#------------------------------------------------------------------------------
#$Date: 2023-11-10 01:52:48 +0200 (Fri, 10 Nov 2023) $
#$Revision: 287496 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/44/7714431.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_7714431
loop_
_publ_author_name
'Du, Xiaodi'
'Zhang, Zhiqiang'
'Gao, Cong-Li'
'Li, Fengcai'
'Li, Xi-Li'
_publ_section_title
;
 Two pairs of chiral YbIII enantiomers presenting distinct NIR
 luminescence and circularly polarized luminescence performances with
 giant differences in second-harmonic generation responses
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT03324D
_journal_year                    2023
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C46 H35 F9 N3 O6 Yb'
_chemical_formula_sum            'C46 H35 F9 N3 O6 Yb'
_chemical_formula_weight         1069.81
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-08-23 deposited with the CCDC.	2023-11-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.262(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.1213(6)
_cell_length_b                   19.8331(10)
_cell_length_c                   11.3132(8)
_cell_measurement_reflns_used    5324
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.4720
_cell_measurement_theta_min      2.5800
_cell_volume                     2261.4(2)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_data_reduction        APEX2
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS (Bruker, 2000)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measurement_device_type  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.1065
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            19253
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.789
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.465
_diffrn_reflns_theta_min         1.808
_exptl_absorpt_coefficient_mu    2.155
_exptl_absorpt_correction_T_max  0.678
_exptl_absorpt_correction_T_min  0.589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2012'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_description       block
_exptl_crystal_F_000             1062
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.439
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.140
_refine_ls_abs_structure_details
;
 Flack x determined using 2039 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.026(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     588
_refine_ls_number_reflns         9890
_refine_ls_number_restraints     971
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0660
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0575P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1498
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_full    0.904
_reflns_Friedel_fraction_max     0.696
_reflns_number_gt                7030
_reflns_number_total             9890
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt03324d2.cif
_cod_data_source_block           L-1
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7714431
_shelx_shelxl_version_number     2014/7
_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   0.623
_shelx_estimated_absorpt_t_max   0.751
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
C1 C 0.6570(16) 0.4130(7) 1.0946(15) 0.068(3) Uani 1 1 d . U . . .
H1 H 0.7356 0.3917 1.1227 0.082 Uiso 1 1 calc R U . . .
C2 C 0.5577(17) 0.4209(8) 1.1682(15) 0.077(4) Uani 1 1 d . U . . .
H2 H 0.5692 0.4021 1.2438 0.092 Uiso 1 1 calc R U . . .
C3 C 0.4319(16) 0.4758(8) 1.0254(16) 0.072(3) Uani 1 1 d . U . . .
H3 H 0.3546 0.4991 1.0002 0.087 Uiso 1 1 calc R U . . .
C4 C 0.5273(15) 0.4654(7) 0.9445(14) 0.063(3) Uani 1 1 d . U . . .
C5 C 0.5068(15) 0.4854(7) 0.8188(14) 0.060(2) Uani 1 1 d . U . . .
C6 C 0.3936(15) 0.5184(8) 0.7698(15) 0.065(2) Uani 1 1 d . U . . .
H6 H 0.3277 0.5314 0.8171 0.078 Uiso 1 1 calc R U . . .
C7 C 0.3814(17) 0.5311(9) 0.6533(17) 0.066(2) Uani 1 1 d . U . . .
C8 C 0.4784(15) 0.5132(8) 0.5817(15) 0.063(2) Uani 1 1 d . U . . .
C9 C 0.5883(15) 0.4824(8) 0.6389(15) 0.063(2) Uani 1 1 d . U . . .
H9 H 0.6560 0.4703 0.5927 0.076 Uiso 1 1 calc R U . . .
C10 C 0.2602(15) 0.5681(8) 0.5887(14) 0.069(3) Uani 1 1 d . U . . .
H10A H 0.1802 0.5427 0.5992 0.083 Uiso 1 1 calc R U . . .
H10B H 0.2513 0.6121 0.6243 0.083 Uiso 1 1 calc R U . . .
C11 C 0.2737(16) 0.5762(8) 0.4591(15) 0.071(3) Uani 1 1 d . U . . .
H11 H 0.1983 0.5984 0.4143 0.085 Uiso 1 1 calc R U . . .
