#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:36:24 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179253 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/73/4317383.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_4317383
loop_
_publ_author_name
'Jonathan H. Melman'
'Christa Rohde'
'Thomas J. Emge'
'John G. Brennan'
_publ_contact_author_address
; 
 Department of Chemistry 
 Rutgers, The State University of New Jersey
 610 Taylor Road
 Piscataway, New Jersey  08854-8087  U.S.A. 
;
_publ_contact_author_email       bren@rutchem.rutgers.edu
_publ_contact_author_name        'J. G. Brennan'
_publ_section_title
;
 Trivalent Lanthanide Compounds with Fluorinated Thiolate Ligands: Ln-F
 Dative Interactions Vary with Ln and Solvent
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              28
_journal_page_last               33
_journal_paper_doi               10.1021/ic0104813
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C47 H33 F15 N5 O S3 Yb'
_chemical_formula_weight         1238.00
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 112.23(4)
_cell_angle_gamma                90.00(3)
_cell_formula_units_Z            4
_cell_length_a                   11.513(7)
_cell_length_b                   31.499(8)
_cell_length_c                   14.144(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    153(5)
_cell_measurement_theta_max      17.9
_cell_measurement_theta_min      15.2
_cell_volume                     4748(4)
_computing_cell_refinement       CAD4
_computing_data_collection       CAD4
_computing_data_reduction        'local program'
_computing_molecular_graphics    'XPMA/ZORTEP (Zsolnai, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(5)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Nonius CAD4 diffractometer'
_diffrn_measurement_method       'ω-θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8037
_diffrn_reflns_theta_full        24.15
_diffrn_reflns_theta_max         24.15
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.204
_exptl_absorpt_correction_T_max  0.8213
_exptl_absorpt_correction_T_min  0.5283
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   SHELX-76
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'elongated plate'
_exptl_crystal_F_000             2444
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.849
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     676
_refine_ls_number_reflns         7370
_refine_ls_number_restraints     64
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0236
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0310P)²+3.8000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0560
_refine_ls_wR_factor_ref         0.0587
_reflns_number_gt                6169
_reflns_number_total             7370
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0104813_5.cif
_cod_data_source_block           ybpyf2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4317383
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.490361(11) 0.158503(4) 0.747702(10) 0.01699(5) Uani 1 1 d . . .
S1 S 0.69714(8) 0.19921(3) 0.88612(6) 0.02754(19) Uani 1 1 d . . .
C1 C 0.7806(3) 0.23175(11) 0.8337(2) 0.0241(7) Uani 1 1 d . . .
C2 C 0.8768(3) 0.21662(12) 0.8073(3) 0.0339(9) Uani 1 1 d . . .
C3 C 0.9449(4) 0.24195(13) 0.7682(3) 0.0418(10) Uani 1 1 d . . .
C4 C 0.9196(3) 0.28446(13) 0.7550(3) 0.0393(10) Uani 1 1 d . . .
C5 C 0.8250(3) 0.30112(11) 0.7802(3) 0.0321(8) Uani 1 1 d . . .
C6 C 0.7574(3) 0.27480(11) 0.8186(3) 0.0264(8) Uani 1 1 d . . .
F1 F 0.9067(2) 0.17522(7) 0.8191(2) 0.0510(6) Uani 1 1 d . . .
F2 F 1.0366(3) 0.22526(9) 0.7429(3) 0.0750(9) Uani 1 1 d . . .
F3 F 0.9837(2) 0.30984(8) 0.7157(2) 0.0607(7) Uani 1 1 d . . .
F4 F 0.7977(2) 0.34259(7) 0.7650(2) 0.0495(6) Uani 1 1 d . . .
F5 F 0.66301(19) 0.29261(7) 0.83860(18) 0.0404(5) Uani 1 1 d . . .
S2 S 0.52102(8) 0.14777(3) 0.94887(6) 0.0276(2) Uani 1 1 d . . .
C7 C 0.4040(3) 0.11885(10) 0.9706(2) 0.0216(7) Uani 1 1 d . . .
C8 C 0.3068(3) 0.13824(11) 0.9897(3) 0.0290(8) Uani 1 1 d . . .
C9 C 0.2147(3) 0.11571(13) 1.0075(3) 0.0333(9) Uani 1 1 d . . .
C10 C 0.2172(3) 0.07247(13) 1.0087(3) 0.0335(9) Uani 1 1 d . . .
C11 C 0.3118(3) 0.05179(11) 0.9913(3) 0.0301(8) Uani 1 1 d . . .
C12 C 0.4024(3) 0.07469(11) 0.9721(3) 0.0257(8) Uani 1 1 d . . .
F6 F 0.2977(2) 0.18082(7) 0.98674(19) 0.0482(6) Uani 1 1 d . . .
