimated_absorpt_T_min   0.702
_exptl_absorpt_coefficient_mu    1.654
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0828 before and 0.0658 after correction.
The Ratio of minimum to maximum transmission is 0.9010.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green-yellow
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1964
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0859
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            52431
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         2.354
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6039
_reflns_number_total             7944
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.745
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     519
_refine_ls_number_reflns         7944
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+8.3800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0760
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C29(H29A,H29B), C8(H8A,H8B), C32(H32A,H32B), C7(H7A,H7B),
 C27(H27A,H27B), C31(H31A,H31B), C28(H28A,H28B), C30(H30A,H30B)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C26(H26), C21(H21), C11(H11), C5(H5), C3(H3), C13(H13), C33(H33),
 C10(H10), C14(H14)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C35(H35A,H35B,
 H35C), C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.62048(2) 0.53470(2) 0.18611(2) 0.01795(6) Uani 1 1 d . . . . .
Cl1 Cl 0.60244(6) 0.01837(7) 0.01945(7) 0.0314(2) Uani 1 1 d . . . . .
Cl2 Cl 0.75375(7) 0.31549(8) 0.61121(6) 0.0347(3) Uani 1 1 d . . . . .
O3 O 0.59931(16) 0.72302(18) 0.20070(15) 0.0234(6) Uani 1 1 d . . . . .
O4 O 0.61016(17) 0.43947(19) 0.29292(16) 0.0293(7) Uani 1 1 d . . . . .
O8 O 0.48336(15) 0.58728(19) 0.10946(15) 0.0223(6) Uani 1 1 d . . . . .
O6 O 0.75406(17) 0.44626(19) 0.22421(17) 0.0306(7) Uani 1 1 d . . . . .
O5 O 0.76264(16) 0.59183(19) 0.18695(16) 0.0259(6) Uani 1 1 d . . . . .
O1 O 0.54851(14) 0.39370(18) 0.14953(15) 0.0193(6) Uani 1 1 d . . . . .
O2 O 0.63431(16) 0.65587(19) 0.06687(15) 0.0234(6) Uani 1 1 d . . . . .
O9 O 0.49482(16) 0.57965(19) 0.23666(16) 0.0251(6) Uani 1 1 d . . . . .
O7 O 0.87167(16) 0.5090(2) 0.22287(19) 0.0340(7) Uani 1 1 d . . . . .
N2 N 0.65684(18) 0.4639(2) 0.05486(18) 0.0210(7) Uani 1 1 d . . . . .
O10 O 0.38218(17) 0.6264(2) 0.16639(18) 0.0383(8) Uani 1 1 d . . . . .
N1 N 0.51937(17) 0.2874(2) 0.28524(17) 0.0164(7) Uani 1 1 d . . . . .
H1 H 0.527566 0.353678 0.267378 0.020 Uiso 1 1 calc R . . . .
C19 C 0.6006(2) 0.2494(3) 0.3226(2) 0.0199(8) Uani 1 1 d . . . . .
H19A H 0.593988 0.186665 0.346667 0.024 Uiso 1 1 calc R . . . .
H19B H 0.634334 0.240838 0.281444 0.024 Uiso 1 1 calc R . . . .
N4 N 0.79837(19) 0.5152(2) 0.21180(19) 0.0245(8) Uani 1 1 d . . . . .
N3 N 0.68210(19) 0.6123(2) 0.32855(19) 0.0230(7) Uani 1 1 d . . . . .
C12 C 0.2216(2) 0.3879(3) 0.2623(2) 0.0218(9) Uani 1 1 d . . . . .
N5 N 0.4518(2) 0.5991(2) 0.1704(2) 0.0228(7) Uani 1 1 d . . . . .
C2 C 0.6116(2) 0.2993(3) 0.0620(2) 0.0170(8) Uani 1 1 d . . . . .
C29 C 0.6236(3) 0.7893(3) 0.1454(2) 0.0293(10) Uani 1 1 d . . . . .