C12 C 0.3155(15) 0.5094(8) 0.4069(17) 0.073(3) Uani 1 1 d . U . . .
H12A H 0.3004 0.5067 0.3211 0.087 Uiso 1 1 calc R U . . .
H12B H 0.2815 0.4698 0.4444 0.087 Uiso 1 1 calc R U . . .
C13 C 0.4590(15) 0.5287(8) 0.4534(15) 0.067(2) Uani 1 1 d . U . . .
H13 H 0.5293 0.5138 0.4053 0.081 Uiso 1 1 calc R U . . .
C14 C 0.4119(15) 0.6052(8) 0.4365(15) 0.068(3) Uani 1 1 d . U . . .
C15 C 0.4738(17) 0.6564(9) 0.5190(18) 0.083(4) Uani 1 1 d . U . . .
H15A H 0.5666 0.6599 0.5083 0.125 Uiso 1 1 calc R U . . .
H15B H 0.4633 0.6433 0.5992 0.125 Uiso 1 1 calc R U . . .
H15C H 0.4318 0.6992 0.5029 0.125 Uiso 1 1 calc R U . . .
C16 C 0.4204(18) 0.6285(9) 0.3109(17) 0.087(4) Uani 1 1 d . U . . .
H16A H 0.3738 0.6704 0.2985 0.131 Uiso 1 1 calc R U . . .
H16B H 0.3811 0.5952 0.2569 0.131 Uiso 1 1 calc R U . . .
H16C H 0.5118 0.6346 0.2970 0.131 Uiso 1 1 calc R U . . .
C17 C 0.8739(19) 0.5412(10) 0.4713(15) 0.082(3) Uani 1 1 d D U . . .
H17 H 0.8853 0.4965 0.4951 0.099 Uiso 1 1 calc R U . . .
C18 C 0.8697(19) 0.5581(9) 0.3525(16) 0.090(3) Uani 1 1 d D U . . .
H18 H 0.8759 0.5236 0.2977 0.108 Uiso 1 1 calc R U . . .
C19 C 0.8568(18) 0.6230(8) 0.3110(17) 0.093(3) Uani 1 1 d D U . . .
H19 H 0.8496 0.6329 0.2303 0.111 Uiso 1 1 calc R U . . .
C20 C 0.8552(17) 0.6722(10) 0.3956(15) 0.090(3) Uani 1 1 d D U . . .
H20 H 0.8572 0.7172 0.3724 0.108 Uiso 1 1 calc R U . . .
C21 C 0.8507(19) 0.6572(9) 0.5145(16) 0.083(3) Uani 1 1 d D U . . .
H21 H 0.8407 0.6919 0.5682 0.100 Uiso 1 1 calc R U . . .
C22 C 0.8608(18) 0.5916(8) 0.5550(17) 0.076(3) Uani 1 1 d D U . . .
C23 C 0.848(2) 0.5722(11) 0.677(2) 0.074(3) Uani 1 1 d . U . . .
C24 C 0.7907(18) 0.6177(9) 0.7541(18) 0.074(3) Uani 1 1 d . U . . .
H24 H 0.7671 0.6607 0.7271 0.088 Uiso 1 1 calc R U . . .
C25 C 0.7692(17) 0.6000(9) 0.8662(16) 0.068(3) Uani 1 1 d . U . . .
C26 C 0.706(2) 0.6540(10) 0.945(2) 0.094(4) Uani 1 1 d . U . . .
C27 C 1.0559(19) 0.3795(9) 1.1969(19) 0.080(4) Uani 1 1 d . U . . .
C28 C 1.0414(16) 0.3919(8) 1.0637(16) 0.069(3) Uani 1 1 d . U . . .
C29 C 1.1316(16) 0.3650(8) 0.9961(16) 0.070(3) Uani 1 1 d . U . . .
H29 H 1.1956 0.3362 1.0320 0.084 Uiso 1 1 calc R U . . .
C30 C 1.1333(16) 0.3786(8) 0.8746(17) 0.069(2) Uani 1 1 d . U . . .
C31 C 1.2394(16) 0.3536(8) 0.8065(17) 0.072(3) Uani 1 1 d . U . . .
C32 C 1.3497(15) 0.3199(8) 0.8617(17) 0.076(3) Uani 1 1 d . U . . .
H32 H 1.3546 0.3107 0.9426 0.091 Uiso 1 1 calc R U . . .
