#------------------------------------------------------------------------------
#$Date: 2025-08-20 16:06:16 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301830 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/82/4078201.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_4078201
loop_
_publ_author_name
'Deacon, Glen B.'
'Gardiner, Michael G.'
'Junk, Peter C.'
'Townley, Josh P.'
'Wang, Jun'
_publ_section_title
;
 Rare-Earth Metalation of Calix[4]pyrrole/Calix[4]arene Free of
 Alkali-Metal Companions
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              3857
_journal_paper_doi               10.1021/om2011134
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C80 H112 N8 O4 Yb4, 2(C7 H8)'
_chemical_formula_sum            'C94 H128 N8 O4 Yb4'
_chemical_formula_weight         2126.20
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                116.30(3)
_cell_angle_beta                 91.35(3)
_cell_angle_gamma                119.31(3)
_cell_formula_units_Z            1
_cell_length_a                   13.983(3)
_cell_length_b                   14.142(3)
_cell_length_c                   14.351(3)
_cell_measurement_temperature    173(2)
_cell_volume                     2110.9(15)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 1999)'
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_source         'Australian Synchrotron'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7405
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.71
_exptl_absorpt_coefficient_mu    4.446
_exptl_absorpt_correction_T_max  0.9163
_exptl_absorpt_correction_T_min  0.7175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   XDS
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.368
_refine_diff_density_min         -1.737
_refine_diff_density_rms         0.142
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7405
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+16.6455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0725
_refine_ls_wR_factor_ref         0.0735
_reflns_number_gt                7252
_reflns_number_total             7405
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om2011134_si_004.cif
_cod_data_source_block           D:\compoundfour.CIF
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2110.9(8)
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4078201
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Yb1 Yb 0.604489(18) 0.28575(2) 0.238703(16) 0.01358(7) Uani 1 1 d .
O1 O 0.6521(3) 0.5069(3) 0.3212(3) 0.0185(7) Uani 1 1 d .
N1 N 0.4671(3) 0.2260(4) 0.0854(3) 0.0120(8) Uani 1 1 d .
C1 C 0.4825(4) 0.1950(4) -0.0164(4) 0.0127(9) Uani 1 1 d .
Yb2 Yb 0.630274(19) 0.029381(19) 0.013921(17) 0.01783(7) Uani 1 1 d .
O2 O 0.5277(3) 0.0750(3) 0.1194(3) 0.0133(7) Uani 1 1 d .
N2 N 0.4481(3) 0.2151(4) 0.3004(3) 0.0112(8) Uani 1 1 d .
C2 C 0.3762(4) 0.1142(5) -0.0970(4) 0.0155(10) Uani 1 1 d .
H2 H 0.3633 0.0782 -0.1735 0.019 Uiso 1 1 calc R
N3 N 0.7107(3) 0.2386(4) 0.3324(3) 0.0135(8) Uani 1 1 d .
C3 C 0.2906(4) 0.0960(5) -0.0430(4) 0.0164(10) Uani 1 1 d .
H3 H 0.2095 0.0458 -0.0761 0.020 Uiso 1 1 calc R
N4 N 0.7241(3) 0.2928(4) 0.1265(3) 0.0116(8) Uani 1 1 d .
C4 C 0.3493(4) 0.1666(4) 0.0686(4) 0.0129(9) Uani 1 1 d .
C5 C 0.2986(4) 0.1859(5) 0.1639(4) 0.0129(9) Uani 1 1 d .
C6 C 0.3458(4) 0.3282(5) 0.2327(4) 0.0166(10) Uani 1 1 d .
H6A H 0.3168 0.3432 0.2967 0.020 Uiso 1 1 calc R
H6B H 0.4308 0.3771 0.2606 0.020 Uiso 1 1 calc R
C7 C 0.3140(5) 0.3800(5) 0.1726(5) 0.0223(11) Uani 1 1 d .
H7A H 0.3410 0.3646 0.1083 0.033 Uiso 1 1 calc R
H7B H 0.3505 0.4715 0.2215 0.033 Uiso 1 1 calc R
H7C H 0.2301 0.3371 0.1494 0.033 Uiso 1 1 calc R
C8 C 0.1660(4) 0.1046(5) 0.1168(4) 0.0174(10) Uani 1 1 d .