H29A H 0.682506 0.798583 0.156693 0.035 Uiso 1 1 calc R . . . .
H29B H 0.597302 0.851520 0.149123 0.035 Uiso 1 1 calc R . . . .
C24 C 0.6877(2) 0.4782(3) 0.4185(2) 0.0219(9) Uani 1 1 d . . . . .
C4 C 0.5891(2) 0.1306(3) 0.0581(2) 0.0200(8) Uani 1 1 d . . . . .
C23 C 0.7190(2) 0.4467(3) 0.4954(2) 0.0233(9) Uani 1 1 d . . . . .
H23 H 0.744298 0.490522 0.533852 0.028 Uiso 1 1 calc R . . . .
C25 C 0.6466(2) 0.4129(3) 0.3631(2) 0.0200(8) Uani 1 1 d . . . . .
C26 C 0.6968(2) 0.5771(3) 0.3982(2) 0.0248(9) Uani 1 1 d . . . . .
H26 H 0.715299 0.619469 0.440469 0.030 Uiso 1 1 calc R . . . .
C21 C 0.6748(2) 0.2870(3) 0.4605(2) 0.0225(9) Uani 1 1 d . . . . .
H21 H 0.671472 0.222305 0.475013 0.027 Uiso 1 1 calc R . . . .
C11 C 0.2386(2) 0.3046(3) 0.3050(3) 0.0277(10) Uani 1 1 d . . . . .
H11 H 0.195508 0.267146 0.316822 0.033 Uiso 1 1 calc R . . . .
C8 C 0.4655(2) 0.2930(3) 0.3461(2) 0.0221(9) Uani 1 1 d . . . . .
H8A H 0.490083 0.336687 0.388619 0.027 Uiso 1 1 calc R . . . .
H8B H 0.462707 0.229392 0.369936 0.027 Uiso 1 1 calc R . . . .
C22 C 0.7129(2) 0.3523(3) 0.5150(2) 0.0242(9) Uani 1 1 d . . . . .
C5 C 0.5456(2) 0.1383(3) 0.1196(2) 0.0213(9) Uani 1 1 d . . . . .
H5 H 0.524975 0.082866 0.140444 0.026 Uiso 1 1 calc R . . . .
C3 C 0.6216(2) 0.2097(3) 0.0297(2) 0.0213(9) Uani 1 1 d . . . . .
H3 H 0.651102 0.203719 -0.012370 0.026 Uiso 1 1 calc R . . . .
C32 C 0.6891(2) 0.5321(3) 0.0040(2) 0.0259(9) Uani 1 1 d . . . . .
H32A H 0.693398 0.501927 -0.047095 0.031 Uiso 1 1 calc R . . . .
H32B H 0.743364 0.552594 0.029605 0.031 Uiso 1 1 calc R . . . .
C9 C 0.3812(2) 0.3263(3) 0.3151(2) 0.0197(8) Uani 1 1 d . . . . .
C17 C 0.0937(3) 0.3420(4) 0.1749(3) 0.0433(13) Uani 1 1 d . . . . .
H17A H 0.121017 0.338883 0.129074 0.065 Uiso 1 1 calc GR . . . .
H17B H 0.037302 0.359470 0.157282 0.065 Uiso 1 1 calc GR . . . .
H17C H 0.096536 0.279956 0.200940 0.065 Uiso 1 1 calc GR . . . .
C13 C 0.2869(2) 0.4400(3) 0.2470(3) 0.0296(10) Uani 1 1 d . . . . .
H13 H 0.277923 0.497915 0.218514 0.035 Uiso 1 1 calc R . . . .
C15 C 0.1344(2) 0.4166(3) 0.2330(3) 0.0284(10) Uani 1 1 d . . . . .
C20 C 0.6419(2) 0.3163(3) 0.3852(2) 0.0182(8) Uani 1 1 d . . . . .
C6 C 0.5322(2) 0.2267(3) 0.1505(2) 0.0176(8) Uani 1 1 d . . . . .
