# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ntg2
_database_code_depnum_ccdc_archive 'CCDC 891419'
_audit_update_record             
;
2012-07-11 deposited with the CCDC.
2018-12-04 downloaded from the CCDC.
;
#TrackingRef 'NTG2.cif'

_audit_creation_date             2012-05-30
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C12 H12 Nd1 O12 S3, 3(C H6 N3)'
_chemical_formula_sum            'C15 H30 N9 Nd O12 S3'
_chemical_formula_weight         768.90
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H3 N9 Nd O12 S3'
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'
Nd Nd -0.1943 3.0179 '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      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+y, -x, -z+1/2'
3 '-y, x-y, z'
4 'x, y, -z+1/2'
5 '-x+y, -x, z'
6 '-y, x-y, -z+1/2'
7 'x-y, -y, -z'
8 '-x, -x+y, -z'
9 'y, x, -z'
10 'y, x, z+1/2'
11 'x-y, -y, z+1/2'
12 '-x, -x+y, z+1/2'

_cell_length_a                   10.84404(19)
_cell_length_b                   10.84404(19)
_cell_length_c                   15.4345(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     1571.83(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3636
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      32.4842
_cell_measurement_theta_min      2.5336
_exptl_absorpt_coefficient_mu    1.915
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_correction_T_min  0.779
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             774
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.3416
_exptl_crystal_size_mid          0.2208
_exptl_crystal_size_min          0.1462
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13433
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.03
_diffrn_reflns_theta_min         2.54
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega -87.00 28.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -26.3429 9.0000 164.0000 115

#__ type_ start__ end____ width___ exp.time_
2 omega 15.00 53.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- 26.9679 -77.0000 -150.0000 38

#__ type_ start__ end____ width___ exp.time_
3 omega -96.00 -25.00 1.0000 10.0000
omega____ theta____ kappa____ phi______ frames
- -26.3429 -77.0000 120.0000 71
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0280316000
_diffrn_orient_matrix_UB_12      0.0018263000
_diffrn_orient_matrix_UB_13      -0.0418143000
_diffrn_orient_matrix_UB_21      -0.0636198000
_diffrn_orient_matrix_UB_22      -0.0092700000
_diffrn_orient_matrix_UB_23      -0.0190475000
_diffrn_orient_matrix_UB_31      0.0294854000
_diffrn_orient_matrix_UB_32      0.0749173000
_diffrn_orient_matrix_UB_33      -0.0013102000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1218
_reflns_number_total             1401
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_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  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1401
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0295
_refine_ls_restrained_S_all      1.093
_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)+(0.0431P)²+1.8655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0814
_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.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Nd1 Nd 0.0000 0.0000 0.7500 0.01756(13) Uani 1 6 d S . .
S2 S -0.13340(16) -0.35941(16) 0.7500 0.0364(3) Uani 1 2 d S . .
O O -0.1817(3) -0.1466(3) 0.6491(2) 0.0292(6) Uani 1 1 d D . .
C3 C -0.2539(5) -0.3932(4) 0.6610(3) 0.0365(10) Uani 1 1 d D . .
H3a H -0.2214 -0.4261 0.6123 0.044 Uiso 1 1 calc R A 1
H3b H -0.3466 -0.4710 0.6777 0.044 Uiso 1 1 calc R A 1
C4B C -0.2844(6) -0.2740(5) 0.6486(8) 0.033(4) Uani 0.40 1 d PDU B 2
N1 N 0.0000 -0.2243(5) 0.5000 0.0324(12) Uani 1 2 d S . .
H1 H -0.0560 -0.2126 0.4658 0.039 Uiso 0.50 1 calc PR . .
C0AA C 0.0000 -0.3457(7) 0.5000 0.0350(15) Uani 1 2 d S . .
N1AA N 0.0862(5) -0.3632(4) 0.5525(3) 0.0468(10) Uani 1 1 d . . .
H1Aa H 0.1421 -0.2954 0.5866 0.056 Uiso 1 1 calc R . .
H1Ab H 0.0864 -0.4424 0.5527 0.056 Uiso 1 1 calc R . .
O0 O -0.3835(6) -0.3055(7) 0.5883(4) 0.0503(15) Uani 0.60 1 d PDU B 1
C4A C -0.2739(6) -0.2736(5) 0.6295(6) 0.028(2) Uani 0.60 1 d PDU B 1
O2 O -0.4079(8) -0.3009(10) 0.6284(7) 0.052(2) Uani 0.40 1 d PDU 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
Nd1 O 2.388(3) 5 ?
Nd1 O 2.388(3) 6_556 ?
Nd1 O 2.388(3) 3 ?
Nd1 O 2.388(3) 4_556 ?
Nd1 O 2.388(3) . ?
Nd1 O 2.388(3) 2_556 ?
S2 C3 1.803(5) . ?
S2 C3 1.803(5) 4_556 ?
O C4B 1.269(6) . ?
O C4A 1.269(6) . ?
C3 C4B 1.498(6) . ?
C3 C4A 1.498(6) . ?
C4B O2 1.259(10) . ?
N1 C0AA 1.317(9) . ?
C0AA N1AA 1.321(5) . ?
C0AA N1AA 1.321(5) 8_556 ?
O0 C4A 1.235(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
O Nd1 O 135.45(5) 4_556 3 ?
O Nd1 O 135.45(5) 5 6_556 ?
O Nd1 O 82.07(11) 2_556 6_556 ?
O Nd1 O 82.07(11) . 3 ?
O Nd1 O 81.41(15) 6_556 3 ?
O Nd1 O 82.07(11) 5 3 ?
O Nd1 O 135.45(5) 2_556 3 ?
O Nd1 O 135.45(5) . 6_556 ?
O Nd1 O 135.45(5) . 2_556 ?
O Nd1 O 82.07(11) 4_556 2_556 ?
O Nd1 O 81.41(15) 4_556 . ?
O Nd1 O 135.45(5) 4_556 5 ?
O Nd1 O 82.07(11) 4_556 6_556 ?
O Nd1 O 81.41(15) 2_556 5 ?
O Nd1 O 82.07(11) . 5 ?
C3 S2 C3 99.3(3) 4_556 . ?
C4B O Nd1 135.4(5) . . ?
C4B O C4A 14.3(7) . . ?
C4A O Nd1 144.9(3) . . ?
C4B C3 S2 111.8(4) . . ?
C4B C3 C4A 12.1(6) . . ?
C4A C3 S2 118.3(3) . . ?
O C4B C3 119.1(4) . . ?
O2 C4B O 120.5(6) . . ?
O2 C4B C3 120.0(6) . . ?
N1 C0AA N1AA 119.8(3) . . ?
N1 C0AA N1AA 119.8(3) . 8_556 ?
N1AA C0AA N1AA 120.3(7) 8_556 . ?
O C4A C3 119.1(4) . . ?
O0 C4A O 123.5(5) . . ?
O0 C4A C3 117.3(5) . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-9 -6 1 0.1553 -8.9925 -6.0054 0.9983 -0.3048 0.6088 -0.7164
9 6 -1 0.1553 8.9925 6.0054 -0.9983 0.3048 -0.6088 0.7164
13 -14 -1 0.0731 12.9931 -13.9937 -0.9763 0.3795 -0.6783 -0.6640
-13 14 1 0.0731 -12.9931 13.9937 0.9763 -0.3795 0.6783 0.6640
-1 2 -22 0.1104 -0.9887 1.9847 -21.9881 0.8953 0.4633 0.1483
1 -2 22 0.1104 0.9887 -1.9847 21.9881 -0.8953 -0.4633 -0.1483
2 -14 0 0.1557 2.0011 -13.9999 0.0148 0.0299 0.0022 -0.9899
-2 14 0 0.1557 -2.0011 13.9999 -0.0148 -0.0299 -0.0022 0.9899
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_LAO1
_database_code_depnum_ccdc_archive 'CCDC 891421'
_audit_update_record             
;
2012-07-11 deposited with the CCDC.
2018-12-04 downloaded from the CCDC.
;
#TrackingRef 'LAO1.cif'

