# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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. 
# 
#######################################################################

data_s
_database_code_depnum_ccdc_archive 'CCDC 1856589'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H43 N5 O24 Pr2'
_chemical_formula_weight         1247.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.978(3)
_cell_length_b                   14.504(3)
_cell_length_c                   28.647(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4977(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8268
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      26.14

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_F_000             2488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.022
_shelx_estimated_absorpt_T_min   0.823
_shelx_estimated_absorpt_T_max   0.855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.824
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_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 ?
_diffrn_reflns_number            33475
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.205
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_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             4379
_reflns_number_gt                3536
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.1043P)²+8.8879P] 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         4379
_refine_ls_number_parameters     295
_refine_ls_number_restraints     530
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1545
_refine_ls_wR_factor_gt          0.1448
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.89823(3) 0.03947(2) 0.43116(2) 0.02615(17) Uani 1 1 d . U . . .
O1 O 1.0566(4) 0.0983(3) 0.38071(14) 0.0413(10) Uani 1 1 d . U . . .
O2 O 1.0521(4) 0.1519(3) 0.45276(13) 0.0352(9) Uani 1 1 d . U . . .
O3 O 1.3201(4) 0.3878(4) 0.50087(17) 0.0591(14) Uani 1 1 d . U . . .
O4 O 1.4450(5) 0.4457(3) 0.45441(19) 0.0538(13) Uani 1 1 d . U . . .
O5 O 1.3445(5) 0.2932(3) 0.11592(16) 0.0600(14) Uani 1 1 d . U . . .
O6 O 1.3842(4) 0.4377(3) 0.13288(16) 0.0499(13) Uani 1 1 d . U . . .
O7 O 1.3118(9) 0.0788(5) 0.2536(3) 0.128(4) Uani 1 1 d . U . . .
O8 O 1.4191(6) 0.1212(4) 0.3077(2) 0.0821(19) Uani 1 1 d . U . . .
O9 O 0.8243(4) -0.1087(3) 0.46805(16) 0.0490(12) Uani 1 1 d D U . . .
H9A H 0.877(5) -0.134(6) 0.483(3) 0.073 Uiso 1 1 d D U . . .
O10 O 0.8424(5) 0.1854(5) 0.3907(3) 0.091(2) Uani 1 1 d D U . . .
H10B H 0.783(6) 0.213(7) 0.382(4) 0.136 Uiso 1 1 d D U . . .
O11 O 0.6977(6) 0.0412(5) 0.4166(3) 0.087(2) Uani 1 1 d . U . . .
N1 N 1.3577(7) 0.1379(4) 0.2754(2) 0.0606(17) Uani 1 1 d . U . . .
N2 N 0.5154(11) 0.0313(10) 0.4190(6) 0.164(5) Uani 1 1 d . U . . .
C1 C 1.0939(5) 0.1508(4) 0.4116(2) 0.0349(6) Uani 1 1 d . U . . .
C2 C 1.1868(5) 0.2173(4) 0.4004(2) 0.0350(5) Uani 1 1 d . U . . .
C3 C 1.2333(5) 0.2715(4) 0.4348(2) 0.0349(6) Uani 1 1 d . U . . .
H3A H 1.2098 0.2652 0.4656 0.042 Uiso 1 1 calc R U . . .
C4 C 1.3154(5) 0.3355(4) 0.4235(2) 0.0352(5) Uani 1 1 d . U . . .
C5 C 1.3495(5) 0.3443(4) 0.3775(2) 0.0356(5) Uani 1 1 d . U . . .
H5A H 1.4044 0.3870 0.3698 0.043 Uiso 1 1 calc R U . . .
C6 C 1.3025(5) 0.2898(4) 0.3427(2) 0.0356(5) Uani 1 1 d . U . . .
C7 C 1.2233(5) 0.2264(4) 0.3549(2) 0.0356(5) Uani 1 1 d . U . . .
H7A H 1.1933 0.1884 0.3319 0.043 Uiso 1 1 calc R U . . .
C8 C 1.3644(5) 0.3942(4) 0.4619(2) 0.0355(7) Uani 1 1 d . U . . .
C9 C 1.3314(5) 0.3045(4) 0.2924(2) 0.0363(5) Uani 1 1 d . U . . .
C10 C 1.3317(5) 0.3943(4) 0.2742(2) 0.0372(5) Uani 1 1 d . U . . .
H10A H 1.3228 0.4441 0.2943 0.045 Uiso 1 1 calc R U . . .
C11 C 1.3452(5) 0.4103(4) 0.2264(2) 0.0374(6) Uani 1 1 d . U . . .
H11A H 1.3485 0.4704 0.2152 0.045 Uiso 1 1 calc R U . . .
C12 C 1.3535(6) 0.3370(4) 0.1956(2) 0.0371(6) Uani 1 1 d . U . . .
C13 C 1.3546(5) 0.2482(4) 0.2123(2) 0.0375(6) Uani 1 1 d . U . . .
H13A H 1.3618 0.1986 0.1919 0.045 Uiso 1 1 calc R U . . .
C14 C 1.3448(5) 0.2338(4) 0.2601(2) 0.0367(5) Uani 1 1 d . U . . .
C15 C 1.3608(6) 0.3562(4) 0.1437(2) 0.0376(6) Uani 1 1 d . U . . .
C16 C 0.6094(17) 0.0153(17) 0.4136(9) 0.168(3) Uani 1 1 d . U . . .
C17 C 0.4934(15) 0.1296(11) 0.4311(6) 0.168(3) Uani 1 1 d . U . . .
H17A H 0.4146 0.1387 0.4351 0.253 Uiso 1 1 calc DR U . . .
H17B H 0.5315 0.1448 0.4596 0.253 Uiso 1 1 calc R U . . .
H17C H 0.5200 0.1685 0.4064 0.253 Uiso 1 1 calc R U . . .
C18 C 0.4099(14) -0.0278(11) 0.4184(8) 0.168(3) Uani 1 1 d . U . . .
H18A H 0.3460 0.0104 0.4244 0.253 Uiso 1 1 calc DR U . . .
H18B H 0.4021 -0.0565 0.3884 0.253 Uiso 1 1 calc R U . . .
H18C H 0.4152 -0.0745 0.4421 0.253 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O6 2.361(4) 6_556 ?
Pr1 O3 2.404(4) 4_456 ?
Pr1 O4 2.413(5) 8_855 ?
Pr1 O11 2.438(6) . ?
Pr1 O10 2.505(5) . ?
Pr1 O1 2.533(4) . ?
Pr1 O2 2.537(4) . ?
Pr1 O9 2.554(4) . ?
Pr1 C1 2.901(6) . ?
O1 C1 1.251(7) . ?
O2 C1 1.281(7) . ?
O3 C8 1.240(8) . ?
O3 Pr1 2.404(4) 4_556 ?
O4 C8 1.240(8) . ?
O4 Pr1 2.413(5) 8_865 ?
O5 C15 1.227(8) . ?
O6 C15 1.254(8) . ?
O6 Pr1 2.361(4) 6_666 ?
O7 N1 1.194(9) . ?
O8 N1 1.207(9) . ?
O9 H9A 0.846(10) . ?
O10 H10B 0.851(10) . ?
O11 C16 1.13(2) . ?
N1 C14 1.466(8) . ?
N2 C16 1.16(2) . ?
N2 C17 1.490(17) . ?
N2 C18 1.528(18) . ?
C1 C2 1.507(8) . ?
C2 C3 1.378(8) . ?
C2 C7 1.383(8) . ?
C3 C4 1.391(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.386(8) . ?
C4 C8 1.509(8) . ?
C5 C6 1.390(8) . ?
C5 H5A 0.9300 . ?
C6 C7 1.366(8) . ?
C6 C9 1.498(8) . ?
C7 H7A 0.9300 . ?
C9 C14 1.391(9) . ?
C9 C10 1.402(8) . ?
C10 C11 1.401(8) . ?
C10 H10A 0.9300 . ?
C11 C12 1.384(9) . ?
C11 H11A 0.9300 . ?
C12 C13 1.374(8) . ?
C12 C15 1.516(8) . ?
C13 C14 1.392(8) . ?
C13 H13A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O6 Pr1 O3 151.17(18) 6_556 4_456 ?
O6 Pr1 O4 85.27(18) 6_556 8_855 ?
O3 Pr1 O4 109.07(18) 4_456 8_855 ?
O6 Pr1 O11 78.7(2) 6_556 . ?
O3 Pr1 O11 75.6(2) 4_456 . ?
O4 Pr1 O11 145.1(2) 8_855 . ?
O6 Pr1 O10 98.6(2) 6_556 . ?
O3 Pr1 O10 84.3(2) 4_456 . ?
O4 Pr1 O10 144.29(19) 8_855 . ?
O11 Pr1 O10 69.4(2) . . ?
O6 Pr1 O1 79.65(15) 6_556 . ?
O3 Pr1 O1 127.30(17) 4_456 . ?
O4 Pr1 O1 76.35(16) 8_855 . ?
O11 Pr1 O1 129.6(2) . . ?
O10 Pr1 O1 69.59(19) . . ?
O6 Pr1 O2 130.03(15) 6_556 . ?
O3 Pr1 O2 78.65(17) 4_456 . ?
O4 Pr1 O2 74.30(17) 8_855 . ?
O11 Pr1 O2 138.6(2) . . ?
O10 Pr1 O2 76.3(2) . . ?
O1 Pr1 O2 51.60(12) . . ?
O6 Pr1 O9 76.73(16) 6_556 . ?
O3 Pr1 O9 84.21(18) 4_456 . ?
O4 Pr1 O9 71.43(17) 8_855 . ?
O11 Pr1 O9 74.8(2) . . ?
O10 Pr1 O9 144.13(19) . . ?
O1 Pr1 O9 141.19(16) . . ?
O2 Pr1 O9 133.78(14) . . ?
O6 Pr1 C1 104.81(18) 6_556 . ?
O3 Pr1 C1 103.10(19) 4_456 . ?
O4 Pr1 C1 74.82(18) 8_855 . ?
O11 Pr1 C1 139.2(2) . . ?
O10 Pr1 C1 69.9(2) . . ?
O1 Pr1 C1 25.47(15) . . ?
O2 Pr1 C1 26.17(16) . . ?
O9 Pr1 C1 145.98(17) . . ?
C1 O1 Pr1 93.9(4) . . ?
C1 O2 Pr1 93.0(3) . . ?
C8 O3 Pr1 122.0(4) . 4_556 ?
C8 O4 Pr1 173.6(5) . 8_865 ?
C15 O6 Pr1 142.9(4) . 6_666 ?
Pr1 O9 H9A 108(6) . . ?
Pr1 O10 H10B 138(8) . . ?
C16 O11 Pr1 159.3(14) . . ?
O7 N1 O8 122.5(7) . . ?
O7 N1 C14 118.5(7) . . ?
O8 N1 C14 118.9(7) . . ?
C16 N2 C17 113.2(19) . . ?
C16 N2 C18 133.6(19) . . ?
C17 N2 C18 113.2(12) . . ?
O1 C1 O2 121.3(5) . . ?
O1 C1 C2 120.2(5) . . ?
O2 C1 C2 118.5(5) . . ?
O1 C1 Pr1 60.6(3) . . ?
O2 C1 Pr1 60.9(3) . . ?
C2 C1 Pr1 173.7(4) . . ?
C3 C2 C7 119.5(6) . . ?
C3 C2 C1 120.8(5) . . ?
C7 C2 C1 119.7(5) . . ?
C2 C3 C4 120.1(6) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C5 C4 C3 119.4(5) . . ?
C5 C4 C8 121.8(5) . . ?
C3 C4 C8 118.8(5) . . ?
C4 C5 C6 120.7(6) . . ?
C4 C5 H5A 119.7 . . ?
C6 C5 H5A 119.7 . . ?
C7 C6 C5 118.8(5) . . ?
C7 C6 C9 120.1(5) . . ?
C5 C6 C9 120.9(5) . . ?
C6 C7 C2 121.6(6) . . ?
C6 C7 H7A 119.2 . . ?
C2 C7 H7A 119.2 . . ?
O4 C8 O3 122.2(6) . . ?
O4 C8 C4 121.1(6) . . ?
O3 C8 C4 116.6(6) . . ?
C14 C9 C10 116.0(5) . . ?
C14 C9 C6 124.1(5) . . ?
C10 C9 C6 119.4(5) . . ?
C11 C10 C9 121.2(6) . . ?
C11 C10 H10A 119.4 . . ?
C9 C10 H10A 119.4 . . ?
C12 C11 C10 120.2(6) . . ?
C12 C11 H11A 119.9 . . ?
C10 C11 H11A 119.9 . . ?
C13 C12 C11 120.0(6) . . ?
C13 C12 C15 120.8(6) . . ?
C11 C12 C15 119.2(5) . . ?
C12 C13 C14 118.8(6) . . ?
C12 C13 H13A 120.6 . . ?
C14 C13 H13A 120.6 . . ?
C9 C14 C13 123.6(6) . . ?
C9 C14 N1 120.9(5) . . ?
C13 C14 N1 115.3(6) . . ?
O5 C15 O6 125.2(6) . . ?
O5 C15 C12 119.4(6) . . ?
O6 C15 C12 115.4(6) . . ?
O11 C16 N2 147(3) . . ?
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 . . ?