C33 C 0.6485(2) 0.3793(3) 0.0283(2) 0.0213(9) Uani 1 1 d . . . . .
H33 H 0.668698 0.366974 -0.018972 0.026 Uiso 1 1 calc R . . . .
C7 C 0.4814(2) 0.2321(3) 0.2140(2) 0.0230(9) Uani 1 1 d . . . . .
H7A H 0.429385 0.261878 0.191699 0.028 Uiso 1 1 calc R . . . .
H7B H 0.470317 0.166908 0.230595 0.028 Uiso 1 1 calc R . . . .
N7 N 0.5593(3) 0.0847(4) 0.4587(3) 0.0590(13) Uani 1 1 d . . . . .
C10 C 0.3170(2) 0.2743(3) 0.3311(2) 0.0250(9) Uani 1 1 d . . . . .
H10 H 0.326405 0.216929 0.360373 0.030 Uiso 1 1 calc R . . . .
N6 N 0.4392(4) 0.3041(4) 0.5268(3) 0.0700(16) Uani 1 1 d . . . . .
C27 C 0.6930(2) 0.7157(3) 0.3236(2) 0.0265(9) Uani 1 1 d . . . . .
H27A H 0.737305 0.729877 0.294446 0.032 Uiso 1 1 calc R . . . .
H27B H 0.706823 0.743055 0.377293 0.032 Uiso 1 1 calc R . . . .
C31 C 0.6345(3) 0.6163(3) -0.0097(2) 0.0280(10) Uani 1 1 d . . . . .
H31A H 0.654834 0.663007 -0.044554 0.034 Uiso 1 1 calc R . . . .
H31B H 0.579708 0.596733 -0.034519 0.034 Uiso 1 1 calc R . . . .
C28 C 0.6155(2) 0.7582(3) 0.2808(2) 0.0261(9) Uani 1 1 d . . . . .
H28A H 0.570882 0.740950 0.308534 0.031 Uiso 1 1 calc R . . . .
H28B H 0.619933 0.828310 0.280461 0.031 Uiso 1 1 calc R . . . .
C16 C 0.0894(3) 0.4241(4) 0.3029(3) 0.0520(15) Uani 1 1 d . . . . .
H16A H 0.088909 0.361992 0.328444 0.078 Uiso 1 1 calc GR . . . .
H16B H 0.034111 0.444764 0.283798 0.078 Uiso 1 1 calc GR . . . .
H16C H 0.116400 0.470408 0.341039 0.078 Uiso 1 1 calc GR . . . .
C18 C 0.1288(3) 0.5137(3) 0.1912(3) 0.0471(13) Uani 1 1 d . . . . .
H18A H 0.155219 0.561993 0.227801 0.071 Uiso 1 1 calc GR . . . .
H18B H 0.072310 0.530721 0.174226 0.071 Uiso 1 1 calc GR . . . .
H18C H 0.155490 0.510163 0.144938 0.071 Uiso 1 1 calc GR . . . .
C1 C 0.5642(2) 0.3107(3) 0.1217(2) 0.0174(8) Uani 1 1 d . . . . .
C35 C 0.5408(3) 0.4286(4) 0.5905(3) 0.0550(15) Uani 1 1 d . . . . .
H35A H 0.564980 0.459824 0.549361 0.083 Uiso 1 1 calc GR . . . .
H35B H 0.582874 0.398041 0.628646 0.083 Uiso 1 1 calc GR . . . .
H35C H 0.512907 0.475871 0.617676 0.083 Uiso 1 1 calc GR . . . .
C14 C 0.3654(2) 0.4092(3) 0.2727(3) 0.0302(10) Uani 1 1 d . . . . .
H14 H 0.408755 0.446055 0.260805 0.036 Uiso 1 1 calc R . . . .
C30 C 0.5986(3) 0.7478(3) 0.0649(2) 0.0270(10) Uani 1 1 d . . . . .
H30A H 0.539366 0.742870 0.051972 0.032 Uiso 1 1 calc R . . . .