F7 F 0.1209(2) 0.13670(9) 1.0222(2) 0.0596(7) Uani 1 1 d . . .
F8 F 0.1271(2) 0.04992(8) 1.02500(19) 0.0527(7) Uani 1 1 d . . .
F9 F 0.3148(2) 0.00935(7) 0.9917(2) 0.0529(6) Uani 1 1 d . . .
F10 F 0.49176(19) 0.05278(7) 0.95408(18) 0.0413(5) Uani 1 1 d . . .
S3 S 0.36574(7) 0.14413(3) 0.54101(6) 0.02213(18) Uani 1 1 d . . .
C13 C 0.2311(3) 0.11214(10) 0.5033(2) 0.0216(7) Uani 1 1 d . . .
C14 C 0.1143(3) 0.12708(10) 0.4958(2) 0.0233(7) Uani 1 1 d . . .
C15 C 0.0092(3) 0.10177(11) 0.4656(3) 0.0265(8) Uani 1 1 d . . .
C16 C 0.0156(3) 0.06014(11) 0.4402(3) 0.0272(8) Uani 1 1 d . . .
C17 C 0.1280(3) 0.04390(11) 0.4442(3) 0.0268(8) Uani 1 1 d . . .
C18 C 0.2317(3) 0.06975(11) 0.4748(2) 0.0233(7) Uani 1 1 d . . .
F11 F 0.10129(17) 0.16756(6) 0.52077(15) 0.0302(5) Uani 1 1 d . . .
F12 F -0.10122(18) 0.11806(7) 0.46169(17) 0.0386(5) Uani 1 1 d . . .
F13 F -0.08757(19) 0.03568(7) 0.40912(17) 0.0385(5) Uani 1 1 d . . .
F14 F 0.13511(19) 0.00346(6) 0.41757(15) 0.0350(5) Uani 1 1 d . . .
F15 F 0.33990(18) 0.05232(6) 0.47633(15) 0.0324(5) Uani 1 1 d . . .
N1 N 0.5868(3) 0.19259(9) 0.6383(2) 0.0255(6) Uani 1 1 d . . .
C19 C 0.5617(3) 0.23294(11) 0.6074(3) 0.0312(8) Uani 1 1 d . . .
H19 H 0.5090 0.2485 0.6305 0.037 Uiso 1 1 calc R . .
C20 C 0.6097(4) 0.25274(13) 0.5431(3) 0.0378(9) Uani 1 1 d . . .
H20 H 0.5896 0.2808 0.5234 0.045 Uiso 1 1 calc R . .
C21 C 0.6880(4) 0.23001(13) 0.5089(3) 0.0462(11) Uani 1 1 d . . .
H21 H 0.7220 0.2424 0.4655 0.055 Uiso 1 1 calc R . .
C22 C 0.7153(4) 0.18861(13) 0.5400(4) 0.0498(12) Uani 1 1 d . . .
H22 H 0.7678 0.1725 0.5178 0.060 Uiso 1 1 calc R . .
C23 C 0.6632(4) 0.17146(12) 0.6046(3) 0.0375(9) Uani 1 1 d . . .
H23 H 0.6828 0.1435 0.6258 0.045 Uiso 1 1 calc R . .
N2 N 0.6208(3) 0.09550(9) 0.7589(2) 0.0250(6) Uani 1 1 d . . .
C24 C 0.7223(3) 0.08913(13) 0.8458(3) 0.0373(9) Uani 1 1 d . . .
H24 H 0.7380 0.1082 0.8995 0.045 Uiso 1 1 calc R . .
C25 C 0.8031(4) 0.05574(13) 0.8579(3) 0.0436(10) Uani 1 1 d . . .
H25 H 0.8722 0.0525 0.9186 0.052 Uiso 1 1 calc R . .
C26 C 0.7813(3) 0.02711(12) 0.7797(3) 0.0374(9) Uani 1 1 d . . .
H26 H 0.8349 0.0042 0.7864 0.045 Uiso 1 1 calc R . .
C27 C 0.6787(4) 0.03320(12) 0.6920(3) 0.0362(9) Uani 1 1 d . . .
H27 H 0.6615 0.0142 0.6380 0.043 Uiso 1 1 calc R . .
C28 C 0.6010(3) 0.06717(11) 0.6833(3) 0.0290(8) Uani 1 1 d . . .
H28 H 0.5318 0.0708 0.6228 0.035 Uiso 1 1 calc R . .
N3 N 0.3067(2) 0.11825(8) 0.73785(19) 0.0209(6) Uani 1 1 d . . .
C29 C 0.3034(3) 0.07585(11) 0.7237(2) 0.0244(7) Uani 1 1 d . . .