C33 C 1.4539(17) 0.2998(8) 0.7942(19) 0.080(3) Uani 1 1 d . U . . .
H33 H 1.5292 0.2787 0.8303 0.096 Uiso 1 1 calc R U . . .
C34 C 1.4417(18) 0.3117(9) 0.677(2) 0.081(3) Uani 1 1 d . U . . .
H34 H 1.5097 0.2981 0.6321 0.097 Uiso 1 1 calc R U . . .
C35 C 1.3362(18) 0.3422(8) 0.622(2) 0.078(3) Uani 1 1 d . U . . .
H35 H 1.3333 0.3501 0.5404 0.094 Uiso 1 1 calc R U . . .
C36 C 1.2313(17) 0.3625(8) 0.6825(18) 0.076(3) Uani 1 1 d . U . . .
H36 H 1.1563 0.3817 0.6424 0.092 Uiso 1 1 calc R U . . .
C37 C 0.8404(19) 0.3097(10) 0.5123(17) 0.070(4) Uani 1 1 d . U . . .
C38 C 0.8321(17) 0.3194(8) 0.6493(16) 0.057(3) Uani 1 1 d . U . . .
C39 C 0.8473(16) 0.2681(8) 0.7240(15) 0.060(3) Uani 1 1 d . U . . .
H39 H 0.8679 0.2263 0.6935 0.072 Uiso 1 1 calc R U . . .
C40 C 0.8347(15) 0.2726(8) 0.8451(15) 0.059(2) Uani 1 1 d . U . . .
C41 C 0.8509(15) 0.2114(6) 0.9211(13) 0.061(2) Uani 1 1 d D U . . .
C42 C 0.8847(16) 0.1491(6) 0.8800(14) 0.066(3) Uani 1 1 d D U . . .
H42 H 0.8967 0.1428 0.8002 0.080 Uiso 1 1 calc R U . . .
C43 C 0.9006(15) 0.0960(7) 0.9593(13) 0.069(3) Uani 1 1 d D U . . .
H43 H 0.9234 0.0538 0.9315 0.083 Uiso 1 1 calc R U . . .
C44 C 0.8839(15) 0.1035(7) 1.0768(13) 0.072(3) Uani 1 1 d D U . . .
H44 H 0.8935 0.0665 1.1274 0.086 Uiso 1 1 calc R U . . .
C45 C 0.8530(16) 0.1655(6) 1.1205(14) 0.076(3) Uani 1 1 d D U . . .
H45 H 0.8443 0.1720 1.2008 0.091 Uiso 1 1 calc R U . . .
C46 C 0.8354(18) 0.2177(8) 1.0402(13) 0.069(3) Uani 1 1 d D U . . .
H46 H 0.8116 0.2597 1.0682 0.083 Uiso 1 1 calc R U . . .
F1 F 0.6176(17) 0.6284(8) 1.0046(16) 0.160(5) Uani 1 1 d . U . . .
F2 F 0.6548(19) 0.7024(7) 0.8871(13) 0.181(8) Uani 1 1 d . . . . .
F3 F 0.7861(18) 0.6777(8) 1.0224(16) 0.178(8) Uani 1 1 d . . . . .
F4 F 0.9500(16) 0.3498(9) 1.2296(12) 0.155(6) Uani 1 1 d . . . . .
F5 F 1.0691(14) 0.4371(12) 1.2573(10) 0.162(5) Uani 1 1 d . . . . .
F6 F 1.1511(17) 0.3411(10) 1.2341(12) 0.190(8) Uani 1 1 d . . . . .
F7 F 0.9410(17) 0.3413(9) 0.4804(11) 0.154(7) Uani 1 1 d . . . . .
F8 F 0.7348(16) 0.3354(8) 0.4511(10) 0.145(6) Uani 1 1 d . . . . .
F9 F 0.8469(18) 0.2477(7) 0.4815(11) 0.136(6) Uani 1 1 d . . . . .
N1 N 0.6063(10) 0.4687(5) 0.7525(10) 0.045(3) Uani 1 1 d . . . . .
N2 N 0.6421(9) 0.4356(10) 0.9829(9) 0.056(2) Uani 1 1 d . . . . .
N3 N 0.4484(15) 0.4533(12) 1.1376(13) 0.100(6) Uani 1 1 d . . . . .
