# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

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

data_TbLOMe
_database_code_depnum_ccdc_archive 'CCDC 1557990'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            TbL'-OMe
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H27 N12 O11 Tb'
_chemical_formula_weight         746.43

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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.5547(5)
_cell_length_b                   11.6314(6)
_cell_length_c                   14.5948(8)
_cell_angle_alpha                109.5260(10)
_cell_angle_beta                 94.3410(10)
_cell_angle_gamma                100.0260(10)
_cell_volume                     1333.71(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    5545
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      30.68

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   0.5150
_exptl_transmission_factor_max   0.8320
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    2.732
_shelx_estimated_absorpt_T_min   0.515
_shelx_estimated_absorpt_T_max   0.832
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS; Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            9959
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0166
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.959
_diffrn_reflns_theta_max         30.967
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.874
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.874
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             7410
_reflns_number_gt                6694
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART APEX-II'
_computing_cell_refinement       'Bruker SMART APEX-II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0279P)²+0.3783P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7410
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0601
_refine_ls_wR_factor_gt          0.0579
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1384(3) 0.5382(2) 0.28045(18) 0.0166(5) Uani 1 1 d . . . . .
H1A H 0.0556 0.5870 0.2770 0.020 Uiso 1 1 calc R U . . .
H1B H 0.2410 0.5978 0.3128 0.020 Uiso 1 1 calc R U . . .
C2 C 0.0905(3) 0.4574(3) 0.34139(19) 0.0178(5) Uani 1 1 d . . . . .
H2A H 0.0761 0.5104 0.4078 0.021 Uiso 1 1 calc R U . . .
H2B H -0.0122 0.3975 0.3097 0.021 Uiso 1 1 calc R U . . .
C3 C 0.2766(3) 0.3940(2) 0.43291(18) 0.0146(5) Uani 1 1 d . . . . .
H3 H 0.2333 0.4344 0.4902 0.017 Uiso 1 1 calc R U . . .
C4 C 0.4113(3) 0.3356(2) 0.43916(18) 0.0144(5) Uani 1 1 d . . . . .
C5 C 0.4945(3) 0.3206(2) 0.51658(18) 0.0172(5) Uani 1 1 d . . . . .
H5 H 0.4740 0.3451 0.5827 0.021 Uiso 1 1 calc R U . . .
C6 C 0.6006(3) 0.2453(2) 0.38200(19) 0.0182(5) Uani 1 1 d . . . . .
H6 H 0.6700 0.2075 0.3390 0.022 Uiso 1 1 calc R U . . .
C7 C -0.0036(3) 0.4020(3) 0.11853(19) 0.0200(5) Uani 1 1 d . . . . .
H7A H -0.0212 0.4464 0.0726 0.024 Uiso 1 1 calc R U . . .
H7B H -0.0874 0.4127 0.1621 0.024 Uiso 1 1 calc R U . . .
C8 C -0.0228(3) 0.2641(3) 0.0598(2) 0.0217(5) Uani 1 1 d . . . . .
H8A H -0.1374 0.2256 0.0348 0.026 Uiso 1 1 calc R U . . .
H8B H 0.0368 0.2531 0.0029 0.026 Uiso 1 1 calc R U . . .
C9 C -0.0553(3) 0.1216(3) 0.1437(2) 0.0260(6) Uani 1 1 d . . . . .
H9 H -0.1645 0.0952 0.1144 0.031 Uiso 1 1 calc R U . . .
C10 C 0.0065(4) 0.0692(3) 0.2115(2) 0.0246(6) Uani 1 1 d . . . . .
C11 C -0.0676(4) -0.0137(3) 0.2510(2) 0.0362(8) Uani 1 1 d . . . . .
H11 H -0.1770 -0.0558 0.2362 0.043 Uiso 1 1 calc R U . . .
C12 C 0.1859(4) 0.0516(3) 0.3140(2) 0.0272(6) Uani 1 1 d . . . . .
H12 H 0.2847 0.0613 0.3530 0.033 Uiso 1 1 calc R U . . .
C13 C 0.2598(3) 0.5324(2) 0.13203(19) 0.0165(5) Uani 1 1 d . . . . .
C14 C 0.3033(3) 0.4413(2) 0.04304(19) 0.0163(5) Uani 1 1 d . . . . .
C15 C 0.3055(3) 0.4412(3) -0.0499(2) 0.0197(5) Uani 1 1 d . . . . .
H15 H 0.2794 0.5027 -0.0743 0.024 Uiso 1 1 calc R U . . .
C16 C 0.3787(3) 0.2731(3) -0.03907(19) 0.0188(5) Uani 1 1 d . . . . .
H16 H 0.4133 0.1963 -0.0566 0.023 Uiso 1 1 calc R U . . .
C17 C 0.2059(5) 0.7379(3) 0.1706(2) 0.0353(8) Uani 1 1 d . . . . .
H17A H 0.1250 0.7354 0.2144 0.053 Uiso 1 1 calc R U . . .
H17B H 0.1898 0.7966 0.1375 0.053 Uiso 1 1 calc R U . . .
H17C H 0.3132 0.7652 0.2091 0.053 Uiso 1 1 calc R U . . .
C18 C 0.4133(4) 0.0924(3) 0.6405(2) 0.0313(7) Uani 1 1 d . . . . .
H18A H 0.4994 0.1095 0.6032 0.047 Uiso 1 1 calc R U . . .
H18B H 0.3199 0.0353 0.5950 0.047 Uiso 1 1 calc R U . . .
H18C H 0.4505 0.0541 0.6862 0.047 Uiso 1 1 calc R U . . .
H13 H 0.353(3) 0.581(3) 0.180(2) 0.011(7) Uiso 1 1 d . . . . .
H19 H 0.303(4) 0.214(4) 0.661(3) 0.036(11) Uiso 1 1 d . . . . .
N1 N 0.1566(2) 0.4608(2) 0.17953(15) 0.0153(4) Uani 1 1 d . . . . .
N2 N 0.2174(2) 0.3899(2) 0.34855(15) 0.0144(4) Uani 1 1 d . . . . .
N3 N 0.4787(2) 0.2875(2) 0.35483(15) 0.0154(4) Uani 1 1 d . . . . .
N4 N 0.6145(3) 0.2626(2) 0.47841(16) 0.0176(4) Uani 1 1 d . . . . .
H4 H 0.6873 0.2406 0.5112 0.021 Uiso 1 1 calc R U . . .
N5 N 0.0401(3) 0.2045(2) 0.12394(16) 0.0195(4) Uani 1 1 d . . . . .
N6 N 0.1675(3) 0.1097(2) 0.25181(16) 0.0202(5) Uani 1 1 d . . . . .
N7 N 0.0477(4) -0.0232(2) 0.31568(19) 0.0360(7) Uani 1 1 d . . . . .
H7 H 0.0345 -0.0699 0.3522 0.043 Uiso 1 1 calc R U . . .
N8 N 0.3492(2) 0.3345(2) 0.04975(16) 0.0161(4) Uani 1 1 d . . . . .
N9 N 0.3533(3) 0.3330(2) -0.10151(16) 0.0186(4) Uani 1 1 d . . . . .
H9A H 0.3651 0.3079 -0.1640 0.022 Uiso 1 1 calc R U . . .
N10 N 0.3929(3) 0.0300(2) 0.09100(16) 0.0190(4) Uani 1 1 d . . . . .
N11 N 0.6312(2) 0.4632(2) 0.25318(16) 0.0167(4) Uani 1 1 d . . . . .
N12 N -0.0281(3) 0.1916(2) 0.53049(18) 0.0229(5) Uani 1 1 d . . . . .
O1 O 0.1910(2) 0.61718(18) 0.09941(14) 0.0221(4) Uani 1 1 d . . . . .
O2 O 0.4822(2) 0.10024(18) 0.17006(14) 0.0225(4) Uani 1 1 d . . . . .
O3 O 0.2907(2) 0.07756(18) 0.05654(14) 0.0208(4) Uani 1 1 d . . . . .
O4 O 0.4034(2) -0.07877(17) 0.04991(16) 0.0259(4) Uani 1 1 d . . . . .
O5 O 0.4929(2) 0.48587(16) 0.26959(13) 0.0155(3) Uani 1 1 d . . . . .
O6 O 0.6351(2) 0.35267(17) 0.20106(14) 0.0191(4) Uani 1 1 d . . . . .
O7 O 0.7526(2) 0.5462(2) 0.28691(17) 0.0309(5) Uani 1 1 d . . . . .
O8 O 0.0928(3) 0.1569(2) 0.55765(17) 0.0339(5) Uani 1 1 d . . . . .
O9 O -0.1559(2) 0.1690(2) 0.56589(15) 0.0258(4) Uani 1 1 d . . . . .
O10 O -0.0252(3) 0.2446(2) 0.47018(19) 0.0379(6) Uani 1 1 d . . . . .
O11 O 0.3697(2) 0.20634(19) 0.69425(15) 0.0227(4) Uani 1 1 d . . . . .
Tb1 Tb 0.32910(2) 0.27428(2) 0.19790(2) 0.01205(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.484(3) . ?
C1 C2 1.524(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.463(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.278(3) . ?
C3 C4 1.448(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.366(3) . ?
C4 N3 1.385(3) . ?
C5 N4 1.377(3) . ?
C5 H5 0.9500 . ?
C6 N3 1.316(3) . ?
C6 N4 1.346(3) . ?
C6 H6 0.9500 . ?
C7 N1 1.490(3) . ?
C7 C8 1.518(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N5 1.461(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N5 1.275(4) . ?
C9 C10 1.438(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.370(4) . ?
C10 N6 1.390(4) . ?
C11 N7 1.357(5) . ?
C11 H11 0.9500 . ?
C12 N6 1.316(4) . ?
C12 N7 1.348(4) . ?
C12 H12 0.9500 . ?
C13 O1 1.421(3) . ?
C13 N1 1.475(3) . ?
C13 C14 1.497(3) . ?
C13 H13 0.97(3) . ?
C14 C15 1.357(3) . ?
C14 N8 1.397(3) . ?
C15 N9 1.382(3) . ?
C15 H15 0.9500 . ?
C16 N8 1.322(3) . ?
C16 N9 1.345(3) . ?
C16 H16 0.9500 . ?
C17 O1 1.418(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O11 1.426(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 Tb1 2.899(2) . ?
N2 Tb1 2.519(2) . ?
N3 Tb1 2.482(2) . ?
N4 H4 0.8800 . ?
N5 Tb1 2.499(2) . ?
N6 Tb1 2.538(2) . ?
N7 H7 0.8800 . ?
N8 Tb1 2.494(2) . ?
N9 H9A 0.8800 . ?
N10 O4 1.229(3) . ?
N10 O2 1.266(3) . ?
N10 O3 1.269(3) . ?
N11 O7 1.228(3) . ?
N11 O6 1.264(3) . ?
N11 O5 1.279(3) . ?
N12 O10 1.231(3) . ?
N12 O8 1.257(3) . ?
N12 O9 1.268(3) . ?
O2 Tb1 2.5362(19) . ?
O3 Tb1 2.4658(19) . ?
O5 Tb1 2.4436(18) . ?
O6 Tb1 2.6092(18) . ?
O11 H19 0.75(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 111.2(2) . . ?
N1 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N2 C2 C1 108.39(19) . . ?
N2 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
N2 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
N2 C3 C4 118.5(2) . . ?
N2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 N3 109.8(2) . . ?
C5 C4 C3 131.8(2) . . ?
N3 C4 C3 118.3(2) . . ?
C4 C5 N4 105.4(2) . . ?
C4 C5 H5 127.3 . . ?
N4 C5 H5 127.3 . . ?
N3 C6 N4 111.4(2) . . ?
N3 C6 H6 124.3 . . ?
N4 C6 H6 124.3 . . ?
N1 C7 C8 113.7(2) . . ?
N1 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
N5 C8 C7 108.4(2) . . ?
N5 C8 H8A 110.0 . . ?
C7 C8 H8A 110.0 . . ?
N5 C8 H8B 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
N5 C9 C10 118.4(3) . . ?
N5 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 N6 109.6(3) . . ?
C11 C10 C9 131.5(3) . . ?
N6 C10 C9 118.8(2) . . ?
N7 C11 C10 105.8(3) . . ?
N7 C11 H11 127.1 . . ?
C10 C11 H11 127.1 . . ?
N6 C12 N7 111.8(3) . . ?
N6 C12 H12 124.1 . . ?
N7 C12 H12 124.1 . . ?
O1 C13 N1 116.3(2) . . ?
O1 C13 C14 106.5(2) . . ?
N1 C13 C14 107.9(2) . . ?
O1 C13 H13 107.2(16) . . ?
N1 C13 H13 106.6(16) . . ?
C14 C13 H13 112.6(17) . . ?
C15 C14 N8 109.8(2) . . ?
C15 C14 C13 131.0(2) . . ?
N8 C14 C13 119.2(2) . . ?
C14 C15 N9 105.7(2) . . ?
C14 C15 H15 127.1 . . ?
N9 C15 H15 127.1 . . ?
N8 C16 N9 111.5(2) . . ?
N8 C16 H16 124.2 . . ?
N9 C16 H16 124.2 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O11 C18 H18A 109.5 . . ?
O11 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O11 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 N1 C1 112.4(2) . . ?
C13 N1 C7 110.8(2) . . ?
C1 N1 C7 110.40(19) . . ?
C13 N1 Tb1 104.75(13) . . ?
C1 N1 Tb1 106.92(14) . . ?
C7 N1 Tb1 111.41(15) . . ?
C3 N2 C2 119.4(2) . . ?
C3 N2 Tb1 119.64(16) . . ?
C2 N2 Tb1 120.89(15) . . ?
C6 N3 C4 105.6(2) . . ?
C6 N3 Tb1 136.89(17) . . ?
C4 N3 Tb1 116.78(15) . . ?
C6 N4 C5 107.9(2) . . ?
C6 N4 H4 126.1 . . ?
C5 N4 H4 126.1 . . ?
C9 N5 C8 119.1(2) . . ?
C9 N5 Tb1 121.72(19) . . ?
C8 N5 Tb1 119.12(16) . . ?
C12 N6 C10 104.9(2) . . ?
C12 N6 Tb1 139.1(2) . . ?
C10 N6 Tb1 115.87(17) . . ?
C12 N7 C11 107.9(3) . . ?
C12 N7 H7 126.1 . . ?
C11 N7 H7 126.1 . . ?
C16 N8 C14 105.2(2) . . ?
C16 N8 Tb1 131.46(17) . . ?
C14 N8 Tb1 122.69(16) . . ?
C16 N9 C15 107.8(2) . . ?
C16 N9 H9A 126.1 . . ?
C15 N9 H9A 126.1 . . ?
O4 N10 O2 121.9(2) . . ?
O4 N10 O3 121.6(2) . . ?
O2 N10 O3 116.5(2) . . ?
O7 N11 O6 122.7(2) . . ?
O7 N11 O5 120.6(2) . . ?
O6 N11 O5 116.7(2) . . ?
O10 N12 O8 121.8(3) . . ?
O10 N12 O9 120.1(2) . . ?
O8 N12 O9 118.1(2) . . ?
C17 O1 C13 115.5(2) . . ?
N10 O2 Tb1 94.24(14) . . ?
N10 O3 Tb1 97.52(14) . . ?
N11 O5 Tb1 99.89(14) . . ?
N11 O6 Tb1 92.40(13) . . ?
C18 O11 H19 107(3) . . ?
O5 Tb1 O3 142.95(6) . . ?
O5 Tb1 N3 73.72(6) . . ?
O3 Tb1 N3 117.92(7) . . ?
O5 Tb1 N8 78.57(6) . . ?
O3 Tb1 N8 73.83(7) . . ?
N3 Tb1 N8 144.35(7) . . ?
O5 Tb1 N5 129.09(7) . . ?
O3 Tb1 N5 70.41(7) . . ?
N3 Tb1 N5 133.93(7) . . ?
N8 Tb1 N5 81.32(7) . . ?
O5 Tb1 N2 71.86(6) . . ?
O3 Tb1 N2 145.02(7) . . ?
N3 Tb1 N2 65.86(7) . . ?
N8 Tb1 N2 125.27(7) . . ?
N5 Tb1 N2 83.10(7) . . ?
O5 Tb1 O2 115.40(6) . . ?
O3 Tb1 O2 51.02(6) . . ?
N3 Tb1 O2 69.23(6) . . ?
N8 Tb1 O2 104.28(7) . . ?
N5 Tb1 O2 114.74(7) . . ?
N2 Tb1 O2 129.79(6) . . ?
O5 Tb1 N6 139.50(7) . . ?
O3 Tb1 N6 74.86(7) . . ?
N3 Tb1 N6 73.49(7) . . ?
N8 Tb1 N6 140.11(7) . . ?
N5 Tb1 N6 65.22(7) . . ?
N2 Tb1 N6 73.44(7) . . ?
O2 Tb1 N6 73.35(7) . . ?
O5 Tb1 O6 50.60(6) . . ?
O3 Tb1 O6 97.79(6) . . ?
N3 Tb1 O6 70.49(6) . . ?
N8 Tb1 O6 74.68(6) . . ?
N5 Tb1 O6 155.50(7) . . ?
N2 Tb1 O6 114.81(6) . . ?
O2 Tb1 O6 67.71(6) . . ?
N6 Tb1 O6 133.96(7) . . ?
O5 Tb1 N1 67.57(6) . . ?
O3 Tb1 N1 117.83(6) . . ?
N3 Tb1 N1 123.57(6) . . ?
N8 Tb1 N1 62.37(6) . . ?
N5 Tb1 N1 61.64(7) . . ?
N2 Tb1 N1 64.03(6) . . ?
O2 Tb1 N1 166.11(6) . . ?
N6 Tb1 N1 113.86(7) . . ?
O6 Tb1 N1 109.66(6) . . ?

