#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/30/7023045.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_7023045
loop_
_publ_author_name
'Li, Weizuo'
'Yan, Pengfei'
'Hou, Guangfeng'
'Li, Hongfeng'
'Li, Guangming'
_publ_section_title
;
 Efficient red emission from PMMA films doped with 5,6-DTFI europium(III)
 complexes: synthesis, structure and photophysical properties.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11537
_journal_page_last               11547
_journal_paper_doi               10.1039/c3dt50580d
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C51 H38 F9 N2 O12 Sm'
_chemical_formula_sum            'C51 H38 F9 N2 O12 Sm'
_chemical_formula_weight         1192.18
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.068(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.3432(5)
_cell_length_b                   19.5487(9)
_cell_length_c                   19.7565(5)
_cell_measurement_reflns_used    3930
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0922
_cell_measurement_theta_min      2.9917
_cell_volume                     4926.4(3)
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1954
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            21735
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.00
_exptl_absorpt_coefficient_mu    1.291
_exptl_absorpt_correction_T_max  0.7915
_exptl_absorpt_correction_T_min  0.7219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2388
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.167
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     703
_refine_ls_number_reflns         8659
_refine_ls_number_restraints     69
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0457
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0460P)²+3.4966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1226
_reflns_number_gt                5431
_reflns_number_total             8659
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt50580d.txt
_cod_data_source_block           1702
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7023045
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4393(5) 0.7406(4) 0.1739(4) 0.080(3) Uani 1 1 d DU . .
C2 C 0.5112(5) 0.7392(4) 0.2501(3) 0.0521(19) Uani 1 1 d U A .
C3 C 0.4800(4) 0.7070(4) 0.3017(3) 0.0442(16) Uani 1 1 d . . .
C4 C 0.5474(5) 0.7043(3) 0.3732(3) 0.0423(16) Uani 1 1 d . A .
C5 C 0.4941(4) 0.6653(3) 0.4159(3) 0.0415(16) Uani 1 1 d . . .
C6 C 0.5303(5) 0.6457(3) 0.4867(3) 0.0455(16) Uani 1 1 d . A .
H6 H 0.5963 0.6589 0.5150 0.055 Uiso 1 1 calc R . .
C7 C 0.4664(5) 0.6068(4) 0.5134(3) 0.0478(17) Uani 1 1 d . . .
C8 C 0.3642(5) 0.5878(4) 0.4695(4) 0.0524(18) Uani 1 1 d . A .
C9 C 0.3306(5) 0.6064(4) 0.3993(3) 0.0552(19) Uani 1 1 d . . .
H9 H 0.2648 0.5934 0.3706 0.066 Uiso 1 1 calc R A .
C10 C 0.3971(5) 0.6449(3) 0.3726(3) 0.0451(16) Uani 1 1 d . A .
C11 C 0.5929(6) 0.5933(5) 0.6252(4) 0.080(3) Uani 1 1 d . . .
H11A H 0.6004 0.5732 0.6708 0.120 Uiso 1 1 calc R A .
H11B H 0.6049 0.6417 0.6305 0.120 Uiso 1 1 calc R . .
H11C H 0.6430 0.5733 0.6048 0.120 Uiso 1 1 calc R . .
C12 C 0.2045(6) 0.5308(4) 0.4640(4) 0.085(3) Uani 1 1 d . A .
H12A H 0.1730 0.5051 0.4938 0.128 Uiso 1 1 calc R . .
H12B H 0.2078 0.5030 0.4247 0.128 Uiso 1 1 calc R . .
H12C H 0.1630 0.5708 0.4468 0.128 Uiso 1 1 calc R . .
C13 C 0.8989(5) 0.9371(3) 0.2502(3) 0.060(2) Uani 1 1 d D . .
C14 C 0.8769(5) 0.8958(3) 0.3087(3) 0.0439(16) Uani 1 1 d . A .
C15 C 0.9419(5) 0.9028(3) 0.3771(3) 0.0383(15) Uani 1 1 d . . .
C16 C 0.9187(4) 0.8683(3) 0.4350(3) 0.0372(14) Uani 1 1 d . A .
C17 C 1.0024(4) 0.8865(3) 0.5000(3) 0.0331(13) Uani 1 1 d . . .
C18 C 1.0148(5) 0.8654(3) 0.5702(3) 0.0421(15) Uani 1 1 d . . .
H18 H 0.9663 0.8365 0.5811 0.050 Uiso 1 1 calc R . .
C19 C 1.1008(5) 0.8888(4) 0.6221(3) 0.0471(17) Uani 1 1 d . . .
C20 C 1.1745(5) 0.9320(4) 0.6044(3) 0.0508(18) Uani 1 1 d . . .
C21 C 1.1606(5) 0.9520(4) 0.5357(3) 0.0492(17) Uani 1 1 d . . .
H21 H 1.2090 0.9806 0.5245 0.059 Uiso 1 1 calc R . .
C22 C 1.0727(5) 0.9286(3) 0.4828(3) 0.0408(15) Uani 1 1 d . . .
C23 C 1.0393(6) 0.8452(4) 0.7150(3) 0.069(2) Uani 1 1 d . . .
