# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_dp8_0m
_audit_block_doi                 10.5517/ccdc.csd.cc1p5d8j
_database_code_depnum_ccdc_archive 'CCDC 1554317'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H11 N3 O4'
_chemical_formula_weight         213.20

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'

_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                   7.6321(11)
_cell_length_b                   10.9503(16)
_cell_length_c                   12.4367(18)
_cell_angle_alpha                92.390(3)
_cell_angle_beta                 95.911(2)
_cell_angle_gamma                100.137(3)
_cell_volume                     1015.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    16650
_cell_measurement_theta_min      1.89
_cell_measurement_theta_max      26.31

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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 CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16650
_diffrn_reflns_av_R_equivalents  0.0792
_diffrn_reflns_av_sigmaI/netI    0.0754
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         26.31
_reflns_number_total             4109
_reflns_number_gt                1685
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0745P)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     SHELXL
_refine_ls_extinction_coef       0.0043(1)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4109
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1626
_refine_ls_R_factor_gt           0.0549
_refine_ls_wR_factor_ref         0.1839
_refine_ls_wR_factor_gt          0.1335
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.976
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.002

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
O1 O 0.5671(3) 0.3365(2) 0.40405(18) 0.0720(7) Uani 1 1 d . . .
O2 O 0.3879(3) 0.2041(3) 0.55566(17) 0.0803(9) Uani 1 1 d . . .
O3 O 0.5948(3) 0.3030(2) 0.68099(18) 0.0646(7) Uani 1 1 d . . .
O4 O 0.8012(3) 0.3745(3) 0.52513(19) 0.0953(10) Uani 1 1 d . . .
C1 C 0.6412(4) 0.3359(3) 0.4965(3) 0.0483(8) Uani 1 1 d . . .
C2 C 0.5267(4) 0.2762(3) 0.5826(3) 0.0460(8) Uani 1 1 d . . .
O5 O 0.5396(3) 0.8468(2) -0.09066(17) 0.0683(7) Uani 1 1 d . . .
O6 O 0.7718(3) 0.9097(2) 0.03078(16) 0.0638(7) Uani 1 1 d . . .
O7 O 0.5876(3) 0.8027(2) 0.18528(18) 0.0590(6) Uani 1 1 d . . .
O8 O 0.3618(3) 0.7304(3) 0.06197(19) 0.1030(11) Uani 1 1 d . . .
C3 C 0.6172(4) 0.8555(3) 0.0035(2) 0.0450(8) Uani 1 1 d . . .
C4 C 0.5088(4) 0.7910(3) 0.0900(3) 0.0497(9) Uani 1 1 d . . .
C5 C 0.8553(5) 0.2550(3) 0.2558(3) 0.0568(10) Uani 1 1 d . . .
N1 N 1.0289(4) 0.2747(3) 0.2768(2) 0.0613(8) Uani 1 1 d . . .
C6 C 0.9614(5) 0.2179(4) 0.1067(3) 0.0706(11) Uani 1 1 d . . .
C7 C 1.1283(7) 0.3105(6) 0.3814(5) 0.113(2) Uani 1 1 d . . .
H1 H 1.244(6) 0.288(5) 0.383(4) 0.143 Uiso 1 1 calc . . .
H2 H 1.065(10) 0.269(7) 0.436(6) 0.254 Uiso 1 1 calc . . .
H3 H 1.141(6) 0.399(4) 0.395(3) 0.114 Uiso 1 1 calc . . .
C16 C 1.1006(5) 0.2528(4) 0.1845(4) 0.069 Uani 1 1 d . . .
N2 N 0.8096(4) 0.2204(3) 0.1520(2) 0.060 Uani 1 1 d . . .
N3 N 0.7440(3) 0.5290(2) 0.1972(2) 0.051 Uani 1 1 d . . .
C8 C 0.8335(5) 0.5510(3) 0.2942(3) 0.061 Uani 1 1 d . . .
C9 C 1.0219(5) 0.6076(3) 0.1800(3) 0.064 Uani 1 1 d . . .
N4 N 1.0015(4) 0.5986(3) 0.2868(2) 0.062 Uani 1 1 d . . .
C10 C 0.5533(5) 0.4745(4) 0.1728(3) 0.067 Uani 1 1 d . . .
C11 C 0.8630(5) 0.5642(4) 0.1248(3) 0.068 Uani 1 1 d . . .
N5 N 0.7607(3) 0.0175(2) 0.69798(19) 0.046 Uani 1 1 d . . .
C12 C 0.8744(5) 0.0523(4) 0.6222(3) 0.063 Uani 1 1 d . . .
N6 N 1.0243(4) 0.0759(2) 0.7811(2) 0.054 Uani 1 1 d . . .
C13 C 1.0382(5) 0.0889(3) 0.6742(3) 0.065 Uani 1 1 d . . .
C14 C 0.8563(4) 0.0332(3) 0.7936(3) 0.050 Uani 1 1 d . . .
C15 C 0.5686(5) -0.0322(4) 0.6772(3) 0.063 Uani 1 1 d . . .
H4 H 1.153(4) 0.121(3) 0.649(2) 0.056 Uiso 1 1 d . . .
H5 H 1.131(4) 0.639(3) 0.152(2) 0.073 Uiso 1 1 d . . .
H6 H 0.523(5) -0.042(4) 0.744(3) 0.117 Uiso 1 1 d . . .
H7 H 0.827(4) 0.561(3) 0.056(3) 0.079 Uiso 1 1 d . . .
H8 H 1.221(4) 0.254(3) 0.197(3) 0.076 Uiso 1 1 d . . .
H9 H 0.837(4) 0.045(3) 0.550(3) 0.081 Uiso 1 1 d . . .
H10 H 0.511(4) 0.441(3) 0.233(3) 0.087 Uiso 1 1 d . . .
H11 H 0.814(4) 0.010(3) 0.862(2) 0.069 Uiso 1 1 d . . .
H12 H 0.543(5) 0.412(3) 0.114(3) 0.098 Uiso 1 1 d . . .
H13 H 0.784(5) 0.270(3) 0.310(3) 0.100 Uiso 1 1 d . . .
H14 H 0.779(4) 0.539(3) 0.352(2) 0.066 Uiso 1 1 d . . .
H15 H 0.518(5) 0.025(4) 0.637(3) 0.109 Uiso 1 1 d . . .
H16 H 1.116(4) 0.089(3) 0.841(3) 0.083 Uiso 1 1 d . . .
H17 H 0.549(5) -0.107(4) 0.633(3) 0.126 Uiso 1 1 d . . .
H18 H 0.504(5) 0.252(3) 0.747(3) 0.111 Uiso 1 1 d . . .
H19 H 0.481(5) 0.534(4) 0.133(3) 0.130 Uiso 1 1 d . . .
H20 H 0.683(7) 0.199(4) 0.138(4) 0.168 Uiso 1 1 d . . .
H21 H 1.092(5) 0.619(3) 0.347(3) 0.101 Uiso 1 1 d . . .
H22 H 0.952(5) 0.192(4) 0.036(3) 0.103 Uiso 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
O1 C1 1.229(3) . ?
O2 C2 1.212(3) . ?
O3 C2 1.280(3) . ?
O3 H18 1.18(4) . ?
O4 C1 1.230(4) . ?
C1 C2 1.546(4) . ?
O5 C3 1.249(3) . ?
O6 C3 1.231(3) . ?
O7 C4 1.263(3) . ?
O8 C4 1.208(3) . ?
C3 C4 1.543(4) . ?
C5 N1 1.302(4) . ?
C5 N2 1.324(4) . ?
C5 H13 0.94(4) . ?
N1 C16 1.352(4) . ?
N1 C7 1.439(5) . ?
C6 N2 1.343(4) . ?
C6 C16 1.351(5) . ?
C6 H22 0.90(4) . ?
C7 H1 0.87(4) . ?
C7 H2 0.96(7) . ?
C7 H3 0.96(4) . ?
C16 H8 0.91(3) . ?
N2 H20 0.95(5) . ?
N3 C8 1.315(4) . ?
N3 C11 1.363(4) . ?
N3 C10 1.467(4) . ?
C8 N4 1.310(4) . ?
C8 H14 0.87(3) . ?
C9 C11 1.329(5) . ?
C9 N4 1.358(4) . ?
C9 H5 0.95(3) . ?
N4 H21 0.96(4) . ?
C10 H10 0.91(4) . ?
C10 H12 0.96(4) . ?
C10 H19 1.04(4) . ?
C11 H7 0.87(3) . ?
N5 C14 1.318(4) . ?
N5 C12 1.368(4) . ?
N5 C15 1.463(4) . ?
C12 C13 1.333(5) . ?
C12 H9 0.90(3) . ?
N6 C14 1.313(4) . ?
N6 C13 1.356(4) . ?
N6 H16 0.96(3) . ?
C13 H4 0.97(3) . ?
C14 H11 0.97(3) . ?
C15 H6 0.93(4) . ?
C15 H15 0.93(4) . ?
C15 H17 0.94(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O3 H18 116.0(16) . . ?
O1 C1 O4 125.2(3) . . ?
O1 C1 C2 117.5(3) . . ?
O4 C1 C2 117.2(3) . . ?
O2 C2 O3 124.1(3) . . ?
O2 C2 C1 120.6(3) . . ?
O3 C2 C1 115.2(3) . . ?
O6 C3 O5 124.8(3) . . ?
O6 C3 C4 118.9(3) . . ?
O5 C3 C4 116.3(3) . . ?
O8 C4 O7 125.4(3) . . ?
O8 C4 C3 118.9(3) . . ?
O7 C4 C3 115.7(3) . . ?
N1 C5 N2 109.6(3) . . ?
N1 C5 H13 120(2) . . ?
N2 C5 H13 130(2) . . ?
C5 N1 C16 108.7(3) . . ?
C5 N1 C7 125.7(4) . . ?
C16 N1 C7 125.5(4) . . ?
N2 C6 C16 108.0(3) . . ?
N2 C6 H22 118(3) . . ?
C16 C6 H22 134(3) . . ?
N1 C7 H1 107(3) . . ?
N1 C7 H2 102(6) . . ?
H1 C7 H2 109(6) . . ?
N1 C7 H3 113(4) . . ?
H1 C7 H3 110(4) . . ?
H2 C7 H3 113(8) . . ?
C6 C16 N1 106.3(3) . . ?
C6 C16 H8 141(2) . . ?
N1 C16 H8 112(2) . . ?
C5 N2 C6 107.4(3) . . ?
C5 N2 H20 110(3) . . ?
C6 N2 H20 143(3) . . ?
C8 N3 C11 106.8(3) . . ?
C8 N3 C10 126.0(3) . . ?
C11 N3 C10 127.2(3) . . ?
N4 C8 N3 110.2(3) . . ?
N4 C8 H14 129(2) . . ?
N3 C8 H14 121(2) . . ?
C11 C9 N4 107.1(3) . . ?
C11 C9 H5 127.6(19) . . ?
N4 C9 H5 125.3(19) . . ?
C8 N4 C9 107.8(3) . . ?
C8 N4 H21 125(2) . . ?
C9 N4 H21 128(2) . . ?
N3 C10 H10 110(2) . . ?
N3 C10 H12 107(2) . . ?
H10 C10 H12 112(3) . . ?
N3 C10 H19 112(2) . . ?
H10 C10 H19 117(3) . . ?
H12 C10 H19 98(3) . . ?
C9 C11 N3 108.1(3) . . ?
C9 C11 H7 131(2) . . ?
N3 C11 H7 120(2) . . ?
C14 N5 C12 107.6(3) . . ?
C14 N5 C15 125.8(3) . . ?
C12 N5 C15 126.6(3) . . ?
C13 C12 N5 107.6(3) . . ?
C13 C12 H9 130(2) . . ?
N5 C12 H9 122(2) . . ?
C14 N6 C13 108.7(3) . . ?
C14 N6 H16 121(2) . . ?
C13 N6 H16 130(2) . . ?
C12 C13 N6 107.0(3) . . ?
C12 C13 H4 132.1(17) . . ?
N6 C13 H4 120.9(17) . . ?
N6 C14 N5 109.1(3) . . ?
N6 C14 H11 124.5(17) . . ?
N5 C14 H11 126.2(18) . . ?
N5 C15 H6 108(2) . . ?
N5 C15 H15 107(2) . . ?
H6 C15 H15 112(3) . . ?
N5 C15 H17 110(2) . . ?
H6 C15 H17 113(3) . . ?
H15 C15 H17 106(3) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.31
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_yb77
_database_code_depnum_ccdc_archive 'CCDC 1554320'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-21 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H27 N6 O14 Yb'
_chemical_formula_weight         760.52

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

# start Validation Reply Form
_vrf_PLAT430_yb77                
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_yb77                
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8524(18)
_cell_length_b                   10.434(2)
_cell_length_c                   15.937(3)
_cell_angle_alpha                87.131(2)
_cell_angle_beta                 87.135(2)
_cell_angle_gamma                88.571(2)
_cell_volume                     1468.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    23529
_cell_measurement_theta_min      2.284
_cell_measurement_theta_max      26.624

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_F_000             754
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.260
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.736
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.11
_exptl_absorpt_correction_T_max  0.18
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23529
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.284
_diffrn_reflns_theta_max         26.624
_diffrn_reflns_theta_full        25.250
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6085
_reflns_number_gt                5336
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0616P)²+21.2457P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6085
_refine_ls_number_parameters     373
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1205
_refine_ls_wR_factor_gt          0.1113
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_restrained_S_all      0.907
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0344(7) -0.0684(6) -0.0024(4) 0.0174(12) Uani 1 1 d . . . . .
C3 C 0.4765(6) 0.0572(6) -0.0303(4) 0.0159(12) Uani 1 1 d . . . . .
C5 C 0.3269(7) 0.3440(6) 0.1668(4) 0.0208(13) Uani 1 1 d . . . . .
C7 C 0.4361(7) 0.2537(6) 0.2168(4) 0.0208(13) Uani 1 1 d . . . . .
C8 C 0.0548(7) 0.0471(7) 0.2959(4) 0.0229(14) Uani 1 1 d . . . . .
C12 C 0.1362(8) -0.0870(7) 0.2906(4) 0.0262(15) Uani 1 1 d . . . . .
O1 O 0.4466(5) -0.0746(4) 0.0969(3) 0.0198(9) Uani 1 1 d . . . . .
O2 O 0.3625(5) 0.1234(4) -0.0054(3) 0.0207(9) Uani 1 1 d . . . . .
O3 O 0.2432(5) 0.2899(4) 0.1175(3) 0.0227(10) Uani 1 1 d . . . . .
O4 O 0.0217(5) 0.1402(4) 0.0526(3) 0.0210(10) Uani 1 1 d . . . . .
O5 O 0.2151(5) -0.1016(5) 0.2232(3) 0.0270(11) Uani 1 1 d . . . . .
O6 O 0.1403(5) -0.0947(4) 0.0458(3) 0.0236(10) Uani 1 1 d . . . . .
O7 O -0.0320(6) 0.0664(5) 0.3585(3) 0.0316(12) Uani 1 1 d . . . . .
O8 O 0.0802(5) 0.1257(5) 0.2345(3) 0.0261(10) Uani 1 1 d . . . . .
O9 O 0.3239(5) 0.4614(5) 0.1786(3) 0.0273(11) Uani 1 1 d . . . . .
O10 O 0.4235(5) 0.1364(4) 0.2063(3) 0.0249(10) Uani 1 1 d . . . . .
O11 O 0.5240(6) 0.3053(5) 0.2635(4) 0.0320(12) Uani 1 1 d . . . . .
O12 O 0.1154(7) -0.1674(6) 0.3498(4) 0.0413(14) Uani 1 1 d . . . . .
Yb1 Yb 0.23824(3) 0.06547(3) 0.12298(2) 0.01748(10) Uani 1 1 d . . . . .
C6 C -0.0398(6) 0.4726(6) -0.1273(4) 0.0164(12) Uani 1 1 d . . . . .
H6 H -0.1351 0.4970 -0.1453 0.025 Uiso 1 1 calc R U . . .
C10 C 0.0613(8) 0.5517(7) -0.1020(5) 0.0270(15) Uani 1 1 d . . . . .
H10 H 0.0495 0.6402 -0.0993 0.041 Uiso 1 1 calc R U . . .
C11 C 0.1574(8) 0.3546(7) -0.0929(5) 0.0279(15) Uani 1 1 d . . . . .
H11 H 0.2234 0.2855 -0.0826 0.042 Uiso 1 1 calc R U . . .
C13 C 0.3262(8) 0.5276(7) -0.0492(5) 0.0310(16) Uani 1 1 d . . . . .
H13A H 0.4104 0.5001 -0.0858 0.046 Uiso 1 1 calc R U . . .
H13B H 0.3404 0.4884 0.0064 0.046 Uiso 1 1 calc R U . . .
C16 C 0.3282(8) 0.6701(8) -0.0446(6) 0.041(2) Uani 1 1 d . . . . .
H16A H 0.3065 0.7097 -0.0985 0.061 Uiso 1 1 calc R U . . .
H16B H 0.4263 0.6952 -0.0292 0.061 Uiso 1 1 calc R U . . .
H16C H 0.2532 0.6970 -0.0032 0.061 Uiso 1 1 calc R U . . .
N1 N 0.1838(6) 0.4815(5) -0.0808(4) 0.0231(12) Uani 1 1 d . . . . .
N3 N 0.0172(8) 0.3495(7) -0.1227(5) 0.0440(17) Uani 1 1 d . . . . .
H3 H -0.0274 0.2818 -0.1362 0.066 Uiso 1 1 calc R U . . .
C2 C 0.5381(8) -0.4149(7) 0.2638(4) 0.0233(14) Uani 1 1 d . . . . .
H2 H 0.4754 -0.4794 0.2490 0.035 Uiso 1 1 calc R U . . .
C14 C 0.6450(10) -0.0882(7) 0.2744(5) 0.0351(18) Uani 1 1 d . . . . .
H14A H 0.6774 -0.0608 0.3277 0.053 Uiso 1 1 calc R U . . .
H14B H 0.5479 -0.0467 0.2640 0.053 Uiso 1 1 calc R U . . .
C15 C 0.7577(9) -0.0469(8) 0.2060(6) 0.040(2) Uani 1 1 d . . . . .
H15A H 0.8519 -0.0924 0.2138 0.060 Uiso 1 1 calc R U . . .
H15B H 0.7731 0.0437 0.2079 0.060 Uiso 1 1 calc R U . . .
H15C H 0.7206 -0.0653 0.1524 0.060 Uiso 1 1 calc R U . . .
C17 C 0.5134(9) -0.2910(8) 0.2508(5) 0.0340(17) Uani 1 1 d . . . . .
H17 H 0.4296 -0.2535 0.2256 0.051 Uiso 1 1 calc R U . . .
C19 C 0.7292(10) -0.3161(8) 0.3118(6) 0.042(2) Uani 1 1 d . . . . .
H19 H 0.8202 -0.2988 0.3351 0.063 Uiso 1 1 calc R U . . .
N2 N 0.6273(7) -0.2274(6) 0.2796(4) 0.0306(14) Uani 1 1 d . . . . .
N6 N 0.6718(11) -0.4330(8) 0.3029(6) 0.060(2) Uani 1 1 d . . . . .
H6A H 0.7118 -0.5056 0.3189 0.089 Uiso 1 1 calc R U . . .
C4 C 0.1347(8) 0.1070(7) 0.5246(4) 0.0246(14) Uani 1 1 d . . . . .
H4 H 0.0807 0.0579 0.5656 0.037 Uiso 1 1 calc R U . . .
C18 C 0.0947(10) 0.2197(9) 0.4957(5) 0.044(2) Uani 1 1 d . . . . .
H18 H 0.0070 0.2643 0.5126 0.066 Uiso 1 1 calc R U . . .
C20 C 0.3080(10) 0.1697(9) 0.4299(6) 0.045(2) Uani 1 1 d . . . . .
H20 H 0.3934 0.1730 0.3934 0.067 Uiso 1 1 calc R U . . .
C22 C 0.1990(16) 0.3887(15) 0.3918(12) 0.114(5) Uani 1 1 d D . . . .
H22A H 0.2436 0.4496 0.4268 0.171 Uiso 1 1 calc R U . . .
H22B H 0.2654 0.3815 0.3418 0.171 Uiso 1 1 calc R U . . .
C23 C 0.0644(16) 0.4392(15) 0.3674(12) 0.114(5) Uani 1 1 d D . . . .
H23A H 0.0127 0.3767 0.3380 0.171 Uiso 1 1 calc R U . . .
H23B H 0.0817 0.5139 0.3309 0.171 Uiso 1 1 calc R U . . .
H23C H 0.0037 0.4627 0.4161 0.171 Uiso 1 1 calc R U . . .
N4 N 0.1982(9) 0.2630(8) 0.4379(5) 0.0471(19) Uani 1 1 d . . . . .
N5 N 0.2689(10) 0.0708(10) 0.4854(6) 0.060(2) Uani 1 1 d . . . . .
H5 H 0.3187 -0.0001 0.4940 0.089 Uiso 1 1 calc R U . . .
O1W O 0.7136(8) 0.2193(8) 0.3833(4) 0.066(2) Uani 1 1 d . . . . .
O2W O 0.6881(18) 0.3095(12) 0.5445(7) 0.163(7) 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
C1 O4 1.251(7) 2 ?
C1 O6 1.258(8) . ?
C1 C1 1.541(12) 2 ?
C1 Yb1 3.157(6) . ?
C1 Yb1 3.158(6) 2 ?
C3 O1 1.239(8) 2_655 ?
C3 O2 1.268(7) . ?
C3 C3 1.559(12) 2_655 ?
C3 Yb1 3.138(6) 2_655 ?
C3 Yb1 3.150(6) . ?
C5 O9 1.248(8) . ?
C5 O3 1.269(8) . ?
C5 C7 1.554(9) . ?
C5 Yb1 3.150(7) . ?
C7 O10 1.252(8) . ?
C7 O11 1.252(8) . ?
C7 Yb1 3.145(6) . ?
C8 O7 1.249(8) . ?
C8 O8 1.260(9) . ?
C8 C12 1.562(10) . ?
C8 Yb1 3.128(7) . ?
C12 O12 1.240(9) . ?
C12 O5 1.265(8) . ?
C12 Yb1 3.144(7) . ?
O1 C3 1.239(8) 2_655 ?
O1 Yb1 2.358(4) . ?
O2 Yb1 2.333(5) . ?
O3 Yb1 2.340(5) . ?
O4 C1 1.251(7) 2 ?
O4 Yb1 2.365(4) . ?
O5 Yb1 2.311(5) . ?
O6 Yb1 2.333(4) . ?
O8 Yb1 2.309(5) . ?
O10 Yb1 2.319(4) . ?
Yb1 C3 3.138(6) 2_655 ?
C6 C10 1.323(9) . ?
C6 N3 1.368(9) . ?
C6 H6 0.9300 . ?
C10 N1 1.340(9) . ?
C10 H10 0.9300 . ?
C11 N3 1.354(10) . ?
C11 N1 1.375(9) . ?
C11 H11 0.9300 . ?
C13 N1 1.481(8) . ?
C13 C16 1.493(11) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
N3 H3 0.8600 . ?
C2 C17 1.314(11) . ?
C2 N6 1.369(11) . ?
C2 H2 0.9300 . ?
C14 N2 1.462(9) . ?
C14 C15 1.495(12) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C17 N2 1.333(9) . ?
C17 H17 0.9300 . ?
C19 N6 1.350(11) . ?
C19 N2 1.374(10) . ?
C19 H19 0.9300 . ?
N6 H6A 0.8600 . ?
C4 C18 1.290(12) . ?
C4 N5 1.368(11) . ?
C4 H4 0.9300 . ?
C18 N4 1.337(11) . ?
C18 H18 0.9300 . ?
C20 N5 1.366(12) . ?
C20 N4 1.364(12) . ?
C20 H20 0.9300 . ?
C22 C23 1.357(14) . ?
C22 N4 1.471(14) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N5 H5 0.8600 . ?