_refine_diff_density_max         1.487
_refine_diff_density_min         -1.098
_refine_diff_density_rms         0.112

####################################################################### 
# 
# 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_TbLOEt
_database_code_depnum_ccdc_archive 'CCDC 1557991'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT972_TbLOEt              
;
PROBLEM: Check Calcd Resid. Dens.  0.69A   From N5             -4.97 eA-3
RESPONSE: The high residual density was found around N5 atom near to the heavy metal atom Tb1. Such residual density is likely not from unaccounted atom types. This alert is probably due to the bad quality of the crystal.
;
_vrf_PLAT306_TbLOEt              
;
PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) .......        O12 Check
RESPONSE: Hydrogen atoms on solvent water molecules were not well resolved due to disorder.
;
_vrf_PLAT971_TbLOEt              
;
PROBLEM: Check Calcd Resid. Dens.  1.33A   From N5              2.95 eA-3
RESPONSE: The high residual density was found around N5 atom near to the heavy metal atom Tb1. Such residual density is likely not from unaccounted atom types. This alert is probably due to the bad quality of the crystal.
;
_vrf_PLAT972_TbLOEt_2            
;
PROBLEM: Check Calcd Resid. Dens.  0.73A   From Tb1            -3.16 eA-3
RESPONSE: The high residual density was found around the heavy metal atom Tb1. Such residual density is likely not from unaccounted atom types. This alert is probably due to the bad quality of the crystal.
;
# Added during the CSD deposition process: Wednesday 17 January 2018 03:52 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            TbL'-OEt
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H33 N12 O12 Tb'
_chemical_formula_weight         792.50