_audit_creation_date             2012-02-17
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2012.02.15 svn.r2219, GUI svn.r4090)
;
_chemical_formula_moiety         'C12 H12 La O15, 3(C H7 N4), H2 O'
_chemical_formula_sum            'C15 H35 La N12 O16'
_chemical_formula_weight         778.42
_chemical_oxdiff_formula         C96
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H 0.00000 0.00000 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
C 0.00347 0.00161 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
La -0.10497 2.62773 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
O 0.01158 0.00611 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
N 0.00653 0.00323 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   10.53248(18)
_cell_length_b                   11.0395(2)
_cell_length_c                   12.7187(2)
_cell_angle_alpha                88.9784(15)
_cell_angle_beta                 83.9828(14)
_cell_angle_gamma                89.6614(15)
_cell_volume                     1470.46(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    41644
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.2089
_cell_measurement_theta_min      2.6467
_exptl_absorpt_coefficient_mu    1.544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.7580
_exptl_crystal_description       block
_exptl_crystal_F_000             788.2324
_exptl_crystal_recrystallization_method 'recrystallised from water'
_exptl_crystal_size_max          0.2754
_exptl_crystal_size_mid          0.2229
_exptl_crystal_size_min          0.1623
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            62222
_diffrn_reflns_theta_full        25.000000
_diffrn_reflns_theta_max         29.23
_diffrn_reflns_theta_min         2.65
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.852646
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega -88.00 12.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 -77.0000 -90.0000 100

#__ type_ start__ end____ width___ exp.time_
2 omega -92.00 -15.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 152.0000 148.0000 77

#__ type_ start__ end____ width___ exp.time_
3 omega -22.00 4.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 -64.0000 140.0000 26

#__ type_ start__ end____ width___ exp.time_
4 omega -61.00 -1.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 -77.0000 120.0000 60

#__ type_ start__ end____ width___ exp.time_
5 omega -77.00 6.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 -38.0000 -30.0000 83

#__ type_ start__ end____ width___ exp.time_
6 omega -13.00 49.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 64.0000 39.0000 62

#__ type_ start__ end____ width___ exp.time_
7 omega -82.00 46.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 0.0000 30.0000 128

#__ type_ start__ end____ width___ exp.time_
8 omega -49.00 19.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -64.0000 140.0000 68

#__ type_ start__ end____ width___ exp.time_
9 omega 19.00 77.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -126.0000 158.0000 58

#__ type_ start__ end____ width___ exp.time_
10 omega 27.00 79.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -130.0000 16.0000 52

#__ type_ start__ end____ width___ exp.time_
11 omega -94.00 -32.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 179.0000 0.0000 62

#__ type_ start__ end____ width___ exp.time_
12 omega -88.00 12.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 -77.0000 30.0000 100

#__ type_ start__ end____ width___ exp.time_
13 omega -94.00 -32.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 179.0000 -120.0000 62

#__ type_ start__ end____ width___ exp.time_
14 omega -49.00 41.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -64.0000 140.0000 90

