# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1041430'
_audit_update_record             
;
2016-05-17 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 Dy N5 O22'
_chemical_formula_weight         1029.17

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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   p21/m

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

_cell_length_a                   7.6510(15)
_cell_length_b                   21.538(4)
_cell_length_c                   12.283(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.89(3)
_cell_angle_gamma                90.00
_cell_volume                     1999.7(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6220
_cell_measurement_theta_min      1.93
_cell_measurement_theta_max      26.50

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1034
_exptl_absorpt_coefficient_mu    1.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_T_max  0.776
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            21254
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         26.50
_reflns_number_total             4263
_reflns_number_gt                4020
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
The atoms O5,N2,C16 and C9 were restrained with the ISOR and SIMU command due to their unreasonable anisotropic Ueq parameters and obvious ADP problems.Furthermore,some constraints (DFIX, DANG and SADI) were applied to the terminal coordinated H2O molecule for a better geometry configuration.The maximum diffraction density appears near the Dy(III) ion.   
;

_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)+(0.1012P)²+35.1557P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4263
_refine_ls_number_parameters     272
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0715
_refine_ls_wR_factor_ref         0.1877
_refine_ls_wR_factor_gt          0.1849
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Dy1 Dy 0.58396(6) 0.7500 0.23315(4) 0.00992(19) Uani 1 2 d SD . .
O1 O 0.3752(7) 0.6756(3) 0.1965(5) 0.0211(12) Uani 1 1 d . . .
O2 O 0.2029(8) 0.6328(3) 0.0567(4) 0.0193(12) Uani 1 1 d . . .
C1 C 0.3153(9) 0.6291(3) 0.1418(6) 0.0125(14) Uani 1 1 d . . .
C2 C 0.3864(9) 0.5665(3) 0.1824(6) 0.0124(14) Uani 1 1 d . . .
C3 C 0.3590(10) 0.5137(3) 0.1161(6) 0.0130(14) Uani 1 1 d . . .
H3 H 0.2901 0.5163 0.0469 0.016 Uiso 1 1 calc R . .
C4 C 0.4341(10) 0.4570(4) 0.1528(6) 0.0149(14) Uani 1 1 d . . .
C5 C 0.5367(11) 0.4526(4) 0.2561(6) 0.0183(15) Uani 1 1 d . . .
H5 H 0.5889 0.4150 0.2802 0.022 Uiso 1 1 calc R . .
C6 C 0.5606(11) 0.5046(4) 0.3230(6) 0.0189(16) Uani 1 1 d . . .
C7 C 0.4851(11) 0.5611(4) 0.2868(6) 0.0189(16) Uani 1 1 d . . .
H7 H 0.5007 0.5955 0.3329 0.023 Uiso 1 1 calc R . .
C8 C 0.4038(10) 0.4009(4) 0.0814(6) 0.0160(15) Uani 1 1 d . . .
O3 O 0.2861(9) 0.4107(3) -0.0070(5) 0.0232(13) Uani 1 1 d . . .
H3A H 0.2919 0.3828 -0.0517 0.035 Uiso 1 1 calc R . .
O4 O 0.4796(8) 0.3519(3) 0.1027(5) 0.0222(12) Uani 1 1 d . . .
N1 N 0.6645(10) 0.5062(4) 0.4302(6) 0.0286(18) Uani 1 1 d . . .
N2 N 0.7496(12) 0.4573(4) 0.4563(6) 0.033(2) Uani 1 1 d U . .
C9 C 1.1667(18) 0.3461(6) 0.7276(9) 0.054(3) Uani 1 1 d U . .
O5 O 1.2138(17) 0.3157(5) 0.6504(8) 0.092(3) Uani 1 1 d U . .
O6 O 1.2379(7) 0.3350(2) 0.8244(4) 0.0150(11) Uani 1 1 d . . .
C10 C 1.0584(15) 0.4031(5) 0.6965(8) 0.039(3) Uani 1 1 d . . .
C11 C 1.0661(11) 0.4536(4) 0.7676(7) 0.0229(18) Uani 1 1 d . . .
H11 H 1.1326 0.4512 0.8376 0.027 Uiso 1 1 calc R . .
C12 C 0.9742(11) 0.5078(4) 0.7340(6) 0.0181(16) Uani 1 1 d . . .
C13 C 0.8683(11) 0.5111(4) 0.6314(6) 0.0216(17) Uani 1 1 d . . .
H13 H 0.8070 0.5474 0.6090 0.026 Uiso 1 1 calc R . .
C14 C 0.8553(14) 0.4595(5) 0.5629(7) 0.034(2) Uani 1 1 d . . .
C15 C 0.9526(17) 0.4067(6) 0.5936(8) 0.051(4) Uani 1 1 d . . .
H15 H 0.9476 0.3733 0.5452 0.061 Uiso 1 1 calc R . .
C16 C 0.9930(10) 0.5637(4) 0.8074(6) 0.0169(15) Uani 1 1 d U . .
O7 O 1.0927(10) 0.5517(3) 0.9021(5) 0.0344(17) Uani 1 1 d . . .
H7A H 1.1130 0.5840 0.9371 0.052 Uiso 1 1 calc R . .
O8 O 0.9237(8) 0.6132(3) 0.7835(5) 0.0237(13) Uani 1 1 d . . .
O9 O 0.5305(11) 0.7500 0.0344(6) 0.0156(15) Uani 1 2 d SD . .
H9 H 0.555(12) 0.7179(5) -0.001(4) 0.023 Uiso 1 1 d D . .
C17 C 0.1502(16) 0.7500 0.8503(10) 0.024(2) Uani 1 2 d S . .
H17A H 0.1238 0.7097 0.8184 0.036 Uiso 0.50 1 calc PR A -1
H17B H 0.2723 0.7597 0.8490 0.036 Uiso 0.50 1 calc PR A -1
H17C H 0.0767 0.7806 0.8087 0.036 Uiso 0.50 1 calc PR A -1
N3 N 0.1160(11) 0.7500 0.9650(8) 0.0151(18) Uani 1 2 d S . .
H3B H 0.1661 0.7838 0.9999 0.018 Uiso 0.50 1 calc PR . .
H3C H 0.1661 0.7162 0.9999 0.018 Uiso 0.50 1 calc PR . .
C18 C -0.0784(16) 0.7500 0.9704(12) 0.027(3) Uani 1 2 d S . .
H18A H -0.1282 0.7893 0.9452 0.041 Uiso 0.50 1 calc PR B -1
H18B H -0.0965 0.7432 1.0451 0.041 Uiso 0.50 1 calc PR B -1
H18C H -0.1348 0.7175 0.9244 0.041 Uiso 0.50 1 calc PR B -1


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
Dy1 atom and the water oxygen O9 lie on a mirror plane.
;

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
Dy1 O1 2.258(5) . ?
Dy1 O1 2.258(5) 4_575 ?
Dy1 O5 2.400(9) 2_756 ?
Dy1 O5 2.400(9) 3_766 ?
Dy1 O9 2.412(7) . ?
Dy1 O6 2.452(5) 3_766 ?
Dy1 O6 2.452(5) 2_756 ?
Dy1 C9 2.805(10) 2_756 ?
Dy1 C9 2.805(10) 3_766 ?
O1 C1 1.253(9) . ?
O2 C1 1.249(9) . ?
C1 C2 1.508(10) . ?
C2 C7 1.389(10) . ?
C2 C3 1.396(10) . ?
C3 C4 1.394(10) . ?
C4 C5 1.389(10) . ?
C4 C8 1.490(10) . ?
C5 C6 1.385(11) . ?
C6 C7 1.390(11) . ?
C6 N1 1.428(9) . ?
C8 O4 1.214(10) . ?
C8 O3 1.316(9) . ?
N1 N2 1.252(11) . ?
N2 C14 1.430(10) . ?
C9 O5 1.250(14) . ?
C9 O6 1.252(12) . ?
C9 C10 1.498(13) . ?
C9 Dy1 2.805(10) 3_766 ?
O5 Dy1 2.400(9) 3_766 ?
O6 Dy1 2.452(5) 3_766 ?
C10 C11 1.390(12) . ?
C10 C15 1.395(12) . ?
C11 C12 1.393(11) . ?
C12 C13 1.390(10) . ?
C12 C16 1.497(11) . ?
C13 C14 1.388(12) . ?
C14 C15 1.380(13) . ?
C16 O8 1.206(10) . ?
C16 O7 1.315(10) . ?
C17 N3 1.472(15) . ?
N3 C18 1.499(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Dy1 O1 90.4(3) . 4_575 ?
O1 Dy1 O5 155.3(3) . 2_756 ?
O1 Dy1 O5 94.1(4) 4_575 2_756 ?
O1 Dy1 O5 94.1(4) . 3_766 ?
O1 Dy1 O5 155.3(3) 4_575 3_766 ?
O5 Dy1 O5 72.3(6) 2_756 3_766 ?
O1 Dy1 O9 78.1(2) . . ?
O1 Dy1 O9 78.1(2) 4_575 . ?
O5 Dy1 O9 126.6(3) 2_756 . ?
O5 Dy1 O9 126.6(3) 3_766 . ?
O1 Dy1 O6 79.62(19) . 3_766 ?
O1 Dy1 O6 151.7(2) 4_575 3_766 ?
O5 Dy1 O6 106.0(4) 2_756 3_766 ?
O5 Dy1 O6 52.8(3) 3_766 3_766 ?
O9 Dy1 O6 73.91(17) . 3_766 ?
O1 Dy1 O6 151.7(2) . 2_756 ?
O1 Dy1 O6 79.62(19) 4_575 2_756 ?
O5 Dy1 O6 52.8(3) 2_756 2_756 ?
O5 Dy1 O6 106.0(4) 3_766 2_756 ?
O9 Dy1 O6 73.91(17) . 2_756 ?
O6 Dy1 O6 96.7(3) 3_766 2_756 ?
O1 Dy1 C9 177.4(3) . 2_756 ?
O1 Dy1 C9 87.2(4) 4_575 2_756 ?
O5 Dy1 C9 26.3(3) 2_756 2_756 ?
O5 Dy1 C9 88.5(4) 3_766 2_756 ?
O9 Dy1 C9 100.3(3) . 2_756 ?
O6 Dy1 C9 101.9(4) 3_766 2_756 ?
O6 Dy1 C9 26.5(2) 2_756 2_756 ?
O1 Dy1 C9 87.2(4) . 3_766 ?
O1 Dy1 C9 177.4(3) 4_575 3_766 ?
O5 Dy1 C9 88.5(4) 2_756 3_766 ?
O5 Dy1 C9 26.3(3) 3_766 3_766 ?
O9 Dy1 C9 100.3(3) . 3_766 ?
O6 Dy1 C9 26.5(2) 3_766 3_766 ?
O6 Dy1 C9 101.9(4) 2_756 3_766 ?
C9 Dy1 C9 95.1(6) 2_756 3_766 ?
C1 O1 Dy1 149.7(5) . . ?
O2 C1 O1 123.1(7) . . ?
O2 C1 C2 120.0(6) . . ?
O1 C1 C2 116.9(6) . . ?
C7 C2 C3 118.7(7) . . ?
C7 C2 C1 119.9(7) . . ?
C3 C2 C1 121.4(6) . . ?
C4 C3 C2 120.6(7) . . ?
C5 C4 C3 120.1(7) . . ?
C5 C4 C8 119.8(7) . . ?
C3 C4 C8 120.1(6) . . ?
C6 C5 C4 119.4(7) . . ?
C5 C6 C7 120.5(7) . . ?
C5 C6 N1 124.7(7) . . ?
C7 C6 N1 114.8(7) . . ?
C2 C7 C6 120.7(7) . . ?
O4 C8 O3 124.1(7) . . ?
O4 C8 C4 123.6(7) . . ?
O3 C8 C4 112.3(6) . . ?
N2 N1 C6 114.2(7) . . ?
N1 N2 C14 113.9(7) . . ?
O5 C9 O6 119.1(9) . . ?
O5 C9 C10 116.7(10) . . ?
O6 C9 C10 122.7(8) . . ?
O5 C9 Dy1 58.4(6) . 3_766 ?
O6 C9 Dy1 60.8(5) . 3_766 ?
C10 C9 Dy1 169.6(11) . 3_766 ?
C9 O5 Dy1 95.3(7) . 3_766 ?
C9 O6 Dy1 92.7(5) . 3_766 ?
C11 C10 C15 119.3(8) . . ?
C11 C10 C9 120.9(8) . . ?
C15 C10 C9 119.8(8) . . ?
C10 C11 C12 119.9(7) . . ?
C13 C12 C11 120.6(7) . . ?
C13 C12 C16 119.5(7) . . ?
C11 C12 C16 119.9(7) . . ?
C14 C13 C12 119.0(7) . . ?
C15 C14 C13 120.7(8) . . ?
C15 C14 N2 115.3(8) . . ?
C13 C14 N2 124.0(8) . . ?
C14 C15 C10 120.3(9) . . ?
O8 C16 O7 124.2(7) . . ?
O8 C16 C12 124.5(7) . . ?
O7 C16 C12 111.3(7) . . ?
C17 N3 C18 111.5(9) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         6.990
_refine_diff_density_min         -3.690
_refine_diff_density_rms         0.301
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.022 0.250 0.432 199 44 ' '
2 -0.020 0.750 0.568 199 45 ' '
_platon_squeeze_details          
;
The SQUEEZE routine of PLATON was applied to remove the diffraction contribution from guests to give a set of solvent-free diffraction intensities. SQUEEZE estimated a total count of 89 electrons per unit cell. This corresponds with 89/4=22.25 electrons per asymmetric unit. As the formula unit is composed of 2 asymmetric units (Z = 2), this then implies that 44.5 electrons removed by SQUEEZE should be associated with the formula unit. As there are 10 electrons with a water molecule, the logical deduction is that some 4.5 water molecules should be added to the formula unit. The remaining solvent molecules were disordered and assigned as five H2O molecule according to the TGA and elemental analysis results, as the formula unit. This discrepancy might be owing to the moderate quality of low angle data caused by the highly disordered framework.
;
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1041431'
_audit_update_record             
;
2016-05-17 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 Er N5 O22'
_chemical_formula_weight         1033.93

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'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   p21/m

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

_cell_length_a                   7.6434(15)
_cell_length_b                   21.477(4)
_cell_length_c                   12.246(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.60(3)
_cell_angle_gamma                90.00
_cell_volume                     1987.7(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5684
_cell_measurement_theta_min      1.93
_cell_measurement_theta_max      28.03

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1038
_exptl_absorpt_coefficient_mu    2.189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_T_max  0.786
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            15578
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_sigmaI/netI    0.0442
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3586
_reflns_number_gt                3338
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
The atoms O5 was restrained with the ISOR and SIMU command due to unreasonable anisotropic Ueq parameter and obvious ADP problem.The atoms C9 was restrained with the ISOR command.Furthermore,some constraints (DFIX, DANG and SADI)were applied to the terminal coordinated H2O molecule for a better geometry configuration.The maximum diffraction density appears near the Er(III) ion. 
;

