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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1956782'
loop_
_audit_author_name
_audit_author_address
'Fabio Marchetti'
;University of Pisa
Italy
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 Eu N2 O11, C3 H7 N O'
_chemical_formula_sum            'C21 H27 Eu N3 O12'
_chemical_formula_weight         665.41

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'
Eu Eu -0.1578 3.6682 '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                   10.5305(5)
_cell_length_b                   11.0781(5)
_cell_length_c                   12.7670(6)
_cell_angle_alpha                103.931(2)
_cell_angle_beta                 109.833(2)
_cell_angle_gamma                96.579(2)
_cell_volume                     1328.03(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9863
_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      29.96

_exptl_crystal_description       Prism
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             666
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.085
_exptl_absorpt_coefficient_mu    2.426
_shelx_estimated_absorpt_T_min   0.743
_shelx_estimated_absorpt_T_max   0.820
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6370
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28366
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.864
_diffrn_reflns_theta_max         30.103
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7703
_reflns_number_gt                6876
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_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)+(0.0391P)²+0.2206P] 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         7703
_refine_ls_number_parameters     426
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0632
_refine_ls_wR_factor_gt          0.0608
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu1 Eu 0.10220(2) 0.54769(2) 0.68139(2) 0.02268(4) Uani 1 1 d . . . . .
O1 O 0.3296(2) 0.68965(19) 0.78196(19) 0.0495(5) Uani 1 1 d . . . . .
O2 O 0.1750(2) 0.75531(17) 0.84850(15) 0.0394(4) Uani 1 1 d . . . . .
C1 C 0.2956(3) 0.7723(2) 0.8477(2) 0.0325(5) Uani 1 1 d . . . . .
C2 C 0.3998(3) 0.8908(2) 0.92618(19) 0.0315(5) Uani 1 1 d . . . . .
C3 C 0.5361(3) 0.9023(2) 0.9321(2) 0.0363(5) Uani 1 1 d . . . . .
H3 H 0.5600 0.8366 0.8867 0.044 Uiso 1 1 calc R U . . .
C4 C 0.3643(3) 0.9893(2) 0.9950(2) 0.0353(5) Uani 1 1 d . U . . .
O3 O 0.2351(3) 0.9875(3) 0.9963(3) 0.0677(7) Uani 1 1 d . U . . .
H3-O H 0.1829 0.9204 0.9511 0.102 Uiso 1 1 calc R U . . .
O4 O -0.15738(18) 0.50720(17) 0.48484(16) 0.0352(4) Uani 1 1 d . . . . .
O5 O -0.12691(18) 0.57079(19) 0.67029(16) 0.0383(4) Uani 1 1 d . . . . .
C5 C -0.2060(2) 0.5317(2) 0.5630(2) 0.0305(5) Uani 1 1 d . . . . .
C6 C -0.3572(2) 0.5159(2) 0.5320(2) 0.0295(5) Uani 1 1 d . . . . .
C7 C -0.4466(3) 0.4644(3) 0.4152(2) 0.0359(5) Uani 1 1 d . . . . .
H7 H -0.4102 0.4401 0.3584 0.043 Uiso 1 1 calc R U . . .
C8 C -0.4126(3) 0.5511(3) 0.6173(2) 0.0351(5) Uani 1 1 d . . . . .
O6 O -0.3324(2) 0.6020(3) 0.73303(17) 0.0606(7) Uani 1 1 d . . . . .
H6-O H -0.2507 0.6069 0.7424 0.091 Uiso 1 1 calc R U . . .
O7 O -0.0177(2) 0.33288(15) 0.58747(15) 0.0347(4) Uani 1 1 d . . . . .
O8 O -0.0740(2) 0.27412(15) 0.39474(14) 0.0367(4) Uani 1 1 d . . . . .
C9 C -0.0394(3) 0.2524(2) 0.4922(2) 0.0288(5) Uani 1 1 d . . . . .
C10 C -0.0220(3) 0.1206(2) 0.4936(2) 0.0306(5) Uani 1 1 d . . . . .
C11 C 0.0014(3) 0.0889(2) 0.5963(2) 0.0387(6) Uani 1 1 d . . . . .
H11 H 0.0025 0.1494 0.6615 0.046 Uiso 1 1 calc R U . . .
C12 C -0.0232(3) 0.0300(2) 0.3950(2) 0.0371(6) Uani 1 1 d . . . . .
O9 O -0.0461(3) 0.0512(2) 0.29070(18) 0.0666(8) Uani 1 1 d . . . . .
H9-O H -0.0588 0.1236 0.2951 0.100 Uiso 1 1 calc R U . . .
O10 O 0.0693(2) 0.4779(2) 0.83816(17) 0.0481(5) Uani 1 1 d . . . . .
C13 C -0.0194(4) 0.3865(3) 0.8264(3) 0.0504(7) Uani 1 1 d . . . . .
H13 H -0.1045 0.3691 0.7652 0.060 Uiso 1 1 calc R U . . .
N1 N -0.0020(4) 0.3127(3) 0.8939(2) 0.0608(8) Uani 1 1 d . . . . .
C14 C 0.1245(7) 0.3344(6) 0.9922(5) 0.132(3) Uani 1 1 d . . . . .
H14A H 0.1180 0.2710 1.0309 0.197 Uiso 1 1 calc R U . . .
H14B H 0.1997 0.3295 0.9661 0.197 Uiso 1 1 calc R U . . .
H14C H 0.1405 0.4174 1.0455 0.197 Uiso 1 1 calc R U . . .
C15 C -0.1114(6) 0.2069(5) 0.8749(5) 0.1019(18) Uani 1 1 d . . . . .
H15A H -0.0793 0.1642 0.9329 0.153 Uiso 1 1 calc R U . . .
H15B H -0.1906 0.2387 0.8805 0.153 Uiso 1 1 calc R U . . .
H15C H -0.1364 0.1481 0.7987 0.153 Uiso 1 1 calc R U . . .
O11A O 0.2650(8) 0.4105(6) 0.7337(8) 0.0508(16) Uani 0.678(9) 1 d D . P A 1
C16A C 0.3870(5) 0.4256(5) 0.7975(4) 0.0483(14) Uani 0.678(9) 1 d D . P A 1
H16A H 0.4442 0.5050 0.8182 0.058 Uiso 0.678(9) 1 calc R U P A 1
N2A N 0.4418(9) 0.3385(7) 0.8383(8) 0.0567(19) Uani 0.678(9) 1 d D . P A 1
C17A C 0.3608(9) 0.2116(9) 0.8073(9) 0.103(3) Uani 0.678(9) 1 d D . P A 1
H17A H 0.4177 0.1606 0.8451 0.155 Uiso 0.678(9) 1 calc R U P A 1
H17B H 0.2845 0.2160 0.8321 0.155 Uiso 0.678(9) 1 calc R U P A 1
H17C H 0.3264 0.1738 0.7243 0.155 Uiso 0.678(9) 1 calc R U P A 1
C18A C 0.5891(8) 0.3596(9) 0.9063(8) 0.106(3) Uani 0.678(9) 1 d D . P A 1
H18A H 0.6091 0.2848 0.9282 0.159 Uiso 0.678(9) 1 calc R U P A 1
H18B H 0.6404 0.3776 0.8604 0.159 Uiso 0.678(9) 1 calc R U P A 1
H18C H 0.6148 0.4305 0.9753 0.159 Uiso 0.678(9) 1 calc R U P A 1
O11B O 0.2897(18) 0.4482(10) 0.7580(18) 0.050(3) Uani 0.322(9) 1 d D . P A 2
C16B C 0.2991(9) 0.3369(9) 0.7510(9) 0.054(3) Uani 0.322(9) 1 d D . P A 2
H16B H 0.2211 0.2733 0.7029 0.064 Uiso 0.322(9) 1 calc R U P A 2
N2B N 0.4109(13) 0.3019(12) 0.8062(16) 0.050(4) Uani 0.322(9) 1 d D . P A 2
C17B C 0.4136(19) 0.1685(12) 0.7923(18) 0.099(7) Uani 0.322(9) 1 d D . P A 2
H17D H 0.5037 0.1610 0.8392 0.149 Uiso 0.322(9) 1 calc R U P A 2
H17E H 0.3459 0.1311 0.8166 0.149 Uiso 0.322(9) 1 calc R U P A 2
H17F H 0.3931 0.1250 0.7118 0.149 Uiso 0.322(9) 1 calc R U P A 2
C18B C 0.5432(15) 0.3925(15) 0.8683(18) 0.118(8) Uani 0.322(9) 1 d D . P A 2
H18D H 0.6129 0.3498 0.9033 0.178 Uiso 0.322(9) 1 calc R U P A 2
H18E H 0.5680 0.4278 0.8145 0.178 Uiso 0.322(9) 1 calc R U P A 2
H18F H 0.5357 0.4596 0.9280 0.178 Uiso 0.322(9) 1 calc R U P A 2
O12A O 0.603(4) 0.2257(18) 0.6480(16) 0.153(11) Uani 0.549(12) 1 d D U P B 1
N3A N 0.492(2) 0.1506(9) 0.4510(10) 0.089(5) Uani 0.549(12) 1 d D U P B 1
C19A C 0.5962(13) 0.1904(12) 0.5403(12) 0.115(4) Uani 0.549(12) 1 d D U P B 1
H19A H 0.6800 0.1961 0.5305 0.138 Uiso 0.549(12) 1 calc R U P B 1
C20A C 0.453(2) 0.1095(17) 0.3362(10) 0.161(8) Uani 0.549(12) 1 d D U P B 1
H20A H 0.3539 0.0875 0.3002 0.242 Uiso 0.549(12) 1 calc R U P B 1
H20B H 0.4875 0.1754 0.3097 0.242 Uiso 0.549(12) 1 calc R U P B 1
H20C H 0.4895 0.0358 0.3154 0.242 Uiso 0.549(12) 1 calc R U P B 1
C21A C 0.3486(14) 0.1450(13) 0.4807(16) 0.144(6) Uani 0.549(12) 1 d D U P B 1
H21A H 0.2688 0.1135 0.4091 0.216 Uiso 0.549(12) 1 calc R U P B 1
H21B H 0.3485 0.0893 0.5278 0.216 Uiso 0.549(12) 1 calc R U P B 1
H21C H 0.3465 0.2289 0.5222 0.216 Uiso 0.549(12) 1 calc R U P B 1
O12B O 0.637(5) 0.237(2) 0.6359(17) 0.144(13) Uani 0.451(12) 1 d D U P B 2
N3B N 0.465(2) 0.1541(14) 0.4577(12) 0.085(5) Uani 0.451(12) 1 d D U P B 2
C19B C 0.5060(15) 0.2038(14) 0.5638(12) 0.105(4) Uani 0.451(12) 1 d D U P B 2
H19B H 0.4398 0.2194 0.5956 0.125 Uiso 0.451(12) 1 calc R U P B 2
C20B C 0.3504(15) 0.1153(17) 0.3633(15) 0.145(8) Uani 0.451(12) 1 d D U P B 2
H20D H 0.3721 0.0806 0.2965 0.218 Uiso 0.451(12) 1 calc R U P B 2
H20E H 0.2879 0.0511 0.3711 0.218 Uiso 0.451(12) 1 calc R U P B 2
H20F H 0.3079 0.1861 0.3533 0.218 Uiso 0.451(12) 1 calc R U P B 2
C21B C 0.5989(17) 0.1410(15) 0.4165(16) 0.127(6) Uani 0.451(12) 1 d D U P B 2
H21D H 0.5654 0.1021 0.3337 0.191 Uiso 0.451(12) 1 calc R U P B 2
H21E H 0.6551 0.2241 0.4367 0.191 Uiso 0.451(12) 1 calc R U P B 2
H21F H 0.6532 0.0894 0.4556 0.191 Uiso 0.451(12) 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O4 2.3468(18) 2_566 ?