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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.7045(14)
_cell_length_b                   11.7591(19)
_cell_length_c                   16.381(4)
_cell_angle_alpha                105.565(3)
_cell_angle_beta                 94.096(3)
_cell_angle_gamma                111.197(2)
_cell_volume                     1479.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    4085
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      29.07

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_F_000             796
_exptl_transmission_factor_min   0.5330
_exptl_transmission_factor_max   0.7461
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.471
_shelx_estimated_absorpt_T_min   0.487
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS; Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            10188
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.314
_diffrn_reflns_theta_max         30.614
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             7889
_reflns_number_gt                6560
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART APEX-II'
_computing_cell_refinement       'Bruker SMART APEX-II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick,2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+26.3731P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7889
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0672
_refine_ls_wR_factor_ref         0.1513
_refine_ls_wR_factor_gt          0.1438
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_restrained_S_all      1.167
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1709(10) 0.2428(7) 0.3782(5) 0.0183(15) Uani 1 1 d . . . . .
H1A H 0.1147 0.2089 0.4221 0.022 Uiso 1 1 calc R U . . .
H1B H 0.0893 0.2592 0.3427 0.022 Uiso 1 1 calc R U . . .
C2 C 0.3200(10) 0.3690(8) 0.4234(5) 0.0202(16) Uani 1 1 d . . . . .
H2A H 0.2805 0.4376 0.4483 0.024 Uiso 1 1 calc R U . . .
H2B H 0.3868 0.3596 0.4708 0.024 Uiso 1 1 calc R U . . .
C3 C 0.4296(10) 0.5012(8) 0.3379(5) 0.0224(16) Uani 1 1 d . . . . .
H3 H 0.3722 0.5524 0.3638 0.027 Uiso 1 1 calc R U . . .
C4 C 0.5264(10) 0.5323(8) 0.2728(6) 0.0226(16) Uani 1 1 d . . . . .
C5 C 0.5653(11) 0.6354(9) 0.2425(6) 0.0289(19) Uani 1 1 d . . . . .
H5 H 0.5289 0.7039 0.2582 0.035 Uiso 1 1 calc R U . . .
C6 C 0.6896(11) 0.5090(8) 0.1829(5) 0.0243(17) Uani 1 1 d . . . . .
H6 H 0.7576 0.4771 0.1486 0.029 Uiso 1 1 calc R U . . .
C7 C 0.0987(9) 0.0747(8) 0.2392(5) 0.0184(15) Uani 1 1 d . . . . .
H7A H -0.0170 0.0532 0.2505 0.022 Uiso 1 1 calc R U . . .
H7B H 0.1104 -0.0066 0.2108 0.022 Uiso 1 1 calc R U . . .
C8 C 0.1293(9) 0.1572(8) 0.1796(5) 0.0207(16) Uani 1 1 d . . . . .
H8A H 0.0455 0.1122 0.1252 0.025 Uiso 1 1 calc R U . . .
H8B H 0.1210 0.2400 0.2077 0.025 Uiso 1 1 calc R U . . .
C9 C 0.3136(9) 0.1569(7) 0.0832(5) 0.0174(15) Uani 1 1 d . . . . .
H9 H 0.2202 0.1330 0.0392 0.021 Uiso 1 1 calc R U . . .
C10 C 0.4764(10) 0.1690(7) 0.0620(5) 0.0190(15) Uani 1 1 d . . . . .
C11 C 0.5292(10) 0.1540(8) -0.0148(5) 0.0217(16) Uani 1 1 d . . . . .
H11 H 0.4660 0.1365 -0.0697 0.026 Uiso 1 1 calc R U . . .
C12 C 0.7322(10) 0.1938(7) 0.0888(5) 0.0206(16) Uani 1 1 d . . . . .
H12 H 0.8391 0.2076 0.1177 0.025 Uiso 1 1 calc R U . . .
C13 C 0.2354(10) 0.0524(7) 0.3652(5) 0.0179(15) Uani 1 1 d . . . . .
H13 H 0.2488 -0.0197 0.3216 0.021 Uiso 1 1 calc R U . . .
C14 C 0.3926(10) 0.1213(7) 0.4336(5) 0.0179(15) Uani 1 1 d . . . . .
C15 C 0.4202(10) 0.1138(8) 0.5146(5) 0.0215(16) Uani 1 1 d . . . . .
H15 H 0.3409 0.0653 0.5421 0.026 Uiso 1 1 calc R U . . .
C16 C 0.6530(10) 0.2408(7) 0.4871(5) 0.0191(15) Uani 1 1 d . . . . .
H16 H 0.7666 0.2976 0.4940 0.023 Uiso 1 1 calc R U . . .
C17 C -0.0292(10) -0.1201(8) 0.3522(6) 0.0253(18) Uani 1 1 d . . . . .
H17A H 0.0056 -0.1542 0.2979 0.030 Uiso 1 1 calc R U . . .
H17B H -0.1321 -0.1064 0.3376 0.030 Uiso 1 1 calc R U . . .
C18 C -0.0626(12) -0.2129(9) 0.4017(6) 0.031(2) Uani 1 1 d . . . . .
H18A H 0.0368 -0.2316 0.4116 0.047 Uiso 1 1 calc R U . . .
H18B H -0.1580 -0.2926 0.3689 0.047 Uiso 1 1 calc R U . . .
H18C H -0.0886 -0.1755 0.4574 0.047 Uiso 1 1 calc R U . . .
C19 C 0.8511(17) 0.5536(12) 0.8910(8) 0.053(3) Uani 1 1 d . . . . .
H19A H 0.7736 0.5889 0.8708 0.064 Uiso 1 1 calc R U . . .
H19B H 0.9495 0.6262 0.9308 0.064 Uiso 1 1 calc R U . . .
C20 C 0.7639(15) 0.4618(12) 0.9377(7) 0.049(3) Uani 1 1 d . . . . .
H20A H 0.6514 0.4046 0.9044 0.074 Uiso 1 1 calc R U . . .
H20B H 0.7552 0.5104 0.9947 0.074 Uiso 1 1 calc R U . . .
H20C H 0.8285 0.4107 0.9443 0.074 Uiso 1 1 calc R U . . .
N1 N 0.2196(8) 0.1435(6) 0.3217(4) 0.0165(13) Uani 1 1 d . . . . .
N2 N 0.4233(8) 0.4027(6) 0.3598(4) 0.0170(9) Uani 1 1 d . . . . .
N3 N 0.6048(8) 0.4533(6) 0.2344(4) 0.0200(13) Uani 1 1 d . . . . .
N4 N 0.6673(9) 0.6186(7) 0.1851(5) 0.0265(16) Uani 1 1 d . . . . .
H4 H 0.7111 0.6696 0.1548 0.032 Uiso 1 1 calc R U . . .
N5 N 0.2979(8) 0.1789(6) 0.1623(4) 0.0170(9) Uani 1 1 d . . . . .
N6 N 0.6055(8) 0.1961(6) 0.1275(4) 0.0169(13) Uani 1 1 d . . . . .
N7 N 0.6923(9) 0.1695(7) 0.0038(4) 0.0234(15) Uani 1 1 d . . . . .
H7 H 0.7593 0.1645 -0.0336 0.028 Uiso 1 1 calc R U . . .
N8 N 0.5390(8) 0.1999(6) 0.4165(4) 0.0165(12) Uani 1 1 d . . . . .
N9 N 0.5865(9) 0.1911(7) 0.5482(4) 0.0220(14) Uani 1 1 d . . . . .
H9A H 0.6399 0.2055 0.6000 0.026 Uiso 1 1 calc R U . . .
N10 N 0.9052(8) 0.4411(6) 0.3498(4) 0.0204(14) Uani 1 1 d . . . . .
N11 N 0.5963(8) 0.0141(6) 0.2475(4) 0.0176(13) Uani 1 1 d . . . . .
N12 N 0.9432(10) 0.7952(8) 0.0809(5) 0.0279(16) Uani 1 1 d . . . . .
O1 O 0.1026(7) -0.0004(6) 0.4049(4) 0.0245(12) Uani 1 1 d . . . . .
O2 O 0.8695(7) 0.3671(5) 0.2732(4) 0.0217(12) Uani 1 1 d . . . . .
O3 O 0.7866(7) 0.4294(6) 0.3914(4) 0.0235(12) Uani 1 1 d . . . . .
O4 O 1.0486(7) 0.5240(6) 0.3820(4) 0.0317(15) Uani 1 1 d . . . . .
O5 O 0.4534(7) 0.0163(5) 0.2285(4) 0.0194(11) Uani 1 1 d . . . . .
O6 O 0.7201(7) 0.1218(5) 0.2793(4) 0.0209(11) Uani 1 1 d . . . . .
O7 O 0.6128(8) -0.0880(6) 0.2335(4) 0.0312(14) Uani 1 1 d . . . . .
O8 O 1.0121(10) 0.7386(8) 0.1147(5) 0.049(2) Uani 1 1 d . . . . .
O9 O 0.7961(8) 0.7836(7) 0.0895(4) 0.0310(14) Uani 1 1 d . . . . .
O10 O 1.0216(8) 0.8685(7) 0.0416(4) 0.0343(15) Uani 1 1 d . . . . .
O11 O 0.9035(12) 0.4902(8) 0.8203(6) 0.062(3) Uani 1 1 d . . . . .
H11A H 0.9529 0.5422 0.7949 0.093 Uiso 1 1 calc R U . . .
O12 O 0.7287(9) 0.2414(7) 0.7202(4) 0.0342(15) Uani 1 1 d . . . . .
Tb1 Tb 0.55154(5) 0.25570(4) 0.27898(3) 0.01400(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.494(10) . ?
C1 C2 1.522(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.465(10) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.287(10) . ?
C3 C4 1.448(12) . ?
C3 H3 0.9500 . ?
C4 C5 1.370(11) . ?
C4 N3 1.389(10) . ?
C5 N4 1.363(11) . ?
C5 H5 0.9500 . ?
C6 N3 1.312(10) . ?
C6 N4 1.362(11) . ?
C6 H6 0.9500 . ?
C7 N1 1.477(9) . ?
C7 C8 1.525(11) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N5 1.459(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N5 1.278(10) . ?
C9 C10 1.449(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.359(11) . ?
C10 N6 1.379(10) . ?
C11 N7 1.365(11) . ?
C11 H11 0.9500 . ?
C12 N6 1.316(10) . ?
C12 N7 1.337(11) . ?
C12 H12 0.9500 . ?
C13 O1 1.397(9) . ?
C13 N1 1.476(10) . ?
C13 C14 1.508(11) . ?
C13 H13 1.0000 . ?
C14 C15 1.364(11) . ?
C14 N8 1.376(10) . ?
C15 N9 1.375(10) . ?
C15 H15 0.9500 . ?
C16 N8 1.321(10) . ?
C16 N9 1.354(10) . ?
C16 H16 0.9500 . ?
C17 O1 1.443(10) . ?
C17 C18 1.487(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 O11 1.401(14) . ?
C19 C20 1.503(16) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
N1 Tb1 2.933(6) . ?
N2 Tb1 2.523(6) . ?
N3 Tb1 2.515(7) . ?
N4 H4 0.8800 . ?
N5 Tb1 2.524(7) . ?
N6 Tb1 2.518(6) . ?
N7 H7 0.8800 . ?
N8 Tb1 2.509(6) . ?
N9 H9A 0.8800 . ?
N10 O4 1.239(8) . ?
N10 O2 1.262(9) . ?
N10 O3 1.263(9) . ?
N11 O7 1.224(8) . ?
N11 O6 1.271(8) . ?
N11 O5 1.271(8) . ?
N11 Tb1 2.921(6) . ?
N12 O8 1.245(10) . ?
N12 O10 1.249(10) . ?
N12 O9 1.260(9) . ?
O2 Tb1 2.621(6) . ?
O3 Tb1 2.484(6) . ?
O5 Tb1 2.500(5) . ?
O6 Tb1 2.511(5) . ?
O11 H11A 0.8400 . ?