_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)+(0.0990P)²+32.1617P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3586
_refine_ls_number_parameters     278
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0693
_refine_ls_wR_factor_ref         0.1794
_refine_ls_wR_factor_gt          0.1758
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er 0.08402(7) 0.2500 0.23266(4) 0.0109(2) Uani 1 2 d SD . .
O1 O -0.1218(8) 0.3241(3) 0.1977(6) 0.0225(14) Uani 1 1 d . . .
O2 O -0.2954(9) 0.3669(3) 0.0575(5) 0.0207(14) Uani 1 1 d . . .
C1 C -0.1833(11) 0.3707(4) 0.1416(7) 0.0132(17) Uani 1 1 d . . .
C2 C -0.1122(11) 0.4333(4) 0.1839(7) 0.0138(17) Uani 1 1 d . . .
C3 C -0.1407(11) 0.4861(4) 0.1174(7) 0.0148(17) Uani 1 1 d . . .
H3A H -0.2102 0.4834 0.0484 0.018 Uiso 1 1 calc R . .
C4 C -0.0651(12) 0.5432(4) 0.1542(7) 0.0154(18) Uani 1 1 d . . .
C5 C 0.0381(12) 0.5478(4) 0.2576(7) 0.0191(19) Uani 1 1 d . . .
H5 H 0.0900 0.5855 0.2816 0.023 Uiso 1 1 calc R . .
C6 C 0.0625(13) 0.4953(5) 0.3245(8) 0.024(2) Uani 1 1 d . . .
C7 C -0.0137(12) 0.4385(4) 0.2879(8) 0.021(2) Uani 1 1 d . . .
H7A H 0.0019 0.4038 0.3339 0.025 Uiso 1 1 calc R . .
C8 C -0.0949(12) 0.5996(4) 0.0823(7) 0.0150(18) Uani 1 1 d . . .
O3 O -0.2130(9) 0.5895(3) -0.0065(5) 0.0233(15) Uani 1 1 d . . .
H3 H -0.2012 0.6156 -0.0537 0.035 Uiso 1 1 calc R . .
O4 O -0.0192(9) 0.6488(3) 0.1033(5) 0.0231(15) Uani 1 1 d . . .
N1 N 0.1656(12) 0.4940(4) 0.4315(7) 0.030(2) Uani 1 1 d . . .
N2 N 0.2502(14) 0.5434(4) 0.4574(7) 0.038(2) Uani 1 1 d . . .
C9 C 0.6712(17) 0.6539(6) 0.7279(10) 0.044(3) Uani 1 1 d U . .
O5 O 0.713(2) 0.6860(6) 0.6524(9) 0.106(4) Uani 1 1 d U . .
O6 O 0.7397(8) 0.6659(3) 0.8251(5) 0.0163(13) Uani 1 1 d . . .
C10 C 0.5573(16) 0.5974(5) 0.6978(9) 0.039(3) Uani 1 1 d . . .
C11 C 0.5674(13) 0.5466(5) 0.7685(8) 0.024(2) Uani 1 1 d . . .
H11 H 0.6360 0.5486 0.8379 0.028 Uiso 1 1 calc R . .
C12 C 0.4739(13) 0.4924(4) 0.7349(7) 0.021(2) Uani 1 1 d . . .
C13 C 0.3692(13) 0.4889(5) 0.6335(8) 0.024(2) Uani 1 1 d . . .
H13 H 0.314(15) 0.450(6) 0.600(9) 0.028 Uiso 1 1 d . . .
C14 C 0.3559(16) 0.5408(6) 0.5642(8) 0.036(3) Uani 1 1 d . . .
C15 C 0.4526(19) 0.5940(6) 0.5941(10) 0.053(4) Uani 1 1 d . . .
H15 H 0.41(2) 0.635(7) 0.550(12) 0.064 Uiso 1 1 d . . .
C16 C 0.4939(13) 0.4362(4) 0.8089(8) 0.0194(19) Uani 1 1 d . . .
O7 O 0.5943(11) 0.4483(3) 0.9028(6) 0.037(2) Uani 1 1 d . . .
H7 H 0.5898 0.4192 0.9456 0.056 Uiso 1 1 calc R . .
O8 O 0.4247(9) 0.3868(3) 0.7847(5) 0.0252(15) Uani 1 1 d . . .
O9 O 0.0307(12) 0.2500 0.0358(7) 0.0151(18) Uani 1 2 d SD . .
H9 H 0.045(13) 0.2178(5) -0.003(3) 0.023 Uiso 1 1 d D . .
C17 C 0.4237(19) 0.2500 0.9692(13) 0.028(3) Uani 1 2 d S . .
H17A H 0.4043 0.2572 1.0438 0.041 Uiso 0.50 1 calc PR A -1
H17B H 0.3744 0.2104 0.9445 0.041 Uiso 0.50 1 calc PR A -1
H17C H 0.3677 0.2824 0.9224 0.041 Uiso 0.50 1 calc PR A -1
N3 N 0.6152(13) 0.2500 0.9645(9) 0.016(2) Uani 1 2 d S . .
H3B H 0.6646 0.2161 0.9998 0.019 Uiso 0.50 1 calc PR . .
H3C H 0.6646 0.2839 0.9998 0.019 Uiso 0.50 1 calc PR . .
C18 C 0.6533(19) 0.2500 0.8494(12) 0.025(3) Uani 1 2 d S . .
H18A H 0.5876 0.2828 0.8086 0.038 Uiso 0.50 1 calc PR B -1
H18B H 0.6194 0.2107 0.8155 0.038 Uiso 0.50 1 calc PR B -1
H18C H 0.7776 0.2566 0.8496 0.038 Uiso 0.50 1 calc PR B -1


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
Er1 atom and the water oxygen O9 lie on a mirror plane. 
;

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 O1 2.234(6) 4_565 ?
Er1 O1 2.234(6) . ?
Er1 O5 2.370(10) 3_666 ?
Er1 O5 2.370(10) 2_646 ?
Er1 O9 2.385(8) . ?
Er1 O6 2.421(6) 3_666 ?
Er1 O6 2.421(6) 2_646 ?
Er1 C9 2.778(11) 3_666 ?
Er1 C9 2.778(11) 2_646 ?
O1 C1 1.265(11) . ?
O2 C1 1.240(11) . ?
C1 C2 1.512(11) . ?
C2 C7 1.384(12) . ?
C2 C3 1.393(12) . ?
C3 C4 1.401(12) . ?
C4 C5 1.391(12) . ?
C4 C8 1.495(12) . ?
C5 C6 1.390(13) . ?
C6 C7 1.396(13) . ?
C6 N1 1.424(11) . ?
C8 O4 1.214(11) . ?
C8 O3 1.322(11) . ?
N1 N2 1.260(12) . ?
N2 C14 1.432(12) . ?
C9 O5 1.233(15) . ?
C9 O6 1.254(13) . ?
C9 C10 1.508(14) . ?
C9 Er1 2.778(11) 3_666 ?
O5 Er1 2.370(10) 3_666 ?
O6 Er1 2.421(6) 3_666 ?
C10 C11 1.388(14) . ?
C10 C15 1.398(14) . ?
C11 C12 1.395(13) . ?
C12 C13 1.375(13) . ?
C12 C16 1.504(12) . ?
C13 C14 1.395(14) . ?
C14 C15 1.380(15) . ?
C16 O8 1.203(11) . ?
C16 O7 1.310(11) . ?
C17 N3 1.473(17) . ?
N3 C18 1.481(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Er1 O1 90.8(3) 4_565 . ?
O1 Er1 O5 155.0(3) 4_565 3_666 ?
O1 Er1 O5 94.6(4) . 3_666 ?
O1 Er1 O5 94.6(4) 4_565 2_646 ?
O1 Er1 O5 155.0(3) . 2_646 ?
O5 Er1 O5 70.9(7) 3_666 2_646 ?
O1 Er1 O9 78.3(2) 4_565 . ?
O1 Er1 O9 78.3(2) . . ?
O5 Er1 O9 126.7(3) 3_666 . ?
O5 Er1 O9 126.7(3) 2_646 . ?
O1 Er1 O6 151.9(2) 4_565 3_666 ?
O1 Er1 O6 79.6(2) . 3_666 ?
O5 Er1 O6 53.0(3) 3_666 3_666 ?
O5 Er1 O6 105.2(5) 2_646 3_666 ?
O9 Er1 O6 73.9(2) . 3_666 ?
O1 Er1 O6 79.6(2) 4_565 2_646 ?
O1 Er1 O6 151.9(2) . 2_646 ?
O5 Er1 O6 105.2(5) 3_666 2_646 ?
O5 Er1 O6 53.0(3) 2_646 2_646 ?
O9 Er1 O6 73.92(19) . 2_646 ?
O6 Er1 O6 96.5(3) 3_666 2_646 ?
O1 Er1 C9 177.4(3) 4_565 3_666 ?
O1 Er1 C9 86.6(3) . 3_666 ?
O5 Er1 C9 26.2(3) 3_666 3_666 ?
O5 Er1 C9 87.9(5) 2_646 3_666 ?
O9 Er1 C9 100.6(3) . 3_666 ?
O6 Er1 C9 26.8(3) 3_666 3_666 ?
O6 Er1 C9 102.4(4) 2_646 3_666 ?
O1 Er1 C9 86.6(3) 4_565 2_646 ?
O1 Er1 C9 177.4(3) . 2_646 ?
O5 Er1 C9 87.9(5) 3_666 2_646 ?
O5 Er1 C9 26.2(3) 2_646 2_646 ?
O9 Er1 C9 100.6(3) . 2_646 ?
O6 Er1 C9 102.4(4) 3_666 2_646 ?
O6 Er1 C9 26.8(3) 2_646 2_646 ?
C9 Er1 C9 95.9(6) 3_666 2_646 ?
C1 O1 Er1 149.5(6) . . ?
O2 C1 O1 123.6(8) . . ?
O2 C1 C2 120.8(7) . . ?
O1 C1 C2 115.7(7) . . ?
C7 C2 C3 119.2(8) . . ?
C7 C2 C1 120.3(8) . . ?
C3 C2 C1 120.4(7) . . ?
C2 C3 C4 120.2(8) . . ?
C5 C4 C3 120.3(8) . . ?
C5 C4 C8 119.6(8) . . ?
C3 C4 C8 120.0(8) . . ?
C6 C5 C4 119.1(8) . . ?
C5 C6 C7 120.5(8) . . ?
C5 C6 N1 124.4(8) . . ?
C7 C6 N1 115.1(8) . . ?
C2 C7 C6 120.6(8) . . ?
O4 C8 O3 124.2(8) . . ?
O4 C8 C4 123.7(8) . . ?
O3 C8 C4 112.1(7) . . ?
N2 N1 C6 114.1(8) . . ?
N1 N2 C14 113.3(8) . . ?
O5 C9 O6 118.6(10) . . ?
O5 C9 C10 118.2(11) . . ?
O6 C9 C10 122.7(9) . . ?
O5 C9 Er1 58.1(6) . 3_666 ?
O6 C9 Er1 60.5(5) . 3_666 ?
C10 C9 Er1 171.9(11) . 3_666 ?
C9 O5 Er1 95.7(7) . 3_666 ?
C9 O6 Er1 92.7(6) . 3_666 ?
C11 C10 C15 119.8(9) . . ?
C11 C10 C9 120.4(9) . . ?
C15 C10 C9 119.6(9) . . ?
C10 C11 C12 119.6(9) . . ?
C13 C12 C11 121.0(9) . . ?
C13 C12 C16 119.7(8) . . ?
C11 C12 C16 119.4(8) . . ?
C12 C13 C14 119.1(9) . . ?
C15 C14 C13 120.8(9) . . ?
C15 C14 N2 114.6(9) . . ?
C13 C14 N2 124.5(9) . . ?
C14 C15 C10 119.6(10) . . ?
O8 C16 O7 124.8(9) . . ?
O8 C16 C12 123.9(8) . . ?
O7 C16 C12 111.3(8) . . ?
C17 N3 C18 112.0(11) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         6.304
_refine_diff_density_min         -2.651
_refine_diff_density_rms         0.288
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.016 0.750 0.430 191 62 ' '
2 -0.025 0.250 0.570 191 62 ' '
_platon_squeeze_details          
;
The SQUEEZE routine of PLATON was applied to remove the diffraction contribution from guests to give a set of solvent-free diffraction intensities. SQUEEZE estimated a total count of 124 electrons per unit cell. This corresponds with 124/4=31 electrons per asymmetric unit. As the formula unit is composed of 2 asymmetric units (Z = 2), this then implies that 62 electrons removed by SQUEEZE should be associated with the formula unit. As there are 10 electrons with a water molecule, the logical deduction is that some 6.2 water molecules should be added to the formula unit. The remaining solvent molecules were disordered and assigned as five H2O molecule according to the TGA and elemental analysis results, as the formula unit. This discrepancy might be owing to the moderate quality of low angle data caused by the highly disordered framework.
;
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1041433'
_audit_update_record             
;
2016-05-17 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 Gd N5 O22'
_chemical_formula_weight         1023.92

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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   p21/m

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

_cell_length_a                   7.6624(15)
_cell_length_b                   21.609(4)
_cell_length_c                   12.271(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.79(3)
_cell_angle_gamma                90.00
_cell_volume                     2008.0(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5902
_cell_measurement_theta_min      1.6792
_cell_measurement_theta_max      27.9704

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1030
_exptl_absorpt_coefficient_mu    1.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.740
_exptl_absorpt_correction_T_max  0.813
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            15982
_diffrn_reflns_av_R_equivalents  0.0869
_diffrn_reflns_av_sigmaI/netI    0.0794
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3630
_reflns_number_gt                3170
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
The atom O1 was restrained with the ISOR command due to unreasonable anisotropic Ueq parameter and obvious ADP problem.Furthermore,some constraints (DFIX, DANG and SADI) were applied to the terminal coordinated H2O molecule for a better geometry configuration.The maximum diffraction density appears near the Gd(III) ion. 
;

