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#$Date: 2025-04-18 01:35:47 +0300 (Fri, 18 Apr 2025) $
#$Revision: 299320 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/02/7250287.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_7250287
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            'C36 H28 Cl F12 N6 O8 Sm'
_chemical_formula_weight         1086.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_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                90
_cell_angle_beta                 95.60(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.700(2)
_cell_length_b                   20.300(4)
_cell_length_c                   21.110(4)
_cell_measurement_reflns_used    7759
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      49.42
_cell_measurement_theta_min      4
_cell_volume                     4563.4(15)
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.1694
_diffrn_reflns_av_unetI/netI     0.1531
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            30671
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         2.160
_diffrn_source                   X-ray
_exptl_absorpt_coefficient_mu    1.447
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2148
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.801
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       0.0027(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         8038
_refine_ls_number_restraints     269
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.1720
_refine_ls_R_factor_gt           0.0737
_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)+(0.1166P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1749
_refine_ls_wR_factor_ref         0.2192
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3897
_reflns_number_total             8038
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00843j2.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        4563.4(16)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7250287
_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   0.761
_shelx_estimated_absorpt_t_max   0.869
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'
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 . . .
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'
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_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_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) . . . . ?
