# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2363642'
loop_
_audit_author_name
_audit_author_address
'Nawal K Al Rasbi'
;Sultan Qaboos University
Oman
;
_audit_update_record             
;
2024-06-18 deposited with the CCDC.	2025-04-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H28 Cl F12 N6 O8 Sm'
_chemical_formula_weight         1086.44

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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   10.700(2)
_cell_length_b                   20.300(4)
_cell_length_c                   21.110(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.60(3)
_cell_angle_gamma                90
_cell_volume                     4563.4(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7759
_cell_measurement_theta_min      4
_cell_measurement_theta_max      49.42

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_F_000             2148
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.447
_shelx_estimated_absorpt_T_min   0.761
_shelx_estimated_absorpt_T_max   0.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       ipds
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            30671
_diffrn_reflns_av_unetI/netI     0.1531
_diffrn_reflns_av_R_equivalents  0.1694
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.160
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8038
_reflns_number_gt                3897
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;
_vrf_PLAT201_shelx               
;
problem:
RESPONSE: This is unremarkable by hafc units where significant disorder appears. 
;
_vrf_PLAT213_shelx               
; 
problem:
RESPONSE: This is unremarkable by hafc units where significant disorder appears. 
;
_vrf_PLAT230_shelx               
;
problem:
RESPONSE: This is unremarkable where significant disorder appear on the atoms. 
;
_vrf_PLAT420_shelx               
;
problem:
RESPONSE: The water protons are involved by H-bondings to other complexes in the lattice. 
;