_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)+(0.1353P)²+23.9214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3630
_refine_ls_number_parameters     272
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0838
_refine_ls_wR_factor_ref         0.2311
_refine_ls_wR_factor_gt          0.2225
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 0.08391(9) 0.7500 -0.26593(5) 0.0143(3) Uani 1 2 d SD . .
O1 O 0.294(2) 0.6852(7) -0.1511(11) 0.099(5) Uani 1 1 d U . .
O2 O 0.2637(9) 0.6641(3) -0.3241(6) 0.0201(15) Uani 1 1 d . . .
C1 C 0.334(2) 0.6535(7) -0.2268(12) 0.055(5) Uani 1 1 d . . .
C2 C 0.4446(19) 0.5967(6) -0.1974(10) 0.042(4) Uani 1 1 d . . .
C3 C 0.4332(16) 0.5459(6) -0.2664(10) 0.030(3) Uani 1 1 d . . .
H3A H 0.3629 0.5476 -0.3352 0.036 Uiso 1 1 calc R . .
C4 C 0.5270(16) 0.4921(5) -0.2331(9) 0.026(2) Uani 1 1 d . . .
C5 C 0.6302(16) 0.4885(6) -0.1317(9) 0.029(3) Uani 1 1 d . . .
H5 H 0.6896 0.4521 -0.1089 0.034 Uiso 1 1 calc R . .
C6 C 0.6447(18) 0.5402(6) -0.0634(10) 0.037(3) Uani 1 1 d . . .
C7 C 0.548(2) 0.5934(7) -0.0937(11) 0.049(4) Uani 1 1 d . . .
H7A H 0.5519 0.6267 -0.0452 0.059 Uiso 1 1 calc R . .
C8 C 0.5058(15) 0.4354(5) -0.3069(9) 0.024(2) Uani 1 1 d . . .
O3 O 0.4085(13) 0.4484(4) -0.4022(7) 0.040(2) Uani 1 1 d . . .
H3 H 0.3698 0.4162 -0.4320 0.060 Uiso 1 1 calc R . .
O4 O 0.5749(11) 0.3871(4) -0.2843(7) 0.0317(19) Uani 1 1 d . . .
N1 N 0.7516(16) 0.5425(5) 0.0434(8) 0.039(3) Uani 1 1 d . . .
N2 N 0.8362(14) 0.4932(5) 0.0701(8) 0.031(2) Uani 1 1 d . . .
C9 C 1.1897(13) 0.3710(5) 0.3601(8) 0.016(2) Uani 1 1 d . . .
O5 O 1.1282(9) 0.3247(3) 0.3026(7) 0.0227(16) Uani 1 1 d . . .
O6 O 1.2971(11) 0.3674(3) 0.4440(6) 0.0258(17) Uani 1 1 d . . .
C10 C 1.1148(13) 0.4333(5) 0.3174(9) 0.019(2) Uani 1 1 d . . .
C11 C 1.1449(13) 0.4860(5) 0.3842(8) 0.018(2) Uani 1 1 d . . .
H11 H 1.2164 0.4834 0.4525 0.022 Uiso 1 1 calc R . .
C12 C 1.0658(14) 0.5432(5) 0.3474(9) 0.023(2) Uani 1 1 d . . .
C13 C 0.9639(15) 0.5471(5) 0.2442(9) 0.024(2) Uani 1 1 d . . .
H13 H 0.9128 0.5847 0.2196 0.028 Uiso 1 1 calc R . .
C14 C 0.9379(15) 0.4948(5) 0.1771(9) 0.025(2) Uani 1 1 d . . .
C15 C 1.0156(15) 0.4387(5) 0.2153(9) 0.025(2) Uani 1 1 d . . .
H15 H 0.9994 0.4041 0.1698 0.030 Uiso 1 1 calc R . .
C16 C 1.0965(14) 0.5986(5) 0.4194(8) 0.020(2) Uani 1 1 d . . .
O7 O 1.2137(11) 0.5890(3) 0.5075(6) 0.0273(18) Uani 1 1 d . . .
H7 H 1.1950 0.6126 0.5567 0.041 Uiso 1 1 calc R . .
O8 O 1.0223(11) 0.6479(3) 0.3986(6) 0.0282(18) Uani 1 1 d . . .
O9 O 0.0304(14) 0.7500 -0.4659(8) 0.018(2) Uani 1 2 d SD . .
H9 H 0.036(17) 0.7180(5) -0.505(3) 0.028 Uiso 1 1 d D . .
C17 C 0.649(2) 0.7500 0.3516(15) 0.031(4) Uani 1 2 d S . .
H17A H 0.5721 0.7207 0.3098 0.047 Uiso 0.50 1 calc PR A -1
H17B H 0.7699 0.7387 0.3492 0.047 Uiso 0.50 1 calc PR A -1
H17C H 0.6272 0.7906 0.3208 0.047 Uiso 0.50 1 calc PR A -1
N3 N 0.6173(16) 0.7500 0.4662(11) 0.020(3) Uani 1 2 d S . .
H3B H 0.6676 0.7837 0.5009 0.024 Uiso 0.50 1 calc PR . .
H3C H 0.6676 0.7163 0.5009 0.024 Uiso 0.50 1 calc PR . .
C18 C 0.419(2) 0.7500 0.4728(17) 0.037(4) Uani 1 2 d S . .
H18A H 0.3608 0.7796 0.4215 0.055 Uiso 0.50 1 calc PR B -1
H18B H 0.4016 0.7608 0.5462 0.055 Uiso 0.50 1 calc PR B -1
H18C H 0.3717 0.7095 0.4549 0.055 Uiso 0.50 1 calc PR B -1


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
Gd1 atom and the water oxygen O9 lie on a mirror plane. 
;

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
Gd1 O5 2.286(7) 3_665 ?
Gd1 O5 2.286(7) 2_655 ?
Gd1 O1 2.419(12) 4_575 ?
Gd1 O1 2.419(12) . ?
Gd1 O9 2.425(9) . ?
Gd1 O2 2.480(7) 4_575 ?
Gd1 O2 2.480(7) . ?
Gd1 C1 2.824(12) 4_575 ?
Gd1 C1 2.824(12) . ?
O1 C1 1.229(18) . ?
O2 C1 1.254(15) . ?
C1 C2 1.504(17) . ?
C2 C3 1.380(17) . ?
C2 C7 1.394(16) . ?
C3 C4 1.396(16) . ?
C4 C5 1.370(16) . ?
C4 C8 1.516(15) . ?
C5 C6 1.391(17) . ?
C6 C7 1.388(17) . ?
C6 N1 1.436(15) . ?
C8 O4 1.184(14) . ?
C8 O3 1.317(13) . ?
N1 N2 1.264(14) . ?
N2 C14 1.422(14) . ?
C9 O6 1.219(13) . ?
C9 O5 1.272(12) . ?
C9 C10 1.525(14) . ?
O5 Gd1 2.286(7) 3_665 ?
C10 C15 1.367(15) . ?
C10 C11 1.401(14) . ?
C11 C12 1.420(14) . ?
C12 C13 1.385(15) . ?
C12 C16 1.486(15) . ?
C13 C14 1.395(15) . ?
C14 C15 1.400(16) . ?
C16 O8 1.217(13) . ?
C16 O7 1.312(13) . ?
C17 N3 1.46(2) . ?
N3 C18 1.53(2) . ?

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 Gd1 O5 89.8(4) 3_665 2_655 ?
O5 Gd1 O1 156.1(4) 3_665 4_575 ?
O5 Gd1 O1 95.6(5) 2_655 4_575 ?
O5 Gd1 O1 95.6(5) 3_665 . ?
O5 Gd1 O1 156.1(4) 2_655 . ?
O1 Gd1 O1 70.7(8) 4_575 . ?
O5 Gd1 O9 78.2(3) 3_665 . ?
O5 Gd1 O9 78.2(3) 2_655 . ?
O1 Gd1 O9 125.7(4) 4_575 . ?
O1 Gd1 O9 125.7(4) . . ?
O5 Gd1 O2 151.8(3) 3_665 4_575 ?
O5 Gd1 O2 79.9(3) 2_655 4_575 ?
O1 Gd1 O2 52.0(3) 4_575 4_575 ?
O1 Gd1 O2 104.5(5) . 4_575 ?
O9 Gd1 O2 74.0(2) . 4_575 ?
O5 Gd1 O2 79.9(3) 3_665 . ?
O5 Gd1 O2 151.8(3) 2_655 . ?
O1 Gd1 O2 104.5(5) 4_575 . ?
O1 Gd1 O2 52.0(3) . . ?
O9 Gd1 O2 74.0(2) . . ?
O2 Gd1 O2 96.9(3) 4_575 . ?
O5 Gd1 C1 177.1(3) 3_665 4_575 ?
O5 Gd1 C1 87.5(4) 2_655 4_575 ?
O1 Gd1 C1 25.7(4) 4_575 4_575 ?
O1 Gd1 C1 87.3(5) . 4_575 ?
O9 Gd1 C1 100.2(3) . 4_575 ?
O2 Gd1 C1 26.3(3) 4_575 4_575 ?
O2 Gd1 C1 102.1(4) . 4_575 ?
O5 Gd1 C1 87.5(4) 3_665 . ?
O5 Gd1 C1 177.1(3) 2_655 . ?
O1 Gd1 C1 87.3(5) 4_575 . ?
O1 Gd1 C1 25.7(4) . . ?
O9 Gd1 C1 100.2(3) . . ?
O2 Gd1 C1 102.1(4) 4_575 . ?
O2 Gd1 C1 26.3(3) . . ?
C1 Gd1 C1 95.2(7) 4_575 . ?
C1 O1 Gd1 95.9(9) . . ?
C1 O2 Gd1 92.3(7) . . ?
O1 C1 O2 119.8(12) . . ?
O1 C1 C2 118.0(13) . . ?
O2 C1 C2 121.5(11) . . ?
O1 C1 Gd1 58.4(8) . . ?
O2 C1 Gd1 61.3(6) . . ?
C2 C1 Gd1 170.6(14) . . ?
C3 C2 C7 119.7(11) . . ?
C3 C2 C1 121.4(10) . . ?
C7 C2 C1 118.6(11) . . ?
C2 C3 C4 120.0(11) . . ?
C5 C4 C3 120.9(11) . . ?
C5 C4 C8 119.4(10) . . ?
C3 C4 C8 119.6(10) . . ?
C4 C5 C6 118.9(11) . . ?
C7 C6 C5 120.9(11) . . ?
C7 C6 N1 115.0(11) . . ?
C5 C6 N1 124.0(11) . . ?
C6 C7 C2 119.4(11) . . ?
O4 C8 O3 124.5(10) . . ?
O4 C8 C4 124.7(10) . . ?
O3 C8 C4 110.7(9) . . ?
N2 N1 C6 113.9(10) . . ?
N1 N2 C14 113.9(10) . . ?
O6 C9 O5 124.2(9) . . ?
O6 C9 C10 121.2(9) . . ?
O5 C9 C10 114.6(9) . . ?
C9 O5 Gd1 148.9(7) . 3_665 ?
C15 C10 C11 119.1(9) . . ?
C15 C10 C9 121.1(9) . . ?
C11 C10 C9 119.7(9) . . ?
C10 C11 C12 119.8(9) . . ?
C13 C12 C11 119.9(10) . . ?
C13 C12 C16 120.7(10) . . ?
C11 C12 C16 119.4(9) . . ?
C12 C13 C14 119.9(10) . . ?
C13 C14 C15 119.4(10) . . ?
C13 C14 N2 125.0(10) . . ?
C15 C14 N2 115.7(10) . . ?
C10 C15 C14 121.9(10) . . ?
O8 C16 O7 123.4(10) . . ?
O8 C16 C12 123.7(9) . . ?
O7 C16 C12 112.9(9) . . ?
C17 N3 C18 111.3(13) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         5.652
_refine_diff_density_min         -1.812
_refine_diff_density_rms         0.324
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.011 0.250 -0.070 199 78 ' '
2 -0.035 0.750 0.070 199 74 ' '
_platon_squeeze_details          
;
The SQUEEZE routine of PLATON was applied to remove the diffraction contribution from guests to give a set of solvent-free diffraction intensities. SQUEEZE estimated a total count of 152 electrons per unit cell. This corresponds with 152/4=38 electrons per asymmetric unit. As the formula unit is composed of 2 asymmetric units (Z = 2), this then implies that 76 electrons removed by SQUEEZE should be associated with the formula unit. As there are 10 electrons with a water molecule, the logical deduction is that some 7.6 water molecules should be added to the formula unit. The remaining solvent molecules were disordered and assigned as five H2O molecule according to the TGA and elemental analysis results, as the formula unit. This discrepancy might be owing to the moderate quality of low angle data caused by the highly disordered framework.
;


####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1041435'
_audit_update_record             
;
2016-05-17 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 N5 O22 Tm'
_chemical_formula_weight         1035.60

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   p21/m

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

_cell_length_a                   7.6418(15)
_cell_length_b                   21.485(4)
_cell_length_c                   12.249(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.71(3)
_cell_angle_gamma                90.00
_cell_volume                     1988.0(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6155
_cell_measurement_theta_min      1.93
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    2.310
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.666
_exptl_absorpt_correction_T_max  0.741
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            18108
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0246
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3597
_reflns_number_gt                3446
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
The atoms O1, C1, C2, C3, C4, C7 and C9 were restrained with the ISOR and SIMU command due to their unreasonable anisotropic Ueq parameters and obvious ADP problems.Furthermore, some constraints (DFIX, DANG and SADI) were applied to the terminal coordinated H2O molecule for a better geometry configuration.The maximum diffraction density appears near the Tm(III) ion. 
;

