# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_obcr_2
_database_code_depnum_ccdc_archive 'CCDC 1439461'
_audit_update_record             
;
2015-11-29 deposited with the CCDC.
2016-06-06 downloaded from the CCDC.
;
_audit_creation_date             2015-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C48 H40 Dy2 N10 O14, 2(C10 H8 N2), 2(C2 H6 O), 2(N O3)'
_chemical_formula_sum            'C72 H68 Dy2 N16 O22'
_chemical_formula_weight         1834.42
_chemical_melting_point          ?
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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0671(5)
_cell_length_b                   10.8650(5)
_cell_length_c                   19.0097(12)
_cell_angle_alpha                101.792(3)
_cell_angle_beta                 101.965(3)
_cell_angle_gamma                104.347(2)
_cell_volume                     1897.56(18)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7551
_cell_measurement_temperature    295
_cell_measurement_theta_max      26.46
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.854
_shelx_estimated_absorpt_T_min   0.750
_exptl_absorpt_coefficient_mu    2.039
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6453
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rhombohedral
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0899
_diffrn_reflns_av_unetI/netI     0.1205
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            27267
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.461
_diffrn_reflns_theta_min         2.009
_diffrn_ambient_temperature      295.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5052
_reflns_number_total             7551
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.093
_refine_diff_density_min         -2.661
_refine_diff_density_rms         0.350
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7551
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1171
_refine_ls_R_factor_gt           0.0653
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1290P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1615
_refine_ls_wR_factor_ref         0.2162
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C44-O11
 1.35 with sigma of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C44(H44A,H44B)
3.b Me refined with riding coordinates:
 C45(H45A,H45B,H45C)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C12(H12), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25),
  C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42)
3.d Tetrahedral OH refined with riding coordinates:
 O11(H11A)
3.e X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.2124(11) 0.0398(10) 0.6161(6) 0.036(2) Uani 1 1 d . . . . .
C2 C 0.2679(11) -0.0063(10) 0.6814(6) 0.039(2) Uani 1 1 d . . . . .
C3 C 0.1784(12) -0.0757(10) 0.7173(6) 0.043(3) Uani 1 1 d . . . . .
H3 H 0.0801 -0.0950 0.7002 0.051 Uiso 1 1 calc R . . . .
C4 C 0.2362(13) -0.1147(11) 0.7774(6) 0.047(3) Uani 1 1 d . . . . .
H4 H 0.1761 -0.1601 0.8009 0.057 Uiso 1 1 calc R . . . .
C5 C 0.3822(15) -0.0884(12) 0.8041(7) 0.056(3) Uani 1 1 d . . . . .
C6 C 0.4700(12) -0.0182(11) 0.7684(6) 0.047(3) Uani 1 1 d . . . . .
H6 H 0.5680 -0.0012 0.7851 0.056 Uiso 1 1 calc R . . . .
C7 C 0.4181(11) 0.0252(10) 0.7111(6) 0.041(2) Uani 1 1 d . . . . .
H7 H 0.4800 0.0761 0.6906 0.049 Uiso 1 1 calc R . . . .
C9 C -0.0856(10) 0.1436(10) 0.6083(6) 0.036(2) Uani 1 1 d . . . . .
C10 C -0.1055(10) 0.2127(10) 0.6780(5) 0.033(2) Uani 1 1 d . . . . .
C11 C -0.1492(13) 0.1474(12) 0.7301(7) 0.051(3) Uani 1 1 d . . . . .
H11 H -0.1751 0.0558 0.7179 0.061 Uiso 1 1 calc R . . . .
C12 C -0.1545(13) 0.2140(13) 0.7972(6) 0.055(3) Uani 1 1 d . . . . .
H12 H -0.1827 0.1674 0.8303 0.066 Uiso 1 1 calc R . . . .
C13 C -0.1189(12) 0.3505(13) 0.8179(6) 0.050(3) Uani 1 1 d . . . . .
C14 C -0.0829(14) 0.4154(13) 0.7652(7) 0.056(3) Uani 1 1 d . . . . .
H14 H -0.0649 0.5064 0.7760 0.067 Uiso 1 1 calc R . . . .
C15 C -0.0735(12) 0.3497(11) 0.6988(6) 0.045(3) Uani 1 1 d . . . . .
H15 H -0.0448 0.3970 0.6661 0.054 Uiso 1 1 calc R . . . .
C16 C 0.4593(11) 0.1462(12) 0.4639(7) 0.048(3) Uani 1 1 d . . . . .
H16 H 0.3994 0.0644 0.4338 0.057 Uiso 1 1 calc R . . . .
C17 C 0.6023(12) 0.1734(13) 0.4721(7) 0.055(3) Uani 1 1 d . . . . .
H17 H 0.6380 0.1118 0.4470 0.066 Uiso 1 1 calc R . . . .
C18 C 0.6932(12) 0.2926(13) 0.5177(7) 0.056(3) Uani 1 1 d . . . . .
H18 H 0.7909 0.3131 0.5234 0.068 Uiso 1 1 calc R . . . .
C19 C 0.4905(11) 0.3466(10) 0.5432(6) 0.037(2) Uani 1 1 d . . . . .
C20 C 0.4247(10) 0.4391(10) 0.5819(6) 0.037(2) Uani 1 1 d . . . . .
C21 C 0.2181(13) 0.4849(10) 0.5967(6) 0.046(3) Uani 1 1 d . . . . .
H21 H 0.1191 0.4592 0.5849 0.055 Uiso 1 1 calc R . . . .
C22 C 0.2909(12) 0.6074(11) 0.6441(8) 0.057(3) Uani 1 1 d . . . . .
H22 H 0.2440 0.6627 0.6652 0.069 Uiso 1 1 calc R . . . .
C23 C 0.4375(14) 0.6445(11) 0.6591(7) 0.061(4) Uani 1 1 d . . . . .
H23 H 0.4907 0.7269 0.6913 0.074 Uiso 1 1 calc R . . . .
C24 C 0.5059(12) 0.5644(11) 0.6284(7) 0.049(3) Uani 1 1 d . . . . .
H24 H 0.6046 0.5919 0.6379 0.059 Uiso 1 1 calc R . . . .
C25 C 0.6373(12) 0.3802(12) 0.5544(7) 0.051(3) Uani 1 1 d . . . . .
H25 H 0.6964 0.4609 0.5863 0.061 Uiso 1 1 calc R . . . .
C31 C 0.5052(16) -0.4622(13) 0.8890(8) 0.062(4) Uani 1 1 d . . . . .
C33 C 0.5917(16) -0.3693(13) 0.9645(7) 0.058(3) Uani 1 1 d . . . . .
C35 C 0.591(3) -0.2103(18) 1.0646(12) 0.128(9) Uani 1 1 d . . . . .
H35 H 0.5455 -0.1585 1.0897 0.154 Uiso 1 1 calc R . . . .
C36 C 0.735(3) -0.2015(19) 1.0981(11) 0.114(7) Uani 1 1 d . . . . .
H36 H 0.7863 -0.1398 1.1434 0.136 Uiso 1 1 calc R . . . .
C37 C 0.792(2) -0.282(2) 1.0635(12) 0.116(7) Uani 1 1 d . . . . .
H37 H 0.8830 -0.2827 1.0872 0.139 Uiso 1 1 calc R . . . .
C38 C 0.7252(18) -0.3656(18) 0.9947(9) 0.089(5) Uani 1 1 d . . . . .
H38 H 0.7702 -0.4180 0.9695 0.107 Uiso 1 1 calc R . . . .
