# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2019737'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;CNRS Ecole Polytechnique
France
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_date             2020-04-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C50 H68 I4 O8 Sm2, C4 H8 O'
_chemical_formula_sum            'C54 H76 I4 O9 Sm2'
_chemical_formula_weight         1677.44
_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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   16.1373(4)
_cell_length_b                   17.5042(4)
_cell_length_c                   21.1140(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5964.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6059
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_shelx_estimated_absorpt_T_max   0.822
_shelx_estimated_absorpt_T_min   0.375
_exptl_absorpt_coefficient_mu    4.070
_exptl_absorpt_correction_T_max  1.1196
_exptl_absorpt_correction_T_min  0.8754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   DENZO/SCALEPACK
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3232
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            21322
_diffrn_reflns_point_group_measured_fraction_full 0.886
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.327
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.698
_reflns_Friedel_fraction_full    0.805
_reflns_Friedel_fraction_max     0.800
_reflns_number_gt                11533
_reflns_number_total             12058
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         3.734
_refine_diff_density_min         -2.599
_refine_diff_density_rms         0.160
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.33(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         12058
_refine_ls_number_restraints     254
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²+48.3675P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1331
_refine_ls_wR_factor_ref         0.1374
_refine_special_details          
'Refined as a 2-component inversion twin.,Twin,Inversion Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.67(3)
 0.33(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
3. Restrained distances
 O3-C9 \\sim O3-C12
 with sigma of 0.02
 C9-C10 \\sim C10-C11B \\sim C11B-C12
 with sigma of 0.02
 C15-C16 \\sim C16-C17 \\sim C17-C18
 with sigma of 0.02
 O7-C19 \\sim O7-C22
 with sigma of 0.02
 C19-C20 \\sim C20-C21 \\sim C21-C22
 with sigma of 0.02
 C23-C24 \\sim C24-C25 \\sim C25-C26
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
O3 \\sim C9 \\sim C10 \\sim C12 \\sim C11A \\sim C11B: within 2A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 2A
O9 \\sim C51 \\sim C52 \\sim C53 \\sim C54: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
O6 \\sim C15 \\sim C16 \\sim C17 \\sim C18: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
O7 \\sim C19 \\sim C20 \\sim C21 \\sim C22: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
O8 \\sim C23 \\sim C24 \\sim C25 \\sim C26: within 2A with sigma of 0.004 and
sigma for terminal atoms of 0.008 within 2A
C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32: within 2A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 2A
C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49 \\sim C50: within 2A with sigma of
0.002 and sigma for terminal atoms of 0.004 within 2A
5. Others
 Sof(H10C)=Sof(H10D)=Sof(H12C)=Sof(H12D)=Sof(C11B)=Sof(H11C)=Sof(H11D)=1-FVAR(1)
 Sof(H10A)=Sof(H10B)=Sof(H12A)=Sof(H12B)=Sof(C11A)=Sof(H11A)=Sof(H11B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10C,H10D), C10(H10A,H10B),
 C12(H12C,H12D), C12(H12A,H12B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B),
  C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,
 H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
 C11A(H11A,H11B), C11B(H11C,H11D), C51(H51A,H51B), C52(H52A,H52B), C53(H53A,
 H53B), C54(H54A,H54B)
6.b Aromatic/amide H refined with riding coordinates:
 C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35),
 C36(H36), C37(H37), C38(H38), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44),
  C46(H46), C47(H47), C48(H48), C49(H49), C50(H50)
;
_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 0.39544(4) -0.09737(3) -0.12853(3) 0.03478(14) Uani 1 1 d . . . . .
Sm2 Sm 0.57906(4) 0.14389(4) 0.14699(3) 0.04274(17) Uani 1 1 d . . . . .
I1 I 0.25964(7) 0.01942(6) -0.16638(4) 0.0542(3) Uani 1 1 d . . . . .
I2 I 0.51197(6) -0.23771(5) -0.12932(5) 0.0507(2) Uani 1 1 d . . . . .
I4 I 0.75441(7) 0.07258(7) 0.14712(6) 0.0642(3) Uani 1 1 d . . . . .
O1 O 0.4733(6) -0.0490(6) -0.2197(4) 0.044(2) Uani 1 1 d . . . . .
O2 O 0.3238(7) -0.1725(6) -0.2122(5) 0.048(2) Uani 1 1 d . . . . .
O3 O 0.2977(7) -0.1695(7) -0.0653(6) 0.065(2) Uani 1 1 d D U . . .
O4 O 0.4533(9) -0.0356(6) -0.0578(5) 0.060(3) Uani 1 1 d . . . . .
O5 O 0.5297(7) 0.0824(7) 0.0714(4) 0.054(3) Uani 1 1 d . . . . .
O6 O 0.5402(11) 0.0604(9) 0.2317(6) 0.082(3) Uani 1 1 d . U . . .
O7 O 0.6413(11) 0.2143(8) 0.2386(7) 0.086(3) Uani 1 1 d D U . . .
O8 O 0.6230(8) 0.2537(8) 0.0881(7) 0.072(3) Uani 1 1 d . U . . .
C1 C 0.4902(13) 0.0281(9) -0.2339(8) 0.061(4) Uani 1 1 d . . . . .
H1A H 0.533962 0.048226 -0.205571 0.073 Uiso 1 1 calc R U . . .
H1B H 0.439671 0.059576 -0.228402 0.073 Uiso 1 1 calc R U . . .
C2 C 0.5193(15) 0.0300(10) -0.3036(9) 0.078(6) Uani 1 1 d . . . . .
H2A H 0.486745 0.067348 -0.328447 0.093 Uiso 1 1 calc R U . . .
H2B H 0.578774 0.043504 -0.306396 0.093 Uiso 1 1 calc R U . . .
C3 C 0.5048(12) -0.0484(10) -0.3265(7) 0.059(4) Uani 1 1 d . . . . .
H3A H 0.546938 -0.063131 -0.358337 0.070 Uiso 1 1 calc R U . . .
H3B H 0.449078 -0.053148 -0.345654 0.070 Uiso 1 1 calc R U . . .
C4 C 0.5118(11) -0.0964(9) -0.2689(7) 0.052(3) Uani 1 1 d . . . . .
H4A H 0.481748 -0.145290 -0.274172 0.062 Uiso 1 1 calc R U . . .
H4B H 0.570552 -0.107347 -0.258741 0.062 Uiso 1 1 calc R U . . .
C5 C 0.3039(13) -0.2530(10) -0.2118(8) 0.063(5) Uani 1 1 d . . . . .
H5A H 0.243778 -0.260977 -0.205493 0.075 Uiso 1 1 calc R U . . .
H5B H 0.334577 -0.279833 -0.177855 0.075 Uiso 1 1 calc R U . . .
C6 C 0.3301(19) -0.2801(15) -0.2748(10) 0.096(8) Uani 1 1 d . . . . .
H6A H 0.295548 -0.323760 -0.288635 0.115 Uiso 1 1 calc R U . . .
H6B H 0.388873 -0.296363 -0.274098 0.115 Uiso 1 1 calc R U . . .
C7 C 0.3184(15) -0.2126(13) -0.3184(9) 0.081(6) Uani 1 1 d . . . . .
H7A H 0.369368 -0.202515 -0.343127 0.097 Uiso 1 1 calc R U . . .
H7B H 0.271878 -0.221487 -0.348038 0.097 Uiso 1 1 calc R U . . .
C8 C 0.2999(11) -0.1479(12) -0.2751(7) 0.061(4) Uani 1 1 d . . . . .
H8A H 0.331644 -0.101956 -0.287655 0.073 Uiso 1 1 calc R U . . .
H8B H 0.240041 -0.135417 -0.276230 0.073 Uiso 1 1 calc R U . . .
C9 C 0.2074(11) -0.1589(12) -0.0647(9) 0.068(3) Uani 1 1 d D U . . .
H9A H 0.182226 -0.180932 -0.103377 0.082 Uiso 1 1 calc R U . . .
H9B H 0.193269 -0.103894 -0.062636 0.082 Uiso 1 1 calc R U . . .
C10 C 0.1766(12) -0.2005(12) -0.0058(9) 0.071(3) Uani 1 1 d D U . . .
H10C H 0.184613 -0.169455 0.032943 0.085 Uiso 0.43(4) 1 calc R U P A 2
H10D H 0.117473 -0.214870 -0.009603 0.085 Uiso 0.43(4) 1 calc R U P A 2
H10A H 0.149669 -0.164499 0.023978 0.085 Uiso 0.57(4) 1 calc R U P A 1
H10B H 0.136583 -0.241091 -0.017172 0.085 Uiso 0.57(4) 1 calc R U P A 1
C12 C 0.3165(12) -0.2361(12) -0.0256(9) 0.070(3) Uani 1 1 d D U . . .
H12C H 0.348212 -0.220521 0.012418 0.084 Uiso 0.43(4) 1 calc R U P A 2
H12D H 0.349563 -0.273927 -0.049572 0.084 Uiso 0.43(4) 1 calc R U P A 2
H12A H 0.313281 -0.284030 -0.050367 0.084 Uiso 0.57(4) 1 calc R U P A 1
H12B H 0.372294 -0.231860 -0.006448 0.084 Uiso 0.57(4) 1 calc R U P A 1
C13 C 0.5170(12) -0.0067(10) -0.0148(8) 0.059(4) Uani 1 1 d . . . . .
C14 C 0.4740(11) 0.0622(12) 0.0191(10) 0.069(5) Uani 1 1 d . . . . .
C15 C 0.4822(17) 0.0766(14) 0.2866(10) 0.089(3) Uani 1 1 d D U . . .
H15A H 0.498589 0.123430 0.309694 0.106 Uiso 1 1 calc R U . . .
H15B H 0.424111 0.081661 0.272133 0.106 Uiso 1 1 calc R U . . .
C16 C 0.4934(17) 0.0090(11) 0.3252(10) 0.093(3) Uani 1 1 d D U . . .
H16A H 0.544457 0.012589 0.351097 0.111 Uiso 1 1 calc R U . . .
H16B H 0.445348 0.000546 0.353468 0.111 Uiso 1 1 calc R U . . .
C17 C 0.5000(17) -0.0505(15) 0.2783(10) 0.093(3) Uani 1 1 d D U . . .
H17A H 0.445661 -0.061772 0.258673 0.111 Uiso 1 1 calc R U . . .
H17B H 0.523126 -0.098021 0.296638 0.111 Uiso 1 1 calc R U . . .
C18 C 0.5566(17) -0.0165(14) 0.2332(10) 0.090(3) Uani 1 1 d D U . . .
H18A H 0.614677 -0.025597 0.246313 0.108 Uiso 1 1 calc R U . . .
H18B H 0.548312 -0.039123 0.190672 0.108 Uiso 1 1 calc R U . . .
C19 C 0.6764(15) 0.1804(13) 0.2937(11) 0.090(3) Uani 1 1 d D U . . .
H19A H 0.684978 0.124881 0.287544 0.108 Uiso 1 1 calc R U . . .
H19B H 0.640362 0.188393 0.331022 0.108 Uiso 1 1 calc R U . . .
C20 C 0.7548(15) 0.2195(11) 0.3014(11) 0.095(4) Uani 1 1 d D U . . .
H20A H 0.772970 0.218282 0.346159 0.113 Uiso 1 1 calc R U . . .
H20B H 0.798196 0.195823 0.274710 0.113 Uiso 1 1 calc R U . . .
C21 C 0.7384(16) 0.2952(12) 0.2817(12) 0.096(4) Uani 1 1 d D U . . .
H21A H 0.785741 0.315711 0.257209 0.115 Uiso 1 1 calc R U . . .
H21B H 0.728719 0.328569 0.318774 0.115 Uiso 1 1 calc R U . . .
C22 C 0.6655(17) 0.2916(12) 0.2427(12) 0.094(4) Uani 1 1 d D U . . .
H22A H 0.620513 0.322448 0.261796 0.112 Uiso 1 1 calc R U . . .
H22B H 0.677572 0.312123 0.200031 0.112 Uiso 1 1 calc R U . . .
C23 C 0.7060(14) 0.2590(13) 0.0568(10) 0.080(3) Uani 1 1 d D U . . .
H23A H 0.729899 0.207784 0.049093 0.096 Uiso 1 1 calc R U . . .
H23B H 0.745240 0.289602 0.082413 0.096 Uiso 1 1 calc R U . . .
C24 C 0.6848(14) 0.2986(13) -0.0042(11) 0.087(3) Uani 1 1 d D U . . .
H24A H 0.732284 0.329012 -0.019849 0.104 Uiso 1 1 calc R U . . .
H24B H 0.668691 0.261159 -0.037165 0.104 Uiso 1 1 calc R U . . .
C25 C 0.6134(14) 0.3491(14) 0.0128(10) 0.090(3) Uani 1 1 d D U . . .
H25A H 0.632580 0.402671 0.016411 0.108 Uiso 1 1 calc R U . . .
H25B H 0.570773 0.346752 -0.020850 0.108 Uiso 1 1 calc R U . . .
C26 C 0.5766(14) 0.3239(13) 0.0745(10) 0.083(3) Uani 1 1 d D U . . .
H26A H 0.585175 0.362720 0.107961 0.100 Uiso 1 1 calc R U . . .
H26B H 0.516545 0.313497 0.070202 0.100 Uiso 1 1 calc R U . . .
C27 C 0.3876(13) 0.0299(11) 0.0502(9) 0.066(3) Uani 1 1 d . U . . .
C28 C 0.3838(12) 0.0149(10) 0.1131(8) 0.066(3) Uani 1 1 d . U . . .
H28 H 0.432910 0.021188 0.137409 0.079 Uiso 1 1 calc R U . . .
C29 C 0.3113(12) -0.0096(11) 0.1450(10) 0.071(3) Uani 1 1 d . U . . .
H29 H 0.311514 -0.020003 0.189176 0.085 Uiso 1 1 calc R U . . .
C30 C 0.2415(14) -0.0176(11) 0.1096(10) 0.074(3) Uani 1 1 d . U . . .
H30 H 0.190977 -0.034026 0.128286 0.089 Uiso 1 1 calc R U . . .
C31 C 0.2462(15) -0.0003(12) 0.0425(10) 0.075(3) Uani 1 1 d . U . . .
H31 H 0.197831 -0.007242 0.017555 0.090 Uiso 1 1 calc R U . . .
C32 C 0.3151(13) 0.0248(11) 0.0137(10) 0.071(3) Uani 1 1 d . U . . .
H32 H 0.314790 0.038747 -0.029800 0.085 Uiso 1 1 calc R U . . .
C33 C 0.4487(12) 0.1270(12) -0.0238(8) 0.070(5) Uani 1 1 d . . . . .
C34 C 0.4249(14) 0.1931(14) 0.0058(9) 0.083(6) Uani 1 1 d . . . . .
H34 H 0.422179 0.193381 0.050747 0.099 Uiso 1 1 calc R U . . .
C35 C 0.4051(13) 0.2576(14) -0.0253(15) 0.098(8) Uani 1 1 d . . . . .
H35 H 0.383293 0.300376 -0.003104 0.117 Uiso 1 1 calc R U . . .
C36 C 0.4172(12) 0.2609(10) -0.0918(13) 0.079(6) Uani 1 1 d . . . . .
H36 H 0.406137 0.306581 -0.114503 0.095 Uiso 1 1 calc R U . . .
C37 C 0.4447(10) 0.1980(9) -0.1222(10) 0.061(4) Uani 1 1 d . . . . .
H37 H 0.453745 0.200012 -0.166654 0.074 Uiso 1 1 calc R U . . .
C38 C 0.4605(11) 0.1279(9) -0.0888(7) 0.053(4) Uani 1 1 d . . . . .
H38 H 0.478570 0.083493 -0.110599 0.064 Uiso 1 1 calc R U . . .
C39 C 0.5396(12) -0.0686(9) 0.0374(10) 0.064(4) Uani 1 1 d . . . . .
C40 C 0.6141(14) -0.0725(10) 0.0679(11) 0.075(6) Uani 1 1 d . . . . .
H40 H 0.655222 -0.035011 0.059303 0.091 Uiso 1 1 calc R U . . .
C41 C 0.6310(18) -0.1299(12) 0.1110(12) 0.095(9) Uani 1 1 d . . . . .
H41 H 0.683975 -0.132173 0.130563 0.114 Uiso 1 1 calc R U . . .
C42 C 0.571(2) -0.1846(14) 0.1263(10) 0.101(9) Uani 1 1 d . . . . .
H42 H 0.581368 -0.222348 0.157608 0.122 Uiso 1 1 calc R U . . .
C43 C 0.4951(15) -0.1824(10) 0.0942(8) 0.070(5) Uani 1 1 d . . . . .
H43 H 0.454592 -0.220704 0.101775 0.084 Uiso 1 1 calc R U . . .
C44 C 0.4795(12) -0.1248(8) 0.0517(7) 0.056(4) Uani 1 1 d . . . . .
H44 H 0.427069 -0.122733 0.031290 0.067 Uiso 1 1 calc R U . . .
C45 C 0.5979(13) 0.0158(12) -0.0479(9) 0.070(2) Uani 1 1 d . U . . .
C46 C 0.6258(13) -0.0335(13) -0.0975(10) 0.073(2) Uani 1 1 d . U . . .
H46 H 0.598368 -0.080735 -0.104874 0.087 Uiso 1 1 calc R U . . .
C47 C 0.6900(13) -0.0137(12) -0.1335(10) 0.074(2) Uani 1 1 d . U . . .
H47 H 0.705753 -0.046833 -0.166988 0.089 Uiso 1 1 calc R U . . .
C48 C 0.7329(13) 0.0496(11) -0.1251(10) 0.073(2) Uani 1 1 d . U . . .
H48 H 0.780049 0.060942 -0.150352 0.088 Uiso 1 1 calc R U . . .
C49 C 0.7074(13) 0.0973(13) -0.0796(9) 0.072(2) Uani 1 1 d . U . . .
H49 H 0.737142 0.143737 -0.074455 0.086 Uiso 1 1 calc R U . . .
C50 C 0.6415(12) 0.0845(12) -0.0395(9) 0.070(2) Uani 1 1 d . U . . .
H50 H 0.626360 0.120369 -0.007779 0.084 Uiso 1 1 calc R U . . .
I3 I 0.42462(8) 0.23891(8) 0.18693(7) 0.0752(4) Uani 1 1 d . . . B 1
C11A C 0.253(2) -0.234(2) 0.0224(17) 0.070(3) Uani 0.57(4) 1 d . U P A 1
H11A H 0.271309 -0.201789 0.058483 0.084 Uiso 0.57(4) 1 calc R U P A 1
H11B H 0.241237 -0.285717 0.038225 0.084 Uiso 0.57(4) 1 calc R U P A 1
C11B C 0.2328(16) -0.270(2) -0.006(2) 0.070(3) Uani 0.43(4) 1 d D U P A 2
H11C H 0.213688 -0.308581 -0.037655 0.084 Uiso 0.43(4) 1 calc R U P A 2
H11D H 0.235760 -0.294409 0.035964 0.084 Uiso 0.43(4) 1 calc R U P A 2
O9 O 0.3502(13) 0.5591(11) 0.0088(9) 0.111(4) Uani 1 1 d . U . . .
C51 C 0.4149(19) 0.4945(16) 0.0019(14) 0.107(4) Uani 1 1 d . U . . .
H51A H 0.414699 0.459636 0.038814 0.129 Uiso 1 1 calc R U . . .
H51B H 0.406716 0.464671 -0.037477 0.129 Uiso 1 1 calc R U . . .
C52 C 0.4926(19) 0.5424(16) -0.0007(14) 0.106(4) Uani 1 1 d . U . . .
H52A H 0.537891 0.516333 0.022385 0.127 Uiso 1 1 calc R U . . .
H52B H 0.510097 0.549329 -0.045264 0.127 Uiso 1 1 calc R U . . .
C53 C 0.4756(19) 0.6186(15) 0.0289(14) 0.101(4) Uani 1 1 d . U . . .
H53A H 0.512147 0.627128 0.065954 0.122 Uiso 1 1 calc R U . . .
H53B H 0.484639 0.660345 -0.001989 0.122 Uiso 1 1 calc R U . . .
C54 C 0.3928(18) 0.6156(15) 0.0475(13) 0.100(4) Uani 1 1 d . U . . .
H54A H 0.366610 0.666330 0.041952 0.120 Uiso 1 1 calc R U . . .
H54B H 0.388924 0.601306 0.092782 0.120 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 3.1017(11) . ?
Sm1 I2 3.0937(11) . ?
Sm1 O1 2.449(9) . ?
Sm1 O2 2.487(9) . ?
Sm1 O3 2.421(11) . ?
Sm1 O4 2.066(10) . ?
Sm2 I4 3.0927(14) . ?
Sm2 O5 2.083(9) . ?
Sm2 O6 2.394(14) . ?
Sm2 O7 2.503(12) . ?
Sm2 O8 2.398(12) . ?
Sm2 I3 3.1127(14) . ?
O1 C1 1.409(18) . ?
O1 C4 1.469(17) . ?
O2 C5 1.445(18) . ?
O2 C8 1.447(19) . ?
O3 C9 1.469(18) . ?
O3 C12 1.469(18) . ?
O4 C13 1.46(2) . ?
O5 C14 1.47(2) . ?
O6 C15 1.52(3) . ?
O6 C18 1.37(3) . ?
O7 C19 1.42(2) . ?
O7 C22 1.41(2) . ?
O8 C23 1.50(2) . ?
O8 C26 1.47(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.55(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.47(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.48(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.47(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.51(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.49(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.53(2) . ?
C10 H10C 0.9900 . ?
C10 H10D 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11A 1.48(4) . ?
C10 C11B 1.52(3) . ?
C12 H12C 0.9900 . ?
C12 H12D 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11A 1.44(4) . ?
C12 C11B 1.53(3) . ?
C13 C14 1.56(3) . ?
C13 C39 1.59(2) . ?
C13 C45 1.53(3) . ?
C14 C27 1.64(3) . ?
C14 C33 1.51(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.45(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.44(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.45(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.45(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.41(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.44(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.50(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.50(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.50(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.36(3) . ?
C27 C32 1.40(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.42(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.36(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.45(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.34(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.37(3) . ?
C33 C38 1.38(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.35(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.42(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.35(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.44(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.37(3) . ?
C39 C44 1.41(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.38(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.40(4) . ?
C42 H42 0.9500 . ?
C42 C43 1.40(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.37(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.43(3) . ?
C45 C50 1.41(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.33(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.32(3) . ?
C48 H48 0.9500 . ?
C48 C49 1.34(3) . ?
C49 H49 0.9500 . ?
C49 C50 1.38(3) . ?
C50 H50 0.9500 . ?
C11A H11A 0.9900 . ?
C11A H11B 0.9900 . ?
C11B H11C 0.9900 . ?
C11B H11D 0.9900 . ?
O9 C51 1.55(3) . ?
O9 C54 1.46(3) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.51(4) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 C53 1.50(4) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.39(4) . ?
C54 H54A 0.9900 . ?
C54 H54B 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
I2 Sm1 I1 162.07(3) . . ?
O1 Sm1 I1 86.1(2) . . ?
O1 Sm1 I2 87.6(2) . . ?
O1 Sm1 O2 82.1(3) . . ?
O2 Sm1 I1 80.6(3) . . ?
O2 Sm1 I2 81.9(3) . . ?
O3 Sm1 I1 91.5(3) . . ?
O3 Sm1 I2 89.1(3) . . ?
O3 Sm1 O1 161.4(4) . . ?
O3 Sm1 O2 79.3(4) . . ?
O4 Sm1 I1 99.2(4) . . ?
O4 Sm1 I2 98.3(4) . . ?
O4 Sm1 O1 98.9(4) . . ?
O4 Sm1 O2 179.0(4) . . ?
O4 Sm1 O3 99.7(5) . . ?
I4 Sm2 I3 161.44(4) . . ?
O5 Sm2 I4 98.2(3) . . ?
O5 Sm2 O6 99.0(5) . . ?
O5 Sm2 O7 178.2(5) . . ?
O5 Sm2 O8 97.5(5) . . ?
O5 Sm2 I3 100.2(3) . . ?
O6 Sm2 I4 89.6(4) . . ?
O6 Sm2 O7 80.1(5) . . ?
O6 Sm2 O8 162.7(5) . . ?
O6 Sm2 I3 85.1(4) . . ?
O7 Sm2 I4 80.3(4) . . ?
O7 Sm2 I3 81.3(4) . . ?
O8 Sm2 I4 93.1(3) . . ?
O8 Sm2 O7 83.5(5) . . ?
O8 Sm2 I3 87.1(3) . . ?
C1 O1 Sm1 126.7(9) . . ?
C1 O1 C4 108.0(11) . . ?
C4 O1 Sm1 125.3(8) . . ?
C5 O2 Sm1 127.9(10) . . ?
C5 O2 C8 103.7(12) . . ?
C8 O2 Sm1 128.2(9) . . ?
C9 O3 Sm1 125.8(9) . . ?
C12 O3 Sm1 126.5(10) . . ?
C12 O3 C9 107.5(13) . . ?
C13 O4 Sm1 161.4(12) . . ?
C14 O5 Sm2 159.3(12) . . ?
C15 O6 Sm2 128.2(13) . . ?
C18 O6 Sm2 124.4(12) . . ?
C18 O6 C15 106.6(16) . . ?
C19 O7 Sm2 125.8(11) . . ?
C22 O7 Sm2 129.2(12) . . ?
C22 O7 C19 103.8(15) . . ?
C23 O8 Sm2 122.9(11) . . ?
C26 O8 Sm2 128.4(11) . . ?
C26 O8 C23 108.6(14) . . ?
O1 C1 H1A 110.5 . . ?
O1 C1 H1B 110.5 . . ?
O1 C1 C2 106.3(13) . . ?
H1A C1 H1B 108.7 . . ?
C2 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
C1 C2 H2A 110.9 . . ?
C1 C2 H2B 110.9 . . ?
H2A C2 H2B 108.9 . . ?
C3 C2 C1 104.2(12) . . ?
C3 C2 H2A 110.9 . . ?
C3 C2 H2B 110.9 . . ?
C2 C3 H3A 110.9 . . ?
C2 C3 H3B 110.9 . . ?
C2 C3 C4 104.3(13) . . ?
H3A C3 H3B 108.9 . . ?
C4 C3 H3A 110.9 . . ?
C4 C3 H3B 110.9 . . ?
O1 C4 C3 103.2(12) . . ?
O1 C4 H4A 111.1 . . ?
O1 C4 H4B 111.1 . . ?
C3 C4 H4A 111.1 . . ?
C3 C4 H4B 111.1 . . ?
H4A C4 H4B 109.1 . . ?