H8A H 0.1450 0.1200 0.0611 0.021 Uiso 1 1 calc R
H8B H 0.1384 0.0138 0.0794 0.021 Uiso 1 1 calc R
C9 C 0.1025(5) 0.1293(5) 0.2005(4) 0.0211(11) Uani 1 1 d .
H9A H 0.1226 0.1148 0.2565 0.032 Uiso 1 1 calc R
H9B H 0.0192 0.0716 0.1637 0.032 Uiso 1 1 calc R
H9C H 0.1249 0.2175 0.2348 0.032 Uiso 1 1 calc R
C10 C 0.3361(4) 0.1460(4) 0.2340(4) 0.0121(9) Uani 1 1 d .
C11 C 0.2682(4) 0.0418(5) 0.2441(4) 0.0177(10) Uani 1 1 d .
H11 H 0.1879 -0.0203 0.2088 0.021 Uiso 1 1 calc R
C12 C 0.3416(4) 0.0457(5) 0.3170(4) 0.0179(10) Uani 1 1 d .
H12 H 0.3198 -0.0141 0.3392 0.021 Uiso 1 1 calc R
C13 C 0.4506(4) 0.1523(5) 0.3502(4) 0.0132(10) Uani 1 1 d .
C14 C 0.5607(4) 0.2045(4) 0.4322(4) 0.0126(9) Uani 1 1 d .
C15 C 0.5638(4) 0.2890(5) 0.5496(4) 0.0152(10) Uani 1 1 d .
H15A H 0.6405 0.3328 0.6007 0.018 Uiso 1 1 calc R
H15B H 0.5557 0.3552 0.5509 0.018 Uiso 1 1 calc R
C16 C 0.4714(5) 0.2187(5) 0.5921(4) 0.0204(11) Uani 1 1 d .
H16A H 0.3949 0.1728 0.5414 0.031 Uiso 1 1 calc R
H16B H 0.4774 0.2801 0.6642 0.031 Uiso 1 1 calc R
H16C H 0.4828 0.1581 0.5979 0.031 Uiso 1 1 calc R
C17 C 0.5673(4) 0.0952(5) 0.4222(4) 0.0154(10) Uani 1 1 d .
H17A H 0.4982 0.0388 0.4346 0.018 Uiso 1 1 calc R
H17B H 0.5656 0.0446 0.3467 0.018 Uiso 1 1 calc R
C18 C 0.6748(5) 0.1389(5) 0.5020(4) 0.0233(12) Uani 1 1 d .
H18A H 0.7438 0.1994 0.4940 0.035 Uiso 1 1 calc R
H18B H 0.6770 0.0652 0.4864 0.035 Uiso 1 1 calc R
H18C H 0.6727 0.1801 0.5770 0.035 Uiso 1 1 calc R
C19 C 0.6655(4) 0.2886(4) 0.4095(4) 0.0109(9) Uani 1 1 d .
C20 C 0.7250(4) 0.4202(5) 0.4565(4) 0.0147(10) Uani 1 1 d .
H20 H 0.7101 0.4760 0.5113 0.018 Uiso 1 1 calc R
C21 C 0.8115(4) 0.4532(5) 0.4062(4) 0.0144(10) Uani 1 1 d .
H21 H 0.8663 0.5359 0.4203 0.017 Uiso 1 1 calc R
C22 C 0.8012(4) 0.3417(4) 0.3323(4) 0.0132(10) Uani 1 1 d .
C23 C 0.8758(4) 0.3237(5) 0.2586(4) 0.0172(10) Uani 1 1 d .
C24 C 0.8952(4) 0.2263(5) 0.2551(4) 0.0161(10) Uani 1 1 d .
H24A H 0.9357 0.2086 0.2007 0.019 Uiso 1 1 calc R
H24B H 0.8192 0.1463 0.2295 0.019 Uiso 1 1 calc R
C25 C 0.9647(5) 0.2655(6) 0.3644(4) 0.0255(12) Uani 1 1 d .
H25A H 1.0438 0.3376 0.3855 0.038 Uiso 1 1 calc R
H25B H 0.9658 0.1939 0.3571 0.038 Uiso 1 1 calc R
H25C H 0.9290 0.2902 0.4205 0.038 Uiso 1 1 calc R
C26 C 0.9897(5) 0.4568(5) 0.3045(4) 0.0208(11) Uani 1 1 d .