_refine_diff_density_max         0.883
_refine_diff_density_min         -2.257
_refine_diff_density_rms         0.158



####################################################################### 
# 
# 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_s_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1856591'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H43 Eu2 N5 O24'
_chemical_formula_weight         1269.70

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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.952(3)
_cell_length_b                   14.228(3)
_cell_length_c                   28.523(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4850(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.57

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_F_000             2520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.652
_shelx_estimated_absorpt_T_min   0.777
_shelx_estimated_absorpt_T_max   0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.778
_exptl_absorpt_correction_T_max  0.816
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_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 ?
_diffrn_reflns_number            35098
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.857
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4244
_reflns_number_gt                3825
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0575P)²+23.4325P] 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         4244
_refine_ls_number_parameters     310
_refine_ls_number_restraints     558
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1191
_refine_ls_wR_factor_gt          0.1165
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.172
_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
Eu1 Eu 0.89845(2) 0.04288(2) 0.43094(2) 0.02120(13) Uani 1 1 d . U . . .
O1 O 1.0537(4) 0.0992(3) 0.37993(13) 0.0357(10) Uani 1 1 d . U . . .
O2 O 1.0513(3) 0.1523(3) 0.45253(12) 0.0298(9) Uani 1 1 d . U . . .
O3 O 1.3293(4) 0.3885(3) 0.50060(14) 0.0445(11) Uani 1 1 d . U . . .
O4 O 1.4511(4) 0.4468(3) 0.45139(17) 0.0425(11) Uani 1 1 d . U . . .
O5 O 1.3418(5) 0.2960(3) 0.11428(15) 0.0520(13) Uani 1 1 d . U . . .
O6 O 1.3794(4) 0.4437(3) 0.13216(15) 0.0414(11) Uani 1 1 d . U . . .
O7A O 1.331(6) 0.069(2) 0.2486(15) 0.088(10) Uani 0.63(16) 1 d . U P A 1
O7B O 1.285(11) 0.084(6) 0.254(2) 0.090(15) Uani 0.37(16) 1 d . U P A 2
O8 O 1.4178(6) 0.1179(4) 0.3072(2) 0.0711(17) Uani 1 1 d . U . . .
O9 O 0.8229(4) -0.1018(3) 0.46862(14) 0.0381(10) Uani 1 1 d D U . . .
H9B H 0.813(7) -0.142(3) 0.4468(15) 0.057 Uiso 1 1 d D U . . .
H9A H 0.848(6) -0.130(4) 0.4926(14) 0.057 Uiso 1 1 d D U . . .
O10 O 0.8438(5) 0.1852(4) 0.3904(2) 0.0734(18) Uani 1 1 d D U . . .
H10B H 0.782(5) 0.214(7) 0.390(4) 0.110 Uiso 1 1 d D U . . .
O11 O 0.7001(5) 0.0469(5) 0.4185(2) 0.0716(17) Uani 1 1 d . U . . .
N1 N 1.3616(6) 0.1340(4) 0.2741(2) 0.0512(15) Uani 1 1 d . U . . .
N2 N 0.5154(11) 0.0294(10) 0.4236(5) 0.126(2) Uani 1 1 d . U . . .
C1 C 1.0937(5) 0.1511(4) 0.4112(2) 0.0276(9) Uani 1 1 d . U . . .
C2 C 1.1866(5) 0.2157(4) 0.40022(18) 0.0273(8) Uani 1 1 d . U . . .
C3 C 1.2357(5) 0.2718(4) 0.43471(18) 0.0271(8) Uani 1 1 d . U . . .
H3A H 1.2122 0.2669 0.4657 0.033 Uiso 1 1 calc R U . . .
C4 C 1.3200(5) 0.3351(4) 0.42275(18) 0.0271(8) Uani 1 1 d . U . . .
C5 C 1.3538(5) 0.3440(4) 0.37644(19) 0.0289(8) Uani 1 1 d . U . . .
H5A H 1.4089 0.3873 0.3685 0.035 Uiso 1 1 calc R U . . .
C6 C 1.3054(5) 0.2884(4) 0.34187(18) 0.0294(8) Uani 1 1 d . U . . .
C7 C 1.2239(5) 0.2243(4) 0.35394(19) 0.0296(8) Uani 1 1 d . U . . .
H7A H 1.1932 0.1861 0.3309 0.035 Uiso 1 1 calc R U . . .
C8 C 1.3711(5) 0.3949(4) 0.46059(19) 0.0281(9) Uani 1 1 d . U . . .
C9 C 1.3341(5) 0.3035(4) 0.29148(19) 0.0310(8) Uani 1 1 d . U . . .
C10 C 1.3352(5) 0.3945(4) 0.2741(2) 0.0344(8) Uani 1 1 d . U . . .
H10A H 1.3283 0.4448 0.2947 0.041 Uiso 1 1 calc R U . . .
C11 C 1.3465(5) 0.4119(4) 0.2258(2) 0.0347(9) Uani 1 1 d . U . . .
H11A H 1.3501 0.4735 0.2150 0.042 Uiso 1 1 calc R U . . .
C12 C 1.3522(5) 0.3393(4) 0.19448(19) 0.0316(9) Uani 1 1 d . U . . .
C13 C 1.3537(5) 0.2477(4) 0.2106(2) 0.0334(9) Uani 1 1 d . U . . .
H13A H 1.3592 0.1975 0.1898 0.040 Uiso 1 1 calc R U . . .
C14 C 1.3466(5) 0.2321(4) 0.25875(19) 0.0326(8) Uani 1 1 d . U . . .
C15 C 1.3574(5) 0.3605(4) 0.14260(19) 0.0330(9) Uani 1 1 d . U . . .
C16 C 0.6154(12) 0.0130(13) 0.4127(7) 0.126(2) Uani 1 1 d . U . . .
C17 C 0.4940(12) 0.1295(11) 0.4390(5) 0.126(2) Uani 1 1 d . U . . .
H17A H 0.5576 0.1525 0.4560 0.189 Uiso 1 1 calc R U . . .
H17B H 0.4291 0.1313 0.4588 0.189 Uiso 1 1 calc R U . . .
H17C H 0.4815 0.1682 0.4119 0.189 Uiso 1 1 calc R U . . .
C18 C 0.4195(12) -0.0261(11) 0.4133(6) 0.126(2) Uani 1 1 d . U . . .
H18A H 0.4404 -0.0769 0.3929 0.189 Uiso 1 1 calc R U . . .
H18B H 0.3642 0.0122 0.3981 0.189 Uiso 1 1 calc R U . . .
H18C H 0.3893 -0.0511 0.4419 0.189 Uiso 1 1 calc R U . . .