#__ type_ start__ end____ width___ exp.time_
15 omega 19.00 77.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -126.0000 158.0000 58

#__ type_ start__ end____ width___ exp.time_
16 omega -52.00 49.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -77.0000 30.0000 101

#__ type_ start__ end____ width___ exp.time_
17 omega -52.00 49.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -77.0000 -60.0000 101

#__ type_ start__ end____ width___ exp.time_
18 omega -7.00 91.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 38.0000 -180.0000 98

#__ type_ start__ end____ width___ exp.time_
19 omega -43.00 54.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 38.0000 -150.0000 97

#__ type_ start__ end____ width___ exp.time_
20 omega -94.00 -32.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 179.0000 150.0000 62

#__ type_ start__ end____ width___ exp.time_
21 omega -88.00 12.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- -17.9366 -77.0000 -150.0000 100

#__ type_ start__ end____ width___ exp.time_
22 omega 22.00 79.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 -130.0000 16.0000 57

#__ type_ start__ end____ width___ exp.time_
23 omega -7.00 91.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 38.0000 -30.0000 98

#__ type_ start__ end____ width___ exp.time_
24 omega -54.00 92.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 0.0000 -180.0000 146

#__ type_ start__ end____ width___ exp.time_
25 omega -54.00 92.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 0.0000 -150.0000 146

#__ type_ start__ end____ width___ exp.time_
26 omega -7.00 91.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 38.0000 90.0000 98

#__ type_ start__ end____ width___ exp.time_
27 omega -54.00 92.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 0.0000 -90.0000 146

#__ type_ start__ end____ width___ exp.time_
28 omega -54.00 92.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 0.0000 -60.0000 146

#__ type_ start__ end____ width___ exp.time_
29 omega -54.00 -21.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 0.0000 -30.0000 33

