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

####################################################################### 
# 
# 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_c
_audit_block_doi                 10.5517/cc12pks3
_database_code_depnum_ccdc_archive 'CCDC 1003835'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4DT01601G 2014
_audit_update_record             
;
2014-07-16 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H19 N O13 Yb'
_chemical_formula_weight         558.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3918(12)
_cell_length_b                   10.7892(18)
_cell_length_c                   12.962(2)
_cell_angle_alpha                84.097(2)
_cell_angle_beta                 81.426(2)
_cell_angle_gamma                86.601(2)
_cell_volume                     1015.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3425
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      28.00

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544
_exptl_absorpt_coefficient_mu    4.665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4268
_exptl_absorpt_correction_T_max  0.6045
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5165
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0641
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         25.25
_reflns_number_total             3581
_reflns_number_gt                3176
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0266P)²+36.9483P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0019(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3581
_refine_ls_number_parameters     254
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.1524
_refine_ls_wR_factor_gt          0.1482
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.76003(7) 0.77360(5) 0.45029(5) 0.0219(2) Uani 1 1 d . . .
O1 O 0.7547(13) 0.3328(10) 0.6415(8) 0.041(3) Uani 1 1 d . . .
O2 O 1.0483(12) 0.3441(8) 0.6604(7) 0.030(2) Uani 1 1 d . . .
O3 O 0.8559(13) 0.6039(9) 0.5690(7) 0.034(2) Uani 1 1 d . . .
O4 O 0.6644(15) 0.7468(9) 0.6336(8) 0.047(3) Uani 1 1 d . . .
O5 O 0.5458(12) 1.1466(8) 0.5317(8) 0.033(2) Uani 1 1 d . . .
O6 O 0.7374(11) 0.9831(8) 0.4938(8) 0.032(2) Uani 1 1 d . . .
O7 O 0.5816(12) 0.6218(8) 0.4170(8) 0.034(2) Uani 1 1 d . . .
H7A H 0.6492 0.5597 0.3968 0.052 Uiso 1 1 d R . .
H7B H 0.5191 0.6503 0.3690 0.052 Uiso 1 1 d R . .
O8 O 1.0457(13) 0.8346(9) 0.4645(9) 0.048(3) Uani 1 1 d . . .
H8A H 1.0608 0.9079 0.4344 0.071 Uiso 1 1 d R . .
H8B H 1.1255 0.7843 0.4352 0.071 Uiso 1 1 d R . .
O9 O 0.7507(17) 0.8751(11) 0.2877(9) 0.056(3) Uani 1 1 d . . .
H9A H 0.7513 0.9539 0.2912 0.084 Uiso 1 1 d R . .
H9B H 0.6529 0.8582 0.2648 0.084 Uiso 1 1 d R . .
O12 O 0.612(3) 0.1119(18) 0.2530(16) 0.169(9) Uani 1 1 d GDU . .
H12A H 0.5283 0.1639 0.2755 0.253 Uiso 1 1 d GD . .
H12B H 0.7196 0.1373 0.2452 0.253 Uiso 1 1 d GD . .
O13 O 0.835(6) 0.941(2) 0.922(2) 0.27(2) Uani 1 1 d G . .
H13B H 0.8343 1.0192 0.9246 0.412 Uiso 1 1 d R . .
H13A H 0.8619 0.9063 0.9805 0.412 Uiso 1 1 d R . .
O10 O 0.7545(17) 0.3931(10) 0.3947(10) 0.044(3) Uani 1 1 d U . .
H10A H 0.83(3) 0.424(17) 0.442(15) 0.066 Uiso 1 1 d . . .
H10B H 0.73(3) 0.337(19) 0.411(17) 0.066 Uiso 1 1 d . . .
O11 O 1.010(2) 0.1579(11) 0.8874(11) 0.084(5) Uani 1 1 d . . .
H11A H 0.9420 0.2239 0.8926 0.126 Uiso 1 1 d R . .
H11B H 1.0869 0.1666 0.8315 0.126 Uiso 1 1 d R . .
N1 N 0.8357(15) 0.3968(11) 0.8633(9) 0.034(3) Uani 1 1 d . . .
C1 C 0.8818(17) 0.3734(11) 0.6816(10) 0.023(3) Uani 1 1 d . . .
C2 C 0.8243(16) 0.4559(11) 0.7697(9) 0.023(3) Uani 1 1 d . . .
C3 C 0.7576(18) 0.5822(13) 0.7542(10) 0.030(3) Uani 1 1 d . . .
C4 C 0.7589(18) 0.6440(12) 0.6448(11) 0.031(3) Uani 1 1 d . . .
C5 C 0.700(2) 0.6453(14) 0.8420(12) 0.040(4) Uani 1 1 d . . .
H5 H 0.6541 0.7273 0.8344 0.048 Uiso 1 1 calc R . .
C6 C 0.711(2) 0.5857(14) 0.9419(11) 0.038(3) Uani 1 1 d . . .
C7 C 0.657(2) 0.6444(17) 1.0348(14) 0.053(4) Uani 1 1 d . . .
H7 H 0.6085 0.7260 1.0308 0.064 Uiso 1 1 calc R . .
C8 C 0.675(2) 0.584(2) 1.1292(14) 0.060(5) Uani 1 1 d . . .
H8 H 0.6394 0.6243 1.1895 0.072 Uiso 1 1 calc R . .
C9 C 0.746(2) 0.4633(19) 1.1374(12) 0.053(5) Uani 1 1 d . . .
H9 H 0.7592 0.4240 1.2033 0.063 Uiso 1 1 calc R . .
C10 C 0.797(2) 0.4002(18) 1.0520(12) 0.051(4) Uani 1 1 d . . .
H10 H 0.8412 0.3178 1.0594 0.061 Uiso 1 1 calc R . .
C11 C 0.781(2) 0.4612(15) 0.9507(11) 0.039(3) Uani 1 1 d . . .
C12 C 0.5804(18) 1.0382(11) 0.5080(10) 0.028(3) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Yb1 O7 2.276(9) . ?
Yb1 O9 2.282(11) . ?
Yb1 O8 2.287(9) . ?
Yb1 O2 2.288(9) 2_766 ?
Yb1 O5 2.358(8) 2_676 ?
Yb1 O4 2.369(10) . ?
Yb1 O6 2.375(8) . ?
Yb1 O3 2.411(9) . ?
Yb1 C4 2.754(14) . ?
Yb1 C12 3.156(12) 2_676 ?
Yb1 C12 3.189(12) . ?
Yb1 H7A 2.6834 . ?
Yb1 H7B 2.6794 . ?
Yb1 H8A 2.6958 . ?
Yb1 H8B 2.6879 . ?
Yb1 H9A 2.6906 . ?
Yb1 H9B 2.6970 . ?
O1 C1 1.259(15) . ?
O2 C1 1.249(15) . ?
O2 Yb1 2.288(9) 2_766 ?
O3 C4 1.227(15) . ?
O4 C4 1.282(15) . ?
O5 C12 1.242(14) . ?
O5 Yb1 2.358(8) 2_676 ?
O6 C12 1.269(15) . ?
O7 H7A 0.8513 . ?
O7 H7B 0.8513 . ?
O8 H8A 0.8510 . ?
O8 H8B 0.8510 . ?
O9 H9A 0.8569 . ?
O9 H9B 0.8572 . ?
O12 H12A 0.8488 . ?
O12 H12B 0.8469 . ?
O13 H13B 0.8498 . ?
O13 H13A 0.8527 . ?
O10 H10A 0.98(19) . ?
O10 H10B 0.6(2) . ?
O11 H11A 0.8508 . ?
O11 H11B 0.8510 . ?
N1 C2 1.323(16) . ?
N1 C11 1.386(18) . ?
C1 C2 1.515(17) . ?
C2 C3 1.427(18) . ?
C3 C5 1.385(19) . ?
C3 C4 1.502(19) . ?
C5 C6 1.40(2) . ?
C5 H5 0.9300 . ?
C6 C11 1.41(2) . ?
C6 C7 1.41(2) . ?
C7 C8 1.35(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.37(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.35(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.43(2) . ?
C10 H10 0.9300 . ?
C12 C12 1.54(3) 2_676 ?
C12 Yb1 3.156(12) 2_676 ?

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
O7 Yb1 O9 91.6(4) . . ?
O7 Yb1 O8 148.3(3) . . ?
O9 Yb1 O8 95.1(5) . . ?
O7 Yb1 O2 75.8(3) . 2_766 ?
O9 Yb1 O2 75.4(4) . 2_766 ?
O8 Yb1 O2 76.1(3) . 2_766 ?
O7 Yb1 O5 72.1(3) . 2_676 ?
O9 Yb1 O5 79.2(4) . 2_676 ?
O8 Yb1 O5 139.5(3) . 2_676 ?
O2 Yb1 O5 138.1(3) 2_766 2_676 ?
O7 Yb1 O4 93.6(4) . . ?
O9 Yb1 O4 152.5(4) . . ?
O8 Yb1 O4 94.5(4) . . ?
O2 Yb1 O4 132.0(3) 2_766 . ?
O5 Yb1 O4 76.7(4) 2_676 . ?
O7 Yb1 O6 140.6(3) . . ?
O9 Yb1 O6 80.5(4) . . ?
O8 Yb1 O6 71.0(3) . . ?
O2 Yb1 O6 136.9(3) 2_766 . ?
O5 Yb1 O6 68.5(3) 2_676 . ?
O4 Yb1 O6 78.4(3) . . ?
O7 Yb1 O3 80.0(3) . . ?
O9 Yb1 O3 153.2(3) . . ?
O8 Yb1 O3 80.1(4) . . ?
O2 Yb1 O3 77.9(3) 2_766 . ?
O5 Yb1 O3 121.1(3) 2_676 . ?
O4 Yb1 O3 54.1(3) . . ?
O6 Yb1 O3 121.6(3) . . ?
O7 Yb1 C4 85.7(4) . . ?
O9 Yb1 C4 177.3(5) . . ?
O8 Yb1 C4 87.4(4) . . ?
O2 Yb1 C4 104.3(3) 2_766 . ?
O5 Yb1 C4 99.5(4) 2_676 . ?
O4 Yb1 C4 27.7(3) . . ?
O6 Yb1 C4 101.3(4) . . ?
O3 Yb1 C4 26.4(3) . . ?
O7 Yb1 C12 92.2(3) . 2_676 ?
O9 Yb1 C12 78.1(4) . 2_676 ?
O8 Yb1 C12 119.4(3) . 2_676 ?
O2 Yb1 C12 150.4(3) 2_766 2_676 ?
O5 Yb1 C12 20.1(3) 2_676 2_676 ?
O4 Yb1 C12 74.8(3) . 2_676 ?
O6 Yb1 C12 48.4(3) . 2_676 ?
O3 Yb1 C12 127.3(3) . 2_676 ?
C4 Yb1 C12 101.6(4) . 2_676 ?
O7 Yb1 C12 120.3(3) . . ?
O9 Yb1 C12 78.8(4) . . ?
O8 Yb1 C12 91.4(3) . . ?
O2 Yb1 C12 150.0(3) 2_766 . ?
O5 Yb1 C12 48.1(3) 2_676 . ?
O4 Yb1 C12 75.3(3) . . ?
O6 Yb1 C12 20.4(3) . . ?
O3 Yb1 C12 127.4(3) . . ?
C4 Yb1 C12 102.2(4) . . ?
C12 Yb1 C12 28.0(5) 2_676 . ?
O7 Yb1 H7A 17.4 . . ?
O9 Yb1 H7A 93.4 . . ?
O8 Yb1 H7A 131.0 . . ?
O2 Yb1 H7A 59.8 2_766 . ?
O5 Yb1 H7A 89.5 2_676 . ?
O4 Yb1 H7A 99.5 . . ?
O6 Yb1 H7A 157.8 . . ?
O3 Yb1 H7A 71.3 . . ?
C4 Yb1 H7A 84.2 . . ?
C12 Yb1 H7A 109.5 2_676 . ?
C12 Yb1 H7A 137.6 . . ?
O7 Yb1 H7B 17.5 . . ?
O9 Yb1 H7B 75.6 . . ?
O8 Yb1 H7B 154.8 . . ?
O2 Yb1 H7B 78.8 2_766 . ?
O5 Yb1 H7B 62.8 2_676 . ?
O4 Yb1 H7B 104.5 . . ?
O6 Yb1 H7B 128.6 . . ?
O3 Yb1 H7B 97.5 . . ?
C4 Yb1 H7B 101.7 . . ?
C12 Yb1 H7B 82.2 2_676 . ?
C12 Yb1 H7B 109.3 . . ?
H7A Yb1 H7B 30.0 . . ?
O7 Yb1 H8A 157.7 . . ?
O9 Yb1 H8A 80.9 . . ?
O8 Yb1 H8A 17.3 . . ?
O2 Yb1 H8A 82.0 2_766 . ?
O5 Yb1 H8A 126.1 2_676 . ?
O4 Yb1 H8A 102.7 . . ?
O6 Yb1 H8A 59.0 . . ?
O3 Yb1 H8A 97.2 . . ?
C4 Yb1 H8A 101.7 . . ?
C12 Yb1 H8A 106.5 2_676 . ?
C12 Yb1 H8A 79.0 . . ?
H7A Yb1 H8A 141.4 . . ?
H7B Yb1 H8A 152.8 . . ?
O7 Yb1 H8B 131.4 . . ?
O9 Yb1 H8B 93.4 . . ?
O8 Yb1 H8B 17.4 . . ?
O2 Yb1 H8B 59.1 2_766 . ?
O5 Yb1 H8B 155.9 2_676 . ?
O4 Yb1 H8B 103.1 . . ?
O6 Yb1 H8B 87.7 . . ?
O3 Yb1 H8B 74.2 . . ?
C4 Yb1 H8B 88.7 . . ?
C12 Yb1 H8B 136.0 2_676 . ?
C12 Yb1 H8B 108.1 . . ?
H7A Yb1 H8B 114.0 . . ?
H7B Yb1 H8B 137.9 . . ?
H8A Yb1 H8B 29.9 . . ?
O7 Yb1 H9A 106.0 . . ?
O9 Yb1 H9A 17.5 . . ?
O8 Yb1 H9A 87.7 . . ?
O2 Yb1 H9A 88.8 2_766 . ?
O5 Yb1 H9A 75.1 2_676 . ?
O4 Yb1 H9A 138.4 . . ?
O6 Yb1 H9A 63.1 . . ?
O3 Yb1 H9A 163.7 . . ?
C4 Yb1 H9A 164.4 . . ?
C12 Yb1 H9A 68.3 2_676 . ?
C12 Yb1 H9A 63.1 . . ?
H7A Yb1 H9A 110.1 . . ?
H7B Yb1 H9A 89.0 . . ?
H8A Yb1 H9A 71.4 . . ?
H8B Yb1 H9A 91.0 . . ?
O7 Yb1 H9B 76.1 . . ?
O9 Yb1 H9B 17.4 . . ?
O8 Yb1 H9B 112.5 . . ?
O2 Yb1 H9B 79.3 2_766 . ?
O5 Yb1 H9B 67.4 2_676 . ?
O4 Yb1 H9B 144.1 . . ?
O6 Yb1 H9B 88.1 . . ?
O3 Yb1 H9B 150.3 . . ?
C4 Yb1 H9B 160.0 . . ?
C12 Yb1 H9B 71.5 2_676 . ?
C12 Yb1 H9B 80.6 . . ?
H7A Yb1 H9B 80.8 . . ?
H7B Yb1 H9B 59.3 . . ?
H8A Yb1 H9B 98.2 . . ?
H8B Yb1 H9B 109.5 . . ?
H9A Yb1 H9B 30.0 . . ?
C1 O2 Yb1 139.8(8) . 2_766 ?
C4 O3 Yb1 92.5(8) . . ?
C4 O4 Yb1 93.1(8) . . ?
C12 O5 Yb1 119.2(8) . 2_676 ?
C12 O6 Yb1 118.9(8) . . ?
Yb1 O7 H7A 109.5 . . ?
Yb1 O7 H7B 109.2 . . ?
H7A O7 H7B 109.4 . . ?
Yb1 O8 H8A 109.7 . . ?
Yb1 O8 H8B 109.0 . . ?
H8A O8 H8B 109.4 . . ?
Yb1 O9 H9A 109.4 . . ?
Yb1 O9 H9B 109.9 . . ?
H9A O9 H9B 109.0 . . ?
H12A O12 H12B 115.1 . . ?
H13B O13 H13A 107.5 . . ?
H10A O10 H10B 111(10) . . ?
H11A O11 H11B 109.3 . . ?
C2 N1 C11 118.3(12) . . ?
O2 C1 O1 125.7(12) . . ?
O2 C1 C2 117.7(11) . . ?
O1 C1 C2 116.4(11) . . ?
N1 C2 C3 123.3(11) . . ?
N1 C2 C1 112.8(11) . . ?
C3 C2 C1 123.8(11) . . ?
C5 C3 C2 118.0(12) . . ?
C5 C3 C4 122.2(13) . . ?
C2 C3 C4 119.7(11) . . ?
O3 C4 O4 120.2(12) . . ?
O3 C4 C3 122.2(11) . . ?
O4 C4 C3 117.4(12) . . ?
O3 C4 Yb1 61.0(7) . . ?
O4 C4 Yb1 59.2(7) . . ?
C3 C4 Yb1 175.9(9) . . ?
C3 C5 C6 120.0(13) . . ?
C3 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C11 118.6(13) . . ?
C5 C6 C7 123.2(15) . . ?
C11 C6 C7 118.2(15) . . ?
C8 C7 C6 120.9(18) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C7 C8 C9 120.7(17) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 121.7(16) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.3(17) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
N1 C11 C6 121.8(13) . . ?
N1 C11 C10 119.1(14) . . ?
C6 C11 C10 119.1(14) . . ?
O5 C12 O6 126.7(12) . . ?
O5 C12 C12 117.8(14) . 2_676 ?
O6 C12 C12 115.5(13) . 2_676 ?
O5 C12 Yb1 40.7(6) . 2_676 ?
O6 C12 Yb1 167.3(9) . 2_676 ?
C12 C12 Yb1 77.2(9) 2_676 2_676 ?
O5 C12 Yb1 167.4(9) . . ?
O6 C12 Yb1 40.7(6) . . ?
C12 C12 Yb1 74.8(9) 2_676 . ?
Yb1 C12 Yb1 152.0(5) 2_676 . ?

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
O7 Yb1 O3 C4 -100.6(9) . . . . ?
O9 Yb1 O3 C4 -174.1(10) . . . . ?
O8 Yb1 O3 C4 104.2(9) . . . . ?
O2 Yb1 O3 C4 -178.0(9) 2_766 . . . ?
O5 Yb1 O3 C4 -38.6(10) 2_676 . . . ?
O4 Yb1 O3 C4 1.3(8) . . . . ?
O6 Yb1 O3 C4 43.9(9) . . . . ?
C12 Yb1 O3 C4 -15.4(10) 2_676 . . . ?
C12 Yb1 O3 C4 20.1(10) . . . . ?
O7 Yb1 O4 C4 73.8(9) . . . . ?
O9 Yb1 O4 C4 174.2(10) . . . . ?
O8 Yb1 O4 C4 -75.6(9) . . . . ?
O2 Yb1 O4 C4 -0.2(11) 2_766 . . . ?
O5 Yb1 O4 C4 144.5(9) 2_676 . . . ?
O6 Yb1 O4 C4 -145.1(9) . . . . ?
O3 Yb1 O4 C4 -1.2(8) . . . . ?
C12 Yb1 O4 C4 165.1(10) 2_676 . . . ?
C12 Yb1 O4 C4 -165.8(9) . . . . ?
O7 Yb1 O6 C12 2.5(13) . . . . ?
O9 Yb1 O6 C12 83.4(10) . . . . ?
O8 Yb1 O6 C12 -177.8(11) . . . . ?
O2 Yb1 O6 C12 139.8(9) 2_766 . . . ?
O5 Yb1 O6 C12 1.3(9) 2_676 . . . ?
O4 Yb1 O6 C12 -78.9(10) . . . . ?
O3 Yb1 O6 C12 -112.9(10) . . . . ?
C4 Yb1 O6 C12 -94.6(10) . . . . ?
C12 Yb1 O6 C12 0.9(11) 2_676 . . . ?
Yb1 O2 C1 O1 4(2) 2_766 . . . ?
Yb1 O2 C1 C2 177.9(8) 2_766 . . . ?
C11 N1 C2 C3 -0.3(19) . . . . ?
C11 N1 C2 C1 -177.8(11) . . . . ?
O2 C1 C2 N1 -71.8(15) . . . . ?
O1 C1 C2 N1 102.9(14) . . . . ?
O2 C1 C2 C3 110.6(14) . . . . ?
O1 C1 C2 C3 -74.6(17) . . . . ?
N1 C2 C3 C5 -1(2) . . . . ?
C1 C2 C3 C5 176.5(13) . . . . ?
N1 C2 C3 C4 176.7(12) . . . . ?
C1 C2 C3 C4 -6(2) . . . . ?
Yb1 O3 C4 O4 -2.2(14) . . . . ?
Yb1 O3 C4 C3 -177.0(12) . . . . ?
Yb1 O4 C4 O3 2.2(15) . . . . ?
Yb1 O4 C4 C3 177.3(11) . . . . ?
C5 C3 C4 O3 158.1(15) . . . . ?
C2 C3 C4 O3 -19(2) . . . . ?
C5 C3 C4 O4 -17(2) . . . . ?
C2 C3 C4 O4 165.8(13) . . . . ?
C5 C3 C4 Yb1 18(14) . . . . ?
C2 C3 C4 Yb1 -160(13) . . . . ?
O7 Yb1 C4 O3 76.1(8) . . . . ?
O9 Yb1 C4 O3 86(8) . . . . ?
O8 Yb1 C4 O3 -72.9(9) . . . . ?
O2 Yb1 C4 O3 2.0(9) 2_766 . . . ?
O5 Yb1 C4 O3 147.2(8) 2_676 . . . ?
O4 Yb1 C4 O3 -177.8(15) . . . . ?
O6 Yb1 C4 O3 -143.0(8) . . . . ?
C12 Yb1 C4 O3 167.5(8) 2_676 . . . ?
C12 Yb1 C4 O3 -163.8(8) . . . . ?
O7 Yb1 C4 O4 -106.1(9) . . . . ?
O9 Yb1 C4 O4 -97(8) . . . . ?
O8 Yb1 C4 O4 104.9(9) . . . . ?
O2 Yb1 C4 O4 179.8(9) 2_766 . . . ?
O5 Yb1 C4 O4 -35.0(9) 2_676 . . . ?
O6 Yb1 C4 O4 34.8(9) . . . . ?
O3 Yb1 C4 O4 177.8(15) . . . . ?
C12 Yb1 C4 O4 -14.6(9) 2_676 . . . ?
C12 Yb1 C4 O4 14.0(9) . . . . ?
O7 Yb1 C4 C3 -142(13) . . . . ?
O9 Yb1 C4 C3 -133(13) . . . . ?
O8 Yb1 C4 C3 69(13) . . . . ?
O2 Yb1 C4 C3 144(13) 2_766 . . . ?
O5 Yb1 C4 C3 -71(13) 2_676 . . . ?
O4 Yb1 C4 C3 -36(13) . . . . ?
O6 Yb1 C4 C3 -1(13) . . . . ?
O3 Yb1 C4 C3 142(14) . . . . ?
C12 Yb1 C4 C3 -51(13) 2_676 . . . ?
C12 Yb1 C4 C3 -22(13) . . . . ?
C2 C3 C5 C6 1(2) . . . . ?
C4 C3 C5 C6 -176.4(13) . . . . ?
C3 C5 C6 C11 0(2) . . . . ?
C3 C5 C6 C7 179.2(15) . . . . ?
C5 C6 C7 C8 -178.1(16) . . . . ?
C11 C6 C7 C8 1(2) . . . . ?
C6 C7 C8 C9 0(3) . . . . ?
C7 C8 C9 C10 -1(3) . . . . ?
C8 C9 C10 C11 2(3) . . . . ?
C2 N1 C11 C6 1(2) . . . . ?
C2 N1 C11 C10 -178.4(13) . . . . ?
C5 C6 C11 N1 -1(2) . . . . ?
C7 C6 C11 N1 179.7(14) . . . . ?
C5 C6 C11 C10 178.6(14) . . . . ?
C7 C6 C11 C10 -1(2) . . . . ?
C9 C10 C11 N1 178.9(15) . . . . ?
C9 C10 C11 C6 -1(2) . . . . ?
Yb1 O5 C12 O6 178.7(11) 2_676 . . . ?
Yb1 O5 C12 C12 0(2) 2_676 . . 2_676 ?
Yb1 O5 C12 Yb1 -180(4) 2_676 . . . ?
Yb1 O6 C12 O5 179.4(11) . . . . ?
Yb1 O6 C12 C12 -1.6(19) . . . 2_676 ?
Yb1 O6 C12 Yb1 -177(4) . . . 2_676 ?
O7 Yb1 C12 O5 180(4) . . . . ?
O9 Yb1 C12 O5 -95(5) . . . . ?
O8 Yb1 C12 O5 0(5) . . . . ?
O2 Yb1 C12 O5 -64(5) 2_766 . . . ?
O5 Yb1 C12 O5 180(5) 2_676 . . . ?
O4 Yb1 C12 O5 94(5) . . . . ?
O6 Yb1 C12 O5 -2(4) . . . . ?
O3 Yb1 C12 O5 79(5) . . . . ?
C4 Yb1 C12 O5 88(5) . . . . ?
C12 Yb1 C12 O5 179(5) 2_676 . . . ?
O7 Yb1 C12 O6 -178.1(9) . . . . ?
O9 Yb1 C12 O6 -92.9(10) . . . . ?
O8 Yb1 C12 O6 2.1(10) . . . . ?
O2 Yb1 C12 O6 -62.0(13) 2_766 . . . ?
O5 Yb1 C12 O6 -178.4(12) 2_676 . . . ?
O4 Yb1 C12 O6 96.4(10) . . . . ?
O3 Yb1 C12 O6 80.7(11) . . . . ?
C4 Yb1 C12 O6 89.7(10) . . . . ?
C12 Yb1 C12 O6 -178.5(18) 2_676 . . . ?
O7 Yb1 C12 C12 0.4(11) . . . 2_676 ?
O9 Yb1 C12 C12 85.6(10) . . . 2_676 ?
O8 Yb1 C12 C12 -179.4(10) . . . 2_676 ?
O2 Yb1 C12 C12 116.5(10) 2_766 . . 2_676 ?
O5 Yb1 C12 C12 0.1(8) 2_676 . . 2_676 ?
O4 Yb1 C12 C12 -85.1(10) . . . 2_676 ?
O6 Yb1 C12 C12 178.5(18) . . . 2_676 ?
O3 Yb1 C12 C12 -100.8(10) . . . 2_676 ?
C4 Yb1 C12 C12 -91.8(10) . . . 2_676 ?
O7 Yb1 C12 Yb1 0.4(11) . . . 2_676 ?
O9 Yb1 C12 Yb1 85.6(10) . . . 2_676 ?
O8 Yb1 C12 Yb1 -179.4(10) . . . 2_676 ?
O2 Yb1 C12 Yb1 116.5(10) 2_766 . . 2_676 ?
O5 Yb1 C12 Yb1 0.1(8) 2_676 . . 2_676 ?
O4 Yb1 C12 Yb1 -85.1(10) . . . 2_676 ?
O6 Yb1 C12 Yb1 178.5(18) . . . 2_676 ?
O3 Yb1 C12 Yb1 -100.8(10) . . . 2_676 ?
C4 Yb1 C12 Yb1 -91.8(10) . . . 2_676 ?
C12 Yb1 C12 Yb1 0.0 2_676 . . 2_676 ?