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

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.001 0.291 0.250 180 40 ' '
2 -0.001 0.709 0.750 180 40 ' '
3 0.050 0.333 0.042 7 2 ' '
4 0.050 0.667 0.542 7 2 ' '
5 0.499 0.791 0.250 180 40 ' '
6 0.499 0.209 0.750 180 40 ' '
7 0.450 0.833 0.042 7 2 ' '
8 0.450 0.167 0.542 7 2 ' '
9 0.550 0.833 0.458 7 2 ' '
10 0.550 0.167 0.958 7 2 ' '
11 0.950 0.333 0.458 7 2 ' '
12 0.950 0.667 0.958 7 2 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

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 O6 2.299(4) 6_556 ?
Eu1 O4 2.333(4) 8_855 ?
Eu1 O3 2.335(4) 4_456 ?
Eu1 O11 2.397(6) . ?
Eu1 O10 2.421(5) . ?
Eu1 O2 2.478(4) . ?
Eu1 O1 2.491(4) . ?
Eu1 O9 2.491(4) . ?
Eu1 C1 2.852(6) . ?
Eu1 C8 3.235(6) 4_456 ?
O1 C1 1.253(7) . ?
O2 C1 1.283(7) . ?
O3 C8 1.249(7) . ?
O3 Eu1 2.335(4) 4_556 ?
O4 C8 1.236(7) . ?
O4 Eu1 2.333(4) 8_865 ?
O5 C15 1.236(7) . ?
O6 C15 1.249(7) . ?
O6 Eu1 2.299(4) 6_666 ?
O7A N1 1.23(3) . ?
O7B N1 1.30(6) . ?
O8 N1 1.180(8) . ?
O9 H9B 0.849(10) . ?
O9 H9A 0.849(10) . ?
O10 H10B 0.849(10) . ?
O11 C16 1.134(14) . ?
N1 C14 1.474(8) . ?
N2 C16 1.257(19) . ?
N2 C18 1.423(17) . ?
N2 C17 1.512(18) . ?
C1 C2 1.475(8) . ?
C2 C3 1.396(8) . ?
C2 C7 1.399(8) . ?
C3 C4 1.394(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.387(8) . ?
C4 C8 1.504(8) . ?
C5 C6 1.391(8) . ?
C5 H5A 0.9300 . ?
C6 C7 1.377(8) . ?
C6 C9 1.493(7) . ?
C7 H7A 0.9300 . ?
C8 Eu1 3.235(6) 4_556 ?
C9 C14 1.387(8) . ?
C9 C10 1.387(8) . ?
C10 C11 1.406(8) . ?
C10 H10A 0.9300 . ?
C11 C12 1.367(8) . ?
C11 H11A 0.9300 . ?
C12 C13 1.383(8) . ?
C12 C15 1.511(7) . ?
C13 C14 1.392(8) . ?
C13 H13A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O6 Eu1 O4 84.96(18) 6_556 8_855 ?
O6 Eu1 O3 151.27(17) 6_556 4_456 ?
O4 Eu1 O3 108.01(16) 8_855 4_456 ?
O6 Eu1 O11 78.5(2) 6_556 . ?
O4 Eu1 O11 144.4(2) 8_855 . ?
O3 Eu1 O11 76.3(2) 4_456 . ?
O6 Eu1 O10 96.5(2) 6_556 . ?
O4 Eu1 O10 144.80(18) 8_855 . ?
O3 Eu1 O10 87.4(2) 4_456 . ?
O11 Eu1 O10 69.1(2) . . ?
O6 Eu1 O2 130.79(15) 6_556 . ?
O4 Eu1 O2 74.80(16) 8_855 . ?
O3 Eu1 O2 77.90(15) 4_456 . ?
O11 Eu1 O2 138.64(19) . . ?
O10 Eu1 O2 78.01(19) . . ?
O6 Eu1 O1 79.27(15) 6_556 . ?
O4 Eu1 O1 76.14(16) 8_855 . ?
O3 Eu1 O1 128.15(16) 4_456 . ?
O11 Eu1 O1 129.96(18) . . ?
O10 Eu1 O1 69.67(18) . . ?
O2 Eu1 O1 52.68(12) . . ?
O6 Eu1 O9 78.15(15) 6_556 . ?
O4 Eu1 O9 71.78(16) 8_855 . ?
O3 Eu1 O9 81.76(16) 4_456 . ?
O11 Eu1 O9 74.08(19) . . ?
O10 Eu1 O9 143.06(18) . . ?
O2 Eu1 O9 132.77(13) . . ?
O1 Eu1 O9 141.99(15) . . ?
O6 Eu1 C1 104.95(17) 6_556 . ?
O4 Eu1 C1 74.62(17) 8_855 . ?
O3 Eu1 C1 103.22(17) 4_456 . ?
O11 Eu1 C1 140.07(19) . . ?
O10 Eu1 C1 71.04(19) . . ?
O2 Eu1 C1 26.69(15) . . ?
O1 Eu1 C1 26.02(14) . . ?
O9 Eu1 C1 145.85(16) . . ?
O6 Eu1 C8 155.10(15) 6_556 4_456 ?
O4 Eu1 C8 89.95(15) 8_855 4_456 ?
O3 Eu1 C8 18.15(15) 4_456 4_456 ?
O11 Eu1 C8 92.0(2) . 4_456 ?
O10 Eu1 C8 101.6(2) . 4_456 ?
O2 Eu1 C8 70.42(13) . 4_456 ?
O1 Eu1 C8 123.09(14) . 4_456 ?
O9 Eu1 C8 77.11(14) . 4_456 ?
C1 Eu1 C8 97.10(15) . 4_456 ?
C1 O1 Eu1 93.3(3) . . ?
C1 O2 Eu1 93.2(3) . . ?
C8 O3 Eu1 126.3(4) . 4_556 ?
C8 O4 Eu1 177.7(4) . 8_865 ?
C15 O6 Eu1 142.1(4) . 6_666 ?
Eu1 O9 H9B 107(5) . . ?
Eu1 O9 H9A 128(5) . . ?
H9B O9 H9A 108.6(18) . . ?
Eu1 O10 H10B 130(8) . . ?
C16 O11 Eu1 153.4(11) . . ?
O8 N1 O7A 120(2) . . ?
O8 N1 O7B 131(3) . . ?
O8 N1 C14 119.3(6) . . ?
O7A N1 C14 119.8(16) . . ?
O7B N1 C14 108(4) . . ?
C16 N2 C18 127.7(16) . . ?
C16 N2 C17 114.1(13) . . ?
C18 N2 C17 116.5(13) . . ?
O1 C1 O2 120.7(5) . . ?
O1 C1 C2 120.2(5) . . ?
O2 C1 C2 119.0(5) . . ?
O1 C1 Eu1 60.7(3) . . ?
O2 C1 Eu1 60.2(3) . . ?
C2 C1 Eu1 173.9(4) . . ?
C3 C2 C7 118.7(5) . . ?
C3 C2 C1 121.5(5) . . ?
C7 C2 C1 119.7(5) . . ?
C4 C3 C2 120.1(5) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C5 C4 C3 120.2(5) . . ?
C5 C4 C8 120.9(5) . . ?
C3 C4 C8 118.9(5) . . ?
C4 C5 C6 120.1(5) . . ?
C4 C5 H5A 119.9 . . ?
C6 C5 H5A 119.9 . . ?
C7 C6 C5 119.6(5) . . ?
C7 C6 C9 119.9(5) . . ?
C5 C6 C9 120.3(5) . . ?
C6 C7 C2 121.3(5) . . ?
C6 C7 H7A 119.4 . . ?
C2 C7 H7A 119.4 . . ?
O4 C8 O3 123.2(5) . . ?
O4 C8 C4 120.0(5) . . ?
O3 C8 C4 116.8(5) . . ?
O4 C8 Eu1 87.8(3) . 4_556 ?
O3 C8 Eu1 35.6(3) . 4_556 ?
C4 C8 Eu1 151.9(4) . 4_556 ?
C14 C9 C10 116.2(5) . . ?
C14 C9 C6 124.6(5) . . ?
C10 C9 C6 118.7(5) . . ?
C9 C10 C11 121.0(6) . . ?
C9 C10 H10A 119.5 . . ?
C11 C10 H10A 119.5 . . ?
C12 C11 C10 120.8(6) . . ?
C12 C11 H11A 119.6 . . ?
C10 C11 H11A 119.6 . . ?
C11 C12 C13 119.7(5) . . ?
C11 C12 C15 119.4(5) . . ?
C13 C12 C15 120.9(5) . . ?
C12 C13 C14 118.5(6) . . ?
C12 C13 H13A 120.7 . . ?
C14 C13 H13A 120.7 . . ?
C9 C14 C13 123.6(6) . . ?
C9 C14 N1 120.4(5) . . ?
C13 C14 N1 115.8(5) . . ?
O5 C15 O6 125.4(5) . . ?
O5 C15 C12 119.1(5) . . ?
O6 C15 C12 115.5(5) . . ?
O11 C16 N2 137.2(19) . . ?
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 . . ?

_refine_diff_density_max         1.035
_refine_diff_density_min         -2.218
_refine_diff_density_rms         0.147



####################################################################### 
# 
# 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_s_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1856590'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H43 N5 O24 Sm2'
_chemical_formula_weight         1266.48

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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.948(3)
_cell_length_b                   14.292(3)
_cell_length_c                   28.555(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4876(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      27.54