H23A H 1.0635 0.8365 0.7650 0.103 Uiso 1 1 calc R . .
H23B H 1.0162 0.8031 0.6902 0.103 Uiso 1 1 calc R . .
H23C H 0.9820 0.8770 0.7050 0.103 Uiso 1 1 calc R . .
C24 C 1.3307(6) 0.9976(5) 0.6478(4) 0.097(3) Uani 1 1 d . . .
H24A H 1.3833 1.0075 0.6916 0.146 Uiso 1 1 calc R . .
H24B H 1.2964 1.0393 0.6279 0.146 Uiso 1 1 calc R . .
H24C H 1.3631 0.9772 0.6153 0.146 Uiso 1 1 calc R . .
C25 C 0.9787(4) 0.6493(3) 0.5429(3) 0.0587(19) Uani 1 1 d D . .
C26 C 0.9579(5) 0.6831(3) 0.4716(3) 0.0423(15) Uani 1 1 d . A .
C27 C 1.0383(5) 0.7140(3) 0.4534(3) 0.0403(15) Uani 1 1 d . . .
C28 C 1.0245(4) 0.7407(3) 0.3838(3) 0.0379(15) Uani 1 1 d . A .
C29 C 1.1255(4) 0.7681(3) 0.3811(3) 0.0389(15) Uani 1 1 d . . .
C30 C 1.1485(4) 0.7993(3) 0.3235(3) 0.0417(15) Uani 1 1 d . . .
H30 H 1.0976 0.8037 0.2800 0.050 Uiso 1 1 calc R . .
C31 C 1.2477(5) 0.8228(3) 0.3334(3) 0.0458(16) Uani 1 1 d . . .
C32 C 1.3234(5) 0.8178(3) 0.4011(3) 0.0466(16) Uani 1 1 d . . .
C33 C 1.2980(5) 0.7870(4) 0.4570(3) 0.0464(16) Uani 1 1 d . . .
H33 H 1.3478 0.7838 0.5011 0.056 Uiso 1 1 calc R . .
C34 C 1.1981(5) 0.7611(3) 0.4468(3) 0.0405(16) Uani 1 1 d . . .
C35 C 1.2102(6) 0.8555(5) 0.2136(3) 0.080(3) Uani 1 1 d . . .
H35A H 1.2417 0.8780 0.1818 0.120 Uiso 1 1 calc R . .
H35B H 1.1493 0.8805 0.2157 0.120 Uiso 1 1 calc R . .
H35C H 1.1902 0.8099 0.1970 0.120 Uiso 1 1 calc R . .
C36 C 1.4967(5) 0.8473(4) 0.4705(4) 0.070(2) Uani 1 1 d . . .
H36A H 1.5592 0.8677 0.4649 0.106 Uiso 1 1 calc R . .
H36B H 1.5121 0.8019 0.4893 0.106 Uiso 1 1 calc R . .
H36C H 1.4714 0.8744 0.5026 0.106 Uiso 1 1 calc R . .
C37 C 0.6963(4) 0.5994(3) 0.2374(3) 0.0385(15) Uani 1 1 d . . .
C38 C 0.6843(5) 0.5822(4) 0.3500(3) 0.0509(18) Uani 1 1 d . . .
H38 H 0.6966 0.5974 0.3963 0.061 Uiso 1 1 calc R . .
C39 C 0.6398(5) 0.5179(4) 0.3329(4) 0.0588(19) Uani 1 1 d . . .
H39 H 0.6205 0.4918 0.3664 0.071 Uiso 1 1 calc R . .
C40 C 0.6250(5) 0.4936(4) 0.2654(4) 0.0577(19) Uani 1 1 d . . .
H40 H 0.5947 0.4509 0.2523 0.069 Uiso 1 1 calc R . .
C41 C 0.6562(5) 0.5344(4) 0.2162(3) 0.0466(16) Uani 1 1 d . . .
C42 C 0.6477(5) 0.5110(4) 0.1457(4) 0.061(2) Uani 1 1 d . . .
H42 H 0.6213 0.4676 0.1316 0.073 Uiso 1 1 calc R . .
C43 C 0.6774(5) 0.5510(4) 0.1006(4) 0.059(2) Uani 1 1 d . . .
H43 H 0.6722 0.5345 0.0555 0.071 Uiso 1 1 calc R . .
C44 C 0.7174(4) 0.6190(3) 0.1194(3) 0.0407(15) Uani 1 1 d . . .
C45 C 0.7437(4) 0.6631(4) 0.0721(3) 0.0488(18) Uani 1 1 d . . .
H45 H 0.7388 0.6488 0.0264 0.059 Uiso 1 1 calc R . .
C46 C 0.7763(5) 0.7269(4) 0.0932(3) 0.053(2) Uani 1 1 d . . .
H46 H 0.7935 0.7570 0.0619 0.063 Uiso 1 1 calc R . .
C47 C 0.7843(5) 0.7477(4) 0.1621(3) 0.0493(17) Uani 1 1 d . . .
H47 H 0.8062 0.7922 0.1755 0.059 Uiso 1 1 calc R . .