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
O7 H7A O10 0.85 1.92 2.732(14) 160.1 .
O7 H7B O1 0.85 2.04 2.709(13) 134.3 2_666
O8 H8A O6 0.85 2.31 2.754(13) 113.1 2_776
O8 H8B O1 0.85 1.80 2.630(13) 165.3 2_766
O9 H9A O12 0.86 2.00 2.72(2) 141.0 1_565
O12 H12A O4 0.85 1.98 2.80(2) 163.2 2_666
O13 H13B O11 0.85 2.02 2.71(3) 138.2 1_565
O13 H13A O11 0.85 2.11 2.95(3) 165.9 2_767
O10 H10A O3 0.98(19) 2.32(19) 2.989(16) 125(14) 2_766
O11 H11A N1 0.85 2.00 2.822(16) 161.6 .
O11 H11B O9 0.85 1.89 2.701(17) 159.9 2_766

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.140
_refine_diff_density_min         -0.838
_refine_diff_density_rms         0.251
####################################################################### 
# 
# 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_c
_audit_block_doi                 10.5517/cc12pkt4
_database_code_depnum_ccdc_archive 'CCDC 1003836'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4DT01601G 2014
_audit_update_record             
;
2014-07-16 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H9 N O9 Yb, 2(H2 O)'
_chemical_formula_sum            'C12 H13 N O10 Yb'
_chemical_formula_weight         504.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9187(6)
_cell_length_b                   10.3360(11)
_cell_length_c                   14.5617(16)
_cell_angle_alpha                101.2750(10)
_cell_angle_beta                 98.8080(10)
_cell_angle_gamma                106.0300(10)
_cell_volume                     819.14(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1796
_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      25.39

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.045
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             484
_exptl_absorpt_coefficient_mu    5.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.344
_exptl_absorpt_correction_T_max  0.562
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4246
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0427
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         25.20
_reflns_number_total             2894
_reflns_number_gt                2560
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0705P)²+1.6512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2894
_refine_ls_number_parameters     250
_refine_ls_number_restraints     314
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1145
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 1.00346(3) 1.196308(15) 0.451571(13) 0.02995(5) Uani 1 1 d . . .
N1 N -0.0610(10) 0.8058(7) 0.2019(3) 0.0504(18) Uani 0.575(3) 1 d PDU A 1
C2 C 0.1602(6) 0.8711(3) 0.2658(3) 0.0562(17) Uani 0.575(3) 1 d PD A 1
C3 C 0.3738(5) 0.9505(3) 0.2452(2) 0.0717(18) Uani 0.575(3) 1 d PDU A 1
C4 C 0.3584(10) 0.9541(5) 0.1498(4) 0.084(2) Uani 0.575(3) 1 d PDU A 1
H4 H 0.4948 1.0004 0.1307 0.100 Uiso 0.575(3) 1 calc PR A 1
C5 C 0.1386(11) 0.8885(11) 0.0809(4) 0.087(2) Uani 0.575(3) 1 d PDU A 1
C6 C 0.1388(10) 0.8859(13) -0.0156(4) 0.105(3) Uani 0.575(3) 1 d PDU A 1
H6 H 0.2772 0.9284 -0.0350 0.126 Uiso 0.575(3) 1 calc PR A 1
C7 C -0.0914(10) 0.8124(11) -0.0843(6) 0.116(3) Uani 0.575(3) 1 d PDU A 1
H7 H -0.1087 0.8240 -0.1464 0.139 Uiso 0.575(3) 1 calc PR A 1
C8 C -0.2858(17) 0.7251(11) -0.0590(5) 0.102(3) Uani 0.575(3) 1 d PDU A 1
H8 H -0.4197 0.6661 -0.1055 0.122 Uiso 0.575(3) 1 calc PR A 1
C9 C -0.2724(16) 0.7296(12) 0.0374(4) 0.085(2) Uani 0.575(3) 1 d PDU A 1
H9 H -0.4025 0.6758 0.0562 0.102 Uiso 0.575(3) 1 calc PR A 1
C10 C -0.0655(11) 0.8141(9) 0.1074(4) 0.068(2) Uani 0.575(3) 1 d PDU A 1
N1A N 0.0142(16) 0.7490(8) 0.1973(4) 0.0504(18) Uani 0.425(3) 1 d PDU A 2
C2A C 0.1602(6) 0.8711(3) 0.2658(3) 0.0562(17) Uani 0.425(3) 1 d PD A 2
C3A C 0.3738(5) 0.9505(3) 0.2452(2) 0.0717(18) Uani 0.425(3) 1 d PD A 2
C4A C 0.4139(11) 0.9015(5) 0.1510(4) 0.084(2) Uani 0.425(3) 1 d PDU A 2
H4AA H 0.5549 0.9508 0.1363 0.100 Uiso 0.425(3) 1 calc PR A 2
C5A C 0.2538(14) 0.7825(10) 0.0778(5) 0.087(2) Uani 0.425(3) 1 d PDU A 2
C6A C 0.2858(18) 0.7287(7) -0.0168(5) 0.105(3) Uani 0.425(3) 1 d PDU A 2
H6AA H 0.4188 0.7775 -0.0366 0.126 Uiso 0.425(3) 1 calc PR A 2
C7A C 0.1170(14) 0.5997(8) -0.0836(7) 0.116(3) Uani 0.425(3) 1 d PDU A 2
H7AA H 0.1459 0.5604 -0.1420 0.139 Uiso 0.425(3) 1 calc PR A 2
C8A C -0.0966(15) 0.5400(15) -0.0507(5) 0.102(3) Uani 0.425(3) 1 d PDU A 2
H8AA H -0.2152 0.4620 -0.0912 0.122 Uiso 0.425(3) 1 calc PR A 2
C9A C -0.1337(19) 0.5959(11) 0.0423(6) 0.085(2) Uani 0.425(3) 1 d PDU A 2
H9AA H -0.2754 0.5561 0.0607 0.102 Uiso 0.425(3) 1 calc PR A 2
C10A C 0.0459(13) 0.7109(10) 0.1046(5) 0.068(2) Uani 0.425(3) 1 d PDU A 2
C11 C 0.5915(8) 1.0395(5) 0.3187(3) 0.0382(13) Uani 1 1 d . . .
C1 C 0.1140(6) 0.8858(4) 0.3639(3) 0.0269(11) Uani 1 1 d . . .
C12 C 1.1286(6) 1.5245(4) 0.5305(3) 0.0256(10) Uani 1 1 d . . .
O3 O 0.5963(5) 1.0378(3) 0.40399(19) 0.0298(8) Uani 1 1 d . A .
O7 O 1.2690(5) 1.2845(3) 0.3573(2) 0.0453(10) Uani 1 1 d . . .
H7B H 1.4142 1.3184 0.3910 0.068 Uiso 1 1 d R A .
H7C H 1.2290 1.3490 0.3363 0.068 Uiso 1 1 d R . .
O8 O 1.3714(5) 1.2116(3) 0.5469(2) 0.0376(9) Uani 1 1 d . . .
H8B H 1.4766 1.2912 0.5529 0.056 Uiso 1 1 d R A .
H8C H 1.4245 1.1469 0.5206 0.056 Uiso 1 1 d R . .
O4 O 0.7632(6) 1.1126(3) 0.2921(2) 0.0477(10) Uani 1 1 d . A .
O2 O 0.1116(5) 0.7865(3) 0.4006(2) 0.0384(9) Uani 1 1 d . . .
O10 O 0.2050(12) 0.5232(5) 0.3113(4) 0.118(2) Uani 1 1 d G . .
O1 O 0.0682(6) 0.9878(3) 0.4057(4) 0.0735(15) Uani 1 1 d . . .
O9 O 0.6133(13) 0.5798(9) 0.2530(5) 0.174(4) Uani 1 1 d G . .
O5 O 1.2183(5) 1.4308(3) 0.5412(2) 0.0364(9) Uani 1 1 d . A .
O6 O 1.2251(5) 1.6523(3) 0.5680(2) 0.0349(8) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Yb1 O1 2.283(4) 1_655 ?
Yb1 O8 2.344(3) . ?
Yb1 O2 2.344(3) 2_676 ?
Yb1 O7 2.355(3) . ?
Yb1 O6 2.364(3) 2_786 ?
Yb1 O4 2.385(3) . ?
Yb1 O5 2.398(2) . ?
Yb1 O3 2.415(2) . ?
Yb1 C11 2.731(4) . ?
Yb1 O1 3.080(5) 2_676 ?
Yb1 C1 3.093(4) 2_676 ?
Yb1 C12 3.165(4) 2_786 ?
Yb1 H8C 2.7600 . ?
N1 C2 1.389(6) . ?
N1 C10 1.391(7) . ?
C2 C3 1.415(4) . ?
C2 C1 1.481(6) . ?
C3 C4 1.386(7) . ?
C3 C11 1.481(5) . ?
C4 C5 1.416(7) . ?
C4 H4 0.9300 . ?
C5 C10 1.395(8) . ?
C5 C6 1.400(8) . ?
C6 C7 1.465(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.400(10) . ?
C7 H7 0.9300 . ?
C8 C9 1.385(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.407(8) . ?
C9 H9 0.9300 . ?
N1A C10A 1.387(8) . ?
C4A C5A 1.442(8) . ?
C4A H4AA 0.9300 . ?
C5A C10A 1.404(9) . ?
C5A C6A 1.443(9) . ?
C6A C7A 1.477(7) . ?
C6A H6AA 0.9300 . ?
C7A C8A 1.442(10) . ?
C7A H7AA 0.9300 . ?
C8A C9A 1.439(10) . ?
C8A H8AA 0.9300 . ?
C9A C10A 1.397(9) . ?
C9A H9AA 0.9300 . ?
C11 O3 1.241(5) . ?
C11 O4 1.251(6) . ?
C1 O1 1.229(5) . ?
C1 O2 1.245(5) . ?
C1 Yb1 3.093(4) 2_676 ?
C12 O5 1.250(5) . ?
C12 O6 1.255(4) . ?
C12 C12 1.532(7) 2_786 ?
C12 Yb1 3.165(4) 2_786 ?
O7 H7B 0.8602 . ?
O7 H7C 0.8595 . ?
O8 H8B 0.8632 . ?
O8 H8C 0.8630 . ?
O2 Yb1 2.344(3) 2_676 ?
O1 Yb1 2.283(4) 1_455 ?
O1 Yb1 3.080(5) 2_676 ?
O6 Yb1 2.364(3) 2_786 ?

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 O8 72.66(11) 1_655 . ?
O1 Yb1 O2 109.33(15) 1_655 2_676 ?
O8 Yb1 O2 81.98(11) . 2_676 ?
O1 Yb1 O7 88.14(14) 1_655 . ?
O8 Yb1 O7 79.94(11) . . ?
O2 Yb1 O7 149.71(9) 2_676 . ?
O1 Yb1 O6 150.80(11) 1_655 2_786 ?
O8 Yb1 O6 136.39(9) . 2_786 ?
O2 Yb1 O6 82.60(11) 2_676 2_786 ?
O7 Yb1 O6 94.02(12) . 2_786 ?
O1 Yb1 O4 79.27(15) 1_655 . ?
O8 Yb1 O4 143.47(12) . . ?
O2 Yb1 O4 130.16(11) 2_676 . ?
O7 Yb1 O4 76.19(11) . . ?
O6 Yb1 O4 73.04(11) 2_786 . ?
O1 Yb1 O5 139.93(11) 1_655 . ?
O8 Yb1 O5 68.63(10) . . ?
O2 Yb1 O5 75.37(11) 2_676 . ?
O7 Yb1 O5 75.48(11) . . ?
O6 Yb1 O5 68.06(9) 2_786 . ?
O4 Yb1 O5 129.32(12) . . ?
O1 Yb1 O3 78.52(10) 1_655 . ?
O8 Yb1 O3 137.43(10) . . ?
O2 Yb1 O3 78.75(9) 2_676 . ?
O7 Yb1 O3 130.16(10) . . ?
O6 Yb1 O3 77.92(9) 2_786 . ?
O4 Yb1 O3 54.26(10) . . ?
O5 Yb1 O3 139.26(10) . . ?
O1 Yb1 C11 76.94(14) 1_655 . ?
O8 Yb1 C11 149.33(13) . . ?
O2 Yb1 C11 104.70(12) 2_676 . ?
O7 Yb1 C11 103.25(12) . . ?
O6 Yb1 C11 74.22(12) 2_786 . ?
O4 Yb1 C11 27.25(13) . . ?
O5 Yb1 C11 141.98(13) . . ?
O3 Yb1 C11 27.02(12) . . ?
O1 Yb1 O1 65.09(18) 1_655 2_676 ?
O8 Yb1 O1 68.29(10) . 2_676 ?
O2 Yb1 O1 44.26(11) 2_676 2_676 ?
O7 Yb1 O1 142.99(11) . 2_676 ?
O6 Yb1 O1 121.97(11) 2_786 2_676 ?
O4 Yb1 O1 119.67(10) . 2_676 ?
O5 Yb1 O1 108.19(10) . 2_676 ?
O3 Yb1 O1 71.42(9) . 2_676 ?
C11 Yb1 O1 95.34(12) . 2_676 ?
O1 Yb1 C1 88.06(15) 1_655 2_676 ?
O8 Yb1 C1 73.81(10) . 2_676 ?
O2 Yb1 C1 21.30(11) 2_676 2_676 ?
O7 Yb1 C1 153.41(10) . 2_676 ?
O6 Yb1 C1 101.97(11) 2_786 2_676 ?
O4 Yb1 C1 128.70(10) . 2_676 ?
O5 Yb1 C1 90.86(10) . 2_676 ?
O3 Yb1 C1 74.57(9) . 2_676 ?
C11 Yb1 C1 101.49(12) . 2_676 ?
O1 Yb1 C1 22.97(10) 2_676 2_676 ?
O1 Yb1 C12 168.20(14) 1_655 2_786 ?
O8 Yb1 C12 116.39(9) . 2_786 ?
O2 Yb1 C12 80.31(11) 2_676 2_786 ?
O7 Yb1 C12 86.22(12) . 2_786 ?
O6 Yb1 C12 20.33(8) 2_786 2_786 ?
O4 Yb1 C12 89.31(11) . 2_786 ?
O5 Yb1 C12 47.82(9) . 2_786 ?
O3 Yb1 C12 97.29(9) . 2_786 ?
C11 Yb1 C12 94.27(12) . 2_786 ?
O1 Yb1 C12 124.34(11) 2_676 2_786 ?
C1 Yb1 C12 101.55(11) 2_676 2_786 ?
O1 Yb1 H8C 56.5 1_655 . ?
O8 Yb1 H8C 17.1 . . ?
O2 Yb1 H8C 93.4 2_676 . ?
O7 Yb1 H8C 75.5 . . ?
O6 Yb1 H8C 151.7 2_786 . ?
O4 Yb1 H8C 127.4 . . ?
O5 Yb1 H8C 83.8 . . ?
O3 Yb1 H8C 128.9 . . ?
C11 Yb1 H8C 133.4 . . ?
O1 Yb1 H8C 68.6 2_676 . ?
C1 Yb1 H8C 80.5 2_676 . ?
C12 Yb1 H8C 131.4 2_786 . ?
C2 N1 C10 115.7(5) . . ?
N1 C2 C3 126.4(4) . . ?
N1 C2 C1 107.2(4) . . ?
C3 C2 C1 123.3(3) . . ?
C4 C3 C2 115.0(3) . . ?
C4 C3 C11 120.1(4) . . ?
C2 C3 C11 124.4(3) . . ?
C3 C4 C5 121.2(5) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C10 C5 C6 120.8(5) . . ?
C10 C5 C4 120.2(5) . . ?
C6 C5 C4 118.5(6) . . ?
C5 C6 C7 116.2(6) . . ?
C5 C6 H6 121.9 . . ?
C7 C6 H6 121.9 . . ?
C8 C7 C6 121.9(8) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C9 C8 C7 117.8(7) . . ?
C9 C8 H8 121.1 . . ?
C7 C8 H8 121.1 . . ?
C8 C9 C10 121.2(7) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
N1 C10 C5 121.3(5) . . ?
N1 C10 C9 117.5(6) . . ?
C5 C10 C9 120.7(6) . . ?
C5A C4A H4AA 117.2 . . ?
C10A C5A C4A 114.7(6) . . ?
C10A C5A C6A 117.5(6) . . ?
C4A C5A C6A 127.8(7) . . ?
C5A C6A C7A 123.0(8) . . ?
C5A C6A H6AA 118.5 . . ?
C7A C6A H6AA 118.5 . . ?
C8A C7A C6A 114.3(8) . . ?
C8A C7A H7AA 122.9 . . ?
C6A C7A H7AA 122.9 . . ?
C9A C8A C7A 122.7(9) . . ?
C9A C8A H8AA 118.6 . . ?
C7A C8A H8AA 118.6 . . ?
C10A C9A C8A 119.1(9) . . ?
C10A C9A H9AA 120.5 . . ?
C8A C9A H9AA 120.5 . . ?
N1A C10A C9A 116.4(7) . . ?
N1A C10A C5A 120.6(6) . . ?
C9A C10A C5A 122.9(7) . . ?
O3 C11 O4 122.9(4) . . ?
O3 C11 C3 118.6(4) . . ?
O4 C11 C3 118.5(4) . . ?
O3 C11 Yb1 62.16(19) . . ?
O4 C11 Yb1 60.8(2) . . ?
C3 C11 Yb1 177.6(3) . . ?
O1 C1 O2 121.0(5) . . ?
O1 C1 C2 122.1(4) . . ?
O2 C1 C2 116.8(4) . . ?
O1 C1 Yb1 77.9(3) . 2_676 ?
O2 C1 Yb1 43.1(2) . 2_676 ?
C2 C1 Yb1 159.3(3) . 2_676 ?
O5 C12 O6 126.2(3) . . ?
O5 C12 C12 115.8(4) . 2_786 ?
O6 C12 C12 117.9(4) . 2_786 ?
O5 C12 Yb1 166.2(2) . 2_786 ?
O6 C12 Yb1 40.9(2) . 2_786 ?
C12 C12 Yb1 77.1(3) 2_786 2_786 ?
O5 C12 Yb1 41.10(16) . . ?
O6 C12 Yb1 166.9(3) . . ?
C12 C12 Yb1 75.0(3) 2_786 . ?
Yb1 C12 Yb1 152.13(12) 2_786 . ?
C11 O3 Yb1 90.8(2) . . ?
Yb1 O7 H7B 110.1 . . ?
Yb1 O7 H7C 109.7 . . ?
H7B O7 H7C 109.0 . . ?
Yb1 O8 H8B 110.1 . . ?
Yb1 O8 H8C 110.0 . . ?
H8B O8 H8C 108.8 . . ?
C11 O4 Yb1 92.0(3) . . ?
C1 O2 Yb1 115.6(3) . 2_676 ?
C1 O1 Yb1 166.0(4) . 1_455 ?
C1 O1 Yb1 79.1(3) . 2_676 ?
Yb1 O1 Yb1 114.91(18) 1_455 2_676 ?
C12 O5 Yb1 118.9(2) . . ?
C12 O6 Yb1 118.8(2) . 2_786 ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         1.399
_refine_diff_density_min         -1.346
_refine_diff_density_rms         0.202
####################################################################### 
# 
# 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_CCDC1003837(3)
_audit_block_doi                 10.5517/cc12pkv5
_database_code_depnum_ccdc_archive 'CCDC 1003837'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4DT01601G 2014
_audit_update_record             
;
2014-06-28 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H12 N O11 Yb'
_chemical_formula_weight         531.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   p-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0405(10)
_cell_length_b                   10.0943(14)
_cell_length_c                   12.0712(17)
_cell_angle_alpha                104.103(2)
_cell_angle_beta                 101.500(2)
_cell_angle_gamma                105.459(2)
_cell_volume                     769.20(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1537
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      23.94

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.294
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             510
_exptl_absorpt_coefficient_mu    6.145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.276
_exptl_absorpt_correction_T_max  0.541
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4078
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0516
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         25.66
_reflns_number_total             2857
_reflns_number_gt                2474
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0521P)²+3.0232P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2857
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0933
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O8 O 0.5716(8) 1.1858(6) 0.5186(5) 0.0278(13) Uani 1 1 d . . .
O6 O 0.4866(8) 0.3647(5) 0.3749(4) 0.0225(12) Uani 1 1 d . . .
O9 O 0.9802(9) 0.7085(6) 0.6710(6) 0.0406(17) Uani 1 1 d . . .
H9A H 1.1047 0.7608 0.6861 0.061 Uiso 1 1 d R . .
H9B H 0.9577 0.6273 0.6200 0.061 Uiso 1 1 d R . .
Yb1 Yb 0.75920(5) 0.82674(3) 0.59204(3) 0.02211(13) Uani 1 1 d . . .
O4 O 0.8160(9) 0.8624(6) 0.4169(5) 0.0266(13) Uani 1 1 d . . .
O3 O 0.9092(8) 1.0165(6) 0.3194(5) 0.0228(12) Uani 1 1 d . . .
O5 O 0.6863(8) 0.5965(5) 0.4471(4) 0.0214(11) Uani 1 1 d . . .
O10 O 0.7570(9) 0.9121(7) 0.7927(5) 0.0335(14) Uani 1 1 d . . .
H10A H 0.8756 0.9709 0.8341 0.050 Uiso 1 1 d R . .
H10B H 0.7269 0.8410 0.8195 0.050 Uiso 1 1 d R . .
O7 O 0.7299(9) 1.0630(6) 0.6123(5) 0.0297(13) Uani 1 1 d . . .
O1 O 0.6147(8) 1.1015(5) 0.1512(5) 0.0233(12) Uani 1 1 d . . .
O2 O 0.8185(8) 1.0107(6) 0.0595(5) 0.0251(12) Uani 1 1 d . . .
H2 H 0.8355 0.9319 0.0412 0.038 Uiso 1 1 calc R . .
N1 N 0.4307(9) 0.7626(6) 0.0198(5) 0.0172(13) Uani 1 1 d . . .
C11 C 0.7952(11) 0.9039(7) 0.3292(6) 0.0159(15) Uani 1 1 d . . .
C2 C 0.6243(11) 0.8064(8) 0.2176(6) 0.0170(15) Uani 1 1 d . . .
C1 C 0.5767(10) 0.8535(8) 0.1184(6) 0.0152(14) Uani 1 1 d . . .
C9 C 0.3280(11) 0.6186(8) 0.0080(6) 0.0182(15) Uani 1 1 d . . .
C8 C 0.1872(12) 0.5260(9) -0.0990(7) 0.0256(18) Uani 1 1 d . . .
H8 H 0.1578 0.5596 -0.1634 0.031 Uiso 1 1 calc R . .
C7 C 0.0926(12) 0.3857(10) -0.1083(8) 0.032(2) Uani 1 1 d . . .
H7 H -0.0013 0.3232 -0.1798 0.039 Uiso 1 1 calc R . .
C6 C 0.1347(12) 0.3346(9) -0.0122(9) 0.033(2) Uani 1 1 d . . .
H6 H 0.0683 0.2382 -0.0209 0.039 Uiso 1 1 calc R . .
C5 C 0.2717(12) 0.4229(9) 0.0948(8) 0.0280(18) Uani 1 1 d . . .
H5 H 0.2975 0.3869 0.1582 0.034 Uiso 1 1 calc R . .
C4 C 0.3737(11) 0.5696(8) 0.1078(7) 0.0200(16) Uani 1 1 d . . .
C3 C 0.5198(11) 0.6683(8) 0.2127(6) 0.0182(15) Uani 1 1 d . . .
H3 H 0.5461 0.6395 0.2801 0.022 Uiso 1 1 calc R . .
C12 C 0.5509(11) 0.4876(8) 0.4488(6) 0.0167(15) Uani 1 1 d . . .
C13 C 0.5886(12) 1.0696(8) 0.5385(7) 0.0230(17) Uani 1 1 d . . .
C10 C 0.6837(11) 1.0039(8) 0.1101(6) 0.0184(16) Uani 1 1 d . . .
O11 O 0.0594(10) 0.5715(6) 0.3817(6) 0.0362(14) Uani 1 1 d G . .
H11A H -0.0304 0.5908 0.4145 0.054 Uiso 1 1 d G . .
H11B H 0.1654 0.6465 0.4037 0.054 Uiso 1 1 d G . .