C39 C 0.5623(18) -0.5442(15) 0.8481(8) 0.071(4) Uani 1 1 d . . . . .
H39 H 0.6550 -0.5462 0.8652 0.086 Uiso 1 1 calc R . . . .
C40 C 0.470(3) -0.6265(18) 0.7772(11) 0.108(7) Uani 1 1 d . . . . .
H40 H 0.5012 -0.6841 0.7460 0.129 Uiso 1 1 calc R . . . .
C41 C 0.333(3) -0.6178(17) 0.7565(11) 0.117(8) Uani 1 1 d . . . . .
H41 H 0.2728 -0.6695 0.7103 0.140 Uiso 1 1 calc R . . . .
C42 C 0.290(2) -0.543(2) 0.7977(11) 0.111(7) Uani 1 1 d . . . . .
H42 H 0.1962 -0.5427 0.7814 0.133 Uiso 1 1 calc R . . . .
C44 C 0.873(2) -0.092(2) 0.8961(14) 0.120(8) Uani 1 1 d D . . . .
H44A H 0.8932 -0.1297 0.9376 0.145 Uiso 1 1 calc R . . . .
H44B H 0.9581 -0.0226 0.8996 0.145 Uiso 1 1 calc R . . . .
C45 C 0.836(3) -0.194(3) 0.8259(14) 0.161(11) Uani 1 1 d . . . . .
H45A H 0.9139 -0.2292 0.8239 0.242 Uiso 1 1 calc R . . . .
H45B H 0.7527 -0.2627 0.8228 0.242 Uiso 1 1 calc R . . . .
H45C H 0.8174 -0.1557 0.7849 0.242 Uiso 1 1 calc R . . . .
N1 N 0.4365(14) -0.1334(12) 0.8639(7) 0.081(4) Uani 1 1 d . . . . .
H1A H 0.3796 -0.1775 0.8842 0.097 Uiso 1 1 calc R . . . .
H1B H 0.5270 -0.1171 0.8805 0.097 Uiso 1 1 calc R . . . .
N2 N -0.1206(13) 0.4210(12) 0.8866(6) 0.072(3) Uani 1 1 d . . . . .
H2A H -0.1445 0.3803 0.9186 0.086 Uiso 1 1 calc R . . . .
H2B H -0.0978 0.5057 0.8976 0.086 Uiso 1 1 calc R . . . .
N3 N 0.4016(8) 0.2315(8) 0.4971(5) 0.037(2) Uani 1 1 d . . . . .
N4 N 0.2794(9) 0.3993(8) 0.5660(5) 0.038(2) Uani 1 1 d . . . . .
N5 N 0.3689(14) -0.4636(14) 0.8639(7) 0.082(4) Uani 1 1 d . . . . .
N6 N 0.5206(17) -0.2951(13) 0.9956(7) 0.087(4) Uani 1 1 d . . . . .
N7 N 0.0666(11) 0.3211(9) 0.3957(6) 0.048(2) Uani 1 1 d . . . . .
N8 N 0.1598(18) -0.2588(17) 0.9596(9) 0.089(4) Uani 1 1 d . . . . .
O1 O 0.2888(7) 0.1412(7) 0.6045(4) 0.0445(18) Uani 1 1 d . . . . .
O2 O 0.0909(7) -0.0251(7) 0.5713(4) 0.0415(17) Uani 1 1 d . . . . .
O3 O 0.0024(7) 0.2074(7) 0.5800(4) 0.0397(17) Uani 1 1 d . . . . .
O4 O -0.1584(8) 0.0224(7) 0.5789(4) 0.0464(18) Uani 1 1 d . . . . .
O5 O 0.1588(8) 0.2536(8) 0.3900(4) 0.051(2) Uani 1 1 d . . . . .
O6 O 0.0093(9) 0.3126(7) 0.4468(5) 0.052(2) Uani 1 1 d . . . . .
O7 O 0.0488(10) 0.3888(8) 0.3545(5) 0.067(3) Uani 1 1 d . . . . .
O8 O 0.0753(18) -0.2728(19) 0.9951(9) 0.148(7) Uani 1 1 d . . . . .
O9 O 0.2436(19) -0.1482(18) 0.9660(9) 0.142(6) Uani 1 1 d . . . . .
O10 O 0.1626(15) -0.3445(17) 0.9086(10) 0.146(6) Uani 1 1 d . . . . .
O11 O 0.7646(15) -0.0402(16) 0.9001(8) 0.135(5) Uani 1 1 d D . . . .
H11A H 0.7867 0.0168 0.9398 0.203 Uiso 1 1 calc R . . . .
Dy1 Dy 0.13551(5) 0.16168(4) 0.49647(3) 0.0317(2) 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 C2 1.486(15) . ?
C1 O1 1.266(12) . ?
C1 O2 1.270(12) . ?
C1 Dy1 2.921(11) . ?
C2 C3 1.405(15) . ?
C2 C7 1.427(15) . ?
C3 H3 0.9300 . ?
C3 C4 1.366(15) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(18) . ?
C5 C6 1.397(18) . ?
C5 N1 1.389(16) . ?
C6 H6 0.9300 . ?
C6 C7 1.332(15) . ?
C7 H7 0.9300 . ?
C9 C10 1.462(14) . ?
C9 O3 1.265(12) . ?
C9 O4 1.278(12) . ?
C10 C11 1.411(15) . ?
C10 C15 1.394(14) . ?
C11 H11 0.9300 . ?
C11 C12 1.350(16) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(17) . ?
C13 C14 1.394(17) . ?
C13 N2 1.380(15) . ?
C14 H14 0.9300 . ?
C14 C15 1.352(16) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.364(15) . ?
C16 N3 1.332(13) . ?
C17 H17 0.9300 . ?
C17 C18 1.375(17) . ?
C18 H18 0.9300 . ?
C18 C25 1.367(17) . ?
C19 C20 1.491(14) . ?
C19 C25 1.390(15) . ?
C19 N3 1.344(12) . ?
C20 C24 1.400(14) . ?
C20 N4 1.366(13) . ?
C21 H21 0.9300 . ?
C21 C22 1.369(15) . ?
C21 N4 1.341(13) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(17) . ?
C23 H23 0.9300 . ?
C23 C24 1.352(16) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C31 C33 1.514(18) . ?
C31 C39 1.373(19) . ?
C31 N5 1.352(18) . ?
C33 C38 1.33(2) . ?
C33 N6 1.334(17) . ?
C35 H35 0.9300 . ?
C35 C36 1.42(3) . ?
C35 N6 1.37(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.31(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.35(2) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C39 C40 1.43(3) . ?
C40 H40 0.9300 . ?
C40 C41 1.38(3) . ?
C41 H41 0.9300 . ?
C41 C42 1.23(3) . ?
C42 H42 0.9300 . ?
C42 N5 1.33(2) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 C45 1.46(3) . ?
C44 O11 1.354(9) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N3 Dy1 2.594(8) . ?
N4 Dy1 2.543(8) . ?
N7 O5 1.326(12) . ?
N7 O6 1.237(12) . ?
N7 O7 1.195(12) . ?
N7 Dy1 2.925(10) . ?
N8 O8 1.191(19) . ?
N8 O9 1.25(2) . ?
N8 O10 1.210(18) . ?
O1 Dy1 2.386(7) . ?
O2 Dy1 2.320(7) 2_556 ?
O2 Dy1 2.709(7) . ?
O3 Dy1 2.335(7) . ?
O4 Dy1 2.302(7) 2_556 ?