H29 H 0.3733 0.0627 0.7188 0.029 Uiso 1 1 calc R . .
C30 C 0.2017(3) 0.05100(12) 0.7160(3) 0.0294(8) Uani 1 1 d . . .
H30 H 0.2031 0.0218 0.7063 0.035 Uiso 1 1 calc R . .
C31 C 0.0979(3) 0.07021(12) 0.7231(3) 0.0341(9) Uani 1 1 d . . .
H31 H 0.0277 0.0543 0.7176 0.041 Uiso 1 1 calc R . .
C32 C 0.0997(3) 0.11347(12) 0.7385(3) 0.0316(8) Uani 1 1 d . . .
H32 H 0.0311 0.1272 0.7441 0.038 Uiso 1 1 calc R . .
C33 C 0.2054(3) 0.13607(11) 0.7455(2) 0.0258(8) Uani 1 1 d . . .
H33 H 0.2061 0.1652 0.7561 0.031 Uiso 1 1 calc R . .
N4 N 0.3740(2) 0.22384(8) 0.7407(2) 0.0222(6) Uani 1 1 d . . .
C34 C 0.4037(3) 0.24781(11) 0.8262(3) 0.0283(8) Uani 1 1 d . . .
H34 H 0.4643 0.2378 0.8865 0.034 Uiso 1 1 calc R . .
C35 C 0.3480(3) 0.28633(12) 0.8274(3) 0.0327(9) Uani 1 1 d . . .
H35 H 0.3723 0.3023 0.8872 0.039 Uiso 1 1 calc R . .
C36 C 0.2564(3) 0.30091(11) 0.7396(3) 0.0350(9) Uani 1 1 d . . .
H36 H 0.2171 0.3267 0.7392 0.042 Uiso 1 1 calc R . .
C37 C 0.2231(3) 0.27695(11) 0.6521(3) 0.0313(8) Uani 1 1 d . . .
H37 H 0.1605 0.2862 0.5919 0.038 Uiso 1 1 calc R . .
C38 C 0.2838(3) 0.23919(11) 0.6553(3) 0.0252(7) Uani 1 1 d . . .
H38 H 0.2618 0.2234 0.5955 0.030 Uiso 1 1 calc R . .
N5 N 0.0247(3) 0.05610(11) 0.2126(2) 0.0416(8) Uani 1 1 d . . .
C39 C 0.0577(4) 0.09630(15) 0.2179(3) 0.0449(10) Uani 1 1 d . . .
H39 H 0.1418 0.1030 0.2533 0.054 Uiso 1 1 calc R . .
C40 C -0.0235(5) 0.12862(14) 0.1747(3) 0.0516(11) Uani 1 1 d . . .
H40 H 0.0046 0.1566 0.1823 0.062 Uiso 1 1 calc R . .
C41 C -0.1446(4) 0.11973(14) 0.1211(3) 0.0540(12) Uani 1 1 d . . .
H41 H -0.2014 0.1411 0.0886 0.065 Uiso 1 1 calc R . .
C42 C -0.1818(4) 0.07858(15) 0.1157(4) 0.0524(11) Uani 1 1 d . . .
H42 H -0.2658 0.0714 0.0818 0.063 Uiso 1 1 calc R . .
C43 C -0.0956(5) 0.04803(14) 0.1600(3) 0.0514(12) Uani 1 1 d . . .
H43 H -0.1222 0.0199 0.1532 0.062 Uiso 1 1 calc R . .