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
N1 C1 C2 112.8(6) . . ?
N1 C1 H1A 109.0 . . ?
C2 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
C2 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
N2 C2 C1 108.3(6) . . ?
N2 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
N2 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
N2 C3 C4 118.4(7) . . ?
N2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 N3 109.9(8) . . ?
C5 C4 C3 130.7(8) . . ?
N3 C4 C3 119.3(7) . . ?
N4 C5 C4 105.4(7) . . ?
N4 C5 H5 127.3 . . ?
C4 C5 H5 127.3 . . ?
N3 C6 N4 111.2(7) . . ?
N3 C6 H6 124.4 . . ?
N4 C6 H6 124.4 . . ?
N1 C7 C8 110.6(6) . . ?
N1 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
N5 C8 C7 106.3(6) . . ?
N5 C8 H8A 110.5 . . ?
C7 C8 H8A 110.5 . . ?
N5 C8 H8B 110.5 . . ?
C7 C8 H8B 110.5 . . ?
H8A C8 H8B 108.7 . . ?
N5 C9 C10 118.8(7) . . ?
N5 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 N6 110.2(7) . . ?
C11 C10 C9 131.3(8) . . ?
N6 C10 C9 118.5(7) . . ?
C10 C11 N7 105.4(7) . . ?
C10 C11 H11 127.3 . . ?
N7 C11 H11 127.3 . . ?
N6 C12 N7 111.8(7) . . ?
N6 C12 H12 124.1 . . ?
N7 C12 H12 124.1 . . ?
O1 C13 N1 116.2(6) . . ?
O1 C13 C14 107.6(6) . . ?
N1 C13 C14 108.2(6) . . ?
O1 C13 H13 108.2 . . ?
N1 C13 H13 108.2 . . ?
C14 C13 H13 108.2 . . ?
C15 C14 N8 109.9(7) . . ?
C15 C14 C13 129.4(7) . . ?
N8 C14 C13 120.6(7) . . ?
C14 C15 N9 105.7(7) . . ?
C14 C15 H15 127.1 . . ?
N9 C15 H15 127.1 . . ?
N8 C16 N9 111.0(7) . . ?
N8 C16 H16 124.5 . . ?
N9 C16 H16 124.5 . . ?
O1 C17 C18 108.3(7) . . ?
O1 C17 H17A 110.0 . . ?
C18 C17 H17A 110.0 . . ?
O1 C17 H17B 110.0 . . ?
C18 C17 H17B 110.0 . . ?
H17A C17 H17B 108.4 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O11 C19 C20 110.0(10) . . ?
O11 C19 H19A 109.7 . . ?
C20 C19 H19A 109.7 . . ?
O11 C19 H19B 109.7 . . ?
C20 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C13 N1 C7 110.8(6) . . ?
C13 N1 C1 111.8(6) . . ?
C7 N1 C1 110.6(6) . . ?
C13 N1 Tb1 104.1(4) . . ?
C7 N1 Tb1 106.9(4) . . ?
C1 N1 Tb1 112.4(4) . . ?
C3 N2 C2 118.1(7) . . ?
C3 N2 Tb1 119.9(5) . . ?
C2 N2 Tb1 121.4(4) . . ?
C6 N3 C4 105.4(7) . . ?
C6 N3 Tb1 138.5(6) . . ?
C4 N3 Tb1 116.1(5) . . ?
C6 N4 C5 108.1(7) . . ?
C6 N4 H4 126.0 . . ?
C5 N4 H4 126.0 . . ?
C9 N5 C8 116.6(7) . . ?
C9 N5 Tb1 120.0(5) . . ?
C8 N5 Tb1 123.4(5) . . ?
C12 N6 C10 104.7(7) . . ?
C12 N6 Tb1 138.4(6) . . ?
C10 N6 Tb1 116.5(5) . . ?
C12 N7 C11 107.8(7) . . ?
C12 N7 H7 126.1 . . ?
C11 N7 H7 126.1 . . ?
C16 N8 C14 105.9(6) . . ?
C16 N8 Tb1 131.5(5) . . ?
C14 N8 Tb1 122.4(5) . . ?
C16 N9 C15 107.5(7) . . ?
C16 N9 H9A 126.2 . . ?
C15 N9 H9A 126.2 . . ?
O4 N10 O2 121.6(7) . . ?
O4 N10 O3 121.6(7) . . ?
O2 N10 O3 116.8(6) . . ?
O7 N11 O6 122.0(7) . . ?
O7 N11 O5 120.7(7) . . ?
O6 N11 O5 117.2(6) . . ?
O7 N11 Tb1 179.1(6) . . ?
O6 N11 Tb1 58.9(3) . . ?
O5 N11 Tb1 58.4(3) . . ?
O8 N12 O10 120.4(8) . . ?
O8 N12 O9 120.1(8) . . ?
O10 N12 O9 119.4(7) . . ?
C13 O1 C17 115.8(6) . . ?
N10 O2 Tb1 93.4(4) . . ?
N10 O3 Tb1 100.0(4) . . ?
N11 O5 Tb1 96.0(4) . . ?
N11 O6 Tb1 95.5(4) . . ?
C19 O11 H11A 109.5 . . ?
O3 Tb1 O5 132.93(18) . . ?
O3 Tb1 N8 72.00(19) . . ?
O5 Tb1 N8 76.64(19) . . ?
O3 Tb1 O6 85.77(19) . . ?
O5 Tb1 O6 51.33(17) . . ?
N8 Tb1 O6 72.56(19) . . ?
O3 Tb1 N3 75.3(2) . . ?
O5 Tb1 N3 145.7(2) . . ?
N8 Tb1 N3 137.2(2) . . ?
O6 Tb1 N3 131.5(2) . . ?
O3 Tb1 N6 117.2(2) . . ?
O5 Tb1 N6 74.01(19) . . ?
N8 Tb1 N6 145.5(2) . . ?
O6 Tb1 N6 75.0(2) . . ?
N3 Tb1 N6 75.0(2) . . ?
O3 Tb1 N2 75.2(2) . . ?
O5 Tb1 N2 131.89(18) . . ?
N8 Tb1 N2 79.5(2) . . ?
O6 Tb1 N2 150.0(2) . . ?
N3 Tb1 N2 65.9(2) . . ?
N6 Tb1 N2 134.4(2) . . ?
O3 Tb1 N5 151.67(19) . . ?
O5 Tb1 N5 75.39(19) . . ?
N8 Tb1 N5 123.4(2) . . ?
O6 Tb1 N5 120.44(19) . . ?
N3 Tb1 N5 78.7(2) . . ?
N6 Tb1 N5 65.4(2) . . ?
N2 Tb1 N5 84.1(2) . . ?
O3 Tb1 O2 49.75(18) . . ?
O5 Tb1 O2 111.24(17) . . ?
N8 Tb1 O2 106.99(19) . . ?
O6 Tb1 O2 64.36(18) . . ?
N3 Tb1 O2 69.45(19) . . ?
N6 Tb1 O2 68.24(19) . . ?
N2 Tb1 O2 115.48(19) . . ?
N5 Tb1 O2 128.85(19) . . ?
O3 Tb1 N11 109.57(19) . . ?
O5 Tb1 N11 25.65(17) . . ?
N8 Tb1 N11 72.54(19) . . ?
O6 Tb1 N11 25.68(17) . . ?
N3 Tb1 N11 146.0(2) . . ?
N6 Tb1 N11 73.12(19) . . ?
N2 Tb1 N11 147.97(18) . . ?
N5 Tb1 N11 98.26(19) . . ?
O2 Tb1 N11 87.91(18) . . ?
O3 Tb1 N1 120.18(19) . . ?
O5 Tb1 N1 71.22(18) . . ?
N8 Tb1 N1 62.40(19) . . ?
O6 Tb1 N1 113.01(18) . . ?
N3 Tb1 N1 115.14(19) . . ?
N6 Tb1 N1 122.42(19) . . ?
N2 Tb1 N1 60.72(19) . . ?
N5 Tb1 N1 62.28(19) . . ?
O2 Tb1 N1 168.76(17) . . ?
N11 Tb1 N1 91.99(18) . . ?