Eu1 O7 2.3676(16) . ?
Eu1 O11A 2.450(5) . ?
Eu1 O8 2.4067(16) 2_566 ?
Eu1 O5 2.4153(18) . ?
Eu1 O10 2.4241(19) . ?
Eu1 O1 2.436(2) . ?
Eu1 O11B 2.404(11) . ?
Eu1 O2 2.5599(18) . ?
Eu1 C1 2.865(2) . ?
Eu1 O4 2.9143(19) . ?
Eu1 C5 3.043(2) . ?
O1 C1 1.257(3) . ?
O2 C1 1.267(3) . ?
C1 C2 1.490(3) . ?
C2 C4 1.399(4) . ?
C2 C3 1.401(4) . ?
C3 C4 1.385(3) 2_677 ?
C3 H3 0.9300 . ?
C4 O3 1.365(4) . ?
C4 C3 1.385(3) 2_677 ?
O3 H3-O 0.8200 . ?
O4 C5 1.257(3) . ?
O4 Eu1 2.3468(17) 2_566 ?
O5 C5 1.271(3) . ?
C5 C6 1.482(3) . ?
C6 C7 1.396(3) . ?
C6 C8 1.399(3) . ?
C7 C8 1.375(3) 2_466 ?
C7 H7 0.9300 . ?
C8 O6 1.363(3) . ?
C8 C7 1.375(3) 2_466 ?
O6 H6-O 0.8200 . ?
O7 C9 1.253(3) . ?
O8 C9 1.263(3) . ?
O8 Eu1 2.4066(16) 2_566 ?
C9 C10 1.496(3) . ?
C10 C11 1.388(3) . ?
C10 C12 1.403(3) . ?
C11 C12 1.386(3) 2_556 ?
C11 H11 0.9300 . ?
C12 O9 1.354(3) . ?
C12 C11 1.386(3) 2_556 ?
O9 H9-O 0.8200 . ?
O10 C13 1.239(4) . ?
C13 N1 1.307(4) . ?
C13 H13 0.9300 . ?
N1 C14 1.434(6) . ?
N1 C15 1.457(6) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O11A C16A 1.232(6) . ?
C16A N2A 1.304(6) . ?
C16A H16A 0.9300 . ?
N2A C18A 1.456(8) . ?
N2A C17A 1.445(9) . ?
C17A H17A 0.9600 . ?
C17A H17B 0.9600 . ?
C17A H17C 0.9600 . ?
C18A H18A 0.9600 . ?
C18A H18B 0.9600 . ?
C18A H18C 0.9600 . ?
O11B C16B 1.233(9) . ?
C16B N2B 1.307(8) . ?
C16B H16B 0.9300 . ?
N2B C18B 1.457(10) . ?
N2B C17B 1.450(10) . ?
C17B H17D 0.9600 . ?
C17B H17E 0.9600 . ?
C17B H17F 0.9600 . ?
C18B H18D 0.9600 . ?
C18B H18E 0.9600 . ?
C18B H18F 0.9600 . ?
O12A C19A 1.31(3) . ?
N3A C19A 1.226(13) . ?
N3A C20A 1.324(14) . ?
N3A C21A 1.67(3) . ?
C19A H19A 0.9300 . ?
C20A H20A 0.9600 . ?
C20A H20B 0.9600 . ?
C20A H20C 0.9600 . ?
C21A H21A 0.9600 . ?
C21A H21B 0.9600 . ?
C21A H21C 0.9600 . ?
O12B C19B 1.32(3) . ?
N3B C19B 1.230(14) . ?
N3B C20B 1.318(14) . ?
N3B C21B 1.67(3) . ?
C19B H19B 0.9300 . ?
C20B H20D 0.9600 . ?
C20B H20E 0.9600 . ?
C20B H20F 0.9600 . ?
C21B H21D 0.9600 . ?
C21B H21E 0.9600 . ?
C21B H21F 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
O4 Eu1 O7 76.85(6) 2_566 . ?
O4 Eu1 O11A 78.5(3) 2_566 . ?
O7 Eu1 O11A 71.65(16) . . ?
O4 Eu1 O8 75.84(6) 2_566 2_566 ?
O7 Eu1 O8 127.60(6) . 2_566 ?
O11A Eu1 O8 141.9(3) . 2_566 ?
O4 Eu1 O5 122.45(6) 2_566 . ?
O7 Eu1 O5 80.56(7) . . ?
O11A Eu1 O5 140.3(3) . . ?
O8 Eu1 O5 77.78(7) 2_566 . ?
O4 Eu1 O10 145.65(7) 2_566 . ?
O7 Eu1 O10 76.80(7) . . ?
O11A Eu1 O10 72.6(3) . . ?
O8 Eu1 O10 138.38(7) 2_566 . ?
O5 Eu1 O10 73.92(7) . . ?
O4 Eu1 O1 87.64(7) 2_566 . ?
O7 Eu1 O1 144.78(7) . . ?
O11A Eu1 O1 74.37(18) . . ?
O8 Eu1 O1 76.85(7) 2_566 . ?
O5 Eu1 O1 133.52(7) . . ?
O10 Eu1 O1 101.67(8) . . ?
O4 Eu1 O11B 82.2(7) 2_566 . ?
O7 Eu1 O11B 81.9(3) . . ?
O8 Eu1 O11B 136.1(6) 2_566 . ?
O5 Eu1 O11B 144.9(7) . . ?
O10 Eu1 O11B 72.6(7) . . ?
O1 Eu1 O11B 64.6(4) . . ?
O4 Eu1 O2 131.26(6) 2_566 . ?
O7 Eu1 O2 151.88(6) . . ?
O11A Eu1 O2 109.37(17) . . ?
O8 Eu1 O2 69.72(6) 2_566 . ?
O5 Eu1 O2 82.74(6) . . ?
O10 Eu1 O2 76.92(7) . . ?
O1 Eu1 O2 52.03(7) . . ?
O11B Eu1 O2 99.5(3) . . ?
O4 Eu1 C1 109.37(7) 2_566 . ?
O7 Eu1 C1 162.00(7) . . ?
O11A Eu1 C1 92.67(15) . . ?
O8 Eu1 C1 70.28(6) 2_566 . ?
O5 Eu1 C1 108.18(7) . . ?
O10 Eu1 C1 90.31(7) . . ?
O1 Eu1 C1 25.85(7) . . ?
O11B Eu1 C1 82.2(3) . . ?
O2 Eu1 C1 26.23(7) . . ?
O4 Eu1 O4 74.92(6) 2_566 . ?
O7 Eu1 O4 64.56(6) . . ?
O11A Eu1 O4 132.61(16) . . ?
O8 Eu1 O4 65.56(6) 2_566 . ?
O5 Eu1 O4 47.60(5) . . ?
O10 Eu1 O4 112.28(7) . . ?
O1 Eu1 O4 141.28(7) . . ?
O11B Eu1 O4 142.7(3) . . ?
O2 Eu1 O4 117.71(6) . . ?
C1 Eu1 O4 132.97(6) . . ?
O4 Eu1 C5 99.15(6) 2_566 . ?
O7 Eu1 C5 69.37(6) . . ?
O11A Eu1 C5 140.38(18) . . ?
O8 Eu1 C5 71.99(7) 2_566 . ?
O5 Eu1 C5 23.51(6) . . ?
O10 Eu1 C5 91.77(7) . . ?
O1 Eu1 C5 145.23(7) . . ?
O11B Eu1 C5 149.9(4) . . ?
O2 Eu1 C5 101.69(6) . . ?
C1 Eu1 C5 124.31(7) . . ?
O4 Eu1 C5 24.24(6) . . ?
C1 O1 Eu1 96.51(16) . . ?
C1 O2 Eu1 90.47(14) . . ?
O1 C1 O2 120.8(2) . . ?
O1 C1 C2 119.1(2) . . ?
O2 C1 C2 120.1(2) . . ?
O1 C1 Eu1 57.64(13) . . ?
O2 C1 Eu1 63.30(12) . . ?
C2 C1 Eu1 175.18(18) . . ?
C4 C2 C3 119.7(2) . . ?
C4 C2 C1 121.2(2) . . ?
C3 C2 C1 119.1(2) . . ?
C4 C3 C2 120.5(2) 2_677 . ?
C4 C3 H3 119.8 2_677 . ?
C2 C3 H3 119.8 . . ?
O3 C4 C3 115.8(2) . 2_677 ?
O3 C4 C2 124.4(2) . . ?
C3 C4 C2 119.8(2) 2_677 . ?
C4 O3 H3-O 109.5 . . ?
C5 O4 Eu1 171.15(17) . 2_566 ?
C5 O4 Eu1 83.64(14) . . ?
Eu1 O4 Eu1 105.08(6) 2_566 . ?