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 C1 O6 127.7(6) 2 . ?
O4 C1 C1 116.9(7) 2 2 ?
O6 C1 C1 115.4(6) . 2 ?
O4 C1 Yb1 166.7(4) 2 . ?
O6 C1 Yb1 39.8(3) . . ?
C1 C1 Yb1 75.9(4) 2 . ?
O4 C1 Yb1 41.2(3) 2 2 ?
O6 C1 Yb1 167.9(4) . 2 ?
C1 C1 Yb1 75.8(4) 2 2 ?
Yb1 C1 Yb1 151.7(2) . 2 ?
O1 C3 O2 126.9(6) 2_655 . ?
O1 C3 C3 117.5(6) 2_655 2_655 ?
O2 C3 C3 115.6(7) . 2_655 ?
O1 C3 Yb1 41.5(3) 2_655 2_655 ?
O2 C3 Yb1 168.4(4) . 2_655 ?
C3 C3 Yb1 76.1(4) 2_655 2_655 ?
O1 C3 Yb1 167.2(4) 2_655 . ?
O2 C3 Yb1 40.3(3) . . ?
C3 C3 Yb1 75.2(4) 2_655 . ?
Yb1 C3 Yb1 151.3(2) 2_655 . ?
O9 C5 O3 124.7(6) . . ?
O9 C5 C7 119.4(6) . . ?
O3 C5 C7 115.9(6) . . ?
O9 C5 Yb1 163.5(5) . . ?
O3 C5 Yb1 40.8(3) . . ?
C7 C5 Yb1 75.5(3) . . ?
O10 C7 O11 127.6(6) . . ?
O10 C7 C5 115.3(5) . . ?
O11 C7 C5 117.1(6) . . ?
O10 C7 Yb1 39.5(3) . . ?
O11 C7 Yb1 166.7(5) . . ?
C5 C7 Yb1 75.9(3) . . ?
O7 C8 O8 125.6(7) . . ?
O7 C8 C12 118.2(6) . . ?
O8 C8 C12 116.1(6) . . ?
O7 C8 Yb1 165.5(5) . . ?
O8 C8 Yb1 40.0(3) . . ?
C12 C8 Yb1 76.1(4) . . ?
O12 C12 O5 127.1(7) . . ?
O12 C12 C8 118.5(6) . . ?
O5 C12 C8 114.4(6) . . ?
O12 C12 Yb1 166.5(5) . . ?
O5 C12 Yb1 39.4(3) . . ?
C8 C12 Yb1 75.0(4) . . ?
C3 O1 Yb1 118.1(4) 2_655 . ?
C3 O2 Yb1 119.1(4) . . ?
C5 O3 Yb1 118.5(4) . . ?
C1 O4 Yb1 118.4(4) 2 . ?
C12 O5 Yb1 120.3(4) . . ?
C1 O6 Yb1 120.0(4) . . ?
C8 O8 Yb1 119.5(4) . . ?
C7 O10 Yb1 120.5(4) . . ?
O8 Yb1 O5 69.67(17) . . ?
O8 Yb1 O10 82.59(18) . . ?
O5 Yb1 O10 84.86(18) . . ?
O8 Yb1 O2 148.01(17) . . ?
O5 Yb1 O2 142.23(16) . . ?
O10 Yb1 O2 95.83(17) . . ?
O8 Yb1 O6 113.62(17) . . ?
O5 Yb1 O6 78.35(18) . . ?
O10 Yb1 O6 150.13(16) . . ?
O2 Yb1 O6 83.15(17) . . ?
O8 Yb1 O3 75.11(17) . . ?
O5 Yb1 O3 138.43(17) . . ?
O10 Yb1 O3 69.13(16) . . ?
O2 Yb1 O3 74.54(16) . . ?
O6 Yb1 O3 137.60(16) . . ?
O8 Yb1 O1 138.99(17) . . ?
O5 Yb1 O1 73.98(16) . . ?
O10 Yb1 O1 75.80(16) . . ?
O2 Yb1 O1 69.68(15) . . ?
O6 Yb1 O1 75.91(15) . . ?
O3 Yb1 O1 126.08(15) . . ?
O8 Yb1 O4 78.80(17) . . ?
O5 Yb1 O4 119.15(17) . . ?
O10 Yb1 O4 141.11(16) . . ?
O2 Yb1 O4 83.01(16) . . ?
O6 Yb1 O4 68.59(15) . . ?
O3 Yb1 O4 73.19(15) . . ?
O1 Yb1 O4 137.32(16) . . ?
O8 Yb1 C8 20.51(18) . . ?
O5 Yb1 C8 49.16(17) . . ?
O10 Yb1 C8 81.90(17) . . ?
O2 Yb1 C8 168.38(17) . . ?
O6 Yb1 C8 104.51(17) . . ?
O3 Yb1 C8 94.07(17) . . ?
O1 Yb1 C8 120.30(17) . . ?
O4 Yb1 C8 91.60(17) . . ?
O8 Yb1 C3 157.80(17) . 2_655 ?
O5 Yb1 C3 93.98(16) . 2_655 ?
O10 Yb1 C3 81.02(16) . 2_655 ?
O2 Yb1 C3 49.31(15) . 2_655 ?
O6 Yb1 C3 75.77(15) . 2_655 ?
O3 Yb1 C3 112.35(15) . 2_655 ?
O1 Yb1 C3 20.37(16) . 2_655 ?
O4 Yb1 C3 123.13(16) . 2_655 ?
C8 Yb1 C3 140.54(17) . 2_655 ?
O8 Yb1 C12 49.36(18) . . ?
O5 Yb1 C12 20.33(18) . . ?
O10 Yb1 C12 82.46(18) . . ?
O2 Yb1 C12 162.41(17) . . ?
O6 Yb1 C12 89.67(18) . . ?
O3 Yb1 C12 120.40(18) . . ?
O1 Yb1 C12 93.02(17) . . ?
O4 Yb1 C12 109.32(17) . . ?
C8 Yb1 C12 28.84(18) . . ?
C3 Yb1 C12 113.33(17) 2_655 . ?
O8 Yb1 C7 76.67(17) . . ?
O5 Yb1 C7 100.54(18) . . ?
O10 Yb1 C7 20.07(17) . . ?
O2 Yb1 C7 90.92(17) . . ?
O6 Yb1 C7 167.94(16) . . ?
O3 Yb1 C7 49.17(16) . . ?
O1 Yb1 C7 92.19(16) . . ?
O4 Yb1 C7 121.23(16) . . ?
C8 Yb1 C7 83.07(17) . . ?
C3 Yb1 C7 92.39(16) 2_655 . ?
C12 Yb1 C7 93.00(18) . . ?
C10 C6 N3 109.6(6) . . ?
C10 C6 H6 125.2 . . ?
N3 C6 H6 125.2 . . ?
C6 C10 N1 107.9(6) . . ?
C6 C10 H10 126.1 . . ?
N1 C10 H10 126.1 . . ?
N3 C11 N1 106.9(6) . . ?
N3 C11 H11 126.5 . . ?
N1 C11 H11 126.5 . . ?
N1 C13 C16 113.0(6) . . ?
N1 C13 H13A 109.0 . . ?
C16 C13 H13A 109.0 . . ?
N1 C13 H13B 109.0 . . ?
C16 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 N1 C11 108.7(6) . . ?
C10 N1 C13 127.7(6) . . ?
C11 N1 C13 123.6(6) . . ?
C11 N3 C6 106.9(6) . . ?
C11 N3 H3 126.5 . . ?
C6 N3 H3 126.5 . . ?
C17 C2 N6 108.5(7) . . ?
C17 C2 H2 125.8 . . ?
N6 C2 H2 125.8 . . ?
N2 C14 C15 112.0(7) . . ?
N2 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N2 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C17 N2 109.3(7) . . ?
C2 C17 H17 125.4 . . ?
N2 C17 H17 125.4 . . ?
N6 C19 N2 106.9(7) . . ?
N6 C19 H19 126.6 . . ?
N2 C19 H19 126.6 . . ?
C17 N2 C19 107.9(7) . . ?
C17 N2 C14 126.2(7) . . ?
C19 N2 C14 125.8(6) . . ?
C19 N6 C2 107.4(8) . . ?
C19 N6 H6A 126.3 . . ?
C2 N6 H6A 126.3 . . ?
C18 C4 N5 109.3(7) . . ?
C18 C4 H4 125.3 . . ?
N5 C4 H4 125.3 . . ?
C4 C18 N4 109.8(8) . . ?
C4 C18 H18 125.1 . . ?
N4 C18 H18 125.1 . . ?
N5 C20 N4 107.1(8) . . ?
N5 C20 H20 126.5 . . ?
N4 C20 H20 126.5 . . ?
C23 C22 N4 117.7(12) . . ?
C23 C22 H22A 107.9 . . ?
N4 C22 H22A 107.9 . . ?
C23 C22 H22B 107.9 . . ?
N4 C22 H22B 107.9 . . ?
H22A C22 H22B 107.2 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 N4 C20 107.6(8) . . ?
C18 N4 C22 127.4(9) . . ?
C20 N4 C22 125.0(8) . . ?
C20 N5 C4 106.2(8) . . ?
C20 N5 H5 126.9 . . ?
C4 N5 H5 126.9 . . ?

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
O9 C5 C7 O10 174.6(6) . . . . ?
O3 C5 C7 O10 -3.7(9) . . . . ?
Yb1 C5 C7 O10 2.2(5) . . . . ?
O9 C5 C7 O11 -4.3(9) . . . . ?
O3 C5 C7 O11 177.4(6) . . . . ?
Yb1 C5 C7 O11 -176.7(6) . . . . ?
O9 C5 C7 Yb1 172.4(6) . . . . ?
O3 C5 C7 Yb1 -5.9(5) . . . . ?
O7 C8 C12 O12 -2.3(10) . . . . ?
O8 C8 C12 O12 179.6(7) . . . . ?
Yb1 C8 C12 O12 179.9(7) . . . . ?
O7 C8 C12 O5 176.1(6) . . . . ?
O8 C8 C12 O5 -2.0(9) . . . . ?
Yb1 C8 C12 O5 -1.7(5) . . . . ?
O7 C8 C12 Yb1 177.8(6) . . . . ?
O8 C8 C12 Yb1 -0.3(5) . . . . ?
O1 C3 O2 Yb1 179.3(5) 2_655 . . . ?
C3 C3 O2 Yb1 -1.1(8) 2_655 . . . ?
Yb1 C3 O2 Yb1 -177.5(18) 2_655 . . . ?
O9 C5 O3 Yb1 -169.4(5) . . . . ?
C7 C5 O3 Yb1 8.7(7) . . . . ?
O12 C12 O5 Yb1 -179.2(6) . . . . ?
C8 C12 O5 Yb1 2.6(8) . . . . ?
O4 C1 O6 Yb1 173.9(5) 2 . . . ?
C1 C1 O6 Yb1 -7.1(9) 2 . . . ?
Yb1 C1 O6 Yb1 -165.0(19) 2 . . . ?
O7 C8 O8 Yb1 -177.5(5) . . . . ?
C12 C8 O8 Yb1 0.5(7) . . . . ?
O11 C7 O10 Yb1 175.4(6) . . . . ?
C5 C7 O10 Yb1 -3.3(8) . . . . ?
N3 C6 C10 N1 -0.1(9) . . . . ?
C6 C10 N1 C11 -0.3(8) . . . . ?
C6 C10 N1 C13 179.8(7) . . . . ?
N3 C11 N1 C10 0.7(8) . . . . ?
N3 C11 N1 C13 -179.5(7) . . . . ?
C16 C13 N1 C10 -2.2(11) . . . . ?
C16 C13 N1 C11 177.9(7) . . . . ?
N1 C11 N3 C6 -0.7(9) . . . . ?
C10 C6 N3 C11 0.5(9) . . . . ?
N6 C2 C17 N2 0.5(9) . . . . ?
C2 C17 N2 C19 0.4(10) . . . . ?
C2 C17 N2 C14 177.7(7) . . . . ?
N6 C19 N2 C17 -1.2(10) . . . . ?
N6 C19 N2 C14 -178.5(8) . . . . ?
C15 C14 N2 C17 -102.4(9) . . . . ?
C15 C14 N2 C19 74.3(10) . . . . ?
N2 C19 N6 C2 1.5(11) . . . . ?
C17 C2 N6 C19 -1.2(10) . . . . ?
N5 C4 C18 N4 -0.3(10) . . . . ?
C4 C18 N4 C20 0.9(11) . . . . ?
C4 C18 N4 C22 -177.7(13) . . . . ?
N5 C20 N4 C18 -1.0(11) . . . . ?
N5 C20 N4 C22 177.5(13) . . . . ?
C23 C22 N4 C18 -38(3) . . . . ?
C23 C22 N4 C20 143.7(16) . . . . ?
N4 C20 N5 C4 0.8(10) . . . . ?
C18 C4 N5 C20 -0.3(10) . . . . ?

_refine_diff_density_max         3.469
_refine_diff_density_min         -2.087
_refine_diff_density_rms         0.178

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_eimox2co
_database_code_depnum_ccdc_archive 'CCDC 1554318'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;
_audit_creation_date             2016-04-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_formula_moiety         'C4 H2 O8, 2(C4 H7 N2), 2(H2 O)'
_chemical_formula_sum            'C12 H20 N4 O10'
_chemical_formula_weight         380.31
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   11.8129(2)
_cell_length_b                   10.3804(2)
_cell_length_c                   6.9487(1)
_cell_angle_alpha                90
_cell_angle_beta                 100.2700(13)
_cell_angle_gamma                90
_cell_volume                     838.42(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4353
_cell_measurement_theta_max      26.99
_cell_measurement_theta_min      2.63
_exptl_absorpt_coefficient_mu    0.132
_exptl_crystal_description       'irregular fragment'
_cell_measurement_temperature    173
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.5063
_exptl_crystal_F_000             400.2908
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            21310
_diffrn_reflns_theta_full        29.8826
_diffrn_reflns_theta_max         29.88
_diffrn_reflns_theta_min         1.75
_diffrn_ambient_temperature      172.98
_diffrn_measured_fraction_theta_full 0.9628
_diffrn_measured_fraction_theta_max 0.9616
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              0
_reflns_number_gt                1626
_reflns_number_total             2331
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.6045
_refine_diff_density_min         -0.5442
_refine_diff_density_rms         0.1045
_refine_ls_d_res_high            0.7133
_refine_ls_d_res_low             11.6236
_refine_ls_goodness_of_fit_ref   1.0609
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    10
_refine_ls_number_parameters     133
_refine_ls_number_reflns         2331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0542
_refine_ls_restrained_S_all      1.0609
_refine_ls_shift/su_max          0.0038
_refine_ls_shift/su_mean         0.0003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0847P)²+0.4108P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1407
_refine_ls_wR_factor_ref         0.1632
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Me refined with riding coordinates:
 C13(H13a,H13b,H13c)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C12(H12)
;
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_refinement_flags_posn
O1 O 0.00100(11) 0.32647(12) 0.2179(2) 0.0245(3) Uani 1.000000 .
O2 O 0.17000(12) 0.32652(13) 0.4225(2) 0.0275(3) Uani 1.000000 .
O3 O 0.17521(11) 0.06448(13) 0.3878(2) 0.0277(4) Uani 1.000000 .
O4 O -0.01060(12) 0.07145(13) 0.2492(2) 0.0281(4) Uani 1.000000 .
N1 N -0.33965(13) 0.11085(15) -0.1348(2) 0.0210(4) Uani 1.000000 .
C6 C 0.08684(15) 0.27238(18) 0.3217(2) 0.0188(4) Uani 1.000000 .
N2 N -0.20022(14) 0.23536(17) -0.0078(2) 0.0245(4) Uani 1.000000 .
C8 C 0.08846(15) 0.12332(18) 0.3224(2) 0.0193(4) Uani 1.000000 .
C9 C -0.37761(16) 0.23620(19) -0.1689(3) 0.0229(4) Uani 1.000000 .
H9 H -0.45123(16) 0.26269(19) -0.2355(3) 0.0275(5) Uiso 1.000000 R
O1W O 0.35408(14) 0.15994(18) 0.6970(3) 0.0399(4) Uani 1.000000 .
C11 C -0.28964(17) 0.3138(2) -0.0892(3) 0.0246(4) Uani 1.000000 .
H11 H -0.28972(17) 0.4054(2) -0.0895(3) 0.0295(5) Uiso 1.000000 R
C12 C -0.23187(15) 0.11368(19) -0.0374(3) 0.0230(4) Uani 1.000000 .
H12 H -0.18548(15) 0.04058(19) 0.0039(3) 0.0276(5) Uiso 1.000000 R
C13 C -0.40351(18) -0.0060(2) -0.2037(3) 0.0307(5) Uani 1.000000 .
H13a H -0.48085(18) 0.0173(2) -0.2711(3) 0.0461(7) Uiso 1.000000 R
H13b H -0.36309(18) -0.0522(2) -0.2943(3) 0.0461(7) Uiso 1.000000 R
H13c H -0.40936(18) -0.0616(2) -0.0918(3) 0.0461(7) Uiso 1.000000 R
H2 H -0.127(2) 0.256(3) 0.062(3) 0.039(7) Uiso 1.000000 .
H1Wa H 0.299(3) 0.155(4) 0.601(6) 0.079(12) Uiso 1.000000 .
H1Wb H 0.309(3) 0.175(3) 0.792(5) 0.078(11) Uiso 1.000000 .
H H 0.004(3) 0.478(4) 0.239(5) 0.071(10) Uiso 1.000000 .


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
O1 C6 1.266(2) . ?
O2 C6 1.235(2) . ?
O3 C8 1.210(2) . ?
O4 C8 1.306(2) . ?
N1 C9 1.383(3) . ?
N1 C12 1.331(2) . ?
N1 C13 1.463(2) . ?
C6 C8 1.547(3) . ?
N2 C11 1.373(3) . ?
N2 C12 1.323(3) . ?
C9 C11 1.353(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
C12 N1 C9 108.53(16) . . ?
C13 N1 C9 126.26(16) . . ?
C13 N1 C12 125.11(16) . . ?
O2 C6 O1 126.61(17) . . ?
C8 C6 O1 116.96(15) . . ?
C8 C6 O2 116.43(16) . . ?
C12 N2 C11 109.09(16) . . ?
O4 C8 O3 125.34(18) . . ?
C6 C8 O3 121.01(16) . . ?
C6 C8 O4 113.65(15) . . ?
C11 C9 N1 106.75(16) . . ?
C9 C11 N2 107.06(17) . . ?
N2 C12 N1 108.55(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'





####################################################################### 
# 
# 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_820hoeim2
_database_code_depnum_ccdc_archive 'CCDC 1554323'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2.25 H2.25 Ho0.25 N0.50 O2.50'
_chemical_formula_weight         117.53

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'
Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;


# start Validation Reply Form
_vrf_PLAT430_820hoeim2           
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_820hoeim2           
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

loop_
_space_group_symop_operation_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                   9.6712(2)
_cell_length_b                   11.3857(3)
_cell_length_c                   12.6870(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.4750(10)
_cell_angle_gamma                90
_cell_volume                     1388.10(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    27996
_cell_measurement_theta_min      2.410
_cell_measurement_theta_max      36.693

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.250
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    5.756
_shelx_estimated_absorpt_T_min   0.392
_shelx_estimated_absorpt_T_max   0.597
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7
_exptl_absorpt_correction_T_max  0.9
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27996
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_max         36.693
_diffrn_reflns_theta_full        25.250
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6566
_reflns_number_gt                4783
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0473P)²+3.6565P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6566
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1051
_refine_ls_wR_factor_gt          0.0933
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.77291(2) 0.47664(2) 0.15627(2) 0.01662(5) Uani 1 1 d . . . . .
N2 N 0.6727(10) 0.5228(7) 0.5433(6) 0.077(2) Uani 1 1 d . . . . .
H11 H 0.6679 0.5949 0.5230 0.093 Uiso 1 1 calc R U . . .
O2 O 0.8652(3) 0.6714(3) 0.1666(3) 0.0232(6) Uani 1 1 d . . . . .
C3 C 1.0584(5) 0.4872(4) 0.0452(4) 0.0218(7) Uani 1 1 d . . . . .
O4 O 1.0200(3) 0.4642(3) 0.1338(3) 0.0248(6) Uani 1 1 d . . . . .
O5 O 0.8404(3) 0.2737(3) 0.1437(2) 0.0233(6) Uani 1 1 d . . . . .
O6 O 0.8195(4) 0.5108(3) -0.0220(3) 0.0303(7) Uani 1 1 d . . . . .
O7 O 0.6607(3) 0.3528(3) 0.2716(3) 0.0240(6) Uani 1 1 d . . . . .
C8 C 0.7905(4) 0.1990(3) 0.2014(3) 0.0186(7) Uani 1 1 d . . . . .
O9 O 0.9382(4) 0.4618(3) 0.3243(3) 0.0305(7) Uani 1 1 d . . . . .
O10 O 0.6836(3) 0.5911(3) 0.2939(2) 0.0233(6) Uani 1 1 d . . . . .
O11 O 0.5938(4) 0.6065(3) 0.0753(3) 0.0284(7) Uani 1 1 d . . . . .
C12 C 0.8145(4) 0.7446(3) 0.2248(3) 0.0178(7) Uani 1 1 d . . . . .
C13 C 0.5022(4) 0.5669(4) 0.0082(3) 0.0226(8) Uani 1 1 d . . . . .
O14 O 0.5877(4) 0.3753(3) 0.0494(3) 0.0298(7) Uani 1 1 d . . . . .
C15 C 0.6759(11) 0.3345(9) 0.5361(6) 0.083(3) Uani 1 1 d . . . . .
H14 H 0.6788 0.2580 0.5107 0.100 Uiso 1 1 calc R U . . .
C20 C 0.6681(7) 0.4253(6) 0.4805(4) 0.0436(14) Uani 1 1 d . . . . .
H13 H 0.6603 0.4263 0.4068 0.052 Uiso 1 1 calc R U . . .
C25 C 0.6863(15) 0.4824(8) 0.6439(6) 0.090(4) Uani 1 1 d . . . . .
H12 H 0.6981 0.5272 0.7055 0.108 Uiso 1 1 calc R U . . .
O28 O 0.5218(6) 0.1410(4) 0.0371(4) 0.0558(13) Uani 1 1 d . . . . .
N1 N 0.6794(11) 0.3652(8) 0.6379(9) 0.115(2) Uani 1 1 d . . . . .
C31 C 0.6629(14) 0.2910(10) 0.7488(11) 0.115(2) Uani 1 1 d . . . . .
H18 H 0.6236 0.3373 0.8022 0.138 Uiso 1 1 calc R U . . .
H19 H 0.6129 0.2175 0.7366 0.138 Uiso 1 1 calc R U . . .
C32 C 0.7956(14) 0.2778(9) 0.7673(11) 0.115(2) Uani 1 1 d . . . . .
H15 H 0.8173 0.2344 0.8319 0.172 Uiso 1 1 calc R U . . .
H16 H 0.8290 0.2358 0.7097 0.172 Uiso 1 1 calc R U . . .
H17 H 0.8394 0.3535 0.7741 0.172 Uiso 1 1 calc R U . . .


_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
Ho1 O7 2.381(3) . ?
Ho1 O6 2.388(4) . ?
Ho1 O2 2.388(3) . ?
Ho1 O5 2.411(3) . ?
Ho1 O14 2.414(3) . ?
Ho1 O10 2.416(3) . ?
Ho1 O11 2.416(3) . ?
Ho1 O4 2.442(3) . ?
Ho1 O9 2.522(4) . ?
N2 C25 1.350(11) . ?
N2 C20 1.364(10) . ?
O2 C12 1.250(5) . ?
C3 O6 1.249(6) 3_765 ?
C3 O4 1.250(5) . ?
C3 C3 1.545(9) 3_765 ?
O5 C8 1.254(5) . ?
O6 C3 1.249(6) 3_765 ?
O7 C12 1.255(5) 2_645 ?
C8 O10 1.254(5) 2_645 ?
C8 C12 1.547(6) 2_645 ?
O10 C8 1.254(5) 2_655 ?
O11 C13 1.242(5) . ?
C12 O7 1.255(5) 2_655 ?
C12 C8 1.547(6) 2_655 ?
C13 O14 1.257(5) 3_665 ?
C13 C13 1.538(9) 3_665 ?
O14 C13 1.257(5) 3_665 ?
C15 C20 1.248(12) . ?
C15 N1 1.334(13) . ?
C25 N1 1.337(11) . ?
N1 C31 1.665(15) . ?
C31 C32 1.287(17) . ?