# end Validation Reply Form 

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1166P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0027(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8038
_refine_ls_number_parameters     534
_refine_ls_number_restraints     269
_refine_ls_R_factor_all          0.1720
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.2192
_refine_ls_wR_factor_gt          0.1749
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_restrained_S_all      0.946
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.57666(5) 0.79107(3) 0.74019(3) 0.0531(3) Uani 1 1 d . . . . .
O1 O 0.3824(7) 0.7251(4) 0.7234(4) 0.065(2) Uani 1 1 d . . . . .
O2 O 0.7842(7) 0.7991(4) 0.8031(4) 0.066(2) Uani 1 1 d . . . . .
O3 O 0.5306(8) 0.7495(5) 0.8431(4) 0.069(2) Uani 1 1 d . . . . .
O4 O 0.6614(8) 0.6812(5) 0.7574(4) 0.075(2) Uani 1 1 d . . . . .
O5 O 0.6573(8) 0.8984(5) 0.7133(4) 0.075(2) Uani 1 1 d . . . . .
O6 O 0.4533(7) 0.8369(5) 0.6475(4) 0.074(2) Uani 1 1 d . . . . .
Cl1 Cl 0.7185(3) 0.95219(16) 1.00260(14) 0.0649(8) Uani 1 1 d . . . . .
N1 N 0.7548(8) 0.7768(5) 0.6579(4) 0.057(3) Uani 1 1 d . . . . .
N2 N 0.5455(8) 0.7081(5) 0.6435(4) 0.055(2) Uani 1 1 d . . . . .
N3 N 0.4368(8) 0.6715(5) 0.6378(4) 0.063(3) Uani 1 1 d . . . . .
H3 H 0.422372 0.641502 0.609233 0.075 Uiso 1 1 calc R U . . .
N4 N 0.3815(8) 0.8635(5) 0.7766(4) 0.054(2) Uani 1 1 d . . . . .
N5 N 0.5250(11) 0.9048(6) 0.8589(6) 0.093(4) Uani 1 1 d . . . . .
H5 H 0.541284 0.928401 0.892571 0.112 Uiso 1 1 calc R U . . .
N6 N 0.6121(8) 0.8721(5) 0.8375(4) 0.054(2) Uani 1 1 d . . . . .
F1 F 0.5659(14) 0.6658(9) 0.9814(6) 0.238(9) Uani 1 1 d D . . . .
F2 F 0.3975(15) 0.6956(12) 0.9359(8) 0.283(14) Uani 1 1 d D . . . .
F3 F 0.521(3) 0.7603(10) 0.9635(6) 0.265(12) Uani 1 1 d D . . . .
F4 F 0.8116(17) 0.5720(6) 0.7711(14) 0.348(17) Uani 1 1 d D . . . .
F5 F 0.661(3) 0.5633(16) 0.7171(14) 0.384(15) Uiso 1 1 d D . . . .
F6 F 0.682(2) 0.5273(6) 0.8101(13) 0.404(19) Uani 1 1 d D . . . .
F7 F 0.691(3) 1.0308(10) 0.7314(12) 0.333(14) Uani 1 1 d D . . . .
F8 F 0.8270(16) 0.9861(8) 0.6888(12) 0.269(11) Uani 1 1 d D . . . .
F9 F 0.691(2) 1.0432(10) 0.6344(9) 0.285(11) Uani 1 1 d D . . . .
F10 F 0.2907(10) 0.8411(8) 0.5468(5) 0.154(5) Uani 1 1 d . . . . .
F11 F 0.2375(11) 0.9153(7) 0.6008(5) 0.179(6) Uani 1 1 d . . . . .
F12 F 0.3473(12) 0.9350(8) 0.5254(6) 0.187(6) Uani 1 1 d . . . . .
C1 C 0.8618(12) 0.8114(7) 0.6627(7) 0.082(4) Uani 1 1 d . U . . .
H1 H 0.874759 0.840984 0.696275 0.098 Uiso 1 1 calc R U . . .
C2 C 0.9527(12) 0.8067(8) 0.6225(7) 0.092(4) Uani 1 1 d . U . . .
H2 H 1.020936 0.835243 0.625894 0.110 Uiso 1 1 calc R U . . .
C3 C 0.9418(13) 0.7606(9) 0.5785(7) 0.101(5) Uani 1 1 d . U . . .
H3A H 1.006262 0.752976 0.552871 0.121 Uiso 1 1 calc R U . . .
C4 C 0.8305(12) 0.7231(8) 0.5709(7) 0.090(4) Uani 1 1 d . U . . .
H4 H 0.816817 0.692632 0.538072 0.108 Uiso 1 1 calc R U . . .
C5 C 0.7446(10) 0.7326(6) 0.6126(5) 0.057(3) Uani 1 1 d . U . . .
C6 C 0.6277(11) 0.6940(6) 0.6076(5) 0.061(3) Uani 1 1 d . U . . .
H6 H 0.615261 0.659947 0.578202 0.073 Uiso 1 1 calc R U . . .
C7 C 0.3558(10) 0.6858(6) 0.6797(6) 0.059(3) Uani 1 1 d . U . . .
C8 C 0.2305(6) 0.6531(4) 0.6727(4) 0.065(3) Uani 1 1 d DG U . . .
C9 C 0.1998(8) 0.6032(5) 0.6288(4) 0.096(5) Uani 1 1 d G U . . .
H9 H 0.259623 0.587807 0.603262 0.115 Uiso 1 1 calc R U . . .
C10 C 0.0798(9) 0.5762(5) 0.6231(4) 0.107(5) Uani 1 1 d DG U . . .
H10 H 0.059319 0.542861 0.593773 0.129 Uiso 1 1 calc R U . . .
C11 C -0.0095(7) 0.5992(5) 0.6613(5) 0.105(5) Uani 1 1 d DG U . . .
H11 H -0.089840 0.581201 0.657509 0.126 Uiso 1 1 calc R U . . .
C12 C 0.0211(7) 0.6491(5) 0.7052(5) 0.113(5) Uani 1 1 d DG U . . .
H12 H -0.038696 0.664487 0.730735 0.136 Uiso 1 1 calc R U . . .
C13 C 0.1411(8) 0.6760(4) 0.7109(4) 0.095(4) Uani 1 1 d DG U . . .
H13 H 0.161608 0.709434 0.740225 0.113 Uiso 1 1 calc R U . . .
C14 C 0.2680(10) 0.8591(6) 0.7466(6) 0.067(3) Uani 1 1 d . U . . .
H14 H 0.254810 0.831980 0.711082 0.080 Uiso 1 1 calc R U . . .
C15 C 0.1676(11) 0.8942(7) 0.7667(7) 0.081(4) Uani 1 1 d . U . . .
H15 H 0.089092 0.890366 0.743837 0.098 Uiso 1 1 calc R U . . .
C16 C 0.1804(11) 0.9330(7) 0.8174(6) 0.073(3) Uani 1 1 d . U . . .
H16 H 0.113173 0.955860 0.831552 0.087 Uiso 1 1 calc R U . . .
C17 C 0.2988(10) 0.9370(6) 0.8473(6) 0.064(3) Uani 1 1 d . U . . .
H17 H 0.312852 0.964001 0.882932 0.076 Uiso 1 1 calc R U . . .
C18 C 0.3966(10) 0.9034(6) 0.8273(5) 0.057(3) Uani 1 1 d . U . . .
C19 C 0.7269(8) 0.8732(5) 0.8702(4) 0.038(2) Uani 1 1 d . U . . .
H19 H 0.744662 0.900657 0.905150 0.046 Uiso 1 1 calc R U . . .
C20 C 0.8113(10) 0.8342(7) 0.8508(5) 0.059(3) Uani 1 1 d . U . . .
C21 C 0.9370(5) 0.8299(4) 0.8849(4) 0.058(3) Uani 1 1 d G U . . .
C22 C 0.9818(6) 0.8770(4) 0.9292(4) 0.071(3) Uani 1 1 d G U . . .
H22 H 0.931387 0.912550 0.938036 0.085 Uiso 1 1 calc R U . . .
C23 C 1.1019(7) 0.8711(4) 0.9603(4) 0.088(4) Uani 1 1 d G U . . .
H23 H 1.131853 0.902637 0.989914 0.105 Uiso 1 1 calc R U . . .
C24 C 1.1772(6) 0.8180(5) 0.9471(4) 0.103(5) Uani 1 1 d G U . . .
H24 H 1.257574 0.814052 0.967860 0.124 Uiso 1 1 calc R U . . .
C25 C 1.1324(8) 0.7709(4) 0.9028(5) 0.118(6) Uani 1 1 d G U . . .
H25 H 1.182829 0.735379 0.893929 0.141 Uiso 1 1 calc R U . . .
C26 C 1.0123(8) 0.7768(4) 0.8717(4) 0.095(5) Uani 1 1 d G U . . .
H26 H 0.982362 0.745291 0.842050 0.113 Uiso 1 1 calc R U . . .
C27 C 0.5164(18) 0.7025(10) 0.9386(7) 0.128(7) Uani 1 1 d D U . . .
C28 C 0.5560(12) 0.7022(8) 0.8750(7) 0.078(4) Uani 1 1 d D U . . .
C29 C 0.6166(16) 0.6468(8) 0.8594(8) 0.111(5) Uani 1 1 d . U . . .
H29 H 0.631630 0.613494 0.889338 0.134 Uiso 1 1 calc R U . . .
C30 C 0.6568(15) 0.6392(8) 0.7989(9) 0.099(5) Uani 1 1 d D U . . .
C31 C 0.702(2) 0.5710(10) 0.7750(12) 0.213(12) Uiso 1 1 d D U . . .
C32 C 0.3311(18) 0.8943(13) 0.5699(9) 0.114(6) Uani 1 1 d . U . . .
C33 C 0.4506(15) 0.8903(9) 0.6179(6) 0.083(4) Uani 1 1 d . U . . .
C34 C 0.5279(16) 0.9396(9) 0.6229(8) 0.102(5) Uani 1 1 d . U . . .
H34 H 0.518800 0.974532 0.594289 0.122 Uiso 1 1 calc R U . . .
C35 C 0.6268(16) 0.9391(7) 0.6728(9) 0.094(4) Uani 1 1 d D U . . .
C36 C 0.712(2) 1.0024(11) 0.6797(11) 0.161(9) Uiso 1 1 d D U . . .
O1W O 0.4394(8) 0.5754(5) 0.5397(5) 0.093(3) Uiso 1 1 d D . . . .
H1W H 0.446528 0.604117 0.512088 0.111 Uiso 1 1 d DG U . . .
H2W H 0.492369 0.561772 0.568285 0.111 Uiso 1 1 d DG U . . .
O2W O -0.024(3) 0.9293(17) 0.4625(16) 0.47(2) Uiso 1 1 d DG . . . .
H3W H -0.096(5) 0.919(3) 0.480(5) 0.561 Uiso 1 1 d DR U . . .
H4W H -0.006(8) 0.918(3) 0.4294(18) 0.561 Uiso 1 1 d DR 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 O4 2.422(9) . ?
Sm1 O3 2.426(8) . ?
Sm1 O5 2.430(10) . ?
Sm1 O6 2.435(9) . ?
Sm1 O1 2.470(7) . ?
Sm1 O2 2.479(7) . ?
Sm1 N6 2.630(9) . ?
Sm1 N2 2.642(8) . ?
Sm1 N1 2.717(9) . ?
Sm1 N4 2.725(9) . ?
O1 C7 1.231(13) . ?
O2 C20 1.245(12) . ?
O3 C28 1.187(15) . ?
O4 C30 1.227(17) . ?
O5 C35 1.212(17) . ?
O6 C33 1.250(17) . ?
N1 C5 1.307(13) . ?
N1 C1 1.338(14) . ?
N2 C6 1.251(13) . ?
N2 N3 1.375(12) . ?
N3 C7 1.330(14) . ?
N3 H3 0.8600 . ?
N4 C14 1.316(13) . ?
N4 C18 1.340(13) . ?
N5 N6 1.263(14) . ?
N5 C18 1.469(15) . ?
N5 H5 0.8600 . ?
N6 C19 1.349(12) . ?
F1 C27 1.250(14) . ?
F2 C27 1.276(16) . ?
F3 C27 1.284(16) . ?
F4 C31 1.187(18) . ?
F5 C31 1.267(18) . ?
F6 C31 1.188(18) . ?
F7 C36 1.273(17) . ?
F8 C36 1.271(16) . ?
F9 C36 1.268(16) . ?
F10 C32 1.25(2) . ?
F11 C32 1.318(19) . ?
F12 C32 1.28(2) . ?
C1 C2 1.356(17) . ?
C1 H1 0.9300 . ?
C2 C3 1.314(19) . ?
C2 H2 0.9300 . ?
C3 C4 1.409(18) . ?
C3 H3A 0.9300 . ?
C4 C5 1.348(16) . ?
C4 H4 0.9300 . ?
C5 C6 1.470(15) . ?
C6 H6 0.9300 . ?
C7 C8 1.491(12) . ?
C8 C9 1.3900 . ?
C8 C13 1.3900 . ?
C9 C10 1.3900 . ?
C9 H9 0.9300 . ?
C10 C11 1.3900 . ?
C10 H10 0.9300 . ?
C11 C12 1.3900 . ?
C11 H11 0.9300 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.389(16) . ?
C14 H14 0.9300 . ?
C15 C16 1.325(16) . ?
C15 H15 0.9300 . ?
C16 C17 1.362(16) . ?
C16 H16 0.9300 . ?
C17 C18 1.352(15) . ?
C17 H17 0.9300 . ?
C19 C20 1.296(14) . ?
C19 H19 0.9300 . ?
C20 C21 1.465(11) . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.447(15) . ?
C28 C29 1.355(19) . ?
C29 C30 1.39(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.566(17) . ?
C32 C33 1.55(2) . ?
C33 C34 1.30(2) . ?
C34 C35 1.42(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.574(17) . ?
O1W H1W 0.83(2) . ?
O1W H2W 0.8344 . ?
O2W H3W 0.911(16) . ?
O2W H4W 0.779(13) . ?