_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
O8 C13 1.284(9) . ?
O8 Yb1 2.397(5) 2_676 ?
O6 C12 1.241(9) . ?
O6 Yb1 2.400(5) 2_666 ?
O9 Yb1 2.388(5) . ?
O9 H9A 0.8500 . ?
O9 H9B 0.8500 . ?
Yb1 O3 2.304(5) 2_776 ?
Yb1 O4 2.321(5) . ?
Yb1 O10 2.369(5) . ?
Yb1 O8 2.397(5) 2_676 ?
Yb1 O5 2.398(5) . ?
Yb1 O6 2.400(5) 2_666 ?
Yb1 O7 2.406(5) . ?
Yb1 C13 3.147(7) . ?
Yb1 C12 3.193(7) 2_666 ?
Yb1 C13 3.195(8) 2_676 ?
Yb1 C12 3.207(7) . ?
O4 C11 1.227(9) . ?
O3 C11 1.252(9) . ?
O3 Yb1 2.304(5) 2_776 ?
O5 C12 1.255(9) . ?
O10 H10A 0.8509 . ?
O10 H10B 0.8508 . ?
O7 C13 1.224(9) . ?
O1 C10 1.251(9) . ?
O2 C10 1.223(9) . ?
O2 H2 0.8200 . ?
N1 C1 1.339(9) . ?
N1 C9 1.398(9) . ?
C11 C2 1.519(9) . ?
C2 C3 1.372(10) . ?
C2 C1 1.405(10) . ?
C1 C10 1.541(10) . ?
C9 C8 1.390(10) . ?
C9 C4 1.420(10) . ?
C8 C7 1.361(12) . ?
C8 H8 0.9300 . ?
C7 C6 1.391(13) . ?
C7 H7 0.9300 . ?
C6 C5 1.370(12) . ?
C6 H6 0.9300 . ?
C5 C4 1.418(11) . ?
C5 H5 0.9300 . ?
C4 C3 1.405(10) . ?
C3 H3 0.9300 . ?
C12 C12 1.550(14) 2_666 ?
C12 Yb1 3.193(7) 2_666 ?
C13 C13 1.537(15) 2_676 ?
C13 Yb1 3.195(7) 2_676 ?
O11 H11A 0.8501 . ?
O11 H11B 0.8500 . ?

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
C13 O8 Yb1 117.2(5) . 2_676 ?
C12 O6 Yb1 119.1(4) . 2_666 ?
Yb1 O9 H9A 109.5 . . ?
Yb1 O9 H9B 109.2 . . ?
H9A O9 H9B 109.5 . . ?
O3 Yb1 O4 84.94(19) 2_776 . ?
O3 Yb1 O10 78.3(2) 2_776 . ?
O4 Yb1 O10 152.4(2) . . ?
O3 Yb1 O9 68.49(19) 2_776 . ?
O4 Yb1 O9 110.7(2) . . ?
O10 Yb1 O9 83.4(2) . . ?
O3 Yb1 O8 141.78(18) 2_776 2_676 ?
O4 Yb1 O8 76.9(2) . 2_676 ?
O10 Yb1 O8 103.2(2) . 2_676 ?
O9 Yb1 O8 149.6(2) . 2_676 ?
O3 Yb1 O5 121.40(18) 2_776 . ?
O4 Yb1 O5 70.79(18) . . ?
O10 Yb1 O5 136.79(19) . . ?
O9 Yb1 O5 71.89(19) . . ?
O8 Yb1 O5 83.97(18) 2_676 . ?
O3 Yb1 O6 139.55(18) 2_776 2_666 ?
O4 Yb1 O6 130.96(18) . 2_666 ?
O10 Yb1 O6 73.53(19) . 2_666 ?
O9 Yb1 O6 79.8(2) . 2_666 ?
O8 Yb1 O6 73.93(19) 2_676 2_666 ?
O5 Yb1 O6 67.69(17) . 2_666 ?
O3 Yb1 O7 75.68(19) 2_776 . ?
O4 Yb1 O7 78.4(2) . . ?
O10 Yb1 O7 76.3(2) . . ?
O9 Yb1 O7 141.67(19) . . ?
O8 Yb1 O7 67.91(18) 2_676 . ?
O5 Yb1 O7 142.20(18) . . ?
O6 Yb1 O7 123.4(2) 2_666 . ?
O3 Yb1 C13 93.69(19) 2_776 . ?
O4 Yb1 C13 70.1(2) . . ?
O10 Yb1 C13 89.1(2) . . ?
O9 Yb1 C13 161.7(2) . . ?
O8 Yb1 C13 48.58(18) 2_676 . ?
O5 Yb1 C13 123.52(19) . . ?
O6 Yb1 C13 114.0(2) 2_666 . ?
O7 Yb1 C13 20.39(18) . . ?
O3 Yb1 C12 145.17(17) 2_776 2_666 ?
O4 Yb1 C12 113.02(18) . 2_666 ?
O10 Yb1 C12 92.9(2) . 2_666 ?
O9 Yb1 C12 77.09(19) . 2_666 ?
O8 Yb1 C12 72.96(18) 2_676 2_666 ?
O5 Yb1 C12 47.95(17) . 2_666 ?
O6 Yb1 C12 19.85(17) 2_666 2_666 ?
O7 Yb1 C12 135.34(19) . 2_666 ?
C13 Yb1 C12 120.06(19) . 2_666 ?
O3 Yb1 C13 120.85(19) 2_776 2_676 ?
O4 Yb1 C13 69.3(2) . 2_676 ?
O10 Yb1 C13 100.8(2) . 2_676 ?
O9 Yb1 C13 170.23(19) . 2_676 ?
O8 Yb1 C13 20.94(19) 2_676 2_676 ?
O5 Yb1 C13 99.42(18) . 2_676 ?
O6 Yb1 C13 92.9(2) 2_666 2_676 ?
O7 Yb1 C13 48.06(19) . 2_676 ?
C13 Yb1 C13 28.0(3) . 2_676 ?
C12 Yb1 C13 93.82(19) 2_666 2_676 ?
O3 Yb1 C12 135.43(18) 2_776 . ?
O4 Yb1 C12 88.07(18) . . ?
O10 Yb1 C12 119.2(2) . . ?
O9 Yb1 C12 73.20(19) . . ?
O8 Yb1 C12 77.82(18) 2_676 . ?
O5 Yb1 C12 19.93(18) . . ?
O6 Yb1 C12 47.83(17) 2_666 . ?
O7 Yb1 C12 145.12(18) . . ?
C13 Yb1 C12 124.80(19) . . ?
C12 Yb1 C12 28.0(2) 2_666 . ?
C13 Yb1 C12 97.10(18) 2_676 . ?
C11 O4 Yb1 157.5(5) . . ?
C11 O3 Yb1 137.7(5) . 2_776 ?
C12 O5 Yb1 119.4(5) . . ?
Yb1 O10 H10A 109.2 . . ?
Yb1 O10 H10B 109.5 . . ?
H10A O10 H10B 109.4 . . ?
C13 O7 Yb1 116.4(5) . . ?
C10 O2 H2 109.5 . . ?
C1 N1 C9 123.0(6) . . ?
O4 C11 O3 126.3(7) . . ?
O4 C11 C2 118.1(6) . . ?
O3 C11 C2 115.5(6) . . ?
C3 C2 C1 119.7(6) . . ?
C3 C2 C11 119.1(6) . . ?
C1 C2 C11 121.1(6) . . ?
N1 C1 C2 119.5(6) . . ?
N1 C1 C10 115.0(6) . . ?
C2 C1 C10 125.5(6) . . ?
C8 C9 N1 120.7(7) . . ?
C8 C9 C4 121.2(7) . . ?
N1 C9 C4 118.1(6) . . ?
C7 C8 C9 119.2(8) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C8 C7 C6 120.8(7) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C5 C6 C7 121.6(8) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C5 C4 119.2(8) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C3 C4 C5 123.8(7) . . ?
C3 C4 C9 118.3(7) . . ?
C5 C4 C9 117.9(7) . . ?
C2 C3 C4 121.3(7) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
O6 C12 O5 126.6(7) . . ?
O6 C12 C12 117.3(8) . 2_666 ?
O5 C12 C12 116.0(8) . 2_666 ?
O6 C12 Yb1 41.1(3) . 2_666 ?
O5 C12 Yb1 167.3(5) . 2_666 ?
C12 C12 Yb1 76.5(5) 2_666 2_666 ?
O6 C12 Yb1 166.6(5) . . ?
O5 C12 Yb1 40.6(3) . . ?
C12 C12 Yb1 75.5(5) 2_666 . ?
Yb1 C12 Yb1 152.0(2) 2_666 . ?
O7 C13 O8 125.6(7) . . ?
O7 C13 C13 119.6(8) . 2_676 ?
O8 C13 C13 114.8(8) . 2_676 ?
O7 C13 Yb1 43.2(4) . . ?
O8 C13 Yb1 164.0(6) . . ?
C13 C13 Yb1 77.7(5) 2_676 . ?
O7 C13 Yb1 162.8(5) . 2_676 ?
O8 C13 Yb1 41.9(4) . 2_676 ?
C13 C13 Yb1 74.3(5) 2_676 2_676 ?
Yb1 C13 Yb1 152.0(3) . 2_676 ?
O2 C10 O1 128.4(7) . . ?
O2 C10 C1 115.9(6) . . ?
O1 C10 C1 115.6(7) . . ?
H11A O11 H11B 109.5 . . ?

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
O3 Yb1 O4 C11 -112.7(13) 2_776 . . . ?
O10 Yb1 O4 C11 -60.2(14) . . . . ?
O9 Yb1 O4 C11 -177.5(12) . . . . ?
O8 Yb1 O4 C11 33.4(12) 2_676 . . . ?
O5 Yb1 O4 C11 121.5(13) . . . . ?
O6 Yb1 O4 C11 88.1(13) 2_666 . . . ?
O7 Yb1 O4 C11 -36.4(13) . . . . ?
C13 Yb1 O4 C11 -17.0(12) . . . . ?
C12 Yb1 O4 C11 98.2(13) 2_666 . . . ?
C13 Yb1 O4 C11 13.0(12) 2_676 . . . ?
C12 Yb1 O4 C11 111.3(13) . . . . ?
O3 Yb1 O5 C12 139.9(5) 2_776 . . . ?
O4 Yb1 O5 C12 -148.9(5) . . . . ?
O10 Yb1 O5 C12 32.2(6) . . . . ?
O9 Yb1 O5 C12 90.6(5) . . . . ?
O8 Yb1 O5 C12 -70.7(5) 2_676 . . . ?
O6 Yb1 O5 C12 4.4(5) 2_666 . . . ?
O7 Yb1 O5 C12 -111.8(5) . . . . ?
C13 Yb1 O5 C12 -100.4(5) . . . . ?
C12 Yb1 O5 C12 1.8(6) 2_666 . . . ?
C13 Yb1 O5 C12 -84.8(5) 2_676 . . . ?
O3 Yb1 O7 C13 151.4(6) 2_776 . . . ?
O4 Yb1 O7 C13 63.7(6) . . . . ?
O10 Yb1 O7 C13 -127.4(6) . . . . ?
O9 Yb1 O7 C13 172.5(6) . . . . ?
O8 Yb1 O7 C13 -16.8(6) 2_676 . . . ?
O5 Yb1 O7 C13 28.1(8) . . . . ?
O6 Yb1 O7 C13 -68.1(6) 2_666 . . . ?
C12 Yb1 O7 C13 -47.4(7) 2_666 . . . ?
C13 Yb1 O7 C13 -8.8(7) 2_676 . . . ?
C12 Yb1 O7 C13 -5.5(8) . . . . ?
Yb1 O4 C11 O3 98.6(14) . . . . ?
Yb1 O4 C11 C2 -85.8(13) . . . . ?
Yb1 O3 C11 O4 21.6(13) 2_776 . . . ?
Yb1 O3 C11 C2 -154.1(5) 2_776 . . . ?
O4 C11 C2 C3 -9.4(10) . . . . ?
O3 C11 C2 C3 166.7(7) . . . . ?
O4 C11 C2 C1 172.8(7) . . . . ?
O3 C11 C2 C1 -11.1(10) . . . . ?
C9 N1 C1 C2 -3.2(10) . . . . ?
C9 N1 C1 C10 175.2(6) . . . . ?
C3 C2 C1 N1 -0.5(10) . . . . ?
C11 C2 C1 N1 177.3(6) . . . . ?
C3 C2 C1 C10 -178.7(7) . . . . ?
C11 C2 C1 C10 -0.9(11) . . . . ?
C1 N1 C9 C8 -175.8(7) . . . . ?
C1 N1 C9 C4 3.5(10) . . . . ?
N1 C9 C8 C7 178.8(7) . . . . ?
C4 C9 C8 C7 -0.5(11) . . . . ?
C9 C8 C7 C6 0.3(12) . . . . ?
C8 C7 C6 C5 0.1(13) . . . . ?
C7 C6 C5 C4 -0.3(12) . . . . ?
C6 C5 C4 C3 -178.7(7) . . . . ?
C6 C5 C4 C9 0.1(11) . . . . ?
C8 C9 C4 C3 179.1(7) . . . . ?
N1 C9 C4 C3 -0.2(10) . . . . ?
C8 C9 C4 C5 0.3(11) . . . . ?
N1 C9 C4 C5 -179.0(7) . . . . ?
C1 C2 C3 C4 3.8(11) . . . . ?
C11 C2 C3 C4 -174.1(6) . . . . ?
C5 C4 C3 C2 175.4(7) . . . . ?
C9 C4 C3 C2 -3.4(11) . . . . ?
Yb1 O6 C12 O5 176.1(5) 2_666 . . . ?
Yb1 O6 C12 C12 -6.4(10) 2_666 . . 2_666 ?
Yb1 O6 C12 Yb1 -168.1(19) 2_666 . . . ?
Yb1 O5 C12 O6 174.4(6) . . . . ?
Yb1 O5 C12 C12 -3.0(10) . . . 2_666 ?
Yb1 O5 C12 Yb1 -173.9(19) . . . 2_666 ?
O3 Yb1 C12 O6 -71(2) 2_776 . . . ?
O4 Yb1 C12 O6 10(2) . . . . ?
O10 Yb1 C12 O6 -175(2) . . . . ?
O9 Yb1 C12 O6 -103(2) . . . . ?
O8 Yb1 C12 O6 87(2) 2_676 . . . ?
O5 Yb1 C12 O6 -20(2) . . . . ?
O6 Yb1 C12 O6 166(2) 2_666 . . . ?
O7 Yb1 C12 O6 76(2) . . . . ?
C13 Yb1 C12 O6 74(2) . . . . ?
C12 Yb1 C12 O6 163(3) 2_666 . . . ?
C13 Yb1 C12 O6 78(2) 2_676 . . . ?
O3 Yb1 C12 O5 -51.6(6) 2_776 . . . ?
O4 Yb1 C12 O5 29.2(5) . . . . ?
O10 Yb1 C12 O5 -155.3(5) . . . . ?
O9 Yb1 C12 O5 -83.1(5) . . . . ?
O8 Yb1 C12 O5 106.3(5) 2_676 . . . ?
O6 Yb1 C12 O5 -174.5(6) 2_666 . . . ?
O7 Yb1 C12 O5 95.6(6) . . . . ?
C13 Yb1 C12 O5 93.2(5) . . . . ?
C12 Yb1 C12 O5 -177.2(9) 2_666 . . . ?
C13 Yb1 C12 O5 98.1(5) 2_676 . . . ?
O3 Yb1 C12 C12 125.6(5) 2_776 . . 2_666 ?
O4 Yb1 C12 C12 -153.6(5) . . . 2_666 ?
O10 Yb1 C12 C12 21.9(6) . . . 2_666 ?
O9 Yb1 C12 C12 94.1(5) . . . 2_666 ?
O8 Yb1 C12 C12 -76.6(5) 2_676 . . 2_666 ?
O5 Yb1 C12 C12 177.2(9) . . . 2_666 ?
O6 Yb1 C12 C12 2.7(4) 2_666 . . 2_666 ?
O7 Yb1 C12 C12 -87.3(6) . . . 2_666 ?
C13 Yb1 C12 C12 -89.6(5) . . . 2_666 ?
C13 Yb1 C12 C12 -84.8(5) 2_676 . . 2_666 ?
O3 Yb1 C12 Yb1 125.6(5) 2_776 . . 2_666 ?
O4 Yb1 C12 Yb1 -153.6(5) . . . 2_666 ?
O10 Yb1 C12 Yb1 21.9(6) . . . 2_666 ?
O9 Yb1 C12 Yb1 94.1(5) . . . 2_666 ?
O8 Yb1 C12 Yb1 -76.6(5) 2_676 . . 2_666 ?
O5 Yb1 C12 Yb1 177.2(9) . . . 2_666 ?
O6 Yb1 C12 Yb1 2.7(4) 2_666 . . 2_666 ?
O7 Yb1 C12 Yb1 -87.3(6) . . . 2_666 ?
C13 Yb1 C12 Yb1 -89.6(5) . . . 2_666 ?
C12 Yb1 C12 Yb1 0.0 2_666 . . 2_666 ?
C13 Yb1 C12 Yb1 -84.8(5) 2_676 . . 2_666 ?
Yb1 O7 C13 O8 -164.6(6) . . . . ?
Yb1 O7 C13 C13 15.8(12) . . . 2_676 ?
Yb1 O7 C13 Yb1 157.2(17) . . . 2_676 ?
Yb1 O8 C13 O7 -164.2(7) 2_676 . . . ?
Yb1 O8 C13 C13 15.4(11) 2_676 . . 2_676 ?
Yb1 O8 C13 Yb1 154.8(17) 2_676 . . . ?
O3 Yb1 C13 O7 -27.7(6) 2_776 . . . ?
O4 Yb1 C13 O7 -111.0(6) . . . . ?
O10 Yb1 C13 O7 50.5(6) . . . . ?
O9 Yb1 C13 O7 -15.0(11) . . . . ?
O8 Yb1 C13 O7 159.1(7) 2_676 . . . ?
O5 Yb1 C13 O7 -159.7(6) . . . . ?
O6 Yb1 C13 O7 122.0(6) 2_666 . . . ?
C12 Yb1 C13 O7 143.3(6) 2_666 . . . ?
C13 Yb1 C13 O7 165.9(11) 2_676 . . . ?
C12 Yb1 C13 O7 176.2(6) . . . . ?
O3 Yb1 C13 O8 24(2) 2_776 . . . ?
O4 Yb1 C13 O8 -60(2) . . . . ?
O10 Yb1 C13 O8 102(2) . . . . ?
O9 Yb1 C13 O8 36(2) . . . . ?
O8 Yb1 C13 O8 -150(2) 2_676 . . . ?
O5 Yb1 C13 O8 -108(2) . . . . ?
O6 Yb1 C13 O8 173(2) 2_666 . . . ?
O7 Yb1 C13 O8 51.2(19) . . . . ?
C12 Yb1 C13 O8 -165.5(19) 2_666 . . . ?
C13 Yb1 C13 O8 -143(2) 2_676 . . . ?
C12 Yb1 C13 O8 -133(2) . . . . ?
O3 Yb1 C13 C13 166.3(6) 2_776 . . 2_676 ?
O4 Yb1 C13 C13 83.1(6) . . . 2_676 ?
O10 Yb1 C13 C13 -115.4(6) . . . 2_676 ?
O9 Yb1 C13 C13 179.1(6) . . . 2_676 ?
O8 Yb1 C13 C13 -6.8(5) 2_676 . . 2_676 ?
O5 Yb1 C13 C13 34.3(7) . . . 2_676 ?
O6 Yb1 C13 C13 -43.9(6) 2_666 . . 2_676 ?
O7 Yb1 C13 C13 -165.9(11) . . . 2_676 ?
C12 Yb1 C13 C13 -22.7(7) 2_666 . . 2_676 ?
C12 Yb1 C13 C13 10.2(7) . . . 2_676 ?
O3 Yb1 C13 Yb1 166.3(6) 2_776 . . 2_676 ?
O4 Yb1 C13 Yb1 83.1(6) . . . 2_676 ?
O10 Yb1 C13 Yb1 -115.4(6) . . . 2_676 ?
O9 Yb1 C13 Yb1 179.1(6) . . . 2_676 ?
O8 Yb1 C13 Yb1 -6.8(5) 2_676 . . 2_676 ?
O5 Yb1 C13 Yb1 34.3(7) . . . 2_676 ?
O6 Yb1 C13 Yb1 -43.9(6) 2_666 . . 2_676 ?
O7 Yb1 C13 Yb1 -165.9(11) . . . 2_676 ?
C12 Yb1 C13 Yb1 -22.7(7) 2_666 . . 2_676 ?
C13 Yb1 C13 Yb1 0.0 2_676 . . 2_676 ?
C12 Yb1 C13 Yb1 10.2(7) . . . 2_676 ?
N1 C1 C10 O2 -80.3(8) . . . . ?
C2 C1 C10 O2 97.9(8) . . . . ?
N1 C1 C10 O1 96.5(7) . . . . ?
C2 C1 C10 O1 -85.3(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        25.66
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         1.538
_refine_diff_density_min         -1.488
_refine_diff_density_rms         0.199
####################################################################### 
# 
# 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_c
_audit_block_doi                 10.5517/cc12pkw6
_database_code_depnum_ccdc_archive 'CCDC 1003838'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4DT01601G 2014
_audit_update_record             
;
2014-06-28 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H26 N2 O23 Yb2'
_chemical_formula_weight         1080.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.575(4)
_cell_length_b                   9.851(5)
_cell_length_c                   12.196(6)
_cell_angle_alpha                104.315(6)
_cell_angle_beta                 106.679(6)
_cell_angle_gamma                101.612(6)
_cell_volume                     807.5(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1538
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      21.93

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             520
_exptl_absorpt_coefficient_mu    5.858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.315
_exptl_absorpt_correction_T_max  0.525
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4230
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0593
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         25.24
_reflns_number_total             2873
_reflns_number_gt                2499
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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 DFIX command is used to fix the distances between two named atoms, 
 such as O12 H12A, O12 H12B, O10 H10A, O10 H10B,O11 H11A, O11 H11B, O9 H9A, 
 O9 H9B, H12A H12B, H11A H11B, H10A H10B, H9A H9B to add hydrogen atoms of 
 the water molecules.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0379P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2873
_refine_ls_number_parameters     260
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0809
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.26824(4) 0.31430(3) 0.07070(3) 0.02354(12) Uani 1 1 d . . .
O1 O 0.3396(7) 0.4209(5) 0.2739(4) 0.0328(12) Uani 1 1 d . . .
O2 O 0.6004(8) 0.4280(5) 0.4195(5) 0.0411(14) Uani 1 1 d . . .
O3 O 0.5824(7) 0.4726(5) 0.1441(4) 0.0266(11) Uani 1 1 d . . .
O4 O 0.7019(8) 0.6737(5) 0.1070(4) 0.0373(14) Uani 1 1 d . . .
O5 O 0.0738(7) 0.1485(5) 0.1311(4) 0.0255(11) Uani 1 1 d . . .
O6 O -0.1328(7) -0.0731(5) 0.0782(4) 0.0305(12) Uani 1 1 d . . .
O7 O -0.0505(7) 0.3120(5) -0.0247(4) 0.0302(12) Uani 1 1 d . . .
O8 O -0.2404(7) 0.4437(5) -0.0902(5) 0.0301(12) Uani 1 1 d . . .
O9 O 0.4847(7) 0.1858(5) 0.1220(5) 0.0401(14) Uani 1 1 d D . .
H9A H 0.6052 0.2455 0.1735 0.060 Uiso 1 1 d RD . .
H9B H 0.4830 0.0975 0.1117 0.060 Uiso 1 1 d RD . .
O10 O 0.8670(9) 0.2834(9) 0.2581(7) 0.077(2) Uani 1 1 d D . .
H10A H 0.925(13) 0.367(7) 0.311(9) 0.116 Uiso 1 1 d D . .
H10B H 0.942(11) 0.239(10) 0.235(10) 0.116 Uiso 1 1 d D . .
O11 O 1.0000 0.5000 0.5000 0.192(9) Uani 1 2 d SD . .
H11A H 1.10(4) 0.47(4) 0.51(5) 0.289 Uiso 0.50 1 d PD . .
H11B H 0.91(5) 0.45(6) 0.52(5) 0.289 Uiso 0.50 1 d PD . .
O12 O 0.4089(9) 0.9035(6) 0.1036(6) 0.0448(15) Uani 1 1 d D . .
H12A H 0.472(9) 0.868(8) 0.062(7) 0.067 Uiso 1 1 d D . .
H12B H 0.298(5) 0.846(7) 0.087(7) 0.067 Uiso 1 1 d D . .
N1 N 0.6148(9) 0.7356(6) 0.4800(5) 0.0306(15) Uani 1 1 d . . .
H1 H 0.5813 0.6976 0.5300 0.037 Uiso 1 1 calc R . .
C1 C 0.5043(11) 0.4824(8) 0.3526(7) 0.0279(17) Uani 1 1 d . . .
C2 C 0.5932(10) 0.6450(7) 0.3721(6) 0.0240(16) Uani 1 1 d . . .
C3 C 0.6507(10) 0.7018(7) 0.2897(6) 0.0239(16) Uani 1 1 d . . .
C4 C 0.6406(10) 0.6076(7) 0.1702(6) 0.0219(15) Uani 1 1 d . . .
C5 C 0.7219(9) 0.8525(7) 0.3209(6) 0.0238(16) Uani 1 1 d . . .
H5 H 0.7593 0.8914 0.2662 0.029 Uiso 1 1 calc R . .
C6 C 0.7393(10) 0.9477(7) 0.4318(7) 0.0276(17) Uani 1 1 d . . .
C7 C 0.8080(12) 1.1033(8) 0.4688(8) 0.045(2) Uani 1 1 d . . .
H7 H 0.8427 1.1491 0.4167 0.054 Uiso 1 1 calc R . .
C8 C 0.8228(12) 1.1846(8) 0.5806(10) 0.053(3) Uani 1 1 d . . .
H8 H 0.8673 1.2863 0.6039 0.063 Uiso 1 1 calc R . .
C9 C 0.7737(14) 1.1208(10) 0.6601(9) 0.056(3) Uani 1 1 d . . .
H9 H 0.7868 1.1802 0.7360 0.067 Uiso 1 1 calc R . .
C10 C 0.7070(12) 0.9741(9) 0.6307(7) 0.041(2) Uani 1 1 d . . .
H10 H 0.6746 0.9323 0.6855 0.050 Uiso 1 1 calc R . .
C11 C 0.6876(10) 0.8859(7) 0.5159(6) 0.0282(17) Uani 1 1 d . . .
C12 C -0.0175(10) 0.0211(7) 0.0595(6) 0.0223(15) Uani 1 1 d . . .
C13 C -0.0827(10) 0.4299(7) -0.0324(6) 0.0243(16) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Yb1 O4 2.271(5) 2_665 ?
Yb1 O1 2.292(5) . ?
Yb1 O9 2.307(5) . ?
Yb1 O3 2.343(5) . ?
Yb1 O7 2.353(5) . ?
Yb1 O5 2.372(5) . ?
Yb1 O8 2.395(5) 2_565 ?
Yb1 O6 2.411(5) 2 ?
Yb1 C13 3.190(7) 2_565 ?
Yb1 C12 3.193(6) 2 ?
O1 C1 1.251(8) . ?
O2 C1 1.231(8) . ?
O3 C4 1.241(7) . ?
O4 C4 1.251(8) . ?
O4 Yb1 2.271(5) 2_665 ?
O5 C12 1.256(7) . ?
O6 C12 1.253(8) . ?
O6 Yb1 2.411(5) 2 ?
O7 C13 1.253(8) . ?
O8 C13 1.254(8) . ?
O8 Yb1 2.395(5) 2_565 ?
O9 H9A 0.9196 . ?
O9 H9B 0.8436 . ?
O10 H10A 0.849(11) . ?
O10 H10B 0.850(10) . ?
O11 H11A 0.850(11) . ?
O11 H11B 0.850(11) . ?
O12 H12A 0.849(10) . ?
O12 H12B 0.850(10) . ?
N1 C2 1.338(9) . ?
N1 C11 1.379(8) . ?
N1 H1 0.8600 . ?
C1 C2 1.537(9) . ?
C2 C3 1.394(10) . ?
C3 C5 1.385(9) . ?
C3 C4 1.493(9) . ?
C5 C6 1.395(9) . ?
C5 H5 0.9300 . ?
C6 C11 1.422(10) . ?
C6 C7 1.423(10) . ?
C7 C8 1.361(12) . ?
C7 H7 0.9300 . ?
C8 C9 1.374(13) . ?
C8 H8 0.9300 . ?
C9 C10 1.348(12) . ?
C9 H9 0.9300 . ?
C10 C11 1.402(10) . ?
C10 H10 0.9300 . ?
C12 C12 1.522(14) 2 ?
C12 Yb1 3.193(6) 2 ?
C13 C13 1.516(13) 2_565 ?
C13 Yb1 3.190(7) 2_565 ?