O1A O 0.3921(3) -0.01744(9) 0.6721(2) 0.0508(8) Uani 0.50 1 d PD A 1
C44A C 0.3932(4) -0.04581(14) 0.5942(3) 0.0490(11) Uani 0.50 1 d PD A 1
H44A H 0.4379 -0.0330 0.5555 0.059 Uiso 0.50 1 calc PR A 1
H44B H 0.3079 -0.0516 0.5478 0.059 Uiso 0.50 1 calc PR A 1
C45A C 0.4561(15) -0.0864(4) 0.6417(9) 0.052(5) Uani 0.50 1 d PDU A 1
H45A H 0.3950 -0.1080 0.6391 0.062 Uiso 0.50 1 calc PR A 1
H45B H 0.5095 -0.0970 0.6078 0.062 Uiso 0.50 1 calc PR A 1
C46A C 0.5300(7) -0.0740(2) 0.7468(5) 0.0277(16) Uani 0.50 1 d PDU A 1
H46A H 0.5305 -0.0966 0.7935 0.033 Uiso 0.50 1 calc PR A 1
H46B H 0.6159 -0.0680 0.7549 0.033 Uiso 0.50 1 calc PR A 1
C47A C 0.4708(11) -0.0360(3) 0.7673(7) 0.038(3) Uani 0.50 1 d PDU A 1
H47A H 0.4211 -0.0434 0.8070 0.045 Uiso 0.50 1 calc PR A 1
H47B H 0.5346 -0.0158 0.8063 0.045 Uiso 0.50 1 calc PR A 1
O1B O 0.3921(3) -0.01744(9) 0.6721(2) 0.0508(8) Uani 0.50 1 d PD B 2
C44B C 0.3932(4) -0.04581(14) 0.5942(3) 0.0490(11) Uani 0.50 1 d PD B 2
H44C H 0.4565 -0.0374 0.5681 0.059 Uiso 0.50 1 calc PR B 2
H44D H 0.3121 -0.0460 0.5381 0.059 Uiso 0.50 1 calc PR B 2
C45B C 0.4230(14) -0.0892(3) 0.6435(8) 0.049(4) Uani 0.50 1 d PDU B 2
H45C H 0.3517 -0.1081 0.6139 0.059 Uiso 0.50 1 calc PR B 2
H45D H 0.4945 -0.1015 0.6331 0.059 Uiso 0.50 1 calc PR B 2
C46B C 0.4508(18) -0.0835(4) 0.7512(10) 0.117(5) Uani 0.50 1 d PDU B 2
H46C H 0.5376 -0.0908 0.7907 0.140 Uiso 0.50 1 calc PR B 2
H46D H 0.3972 -0.1014 0.7729 0.140 Uiso 0.50 1 calc PR B 2
C47B C 0.4283(15) -0.0390(4) 0.7659(9) 0.063(5) Uani 0.50 1 d PDU B 2
H47C H 0.3627 -0.0366 0.7929 0.075 Uiso 0.50 1 calc PR B 2
H47D H 0.5040 -0.0263 0.8146 0.075 Uiso 0.50 1 calc PR B 2
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'
S S 0.1246 0.1234 '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
N3 Yb1 N4 89.16(9) . . ?
N3 Yb1 N2 94.58(10) . . ?
N4 Yb1 N2 176.11(9) . . ?
N3 Yb1 N1 141.42(9) . . ?
N4 Yb1 N1 88.73(10) . . ?
N2 Yb1 N1 89.02(10) . . ?
N3 Yb1 S2 76.30(7) . . ?
N4 Yb1 S2 89.95(7) . . ?
N2 Yb1 S2 89.87(7) . . ?
N1 Yb1 S2 142.21(7) . . ?
N3 Yb1 S1 141.57(7) . . ?
N4 Yb1 S1 87.11(8) . . ?
N2 Yb1 S1 89.27(8) . . ?
N1 Yb1 S1 76.74(7) . . ?
S2 Yb1 S1 65.47(4) . . ?
N3 Yb1 S3 76.17(7) . . ?
N4 Yb1 S3 92.19(8) . . ?
N2 Yb1 S3 89.77(8) . . ?
N1 Yb1 S3 65.43(7) . . ?
S2 Yb1 S3 152.35(3) . . ?
S1 Yb1 S3 142.17(4) . . ?
C1 S1 Yb1 115.85(11) . . ?
C2 C1 C6 115.1(3) . . ?
C2 C1 S1 122.5(3) . . ?
C6 C1 S1 122.3(3) . . ?
F1 C2 C3 117.1(3) . . ?
F1 C2 C1 119.7(3) . . ?
C3 C2 C1 123.1(4) . . ?
F2 C3 C4 119.6(3) . . ?
F2 C3 C2 120.4(4) . . ?
C4 C3 C2 120.0(3) . . ?
F3 C4 C3 121.2(4) . . ?
F3 C4 C5 119.6(4) . . ?
C3 C4 C5 119.1(3) . . ?
F4 C5 C4 119.4(3) . . ?
F4 C5 C6 121.0(3) . . ?
C4 C5 C6 119.6(3) . . ?
F5 C6 C5 116.9(3) . . ?
F5 C6 C1 120.1(3) . . ?
C5 C6 C1 123.0(3) . . ?
C7 S2 Yb1 116.10(11) . . ?
C8 C7 C12 114.9(3) . . ?
C8 C7 S2 122.5(3) . . ?
C12 C7 S2 122.7(3) . . ?
F6 C8 C9 117.6(3) . . ?
F6 C8 C7 119.5(3) . . ?
C9 C8 C7 122.8(3) . . ?
F7 C9 C10 120.2(3) . . ?
F7 C9 C8 119.5(4) . . ?
C10 C9 C8 120.3(3) . . ?
F8 C10 C9 121.0(3) . . ?
F8 C10 C11 119.7(4) . . ?
C9 C10 C11 119.2(3) . . ?
F9 C11 C10 119.8(3) . . ?