H30B H 0.617479 0.788036 0.024578 0.032 Uiso 1 1 calc R . . . .
C36 C 0.5839(3) 0.0096(4) 0.4613(3) 0.0449(13) Uani 1 1 d . . . . .
C37 C 0.6163(4) -0.0855(4) 0.4647(4) 0.0614(16) Uani 1 1 d . . . . .
H37A H 0.633694 -0.100440 0.414484 0.092 Uiso 1 1 calc GR . . . .
H37B H 0.574968 -0.130841 0.473875 0.092 Uiso 1 1 calc GR . . . .
H37C H 0.662344 -0.089786 0.507866 0.092 Uiso 1 1 calc GR . . . .
C34 C 0.4853(4) 0.3593(4) 0.5555(3) 0.0515(15) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O3 2.695(3) . ?
Sm1 O4 2.304(3) . ?
Sm1 O8 2.570(3) . ?
Sm1 O6 2.564(3) . ?
Sm1 O5 2.533(3) . ?
Sm1 O1 2.357(2) . ?
Sm1 O2 2.707(3) . ?
Sm1 O9 2.512(3) . ?
Sm1 N2 2.633(3) . ?
Sm1 N4 2.977(3) . ?
Sm1 N3 2.718(3) . ?
Sm1 N5 2.962(3) . ?
Cl1 C4 1.745(4) . ?
Cl2 C22 1.756(4) . ?
O3 C29 1.442(5) . ?
O3 C28 1.444(5) . ?
O4 C25 1.310(4) . ?
O8 N5 1.266(4) . ?
O6 N4 1.267(4) . ?
O5 N4 1.275(4) . ?
O1 C1 1.308(4) . ?
O2 C31 1.429(5) . ?
O2 C30 1.427(5) . ?
O9 N5 1.270(4) . ?
O7 N4 1.224(4) . ?
N2 C32 1.465(5) . ?
N2 C33 1.276(5) . ?
O10 N5 1.229(4) . ?
N1 H1 1.0000 . ?
N1 C19 1.511(4) . ?
N1 C8 1.503(4) . ?
N1 C7 1.498(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.507(5) . ?
N3 C26 1.280(5) . ?
N3 C27 1.472(5) . ?
C12 C11 1.388(6) . ?
C12 C13 1.388(5) . ?
C12 C15 1.529(5) . ?
C2 C3 1.402(5) . ?
C2 C33 1.455(5) . ?
C2 C1 1.416(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.493(6) . ?
C24 C23 1.407(5) . ?
C24 C25 1.416(5) . ?
C24 C26 1.451(5) . ?
C4 C5 1.392(5) . ?
C4 C3 1.369(5) . ?
C23 H23 0.9500 . ?
C23 C22 1.380(5) . ?
C25 C20 1.418(5) . ?
C26 H26 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.389(6) . ?
C21 C20 1.379(5) . ?
C11 H11 0.9500 . ?
C11 C10 1.391(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.508(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(5) . ?
C3 H3 0.9500 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.496(6) . ?
C9 C10 1.376(5) . ?
C9 C14 1.377(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C15 1.529(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.393(6) . ?
C15 C16 1.532(6) . ?
C15 C18 1.540(6) . ?
C6 C7 1.502(5) . ?
C6 C1 1.425(5) . ?
C33 H33 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
N7 C36 1.135(7) . ?
C10 H10 0.9500 . ?
N6 C34 1.151(8) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.512(5) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C35 C34 1.413(8) . ?
C14 H14 0.9500 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C36 C37 1.445(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 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
O3 Sm1 O2 58.65(8) . . ?
O3 Sm1 N4 102.96(9) . . ?
O3 Sm1 N3 63.68(9) . . ?
O3 Sm1 N5 64.24(8) . . ?
O4 Sm1 O3 118.02(9) . . ?
O4 Sm1 O8 112.95(9) . . ?
O4 Sm1 O6 72.45(10) . . ?
O4 Sm1 O5 112.52(9) . . ?