H26A H 0.9705 0.5129 0.2982 0.025 Uiso 1 1 calc R
H26B H 1.0229 0.4936 0.3832 0.025 Uiso 1 1 calc R
C27 C 1.0817(5) 0.4580(6) 0.2488(5) 0.0286(13) Uani 1 1 d .
H27A H 1.1033 0.4046 0.2560 0.043 Uiso 1 1 calc R
H27B H 1.1498 0.5452 0.2834 0.043 Uiso 1 1 calc R
H27C H 1.0512 0.4248 0.1712 0.043 Uiso 1 1 calc R
C28 C 0.8127(4) 0.2784(4) 0.1439(4) 0.0128(9) Uani 1 1 d .
C29 C 0.8337(5) 0.2255(5) 0.0459(4) 0.0194(11) Uani 1 1 d .
H29 H 0.8896 0.2052 0.0352 0.023 Uiso 1 1 calc R
C30 C 0.7559(5) 0.2074(5) -0.0352(4) 0.0184(10) Uani 1 1 d .
H30 H 0.7500 0.1733 -0.1105 0.022 Uiso 1 1 calc R
C31 C 0.6896(4) 0.2494(4) 0.0167(4) 0.0130(9) Uani 1 1 d .
C32 C 0.6026(4) 0.2656(5) -0.0285(4) 0.0134(10) Uani 1 1 d .
C33 C 0.5912(5) 0.2219(5) -0.1499(4) 0.0213(11) Uani 1 1 d .
H33A H 0.5777 0.1365 -0.1878 0.026 Uiso 1 1 calc R
H33B H 0.5224 0.2135 -0.1826 0.026 Uiso 1 1 calc R
C34 C 0.6946(5) 0.3092(6) -0.1715(5) 0.0298(13) Uani 1 1 d .
H34A H 0.6976 0.3869 -0.1506 0.045 Uiso 1 1 calc R
H34B H 0.6871 0.2656 -0.2494 0.045 Uiso 1 1 calc R
H34C H 0.7656 0.3312 -0.1285 0.045 Uiso 1 1 calc R
C35 C 0.6512(4) 0.4093(5) 0.0402(4) 0.0177(10) Uani 1 1 d .
H35A H 0.6604 0.4347 0.1178 0.021 Uiso 1 1 calc R
H35B H 0.7289 0.4574 0.0343 0.021 Uiso 1 1 calc R
C36 C 0.5784(5) 0.4482(5) 0.0078(5) 0.0256(12) Uani 1 1 d .
H36A H 0.5774 0.4347 -0.0654 0.038 Uiso 1 1 calc R
H36B H 0.6112 0.5382 0.0602 0.038 Uiso 1 1 calc R
H36C H 0.4995 0.3967 0.0078 0.038 Uiso 1 1 calc R
C37 C 0.7471(5) 0.6137(5) 0.3183(5) 0.0265(12) Uani 1 1 d .
H37A H 0.7186 0.6275 0.2649 0.032 Uiso 1 1 calc R
H37B H 0.8065 0.5968 0.2971 0.032 Uiso 1 1 calc R
C38 C 0.7973(6) 0.7298(6) 0.4334(5) 0.0363(15) Uani 1 1 d .
H38A H 0.8780 0.7626 0.4663 0.044 Uiso 1 1 calc R
H38B H 0.7956 0.7983 0.4318 0.044 Uiso 1 1 calc R
C39 C 0.7213(5) 0.6843(5) 0.4983(4) 0.0241(12) Uani 1 1 d .
H39A H 0.7590 0.6698 0.5451 0.029 Uiso 1 1 calc R
H39B H 0.7040 0.7468 0.5448 0.029 Uiso 1 1 calc R
C40 C 0.6132(5) 0.5612(5) 0.4115(4) 0.0218(11) Uani 1 1 d .
