#------------------------------------------------------------------------------
#$Date: 2023-05-05 03:57:32 +0300 (Fri, 05 May 2023) $
#$Revision: 283154 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/82/1568203.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_1568203
loop_
_publ_author_name
'Alexander, Carlson'
'Thom, James A.'
'Kenwright, Alan M.'
'Christensen, Kirsten E.'
'Sørensen, Thomas Just'
'Faulkner, Stephen'
_publ_section_title
;
 Chelating chloride using binuclear lanthanide complexes in water.
;
_journal_issue                   5
_journal_name_full               'Chemical science'
_journal_page_first              1194
_journal_page_last               1204
_journal_paper_doi               10.1039/d2sc05417e
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C31 H58 F2 K N8 O16 Yb2'
_chemical_formula_sum            'C31 H58 F2 K N8 O16 Yb2'
_chemical_formula_weight         1222.02
_chemical_melting_point          ?
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2022-01-24
_audit_creation_method           'CRYSTALS_ver_*****_build_8199 '
_audit_update_record
;
2022-08-17 deposited with the CCDC.	2022-12-27 downloaded from the CCDC.
;
_cell_angle_alpha                94.8655(15)
_cell_angle_beta                 102.8002(15)
_cell_angle_gamma                108.0577(16)
_cell_formula_units_Z            2
_cell_length_a                   12.6782(2)
_cell_length_b                   13.2543(2)
_cell_length_c                   17.7146(3)
_cell_measurement_reflns_used    33756
_cell_measurement_temperature    150
_cell_measurement_theta_max      76.33
_cell_measurement_theta_min      3.74
_cell_volume                     2721.73(8)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_av_unetI/netI     0.037
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            49071
_diffrn_reflns_theta_full        74.767
_diffrn_reflns_theta_max         76.293
_diffrn_reflns_theta_min         3.557
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.456
_exptl_absorpt_correction_T_max  0.55
_exptl_absorpt_correction_T_min  0.11
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_crystal_colour            clear_pale_colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1210
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.88
_refine_diff_density_min         -2.05
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         11277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0548
_refine_ls_shift/su_max          0.0013192
_refine_ls_shift/su_mean         0.0000144
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.11P)² + 8.85P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1598
_refine_ls_wR_factor_gt          0.1571
_refine_ls_wR_factor_ref         0.1598
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                10621
_reflns_number_total             11279
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.82
_oxford_diffrn_Wilson_scale      0.17
_oxford_refine_ls_scale          2.60(2)
_oxford_structure_analysis_title 7538
_cod_data_source_file            d2sc05417e2.cif
_cod_data_source_block           Yb_2-DO3A_2-C-3-2F
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1568201--1568207.cif.
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               1568203
_oxford_refine_reflns_threshold_expression I>-10.0\s(I)
_refine_ls_r_factor_ref          0.0565
_reflns_number_all               11277
_platon_squeeze_void_probe_radius 1.20
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Yb1 Yb 0.58522(2) 0.26661(2) 0.249985(15) 0.0304 1.0000 Uani . . . . . .
N2 N 0.8012(4) 0.2880(4) 0.3022(3) 0.0448 1.0000 Uani . . . . . .
C3 C 0.8247(6) 0.2976(5) 0.3940(4) 0.0549 1.0000 Uani . . . . . .
C4 C 0.7766(6) 0.3724(6) 0.4284(4) 0.0505 1.0000 Uani . . . . . .
N5 N 0.6532(5) 0.3352(4) 0.3961(3) 0.0465 1.0000 Uani . . . . . .
C6 C 0.6051(7) 0.4285(6) 0.4129(4) 0.0580 1.0000 Uani . . . . . .
C7 C 0.6204(6) 0.5052(5) 0.3569(4) 0.0523 1.0000 Uani . . . . . .
N8 N 0.5611(4) 0.4487(4) 0.2789(4) 0.0516 1.0000 Uani . . . . . .
N11 N 0.7067(5) 0.4042(4) 0.1856(3) 0.0476 1.0000 Uani . . . . . .
C12 C 0.8273(6) 0.3910(7) 0.2005(4) 0.0593 1.0000 Uani . . . . . .
C13 C 0.8732(6) 0.3841(5) 0.2834(4) 0.0496 1.0000 Uani . . . . . .
C14 C 0.5921(5) 0.2422(5) 0.4297(3) 0.0403 1.0000 Uani . . . . . .
C15 C 0.4669(5) 0.1940(4) 0.3825(3) 0.0360 1.0000 Uani . . . . . .
O16 O 0.3977(3) 0.1350(3) 0.4133(2) 0.0419 1.0000 Uani . . . . . .
O17 O 0.4416(3) 0.2178(3) 0.3146(2) 0.0382 1.0000 Uani . . . . . .