O5 Dy1 2.462(8) . ?
O6 Dy1 2.522(7) . ?
O11 H11A 0.8200 . ?
Dy1 O2 2.320(7) 2_556 ?
Dy1 O4 2.302(7) 2_556 ?
Dy1 Dy1 3.9241(9) 2_556 ?

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
C2 C1 Dy1 172.5(7) . . ?
O1 C1 C2 119.5(9) . . ?
O1 C1 O2 120.7(10) . . ?
O1 C1 Dy1 53.1(5) . . ?
O2 C1 C2 119.7(10) . . ?
O2 C1 Dy1 67.8(6) . . ?
C3 C2 C1 122.7(10) . . ?
C3 C2 C7 118.1(10) . . ?
C7 C2 C1 119.1(10) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(11) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.1 . . ?
C3 C4 C5 121.7(12) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 117.9(11) . . ?
C4 C5 N1 119.9(13) . . ?
N1 C5 C6 122.2(12) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 C5 122.3(11) . . ?
C7 C6 H6 118.9 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.1(11) . . ?
C6 C7 H7 120.0 . . ?
O3 C9 C10 118.1(9) . . ?
O3 C9 O4 123.4(9) . . ?
O4 C9 C10 118.5(9) . . ?
C11 C10 C9 122.8(9) . . ?
C15 C10 C9 121.1(9) . . ?
C15 C10 C11 116.0(10) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 C10 122.0(11) . . ?
C12 C11 H11 119.0 . . ?
C11 C12 H12 119.3 . . ?
C11 C12 C13 121.4(11) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C14 117.0(10) . . ?
N2 C13 C12 122.5(12) . . ?
N2 C13 C14 120.4(12) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 C13 121.8(11) . . ?
C15 C14 H14 119.1 . . ?
C10 C15 H15 119.1 . . ?
C14 C15 C10 121.7(11) . . ?
C14 C15 H15 119.1 . . ?
C17 C16 H16 118.5 . . ?
N3 C16 H16 118.5 . . ?
N3 C16 C17 123.0(11) . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.5(11) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 120.7 . . ?
C25 C18 C17 118.7(10) . . ?
C25 C18 H18 120.7 . . ?
C25 C19 C20 120.7(10) . . ?
N3 C19 C20 116.9(9) . . ?
N3 C19 C25 122.4(10) . . ?
C24 C20 C19 122.0(9) . . ?
N4 C20 C19 116.7(9) . . ?
N4 C20 C24 121.2(9) . . ?
C22 C21 H21 117.7 . . ?
N4 C21 H21 117.7 . . ?
N4 C21 C22 124.6(11) . . ?
C21 C22 H22 121.7 . . ?
C21 C22 C23 116.5(11) . . ?
C23 C22 H22 121.7 . . ?
C22 C23 H23 119.1 . . ?
C24 C23 C22 121.9(11) . . ?
C24 C23 H23 119.1 . . ?
C20 C24 H24 120.8 . . ?
C23 C24 C20 118.4(10) . . ?
C23 C24 H24 120.8 . . ?
C18 C25 C19 118.8(11) . . ?
C18 C25 H25 120.6 . . ?
C19 C25 H25 120.6 . . ?
C39 C31 C33 121.1(13) . . ?
N5 C31 C33 117.7(12) . . ?
N5 C31 C39 121.1(13) . . ?
C38 C33 C31 121.6(12) . . ?
C38 C33 N6 125.4(13) . . ?
N6 C33 C31 113.1(13) . . ?
C36 C35 H35 120.0 . . ?
N6 C35 H35 120.0 . . ?
N6 C35 C36 120(2) . . ?
C35 C36 H36 120.8 . . ?
C37 C36 C35 118.3(19) . . ?
C37 C36 H36 120.8 . . ?
C36 C37 H37 118.8 . . ?
C36 C37 C38 122(2) . . ?
C38 C37 H37 118.8 . . ?
C33 C38 C37 117.3(17) . . ?
C33 C38 H38 121.4 . . ?
C37 C38 H38 121.4 . . ?
C31 C39 H39 122.1 . . ?
C31 C39 C40 115.8(15) . . ?
C40 C39 H39 122.1 . . ?
C39 C40 H40 120.9 . . ?
C41 C40 C39 118.1(16) . . ?
C41 C40 H40 120.9 . . ?
C40 C41 H41 119.1 . . ?
C42 C41 C40 122(2) . . ?
C42 C41 H41 119.1 . . ?
C41 C42 H42 118.1 . . ?
C41 C42 N5 124(2) . . ?
N5 C42 H42 118.1 . . ?
H44A C44 H44B 108.1 . . ?
C45 C44 H44A 109.6 . . ?
C45 C44 H44B 109.6 . . ?
O11 C44 H44A 109.6 . . ?
O11 C44 H44B 109.6 . . ?
O11 C44 C45 110.5(19) . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C5 N1 H1A 120.0 . . ?
C5 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C13 N2 H2A 120.0 . . ?
C13 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C16 N3 C19 117.6(9) . . ?
C16 N3 Dy1 121.4(7) . . ?
C19 N3 Dy1 119.8(6) . . ?
C20 N4 Dy1 120.8(6) . . ?
C21 N4 C20 117.4(9) . . ?
C21 N4 Dy1 121.3(7) . . ?
C42 N5 C31 119.5(16) . . ?
C33 N6 C35 116.4(17) . . ?
O5 N7 Dy1 56.8(5) . . ?
O6 N7 O5 115.8(9) . . ?
O6 N7 Dy1 59.0(5) . . ?
O7 N7 O5 119.4(10) . . ?
O7 N7 O6 124.8(11) . . ?
O7 N7 Dy1 175.2(8) . . ?
O8 N8 O9 122.1(19) . . ?
O8 N8 O10 124(2) . . ?
O10 N8 O9 113.2(18) . . ?
C1 O1 Dy1 101.8(6) . . ?
C1 O2 Dy1 171.0(7) . 2_556 ?
C1 O2 Dy1 86.5(6) . . ?
Dy1 O2 Dy1 102.3(3) 2_556 . ?
C9 O3 Dy1 137.8(6) . . ?
C9 O4 Dy1 137.6(7) . 2_556 ?
N7 O5 Dy1 96.5(6) . . ?
N7 O6 Dy1 96.1(6) . . ?
C44 O11 H11A 109.5 . . ?
C1 Dy1 N7 170.9(3) . . ?
C1 Dy1 Dy1 61.0(2) . 2_556 ?
N3 Dy1 C1 88.4(3) . . ?
N3 Dy1 N7 91.7(3) . . ?
N3 Dy1 O2 109.1(2) . . ?
N3 Dy1 Dy1 135.07(17) . 2_556 ?
N4 Dy1 C1 98.1(3) . . ?
N4 Dy1 N3 63.7(3) . . ?
N4 Dy1 N7 73.9(3) . . ?
N4 Dy1 O2 120.5(2) . . ?
N4 Dy1 Dy1 145.78(19) . 2_556 ?
N7 Dy1 Dy1 123.72(19) . 2_556 ?
O1 Dy1 C1 25.1(3) . . ?
O1 Dy1 N3 67.3(3) . . ?
O1 Dy1 N4 76.6(3) . . ?
O1 Dy1 N7 149.3(3) . . ?
O1 Dy1 O2 50.8(2) . . ?
O1 Dy1 O5 137.8(3) . . ?
O1 Dy1 O6 143.7(3) . . ?
O1 Dy1 Dy1 86.08(17) . 2_556 ?
O2 Dy1 C1 25.7(2) . . ?