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 Ho1 O6 145.76(12) . . ?
O7 Ho1 O2 135.20(10) . . ?
O6 Ho1 O2 77.98(12) . . ?
O7 Ho1 O5 67.57(10) . . ?
O6 Ho1 O5 90.69(12) . . ?
O2 Ho1 O5 142.28(11) . . ?
O7 Ho1 O14 72.65(12) . . ?
O6 Ho1 O14 75.68(13) . . ?
O2 Ho1 O14 136.34(11) . . ?
O5 Ho1 O14 72.19(11) . . ?
O7 Ho1 O10 69.51(10) . . ?
O6 Ho1 O10 135.91(11) . . ?
O2 Ho1 O10 67.75(10) . . ?
O5 Ho1 O10 133.33(10) . . ?
O14 Ho1 O10 111.15(12) . . ?
O7 Ho1 O11 105.62(12) . . ?
O6 Ho1 O11 72.57(12) . . ?
O2 Ho1 O11 72.58(11) . . ?
O5 Ho1 O11 138.14(11) . . ?
O14 Ho1 O11 66.62(11) . . ?
O10 Ho1 O11 71.30(11) . . ?
O7 Ho1 O4 123.87(11) . . ?
O6 Ho1 O4 66.88(12) . . ?
O2 Ho1 O4 72.28(11) . . ?
O5 Ho1 O4 70.19(11) . . ?
O14 Ho1 O4 125.47(12) . . ?
O10 Ho1 O4 123.37(11) . . ?
O11 Ho1 O4 130.51(12) . . ?
O7 Ho1 O9 74.34(12) . . ?
O6 Ho1 O9 129.97(12) . . ?
O2 Ho1 O9 79.53(12) . . ?
O5 Ho1 O9 80.86(11) . . ?
O14 Ho1 O9 143.34(11) . . ?
O10 Ho1 O9 70.69(11) . . ?
O11 Ho1 O9 139.08(11) . . ?
O4 Ho1 O9 63.86(11) . . ?
C25 N2 C20 105.5(7) . . ?
C12 O2 Ho1 118.9(3) . . ?
O6 C3 O4 126.9(4) 3_765 . ?
O6 C3 C3 116.9(5) 3_765 3_765 ?
O4 C3 C3 116.2(5) . 3_765 ?
C3 O4 Ho1 119.1(3) . . ?
C8 O5 Ho1 119.2(3) . . ?
C3 O6 Ho1 120.7(3) 3_765 . ?
C12 O7 Ho1 120.4(3) 2_645 . ?
O10 C8 O5 127.2(4) 2_645 . ?
O10 C8 C12 116.2(4) 2_645 2_645 ?
O5 C8 C12 116.6(3) . 2_645 ?
C8 O10 Ho1 118.5(3) 2_655 . ?
C13 O11 Ho1 119.4(3) . . ?
O2 C12 O7 126.2(4) . 2_655 ?
O2 C12 C8 117.5(3) . 2_655 ?
O7 C12 C8 116.3(4) 2_655 2_655 ?
O11 C13 O14 127.0(4) . 3_665 ?
O11 C13 C13 117.3(5) . 3_665 ?
O14 C13 C13 115.6(5) 3_665 3_665 ?
C13 O14 Ho1 119.8(3) 3_665 . ?
C20 C15 N1 108.8(8) . . ?
C15 C20 N2 110.4(6) . . ?
N1 C25 N2 106.7(8) . . ?
C15 N1 C25 108.2(9) . . ?
C15 N1 C31 133.6(9) . . ?
C25 N1 C31 117.8(10) . . ?
C32 C31 N1 91.4(11) . . ?

_refine_diff_density_max         2.685
_refine_diff_density_min         -2.200
_refine_diff_density_rms         0.235

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_homim282
_database_code_depnum_ccdc_archive 'CCDC 1554319'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 Ho N8 O18'
_chemical_formula_weight         881.47

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'
Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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

_cell_length_a                   12.0981(19)
_cell_length_b                   17.5518(19)
_cell_length_c                   18.316(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.538(7)
_cell_angle_gamma                90.00
_cell_volume                     3846.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    81138
_cell_measurement_theta_min      2.06
_cell_measurement_theta_max      36.44

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1756
_exptl_absorpt_coefficient_mu    2.136
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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 CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            81138
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         36.44
_reflns_number_total             17907
_reflns_number_gt                12327
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?


# start Validation Reply Form
_vrf_PLAT430_homim282            
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_homim282            
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

_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)+(0.0884P)²+6.3441P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         17907
_refine_ls_number_parameters     271
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.1747
_refine_ls_wR_factor_gt          0.1550
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.100
_refine_ls_shift/su_mean         0.036

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
Ho1 Ho 0.16450(16) 0.123567(10) 0.37388(11) 0.03604(6) Uani 1 1 d . . .
O1 O 0.2367(6) 0.2312(3) 0.3221(4) 0.0466(16) Uani 1 1 d . . .
O2 O 0.2445(6) 0.0166(4) 0.4377(4) 0.0531(17) Uani 1 1 d . . .
O3 O 0.0841(6) 0.0168(4) 0.3069(4) 0.0469(15) Uani 1 1 d . . .
O4 O 0.0872(7) 0.2314(4) 0.4248(5) 0.057(2) Uani 1 1 d . . .
O5 O 0.0180(6) 0.0971(4) 0.4467(4) 0.0472(14) Uani 1 1 d . . .
O6 O 0.4441(11) 0.1280(4) 0.2405(7) 0.061(3) Uani 1 1 d . . .
O7 O 0.3038(6) 0.0865(3) 0.3055(4) 0.0537(18) Uani 1 1 d . . .
O8 O -0.1195(13) 0.1383(6) 0.4951(8) 0.072(3) Uani 1 1 d . . .
O9 O 0.3151(7) 0.1559(4) 0.4617(5) 0.061(2) Uani 1 1 d . . .
O10 O 0.0209(8) 0.1585(4) 0.2784(4) 0.0576(17) Uani 1 1 d . . .
O11 O -0.0400(9) 0.2809(6) 0.4823(6) 0.085(3) Uani 1 1 d . . .
C1 C 0.3592(9) 0.1461(7) 0.2773(6) 0.0396(18) Uani 1 1 d . . .
C2 C 0.3454(10) 0.0237(7) 0.4732(7) 0.068(3) Uani 1 1 d . . .
O12 O 0.3774(7) 0.2801(3) 0.2720(5) 0.062(2) Uani 1 1 d . . .
C3 C -0.0419(12) 0.1417(8) 0.4679(8) 0.053(3) Uani 1 1 d . . .
O14 O 0.4056(6) -0.0316(5) 0.5021(5) 0.075(2) Uani 1 1 d . . .
C4 C 0.0067(9) 0.2276(6) 0.4595(6) 0.050(2) Uani 1 1 d . . .
C5 C 0.3283(9) 0.2242(5) 0.2926(5) 0.044(2) Uani 1 1 d . . .
C6 C -0.0341(9) 0.1093(6) 0.2419(6) 0.054(2) Uani 1 1 d . . .
C7 C -0.0016(7) 0.0242(4) 0.2630(5) 0.0394(15) Uani 1 1 d . . .
O15 O -0.0518(6) -0.0270(4) 0.2291(5) 0.0664(18) Uani 1 1 d . . .
C8 C 0.3880(7) 0.1056(5) 0.4834(5) 0.0455(16) Uani 1 1 d . . .
N1 N -0.2168(6) 0.2634(4) 0.5644(4) 0.0597(16) Uani 1 1 d . . .
H37 H -0.1709 0.2365 0.5435 0.072 Uiso 1 1 calc . . .
N4X N 0.3420(7) -0.0644(3) 0.2959(5) 0.0653(19) Uani 1 1 d . . .
H45 H 0.3439 -0.0155 0.2940 0.078 Uiso 1 1 calc . . .
C9 C 0.2840(11) -0.1094(5) 0.3310(5) 0.073(3) Uani 1 1 d . . .
H46 H 0.2355 -0.0914 0.3619 0.088 Uiso 1 1 calc . . .
C10 C -0.3386(7) 0.3068(5) 0.6316(5) 0.063(2) Uani 1 1 d . . .
H48 H -0.3891 0.3100 0.6652 0.076 Uiso 1 1 calc . . .
O16 O 0.4865(7) 0.1159(4) 0.5089(6) 0.083(3) Uani 1 1 d . . .
O17 O -0.1064(16) 0.1215(5) 0.1910(11) 0.161(9) Uani 1 1 d . . .
C11 C -0.2590(11) 0.2475(6) 0.3447(6) 0.076(3) Uani 1 1 d . . .
H4 H -0.2034 0.2098 0.3613 0.091 Uiso 1 1 calc . . .
H5 H -0.3099 0.2276 0.3039 0.091 Uiso 1 1 calc . . .
H6 H -0.2993 0.2603 0.3843 0.091 Uiso 1 1 calc . . .
C12 C -0.2162 0.3374 0.5608 0.062 Uani 1 1 d . . .
H70 H -0.1704 0.3665 0.5352 0.074 Uiso 1 1 calc . . .
N3 N 0.2977 -0.1814 0.3201 0.058 Uani 1 1 d . . .
N6X N 0.6545 -0.1211 0.3709 0.143 Uani 1 1 d . . .
H23 H 0.6576 -0.1700 0.3727 0.171 Uiso 1 1 calc . . .
N5 N 0.6938 -0.0091 0.3470 0.050 Uani 1 1 d . . .
C13 C 0.5956 -0.0800 0.4125 0.076 Uani 1 1 d . . .
H41 H 0.5496 -0.0980 0.4451 0.091 Uiso 1 1 calc . . .
C14 C 0.6199 0.0038 0.3952 0.126 Uani 1 1 d . . .
H44 H 0.5927 0.0489 0.4123 0.152 Uiso 1 1 calc . . .
C15 C 0.5390 0.2753 0.1842 0.069 Uani 1 1 d . . .
H21 H 0.4868 0.2714 0.2166 0.083 Uiso 1 1 calc . . .
C16 C 0.7248 0.0690 0.3148 0.093 Uani 1 1 d . . .
H7 H 0.6687 0.1061 0.3213 0.112 Uiso 1 1 calc . . .
H8 H 0.7288 0.0634 0.2631 0.112 Uiso 1 1 calc . . .
H9 H 0.7959 0.0857 0.3400 0.112 Uiso 1 1 calc . . .
C17 C 0.7096 -0.0789 0.3251 0.132 Uani 1 1 d . . .
H10 H 0.7484 -0.0954 0.2879 0.158 Uiso 1 1 calc . . .
C18 C -0.2920 0.2301 0.6021 0.062 Uani 1 1 d . . .
H11 H -0.3102 0.1793 0.6086 0.074 Uiso 1 1 calc . . .
C19 C 0.3844 -0.1723 0.2769 0.086 Uani 1 1 d . . .
H80 H 0.4258 -0.2120 0.2610 0.103 Uiso 1 1 calc . . .
C20 C 0.5827 0.2180 0.1558 0.069 Uani 1 1 d . . .
H6A H 0.5650 0.1669 0.1605 0.083 Uiso 1 1 calc . . .
C21 C 0.3956 -0.1141 0.2651 0.056 Uani 1 1 d . . .
H8A H 0.4439 -0.0995 0.2326 0.067 Uiso 1 1 calc . . .
N8 N 0.5762 0.3387 0.1625 0.069 Uani 1 1 d . . .
H4A H 0.5434 0.3801 0.1724 0.083 Uiso 1 1 calc . . .
C22 C 0.6496 0.3430 0.1312 0.069 Uani 1 1 d . . .
H6B H 0.6898 0.3847 0.1180 0.083 Uiso 1 1 calc . . .
N7X N 0.6620 0.2483 0.1165 0.069 Uani 1 1 d . . .
C23 C -0.3295 0.4403 0.6198 0.096 Uani 1 1 d . . .
H1 H -0.2812 0.4778 0.6031 0.115 Uiso 1 1 calc . . .
H2 H -0.3260 0.4441 0.6724 0.115 Uiso 1 1 calc . . .
H3 H -0.4049 0.4489 0.5964 0.115 Uiso 1 1 calc . . .
O18 O 0.5804 -0.0339 0.6086 0.093 Uani 1 1 d . . .
O19 O -0.2018 -0.0176 0.0932 0.103 Uani 1 1 d . . .
C24 C 0.7382 0.1983 0.0724 0.095 Uani 1 1 d . . .
H50 H 0.8008 0.1793 0.1058 0.114 Uiso 1 1 calc . . .
H51 H 0.7645 0.2289 0.0351 0.114 Uiso 1 1 calc . . .
H12 H 0.6955 0.1563 0.0495 0.114 Uiso 1 1 calc . . .
N2X N -0.2943 0.3656 0.6011 0.062 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
Ho1 O9 2.316(9) . ?
Ho1 O2 2.343(6) . ?
Ho1 O10 2.355(7) . ?
Ho1 O1 2.341(5) . ?
Ho1 O4 2.364(7) . ?
Ho1 O7 2.336(6) . ?
Ho1 O3 2.369(7) . ?
Ho1 O5 2.417(6) . ?
O1 C5 1.308(10) . ?
O2 C2 1.301(14) . ?
O3 C7 1.221(11) . ?
O4 C4 1.242(12) . ?
O5 C3 1.170(14) . ?
O6 C1 1.347(14) . ?
O7 C1 1.384(12) . ?
O8 C3 1.129(17) . ?
O9 C8 1.269(13) . ?
O10 C6 1.227(14) . ?
O11 C4 1.199(13) . ?
C1 C5 1.459(14) . ?
C2 O14 1.279(15) . ?
C2 C8 1.530(15) . ?
O12 C5 1.234(9) . ?
C3 C4 1.633(17) . ?
C6 O17 1.199(15) . ?
C6 C7 1.579(12) . ?
C7 O15 1.203(10) . ?
C8 O16 1.227(12) . ?
N1 C12 1.301(8) . ?
N1 C18 1.354(7) . ?
N4X C21 1.267(7) . ?
N4X C9 1.290(15) . ?
C9 N3 1.293(8) . ?
C9 C21 1.941(13) . ?
C9 C19 2.008(11) . ?
C10 N2X 1.324(9) . ?
C10 C18 1.585(8) . ?
C11 N3 1.523(11) 3_455 ?
C12 N2X 1.3735 . ?
N3 C19 1.4142 . ?
N3 C11 1.523(11) 3_545 ?
N6X C13 1.3300 . ?
N6X C17 1.3649 . ?
N5 C17 1.3120 . ?
N5 C14 1.3662 . ?
N5 C16 1.5599 . ?
C13 C14 1.5408 . ?
C15 C20 1.2818 . ?
C15 N8 1.2855 . ?
C19 C21 1.0575 . ?
C20 N7X 1.3875 . ?
N8 C22 1.1281 . ?
C22 N7X 1.6941 . ?
N7X C24 1.5786 . ?
C23 N2X 1.4360 . ?

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
O9 Ho1 O2 68.0(3) . . ?
O9 Ho1 O10 150.40(16) . . ?
O2 Ho1 O10 141.6(3) . . ?
O9 Ho1 O1 77.4(3) . . ?
O2 Ho1 O1 134.2(3) . . ?
O10 Ho1 O1 76.5(3) . . ?
O9 Ho1 O4 81.2(3) . . ?
O2 Ho1 O4 127.1(3) . . ?
O10 Ho1 O4 78.0(3) . . ?
O1 Ho1 O4 72.94(13) . . ?
O9 Ho1 O7 83.4(3) . . ?
O2 Ho1 O7 76.5(3) . . ?
O10 Ho1 O7 100.7(3) . . ?
O1 Ho1 O7 70.5(2) . . ?
O4 Ho1 O7 142.5(2) . . ?
O9 Ho1 O3 140.7(3) . . ?
O2 Ho1 O3 74.44(13) . . ?
O10 Ho1 O3 67.7(3) . . ?
O1 Ho1 O3 125.3(3) . . ?
O4 Ho1 O3 133.0(3) . . ?
O7 Ho1 O3 77.0(2) . . ?
O9 Ho1 O5 103.3(3) . . ?
O2 Ho1 O5 81.6(2) . . ?
O10 Ho1 O5 86.5(3) . . ?
O1 Ho1 O5 136.6(2) . . ?
O4 Ho1 O5 64.5(2) . . ?
O7 Ho1 O5 152.76(16) . . ?
O3 Ho1 O5 81.7(2) . . ?
C5 O1 Ho1 118.7(5) . . ?
C2 O2 Ho1 117.5(6) . . ?
C7 O3 Ho1 120.0(5) . . ?
C4 O4 Ho1 123.0(7) . . ?
C3 O5 Ho1 126.5(8) . . ?
C1 O7 Ho1 114.7(6) . . ?
C8 O9 Ho1 119.0(7) . . ?
C6 O10 Ho1 120.1(6) . . ?
O6 C1 O7 117.1(9) . . ?
O6 C1 C5 123.7(9) . . ?
O7 C1 C5 119.1(8) . . ?
O14 C2 O2 124.7(10) . . ?
O14 C2 C8 120.1(10) . . ?
O2 C2 C8 115.1(10) . . ?
O8 C3 O5 135.0(14) . . ?
O8 C3 C4 115.1(12) . . ?
O5 C3 C4 109.7(10) . . ?
O11 C4 O4 125.6(11) . . ?
O11 C4 C3 119.5(9) . . ?
O4 C4 C3 114.7(10) . . ?
O12 C5 O1 121.8(8) . . ?
O12 C5 C1 122.6(8) . . ?
O1 C5 C1 115.2(7) . . ?
O17 C6 O10 125.0(10) . . ?
O17 C6 C7 119.1(10) . . ?
O10 C6 C7 115.9(9) . . ?
O15 C7 O3 125.0(8) . . ?
O15 C7 C6 119.4(8) . . ?
O3 C7 C6 114.7(7) . . ?
O16 C8 O9 127.3(9) . . ?
O16 C8 C2 118.5(9) . . ?
O9 C8 C2 114.2(9) . . ?
C12 N1 C18 117.7(4) . . ?
C21 N4X C9 98.8(6) . . ?
N4X C9 N3 115.5(10) . . ?
N4X C9 C21 40.2(5) . . ?
N3 C9 C21 75.4(6) . . ?
N4X C9 C19 71.1(6) . . ?
N3 C9 C19 44.5(4) . . ?
C21 C9 C19 31.01(19) . . ?
N2X C10 C18 109.3(4) . . ?
N1 C12 N2X 108.9(3) . . ?
C9 N3 C19 95.6(6) . . ?
C9 N3 C11 132.9(7) . 3_545 ?
C19 N3 C11 131.4(4) . 3_545 ?
C13 N6X C17 114.2 . . ?
C17 N5 C14 119.4 . . ?
C17 N5 C16 130.6 . . ?
C14 N5 C16 108.5 . . ?
N6X C13 C14 105.4 . . ?
N5 C14 C13 98.0 . . ?
C20 C15 N8 111.6 . . ?
N5 C17 N6X 102.2 . . ?
N1 C18 C10 96.2(4) . . ?
C21 C19 N3 110.6 . . ?
C21 C19 C9 71.0(3) . . ?
N3 C19 C9 39.9(3) . . ?
C15 C20 N7X 105.7 . . ?
C19 C21 N4X 119.0(4) . . ?
C19 C21 C9 78.0(3) . . ?
N4X C21 C9 41.0(5) . . ?
C22 N8 C15 123.6 . . ?
N8 C22 N7X 96.3 . . ?
C20 N7X C24 123.6 . . ?
C20 N7X C22 102.0 . . ?
C24 N7X C22 134.4 . . ?
C10 N2X C12 107.5(3) . . ?
C10 N2X C23 117.2(3) . . ?
C12 N2X C23 135.1 . . ?

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        36.44
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max         2.957
_refine_diff_density_min         -1.407
_refine_diff_density_rms         0.197



####################################################################### 
# 
# 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_22_in_cc
_database_code_depnum_ccdc_archive 'CCDC 1554321'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 Lu N8 O18'
_chemical_formula_weight         891.51

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'
Lu Lu -0.4720 5.8584 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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

_cell_length_a                   12.038(5)
_cell_length_b                   17.562(5)
_cell_length_c                   18.345(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.384(5)
_cell_angle_gamma                90.00
_cell_volume                     3837(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    62090
_cell_measurement_theta_min      4.41
_cell_measurement_theta_max      32.02

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1772
_exptl_absorpt_coefficient_mu    2.652
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.11
_exptl_absorpt_correction_T_max  0.18
_exptl_absorpt_process_details   'Blessing, 1995'

# start Validation Reply Form
_vrf_PLAT430_22_in_cc            
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_22_in_cc            
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

_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 CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            62090
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         4.41
_diffrn_reflns_theta_max         32.02
_reflns_number_total             12745
_reflns_number_gt                10730
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0786P)²+5.1309P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         12745
_refine_ls_number_parameters     460
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002