O2 C5 H5A 110.9 . . ?
O2 C5 H5B 110.9 . . ?
O2 C5 C6 104.2(16) . . ?
H5A C5 H5B 108.9 . . ?
C6 C5 H5A 110.9 . . ?
C6 C5 H5B 110.9 . . ?
C5 C6 H6A 110.7 . . ?
C5 C6 H6B 110.7 . . ?
C5 C6 C7 105.1(19) . . ?
H6A C6 H6B 108.8 . . ?
C7 C6 H6A 110.7 . . ?
C7 C6 H6B 110.7 . . ?
C6 C7 H7A 110.9 . . ?
C6 C7 H7B 110.9 . . ?
H7A C7 H7B 108.9 . . ?
C8 C7 C6 104.3(16) . . ?
C8 C7 H7A 110.9 . . ?
C8 C7 H7B 110.9 . . ?
O2 C8 C7 106.5(16) . . ?
O2 C8 H8A 110.4 . . ?
O2 C8 H8B 110.4 . . ?
C7 C8 H8A 110.4 . . ?
C7 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
O3 C9 H9A 110.6 . . ?
O3 C9 H9B 110.6 . . ?
O3 C9 C10 105.6(14) . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 H9A 110.6 . . ?
C10 C9 H9B 110.6 . . ?
C9 C10 H10C 111.7 . . ?
C9 C10 H10D 111.7 . . ?
C9 C10 H10A 110.9 . . ?
C9 C10 H10B 110.9 . . ?
H10C C10 H10D 109.4 . . ?
H10A C10 H10B 109.0 . . ?
C11A C10 C9 104.1(17) . . ?
C11A C10 H10A 110.9 . . ?
C11A C10 H10B 110.9 . . ?
C11B C10 C9 100.5(19) . . ?
C11B C10 H10C 111.7 . . ?
C11B C10 H10D 111.7 . . ?
O3 C12 H12C 110.5 . . ?
O3 C12 H12D 110.5 . . ?
O3 C12 H12A 111.1 . . ?
O3 C12 H12B 111.1 . . ?
O3 C12 C11B 106.3(18) . . ?
H12C C12 H12D 108.7 . . ?
H12A C12 H12B 109.1 . . ?
C11A C12 O3 103(2) . . ?
C11A C12 H12A 111.1 . . ?
C11A C12 H12B 111.1 . . ?
C11B C12 H12C 110.5 . . ?
C11B C12 H12D 110.5 . . ?
O4 C13 C14 103.9(14) . . ?
O4 C13 C39 110.9(14) . . ?
O4 C13 C45 113.8(14) . . ?
C14 C13 C39 108.1(14) . . ?
C45 C13 C14 112.9(16) . . ?
C45 C13 C39 107.2(16) . . ?
O5 C14 C13 105.0(13) . . ?
O5 C14 C27 107.5(14) . . ?
O5 C14 C33 115.9(18) . . ?
C13 C14 C27 107.1(16) . . ?
C33 C14 C13 115.2(16) . . ?
C33 C14 C27 105.7(15) . . ?
O6 C15 H15A 111.5 . . ?
O6 C15 H15B 111.5 . . ?
H15A C15 H15B 109.3 . . ?
C16 C15 O6 101.6(18) . . ?
C16 C15 H15A 111.5 . . ?
C16 C15 H15B 111.5 . . ?
C15 C16 H16A 111.3 . . ?
C15 C16 H16B 111.3 . . ?
H16A C16 H16B 109.2 . . ?
C17 C16 C15 102.3(19) . . ?
C17 C16 H16A 111.3 . . ?
C17 C16 H16B 111.3 . . ?
C16 C17 H17A 111.4 . . ?
C16 C17 H17B 111.4 . . ?
C16 C17 C18 102(2) . . ?
H17A C17 H17B 109.3 . . ?
C18 C17 H17A 111.4 . . ?
C18 C17 H17B 111.4 . . ?
O6 C18 C17 107(2) . . ?
O6 C18 H18A 110.3 . . ?
O6 C18 H18B 110.3 . . ?
C17 C18 H18A 110.3 . . ?
C17 C18 H18B 110.3 . . ?
H18A C18 H18B 108.5 . . ?
O7 C19 H19A 110.9 . . ?
O7 C19 H19B 110.9 . . ?
O7 C19 C20 104.1(17) . . ?
H19A C19 H19B 109.0 . . ?
C20 C19 H19A 110.9 . . ?
C20 C19 H19B 110.9 . . ?
C19 C20 H20A 110.9 . . ?
C19 C20 H20B 110.9 . . ?
H20A C20 H20B 108.9 . . ?
C21 C20 C19 104.3(19) . . ?
C21 C20 H20A 110.9 . . ?
C21 C20 H20B 110.9 . . ?
C20 C21 H21A 110.5 . . ?
C20 C21 H21B 110.5 . . ?
C20 C21 C22 106.3(18) . . ?
H21A C21 H21B 108.7 . . ?
C22 C21 H21A 110.5 . . ?
C22 C21 H21B 110.5 . . ?
O7 C22 C21 107.7(17) . . ?
O7 C22 H22A 110.2 . . ?
O7 C22 H22B 110.2 . . ?
C21 C22 H22A 110.2 . . ?
C21 C22 H22B 110.2 . . ?
H22A C22 H22B 108.5 . . ?
O8 C23 H23A 111.4 . . ?
O8 C23 H23B 111.4 . . ?
O8 C23 C24 101.7(16) . . ?
H23A C23 H23B 109.3 . . ?
C24 C23 H23A 111.4 . . ?
C24 C23 H23B 111.4 . . ?
C23 C24 H24A 111.0 . . ?
C23 C24 H24B 111.0 . . ?
H24A C24 H24B 109.0 . . ?
C25 C24 C23 104.0(18) . . ?
C25 C24 H24A 111.0 . . ?
C25 C24 H24B 111.0 . . ?
C24 C25 H25A 109.7 . . ?
C24 C25 H25B 109.7 . . ?
H25A C25 H25B 108.2 . . ?
C26 C25 C24 109.9(18) . . ?
C26 C25 H25A 109.7 . . ?
C26 C25 H25B 109.7 . . ?
O8 C26 C25 102.4(17) . . ?
O8 C26 H26A 111.3 . . ?
O8 C26 H26B 111.3 . . ?
C25 C26 H26A 111.3 . . ?
C25 C26 H26B 111.3 . . ?
H26A C26 H26B 109.2 . . ?
C28 C27 C14 119.9(18) . . ?
C28 C27 C32 119(2) . . ?
C32 C27 C14 120.6(17) . . ?
C27 C28 H28 117.9 . . ?
C27 C28 C29 124(2) . . ?
C29 C28 H28 117.9 . . ?
C28 C29 H29 121.5 . . ?
C30 C29 C28 117.0(19) . . ?
C30 C29 H29 121.5 . . ?
C29 C30 H30 120.9 . . ?
C29 C30 C31 118(2) . . ?
C31 C30 H30 120.9 . . ?
C30 C31 H31 118.1 . . ?
C32 C31 C30 124(2) . . ?
C32 C31 H31 118.1 . . ?
C27 C32 H32 121.2 . . ?
C31 C32 C27 118(2) . . ?
C31 C32 H32 121.2 . . ?
C34 C33 C14 115.9(17) . . ?
C34 C33 C38 118.7(18) . . ?
C38 C33 C14 124.5(17) . . ?
C33 C34 H34 118.2 . . ?
C35 C34 C33 124(2) . . ?
C35 C34 H34 118.2 . . ?
C34 C35 H35 120.5 . . ?
C34 C35 C36 119(2) . . ?
C36 C35 H35 120.5 . . ?
C35 C36 H36 120.5 . . ?
C37 C36 C35 119.0(19) . . ?
C37 C36 H36 120.5 . . ?
C36 C37 H37 119.4 . . ?
C36 C37 C38 121.3(19) . . ?
C38 C37 H37 119.4 . . ?
C33 C38 C37 118.2(16) . . ?
C33 C38 H38 120.9 . . ?
C37 C38 H38 120.9 . . ?
C40 C39 C13 124.3(17) . . ?
C40 C39 C44 118.0(17) . . ?
C44 C39 C13 117.7(16) . . ?
C39 C40 H40 119.3 . . ?
C39 C40 C41 121(2) . . ?
C41 C40 H40 119.3 . . ?
C40 C41 H41 119.6 . . ?
C40 C41 C42 121(2) . . ?
C42 C41 H41 119.6 . . ?
C41 C42 H42 120.8 . . ?
C43 C42 C41 118.4(18) . . ?
C43 C42 H42 120.8 . . ?
C42 C43 H43 120.1 . . ?
C44 C43 C42 120(2) . . ?
C44 C43 H43 120.1 . . ?
C39 C44 H44 119.2 . . ?
C43 C44 C39 121.6(19) . . ?
C43 C44 H44 119.2 . . ?
C46 C45 C13 116.6(18) . . ?
C50 C45 C13 126.1(18) . . ?
C50 C45 C46 117(2) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 C45 120(2) . . ?
C47 C46 H46 119.8 . . ?
C46 C47 H47 118.2 . . ?
C48 C47 C46 124(2) . . ?
C48 C47 H47 118.2 . . ?
C47 C48 H48 121.3 . . ?
C47 C48 C49 117(2) . . ?
C49 C48 H48 121.3 . . ?
C48 C49 H49 117.4 . . ?
C48 C49 C50 125(2) . . ?
C50 C49 H49 117.4 . . ?
C45 C50 H50 121.7 . . ?
C49 C50 C45 117(2) . . ?
C49 C50 H50 121.7 . . ?
C10 C11A H11A 109.9 . . ?
C10 C11A H11B 109.9 . . ?
C12 C11A C10 109(2) . . ?
C12 C11A H11A 109.9 . . ?
C12 C11A H11B 109.9 . . ?
H11A C11A H11B 108.3 . . ?
C10 C11B C12 102(2) . . ?
C10 C11B H11C 111.3 . . ?
C10 C11B H11D 111.3 . . ?
C12 C11B H11C 111.3 . . ?
C12 C11B H11D 111.3 . . ?
H11C C11B H11D 109.2 . . ?
C54 O9 C51 103(2) . . ?
O9 C51 H51A 112.0 . . ?
O9 C51 H51B 112.0 . . ?
H51A C51 H51B 109.6 . . ?
C52 C51 O9 99(2) . . ?
C52 C51 H51A 112.0 . . ?
C52 C51 H51B 112.0 . . ?
C51 C52 H52A 109.8 . . ?
C51 C52 H52B 109.8 . . ?
H52A C52 H52B 108.3 . . ?
C53 C52 C51 109(2) . . ?
C53 C52 H52A 109.8 . . ?
C53 C52 H52B 109.8 . . ?
C52 C53 H53A 110.8 . . ?
C52 C53 H53B 110.8 . . ?
H53A C53 H53B 108.8 . . ?
C54 C53 C52 105(2) . . ?
C54 C53 H53A 110.8 . . ?
C54 C53 H53B 110.8 . . ?
O9 C54 H54A 110.0 . . ?
O9 C54 H54B 110.0 . . ?
C53 C54 O9 109(2) . . ?
C53 C54 H54A 110.0 . . ?
C53 C54 H54B 110.0 . . ?
H54A C54 H54B 108.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm1 O1 C1 C2 -165.0(12) . . . . ?
Sm1 O1 C4 C3 147.4(10) . . . . ?
Sm1 O2 C5 C6 -133.6(16) . . . . ?
Sm1 O2 C8 C7 139.3(13) . . . . ?
Sm1 O3 C9 C10 -164.7(12) . . . . ?
Sm1 O3 C12 C11A 153(2) . . . . ?
Sm1 O3 C12 C11B -169(2) . . . . ?
Sm1 O4 C13 C14 172(2) . . . . ?
Sm1 O4 C13 C39 -72(3) . . . . ?
Sm1 O4 C13 C45 49(4) . . . . ?
Sm2 O5 C14 C13 171(2) . . . . ?
Sm2 O5 C14 C27 -75(3) . . . . ?
Sm2 O5 C14 C33 43(4) . . . . ?
Sm2 O6 C15 C16 -172.4(15) . . . . ?
Sm2 O6 C18 C17 -160.0(16) . . . . ?
Sm2 O7 C19 C20 132.2(17) . . . . ?
Sm2 O7 C22 C21 -144.3(18) . . . . ?
Sm2 O8 C23 C24 140.8(15) . . . . ?
Sm2 O8 C26 C25 -151.4(15) . . . . ?
O1 C1 C2 C3 8(2) . . . . ?
O2 C5 C6 C7 -31(2) . . . . ?
O3 C9 C10 C11A -1(3) . . . . ?
O3 C9 C10 C11B -38(3) . . . . ?
O3 C12 C11A C10 32(3) . . . . ?
O3 C12 C11B C10 -30(4) . . . . ?
O4 C13 C14 O5 168.7(12) . . . . ?
O4 C13 C14 C27 54.6(16) . . . . ?
O4 C13 C14 C33 -63(2) . . . . ?
O4 C13 C39 C40 153.9(18) . . . . ?
O4 C13 C39 C44 -24(2) . . . . ?
O4 C13 C45 C46 -40(2) . . . . ?
O4 C13 C45 C50 131.4(19) . . . . ?
O5 C14 C27 C28 -10(2) . . . . ?
O5 C14 C27 C32 163.2(15) . . . . ?
O5 C14 C33 C34 -46(3) . . . . ?
O5 C14 C33 C38 124(2) . . . . ?
O6 C15 C16 C17 -39(3) . . . . ?
O7 C19 C20 C21 35(3) . . . . ?
O8 C23 C24 C25 32(2) . . . . ?
C1 O1 C4 C3 -33.3(17) . . . . ?
C1 C2 C3 C4 -28(2) . . . . ?
C2 C3 C4 O1 37.6(18) . . . . ?
C4 O1 C1 C2 16(2) . . . . ?
C5 O2 C8 C7 -35.2(18) . . . . ?
C5 C6 C7 C8 9(3) . . . . ?
C6 C7 C8 O2 16(2) . . . . ?
C8 O2 C5 C6 41(2) . . . . ?
C9 O3 C12 C11A -32(2) . . . . ?
C9 O3 C12 C11B 6(3) . . . . ?
C9 C10 C11A C12 -19(3) . . . . ?
C9 C10 C11B C12 41(3) . . . . ?
C12 O3 C9 C10 21(2) . . . . ?
C13 C14 C27 C28 102.0(19) . . . . ?
C13 C14 C27 C32 -84.4(19) . . . . ?
C13 C14 C33 C34 -168.7(19) . . . . ?
C13 C14 C33 C38 1(3) . . . . ?
C13 C39 C40 C41 -177(2) . . . . ?
C13 C39 C44 C43 177.2(16) . . . . ?
C13 C45 C46 C47 172.2(18) . . . . ?
C13 C45 C50 C49 -172.3(18) . . . . ?
C14 C13 C39 C40 -93(2) . . . . ?
C14 C13 C39 C44 89(2) . . . . ?
C14 C13 C45 C46 -158.4(16) . . . . ?
C14 C13 C45 C50 13(3) . . . . ?
C14 C27 C28 C29 176.9(17) . . . . ?
C14 C27 C32 C31 -178.4(17) . . . . ?
C14 C33 C34 C35 176(2) . . . . ?
C14 C33 C38 C37 -170.8(18) . . . . ?
C15 O6 C18 C17 10(3) . . . . ?
C15 C16 C17 C18 46(3) . . . . ?
C16 C17 C18 O6 -35(3) . . . . ?
C18 O6 C15 C16 18(3) . . . . ?
C19 O7 C22 C21 24(3) . . . . ?
C19 C20 C21 C22 -21(3) . . . . ?
C20 C21 C22 O7 -2(3) . . . . ?
C22 O7 C19 C20 -36(3) . . . . ?
C23 O8 C26 C25 27(2) . . . . ?
C23 C24 C25 C26 -17(3) . . . . ?
C24 C25 C26 O8 -6(3) . . . . ?
C26 O8 C23 C24 -38(2) . . . . ?
C27 C14 C33 C34 73(2) . . . . ?
C27 C14 C33 C38 -117(2) . . . . ?
C27 C28 C29 C30 -1(3) . . . . ?
C28 C27 C32 C31 -5(3) . . . . ?
C28 C29 C30 C31 0(3) . . . . ?
C29 C30 C31 C32 -2(3) . . . . ?
C30 C31 C32 C27 4(3) . . . . ?
C32 C27 C28 C29 3(3) . . . . ?
C33 C14 C27 C28 -134.7(18) . . . . ?
C33 C14 C27 C32 39(2) . . . . ?
C33 C34 C35 C36 -7(4) . . . . ?
C34 C33 C38 C37 -2(3) . . . . ?
C34 C35 C36 C37 3(3) . . . . ?
C35 C36 C37 C38 1(3) . . . . ?
C36 C37 C38 C33 -2(3) . . . . ?
C38 C33 C34 C35 6(4) . . . . ?
C39 C13 C14 O5 50.8(18) . . . . ?
C39 C13 C14 C27 -63.2(18) . . . . ?
C39 C13 C14 C33 179.6(17) . . . . ?
C39 C13 C45 C46 82.8(19) . . . . ?
C39 C13 C45 C50 -106(2) . . . . ?
C39 C40 C41 C42 -2(4) . . . . ?
C40 C39 C44 C43 -1(3) . . . . ?
C40 C41 C42 C43 4(4) . . . . ?
C41 C42 C43 C44 -4(3) . . . . ?
C42 C43 C44 C39 2(3) . . . . ?
C44 C39 C40 C41 0(3) . . . . ?
C45 C13 C14 O5 -67.5(17) . . . . ?
C45 C13 C14 C27 178.4(14) . . . . ?
C45 C13 C14 C33 61(2) . . . . ?
C45 C13 C39 C40 29(2) . . . . ?
C45 C13 C39 C44 -148.6(17) . . . . ?
C45 C46 C47 C48 2(3) . . . . ?
C46 C45 C50 C49 -1(3) . . . . ?
C46 C47 C48 C49 -3(3) . . . . ?
C47 C48 C49 C50 2(3) . . . . ?
C48 C49 C50 C45 0(3) . . . . ?
C50 C45 C46 C47 0(3) . . . . ?
O9 C51 C52 C53 22(3) . . . . ?
C51 O9 C54 C53 39(3) . . . . ?
C51 C52 C53 C54 0(4) . . . . ?
C52 C53 C54 O9 -24(3) . . . . ?
C54 O9 C51 C52 -35(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.67(3)
2 0.33(3)
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2019740'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;CNRS Ecole Polytechnique
France
;
_audit_update_record             
;
2020-08-19 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_date             2020-02-21
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H29 I2 N4 O Sm'
_chemical_formula_sum            'C33 H29 I4 N4 O Sm'
_chemical_formula_weight         901.76
_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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.2854(10)
_cell_length_b                   15.4014(14)
_cell_length_c                   24.686(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.528(4)
_cell_angle_gamma                90
_cell_volume                     3470.8(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8765
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.521
_cell_measurement_theta_min      2.231
_shelx_estimated_absorpt_T_max   0.873
_shelx_estimated_absorpt_T_min   0.541
_exptl_absorpt_coefficient_mu    3.500
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1041 before and 0.0630 after correction.
The Ratio of minimum to maximum transmission is 0.8046.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.726
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1724
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0738
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            56938
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.342
_diffrn_reflns_theta_min         2.594
_diffrn_ambient_temperature      149.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_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_source_current           31.0
_diffrn_source_power             1.705
_diffrn_source_voltage           55.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6751
_reflns_number_total             8630
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.825
_refine_diff_density_min         -1.383
_refine_diff_density_rms         0.150
_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     370
_refine_ls_number_reflns         8630
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0420
_refine_ls_restrained_S_all      1.052
_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)+(0.0224P)²+14.7387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0882
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9),
 C10(H10), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C19(H19), C20(H20),
  C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28),
 C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.52464(3) 0.29382(2) 0.61384(2) 0.02022(7) Uani 1 1 d . . . . .
I1 I 0.40579(4) 0.10296(2) 0.60399(2) 0.03203(10) Uani 1 1 d . . . . .
I2 I 0.66841(4) 0.47092(2) 0.59559(2) 0.03036(9) Uani 1 1 d . . . . .
O0AA O 0.3818(3) 0.3258(2) 0.66913(13) 0.0208(7) Uani 1 1 d . . . . .
N1AA N 0.7705(5) 0.2128(3) 0.63031(18) 0.0264(9) Uani 1 1 d . . . . .
N1 N 0.2850(5) 0.3352(3) 0.54561(18) 0.0288(10) Uani 1 1 d . . . . .
N2 N 0.5748(5) 0.2662(3) 0.51173(18) 0.0276(10) Uani 1 1 d . . . . .
N3 N 0.6543(4) 0.3390(3) 0.71374(18) 0.0251(9) Uani 1 1 d . . . . .
C1 C 0.2219(6) 0.2860(4) 0.5028(2) 0.0353(13) Uani 1 1 d . . . . .
H1 H 0.277460 0.240889 0.490272 0.042 Uiso 1 1 calc R U . . .
C2 C 0.0790(7) 0.2988(4) 0.4763(3) 0.0423(15) Uani 1 1 d . . . . .
H2 H 0.037593 0.263882 0.445671 0.051 Uiso 1 1 calc R U . . .
C3 C -0.0027(7) 0.3637(4) 0.4953(3) 0.0431(16) Uani 1 1 d . . . . .
H3 H -0.101932 0.372911 0.478317 0.052 Uiso 1 1 calc R U . . .
C4 C 0.0608(6) 0.4144(4) 0.5385(3) 0.0384(14) Uani 1 1 d . . . . .
H4 H 0.006751 0.458982 0.552350 0.046 Uiso 1 1 calc R U . . .
C5 C 0.2062(6) 0.3990(4) 0.5618(2) 0.0326(13) Uani 1 1 d . . . . .
H5 H 0.251658 0.435854 0.590778 0.039 Uiso 1 1 calc R U . . .
C6 C 0.5604(6) 0.3307(4) 0.4747(2) 0.0287(12) Uani 1 1 d . . . . .
H6 H 0.534667 0.386704 0.485889 0.034 Uiso 1 1 calc R U . . .
C7 C 0.5809(6) 0.3201(4) 0.4217(2) 0.0314(12) Uani 1 1 d . . . . .
H7 H 0.571420 0.367812 0.396968 0.038 Uiso 1 1 calc R U . . .
C8 C 0.6155(7) 0.2385(4) 0.4049(2) 0.0427(16) Uani 1 1 d . . . . .
H8 H 0.630353 0.228996 0.368305 0.051 Uiso 1 1 calc R U . . .
C9 C 0.6281(7) 0.1714(4) 0.4418(2) 0.0416(15) Uani 1 1 d . . . . .
H9 H 0.649944 0.114507 0.430895 0.050 Uiso 1 1 calc R U . . .
C10 C 0.6091(7) 0.1871(3) 0.4942(2) 0.0347(13) Uani 1 1 d . . . . .
H10 H 0.620574 0.140267 0.519722 0.042 Uiso 1 1 calc R U . . .
C11 C 0.3988(5) 0.3666(3) 0.7204(2) 0.0214(10) Uani 1 1 d . . . . .
C12 C 0.3202(5) 0.4553(3) 0.71207(19) 0.0223(10) Uani 1 1 d . . . . .
C13 C 0.3906(6) 0.5349(3) 0.7167(2) 0.0264(11) Uani 1 1 d . . . . .
H13 H 0.493771 0.537488 0.728439 0.032 Uiso 1 1 calc R U . . .
C14 C 0.3108(6) 0.6116(4) 0.7041(2) 0.0307(12) Uani 1 1 d . . . . .
H14 H 0.359660 0.666027 0.707637 0.037 Uiso 1 1 calc R U . . .
C15 C 0.1608(6) 0.6080(4) 0.6864(2) 0.0342(13) Uani 1 1 d . . . . .
H15 H 0.106544 0.660107 0.678053 0.041 Uiso 1 1 calc R U . . .
C16 C 0.0899(6) 0.5291(4) 0.6810(2) 0.0332(13) Uani 1 1 d . . . . .
H16 H -0.012934 0.526533 0.668362 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1693(6) 0.4540(3) 0.6941(2) 0.0272(11) Uani 1 1 d . . . . .
H17 H 0.119482 0.399806 0.690823 0.033 Uiso 1 1 calc R U . . .
C18 C 0.5640(5) 0.3752(3) 0.7440(2) 0.0202(10) Uani 1 1 d . . . . .
C19 C 0.6195(6) 0.4154(3) 0.7940(2) 0.0263(11) Uani 1 1 d . . . . .
H19 H 0.554295 0.440823 0.814966 0.032 Uiso 1 1 calc R U . . .
C20 C 0.7663(6) 0.4184(4) 0.8130(2) 0.0314(12) Uani 1 1 d . . . . .
H20 H 0.803982 0.445828 0.847064 0.038 Uiso 1 1 calc R U . . .
C21 C 0.8598(6) 0.3813(4) 0.7823(2) 0.0345(13) Uani 1 1 d . . . . .
H21 H 0.962875 0.382155 0.794750 0.041 Uiso 1 1 calc R U . . .
C22 C 0.7995(6) 0.3431(4) 0.7332(2) 0.0336(13) Uani 1 1 d . . . . .
H22 H 0.863712 0.317954 0.711762 0.040 Uiso 1 1 calc R U . . .
C23 C 0.3336(5) 0.3109(3) 0.7622(2) 0.0231(11) Uani 1 1 d . . . . .
C24 C 0.2883(6) 0.3467(3) 0.8075(2) 0.0271(11) Uani 1 1 d . . . . .
H24 H 0.293329 0.407796 0.812881 0.032 Uiso 1 1 calc R U . . .
C25 C 0.2352(6) 0.2941(4) 0.8452(2) 0.0374(14) Uani 1 1 d . . . . .
H25 H 0.202561 0.319576 0.875874 0.045 Uiso 1 1 calc R U . . .
C26 C 0.2296(6) 0.2051(4) 0.8384(2) 0.0358(13) Uani 1 1 d . . . . .
H26 H 0.194847 0.169204 0.864482 0.043 Uiso 1 1 calc R U . . .
C27 C 0.2751(6) 0.1689(4) 0.7932(3) 0.0341(13) Uani 1 1 d . . . . .
H27 H 0.270761 0.107741 0.788149 0.041 Uiso 1 1 calc R U . . .
C28 C 0.3267(6) 0.2205(3) 0.7553(2) 0.0295(12) Uani 1 1 d . . . . .
H28 H 0.357647 0.194789 0.724351 0.035 Uiso 1 1 calc R U . . .