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
O4 Yb1 O1 150.27(17) 2_665 . ?
O4 Yb1 O9 99.2(2) 2_665 . ?
O1 Yb1 O9 87.30(19) . . ?
O4 Yb1 O3 80.41(17) 2_665 . ?
O1 Yb1 O3 74.34(17) . . ?
O9 Yb1 O3 70.88(17) . . ?
O4 Yb1 O7 83.3(2) 2_665 . ?
O1 Yb1 O7 105.99(18) . . ?
O9 Yb1 O7 148.86(17) . . ?
O3 Yb1 O7 139.40(16) . . ?
O4 Yb1 O5 135.96(16) 2_665 . ?
O1 Yb1 O5 73.47(16) . . ?
O9 Yb1 O5 82.87(18) . . ?
O3 Yb1 O5 139.00(16) . . ?
O7 Yb1 O5 74.54(17) . . ?
O4 Yb1 O8 82.22(18) 2_665 2_565 ?
O1 Yb1 O8 75.70(18) . 2_565 ?
O9 Yb1 O8 143.21(17) . 2_565 ?
O3 Yb1 O8 73.17(16) . 2_565 ?
O7 Yb1 O8 67.92(15) . 2_565 ?
O5 Yb1 O8 121.42(17) . 2_565 ?
O4 Yb1 O6 70.63(16) 2_665 2 ?
O1 Yb1 O6 138.47(17) . 2 ?
O9 Yb1 O6 73.82(17) . 2 ?
O3 Yb1 O6 129.36(17) . 2 ?
O7 Yb1 O6 77.89(17) . 2 ?
O5 Yb1 O6 67.81(16) . 2 ?
O8 Yb1 O6 138.42(17) 2_565 2 ?
O4 Yb1 C13 78.62(19) 2_665 2_565 ?
O1 Yb1 C13 86.85(18) . 2_565 ?
O9 Yb1 C13 163.12(17) . 2_565 ?
O3 Yb1 C13 92.28(16) . 2_565 ?
O7 Yb1 C13 47.94(15) . 2_565 ?
O5 Yb1 C13 110.52(17) . 2_565 ?
O8 Yb1 C13 20.20(16) 2_565 2_565 ?
O6 Yb1 C13 120.15(17) 2 2_565 ?
O4 Yb1 C12 89.89(17) 2_665 2 ?
O1 Yb1 C12 119.79(17) . 2 ?
O9 Yb1 C12 75.97(18) . 2 ?
O3 Yb1 C12 143.30(17) . 2 ?
O7 Yb1 C12 72.99(16) . 2 ?
O5 Yb1 C12 47.56(16) . 2 ?
O8 Yb1 C12 140.74(17) 2_565 2 ?
O6 Yb1 C12 20.32(17) 2 2 ?
C13 Yb1 C12 120.54(17) 2_565 2 ?
C1 O1 Yb1 126.4(5) . . ?
C4 O3 Yb1 130.4(4) . . ?
C4 O4 Yb1 152.5(4) . 2_665 ?
C12 O5 Yb1 119.7(4) . . ?
C12 O6 Yb1 117.7(4) . 2 ?
C13 O7 Yb1 118.8(4) . . ?
C13 O8 Yb1 118.5(4) . 2_565 ?
Yb1 O9 H9A 113.0 . . ?
Yb1 O9 H9B 137.7 . . ?
H9A O9 H9B 109.0 . . ?
H10A O10 H10B 114(3) . . ?
H11A O11 H11B 115(3) . . ?
H12A O12 H12B 114(3) . . ?
C2 N1 C11 124.0(6) . . ?
C2 N1 H1 118.0 . . ?
C11 N1 H1 118.0 . . ?
O2 C1 O1 126.9(7) . . ?
O2 C1 C2 116.2(7) . . ?
O1 C1 C2 116.8(7) . . ?
N1 C2 C3 119.8(6) . . ?
N1 C2 C1 114.1(6) . . ?
C3 C2 C1 126.1(6) . . ?
C5 C3 C2 118.3(6) . . ?
C5 C3 C4 118.8(6) . . ?
C2 C3 C4 123.0(6) . . ?
O3 C4 O4 125.5(6) . . ?
O3 C4 C3 118.6(6) . . ?
O4 C4 C3 115.8(6) . . ?
C3 C5 C6 122.2(7) . . ?
C3 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C11 118.1(6) . . ?
C5 C6 C7 125.1(7) . . ?
C11 C6 C7 116.8(7) . . ?
C8 C7 C6 119.7(8) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C7 C8 C9 121.8(8) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C10 C9 C8 121.6(8) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 118.6(8) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
N1 C11 C10 121.0(7) . . ?
N1 C11 C6 117.5(6) . . ?
C10 C11 C6 121.5(7) . . ?
O6 C12 O5 125.6(7) . . ?
O6 C12 C12 117.9(7) . 2 ?
O5 C12 C12 116.5(7) . 2 ?
O6 C12 Yb1 41.9(3) . 2 ?
O5 C12 Yb1 167.1(5) . 2 ?
C12 C12 Yb1 76.0(4) 2 2 ?
O7 C13 O8 126.1(6) . . ?
O7 C13 C13 118.1(8) . 2_565 ?
O8 C13 C13 115.8(7) . 2_565 ?
O7 C13 Yb1 166.4(5) . 2_565 ?
O8 C13 Yb1 41.3(3) . 2_565 ?
C13 C13 Yb1 74.9(5) 2_565 2_565 ?

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
O4 Yb1 O1 C1 -52.4(8) 2_665 . . . ?
O9 Yb1 O1 C1 51.4(6) . . . . ?
O3 Yb1 O1 C1 -19.5(6) . . . . ?
O7 Yb1 O1 C1 -157.2(6) . . . . ?
O5 Yb1 O1 C1 134.8(6) . . . . ?
O8 Yb1 O1 C1 -95.7(6) 2_565 . . . ?
O6 Yb1 O1 C1 113.1(6) 2 . . . ?
C13 Yb1 O1 C1 -112.8(6) 2_565 . . . ?
C12 Yb1 O1 C1 123.5(6) 2 . . . ?
O4 Yb1 O3 C4 86.0(6) 2_665 . . . ?
O1 Yb1 O3 C4 -78.2(6) . . . . ?
O9 Yb1 O3 C4 -170.8(6) . . . . ?
O7 Yb1 O3 C4 18.3(7) . . . . ?
O5 Yb1 O3 C4 -117.6(6) . . . . ?
O8 Yb1 O3 C4 1.3(6) 2_565 . . . ?
O6 Yb1 O3 C4 141.0(5) 2 . . . ?
C13 Yb1 O3 C4 7.9(6) 2_565 . . . ?
C12 Yb1 O3 C4 162.7(5) 2 . . . ?
O4 Yb1 O5 C12 15.6(6) 2_665 . . . ?
O1 Yb1 O5 C12 -169.5(5) . . . . ?
O9 Yb1 O5 C12 -80.2(5) . . . . ?
O3 Yb1 O5 C12 -129.9(5) . . . . ?
O7 Yb1 O5 C12 78.1(5) . . . . ?
O8 Yb1 O5 C12 129.4(5) 2_565 . . . ?
O6 Yb1 O5 C12 -4.9(5) 2 . . . ?
C13 Yb1 O5 C12 110.4(5) 2_565 . . . ?
C12 Yb1 O5 C12 -2.8(6) 2 . . . ?
O4 Yb1 O7 C13 -77.0(5) 2_665 . . . ?
O1 Yb1 O7 C13 74.1(5) . . . . ?
O9 Yb1 O7 C13 -173.6(5) . . . . ?
O3 Yb1 O7 C13 -10.3(7) . . . . ?
O5 Yb1 O7 C13 141.4(5) . . . . ?
O8 Yb1 O7 C13 7.3(5) 2_565 . . . ?
O6 Yb1 O7 C13 -148.6(5) 2 . . . ?
C13 Yb1 O7 C13 3.7(6) 2_565 . . . ?
C12 Yb1 O7 C13 -169.0(6) 2 . . . ?
Yb1 O1 C1 O2 -97.1(8) . . . . ?
Yb1 O1 C1 C2 85.8(7) . . . . ?
C11 N1 C2 C3 1.7(11) . . . . ?
C11 N1 C2 C1 -178.5(7) . . . . ?
O2 C1 C2 N1 -64.5(9) . . . . ?
O1 C1 C2 N1 112.8(7) . . . . ?
O2 C1 C2 C3 115.2(8) . . . . ?
O1 C1 C2 C3 -67.5(10) . . . . ?
N1 C2 C3 C5 -2.6(10) . . . . ?
C1 C2 C3 C5 177.7(7) . . . . ?
N1 C2 C3 C4 176.8(6) . . . . ?
C1 C2 C3 C4 -2.9(11) . . . . ?
Yb1 O3 C4 O4 -103.7(8) . . . . ?
Yb1 O3 C4 C3 80.1(7) . . . . ?
Yb1 O4 C4 O3 19.3(17) 2_665 . . . ?
Yb1 O4 C4 C3 -164.4(8) 2_665 . . . ?
C5 C3 C4 O3 177.8(6) . . . . ?
C2 C3 C4 O3 -1.6(10) . . . . ?
C5 C3 C4 O4 1.2(10) . . . . ?
C2 C3 C4 O4 -178.2(7) . . . . ?
C2 C3 C5 C6 0.7(10) . . . . ?
C4 C3 C5 C6 -178.7(6) . . . . ?
C3 C5 C6 C11 2.1(10) . . . . ?
C3 C5 C6 C7 -178.9(7) . . . . ?
C5 C6 C7 C8 -178.5(7) . . . . ?
C11 C6 C7 C8 0.5(11) . . . . ?
C6 C7 C8 C9 0.3(13) . . . . ?
C7 C8 C9 C10 -0.5(15) . . . . ?
C8 C9 C10 C11 -0.2(14) . . . . ?
C2 N1 C11 C10 -179.7(7) . . . . ?
C2 N1 C11 C6 1.1(11) . . . . ?
C9 C10 C11 N1 -178.1(8) . . . . ?
C9 C10 C11 C6 1.0(12) . . . . ?
C5 C6 C11 N1 -3.0(10) . . . . ?
C7 C6 C11 N1 178.0(7) . . . . ?
C5 C6 C11 C10 177.9(7) . . . . ?
C7 C6 C11 C10 -1.2(11) . . . . ?
Yb1 O6 C12 O5 -175.6(5) 2 . . . ?
Yb1 O6 C12 C12 3.9(10) 2 . . 2 ?
Yb1 O5 C12 O6 -175.7(5) . . . . ?
Yb1 O5 C12 C12 4.8(10) . . . 2 ?
Yb1 O5 C12 Yb1 170.8(19) . . . 2 ?
Yb1 O7 C13 O8 172.7(6) . . . . ?
Yb1 O7 C13 C13 -6.6(11) . . . 2_565 ?
Yb1 O7 C13 Yb1 -168.2(19) . . . 2_565 ?
Yb1 O8 C13 O7 173.3(6) 2_565 . . . ?
Yb1 O8 C13 C13 -7.4(10) 2_565 . . 2_565 ?

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
O9 H9A O10 0.92 1.86 2.720(8) 153.9 .
O10 H10A O11 0.849(11) 2.19(8) 2.930(7) 146(12) .
O10 H10B O5 0.850(10) 1.98(4) 2.799(8) 161(12) 1_655
O12 H12A O9 0.849(10) 2.31(5) 3.059(9) 147(9) 2_665
O12 H12B O7 0.850(10) 1.98(2) 2.824(8) 169(7) 2_565
N1 H1 O2 0.86 2.00 2.797(8) 154.6 2_666
O9 H9B O12 0.84 1.85 2.662(7) 161.1 1_545
O11 H11A O2 0.850(11) 2.1(3) 2.777(6) 135(36) 2_766
O11 H11B O2 0.850(11) 2.2(4) 2.777(6) 121(37) .

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         1.442
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.171
####################################################################### 
# 
# 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_CCDC1015498
_database_code_depnum_ccdc_archive 'CCDC 1015499'
_audit_update_record             
;
2014-07-23 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H44 Cl5 N6 O6 Zn4'
_chemical_formula_weight         1203.59

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   p-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.2973(12)
_cell_length_b                   13.6411(13)
_cell_length_c                   15.1641(15)
_cell_angle_alpha                90.4330(10)
_cell_angle_beta                 91.7110(10)
_cell_angle_gamma                92.5060(10)
_cell_volume                     2540.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4090
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      24.52

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1218
_exptl_absorpt_coefficient_mu    2.180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5608
_exptl_absorpt_correction_T_max  0.7082
_exptl_absorpt_process_details   'SADABS (sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13168
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0422
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         25.20
_reflns_number_total             9003
_reflns_number_gt                6738
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9003
_refine_ls_number_parameters     598
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.0609
_refine_ls_wR_factor_gt          0.0581
_refine_ls_goodness_of_fit_ref   1.511
_refine_ls_restrained_S_all      1.511
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.84001(3) 0.68027(3) 0.25616(2) 0.03711(11) Uani 1 1 d . . .
Zn2 Zn 0.55852(3) 0.65077(3) 0.28188(2) 0.04146(11) Uani 1 1 d . . .
Zn3 Zn 0.72542(4) 0.75447(3) 0.08689(2) 0.04626(12) Uani 1 1 d . . .
Zn4 Zn 0.78201(4) 1.06884(3) 0.35219(3) 0.04650(12) Uani 1 1 d . . .
Cl2 Cl 0.46584(8) 0.71687(6) 0.39056(5) 0.0514(3) Uani 1 1 d . . .
C35 C 0.6267(3) 0.8394(3) -0.0699(2) 0.0554(11) Uani 1 1 d . . .
C42 C 0.7824(3) 0.4564(3) 0.1756(3) 0.0478(10) Uani 1 1 d . . .
C38 C 0.6882(3) 0.5084(3) 0.0421(2) 0.0494(10) Uani 1 1 d . . .
C43 C 0.7492(3) 0.5331(3) 0.1191(2) 0.0441(9) Uani 1 1 d . . .
C41 C 0.7531(4) 0.3605(3) 0.1543(3) 0.0689(13) Uani 1 1 d . . .
H41 H 0.7745 0.3106 0.1915 0.083 Uiso 1 1 calc R . .
C37 C 0.6506(3) 0.5797(3) -0.0208(2) 0.0578(11) Uani 1 1 d . . .
H37 H 0.6104 0.5545 -0.0695 0.069 Uiso 1 1 calc R . .
C31 C 0.6857(3) 0.9642(3) 0.0232(3) 0.0610(11) Uani 1 1 d . . .
H31 H 0.7215 0.9856 0.0752 0.073 Uiso 1 1 calc R . .
C34 C 0.5796(3) 0.9044(4) -0.1270(3) 0.0785(14) Uani 1 1 d . . .
H34 H 0.5443 0.8822 -0.1789 0.094 Uiso 1 1 calc R . .
C40 C 0.6925(4) 0.3374(3) 0.0787(3) 0.0807(15) Uani 1 1 d . . .
H40 H 0.6737 0.2720 0.0657 0.097 Uiso 1 1 calc R . .
C33 C 0.5857(4) 1.0015(4) -0.1061(3) 0.0902(17) Uani 1 1 d . . .
H33 H 0.5531 1.0466 -0.1430 0.108 Uiso 1 1 calc R . .
C39 C 0.6593(4) 0.4089(3) 0.0224(3) 0.0711(13) Uani 1 1 d . . .
H39 H 0.6182 0.3923 -0.0284 0.085 Uiso 1 1 calc R . .
C32 C 0.6401(4) 1.0321(3) -0.0308(3) 0.0797(15) Uani 1 1 d . . .
H32 H 0.6462 1.0985 -0.0161 0.096 Uiso 1 1 calc R . .
C36 C 0.6198(4) 0.7308(3) -0.0904(2) 0.0764(13) Uani 1 1 d . . .
H36A H 0.5441 0.7097 -0.1011 0.092 Uiso 1 1 calc R . .
H36B H 0.6588 0.7184 -0.1437 0.092 Uiso 1 1 calc R . .
Cl3 Cl 0.57774(8) 0.78580(7) 0.18415(6) 0.0656(3) Uani 1 1 d . . .
Cl1 Cl 0.47581(9) 0.53412(8) 0.20230(7) 0.0808(3) Uani 1 1 d . . .
O5 O 0.77714(18) 0.62561(14) 0.14087(13) 0.0440(6) Uani 1 1 d . . .
O6 O 0.8429(2) 0.48646(16) 0.24844(16) 0.0564(7) Uani 1 1 d . . .
N6 N 0.6660(3) 0.6734(2) -0.01765(18) 0.0533(8) Uani 1 1 d . . .
N5 N 0.6806(2) 0.8683(2) 0.00399(18) 0.0504(8) Uani 1 1 d . . .
C45 C 0.9426(4) 0.4586(3) 0.3826(3) 0.0879(15) Uani 1 1 d . . .
H45A H 1.0053 0.4934 0.3601 0.132 Uiso 1 1 calc R . .
H45B H 0.9657 0.4088 0.4224 0.132 Uiso 1 1 calc R . .
H45C H 0.8989 0.5036 0.4133 0.132 Uiso 1 1 calc R . .
C44 C 0.8771(4) 0.4121(3) 0.3078(3) 0.0770(14) Uani 1 1 d . . .
H44A H 0.9206 0.3660 0.2770 0.092 Uiso 1 1 calc R . .
H44B H 0.8139 0.3764 0.3302 0.092 Uiso 1 1 calc R . .
C20 C 1.0686(3) 0.7034(3) 0.3129(2) 0.0495(10) Uani 1 1 d . . .
C17 C 1.1572(4) 0.6143(3) 0.1736(3) 0.0907(16) Uani 1 1 d . . .
H17 H 1.1861 0.5833 0.1253 0.109 Uiso 1 1 calc R . .
C16 C 1.0470(3) 0.6174(3) 0.1816(2) 0.0647(12) Uani 1 1 d . . .
H16 H 1.0014 0.5885 0.1378 0.078 Uiso 1 1 calc R . .
C18 C 1.2249(4) 0.6575(4) 0.2377(3) 0.1018(17) Uani 1 1 d . . .
H18 H 1.3001 0.6563 0.2333 0.122 Uiso 1 1 calc R . .
C19 C 1.1802(3) 0.7022(3) 0.3083(3) 0.0783(13) Uani 1 1 d . . .
H19 H 1.2246 0.7315 0.3526 0.094 Uiso 1 1 calc R . .
N3 N 1.0025(2) 0.6610(2) 0.25098(18) 0.0465(8) Uani 1 1 d . . .
C21 C 1.0141(3) 0.7469(2) 0.3908(2) 0.0468(9) Uani 1 1 d . . .
H21A H 1.0035 0.6969 0.4352 0.056 Uiso 1 1 calc R . .
H21B H 1.0610 0.7992 0.4165 0.056 Uiso 1 1 calc R . .
Cl5 Cl 0.93216(9) 1.15608(7) 0.38659(7) 0.0787(3) Uani 1 1 d . . .
Cl4 Cl 0.67318(10) 1.11487(8) 0.24427(7) 0.0817(4) Uani 1 1 d . . .
O1 O 0.83072(18) 0.80688(14) 0.17915(12) 0.0373(5) Uani 1 1 d . . .
N4 N 0.9079(2) 0.78618(18) 0.36512(15) 0.0341(6) Uani 1 1 d . . .
C22 C 0.8332(3) 0.7929(2) 0.44083(19) 0.0370(8) Uani 1 1 d . . .
H22 H 0.8729 0.8265 0.4901 0.044 Uiso 1 1 calc R . .
O3 O 0.71244(16) 0.65473(14) 0.32868(13) 0.0334(5) Uani 1 1 d . . .
C28 C 0.7290(3) 0.6323(2) 0.4151(2) 0.0361(8) Uani 1 1 d . . .
C23 C 0.7893(3) 0.6947(2) 0.4724(2) 0.0370(8) Uani 1 1 d . . .
C27 C 0.6816(3) 0.5441(2) 0.4474(2) 0.0451(9) Uani 1 1 d . . .
C24 C 0.8056(3) 0.6686(3) 0.5608(2) 0.0530(10) Uani 1 1 d . . .
H24 H 0.8476 0.7095 0.5989 0.064 Uiso 1 1 calc R . .
C26 C 0.6972(3) 0.5199(3) 0.5351(3) 0.0594(11) Uani 1 1 d . . .
H26 H 0.6660 0.4617 0.5563 0.071 Uiso 1 1 calc R . .
C25 C 0.7589(3) 0.5815(3) 0.5912(2) 0.0626(12) Uani 1 1 d . . .
H25 H 0.7693 0.5644 0.6500 0.075 Uiso 1 1 calc R . .
O4 O 0.6222(2) 0.49001(17) 0.38573(15) 0.0596(7) Uani 1 1 d . . .
C29 C 0.5763(4) 0.3959(3) 0.4114(3) 0.0938(17) Uani 1 1 d . . .
H29A H 0.6316 0.3615 0.4441 0.113 Uiso 1 1 calc R . .
H29B H 0.5172 0.4065 0.4510 0.113 Uiso 1 1 calc R . .
C30 C 0.5369(6) 0.3366(3) 0.3419(4) 0.170(3) Uani 1 1 d . . .
H30A H 0.4674 0.3584 0.3215 0.255 Uiso 1 1 calc R . .
H30B H 0.5289 0.2700 0.3615 0.255 Uiso 1 1 calc R . .
H30C H 0.5871 0.3403 0.2946 0.255 Uiso 1 1 calc R . .
O2 O 0.9306(2) 0.81480(19) 0.02523(16) 0.0704(8) Uani 1 1 d . . .
N2 N 0.8020(2) 0.91961(17) 0.33314(15) 0.0333(6) Uani 1 1 d . . .
N1 N 0.7055(2) 1.0217(2) 0.46455(17) 0.0468(8) Uani 1 1 d . . .
C6 C 0.7461(3) 0.8612(2) 0.40386(19) 0.0339(8) Uani 1 1 d . . .
H6 H 0.6873 0.8203 0.3758 0.041 Uiso 1 1 calc R . .
C5 C 0.6974(3) 0.9241(2) 0.4738(2) 0.0401(9) Uani 1 1 d . . .
C4 C 0.6432(3) 0.8820(3) 0.5425(2) 0.0589(11) Uani 1 1 d . . .
H4 H 0.6372 0.8140 0.5472 0.071 Uiso 1 1 calc R . .
C1 C 0.6616(3) 1.0786(3) 0.5253(2) 0.0612(12) Uani 1 1 d . . .
H1 H 0.6677 1.1463 0.5190 0.073 Uiso 1 1 calc R . .
C3 C 0.5975(4) 0.9408(3) 0.6047(2) 0.0727(13) Uani 1 1 d . . .
H3 H 0.5604 0.9129 0.6515 0.087 Uiso 1 1 calc R . .
C2 C 0.6078(4) 1.0407(3) 0.5966(3) 0.0720(13) Uani 1 1 d . . .
H2 H 0.5791 1.0819 0.6382 0.086 Uiso 1 1 calc R . .
C13 C 0.9254(3) 0.8597(2) 0.1740(2) 0.0404(9) Uani 1 1 d . . .
C8 C 0.9721(3) 0.9050(2) 0.2491(2) 0.0438(9) Uani 1 1 d . . .
C12 C 0.9800(3) 0.8672(3) 0.0941(2) 0.0560(11) Uani 1 1 d . . .
C9 C 1.0689(3) 0.9597(3) 0.2449(3) 0.0660(12) Uani 1 1 d . . .
H9 H 1.0988 0.9909 0.2953 0.079 Uiso 1 1 calc R . .
C11 C 1.0766(4) 0.9216(3) 0.0916(3) 0.0860(15) Uani 1 1 d . . .
H11 H 1.1126 0.9273 0.0386 0.103 Uiso 1 1 calc R . .
C10 C 1.1211(4) 0.9680(3) 0.1665(3) 0.0906(16) Uani 1 1 d . . .
H10 H 1.1863 1.0047 0.1637 0.109 Uiso 1 1 calc R . .
C7 C 0.9161(3) 0.8902(2) 0.3358(2) 0.0388(8) Uani 1 1 d . . .
H7 H 0.9565 0.9292 0.3814 0.047 Uiso 1 1 calc R . .
C14 C 0.9947(4) 0.8006(4) -0.0516(3) 0.119(2) Uani 1 1 d . . .
H14A H 1.0629 0.7717 -0.0351 0.142 Uiso 1 1 calc R . .
H14B H 1.0107 0.8630 -0.0798 0.142 Uiso 1 1 calc R . .
C15 C 0.9304(5) 0.7351(5) -0.1117(4) 0.205(4) Uani 1 1 d . . .
H15A H 0.9204 0.6719 -0.0850 0.308 Uiso 1 1 calc R . .
H15B H 0.9680 0.7283 -0.1659 0.308 Uiso 1 1 calc R . .
H15C H 0.8607 0.7620 -0.1237 0.308 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
Zn1 O3 1.9628(19) . ?
Zn1 O5 2.015(2) . ?
Zn1 N3 2.030(3) . ?
Zn1 O1 2.0974(19) . ?
Zn1 N4 2.300(2) . ?
Zn2 O3 2.000(2) . ?
Zn2 Cl1 2.1861(10) . ?
Zn2 Cl2 2.2377(9) . ?
Zn2 Cl3 2.3810(9) . ?
Zn3 O1 1.985(2) . ?
Zn3 N6 2.026(3) . ?
Zn3 O5 2.062(2) . ?
Zn3 N5 2.088(3) . ?
Zn3 Cl3 2.4237(10) . ?
Zn4 N1 2.064(3) . ?
Zn4 N2 2.080(2) . ?
Zn4 Cl4 2.1958(12) . ?
Zn4 Cl5 2.1997(11) . ?
C35 N5 1.333(4) . ?
C35 C34 1.377(5) . ?
C35 C36 1.510(5) . ?
C42 O6 1.364(4) . ?
C42 C41 1.375(5) . ?
C42 C43 1.423(5) . ?
C38 C43 1.399(5) . ?
C38 C39 1.415(5) . ?
C38 C37 1.449(5) . ?
C43 O5 1.330(3) . ?
C41 C40 1.375(6) . ?
C37 N6 1.285(4) . ?
C31 N5 1.336(4) . ?
C31 C32 1.369(5) . ?
C34 C33 1.358(6) . ?
C40 C39 1.369(5) . ?
C33 C32 1.360(6) . ?
C36 N6 1.472(4) . ?
O6 C44 1.430(4) . ?
C45 C44 1.492(5) . ?
C20 N3 1.335(4) . ?
C20 C19 1.376(5) . ?
C20 C21 1.506(4) . ?
C17 C18 1.373(6) . ?
C17 C16 1.367(5) . ?
C16 N3 1.347(4) . ?
C18 C19 1.369(5) . ?
C21 N4 1.476(4) . ?
O1 C13 1.347(3) . ?
N4 C7 1.490(3) . ?
N4 C22 1.496(3) . ?
C22 C23 1.508(4) . ?
C22 C6 1.546(4) . ?
O3 C28 1.359(3) . ?
C28 C23 1.387(4) . ?
C28 C27 1.412(4) . ?
C23 C24 1.401(4) . ?
C27 O4 1.361(4) . ?
C27 C26 1.383(4) . ?
C24 C25 1.384(4) . ?
C26 C25 1.379(5) . ?
O4 C29 1.441(4) . ?
C29 C30 1.387(6) . ?
O2 C12 1.372(4) . ?
O2 C14 1.443(4) . ?
N2 C7 1.476(4) . ?
N2 C6 1.505(3) . ?
N1 C5 1.340(4) . ?
N1 C1 1.340(4) . ?
C6 C5 1.513(4) . ?
C5 C4 1.370(4) . ?
C4 C3 1.381(4) . ?
C1 C2 1.377(4) . ?
C3 C2 1.370(5) . ?
C13 C8 1.389(4) . ?
C13 C12 1.405(4) . ?
C8 C9 1.381(4) . ?
C8 C7 1.512(4) . ?
C12 C11 1.374(5) . ?
C9 C10 1.371(5) . ?
C11 C10 1.383(5) . ?
C14 C15 1.462(6) . ?

