# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_3Dy
_database_code_depnum_ccdc_archive 'CCDC 1524562'
_audit_update_record             
;
2017-02-15 deposited with the CCDC.
2017-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H104 Dy2 N8 O8'
_chemical_formula_weight         1726.79

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      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

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

_cell_length_a                   19.526(2)
_cell_length_b                   17.807(2)
_cell_length_c                   15.0427(17)
_cell_angle_alpha                90
_cell_angle_beta                 126.066(2)
_cell_angle_gamma                90
_cell_volume                     4228.0(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    3130
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      21.07

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_F_000             1768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    1.811
_shelx_estimated_absorpt_T_min   0.702
_shelx_estimated_absorpt_T_max   0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.690
_exptl_absorpt_correction_T_max  0.748
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12416
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.724
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4067
_reflns_number_gt                3458
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0602P)²+9.6526P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4067
_refine_ls_number_parameters     255
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1074
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.006
_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 0.58738(2) 0.500000 0.13904(3) 0.03377(13) Uani 1 2 d S T P . .
N1 N 0.4231(3) 0.500000 0.0419(5) 0.0362(12) Uani 1 2 d S T P . .
N2 N 0.4059(3) 0.3658(2) 0.0519(3) 0.0399(9) Uani 1 1 d . . . . .
N3 N 0.500000 0.3923(3) 0.000000 0.0347(12) Uani 1 2 d S T P . .
O1 O 0.6967(2) 0.5769(2) 0.1928(3) 0.0522(9) Uani 1 1 d . . . . .
O2 O 0.5844(2) 0.5761(2) 0.2549(3) 0.0512(9) Uani 1 1 d . . . . .
C1 C 0.8442(7) 0.6537(6) 0.1708(8) 0.132(2) Uani 1 1 d . U . . .
H1A H 0.871198 0.701776 0.185256 0.198 Uiso 1 1 calc R U . . .
H1B H 0.793279 0.652873 0.096982 0.198 Uiso 1 1 calc R U . . .
H1C H 0.881898 0.615073 0.179281 0.198 Uiso 1 1 calc R U . . .
C2 C 0.8948(6) 0.6447(7) 0.3648(7) 0.148(3) Uani 1 1 d . U . . .
H2A H 0.929328 0.600625 0.384971 0.222 Uiso 1 1 calc R U . . .
H2B H 0.873084 0.647263 0.407795 0.222 Uiso 1 1 calc R U . . .
H2C H 0.928264 0.688520 0.378386 0.222 Uiso 1 1 calc R U . . .
C3 C 0.7710(7) 0.7112(6) 0.2367(9) 0.134(3) Uani 1 1 d . U . . .
H3A H 0.807497 0.754304 0.267341 0.201 Uiso 1 1 calc R U . . .
H3B H 0.746936 0.702093 0.275861 0.201 Uiso 1 1 calc R U . . .
H3C H 0.726483 0.720294 0.160552 0.201 Uiso 1 1 calc R U . . .
C4 C 0.8235(6) 0.6410(5) 0.2470(7) 0.099(2) Uani 1 1 d . U . . .
C5 C 0.7719(4) 0.5690(4) 0.2214(5) 0.0572(15) Uani 1 1 d . . . . .
C6 C 0.8088(6) 0.500000 0.2329(9) 0.076(3) Uani 1 2 d S T P . .
H6 H 0.862929 0.500000 0.249708 0.091 Uiso 1 2 calc R U P . .
C7 C 0.6312(8) 0.7031(6) 0.3745(10) 0.145(3) Uani 1 1 d . U . . .
H7A H 0.644183 0.744480 0.422919 0.218 Uiso 1 1 calc R U . . .
H7B H 0.591713 0.719074 0.299604 0.218 Uiso 1 1 calc R U . . .
H7C H 0.682176 0.685606 0.385512 0.218 Uiso 1 1 calc R U . . .
C8 C 0.6447(7) 0.6360(6) 0.5220(9) 0.154(4) Uani 1 1 d . U . . .
H8A H 0.702917 0.626410 0.551908 0.231 Uiso 1 1 calc R U . . .
H8B H 0.623236 0.595699 0.541508 0.231 Uiso 1 1 calc R U . . .
H8C H 0.640541 0.682333 0.551090 0.231 Uiso 1 1 calc R U . . .
C9 C 0.5037(7) 0.6595(6) 0.3564(9) 0.154(3) Uani 1 1 d . U . . .
H9A H 0.504208 0.692591 0.407224 0.232 Uiso 1 1 calc R U . . .
H9B H 0.474640 0.613911 0.349653 0.232 Uiso 1 1 calc R U . . .
H9C H 0.474969 0.683375 0.285883 0.232 Uiso 1 1 calc R U . . .
C10 C 0.5933(7) 0.6415(5) 0.3982(8) 0.106(2) Uani 1 1 d . U . . .
C11 C 0.5905(4) 0.5693(3) 0.3426(5) 0.0559(14) Uani 1 1 d . . . . .
C12 C 0.5947(7) 0.500000 0.3879(8) 0.076(3) Uani 1 2 d S T P . .
H12 H 0.600764 0.500000 0.454093 0.092 Uiso 1 2 calc R U P . .
C13 C 0.2559(4) 0.4612(4) 0.1635(6) 0.0728(19) Uani 1 1 d . . . . .
H13 H 0.227438 0.435724 0.186751 0.087 Uiso 1 1 calc R U . . .
C14 C 0.2971(4) 0.4203(4) 0.1298(5) 0.0570(15) Uani 1 1 d . . . . .
H14 H 0.296093 0.368096 0.128761 0.068 Uiso 1 1 calc R U . . .
C15 C 0.3404(3) 0.4608(3) 0.0972(4) 0.0428(11) Uani 1 1 d . . . . .
C16 C 0.3917(3) 0.4377(3) 0.0612(4) 0.0391(11) Uani 1 1 d . . . . .
C17 C 0.4558(3) 0.3457(3) 0.0237(4) 0.0387(11) Uani 1 1 d . . . . .
C18 C 0.4720(3) 0.2678(3) 0.0145(4) 0.0438(11) Uani 1 1 d . . . . .
C19 C 0.4413(4) 0.2016(3) 0.0266(5) 0.0572(15) Uani 1 1 d . . . . .
H19 H 0.402559 0.201679 0.043513 0.069 Uiso 1 1 calc R U . . .
C20 C 0.4705(4) 0.1357(3) 0.0124(6) 0.0727(19) Uani 1 1 d . . . . .
H20 H 0.450688 0.090213 0.019293 0.087 Uiso 1 1 calc R U . . .
C21 C 0.5988(11) 0.000000 0.2508(13) 0.130(4) Uani 1 2 d DS TU P . .
H21 H 0.588691 0.000000 0.182173 0.156 Uiso 1 2 calc R U P . .
C22 C 0.6063(7) 0.0652(6) 0.3016(8) 0.134(3) Uani 1 1 d D U . . .
H22 H 0.595457 0.110320 0.264280 0.161 Uiso 1 1 calc R U . . .
C23 C 0.6295(9) 0.0663(6) 0.4068(9) 0.159(5) Uani 1 1 d D . . . .
H23 H 0.635989 0.111770 0.441431 0.190 Uiso 1 1 calc R U . . .
C24 C 0.6432(14) 0.000000 0.4609(15) 0.167(8) Uani 1 2 d DS T P . .
H24 H 0.661607 0.000000 0.533704 0.200 Uiso 1 2 calc R U P . .