C29 C 0.7961(6) 0.1455(4) 0.6647(2) 0.0324(13) Uani 1 1 d . . . . .
H29 H 0.716582 0.122680 0.679582 0.039 Uiso 1 1 calc R U . . .
C30 C 0.9319(6) 0.1073(4) 0.6799(2) 0.0376(14) Uani 1 1 d . . . . .
H30 H 0.944799 0.059080 0.704300 0.045 Uiso 1 1 calc R U . . .
C31 C 1.0486(6) 0.1403(4) 0.6591(3) 0.0380(14) Uani 1 1 d . . . . .
H31 H 1.143411 0.115554 0.669043 0.046 Uiso 1 1 calc R U . . .
C32 C 1.0249(7) 0.2098(4) 0.6237(3) 0.0451(16) Uani 1 1 d . . . . .
H32 H 1.103319 0.233812 0.608707 0.054 Uiso 1 1 calc R U . . .
C33 C 0.8839(6) 0.2447(4) 0.6101(3) 0.0339(13) Uani 1 1 d . . . . .
H33 H 0.867992 0.292727 0.585571 0.041 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 3.1337(5) . ?
Sm1 I2 3.1057(5) . ?
Sm1 O0AA 2.128(3) . ?
Sm1 N1AA 2.568(4) . ?
Sm1 N1 2.612(4) . ?
Sm1 N2 2.680(4) . ?
Sm1 N3 2.633(4) . ?
O0AA C11 1.395(6) . ?
N1AA C29 1.333(7) . ?
N1AA C33 1.338(7) . ?
N1 C1 1.345(7) . ?
N1 C5 1.330(7) . ?
N2 C6 1.340(7) . ?
N2 C10 1.350(7) . ?
N3 C18 1.341(6) . ?
N3 C22 1.347(7) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.366(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(8) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.365(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.380(8) . ?
C8 H8 0.9500 . ?
C8 C9 1.367(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.360(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.545(7) . ?
C11 C18 1.544(7) . ?
C11 C23 1.548(7) . ?
C12 C13 1.385(7) . ?
C12 C17 1.390(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.398(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.376(8) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.393(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.359(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.376(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.371(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.379(7) . ?
C23 C28 1.402(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.391(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.381(8) . ?
C26 H26 0.9500 . ?
C26 C27 1.380(8) . ?
C27 H27 0.9500 . ?
C27 C28 1.379(8) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C29 C30 1.380(8) . ?
C30 H30 0.9500 . ?
C30 C31 1.378(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.373(9) . ?
C32 H32 0.9500 . ?
C32 C33 1.399(8) . ?
C33 H33 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I2 Sm1 I1 165.289(13) . . ?
O0AA Sm1 I1 90.84(9) . . ?
O0AA Sm1 I2 103.00(9) . . ?
O0AA Sm1 N1AA 130.64(13) . . ?
O0AA Sm1 N1 78.46(13) . . ?
O0AA Sm1 N2 151.17(13) . . ?
O0AA Sm1 N3 64.54(13) . . ?
N1AA Sm1 I1 81.19(10) . . ?
N1AA Sm1 I2 93.23(10) . . ?
N1AA Sm1 N1 148.03(14) . . ?
N1AA Sm1 N2 76.68(13) . . ?
N1AA Sm1 N3 74.87(13) . . ?
N1 Sm1 I1 86.12(10) . . ?
N1 Sm1 I2 91.74(10) . . ?
N1 Sm1 N2 72.90(13) . . ?
N1 Sm1 N3 136.85(13) . . ?
N2 Sm1 I1 84.10(9) . . ?
N2 Sm1 I2 81.36(10) . . ?
N3 Sm1 I1 114.53(9) . . ?
N3 Sm1 I2 76.61(9) . . ?
N3 Sm1 N2 142.63(13) . . ?
C11 O0AA Sm1 134.8(3) . . ?
C29 N1AA Sm1 121.9(3) . . ?
C29 N1AA C33 117.5(5) . . ?
C33 N1AA Sm1 120.0(3) . . ?
C1 N1 Sm1 124.6(4) . . ?
C5 N1 Sm1 115.9(4) . . ?
C5 N1 C1 117.9(5) . . ?
C6 N2 Sm1 120.8(3) . . ?
C6 N2 C10 116.8(5) . . ?
C10 N2 Sm1 122.4(3) . . ?
C18 N3 Sm1 113.9(3) . . ?
C18 N3 C22 117.9(4) . . ?
C22 N3 Sm1 127.1(3) . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.3(6) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.7(6) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.4(6) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.3(6) . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 123.3(6) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
N2 C6 H6 118.3 . . ?
N2 C6 C7 123.4(5) . . ?
C7 C6 H6 118.3 . . ?
C6 C7 H7 120.7 . . ?
C6 C7 C8 118.6(5) . . ?
C8 C7 H7 120.7 . . ?
C7 C8 H8 120.5 . . ?
C9 C8 C7 118.9(5) . . ?
C9 C8 H8 120.5 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.4(5) . . ?
C10 C9 H9 120.3 . . ?
N2 C10 C9 122.9(5) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
O0AA C11 C12 107.8(4) . . ?
O0AA C11 C18 108.7(4) . . ?
O0AA C11 C23 111.2(4) . . ?
C12 C11 C23 110.2(4) . . ?
C18 C11 C12 112.7(4) . . ?
C18 C11 C23 106.2(4) . . ?
C13 C12 C11 124.6(4) . . ?
C13 C12 C17 118.2(5) . . ?
C17 C12 C11 117.0(4) . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.4(5) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.9(5) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(5) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.5(5) . . ?
C17 C16 H16 120.2 . . ?
C12 C17 H17 119.1 . . ?
C16 C17 C12 121.8(5) . . ?
C16 C17 H17 119.1 . . ?
N3 C18 C11 115.7(4) . . ?
N3 C18 C19 120.7(4) . . ?
C19 C18 C11 123.6(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(5) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.4(5) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 121.1 . . ?
C22 C21 C20 117.8(5) . . ?
C22 C21 H21 121.1 . . ?
N3 C22 C21 123.8(5) . . ?
N3 C22 H22 118.1 . . ?
C21 C22 H22 118.1 . . ?
C24 C23 C11 122.2(5) . . ?
C24 C23 C28 118.9(5) . . ?
C28 C23 C11 118.9(4) . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.5(5) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(5) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.3 . . ?
C27 C26 C25 119.3(5) . . ?
C27 C26 H26 120.3 . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.7(5) . . ?
C28 C27 H27 119.6 . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.2(5) . . ?
C27 C28 H28 119.9 . . ?
N1AA C29 H29 118.3 . . ?
N1AA C29 C30 123.5(5) . . ?
C30 C29 H29 118.3 . . ?
C29 C30 H30 120.6 . . ?
C31 C30 C29 118.9(5) . . ?
C31 C30 H30 120.6 . . ?
C30 C31 H31 120.7 . . ?
C32 C31 C30 118.7(5) . . ?
C32 C31 H31 120.7 . . ?
C31 C32 H32 120.5 . . ?
C31 C32 C33 119.1(5) . . ?
C33 C32 H32 120.5 . . ?
N1AA C33 C32 122.3(5) . . ?
N1AA C33 H33 118.8 . . ?
C32 C33 H33 118.8 . . ?

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 O0AA C11 C12 110.7(4) . . . . ?
Sm1 O0AA C11 C18 -11.7(6) . . . . ?
Sm1 O0AA C11 C23 -128.3(4) . . . . ?
Sm1 N1AA C29 C30 -171.6(4) . . . . ?
Sm1 N1AA C33 C32 171.5(5) . . . . ?
Sm1 N1 C1 C2 163.6(4) . . . . ?
Sm1 N1 C5 C4 -162.8(4) . . . . ?
Sm1 N2 C6 C7 -178.3(4) . . . . ?
Sm1 N2 C10 C9 176.8(5) . . . . ?
Sm1 N3 C18 C11 12.4(5) . . . . ?
Sm1 N3 C18 C19 -169.4(4) . . . . ?
Sm1 N3 C22 C21 168.2(4) . . . . ?
O0AA C11 C12 C13 -110.4(5) . . . . ?
O0AA C11 C12 C17 63.8(5) . . . . ?
O0AA C11 C18 N3 -3.7(6) . . . . ?
O0AA C11 C18 C19 178.1(4) . . . . ?
O0AA C11 C23 C24 -156.0(5) . . . . ?
O0AA C11 C23 C28 26.9(6) . . . . ?
N1AA C29 C30 C31 0.6(9) . . . . ?
N1 C1 C2 C3 -1.2(9) . . . . ?
N2 C6 C7 C8 1.2(9) . . . . ?
N3 C18 C19 C20 -0.1(8) . . . . ?
C1 N1 C5 C4 3.2(8) . . . . ?
C1 C2 C3 C4 1.5(9) . . . . ?
C2 C3 C4 C5 0.3(9) . . . . ?
C3 C4 C5 N1 -2.9(9) . . . . ?
C5 N1 C1 C2 -1.2(8) . . . . ?
C6 N2 C10 C9 -0.4(9) . . . . ?
C6 C7 C8 C9 0.0(10) . . . . ?
C7 C8 C9 C10 -1.3(10) . . . . ?
C8 C9 C10 N2 1.5(10) . . . . ?
C10 N2 C6 C7 -1.0(8) . . . . ?
C11 C12 C13 C14 174.8(5) . . . . ?
C11 C12 C17 C16 -174.6(5) . . . . ?
C11 C18 C19 C20 178.0(5) . . . . ?
C11 C23 C24 C25 -177.7(5) . . . . ?
C11 C23 C28 C27 177.2(5) . . . . ?
C12 C11 C18 N3 -123.2(5) . . . . ?
C12 C11 C18 C19 58.7(6) . . . . ?
C12 C11 C23 C24 -36.6(6) . . . . ?
C12 C11 C23 C28 146.4(5) . . . . ?
C12 C13 C14 C15 -0.6(8) . . . . ?
C13 C12 C17 C16 0.1(8) . . . . ?
C13 C14 C15 C16 -0.3(8) . . . . ?
C14 C15 C16 C17 1.0(9) . . . . ?
C15 C16 C17 C12 -0.9(8) . . . . ?
C17 C12 C13 C14 0.7(7) . . . . ?
C18 N3 C22 C21 0.6(8) . . . . ?
C18 C11 C12 C13 9.6(7) . . . . ?
C18 C11 C12 C17 -176.2(4) . . . . ?
C18 C11 C23 C24 85.8(6) . . . . ?
C18 C11 C23 C28 -91.2(5) . . . . ?
C18 C19 C20 C21 -0.1(8) . . . . ?
C19 C20 C21 C22 0.4(8) . . . . ?
C20 C21 C22 N3 -0.7(9) . . . . ?
C22 N3 C18 C11 -178.4(5) . . . . ?
C22 N3 C18 C19 -0.2(7) . . . . ?
C23 C11 C12 C13 128.0(5) . . . . ?
C23 C11 C12 C17 -57.7(6) . . . . ?
C23 C11 C18 N3 116.1(5) . . . . ?
C23 C11 C18 C19 -62.1(6) . . . . ?
C23 C24 C25 C26 1.1(9) . . . . ?
C24 C23 C28 C27 0.1(8) . . . . ?
C24 C25 C26 C27 -1.0(9) . . . . ?
C25 C26 C27 C28 0.5(9) . . . . ?
C26 C27 C28 C23 0.0(9) . . . . ?
C28 C23 C24 C25 -0.7(8) . . . . ?
C29 N1AA C33 C32 0.2(9) . . . . ?
C29 C30 C31 C32 -0.4(9) . . . . ?
C30 C31 C32 C33 0.1(10) . . . . ?
C31 C32 C33 N1AA 0.0(10) . . . . ?
C33 N1AA C29 C30 -0.5(9) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.670 0.000 0.500 199.4 68.7 '1.6 C5H5N'
2 -0.046 0.500 0.000 199.4 68.7 '1.6 C5H5N'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_3
_database_code_depnum_ccdc_archive 'CCDC 2019739'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;CNRS Ecole Polytechnique
France
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_date             2020-07-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H32 I2 N5 O Sm, 3(C5 H5 N)'
_chemical_formula_sum            'C55 H47 I2 N8 O Sm'
_chemical_formula_weight         1240.15
_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 0.0033 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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   15.8733(3)
_cell_length_b                   16.1883(3)
_cell_length_c                   19.8595(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.0300(10)
_cell_angle_gamma                90
_cell_volume                     4971.74(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17993
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_shelx_estimated_absorpt_T_max   0.827
_shelx_estimated_absorpt_T_min   0.545
_exptl_absorpt_coefficient_mu    2.471
_exptl_absorpt_correction_T_max  1.11963
_exptl_absorpt_correction_T_min  0.87546
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   DENZO/SCALEPACK
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2436
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22156
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         27.693
_diffrn_reflns_theta_min         1.821
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                18856
_reflns_number_total             22156
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997) & COLLECT'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    SHELXT(Sheldrick,2014)
_refine_diff_density_max         4.645
_refine_diff_density_min         -2.207
_refine_diff_density_rms         0.212
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1208
_refine_ls_number_reflns         22156
_refine_ls_number_restraints     342
_refine_ls_R_factor_all          0.1155
_refine_ls_R_factor_gt           0.0981
_refine_ls_restrained_S_all      1.128
_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)+(0.0452P)²+127.3565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2045
_refine_ls_wR_factor_ref         0.2161
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8815(10)
 0.1185(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Uiso/Uaniso restraints and constraints
N15 \\sim C100 \\sim C101 \\sim C102 \\sim C103 \\sim C104: within 2A with
sigma of 0.004 and sigma for terminal atoms of 0.008 within 2A
N3 \\sim N4 \\sim N5 \\sim C1 \\sim C01T \\sim C2 \\sim C3 \\sim C4 \\sim C5
\\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11 \\sim C12 \\sim C13
\\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18 \\sim C19 \\sim C20 \\sim C21
\\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C28 \\sim
C29: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
N11 \\sim C80 \\sim C81 \\sim C82 \\sim C83 \\sim C84: within 2A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 2A
N14 \\sim C95 \\sim C96 \\sim C97 \\sim C98 \\sim C99: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
C59 \\sim C60 \\sim C61 \\sim C62 \\sim C63 \\sim C64: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C01T(H01T), C2(H2), C3(H3), C8(H8), C9(H9), C10(H10), C11(H11),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23),
  C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30),
 C31(H31), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38),
  C39(H39), C40(H40), C41(H41), C42(H42), C47(H47), C48(H48), C49(H49),
 C50(H50), C54(H54), C55(H55), C56(H56), C57(H57), C58(H58), C60(H60), C61(H61),
  C62(H62), C63(H63), C64(H64), C65(H65), C66(H66), C67(H67), C68(H68),
 C69(H69), C70(H70), C71(H71), C72(H72), C73(H73), C74(H74), C75(H75), C76(H76),
  C77(H77), C78(H78), C79(H79), C95(H95), C96(H96), C97(H97), C98(H98),
 C99(H99), C100(H100), C101(H101), C102(H102), C103(H103), C104(H104), C90(H90),
  C91(H91), C92(H92), C93(H93), C94(H94), C80(H80), C81(H81), C82(H82),
 C83(H83), C84(H84), C105(H105), C106(H106), C107(H107), C108(H108), C109(H109),
  C85(H85), C86(H86), C87(H87), C88(H88), C89(H89)
;
_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 0.54494(4) 0.27580(4) 0.81506(3) 0.02636(15) Uani 1 1 d . . . . .
I1 I 0.56296(9) 0.28349(7) 0.65417(5) 0.0529(3) Uani 1 1 d . . . . .
I2 I 0.38417(6) 0.39766(5) 0.78984(4) 0.0334(2) Uani 1 1 d . . . . .
O1 O 0.5230(6) 0.2055(5) 0.9003(4) 0.0298(19) Uani 1 1 d . . . . .
N1 N 0.6087(8) 0.4316(7) 0.8196(6) 0.035(3) Uani 1 1 d . . . . .
N2 N 0.5737(7) 0.3526(6) 0.9313(5) 0.026(2) Uani 1 1 d . . . . .
N3 N 0.7137(8) 0.2738(7) 0.8531(7) 0.044(3) Uani 1 1 d . U . . .
N4 N 0.6027(8) 0.1225(7) 0.7916(6) 0.036(3) Uani 1 1 d . . . . .
N5 N 0.4124(8) 0.1792(6) 0.7564(6) 0.033(3) Uani 1 1 d . . . . .
C1 C 0.6260(10) 0.4708(9) 0.7653(8) 0.041(3) Uani 1 1 d . U . . .
H1 H 0.617680 0.442155 0.722571 0.049 Uiso 1 1 calc R U . . .
C01T C 0.7181(11) 0.0471(9) 1.0791(8) 0.047(4) Uani 1 1 d . U . . .
H01T H 0.759176 0.007472 1.101502 0.057 Uiso 1 1 calc R U . . .
C2 C 0.6558(11) 0.5523(10) 0.7683(9) 0.050(4) Uani 1 1 d . U . . .
H2 H 0.667673 0.577530 0.728290 0.060 Uiso 1 1 calc R U . . .
C3 C 0.6681(10) 0.5963(9) 0.8298(8) 0.043(3) Uani 1 1 d . U . . .
H3 H 0.689375 0.651342 0.832353 0.052 Uiso 1 1 calc R U . . .
C4 C 0.6487(10) 0.5582(8) 0.8882(8) 0.041(3) Uani 1 1 d . U . . .
C5 C 0.6209(8) 0.4742(8) 0.8798(7) 0.029(3) Uani 1 1 d . U . . .
C6 C 0.6004(8) 0.4328(8) 0.9389(7) 0.027(3) Uani 1 1 d . U . . .
C7 C 0.6107(9) 0.4752(7) 1.0033(6) 0.028(3) Uani 1 1 d . U . . .
C8 C 0.6405(10) 0.5588(8) 1.0082(8) 0.039(3) Uani 1 1 d . U . . .
H8 H 0.648126 0.587193 1.050992 0.047 Uiso 1 1 calc R U . . .
C9 C 0.6577(10) 0.5971(8) 0.9541(8) 0.041(3) Uani 1 1 d . U . . .
H9 H 0.676912 0.652825 0.959207 0.049 Uiso 1 1 calc R U . . .
C10 C 0.5890(9) 0.4330(8) 1.0578(7) 0.035(3) Uani 1 1 d . U . . .
H10 H 0.593082 0.459368 1.101100 0.041 Uiso 1 1 calc R U . . .
C11 C 0.5614(9) 0.3524(8) 1.0482(7) 0.033(3) Uani 1 1 d . U . . .
H11 H 0.546171 0.323129 1.085221 0.040 Uiso 1 1 calc R U . . .
C12 C 0.5553(8) 0.3123(8) 0.9835(6) 0.028(3) Uani 1 1 d . U . . .
C13 C 0.5293(9) 0.2211(7) 0.9701(6) 0.029(3) Uani 1 1 d . U . . .
C14 C 0.4416(9) 0.2071(7) 0.9908(6) 0.026(3) Uani 1 1 d . U . . .
C15 C 0.3658(9) 0.2156(8) 0.9414(7) 0.031(3) Uani 1 1 d . U . . .
H15 H 0.367508 0.229660 0.895268 0.037 Uiso 1 1 calc R U . . .
C16 C 0.2858(10) 0.2033(8) 0.9591(8) 0.040(3) Uani 1 1 d . U . . .
H16 H 0.233512 0.209162 0.925046 0.048 Uiso 1 1 calc R U . . .
C17 C 0.2832(12) 0.1828(8) 1.0261(9) 0.046(4) Uani 1 1 d . U . . .
H17 H 0.229676 0.171030 1.037864 0.055 Uiso 1 1 calc R U . . .
C18 C 0.3579(11) 0.1798(8) 1.0746(8) 0.042(3) Uani 1 1 d . U . . .
H18 H 0.356203 0.171257 1.121558 0.050 Uiso 1 1 calc R U . . .
C19 C 0.4366(11) 0.1889(8) 1.0570(7) 0.039(3) Uani 1 1 d . U . . .
H19 H 0.488335 0.182451 1.091591 0.047 Uiso 1 1 calc R U . . .
C20 C 0.5977(9) 0.1627(8) 1.0124(6) 0.031(3) Uani 1 1 d . U . . .
C21 C 0.5858(11) 0.0783(9) 0.9983(8) 0.043(3) Uani 1 1 d . U . . .
H21 H 0.536854 0.060072 0.964710 0.052 Uiso 1 1 calc R U . . .
C22 C 0.6436(10) 0.0222(8) 1.0321(8) 0.041(3) Uani 1 1 d . U . . .
H22 H 0.633012 -0.035047 1.023555 0.049 Uiso 1 1 calc R U . . .
C23 C 0.7316(14) 0.1314(11) 1.0928(10) 0.065(5) Uani 1 1 d . U . . .
H23 H 0.781720 0.149718 1.125147 0.078 Uiso 1 1 calc R U . . .
C24 C 0.6720(11) 0.1875(9) 1.0594(8) 0.047(4) Uani 1 1 d . U . . .
H24 H 0.681774 0.244715 1.068534 0.057 Uiso 1 1 calc R U . . .
C25 C 0.7605(12) 0.2915(13) 0.9135(11) 0.069(5) Uani 1 1 d . U . . .
H25 H 0.731653 0.302530 0.949536 0.083 Uiso 1 1 calc R U . . .
C26 C 0.8504(16) 0.2955(17) 0.9290(15) 0.101(8) Uani 1 1 d . U . . .
H26 H 0.882159 0.308828 0.974207 0.121 Uiso 1 1 calc R U . . .
C27 C 0.8915(14) 0.2792(15) 0.8762(14) 0.082(6) Uani 1 1 d . U . . .
H27 H 0.952781 0.280763 0.884580 0.098 Uiso 1 1 calc R U . . .
C28 C 0.8447(12) 0.2613(12) 0.8135(13) 0.068(5) Uani 1 1 d . U . . .
H28 H 0.871798 0.250684 0.776355 0.081 Uiso 1 1 calc R U . . .
C29 C 0.7582(11) 0.2585(11) 0.8040(11) 0.057(4) Uani 1 1 d . U . . .
H29 H 0.725778 0.244624 0.759168 0.068 Uiso 1 1 calc R U . . .
C30 C 0.6522(10) 0.0857(9) 0.8458(8) 0.040(3) Uani 1 1 d . . . . .
H30 H 0.669080 0.115648 0.887865 0.048 Uiso 1 1 calc R U . . .
C31 C 0.6803(11) 0.0048(9) 0.8434(9) 0.046(4) Uani 1 1 d . . . . .
H31 H 0.717374 -0.019854 0.882493 0.055 Uiso 1 1 calc R U . . .
C32 C 0.6533(13) -0.0387(9) 0.7830(9) 0.051(4) Uani 1 1 d . . . . .
H32 H 0.672753 -0.093793 0.780024 0.062 Uiso 1 1 calc R U . . .
C33 C 0.5994(11) -0.0041(8) 0.7277(8) 0.042(4) Uani 1 1 d . . . . .
H33 H 0.578972 -0.034454 0.686295 0.050 Uiso 1 1 calc R U . . .
C34 C 0.5748(11) 0.0781(9) 0.7337(8) 0.043(4) Uani 1 1 d . . . . .
H34 H 0.536987 0.103446 0.695404 0.051 Uiso 1 1 calc R U . . .
C35 C 0.3632(10) 0.1896(8) 0.6928(8) 0.041(3) Uani 1 1 d . . . . .
H35 H 0.370020 0.239453 0.669312 0.049 Uiso 1 1 calc R U . . .
C36 C 0.3026(11) 0.1325(9) 0.6584(8) 0.045(4) Uani 1 1 d . . . . .
H36 H 0.271189 0.142223 0.612376 0.054 Uiso 1 1 calc R U . . .
C37 C 0.2897(11) 0.0620(9) 0.6928(9) 0.046(4) Uani 1 1 d . . . . .
H37 H 0.249356 0.021538 0.670988 0.055 Uiso 1 1 calc R U . . .
C38 C 0.3363(9) 0.0508(9) 0.7596(8) 0.037(3) Uani 1 1 d . . . . .
H38 H 0.327044 0.003583 0.785400 0.044 Uiso 1 1 calc R U . . .
C39 C 0.3976(9) 0.1107(9) 0.7888(6) 0.033(3) Uani 1 1 d . . . . .
H39 H 0.430490 0.101776 0.834451 0.039 Uiso 1 1 calc R U . . .
Sm2 Sm 0.06633(5) 0.22107(4) 0.32473(3) 0.02866(16) Uani 1 1 d . . . . .
I3 I 0.11822(9) 0.20817(6) 0.17485(5) 0.0512(3) Uani 1 1 d . . . . .
I4 I -0.09467(7) 0.09736(5) 0.28001(5) 0.0380(2) Uani 1 1 d . . . . .
O2 O 0.0280(6) 0.2936(5) 0.4041(4) 0.032(2) Uani 1 1 d . . . . .
N6 N 0.1305(8) 0.0671(7) 0.3359(6) 0.035(3) Uani 1 1 d . . . . .
N7 N 0.0791(8) 0.1489(6) 0.4406(5) 0.029(2) Uani 1 1 d . . . . .
N8 N -0.0613(9) 0.3136(7) 0.2526(6) 0.040(3) Uani 1 1 d . . . . .
N9 N 0.1256(8) 0.3752(7) 0.3045(6) 0.037(3) Uani 1 1 d . . . . .
N10 N 0.2342(8) 0.2287(7) 0.3814(6) 0.037(3) Uani 1 1 d . . . . .
C40 C 0.1536(10) 0.0249(8) 0.2853(8) 0.038(3) Uani 1 1 d . . . . .
H40 H 0.150165 0.052176 0.242407 0.045 Uiso 1 1 calc R U . . .
C41 C 0.1828(10) -0.0578(8) 0.2912(8) 0.039(3) Uani 1 1 d . . . . .
H41 H 0.199861 -0.085106 0.254049 0.047 Uiso 1 1 calc R U . . .
C42 C 0.1854(10) -0.0969(8) 0.3525(8) 0.041(3) Uani 1 1 d . . . . .
H42 H 0.203357 -0.152917 0.357955 0.049 Uiso 1 1 calc R U . . .
C43 C 0.1619(9) -0.0555(8) 0.4077(7) 0.034(3) Uani 1 1 d . . . . .
C44 C 0.1334(9) 0.0270(7) 0.3968(7) 0.030(3) Uani 1 1 d . . . . .
C45 C 0.1062(9) 0.0697(7) 0.4514(6) 0.028(3) Uani 1 1 d . . . . .
C46 C 0.1096(9) 0.0303(8) 0.5151(7) 0.033(3) Uani 1 1 d . . . . .