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
O4 Sm1 O3 69.6(3) . . ?
O4 Sm1 O5 136.4(3) . . ?
O3 Sm1 O5 128.9(3) . . ?
O4 Sm1 O6 129.7(3) . . ?
O3 Sm1 O6 135.3(3) . . ?
O5 Sm1 O6 69.3(3) . . ?
O4 Sm1 O1 79.6(3) . . ?
O3 Sm1 O1 72.4(3) . . ?
O5 Sm1 O1 140.0(3) . . ?
O6 Sm1 O1 73.1(3) . . ?
O4 Sm1 O2 71.2(3) . . ?
O3 Sm1 O2 78.0(3) . . ?
O5 Sm1 O2 75.3(3) . . ?
O6 Sm1 O2 142.4(3) . . ?
O1 Sm1 O2 144.1(3) . . ?
O4 Sm1 N6 115.8(3) . . ?
O3 Sm1 N6 62.9(3) . . ?
O5 Sm1 N6 66.1(3) . . ?
O6 Sm1 N6 114.4(3) . . ?
O1 Sm1 N6 120.4(3) . . ?
O2 Sm1 N6 59.1(3) . . ?
O4 Sm1 N2 63.0(3) . . ?
O3 Sm1 N2 116.6(3) . . ?
O5 Sm1 N2 114.4(3) . . ?
O6 Sm1 N2 66.8(3) . . ?
O1 Sm1 N2 60.1(3) . . ?
O2 Sm1 N2 119.7(3) . . ?
N6 Sm1 N2 178.7(3) . . ?
O4 Sm1 N1 73.8(3) . . ?
O3 Sm1 N1 138.8(3) . . ?
O5 Sm1 N1 70.1(3) . . ?
O6 Sm1 N1 83.5(3) . . ?
O1 Sm1 N1 118.9(3) . . ?
O2 Sm1 N1 72.7(3) . . ?
N6 Sm1 N1 120.6(3) . . ?
N2 Sm1 N1 58.8(3) . . ?
O4 Sm1 N4 137.8(3) . . ?
O3 Sm1 N4 72.9(3) . . ?
O5 Sm1 N4 83.2(3) . . ?
O6 Sm1 N4 69.5(3) . . ?
O1 Sm1 N4 71.1(3) . . ?
O2 Sm1 N4 119.0(3) . . ?
N6 Sm1 N4 59.9(3) . . ?
N2 Sm1 N4 121.3(3) . . ?
N1 Sm1 N4 147.4(3) . . ?
C7 O1 Sm1 126.1(7) . . ?
C20 O2 Sm1 126.7(7) . . ?
C28 O3 Sm1 137.1(8) . . ?
C30 O4 Sm1 134.9(9) . . ?
C35 O5 Sm1 134.4(10) . . ?
C33 O6 Sm1 135.9(9) . . ?
C5 N1 C1 115.1(10) . . ?
C5 N1 Sm1 121.8(7) . . ?
C1 N1 Sm1 123.0(8) . . ?
C6 N2 N3 117.5(9) . . ?
C6 N2 Sm1 124.8(7) . . ?
N3 N2 Sm1 117.1(6) . . ?
C7 N3 N2 115.1(9) . . ?
C7 N3 H3 122.5 . . ?
N2 N3 H3 122.5 . . ?
C14 N4 C18 117.3(10) . . ?
C14 N4 Sm1 121.6(8) . . ?
C18 N4 Sm1 121.0(7) . . ?
N6 N5 C18 121.1(11) . . ?
N6 N5 H5 119.4 . . ?
C18 N5 H5 119.4 . . ?
N5 N6 C19 118.4(9) . . ?
N5 N6 Sm1 123.6(7) . . ?
C19 N6 Sm1 117.7(6) . . ?
N1 C1 C2 125.2(12) . . ?
N1 C1 H1 117.4 . . ?
C2 C1 H1 117.4 . . ?
C3 C2 C1 118.2(13) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 118.7(12) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 H3A 120.7 . . ?
C5 C4 C3 118.1(13) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
N1 C5 C4 124.2(11) . . ?
N1 C5 C6 115.4(10) . . ?
C4 C5 C6 120.4(11) . . ?
N2 C6 C5 118.6(10) . . ?
N2 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
O1 C7 N3 121.4(10) . . ?
O1 C7 C8 120.2(10) . . ?
N3 C7 C8 118.4(10) . . ?
C9 C8 C13 120.0 . . ?
C9 C8 C7 122.8(7) . . ?
C13 C8 C7 117.1(7) . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C11 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 120.0 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C8 120.0 . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
N4 C14 C15 121.6(11) . . ?
N4 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C16 C15 C14 121.9(11) . . ?
C16 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C15 C16 C17 115.4(12) . . ?
C15 C16 H16 122.3 . . ?
C17 C16 H16 122.3 . . ?
C18 C17 C16 122.5(11) . . ?
C18 C17 H17 118.7 . . ?
C16 C17 H17 118.7 . . ?
N4 C18 C17 121.3(10) . . ?
N4 C18 N5 114.2(10) . . ?
C17 C18 N5 124.5(11) . . ?
C20 C19 N6 117.2(9) . . ?
C20 C19 H19 121.4 . . ?
N6 C19 H19 121.4 . . ?
O2 C20 C19 119.3(9) . . ?
O2 C20 C21 119.6(10) . . ?
C19 C20 C21 121.1(10) . . ?
C22 C21 C26 120.0 . . ?
C22 C21 C20 121.9(7) . . ?
C26 C21 C20 118.1(7) . . ?
C21 C22 C23 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.0 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
F1 C27 F2 108.4(18) . . ?
F1 C27 F3 104.6(19) . . ?
F2 C27 F3 96.6(17) . . ?
F1 C27 C28 121.8(15) . . ?
F2 C27 C28 109.9(15) . . ?
F3 C27 C28 112.5(16) . . ?
O3 C28 C29 128.4(13) . . ?
O3 C28 C27 116.7(14) . . ?
C29 C28 C27 114.8(15) . . ?
C28 C29 C30 120.8(15) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
O4 C30 C29 128.0(14) . . ?
O4 C30 C31 110.4(15) . . ?
C29 C30 C31 121.7(17) . . ?
F4 C31 F6 107(2) . . ?
F4 C31 F5 101(2) . . ?
F6 C31 F5 116(3) . . ?
F4 C31 C30 110.2(18) . . ?
F6 C31 C30 112.4(19) . . ?
F5 C31 C30 109(2) . . ?
F10 C32 F12 109.9(19) . . ?
F10 C32 F11 103(2) . . ?
F12 C32 F11 108.6(18) . . ?
F10 C32 C33 116.3(17) . . ?
F12 C32 C33 111(2) . . ?
F11 C32 C33 108.2(15) . . ?
O6 C33 C34 130.2(15) . . ?
O6 C33 C32 110.4(17) . . ?
C34 C33 C32 119.4(18) . . ?
C33 C34 C35 118.6(15) . . ?
C33 C34 H34 120.7 . . ?
C35 C34 H34 120.7 . . ?
O5 C35 C34 131.2(15) . . ?
O5 C35 C36 112.2(16) . . ?
C34 C35 C36 116.5(16) . . ?
F9 C36 F8 112(2) . . ?
F9 C36 F7 109(2) . . ?
F8 C36 F7 104(2) . . ?
F9 C36 C35 113.9(18) . . ?
F8 C36 C35 110.2(17) . . ?
F7 C36 C35 107.6(17) . . ?
H1W O1W H2W 129.5 . . ?
H3W O2W H4W 125.4 . . ?