O2 Dy1 C1 103.4(3) 2_556 . ?
O2 Dy1 N3 144.7(3) 2_556 . ?
O2 Dy1 N4 143.7(3) 2_556 . ?
O2 Dy1 N7 158.2(3) . . ?
O2 Dy1 N7 81.6(3) 2_556 . ?
O2 Dy1 O1 128.5(3) 2_556 . ?
O2 Dy1 O2 77.7(3) 2_556 . ?
O2 Dy1 O3 78.7(3) 2_556 . ?
O2 Dy1 O5 90.0(3) 2_556 . ?
O2 Dy1 O6 75.2(3) 2_556 . ?
O2 Dy1 Dy1 42.41(18) 2_556 2_556 ?
O2 Dy1 Dy1 35.28(14) . 2_556 ?
O3 Dy1 C1 73.3(3) . . ?
O3 Dy1 N3 136.6(3) . . ?
O3 Dy1 N4 79.9(2) . . ?
O3 Dy1 N7 100.7(3) . . ?
O3 Dy1 O1 82.3(3) . . ?
O3 Dy1 O2 68.8(2) . . ?
O3 Dy1 O5 127.4(3) . . ?
O3 Dy1 O6 75.8(3) . . ?
O3 Dy1 Dy1 68.53(17) . 2_556 ?
O4 Dy1 C1 84.1(3) 2_556 . ?
O4 Dy1 N3 76.5(3) 2_556 . ?
O4 Dy1 N4 140.1(3) 2_556 . ?
O4 Dy1 N7 104.7(3) 2_556 . ?
O4 Dy1 O1 92.4(3) 2_556 . ?
O4 Dy1 O2 75.2(2) 2_556 . ?
O4 Dy1 O2 71.8(3) 2_556 2_556 ?
O4 Dy1 O3 137.3(2) 2_556 . ?
O4 Dy1 O5 83.4(3) 2_556 . ?
O4 Dy1 O6 123.2(3) 2_556 . ?
O4 Dy1 Dy1 68.83(18) 2_556 2_556 ?
O5 Dy1 C1 157.8(3) . . ?
O5 Dy1 N3 70.9(3) . . ?
O5 Dy1 N4 80.1(3) . . ?
O5 Dy1 N7 26.8(3) . . ?
O5 Dy1 O2 157.7(3) . . ?
O5 Dy1 O6 51.6(3) . . ?
O5 Dy1 Dy1 129.73(19) . 2_556 ?
O6 Dy1 C1 148.7(3) . . ?
O6 Dy1 N3 111.1(3) . . ?
O6 Dy1 N4 71.3(3) . . ?
O6 Dy1 N7 24.9(3) . . ?
O6 Dy1 O2 138.8(3) . . ?
O6 Dy1 Dy1 111.6(2) . 2_556 ?

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
C1 C2 C3 C4 -179.6(10) . . . . ?
C1 C2 C7 C6 -178.2(9) . . . . ?
C2 C1 O1 Dy1 -178.3(7) . . . . ?
C2 C1 O2 Dy1 178.9(8) . . . . ?
C2 C3 C4 C5 -0.4(17) . . . . ?
C3 C2 C7 C6 4.3(16) . . . . ?
C3 C4 C5 C6 1.0(18) . . . . ?
C3 C4 C5 N1 -178.0(11) . . . . ?
C4 C5 C6 C7 1.2(17) . . . . ?
C5 C6 C7 C2 -3.8(17) . . . . ?
C7 C2 C3 C4 -2.2(15) . . . . ?
C9 C10 C11 C12 173.9(11) . . . . ?
C9 C10 C15 C14 -175.8(10) . . . . ?
C10 C9 O3 Dy1 158.6(7) . . . . ?
C10 C9 O4 Dy1 -152.2(7) . . . 2_556 ?
C10 C11 C12 C13 0.9(19) . . . . ?
C11 C10 C15 C14 0.5(16) . . . . ?
C11 C12 C13 C14 2.5(18) . . . . ?
C11 C12 C13 N2 -178.6(12) . . . . ?
C12 C13 C14 C15 -4.4(18) . . . . ?
C13 C14 C15 C10 3.0(19) . . . . ?
C15 C10 C11 C12 -2.4(17) . . . . ?
C16 C17 C18 C25 1(2) . . . . ?
C17 C16 N3 C19 -3.1(17) . . . . ?
C17 C16 N3 Dy1 -170.3(10) . . . . ?
C17 C18 C25 C19 -1.2(18) . . . . ?
C19 C20 C24 C23 177.4(11) . . . . ?
C19 C20 N4 C21 -175.8(9) . . . . ?
C19 C20 N4 Dy1 12.6(12) . . . . ?
C20 C19 C25 C18 -179.9(10) . . . . ?
C20 C19 N3 C16 -178.0(10) . . . . ?
C20 C19 N3 Dy1 -10.6(12) . . . . ?
C21 C22 C23 C24 0(2) . . . . ?
C22 C21 N4 C20 -1.8(17) . . . . ?
C22 C21 N4 Dy1 169.7(10) . . . . ?
C22 C23 C24 C20 -2(2) . . . . ?
C24 C20 N4 C21 0.0(15) . . . . ?
C24 C20 N4 Dy1 -171.5(8) . . . . ?
C25 C19 C20 C24 2.5(16) . . . . ?
C25 C19 C20 N4 178.4(10) . . . . ?
C25 C19 N3 C16 2.6(16) . . . . ?
C25 C19 N3 Dy1 170.0(8) . . . . ?
C31 C33 C38 C37 -177.9(18) . . . . ?
C31 C33 N6 C35 178.9(16) . . . . ?
C31 C39 C40 C41 -1(3) . . . . ?
C33 C31 C39 C40 -179.4(14) . . . . ?
C33 C31 N5 C42 179.6(16) . . . . ?
C35 C36 C37 C38 6(4) . . . . ?
C36 C35 N6 C33 2(3) . . . . ?
C36 C37 C38 C33 -4(3) . . . . ?
C38 C33 N6 C35 -1(2) . . . . ?
C39 C31 C33 C38 -1(2) . . . . ?
C39 C31 C33 N6 178.6(14) . . . . ?
C39 C31 N5 C42 -2(2) . . . . ?
C39 C40 C41 C42 -1(3) . . . . ?
C40 C41 C42 N5 1(4) . . . . ?
C41 C42 N5 C31 0(3) . . . . ?
N1 C5 C6 C7 -179.8(11) . . . . ?
N2 C13 C14 C15 176.7(12) . . . . ?
N3 C16 C17 C18 1(2) . . . . ?
N3 C19 C20 C24 -176.9(10) . . . . ?
N3 C19 C20 N4 -1.1(14) . . . . ?
N3 C19 C25 C18 -0.5(17) . . . . ?
N4 C20 C24 C23 1.8(17) . . . . ?
N4 C21 C22 C23 2(2) . . . . ?
N5 C31 C33 C38 177.3(17) . . . . ?
N5 C31 C33 N6 -3(2) . . . . ?
N5 C31 C39 C40 2(2) . . . . ?
N6 C33 C38 C37 2(3) . . . . ?
N6 C35 C36 C37 -5(4) . . . . ?
O1 C1 C2 C3 151.8(10) . . . . ?
O1 C1 C2 C7 -25.5(14) . . . . ?
O1 C1 O2 Dy1 -3.4(9) . . . . ?
O2 C1 C2 C3 -30.5(14) . . . . ?
O2 C1 C2 C7 152.2(9) . . . . ?
