# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

data_6

_publ_contact_author
;
Maciej Kubicki   
Faculty of Chemistry 
Adam Mickiewicz University
Grunwaldzka 6              
60-780 Poznań   
Poland             
;
_publ_contact_author_email           mkubicki@amu.edu.pl

_journal_name_full                   'Dalton'

loop_
_publ_author_name
_publ_author_address
'Gorczyński, A.'
;  Department of Chemistry
Adam Mickiewicz University
Grunwaldzka 6
60-780 Poznań
Poland
;
'Kubicki, Maciej'
;  Department of Chemistry
Adam Mickiewicz University
Grunwaldzka 6
60-780 Poznań
Poland
;
'Pinkowicz, Dawid'
; Faculty of Chemistry
Jagiellonian University
Ingardena 3
30-060 Kraków
Poland
;
'Pełka, Robert'
;  H. Niewodniczański Institute of Nuclear Physics PAN
Radzikowskiewgo 152
31-342 Krakẃ
Poland
;
'Patroniak, Violetta'
;  Department of Chemistry
Adam Mickiewicz University
Grunwaldzka 6
60-780 Poznań
Poland
;
'Podgajny, Robert'
; Faculty of Chemistry
Jagiellonian University
Ingardena 3
30-060 Kraków
Poland
;
 
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C84 H87 N24 O3 Yb2, 3(N O3)' 
_chemical_formula_sum             'C84 H87 N27 O12 Yb2' 
_chemical_formula_weight          2012.88

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'
 
_space_group_crystal_system       trigonal
_space_group_IT_number            167
_space_group_name_H-M_alt         'R -3 c :H'
_space_group_name_Hall            '-R 3 2"c'
 
_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.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-y, x-y, z'
 '-x+y, -x, z'
 'y, x, -z+1/2'
 'x-y, -y, -z+1/2'
 '-x, -x+y, -z+1/2'
 'x+2/3, y+1/3, z+1/3'
 '-y+2/3, x-y+1/3, z+1/3'
 '-x+y+2/3, -x+1/3, z+1/3'
 'y+2/3, x+1/3, -z+5/6'
 'x-y+2/3, -y+1/3, -z+5/6'
 '-x+2/3, -x+y+1/3, -z+5/6'
 'x+1/3, y+2/3, z+2/3'
 '-y+1/3, x-y+2/3, z+2/3'
 '-x+y+1/3, -x+2/3, z+2/3'
 'y+1/3, x+2/3, -z+7/6'
 'x-y+1/3, -y+2/3, -z+7/6'
 '-x+1/3, -x+y+2/3, -z+7/6'
 '-x, -y, -z'
 'y, -x+y, -z'
 'x-y, x, -z'
 '-y, -x, z-1/2'
 '-x+y, y, z-1/2'
 'x, x-y, z-1/2'
 '-x+2/3, -y+1/3, -z+1/3'
 'y+2/3, -x+y+1/3, -z+1/3'
 'x-y+2/3, x+1/3, -z+1/3'
 '-y+2/3, -x+1/3, z-1/6'
 '-x+y+2/3, y+1/3, z-1/6'
 'x+2/3, x-y+1/3, z-1/6'
 '-x+1/3, -y+2/3, -z+2/3'
 'y+1/3, -x+y+2/3, -z+2/3'
 'x-y+1/3, x+2/3, -z+2/3'
 '-y+1/3, -x+2/3, z+1/6'
 '-x+y+1/3, y+2/3, z+1/6'
 'x+1/3, x-y+2/3, z+1/6'
 
_cell_length_a                    25.9543(5)
_cell_length_b                    25.9543(5)
_cell_length_c                    48.9988(13)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 120
_cell_volume                      28584.8(13)
_cell_formula_units_Z             12
_cell_measurement_temperature     295(2)
_cell_measurement_reflns_used   19815
_cell_measurement_theta_min     3.1800
_cell_measurement_theta_max     26.8400
 
_exptl_crystal_description        block 
_exptl_crystal_colour             'pale-green'
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?              
_exptl_crystal_density_diffrn     1.403          
_exptl_crystal_F_000              12192
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.25 
_exptl_crystal_size_mid           0.25
_exptl_crystal_size_min           0.2
_exptl_absorpt_coefficient_mu     2.021
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_T_min                   0.67165
_exptl_absorpt_correction_T_max                   1.00000
_exptl_absorpt_correction_type            'multi-scan'
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       295(2)
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_monochromator 'graphite'
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Eos'
_diffrn_detector 'CCD plate'
_diffrn_detector_type 'Eos'
_diffrn_detector_area_resol_mean 16.1544
_diffrn_measurement_method       'ω-scan'