C48 C 0.7267(4) 0.6432(3) 0.1881(3) 0.0352(14) Uani 1 1 d . . .
C49 C 1.1516(5) 0.7266(4) 0.4977(3) 0.0490(17) Uani 1 1 d . . .
H49A H 1.1548 0.7558 0.5380 0.059 Uiso 1 1 calc R . .
H49B H 1.1872 0.6838 0.5145 0.059 Uiso 1 1 calc R . .
C50 C 1.0412(4) 0.9443(3) 0.4050(3) 0.0432(16) Uani 1 1 d . . .
H50A H 1.0946 0.9297 0.3837 0.052 Uiso 1 1 calc R . .
H50B H 1.0279 0.9927 0.3962 0.052 Uiso 1 1 calc R . .
C51 C 0.3794(5) 0.6697(4) 0.2978(3) 0.0530(18) Uani 1 1 d . A .
H51A H 0.3195 0.7003 0.2836 0.064 Uiso 1 1 calc R . .
H51B H 0.3684 0.6317 0.2648 0.064 Uiso 1 1 calc R . .
F1 F 0.4410(13) 0.7937(7) 0.1337(8) 0.163(6) Uani 0.50 1 d PDU A 1
F2 F 0.3379(5) 0.7337(6) 0.1655(5) 0.068(3) Uani 0.50 1 d PDU A 1
F3 F 0.4644(10) 0.6853(6) 0.1419(6) 0.132(4) Uani 0.50 1 d PDU A 1
F1' F 0.4081(8) 0.8067(4) 0.1618(5) 0.082(3) Uani 0.50 1 d PDU A 2
F2' F 0.3567(7) 0.6992(5) 0.1579(5) 0.079(3) Uani 0.50 1 d PDU A 2
F3' F 0.4917(5) 0.7362(5) 0.1268(3) 0.0500(19) Uani 0.50 1 d PDU A 2
F4 F 0.9751(4) 0.9823(3) 0.2663(2) 0.116(2) Uani 1 1 d D . .
F5 F 0.8167(4) 0.9697(3) 0.2114(3) 0.141(3) Uani 1 1 d D . .
F6 F 0.9234(5) 0.8968(3) 0.2037(3) 0.1143(18) Uani 1 1 d DU . .
F7 F 0.8957(4) 0.6199(3) 0.5537(2) 0.0950(16) Uani 1 1 d D . .
F8 F 1.0553(4) 0.6041(3) 0.5567(3) 0.1101(17) Uani 1 1 d DU . .
F9 F 1.0081(4) 0.6931(3) 0.5970(2) 0.0943(16) Uani 1 1 d D . .
N4 N 0.7104(4) 0.6233(3) 0.3045(2) 0.0430(13) Uani 1 1 d . . .
N5 N 0.7620(4) 0.7069(3) 0.2093(2) 0.0400(13) Uani 1 1 d . . .
Sm1 Sm 0.76636(2) 0.750404(18) 0.336388(14) 0.03501(12) Uani 1 1 d . A .
O1 O 0.5986(3) 0.7700(3) 0.2570(2) 0.0558(13) Uani 1 1 d . . .
O2 O 0.6389(3) 0.7295(2) 0.39787(19) 0.0428(11) Uani 1 1 d . . .
O3 O 0.4907(4) 0.5812(3) 0.5805(2) 0.0700(15) Uani 1 1 d . A .
O4 O 0.3073(4) 0.5508(3) 0.5035(2) 0.0733(16) Uani 1 1 d . . .
O5 O 0.7982(3) 0.8568(2) 0.28676(19) 0.0449(11) Uani 1 1 d . . .
O6 O 0.8441(3) 0.8284(2) 0.43269(18) 0.0420(10) Uani 1 1 d . . .
O7 O 1.1226(3) 0.8732(3) 0.6924(2) 0.0643(14) Uani 1 1 d . . .
O8 O 1.2551(4) 0.9513(3) 0.6607(2) 0.0734(16) Uani 1 1 d . . .
O9 O 0.8615(3) 0.6805(2) 0.4346(2) 0.0487(11) Uani 1 1 d . . .
O10 O 0.9422(3) 0.7413(2) 0.33238(19) 0.0402(10) Uani 1 1 d . . .
O11 O 1.2841(3) 0.8525(3) 0.2829(2) 0.0628(14) Uani 1 1 d . . .
O12 O 1.4189(3) 0.8442(3) 0.4038(2) 0.0600(13) Uani 1 1 d . . .