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
Lu1 Lu 0.16457(10) 0.124668(8) 0.37264(7) 0.03479(6) Uani 1 1 d . . .
O1 O 0.2338(7) 0.2325(4) 0.3236(5) 0.059(2) Uani 1 1 d . . .
O2 O 0.2420(6) 0.0195(4) 0.4384(4) 0.0564(17) Uani 1 1 d . . .
O3 O 0.0870(5) 0.0191(3) 0.3097(3) 0.0426(13) Uani 1 1 d . . .
O4 O 0.0911(5) 0.2297(3) 0.4256(4) 0.0415(13) Uani 1 1 d . . .
O5 O 0.0202(5) 0.0968(3) 0.4466(3) 0.0459(14) Uani 1 1 d . . .
O6 O 0.4448(12) 0.1266(5) 0.2412(7) 0.062(3) Uani 1 1 d . . .
O7 O 0.2984(5) 0.0868(3) 0.3067(3) 0.0448(14) Uani 1 1 d . . .
O8 O -0.1141(12) 0.1381(6) 0.4949(8) 0.072(3) Uani 1 1 d . . .
O9 O 0.3104(7) 0.1590(4) 0.4584(5) 0.0604(19) Uani 1 1 d . . .
O10 O 0.0194(7) 0.1589(3) 0.2813(4) 0.0543(16) Uani 1 1 d . . .
O11 O -0.0471(6) 0.2803(4) 0.4796(4) 0.0598(18) Uani 1 1 d . . .
C1 C 0.3595(7) 0.1467(5) 0.2772(4) 0.0323(15) Uani 1 1 d . . .
C2 C 0.3320(10) 0.0275(6) 0.4734(7) 0.066(3) Uani 1 1 d . . .
O12 O 0.3668(9) 0.2803(4) 0.2703(6) 0.082(3) Uani 1 1 d . . .
C3 C -0.0387(13) 0.1399(9) 0.4672(9) 0.065(4) Uani 1 1 d . . .
O13 O 0.4020(7) -0.0284(5) 0.5053(6) 0.078(2) Uani 1 1 d . . .
C4 C -0.0005(9) 0.2295(6) 0.4581(6) 0.053(2) Uani 1 1 d . . .
C5 C 0.3187(8) 0.2240(4) 0.2902(4) 0.0355(16) Uani 1 1 d . . .
C6 C -0.0327(9) 0.1116(7) 0.2438(6) 0.052(2) Uani 1 1 d . . .
C7 C -0.0062(8) 0.0249(4) 0.2637(5) 0.0458(19) Uani 1 1 d . . .
O14 O -0.0514(7) -0.0251(4) 0.2309(5) 0.079(3) Uani 1 1 d . . .
C8 C 0.3880(8) 0.1079(6) 0.4824(6) 0.0471(19) Uani 1 1 d . . .
O15 O 0.4859(7) 0.1178(4) 0.5086(6) 0.083(3) Uani 1 1 d . . .
O16 O -0.1031(13) 0.1247(4) 0.1912(8) 0.131(6) Uani 1 1 d . . .
N1 N 0.2860(10) 0.2388(6) 0.0617(6) 0.065(2) Uani 1 1 d . . .
H1 H 0.3320 0.2643 0.0395 0.200 Uiso 1 1 calc . . .
C9 C 0.1652(8) 0.1950(7) 0.1300(5) 0.066(2) Uani 1 1 d D . .
H9 H 0.1130 0.1923 0.1626 0.200 Uiso 1 1 calc . . .
C10 C 0.2745(9) 0.1620(6) 0.0612(4) 0.066(2) Uani 1 1 d . . .
H10 H 0.3123 0.1290 0.0337 0.200 Uiso 1 1 calc . . .
C11 C 0.2082(13) 0.2696(7) 0.1055(8) 0.093(4) Uani 1 1 d D . .
H11 H 0.1900 0.3196 0.1155 0.200 Uiso 1 1 calc . . .
C12 C 0.1736(12) 0.0584(8) 0.1189(7) 0.094(3) Uani 1 1 d . . .
H12A H 0.2202 0.0255 0.0945 0.200 Uiso 1 1 calc . . .
H12B H 0.0961 0.0492 0.1001 0.200 Uiso 1 1 calc . . .
H12C H 0.1864 0.0484 0.1709 0.200 Uiso 1 1 calc . . .
N2 N 0.2021(9) 0.1401(8) 0.1052(7) 0.109(5) Uani 1 1 d D . .
N3 N 0.3416(6) 0.0625(3) 0.7950(4) 0.0648(19) Uani 1 1 d . . .
H3 H 0.3445 0.0136 0.7934 0.200 Uiso 1 1 calc . . .
C13 C 0.2779(10) 0.1098(5) 0.8307(5) 0.069(2) Uani 1 1 d . . .
H13 H 0.2260 0.0931 0.8600 0.200 Uiso 1 1 calc . . .
C14 C 0.2417(11) 0.2499(6) 0.8472(6) 0.081(3) Uani 1 1 d . . .
H14A H 0.2730 0.2955 0.8296 0.200 Uiso 1 1 calc . . .
H14B H 0.2537 0.2498 0.9001 0.200 Uiso 1 1 calc . . .
H14C H 0.1626 0.2482 0.8298 0.200 Uiso 1 1 calc . . .
N4 N 0.2982(6) 0.1808(3) 0.8190(3) 0.0560(14) Uani 1 1 d . . .
C15 C 0.3812(9) 0.1778(7) 0.7774(7) 0.095(4) Uani 1 1 d D . .
H15 H 0.4200 0.2190 0.7618 0.200 Uiso 1 1 calc . . .
C16 C 0.3956(6) 0.1130(4) 0.7644(4) 0.0540(16) Uani 1 1 d D . .
H16 H 0.4454 0.0990 0.7325 0.200 Uiso 1 1 calc . . .
N5 N 0.1477(16) 0.3803(4) 0.3728(15) 0.129(8) Uani 1 1 d . . .
H5 H 0.1414 0.3317 0.3677 0.200 Uiso 1 1 calc . . .
N6 N 0.1892(6) 0.4906(4) 0.3482(4) 0.0497(14) Uani 1 1 d . . .
C17 C 0.0895(14) 0.4201(10) 0.4233(16) 0.152(10) Uani 1 1 d . . .
H17 H 0.0495 0.4034 0.4600 0.200 Uiso 1 1 calc . . .
C18 C 0.1153(13) 0.4987(9) 0.3968(10) 0.099(5) Uani 1 1 d . . .
H18 H 0.0859 0.5444 0.4112 0.200 Uiso 1 1 calc . . .
C19 C 0.2215(11) 0.5697(6) 0.3170(8) 0.095(3) Uani 1 1 d . . .
H19A H 0.1871 0.6098 0.3413 0.200 Uiso 1 1 calc . . .
H19B H 0.1956 0.5718 0.2650 0.200 Uiso 1 1 calc . . .
H19C H 0.3016 0.5758 0.3256 0.200 Uiso 1 1 calc . . .
C20 C 0.2145(10) 0.4218(8) 0.3322(5) 0.080(4) Uani 1 1 d . . .
H20 H 0.2644 0.4048 0.3016 0.200 Uiso 1 1 calc . . .
C21 C 0.0413(8) 0.2234(7) 0.6815(5) 0.055(2) Uani 1 1 d . . .
H21 H -0.0141 0.2256 0.7118 0.200 Uiso 1 1 calc . . .
C22 C 0.0882(12) 0.2788(9) 0.6567(6) 0.096(5) Uani 1 1 d . . .
H22 H 0.0738 0.3298 0.6651 0.200 Uiso 1 1 calc . . .
N7 N 0.0867(11) 0.1576(6) 0.6556(5) 0.092(4) Uani 1 1 d . . .
H7 H 0.0581 0.1129 0.6579 0.200 Uiso 1 1 calc . . .
C23 C 0.1763(19) 0.1717(12) 0.6279(15) 0.257(19) Uani 1 1 d D . .
H23 H 0.2334 0.1390 0.6186 0.400 Uiso 1 1 calc . . .
N8 N 0.1639(6) 0.2519(4) 0.6151(4) 0.0553(15) Uani 1 1 d D . .
C24 C 0.2371(9) 0.3031(9) 0.5722(6) 0.092(3) Uani 1 1 d . . .
H24A H 0.2836 0.2717 0.5462 0.200 Uiso 1 1 calc . . .
H24B H 0.2838 0.3353 0.6062 0.200 Uiso 1 1 calc . . .
H24C H 0.1894 0.3340 0.5376 0.200 Uiso 1 1 calc . . .
O1W O 0.5798(6) 0.0340(4) 0.1095(5) 0.0849(19) Uani 1 1 d . . .
O2W O 0.3000(7) 0.5181(6) 0.5918(5) 0.110(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
Lu1 O9 2.262(8) . ?
Lu1 O7 2.251(5) . ?
Lu1 O3 2.308(6) . ?
Lu1 O1 2.305(6) . ?
Lu1 O4 2.319(6) . ?
Lu1 O10 2.317(8) . ?
Lu1 O2 2.325(6) . ?
Lu1 O5 2.407(6) . ?
O1 C5 1.274(10) . ?
O2 C2 1.185(14) . ?
O3 C7 1.306(10) . ?
O4 C4 1.327(11) . ?
O5 C3 1.139(18) . ?
O6 C1 1.347(14) . ?
O7 C1 1.433(8) . ?
O8 C3 1.10(2) . ?
O9 C8 1.322(14) . ?
O10 C6 1.196(15) . ?
O11 C4 1.153(11) . ?
C1 C5 1.474(12) . ?
C2 O13 1.369(12) . ?
C2 C8 1.564(15) . ?
O12 C5 1.228(10) . ?
C3 C4 1.655(17) . ?
C6 O16 1.210(14) . ?
C6 C7 1.587(13) . ?
C7 O14 1.155(10) . ?
C8 O15 1.219(12) . ?
N1 C10 1.354(13) . ?
N1 C11 1.427(14) . ?
C9 N2 1.180(14) . ?
C9 C11 1.501(14) . ?
C10 N2 1.329(13) . ?
C12 N2 1.506(18) . ?
N3 C16 1.277(9) . ?
N3 C13 1.361(14) . ?
C13 N4 1.295(9) . ?
C13 C16 1.998(14) . ?
C14 N4 1.519(12) . ?
N4 C15 1.343(12) . ?
C15 C16 1.181(12) . ?
N5 C20 1.38(3) . ?
N5 C17 1.42(4) . ?
N6 C20 1.290(13) . ?
N6 C18 1.357(14) . ?
N6 C19 1.572(12) . ?
C17 C18 1.51(2) . ?
C21 C22 1.244(15) . ?
C21 N7 1.391(16) . ?
C22 N8 1.355(16) . ?
N7 C23 1.28(2) . ?
C23 N8 1.432(19) . ?
N8 C24 1.552(14) . ?

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
O9 Lu1 O7 84.7(3) . . ?
O9 Lu1 O3 141.1(2) . . ?
O7 Lu1 O3 76.3(2) . . ?
O9 Lu1 O1 76.4(3) . . ?
O7 Lu1 O1 72.8(2) . . ?
O3 Lu1 O1 127.4(3) . . ?
O9 Lu1 O4 78.6(2) . . ?
O7 Lu1 O4 143.72(19) . . ?
O3 Lu1 O4 134.2(2) . . ?
O1 Lu1 O4 72.04(14) . . ?
O9 Lu1 O10 149.44(14) . . ?
O7 Lu1 O10 102.2(3) . . ?
O3 Lu1 O10 68.8(2) . . ?
O1 Lu1 O10 77.4(3) . . ?
O4 Lu1 O10 78.6(2) . . ?
O9 Lu1 O2 68.8(2) . . ?
O7 Lu1 O2 77.3(2) . . ?
O3 Lu1 O2 73.98(12) . . ?
O1 Lu1 O2 135.6(3) . . ?
O4 Lu1 O2 124.3(3) . . ?
O10 Lu1 O2 141.6(2) . . ?
O9 Lu1 O5 102.3(3) . . ?
O7 Lu1 O5 151.08(15) . . ?
O3 Lu1 O5 81.1(2) . . ?
O1 Lu1 O5 136.0(2) . . ?
O4 Lu1 O5 64.84(19) . . ?
O10 Lu1 O5 86.0(3) . . ?
O2 Lu1 O5 79.3(2) . . ?
C5 O1 Lu1 116.9(5) . . ?
C2 O2 Lu1 116.9(7) . . ?
C7 O3 Lu1 120.5(5) . . ?
C4 O4 Lu1 125.3(5) . . ?
C3 O5 Lu1 126.0(8) . . ?
C1 O7 Lu1 115.7(5) . . ?
C8 O9 Lu1 119.3(6) . . ?
C6 O10 Lu1 120.8(6) . . ?
O6 C1 O7 117.6(8) . . ?
O6 C1 C5 128.0(6) . . ?
O7 C1 C5 114.4(6) . . ?
O2 C2 O13 127.2(10) . . ?
O2 C2 C8 120.7(9) . . ?
O13 C2 C8 112.0(10) . . ?
O8 C3 O5 136.7(15) . . ?
O8 C3 C4 109.5(14) . . ?
O5 C3 C4 113.7(12) . . ?
O11 C4 O4 128.9(10) . . ?
O11 C4 C3 123.0(10) . . ?
O4 C4 C3 108.1(9) . . ?
O12 C5 O1 119.6(8) . . ?
O12 C5 C1 120.7(7) . . ?
O1 C5 C1 119.7(6) . . ?
O10 C6 O16 125.0(11) . . ?
O10 C6 C7 117.6(9) . . ?
O16 C6 C7 117.4(10) . . ?
O14 C7 O3 124.9(7) . . ?
O14 C7 C6 123.1(8) . . ?
O3 C7 C6 110.3(7) . . ?
O15 C8 O9 129.1(10) . . ?
O15 C8 C2 123.2(9) . . ?
O9 C8 C2 107.7(9) . . ?
C10 N1 C11 107.8(9) . . ?
N2 C9 C11 115.5(8) . . ?
N2 C10 N1 111.1(11) . . ?
N1 C11 C9 97.0(8) . . ?
C9 N2 C10 108.4(11) . . ?
C9 N2 C12 127.3(9) . . ?
C10 N2 C12 124.3(13) . . ?
C16 N3 C13 98.4(7) . . ?
N4 C13 N3 112.0(9) . . ?
N4 C13 C16 72.8(6) . . ?
N3 C13 C16 39.2(4) . . ?
C13 N4 C15 103.2(8) . . ?
C13 N4 C14 127.5(8) . . ?
C15 N4 C14 129.3(8) . . ?
C16 C15 N4 107.3(8) . . ?
C15 C16 N3 118.7(9) . . ?
C15 C16 C13 76.4(6) . . ?
N3 C16 C13 42.4(5) . . ?
C20 N5 C17 118.1(9) . . ?
C20 N6 C18 116.5(11) . . ?
C20 N6 C19 131.8(10) . . ?
C18 N6 C19 111.5(11) . . ?
N5 C17 C18 95.5(16) . . ?
N6 C18 C17 107.5(14) . . ?
N6 C20 N5 101.4(12) . . ?
C22 C21 N7 107.7(11) . . ?
C21 C22 N8 108.1(14) . . ?
C23 N7 C21 111.7(12) . . ?
N7 C23 N8 100.4(11) . . ?
C22 N8 C23 108.3(11) . . ?
C22 N8 C24 124.2(9) . . ?
C23 N8 C24 126.8(11) . . ?

_diffrn_measured_fraction_theta_max 0.98
_diffrn_reflns_theta_full        32.02
_diffrn_measured_fraction_theta_full 0.98
_refine_diff_density_max         2.280
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.151




####################################################################### 
# 
# 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_23
_database_code_depnum_ccdc_archive 'CCDC 1554322'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H48 N4 O19 Tm'
_chemical_formula_weight         901.62

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'
Tm Tm -0.3139 5.2483 '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                   11.897(7)
_cell_length_b                   12.988(8)
_cell_length_c                   14.598(11)
_cell_angle_alpha                63.692(6)
_cell_angle_beta                 79.555(10)
_cell_angle_gamma                74.701(7)
_cell_volume                     1945(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    44446
_cell_measurement_theta_min      1.78
_cell_measurement_theta_max      32.45

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             918
_exptl_absorpt_coefficient_mu    2.359
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.23
_exptl_absorpt_correction_T_max  0.29
_exptl_absorpt_process_details   'Blessing, 1995'


# start Validation Reply Form
_vrf_PLAT430_23                  
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_23                  
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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 CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44446
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.780
_diffrn_reflns_theta_max         32.448
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.750
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.750
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.750
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10502
_reflns_number_gt                8706
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10502
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.1229
_refine_ls_wR_factor_gt          0.1102
_refine_ls_goodness_of_fit_ref   0.895
_refine_ls_restrained_S_all      0.895
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tm1 Tm 0.69528(2) 0.41435(2) 0.16639(2) 0.03863(7) Uani 1 1 d . . . . .
O1 O 0.6249(3) 0.3807(3) 0.0362(2) 0.0516(7) Uani 1 1 d . . . . .
O2 O 0.5106(2) 0.5463(3) 0.0936(2) 0.0472(6) Uani 1 1 d . . . . .
O3 O 0.7569(3) 0.5459(3) 0.0164(2) 0.0567(7) Uani 1 1 d . . . . .
O4 O 0.7080(3) 0.5844(3) 0.1761(2) 0.0524(7) Uani 1 1 d . . . . .
O5 O 0.5981(3) 0.4054(3) 0.3093(2) 0.0578(8) Uani 1 1 d . . . . .
O6 O 0.8512(3) 0.3391(3) 0.2875(2) 0.0611(8) Uani 1 1 d . . . . .
O7 O 0.8489(3) 0.2817(3) 0.1365(2) 0.0575(7) Uani 1 1 d . . . . .
O8 O 0.6430(3) 0.2371(3) 0.2497(3) 0.0640(8) Uani 1 1 d . . . . .
O9 O 1.0217(4) 0.2028(4) 0.3540(3) 0.0816(12) Uani 1 1 d . . . . .
C1 C 0.4669(3) 0.5479(3) 0.0167(3) 0.0386(7) Uani 1 1 d . . . . .
O10 O 1.0168(3) 0.1405(3) 0.1991(3) 0.0706(9) Uani 1 1 d . . . . .
O11 O 0.7312(4) 0.7680(3) 0.0947(3) 0.0832(12) Uani 1 1 d . . . . .
C2 C 0.9376(4) 0.2569(4) 0.2898(4) 0.0525(10) Uani 1 1 d . . . . .
O12 O 0.5624(4) 0.1215(4) 0.3848(4) 0.0930(14) Uani 1 1 d . . . . .
C3 C 0.9351(3) 0.2231(4) 0.2002(3) 0.0497(9) Uani 1 1 d . . . . .
C4 C 0.7291(4) 0.6735(4) 0.0979(4) 0.0532(10) Uani 1 1 d . . . . .
O13 O 0.3735(4) 0.1298(4) 0.5445(3) 0.0889(12) Uani 1 1 d . . . . .
O14 O 1.0985(5) 0.1145(4) 0.0268(4) 0.0993(15) Uani 1 1 d . . . . .
C5 C 0.7545(5) 0.6510(5) 0.0027(4) 0.0628(12) Uani 1 1 d . . . . .
O15 O 0.5216(5) 0.2938(5) 0.4502(3) 0.1001(15) Uani 1 1 d . . . . .
N1 N 0.7008(4) 0.0835(5) 0.1553(4) 0.0813(15) Uani 1 1 d . . . . .
C6 C 0.5685(4) 0.3117(5) 0.3686(3) 0.0599(11) Uani 1 1 d . . . . .
N2 N 0.8467(5) 0.4903(5) -0.1383(4) 0.0791(13) Uani 1 1 d . . . . .
O16 O 0.7705(7) 0.7306(5) -0.0773(4) 0.128(2) Uani 1 1 d . . . . .
N3 N 0.6637(6) 0.5948(5) 0.3584(4) 0.0881(16) Uani 1 1 d . . . . .
C7 C 0.5911(4) 0.2129(4) 0.3337(4) 0.0589(11) Uani 1 1 d . . . . .
O17 O 0.9530(6) 0.1151(5) -0.1207(5) 0.1229(19) Uani 1 1 d . . . . .
O18 O 1.1164(5) 0.2304(6) 0.5107(5) 0.125(2) Uani 1 1 d . . . . .
N4 N 1.2105(12) 0.0102(9) 0.3415(8) 0.179(6) Uani 1 1 d . . . . .
C8 C 0.7339(8) 0.1111(7) 0.0510(6) 0.105(3) Uani 1 1 d . . . . .
C9 C 1.1818(11) -0.0502(11) 0.4282(18) 0.201(9) Uani 1 1 d . . . . .
C10 C 0.7463(12) 0.6660(9) 0.3496(7) 0.135(4) Uani 1 1 d . . . . .
C11 C 0.8165(9) 0.3903(8) -0.1448(7) 0.123(3) Uani 1 1 d . . . . .
C12 C 0.7921(8) -0.0121(7) 0.2352(6) 0.112(2) Uani 1 1 d . . . . .
C13 C 0.6785(13) 0.4968(9) 0.4607(7) 0.142(4) Uani 1 1 d . . . . .
C14 C 0.8107(16) 0.5964(8) -0.2354(7) 0.187(7) Uani 1 1 d . . . . .
C15 C 0.6259(12) 0.1374(9) -0.0124(7) 0.137(4) Uani 1 1 d . . . . .
C16 C 0.5875(7) 0.0543(11) 0.1652(7) 0.134(4) Uani 1 1 d . . . . .
C17 C 0.5401(8) 0.6684(12) 0.3364(9) 0.168(5) Uani 1 1 d . . . . .
C18 C 0.9756(7) 0.4606(14) -0.1105(9) 0.180(6) Uani 1 1 d . . . . .
C19 C 1.2229(15) -0.1261(18) 0.3158(14) 0.198(7) Uani 1 1 d . . . . .
C20 C 1.2859(17) -0.0424(12) 0.2659(11) 0.183(7) Uani 1 1 d . . . . .
C21 C 1.1319(15) -0.1257(17) 0.424(2) 0.37(2) Uani 1 1 d . . . . .
C22 C 0.7348(11) 0.4482(14) -0.2397(10) 0.165(5) Uani 1 1 d . . . . .
C23 C 1.3079(10) 0.0594(13) 0.3450(11) 0.213(9) Uani 1 1 d . . . . .
C24 C 0.813(2) 0.4575(18) 0.4734(13) 0.220(10) Uani 1 1 d . . . . .
C25 C 0.8621(13) 0.545(3) 0.4116(18) 0.247(11) Uani 1 1 d . . . . .
C26 C 0.7291(14) 0.570(2) -0.2806(14) 0.289(13) Uani 1 1 d . . . . .
C27 C 0.5340(10) 0.0877(13) 0.0725(9) 0.179(6) Uani 1 1 d . . . . .
O19 O 0.9714(14) 0.2717(11) -0.3231(11) 0.330(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
Tm1 O5 2.164(3) . ?
Tm1 O3 2.240(3) . ?
Tm1 O8 2.273(3) . ?
Tm1 O7 2.283(3) . ?
Tm1 O4 2.321(3) . ?
Tm1 O1 2.452(3) . ?
Tm1 O2 2.478(3) . ?
Tm1 O6 2.494(3) . ?
Tm1 C6 2.953(5) . ?
O1 C1 1.336(5) 2_665 ?
O2 C1 1.309(5) . ?
O3 C5 1.281(6) . ?
O4 C4 1.258(5) . ?
O5 C6 1.239(6) . ?
O6 C2 1.264(6) . ?
O7 C3 1.343(5) . ?
O8 C7 1.212(6) . ?
O9 C2 1.327(5) . ?
C1 O1 1.336(5) 2_665 ?
C1 C1 1.513(7) 2_665 ?
O10 C3 1.247(5) . ?
O11 C4 1.215(5) . ?
C2 C3 1.560(6) . ?
O12 C7 1.191(6) . ?
C4 C5 1.507(7) . ?
C5 O16 1.192(6) . ?
O15 C6 1.170(6) . ?
N1 C8 1.405(9) . ?
N1 C16 1.460(8) . ?
N1 C12 1.595(11) . ?
C6 C7 1.524(8) . ?
N2 C11 1.480(9) . ?
N2 C14 1.506(11) . ?
N2 C18 1.563(11) . ?
N3 C10 1.472(10) . ?
N3 C13 1.474(10) . ?
N3 C17 1.529(11) . ?
N4 C9 1.20(2) . ?
N4 C23 1.482(18) . ?
N4 C20 1.574(16) . ?
N4 C19 1.93(2) . ?
C8 C15 1.595(15) . ?
C9 C21 1.30(3) . ?
C10 C25 1.80(2) . ?
C11 C22 1.615(16) . ?
C13 C24 1.56(2) . ?
C14 C26 1.45(2) . ?
C15 C27 1.523(14) . ?
C16 C27 1.440(13) . ?
C19 C20 1.34(2) . ?
C19 C21 1.74(3) . ?
C22 C26 1.41(2) . ?
C24 C25 1.30(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
O5 Tm1 O3 140.31(12) . . ?
O5 Tm1 O8 71.45(12) . . ?
O3 Tm1 O8 145.92(12) . . ?
O5 Tm1 O7 129.48(12) . . ?
O3 Tm1 O7 85.50(12) . . ?
O8 Tm1 O7 73.90(13) . . ?
O5 Tm1 O4 75.61(11) . . ?
O3 Tm1 O4 67.45(11) . . ?
O8 Tm1 O4 146.49(12) . . ?
O7 Tm1 O4 125.74(12) . . ?
O5 Tm1 O1 124.57(13) . . ?
O3 Tm1 O1 75.20(13) . . ?
O8 Tm1 O1 74.07(13) . . ?
O7 Tm1 O1 77.68(10) . . ?
O4 Tm1 O1 132.31(11) . . ?
O5 Tm1 O2 82.51(12) . . ?
O3 Tm1 O2 77.00(11) . . ?
O8 Tm1 O2 102.04(12) . . ?
O7 Tm1 O2 140.67(10) . . ?
O4 Tm1 O2 79.26(11) . . ?
O1 Tm1 O2 63.96(9) . . ?
O5 Tm1 O6 76.79(13) . . ?
O3 Tm1 O6 108.23(13) . . ?
O8 Tm1 O6 88.38(13) . . ?
O7 Tm1 O6 66.55(11) . . ?
O4 Tm1 O6 78.25(11) . . ?
O1 Tm1 O6 143.40(11) . . ?
O2 Tm1 O6 152.53(10) . . ?
O5 Tm1 C6 21.78(14) . . ?
O3 Tm1 C6 161.31(13) . . ?
O8 Tm1 C6 49.75(14) . . ?
O7 Tm1 C6 112.72(14) . . ?
O4 Tm1 C6 97.03(13) . . ?
O1 Tm1 C6 111.65(14) . . ?
O2 Tm1 C6 90.26(12) . . ?
O6 Tm1 C6 77.10(14) . . ?
C1 O1 Tm1 122.5(2) 2_665 . ?
C1 O2 Tm1 123.9(2) . . ?
C5 O3 Tm1 121.7(3) . . ?
C4 O4 Tm1 122.1(3) . . ?
C6 O5 Tm1 117.8(3) . . ?
C2 O6 Tm1 122.9(3) . . ?
C3 O7 Tm1 121.7(3) . . ?
C7 O8 Tm1 118.8(3) . . ?
O2 C1 O1 131.0(3) . 2_665 ?
O2 C1 C1 113.5(4) . 2_665 ?
O1 C1 C1 115.6(4) 2_665 2_665 ?
O6 C2 O9 129.4(4) . . ?
O6 C2 C3 109.3(4) . . ?
O9 C2 C3 121.3(4) . . ?
O10 C3 O7 128.3(4) . . ?
O10 C3 C2 112.8(4) . . ?
O7 C3 C2 118.9(4) . . ?
O11 C4 O4 126.8(4) . . ?
O11 C4 C5 121.3(4) . . ?
O4 C4 C5 111.9(4) . . ?
O16 C5 O3 126.1(5) . . ?
O16 C5 C4 118.2(5) . . ?
O3 C5 C4 115.7(4) . . ?
C8 N1 C16 101.0(6) . . ?
C8 N1 C12 116.9(6) . . ?
C16 N1 C12 116.1(6) . . ?
O15 C6 O5 124.3(5) . . ?
O15 C6 C7 116.7(5) . . ?
O5 C6 C7 119.0(4) . . ?
O15 C6 Tm1 164.3(5) . . ?
O5 C6 Tm1 40.4(2) . . ?
C7 C6 Tm1 78.8(2) . . ?
C11 N2 C14 106.4(7) . . ?
C11 N2 C18 111.5(8) . . ?
C14 N2 C18 117.8(10) . . ?
C10 N3 C13 104.3(7) . . ?
C10 N3 C17 111.9(9) . . ?
C13 N3 C17 116.6(8) . . ?
O12 C7 O8 124.1(6) . . ?
O12 C7 C6 123.2(5) . . ?
O8 C7 C6 112.6(4) . . ?
C9 N4 C23 107.2(12) . . ?
C9 N4 C20 122.5(13) . . ?
C23 N4 C20 91.6(14) . . ?
C9 N4 C19 85.3(13) . . ?
C23 N4 C19 126.9(10) . . ?
C20 N4 C19 43.6(8) . . ?
N1 C8 C15 112.3(7) . . ?
N4 C9 C21 106(3) . . ?
N3 C10 C25 96.5(9) . . ?
N2 C11 C22 105.5(8) . . ?
N3 C13 C24 106.3(9) . . ?
C26 C14 N2 107.9(10) . . ?
C27 C15 C8 102.0(7) . . ?
C27 C16 N1 117.7(7) . . ?
C20 C19 C21 119(2) . . ?
C20 C19 N4 53.9(12) . . ?
C21 C19 N4 65.9(11) . . ?
C19 C20 N4 82.5(15) . . ?
C9 C21 C19 90.7(13) . . ?
C26 C22 C11 105.7(10) . . ?
C25 C24 C13 108.6(16) . . ?
C24 C25 C10 106.5(14) . . ?
C22 C26 C14 111.3(11) . . ?
C16 C27 C15 103.9(9) . . ?