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_F_000             2512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.473
_shelx_estimated_absorpt_T_min   0.790
_shelx_estimated_absorpt_T_max   0.827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.791
_exptl_absorpt_correction_T_max  0.827
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_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 ?
_diffrn_reflns_number            28015
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_av_R_equivalents  0.0847
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.223
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4272
_reflns_number_gt                3108
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0689P)²+24.1124P] 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         4272
_refine_ls_number_parameters     310
_refine_ls_number_restraints     537
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.89850(3) 0.04232(3) 0.43093(2) 0.01941(15) Uani 1 1 d . U . . .
O1 O 1.0540(5) 0.0991(4) 0.38004(18) 0.0310(13) Uani 1 1 d . U . . .
O2 O 1.0521(5) 0.1518(4) 0.45254(18) 0.0279(13) Uani 1 1 d . U . . .
O3 O 1.3273(5) 0.3892(5) 0.5004(2) 0.0425(16) Uani 1 1 d . U . . .
O4 O 1.4496(5) 0.4466(4) 0.4522(2) 0.0416(15) Uani 1 1 d . U . . .
O5 O 1.3420(6) 0.2960(5) 0.1146(2) 0.0467(17) Uani 1 1 d . U . . .
O6 O 1.3795(5) 0.4431(4) 0.1325(2) 0.0397(15) Uani 1 1 d . U . . .
O7 O 1.3159(11) 0.0753(6) 0.2512(4) 0.111(4) Uani 1 1 d . U . . .
O8 O 1.4184(7) 0.1180(5) 0.3068(3) 0.067(2) Uani 1 1 d . U . . .
O9 O 0.8234(5) -0.1030(4) 0.4682(2) 0.0375(15) Uani 1 1 d D U . . .
H9A H 0.831(9) -0.153(3) 0.453(2) 0.056 Uiso 1 1 d D U . . .
H9B H 0.822(8) -0.115(5) 0.4973(6) 0.056 Uiso 1 1 d D U . . .
O10 O 0.8441(6) 0.1866(6) 0.3914(4) 0.070(3) Uani 1 1 d . U . . .
H10B H 0.794(12) 0.205(10) 0.371(5) 0.104 Uiso 1 1 d . U . . .
H10C H 0.805(14) 0.209(12) 0.408(6) 0.104 Uiso 1 1 d . U . . .
O11 O 0.7008(6) 0.0467(6) 0.4182(3) 0.067(2) Uani 1 1 d . U . . .
O12 O 0.420(3) 0.165(2) 0.5288(17) 0.096(13) Uani 0.25 1 d . . P . .
N1 N 1.3604(8) 0.1354(6) 0.2744(3) 0.049(2) Uani 1 1 d . U . . .
N2 N 0.5147(11) 0.0317(11) 0.4209(6) 0.131(5) Uani 1 1 d . U . . .
C1 C 1.0934(7) 0.1509(6) 0.4116(3) 0.0265(7) Uani 1 1 d . U . . .
C2 C 1.1876(7) 0.2160(6) 0.4003(3) 0.0263(6) Uani 1 1 d . U . . .
C3 C 1.2352(6) 0.2715(5) 0.4345(3) 0.0264(6) Uani 1 1 d . U . . .
H3A H 1.2112 0.2664 0.4653 0.032 Uiso 1 1 calc R U . . .
C4 C 1.3196(7) 0.3358(6) 0.4229(3) 0.0265(6) Uani 1 1 d . U . . .
C5 C 1.3523(7) 0.3438(6) 0.3766(3) 0.0269(6) Uani 1 1 d . U . . .
H5A H 1.4075 0.3868 0.3686 0.032 Uiso 1 1 calc R U . . .
C6 C 1.3043(7) 0.2890(6) 0.3423(3) 0.0268(6) Uani 1 1 d . U . . .
C7 C 1.2232(6) 0.2248(6) 0.3537(3) 0.0269(6) Uani 1 1 d . U . . .
H7A H 1.1919 0.1872 0.3306 0.032 Uiso 1 1 calc R U . . .
C8 C 1.3692(7) 0.3952(6) 0.4604(3) 0.0267(7) Uani 1 1 d . U . . .
C9 C 1.3336(6) 0.3037(6) 0.2916(3) 0.0273(6) Uani 1 1 d . U . . .
C10 C 1.3334(6) 0.3950(6) 0.2740(3) 0.0278(6) Uani 1 1 d . U . . .
H10A H 1.3248 0.4453 0.2944 0.033 Uiso 1 1 calc R U . . .
C11 C 1.3459(7) 0.4112(6) 0.2258(3) 0.0280(6) Uani 1 1 d . U . . .
H11A H 1.3506 0.4723 0.2147 0.034 Uiso 1 1 calc R U . . .
C12 C 1.3514(7) 0.3388(6) 0.1950(3) 0.0277(7) Uani 1 1 d . U . . .
C13 C 1.3533(7) 0.2479(6) 0.2111(3) 0.0280(7) Uani 1 1 d . U . . .
H13A H 1.3592 0.1977 0.1905 0.034 Uiso 1 1 calc R U . . .
C14 C 1.3462(7) 0.2340(6) 0.2591(3) 0.0276(6) Uani 1 1 d . U . . .
C15 C 1.3575(7) 0.3588(6) 0.1434(3) 0.0283(7) Uani 1 1 d . U . . .
C16 C 0.6168(19) 0.0134(18) 0.4140(9) 0.145(3) Uani 1 1 d . U . . .
C17 C 0.4933(16) 0.1269(13) 0.4392(7) 0.145(3) Uani 1 1 d . U . . .
H17A H 0.4143 0.1356 0.4436 0.218 Uiso 1 1 calc DR U . . .
H17B H 0.5310 0.1346 0.4686 0.218 Uiso 1 1 calc R U . . .
H17C H 0.5208 0.1724 0.4173 0.218 Uiso 1 1 calc R U . . .
C18 C 0.4080(15) -0.0257(13) 0.4194(8) 0.145(3) Uani 1 1 d . U . . .
H18A H 0.3453 0.0136 0.4269 0.218 Uiso 1 1 calc DR U . . .
H18B H 0.3984 -0.0513 0.3886 0.218 Uiso 1 1 calc R U . . .
H18C H 0.4128 -0.0756 0.4418 0.218 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sm1 O6 2.312(6) 6_556 ?
Sm1 O4 2.352(6) 8_855 ?
Sm1 O3 2.352(5) 4_456 ?
Sm1 O11 2.390(7) . ?
Sm1 O10 2.439(8) . ?
Sm1 O2 2.490(5) . ?
Sm1 O1 2.494(5) . ?
Sm1 O9 2.501(6) . ?
Sm1 C1 2.852(8) . ?
O1 C1 1.258(9) . ?
O2 C1 1.269(9) . ?
O3 C8 1.250(9) . ?
O3 Sm1 2.352(5) 4_556 ?
O4 C8 1.232(9) . ?
O4 Sm1 2.352(6) 8_865 ?
O5 C15 1.231(10) . ?
O6 C15 1.271(10) . ?
O6 Sm1 2.312(6) 6_666 ?
O7 N1 1.209(11) . ?
O8 N1 1.181(10) . ?
O9 H9A 0.848(10) . ?
O9 H9B 0.850(10) . ?
O10 H10B 0.88(14) . ?
O10 H10C 0.73(15) . ?
O11 C16 1.12(2) . ?
N1 C14 1.486(11) . ?
N2 C16 1.26(2) . ?
N2 C18 1.516(19) . ?
N2 C17 1.48(2) . ?
C1 C2 1.495(11) . ?
C2 C3 1.381(11) . ?
C2 C7 1.401(11) . ?
C3 C4 1.403(11) . ?
C3 H3A 0.9300 . ?
C4 C5 1.383(10) . ?
C4 C8 1.489(11) . ?
C5 C6 1.380(11) . ?
C5 H5A 0.9300 . ?
C6 C7 1.375(11) . ?
C6 C9 1.503(11) . ?
C7 H7A 0.9300 . ?
C9 C14 1.369(11) . ?
C9 C10 1.399(11) . ?
C10 C11 1.405(11) . ?
C10 H10A 0.9300 . ?
C11 C12 1.358(11) . ?
C11 H11A 0.9300 . ?
C12 C13 1.378(11) . ?
C12 C15 1.503(11) . ?
C13 C14 1.389(11) . ?
C13 H13A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O6 Sm1 O4 85.5(2) 6_556 8_855 ?
O6 Sm1 O3 150.9(2) 6_556 4_456 ?
O4 Sm1 O3 107.8(2) 8_855 4_456 ?
O6 Sm1 O11 78.4(3) 6_556 . ?
O4 Sm1 O11 144.8(3) 8_855 . ?
O3 Sm1 O11 76.0(3) 4_456 . ?
O6 Sm1 O10 97.4(3) 6_556 . ?
O4 Sm1 O10 144.7(2) 8_855 . ?
O3 Sm1 O10 86.4(3) 4_456 . ?
O11 Sm1 O10 69.2(3) . . ?
O6 Sm1 O2 130.7(2) 6_556 . ?
O4 Sm1 O2 74.5(2) 8_855 . ?
O3 Sm1 O2 78.4(2) 4_456 . ?
O11 Sm1 O2 138.6(2) . . ?
O10 Sm1 O2 77.3(3) . . ?
O6 Sm1 O1 79.39(19) 6_556 . ?
O4 Sm1 O1 76.4(2) 8_855 . ?
O3 Sm1 O1 128.3(2) 4_456 . ?
O11 Sm1 O1 129.7(2) . . ?
O10 Sm1 O1 69.7(2) . . ?
O2 Sm1 O1 52.47(16) . . ?
O6 Sm1 O9 77.9(2) 6_556 . ?
O4 Sm1 O9 71.6(2) 8_855 . ?
O3 Sm1 O9 82.0(2) 4_456 . ?
O11 Sm1 O9 74.4(2) . . ?
O10 Sm1 O9 143.5(2) . . ?
O2 Sm1 O9 132.93(19) . . ?
O1 Sm1 O9 141.8(2) . . ?
O6 Sm1 C1 105.2(2) 6_556 . ?
O4 Sm1 C1 74.7(2) 8_855 . ?
O3 Sm1 C1 103.3(2) 4_456 . ?
O11 Sm1 C1 139.7(3) . . ?
O10 Sm1 C1 70.6(3) . . ?
O2 Sm1 C1 26.4(2) . . ?
O1 Sm1 C1 26.12(19) . . ?
O9 Sm1 C1 145.8(2) . . ?
C1 O1 Sm1 93.1(5) . . ?
C1 O2 Sm1 92.9(4) . . ?
C8 O3 Sm1 126.0(5) . 4_556 ?
C8 O4 Sm1 176.1(6) . 8_865 ?
C15 O6 Sm1 142.4(5) . 6_666 ?
Sm1 O9 H9A 116(6) . . ?
Sm1 O9 H9B 127(6) . . ?
H9A O9 H9B 109.7(18) . . ?
Sm1 O10 H10B 138(10) . . ?
Sm1 O10 H10C 104(10) . . ?
H10B O10 H10C 82(10) . . ?
C16 O11 Sm1 153.3(15) . . ?
O8 N1 O7 122.5(9) . . ?
O8 N1 C14 119.8(9) . . ?
O7 N1 C14 117.6(9) . . ?
C16 N2 C18 134.1(19) . . ?
C16 N2 C17 114.3(18) . . ?
C18 N2 C17 111.3(13) . . ?
O1 C1 O2 121.4(7) . . ?
O1 C1 C2 119.6(7) . . ?
O2 C1 C2 119.0(7) . . ?
O1 C1 Sm1 60.8(4) . . ?
O2 C1 Sm1 60.7(4) . . ?
C2 C1 Sm1 174.1(6) . . ?
C3 C2 C7 119.6(7) . . ?
C3 C2 C1 121.0(7) . . ?
C7 C2 C1 119.3(7) . . ?
C2 C3 C4 120.4(7) . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 H3A 119.8 . . ?
C5 C4 C3 118.9(7) . . ?
C5 C4 C8 121.8(7) . . ?
C3 C4 C8 119.3(7) . . ?
C6 C5 C4 121.0(7) . . ?
C6 C5 H5A 119.5 . . ?
C4 C5 H5A 119.5 . . ?
C7 C6 C5 120.1(7) . . ?
C7 C6 C9 119.1(7) . . ?
C5 C6 C9 120.6(7) . . ?
C6 C7 C2 120.0(7) . . ?
C6 C7 H7A 120.0 . . ?
C2 C7 H7A 120.0 . . ?
O4 C8 O3 121.9(8) . . ?
O4 C8 C4 120.9(7) . . ?
O3 C8 C4 117.2(7) . . ?
C14 C9 C10 115.8(7) . . ?
C14 C9 C6 125.2(7) . . ?
C10 C9 C6 118.4(7) . . ?
C11 C10 C9 120.4(8) . . ?
C11 C10 H10A 119.8 . . ?
C9 C10 H10A 119.8 . . ?
C12 C11 C10 120.9(8) . . ?
C12 C11 H11A 119.5 . . ?
C10 C11 H11A 119.5 . . ?
C11 C12 C13 120.2(8) . . ?
C11 C12 C15 119.5(7) . . ?
C13 C12 C15 120.3(7) . . ?
C12 C13 C14 117.6(8) . . ?
C12 C13 H13A 121.2 . . ?
C14 C13 H13A 121.2 . . ?
C9 C14 C13 124.9(8) . . ?
C9 C14 N1 120.2(7) . . ?
C13 C14 N1 114.8(7) . . ?
O5 C15 O6 124.0(8) . . ?
O5 C15 C12 120.6(7) . . ?
O6 C15 C12 115.4(7) . . ?
O11 C16 N2 140(3) . . ?
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 . . ?