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
C6 N2 N3 C7 176.2(11) . . . . ?
Sm1 N2 N3 C7 4.5(13) . . . . ?
C18 N5 N6 C19 -177.2(10) . . . . ?
C18 N5 N6 Sm1 -4.5(17) . . . . ?
C5 N1 C1 C2 5(2) . . . . ?
Sm1 N1 C1 C2 -179.1(12) . . . . ?
N1 C1 C2 C3 -7(3) . . . . ?
C1 C2 C3 C4 7(3) . . . . ?
C2 C3 C4 C5 -5(3) . . . . ?
C1 N1 C5 C4 -3.0(19) . . . . ?
Sm1 N1 C5 C4 -179.4(11) . . . . ?
C1 N1 C5 C6 179.5(11) . . . . ?
Sm1 N1 C5 C6 3.0(14) . . . . ?
C3 C4 C5 N1 4(2) . . . . ?
C3 C4 C5 C6 -179.0(14) . . . . ?
N3 N2 C6 C5 179.8(10) . . . . ?
Sm1 N2 C6 C5 -9.2(16) . . . . ?
N1 C5 C6 N2 3.7(17) . . . . ?
C4 C5 C6 N2 -173.9(13) . . . . ?
Sm1 O1 C7 N3 4.7(17) . . . . ?
Sm1 O1 C7 C8 -175.3(7) . . . . ?
N2 N3 C7 O1 -6.0(17) . . . . ?
N2 N3 C7 C8 174.1(10) . . . . ?
O1 C7 C8 C9 -172.8(9) . . . . ?
N3 C7 C8 C9 7.2(15) . . . . ?
O1 C7 C8 C13 9.4(14) . . . . ?
N3 C7 C8 C13 -170.6(9) . . . . ?
C13 C8 C9 C10 0.0 . . . . ?
C7 C8 C9 C10 -177.7(10) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 C8 0.0 . . . . ?
C9 C8 C13 C12 0.0 . . . . ?
C7 C8 C13 C12 177.9(9) . . . . ?
C18 N4 C14 C15 -0.3(18) . . . . ?
Sm1 N4 C14 C15 177.5(10) . . . . ?
N4 C14 C15 C16 -1(2) . . . . ?
C14 C15 C16 C17 1(2) . . . . ?
C15 C16 C17 C18 -1(2) . . . . ?
C14 N4 C18 C17 1.0(18) . . . . ?
Sm1 N4 C18 C17 -176.9(9) . . . . ?
C14 N4 C18 N5 179.1(11) . . . . ?
Sm1 N4 C18 N5 1.2(14) . . . . ?
C16 C17 C18 N4 -1(2) . . . . ?
C16 C17 C18 N5 -178.4(12) . . . . ?
N6 N5 C18 N4 2.0(18) . . . . ?
N6 N5 C18 C17 -180.0(12) . . . . ?
N5 N6 C19 C20 173.5(12) . . . . ?
Sm1 N6 C19 C20 0.3(14) . . . . ?
Sm1 O2 C20 C19 -2.6(17) . . . . ?
Sm1 O2 C20 C21 176.1(7) . . . . ?
N6 C19 C20 O2 1.3(18) . . . . ?
N6 C19 C20 C21 -177.4(10) . . . . ?
O2 C20 C21 C22 165.7(9) . . . . ?
C19 C20 C21 C22 -15.6(15) . . . . ?
O2 C20 C21 C26 -14.1(14) . . . . ?
C19 C20 C21 C26 164.6(10) . . . . ?
C26 C21 C22 C23 0.0 . . . . ?
C20 C21 C22 C23 -179.8(9) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C21 0.0 . . . . ?
C22 C21 C26 C25 0.0 . . . . ?
C20 C21 C26 C25 179.8(9) . . . . ?
Sm1 O3 C28 C29 -8(3) . . . . ?
Sm1 O3 C28 C27 173.1(11) . . . . ?
F1 C27 C28 O3 -160(2) . . . . ?
F2 C27 C28 O3 72(2) . . . . ?
F3 C27 C28 O3 -35(3) . . . . ?
F1 C27 C28 C29 21(3) . . . . ?
F2 C27 C28 C29 -107(2) . . . . ?
F3 C27 C28 C29 146(2) . . . . ?
O3 C28 C29 C30 -1(3) . . . . ?
C27 C28 C29 C30 178.2(17) . . . . ?
Sm1 O4 C30 C29 -14(3) . . . . ?
Sm1 O4 C30 C31 165.4(12) . . . . ?
C28 C29 C30 O4 12(3) . . . . ?
C28 C29 C30 C31 -167.3(18) . . . . ?
O4 C30 C31 F4 71(3) . . . . ?
C29 C30 C31 F4 -110(3) . . . . ?
O4 C30 C31 F6 -170(2) . . . . ?
C29 C30 C31 F6 9(3) . . . . ?
O4 C30 C31 F5 -39(3) . . . . ?
C29 C30 C31 F5 140(2) . . . . ?
Sm1 O6 C33 C34 10(3) . . . . ?
Sm1 O6 C33 C32 -168.7(9) . . . . ?
F10 C32 C33 O6 -31(2) . . . . ?
F12 C32 C33 O6 -157.3(16) . . . . ?
F11 C32 C33 O6 84(2) . . . . ?
F10 C32 C33 C34 150.3(19) . . . . ?
F12 C32 C33 C34 24(2) . . . . ?
F11 C32 C33 C34 -95(2) . . . . ?
O6 C33 C34 C35 -7(3) . . . . ?
C32 C33 C34 C35 171.3(14) . . . . ?
Sm1 O5 C35 C34 0(3) . . . . ?
Sm1 O5 C35 C36 177.7(11) . . . . ?
C33 C34 C35 O5 2(3) . . . . ?
C33 C34 C35 C36 -175.7(17) . . . . ?
O5 C35 C36 F9 173(2) . . . . ?
C34 C35 C36 F9 -8(3) . . . . ?
O5 C35 C36 F8 46(3) . . . . ?
C34 C35 C36 F8 -136(2) . . . . ?
O5 C35 C36 F7 -66(3) . . . . ?
C34 C35 C36 F7 112(2) . . . . ?

_refine_diff_density_max         0.801
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.133

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2363643'
loop_
_audit_author_name
_audit_author_address
'Nawal K Al Rasbi'
;Sultan Qaboos University
Oman
;
_audit_update_record             
;
2024-06-18 deposited with the CCDC.	2025-04-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H46 F6 N3 O11 Sm'
_chemical_formula_weight         1153.27

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.659(13)
_cell_length_b                   14.662(14)
_cell_length_c                   17.291(15)
_cell_angle_alpha                66.38(7)
_cell_angle_beta                 81.58(8)
_cell_angle_gamma                78.42(8)
_cell_volume                     2646(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8031
_cell_measurement_theta_min      3
_cell_measurement_theta_max      48.22

_exptl_crystal_description       needle
_exptl_crystal_colour            yellowish
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_F_000             1166
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.191
_shelx_estimated_absorpt_T_min   0.814
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       ipds
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            14859
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.788
_diffrn_reflns_theta_max         24.108
_diffrn_reflns_theta_full        24.108
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.953
_reflns_number_total             8031
_reflns_number_gt                6855
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;
_vrf_THETM01_shelx               
;
Problem:
RESPONSE: The crystal of the complex diffracts weakly up to theata 48.2
;

_vrf_PLAT029_shelx               
; 
problem:
RESPONSE: The crystal of the complex diffracts weakly up to theata 48.2  
;

_vrf_PLAT241_shelx               
;
problem:  
RESPONSE:  This is unremarkable for the structure where significant disorder in the hfac units.
;