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
O3 Zn1 O5 98.26(9) . . ?
O3 Zn1 N3 143.04(10) . . ?
O5 Zn1 N3 104.97(10) . . ?
O3 Zn1 O1 113.76(8) . . ?
O5 Zn1 O1 77.98(8) . . ?
N3 Zn1 O1 99.10(10) . . ?
O3 Zn1 N4 87.99(8) . . ?
O5 Zn1 N4 162.73(8) . . ?
N3 Zn1 N4 78.26(10) . . ?
O1 Zn1 N4 84.76(8) . . ?
O3 Zn2 Cl1 127.06(7) . . ?
O3 Zn2 Cl2 104.04(6) . . ?
Cl1 Zn2 Cl2 117.60(4) . . ?
O3 Zn2 Cl3 97.10(6) . . ?
Cl1 Zn2 Cl3 104.71(4) . . ?
Cl2 Zn2 Cl3 101.29(4) . . ?
O1 Zn3 N6 159.12(11) . . ?
O1 Zn3 O5 79.47(8) . . ?
N6 Zn3 O5 87.41(11) . . ?
O1 Zn3 N5 109.31(11) . . ?
N6 Zn3 N5 81.08(13) . . ?
O5 Zn3 N5 166.36(10) . . ?
O1 Zn3 Cl3 89.33(7) . . ?
N6 Zn3 Cl3 108.94(9) . . ?
O5 Zn3 Cl3 99.41(6) . . ?
N5 Zn3 Cl3 91.28(8) . . ?
N1 Zn4 N2 83.15(10) . . ?
N1 Zn4 Cl4 115.33(9) . . ?
N2 Zn4 Cl4 106.32(8) . . ?
N1 Zn4 Cl5 110.69(8) . . ?
N2 Zn4 Cl5 115.16(8) . . ?
Cl4 Zn4 Cl5 120.27(4) . . ?
N5 C35 C34 122.6(4) . . ?
N5 C35 C36 117.3(3) . . ?
C34 C35 C36 120.1(4) . . ?
O6 C42 C41 125.2(4) . . ?
O6 C42 C43 115.1(3) . . ?
C41 C42 C43 119.8(4) . . ?
C43 C38 C39 120.1(4) . . ?
C43 C38 C37 123.8(3) . . ?
C39 C38 C37 116.1(4) . . ?
O5 C43 C38 122.2(3) . . ?
O5 C43 C42 119.2(3) . . ?
C38 C43 C42 118.7(3) . . ?
C42 C41 C40 120.9(4) . . ?
N6 C37 C38 127.9(3) . . ?
N5 C31 C32 122.4(4) . . ?
C33 C34 C35 118.8(5) . . ?
C39 C40 C41 121.2(4) . . ?
C32 C33 C34 119.3(5) . . ?
C40 C39 C38 119.4(4) . . ?
C33 C32 C31 119.3(5) . . ?
N6 C36 C35 111.7(3) . . ?
Zn2 Cl3 Zn3 108.10(4) . . ?
C43 O5 Zn1 129.0(2) . . ?
C43 O5 Zn3 129.8(2) . . ?
Zn1 O5 Zn3 98.55(8) . . ?
C42 O6 C44 117.1(3) . . ?
C37 N6 C36 117.8(3) . . ?
C37 N6 Zn3 126.6(3) . . ?
C36 N6 Zn3 114.7(2) . . ?
C31 N5 C35 117.6(3) . . ?
C31 N5 Zn3 126.9(3) . . ?
C35 N5 Zn3 114.7(3) . . ?
O6 C44 C45 109.4(3) . . ?
N3 C20 C19 121.8(3) . . ?
N3 C20 C21 116.1(3) . . ?
C19 C20 C21 122.0(4) . . ?
C18 C17 C16 119.2(4) . . ?
N3 C16 C17 121.9(4) . . ?
C19 C18 C17 119.1(5) . . ?
C18 C19 C20 119.3(4) . . ?
C20 N3 C16 118.6(3) . . ?
C20 N3 Zn1 118.8(2) . . ?
C16 N3 Zn1 122.1(3) . . ?
N4 C21 C20 111.6(3) . . ?
C13 O1 Zn3 131.84(19) . . ?
C13 O1 Zn1 114.38(19) . . ?
Zn3 O1 Zn1 98.33(8) . . ?
C21 N4 C7 113.3(3) . . ?
C21 N4 C22 112.9(2) . . ?
C7 N4 C22 101.5(2) . . ?
C21 N4 Zn1 104.06(18) . . ?
C7 N4 Zn1 112.91(18) . . ?
C22 N4 Zn1 112.56(18) . . ?
N4 C22 C23 113.9(2) . . ?
N4 C22 C6 102.0(2) . . ?
C23 C22 C6 114.9(3) . . ?
C28 O3 Zn1 118.45(18) . . ?
C28 O3 Zn2 117.28(17) . . ?
Zn1 O3 Zn2 124.14(10) . . ?
O3 C28 C23 121.7(3) . . ?
O3 C28 C27 118.9(3) . . ?
C23 C28 C27 119.4(3) . . ?
C28 C23 C24 120.0(3) . . ?
C28 C23 C22 120.2(3) . . ?
C24 C23 C22 119.7(3) . . ?
O4 C27 C26 126.0(3) . . ?
O4 C27 C28 114.2(3) . . ?
C26 C27 C28 119.9(3) . . ?
C25 C24 C23 119.7(3) . . ?
C25 C26 C27 120.3(3) . . ?
C26 C25 C24 120.7(4) . . ?
C27 O4 C29 118.0(3) . . ?
C30 C29 O4 114.7(4) . . ?
C12 O2 C14 116.8(3) . . ?
C7 N2 C6 105.8(2) . . ?
C7 N2 Zn4 114.87(19) . . ?
C6 N2 Zn4 110.40(16) . . ?
C5 N1 C1 118.8(3) . . ?
C5 N1 Zn4 114.8(2) . . ?
C1 N1 Zn4 126.4(2) . . ?
N2 C6 C5 113.6(2) . . ?
N2 C6 C22 105.1(2) . . ?
C5 C6 C22 113.5(3) . . ?
N1 C5 C4 121.3(3) . . ?
N1 C5 C6 117.9(3) . . ?
C4 C5 C6 120.7(3) . . ?
C3 C4 C5 119.7(3) . . ?
N1 C1 C2 122.6(3) . . ?
C2 C3 C4 119.1(3) . . ?
C1 C2 C3 118.4(3) . . ?
O1 C13 C8 119.8(3) . . ?
O1 C13 C12 121.0(3) . . ?
C8 C13 C12 119.2(3) . . ?
C13 C8 C9 120.5(3) . . ?
C13 C8 C7 118.4(3) . . ?
C9 C8 C7 121.1(3) . . ?
O2 C12 C11 126.2(3) . . ?
O2 C12 C13 114.5(3) . . ?
C11 C12 C13 119.2(4) . . ?
C10 C9 C8 120.0(4) . . ?
C12 C11 C10 121.0(4) . . ?
C9 C10 C11 120.0(4) . . ?
N2 C7 N4 103.5(2) . . ?
N2 C7 C8 113.3(3) . . ?
N4 C7 C8 114.3(3) . . ?
O2 C14 C15 107.1(4) . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.068
####################################################################### 
# 
# 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_CCDC1015500
_database_code_depnum_ccdc_archive 'CCDC 1015500'
_audit_update_record             
;
2014-08-18 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H42 Cd4 Cl6 N4 O6 S2'
_chemical_formula_weight         1329.14

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.495(4)
_cell_length_b                   8.812(5)
_cell_length_c                   16.014(8)
_cell_angle_alpha                96.662(7)
_cell_angle_beta                 93.244(6)
_cell_angle_gamma                106.658(6)
_cell_volume                     1135.6(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1270
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      21.69

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.944
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    2.337
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5407
_exptl_absorpt_correction_T_max  0.7999
_exptl_absorpt_process_details   'SADABS (sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5569
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0734
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.29
_diffrn_reflns_theta_max         24.80
_reflns_number_total             3799
_reflns_number_gt                2819
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0588P)²+77.6571P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3799
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1107
_refine_ls_R_factor_gt           0.0894
_refine_ls_wR_factor_ref         0.2751
_refine_ls_wR_factor_gt          0.2655
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd2 Cd 0.48100(19) 1.04634(18) 0.38570(9) 0.0364(4) Uani 1 1 d . . .
Cd1 Cd 0.66784(18) 1.04064(17) 0.19043(9) 0.0356(4) Uani 1 1 d . . .
C10 C 0.037(2) 0.542(2) 0.1731(13) 0.033(4) Uani 1 1 d . . .
H10 H -0.0608 0.4619 0.1535 0.039 Uiso 1 1 calc R . .
C13 C 0.319(2) 0.781(2) 0.2286(11) 0.032(4) Uani 1 1 d . . .
C8 C 0.323(2) 0.672(2) 0.1582(13) 0.038(5) Uani 1 1 d . . .
C9 C 0.174(3) 0.548(3) 0.1305(17) 0.059(7) Uani 1 1 d . . .
H9 H 0.1700 0.4714 0.0845 0.071 Uiso 1 1 calc R . .
C3 C 1.187(3) 0.960(3) 0.0832(14) 0.050(6) Uani 1 1 d . . .
H3 H 1.2805 0.9516 0.0580 0.060 Uiso 1 1 calc R . .
C5 C 0.898(3) 0.873(3) 0.0925(13) 0.039(5) Uani 1 1 d . . .
C12 C 0.179(2) 0.766(2) 0.2685(12) 0.036(5) Uani 1 1 d . . .
C7 C 0.470(3) 0.676(3) 0.1118(13) 0.043(5) Uani 1 1 d . . .
H7 H 0.4621 0.5859 0.0735 0.052 Uiso 1 1 calc R . .
C4 C 1.037(2) 0.848(3) 0.0575(14) 0.039(5) Uani 1 1 d . . .
H4 H 1.0280 0.7586 0.0183 0.047 Uiso 1 1 calc R . .
C11 C 0.036(3) 0.639(3) 0.2375(16) 0.052(6) Uani 1 1 d . . .
H11 H -0.0600 0.6275 0.2646 0.063 Uiso 1 1 calc R . .
C1 C 1.062(3) 1.095(3) 0.1795(17) 0.062(7) Uani 1 1 d . . .
H1 H 1.0715 1.1784 0.2226 0.074 Uiso 1 1 calc R . .
C2 C 1.199(3) 1.083(3) 0.1453(15) 0.052(6) Uani 1 1 d . . .
H2 H 1.3006 1.1583 0.1635 0.062 Uiso 1 1 calc R . .
C15 C 0.002(4) 0.768(4) 0.4384(19) 0.084(10) Uani 1 1 d . . .
H15A H -0.0192 0.6614 0.4091 0.126 Uiso 1 1 calc R . .
H15B H -0.0966 0.7782 0.4620 0.126 Uiso 1 1 calc R . .
H15C H 0.0886 0.7873 0.4830 0.126 Uiso 1 1 calc R . .
C14 C 0.051(3) 0.882(3) 0.3799(14) 0.053(6) Uani 1 1 d . . .
H14A H -0.0408 0.8650 0.3373 0.064 Uiso 1 1 calc R . .
H14B H 0.0708 0.9888 0.4104 0.064 Uiso 1 1 calc R . .
C6 C 0.731(3) 0.756(3) 0.0640(16) 0.055(6) Uani 1 1 d . . .
H6A H 0.7003 0.7648 0.0060 0.066 Uiso 1 1 calc R . .
H6B H 0.7373 0.6481 0.0660 0.066 Uiso 1 1 calc R . .
N2 N 0.603(2) 0.784(2) 0.1177(10) 0.037(4) Uani 1 1 d . . .
N1 N 0.9119(19) 0.9938(18) 0.1558(11) 0.034(4) Uani 1 1 d . . .
O1 O 0.4605(17) 0.9048(16) 0.2584(8) 0.040(3) Uani 1 1 d . . .
O2 O 0.1927(19) 0.8776(19) 0.3384(10) 0.051(4) Uani 1 1 d . . .
Cl1 Cl 0.6223(7) 1.2309(7) 0.0984(4) 0.0498(14) Uani 1 1 d . . .
Cl3 Cl 0.5805(9) 0.8483(7) 0.4661(3) 0.0553(16) Uani 1 1 d . . .
Cl2 Cl 0.7697(7) 1.1955(7) 0.3382(4) 0.0515(14) Uani 1 1 d . . .
O3 O 0.380(2) 1.2328(19) 0.3388(11) 0.058(4) Uani 1 1 d . . .
S1 S 0.4487(8) 1.4056(7) 0.3790(4) 0.0519(15) Uani 1 1 d . . .
C17 C 0.538(4) 1.510(3) 0.2971(19) 0.077(9) Uani 1 1 d . . .
H17A H 0.6464 1.4998 0.2918 0.115 Uiso 1 1 calc R . .
H17B H 0.5456 1.6216 0.3104 0.115 Uiso 1 1 calc R . .
H17C H 0.4705 1.4670 0.2449 0.115 Uiso 1 1 calc R . .
C16 C 0.270(3) 1.475(3) 0.387(2) 0.080(10) Uani 1 1 d . . .
H16A H 0.1866 1.4172 0.3423 0.120 Uiso 1 1 calc R . .
H16B H 0.2999 1.5872 0.3821 0.120 Uiso 1 1 calc R . .
H16C H 0.2277 1.4580 0.4405 0.120 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
Cd2 O3 2.239(17) . ?
Cd2 O1 2.233(13) . ?
Cd2 O2 2.494(16) . ?
Cd2 Cl3 2.581(6) . ?
Cd2 Cl3 2.583(6) 2_676 ?
Cd2 Cl2 2.630(6) . ?
Cd1 O1 2.243(14) . ?
Cd1 N1 2.312(15) . ?
Cd1 N2 2.317(17) . ?
Cd1 Cl1 2.453(6) . ?
Cd1 Cl2 2.560(6) . ?
C10 C11 1.26(3) . ?
C10 C9 1.38(3) . ?
C13 C12 1.37(3) . ?
C13 O1 1.39(2) . ?
C13 C8 1.40(3) . ?
C8 C9 1.42(3) . ?
C8 C7 1.49(3) . ?
C3 C2 1.36(3) . ?
C3 C4 1.38(3) . ?
C5 N1 1.36(3) . ?
C5 C4 1.40(3) . ?
C5 C6 1.50(3) . ?
C12 O2 1.38(2) . ?
C12 C11 1.41(3) . ?
C7 N2 1.24(3) . ?
C1 N1 1.33(3) . ?
C1 C2 1.34(3) . ?
C15 C14 1.45(4) . ?
C14 O2 1.42(3) . ?
C6 N2 1.49(3) . ?
Cl3 Cd2 2.583(6) 2_676 ?
O3 S1 1.514(16) . ?
S1 C16 1.80(3) . ?
S1 C17 1.77(3) . ?

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
O3 Cd2 O1 94.8(6) . . ?
O3 Cd2 O2 80.9(6) . . ?
O1 Cd2 O2 67.6(5) . . ?
O3 Cd2 Cl3 169.5(5) . . ?
O1 Cd2 Cl3 95.0(4) . . ?
O2 Cd2 Cl3 99.2(4) . . ?
O3 Cd2 Cl3 86.2(5) . 2_676 ?
O1 Cd2 Cl3 163.1(4) . 2_676 ?
O2 Cd2 Cl3 96.0(4) . 2_676 ?
Cl3 Cd2 Cl3 83.34(18) . 2_676 ?
O3 Cd2 Cl2 88.8(5) . . ?
O1 Cd2 Cl2 81.2(4) . . ?
O2 Cd2 Cl2 145.9(4) . . ?
Cl3 Cd2 Cl2 96.6(2) . . ?
Cl3 Cd2 Cl2 115.8(2) 2_676 . ?
O1 Cd1 N1 132.0(6) . . ?
O1 Cd1 N2 77.5(5) . . ?
N1 Cd1 N2 72.3(5) . . ?
O1 Cd1 Cl1 120.0(4) . . ?
N1 Cd1 Cl1 105.6(4) . . ?
N2 Cd1 Cl1 111.4(4) . . ?
O1 Cd1 Cl2 82.6(3) . . ?
N1 Cd1 Cl2 98.1(4) . . ?
N2 Cd1 Cl2 140.9(4) . . ?
Cl1 Cd1 Cl2 107.7(2) . . ?
C11 C10 C9 123.5(18) . . ?
C12 C13 O1 119.7(16) . . ?
C12 C13 C8 120.8(18) . . ?
O1 C13 C8 119.6(18) . . ?
C9 C8 C13 117(2) . . ?
C9 C8 C7 118.1(19) . . ?
C13 C8 C7 124.9(18) . . ?
C10 C9 C8 118.9(19) . . ?
C2 C3 C4 120(2) . . ?
N1 C5 C4 121(2) . . ?
N1 C5 C6 119.5(18) . . ?
C4 C5 C6 119(2) . . ?
C13 C12 O2 115.2(16) . . ?
C13 C12 C11 119.2(19) . . ?
O2 C12 C11 125.6(19) . . ?
N2 C7 C8 128(2) . . ?
C3 C4 C5 118(2) . . ?
C10 C11 C12 121(2) . . ?
N1 C1 C2 124(2) . . ?
C3 C2 C1 119(2) . . ?
O2 C14 C15 116(2) . . ?
N2 C6 C5 111.8(18) . . ?
C7 N2 C6 117.1(18) . . ?
C7 N2 Cd1 128.2(15) . . ?
C6 N2 Cd1 114.2(13) . . ?
C1 N1 C5 117.8(19) . . ?
C1 N1 Cd1 124.7(15) . . ?
C5 N1 Cd1 115.9(13) . . ?
C13 O1 Cd1 130.9(11) . . ?
C13 O1 Cd2 120.9(11) . . ?
Cd1 O1 Cd2 106.5(5) . . ?
C12 O2 C14 119.9(16) . . ?
C12 O2 Cd2 114.3(12) . . ?
C14 O2 Cd2 125.7(13) . . ?
Cd2 Cl3 Cd2 96.66(18) . 2_676 ?
Cd1 Cl2 Cd2 87.44(17) . . ?
S1 O3 Cd2 119.8(9) . . ?
O3 S1 C16 104.4(12) . . ?
O3 S1 C17 105.0(13) . . ?
C16 S1 C17 99.4(15) . . ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        24.80
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         2.483
_refine_diff_density_min         -1.570
_refine_diff_density_rms         0.269
####################################################################### 
# 
# 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_CCDC1015500
_database_code_depnum_ccdc_archive 'CCDC 1015501'
_audit_update_record             
;
2014-07-23 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H22 Cl2 N4 O2 Zn2'
_chemical_formula_weight         624.12

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.330(3)
_cell_length_b                   9.003(3)
_cell_length_c                   15.332(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.388(4)
_cell_angle_gamma                90.00
_cell_volume                     1252.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2043
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      24.70

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      1.655
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    2.160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5830
_exptl_absorpt_correction_T_max  0.7970
_exptl_absorpt_process_details   'SADABS (sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6176
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2203
_reflns_number_gt                1787
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0365P)²+0.0279P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2203
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0721
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.62596(3) -0.00961(3) 0.089208(19) 0.03989(13) Uani 1 1 d . . .
Cl1 Cl 0.54572(8) -0.10063(8) 0.20665(5) 0.0603(2) Uani 1 1 d . . .
C7 C 0.6837(3) 0.3164(3) 0.09654(16) 0.0451(6) Uani 1 1 d . . .
H7 H 0.7504 0.3947 0.1090 0.054 Uiso 1 1 calc R . .
C8 C 0.5297(3) 0.3517(3) 0.08946(16) 0.0416(6) Uani 1 1 d . . .
C13 C 0.4120(3) 0.2522(3) 0.05243(16) 0.0412(6) Uani 1 1 d . . .
C5 C 0.9527(3) 0.0268(3) 0.12857(17) 0.0416(6) Uani 1 1 d . . .
C12 C 0.2690(3) 0.3053(3) 0.04489(18) 0.0496(7) Uani 1 1 d . . .
H12 H 0.1901 0.2435 0.0204 0.059 Uiso 1 1 calc R . .
C6 C 0.8938(3) 0.1754(3) 0.09120(18) 0.0485(7) Uani 1 1 d . . .
H6A H 0.9462 0.2540 0.1287 0.058 Uiso 1 1 calc R . .
H6B H 0.9106 0.1874 0.0315 0.058 Uiso 1 1 calc R . .
C2 C 1.0482(3) -0.2440(3) 0.19863(19) 0.0567(8) Uani 1 1 d . . .
H2 H 1.0778 -0.3371 0.2224 0.068 Uiso 1 1 calc R . .
C1 C 0.9022(3) -0.2094(3) 0.17168(18) 0.0508(7) Uani 1 1 d . . .
H1 H 0.8333 -0.2808 0.1780 0.061 Uiso 1 1 calc R . .
C3 C 1.1506(3) -0.1386(4) 0.18998(19) 0.0606(8) Uani 1 1 d . . .
H3 H 1.2508 -0.1593 0.2078 0.073 Uiso 1 1 calc R . .
C11 C 0.2401(4) 0.4465(3) 0.0725(2) 0.0584(8) Uani 1 1 d . . .
H11 H 0.1433 0.4772 0.0671 0.070 Uiso 1 1 calc R . .
C10 C 0.3549(4) 0.5417(3) 0.10806(19) 0.0617(9) Uani 1 1 d . . .
H10 H 0.3358 0.6366 0.1264 0.074 Uiso 1 1 calc R . .
C9 C 0.4970(4) 0.4947(3) 0.11601(19) 0.0508(7) Uani 1 1 d . . .
H9 H 0.5740 0.5593 0.1396 0.061 Uiso 1 1 calc R . .
C4 C 1.1032(3) -0.0029(3) 0.15483(19) 0.0541(8) Uani 1 1 d . . .
H4 H 1.1712 0.0695 0.1484 0.065 Uiso 1 1 calc R . .
N1 N 0.8530(2) -0.0763(2) 0.13621(13) 0.0432(5) Uani 1 1 d . . .
O1 O 0.43593(19) 0.11787(17) 0.02751(11) 0.0443(4) Uani 1 1 d . . .
N2 N 0.7362(2) 0.1879(2) 0.08722(13) 0.0413(5) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0017(17) 3_655 ?
Zn1 N2 2.058(2) . ?
Zn1 O1 2.1398(17) . ?
Zn1 N1 2.159(2) . ?
Zn1 Cl1 2.2580(9) . ?
C7 N2 1.278(3) . ?
C7 C8 1.451(4) . ?
C8 C9 1.404(3) . ?
C8 C13 1.429(4) . ?
C13 O1 1.303(3) . ?
C13 C12 1.397(4) . ?
C5 N1 1.338(3) . ?
C5 C4 1.394(4) . ?
C5 C6 1.509(3) . ?
C12 C11 1.386(4) . ?
C6 N2 1.461(3) . ?
C2 C1 1.364(4) . ?
C2 C3 1.375(4) . ?
C1 N1 1.352(3) . ?
C3 C4 1.367(4) . ?
C11 C10 1.381(4) . ?
C10 C9 1.370(4) . ?
O1 Zn1 2.0017(17) 3_655 ?