O4 Sm1 O1 67.35(9) . . ?
O4 Sm1 O2 176.43(9) . . ?
O4 Sm1 O9 71.73(10) . . ?
O4 Sm1 N2 121.49(10) . . ?
O4 Sm1 N4 92.40(10) . . ?
O4 Sm1 N3 65.64(10) . . ?
O4 Sm1 N5 92.67(10) . . ?
O8 Sm1 O3 68.97(8) . . ?
O8 Sm1 O2 67.61(8) . . ?
O8 Sm1 N2 89.67(9) . . ?
O8 Sm1 N4 154.41(9) . . ?
O8 Sm1 N3 121.12(9) . . ?
O8 Sm1 N5 25.20(8) . . ?
O6 Sm1 O3 125.46(8) . . ?
O6 Sm1 O8 161.47(9) . . ?
O6 Sm1 O2 108.17(9) . . ?
O6 Sm1 N2 73.06(9) . . ?
O6 Sm1 N4 25.03(9) . . ?
O6 Sm1 N3 77.40(9) . . ?
O6 Sm1 N5 164.74(9) . . ?
O5 Sm1 O3 80.09(8) . . ?
O5 Sm1 O8 133.07(8) . . ?
O5 Sm1 O6 50.15(9) . . ?
O5 Sm1 O2 66.29(8) . . ?
O5 Sm1 N2 76.30(9) . . ?
O5 Sm1 N4 25.13(9) . . ?
O5 Sm1 N3 69.58(9) . . ?
O5 Sm1 N5 143.29(8) . . ?
O1 Sm1 O3 141.59(8) . . ?
O1 Sm1 O8 74.20(8) . . ?
O1 Sm1 O6 92.88(8) . . ?
O1 Sm1 O5 135.65(9) . . ?
O1 Sm1 O2 115.97(8) . . ?
O1 Sm1 O9 82.86(9) . . ?
O1 Sm1 N2 68.84(9) . . ?
O1 Sm1 N4 115.07(9) . . ?
O1 Sm1 N3 132.76(9) . . ?
O1 Sm1 N5 77.82(9) . . ?
O2 Sm1 N4 87.31(9) . . ?
O2 Sm1 N3 110.94(9) . . ?
O2 Sm1 N5 86.89(8) . . ?
O9 Sm1 O3 65.52(8) . . ?
O9 Sm1 O8 50.35(8) . . ?
O9 Sm1 O6 142.68(9) . . ?
O9 Sm1 O5 140.98(9) . . ?
O9 Sm1 O2 106.94(8) . . ?
O9 Sm1 N2 136.73(9) . . ?
O9 Sm1 N4 149.98(9) . . ?
O9 Sm1 N3 78.65(9) . . ?
O9 Sm1 N5 25.16(8) . . ?
N2 Sm1 O3 120.45(9) . . ?
N2 Sm1 O2 61.81(9) . . ?
N2 Sm1 N4 73.28(9) . . ?
N2 Sm1 N3 144.40(9) . . ?
N2 Sm1 N5 113.70(9) . . ?
N3 Sm1 N4 71.54(9) . . ?
N3 Sm1 N5 99.91(9) . . ?
N5 Sm1 N4 167.11(9) . . ?
C29 O3 Sm1 121.3(2) . . ?
C29 O3 C28 112.1(3) . . ?
C28 O3 Sm1 114.9(2) . . ?
C25 O4 Sm1 144.2(2) . . ?
N5 O8 Sm1 95.0(2) . . ?
N4 O6 Sm1 96.1(2) . . ?
N4 O5 Sm1 97.3(2) . . ?
C1 O1 Sm1 136.3(2) . . ?
C31 O2 Sm1 117.7(2) . . ?
C30 O2 Sm1 119.9(2) . . ?
C30 O2 C31 113.6(3) . . ?
N5 O9 Sm1 97.6(2) . . ?
C32 N2 Sm1 115.3(2) . . ?
C33 N2 Sm1 129.2(3) . . ?