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
F1 C1 F3' 61.2(8)
F1 C1 F2 101.8(10)
F3' C1 F2 129.8(8)
F1 C1 F2' 120.0(11)
F3' C1 F2' 111.5(8)
F2 C1 F2' 32.9(6)
F1 C1 F3 107.5(11)
F3' C1 F3 50.2(6)
F2 C1 F3 104.3(9)
F2' C1 F3 72.7(8)
F1 C1 F1' 36.7(8)
F3' C1 F1' 97.8(7)
F2 C1 F1' 80.0(7)
F2' C1 F1' 110.4(8)
F3 C1 F1' 142.1(9)
F1 C1 C2 119.6(9)
F3' C1 C2 112.5(6)
F2 C1 C2 116.4(7)
F2' C1 C2 117.3(7)
F3 C1 C2 106.1(8)
F1' C1 C2 105.2(7)
O1 C2 C3 127.2(6)
O1 C2 C1 112.6(5)
C3 C2 C1 120.2(6)
C2 C3 C4 120.9(6)
C2 C3 C51 130.3(6)
C4 C3 C51 108.8(5)
O2 C4 C3 127.9(5)
O2 C4 C5 123.6(5)
C3 C4 C5 108.4(5)
C10 C5 C6 121.8(6)
C10 C5 C4 108.5(5)
C6 C5 C4 129.6(6)
C7 C6 C5 118.2(6)
C7 C6 H6 120.9
C5 C6 H6 120.9
C6 C7 O3 125.8(6)
C6 C7 C8 120.2(6)
O3 C7 C8 113.9(6)
O4 C8 C9 125.1(6)
O4 C8 C7 114.1(6)
C9 C8 C7 120.8(6)
C8 C9 C10 118.3(6)
C8 C9 H9 120.9
C10 C9 H9 120.9
C9 C10 C5 120.7(6)
C9 C10 C51 128.1(6)
C5 C10 C51 111.2(5)
O3 C11 H11A 109.5
O3 C11 H11B 109.5
H11A C11 H11B 109.5
O3 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
O4 C12 H12A 109.5
O4 C12 H12B 109.5
H12A C12 H12B 109.5
O4 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
F5 C13 F4 105.7(6)
F5 C13 F6 102.6(6)
F4 C13 F6 103.8(5)
F5 C13 C14 113.1(5)
F4 C13 C14 119.0(5)
F6 C13 C14 111.1(5)
O5 C14 C15 127.9(6)
O5 C14 C13 112.8(5)
C15 C14 C13 119.3(6)
C14 C15 C16 120.8(6)
C14 C15 C50 129.8(5)
C16 C15 C50 109.4(5)
O6 C16 C15 128.1(5)
O6 C16 C17 124.7(5)
C15 C16 C17 107.2(5)
C22 C17 C18 122.1(5)
C22 C17 C16 109.2(5)
C18 C17 C16 128.8(5)
C19 C18 C17 117.9(6)
C19 C18 H18 121.0
C17 C18 H18 121.0
O7 C19 C18 124.5(6)
O7 C19 C20 115.3(6)
C18 C19 C20 120.2(6)
O8 C20 C21 125.3(6)
O8 C20 C19 114.0(6)
C21 C20 C19 120.8(6)
C20 C21 C22 119.1(6)
C20 C21 H21 120.4
C22 C21 H21 120.4
C17 C22 C21 119.9(5)
C17 C22 C50 111.8(5)
C21 C22 C50 128.3(6)
O7 C23 H23A 109.5
O7 C23 H23B 109.5
H23A C23 H23B 109.5
O7 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
O8 C24 H24A 109.5
O8 C24 H24B 109.5
H24A C24 H24B 109.5
O8 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
F8 C25 F7 108.1(5)
F8 C25 F9 103.7(5)
F7 C25 F9 102.3(5)
F8 C25 C26 114.0(5)
F7 C25 C26 114.2(5)
F9 C25 C26 113.4(5)
O9 C26 C27 127.0(5)
O9 C26 C25 113.3(5)
C27 C26 C25 119.7(6)
C26 C27 C28 121.6(5)
C26 C27 C49 129.9(5)
C28 C27 C49 108.6(5)
O10 C28 C27 127.9(5)
O10 C28 C29 124.1(5)
C27 C28 C29 107.9(5)
C34 C29 C30 123.1(6)
C34 C29 C28 109.2(5)
C30 C29 C28 127.6(5)
C31 C30 C29 117.7(5)
C31 C30 H30 121.1
C29 C30 H30 121.1
C30 C31 O11 125.4(6)
C30 C31 C32 120.3(6)
O11 C31 C32 114.2(5)
O12 C32 C33 125.4(6)
O12 C32 C31 114.2(5)
C33 C32 C31 120.5(6)