_refine_diff_density_max         3.188
_refine_diff_density_min         -4.096
_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_GdLOEt
_database_code_depnum_ccdc_archive 'CCDC 1557997'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_GdLOEt              
;
PROBLEM: Check Calcd Resid. Dens.  1.07A   From C19             2.95 eA-3
RESPONSE: The large residual densities were found near to carbon and oxygen atoms of the solvent ethanol molecule, which is due to the disorder of ethanol. Several attempts using a disorder model did not result in any solution.
;
# Added during the CSD deposition process: Wednesday 17 January 2018 03:56 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            GdL'-OEt
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H31 Gd N12 O11'
_chemical_formula_weight         772.82

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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.8081(11)
_cell_length_b                   11.7903(15)
_cell_length_c                   16.345(2)
_cell_angle_alpha                70.900(2)
_cell_angle_beta                 87.672(2)
_cell_angle_gamma                68.502(2)
_cell_volume                     1486.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    6345
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      31.03

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.727
_exptl_crystal_F_000             774
_exptl_transmission_factor_min   0.6302
_exptl_transmission_factor_max   0.7462
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    2.307
_shelx_estimated_absorpt_T_min   0.682
_shelx_estimated_absorpt_T_max   0.738
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS; Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            8485
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.495
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             6003
_reflns_number_gt                5674
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART APEX-II'
_computing_cell_refinement       'Bruker SMART APEX-II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0321P)²+10.5925P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6003
_refine_ls_number_parameters     399
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1046
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_restrained_S_all      1.182
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0625(7) 0.2371(6) 0.6215(4) 0.0238(12) Uani 1 1 d . . . A 2
H1A H -0.1560 0.2527 0.6576 0.029 Uiso 1 1 calc R U . A 2
H1B H -0.0894 0.2048 0.5774 0.029 Uiso 1 1 calc R U . A 2
C2 C -0.0408(7) 0.3643(5) 0.5755(4) 0.0232(11) Uani 1 1 d . . . A 2
H2A H 0.0323 0.3556 0.5284 0.028 Uiso 1 1 calc R U . A 2
H2B H -0.1481 0.4334 0.5495 0.028 Uiso 1 1 calc R U . A 2
C3 C -0.0565(7) 0.4949(5) 0.6607(4) 0.0239(12) Uani 1 1 d . . . A 2
H3 H -0.1639 0.5476 0.6334 0.029 Uiso 1 1 calc R U . A 2
C4 C 0.0107(7) 0.5239(5) 0.7267(4) 0.0239(12) Uani 1 1 d . . . A 2
C5 C -0.0530(8) 0.6240(6) 0.7598(4) 0.0317(14) Uani 1 1 d . . . A 2
H5 H -0.1576 0.6922 0.7443 0.038 Uiso 1 1 calc R U . A 2
C6 C 0.1940(8) 0.4964(6) 0.8217(4) 0.0290(13) Uani 1 1 d . . . A 2
H6 H 0.2923 0.4625 0.8586 0.035 Uiso 1 1 calc R U . A 2
C7 C 0.0394(7) 0.0647(6) 0.7615(4) 0.0226(11) Uani 1 1 d . . . A 2
H7A H 0.1317 -0.0175 0.7907 0.027 Uiso 1 1 calc R U . A 2
H7B H -0.0548 0.0435 0.7500 0.027 Uiso 1 1 calc R U . A 2
C8 C -0.0071(7) 0.1461(6) 0.8204(4) 0.0236(12) Uani 1 1 d . . . A 2
H8A H -0.1002 0.2281 0.7917 0.028 Uiso 1 1 calc R U . A 2
H8B H -0.0411 0.0989 0.8754 0.028 Uiso 1 1 calc R U . A 2
C9 C 0.1781(7) 0.1489(5) 0.9187(4) 0.0234(11) Uani 1 1 d . . . A 2
H9 H 0.1140 0.1211 0.9633 0.028 Uiso 1 1 calc R U . A 2
C10 C 0.3265(7) 0.1642(5) 0.9395(3) 0.0214(11) Uani 1 1 d . . . A 2
C11 C 0.3898(8) 0.1587(6) 1.0160(4) 0.0291(13) Uani 1 1 d . . . A 2
H11 H 0.3437 0.1449 1.0703 0.035 Uiso 1 1 calc R U . A 2
C12 C 0.5518(7) 0.1938(6) 0.9135(4) 0.0268(12) Uani 1 1 d . . . A 2
H12 H 0.6425 0.2085 0.8852 0.032 Uiso 1 1 calc R U . A 2
C13 C 0.1888(7) 0.0458(5) 0.6342(4) 0.0224(11) Uani 1 1 d . . . A 2
H13 H 0.2747 -0.0283 0.6781 0.027 Uiso 1 1 calc R U . A 2
C14 C 0.2723(7) 0.1146(5) 0.5649(4) 0.0204(11) Uani 1 1 d . . . A 2
C15 C 0.2988(7) 0.1114(6) 0.4831(4) 0.0259(12) Uani 1 1 d . . . A 2
H15 H 0.2651 0.0642 0.4552 0.031 Uiso 1 1 calc R U . A 2
C16 C 0.4083(7) 0.2370(5) 0.5102(4) 0.0230(11) Uani 1 1 d . . . A 2
H16 H 0.4660 0.2931 0.5031 0.028 Uiso 1 1 calc R U . A 2
C17 C 0.0978(9) -0.1294(6) 0.6473(5) 0.0360(15) Uani 1 1 d . . . A 2
H17A H -0.0170 -0.1216 0.6563 0.043 Uiso 1 1 calc R U . A 2
H17B H 0.1580 -0.1586 0.7048 0.043 Uiso 1 1 calc R U . A 2
C18 C 0.1741(11) -0.2248(7) 0.6031(5) 0.050(2) Uani 1 1 d . . . A 2
H18A H 0.1097 -0.1986 0.5480 0.074 Uiso 1 1 calc R U . A 2
H18B H 0.1777 -0.3101 0.6403 0.074 Uiso 1 1 calc R U . A 2
H18C H 0.2858 -0.2291 0.5917 0.074 Uiso 1 1 calc R U . A 2
Gd1 Gd 0.31010(3) 0.24684(2) 0.72116(2) 0.01602(9) Uani 1 1 d . . . A 2
N1 N 0.0873(6) 0.1355(4) 0.6782(3) 0.0202(9) Uani 1 1 d . . . A 2
N2 N 0.0307(6) 0.3970(4) 0.6395(3) 0.0206(9) Uani 1 1 d . . . A 2
N3 N 0.1669(6) 0.4436(5) 0.7667(3) 0.0240(10) Uani 1 1 d . . . A 2
N4 N 0.0653(7) 0.6045(5) 0.8191(4) 0.0336(12) Uani 1 1 d . . . A 2
H4 H 0.0591 0.6538 0.8505 0.040 Uiso 1 1 calc R U . A 2
N5 N 0.1355(6) 0.1739(5) 0.8388(3) 0.0214(10) Uani 1 1 d . . . A 2
N6 N 0.4294(6) 0.1871(5) 0.8747(3) 0.0220(10) Uani 1 1 d . . . A 2
N7 N 0.5332(7) 0.1771(5) 0.9984(3) 0.0316(12) Uani 1 1 d . . . A 2
H7 H 0.6015 0.1779 1.0358 0.038 Uiso 1 1 calc R U . A 2
N8 N 0.3407(6) 0.1943(4) 0.5818(3) 0.0193(9) Uani 1 1 d . . . A 2
N9 N 0.3848(6) 0.1906(5) 0.4488(3) 0.0258(10) Uani 1 1 d . . . A 2
H9A H 0.4182 0.2077 0.3963 0.031 Uiso 1 1 calc R U . A 2
N10 N 0.4715(6) 0.4357(4) 0.6468(3) 0.0230(10) Uani 1 1 d . . . A 2
N11 N 0.5935(6) 0.0055(5) 0.7496(3) 0.0243(10) Uani 1 1 d . . . A 2
N12 N 0.1341(6) 0.7862(5) 0.9307(4) 0.0336(12) Uani 1 1 d . . . B 2
O1 O 0.1013(6) -0.0047(4) 0.5945(3) 0.0338(10) Uani 1 1 d . . . A 2
O2 O 0.5137(5) 0.3597(4) 0.7250(3) 0.0265(9) Uani 1 1 d . . . A 2
O3 O 0.3606(5) 0.4258(4) 0.6053(3) 0.0252(8) Uani 1 1 d . . . A 2
O4 O 0.5364(6) 0.5145(4) 0.6135(3) 0.0347(10) Uani 1 1 d . . . A 2
O5 O 0.4521(5) 0.0054(4) 0.7706(2) 0.0224(8) Uani 1 1 d . . . A 2
O6 O 0.6081(5) 0.1135(4) 0.7188(3) 0.0248(8) Uani 1 1 d . . . A 2
O7 O 0.7100(6) -0.0968(4) 0.7603(4) 0.0456(13) Uani 1 1 d . . . A 2
O8 O 0.0088(6) 0.7666(5) 0.9187(3) 0.0434(12) Uani 1 1 d . . . B 2
O9 O 0.1305(6) 0.8614(5) 0.9702(3) 0.0392(11) Uani 1 1 d . . . B 2