_diffrn_reflns_number             60274
_diffrn_reflns_av_unetI/netI      0.0444
_diffrn_reflns_av_R_equivalents   0.0568
_diffrn_reflns_limit_h_min        -30
_diffrn_reflns_limit_h_max        30
_diffrn_reflns_limit_k_min        -29
_diffrn_reflns_limit_k_max        30
_diffrn_reflns_limit_l_min        -40
_diffrn_reflns_limit_l_max        58
_diffrn_reflns_theta_min          2.918
_diffrn_reflns_theta_max          24.999
_diffrn_reflns_theta_full         24.999
_diffrn_measured_fraction_theta_max   0.998
_diffrn_measured_fraction_theta_full  0.998
_diffrn_reflns_Laue_measured_fraction_max    0.998
_diffrn_reflns_Laue_measured_fraction_full   0.998
_diffrn_reflns_point_group_measured_fraction_max   0.998
_diffrn_reflns_point_group_measured_fraction_full  0.998
_reflns_number_total              5595
_reflns_number_gt                 3270
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_cell_refinement        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_data_reduction         'CrysAlis Pro (Agilent Technologies (2011))'
_computing_structure_solution     'SIR92 (Altomare et al., 1993)' 
_computing_structure_refinement   'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics     'Mercury (MacRae et al., 2009)'
_computing_publication_material   'SHELXL-2014/7 (Sheldrick, 2014)'

_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0190P)²+92.1995P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          5595
_refine_ls_number_parameters      381
_refine_ls_number_restraints      30
_refine_ls_R_factor_all           0.0845
_refine_ls_R_factor_gt            0.0435
_refine_ls_wR_factor_ref          0.1113
_refine_ls_wR_factor_gt           0.1009
_refine_ls_goodness_of_fit_ref    1.432
_refine_ls_restrained_S_all       1.447
_refine_ls_shift/su_max           0.006
_refine_ls_shift/su_mean          0.000
 