C32 C33 C34 119.6(5)
C32 C33 H33 120.2
C34 C33 H33 120.2
C29 C34 C33 118.7(6)
C29 C34 C49 111.3(5)
C33 C34 C49 129.9(5)
O11 C35 H35A 109.5
O11 C35 H35B 109.5
H35A C35 H35B 109.5
O11 C35 H35C 109.5
H35A C35 H35C 109.5
H35B C35 H35C 109.5
O12 C36 H36A 109.5
O12 C36 H36B 109.5
H36A C36 H36B 109.5
O12 C36 H36C 109.5
H36A C36 H36C 109.5
H36B C36 H36C 109.5
N4 C37 C41 122.4(6)
N4 C37 C48 117.8(6)
C41 C37 C48 119.8(5)
N4 C38 C39 124.2(6)
N4 C38 H38 117.9
C39 C38 H38 117.9
C40 C39 C38 118.6(6)
C40 C39 H39 120.7
C38 C39 H39 120.7
C39 C40 C41 119.1(6)
C39 C40 H40 120.5
C41 C40 H40 120.5
C37 C41 C40 118.2(6)
C37 C41 C42 119.7(6)
C40 C41 C42 122.1(7)
C43 C42 C41 120.5(7)
C43 C42 H42 119.8
C41 C42 H42 119.8
C42 C43 C44 122.0(6)
C42 C43 H43 119.0
C44 C43 H43 119.0
C45 C44 C48 118.1(6)
C45 C44 C43 123.1(6)
C48 C44 C43 118.7(6)
C46 C45 C44 119.3(6)
C46 C45 H45 120.4
C44 C45 H45 120.4
C45 C46 C47 119.9(6)
C45 C46 H46 120.0
C47 C46 H46 120.0
N5 C47 C46 122.8(7)
N5 C47 H47 118.6
C46 C47 H47 118.6
N5 C48 C44 122.1(5)
N5 C48 C37 118.6(5)
C44 C48 C37 119.3(6)
C34 C49 C27 102.9(5)
C34 C49 H49A 111.2
C27 C49 H49A 111.2
C34 C49 H49B 111.2
C27 C49 H49B 111.2
H49A C49 H49B 109.1
C22 C50 C15 102.4(5)
C22 C50 H50A 111.3
C15 C50 H50A 111.3
C22 C50 H50B 111.3
C15 C50 H50B 111.3
H50A C50 H50B 109.2
C10 C51 C3 103.0(5)
C10 C51 H51A 111.2
C3 C51 H51A 111.2
C10 C51 H51B 111.2
C3 C51 H51B 111.2
H51A C51 H51B 109.1
C38 N4 C37 117.5(6)
C38 N4 Sm1 121.7(4)
C37 N4 Sm1 120.5(4)
C47 N5 C48 117.8(5)
C47 N5 Sm1 121.9(4)
C48 N5 Sm1 120.0(4)
O1 Sm1 O10 138.05(13)
O1 Sm1 O5 80.43(15)
O10 Sm1 O5 75.85(14)
O1 Sm1 O2 71.84(13)
O10 Sm1 O2 149.10(13)
O5 Sm1 O2 126.42(14)
O1 Sm1 O9 143.29(15)
O10 Sm1 O9 72.07(13)
O5 Sm1 O9 135.18(14)
O2 Sm1 O9 77.30(14)
O1 Sm1 O6 121.63(15)
O10 Sm1 O6 82.74(13)
O5 Sm1 O6 71.77(13)
O2 Sm1 O6 85.03(13)
O9 Sm1 O6 73.84(15)
O1 Sm1 N4 81.16(17)
O10 Sm1 N4 97.79(14)
O5 Sm1 N4 143.12(13)
O2 Sm1 N4 76.46(14)
O9 Sm1 N4 72.59(15)
O6 Sm1 N4 144.41(14)
O1 Sm1 N5 70.60(14)
O10 Sm1 N5 71.94(13)
O5 Sm1 N5 81.20(15)
O2 Sm1 N5 127.40(14)
O9 Sm1 N5 116.31(15)
O6 Sm1 N5 146.74(14)
N4 Sm1 N5 62.57(15)
C2 O1 Sm1 130.5(4)
C4 O2 Sm1 128.0(3)
C7 O3 C11 117.2(5)
C8 O4 C12 117.7(6)
C14 O5 Sm1 127.8(4)
C16 O6 Sm1 124.9(3)
C19 O7 C23 116.8(5)
C20 O8 C24 117.5(5)
C26 O9 Sm1 129.9(4)
C28 O10 Sm1 127.6(3)
C31 O11 C35 115.0(5)
C32 O12 C36 118.2(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 F1 1.310(5)
C1 F3' 1.320(5)
C1 F2 1.320(5)
C1 F2' 1.328(5)
C1 F3 1.343(5)
C1 F1' 1.357(5)
C1 C2 1.530(9)
C2 O1 1.285(7)
C2 C3 1.362(8)
C3 C4 1.436(8)
C3 C51 1.510(8)
C4 O2 1.273(7)
C4 C5 1.466(8)
C5 C10 1.385(8)
C5 C6 1.393(8)