O2 C1 O1 Dy1 4.0(10) . . . . ?
O3 C9 C10 C11 -152.7(10) . . . . ?
O3 C9 C10 C15 23.3(14) . . . . ?
O3 C9 O4 Dy1 28.2(16) . . . 2_556 ?
O4 C9 C10 C11 27.6(14) . . . . ?
O4 C9 C10 C15 -156.3(10) . . . . ?
O4 C9 O3 Dy1 -21.8(16) . . . . ?
O5 N7 O6 Dy1 0.3(9) . . . . ?
O6 N7 O5 Dy1 -0.3(9) . . . . ?
O7 N7 O5 Dy1 176.7(9) . . . . ?
O7 N7 O6 Dy1 -176.5(10) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1439462'
_audit_update_record             
;
2016-05-26 deposited with the CCDC.
2016-06-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H38 N4 Nd2 O20, 2(C2 H3 O2)'
_chemical_formula_sum            'C32 H44 N4 Nd2 O24'
_chemical_formula_weight         1157.19

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.3654(11)
_cell_length_b                   9.0861(13)
_cell_length_c                   17.047(3)
_cell_angle_alpha                76.876(6)
_cell_angle_beta                 89.866(6)
_cell_angle_gamma                67.226(5)
_cell_volume                     1158.2(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4217
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      25.4

_exptl_crystal_description       'Plate Shaped'
_exptl_crystal_colour            'Clear light pink'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.301
_shelx_estimated_absorpt_T_min   0.759
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5469
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17158
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.465
_diffrn_reflns_theta_max         25.360
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4217
_reflns_number_gt                3680
_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       'APEX2 (Bruker, 2012)'
_computing_cell_refinement       'APEX2 (Bruker, 2012)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR-92 (Altomare, A., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'DIAMOND ( Brandenburg, K., 1999), Mercury (Macrae, C. F., 2006)'
_computing_publication_material  
'PLATON (Spek, A. L., 2009), WinGX (Farrugia, L. J., 2012)'
_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)+(0.0394P)²+4.9539P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4217
_refine_ls_number_parameters     310
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.0948
_refine_ls_wR_factor_gt          0.0896
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.077
_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 0.1801(7) 0.4679(7) 0.3614(4) 0.0284(12) Uani 1 1 d . . . . .
C2 C 0.2686(8) 0.4419(7) 0.2850(4) 0.0318(13) Uani 1 1 d . . . . .
C3 C 0.3848(9) 0.2878(8) 0.2812(4) 0.0437(16) Uani 1 1 d . . . . .
H3 H 0.4116 0.1996 0.3263 0.052 Uiso 1 1 calc R U . . .
C4 C 0.4622(11) 0.2632(11) 0.2104(5) 0.064(2) Uani 1 1 d . . . . .
H4 H 0.5402 0.1586 0.2084 0.077 Uiso 1 1 calc R U . . .
C5 C 0.4245(12) 0.3919(12) 0.1436(5) 0.073(3) Uani 1 1 d . . . . .
H5 H 0.4735 0.3760 0.0956 0.087 Uiso 1 1 calc R U . . .
C6 C 0.3118(11) 0.5455(12) 0.1497(5) 0.069(3) Uani 1 1 d . . . . .
C7 C 0.2331(9) 0.5739(9) 0.2191(4) 0.0476(17) Uani 1 1 d . . . . .
H7 H 0.1580 0.6793 0.2214 0.057 Uiso 1 1 calc R U . . .
C8 C 0.6320(10) 0.1309(10) 0.6954(5) 0.066(2) Uani 1 1 d . . . . .
H8A H 0.6110 0.1500 0.7483 0.098 Uiso 1 1 calc R U . . .
H8B H 0.7103 0.0185 0.7003 0.098 Uiso 1 1 calc R U . . .
H8C H 0.6828 0.2030 0.6663 0.098 Uiso 1 1 calc R U . . .
C9 C 0.4625(8) 0.1639(7) 0.6502(4) 0.0362(15) Uani 1 1 d . . . . .
C10 C -0.2080(7) 0.3682(6) 0.4591(4) 0.0273(12) Uani 1 1 d . . . . .
C11 C -0.3819(9) 0.4178(9) 0.4141(5) 0.060(2) Uani 1 1 d . . . . .
H11A H -0.4283 0.5337 0.3892 0.090 Uiso 1 1 calc R U . . .
H11B H -0.3687 0.3578 0.3732 0.090 Uiso 1 1 calc R U . . .
H11C H -0.4601 0.3937 0.4512 0.090 Uiso 1 1 calc R U . . .
C12 C 0.284(3) 0.223(3) 0.8813(13) 0.154(7) Uani 1 1 d . U . . .
C13 C 0.259(3) 0.235(2) 0.9640(9) 0.179(7) Uani 1 1 d . U . . .
H13A H 0.3579 0.2432 0.9876 0.268 Uiso 1 1 calc R U . . .
H13B H 0.1560 0.3306 0.9648 0.268 Uiso 1 1 calc R U . . .
H13C H 0.2451 0.1382 0.9946 0.268 Uiso 1 1 calc R U . . .
C14 C 0.0964(11) -0.0071(10) 0.7227(6) 0.064(2) Uani 1 1 d . . . . .
H14 H 0.0986 0.0683 0.7511 0.077 Uiso 1 1 calc R U . . .
C15 C 0.0539(13) -0.1574(13) 0.8491(5) 0.0761(17) Uani 1 1 d . . . . .
H15A H 0.0718 -0.0684 0.8635 0.114 Uiso 1 1 calc R U . . .
H15B H -0.0621 -0.1489 0.8587 0.114 Uiso 1 1 calc R U . . .
H15C H 0.1365 -0.2604 0.8812 0.114 Uiso 1 1 calc R U . . .
C16 C 0.0596(17) -0.2607(13) 0.7272(7) 0.112(4) Uani 1 1 d D . . . .
H16A H 0.0476 -0.3494 0.7662 0.168 Uiso 1 1 calc R U . . .
H16B H -0.0418 -0.2067 0.6888 0.168 Uiso 1 1 calc R U . . .
H16C H 0.1609 -0.3035 0.6994 0.168 Uiso 1 1 calc R U . . .
N1 N 0.2756(16) 0.6880(16) 0.0799(5) 0.133(5) Uani 1 1 d . . . . .
N2 N 0.0767(10) -0.1495(11) 0.7660(4) 0.0761(17) Uani 1 1 d D . . . .
O1 O 0.2157(6) 0.3421(5) 0.4183(3) 0.0385(10) Uani 1 1 d . . . . .
O2 O 0.0796(5) 0.6124(5) 0.3620(2) 0.0349(10) Uani 1 1 d . . . . .
O1W O 0.2510(6) 0.0121(5) 0.4971(3) 0.0488(13) Uani 1 1 d . . . . .
H2O1 H 0.2047 -0.0571 0.5000 0.073 Uiso 1 1 d R U . . .
H1O1 H 0.3414 -0.0348 0.4732 0.073 Uiso 1 1 d R U . . .
O3 O 0.3212(6) 0.2157(6) 0.6816(3) 0.0481(12) Uani 1 1 d . . . . .
O4 O 0.4613(5) 0.1462(6) 0.5799(3) 0.0437(11) Uani 1 1 d . . . . .