#__ type_ start__ end____ width___ exp.time_
30 omega -54.00 92.00 1.0000 5.1100
omega____ theta____ kappa____ phi______ frames
- 18.5616 0.0000 -120.0000 146
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0340923000
_diffrn_orient_matrix_UB_12      0.0328116000
_diffrn_orient_matrix_UB_13      -0.0365169000
_diffrn_orient_matrix_UB_21      -0.0205421000
_diffrn_orient_matrix_UB_22      -0.0552658000
_diffrn_orient_matrix_UB_23      -0.0201255000
_diffrn_orient_matrix_UB_31      -0.0547947000
_diffrn_orient_matrix_UB_32      0.0006279000
_diffrn_orient_matrix_UB_33      0.0375281000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                5661
_reflns_number_total             6212
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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  
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_computing_structure_solution    
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_refine_diff_density_max         0.712399
_refine_diff_density_min         -0.885576
_refine_diff_density_rms         0.164200
_refine_ls_d_res_high            0.727826
_refine_ls_d_res_low             7.681306
_refine_ls_goodness_of_fit_ref   1.038505
_refine_ls_matrix_type           full
_refine_ls_number_constraints    49
_refine_ls_number_parameters     432
_refine_ls_number_reflns         6212
_refine_ls_number_restraints     23
_refine_ls_R_factor_all          0.034467
_refine_ls_R_factor_gt           0.029751
_refine_ls_restrained_S_all      1.036445
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0546P)²+1.2003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.082007
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
H2Aa H 0.7822(13) 0.3727(4) 0.4657(17) 0.0148(6) Uiso 1.000000
H2Ab H 0.9323(11) 0.4271(5) 0.4583(16) 0.0148(6) Uiso 1.000000
H2Ba H 0.3752(15) 0.4915(16) 0.8883(6) 0.0157(6) Uiso 1.000000
H2Bb H 0.3972(19) 0.5838(3) 0.7902(13) 0.0157(6) Uiso 1.000000
H2Ca H 1.1408(17) 0.5073(14) 0.9036(6) 0.0138(6) Uiso 1.000000
H2Cb H 1.1568(14) 0.4303(3) 0.7983(13) 0.0138(6) Uiso 1.000000
H3Aa H 0.8381(13) 0.6317(6) 0.4537(15) 0.0166(7) Uiso 1.000000
H3Ab H 0.7040(15) 0.5728(7) 0.4573(16) 0.0166(7) Uiso 1.000000
H3Ba H 0.4918(18) 0.7231(3) 0.8951(14) 0.0140(6) Uiso 1.000000
H3Bb H 0.4788(15) 0.6332(16) 0.9967(5) 0.0140(6) Uiso 1.000000
H3Ca H 1.0171(17) 0.3456(15) 0.9945(5) 0.0146(6) Uiso 1.000000
H3Cb H 1.0344(14) 0.2679(3) 0.8875(14) 0.0146(6) Uiso 1.000000
C1A C 0.8912(3) 0.2982(2) 0.5751(2) 0.0110(5) Uani 1.000000
C1B C 0.4642(3) 0.4107(3) 0.7537(2) 0.0122(5) Uani 1.000000
C1C C 1.0861(3) 0.6034(3) 0.7738(2) 0.0113(5) Uani 1.000000
C2A C 0.8541(3) 0.4012(2) 0.5029(2) 0.0123(5) Uani 1.000000
C2B C 0.4366(3) 0.5162(3) 0.8276(2) 0.0131(5) Uani 1.000000
C2C C 1.1004(3) 0.4889(2) 0.8389(2) 0.0115(5) Uani 1.000000
C3A C 0.7672(3) 0.6004(3) 0.5039(2) 0.0139(5) Uani 1.000000
C3B C 0.5338(3) 0.6564(2) 0.9316(2) 0.0116(5) Uani 1.000000
C3C C 0.9807(3) 0.3288(2) 0.9276(2) 0.0122(5) Uani 1.000000
C4A C 0.7115(3) 0.7000(2) 0.5759(2) 0.0114(5) Uani 1.000000
C4B C 0.6634(3) 0.6976(2) 0.9597(2) 0.0108(5) Uani 1.000000
C4C C 0.8455(3) 0.2807(2) 0.9518(2) 0.0097(5) Uani 1.000000
O1A O 0.8752(2) 0.31460(18) 0.67400(16) 0.0147(4) Uani 1.000000
O1B O 0.58179(19) 0.38497(19) 0.72636(17) 0.0146(4) Uani 1.000000