_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)+(0.1011P)²+41.0496P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3597
_refine_ls_number_parameters     272
_refine_ls_number_restraints     76
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0665
_refine_ls_wR_factor_ref         0.1790
_refine_ls_wR_factor_gt          0.1764
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.154
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Tm1 Tm 1.41536(6) 0.7500 0.76767(4) 0.0081(2) Uani 1 2 d SD . .
O1 O 1.213(2) 0.6866(7) 0.6538(10) 0.102(4) Uani 1 1 d U . .
O2 O 1.2387(8) 0.6659(3) 0.8255(5) 0.0139(13) Uani 1 1 d . . .
C1 C 1.1703(18) 0.6550(6) 0.7287(10) 0.046(3) Uani 1 1 d U . .
C2 C 1.0578(17) 0.5979(6) 0.6984(9) 0.038(2) Uani 1 1 d U . .
C3 C 1.0670(13) 0.5468(5) 0.7687(7) 0.0208(19) Uani 1 1 d U . .
H3A H 1.1345 0.5490 0.8385 0.025 Uiso 1 1 calc R . .
C4 C 0.9753(12) 0.4923(4) 0.7348(7) 0.0174(18) Uani 1 1 d U . .
C5 C 0.8689(13) 0.4892(5) 0.6324(7) 0.021(2) Uani 1 1 d . . .
H5 H 0.8072 0.4529 0.6100 0.025 Uiso 1 1 calc R . .
C6 C 0.8562(15) 0.5408(6) 0.5646(8) 0.031(3) Uani 1 1 d . . .
C7 C 0.9535(19) 0.5941(6) 0.5947(10) 0.049(3) Uani 1 1 d U . .
H7A H 0.9492 0.6274 0.5459 0.059 Uiso 1 1 calc R . .
C8 C 0.9944(12) 0.4358(4) 0.8092(7) 0.0145(18) Uani 1 1 d . . .
O3 O 1.0946(11) 0.4482(3) 0.9029(6) 0.0318(19) Uani 1 1 d . . .
H3 H 1.1055 0.4168 0.9415 0.048 Uiso 1 1 calc R . .
O4 O 0.9250(9) 0.3866(3) 0.7847(6) 0.0222(15) Uani 1 1 d . . .
N1 N 0.7499(13) 0.5435(5) 0.4576(7) 0.035(2) Uani 1 1 d . . .
N2 N 0.6655(12) 0.4939(4) 0.4312(7) 0.027(2) Uani 1 1 d . . .
C9 C 0.3177(11) 0.3703(4) 0.1422(7) 0.0116(17) Uani 1 1 d U . .
O5 O 0.3782(8) 0.3236(3) 0.1980(6) 0.0187(14) Uani 1 1 d . . .
O6 O 0.2051(9) 0.3668(3) 0.0578(5) 0.0175(14) Uani 1 1 d . . .
C10 C 0.3882(11) 0.4334(4) 0.1836(7) 0.0112(17) Uani 1 1 d . . .
C11 C 0.3601(11) 0.4863(4) 0.1176(7) 0.0124(17) Uani 1 1 d . . .
H11 H 0.2910 0.4837 0.0484 0.015 Uiso 1 1 calc R . .
C12 C 0.4347(12) 0.5433(4) 0.1544(7) 0.0130(17) Uani 1 1 d . . .
C13 C 0.5379(12) 0.5480(4) 0.2581(7) 0.0164(18) Uani 1 1 d . . .
H13 H 0.5892 0.5857 0.2825 0.020 Uiso 1 1 calc R . .
C14 C 0.5627(12) 0.4954(5) 0.3243(7) 0.020(2) Uani 1 1 d . . .
C15 C 0.4868(12) 0.4388(4) 0.2883(8) 0.0176(19) Uani 1 1 d . . .
H15 H 0.5020 0.4043 0.3346 0.021 Uiso 1 1 calc R . .
C16 C 0.4044(12) 0.5997(4) 0.0818(7) 0.0128(17) Uani 1 1 d . . .
O7 O 0.2865(9) 0.5895(3) -0.0063(5) 0.0220(15) Uani 1 1 d . . .
H7 H 0.2892 0.6181 -0.0503 0.033 Uiso 1 1 calc R . .
O8 O 0.4807(9) 0.6487(3) 0.1030(5) 0.0215(15) Uani 1 1 d . . .
O9 O 1.4696(12) 0.7500 0.9629(7) 0.0133(18) Uani 1 2 d SD . .
H9 H 1.453(14) 0.7178(5) 1.000(4) 0.020 Uiso 1 1 d D . .
C17 C 0.1524(18) 0.2500 0.8493(11) 0.022(3) Uani 1 2 d S . .
H17A H 0.0833 0.2818 0.8078 0.033 Uiso 0.50 1 calc PR A -1
H17B H 0.1223 0.2102 0.8162 0.033 Uiso 0.50 1 calc PR A -1
H17C H 0.2760 0.2581 0.8491 0.033 Uiso 0.50 1 calc PR A -1
N3 N 0.1152(14) 0.2500 0.9636(9) 0.014(2) Uani 1 2 d S . .
H3B H 0.1645 0.2839 0.9990 0.017 Uiso 0.50 1 calc PR . .
H3C H 0.1645 0.2161 0.9990 0.017 Uiso 0.50 1 calc PR . .
C18 C -0.0782(18) 0.2500 0.9673(13) 0.025(3) Uani 1 2 d S . .
H18A H -0.1299 0.2127 0.9334 0.037 Uiso 0.50 1 calc PR B -1
H18B H -0.1315 0.2856 0.9281 0.037 Uiso 0.50 1 calc PR B -1
H18C H -0.0983 0.2517 1.0427 0.037 Uiso 1 2 calc SR B -1


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
Tm1 atom and the water oxygen O9 lie on a mirror plane. 
;

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 2.228(6) 2_756 ?
Tm1 O5 2.228(6) 3_766 ?
Tm1 O1 2.355(11) . ?
Tm1 O1 2.355(11) 4_575 ?
Tm1 O9 2.364(8) . ?
Tm1 O2 2.424(6) . ?
Tm1 O2 2.424(6) 4_575 ?
Tm1 C1 2.762(11) . ?
Tm1 C1 2.762(11) 4_575 ?
O1 C1 1.224(16) . ?
O2 C1 1.244(13) . ?
C1 C2 1.512(14) . ?
C2 C3 1.391(14) . ?
C2 C7 1.395(14) . ?
C3 C4 1.396(13) . ?
C4 C5 1.389(13) . ?
C4 C8 1.511(12) . ?
C5 C6 1.380(15) . ?
C6 C7 1.386(15) . ?
C6 N1 1.434(12) . ?
C8 O4 1.200(12) . ?
C8 O3 1.307(11) . ?
N1 N2 1.262(12) . ?
N2 C14 1.422(12) . ?
C9 O6 1.243(11) . ?
C9 O5 1.261(11) . ?
C9 C10 1.518(12) . ?
O5 Tm1 2.228(6) 3_766 ?
C10 C15 1.390(12) . ?
C10 C11 1.393(12) . ?
C11 C12 1.396(12) . ?
C12 C13 1.393(12) . ?
C12 C16 1.500(12) . ?
C13 C14 1.386(13) . ?
C14 C15 1.390(14) . ?
C16 O8 1.214(11) . ?
C16 O7 1.314(11) . ?
C17 N3 1.471(17) . ?
N3 C18 1.486(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
O5 Tm1 O5 90.4(3) 2_756 3_766 ?
O5 Tm1 O1 154.9(3) 2_756 . ?
O5 Tm1 O1 94.9(5) 3_766 . ?
O5 Tm1 O1 94.9(5) 2_756 4_575 ?
O5 Tm1 O1 154.9(3) 3_766 4_575 ?
O1 Tm1 O1 70.6(7) . 4_575 ?
O5 Tm1 O9 78.4(2) 2_756 . ?
O5 Tm1 O9 78.4(2) 3_766 . ?
O1 Tm1 O9 126.7(3) . . ?
O1 Tm1 O9 126.7(3) 4_575 . ?
O5 Tm1 O2 152.0(2) 2_756 . ?
O5 Tm1 O2 80.0(2) 3_766 . ?
O1 Tm1 O2 52.9(3) . . ?
O1 Tm1 O2 105.0(5) 4_575 . ?
O9 Tm1 O2 74.0(2) . . ?
O5 Tm1 O2 80.0(2) 2_756 4_575 ?
O5 Tm1 O2 152.0(2) 3_766 4_575 ?
O1 Tm1 O2 105.0(5) . 4_575 ?
O1 Tm1 O2 52.9(3) 4_575 4_575 ?
O9 Tm1 O2 74.0(2) . 4_575 ?
O2 Tm1 O2 96.3(3) . 4_575 ?
O5 Tm1 C1 177.5(3) 2_756 . ?
O5 Tm1 C1 87.1(4) 3_766 . ?
O1 Tm1 C1 26.1(4) . . ?
O1 Tm1 C1 87.5(5) 4_575 . ?
O9 Tm1 C1 100.7(3) . . ?
O2 Tm1 C1 26.8(3) . . ?
O2 Tm1 C1 102.0(4) 4_575 . ?
O5 Tm1 C1 87.1(4) 2_756 4_575 ?
O5 Tm1 C1 177.5(3) 3_766 4_575 ?
O1 Tm1 C1 87.5(5) . 4_575 ?
O1 Tm1 C1 26.1(4) 4_575 4_575 ?
O9 Tm1 C1 100.7(3) . 4_575 ?
O2 Tm1 C1 102.0(4) . 4_575 ?
O2 Tm1 C1 26.8(3) 4_575 4_575 ?
C1 Tm1 C1 95.3(6) . 4_575 ?
C1 O1 Tm1 95.9(8) . . ?
C1 O2 Tm1 92.0(6) . . ?
O1 C1 O2 119.3(10) . . ?
O1 C1 C2 118.2(11) . . ?
O2 C1 C2 121.9(9) . . ?
O1 C1 Tm1 58.0(7) . . ?
O2 C1 Tm1 61.3(5) . . ?
C2 C1 Tm1 171.0(12) . . ?
C3 C2 C7 119.1(10) . . ?
C3 C2 C1 121.0(9) . . ?
C7 C2 C1 119.7(9) . . ?
C2 C3 C4 120.1(8) . . ?
C5 C4 C3 120.5(9) . . ?
C5 C4 C8 119.7(8) . . ?
C3 C4 C8 119.7(8) . . ?
C6 C5 C4 118.9(9) . . ?
C5 C6 C7 121.2(9) . . ?
C5 C6 N1 124.2(9) . . ?
C7 C6 N1 114.6(9) . . ?
C6 C7 C2 120.0(10) . . ?
O4 C8 O3 125.2(8) . . ?
O4 C8 C4 123.9(8) . . ?
O3 C8 C4 110.9(8) . . ?
N2 N1 C6 113.3(9) . . ?
N1 N2 C14 114.0(8) . . ?
O6 C9 O5 123.6(8) . . ?
O6 C9 C10 119.9(7) . . ?
O5 C9 C10 116.5(7) . . ?
C9 O5 Tm1 149.1(6) . 3_766 ?
C15 C10 C11 118.8(8) . . ?
C15 C10 C9 119.9(8) . . ?
C11 C10 C9 121.3(7) . . ?
C10 C11 C12 120.6(8) . . ?
C13 C12 C11 120.3(8) . . ?
C13 C12 C16 119.9(8) . . ?
C11 C12 C16 119.8(7) . . ?
C14 C13 C12 118.8(8) . . ?
C13 C14 C15 120.9(8) . . ?
C13 C14 N2 124.3(9) . . ?
C15 C14 N2 114.7(8) . . ?
C10 C15 C14 120.5(8) . . ?
O8 C16 O7 124.6(8) . . ?
O8 C16 C12 123.2(8) . . ?
O7 C16 C12 112.2(7) . . ?
C17 N3 C18 111.4(11) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         7.000
_refine_diff_density_min         -3.188
_refine_diff_density_rms         0.315
