# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014



data_global
#1.data_New_Global_Publ_Block

_audit_creation_method           
;
manual editing of the CIF file 
created by SHELXTL Ver. 6.14
and processed with modiCIfer-09152005. 
;


_publ_contact_author_name        
;
Yufit, Dmitry S. 
;
_publ_contact_author_address     
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;

_publ_contact_author_phone       '0191 334 2004'
_publ_contact_author_fax         '0191 384 4737'
_publ_contact_author_email       d.s.yufit@durham.ac.uk

_publ_requested_journal          'Dalton Trans.'
_publ_section_title              
;
Synthesis, stereocontrol and structural studies of luminescent
chiral tris-amidopyridyl-triazacyclononane lanthanide complexes
;

_publ_contact_letter             
;
The CIF file contains data for the structures S-[EuL¹], R-[EuL¹]
and S-[YbL¹] from the paper 
"Synthesis, stereocontrol and structural studies of luminescent
chiral tris-amidopyridyl-triazacyclononane lanthanide complexes"

by E.R.Neil, A.M.Funk, D.S.Yufit and D.Parker

The paper will be submitted to Dalton Transactions
;
loop_
_publ_author_name
_publ_author_address

'Neil, Emily R.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Funk, Alexander M.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Yufit, Dmitry S.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Parker, David'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;



#2. data 
data_S_[EuL1]_12srv245
_audit_creation_date             2012-12-21
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_publ_contact_author_address     
;
Department of Chemistry
Durham University
South Rd
Durham
DH1 3LE
UK
;
_publ_contact_author_email       d.s.yufit@durham.ac.uk
_publ_contact_author_name        'Dmitry Yufit'
_publ_contact_author_phone       ?
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C51 H57 Eu1 N9 O3, 3(C F3 O3 S)'
_chemical_formula_sum            'C54 H57 Eu F9 N9 O12 S3'
_chemical_formula_weight         1443.22
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
Eu Eu -0.1578 3.6682 '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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3'
_space_group_name_Hall           'R 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x+2/3, y+1/3, z+1/3'
5 '-y+2/3, x-y+1/3, z+1/3'
6 '-x+y+2/3, -x+1/3, z+1/3'
7 'x+1/3, y+2/3, z+2/3'
8 '-y+1/3, x-y+2/3, z+2/3'
9 '-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   21.6392(5)
_cell_length_b                   21.6392(5)
_cell_length_c                   11.4683(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4650.6(2)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    8513
_cell_measurement_temperature    120
_cell_measurement_theta_max      26.24
_cell_measurement_theta_min      2.81
_exptl_absorpt_coefficient_mu    1.205
_exptl_absorpt_correction_T_max  0.8621
_exptl_absorpt_correction_T_min  0.1134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2006/1 (Bruker,2006) was used for absorption correction.
R(int) was 0.0488 before and 0.0286 after correction.
The Ratio of minimum to maximum transmission is 0.1315.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2196
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 The data collection nominally covered a full sphere of reciprocal space by
 a combination of 3 sets of ω scans each set at different φ angles and 
each scan (5 s exposure) covering -0.300° degrees in ω.
 The crystal to detector distance was 4.85 cm.
;
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            62469
_diffrn_reflns_theta_full        29.50
_diffrn_reflns_theta_max         31.03
_diffrn_reflns_theta_min         1.09
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50.0
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                5684
_reflns_number_total             5722
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.768
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.013(11)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         5722
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0650P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1049
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
Disordered atoms of anion have been refined with fixed SOF=0.5 and
restrained (SADI) bond lengths. The structure contains a severely disordered
solvent, probably water, which has been taken into account by MASK procedure
of OLEX2.

;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H5 of C5, H6 of C6, {H1A,H1B} of C1, H13 of C13, H10 of C10, H12 of C12,
  H14 of C14, H7 of C7, H16 of C16, {H2A,H2B} of C2, H15 of C15, {H3A,H3B} of C3
 At 1.5 times of:
  {H17A,H17B,H17C} of C17
2. Restrained distances
 S1-C1S \~ S1-C1SA
 with sigma of 0.01
 F1-C1S \~ F3-C1S \~ F1A-C1SA \~ F2-C1S \~ F2A-C1SA \~ F3A-C1SA
 with sigma of 0.01
 S1-O4A \~ S1-O4
 with sigma of 0.01
3. Others
 Fixed Sof: F1(0.5) F1A(0.5) F2(0.5) F2A(0.5) F3(0.5) F3A(0.5) O4(0.5)
 O4A(0.5) C1S(0.5) C1SA(0.5)
4.a Ternary CH refined with riding coordinates:
 C10(H10)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16)
4.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Eu1 Eu 0.3333 0.6667 0.183270(13) 0.03003(8) Uani 1 3 d S . .
O1 O 0.42741(14) 0.68575(15) 0.0508(2) 0.0343(5) Uani 1 1 d . . .
N1 N 0.35298(19) 0.75235(18) 0.3593(3) 0.0353(6) Uani 1 1 d . . .
N2 N 0.44253(17) 0.79279(17) 0.1759(3) 0.0321(6) Uani 1 1 d . . .
N3 N 0.53717(19) 0.7461(2) -0.0254(3) 0.0368(7) Uani 1 1 d . . .
C1 C 0.4046(3) 0.7544(3) 0.4497(4) 0.0427(9) Uani 1 1 d . . .
H1A H 0.3783 0.7316 0.5203 0.051 Uiso 1 1 calc R . .
H1B H 0.4383 0.8038 0.4683 0.051 Uiso 1 1 calc R . .
C2 C 0.2822(2) 0.7282(2) 0.4118(4) 0.0422(9) Uani 1 1 d . . .
H2A H 0.2522 0.7343 0.3557 0.051 Uiso 1 1 calc R . .
H2B H 0.2877 0.7578 0.4790 0.051 Uiso 1 1 calc R . .
C3 C 0.3806(3) 0.8255(2) 0.3128(4) 0.0378(8) Uani 1 1 d . . .
H3A H 0.3931 0.8590 0.3767 0.045 Uiso 1 1 calc R . .
H3B H 0.3440 0.8273 0.2665 0.045 Uiso 1 1 calc R . .
C4 C 0.4450(2) 0.8458(2) 0.2390(3) 0.0362(7) Uani 1 1 d . . .
C5 C 0.5019(3) 0.9155(2) 0.2349(4) 0.0472(10) Uani 1 1 d . . .
H5 H 0.5031 0.9510 0.2823 0.057 Uiso 1 1 calc R . .
C6 C 0.5571(3) 0.9301(2) 0.1567(5) 0.0513(11) Uani 1 1 d . . .
H6 H 0.5959 0.9761 0.1504 0.062 Uiso 1 1 calc R . .
C7 C 0.5535(2) 0.8755(3) 0.0885(4) 0.0462(10) Uani 1 1 d . . .
H7 H 0.5893 0.8846 0.0348 0.055 Uiso 1 1 calc R . .
C8 C 0.4961(2) 0.8073(2) 0.1013(4) 0.0333(7) Uani 1 1 d . . .
C9 C 0.4848(2) 0.7418(2) 0.0385(3) 0.0335(7) Uani 1 1 d . . .
C10 C 0.5319(2) 0.6839(2) -0.0862(3) 0.0392(8) Uani 1 1 d . . .
H10 H 0.4827 0.6543 -0.1138 0.047 Uiso 1 1 calc R . .
C11 C 0.5492(2) 0.6392(3) -0.0060(4) 0.0398(8) Uani 1 1 d . . .
C12 C 0.5260(3) 0.5689(3) -0.0368(4) 0.0482(10) Uani 1 1 d . . .
H12 H 0.4986 0.5497 -0.1036 0.058 Uiso 1 1 calc R . .
C13 C 0.5437(3) 0.5268(3) 0.0323(5) 0.0591(13) Uani 1 1 d . . .
H13 H 0.5283 0.4799 0.0107 0.071 Uiso 1 1 calc R . .
C14 C 0.5838(3) 0.5540(3) 0.1323(5) 0.0541(12) Uani 1 1 d . . .
H14 H 0.5956 0.5257 0.1777 0.065 Uiso 1 1 calc R . .
C15 C 0.6062(3) 0.6234(3) 0.1643(4) 0.0492(10) Uani 1 1 d . . .
H15 H 0.6327 0.6419 0.2321 0.059 Uiso 1 1 calc R . .
C16 C 0.5891(2) 0.6660(3) 0.0950(4) 0.0433(9) Uani 1 1 d . . .
H16 H 0.6048 0.7130 0.1170 0.052 Uiso 1 1 calc R . .
C17 C 0.5814(3) 0.7105(3) -0.1930(4) 0.0533(12) Uani 1 1 d . . .
H17A H 0.5627 0.7296 -0.2495 0.080 Uiso 1 1 calc R . .
H17B H 0.5843 0.6714 -0.2269 0.080 Uiso 1 1 calc R . .
H17C H 0.6282 0.7470 -0.1694 0.080 Uiso 1 1 calc R . .
H3 H 0.578(3) 0.785(3) -0.023(4) 0.027(10) Uiso 1 1 d . . .
S1 S 0.74493(6) 0.89771(9) -0.03681(11) 0.0566(3) Uani 1 1 d D . .
F1 F 0.8015(5) 0.9690(6) 0.1464(7) 0.085(2) Uiso 0.50 1 d PD A 1
F1A F 0.7785(6) 0.9912(6) 0.1386(8) 0.089(2) Uiso 0.50 1 d PD B 2
F2 F 0.7390(6) 1.0002(6) 0.0548(10) 0.093(3) Uiso 0.50 1 d PD A 1
F2A F 0.7155(5) 1.0006(5) 0.0117(8) 0.075(2) Uiso 0.50 1 d PD B 2
F3 F 0.8428(5) 1.0278(5) -0.0106(8) 0.075(2) Uiso 0.50 1 d PD A 1
F3A F 0.8229(5) 1.0389(4) -0.0246(8) 0.072(2) Uiso 0.50 1 d PD B 2
O2 O 0.68056(19) 0.8502(2) 0.0270(3) 0.0612(10) Uani 1 1 d . C .
O3 O 0.7345(3) 0.9130(4) -0.1527(4) 0.0799(16) Uani 1 1 d . C .
O4 O 0.7993(4) 0.8751(4) -0.0377(7) 0.0496(15) Uiso 0.50 1 d PD C 1
O4A O 0.8073(4) 0.8964(6) 0.0047(9) 0.068(2) Uiso 0.50 1 d PD C 2
C1S C 0.7855(5) 0.9793(5) 0.0417(7) 0.059(3) Uiso 0.50 1 d PD A 1
C1SA C 0.7667(5) 0.9841(4) 0.0243(7) 0.054(2) Uiso 0.50 1 d PD B 2


