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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1432036'
_audit_update_record             
;
2016-02-26 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H42 Cl3 N3 O18 Tb2'
_chemical_formula_weight         1300.97

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           210
_space_group_name_H-M_alt        'F 41 3 2'
_space_group_name_Hall           'F 4d 2 3'

_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, -y, -z'
'-x, y, -z'
'z, x, y'
'y, z, x'
'-z, -x, y'
'-y, z, -x'
'z, -x, -y'
'-y, -z, x'
'-z, x, -y'
'y, -z, -x'
'-y+1/4, -x+1/4, -z+1/4'
'y+1/4, x+1/4, -z+1/4'
'y+1/4, -x+1/4, z+1/4'
'-y+1/4, x+1/4, z+1/4'
'-x+1/4, -z+1/4, -y+1/4'
'-z+1/4, -y+1/4, -x+1/4'
'x+1/4, z+1/4, -y+1/4'
'-z+1/4, y+1/4, x+1/4'
'x+1/4, -z+1/4, y+1/4'
'z+1/4, y+1/4, -x+1/4'
'-x+1/4, z+1/4, y+1/4'
'z+1/4, -y+1/4, x+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-z, -x+1/2, y+1/2'
'-y, z+1/2, -x+1/2'
'z, -x+1/2, -y+1/2'
'-y, -z+1/2, x+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'-y+1/4, -x+3/4, -z+3/4'
'y+1/4, x+3/4, -z+3/4'
'y+1/4, -x+3/4, z+3/4'
'-y+1/4, x+3/4, z+3/4'
'-x+1/4, -z+3/4, -y+3/4'
'-z+1/4, -y+3/4, -x+3/4'
'x+1/4, z+3/4, -y+3/4'
'-z+1/4, y+3/4, x+3/4'
'x+1/4, -z+3/4, y+3/4'
'z+1/4, y+3/4, -x+3/4'
'-x+1/4, z+3/4, y+3/4'
'z+1/4, -y+3/4, x+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-z+1/2, -x, y+1/2'
'-y+1/2, z, -x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, -z, x+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'-y+3/4, -x+1/4, -z+3/4'
'y+3/4, x+1/4, -z+3/4'
'y+3/4, -x+1/4, z+3/4'
'-y+3/4, x+1/4, z+3/4'
'-x+3/4, -z+1/4, -y+3/4'
'-z+3/4, -y+1/4, -x+3/4'
'x+3/4, z+1/4, -y+3/4'
'-z+3/4, y+1/4, x+3/4'
'x+3/4, -z+1/4, y+3/4'
'z+3/4, y+1/4, -x+3/4'
'-x+3/4, z+1/4, y+3/4'
'z+3/4, -y+1/4, x+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-z+1/2, -x+1/2, y'
'-y+1/2, z+1/2, -x'
'z+1/2, -x+1/2, -y'
'-y+1/2, -z+1/2, x'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'-y+3/4, -x+3/4, -z+1/4'
'y+3/4, x+3/4, -z+1/4'
'y+3/4, -x+3/4, z+1/4'
'-y+3/4, x+3/4, z+1/4'
'-x+3/4, -z+3/4, -y+1/4'
'-z+3/4, -y+3/4, -x+1/4'
'x+3/4, z+3/4, -y+1/4'
'-z+3/4, y+3/4, x+1/4'
'x+3/4, -z+3/4, y+1/4'
'z+3/4, y+3/4, -x+1/4'
'-x+3/4, z+3/4, y+1/4'
'z+3/4, -y+3/4, x+1/4'

_cell_length_a                   27.9705(15)
_cell_length_b                   27.9705(15)
_cell_length_c                   27.9705(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     21883(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9733
_cell_measurement_theta_min      2.4145
_cell_measurement_theta_max      28.906

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_F_000             10240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.778
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58390
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.261
_diffrn_reflns_theta_max         30.713
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2783
_reflns_number_gt                2418
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.653
_reflns_Friedel_fraction_max     0.979
_reflns_Friedel_fraction_full    1.000

_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    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1170P)²+145.6704P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.04(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2783
_refine_ls_number_parameters     103
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1616
_refine_ls_wR_factor_gt          0.1575
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2467(3) 0.4385(3) 0.6776(2) 0.0308(13) Uani 1 1 d . . . . .
C2 C 0.2830(3) 0.4060(3) 0.6930(4) 0.0445(19) Uani 1 1 d . . . . .
H2 H 0.2790 0.3732 0.6894 0.053 Uiso 1 1 calc R U . . .
C3 C 0.3243(3) 0.4244(3) 0.7134(4) 0.051(2) Uani 1 1 d . . . . .
H3 H 0.3480 0.4036 0.7238 0.061 Uiso 1 1 calc R U . A 1
C5 C 0.2954(3) 0.5039(2) 0.7030(3) 0.0366(12) Uani 1 1 d . . . . .
H5 H 0.3002 0.5368 0.7050 0.044 Uiso 1 1 calc R U . B 1
C4 C 0.3308(3) 0.4730(2) 0.7187(3) 0.0351(14) Uani 0.5 1 d . . P C 1
C6 C 0.2536(3) 0.4871(3) 0.6846(3) 0.0367(15) Uani 1 1 d . . . . .
H6 H 0.2293 0.5084 0.6767 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3750 0.4919(3) 0.7419(3) 0.036(2) Uani 1 2 d S T P . .
H7A H 0.3731 0.4866 0.7761 0.043 Uiso 0.5 1 calc R U P C 1
H7B H 0.3769 0.5261 0.7366 0.043 Uiso 0.5 1 calc R U P C 1
C8 C 0.2036(3) 0.4197(3) 0.6539(3) 0.0339(15) Uani 1 1 d . . . . .
N1 N 0.3308(3) 0.4730(2) 0.7187(3) 0.0351(14) Uani 0.5 1 d . . P C 2
O1 O 0.1664(2) 0.4463(2) 0.6524(2) 0.0413(14) Uani 1 1 d . . . . .
O2 O 0.2016(2) 0.3779(2) 0.6365(2) 0.0421(13) Uani 1 1 d . . . . .
O3 O 0.0499(2) 0.3670(2) 0.5672(2) 0.0524(17) Uani 1 1 d . . . . .
H3A H 0.0212 0.3758 0.5839 0.079 Uiso 1 1 d R U . . .
H3C H 0.0525 0.3856 0.5385 0.079 Uiso 1 1 d R U . . .
Tb1 Tb 0.11731(2) 0.38269(2) 0.61731(2) 0.0316(2) Uani 1 3 d S T P . .
Cl1 Cl 0.2367(16) 0.3044(12) 0.702(3) 0.910 Uani 0.5 1 d . . 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
C1 C6 1.386(10) . ?
C1 C2 1.429(11) . ?
C1 C8 1.473(10) . ?
C2 C3 1.387(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(11) . ?
C3 H3 0.9300 . ?
C5 C6 1.360(12) . ?
C5 C4 1.387(11) . ?
C5 H5 0.9300 . ?
C4 C7 1.495(9) . ?
C6 H6 0.9300 . ?
C7 N1 1.495(9) 95_545 ?
C7 C4 1.495(9) 95_545 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O2 1.269(9) . ?
C8 O1 1.278(9) . ?
C8 Tb1 2.818(7) . ?
O1 Tb1 2.453(6) . ?
O2 Tb1 2.422(6) . ?
O3 Tb1 2.390(7) . ?
O3 H3A 0.9600 . ?
O3 H3C 0.9600 . ?
Tb1 O3 2.390(7) 81_456 ?
Tb1 O3 2.390(7) 58_565 ?
Tb1 O2 2.422(6) 58_565 ?
Tb1 O2 2.422(6) 81_456 ?
Tb1 O1 2.453(6) 81_456 ?
Tb1 O1 2.453(6) 58_565 ?
Tb1 C8 2.818(7) 81_456 ?
Tb1 C8 2.818(7) 58_565 ?
Cl1 Cl1 1.52(10) 81_456 ?
Cl1 Cl1 1.52(10) 58_565 ?