_vrf_PLAT342_shelx               
;  
problem:
RESPONSE:  This is unremarkable for the structure where significant disorder in the hfac units.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1754P)²+1.3911P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8031
_refine_ls_number_parameters     659
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0855
_refine_ls_wR_factor_ref         0.2375
_refine_ls_wR_factor_gt          0.2250
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 1.08239(4) 0.73854(3) 0.23197(2) 0.0703(2) Uani 1 1 d . . . . .
F1 F 0.9804(11) 0.6636(9) -0.0085(8) 0.194(5) Uani 1 1 d . . . . .
F2 F 1.0284(18) 0.5228(11) 0.0744(7) 0.280(10) Uani 1 1 d . . . . .
F3 F 1.1324(9) 0.5792(11) -0.0288(8) 0.200(5) Uani 1 1 d . . . . .
F4 F 1.4115(11) 0.8323(16) 0.3204(8) 0.266(9) Uani 1 1 d . . . . .
F5 F 1.3873(12) 0.7174(11) 0.4268(13) 0.261(9) Uani 1 1 d . . . . .
F6 F 1.3453(10) 0.8492(13) 0.4286(11) 0.233(7) Uani 1 1 d . . . . .
O1 O 1.1086(6) 0.5780(5) 0.3374(4) 0.0923(18) Uani 1 1 d . . . . .
O2 O 1.1110(6) 0.8948(4) 0.1351(4) 0.0853(16) Uani 1 1 d . . . . .
O3 O 1.2717(6) 0.6875(5) 0.1737(4) 0.0857(16) Uani 1 1 d . . . . .
O4 O 1.0571(5) 0.6774(5) 0.1259(4) 0.0859(16) Uani 1 1 d . . . . .
O5 O 1.2250(6) 0.7641(5) 0.3065(4) 0.0890(17) Uani 1 1 d . . . . .
O6 O 0.9860(6) 0.8152(5) 0.3277(4) 0.0876(17) Uani 1 1 d . . . . .
O7 O 0.8852(5) 0.8336(5) 0.1795(4) 0.0835(15) Uani 1 1 d . . . . .
O8 O 0.8826(6) 0.6841(5) 0.2766(5) 0.0953(18) Uani 1 1 d . . . . .
O9 O 1.0216(11) 0.1091(9) 0.2784(7) 0.151(4) Uani 1 1 d . . . . .
O10 O 0.3285(10) 1.2755(12) 0.2300(12) 0.214(7) Uani 1 1 d . . . . .
N1 N 0.9442(8) 0.4661(6) 0.4132(5) 0.088(2) Uani 1 1 d . . . . .
H1 H 0.962003 0.521800 0.375302 0.106 Uiso 1 1 calc R U . . .
N2 N 0.9411(7) 1.0473(6) 0.0759(5) 0.0819(19) Uani 1 1 d . . . . .
H77 H 0.958475 0.983302 0.102862 0.098 Uiso 1 1 calc R U . . .
C1 C 1.1843(8) 0.5062(7) 0.3829(6) 0.082(2) Uani 1 1 d . . . . .
C2 C 1.3034(10) 0.5137(8) 0.3777(7) 0.101(3) Uani 1 1 d . . . . .
H2 H 1.330457 0.571559 0.338172 0.121 Uiso 1 1 calc R U . . .
C3 C 1.3813(12) 0.4382(10) 0.4292(9) 0.127(4) Uani 1 1 d . . . . .
H3 H 1.459773 0.445258 0.424588 0.152 Uiso 1 1 calc R U . . .
C4 C 1.3424(14) 0.3514(11) 0.4880(12) 0.157(6) Uani 1 1 d . . . . .
H4 H 1.395347 0.299075 0.521624 0.188 Uiso 1 1 calc R U . . .
N3 N 0.8254(8) 0.7708(7) 0.2309(6) 0.093(2) Uani 1 1 d . . . . .
C5 C 1.2279(12) 0.3426(9) 0.4967(9) 0.129(5) Uani 1 1 d . . . . .
H5 H 1.202357 0.284889 0.537638 0.154 Uiso 1 1 calc R U . . .
C6 C 1.1472(11) 0.4179(8) 0.4456(8) 0.101(3) Uani 1 1 d . . . . .
C7 C 1.0284(12) 0.4046(8) 0.4554(7) 0.101(3) Uani 1 1 d . . . . .
H7 H 1.009443 0.344672 0.497073 0.121 Uiso 1 1 calc R U . . .
C8 C 0.8224(11) 0.4533(11) 0.4216(8) 0.112(4) Uani 1 1 d . . . . .
H8A H 0.772932 0.509053 0.432617 0.135 Uiso 1 1 calc R U . . .
H8B H 0.810318 0.391637 0.469589 0.135 Uiso 1 1 calc R U . . .
C9 C 0.7866(11) 0.4486(10) 0.3426(9) 0.118(4) Uani 1 1 d . . . . .
H9A H 0.702846 0.446870 0.349179 0.142 Uiso 1 1 calc R U . . .
H9B H 0.800580 0.509885 0.294854 0.142 Uiso 1 1 calc R U . . .
C10 C 0.8495(11) 0.3594(9) 0.3220(7) 0.100(3) Uani 1 1 d . . . . .
C11 C 0.9507(14) 0.3672(10) 0.2695(8) 0.118(4) Uani 1 1 d . . . . .
H11 H 0.979697 0.427991 0.245116 0.141 Uiso 1 1 calc R U . . .
C12 C 1.0085(15) 0.2852(14) 0.2534(9) 0.140(5) Uani 1 1 d . . . . .
H12 H 1.075482 0.291819 0.216287 0.168 Uiso 1 1 calc R U . . .
C13 C 0.9703(13) 0.1922(11) 0.2906(8) 0.113(4) Uani 1 1 d . . . . .
C14 C 0.8683(13) 0.1884(10) 0.3409(9) 0.116(4) Uani 1 1 d . . . . .
H14 H 0.837769 0.128266 0.364518 0.139 Uiso 1 1 calc R U . . .
C15 C 0.8100(12) 0.2682(10) 0.3576(8) 0.109(3) Uani 1 1 d . . . . .
H15 H 0.742092 0.261464 0.393700 0.131 Uiso 1 1 calc R U . . .
C16 C 1.1275(18) 0.1121(15) 0.2270(11) 0.170(7) Uani 1 1 d . . . . .
H16A H 1.154509 0.047288 0.223794 0.254 Uiso 1 1 calc R U . . .
H16B H 1.114573 0.162039 0.171248 0.254 Uiso 1 1 calc R U . . .
H16C H 1.185541 0.128883 0.250992 0.254 Uiso 1 1 calc R U . . .
C17 C 1.1869(8) 0.9574(7) 0.0987(5) 0.076(2) Uani 1 1 d . . . . .
C18 C 1.3051(9) 0.9323(8) 0.1115(6) 0.087(2) Uani 1 1 d . . . . .
H18 H 1.333836 0.867515 0.147805 0.105 Uiso 1 1 calc R U . . .
O99 O 0.7151(9) 0.7910(9) 0.2433(8) 0.154(4) Uani 1 1 d . . . . .
C19 C 1.3812(10) 1.0001(10) 0.0722(8) 0.104(3) Uani 1 1 d . . . . .
H19 H 1.460413 0.980063 0.081881 0.125 Uiso 1 1 calc R U . . .
C20 C 1.3427(12) 1.0978(9) 0.0182(8) 0.110(3) Uani 1 1 d . . . . .
H20 H 1.394963 1.143586 -0.007174 0.132 Uiso 1 1 calc R U . . .
C21 C 1.2289(11) 1.1250(7) 0.0034(6) 0.095(3) Uani 1 1 d . . . . .
H21 H 1.203543 1.189618 -0.034727 0.114 Uiso 1 1 calc R U . . .
C22 C 1.1453(9) 1.0586(7) 0.0439(5) 0.082(2) Uani 1 1 d . . . . .
C23 C 1.0263(9) 1.0962(7) 0.0350(6) 0.083(2) Uani 1 1 d . . . . .
H23 H 1.006443 1.161817 -0.003461 0.100 Uiso 1 1 calc R U . . .
C24 C 0.8186(9) 1.0920(8) 0.0797(6) 0.088(3) Uani 1 1 d . . . . .
H24A H 0.768638 1.044876 0.082896 0.106 Uiso 1 1 calc R U . . .