F9 C11 C12 120.3(3) . . ?
C10 C11 C12 120.0(3) . . ?
F10 C12 C11 117.4(3) . . ?
F10 C12 C7 119.7(3) . . ?
C11 C12 C7 122.8(3) . . ?
C13 S3 Yb1 117.46(11) . . ?
C14 C13 C18 114.3(3) . . ?
C14 C13 S3 123.2(3) . . ?
C18 C13 S3 122.5(2) . . ?
F11 C14 C15 117.3(3) . . ?
F11 C14 C13 120.0(3) . . ?
C15 C14 C13 122.6(3) . . ?
F12 C15 C16 119.7(3) . . ?
F12 C15 C14 119.7(3) . . ?
C16 C15 C14 120.5(3) . . ?
F13 C16 C15 120.4(3) . . ?
F13 C16 C17 120.2(3) . . ?
C15 C16 C17 119.3(3) . . ?
F14 C17 C16 120.0(3) . . ?
F14 C17 C18 120.9(3) . . ?
C16 C17 C18 119.1(3) . . ?
F15 C18 C17 116.7(3) . . ?
F15 C18 C13 119.3(3) . . ?
C17 C18 C13 124.0(3) . . ?
C23 N1 C19 116.7(3) . . ?
C23 N1 Yb1 121.6(2) . . ?
C19 N1 Yb1 121.7(2) . . ?
N1 C19 C20 123.6(4) . . ?
C21 C20 C19 118.4(4) . . ?
C22 C21 C20 118.9(4) . . ?
C21 C22 C23 118.7(4) . . ?
N1 C23 C22 123.7(4) . . ?
C28 N2 C24 116.9(3) . . ?
C28 N2 Yb1 124.7(2) . . ?
C24 N2 Yb1 118.4(2) . . ?
N2 C24 C25 122.6(4) . . ?
C24 C25 C26 119.6(4) . . ?
C27 C26 C25 118.1(3) . . ?
C26 C27 C28 120.1(4) . . ?
N2 C28 C27 122.6(3) . . ?
C33 N3 C29 116.9(3) . . ?
C33 N3 Yb1 123.0(2) . . ?
C29 N3 Yb1 120.1(2) . . ?
N3 C29 C30 123.3(3) . . ?
C31 C30 C29 118.7(3) . . ?
C30 C31 C32 119.0(3) . . ?
C31 C32 C33 118.8(3) . . ?
N3 C33 C32 123.4(3) . . ?
C38 N4 C34 116.6(3) . . ?
C38 N4 Yb1 124.3(2) . . ?
C34 N4 Yb1 119.0(2) . . ?
N4 C34 C35 122.8(3) . . ?
C36 C35 C34 119.1(3) . . ?
C35 C36 C37 119.3(3) . . ?
C38 C37 C36 118.8(4) . . ?
N4 C38 C37 123.3(3) . . ?
C39 N5 C43 115.8(4) . . ?
N5 C39 C40 124.0(4) . . ?
C41 C40 C39 119.3(4) . . ?
C40 C41 C42 118.0(4) . . ?
C43 C42 C41 119.5(4) . . ?
N5 C43 C42 123.4(4) . . ?
C44A O1A C47A 106.5(4) . . ?
O1A C44A C45A 109.5(6) . . ?
C46A C45A C44A 103.0(7) . . ?
C47A C46A C45A 106.6(7) . . ?
O1A C47A C46A 108.9(6) . . ?
C45B C46B C47B 106.9(9) . . ?
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 N3 2.424(3) . ?
Yb1 N4 2.437(3) . ?
Yb1 N2 2.457(3) . ?
Yb1 N1 2.466(3) . ?
Yb1 S2 2.7523(13) . ?
Yb1 S1 2.7601(18) . ?
Yb1 S3 2.7634(16) . ?
S1 C1 1.750(3) . ?
C1 C2 1.381(5) . ?
C1 C6 1.383(5) . ?
C2 F1 1.343(4) . ?
C2 C3 1.372(5) . ?
C3 F2 1.344(4) . ?
C3 C4 1.368(6) . ?
C4 F3 1.342(4) . ?
C4 C5 1.373(5) . ?
C5 F4 1.342(4) . ?
C5 C6 1.381(5) . ?
C6 F5 1.345(4) . ?
S2 C7 1.747(3) . ?
C7 C8 1.388(5) . ?
C7 C12 1.391(5) . ?
C8 F6 1.345(4) . ?
C8 C9 1.375(5) . ?
C9 F7 1.349(4) . ?
C9 C10 1.362(5) . ?
C10 F8 1.347(4) . ?
C10 C11 1.369(5) . ?
C11 F9 1.337(4) . ?
C11 C12 1.377(5) . ?
C12 F10 1.341(4) . ?