_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
Dy1 O2 2.235(3) 6_565 ?
Dy1 O2 2.235(3) . ?
Dy1 O1 2.249(3) 6_565 ?
Dy1 O1 2.249(3) . ?
Dy1 N3 2.601(4) 5_665 ?
Dy1 N3 2.601(4) . ?
Dy1 N1 2.606(5) 5_665 ?
Dy1 N1 2.628(5) . ?
Dy1 Dy1 3.5121(7) 5_665 ?
N1 C16 1.379(5) . ?
N1 C16 1.379(5) 6_565 ?
N2 C17 1.320(6) . ?
N2 C16 1.334(6) . ?
N3 C17 1.386(5) 2_655 ?
N3 C17 1.386(5) . ?
O1 C5 1.271(6) . ?
O2 C11 1.259(6) . ?
C1 C4 1.440(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C4 1.476(11) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.565(14) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.534(9) . ?
C5 C6 1.383(8) . ?
C6 H6 0.9300 . ?
C7 C10 1.478(13) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C10 1.511(13) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.506(13) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.517(9) . ?
C11 C12 1.389(7) . ?
C12 H12 0.9300 . ?
C13 C13 1.383(14) 6_565 ?
C13 C14 1.384(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.401(7) . ?
C14 H14 0.9300 . ?
C15 C15 1.395(10) 6_565 ?
C15 C16 1.451(6) . ?
C17 C18 1.447(7) . ?
C18 C19 1.382(7) . ?
C18 C18 1.395(10) 2_655 ?
C19 C20 1.375(8) . ?
C19 H19 0.9300 . ?
C20 C20 1.405(13) 2_655 ?
C20 H20 0.9300 . ?
C21 C22 1.350(8) 6 ?
C21 C22 1.351(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.366(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.368(8) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Dy1 O2 74.65(19) 6_565 . ?
O2 Dy1 O1 78.78(13) 6_565 6_565 ?
O2 Dy1 O1 122.95(14) . 6_565 ?
O2 Dy1 O1 122.95(14) 6_565 . ?
O2 Dy1 O1 78.78(14) . . ?
O1 Dy1 O1 75.04(19) 6_565 . ?
O2 Dy1 N3 140.20(10) 6_565 5_665 ?
O2 Dy1 N3 82.75(11) . 5_665 ?
O1 Dy1 N3 140.63(10) 6_565 5_665 ?
O1 Dy1 N3 82.79(11) . 5_665 ?
O2 Dy1 N3 82.75(11) 6_565 . ?
O2 Dy1 N3 140.20(10) . . ?
O1 Dy1 N3 82.79(11) 6_565 . ?
O1 Dy1 N3 140.63(10) . . ?
N3 Dy1 N3 95.06(16) 5_665 . ?
O2 Dy1 N1 142.37(9) 6_565 5_665 ?
O2 Dy1 N1 142.37(9) . 5_665 ?
O1 Dy1 N1 81.36(13) 6_565 5_665 ?
O1 Dy1 N1 81.36(13) . 5_665 ?
N3 Dy1 N1 63.21(8) 5_665 5_665 ?
N3 Dy1 N1 63.21(8) . 5_665 ?
O2 Dy1 N1 81.38(13) 6_565 . ?
O2 Dy1 N1 81.38(13) . . ?
O1 Dy1 N1 142.17(10) 6_565 . ?
O1 Dy1 N1 142.17(10) . . ?
N3 Dy1 N1 62.91(8) 5_665 . ?
N3 Dy1 N1 62.91(8) . . ?
N1 Dy1 N1 95.70(15) 5_665 . ?
O2 Dy1 Dy1 118.39(10) 6_565 5_665 ?
O2 Dy1 Dy1 118.39(10) . 5_665 ?
O1 Dy1 Dy1 118.66(10) 6_565 5_665 ?
O1 Dy1 Dy1 118.66(10) . 5_665 ?
N3 Dy1 Dy1 47.53(8) 5_665 5_665 ?
N3 Dy1 Dy1 47.53(8) . 5_665 ?
N1 Dy1 Dy1 48.12(12) 5_665 5_665 ?
N1 Dy1 Dy1 47.59(11) . 5_665 ?
C16 N1 C16 107.1(5) . 6_565 ?
C16 N1 Dy1 116.7(3) . 5_665 ?
C16 N1 Dy1 116.7(3) 6_565 5_665 ?
C16 N1 Dy1 115.5(3) . . ?
C16 N1 Dy1 115.5(3) 6_565 . ?
Dy1 N1 Dy1 84.30(15) 5_665 . ?
C17 N2 C16 122.2(4) . . ?
C17 N3 C17 106.5(5) 2_655 . ?
C17 N3 Dy1 115.8(2) 2_655 . ?
C17 N3 Dy1 116.6(2) . . ?
C17 N3 Dy1 116.6(2) 2_655 5_665 ?
C17 N3 Dy1 115.8(2) . 5_665 ?
Dy1 N3 Dy1 84.94(16) . 5_665 ?
C5 O1 Dy1 135.8(4) . . ?
C11 O2 Dy1 136.8(4) . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 C2 116.2(8) . . ?
C1 C4 C5 112.5(7) . . ?
C2 C4 C5 110.7(7) . . ?
C1 C4 C3 105.6(9) . . ?
C2 C4 C3 100.5(8) . . ?
C5 C4 C3 110.3(7) . . ?
O1 C5 C6 123.7(6) . . ?
O1 C5 C4 116.7(6) . . ?
C6 C5 C4 119.6(6) . . ?
C5 C6 C5 125.3(8) . 6_565 ?
C5 C6 H6 117.3 . . ?
C5 C6 H6 117.3 6_565 . ?
C10 C7 H7A 109.5 . . ?
C10 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C10 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C10 C8 H8A 109.5 . . ?
C10 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C10 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 C9 111.4(10) . . ?
C7 C10 C8 106.4(9) . . ?
C9 C10 C8 107.0(8) . . ?
C7 C10 C11 110.9(7) . . ?
C9 C10 C11 107.1(7) . . ?
C8 C10 C11 114.0(8) . . ?
O2 C11 C12 122.8(6) . . ?
O2 C11 C10 116.5(6) . . ?
C12 C11 C10 120.7(6) . . ?
C11 C12 C11 125.3(8) . 6_565 ?
C11 C12 H12 117.3 . . ?
C11 C12 H12 117.3 6_565 . ?
C13 C13 C14 121.7(4) 6_565 . ?
C13 C13 H13 119.1 6_565 . ?
C14 C13 H13 119.1 . . ?
C13 C14 C15 117.3(6) . . ?
C13 C14 H14 121.4 . . ?
C15 C14 H14 121.4 . . ?
C15 C15 C14 121.0(3) 6_565 . ?
C15 C15 C16 106.5(3) 6_565 . ?
C14 C15 C16 132.5(5) . . ?
N2 C16 N1 127.1(4) . . ?
N2 C16 C15 122.9(4) . . ?
N1 C16 C15 109.9(4) . . ?
N2 C17 N3 127.5(4) . . ?
N2 C17 C18 122.4(4) . . ?
N3 C17 C18 110.1(4) . . ?
C19 C18 C18 121.4(3) . 2_655 ?
C19 C18 C17 131.9(5) . . ?
C18 C18 C17 106.6(3) 2_655 . ?
C20 C19 C18 117.2(5) . . ?
C20 C19 H19 121.4 . . ?
C18 C19 H19 121.4 . . ?
C19 C20 C20 121.4(3) . 2_655 ?
C19 C20 H20 119.3 . . ?
C20 C20 H20 119.3 2_655 . ?
C22 C21 C22 118.7(15) 6 . ?
C22 C21 H21 120.7 6 . ?
C22 C21 H21 120.7 . . ?
C21 C22 C23 121.3(12) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 119.5(13) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C23 119.3(16) 6 . ?
C23 C24 H24 120.3 6 . ?
C23 C24 H24 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Dy1 O1 C5 C6 -4.5(10) . . . . ?
Dy1 O1 C5 C4 177.2(4) . . . . ?
C1 C4 C5 O1 -115.1(9) . . . . ?
C2 C4 C5 O1 113.0(9) . . . . ?
C3 C4 C5 O1 2.6(9) . . . . ?
C1 C4 C5 C6 66.5(11) . . . . ?
C2 C4 C5 C6 -65.4(11) . . . . ?
C3 C4 C5 C6 -175.8(8) . . . . ?
O1 C5 C6 C5 -3.9(15) . . . 6_565 ?
C4 C5 C6 C5 174.3(7) . . . 6_565 ?
Dy1 O2 C11 C12 -6.0(10) . . . . ?
Dy1 O2 C11 C10 173.8(5) . . . . ?
C7 C10 C11 O2 -29.0(11) . . . . ?
C9 C10 C11 O2 92.8(9) . . . . ?
C8 C10 C11 O2 -149.0(8) . . . . ?
C7 C10 C11 C12 150.9(9) . . . . ?
C9 C10 C11 C12 -87.3(11) . . . . ?
C8 C10 C11 C12 30.9(12) . . . . ?
O2 C11 C12 C11 -1.8(16) . . . 6_565 ?
C10 C11 C12 C11 178.3(8) . . . 6_565 ?
C13 C13 C14 C15 1.1(7) 6_565 . . . ?
C13 C14 C15 C15 -1.1(7) . . . 6_565 ?
C13 C14 C15 C16 177.7(6) . . . . ?
C17 N2 C16 N1 1.5(9) . . . . ?
C17 N2 C16 C15 -177.0(5) . . . . ?
C16 N1 C16 N2 179.7(3) 6_565 . . . ?
Dy1 N1 C16 N2 46.8(7) 5_665 . . . ?
Dy1 N1 C16 N2 -49.9(7) . . . . ?
C16 N1 C16 C15 -1.6(7) 6_565 . . . ?
Dy1 N1 C16 C15 -134.6(3) 5_665 . . . ?
Dy1 N1 C16 C15 128.7(4) . . . . ?
C15 C15 C16 N2 179.7(4) 6_565 . . . ?
C14 C15 C16 N2 0.8(9) . . . . ?
C15 C15 C16 N1 1.0(5) 6_565 . . . ?
C14 C15 C16 N1 -177.9(6) . . . . ?
C16 N2 C17 N3 0.0(8) . . . . ?
C16 N2 C17 C18 179.3(5) . . . . ?
C17 N3 C17 N2 179.2(6) 2_655 . . . ?
Dy1 N3 C17 N2 48.2(6) . . . . ?
Dy1 N3 C17 N2 -49.4(6) 5_665 . . . ?
C17 N3 C17 C18 -0.2(3) 2_655 . . . ?
Dy1 N3 C17 C18 -131.1(3) . . . . ?
Dy1 N3 C17 C18 131.3(4) 5_665 . . . ?
N2 C17 C18 C19 2.8(9) . . . . ?
N3 C17 C18 C19 -177.8(6) . . . . ?
N2 C17 C18 C18 -179.0(5) . . . 2_655 ?
N3 C17 C18 C18 0.4(7) . . . 2_655 ?
C18 C18 C19 C20 2.2(10) 2_655 . . . ?
C17 C18 C19 C20 -179.8(6) . . . . ?
C18 C19 C20 C20 0.5(13) . . . 2_655 ?
C22 C21 C22 C23 7(3) 6 . . . ?
C21 C22 C23 C24 -2(2) . . . . ?
C22 C23 C24 C23 -3(3) . . . 6 ?