C18 C 0.4354(5) 0.4256(5) 0.2590(4) 0.0469 1.0000 Uani . . . . . .
C19 C 0.3768(5) 0.3436(4) 0.1834(3) 0.0391 1.0000 Uani . . . . . .
O20 O 0.2791(4) 0.3360(4) 0.1469(3) 0.0554 1.0000 Uani . . . . . .
O21 O 0.4321(3) 0.2837(3) 0.1641(2) 0.0380 1.0000 Uani . . . . . .
C22 C 0.6510(5) 0.3726(5) 0.1002(3) 0.0433 1.0000 Uani . . . . . .
C23 C 0.6058(6) 0.2516(5) 0.0773(3) 0.0454 1.0000 Uani . . . . . .
O24 O 0.5859(8) 0.2168(5) 0.0064(3) 0.0921 1.0000 Uani . . . . . .
O25 O 0.5944(3) 0.1944(3) 0.1305(2) 0.0398 1.0000 Uani . . . . . .
F26 F 0.5694(3) 0.1070(3) 0.2667(2) 0.0440 1.0000 Uani . . . . . .
C27 C 0.8165(4) 0.1863(4) 0.2706(3) 0.0355 1.0000 Uani . . . . . .
C28 C 0.9382(4) 0.1813(4) 0.2940(4) 0.0382 1.0000 Uani . . . . . .
C29 C 0.9325(4) 0.0657(4) 0.2681(3) 0.0348 1.0000 Uani . . . . . .
Yb31 Yb 1.00926(2) -0.15849(2) 0.247796(14) 0.0295 1.0000 Uani . . . . . .
N32 N 1.0377(4) 0.0397(3) 0.3012(3) 0.0357 1.0000 Uani . . . . . .
C33 C 1.1405(5) 0.1108(4) 0.2824(3) 0.0393 1.0000 Uani . . . . . .
C34 C 1.1371(5) 0.0793(4) 0.1975(3) 0.0398 1.0000 Uani . . . . . .
N35 N 1.1449(4) -0.0314(4) 0.1833(3) 0.0370 1.0000 Uani . . . . . .
C36 C 1.2653(5) -0.0253(5) 0.2093(4) 0.0409 1.0000 Uani . . . . . .
C37 C 1.2702(5) -0.1356(5) 0.2184(4) 0.0424 1.0000 Uani . . . . . .
N38 N 1.2032(4) -0.1866(4) 0.2749(3) 0.0396 1.0000 Uani . . . . . .
C39 C 1.2736(5) -0.1404(5) 0.3553(3) 0.0395 1.0000 Uani . . . . . .
C40 C 1.1999(5) -0.1614(5) 0.4124(4) 0.0415 1.0000 Uani . . . . . .
N41 N 1.1006(4) -0.1184(4) 0.3937(3) 0.0368 1.0000 Uani . . . . . .
C42 C 1.1413(5) -0.0038(5) 0.4264(3) 0.0414 1.0000 Uani . . . . . .
C43 C 1.0575(5) 0.0501(5) 0.3895(3) 0.0410 1.0000 Uani . . . . . .
C44 C 1.0993(5) -0.0730(5) 0.0978(3) 0.0361 1.0000 Uani . . . . . .
C45 C 0.9683(5) -0.1198(4) 0.0739(3) 0.0366 1.0000 Uani . . . . . .
O46 O 0.9201(3) -0.1449(3) 0.0021(2) 0.0433 1.0000 Uani . . . . . .
O47 O 0.9167(3) -0.1313(3) 0.1280(2) 0.0348 1.0000 Uani . . . . . .
C48 C 1.1746(5) -0.3041(5) 0.2568(4) 0.0396 1.0000 Uani . . . . . .
C49 C 1.0733(4) -0.3531(4) 0.1843(3) 0.0335 1.0000 Uani . . . . . .
O50 O 1.0556(4) -0.4454(3) 0.1532(2) 0.0421 1.0000 Uani . . . . . .
O51 O 1.0122(3) -0.2953(3) 0.1619(2) 0.0354 1.0000 Uani . . . . . .
C52 C 1.0097(5) -0.1826(4) 0.4264(3) 0.0362 1.0000 Uani . . . . . .
C53 C 0.9563(4) -0.2973(4) 0.3792(3) 0.0355 1.0000 Uani . . . . . .
O54 O 0.9067(4) -0.3708(3) 0.4109(2) 0.0433 1.0000 Uani . . . . . .
O55 O 0.9676(3) -0.3071(3) 0.3101(2) 0.0367 1.0000 Uani . . . . . .
F56 F 0.8439(3) -0.1749(3) 0.26321(19) 0.0404 1.0000 Uani . . . . . .
K57 K 1.0000 0.5000 0.0000 0.0689 1.0000 Uani S . . . . .