O10 O 0.2644(6) 0.7356(6) 0.9006(4) 0.0537(15) Uani 1 1 d . . . B 2
O11 O 0.4604(9) 0.2614(8) 0.2731(4) 0.078(2) Uani 1 1 d D U . C 2
H11A H 0.4996 0.2007 0.2529 0.117 Uiso 1 1 calc R U . C 2
C19 C 0.4634(18) 0.3788(12) 0.2107(9) 0.116(4) Uani 1 1 d D U . C 2
H19A H 0.5757 0.3510 0.1922 0.139 Uiso 1 1 calc R U . C 2
H19B H 0.4645 0.4306 0.2475 0.139 Uiso 1 1 calc R U . C 2
C20 C 0.3675(18) 0.4780(16) 0.1308(11) 0.158(6) Uani 1 1 d . U . C 2
H20A H 0.3409 0.4362 0.0936 0.236 Uiso 1 1 calc R U . C 2
H20B H 0.4316 0.5288 0.0998 0.236 Uiso 1 1 calc R U . C 2
H20C H 0.2661 0.5352 0.1456 0.236 Uiso 1 1 calc R U . C 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.500(7) . ?
C1 C2 1.520(8) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.461(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.278(7) . ?
C3 C4 1.440(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(8) . ?
C4 N3 1.389(8) . ?
C5 N4 1.356(9) . ?
C5 H5 0.9500 . ?
C6 N3 1.322(8) . ?
C6 N4 1.349(8) . ?
C6 H6 0.9500 . ?
C7 N1 1.482(7) . ?
C7 C8 1.517(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N5 1.474(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N5 1.280(7) . ?
C9 C10 1.452(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.362(8) . ?
C10 N6 1.390(7) . ?
C11 N7 1.362(8) . ?
C11 H11 0.9500 . ?
C12 N6 1.312(7) . ?
C12 N7 1.348(8) . ?
C12 H12 0.9500 . ?
C13 O1 1.414(7) . ?
C13 N1 1.478(7) . ?
C13 C14 1.501(8) . ?
C13 H13 1.0000 . ?
C14 C15 1.359(8) . ?
C14 N8 1.385(7) . ?
C15 N9 1.379(8) . ?
C15 H15 0.9500 . ?
C16 N8 1.325(7) . ?
C16 N9 1.344(7) . ?
C16 H16 0.9500 . ?
C17 O1 1.452(7) . ?
C17 C18 1.474(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
Gd1 O3 2.497(4) . ?
Gd1 O5 2.507(4) . ?
Gd1 O6 2.524(4) . ?
Gd1 N8 2.529(4) . ?
Gd1 N6 2.532(5) . ?
Gd1 N3 2.537(5) . ?
Gd1 N5 2.540(4) . ?
Gd1 N2 2.550(5) . ?
Gd1 O2 2.609(4) . ?
Gd1 N1 2.945(5) . ?
N4 H4 0.8800 . ?
N7 H7 0.8800 . ?
N9 H9A 0.8800 . ?
N10 O4 1.232(6) . ?
N10 O3 1.272(6) . ?
N10 O2 1.273(6) . ?
N11 O7 1.228(6) . ?
N11 O6 1.260(6) . ?
N11 O5 1.279(6) . ?
N12 O8 1.243(7) . ?
N12 O9 1.247(7) . ?
N12 O10 1.248(7) . ?
O11 C19 1.435(9) . ?
O11 H11A 0.8400 . ?
C19 C20 1.467(19) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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
N1 C1 C2 112.8(4) . . ?
N1 C1 H1A 109.0 . . ?
C2 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
C2 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
N2 C2 C1 108.2(4) . . ?
N2 C2 H2A 110.1 . . ?
C1 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
N2 C3 C4 118.9(5) . . ?
N2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 N3 109.7(5) . . ?
C5 C4 C3 131.1(6) . . ?
N3 C4 C3 119.2(5) . . ?
N4 C5 C4 105.5(6) . . ?
N4 C5 H5 127.2 . . ?
C4 C5 H5 127.2 . . ?
N3 C6 N4 111.7(6) . . ?
N3 C6 H6 124.1 . . ?
N4 C6 H6 124.1 . . ?
N1 C7 C8 110.5(4) . . ?
N1 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
N1 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
N5 C8 C7 108.9(4) . . ?
N5 C8 H8A 109.9 . . ?
C7 C8 H8A 109.9 . . ?
N5 C8 H8B 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
N5 C9 C10 118.4(5) . . ?
N5 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 N6 110.1(5) . . ?
C11 C10 C9 130.7(5) . . ?
N6 C10 C9 119.2(5) . . ?
N7 C11 C10 105.5(5) . . ?
N7 C11 H11 127.3 . . ?
C10 C11 H11 127.3 . . ?
N6 C12 N7 111.8(5) . . ?
N6 C12 H12 124.1 . . ?
N7 C12 H12 124.1 . . ?
O1 C13 N1 114.7(5) . . ?
O1 C13 C14 107.5(4) . . ?
N1 C13 C14 109.3(4) . . ?
O1 C13 H13 108.4 . . ?
N1 C13 H13 108.4 . . ?
C14 C13 H13 108.4 . . ?
C15 C14 N8 109.8(5) . . ?
C15 C14 C13 130.5(5) . . ?
N8 C14 C13 119.7(5) . . ?
C14 C15 N9 105.8(5) . . ?
C14 C15 H15 127.1 . . ?
N9 C15 H15 127.1 . . ?
N8 C16 N9 111.3(5) . . ?
N8 C16 H16 124.3 . . ?
N9 C16 H16 124.3 . . ?
O1 C17 C18 109.5(6) . . ?
O1 C17 H17A 109.8 . . ?
C18 C17 H17A 109.8 . . ?
O1 C17 H17B 109.8 . . ?
C18 C17 H17B 109.8 . . ?
H17A C17 H17B 108.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 Gd1 O5 132.57(13) . . ?
O3 Gd1 O6 85.99(13) . . ?
O5 Gd1 O6 51.12(12) . . ?
O3 Gd1 N8 71.72(13) . . ?
O5 Gd1 N8 75.89(13) . . ?
O6 Gd1 N8 72.19(14) . . ?
O3 Gd1 N6 117.68(14) . . ?
O5 Gd1 N6 75.72(14) . . ?
O6 Gd1 N6 76.69(14) . . ?
N8 Gd1 N6 146.79(15) . . ?
O3 Gd1 N3 76.19(14) . . ?
O5 Gd1 N3 146.15(14) . . ?
O6 Gd1 N3 132.90(14) . . ?
N8 Gd1 N3 137.28(15) . . ?
N6 Gd1 N3 74.04(15) . . ?
O3 Gd1 N5 149.31(15) . . ?
O5 Gd1 N5 78.06(14) . . ?
O6 Gd1 N5 122.77(14) . . ?
N8 Gd1 N5 123.91(14) . . ?
N6 Gd1 N5 65.58(14) . . ?
N3 Gd1 N5 75.87(15) . . ?
O3 Gd1 N2 74.50(14) . . ?
O5 Gd1 N2 131.73(13) . . ?
O6 Gd1 N2 149.52(14) . . ?
N8 Gd1 N2 79.47(15) . . ?
N6 Gd1 N2 133.11(15) . . ?
N3 Gd1 N2 65.15(15) . . ?
N5 Gd1 N2 82.44(14) . . ?
O3 Gd1 O2 50.19(13) . . ?
O5 Gd1 O2 111.53(12) . . ?
O6 Gd1 O2 64.69(13) . . ?
N8 Gd1 O2 107.03(14) . . ?
N6 Gd1 O2 68.51(13) . . ?
N3 Gd1 O2 70.54(14) . . ?
N5 Gd1 O2 128.67(14) . . ?
N2 Gd1 O2 115.14(14) . . ?
O3 Gd1 N1 119.10(13) . . ?
O5 Gd1 N1 71.30(12) . . ?
O6 Gd1 N1 112.86(13) . . ?
N8 Gd1 N1 62.00(13) . . ?
N6 Gd1 N1 122.86(13) . . ?
N3 Gd1 N1 113.94(14) . . ?
N5 Gd1 N1 62.83(14) . . ?
N2 Gd1 N1 60.51(14) . . ?
O2 Gd1 N1 168.22(12) . . ?
C13 N1 C7 111.3(4) . . ?
C13 N1 C1 112.1(4) . . ?
C7 N1 C1 109.9(4) . . ?
C13 N1 Gd1 104.0(3) . . ?
C7 N1 Gd1 107.1(3) . . ?
C1 N1 Gd1 112.3(3) . . ?
C3 N2 C2 118.7(5) . . ?
C3 N2 Gd1 120.1(4) . . ?
C2 N2 Gd1 120.7(3) . . ?
C6 N3 C4 104.8(5) . . ?
C6 N3 Gd1 138.8(4) . . ?
C4 N3 Gd1 116.3(4) . . ?
C6 N4 C5 108.3(5) . . ?
C6 N4 H4 125.9 . . ?
C5 N4 H4 125.9 . . ?
C9 N5 C8 117.1(5) . . ?
C9 N5 Gd1 120.1(4) . . ?
C8 N5 Gd1 122.5(3) . . ?
C12 N6 C10 104.7(5) . . ?
C12 N6 Gd1 138.2(4) . . ?
C10 N6 Gd1 115.5(3) . . ?
C12 N7 C11 107.9(5) . . ?
C12 N7 H7 126.1 . . ?
C11 N7 H7 126.1 . . ?
C16 N8 C14 105.4(5) . . ?
C16 N8 Gd1 131.6(4) . . ?
C14 N8 Gd1 122.9(3) . . ?
C16 N9 C15 107.6(5) . . ?
C16 N9 H9A 126.2 . . ?
C15 N9 H9A 126.2 . . ?
O4 N10 O3 122.2(5) . . ?
O4 N10 O2 121.0(5) . . ?
O3 N10 O2 116.8(4) . . ?
O7 N11 O6 122.0(5) . . ?
O7 N11 O5 120.5(5) . . ?
O6 N11 O5 117.5(4) . . ?
O8 N12 O9 120.5(5) . . ?
O8 N12 O10 121.0(5) . . ?
O9 N12 O10 118.4(6) . . ?
C13 O1 C17 115.3(5) . . ?
N10 O2 Gd1 93.8(3) . . ?
N10 O3 Gd1 99.2(3) . . ?
N11 O5 Gd1 95.8(3) . . ?
N11 O6 Gd1 95.5(3) . . ?
C19 O11 H11A 109.5 . . ?
O11 C19 C20 138.0(13) . . ?
O11 C19 H19A 102.6 . . ?
C20 C19 H19A 102.6 . . ?
O11 C19 H19B 102.6 . . ?
C20 C19 H19B 102.6 . . ?
H19A C19 H19B 105.0 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_refine_diff_density_max         2.904
_refine_diff_density_min         -2.078
_refine_diff_density_rms         0.141