C47 C 0.1405(10) -0.0536(7) 0.5240(7) 0.035(3) Uani 1 1 d . . . . .
H47 H 0.143312 -0.080659 0.566901 0.042 Uiso 1 1 calc R U . . .
C48 C 0.1651(10) -0.0939(8) 0.4733(8) 0.040(3) Uani 1 1 d . . . . .
H48 H 0.185158 -0.149143 0.480677 0.048 Uiso 1 1 calc R U . . .
C49 C 0.0786(9) 0.0732(8) 0.5652(6) 0.032(3) Uani 1 1 d . . . . .
H49 H 0.076527 0.046771 0.607530 0.038 Uiso 1 1 calc R U . . .
C50 C 0.0513(10) 0.1524(8) 0.5541(7) 0.034(3) Uani 1 1 d . . . . .
H50 H 0.030752 0.182324 0.588379 0.041 Uiso 1 1 calc R U . . .
C51 C 0.0542(9) 0.1887(7) 0.4912(7) 0.030(3) Uani 1 1 d . . . . .
C52 C 0.0266(10) 0.2787(8) 0.4732(6) 0.034(3) Uani 1 1 d . . . . .
C53 C 0.0902(11) 0.3410(8) 0.5188(7) 0.038(3) Uani 1 1 d . . . . .
C54 C 0.0815(11) 0.4244(8) 0.5015(8) 0.044(4) Uani 1 1 d . . . . .
H54 H 0.035462 0.440857 0.464512 0.053 Uiso 1 1 calc R U . . .
C55 C 0.1369(13) 0.4845(9) 0.5360(9) 0.054(5) Uani 1 1 d . . . . .
H55 H 0.130672 0.540546 0.521451 0.065 Uiso 1 1 calc R U . . .
C56 C 0.2000(13) 0.4621(10) 0.5905(8) 0.055(5) Uani 1 1 d . . . . .
H56 H 0.237997 0.502623 0.615136 0.066 Uiso 1 1 calc R U . . .
C57 C 0.2092(13) 0.3821(10) 0.6102(8) 0.055(5) Uani 1 1 d . . . . .
H57 H 0.253290 0.367429 0.649238 0.066 Uiso 1 1 calc R U . . .
C58 C 0.1563(12) 0.3213(9) 0.5749(7) 0.047(4) Uani 1 1 d . . . . .
H58 H 0.165186 0.265394 0.589221 0.056 Uiso 1 1 calc R U . . .
C59 C -0.0659(10) 0.2896(7) 0.4849(7) 0.036(3) Uani 1 1 d . U . . .
C60 C -0.0785(12) 0.3084(8) 0.5525(8) 0.043(4) Uani 1 1 d . U . . .
H60 H -0.030098 0.316153 0.590038 0.051 Uiso 1 1 calc R U . . .
C61 C -0.1594(14) 0.3150(8) 0.5625(10) 0.057(5) Uani 1 1 d . U . . .
H61 H -0.167427 0.325395 0.607659 0.068 Uiso 1 1 calc R U . . .
C62 C -0.2313(13) 0.3069(9) 0.5082(11) 0.057(5) Uani 1 1 d . U . . .
H62 H -0.287621 0.313545 0.516227 0.069 Uiso 1 1 calc R U . . .
C63 C -0.2209(12) 0.2890(9) 0.4414(9) 0.050(4) Uani 1 1 d . U . . .
H63 H -0.269870 0.283471 0.404059 0.060 Uiso 1 1 calc R U . . .
C64 C -0.1375(11) 0.2795(8) 0.4306(8) 0.042(3) Uani 1 1 d . U . . .
H64 H -0.129616 0.265930 0.385836 0.050 Uiso 1 1 calc R U . . .
C65 C -0.0992(11) 0.3007(9) 0.1878(7) 0.045(4) Uani 1 1 d . . . . .
H65 H -0.084135 0.252821 0.165489 0.054 Uiso 1 1 calc R U . . .
C66 C -0.1613(12) 0.3548(12) 0.1501(8) 0.057(5) Uani 1 1 d . . . . .
H66 H -0.185505 0.344722 0.102575 0.069 Uiso 1 1 calc R U . . .
C67 C -0.1864(11) 0.4212(12) 0.1817(9) 0.054(5) Uani 1 1 d . . . . .
H67 H -0.229802 0.457745 0.157682 0.065 Uiso 1 1 calc R U . . .
C68 C -0.1465(12) 0.4341(11) 0.2503(10) 0.054(4) Uani 1 1 d . . . . .
H68 H -0.161484 0.480763 0.274151 0.065 Uiso 1 1 calc R U . . .
C69 C -0.0858(9) 0.3797(8) 0.2837(8) 0.035(3) Uani 1 1 d . . . . .
H69 H -0.059862 0.389179 0.331083 0.042 Uiso 1 1 calc R U . . .
C70 C 0.1697(11) 0.4175(9) 0.3605(8) 0.043(4) Uani 1 1 d . . . . .
H70 H 0.183412 0.389951 0.403836 0.052 Uiso 1 1 calc R U . . .
C71 C 0.1960(12) 0.4996(9) 0.3575(9) 0.051(4) Uani 1 1 d . . . . .
H71 H 0.228771 0.526453 0.397474 0.061 Uiso 1 1 calc R U . . .
C72 C 0.1736(14) 0.5398(9) 0.2964(9) 0.057(5) Uani 1 1 d . . . . .
H72 H 0.188972 0.596147 0.293446 0.068 Uiso 1 1 calc R U . . .
C73 C 0.1284(12) 0.4990(9) 0.2381(9) 0.049(4) Uani 1 1 d . . . . .
H73 H 0.114443 0.525669 0.194432 0.059 Uiso 1 1 calc R U . . .
C74 C 0.1042(11) 0.4172(9) 0.2458(7) 0.041(3) Uani 1 1 d . . . . .
H74 H 0.070170 0.390021 0.206598 0.049 Uiso 1 1 calc R U . . .
C75 C 0.2936(12) 0.2292(10) 0.3440(8) 0.051(4) Uani 1 1 d . . . . .
H75 H 0.274685 0.221233 0.295544 0.062 Uiso 1 1 calc R U . . .
C76 C 0.3787(13) 0.2402(13) 0.3698(12) 0.069(6) Uani 1 1 d . . . . .
H76 H 0.417873 0.239849 0.339984 0.083 Uiso 1 1 calc R U . . .
C77 C 0.4085(13) 0.2520(12) 0.4394(11) 0.062(5) Uani 1 1 d . . . . .
H77 H 0.468261 0.260611 0.458824 0.075 Uiso 1 1 calc R U . . .
C78 C 0.3501(13) 0.2509(12) 0.4795(9) 0.060(5) Uani 1 1 d . . . . .
H78 H 0.368074 0.258779 0.528031 0.071 Uiso 1 1 calc R U . . .
C79 C 0.2636(11) 0.2381(11) 0.4489(9) 0.052(4) Uani 1 1 d . . . . .
H79 H 0.223442 0.235927 0.477790 0.063 Uiso 1 1 calc R U . . .
N14 N 0.6892(13) 0.2627(12) 0.2510(9) 0.078(5) Uani 1 1 d . U . . .
C95 C 0.6292(15) 0.3268(13) 0.2392(10) 0.069(5) Uani 1 1 d . U . . .
H95 H 0.646539 0.382184 0.234173 0.083 Uiso 1 1 calc R U . . .
C96 C 0.5444(17) 0.307(2) 0.2352(13) 0.095(7) Uani 1 1 d . U . . .
H96 H 0.504153 0.351547 0.227368 0.115 Uiso 1 1 calc R U . . .
C97 C 0.5125(12) 0.2317(18) 0.2412(10) 0.071(6) Uani 1 1 d . U . . .
H97 H 0.452647 0.220921 0.236796 0.085 Uiso 1 1 calc R U . . .
C98 C 0.5689(14) 0.1772(16) 0.2532(11) 0.077(6) Uani 1 1 d . U . . .
H98 H 0.549756 0.122794 0.259580 0.092 Uiso 1 1 calc R U . . .
C99 C 0.6551(15) 0.1870(14) 0.2580(12) 0.074(6) Uani 1 1 d . U . . .
H99 H 0.692093 0.140201 0.266484 0.088 Uiso 1 1 calc R U . . .
N15 N 0.5712(16) 0.3781(15) 0.4658(13) 0.107(4) Uani 1 1 d . U . . .
C100 C 0.5950(19) 0.4437(18) 0.5136(16) 0.106(4) Uani 1 1 d . U . . .
H100 H 0.603324 0.431659 0.561462 0.127 Uiso 1 1 calc R U . . .
C101 C 0.6063(19) 0.5204(19) 0.4952(16) 0.106(4) Uani 1 1 d . U . . .
H101 H 0.623399 0.562193 0.529104 0.128 Uiso 1 1 calc R U . . .
C102 C 0.5938(19) 0.5379(19) 0.4301(16) 0.108(4) Uani 1 1 d . U . . .
H102 H 0.604241 0.592887 0.417382 0.130 Uiso 1 1 calc R U . . .
C103 C 0.5652(19) 0.4790(18) 0.3765(16) 0.108(4) Uani 1 1 d . U . . .
H103 H 0.552498 0.494440 0.329112 0.130 Uiso 1 1 calc R U . . .
C104 C 0.5568(19) 0.3978(19) 0.3968(16) 0.108(4) Uani 1 1 d . U . . .
H104 H 0.540997 0.355846 0.362858 0.130 Uiso 1 1 calc R U . . .
N13 N 0.4051(15) -0.0359(14) 0.5893(10) 0.090(6) Uani 1 1 d . . . . .
C90 C 0.4055(17) -0.1145(15) 0.5648(13) 0.084(7) Uani 1 1 d . . . . .
H90 H 0.412403 -0.158460 0.597271 0.101 Uiso 1 1 calc R U . . .
C91 C 0.3966(12) -0.1347(13) 0.4960(11) 0.061(5) Uani 1 1 d . . . . .
H91 H 0.397735 -0.190521 0.481523 0.074 Uiso 1 1 calc R U . . .
C92 C 0.3861(12) -0.0706(13) 0.4494(9) 0.059(5) Uani 1 1 d . . . . .
H92 H 0.379269 -0.080519 0.401320 0.071 Uiso 1 1 calc R U . . .
C93 C 0.3858(13) 0.0091(15) 0.4752(12) 0.070(6) Uani 1 1 d . . . . .
H93 H 0.378068 0.054323 0.443925 0.084 Uiso 1 1 calc R U . . .
C94 C 0.3957(16) 0.0237(14) 0.5406(11) 0.077(6) Uani 1 1 d . . . . .
H94 H 0.396482 0.079650 0.555155 0.092 Uiso 1 1 calc R U . . .
N11 N -0.1057(16) 0.6342(12) 0.0615(10) 0.097(4) Uani 1 1 d . U . . .
C80 C -0.111(2) 0.5525(15) 0.0784(13) 0.097(4) Uani 1 1 d . U . . .
H80 H -0.109984 0.536918 0.124689 0.116 Uiso 1 1 calc R U . . .
C81 C -0.118(2) 0.4953(16) 0.0297(12) 0.098(4) Uani 1 1 d . U . . .
H81 H -0.118427 0.438777 0.042296 0.117 Uiso 1 1 calc R U . . .
C82 C -0.124(2) 0.5146(15) -0.0360(13) 0.098(4) Uani 1 1 d . U . . .
H82 H -0.133577 0.473185 -0.070832 0.118 Uiso 1 1 calc R U . . .
C83 C -0.117(2) 0.5959(15) -0.0523(13) 0.096(4) Uani 1 1 d . U . . .
H83 H -0.117746 0.611033 -0.098661 0.115 Uiso 1 1 calc R U . . .
C84 C -0.108(2) 0.6540(16) -0.0039(12) 0.095(4) Uani 1 1 d . U . . .
H84 H -0.104321 0.710356 -0.016225 0.114 Uiso 1 1 calc R U . . .
N16 N 1.0541(14) 0.1402(12) 0.9619(11) 0.084(6) Uani 1 1 d . . . . .
C105 C 0.9821(19) 0.1298(15) 0.9880(13) 0.090(8) Uani 1 1 d . . . . .
H105 H 0.976684 0.164161 1.025615 0.108 Uiso 1 1 calc R U . . .
C106 C 0.9152(15) 0.0725(16) 0.9640(12) 0.079(6) Uani 1 1 d . . . . .
H106 H 0.867152 0.067339 0.984863 0.095 Uiso 1 1 calc R U . . .
C107 C 0.9233(16) 0.0241(16) 0.9084(12) 0.084(7) Uani 1 1 d . . . . .
H107 H 0.879931 -0.014924 0.888940 0.101 Uiso 1 1 calc R U . . .
C108 C 0.9954(17) 0.0339(17) 0.8821(12) 0.091(8) Uani 1 1 d . . . . .
H108 H 1.003725 -0.000412 0.845364 0.109 Uiso 1 1 calc R U . . .
C109 C 1.0539(12) 0.0913(13) 0.9078(11) 0.064(5) Uani 1 1 d . . . . .
H109 H 1.100233 0.098186 0.885232 0.077 Uiso 1 1 calc R U . . .
N12 N 0.1768(12) 0.2356(14) 0.7683(9) 0.079(5) Uani 1 1 d . . . . .
C85 C 0.1236(12) 0.1662(12) 0.7552(9) 0.053(4) Uani 1 1 d . . . . .
H85 H 0.147708 0.112294 0.761351 0.063 Uiso 1 1 calc R U . . .
C86 C 0.0359(14) 0.1769(16) 0.7331(10) 0.071(6) Uani 1 1 d . . . . .
H86 H 0.000408 0.129414 0.721823 0.085 Uiso 1 1 calc R U . . .
C87 C 0.0000(11) 0.2476(15) 0.7271(9) 0.057(5) Uani 1 1 d . . . . .
H87 H -0.061161 0.252766 0.714269 0.068 Uiso 1 1 calc R U . . .
C88 C 0.0490(16) 0.3121(15) 0.7391(10) 0.074(7) Uani 1 1 d . . . . .
H88 H 0.021711 0.364599 0.732234 0.089 Uiso 1 1 calc R U . . .
C89 C 0.1381(13) 0.3107(12) 0.7610(9) 0.055(4) Uani 1 1 d . . . . .
H89 H 0.170726 0.360232 0.770520 0.067 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 3.2739(12) . ?
Sm1 I2 3.1747(11) . ?
Sm1 O1 2.134(9) . ?
Sm1 N1 2.712(11) . ?
Sm1 N2 2.571(10) . ?
Sm1 N3 2.615(12) . ?
Sm1 N4 2.722(11) . ?
Sm1 N5 2.669(11) . ?
O1 C13 1.390(15) . ?
N1 C1 1.333(18) . ?
N1 C5 1.356(17) . ?
N2 C6 1.364(16) . ?
N2 C12 1.311(16) . ?
N3 C25 1.29(2) . ?
N3 C29 1.35(2) . ?
N4 C30 1.324(19) . ?
N4 C34 1.343(19) . ?
N5 C35 1.337(18) . ?
N5 C39 1.329(17) . ?
C1 H1 0.9500 . ?
C1 C2 1.40(2) . ?
C01T H01T 0.9500 . ?
C01T C22 1.39(2) . ?
C01T C23 1.40(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.39(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.41(2) . ?
C4 C5 1.428(18) . ?
C4 C9 1.43(2) . ?
C5 C6 1.450(18) . ?
C6 C7 1.429(17) . ?
C7 C8 1.430(18) . ?
C7 C10 1.386(19) . ?
C8 H8 0.9500 . ?
C8 C9 1.32(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.376(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.423(18) . ?
C12 C13 1.540(17) . ?
C13 C14 1.555(19) . ?
C13 C20 1.538(19) . ?
C14 C15 1.379(19) . ?
C14 C19 1.366(18) . ?
C15 H15 0.9500 . ?
C15 C16 1.41(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.38(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.35(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.38(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.400(19) . ?
C20 C24 1.39(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.36(2) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.37(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.39(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.38(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.33(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.34(2) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C30 C31 1.39(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.37(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.35(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.40(2) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C35 C36 1.40(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.37(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.38(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.403(19) . ?
C39 H39 0.9500 . ?
Sm2 I3 3.2693(11) . ?
Sm2 I4 3.2104(11) . ?
Sm2 O2 2.159(9) . ?
Sm2 N6 2.682(11) . ?
Sm2 N7 2.548(10) . ?
Sm2 N8 2.663(12) . ?
Sm2 N9 2.727(11) . ?
Sm2 N10 2.651(12) . ?
O2 C52 1.400(14) . ?
N6 C40 1.334(18) . ?
N6 C44 1.365(16) . ?
N7 C45 1.354(15) . ?
N7 C51 1.327(17) . ?
N8 C65 1.308(18) . ?
N8 C69 1.338(18) . ?
N9 C70 1.358(18) . ?
N9 C74 1.326(17) . ?
N10 C75 1.33(2) . ?
N10 C79 1.33(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.413(19) . ?
C41 H41 0.9500 . ?
C41 C42 1.36(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.40(2) . ?
C43 C44 1.411(17) . ?
C43 C48 1.435(19) . ?
C44 C45 1.432(18) . ?
C45 C46 1.407(18) . ?
C46 C47 1.441(17) . ?
C46 C49 1.392(19) . ?
C47 H47 0.9500 . ?
C47 C48 1.33(2) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
C49 C50 1.356(18) . ?
C50 H50 0.9500 . ?
C50 C51 1.391(18) . ?
C51 C52 1.540(17) . ?
C52 C53 1.56(2) . ?
C52 C59 1.55(2) . ?
C53 C54 1.392(18) . ?
C53 C58 1.38(2) . ?
C54 H54 0.9500 . ?
C54 C55 1.38(2) . ?
C55 H55 0.9500 . ?
C55 C56 1.35(2) . ?
C56 H56 0.9500 . ?
C56 C57 1.35(2) . ?
C57 H57 0.9500 . ?
C57 C58 1.38(2) . ?
C58 H58 0.9500 . ?
C59 C60 1.433(19) . ?
C59 C64 1.39(2) . ?
C60 H60 0.9500 . ?
C60 C61 1.35(2) . ?
C61 H61 0.9500 . ?
C61 C62 1.39(3) . ?
C62 H62 0.9500 . ?
C62 C63 1.40(2) . ?
C63 H63 0.9500 . ?
C63 C64 1.40(2) . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C65 C66 1.40(2) . ?
C66 H66 0.9500 . ?
C66 C67 1.35(3) . ?
C67 H67 0.9500 . ?
C67 C68 1.38(3) . ?
C68 H68 0.9500 . ?
C68 C69 1.36(2) . ?
C69 H69 0.9500 . ?
C70 H70 0.9500 . ?
C70 C71 1.40(2) . ?
C71 H71 0.9500 . ?
C71 C72 1.35(2) . ?
C72 H72 0.9500 . ?
C72 C73 1.38(2) . ?
C73 H73 0.9500 . ?
C73 C74 1.397(19) . ?
C74 H74 0.9500 . ?
C75 H75 0.9500 . ?
C75 C76 1.34(3) . ?
C76 H76 0.9500 . ?
C76 C77 1.37(3) . ?
C77 H77 0.9500 . ?
C77 C78 1.35(3) . ?
C78 H78 0.9500 . ?
C78 C79 1.39(2) . ?
C79 H79 0.9500 . ?
N14 C95 1.39(3) . ?
N14 C99 1.36(3) . ?
C95 H95 0.9500 . ?
C95 C96 1.37(3) . ?
C96 H96 0.9500 . ?
C96 C97 1.34(4) . ?
C97 H97 0.9500 . ?
C97 C98 1.24(3) . ?
C98 H98 0.9500 . ?
C98 C99 1.36(3) . ?
C99 H99 0.9500 . ?
N15 C100 1.42(4) . ?
N15 C104 1.37(3) . ?
C100 H100 0.9500 . ?
C100 C101 1.32(4) . ?
C101 H101 0.9500 . ?
C101 C102 1.29(4) . ?
C102 H102 0.9500 . ?
C102 C103 1.43(4) . ?
C103 H103 0.9500 . ?
C103 C104 1.39(4) . ?
C104 H104 0.9500 . ?
N13 C90 1.36(3) . ?
N13 C94 1.35(3) . ?
C90 H90 0.9500 . ?
C90 C91 1.38(3) . ?
C91 H91 0.9500 . ?
C91 C92 1.38(3) . ?
C92 H92 0.9500 . ?
C92 C93 1.39(3) . ?
C93 H93 0.9500 . ?
C93 C94 1.29(3) . ?
C94 H94 0.9500 . ?
N11 C80 1.37(3) . ?
N11 C84 1.33(3) . ?
C80 H80 0.9500 . ?
C80 C81 1.32(3) . ?
C81 H81 0.9500 . ?
C81 C82 1.32(3) . ?
C82 H82 0.9500 . ?
C82 C83 1.37(3) . ?
C83 H83 0.9500 . ?
C83 C84 1.33(3) . ?
C84 H84 0.9500 . ?
N16 C105 1.37(3) . ?
N16 C109 1.33(3) . ?
C105 H105 0.9500 . ?
C105 C106 1.41(3) . ?
C106 H106 0.9500 . ?
C106 C107 1.38(3) . ?
C107 H107 0.9500 . ?
C107 C108 1.37(3) . ?
C108 H108 0.9500 . ?
C108 C109 1.33(3) . ?
C109 H109 0.9500 . ?
N12 C85 1.39(3) . ?
N12 C89 1.35(3) . ?
C85 H85 0.9500 . ?
C85 C86 1.37(3) . ?
C86 H86 0.9500 . ?
C86 C87 1.27(3) . ?
C87 H87 0.9500 . ?
C87 C88 1.29(3) . ?
C88 H88 0.9500 . ?
C88 C89 1.38(3) . ?
C89 H89 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I2 Sm1 I1 93.81(3) . . ?
O1 Sm1 I1 149.4(2) . . ?
O1 Sm1 I2 100.8(2) . . ?
O1 Sm1 N1 126.6(3) . . ?
O1 Sm1 N2 64.7(3) . . ?
O1 Sm1 N3 96.0(4) . . ?
O1 Sm1 N4 76.8(3) . . ?
O1 Sm1 N5 77.3(3) . . ?
N1 Sm1 I1 83.3(2) . . ?
N1 Sm1 I2 73.0(3) . . ?
N1 Sm1 N4 135.7(4) . . ?
N2 Sm1 I1 145.2(2) . . ?
N2 Sm1 I2 79.3(2) . . ?
N2 Sm1 N1 62.0(3) . . ?
N2 Sm1 N3 77.5(4) . . ?
N2 Sm1 N4 126.6(3) . . ?
N2 Sm1 N5 129.7(4) . . ?
N3 Sm1 I1 88.5(3) . . ?
N3 Sm1 I2 142.0(3) . . ?
N3 Sm1 N1 69.6(4) . . ?
N3 Sm1 N4 71.1(4) . . ?
N3 Sm1 N5 140.7(4) . . ?
N4 Sm1 I1 76.2(3) . . ?
N4 Sm1 I2 146.0(3) . . ?
N5 Sm1 I1 80.2(3) . . ?
N5 Sm1 I2 76.6(2) . . ?
N5 Sm1 N1 144.2(4) . . ?
N5 Sm1 N4 69.7(4) . . ?
C13 O1 Sm1 134.9(7) . . ?
C1 N1 Sm1 124.0(9) . . ?
C1 N1 C5 117.2(12) . . ?
C5 N1 Sm1 118.8(8) . . ?
C6 N2 Sm1 123.2(8) . . ?
C12 N2 Sm1 116.3(8) . . ?
C12 N2 C6 120.4(11) . . ?
C25 N3 Sm1 127.0(12) . . ?
C25 N3 C29 115.2(16) . . ?
C29 N3 Sm1 117.6(12) . . ?
C30 N4 Sm1 115.6(9) . . ?
C30 N4 C34 118.4(13) . . ?
C34 N4 Sm1 125.2(10) . . ?
C35 N5 Sm1 125.0(9) . . ?
C39 N5 Sm1 119.1(9) . . ?
C39 N5 C35 115.7(11) . . ?
N1 C1 H1 118.5 . . ?
N1 C1 C2 123.0(15) . . ?
C2 C1 H1 118.5 . . ?
C22 C01T H01T 120.6 . . ?
C22 C01T C23 118.9(14) . . ?
C23 C01T H01T 120.6 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.1(15) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.1(14) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 116.1(14) . . ?
C3 C4 C9 124.5(13) . . ?
C5 C4 C9 119.4(13) . . ?
N1 C5 C4 124.5(12) . . ?
N1 C5 C6 117.7(11) . . ?
C4 C5 C6 117.8(12) . . ?
N2 C6 C5 118.2(11) . . ?
N2 C6 C7 121.7(12) . . ?
C7 C6 C5 120.1(11) . . ?
C6 C7 C8 118.9(12) . . ?
C10 C7 C6 117.6(11) . . ?
C10 C7 C8 123.4(12) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.1(14) . . ?
C9 C8 H8 119.5 . . ?
C4 C9 H9 118.6 . . ?
C8 C9 C4 122.7(13) . . ?
C8 C9 H9 118.6 . . ?
C7 C10 H10 120.4 . . ?
C11 C10 C7 119.2(13) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.7(13) . . ?
C12 C11 H11 119.6 . . ?
N2 C12 C11 120.3(12) . . ?
N2 C12 C13 116.1(11) . . ?
C11 C12 C13 123.6(11) . . ?
O1 C13 C12 107.6(10) . . ?
O1 C13 C14 111.7(10) . . ?
O1 C13 C20 108.5(10) . . ?
C12 C13 C14 108.4(10) . . ?
C20 C13 C12 111.5(10) . . ?
C20 C13 C14 109.2(10) . . ?
C15 C14 C13 119.2(10) . . ?
C19 C14 C13 122.4(12) . . ?
C19 C14 C15 118.4(13) . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.0(12) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(15) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 118.9(15) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.1(14) . . ?
C19 C18 H18 119.4 . . ?
C14 C19 C18 121.2(14) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C21 C20 C13 116.4(12) . . ?
C24 C20 C13 125.3(12) . . ?
C24 C20 C21 118.2(14) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(15) . . ?
C22 C21 H21 119.7 . . ?
C01T C22 H22 119.5 . . ?
C21 C22 C01T 121.1(13) . . ?
C21 C22 H22 119.5 . . ?
C01T C23 H23 120.2 . . ?
C24 C23 C01T 119.6(16) . . ?
C24 C23 H23 120.2 . . ?
C20 C24 H24 119.2 . . ?
C23 C24 C20 121.6(15) . . ?
C23 C24 H24 119.2 . . ?