S3 C13 1.754(3) . ?
C13 C14 1.390(5) . ?
C13 C18 1.395(5) . ?
C14 F11 1.346(4) . ?
C14 C15 1.375(5) . ?
C15 F12 1.352(4) . ?
C15 C16 1.369(5) . ?
C16 F13 1.343(4) . ?
C16 C17 1.372(5) . ?
C17 F14 1.340(4) . ?
C17 C18 1.373(5) . ?
C18 F15 1.354(4) . ?
N1 C23 1.327(5) . ?
N1 C19 1.340(5) . ?
C19 C20 1.378(5) . ?
C20 C21 1.375(6) . ?
C21 C22 1.374(6) . ?
C22 C23 1.379(5) . ?
N2 C28 1.344(4) . ?
N2 C24 1.353(5) . ?
C24 C25 1.371(5) . ?
C25 C26 1.374(5) . ?
C26 C27 1.365(5) . ?
C27 C28 1.370(5) . ?
N3 C33 1.335(4) . ?
N3 C29 1.349(4) . ?
C29 C30 1.378(5) . ?
C30 C31 1.376(5) . ?
C31 C32 1.379(5) . ?
C32 C33 1.380(5) . ?
N4 C38 1.350(4) . ?
N4 C34 1.354(4) . ?
C34 C35 1.376(5) . ?
C35 C36 1.369(5) . ?
C36 C37 1.374(5) . ?
C37 C38 1.372(5) . ?
N5 C39 1.316(5) . ?
N5 C43 1.325(5) . ?
C39 C40 1.361(6) . ?
C40 C41 1.340(6) . ?
C41 C42 1.358(6) . ?
C42 C43 1.354(6) . ?
O1A C44A 1.422(5) . ?
O1A C47A 1.433(9) . ?
C44A C45A 1.498(11) . ?
C45A C46A 1.459(12) . ?
C46A C47A 1.459(7) . ?
C45B C46B 1.444(13) . ?
C46B C47B 1.454(8) . ?
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
N3 Yb1 S1 C1 -168.07(16) . . . . ?
N4 Yb1 S1 C1 -83.08(15) . . . . ?
N2 Yb1 S1 C1 95.47(15) . . . . ?
N1 Yb1 S1 C1 6.30(15) . . . . ?
S2 Yb1 S1 C1 -174.34(14) . . . . ?
S3 Yb1 S1 C1 6.78(14) . . . . ?
Yb1 S1 C1 C2 -88.4(3) . . . . ?
Yb1 S1 C1 C6 93.7(3) . . . . ?
C6 C1 C2 F1 180.0(3) . . . . ?
S1 C1 C2 F1 1.9(5) . . . . ?
C6 C1 C2 C3 -0.4(6) . . . . ?
S1 C1 C2 C3 -178.5(3) . . . . ?
F1 C2 C3 F2 0.4(6) . . . . ?
C1 C2 C3 F2 -179.3(4) . . . . ?
F1 C2 C3 C4 -179.5(4) . . . . ?
C1 C2 C3 C4 0.8(7) . . . . ?
F2 C3 C4 F3 1.0(7) . . . . ?
C2 C3 C4 F3 -179.1(4) . . . . ?
F2 C3 C4 C5 179.4(4) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
F3 C4 C5 F4 0.1(6) . . . . ?
C3 C4 C5 F4 -178.4(4) . . . . ?
F3 C4 C5 C6 178.7(3) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
F4 C5 C6 F5 0.8(5) . . . . ?
C4 C5 C6 F5 -177.7(3) . . . . ?
F4 C5 C6 C1 178.8(3) . . . . ?
C4 C5 C6 C1 0.2(6) . . . . ?
C2 C1 C6 F5 177.8(3) . . . . ?
S1 C1 C6 F5 -4.1(5) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
S1 C1 C6 C5 178.0(3) . . . . ?
N3 Yb1 S2 C7 0.81(14) . . . . ?
N4 Yb1 S2 C7 89.95(15) . . . . ?
N2 Yb1 S2 C7 -93.93(15) . . . . ?
N1 Yb1 S2 C7 177.82(16) . . . . ?
S1 Yb1 S2 C7 176.81(13) . . . . ?
S3 Yb1 S2 C7 -4.67(15) . . . . ?
Yb1 S2 C7 C8 -98.6(3) . . . . ?
Yb1 S2 C7 C12 82.7(3) . . . . ?
C12 C7 C8 F6 -177.9(3) . . . . ?
S2 C7 C8 F6 3.4(5) . . . . ?
C12 C7 C8 C9 -0.9(5) . . . . ?
S2 C7 C8 C9 -179.6(3) . . . . ?
F6 C8 C9 F7 -0.7(5) . . . . ?