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
Tm1 O2 C1 O1 -173.6(3) . . . 2_665 ?
Tm1 O2 C1 C1 6.3(5) . . . 2_665 ?
Tm1 O6 C2 O9 -174.7(4) . . . . ?
Tm1 O6 C2 C3 5.7(5) . . . . ?
Tm1 O7 C3 O10 171.9(4) . . . . ?
Tm1 O7 C3 C2 -7.1(5) . . . . ?
O6 C2 C3 O10 -178.6(4) . . . . ?
O9 C2 C3 O10 1.8(6) . . . . ?
O6 C2 C3 O7 0.6(6) . . . . ?
O9 C2 C3 O7 -179.1(4) . . . . ?
Tm1 O4 C4 O11 175.8(4) . . . . ?
Tm1 O4 C4 C5 -5.0(5) . . . . ?
Tm1 O3 C5 O16 -169.3(6) . . . . ?
Tm1 O3 C5 C4 10.8(6) . . . . ?
O11 C4 C5 O16 -4.1(9) . . . . ?
O4 C4 C5 O16 176.6(6) . . . . ?
O11 C4 C5 O3 175.7(5) . . . . ?
O4 C4 C5 O3 -3.5(7) . . . . ?
Tm1 O5 C6 O15 175.5(5) . . . . ?
Tm1 O5 C6 C7 -6.0(6) . . . . ?
Tm1 O8 C7 O12 -178.0(5) . . . . ?
Tm1 O8 C7 C6 0.7(6) . . . . ?
O15 C6 C7 O12 0.8(8) . . . . ?
O5 C6 C7 O12 -177.8(5) . . . . ?
Tm1 C6 C7 O12 178.3(6) . . . . ?
O15 C6 C7 O8 -177.9(5) . . . . ?
O5 C6 C7 O8 3.4(7) . . . . ?
Tm1 C6 C7 O8 -0.5(4) . . . . ?
C16 N1 C8 C15 17.6(9) . . . . ?
C12 N1 C8 C15 144.6(7) . . . . ?
C23 N4 C9 C21 -156.1(13) . . . . ?
C20 N4 C9 C21 -53(2) . . . . ?
C19 N4 C9 C21 -28.8(14) . . . . ?
C13 N3 C10 C25 39.0(9) . . . . ?
C17 N3 C10 C25 166.0(8) . . . . ?
C14 N2 C11 C22 -12.1(9) . . . . ?
C18 N2 C11 C22 -141.8(8) . . . . ?
C10 N3 C13 C24 -41.9(13) . . . . ?
C17 N3 C13 C24 -166.0(12) . . . . ?
C11 N2 C14 C26 17.9(16) . . . . ?
C18 N2 C14 C26 143.9(16) . . . . ?
N1 C8 C15 C27 -15.6(11) . . . . ?
C8 N1 C16 C27 -14.5(13) . . . . ?
C12 N1 C16 C27 -141.9(10) . . . . ?
C21 C19 C20 N4 -7.8(17) . . . . ?
C9 N4 C20 C19 36(2) . . . . ?
C23 N4 C20 C19 147.5(13) . . . . ?
N4 C9 C21 C19 32.1(15) . . . . ?
C20 C19 C21 C9 -13(2) . . . . ?
N4 C19 C21 C9 -20.3(11) . . . . ?
N2 C11 C22 C26 2.3(14) . . . . ?
N3 C13 C24 C25 23(2) . . . . ?
C13 C24 C25 C10 3(2) . . . . ?
N3 C10 C25 C24 -26.7(18) . . . . ?
C11 C22 C26 C14 9(2) . . . . ?
N2 C14 C26 C22 -17(2) . . . . ?
N1 C16 C27 C15 4.9(15) . . . . ?
C8 C15 C27 C16 5.8(13) . . . . ?

_refine_diff_density_max         1.094
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.111



####################################################################### 
# 
# 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_er620
_database_code_depnum_ccdc_archive 'CCDC 1554325'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H7 Er N2 O10.50'
_chemical_formula_weight         466.42

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'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
# start Validation Reply Form
_vrf_PLAT430_er620               
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_er620               
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form 
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   14.6700(13)
_cell_length_b                   11.5086(10)
_cell_length_c                   9.1980(10)
_cell_angle_alpha                90
_cell_angle_beta                 121.4040(10)
_cell_angle_gamma                90
_cell_volume                     1325.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7723
_cell_measurement_theta_min      4.114
_cell_measurement_theta_max      31.505

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.337
_exptl_crystal_F_000             884
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    6.391
_shelx_estimated_absorpt_T_min   0.361
_shelx_estimated_absorpt_T_max   0.567
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6
_exptl_absorpt_correction_T_max  0.8
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7723
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.114
_diffrn_reflns_theta_max         31.505
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3961
_reflns_number_gt                3695
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.920
_reflns_Friedel_fraction_max     0.951
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0144P)²+6.2157P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.50(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3961
_refine_ls_number_parameters     198
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0225
_refine_ls_wR_factor_ref         0.0540
_refine_ls_wR_factor_gt          0.0517
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_restrained_S_all      1.143
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er -0.16714(2) -0.2583(3) -0.38985(2) 0.01620(6) Uani 1 1 d . . . . .
O1 O -0.1592(10) -0.0623(7) -0.3009(14) 0.026(3) Uani 1 1 d . . . . .
O2 O -0.2899(11) -0.3784(10) -0.6106(14) 0.033(3) Uani 1 1 d . . . . .
O3 O 0.0170(3) -0.255(2) -0.1742(5) 0.0278(11) Uani 1 1 d . . . . .
O4 O -0.0720(10) -0.3728(11) -0.4927(18) 0.035(4) Uani 1 1 d . . . . .
O5 O -0.1383(3) -0.2616(17) -0.1052(5) 0.0226(9) Uani 1 1 d . . . . .
C9 C 0.0000 -0.322(3) -0.5000 0.023(6) Uani 1 2 d S T P . .
O6 O -0.0723(10) -0.1418(11) -0.4847(16) 0.033(3) Uani 1 1 d . . . . .
O7 O -0.1617(9) -0.4529(9) -0.2955(12) 0.022(3) Uani 1 1 d . . . . .
O8 O -0.3307(3) -0.2656(18) -0.3793(6) 0.0296(15) Uani 1 1 d . . . . .
C1 C 0.0456(4) -0.260(2) -0.0192(6) 0.0195(10) Uani 1 1 d . . . . .
O9 O -0.2079(9) -0.6346(9) -0.3763(14) 0.022(2) Uani 1 1 d . . . . .
O10 O 0.5000 -0.0536(10) 1.0000 0.086(5) Uani 1 2 d S T P . .
C3 C -0.2142(10) 0.0087(10) -0.4192(14) 0.010(2) Uani 1 1 d . U . . .
C4 C -0.2109(10) -0.5352(11) -0.3958(14) 0.018(2) Uani 1 1 d . . . . .
N1 N 0.5953(7) -0.2636(16) 0.9485(11) 0.063(3) Uani 1 1 d . . . . .
H2 H 0.5792 -0.3351 0.9516 0.076 Uiso 1 1 calc R U . . .
N2 N 0.6869(7) -0.0979(8) 0.9916(12) 0.049(2) Uani 1 1 d . . . . .
C5 C 0.5836(9) -0.0717(11) 0.8736(15) 0.060(3) Uani 1 1 d D . . . .
H3 H 0.5574 -0.0002 0.8209 0.071 Uiso 1 1 calc R U . . .
C6 C 0.6936(8) -0.2106(8) 1.0384(14) 0.047(2) Uani 1 1 d . . . . .
H7 H 0.7561 -0.2472 1.1201 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7287(12) -0.0022(13) 0.9390(16) 0.073(4) Uani 1 1 d . U . . .
H4 H 0.6866 0.0662 0.9209 0.110 Uiso 1 1 calc R U . . .
H5 H 0.8015 0.0126 1.0264 0.110 Uiso 1 1 calc R U . . .
H6 H 0.7254 -0.0226 0.8352 0.110 Uiso 1 1 calc R U . . .
O11 O -0.4951(7) -0.4051(6) -0.5717(11) 0.065(2) Uani 1 1 d . . . . .
C2 C 0.0000 -0.188(3) -0.5000 0.023(6) Uani 1 2 d S TU P . .
C8 C 0.5260(8) -0.1699(10) 0.8479(12) 0.048(2) Uani 1 1 d D . . . .
H1 H 0.4524 -0.1759 0.7756 0.057 Uiso 1 1 calc R U . . .


_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
Er1 O2 2.338(12) . ?
Er1 O3 2.377(4) . ?
Er1 O1 2.382(9) . ?
Er1 O7 2.387(11) . ?
Er1 O6 2.400(12) . ?
Er1 O5 2.425(4) . ?
Er1 O9 2.430(11) 4_454 ?
Er1 O4 2.440(12) . ?
Er1 O8 2.453(5) . ?
O1 C3 1.260(16) . ?
O2 C3 1.322(17) 4_444 ?
O3 C1 1.261(6) . ?
O4 C9 1.240(16) . ?
O5 C1 1.240(6) 2 ?
C9 O4 1.240(16) 2_554 ?
C9 C2 1.539(13) . ?
O6 C2 1.259(16) . ?
O7 C4 1.255(16) . ?
C1 O5 1.240(6) 2 ?
C1 C1 1.551(10) 2 ?
O9 C4 1.155(18) . ?
O9 Er1 2.430(11) 4_444 ?
C3 O2 1.322(17) 4_454 ?
C3 C4 1.553(10) 4_454 ?
C4 C3 1.552(10) 4_444 ?
N1 C6 1.377(16) . ?
N1 C8 1.440(16) . ?
N2 C6 1.354(13) . ?
N2 C5 1.361(14) . ?
N2 C7 1.459(16) . ?
C5 C8 1.356(14) . ?
O11 O11 1.399(18) 2_454 ?
C2 O6 1.259(16) 2_554 ?

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 Er1 O3 139.6(6) . . ?
O2 Er1 O1 137.4(4) . . ?
O3 Er1 O1 82.3(6) . . ?
O2 Er1 O7 68.1(4) . . ?
O3 Er1 O7 84.6(6) . . ?
O1 Er1 O7 140.96(15) . . ?
O2 Er1 O6 110.2(5) . . ?
O3 Er1 O6 70.8(5) . . ?
O1 Er1 O6 70.2(4) . . ?
O7 Er1 O6 137.8(4) . . ?
O2 Er1 O5 123.4(5) . . ?
O3 Er1 O5 67.44(13) . . ?
O1 Er1 O5 72.2(5) . . ?
O7 Er1 O5 68.8(5) . . ?
O6 Er1 O5 126.4(5) . . ?
O2 Er1 O9 72.14(14) . 4_454 ?
O3 Er1 O9 137.2(6) . 4_454 ?
O1 Er1 O9 68.2(4) . 4_454 ?
O7 Er1 O9 137.6(4) . 4_454 ?
O6 Er1 O9 70.3(4) . 4_454 ?
O5 Er1 O9 126.3(4) . 4_454 ?
O2 Er1 O4 71.4(5) . . ?
O3 Er1 O4 72.7(5) . . ?
O1 Er1 O4 135.2(4) . . ?
O7 Er1 O4 73.6(4) . . ?
O6 Er1 O4 66.66(15) . . ?
O5 Er1 O4 126.7(5) . . ?
O9 Er1 O4 107.1(4) 4_454 . ?
O2 Er1 O8 71.8(5) . . ?
O3 Er1 O8 132.64(14) . . ?
O1 Er1 O8 83.8(6) . . ?
O7 Er1 O8 78.5(5) . . ?
O6 Er1 O8 142.9(5) . . ?
O5 Er1 O8 65.20(14) . . ?
O9 Er1 O8 75.7(4) 4_454 . ?
O4 Er1 O8 140.0(5) . . ?
C3 O1 Er1 115.0(8) . . ?
C3 O2 Er1 118.0(9) 4_444 . ?
C1 O3 Er1 120.4(3) . . ?
C9 O4 Er1 116.2(14) . . ?
C1 O5 Er1 119.1(3) 2 . ?
O4 C9 O4 124(3) 2_554 . ?
O4 C9 C2 118.2(14) 2_554 . ?
O4 C9 C2 118.2(14) . . ?
C2 O6 Er1 119.1(15) . . ?
C4 O7 Er1 122.9(8) . . ?
O5 C1 O3 127.1(5) 2 . ?
O5 C1 C1 116.9(5) 2 2 ?
O3 C1 C1 116.0(5) . 2 ?
C4 O9 Er1 119.5(9) . 4_444 ?
O1 C3 O2 121.2(11) . 4_454 ?
O1 C3 C4 120.3(8) . 4_454 ?
O2 C3 C4 118.5(8) 4_454 4_454 ?
O9 C4 O7 132.2(12) . . ?
O9 C4 C3 116.1(9) . 4_444 ?
O7 C4 C3 111.6(8) . 4_444 ?
C6 N1 C8 102.8(13) . . ?
C6 N2 C5 109.4(9) . . ?
C6 N2 C7 148.7(10) . . ?
C5 N2 C7 93.1(9) . . ?
C8 C5 N2 106.8(9) . . ?
N2 C6 N1 110.8(10) . . ?
O6 C2 O6 130(3) 2_554 . ?
O6 C2 C9 115.1(15) 2_554 . ?
O6 C2 C9 115.1(15) . . ?
C5 C8 N1 110.2(10) . . ?

_refine_diff_density_max         0.815
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.135



####################################################################### 
# 
# 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_600
_database_code_depnum_ccdc_archive 'CCDC 1554327'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 Ho2 N4 O20'
_chemical_formula_weight         912.17

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'
Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

# start Validation Reply Form
_vrf_PLAT430_600                 
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_600                 
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

loop_
_space_group_symop_operation_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                   10.023(2)
_cell_length_b                   17.357(4)
_cell_length_c                   14.354(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.312(12)
_cell_angle_gamma                90
_cell_volume                     2464.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    32483
_cell_measurement_theta_min      4.015
_cell_measurement_theta_max      30.888

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.459
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    6.480
_shelx_estimated_absorpt_T_min   0.563
_shelx_estimated_absorpt_T_max   0.563
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32483
_diffrn_reflns_av_unetI/netI     0.1451
_diffrn_reflns_av_R_equivalents  0.1564
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.015
_diffrn_reflns_theta_max         30.888
_diffrn_reflns_theta_full        25.250
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             7498
_reflns_number_gt                4944
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0573P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7498
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1019
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1504
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_restrained_S_all      0.957
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho -0.00645(3) 0.62525(2) 0.34209(2) 0.01933(11) Uani 1 1 d . . . . .
Ho2 Ho 0.51141(3) 0.84011(2) 0.40687(2) 0.01858(11) Uani 1 1 d . . . . .
N1 N 1.0022(8) 1.0622(7) 0.3697(7) 0.052(3) Uani 1 1 d . . . . .
O1 O 0.3518(6) 0.7630(4) 0.4772(4) 0.0268(13) Uani 1 1 d . . . . .
O2 O -0.2524(5) 0.6385(4) 0.3359(4) 0.0272(13) Uani 1 1 d . . . . .
O3 O 0.3690(5) 0.9411(4) 0.3280(4) 0.0267(13) Uani 1 1 d . . . . .
O4 O 0.1480(6) 0.7071(4) 0.2695(4) 0.0285(13) Uani 1 1 d . . . . .
O5 O -0.1182(5) 0.5017(4) 0.2976(4) 0.0262(13) Uani 1 1 d . . . . .
O6 O 0.7602(5) 0.8290(3) 0.4087(4) 0.0254(12) Uani 1 1 d . . . . .
O7 O -0.1167(6) 0.6601(4) 0.1860(4) 0.0340(15) Uani 1 1 d . . . . .
O8 O 0.5823(6) 0.7170(4) 0.3661(5) 0.0325(14) Uani 1 1 d . . . . .
O9 O 0.6247(5) 0.9625(3) 0.4415(4) 0.0231(12) Uani 1 1 d . . . . .
O10 O 0.5759(6) 0.8844(4) 0.2591(4) 0.0287(13) Uani 1 1 d . . . . .
O11 O 0.4135(5) 0.9159(3) 0.5199(4) 0.0231(12) Uani 1 1 d . . . . .
O12 O -0.0738(5) 0.7530(4) 0.3763(4) 0.0292(14) Uani 1 1 d . . . . .
O13 O 0.1181(5) 0.5128(4) 0.4259(4) 0.0281(13) Uani 1 1 d . . . . .
O14 O -0.0769(6) 0.5899(4) 0.4882(4) 0.0300(13) Uani 1 1 d . . . . .
O15 O 0.1065(5) 0.5553(4) 0.2384(4) 0.0273(13) Uani 1 1 d . . . . .
O16 O 0.6260(6) 0.8072(4) 0.5605(4) 0.0327(14) Uani 1 1 d . . . . .
O17 O 0.3316(5) 0.7838(4) 0.2926(4) 0.0285(13) Uani 1 1 d . . . . .
O18 O 0.1761(5) 0.6816(4) 0.4530(4) 0.0241(12) Uani 1 1 d . . . . .
C1 C 0.2437(7) 0.7407(5) 0.3194(5) 0.0207(15) Uani 1 1 d . . . . .
C2 C -0.2947(8) 0.7015(5) 0.3603(5) 0.0241(16) Uani 1 1 d . . . . .
C3 C 0.2602(7) 0.7275(5) 0.4259(5) 0.0225(16) Uani 1 1 d . . . . .
C4 C 1.0178(17) 1.1428(11) 0.3682(13) 0.093(6) Uani 1 1 d . . . . .
H1 H 0.9321 1.1671 0.3696 0.139 Uiso 1 1 calc R U . . .
H2 H 1.0811 1.1587 0.4223 0.139 Uiso 1 1 calc R U . . .
H3 H 1.0509 1.1577 0.3117 0.139 Uiso 1 1 calc R U . . .
C5 C -0.0502(7) 0.4556(5) 0.2568(5) 0.0217(16) Uani 1 1 d . . . . .
C6 C 0.4268(7) 0.9852(5) 0.2809(5) 0.0221(16) Uani 1 1 d . . . . .
C7 C 0.8063(7) 0.7682(5) 0.3847(5) 0.0216(15) Uani 1 1 d . . . . .
C8 C 0.9156(14) 0.9527(9) 0.3862(9) 0.058(4) Uani 1 1 d . . . . .
H10 H 0.8540 0.9139 0.3933 0.069 Uiso 1 1 calc R U . . .
C9 C 0.0566(8) 0.4783(5) 0.4824(5) 0.0245(17) Uani 1 1 d . . . . .
O19 O 0.1743(8) 0.2975(5) 0.4038(5) 0.051(2) Uani 1 1 d . . . . .
O20 O 0.2028(7) 0.7129(5) 0.6491(5) 0.051(2) Uani 1 1 d . . . . .
C10 C 0.5598(7) 1.0124(5) 0.4782(5) 0.0195(15) Uani 1 1 d . . . . .
C11 C 0.8934(10) 1.0255(10) 0.3814(9) 0.064(4) Uani 1 1 d . . . . .
H8 H 0.8110 1.0487 0.3857 0.077 Uiso 1 1 calc R U . . .
C12 C 1.1021(12) 1.0148(10) 0.3683(9) 0.065(4) Uani 1 1 d . . . . .
H11 H 1.1908 1.0260 0.3615 0.078 Uiso 1 1 calc R U . . .
C13 C 0.4064(10) 0.5194(11) 0.6416(8) 0.065(4) Uani 1 1 d . . . . .
H14 H 0.3393 0.4838 0.6483 0.078 Uiso 1 1 calc R U . . .
N2 N 0.5280(11) 0.5059(11) 0.6258(8) 0.081(4) Uani 1 1 d . . . . .
N3 N 1.0456(17) 0.9443(12) 0.3790(10) 0.109(5) Uani 1 1 d . . . . .
H9 H 1.0878 0.9010 0.3809 0.130 Uiso 1 1 calc R U . . .
C14 C 0.3996(17) 0.5961(13) 0.6461(11) 0.088(6) Uani 1 1 d . . . . .
H13 H 0.3225 0.6245 0.6514 0.106 Uiso 1 1 calc R U . . .
C15 C 0.587(2) 0.4342(11) 0.6164(14) 0.095(6) Uani 1 1 d . . . . .
H6 H 0.5213 0.3944 0.6195 0.143 Uiso 1 1 calc R U . . .
H7 H 0.6183 0.4316 0.5567 0.143 Uiso 1 1 calc R U . . .
H4 H 0.6620 0.4272 0.6665 0.143 Uiso 1 1 calc R U . . .
C16 C 0.6042(16) 0.5662(13) 0.6231(14) 0.096(6) Uani 1 1 d . . . . .
H5 H 0.6928 0.5699 0.6118 0.115 Uiso 1 1 calc R U . . .
N4 N 0.5156(17) 0.6238(19) 0.6418(17) 0.183(14) Uani 1 1 d . . . . .
H12 H 0.5366 0.6717 0.6495 0.220 Uiso 1 1 calc R U . . .