H24B H 0.802778 1.152426 0.029300 0.106 Uiso 1 1 calc R U . . .
C25 C 0.7944(12) 1.1175(12) 0.1570(8) 0.120(4) Uani 1 1 d . . . . .
H25A H 0.815827 1.056744 0.205976 0.144 Uiso 1 1 calc R U . . .
H25B H 0.844583 1.165237 0.151878 0.144 Uiso 1 1 calc R U . . .
C26 C 0.6699(12) 1.1610(11) 0.1727(8) 0.115(4) Uani 1 1 d . . . . .
C27 C 0.5776(18) 1.1131(15) 0.1808(15) 0.181(8) Uani 1 1 d . . . . .
H27 H 0.591413 1.051004 0.175640 0.218 Uiso 1 1 calc R U . . .
C28 C 0.4627(17) 1.1551(19) 0.1967(19) 0.228(13) Uani 1 1 d . . . . .
H28 H 0.400695 1.123256 0.197774 0.274 Uiso 1 1 calc R U . . .
C29 C 0.4405(14) 1.2430(15) 0.2106(13) 0.162(7) Uani 1 1 d . . . . .
C30 C 0.5295(16) 1.2833(14) 0.2099(12) 0.151(6) Uani 1 1 d . . . . .
H30 H 0.515533 1.339217 0.224650 0.181 Uiso 1 1 calc R U . . .
C31 C 0.6471(14) 1.2481(12) 0.1883(9) 0.134(5) Uani 1 1 d . . . . .
H31 H 0.707402 1.283021 0.184664 0.161 Uiso 1 1 calc R U . . .
C32 C 0.3045(18) 1.3530(19) 0.2597(18) 0.224(12) Uani 1 1 d . . . . .
H32A H 0.221238 1.368375 0.270855 0.337 Uiso 1 1 calc R U . . .
H32B H 0.342640 1.332430 0.310982 0.337 Uiso 1 1 calc R U . . .
H32C H 0.332954 1.411847 0.217908 0.337 Uiso 1 1 calc R U . . .
C33 C 1.0683(9) 0.5997(8) 0.0309(7) 0.089(3) Uani 1 1 d . . . . .
C34 C 1.1292(10) 0.6359(7) 0.0822(6) 0.084(2) Uani 1 1 d . . . . .
C35 C 1.2477(9) 0.6248(8) 0.0747(7) 0.095(3) Uani 1 1 d . . . . .
H35 H 1.286947 0.597715 0.036082 0.114 Uiso 1 1 calc R U . . .
C36 C 1.3175(9) 0.6513(7) 0.1212(6) 0.083(2) Uani 1 1 d . . . . .
C37 C 1.4484(9) 0.6371(9) 0.1064(8) 0.102(3) Uani 1 1 d . . . . .
C38 C 1.5121(11) 0.6511(9) 0.1597(9) 0.111(4) Uani 1 1 d . . . . .
H38 H 1.472932 0.672320 0.201897 0.133 Uiso 1 1 calc R U . . .
C39 C 1.6314(14) 0.6348(13) 0.1527(12) 0.148(6) Uani 1 1 d . . . . .
H39 H 1.673741 0.641382 0.191267 0.177 Uiso 1 1 calc R U . . .
C40 C 1.6882(13) 0.6083(15) 0.087(2) 0.195(11) Uani 1 1 d . . . . .
H40 H 1.769695 0.592686 0.083705 0.234 Uiso 1 1 calc R U . . .
C41 C 1.6248(15) 0.6047(16) 0.0276(16) 0.186(9) Uani 1 1 d . . . . .
H41 H 1.662944 0.593199 -0.019561 0.224 Uiso 1 1 calc R U . . .
C42 C 1.5042(13) 0.6184(15) 0.0389(14) 0.179(8) Uani 1 1 d . . . . .
H42 H 1.460565 0.614850 -0.000457 0.214 Uiso 1 1 calc R U . . .
C43 C 1.3406(11) 0.8063(13) 0.3809(9) 0.115(4) Uani 1 1 d . . . . .
C44 C 1.2199(9) 0.8065(8) 0.3584(6) 0.086(2) Uani 1 1 d . . . . .
C45 C 1.1215(9) 0.8444(8) 0.3975(6) 0.090(3) Uani 1 1 d . . . . .
H45 H 1.131461 0.866938 0.438868 0.108 Uiso 1 1 calc R U . . .
C46 C 1.0070(9) 0.8505(7) 0.3776(6) 0.081(2) Uani 1 1 d . . . . .
C47 C 0.9034(9) 0.8911(7) 0.4223(6) 0.085(2) Uani 1 1 d . . . . .
C48 C 0.7942(10) 0.9192(8) 0.3873(7) 0.095(3) Uani 1 1 d . . . . .
H48 H 0.787669 0.916094 0.335502 0.114 Uiso 1 1 calc R U . . .
C49 C 0.6983(11) 0.9511(10) 0.4303(9) 0.117(4) Uani 1 1 d . . . . .
H49 H 0.625496 0.969372 0.407871 0.140 Uiso 1 1 calc R U . . .
C50 C 0.7078(15) 0.9567(12) 0.5059(11) 0.137(5) Uani 1 1 d . . . . .
H50 H 0.641003 0.977512 0.534922 0.165 Uiso 1 1 calc R U . . .
C51 C 0.8080(15) 0.9334(14) 0.5376(10) 0.143(6) Uani 1 1 d . . . . .
H51 H 0.811492 0.940647 0.588153 0.172 Uiso 1 1 calc R U . . .
C52 C 0.9136(12) 0.8972(11) 0.4989(7) 0.116(4) Uani 1 1 d . . . . .
H52 H 0.984823 0.878851 0.523444 0.140 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 O2 2.288(7) . ?
Sm1 O1 2.322(6) . ?
Sm1 O6 2.388(6) . ?
Sm1 O3 2.395(7) . ?
Sm1 O5 2.415(7) . ?
Sm1 O4 2.416(6) . ?
Sm1 O7 2.522(7) . ?
Sm1 O8 2.527(8) . ?
Sm1 N3 2.939(10) . ?
F1 C33 1.304(14) . ?
F2 C33 1.217(14) . ?
F3 C33 1.283(14) . ?
F4 C43 1.215(16) . ?
F5 C43 1.279(19) . ?
F6 C43 1.235(15) . ?
O1 C1 1.294(11) . ?
O2 C17 1.311(11) . ?
O3 C36 1.232(11) . ?
O4 C34 1.276(11) . ?
O5 C44 1.268(11) . ?
O6 C46 1.243(11) . ?
O7 N3 1.243(11) . ?
O8 N3 1.302(11) . ?
O9 C13 1.327(16) . ?
O9 C16 1.409(19) . ?
O10 C29 1.340(18) . ?
O10 C32 1.391(19) . ?
N1 C7 1.279(15) . ?
N1 C8 1.448(15) . ?
N2 C23 1.294(12) . ?
N2 C24 1.451(13) . ?
C1 C2 1.401(15) . ?
C1 C6 1.415(15) . ?
C2 C3 1.374(16) . ?
C3 C4 1.39(2) . ?
C4 C5 1.348(19) . ?
N3 O99 1.267(13) . ?
C5 C6 1.389(16) . ?
C6 C7 1.413(17) . ?
C8 C9 1.518(18) . ?
C9 C10 1.512(17) . ?
C10 C11 1.373(18) . ?
C10 C15 1.373(16) . ?
C11 C12 1.37(2) . ?
C12 C13 1.39(2) . ?
C13 C14 1.364(18) . ?
C14 C15 1.344(17) . ?
C17 C18 1.380(13) . ?
C17 C22 1.433(13) . ?
C18 C19 1.368(15) . ?
C19 C20 1.384(17) . ?
C20 C21 1.338(17) . ?
C21 C22 1.422(14) . ?
C22 C23 1.393(14) . ?
C24 C25 1.502(15) . ?
C25 C26 1.497(17) . ?
C26 C27 1.36(2) . ?
C26 C31 1.376(18) . ?
C27 C28 1.39(2) . ?
C28 C29 1.37(2) . ?
C29 C30 1.29(2) . ?
C30 C31 1.42(2) . ?
C33 C34 1.511(14) . ?
C34 C35 1.351(15) . ?
C35 C36 1.423(14) . ?
C36 C37 1.497(14) . ?
C37 C42 1.350(19) . ?
C37 C38 1.362(17) . ?
C38 C39 1.359(19) . ?
C39 C40 1.38(3) . ?
C40 C41 1.38(3) . ?
C41 C42 1.38(2) . ?
C43 C44 1.513(15) . ?
C44 C45 1.379(14) . ?
C45 C46 1.403(15) . ?
C46 C47 1.488(14) . ?
C47 C52 1.386(14) . ?
C47 C48 1.404(15) . ?
C48 C49 1.359(16) . ?
C49 C50 1.36(2) . ?
C50 C51 1.29(2) . ?
C51 C52 1.423(19) . ?