C6 C7 1.359(8)
C6 H6 0.9300
C7 O3 1.364(7)
C7 C8 1.435(9)
C8 O4 1.360(7)
C8 C9 1.375(9)
C9 C10 1.381(8)
C9 H9 0.9300
C10 C51 1.507(8)
C11 O3 1.410(8)
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C12 O4 1.419(8)
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
C13 F5 1.305(5)
C13 F4 1.314(4)
C13 F6 1.321(4)
C13 C14 1.508(8)
C14 O5 1.267(7)
C14 C15 1.381(8)
C15 C16 1.436(7)
C15 C50 1.513(8)
C16 O6 1.255(6)
C16 C17 1.477(8)
C17 C22 1.364(8)
C17 C18 1.410(7)
C18 C19 1.373(8)
C18 H18 0.9300
C19 O7 1.368(7)
C19 C20 1.416(8)
C20 O8 1.354(7)
C20 C21 1.372(8)
C21 C22 1.398(8)
C21 H21 0.9300
C22 C50 1.503(7)
C23 O7 1.424(7)
C23 H23A 0.9600
C23 H23B 0.9600
C23 H23C 0.9600
C24 O8 1.432(8)
C24 H24A 0.9600
C24 H24B 0.9600
C24 H24C 0.9600
C25 F8 1.318(4)
C25 F7 1.320(4)
C25 F9 1.335(5)
C25 C26 1.506(8)
C26 O9 1.281(7)
C26 C27 1.367(8)
C27 C28 1.432(8)
C27 C49 1.528(8)
C28 O10 1.259(6)
C28 C29 1.466(8)
C29 C34 1.379(8)
C29 C30 1.403(8)
C30 C31 1.360(8)
C30 H30 0.9300
C31 O11 1.363(7)
C31 C32 1.422(8)
C32 O12 1.362(7)
C32 C33 1.384(8)
C33 C34 1.385(8)
C33 H33 0.9300
C34 C49 1.490(8)
C35 O11 1.433(7)
C35 H35A 0.9600
C35 H35B 0.9600
C35 H35C 0.9600
C36 O12 1.420(7)
C36 H36A 0.9600
C36 H36B 0.9600
C36 H36C 0.9600
C37 N4 1.365(7)
C37 C41 1.395(8)
C37 C48 1.442(8)
C38 N4 1.325(7)
C38 C39 1.389(9)
C38 H38 0.9300
C39 C40 1.373(9)
C39 H39 0.9300
C40 C41 1.411(9)
C40 H40 0.9300
C41 C42 1.437(8)
C42 C43 1.331(9)
C42 H42 0.9300
C43 C44 1.439(9)
C43 H43 0.9300
C44 C45 1.391(8)
C44 C48 1.407(7)
C45 C46 1.346(9)
C45 H45 0.9300
C46 C47 1.393(8)
C46 H46 0.9300
C47 N5 1.326(7)
C47 H47 0.9300
C48 N5 1.354(7)
C49 H49A 0.9700
C49 H49B 0.9700
C50 H50A 0.9700
C50 H50B 0.9700
C51 H51A 0.9700
C51 H51B 0.9700
N4 Sm1 2.618(5)
N5 Sm1 2.636(5)
Sm1 O1 2.357(4)
Sm1 O10 2.377(4)
Sm1 O5 2.391(4)
Sm1 O2 2.398(4)
Sm1 O9 2.407(4)
Sm1 O6 2.422(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
F1 C1 C2 O1 -33.0(13)
F3' C1 C2 O1 35.6(9)
F2 C1 C2 O1 -156.0(8)
F2' C1 C2 O1 167.0(8)
F3 C1 C2 O1 88.5(9)
F1' C1 C2 O1 -69.8(8)
F1 C1 C2 C3 147.4(11)
F3' C1 C2 C3 -144.0(8)
F2 C1 C2 C3 24.4(11)
F2' C1 C2 C3 -12.6(11)
F3 C1 C2 C3 -91.0(9)
F1' C1 C2 C3 110.6(8)
O1 C2 C3 C4 -0.6(11)
C1 C2 C3 C4 178.9(6)
O1 C2 C3 C51 -179.8(7)
C1 C2 C3 C51 -0.3(12)
C2 C3 C4 O2 0.5(11)
C51 C3 C4 O2 179.9(6)
C2 C3 C4 C5 -178.6(6)
C51 C3 C4 C5 0.8(7)
O2 C4 C5 C10 -179.3(6)
C3 C4 C5 C10 -0.2(7)
O2 C4 C5 C6 -3.2(11)
C3 C4 C5 C6 175.9(6)
C10 C5 C6 C7 -1.6(9)
C4 C5 C6 C7 -177.2(6)
C5 C6 C7 O3 177.5(6)
C5 C6 C7 C8 -1.0(9)
C6 C7 C8 O4 -178.0(6)
O3 C7 C8 O4 3.3(9)
C6 C7 C8 C9 2.4(10)
O3 C7 C8 C9 -176.3(6)
O4 C8 C9 C10 179.2(6)