_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
Eu1 O1 2.405(3) . ?
Eu1 O1 2.405(3) 3_565 ?
Eu1 O1 2.405(3) 2_665 ?
Eu1 N1 2.628(3) 2_665 ?
Eu1 N1 2.628(3) . ?
Eu1 N1 2.628(3) 3_565 ?
Eu1 N2 2.567(3) 2_665 ?
Eu1 N2 2.567(3) . ?
Eu1 N2 2.567(3) 3_565 ?
O1 C9 1.235(5) . ?
N1 C1 1.509(6) . ?
N1 C2 1.477(5) . ?
N1 C3 1.484(6) . ?
N2 C4 1.334(5) . ?
N2 C8 1.345(5) . ?
N3 C9 1.313(5) . ?
N3 C10 1.469(5) . ?
N3 H3 0.86(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.526(6) 3_565 ?
C2 C1 1.526(6) 2_665 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.496(6) . ?
C4 C5 1.392(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.399(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.386(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.381(6) . ?
C8 C9 1.497(6) . ?
C10 H10 0.9800 . ?
C10 C11 1.511(6) . ?
C10 C17 1.538(7) . ?
C11 C12 1.389(7) . ?
C11 C16 1.387(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.399(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.380(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.377(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.400(7) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
S1 O2 1.449(4) . ?
S1 O3 1.414(4) . ?
S1 O4 1.482(6) . ?
S1 O4A 1.445(7) . ?
S1 C1S 1.775(9) . ?
S1 C1SA 1.823(8) . ?
F1 C1S 1.298(8) . ?
F1A C1SA 1.330(8) . ?
F2 C1S 1.302(8) . ?
F2A C1SA 1.332(8) . ?
F3 C1S 1.302(7) . ?
F3A C1SA 1.327(7) . ?

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
O1 Eu1 O1 84.33(10) 3_565 . ?
O1 Eu1 O1 84.34(10) 2_665 . ?
O1 Eu1 O1 84.34(10) 2_665 3_565 ?
O1 Eu1 N1 91.78(11) 3_565 2_665 ?
O1 Eu1 N1 152.28(10) . 2_665 ?
O1 Eu1 N1 122.68(10) 2_665 2_665 ?
O1 Eu1 N1 91.78(10) . 3_565 ?
O1 Eu1 N1 122.67(10) 3_565 3_565 ?
O1 Eu1 N1 122.67(10) . . ?
O1 Eu1 N1 152.28(10) 3_565 . ?
O1 Eu1 N1 91.78(10) 2_665 . ?
O1 Eu1 N1 152.28(10) 2_665 3_565 ?
O1 Eu1 N2 68.83(10) . 3_565 ?
O1 Eu1 N2 138.76(10) 3_565 . ?
O1 Eu1 N2 68.83(10) 2_665 . ?
O1 Eu1 N2 138.76(10) . 2_665 ?
O1 Eu1 N2 68.84(10) 3_565 2_665 ?
O1 Eu1 N2 63.02(10) 2_665 2_665 ?
O1 Eu1 N2 63.02(10) 3_565 3_565 ?
O1 Eu1 N2 138.76(10) 2_665 3_565 ?
O1 Eu1 N2 63.02(10) . . ?
N1 Eu1 N1 67.33(12) 2_665 3_565 ?
N1 Eu1 N1 67.34(12) 2_665 . ?
N1 Eu1 N1 67.33(12) . 3_565 ?
N2 Eu1 N1 62.43(10) 2_665 2_665 ?
N2 Eu1 N1 128.87(11) 2_665 3_565 ?
N2 Eu1 N1 84.92(11) . 3_565 ?
N2 Eu1 N1 62.43(10) 3_565 3_565 ?
N2 Eu1 N1 128.87(11) . 2_665 ?
N2 Eu1 N1 84.92(11) 2_665 . ?
N2 Eu1 N1 62.43(10) . . ?
N2 Eu1 N1 128.87(11) 3_565 . ?
N2 Eu1 N1 84.92(11) 3_565 2_665 ?
N2 Eu1 N2 119.891(9) 2_665 . ?
N2 Eu1 N2 119.891(9) 2_665 3_565 ?
N2 Eu1 N2 119.892(10) . 3_565 ?
C9 O1 Eu1 126.1(3) . . ?
C1 N1 Eu1 113.9(2) . . ?
C2 N1 Eu1 106.9(2) . . ?
C2 N1 C1 110.6(3) . . ?
C2 N1 C3 108.5(3) . . ?
C3 N1 Eu1 108.2(2) . . ?
C3 N1 C1 108.6(4) . . ?
C4 N2 Eu1 121.1(3) . . ?
C4 N2 C8 119.0(3) . . ?
C8 N2 Eu1 119.8(3) . . ?
C9 N3 C10 122.1(4) . . ?
C9 N3 H3 118(3) . . ?
C10 N3 H3 120(3) . . ?
N1 C1 H1A 108.7 . . ?
N1 C1 H1B 108.7 . . ?
N1 C1 C2 114.1(3) . 3_565 ?
H1A C1 H1B 107.6 . . ?
C2 C1 H1A 108.7 3_565 . ?
C2 C1 H1B 108.7 3_565 . ?
N1 C2 C1 112.3(4) . 2_665 ?
N1 C2 H2A 109.1 . . ?
N1 C2 H2B 109.1 . . ?
C1 C2 H2A 109.1 2_665 . ?
C1 C2 H2B 109.1 2_665 . ?
H2A C2 H2B 107.9 . . ?
N1 C3 H3A 109.7 . . ?
N1 C3 H3B 109.7 . . ?
N1 C3 C4 109.7(4) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
N2 C4 C3 115.0(3) . . ?
N2 C4 C5 123.2(4) . . ?
C5 C4 C3 121.7(4) . . ?
C4 C5 H5 121.4 . . ?
C4 C5 C6 117.3(4) . . ?
C6 C5 H5 121.4 . . ?
C5 C6 H6 120.3 . . ?
C7 C6 C5 119.5(4) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 H7 120.4 . . ?
C8 C7 C6 119.2(4) . . ?
C8 C7 H7 120.4 . . ?
N2 C8 C7 121.8(4) . . ?
N2 C8 C9 111.8(3) . . ?
C7 C8 C9 126.4(4) . . ?
O1 C9 N3 122.8(4) . . ?
O1 C9 C8 118.8(3) . . ?
N3 C9 C8 118.3(4) . . ?
N3 C10 H10 108.3 . . ?
N3 C10 C11 111.5(3) . . ?
N3 C10 C17 108.4(4) . . ?
C11 C10 H10 108.3 . . ?
C11 C10 C17 112.0(4) . . ?
C17 C10 H10 108.3 . . ?
C12 C11 C10 118.5(4) . . ?
C16 C11 C10 122.9(4) . . ?
C16 C11 C12 118.6(4) . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.2(5) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(5) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.3(5) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(5) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 120.8(5) . . ?
C11 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C10 C17 H17A 109.5 . . ?
C10 C17 H17B 109.5 . . ?
C10 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 S1 O4 114.2(4) . . ?
O2 S1 C1S 105.7(3) . . ?
O2 S1 C1SA 101.4(3) . . ?
O3 S1 O2 115.6(3) . . ?
O3 S1 O4 108.4(4) . . ?
O3 S1 O4A 125.0(5) . . ?
O3 S1 C1S 107.6(4) . . ?
O3 S1 C1SA 96.4(4) . . ?
O4 S1 C1S 104.6(5) . . ?
O4 S1 C1SA 120.0(4) . . ?
O4A S1 O2 113.3(4) . . ?
O4A S1 O4 24.9(4) . . ?
O4A S1 C1S 81.3(6) . . ?
O4A S1 C1SA 97.3(6) . . ?
C1S S1 C1SA 16.2(4) . . ?
F1 C1S S1 109.9(7) . . ?
F1 C1S F2 105.7(9) . . ?
F1 C1S F3 109.7(9) . . ?
F2 C1S S1 108.6(7) . . ?
F3 C1S S1 111.5(7) . . ?
F3 C1S F2 111.2(10) . . ?
F1A C1SA S1 115.7(7) . . ?
F1A C1SA F2A 102.3(8) . . ?
F2A C1SA S1 114.2(6) . . ?
F3A C1SA S1 114.0(7) . . ?
F3A C1SA F1A 106.0(8) . . ?
F3A C1SA F2A 103.1(8) . . ?