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 Zn1 N2 116.69(7) 3_655 . ?
O1 Zn1 O1 80.10(7) 3_655 . ?
N2 Zn1 O1 84.02(7) . . ?
O1 Zn1 N1 102.75(7) 3_655 . ?
N2 Zn1 N1 77.87(8) . . ?
O1 Zn1 N1 160.96(7) . . ?
O1 Zn1 Cl1 117.12(6) 3_655 . ?
N2 Zn1 Cl1 125.77(6) . . ?
O1 Zn1 Cl1 98.82(5) . . ?
N1 Zn1 Cl1 96.54(6) . . ?
N2 C7 C8 126.1(2) . . ?
C9 C8 C13 119.4(3) . . ?
C9 C8 C7 117.2(2) . . ?
C13 C8 C7 123.3(2) . . ?
O1 C13 C12 121.2(2) . . ?
O1 C13 C8 122.1(2) . . ?
C12 C13 C8 116.7(2) . . ?
N1 C5 C4 121.1(2) . . ?
N1 C5 C6 116.7(2) . . ?
C4 C5 C6 122.2(2) . . ?
C11 C12 C13 122.5(3) . . ?
N2 C6 C5 111.0(2) . . ?
C1 C2 C3 118.7(3) . . ?
N1 C1 C2 123.1(3) . . ?
C4 C3 C2 119.1(3) . . ?
C10 C11 C12 120.2(3) . . ?
C9 C10 C11 119.3(3) . . ?
C10 C9 C8 121.8(3) . . ?
C3 C4 C5 119.8(3) . . ?
C5 N1 C1 118.2(2) . . ?
C5 N1 Zn1 115.23(17) . . ?
C1 N1 Zn1 126.61(18) . . ?
C13 O1 Zn1 132.88(16) . 3_655 ?
C13 O1 Zn1 123.28(16) . . ?
Zn1 O1 Zn1 99.91(7) 3_655 . ?
C7 N2 C6 118.2(2) . . ?
C7 N2 Zn1 125.12(18) . . ?
C6 N2 Zn1 115.76(15) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_CCDC1015694
_database_code_depnum_ccdc_archive 'CCDC 1015694'
_audit_update_record             
;
2014-08-29 deposited with the CCDC.
2015-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C158 H142 Cd10 Cl8 N24 O15'
_chemical_formula_weight         4024.56

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   20.1807(10)
_cell_length_b                   14.3707(7)
_cell_length_c                   29.3758(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.272(3)
_cell_angle_gamma                90.00
_cell_volume                     7938.9(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7838
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      24.21