N3 C25 H25 117.9 . . ?
N3 C25 C26 124(2) . . ?
C26 C25 H25 117.9 . . ?
C25 C26 H26 121.3 . . ?
C27 C26 C25 117(2) . . ?
C27 C26 H26 121.3 . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 120(2) . . ?
C28 C27 H27 120.2 . . ?
C27 C28 H28 120.8 . . ?
C27 C28 C29 118(2) . . ?
C29 C28 H28 120.8 . . ?
N3 C29 H29 117.4 . . ?
C28 C29 N3 125(2) . . ?
C28 C29 H29 117.4 . . ?
N4 C30 H30 118.9 . . ?
N4 C30 C31 122.2(14) . . ?
C31 C30 H30 118.9 . . ?
C30 C31 H31 120.8 . . ?
C32 C31 C30 118.4(15) . . ?
C32 C31 H31 120.8 . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.8(14) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 121.2 . . ?
C32 C33 C34 117.5(15) . . ?
C34 C33 H33 121.2 . . ?
N4 C34 C33 122.5(15) . . ?
N4 C34 H34 118.7 . . ?
C33 C34 H34 118.7 . . ?
N5 C35 H35 117.6 . . ?
N5 C35 C36 124.7(14) . . ?
C36 C35 H35 117.6 . . ?
C35 C36 H36 120.9 . . ?
C37 C36 C35 118.1(14) . . ?
C37 C36 H36 120.9 . . ?
C36 C37 H37 120.6 . . ?
C36 C37 C38 118.9(13) . . ?
C38 C37 H37 120.6 . . ?
C37 C38 H38 120.7 . . ?
C37 C38 C39 118.6(13) . . ?
C39 C38 H38 120.7 . . ?
N5 C39 C38 124.0(12) . . ?
N5 C39 H39 118.0 . . ?
C38 C39 H39 118.0 . . ?
I4 Sm2 I3 93.24(3) . . ?
O2 Sm2 I3 150.4(2) . . ?
O2 Sm2 I4 101.7(3) . . ?
O2 Sm2 N6 127.5(3) . . ?
O2 Sm2 N7 64.4(3) . . ?
O2 Sm2 N8 77.4(4) . . ?
O2 Sm2 N9 76.9(3) . . ?
O2 Sm2 N10 95.0(4) . . ?
N6 Sm2 I3 81.2(3) . . ?
N6 Sm2 I4 73.0(3) . . ?
N6 Sm2 N9 136.5(4) . . ?
N7 Sm2 I3 143.9(2) . . ?
N7 Sm2 I4 81.9(3) . . ?
N7 Sm2 N6 63.1(3) . . ?
N7 Sm2 N8 129.8(4) . . ?
N7 Sm2 N9 126.3(3) . . ?
N7 Sm2 N10 76.7(4) . . ?
N8 Sm2 I3 82.1(3) . . ?
N8 Sm2 I4 75.0(2) . . ?
N8 Sm2 N6 142.7(4) . . ?
N8 Sm2 N9 69.6(4) . . ?
N9 Sm2 I3 76.0(2) . . ?
N9 Sm2 I4 144.0(3) . . ?
N10 Sm2 I3 87.4(3) . . ?
N10 Sm2 I4 143.9(2) . . ?
N10 Sm2 N6 71.5(3) . . ?
N10 Sm2 N8 140.5(3) . . ?
N10 Sm2 N9 70.9(4) . . ?
C52 O2 Sm2 133.8(7) . . ?
C40 N6 Sm2 125.3(9) . . ?
C40 N6 C44 117.7(11) . . ?
C44 N6 Sm2 116.8(9) . . ?
C45 N7 Sm2 122.3(8) . . ?
C51 N7 Sm2 119.0(8) . . ?
C51 N7 C45 118.6(11) . . ?
C65 N8 Sm2 124.4(11) . . ?
C65 N8 C69 117.7(14) . . ?
C69 N8 Sm2 117.8(9) . . ?
C70 N9 Sm2 118.2(9) . . ?
C74 N9 Sm2 124.8(9) . . ?
C74 N9 C70 116.3(12) . . ?
C75 N10 Sm2 122.5(10) . . ?
C75 N10 C79 115.6(14) . . ?
C79 N10 Sm2 121.8(11) . . ?
N6 C40 H40 117.8 . . ?
N6 C40 C41 124.3(13) . . ?
C41 C40 H40 117.8 . . ?
C40 C41 H41 121.4 . . ?
C42 C41 C40 117.2(13) . . ?
C42 C41 H41 121.4 . . ?
C41 C42 H42 119.5 . . ?
C41 C42 C43 121.0(12) . . ?
C43 C42 H42 119.5 . . ?
C42 C43 C44 117.7(13) . . ?
C42 C43 C48 122.8(12) . . ?
C44 C43 C48 119.5(13) . . ?
N6 C44 C43 122.1(13) . . ?
N6 C44 C45 119.1(11) . . ?
C43 C44 C45 118.9(12) . . ?
N7 C45 C44 118.5(11) . . ?
N7 C45 C46 121.2(12) . . ?
C46 C45 C44 120.3(11) . . ?
C45 C46 C47 118.7(13) . . ?
C49 C46 C45 117.9(12) . . ?
C49 C46 C47 123.3(12) . . ?
C46 C47 H47 119.4 . . ?
C48 C47 C46 121.3(12) . . ?
C48 C47 H47 119.4 . . ?
C43 C48 H48 119.3 . . ?
C47 C48 C43 121.3(12) . . ?
C47 C48 H48 119.3 . . ?
C46 C49 H49 119.7 . . ?
C50 C49 C46 120.5(12) . . ?
C50 C49 H49 119.7 . . ?
C49 C50 H50 121.0 . . ?
C49 C50 C51 118.1(12) . . ?
C51 C50 H50 121.0 . . ?
N7 C51 C50 123.4(11) . . ?
N7 C51 C52 113.7(11) . . ?
C50 C51 C52 122.8(12) . . ?
O2 C52 C51 108.9(10) . . ?
O2 C52 C53 107.8(11) . . ?
O2 C52 C59 110.7(11) . . ?
C51 C52 C53 111.4(11) . . ?
C51 C52 C59 107.6(11) . . ?
C59 C52 C53 110.5(11) . . ?
C54 C53 C52 117.9(13) . . ?
C58 C53 C52 126.2(12) . . ?
C58 C53 C54 115.9(14) . . ?
C53 C54 H54 118.6 . . ?
C55 C54 C53 122.9(15) . . ?
C55 C54 H54 118.6 . . ?
C54 C55 H55 120.6 . . ?
C56 C55 C54 118.8(15) . . ?
C56 C55 H55 120.6 . . ?
C55 C56 H56 119.9 . . ?
C55 C56 C57 120.3(15) . . ?
C57 C56 H56 119.9 . . ?
C56 C57 H57 119.2 . . ?
C56 C57 C58 121.5(16) . . ?
C58 C57 H57 119.2 . . ?
C53 C58 H58 119.7 . . ?
C57 C58 C53 120.6(14) . . ?
C57 C58 H58 119.7 . . ?
C60 C59 C52 120.1(13) . . ?
C64 C59 C52 120.4(12) . . ?
C64 C59 C60 119.4(15) . . ?
C59 C60 H60 120.2 . . ?
C61 C60 C59 119.5(17) . . ?
C61 C60 H60 120.2 . . ?
C60 C61 H61 119.2 . . ?
C60 C61 C62 121.5(17) . . ?
C62 C61 H61 119.2 . . ?
C61 C62 H62 119.9 . . ?
C61 C62 C63 120.2(17) . . ?
C63 C62 H62 119.9 . . ?
C62 C63 H63 120.5 . . ?
C64 C63 C62 119.1(18) . . ?
C64 C63 H63 120.5 . . ?
C59 C64 C63 120.3(15) . . ?
C59 C64 H64 119.9 . . ?
C63 C64 H64 119.9 . . ?
N8 C65 H65 118.7 . . ?
N8 C65 C66 122.5(16) . . ?
C66 C65 H65 118.7 . . ?
C65 C66 H66 120.1 . . ?
C67 C66 C65 119.7(15) . . ?
C67 C66 H66 120.1 . . ?
C66 C67 H67 121.3 . . ?
C66 C67 C68 117.4(16) . . ?
C68 C67 H67 121.3 . . ?
C67 C68 H68 120.0 . . ?
C69 C68 C67 120.0(17) . . ?
C69 C68 H68 120.0 . . ?
N8 C69 C68 122.6(15) . . ?
N8 C69 H69 118.7 . . ?
C68 C69 H69 118.7 . . ?
N9 C70 H70 118.3 . . ?
N9 C70 C71 123.3(14) . . ?
C71 C70 H70 118.3 . . ?
C70 C71 H71 120.8 . . ?
C72 C71 C70 118.3(16) . . ?
C72 C71 H71 120.8 . . ?
C71 C72 H72 119.9 . . ?
C71 C72 C73 120.2(14) . . ?
C73 C72 H72 119.9 . . ?
C72 C73 H73 121.2 . . ?
C72 C73 C74 117.7(14) . . ?
C74 C73 H73 121.2 . . ?
N9 C74 C73 124.1(14) . . ?
N9 C74 H74 118.0 . . ?
C73 C74 H74 118.0 . . ?
N10 C75 H75 117.7 . . ?
N10 C75 C76 124.6(17) . . ?
C76 C75 H75 117.7 . . ?
C75 C76 H76 120.3 . . ?
C75 C76 C77 119.5(19) . . ?
C77 C76 H76 120.3 . . ?
C76 C77 H77 121.1 . . ?
C78 C77 C76 117.8(19) . . ?
C78 C77 H77 121.1 . . ?
C77 C78 H78 120.4 . . ?
C77 C78 C79 119.1(18) . . ?
C79 C78 H78 120.4 . . ?
N10 C79 C78 123.3(17) . . ?
N10 C79 H79 118.3 . . ?
C78 C79 H79 118.3 . . ?
C99 N14 C95 115(2) . . ?
N14 C95 H95 121.2 . . ?
C96 C95 N14 118(2) . . ?
C96 C95 H95 121.2 . . ?
C95 C96 H96 116.8 . . ?
C97 C96 C95 126(2) . . ?
C97 C96 H96 116.8 . . ?
C96 C97 H97 123.4 . . ?
C98 C97 C96 113(2) . . ?
C98 C97 H97 123.4 . . ?
C97 C98 H98 116.5 . . ?
C97 C98 C99 127(2) . . ?
C99 C98 H98 116.5 . . ?
N14 C99 H99 119.5 . . ?
C98 C99 N14 121(2) . . ?
C98 C99 H99 119.5 . . ?
C104 N15 C100 117(3) . . ?
N15 C100 H100 118.3 . . ?
C101 C100 N15 123(3) . . ?
C101 C100 H100 118.3 . . ?
C100 C101 H101 120.6 . . ?
C102 C101 C100 119(3) . . ?
C102 C101 H101 120.6 . . ?
C101 C102 H102 118.3 . . ?
C101 C102 C103 123(3) . . ?
C103 C102 H102 118.3 . . ?
C102 C103 H103 121.6 . . ?
C104 C103 C102 117(3) . . ?
C104 C103 H103 121.6 . . ?
N15 C104 C103 120(3) . . ?
N15 C104 H104 119.9 . . ?
C103 C104 H104 119.9 . . ?
C94 N13 C90 115(2) . . ?
N13 C90 H90 117.7 . . ?
N13 C90 C91 125(2) . . ?
C91 C90 H90 117.7 . . ?
C90 C91 H91 121.4 . . ?
C92 C91 C90 117(2) . . ?
C92 C91 H91 121.4 . . ?
C91 C92 H92 121.2 . . ?
C91 C92 C93 117.5(18) . . ?
C93 C92 H92 121.2 . . ?
C92 C93 H93 119.0 . . ?
C94 C93 C92 122(2) . . ?
C94 C93 H93 119.0 . . ?
N13 C94 H94 118.1 . . ?
C93 C94 N13 124(2) . . ?
C93 C94 H94 118.1 . . ?
C84 N11 C80 119(2) . . ?
N11 C80 H80 120.2 . . ?
C81 C80 N11 120(2) . . ?
C81 C80 H80 120.2 . . ?
C80 C81 H81 119.0 . . ?
C82 C81 C80 122(2) . . ?
C82 C81 H81 119.0 . . ?
C81 C82 H82 121.0 . . ?
C81 C82 C83 118(2) . . ?
C83 C82 H82 121.0 . . ?
C82 C83 H83 119.6 . . ?
C84 C83 C82 121(2) . . ?
C84 C83 H83 119.6 . . ?
N11 C84 C83 121(2) . . ?
N11 C84 H84 119.6 . . ?
C83 C84 H84 119.6 . . ?
C109 N16 C105 112.4(19) . . ?
N16 C105 H105 117.2 . . ?
N16 C105 C106 126(2) . . ?
C106 C105 H105 117.2 . . ?
C105 C106 H106 121.8 . . ?
C107 C106 C105 116(2) . . ?
C107 C106 H106 121.8 . . ?
C106 C107 H107 120.8 . . ?
C108 C107 C106 118(2) . . ?
C108 C107 H107 120.8 . . ?
C107 C108 H108 119.8 . . ?
C109 C108 C107 120(2) . . ?
C109 C108 H108 119.8 . . ?
N16 C109 H109 116.6 . . ?
C108 C109 N16 127(2) . . ?
C108 C109 H109 116.6 . . ?
C89 N12 C85 117.6(18) . . ?
N12 C85 H85 120.5 . . ?
C86 C85 N12 119.0(19) . . ?
C86 C85 H85 120.5 . . ?
C85 C86 H86 118.5 . . ?
C87 C86 C85 123(2) . . ?
C87 C86 H86 118.5 . . ?
C86 C87 H87 120.9 . . ?
C86 C87 C88 118.1(19) . . ?
C88 C87 H87 120.9 . . ?
C87 C88 H88 117.4 . . ?
C87 C88 C89 125(2) . . ?
C89 C88 H88 117.4 . . ?
N12 C89 C88 117.0(19) . . ?
N12 C89 H89 121.5 . . ?
C88 C89 H89 121.5 . . ?

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 O1 C13 C12 2.6(16) . . . . ?
Sm1 O1 C13 C14 121.5(10) . . . . ?
Sm1 O1 C13 C20 -118.1(10) . . . . ?
Sm1 N1 C1 C2 177.5(12) . . . . ?
Sm1 N1 C5 C4 -175.8(11) . . . . ?
Sm1 N1 C5 C6 1.2(16) . . . . ?
Sm1 N2 C6 C5 -5.7(15) . . . . ?
Sm1 N2 C6 C7 176.1(9) . . . . ?
Sm1 N2 C12 C11 -174.1(9) . . . . ?
Sm1 N2 C12 C13 7.0(14) . . . . ?
Sm1 N3 C25 C26 -174.8(19) . . . . ?
Sm1 N3 C29 C28 174.8(15) . . . . ?
Sm1 N4 C30 C31 174.3(12) . . . . ?
Sm1 N4 C34 C33 -172.3(11) . . . . ?
Sm1 N5 C35 C36 169.9(12) . . . . ?
Sm1 N5 C39 C38 -172.6(11) . . . . ?
O1 C13 C14 C15 -26.3(15) . . . . ?
O1 C13 C14 C19 155.7(11) . . . . ?
O1 C13 C20 C21 -54.4(16) . . . . ?
O1 C13 C20 C24 121.0(15) . . . . ?
N1 C1 C2 C3 0(3) . . . . ?
N1 C5 C6 N2 2.8(18) . . . . ?
N1 C5 C6 C7 -179.0(12) . . . . ?
N2 C6 C7 C8 178.8(12) . . . . ?
N2 C6 C7 C10 -2.7(19) . . . . ?
N2 C12 C13 O1 -6.3(15) . . . . ?
N2 C12 C13 C14 -127.2(12) . . . . ?
N2 C12 C13 C20 112.6(13) . . . . ?
N3 C25 C26 C27 0(4) . . . . ?
N4 C30 C31 C32 -2(2) . . . . ?
N5 C35 C36 C37 3(2) . . . . ?
C1 N1 C5 C4 2(2) . . . . ?
C1 N1 C5 C6 178.6(13) . . . . ?
C1 C2 C3 C4 -1(3) . . . . ?
C01T C23 C24 C20 1(3) . . . . ?
C2 C3 C4 C5 3(2) . . . . ?
C2 C3 C4 C9 -179.4(16) . . . . ?
C3 C4 C5 N1 -3(2) . . . . ?
C3 C4 C5 C6 179.9(13) . . . . ?
C3 C4 C9 C8 -178.6(16) . . . . ?
C4 C5 C6 N2 179.9(12) . . . . ?
C4 C5 C6 C7 -1.9(19) . . . . ?
C5 N1 C1 C2 0(2) . . . . ?
C5 C4 C9 C8 -1(2) . . . . ?
C5 C6 C7 C8 0.6(19) . . . . ?
C5 C6 C7 C10 179.1(12) . . . . ?
C6 N2 C12 C11 1.2(19) . . . . ?
C6 N2 C12 C13 -177.7(11) . . . . ?
C6 C7 C8 C9 1(2) . . . . ?
C6 C7 C10 C11 2(2) . . . . ?
C7 C8 C9 C4 -1(2) . . . . ?
C7 C10 C11 C12 0(2) . . . . ?
C8 C7 C10 C11 -179.6(14) . . . . ?
C9 C4 C5 N1 178.9(14) . . . . ?
C9 C4 C5 C6 2(2) . . . . ?
C10 C7 C8 C9 -177.8(15) . . . . ?
C10 C11 C12 N2 -2(2) . . . . ?
C10 C11 C12 C13 176.9(13) . . . . ?
C11 C12 C13 O1 174.9(12) . . . . ?
C11 C12 C13 C14 54.0(16) . . . . ?
C11 C12 C13 C20 -66.3(16) . . . . ?
C12 N2 C6 C5 179.3(11) . . . . ?
C12 N2 C6 C7 1.1(18) . . . . ?
C12 C13 C14 C15 92.1(13) . . . . ?
C12 C13 C14 C19 -85.9(14) . . . . ?
C12 C13 C20 C21 -172.7(12) . . . . ?
C12 C13 C20 C24 2.7(19) . . . . ?
C13 C14 C15 C16 -179.9(11) . . . . ?
C13 C14 C19 C18 177.6(11) . . . . ?
C13 C20 C21 C22 178.8(14) . . . . ?
C13 C20 C24 C23 -177.2(17) . . . . ?
C14 C13 C20 C21 67.5(15) . . . . ?
C14 C13 C20 C24 -117.0(15) . . . . ?
C14 C15 C16 C17 0.0(19) . . . . ?
C15 C14 C19 C18 -0.5(19) . . . . ?
C15 C16 C17 C18 4(2) . . . . ?
C16 C17 C18 C19 -6(2) . . . . ?
C17 C18 C19 C14 5(2) . . . . ?
C19 C14 C15 C16 -1.7(18) . . . . ?
C20 C13 C14 C15 -146.2(11) . . . . ?
C20 C13 C14 C19 35.7(15) . . . . ?
C20 C21 C22 C01T -3(3) . . . . ?
C21 C20 C24 C23 -2(3) . . . . ?
C22 C01T C23 C24 -1(3) . . . . ?
C23 C01T C22 C21 2(3) . . . . ?
C24 C20 C21 C22 3(2) . . . . ?
C25 N3 C29 C28 -1(3) . . . . ?
C25 C26 C27 C28 0(4) . . . . ?
C26 C27 C28 C29 -1(4) . . . . ?
C27 C28 C29 N3 1(3) . . . . ?
C29 N3 C25 C26 0(3) . . . . ?
C30 N4 C34 C33 -3(2) . . . . ?
C30 C31 C32 C33 -1(3) . . . . ?
C31 C32 C33 C34 2(2) . . . . ?
C32 C33 C34 N4 0(2) . . . . ?
C34 N4 C30 C31 4(2) . . . . ?
C35 N5 C39 C38 1(2) . . . . ?
C35 C36 C37 C38 0(2) . . . . ?
C36 C37 C38 C39 -2(2) . . . . ?
C37 C38 C39 N5 2(2) . . . . ?
C39 N5 C35 C36 -3(2) . . . . ?
Sm2 O2 C52 C51 -4.1(17) . . . . ?
Sm2 O2 C52 C53 116.8(11) . . . . ?
Sm2 O2 C52 C59 -122.2(11) . . . . ?
Sm2 N6 C40 C41 -176.3(11) . . . . ?
Sm2 N6 C44 C43 177.0(10) . . . . ?
Sm2 N6 C44 C45 -2.8(16) . . . . ?
Sm2 N7 C45 C44 3.7(17) . . . . ?
Sm2 N7 C45 C46 -177.5(10) . . . . ?
Sm2 N7 C51 C50 174.1(11) . . . . ?
Sm2 N7 C51 C52 -4.6(15) . . . . ?
Sm2 N8 C65 C66 -174.6(11) . . . . ?
Sm2 N8 C69 C68 175.8(12) . . . . ?
Sm2 N9 C70 C71 -173.8(13) . . . . ?
Sm2 N9 C74 C73 173.7(12) . . . . ?
Sm2 N10 C75 C76 173.9(15) . . . . ?
Sm2 N10 C79 C78 -173.1(13) . . . . ?
O2 C52 C53 C54 51.1(17) . . . . ?
O2 C52 C53 C58 -128.0(15) . . . . ?
O2 C52 C59 C60 -156.4(11) . . . . ?
O2 C52 C59 C64 25.1(16) . . . . ?
N6 C40 C41 C42 2(2) . . . . ?
N6 C44 C45 N7 -0.4(19) . . . . ?
N6 C44 C45 C46 -179.2(12) . . . . ?
N7 C45 C46 C47 -178.9(13) . . . . ?
N7 C45 C46 C49 4(2) . . . . ?
N7 C51 C52 O2 5.1(17) . . . . ?
N7 C51 C52 C53 -113.6(13) . . . . ?
N7 C51 C52 C59 125.1(13) . . . . ?
N8 C65 C66 C67 -3(3) . . . . ?
N9 C70 C71 C72 2(3) . . . . ?
N10 C75 C76 C77 0(3) . . . . ?
C40 N6 C44 C43 2(2) . . . . ?
C40 N6 C44 C45 -177.9(13) . . . . ?
C40 C41 C42 C43 -2(2) . . . . ?
C41 C42 C43 C44 2(2) . . . . ?
C41 C42 C43 C48 -179.0(15) . . . . ?
C42 C43 C44 N6 -2(2) . . . . ?
C42 C43 C44 C45 177.9(13) . . . . ?
C42 C43 C48 C47 -178.4(15) . . . . ?
C43 C44 C45 N7 179.9(12) . . . . ?
C43 C44 C45 C46 1(2) . . . . ?
C44 N6 C40 C41 -2(2) . . . . ?
C44 C43 C48 C47 1(2) . . . . ?
C44 C45 C46 C47 0(2) . . . . ?
C44 C45 C46 C49 -177.0(13) . . . . ?
C45 N7 C51 C50 -3(2) . . . . ?
C45 N7 C51 C52 178.7(12) . . . . ?
C45 C46 C47 C48 0(2) . . . . ?
C45 C46 C49 C50 -4(2) . . . . ?
C46 C47 C48 C43 0(2) . . . . ?
C46 C49 C50 C51 1(2) . . . . ?
C47 C46 C49 C50 179.2(14) . . . . ?
C48 C43 C44 N6 178.8(13) . . . . ?
C48 C43 C44 C45 -1(2) . . . . ?
C49 C46 C47 C48 176.2(14) . . . . ?
C49 C50 C51 N7 3(2) . . . . ?
C49 C50 C51 C52 -178.8(13) . . . . ?
C50 C51 C52 O2 -173.6(13) . . . . ?
C50 C51 C52 C53 67.7(17) . . . . ?
C50 C51 C52 C59 -53.6(17) . . . . ?
C51 N7 C45 C44 -179.8(12) . . . . ?
C51 N7 C45 C46 -1(2) . . . . ?
C51 C52 C53 C54 170.4(14) . . . . ?
C51 C52 C53 C58 -9(2) . . . . ?
C51 C52 C59 C60 84.7(14) . . . . ?
C51 C52 C59 C64 -93.7(13) . . . . ?
C52 C53 C54 C55 -176.6(15) . . . . ?
C52 C53 C58 C57 178.7(16) . . . . ?
C52 C59 C60 C61 -177.8(12) . . . . ?
C52 C59 C64 C63 179.7(12) . . . . ?
C53 C52 C59 C60 -37.1(15) . . . . ?
C53 C52 C59 C64 144.4(12) . . . . ?
C53 C54 C55 C56 -3(3) . . . . ?
C54 C53 C58 C57 0(2) . . . . ?
C54 C55 C56 C57 1(3) . . . . ?
C55 C56 C57 C58 1(3) . . . . ?
C56 C57 C58 C53 -2(3) . . . . ?
C58 C53 C54 C55 3(2) . . . . ?
C59 C52 C53 C54 -70.0(16) . . . . ?
C59 C52 C53 C58 111.0(17) . . . . ?
C59 C60 C61 C62 -2(2) . . . . ?
C60 C59 C64 C63 1.2(19) . . . . ?
C60 C61 C62 C63 2(2) . . . . ?
C61 C62 C63 C64 0(2) . . . . ?
C62 C63 C64 C59 -2(2) . . . . ?
C64 C59 C60 C61 0.7(19) . . . . ?
C65 N8 C69 C68 -2(2) . . . . ?
C65 C66 C67 C68 2(3) . . . . ?
C66 C67 C68 C69 -1(3) . . . . ?
C67 C68 C69 N8 1(2) . . . . ?
C69 N8 C65 C66 2(2) . . . . ?
C70 N9 C74 C73 4(2) . . . . ?
C70 C71 C72 C73 -2(3) . . . . ?
C71 C72 C73 C74 3(3) . . . . ?
C72 C73 C74 N9 -4(3) . . . . ?
C74 N9 C70 C71 -3(2) . . . . ?
C75 N10 C79 C78 2(2) . . . . ?
C75 C76 C77 C78 1(3) . . . . ?
C76 C77 C78 C79 0(3) . . . . ?
C77 C78 C79 N10 -2(3) . . . . ?
C79 N10 C75 C76 -2(3) . . . . ?
N14 C95 C96 C97 0(4) . . . . ?
C95 N14 C99 C98 0(3) . . . . ?
C95 C96 C97 C98 2(4) . . . . ?
C96 C97 C98 C99 -2(4) . . . . ?
C97 C98 C99 N14 1(4) . . . . ?
C99 N14 C95 C96 -1(3) . . . . ?
N15 C100 C101 C102 1(5) . . . . ?