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
C6 C1 C2 118.8(7) . . ?
C6 C1 C8 121.8(7) . . ?
C2 C1 C8 119.4(7) . . ?
C3 C2 C1 118.6(7) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C4 C3 C2 121.3(8) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C6 C5 C4 121.1(7) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C3 C4 C5 119.1(7) . . ?
C3 C4 C7 120.3(7) . . ?
C5 C4 C7 120.5(6) . . ?
C5 C6 C1 120.9(7) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C4 C7 C4 112.1(8) . 95_545 ?
C4 C7 H7A 109.2 . . ?
C4 C7 H7A 109.2 95_545 . ?
C4 C7 H7B 109.2 . . ?
C4 C7 H7B 109.2 95_545 . ?
H7A C7 H7B 107.9 . . ?
O2 C8 O1 119.3(7) . . ?
O2 C8 C1 122.4(7) . . ?
O1 C8 C1 118.3(7) . . ?
O2 C8 Tb1 59.0(4) . . ?
O1 C8 Tb1 60.4(4) . . ?
C1 C8 Tb1 174.6(5) . . ?
C8 O1 Tb1 92.6(5) . . ?
C8 O2 Tb1 94.3(4) . . ?
Tb1 O3 H3A 109.2 . . ?
Tb1 O3 H3C 109.3 . . ?
H3A O3 H3C 109.5 . . ?
O3 Tb1 O3 77.9(2) 81_456 58_565 ?
O3 Tb1 O3 77.9(2) 81_456 . ?
O3 Tb1 O3 77.9(2) 58_565 . ?
O3 Tb1 O2 91.7(2) 81_456 58_565 ?
O3 Tb1 O2 152.7(2) 58_565 58_565 ?
O3 Tb1 O2 125.0(2) . 58_565 ?
O3 Tb1 O2 152.7(2) 81_456 81_456 ?
O3 Tb1 O2 125.0(2) 58_565 81_456 ?
O3 Tb1 O2 91.7(2) . 81_456 ?
O2 Tb1 O2 73.6(2) 58_565 81_456 ?
O3 Tb1 O2 125.0(2) 81_456 . ?
O3 Tb1 O2 91.7(2) 58_565 . ?
O3 Tb1 O2 152.7(2) . . ?
O2 Tb1 O2 73.6(2) 58_565 . ?
O2 Tb1 O2 73.6(2) 81_456 . ?
O3 Tb1 O1 71.5(2) 81_456 . ?
O3 Tb1 O1 77.7(2) 58_565 . ?
O3 Tb1 O1 144.0(2) . . ?
O2 Tb1 O1 75.0(2) 58_565 . ?
O2 Tb1 O1 124.0(2) 81_456 . ?
O2 Tb1 O1 53.60(18) . . ?
O3 Tb1 O1 144.0(2) 81_456 81_456 ?
O3 Tb1 O1 71.5(2) 58_565 81_456 ?
O3 Tb1 O1 77.7(2) . 81_456 ?
O2 Tb1 O1 124.05(19) 58_565 81_456 ?
O2 Tb1 O1 53.60(18) 81_456 81_456 ?
O2 Tb1 O1 75.0(2) . 81_456 ?
O1 Tb1 O1 118.20(6) . 81_456 ?
O3 Tb1 O1 77.7(2) 81_456 58_565 ?
O3 Tb1 O1 144.0(2) 58_565 58_565 ?
O3 Tb1 O1 71.5(2) . 58_565 ?
O2 Tb1 O1 53.60(18) 58_565 58_565 ?
O2 Tb1 O1 75.0(2) 81_456 58_565 ?
O2 Tb1 O1 124.0(2) . 58_565 ?
O1 Tb1 O1 118.20(6) . 58_565 ?
O1 Tb1 O1 118.20(6) 81_456 58_565 ?
O3 Tb1 C8 162.9(2) 81_456 81_456 ?
O3 Tb1 C8 98.3(2) 58_565 81_456 ?
O3 Tb1 C8 85.1(2) . 81_456 ?
O2 Tb1 C8 98.5(2) 58_565 81_456 ?
O2 Tb1 C8 26.7(2) 81_456 81_456 ?
O2 Tb1 C8 71.4(2) . 81_456 ?
O1 Tb1 C8 124.4(2) . 81_456 ?
O1 Tb1 C8 26.9(2) 81_456 81_456 ?
O1 Tb1 C8 97.3(2) 58_565 81_456 ?
O3 Tb1 C8 85.1(2) 81_456 58_565 ?
O3 Tb1 C8 162.9(2) 58_565 58_565 ?
O3 Tb1 C8 98.3(2) . 58_565 ?
O2 Tb1 C8 26.7(2) 58_565 58_565 ?
O2 Tb1 C8 71.4(2) 81_456 58_565 ?
O2 Tb1 C8 98.5(2) . 58_565 ?
O1 Tb1 C8 97.3(2) . 58_565 ?
O1 Tb1 C8 124.4(2) 81_456 58_565 ?
O1 Tb1 C8 26.9(2) 58_565 58_565 ?
C8 Tb1 C8 97.9(2) 81_456 58_565 ?
O3 Tb1 C8 98.3(2) 81_456 . ?
O3 Tb1 C8 85.1(2) 58_565 . ?
O3 Tb1 C8 162.9(2) . . ?
O2 Tb1 C8 71.4(2) 58_565 . ?
O2 Tb1 C8 98.5(2) 81_456 . ?
O2 Tb1 C8 26.7(2) . . ?
O1 Tb1 C8 26.95(19) . . ?
O1 Tb1 C8 97.3(2) 81_456 . ?
O1 Tb1 C8 124.4(2) 58_565 . ?
C8 Tb1 C8 97.9(2) 81_456 . ?
C8 Tb1 C8 97.9(2) 58_565 . ?
Cl1 Cl1 Cl1 60.000(7) 81_456 58_565 ?

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
C6 C1 C2 C3 -1.6(13) . . . . ?
C8 C1 C2 C3 177.4(8) . . . . ?
C1 C2 C3 C4 -0.4(14) . . . . ?
C2 C3 C4 C5 -0.3(14) . . . . ?
C2 C3 C4 C7 178.4(8) . . . . ?
C6 C5 C4 C3 3.1(12) . . . . ?
C6 C5 C4 C7 -175.6(7) . . . . ?
C4 C5 C6 C1 -5.2(12) . . . . ?
C2 C1 C6 C5 4.4(12) . . . . ?
C8 C1 C6 C5 -174.6(7) . . . . ?
C3 C4 C7 N1 46.8(7) . . . 95_545 ?
C5 C4 C7 N1 -134.5(7) . . . 95_545 ?
C3 C4 C7 C4 46.8(7) . . . 95_545 ?
C5 C4 C7 C4 -134.5(7) . . . 95_545 ?
C6 C1 C8 O2 162.1(8) . . . . ?
C2 C1 C8 O2 -16.9(11) . . . . ?
C6 C1 C8 O1 -20.3(11) . . . . ?
C2 C1 C8 O1 160.8(7) . . . . ?
O2 C8 O1 Tb1 3.7(7) . . . . ?
C1 C8 O1 Tb1 -174.0(6) . . . . ?
O1 C8 O2 Tb1 -3.8(8) . . . . ?
C1 C8 O2 Tb1 173.9(6) . . . . ?

_refine_diff_density_max         1.600
_refine_diff_density_min         -1.319
_refine_diff_density_rms         0.211

_shelxl_version_number           2013-2


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
1 0.000 -0.003 0.000 4491.9 684.4
2 0.625 0.125 0.125 17.8 -4.5
3 0.875 0.125 0.375 17.8 4.1
4 0.125 0.125 0.625 17.8 -4.5
5 0.375 0.125 0.875 17.8 4.1
6 0.875 0.375 0.125 17.8 -4.5
7 0.625 0.375 0.375 17.8 4.2
8 0.375 0.375 0.625 17.8 -4.5
9 0.125 0.375 0.875 17.8 4.2
10 0.125 0.625 0.125 17.8 -4.5
11 0.375 0.625 0.375 17.8 4.1
12 0.625 0.625 0.625 17.8 -4.5
13 0.875 0.625 0.875 17.8 4.1
14 0.375 0.875 0.125 17.8 -4.5
15 0.125 0.875 0.375 17.8 4.2
16 0.875 0.875 0.625 17.8 -4.5
17 0.625 0.875 0.875 17.8 4.2
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1435509'
_audit_update_record             
;
2016-02-26 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H45 Cl3 N3 O18 Sm2'
_chemical_formula_weight         1286.86

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           210
_space_group_name_H-M_alt        'F 41 3 2'
_space_group_name_Hall           'F 4d 2 3'

_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, -y, -z'
'-x, y, -z'
'z, x, y'
'y, z, x'
'-z, -x, y'
'-y, z, -x'
'z, -x, -y'
'-y, -z, x'
'-z, x, -y'
'y, -z, -x'
'-y+1/4, -x+1/4, -z+1/4'
'y+1/4, x+1/4, -z+1/4'
'y+1/4, -x+1/4, z+1/4'
'-y+1/4, x+1/4, z+1/4'
'-x+1/4, -z+1/4, -y+1/4'
'-z+1/4, -y+1/4, -x+1/4'
'x+1/4, z+1/4, -y+1/4'
'-z+1/4, y+1/4, x+1/4'
'x+1/4, -z+1/4, y+1/4'
'z+1/4, y+1/4, -x+1/4'
'-x+1/4, z+1/4, y+1/4'
'z+1/4, -y+1/4, x+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-z, -x+1/2, y+1/2'
'-y, z+1/2, -x+1/2'
'z, -x+1/2, -y+1/2'
'-y, -z+1/2, x+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'-y+1/4, -x+3/4, -z+3/4'
'y+1/4, x+3/4, -z+3/4'
'y+1/4, -x+3/4, z+3/4'
'-y+1/4, x+3/4, z+3/4'
'-x+1/4, -z+3/4, -y+3/4'
'-z+1/4, -y+3/4, -x+3/4'
'x+1/4, z+3/4, -y+3/4'
'-z+1/4, y+3/4, x+3/4'
'x+1/4, -z+3/4, y+3/4'
'z+1/4, y+3/4, -x+3/4'
'-x+1/4, z+3/4, y+3/4'
'z+1/4, -y+3/4, x+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-z+1/2, -x, y+1/2'
'-y+1/2, z, -x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, -z, x+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'-y+3/4, -x+1/4, -z+3/4'
'y+3/4, x+1/4, -z+3/4'
'y+3/4, -x+1/4, z+3/4'
'-y+3/4, x+1/4, z+3/4'
'-x+3/4, -z+1/4, -y+3/4'
'-z+3/4, -y+1/4, -x+3/4'
'x+3/4, z+1/4, -y+3/4'
'-z+3/4, y+1/4, x+3/4'
'x+3/4, -z+1/4, y+3/4'
'z+3/4, y+1/4, -x+3/4'
'-x+3/4, z+1/4, y+3/4'
'z+3/4, -y+1/4, x+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-z+1/2, -x+1/2, y'
'-y+1/2, z+1/2, -x'
'z+1/2, -x+1/2, -y'
'-y+1/2, -z+1/2, x'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'-y+3/4, -x+3/4, -z+1/4'
'y+3/4, x+3/4, -z+1/4'
'y+3/4, -x+3/4, z+1/4'
'-y+3/4, x+3/4, z+1/4'
'-x+3/4, -z+3/4, -y+1/4'
'-z+3/4, -y+3/4, -x+1/4'
'x+3/4, z+3/4, -y+1/4'
'-z+3/4, y+3/4, x+1/4'
'x+3/4, -z+3/4, y+1/4'
'z+3/4, y+3/4, -x+1/4'
'-x+3/4, z+3/4, y+1/4'
'z+3/4, -y+3/4, x+1/4'

_cell_length_a                   28.0835(18)
_cell_length_b                   28.0835(18)
_cell_length_c                   28.0835(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     22149(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9859
_cell_measurement_theta_min      2.406
_cell_measurement_theta_max      25.861

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_F_000             10192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.311
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55560
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.256
_diffrn_reflns_theta_max         28.479
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2368
_reflns_number_gt                2065
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.636
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1219P)²+130.4982P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.06(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2368
_refine_ls_number_parameters     106
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_ref         0.1899
_refine_ls_wR_factor_gt          0.1858
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_restrained_S_all      1.141
_refine_ls_shift/su_max          0.103
_refine_ls_shift/su_mean         0.002