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
Yb1 Yb 0.3333 0.6667 0.07105(2) 0.03489(15) Uani 1 3 d S T P . .
Yb2 Yb 0.3333 0.6667 0.00029(2) 0.03131(14) Uani 1 3 d S T P . .
N1 N 0.2475(2) 0.6111(2) 0.10049(10) 0.0469(14) Uani 1 1 d . . . . .
C2 C 0.1976(3) 0.6110(3) 0.09451(12) 0.0482(18) Uani 1 1 d . . . . .
N3 N 0.1477(2) 0.5650(2) 0.10529(11) 0.0548(16) Uani 1 1 d . . . . .
H3 H 0.1118 0.5582 0.1034 0.066 Uiso 1 1 calc R U . . .
C4 C 0.1658(3) 0.5311(3) 0.11995(14) 0.0541(19) Uani 1 1 d . . . . .
C5 C 0.1343(4) 0.4803(3) 0.13493(15) 0.073(2) Uani 1 1 d . . . . .
H5 H 0.0929 0.4606 0.1357 0.087 Uiso 1 1 calc R U . . .
C6 C 0.1660(5) 0.4598(4) 0.14872(17) 0.088(3) Uani 1 1 d . . . . .
H6 H 0.1461 0.4252 0.1591 0.106 Uiso 1 1 calc R U . . .
C7 C 0.2281(4) 0.4899(4) 0.14751(16) 0.081(3) Uani 1 1 d . . . . .
H7 H 0.2484 0.4753 0.1575 0.097 Uiso 1 1 calc R U . . .
C8 C 0.2606(3) 0.5407(4) 0.13203(13) 0.065(2) Uani 1 1 d . . . . .
H8 H 0.3020 0.5602 0.1313 0.078 Uiso 1 1 calc R U . . .
C9 C 0.2278(3) 0.5612(3) 0.11759(13) 0.0517(18) Uani 1 1 d . . . . .
N10 N 0.1955(2) 0.6540(3) 0.07930(11) 0.0515(15) Uani 1 1 d . . . . .
C10A C 0.1417(3) 0.6580(4) 0.07672(18) 0.091(3) Uani 1 1 d . . . . .
H10A H 0.1074 0.6194 0.0794 0.137 Uiso 1 1 calc R U . . .
H10B H 0.1402 0.6723 0.0588 0.137 Uiso 1 1 calc R U . . .
H10C H 0.1420 0.6849 0.0902 0.137 Uiso 1 1 calc R U . . .
N11 N 0.2505(2) 0.6970(2) 0.06977(10) 0.0448(13) Uani 1 1 d . . . . .
C12 C 0.2549(3) 0.7457(3) 0.06181(12) 0.0468(16) Uani 1 1 d . . . . .
H12 H 0.2223 0.7510 0.0641 0.056 Uiso 1 1 calc R U . . .
C13 C 0.3083(3) 0.7937(3) 0.04921(12) 0.0442(16) Uani 1 1 d . . . . .
C14 C 0.3492(3) 0.7817(3) 0.03569(12) 0.0395(15) Uani 1 1 d . . . . .
O14 O 0.34093(17) 0.72715(18) 0.03549(7) 0.0393(10) Uani 1 1 d . . . . .
C15 C 0.3974(3) 0.8288(3) 0.02299(12) 0.0429(16) Uani 1 1 d . . . . .
C16 C 0.4059(3) 0.8861(3) 0.02404(13) 0.0474(17) Uani 1 1 d . . . . .
H16 H 0.4396 0.9172 0.0161 0.057 Uiso 1 1 calc R U . . .
C17 C 0.3657(3) 0.8979(3) 0.03654(14) 0.0532(18) Uani 1 1 d . U . . .
C17A C 0.3744(4) 0.9607(3) 0.03786(18) 0.077(2) Uani 1 1 d . U . . .
C17B C 0.3995(5) 0.9850(4) 0.0669(2) 0.117(3) Uani 1 1 d . U . . .
H17A H 0.3708 0.9606 0.0804 0.176 Uiso 1 1 calc R U . . .