_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
Ho1 O15 2.349(5) . ?
Ho1 O12 2.392(6) . ?
Ho1 O14 2.398(5) . ?
Ho1 O7 2.410(6) . ?
Ho1 O18 2.428(6) . ?
Ho1 O5 2.456(6) . ?
Ho1 O4 2.453(5) . ?
Ho1 O2 2.463(5) . ?
Ho1 O13 2.515(6) . ?
Ho2 O8 2.355(6) . ?
Ho2 O16 2.385(6) . ?
Ho2 O11 2.416(5) . ?
Ho2 O3 2.423(6) . ?
Ho2 O9 2.423(6) . ?
Ho2 O1 2.427(5) . ?
Ho2 O17 2.436(6) . ?
Ho2 O10 2.439(5) . ?
Ho2 O6 2.497(5) . ?
N1 C12 1.299(16) . ?
N1 C11 1.296(14) . ?
N1 C4 1.41(2) . ?
O1 C3 1.243(9) . ?
O2 C2 1.244(10) . ?
O3 C6 1.227(9) . ?
O4 C1 1.246(9) . ?
O5 C5 1.255(9) . ?
O6 C7 1.224(10) . ?
O8 C2 1.277(9) 1_655 ?
O9 C10 1.248(9) . ?
O10 C5 1.276(10) 2 ?
O11 C10 1.274(10) 3_676 ?
O12 C7 1.255(9) 1_455 ?
O13 C9 1.248(9) . ?
O14 C9 1.264(10) 3_566 ?
O15 C6 1.279(10) 2_545 ?
O17 C1 1.262(9) . ?
O18 C3 1.266(9) . ?
C1 C3 1.529(10) . ?
C2 O8 1.277(9) 1_455 ?
C2 C7 1.541(12) 1_455 ?
C5 O10 1.276(10) 2_545 ?
C5 C6 1.518(10) 2_545 ?
C6 O15 1.279(10) 2 ?
C6 C5 1.518(10) 2 ?
C7 O12 1.255(9) 1_655 ?
C7 C2 1.541(12) 1_655 ?
C8 C11 1.284(19) . ?
C8 N3 1.33(2) . ?
C9 O14 1.264(10) 3_566 ?
C9 C9 1.515(15) 3_566 ?
C10 O11 1.274(10) 3_676 ?
C10 C10 1.502(13) 3_676 ?
C12 N3 1.37(2) . ?
C13 N2 1.297(15) . ?
C13 C14 1.33(2) . ?
N2 C16 1.30(2) . ?
N2 C15 1.39(2) . ?
C14 N4 1.27(2) . ?
C16 N4 1.39(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
O15 Ho1 O12 142.2(2) . . ?
O15 Ho1 O14 131.5(2) . . ?
O12 Ho1 O14 85.7(2) . . ?
O15 Ho1 O7 74.7(2) . . ?
O12 Ho1 O7 81.7(2) . . ?
O14 Ho1 O7 136.2(2) . . ?
O15 Ho1 O18 103.56(19) . . ?
O12 Ho1 O18 72.5(2) . . ?
O14 Ho1 O18 80.0(2) . . ?
O7 Ho1 O18 133.8(2) . . ?
O15 Ho1 O5 68.27(18) . . ?
O12 Ho1 O5 136.98(18) . . ?
O14 Ho1 O5 79.5(2) . . ?
O7 Ho1 O5 81.8(2) . . ?
O18 Ho1 O5 141.8(2) . . ?
O15 Ho1 O4 68.2(2) . . ?
O12 Ho1 O4 76.6(2) . . ?
O14 Ho1 O4 144.5(2) . . ?
O7 Ho1 O4 71.7(2) . . ?
O18 Ho1 O4 65.47(18) . . ?
O5 Ho1 O4 133.44(18) . . ?
O15 Ho1 O2 127.4(2) . . ?
O12 Ho1 O2 66.9(2) . . ?
O14 Ho1 O2 67.7(2) . . ?
O7 Ho1 O2 68.7(2) . . ?
O18 Ho1 O2 129.02(19) . . ?
O5 Ho1 O2 70.15(19) . . ?
O4 Ho1 O2 128.8(2) . . ?
O15 Ho1 O13 69.5(2) . . ?
O12 Ho1 O13 139.1(2) . . ?
O14 Ho1 O13 65.00(19) . . ?
O7 Ho1 O13 139.2(2) . . ?
O18 Ho1 O13 74.7(2) . . ?
O5 Ho1 O13 67.5(2) . . ?
O4 Ho1 O13 110.71(19) . . ?
O2 Ho1 O13 120.39(19) . . ?
O8 Ho2 O16 83.8(2) . . ?
O8 Ho2 O11 146.3(2) . . ?
O16 Ho2 O11 72.3(2) . . ?
O8 Ho2 O3 136.0(2) . . ?
O16 Ho2 O3 139.9(2) . . ?
O11 Ho2 O3 69.34(19) . . ?
O8 Ho2 O9 134.13(18) . . ?
O16 Ho2 O9 83.1(2) . . ?
O11 Ho2 O9 67.21(18) . . ?
O3 Ho2 O9 71.5(2) . . ?
O8 Ho2 O1 81.3(2) . . ?
O16 Ho2 O1 74.6(2) . . ?
O11 Ho2 O1 69.8(2) . . ?
O3 Ho2 O1 102.41(19) . . ?
O9 Ho2 O1 135.80(18) . . ?
O8 Ho2 O17 71.9(2) . . ?
O16 Ho2 O17 136.0(2) . . ?
O11 Ho2 O17 109.48(19) . . ?
O3 Ho2 O17 70.1(2) . . ?
O9 Ho2 O17 139.6(2) . . ?
O1 Ho2 O17 66.00(18) . . ?
O8 Ho2 O10 86.4(2) . . ?
O16 Ho2 O10 136.4(2) . . ?
O11 Ho2 O10 127.3(2) . . ?
O3 Ho2 O10 65.47(19) . . ?
O9 Ho2 O10 73.77(19) . . ?
O1 Ho2 O10 145.1(2) . . ?
O17 Ho2 O10 79.19(19) . . ?
O8 Ho2 O6 65.89(19) . . ?
O16 Ho2 O6 69.0(2) . . ?
O11 Ho2 O6 123.24(19) . . ?
O3 Ho2 O6 124.95(19) . . ?
O9 Ho2 O6 68.37(18) . . ?
O1 Ho2 O6 132.6(2) . . ?
O17 Ho2 O6 127.23(18) . . ?
O10 Ho2 O6 68.2(2) . . ?
C12 N1 C11 111.0(14) . . ?
C12 N1 C4 122.8(12) . . ?
C11 N1 C4 126.0(13) . . ?
C3 O1 Ho2 120.0(5) . . ?
C2 O2 Ho1 117.2(5) . . ?
C6 O3 Ho2 114.4(5) . . ?
C1 O4 Ho1 120.5(5) . . ?
C5 O5 Ho1 114.7(5) . . ?
C7 O6 Ho2 119.1(5) . . ?
C2 O8 Ho2 122.7(6) 1_655 . ?
C10 O9 Ho2 115.8(5) . . ?
C5 O10 Ho2 112.8(4) 2 . ?
C10 O11 Ho2 116.1(4) 3_676 . ?
C7 O12 Ho1 121.4(5) 1_455 . ?
C9 O13 Ho1 115.1(5) . . ?
C9 O14 Ho1 118.5(5) 3_566 . ?
C6 O15 Ho1 119.6(4) 2_545 . ?
C1 O17 Ho2 120.6(5) . . ?
C3 O18 Ho1 121.4(5) . . ?
O4 C1 O17 127.9(7) . . ?
O4 C1 C3 116.9(6) . . ?
O17 C1 C3 115.2(7) . . ?
O2 C2 O8 125.5(8) . 1_455 ?
O2 C2 C7 118.9(7) . 1_455 ?
O8 C2 C7 115.6(7) 1_455 1_455 ?
O1 C3 O18 126.5(7) . . ?
O1 C3 C1 117.9(7) . . ?
O18 C3 C1 115.6(7) . . ?
O5 C5 O10 126.3(7) . 2_545 ?
O5 C5 C6 119.1(8) . 2_545 ?
O10 C5 C6 114.6(6) 2_545 2_545 ?
O3 C6 O15 125.6(7) . 2 ?
O3 C6 C5 118.0(8) . 2 ?
O15 C6 C5 116.3(6) 2 2 ?
O6 C7 O12 128.3(8) . 1_655 ?
O6 C7 C2 116.6(6) . 1_655 ?
O12 C7 C2 115.1(7) 1_655 1_655 ?
C11 C8 N3 105.4(12) . . ?
O13 C9 O14 126.7(7) . 3_566 ?
O13 C9 C9 117.0(10) . 3_566 ?
O14 C9 C9 116.3(8) 3_566 3_566 ?
O9 C10 O11 124.4(6) . 3_676 ?
O9 C10 C10 118.9(9) . 3_676 ?
O11 C10 C10 116.7(8) 3_676 3_676 ?
C8 C11 N1 110.4(12) . . ?
N1 C12 N3 103.3(12) . . ?
N2 C13 C14 104.2(15) . . ?
C16 N2 C13 115.6(18) . . ?
C16 N2 C15 117.1(14) . . ?
C13 N2 C15 127.2(17) . . ?
C12 N3 C8 109.9(15) . . ?
N4 C14 C13 108.7(18) . . ?
N2 C16 N4 100.1(17) . . ?
C14 N4 C16 111(3) . . ?

_refine_diff_density_max         3.222
_refine_diff_density_min         -3.527
_refine_diff_density_rms         0.383

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_1120
_database_code_depnum_ccdc_archive 'CCDC 1554328'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H35 Lu N10 O18'
_chemical_formula_weight         974.63

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'
Lu Lu -0.4720 5.8584 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

# start Validation Reply Form
_vrf_PLAT430_1120                
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_1120                
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form


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

_cell_length_a                   12.0002(2)
_cell_length_b                   17.5085(3)
_cell_length_c                   18.0660(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.6189(8)
_cell_angle_gamma                90
_cell_volume                     3752.90(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    61720
_cell_measurement_theta_min      2.073
_cell_measurement_theta_max      42.136

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_F_000             1952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.721
_shelx_estimated_absorpt_T_min   0.773
_shelx_estimated_absorpt_T_max   0.773
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.11
_exptl_absorpt_correction_T_max  0.18
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61720
_diffrn_reflns_av_unetI/netI     0.0552
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.073
_diffrn_reflns_theta_max         42.136
_diffrn_reflns_theta_full        25.250
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             23248
_reflns_number_gt                19155
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_max     0.981
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.171(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         23248
_refine_ls_number_parameters     516
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1099
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   0.739
_refine_ls_restrained_S_all      0.739
_refine_ls_shift/su_max          0.003
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3096(5) 0.6101(3) 0.8359(3) 0.0281(8) Uani 1 1 d . . . . .
C2 C 0.3157(6) 0.6348(3) 0.6115(4) 0.0204(9) Uani 1 1 d . . . . .
C3 C -0.0870(6) 0.6445(3) 0.7981(4) 0.0239(11) Uani 1 1 d . . . . .
C4 C -0.0468(6) 0.7257(4) 0.7848(4) 0.0249(11) Uani 1 1 d . . . . .
C5 C 0.2784(4) 0.5247(3) 0.8187(3) 0.0212(7) Uani 1 1 d . . . . .
C7 C 0.2748(5) 0.7192(3) 0.6236(4) 0.0205(9) Uani 1 1 d . . . . .
C10 C -0.1144(4) 0.5994(2) 0.5981(3) 0.0225(6) Uani 1 1 d . . . . .
C14 C -0.0654(4) 0.5172(3) 0.6082(3) 0.0230(8) Uani 1 1 d . . . . .
O1 O 0.0376(4) 0.7299(3) 0.7518(3) 0.0251(8) Uani 1 1 d . . . . .
O2 O -0.0285(4) 0.5913(2) 0.7748(3) 0.0270(9) Uani 1 1 d . . . . .
O3 O -0.1690(7) 0.6326(4) 0.8311(5) 0.0370(16) Uani 1 1 d . . . . .
O4 O -0.1030(5) 0.7810(3) 0.8052(3) 0.0306(9) Uani 1 1 d . . . . .
O5 O 0.2559(4) 0.5830(2) 0.6369(3) 0.0254(8) Uani 1 1 d . . . . .
O6 O 0.1850(4) 0.7225(3) 0.6524(3) 0.0243(8) Uani 1 1 d . . . . .
O7 O 0.4004(7) 0.6263(3) 0.5807(5) 0.0330(13) Uani 1 1 d . . . . .
O8 O 0.3272(6) 0.7717(3) 0.6032(4) 0.0420(14) Uani 1 1 d . . . . .
O9 O -0.2162(3) 0.6089(2) 0.5769(3) 0.0317(7) Uani 1 1 d . . . . .
O10 O -0.1265(4) 0.4620(2) 0.5836(3) 0.0326(8) Uani 1 1 d . . . . .
O11 O 0.0349(4) 0.5126(3) 0.6406(3) 0.0269(9) Uani 1 1 d . . . . .
O12 O -0.0399(4) 0.6519(2) 0.6145(3) 0.0262(8) Uani 1 1 d . . . . .
O13 O 0.3904(8) 0.6246(3) 0.8838(6) 0.076(3) Uani 1 1 d . . . . .
O14 O 0.2466(5) 0.6577(3) 0.7994(3) 0.0291(8) Uani 1 1 d . . . . .
O15 O 0.3370(4) 0.4733(2) 0.8517(3) 0.0321(7) Uani 1 1 d . . . . .
O16 O 0.1899(4) 0.5153(2) 0.7708(3) 0.0232(8) Uani 1 1 d . . . . .
Lu1 Lu 0.11072(3) 0.61975(2) 0.70449(2) 0.01738(3) Uani 1 1 d . . . . .
C6 C 0.3203(5) 0.3104(3) 0.6058(4) 0.0379(11) Uani 1 1 d . . . . .
H6A H 0.3520 0.2673 0.5873 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2144(6) 0.3855(2) 0.6644(4) 0.0329(10) Uani 1 1 d . . . . .
H11A H 0.1610 0.4023 0.6930 0.039 Uiso 1 1 calc R U . . .
C13 C 0.2819(4) 0.4293(2) 0.6315(3) 0.0260(7) Uani 1 1 d . . . . .
H13A H 0.2837 0.4824 0.6330 0.031 Uiso 1 1 calc R U . . .
C28 C 0.1803(6) 0.2457(3) 0.6755(3) 0.0347(9) Uani 1 1 d . . . . .
H28A H 0.1908 0.2028 0.6441 0.042 Uiso 1 1 calc R U . . .
H28B H 0.1012 0.2558 0.6731 0.042 Uiso 1 1 calc R U . . .
H1 H 0.2124 0.2344 0.7262 0.042 Uiso 1 1 calc R U . . .
N9 N 0.2359(4) 0.3128(2) 0.6495(2) 0.0278(6) Uani 1 1 d . . . . .
N10 N 0.3474(9) 0.3849(3) 0.5955(6) 0.040(2) Uani 1 1 d . . . . .
H10A H 0.3981 0.4007 0.5702 0.049 Uiso 1 1 calc R U . . .
C8 C 0.5514(4) 0.4288(3) 0.7564(3) 0.0300(8) Uani 1 1 d . . . . .
H8A H 0.5023 0.4222 0.7911 0.036 Uiso 1 1 calc R U . . .
C18 C 0.5593(6) 0.5698(4) 0.7614(5) 0.0447(13) Uani 1 1 d . . . . .
H18A H 0.5949 0.6090 0.7361 0.067 Uiso 1 1 calc R U . . .
H18B H 0.4791 0.5770 0.7525 0.067 Uiso 1 1 calc R U . . .
H18C H 0.5857 0.5726 0.8142 0.067 Uiso 1 1 calc R U . . .
C23 C 0.6601(6) 0.4815(3) 0.6830(4) 0.0331(11) Uani 1 1 d . . . . .
H23A H 0.6980 0.5178 0.6586 0.040 Uiso 1 1 calc R U . . .
C26 C 0.5981(4) 0.3729(2) 0.7213(3) 0.0252(7) Uani 1 1 d . . . . .
H26A H 0.5860 0.3209 0.7271 0.030 Uiso 1 1 calc R U . . .
N7 N 0.5867(4) 0.4959(3) 0.7336(3) 0.0292(8) Uani 1 1 d . . . . .
N8 N 0.6666(5) 0.4043(3) 0.6757(3) 0.0375(9) Uani 1 1 d . . . . .
H8B H 0.7063 0.3800 0.6475 0.045 Uiso 1 1 calc R U . . .
C9 C 0.4903(6) 0.7585(4) 0.5133(4) 0.0305(12) Uani 1 1 d . . . . .
H9A H 0.4440 0.7291 0.5390 0.037 Uiso 1 1 calc R U . . .
C17 C 0.6032(7) 0.9347(4) 0.4577(4) 0.0456(14) Uani 1 1 d . . . . .
H17A H 0.6588 0.9353 0.4247 0.068 Uiso 1 1 calc R U . . .
H17B H 0.5376 0.9622 0.4352 0.068 Uiso 1 1 calc R U . . .
H17C H 0.6335 0.9584 0.5043 0.068 Uiso 1 1 calc R U . . .
C19 C 0.4969(5) 0.8316(4) 0.5147(3) 0.0394(12) Uani 1 1 d . . . . .
H19A H 0.4558 0.8637 0.5415 0.047 Uiso 1 1 calc R U . . .
C20 C 0.6139(5) 0.7917(4) 0.4412(3) 0.0345(10) Uani 1 1 d . . . . .
H20A H 0.6671 0.7907 0.4087 0.041 Uiso 1 1 calc R U . . .
N5 N 0.5717(4) 0.8547(3) 0.4716(2) 0.0324(8) Uani 1 1 d . . . . .
N6 N 0.5626(6) 0.7306(4) 0.4679(3) 0.0440(12) Uani 1 1 d . . . . .
H6B H 0.5735 0.6834 0.4582 0.053 Uiso 1 1 calc R U . . .
C12 C 0.6203(4) 0.1745(3) 0.4614(3) 0.0295(8) Uani 1 1 d . . . . .
H12A H 0.5788 0.1394 0.4846 0.035 Uiso 1 1 calc R U . . .
C15 C 0.6874(5) 0.2837(3) 0.4253(3) 0.0314(9) Uani 1 1 d . . . . .
H15A H 0.7006 0.3355 0.4195 0.038 Uiso 1 1 calc R U . . .
C21 C 0.6988(5) 0.1582(3) 0.4170(3) 0.0323(9) Uani 1 1 d . . . . .
H21A H 0.7214 0.1098 0.4040 0.039 Uiso 1 1 calc R U . . .
C24 C 0.5398(5) 0.2957(3) 0.5083(3) 0.0322(9) Uani 1 1 d . . . . .
H24A H 0.4950 0.2607 0.5323 0.048 Uiso 1 1 calc R U . . .
H24B H 0.5849 0.3262 0.5456 0.048 Uiso 1 1 calc R U . . .
H24C H 0.4913 0.3282 0.4751 0.048 Uiso 1 1 calc R U . . .
N3 N 0.6139(3) 0.2525(2) 0.4655(2) 0.0258(6) Uani 1 1 d . . . . .
N4 N 0.7381(6) 0.2257(4) 0.3951(4) 0.0318(11) Uani 1 1 d . . . . .
H4A H 0.7883 0.2307 0.3661 0.038 Uiso 1 1 calc R U . . .
C16 C 0.9603(10) 0.6304(6) 0.2559(5) 0.060(2) Uani 1 1 d . . . . .
H16A H 0.9743 0.5809 0.2364 0.089 Uiso 1 1 calc R U . . .
H16B H 0.9207 0.6614 0.2167 0.089 Uiso 1 1 calc R U . . .
H16C H 1.0308 0.6542 0.2752 0.089 Uiso 1 1 calc R U . . .
C22 C 0.8581(5) 0.5525(3) 0.3403(4) 0.0374(11) Uani 1 1 d . . . . .
H22A H 0.8729 0.5049 0.3212 0.045 Uiso 1 1 calc R U . . .
C25 C 0.8014(5) 0.5651(4) 0.3949(3) 0.0360(10) Uani 1 1 d . . . . .
H25A H 0.7675 0.5275 0.4203 0.043 Uiso 1 1 calc R U . . .
C27 C 0.8535(6) 0.6755(3) 0.3583(4) 0.0421(12) Uani 1 1 d . . . . .
H27A H 0.8623 0.7280 0.3539 0.051 Uiso 1 1 calc R U . . .
N1 N 0.8926(10) 0.6223(4) 0.3157(5) 0.0379(17) Uani 1 1 d . . . . .
N2 N 0.7987(7) 0.6396(5) 0.4095(4) 0.0537(15) Uani 1 1 d . . . . .
H2A H 0.7682 0.6610 0.4443 0.064 Uiso 1 1 calc R U . . .
O1W O 0.6956(3) 0.4643(2) 0.4718(2) 0.0327(7) Uani 1 1 d . . . . .
O2W O 0.4834(5) 0.5129(4) 0.4900(4) 0.066(2) 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
C1 O13 1.226(8) . ?
C1 O14 1.245(7) . ?
C1 C5 1.562(7) . ?
C2 O7 1.239(10) . ?
C2 O5 1.283(8) . ?
C2 C7 1.582(8) . ?
C3 O3 1.243(9) . ?
C3 O2 1.275(7) . ?
C3 C4 1.531(8) . ?
C4 O1 1.251(8) . ?
C4 O4 1.266(8) . ?
C5 O15 1.239(6) . ?
C5 O16 1.276(7) . ?
C7 O8 1.202(7) . ?
C7 O6 1.266(7) . ?
C10 O9 1.236(6) . ?
C10 O12 1.285(6) . ?
C10 C14 1.555(6) . ?
C14 O10 1.253(6) . ?
C14 O11 1.259(7) . ?
O1 Lu1 2.334(4) . ?
O2 Lu1 2.300(4) . ?
O5 Lu1 2.361(4) . ?
O6 Lu1 2.274(4) . ?
O11 Lu1 2.316(5) . ?
O12 Lu1 2.312(5) . ?
O14 Lu1 2.281(5) . ?
O16 Lu1 2.310(4) . ?
C6 N10 1.363(9) . ?
C6 N9 1.375(7) . ?
C11 C13 1.320(8) . ?
C11 N9 1.333(5) . ?
C13 N10 1.341(9) . ?
C28 N9 1.463(7) . ?
C8 N7 1.334(7) . ?
C8 C26 1.336(7) . ?
C18 N7 1.444(8) . ?
C23 N8 1.361(8) . ?
C23 N7 1.384(7) . ?
C26 N8 1.365(7) . ?
C9 C19 1.283(11) . ?
C9 N6 1.370(9) . ?
C17 N5 1.482(8) . ?
C19 N5 1.336(8) . ?
C20 N6 1.357(9) . ?
C20 N5 1.363(8) . ?
C12 C21 1.355(8) . ?
C12 N3 1.371(7) . ?
C15 N4 1.341(9) . ?
C15 N3 1.340(6) . ?
C21 N4 1.353(9) . ?
C24 N3 1.471(6) . ?
C16 N1 1.453(14) . ?
C22 C25 1.298(9) . ?
C22 N1 1.385(10) . ?
C25 N2 1.332(10) . ?
C27 N1 1.338(10) . ?
C27 N2 1.365(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O13 C1 O14 126.0(5) . . ?
O13 C1 C5 118.6(5) . . ?
O14 C1 C5 115.3(5) . . ?
O7 C2 O5 128.0(6) . . ?
O7 C2 C7 117.9(6) . . ?
O5 C2 C7 114.1(5) . . ?
O3 C3 O2 123.4(6) . . ?
O3 C3 C4 121.5(6) . . ?
O2 C3 C4 115.1(5) . . ?
O1 C4 O4 126.7(6) . . ?
O1 C4 C3 115.2(6) . . ?
O4 C4 C3 118.0(6) . . ?
O15 C5 O16 126.0(5) . . ?
O15 C5 C1 119.9(5) . . ?
O16 C5 C1 114.1(4) . . ?
O8 C7 O6 127.3(6) . . ?
O8 C7 C2 119.0(6) . . ?
O6 C7 C2 113.6(5) . . ?
O9 C10 O12 126.7(4) . . ?
O9 C10 C14 119.9(4) . . ?
O12 C10 C14 113.4(4) . . ?
O10 C14 O11 125.7(5) . . ?
O10 C14 C10 118.8(5) . . ?
O11 C14 C10 115.5(4) . . ?
C4 O1 Lu1 120.1(4) . . ?
C3 O2 Lu1 120.4(4) . . ?
C2 O5 Lu1 119.2(4) . . ?
C7 O6 Lu1 123.0(4) . . ?
C14 O11 Lu1 117.2(3) . . ?
C10 O12 Lu1 115.6(3) . . ?
C1 O14 Lu1 120.8(4) . . ?
C5 O16 Lu1 119.1(3) . . ?
O6 Lu1 O12 80.21(18) . . ?
O6 Lu1 O2 139.67(15) . . ?
O12 Lu1 O2 83.38(19) . . ?
O6 Lu1 O14 78.48(19) . . ?
O12 Lu1 O14 148.57(11) . . ?
O2 Lu1 O14 98.3(2) . . ?
O6 Lu1 O11 125.71(19) . . ?
O12 Lu1 O11 68.87(16) . . ?
O2 Lu1 O11 80.57(18) . . ?
O14 Lu1 O11 142.53(17) . . ?
O6 Lu1 O16 133.18(18) . . ?
O12 Lu1 O16 140.77(16) . . ?
O2 Lu1 O16 79.58(17) . . ?
O14 Lu1 O16 69.42(16) . . ?
O11 Lu1 O16 73.61(10) . . ?
O6 Lu1 O1 71.96(11) . . ?
O12 Lu1 O1 76.07(18) . . ?
O2 Lu1 O1 68.41(15) . . ?
O14 Lu1 O1 75.50(19) . . ?
O11 Lu1 O1 135.29(18) . . ?
O16 Lu1 O1 127.73(17) . . ?
O6 Lu1 O5 68.65(15) . . ?
O12 Lu1 O5 105.22(18) . . ?
O2 Lu1 O5 151.65(11) . . ?
O14 Lu1 O5 88.16(19) . . ?
O11 Lu1 O5 77.72(17) . . ?
O16 Lu1 O5 76.96(16) . . ?
O1 Lu1 O5 139.60(15) . . ?
N10 C6 N9 105.1(5) . . ?
C13 C11 N9 108.3(5) . . ?
C11 C13 N10 108.9(5) . . ?
C11 N9 C6 109.1(5) . . ?
C11 N9 C28 126.2(5) . . ?
C6 N9 C28 124.7(4) . . ?
C13 N10 C6 108.6(8) . . ?
N7 C8 C26 108.9(5) . . ?
N8 C23 N7 107.3(5) . . ?
C8 C26 N8 108.9(4) . . ?
C8 N7 C23 107.8(5) . . ?
C8 N7 C18 125.6(6) . . ?
C23 N7 C18 126.5(5) . . ?
C26 N8 C23 107.0(5) . . ?
C19 C9 N6 108.8(6) . . ?
C9 C19 N5 109.6(6) . . ?
N6 C20 N5 106.2(5) . . ?
C19 N5 C20 108.2(5) . . ?
C19 N5 C17 126.5(6) . . ?
C20 N5 C17 125.3(5) . . ?
C20 N6 C9 107.2(6) . . ?
C21 C12 N3 107.0(4) . . ?
N4 C15 N3 106.8(5) . . ?
C12 C21 N4 107.0(5) . . ?
C15 N3 C12 109.1(4) . . ?
C15 N3 C24 125.1(4) . . ?
C12 N3 C24 125.7(4) . . ?
C15 N4 C21 110.0(5) . . ?
C25 C22 N1 108.0(6) . . ?
C22 C25 N2 110.4(5) . . ?
N1 C27 N2 108.4(6) . . ?
C27 N1 C22 106.4(8) . . ?
C27 N1 C16 130.0(7) . . ?
C22 N1 C16 123.6(7) . . ?
C25 N2 C27 106.8(5) . . ?