_refine_diff_density_max         0.940
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_2Tb
_database_code_depnum_ccdc_archive 'CCDC 1524561'
_audit_update_record             
;
2017-02-15 deposited with the CCDC.
2017-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H104 N8 O8 Tb2'
_chemical_formula_weight         1719.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

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

_cell_length_a                   19.569(2)
_cell_length_b                   17.829(2)
_cell_length_c                   15.0637(15)
_cell_angle_alpha                90
_cell_angle_beta                 126.146(3)
_cell_angle_gamma                90
_cell_volume                     4244.1(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8207
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      26.36

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1764
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.710
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15963
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.578
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4081
_reflns_number_gt                3627
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+17.6130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4081
_refine_ls_number_parameters     255
_refine_ls_number_restraints     77
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.062
_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
Tb1 Tb 0.41189(2) 0.500000 0.86004(2) 0.03275(11) Uani 1 2 d S T P . .
N1 N 0.5769(3) 0.500000 0.9583(4) 0.0366(11) Uani 1 2 d S T P . .
N2 N 0.5935(2) 0.6338(2) 0.9472(3) 0.0401(8) Uani 1 1 d . . . . .
N3 N 0.500000 0.6082(3) 1.000000 0.0365(10) Uani 1 2 d S T P . .
O1 O 0.30235(19) 0.42327(18) 0.8070(3) 0.0511(8) Uani 1 1 d . . . . .
O2 O 0.4149(2) 0.42360(18) 0.7435(3) 0.0502(8) Uani 1 1 d . . . . .
C1 C 0.2298(6) 0.2888(5) 0.7666(8) 0.134(2) Uani 1 1 d . U . . .
H1A H 0.278910 0.285587 0.841527 0.201 Uiso 1 1 calc R U . . .
H1B H 0.247060 0.293692 0.719029 0.201 Uiso 1 1 calc R U . . .
H1C H 0.196311 0.244250 0.747758 0.201 Uiso 1 1 calc R U . . .
C2 C 0.1051(6) 0.3556(6) 0.6355(7) 0.149(3) Uani 1 1 d . U . . .
H2A H 0.076029 0.308679 0.619891 0.224 Uiso 1 1 calc R U . . .
H2B H 0.126349 0.359862 0.592312 0.224 Uiso 1 1 calc R U . . .
H2C H 0.066634 0.396107 0.617729 0.224 Uiso 1 1 calc R U . . .
C3 C 0.1574(6) 0.3450(5) 0.8307(7) 0.133(2) Uani 1 1 d . U . . .
H3A H 0.127703 0.387184 0.832409 0.200 Uiso 1 1 calc R U . . .
H3B H 0.209373 0.337667 0.902440 0.200 Uiso 1 1 calc R U . . .
H3C H 0.122965 0.300897 0.809397 0.200 Uiso 1 1 calc R U . . .
C4 C 0.1759(5) 0.3590(5) 0.7527(6) 0.0959(18) Uani 1 1 d . U . . .
C5 C 0.2272(3) 0.4310(3) 0.7785(4) 0.0556(13) Uani 1 1 d . . . . .
C6 C 0.1906(5) 0.500000 0.7679(7) 0.072(2) Uani 1 2 d S T P . .
H6 H 0.137048 0.500001 0.752319 0.087 Uiso 1 2 calc R U P . .
C7 C 0.3555(7) 0.3650(6) 0.4771(8) 0.160(3) Uani 1 1 d . U . . .
H7A H 0.378659 0.404015 0.458288 0.240 Uiso 1 1 calc R U . . .
H7B H 0.297857 0.376811 0.447450 0.240 Uiso 1 1 calc R U . . .
H7C H 0.357361 0.318240 0.446913 0.240 Uiso 1 1 calc R U . . .
C8 C 0.3681(7) 0.2971(6) 0.6251(9) 0.150(3) Uani 1 1 d . U . . .
H8A H 0.357620 0.254382 0.579798 0.224 Uiso 1 1 calc R U . . .
H8B H 0.315696 0.314220 0.609963 0.224 Uiso 1 1 calc R U . . .
H8C H 0.406155 0.283189 0.701105 0.224 Uiso 1 1 calc R U . . .
C9 C 0.4944(7) 0.3394(6) 0.6427(8) 0.161(3) Uani 1 1 d . U . . .
H9A H 0.520688 0.311912 0.710161 0.241 Uiso 1 1 calc R U . . .
H9B H 0.525607 0.384664 0.655713 0.241 Uiso 1 1 calc R U . . .
H9C H 0.493818 0.309277 0.589440 0.241 Uiso 1 1 calc R U . . .
C10 C 0.4067(6) 0.3584(5) 0.6007(7) 0.109(2) Uani 1 1 d . U . . .
C11 C 0.4095(3) 0.4313(3) 0.6561(4) 0.0552(12) Uani 1 1 d . . . . .
C12 C 0.4064(6) 0.500000 0.6118(7) 0.074(2) Uani 1 2 d S T P . .
H12 H 0.401874 0.499999 0.546775 0.089 Uiso 1 2 calc R U P . .
C13 C 0.7433(3) 0.5390(3) 0.8365(5) 0.0719(16) Uani 1 1 d . . . . .
H13 H 0.771853 0.564426 0.813603 0.086 Uiso 1 1 calc R U . . .
C14 C 0.7022(3) 0.5795(3) 0.8696(4) 0.0579(13) Uani 1 1 d . . . . .
H14 H 0.703158 0.631636 0.870474 0.070 Uiso 1 1 calc R U . . .
C15 C 0.6588(3) 0.5390(3) 0.9018(3) 0.0426(10) Uani 1 1 d . . . . .
C16 C 0.6074(3) 0.5624(2) 0.9375(3) 0.0372(9) Uani 1 1 d . . . . .
C17 C 0.5438(3) 0.6543(2) 0.9758(3) 0.0368(9) Uani 1 1 d . . . . .
C18 C 0.5282(3) 0.7320(2) 0.9859(4) 0.0433(10) Uani 1 1 d . . . . .
C19 C 0.5576(3) 0.7986(3) 0.9727(4) 0.0588(13) Uani 1 1 d . . . . .
H19 H 0.595610 0.798661 0.954671 0.071 Uiso 1 1 calc R U . . .
C20 C 0.5291(4) 0.8642(3) 0.9869(5) 0.0725(16) Uani 1 1 d . . . . .
H20 H 0.548508 0.909630 0.979188 0.087 Uiso 1 1 calc R U . . .
C21 C 0.4015(9) 1.000000 0.7478(11) 0.127(4) Uani 1 2 d DS T P . .
H21 H 0.414320 1.000000 0.817929 0.153 Uiso 1 2 calc R U P . .
C22 C 0.3913(7) 0.9332(5) 0.6923(9) 0.148(4) Uani 1 1 d D . . . .
H22 H 0.400846 0.887501 0.727590 0.178 Uiso 1 1 calc R U . . .
C23 C 0.3685(9) 0.9345(7) 0.5916(11) 0.172(5) Uani 1 1 d . . . . .
H23 H 0.360672 0.889624 0.555101 0.206 Uiso 1 1 calc R U . . .
C24 C 0.3564(13) 1.000000 0.5403(14) 0.165(7) Uani 1 2 d S T P . .
H24 H 0.339401 0.999999 0.468106 0.197 Uiso 1 2 calc R U P . .