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 0.38293(2) 0.11707(2) 0.11707(2) 0.0419(3) Uani 1 3 d S T P . .
O1 O 0.4468(3) 0.1677(3) 0.1529(3) 0.061(2) Uani 1 1 d . . . . .
O2 O 0.3790(3) 0.2034(3) 0.1366(3) 0.0601(19) Uani 1 1 d . . . . .
O3 O 0.4520(3) 0.0670(3) 0.1330(3) 0.071(3) Uani 1 1 d . . . . .
H3D H 0.4459 0.0356 0.1212 0.106 Uiso 1 1 d R U . . .
H3C H 0.4794 0.0800 0.1172 0.106 Uiso 1 1 d R U . . .
C1 C 0.4393(3) 0.2472(3) 0.1774(3) 0.0437(19) Uani 1 1 d . . . . .
C2 C 0.4065(4) 0.2835(4) 0.1939(5) 0.062(3) Uani 1 1 d . . . . .
H2A H 0.3738 0.2794 0.1910 0.093 Uiso 1 1 calc R U . . .
C3 C 0.4248(4) 0.3237(4) 0.2138(5) 0.068(3) Uani 1 1 d . . . . .
H3A H 0.4038 0.3471 0.2240 0.102 Uiso 1 1 calc R U . A 1
C4 C 0.4723(3) 0.3313(3) 0.2196(3) 0.0471(19) Uani 0.5 1 d . . P B 1
N1 N 0.4723(3) 0.3313(3) 0.2196(3) 0.0471(19) Uani 0.5 1 d . . P B 2
C5 C 0.5034(3) 0.2959(4) 0.2039(4) 0.0506(18) Uani 1 1 d . . . . .
H5A H 0.5361 0.3007 0.2065 0.076 Uiso 1 1 calc R U . B 1
C6 C 0.4866(3) 0.2540(4) 0.1846(4) 0.048(2) Uani 1 1 d . . . . .
H6A H 0.5079 0.2301 0.1763 0.071 Uiso 1 1 calc R U . . .
C7 C 0.4921(4) 0.3750 0.2421(4) 0.052(3) Uani 1 2 d S T P . .
H7A H 0.5258 0.3768 0.2363 0.078 Uiso 0.5 1 d R U P B .
C8 C 0.4208(4) 0.2040(3) 0.1537(3) 0.044(2) Uani 1 1 d . . . . .
Cl1 Cl 0.2855(12) 0.2145(12) 0.2145(12) 0.54(2) Uani 0.75 3 d S TU P . .
Cl2 Cl 0.604(3) 0.104(3) 0.104(3) 1.28(3) Uani 0.75 3 d S TU 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
Sm1 O3 2.438(9) 79 ?
Sm1 O3 2.438(9) 56 ?
Sm1 O3 2.438(9) . ?
Sm1 O2 2.488(8) . ?
Sm1 O2 2.488(8) 79 ?
Sm1 O2 2.488(8) 56 ?
Sm1 O1 2.501(8) . ?
Sm1 O1 2.501(8) 56 ?
Sm1 O1 2.501(8) 79 ?
Sm1 C8 2.855(10) 56 ?
Sm1 C8 2.855(10) 79 ?
Sm1 C8 2.855(10) . ?
O1 C8 1.253(12) . ?
O2 C8 1.272(12) . ?
C1 C6 1.355(13) . ?
C1 C2 1.450(15) . ?
C1 C8 1.479(14) . ?
C2 C3 1.360(17) . ?
C3 N1 1.361(15) . ?
C3 C4 1.361(15) . ?
C4 C5 1.395(15) . ?
C4 C7 1.486(12) . ?
N1 C5 1.395(15) . ?
N1 C7 1.486(12) . ?
C5 C6 1.380(17) . ?
C7 N1 1.486(12) 48_554 ?
C7 C4 1.486(12) 48_554 ?
Cl2 Cl2 2.0(3) 85 ?

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
O3 Sm1 O3 78.1(3) 79 56 ?
O3 Sm1 O3 78.1(3) 79 . ?
O3 Sm1 O3 78.1(3) 56 . ?
O3 Sm1 O2 153.4(3) 79 . ?
O3 Sm1 O2 91.2(3) 56 . ?
O3 Sm1 O2 123.8(3) . . ?
O3 Sm1 O2 123.8(3) 79 79 ?
O3 Sm1 O2 153.4(3) 56 79 ?
O3 Sm1 O2 91.2(3) . 79 ?
O2 Sm1 O2 74.5(3) . 79 ?
O3 Sm1 O2 91.2(3) 79 56 ?
O3 Sm1 O2 123.8(3) 56 56 ?
O3 Sm1 O2 153.4(3) . 56 ?
O2 Sm1 O2 74.5(3) . 56 ?
O2 Sm1 O2 74.4(3) 79 56 ?
O3 Sm1 O1 144.8(3) 79 . ?
O3 Sm1 O1 78.6(3) 56 . ?
O3 Sm1 O1 71.5(3) . . ?
O2 Sm1 O1 52.4(2) . . ?
O2 Sm1 O1 74.9(3) 79 . ?
O2 Sm1 O1 123.8(3) 56 . ?
O3 Sm1 O1 78.6(3) 79 56 ?
O3 Sm1 O1 71.5(3) 56 56 ?
O3 Sm1 O1 144.8(3) . 56 ?
O2 Sm1 O1 74.9(3) . 56 ?
O2 Sm1 O1 123.8(3) 79 56 ?
O2 Sm1 O1 52.4(2) 56 56 ?
O1 Sm1 O1 117.89(8) . 56 ?
O3 Sm1 O1 71.5(3) 79 79 ?
O3 Sm1 O1 144.8(3) 56 79 ?
O3 Sm1 O1 78.6(3) . 79 ?
O2 Sm1 O1 123.8(3) . 79 ?
O2 Sm1 O1 52.4(2) 79 79 ?
O2 Sm1 O1 74.9(3) 56 79 ?
O1 Sm1 O1 117.89(8) . 79 ?
O1 Sm1 O1 117.89(8) 56 79 ?
O3 Sm1 C8 85.1(3) 79 56 ?
O3 Sm1 C8 97.4(3) 56 56 ?
O3 Sm1 C8 163.2(3) . 56 ?
O2 Sm1 C8 72.1(3) . 56 ?
O2 Sm1 C8 99.2(3) 79 56 ?
O2 Sm1 C8 26.4(3) 56 56 ?
O1 Sm1 C8 123.9(3) . 56 ?
O1 Sm1 C8 26.0(3) 56 56 ?
O1 Sm1 C8 97.3(3) 79 56 ?
O3 Sm1 C8 97.4(3) 79 79 ?
O3 Sm1 C8 163.2(3) 56 79 ?
O3 Sm1 C8 85.1(3) . 79 ?
O2 Sm1 C8 99.2(3) . 79 ?
O2 Sm1 C8 26.4(3) 79 79 ?
O2 Sm1 C8 72.1(3) 56 79 ?
O1 Sm1 C8 97.3(3) . 79 ?
O1 Sm1 C8 123.9(3) 56 79 ?
O1 Sm1 C8 26.0(3) 79 79 ?
C8 Sm1 C8 98.3(3) 56 79 ?
O3 Sm1 C8 163.2(3) 79 . ?
O3 Sm1 C8 85.1(3) 56 . ?
O3 Sm1 C8 97.4(3) . . ?
O2 Sm1 C8 26.4(3) . . ?
O2 Sm1 C8 72.1(3) 79 . ?
O2 Sm1 C8 99.2(3) 56 . ?
O1 Sm1 C8 26.0(3) . . ?
O1 Sm1 C8 97.3(3) 56 . ?
O1 Sm1 C8 123.9(3) 79 . ?
C8 Sm1 C8 98.3(3) 56 . ?
C8 Sm1 C8 98.3(3) 79 . ?
C8 O1 Sm1 93.0(6) . . ?
C8 O2 Sm1 93.1(6) . . ?
C6 C1 C2 118.4(10) . . ?
C6 C1 C8 121.7(9) . . ?
C2 C1 C8 119.8(9) . . ?
C3 C2 C1 118.3(10) . . ?
C2 C3 N1 123.4(10) . . ?
C2 C3 C4 123.4(10) . . ?
C3 C4 C5 117.6(10) . . ?
C3 C4 C7 123.1(10) . . ?
C5 C4 C7 119.3(9) . . ?
C3 N1 C5 117.6(10) . . ?
C3 N1 C7 123.1(10) . . ?
C5 N1 C7 119.3(9) . . ?
C6 C5 C4 121.2(9) . . ?
C6 C5 N1 121.2(9) . . ?
C1 C6 C5 120.9(9) . . ?
C4 C7 C4 111.4(12) 48_554 . ?
N1 C7 N1 111.4(12) 48_554 . ?
O1 C8 O2 121.4(10) . . ?
O1 C8 C1 118.1(9) . . ?
O2 C8 C1 120.4(9) . . ?
O1 C8 Sm1 61.0(6) . . ?
O2 C8 Sm1 60.5(5) . . ?
C1 C8 Sm1 174.5(7) . . ?

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
C6 C1 C2 C3 3.1(17) . . . . ?
C8 C1 C2 C3 -177.5(11) . . . . ?
C1 C2 C3 N1 -1(2) . . . . ?
C1 C2 C3 C4 -1(2) . . . . ?
C2 C3 C4 C5 0.4(19) . . . . ?
C2 C3 C4 C7 -179.0(12) . . . . ?
C2 C3 N1 C5 0.4(19) . . . . ?
C2 C3 N1 C7 -179.0(12) . . . . ?
C3 C4 C5 C6 -2.0(16) . . . . ?
C7 C4 C5 C6 177.4(9) . . . . ?
C3 N1 C5 C6 -2.0(16) . . . . ?
C7 N1 C5 C6 177.4(9) . . . . ?
C2 C1 C6 C5 -4.8(16) . . . . ?
C8 C1 C6 C5 175.8(9) . . . . ?
C4 C5 C6 C1 4.4(15) . . . . ?
N1 C5 C6 C1 4.4(15) . . . . ?
C3 C4 C7 C4 -47.3(10) . . . 48_554 ?
C5 C4 C7 C4 133.4(10) . . . 48_554 ?
C3 N1 C7 N1 -47.3(10) . . . 48_554 ?
C5 N1 C7 N1 133.4(10) . . . 48_554 ?
Sm1 O1 C8 O2 -3.4(10) . . . . ?
Sm1 O1 C8 C1 173.8(7) . . . . ?
Sm1 O2 C8 O1 3.4(11) . . . . ?
Sm1 O2 C8 C1 -173.7(8) . . . . ?
C6 C1 C8 O1 20.8(14) . . . . ?
C2 C1 C8 O1 -158.6(10) . . . . ?
C6 C1 C8 O2 -162.0(10) . . . . ?
C2 C1 C8 O2 18.6(14) . . . . ?