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
O2 Sm1 O1 163.5(2) . . ?
O2 Sm1 O6 88.9(2) . . ?
O1 Sm1 O6 93.5(3) . . ?
O2 Sm1 O3 83.1(2) . . ?
O1 Sm1 O3 85.3(3) . . ?
O6 Sm1 O3 143.1(2) . . ?
O2 Sm1 O5 83.4(2) . . ?
O1 Sm1 O5 82.1(3) . . ?
O6 Sm1 O5 69.7(2) . . ?
O3 Sm1 O5 73.5(2) . . ?
O2 Sm1 O4 93.9(2) . . ?
O1 Sm1 O4 93.3(3) . . ?
O6 Sm1 O4 145.7(2) . . ?
O3 Sm1 O4 71.1(2) . . ?
O5 Sm1 O4 144.6(2) . . ?
O2 Sm1 O7 72.5(2) . . ?
O1 Sm1 O7 123.6(2) . . ?
O6 Sm1 O7 71.4(2) . . ?
O3 Sm1 O7 137.9(2) . . ?
O5 Sm1 O7 134.2(2) . . ?
O4 Sm1 O7 76.9(2) . . ?
O2 Sm1 O8 123.3(2) . . ?
O1 Sm1 O8 72.9(3) . . ?
O6 Sm1 O8 72.8(2) . . ?
O3 Sm1 O8 140.1(2) . . ?
O5 Sm1 O8 133.0(2) . . ?
O4 Sm1 O8 77.2(2) . . ?
O7 Sm1 O8 50.8(2) . . ?
O2 Sm1 N3 97.1(3) . . ?
O1 Sm1 N3 98.9(3) . . ?
O6 Sm1 N3 67.7(2) . . ?
O3 Sm1 N3 149.0(2) . . ?
O5 Sm1 N3 137.4(2) . . ?
O4 Sm1 N3 78.1(2) . . ?
O7 Sm1 N3 24.8(2) . . ?
O8 Sm1 N3 26.2(2) . . ?
C1 O1 Sm1 145.0(7) . . ?
C17 O2 Sm1 145.7(6) . . ?
C36 O3 Sm1 140.8(6) . . ?
C34 O4 Sm1 132.8(6) . . ?
C44 O5 Sm1 134.7(6) . . ?
C46 O6 Sm1 141.5(6) . . ?
N3 O7 Sm1 96.7(6) . . ?
N3 O8 Sm1 94.9(5) . . ?
C13 O9 C16 118.4(14) . . ?
C29 O10 C32 118.6(14) . . ?
C7 N1 C8 127.9(10) . . ?
C23 N2 C24 125.1(8) . . ?
O1 C1 C2 122.9(9) . . ?
O1 C1 C6 120.2(10) . . ?
C2 C1 C6 116.7(9) . . ?
C3 C2 C1 121.9(11) . . ?
C2 C3 C4 119.7(14) . . ?
C5 C4 C3 120.1(13) . . ?
O7 N3 O99 122.5(10) . . ?
O7 N3 O8 116.6(8) . . ?
O99 N3 O8 120.7(10) . . ?
O7 N3 Sm1 58.5(5) . . ?
O99 N3 Sm1 167.6(8) . . ?
O8 N3 Sm1 58.9(5) . . ?
C4 C5 C6 121.3(13) . . ?
C5 C6 C7 119.5(11) . . ?
C5 C6 C1 120.1(12) . . ?
C7 C6 C1 120.3(10) . . ?
N1 C7 C6 127.1(10) . . ?
N1 C8 C9 111.9(10) . . ?
C10 C9 C8 115.0(10) . . ?
C11 C10 C15 118.5(13) . . ?
C11 C10 C9 120.3(11) . . ?
C15 C10 C9 121.2(12) . . ?
C12 C11 C10 119.6(13) . . ?
C11 C12 C13 122.1(14) . . ?
O9 C13 C14 117.9(14) . . ?
O9 C13 C12 125.7(14) . . ?
C14 C13 C12 116.3(13) . . ?
C15 C14 C13 122.5(12) . . ?
C14 C15 C10 120.9(13) . . ?
O2 C17 C18 123.8(8) . . ?
O2 C17 C22 118.7(8) . . ?
C18 C17 C22 117.5(9) . . ?
C19 C18 C17 121.8(10) . . ?
C18 C19 C20 121.4(11) . . ?
C21 C20 C19 118.7(11) . . ?
C20 C21 C22 122.4(10) . . ?
C23 C22 C21 119.2(9) . . ?
C23 C22 C17 122.5(9) . . ?
C21 C22 C17 118.1(10) . . ?
N2 C23 C22 125.4(9) . . ?
N2 C24 C25 107.9(8) . . ?
C26 C25 C24 115.1(10) . . ?
C27 C26 C31 117.5(13) . . ?
C27 C26 C25 122.9(13) . . ?
C31 C26 C25 119.3(13) . . ?
C26 C27 C28 121.5(16) . . ?
C29 C28 C27 120.5(18) . . ?
C30 C29 O10 125.5(15) . . ?
C30 C29 C28 117.5(16) . . ?
O10 C29 C28 116.8(16) . . ?
C29 C30 C31 124.4(15) . . ?
C26 C31 C30 118.2(15) . . ?
F2 C33 F3 104.8(12) . . ?
F2 C33 F1 105.5(13) . . ?
F3 C33 F1 102.6(12) . . ?
F2 C33 C34 112.2(10) . . ?
F3 C33 C34 115.8(10) . . ?
F1 C33 C34 114.8(9) . . ?
O4 C34 C35 128.5(9) . . ?
O4 C34 C33 112.6(9) . . ?
C35 C34 C33 118.9(9) . . ?
C34 C35 C36 125.4(9) . . ?
O3 C36 C35 121.0(9) . . ?
O3 C36 C37 118.6(9) . . ?
C35 C36 C37 120.5(9) . . ?
C42 C37 C38 119.3(13) . . ?
C42 C37 C36 122.3(12) . . ?
C38 C37 C36 118.2(11) . . ?
C39 C38 C37 121.6(15) . . ?
C38 C39 C40 118.7(17) . . ?
C39 C40 C41 120.2(15) . . ?
C42 C41 C40 118.9(19) . . ?
C37 C42 C41 120.8(18) . . ?
F4 C43 F6 110.1(16) . . ?
F4 C43 F5 103.8(16) . . ?
F6 C43 F5 98.8(14) . . ?
F4 C43 C44 114.2(12) . . ?
F6 C43 C44 116.9(12) . . ?
F5 C43 C44 111.2(13) . . ?
O5 C44 C45 128.2(9) . . ?
O5 C44 C43 111.9(9) . . ?
C45 C44 C43 119.7(9) . . ?
C44 C45 C46 123.0(9) . . ?
O6 C46 C45 122.3(9) . . ?
O6 C46 C47 116.4(9) . . ?
C45 C46 C47 121.0(8) . . ?
C52 C47 C48 120.5(10) . . ?
C52 C47 C46 120.5(10) . . ?
C48 C47 C46 118.9(9) . . ?
C49 C48 C47 119.0(11) . . ?
C48 C49 C50 120.7(14) . . ?
C51 C50 C49 120.8(14) . . ?
C50 C51 C52 123.2(12) . . ?
C47 C52 C51 115.7(12) . . ?