_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
Tb1 O2 2.250(3) . ?
Tb1 O2 2.250(3) 6_565 ?
Tb1 O1 2.255(3) . ?
Tb1 O1 2.255(3) 6_565 ?
Tb1 N1 2.613(5) 5_667 ?
Tb1 N3 2.618(3) 5_667 ?
Tb1 N3 2.618(4) . ?
Tb1 N1 2.641(5) . ?
Tb1 Tb1 3.5383(6) 5_667 ?
N1 C16 1.382(5) 6_565 ?
N1 C16 1.382(5) . ?
N2 C17 1.326(5) . ?
N2 C16 1.328(5) . ?
N3 C17 1.382(5) 2_657 ?
N3 C17 1.382(5) . ?
O1 C5 1.274(6) . ?
O2 C11 1.264(6) . ?
C1 C4 1.569(12) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C4 1.467(10) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.441(9) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.531(8) . ?
C5 C6 1.384(6) . ?
C6 H6 0.9300 . ?
C7 C10 1.511(12) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C10 1.494(12) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.475(12) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.528(8) . ?
C11 C12 1.379(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(7) . ?
C13 C13 1.391(12) 6_565 ?
C13 H13 0.9300 . ?
C14 C15 1.401(6) . ?
C14 H14 0.9300 . ?
C15 C15 1.391(9) 6_565 ?
C15 C16 1.456(5) . ?
C17 C18 1.446(6) . ?
C18 C19 1.383(6) . ?
C18 C18 1.399(9) 2_657 ?
C19 C20 1.366(7) . ?
C19 H19 0.9300 . ?
C20 C20 1.409(12) 2_657 ?
C20 H20 0.9300 . ?
C21 C22 1.400(8) 6_575 ?
C21 C22 1.400(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.306(13) . ?
C22 H22 0.9300 . ?
C23 C24 1.343(13) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Tb1 O2 74.52(16) . 6_565 ?
O2 Tb1 O1 79.24(12) . . ?
O2 Tb1 O1 123.22(12) 6_565 . ?
O2 Tb1 O1 123.22(12) . 6_565 ?
O2 Tb1 O1 79.24(12) 6_565 6_565 ?
O1 Tb1 O1 74.70(17) . 6_565 ?
O2 Tb1 N1 142.41(8) . 5_667 ?
O2 Tb1 N1 142.41(8) 6_565 5_667 ?
O1 Tb1 N1 81.15(12) . 5_667 ?
O1 Tb1 N1 81.15(11) 6_565 5_667 ?
O2 Tb1 N3 82.78(10) . 5_667 ?
O2 Tb1 N3 140.06(8) 6_565 5_667 ?
O1 Tb1 N3 82.82(10) . 5_667 ?
O1 Tb1 N3 140.30(8) 6_565 5_667 ?
N1 Tb1 N3 63.12(7) 5_667 5_667 ?
O2 Tb1 N3 140.06(8) . . ?
O2 Tb1 N3 82.78(10) 6_565 . ?
O1 Tb1 N3 140.30(8) . . ?
O1 Tb1 N3 82.82(10) 6_565 . ?
N1 Tb1 N3 63.12(7) 5_667 . ?
N3 Tb1 N3 94.97(14) 5_667 . ?
O2 Tb1 N1 81.45(12) . . ?
O2 Tb1 N1 81.45(12) 6_565 . ?
O1 Tb1 N1 142.26(8) . . ?
O1 Tb1 N1 142.26(9) 6_565 . ?
N1 Tb1 N1 95.34(13) 5_667 . ?
N3 Tb1 N1 62.74(7) 5_667 . ?
N3 Tb1 N1 62.74(7) . . ?
O2 Tb1 Tb1 118.31(8) . 5_667 ?
O2 Tb1 Tb1 118.31(8) 6_565 5_667 ?
O1 Tb1 Tb1 118.47(8) . 5_667 ?
O1 Tb1 Tb1 118.47(8) 6_565 5_667 ?
N1 Tb1 Tb1 48.01(10) 5_667 5_667 ?
N3 Tb1 Tb1 47.48(7) 5_667 5_667 ?
N3 Tb1 Tb1 47.48(7) . 5_667 ?
N1 Tb1 Tb1 47.34(10) . 5_667 ?
C16 N1 C16 107.2(4) 6_565 . ?
C16 N1 Tb1 117.1(3) 6_565 5_667 ?
C16 N1 Tb1 117.1(3) . 5_667 ?
C16 N1 Tb1 114.9(3) 6_565 . ?
C16 N1 Tb1 114.9(3) . . ?
Tb1 N1 Tb1 84.66(13) 5_667 . ?
C17 N2 C16 122.5(3) . . ?
C17 N3 C17 107.1(5) 2_657 . ?
C17 N3 Tb1 115.74(19) 2_657 . ?
C17 N3 Tb1 116.21(18) . . ?
C17 N3 Tb1 116.21(18) 2_657 5_667 ?
C17 N3 Tb1 115.74(18) . 5_667 ?
Tb1 N3 Tb1 85.03(14) . 5_667 ?
C5 O1 Tb1 136.2(3) . . ?
C11 O2 Tb1 136.2(3) . . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C3 C4 C2 117.5(7) . . ?
C3 C4 C5 112.3(6) . . ?
C2 C4 C5 110.6(6) . . ?
C3 C4 C1 103.0(8) . . ?
C2 C4 C1 102.2(8) . . ?
C5 C4 C1 110.2(6) . . ?
O1 C5 C6 123.4(5) . . ?
O1 C5 C4 116.7(6) . . ?
C6 C5 C4 119.9(5) . . ?
C5 C6 C5 125.5(7) . 6_565 ?
C5 C6 H6 117.3 . . ?
C5 C6 H6 117.3 6_565 . ?
C10 C7 H7A 109.5 . . ?