C100 N15 C104 C103 0(4) . . . . ?
C100 C101 C102 C103 2(5) . . . . ?
C101 C102 C103 C104 -5(5) . . . . ?
C102 C103 C104 N15 3(5) . . . . ?
C104 N15 C100 C101 -2(5) . . . . ?
N13 C90 C91 C92 0(4) . . . . ?
C90 N13 C94 C93 2(4) . . . . ?
C90 C91 C92 C93 0(3) . . . . ?
C91 C92 C93 C94 1(3) . . . . ?
C92 C93 C94 N13 -2(4) . . . . ?
C94 N13 C90 C91 0(4) . . . . ?
N11 C80 C81 C82 -4(5) . . . . ?
C80 N11 C84 C83 0(5) . . . . ?
C80 C81 C82 C83 5(5) . . . . ?
C81 C82 C83 C84 -4(5) . . . . ?
C82 C83 C84 N11 1(5) . . . . ?
C84 N11 C80 C81 1(5) . . . . ?
N16 C105 C106 C107 -1(4) . . . . ?
C105 N16 C109 C108 -4(4) . . . . ?
C105 C106 C107 C108 1(4) . . . . ?
C106 C107 C108 C109 -3(4) . . . . ?
C107 C108 C109 N16 5(4) . . . . ?
C109 N16 C105 C106 2(4) . . . . ?
N12 C85 C86 C87 -3(3) . . . . ?
C85 N12 C89 C88 -2(3) . . . . ?
C85 C86 C87 C88 4(3) . . . . ?
C86 C87 C88 C89 -3(3) . . . . ?
C87 C88 C89 N12 2(3) . . . . ?
C89 N12 C85 C86 2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8815(10)
2 0.1185(10)
####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 2019743'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;CNRS Ecole Polytechnique
France
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_date             2020-04-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H28 I2 N5 O Sm, C2 H3 N'
_chemical_formula_sum            'C41 H31 I2 N6 O Sm'
_chemical_formula_weight         1027.87
_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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4446(5)
_cell_length_b                   11.9484(6)
_cell_length_c                   14.6103(7)
_cell_angle_alpha                78.322(2)
_cell_angle_beta                 81.9090(10)
_cell_angle_gamma                84.3380(10)
_cell_volume                     1931.97(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9854
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      27.5577
_cell_measurement_theta_min      2.4386
_shelx_estimated_absorpt_T_max   0.571
_shelx_estimated_absorpt_T_min   0.431
_exptl_absorpt_coefficient_mu    3.157
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0590 before and 0.0403 after correction.
The Ratio of minimum to maximum transmission is 0.8403.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.767
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             990
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27436
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         27.568
_diffrn_reflns_theta_min         2.914
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   ?
_diffrn_source_current           31.0
_diffrn_source_power             1.705
_diffrn_source_voltage           55.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7978
_reflns_number_total             8590
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    SHELXT(Sheldrick,2014)
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         8590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0218
_refine_ls_R_factor_gt           0.0195
_refine_ls_restrained_S_all      1.031
_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)+(0.0196P)²+1.2367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0472
_refine_ls_wR_factor_ref         0.0486
_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:
 C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24),
  C25(H25), C28(H28), C29(H29), C30(H30), C32(H32), C33(H33), C35(H35),
 C36(H36), C37(H37)
2.b Idealised Me refined as rotating group:
 C39(H39a,H39b,H39c), C41(H41a,H41b,H41c)
;
_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 0.75952(2) 0.24335(2) 0.23414(2) 0.01450(3) Uani 1 1 d . . . . .
I1 I 0.70021(2) 0.19379(2) 0.03318(2) 0.02275(4) Uani 1 1 d . . . . .
I2 I 0.68205(2) 0.00055(2) 0.34859(2) 0.02497(4) Uani 1 1 d . . . . .
O1 O 0.72608(13) 0.34250(12) 0.34205(10) 0.0177(3) Uani 1 1 d . . . . .
N1 N 0.91154(15) 0.20838(14) 0.35013(12) 0.0155(3) Uani 1 1 d . . . . .
N2 N 0.94425(16) 0.09214(15) 0.20704(12) 0.0180(4) Uani 1 1 d . . . . .
N3 N 0.68668(18) 0.44162(16) 0.13801(13) 0.0226(4) Uani 1 1 d . . . . .
N4 N 0.92104(17) 0.38437(15) 0.15647(12) 0.0205(4) Uani 1 1 d . . . . .
N5 N 0.53038(18) 0.25971(17) 0.27881(15) 0.0283(4) Uani 1 1 d . . . . .
C1 C 0.79225(19) 0.36252(17) 0.40925(15) 0.0167(4) Uani 1 1 d . . . . .
C2 C 0.89740(19) 0.27206(17) 0.41604(14) 0.0168(4) Uani 1 1 d . . . . .
C3 C 1.00163(19) 0.12451(17) 0.35104(14) 0.0167(4) Uani 1 1 d . . . . .
C4 C 1.01697(19) 0.06087(17) 0.27615(15) 0.0170(4) Uani 1 1 d . . . . .
C5 C 0.9627(2) 0.03418(19) 0.13715(16) 0.0228(5) Uani 1 1 d . . . . .
H5 H 0.912204 0.053415 0.089075 0.027 Uiso 1 1 calc R U . . .
C6 C 1.0519(2) -0.0534(2) 0.13013(16) 0.0256(5) Uani 1 1 d . . . . .
H6 H 1.062673 -0.090183 0.077334 0.031 Uiso 1 1 calc R U . . .
C7 C 1.1235(2) -0.08591(18) 0.19935(17) 0.0235(5) Uani 1 1 d . . . . .
H7 H 1.183263 -0.146548 0.196178 0.028 Uiso 1 1 calc R U . . .
C8 C 1.10733(19) -0.02810(18) 0.27579(15) 0.0194(4) Uani 1 1 d . . . . .
C9 C 1.1809(2) -0.05462(19) 0.34972(16) 0.0231(5) Uani 1 1 d . . . . .
H9 H 1.239388 -0.116896 0.350464 0.028 Uiso 1 1 calc R U . . .
C10 C 1.1685(2) 0.00781(19) 0.41895(16) 0.0235(5) Uani 1 1 d . . . . .
H10 H 1.219835 -0.009545 0.466461 0.028 Uiso 1 1 calc R U . . .
C11 C 1.07827(19) 0.09981(18) 0.42062(15) 0.0188(4) Uani 1 1 d . . . . .
C12 C 1.0621(2) 0.16942(19) 0.48979(15) 0.0217(5) Uani 1 1 d . . . . .
H12 H 1.112550 0.156790 0.537830 0.026 Uiso 1 1 calc R U . . .
C13 C 0.9732(2) 0.25516(18) 0.48683(15) 0.0196(4) Uani 1 1 d . . . . .
H13 H 0.962421 0.303149 0.532297 0.024 Uiso 1 1 calc R U . . .
C14 C 0.8338(2) 0.48479(18) 0.37686(15) 0.0188(4) Uani 1 1 d . . . . .
C15 C 0.7440(2) 0.5728(2) 0.36147(18) 0.0274(5) Uani 1 1 d . . . . .
H15 H 0.663401 0.555438 0.375704 0.033 Uiso 1 1 calc R U . . .
C16 C 0.7718(2) 0.6849(2) 0.32568(19) 0.0325(6) Uani 1 1 d . . . . .
H16 H 0.710309 0.743935 0.315982 0.039 Uiso 1 1 calc R U . . .
C17 C 0.8885(2) 0.7108(2) 0.30412(17) 0.0283(5) Uani 1 1 d . . . . .
H17 H 0.907431 0.787679 0.279812 0.034 Uiso 1 1 calc R U . . .
C18 C 0.9777(2) 0.6248(2) 0.31793(16) 0.0255(5) Uani 1 1 d . . . . .
H18 H 1.058048 0.642435 0.302245 0.031 Uiso 1 1 calc R U . . .
C19 C 0.9500(2) 0.51189(19) 0.35493(15) 0.0217(5) Uani 1 1 d . . . . .
H19 H 1.011819 0.453317 0.365049 0.026 Uiso 1 1 calc R U . . .
C20 C 0.7167(2) 0.34839(18) 0.50622(15) 0.0197(4) Uani 1 1 d . . . . .
C21 C 0.6278(2) 0.27195(19) 0.52601(16) 0.0227(5) Uani 1 1 d . . . . .
H21 H 0.614737 0.230767 0.479608 0.027 Uiso 1 1 calc R U . . .
C22 C 0.5584(2) 0.2555(2) 0.61276(18) 0.0303(5) Uani 1 1 d . . . . .
H22 H 0.497997 0.203356 0.625325 0.036 Uiso 1 1 calc R U . . .
C23 C 0.5766(2) 0.3146(2) 0.68095(18) 0.0375(6) Uani 1 1 d . . . . .
H23 H 0.528775 0.303281 0.740268 0.045 Uiso 1 1 calc R U . . .
C24 C 0.6644(3) 0.3900(2) 0.66260(19) 0.0387(7) Uani 1 1 d . . . . .
H24 H 0.677135 0.430595 0.709482 0.046 Uiso 1 1 calc R U . . .
C25 C 0.7345(2) 0.4070(2) 0.57559(17) 0.0286(5) Uani 1 1 d . . . . .
H25 H 0.794976 0.459076 0.563584 0.034 Uiso 1 1 calc R U . . .
C26 C 0.7629(2) 0.52661(19) 0.11397(15) 0.0234(5) Uani 1 1 d . . . . .
C27 C 0.8857(2) 0.49638(18) 0.12283(15) 0.0233(5) Uani 1 1 d . . . . .
C28 C 1.0354(2) 0.3583(2) 0.16051(15) 0.0242(5) Uani 1 1 d . . . . .
H28 H 1.060514 0.280671 0.183153 0.029 Uiso 1 1 calc R U . . .
C29 C 1.1224(2) 0.4380(2) 0.13349(17) 0.0298(5) Uani 1 1 d . . . . .
H29 H 1.203549 0.414709 0.137925 0.036 Uiso 1 1 calc R U . . .
C30 C 1.0870(3) 0.5498(2) 0.10067(17) 0.0330(6) Uani 1 1 d . . . . .
H30 H 1.143727 0.605606 0.082390 0.040 Uiso 1 1 calc R U . . .
C31 C 0.9679(3) 0.5820(2) 0.09401(16) 0.0289(6) Uani 1 1 d . . . . .
C32 C 0.9251(3) 0.6974(2) 0.05795(18) 0.0379(7) Uani 1 1 d . . . . .
H32 H 0.979988 0.754884 0.039059 0.045 Uiso 1 1 calc R U . . .
C33 C 0.8108(3) 0.7264(2) 0.05013(18) 0.0392(7) Uani 1 1 d . . . . .
H33 H 0.785562 0.803883 0.027096 0.047 Uiso 1 1 calc R U . . .
C34 C 0.7254(3) 0.6412(2) 0.07632(16) 0.0304(6) Uani 1 1 d . . . . .
C35 C 0.6057(3) 0.6660(2) 0.06371(18) 0.0369(7) Uani 1 1 d . . . . .
H35 H 0.577289 0.742080 0.039434 0.044 Uiso 1 1 calc R U . . .
C36 C 0.5305(3) 0.5804(2) 0.08642(18) 0.0357(6) Uani 1 1 d . . . . .
H36 H 0.449469 0.595757 0.077477 0.043 Uiso 1 1 calc R U . . .
C37 C 0.5748(2) 0.4690(2) 0.12330(17) 0.0295(5) Uani 1 1 d . . . . .
H37 H 0.521543 0.409929 0.138597 0.035 Uiso 1 1 calc R U . . .
C38 C 0.4489(2) 0.2610(2) 0.33309(19) 0.0289(5) Uani 1 1 d . . . . .
C39 C 0.3465(3) 0.2603(3) 0.4043(3) 0.0568(9) Uani 1 1 d . . . . .
H39A H 0.349112 0.187732 0.449724 0.085 Uiso 1 1 calc R U . . .
H39B H 0.274059 0.268460 0.374104 0.085 Uiso 1 1 calc R U . . .
H39C H 0.347234 0.324089 0.436994 0.085 Uiso 1 1 calc R U . . .
N6 N 0.2903(3) 0.1914(3) 0.1771(2) 0.0633(8) Uani 1 1 d . . . . .
C40 C 0.3531(3) 0.1127(3) 0.1718(2) 0.0480(8) Uani 1 1 d . . . . .
C41 C 0.4337(3) 0.0121(3) 0.1659(3) 0.0600(9) Uani 1 1 d . . . . .
H41A H 0.417601 -0.046179 0.222984 0.090 Uiso 1 1 calc R U . . .
H41B H 0.515415 0.033055 0.160099 0.090 Uiso 1 1 calc R U . . .
H41C H 0.422449 -0.018687 0.110722 0.090 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 3.2828(2) . ?
Sm1 I2 3.1819(2) . ?
Sm1 O1 2.1289(14) . ?
Sm1 N1 2.5442(18) . ?
Sm1 N2 2.6816(17) . ?
Sm1 N3 2.6216(18) . ?
Sm1 N4 2.6066(19) . ?
Sm1 N5 2.610(2) . ?
O1 C1 1.391(3) . ?
N1 C2 1.327(3) . ?
N1 C3 1.365(3) . ?
N2 C4 1.369(3) . ?
N2 C5 1.328(3) . ?
N3 C26 1.364(3) . ?
N3 C37 1.327(3) . ?
N4 C27 1.371(3) . ?
N4 C28 1.322(3) . ?
N5 C38 1.137(3) . ?
C1 C2 1.536(3) . ?
C1 C14 1.542(3) . ?
C1 C20 1.540(3) . ?
C2 C13 1.413(3) . ?
C3 C4 1.436(3) . ?
C3 C11 1.403(3) . ?
C4 C8 1.408(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.397(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.362(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.410(3) . ?
C8 C9 1.429(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.358(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.434(3) . ?
C11 C12 1.416(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.370(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.404(3) . ?
C14 C19 1.377(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.398(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.395(3) . ?
C20 C25 1.390(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.378(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.394(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.433(4) . ?
C26 C34 1.416(3) . ?
C27 C31 1.418(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.406(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.367(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.391(4) . ?
C31 C32 1.436(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.335(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.439(4) . ?
C34 C35 1.402(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.361(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.404(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.453(4) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
N6 C40 1.135(5) . ?
C40 C41 1.450(5) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 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
I2 Sm1 I1 93.365(5) . . ?
O1 Sm1 I1 149.36(4) . . ?
O1 Sm1 I2 100.78(4) . . ?
O1 Sm1 N1 64.90(5) . . ?
O1 Sm1 N2 127.05(5) . . ?
O1 Sm1 N3 79.32(6) . . ?
O1 Sm1 N4 85.98(6) . . ?
O1 Sm1 N5 73.78(6) . . ?
N1 Sm1 I1 144.73(4) . . ?
N1 Sm1 I2 82.17(4) . . ?
N1 Sm1 N2 62.17(5) . . ?
N1 Sm1 N3 126.75(6) . . ?
N1 Sm1 N4 75.69(6) . . ?
N1 Sm1 N5 125.45(6) . . ?
N2 Sm1 I1 82.95(4) . . ?
N2 Sm1 I2 73.48(4) . . ?
N3 Sm1 I1 73.69(4) . . ?
N3 Sm1 I2 145.14(5) . . ?
N3 Sm1 N2 134.09(6) . . ?
N4 Sm1 I1 94.44(4) . . ?
N4 Sm1 I2 151.49(4) . . ?
N4 Sm1 N2 80.33(6) . . ?
N4 Sm1 N3 63.19(6) . . ?
N4 Sm1 N5 136.00(6) . . ?
N5 Sm1 I1 85.21(5) . . ?
N5 Sm1 I2 71.99(5) . . ?
N5 Sm1 N2 142.63(6) . . ?
N5 Sm1 N3 74.72(6) . . ?
C1 O1 Sm1 133.75(12) . . ?
C2 N1 Sm1 117.26(13) . . ?
C2 N1 C3 118.96(18) . . ?
C3 N1 Sm1 123.67(13) . . ?
C4 N2 Sm1 117.99(12) . . ?
C5 N2 Sm1 124.81(15) . . ?
C5 N2 C4 116.64(18) . . ?
C26 N3 Sm1 118.46(15) . . ?
C37 N3 Sm1 123.14(16) . . ?
C37 N3 C26 117.7(2) . . ?
C27 N4 Sm1 118.47(15) . . ?
C28 N4 Sm1 123.20(15) . . ?
C28 N4 C27 117.5(2) . . ?
C38 N5 Sm1 151.2(2) . . ?
O1 C1 C2 108.13(15) . . ?
O1 C1 C14 107.59(17) . . ?
O1 C1 C20 109.92(17) . . ?
C2 C1 C14 111.58(18) . . ?
C2 C1 C20 107.99(17) . . ?
C20 C1 C14 111.58(16) . . ?
N1 C2 C1 114.60(18) . . ?
N1 C2 C13 121.67(19) . . ?
C13 C2 C1 123.72(18) . . ?
N1 C3 C4 117.18(19) . . ?
N1 C3 C11 122.88(19) . . ?
C11 C3 C4 119.95(19) . . ?
N2 C4 C3 117.88(18) . . ?
N2 C4 C8 123.23(19) . . ?
C8 C4 C3 118.9(2) . . ?
N2 C5 H5 118.1 . . ?
N2 C5 C6 123.9(2) . . ?
C6 C5 H5 118.1 . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.7(2) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 120.5 . . ?
C6 C7 C8 119.0(2) . . ?
C8 C7 H7 120.5 . . ?
C4 C8 C7 117.6(2) . . ?
C4 C8 C9 119.99(19) . . ?
C7 C8 C9 122.39(19) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.0(2) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.3(2) . . ?
C11 C10 H10 119.9 . . ?
C3 C11 C10 119.83(19) . . ?
C3 C11 C12 117.14(19) . . ?
C12 C11 C10 123.0(2) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.4(2) . . ?
C13 C12 H12 120.3 . . ?
C2 C13 H13 120.1 . . ?
C12 C13 C2 119.87(19) . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C1 115.8(2) . . ?
C19 C14 C1 125.33(19) . . ?
C19 C14 C15 118.7(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.1(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.9(2) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(2) . . ?
C19 C18 H18 119.9 . . ?
C14 C19 C18 120.6(2) . . ?
C14 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C21 C20 C1 118.60(19) . . ?
C25 C20 C1 122.9(2) . . ?
C25 C20 C21 118.5(2) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(2) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.7(2) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.3(2) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 C24 120.5(2) . . ?
C20 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
N3 C26 C27 118.1(2) . . ?
N3 C26 C34 122.1(2) . . ?
C34 C26 C27 119.7(2) . . ?
N4 C27 C26 118.9(2) . . ?
N4 C27 C31 121.7(2) . . ?
C31 C27 C26 119.4(2) . . ?
N4 C28 H28 117.8 . . ?
N4 C28 C29 124.3(2) . . ?
C29 C28 H28 117.8 . . ?
C28 C29 H29 120.9 . . ?
C30 C29 C28 118.1(2) . . ?
C30 C29 H29 120.9 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.1(2) . . ?
C31 C30 H30 120.0 . . ?
C27 C31 C32 118.9(3) . . ?
C30 C31 C27 118.3(2) . . ?
C30 C31 C32 122.9(2) . . ?
C31 C32 H32 118.9 . . ?
C33 C32 C31 122.1(3) . . ?
C33 C32 H32 118.9 . . ?
C32 C33 H33 119.7 . . ?
C32 C33 C34 120.5(2) . . ?
C34 C33 H33 119.7 . . ?
C26 C34 C33 119.4(3) . . ?
C35 C34 C26 117.9(2) . . ?
C35 C34 C33 122.6(2) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 C34 119.6(2) . . ?
C36 C35 H35 120.2 . . ?
C35 C36 H36 120.6 . . ?
C35 C36 C37 118.9(3) . . ?
C37 C36 H36 120.6 . . ?
N3 C37 C36 123.7(3) . . ?
N3 C37 H37 118.1 . . ?
C36 C37 H37 118.1 . . ?
N5 C38 C39 178.4(3) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N6 C40 C41 179.5(4) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 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 O1 C1 C2 -15.2(3) . . . . ?
Sm1 O1 C1 C14 105.41(17) . . . . ?
Sm1 O1 C1 C20 -132.91(15) . . . . ?
Sm1 N1 C2 C1 -2.6(2) . . . . ?
Sm1 N1 C2 C13 176.52(16) . . . . ?
Sm1 N1 C3 C4 6.4(3) . . . . ?
Sm1 N1 C3 C11 -174.15(15) . . . . ?
Sm1 N2 C4 C3 -10.1(2) . . . . ?
Sm1 N2 C4 C8 171.61(16) . . . . ?
Sm1 N2 C5 C6 -172.51(18) . . . . ?
Sm1 N3 C26 C27 14.2(2) . . . . ?
Sm1 N3 C26 C34 -169.20(16) . . . . ?
Sm1 N3 C37 C36 168.64(19) . . . . ?
Sm1 N4 C27 C26 -12.5(2) . . . . ?
Sm1 N4 C27 C31 169.42(15) . . . . ?
Sm1 N4 C28 C29 -168.80(17) . . . . ?
O1 C1 C2 N1 9.1(2) . . . . ?
O1 C1 C2 C13 -170.03(19) . . . . ?
O1 C1 C14 C15 56.8(2) . . . . ?
O1 C1 C14 C19 -117.5(2) . . . . ?
O1 C1 C20 C21 29.7(2) . . . . ?
O1 C1 C20 C25 -151.4(2) . . . . ?
N1 C2 C13 C12 -1.6(3) . . . . ?
N1 C3 C4 N2 3.0(3) . . . . ?
N1 C3 C4 C8 -178.61(19) . . . . ?
N1 C3 C11 C10 177.9(2) . . . . ?
N1 C3 C11 C12 -2.6(3) . . . . ?
N2 C4 C8 C7 0.8(3) . . . . ?
N2 C4 C8 C9 179.0(2) . . . . ?
N2 C5 C6 C7 2.2(4) . . . . ?
N3 C26 C27 N4 -1.1(3) . . . . ?
N3 C26 C27 C31 176.94(19) . . . . ?
N3 C26 C34 C33 -178.4(2) . . . . ?
N3 C26 C34 C35 -0.2(3) . . . . ?
N4 C27 C31 C30 -0.1(3) . . . . ?
N4 C27 C31 C32 179.0(2) . . . . ?
N4 C28 C29 C30 -0.1(3) . . . . ?
C1 C2 C13 C12 177.4(2) . . . . ?
C1 C14 C15 C16 -175.3(2) . . . . ?
C1 C14 C19 C18 174.0(2) . . . . ?
C1 C20 C21 C22 179.3(2) . . . . ?
C1 C20 C25 C24 -179.3(2) . . . . ?
C2 N1 C3 C4 -177.39(19) . . . . ?
C2 N1 C3 C11 2.1(3) . . . . ?
C2 C1 C14 C15 175.23(19) . . . . ?
C2 C1 C14 C19 0.9(3) . . . . ?
C2 C1 C20 C21 -88.0(2) . . . . ?
C2 C1 C20 C25 90.8(2) . . . . ?
C3 N1 C2 C1 -179.09(18) . . . . ?
C3 N1 C2 C13 0.0(3) . . . . ?
C3 C4 C8 C7 -177.4(2) . . . . ?
C3 C4 C8 C9 0.8(3) . . . . ?
C3 C11 C12 C13 0.9(3) . . . . ?
C4 N2 C5 C6 -1.2(3) . . . . ?
C4 C3 C11 C10 -2.7(3) . . . . ?
C4 C3 C11 C12 176.9(2) . . . . ?
C4 C8 C9 C10 -2.7(3) . . . . ?
C5 N2 C4 C3 178.0(2) . . . . ?
C5 N2 C4 C8 -0.3(3) . . . . ?
C5 C6 C7 C8 -1.5(4) . . . . ?
C6 C7 C8 C4 0.1(3) . . . . ?
C6 C7 C8 C9 -178.1(2) . . . . ?
C7 C8 C9 C10 175.4(2) . . . . ?
C8 C9 C10 C11 2.0(4) . . . . ?
C9 C10 C11 C3 0.7(3) . . . . ?
C9 C10 C11 C12 -178.8(2) . . . . ?
C10 C11 C12 C13 -179.5(2) . . . . ?
C11 C3 C4 N2 -176.48(19) . . . . ?
C11 C3 C4 C8 1.9(3) . . . . ?
C11 C12 C13 C2 1.0(3) . . . . ?
C14 C1 C2 N1 -109.1(2) . . . . ?
C14 C1 C2 C13 71.8(3) . . . . ?
C14 C1 C20 C21 149.0(2) . . . . ?
C14 C1 C20 C25 -32.1(3) . . . . ?
C14 C15 C16 C17 0.5(4) . . . . ?
C15 C14 C19 C18 -0.1(3) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 C19 -0.9(4) . . . . ?
C17 C18 C19 C14 0.8(3) . . . . ?
C19 C14 C15 C16 -0.6(4) . . . . ?
C20 C1 C2 N1 127.97(19) . . . . ?
C20 C1 C2 C13 -51.1(3) . . . . ?
C20 C1 C14 C15 -63.9(3) . . . . ?
C20 C1 C14 C19 121.8(2) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C21 C20 C25 C24 -0.4(4) . . . . ?
C21 C22 C23 C24 -0.1(4) . . . . ?
C22 C23 C24 C25 0.1(4) . . . . ?
C23 C24 C25 C20 0.1(4) . . . . ?
C25 C20 C21 C22 0.4(3) . . . . ?
C26 N3 C37 C36 -1.3(3) . . . . ?
C26 C27 C31 C30 -178.1(2) . . . . ?
C26 C27 C31 C32 0.9(3) . . . . ?
C26 C34 C35 C36 -0.9(3) . . . . ?
C27 N4 C28 C29 0.6(3) . . . . ?
C27 C26 C34 C33 -1.9(3) . . . . ?
C27 C26 C34 C35 176.4(2) . . . . ?
C27 C31 C32 C33 -0.5(4) . . . . ?
C28 N4 C27 C26 177.50(19) . . . . ?
C28 N4 C27 C31 -0.5(3) . . . . ?
C28 C29 C30 C31 -0.5(3) . . . . ?
C29 C30 C31 C27 0.6(3) . . . . ?
C29 C30 C31 C32 -178.4(2) . . . . ?
C30 C31 C32 C33 178.5(2) . . . . ?
C31 C32 C33 C34 -1.2(4) . . . . ?
C32 C33 C34 C26 2.4(4) . . . . ?
C32 C33 C34 C35 -175.8(2) . . . . ?