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 2.2(18) . . . . ?
Sm1 O1 C1 C6 177.5(8) . . . . ?
O1 C1 C2 C3 177.1(11) . . . . ?
C6 C1 C2 C3 1.7(17) . . . . ?
C1 C2 C3 C4 0(2) . . . . ?
C2 C3 C4 C5 -2(3) . . . . ?
Sm1 O7 N3 O99 165.4(9) . . . . ?
Sm1 O7 N3 O8 -9.8(8) . . . . ?
Sm1 O8 N3 O7 9.8(8) . . . . ?
Sm1 O8 N3 O99 -165.6(9) . . . . ?
C3 C4 C5 C6 2(3) . . . . ?
C4 C5 C6 C7 178.5(15) . . . . ?
C4 C5 C6 C1 0(2) . . . . ?
O1 C1 C6 C5 -177.5(11) . . . . ?
C2 C1 C6 C5 -1.9(17) . . . . ?
O1 C1 C6 C7 4.1(16) . . . . ?
C2 C1 C6 C7 179.7(11) . . . . ?
C8 N1 C7 C6 179.1(11) . . . . ?
C5 C6 C7 N1 -179.4(12) . . . . ?
C1 C6 C7 N1 -1(2) . . . . ?
C7 N1 C8 C9 -115.3(14) . . . . ?
N1 C8 C9 C10 64.0(15) . . . . ?
C8 C9 C10 C11 -91.8(15) . . . . ?
C8 C9 C10 C15 85.6(15) . . . . ?
C15 C10 C11 C12 0.7(19) . . . . ?
C9 C10 C11 C12 178.2(13) . . . . ?
C10 C11 C12 C13 -2(2) . . . . ?
C16 O9 C13 C14 -179.6(14) . . . . ?
C16 O9 C13 C12 4(2) . . . . ?
C11 C12 C13 O9 -179.8(14) . . . . ?
C11 C12 C13 C14 3(2) . . . . ?
O9 C13 C14 C15 179.5(12) . . . . ?
C12 C13 C14 C15 -3(2) . . . . ?
C13 C14 C15 C10 2(2) . . . . ?
C11 C10 C15 C14 -0.6(18) . . . . ?
C9 C10 C15 C14 -178.1(11) . . . . ?
Sm1 O2 C17 C18 5.7(15) . . . . ?
Sm1 O2 C17 C22 -172.7(6) . . . . ?
O2 C17 C18 C19 -179.9(9) . . . . ?
C22 C17 C18 C19 -1.5(14) . . . . ?
C17 C18 C19 C20 0.8(17) . . . . ?
C18 C19 C20 C21 -1.4(19) . . . . ?
C19 C20 C21 C22 2.8(18) . . . . ?
C20 C21 C22 C23 170.8(10) . . . . ?
C20 C21 C22 C17 -3.6(15) . . . . ?
O2 C17 C22 C23 7.2(12) . . . . ?
C18 C17 C22 C23 -171.3(8) . . . . ?
O2 C17 C22 C21 -178.7(8) . . . . ?
C18 C17 C22 C21 2.8(12) . . . . ?
C24 N2 C23 C22 166.8(8) . . . . ?
C21 C22 C23 N2 -171.6(8) . . . . ?
C17 C22 C23 N2 2.4(14) . . . . ?
C23 N2 C24 C25 -93.0(12) . . . . ?
N2 C24 C25 C26 -177.7(11) . . . . ?
C24 C25 C26 C27 57(2) . . . . ?
C24 C25 C26 C31 -130.2(14) . . . . ?
C31 C26 C27 C28 6(3) . . . . ?
C25 C26 C27 C28 179(2) . . . . ?
C26 C27 C28 C29 -5(4) . . . . ?
C32 O10 C29 C30 -7(4) . . . . ?
C32 O10 C29 C28 168(2) . . . . ?
C27 C28 C29 C30 -1(4) . . . . ?
C27 C28 C29 O10 -176(2) . . . . ?
O10 C29 C30 C31 -179.2(19) . . . . ?
C28 C29 C30 C31 6(4) . . . . ?
C27 C26 C31 C30 -1(2) . . . . ?
C25 C26 C31 C30 -174.8(14) . . . . ?
C29 C30 C31 C26 -5(3) . . . . ?
Sm1 O4 C34 C35 -9.6(17) . . . . ?
Sm1 O4 C34 C33 173.1(6) . . . . ?
F2 C33 C34 O4 -75.6(16) . . . . ?
F3 C33 C34 O4 164.1(11) . . . . ?
F1 C33 C34 O4 44.8(15) . . . . ?
F2 C33 C34 C35 106.8(16) . . . . ?
F3 C33 C34 C35 -13.5(17) . . . . ?
F1 C33 C34 C35 -132.8(13) . . . . ?
O4 C34 C35 C36 5.5(19) . . . . ?
C33 C34 C35 C36 -177.3(10) . . . . ?
Sm1 O3 C36 C35 -1.5(16) . . . . ?
Sm1 O3 C36 C37 177.7(7) . . . . ?
C34 C35 C36 O3 0.1(17) . . . . ?
C34 C35 C36 C37 -179.0(11) . . . . ?
O3 C36 C37 C42 -165.7(14) . . . . ?
C35 C36 C37 C42 13.4(19) . . . . ?
O3 C36 C37 C38 9.2(16) . . . . ?
C35 C36 C37 C38 -171.7(11) . . . . ?
C42 C37 C38 C39 -8(2) . . . . ?
C36 C37 C38 C39 176.8(12) . . . . ?
C37 C38 C39 C40 3(2) . . . . ?
C38 C39 C40 C41 4(3) . . . . ?
C39 C40 C41 C42 -6(4) . . . . ?
C38 C37 C42 C41 6(3) . . . . ?
C36 C37 C42 C41 -179.4(16) . . . . ?
C40 C41 C42 C37 1(3) . . . . ?
Sm1 O5 C44 C45 8.2(17) . . . . ?
Sm1 O5 C44 C43 -176.0(8) . . . . ?
F4 C43 C44 O5 47(2) . . . . ?
F6 C43 C44 O5 177.4(15) . . . . ?
F5 C43 C44 O5 -70.3(16) . . . . ?
F4 C43 C44 C45 -137.0(17) . . . . ?
F6 C43 C44 C45 -6(2) . . . . ?
F5 C43 C44 C45 105.9(16) . . . . ?
O5 C44 C45 C46 -6.9(18) . . . . ?
C43 C44 C45 C46 177.6(11) . . . . ?
Sm1 O6 C46 C45 -6.2(16) . . . . ?
Sm1 O6 C46 C47 179.6(6) . . . . ?
C44 C45 C46 O6 5.4(16) . . . . ?
C44 C45 C46 C47 179.4(9) . . . . ?
O6 C46 C47 C52 156.1(11) . . . . ?
C45 C46 C47 C52 -18.2(16) . . . . ?
O6 C46 C47 C48 -21.4(13) . . . . ?
C45 C46 C47 C48 164.3(10) . . . . ?
C52 C47 C48 C49 -1.0(17) . . . . ?
C46 C47 C48 C49 176.5(10) . . . . ?
C47 C48 C49 C50 1(2) . . . . ?
C48 C49 C50 C51 1(3) . . . . ?
C49 C50 C51 C52 -2(3) . . . . ?
C48 C47 C52 C51 -0.2(19) . . . . ?
C46 C47 C52 C51 -177.6(12) . . . . ?
C50 C51 C52 C47 2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O1 0.86 1.96 2.625(11) 133.5 . yes
N1 H1 O8 0.86 2.40 3.136(11) 144.1 . yes
N2 H77 O2 0.86 1.99 2.637(10) 131.7 . yes
N2 H77 O7 0.86 2.32 3.071(11) 145.7 . yes
C23 H23 O4 0.93 2.52 3.435(12) 168.4 2_775 yes

_refine_diff_density_max         1.972
_refine_diff_density_min         -2.179
_refine_diff_density_rms         0.145