C10 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C10 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C10 C8 H8A 109.5 . . ?
C10 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C10 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C9 C10 C8 110.8(9) . . ?
C9 C10 C7 107.7(7) . . ?
C8 C10 C7 107.2(8) . . ?
C9 C10 C11 107.7(7) . . ?
C8 C10 C11 110.4(6) . . ?
C7 C10 C11 113.1(7) . . ?
O2 C11 C12 123.7(5) . . ?
O2 C11 C10 115.5(5) . . ?
C12 C11 C10 120.9(5) . . ?
C11 C12 C11 125.2(7) . 6_565 ?
C11 C12 H12 117.4 . . ?
C11 C12 H12 117.4 6_565 . ?
C14 C13 C13 121.7(3) . 6_565 ?
C14 C13 H13 119.2 . . ?
C13 C13 H13 119.2 6_565 . ?
C13 C14 C15 117.3(5) . . ?
C13 C14 H14 121.3 . . ?
C15 C14 H14 121.3 . . ?
C15 C15 C14 121.0(3) 6_565 . ?
C15 C15 C16 106.6(2) 6_565 . ?
C14 C15 C16 132.4(4) . . ?
N2 C16 N1 127.1(4) . . ?
N2 C16 C15 123.1(4) . . ?
N1 C16 C15 109.8(4) . . ?
N2 C17 N3 127.6(4) . . ?
N2 C17 C18 122.6(4) . . ?
N3 C17 C18 109.9(4) . . ?
C19 C18 C18 120.9(3) . 2_657 ?
C19 C18 C17 132.6(4) . . ?
C18 C18 C17 106.6(2) 2_657 . ?
C20 C19 C18 118.0(5) . . ?
C20 C19 H19 121.0 . . ?
C18 C19 H19 121.0 . . ?
C19 C20 C20 121.1(3) . 2_657 ?
C19 C20 H20 119.5 . . ?
C20 C20 H20 119.5 2_657 . ?
C22 C21 C22 116.5(14) 6_575 . ?
C22 C21 H21 121.7 6_575 . ?
C22 C21 H21 121.7 . . ?
C23 C22 C21 120.7(12) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 120.5(13) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C23 121.0(16) . 6_575 ?
C23 C24 H24 119.5 . . ?
C23 C24 H24 119.5 6_575 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Tb1 O1 C5 C6 3.7(8) . . . . ?
Tb1 O1 C5 C4 -177.8(4) . . . . ?
C3 C4 C5 O1 113.6(8) . . . . ?
C2 C4 C5 O1 -113.0(8) . . . . ?
C1 C4 C5 O1 -0.7(8) . . . . ?
C3 C4 C5 C6 -67.8(9) . . . . ?
C2 C4 C5 C6 65.6(10) . . . . ?
C1 C4 C5 C6 177.9(7) . . . . ?
O1 C5 C6 C5 5.0(13) . . . 6_565 ?
C4 C5 C6 C5 -173.5(6) . . . 6_565 ?
Tb1 O2 C11 C12 6.0(9) . . . . ?
Tb1 O2 C11 C10 -174.2(4) . . . . ?
C9 C10 C11 O2 -92.3(8) . . . . ?
C8 C10 C11 O2 28.7(10) . . . . ?
C7 C10 C11 O2 148.7(7) . . . . ?
C9 C10 C11 C12 87.4(10) . . . . ?
C8 C10 C11 C12 -151.5(8) . . . . ?
C7 C10 C11 C12 -31.5(11) . . . . ?
O2 C11 C12 C11 0.6(14) . . . 6_565 ?
C10 C11 C12 C11 -179.2(7) . . . 6_565 ?
C13 C13 C14 C15 -1.0(6) 6_565 . . . ?
C13 C14 C15 C15 1.0(6) . . . 6_565 ?
C13 C14 C15 C16 -177.9(5) . . . . ?
C17 N2 C16 N1 -2.5(7) . . . . ?
C17 N2 C16 C15 177.3(4) . . . . ?
C16 N1 C16 N2 -179.9(3) 6_565 . . . ?
Tb1 N1 C16 N2 -46.0(6) 5_667 . . . ?
Tb1 N1 C16 N2 51.1(6) . . . . ?
C16 N1 C16 C15 0.3(6) 6_565 . . . ?
Tb1 N1 C16 C15 134.2(3) 5_667 . . . ?
Tb1 N1 C16 C15 -128.7(3) . . . . ?
C15 C15 C16 N2 180.0(3) 6_565 . . . ?
C14 C15 C16 N2 -1.0(8) . . . . ?
C15 C15 C16 N1 -0.2(4) 6_565 . . . ?
C14 C15 C16 N1 178.8(5) . . . . ?
C16 N2 C17 N3 0.3(7) . . . . ?
C16 N2 C17 C18 -179.7(4) . . . . ?
C17 N3 C17 N2 -179.5(5) 2_657 . . . ?
Tb1 N3 C17 N2 -48.3(5) . . . . ?
Tb1 N3 C17 N2 49.2(5) 5_667 . . . ?
C17 N3 C17 C18 0.6(2) 2_657 . . . ?
Tb1 N3 C17 C18 131.7(3) . . . . ?
Tb1 N3 C17 C18 -130.8(3) 5_667 . . . ?
N2 C17 C18 C19 -1.3(8) . . . . ?
N3 C17 C18 C19 178.7(5) . . . . ?
N2 C17 C18 C18 178.5(4) . . . 2_657 ?
N3 C17 C18 C18 -1.6(6) . . . 2_657 ?
C18 C18 C19 C20 -0.7(9) 2_657 . . . ?
C17 C18 C19 C20 179.0(5) . . . . ?
C18 C19 C20 C20 -0.7(11) . . . 2_657 ?
C22 C21 C22 C23 -4(2) 6_575 . . . ?
C21 C22 C23 C24 2(2) . . . . ?
C22 C23 C24 C23 1(3) . . . 6_575 ?