O5 O 0.308(4) 0.629(3) 0.0131(14) 0.124(9) Uani 0.5 1 d . U P A 1
O6 O 0.237(3) 0.835(3) 0.0985(13) 0.107(7) Uani 0.5 1 d . U P A 1
O6A O 0.146(3) 0.806(3) 0.0771(13) 0.119(7) Uani 0.5 1 d . U P A 2
O5A O 0.351(4) 0.693(3) 0.0219(16) 0.116(8) Uani 0.5 1 d . U P A 2
O7 O -0.1230(5) 0.2231(4) 0.4964(3) 0.0379(10) Uani 1 1 d . . . . .
O8 O -0.1464(5) 0.4764(4) 0.4590(2) 0.0289(9) Uani 1 1 d . . . . .
O9 O 0.360(4) 0.062(3) 0.8767(13) 0.191(8) Uani 0.6 1 d . U P B 1
O10 O 0.259(3) 0.322(2) 0.8186(10) 0.104(5) Uani 0.5 1 d . U P B 1
O9A O 0.225(6) 0.212(7) 0.831(3) 0.209(17) Uani 0.4 1 d . U P B 2
O10A O 0.3760(16) 0.3024(14) 0.8583(7) 0.059(3) Uani 0.5 1 d . U P B 2
O11 O 0.1107(7) 0.0234(5) 0.6511(3) 0.0526(13) Uani 1 1 d . . . . .
Nd1 Nd 0.13617(4) 0.25624(3) 0.55247(2) 0.02107(11) 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 O1 1.253(7) . ?
C1 O2 1.258(7) . ?
C1 C2 1.516(8) . ?
C2 C3 1.377(9) . ?
C2 C7 1.379(9) . ?
C3 C4 1.390(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.381(10) . ?
C6 N1 1.477(12) . ?
C7 H7 0.9300 . ?
C8 C9 1.505(9) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 O4 1.246(8) . ?
C9 O3 1.260(8) . ?
C9 Nd1 2.923(6) . ?
C10 O7 1.242(7) . ?
C10 O8 1.274(6) . ?
C10 C11 1.499(8) . ?
C10 Nd1 2.979(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 O9A 1.03(4) . ?
C12 O10 1.19(3) . ?
C12 O10A 1.25(2) . ?
C12 O9 1.37(3) . ?
C12 C13 1.45(2) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 O11 1.205(10) . ?
C14 N2 1.406(11) . ?
C14 H14 0.9300 . ?
C15 N2 1.418(10) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 N2 1.377(8) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
N1 O5A 1.18(3) . ?
N1 O6A 1.18(2) . ?
N1 O5 1.35(3) . ?
N1 O6 1.36(2) . ?
O1 Nd1 2.422(4) . ?
O2 Nd1 2.433(4) 2_566 ?
O1W Nd1 2.455(4) . ?
O1W H2O1 0.8499 . ?
O1W H1O1 0.8643 . ?
O3 Nd1 2.566(4) . ?
O4 Nd1 2.511(4) . ?
O7 Nd1 2.520(4) . ?
O8 Nd1 2.427(3) 2_566 ?
O8 Nd1 2.653(4) . ?
O11 Nd1 2.466(4) . ?
Nd1 O8 2.427(4) 2_566 ?
Nd1 O2 2.433(4) 2_566 ?
Nd1 Nd1 4.0767(8) 2_566 ?

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
O1 C1 O2 126.3(5) . . ?
O1 C1 C2 116.3(5) . . ?
O2 C1 C2 117.4(5) . . ?
C3 C2 C7 119.8(6) . . ?
C3 C2 C1 120.5(6) . . ?
C7 C2 C1 119.7(5) . . ?
C2 C3 C4 120.4(7) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 120.5(7) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 117.9(7) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C5 C6 C7 122.9(8) . . ?
C5 C6 N1 119.1(8) . . ?
C7 C6 N1 117.9(8) . . ?
C2 C7 C6 118.3(7) . . ?
C2 C7 H7 120.8 . . ?
C6 C7 H7 120.8 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O4 C9 O3 119.8(5) . . ?
O4 C9 C8 119.7(7) . . ?
O3 C9 C8 120.5(7) . . ?
O4 C9 Nd1 58.6(3) . . ?
O3 C9 Nd1 61.2(3) . . ?
C8 C9 Nd1 174.5(5) . . ?
O7 C10 O8 119.6(5) . . ?
O7 C10 C11 120.9(5) . . ?
O8 C10 C11 119.5(5) . . ?
O7 C10 Nd1 56.7(3) . . ?
O8 C10 Nd1 62.9(3) . . ?
C11 C10 Nd1 177.5(4) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O9A C12 O10A 109(4) . . ?
O10 C12 O9 115(2) . . ?
O9A C12 C13 142(4) . . ?
O10 C12 C13 134(2) . . ?
O10A C12 C13 104.0(19) . . ?
O9 C12 C13 111(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O11 C14 N2 124.1(8) . . ?
O11 C14 H14 118.0 . . ?
N2 C14 H14 118.0 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O5A N1 O6A 114.7(18) . . ?
O5 N1 O6 136.9(17) . . ?
O5A N1 C6 127.4(16) . . ?
O6A N1 C6 117.3(13) . . ?
O5 N1 C6 107.2(15) . . ?
O6 N1 C6 115.5(12) . . ?
C16 N2 C14 121.3(8) . . ?
C16 N2 C15 123.3(9) . . ?
C14 N2 C15 114.9(8) . . ?
C1 O1 Nd1 140.8(4) . . ?
C1 O2 Nd1 136.7(4) . 2_566 ?
Nd1 O1W H2O1 124.6 . . ?
Nd1 O1W H1O1 136.6 . . ?
H2O1 O1W H1O1 98.7 . . ?
C9 O3 Nd1 93.3(4) . . ?
C9 O4 Nd1 96.3(4) . . ?
C10 O7 Nd1 99.0(3) . . ?
C10 O8 Nd1 159.9(3) . 2_566 ?
C10 O8 Nd1 91.8(3) . . ?
Nd1 O8 Nd1 106.65(13) 2_566 . ?
C14 O11 Nd1 134.7(5) . . ?
O1 Nd1 O8 72.65(14) . 2_566 ?
O1 Nd1 O2 135.35(13) . 2_566 ?
O8 Nd1 O2 74.73(14) 2_566 2_566 ?
O1 Nd1 O1W 72.76(15) . . ?
O8 Nd1 O1W 142.29(14) 2_566 . ?
O2 Nd1 O1W 142.60(14) 2_566 . ?
O1 Nd1 O11 144.25(15) . . ?
O8 Nd1 O11 142.28(15) 2_566 . ?
O2 Nd1 O11 76.12(15) 2_566 . ?
O1W Nd1 O11 71.63(16) . . ?
O1 Nd1 O4 79.44(16) . . ?
O8 Nd1 O4 84.95(14) 2_566 . ?
O2 Nd1 O4 126.86(15) 2_566 . ?
O1W Nd1 O4 74.40(15) . . ?
O11 Nd1 O4 93.88(17) . . ?
O1 Nd1 O7 92.12(15) . . ?
O8 Nd1 O7 122.56(12) 2_566 . ?
O2 Nd1 O7 80.56(15) 2_566 . ?
O1W Nd1 O7 73.22(14) . . ?
O11 Nd1 O7 74.81(16) . . ?
O4 Nd1 O7 147.60(14) . . ?
O1 Nd1 O3 122.54(16) . . ?
O8 Nd1 O3 76.25(14) 2_566 . ?
O2 Nd1 O3 76.86(15) 2_566 . ?
O1W Nd1 O3 111.09(16) . . ?
O11 Nd1 O3 74.22(17) . . ?
O4 Nd1 O3 50.52(15) . . ?