C7 C8 C9 C10 -1.2(10)
C8 C9 C10 C5 -1.4(10)
C8 C9 C10 C51 178.4(7)
C6 C5 C10 C9 2.8(10)
C4 C5 C10 C9 179.3(6)
C6 C5 C10 C51 -176.9(6)
C4 C5 C10 C51 -0.5(8)
F5 C13 C14 O5 51.4(8)
F4 C13 C14 O5 176.4(6)
F6 C13 C14 O5 -63.3(7)
F5 C13 C14 C15 -129.7(6)
F4 C13 C14 C15 -4.7(9)
F6 C13 C14 C15 115.6(6)
O5 C14 C15 C16 -6.0(10)
C13 C14 C15 C16 175.3(5)
O5 C14 C15 C50 174.6(6)
C13 C14 C15 C50 -4.1(10)
C14 C15 C16 O6 1.9(10)
C50 C15 C16 O6 -178.6(6)
C14 C15 C16 C17 -179.9(5)
C50 C15 C16 C17 -0.4(6)
O6 C16 C17 C22 177.5(5)
C15 C16 C17 C22 -0.8(7)
O6 C16 C17 C18 -1.5(10)
C15 C16 C17 C18 -179.8(6)
C22 C17 C18 C19 0.2(9)
C16 C17 C18 C19 179.2(6)
C17 C18 C19 O7 179.3(6)
C17 C18 C19 C20 -0.8(9)
O7 C19 C20 O8 -0.3(9)
C18 C19 C20 O8 179.8(6)
O7 C19 C20 C21 -179.2(6)
C18 C19 C20 C21 1.0(10)
O8 C20 C21 C22 -179.2(6)
C19 C20 C21 C22 -0.5(10)
C18 C17 C22 C21 0.2(9)
C16 C17 C22 C21 -178.9(5)
C18 C17 C22 C50 -179.3(5)
C16 C17 C22 C50 1.6(7)
C20 C21 C22 C17 -0.1(9)
C20 C21 C22 C50 179.3(6)
F8 C25 C26 O9 128.1(6)
F7 C25 C26 O9 3.2(8)
F9 C25 C26 O9 -113.5(6)
F8 C25 C26 C27 -53.5(8)
F7 C25 C26 C27 -178.5(6)
F9 C25 C26 C27 64.8(7)
O9 C26 C27 C28 -8.4(11)
C25 C26 C27 C28 173.6(6)
O9 C26 C27 C49 172.0(6)
C25 C26 C27 C49 -6.1(10)
C26 C27 C28 O10 1.6(10)
C49 C27 C28 O10 -178.7(6)
C26 C27 C28 C29 -178.2(6)
C49 C27 C28 C29 1.5(7)
O10 C28 C29 C34 178.3(6)
C27 C28 C29 C34 -1.9(7)
O10 C28 C29 C30 0.3(10)
C27 C28 C29 C30 -179.9(6)
C34 C29 C30 C31 0.7(10)
C28 C29 C30 C31 178.4(6)
C29 C30 C31 O11 178.1(6)
C29 C30 C31 C32 -2.4(10)
C30 C31 C32 O12 -179.0(6)
O11 C31 C32 O12 0.5(9)
C30 C31 C32 C33 2.2(10)
O11 C31 C32 C33 -178.2(6)
O12 C32 C33 C34 -178.8(6)
C31 C32 C33 C34 -0.2(10)
C30 C29 C34 C33 1.3(10)
C28 C29 C34 C33 -176.8(6)
C30 C29 C34 C49 179.6(6)
C28 C29 C34 C49 1.5(7)
C32 C33 C34 C29 -1.5(10)
C32 C33 C34 C49 -179.4(7)
N4 C38 C39 C40 2.5(11)
C38 C39 C40 C41 0.6(10)
N4 C37 C41 C40 3.0(9)
C48 C37 C41 C40 -178.5(5)
N4 C37 C41 C42 -177.2(6)
C48 C37 C41 C42 1.4(9)
C39 C40 C41 C37 -3.2(10)
C39 C40 C41 C42 177.0(6)
C37 C41 C42 C43 -0.3(10)
C40 C41 C42 C43 179.6(6)
C41 C42 C43 C44 -1.0(11)
C42 C43 C44 C45 -176.5(6)
C42 C43 C44 C48 1.0(10)
C48 C44 C45 C46 -0.3(9)
C43 C44 C45 C46 177.2(6)
C44 C45 C46 C47 0.6(10)
C45 C46 C47 N5 0.8(10)
C45 C44 C48 N5 -1.3(9)
C43 C44 C48 N5 -179.0(6)
C45 C44 C48 C37 177.7(5)
C43 C44 C48 C37 0.1(8)
N4 C37 C48 N5 -3.6(8)
C41 C37 C48 N5 177.8(5)
N4 C37 C48 C44 177.3(5)
C41 C37 C48 C44 -1.3(8)
C29 C34 C49 C27 -0.6(7)
C33 C34 C49 C27 177.5(6)
C26 C27 C49 C34 179.1(7)
C28 C27 C49 C34 -0.6(7)
C17 C22 C50 C15 -1.8(6)
C21 C22 C50 C15 178.8(6)
C14 C15 C50 C22 -179.3(6)
C16 C15 C50 C22 1.2(6)