_refine_diff_density_max         0.839
_refine_diff_density_min         -0.670
_refine_diff_density_rms         0.091

####################################################################### 
# 
# 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_1Sm
_database_code_depnum_ccdc_archive 'CCDC 1524560'
_audit_update_record             
;
2017-02-15 deposited with the CCDC.
2017-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H104 N8 O8 Sm2'
_chemical_formula_weight         1702.49

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      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

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

_cell_length_a                   19.397(2)
_cell_length_b                   17.990(2)
_cell_length_c                   14.8056(17)
_cell_angle_alpha                90
_cell_angle_beta                 126.939(2)
_cell_angle_gamma                90
_cell_volume                     4129.4(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    283(2)
_cell_measurement_reflns_used    9374
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      27.67

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             1752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.467
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.810
_exptl_absorpt_correction_T_max  0.864
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      283(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14814
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.264
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3957
_reflns_number_gt                3586
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0718P)²+9.3851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3957
_refine_ls_number_parameters     282
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0404
_refine_ls_wR_factor_ref         0.1104
_refine_ls_wR_factor_gt          0.1061
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.018
_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 0.59344(2) 0.5000 0.14635(2) 0.01751(12) Uani 1 2 d S T P A 1
N1 N 0.4237(3) 0.5000 0.0452(4) 0.0201(9) Uani 1 2 d S T P A 1
N2 N 0.4072(2) 0.36702(19) 0.0561(3) 0.0233(7) Uani 1 1 d . . . A 1
N3 N 0.5000 0.3918(3) 0.0000 0.0191(9) Uani 1 2 d S T P A 1
O1 O 0.70740(19) 0.57619(18) 0.1997(3) 0.0343(7) Uani 1 1 d . . . A 1
O2 O 0.59302(19) 0.57619(18) 0.2692(2) 0.0335(7) Uani 1 1 d . . . A 1
C5 C 0.7810(3) 0.5682(4) 0.2212(4) 0.0478(15) Uani 1 1 d . U . A 1
C6 C 0.8150(4) 0.5000 0.2254(6) 0.054(2) Uani 1 2 d S TU P A 1
H6 H 0.8656 0.5000 0.2315 0.065 Uiso 1 2 calc DR U P A 1
C7 C 0.6349(6) 0.7057(5) 0.3828(7) 0.101(2) Uani 1 1 d . U . A 1
H7A H 0.6925 0.6939 0.4092 0.151 Uiso 1 1 calc R U . A 1
H7B H 0.6355 0.7509 0.4177 0.151 Uiso 1 1 calc R U . A 1
H7C H 0.5988 0.7120 0.3022 0.151 Uiso 1 1 calc R U . A 1
C8 C 0.6540(5) 0.6358(5) 0.5419(5) 0.090(2) Uani 1 1 d . U . A 1
H8A H 0.6260 0.6034 0.5623 0.135 Uiso 1 1 calc R U . A 1
H8B H 0.6607 0.6842 0.5735 0.135 Uiso 1 1 calc R U . A 1
H8C H 0.7097 0.6161 0.5707 0.135 Uiso 1 1 calc R U . A 1
C9 C 0.5067(5) 0.6603(5) 0.3646(6) 0.087(2) Uani 1 1 d . U . A 1
H9A H 0.4740 0.6670 0.2844 0.130 Uiso 1 1 calc R U . A 1
H9B H 0.5052 0.7052 0.3983 0.130 Uiso 1 1 calc R U . A 1
H9C H 0.4823 0.6203 0.3799 0.130 Uiso 1 1 calc R U . A 1
C10 C 0.5994(4) 0.6418(5) 0.4137(5) 0.0673(17) Uani 1 1 d . U . A 1
C11 C 0.5986(3) 0.5686(3) 0.3587(4) 0.0382(12) Uani 1 1 d . . . A 1
C12 C 0.6016(5) 0.5000 0.4043(6) 0.054(2) Uani 1 2 d S T P A 1
H12 H 0.6058 0.5000 0.4703 0.065 Uiso 1 2 calc R U P A 1
C13 C 0.2508(3) 0.4609(3) 0.1607(4) 0.0461(13) Uani 1 1 d . . . A 1
H13 H 0.2205 0.4356 0.1815 0.055 Uiso 1 1 calc R U . A 1
C14 C 0.2951(3) 0.4207(3) 0.1304(4) 0.0359(11) Uani 1 1 d . . . A 1
H14 H 0.2950 0.3690 0.1302 0.043 Uiso 1 1 calc R U . A 1
C15 C 0.3398(2) 0.4614(2) 0.1001(3) 0.0241(8) Uani 1 1 d . . . A 1
C16 C 0.3930(2) 0.4379(2) 0.0656(3) 0.0203(8) Uani 1 1 d . . . A 1
C17 C 0.4565(2) 0.3466(2) 0.0259(3) 0.0233(8) Uani 1 1 d . . . A 1
C18 C 0.4720(3) 0.2696(2) 0.0154(4) 0.0309(10) Uani 1 1 d . . . A 1
C19 C 0.4427(3) 0.2031(3) 0.0294(5) 0.0509(15) Uani 1 1 d . . . A 1
H19 H 0.4052 0.2028 0.0489 0.061 Uiso 1 1 calc R U . A 1
C20 C 0.4711(4) 0.1375(3) 0.0134(7) 0.080(3) Uani 1 1 d . . . A 1
H20 H 0.4513 0.0925 0.0206 0.096 Uiso 1 1 calc R U . A 1
C21 C 0.0961(5) 0.5000 0.2485(8) 0.086(4) Uani 1 2 d DS T P B 1
H21 H 0.0790 0.5000 0.1748 0.103 Uiso 1 2 calc R U P B 1
C22 C 0.1089(7) 0.5659(6) 0.3037(8) 0.155(6) Uani 1 1 d D . . B 1
H22 H 0.0976 0.6112 0.2670 0.186 Uiso 1 1 calc R U . B 1
C23 C 0.1392(8) 0.5630(8) 0.4155(9) 0.172(7) Uani 1 1 d . . . B 1
H23 H 0.1492 0.6075 0.4537 0.207 Uiso 1 1 calc R U . B 1
C24 C 0.1544(7) 0.5000 0.4706(10) 0.123(7) Uani 1 2 d S T P B 1
H24 H 0.1753 0.5000 0.5459 0.148 Uiso 1 2 calc R U P B 1
C1 C 0.8947(15) 0.6346(14) 0.3869(16) 0.013(5) Uani 0.126(3) 1 d D U P A 1
H1A H 0.9313 0.5920 0.4237 0.020 Uiso 0.126(3) 1 calc R U P A 1
H1B H 0.9292 0.6789 0.4139 0.020 Uiso 0.126(3) 1 calc R U P A 1
H1C H 0.8537 0.6369 0.4031 0.020 Uiso 0.126(3) 1 calc R U P A 1
C2 C 0.790(2) 0.6961(15) 0.204(2) 0.023(8) Uani 0.126(3) 1 d D U P A 1
H2A H 0.7471 0.6966 0.2174 0.034 Uiso 0.126(3) 1 calc R U P A 1
H2B H 0.8244 0.7402 0.2352 0.034 Uiso 0.126(3) 1 calc R U P A 1
H2C H 0.7617 0.6945 0.1241 0.034 Uiso 0.126(3) 1 calc R U P A 1
C3 C 0.9138(14) 0.6294(12) 0.237(2) 0.08(2) Uani 0.126(3) 1 d D U P A 1
H3A H 0.9508 0.5868 0.2711 0.119 Uiso 0.126(3) 1 calc DR U P A 1
H3B H 0.8849 0.6282 0.1566 0.119 Uiso 0.126(3) 1 calc R U P A 1
H3C H 0.9476 0.6739 0.2677 0.119 Uiso 0.126(3) 1 calc R U P A 1
C4 C 0.8470 0.6280 0.2599 0.022 Uani 0.1257 1 d D U P A 1
C1A C 0.9058 0.6560 0.3606 0.049 Uani 0.4846 1 d D U P C 2
H1AA H 0.8937 0.6491 0.4141 0.074 Uiso 0.485(3) 1 calc R U P C 2
H1AB H 0.9415 0.6161 0.3675 0.074 Uiso 0.485(3) 1 calc R U P C 2
H1AC H 0.9353 0.7024 0.3754 0.074 Uiso 0.485(3) 1 calc R U P C 2
C3A C 0.8399(6) 0.6678(6) 0.1562(7) 0.045(3) Uani 0.485(3) 1 d D U P C 2
H3AA H 0.8751 0.6277 0.1624 0.067 Uiso 0.485(3) 1 calc R U P C 2
H3AB H 0.7866 0.6687 0.0812 0.067 Uiso 0.485(3) 1 calc R U P C 2
H3AC H 0.8697 0.7141 0.1711 0.067 Uiso 0.485(3) 1 calc R U P C 2
C2A C 0.7653(6) 0.7206(5) 0.2314(7) 0.040(2) Uani 0.485(3) 1 d D U P C 2
H2AA H 0.7536 0.7136 0.2852 0.060 Uiso 0.485(3) 1 calc R U P C 2
H2AB H 0.7951 0.7669 0.2463 0.060 Uiso 0.485(3) 1 calc R U P C 2
H2AC H 0.7120 0.7215 0.1565 0.060 Uiso 0.485(3) 1 calc R U P C 2
C4A C 0.8213 0.6569 0.2411 0.022 Uani 0.4846 1 d D U P C 2
C1B C 0.8719 0.6522 0.3720 0.032 Uani 0.3897 1 d D U P D 3
H1BA H 0.9153 0.6897 0.3988 0.048 Uiso 0.390(3) 1 calc R U P D 3
H1BB H 0.8228 0.6731 0.3635 0.048 Uiso 0.390(3) 1 calc R U P D 3
H1BC H 0.8947 0.6120 0.4254 0.048 Uiso 0.390(3) 1 calc R U P D 3
C2B C 0.7936(7) 0.6863(5) 0.1697(8) 0.033(3) Uani 0.390(3) 1 d D U P D 3
H2BA H 0.8323 0.7265 0.1870 0.050 Uiso 0.390(3) 1 calc R U P D 3
H2BB H 0.7685 0.6684 0.0948 0.050 Uiso 0.390(3) 1 calc R U P D 3
H2BC H 0.7488 0.7034 0.1740 0.050 Uiso 0.390(3) 1 calc R U P D 3
C3B C 0.9292(5) 0.6122(6) 0.2677(8) 0.034(3) Uani 0.390(3) 1 d D U P D 3
H3BA H 0.9610 0.6580 0.2928 0.051 Uiso 0.390(3) 1 calc R U P D 3
H3BB H 0.9634 0.5738 0.3219 0.051 Uiso 0.390(3) 1 calc DR U P D 3
H3BC H 0.9154 0.5985 0.1959 0.051 Uiso 0.390(3) 1 calc R U P D 3
C4B C 0.8441 0.6224 0.2557 0.027 Uani 0.3897 1 d D U P D 3