O7 Nd1 O3 145.14(16) . . ?
O1 Nd1 O8 70.70(14) . . ?
O8 Nd1 O8 73.35(13) 2_566 . ?
O2 Nd1 O8 71.31(13) 2_566 . ?
O1W Nd1 O8 108.38(15) . . ?
O11 Nd1 O8 118.46(15) . . ?
O4 Nd1 O8 147.07(15) . . ?
O7 Nd1 O8 49.63(11) . . ?
O3 Nd1 O8 140.52(14) . . ?
O1 Nd1 C9 100.74(18) . . ?
O8 Nd1 C9 78.91(14) 2_566 . ?
O2 Nd1 C9 101.98(17) 2_566 . ?
O1W Nd1 C9 93.24(17) . . ?
O11 Nd1 C9 84.30(18) . . ?
O4 Nd1 C9 25.06(17) . . ?
O7 Nd1 C9 157.78(15) . . ?
O3 Nd1 C9 25.48(17) . . ?
O8 Nd1 C9 152.25(14) . . ?
O1 Nd1 C10 81.13(16) . . ?
O8 Nd1 C10 98.43(13) 2_566 . ?
O2 Nd1 C10 74.38(15) 2_566 . ?
O1W Nd1 C10 90.66(16) . . ?
O11 Nd1 C10 96.24(17) . . ?
O4 Nd1 C10 158.29(16) . . ?
O7 Nd1 C10 24.32(13) . . ?
O3 Nd1 C10 151.12(16) . . ?
O8 Nd1 C10 25.31(13) . . ?
C9 Nd1 C10 176.03(17) . . ?
O1 Nd1 Nd1 66.88(9) . 2_566 ?
O8 Nd1 Nd1 38.57(9) 2_566 2_566 ?
O2 Nd1 Nd1 68.57(9) 2_566 2_566 ?
O1W Nd1 Nd1 132.55(12) . 2_566 ?
O11 Nd1 Nd1 141.35(12) . 2_566 ?
O4 Nd1 Nd1 119.59(11) . 2_566 ?
O7 Nd1 Nd1 84.20(8) . 2_566 ?
O3 Nd1 Nd1 111.14(11) . 2_566 ?
O8 Nd1 Nd1 34.78(8) . 2_566 ?
C9 Nd1 Nd1 117.47(11) . 2_566 ?
C10 Nd1 Nd1 59.93(10) . 2_566 ?

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
O1 C1 C2 C3 -1.7(8) . . . . ?
O2 C1 C2 C3 177.8(6) . . . . ?
O1 C1 C2 C7 178.6(6) . . . . ?
O2 C1 C2 C7 -1.9(9) . . . . ?
C7 C2 C3 C4 -2.1(10) . . . . ?
C1 C2 C3 C4 178.2(6) . . . . ?
C2 C3 C4 C5 0.2(13) . . . . ?
C3 C4 C5 C6 1.6(14) . . . . ?
C4 C5 C6 C7 -1.5(15) . . . . ?
C4 C5 C6 N1 176.9(11) . . . . ?
C3 C2 C7 C6 2.2(11) . . . . ?
C1 C2 C7 C6 -178.1(7) . . . . ?
C5 C6 C7 C2 -0.4(14) . . . . ?
N1 C6 C7 C2 -178.8(9) . . . . ?
C5 C6 N1 O5A -13(3) . . . . ?
C7 C6 N1 O5A 166(2) . . . . ?
C5 C6 N1 O6A 159(2) . . . . ?
C7 C6 N1 O6A -22(3) . . . . ?
C5 C6 N1 O5 24(2) . . . . ?
C7 C6 N1 O5 -157.4(16) . . . . ?
C5 C6 N1 O6 -150.3(16) . . . . ?
C7 C6 N1 O6 28(2) . . . . ?
O11 C14 N2 C16 -4.8(15) . . . . ?
O11 C14 N2 C15 -177.1(8) . . . . ?
O2 C1 O1 Nd1 5.1(10) . . . . ?
C2 C1 O1 Nd1 -175.5(4) . . . . ?
O1 C1 O2 Nd1 -12.5(10) . . . 2_566 ?
C2 C1 O2 Nd1 168.0(4) . . . 2_566 ?
O4 C9 O3 Nd1 -3.2(6) . . . . ?
C8 C9 O3 Nd1 174.0(6) . . . . ?
O3 C9 O4 Nd1 3.3(6) . . . . ?
C8 C9 O4 Nd1 -173.9(5) . . . . ?
O8 C10 O7 Nd1 1.1(6) . . . . ?
C11 C10 O7 Nd1 -179.1(6) . . . . ?
O7 C10 O8 Nd1 -158.2(8) . . . 2_566 ?
C11 C10 O8 Nd1 22.0(15) . . . 2_566 ?
Nd1 C10 O8 Nd1 -157.2(11) . . . 2_566 ?
O7 C10 O8 Nd1 -1.0(6) . . . . ?
C11 C10 O8 Nd1 179.1(6) . . . . ?
N2 C14 O11 Nd1 177.3(5) . . . . ?

_refine_diff_density_max         2.121
_refine_diff_density_min         -1.935
_refine_diff_density_rms         0.132

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1439463'
_audit_update_record             
;
2016-05-26 deposited with the CCDC.
2016-06-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H24 Cu2 N4 O20, 4(H2 O)'
_chemical_formula_sum            'C28 H32 Cu2 N4 O24'
_chemical_formula_weight         935.65

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   17.3672(15)
_cell_length_b                   7.1242(6)
_cell_length_c                   14.5591(13)
_cell_angle_alpha                90
_cell_angle_beta                 101.285(5)
_cell_angle_gamma                90
_cell_volume                     1766.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3011
_cell_measurement_theta_min      2.9
_cell_measurement_theta_max      25

_exptl_crystal_description       'Needle shaped'
_exptl_crystal_colour            'Light Blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_F_000             956
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.309
_shelx_estimated_absorpt_T_min   0.838
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.574358
_exptl_absorpt_correction_T_max  0.745372
_exptl_absorpt_process_details   'TWINABS-Bruker 2012/1'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3011
_diffrn_reflns_av_unetI/netI     0.0681
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.853
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             3011
_reflns_number_gt                2200
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'APEX2 (Bruker, 2012)'
_computing_cell_refinement       'APEX2 (Bruker, 2012)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT ( Sheldrick, G. M., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'DIAMOND ( Brandenburg, K., 1999), Mercury (Macrae, C. F., 2006)'
_computing_publication_material  
'PLATON (Spek, A. L., 2009), WinGX (Farrugia, L. J., 2012)'
_refine_special_details          
;
 Refined as a 2-component twin that are related by a rotation of 180 deg around the reciprocal axis 1 0 0.
Twin Law, Sample 1 of 1
   Transforms h1.1(1)->h1.2(2)
     1.00019  0.00668  0.45774
     0.00123 -1.00000 -0.00004
    -0.00084  0.00134 -1.00019
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0729P)²+15.6912P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0039(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3011
_refine_ls_number_parameters     288
_refine_ls_number_restraints     277
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1795
_refine_ls_wR_factor_gt          0.1544
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.032
_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 0.1578(6) 0.6916(17) 0.3501(9) 0.020(2) Uani 1 1 d . U . . .
C2 C 0.1011(6) 0.6497(15) 0.2755(8) 0.0162(19) Uani 1 1 d . U . . .
H2 H 0.0477 0.6814 0.2740 0.019 Uiso 1 1 calc R U . . .