H17B H 0.4074 1.0252 0.0685 0.176 Uiso 1 1 calc R U . . .
H17C H 0.4357 0.9842 0.0696 0.176 Uiso 1 1 calc R U . . .
C17C C 0.3162(4) 0.9603(4) 0.0350(2) 0.116(3) Uani 1 1 d . U . . .
H17D H 0.3234 1.0002 0.0362 0.174 Uiso 1 1 calc R U . . .
H17E H 0.2897 0.9368 0.0494 0.174 Uiso 1 1 calc R U . . .
H17F H 0.2986 0.9435 0.0177 0.174 Uiso 1 1 calc R U . . .
C17D C 0.4223(5) 1.0036(4) 0.0179(2) 0.147(4) Uani 1 1 d . U . . .
H17G H 0.4275 1.0427 0.0199 0.220 Uiso 1 1 calc R U . . .
H17H H 0.4101 0.9901 -0.0005 0.220 Uiso 1 1 calc R U . . .
H17I H 0.4592 1.0049 0.0216 0.220 Uiso 1 1 calc R U . . .
C18 C 0.3169(3) 0.8508(3) 0.04856(13) 0.0547(19) Uani 1 1 d . . . . .
H18 H 0.2884 0.8577 0.0566 0.066 Uiso 1 1 calc R U . . .
C19 C 0.4431(3) 0.8204(3) 0.01007(12) 0.0500(18) Uani 1 1 d . . . . .
H19 H 0.4802 0.8538 0.0072 0.060 Uiso 1 1 calc R U . . .
N20 N 0.4353(2) 0.7692(2) 0.00228(10) 0.0398(13) Uani 1 1 d . . . . .
N21 N 0.4846(2) 0.7681(2) -0.00778(11) 0.0492(15) Uani 1 1 d . . . . .
C21A C 0.5431(3) 0.8190(3) -0.00758(19) 0.092(3) Uani 1 1 d . . . . .
H21A H 0.5715 0.8072 -0.0125 0.139 Uiso 1 1 calc R U . . .
H21B H 0.5520 0.8362 0.0104 0.139 Uiso 1 1 calc R U . . .
H21C H 0.5450 0.8478 -0.0205 0.139 Uiso 1 1 calc R U . . .
N22 N 0.4161(2) 0.6761(2) -0.02851(10) 0.0405(13) Uani 1 1 d . . . . .
C23 C 0.4705(3) 0.7181(3) -0.02169(13) 0.0411(16) Uani 1 1 d . . . . .
N24 N 0.5130(2) 0.7067(2) -0.03042(10) 0.0494(14) Uani 1 1 d . . . . .
H24 H 0.5507 0.7288 -0.0279 0.059 Uiso 1 1 calc R U . . .
C25 C 0.4849(3) 0.6531(3) -0.04410(13) 0.0484(17) Uani 1 1 d . . . . .
C26 C 0.5077(3) 0.6209(3) -0.05644(14) 0.061(2) Uani 1 1 d . . . . .
H26 H 0.5481 0.6335 -0.0561 0.074 Uiso 1 1 calc R U . . .
C27 C 0.4676(4) 0.5695(4) -0.06910(15) 0.071(2) Uani 1 1 d . . . . .
H27 H 0.4808 0.5461 -0.0775 0.085 Uiso 1 1 calc R U . . .
C28 C 0.4076(4) 0.5513(4) -0.06967(15) 0.071(2) Uani 1 1 d . . . . .
H28 H 0.3815 0.5166 -0.0789 0.085 Uiso 1 1 calc R U . . .
C29 C 0.3855(3) 0.5840(3) -0.05676(13) 0.060(2) Uani 1 1 d . . . . .
H29 H 0.3451 0.5716 -0.0572 0.072 Uiso 1 1 calc R U . . .
C30 C 0.4250(3) 0.6352(3) -0.04339(13) 0.0457(17) Uani 1 1 d . . . . .
N1A N 0.4645(5) 0.4702(5) 0.1280(2) 0.103(3) Uani 1 1 d . . . . .
O1A O 0.5101(5) 0.5156(5) 0.1310(2) 0.187(5) Uani 1 1 d . . . . .