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.020 0.750 0.435 195 59 ' '
2 -0.024 0.250 0.565 195 60 ' '
_platon_squeeze_details          
;
The SQUEEZE routine of PLATON was applied to remove the diffraction contribution from guests to give a set of solvent-free diffraction intensities. SQUEEZE estimated a total count of 119 electrons per unit cell. This corresponds with 119/4=29.75 electrons per asymmetric unit. As the formula unit is composed of 2 asymmetric units (Z = 2), this then implies that 59.5 electrons removed by SQUEEZE should be associated with the formula unit. As there are 10 electrons with a water molecule, the logical deduction is that some 6 water molecules should be added to the formula unit. The remaining solvent molecules were disordered and assigned as five H2O molecule according to the TGA and elemental analysis results, as the formula unit. This discrepancy might be owing to the moderate quality of low angle data caused by the highly disordered framework.
;
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1422701'
_audit_update_record             
;
2016-05-09 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 N3 O10 Tm'
_chemical_formula_weight         629.30

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   P21/n

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

_cell_length_a                   5.0156(10)
_cell_length_b                   18.675(4)
_cell_length_c                   22.796(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.41(3)
_cell_angle_gamma                90.00
_cell_volume                     2125.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4866
_cell_measurement_theta_min      1.4121
_cell_measurement_theta_max      27.8704

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.966
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1232
_exptl_absorpt_coefficient_mu    4.239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.471
_exptl_absorpt_correction_T_max  0.627
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            14616
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_sigmaI/netI    0.0476
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.41
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3718
_reflns_number_gt                3267
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0238P)²+5.7395P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3718
_refine_ls_number_parameters     315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0774
_refine_ls_wR_factor_gt          0.0740
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_restrained_S_all      1.154
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Tm1 Tm 0.77715(5) 0.431470(13) 0.345981(10) 0.01091(10) Uani 1 1 d . . .
O1 O 0.0884(8) 0.3901(2) 0.41654(17) 0.0158(9) Uani 1 1 d . . .
O2 O 0.4896(8) 0.4385(2) 0.41175(16) 0.0137(9) Uani 1 1 d . . .
C1 C 0.3212(11) 0.4044(3) 0.4383(2) 0.0107(12) Uani 1 1 d . . .
C2 C 0.4033(11) 0.3776(3) 0.4991(2) 0.0109(12) Uani 1 1 d . . .
C3 C 0.6248(11) 0.4064(3) 0.5324(2) 0.0115(12) Uani 1 1 d . . .
H3 H 0.7292 0.4410 0.5162 0.014 Uiso 1 1 calc R . .
C4 C 0.6900(12) 0.3832(3) 0.5903(2) 0.0134(12) Uani 1 1 d . . .
C5 C 0.5406(12) 0.3287(3) 0.6127(2) 0.0132(12) Uani 1 1 d . . .
H5 H 0.5847 0.3126 0.6510 0.016 Uiso 1 1 calc R . .
C6 C 0.3263(11) 0.2980(3) 0.5787(2) 0.0129(12) Uani 1 1 d . . .
C7 C 0.2533(12) 0.3241(3) 0.5219(2) 0.0123(12) Uani 1 1 d . . .
H7A H 0.1044 0.3055 0.4996 0.015 Uiso 1 1 calc R . .
C8 C 0.9067(12) 0.4191(3) 0.6298(3) 0.0152(13) Uani 1 1 d . . .
O3 O 1.0330(8) 0.4695(2) 0.60875(17) 0.0146(9) Uani 1 1 d . . .
O4 O 0.9447(9) 0.3973(2) 0.68237(18) 0.0255(11) Uani 1 1 d . . .
N1 N 0.1825(10) 0.2441(3) 0.6063(2) 0.0154(11) Uani 1 1 d . . .
N2 N 0.0102(10) 0.2132(3) 0.5720(2) 0.0160(11) Uani 1 1 d . . .
C9 C -0.2636(12) 0.0912(3) 0.7516(3) 0.0126(12) Uani 1 1 d . . .
O5 O -0.0512(8) 0.1117(2) 0.77960(17) 0.0148(9) Uani 1 1 d . . .
O6 O -0.4558(8) 0.0617(2) 0.77349(17) 0.0192(10) Uani 1 1 d . . .
C10 C -0.2922(12) 0.1026(3) 0.6861(2) 0.0120(12) Uani 1 1 d . . .
C11 C -0.4895(11) 0.0677(3) 0.6498(2) 0.0117(12) Uani 1 1 d . . .
H11 H -0.6078 0.0369 0.6662 0.014 Uiso 1 1 calc R . .
C12 C -0.5113(11) 0.0784(3) 0.5894(3) 0.0150(13) Uani 1 1 d . . .
C13 C -0.3417(11) 0.1266(3) 0.5651(2) 0.0132(13) Uani 1 1 d . . .
H13 H -0.3597 0.1350 0.5247 0.016 Uiso 1 1 calc R . .
C14 C -0.1450(11) 0.1624(3) 0.6009(3) 0.0139(13) Uani 1 1 d . . .
C15 C -0.1183(12) 0.1494(3) 0.6614(3) 0.0161(13) Uani 1 1 d . . .
H15 H 0.0164 0.1721 0.6854 0.019 Uiso 1 1 calc R . .
C16 C -0.7202(12) 0.0424(3) 0.5496(3) 0.0154(13) Uani 1 1 d . . .
O7 O -0.8629(11) -0.0048(3) 0.5736(2) 0.0233(12) Uani 1 1 d . . .
H7 H -0.941(18) -0.017(5) 0.557(4) 0.05(4) Uiso 1 1 d . . .
O8 O -0.7522(9) 0.0588(2) 0.49645(17) 0.0226(10) Uani 1 1 d . . .
O9 O 0.7888(11) 0.3090(2) 0.3452(2) 0.0466(16) Uani 1 1 d . . .
C17 C 0.8558(18) 0.2260(4) 0.2687(4) 0.047(2) Uani 1 1 d . . .
H17A H 0.9559 0.2650 0.2542 0.071 Uiso 1 1 calc R . .
H17B H 0.7135 0.2129 0.2395 0.071 Uiso 1 1 calc R . .
H17C H 0.9721 0.1857 0.2769 0.071 Uiso 1 1 calc R . .
C18 C 0.7404(16) 0.2485(4) 0.3240(3) 0.037(2) Uani 1 1 d . . .
N3 N 0.5850(15) 0.2029(3) 0.3501(3) 0.0429(18) Uani 1 1 d . . .
C19 C 0.475(2) 0.2244(5) 0.4053(4) 0.057(3) Uani 1 1 d . . .
H19A H 0.6092 0.2495 0.4301 0.086 Uiso 1 1 calc R . .
H19B H 0.4197 0.1825 0.4255 0.086 Uiso 1 1 calc R . .
H19C H 0.3229 0.2552 0.3963 0.086 Uiso 1 1 calc R . .
C20 C 0.5292(19) 0.1293(4) 0.3292(4) 0.048(2) Uani 1 1 d . . .
H20A H 0.5118 0.1287 0.2869 0.072 Uiso 1 1 calc R . .
H20B H 0.3657 0.1128 0.3433 0.072 Uiso 1 1 calc R . .
H20C H 0.6739 0.0985 0.3437 0.072 Uiso 1 1 calc R . .
O10 O 0.5924(8) 0.5325(2) 0.28985(17) 0.0177(9) Uani 1 1 d . . .
H10A H 0.5582 0.5202 0.2539 0.027 Uiso 1 1 d R . .
H10B H 0.4481 0.5459 0.3036 0.027 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tm1 O2 2.180(4) . ?
Tm1 O6 2.227(4) 4_765 ?
Tm1 O1 2.268(4) 1_655 ?
Tm1 O5 2.276(4) 4_665 ?
Tm1 O3 2.282(4) 3_766 ?
Tm1 O9 2.287(5) . ?
Tm1 O10 2.415(4) . ?
O1 C1 1.253(7) . ?
O1 Tm1 2.268(4) 1_455 ?
O2 C1 1.258(7) . ?
C1 C2 1.495(7) . ?
C2 C7 1.381(8) . ?
C2 C3 1.393(8) . ?
C3 C4 1.397(8) . ?
C4 C5 1.389(8) . ?
C4 C8 1.502(8) . ?
C5 C6 1.389(8) . ?
C6 C7 1.400(8) . ?
C6 N1 1.419(7) . ?
C8 O3 1.255(7) . ?
C8 O4 1.263(7) . ?
O3 Tm1 2.282(4) 3_766 ?
N1 N2 1.250(7) . ?
N2 C14 1.427(7) . ?
C9 O5 1.249(7) . ?
C9 O6 1.254(7) . ?
C9 C10 1.500(8) . ?
O5 Tm1 2.276(4) 4_566 ?
O6 Tm1 2.227(4) 4_466 ?
C10 C15 1.391(8) . ?
C10 C11 1.391(8) . ?
C11 C12 1.385(8) . ?
C12 C13 1.389(8) . ?
C12 C16 1.482(8) . ?
C13 C14 1.392(8) . ?
C14 C15 1.394(8) . ?
C16 O8 1.245(7) . ?
C16 O7 1.289(8) . ?
O9 C18 1.244(8) . ?
C17 C18 1.496(11) . ?
C18 N3 1.333(10) . ?
N3 C20 1.473(9) . ?
N3 C19 1.477(11) . ?