_refine_diff_density_max         2.156
_refine_diff_density_min         -1.372
_refine_diff_density_rms         0.127

_shelxl_version_number           2014/6



####################################################################### 
# 
# 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_tmim282
_database_code_depnum_ccdc_archive 'CCDC 1554326'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 N8 O18 Tm'
_chemical_formula_weight         885.47

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'
Tm Tm -0.3139 5.2483 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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

_cell_length_a                   12.0526(19)
_cell_length_b                   17.5649(19)
_cell_length_c                   18.317(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.558(7)
_cell_angle_gamma                90.00
_cell_volume                     3834.6(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    87872
_cell_measurement_theta_min      2.06
_cell_measurement_theta_max      43.57

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1764
_exptl_absorpt_coefficient_mu    2.392
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

# start Validation Reply Form
_vrf_PLAT430_tmim282             
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_tmim282             
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

_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 CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            87872
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         43.57
_reflns_number_total             27782
_reflns_number_gt                16921
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0884P)²+6.3441P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         27782
_refine_ls_number_parameters     271
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1739
_refine_ls_wR_factor_gt          0.1491
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_restrained_S_all      0.966
_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
Tm1 Tm 0.16397(14) 0.124009(7) 0.37358(10) 0.03412(4) Uani 1 1 d . . .
O1 O 0.2364(4) 0.2314(2) 0.3228(3) 0.0420(11) Uani 1 1 d . . .
O2 O 0.2416(5) 0.0184(3) 0.4365(3) 0.0458(11) Uani 1 1 d . . .
O3 O 0.0837(5) 0.0178(3) 0.3074(3) 0.0467(11) Uani 1 1 d . . .
O4 O 0.0904(6) 0.2311(3) 0.4255(4) 0.0573(15) Uani 1 1 d . . .
O5 O 0.0195(5) 0.0972(3) 0.4449(3) 0.0469(11) Uani 1 1 d . . .
O6 O 0.4449(8) 0.1285(3) 0.2437(6) 0.058(2) Uani 1 1 d . . .
O7 O 0.3028(5) 0.0865(2) 0.3045(3) 0.0493(12) Uani 1 1 d . . .
O8 O -0.1162(13) 0.1386(5) 0.4978(8) 0.081(3) Uani 1 1 d . . .
O9 O 0.3146(5) 0.1571(3) 0.4600(4) 0.0540(13) Uani 1 1 d . . .
O10 O 0.0229(6) 0.1598(3) 0.2793(4) 0.0557(13) Uani 1 1 d . . .
O11 O -0.0422(7) 0.2806(4) 0.4811(4) 0.0701(17) Uani 1 1 d . . .
C1 C 0.3563(6) 0.1479(4) 0.2768(4) 0.0370(11) Uani 1 1 d . . .
C2 C 0.3429(7) 0.0247(5) 0.4736(5) 0.058(2) Uani 1 1 d . . .
O12 O 0.3750(6) 0.2803(3) 0.2713(4) 0.0701(19) Uani 1 1 d . . .
C3 C -0.0423(7) 0.1389(5) 0.4670(5) 0.0431(15) Uani 1 1 d . . .
O14 O 0.4039(5) -0.0315(4) 0.5003(4) 0.0710(18) Uani 1 1 d . . .
C4 C 0.0078(7) 0.2272(4) 0.4594(5) 0.0453(15) Uani 1 1 d . . .
C5 C 0.3270(7) 0.2247(3) 0.2927(4) 0.0426(14) Uani 1 1 d . . .
C6 C -0.0325(7) 0.1098(5) 0.2430(5) 0.0513(14) Uani 1 1 d . . .
C7 C 0.0002(6) 0.0251(3) 0.2629(4) 0.0401(11) Uani 1 1 d . . .
O15 O -0.0514(5) -0.0254(3) 0.2286(4) 0.0625(13) Uani 1 1 d . . .
C8 C 0.3869(6) 0.1064(4) 0.4837(4) 0.0450(12) Uani 1 1 d . . .
N1 N -0.2158(5) 0.2637(4) 0.5638(3) 0.0610(13) Uani 1 1 d . . .
H37 H -0.1697 0.2371 0.5427 0.073 Uiso 1 1 calc . . .
N4X N 0.3409(6) -0.0644(3) 0.2956(4) 0.0643(15) Uani 1 1 d . . .
H45 H 0.3430 -0.0155 0.2936 0.077 Uiso 1 1 calc . . .
C9 C 0.2815(10) -0.1087(4) 0.3305(5) 0.078(3) Uani 1 1 d . . .
H46 H 0.2315 -0.0906 0.3604 0.094 Uiso 1 1 calc . . .
C10 C -0.3398(6) 0.3074(5) 0.6301(4) 0.0643(17) Uani 1 1 d . . .
H48 H -0.3923 0.3108 0.6623 0.077 Uiso 1 1 calc . . .
O16 O 0.4847(6) 0.1172(3) 0.5092(5) 0.079(2) Uani 1 1 d . . .
O17 O -0.1087(14) 0.1220(4) 0.1925(8) 0.143(7) Uani 1 1 d . . .
C11 C -0.2591(9) 0.2479(4) 0.3452(5) 0.074(2) Uani 1 1 d . . .
H4 H -0.2035 0.2100 0.3612 0.089 Uiso 1 1 calc . . .
H5 H -0.3112 0.2283 0.3048 0.089 Uiso 1 1 calc . . .
H6 H -0.2985 0.2609 0.3853 0.089 Uiso 1 1 calc . . .
C12 C -0.2162 0.3374 0.5608 0.062 Uani 1 1 d . . .
H70 H -0.1705 0.3668 0.5353 0.074 Uiso 1 1 calc . . .
N3 N 0.2977 -0.1814 0.3201 0.058 Uani 1 1 d . . .
N6X N 0.6545 -0.1211 0.3709 0.143 Uani 1 1 d . . .
H23 H 0.6576 -0.1699 0.3727 0.171 Uiso 1 1 calc . . .
N5 N 0.6938 -0.0091 0.3470 0.050 Uani 1 1 d . . .
C13 C 0.5956 -0.0800 0.4125 0.076 Uani 1 1 d . . .
H41 H 0.5495 -0.0979 0.4451 0.091 Uiso 1 1 calc . . .
C14 C 0.6199 0.0038 0.3952 0.126 Uani 1 1 d . . .
H44 H 0.5926 0.0489 0.4123 0.152 Uiso 1 1 calc . . .
C15 C 0.5390 0.2753 0.1842 0.069 Uani 1 1 d . . .
H21 H 0.4867 0.2714 0.2167 0.083 Uiso 1 1 calc . . .
C16 C 0.7248 0.0690 0.3148 0.093 Uani 1 1 d . . .
H7 H 0.6685 0.1060 0.3214 0.112 Uiso 1 1 calc . . .
H8 H 0.7287 0.0635 0.2631 0.112 Uiso 1 1 calc . . .
H9 H 0.7962 0.0857 0.3400 0.112 Uiso 1 1 calc . . .
C17 C 0.7096 -0.0789 0.3251 0.132 Uani 1 1 d . . .
H10 H 0.7485 -0.0954 0.2878 0.158 Uiso 1 1 calc . . .
C18 C -0.2920 0.2301 0.6021 0.062 Uani 1 1 d . . .
H11 H -0.3097 0.1793 0.6093 0.074 Uiso 1 1 calc . . .
C19 C 0.3844 -0.1723 0.2769 0.086 Uani 1 1 d . . .
H80 H 0.4259 -0.2120 0.2609 0.103 Uiso 1 1 calc . . .
C20 C 0.5827 0.2180 0.1558 0.069 Uani 1 1 d . . .
H6A H 0.5649 0.1669 0.1605 0.083 Uiso 1 1 calc . . .
C21 C 0.3956 -0.1141 0.2651 0.056 Uani 1 1 d . . .
H8A H 0.4446 -0.0994 0.2329 0.067 Uiso 1 1 calc . . .
N8 N 0.5762 0.3387 0.1625 0.069 Uani 1 1 d . . .
H4A H 0.5433 0.3800 0.1724 0.083 Uiso 1 1 calc . . .
C22 C 0.6496 0.3430 0.1312 0.069 Uani 1 1 d . . .
H6B H 0.6899 0.3846 0.1179 0.083 Uiso 1 1 calc . . .
N7X N 0.6620 0.2483 0.1165 0.069 Uani 1 1 d . . .
C23 C -0.3295 0.4403 0.6198 0.096 Uani 1 1 d . . .
H1 H -0.2811 0.4777 0.6030 0.115 Uiso 1 1 calc . . .
H2 H -0.3259 0.4442 0.6724 0.115 Uiso 1 1 calc . . .
H3 H -0.4052 0.4489 0.5965 0.115 Uiso 1 1 calc . . .
O18 O 0.5804 -0.0339 0.6086 0.093 Uani 1 1 d . . .
O19 O -0.2018 -0.0176 0.0932 0.103 Uani 1 1 d . . .
C24 C 0.7382 0.1983 0.0724 0.095 Uani 1 1 d . . .
H50 H 0.8010 0.1792 0.1058 0.114 Uiso 1 1 calc . . .
H51 H 0.7647 0.2289 0.0351 0.114 Uiso 1 1 calc . . .
H12 H 0.6952 0.1564 0.0495 0.114 Uiso 1 1 calc . . .
N2X N -0.2943 0.3656 0.6011 0.062 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
Tm1 O9 2.299(6) . ?
Tm1 O2 2.308(5) . ?
Tm1 O10 2.322(6) . ?
Tm1 O1 2.330(4) . ?
Tm1 O7 2.339(5) . ?
Tm1 O4 2.340(6) . ?
Tm1 O3 2.353(5) . ?
Tm1 O5 2.375(5) . ?
O1 C5 1.301(8) . ?
O2 C2 1.310(10) . ?
O3 C7 1.203(9) . ?
O4 C4 1.251(9) . ?
O5 C3 1.161(10) . ?
O6 C1 1.347(10) . ?
O7 C1 1.391(8) . ?
O8 C3 1.123(14) . ?
O9 C8 1.276(10) . ?
O10 C6 1.235(11) . ?
O11 C4 1.213(10) . ?
C1 C5 1.436(10) . ?
C2 O14 1.285(10) . ?
C2 C8 1.532(10) . ?
O12 C5 1.229(7) . ?
C3 C4 1.677(11) . ?
C6 O17 1.221(11) . ?
C6 C7 1.568(10) . ?
C7 O15 1.206(7) . ?
C8 O16 1.216(9) . ?
N1 C12 1.296(7) . ?
N1 C18 1.370(6) . ?
N4X C21 1.271(6) . ?
N4X C9 1.290(13) . ?
C9 N3 1.309(7) . ?
C9 C21 1.955(12) . ?
C9 C19 2.027(10) . ?
C10 N2X 1.309(8) . ?
C10 C18 1.589(7) . ?
C11 N3 1.521(9) 3_455 ?
C12 N2X 1.3711 . ?
N3 C19 1.4112 . ?
N3 C11 1.521(9) 3_545 ?
N6X C13 1.3288 . ?
N6X C17 1.3639 . ?
N5 C17 1.3127 . ?
N5 C14 1.3639 . ?
N5 C16 1.5605 . ?
C13 C14 1.5417 . ?
C15 C20 1.2815 . ?
C15 N8 1.2856 . ?
C19 C21 1.0582 . ?
C20 N7X 1.3851 . ?
N8 C22 1.1254 . ?
C22 N7X 1.6953 . ?
N7X C24 1.5769 . ?
C23 N2X 1.4364 . ?

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
O9 Tm1 O2 68.88(19) . . ?
O9 Tm1 O10 149.24(13) . . ?
O2 Tm1 O10 141.8(2) . . ?
O9 Tm1 O1 76.5(2) . . ?
O2 Tm1 O1 134.6(2) . . ?
O10 Tm1 O1 76.1(2) . . ?
O9 Tm1 O7 83.6(2) . . ?
O2 Tm1 O7 76.94(19) . . ?
O10 Tm1 O7 100.2(2) . . ?
O1 Tm1 O7 70.81(14) . . ?
O9 Tm1 O4 79.9(2) . . ?
O2 Tm1 O4 126.4(2) . . ?
O10 Tm1 O4 78.7(2) . . ?
O1 Tm1 O4 72.46(11) . . ?
O7 Tm1 O4 142.31(18) . . ?
O9 Tm1 O3 141.03(18) . . ?
O2 Tm1 O3 74.03(10) . . ?
O10 Tm1 O3 68.4(2) . . ?
O1 Tm1 O3 125.9(2) . . ?
O7 Tm1 O3 76.71(18) . . ?
O4 Tm1 O3 134.0(2) . . ?
O9 Tm1 O5 103.9(2) . . ?
O2 Tm1 O5 80.89(19) . . ?
O10 Tm1 O5 87.0(2) . . ?
O1 Tm1 O5 136.83(14) . . ?
O7 Tm1 O5 152.18(13) . . ?
O4 Tm1 O5 65.34(18) . . ?
O3 Tm1 O5 81.20(18) . . ?
C5 O1 Tm1 119.0(4) . . ?
C2 O2 Tm1 117.9(4) . . ?
C7 O3 Tm1 120.2(4) . . ?
C4 O4 Tm1 122.4(5) . . ?
C3 O5 Tm1 128.9(5) . . ?
C1 O7 Tm1 112.7(4) . . ?
C8 O9 Tm1 119.1(5) . . ?
C6 O10 Tm1 119.1(5) . . ?
O6 C1 O7 114.1(6) . . ?
O6 C1 C5 124.4(6) . . ?
O7 C1 C5 120.9(5) . . ?
O14 C2 O2 124.6(7) . . ?
O14 C2 C8 120.4(7) . . ?
O2 C2 C8 115.0(7) . . ?
O8 C3 O5 140.3(10) . . ?
O8 C3 C4 111.7(9) . . ?
O5 C3 C4 107.3(6) . . ?
O11 C4 O4 126.3(7) . . ?
O11 C4 C3 119.0(7) . . ?
O4 C4 C3 114.4(7) . . ?
O12 C5 O1 121.9(6) . . ?
O12 C5 C1 122.7(6) . . ?
O1 C5 C1 114.8(5) . . ?
O17 C6 O10 124.7(8) . . ?
O17 C6 C7 118.5(7) . . ?
O10 C6 C7 116.8(6) . . ?
O3 C7 O15 126.1(6) . . ?
O3 C7 C6 114.5(5) . . ?
O15 C7 C6 119.0(6) . . ?
O16 C8 O9 126.6(7) . . ?
O16 C8 C2 119.4(7) . . ?
O9 C8 C2 113.9(6) . . ?
C12 N1 C18 116.9(3) . . ?
C21 N4X C9 99.5(5) . . ?
N4X C9 N3 114.3(8) . . ?
N4X C9 C21 39.9(4) . . ?
N3 C9 C21 74.4(5) . . ?
N4X C9 C19 70.6(5) . . ?
N3 C9 C19 43.8(3) . . ?
C21 C9 C19 30.75(17) . . ?
N2X C10 C18 110.0(4) . . ?
N1 C12 N2X 109.7(2) . . ?
C9 N3 C19 96.3(5) . . ?
C9 N3 C11 132.0(6) . 3_545 ?
C19 N3 C11 131.8(3) . 3_545 ?
C13 N6X C17 114.1 . . ?
C17 N5 C14 119.4 . . ?
C17 N5 C16 130.7 . . ?
C14 N5 C16 108.4 . . ?
N6X C13 C14 105.5 . . ?
N5 C14 C13 97.9 . . ?
C20 C15 N8 111.7 . . ?
N5 C17 N6X 102.3 . . ?
N1 C18 C10 95.7(3) . . ?
C21 C19 N3 110.6 . . ?
C21 C19 C9 70.9(3) . . ?
N3 C19 C9 39.9(3) . . ?
C15 C20 N7X 105.5 . . ?
C19 C21 N4X 118.9(3) . . ?
C19 C21 C9 78.4(2) . . ?
N4X C21 C9 40.6(4) . . ?
C22 N8 C15 123.6 . . ?
N8 C22 N7X 96.3 . . ?
C20 N7X C24 123.5 . . ?
C20 N7X C22 102.1 . . ?
C24 N7X C22 134.4 . . ?
C10 N2X C12 107.4(3) . . ?
C10 N2X C23 117.4(3) . . ?
C12 N2X C23 135.1 . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        43.57
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         2.997
_refine_diff_density_min         -1.645
_refine_diff_density_rms         0.201



####################################################################### 
# 
# 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_ybb1070
_database_code_depnum_ccdc_archive 'CCDC 1554324'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Smetana'
;Stockholm University
Sweden
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2020-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H48 N4 O19 Yb'
_chemical_formula_weight         905.73

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;


# start Validation Reply Form
_vrf_PLAT430_ybb1070             
;
PROBLEM: Short Inter D...A Contact
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT306_ybb1070             
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?)
RESPONSE: Due to solvent H2O molecules
;
# end Validation Reply Form

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.61220(10)
_cell_length_b                   12.8415(2)
_cell_length_c                   14.4646(2)
_cell_angle_alpha                64.1820(10)
_cell_angle_beta                 80.6390(10)
_cell_angle_gamma                75.3080(10)
_cell_volume                     1874.77(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    72004
_cell_measurement_theta_min      1.567
_cell_measurement_theta_max      46.828