C33 N2 C32 115.5(3) . . ?
C19 N1 H1 107.3 . . ?
C8 N1 H1 107.3 . . ?
C8 N1 C19 109.8(3) . . ?
C7 N1 H1 107.3 . . ?
C7 N1 C19 113.1(3) . . ?
C7 N1 C8 111.7(3) . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 N1 110.9(3) . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
O6 N4 Sm1 58.91(17) . . ?
O6 N4 O5 116.5(3) . . ?
O5 N4 Sm1 57.56(17) . . ?
O7 N4 Sm1 178.7(3) . . ?
O7 N4 O6 122.1(3) . . ?
O7 N4 O5 121.4(3) . . ?
C26 N3 Sm1 131.9(3) . . ?
C26 N3 C27 115.6(3) . . ?
C27 N3 Sm1 112.2(2) . . ?
C11 C12 C13 116.6(4) . . ?
C11 C12 C15 119.9(3) . . ?
C13 C12 C15 123.5(4) . . ?
O8 N5 Sm1 59.82(17) . . ?
O8 N5 O9 117.0(3) . . ?
O9 N5 Sm1 57.20(17) . . ?
O10 N5 Sm1 178.0(3) . . ?
O10 N5 O8 122.1(3) . . ?
O10 N5 O9 120.9(3) . . ?
C3 C2 C33 116.8(3) . . ?
C3 C2 C1 120.7(3) . . ?
C1 C2 C33 122.4(3) . . ?
O3 C29 H29A 110.4 . . ?
O3 C29 H29B 110.4 . . ?
O3 C29 C30 106.8(3) . . ?
H29A C29 H29B 108.6 . . ?
C30 C29 H29A 110.4 . . ?
C30 C29 H29B 110.4 . . ?
C23 C24 C25 119.2(4) . . ?
C23 C24 C26 119.3(4) . . ?
C25 C24 C26 121.5(3) . . ?
C5 C4 Cl1 118.6(3) . . ?
C3 C4 Cl1 121.0(3) . . ?
C3 C4 C5 120.4(4) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 C24 120.0(4) . . ?
C22 C23 H23 120.0 . . ?
O4 C25 C24 122.0(3) . . ?
O4 C25 C20 118.8(3) . . ?
C24 C25 C20 119.1(3) . . ?
N3 C26 C24 125.8(4) . . ?
N3 C26 H26 117.1 . . ?
C24 C26 H26 117.1 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 119.9(4) . . ?
C12 C11 H11 119.0 . . ?
C12 C11 C10 121.9(4) . . ?
C10 C11 H11 119.0 . . ?
N1 C8 H8A 108.5 . . ?
N1 C8 H8B 108.5 . . ?
N1 C8 C9 114.9(3) . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
C23 C22 Cl2 118.7(3) . . ?
C23 C22 C21 121.3(4) . . ?
C21 C22 Cl2 120.0(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(4) . . ?
C6 C5 H5 119.9 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 H3 119.7 . . ?
N2 C32 H32A 109.8 . . ?
N2 C32 H32B 109.8 . . ?
N2 C32 C31 109.3(3) . . ?
H32A C32 H32B 108.3 . . ?
C31 C32 H32A 109.8 . . ?
C31 C32 H32B 109.8 . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 C14 118.0(4) . . ?
C14 C9 C8 122.4(4) . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.3(4) . . ?
C14 C13 H13 119.3 . . ?
C12 C15 C16 110.0(4) . . ?
C12 C15 C18 111.4(4) . . ?
C17 C15 C12 109.5(3) . . ?
C17 C15 C16 109.3(4) . . ?
C17 C15 C18 108.8(4) . . ?
C16 C15 C18 107.8(4) . . ?
C25 C20 C19 116.7(3) . . ?
C21 C20 C19 122.9(3) . . ?
C21 C20 C25 120.4(4) . . ?
C5 C6 C7 118.4(3) . . ?
C5 C6 C1 121.0(3) . . ?