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 Tm1 O6 171.94(14) . 4_765 ?
O2 Tm1 O1 89.35(15) . 1_655 ?
O6 Tm1 O1 97.10(15) 4_765 1_655 ?
O2 Tm1 O5 89.68(14) . 4_665 ?
O6 Tm1 O5 88.57(15) 4_765 4_665 ?
O1 Tm1 O5 139.22(14) 1_655 4_665 ?
O2 Tm1 O3 85.12(15) . 3_766 ?
O6 Tm1 O3 91.99(15) 4_765 3_766 ?
O1 Tm1 O3 74.05(14) 1_655 3_766 ?
O5 Tm1 O3 146.35(14) 4_665 3_766 ?
O2 Tm1 O9 94.9(2) . . ?
O6 Tm1 O9 91.9(2) 4_765 . ?
O1 Tm1 O9 69.46(15) 1_655 . ?
O5 Tm1 O9 70.01(15) 4_665 . ?
O3 Tm1 O9 143.51(15) 3_766 . ?
O2 Tm1 O10 94.10(14) . . ?
O6 Tm1 O10 77.87(15) 4_765 . ?
O1 Tm1 O10 147.73(14) 1_655 . ?
O5 Tm1 O10 72.96(14) 4_665 . ?
O3 Tm1 O10 74.29(14) 3_766 . ?
O9 Tm1 O10 141.77(15) . . ?
C1 O1 Tm1 139.6(4) . 1_455 ?
C1 O2 Tm1 144.9(4) . . ?
O1 C1 O2 124.1(5) . . ?
O1 C1 C2 117.4(5) . . ?
O2 C1 C2 118.5(5) . . ?
C7 C2 C3 120.5(5) . . ?
C7 C2 C1 118.6(5) . . ?
C3 C2 C1 120.9(5) . . ?
C2 C3 C4 119.9(5) . . ?
C5 C4 C3 119.2(5) . . ?
C5 C4 C8 119.4(5) . . ?
C3 C4 C8 121.3(5) . . ?
C6 C5 C4 120.9(5) . . ?
C5 C6 C7 119.6(5) . . ?
C5 C6 N1 116.4(5) . . ?
C7 C6 N1 123.9(5) . . ?
C2 C7 C6 119.7(5) . . ?
O3 C8 O4 124.5(5) . . ?
O3 C8 C4 118.0(5) . . ?
O4 C8 C4 117.5(5) . . ?
C8 O3 Tm1 129.8(4) . 3_766 ?
N2 N1 C6 113.6(5) . . ?
N1 N2 C14 113.1(5) . . ?
O5 C9 O6 125.5(5) . . ?
O5 C9 C10 117.5(5) . . ?
O6 C9 C10 116.9(5) . . ?
C9 O5 Tm1 139.5(4) . 4_566 ?
C9 O6 Tm1 144.0(4) . 4_466 ?
C15 C10 C11 119.4(5) . . ?
C15 C10 C9 119.1(5) . . ?
C11 C10 C9 121.5(5) . . ?
C12 C11 C10 120.6(5) . . ?
C11 C12 C13 119.8(5) . . ?
C11 C12 C16 121.9(5) . . ?
C13 C12 C16 118.3(5) . . ?
C12 C13 C14 120.3(5) . . ?
C13 C14 C15 119.6(5) . . ?
C13 C14 N2 115.8(5) . . ?
C15 C14 N2 124.5(5) . . ?
C10 C15 C14 120.3(5) . . ?
O8 C16 O7 123.8(5) . . ?
O8 C16 C12 120.2(5) . . ?
O7 C16 C12 116.0(5) . . ?
C18 O9 Tm1 155.1(4) . . ?
O9 C18 N3 120.6(8) . . ?
O9 C18 C17 120.4(8) . . ?
N3 C18 C17 119.1(7) . . ?
C18 N3 C20 123.6(7) . . ?
C18 N3 C19 119.3(7) . . ?
C20 N3 C19 117.0(7) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.441
_refine_diff_density_min         -1.073
_refine_diff_density_rms         0.159
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1422702'
_audit_update_record             
;
2016-05-09 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 Gd N3 O11'
_chemical_formula_weight         621.61

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'
Gd Gd -0.1653 3.9035 '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                   6.8757(14)
_cell_length_b                   11.325(2)
_cell_length_c                   13.463(3)
_cell_angle_alpha                102.54(3)
_cell_angle_beta                 102.36(3)
_cell_angle_gamma                90.49(3)
_cell_volume                     998.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3598
_cell_measurement_theta_min      1.85
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    2.069
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             610
_exptl_absorpt_coefficient_mu    3.396
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.548
_exptl_absorpt_correction_T_max  0.688
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            8337
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0357
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3500
_reflns_number_gt                3224
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0311P)²+0.6932P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3500
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0230
_refine_ls_R_factor_gt           0.0213
_refine_ls_wR_factor_ref         0.0569
_refine_ls_wR_factor_gt          0.0562
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Gd1 Gd 1.10654(2) 0.897560(13) 0.653570(11) 0.00450(7) Uani 1 1 d . . .
O1 O 1.0948(3) 0.8489(2) 0.47695(17) 0.0099(5) Uani 1 1 d . . .
O2 O 0.9248(3) 0.8927(2) 0.33121(17) 0.0098(5) Uani 1 1 d . . .
C1 C 1.0057(5) 0.8193(3) 0.3812(2) 0.0060(7) Uani 1 1 d . . .
C2 C 0.9983(5) 0.6883(3) 0.3254(2) 0.0054(6) Uani 1 1 d . . .
C3 C 0.9077(5) 0.6559(3) 0.2204(3) 0.0070(7) Uani 1 1 d . . .
H3 H 0.8550 0.7149 0.1856 0.008 Uiso 1 1 calc R . .
C4 C 0.8950(5) 0.5348(3) 0.1663(2) 0.0058(6) Uani 1 1 d . . .
C5 C 0.9690(5) 0.4458(3) 0.2181(2) 0.0058(6) Uani 1 1 d . . .
H5 H 0.9571 0.3649 0.1826 0.007 Uiso 1 1 calc R . .
C6 C 1.0621(5) 0.4786(3) 0.3246(2) 0.0061(7) Uani 1 1 d . . .
C7 C 1.0794(5) 0.6002(3) 0.3778(2) 0.0063(7) Uani 1 1 d . . .
H7 H 1.1444 0.6223 0.4478 0.008 Uiso 1 1 calc R . .
C8 C 1.1424(5) 0.3836(3) 0.3808(2) 0.0068(7) Uani 1 1 d . . .
O7 O 1.0914(3) 0.2752(2) 0.34567(18) 0.0110(5) Uani 1 1 d . . .
O8 O 1.2686(4) 0.4250(2) 0.46740(18) 0.0154(6) Uani 1 1 d . . .
N1 N 0.8077(4) 0.4960(3) 0.0572(2) 0.0075(6) Uani 1 1 d . . .
N2 N 0.7409(4) 0.5820(3) 0.0186(2) 0.0087(6) Uani 1 1 d . . .
C9 C 0.3781(5) 0.7395(3) -0.2727(3) 0.0083(7) Uani 1 1 d . . .
O3 O 0.3441(3) 0.8322(2) -0.20816(17) 0.0097(5) Uani 1 1 d . . .
O4 O 0.3184(4) 0.7277(2) -0.36933(17) 0.0116(5) Uani 1 1 d . . .
C10 C 0.4803(5) 0.6371(3) -0.2320(2) 0.0060(6) Uani 1 1 d . . .
C11 C 0.4627(5) 0.5219(3) -0.2982(2) 0.0072(7) Uani 1 1 d . . .
H11 H 0.4036 0.5120 -0.3687 0.009 Uiso 1 1 calc R . .
C12 C 0.5326(5) 0.4219(3) -0.2600(3) 0.0071(7) Uani 1 1 d . . .
C13 C 0.6261(5) 0.4373(3) -0.1563(2) 0.0067(7) Uani 1 1 d . . .
H13 H 0.6728 0.3708 -0.1302 0.008 Uiso 1 1 calc R . .
C14 C 0.6509(5) 0.5540(3) -0.0897(2) 0.0060(7) Uani 1 1 d . . .
C15 C 0.5750(5) 0.6521(3) -0.1282(3) 0.0071(7) Uani 1 1 d . . .
H15 H 0.5878 0.7285 -0.0839 0.009 Uiso 1 1 calc R . .
C16 C 0.4951(5) 0.2942(3) -0.3276(3) 0.0066(7) Uani 1 1 d . . .
O5 O 0.3997(3) 0.2795(2) -0.42307(17) 0.0095(5) Uani 1 1 d . . .
O6 O 0.5557(4) 0.2102(2) -0.28646(18) 0.0121(5) Uani 1 1 d . . .
H6 H 0.708(8) 0.194(5) -0.289(4) 0.060(17) Uiso 1 1 d . . .
O9 O 0.7551(3) 0.9239(2) 0.56336(18) 0.0096(5) Uani 1 1 d . . .
H9A H 0.7172 0.8643 0.5115 0.014 Uiso 1 1 d R . .
H9B H 0.757(8) 0.999(5) 0.534(4) 0.050(16) Uiso 1 1 d . . .
O10 O 1.4103(4) 0.9886(2) 0.64015(19) 0.0117(5) Uani 1 1 d . . .
H10A H 1.4756 1.0232 0.7008 0.018 Uiso 1 1 d R . .
H10B H 1.506(8) 0.949(5) 0.615(4) 0.050(16) Uiso 1 1 d . . .
O11 O 0.9867(4) 0.9673(2) 0.80596(18) 0.0127(5) Uani 1 1 d . . .
C17 C 0.8238(5) 0.9906(3) 0.8303(3) 0.0115(7) Uani 1 1 d . . .
H17 H 0.7115 0.9420 0.7917 0.014 Uiso 1 1 calc R . .
N3 N 0.8009(4) 1.0798(3) 0.9072(2) 0.0111(6) Uani 1 1 d . . .
C18 C 0.6056(6) 1.1027(4) 0.9309(3) 0.0191(8) Uani 1 1 d . . .
H18A H 0.5573 1.1741 0.9086 0.029 Uiso 1 1 calc R . .
H18B H 0.6166 1.1144 1.0048 0.029 Uiso 1 1 calc R . .
H18C H 0.5143 1.0347 0.8950 0.029 Uiso 1 1 calc R . .
C19 C 0.9658(6) 1.1632(4) 0.9683(3) 0.0203(9) Uani 1 1 d . . .
H19A H 0.9396 1.2433 0.9579 0.030 Uiso 1 1 calc R . .
H19B H 1.0861 1.1385 0.9464 0.030 Uiso 1 1 calc R . .
H19C H 0.9809 1.1632 1.0408 0.030 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O1 2.305(2) . ?
Gd1 O11 2.354(2) . ?
Gd1 O2 2.355(2) 2_776 ?
Gd1 O7 2.377(2) 2_766 ?
Gd1 O10 2.380(3) . ?
Gd1 O4 2.430(2) 1_656 ?
Gd1 O3 2.449(2) 1_656 ?
Gd1 O9 2.513(2) . ?
Gd1 C9 2.777(4) 1_656 ?
O1 C1 1.273(4) . ?
O2 C1 1.242(4) . ?
O2 Gd1 2.355(2) 2_776 ?
C1 C2 1.506(4) . ?
C2 C3 1.383(5) . ?
C2 C7 1.397(4) . ?
C3 C4 1.398(5) . ?
C4 C5 1.388(5) . ?
C4 N1 1.430(4) . ?
C5 C6 1.405(4) . ?
C6 C7 1.399(4) . ?
C6 C8 1.489(4) . ?
C8 O7 1.234(4) . ?
C8 O8 1.287(4) . ?
O7 Gd1 2.377(2) 2_766 ?
N1 N2 1.248(4) . ?
N2 C14 1.421(4) . ?
C9 O4 1.255(4) . ?
C9 O3 1.267(4) . ?
C9 C10 1.505(5) . ?
C9 Gd1 2.777(3) 1_454 ?
O3 Gd1 2.449(2) 1_454 ?
O4 Gd1 2.430(2) 1_454 ?
C10 C15 1.382(5) . ?
C10 C11 1.400(5) . ?
C11 C12 1.391(5) . ?
C12 C13 1.378(5) . ?
C12 C16 1.519(4) . ?
C13 C14 1.413(5) . ?
C14 C15 1.385(5) . ?
C16 O6 1.234(4) . ?
C16 O5 1.286(4) . ?
O11 C17 1.248(4) . ?
C17 N3 1.318(4) . ?
N3 C19 1.449(5) . ?
N3 C18 1.458(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Gd1 O11 156.63(9) . . ?
O1 Gd1 O2 96.71(8) . 2_776 ?
O11 Gd1 O2 73.99(9) . 2_776 ?
O1 Gd1 O7 95.70(9) . 2_766 ?
O11 Gd1 O7 79.07(9) . 2_766 ?
O2 Gd1 O7 138.40(8) 2_776 2_766 ?
O1 Gd1 O10 76.58(9) . . ?
O11 Gd1 O10 118.35(9) . . ?
O2 Gd1 O10 70.52(9) 2_776 . ?
O7 Gd1 O10 151.07(8) 2_766 . ?
O1 Gd1 O4 75.65(8) . 1_656 ?
O11 Gd1 O4 123.54(8) . 1_656 ?
O2 Gd1 O4 147.28(9) 2_776 1_656 ?
O7 Gd1 O4 74.31(8) 2_766 1_656 ?
O10 Gd1 O4 76.77(9) . 1_656 ?
O1 Gd1 O3 127.52(8) . 1_656 ?
O11 Gd1 O3 74.99(8) . 1_656 ?
O2 Gd1 O3 117.64(8) 2_776 1_656 ?
O7 Gd1 O3 84.14(8) 2_766 1_656 ?
O10 Gd1 O3 79.16(9) . 1_656 ?
O4 Gd1 O3 53.71(8) 1_656 1_656 ?
O1 Gd1 O9 73.30(8) . . ?
O11 Gd1 O9 83.45(8) . . ?
O2 Gd1 O9 73.39(9) 2_776 . ?
O7 Gd1 O9 72.55(8) 2_766 . ?
O10 Gd1 O9 129.09(8) . . ?
O4 Gd1 O9 131.31(8) 1_656 . ?
O3 Gd1 O9 150.86(8) 1_656 . ?
O1 Gd1 C9 102.23(9) . 1_656 ?
O11 Gd1 C9 98.41(9) . 1_656 ?
O2 Gd1 C9 139.32(9) 2_776 1_656 ?
O7 Gd1 C9 75.14(9) 2_766 1_656 ?
O10 Gd1 C9 79.31(9) . 1_656 ?
O4 Gd1 C9 26.85(9) 1_656 1_656 ?
O3 Gd1 C9 27.14(9) 1_656 1_656 ?
O9 Gd1 C9 146.66(9) . 1_656 ?
C1 O1 Gd1 153.9(2) . . ?
C1 O2 Gd1 141.0(2) . 2_776 ?
O2 C1 O1 123.6(3) . . ?
O2 C1 C2 118.2(3) . . ?
O1 C1 C2 118.2(3) . . ?
C3 C2 C7 120.1(3) . . ?
C3 C2 C1 118.7(3) . . ?
C7 C2 C1 121.2(3) . . ?
C2 C3 C4 120.3(3) . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 N1 116.8(3) . . ?
C3 C4 N1 123.0(3) . . ?
C4 C5 C6 119.5(3) . . ?
C7 C6 C5 120.1(3) . . ?
C7 C6 C8 120.0(3) . . ?
C5 C6 C8 119.9(3) . . ?
C2 C7 C6 119.6(3) . . ?
O7 C8 O8 123.9(3) . . ?
O7 C8 C6 122.1(3) . . ?
O8 C8 C6 114.0(3) . . ?
C8 O7 Gd1 149.2(2) . 2_766 ?
N2 N1 C4 111.9(3) . . ?
N1 N2 C14 116.8(3) . . ?
O4 C9 O3 121.9(3) . . ?
O4 C9 C10 119.0(3) . . ?
O3 C9 C10 119.0(3) . . ?
O4 C9 Gd1 60.96(17) . 1_454 ?
O3 C9 Gd1 61.88(17) . 1_454 ?
C10 C9 Gd1 166.1(2) . 1_454 ?
C9 O3 Gd1 90.98(19) . 1_454 ?
C9 O4 Gd1 92.2(2) . 1_454 ?
C15 C10 C11 119.4(3) . . ?
C15 C10 C9 121.2(3) . . ?
C11 C10 C9 119.2(3) . . ?
C12 C11 C10 120.8(3) . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 C16 118.7(3) . . ?
C11 C12 C16 121.6(3) . . ?
C12 C13 C14 120.0(3) . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 N2 114.5(3) . . ?
C13 C14 N2 125.7(3) . . ?
C10 C15 C14 120.5(3) . . ?
O6 C16 O5 123.9(3) . . ?
O6 C16 C12 117.5(3) . . ?
O5 C16 C12 118.6(3) . . ?
C17 O11 Gd1 138.2(2) . . ?
O11 C17 N3 124.0(3) . . ?
C17 N3 C19 121.7(3) . . ?
C17 N3 C18 121.2(3) . . ?
C19 N3 C18 117.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.671
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.113
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1422703'
_audit_update_record             
;
2016-05-09 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 Er N3 O11'
_chemical_formula_weight         631.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Er Er -0.2590 4.9580 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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                   6.9004(14)
_cell_length_b                   11.235(2)
_cell_length_c                   13.381(3)
_cell_angle_alpha                102.47(3)
_cell_angle_beta                 101.76(3)
_cell_angle_gamma                90.56(3)
_cell_volume                     990.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3310
_cell_measurement_theta_min      1.59
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    2.119
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             618
_exptl_absorpt_coefficient_mu    4.312
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.445
_exptl_absorpt_correction_T_max  0.622
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            8102
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_sigmaI/netI    0.1177
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3475
_reflns_number_gt                2797
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
The atoms C2, C3, C5, C8, C9, C14, C17 and O7 were restrained with the ISOR command due to unreasonable anisotropic Ueq parameter and obvious ADP problem. Furthermore, length constraints (DFIX) was applied to two hydrogen atoms for a better geometry configuration. 
;