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3988
_exptl_absorpt_coefficient_mu    1.514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7416
_exptl_absorpt_correction_T_max  0.8634
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38452
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         24.58
_reflns_number_total             13295
_reflns_number_gt                9050
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0295P)²+10.0296P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         13295
_refine_ls_number_parameters     973
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0920
_refine_ls_wR_factor_gt          0.0793
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.5000 0.02623(3) 0.2500 0.03941(14) Uani 1 2 d S . .
Cd2 Cd 0.5000 -0.22697(4) 0.2500 0.05020(16) Uani 1 2 d S . .
Cd3 Cd 0.41130(2) 0.14899(3) 0.137886(14) 0.04973(12) Uani 1 1 d . . .
Cd4 Cd 0.0000 0.93640(3) 0.2500 0.03725(13) Uani 1 2 d S . .
Cd5 Cd 0.0000 1.18834(4) 0.2500 0.05291(17) Uani 1 2 d S . .
Cd6 Cd 0.09867(2) 0.81832(3) 0.361929(14) 0.04643(12) Uani 1 1 d . . .
Cd7 Cd 0.24280(2) 0.38510(3) 0.474011(17) 0.06365(14) Uani 1 1 d . . .
Cl1 Cl 0.34397(12) 0.45809(16) 0.53915(8) 0.1216(8) Uani 1 1 d . . .
Cl2 Cl 0.24702(11) 0.21712(12) 0.49053(7) 0.1010(7) Uani 1 1 d . . .
Cl3 Cl 0.13220(10) 0.44929(13) 0.47723(7) 0.0876(6) Uani 1 1 d . . .
Cl4 Cl 0.25204(12) 0.41732(13) 0.39455(7) 0.0958(6) Uani 1 1 d . . .
O1 O 0.42719(18) -0.1036(2) 0.22647(12) 0.0484(9) Uani 1 1 d . . .
O2 O 0.48549(18) 0.0277(2) 0.16878(12) 0.0480(9) Uani 1 1 d . . .
O3 O 0.42160(18) 0.1491(2) 0.21662(12) 0.0482(9) Uani 1 1 d . . .
O4 O -0.07371(17) 1.0647(2) 0.23078(12) 0.0458(9) Uani 1 1 d . . .
O5 O 0.01969(18) 0.9360(2) 0.33173(12) 0.0459(9) Uani 1 1 d . . .
O6 O 0.07885(18) 0.8139(2) 0.28170(12) 0.0440(9) Uani 1 1 d . . .
O7 O 0.2271(8) 0.5561(9) 0.1212(7) 0.349(10) Uani 1 1 d . . .
H7A H 0.2179 0.5868 0.0962 0.523 Uiso 1 1 d R . .
O8 O 0.5000 0.5000 0.0000 0.293(8) Uani 1 2 d S . .
N1 N 0.5729(3) -0.3162(3) 0.2151(2) 0.0684(15) Uani 1 1 d . . .
N2 N 0.4298(3) -0.2779(3) 0.17471(18) 0.0617(14) Uani 1 1 d . . .
N3 N 0.2955(2) 0.2120(3) 0.08780(18) 0.0648(14) Uani 1 1 d . . .
N4 N 0.3413(2) 0.0323(3) 0.09389(16) 0.0528(12) Uani 1 1 d . . .
N5 N 0.4822(3) 0.1935(4) 0.09149(18) 0.0620(14) Uani 1 1 d . . .
N6 N 0.4482(3) 0.2991(3) 0.15755(19) 0.0605(14) Uani 1 1 d . . .
N7 N 0.0614(3) 1.2827(4) 0.2085(2) 0.0752(16) Uani 1 1 d . . .
N8 N -0.0802(3) 1.2385(3) 0.17683(18) 0.0588(13) Uani 1 1 d . . .
N9 N 0.2196(2) 0.7651(3) 0.40872(16) 0.0556(13) Uani 1 1 d . . .
N10 N 0.1627(2) 0.9389(3) 0.40735(16) 0.0500(12) Uani 1 1 d . . .
N11 N 0.0303(3) 0.7702(4) 0.40963(17) 0.0593(13) Uani 1 1 d . . .
N12 N 0.0706(3) 0.6647(3) 0.34657(18) 0.0598(13) Uani 1 1 d . . .
C1 C 0.6436(4) -0.3181(5) 0.2306(3) 0.088(2) Uani 1 1 d . . .
H1 H 0.6686 -0.2882 0.2599 0.106 Uiso 1 1 calc R . .
C2 C 0.6822(4) -0.3607(5) 0.2067(3) 0.095(2) Uani 1 1 d . . .
H2 H 0.7316 -0.3596 0.2192 0.114 Uiso 1 1 calc R . .
C3 C 0.6451(5) -0.4050(5) 0.1638(3) 0.094(3) Uani 1 1 d . . .
H3 H 0.6690 -0.4355 0.1464 0.113 Uiso 1 1 calc R . .
C4 C 0.5722(5) -0.4038(4) 0.1467(3) 0.083(2) Uani 1 1 d . . .
H4 H 0.5464 -0.4339 0.1176 0.100 Uiso 1 1 calc R . .
C5 C 0.5373(4) -0.3579(4) 0.1728(3) 0.0672(18) Uani 1 1 d . . .
C6 C 0.4583(4) -0.3564(4) 0.1560(3) 0.080(2) Uani 1 1 d . . .
H6A H 0.4390 -0.3544 0.1206 0.095 Uiso 1 1 calc R . .
H6B H 0.4423 -0.4138 0.1660 0.095 Uiso 1 1 calc R . .
C7 C 0.3685(4) -0.2470(4) 0.1492(2) 0.0641(18) Uani 1 1 d . . .
H7 H 0.3463 -0.2745 0.1188 0.077 Uiso 1 1 calc R . .
C8 C 0.3293(3) -0.1736(4) 0.1623(2) 0.0545(15) Uani 1 1 d . . .
C9 C 0.2554(4) -0.1704(5) 0.1353(2) 0.0708(19) Uani 1 1 d . . .
H9 H 0.2357 -0.2127 0.1100 0.085 Uiso 1 1 calc R . .
C10 C 0.2122(3) -0.1071(5) 0.1453(3) 0.079(2) Uani 1 1 d . . .
H10 H 0.1634 -0.1082 0.1281 0.095 Uiso 1 1 calc R . .
C11 C 0.2418(3) -0.0409(5) 0.1813(2) 0.0702(19) Uani 1 1 d . . .
H11 H 0.2128 0.0032 0.1881 0.084 Uiso 1 1 calc R . .
C12 C 0.3136(3) -0.0404(4) 0.2069(2) 0.0580(16) Uani 1 1 d . . .
H12 H 0.3326 0.0060 0.2301 0.070 Uiso 1 1 calc R . .
C13 C 0.3593(3) -0.1066(4) 0.19985(19) 0.0465(14) Uani 1 1 d . . .
C14 C 0.2788(4) 0.3024(5) 0.0798(3) 0.092(2) Uani 1 1 d . . .
H14 H 0.3125 0.3462 0.0969 0.110 Uiso 1 1 calc R . .
C15 C 0.2154(4) 0.3333(5) 0.0483(3) 0.092(2) Uani 1 1 d . . .
H15 H 0.2067 0.3967 0.0431 0.111 Uiso 1 1 calc R . .
C16 C 0.1651(4) 0.2705(6) 0.0245(3) 0.095(3) Uani 1 1 d . . .
H16 H 0.1205 0.2900 0.0035 0.114 Uiso 1 1 calc R . .
C17 C 0.1806(3) 0.1776(5) 0.0316(2) 0.081(2) Uani 1 1 d . . .
H17 H 0.1468 0.1334 0.0151 0.098 Uiso 1 1 calc R . .
C18 C 0.2470(3) 0.1502(4) 0.0636(2) 0.0561(15) Uani 1 1 d . . .
C19 C 0.2645(3) 0.0495(4) 0.0727(2) 0.0682(18) Uani 1 1 d . . .
H19A H 0.2425 0.0257 0.0948 0.082 Uiso 1 1 calc R . .
H19B H 0.2446 0.0158 0.0422 0.082 Uiso 1 1 calc R . .
C20 C 0.3642(3) -0.0435(4) 0.0831(2) 0.0570(16) Uani 1 1 d . . .
H20 H 0.3303 -0.0819 0.0613 0.068 Uiso 1 1 calc R . .
C21 C 0.4365(3) -0.0777(4) 0.10055(19) 0.0509(14) Uani 1 1 d . . .
C22 C 0.4504(4) -0.1522(4) 0.0743(2) 0.0653(17) Uani 1 1 d . . .
H22 H 0.4133 -0.1765 0.0479 0.078 Uiso 1 1 calc R . .
C23 C 0.5163(4) -0.1899(5) 0.0865(2) 0.076(2) Uani 1 1 d . . .
H23 H 0.5247 -0.2374 0.0677 0.091 Uiso 1 1 calc R . .
C24 C 0.5707(4) -0.1565(4) 0.1270(2) 0.0674(17) Uani 1 1 d . . .
H24 H 0.6159 -0.1820 0.1357 0.081 Uiso 1 1 calc R . .
C25 C 0.5587(3) -0.0865(4) 0.1543(2) 0.0573(16) Uani 1 1 d . . .
H25 H 0.5960 -0.0671 0.1821 0.069 Uiso 1 1 calc R . .
C26 C 0.4926(3) -0.0428(4) 0.14232(19) 0.0464(14) Uani 1 1 d . . .
C27 C 0.5079(4) 0.1338(5) 0.0669(2) 0.076(2) Uani 1 1 d . . .
H27 H 0.4896 0.0737 0.0617 0.091 Uiso 1 1 calc R . .
C28 C 0.5598(4) 0.1568(7) 0.0488(2) 0.090(2) Uani 1 1 d . . .
H28 H 0.5764 0.1135 0.0320 0.108 Uiso 1 1 calc R . .
C29 C 0.5862(4) 0.2458(8) 0.0566(3) 0.104(3) Uani 1 1 d . . .
H29 H 0.6209 0.2642 0.0445 0.125 Uiso 1 1 calc R . .
C30 C 0.5615(4) 0.3071(6) 0.0820(3) 0.098(3) Uani 1 1 d . . .
H30 H 0.5797 0.3673 0.0878 0.118 Uiso 1 1 calc R . .
C31 C 0.5087(3) 0.2791(5) 0.0994(2) 0.0677(19) Uani 1 1 d . . .
C32 C 0.4785(4) 0.3458(5) 0.1256(3) 0.081(2) Uani 1 1 d . . .
H32A H 0.5156 0.3879 0.1449 0.097 Uiso 1 1 calc R . .
H32B H 0.4418 0.3827 0.1018 0.097 Uiso 1 1 calc R . .
C33 C 0.4336(3) 0.3451(4) 0.1900(3) 0.0656(19) Uani 1 1 d . . .
H33 H 0.4440 0.4083 0.1914 0.079 Uiso 1 1 calc R . .
C34 C 0.4034(3) 0.3133(4) 0.2246(2) 0.0575(16) Uani 1 1 d . . .
C35 C 0.3773(4) 0.3830(4) 0.2476(3) 0.076(2) Uani 1 1 d . . .
H35 H 0.3803 0.4450 0.2395 0.091 Uiso 1 1 calc R . .
C36 C 0.3477(4) 0.3614(5) 0.2811(3) 0.085(2) Uani 1 1 d . . .
H36 H 0.3291 0.4079 0.2950 0.102 Uiso 1 1 calc R . .
C37 C 0.3455(4) 0.2697(5) 0.2944(2) 0.078(2) Uani 1 1 d . . .
H37 H 0.3264 0.2545 0.3179 0.094 Uiso 1 1 calc R . .
C38 C 0.3714(3) 0.2009(4) 0.2732(2) 0.0616(17) Uani 1 1 d . . .
H38 H 0.3702 0.1397 0.2832 0.074 Uiso 1 1 calc R . .
C39 C 0.3995(3) 0.2187(4) 0.2370(2) 0.0507(15) Uani 1 1 d . . .
C40 C 0.1315(4) 1.2854(5) 0.2192(3) 0.092(2) Uani 1 1 d . . .
H40 H 0.1608 1.2583 0.2483 0.111 Uiso 1 1 calc R . .
C41 C 0.1627(4) 1.3257(5) 0.1898(3) 0.097(3) Uani 1 1 d . . .
H41 H 0.2119 1.3264 0.1988 0.116 Uiso 1 1 calc R . .
C42 C 0.1195(5) 1.3648(5) 0.1469(3) 0.096(3) Uani 1 1 d . . .
H42 H 0.1390 1.3924 0.1260 0.115 Uiso 1 1 calc R . .
C43 C 0.0467(5) 1.3630(4) 0.1348(3) 0.084(2) Uani 1 1 d . . .
H43 H 0.0165 1.3897 0.1059 0.101 Uiso 1 1 calc R . .
C44 C 0.0197(4) 1.3207(4) 0.1667(3) 0.0680(18) Uani 1 1 d . . .
C45 C -0.0591(4) 1.3189(4) 0.1558(3) 0.087(2) Uani 1 1 d . . .
H45A H -0.0727 1.3749 0.1686 0.105 Uiso 1 1 calc R . .
H45B H -0.0840 1.3184 0.1207 0.105 Uiso 1 1 calc R . .
C46 C -0.1432(4) 1.2078(4) 0.1552(2) 0.0636(17) Uani 1 1 d . . .
H46 H -0.1703 1.2384 0.1266 0.076 Uiso 1 1 calc R . .
C47 C -0.1779(3) 1.1310(4) 0.16972(19) 0.0481(14) Uani 1 1 d . . .
C48 C -0.2516(3) 1.1242(4) 0.1450(2) 0.0626(17) Uani 1 1 d . . .
H48 H -0.2740 1.1686 0.1214 0.075 Uiso 1 1 calc R . .
C49 C -0.2922(3) 1.0553(5) 0.1540(2) 0.0726(19) Uani 1 1 d . . .
H49 H -0.3413 1.0538 0.1379 0.087 Uiso 1 1 calc R . .
C50 C -0.2571(3) 0.9878(4) 0.1880(2) 0.0607(16) Uani 1 1 d . . .
H50 H -0.2832 0.9395 0.1944 0.073 Uiso 1 1 calc R . .
C51 C -0.1843(3) 0.9908(4) 0.21258(19) 0.0510(14) Uani 1 1 d . . .
H51 H -0.1625 0.9434 0.2344 0.061 Uiso 1 1 calc R . .
C52 C -0.1423(3) 1.0636(3) 0.20551(18) 0.0420(13) Uani 1 1 d . . .
C53 C 0.2428(3) 0.6768(5) 0.4132(2) 0.0721(19) Uani 1 1 d . . .
H53 H 0.2132 0.6321 0.3930 0.087 Uiso 1 1 calc R . .
C54 C 0.3072(4) 0.6487(5) 0.4457(3) 0.082(2) Uani 1 1 d . . .
H54 H 0.3208 0.5866 0.4478 0.098 Uiso 1 1 calc R . .
C55 C 0.3511(4) 0.7143(6) 0.4751(3) 0.086(2) Uani 1 1 d . . .
H55 H 0.3951 0.6976 0.4981 0.103 Uiso 1 1 calc R . .
C56 C 0.3290(3) 0.8060(5) 0.4702(2) 0.078(2) Uani 1 1 d . . .
H56 H 0.3586 0.8519 0.4893 0.094 Uiso 1 1 calc R . .
C57 C 0.2628(3) 0.8292(4) 0.43697(19) 0.0523(15) Uani 1 1 d . . .
C58 C 0.2399(3) 0.9281(4) 0.4296(2) 0.0647(17) Uani 1 1 d . . .
H58A H 0.2568 0.9598 0.4609 0.078 Uiso 1 1 calc R . .
H58B H 0.2616 0.9579 0.4088 0.078 Uiso 1 1 calc R . .
C59 C 0.1371(3) 1.0146(4) 0.4171(2) 0.0558(15) Uani 1 1 d . . .
H59 H 0.1695 1.0557 0.4382 0.067 Uiso 1 1 calc R . .
C60 C 0.0634(3) 1.0434(4) 0.3990(2) 0.0513(14) Uani 1 1 d . . .
C61 C 0.0463(4) 1.1148(4) 0.4253(2) 0.0714(19) Uani 1 1 d . . .
H61 H 0.0823 1.1413 0.4517 0.086 Uiso 1 1 calc R . .
C62 C -0.0217(4) 1.1470(5) 0.4135(2) 0.077(2) Uani 1 1 d . . .
H62 H -0.0318 1.1935 0.4320 0.093 Uiso 1 1 calc R . .
C63 C -0.0752(4) 1.1092(5) 0.3736(2) 0.0717(18) Uani 1 1 d . . .
H63 H -0.1218 1.1298 0.3655 0.086 Uiso 1 1 calc R . .
C64 C -0.0597(3) 1.0406(4) 0.3457(2) 0.0569(16) Uani 1 1 d . . .
H64 H -0.0960 1.0181 0.3182 0.068 Uiso 1 1 calc R . .
C65 C 0.0085(3) 1.0045(4) 0.35781(19) 0.0468(14) Uani 1 1 d . . .
C66 C -0.0007(4) 0.8259(5) 0.4317(2) 0.0731(19) Uani 1 1 d . . .
H66 H 0.0080 0.8894 0.4314 0.088 Uiso 1 1 calc R . .
C67 C -0.0450(4) 0.7966(7) 0.4550(2) 0.093(2) Uani 1 1 d . . .
H67 H -0.0660 0.8384 0.4698 0.112 Uiso 1 1 calc R . .
C68 C -0.0569(5) 0.7027(8) 0.4553(3) 0.110(3) Uani 1 1 d . . .
H68 H -0.0863 0.6794 0.4708 0.133 Uiso 1 1 calc R . .
C69 C -0.0253(5) 0.6433(6) 0.4328(3) 0.102(3) Uani 1 1 d . . .
H69 H -0.0329 0.5795 0.4331 0.123 Uiso 1 1 calc R . .
C70 C 0.0179(4) 0.6788(5) 0.4096(2) 0.0698(19) Uani 1 1 d . . .
C71 C 0.0523(4) 0.6163(5) 0.3840(3) 0.085(2) Uani 1 1 d . . .
H71A H 0.0951 0.5899 0.4078 0.102 Uiso 1 1 calc R . .
H71B H 0.0202 0.5654 0.3690 0.102 Uiso 1 1 calc R . .
C72 C 0.0759(3) 0.6172(4) 0.3114(2) 0.0631(18) Uani 1 1 d . . .
H72 H 0.0663 0.5539 0.3116 0.076 Uiso 1 1 calc R . .
C73 C 0.0948(3) 0.6499(4) 0.2714(2) 0.0541(15) Uani 1 1 d . . .
C74 C 0.1114(4) 0.5809(4) 0.2434(3) 0.074(2) Uani 1 1 d . . .
H74 H 0.1101 0.5188 0.2520 0.089 Uiso 1 1 calc R . .
C75 C 0.1290(4) 0.6014(5) 0.2043(3) 0.084(2) Uani 1 1 d . . .
H75 H 0.1405 0.5543 0.1867 0.101 Uiso 1 1 calc R . .
C76 C 0.1296(3) 0.6939(5) 0.1909(2) 0.0747(19) Uani 1 1 d . . .
H76 H 0.1422 0.7094 0.1644 0.090 Uiso 1 1 calc R . .
C77 C 0.1115(3) 0.7623(4) 0.2167(2) 0.0574(16) Uani 1 1 d . . .
H77 H 0.1104 0.8236 0.2062 0.069 Uiso 1 1 calc R . .
C78 C 0.0946(3) 0.7447(4) 0.25800(19) 0.0446(13) Uani 1 1 d . . .
C79 C 0.2988(8) 0.5225(8) 0.1359(4) 0.218(9) Uani 1 1 d . . .
H79A H 0.3127 0.5192 0.1080 0.326 Uiso 1 1 calc R . .
H79B H 0.3017 0.4616 0.1500 0.326 Uiso 1 1 calc R . .
H79C H 0.3301 0.5641 0.1596 0.326 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
Cd1 O2 2.296(3) . ?
Cd1 O2 2.296(3) 2_655 ?
Cd1 O1 2.320(3) 2_655 ?
Cd1 O1 2.320(3) . ?
Cd1 O3 2.336(3) 2_655 ?
Cd1 O3 2.336(3) . ?
Cd2 O1 2.245(3) 2_655 ?
Cd2 O1 2.245(3) . ?
Cd2 N2 2.272(5) 2_655 ?
Cd2 N2 2.272(5) . ?
Cd2 N1 2.440(5) 2_655 ?
Cd2 N1 2.441(5) . ?
Cd3 O3 2.246(3) . ?
Cd3 O2 2.263(3) . ?
Cd3 N4 2.271(4) . ?
Cd3 N6 2.287(5) . ?
Cd3 N5 2.394(5) . ?
Cd3 N3 2.440(4) . ?
Cd4 O5 2.287(3) 2 ?
Cd4 O5 2.287(3) . ?
Cd4 O4 2.307(3) 2 ?
Cd4 O4 2.307(3) . ?
Cd4 O6 2.329(3) 2 ?
Cd4 O6 2.329(3) . ?
Cd5 O4 2.254(3) . ?
Cd5 O4 2.254(3) 2 ?
Cd5 N8 2.288(5) . ?
Cd5 N8 2.288(5) 2 ?
Cd5 N7 2.441(5) . ?
Cd5 N7 2.441(5) 2 ?
Cd6 O6 2.244(3) . ?
Cd6 O5 2.272(3) . ?
Cd6 N10 2.281(4) . ?
Cd6 N12 2.283(5) . ?
Cd6 N11 2.397(5) . ?
Cd6 N9 2.449(4) . ?
Cd7 Cl3 2.4484(19) . ?
Cd7 Cl4 2.4522(19) . ?
Cd7 Cl2 2.4576(18) . ?
Cd7 Cl1 2.469(2) . ?
O1 C13 1.308(6) . ?
O2 C26 1.316(6) . ?
O3 C39 1.323(6) . ?
O4 C52 1.313(5) . ?
O5 C65 1.317(6) . ?
O6 C78 1.317(6) . ?
O7 C79 1.436(17) . ?
O7 H7A 0.8198 . ?
N1 C5 1.331(8) . ?
N1 C1 1.332(8) . ?
N2 C7 1.271(7) . ?
N2 C6 1.462(7) . ?
N3 C18 1.322(7) . ?
N3 C14 1.342(7) . ?
N4 C20 1.266(7) . ?
N4 C19 1.467(7) . ?
N5 C31 1.328(8) . ?
N5 C27 1.341(8) . ?
N6 C33 1.279(8) . ?
N6 C32 1.456(8) . ?
N7 C44 1.328(8) . ?
N7 C40 1.333(8) . ?
N8 C46 1.277(7) . ?
N8 C45 1.445(7) . ?
N9 C57 1.330(7) . ?
N9 C53 1.342(7) . ?
N10 C59 1.282(7) . ?
N10 C58 1.461(7) . ?
N11 C66 1.322(8) . ?
N11 C70 1.337(7) . ?
N12 C72 1.275(7) . ?
N12 C71 1.458(7) . ?
C1 C2 1.367(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.488(9) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.452(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.413(8) . ?
C8 C13 1.423(7) . ?
C9 C10 1.365(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.387(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.393(7) . ?
C12 H12 0.9300 . ?
C14 C15 1.354(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.348(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.369(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.491(8) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.446(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.406(8) . ?
C21 C26 1.425(7) . ?
C22 C23 1.359(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.379(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.362(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.399(7) . ?
C25 H25 0.9300 . ?
C27 C28 1.374(9) . ?
C27 H27 0.9300 . ?
C28 C29 1.373(11) . ?
C28 H28 0.9300 . ?
C29 C30 1.362(11) . ?
C29 H29 0.9300 . ?
C30 C31 1.397(9) . ?
C30 H30 0.9300 . ?
C31 C32 1.493(9) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.438(9) . ?
C33 H33 0.9300 . ?
C34 C35 1.411(8) . ?
C34 C39 1.416(7) . ?
C35 C36 1.361(9) . ?
C35 H35 0.9300 . ?
C36 C37 1.379(9) . ?
C36 H36 0.9300 . ?
C37 C38 1.369(8) . ?
C37 H37 0.9300 . ?
C38 C39 1.398(8) . ?
C38 H38 0.9300 . ?
C40 C41 1.367(9) . ?
C40 H40 0.9300 . ?
C41 C42 1.367(10) . ?
C41 H41 0.9300 . ?
C42 C43 1.380(10) . ?
C42 H42 0.9300 . ?
C43 C44 1.384(9) . ?
C43 H43 0.9300 . ?
C44 C45 1.503(9) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 C47 1.450(8) . ?
C46 H46 0.9300 . ?
C47 C48 1.402(7) . ?
C47 C52 1.419(7) . ?
C48 C49 1.370(8) . ?
C48 H48 0.9300 . ?
C49 C50 1.389(8) . ?
C49 H49 0.9300 . ?
C50 C51 1.382(7) . ?
C50 H50 0.9300 . ?
C51 C52 1.408(7) . ?
C51 H51 0.9300 . ?
C53 C54 1.366(8) . ?
C53 H53 0.9300 . ?
C54 C55 1.365(9) . ?
C54 H54 0.9300 . ?
C55 C56 1.381(9) . ?
C55 H55 0.9300 . ?
C56 C57 1.380(8) . ?
C56 H56 0.9300 . ?
C57 C58 1.487(8) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C59 C60 1.447(8) . ?
C59 H59 0.9300 . ?
C60 C61 1.402(8) . ?
C60 C65 1.426(7) . ?
C61 C62 1.367(8) . ?
C61 H61 0.9300 . ?
C62 C63 1.385(8) . ?
C62 H62 0.9300 . ?
C63 C64 1.388(8) . ?
C63 H63 0.9300 . ?
C64 C65 1.390(7) . ?
C64 H64 0.9300 . ?
C66 C67 1.375(9) . ?
C66 H66 0.9300 . ?
C67 C68 1.371(11) . ?
C67 H67 0.9300 . ?
C68 C69 1.371(11) . ?
C68 H68 0.9300 . ?
C69 C70 1.384(9) . ?
C69 H69 0.9300 . ?
C70 C71 1.495(9) . ?
C71 H71A 0.9700 . ?
C71 H71B 0.9700 . ?
C72 C73 1.440(8) . ?
C72 H72 0.9300 . ?
C73 C74 1.404(8) . ?
C73 C78 1.418(7) . ?
C74 C75 1.352(9) . ?
C74 H74 0.9300 . ?
C75 C76 1.388(9) . ?
C75 H75 0.9300 . ?
C76 C77 1.369(8) . ?
C76 H76 0.9300 . ?
C77 C78 1.398(7) . ?
C77 H77 0.9300 . ?
C79 H79A 0.9600 . ?
C79 H79B 0.9600 . ?
C79 H79C 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
O2 Cd1 O2 178.97(17) . 2_655 ?
O2 Cd1 O1 98.34(12) . 2_655 ?
O2 Cd1 O1 82.50(12) 2_655 2_655 ?
O2 Cd1 O1 82.50(12) . . ?
O2 Cd1 O1 98.34(12) 2_655 . ?
O1 Cd1 O1 72.90(17) 2_655 . ?
O2 Cd1 O3 103.94(12) . 2_655 ?
O2 Cd1 O3 75.26(12) 2_655 2_655 ?
O1 Cd1 O3 102.93(12) 2_655 2_655 ?
O1 Cd1 O3 172.94(12) . 2_655 ?
O2 Cd1 O3 75.26(12) . . ?
O2 Cd1 O3 103.94(12) 2_655 . ?
O1 Cd1 O3 172.93(12) 2_655 . ?
O1 Cd1 O3 102.93(12) . . ?
O3 Cd1 O3 81.77(16) 2_655 . ?
O1 Cd2 O1 75.73(17) 2_655 . ?
O1 Cd2 N2 81.21(16) 2_655 2_655 ?
O1 Cd2 N2 131.39(15) . 2_655 ?
O1 Cd2 N2 131.39(15) 2_655 . ?
O1 Cd2 N2 81.21(16) . . ?
N2 Cd2 N2 142.4(3) 2_655 . ?
O1 Cd2 N1 135.43(15) 2_655 2_655 ?
O1 Cd2 N1 96.75(16) . 2_655 ?
N2 Cd2 N1 71.3(2) 2_655 2_655 ?
N2 Cd2 N1 88.97(18) . 2_655 ?
O1 Cd2 N1 96.75(16) 2_655 . ?
O1 Cd2 N1 135.43(15) . . ?
N2 Cd2 N1 88.97(18) 2_655 . ?
N2 Cd2 N1 71.3(2) . . ?
N1 Cd2 N1 116.6(3) 2_655 . ?
O3 Cd3 O2 77.71(12) . . ?
O3 Cd3 N4 113.14(14) . . ?
O2 Cd3 N4 81.01(14) . . ?
O3 Cd3 N6 80.73(16) . . ?
O2 Cd3 N6 121.20(15) . . ?
N4 Cd3 N6 156.78(16) . . ?
O3 Cd3 N5 137.31(15) . . ?
O2 Cd3 N5 89.36(15) . . ?
N4 Cd3 N5 104.51(18) . . ?
N6 Cd3 N5 71.6(2) . . ?
O3 Cd3 N3 109.33(15) . . ?
O2 Cd3 N3 151.36(15) . . ?
N4 Cd3 N3 70.65(17) . . ?
N6 Cd3 N3 87.44(16) . . ?
N5 Cd3 N3 101.40(17) . . ?
O5 Cd4 O5 179.69(16) 2 . ?
O5 Cd4 O4 96.32(12) 2 2 ?
O5 Cd4 O4 83.93(12) . 2 ?
O5 Cd4 O4 83.93(12) 2 . ?
O5 Cd4 O4 96.32(12) . . ?
O4 Cd4 O4 73.88(16) 2 . ?
O5 Cd4 O6 75.22(12) 2 2 ?
O5 Cd4 O6 104.54(12) . 2 ?
O4 Cd4 O6 171.29(12) 2 2 ?
O4 Cd4 O6 102.70(12) . 2 ?
O5 Cd4 O6 104.54(12) 2 . ?
O5 Cd4 O6 75.22(12) . . ?
O4 Cd4 O6 102.70(12) 2 . ?
O4 Cd4 O6 171.28(12) . . ?
O6 Cd4 O6 81.79(16) 2 . ?
O4 Cd5 O4 75.92(16) . 2 ?
O4 Cd5 N8 80.54(15) . . ?
O4 Cd5 N8 131.41(15) 2 . ?
O4 Cd5 N8 131.41(15) . 2 ?
O4 Cd5 N8 80.54(15) 2 2 ?
N8 Cd5 N8 143.2(2) . 2 ?
O4 Cd5 N7 136.18(16) . . ?
O4 Cd5 N7 98.90(17) 2 . ?
N8 Cd5 N7 70.72(19) . . ?
N8 Cd5 N7 88.84(19) 2 . ?
O4 Cd5 N7 98.90(17) . 2 ?
O4 Cd5 N7 136.18(16) 2 2 ?
N8 Cd5 N7 88.84(18) . 2 ?
N8 Cd5 N7 70.72(19) 2 2 ?
N7 Cd5 N7 112.5(3) . 2 ?
O6 Cd6 O5 77.20(12) . . ?
O6 Cd6 N10 118.90(14) . . ?
O5 Cd6 N10 80.30(14) . . ?
O6 Cd6 N12 80.10(15) . . ?
O5 Cd6 N12 123.62(15) . . ?
N10 Cd6 N12 153.84(16) . . ?
O6 Cd6 N11 133.21(14) . . ?
O5 Cd6 N11 88.40(15) . . ?
N10 Cd6 N11 101.62(17) . . ?
N12 Cd6 N11 71.47(19) . . ?
O6 Cd6 N9 110.01(14) . . ?
O5 Cd6 N9 150.08(14) . . ?
N10 Cd6 N9 70.77(16) . . ?
N12 Cd6 N9 86.26(16) . . ?
N11 Cd6 N9 104.46(16) . . ?
Cl3 Cd7 Cl4 110.54(7) . . ?
Cl3 Cd7 Cl2 109.22(7) . . ?
Cl4 Cd7 Cl2 111.36(7) . . ?
Cl3 Cd7 Cl1 108.61(8) . . ?
Cl4 Cd7 Cl1 109.30(8) . . ?
Cl2 Cd7 Cl1 107.73(7) . . ?
C13 O1 Cd2 125.8(3) . . ?
C13 O1 Cd1 128.1(3) . . ?
Cd2 O1 Cd1 105.68(14) . . ?
C26 O2 Cd3 123.7(3) . . ?
C26 O2 Cd1 127.4(3) . . ?
Cd3 O2 Cd1 103.89(14) . . ?
C39 O3 Cd3 123.1(3) . . ?
C39 O3 Cd1 132.1(3) . . ?
Cd3 O3 Cd1 103.12(14) . . ?
C52 O4 Cd5 128.1(3) . . ?
C52 O4 Cd4 125.6(3) . . ?
Cd5 O4 Cd4 105.10(13) . . ?
C65 O5 Cd6 125.0(3) . . ?
C65 O5 Cd4 127.4(3) . . ?
Cd6 O5 Cd4 104.01(14) . . ?
C78 O6 Cd6 126.3(3) . . ?
C78 O6 Cd4 128.3(3) . . ?
Cd6 O6 Cd4 103.54(13) . . ?
C79 O7 H7A 109.1 . . ?
C5 N1 C1 117.4(6) . . ?
C5 N1 Cd2 115.2(5) . . ?
C1 N1 Cd2 126.9(5) . . ?
C7 N2 C6 118.6(6) . . ?
C7 N2 Cd2 126.3(4) . . ?
C6 N2 Cd2 115.1(4) . . ?
C18 N3 C14 117.8(5) . . ?
C18 N3 Cd3 115.8(4) . . ?
C14 N3 Cd3 126.1(4) . . ?
C20 N4 C19 117.7(5) . . ?
C20 N4 Cd3 124.7(4) . . ?
C19 N4 Cd3 117.4(4) . . ?
C31 N5 C27 118.4(6) . . ?
C31 N5 Cd3 115.8(5) . . ?
C27 N5 Cd3 124.3(5) . . ?
C33 N6 C32 120.4(6) . . ?
C33 N6 Cd3 122.2(4) . . ?
C32 N6 Cd3 116.5(4) . . ?
C44 N7 C40 118.0(6) . . ?
C44 N7 Cd5 115.0(5) . . ?
C40 N7 Cd5 125.9(5) . . ?
C46 N8 C45 117.4(5) . . ?
C46 N8 Cd5 126.5(4) . . ?
C45 N8 Cd5 115.8(4) . . ?
C57 N9 C53 117.9(5) . . ?
C57 N9 Cd6 115.3(4) . . ?
C53 N9 Cd6 126.2(4) . . ?
C59 N10 C58 116.1(5) . . ?
C59 N10 Cd6 126.0(4) . . ?
C58 N10 Cd6 117.8(4) . . ?
C66 N11 C70 118.2(6) . . ?
C66 N11 Cd6 125.9(4) . . ?
C70 N11 Cd6 115.5(5) . . ?
C72 N12 C71 118.3(5) . . ?
C72 N12 Cd6 126.2(4) . . ?
C71 N12 Cd6 115.2(4) . . ?
N1 C1 C2 124.9(7) . . ?
N1 C1 H1 117.6 . . ?
C2 C1 H1 117.6 . . ?
C1 C2 C3 117.3(8) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 H2 121.3 . . ?
C2 C3 C4 119.2(7) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.8(7) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 121.4(7) . . ?
N1 C5 C6 117.0(6) . . ?
C4 C5 C6 121.5(7) . . ?
N2 C6 C5 114.0(5) . . ?
N2 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N2 C7 C8 127.2(6) . . ?
N2 C7 H7 116.4 . . ?
C8 C7 H7 116.4 . . ?
C9 C8 C13 118.7(6) . . ?
C9 C8 C7 116.1(6) . . ?
C13 C8 C7 125.3(5) . . ?
C10 C9 C8 121.7(6) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 119.4(6) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 119.9(6) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 122.8(6) . . ?
C11 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
O1 C13 C12 119.7(5) . . ?
O1 C13 C8 123.0(5) . . ?
C12 C13 C8 117.3(5) . . ?
N3 C14 C15 123.5(7) . . ?
N3 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C16 C15 C14 118.8(7) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 C17 119.1(6) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C18 119.5(6) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
N3 C18 C17 121.2(6) . . ?
N3 C18 C19 118.3(5) . . ?
C17 C18 C19 120.4(6) . . ?
N4 C19 C18 112.7(5) . . ?
N4 C19 H19A 109.1 . . ?
C18 C19 H19A 109.1 . . ?
N4 C19 H19B 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
N4 C20 C21 128.1(5) . . ?
N4 C20 H20 116.0 . . ?
C21 C20 H20 116.0 . . ?
C22 C21 C26 119.0(6) . . ?
C22 C21 C20 116.2(5) . . ?
C26 C21 C20 124.7(5) . . ?
C23 C22 C21 122.1(6) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C24 118.9(6) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C25 C24 C23 120.7(6) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 122.6(6) . . ?
C24 C25 H25 118.7 . . ?
C26 C25 H25 118.7 . . ?
O2 C26 C25 119.7(5) . . ?
O2 C26 C21 123.8(5) . . ?
C25 C26 C21 116.5(5) . . ?
N5 C27 C28 123.5(7) . . ?
N5 C27 H27 118.3 . . ?
C28 C27 H27 118.3 . . ?
C29 C28 C27 117.7(8) . . ?
C29 C28 H28 121.2 . . ?
C27 C28 H28 121.2 . . ?
C30 C29 C28 119.8(8) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C29 C30 C31 119.5(8) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
N5 C31 C30 121.1(8) . . ?
N5 C31 C32 118.1(6) . . ?
C30 C31 C32 120.8(7) . . ?
N6 C32 C31 112.5(5) . . ?
N6 C32 H32A 109.1 . . ?
C31 C32 H32A 109.1 . . ?
N6 C32 H32B 109.1 . . ?
C31 C32 H32B 109.1 . . ?
H32A C32 H32B 107.8 . . ?
N6 C33 C34 129.4(6) . . ?
N6 C33 H33 115.3 . . ?
C34 C33 H33 115.3 . . ?
C35 C34 C39 119.6(6) . . ?
C35 C34 C33 116.1(6) . . ?
C39 C34 C33 124.3(6) . . ?
C36 C35 C34 121.5(7) . . ?
C36 C35 H35 119.3 . . ?
C34 C35 H35 119.3 . . ?
C35 C36 C37 119.3(7) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
C38 C37 C36 120.4(7) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C37 C38 C39 122.7(6) . . ?
C37 C38 H38 118.7 . . ?
C39 C38 H38 118.7 . . ?
O3 C39 C38 120.1(5) . . ?
O3 C39 C34 123.4(6) . . ?
C38 C39 C34 116.5(6) . . ?
N7 C40 C41 123.8(8) . . ?
N7 C40 H40 118.1 . . ?
C41 C40 H40 118.1 . . ?
C42 C41 C40 118.0(8) . . ?
C42 C41 H41 121.0 . . ?
C40 C41 H41 121.0 . . ?
C41 C42 C43 119.5(7) . . ?
C41 C42 H42 120.2 . . ?
C43 C42 H42 120.2 . . ?
C42 C43 C44 118.6(7) . . ?
C42 C43 H43 120.7 . . ?
C44 C43 H43 120.7 . . ?
N7 C44 C43 122.2(7) . . ?
N7 C44 C45 117.2(6) . . ?
C43 C44 C45 120.6(7) . . ?
N8 C45 C44 112.1(5) . . ?
N8 C45 H45A 109.2 . . ?
C44 C45 H45A 109.2 . . ?
N8 C45 H45B 109.2 . . ?
C44 C45 H45B 109.2 . . ?
H45A C45 H45B 107.9 . . ?
N8 C46 C47 128.1(5) . . ?
N8 C46 H46 116.0 . . ?
C47 C46 H46 116.0 . . ?
C48 C47 C52 119.5(5) . . ?
C48 C47 C46 115.8(5) . . ?
C52 C47 C46 124.7(5) . . ?
C49 C48 C47 123.2(5) . . ?
C49 C48 H48 118.4 . . ?
C47 C48 H48 118.4 . . ?
C48 C49 C50 117.3(6) . . ?
C48 C49 H49 121.3 . . ?
C50 C49 H49 121.3 . . ?
C51 C50 C49 121.4(6) . . ?
C51 C50 H50 119.3 . . ?
C49 C50 H50 119.3 . . ?
C50 C51 C52 121.9(5) . . ?
C50 C51 H51 119.0 . . ?
C52 C51 H51 119.0 . . ?
O4 C52 C51 119.6(5) . . ?
O4 C52 C47 123.8(5) . . ?
C51 C52 C47 116.6(5) . . ?
N9 C53 C54 123.9(6) . . ?
N9 C53 H53 118.1 . . ?
C54 C53 H53 118.1 . . ?
C55 C54 C53 118.2(7) . . ?
C55 C54 H54 120.9 . . ?
C53 C54 H54 120.9 . . ?
C54 C55 C56 118.8(6) . . ?
C54 C55 H55 120.6 . . ?
C56 C55 H55 120.6 . . ?
C57 C56 C55 119.9(6) . . ?
C57 C56 H56 120.1 . . ?
C55 C56 H56 120.1 . . ?
N9 C57 C56 121.4(6) . . ?
N9 C57 C58 118.2(5) . . ?
C56 C57 C58 120.3(6) . . ?
N10 C58 C57 113.0(5) . . ?
N10 C58 H58A 109.0 . . ?
C57 C58 H58A 109.0 . . ?
N10 C58 H58B 109.0 . . ?
C57 C58 H58B 109.0 . . ?
H58A C58 H58B 107.8 . . ?
N10 C59 C60 127.2(5) . . ?
N10 C59 H59 116.4 . . ?
C60 C59 H59 116.4 . . ?
C61 C60 C65 119.0(5) . . ?
C61 C60 C59 115.6(5) . . ?
C65 C60 C59 125.4(5) . . ?
C62 C61 C60 122.2(6) . . ?
C62 C61 H61 118.9 . . ?
C60 C61 H61 118.9 . . ?
C61 C62 C63 119.0(6) . . ?
C61 C62 H62 120.5 . . ?
C63 C62 H62 120.5 . . ?
C62 C63 C64 120.3(6) . . ?
C62 C63 H63 119.8 . . ?
C64 C63 H63 119.8 . . ?
C63 C64 C65 121.9(6) . . ?
C63 C64 H64 119.1 . . ?
C65 C64 H64 119.1 . . ?
O5 C65 C64 119.6(5) . . ?
O5 C65 C60 122.8(5) . . ?
C64 C65 C60 117.6(5) . . ?
N11 C66 C67 124.5(7) . . ?
N11 C66 H66 117.7 . . ?
C67 C66 H66 117.7 . . ?
C68 C67 C66 116.9(8) . . ?
C68 C67 H67 121.5 . . ?
C66 C67 H67 121.5 . . ?
C67 C68 C69 119.7(8) . . ?
C67 C68 H68 120.1 . . ?
C69 C68 H68 120.1 . . ?
C68 C69 C70 119.6(8) . . ?
C68 C69 H69 120.2 . . ?
C70 C69 H69 120.2 . . ?
N11 C70 C69 120.9(8) . . ?
N11 C70 C71 117.9(6) . . ?
C69 C70 C71 121.1(7) . . ?
N12 C71 C70 112.6(5) . . ?
N12 C71 H71A 109.1 . . ?
C70 C71 H71A 109.1 . . ?
N12 C71 H71B 109.1 . . ?
C70 C71 H71B 109.1 . . ?
H71A C71 H71B 107.8 . . ?
N12 C72 C73 127.6(5) . . ?
N12 C72 H72 116.2 . . ?
C73 C72 H72 116.2 . . ?
C74 C73 C78 119.5(6) . . ?
C74 C73 C72 115.9(6) . . ?
C78 C73 C72 124.5(5) . . ?
C75 C74 C73 122.4(6) . . ?
C75 C74 H74 118.8 . . ?
C73 C74 H74 118.8 . . ?
C74 C75 C76 118.8(6) . . ?
C74 C75 H75 120.6 . . ?
C76 C75 H75 120.6 . . ?
C77 C76 C75 119.9(7) . . ?
C77 C76 H76 120.0 . . ?
C75 C76 H76 120.0 . . ?
C76 C77 C78 123.2(6) . . ?
C76 C77 H77 118.4 . . ?
C78 C77 H77 118.4 . . ?
O6 C78 C77 120.3(5) . . ?
O6 C78 C73 123.7(5) . . ?
C77 C78 C73 116.0(5) . . ?
O7 C79 H79A 109.5 . . ?
O7 C79 H79B 109.5 . . ?
H79A C79 H79B 109.5 . . ?
O7 C79 H79C 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?