C9 C10 C51 C3 -178.8(7)
C5 C10 C51 C3 0.9(7)
C2 C3 C51 C10 178.3(7)
C4 C3 C51 C10 -1.0(7)
C39 C38 N4 C37 -2.8(9)
C39 C38 N4 Sm1 170.3(5)
C41 C37 N4 C38 -0.1(9)
C48 C37 N4 C38 -178.6(5)
C41 C37 N4 Sm1 -173.2(4)
C48 C37 N4 Sm1 8.2(7)
C46 C47 N5 C48 -2.3(9)
C46 C47 N5 Sm1 -176.0(5)
C44 C48 N5 C47 2.6(8)
C37 C48 N5 C47 -176.5(5)
C44 C48 N5 Sm1 176.4(4)
C37 C48 N5 Sm1 -2.7(7)
C38 N4 Sm1 O1 -106.8(5)
C37 N4 Sm1 O1 66.1(4)
C38 N4 Sm1 O10 115.6(5)
C37 N4 Sm1 O10 -71.5(4)
C38 N4 Sm1 O5 -167.6(4)
C37 N4 Sm1 O5 5.2(5)
C38 N4 Sm1 O2 -33.5(4)
C37 N4 Sm1 O2 139.4(4)
C38 N4 Sm1 O9 47.2(4)
C37 N4 Sm1 O9 -139.9(4)
C38 N4 Sm1 O6 27.2(6)
C37 N4 Sm1 O6 -159.9(4)
C38 N4 Sm1 N5 -179.5(5)
C37 N4 Sm1 N5 -6.6(4)
C47 N5 Sm1 O1 88.2(5)
C48 N5 Sm1 O1 -85.3(4)
C47 N5 Sm1 O10 -72.6(4)
C48 N5 Sm1 O10 113.9(4)
C47 N5 Sm1 O5 5.3(4)
C48 N5 Sm1 O5 -168.2(4)
C47 N5 Sm1 O2 134.9(4)
C48 N5 Sm1 O2 -38.6(5)
C47 N5 Sm1 O9 -131.1(4)
C48 N5 Sm1 O9 55.4(4)
C47 N5 Sm1 O6 -30.3(6)
C48 N5 Sm1 O6 156.2(4)
C47 N5 Sm1 N4 178.2(5)
C48 N5 Sm1 N4 4.6(4)
C3 C2 O1 Sm1 29.6(11)
C1 C2 O1 Sm1 -149.9(4)
O10 Sm1 O1 C2 133.9(5)
O5 Sm1 O1 C2 -170.0(6)
O2 Sm1 O1 C2 -36.5(5)
O9 Sm1 O1 C2 -2.3(7)
O6 Sm1 O1 C2 -108.5(6)
N4 Sm1 O1 C2 42.1(5)
N5 Sm1 O1 C2 106.0(6)
C3 C4 O2 Sm1 -27.8(10)
C5 C4 O2 Sm1 151.2(4)
O1 Sm1 O2 C4 34.7(5)
O10 Sm1 O2 C4 -132.7(5)
O5 Sm1 O2 C4 97.4(5)
O9 Sm1 O2 C4 -125.1(5)
O6 Sm1 O2 C4 160.4(5)
N4 Sm1 O2 C4 -50.3(5)
N5 Sm1 O2 C4 -11.6(6)
C6 C7 O3 C11 -3.3(10)
C8 C7 O3 C11 175.3(6)
C9 C8 O4 C12 -1.3(10)
C7 C8 O4 C12 179.1(6)
C15 C14 O5 Sm1 -27.3(9)
C13 C14 O5 Sm1 151.5(4)
O1 Sm1 O5 C14 167.7(5)
O10 Sm1 O5 C14 -47.2(5)
O2 Sm1 O5 C14 108.8(5)
O9 Sm1 O5 C14 -2.0(5)
O6 Sm1 O5 C14 39.7(4)
N4 Sm1 O5 C14 -131.3(5)
N5 Sm1 O5 C14 -120.7(5)
C15 C16 O6 Sm1 33.4(8)
C17 C16 O6 Sm1 -144.6(4)
O1 Sm1 O6 C16 -107.6(4)
O10 Sm1 O6 C16 35.7(4)
O5 Sm1 O6 C16 -41.7(4)
O2 Sm1 O6 C16 -172.7(5)
O9 Sm1 O6 C16 109.1(5)
N4 Sm1 O6 C16 129.0(4)
N5 Sm1 O6 C16 -4.4(6)
C18 C19 O7 C23 -15.8(10)
C20 C19 O7 C23 164.4(6)
C21 C20 O8 C24 1.6(11)
C19 C20 O8 C24 -177.2(6)
C27 C26 O9 Sm1 -19.2(10)
C25 C26 O9 Sm1 159.0(4)
O1 Sm1 O9 C26 -176.6(5)
O10 Sm1 O9 C26 32.5(5)
O5 Sm1 O9 C26 -13.9(6)
O2 Sm1 O9 C26 -143.4(5)
O6 Sm1 O9 C26 -55.0(5)
N4 Sm1 O9 C26 137.0(5)
N5 Sm1 O9 C26 90.9(5)
C27 C28 O10 Sm1 31.9(9)
C29 C28 O10 Sm1 -148.3(4)
O1 Sm1 O10 C28 168.2(5)
O5 Sm1 O10 C28 110.6(5)
O2 Sm1 O10 C28 -29.8(6)
O9 Sm1 O10 C28 -37.6(5)
O6 Sm1 O10 C28 37.7(5)
N4 Sm1 O10 C28 -106.4(5)
N5 Sm1 O10 C28 -164.2(5)
C30 C31 O11 C35 -2.8(10)
C32 C31 O11 C35 177.6(6)
C33 C32 O12 C36 -7.0(10)
C31 C32 O12 C36 174.3(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139160325