O2A O 0.4581(3) 0.4275(4) 0.13994(17) 0.134(3) Uani 1 1 d . . . . .
O3A O 0.4327(5) 0.4737(4) 0.11254(19) 0.188(5) Uani 1 1 d . . . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
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
Yb1 O14 2.287(4) . ?
Yb1 O14 2.287(4) 2_665 ?
Yb1 O14 2.287(4) 3_565 ?
Yb1 N1 2.432(5) . ?
Yb1 N1 2.432(5) 2_665 ?
Yb1 N1 2.432(5) 3_565 ?
Yb1 N11 2.635(5) 2_665 ?
Yb1 N11 2.635(5) 3_565 ?
Yb1 N11 2.635(5) . ?
Yb1 Yb2 3.4669(6) . ?
Yb2 O14 2.273(4) . ?
Yb2 O14 2.273(4) 2_665 ?
Yb2 O14 2.273(4) 3_565 ?
Yb2 N22 2.477(5) 2_665 ?
Yb2 N22 2.477(5) 3_565 ?
Yb2 N22 2.477(5) . ?
Yb2 N20 2.655(5) 2_665 ?
Yb2 N20 2.655(5) 3_565 ?
Yb2 N20 2.655(5) . ?
N1 C2 1.326(8) . ?
N1 C9 1.407(8) . ?
C2 N3 1.354(8) . ?
C2 N10 1.366(8) . ?
N3 C4 1.388(8) . ?
N3 H3 0.8600 . ?
C4 C5 1.366(9) . ?
C4 C9 1.398(9) . ?
C5 C6 1.364(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.397(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.383(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.401(9) . ?
C8 H8 0.9300 . ?
N10 N11 1.381(7) . ?
N10 C10A 1.458(8) . ?
C10A H10A 0.9600 . ?
C10A H10B 0.9600 . ?
C10A H10C 0.9600 . ?
N11 C12 1.272(7) . ?
C12 C13 1.459(9) . ?
C12 H12 0.9300 . ?
C13 C18 1.384(8) . ?
C13 C14 1.411(8) . ?
C14 O14 1.323(7) . ?
C14 C15 1.385(8) . ?
C15 C16 1.391(8) . ?
C15 C19 1.453(8) . ?
C16 C17 1.369(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(9) . ?
C17 C17A 1.533(9) . ?
C17A C17C 1.510(11) . ?
C17A C17D 1.537(11) . ?
C17A C17B 1.558(11) . ?
C17B H17A 0.9600 . ?
C17B H17B 0.9600 . ?
C17B H17C 0.9600 . ?
C17C H17D 0.9600 . ?
C17C H17E 0.9600 . ?
C17C H17F 0.9600 . ?
C17D H17G 0.9600 . ?
C17D H17H 0.9600 . ?
C17D H17I 0.9600 . ?
C18 H18 0.9300 . ?
C19 N20 1.297(7) . ?
C19 H19 0.9300 . ?
N20 N21 1.386(6) . ?
N21 C23 1.345(7) . ?
N21 C21A 1.430(8) . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?
N22 C23 1.325(7) . ?
N22 C30 1.400(7) . ?
C23 N24 1.345(7) . ?
N24 C25 1.380(8) . ?
N24 H24 0.8600 . ?
C25 C30 1.383(9) . ?
C25 C26 1.381(9) . ?
C26 C27 1.364(10) . ?
C26 H26 0.9300 . ?
C27 C28 1.383(10) . ?
C27 H27 0.9300 . ?
C28 C29 1.391(9) . ?
C28 H28 0.9300 . ?
C29 C30 1.372(9) . ?
C29 H29 0.9300 . ?
N1A O3A 1.157(10) . ?
N1A O2A 1.190(11) . ?
N1A O1A 1.190(12) . ?
 