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
O1 Cd2 O1 C13 172.6(5) 2_655 . . . ?
N2 Cd2 O1 C13 -123.1(4) 2_655 . . . ?
N2 Cd2 O1 C13 35.7(4) . . . . ?
N1 Cd2 O1 C13 -52.2(4) 2_655 . . . ?
N1 Cd2 O1 C13 87.5(5) . . . . ?
O1 Cd2 O1 Cd1 0.0 2_655 . . . ?
N2 Cd2 O1 Cd1 64.3(3) 2_655 . . . ?
N2 Cd2 O1 Cd1 -136.86(18) . . . . ?
N1 Cd2 O1 Cd1 135.24(17) 2_655 . . . ?
N1 Cd2 O1 Cd1 -85.1(2) . . . . ?
O2 Cd1 O1 C13 -71.2(4) . . . . ?
O2 Cd1 O1 C13 108.2(4) 2_655 . . . ?
O1 Cd1 O1 C13 -172.4(5) 2_655 . . . ?
O3 Cd1 O1 C13 132.9(9) 2_655 . . . ?
O3 Cd1 O1 C13 1.7(4) . . . . ?
O2 Cd1 O1 Cd2 101.16(15) . . . . ?
O2 Cd1 O1 Cd2 -79.45(15) 2_655 . . . ?
O1 Cd1 O1 Cd2 0.0 2_655 . . . ?
O3 Cd1 O1 Cd2 -54.7(11) 2_655 . . . ?
O3 Cd1 O1 Cd2 174.09(13) . . . . ?
O3 Cd3 O2 C26 155.2(4) . . . . ?
N4 Cd3 O2 C26 39.0(4) . . . . ?
N6 Cd3 O2 C26 -133.8(4) . . . . ?
N5 Cd3 O2 C26 -65.8(4) . . . . ?
N3 Cd3 O2 C26 47.2(6) . . . . ?
O3 Cd3 O2 Cd1 -1.16(13) . . . . ?
N4 Cd3 O2 Cd1 -117.36(17) . . . . ?
N6 Cd3 O2 Cd1 69.9(2) . . . . ?
N5 Cd3 O2 Cd1 137.84(17) . . . . ?
N3 Cd3 O2 Cd1 -109.1(3) . . . . ?
O2 Cd1 O2 C26 167.3(4) 2_655 . . . ?
O1 Cd1 O2 C26 22.9(4) 2_655 . . . ?
O1 Cd1 O2 C26 -48.5(4) . . . . ?
O3 Cd1 O2 C26 128.6(4) 2_655 . . . ?
O3 Cd1 O2 C26 -154.0(4) . . . . ?
O2 Cd1 O2 Cd3 -37.57(12) 2_655 . . . ?
O1 Cd1 O2 Cd3 178.07(13) 2_655 . . . ?
O1 Cd1 O2 Cd3 106.68(14) . . . . ?
O3 Cd1 O2 Cd3 -76.30(15) 2_655 . . . ?
O3 Cd1 O2 Cd3 1.13(12) . . . . ?
O2 Cd3 O3 C39 167.7(4) . . . . ?
N4 Cd3 O3 C39 -117.8(4) . . . . ?
N6 Cd3 O3 C39 42.8(4) . . . . ?
N5 Cd3 O3 C39 92.4(4) . . . . ?
N3 Cd3 O3 C39 -41.2(4) . . . . ?
O2 Cd3 O3 Cd1 1.14(12) . . . . ?
N4 Cd3 O3 Cd1 75.65(18) . . . . ?
N6 Cd3 O3 Cd1 -123.81(17) . . . . ?
N5 Cd3 O3 Cd1 -74.2(3) . . . . ?
N3 Cd3 O3 Cd1 152.24(15) . . . . ?
O2 Cd1 O3 C39 -166.0(5) . . . . ?
O2 Cd1 O3 C39 13.4(5) 2_655 . . . ?
O1 Cd1 O3 C39 168.7(9) 2_655 . . . ?
O1 Cd1 O3 C39 115.5(4) . . . . ?
O3 Cd1 O3 C39 -59.1(4) 2_655 . . . ?
O2 Cd1 O3 Cd3 -1.13(12) . . . . ?
O2 Cd1 O3 Cd3 178.20(13) 2_655 . . . ?
O1 Cd1 O3 Cd3 -26.5(11) 2_655 . . . ?
O1 Cd1 O3 Cd3 -79.66(15) . . . . ?
O3 Cd1 O3 Cd3 105.71(17) 2_655 . . . ?
O4 Cd5 O4 C52 -167.9(5) 2 . . . ?
N8 Cd5 O4 C52 -30.8(4) . . . . ?
N8 Cd5 O4 C52 128.7(4) 2 . . . ?
N7 Cd5 O4 C52 -79.7(5) . . . . ?
N7 Cd5 O4 C52 56.6(4) 2 . . . ?
O4 Cd5 O4 Cd4 0.0 2 . . . ?
N8 Cd5 O4 Cd4 137.15(18) . . . . ?
N8 Cd5 O4 Cd4 -63.4(2) 2 . . . ?
N7 Cd5 O4 Cd4 88.2(2) . . . . ?
N7 Cd5 O4 Cd4 -135.53(17) 2 . . . ?
O5 Cd4 O4 C52 69.9(4) 2 . . . ?
O5 Cd4 O4 C52 -109.9(4) . . . . ?
O4 Cd4 O4 C52 168.3(5) 2 . . . ?
O6 Cd4 O4 C52 -3.4(4) 2 . . . ?
O6 Cd4 O4 C52 -123.7(8) . . . . ?
O5 Cd4 O4 Cd5 -98.40(15) 2 . . . ?
O5 Cd4 O4 Cd5 81.79(15) . . . . ?
O4 Cd4 O4 Cd5 0.0 2 . . . ?
O6 Cd4 O4 Cd5 -171.72(13) 2 . . . ?
O6 Cd4 O4 Cd5 68.0(8) . . . . ?
O6 Cd6 O5 C65 -161.3(4) . . . . ?
N10 Cd6 O5 C65 -38.6(4) . . . . ?
N12 Cd6 O5 C65 129.9(4) . . . . ?
N11 Cd6 O5 C65 63.5(4) . . . . ?
N9 Cd6 O5 C65 -53.4(5) . . . . ?
O6 Cd6 O5 Cd4 -1.36(13) . . . . ?
N10 Cd6 O5 Cd4 121.43(17) . . . . ?
N12 Cd6 O5 Cd4 -70.1(2) . . . . ?
N11 Cd6 O5 Cd4 -136.50(16) . . . . ?
N9 Cd6 O5 Cd4 106.6(3) . . . . ?
O5 Cd4 O5 C65 -160.3(5) 2 . . . ?
O4 Cd4 O5 C65 55.8(4) 2 . . . ?
O4 Cd4 O5 C65 -17.2(4) . . . . ?
O6 Cd4 O5 C65 -122.1(4) 2 . . . ?
O6 Cd4 O5 C65 160.7(4) . . . . ?
O5 Cd4 O5 Cd6 40.3(3) 2 . . . ?
O4 Cd4 O5 Cd6 -103.55(14) 2 . . . ?
O4 Cd4 O5 Cd6 -176.54(13) . . . . ?
O6 Cd4 O5 Cd6 78.55(14) 2 . . . ?
O6 Cd4 O5 Cd6 1.33(12) . . . . ?
O5 Cd6 O6 C78 -164.1(4) . . . . ?
N10 Cd6 O6 C78 124.7(4) . . . . ?
N12 Cd6 O6 C78 -36.1(4) . . . . ?
N11 Cd6 O6 C78 -88.7(4) . . . . ?
N9 Cd6 O6 C78 46.2(4) . . . . ?
O5 Cd6 O6 Cd4 1.34(12) . . . . ?
N10 Cd6 O6 Cd4 -69.84(19) . . . . ?
N12 Cd6 O6 Cd4 129.36(17) . . . . ?
N11 Cd6 O6 Cd4 76.7(2) . . . . ?
N9 Cd6 O6 Cd4 -148.34(14) . . . . ?
O5 Cd4 O6 C78 -16.1(4) 2 . . . ?
O5 Cd4 O6 C78 163.7(4) . . . . ?
O4 Cd4 O6 C78 -116.2(4) 2 . . . ?
O4 Cd4 O6 C78 177.8(7) . . . . ?
O6 Cd4 O6 C78 56.2(4) 2 . . . ?
O5 Cd4 O6 Cd6 178.86(12) 2 . . . ?
O5 Cd4 O6 Cd6 -1.34(12) . . . . ?
O4 Cd4 O6 Cd6 78.78(15) 2 . . . ?
O4 Cd4 O6 Cd6 12.8(9) . . . . ?
O6 Cd4 O6 Cd6 -108.82(17) 2 . . . ?
O1 Cd2 N1 C5 -137.7(4) 2_655 . . . ?
O1 Cd2 N1 C5 -61.1(5) . . . . ?
N2 Cd2 N1 C5 141.3(5) 2_655 . . . ?
N2 Cd2 N1 C5 -6.1(4) . . . . ?
N1 Cd2 N1 C5 72.9(4) 2_655 . . . ?
O1 Cd2 N1 C1 33.7(6) 2_655 . . . ?
O1 Cd2 N1 C1 110.2(6) . . . . ?
N2 Cd2 N1 C1 -47.3(6) 2_655 . . . ?
N2 Cd2 N1 C1 165.2(6) . . . . ?
N1 Cd2 N1 C1 -115.8(6) 2_655 . . . ?
O1 Cd2 N2 C7 -80.8(6) 2_655 . . . ?
O1 Cd2 N2 C7 -18.7(5) . . . . ?
N2 Cd2 N2 C7 134.9(5) 2_655 . . . ?
N1 Cd2 N2 C7 78.3(5) 2_655 . . . ?
N1 Cd2 N2 C7 -163.2(6) . . . . ?
O1 Cd2 N2 C6 102.1(4) 2_655 . . . ?
O1 Cd2 N2 C6 164.2(4) . . . . ?
N2 Cd2 N2 C6 -42.2(4) 2_655 . . . ?
N1 Cd2 N2 C6 -98.8(4) 2_655 . . . ?
N1 Cd2 N2 C6 19.7(4) . . . . ?
O3 Cd3 N3 C18 -102.5(4) . . . . ?
O2 Cd3 N3 C18 -2.6(7) . . . . ?
N4 Cd3 N3 C18 6.0(4) . . . . ?
N6 Cd3 N3 C18 178.2(5) . . . . ?
N5 Cd3 N3 C18 107.6(5) . . . . ?
O3 Cd3 N3 C14 83.0(6) . . . . ?
O2 Cd3 N3 C14 -177.1(5) . . . . ?
N4 Cd3 N3 C14 -168.5(6) . . . . ?
N6 Cd3 N3 C14 3.7(6) . . . . ?
N5 Cd3 N3 C14 -66.9(6) . . . . ?
O3 Cd3 N4 C20 -99.8(5) . . . . ?
O2 Cd3 N4 C20 -27.3(5) . . . . ?
N6 Cd3 N4 C20 136.7(5) . . . . ?
N5 Cd3 N4 C20 59.6(5) . . . . ?
N3 Cd3 N4 C20 156.8(5) . . . . ?
O3 Cd3 N4 C19 86.1(4) . . . . ?
O2 Cd3 N4 C19 158.5(4) . . . . ?
N6 Cd3 N4 C19 -37.4(7) . . . . ?
N5 Cd3 N4 C19 -114.5(4) . . . . ?
N3 Cd3 N4 C19 -17.3(4) . . . . ?
O3 Cd3 N5 C31 -51.4(5) . . . . ?
O2 Cd3 N5 C31 -122.4(4) . . . . ?
N4 Cd3 N5 C31 157.1(4) . . . . ?
N6 Cd3 N5 C31 0.9(4) . . . . ?
N3 Cd3 N5 C31 84.3(4) . . . . ?
O3 Cd3 N5 C27 114.5(5) . . . . ?
O2 Cd3 N5 C27 43.5(5) . . . . ?
N4 Cd3 N5 C27 -37.0(5) . . . . ?
N6 Cd3 N5 C27 166.9(5) . . . . ?
N3 Cd3 N5 C27 -109.8(5) . . . . ?
O3 Cd3 N6 C33 -30.2(5) . . . . ?
O2 Cd3 N6 C33 -99.6(5) . . . . ?
N4 Cd3 N6 C33 98.9(6) . . . . ?
N5 Cd3 N6 C33 -177.2(5) . . . . ?
N3 Cd3 N6 C33 79.9(5) . . . . ?
O3 Cd3 N6 C32 160.3(4) . . . . ?
O2 Cd3 N6 C32 90.8(4) . . . . ?
N4 Cd3 N6 C32 -70.7(7) . . . . ?
N5 Cd3 N6 C32 13.3(4) . . . . ?
N3 Cd3 N6 C32 -89.6(4) . . . . ?
O4 Cd5 N7 C44 55.8(6) . . . . ?
O4 Cd5 N7 C44 134.7(5) 2 . . . ?
N8 Cd5 N7 C44 3.8(4) . . . . ?
N8 Cd5 N7 C44 -145.1(5) 2 . . . ?
N7 Cd5 N7 C44 -76.5(5) 2 . . . ?
O4 Cd5 N7 C40 -111.6(6) . . . . ?
O4 Cd5 N7 C40 -32.7(6) 2 . . . ?
N8 Cd5 N7 C40 -163.6(6) . . . . ?
N8 Cd5 N7 C40 47.6(6) 2 . . . ?
N7 Cd5 N7 C40 116.1(6) 2 . . . ?
O4 Cd5 N8 C46 19.4(5) . . . . ?
O4 Cd5 N8 C46 81.0(6) 2 . . . ?
N8 Cd5 N8 C46 -134.4(5) 2 . . . ?
N7 Cd5 N8 C46 165.8(6) . . . . ?
N7 Cd5 N8 C46 -79.8(5) 2 . . . ?
O4 Cd5 N8 C45 -166.9(5) . . . . ?
O4 Cd5 N8 C45 -105.3(4) 2 . . . ?
N8 Cd5 N8 C45 39.3(4) 2 . . . ?
N7 Cd5 N8 C45 -20.5(4) . . . . ?
N7 Cd5 N8 C45 93.9(5) 2 . . . ?
O6 Cd6 N9 C57 114.7(4) . . . . ?
O5 Cd6 N9 C57 15.5(6) . . . . ?
N10 Cd6 N9 C57 0.0(4) . . . . ?
N12 Cd6 N9 C57 -167.2(4) . . . . ?
N11 Cd6 N9 C57 -97.4(4) . . . . ?
O6 Cd6 N9 C53 -74.5(5) . . . . ?
O5 Cd6 N9 C53 -173.8(4) . . . . ?
N10 Cd6 N9 C53 170.8(5) . . . . ?
N12 Cd6 N9 C53 3.5(5) . . . . ?
N11 Cd6 N9 C53 73.3(5) . . . . ?
O6 Cd6 N10 C59 93.5(5) . . . . ?
O5 Cd6 N10 C59 24.0(5) . . . . ?
N12 Cd6 N10 C59 -133.8(5) . . . . ?
N11 Cd6 N10 C59 -62.3(5) . . . . ?
N9 Cd6 N10 C59 -163.8(5) . . . . ?
O6 Cd6 N10 C58 -89.7(4) . . . . ?
O5 Cd6 N10 C58 -159.1(4) . . . . ?
N12 Cd6 N10 C58 43.1(6) . . . . ?
N11 Cd6 N10 C58 114.6(4) . . . . ?
N9 Cd6 N10 C58 13.1(4) . . . . ?
O6 Cd6 N11 C66 -109.2(5) . . . . ?
O5 Cd6 N11 C66 -38.5(5) . . . . ?
N10 Cd6 N11 C66 41.2(5) . . . . ?
N12 Cd6 N11 C66 -164.9(5) . . . . ?
N9 Cd6 N11 C66 114.1(5) . . . . ?
O6 Cd6 N11 C70 64.3(5) . . . . ?
O5 Cd6 N11 C70 135.0(4) . . . . ?
N10 Cd6 N11 C70 -145.2(4) . . . . ?
N12 Cd6 N11 C70 8.6(4) . . . . ?
N9 Cd6 N11 C70 -72.3(4) . . . . ?
O6 Cd6 N12 C72 23.4(5) . . . . ?
O5 Cd6 N12 C72 90.7(5) . . . . ?
N10 Cd6 N12 C72 -115.8(5) . . . . ?
N11 Cd6 N12 C72 165.8(5) . . . . ?
N9 Cd6 N12 C72 -87.6(5) . . . . ?
O6 Cd6 N12 C71 -163.4(5) . . . . ?
O5 Cd6 N12 C71 -96.2(4) . . . . ?
N10 Cd6 N12 C71 57.3(7) . . . . ?
N11 Cd6 N12 C71 -21.1(4) . . . . ?
N9 Cd6 N12 C71 85.5(5) . . . . ?
C5 N1 C1 C2 -0.9(11) . . . . ?
Cd2 N1 C1 C2 -172.1(6) . . . . ?
N1 C1 C2 C3 -0.4(12) . . . . ?
C1 C2 C3 C4 0.7(12) . . . . ?
C2 C3 C4 C5 0.2(11) . . . . ?
C1 N1 C5 C4 1.9(9) . . . . ?
Cd2 N1 C5 C4 174.1(5) . . . . ?
C1 N1 C5 C6 179.3(6) . . . . ?
Cd2 N1 C5 C6 -8.4(7) . . . . ?
C3 C4 C5 N1 -1.6(10) . . . . ?
C3 C4 C5 C6 -178.9(6) . . . . ?
C7 N2 C6 C5 151.1(6) . . . . ?
Cd2 N2 C6 C5 -31.5(7) . . . . ?
N1 C5 C6 N2 26.2(9) . . . . ?
C4 C5 C6 N2 -156.4(6) . . . . ?
C6 N2 C7 C8 176.3(6) . . . . ?
Cd2 N2 C7 C8 -0.7(9) . . . . ?
N2 C7 C8 C9 -161.8(6) . . . . ?
N2 C7 C8 C13 17.8(10) . . . . ?
C13 C8 C9 C10 -2.2(9) . . . . ?
C7 C8 C9 C10 177.5(6) . . . . ?
C8 C9 C10 C11 3.2(10) . . . . ?
C9 C10 C11 C12 -0.9(10) . . . . ?
C10 C11 C12 C13 -2.5(10) . . . . ?
Cd2 O1 C13 C12 148.1(4) . . . . ?
Cd1 O1 C13 C12 -40.9(7) . . . . ?
Cd2 O1 C13 C8 -33.7(7) . . . . ?
Cd1 O1 C13 C8 137.3(4) . . . . ?
C11 C12 C13 O1 -178.2(5) . . . . ?
C11 C12 C13 C8 3.5(9) . . . . ?
C9 C8 C13 O1 -179.4(5) . . . . ?
C7 C8 C13 O1 1.0(9) . . . . ?
C9 C8 C13 C12 -1.1(8) . . . . ?
C7 C8 C13 C12 179.3(5) . . . . ?
C18 N3 C14 C15 -0.5(12) . . . . ?
Cd3 N3 C14 C15 173.9(6) . . . . ?
N3 C14 C15 C16 2.2(14) . . . . ?
C14 C15 C16 C17 -2.4(13) . . . . ?
C15 C16 C17 C18 1.0(12) . . . . ?
C14 N3 C18 C17 -1.0(10) . . . . ?
Cd3 N3 C18 C17 -176.0(5) . . . . ?
C14 N3 C18 C19 -179.0(6) . . . . ?
Cd3 N3 C18 C19 6.0(7) . . . . ?
C16 C17 C18 N3 0.7(11) . . . . ?
C16 C17 C18 C19 178.7(7) . . . . ?
C20 N4 C19 C18 -148.2(5) . . . . ?
Cd3 N4 C19 C18 26.4(7) . . . . ?
N3 C18 C19 N4 -20.7(8) . . . . ?
C17 C18 C19 N4 161.2(6) . . . . ?
C19 N4 C20 C21 -177.6(5) . . . . ?
Cd3 N4 C20 C21 8.3(9) . . . . ?
N4 C20 C21 C22 -165.1(6) . . . . ?
N4 C20 C21 C26 16.4(10) . . . . ?
C26 C21 C22 C23 -2.5(9) . . . . ?
C20 C21 C22 C23 179.0(6) . . . . ?
C21 C22 C23 C24 2.8(10) . . . . ?
C22 C23 C24 C25 -0.4(10) . . . . ?
C23 C24 C25 C26 -2.4(10) . . . . ?
Cd3 O2 C26 C25 146.8(4) . . . . ?
Cd1 O2 C26 C25 -62.6(6) . . . . ?
Cd3 O2 C26 C21 -32.1(7) . . . . ?
Cd1 O2 C26 C21 118.5(5) . . . . ?
C24 C25 C26 O2 -176.4(5) . . . . ?
C24 C25 C26 C21 2.6(8) . . . . ?
C22 C21 C26 O2 178.7(5) . . . . ?
C20 C21 C26 O2 -2.9(9) . . . . ?
C22 C21 C26 C25 -0.2(8) . . . . ?
C20 C21 C26 C25 178.2(5) . . . . ?
C31 N5 C27 C28 -0.7(9) . . . . ?
Cd3 N5 C27 C28 -166.3(5) . . . . ?
N5 C27 C28 C29 -0.2(10) . . . . ?
C27 C28 C29 C30 1.0(12) . . . . ?
C28 C29 C30 C31 -1.0(13) . . . . ?
C27 N5 C31 C30 0.7(9) . . . . ?
Cd3 N5 C31 C30 167.5(5) . . . . ?
C27 N5 C31 C32 178.3(6) . . . . ?
Cd3 N5 C31 C32 -14.9(7) . . . . ?
C29 C30 C31 N5 0.1(11) . . . . ?
C29 C30 C31 C32 -177.5(7) . . . . ?
C33 N6 C32 C31 165.4(6) . . . . ?
Cd3 N6 C32 C31 -24.8(7) . . . . ?
N5 C31 C32 N6 26.2(8) . . . . ?
C30 C31 C32 N6 -156.2(6) . . . . ?
C32 N6 C33 C34 179.5(6) . . . . ?
Cd3 N6 C33 C34 10.4(9) . . . . ?
N6 C33 C34 C35 -164.9(6) . . . . ?
N6 C33 C34 C39 15.9(10) . . . . ?
C39 C34 C35 C36 -0.6(10) . . . . ?
C33 C34 C35 C36 -179.8(6) . . . . ?
C34 C35 C36 C37 2.4(11) . . . . ?
C35 C36 C37 C38 -1.5(11) . . . . ?
C36 C37 C38 C39 -1.3(10) . . . . ?
Cd3 O3 C39 C38 145.5(4) . . . . ?
Cd1 O3 C39 C38 -52.2(7) . . . . ?
Cd3 O3 C39 C34 -35.4(6) . . . . ?
Cd1 O3 C39 C34 126.9(5) . . . . ?
C37 C38 C39 O3 -177.8(5) . . . . ?
C37 C38 C39 C34 3.1(9) . . . . ?
C35 C34 C39 O3 178.8(5) . . . . ?
C33 C34 C39 O3 -2.0(8) . . . . ?
C35 C34 C39 C38 -2.1(8) . . . . ?
C33 C34 C39 C38 177.1(5) . . . . ?
C44 N7 C40 C41 0.6(11) . . . . ?
Cd5 N7 C40 C41 167.7(6) . . . . ?
N7 C40 C41 C42 -0.5(13) . . . . ?
C40 C41 C42 C43 0.4(12) . . . . ?
C41 C42 C43 C44 -0.5(12) . . . . ?
C40 N7 C44 C43 -0.7(10) . . . . ?
Cd5 N7 C44 C43 -169.1(5) . . . . ?
C40 N7 C44 C45 -178.7(6) . . . . ?
Cd5 N7 C44 C45 12.9(7) . . . . ?
C42 C43 C44 N7 0.7(11) . . . . ?
C42 C43 C44 C45 178.6(7) . . . . ?
C46 N8 C45 C44 -151.7(6) . . . . ?
Cd5 N8 C45 C44 34.0(7) . . . . ?
N7 C44 C45 N8 -30.7(9) . . . . ?
C43 C44 C45 N8 151.3(6) . . . . ?
C45 N8 C46 C47 -177.7(6) . . . . ?
Cd5 N8 C46 C47 -4.1(9) . . . . ?
N8 C46 C47 C48 167.4(6) . . . . ?
N8 C46 C47 C52 -14.0(10) . . . . ?
C52 C47 C48 C49 0.7(9) . . . . ?
C46 C47 C48 C49 179.3(6) . . . . ?
C47 C48 C49 C50 -2.4(10) . . . . ?
C48 C49 C50 C51 1.1(10) . . . . ?
C49 C50 C51 C52 1.9(9) . . . . ?
Cd5 O4 C52 C51 -155.3(4) . . . . ?
Cd4 O4 C52 C51 39.1(6) . . . . ?
Cd5 O4 C52 C47 26.4(7) . . . . ?
Cd4 O4 C52 C47 -139.2(4) . . . . ?
C50 C51 C52 O4 178.0(5) . . . . ?
C50 C51 C52 C47 -3.6(8) . . . . ?
C48 C47 C52 O4 -179.4(5) . . . . ?
C46 C47 C52 O4 2.1(9) . . . . ?
C48 C47 C52 C51 2.3(8) . . . . ?
C46 C47 C52 C51 -176.2(5) . . . . ?
C57 N9 C53 C54 1.4(10) . . . . ?
Cd6 N9 C53 C54 -169.1(5) . . . . ?
N9 C53 C54 C55 -0.6(12) . . . . ?
C53 C54 C55 C56 -1.0(12) . . . . ?
C54 C55 C56 C57 1.8(12) . . . . ?
C53 N9 C57 C56 -0.6(9) . . . . ?
Cd6 N9 C57 C56 171.0(5) . . . . ?
C53 N9 C57 C58 175.4(6) . . . . ?
Cd6 N9 C57 C58 -13.0(7) . . . . ?
C55 C56 C57 N9 -1.0(11) . . . . ?
C55 C56 C57 C58 -176.9(6) . . . . ?
C59 N10 C58 C57 153.1(5) . . . . ?
Cd6 N10 C58 C57 -24.1(6) . . . . ?
N9 C57 C58 N10 24.2(8) . . . . ?
C56 C57 C58 N10 -159.7(6) . . . . ?
C58 N10 C59 C60 178.3(6) . . . . ?
Cd6 N10 C59 C60 -4.7(9) . . . . ?
N10 C59 C60 C61 162.3(6) . . . . ?
N10 C59 C60 C65 -17.0(10) . . . . ?
C65 C60 C61 C62 1.6(10) . . . . ?
C59 C60 C61 C62 -177.7(6) . . . . ?
C60 C61 C62 C63 -1.4(11) . . . . ?
C61 C62 C63 C64 -0.8(11) . . . . ?
C62 C63 C64 C65 3.0(10) . . . . ?
Cd6 O5 C65 C64 -144.9(4) . . . . ?
Cd4 O5 C65 C64 59.8(7) . . . . ?
Cd6 O5 C65 C60 34.0(7) . . . . ?
Cd4 O5 C65 C60 -121.3(5) . . . . ?
C63 C64 C65 O5 176.3(5) . . . . ?
C63 C64 C65 C60 -2.7(9) . . . . ?
C61 C60 C65 O5 -178.5(5) . . . . ?
C59 C60 C65 O5 0.7(9) . . . . ?
C61 C60 C65 C64 0.4(8) . . . . ?
C59 C60 C65 C64 179.7(5) . . . . ?
C70 N11 C66 C67 0.3(9) . . . . ?
Cd6 N11 C66 C67 173.7(5) . . . . ?
N11 C66 C67 C68 0.5(11) . . . . ?
C66 C67 C68 C69 -0.4(12) . . . . ?
C67 C68 C69 C70 -0.4(13) . . . . ?
C66 N11 C70 C69 -1.1(9) . . . . ?
Cd6 N11 C70 C69 -175.2(5) . . . . ?
C66 N11 C70 C71 179.1(6) . . . . ?
Cd6 N11 C70 C71 5.0(7) . . . . ?
C68 C69 C70 N11 1.2(11) . . . . ?
C68 C69 C70 C71 -179.0(7) . . . . ?
C72 N12 C71 C70 -155.3(6) . . . . ?
Cd6 N12 C71 C70 31.0(7) . . . . ?
N11 C70 C71 N12 -23.5(9) . . . . ?
C69 C70 C71 N12 156.7(6) . . . . ?
C71 N12 C72 C73 -178.4(6) . . . . ?
Cd6 N12 C72 C73 -5.5(9) . . . . ?
N12 C72 C73 C74 167.1(6) . . . . ?
N12 C72 C73 C78 -15.8(10) . . . . ?
C78 C73 C74 C75 1.6(10) . . . . ?
C72 C73 C74 C75 178.9(6) . . . . ?
C73 C74 C75 C76 -1.1(11) . . . . ?
C74 C75 C76 C77 -0.9(11) . . . . ?
C75 C76 C77 C78 2.6(10) . . . . ?
Cd6 O6 C78 C77 -149.9(4) . . . . ?
Cd4 O6 C78 C77 48.3(7) . . . . ?
Cd6 O6 C78 C73 31.1(7) . . . . ?
Cd4 O6 C78 C73 -130.7(4) . . . . ?
C76 C77 C78 O6 178.9(5) . . . . ?
C76 C77 C78 C73 -2.0(9) . . . . ?
C74 C73 C78 O6 179.0(5) . . . . ?
C72 C73 C78 O6 2.0(9) . . . . ?
C74 C73 C78 C77 -0.1(8) . . . . ?
C72 C73 C78 C77 -177.1(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.58
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.065
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.082