C5 O5 Eu1 107.18(15) . . ?
O4 C5 O5 120.9(2) . . ?
O4 C5 C6 120.7(2) . . ?
O5 C5 C6 118.5(2) . . ?
O4 C5 Eu1 72.12(13) . . ?
O5 C5 Eu1 49.31(12) . . ?
C6 C5 Eu1 165.49(17) . . ?
C7 C6 C8 119.1(2) . . ?
C7 C6 C5 119.5(2) . . ?
C8 C6 C5 121.4(2) . . ?
C8 C7 C6 121.3(2) 2_466 . ?
C8 C7 H7 119.4 2_466 . ?
C6 C7 H7 119.4 . . ?
O6 C8 C7 117.7(2) . 2_466 ?
O6 C8 C6 122.7(2) . . ?
C7 C8 C6 119.6(2) 2_466 . ?
C8 O6 H6-O 109.5 . . ?
C9 O7 Eu1 135.30(16) . . ?
C9 O8 Eu1 138.76(15) . 2_566 ?
O7 C9 O8 125.0(2) . . ?
O7 C9 C10 117.7(2) . . ?
O8 C9 C10 117.3(2) . . ?
C11 C10 C12 119.2(2) . . ?
C11 C10 C9 119.1(2) . . ?
C12 C10 C9 121.6(2) . . ?
C12 C11 C10 122.2(2) 2_556 . ?
C12 C11 H11 118.9 2_556 . ?
C10 C11 H11 118.9 . . ?
O9 C12 C11 117.6(2) . 2_556 ?
O9 C12 C10 123.8(2) . . ?
C11 C12 C10 118.6(2) 2_556 . ?
C12 O9 H9-O 109.5 . . ?
C13 O10 Eu1 125.88(19) . . ?
O10 C13 N1 124.8(3) . . ?
O10 C13 H13 117.6 . . ?
N1 C13 H13 117.6 . . ?
C13 N1 C14 121.4(4) . . ?
C13 N1 C15 121.7(4) . . ?
C14 N1 C15 116.8(4) . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16A O11A Eu1 136.5(5) . . ?
N2A C16A O11A 124.8(6) . . ?
N2A C16A H16A 117.6 . . ?
O11A C16A H16A 117.6 . . ?
C16A N2A C18A 122.0(8) . . ?
C16A N2A C17A 121.0(7) . . ?
C18A N2A C17A 116.8(6) . . ?
N2A C17A H17A 109.5 . . ?
N2A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
N2A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
N2A C18A H18A 109.5 . . ?
N2A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
N2A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C16B O11B Eu1 133.8(11) . . ?
O11B C16B N2B 124.6(9) . . ?
O11B C16B H16B 117.7 . . ?
N2B C16B H16B 117.7 . . ?
C16B N2B C18B 121.3(10) . . ?
C16B N2B C17B 121.2(10) . . ?
C18B N2B C17B 116.8(8) . . ?
N2B C17B H17D 109.5 . . ?
N2B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
N2B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
N2B C18B H18D 109.5 . . ?
N2B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
N2B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C19A N3A C20A 141(2) . . ?
C19A N3A C21A 111.6(15) . . ?
C20A N3A C21A 107.7(14) . . ?
N3A C19A O12A 127(2) . . ?
N3A C19A H19A 116.4 . . ?
O12A C19A H19A 116.4 . . ?
N3A C20A H20A 109.5 . . ?
N3A C20A H20B 109.5 . . ?
H20A C20A H20B 109.5 . . ?
N3A C20A H20C 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
N3A C21A H21A 109.5 . . ?
N3A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
N3A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C19B N3B C20B 141(2) . . ?
C19B N3B C21B 110.4(15) . . ?
C20B N3B C21B 108.2(15) . . ?
N3B C19B O12B 125(2) . . ?
N3B C19B H19B 117.5 . . ?
O12B C19B H19B 117.5 . . ?
N3B C20B H20D 109.5 . . ?
N3B C20B H20E 109.5 . . ?
H20D C20B H20E 109.5 . . ?
N3B C20B H20F 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
N3B C21B H21D 109.5 . . ?
N3B C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
N3B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?

_refine_diff_density_max         1.905
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.092

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1956783'
loop_
_audit_author_name
_audit_author_address
'Fabio Marchetti'
;University of Pisa
Italy
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 N2 O11 Gd, C H Cl3'
_chemical_formula_sum            'C19 H21 Cl3 N2 O11 Gd'
_chemical_formula_weight         716.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   10.6393(13)
_cell_length_b                   11.1570(13)
_cell_length_c                   11.7912(15)
_cell_angle_alpha                97.296(3)
_cell_angle_beta                 111.893(3)
_cell_angle_gamma                101.042(3)
_cell_volume                     1244.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9775
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      32.96

_exptl_crystal_description       Prism
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.392
_exptl_crystal_size_mid          0.299
_exptl_crystal_size_min          0.290
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 0.00 0.1500
1.00 0.00 0.00 0.1300
0.00 1.00 0.00 0.0960
0.00 -1.00 0.00 0.1490
0.00 -1.00 1.00 0.1330
0.00 1.00 -1.00 0.1170
-1.00 0.00 2.00 0.1350
1.00 0.00 -2.00 0.1750
0.00 0.00 -1.00 0.1400
0.00 0.00 1.00 0.0890
-1.00 0.00 1.00 0.1520
1.00 0.00 -1.00 0.1720
_exptl_absorpt_coefficient_mu    3.048
_shelx_estimated_absorpt_T_min   0.381
_shelx_estimated_absorpt_T_max   0.472
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.4136
_exptl_absorpt_correction_T_max  0.6510
_exptl_absorpt_process_details   'Bruker SADABS-2016/2'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34357
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.007
_diffrn_reflns_theta_max         26.494
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5094
_reflns_number_gt                4645
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_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)+(0.0327P)²+14.8482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5094
_refine_ls_number_parameters     297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1306
_refine_ls_wR_factor_gt          0.1223
_refine_ls_goodness_of_fit_ref   1.251
_refine_ls_restrained_S_all      1.251
_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
Gd1 Gd 0.10941(3) 0.53613(3) 0.69485(3) 0.02003(12) Uani 1 1 d . . . . .
C1 C 0.3024(8) 0.7626(7) 0.8568(8) 0.0330(17) Uani 1 1 d . . . . .
C2 C 0.4059(8) 0.8859(7) 0.9296(8) 0.0375(19) Uani 1 1 d . . . . .
C3 C 0.3632(9) 0.9745(8) 0.9892(10) 0.048(2) Uani 1 1 d . . . . .
H3 H 0.2712 0.9570 0.9824 0.058 Uiso 1 1 calc R U . . .
C4 C 0.5443(9) 0.9103(8) 0.9406(10) 0.050(3) Uani 1 1 d . . . . .
C5 C 0.2064(7) 0.4855(6) 0.4360(7) 0.0240(14) Uani 1 1 d . . . . .
C6 C 0.3583(7) 0.4941(7) 0.4684(7) 0.0273(15) Uani 1 1 d . . . . .
C7 C 0.4544(8) 0.5333(8) 0.5926(7) 0.0320(17) Uani 1 1 d . . . . .
H7 H 0.4238 0.5555 0.6547 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4037(8) 0.4602(8) 0.3746(8) 0.0358(18) Uani 1 1 d . . . . .
C9 C -0.0343(7) 0.2519(6) 0.4979(6) 0.0211(13) Uani 1 1 d . . . . .
C10 C -0.0206(7) 0.1201(6) 0.4958(6) 0.0250(14) Uani 1 1 d . . . . .
C11 C 0.0032(9) 0.0731(7) 0.6046(7) 0.0310(16) Uani 1 1 d . . . . .
H11 H 0.0050 0.1229 0.6749 0.037 Uiso 1 1 calc R U . . .
C12 C -0.0241(9) 0.0435(7) 0.3891(7) 0.0305(16) Uani 1 1 d . . . . .
C13 C 0.1172(12) 0.3759(10) 0.9259(10) 0.053(2) Uani 1 1 d . . . . .
H13 H 0.2101 0.3744 0.9680 0.063 Uiso 1 1 calc R U . . .
C14 C 0.0542(16) 0.1897(13) 0.9968(15) 0.084(4) Uani 1 1 d . . . . .
H14A H -0.0314 0.1337 0.9875 0.126 Uiso 1 1 calc R U . . .
H14B H 0.1053 0.1442 0.9637 0.126 Uiso 1 1 calc R U . . .
H14C H 0.1100 0.2265 1.0840 0.126 Uiso 1 1 calc R U . . .
C15 C -0.1250(13) 0.2903(17) 0.8697(16) 0.094(5) Uani 1 1 d . . . . .
H15A H -0.1834 0.2191 0.8799 0.141 Uiso 1 1 calc R U . . .
H15B H -0.1376 0.3656 0.9081 0.141 Uiso 1 1 calc R U . . .
H15C H -0.1506 0.2876 0.7821 0.141 Uiso 1 1 calc R U . . .
C16 C 0.3105(11) 0.3303(10) 0.7330(11) 0.059(3) Uani 1 1 d . . . . .
H16 H 0.2401 0.2772 0.6607 0.071 Uiso 1 1 calc R U . . .
C17 C 0.434(3) 0.169(2) 0.743(2) 0.166(11) Uani 1 1 d . . . . .
H17A H 0.5238 0.1581 0.7949 0.249 Uiso 1 1 calc R U . . .
H17B H 0.3609 0.1063 0.7461 0.249 Uiso 1 1 calc R U . . .
H17C H 0.4258 0.1613 0.6583 0.249 Uiso 1 1 calc R U . . .
C18 C 0.5380(16) 0.3722(18) 0.8916(18) 0.122(7) Uani 1 1 d . . . . .
H18A H 0.6110 0.3302 0.9203 0.183 Uiso 1 1 calc R U . . .
H18B H 0.5725 0.4465 0.8675 0.183 Uiso 1 1 calc R U . . .
H18C H 0.5092 0.3946 0.9576 0.183 Uiso 1 1 calc R U . . .
N1 N 0.0217(9) 0.2880(8) 0.9290(8) 0.051(2) Uani 1 1 d . . . . .
N2 N 0.4237(10) 0.2928(10) 0.7886(10) 0.067(3) Uani 1 1 d . . . . .