O58 O 0.8350(6) 0.3034(5) -0.0162(3) 0.0729 1.0000 Uani . . . . . .
K60 K 0.5000 0.0000 0.0000 0.0996 1.0000 Uani S . . . . .
O61 O 0.7370(5) 0.0322(5) 0.0571(4) 0.0725 1.0000 Uani . . . . . .
H31 H 0.9069 0.3220 0.4162 0.0671 1.0000 Uiso R . . . . .
H32 H 0.7909 0.2273 0.4064 0.0668 1.0000 Uiso R . . . . .
H41 H 0.8097 0.4431 0.4150 0.0629 1.0000 Uiso R . . . . .
H42 H 0.7950 0.3768 0.4854 0.0630 1.0000 Uiso R . . . . .
H62 H 0.5232 0.3968 0.4086 0.0699 1.0000 Uiso R . . . . .
H61 H 0.6451 0.4668 0.4659 0.0701 1.0000 Uiso R . . . . .
H71 H 0.5909 0.5618 0.3702 0.0623 1.0000 Uiso R . . . . .
H72 H 0.7026 0.5379 0.3598 0.0621 1.0000 Uiso R . . . . .
H122 H 0.8802 0.4520 0.1861 0.0681 1.0000 Uiso R . . . . .
H121 H 0.8207 0.3254 0.1677 0.0679 1.0000 Uiso R . . . . .
H131 H 0.8741 0.4466 0.3173 0.0598 1.0000 Uiso R . . . . .
H132 H 0.9504 0.3809 0.2909 0.0600 1.0000 Uiso R . . . . .
H141 H 0.5955 0.2669 0.4836 0.0488 1.0000 Uiso R . . . . .
H142 H 0.6280 0.1873 0.4274 0.0491 1.0000 Uiso R . . . . .
H181 H 0.4191 0.4919 0.2512 0.0550 1.0000 Uiso R . . . . .
H182 H 0.4050 0.3968 0.3020 0.0550 1.0000 Uiso R . . . . .
H222 H 0.5882 0.3999 0.0864 0.0529 1.0000 Uiso R . . . . .
H221 H 0.7069 0.4029 0.0718 0.0529 1.0000 Uiso R . . . . .
H271 H 0.7914 0.1750 0.2140 0.0428 1.0000 Uiso R . . . . .
H272 H 0.7670 0.1279 0.2893 0.0430 1.0000 Uiso R . . . . .
H282 H 0.9865 0.2306 0.2684 0.0471 1.0000 Uiso R . . . . .
H281 H 0.9693 0.2019 0.3502 0.0468 1.0000 Uiso R . . . . .
H292 H 0.9184 0.0552 0.2116 0.0419 1.0000 Uiso R . . . . .
H291 H 0.8686 0.0156 0.2819 0.0417 1.0000 Uiso R . . . . .
H331 H 1.1415 0.1849 0.2904 0.0482 1.0000 Uiso R . . . . .
H332 H 1.2099 0.1051 0.3161 0.0481 1.0000 Uiso R . . . . .
H341 H 1.2013 0.1311 0.1849 0.0489 1.0000 Uiso R . . . . .
H342 H 1.0660 0.0805 0.1639 0.0489 1.0000 Uiso R . . . . .
H361 H 1.3051 0.0026 0.1706 0.0478 1.0000 Uiso R . . . . .
H362 H 1.3007 0.0232 0.2593 0.0480 1.0000 Uiso R . . . . .
H372 H 1.2385 -0.1814 0.1676 0.0499 1.0000 Uiso R . . . . .
H371 H 1.3496 -0.1299 0.2386 0.0499 1.0000 Uiso R . . . . .
H391 H 1.3343 -0.1713 0.3694 0.0493 1.0000 Uiso R . . . . .
H392 H 1.3088 -0.0634 0.3589 0.0492 1.0000 Uiso R . . . . .
H402 H 1.1686 -0.2389 0.4114 0.0496 1.0000 Uiso R . . . . .
H401 H 1.2472 -0.1251 0.4648 0.0500 1.0000 Uiso R . . . . .
H422 H 1.2159 0.0306 0.4170 0.0510 1.0000 Uiso R . . . . .
H421 H 1.1484 0.0030 0.4825 0.0508 1.0000 Uiso R . . . . .
H431 H 1.0893 0.1258 0.4113 0.0489 1.0000 Uiso R . . . . .
H432 H 0.9844 0.0192 0.4012 0.0490 1.0000 Uiso R . . . . .
H441 H 1.1234 -0.0148 0.0692 0.0439 1.0000 Uiso R . . . . .
H442 H 1.1296 -0.1279 0.0840 0.0438 1.0000 Uiso R . . . . .
H481 H 1.2412 -0.3210 0.2483 0.0470 1.0000 Uiso R . . . . .