H40A H 0.5750 0.5033 0.4390 0.026 Uiso 1 1 calc R
H40B H 0.5583 0.5774 0.3882 0.026 Uiso 1 1 calc R
C41 C 0.9891(14) 0.5977(18) 0.1004(16) 0.167(7) Uani 1 1 d DU
H41A H 1.0611 0.6134 0.1342 0.250 Uiso 1 1 calc R
H41B H 0.9881 0.5877 0.0282 0.250 Uiso 1 1 calc R
H41C H 0.9236 0.5200 0.0926 0.250 Uiso 1 1 calc R
C42 C 0.9816(10) 0.6986(11) 0.1651(13) 0.091(4) Uani 1 1 d DU
C43 C 1.0411(11) 0.7738(16) 0.2716(15) 0.122(6) Uani 1 1 d DU
H43 H 1.0903 0.7586 0.3005 0.147 Uiso 1 1 calc R
C44 C 1.0325(17) 0.8710(18) 0.3387(18) 0.153(8) Uani 1 1 d DU
H44 H 1.0744 0.9265 0.4143 0.184 Uiso 1 1 calc R
C45 C 0.9531(17) 0.8829(17) 0.2844(19) 0.139(7) Uani 1 1 d DU
H45 H 0.9400 0.9463 0.3290 0.167 Uiso 1 1 calc R
C46 C 0.8956(16) 0.8107(18) 0.175(2) 0.147(7) Uani 1 1 d DU
H46 H 0.8478 0.8258 0.1434 0.177 Uiso 1 1 calc R
C47 C 0.9105(10) 0.7174(12) 0.1135(13) 0.101(4) Uani 1 1 d DU
H47 H 0.8738 0.6647 0.0368 0.121 Uiso 1 1 calc R
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'
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
O2 Yb1 N2 85.18(13) . .
O2 Yb1 N4 77.83(13) . .
N2 Yb1 N4 161.65(14) . .
O2 Yb1 N1 75.05(13) . .
N2 Yb1 N1 84.43(14) . .
N4 Yb1 N1 84.52(13) . .
O2 Yb1 N3 77.04(13) . .
N2 Yb1 N3 94.85(14) . .
N4 Yb1 N3 88.12(13) . .
N1 Yb1 N3 152.04(13) . .
O2 Yb1 O1 162.39(11) . .
N2 Yb1 O1 95.14(13) . .
N4 Yb1 O1 98.96(13) . .
N1 Yb1 O1 87.44(13) . .
N3 Yb1 O1 120.39(13) . .
O2 Yb1 C19 95.94(14) . .
N2 Yb1 C19 71.11(15) . .
N4 Yb1 C19 117.19(14) . .
N1 Yb1 C19 154.69(14) . .
N3 Yb1 C19 31.77(14) . .
O1 Yb1 C19 100.84(14) . .
O2 Yb1 C22 96.42(14) . .
N2 Yb1 C22 121.54(14) . .
N4 Yb1 C22 67.94(14) . .
N1 Yb1 C22 152.39(15) . .
N3 Yb1 C22 31.61(14) . .
O1 Yb1 C22 98.36(14) . .
C19 Yb1 C22 50.53(15) . .
O2 Yb1 C20 125.50(13) . .
N2 Yb1 C20 82.70(15) . .
N4 Yb1 C20 112.84(14) . .
N1 Yb1 C20 154.42(14) . .
N3 Yb1 C20 51.57(14) . .
O1 Yb1 C20 71.86(13) . .
C19 Yb1 C20 30.27(14) . .
C22 Yb1 C20 49.52(15) . .
O2 Yb1 C21 125.36(13) . .
N2 Yb1 C21 112.28(14) . .
N4 Yb1 C21 83.61(14) . .
N1 Yb1 C21 153.13(14) . .
N3 Yb1 C21 51.21(14) . .
O1 Yb1 C21 70.77(13) . .
C19 Yb1 C21 49.66(15) . .
C22 Yb1 C21 29.70(14) . .
C20 Yb1 C21 29.59(15) . .
O2 Yb1 Yb2 30.88(8) . 2_655
N2 Yb1 Yb2 76.37(10) . 2_655
N4 Yb1 Yb2 85.45(10) . 2_655
N1 Yb1 Yb2 45.39(10) . 2_655
N3 Yb1 Yb2 107.20(10) . 2_655
O1 Yb1 Yb2 132.26(9) . 2_655
C19 Yb1 Yb2 119.32(11) . 2_655
C22 Yb1 Yb2 126.42(11) . 2_655
C20 Yb1 Yb2 148.85(10) . 2_655
C21 Yb1 Yb2 155.98(10) . 2_655
C40 O1 C37 106.6(4) . .
C40 O1 Yb1 122.4(3) . .
C37 O1 Yb1 128.1(3) . .
C1 N1 C4 106.5(4) . .
C1 N1 Yb1 123.0(3) . .
C4 N1 Yb1 125.2(3) . .