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
O14 Yb1 O14 68.24(16) . 2_665 ?
O14 Yb1 O14 68.24(16) . 3_565 ?
O14 Yb1 O14 68.24(16) 2_665 3_565 ?
O14 Yb1 N1 126.71(16) . . ?
O14 Yb1 N1 86.87(16) 2_665 . ?
O14 Yb1 N1 144.35(15) 3_565 . ?
O14 Yb1 N1 144.35(15) . 2_665 ?
O14 Yb1 N1 126.71(16) 2_665 2_665 ?
O14 Yb1 N1 86.87(16) 3_565 2_665 ?
N1 Yb1 N1 88.41(18) . 2_665 ?
O14 Yb1 N1 86.87(16) . 3_565 ?
O14 Yb1 N1 144.35(15) 2_665 3_565 ?
O14 Yb1 N1 126.71(16) 3_565 3_565 ?
N1 Yb1 N1 88.41(18) . 3_565 ?
N1 Yb1 N1 88.41(18) 2_665 3_565 ?
O14 Yb1 N11 128.51(15) . 2_665 ?
O14 Yb1 N11 65.15(15) 2_665 2_665 ?
O14 Yb1 N11 75.15(15) 3_565 2_665 ?
N1 Yb1 N11 71.24(17) . 2_665 ?
N1 Yb1 N11 63.14(17) 2_665 2_665 ?
N1 Yb1 N11 144.62(17) 3_565 2_665 ?
O14 Yb1 N11 75.14(15) . 3_565 ?
O14 Yb1 N11 128.51(15) 2_665 3_565 ?
O14 Yb1 N11 65.15(15) 3_565 3_565 ?
N1 Yb1 N11 144.62(17) . 3_565 ?
N1 Yb1 N11 71.25(17) 2_665 3_565 ?
N1 Yb1 N11 63.14(17) 3_565 3_565 ?
N11 Yb1 N11 119.949(10) 2_665 3_565 ?
O14 Yb1 N11 65.15(15) . . ?
O14 Yb1 N11 75.14(15) 2_665 . ?
O14 Yb1 N11 128.51(15) 3_565 . ?
N1 Yb1 N11 63.14(17) . . ?
N1 Yb1 N11 144.62(17) 2_665 . ?
N1 Yb1 N11 71.24(17) 3_565 . ?
N11 Yb1 N11 119.943(9) 2_665 . ?
N11 Yb1 N11 119.942(9) 3_565 . ?
O14 Yb1 Yb2 40.37(10) . . ?
O14 Yb1 Yb2 40.37(10) 2_665 . ?
O14 Yb1 Yb2 40.37(10) 3_565 . ?
N1 Yb1 Yb2 126.38(12) . . ?
N1 Yb1 Yb2 126.38(12) 2_665 . ?
N1 Yb1 Yb2 126.38(12) 3_565 . ?
N11 Yb1 Yb2 88.65(11) 2_665 . ?
N11 Yb1 Yb2 88.65(11) 3_565 . ?
N11 Yb1 Yb2 88.65(11) . . ?
O14 Yb2 O14 68.70(16) . 2_665 ?
O14 Yb2 O14 68.69(16) . 3_565 ?
O14 Yb2 O14 68.69(16) 2_665 3_565 ?
O14 Yb2 N22 84.81(15) . 2_665 ?
O14 Yb2 N22 126.32(15) 2_665 2_665 ?
O14 Yb2 N22 142.62(15) 3_565 2_665 ?
O14 Yb2 N22 142.62(15) . 3_565 ?
O14 Yb2 N22 84.81(15) 2_665 3_565 ?
O14 Yb2 N22 126.31(15) 3_565 3_565 ?
N22 Yb2 N22 90.77(16) 2_665 3_565 ?
O14 Yb2 N22 126.32(15) . . ?
O14 Yb2 N22 142.62(15) 2_665 . ?
O14 Yb2 N22 84.81(15) 3_565 . ?
N22 Yb2 N22 90.76(16) 2_665 . ?
N22 Yb2 N22 90.76(16) 3_565 . ?
O14 Yb2 N20 73.54(14) . 2_665 ?
O14 Yb2 N20 65.24(14) 2_665 2_665 ?
O14 Yb2 N20 128.20(14) 3_565 2_665 ?
N22 Yb2 N20 62.72(15) 2_665 2_665 ?
N22 Yb2 N20 71.52(16) 3_565 2_665 ?
N22 Yb2 N20 146.96(15) . 2_665 ?
O14 Yb2 N20 128.20(14) . 3_565 ?
O14 Yb2 N20 73.54(14) 2_665 3_565 ?
O14 Yb2 N20 65.24(14) 3_565 3_565 ?
N22 Yb2 N20 146.96(15) 2_665 3_565 ?
N22 Yb2 N20 62.72(15) 3_565 3_565 ?
N22 Yb2 N20 71.52(16) . 3_565 ?
N20 Yb2 N20 119.865(13) 2_665 3_565 ?
O14 Yb2 N20 65.24(14) . . ?
O14 Yb2 N20 128.20(14) 2_665 . ?
O14 Yb2 N20 73.54(14) 3_565 . ?
N22 Yb2 N20 71.52(16) 2_665 . ?
N22 Yb2 N20 146.96(15) 3_565 . ?
N22 Yb2 N20 62.72(15) . . ?
N20 Yb2 N20 119.867(13) 2_665 . ?
N20 Yb2 N20 119.864(14) 3_565 . ?
O14 Yb2 Yb1 40.65(10) . . ?
O14 Yb2 Yb1 40.65(10) 2_665 . ?
O14 Yb2 Yb1 40.65(10) 3_565 . ?
N22 Yb2 Yb1 124.72(11) 2_665 . ?
N22 Yb2 Yb1 124.72(11) 3_565 . ?
N22 Yb2 Yb1 124.72(11) . . ?
N20 Yb2 Yb1 87.89(10) 2_665 . ?
N20 Yb2 Yb1 87.89(10) 3_565 . ?
N20 Yb2 Yb1 87.89(10) . . ?
C2 N1 C9 103.0(6) . . ?
C2 N1 Yb1 118.4(4) . . ?
C9 N1 Yb1 134.6(4) . . ?
N1 C2 N3 114.8(6) . . ?
N1 C2 N10 123.7(6) . . ?
N3 C2 N10 121.5(7) . . ?
C2 N3 C4 106.4(6) . . ?