_refine_diff_density_max         2.506
_refine_diff_density_min         -2.134
_refine_diff_density_rms         0.203

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1438977'
_audit_update_record             
;
2016-02-26 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H7 Cl0.50 Er0.33 N0.50 O3'
_chemical_formula_weight         219.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           210
_space_group_name_H-M_alt        'F 41 3 2'
_space_group_name_Hall           'F 4d 2 3'

_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, -y, -z'
'-x, y, -z'
'z, x, y'
'y, z, x'
'-z, -x, y'
'-y, z, -x'
'z, -x, -y'
'-y, -z, x'
'-z, x, -y'
'y, -z, -x'
'-y+1/4, -x+1/4, -z+1/4'
'y+1/4, x+1/4, -z+1/4'
'y+1/4, -x+1/4, z+1/4'
'-y+1/4, x+1/4, z+1/4'
'-x+1/4, -z+1/4, -y+1/4'
'-z+1/4, -y+1/4, -x+1/4'
'x+1/4, z+1/4, -y+1/4'
'-z+1/4, y+1/4, x+1/4'
'x+1/4, -z+1/4, y+1/4'
'z+1/4, y+1/4, -x+1/4'
'-x+1/4, z+1/4, y+1/4'
'z+1/4, -y+1/4, x+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-z, -x+1/2, y+1/2'
'-y, z+1/2, -x+1/2'
'z, -x+1/2, -y+1/2'
'-y, -z+1/2, x+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'-y+1/4, -x+3/4, -z+3/4'
'y+1/4, x+3/4, -z+3/4'
'y+1/4, -x+3/4, z+3/4'
'-y+1/4, x+3/4, z+3/4'
'-x+1/4, -z+3/4, -y+3/4'
'-z+1/4, -y+3/4, -x+3/4'
'x+1/4, z+3/4, -y+3/4'
'-z+1/4, y+3/4, x+3/4'
'x+1/4, -z+3/4, y+3/4'
'z+1/4, y+3/4, -x+3/4'
'-x+1/4, z+3/4, y+3/4'
'z+1/4, -y+3/4, x+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-z+1/2, -x, y+1/2'
'-y+1/2, z, -x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, -z, x+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'-y+3/4, -x+1/4, -z+3/4'
'y+3/4, x+1/4, -z+3/4'
'y+3/4, -x+1/4, z+3/4'
'-y+3/4, x+1/4, z+3/4'
'-x+3/4, -z+1/4, -y+3/4'
'-z+3/4, -y+1/4, -x+3/4'
'x+3/4, z+1/4, -y+3/4'
'-z+3/4, y+1/4, x+3/4'
'x+3/4, -z+1/4, y+3/4'
'z+3/4, y+1/4, -x+3/4'
'-x+3/4, z+1/4, y+3/4'
'z+3/4, -y+1/4, x+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-z+1/2, -x+1/2, y'
'-y+1/2, z+1/2, -x'
'z+1/2, -x+1/2, -y'
'-y+1/2, -z+1/2, x'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'-y+3/4, -x+3/4, -z+1/4'
'y+3/4, x+3/4, -z+1/4'
'y+3/4, -x+3/4, z+1/4'
'-y+3/4, x+3/4, z+1/4'
'-x+3/4, -z+3/4, -y+1/4'
'-z+3/4, -y+3/4, -x+1/4'
'x+3/4, z+3/4, -y+1/4'
'-z+3/4, y+3/4, x+1/4'
'x+3/4, -z+3/4, y+1/4'
'z+3/4, y+3/4, -x+1/4'
'-x+3/4, z+3/4, y+1/4'
'z+3/4, -y+3/4, x+1/4'

_cell_length_a                   27.8574(12)
_cell_length_b                   27.8574(12)
_cell_length_c                   27.8574(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     21618(3)
_cell_formula_units_Z            96
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9839
_cell_measurement_theta_min      2.424
_cell_measurement_theta_max      29.1845

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_F_000             10336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.300
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58043
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.266
_diffrn_reflns_theta_max         30.628
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2740
_reflns_number_gt                2385
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.653
_reflns_Friedel_fraction_max     0.980
_reflns_Friedel_fraction_full    1.000

_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    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0748P)²+98.7956P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2740
_refine_ls_number_parameters     103
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1277
_refine_ls_wR_factor_gt          0.1253
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_restrained_S_all      1.188
_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
C1 C 0.1778(2) 0.7465(3) 0.4382(3) 0.0316(13) Uani 1 1 d . . . . .
C2 C 0.1935(3) 0.7820(3) 0.4061(3) 0.0434(18) Uani 1 1 d . . . . .
H2 H 0.1903 0.7776 0.3732 0.052 Uiso 1 1 calc R U . . .
C3 C 0.2138(3) 0.8236(3) 0.4239(3) 0.047(2) Uani 1 1 d . . . . .
H3 H 0.2246 0.8471 0.4028 0.056 Uiso 1 1 calc R U . A 1
C4 C 0.2182(2) 0.8303(2) 0.4727(2) 0.0328(13) Uani 0.5 1 d . . P B 1
N1 N 0.2182(2) 0.8303(2) 0.4727(2) 0.0328(13) Uani 0.5 1 d . . P B 2
C5 C 0.2041(3) 0.7957(3) 0.5038(2) 0.0351(11) Uani 1 1 d . . . . .
H5 H 0.2072 0.8006 0.5366 0.042 Uiso 1 1 calc R U . B 1
C6 C 0.1849(3) 0.7528(3) 0.4868(2) 0.0346(14) Uani 1 1 d . . . . .
H6 H 0.1769 0.7285 0.5082 0.042 Uiso 1 1 calc R U . . .
C7 C 0.1533(2) 0.7026(2) 0.4200(3) 0.0334(14) Uani 1 1 d . . . . .
C9 C 0.2418(2) 0.8750 0.4918(2) 0.034(2) Uani 1 2 d S T P . .
H9A H 0.2365 0.8770 0.5262 0.041 Uiso 0.5 1 calc R U P B 1
H9B H 0.2762 0.8730 0.4865 0.041 Uiso 0.5 1 calc R U P B 1
Er1 Er 0.11708(2) 0.61708(2) 0.38292(2) 0.02830(17) Uani 1 3 d S T P . .
O1 O 0.15166(19) 0.66549(18) 0.44640(18) 0.0397(14) Uani 1 1 d . . . . .
O2 O 0.1358(2) 0.70142(18) 0.37788(18) 0.0385(12) Uani 1 1 d . . . . .
O3 O 0.0505(2) 0.6330(2) 0.4330(2) 0.0476(15) Uani 1 1 d . . . . .
H3A H 0.0217 0.6320 0.4141 0.071 Uiso 1 1 d R U . . .
H3C H 0.0489 0.6092 0.4578 0.071 Uiso 1 1 d R U . . .
Cl1 Cl 0.2022(16) 0.7489(8) 0.3074(15) 0.391 Uani 0.5 1 d . 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
C1 C6 1.379(10) . ?
C1 C2 1.406(10) . ?
C1 C7 1.488(10) . ?
C2 C3 1.379(11) . ?
C2 H2 0.9300 . ?
C3 N1 1.378(10) . ?
C3 C4 1.378(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.355(10) . ?
C4 C9 1.506(8) . ?
N1 C5 1.355(10) . ?
N1 C9 1.506(8) . ?
C5 C6 1.390(12) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.269(8) . ?
C7 O2 1.272(9) . ?
C7 Er1 2.785(7) . ?
C9 N1 1.506(8) 96_465 ?
C9 C4 1.506(8) 96_465 ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
Er1 O3 2.362(6) . ?
Er1 O3 2.362(6) 60_465 ?
Er1 O3 2.362(6) 83_556 ?
Er1 O2 2.411(5) . ?
Er1 O2 2.411(5) 60_465 ?
Er1 O2 2.411(5) 83_556 ?
Er1 O1 2.423(5) 60_465 ?
Er1 O1 2.423(5) 83_556 ?
Er1 O1 2.423(5) . ?
Er1 C7 2.785(7) 60_465 ?
Er1 C7 2.785(7) 83_556 ?
O3 H3A 0.9600 . ?
O3 H3C 0.9600 . ?
Cl1 Cl1 2.05(4) 60_465 ?
Cl1 Cl1 2.05(4) 83_556 ?
Cl1 Cl1 2.14(3) 32_655 ?
Cl1 Cl1 2.14(3) 55_564 ?

