#------------------------------------------------------------------------------
#$Date: 2025-04-18 01:35:47 +0300 (Fri, 18 Apr 2025) $
#$Revision: 299320 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/02/7250288.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7250288
loop_
_publ_author_name
'Al Riyami, Najat A.'
'Husband, John S.'
'Al Shihhi, Amira'
'Sivakumar, Nallusamy'
'Al-Rasbi, Nawal K.'
_publ_section_title
;
 Self-assembly of Sm(iii) Schiff base complexes: crystal structure,
 luminescence and antibacterial inhibition activity
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D4CE00843J
_journal_year                    2025
_chemical_formula_sum            'C52 H46 F6 N3 O11 Sm'
_chemical_formula_weight         1153.27
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-06-18 deposited with the CCDC.	2025-04-02 downloaded from the CCDC.
;
_cell_angle_alpha                66.38(7)
_cell_angle_beta                 81.58(8)
_cell_angle_gamma                78.42(8)
_cell_formula_units_Z            2
_cell_length_a                   11.659(13)
_cell_length_b                   14.662(14)
_cell_length_c                   17.291(15)
_cell_measurement_reflns_used    8031
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      48.22
_cell_measurement_theta_min      3
_cell_volume                     2646(5)
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       ipds
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14859
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        24.108
_diffrn_reflns_theta_max         24.108
_diffrn_reflns_theta_min         1.788
_diffrn_source                   X-ray
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1166
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.972
_refine_diff_density_min         -2.179
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         8031
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0855
_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)+(0.1754P)²+1.3911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2250
_refine_ls_wR_factor_ref         0.2375
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6855
_reflns_number_total             8031
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00843j2.cif
_cod_data_source_block           shelx_CCDC1
_cod_database_code               7250288
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_min   0.814
_shelx_estimated_absorpt_t_max   0.890
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 . . .
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'
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_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_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
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) . . . . ?