H482 H 1.1529 -0.3355 0.3015 0.0471 1.0000 Uiso R . . . . .
H522 H 1.0417 -0.1847 0.4814 0.0440 1.0000 Uiso R . . . . .
H521 H 0.9501 -0.1505 0.4221 0.0440 1.0000 Uiso R . . . . .
C9 C 0.6095(6) 0.5198(5) 0.2195(5) 0.0597 1.0000 Uani . . . . . .
C10 C 0.7213(7) 0.5148(6) 0.2120(5) 0.0569 1.0000 Uani . . . . . .
H92 H 0.6214 0.5940 0.2407 0.0721 1.0000 Uiso R . . . . .
H91 H 0.5541 0.4993 0.1689 0.0719 1.0000 Uiso R . . . . .
H101 H 0.7470 0.5598 0.1742 0.0679 1.0000 Uiso R . . . . .
H102 H 0.7780 0.5393 0.2633 0.0678 1.0000 Uiso R . . . . .
H581 H 0.7741 0.3044 -0.0083 0.1109 1.0000 Uiso R . . . . .
H582 H 0.8648 0.2878 0.0250 0.1109 1.0000 Uiso R . . . . .
H611 H 0.7485 -0.0059 0.0229 0.1100 1.0000 Uiso R . . . . .
H612 H 0.7986 0.0816 0.0659 0.1099 1.0000 Uiso R . . . . .
O59 O 0.8398(6) 0.6110(4) 0.0145(3) 0.0751 1.0000 Uani . . . . . .
H591 H 0.8703 0.6501 0.0572 0.1139 1.0000 Uiso R . . . . .
H592 H 0.8473 0.6614 -0.0097 0.1139 1.0000 Uiso R . . . . .
O62 O 0.4342(9) 0.0484(7) -0.1553(6) 0.1559 1.0000 Uani . . . . . .
H621 H 0.4329 -0.0061 -0.1942 0.1817 1.0000 Uiso R . . . . .
H622 H 0.4159 0.1109 -0.1662 0.1817 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Yb -7.2108 4.4329 28.6641 1.9889 15.4345 0.2571 15.3087 10.6647 2.9896 100.4170
7.5667 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
K 0.3868 1.0657 8.2186 12.7949 7.4398 0.7748 1.0519 213.1870 0.8659 41.6841
1.4228 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 . Yb1 . N5 . 69.70(18) yes
N2 . Yb1 . N8 . 108.89(15) yes
N5 . Yb1 . N8 . 70.0(2) yes
N2 . Yb1 . N11 . 69.95(18) yes
N5 . Yb1 . N11 . 106.96(16) yes
N8 . Yb1 . N11 . 69.4(2) yes
N2 . Yb1 . O17 . 127.81(16) yes
N5 . Yb1 . O17 . 66.12(15) yes
N8 . Yb1 . O17 . 80.62(17) yes
N11 . Yb1 . O17 . 149.46(17) yes
N2 . Yb1 . O21 . 154.55(16) yes
N5 . Yb1 . O21 . 126.87(17) yes
N8 . Yb1 . O21 . 67.08(16) yes
N11 . Yb1 . O21 . 85.67(17) yes
O17 . Yb1 . O21 . 77.27(14) yes
N2 . Yb1 . O25 . 87.36(16) yes
N5 . Yb1 . O25 . 156.61(17) yes
N8 . Yb1 . O25 . 124.30(18) yes
N11 . Yb1 . O25 . 67.39(16) yes
O17 . Yb1 . O25 . 130.43(14) yes
N2 . Yb1 . F26 . 79.99(14) yes
N5 . Yb1 . F26 . 92.25(16) yes
N8 . Yb1 . F26 . 154.58(18) yes
N11 . Yb1 . F26 . 135.04(17) yes
O17 . Yb1 . F26 . 75.47(14) yes
O21 . Yb1 . O25 . 76.21(14) yes
O21 . Yb1 . F26 . 114.85(14) yes
O25 . Yb1 . F26 . 78.88(14) yes
Yb1 . N2 . C3 . 106.0(4) yes
Yb1 . N2 . C13 . 110.6(4) yes
C3 . N2 . C13 . 109.2(5) yes
Yb1 . N2 . C27 . 107.5(3) yes
C3 . N2 . C27 . 108.5(5) yes
C13 . N2 . C27 . 114.7(5) yes
N2 . C3 . C4 . 113.0(5) yes
N2 . C3 . H31 . 108.0 no
C4 . C3 . H31 . 109.3 no
N2 . C3 . H32 . 108.5 no
C4 . C3 . H32 . 108.8 no
H31 . C3 . H32 . 109.2 no
C3 . C4 . N5 . 109.5(5) yes
C3 . C4 . H41 . 108.7 no