C1 N1 Yb2 77.7(3) . 2_655
C4 N1 Yb2 72.0(2) . 2_655
Yb1 N1 Yb2 95.70(13) . 2_655
N1 C1 C2 110.1(4) . .
N1 C1 C32 121.2(4) . .
C2 C1 C32 127.6(4) . .
N1 C1 Yb2 73.3(2) . 2_655
C2 C1 Yb2 73.7(3) . 2_655
C32 C1 Yb2 129.2(3) . 2_655
O2 Yb2 O2 83.73(13) 2_655 .
O2 Yb2 C4 92.31(14) 2_655 2_655
O2 Yb2 C4 131.27(13) . 2_655
O2 Yb2 C29 125.55(14) 2_655 .
O2 Yb2 C29 116.45(14) . .
C4 Yb2 C29 105.18(16) 2_655 .
O2 Yb2 C3 119.71(14) 2_655 2_655
O2 Yb2 C3 116.68(14) . 2_655
C4 Yb2 C3 30.48(15) 2_655 2_655
C29 Yb2 C3 96.50(16) . 2_655
O2 Yb2 C30 95.24(14) 2_655 .
O2 Yb2 C30 112.95(14) . .
C4 Yb2 C30 115.77(15) 2_655 .
C29 Yb2 C30 30.74(15) . .
C3 Yb2 C30 120.87(15) 2_655 .
O2 Yb2 N1 70.05(12) 2_655 2_655
O2 Yb2 N1 107.41(12) . 2_655
C4 Yb2 N1 29.79(14) 2_655 2_655
C29 Yb2 N1 134.21(14) . 2_655
C3 Yb2 N1 50.01(14) 2_655 2_655
C30 Yb2 N1 135.08(14) . 2_655
O2 Yb2 C2 111.71(14) 2_655 2_655
O2 Yb2 C2 87.24(13) . 2_655
C4 Yb2 C2 49.41(14) 2_655 2_655
C29 Yb2 C2 118.85(15) . 2_655
C3 Yb2 C2 30.43(15) 2_655 2_655
C30 Yb2 C2 148.28(15) . 2_655
N1 Yb2 C2 49.11(13) 2_655 2_655
O2 Yb2 C28 135.91(13) 2_655 .
O2 Yb2 C28 88.30(13) . .
C4 Yb2 C28 123.97(14) 2_655 .
C29 Yb2 C28 29.69(15) . .
C3 Yb2 C28 102.59(15) 2_655 .
C30 Yb2 C28 49.00(15) . .
N1 Yb2 C28 152.20(13) 2_655 .
C2 Yb2 C28 111.12(14) 2_655 .
O2 Yb2 C31 88.46(13) 2_655 .
O2 Yb2 C31 83.72(13) . .
C4 Yb2 C31 144.88(14) 2_655 .
C29 Yb2 C31 48.99(15) . .
C3 Yb2 C31 145.43(15) 2_655 .
C30 Yb2 C31 29.48(14) . .
N1 Yb2 C31 153.98(12) 2_655 .
C2 Yb2 C31 156.86(14) 2_655 .
C28 Yb2 C31 47.51(14) . .
O2 Yb2 C1 82.56(13) 2_655 2_655
O2 Yb2 C1 83.34(13) . 2_655
C4 Yb2 C1 48.10(15) 2_655 2_655
C29 Yb2 C1 145.29(15) . 2_655
C3 Yb2 C1 48.94(15) 2_655 2_655
C30 Yb2 C1 163.31(15) . 2_655
N1 Yb2 C1 29.03(13) 2_655 2_655
C2 Yb2 C1 29.15(14) 2_655 2_655
C28 Yb2 C1 139.44(14) . 2_655
C31 Yb2 C1 164.98(14) . 2_655
O2 Yb2 N4 110.29(12) 2_655 .
O2 Yb2 N4 69.28(12) . .
C4 Yb2 N4 152.24(13) 2_655 .
C29 Yb2 N4 48.65(14) . .
C3 Yb2 N4 129.95(14) 2_655 .
C30 Yb2 N4 48.42(14) . .
N1 Yb2 N4 176.48(11) 2_655 .
C2 Yb2 N4 128.60(13) 2_655 .
C28 Yb2 N4 28.73(13) . .
C31 Yb2 N4 28.50(12) . .
C1 Yb2 N4 147.57(13) 2_655 .