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
C6 C1 C2 119.2(7) . . ?
C6 C1 C7 120.4(6) . . ?
C2 C1 C7 120.3(7) . . ?
C3 C2 C1 119.4(7) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
N1 C3 C2 120.4(7) . . ?
C4 C3 C2 120.4(7) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.5(7) . . ?
C5 C4 C9 119.3(6) . . ?
C3 C4 C9 120.1(6) . . ?
C5 N1 C3 120.5(7) . . ?
C5 N1 C9 119.3(6) . . ?
C3 N1 C9 120.1(6) . . ?
N1 C5 C6 120.4(6) . . ?
C4 C5 C6 120.4(6) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 120.0(6) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
O1 C7 O2 120.0(7) . . ?
O1 C7 C1 119.2(7) . . ?
O2 C7 C1 120.8(6) . . ?
O1 C7 Er1 60.4(4) . . ?
O2 C7 Er1 59.8(4) . . ?
C1 C7 Er1 174.0(5) . . ?
C4 C9 C4 112.0(8) 96_465 . ?
N1 C9 N1 112.0(8) 96_465 . ?
C4 C9 H9A 109.2 96_465 . ?
C4 C9 H9A 109.2 . . ?
C4 C9 H9B 109.2 96_465 . ?
C4 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
O3 Er1 O3 78.2(2) . 60_465 ?
O3 Er1 O3 78.2(2) . 83_556 ?
O3 Er1 O3 78.2(2) 60_465 83_556 ?
O3 Er1 O2 91.16(19) . . ?
O3 Er1 O2 125.47(19) 60_465 . ?
O3 Er1 O2 151.8(2) 83_556 . ?
O3 Er1 O2 151.8(2) . 60_465 ?
O3 Er1 O2 91.2(2) 60_465 60_465 ?
O3 Er1 O2 125.47(19) 83_556 60_465 ?
O2 Er1 O2 73.8(2) . 60_465 ?
O3 Er1 O2 125.47(19) . 83_556 ?
O3 Er1 O2 151.8(2) 60_465 83_556 ?
O3 Er1 O2 91.16(19) 83_556 83_556 ?
O2 Er1 O2 73.8(2) . 83_556 ?
O2 Er1 O2 73.8(2) 60_465 83_556 ?
O3 Er1 O1 143.97(18) . 60_465 ?
O3 Er1 O1 77.10(19) 60_465 60_465 ?
O3 Er1 O1 71.38(18) 83_556 60_465 ?
O2 Er1 O1 124.61(17) . 60_465 ?
O2 Er1 O1 54.16(16) 60_465 60_465 ?
O2 Er1 O1 74.79(18) 83_556 60_465 ?
O3 Er1 O1 71.37(18) . 83_556 ?
O3 Er1 O1 143.97(18) 60_465 83_556 ?
O3 Er1 O1 77.10(19) 83_556 83_556 ?
O2 Er1 O1 74.79(18) . 83_556 ?
O2 Er1 O1 124.61(17) 60_465 83_556 ?
O2 Er1 O1 54.16(16) 83_556 83_556 ?
O1 Er1 O1 118.35(5) 60_465 83_556 ?
O3 Er1 O1 77.10(19) . . ?
O3 Er1 O1 71.38(18) 60_465 . ?
O3 Er1 O1 143.97(18) 83_556 . ?
O2 Er1 O1 54.16(16) . . ?
O2 Er1 O1 74.79(18) 60_465 . ?
O2 Er1 O1 124.61(17) 83_556 . ?
O1 Er1 O1 118.35(5) 60_465 . ?
O1 Er1 O1 118.35(5) 83_556 . ?
O3 Er1 C7 84.5(2) . . ?
O3 Er1 C7 98.3(2) 60_465 . ?
O3 Er1 C7 162.75(19) 83_556 . ?
O2 Er1 C7 27.13(19) . . ?
O2 Er1 C7 71.14(18) 60_465 . ?
O2 Er1 C7 99.0(2) 83_556 . ?
O1 Er1 C7 124.71(18) 60_465 . ?
O1 Er1 C7 97.5(2) 83_556 . ?
O1 Er1 C7 27.07(19) . . ?
O3 Er1 C7 162.75(19) . 60_465 ?
O3 Er1 C7 84.5(2) 60_465 60_465 ?
O3 Er1 C7 98.3(2) 83_556 60_465 ?
O2 Er1 C7 99.0(2) . 60_465 ?
O2 Er1 C7 27.13(19) 60_465 60_465 ?
O2 Er1 C7 71.14(18) 83_556 60_465 ?
O1 Er1 C7 27.07(19) 60_465 60_465 ?
O1 Er1 C7 124.71(18) 83_556 60_465 ?
O1 Er1 C7 97.5(2) . 60_465 ?
C7 Er1 C7 98.14(19) . 60_465 ?
O3 Er1 C7 98.3(2) . 83_556 ?
O3 Er1 C7 162.75(19) 60_465 83_556 ?
O3 Er1 C7 84.5(2) 83_556 83_556 ?
O2 Er1 C7 71.14(18) . 83_556 ?
O2 Er1 C7 99.0(2) 60_465 83_556 ?
O2 Er1 C7 27.13(19) 83_556 83_556 ?
O1 Er1 C7 97.5(2) 60_465 83_556 ?
O1 Er1 C7 27.07(19) 83_556 83_556 ?
O1 Er1 C7 124.71(18) . 83_556 ?
C7 Er1 C7 98.13(19) . 83_556 ?
C7 Er1 C7 98.13(19) 60_465 83_556 ?
C7 O1 Er1 92.6(5) . . ?
C7 O2 Er1 93.1(4) . . ?
Er1 O3 H3A 109.2 . . ?
Er1 O3 H3C 109.4 . . ?
H3A O3 H3C 109.5 . . ?
Cl1 Cl1 Cl1 60.000(4) 60_465 83_556 ?
Cl1 Cl1 Cl1 99(2) 60_465 32_655 ?
Cl1 Cl1 Cl1 118.0(12) 83_556 32_655 ?
Cl1 Cl1 Cl1 117.7(13) 60_465 55_564 ?
Cl1 Cl1 Cl1 79(4) 83_556 55_564 ?
Cl1 Cl1 Cl1 59.998(1) 32_655 55_564 ?

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
C6 C1 C2 C3 -2.9(12) . . . . ?
C7 C1 C2 C3 176.6(8) . . . . ?
C1 C2 C3 N1 -0.5(13) . . . . ?
C1 C2 C3 C4 -0.5(13) . . . . ?
C2 C3 C4 C5 2.0(13) . . . . ?
C2 C3 C4 C9 178.0(7) . . . . ?
C2 C3 N1 C5 2.0(13) . . . . ?
C2 C3 N1 C9 178.0(7) . . . . ?
C3 N1 C5 C6 0.1(11) . . . . ?
C9 N1 C5 C6 -176.0(6) . . . . ?
C3 C4 C5 C6 0.1(11) . . . . ?
C9 C4 C5 C6 -176.0(6) . . . . ?
C2 C1 C6 C5 4.9(11) . . . . ?
C7 C1 C6 C5 -174.6(6) . . . . ?
N1 C5 C6 C1 -3.6(11) . . . . ?
C4 C5 C6 C1 -3.6(11) . . . . ?
C6 C1 C7 O1 -20.4(10) . . . . ?
C2 C1 C7 O1 160.0(7) . . . . ?
C6 C1 C7 O2 162.0(7) . . . . ?
C2 C1 C7 O2 -17.5(10) . . . . ?
C5 C4 C9 C4 -135.9(7) . . . 96_465 ?
C3 C4 C9 C4 48.0(6) . . . 96_465 ?
C5 N1 C9 N1 -135.9(7) . . . 96_465 ?
C3 N1 C9 N1 48.0(6) . . . 96_465 ?
O2 C7 O1 Er1 4.5(7) . . . . ?
C1 C7 O1 Er1 -173.1(5) . . . . ?
O1 C7 O2 Er1 -4.5(7) . . . . ?
C1 C7 O2 Er1 173.1(6) . . . . ?

_refine_diff_density_max         1.217
_refine_diff_density_min         -1.690
_refine_diff_density_rms         0.198

_shelxl_version_number           2014/6

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
1 0.000 -0.003 -0.001 5605.9 1066.0
2 0.500 0.000 0.000 167.1 67.8
3 0.000 0.000 0.500 167.1 67.8
4 0.625 0.125 0.125 13.0 -2.5
5 0.875 0.125 0.375 13.0 2.4
6 0.125 0.125 0.625 13.0 -2.5
7 0.375 0.125 0.875 13.0 2.4
8 0.750 0.250 0.250 167.1 67.3
9 0.250 0.250 0.750 167.1 67.3
10 0.875 0.375 0.125 13.0 -2.4
11 0.625 0.375 0.375 13.0 2.4
12 0.375 0.375 0.625 13.0 -2.4
13 0.125 0.375 0.875 13.0 2.4
14 0.000 0.500 0.000 167.1 67.8
15 0.500 0.500 0.500 167.1 67.8
16 0.125 0.625 0.125 13.0 -2.5
17 0.375 0.625 0.375 13.0 2.4
18 0.625 0.625 0.625 13.0 -2.5
19 0.875 0.625 0.875 13.0 2.4
20 0.250 0.750 0.250 167.1 67.3
21 0.750 0.750 0.750 167.1 67.3
22 0.375 0.875 0.125 13.0 -2.4
23 0.125 0.875 0.375 13.0 2.4
24 0.875 0.875 0.625 13.0 -2.4
25 0.625 0.875 0.875 13.0 2.4
_platon_squeeze_details          
;
;
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1439035'
_audit_update_record             
;
2016-02-26 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H42 Cl3 Gd2 N3 O18'
_chemical_formula_weight         1297.63

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'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           210
_space_group_name_H-M_alt        'F 41 3 2'
_space_group_name_Hall           'F 4d 2 3'

_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, -y, -z'
'-x, y, -z'
'z, x, y'
'y, z, x'
'-z, -x, y'
'-y, z, -x'
'z, -x, -y'
'-y, -z, x'
'-z, x, -y'
'y, -z, -x'
'-y+1/4, -x+1/4, -z+1/4'
'y+1/4, x+1/4, -z+1/4'
'y+1/4, -x+1/4, z+1/4'
'-y+1/4, x+1/4, z+1/4'
'-x+1/4, -z+1/4, -y+1/4'
'-z+1/4, -y+1/4, -x+1/4'
'x+1/4, z+1/4, -y+1/4'
'-z+1/4, y+1/4, x+1/4'
'x+1/4, -z+1/4, y+1/4'
'z+1/4, y+1/4, -x+1/4'
'-x+1/4, z+1/4, y+1/4'
'z+1/4, -y+1/4, x+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-z, -x+1/2, y+1/2'
'-y, z+1/2, -x+1/2'
'z, -x+1/2, -y+1/2'
'-y, -z+1/2, x+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'-y+1/4, -x+3/4, -z+3/4'
'y+1/4, x+3/4, -z+3/4'
'y+1/4, -x+3/4, z+3/4'
'-y+1/4, x+3/4, z+3/4'
'-x+1/4, -z+3/4, -y+3/4'
'-z+1/4, -y+3/4, -x+3/4'
'x+1/4, z+3/4, -y+3/4'
'-z+1/4, y+3/4, x+3/4'
'x+1/4, -z+3/4, y+3/4'
'z+1/4, y+3/4, -x+3/4'
'-x+1/4, z+3/4, y+3/4'
'z+1/4, -y+3/4, x+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-z+1/2, -x, y+1/2'
'-y+1/2, z, -x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, -z, x+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'-y+3/4, -x+1/4, -z+3/4'
'y+3/4, x+1/4, -z+3/4'
'y+3/4, -x+1/4, z+3/4'
'-y+3/4, x+1/4, z+3/4'
'-x+3/4, -z+1/4, -y+3/4'
'-z+3/4, -y+1/4, -x+3/4'
'x+3/4, z+1/4, -y+3/4'
'-z+3/4, y+1/4, x+3/4'
'x+3/4, -z+1/4, y+3/4'
'z+3/4, y+1/4, -x+3/4'
'-x+3/4, z+1/4, y+3/4'
'z+3/4, -y+1/4, x+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-z+1/2, -x+1/2, y'
'-y+1/2, z+1/2, -x'
'z+1/2, -x+1/2, -y'
'-y+1/2, -z+1/2, x'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'-y+3/4, -x+3/4, -z+1/4'
'y+3/4, x+3/4, -z+1/4'
'y+3/4, -x+3/4, z+1/4'
'-y+3/4, x+3/4, z+1/4'
'-x+3/4, -z+3/4, -y+1/4'
'-z+3/4, -y+3/4, -x+1/4'
'x+3/4, z+3/4, -y+1/4'
'-z+3/4, y+3/4, x+1/4'
'x+3/4, -z+3/4, y+1/4'
'z+3/4, y+3/4, -x+1/4'
'-x+3/4, z+3/4, y+1/4'
'z+3/4, -y+3/4, x+1/4'