_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 O2 2.281(3) . ?
Sm1 O2 2.281(3) 6_565 ?
Sm1 O1 2.300(3) 6_565 ?
Sm1 O1 2.300(3) . ?
Sm1 N1 2.649(4) 5_665 ?
Sm1 N3 2.655(3) . ?
Sm1 N3 2.655(3) 5_665 ?
Sm1 N1 2.674(4) . ?
Sm1 Sm1 3.6109(6) 5_665 ?
N1 C16 1.383(5) 6_565 ?
N1 C16 1.383(5) . ?
N1 Sm1 2.649(4) 5_665 ?
N2 C17 1.328(5) . ?
N2 C16 1.330(5) . ?
N3 C17 1.382(5) 2_655 ?
N3 C17 1.382(5) . ?
N3 Sm1 2.655(3) 5_665 ?
O1 C5 1.270(6) . ?
O2 C11 1.270(6) . ?
C5 C6 1.376(7) . ?
C5 C4B 1.400(5) . ?
C5 C4 1.499(5) . ?
C5 C4A 1.723(6) . ?
C6 C5 1.376(7) 6_565 ?
C6 H6 0.9300 . ?
C7 C10 1.544(12) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C10 1.523(9) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.516(9) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.543(8) . ?
C11 C12 1.392(6) . ?
C12 C11 1.392(6) 6_565 ?
C12 H12 0.9300 . ?
C13 C14 1.388(7) . ?
C13 C13 1.406(12) 6_565 ?
C13 H13 0.9300 . ?
C14 C15 1.398(6) . ?
C14 H14 0.9300 . ?
C15 C15 1.389(9) 6_565 ?
C15 C16 1.463(5) . ?
C17 C18 1.445(6) . ?
C18 C19 1.392(6) . ?
C18 C18 1.409(9) 2_655 ?
C19 C20 1.382(8) . ?
C19 H19 0.9300 . ?
C20 C20 1.394(14) 2_655 ?
C20 H20 0.9300 . ?
C21 C22 1.375(8) 6_565 ?
C21 C22 1.375(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.386(12) . ?
C22 H22 0.9300 . ?
C23 C24 1.321(14) . ?
C23 H23 0.9300 . ?
C24 C23 1.321(14) 6_565 ?
C24 H24 0.9300 . ?
C1 C4 1.522(19) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C4 1.52(2) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.53(2) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C1A C4A 1.5271 . ?
C1A H1AA 0.9600 . ?
C1A H1AB 0.9600 . ?
C1A H1AC 0.9600 . ?
C3A C4A 1.514(8) . ?
C3A H3AA 0.9600 . ?
C3A H3AB 0.9600 . ?
C3A H3AC 0.9600 . ?
C2A C4A 1.526(8) . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 0.9600 . ?
C1B C4B 1.5578 . ?
C1B H1BA 0.9600 . ?
C1B H1BB 0.9600 . ?
C1B H1BC 0.9600 . ?
C2B C4B 1.550(7) . ?
C2B H2BA 0.9600 . ?
C2B H2BB 0.9600 . ?
C2B H2BC 0.9600 . ?
C3B C4B 1.560(7) . ?
C3B H3BA 0.9600 . ?
C3B H3BB 0.9600 . ?
C3B H3BC 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
O2 Sm1 O2 73.85(17) . 6_565 ?
O2 Sm1 O1 123.18(11) . 6_565 ?
O2 Sm1 O1 80.29(11) 6_565 6_565 ?
O2 Sm1 O1 80.29(11) . . ?
O2 Sm1 O1 123.18(11) 6_565 . ?
O1 Sm1 O1 73.16(17) 6_565 . ?
O2 Sm1 N1 142.66(8) . 5_665 ?
O2 Sm1 N1 142.66(8) 6_565 5_665 ?
O1 Sm1 N1 81.05(11) 6_565 5_665 ?
O1 Sm1 N1 81.04(11) . 5_665 ?
O2 Sm1 N3 139.76(8) . . ?
O2 Sm1 N3 83.25(9) 6_565 . ?
O1 Sm1 N3 83.52(10) 6_565 . ?
O1 Sm1 N3 139.56(8) . . ?
N1 Sm1 N3 62.70(7) 5_665 . ?
O2 Sm1 N3 83.25(9) . 5_665 ?
O2 Sm1 N3 139.77(8) 6_565 5_665 ?
O1 Sm1 N3 139.56(8) 6_565 5_665 ?
O1 Sm1 N3 83.52(10) . 5_665 ?
N1 Sm1 N3 62.70(7) 5_665 5_665 ?
N3 Sm1 N3 94.31(13) . 5_665 ?
O2 Sm1 N1 81.59(11) . . ?
O2 Sm1 N1 81.59(11) 6_565 . ?
O1 Sm1 N1 142.91(9) 6_565 . ?
O1 Sm1 N1 142.91(9) . . ?
N1 Sm1 N1 94.57(12) 5_665 . ?
N3 Sm1 N1 62.36(7) . . ?
N3 Sm1 N1 62.36(7) 5_665 . ?
O2 Sm1 Sm1 118.35(7) . 5_665 ?
O2 Sm1 Sm1 118.35(7) 6_565 5_665 ?
O1 Sm1 Sm1 118.46(8) 6_565 5_665 ?
O1 Sm1 Sm1 118.46(8) . 5_665 ?
N1 Sm1 Sm1 47.58(9) 5_665 5_665 ?
N3 Sm1 Sm1 47.15(7) . 5_665 ?
N3 Sm1 Sm1 47.15(7) 5_665 5_665 ?
N1 Sm1 Sm1 46.99(10) . 5_665 ?
C16 N1 C16 107.8(4) 6_565 . ?
C16 N1 Sm1 116.1(3) 6_565 5_665 ?
C16 N1 Sm1 116.1(3) . 5_665 ?
C16 N1 Sm1 115.2(2) 6_565 . ?
C16 N1 Sm1 115.1(2) . . ?
Sm1 N1 Sm1 85.43(12) 5_665 . ?
C17 N2 C16 122.6(3) . . ?
C17 N3 C17 107.8(5) 2_655 . ?
C17 N3 Sm1 115.88(19) 2_655 5_665 ?
C17 N3 Sm1 115.29(18) . 5_665 ?
C17 N3 Sm1 115.29(18) 2_655 . ?
C17 N3 Sm1 115.88(19) . . ?
Sm1 N3 Sm1 85.69(13) 5_665 . ?
C5 O1 Sm1 136.2(4) . . ?
C11 O2 Sm1 136.7(3) . . ?
O1 C5 C6 123.3(5) . . ?
O1 C5 C4B 128.1(6) . . ?
C6 C5 C4B 108.3(4) . . ?
O1 C5 C4 126.0(5) . . ?
C6 C5 C4 110.2(4) . . ?
O1 C5 C4A 105.3(5) . . ?
C6 C5 C4A 131.4(4) . . ?
C5 C6 C5 126.0(6) . 6_565 ?
C5 C6 H6 117.0 . . ?
C5 C6 H6 117.0 6_565 . ?
C10 C7 H7A 109.5 . . ?
C10 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C10 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C10 C8 H8A 109.5 . . ?
C10 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C10 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C9 C10 C8 110.4(5) . . ?
C9 C10 C11 107.5(5) . . ?
C8 C10 C11 112.1(6) . . ?
C9 C10 C7 107.8(7) . . ?
C8 C10 C7 108.8(6) . . ?
C11 C10 C7 110.1(5) . . ?
O2 C11 C12 123.6(5) . . ?
O2 C11 C10 115.3(5) . . ?
C12 C11 C10 121.1(5) . . ?
C11 C12 C11 125.0(6) . 6_565 ?
C11 C12 H12 117.5 . . ?
C11 C12 H12 117.5 6_565 . ?
C14 C13 C13 121.4(3) . 6_565 ?
C14 C13 H13 119.3 . . ?
C13 C13 H13 119.3 6_565 . ?
C13 C14 C15 117.0(5) . . ?
C13 C14 H14 121.5 . . ?
C15 C14 H14 121.5 . . ?
C15 C15 C14 121.6(3) 6_565 . ?
C15 C15 C16 106.8(2) 6_565 . ?
C14 C15 C16 131.6(4) . . ?
N2 C16 N1 127.4(4) . . ?
N2 C16 C15 123.3(4) . . ?
N1 C16 C15 109.3(4) . . ?
N2 C17 N3 127.8(4) . . ?