C7 C8 C9 F7 -177.8(3) . . . . ?
F6 C8 C9 C10 178.3(3) . . . . ?
C7 C8 C9 C10 1.2(6) . . . . ?
F7 C9 C10 F8 -0.3(6) . . . . ?
C8 C9 C10 F8 -179.4(3) . . . . ?
F7 C9 C10 C11 178.5(3) . . . . ?
C8 C9 C10 C11 -0.5(6) . . . . ?
F8 C10 C11 F9 -0.7(5) . . . . ?
C9 C10 C11 F9 -179.5(3) . . . . ?
F8 C10 C11 C12 178.4(3) . . . . ?
C9 C10 C11 C12 -0.5(5) . . . . ?
F9 C11 C12 F10 0.0(5) . . . . ?
C10 C11 C12 F10 -179.0(3) . . . . ?
F9 C11 C12 C7 179.9(3) . . . . ?
C10 C11 C12 C7 0.9(5) . . . . ?
C8 C7 C12 F10 179.7(3) . . . . ?
S2 C7 C12 F10 -1.5(4) . . . . ?
C8 C7 C12 C11 -0.2(5) . . . . ?
S2 C7 C12 C11 178.6(3) . . . . ?
N3 Yb1 S3 C13 -4.40(14) . . . . ?
N4 Yb1 S3 C13 -92.99(14) . . . . ?
N2 Yb1 S3 C13 90.38(15) . . . . ?
N1 Yb1 S3 C13 179.41(15) . . . . ?
S2 Yb1 S3 C13 1.09(15) . . . . ?
S1 Yb1 S3 C13 178.90(12) . . . . ?
Yb1 S3 C13 C14 80.2(3) . . . . ?
Yb1 S3 C13 C18 -102.1(3) . . . . ?
C18 C13 C14 F11 -179.8(3) . . . . ?
S3 C13 C14 F11 -1.9(4) . . . . ?
C18 C13 C14 C15 1.8(5) . . . . ?
S3 C13 C14 C15 179.6(3) . . . . ?
F11 C14 C15 F12 0.3(5) . . . . ?
C13 C14 C15 F12 178.8(3) . . . . ?
F11 C14 C15 C16 -179.3(3) . . . . ?
C13 C14 C15 C16 -0.8(5) . . . . ?
F12 C15 C16 F13 1.5(5) . . . . ?
C14 C15 C16 F13 -178.9(3) . . . . ?
F12 C15 C16 C17 179.9(3) . . . . ?
C14 C15 C16 C17 -0.5(5) . . . . ?
F13 C16 C17 F14 -0.3(5) . . . . ?
C15 C16 C17 F14 -178.7(3) . . . . ?
F13 C16 C17 C18 179.1(3) . . . . ?
C15 C16 C17 C18 0.7(5) . . . . ?
F14 C17 C18 F15 0.1(5) . . . . ?
C16 C17 C18 F15 -179.2(3) . . . . ?
F14 C17 C18 C13 179.8(3) . . . . ?
C16 C17 C18 C13 0.4(5) . . . . ?
C14 C13 C18 F15 178.0(3) . . . . ?
S3 C13 C18 F15 0.2(4) . . . . ?
C14 C13 C18 C17 -1.6(5) . . . . ?
S3 C13 C18 C17 -179.5(3) . . . . ?
N3 Yb1 N1 C23 -88.9(3) . . . . ?
N4 Yb1 N1 C23 -176.0(3) . . . . ?
N2 Yb1 N1 C23 7.2(3) . . . . ?
S2 Yb1 N1 C23 95.7(3) . . . . ?
S1 Yb1 N1 C23 96.7(3) . . . . ?
S3 Yb1 N1 C23 -83.0(3) . . . . ?
N3 Yb1 N1 C19 89.0(3) . . . . ?
N4 Yb1 N1 C19 2.0(3) . . . . ?
N2 Yb1 N1 C19 -174.8(3) . . . . ?
S2 Yb1 N1 C19 -86.3(3) . . . . ?
S1 Yb1 N1 C19 -85.3(2) . . . . ?
S3 Yb1 N1 C19 95.0(3) . . . . ?
C23 N1 C19 C20 0.6(5) . . . . ?
Yb1 N1 C19 C20 -177.5(3) . . . . ?
N1 C19 C20 C21 -0.2(6) . . . . ?
C19 C20 C21 C22 0.0(6) . . . . ?
C20 C21 C22 C23 -0.2(7) . . . . ?
C19 N1 C23 C22 -0.8(6) . . . . ?
Yb1 N1 C23 C22 177.3(3) . . . . ?
C21 C22 C23 N1 0.6(7) . . . . ?
N3 Yb1 N2 C28 67.0(3) . . . . ?