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 O2 0.86(5) 2.03(5) 2.841(5) 156(4) .

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.110 71.1 12.4 ?
2 0.333 0.667 0.776 71.1 12.4 ?
3 0.667 0.333 0.443 71.1 12.4 ?
_database_code_depnum_ccdc_archive 'CCDC 965909'


data_global
#1.data_New_Global_Publ_Block

_audit_creation_method           
;
manual editing of the CIF file 
created by SHELXTL Ver. 6.14
and processed with modiCIfer-09152005. 
;


_publ_contact_author_name        
;
Yufit, Dmitry S. 
;
_publ_contact_author_address     
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;

_publ_contact_author_phone       '0191 334 2004'
_publ_contact_author_fax         '0191 384 4737'
_publ_contact_author_email       d.s.yufit@durham.ac.uk

_publ_requested_journal          'Dalton Trans.'
_publ_section_title              
;
Synthesis, stereocontrol and structural studies of luminescent
chiral tris-amidopyridyl-triazacyclononane lanthanide complexes
;

_publ_contact_letter             
;
The CIF file contains data for the structures S-[EuL¹], R-[EuL¹]
and S-[YbL¹] from the paper 
"Synthesis, stereocontrol and structural studies of luminescent
chiral tris-amidopyridyl-triazacyclononane lanthanide complexes"

by E.R.Neil, A.M.Funk, D.S.Yufit and D.Parker

The paper will be submitted to Dalton Transactions
;
loop_
_publ_author_name
_publ_author_address

'Neil, Emily R.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Funk, Alexander M.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Yufit, Dmitry S.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Parker, David'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;