O1 O 0.1864(5) 0.7331(5) 0.8618(5) 0.0313(11) Uani 1 1 d . . . . .
O2 O 0.3392(6) 0.6884(5) 0.7914(6) 0.0427(15) Uani 1 1 d . . . . .
O3 O 0.5939(8) 0.8273(8) 0.8873(10) 0.094(4) Uani 1 1 d . . . . .
H3A H 0.5309 0.7634 0.8487 0.140 Uiso 1 1 calc R U . . .
O4 O 0.1645(5) 0.5059(5) 0.5212(5) 0.0305(11) Uani 1 1 d . . . . .
O5 O -0.1232(5) 0.5427(5) 0.6786(5) 0.0335(12) Uani 1 1 d . . . . .
O6 O 0.3173(6) 0.4204(8) 0.2515(5) 0.061(2) Uani 1 1 d . . . . .
H6 H 0.2368 0.4198 0.2419 0.091 Uiso 1 1 calc R U . . .
O7 O -0.0056(5) 0.3214(4) 0.6016(5) 0.0287(11) Uani 1 1 d . . . . .
O8 O 0.0710(6) 0.7152(4) 0.6058(5) 0.0307(11) Uani 1 1 d . . . . .
O9 O -0.0470(9) 0.0798(6) 0.2781(6) 0.0529(19) Uani 1 1 d . . . . .
H9 H -0.0580 0.1507 0.2844 0.079 Uiso 1 1 calc R U . . .
O10 O 0.0953(7) 0.4627(6) 0.8710(6) 0.0466(15) Uani 1 1 d . . . . .
O11 O 0.2913(6) 0.4280(6) 0.7686(6) 0.0471(15) Uani 1 1 d . . . . .
C19A C 0.5956(14) 0.8588(13) 0.6434(12) 0.298(5) Uiso 0.658(9) 1 d G U P A 1
H19A H 0.5995 0.8017 0.7007 0.447 Uiso 0.658(9) 1 d G U P A 1
Cl1A Cl 0.4202(12) 0.8584(16) 0.5625(17) 0.298(5) Uiso 0.658(9) 1 d G U P A 1
Cl2A Cl 0.6952(16) 1.0086(16) 0.7321(14) 0.298(5) Uiso 0.658(9) 1 d G U P A 1
Cl3A Cl 0.6647(16) 0.8053(16) 0.5393(16) 0.298(5) Uiso 0.658(9) 1 d G U P A 1
C19B C 0.4769(13) 0.8223(13) 0.5272(13) 0.298(5) Uiso 0.342(9) 1 d G U P A 2
H19B H 0.4376 0.7917 0.5844 0.447 Uiso 0.342(9) 1 d G U P A 2
Cl1B Cl 0.4009(17) 0.9408(19) 0.4719(17) 0.298(5) Uiso 0.342(9) 1 d G U P A 2
Cl2B Cl 0.6586(12) 0.8805(13) 0.6101(13) 0.298(5) Uiso 0.342(9) 1 d G U P A 2
Cl3B Cl 0.437(2) 0.6972(16) 0.4032(18) 0.298(5) Uiso 0.342(9) 1 d G U P A 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
Gd1 O4 2.334(5) . ?
Gd1 O10 2.372(6) . ?
Gd1 O7 2.378(5) . ?
Gd1 O8 2.406(5) . ?
Gd1 O11 2.421(6) . ?
Gd1 O5 2.426(5) . ?
Gd1 O2 2.450(5) . ?
Gd1 O1 2.526(5) . ?
Gd1 C1 2.848(7) . ?
C1 O1 1.240(10) . ?
C1 O2 1.273(10) . ?
C1 C2 1.502(10) . ?
C2 C3 1.383(12) . ?
C2 C4 1.398(12) . ?
C3 C4 1.394(11) 2_677 ?
C3 H3 0.9300 . ?
C4 O3 1.348(11) . ?
C4 C3 1.394(11) 2_677 ?
C5 O4 1.254(9) . ?
C5 O5 1.266(9) 2_566 ?
C5 C6 1.495(9) . ?
C6 C7 1.390(10) . ?
C6 C8 1.401(11) . ?
C7 C8 1.397(10) 2_666 ?
C7 H7 0.9300 . ?
C8 O6 1.354(10) . ?
C8 C7 1.397(10) 2_666 ?
C9 O7 1.256(8) . ?
C9 O8 1.263(8) 2_566 ?
C9 C10 1.503(9) . ?
C10 C11 1.402(10) . ?
C10 C12 1.412(10) . ?
C11 C12 1.366(10) 2_556 ?
C11 H11 0.9300 . ?
C12 C11 1.366(10) 2_556 ?
C12 O9 1.369(9) . ?
C13 O10 1.243(11) . ?
C13 N1 1.285(13) . ?
C13 H13 0.9300 . ?
C14 N1 1.457(14) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N1 1.460(15) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 O11 1.200(12) . ?
C16 N2 1.315(12) . ?
C16 H16 0.9300 . ?
C17 N2 1.458(18) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 N2 1.397(18) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O3 H3A 0.8200 . ?
O5 C5 1.266(9) 2_566 ?
O6 H6 0.8200 . ?
O8 C9 1.263(8) 2_566 ?
O9 H9 0.8200 . ?
C19A Cl3A 1.7497 . ?
C19A Cl1A 1.7497 . ?
C19A Cl2A 1.7497 . ?
C19A H19A 0.9810 . ?
C19B Cl3B 1.7496 . ?
C19B Cl1B 1.7497 . ?
C19B Cl2B 1.7497 . ?
C19B H19B 0.9809 . ?
Cl1B Cl1B 2.07(4) 2_676 ?
Cl1B Cl2B 2.41(4) 2_676 ?
Cl2B Cl1B 2.41(3) 2_676 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Gd1 O10 147.6(2) . . ?
O4 Gd1 O7 77.85(18) . . ?
O10 Gd1 O7 79.7(2) . . ?
O4 Gd1 O8 75.79(18) . . ?
O10 Gd1 O8 136.5(2) . . ?
O7 Gd1 O8 128.23(17) . . ?
O4 Gd1 O11 79.5(2) . . ?
O10 Gd1 O11 72.4(2) . . ?
O7 Gd1 O11 75.3(2) . . ?
O8 Gd1 O11 139.7(2) . . ?
O4 Gd1 O5 123.06(18) . . ?
O10 Gd1 O5 76.0(2) . . ?
O7 Gd1 O5 82.07(19) . . ?
O8 Gd1 O5 76.41(19) . . ?
O11 Gd1 O5 143.8(2) . . ?
O4 Gd1 O2 83.9(2) . . ?
O10 Gd1 O2 101.1(2) . . ?
O7 Gd1 O2 143.62(18) . . ?
O8 Gd1 O2 75.6(2) . . ?
O11 Gd1 O2 70.5(2) . . ?
O5 Gd1 O2 133.85(19) . . ?
O4 Gd1 O1 128.05(18) . . ?
O10 Gd1 O1 75.9(2) . . ?
O7 Gd1 O1 154.06(18) . . ?
O8 Gd1 O1 68.15(18) . . ?
O11 Gd1 O1 105.2(2) . . ?
O5 Gd1 O1 83.48(18) . . ?
O2 Gd1 O1 52.16(18) . . ?
O4 Gd1 C1 105.9(2) . . ?
O10 Gd1 C1 89.7(2) . . ?
O7 Gd1 C1 163.3(2) . . ?
O8 Gd1 C1 68.0(2) . . ?
O11 Gd1 C1 89.2(2) . . ?
O5 Gd1 C1 108.1(2) . . ?
O2 Gd1 C1 26.5(2) . . ?
O1 Gd1 C1 25.8(2) . . ?
O1 C1 O2 121.2(7) . . ?
O1 C1 C2 121.4(7) . . ?
O2 C1 C2 117.4(7) . . ?
O1 C1 Gd1 62.5(4) . . ?
O2 C1 Gd1 59.1(4) . . ?
C2 C1 Gd1 173.7(6) . . ?
C3 C2 C4 120.1(7) . . ?
C3 C2 C1 118.8(7) . . ?
C4 C2 C1 121.1(7) . . ?
C2 C3 C4 121.0(8) . 2_677 ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 2_677 . ?
O3 C4 C3 117.8(8) . 2_677 ?
O3 C4 C2 123.2(7) . . ?
C3 C4 C2 118.9(8) 2_677 . ?
O4 C5 O5 121.8(6) . 2_566 ?
O4 C5 C6 120.1(6) . . ?
O5 C5 C6 118.1(6) 2_566 . ?
C7 C6 C8 119.8(6) . . ?
C7 C6 C5 119.8(6) . . ?
C8 C6 C5 120.4(6) . . ?
C6 C7 C8 120.8(7) . 2_666 ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 2_666 . ?
O6 C8 C7 116.9(7) . 2_666 ?
O6 C8 C6 123.8(7) . . ?
C7 C8 C6 119.4(7) 2_666 . ?
O7 C9 O8 125.1(6) . 2_566 ?
O7 C9 C10 118.3(6) . . ?
O8 C9 C10 116.6(6) 2_566 . ?
C11 C10 C12 118.4(6) . . ?
C11 C10 C9 119.4(6) . . ?
C12 C10 C9 122.1(6) . . ?
C12 C11 C10 122.3(7) 2_556 . ?
C12 C11 H11 118.8 2_556 . ?
C10 C11 H11 118.8 . . ?
C11 C12 O9 117.4(7) 2_556 . ?
C11 C12 C10 119.3(7) 2_556 . ?
O9 C12 C10 123.3(6) . . ?
O10 C13 N1 125.1(10) . . ?
O10 C13 H13 117.4 . . ?
N1 C13 H13 117.4 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O11 C16 N2 124.9(11) . . ?
O11 C16 H16 117.6 . . ?
N2 C16 H16 117.6 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 N1 C14 122.6(10) . . ?
C13 N1 C15 119.3(10) . . ?
C14 N1 C15 118.0(10) . . ?
C16 N2 C18 120.5(11) . . ?
C16 N2 C17 121.1(13) . . ?
C18 N2 C17 118.4(13) . . ?
C1 O1 Gd1 91.7(4) . . ?
C1 O2 Gd1 94.5(4) . . ?
C4 O3 H3A 109.5 . . ?