_refine_diff_density_max         0.734
_refine_diff_density_min         -1.835
_refine_diff_density_rms         0.164



####################################################################### 
# 
# 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_s_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1856593'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H43 Dy2 N5 O24'
_chemical_formula_weight         1290.78

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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.0109(11)
_cell_length_b                   14.1322(12)
_cell_length_c                   28.639(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4861.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5978
_cell_measurement_theta_min      2.845
_cell_measurement_theta_max      27.128

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_F_000             2544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    3.139
_shelx_estimated_absorpt_T_min   0.744
_shelx_estimated_absorpt_T_max   0.787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7655
_exptl_absorpt_correction_T_max  0.8589
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22986
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.213
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4263
_reflns_number_gt                3040
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0850P)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         4263
_refine_ls_number_parameters     307
_refine_ls_number_restraints     314
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1334
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.003
_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
Dy1 Dy 0.89898(3) 0.04539(2) 0.43100(2) 0.02787(15) Uani 1 1 d . U . . .
O1 O 1.0514(5) 0.1004(4) 0.37984(15) 0.0431(13) Uani 1 1 d . U . . .
O2 O 1.0518(4) 0.1528(3) 0.45238(16) 0.0379(11) Uani 1 1 d . U . . .
O3 O 1.3352(5) 0.3888(4) 0.50051(16) 0.0501(15) Uani 1 1 d . U . . .
O4 O 1.4538(5) 0.4480(3) 0.44986(19) 0.0469(13) Uani 1 1 d . U . . .
O5 O 1.3416(6) 0.2977(4) 0.11319(19) 0.0657(18) Uani 1 1 d . U . . .
O6 O 1.3769(5) 0.4489(4) 0.13209(17) 0.0456(14) Uani 1 1 d . U . . .
O7 O 1.346(2) 0.067(2) 0.2449(12) 0.080(7) Uani 0.5 1 d . U P . .
O7' O 1.295(2) 0.077(2) 0.2528(12) 0.086(7) Uani 0.5 1 d . U P . .
O8 O 1.4148(7) 0.1156(5) 0.3070(2) 0.082(2) Uani 1 1 d . U . . .
O9 O 0.8227(5) -0.0972(4) 0.46885(18) 0.0454(13) Uani 1 1 d D U . . .
H9A H 0.858(7) -0.128(5) 0.4478(17) 0.068 Uiso 1 1 d D U . . .
H9B H 0.834(7) -0.125(5) 0.4949(12) 0.068 Uiso 1 1 d D U . . .
O10 O 0.8466(6) 0.1884(5) 0.3918(3) 0.078(2) Uani 1 1 d D U . . .
H10C H 0.781(4) 0.199(8) 0.401(4) 0.117 Uiso 1 1 d D U . . .
O11 O 0.7026(6) 0.0535(5) 0.4204(2) 0.0701(19) Uani 1 1 d . U . . .
N1 N 1.3628(8) 0.1343(5) 0.2728(3) 0.062(2) Uani 1 1 d . U . . .
N2 N 0.5210(14) 0.0367(9) 0.4260(4) 0.128(4) Uani 1 1 d . U . . .
C1 C 1.0921(6) 0.1527(5) 0.4109(2) 0.0324(15) Uani 1 1 d . U . . .
C2 C 1.1864(6) 0.2162(5) 0.4006(2) 0.0301(14) Uani 1 1 d . U . . .
C3 C 1.2369(6) 0.2726(5) 0.4342(2) 0.0316(15) Uani 1 1 d . U . . .
H3A H 1.2142 0.2679 0.4652 0.038 Uiso 1 1 calc R U . . .
C4 C 1.3209(6) 0.3362(5) 0.4223(2) 0.0303(15) Uani 1 1 d . U . . .
C5 C 1.3545(6) 0.3458(5) 0.3757(2) 0.0357(16) Uani 1 1 d . U . . .
H5A H 1.4087 0.3898 0.3676 0.043 Uiso 1 1 calc R U . . .
C6 C 1.3059(6) 0.2887(5) 0.3412(2) 0.0353(15) Uani 1 1 d . U . . .
C7 C 1.2233(6) 0.2252(5) 0.3530(2) 0.0354(16) Uani 1 1 d . U . . .
H7A H 1.1910 0.1878 0.3299 0.043 Uiso 1 1 calc R U . . .
C8 C 1.3752(6) 0.3950(5) 0.4599(3) 0.0334(16) Uani 1 1 d . U . . .
C9 C 1.3356(6) 0.3040(5) 0.2910(2) 0.0400(16) Uani 1 1 d . U . . .
C10 C 1.3370(8) 0.3964(5) 0.2734(3) 0.049(2) Uani 1 1 d . U . . .
H10A H 1.3314 0.4470 0.2940 0.059 Uiso 1 1 calc R U . . .
C11 C 1.3464(8) 0.4147(6) 0.2256(3) 0.0466(19) Uani 1 1 d . U . . .
H11A H 1.3492 0.4770 0.2152 0.056 Uiso 1 1 calc R U . . .
C12 C 1.3517(7) 0.3421(5) 0.1936(2) 0.0420(18) Uani 1 1 d . U . . .
C13 C 1.3532(7) 0.2498(5) 0.2100(3) 0.0430(18) Uani 1 1 d . U . . .
H13A H 1.3578 0.1991 0.1894 0.052 Uiso 1 1 calc R U . . .
C14 C 1.3474(7) 0.2344(5) 0.2585(3) 0.0412(17) Uani 1 1 d . U . . .
C15 C 1.3569(7) 0.3640(6) 0.1424(3) 0.0437(18) Uani 1 1 d . U . . .
C16 C 0.6243(17) 0.0136(14) 0.4158(6) 0.123(4) Uani 1 1 d . U . . .
C17 C 0.4945(18) 0.1332(11) 0.4417(6) 0.165(5) Uani 1 1 d . U . . .
H17A H 0.4160 0.1382 0.4476 0.248 Uiso 1 1 calc DR U . . .
H17B H 0.5348 0.1467 0.4699 0.248 Uiso 1 1 calc R U . . .
H17C H 0.5154 0.1777 0.4180 0.248 Uiso 1 1 calc R U . . .
C18 C 0.4334(18) -0.0380(10) 0.4065(8) 0.178(5) Uani 1 1 d . U . . .
H18A H 0.3595 -0.0182 0.4147 0.267 Uiso 1 1 calc DR U . . .
H18B H 0.4398 -0.0418 0.3732 0.267 Uiso 1 1 calc R U . . .
H18C H 0.4482 -0.0989 0.4199 0.267 Uiso 1 1 calc R U . . .