#==END

data_R_[EuL1]_13srv002
_audit_creation_date             2013-01-12
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_publ_contact_author_address     
;
Department of Chemistry
Durham University
South Rd
Durham
DH1 3LE
UK
;
_publ_contact_author_email       d.s.yufit@durham.ac.uk
_publ_contact_author_name        'Dmitry Yufit'
_publ_contact_author_phone       ?
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C51 H57 Eu1 N9 O3, 3(C F3 O3 S)'
_chemical_formula_sum            'C54 H57 Eu F9 N9 O12 S3'
_chemical_formula_weight         1443.23
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
Eu Eu -0.1578 3.6682 '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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3'
_space_group_name_Hall           'R 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x+2/3, y+1/3, z+1/3'
5 '-y+2/3, x-y+1/3, z+1/3'
6 '-x+y+2/3, -x+1/3, z+1/3'
7 'x+1/3, y+2/3, z+2/3'
8 '-y+1/3, x-y+2/3, z+2/3'
9 '-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   21.6423(8)
_cell_length_b                   21.6423(8)
_cell_length_c                   11.5027(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4665.9(4)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    6848
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.55
_cell_measurement_theta_min      2.80
_exptl_absorpt_coefficient_mu    1.201
_exptl_absorpt_correction_T_max  0.8619
_exptl_absorpt_correction_T_min  0.4273
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2006/1 (Bruker,2006) was used for absorption correction.
R(int) was 0.0562 before and 0.0260 after correction.
The Ratio of minimum to maximum transmission is 0.4958.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2196
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 The data collection nominally covered a full sphere of reciprocal space by
 a combination of 4 sets of ω scans each set at different φ  angles and 
each scan (5 s exposure) covering -0.300° degrees in ω.
 The crystal to detector distance was 4.85 cm.
;
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29561
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         31.00
_diffrn_reflns_theta_min         1.88
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           10.0
_diffrn_source_power             0.3
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           30.0
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6077
_reflns_number_total             6082
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.783
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.012(7)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         6082
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0281
_refine_ls_restrained_S_all      1.044
_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)+(0.0600P)²+1.4000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0742
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H13 of C13, H3 of N3, H6 of C6, H7 of C7, {H2A,H2B} of C2, H12 of C12, H15
  of C15, H5 of C5, {H3A,H3B} of C3, {H1A,H1B} of C1, H14 of C14, H16 of C16,
  H10 of C10
 At 1.5 times of:
  {H17A,H17B,H17C} of C17
2. Restrained distances
 F1A-C1SA \~ F1B-C1SB \~ F2A-C1SA \~ F2B-C1SB \~ F3B-C1SB \~ F3A-C1SA
 with sigma of 0.005
 S1-C1SB \~ S1-C1SA
 with sigma of 0.005
 S1-O3B \~ S1-O3A
 with sigma of 0.005
3. Others
 Fixed Sof: F1A(0.5) F1B(0.5) F2A(0.5) F2B(0.5) F3A(0.5) F3B(0.5) O3A(0.5)
 O3B(0.5) C1SA(0.5) C1SB(0.5)
4.a Ternary CH refined with riding coordinates:
 C10(H10)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B)
4.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16)
4.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Eu1 Eu 0.6667 0.3333 0.335430(6) 0.02435(5) Uani 1 3 d S . .
S1 S 0.48597(5) 0.56448(5) 0.11546(7) 0.04766(19) Uani 1 1 d D . .
F1A F 0.6180(3) 0.6675(3) 0.1647(5) 0.0638(12) Uiso 0.50 1 d PD A 2
F1B F 0.5954(4) 0.6667(4) 0.2071(7) 0.0887(19) Uiso 0.50 1 d PD B 1
F2A F 0.5424(4) 0.6571(4) 0.2897(5) 0.0762(15) Uiso 0.50 1 d PD A 2
F2B F 0.4994(4) 0.6359(4) 0.2986(5) 0.0784(16) Uiso 0.50 1 d PD B 1
F3A F 0.5489(4) 0.7050(3) 0.1256(5) 0.0663(14) Uiso 0.50 1 d PD A 2
F3B F 0.5217(4) 0.6963(3) 0.1404(5) 0.0620(13) Uiso 0.50 1 d PD B 1
O1 O 0.59173(10) 0.35225(9) 0.20302(16) 0.0294(3) Uani 1 1 d . . .
O2 O 0.50290(16) 0.51719(15) 0.1792(2) 0.0515(6) Uani 1 1 d . C .
O3A O 0.4210(3) 0.5623(4) 0.1561(6) 0.0572(13) Uiso 0.50 1 d PD C 2
O3B O 0.4094(2) 0.5429(3) 0.1153(5) 0.0449(10) Uiso 0.50 1 d PD C 1
O4 O 0.5108(2) 0.5788(2) -0.0010(2) 0.0686(9) Uani 1 1 d . C .
N1 N 0.73268(12) 0.41914(11) 0.51078(18) 0.0296(4) Uani 1 1 d . . .
N2 N 0.68370(11) 0.45974(11) 0.32763(18) 0.0270(4) Uani 1 1 d . . .
N3 N 0.54217(12) 0.41285(12) 0.12594(19) 0.0318(4) Uani 1 1 d . . .
H3 H 0.5442 0.4534 0.1188 0.038 Uiso 1 1 calc R . .
C1 C 0.77922(15) 0.39471(15) 0.5634(2) 0.0355(5) Uani 1 1 d . . .
H1A H 0.8032 0.4241 0.6306 0.043 Uiso 1 1 calc R . .
H1B H 0.8155 0.4010 0.5076 0.043 Uiso 1 1 calc R . .
C1SA C 0.5504(3) 0.6510(3) 0.1766(4) 0.0477(14) Uiso 0.50 1 d PD A 2
C1SB C 0.5278(3) 0.6466(3) 0.1950(5) 0.0565(17) Uiso 0.50 1 d PD B 1
C2 C 0.68289(15) 0.42090(15) 0.6004(2) 0.0357(5) Uani 1 1 d . . .
H2A H 0.6985 0.4703 0.6190 0.043 Uiso 1 1 calc R . .
H2B H 0.6865 0.3982 0.6708 0.043 Uiso 1 1 calc R . .
C3 C 0.77832(17) 0.49201(13) 0.4641(3) 0.0326(5) Uani 1 1 d . . .
H3A H 0.8164 0.4935 0.4176 0.039 Uiso 1 1 calc R . .
H3B H 0.7997 0.5255 0.5278 0.039 Uiso 1 1 calc R . .
C4 C 0.73434(13) 0.51268(13) 0.3910(2) 0.0303(4) Uani 1 1 d . . .
C5 C 0.74629(16) 0.58199(14) 0.3865(3) 0.0384(5) Uani 1 1 d . . .
H5 H 0.7802 0.6174 0.4342 0.046 Uiso 1 1 calc R . .
C6 C 0.7061(2) 0.59704(16) 0.3090(3) 0.0466(7) Uani 1 1 d . . .
H6 H 0.7134 0.6431 0.3032 0.056 Uiso 1 1 calc R . .
C7 C 0.65505(17) 0.54239(15) 0.2403(3) 0.0396(6) Uani 1 1 d . . .
H7 H 0.6285 0.5515 0.1866 0.048 Uiso 1 1 calc R . .
C8 C 0.64461(13) 0.47401(14) 0.2538(2) 0.0284(4) Uani 1 1 d . . .
C9 C 0.59040(14) 0.40867(15) 0.1908(2) 0.0272(4) Uani 1 1 d . . .
C10 C 0.48546(14) 0.35070(16) 0.0660(2) 0.0339(5) Uani 1 1 d . . .
H10 H 0.5051 0.3212 0.0385 0.041 Uiso 1 1 calc R . .
C11 C 0.42328(14) 0.30574(15) 0.1462(2) 0.0333(5) Uani 1 1 d . . .
C12 C 0.37589(17) 0.23526(18) 0.1147(3) 0.0420(6) Uani 1 1 d . . .
H12 H 0.3839 0.2164 0.0475 0.050 Uiso 1 1 calc R . .
C13 C 0.31617(18) 0.1928(2) 0.1840(3) 0.0501(7) Uani 1 1 d . . .
H13 H 0.2848 0.1458 0.1628 0.060 Uiso 1 1 calc R . .
C14 C 0.30355(17) 0.22031(19) 0.2838(3) 0.0465(7) Uani 1 1 d . . .
H14 H 0.2635 0.1921 0.3291 0.056 Uiso 1 1 calc R . .
C15 C 0.35074(17) 0.29001(19) 0.3160(3) 0.0433(6) Uani 1 1 d . . .
H15 H 0.3429 0.3085 0.3838 0.052 Uiso 1 1 calc R . .
C16 C 0.40991(16) 0.33257(17) 0.2472(2) 0.0378(5) Uani 1 1 d . . .
H16 H 0.4409 0.3796 0.2689 0.045 Uiso 1 1 calc R . .
C17 C 0.46263(17) 0.3772(2) -0.0404(3) 0.0448(7) Uani 1 1 d . . .
H17A H 0.4481 0.4104 -0.0159 0.067 Uiso 1 1 calc R . .
H17B H 0.4235 0.3374 -0.0785 0.067 Uiso 1 1 calc R . .
H17C H 0.5020 0.4004 -0.0933 0.067 Uiso 1 1 calc R . .