O1C O 0.97812(18) 0.62150(18) 0.73864(16) 0.0110(4) Uani 1.000000
O2A O 0.7083(2) 0.68263(18) 0.67500(16) 0.0153(4) Uani 1.000000
O2B O 0.76129(18) 0.64168(18) 0.92048(15) 0.0123(4) Uani 1.000000
O2C O 0.75693(18) 0.33812(19) 0.91392(16) 0.0131(4) Uani 1.000000
O3A O 0.80918(19) 0.50230(17) 0.56561(15) 0.0108(4) Uani 1.000000
O3B O 0.55290(18) 0.55485(17) 0.86384(15) 0.0110(4) Uani 1.000000
O3C O 0.97687(17) 0.43747(17) 0.86626(15) 0.0105(4) Uani 1.000000
O4A O 0.9341(2) 0.20463(19) 0.53138(17) 0.0177(4) Uani 1.000000
O4B O 0.3720(2) 0.3579(2) 0.72353(19) 0.0195(5) Uani 1.000000
O4C O 1.1800(2) 0.67080(19) 0.75831(18) 0.0178(4) Uani 1.000000
O5A O 0.6715(2) 0.79204(19) 0.53137(16) 0.0172(4) Uani 1.000000
O5B O 0.6637(2) 0.7864(2) 1.01810(19) 0.0225(5) Uani 1.000000
O5C O 0.8333(2) 0.18515(19) 1.00528(18) 0.0175(4) Uani 1.000000
La La 0.778624(13) 0.496775(12) 0.771765(11) 0.00689(6) Uani 1.000000
H10a H 0.7037(2) 0.8140(2) 1.2707(2) 0.0196(6) Uiso 1.000000
H10b H 0.7040(2) 0.8888(2) 1.3703(2) 0.0196(6) Uiso 1.000000
H11a H 0.763(4) 1.041(2) 1.099(2) 0.0249(6) Uiso 1.000000
H11b H 0.737(4) 0.914(2) 1.105(2) 0.0249(6) Uiso 1.000000
H12 H 0.7660(3) 1.1551(2) 1.24927(19) 0.0200(6) Uiso 1.000000
H13a H 0.677(3) 1.148(3) 1.414(2) 0.0249(6) Uiso 1.000000
H13b H 0.807(2) 1.110(3) 1.418(2) 0.0249(6) Uiso 1.000000
C10 C 0.7355(3) 0.9829(3) 1.2420(2) 0.0125(5) Uani 1.000000
N10 N 0.7118(2) 0.8843(2) 1.3009(2) 0.0164(5) Uani 1.000000
N11 N 0.7477(3) 0.9792(2) 1.1370(2) 0.0205(6) Uani 1.000000
N12 N 0.7485(3) 1.0890(2) 1.28761(19) 0.0167(5) Uani 1.000000
N13 N 0.7336(3) 1.0927(2) 1.3989(2) 0.0192(5) Uani 1.000000
H30a H 0.9051(2) 0.1440(2) 0.7392(2) 0.0174(6) Uiso 1.000000
H30b H 0.9024(2) 0.0816(2) 0.8473(2) 0.0174(6) Uiso 1.000000
H31a H 0.9391(3) 0.0310(2) 0.5872(2) 0.0242(7) Uiso 1.000000
H31b H 0.9586(3) -0.1056(2) 0.5964(2) 0.0242(7) Uiso 1.000000
H32 H 0.9555(2) -0.1984(2) 0.7623(2) 0.0188(6) Uiso 1.000000
H33a H 0.997(2) -0.127(3) 0.926(2) 0.0249(6) Uiso 1.000000
H33b H 0.866(3) -0.157(3) 0.931(2) 0.0249(6) Uiso 1.000000
C30 C 0.9318(3) -0.0276(3) 0.7317(2) 0.0123(5) Uani 1.000000
N30 N 0.9108(2) 0.0777(2) 0.7778(2) 0.0145(5) Uani 1.000000
N31 N 0.9446(3) -0.0349(2) 0.6265(2) 0.0202(5) Uani 1.000000
N32 N 0.9407(2) -0.1271(2) 0.7910(2) 0.0157(5) Uani 1.000000
N33 N 0.9254(3) -0.1137(2) 0.9016(2) 0.0181(5) Uani 1.000000
H20a H 0.6235(2) -0.0963(2) 0.8549(2) 0.0188(6) Uiso 1.000000
H20b H 0.6446(2) -0.1578(2) 0.7481(2) 0.0188(6) Uiso 1.000000
H21a H 0.6316(3) -0.0428(3) 0.5947(2) 0.0267(7) Uiso 1.000000
H21b H 0.6059(3) 0.0930(3) 0.6024(2) 0.0267(7) Uiso 1.000000
H22 H 0.5728(2) 0.1824(2) 0.7675(2) 0.0190(6) Uiso 1.000000
H23a H 0.514(2) 0.121(3) 0.936(2) 0.0249(6) Uiso 1.000000
H23b H 0.646(3) 0.143(3) 0.926(2) 0.0249(6) Uiso 1.000000
C20 C 0.6120(3) 0.0138(3) 0.7368(2) 0.0138(5) Uani 1.000000
N20 N 0.6286(2) -0.0920(2) 0.7855(2) 0.0157(5) Uani 1.000000
N21 N 0.6170(3) 0.0223(3) 0.6332(2) 0.0222(6) Uani 1.000000
N22 N 0.5879(2) 0.1114(2) 0.7962(2) 0.0158(5) Uani 1.000000
N23 N 0.5874(2) 0.0969(2) 0.9066(2) 0.0169(5) Uani 1.000000
H3Ac H 0.567(3) 0.303(3) 0.592(2) 0.0311(7) Uiso 1.000000
H3Ad H 0.4917(15) 0.246(4) 0.527(3) 0.0311(7) Uiso 1.000000
O3AA O 0.5687(2) 0.2579(2) 0.53814(18) 0.0208(5) Uani 1.000000