_cell_length_a                   27.9996(6)
_cell_length_b                   27.9996(6)
_cell_length_c                   27.9996(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     21951.1(14)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9957
_cell_measurement_theta_min      2.413
_cell_measurement_theta_max      23.9175

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             10208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.608
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54824
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.260
_diffrn_reflns_theta_max         28.297
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2300
_reflns_number_gt                2018
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.635
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_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)+(0.0795P)²+115.0318P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 711 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.027(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2300
_refine_ls_number_parameters     102
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1395
_refine_ls_wR_factor_gt          0.1354
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_restrained_S_all      1.178
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8114(3) 0.0727(3) 0.0027(3) 0.0339(17) Uani 1 1 d . . . . .
C2 C 0.8435(3) 0.0562(4) -0.0335(3) 0.045(2) Uani 1 1 d . . . . .
H2A H 0.8764 0.0588 -0.0294 0.067 Uiso 1 1 calc R U . . .
C3 C 0.8252(3) 0.0365(4) -0.0744(3) 0.047(2) Uani 1 1 d . . . . .
H3A H 0.8460 0.0269 -0.0984 0.071 Uiso 1 1 d R U . A .
C4 C 0.7772(3) 0.0306(3) -0.0805(3) 0.0345(16) Uani 0.5 1 d . . P A 2
C5 C 0.7457(3) 0.0464(4) -0.0454(3) 0.0376(14) Uani 1 1 d . . . . .
H5A H 0.7130 0.0442 -0.0505 0.056 Uiso 1 1 d R U . A .
C6 C 0.7626(3) 0.0652(3) -0.0040(3) 0.0356(17) Uani 1 1 d . . . . .
H6A H 0.7411 0.0738 0.0198 0.053 Uiso 1 1 d R U . . .
C7 C 0.7580(3) 0.0080(3) -0.1250 0.041(3) Uani 1 2 d S T P . .
H7A H 0.7238 0.0133 -0.1265 0.062 Uiso 0.5 1 calc R U P A 1
H7B H 0.7633 -0.0262 -0.1235 0.062 Uiso 0.5 1 calc R U P A 1
C8 C 0.8301(3) 0.0965(3) 0.0459(3) 0.0348(17) Uani 1 1 d . . . . .
Gd1 Gd 0.86709(2) 0.13291(2) 0.13291(2) 0.0328(2) Uani 1 3 d S T P . .
N1 N 0.7772(3) 0.0306(3) -0.0805(3) 0.0345(16) Uani 0.5 1 d . . P A 1
O1 O 0.8716(2) 0.1134(2) 0.0472(2) 0.0395(14) Uani 1 1 d . . . . .
O2 O 0.8033(2) 0.0977(2) 0.0832(2) 0.0431(17) Uani 1 1 d . . . . .
O3 O 0.8829(2) 0.1835(2) 0.2014(2) 0.054(2) Uani 1 1 d . . . . .
H3B H 0.8762 0.1661 0.2302 0.081 Uiso 1 1 d R U . . .
H3C H 0.8626 0.2112 0.1999 0.081 Uiso 1 1 d R U . . .
Cl1 Cl 0.6223(11) 0.1107(12) 0.0385(13) 0.391 Uani 0.5 1 d . . 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
C1 C6 1.396(11) . ?
C1 C2 1.433(12) . ?
C1 C8 1.476(12) . ?
C2 C3 1.370(13) . ?
C2 H2A 0.9300 . ?
C3 N1 1.363(12) . ?
C3 C4 1.363(12) . ?
C3 H3A 0.9300 . ?
C4 C5 1.392(12) . ?
C4 C7 1.498(10) . ?
C5 C6 1.358(14) . ?
C5 N1 1.392(12) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 N1 1.498(10) . ?
C7 N1 1.498(10) 62_544 ?
C7 C4 1.498(10) 62_544 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.255(10) . ?
C8 O2 1.286(10) . ?
C8 Gd1 2.837(8) . ?
Gd1 O3 2.426(7) 8_656 ?
Gd1 O3 2.426(7) 7_665 ?
Gd1 O3 2.426(7) . ?
Gd1 O1 2.465(6) . ?
Gd1 O1 2.465(6) 8_656 ?
Gd1 O1 2.465(6) 7_665 ?
Gd1 O2 2.471(6) . ?
Gd1 O2 2.471(6) 7_665 ?
Gd1 O2 2.471(6) 8_656 ?
Gd1 C8 2.837(8) 7_665 ?
Gd1 C8 2.837(8) 8_656 ?
O3 H3B 0.9600 . ?
O3 H3C 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
C6 C1 C2 118.0(8) . . ?
C6 C1 C8 121.7(8) . . ?
C2 C1 C8 120.2(8) . . ?
C3 C2 C1 119.1(8) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
N1 C3 C2 121.5(8) . . ?
C4 C3 C2 121.5(8) . . ?
N1 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.0 . . ?
C3 C4 C5 119.8(8) . . ?
C3 C4 C7 120.7(8) . . ?
C5 C4 C7 119.5(7) . . ?
C6 C5 N1 120.3(7) . . ?
C6 C5 C4 120.3(7) . . ?
C6 C5 H5A 120.0 . . ?
N1 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C5 C6 C1 121.0(8) . . ?
C5 C6 H6A 119.1 . . ?
C1 C6 H6A 119.8 . . ?
N1 C7 N1 112.8(10) . 62_544 ?
C4 C7 C4 112.8(10) . 62_544 ?
N1 C7 H7A 109.0 . . ?
N1 C7 H7A 109.0 62_544 . ?
N1 C7 H7B 109.0 . . ?
N1 C7 H7B 109.0 62_544 . ?
H7A C7 H7B 107.8 . . ?
O1 C8 O2 120.5(8) . . ?
O1 C8 C1 121.4(8) . . ?
O2 C8 C1 118.0(8) . . ?
O1 C8 Gd1 60.1(4) . . ?
O2 C8 Gd1 60.5(4) . . ?
C1 C8 Gd1 174.3(6) . . ?
O3 Gd1 O3 77.8(3) 8_656 7_665 ?
O3 Gd1 O3 77.8(3) 8_656 . ?
O3 Gd1 O3 77.8(3) 7_665 . ?
O3 Gd1 O1 91.6(2) 8_656 . ?
O3 Gd1 O1 124.7(2) 7_665 . ?
O3 Gd1 O1 152.9(2) . . ?
O3 Gd1 O1 152.9(2) 8_656 8_656 ?
O3 Gd1 O1 91.6(2) 7_665 8_656 ?
O3 Gd1 O1 124.7(2) . 8_656 ?
O1 Gd1 O1 73.9(2) . 8_656 ?
O3 Gd1 O1 124.7(2) 8_656 7_665 ?
O3 Gd1 O1 152.9(2) 7_665 7_665 ?
O3 Gd1 O1 91.6(2) . 7_665 ?
O1 Gd1 O1 73.9(2) . 7_665 ?
O1 Gd1 O1 73.9(2) 8_656 7_665 ?
O3 Gd1 O2 77.9(2) 8_656 . ?
O3 Gd1 O2 71.6(2) 7_665 . ?
O3 Gd1 O2 144.2(2) . . ?
O1 Gd1 O2 53.12(18) . . ?
O1 Gd1 O2 75.1(2) 8_656 . ?
O1 Gd1 O2 123.9(2) 7_665 . ?
O3 Gd1 O2 71.6(2) 8_656 7_665 ?
O3 Gd1 O2 144.2(2) 7_665 7_665 ?
O3 Gd1 O2 77.9(2) . 7_665 ?
O1 Gd1 O2 75.1(2) . 7_665 ?
O1 Gd1 O2 123.9(2) 8_656 7_665 ?
O1 Gd1 O2 53.12(18) 7_665 7_665 ?
O2 Gd1 O2 118.11(6) . 7_665 ?
O3 Gd1 O2 144.2(2) 8_656 8_656 ?
O3 Gd1 O2 77.9(2) 7_665 8_656 ?
O3 Gd1 O2 71.6(2) . 8_656 ?
O1 Gd1 O2 123.9(2) . 8_656 ?
O1 Gd1 O2 53.12(18) 8_656 8_656 ?
O1 Gd1 O2 75.1(2) 7_665 8_656 ?
O2 Gd1 O2 118.12(6) . 8_656 ?
O2 Gd1 O2 118.11(6) 7_665 8_656 ?
O3 Gd1 C8 98.5(2) 8_656 7_665 ?
O3 Gd1 C8 162.9(2) 7_665 7_665 ?
O3 Gd1 C8 85.1(2) . 7_665 ?
O1 Gd1 C8 71.7(2) . 7_665 ?
O1 Gd1 C8 98.4(2) 8_656 7_665 ?
O1 Gd1 C8 26.2(2) 7_665 7_665 ?
O2 Gd1 C8 124.3(2) . 7_665 ?
O2 Gd1 C8 26.9(2) 7_665 7_665 ?
O2 Gd1 C8 97.0(2) 8_656 7_665 ?
O3 Gd1 C8 162.9(2) 8_656 8_656 ?
O3 Gd1 C8 85.1(2) 7_665 8_656 ?
O3 Gd1 C8 98.5(2) . 8_656 ?
O1 Gd1 C8 98.4(2) . 8_656 ?
O1 Gd1 C8 26.2(2) 8_656 8_656 ?
O1 Gd1 C8 71.7(2) 7_665 8_656 ?
O2 Gd1 C8 97.0(2) . 8_656 ?
O2 Gd1 C8 124.3(2) 7_665 8_656 ?
O2 Gd1 C8 26.9(2) 8_656 8_656 ?
C8 Gd1 C8 97.8(2) 7_665 8_656 ?
O3 Gd1 C8 85.1(2) 8_656 . ?
O3 Gd1 C8 98.5(2) 7_665 . ?
O3 Gd1 C8 162.9(2) . . ?
O1 Gd1 C8 26.2(2) . . ?
O1 Gd1 C8 71.7(2) 8_656 . ?
O1 Gd1 C8 98.4(2) 7_665 . ?
O2 Gd1 C8 26.9(2) . . ?
O2 Gd1 C8 97.0(2) 7_665 . ?
O2 Gd1 C8 124.3(2) 8_656 . ?
C8 Gd1 C8 97.8(2) 7_665 . ?
C8 Gd1 C8 97.8(2) 8_656 . ?
C3 N1 C5 119.8(8) . . ?
C3 N1 C7 120.7(8) . . ?
C5 N1 C7 119.5(7) . . ?
C8 O1 Gd1 93.7(5) . . ?
C8 O2 Gd1 92.6(5) . . ?
Gd1 O3 H3B 109.3 . . ?
Gd1 O3 H3C 109.2 . . ?
H3B O3 H3C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 4.0(14) . . . . ?
C8 C1 C2 C3 -176.6(9) . . . . ?
C1 C2 C3 N1 -2.6(15) . . . . ?
C1 C2 C3 C4 -2.6(15) . . . . ?
C2 C3 C4 C5 2.5(15) . . . . ?
C2 C3 C4 C7 -178.6(9) . . . . ?
C3 C4 C5 C6 -3.7(13) . . . . ?
C7 C4 C5 C6 177.3(7) . . . . ?
N1 C5 C6 C1 5.2(13) . . . . ?
C4 C5 C6 C1 5.2(13) . . . . ?
C2 C1 C6 C5 -5.3(13) . . . . ?
C8 C1 C6 C5 175.3(8) . . . . ?
C3 C4 C7 C4 -45.7(7) . . . 62_544 ?
C5 C4 C7 C4 133.2(8) . . . 62_544 ?
C6 C1 C8 O1 -162.7(8) . . . . ?
C2 C1 C8 O1 17.9(12) . . . . ?
C6 C1 C8 O2 20.2(12) . . . . ?
C2 C1 C8 O2 -159.2(8) . . . . ?
C2 C3 N1 C5 2.5(15) . . . . ?
C2 C3 N1 C7 -178.6(9) . . . . ?
C6 C5 N1 C3 -3.7(13) . . . . ?
C6 C5 N1 C7 177.3(7) . . . . ?
N1 C7 N1 C3 -45.7(7) 62_544 . . . ?
N1 C7 N1 C5 133.2(8) 62_544 . . . ?
O2 C8 O1 Gd1 3.4(8) . . . . ?
C1 C8 O1 Gd1 -173.6(7) . . . . ?
O1 C8 O2 Gd1 -3.4(8) . . . . ?
C1 C8 O2 Gd1 173.7(6) . . . . ?