_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
Eu1 O1 2.4046(17) 2_655 ?
Eu1 O1 2.4046(18) 3_665 ?
Eu1 O1 2.4046(17) . ?
Eu1 N1 2.628(2) . ?
Eu1 N1 2.628(2) 2_655 ?
Eu1 N1 2.628(2) 3_665 ?
Eu1 N2 2.573(2) . ?
Eu1 N2 2.573(2) 2_655 ?
Eu1 N2 2.573(2) 3_665 ?
S1 O2 1.447(2) . ?
S1 O3A 1.459(4) . ?
S1 O3B 1.479(4) . ?
S1 O4 1.418(3) . ?
S1 C1SA 1.827(5) . ?
S1 C1SB 1.790(6) . ?
F1A C1SA 1.329(4) . ?
F1B C1SB 1.308(5) . ?
F2A C1SA 1.327(4) . ?
F2B C1SB 1.308(4) . ?
F3A C1SA 1.323(4) . ?
F3B C1SB 1.309(4) . ?
O1 C9 1.244(3) . ?
N1 C1 1.481(3) . ?
N1 C2 1.506(3) . ?
N1 C3 1.481(3) . ?
N2 C4 1.338(3) . ?
N2 C8 1.340(3) . ?
N3 H3 0.8600 . ?
N3 C9 1.322(3) . ?
N3 C10 1.463(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.517(4) 3_665 ?
C2 C1 1.516(4) 2_655 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.497(4) . ?
C4 C5 1.390(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.392(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.389(4) . ?
C8 C9 1.497(4) . ?
C10 H10 0.9800 . ?
C10 C11 1.517(4) . ?
C10 C17 1.533(4) . ?
C11 C12 1.395(4) . ?
C11 C16 1.392(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.401(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.384(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.391(4) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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
O1 Eu1 O1 84.16(7) 2_655 3_665 ?
O1 Eu1 O1 84.16(7) 2_655 . ?
O1 Eu1 O1 84.16(7) 3_665 . ?
O1 Eu1 N1 91.84(7) 3_665 . ?
O1 Eu1 N1 122.72(6) . . ?
O1 Eu1 N1 152.37(7) 2_655 . ?
O1 Eu1 N1 91.84(7) . 2_655 ?
O1 Eu1 N1 152.37(7) 3_665 2_655 ?
O1 Eu1 N1 152.37(7) . 3_665 ?
O1 Eu1 N1 122.72(6) 2_655 2_655 ?
O1 Eu1 N1 91.84(7) 2_655 3_665 ?
O1 Eu1 N1 122.72(6) 3_665 3_665 ?
O1 Eu1 N2 138.55(6) 2_655 . ?
O1 Eu1 N2 138.55(6) . 3_665 ?
O1 Eu1 N2 68.72(6) 3_665 . ?
O1 Eu1 N2 63.07(6) . . ?
O1 Eu1 N2 63.07(6) 3_665 3_665 ?
O1 Eu1 N2 63.07(6) 2_655 2_655 ?
O1 Eu1 N2 138.55(6) 3_665 2_655 ?
O1 Eu1 N2 68.72(6) 2_655 3_665 ?
O1 Eu1 N2 68.72(6) . 2_655 ?
N1 Eu1 N1 67.43(8) 3_665 . ?
N1 Eu1 N1 67.43(8) 2_655 . ?
N1 Eu1 N1 67.43(8) 3_665 2_655 ?
N2 Eu1 N1 62.43(6) 3_665 3_665 ?
N2 Eu1 N1 85.06(7) 2_655 3_665 ?
N2 Eu1 N1 85.06(7) . 2_655 ?
N2 Eu1 N1 62.43(6) 2_655 2_655 ?
N2 Eu1 N1 129.00(7) . 3_665 ?
N2 Eu1 N1 129.00(7) 2_655 . ?
N2 Eu1 N1 62.43(6) . . ?
N2 Eu1 N1 128.99(7) 3_665 2_655 ?
N2 Eu1 N1 85.06(7) 3_665 . ?
N2 Eu1 N2 119.879(6) 3_665 . ?
N2 Eu1 N2 119.880(6) 3_665 2_655 ?
N2 Eu1 N2 119.878(6) 2_655 . ?
O2 S1 O3A 113.3(3) . . ?
O2 S1 O3B 114.6(2) . . ?
O2 S1 C1SA 101.3(2) . . ?
O2 S1 C1SB 105.1(2) . . ?
O3A S1 O3B 23.3(3) . . ?
O3A S1 C1SA 98.0(3) . . ?
O3A S1 C1SB 82.5(4) . . ?
O3B S1 C1SA 119.0(3) . . ?
O3B S1 C1SB 104.2(3) . . ?
O4 S1 O2 115.54(17) . . ?
O4 S1 O3A 124.2(3) . . ?
O4 S1 O3B 108.0(3) . . ?
O4 S1 C1SA 97.4(3) . . ?
O4 S1 C1SB 108.5(3) . . ?
C1SB S1 C1SA 15.7(2) . . ?
C9 O1 Eu1 125.99(16) . . ?
C1 N1 Eu1 106.73(15) . . ?
C1 N1 C2 110.6(2) . . ?
C1 N1 C3 108.5(2) . . ?
C2 N1 Eu1 113.61(15) . . ?
C3 N1 Eu1 108.17(15) . . ?
C3 N1 C2 109.0(2) . . ?
C4 N2 Eu1 120.81(16) . . ?
C4 N2 C8 119.3(2) . . ?
C8 N2 Eu1 119.74(16) . . ?
C9 N3 H3 119.0 . . ?
C9 N3 C10 122.1(2) . . ?
C10 N3 H3 119.0 . . ?
N1 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
N1 C1 C2 112.5(2) . 3_665 ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.1 3_665 . ?
C2 C1 H1B 109.1 3_665 . ?
F1A C1SA S1 114.2(4) . . ?
F2A C1SA S1 114.1(4) . . ?
F2A C1SA F1A 104.7(5) . . ?
F3A C1SA S1 113.0(4) . . ?
F3A C1SA F1A 103.2(5) . . ?
F3A C1SA F2A 106.6(5) . . ?
F1B C1SB S1 108.1(5) . . ?
F1B C1SB F2B 108.2(6) . . ?
F1B C1SB F3B 109.5(6) . . ?
F2B C1SB S1 109.3(5) . . ?
F2B C1SB F3B 110.4(6) . . ?
F3B C1SB S1 111.2(4) . . ?
N1 C2 C1 114.5(2) . 2_655 ?
N1 C2 H2A 108.6 . . ?
N1 C2 H2B 108.6 . . ?
C1 C2 H2A 108.6 2_655 . ?
C1 C2 H2B 108.6 2_655 . ?
H2A C2 H2B 107.6 . . ?
N1 C3 H3A 109.7 . . ?
N1 C3 H3B 109.7 . . ?
N1 C3 C4 109.7(2) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
N2 C4 C3 114.9(2) . . ?
N2 C4 C5 122.4(2) . . ?
C5 C4 C3 122.7(2) . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.3(3) . . ?
C6 C5 H5 120.8 . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 120.7 . . ?
C8 C7 C6 118.6(3) . . ?
C8 C7 H7 120.7 . . ?
N2 C8 C7 122.1(2) . . ?
N2 C8 C9 112.1(2) . . ?
C7 C8 C9 125.8(2) . . ?
O1 C9 N3 122.5(3) . . ?
O1 C9 C8 118.7(2) . . ?
N3 C9 C8 118.7(2) . . ?
N3 C10 H10 108.2 . . ?
N3 C10 C11 111.7(2) . . ?
N3 C10 C17 108.1(2) . . ?
C11 C10 H10 108.2 . . ?
C11 C10 C17 112.1(2) . . ?
C17 C10 H10 108.2 . . ?
C12 C11 C10 118.3(2) . . ?
C16 C11 C10 122.9(3) . . ?
C16 C11 C12 118.7(3) . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.1(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.7(3) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.9(3) . . ?
C15 C16 H16 119.6 . . ?
C10 C17 H17A 109.5 . . ?
C10 C17 H17B 109.5 . . ?
C10 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

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 O2 0.86 2.10 2.849(3) 144.7 .

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.592 74.5 15.0 ?
2 0.333 0.667 0.259 74.5 15.0 ?
3 0.667 0.333 -0.075 74.5 15.0 ?
_database_code_depnum_ccdc_archive 'CCDC 965910'


data_global
#1.data_New_Global_Publ_Block

_audit_creation_method           
;
manual editing of the CIF file 
created by SHELXTL Ver. 6.14
and processed with modiCIfer-09152005. 
;


_publ_contact_author_name        
;
Yufit, Dmitry S. 
;
_publ_contact_author_address     
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;

_publ_contact_author_phone       '0191 334 2004'
_publ_contact_author_fax         '0191 384 4737'
_publ_contact_author_email       d.s.yufit@durham.ac.uk

_publ_requested_journal          'Dalton Trans.'
_publ_section_title              
;
Synthesis, stereocontrol and structural studies of luminescent
chiral tris-amidopyridyl-triazacyclononane lanthanide complexes
;

_publ_contact_letter             
;
The CIF file contains data for the structures S-[EuL¹], R-[EuL¹]
and S-[YbL¹] from the paper 
"Synthesis, stereocontrol and structural studies of luminescent
chiral tris-amidopyridyl-triazacyclononane lanthanide complexes"

by E.R.Neil, A.M.Funk, D.S.Yufit and D.Parker

The paper will be submitted to Dalton Transactions
;
loop_
_publ_author_name
_publ_author_address

'Neil, Emily R.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Funk, Alexander M.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Yufit, Dmitry S.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Parker, David'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;

#==END
data_S_[YbL1]_13srv030
_audit_creation_date             2013-02-14
_audit_creation_method           
;
  Olex2 1.2-beta
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_publ_contact_author_address     
;
Department of Chemistry
Durham University
South Rd
Durham
DH1 3LE
UK
;
_publ_contact_author_email       d.s.yufit@durham.ac.uk
_publ_contact_author_name        'Dmitry Yufit'
_publ_contact_author_phone       ?
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C51 H57 N9 O3 Yb1, 3(C F3 O3 S)'
_chemical_formula_sum            'C54 H57 F9 N9 O12 S3 Yb'
_chemical_formula_weight         1464.30
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
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'