N5 . C4 . H41 . 108.9 no
C3 . C4 . H42 . 109.8 no
N5 . C4 . H42 . 110.0 no
H41 . C4 . H42 . 109.9 no
C4 . N5 . Yb1 . 115.0(4) yes
C4 . N5 . C6 . 110.0(5) yes
Yb1 . N5 . C6 . 107.7(4) yes
C4 . N5 . C14 . 112.8(5) yes
Yb1 . N5 . C14 . 103.1(3) yes
C6 . N5 . C14 . 107.7(5) yes
N5 . C6 . C7 . 112.5(5) yes
N5 . C6 . H62 . 108.5 no
C7 . C6 . H62 . 108.4 no
N5 . C6 . H61 . 108.3 no
C7 . C6 . H61 . 109.3 no
H62 . C6 . H61 . 109.8 no
C6 . C7 . N8 . 109.2(6) yes
C6 . C7 . H71 . 109.5 no
N8 . C7 . H71 . 110.6 no
C6 . C7 . H72 . 109.9 no
N8 . C7 . H72 . 108.9 no
H71 . C7 . H72 . 108.8 no
C7 . N8 . Yb1 . 114.0(4) yes
C7 . N8 . C18 . 114.3(5) yes
Yb1 . N8 . C18 . 105.0(4) yes
C7 . N8 . C9 . 108.2(5) yes
Yb1 . N8 . C9 . 107.6(4) yes
C18 . N8 . C9 . 107.4(5) yes
Yb1 . N11 . C12 . 107.6(4) yes
Yb1 . N11 . C22 . 105.5(3) yes
C12 . N11 . C22 . 107.7(5) yes
Yb1 . N11 . C10 . 115.7(4) yes
C12 . N11 . C10 . 109.0(5) yes
C22 . N11 . C10 . 111.0(5) yes
N11 . C12 . C13 . 111.8(5) yes
N11 . C12 . H122 . 109.1 no
C13 . C12 . H122 . 109.2 no
N11 . C12 . H121 . 108.9 no
C13 . C12 . H121 . 108.8 no
H122 . C12 . H121 . 109.1 no
C12 . C13 . N2 . 109.2(6) yes
C12 . C13 . H131 . 109.6 no
N2 . C13 . H131 . 109.4 no
C12 . C13 . H132 . 109.1 no
N2 . C13 . H132 . 108.9 no
H131 . C13 . H132 . 110.5 no
N5 . C14 . C15 . 109.9(5) yes
N5 . C14 . H141 . 109.0 no
C15 . C14 . H141 . 109.3 no
N5 . C14 . H142 . 109.6 no
C15 . C14 . H142 . 108.7 no
H141 . C14 . H142 . 110.4 no
C14 . C15 . O16 . 117.8(5) yes
C14 . C15 . O17 . 117.1(5) yes
O16 . C15 . O17 . 125.1(5) yes
C15 . O17 . Yb1 . 118.2(3) yes
N8 . C18 . C19 . 110.3(5) yes
N8 . C18 . H181 . 109.5 no
C19 . C18 . H181 . 108.8 no
N8 . C18 . H182 . 109.5 no
C19 . C18 . H182 . 109.4 no
H181 . C18 . H182 . 109.4 no
C18 . C19 . O20 . 118.9(5) yes
C18 . C19 . O21 . 116.7(5) yes
O20 . C19 . O21 . 124.3(5) yes
C19 . O21 . Yb1 . 122.3(3) yes
N11 . C22 . C23 . 110.7(5) yes
N11 . C22 . H222 . 110.0 no
C23 . C22 . H222 . 109.2 no
N11 . C22 . H221 . 108.9 no
C23 . C22 . H221 . 109.0 no
H222 . C22 . H221 . 108.9 no
C22 . C23 . O24 . 115.9(6) yes
C22 . C23 . O25 . 118.7(5) yes
O24 . C23 . O25 . 125.4(6) yes
C23 . O25 . Yb1 . 120.2(4) yes
N2 . C27 . C28 . 116.5(4) yes
N2 . C27 . H271 . 108.6 no
C28 . C27 . H271 . 108.1 no
N2 . C27 . H272 . 107.2 no
C28 . C27 . H272 . 107.6 no
H271 . C27 . H272 . 108.7 no
C27 . C28 . C29 . 108.5(4) yes
C27 . C28 . H282 . 109.3 no
C29 . C28 . H282 . 110.1 no
C27 . C28 . H281 . 109.8 no
C29 . C28 . H281 . 110.2 no
H282 . C28 . H281 . 108.9 no
C28 . C29 . N32 . 115.9(4) yes
C28 . C29 . H292 . 106.7 no
N32 . C29 . H292 . 107.8 no
C28 . C29 . H291 . 109.4 no
N32 . C29 . H291 . 108.1 no
H292 . C29 . H291 . 108.9 no
N32 . Yb31 . N35 . 70.38(15) yes
N32 . Yb31 . N38 . 109.65(14) yes