Yb2 O2 Yb2 96.27(13) 2_655 .
Yb2 O2 Yb1 116.82(14) 2_655 .
Yb2 O2 Yb1 116.48(14) . .
C13 N2 C10 107.4(4) . .
C13 N2 Yb1 112.5(3) . .
C10 N2 Yb1 122.0(3) . .
C1 C2 C3 106.9(4) . .
C1 C2 Yb2 77.1(3) . 2_655
C3 C2 Yb2 71.7(3) . 2_655
C1 C2 H2 126.5 . .
C3 C2 H2 126.5 . .
Yb2 C2 H2 116.8 2_655 .
C19 N3 C22 105.3(4) . .
C19 N3 Yb1 77.2(2) . .
C22 N3 Yb1 79.1(3) . .
C4 C3 C2 106.4(4) . .
C4 C3 Yb2 74.4(3) . 2_655
C2 C3 Yb2 77.9(3) . 2_655
C4 C3 H3 126.8 . .
C2 C3 H3 126.8 . .
Yb2 C3 H3 113.6 2_655 .
C31 N4 C28 107.2(4) . .
C31 N4 Yb1 125.3(3) . .
C28 N4 Yb1 120.2(3) . .
C31 N4 Yb2 73.8(3) . .
C28 N4 Yb2 72.4(3) . .
Yb1 N4 Yb2 94.98(13) . .
N1 C4 C3 110.0(4) . .
N1 C4 C5 122.0(4) . .
C3 C4 C5 128.0(4) . .
N1 C4 Yb2 78.2(3) . 2_655
C3 C4 Yb2 75.1(3) . 2_655
C5 C4 Yb2 116.0(3) . 2_655
C4 C5 C6 107.3(4) . .
C4 C5 C10 109.9(4) . .
C6 C5 C10 109.9(4) . .
C4 C5 C8 108.6(4) . .
C6 C5 C8 110.9(4) . .
C10 C5 C8 110.2(4) . .
C7 C6 C5 115.2(4) . .
C7 C6 H6A 108.5 . .
C5 C6 H6A 108.5 . .
C7 C6 H6B 108.5 . .
C5 C6 H6B 108.5 . .
H6A C6 H6B 107.5 . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C9 C8 C5 115.3(4) . .
C9 C8 H8A 108.5 . .
C5 C8 H8A 108.5 . .
C9 C8 H8B 108.5 . .
C5 C8 H8B 108.5 . .
H8A C8 H8B 107.5 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 N2 109.1(4) . .
C11 C10 C5 127.9(4) . .
N2 C10 C5 123.0(4) . .
C10 C11 C12 106.7(4) . .
C10 C11 H11 126.7 . .
C12 C11 H11 126.7 . .
C13 C12 C11 107.6(4) . .
C13 C12 H12 126.2 . .
C11 C12 H12 126.2 . .
N2 C13 C12 109.2(4) . .
N2 C13 C14 121.5(4) . .
C12 C13 C14 129.3(4) . .
C19 C14 C13 109.6(4) . .
C19 C14 C17 108.5(4) . .
C13 C14 C17 110.4(4) . .
C19 C14 C15 107.6(4) . .
C13 C14 C15 109.1(4) . .
C17 C14 C15 111.5(4) . .
C16 C15 C14 115.5(4) . .
C16 C15 H15A 108.4 . .
C14 C15 H15A 108.4 . .
C16 C15 H15B 108.4 . .
C14 C15 H15B 108.4 . .
H15A C15 H15B 107.5 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C18 C17 C14 114.0(4) . .
C18 C17 H17A 108.7 . .
C14 C17 H17A 108.7 . .
C18 C17 H17B 108.7 . .
C14 C17 H17B 108.7 . .
H17A C17 H17B 107.6 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N3 C19 C20 110.9(4) . .
N3 C19 C14 121.8(4) . .
C20 C19 C14 127.2(4) . .
N3 C19 Yb1 71.0(2) . .
C20 C19 Yb1 82.8(3) . .
C14 C19 Yb1 110.9(3) . .
C19 C20 C21 106.1(4) . .
C19 C20 Yb1 66.9(3) . .
C21 C20 Yb1 76.0(3) . .
C19 C20 H20 127.0 . .
C21 C20 H20 127.0 . .
Yb1 C20 H20 121.8 . .
C22 C21 C20 106.8(4) . .
C22 C21 Yb1 68.2(3) . .