_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3'
_space_group_name_Hall           'R 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x+2/3, y+1/3, z+1/3'
5 '-y+2/3, x-y+1/3, z+1/3'
6 '-x+y+2/3, -x+1/3, z+1/3'
7 'x+1/3, y+2/3, z+2/3'
8 '-y+1/3, x-y+2/3, z+2/3'
9 '-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   21.836(2)
_cell_length_b                   21.836(2)
_cell_length_c                   11.1868(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4619.5(10)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    5425
_cell_measurement_temperature    120
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_exptl_absorpt_coefficient_mu    1.713
_exptl_absorpt_correction_T_max  0.7769
_exptl_absorpt_correction_T_min  0.1508
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2006/1 (Bruker,2006) was used for absorption correction.
R(int) was 0.0847 before and 0.0366 after correction.
The Ratio of minimum to maximum transmission is 0.1941.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       shard
_exptl_crystal_F_000             2217
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 The data collection nominally covered a full sphere of reciprocal space by
 a combination of 3 sets of ω scans each set at different φ and/or
 2θ angles and each scan (10 s exposure) covering -0.300° degrees in ω.
 The crystal to detector distance was 4.85 cm.
;
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            65596
_diffrn_reflns_theta_full        28.98
_diffrn_reflns_theta_max         31.03
_diffrn_reflns_theta_min         1.08
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50.0
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                5432
_reflns_number_total             5472
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XH, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.197
_refine_diff_density_min         -1.011
_refine_diff_density_rms         0.113
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.018(11)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         5472
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0800P)²+9.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1123
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The structure contains a severely disordered
solvent methanol molecule. Its contribution to the 
structural factors was taken into account by applying MASK 
procedure of OLEX2 program package. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H16 of C16, H15 of C15, H14 of C14, H13 of C13, H12 of C12, H10 of C10,
  {H3A,H3B} of C3, {H2A,H2B} of C2, H7 of C7, H6 of C6, H5 of C5, {H1A,H1B} of
  C1, H3 of N3
 At 1.5 times of:
  {H17A,H17B,H17C} of C17
2. Restrained distances
 S1B-O2 \~ S1A-O2 \~ S1B-O4B \~ S1A-O4A \~ S1A-O3A \~ S1B-O3B
 with sigma of 0.01
 S1B-C1SB \~ S1A-C1SA
 with sigma of 0.01
 F3A-C1SB \~ F3B-C1SA \~ F2A-C1SB \~ F2B-C1SA \~ F1B-C1SB \~ F1A-C1SA
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uiso(F1B) = Uiso(F1A) = Uiso(F2A) = Uiso(F2B) = Uiso(F3B) = Uiso(F3A)
Uiso(O4A) = Uiso(O3B) = Uiso(O3A) = Uiso(O4B)
4. Others
 Fixed Sof: S1B(0.5) F1B(0.5) F2B(0.5) F3B(0.5) O3B(0.5) O4B(0.5) C1SB(0.5)
 O4A(0.5) O3A(0.5) S1A(0.5) C1SA(0.5) F3A(0.5) F2A(0.5) F1A(0.5)
5.a Ternary CH refined with riding coordinates:
 C10(H10)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B)
5.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16)
5.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
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 0.0000 0.0000 0.778810(11) 0.02901(9) Uani 1 3 d S . .
O1 O 0.08824(19) 0.01687(19) 0.6416(3) 0.0369(7) Uani 1 1 d . . .
N1 N 0.0142(2) 0.0826(2) 0.9537(4) 0.0371(8) Uani 1 1 d . . .
N2 N 0.1024(2) 0.1225(2) 0.7685(4) 0.0333(8) Uani 1 1 d . . .
N3 N 0.1976(2) 0.0777(3) 0.5622(4) 0.0428(10) Uani 1 1 d . . .
H3 H 0.2359 0.1179 0.5566 0.051 Uiso 1 1 calc R . .
C1 C -0.0570(3) 0.0547(3) 1.0091(5) 0.0448(12) Uani 1 1 d . . .
H1A H -0.0884 0.0587 0.9522 0.054 Uiso 1 1 calc R . .
H1B H -0.0530 0.0833 1.0783 0.054 Uiso 1 1 calc R . .
C2 C -0.0887(3) -0.0218(3) 1.0473(5) 0.0447(11) Uani 1 1 d . . .
H2A H -0.0652 -0.0237 1.1197 0.054 Uiso 1 1 calc R . .
H2B H -0.1383 -0.0404 1.0661 0.054 Uiso 1 1 calc R . .
C3 C 0.0376(4) 0.1534(3) 0.9036(7) 0.0411(13) Uani 1 1 d . . .
H3A H 0.0484 0.1872 0.9677 0.049 Uiso 1 1 calc R . .
H3B H 0.0003 0.1523 0.8550 0.049 Uiso 1 1 calc R . .
C4 C 0.1021(3) 0.1750(3) 0.8287(5) 0.0378(10) Uani 1 1 d . . .
C5 C 0.1564(3) 0.2449(3) 0.8176(6) 0.0453(12) Uani 1 1 d . . .
H5 H 0.1562 0.2805 0.8626 0.054 Uiso 1 1 calc R . .
C6 C 0.2103(3) 0.2599(3) 0.7390(6) 0.0520(14) Uani 1 1 d . . .
H6 H 0.2470 0.3062 0.7298 0.062 Uiso 1 1 calc R . .
C7 C 0.2102(3) 0.2061(3) 0.6731(6) 0.0467(12) Uani 1 1 d . . .
H7 H 0.2458 0.2155 0.6183 0.056 Uiso 1 1 calc R . .
C8 C 0.1548(3) 0.1377(3) 0.6920(6) 0.0354(11) Uani 1 1 d . . .
C9 C 0.1453(3) 0.0726(3) 0.6282(5) 0.0356(9) Uani 1 1 d . . .
C10 C 0.1919(3) 0.0158(3) 0.4975(5) 0.0470(12) Uani 1 1 d . . .
H10 H 0.1436 -0.0141 0.4681 0.056 Uiso 1 1 calc R . .
C11 C 0.2133(3) -0.0270(3) 0.5773(5) 0.0456(12) Uani 1 1 d . . .
C12 C 0.2565(3) 0.0010(4) 0.6771(6) 0.0505(13) Uani 1 1 d . . .
H12 H 0.2718 0.0475 0.6994 0.061 Uiso 1 1 calc R . .
C13 C 0.2772(4) -0.0389(4) 0.7441(6) 0.0539(14) Uani 1 1 d . . .
H13 H 0.3056 -0.0196 0.8112 0.065 Uiso 1 1 calc R . .
C14 C 0.2552(4) -0.1080(4) 0.7101(7) 0.0582(16) Uani 1 1 d . . .
H14 H 0.2687 -0.1353 0.7544 0.070 Uiso 1 1 calc R . .
C15 C 0.2130(4) -0.1360(4) 0.6101(7) 0.0589(16) Uani 1 1 d . . .
H15 H 0.1988 -0.1820 0.5866 0.071 Uiso 1 1 calc R . .
C16 C 0.1917(4) -0.0958(4) 0.5442(6) 0.0540(14) Uani 1 1 d . . .
H16 H 0.1628 -0.1153 0.4776 0.065 Uiso 1 1 calc R . .
C17 C 0.2468(6) 0.0504(5) 0.3847(6) 0.074(3) Uani 1 1 d . . .
H17A H 0.2275 0.0690 0.3275 0.110 Uiso 1 1 calc R . .
H17B H 0.2535 0.0145 0.3474 0.110 Uiso 1 1 calc R . .
H17C H 0.2914 0.0878 0.4131 0.110 Uiso 1 1 calc R . .
S1B S 0.40468(18) 0.2224(2) 0.5447(3) 0.0525(9) Uiso 0.50 1 d PD A 2
F1B F 0.3750(8) 0.3274(9) 0.5913(15) 0.0910(14) Uiso 0.50 1 d PD A 2
F2B F 0.4148(8) 0.3262(8) 0.7317(10) 0.0910(14) Uiso 0.50 1 d PD A 1
F3B F 0.4735(7) 0.3796(7) 0.5660(12) 0.0910(14) Uiso 0.50 1 d PD A 1
O2 O 0.3394(2) 0.1849(3) 0.6105(5) 0.0701(15) Uani 1 1 d D . .
O3B O 0.3958(7) 0.2250(7) 0.4182(7) 0.0642(13) Uiso 0.50 1 d PD A 2
O4B O 0.4647(5) 0.2176(7) 0.5823(10) 0.0642(13) Uiso 0.50 1 d PD A 2
C1SB C 0.4262(6) 0.3103(7) 0.6019(10) 0.062(4) Uiso 0.50 1 d PD A 2
O4A O 0.4647(5) 0.2413(7) 0.6095(10) 0.0642(13) Uiso 0.50 1 d PD A 1
O3A O 0.4018(7) 0.2479(7) 0.4308(7) 0.0642(13) Uiso 0.50 1 d PD A 1
S1A S 0.40381(16) 0.2415(2) 0.5590(3) 0.0452(7) Uiso 0.50 1 d PD A 1
C1SA C 0.4147(6) 0.3255(7) 0.6129(10) 0.056(3) Uiso 0.50 1 d PD A 1
F3A F 0.4840(7) 0.3615(7) 0.5481(12) 0.0910(14) Uiso 0.50 1 d PD A 2
F2A F 0.4425(8) 0.3252(8) 0.7177(10) 0.0910(14) Uiso 0.50 1 d PD A 2
F1A F 0.3593(8) 0.3303(10) 0.5736(15) 0.0910(14) Uiso 0.50 1 d PD A 1