C5 O4 Gd1 173.1(5) . . ?
C5 O5 Gd1 108.7(4) 2_566 . ?
C8 O6 H6 109.5 . . ?
C9 O7 Gd1 134.4(4) . . ?
C9 O8 Gd1 141.4(4) 2_566 . ?
C12 O9 H9 109.5 . . ?
C13 O10 Gd1 141.0(7) . . ?
C16 O11 Gd1 136.0(7) . . ?
Cl3A C19A Cl1A 110.6 . . ?
Cl3A C19A Cl2A 110.6 . . ?
Cl1A C19A Cl2A 110.6 . . ?
Cl3A C19A H19A 108.3 . . ?
Cl1A C19A H19A 108.3 . . ?
Cl2A C19A H19A 108.3 . . ?
Cl3B C19B Cl1B 110.6 . . ?
Cl3B C19B Cl2B 110.6 . . ?
Cl1B C19B Cl2B 110.6 . . ?
Cl3B C19B H19B 108.3 . . ?
Cl1B C19B H19B 108.3 . . ?
Cl2B C19B H19B 108.3 . . ?
C19B Cl1B Cl1B 89.9(8) . 2_676 ?
C19B Cl1B Cl2B 168(2) . 2_676 ?
Cl1B Cl1B Cl2B 79.4(15) 2_676 2_676 ?
C19B Cl2B Cl1B 79.4(10) . 2_676 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 O2 0.93 2.57 3.452(9) 158.8 .
C7 H7 O11 0.93 2.63 3.349(11) 134.1 .
C15 H15A Cl2A 0.96 2.52 3.20(8) 128.3 1_445
C16 H16 O7 0.93 2.61 3.110(11) 114.6 .
C17 H17A Cl2A 0.96 2.92 3.61(8) 129.9 1_545
C17 H17C Cl3A 0.96 2.28 3.16(7) 153.7 2_666
C17 H17C Cl1B 0.96 2.98 3.68(8) 131.0 1_545
C17 H17C Cl2B 0.96 2.90 3.84(7) 168.7 2_666
C17 H17C Cl3B 0.96 2.31 2.95(6) 123.2 2_666
C18 H18B O6 0.96 2.58 3.48(2) 157.4 2_666
O3 H3A O2 0.82 1.87 2.585(9) 145.4 .
O6 H6 O5 0.82 1.86 2.573(8) 145.1 2_566
O9 H9 O1 0.82 2.45 3.085(8) 134.8 2_566
O9 H9 O8 0.82 1.91 2.619(8) 144.0 2_566
C19A H19A O3 0.98 2.21 2.947(16) 131.2 .

_refine_diff_density_max         3.257
_refine_diff_density_min         -2.408
_refine_diff_density_rms         0.212

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1956784'
loop_
_audit_author_name
_audit_author_address
'Fabio Marchetti'
;University of Pisa
Italy
;
_audit_update_record             
;
2019-09-30 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H26 Gd2 N6 O19, 3(C3 H4 N2), C H Cl3'
_chemical_formula_sum            'C43 H39 Cl3 Gd2 N12 O19'
_chemical_formula_weight         1448.71

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   12.2260(5)
_cell_length_b                   14.8722(6)
_cell_length_c                   16.0462(6)
_cell_angle_alpha                93.1970(10)
_cell_angle_beta                 91.8830(10)
_cell_angle_gamma                113.8510(10)
_cell_volume                     2659.41(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9632
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      34.93

_exptl_crystal_description       Prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             1424
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 -2.00 -2.00 0.0880
-1.00 0.00 0.00 0.0150
1.00 0.00 0.00 0.0770
0.00 -1.00 -1.00 0.0650
0.00 1.00 1.00 0.0990
0.00 -1.00 1.00 0.0410
-2.00 1.00 -1.00 0.0140
1.00 -2.00 2.00 0.0660
-1.00 2.00 -2.00 0.0720
1.00 2.00 0.00 0.1000
2.00 1.00 2.00 0.0910

_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_min          0.144
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_max          0.228
_exptl_absorpt_coefficient_mu    2.708
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.2064
_exptl_absorpt_correction_T_max  0.8567
_exptl_absorpt_process_details   'Bruker SADABS-2016/2'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            147951
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.288
_diffrn_reflns_theta_max         30.004
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             15460
_reflns_number_gt                12357
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_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)+(0.0395P)²+9.1357P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15460
_refine_ls_number_parameters     671
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0924
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
Gd1 Gd 0.68777(2) 0.55262(2) -0.00098(2) 0.01504(4) Uani 1 1 d . . . . .
Gd2 Gd 0.31627(2) -0.04443(2) 0.49722(2) 0.01547(4) Uani 1 1 d . . . . .
C1 C 0.5635(3) 0.1418(2) -0.3817(2) 0.0230(6) Uani 1 1 d . . . . .
C2 C 0.5331(3) 0.1915(3) -0.3084(2) 0.0261(7) Uani 1 1 d . . . . .
C3 C 0.6242(3) 0.2618(3) -0.2541(3) 0.0368(9) Uani 1 1 d . . . . .
C4 C 0.5934(3) 0.3101(3) -0.1887(3) 0.0359(9) Uani 1 1 d . . . . .
H4 H 0.6536 0.3568 -0.1531 0.043 Uiso 1 1 calc R U . . .
C5 C 0.4740(3) 0.2899(3) -0.1752(2) 0.0263(7) Uani 1 1 d . . . . .
C6 C 0.3832(3) 0.2177(3) -0.2280(2) 0.0294(7) Uani 1 1 d . . . . .
C7 C 0.4141(3) 0.1698(3) -0.2935(2) 0.0286(7) Uani 1 1 d . . . . .
H7 H 0.3539 0.1221 -0.3284 0.034 Uiso 1 1 calc R U . . .
C8 C 0.4460(3) 0.3472(2) -0.1060(2) 0.0231(6) Uani 1 1 d . . . . .
C9 C 0.8724(5) 0.4318(4) -0.0537(4) 0.0522(12) Uani 1 1 d . . . . .
H9 H 0.8961 0.4701 -0.0991 0.063 Uiso 1 1 calc R U . . .
C10 C 0.8620(6) 0.3260(5) 0.0341(5) 0.082(2) Uani 1 1 d . . . . .
H10 H 0.8729 0.2770 0.0622 0.098 Uiso 1 1 calc R U . . .
C11 C 0.7835(6) 0.3671(5) 0.0508(4) 0.079(2) Uani 1 1 d . . . . .
H11 H 0.7333 0.3520 0.0950 0.095 Uiso 1 1 calc R U . . .
C12 C 0.5078(3) 0.3879(2) 0.1258(2) 0.0220(6) Uani 1 1 d . . . . .
C13 C 0.5075(3) 0.3173(2) 0.1893(2) 0.0232(6) Uani 1 1 d . . . . .
C14 C 0.4044(3) 0.2313(3) 0.1995(2) 0.0290(7) Uani 1 1 d . . . . .
C15 C 0.4079(3) 0.1689(3) 0.2596(2) 0.0289(7) Uani 1 1 d . . . . .
H15 H 0.3396 0.1124 0.2666 0.035 Uiso 1 1 calc R U . . .
C16 C 0.5113(3) 0.1887(2) 0.3098(2) 0.0239(6) Uani 1 1 d . . . . .
C17 C 0.6148(3) 0.2742(3) 0.2993(2) 0.0297(8) Uani 1 1 d . . . . .
C18 C 0.6108(3) 0.3373(3) 0.2398(2) 0.0301(8) Uani 1 1 d . . . . .
H18 H 0.6788 0.3943 0.2335 0.036 Uiso 1 1 calc R U . . .
C19 C 0.5083(3) 0.1188(2) 0.3742(2) 0.0222(6) Uani 1 1 d . . . . .
C20 C 0.3312(6) 0.1946(4) 0.4869(4) 0.0571(14) Uani 1 1 d . . . . .
H20 H 0.4099 0.2143 0.4718 0.069 Uiso 1 1 calc R U . . .
C21 C 0.1594(7) 0.1973(5) 0.5121(4) 0.0720(19) Uani 1 1 d . . . . .
H21 H 0.0968 0.2172 0.5172 0.086 Uiso 1 1 calc R U . . .
C22 C 0.1587(5) 0.1089(4) 0.5280(4) 0.0549(13) Uani 1 1 d . . . . .
H22 H 0.0944 0.0574 0.5480 0.066 Uiso 1 1 calc R U . . .
C23 C 0.1092(5) -0.0186(4) 0.3497(3) 0.0489(11) Uani 1 1 d . . . . .
H23 H 0.1468 0.0499 0.3556 0.059 Uiso 1 1 calc R U . . .
C24 C -0.0135(5) -0.1675(4) 0.3067(3) 0.0541(13) Uani 1 1 d . . . . .
H24 H -0.0763 -0.2210 0.2790 0.065 Uiso 1 1 calc R U . . .
C25 C 0.0673(5) -0.1712(4) 0.3625(3) 0.0507(12) Uani 1 1 d . . . . .
H25 H 0.0701 -0.2294 0.3786 0.061 Uiso 1 1 calc R U . . .
C26 C 0.1387(3) -0.1518(3) 0.6082(2) 0.0301(8) Uani 1 1 d . . . . .
C27 C 0.0609(3) -0.2059(3) 0.6749(2) 0.0294(7) Uani 1 1 d . . . . .
C28 C -0.0079(4) -0.3075(3) 0.6637(2) 0.0341(8) Uani 1 1 d . . . . .
C29 C -0.0783(4) -0.3565(3) 0.7276(2) 0.0351(9) Uani 1 1 d . . . . .
H29 H -0.1240 -0.4241 0.7205 0.042 Uiso 1 1 calc R U . . .
C30 C -0.0799(3) -0.3037(3) 0.8020(2) 0.0287(7) Uani 1 1 d . . . . .
C31 C -0.0092(4) -0.2028(3) 0.8136(2) 0.0349(9) Uani 1 1 d . . . . .
C32 C 0.0600(4) -0.1533(3) 0.7498(3) 0.0365(9) Uani 1 1 d . . . . .
H32 H 0.1054 -0.0856 0.7569 0.044 Uiso 1 1 calc R U . . .
C33 C -0.1569(3) -0.3560(3) 0.8694(2) 0.0285(7) Uani 1 1 d . . . . .