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

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.277 0.250 158 43 ' '
2 0.000 0.723 0.750 157 43 ' '
3 0.500 0.777 0.250 158 43 ' '
4 0.500 0.223 0.750 157 43 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Dy1 O6 2.279(5) 6_556 ?
Dy1 O3 2.302(5) 4_456 ?
Dy1 O4 2.305(5) 8_855 ?
Dy1 O11 2.381(7) . ?
Dy1 O10 2.396(6) . ?
Dy1 O2 2.459(5) . ?
Dy1 O9 2.465(5) . ?
Dy1 O1 2.470(5) . ?
Dy1 C1 2.830(7) . ?
Dy1 H9A 2.55(8) . ?
O1 C1 1.256(8) . ?
O2 C1 1.282(8) . ?
O3 C8 1.262(8) . ?
O3 Dy1 2.302(5) 4_556 ?
O4 C8 1.238(9) . ?
O4 Dy1 2.305(5) 8_865 ?
O5 C15 1.270(9) . ?
O6 C15 1.259(9) . ?
O6 Dy1 2.279(5) 6_666 ?
O7 O7' 0.67(4) . ?
O7 N1 1.26(3) . ?
O7' N1 1.28(3) . ?
O8 N1 1.190(10) . ?
O9 H9A 0.852(10) . ?
O9 H9B 0.852(10) . ?
O10 H10C 0.848(10) . ?
O11 C16 1.104(19) . ?
N1 C14 1.485(10) . ?
N2 C16 1.32(2) . ?
N2 C17 1.472(16) . ?
N2 C18 1.590(19) . ?
C1 C2 1.475(9) . ?
C2 C3 1.389(9) . ?
C2 C7 1.439(9) . ?
C3 C4 1.394(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.402(9) . ?
C4 C8 1.509(9) . ?
C5 C6 1.403(10) . ?
C5 H5A 0.9300 . ?
C6 C7 1.380(9) . ?
C6 C9 1.497(9) . ?
C7 H7A 0.9300 . ?
C9 C14 1.361(10) . ?
C9 C10 1.400(10) . ?
C10 C11 1.398(10) . ?
C10 H10A 0.9300 . ?
C11 C12 1.377(10) . ?
C11 H11A 0.9300 . ?
C12 C13 1.386(10) . ?
C12 C15 1.500(10) . ?
C13 C14 1.407(10) . ?
C13 H13A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O6 Dy1 O3 151.5(2) 6_556 4_456 ?
O6 Dy1 O4 85.3(2) 6_556 8_855 ?
O3 Dy1 O4 107.27(19) 4_456 8_855 ?
O6 Dy1 O11 79.2(2) 6_556 . ?
O3 Dy1 O11 76.1(2) 4_456 . ?
O4 Dy1 O11 144.9(2) 8_855 . ?
O6 Dy1 O10 95.9(2) 6_556 . ?
O3 Dy1 O10 88.3(2) 4_456 . ?
O4 Dy1 O10 144.6(2) 8_855 . ?
O11 Dy1 O10 68.9(2) . . ?
O6 Dy1 O2 130.80(18) 6_556 . ?
O3 Dy1 O2 77.70(19) 4_456 . ?
O4 Dy1 O2 74.79(19) 8_855 . ?
O11 Dy1 O2 137.9(2) . . ?
O10 Dy1 O2 78.0(2) . . ?
O6 Dy1 O9 79.42(17) 6_556 . ?
O3 Dy1 O9 80.31(18) 4_456 . ?
O4 Dy1 O9 72.19(19) 8_855 . ?
O11 Dy1 O9 74.1(2) . . ?
O10 Dy1 O9 142.9(2) . . ?
O2 Dy1 O9 132.27(17) . . ?
O6 Dy1 O1 78.71(18) 6_556 . ?
O3 Dy1 O1 128.68(19) 4_456 . ?
O4 Dy1 O1 76.01(19) 8_855 . ?
O11 Dy1 O1 130.1(2) . . ?
O10 Dy1 O1 69.6(2) . . ?
O2 Dy1 O1 53.15(15) . . ?
O9 Dy1 O1 142.52(18) . . ?
O6 Dy1 C1 104.8(2) 6_556 . ?
O3 Dy1 C1 103.3(2) 4_456 . ?
O4 Dy1 C1 74.8(2) 8_855 . ?
O11 Dy1 C1 139.5(2) . . ?
O10 Dy1 C1 70.6(2) . . ?
O2 Dy1 C1 26.89(18) . . ?
O9 Dy1 C1 146.30(19) . . ?
O1 Dy1 C1 26.31(17) . . ?
O6 Dy1 H9A 63.4(11) 6_556 . ?
O3 Dy1 H9A 99.3(5) 4_456 . ?
O4 Dy1 H9A 62.0(18) 8_855 . ?
O11 Dy1 H9A 82.9(18) . . ?
O10 Dy1 H9A 148(2) . . ?
O2 Dy1 H9A 134(2) . . ?
O9 Dy1 H9A 19.5(5) . . ?
O1 Dy1 H9A 124.0(9) . . ?
C1 Dy1 H9A 135.6(16) . . ?
C1 O1 Dy1 93.0(4) . . ?
C1 O2 Dy1 92.9(4) . . ?
C8 O3 Dy1 129.1(5) . 4_556 ?
C8 O4 Dy1 179.5(6) . 8_865 ?
C15 O6 Dy1 141.1(5) . 6_666 ?
O7' O7 N1 77(5) . . ?
O7 O7' N1 72(5) . . ?
Dy1 O9 H9A 86(6) . . ?
Dy1 O9 H9B 135(6) . . ?
H9A O9 H9B 107.9(18) . . ?
Dy1 O10 H10C 104(9) . . ?
C16 O11 Dy1 146.5(12) . . ?
O8 N1 O7 116.3(17) . . ?
O8 N1 O7' 124.3(18) . . ?
O7 N1 O7' 30.5(16) . . ?
O8 N1 C14 120.2(8) . . ?
O7 N1 C14 121.4(17) . . ?
O7' N1 C14 113.2(17) . . ?
C16 N2 C17 120.1(17) . . ?
C16 N2 C18 112.5(15) . . ?
C17 N2 C18 125.4(16) . . ?
O1 C1 O2 120.6(6) . . ?
O1 C1 C2 121.0(6) . . ?
O2 C1 C2 118.4(6) . . ?
O1 C1 Dy1 60.6(4) . . ?
O2 C1 Dy1 60.2(3) . . ?
C2 C1 Dy1 174.9(5) . . ?
C3 C2 C7 118.1(6) . . ?
C3 C2 C1 123.0(6) . . ?
C7 C2 C1 118.7(6) . . ?
C2 C3 C4 121.1(6) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
C3 C4 C5 120.3(6) . . ?
C3 C4 C8 119.6(6) . . ?
C5 C4 C8 120.1(6) . . ?
C4 C5 C6 119.7(7) . . ?
C4 C5 H5A 120.2 . . ?
C6 C5 H5A 120.2 . . ?
C7 C6 C5 120.0(6) . . ?
C7 C6 C9 120.1(6) . . ?
C5 C6 C9 119.6(6) . . ?
C6 C7 C2 120.8(6) . . ?
C6 C7 H7A 119.6 . . ?
C2 C7 H7A 119.6 . . ?
O4 C8 O3 123.1(7) . . ?
O4 C8 C4 119.8(6) . . ?
O3 C8 C4 117.0(6) . . ?
C14 C9 C10 115.3(7) . . ?
C14 C9 C6 125.2(6) . . ?
C10 C9 C6 119.0(7) . . ?
C11 C10 C9 121.8(7) . . ?
C11 C10 H10A 119.1 . . ?
C9 C10 H10A 119.1 . . ?
C12 C11 C10 121.1(7) . . ?
C12 C11 H11A 119.4 . . ?
C10 C11 H11A 119.4 . . ?
C11 C12 C13 118.4(7) . . ?
C11 C12 C15 119.9(7) . . ?
C13 C12 C15 121.7(7) . . ?
C12 C13 C14 118.7(7) . . ?
C12 C13 H13A 120.6 . . ?
C14 C13 H13A 120.6 . . ?
C9 C14 C13 124.5(7) . . ?
C9 C14 N1 120.9(7) . . ?
C13 C14 N1 114.4(7) . . ?
O6 C15 O5 125.3(7) . . ?
O6 C15 C12 115.7(7) . . ?
O5 C15 C12 119.0(7) . . ?
O11 C16 N2 130.5(19) . . ?
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 . . ?

_refine_diff_density_max         1.299
_refine_diff_density_min         -1.635
_refine_diff_density_rms         0.156



####################################################################### 
# 
# 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_s_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1856594'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H43 Ho2 N5 O24'
_chemical_formula_weight         1295.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.923(3)
_cell_length_b                   14.195(3)
_cell_length_c                   28.569(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4835(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9970
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.24