_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 O1 2.344(4) 3 ?
Yb1 O1 2.344(4) . ?
Yb1 O1 2.344(4) 2 ?
Yb1 N1 2.572(4) 3 ?
Yb1 N1 2.572(4) . ?
Yb1 N1 2.572(4) 2 ?
Yb1 N2 2.487(4) 2 ?
Yb1 N2 2.487(4) 3 ?
Yb1 N2 2.487(4) . ?
O1 C9 1.240(6) . ?
N1 C1 1.493(7) . ?
N1 C2 1.512(7) 3 ?
N1 C3 1.475(8) . ?
N2 C4 1.332(6) . ?
N2 C8 1.333(7) . ?
N3 H3 0.8600 . ?
N3 C9 1.318(7) . ?
N3 C10 1.482(8) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.515(8) . ?
C2 N1 1.512(7) 2 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.498(8) . ?
C4 C5 1.392(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.371(10) . ?
C6 H6 0.9300 . ?
C6 C7 1.385(9) . ?
C7 H7 0.9300 . ?
C7 C8 1.390(8) . ?
C8 C9 1.509(8) . ?
C10 H10 0.9800 . ?
C10 C11 1.525(10) . ?
C10 C17 1.641(11) . ?
C11 C12 1.390(9) . ?
C11 C16 1.380(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.385(10) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(10) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.393(11) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
S1B O2 1.441(5) . ?
S1B O3B 1.433(7) . ?
S1B O4B 1.429(7) . ?
S1B C1SB 1.847(15) . ?
F1B C1SB 1.352(10) . ?
F2B C1SA 1.329(9) . ?
F3B C1SA 1.343(9) . ?
O2 S1A 1.448(5) . ?
C1SB F3A 1.340(9) . ?
C1SB F2A 1.340(9) . ?
O4A S1A 1.445(7) . ?
O3A S1A 1.444(7) . ?
S1A C1SA 1.832(15) . ?
C1SA F1A 1.339(10) . ?

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
O1 Yb1 O1 81.78(14) . 3 ?
O1 Yb1 O1 81.78(14) 2 3 ?
O1 Yb1 O1 81.78(14) 2 . ?
O1 Yb1 N1 92.05(14) . 3 ?
O1 Yb1 N1 125.89(13) 3 3 ?
O1 Yb1 N1 150.68(13) 2 3 ?
O1 Yb1 N1 92.05(14) 3 2 ?
O1 Yb1 N1 150.68(13) . 2 ?
O1 Yb1 N1 150.68(13) 3 . ?
O1 Yb1 N1 125.89(13) . . ?
O1 Yb1 N1 92.05(14) 2 . ?
O1 Yb1 N1 125.89(13) 2 2 ?
O1 Yb1 N2 136.43(13) 3 . ?
O1 Yb1 N2 67.05(13) . 3 ?
O1 Yb1 N2 136.43(13) 2 3 ?
O1 Yb1 N2 67.05(13) 3 2 ?
O1 Yb1 N2 136.43(13) . 2 ?
O1 Yb1 N2 64.82(13) 2 2 ?
O1 Yb1 N2 64.82(13) . . ?
O1 Yb1 N2 67.05(13) 2 . ?
O1 Yb1 N2 64.82(13) 3 3 ?
N1 Yb1 N1 68.42(17) 3 2 ?
N1 Yb1 N1 68.42(17) 3 . ?
N1 Yb1 N1 68.42(17) . 2 ?
N2 Yb1 N1 130.67(14) 2 3 ?
N2 Yb1 N1 63.43(14) 2 2 ?
N2 Yb1 N1 84.34(14) 3 2 ?
N2 Yb1 N1 130.67(14) . 2 ?
N2 Yb1 N1 63.43(14) 3 3 ?
N2 Yb1 N1 84.34(14) 2 . ?
N2 Yb1 N1 130.67(14) 3 . ?
N2 Yb1 N1 63.43(14) . . ?
N2 Yb1 N1 84.33(14) . 3 ?
N2 Yb1 N2 119.787(17) 2 3 ?
N2 Yb1 N2 119.789(17) 2 . ?
N2 Yb1 N2 119.787(17) 3 . ?
C9 O1 Yb1 125.2(3) . . ?
C1 N1 Yb1 107.1(3) . . ?
C1 N1 C2 109.9(5) . 3 ?
C2 N1 Yb1 114.1(3) 3 . ?
C3 N1 Yb1 107.6(3) . . ?
C3 N1 C1 109.2(4) . . ?
C3 N1 C2 108.7(5) . 3 ?
C4 N2 Yb1 121.0(3) . . ?
C4 N2 C8 118.9(5) . . ?
C8 N2 Yb1 119.7(4) . . ?
C9 N3 H3 119.3 . . ?
C9 N3 C10 121.5(5) . . ?
C10 N3 H3 119.3 . . ?
N1 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
N1 C1 C2 112.0(5) . . ?
H1A C1 H1B 107.9 . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
N1 C2 C1 113.7(4) 2 . ?
N1 C2 H2A 108.8 2 . ?
N1 C2 H2B 108.8 2 . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
N1 C3 H3A 109.9 . . ?
N1 C3 H3B 109.9 . . ?
N1 C3 C4 108.8(5) . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
N2 C4 C3 114.8(4) . . ?
N2 C4 C5 122.0(5) . . ?
C5 C4 C3 123.1(5) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(5) . . ?
C6 C5 H5 120.7 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.0(5) . . ?
C7 C6 H6 120.0 . . ?
C6 C7 H7 121.2 . . ?
C6 C7 C8 117.6(6) . . ?
C8 C7 H7 121.2 . . ?
N2 C8 C7 122.8(6) . . ?
N2 C8 C9 111.9(5) . . ?
C7 C8 C9 125.3(5) . . ?
O1 C9 N3 123.7(5) . . ?
O1 C9 C8 117.7(5) . . ?
N3 C9 C8 118.6(5) . . ?
N3 C10 H10 110.1 . . ?
N3 C10 C11 111.2(5) . . ?
N3 C10 C17 104.4(5) . . ?
C11 C10 H10 110.1 . . ?
C11 C10 C17 110.8(5) . . ?
C17 C10 H10 110.1 . . ?
C12 C11 C10 123.2(6) . . ?
C16 C11 C10 117.8(6) . . ?
C16 C11 C12 118.8(6) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.4(6) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.4(7) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(7) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(7) . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 120.2(7) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C10 C17 H17A 109.5 . . ?
C10 C17 H17B 109.5 . . ?
C10 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 S1B C1SB 94.5(5) . . ?
O3B S1B O2 114.4(7) . . ?
O3B S1B C1SB 105.6(7) . . ?
O4B S1B O2 119.4(6) . . ?
O4B S1B O3B 116.2(8) . . ?
O4B S1B C1SB 101.9(7) . . ?
S1B O2 S1A 18.17(18) . . ?
F1B C1SB S1B 116.2(11) . . ?
F3A C1SB S1B 110.9(10) . . ?
F3A C1SB F1B 107.1(14) . . ?
F3A C1SB F2A 101.9(12) . . ?
F2A C1SB S1B 119.2(11) . . ?
F2A C1SB F1B 99.9(13) . . ?
O2 S1A C1SA 108.0(5) . . ?
O4A S1A O2 110.1(6) . . ?
O4A S1A C1SA 102.4(6) . . ?
O3A S1A O2 114.5(6) . . ?
O3A S1A O4A 117.5(8) . . ?
O3A S1A C1SA 103.0(6) . . ?
F2B C1SA F3B 112.7(12) . . ?
F2B C1SA S1A 109.8(10) . . ?
F2B C1SA F1A 108.9(13) . . ?
F3B C1SA S1A 109.9(10) . . ?
F1A C1SA F3B 107.9(13) . . ?
F1A C1SA S1A 107.5(10) . . ?