O1 O 0.8874(10) 0.5137(5) 0.7098(10) 0.061(3) Uani 1 1 d . U . . .
O2 O 0.7976(13) 0.5457(6) 0.9239(12) 0.056(3) Uani 1 1 d . . . . .
O3 O 0.9422(9) 0.4307(7) 1.0323(8) 0.061(3) Uani 1 1 d . . . . .
O4 O 1.0413(9) 0.4112(4) 0.8173(8) 0.054(2) Uani 1 1 d . U . . .
O5 O 0.8048(11) 0.3810(5) 0.6730(9) 0.061(3) Uani 1 1 d . . . . .
O6 O 0.8076(13) 0.3280(5) 0.8931(11) 0.049(3) Uani 1 1 d . . . . .
Yb1 Yb 0.82851(4) 0.43910(6) 0.84823(4) 0.04722(17) 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'
Yb Yb -0.3850 5.5486 '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
N2 C1 C2 120.7(15) . . ?
N2 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
N3 C2 C1 123.2(16) . . ?
N3 C2 H2 118.4 . . ?
C1 C2 H2 118.4 . . ?
N3 C3 C4 122.3(15) . . ?
N3 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
N2 C4 C3 118.7(14) . . ?
N2 C4 C5 118.2(13) . . ?
C3 C4 C5 123.0(14) . . ?
N1 C5 C6 121.5(15) . . ?
N1 C5 C4 115.1(13) . . ?
C6 C5 C4 123.4(14) . . ?
C7 C6 C5 118.7(16) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C6 C7 C8 121.7(16) . . ?
C6 C7 C10 123.4(16) . . ?
C8 C7 C10 114.9(15) . . ?
C7 C8 C9 115.3(16) . . ?
C7 C8 C13 119.1(14) . . ?
C9 C8 C13 125.6(15) . . ?
N1 C9 C8 125.9(15) . . ?
N1 C9 H9 117.1 . . ?
C8 C9 H9 117.1 . . ?
C11 C10 C7 111.9(14) . . ?
C11 C10 H10A 109.2 . . ?
C7 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C7 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 C12 109.8(14) . . ?
C10 C11 C14 111.5(14) . . ?
C12 C11 C14 88.4(12) . . ?
C10 C11 H11 114.8 . . ?
C12 C11 H11 114.8 . . ?
C14 C11 H11 114.8 . . ?
C11 C12 C13 86.5(12) . . ?
C11 C12 H12A 114.2 . . ?
C13 C12 H12A 114.2 . . ?
C11 C12 H12B 114.2 . . ?
C13 C12 H12B 114.2 . . ?
H12A C12 H12B 111.4 . . ?
C8 C13 C12 108.6(14) . . ?
C8 C13 C14 109.0(14) . . ?
C12 C13 C14 86.2(11) . . ?
C8 C13 H13 116.4 . . ?
C12 C13 H13 116.4 . . ?
C14 C13 H13 116.4 . . ?
C15 C14 C16 109.1(15) . . ?
C15 C14 C11 119.1(15) . . ?
C16 C14 C11 113.5(14) . . ?
C15 C14 C13 118.2(13) . . ?
C16 C14 C13 111.2(15) . . ?
C11 C14 C13 83.8(11) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 119.4(19) . . ?
C18 C17 H17 120.3 . . ?
C22 C17 H17 120.3 . . ?
C19 C18 C17 123.6(19) . . ?
C19 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?
C20 C19 C18 115.9(19) . . ?
C20 C19 H19 122.1 . . ?
C18 C19 H19 122.1 . . ?
C19 C20 C21 122.0(19) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C22 C21 C20 121.2(19) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C17 117.4(19) . . ?
C21 C22 C23 123.8(18) . . ?
C17 C22 C23 118.7(15) . . ?
O1 C23 C24 122.2(19) . . ?
O1 C23 C22 118.1(19) . . ?
C24 C23 C22 119.7(18) . . ?
C25 C24 C23 121.6(17) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
O2 C25 C24 130.5(17) . . ?
O2 C25 C26 111.6(17) . . ?
C24 C25 C26 117.9(16) . . ?
F3 C26 F2 107.2(19) . . ?
F3 C26 F1 103(2) . . ?
F2 C26 F1 108(2) . . ?
F3 C26 C25 112.6(18) . . ?
F2 C26 C25 113.1(19) . . ?