N4 Yb1 N2 C28 -129.3(12) . . . . ?
N1 Yb1 N2 C28 -74.5(3) . . . . ?
S2 Yb1 N2 C28 143.2(3) . . . . ?
S1 Yb1 N2 C28 -151.3(3) . . . . ?
S3 Yb1 N2 C28 -9.1(3) . . . . ?
N3 Yb1 N2 C24 -115.1(3) . . . . ?
N4 Yb1 N2 C24 48.5(13) . . . . ?
N1 Yb1 N2 C24 103.3(3) . . . . ?
S2 Yb1 N2 C24 -38.9(3) . . . . ?
S1 Yb1 N2 C24 26.6(3) . . . . ?
S3 Yb1 N2 C24 168.8(3) . . . . ?
C28 N2 C24 C25 0.4(6) . . . . ?
Yb1 N2 C24 C25 -177.7(3) . . . . ?
N2 C24 C25 C26 -0.3(7) . . . . ?
C24 C25 C26 C27 0.0(6) . . . . ?
C25 C26 C27 C28 0.3(6) . . . . ?
C24 N2 C28 C27 -0.1(5) . . . . ?
Yb1 N2 C28 C27 177.9(3) . . . . ?
C26 C27 C28 N2 -0.3(6) . . . . ?
N4 Yb1 N3 C33 -9.3(2) . . . . ?
N2 Yb1 N3 C33 169.6(2) . . . . ?
N1 Yb1 N3 C33 -96.2(3) . . . . ?
S2 Yb1 N3 C33 80.9(2) . . . . ?
S1 Yb1 N3 C33 75.0(3) . . . . ?
S3 Yb1 N3 C33 -101.7(2) . . . . ?
N4 Yb1 N3 C29 170.5(2) . . . . ?
N2 Yb1 N3 C29 -10.6(2) . . . . ?
N1 Yb1 N3 C29 83.6(3) . . . . ?
S2 Yb1 N3 C29 -99.3(2) . . . . ?
S1 Yb1 N3 C29 -105.2(2) . . . . ?
S3 Yb1 N3 C29 78.1(2) . . . . ?
C33 N3 C29 C30 0.7(5) . . . . ?
Yb1 N3 C29 C30 -179.1(2) . . . . ?
N3 C29 C30 C31 0.0(5) . . . . ?
C29 C30 C31 C32 -0.6(5) . . . . ?
C30 C31 C32 C33 0.5(5) . . . . ?
C29 N3 C33 C32 -0.8(5) . . . . ?
Yb1 N3 C33 C32 179.0(3) . . . . ?
C31 C32 C33 N3 0.2(5) . . . . ?
N3 Yb1 N4 C38 -74.9(3) . . . . ?
N2 Yb1 N4 C38 121.4(12) . . . . ?
N1 Yb1 N4 C38 66.6(3) . . . . ?
S2 Yb1 N4 C38 -151.2(2) . . . . ?
S1 Yb1 N4 C38 143.3(2) . . . . ?
S3 Yb1 N4 C38 1.2(2) . . . . ?
N3 Yb1 N4 C34 108.0(2) . . . . ?
N2 Yb1 N4 C34 -55.7(13) . . . . ?
N1 Yb1 N4 C34 -110.5(2) . . . . ?
S2 Yb1 N4 C34 31.7(2) . . . . ?
S1 Yb1 N4 C34 -33.8(2) . . . . ?
S3 Yb1 N4 C34 -175.9(2) . . . . ?
C38 N4 C34 C35 -1.3(5) . . . . ?
Yb1 N4 C34 C35 176.0(3) . . . . ?
N4 C34 C35 C36 1.6(5) . . . . ?
C34 C35 C36 C37 -0.6(5) . . . . ?
C35 C36 C37 C38 -0.6(5) . . . . ?
C34 N4 C38 C37 -0.1(5) . . . . ?
Yb1 N4 C38 C37 -177.2(2) . . . . ?
C36 C37 C38 N4 1.0(5) . . . . ?
C43 N5 C39 C40 1.0(6) . . . . ?
N5 C39 C40 C41 -1.6(7) . . . . ?
C39 C40 C41 C42 2.5(7) . . . . ?
C40 C41 C42 C43 -2.9(7) . . . . ?
C39 N5 C43 C42 -1.5(7) . . . . ?
C41 C42 C43 N5 2.5(7) . . . . ?
C47A O1A C44A C45A 9.7(10) . . . . ?
O1A C44A C45A C46A -20.6(12) . . . . ?
C44A C45A C46A C47A 23.2(13) . . . . ?
C44A O1A C47A C46A 5.4(10) . . . . ?
C45A C46A C47A O1A -18.7(13) . . . . ?