C1 C6 C7 120.6(3) . . ?
N2 C33 C2 127.6(4) . . ?
N2 C33 H33 116.2 . . ?
C2 C33 H33 116.2 . . ?
N1 C7 C6 113.7(3) . . ?
N1 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C11 C10 H10 119.6 . . ?
C9 C10 C11 120.8(4) . . ?
C9 C10 H10 119.6 . . ?
N3 C27 H27A 110.0 . . ?
N3 C27 H27B 110.0 . . ?
N3 C27 C28 108.3(3) . . ?
H27A C27 H27B 108.4 . . ?
C28 C27 H27A 110.0 . . ?
C28 C27 H27B 110.0 . . ?
O2 C31 C32 105.3(3) . . ?
O2 C31 H31A 110.7 . . ?
O2 C31 H31B 110.7 . . ?
C32 C31 H31A 110.7 . . ?
C32 C31 H31B 110.7 . . ?
H31A C31 H31B 108.8 . . ?
O3 C28 C27 109.4(3) . . ?
O3 C28 H28A 109.8 . . ?
O3 C28 H28B 109.8 . . ?
C27 C28 H28A 109.8 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
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 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 . . ?
O1 C1 C2 122.8(3) . . ?
O1 C1 C6 120.2(3) . . ?
C2 C1 C6 117.0(3) . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
C9 C14 C13 121.3(4) . . ?
C9 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
O2 C30 C29 106.4(3) . . ?
O2 C30 H30A 110.4 . . ?
O2 C30 H30B 110.4 . . ?
C29 C30 H30A 110.4 . . ?
C29 C30 H30B 110.4 . . ?
H30A C30 H30B 108.6 . . ?
N7 C36 C37 179.1(6) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N6 C34 C35 178.8(7) . . ?

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 O3 C29 C30 42.8(4) . . . . ?
Sm1 O3 C28 C27 45.2(4) . . . . ?
Sm1 O4 C25 C24 41.8(7) . . . . ?
Sm1 O4 C25 C20 -140.7(3) . . . . ?
Sm1 O8 N5 O9 -1.9(3) . . . . ?
Sm1 O8 N5 O10 179.5(3) . . . . ?
Sm1 O6 N4 O5 -1.0(3) . . . . ?
Sm1 O6 N4 O7 179.1(3) . . . . ?
Sm1 O5 N4 O6 1.0(3) . . . . ?
Sm1 O5 N4 O7 -179.1(3) . . . . ?
Sm1 O1 C1 C2 -41.5(5) . . . . ?
Sm1 O1 C1 C6 139.4(3) . . . . ?
Sm1 O2 C31 C32 -44.4(4) . . . . ?
Sm1 O2 C30 C29 48.9(4) . . . . ?
Sm1 O9 N5 O8 2.0(3) . . . . ?
Sm1 O9 N5 O10 -179.4(3) . . . . ?
Sm1 N2 C32 C31 -51.1(4) . . . . ?
Sm1 N2 C33 C2 4.0(6) . . . . ?
Sm1 N3 C26 C24 4.3(6) . . . . ?
Sm1 N3 C27 C28 50.3(4) . . . . ?
Cl1 C4 C5 C6 -178.5(3) . . . . ?
Cl1 C4 C3 C2 -178.9(3) . . . . ?
O3 C29 C30 O2 -55.7(4) . . . . ?
O4 C25 C20 C19 5.2(5) . . . . ?
O4 C25 C20 C21 -175.6(3) . . . . ?
N2 C32 C31 O2 61.1(4) . . . . ?
N1 C19 C20 C25 -51.0(4) . . . . ?
N1 C19 C20 C21 129.7(4) . . . . ?
N1 C8 C9 C10 129.1(4) . . . . ?
N1 C8 C9 C14 -52.9(5) . . . . ?
C19 N1 C8 C9 -177.6(3) . . . . ?
C19 N1 C7 C6 -56.9(4) . . . . ?
N3 C27 C28 O3 -63.9(4) . . . . ?