####################################################################### 
# 
# 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_GdLOMe
_database_code_depnum_ccdc_archive 'CCDC 1557996'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-01-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            GdL'-OMe
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H27 Gd N12 O11'
_chemical_formula_weight         744.76

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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.5307(11)
_cell_length_b                   11.6511(16)
_cell_length_c                   14.664(2)
_cell_angle_alpha                109.625(2)
_cell_angle_beta                 94.477(2)
_cell_angle_gamma                100.200(2)
_cell_volume                     1336.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    3717
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      28.44

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_F_000             742
_exptl_transmission_factor_min   0.6178
_exptl_transmission_factor_max   0.7462
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.562
_shelx_estimated_absorpt_T_min   0.379
_shelx_estimated_absorpt_T_max   0.732
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS; Sheldrick 1996'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            9971
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.901
_diffrn_reflns_theta_max         30.962
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             7426
_reflns_number_gt                6444
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART APEX-II'
_computing_cell_refinement       'Bruker SMART APEX-II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0307P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7426
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0717
_refine_ls_wR_factor_gt          0.0685
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1400(4) 0.5370(3) 0.2795(2) 0.0190(6) Uani 1 1 d . . . . .
H1A H 0.0571 0.5856 0.2757 0.023 Uiso 1 1 calc R U . . .
H1B H 0.2433 0.5967 0.3114 0.023 Uiso 1 1 calc R U . . .
C2 C 0.0920(4) 0.4576(3) 0.3407(2) 0.0193(6) Uani 1 1 d . . . . .
H2A H 0.0782 0.5115 0.4067 0.023 Uiso 1 1 calc R U . . .
H2B H -0.0114 0.3977 0.3094 0.023 Uiso 1 1 calc R U . . .
C3 C 0.2771(4) 0.3937(3) 0.4332(2) 0.0170(6) Uani 1 1 d . . . . .
H3 H 0.2327 0.4333 0.4900 0.020 Uiso 1 1 calc R U . . .
C4 C 0.4127(4) 0.3359(3) 0.4397(2) 0.0161(6) Uani 1 1 d . . . . .
C5 C 0.4942(4) 0.3205(3) 0.5169(2) 0.0180(6) Uani 1 1 d . . . . .
H5 H 0.4724 0.3447 0.5825 0.022 Uiso 1 1 calc R U . . .
C6 C 0.6037(4) 0.2468(3) 0.3835(2) 0.0186(6) Uani 1 1 d . . . . .
H6 H 0.6747 0.2104 0.3413 0.022 Uiso 1 1 calc R U . . .
C7 C -0.0044(4) 0.3990(3) 0.1178(2) 0.0237(7) Uani 1 1 d . . . . .
H7A H -0.0222 0.4432 0.0722 0.028 Uiso 1 1 calc R U . . .
H7B H -0.0883 0.4092 0.1611 0.028 Uiso 1 1 calc R U . . .
C8 C -0.0231(4) 0.2623(3) 0.0596(2) 0.0250(7) Uani 1 1 d . . . . .
H8A H -0.1380 0.2235 0.0336 0.030 Uiso 1 1 calc R U . . .
H8B H 0.0380 0.2516 0.0037 0.030 Uiso 1 1 calc R U . . .
C9 C -0.0574(4) 0.1199(4) 0.1440(2) 0.0282(8) Uani 1 1 d . . . . .
H9 H -0.1672 0.0932 0.1148 0.034 Uiso 1 1 calc R U . . .
C10 C 0.0061(4) 0.0680(3) 0.2122(2) 0.0270(8) Uani 1 1 d . . . . .
C11 C -0.0667(5) -0.0143(4) 0.2514(3) 0.0406(10) Uani 1 1 d . . . . .
H11 H -0.1767 -0.0566 0.2365 0.049 Uiso 1 1 calc R U . . .
C12 C 0.1873(5) 0.0517(3) 0.3142(2) 0.0288(8) Uani 1 1 d . . . . .
H12 H 0.2869 0.0622 0.3531 0.035 Uiso 1 1 calc R U . . .
C13 C 0.2605(4) 0.5328(3) 0.1326(2) 0.0231(7) Uani 1 1 d . . . . .
C14 C 0.3027(4) 0.4404(3) 0.0421(2) 0.0216(7) Uani 1 1 d . . . . .
C15 C 0.3026(4) 0.4403(3) -0.0505(3) 0.0257(7) Uani 1 1 d . . . . .
H15 H 0.2752 0.5014 -0.0747 0.031 Uiso 1 1 calc R U . . .
C16 C 0.3787(4) 0.2737(3) -0.0396(2) 0.0232(7) Uani 1 1 d . . . . .
H16 H 0.4143 0.1974 -0.0576 0.028 Uiso 1 1 calc R U . . .
C17 C 0.2052(6) 0.7376(4) 0.1691(3) 0.0375(10) Uani 1 1 d . . . . .
H17A H 0.1340 0.7338 0.2178 0.056 Uiso 1 1 calc R U . . .
H17B H 0.1750 0.7929 0.1362 0.056 Uiso 1 1 calc R U . . .
H17C H 0.3170 0.7701 0.2017 0.056 Uiso 1 1 calc R U . . .
C18 C 0.4135(5) 0.0922(3) 0.6411(3) 0.0306(8) Uani 1 1 d . . . . .
H18A H 0.4953 0.1091 0.6012 0.046 Uiso 1 1 calc R U . . .
H18B H 0.3183 0.0330 0.5984 0.046 Uiso 1 1 calc R U . . .
H18C H 0.4571 0.0566 0.6867 0.046 Uiso 1 1 calc R U . . .
Gd1 Gd 0.33084(2) 0.27438(2) 0.19808(2) 0.01350(5) Uani 1 1 d . . . . .
H13 H 0.363(4) 0.587(3) 0.181(3) 0.028(10) Uiso 1 1 d . . . . .
H19 H 0.304(6) 0.219(5) 0.658(4) 0.062(16) Uiso 1 1 d . . . . .
N1 N 0.1573(3) 0.4581(3) 0.17891(18) 0.0200(6) Uani 1 1 d . . . . .
N2 N 0.2187(3) 0.3901(2) 0.34864(18) 0.0158(5) Uani 1 1 d . . . . .
N3 N 0.4809(3) 0.2886(2) 0.35632(18) 0.0173(5) Uani 1 1 d . . . . .
N4 N 0.6148(3) 0.2628(2) 0.48005(18) 0.0182(5) Uani 1 1 d . . . . .
H4 H 0.6864 0.2402 0.5131 0.022 Uiso 1 1 calc R U . . .
N5 N 0.0383(3) 0.2024(3) 0.12422(19) 0.0213(6) Uani 1 1 d . . . . .
N6 N 0.1681(4) 0.1092(3) 0.2520(2) 0.0224(6) Uani 1 1 d . . . . .
N7 N 0.0487(5) -0.0239(3) 0.3163(2) 0.0382(8) Uani 1 1 d . . . . .
H7 H 0.0357 -0.0706 0.3526 0.046 Uiso 1 1 calc R U . . .
N8 N 0.3507(3) 0.3337(3) 0.04873(19) 0.0205(6) Uani 1 1 d . . . . .
N9 N 0.3507(3) 0.3331(3) -0.1019(2) 0.0243(6) Uani 1 1 d . . . . .
H9A H 0.3614 0.3078 -0.1644 0.029 Uiso 1 1 calc R U . . .
N10 N 0.3958(3) 0.0295(3) 0.0922(2) 0.0219(6) Uani 1 1 d . . . . .
N11 N 0.6343(3) 0.4658(3) 0.25384(19) 0.0192(6) Uani 1 1 d . . . . .
N12 N 0.9733(3) 0.1913(3) 0.5302(2) 0.0235(6) Uani 1 1 d . . . . .
O1 O 0.1901(3) 0.6171(2) 0.09948(17) 0.0297(6) Uani 1 1 d . . . . .
O2 O 0.4856(3) 0.1016(2) 0.17062(16) 0.0240(5) Uani 1 1 d . . . . .
O3 O 0.2916(3) 0.0748(2) 0.05666(16) 0.0239(5) Uani 1 1 d . . . . .
O4 O 0.4075(3) -0.0790(2) 0.05160(19) 0.0299(6) Uani 1 1 d . . . . .
O5 O 0.4961(2) 0.4883(2) 0.26895(15) 0.0164(4) Uani 1 1 d . . . . .