N35 . Yb31 . N38 . 69.23(16) yes
N32 . Yb31 . N41 . 70.52(15) yes
N35 . Yb31 . N41 . 107.78(14) yes
N38 . Yb31 . N41 . 70.48(16) yes
N32 . Yb31 . O47 . 87.21(14) yes
N35 . Yb31 . O47 . 67.11(14) yes
N38 . Yb31 . O47 . 123.65(15) yes
N41 . Yb31 . O47 . 157.26(14) yes
N32 . Yb31 . O51 . 155.96(14) yes
N35 . Yb31 . O51 . 86.79(14) yes
N38 . Yb31 . O51 . 66.95(14) yes
N41 . Yb31 . O51 . 125.87(14) yes
O47 . Yb31 . O51 . 76.70(13) yes
N32 . Yb31 . O55 . 128.35(14) yes
N35 . Yb31 . O55 . 149.09(15) yes
N38 . Yb31 . O55 . 80.49(15) yes
N41 . Yb31 . O55 . 65.83(14) yes
O47 . Yb31 . O55 . 130.20(13) yes
N32 . Yb31 . F56 . 79.18(13) yes
N35 . Yb31 . F56 . 134.17(14) yes
N38 . Yb31 . F56 . 155.79(15) yes
N41 . Yb31 . F56 . 92.67(14) yes
O47 . Yb31 . F56 . 78.22(13) yes
O51 . Yb31 . O55 . 75.44(13) yes
O51 . Yb31 . F56 . 114.04(13) yes
O55 . Yb31 . F56 . 76.67(13) yes
C29 . N32 . Yb31 . 110.4(3) yes
C29 . N32 . C33 . 112.5(4) yes
Yb31 . N32 . C33 . 108.5(3) yes
C29 . N32 . C43 . 108.5(4) yes
Yb31 . N32 . C43 . 107.4(3) yes
C33 . N32 . C43 . 109.5(4) yes
N32 . C33 . C34 . 110.2(4) yes
N32 . C33 . H331 . 109.1 no
C34 . C33 . H331 . 108.6 no
N32 . C33 . H332 . 110.0 no
C34 . C33 . H332 . 108.9 no
H331 . C33 . H332 . 109.9 no
C33 . C34 . N35 . 110.9(4) yes
C33 . C34 . H341 . 108.9 no
N35 . C34 . H341 . 109.4 no
C33 . C34 . H342 . 109.4 no
N35 . C34 . H342 . 109.3 no
H341 . C34 . H342 . 108.9 no
C34 . N35 . Yb31 . 109.3(3) yes
C34 . N35 . C36 . 109.6(4) yes
Yb31 . N35 . C36 . 114.5(3) yes
C34 . N35 . C44 . 107.9(4) yes
Yb31 . N35 . C44 . 105.3(3) yes
C36 . N35 . C44 . 110.0(4) yes
N35 . C36 . C37 . 109.5(5) yes
N35 . C36 . H361 . 109.1 no
C37 . C36 . H361 . 110.0 no
N35 . C36 . H362 . 108.5 no
C37 . C36 . H362 . 110.1 no
H361 . C36 . H362 . 109.6 no
C36 . C37 . N38 . 112.5(5) yes
C36 . C37 . H372 . 108.8 no
N38 . C37 . H372 . 108.8 no
C36 . C37 . H371 . 108.7 no
N38 . C37 . H371 . 108.2 no
H372 . C37 . H371 . 109.7 no
C37 . N38 . Yb31 . 110.2(3) yes
C37 . N38 . C39 . 108.3(4) yes
Yb31 . N38 . C39 . 112.6(3) yes
C37 . N38 . C48 . 107.9(4) yes
Yb31 . N38 . C48 . 104.6(3) yes
C39 . N38 . C48 . 113.2(4) yes
N38 . C39 . C40 . 110.3(5) yes
N38 . C39 . H391 . 110.7 no
C40 . C39 . H391 . 109.1 no
N38 . C39 . H392 . 109.2 no
C40 . C39 . H392 . 109.0 no
H391 . C39 . H392 . 108.5 no
C39 . C40 . N41 . 113.0(4) yes
C39 . C40 . H402 . 109.0 no
N41 . C40 . H402 . 108.5 no
C39 . C40 . H401 . 108.8 no
N41 . C40 . H401 . 107.0 no
H402 . C40 . H401 . 110.5 no
C40 . N41 . Yb31 . 110.0(3) yes
C40 . N41 . C42 . 109.4(4) yes
Yb31 . N41 . C42 . 113.4(3) yes
C40 . N41 . C52 . 107.5(4) yes
Yb31 . N41 . C52 . 103.7(3) yes
C42 . N41 . C52 . 112.5(4) yes
N41 . C42 . C43 . 111.3(5) yes
N41 . C42 . H422 . 109.0 no