C2 N3 H3 126.8 . . ?
C4 N3 H3 126.8 . . ?
C5 C4 N3 131.3(7) . . ?
C5 C4 C9 123.4(8) . . ?
N3 C4 C9 105.2(6) . . ?
C4 C5 C6 117.1(8) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
C5 C6 C7 120.9(8) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 122.7(8) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 C9 116.2(7) . . ?
C7 C8 H8 121.9 . . ?
C9 C8 H8 121.9 . . ?
C4 C9 C8 119.6(7) . . ?
C4 C9 N1 110.5(6) . . ?
C8 C9 N1 129.8(7) . . ?
C2 N10 N11 113.5(5) . . ?
C2 N10 C10A 122.4(6) . . ?
N11 N10 C10A 123.5(6) . . ?
N10 C10A H10A 109.5 . . ?
N10 C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
N10 C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C12 N11 N10 116.8(6) . . ?
C12 N11 Yb1 128.5(5) . . ?
N10 N11 Yb1 114.7(4) . . ?
N11 C12 C13 123.6(6) . . ?
N11 C12 H12 118.2 . . ?
C13 C12 H12 118.2 . . ?
C18 C13 C14 119.3(6) . . ?
C18 C13 C12 119.9(6) . . ?
C14 C13 C12 120.5(6) . . ?
O14 C14 C15 122.1(6) . . ?
O14 C14 C13 120.2(6) . . ?
C15 C14 C13 117.7(6) . . ?
C14 O14 Yb2 131.1(4) . . ?
C14 O14 Yb1 129.9(4) . . ?
Yb2 O14 Yb1 98.98(16) . . ?
C14 C15 C16 121.0(6) . . ?
C14 C15 C19 120.6(6) . . ?
C16 C15 C19 118.2(6) . . ?
C17 C16 C15 121.6(6) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C18 117.3(6) . . ?
C16 C17 C17A 122.2(7) . . ?
C18 C17 C17A 120.5(7) . . ?
C17C C17A C17 111.9(7) . . ?
C17C C17A C17D 113.0(8) . . ?
C17 C17A C17D 112.3(7) . . ?
C17C C17A C17B 107.5(7) . . ?
C17 C17A C17B 106.2(7) . . ?
C17D C17A C17B 105.4(8) . . ?
C17A C17B H17A 109.5 . . ?
C17A C17B H17B 109.5 . . ?
H17A C17B H17B 109.5 . . ?
C17A C17B H17C 109.5 . . ?
H17A C17B H17C 109.5 . . ?
H17B C17B H17C 109.5 . . ?
C17A C17C H17D 109.5 . . ?
C17A C17C H17E 109.5 . . ?
H17D C17C H17E 109.5 . . ?
C17A C17C H17F 109.5 . . ?
H17D C17C H17F 109.5 . . ?
H17E C17C H17F 109.5 . . ?
C17A C17D H17G 109.5 . . ?
C17A C17D H17H 109.5 . . ?
H17G C17D H17H 109.5 . . ?
C17A C17D H17I 109.5 . . ?
H17G C17D H17I 109.5 . . ?
H17H C17D H17I 109.5 . . ?
C17 C18 C13 122.9(6) . . ?
C17 C18 H18 118.6 . . ?
C13 C18 H18 118.6 . . ?
N20 C19 C15 124.1(6) . . ?
N20 C19 H19 118.0 . . ?
C15 C19 H19 118.0 . . ?
C19 N20 N21 116.9(5) . . ?
C19 N20 Yb2 127.2(4) . . ?
N21 N20 Yb2 115.8(3) . . ?
C23 N21 N20 113.1(5) . . ?
C23 N21 C21A 123.1(5) . . ?
N20 N21 C21A 122.9(5) . . ?
N21 C21A H21A 109.5 . . ?
N21 C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
N21 C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C23 N22 C30 104.0(5) . . ?
C23 N22 Yb2 116.9(4) . . ?
C30 N22 Yb2 133.3(4) . . ?
N22 C23 N24 113.2(6) . . ?
N22 C23 N21 125.8(6) . . ?
N24 C23 N21 121.0(6) . . ?
C23 N24 C25 107.4(6) . . ?
C23 N24 H24 126.3 . . ?
C25 N24 H24 126.3 . . ?
C30 C25 N24 105.3(6) . . ?
C30 C25 C26 123.9(7) . . ?
N24 C25 C26 130.9(7) . . ?
C27 C26 C25 116.3(7) . . ?
C27 C26 H26 121.9 . . ?
C25 C26 H26 121.9 . . ?
C26 C27 C28 121.4(7) . . ?
C26 C27 H27 119.3 . . ?
C28 C27 H27 119.3 . . ?
C27 C28 C29 121.3(8) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 118.1(7) . . ?
C30 C29 H29 120.9 . . ?
C28 C29 H29 120.9 . . ?
C29 C30 C25 118.9(6) . . ?
C29 C30 N22 130.9(7) . . ?
C25 C30 N22 110.1(6) . . ?
O3A N1A O2A 128.5(13) . . ?
O3A N1A O1A 113.5(13) . . ?
O2A N1A O1A 117.9(12) . . ?
 