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1A C2A 1.523(4) .
C1B C2B 1.518(4) .
C1C C2C 1.515(4) .
C2A H2Aa 0.9900 .
C2A H2Ab 0.9900 .
C2B H2Ba 0.9900 .
C2B H2Bb 0.9900 .
C2C H2Ca 0.9900 .
C2C H2Cb 0.9900 .
C3A H3Aa 0.9900 .
C3A H3Ab 0.9900 .
C3A C4A 1.519(4) .
C3B H3Ba 0.9900 .
C3B H3Bb 0.9900 .
C3C H3Ca 0.9900 .
C3C H3Cb 0.9900 .
C4B C3B 1.521(4) .
C4C C3C 1.521(4) .
C4C O5C 1.245(3) .
O1A C1A 1.268(3) .
O1B C1B 1.282(3) .
O1C C1C 1.278(3) .
O2A C4A 1.268(3) .
O2B C4B 1.260(3) .
O2C C4C 1.258(3) .
O3A C2A 1.433(3) .
O3A C3A 1.422(3) .
O3B C2B 1.424(3) .
O3B C3B 1.427(3) .
O3C C2C 1.429(3) .
O3C C3C 1.422(3) .
O4A C1A 1.242(3) .
O4B C1B 1.234(4) .
O4C C1C 1.239(4) .
O5A C4A 1.247(3) .
O5B C4B 1.240(3) .
La O1A 2.535(2) .
La O1B 2.542(2) .
La O1C 2.513(2) .
La O2A 2.521(2) .
La O2B 2.4904(19) .
La O2C 2.489(2) .
La O3A 2.6077(18) .
La O3B 2.6191(19) .
La O3C 2.5913(18) .
N10 H10a 0.8800 .
N10 H10b 0.8800 .
N10 C10 1.320(4) .
N11 H11a 0.834(16) .
N11 H11b 0.848(16) .
N11 C10 1.329(4) .
N12 H12 0.8800 .
N12 C10 1.330(4) .
N13 H13a 0.861(17) .
N13 H13b 0.857(17) .
N13 N12 1.409(3) .
N30 H30a 0.8800 .
N30 H30b 0.8800 .
N30 C30 1.318(4) .
N31 H31a 0.8800 .
N31 H31b 0.8800 .
N31 C30 1.335(4) .
N32 H32 0.8800 .
N32 C30 1.329(4) .
N32 N33 1.410(4) .
N33 H33a 0.858(17) .
N33 H33b 0.845(17) .
N20 H20a 0.8800 .
N20 H20b 0.8800 .
N20 C20 1.331(4) .
N21 H21a 0.8800 .
N21 H21b 0.8800 .
N21 C20 1.315(4) .
N22 H22 0.8800 .
N22 C20 1.335(4) .
N23 H23a 0.862(17) .
N23 H23b 0.861(17) .
N23 N22 1.409(4) .
O3AA H3Ac 0.857(10) .
O3AA H3Ad 0.850(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
C2A C1A O1A 117.7(2) . .
C2A C1A O4A 116.7(2) . .
O1A C1A O4A 125.6(3) . .
C2B C1B O1B 117.1(2) . .
C2B C1B O4B 117.5(3) . .
O4B C1B O1B 125.4(3) . .
C2C C1C O1C 117.0(2) . .
C2C C1C O4C 117.4(2) . .
O4C C1C O1C 125.6(3) . .
H2Aa C2A C1A 107.6(8) . .
H2Aa C2A O3A 107.6(8) . .
H2Ab C2A H2Aa 117(3) . .
H2Ab C2A C1A 107.6(8) . .
H2Ab C2A O3A 107.6(8) . .
C1A C2A O3A 109.4(2) . .
H2Ba C2B C1B 110.1(7) . .
H2Ba C2B O3B 110.1(7) . .
H2Bb C2B H2Ba 107(3) . .
H2Bb C2B C1B 110.1(7) . .
H2Bb C2B O3B 110.1(7) . .
C1B C2B O3B 109.0(2) . .
H2Ca C2C C1C 110.3(7) . .
H2Ca C2C O3C 110.3(7) . .
H2Cb C2C H2Ca 107(3) . .
H2Cb C2C C1C 110.3(7) . .
H2Cb C2C O3C 110.3(7) . .
C1C C2C O3C 108.7(2) . .
H3Aa C3A O3A 110.9(7) . .
H3Ab C3A H3Aa 103(3) . .
H3Ab C3A O3A 110.9(7) . .
C4A C3A H3Aa 110.9(7) . .
C4A C3A H3Ab 110.9(7) . .
C4A C3A O3A 109.8(2) . .
H3Ba C3B C4B 109.9(7) . .
H3Ba C3B O3B 109.9(7) . .
H3Bb C3B H3Ba 109(3) . .
H3Bb C3B C4B 109.9(7) . .
H3Bb C3B O3B 109.9(7) . .
C4B C3B O3B 108.3(2) . .
H3Ca C3C C4C 109.6(7) . .
H3Ca C3C O3C 109.6(7) . .
H3Cb C3C H3Ca 109(3) . .
H3Cb C3C C4C 109.6(7) . .
H3Cb C3C O3C 109.6(7) . .
O3C C3C C4C 108.9(2) . .
C3A C4A O2A 118.0(2) . .
C3A C4A O5A 116.3(2) . .
O2A C4A O5A 125.7(3) . .
C3B C4B O2B 118.1(2) . .
C3B C4B O5B 116.5(2) . .
O2B C4B O5B 125.3(3) . .
C3C C4C O2C 117.8(2) . .
O5C C4C C3C 116.5(2) . .
O5C C4C O2C 125.7(3) . .
C1A O1A La 128.23(17) . .
C1B O1B La 128.10(18) . .
C1C O1C La 128.35(18) . .
C4A O2A La 127.84(17) . .
C4B O2B La 127.98(17) . .
C4C O2C La 127.13(17) . .
C2A O3A C3A 112.7(2) . .
C2A O3A La 123.62(15) . .
C3A O3A La 123.15(15) . .
C2B O3B C3B 111.8(2) . .
C2B O3B La 123.36(16) . .
C3B O3B La 122.06(15) . .
C2C O3C C3C 112.8(2) . .
C2C O3C La 123.30(15) . .
C3C O3C La 121.65(15) . .
O1A La O1B 77.77(7) . .
O1A La O1C 94.12(7) . .
O1A La O2A 121.77(6) . .
O1A La O2B 152.92(7) . .
O1A La O2C 78.75(7) . .
O1A La O3A 60.72(6) . .
O1A La O3B 135.73(6) . .
O1A La O3C 74.59(6) . .
O1B La O1C 157.10(7) . .
O1B La O2A 89.88(7) . .
O1B La O2C 78.94(7) . .
O1B La O3C 134.65(6) . .
O2A La O1C 76.10(7) . .
O2A La O2C 154.23(7) . .
O2A La O3C 135.32(6) . .
O2B La O1B 119.99(6) . .
O2B La O1C 76.14(6) . .
O2B La O2A 80.92(7) . .
O2B La O2C 84.70(7) . .
O2B La O3A 138.67(6) . .
O2B La O3B 60.49(6) . .
O2B La O3C 78.67(6) . .
O2C La O1C 120.89(6) . .
O3A La O1B 78.02(7) . .
O3A La O1C 79.34(6) . .
O3A La O2A 61.05(6) . .
O3A La O2C 136.62(6) . .
O3A La O3C 116.56(6) . .
O3B La O1B 60.01(6) . .
O3B La O1C 129.99(6) . .
O3B La O2A 73.74(7) . .
O3B La O2C 80.58(6) . .
O3B La O3A 117.30(6) . .
O3B La O3C 126.14(6) . .
O3C La O1C 60.62(6) . .
O3C La O2C 60.96(6) . .
N10 C10 N11 121.5(3) . .
N12 C10 N10 120.0(3) . .
N12 C10 N11 118.5(3) . .
H10b N10 H10a 120.0 . .
C10 N10 H10a 120.0 . .
C10 N10 H10b 120.0 . .
H11a N11 C10 122(2) . .
H11b N11 H11a 117(3) . .
H11b N11 C10 121(2) . .
H12 N12 N13 120.86(15) . .
C10 N12 H12 120.86(16) . .
C10 N12 N13 118.3(2) . .
H13a N13 N12 105(2) . .
H13b N13 H13a 113(3) . .
H13b N13 N12 107(2) . .
N31 C30 N30 120.6(3) . .
N32 C30 N30 119.5(3) . .
N32 C30 N31 119.9(3) . .
H30b N30 H30a 120.0 . .
C30 N30 H30a 120.0 . .
C30 N30 H30b 120.0 . .
H31b N31 H31a 120.0 . .
C30 N31 H31a 120.0 . .
C30 N31 H31b 120.0 . .
C30 N32 H32 121.35(17) . .
C30 N32 N33 117.3(2) . .
N33 N32 H32 121.35(15) . .
H33a N33 N32 110(2) . .
H33b N33 H33a 112(3) . .
H33b N33 N32 112(2) . .
N21 C20 N20 121.2(3) . .
N21 C20 N22 120.6(3) . .
N22 C20 N20 118.2(3) . .
H20b N20 H20a 120.0 . .
C20 N20 H20a 120.0 . .
C20 N20 H20b 120.0 . .
H21b N21 H21a 120.0 . .
C20 N21 H21a 120.0 . .
C20 N21 H21b 120.0 . .
H22 N22 N23 121.10(15) . .
C20 N22 H22 121.10(17) . .
C20 N22 N23 117.8(2) . .
H23a N23 N22 108(2) . .
H23b N23 H23a 109(3) . .
H23b N23 N22 107(2) . .
H3Ad O3AA H3Ac 108(2) . .