N1 N 0.7879(3) 0.4327(3) -0.0050(2) 0.0371(8) Uani 1 1 d . . . . .
N2 N 0.9201(5) 0.3701(4) -0.0307(4) 0.0667(14) Uani 1 1 d . . . . .
H2 H 0.9776 0.3607 -0.0535 0.080 Uiso 1 1 calc R U . . .
N3 N 0.2659(3) 0.1058(2) 0.5107(2) 0.0348(7) Uani 1 1 d . . . . .
N4 N 0.2725(6) 0.2519(4) 0.4869(4) 0.0764(17) Uani 1 1 d . . . . .
H4A H 0.2996 0.3119 0.4736 0.092 Uiso 1 1 calc R U . . .
N5 N 0.1434(3) -0.0816(3) 0.3926(2) 0.0360(7) Uani 1 1 d . . . . .
N6 N 0.0130(5) -0.0715(5) 0.2979(3) 0.0764(16) Uani 1 1 d . . . . .
H6 H -0.0246 -0.0483 0.2651 0.092 Uiso 1 1 calc R U . . .
O1 O 0.6734(2) 0.1668(2) -0.39563(17) 0.0315(6) Uani 1 1 d . . . . .
O2 O 0.4825(2) 0.07702(18) -0.42874(15) 0.0264(5) Uani 1 1 d . . . . .
O3 O 0.7426(3) 0.2868(4) -0.2633(3) 0.0724(14) Uani 1 1 d . . . . .
H3 H 0.7508 0.2532 -0.3029 0.109 Uiso 1 1 calc R U . . .
O4 O 0.2649(3) 0.1927(3) -0.2170(2) 0.0523(10) Uani 1 1 d . . . . .
H4B H 0.2578 0.2267 -0.1773 0.078 Uiso 1 1 calc R U . . .
O5 O 0.5285(2) 0.41935(18) -0.06740(16) 0.0293(5) Uani 1 1 d . . . . .
O6 O 0.3372(2) 0.3223(2) -0.09031(17) 0.0311(6) Uani 1 1 d . . . . .
O7 O 0.8586(2) 0.6253(2) 0.09961(17) 0.0327(6) Uani 1 1 d G . . . .
H7A H 0.9135 0.6902 0.1047 0.049 Uiso 1 1 d G U . . .
H7B H 0.8527 0.6036 0.1536 0.049 Uiso 1 1 d G U . . .
O8 O 0.6054(2) 0.45682(18) 0.11218(15) 0.0252(5) Uani 1 1 d . . . . .
O9 O 0.4074(2) 0.37331(19) 0.09019(16) 0.0292(5) Uani 1 1 d . . . . .
O10 O 0.2995(3) 0.2055(2) 0.1530(2) 0.0492(9) Uani 1 1 d . . . . .
H10A H 0.3094 0.2434 0.1159 0.074 Uiso 1 1 calc R U . . .
O11 O 0.7187(3) 0.2988(2) 0.3457(2) 0.0542(10) Uani 1 1 d . . . . .
H11A H 0.7106 0.2566 0.3786 0.081 Uiso 1 1 calc R U . . .
O12 O 0.4094(2) 0.05276(18) 0.38789(15) 0.0256(5) Uani 1 1 d . . . . .
O13 O 0.6072(2) 0.13311(19) 0.41283(16) 0.0300(6) Uani 1 1 d . . . . .
O14 O 0.1994(3) -0.0603(2) 0.61932(19) 0.0409(7) Uani 1 1 d . . . . .
O15 O 0.1447(2) -0.1994(2) 0.54149(17) 0.0343(6) Uani 1 1 d . . . . .
O16 O -0.0114(4) -0.3607(3) 0.5923(3) 0.0732(13) Uani 1 1 d . . . . .
H16 H 0.0330 -0.3247 0.5596 0.110 Uiso 1 1 calc R U . . .
O17 O 0.0025(4) -0.1488(3) 0.8884(3) 0.0695(12) Uani 1 1 d . . . . .
H17 H -0.0416 -0.1842 0.9216 0.104 Uiso 1 1 calc R U . . .
O18 O -0.2281(3) -0.4454(2) 0.85723(18) 0.0384(7) Uani 1 1 d . . . . .
O19 O -0.1510(2) -0.3088(2) 0.93942(16) 0.0340(6) Uani 1 1 d . . . . .
N7 N 0.3684(8) 0.4349(5) 0.4176(5) 0.112(3) Uani 1 1 d D . . . .
C34 C 0.3643(10) 0.4172(7) 0.3376(6) 0.119(3) Uani 1 1 d D . . . .
H34 H 0.3349 0.3549 0.3094 0.143 Uiso 1 1 calc R U . . .
N8 N 0.4095(12) 0.5030(8) 0.3014(6) 0.187(5) Uani 1 1 d D . . . .
H8 H 0.4162 0.5101 0.2488 0.225 Uiso 1 1 calc R U . . .
C35 C 0.4414(15) 0.5738(6) 0.3614(7) 0.199(9) Uani 1 1 d D . . . .
H35 H 0.4793 0.6410 0.3549 0.239 Uiso 1 1 calc R U . . .
C36 C 0.4095(13) 0.5318(6) 0.4345(6) 0.174(7) Uani 1 1 d D . . . .
H36 H 0.4152 0.5646 0.4867 0.209 Uiso 1 1 calc R U . . .
N9 N 1.0010(5) 0.8212(3) 0.1031(3) 0.0685(14) Uani 1 1 d D . . . .
C37 C 0.9837(8) 0.9005(6) 0.0883(4) 0.097(3) Uani 1 1 d D . . . .
H37 H 0.9104 0.9001 0.0703 0.116 Uiso 1 1 calc R U . . .
N10 N 1.0847(11) 0.9818(5) 0.1022(5) 0.142(4) Uani 1 1 d D . . . .
H10B H 1.0937 1.0418 0.0979 0.170 Uiso 1 1 calc R U . . .
C38 C 1.1685(8) 0.9504(7) 0.1243(6) 0.115(4) Uani 1 1 d D . . . .
H38 H 1.2491 0.9904 0.1371 0.138 Uiso 1 1 calc R U . . .
C39 C 1.1190(7) 0.8538(6) 0.1251(5) 0.097(3) Uani 1 1 d D . . . .
H39 H 1.1588 0.8143 0.1385 0.116 Uiso 1 1 calc R U . . .
N11 N 0.8606(6) 0.5909(5) 0.2644(4) 0.0854(18) Uani 1 1 d D . . . .
C40 C 0.9358(9) 0.5538(8) 0.2879(7) 0.126(4) Uiso 1 1 d D . . . .
H40 H 0.9921 0.5453 0.2545 0.151 Uiso 1 1 calc R U . . .
N12 N 0.9202(10) 0.5298(8) 0.3670(7) 0.159(4) Uiso 1 1 d D . . . .
H12A H 0.9615 0.5067 0.3964 0.191 Uiso 1 1 calc R U . . .
C41 C 0.8313(10) 0.5478(8) 0.3903(6) 0.120(3) Uiso 1 1 d D . . . .
H41 H 0.7975 0.5341 0.4416 0.144 Uiso 1 1 calc R U . . .
C42 C 0.7932(10) 0.5904(8) 0.3283(7) 0.130(4) Uiso 1 1 d D . . . .
H42 H 0.7334 0.6139 0.3305 0.156 Uiso 1 1 calc R U . . .
C43A C 0.4058(8) 0.0230(7) -0.1293(4) 0.227(10) Uiso 0.624(5) 1 d G U P A 1
H43A H 0.3822 0.0446 -0.1809 0.341 Uiso 0.624(5) 1 d G U P A 1
Cl1A Cl 0.3441(11) -0.1060(7) -0.1363(7) 0.350(4) Uiso 0.624(5) 1 d G U P A 1
Cl2A Cl 0.3507(11) 0.0685(9) -0.0451(7) 0.350(4) Uiso 0.624(5) 1 d G U P A 1
Cl3A Cl 0.5623(8) 0.0702(8) -0.1196(7) 0.350(4) Uiso 0.624(5) 1 d G U P A 1
C43B C 0.4278(8) 0.0635(6) -0.1062(5) 0.227(10) Uiso 0.376(5) 1 d G U P A 2
H43B H 0.4147 0.1087 -0.1436 0.341 Uiso 0.376(5) 1 d G U P A 2
Cl1B Cl 0.2881(7) -0.0217(9) -0.0798(7) 0.350(4) Uiso 0.376(5) 1 d G U P A 2
Cl2B Cl 0.5123(12) 0.1327(8) -0.0168(7) 0.350(4) Uiso 0.376(5) 1 d G U P A 2
Cl3B Cl 0.5051(10) 0.0035(9) -0.1591(6) 0.350(4) Uiso 0.376(5) 1 d G U P A 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
Gd1 O5 2.316(3) . ?
Gd1 O8 2.364(2) . ?
Gd1 O9 2.391(2) 2_665 ?
Gd1 O6 2.425(2) 2_665 ?
Gd1 O7 2.428(3) . ?
Gd1 O19 2.472(2) 1_664 ?
Gd1 O18 2.524(3) 1_664 ?
Gd1 N1 2.538(3) . ?
Gd1 C33 2.875(3) 1_664 ?
Gd2 O2 2.332(2) 1_556 ?
Gd2 O12 2.355(2) . ?
Gd2 O13 2.412(2) 2_656 ?
Gd2 O1 2.420(3) 2_655 ?
Gd2 O14 2.429(3) . ?
Gd2 N5 2.511(3) . ?
Gd2 N3 2.547(3) . ?
Gd2 O15 2.566(3) . ?
Gd2 C26 2.864(3) . ?
Gd2 O2 2.929(3) 2_655 ?
Gd2 C1 3.049(3) 2_655 ?
C1 O2 1.256(4) . ?
C1 O1 1.273(4) . ?
C1 C2 1.491(4) . ?
C1 Gd2 3.049(3) 2_655 ?
C2 C7 1.389(5) . ?
C2 C3 1.409(5) . ?
C3 O3 1.357(5) . ?
C3 C4 1.385(5) . ?
C4 C5 1.393(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.406(5) . ?
C5 C8 1.494(5) . ?
C6 O4 1.360(4) . ?
C6 C7 1.384(5) . ?
C7 H7 0.9300 . ?