F1 C26 C25 111.8(17) . . ?
F6 C27 F4 104.6(18) . . ?
F6 C27 F5 107.8(18) . . ?
F4 C27 F5 106.7(19) . . ?
F6 C27 C28 115.3(17) . . ?
F4 C27 C28 110.3(16) . . ?
F5 C27 C28 111.5(16) . . ?
O3 C28 C29 128.9(17) . . ?
O3 C28 C27 111.8(15) . . ?
C29 C28 C27 119.2(16) . . ?
C28 C29 C30 123.3(16) . . ?
C28 C29 H29 118.4 . . ?
C30 C29 H29 118.4 . . ?
O4 C30 C29 121.7(15) . . ?
O4 C30 C31 116.5(16) . . ?
C29 C30 C31 121.8(15) . . ?
C32 C31 C36 118.4(16) . . ?
C32 C31 C30 121.4(17) . . ?
C36 C31 C30 120.2(15) . . ?
C31 C32 C33 119.8(18) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C34 C33 C32 118.6(18) . . ?
C34 C33 H33 120.7 . . ?
C32 C33 H33 120.7 . . ?
C35 C34 C33 122.6(19) . . ?
C35 C34 H34 118.7 . . ?
C33 C34 H34 118.7 . . ?
C34 C35 C36 121(2) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C35 C36 C31 118.9(18) . . ?
C35 C36 H36 120.5 . . ?
C31 C36 H36 120.5 . . ?
F7 C37 F9 109.4(18) . . ?
F7 C37 F8 106.9(19) . . ?
F9 C37 F8 106.6(17) . . ?
F7 C37 C38 109.6(16) . . ?
F9 C37 C38 113.2(16) . . ?
F8 C37 C38 110.9(15) . . ?
O5 C38 C39 127.8(17) . . ?
O5 C38 C37 110.7(14) . . ?
C39 C38 C37 121.5(15) . . ?
C38 C39 C40 124.4(15) . . ?
C38 C39 H39 117.8 . . ?
C40 C39 H39 117.8 . . ?
O6 C40 C39 121.3(14) . . ?
O6 C40 C41 118.5(15) . . ?
C39 C40 C41 120.1(14) . . ?
C42 C41 C46 117.8(14) . . ?
C42 C41 C40 123.8(13) . . ?
C46 C41 C40 118.3(12) . . ?
C41 C42 C43 118.9(14) . . ?
C41 C42 H42 120.6 . . ?
C43 C42 H42 120.6 . . ?
C44 C43 C42 122.2(14) . . ?
C44 C43 H43 118.9 . . ?
C42 C43 H43 118.9 . . ?
C43 C44 C45 120.1(14) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 C46 117.2(15) . . ?
C44 C45 H45 121.4 . . ?
C46 C45 H45 121.4 . . ?
C41 C46 C45 123.8(15) . . ?
C41 C46 H46 118.1 . . ?
C45 C46 H46 118.1 . . ?
C9 N1 C5 116.8(12) . . ?
C9 N1 Yb1 121.1(9) . . ?
C5 N1 Yb1 120.6(9) . . ?
C1 N2 C4 118.3(12) . . ?
C1 N2 Yb1 123.5(10) . . ?
C4 N2 Yb1 117.7(10) . . ?
C2 N3 C3 116.5(14) . . ?
C23 O1 Yb1 134.7(12) . . ?
C25 O2 Yb1 127.8(12) . . ?
C28 O3 Yb1 127.4(11) . . ?
C30 O4 Yb1 135.0(10) . . ?
C38 O5 Yb1 130.6(10) . . ?
C40 O6 Yb1 135.8(11) . . ?
O1 Yb1 O6 145.1(4) . . ?
O1 Yb1 O4 75.0(3) . . ?
O6 Yb1 O4 84.7(4) . . ?
O1 Yb1 O5 75.1(4) . . ?
O6 Yb1 O5 72.6(4) . . ?
O4 Yb1 O5 76.7(4) . . ?
O1 Yb1 O3 122.1(4) . . ?
O6 Yb1 O3 77.1(5) . . ?
O4 Yb1 O3 73.7(3) . . ?
O5 Yb1 O3 139.1(4) . . ?
O1 Yb1 O2 73.3(4) . . ?
O6 Yb1 O2 141.6(4) . . ?