_refine_diff_density_max         1.606
_refine_diff_density_min         -1.059
_refine_diff_density_rms         0.161

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1439037'
_audit_update_record             
;
2016-02-26 deposited with the CCDC.
2016-03-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H7.67 Cl0.50 N0.50 O3.33 Yb0.33'
_chemical_formula_weight         227.54

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'
Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           210
_space_group_name_H-M_alt        'F 41 3 2'
_space_group_name_Hall           'F 4d 2 3'

_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, -y, -z'
'-x, y, -z'
'z, x, y'
'y, z, x'
'-z, -x, y'
'-y, z, -x'
'z, -x, -y'
'-y, -z, x'
'-z, x, -y'
'y, -z, -x'
'-y+1/4, -x+1/4, -z+1/4'
'y+1/4, x+1/4, -z+1/4'
'y+1/4, -x+1/4, z+1/4'
'-y+1/4, x+1/4, z+1/4'
'-x+1/4, -z+1/4, -y+1/4'
'-z+1/4, -y+1/4, -x+1/4'
'x+1/4, z+1/4, -y+1/4'
'-z+1/4, y+1/4, x+1/4'
'x+1/4, -z+1/4, y+1/4'
'z+1/4, y+1/4, -x+1/4'
'-x+1/4, z+1/4, y+1/4'
'z+1/4, -y+1/4, x+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x, -y+1/2, -z+1/2'
'-x, y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-z, -x+1/2, y+1/2'
'-y, z+1/2, -x+1/2'
'z, -x+1/2, -y+1/2'
'-y, -z+1/2, x+1/2'
'-z, x+1/2, -y+1/2'
'y, -z+1/2, -x+1/2'
'-y+1/4, -x+3/4, -z+3/4'
'y+1/4, x+3/4, -z+3/4'
'y+1/4, -x+3/4, z+3/4'
'-y+1/4, x+3/4, z+3/4'
'-x+1/4, -z+3/4, -y+3/4'
'-z+1/4, -y+3/4, -x+3/4'
'x+1/4, z+3/4, -y+3/4'
'-z+1/4, y+3/4, x+3/4'
'x+1/4, -z+3/4, y+3/4'
'z+1/4, y+3/4, -x+3/4'
'-x+1/4, z+3/4, y+3/4'
'z+1/4, -y+3/4, x+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, -z+1/2'
'-x+1/2, y, -z+1/2'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-z+1/2, -x, y+1/2'
'-y+1/2, z, -x+1/2'
'z+1/2, -x, -y+1/2'
'-y+1/2, -z, x+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, -z, -x+1/2'
'-y+3/4, -x+1/4, -z+3/4'
'y+3/4, x+1/4, -z+3/4'
'y+3/4, -x+1/4, z+3/4'
'-y+3/4, x+1/4, z+3/4'
'-x+3/4, -z+1/4, -y+3/4'
'-z+3/4, -y+1/4, -x+3/4'
'x+3/4, z+1/4, -y+3/4'
'-z+3/4, y+1/4, x+3/4'
'x+3/4, -z+1/4, y+3/4'
'z+3/4, y+1/4, -x+3/4'
'-x+3/4, z+1/4, y+3/4'
'z+3/4, -y+1/4, x+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-z+1/2, -x+1/2, y'
'-y+1/2, z+1/2, -x'
'z+1/2, -x+1/2, -y'
'-y+1/2, -z+1/2, x'
'-z+1/2, x+1/2, -y'
'y+1/2, -z+1/2, -x'
'-y+3/4, -x+3/4, -z+1/4'
'y+3/4, x+3/4, -z+1/4'
'y+3/4, -x+3/4, z+1/4'
'-y+3/4, x+3/4, z+1/4'
'-x+3/4, -z+3/4, -y+1/4'
'-z+3/4, -y+3/4, -x+1/4'
'x+3/4, z+3/4, -y+1/4'
'-z+3/4, y+3/4, x+1/4'
'x+3/4, -z+3/4, y+1/4'
'z+3/4, y+3/4, -x+1/4'
'-x+3/4, z+3/4, y+1/4'
'z+3/4, -y+3/4, x+1/4'

_cell_length_a                   27.849(2)
_cell_length_b                   27.849(2)
_cell_length_c                   27.849(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     21599(5)
_cell_formula_units_Z            96
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9833
_cell_measurement_theta_min      2.424
_cell_measurement_theta_max      29.1925