C33 C34 C35 C36 177.3(2) . . . . ?
C34 C26 C27 N4 -177.84(19) . . . . ?
C34 C26 C27 C31 0.2(3) . . . . ?
C34 C35 C36 C37 0.8(4) . . . . ?
C35 C36 C37 N3 0.3(4) . . . . ?
C37 N3 C26 C27 -175.4(2) . . . . ?
C37 N3 C26 C34 1.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# ===END

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2019741'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;CNRS Ecole Polytechnique
France
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_date             2020-07-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H18 N2 O'
_chemical_formula_sum            'C25 H18 N2 O'
_chemical_formula_weight         362.41
_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'
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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.8482(10)
_cell_length_b                   18.0365(10)
_cell_length_c                   12.5808(7)
_cell_angle_alpha                90
_cell_angle_beta                 117.094(2)
_cell_angle_gamma                90
_cell_volume                     3605.6(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4510
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      31.8433
_cell_measurement_theta_min      2.5636
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.7030
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0631 before and 0.0520 after correction.
The Ratio of minimum to maximum transmission is 0.9420.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17987
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         30.028
_diffrn_reflns_theta_min         2.564
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   ?
_diffrn_source_current           31.0
_diffrn_source_power             1.705
_diffrn_source_voltage           55.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4095
_reflns_number_total             5253
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       0.0012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         5253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0660P)²+1.2047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1203
_refine_ls_wR_factor_ref         0.1315
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24),
  C25(H25)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.20154(7) -0.03226(6) 0.50010(9) 0.0171(2) Uani 1 1 d . . . . .
C2 C 0.16780(7) 0.04172(6) 0.43368(10) 0.0172(2) Uani 1 1 d . . . . .
C3 C 0.15438(6) 0.16687(6) 0.45962(9) 0.0161(2) Uani 1 1 d . . . . .
C4 C 0.16556(7) 0.22745(6) 0.54050(10) 0.0178(2) Uani 1 1 d . . . . .
C5 C 0.20716(8) 0.26837(7) 0.73105(11) 0.0270(3) Uani 1 1 d . . . . .
H5 H 0.229204 0.258158 0.813943 0.032 Uiso 1 1 calc R U . . .
C6 C 0.18806(8) 0.34208(7) 0.69451(12) 0.0276(3) Uani 1 1 d . . . . .
H6 H 0.197061 0.380298 0.751025 0.033 Uiso 1 1 calc R U . . .
C7 C 0.15610(8) 0.35795(7) 0.57547(12) 0.0250(3) Uani 1 1 d . . . . .
H7 H 0.142349 0.407538 0.547995 0.030 Uiso 1 1 calc R U . . .
C8 C 0.14376(7) 0.29989(7) 0.49391(11) 0.0199(2) Uani 1 1 d . . . . .
C9 C 0.11123(8) 0.31191(7) 0.36834(11) 0.0237(3) Uani 1 1 d . . . . .
H9 H 0.096978 0.360788 0.337517 0.028 Uiso 1 1 calc R U . . .
C10 C 0.10037(8) 0.25508(7) 0.29263(11) 0.0228(3) Uani 1 1 d . . . . .
H10 H 0.078800 0.264609 0.209606 0.027 Uiso 1 1 calc R U . . .
C11 C 0.12096(7) 0.18078(6) 0.33597(10) 0.0184(2) Uani 1 1 d . . . . .
C12 C 0.11013(7) 0.11939(7) 0.26092(10) 0.0215(2) Uani 1 1 d . . . . .
H12 H 0.087072 0.126271 0.177056 0.026 Uiso 1 1 calc R U . . .
C13 C 0.13278(7) 0.04990(7) 0.30867(10) 0.0206(2) Uani 1 1 d . . . . .
H13 H 0.125096 0.008123 0.258750 0.025 Uiso 1 1 calc R U . . .
C14 C 0.28006(7) -0.05299(6) 0.48609(10) 0.0185(2) Uani 1 1 d . . . . .
C15 C 0.27305(7) -0.08205(7) 0.37935(10) 0.0218(2) Uani 1 1 d . . . . .
H15 H 0.218865 -0.091388 0.315374 0.026 Uiso 1 1 calc R U . . .
C16 C 0.34409(8) -0.09752(7) 0.36523(13) 0.0287(3) Uani 1 1 d . . . . .
H16 H 0.338330 -0.116894 0.291667 0.034 Uiso 1 1 calc R U . . .
C17 C 0.42350(9) -0.08476(8) 0.45833(14) 0.0343(3) Uani 1 1 d . . . . .
H17 H 0.472226 -0.094955 0.448560 0.041 Uiso 1 1 calc R U . . .
C18 C 0.43140(8) -0.05724(8) 0.56493(13) 0.0334(3) Uani 1 1 d . . . . .
H18 H 0.485822 -0.049213 0.629164 0.040 Uiso 1 1 calc R U . . .
C19 C 0.36037(8) -0.04106(7) 0.57954(11) 0.0253(3) Uani 1 1 d . . . . .
H19 H 0.366588 -0.021813 0.653414 0.030 Uiso 1 1 calc R U . . .
C20 C 0.13477(7) -0.09321(6) 0.45776(10) 0.0182(2) Uani 1 1 d . . . . .
C21 C 0.15755(8) -0.16752(7) 0.46513(11) 0.0229(3) Uani 1 1 d . . . . .
H21 H 0.214503 -0.180269 0.487987 0.027 Uiso 1 1 calc R U . . .
C22 C 0.09805(9) -0.22341(7) 0.43948(12) 0.0293(3) Uani 1 1 d . . . . .
H22 H 0.114491 -0.273926 0.445091 0.035 Uiso 1 1 calc R U . . .
C23 C 0.01473(8) -0.20532(8) 0.40571(12) 0.0299(3) Uani 1 1 d . . . . .
H23 H -0.026082 -0.243362 0.387778 0.036 Uiso 1 1 calc R U . . .
C24 C -0.00868(8) -0.13171(8) 0.39825(12) 0.0293(3) Uani 1 1 d . . . . .
H24 H -0.065694 -0.119176 0.375354 0.035 Uiso 1 1 calc R U . . .
C25 C 0.05076(8) -0.07603(7) 0.42408(11) 0.0247(3) Uani 1 1 d . . . . .
H25 H 0.034031 -0.025613 0.418757 0.030 Uiso 1 1 calc R U . . .
N1 N 0.17742(6) 0.09798(5) 0.50577(8) 0.0172(2) Uani 1 1 d . . . . .
N2 N 0.19682(6) 0.21170(6) 0.65877(9) 0.0215(2) Uani 1 1 d . . . . .
O1 O 0.22433(6) -0.02036(5) 0.62292(7) 0.0229(2) Uani 1 1 d . . . . .
H1 H 0.2201(9) 0.0294(9) 0.6265(13) 0.027 Uiso 1 1 d . 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
C1 C2 1.5438(15) . ?
C1 C14 1.5362(16) . ?
C1 C20 1.5278(16) . ?
C1 O1 1.4236(13) . ?
C2 C13 1.4108(15) . ?
C2 N1 1.3190(14) . ?
C3 C4 1.4435(15) . ?
C3 C11 1.4118(15) . ?
C3 N1 1.3538(14) . ?
C4 C8 1.4123(16) . ?
C4 N2 1.3600(14) . ?
C5 H5 0.9500 . ?
C5 C6 1.3971(19) . ?
C5 N2 1.3240(16) . ?
C6 H6 0.9500 . ?
C6 C7 1.3682(19) . ?
C7 H7 0.9500 . ?
C7 C8 1.4113(17) . ?
C8 C9 1.4297(17) . ?
C9 H9 0.9500 . ?
C9 C10 1.3518(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.4303(16) . ?
C11 C12 1.4102(16) . ?
C12 H12 0.9500 . ?
C12 C13 1.3689(17) . ?
C13 H13 0.9500 . ?
C14 C15 1.3931(16) . ?
C14 C19 1.3957(16) . ?
C15 H15 0.9500 . ?
C15 C16 1.3864(17) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.376(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.3924(19) . ?
C19 H19 0.9500 . ?
C20 C21 1.3914(17) . ?
C20 C25 1.3947(16) . ?
C21 H21 0.9500 . ?
C21 C22 1.3914(17) . ?
C22 H22 0.9500 . ?
C22 C23 1.3866(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.3876(18) . ?
C25 H25 0.9500 . ?
O1 H1 0.904(16) . ?

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
C14 C1 C2 107.44(9) . . ?
C20 C1 C2 112.53(9) . . ?
C20 C1 C14 113.10(9) . . ?
O1 C1 C2 107.78(9) . . ?
O1 C1 C14 109.67(9) . . ?
O1 C1 C20 106.19(8) . . ?
C13 C2 C1 124.01(10) . . ?
N1 C2 C1 113.34(9) . . ?
N1 C2 C13 122.61(10) . . ?
C11 C3 C4 119.71(10) . . ?
N1 C3 C4 118.35(9) . . ?
N1 C3 C11 121.93(10) . . ?
C8 C4 C3 118.96(10) . . ?
N2 C4 C3 117.99(10) . . ?
N2 C4 C8 123.06(10) . . ?
C6 C5 H5 117.6 . . ?
N2 C5 H5 117.6 . . ?
N2 C5 C6 124.88(12) . . ?
C5 C6 H6 120.8 . . ?
C7 C6 C5 118.48(11) . . ?
C7 C6 H6 120.8 . . ?
C6 C7 H7 120.3 . . ?
C6 C7 C8 119.33(12) . . ?
C8 C7 H7 120.3 . . ?
C4 C8 C9 119.69(11) . . ?
C7 C8 C4 117.54(11) . . ?
C7 C8 C9 122.77(11) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.29(11) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.82(11) . . ?
C11 C10 H10 119.6 . . ?
C3 C11 C10 119.52(10) . . ?
C12 C11 C3 117.29(10) . . ?
C12 C11 C10 123.19(10) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.14(10) . . ?
C13 C12 H12 119.9 . . ?
C2 C13 H13 120.7 . . ?
C12 C13 C2 118.50(11) . . ?
C12 C13 H13 120.7 . . ?
C15 C14 C1 121.07(10) . . ?
C15 C14 C19 118.48(11) . . ?
C19 C14 C1 120.42(10) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.89(12) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.07(13) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.67(12) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.61(12) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.26(12) . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C1 120.80(10) . . ?
C21 C20 C25 118.38(11) . . ?
C25 C20 C1 120.40(10) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.89(11) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.96(12) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.71(12) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.26(12) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 H25 119.6 . . ?
C24 C25 C20 120.79(12) . . ?
C24 C25 H25 119.6 . . ?
C2 N1 C3 119.49(9) . . ?
C5 N2 C4 116.72(11) . . ?
C1 O1 H1 102.4(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C13 C12 -175.73(10) . . . . ?
C1 C2 N1 C3 176.71(9) . . . . ?
C1 C14 C15 C16 177.03(11) . . . . ?
C1 C14 C19 C18 -177.51(11) . . . . ?
C1 C20 C21 C22 172.64(11) . . . . ?
C1 C20 C25 C24 -172.79(11) . . . . ?
C2 C1 C14 C15 -76.35(13) . . . . ?
C2 C1 C14 C19 101.83(12) . . . . ?
C2 C1 C20 C21 152.32(10) . . . . ?
C2 C1 C20 C25 -35.23(14) . . . . ?
C3 C4 C8 C7 -179.50(10) . . . . ?
C3 C4 C8 C9 -0.02(16) . . . . ?
C3 C4 N2 C5 179.40(10) . . . . ?
C3 C11 C12 C13 -0.90(16) . . . . ?
C4 C3 C11 C10 1.43(15) . . . . ?
C4 C3 C11 C12 -179.00(10) . . . . ?
C4 C3 N1 C2 179.98(10) . . . . ?
C4 C8 C9 C10 0.37(17) . . . . ?
C5 C6 C7 C8 -0.21(18) . . . . ?
C6 C5 N2 C4 0.29(19) . . . . ?
C6 C7 C8 C4 -0.09(16) . . . . ?
C6 C7 C8 C9 -179.55(11) . . . . ?
C7 C8 C9 C10 179.82(11) . . . . ?
C8 C4 N2 C5 -0.62(16) . . . . ?
C8 C9 C10 C11 0.18(18) . . . . ?
C9 C10 C11 C3 -1.09(17) . . . . ?
C9 C10 C11 C12 179.37(11) . . . . ?
C10 C11 C12 C13 178.65(11) . . . . ?
C11 C3 C4 C8 -0.88(15) . . . . ?
C11 C3 C4 N2 179.09(10) . . . . ?
C11 C3 N1 C2 -0.71(16) . . . . ?
C11 C12 C13 C2 -0.77(17) . . . . ?
C13 C2 N1 C3 -1.11(16) . . . . ?
C14 C1 C2 C13 67.24(13) . . . . ?
C14 C1 C2 N1 -110.55(10) . . . . ?
C14 C1 C20 C21 30.34(14) . . . . ?
C14 C1 C20 C25 -157.21(10) . . . . ?
C14 C15 C16 C17 0.58(19) . . . . ?
C15 C14 C19 C18 0.71(18) . . . . ?
C15 C16 C17 C18 0.5(2) . . . . ?
C16 C17 C18 C19 -1.0(2) . . . . ?
C17 C18 C19 C14 0.4(2) . . . . ?
C19 C14 C15 C16 -1.18(18) . . . . ?
C20 C1 C2 C13 -57.90(14) . . . . ?
C20 C1 C2 N1 124.31(10) . . . . ?
C20 C1 C14 C15 48.45(14) . . . . ?
C20 C1 C14 C19 -133.37(11) . . . . ?
C20 C21 C22 C23 0.19(19) . . . . ?
C21 C20 C25 C24 -0.17(18) . . . . ?
C21 C22 C23 C24 -0.3(2) . . . . ?
C22 C23 C24 C25 0.2(2) . . . . ?
C23 C24 C25 C20 0.06(19) . . . . ?
C25 C20 C21 C22 0.04(18) . . . . ?
N1 C2 C13 C12 1.86(17) . . . . ?
N1 C3 C4 C8 178.44(10) . . . . ?
N1 C3 C4 N2 -1.58(15) . . . . ?
N1 C3 C11 C10 -177.87(10) . . . . ?
N1 C3 C11 C12 1.70(16) . . . . ?
N2 C4 C8 C7 0.53(16) . . . . ?
N2 C4 C8 C9 -179.99(10) . . . . ?
N2 C5 C6 C7 0.1(2) . . . . ?
O1 C1 C2 C13 -174.64(10) . . . . ?
O1 C1 C2 N1 7.57(13) . . . . ?
O1 C1 C14 C15 166.77(10) . . . . ?
O1 C1 C14 C19 -15.06(15) . . . . ?
O1 C1 C20 C21 -89.99(12) . . . . ?
O1 C1 C20 C25 82.46(12) . . . . ?

_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_2
_database_code_depnum_ccdc_archive 'CCDC 2019738'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;CNRS Ecole Polytechnique
France
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_date             2020-07-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H30 I2 N5 O Sm'
_chemical_formula_sum            'C38 H30 I2 N5 O Sm'
_chemical_formula_weight         976.82
_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'
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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.6323(9)
_cell_length_b                   12.3012(9)
_cell_length_c                   24.5249(18)
_cell_angle_alpha                90
_cell_angle_beta                 91.769(2)
_cell_angle_gamma                90
_cell_volume                     3507.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9933
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      21.715
_cell_measurement_theta_min      2.345
_shelx_estimated_absorpt_T_max   0.769
_shelx_estimated_absorpt_T_min   0.642
_exptl_absorpt_coefficient_mu    3.472
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0884 before and 0.0687 after correction.
The Ratio of minimum to maximum transmission is 0.8875.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1876
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            92555
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_min         1.655
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_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_source_current           31.0
_diffrn_source_power             1.705
_diffrn_source_voltage           55.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5996
_reflns_number_total             7525
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.908
_refine_diff_density_min         -1.390
_refine_diff_density_rms         0.270
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         7525
_refine_ls_number_restraints     288
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0682
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0769P)²+78.6489P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1773
_refine_ls_wR_factor_ref         0.1934
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9501(9)
 0.0499(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 C14-C15 \\sim C14A-C15A
 with sigma of 0.02
 N3-C11 \\sim N3-C11A
 with sigma of 0.02
 N3-C15 \\sim N3-C15A
 with sigma of 0.02
 C13-C12 \\sim C13-C12A
 with sigma of 0.02
 C13-C14 \\sim C13-C14A
 with sigma of 0.02
 C13-C11 \\sim C13-C11A
 with sigma of 0.04
 C13-C15 \\sim C13-C15A
 with sigma of 0.04
 C14-C16 \\sim C14A-C16
 with sigma of 0.04
 C12-C11 \\sim C12A-C11A
 with sigma of 0.02
 C15-C16 \\sim C15A-C16
 with sigma of 0.02
 N3-C14 \\sim N3-C14A
 with sigma of 0.04
 N3-C12 \\sim N3-C12A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
N3 \\sim N4 \\sim C20 \\sim C13 \\sim C14 \\sim C15 \\sim C19 \\sim C12 \\sim
C18 \\sim C16 \\sim C11 \\sim C17: within 2A with sigma of 0.004 and sigma for
terminal atoms of 0.008 within 2A
C39 \\sim C36 \\sim C37 \\sim C38 \\sim C35 \\sim N34: within 2A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 2A
C33 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32: within 2A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 2A
C23 \\sim C22 \\sim C27 \\sim C26 \\sim C25 \\sim C24: within 2A with sigma of
0.004 and sigma for terminal atoms of 0.008 within 2A
N3 \\sim C13 \\sim C15 \\sim C14A \\sim C15A \\sim C14 \\sim C11A \\sim C11
\\sim C12 \\sim C12A: within 2A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 2A
5. Others
 Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=
 Sof(H12A)=1-FVAR(1)
 Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(C12)=Sof(H12)=Sof(C11)=Sof(H11)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C8(H8), C1(H1), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33),
 C7(H7), C27(H27), C26(H26), C25(H25), C24(H24), C23(H23), C9(H9), C39(H39),
 C3(H3), C2(H2), C20(H20), C19(H19), C18(H18), C17(H17), C36(H36), C37(H37),
 C13(H13), C13(H13A), C14(H14), C38(H38), C12(H12), C35(H35), C11(H11),
 C14A(H14A), C11A(H11A), C12A(H12A)
6.b Fitted hexagon refined as free rotating group:
 C28(C29,C30,C31,C32,C33), C22(C27,C26,C25,C24,C23), N4(C20,C19,C18,C17,C16)
;
_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 0.21660(5) 0.67327(5) 0.37658(2) 0.02928(17) Uani 1 1 d . . . . .
I2 I 0.22289(8) 0.73629(7) 0.50343(3) 0.0398(2) Uani 1 1 d . . . . .
I1 I -0.05603(7) 0.63560(8) 0.36257(4) 0.0515(3) Uani 1 1 d . . . . .
O1 O 0.3638(7) 0.7644(7) 0.3525(4) 0.039(2) Uani 1 1 d . . . . .
N1 N 0.2190(9) 0.4893(8) 0.4331(4) 0.034(2) Uani 1 1 d . . . . .
N2 N 0.4102(8) 0.5805(7) 0.3960(3) 0.0261(19) Uani 1 1 d . . . . .
C21 C 0.4777(10) 0.7373(9) 0.3457(5) 0.030(2) Uani 1 1 d . . . . .
C6 C 0.4246(10) 0.4883(9) 0.4254(4) 0.028(2) Uani 1 1 d . . . . .
C5 C 0.3182(10) 0.4387(9) 0.4463(4) 0.031(2) Uani 1 1 d . . . . .
C10 C 0.5025(9) 0.6312(9) 0.3755(4) 0.026(2) Uani 1 1 d . . . . .
C4 C 0.3221(13) 0.3451(11) 0.4789(6) 0.046(3) Uani 1 1 d . . . . .
H4 H 0.392928 0.309341 0.486991 0.055 Uiso 1 1 calc R U . . .
N3 N 0.1701(15) 0.7323(16) 0.2751(6) 0.081(2) Uani 1 1 d D U . . .
C8 C 0.6269(11) 0.4939(11) 0.4132(5) 0.038(3) Uani 1 1 d . . . . .
H8 H 0.701548 0.463643 0.418687 0.046 Uiso 1 1 calc R U . . .
C1 C 0.1196(12) 0.4482(10) 0.4519(6) 0.043(3) Uani 1 1 d . . . . .
H1 H 0.048866 0.482075 0.441586 0.051 Uiso 1 1 calc R U . . .
C28 C 0.5567(8) 0.8256(9) 0.3722(5) 0.061(2) Uani 1 1 d G U . . .
C29 C 0.6640(9) 0.8488(9) 0.3516(4) 0.063(2) Uani 1 1 d G U . . .
H29 H 0.689255 0.811958 0.320148 0.076 Uiso 1 1 calc R U . . .
C30 C 0.7343(7) 0.9260(9) 0.3772(5) 0.069(2) Uani 1 1 d G U . . .
H30 H 0.807686 0.941881 0.363167 0.083 Uiso 1 1 calc R U . . .
C31 C 0.6974(9) 0.9799(9) 0.4233(5) 0.073(3) Uani 1 1 d G U . . .
H31 H 0.745454 1.032696 0.440731 0.088 Uiso 1 1 calc R U . . .
C32 C 0.5901(9) 0.9567(10) 0.4438(4) 0.073(3) Uani 1 1 d G U . . .
H32 H 0.564791 0.993586 0.475277 0.088 Uiso 1 1 calc R U . . .
C33 C 0.5197(8) 0.8795(9) 0.4182(5) 0.068(2) Uani 1 1 d G U . . .
H33 H 0.446359 0.863662 0.432258 0.082 Uiso 1 1 calc R U . . .
C7 C 0.5327(10) 0.4432(10) 0.4350(4) 0.032(2) Uani 1 1 d . . . . .
H7 H 0.541710 0.378886 0.456131 0.038 Uiso 1 1 calc R U . . .
C22 C 0.4963(12) 0.7273(7) 0.2843(2) 0.062(2) Uani 1 1 d G U . . .
C27 C 0.4884(13) 0.8220(6) 0.2535(3) 0.066(2) Uani 1 1 d G U . . .
H27 H 0.482296 0.890456 0.271156 0.079 Uiso 1 1 calc R U . . .
C26 C 0.4896(13) 0.8167(6) 0.1969(3) 0.069(3) Uani 1 1 d G U . . .
H26 H 0.484206 0.881406 0.175884 0.083 Uiso 1 1 calc R U . . .
C25 C 0.4985(13) 0.7166(8) 0.1711(2) 0.072(3) Uani 1 1 d G U . . .
H25 H 0.499310 0.712879 0.132436 0.086 Uiso 1 1 calc R U . . .
C24 C 0.5064(13) 0.6218(6) 0.2019(3) 0.072(3) Uani 1 1 d G U . . .
H24 H 0.512504 0.553399 0.184260 0.086 Uiso 1 1 calc R U . . .
C23 C 0.5052(13) 0.6272(6) 0.2585(3) 0.067(2) Uani 1 1 d G U . . .
H23 H 0.510594 0.562445 0.279533 0.081 Uiso 1 1 calc R U . . .
C9 C 0.6121(10) 0.5890(10) 0.3834(5) 0.035(3) Uani 1 1 d . . . . .
H9 H 0.676448 0.624774 0.368555 0.042 Uiso 1 1 calc R U . . .
N34 N 0.1473(14) 0.8816(12) 0.3878(9) 0.087(3) Uani 1 1 d . U . . .
C39 C 0.0494(17) 0.9093(15) 0.4093(10) 0.089(3) Uani 1 1 d . U . . .
H39 H -0.005946 0.853220 0.413162 0.106 Uiso 1 1 calc R U . . .
C3 C 0.2205(14) 0.3062(12) 0.4989(6) 0.050(3) Uani 1 1 d . . . . .
H3 H 0.220922 0.243646 0.521619 0.060 Uiso 1 1 calc R U . . .
C2 C 0.1184(13) 0.3580(12) 0.4859(6) 0.049(3) Uani 1 1 d . . . . .
H2 H 0.048182 0.332469 0.499942 0.059 Uiso 1 1 calc R U . . .
N4 N 0.2117(11) 0.5157(11) 0.3021(5) 0.091(3) Uani 1 1 d G U . . .
C20 C 0.2238(11) 0.4052(12) 0.3126(5) 0.093(3) Uani 1 1 d G U . . .
H20 H 0.269014 0.381174 0.343219 0.112 Uiso 1 1 calc R U . . .
C19 C 0.1697(14) 0.3297(10) 0.2783(6) 0.097(3) Uani 1 1 d G U . . .
H19 H 0.177984 0.254171 0.285466 0.116 Uiso 1 1 calc R U . . .
C18 C 0.1036(13) 0.3648(12) 0.2335(5) 0.099(3) Uani 1 1 d G U . . .
H18 H 0.066621 0.313238 0.210089 0.119 Uiso 1 1 calc R U . . .
C17 C 0.0915(12) 0.4753(13) 0.2231(5) 0.098(3) Uani 1 1 d G U . . .
H17 H 0.046286 0.499310 0.192465 0.117 Uiso 1 1 calc R U . . .
C16 C 0.1456(13) 0.5508(10) 0.2574(6) 0.092(2) Uani 1 1 d DG U . . .
C36 C 0.2025(19) 1.0644(17) 0.3957(11) 0.098(3) Uani 1 1 d . U . . .
H36 H 0.258230 1.118724 0.388725 0.118 Uiso 1 1 calc R U . . .
C37 C 0.0979(19) 1.0917(17) 0.4186(11) 0.098(3) Uani 1 1 d . U . . .
H37 H 0.081992 1.164891 0.428206 0.117 Uiso 1 1 calc R U . . .
C13 C 0.1450(18) 0.806(2) 0.1691(8) 0.083(3) Uani 1 1 d D U . . .
H13 H 0.141148 0.827486 0.131919 0.100 Uiso 0.70(2) 1 calc R U P A 1
H13A H 0.136479 0.826056 0.131820 0.100 Uiso 0.30(2) 1 calc R U P A 2
C14 C 0.124(3) 0.705(2) 0.1816(10) 0.083(3) Uani 0.70(2) 1 d D U P A 1
H14 H 0.101107 0.654763 0.154068 0.100 Uiso 0.70(2) 1 calc R U P A 1
C38 C 0.0189(19) 1.0122(16) 0.4269(11) 0.094(3) Uani 1 1 d . U . . .
H38 H -0.052265 1.026174 0.443533 0.113 Uiso 1 1 calc R U . . .