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.780
_exptl_crystal_F_000             2552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    3.338
_shelx_estimated_absorpt_T_min   0.731
_shelx_estimated_absorpt_T_max   0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.732
_exptl_absorpt_correction_T_max  0.777
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_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 ?
_diffrn_reflns_number            32159
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.225
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4240
_reflns_number_gt                4062
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0632P)²+34.1581P] 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         4240
_refine_ls_number_parameters     298
_refine_ls_number_restraints     531
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1253
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.89984(2) 0.04696(2) 0.43088(2) 0.02407(14) Uani 1 1 d . U . . .
O1 O 1.0514(4) 0.1011(3) 0.37988(15) 0.0378(10) Uani 1 1 d . U . . .
O2 O 1.0531(4) 0.1531(3) 0.45302(14) 0.0318(9) Uani 1 1 d . U . . .
O3 O 1.3367(4) 0.3892(4) 0.50059(16) 0.0430(11) Uani 1 1 d . U . . .
O4 O 1.4546(4) 0.4498(3) 0.44974(19) 0.0435(12) Uani 1 1 d . U . . .
O5 O 1.3425(5) 0.3018(4) 0.11319(17) 0.0533(14) Uani 1 1 d . U . . .
O6 O 1.3775(5) 0.4511(3) 0.13173(17) 0.0433(12) Uani 1 1 d . U . . .
O7 O 1.3171(11) 0.0768(5) 0.2485(3) 0.123(4) Uani 1 1 d . U . . .
O8 O 1.4188(7) 0.1198(5) 0.3055(2) 0.076(2) Uani 1 1 d . U . . .
O9 O 0.8232(4) -0.0946(3) 0.46850(16) 0.0398(11) Uani 1 1 d D U . . .
H9A H 0.833(7) -0.137(4) 0.4479(17) 0.060 Uiso 1 1 d D U . . .
H9B H 0.852(7) -0.113(5) 0.4943(13) 0.060 Uiso 1 1 d D U . . .
O10 O 0.8461(5) 0.1920(4) 0.3953(3) 0.0685(18) Uani 1 1 d D U . . .
H10C H 0.790(6) 0.220(8) 0.383(4) 0.103 Uiso 1 1 d D U . . .
O11 O 0.7039(5) 0.0538(5) 0.4194(2) 0.0642(17) Uani 1 1 d . U . . .
N1 N 1.3620(7) 0.1368(5) 0.2725(2) 0.0569(17) Uani 1 1 d . U . . .
N2 N 0.5192(10) 0.0361(10) 0.4200(7) 0.160(6) Uani 1 1 d . U . . .
C1 C 1.0931(5) 0.1528(5) 0.4114(2) 0.0326(6) Uani 1 1 d . U . . .
C2 C 1.1889(5) 0.2176(4) 0.4003(2) 0.0327(5) Uani 1 1 d . U . . .
C3 C 1.2377(6) 0.2733(5) 0.4341(2) 0.0327(6) Uani 1 1 d . U . . .
H3A H 1.2143 0.2683 0.4651 0.039 Uiso 1 1 calc R U . . .
C4 C 1.3218(6) 0.3372(5) 0.4222(2) 0.0326(5) Uani 1 1 d . U . . .
C5 C 1.3541(6) 0.3464(5) 0.3758(2) 0.0334(5) Uani 1 1 d . U . . .
H5A H 1.4092 0.3899 0.3677 0.040 Uiso 1 1 calc R U . . .
C6 C 1.3049(6) 0.2911(4) 0.3411(2) 0.0336(5) Uani 1 1 d . U . . .
C7 C 1.2238(5) 0.2267(5) 0.3538(2) 0.0334(5) Uani 1 1 d . U . . .
H7A H 1.1916 0.1886 0.3309 0.040 Uiso 1 1 calc R U . . .
C8 C 1.3769(6) 0.3968(5) 0.4600(2) 0.0320(7) Uani 1 1 d . U . . .
C9 C 1.3325(6) 0.3073(5) 0.2908(2) 0.0342(5) Uani 1 1 d . U . . .
C10 C 1.3350(6) 0.3992(5) 0.2731(2) 0.0352(5) Uani 1 1 d . U . . .
H10A H 1.3293 0.4496 0.2938 0.042 Uiso 1 1 calc R U . . .
C11 C 1.3457(6) 0.4175(5) 0.2257(2) 0.0355(6) Uani 1 1 d . U . . .
H11A H 1.3486 0.4795 0.2152 0.043 Uiso 1 1 calc R U . . .
C12 C 1.3520(6) 0.3445(5) 0.1935(2) 0.0350(6) Uani 1 1 d . U . . .
C13 C 1.3531(6) 0.2524(5) 0.2097(2) 0.0353(6) Uani 1 1 d . U . . .
H13A H 1.3581 0.2023 0.1889 0.042 Uiso 1 1 calc R U . . .
C14 C 1.3466(6) 0.2361(5) 0.2573(2) 0.0347(5) Uani 1 1 d . U . . .
C15 C 1.3568(6) 0.3663(5) 0.1420(2) 0.0353(6) Uani 1 1 d . U . . .
C16 C 0.6223(16) 0.0148(16) 0.4146(8) 0.139(3) Uani 1 1 d . U . . .
C17 C 0.4901(16) 0.1280(14) 0.4278(6) 0.140(3) Uani 1 1 d . U . . .
H17A H 0.4102 0.1326 0.4312 0.209 Uiso 1 1 calc R U . . .
H17B H 0.5257 0.1499 0.4560 0.209 Uiso 1 1 calc R U . . .
H17C H 0.5141 0.1659 0.4019 0.209 Uiso 1 1 calc R U . . .
C18 C 0.4277(15) -0.0324(13) 0.4139(8) 0.140(3) Uani 1 1 d . U . . .
H18A H 0.3571 -0.0021 0.4196 0.209 Uiso 1 1 calc R U . . .
H18B H 0.4292 -0.0565 0.3825 0.209 Uiso 1 1 calc R U . . .
H18C H 0.4373 -0.0834 0.4356 0.209 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ho1 O6 2.264(5) 6_556 ?
Ho1 O4 2.281(5) 8_855 ?
Ho1 O3 2.285(4) 4_456 ?
Ho1 O11 2.361(6) . ?
Ho1 O10 2.383(5) . ?
Ho1 O1 2.445(4) . ?
Ho1 O2 2.451(4) . ?
Ho1 O9 2.455(5) . ?
Ho1 C1 2.806(6) . ?
O1 C1 1.264(8) . ?
O2 C1 1.281(8) . ?
O3 C8 1.260(8) . ?
O3 Ho1 2.285(4) 4_556 ?
O4 C8 1.228(8) . ?
O4 Ho1 2.281(5) 8_865 ?
O5 C15 1.243(8) . ?
O6 C15 1.263(8) . ?
O6 Ho1 2.264(5) 6_666 ?
O7 N1 1.216(10) . ?
O8 N1 1.188(10) . ?
O9 H9A 0.850(10) . ?
O9 H9B 0.852(10) . ?
O10 H10C 0.849(10) . ?
O11 C16 1.127(19) . ?
N1 C14 1.486(9) . ?
N2 C16 1.28(2) . ?
N2 C17 1.37(2) . ?
N2 C18 1.47(2) . ?
C1 C2 1.501(9) . ?
C2 C3 1.377(9) . ?
C2 C7 1.400(9) . ?
C3 C4 1.395(9) . ?
C3 H3A 0.9300 . ?
C4 C5 1.387(9) . ?
C4 C8 1.522(9) . ?
C5 C6 1.394(9) . ?
C5 H5A 0.9300 . ?
C6 C7 1.379(9) . ?
C6 C9 1.493(9) . ?
C7 H7A 0.9300 . ?
C9 C10 1.400(9) . ?
C9 C14 1.401(9) . ?
C10 C11 1.387(9) . ?
C10 H10A 0.9300 . ?
C11 C12 1.387(9) . ?
C11 H11A 0.9300 . ?
C12 C13 1.387(9) . ?
C12 C15 1.504(9) . ?
C13 C14 1.381(9) . ?
C13 H13A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O6 Ho1 O4 85.0(2) 6_556 8_855 ?
O6 Ho1 O3 151.26(19) 6_556 4_456 ?
O4 Ho1 O3 106.74(18) 8_855 4_456 ?
O6 Ho1 O11 78.4(2) 6_556 . ?
O4 Ho1 O11 144.1(2) 8_855 . ?
O3 Ho1 O11 77.1(2) 4_456 . ?
O6 Ho1 O10 98.7(2) 6_556 . ?
O4 Ho1 O10 145.8(2) 8_855 . ?
O3 Ho1 O10 86.2(2) 4_456 . ?
O11 Ho1 O10 68.9(2) . . ?
O6 Ho1 O1 78.77(17) 6_556 . ?
O4 Ho1 O1 76.62(18) 8_855 . ?
O3 Ho1 O1 129.01(17) 4_456 . ?
O11 Ho1 O1 129.5(2) . . ?
O10 Ho1 O1 70.9(2) . . ?
O6 Ho1 O2 131.41(17) 6_556 . ?
O4 Ho1 O2 75.16(18) 8_855 . ?
O3 Ho1 O2 77.32(16) 4_456 . ?
O11 Ho1 O2 138.41(19) . . ?
O10 Ho1 O2 77.2(2) . . ?
O1 Ho1 O2 53.83(14) . . ?
O6 Ho1 O9 79.04(16) 6_556 . ?
O4 Ho1 O9 71.63(18) 8_855 . ?
O3 Ho1 O9 80.03(17) 4_456 . ?
O11 Ho1 O9 74.1(2) . . ?
O10 Ho1 O9 142.51(19) . . ?
O1 Ho1 O9 142.47(17) . . ?
O2 Ho1 O9 131.88(15) . . ?
O6 Ho1 C1 105.20(19) 6_556 . ?
O4 Ho1 C1 75.29(19) 8_855 . ?
O3 Ho1 C1 103.18(19) 4_456 . ?
O11 Ho1 C1 139.7(2) . . ?
O10 Ho1 C1 71.0(2) . . ?
O1 Ho1 C1 26.73(17) . . ?
O2 Ho1 C1 27.14(17) . . ?
O9 Ho1 C1 146.15(18) . . ?
C1 O1 Ho1 92.8(4) . . ?
C1 O2 Ho1 92.1(4) . . ?
C8 O3 Ho1 129.0(4) . 4_556 ?
C8 O4 Ho1 179.4(5) . 8_865 ?
C15 O6 Ho1 141.2(4) . 6_666 ?
Ho1 O9 H9A 103(6) . . ?
Ho1 O9 H9B 119(6) . . ?
H9A O9 H9B 109.0(18) . . ?
Ho1 O10 H10C 142(8) . . ?
C16 O11 Ho1 148.2(13) . . ?
O8 N1 O7 123.8(8) . . ?
O8 N1 C14 119.6(7) . . ?
O7 N1 C14 116.5(7) . . ?
C16 N2 C17 119.4(16) . . ?
C16 N2 C18 122.8(18) . . ?
C17 N2 C18 117.5(14) . . ?
O1 C1 O2 121.1(6) . . ?
O1 C1 C2 120.3(6) . . ?
O2 C1 C2 118.5(6) . . ?
O1 C1 Ho1 60.5(3) . . ?
O2 C1 Ho1 60.8(3) . . ?
C2 C1 Ho1 174.4(5) . . ?
C3 C2 C7 119.2(6) . . ?
C3 C2 C1 121.7(6) . . ?
C7 C2 C1 118.9(6) . . ?
C2 C3 C4 120.3(6) . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 H3A 119.8 . . ?
C5 C4 C3 119.7(6) . . ?
C5 C4 C8 120.4(6) . . ?
C3 C4 C8 119.9(5) . . ?
C4 C5 C6 120.6(6) . . ?
C4 C5 H5A 119.7 . . ?
C6 C5 H5A 119.7 . . ?
C7 C6 C5 118.9(6) . . ?
C7 C6 C9 120.6(6) . . ?
C5 C6 C9 120.3(6) . . ?
C6 C7 C2 121.2(6) . . ?
C6 C7 H7A 119.4 . . ?
C2 C7 H7A 119.4 . . ?
O4 C8 O3 124.0(6) . . ?
O4 C8 C4 119.8(6) . . ?
O3 C8 C4 116.2(6) . . ?
C10 C9 C14 115.1(6) . . ?
C10 C9 C6 119.7(6) . . ?
C14 C9 C6 125.0(6) . . ?
C11 C10 C9 121.9(6) . . ?
C11 C10 H10A 119.1 . . ?
C9 C10 H10A 119.1 . . ?
C12 C11 C10 120.9(6) . . ?
C12 C11 H11A 119.5 . . ?
C10 C11 H11A 119.5 . . ?
C11 C12 C13 118.8(6) . . ?
C11 C12 C15 119.8(6) . . ?
C13 C12 C15 121.4(6) . . ?
C14 C13 C12 119.2(6) . . ?
C14 C13 H13A 120.4 . . ?
C12 C13 H13A 120.4 . . ?
C13 C14 C9 123.9(6) . . ?
C13 C14 N1 116.0(6) . . ?
C9 C14 N1 120.0(6) . . ?
O5 C15 O6 125.1(6) . . ?
O5 C15 C12 119.4(6) . . ?
O6 C15 C12 115.5(6) . . ?
O11 C16 N2 134(2) . . ?
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 . . ?

_refine_diff_density_max         1.615
_refine_diff_density_min         -2.016
_refine_diff_density_rms         0.161



####################################################################### 
# 
# 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_s_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1856592'
_audit_update_record             
;
2018-11-08 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H43 Gd2 N5 O24'
_chemical_formula_weight         1280.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.913(3)
_cell_length_b                   14.227(3)
_cell_length_c                   28.570(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4842(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8739
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.19