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_F_000             10720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.663
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42415
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.266
_diffrn_reflns_theta_max         25.425
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1687
_reflns_number_gt                1566
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.604
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1294P)²+648.4905P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1687
_refine_ls_number_parameters     112
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0579
_refine_ls_wR_factor_ref         0.1928
_refine_ls_wR_factor_gt          0.1869
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0455(6) 0.2463(5) 0.9541(6) 0.037(3) Uani 1 1 d . . . . .
H1 H 1.0505 0.2134 0.9574 0.045 Uiso 1 1 calc R U . A 1
C5 C 0.9967(5) 0.3121(5) 0.9269(5) 0.033(3) Uani 1 1 d . . . . .
C6 C 1.0743(6) 0.3275(6) 0.9626(6) 0.046(4) Uani 1 1 d . . . . .
H6 H 1.0984 0.3488 0.9717 0.055 Uiso 1 1 calc R U . B 1
C7 C 1.0316(6) 0.3445(6) 0.9431(6) 0.044(4) Uani 1 1 d . . . . .
H7 H 1.0263 0.3774 0.9407 0.053 Uiso 1 1 calc R U . . .
C8 C 0.9525(5) 0.3306(6) 0.9037(5) 0.036(3) Uani 1 1 d . . . . .
C10 C 1.1250 0.2587(5) 0.9913(5) 0.035(4) Uani 1 2 d S T P . .
H10A H 1.1234 0.2641 1.0257 0.042 Uiso 0.5 1 calc R U P C 1
H10B H 1.1266 0.2243 0.9859 0.042 Uiso 0.5 1 calc R U P C 1
C11 C 1.0806(5) 0.2779(5) 0.9685(5) 0.035(3) Uani 0.5 1 d . . P D 1
N1 N 1.0806(5) 0.2779(5) 0.9685(5) 0.035(3) Uani 0.5 1 d . . P D 2
C12 C 1.0026(6) 0.2629(5) 0.9348(5) 0.039(3) Uani 1 1 d . . . . .
H12 H 0.9782 0.2415 0.9271 0.047 Uiso 1 1 calc R U . . .
O2 O 0.9508(4) 0.3721(4) 0.8845(4) 0.048(3) Uani 1 1 d . . . . .
O3 O 0.8173(4) 0.3017(5) 0.8827(4) 0.055(4) Uani 1 1 d . . . . .
H3A H 0.7967 0.2964 0.8556 0.083 Uiso 1 1 d R U . . .
H3C H 0.8366 0.2736 0.8881 0.083 Uiso 1 1 d R U . . .
O1 O 0.9147(4) 0.3036(4) 0.9025(4) 0.047(3) Uani 1 1 d . . . . .
Yb1 Yb 0.86730(2) 0.36730(2) 0.86730(2) 0.0309(4) Uani 1 3 d S T P . .
O4 O 0.9800(16) 0.4601(15) 0.9475(12) 0.070(17) Uani 0.3333 1 d . . P . .
H4A H 1.0046 0.4555 0.9650 0.105 Uiso 0.3333 1 d R U P . .
H4B H 0.9880 0.4753 0.9223 0.105 Uiso 0.3333 1 d R U P . .
Cl1 Cl 0.9526(10) 0.1316(9) 0.8853(10) 0.391 Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.38(2) . ?
C1 C11 1.38(2) . ?
C1 C12 1.39(3) . ?
C1 H1 0.9300 . ?
C5 C12 1.40(2) . ?
C5 C7 1.40(2) . ?
C5 C8 1.48(2) . ?
C6 C7 1.39(2) . ?
C6 N1 1.40(2) . ?
C6 C11 1.40(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O2 1.276(19) . ?
C8 O1 1.294(17) . ?
C8 Yb1 2.775(15) . ?
C10 N1 1.488(17) 17_766 ?
C10 C11 1.488(17) 17_766 ?
C10 C11 1.488(17) . ?
C10 N1 1.488(17) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 H12 0.9300 . ?
O2 Yb1 2.379(10) . ?
O3 Yb1 2.338(11) . ?
O3 H3A 0.9600 . ?
O3 H3C 0.9600 . ?
O1 Yb1 2.420(11) . ?
Yb1 O3 2.338(11) 78_545 ?
Yb1 O3 2.338(11) 29_545 ?
Yb1 O2 2.379(10) 78_545 ?
Yb1 O2 2.379(10) 29_545 ?
Yb1 O1 2.420(11) 78_545 ?
Yb1 O1 2.420(11) 29_545 ?
Yb1 C8 2.775(15) 29_545 ?
Yb1 C8 2.775(15) 78_545 ?
O4 O4 1.12(7) 29_545 ?
O4 O4 1.12(7) 78_545 ?
O4 H4A 0.8499 . ?
O4 H4B 0.8498 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C12 120.7(13) . . ?
C11 C1 C12 120.7(13) . . ?
C11 C1 H1 119.7 . . ?
C12 C1 H1 119.7 . . ?
C12 C5 C7 119.9(14) . . ?
C12 C5 C8 120.6(14) . . ?
C7 C5 C8 119.5(14) . . ?
C7 C6 N1 119.2(15) . . ?
C7 C6 C11 119.2(15) . . ?
C7 C6 H6 120.4 . . ?
C11 C6 H6 120.4 . . ?
C6 C7 C5 120.0(15) . . ?
C6 C7 H7 120.0 . . ?
C5 C7 H7 120.0 . . ?
O2 C8 O1 119.1(14) . . ?
O2 C8 C5 121.9(13) . . ?
O1 C8 C5 118.9(14) . . ?
O2 C8 Yb1 58.8(8) . . ?
O1 C8 Yb1 60.6(8) . . ?
C5 C8 Yb1 175.5(10) . . ?
C11 C10 C11 112.5(16) 17_766 . ?
N1 C10 N1 112.5(16) 17_766 . ?
C11 C10 H10A 109.1 17_766 . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 17_766 . ?
C11 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C1 C11 C6 120.5(14) . . ?
C1 C11 C10 119.0(12) . . ?
C6 C11 C10 120.5(13) . . ?
C1 N1 C6 120.5(14) . . ?
C1 N1 C10 119.0(12) . . ?
C6 N1 C10 120.5(13) . . ?
C1 C12 C5 119.4(14) . . ?
C1 C12 H12 120.3 . . ?
C5 C12 H12 120.3 . . ?
C8 O2 Yb1 93.9(9) . . ?
Yb1 O3 H3A 109.3 . . ?
Yb1 O3 H3C 109.3 . . ?
H3A O3 H3C 109.5 . . ?
C8 O1 Yb1 91.6(10) . . ?
O3 Yb1 O3 77.7(4) 78_545 29_545 ?
O3 Yb1 O3 77.7(4) 78_545 . ?
O3 Yb1 O3 77.7(4) 29_545 . ?
O3 Yb1 O2 126.2(4) 78_545 78_545 ?
O3 Yb1 O2 150.9(5) 29_545 78_545 ?
O3 Yb1 O2 90.6(4) . 78_545 ?
O3 Yb1 O2 90.6(4) 78_545 29_545 ?
O3 Yb1 O2 126.2(4) 29_545 29_545 ?
O3 Yb1 O2 150.9(5) . 29_545 ?
O2 Yb1 O2 74.7(4) 78_545 29_545 ?
O3 Yb1 O2 150.9(5) 78_545 . ?
O3 Yb1 O2 90.7(4) 29_545 . ?
O3 Yb1 O2 126.2(4) . . ?
O2 Yb1 O2 74.7(4) 78_545 . ?
O2 Yb1 O2 74.7(4) 29_545 . ?
O3 Yb1 O1 71.2(4) 78_545 78_545 ?
O3 Yb1 O1 143.4(4) 29_545 78_545 ?
O3 Yb1 O1 77.3(4) . 78_545 ?
O2 Yb1 O1 55.0(4) 78_545 78_545 ?
O2 Yb1 O1 73.8(4) 29_545 78_545 ?
O2 Yb1 O1 125.8(4) . 78_545 ?
O3 Yb1 O1 77.3(4) 78_545 29_545 ?
O3 Yb1 O1 71.2(4) 29_545 29_545 ?
O3 Yb1 O1 143.4(4) . 29_545 ?
O2 Yb1 O1 125.8(4) 78_545 29_545 ?
O2 Yb1 O1 55.0(4) 29_545 29_545 ?
O2 Yb1 O1 73.8(4) . 29_545 ?
O1 Yb1 O1 118.44(10) 78_545 29_545 ?
O3 Yb1 O1 143.4(4) 78_545 . ?
O3 Yb1 O1 77.3(4) 29_545 . ?
O3 Yb1 O1 71.2(4) . . ?
O2 Yb1 O1 73.8(4) 78_545 . ?
O2 Yb1 O1 125.8(4) 29_545 . ?
O2 Yb1 O1 55.0(4) . . ?
O1 Yb1 O1 118.44(10) 78_545 . ?
O1 Yb1 O1 118.45(10) 29_545 . ?
O3 Yb1 C8 84.8(4) 78_545 29_545 ?
O3 Yb1 C8 98.9(4) 29_545 29_545 ?
O3 Yb1 C8 162.5(4) . 29_545 ?
O2 Yb1 C8 99.6(4) 78_545 29_545 ?
O2 Yb1 C8 27.3(4) 29_545 29_545 ?
O2 Yb1 C8 70.6(4) . 29_545 ?
O1 Yb1 C8 97.0(4) 78_545 29_545 ?
O1 Yb1 C8 27.8(4) 29_545 29_545 ?
O1 Yb1 C8 125.2(4) . 29_545 ?
O3 Yb1 C8 98.9(4) 78_545 78_545 ?
O3 Yb1 C8 162.5(4) 29_545 78_545 ?
O3 Yb1 C8 84.8(4) . 78_545 ?
O2 Yb1 C8 27.3(4) 78_545 78_545 ?
O2 Yb1 C8 70.6(4) 29_545 78_545 ?
O2 Yb1 C8 99.6(4) . 78_545 ?
O1 Yb1 C8 27.8(4) 78_545 78_545 ?
O1 Yb1 C8 125.2(4) 29_545 78_545 ?
O1 Yb1 C8 97.0(4) . 78_545 ?
C8 Yb1 C8 97.9(4) 29_545 78_545 ?
O3 Yb1 C8 162.5(4) 78_545 . ?
O3 Yb1 C8 84.8(4) 29_545 . ?
O3 Yb1 C8 98.9(4) . . ?
O2 Yb1 C8 70.6(4) 78_545 . ?
O2 Yb1 C8 99.6(4) 29_545 . ?
O2 Yb1 C8 27.3(4) . . ?
O1 Yb1 C8 125.2(4) 78_545 . ?
O1 Yb1 C8 97.0(4) 29_545 . ?
O1 Yb1 C8 27.8(4) . . ?
C8 Yb1 C8 97.9(4) 29_545 . ?
C8 Yb1 C8 97.9(4) 78_545 . ?
O4 O4 O4 59.997(11) 29_545 78_545 ?
O4 O4 H4A 123.3 29_545 . ?
O4 O4 H4A 83.8 78_545 . ?
O4 O4 H4B 103.0 29_545 . ?
O4 O4 H4B 162.9 78_545 . ?
H4A O4 H4B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C6 C7 C5 -4(2) . . . . ?
C11 C6 C7 C5 -4(2) . . . . ?
C12 C5 C7 C6 6(2) . . . . ?
C8 C5 C7 C6 -176.7(14) . . . . ?
C12 C5 C8 O2 -160.9(15) . . . . ?
C7 C5 C8 O2 22(2) . . . . ?
C12 C5 C8 O1 18(2) . . . . ?
C7 C5 C8 O1 -158.6(15) . . . . ?
C12 C1 C11 C6 -2(2) . . . . ?
C12 C1 C11 C10 177.0(12) . . . . ?
C7 C6 C11 C1 1(2) . . . . ?
C7 C6 C11 C10 -177.4(13) . . . . ?
C11 C10 C11 C1 135.1(14) 17_766 . . . ?
C11 C10 C11 C6 -46.1(12) 17_766 . . . ?
C12 C1 N1 C6 -2(2) . . . . ?
C12 C1 N1 C10 177.0(12) . . . . ?
C7 C6 N1 C1 1(2) . . . . ?
C7 C6 N1 C10 -177.4(13) . . . . ?
N1 C10 N1 C1 135.1(14) 17_766 . . . ?
N1 C10 N1 C6 -46.1(12) 17_766 . . . ?
N1 C1 C12 C5 4(2) . . . . ?
C11 C1 C12 C5 4(2) . . . . ?
C7 C5 C12 C1 -7(2) . . . . ?
C8 C5 C12 C1 176.4(13) . . . . ?
O1 C8 O2 Yb1 5.9(15) . . . . ?
C5 C8 O2 Yb1 -174.8(12) . . . . ?
O2 C8 O1 Yb1 -5.8(15) . . . . ?
C5 C8 O1 Yb1 174.9(11) . . . . ?

_refine_diff_density_max         1.520
_refine_diff_density_min         -1.762
_refine_diff_density_rms         0.256

_shelxl_version_number           2014/6