C20 C21 Yb1 74.4(3) . .
C22 C21 H21 126.6 . .
C20 C21 H21 126.6 . .
Yb1 C21 H21 122.4 . .
C21 C22 N3 110.8(4) . .
C21 C22 C23 128.6(5) . .
N3 C22 C23 120.6(4) . .
C21 C22 Yb1 82.1(3) . .
N3 C22 Yb1 69.3(2) . .
C23 C22 Yb1 116.0(3) . .
C24 C23 C28 110.0(4) . .
C24 C23 C22 109.7(4) . .
C28 C23 C22 108.2(4) . .
C24 C23 C26 113.3(4) . .
C28 C23 C26 108.3(4) . .
C22 C23 C26 107.1(4) . .
C23 C24 C25 114.6(4) . .
C23 C24 H24A 108.6 . .
C25 C24 H24A 108.6 . .
C23 C24 H24B 108.6 . .
C25 C24 H24B 108.6 . .
H24A C24 H24B 107.6 . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C27 C26 C23 115.5(4) . .
C27 C26 H26A 108.4 . .
C23 C26 H26A 108.4 . .
C27 C26 H26B 108.4 . .
C23 C26 H26B 108.4 . .
H26A C26 H26B 107.5 . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
N4 C28 C29 109.5(4) . .
N4 C28 C23 121.2(4) . .
C29 C28 C23 129.2(4) . .
N4 C28 Yb2 78.8(3) . .
C29 C28 Yb2 71.7(3) . .
C23 C28 Yb2 118.8(3) . .
C28 C29 C30 106.9(4) . .
C28 C29 Yb2 78.6(3) . .
C30 C29 Yb2 75.7(3) . .
C28 C29 H29 126.5 . .
C30 C29 H29 126.5 . .
Yb2 C29 H29 111.9 . .
C31 C30 C29 106.9(4) . .
C31 C30 Yb2 78.9(3) . .
C29 C30 Yb2 73.6(3) . .
C31 C30 H30 126.6 . .
C29 C30 H30 126.6 . .
Yb2 C30 H30 113.5 . .
N4 C31 C30 109.4(4) . .
N4 C31 C32 121.1(4) . .
C30 C31 C32 129.1(4) . .
N4 C31 Yb2 77.7(3) . .
C30 C31 Yb2 71.6(3) . .
C32 C31 Yb2 123.5(3) . .
C31 C32 C1 114.5(4) . .
C31 C32 C33 109.4(4) . .
C1 C32 C33 109.5(4) . .
C31 C32 C35 106.2(4) . .
C1 C32 C35 106.6(4) . .
C33 C32 C35 110.7(4) . .
C34 C33 C32 115.4(4) . .
C34 C33 H33A 108.4 . .
C32 C33 H33A 108.4 . .
C34 C33 H33B 108.4 . .
C32 C33 H33B 108.4 . .
H33A C33 H33B 107.5 . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C36 C35 C32 115.3(4) . .
C36 C35 H35A 108.4 . .
C32 C35 H35A 108.4 . .
C36 C35 H35B 108.4 . .
C32 C35 H35B 108.4 . .
H35A C35 H35B 107.5 . .
C35 C36 H36A 109.5 . .
C35 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C35 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
O1 C37 C38 106.4(4) . .
O1 C37 H37A 110.5 . .
C38 C37 H37A 110.5 . .
O1 C37 H37B 110.5 . .
C38 C37 H37B 110.5 . .
H37A C37 H37B 108.6 . .
C39 C38 C37 105.7(5) . .
C39 C38 H38A 110.6 . .
C37 C38 H38A 110.6 . .
C39 C38 H38B 110.6 . .
C37 C38 H38B 110.6 . .
H38A C38 H38B 108.7 . .
C40 C39 C38 103.8(4) . .
C40 C39 H39A 111.0 . .
C38 C39 H39A 111.0 . .
C40 C39 H39B 111.0 . .
C38 C39 H39B 111.0 . .
H39A C39 H39B 109.0 . .
O1 C40 C39 105.0(4) . .
O1 C40 H40A 110.8 . .
C39 C40 H40A 110.8 . .
O1 C40 H40B 110.8 . .
C39 C40 H40B 110.8 . .
H40A C40 H40B 108.8 . .
C42 C41 H41A 109.5 . .
C42 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C42 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
C43 C42 C41 119.5(17) . .