C12 C11 C10 C9 -0.2(7) . . . . ?
C12 C13 C14 C9 -0.8(7) . . . . ?
C29 O3 C28 C27 -98.5(4) . . . . ?
C24 C23 C22 Cl2 179.2(3) . . . . ?
C24 C23 C22 C21 -1.4(6) . . . . ?
C24 C25 C20 C19 -177.3(3) . . . . ?
C24 C25 C20 C21 1.9(6) . . . . ?
C4 C5 C6 C7 177.0(3) . . . . ?
C4 C5 C6 C1 -1.7(6) . . . . ?
C23 C24 C25 O4 173.9(4) . . . . ?
C23 C24 C25 C20 -3.5(6) . . . . ?
C23 C24 C26 N3 169.2(4) . . . . ?
C25 C24 C23 C22 3.2(6) . . . . ?
C25 C24 C26 N3 -12.2(6) . . . . ?
C26 N3 C27 C28 -124.5(4) . . . . ?
C26 C24 C23 C22 -178.1(4) . . . . ?
C26 C24 C25 O4 -4.7(6) . . . . ?
C26 C24 C25 C20 177.9(4) . . . . ?
C11 C12 C13 C14 0.8(6) . . . . ?
C11 C12 C15 C17 -62.9(5) . . . . ?
C11 C12 C15 C16 57.2(5) . . . . ?
C11 C12 C15 C18 176.7(4) . . . . ?
C8 N1 C19 C20 -63.8(4) . . . . ?
C8 N1 C7 C6 178.5(3) . . . . ?
C8 C9 C10 C11 178.3(4) . . . . ?
C8 C9 C14 C13 -177.8(4) . . . . ?
C22 C21 C20 C19 179.2(3) . . . . ?
C22 C21 C20 C25 0.0(6) . . . . ?
C5 C4 C3 C2 0.1(6) . . . . ?
C5 C6 C7 N1 129.5(4) . . . . ?
C5 C6 C1 O1 177.5(3) . . . . ?
C5 C6 C1 C2 -1.6(5) . . . . ?
C3 C2 C33 N2 -169.5(4) . . . . ?
C3 C2 C1 O1 -174.9(3) . . . . ?
C3 C2 C1 C6 4.2(5) . . . . ?
C3 C4 C5 C6 2.5(6) . . . . ?
C32 N2 C33 C2 -174.0(4) . . . . ?
C13 C12 C11 C10 -0.3(6) . . . . ?
C13 C12 C15 C17 115.6(5) . . . . ?
C13 C12 C15 C16 -124.2(5) . . . . ?
C13 C12 C15 C18 -4.7(6) . . . . ?
C15 C12 C11 C10 178.3(4) . . . . ?
C15 C12 C13 C14 -177.8(4) . . . . ?
C20 C21 C22 Cl2 179.1(3) . . . . ?
C20 C21 C22 C23 -0.3(6) . . . . ?
C33 N2 C32 C31 127.2(4) . . . . ?
C33 C2 C3 C4 179.8(3) . . . . ?
C33 C2 C1 O1 1.6(6) . . . . ?
C33 C2 C1 C6 -179.3(3) . . . . ?
C7 N1 C19 C20 170.6(3) . . . . ?
C7 N1 C8 C9 -51.2(4) . . . . ?
C7 C6 C1 O1 -1.1(5) . . . . ?
C7 C6 C1 C2 179.8(3) . . . . ?
C10 C9 C14 C13 0.3(6) . . . . ?
C27 N3 C26 C24 177.7(4) . . . . ?
C31 O2 C30 C29 -164.3(3) . . . . ?
C28 O3 C29 C30 -176.1(3) . . . . ?
C1 C2 C3 C4 -3.5(6) . . . . ?
C1 C2 C33 N2 13.8(6) . . . . ?
C1 C6 C7 N1 -51.8(5) . . . . ?
C14 C9 C10 C11 0.2(6) . . . . ?
C30 O2 C31 C32 168.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