C8 O5 1.250(4) . ?
C8 O6 1.267(4) . ?
C9 N1 1.320(6) . ?
C9 N2 1.332(7) . ?
C9 H9 0.9300 . ?
C10 N2 1.328(9) . ?
C10 C11 1.356(7) . ?
C10 H10 0.9300 . ?
C11 N1 1.346(6) . ?
C11 H11 0.9300 . ?
C12 O8 1.256(4) . ?
C12 O9 1.267(4) . ?
C12 C13 1.502(4) . ?
C13 C18 1.393(5) . ?
C13 C14 1.410(5) . ?
C14 O10 1.362(4) . ?
C14 C15 1.387(4) . ?
C15 C16 1.392(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.408(5) . ?
C16 C19 1.497(4) . ?
C17 O11 1.353(4) . ?
C17 C18 1.390(4) . ?
C18 H18 0.9300 . ?
C19 O12 1.248(4) . ?
C19 O13 1.273(4) . ?
C20 N4 1.318(7) . ?
C20 N3 1.323(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.350(8) . ?
C21 N4 1.379(9) . ?
C21 H21 0.9300 . ?
C22 N3 1.366(6) . ?
C22 H22 0.9300 . ?
C23 N6 1.344(7) . ?
C23 N5 1.378(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.331(7) . ?
C24 N6 1.347(8) . ?
C24 H24 0.9300 . ?
C25 N5 1.331(6) . ?
C25 H25 0.9300 . ?
C26 O14 1.258(5) . ?
C26 O15 1.271(5) . ?
C26 C27 1.497(4) . ?
C27 C28 1.399(5) . ?
C27 C32 1.399(6) . ?
C28 O16 1.345(6) . ?
C28 C29 1.398(5) . ?
C29 C30 1.397(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.395(5) . ?
C30 C33 1.493(4) . ?
C31 O17 1.376(6) . ?
C31 C32 1.394(5) . ?
C32 H32 0.9300 . ?
C33 O18 1.260(5) . ?
C33 O19 1.276(5) . ?
C33 Gd1 2.875(3) 1_446 ?
N2 H2 0.8600 . ?
N4 H4A 0.8600 . ?
N6 H6 0.8600 . ?
O1 Gd2 2.420(3) 2_655 ?
O2 Gd2 2.332(2) 1_554 ?
O2 Gd2 2.929(3) 2_655 ?
O3 H3 0.8200 . ?
O4 H4B 0.8200 . ?
O6 Gd1 2.425(2) 2_665 ?
O7 H7A 0.9223 . ?
O7 H7B 0.9356 . ?
O9 Gd1 2.391(2) 2_665 ?
O10 H10A 0.8200 . ?
O11 H11A 0.8200 . ?
O13 Gd2 2.412(2) 2_656 ?
O16 H16 0.8200 . ?
O17 H17 0.8200 . ?
O18 Gd1 2.524(3) 1_446 ?
O19 Gd1 2.472(2) 1_446 ?
N7 C34 1.292(10) . ?
N7 C36 1.328(9) . ?
C34 N8 1.343(10) . ?
C34 H34 0.9300 . ?
N8 C35 1.310(11) . ?
N8 H8 0.8600 . ?
C35 C36 1.355(12) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N9 C37 1.313(8) . ?
N9 C39 1.350(8) . ?
C37 N10 1.334(10) . ?
C37 H37 0.9300 . ?
N10 C38 1.333(12) . ?
N10 H10B 0.8600 . ?
C38 C39 1.316(11) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
N11 C40 1.305(10) . ?
N11 C42 1.335(10) . ?
C40 N12 1.336(11) . ?
C40 H40 0.9300 . ?
N12 C41 1.282(11) . ?
N12 H12A 0.8600 . ?
C41 C42 1.372(12) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C43A Cl3A 1.7496 . ?
C43A Cl1A 1.7497 . ?
C43A Cl2A 1.7497 . ?
C43A H43A 0.9809 . ?
C43B Cl3B 1.7495 . ?
C43B Cl1B 1.7497 . ?
C43B Cl2B 1.7498 . ?
C43B H43B 0.9809 . ?

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 O8 78.23(9) . . ?
O5 Gd1 O9 76.23(9) . 2_665 ?
O8 Gd1 O9 127.27(9) . 2_665 ?
O5 Gd1 O6 123.22(9) . 2_665 ?
O8 Gd1 O6 81.04(9) . 2_665 ?
O9 Gd1 O6 75.86(10) 2_665 2_665 ?
O5 Gd1 O7 152.49(10) . . ?
O8 Gd1 O7 81.20(9) . . ?
O9 Gd1 O7 131.19(9) 2_665 . ?
O6 Gd1 O7 70.55(10) 2_665 . ?
O5 Gd1 O19 129.99(9) . 1_664 ?
O8 Gd1 O19 151.14(9) . 1_664 ?
O9 Gd1 O19 73.10(9) 2_665 1_664 ?
O6 Gd1 O19 85.89(10) 2_665 1_664 ?
O7 Gd1 O19 70.18(9) . 1_664 ?
O5 Gd1 O18 81.62(9) . 1_664 ?
O8 Gd1 O18 145.60(9) . 1_664 ?
O9 Gd1 O18 73.13(10) 2_665 1_664 ?
O6 Gd1 O18 133.33(9) 2_665 1_664 ?
O7 Gd1 O18 106.41(10) . 1_664 ?
O19 Gd1 O18 52.18(9) 1_664 1_664 ?
O5 Gd1 N1 82.96(11) . . ?
O8 Gd1 N1 77.77(10) . . ?
O9 Gd1 N1 141.71(11) 2_665 . ?
O6 Gd1 N1 141.73(11) 2_665 . ?
O7 Gd1 N1 74.96(11) . . ?
O19 Gd1 N1 97.74(11) 1_664 . ?
O18 Gd1 N1 72.29(11) 1_664 . ?
O5 Gd1 C33 105.67(10) . 1_664 ?
O8 Gd1 C33 161.93(10) . 1_664 ?
O9 Gd1 C33 70.42(10) 2_665 1_664 ?
O6 Gd1 C33 109.85(10) 2_665 1_664 ?
O7 Gd1 C33 88.80(10) . 1_664 ?
O19 Gd1 C33 26.24(10) 1_664 1_664 ?
O18 Gd1 C33 25.96(10) 1_664 1_664 ?
N1 Gd1 C33 85.13(11) . 1_664 ?
O2 Gd2 O12 79.78(9) 1_556 . ?
O2 Gd2 O13 75.14(9) 1_556 2_656 ?
O12 Gd2 O13 128.79(9) . 2_656 ?
O2 Gd2 O1 124.24(9) 1_556 2_655 ?
O12 Gd2 O1 78.27(9) . 2_655 ?
O13 Gd2 O1 80.21(10) 2_656 2_655 ?
O2 Gd2 O14 90.22(10) 1_556 . ?
O12 Gd2 O14 147.01(9) . . ?
O13 Gd2 O14 77.17(10) 2_656 . ?
O1 Gd2 O14 131.47(10) 2_655 . ?
O2 Gd2 N5 146.61(10) 1_556 . ?
O12 Gd2 N5 77.79(10) . . ?
O13 Gd2 N5 138.18(10) 2_656 . ?
O1 Gd2 N5 74.53(11) 2_655 . ?
O14 Gd2 N5 95.30(12) . . ?
O2 Gd2 N3 75.44(11) 1_556 . ?
O12 Gd2 N3 74.15(10) . . ?
O13 Gd2 N3 137.45(11) 2_656 . ?
O1 Gd2 N3 142.26(11) 2_655 . ?
O14 Gd2 N3 72.92(10) . . ?
N5 Gd2 N3 74.84(12) . . ?
O2 Gd2 O15 132.46(9) 1_556 . ?
O12 Gd2 O15 147.70(9) . . ?
O13 Gd2 O15 69.47(9) 2_656 . ?
O1 Gd2 O15 79.87(9) 2_655 . ?
O14 Gd2 O15 52.08(10) . . ?
N5 Gd2 O15 73.63(10) . . ?
N3 Gd2 O15 111.66(10) . . ?
O2 Gd2 C26 110.96(11) 1_556 . ?
O12 Gd2 C26 161.39(10) . . ?
O13 Gd2 C26 69.65(10) 2_656 . ?
O1 Gd2 C26 105.71(11) 2_655 . ?
O14 Gd2 C26 25.85(11) . . ?
N5 Gd2 C26 85.69(11) . . ?
N3 Gd2 C26 93.41(11) . . ?
O15 Gd2 C26 26.34(11) . . ?
O2 Gd2 O2 76.96(8) 1_556 2_655 ?
O12 Gd2 O2 63.87(8) . 2_655 ?
O13 Gd2 O2 67.32(8) 2_656 2_655 ?
O1 Gd2 O2 47.36(8) 2_655 2_655 ?
O14 Gd2 O2 144.22(9) . 2_655 ?
N5 Gd2 O2 113.83(10) . 2_655 ?
N3 Gd2 O2 132.89(9) . 2_655 ?
O15 Gd2 O2 115.18(8) . 2_655 ?
C26 Gd2 O2 132.18(9) . 2_655 ?
O2 Gd2 C1 101.06(9) 1_556 2_655 ?
O12 Gd2 C1 67.03(9) . 2_655 ?
O13 Gd2 C1 74.97(9) 2_656 2_655 ?
O1 Gd2 C1 23.49(9) 2_655 2_655 ?
O14 Gd2 C1 145.95(9) . 2_655 ?
N5 Gd2 C1 92.58(11) . 2_655 ?
N3 Gd2 C1 140.94(10) . 2_655 ?
O15 Gd2 C1 99.31(9) . 2_655 ?
C26 Gd2 C1 122.90(10) . 2_655 ?
O2 Gd2 C1 24.14(8) 2_655 2_655 ?
O2 C1 O1 120.8(3) . . ?
O2 C1 C2 120.8(3) . . ?
O1 C1 C2 118.4(3) . . ?
O2 C1 Gd2 72.54(19) . 2_655 ?
O1 C1 Gd2 49.28(16) . 2_655 ?
C2 C1 Gd2 163.7(2) . 2_655 ?
C7 C2 C3 119.2(3) . . ?
C7 C2 C1 120.1(3) . . ?