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 O2 0.86 2.07 2.848(7) 149.3 .

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
Yb1 O1 C9 N3 170.5(4) . . . . ?
Yb1 O1 C9 C8 -9.1(7) . . . . ?
Yb1 N1 C1 C2 55.9(5) . . . . ?
Yb1 N1 C3 C4 -53.5(6) . . . . ?
Yb1 N2 C4 C3 1.9(7) . . . . ?
Yb1 N2 C4 C5 -175.2(4) . . . . ?
Yb1 N2 C8 C7 173.6(5) . . . . ?
Yb1 N2 C8 C9 -5.0(6) . . . . ?
O1 Yb1 O1 C9 73.1(5) 2 . . . ?
O1 Yb1 O1 C9 155.9(4) 3 . . . ?
O1 Yb1 N1 C1 16.4(5) 3 . . . ?
O1 Yb1 N1 C1 174.6(3) . . . . ?
O1 Yb1 N1 C1 93.2(4) 2 . . . ?
O1 Yb1 N1 C2 -63.5(4) . . . 3 ?
O1 Yb1 N1 C2 138.3(4) 3 . . 3 ?
O1 Yb1 N1 C2 -144.8(4) 2 . . 3 ?
O1 Yb1 N1 C3 -24.1(4) 2 . . . ?
O1 Yb1 N1 C3 -100.9(4) 3 . . . ?
O1 Yb1 N1 C3 57.2(4) . . . . ?
O1 Yb1 N2 C4 129.9(4) 3 . . . ?
O1 Yb1 N2 C4 173.5(4) . . . . ?
O1 Yb1 N2 C4 81.9(4) 2 . . . ?
O1 Yb1 N2 C8 -42.7(5) 3 . . . ?
O1 Yb1 N2 C8 0.9(4) . . . . ?
O1 Yb1 N2 C8 -90.6(4) 2 . . . ?
N1 Yb1 O1 C9 -78.1(4) 3 . . . ?
N1 Yb1 O1 C9 -124.6(4) 2 . . . ?
N1 Yb1 O1 C9 -13.4(5) . . . . ?
N1 Yb1 N1 C1 -109.2(3) 3 . . . ?
N1 Yb1 N1 C1 -34.8(4) 2 . . . ?
N1 Yb1 N1 C2 87.1(3) 2 . . 3 ?
N1 Yb1 N1 C2 12.7(4) 3 . . 3 ?
N1 Yb1 N1 C3 133.4(5) 3 . . . ?
N1 Yb1 N1 C3 -152.2(4) 2 . . . ?
N1 Yb1 N2 C4 -91.5(4) 3 . . . ?
N1 Yb1 N2 C4 -22.8(4) . . . . ?
N1 Yb1 N2 C4 -36.4(5) 2 . . . ?
N1 Yb1 N2 C8 151.0(4) 2 . . . ?
N1 Yb1 N2 C8 164.6(4) . . . . ?
N1 Yb1 N2 C8 95.9(4) 3 . . . ?
N1 C1 C2 N1 -46.1(7) . . . 2 ?
N1 C3 C4 N2 35.9(8) . . . . ?
N1 C3 C4 C5 -147.0(6) . . . . ?
N2 Yb1 O1 C9 112.3(4) 2 . . . ?
N2 Yb1 O1 C9 -138.0(4) 3 . . . ?
N2 Yb1 O1 C9 4.7(4) . . . . ?
N2 Yb1 N1 C1 28.8(3) 2 . . . ?
N2 Yb1 N1 C1 -96.2(4) 3 . . . ?
N2 Yb1 N1 C1 156.2(4) . . . . ?
N2 Yb1 N1 C2 25.8(4) 3 . . 3 ?
N2 Yb1 N1 C2 -81.9(4) . . . 3 ?
N2 Yb1 N1 C2 150.7(4) 2 . . 3 ?
N2 Yb1 N1 C3 38.9(4) . . . . ?
N2 Yb1 N1 C3 146.5(4) 3 . . . ?
N2 Yb1 N1 C3 -88.5(4) 2 . . . ?
N2 Yb1 N2 C4 42.7(5) 2 . . . ?
N2 Yb1 N2 C4 -146.4(3) 3 . . . ?
N2 Yb1 N2 C8 41.0(5) 3 . . . ?
N2 Yb1 N2 C8 -129.9(3) 2 . . . ?
N2 C4 C5 C6 2.4(9) . . . . ?
N2 C8 C9 O1 8.8(7) . . . . ?
N2 C8 C9 N3 -170.8(5) . . . . ?
N3 C10 C11 C12 -22.5(8) . . . . ?
N3 C10 C11 C16 161.3(5) . . . . ?
C1 N1 C3 C4 -169.5(5) . . . . ?
C2 N1 C1 C2 -68.6(6) 3 . . . ?
C2 N1 C3 C4 70.6(6) 3 . . . ?
C3 N1 C1 C2 172.1(5) . . . . ?
C3 C4 C5 C6 -174.5(7) . . . . ?
C4 N2 C8 C7 0.9(8) . . . . ?
C4 N2 C8 C9 -177.7(5) . . . . ?
C4 C5 C6 C7 -0.4(10) . . . . ?
C5 C6 C7 C8 -1.2(10) . . . . ?
C6 C7 C8 N2 1.0(10) . . . . ?
C6 C7 C8 C9 179.4(6) . . . . ?
C7 C8 C9 O1 -169.7(6) . . . . ?
C7 C8 C9 N3 10.7(9) . . . . ?
C8 N2 C4 C3 174.5(6) . . . . ?
C8 N2 C4 C5 -2.6(8) . . . . ?
C9 N3 C10 C11 -86.4(7) . . . . ?
C9 N3 C10 C17 154.1(6) . . . . ?
C10 N3 C9 O1 0.2(9) . . . . ?
C10 N3 C9 C8 179.8(5) . . . . ?
C10 C11 C12 C13 -177.0(6) . . . . ?
C10 C11 C16 C15 176.4(6) . . . . ?
C11 C12 C13 C14 0.9(10) . . . . ?
C12 C11 C16 C15 0.1(9) . . . . ?
C12 C13 C14 C15 0.0(10) . . . . ?
C13 C14 C15 C16 -0.9(11) . . . . ?
C14 C15 C16 C11 0.8(11) . . . . ?
C16 C11 C12 C13 -0.9(9) . . . . ?
C17 C10 C11 C12 93.1(7) . . . . ?
C17 C10 C11 C16 -83.1(7) . . . . ?
S1B O2 S1A O4A -65.6(9) . . . . ?
S1B O2 S1A O3A 69.4(9) . . . . ?
S1B O2 S1A C1SA -176.6(9) . . . . ?
O2 S1B C1SB F1B -51.8(11) . . . . ?
O2 S1B C1SB F3A -174.4(10) . . . . ?
O2 S1B C1SB F2A 67.8(11) . . . . ?
O2 S1A C1SA F2B 56.3(10) . . . . ?
O2 S1A C1SA F3B -179.2(9) . . . . ?
O2 S1A C1SA F1A -62.1(10) . . . . ?
O3B S1B O2 S1A -101.7(10) . . . . ?
O3B S1B C1SB F1B 65.1(13) . . . . ?
O3B S1B C1SB F3A -57.5(12) . . . . ?
O3B S1B C1SB F2A -175.3(11) . . . . ?
O4B S1B O2 S1A 114.1(11) . . . . ?
O4B S1B C1SB F1B -173.1(11) . . . . ?
O4B S1B C1SB F3A 64.3(11) . . . . ?
O4B S1B C1SB F2A -53.5(12) . . . . ?
C1SB S1B O2 S1A 7.7(7) . . . . ?
O4A S1A C1SA F2B -59.9(11) . . . . ?
O4A S1A C1SA F3B 64.6(11) . . . . ?
O4A S1A C1SA F1A -178.3(11) . . . . ?
O3A S1A C1SA F2B 177.7(10) . . . . ?
O3A S1A C1SA F3B -57.8(11) . . . . ?
O3A S1A C1SA F1A 59.4(11) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.355 86.8 18.8 ?
2 0.333 0.667 0.021 86.8 18.8 ?
3 0.667 0.333 0.688 86.8 18.8 ?

_database_code_depnum_ccdc_archive 'CCDC 965911'