C15 C 0.134(3) 0.672(2) 0.2378(10) 0.084(2) Uani 0.70(2) 1 d D U P A 1
C12 C 0.174(3) 0.884(3) 0.2106(10) 0.083(3) Uani 0.70(2) 1 d D U P A 1
H12 H 0.183565 0.959196 0.203091 0.099 Uiso 0.70(2) 1 calc R U P A 1
C35 C 0.2228(18) 0.9587(16) 0.3838(11) 0.094(3) Uani 1 1 d . U . . .
H35 H 0.297072 0.939840 0.371766 0.113 Uiso 1 1 calc R U . . .
C11 C 0.188(3) 0.842(2) 0.2613(10) 0.082(3) Uani 0.70(2) 1 d D U P A 1
H11 H 0.210847 0.890289 0.289808 0.099 Uiso 0.70(2) 1 calc R U P A 1
C14A C 0.199(5) 0.715(4) 0.1832(15) 0.084(3) Uani 0.30(2) 1 d D U P A 2
H14A H 0.246802 0.680939 0.157830 0.100 Uiso 0.30(2) 1 calc R U P A 2
C15A C 0.186(5) 0.667(3) 0.2364(12) 0.083(3) Uani 0.30(2) 1 d D U P A 2
C11A C 0.099(5) 0.822(5) 0.2600(15) 0.083(3) Uani 0.30(2) 1 d D U P A 2
H11A H 0.047765 0.847723 0.286217 0.099 Uiso 0.30(2) 1 calc R U P A 2
C12A C 0.100(6) 0.872(4) 0.2111(13) 0.083(3) Uani 0.30(2) 1 d D U P A 2
H12A H 0.072875 0.944567 0.205365 0.099 Uiso 0.30(2) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 I2 3.2049(10) . ?
Sm1 I1 3.2129(10) . ?
Sm1 O1 2.145(8) . ?
Sm1 N1 2.653(10) . ?
Sm1 N2 2.556(9) . ?
Sm1 N3 2.633(16) . ?
Sm1 N34 2.703(15) . ?
Sm1 N4 2.662(11) . ?
O1 C21 1.381(14) . ?
N1 C5 1.342(15) . ?
N1 C1 1.356(16) . ?
N2 C6 1.352(14) . ?
N2 C10 1.352(13) . ?
C21 C10 1.519(16) . ?
C21 C28 1.551(13) . ?
C21 C22 1.533(13) . ?
C6 C5 1.485(16) . ?
C6 C7 1.387(16) . ?
C5 C4 1.402(17) . ?
C10 C9 1.385(16) . ?
C4 H4 0.9500 . ?
C4 C3 1.38(2) . ?
N3 C15 1.24(3) . ?
N3 C11 1.41(3) . ?
N3 C15A 1.26(3) . ?
N3 C11A 1.41(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.382(17) . ?
C8 C9 1.389(17) . ?
C1 H1 0.9500 . ?
C1 C2 1.39(2) . ?
C28 C29 1.3900 . ?
C28 C33 1.3900 . ?
C29 H29 0.9500 . ?
C29 C30 1.3900 . ?
C30 H30 0.9500 . ?
C30 C31 1.3900 . ?
C31 H31 0.9500 . ?
C31 C32 1.3900 . ?
C32 H32 0.9500 . ?
C32 C33 1.3900 . ?
C33 H33 0.9500 . ?
C7 H7 0.9500 . ?
C22 C27 1.3900 . ?
C22 C23 1.3900 . ?
C27 H27 0.9500 . ?
C27 C26 1.3900 . ?
C26 H26 0.9500 . ?
C26 C25 1.3900 . ?
C25 H25 0.9500 . ?
C25 C24 1.3900 . ?
C24 H24 0.9500 . ?
C24 C23 1.3900 . ?
C23 H23 0.9500 . ?
C9 H9 0.9500 . ?
N34 C39 1.31(3) . ?
N34 C35 1.30(3) . ?
C39 H39 0.9500 . ?
C39 C38 1.39(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.38(2) . ?
C2 H2 0.9500 . ?
N4 C20 1.3900 . ?
N4 C16 1.3900 . ?
C20 H20 0.9500 . ?
C20 C19 1.3900 . ?
C19 H19 0.9500 . ?
C19 C18 1.3900 . ?
C18 H18 0.9500 . ?
C18 C17 1.3900 . ?
C17 H17 0.9500 . ?
C17 C16 1.3900 . ?
C36 H36 0.9500 . ?
C36 C37 1.40(3) . ?
C36 C35 1.35(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.36(3) . ?
C13 H13 0.9500 . ?
C13 H13A 0.9500 . ?
C13 C14 1.30(3) . ?
C13 C12 1.44(3) . ?
C13 C14A 1.31(4) . ?
C13 C12A 1.43(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.44(3) . ?
C38 H38 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.35(3) . ?
C35 H35 0.9500 . ?
C11 H11 0.9500 . ?
C14A H14A 0.9500 . ?
C14A C15A 1.44(3) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.35(4) . ?
C12A H12A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I2 Sm1 I1 97.56(3) . . ?
O1 Sm1 I2 98.4(3) . . ?
O1 Sm1 I1 147.1(2) . . ?
O1 Sm1 N1 126.4(3) . . ?
O1 Sm1 N2 65.1(3) . . ?
O1 Sm1 N3 74.8(5) . . ?
O1 Sm1 N34 77.0(5) . . ?
O1 Sm1 N4 101.1(4) . . ?
N1 Sm1 I2 72.5(2) . . ?
N1 Sm1 I1 85.8(2) . . ?
N1 Sm1 N34 138.9(5) . . ?
N1 Sm1 N4 74.7(4) . . ?
N2 Sm1 I2 86.21(19) . . ?
N2 Sm1 I1 144.7(2) . . ?
N2 Sm1 N1 61.8(3) . . ?
N2 Sm1 N3 116.9(4) . . ?
N2 Sm1 N34 132.0(4) . . ?
N2 Sm1 N4 78.6(4) . . ?
N3 Sm1 I2 148.1(4) . . ?
N3 Sm1 I1 76.4(4) . . ?
N3 Sm1 N1 136.7(5) . . ?
N3 Sm1 N34 77.4(6) . . ?
N3 Sm1 N4 63.4(5) . . ?
N34 Sm1 I2 70.7(4) . . ?
N34 Sm1 I1 81.4(3) . . ?
N4 Sm1 I2 147.3(3) . . ?
N4 Sm1 I1 79.7(3) . . ?
N4 Sm1 N34 139.5(5) . . ?
C21 O1 Sm1 133.2(7) . . ?
C5 N1 Sm1 121.1(7) . . ?
C5 N1 C1 118.7(11) . . ?
C1 N1 Sm1 120.1(9) . . ?
C6 N2 Sm1 124.6(7) . . ?
C10 N2 Sm1 115.5(7) . . ?
C10 N2 C6 119.9(10) . . ?
O1 C21 C10 108.5(9) . . ?
O1 C21 C28 109.8(9) . . ?
O1 C21 C22 107.6(10) . . ?
C10 C21 C28 107.4(9) . . ?
C10 C21 C22 111.9(9) . . ?
C22 C21 C28 111.6(9) . . ?
N2 C6 C5 115.9(10) . . ?
N2 C6 C7 121.5(10) . . ?
C7 C6 C5 122.6(10) . . ?
N1 C5 C6 116.5(10) . . ?
N1 C5 C4 122.1(12) . . ?
C4 C5 C6 121.4(11) . . ?
N2 C10 C21 115.7(9) . . ?
N2 C10 C9 120.9(10) . . ?
C9 C10 C21 123.3(10) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 C5 118.4(14) . . ?
C3 C4 H4 120.8 . . ?
C15 N3 Sm1 125.8(17) . . ?
C15 N3 C11 117(2) . . ?
C11 N3 Sm1 117.7(15) . . ?
C15A N3 Sm1 121(2) . . ?
C15A N3 C11A 113(3) . . ?
C11A N3 Sm1 124.2(19) . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.8(11) . . ?
C9 C8 H8 120.1 . . ?
N1 C1 H1 119.1 . . ?
N1 C1 C2 121.8(13) . . ?
C2 C1 H1 119.1 . . ?
C29 C28 C21 121.3(7) . . ?
C29 C28 C33 120.0 . . ?
C33 C28 C21 118.7(7) . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 120.0 . . ?
C33 C32 H32 120.0 . . ?
C28 C33 H33 120.0 . . ?
C32 C33 C28 120.0 . . ?
C32 C33 H33 120.0 . . ?
C6 C7 H7 120.7 . . ?
C8 C7 C6 118.7(11) . . ?
C8 C7 H7 120.7 . . ?
C27 C22 C21 117.2(7) . . ?
C27 C22 C23 120.0 . . ?
C23 C22 C21 122.2(7) . . ?
C22 C27 H27 120.0 . . ?
C26 C27 C22 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C26 H26 120.0 . . ?
C27 C26 C25 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C25 C24 C23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C10 C9 C8 119.2(11) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C39 N34 Sm1 123.5(14) . . ?
C39 N34 C35 115.9(18) . . ?
C35 N34 Sm1 118.7(13) . . ?
N34 C39 H39 116.8 . . ?
N34 C39 C38 126(2) . . ?
C38 C39 H39 116.8 . . ?
C4 C3 H3 120.0 . . ?
C4 C3 C2 119.9(13) . . ?
C2 C3 H3 120.0 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.0(13) . . ?
C3 C2 H2 120.5 . . ?
C20 N4 Sm1 125.9(7) . . ?
C20 N4 C16 120.0 . . ?
C16 N4 Sm1 108.4(7) . . ?
N4 C20 H20 120.0 . . ?
C19 C20 N4 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C16 N4 120.0 . . ?
C37 C36 H36 120.7 . . ?
C35 C36 H36 120.7 . . ?
C35 C36 C37 119(2) . . ?
C36 C37 H37 120.4 . . ?
C36 C37 C38 119(2) . . ?
C38 C37 H37 120.4 . . ?
C14 C13 H13 119.6 . . ?
C14 C13 C12 121(2) . . ?
C12 C13 H13 119.6 . . ?
C14A C13 H13A 120.8 . . ?
C14A C13 C12A 118(3) . . ?
C12A C13 H13A 120.8 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119(3) . . ?
C15 C14 H14 120.3 . . ?
C39 C38 H38 122.3 . . ?
C37 C38 C39 115(2) . . ?
C37 C38 H38 122.3 . . ?
N3 C15 C14 123(3) . . ?
C13 C12 H12 122.8 . . ?
C11 C12 C13 114(3) . . ?
C11 C12 H12 122.8 . . ?
N34 C35 C36 124(2) . . ?
N34 C35 H35 117.9 . . ?
C36 C35 H35 117.9 . . ?
N3 C11 H11 117.5 . . ?
C12 C11 N3 125(3) . . ?
C12 C11 H11 117.5 . . ?
C13 C14A H14A 119.3 . . ?
C13 C14A C15A 121(3) . . ?
C15A C14A H14A 119.3 . . ?
N3 C15A C14A 116(3) . . ?
N3 C11A H11A 117.5 . . ?
C12A C11A N3 125(3) . . ?
C12A C11A H11A 117.5 . . ?
C13 C12A H12A 123.7 . . ?
C11A C12A C13 113(3) . . ?
C11A C12A H12A 123.7 . . ?

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 O1 C21 C10 -18.0(14) . . . . ?
Sm1 O1 C21 C28 -135.1(9) . . . . ?
Sm1 O1 C21 C22 103.2(10) . . . . ?
Sm1 N1 C5 C6 -2.9(13) . . . . ?
Sm1 N1 C5 C4 176.1(9) . . . . ?
Sm1 N1 C1 C2 -173.8(10) . . . . ?
Sm1 N2 C6 C5 1.3(12) . . . . ?
Sm1 N2 C6 C7 -179.0(8) . . . . ?
Sm1 N2 C10 C21 1.8(11) . . . . ?
Sm1 N2 C10 C9 179.8(8) . . . . ?
Sm1 N3 C15 C14 -172(2) . . . . ?
Sm1 N3 C11 C12 176(3) . . . . ?
Sm1 N3 C15A C14A -158(4) . . . . ?
Sm1 N3 C11A C12A 160(6) . . . . ?
Sm1 N34 C39 C38 165.4(19) . . . . ?
Sm1 N34 C35 C36 -171(2) . . . . ?
Sm1 N4 C20 C19 150.0(9) . . . . ?
Sm1 N4 C16 C17 -154.7(8) . . . . ?
O1 C21 C10 N2 7.4(13) . . . . ?
O1 C21 C10 C9 -170.6(11) . . . . ?
O1 C21 C28 C29 -149.6(9) . . . . ?
O1 C21 C28 C33 32.3(12) . . . . ?
O1 C21 C22 C27 67.7(11) . . . . ?
O1 C21 C22 C23 -103.9(11) . . . . ?
N1 C5 C4 C3 -1.7(19) . . . . ?
N1 C1 C2 C3 -3(2) . . . . ?
N2 C6 C5 N1 1.1(14) . . . . ?
N2 C6 C5 C4 -177.9(10) . . . . ?
N2 C6 C7 C8 -0.7(16) . . . . ?
N2 C10 C9 C8 -0.7(17) . . . . ?
C21 C10 C9 C8 177.2(11) . . . . ?
C21 C28 C29 C30 -178.0(12) . . . . ?
C21 C28 C33 C32 178.1(12) . . . . ?
C21 C22 C27 C26 -171.7(12) . . . . ?
C21 C22 C23 C24 171.3(13) . . . . ?
C6 N2 C10 C21 -176.8(9) . . . . ?
C6 N2 C10 C9 1.2(15) . . . . ?
C6 C5 C4 C3 177.2(12) . . . . ?
C5 N1 C1 C2 2.3(18) . . . . ?
C5 C6 C7 C8 179.0(11) . . . . ?
C5 C4 C3 C2 1(2) . . . . ?
C10 N2 C6 C5 179.8(9) . . . . ?
C10 N2 C6 C7 -0.5(15) . . . . ?
C10 C21 C28 C29 92.6(11) . . . . ?
C10 C21 C28 C33 -85.5(10) . . . . ?
C10 C21 C22 C27 -173.2(8) . . . . ?
C10 C21 C22 C23 15.3(14) . . . . ?
C4 C3 C2 C1 1(2) . . . . ?
N3 C11A C12A C13 22(10) . . . . ?
C1 N1 C5 C6 -179.0(10) . . . . ?
C1 N1 C5 C4 0.0(17) . . . . ?
C28 C21 C10 N2 126.0(10) . . . . ?
C28 C21 C10 C9 -52.0(14) . . . . ?
C28 C21 C22 C27 -52.8(12) . . . . ?
C28 C21 C22 C23 135.7(10) . . . . ?
C28 C29 C30 C31 0.0 . . . . ?
C29 C28 C33 C32 0.0 . . . . ?
C29 C30 C31 C32 0.0 . . . . ?
C30 C31 C32 C33 0.0 . . . . ?
C31 C32 C33 C28 0.0 . . . . ?
C33 C28 C29 C30 0.0 . . . . ?
C7 C6 C5 N1 -178.6(10) . . . . ?
C7 C6 C5 C4 2.4(17) . . . . ?
C7 C8 C9 C10 -0.6(18) . . . . ?
C22 C21 C10 N2 -111.2(11) . . . . ?
C22 C21 C10 C9 70.8(14) . . . . ?
C22 C21 C28 C29 -30.4(13) . . . . ?
C22 C21 C28 C33 151.5(9) . . . . ?
C22 C27 C26 C25 0.0 . . . . ?
C27 C22 C23 C24 0.0 . . . . ?
C27 C26 C25 C24 0.0 . . . . ?
C26 C25 C24 C23 0.0 . . . . ?
C25 C24 C23 C22 0.0 . . . . ?
C23 C22 C27 C26 0.0 . . . . ?
C9 C8 C7 C6 1.3(18) . . . . ?
N34 C39 C38 C37 3(4) . . . . ?
C39 N34 C35 C36 -6(4) . . . . ?
N4 C20 C19 C18 0.0 . . . . ?
C20 N4 C16 C17 0.0 . . . . ?
C20 C19 C18 C17 0.0 . . . . ?
C19 C18 C17 C16 0.0 . . . . ?
C18 C17 C16 N4 0.0 . . . . ?
C16 N4 C20 C19 0.0 . . . . ?
C36 C37 C38 C39 -2(4) . . . . ?
C37 C36 C35 N34 6(4) . . . . ?
C13 C14 C15 N3 -4(5) . . . . ?
C13 C12 C11 N3 -3(5) . . . . ?
C13 C14A C15A N3 -32(8) . . . . ?
C14 C13 C12 C11 6(4) . . . . ?
C15 N3 C11 C12 -3(4) . . . . ?
C12 C13 C14 C15 -3(4) . . . . ?
C35 N34 C39 C38 1(4) . . . . ?
C35 C36 C37 C38 -2(4) . . . . ?
C11 N3 C15 C14 7(4) . . . . ?
C14A C13 C12A C11A -12(8) . . . . ?
C15A N3 C11A C12A -37(8) . . . . ?
C11A N3 C15A C14A 38(6) . . . . ?
C12A C13 C14A C15A 17(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9501(9)
2 0.0499(9)
####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2019742'
loop_
_audit_author_name
_audit_author_address
'Nicolas Casaretto'
;CNRS Ecole Polytechnique
France
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_date             2020-04-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 N O'
_chemical_formula_sum            'C18 H15 N O'
_chemical_formula_weight         261.31
_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'
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'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1307(4)
_cell_length_b                   14.6655(8)
_cell_length_c                   11.5353(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.749(3)
_cell_angle_gamma                90
_cell_volume                     1368.56(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2366
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      29.1508
_cell_measurement_theta_min      2.5177
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0523 before and 0.0441 after correction.
The Ratio of minimum to maximum transmission is 0.9184.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8115
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         28.693
_diffrn_reflns_theta_min         2.253
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_source                   ?
_diffrn_source_current           31.0
_diffrn_source_power             1.705
_diffrn_source_voltage           55.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2635
_reflns_number_total             3462
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    SHELXT(Sheldrick,2014)
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.041
_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     182
_refine_ls_number_reflns         3462
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+0.3039P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1225
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19)
2.b Tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
C1 C 0.38172(14) 0.03750(9) 0.25625(10) 0.0235(3) Uani 1 1 d . . . . .
C2 C 0.34367(15) 0.12579(9) 0.18740(11) 0.0244(3) Uani 1 1 d . . . . .
C3 C 0.43247(16) 0.15261(10) 0.09582(12) 0.0311(3) Uani 1 1 d . . . . .
H3 H 0.523110 0.116795 0.076362 0.037 Uiso 1 1 calc R U . . .
C4 C 0.38962(18) 0.23107(10) 0.03294(13) 0.0365(3) Uani 1 1 d . . . . .
H4 H 0.450257 0.248465 -0.029752 0.044 Uiso 1 1 calc R U . . .
C5 C 0.25885(19) 0.28408(10) 0.06125(13) 0.0371(3) Uani 1 1 d . . . . .
H5 H 0.229365 0.338020 0.018517 0.045 Uiso 1 1 calc R U . . .
C6 C 0.17178(18) 0.25777(10) 0.15215(13) 0.0367(3) Uani 1 1 d . . . . .
H6 H 0.081868 0.293935 0.172115 0.044 Uiso 1 1 calc R U . . .
C7 C 0.21378(16) 0.17950(9) 0.21444(11) 0.0281(3) Uani 1 1 d . . . . .
H7 H 0.152356 0.162374 0.276833 0.034 Uiso 1 1 calc R U . . .
C8 C 0.56931(15) 0.02423(9) 0.27964(11) 0.0248(3) Uani 1 1 d . . . . .
C10 C 0.80018(18) 0.05256(11) 0.40688(14) 0.0403(4) Uani 1 1 d . . . . .
H10 H 0.848005 0.076259 0.479168 0.048 Uiso 1 1 calc R U . . .
C11 C 0.90245(17) 0.01366(12) 0.33304(15) 0.0453(4) Uani 1 1 d . . . . .
H11 H 1.018700 0.012376 0.352784 0.054 Uiso 1 1 calc R U . . .
C12 C 0.83308(18) -0.02360(12) 0.22943(15) 0.0446(4) Uani 1 1 d . . . . .
H12 H 0.900723 -0.051988 0.177378 0.054 Uiso 1 1 calc R U . . .
C13 C 0.66334(17) -0.01890(11) 0.20269(12) 0.0348(3) Uani 1 1 d . . . . .
H13 H 0.612474 -0.044901 0.132639 0.042 Uiso 1 1 calc R U . . .
C14 C 0.30128(14) -0.04614(9) 0.19503(11) 0.0258(3) Uani 1 1 d . . . . .
C15 C 0.21700(15) -0.04336(9) 0.08455(11) 0.0273(3) Uani 1 1 d . . . . .
H15 H 0.208349 0.012662 0.043039 0.033 Uiso 1 1 calc R U . . .
C16 C 0.14490(17) -0.12161(10) 0.03366(13) 0.0350(3) Uani 1 1 d . . . . .
H16 H 0.087413 -0.118793 -0.042120 0.042 Uiso 1 1 calc R U . . .
C17 C 0.1568(2) -0.20294(10) 0.09301(15) 0.0432(4) Uani 1 1 d . . . . .
H17 H 0.106980 -0.256344 0.058676 0.052 Uiso 1 1 calc R U . . .
C18 C 0.2418(2) -0.20674(11) 0.20303(16) 0.0501(4) Uani 1 1 d . . . . .
H18 H 0.251679 -0.263120 0.243679 0.060 Uiso 1 1 calc R U . . .
C19 C 0.31246(19) -0.12890(10) 0.25409(14) 0.0399(4) Uani 1 1 d . . . . .
H19 H 0.369075 -0.132003 0.330133 0.048 Uiso 1 1 calc R U . . .
N1 N 0.63545(14) 0.05868(8) 0.38166(10) 0.0337(3) Uani 1 1 d . . . . .
O1 O 0.31587(11) 0.04394(7) 0.36602(8) 0.0320(2) Uani 1 1 d . . . . .
H1 H 0.392086 0.056894 0.418034 0.048 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
C1 C2 1.5342(17) . ?
C1 C8 1.5344(16) . ?
C1 C14 1.5292(17) . ?
C1 O1 1.4265(14) . ?
C2 C3 1.3947(18) . ?
C2 C7 1.3780(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.3859(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.3790(19) . ?
C7 H7 0.9500 . ?
C8 C13 1.3815(19) . ?
C8 N1 1.3426(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.373(2) . ?
C10 N1 1.3448(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.3858(18) . ?
C14 C19 1.3904(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.3915(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.374(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.384(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(2) . ?
C19 H19 0.9500 . ?
O1 H1 0.8400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C8 110.09(10) . . ?
C14 C1 C2 112.53(10) . . ?
C14 C1 C8 110.56(10) . . ?
O1 C1 C2 109.23(10) . . ?
O1 C1 C8 107.89(9) . . ?
O1 C1 C14 106.37(10) . . ?
C3 C2 C1 122.50(11) . . ?
C7 C2 C1 118.99(11) . . ?
C7 C2 C3 118.48(12) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.57(13) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.15(13) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.23(13) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.69(13) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 120.88(13) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C13 C8 C1 123.32(12) . . ?
N1 C8 C1 114.22(11) . . ?
N1 C8 C13 122.45(12) . . ?
C11 C10 H10 118.5 . . ?
N1 C10 H10 118.5 . . ?
N1 C10 C11 123.07(14) . . ?
C10 C11 H11 120.6 . . ?
C10 C11 C12 118.74(13) . . ?
C12 C11 H11 120.6 . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 118.95(15) . . ?
C13 C12 H12 120.5 . . ?
C8 C13 C12 118.87(14) . . ?
C8 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C15 C14 C1 123.39(11) . . ?
C15 C14 C19 118.57(12) . . ?
C19 C14 C1 118.04(12) . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.82(13) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.00(13) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.72(14) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.35(15) . . ?
C19 C18 H18 119.8 . . ?
C14 C19 H19 119.7 . . ?
C18 C19 C14 120.53(14) . . ?
C18 C19 H19 119.7 . . ?
C8 N1 C10 117.86(13) . . ?
C1 O1 H1 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 177.40(12) . . . . ?
C1 C2 C7 C6 -177.77(12) . . . . ?
C1 C8 C13 C12 176.96(13) . . . . ?
C1 C8 N1 C10 -177.79(11) . . . . ?
C1 C14 C15 C16 -179.38(12) . . . . ?
C1 C14 C19 C18 179.91(14) . . . . ?
C2 C1 C8 C13 -87.16(15) . . . . ?
C2 C1 C8 N1 92.52(12) . . . . ?
C2 C1 C14 C15 5.85(16) . . . . ?
C2 C1 C14 C19 -173.58(12) . . . . ?
C2 C3 C4 C5 0.6(2) . . . . ?
C3 C2 C7 C6 0.32(19) . . . . ?
C3 C4 C5 C6 -0.2(2) . . . . ?
C4 C5 C6 C7 -0.1(2) . . . . ?
C5 C6 C7 C2 0.0(2) . . . . ?
C7 C2 C3 C4 -0.62(19) . . . . ?
C8 C1 C2 C3 41.15(16) . . . . ?
C8 C1 C2 C7 -140.84(12) . . . . ?
C8 C1 C14 C15 -117.70(13) . . . . ?
C8 C1 C14 C19 62.87(15) . . . . ?
C10 C11 C12 C13 1.2(2) . . . . ?
C11 C10 N1 C8 0.5(2) . . . . ?
C11 C12 C13 C8 1.1(2) . . . . ?
C13 C8 N1 C10 1.9(2) . . . . ?
C14 C1 C2 C3 -82.66(14) . . . . ?
C14 C1 C2 C7 95.35(13) . . . . ?
C14 C1 C8 C13 37.79(16) . . . . ?
C14 C1 C8 N1 -142.54(11) . . . . ?
C14 C15 C16 C17 0.0(2) . . . . ?
C15 C14 C19 C18 0.5(2) . . . . ?
C15 C16 C17 C18 -0.5(2) . . . . ?
C16 C17 C18 C19 1.0(3) . . . . ?
C17 C18 C19 C14 -1.0(3) . . . . ?
C19 C14 C15 C16 0.05(19) . . . . ?
N1 C8 C13 C12 -2.7(2) . . . . ?
N1 C10 C11 C12 -2.1(2) . . . . ?
O1 C1 C2 C3 159.44(11) . . . . ?
O1 C1 C2 C7 -22.55(15) . . . . ?
O1 C1 C8 C13 153.72(12) . . . . ?
O1 C1 C8 N1 -26.60(14) . . . . ?
O1 C1 C14 C15 125.42(12) . . . . ?
O1 C1 C14 C19 -54.01(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