O4 Yb1 O2 116.1(4) . . ?
O5 Yb1 O2 140.7(4) . . ?
O3 Yb1 O2 78.7(5) . . ?
O1 Yb1 N1 80.2(4) . . ?
O6 Yb1 N1 103.1(4) . . ?
O4 Yb1 N1 145.4(3) . . ?
O5 Yb1 N1 73.8(3) . . ?
O3 Yb1 N1 140.9(3) . . ?
O2 Yb1 N1 78.3(4) . . ?
O1 Yb1 N2 133.6(5) . . ?
O6 Yb1 N2 75.5(5) . . ?
O4 Yb1 N2 148.4(4) . . ?
O5 Yb1 N2 118.9(4) . . ?
O3 Yb1 N2 77.9(3) . . ?
O2 Yb1 N2 70.7(5) . . ?
N1 Yb1 N2 64.7(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
C1 N2 1.336(18) . ?
C1 C2 1.37(2) . ?
C1 H1 0.9300 . ?
C2 N3 1.30(2) . ?
C2 H2 0.9300 . ?
C3 N3 1.34(2) . ?
C3 C4 1.41(2) . ?
C3 H3 0.9300 . ?
C4 N2 1.340(17) . ?
C4 C5 1.47(2) . ?
C5 N1 1.351(18) . ?
C5 C6 1.39(2) . ?
C6 C7 1.34(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.38(2) . ?
C7 C10 1.55(2) . ?
C8 C9 1.38(2) . ?
C8 C13 1.48(2) . ?
C9 N1 1.310(18) . ?
C9 H9 0.9300 . ?
C10 C11 1.49(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.53(2) . ?
C11 C14 1.55(2) . ?
C11 H11 0.9800 . ?
C12 C13 1.55(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.60(2) . ?
C13 H13 0.9800 . ?
C14 C15 1.48(2) . ?
C14 C16 1.50(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.382(12) . ?
C17 C22 1.391(12) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(12) . ?
C18 H18 0.9300 . ?
C19 C20 1.367(12) . ?
C19 H19 0.9300 . ?
C20 C21 1.383(12) . ?
C20 H20 0.9300 . ?
C21 C22 1.380(12) . ?
C21 H21 0.9300 . ?
C22 C23 1.45(3) . ?
C23 O1 1.27(2) . ?
C23 C24 1.42(3) . ?
C24 C25 1.35(2) . ?
C24 H24 0.9300 . ?
C25 O2 1.278(19) . ?
C25 C26 1.57(3) . ?
C26 F3 1.23(2) . ?
C26 F2 1.25(2) . ?
C26 F1 1.27(3) . ?
C27 F6 1.27(2) . ?
C27 F4 1.31(2) . ?
C27 F5 1.33(3) . ?
C27 C28 1.52(2) . ?
C28 O3 1.288(18) . ?
C28 C29 1.35(2) . ?
C29 C30 1.40(2) . ?
C29 H29 0.9300 . ?
C30 O4 1.263(17) . ?
C30 C31 1.46(2) . ?
C31 C32 1.40(2) . ?
C31 C36 1.41(2) . ?
C32 C33 1.41(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.35(2) . ?
C33 H33 0.9300 . ?
C34 C35 1.33(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.38(2) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 F7 1.28(2) . ?
C37 F9 1.28(2) . ?
C37 F8 1.32(2) . ?
C37 C38 1.57(2) . ?
C38 O5 1.288(18) . ?
C38 C39 1.32(2) . ?
C39 C40 1.39(2) . ?
C39 H39 0.9300 . ?
C40 O6 1.27(2) . ?
C40 C41 1.49(2) . ?
C41 C42 1.374(11) . ?
C41 C46 1.377(12) . ?
C42 C43 1.383(12) . ?
C42 H42 0.9300 . ?
C43 C44 1.364(12) . ?
C43 H43 0.9300 . ?
C44 C45 1.372(12) . ?
C44 H44 0.9300 . ?
C45 C46 1.378(12) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
N1 Yb1 2.476(10) . ?
N2 Yb1 2.532(10) . ?
O1 Yb1 2.273(9) . ?
O2 Yb1 2.313(12) . ?
O3 Yb1 2.291(9) . ?
O4 Yb1 2.282(8) . ?
O5 Yb1 2.286(10) . ?
O6 Yb1 2.275(11) . ?