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -16 -1 0.1115 0.0001 -15.9997 -0.9998 -0.4885 0.9044 -0.0476
0 16 1 0.1115 -0.0001 15.9997 0.9998 0.4885 -0.9044 0.0476
15 1 3 0.0811 14.9998 0.9999 3.0000 -0.5881 -0.4238 -0.7087
-15 -1 -3 0.0811 -14.9998 -0.9999 -3.0000 0.5881 0.4238 0.7087
-1 -1 -18 0.1154 -1.0000 -0.9999 -17.9992 0.6586 0.4380 -0.6213
1 1 18 0.1154 1.0000 0.9999 17.9992 -0.6586 -0.4380 0.6213

loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
H11b H11a 1 1.4000 0.0400 -0.0324
H13b H13a 1 1.4000 0.0400 -0.0348
N11 H11a 1 0.8600 0.0200 0.0264
N11 H11b 1 0.8600 0.0200 0.0124
N13 H13a 1 0.8600 0.0200 -0.0008
N13 H13b 1 0.8600 0.0200 0.0027
H33b H33a 1 1.4000 0.0400 -0.0155
N33 H33a 1 0.8600 0.0200 0.0023
N33 H33b 1 0.8600 0.0200 0.0149
H23b H23a 1 1.4000 0.0400 -0.0043
N23 H23a 1 0.8600 0.0200 -0.0018
N23 H23b 1 0.8600 0.0200 -0.0011
H3Ad H3Ac 1 1.3870 0.0200 0.0097
O3AA H3Ac 1 0.8500 0.0100 -0.0072
O3AA H3Ad 1 0.8500 0.0100 -0.0005

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
C10 H11a 1 3
C10 H11b 1 3
N12 H13a 1 4
N12 H13b 1 4
N32 H33a 1 2
N32 H33b 1 2
N22 H23a 1 1
N22 H23b 1 1

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 1.8623 0.0039 0.0039
2 0.0200 1.8900 0.0098 0.0098
3 0.0200 1.9088 0.0003 0.0003
4 0.0200 1.8406 0.0079 0.0079



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ptg3
_database_code_depnum_ccdc_archive 'CCDC 891420'
_audit_update_record             
;
2012-07-11 deposited with the CCDC.
2018-12-04 downloaded from the CCDC.
;
#TrackingRef 'PTG3.cif'

_audit_creation_date             2012-02-20
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2012.02.15 svn.r2219, GUI svn.r4090)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C12 H12 O12 Pr1 S3, 3(C H6 N3)'
_chemical_formula_sum            'C15 H30 N9 O12 Pr S3'
_chemical_formula_weight         765.57
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C9 H14 N3 O8 Pr S2'
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'
Pr Pr -0.2180 2.8214 '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      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+y, -x, -z+1/2'
3 '-y, x-y, z'
4 'x, y, -z+1/2'
5 '-x+y, -x, z'
6 '-y, x-y, -z+1/2'
7 'x-y, -y, -z'
8 '-x, -x+y, -z'
9 'y, x, -z'
10 'y, x, z+1/2'
11 'x-y, -y, z+1/2'
12 '-x, -x+y, z+1/2'

_cell_length_a                   10.8781(3)
_cell_length_b                   10.8781(3)
_cell_length_c                   15.3633(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     1574.40(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6029
_cell_measurement_temperature    120
_cell_measurement_theta_max      28.9639
_cell_measurement_theta_min      2.5315
_exptl_absorpt_coefficient_mu    1.811
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92154
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.4 (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb 3 2012,17:36:33)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.3789
_exptl_crystal_size_mid          0.2806
_exptl_crystal_size_min          0.2366
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13433
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.97
_diffrn_reflns_theta_min         2.54
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega -44.00 50.00 1.0000 4.3800
omega____ theta____ kappa____ phi______ frames
- -17.9366 77.0000 -120.0000 94

#__ type_ start__ end____ width___ exp.time_
2 omega -8.00 27.00 1.0000 4.3800
omega____ theta____ kappa____ phi______ frames
- 18.5616 77.0000 0.0000 35

#__ type_ start__ end____ width___ exp.time_
3 omega -88.00 12.00 1.0000 4.3800
omega____ theta____ kappa____ phi______ frames
- -17.9366 -77.0000 -150.0000 100

#__ type_ start__ end____ width___ exp.time_
4 omega -48.00 52.00 1.0000 4.3800
omega____ theta____ kappa____ phi______ frames
- -17.9366 77.0000 -30.0000 100

#__ type_ start__ end____ width___ exp.time_
5 omega -90.00 -45.00 1.0000 4.3800
omega____ theta____ kappa____ phi______ frames
- -17.9366 -38.0000 -60.0000 45