C43 . C42 . H422 . 109.7 no
N41 . C42 . H421 . 108.2 no
C43 . C42 . H421 . 108.9 no
H422 . C42 . H421 . 109.8 no
C42 . C43 . N32 . 112.5(4) yes
C42 . C43 . H431 . 108.2 no
N32 . C43 . H431 . 108.0 no
C42 . C43 . H432 . 110.1 no
N32 . C43 . H432 . 108.7 no
H431 . C43 . H432 . 109.3 no
N35 . C44 . C45 . 111.7(4) yes
N35 . C44 . H441 . 109.1 no
C45 . C44 . H441 . 108.7 no
N35 . C44 . H442 . 109.5 no
C45 . C44 . H442 . 109.0 no
H441 . C44 . H442 . 108.8 no
C44 . C45 . O46 . 117.0(5) yes
C44 . C45 . O47 . 118.0(5) yes
O46 . C45 . O47 . 125.0(5) yes
C45 . O47 . Yb31 . 119.0(3) yes
N38 . C48 . C49 . 111.2(5) yes
N38 . C48 . H481 . 110.1 no
C49 . C48 . H481 . 109.5 no
N38 . C48 . H482 . 108.3 no
C49 . C48 . H482 . 108.3 no
H481 . C48 . H482 . 109.3 no
C48 . C49 . O50 . 117.8(5) yes
C48 . C49 . O51 . 117.0(5) yes
O50 . C49 . O51 . 125.2(5) yes
C49 . O50 . K57 1_545 121.5(3) yes
C49 . O51 . Yb31 . 120.5(3) yes
N41 . C52 . C53 . 109.6(4) yes
N41 . C52 . H522 . 109.8 no
C53 . C52 . H522 . 110.1 no
N41 . C52 . H521 . 109.3 no
C53 . C52 . H521 . 108.3 no
H522 . C52 . H521 . 109.7 no
C52 . C53 . O54 . 118.5(5) yes
C52 . C53 . O55 . 115.6(5) yes
O54 . C53 . O55 . 126.0(5) yes
C53 . O55 . Yb31 . 120.3(3) yes
O50 1_565 K57 . O50 2_755 180.00 yes
H581 . O58 . H582 . 101.1 no
H611 . O61 . H612 . 96.7 no
N8 . C9 . C10 . 112.9(5) yes
N8 . C9 . H92 . 106.5 no
C10 . C9 . H92 . 107.4 no
N8 . C9 . H91 . 110.0 no
C10 . C9 . H91 . 110.6 no
H92 . C9 . H91 . 109.3 no
C9 . C10 . N11 . 108.1(6) yes
C9 . C10 . H101 . 109.5 no
N11 . C10 . H101 . 110.5 no
C9 . C10 . H102 . 109.9 no
N11 . C10 . H102 . 108.5 no
H101 . C10 . H102 . 110.2 no
H591 . O59 . H592 . 93.5 no
H621 . O62 . H622 . 124.3 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Yb1 . N2 . 2.605(5) yes
Yb1 . N5 . 2.528(5) yes
Yb1 . N8 . 2.549(5) yes
Yb1 . N11 . 2.527(5) yes
Yb1 . O17 . 2.315(4) yes
Yb1 . O21 . 2.271(4) yes
Yb1 . O25 . 2.289(4) yes
Yb1 . F26 . 2.115(3) yes
N2 . C3 . 1.572(9) yes
N2 . C13 . 1.432(8) yes
N2 . C27 . 1.501(7) yes
C3 . C4 . 1.471(10) yes
C3 . H31 . 0.966 no
C3 . H32 . 0.964 no
C4 . N5 . 1.448(8) yes
C4 . H41 . 0.973 no
C4 . H42 . 0.976 no
N5 . C6 . 1.573(10) yes
N5 . C14 . 1.487(7) yes
C6 . C7 . 1.479(11) yes
C6 . H62 . 0.974 no
C6 . H61 . 0.972 no
C7 . N8 . 1.432(9) yes
C7 . H71 . 0.971 no
C7 . H72 . 0.984 no
N8 . C18 . 1.479(8) yes
N8 . C9 . 1.571(10) yes
N11 . C12 . 1.561(10) yes
N11 . C22 . 1.483(7) yes
N11 . C10 . 1.442(9) yes
C12 . C13 . 1.478(10) yes
C12 . H122 . 0.971 no
C12 . H121 . 0.972 no
C13 . H131 . 0.976 no
C13 . H132 . 0.974 no
C14 . C15 . 1.523(8) yes
C14 . H141 . 0.971 no
C14 . H142 . 0.973 no
C15 . O16 . 1.240(7) yes
C15 . O17 . 1.267(7) yes
C18 . C19 . 1.529(8) yes
C18 . H181 . 0.976 no
C18 . H182 . 0.982 no