C3 C2 C1 120.7(3) . . ?
O3 C3 C4 117.4(3) . . ?
O3 C3 C2 123.2(3) . . ?
C4 C3 C2 119.4(3) . . ?
C3 C4 C5 121.2(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 119.3(3) . . ?
C4 C5 C8 119.0(3) . . ?
C6 C5 C8 121.7(3) . . ?
O4 C6 C7 118.3(3) . . ?
O4 C6 C5 122.2(3) . . ?
C7 C6 C5 119.4(3) . . ?
C6 C7 C2 121.5(3) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
O5 C8 O6 121.9(3) . . ?
O5 C8 C5 120.0(3) . . ?
O6 C8 C5 118.1(3) . . ?
N1 C9 N2 112.6(5) . . ?
N1 C9 H9 123.7 . . ?
N2 C9 H9 123.7 . . ?
N2 C10 C11 105.9(5) . . ?
N2 C10 H10 127.0 . . ?
C11 C10 H10 127.0 . . ?
N1 C11 C10 111.1(5) . . ?
N1 C11 H11 124.5 . . ?
C10 C11 H11 124.5 . . ?
O8 C12 O9 124.7(3) . . ?
O8 C12 C13 118.7(3) . . ?
O9 C12 C13 116.6(3) . . ?
C18 C13 C14 119.1(3) . . ?
C18 C13 C12 119.6(3) . . ?
C14 C13 C12 121.3(3) . . ?
O10 C14 C15 117.5(3) . . ?
O10 C14 C13 123.3(3) . . ?
C15 C14 C13 119.3(3) . . ?
C14 C15 C16 121.6(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 119.3(3) . . ?
C15 C16 C19 118.7(3) . . ?
C17 C16 C19 122.0(3) . . ?
O11 C17 C18 118.0(3) . . ?
O11 C17 C16 122.9(3) . . ?
C18 C17 C16 119.1(3) . . ?
C17 C18 C13 121.6(3) . . ?
C17 C18 H18 119.2 . . ?
C13 C18 H18 119.2 . . ?
O12 C19 O13 124.7(3) . . ?
O12 C19 C16 118.1(3) . . ?
O13 C19 C16 117.2(3) . . ?
N4 C20 N3 112.5(5) . . ?
N4 C20 H20 123.7 . . ?
N3 C20 H20 123.7 . . ?
C22 C21 N4 105.5(5) . . ?
C22 C21 H21 127.2 . . ?
N4 C21 H21 127.2 . . ?
C21 C22 N3 110.4(5) . . ?
C21 C22 H22 124.8 . . ?
N3 C22 H22 124.8 . . ?
N6 C23 N5 109.4(5) . . ?
N6 C23 H23 125.3 . . ?
N5 C23 H23 125.3 . . ?
C25 C24 N6 107.0(5) . . ?
C25 C24 H24 126.5 . . ?
N6 C24 H24 126.5 . . ?
C24 C25 N5 111.8(5) . . ?
C24 C25 H25 124.1 . . ?
N5 C25 H25 124.1 . . ?
O14 C26 O15 120.5(3) . . ?
O14 C26 C27 119.9(4) . . ?
O15 C26 C27 119.5(4) . . ?
O14 C26 Gd2 57.35(18) . . ?
O15 C26 Gd2 63.62(18) . . ?
C27 C26 Gd2 171.7(3) . . ?
C28 C27 C32 120.3(3) . . ?
C28 C27 C26 120.9(3) . . ?
C32 C27 C26 118.8(3) . . ?
O16 C28 C29 117.9(4) . . ?
O16 C28 C27 122.3(3) . . ?
C29 C28 C27 119.7(4) . . ?
C30 C29 C28 119.9(4) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 C33 120.1(3) . . ?
C29 C30 C33 119.7(3) . . ?
O17 C31 C32 116.9(4) . . ?
O17 C31 C30 122.8(3) . . ?
C32 C31 C30 120.2(4) . . ?
C31 C32 C27 119.7(4) . . ?
C31 C32 H32 120.2 . . ?
C27 C32 H32 120.2 . . ?
O18 C33 O19 120.1(3) . . ?
O18 C33 C30 120.7(3) . . ?
O19 C33 C30 119.2(3) . . ?
O18 C33 Gd1 61.27(18) . 1_446 ?
O19 C33 Gd1 58.93(17) . 1_446 ?
C30 C33 Gd1 176.2(3) . 1_446 ?
C9 N1 C11 103.3(4) . . ?
C9 N1 Gd1 127.6(3) . . ?
C11 N1 Gd1 128.1(3) . . ?
C10 N2 C9 107.0(5) . . ?
C10 N2 H2 126.5 . . ?
C9 N2 H2 126.5 . . ?
C20 N3 C22 104.5(4) . . ?
C20 N3 Gd2 126.4(3) . . ?
C22 N3 Gd2 128.1(3) . . ?
C20 N4 C21 107.0(5) . . ?
C20 N4 H4A 126.5 . . ?
C21 N4 H4A 126.5 . . ?
C25 N5 C23 104.3(4) . . ?
C25 N5 Gd2 125.6(3) . . ?
C23 N5 Gd2 130.0(3) . . ?
C23 N6 C24 107.4(5) . . ?
C23 N6 H6 126.3 . . ?
C24 N6 H6 126.3 . . ?
C1 O1 Gd2 107.2(2) . 2_655 ?
C1 O2 Gd2 172.8(2) . 1_554 ?
C1 O2 Gd2 83.3(2) . 2_655 ?
Gd2 O2 Gd2 103.04(8) 1_554 2_655 ?
C3 O3 H3 109.5 . . ?
C6 O4 H4B 109.5 . . ?
C8 O5 Gd1 177.1(2) . . ?
C8 O6 Gd1 111.2(2) . 2_665 ?
Gd1 O7 H7A 126.6 . . ?
Gd1 O7 H7B 119.6 . . ?
H7A O7 H7B 105.9 . . ?
C12 O8 Gd1 136.5(2) . . ?
C12 O9 Gd1 142.1(2) . 2_665 ?
C14 O10 H10A 109.5 . . ?
C17 O11 H11A 109.5 . . ?
C19 O12 Gd2 138.9(2) . . ?
C19 O13 Gd2 137.5(2) . 2_656 ?
C26 O14 Gd2 96.8(2) . . ?
C26 O15 Gd2 90.0(2) . . ?
C28 O16 H16 109.5 . . ?
C31 O17 H17 109.5 . . ?
C33 O18 Gd1 92.8(2) . 1_446 ?
C33 O19 Gd1 94.8(2) . 1_446 ?
C34 N7 C36 108.4(7) . . ?
N7 C34 N8 109.2(8) . . ?
N7 C34 H34 125.4 . . ?
N8 C34 H34 125.4 . . ?
C35 N8 C34 107.2(8) . . ?
C35 N8 H8 126.4 . . ?
C34 N8 H8 126.4 . . ?
N8 C35 C36 107.9(7) . . ?
N8 C35 H35 126.1 . . ?
C36 C35 H35 126.1 . . ?
N7 C36 C35 107.0(8) . . ?
N7 C36 H36 126.5 . . ?
C35 C36 H36 126.5 . . ?
C37 N9 C39 105.3(6) . . ?
N9 C37 N10 111.4(7) . . ?
N9 C37 H37 124.3 . . ?
N10 C37 H37 124.3 . . ?
C38 N10 C37 105.4(6) . . ?
C38 N10 H10B 127.3 . . ?
C37 N10 H10B 127.3 . . ?
C39 C38 N10 109.0(7) . . ?
C39 C38 H38 125.5 . . ?
N10 C38 H38 125.5 . . ?
C38 C39 N9 108.8(8) . . ?
C38 C39 H39 125.6 . . ?
N9 C39 H39 125.6 . . ?
C40 N11 C42 107.9(7) . . ?
N11 C40 N12 110.2(8) . . ?
N11 C40 H40 124.9 . . ?
N12 C40 H40 124.9 . . ?
C41 N12 C40 106.5(9) . . ?
C41 N12 H12A 126.8 . . ?
C40 N12 H12A 126.8 . . ?
N12 C41 C42 110.1(9) . . ?
N12 C41 H41 124.9 . . ?
C42 C41 H41 124.9 . . ?
N11 C42 C41 105.2(8) . . ?
N11 C42 H42 127.4 . . ?
C41 C42 H42 127.4 . . ?
Cl3A C43A Cl1A 110.6 . . ?
Cl3A C43A Cl2A 110.6 . . ?
Cl1A C43A Cl2A 110.6 . . ?
Cl3A C43A H43A 108.3 . . ?
Cl1A C43A H43A 108.3 . . ?
Cl2A C43A H43A 108.3 . . ?
Cl3B C43B Cl1B 110.6 . . ?
Cl3B C43B Cl2B 110.6 . . ?
Cl1B C43B Cl2B 110.6 . . ?
Cl3B C43B H43B 108.3 . . ?
Cl1B C43B H43B 108.3 . . ?
Cl2B C43B H43B 108.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C24 H24 N11 0.93 2.58 3.306(8) 135.5 1_445
N2 H2 O7 0.86 2.09 2.933(5) 165.8 2_765
N4 H4A N7 0.86 1.96 2.804(7) 166.0 .
O3 H3 O1 0.82 1.86 2.578(4) 145.0 .
O4 H4B O6 0.82 1.87 2.588(4) 146.0 .
O7 H7A N9 0.92 1.81 2.719(5) 169.5 .
O7 H7B N11 0.94 1.80 2.722(6) 167.0 .
O10 H10A O9 0.82 1.89 2.586(4) 141.4 .
O10 H10A O19 0.82 2.64 3.192(4) 125.6 2_556
O11 H11A O13 0.82 1.89 2.601(4) 145.3 .
O11 H11A O15 0.82 2.59 3.217(4) 134.9 2_656
O16 H16 O15 0.82 1.86 2.585(5) 147.2 .
O17 H17 O19 0.82 1.84 2.561(5) 146.1 .
N8 H8 O18 0.86 2.62 3.160(12) 121.6 2_556
N10 H10B O17 0.86 2.34 3.072(10) 143.7 2_666
N12 H12A O16 0.86 2.50 3.225(11) 143.0 2_656

_refine_diff_density_max         2.654
_refine_diff_density_min         -0.896
_refine_diff_density_rms         0.138