#__ type_ start__ end____ width___ exp.time_
6 omega -94.00 -32.00 1.0000 4.3800
omega____ theta____ kappa____ phi______ frames
- -17.9366 179.0000 0.0000 62
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0387665000
_diffrn_orient_matrix_UB_12      0.0124100000
_diffrn_orient_matrix_UB_13      -0.0392890000
_diffrn_orient_matrix_UB_21      -0.0263247000
_diffrn_orient_matrix_UB_22      0.0442254000
_diffrn_orient_matrix_UB_23      -0.0148554000
_diffrn_orient_matrix_UB_31      0.0589439000
_diffrn_orient_matrix_UB_32      0.0596502000
_diffrn_orient_matrix_UB_33      0.0192026000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1218
_reflns_number_total             1401
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.4 (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb 3 2012,17:36:33)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.4 (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb 3 2012,17:36:33)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.4 (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb 3 2012,17:36:33)
;
_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  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1401
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0293
_refine_ls_restrained_S_all      1.096
_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)+(0.0415P)²+1.7754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0797
_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.
;
_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
Pr1 Pr 0.0000 0.0000 0.7500 0.01735(12) Uani 1 6 d S . .
S2 S -0.13337(16) -0.35939(16) 0.7500 0.0374(3) Uani 1 2 d S . .
O O -0.1815(3) -0.1465(3) 0.6490(2) 0.0304(6) Uani 1 1 d D . .
C3 C -0.2539(5) -0.3933(4) 0.6610(3) 0.0375(9) Uani 1 1 d D . .
H3A H -0.2218 -0.4261 0.6120 0.045 Uiso 1 1 calc R A 1
H3B H -0.3462 -0.4710 0.6779 0.045 Uiso 1 1 calc R A 1
C4B C -0.2842(6) -0.2738(5) 0.6490(8) 0.037(4) Uani 0.40 1 d PDU B 2
N1 N 0.0000 -0.2243(5) 0.5000 0.0336(12) Uani 1 2 d S . .
H1A H -0.0561 -0.2128 0.4658 0.040 Uiso 0.50 1 calc PR . .
H1B H 0.0561 -0.1567 0.5342 0.040 Uiso 0.50 1 calc PR . .
C0AA C 0.0000 -0.3455(7) 0.5000 0.0360(15) Uani 1 2 d S . .
N1AA N 0.0862(5) -0.3633(4) 0.5525(2) 0.0484(10) Uani 1 1 d . . .
H1AA H 0.1423 -0.2957 0.5867 0.058 Uiso 1 1 calc R . .
H1AB H 0.0861 -0.4424 0.5525 0.058 Uiso 1 1 calc R . .
O0 O -0.3837(6) -0.3054(7) 0.5883(4) 0.0518(15) Uani 0.60 1 d PDU B 1
C4A C -0.2739(6) -0.2735(5) 0.6297(6) 0.029(2) Uani 0.60 1 d PDU B 1
O2 O -0.4082(8) -0.3006(10) 0.6289(7) 0.055(2) Uani 0.40 1 d PDU 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
Pr1 O 2.387(3) 5 ?
Pr1 O 2.387(3) 6_556 ?
Pr1 O 2.387(3) 3 ?
Pr1 O 2.387(3) . ?
Pr1 O 2.387(3) 2_556 ?
Pr1 O 2.387(3) 4_556 ?
S2 C3 1.800(5) 4_556 ?
S2 C3 1.800(5) . ?
O C4B 1.272(6) . ?
O C4A 1.272(6) . ?
C3 C4B 1.504(6) . ?
C3 C4A 1.504(6) . ?
C4B O2 1.267(10) . ?
N1 C0AA 1.319(9) . ?
C0AA N1AA 1.322(5) . ?
C0AA N1AA 1.322(5) 8_556 ?
O0 C4A 1.240(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
O Pr1 O 82.34(11) . 3 ?
O Pr1 O 135.33(5) 5 6_556 ?
O Pr1 O 82.34(11) 4_556 6_556 ?
O Pr1 O 135.33(5) 2_556 3 ?
O Pr1 O 81.05(15) 6_556 3 ?
O Pr1 O 82.34(11) 5 3 ?
O Pr1 O 135.33(5) 4_556 3 ?
O Pr1 O 82.34(11) 2_556 6_556 ?
O Pr1 O 82.34(11) 2_556 4_556 ?
O Pr1 O 81.05(15) . 4_556 ?
O Pr1 O 135.33(5) . 2_556 ?
O Pr1 O 82.34(11) . 5 ?
O Pr1 O 135.32(5) . 6_556 ?
O Pr1 O 135.32(5) 4_556 5 ?
O Pr1 O 81.05(15) 2_556 5 ?
C3 S2 C3 98.8(3) . 4_556 ?
C4B O Pr1 135.2(5) . . ?
C4B O C4A 14.3(7) . . ?
C4A O Pr1 144.9(3) . . ?
C4B C3 S2 111.6(4) . . ?
C4A C3 S2 118.1(3) . . ?
C4A C3 C4B 12.1(6) . . ?
O C4B C3 119.2(4) . . ?
O2 C4B O 120.3(6) . . ?
O2 C4B C3 119.9(6) . . ?
N1 C0AA N1AA 120.0(3) . . ?
N1 C0AA N1AA 120.0(3) . 8_556 ?
N1AA C0AA N1AA 119.9(6) 8_556 . ?
O C4A C3 119.2(4) . . ?
O0 C4A O 123.5(5) . . ?
O0 C4A C3 117.3(5) . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-13 13 4 0.1403 -12.9870 13.4852 3.9967 -0.4931 0.8789 0.1156
13 -13 -4 0.1403 12.9870 -13.4852 -3.9967 0.4931 -0.8789 -0.1156
-9 -5 -9 0.1229 -8.9924 -4.9942 -8.9920 -0.0573 0.1494 -1.0006
9 5 9 0.1229 8.9924 4.9942 8.9920 0.0573 -0.1494 1.0006
-6 1 -20 0.1183 -5.9942 0.9986 -19.9832 0.5651 0.4988 -0.6775
6 -1 20 0.1183 5.9942 -0.9986 19.9832 -0.5651 -0.4988 0.6775
1 -8 17 0.1240 0.9979 -8.4900 16.9862 -0.7340 -0.6541 -0.1214
-1 8 -17 0.1240 -0.9979 8.4900 -16.9862 0.7340 0.6541 0.1214
1 -12 -10 0.1333 0.9980 -11.9866 -9.9913 0.2825 -0.4080 -0.8480
-1 12 10 0.1333 -0.9980 11.9866 9.9913 -0.2825 0.4080 0.8480