_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)+(0.0239P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3475
_refine_ls_number_parameters     312
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.0931
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_restrained_S_all      0.971
_refine_ls_shift/su_max          0.007
_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
Er1 Er 0.89364(5) 0.10275(3) 0.84793(2) 0.00894(12) Uani 1 1 d . . .
O1 O 0.6636(8) 0.1648(5) 0.7106(4) 0.0129(13) Uani 1 1 d . . .
O2 O 0.6862(7) 0.2716(5) 0.8732(4) 0.0112(12) Uani 1 1 d . . .
C1 C 0.6256(11) 0.2614(7) 0.7752(5) 0.0085(17) Uani 1 1 d . . .
C2 C 0.5216(10) 0.3625(7) 0.7360(5) 0.0053(16) Uani 1 1 d U . .
C3 C 0.5391(10) 0.4785(7) 0.8011(5) 0.0065(16) Uani 1 1 d U . .
H3 H 0.5984 0.4889 0.8716 0.008 Uiso 1 1 calc R . .
C4 C 0.4702(11) 0.5789(7) 0.7632(5) 0.0094(18) Uani 1 1 d . . .
C5 C 0.3734(10) 0.5617(7) 0.6568(5) 0.0073(17) Uani 1 1 d U . .
H5 H 0.3242 0.6277 0.6299 0.009 Uiso 1 1 calc R . .
C6 C 0.3528(11) 0.4459(7) 0.5934(5) 0.0086(17) Uani 1 1 d . . .
C7 C 0.4280(11) 0.3458(7) 0.6302(5) 0.0102(18) Uani 1 1 d . . .
H7 H 0.4165 0.2690 0.5856 0.012 Uiso 1 1 calc R . .
C8 C 0.5067(10) 0.7074(7) 0.8301(5) 0.0057(16) Uani 1 1 d U . .
O3 O 0.6024(7) 0.7223(5) 0.9255(4) 0.0105(12) Uani 1 1 d . . .
O4 O 0.4440(8) 0.7925(5) 0.7892(4) 0.0131(13) Uani 1 1 d . . .
N1 N 0.2608(9) 0.4153(6) 0.4832(4) 0.0087(15) Uani 1 1 d . . .
N2 N 0.1948(9) 0.5051(6) 0.4451(4) 0.0078(15) Uani 1 1 d . . .
C9 C -0.1374(11) 0.6179(7) 0.1212(5) 0.0072(16) Uani 1 1 d U . .
O5 O -0.0873(7) 0.7281(5) 0.1554(3) 0.0104(12) Uani 1 1 d . . .
O6 O -0.2641(8) 0.5787(5) 0.0334(4) 0.0190(14) Uani 1 1 d . . .
H6 H -0.3164 0.5130 0.0338 0.028 Uiso 1 1 calc RD . .
C10 C -0.0598(11) 0.5220(7) 0.1772(5) 0.0066(17) Uani 1 1 d . . .
C11 C -0.0744(11) 0.3999(7) 0.1233(5) 0.0090(17) Uani 1 1 d . . .
H11 H -0.1373 0.3786 0.0530 0.011 Uiso 1 1 calc RD . .
C12 C 0.0043(10) 0.3105(7) 0.1740(5) 0.0065(17) Uani 1 1 d . . .
C13 C 0.0947(10) 0.3431(7) 0.2808(5) 0.0086(17) Uani 1 1 d . . .
H13 H 0.1473 0.2834 0.3155 0.010 Uiso 1 1 calc R . .
C14 C 0.1060(11) 0.4648(7) 0.3352(5) 0.0064(16) Uani 1 1 d U . .
C15 C 0.0330(10) 0.5562(7) 0.2833(5) 0.0111(18) Uani 1 1 d . . .
H15 H 0.0458 0.6378 0.3186 0.013 Uiso 1 1 calc R . .
C16 C -0.0037(11) 0.1809(7) 0.1174(5) 0.0078(17) Uani 1 1 d . . .
O7 O -0.0948(7) 0.1507(5) 0.0233(4) 0.0096(12) Uani 1 1 d U . .
O8 O 0.0787(7) 0.1035(5) 0.1680(4) 0.0111(12) Uani 1 1 d . . .
O9 O 0.5932(7) 0.0153(5) 0.8602(4) 0.0118(12) Uani 1 1 d . . .
H9A H 0.5496 0.0591 0.9112 0.018 Uiso 1 1 d R . .
H9B H 0.6109 -0.0568 0.8713 0.018 Uiso 1 1 d R . .
O10 O 1.2379(7) 0.0751(5) 0.9309(4) 0.0100(12) Uani 1 1 d . . .
H10A H 1.2452 0.0096 0.9577 0.015 Uiso 1 1 d R . .
H10B H 1.2853 0.1387 0.9823 0.015 Uiso 1 1 d R . .
O11 O 1.0099(7) 0.0316(5) 0.6969(3) 0.0134(13) Uani 1 1 d . . .
C17 C 1.1725(12) 0.0089(8) 0.6729(6) 0.0165(19) Uani 1 1 d U . .
H17 H 1.2830 0.0576 0.7128 0.020 Uiso 1 1 calc R . .
N3 N 1.1997(9) -0.0796(6) 0.5947(5) 0.0120(15) Uani 1 1 d . . .
C18 C 1.0353(12) -0.1631(8) 0.5305(6) 0.023(2) Uani 1 1 d . . .
H18A H 1.0601 -0.2446 0.5390 0.035 Uiso 1 1 calc R . .
H18B H 1.0234 -0.1605 0.4582 0.035 Uiso 1 1 calc R . .
H18C H 0.9144 -0.1389 0.5520 0.035 Uiso 1 1 calc R . .
C19 C 1.3952(11) -0.1010(8) 0.5723(6) 0.020(2) Uani 1 1 d . . .
H19A H 1.4889 -0.0388 0.6175 0.030 Uiso 1 1 calc R . .
H19B H 1.3919 -0.0989 0.5007 0.030 Uiso 1 1 calc R . .
H19C H 1.4341 -0.1796 0.5840 0.030 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Er1 O7 2.275(5) 1_656 ?
Er1 O8 2.295(6) 2_656 ?
Er1 O11 2.312(5) . ?
Er1 O5 2.326(5) 2_666 ?
Er1 O9 2.336(5) . ?
Er1 O2 2.395(5) . ?
Er1 O1 2.402(5) . ?
Er1 O10 2.462(5) . ?
O1 C1 1.298(9) . ?
O2 C1 1.273(8) . ?
C1 C2 1.482(10) . ?
C2 C3 1.391(10) . ?
C2 C7 1.403(10) . ?
C3 C4 1.383(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.415(10) . ?
C4 C8 1.514(10) . ?
C5 C6 1.379(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.387(10) . ?
C6 N1 1.445(9) . ?
C7 H7 0.9300 . ?
C8 O4 1.240(9) . ?
C8 O3 1.287(8) . ?
N1 N2 1.274(9) . ?
N2 C14 1.444(9) . ?
C9 O5 1.243(9) . ?
C9 O6 1.299(8) . ?
C9 C10 1.485(10) . ?
O5 Er1 2.326(5) 2_666 ?
O6 H6 0.8200 . ?
C10 C11 1.397(10) . ?
C10 C15 1.400(9) . ?
C11 C12 1.385(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.404(9) . ?
C12 C16 1.484(10) . ?
C13 C14 1.396(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.403(10) . ?
C15 H15 0.9300 . ?
C16 O7 1.260(8) . ?
C16 O8 1.282(9) . ?
O7 Er1 2.275(5) 1_454 ?
O8 Er1 2.295(6) 2_656 ?
O9 H9A 0.8598 . ?
O9 H9B 0.8600 . ?
O10 H10A 0.8840 . ?
O10 H10B 0.8842 . ?
O11 C17 1.242(9) . ?
C17 N3 1.324(10) . ?
C17 H17 0.9300 . ?
N3 C19 1.452(9) . ?
N3 C18 1.463(9) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Er1 O8 96.85(18) 1_656 2_656 ?
O7 Er1 O11 156.48(18) 1_656 . ?
O8 Er1 O11 73.33(19) 2_656 . ?
O7 Er1 O5 96.28(17) 1_656 2_666 ?
O8 Er1 O5 138.34(18) 2_656 2_666 ?
O11 Er1 O5 79.07(18) . 2_666 ?
O7 Er1 O9 77.30(17) 1_656 . ?
O8 Er1 O9 71.04(19) 2_656 . ?
O11 Er1 O9 117.57(18) . . ?
O5 Er1 O9 150.59(19) 2_666 . ?
O7 Er1 O2 75.26(18) 1_656 . ?
O8 Er1 O2 146.76(18) 2_656 . ?
O11 Er1 O2 124.46(18) . . ?
O5 Er1 O2 74.89(18) 2_666 . ?
O9 Er1 O2 75.72(19) . . ?
O7 Er1 O1 128.52(18) 1_656 . ?
O8 Er1 O1 116.39(17) 2_656 . ?
O11 Er1 O1 74.35(18) . . ?
O5 Er1 O1 84.32(17) 2_666 . ?
O9 Er1 O1 78.00(18) . . ?
O2 Er1 O1 55.12(17) . . ?
O7 Er1 O10 74.58(17) 1_656 . ?
O8 Er1 O10 73.64(18) 2_656 . ?
O11 Er1 O10 82.09(17) . . ?
O5 Er1 O10 72.14(18) 2_666 . ?
O9 Er1 O10 131.15(17) . . ?
O2 Er1 O10 131.85(18) . . ?
O1 Er1 O10 149.43(17) . . ?
C1 O1 Er1 91.6(4) . . ?
C1 O2 Er1 92.6(5) . . ?
O2 C1 O1 119.4(7) . . ?
O2 C1 C2 119.7(6) . . ?
O1 C1 C2 120.9(6) . . ?
C3 C2 C7 119.6(7) . . ?
C3 C2 C1 119.6(6) . . ?
C7 C2 C1 120.3(7) . . ?
C4 C3 C2 121.4(7) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 118.9(7) . . ?
C3 C4 C8 122.0(7) . . ?
C5 C4 C8 118.9(7) . . ?
C6 C5 C4 119.3(8) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 121.9(7) . . ?
C5 C6 N1 125.2(7) . . ?
C7 C6 N1 112.8(7) . . ?
C6 C7 C2 118.8(7) . . ?
C6 C7 H7 120.6 . . ?
C2 C7 H7 120.6 . . ?
O4 C8 O3 123.8(7) . . ?
O4 C8 C4 117.9(6) . . ?
O3 C8 C4 118.3(7) . . ?
N2 N1 C6 115.1(6) . . ?
N1 N2 C14 110.6(6) . . ?
O5 C9 O6 121.8(7) . . ?
O5 C9 C10 123.0(6) . . ?
O6 C9 C10 115.2(6) . . ?
C9 O5 Er1 148.8(5) . 2_666 ?
C9 O6 H6 109.5 . . ?
C11 C10 C15 120.8(7) . . ?
C11 C10 C9 120.0(6) . . ?
C15 C10 C9 119.2(7) . . ?
C12 C11 C10 120.3(7) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 119.5(7) . . ?
C11 C12 C16 121.2(6) . . ?
C13 C12 C16 119.3(7) . . ?
C14 C13 C12 120.1(7) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.6(7) . . ?
C13 C14 N2 123.4(7) . . ?
C15 C14 N2 116.0(7) . . ?
C10 C15 C14 118.5(7) . . ?
C10 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
O7 C16 O8 122.7(7) . . ?
O7 C16 C12 119.2(7) . . ?
O8 C16 C12 118.1(6) . . ?
C16 O7 Er1 152.7(5) . 1_454 ?
C16 O8 Er1 141.1(5) . 2_656 ?
Er1 O9 H9A 109.9 . . ?
Er1 O9 H9B 109.5 . . ?
H9A O9 H9B 109.0 . . ?
Er1 O10 H10A 111.0 . . ?
Er1 O10 H10B 110.7 . . ?
H10A O10 H10B 107.8 . . ?
C17 O11 Er1 137.3(5) . . ?
O11 C17 N3 124.7(8) . . ?
O11 C17 H17 117.7 . . ?
N3 C17 H17 117.7 . . ?
C17 N3 C19 121.4(7) . . ?
C17 N3 C18 121.2(7) . . ?
C19 N3 C18 117.3(7) . . ?
N3 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
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 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O7 Er1 O1 C1 24.5(5) 1_656 . . . ?
O8 Er1 O1 C1 148.9(4) 2_656 . . . ?
O11 Er1 O1 C1 -149.2(5) . . . . ?
O5 Er1 O1 C1 -69.0(4) 2_666 . . . ?
O9 Er1 O1 C1 87.3(4) . . . . ?
O2 Er1 O1 C1 6.5(4) . . . . ?
O10 Er1 O1 C1 -108.3(5) . . . . ?
O7 Er1 O2 C1 -172.1(4) 1_656 . . . ?
O8 Er1 O2 C1 -92.3(5) 2_656 . . . ?
O11 Er1 O2 C1 22.1(5) . . . . ?
O5 Er1 O2 C1 87.0(4) 2_666 . . . ?
O9 Er1 O2 C1 -91.8(4) . . . . ?
O1 Er1 O2 C1 -6.6(4) . . . . ?
O10 Er1 O2 C1 135.1(4) . . . . ?
Er1 O2 C1 O1 11.6(7) . . . . ?
Er1 O2 C1 C2 -165.4(6) . . . . ?
Er1 O1 C1 O2 -11.5(7) . . . . ?
Er1 O1 C1 C2 165.4(6) . . . . ?
O2 C1 C2 C3 18.1(11) . . . . ?
O1 C1 C2 C3 -158.9(7) . . . . ?
O2 C1 C2 C7 -170.4(7) . . . . ?
O1 C1 C2 C7 12.7(11) . . . . ?
C7 C2 C3 C4 -1.5(11) . . . . ?
C1 C2 C3 C4 170.0(6) . . . . ?
C2 C3 C4 C5 2.4(11) . . . . ?
C2 C3 C4 C8 -173.6(6) . . . . ?
C3 C4 C5 C6 -1.0(11) . . . . ?
C8 C4 C5 C6 175.2(6) . . . . ?
C4 C5 C6 C7 -1.4(11) . . . . ?
C4 C5 C6 N1 -178.8(6) . . . . ?
C5 C6 C7 C2 2.2(11) . . . . ?
N1 C6 C7 C2 180.0(6) . . . . ?
C3 C2 C7 C6 -0.8(11) . . . . ?
C1 C2 C7 C6 -172.3(7) . . . . ?
C3 C4 C8 O4 178.3(7) . . . . ?
C5 C4 C8 O4 2.3(10) . . . . ?
C3 C4 C8 O3 -1.1(10) . . . . ?
C5 C4 C8 O3 -177.1(6) . . . . ?
C5 C6 N1 N2 -0.3(10) . . . . ?
C7 C6 N1 N2 -178.0(6) . . . . ?
C6 N1 N2 C14 -179.9(6) . . . . ?
O6 C9 O5 Er1 -80.3(12) . . . 2_666 ?
C10 C9 O5 Er1 100.3(10) . . . 2_666 ?
O5 C9 C10 C11 -161.5(7) . . . . ?
O6 C9 C10 C11 19.1(10) . . . . ?
O5 C9 C10 C15 16.6(10) . . . . ?
O6 C9 C10 C15 -162.8(7) . . . . ?
C15 C10 C11 C12 -0.5(11) . . . . ?
C9 C10 C11 C12 177.6(7) . . . . ?
C10 C11 C12 C13 1.5(11) . . . . ?
C10 C11 C12 C16 -178.0(6) . . . . ?
C11 C12 C13 C14 -0.3(11) . . . . ?
C16 C12 C13 C14 179.2(6) . . . . ?
C12 C13 C14 C15 -2.0(11) . . . . ?
C12 C13 C14 N2 179.4(6) . . . . ?
N1 N2 C14 C13 0.6(10) . . . . ?
N1 N2 C14 C15 -178.1(6) . . . . ?
C11 C10 C15 C14 -1.8(11) . . . . ?
C9 C10 C15 C14 -179.9(6) . . . . ?
C13 C14 C15 C10 3.0(11) . . . . ?
N2 C14 C15 C10 -178.2(6) . . . . ?
C11 C12 C16 O7 -4.5(11) . . . . ?
C13 C12 C16 O7 176.0(6) . . . . ?
C11 C12 C16 O8 177.3(7) . . . . ?
C13 C12 C16 O8 -2.2(10) . . . . ?
O8 C16 O7 Er1 -81.8(13) . . . 1_454 ?
C12 C16 O7 Er1 100.1(11) . . . 1_454 ?
O7 C16 O8 Er1 -7.4(12) . . . 2_656 ?
C12 C16 O8 Er1 170.7(5) . . . 2_656 ?
O7 Er1 O11 C17 -16.3(11) 1_656 . . . ?
O8 Er1 O11 C17 -84.2(8) 2_656 . . . ?
O5 Er1 O11 C17 64.3(8) 2_666 . . . ?
O9 Er1 O11 C17 -141.6(8) . . . . ?
O2 Er1 O11 C17 127.2(8) . . . . ?
O1 Er1 O11 C17 151.4(8) . . . . ?
O10 Er1 O11 C17 -9.0(8) . . . . ?
Er1 O11 C17 N3 146.5(6) . . . . ?
O11 C17 N3 C19 -179.4(7) . . . . ?
O11 C17 N3 C18 -2.2(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         3.334
_refine_diff_density_min         -2.110
_refine_diff_density_rms         0.232
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1422704'
_audit_update_record             
;
2016-05-09 deposited with the CCDC.
2016-05-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 N3 O11 Tm'
_chemical_formula_weight         633.29