C19 . O20 . 1.233(7) yes
C19 . O21 . 1.283(7) yes
C22 . C23 . 1.510(9) yes
C22 . H222 . 0.965 no
C22 . H221 . 0.966 no
C23 . O24 . 1.241(8) yes
C23 . O25 . 1.265(8) yes
C27 . C28 . 1.530(7) yes
C27 . H271 . 0.965 no
C27 . H272 . 0.969 no
C28 . C29 . 1.537(7) yes
C28 . H282 . 0.966 no
C28 . H281 . 0.967 no
C29 . N32 . 1.489(7) yes
C29 . H292 . 0.968 no
C29 . H291 . 0.969 no
Yb31 . N32 . 2.601(4) yes
Yb31 . N35 . 2.550(5) yes
Yb31 . N38 . 2.548(5) yes
Yb31 . N41 . 2.523(4) yes
Yb31 . O47 . 2.302(4) yes
Yb31 . O51 . 2.282(4) yes
Yb31 . O55 . 2.314(4) yes
Yb31 . F56 . 2.121(3) yes
N32 . C33 . 1.477(7) yes
N32 . C43 . 1.515(7) yes
C33 . C34 . 1.514(8) yes
C33 . H331 . 0.977 no
C33 . H332 . 0.975 no
C34 . N35 . 1.505(7) yes
C34 . H341 . 0.971 no
C34 . H342 . 0.970 no
N35 . C36 . 1.468(7) yes
N35 . C44 . 1.486(7) yes
C36 . C37 . 1.503(9) yes
C36 . H361 . 0.970 no
C36 . H362 . 0.974 no
C37 . N38 . 1.520(8) yes
C37 . H372 . 0.968 no
C37 . H371 . 0.968 no
N38 . C39 . 1.466(7) yes
N38 . C48 . 1.474(7) yes
C39 . C40 . 1.510(8) yes
C39 . H391 . 0.974 no
C39 . H392 . 0.969 no
C40 . N41 . 1.520(7) yes
C40 . H402 . 0.976 no
C40 . H401 . 0.975 no
N41 . C42 . 1.463(7) yes
N41 . C52 . 1.469(7) yes
C42 . C43 . 1.520(8) yes
C42 . H422 . 0.972 no
C42 . H421 . 0.971 no
C43 . H431 . 0.965 no
C43 . H432 . 0.966 no
C44 . C45 . 1.525(7) yes
C44 . H441 . 0.966 no
C44 . H442 . 0.960 no
C45 . O46 . 1.250(7) yes
C45 . O47 . 1.269(7) yes
C48 . C49 . 1.527(8) yes
C48 . H481 . 0.977 no
C48 . H482 . 0.978 no
C49 . O50 . 1.230(6) yes
C49 . O51 . 1.275(7) yes
O50 . K57 1_545 2.624(4) yes
C52 . C53 . 1.538(7) yes
C52 . H522 . 0.975 no
C52 . H521 . 0.969 no
C53 . O54 . 1.236(7) yes
C53 . O55 . 1.264(7) yes
O58 . H581 . 0.818 no
O58 . H582 . 0.819 no
O61 . H611 . 0.822 no
O61 . H612 . 0.821 no
C9 . C10 . 1.473(11) yes
C9 . H92 . 0.975 no
C9 . H91 . 0.966 no
C10 . H101 . 0.976 no
C10 . H102 . 0.983 no
O59 . H591 . 0.819 no
O59 . H592 . 0.816 no
O62 . H621 . 0.950 no
O62 . H622 . 0.950 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C4 . H41 . O54 1_565 168 0.97 2.41 3.366(9) yes
C7 . H72 . O54 1_565 162 0.98 2.41 3.359(9) yes
C12 . H122 . O50 1_565 157 0.97 2.44 3.358(9) yes
C33 . H332 . O16 1_655 167 0.97 2.51 3.462(9) yes
C36 . H362 . O17 1_655 139 0.97 2.60 3.395(9) yes
C39 . H392 . O16 1_655 162 0.97 2.52 3.456(9) yes
C42 . H422 . O16 1_655 170 0.97 2.31 3.272(9) yes
C10 . H102 . O55 1_565 132 0.98 2.53 3.267(9) yes
O58 . H581 . O24 . 152 0.82 2.39 3.137(9) yes
O59 . H591 . O51 1_565 148 0.82 2.16 2.894(9) yes
O59 . H592 . O46 1_565 145 0.82 2.42 3.119(9) yes
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.507 0.430 700 218 ' '
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-2 5 0 x .
2 2 1 x .