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
C9 N1 C2 N3 -2.1(7) . . . . ?
Yb1 N1 C2 N3 158.6(4) . . . . ?
C9 N1 C2 N10 176.4(6) . . . . ?
Yb1 N1 C2 N10 -23.0(8) . . . . ?
N1 C2 N3 C4 0.1(8) . . . . ?
N10 C2 N3 C4 -178.4(6) . . . . ?
C2 N3 C4 C5 179.5(8) . . . . ?
C2 N3 C4 C9 1.9(7) . . . . ?
N3 C4 C5 C6 -175.4(7) . . . . ?
C9 C4 C5 C6 1.8(12) . . . . ?
C4 C5 C6 C7 0.3(13) . . . . ?
C5 C6 C7 C8 -1.6(14) . . . . ?
C6 C7 C8 C9 0.6(13) . . . . ?
C5 C4 C9 C8 -2.8(11) . . . . ?
N3 C4 C9 C8 175.0(6) . . . . ?
C5 C4 C9 N1 178.9(7) . . . . ?
N3 C4 C9 N1 -3.3(8) . . . . ?
C7 C8 C9 C4 1.5(11) . . . . ?
C7 C8 C9 N1 179.4(7) . . . . ?
C2 N1 C9 C4 3.3(7) . . . . ?
Yb1 N1 C9 C4 -152.5(5) . . . . ?
C2 N1 C9 C8 -174.8(7) . . . . ?
Yb1 N1 C9 C8 29.4(11) . . . . ?
N1 C2 N10 N11 2.2(9) . . . . ?
N3 C2 N10 N11 -179.4(6) . . . . ?
N1 C2 N10 C10A -169.8(7) . . . . ?
N3 C2 N10 C10A 8.5(10) . . . . ?
C2 N10 N11 C12 -162.1(6) . . . . ?
C10A N10 N11 C12 9.8(10) . . . . ?
C2 N10 N11 Yb1 17.3(6) . . . . ?
C10A N10 N11 Yb1 -170.7(6) . . . . ?
N10 N11 C12 C13 -174.9(5) . . . . ?
Yb1 N11 C12 C13 5.7(9) . . . . ?
N11 C12 C13 C18 -160.6(6) . . . . ?
N11 C12 C13 C14 24.6(10) . . . . ?
C18 C13 C14 O14 -178.3(6) . . . . ?
C12 C13 C14 O14 -3.4(9) . . . . ?
C18 C13 C14 C15 2.0(9) . . . . ?
C12 C13 C14 C15 176.8(6) . . . . ?
C15 C14 O14 Yb2 -56.4(8) . . . . ?
C13 C14 O14 Yb2 123.9(5) . . . . ?
C15 C14 O14 Yb1 121.1(5) . . . . ?
C13 C14 O14 Yb1 -58.6(7) . . . . ?
O14 C14 C15 C16 -178.5(6) . . . . ?
C13 C14 C15 C16 1.3(9) . . . . ?
O14 C14 C15 C19 -3.4(9) . . . . ?
C13 C14 C15 C19 176.3(6) . . . . ?
C14 C15 C16 C17 -3.0(10) . . . . ?
C19 C15 C16 C17 -178.1(6) . . . . ?
C15 C16 C17 C18 1.2(11) . . . . ?
C15 C16 C17 C17A 180.0(7) . . . . ?
C16 C17 C17A C17C 143.2(8) . . . . ?
C18 C17 C17A C17C -38.1(11) . . . . ?
C16 C17 C17A C17D 14.9(12) . . . . ?
C18 C17 C17A C17D -166.4(8) . . . . ?
C16 C17 C17A C17B -99.8(9) . . . . ?
C18 C17 C17A C17B 78.9(9) . . . . ?
C16 C17 C18 C13 2.2(11) . . . . ?
C17A C17 C18 C13 -176.6(7) . . . . ?
C14 C13 C18 C17 -3.9(11) . . . . ?
C12 C13 C18 C17 -178.7(6) . . . . ?
C14 C15 C19 N20 21.0(10) . . . . ?
C16 C15 C19 N20 -163.8(6) . . . . ?
C15 C19 N20 N21 -175.2(6) . . . . ?
C15 C19 N20 Yb2 9.3(9) . . . . ?
C19 N20 N21 C23 -163.9(6) . . . . ?
Yb2 N20 N21 C23 12.1(6) . . . . ?
C19 N20 N21 C21A 5.6(9) . . . . ?
Yb2 N20 N21 C21A -178.4(6) . . . . ?
C30 N22 C23 N24 -1.4(7) . . . . ?
Yb2 N22 C23 N24 155.5(4) . . . . ?
C30 N22 C23 N21 177.9(6) . . . . ?
Yb2 N22 C23 N21 -25.2(8) . . . . ?
N20 N21 C23 N22 7.8(9) . . . . ?
C21A N21 C23 N22 -161.7(7) . . . . ?
N20 N21 C23 N24 -173.0(5) . . . . ?
C21A N21 C23 N24 17.6(10) . . . . ?
N22 C23 N24 C25 -0.1(7) . . . . ?
N21 C23 N24 C25 -179.4(6) . . . . ?
C23 N24 C25 C30 1.5(7) . . . . ?
C23 N24 C25 C26 -178.5(7) . . . . ?
C30 C25 C26 C27 1.9(11) . . . . ?
N24 C25 C26 C27 -178.2(7) . . . . ?
C25 C26 C27 C28 0.6(11) . . . . ?
C26 C27 C28 C29 -1.6(13) . . . . ?
C27 C28 C29 C30 0.2(11) . . . . ?
C28 C29 C30 C25 2.2(10) . . . . ?
C28 C29 C30 N22 -179.0(7) . . . . ?
N24 C25 C30 C29 176.7(6) . . . . ?
C26 C25 C30 C29 -3.3(11) . . . . ?
N24 C25 C30 N22 -2.4(7) . . . . ?
C26 C25 C30 N22 177.6(6) . . . . ?
C23 N22 C30 C29 -176.6(7) . . . . ?
Yb2 N22 C30 C29 32.2(10) . . . . ?
C23 N22 C30 C25 2.3(7) . . . . ?
Yb2 N22 C30 C25 -148.9(5) . . . . ?
 
loop_
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
N3 H3 O3A  0.86 2.02 2.821(10) 155.1 3_565
C8 H8 N1  0.93 2.61 3.371(9) 139.5 2_665
C10A H10A O3A  0.96 2.26 3.049(11) 138.9 3_565
C21A H21A O1A  0.96 2.54 3.335(12) 140.1 29
C21A H21A O2A  0.96 2.60 3.554(11) 172.2 29
N24 H24 O2A  0.86 1.94 2.780(9) 164.7 29
 
_refine_diff_density_max    1.984
_refine_diff_density_min   -1.173
_refine_diff_density_rms    0.107