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.575
_shelx_estimated_absorpt_T_min   0.783
_shelx_estimated_absorpt_T_max   0.783
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.11
_exptl_absorpt_correction_T_max  0.17
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72004
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.567
_diffrn_reflns_theta_max         46.828
_diffrn_reflns_theta_full        25.250
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.852
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.852
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             28918
_reflns_number_gt                20604
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         28918
_refine_ls_number_parameters     410
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.2008
_refine_ls_wR_factor_gt          0.1597
_refine_ls_goodness_of_fit_ref   0.748
_refine_ls_restrained_S_all      0.749
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0326(2) -0.0651(2) 0.51429(18) 0.0224(3) Uani 1 1 d . . . . .
C2 C 0.4388(3) 0.0509(3) 0.2086(2) 0.0303(5) Uani 1 1 d . . . . .
C3 C 0.4387(2) -0.0730(2) 0.2985(2) 0.0279(4) Uani 1 1 d . . . . .
C4 C 0.2255(3) 0.2693(2) 0.4103(2) 0.0301(4) Uani 1 1 d . . . . .
C5 C 0.2484(4) 0.1500(3) 0.5070(3) 0.0366(6) Uani 1 1 d . . . . .
C6 C 0.0944(3) 0.0505(4) 0.1609(3) 0.0365(6) Uani 1 1 d . . . . .
C7 C 0.0680(3) 0.1865(4) 0.1278(2) 0.0380(6) Uani 1 1 d . . . . .
O5 O 0.1219(2) -0.08302(18) 0.45787(19) 0.0294(4) Uani 1 1 d . . . . .
O6 O 0.00953(18) 0.14130(16) 0.40818(16) 0.0287(3) Uani 1 1 d . . . . .
O7 O 0.3535(2) -0.0789(2) 0.36538(18) 0.0342(4) Uani 1 1 d . . . . .
O8 O 0.3509(2) 0.1313(2) 0.21355(19) 0.0360(5) Uani 1 1 d . . . . .
O9 O 0.5218(3) 0.0622(3) 0.1413(2) 0.0438(6) Uani 1 1 d . . . . .
O10 O 0.5222(2) -0.1560(2) 0.2983(2) 0.0411(6) Uani 1 1 d . . . . .
O11 O 0.1461(3) -0.0102(2) 0.2444(2) 0.0377(5) Uani 1 1 d . . . . .
O12 O 0.0958(2) 0.2187(2) 0.19152(19) 0.0372(5) Uani 1 1 d . . . . .
O13 O 0.0652(4) 0.0121(4) 0.1040(3) 0.0570(9) Uani 1 1 d . . . . .
O14 O 0.0226(4) 0.2514(4) 0.0449(2) 0.0556(8) Uani 1 1 d . . . . .
O15 O 0.2097(2) 0.25891(18) 0.32951(16) 0.0294(3) Uani 1 1 d . . . . .
O16 O 0.2560(2) 0.05822(19) 0.48875(17) 0.0318(4) Uani 1 1 d . . . . .
O17 O 0.2254(3) 0.3614(2) 0.4175(2) 0.0438(6) Uani 1 1 d . . . . .
O18 O 0.2595(5) 0.1483(4) 0.5896(3) 0.0742(14) Uani 1 1 d . . . . .
Yb1 Yb 0.19532(2) 0.08184(2) 0.33428(2) 0.02310(4) Uani 1 1 d . . . . .
C13 C 0.1930(5) 0.0733(5) -0.1563(5) 0.076(3) Uani 1 1 d . . . . .
H13A H 0.1243 0.1262 -0.1958 0.113 Uiso 1 1 calc R U . . .
H13B H 0.1662 0.0324 -0.0842 0.113 Uiso 1 1 calc R U . . .
H13C H 0.2308 0.0150 -0.1845 0.113 Uiso 1 1 calc R U . . .
C17 C 0.3174(8) 0.1213(7) -0.0652(8) 0.0993(15) Uani 1 1 d . . . . .
H17A H 0.2499 0.1171 -0.0131 0.119 Uiso 1 1 calc R U . . .
H17B H 0.3782 0.0472 -0.0388 0.119 Uiso 1 1 calc R U . . .
C18 C 0.2266(8) 0.2715(7) -0.2159(8) 0.0993(15) Uani 1 1 d . . . . .
H18A H 0.2364 0.2992 -0.2917 0.119 Uiso 1 1 calc R U . . .
H18B H 0.1410 0.2908 -0.1955 0.119 Uiso 1 1 calc R U . . .
C24 C 0.3677(8) 0.2221(7) -0.0892(8) 0.0993(15) Uani 1 1 d . . . . .
H24A H 0.4538 0.2060 -0.1095 0.119 Uiso 1 1 calc R U . . .
H24B H 0.3581 0.2414 -0.0288 0.119 Uiso 1 1 calc R U . . .
C25 C 0.2998(8) 0.3251(7) -0.1789(7) 0.0993(15) Uani 1 1 d . . . . .
H25A H 0.2478 0.3840 -0.1553 0.119 Uiso 1 1 calc R U . . .
H25B H 0.3563 0.3647 -0.2347 0.119 Uiso 1 1 calc R U . . .
N4 N 0.2771(4) 0.1407(4) -0.1626(3) 0.0576(11) Uani 1 1 d . . . . .
H4 H 0.3487 0.1208 -0.2052 0.069 Uiso 1 1 calc R U . . .
C8 C 0.2422(6) -0.3429(7) 0.4458(5) 0.0722(8) Uani 1 1 d . . . . .
H8A H 0.2809 -0.3060 0.4765 0.087 Uiso 1 1 calc R U . . .
H8B H 0.2980 -0.4148 0.4445 0.087 Uiso 1 1 calc R U . . .
C11 C 0.2975(5) -0.2678(6) 0.2580(4) 0.0623(13) Uani 1 1 d . . . . .
H11A H 0.2612 -0.2305 0.1915 0.093 Uiso 1 1 calc R U . . .
H11B H 0.3314 -0.3514 0.2741 0.093 Uiso 1 1 calc R U . . .
H11C H 0.3608 -0.2280 0.2547 0.093 Uiso 1 1 calc R U . . .
C16 C 0.1239(7) -0.3724(8) 0.5060(5) 0.0722(8) Uani 1 1 d . . . . .
H16A H 0.0877 -0.3174 0.5389 0.087 Uiso 1 1 calc R U . . .
H16B H 0.1368 -0.4543 0.5598 0.087 Uiso 1 1 calc R U . . .
C21 C 0.0798(6) -0.2646(7) 0.3337(5) 0.0722(8) Uani 1 1 d . . . . .
H21A H 0.0256 -0.1885 0.3262 0.087 Uiso 1 1 calc R U . . .
H21B H 0.0750 -0.2783 0.2723 0.087 Uiso 1 1 calc R U . . .
C23 C 0.0424(6) -0.3578(7) 0.4235(4) 0.0722(8) Uani 1 1 d . . . . .
H23A H 0.0558 -0.4313 0.4131 0.087 Uiso 1 1 calc R U . . .
H23B H -0.0429 -0.3356 0.4432 0.087 Uiso 1 1 calc R U . . .
N1 N 0.2048(3) -0.2578(3) 0.3399(3) 0.0484(8) Uani 1 1 d . . . . .
H1 H 0.1991 -0.1774 0.3371 0.058 Uiso 1 1 calc R U . . .
C19 C 0.0412(6) 0.5042(5) 0.1687(6) 0.086(2) Uani 1 1 d . . . . .
H19A H 0.0237 0.4731 0.2433 0.129 Uiso 1 1 calc R U . . .
H19B H -0.0138 0.4843 0.1371 0.129 Uiso 1 1 calc R U . . .
H19C H 0.0313 0.5904 0.1405 0.129 Uiso 1 1 calc R U . . .
C20 C 0.1791(10) 0.4631(10) 0.0425(9) 0.130(3) Uani 1 1 d D . . . .
H20A H 0.1394 0.5411 -0.0074 0.156 Uiso 1 1 calc R U . . .
H20B H 0.1543 0.3990 0.0350 0.156 Uiso 1 1 calc R U . . .
C22 C 0.2486(8) 0.5073(6) 0.1609(6) 0.086(3) Uani 1 1 d . . . . .
H22A H 0.2523 0.4859 0.2350 0.104 Uiso 1 1 calc R U . . .
H22B H 0.2252 0.5944 0.1253 0.104 Uiso 1 1 calc R U . . .
C26 C 0.3247(10) 0.4475(10) 0.0352(9) 0.130(3) Uani 1 1 d D . . . .
H26A H 0.3606 0.3678 0.0375 0.156 Uiso 1 1 calc R U . . .
H26B H 0.3480 0.5055 -0.0331 0.156 Uiso 1 1 calc R U . . .
C27 C 0.3799(12) 0.4612(10) 0.1137(9) 0.130(3) Uani 1 1 d D . . . .
H27A H 0.4300 0.5215 0.0838 0.156 Uiso 1 1 calc R U . . .
H27B H 0.4244 0.3857 0.1631 0.156 Uiso 1 1 calc R U . . .
N3 N 0.1612(4) 0.4533(3) 0.1469(3) 0.0448(7) Uani 1 1 d . . . . .
H3 H 0.1774 0.3675 0.1944 0.054 Uiso 1 1 calc R U . . .
C9 C 0.3307(4) -0.1428(5) 0.7361(3) 0.0505(10) Uani 1 1 d . . . . .
H9A H 0.3287 -0.0606 0.7248 0.061 Uiso 1 1 calc R U . . .
H9B H 0.3924 -0.1973 0.7848 0.061 Uiso 1 1 calc R U . . .
C10 C 0.2912(5) -0.2594(4) 0.6551(4) 0.0572(12) Uani 1 1 d . . . . .
H10A H 0.2398 -0.2367 0.5982 0.069 Uiso 1 1 calc R U . . .
H10B H 0.3518 -0.3312 0.6599 0.069 Uiso 1 1 calc R U . . .
C12 C 0.2196(6) -0.2803(6) 0.7529(5) 0.0736(18) Uani 1 1 d . . . . .
H12A H 0.2591 -0.3526 0.8090 0.088 Uiso 1 1 calc R U . . .
H12B H 0.1395 -0.2900 0.7471 0.088 Uiso 1 1 calc R U . . .
C14 C 0.2097(5) -0.1748(6) 0.7741(5) 0.0666(15) Uani 1 1 d . . . . .
H14A H 0.1942 -0.1942 0.8485 0.080 Uiso 1 1 calc R U . . .
H14B H 0.1453 -0.1094 0.7360 0.080 Uiso 1 1 calc R U . . .
C15 C 0.4791(4) -0.1743(5) 0.6003(3) 0.0503(6) Uani 1 1 d . . . . .
H15A H 0.4849 -0.1649 0.5289 0.075 Uiso 1 1 calc R U . . .
H15B H 0.5206 -0.2540 0.6435 0.075 Uiso 1 1 calc R U . . .
H15C H 0.5160 -0.1157 0.6042 0.075 Uiso 1 1 calc R U . . .
N2 N 0.3520(3) -0.1566(4) 0.6372(3) 0.0503(6) Uani 1 1 d . . . . .
H2 H 0.3084 -0.0828 0.5836 0.060 Uiso 1 1 calc R U . . .
O4W O 0.6192(4) 0.2511(4) -0.0124(4) 0.0767(14) Uani 1 1 d . . . . .
O1W O 0.6047(3) -0.3617(3) 0.4635(3) 0.0538(8) Uani 1 1 d . . . . .
O5W O 0.1273(3) -0.1853(3) 0.0514(2) 0.0478(6) Uani 1 1 d . . . . .
O3W O 0.5401(4) 0.4993(4) 0.3780(3) 0.0664(10) Uani 1 1 d . . . . .
O2W O 0.5163(10) 0.5345(12) 0.1789(12) 0.233(6) 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
C1 O5 1.250(3) . ?
C1 O6 1.250(3) 2_556 ?
C1 C1 1.548(4) 2_556 ?
C1 Yb1 3.137(2) . ?
C1 Yb1 3.137(2) 2_556 ?
C2 O9 1.241(3) . ?
C2 O8 1.273(4) . ?
C2 C3 1.556(4) . ?
C2 Yb1 3.138(3) . ?
C3 O10 1.246(3) . ?
C3 O7 1.259(3) . ?
C3 Yb1 3.127(2) . ?
C4 O17 1.232(4) . ?
C4 O15 1.279(4) . ?
C4 C5 1.555(4) . ?
C4 Yb1 3.160(3) . ?
C5 O18 1.213(5) . ?
C5 O16 1.295(4) . ?
C5 Yb1 3.173(3) . ?
C6 O13 1.250(5) . ?
C6 O11 1.267(5) . ?
C6 C7 1.556(6) . ?
C6 Yb1 3.146(3) . ?
C7 O14 1.234(4) . ?
C7 O12 1.273(4) . ?
C7 Yb1 3.138(3) . ?
O5 Yb1 2.351(2) . ?
O6 C1 1.250(3) 2_556 ?
O6 Yb1 2.3463(18) . ?
O7 Yb1 2.318(2) . ?
O8 Yb1 2.303(2) . ?
O11 Yb1 2.310(2) . ?
O12 Yb1 2.296(2) . ?
O15 Yb1 2.292(2) . ?
O16 Yb1 2.323(2) . ?
Yb1 C1 3.137(2) 2_556 ?
C13 N4 1.429(7) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C17 C24 1.436(12) . ?
C17 N4 1.455(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C25 1.500(14) . ?
C18 N4 1.510(9) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C24 C25 1.537(13) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
N4 H4 1.0000 . ?
C8 N1 1.500(7) . ?
C8 C16 1.542(10) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C11 N1 1.492(7) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C16 C23 1.560(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C21 C23 1.426(9) . ?
C21 N1 1.495(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
N1 H1 1.0000 . ?
C19 N3 1.430(7) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 N3 1.443(12) . ?
C20 C26 1.643(13) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C22 N3 1.449(7) . ?
C22 C27 1.642(14) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C26 C27 1.483(13) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
N3 H3 1.0000 . ?
C9 N2 1.491(5) . ?
C9 C14 1.513(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C12 1.472(9) . ?
C10 N2 1.557(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 C14 1.488(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N2 1.481(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N2 H2 1.0000 . ?

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
O5 C1 O6 126.8(2) . 2_556 ?
O5 C1 C1 116.7(2) . 2_556 ?
O6 C1 C1 116.4(2) 2_556 2_556 ?
O5 C1 Yb1 41.49(12) . . ?
O6 C1 Yb1 166.34(17) 2_556 . ?
C1 C1 Yb1 75.73(16) 2_556 . ?
O5 C1 Yb1 166.19(17) . 2_556 ?
O6 C1 Yb1 41.24(11) 2_556 2_556 ?
C1 C1 Yb1 75.71(16) 2_556 2_556 ?
Yb1 C1 Yb1 151.44(8) . 2_556 ?
O9 C2 O8 126.9(3) . . ?
O9 C2 C3 118.7(3) . . ?
O8 C2 C3 114.4(2) . . ?
O9 C2 Yb1 165.2(3) . . ?
O8 C2 Yb1 39.57(13) . . ?
C3 C2 Yb1 75.26(13) . . ?
O10 C3 O7 126.3(3) . . ?
O10 C3 C2 117.8(2) . . ?
O7 C3 C2 115.9(2) . . ?
O10 C3 Yb1 165.2(2) . . ?
O7 C3 Yb1 40.45(13) . . ?
C2 C3 Yb1 75.99(14) . . ?
O17 C4 O15 126.9(3) . . ?
O17 C4 C5 119.1(3) . . ?
O15 C4 C5 114.0(2) . . ?
O17 C4 Yb1 164.3(2) . . ?
O15 C4 Yb1 38.04(13) . . ?
C5 C4 Yb1 76.23(16) . . ?
O18 C5 O16 125.7(3) . . ?
O18 C5 C4 120.5(3) . . ?
O16 C5 C4 113.8(3) . . ?
O18 C5 Yb1 162.7(3) . . ?
O16 C5 Yb1 39.42(15) . . ?
C4 C5 Yb1 75.33(16) . . ?
O13 C6 O11 126.8(4) . . ?
O13 C6 C7 118.6(4) . . ?
O11 C6 C7 114.7(3) . . ?
O13 C6 Yb1 166.0(4) . . ?
O11 C6 Yb1 39.31(17) . . ?
C7 C6 Yb1 75.36(17) . . ?
O14 C7 O12 126.8(4) . . ?
O14 C7 C6 118.2(4) . . ?
O12 C7 C6 115.0(3) . . ?
O14 C7 Yb1 165.4(3) . . ?
O12 C7 Yb1 39.19(16) . . ?
C6 C7 Yb1 75.97(17) . . ?
C1 O5 Yb1 117.89(16) . . ?
C1 O6 Yb1 118.20(15) 2_556 . ?
C3 O7 Yb1 118.93(18) . . ?
C2 O8 Yb1 119.82(18) . . ?
C6 O11 Yb1 120.4(2) . . ?
C7 O12 Yb1 120.3(2) . . ?
C4 O15 Yb1 121.85(18) . . ?
C5 O16 Yb1 119.9(2) . . ?
O15 Yb1 O12 76.69(9) . . ?
O15 Yb1 O8 77.75(8) . . ?
O12 Yb1 O8 78.36(9) . . ?
O15 Yb1 O11 145.29(9) . . ?
O12 Yb1 O11 69.41(10) . . ?
O8 Yb1 O11 88.15(10) . . ?
O15 Yb1 O7 123.69(9) . . ?
O12 Yb1 O7 134.88(9) . . ?
O8 Yb1 O7 69.44(8) . . ?
O11 Yb1 O7 78.58(10) . . ?
O15 Yb1 O16 68.61(7) . . ?
O12 Yb1 O16 142.52(9) . . ?
O8 Yb1 O16 106.75(10) . . ?
O11 Yb1 O16 146.07(9) . . ?
O7 Yb1 O16 78.58(9) . . ?
O15 Yb1 O6 77.33(8) . . ?
O12 Yb1 O6 78.24(8) . . ?
O8 Yb1 O6 149.03(7) . . ?
O11 Yb1 O6 102.23(9) . . ?
O7 Yb1 O6 140.92(7) . . ?
O16 Yb1 O6 80.71(8) . . ?
O15 Yb1 O5 134.37(8) . . ?
O12 Yb1 O5 123.29(10) . . ?
O8 Yb1 O5 141.57(8) . . ?
O11 Yb1 O5 73.75(9) . . ?
O7 Yb1 O5 73.82(7) . . ?
O16 Yb1 O5 75.99(9) . . ?
O6 Yb1 O5 69.19(7) . . ?
O15 Yb1 C3 114.46(8) . . ?
O12 Yb1 C3 117.44(8) . . ?
O8 Yb1 C3 49.23(8) . . ?
O11 Yb1 C3 76.46(9) . . ?
O7 Yb1 C3 20.62(7) . . ?
O16 Yb1 C3 90.27(8) . . ?
O6 Yb1 C3 161.50(7) . . ?
O5 Yb1 C3 93.04(7) . . ?
O15 Yb1 C1 116.67(7) . . ?
O12 Yb1 C1 114.28(8) . . ?
O8 Yb1 C1 161.99(7) . . ?
O11 Yb1 C1 84.85(8) . . ?
O7 Yb1 C1 92.88(7) . . ?
O16 Yb1 C1 71.61(7) . . ?
O6 Yb1 C1 48.97(6) . . ?
O5 Yb1 C1 20.62(6) . . ?
C3 Yb1 C1 112.85(6) . . ?
O15 Yb1 C1 92.81(7) . 2_556 ?
O12 Yb1 C1 94.87(8) . 2_556 ?
O8 Yb1 C1 169.39(7) . 2_556 ?
O11 Yb1 C1 97.18(8) . 2_556 ?
O7 Yb1 C1 120.55(7) . 2_556 ?
O16 Yb1 C1 73.65(8) . 2_556 ?
O6 Yb1 C1 20.57(6) . 2_556 ?
O5 Yb1 C1 49.04(6) . 2_556 ?
C3 Yb1 C1 141.00(6) . 2_556 ?
C1 Yb1 C1 28.57(8) . 2_556 ?
O15 Yb1 C2 94.49(8) . . ?
O12 Yb1 C2 93.81(9) . . ?
O8 Yb1 C2 20.62(8) . . ?
O11 Yb1 C2 80.80(9) . . ?
O7 Yb1 C2 49.22(8) . . ?
O16 Yb1 C2 102.40(9) . . ?
O6 Yb1 C2 169.64(7) . . ?
O5 Yb1 C2 121.09(7) . . ?
C3 Yb1 C2 28.75(8) . . ?
C1 Yb1 C2 141.38(6) . . ?
C1 Yb1 C2 169.75(8) 2_556 . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C24 C17 N4 104.4(8) . . ?
C24 C17 H17A 110.9 . . ?
N4 C17 H17A 110.9 . . ?
C24 C17 H17B 110.9 . . ?
N4 C17 H17B 110.9 . . ?
H17A C17 H17B 108.9 . . ?
C25 C18 N4 102.9(8) . . ?
C25 C18 H18A 111.2 . . ?
N4 C18 H18A 111.2 . . ?
C25 C18 H18B 111.2 . . ?
N4 C18 H18B 111.2 . . ?
H18A C18 H18B 109.1 . . ?
C17 C24 C25 106.5(9) . . ?
C17 C24 H24A 110.4 . . ?
C25 C24 H24A 110.4 . . ?
C17 C24 H24B 110.4 . . ?
C25 C24 H24B 110.4 . . ?
H24A C24 H24B 108.6 . . ?
C18 C25 C24 106.0(7) . . ?
C18 C25 H25A 110.5 . . ?
C24 C25 H25A 110.5 . . ?
C18 C25 H25B 110.5 . . ?
C24 C25 H25B 110.5 . . ?
H25A C25 H25B 108.7 . . ?
C13 N4 C17 116.0(5) . . ?
C13 N4 C18 110.9(6) . . ?
C17 N4 C18 106.4(6) . . ?
C13 N4 H4 107.7 . . ?
C17 N4 H4 107.7 . . ?
C18 N4 H4 107.7 . . ?
N1 C8 C16 103.5(5) . . ?
N1 C8 H8A 111.1 . . ?
C16 C8 H8A 111.1 . . ?
N1 C8 H8B 111.1 . . ?
C16 C8 H8B 111.1 . . ?
H8A C8 H8B 109.0 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C16 C23 104.9(5) . . ?
C8 C16 H16A 110.8 . . ?
C23 C16 H16A 110.8 . . ?
C8 C16 H16B 110.8 . . ?
C23 C16 H16B 110.8 . . ?
H16A C16 H16B 108.8 . . ?
C23 C21 N1 111.0(5) . . ?
C23 C21 H21A 109.4 . . ?
N1 C21 H21A 109.4 . . ?
C23 C21 H21B 109.4 . . ?
N1 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
C21 C23 C16 102.6(6) . . ?
C21 C23 H23A 111.2 . . ?
C16 C23 H23A 111.2 . . ?
C21 C23 H23B 111.2 . . ?
C16 C23 H23B 111.2 . . ?
H23A C23 H23B 109.2 . . ?
C11 N1 C21 119.8(4) . . ?
C11 N1 C8 112.5(4) . . ?
C21 N1 C8 107.2(4) . . ?
C11 N1 H1 105.4 . . ?
C21 N1 H1 105.4 . . ?
C8 N1 H1 105.4 . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 C26 95.7(9) . . ?
N3 C20 H20A 112.6 . . ?
C26 C20 H20A 112.6 . . ?
N3 C20 H20B 112.6 . . ?
C26 C20 H20B 112.6 . . ?
H20A C20 H20B 110.1 . . ?
N3 C22 C27 109.5(7) . . ?
N3 C22 H22A 109.8 . . ?
C27 C22 H22A 109.8 . . ?
N3 C22 H22B 109.8 . . ?
C27 C22 H22B 109.8 . . ?
H22A C22 H22B 108.2 . . ?
C27 C26 C20 118.6(11) . . ?
C27 C26 H26A 107.7 . . ?
C20 C26 H26A 107.7 . . ?
C27 C26 H26B 107.7 . . ?
C20 C26 H26B 107.7 . . ?
H26A C26 H26B 107.1 . . ?
C26 C27 C22 91.5(9) . . ?
C26 C27 H27A 113.4 . . ?
C22 C27 H27A 113.4 . . ?
C26 C27 H27B 113.4 . . ?
C22 C27 H27B 113.4 . . ?
H27A C27 H27B 110.7 . . ?
C19 N3 C20 111.4(6) . . ?
C19 N3 C22 113.2(6) . . ?
C20 N3 C22 107.4(7) . . ?
C19 N3 H3 108.2 . . ?
C20 N3 H3 108.2 . . ?
C22 N3 H3 108.2 . . ?
N2 C9 C14 101.8(4) . . ?
N2 C9 H9A 111.4 . . ?
C14 C9 H9A 111.4 . . ?
N2 C9 H9B 111.4 . . ?
C14 C9 H9B 111.4 . . ?
H9A C9 H9B 109.3 . . ?
C12 C10 N2 105.0(4) . . ?
C12 C10 H10A 110.8 . . ?
N2 C10 H10A 110.8 . . ?
C12 C10 H10B 110.8 . . ?
N2 C10 H10B 110.8 . . ?
H10A C10 H10B 108.8 . . ?
C10 C12 C14 106.4(5) . . ?
C10 C12 H12A 110.4 . . ?
C14 C12 H12A 110.4 . . ?
C10 C12 H12B 110.4 . . ?
C14 C12 H12B 110.4 . . ?
H12A C12 H12B 108.6 . . ?
C12 C14 C9 103.1(5) . . ?
C12 C14 H14A 111.1 . . ?
C9 C14 H14A 111.1 . . ?
C12 C14 H14B 111.1 . . ?
C9 C14 H14B 111.1 . . ?
H14A C14 H14B 109.1 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C15 N2 C9 114.2(4) . . ?
C15 N2 C10 113.7(4) . . ?
C9 N2 C10 105.4(4) . . ?
C15 N2 H2 107.7 . . ?
C9 N2 H2 107.7 . . ?
C10 N2 H2 107.7 . . ?

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
O9 C2 C3 O10 -0.5(5) . . . . ?
O8 C2 C3 O10 179.8(3) . . . . ?
Yb1 C2 C3 O10 174.0(3) . . . . ?
O9 C2 C3 O7 178.9(3) . . . . ?
O8 C2 C3 O7 -0.7(4) . . . . ?
Yb1 C2 C3 O7 -6.5(2) . . . . ?
O9 C2 C3 Yb1 -174.6(3) . . . . ?
O8 C2 C3 Yb1 5.8(2) . . . . ?
O17 C4 C5 O18 4.0(6) . . . . ?
O15 C4 C5 O18 -176.7(4) . . . . ?
Yb1 C4 C5 O18 -172.5(5) . . . . ?
O17 C4 C5 O16 -174.8(3) . . . . ?
O15 C4 C5 O16 4.5(4) . . . . ?
Yb1 C4 C5 O16 8.7(3) . . . . ?
O17 C4 C5 Yb1 176.5(3) . . . . ?
O15 C4 C5 Yb1 -4.3(2) . . . . ?
O13 C6 C7 O14 -2.2(5) . . . . ?
O11 C6 C7 O14 176.8(4) . . . . ?
Yb1 C6 C7 O14 176.5(3) . . . . ?
O13 C6 C7 O12 177.3(3) . . . . ?
O11 C6 C7 O12 -3.7(4) . . . . ?
Yb1 C6 C7 O12 -4.0(2) . . . . ?
O13 C6 C7 Yb1 -178.7(3) . . . . ?
O11 C6 C7 Yb1 0.3(2) . . . . ?
O6 C1 O5 Yb1 -170.3(2) 2_556 . . . ?
C1 C1 O5 Yb1 9.4(4) 2_556 . . . ?
Yb1 C1 O5 Yb1 162.5(7) 2_556 . . . ?
O10 C3 O7 Yb1 -170.8(3) . . . . ?
C2 C3 O7 Yb1 9.8(4) . . . . ?
O9 C2 O8 Yb1 171.6(3) . . . . ?
C3 C2 O8 Yb1 -8.9(4) . . . . ?
O13 C6 O11 Yb1 178.4(3) . . . . ?
C7 C6 O11 Yb1 -0.5(4) . . . . ?
O14 C7 O12 Yb1 -174.4(3) . . . . ?
C6 C7 O12 Yb1 6.2(4) . . . . ?
O17 C4 O15 Yb1 -174.1(3) . . . . ?
C5 C4 O15 Yb1 6.7(4) . . . . ?
O18 C5 O16 Yb1 167.9(4) . . . . ?
C4 C5 O16 Yb1 -13.4(4) . . . . ?
N4 C17 C24 C25 29.7(8) . . . . ?
N4 C18 C25 C24 -12.2(8) . . . . ?
C17 C24 C25 C18 -10.4(9) . . . . ?
C24 C17 N4 C13 -162.3(5) . . . . ?
C24 C17 N4 C18 -38.4(7) . . . . ?
C25 C18 N4 C13 158.0(6) . . . . ?
C25 C18 N4 C17 31.0(7) . . . . ?
N1 C8 C16 C23 28.7(8) . . . . ?
N1 C21 C23 C16 24.7(8) . . . . ?
C8 C16 C23 C21 -32.8(8) . . . . ?
C23 C21 N1 C11 122.6(6) . . . . ?
C23 C21 N1 C8 -7.0(8) . . . . ?
C16 C8 N1 C11 -147.9(5) . . . . ?
C16 C8 N1 C21 -14.2(8) . . . . ?
N3 C20 C26 C27 -15.4(12) . . . . ?
C20 C26 C27 C22 -8.0(11) . . . . ?
N3 C22 C27 C26 30.4(9) . . . . ?
C26 C20 N3 C19 159.0(6) . . . . ?
C26 C20 N3 C22 34.5(9) . . . . ?
C27 C22 N3 C19 -169.4(6) . . . . ?
C27 C22 N3 C20 -46.0(8) . . . . ?
N2 C10 C12 C14 15.8(6) . . . . ?
C10 C12 C14 C9 -36.8(6) . . . . ?
N2 C9 C14 C12 43.0(5) . . . . ?
C14 C9 N2 C15 -158.6(5) . . . . ?
C14 C9 N2 C10 -33.1(5) . . . . ?
C12 C10 N2 C15 137.1(4) . . . . ?
C12 C10 N2 C9 11.3(5) . . . . ?

_refine_diff_density_max         2.758
_refine_diff_density_min         -2.648
_refine_diff_density_rms         0.168

_shelxl_version_number           2014/6