C43 C42 C47 123.5(15) . .
C41 C42 C47 117.0(16) . .
C42 C43 C44 121.2(19) . .
C42 C43 H43 119.4 . .
C44 C43 H43 119.4 . .
C43 C44 C45 114(2) . .
C43 C44 H44 123.0 . .
C45 C44 H44 123.0 . .
C46 C45 C44 126(2) . .
C46 C45 H45 117.2 . .
C44 C45 H45 117.2 . .
C47 C46 C45 116(2) . .
C47 C46 H46 121.8 . .
C45 C46 H46 121.8 . .
C46 C47 C42 119.1(17) . .
C46 C47 H47 120.4 . .
C42 C47 H47 120.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Yb1 O2 2.286(3) .
Yb1 N2 2.302(4) .
Yb1 N4 2.347(4) .
Yb1 N1 2.410(4) .
Yb1 N3 2.475(4) .
Yb1 O1 2.504(4) .
Yb1 C19 2.552(4) .
Yb1 C22 2.598(5) .
Yb1 C20 2.752(5) .
Yb1 C21 2.772(5) .
Yb1 Yb2 3.818(3) 2_655
O1 C40 1.458(6) .
O1 C37 1.463(6) .
N1 C1 1.384(6) .
N1 C4 1.387(6) .
N1 Yb2 2.732(4) 2_655
C1 C2 1.392(7) .
C1 C32 1.540(7) .
C1 Yb2 2.786(5) 2_655
Yb2 O2 2.196(4) 2_655
Yb2 O2 2.216(3) .
Yb2 C4 2.655(5) 2_655
Yb2 C29 2.661(6) .
Yb2 C3 2.664(5) 2_655
Yb2 C30 2.688(5) .
Yb2 N1 2.732(4) 2_655
Yb2 C2 2.743(5) 2_655
Yb2 C28 2.747(5) .
Yb2 C31 2.780(5) .
Yb2 C1 2.786(5) 2_655
Yb2 N4 2.827(4) .
O2 Yb2 2.196(4) 2_655
N2 C13 1.376(6) .
N2 C10 1.387(6) .
C2 C3 1.421(7) .
C2 Yb2 2.743(5) 2_655
C2 H2 0.9500 .
N3 C19 1.378(6) .
N3 C22 1.387(6) .
C3 C4 1.398(7) .
C3 Yb2 2.664(5) 2_655
C3 H3 0.9500 .
N4 C31 1.381(6) .
N4 C28 1.385(6) .
C4 C5 1.533(7) .
C4 Yb2 2.655(5) 2_655
C5 C6 1.539(7) .
C5 C10 1.540(6) .
C5 C8 1.544(7) .
C6 C7 1.530(7) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 C9 1.527(7) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.385(7) .
C11 C12 1.412(7) .
C11 H11 0.9500 .
C12 C13 1.379(7) .
C12 H12 0.9500 .
C13 C14 1.526(7) .
C14 C19 1.526(7) .
C14 C17 1.537(6) .
C14 C15 1.560(6) .
C15 C16 1.532(7) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.529(7) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 C20 1.398(7) .
C20 C21 1.411(7) .
C20 H20 0.9500 .
C21 C22 1.386(7) .
C21 H21 0.9500 .
C22 C23 1.531(7) .
C23 C24 1.509(7) .
C23 C28 1.530(7) .
C23 C26 1.558(7) .
C24 C25 1.530(7) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 C27 1.529(8) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 C29 1.388(7) .
C29 C30 1.418(7) .
C29 H29 0.9500 .
C30 C31 1.394(7) .
C30 H30 0.9500 .
C31 C32 1.523(6) .
C32 C33 1.543(6) .
C32 C35 1.551(7) .
C33 C34 1.525(8) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 C36 1.519(7) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 C38 1.527(8) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 C39 1.523(8) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 C40 1.510(8) .
C39 H39A 0.9900 .
C39 H39B 0.9900 .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 C42 1.37(2) .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 C43 1.339(19) .
C42 C47 1.416(17) .
C43 C44 1.35(2) .
C43 H43 0.9500 .
C44 C45 1.46(3) .
C44 H44 0.9500 .
C45 C46 1.37(2) .
C45 H45 0.9500 .
C46 C47 1.34(2) .
C46 H46 0.9500 .
C47 H47 0.9500 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139107018