O6 O 0.6379(3) 0.3543(2) 0.20250(16) 0.0199(5) Uani 1 1 d . . . . .
O7 O 0.7565(3) 0.5487(2) 0.2876(2) 0.0345(6) Uani 1 1 d . . . . .
O8 O 1.0948(3) 0.1557(2) 0.5565(2) 0.0348(7) Uani 1 1 d . . . . .
O9 O 0.8466(3) 0.1706(2) 0.56719(17) 0.0275(5) Uani 1 1 d . . . . .
O10 O 0.9748(3) 0.2436(3) 0.4701(2) 0.0370(7) Uani 1 1 d . . . . .
O11 O 0.3698(3) 0.2057(2) 0.69488(17) 0.0241(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.488(4) . ?
C1 C2 1.519(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.464(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.284(4) . ?
C3 C4 1.451(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.362(4) . ?
C4 N3 1.382(4) . ?
C5 N4 1.375(4) . ?
C5 H5 0.9500 . ?
C6 N3 1.319(4) . ?
C6 N4 1.357(4) . ?
C6 H6 0.9500 . ?
C7 N1 1.495(4) . ?
C7 C8 1.505(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 N5 1.468(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 N5 1.272(5) . ?
C9 C10 1.449(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.360(5) . ?
C10 N6 1.390(4) . ?
C11 N7 1.361(5) . ?
C11 H11 0.9500 . ?
C12 N6 1.318(4) . ?
C12 N7 1.353(5) . ?
C12 H12 0.9500 . ?
C13 O1 1.430(4) . ?
C13 N1 1.487(5) . ?
C13 C14 1.516(5) . ?
C13 H13 1.04(4) . ?
C14 C15 1.359(5) . ?
C14 N8 1.406(4) . ?
C15 N9 1.377(4) . ?
C15 H15 0.9500 . ?
C16 N8 1.313(4) . ?
C16 N9 1.350(4) . ?
C16 H16 0.9500 . ?
C17 O1 1.408(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O11 1.425(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
Gd1 O5 2.463(2) . ?
Gd1 O3 2.489(2) . ?
Gd1 N3 2.501(2) . ?
Gd1 N5 2.516(3) . ?
Gd1 N8 2.517(3) . ?
Gd1 N2 2.528(3) . ?
Gd1 O2 2.537(2) . ?
Gd1 N6 2.550(3) . ?
Gd1 O6 2.608(2) . ?
Gd1 N1 2.884(3) . ?
N4 H4 0.8800 . ?
N7 H7 0.8800 . ?
N9 H9A 0.8800 . ?
N10 O4 1.229(3) . ?
N10 O2 1.265(3) . ?
N10 O3 1.272(3) . ?
N11 O7 1.227(3) . ?
N11 O6 1.272(3) . ?
N11 O5 1.272(3) . ?
N12 O10 1.228(4) . ?
N12 O8 1.261(3) . ?
N12 O9 1.268(4) . ?
O11 H19 0.82(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 111.2(3) . . ?
N1 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N2 C2 C1 108.6(2) . . ?
N2 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
N2 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 C4 118.2(3) . . ?
N2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C5 C4 N3 110.0(3) . . ?
C5 C4 C3 131.4(3) . . ?
N3 C4 C3 118.5(3) . . ?
C4 C5 N4 105.5(3) . . ?
C4 C5 H5 127.3 . . ?
N4 C5 H5 127.3 . . ?
N3 C6 N4 110.7(3) . . ?
N3 C6 H6 124.6 . . ?
N4 C6 H6 124.6 . . ?
N1 C7 C8 113.4(3) . . ?
N1 C7 H7A 108.9 . . ?
C8 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C8 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N5 C8 C7 108.5(3) . . ?
N5 C8 H8A 110.0 . . ?
C7 C8 H8A 110.0 . . ?
N5 C8 H8B 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
N5 C9 C10 118.1(3) . . ?
N5 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
C11 C10 N6 109.6(3) . . ?
C11 C10 C9 131.6(4) . . ?
N6 C10 C9 118.7(3) . . ?
C10 C11 N7 106.6(4) . . ?
C10 C11 H11 126.7 . . ?
N7 C11 H11 126.7 . . ?
N6 C12 N7 112.1(4) . . ?
N6 C12 H12 124.0 . . ?
N7 C12 H12 124.0 . . ?
O1 C13 N1 116.9(3) . . ?
O1 C13 C14 105.9(3) . . ?
N1 C13 C14 106.6(3) . . ?
O1 C13 H13 106(2) . . ?
N1 C13 H13 110(2) . . ?
C14 C13 H13 111(2) . . ?
C15 C14 N8 110.1(3) . . ?
C15 C14 C13 130.9(3) . . ?
N8 C14 C13 119.1(3) . . ?
C14 C15 N9 105.4(3) . . ?
C14 C15 H15 127.3 . . ?
N9 C15 H15 127.3 . . ?
N8 C16 N9 112.0(3) . . ?
N8 C16 H16 124.0 . . ?
N9 C16 H16 124.0 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O11 C18 H18A 109.5 . . ?
O11 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O11 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 Gd1 O3 142.93(8) . . ?
O5 Gd1 N3 74.35(8) . . ?
O3 Gd1 N3 117.69(8) . . ?
O5 Gd1 N5 129.03(8) . . ?
O3 Gd1 N5 70.48(8) . . ?
N3 Gd1 N5 133.21(9) . . ?
O5 Gd1 N8 78.31(8) . . ?
O3 Gd1 N8 73.96(9) . . ?
N3 Gd1 N8 144.77(9) . . ?
N5 Gd1 N8 81.63(9) . . ?
O5 Gd1 N2 72.16(8) . . ?
O3 Gd1 N2 144.75(8) . . ?
N3 Gd1 N2 65.48(8) . . ?
N5 Gd1 N2 82.96(8) . . ?
N8 Gd1 N2 125.59(9) . . ?
O5 Gd1 O2 115.39(7) . . ?
O3 Gd1 O2 50.88(7) . . ?
N3 Gd1 O2 69.39(8) . . ?
N5 Gd1 O2 114.77(8) . . ?
N8 Gd1 O2 103.98(8) . . ?
N2 Gd1 O2 129.76(8) . . ?
O5 Gd1 N6 139.89(8) . . ?
O3 Gd1 N6 74.58(8) . . ?
N3 Gd1 N6 73.20(9) . . ?
N5 Gd1 N6 64.85(9) . . ?
N8 Gd1 N6 139.96(9) . . ?
N2 Gd1 N6 73.30(9) . . ?
O2 Gd1 N6 73.60(9) . . ?
O5 Gd1 O6 50.42(7) . . ?
O3 Gd1 O6 98.13(7) . . ?
N3 Gd1 O6 70.67(8) . . ?
N5 Gd1 O6 156.05(8) . . ?
N8 Gd1 O6 74.87(8) . . ?
N2 Gd1 O6 114.56(7) . . ?
O2 Gd1 O6 67.63(7) . . ?
N6 Gd1 O6 133.96(8) . . ?
O5 Gd1 N1 67.52(7) . . ?
O3 Gd1 N1 117.89(7) . . ?
N3 Gd1 N1 123.61(8) . . ?
N5 Gd1 N1 61.63(9) . . ?
N8 Gd1 N1 62.50(8) . . ?
N2 Gd1 N1 64.23(8) . . ?
O2 Gd1 N1 165.94(7) . . ?
N6 Gd1 N1 113.68(9) . . ?
O6 Gd1 N1 109.78(8) . . ?
C13 N1 C1 110.8(3) . . ?
C13 N1 C7 110.9(2) . . ?
C1 N1 C7 110.5(2) . . ?
C13 N1 Gd1 105.63(17) . . ?
C1 N1 Gd1 107.08(17) . . ?
C7 N1 Gd1 111.9(2) . . ?
C3 N2 C2 119.6(3) . . ?
C3 N2 Gd1 120.0(2) . . ?
C2 N2 Gd1 120.43(18) . . ?
C6 N3 C4 105.8(2) . . ?
C6 N3 Gd1 136.5(2) . . ?
C4 N3 Gd1 116.88(18) . . ?
C6 N4 C5 107.9(2) . . ?
C6 N4 H4 126.1 . . ?
C5 N4 H4 126.1 . . ?
C9 N5 C8 119.8(3) . . ?
C9 N5 Gd1 122.2(2) . . ?
C8 N5 Gd1 118.0(2) . . ?
C12 N6 C10 104.7(3) . . ?
C12 N6 Gd1 138.9(3) . . ?
C10 N6 Gd1 116.2(2) . . ?
C12 N7 C11 107.0(3) . . ?
C12 N7 H7 126.5 . . ?
C11 N7 H7 126.5 . . ?
C16 N8 C14 104.6(3) . . ?
C16 N8 Gd1 132.5(2) . . ?
C14 N8 Gd1 122.1(2) . . ?
C16 N9 C15 107.9(3) . . ?
C16 N9 H9A 126.1 . . ?
C15 N9 H9A 126.1 . . ?
O4 N10 O2 122.3(3) . . ?
O4 N10 O3 121.1(3) . . ?
O2 N10 O3 116.7(3) . . ?
O7 N11 O6 122.6(3) . . ?
O7 N11 O5 120.9(3) . . ?
O6 N11 O5 116.5(3) . . ?
O10 N12 O8 122.0(3) . . ?
O10 N12 O9 120.0(3) . . ?
O8 N12 O9 118.0(3) . . ?
C17 O1 C13 115.9(3) . . ?
N10 O2 Gd1 94.80(17) . . ?
N10 O3 Gd1 96.91(17) . . ?
N11 O5 Gd1 99.72(17) . . ?
N11 O6 Gd1 92.82(16) . . ?
C18 O11 H19 107(4) . . ?

_refine_diff_density_max         0.982
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.133