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_F_000             2528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.805
_shelx_estimated_absorpt_T_min   0.767
_shelx_estimated_absorpt_T_max   0.807
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.767
_exptl_absorpt_correction_T_max  0.807
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_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 ?
_diffrn_reflns_number            21997
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_av_R_equivalents  0.0789
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4214
_reflns_number_gt                3543
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.0656P)²+13.6788P] 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         4214
_refine_ls_number_parameters     298
_refine_ls_number_restraints     531
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1192
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.054
_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 0.89940(2) 0.04506(2) 0.43058(2) 0.02233(14) Uani 1 1 d . U . . .
O1 O 1.0538(3) 0.1009(3) 0.37998(11) 0.0349(9) Uani 1 1 d . U . . .
O2 O 1.0534(3) 0.1523(2) 0.45289(11) 0.0310(8) Uani 1 1 d . U . . .
O3 O 1.3324(4) 0.3891(3) 0.50059(12) 0.0421(10) Uani 1 1 d . U . . .
O4 O 1.4528(4) 0.4478(3) 0.45034(14) 0.0410(10) Uani 1 1 d . U . . .
O5 O 1.3445(4) 0.2998(3) 0.11426(13) 0.0476(11) Uani 1 1 d . U . . .
O6 O 1.3782(4) 0.4474(3) 0.13245(13) 0.0404(10) Uani 1 1 d . U . . .
O7 O 1.3110(8) 0.0781(4) 0.2510(2) 0.122(3) Uani 1 1 d . U . . .
O8 O 1.4201(5) 0.1201(3) 0.30550(18) 0.0692(15) Uani 1 1 d . U . . .
O9 O 0.8220(4) -0.0989(3) 0.46807(12) 0.0379(9) Uani 1 1 d D U . . .
H9B H 0.864(5) -0.111(4) 0.4915(13) 0.057 Uiso 1 1 d D U . . .
H9A H 0.835(5) -0.139(3) 0.4464(14) 0.057 Uiso 1 1 d D U . . .
O10 O 0.8459(5) 0.1909(3) 0.3938(2) 0.0656(14) Uani 1 1 d D U . . .
H10C H 0.823(9) 0.224(6) 0.417(2) 0.098 Uiso 1 1 d D U . . .
O11 O 0.7012(5) 0.0510(4) 0.4177(2) 0.0659(15) Uani 1 1 d . U . . .
N1 N 1.3600(6) 0.1376(3) 0.27347(17) 0.0528(14) Uani 1 1 d . U . . .
N2 N 0.5163(12) 0.0325(9) 0.4168(6) 0.163(3) Uani 1 1 d . U . . .
C1 C 1.0942(4) 0.1526(4) 0.41158(18) 0.0276(9) Uani 1 1 d . U . . .
C2 C 1.1884(5) 0.2173(3) 0.40016(16) 0.0277(8) Uani 1 1 d . U . . .
C3 C 1.2377(5) 0.2733(4) 0.43459(15) 0.0272(8) Uani 1 1 d . U . . .
H3A H 1.2147 0.2680 0.4656 0.033 Uiso 1 1 calc R U . . .
C4 C 1.3204(5) 0.3362(3) 0.42257(16) 0.0271(8) Uani 1 1 d . U . . .
C5 C 1.3547(5) 0.3462(3) 0.37619(16) 0.0292(8) Uani 1 1 d . U . . .
H5A H 1.4105 0.3892 0.3684 0.035 Uiso 1 1 calc R U . . .
C6 C 1.3043(5) 0.2907(3) 0.34129(16) 0.0295(7) Uani 1 1 d . U . . .
C7 C 1.2232(5) 0.2260(3) 0.35398(16) 0.0292(8) Uani 1 1 d . U . . .
H7A H 1.1913 0.1877 0.3312 0.035 Uiso 1 1 calc R U . . .
C8 C 1.3732(5) 0.3956(3) 0.46024(17) 0.0281(9) Uani 1 1 d . U . . .
C9 C 1.3327(5) 0.3057(3) 0.29126(17) 0.0314(8) Uani 1 1 d . U . . .
C10 C 1.3348(5) 0.3967(4) 0.27339(17) 0.0348(8) Uani 1 1 d . U . . .
H10A H 1.3286 0.4471 0.2940 0.042 Uiso 1 1 calc R U . . .
C11 C 1.3459(5) 0.4147(4) 0.22643(17) 0.0354(9) Uani 1 1 d . U . . .
H11A H 1.3497 0.4765 0.2160 0.042 Uiso 1 1 calc R U . . .
C12 C 1.3513(5) 0.3427(4) 0.19467(17) 0.0320(9) Uani 1 1 d . U . . .
C13 C 1.3522(5) 0.2516(4) 0.21065(17) 0.0340(9) Uani 1 1 d . U . . .
H13A H 1.3574 0.2017 0.1898 0.041 Uiso 1 1 calc R U . . .
C14 C 1.3453(5) 0.2355(4) 0.25839(17) 0.0321(8) Uani 1 1 d . U . . .
C15 C 1.3578(5) 0.3640(4) 0.14301(17) 0.0336(9) Uani 1 1 d . U . . .
C16 C 0.6203(14) 0.0134(14) 0.4131(8) 0.163(3) Uani 1 1 d . U . . .
C17 C 0.4881(13) 0.1338(11) 0.4311(6) 0.163(3) Uani 1 1 d . U . . .
H17A H 0.4082 0.1412 0.4329 0.245 Uiso 1 1 calc R U . . .
H17B H 0.5208 0.1470 0.4611 0.245 Uiso 1 1 calc R U . . .
H17C H 0.5179 0.1766 0.4083 0.245 Uiso 1 1 calc R U . . .
C18 C 0.4267(12) -0.0376(10) 0.4069(8) 0.163(3) Uani 1 1 d . U . . .
H18A H 0.3545 -0.0091 0.4118 0.245 Uiso 1 1 calc R U . . .
H18B H 0.4327 -0.0584 0.3751 0.245 Uiso 1 1 calc R U . . .
H18C H 0.4350 -0.0903 0.4276 0.245 Uiso 1 1 calc R U . . .


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

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.001 0.293 0.250 173 42 ' '
2 -0.001 0.707 0.750 172 42 ' '
3 0.499 0.793 0.250 173 42 ' '
4 0.499 0.207 0.750 172 42 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

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 O6 2.288(4) 6_556 ?
Gd1 O4 2.310(4) 8_855 ?
Gd1 O3 2.319(3) 4_456 ?
Gd1 O11 2.391(5) . ?
Gd1 O10 2.412(4) . ?
Gd1 O2 2.469(4) . ?
Gd1 O1 2.471(4) . ?
Gd1 O9 2.488(4) . ?
Gd1 C1 2.832(5) . ?
O1 C1 1.260(6) . ?
O2 C1 1.277(6) . ?
O3 C8 1.255(6) . ?
O3 Gd1 2.320(3) 4_556 ?
O4 C8 1.236(7) . ?
O4 Gd1 2.310(4) 8_865 ?
O5 C15 1.239(6) . ?
O6 C15 1.249(6) . ?
O6 Gd1 2.288(4) 6_666 ?
O7 N1 1.212(7) . ?
O8 N1 1.188(7) . ?
O9 H9B 0.852(10) . ?
O9 H9A 0.853(10) . ?
O10 H10C 0.846(10) . ?
O11 C16 1.110(16) . ?
N1 C14 1.469(7) . ?
N2 C16 1.273(19) . ?
N2 C18 1.487(17) . ?
N2 C17 1.536(18) . ?
C1 C2 1.487(7) . ?
C2 C7 1.389(7) . ?
C2 C3 1.395(7) . ?
C3 C4 1.375(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.394(7) . ?
C4 C8 1.506(7) . ?
C5 C6 1.407(7) . ?
C5 H5A 0.9300 . ?
C6 C7 1.383(7) . ?
C6 C9 1.484(7) . ?
C7 H7A 0.9300 . ?
C9 C14 1.379(7) . ?
C9 C10 1.393(7) . ?
C10 C11 1.372(7) . ?
C10 H10A 0.9300 . ?
C11 C12 1.369(7) . ?
C11 H11A 0.9300 . ?
C12 C13 1.374(7) . ?
C12 C15 1.508(6) . ?
C13 C14 1.385(7) . ?
C13 H13A 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O6 Gd1 O4 85.01(15) 6_556 8_855 ?
O6 Gd1 O3 150.96(16) 6_556 4_456 ?
O4 Gd1 O3 107.28(14) 8_855 4_456 ?
O6 Gd1 O11 77.96(19) 6_556 . ?
O4 Gd1 O11 144.28(16) 8_855 . ?
O3 Gd1 O11 77.08(18) 4_456 . ?
O6 Gd1 O10 98.62(17) 6_556 . ?
O4 Gd1 O10 145.41(17) 8_855 . ?
O3 Gd1 O10 86.06(17) 4_456 . ?
O11 Gd1 O10 69.00(18) . . ?
O6 Gd1 O2 131.31(14) 6_556 . ?
O4 Gd1 O2 74.96(14) 8_855 . ?
O3 Gd1 O2 77.71(13) 4_456 . ?
O11 Gd1 O2 138.69(16) . . ?
O10 Gd1 O2 77.13(17) . . ?
O6 Gd1 O1 79.44(13) 6_556 . ?
O4 Gd1 O1 76.57(14) 8_855 . ?
O3 Gd1 O1 128.48(13) 4_456 . ?
O11 Gd1 O1 129.33(16) . . ?
O10 Gd1 O1 70.43(16) . . ?
O2 Gd1 O1 53.09(11) . . ?
O6 Gd1 O9 78.37(13) 6_556 . ?
O4 Gd1 O9 71.59(14) 8_855 . ?
O3 Gd1 O9 80.80(14) 4_456 . ?
O11 Gd1 O9 74.32(16) . . ?
O10 Gd1 O9 142.94(17) . . ?
O2 Gd1 O9 132.26(12) . . ?
O1 Gd1 O9 142.39(13) . . ?
O6 Gd1 C1 105.51(15) 6_556 . ?
O4 Gd1 C1 75.26(15) 8_855 . ?
O3 Gd1 C1 103.07(15) 4_456 . ?
O11 Gd1 C1 139.50(16) . . ?
O10 Gd1 C1 70.61(17) . . ?
O2 Gd1 C1 26.76(13) . . ?
O1 Gd1 C1 26.38(13) . . ?
O9 Gd1 C1 146.17(14) . . ?
C1 O1 Gd1 93.0(3) . . ?
C1 O2 Gd1 92.7(3) . . ?
C8 O3 Gd1 128.0(4) . 4_556 ?
C8 O4 Gd1 179.1(4) . 8_865 ?
C15 O6 Gd1 142.1(3) . 6_666 ?
Gd1 O9 H9B 107(5) . . ?
Gd1 O9 H9A 99(5) . . ?
H9B O9 H9A 109.0(18) . . ?
Gd1 O10 H10C 103(7) . . ?
C16 O11 Gd1 149.1(11) . . ?
O8 N1 O7 123.5(6) . . ?
O8 N1 C14 119.8(5) . . ?
O7 N1 C14 116.7(6) . . ?
C16 N2 C18 122.7(16) . . ?
C16 N2 C17 115.7(14) . . ?
C18 N2 C17 121.5(13) . . ?
O1 C1 O2 120.9(4) . . ?
O1 C1 C2 119.5(4) . . ?
O2 C1 C2 119.5(4) . . ?
O1 C1 Gd1 60.6(3) . . ?
O2 C1 Gd1 60.5(2) . . ?
C2 C1 Gd1 173.9(4) . . ?
C7 C2 C3 119.6(5) . . ?
C7 C2 C1 119.3(4) . . ?
C3 C2 C1 121.1(4) . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 C8 119.1(4) . . ?
C5 C4 C8 120.0(5) . . ?
C4 C5 C6 119.4(5) . . ?
C4 C5 H5A 120.3 . . ?
C6 C5 H5A 120.3 . . ?
C7 C6 C5 119.1(4) . . ?
C7 C6 C9 120.5(4) . . ?
C5 C6 C9 120.3(5) . . ?
C6 C7 C2 121.1(4) . . ?
C6 C7 H7A 119.4 . . ?
C2 C7 H7A 119.4 . . ?
O4 C8 O3 123.5(5) . . ?
O4 C8 C4 119.6(5) . . ?
O3 C8 C4 116.9(5) . . ?
C14 C9 C10 114.9(4) . . ?
C14 C9 C6 125.2(4) . . ?
C10 C9 C6 119.4(5) . . ?
C11 C10 C9 122.2(5) . . ?
C11 C10 H10A 118.9 . . ?
C9 C10 H10A 118.9 . . ?
C12 C11 C10 120.9(5) . . ?
C12 C11 H11A 119.5 . . ?
C10 C11 H11A 119.5 . . ?
C11 C12 C13 119.0(5) . . ?
C11 C12 C15 120.1(5) . . ?
C13 C12 C15 120.9(5) . . ?
C12 C13 C14 118.9(5) . . ?
C12 C13 H13A 120.6 . . ?
C14 C13 H13A 120.6 . . ?
C9 C14 C13 123.9(5) . . ?
C9 C14 N1 120.0(4) . . ?
C13 C14 N1 116.0(5) . . ?
O5 C15 O6 124.5(5) . . ?
O5 C15 C12 119.6(5) . . ?
O6 C15 C12 115.9(5) . . ?
O11 C16 N2 137(2) . . ?
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 . . ?

_refine_diff_density_max         2.132
_refine_diff_density_min         -1.241
_refine_diff_density_rms         0.145