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                   6.9043(14)
_cell_length_b                   11.198(2)
_cell_length_c                   13.366(3)
_cell_angle_alpha                102.73(3)
_cell_angle_beta                 101.74(3)
_cell_angle_gamma                90.49(3)
_cell_volume                     985.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3360
_cell_measurement_theta_min      1.87
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    2.134
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620
_exptl_absorpt_coefficient_mu    4.576
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.443
_exptl_absorpt_correction_T_max  0.633
_exptl_absorpt_process_details   SADABS

_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 Smart Apex CCD area detector'
_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            8287
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_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         1.87
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3463
_reflns_number_gt                3173
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0247P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3463
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0179
_refine_ls_wR_factor_ref         0.0459
_refine_ls_wR_factor_gt          0.0455
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.001

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 0.606687(18) 0.397369(11) 0.652076(9) 0.00464(6) Uani 1 1 d . . .
O1 O 0.8343(3) 0.33389(19) 0.78959(16) 0.0095(5) Uani 1 1 d . . .
O2 O 0.8106(3) 0.22843(19) 0.62723(16) 0.0098(5) Uani 1 1 d . . .
C1 C 0.8700(4) 0.2397(3) 0.7249(2) 0.0076(6) Uani 1 1 d . . .
C2 C 0.9756(4) 0.1380(3) 0.7651(2) 0.0057(6) Uani 1 1 d . . .
C3 C 0.9587(4) 0.0218(3) 0.6983(2) 0.0067(6) Uani 1 1 d . . .
H3 H 0.8996 0.0116 0.6277 0.008 Uiso 1 1 calc R . .
C4 C 1.0299(4) -0.0793(3) 0.7366(2) 0.0067(6) Uani 1 1 d . . .
C5 C 1.1247(4) -0.0635(3) 0.8408(2) 0.0059(6) Uani 1 1 d . . .
H5 H 1.1727 -0.1306 0.8666 0.007 Uiso 1 1 calc R . .
C6 C 1.1484(4) 0.0547(3) 0.9077(2) 0.0070(6) Uani 1 1 d . . .
C7 C 1.0706(4) 0.1536(3) 0.8691(2) 0.0071(6) Uani 1 1 d . . .
H7 H 1.0825 0.2311 0.9136 0.008 Uiso 1 1 calc R . .
C8 C 0.9947(4) -0.2085(3) 0.6687(2) 0.0057(6) Uani 1 1 d . . .
O3 O 0.8975(3) -0.22436(19) 0.57299(16) 0.0085(5) Uani 1 1 d . . .
O4 O 1.0560(3) -0.29377(19) 0.70944(17) 0.0112(5) Uani 1 1 d . . .
N1 N 1.2384(4) 0.0832(2) 1.0154(2) 0.0078(5) Uani 1 1 d . . .
N2 N 1.3054(4) -0.0036(2) 1.05452(19) 0.0065(5) Uani 1 1 d . . .
C9 C 1.6387(4) -0.1194(3) 1.3778(2) 0.0067(6) Uani 1 1 d . . .
O5 O 1.5861(3) -0.22903(19) 1.34293(17) 0.0101(5) Uani 1 1 d . . .
O6 O 1.7654(4) -0.0776(2) 1.46352(17) 0.0158(5) Uani 1 1 d . . .
H6 H 1.8050 -0.1345 1.4903 0.024 Uiso 1 1 calc R . .
C10 C 1.5584(4) -0.0235(3) 1.3220(2) 0.0053(6) Uani 1 1 d . . .
C11 C 1.5752(4) 0.0995(3) 1.3764(2) 0.0052(6) Uani 1 1 d . . .
H11 H 1.6400 0.1214 1.4465 0.006 Uiso 1 1 calc R . .
C12 C 1.4943(4) 0.1890(3) 1.3250(2) 0.0055(6) Uani 1 1 d . . .
C13 C 1.4048(4) 0.1569(3) 1.2188(2) 0.0064(6) Uani 1 1 d . . .
H13 H 1.3529 0.2170 1.1845 0.008 Uiso 1 1 calc R . .
C14 C 1.3929(4) 0.0349(3) 1.1640(2) 0.0053(6) Uani 1 1 d . . .
C15 C 1.4659(4) -0.0557(3) 1.2156(2) 0.0062(6) Uani 1 1 d . . .
H15 H 1.4534 -0.1374 1.1796 0.007 Uiso 1 1 calc R . .
C16 C 1.5019(4) 0.3212(3) 1.3828(2) 0.0058(6) Uani 1 1 d . . .
O7 O 1.5937(3) 0.34983(19) 1.47734(16) 0.0079(5) Uani 1 1 d . . .
O8 O 1.4186(3) 0.39565(19) 1.33388(16) 0.0084(4) Uani 1 1 d . . .
O9 O 0.9031(4) 0.4828(3) 0.6379(2) 0.0109(5) Uani 1 1 d . . .
H9A H 0.972(6) 0.455(4) 0.614(3) 0.013(13) Uiso 1 1 d . . .
H9B H 0.925(6) 0.546(4) 0.656(3) 0.019(13) Uiso 1 1 d . . .
O10 O 0.2654(3) 0.4257(2) 0.56941(19) 0.0091(5) Uani 1 1 d . . .
H10A H 0.223(6) 0.376(4) 0.528(3) 0.027(14) Uiso 1 1 d . . .
H10B H 0.243(7) 0.481(4) 0.539(4) 0.037(14) Uiso 1 1 d . . .
O11 O 0.4906(3) 0.4705(2) 0.80201(17) 0.0110(5) Uani 1 1 d . . .
C17 C 0.3272(5) 0.4921(3) 0.8255(2) 0.0109(7) Uani 1 1 d . . .
H17 H 0.2169 0.4438 0.7845 0.013 Uiso 1 1 calc R . .
N3 N 0.3007(4) 0.5790(2) 0.9045(2) 0.0109(6) Uani 1 1 d . . .
C18 C 0.4630(5) 0.6618(3) 0.9702(3) 0.0181(8) Uani 1 1 d . . .
H18A H 0.5843 0.6385 0.9488 0.027 Uiso 1 1 calc R . .
H18B H 0.4738 0.6577 1.0421 0.027 Uiso 1 1 calc R . .
H18C H 0.4380 0.7441 0.9632 0.027 Uiso 1 1 calc R . .
C19 C 0.1038(5) 0.6010(3) 0.9276(3) 0.0179(8) Uani 1 1 d . . .
H19A H 0.0606 0.6769 0.9109 0.027 Uiso 1 1 calc R . .
H19B H 0.1098 0.6055 1.0007 0.027 Uiso 1 1 calc R . .
H19C H 0.0120 0.5351 0.8862 0.027 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tm1 O7 2.261(2) 1_454 ?
Tm1 O8 2.295(2) 2_767 ?
Tm1 O11 2.296(2) . ?
Tm1 O9 2.312(3) . ?
Tm1 O5 2.319(2) 2_757 ?
Tm1 O2 2.373(2) . ?
Tm1 O1 2.403(2) . ?
Tm1 O10 2.446(2) . ?
Tm1 C1 2.732(3) . ?
O1 C1 1.269(4) . ?
O2 C1 1.264(4) . ?
C1 C2 1.497(4) . ?
C2 C7 1.383(4) . ?
C2 C3 1.396(4) . ?
C3 C4 1.396(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(4) . ?
C4 C8 1.517(4) . ?
C5 C6 1.412(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(4) . ?
C6 N1 1.410(4) . ?
C7 H7 0.9300 . ?
C8 O4 1.237(4) . ?
C8 O3 1.291(4) . ?
N1 N2 1.251(4) . ?
N2 C14 1.431(4) . ?
C9 O5 1.236(4) . ?
C9 O6 1.283(4) . ?
C9 C10 1.487(4) . ?
O5 Tm1 2.319(2) 2_757 ?
O6 H6 0.8200 . ?
C10 C11 1.400(4) . ?
C10 C15 1.400(4) . ?
C11 C12 1.395(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.392(4) . ?
C12 C16 1.506(4) . ?
C13 C14 1.394(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.391(4) . ?
C15 H15 0.9300 . ?
C16 O8 1.245(4) . ?
C16 O7 1.262(4) . ?
O7 Tm1 2.261(2) 1_656 ?
O8 Tm1 2.295(2) 2_767 ?
O9 H9A 0.67(4) . ?
O9 H9B 0.71(4) . ?
O10 H10A 0.71(4) . ?
O10 H10B 0.81(5) . ?
O11 C17 1.242(4) . ?
C17 N3 1.314(4) . ?
C17 H17 0.9300 . ?
N3 C18 1.452(4) . ?
N3 C19 1.465(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Tm1 O8 95.76(8) 1_454 2_767 ?
O7 Tm1 O11 155.81(8) 1_454 . ?
O8 Tm1 O11 73.74(8) 2_767 . ?
O7 Tm1 O9 76.73(9) 1_454 . ?
O8 Tm1 O9 70.66(9) 2_767 . ?
O11 Tm1 O9 118.09(9) . . ?
O7 Tm1 O5 96.95(8) 1_454 2_757 ?
O8 Tm1 O5 138.79(8) 2_767 2_757 ?
O11 Tm1 O5 78.87(8) . 2_757 ?
O9 Tm1 O5 150.54(9) . 2_757 ?
O7 Tm1 O2 75.84(8) 1_454 . ?
O8 Tm1 O2 146.50(8) 2_767 . ?
O11 Tm1 O2 124.67(8) . . ?
O9 Tm1 O2 75.85(9) . . ?
O5 Tm1 O2 74.71(8) 2_757 . ?
O7 Tm1 O1 129.00(8) 1_454 . ?
O8 Tm1 O1 117.11(8) 2_767 . ?
O11 Tm1 O1 74.58(8) . . ?
O9 Tm1 O1 78.94(9) . . ?
O5 Tm1 O1 83.42(8) 2_757 . ?
O2 Tm1 O1 54.94(7) . . ?
O7 Tm1 O10 74.20(8) 1_454 . ?
O8 Tm1 O10 73.56(9) 2_767 . ?
O11 Tm1 O10 81.88(8) . . ?
O9 Tm1 O10 130.62(9) . . ?
O5 Tm1 O10 72.57(9) 2_757 . ?
O2 Tm1 O10 131.87(8) . . ?
O1 Tm1 O10 149.15(8) . . ?
O7 Tm1 C1 103.13(9) 1_454 . ?
O8 Tm1 C1 138.91(8) 2_767 . ?
O11 Tm1 C1 98.76(9) . . ?
O9 Tm1 C1 78.59(9) . . ?
O5 Tm1 C1 74.88(8) 2_757 . ?
O2 Tm1 C1 27.54(8) . . ?
O1 Tm1 C1 27.67(8) . . ?
O10 Tm1 C1 146.68(9) . . ?
C1 O1 Tm1 90.77(18) . . ?
C1 O2 Tm1 92.24(18) . . ?
O2 C1 O1 120.9(3) . . ?
O2 C1 C2 119.6(3) . . ?
O1 C1 C2 119.5(3) . . ?
O2 C1 Tm1 60.22(16) . . ?
O1 C1 Tm1 61.56(16) . . ?
C2 C1 Tm1 167.9(2) . . ?
C7 C2 C3 119.6(3) . . ?
C7 C2 C1 121.4(3) . . ?
C3 C2 C1 118.6(3) . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 C8 118.5(3) . . ?
C3 C4 C8 121.6(3) . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 N1 114.7(3) . . ?
C7 C6 C5 119.5(3) . . ?
N1 C6 C5 125.7(3) . . ?
C2 C7 C6 120.6(3) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
O4 C8 O3 123.5(3) . . ?
O4 C8 C4 117.8(3) . . ?
O3 C8 C4 118.8(3) . . ?
N2 N1 C6 117.1(2) . . ?
N1 N2 C14 112.7(2) . . ?
O5 C9 O6 124.1(3) . . ?
O5 C9 C10 121.9(3) . . ?
O6 C9 C10 114.0(3) . . ?
C9 O5 Tm1 148.7(2) . 2_757 ?
C9 O6 H6 109.5 . . ?
C11 C10 C15 120.0(3) . . ?
C11 C10 C9 119.7(3) . . ?
C15 C10 C9 120.3(3) . . ?
C12 C11 C10 119.7(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 C16 119.0(3) . . ?
C11 C12 C16 120.9(3) . . ?
C12 C13 C14 120.1(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 N2 117.1(3) . . ?
C13 C14 N2 122.8(3) . . ?
C14 C15 C10 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
C10 C15 H15 120.1 . . ?
O8 C16 O7 124.1(3) . . ?
O8 C16 C12 117.8(3) . . ?
O7 C16 C12 118.1(3) . . ?
C16 O7 Tm1 152.8(2) . 1_656 ?
C16 O8 Tm1 141.0(2) . 2_767 ?
Tm1 O9 H9A 127(3) . . ?
Tm1 O9 H9B 120(3) . . ?
H9A O9 H9B 112(5) . . ?
Tm1 O10 H10A 113(3) . . ?
Tm1 O10 H10B 119(3) . . ?
H10A O10 H10B 99(4) . . ?
C17 O11 Tm1 137.0(2) . . ?
O11 C17 N3 124.0(3) . . ?
O11 C17 H17 118.0 . . ?
N3 C17 H17 118.0 . . ?
C17 N3 C18 121.8(3) . . ?
C17 N3 C19 121.5(3) . . ?
C18 N3 C19 116.6(3) . . ?
N3 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
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 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O7 Tm1 O1 C1 -23.8(2) 1_454 . . . ?
O8 Tm1 O1 C1 -147.86(17) 2_767 . . . ?
O11 Tm1 O1 C1 150.02(19) . . . . ?
O9 Tm1 O1 C1 -86.50(18) . . . . ?
O5 Tm1 O1 C1 69.80(18) 2_757 . . . ?
O2 Tm1 O1 C1 -6.12(17) . . . . ?
O10 Tm1 O1 C1 108.4(2) . . . . ?
O7 Tm1 O2 C1 172.03(19) 1_454 . . . ?
O8 Tm1 O2 C1 93.2(2) 2_767 . . . ?
O11 Tm1 O2 C1 -22.2(2) . . . . ?
O9 Tm1 O2 C1 92.43(19) . . . . ?
O5 Tm1 O2 C1 -86.53(18) 2_757 . . . ?
O1 Tm1 O2 C1 6.14(17) . . . . ?
O10 Tm1 O2 C1 -135.07(17) . . . . ?
Tm1 O2 C1 O1 -11.1(3) . . . . ?
Tm1 O2 C1 C2 166.0(2) . . . . ?
Tm1 O1 C1 O2 11.0(3) . . . . ?
Tm1 O1 C1 C2 -166.2(2) . . . . ?
O7 Tm1 C1 O2 -7.94(19) 1_454 . . . ?
O8 Tm1 C1 O2 -123.03(18) 2_767 . . . ?
O11 Tm1 C1 O2 161.71(17) . . . . ?
O9 Tm1 C1 O2 -81.23(19) . . . . ?
O5 Tm1 C1 O2 85.83(18) 2_757 . . . ?
O1 Tm1 C1 O2 -169.1(3) . . . . ?
O10 Tm1 C1 O2 73.2(2) . . . . ?
O7 Tm1 C1 O1 161.19(17) 1_454 . . . ?
O8 Tm1 C1 O1 46.1(2) 2_767 . . . ?
O11 Tm1 C1 O1 -29.17(18) . . . . ?
O9 Tm1 C1 O1 87.90(18) . . . . ?
O5 Tm1 C1 O1 -105.04(18) 2_757 . . . ?
O2 Tm1 C1 O1 169.1(3) . . . . ?
O10 Tm1 C1 O1 -117.68(19) . . . . ?
O7 Tm1 C1 C2 -100.4(10) 1_454 . . . ?
O8 Tm1 C1 C2 144.5(9) 2_767 . . . ?
O11 Tm1 C1 C2 69.2(10) . . . . ?
O9 Tm1 C1 C2 -173.7(10) . . . . ?
O5 Tm1 C1 C2 -6.6(10) 2_757 . . . ?
O2 Tm1 C1 C2 -92.5(10) . . . . ?
O1 Tm1 C1 C2 98.4(10) . . . . ?
O10 Tm1 C1 C2 -19.3(11) . . . . ?
O2 C1 C2 C7 169.5(3) . . . . ?
O1 C1 C2 C7 -13.3(4) . . . . ?
Tm1 C1 C2 C7 -105.0(10) . . . . ?
O2 C1 C2 C3 -17.5(4) . . . . ?
O1 C1 C2 C3 159.7(3) . . . . ?
Tm1 C1 C2 C3 68.0(11) . . . . ?
C7 C2 C3 C4 2.5(4) . . . . ?
C1 C2 C3 C4 -170.6(3) . . . . ?
C2 C3 C4 C5 -2.5(4) . . . . ?
C2 C3 C4 C8 173.6(3) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C8 C4 C5 C6 -176.0(3) . . . . ?
C4 C5 C6 C7 2.0(4) . . . . ?
C4 C5 C6 N1 178.7(3) . . . . ?
C3 C2 C7 C6 -0.3(4) . . . . ?
C1 C2 C7 C6 172.6(3) . . . . ?
N1 C6 C7 C2 -179.0(3) . . . . ?
C5 C6 C7 C2 -2.0(4) . . . . ?
C5 C4 C8 O4 -1.2(4) . . . . ?
C3 C4 C8 O4 -177.4(3) . . . . ?
C5 C4 C8 O3 176.5(3) . . . . ?
C3 C4 C8 O3 0.4(4) . . . . ?
C7 C6 N1 N2 177.9(3) . . . . ?
C5 C6 N1 N2 1.1(4) . . . . ?
C6 N1 N2 C14 -179.8(2) . . . . ?
O6 C9 O5 Tm1 79.0(5) . . . 2_757 ?
C10 C9 O5 Tm1 -101.2(4) . . . 2_757 ?
O5 C9 C10 C11 161.5(3) . . . . ?
O6 C9 C10 C11 -18.7(4) . . . . ?
O5 C9 C10 C15 -18.4(4) . . . . ?
O6 C9 C10 C15 161.5(3) . . . . ?
C15 C10 C11 C12 1.9(4) . . . . ?
C9 C10 C11 C12 -178.0(3) . . . . ?
C10 C11 C12 C13 -2.8(4) . . . . ?
C10 C11 C12 C16 177.2(3) . . . . ?
C11 C12 C13 C14 1.0(4) . . . . ?
C16 C12 C13 C14 -178.9(3) . . . . ?
C12 C13 C14 C15 1.6(4) . . . . ?
C12 C13 C14 N2 -179.1(3) . . . . ?
N1 N2 C14 C15 177.9(3) . . . . ?
N1 N2 C14 C13 -1.4(4) . . . . ?
C13 C14 C15 C10 -2.5(4) . . . . ?
N2 C14 C15 C10 178.2(3) . . . . ?
C11 C10 C15 C14 0.7(4) . . . . ?
C9 C10 C15 C14 -179.4(3) . . . . ?
C13 C12 C16 O8 3.4(4) . . . . ?
C11 C12 C16 O8 -176.5(3) . . . . ?
C13 C12 C16 O7 -175.9(3) . . . . ?
C11 C12 C16 O7 4.1(4) . . . . ?
O8 C16 O7 Tm1 79.1(5) . . . 1_656 ?
C12 C16 O7 Tm1 -101.6(4) . . . 1_656 ?
O7 C16 O8 Tm1 10.8(5) . . . 2_767 ?
C12 C16 O8 Tm1 -168.5(2) . . . 2_767 ?
O7 Tm1 O11 C17 19.0(4) 1_454 . . . ?
O8 Tm1 O11 C17 85.7(3) 2_767 . . . ?
O9 Tm1 O11 C17 142.6(3) . . . . ?
O5 Tm1 O11 C17 -63.1(3) 2_757 . . . ?
O2 Tm1 O11 C17 -125.6(3) . . . . ?
O1 Tm1 O11 C17 -149.3(3) . . . . ?
O10 Tm1 O11 C17 10.6(3) . . . . ?
C1 Tm1 O11 C17 -135.7(3) . . . . ?
Tm1 O11 C17 N3 -149.0(3) . . . . ?
O11 C17 N3 C18 2.4(5) . . . . ?
O11 C17 N3 C19 179.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.106