N2 C17 C18 122.7(4) . . ?
N3 C17 C18 109.5(4) . . ?
C19 C18 C18 120.7(3) . 2_655 ?
C19 C18 C17 132.7(4) . . ?
C18 C18 C17 106.6(2) 2_655 . ?
C20 C19 C18 117.9(5) . . ?
C20 C19 H19 121.1 . . ?
C18 C19 H19 121.1 . . ?
C19 C20 C20 121.4(3) . 2_655 ?
C19 C20 H20 119.3 . . ?
C20 C20 H20 119.3 2_655 . ?
C22 C21 C22 119.1(11) 6_565 . ?
C22 C21 H21 120.4 6_565 . ?
C22 C21 H21 120.4 . . ?
C21 C22 C23 118.2(11) . . ?
C21 C22 H22 120.9 . . ?
C23 C22 H22 120.9 . . ?
C24 C23 C22 123.1(12) . . ?
C24 C23 H23 118.4 . . ?
C22 C23 H23 118.4 . . ?
C23 C24 C23 118.1(13) . 6_565 ?
C23 C24 H24 121.0 . . ?
C23 C24 H24 121.0 6_565 . ?
C4 C1 H1A 109.5 . . ?
C4 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C4 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C2 H2A 109.5 . . ?
C4 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C4 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 C3 107.8(8) . . ?
C2 C4 C1 108.2(8) . . ?
C3 C4 C1 108.0(8) . . ?
C2 C4 C5 101.2(14) . . ?
C3 C4 C5 124.9(7) . . ?
C1 C4 C5 105.8(10) . . ?
C4A C1A H1AA 109.5 . . ?
C4A C1A H1AB 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
C4A C1A H1AC 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C4A C3A H3AA 109.5 . . ?
C4A C3A H3AB 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
C4A C3A H3AC 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C4A C2A H2AA 109.5 . . ?
C4A C2A H2AB 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
C4A C2A H2AC 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C3A C4A C2A 109.6(4) . . ?
C3A C4A C1A 109.8(4) . . ?
C2A C4A C1A 108.9(3) . . ?
C3A C4A C5 106.8(4) . . ?
C2A C4A C5 117.1(4) . . ?
C1A C4A C5 104.46(17) . . ?
C4B C1B H1BA 109.5 . . ?
C4B C1B H1BB 109.5 . . ?
H1BA C1B H1BB 109.5 . . ?
C4B C1B H1BC 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
C4B C2B H2BA 109.5 . . ?
C4B C2B H2BB 109.5 . . ?
H2BA C2B H2BB 109.5 . . ?
C4B C2B H2BC 109.5 . . ?
H2BA C2B H2BC 109.5 . . ?
H2BB C2B H2BC 109.5 . . ?
C4B C3B H3BA 109.5 . . ?
C4B C3B H3BB 109.5 . . ?
H3BA C3B H3BB 109.5 . . ?
C4B C3B H3BC 109.5 . . ?
H3BA C3B H3BC 109.5 . . ?
H3BB C3B H3BC 109.5 . . ?
C5 C4B C2B 103.6(5) . . ?
C5 C4B C3B 126.3(5) . . ?
C2B C4B C3B 106.5(4) . . ?
C5 C4B C1B 106.78(19) . . ?
C2B C4B C1B 106.4(4) . . ?
C3B C4B C1B 106.0(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sm1 O1 C5 C6 -5.8(8) . . . . ?
Sm1 O1 C5 C4B -178.4(2) . . . . ?
Sm1 O1 C5 C4 -177.4(2) . . . . ?
Sm1 O1 C5 C4A 174.0(2) . . . . ?
O1 C5 C6 C5 -8.5(11) . . . 6_565 ?
C4B C5 C6 C5 165.4(5) . . . 6_565 ?
C4 C5 C6 C5 164.2(5) . . . 6_565 ?
C4A C5 C6 C5 171.7(3) . . . 6_565 ?
Sm1 O2 C11 C12 -4.8(8) . . . . ?
Sm1 O2 C11 C10 177.0(3) . . . . ?
C9 C10 C11 O2 90.9(7) . . . . ?
C8 C10 C11 O2 -147.5(5) . . . . ?
C7 C10 C11 O2 -26.3(7) . . . . ?
C9 C10 C11 C12 -87.4(8) . . . . ?
C8 C10 C11 C12 34.2(8) . . . . ?
C7 C10 C11 C12 155.4(7) . . . . ?
O2 C11 C12 C11 -0.2(12) . . . 6_565 ?
C10 C11 C12 C11 178.0(5) . . . 6_565 ?
C13 C13 C14 C15 0.2(5) 6_565 . . . ?
C13 C14 C15 C15 -0.2(5) . . . 6_565 ?
C13 C14 C15 C16 179.2(4) . . . . ?
C17 N2 C16 N1 1.1(6) . . . . ?
C17 N2 C16 C15 -179.2(4) . . . . ?
C16 N1 C16 N2 180.0(2) 6_565 . . . ?
Sm1 N1 C16 N2 47.7(5) 5_665 . . . ?
Sm1 N1 C16 N2 -49.9(5) . . . . ?
C16 N1 C16 C15 0.3(6) 6_565 . . . ?
Sm1 N1 C16 C15 -132.0(3) 5_665 . . . ?
Sm1 N1 C16 C15 130.4(3) . . . . ?
C15 C15 C16 N2 -179.9(3) 6_565 . . . ?
C14 C15 C16 N2 0.7(7) . . . . ?
C15 C15 C16 N1 -0.2(3) 6_565 . . . ?
C14 C15 C16 N1 -179.6(4) . . . . ?
C16 N2 C17 N3 0.0(6) . . . . ?
C16 N2 C17 C18 -179.9(4) . . . . ?
C17 N3 C17 N2 179.6(5) 2_655 . . . ?
Sm1 N3 C17 N2 -49.2(5) 5_665 . . . ?
Sm1 N3 C17 N2 48.7(4) . . . . ?
C17 N3 C17 C18 -0.5(2) 2_655 . . . ?
Sm1 N3 C17 C18 130.7(3) 5_665 . . . ?
Sm1 N3 C17 C18 -131.4(3) . . . . ?
N2 C17 C18 C19 1.4(8) . . . . ?
N3 C17 C18 C19 -178.6(5) . . . . ?
N2 C17 C18 C18 -178.8(4) . . . 2_655 ?
N3 C17 C18 C18 1.3(6) . . . 2_655 ?
C18 C18 C19 C20 0.7(9) 2_655 . . . ?
C17 C18 C19 C20 -179.5(6) . . . . ?
C18 C19 C20 C20 1.5(13) . . . 2_655 ?
C22 C21 C22 C23 3.6(18) 6_565 . . . ?
C21 C22 C23 C24 -1.5(19) . . . . ?
C22 C23 C24 C23 -1(2) . . . 6_565 ?
O1 C5 C4 C2 -30.3(10) . . . . ?
C6 C5 C4 C2 157.2(10) . . . . ?
O1 C5 C4 C3 -151.5(13) . . . . ?
C6 C5 C4 C3 36.1(14) . . . . ?
O1 C5 C4 C1 82.4(10) . . . . ?
C6 C5 C4 C1 -90.0(10) . . . . ?
O1 C5 C4A C3A -122.3(4) . . . . ?
C6 C5 C4A C3A 57.6(7) . . . . ?
O1 C5 C4A C2A 0.9(5) . . . . ?
C6 C5 C4A C2A -179.2(6) . . . . ?
O1 C5 C4A C1A 121.4(3) . . . . ?
C6 C5 C4A C1A -58.7(6) . . . . ?
O1 C5 C4B C2B -49.7(6) . . . . ?
C6 C5 C4B C2B 136.8(6) . . . . ?
O1 C5 C4B C3B -172.4(6) . . . . ?
C6 C5 C4B C3B 14.1(7) . . . . ?
O1 C5 C4B C1B 62.3(5) . . . . ?
C6 C5 C4B C1B -111.2(4) . . . . ?

_refine_diff_density_max         2.338
_refine_diff_density_min         -1.553
_refine_diff_density_rms         0.144