C3 C 0.1243(6) 0.5575(17) 0.2006(9) 0.019(2) Uani 1 1 d . U . . .
H3 H 0.0861 0.5248 0.1469 0.023 Uiso 1 1 calc R U . . .
C4 C 0.2030(7) 0.5131(15) 0.2040(8) 0.015(2) Uani 1 1 d . U . . .
H4 H 0.2182 0.4496 0.1530 0.018 Uiso 1 1 calc R U . . .
C5 C 0.2586(6) 0.5617(15) 0.2817(9) 0.0126(19) Uani 1 1 d . U . . .
C6 C 0.2365(6) 0.6521(16) 0.3577(9) 0.017(2) Uani 1 1 d . U . . .
H6 H 0.2739 0.6847 0.4121 0.020 Uiso 1 1 calc R U . . .
C7 C 0.3454(7) 0.5226(16) 0.2880(9) 0.012(2) Uani 1 1 d . U . . .
C8 C 0.6559(8) 0.5277(17) 0.3580(10) 0.018(2) Uani 1 1 d . U . . .
C9 C 0.7416(7) 0.5680(18) 0.3913(9) 0.020(2) Uani 1 1 d . U . . .
C10 C 0.7672(6) 0.6538(18) 0.4759(9) 0.020(2) Uani 1 1 d . U . . .
H10 H 0.7305 0.6946 0.5122 0.023 Uiso 1 1 calc R U . . .
C11 C 0.8471(6) 0.6810(16) 0.5083(9) 0.018(2) Uani 1 1 d . U . . .
C12 C 0.9023(7) 0.6293(18) 0.4517(9) 0.028(3) Uani 1 1 d . U . . .
H12 H 0.9570 0.6480 0.4736 0.033 Uiso 1 1 calc R U . . .
C13 C 0.8750(6) 0.5524(17) 0.3651(9) 0.023(3) Uani 1 1 d . U . . .
H13 H 0.9107 0.5207 0.3258 0.028 Uiso 1 1 calc R U . . .
C14 C 0.7950(7) 0.5209(18) 0.3350(11) 0.021(3) Uani 1 1 d . U . . .
H14 H 0.7765 0.4664 0.2752 0.025 Uiso 1 1 calc R U . . .
N1 N 0.1349(5) 0.7874(15) 0.4322(8) 0.027(2) Uani 1 1 d . U . . .
N2 N 0.8749(5) 0.7635(17) 0.5985(8) 0.031(2) Uani 1 1 d . U . . .
O1 O 0.0644(4) 0.8238(12) 0.4259(7) 0.037(2) Uani 1 1 d . U . . .
O2 O 0.1856(4) 0.8274(15) 0.4997(6) 0.035(2) Uani 1 1 d . U . . .
O3 O 0.3682(6) 0.4425(12) 0.2211(7) 0.019(2) Uani 1 1 d . U . . .
O4 O 0.3896(4) 0.5705(12) 0.3640(8) 0.0171(18) Uani 1 1 d . U . . .
O5 O 0.6124(5) 0.5740(11) 0.4152(8) 0.0155(17) Uani 1 1 d . U . . .
O6 O 0.6335(5) 0.4540(13) 0.2794(7) 0.0167(19) Uani 1 1 d . U . . .
O7 O 0.8271(5) 0.8407(14) 0.6389(6) 0.036(2) Uani 1 1 d . U . . .
O8 O 0.9460(4) 0.7532(13) 0.6326(7) 0.036(2) Uani 1 1 d . U . . .
O10 O 0.5030(6) 0.3207(7) 0.4532(4) 0.0181(12) Uani 1 1 d D U . . .
O11 O 0.5004(6) 0.7749(9) 0.3018(5) 0.0326(16) Uani 1 1 d D U . . .
Cu1 Cu 0.50091(10) 0.56352(12) 0.38512(6) 0.0137(3) Uani 1 1 d . U . . .
H10A H 0.456(2) 0.289(10) 0.428(6) 0.016 Uiso 1 1 d D U . . .
H10B H 0.526(2) 0.225(7) 0.479(4) 0.016 Uiso 1 1 d D U . . .
H11A H 0.537(4) 0.851(10) 0.296(5) 0.016 Uiso 1 1 d D U . . .
H11B H 0.478(4) 0.737(13) 0.248(3) 0.016 Uiso 1 1 d D U . . .
O12 O 0.3760(7) 0.1210(14) 0.3958(7) 0.038(3) Uani 1 1 d D . . . .
H12A H 0.373(7) 0.044(13) 0.439(5) 0.046 Uiso 1 1 d D U . . .
H12B H 0.358(7) 0.070(15) 0.343(3) 0.046 Uiso 1 1 d D U . . .
O13 O 0.6387(7) 0.1099(15) 0.4517(7) 0.036(3) Uani 1 1 d D . . . .
H13A H 0.684(3) 0.159(16) 0.465(7) 0.044 Uiso 1 1 d D U . . .
H13B H 0.630(6) 0.072(17) 0.395(3) 0.044 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.348(15) . ?
C1 C6 1.378(15) . ?
C1 N1 1.497(16) . ?
C2 C3 1.399(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.380(16) . ?
C4 H4 0.9500 . ?
C5 C6 1.399(16) . ?
C5 C7 1.518(16) . ?
C6 H6 0.9500 . ?
C7 O3 1.258(15) . ?
C7 O4 1.264(16) . ?
C8 O6 1.250(15) . ?
C8 O5 1.272(17) . ?
C8 C9 1.501(17) . ?
C9 C10 1.369(17) . ?
C9 C14 1.393(18) . ?
C10 C11 1.389(15) . ?
C10 H10 0.9500 . ?
C11 C12 1.429(16) . ?
C11 N2 1.433(17) . ?
C12 C13 1.370(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(16) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
N1 O2 1.219(12) . ?
N1 O1 1.237(11) . ?
N2 O7 1.237(13) . ?
N2 O8 1.240(11) . ?
O4 Cu1 1.898(8) . ?
O5 Cu1 1.901(8) . ?
O10 Cu1 1.991(5) . ?
O10 H10A 0.86(2) . ?
O10 H10B 0.84(2) . ?
O11 Cu1 1.933(6) . ?
O11 H11A 0.86(2) . ?
O11 H11B 0.85(2) . ?
O12 H12A 0.85(2) . ?
O12 H12B 0.85(2) . ?
O13 H13A 0.85(2) . ?
O13 H13B 0.85(2) . ?

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
C2 C1 C6 125.2(13) . . ?
C2 C1 N1 118.5(10) . . ?
C6 C1 N1 116.3(10) . . ?
C1 C2 C3 117.1(10) . . ?
C1 C2 H2 121.5 . . ?
C3 C2 H2 121.5 . . ?
C4 C3 C2 120.6(11) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 119.8(11) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.5(10) . . ?
C4 C5 C7 122.1(11) . . ?
C6 C5 C7 117.4(10) . . ?
C1 C6 C5 116.9(11) . . ?
C1 C6 H6 121.6 . . ?
C5 C6 H6 121.6 . . ?
O3 C7 O4 124.9(12) . . ?
O3 C7 C5 119.7(11) . . ?
O4 C7 C5 115.4(11) . . ?
O6 C8 O5 126.2(13) . . ?
O6 C8 C9 119.1(12) . . ?
O5 C8 C9 114.7(12) . . ?
C10 C9 C14 120.0(11) . . ?
C10 C9 C8 120.2(11) . . ?
C14 C9 C8 119.8(12) . . ?
C9 C10 C11 119.7(11) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 120.4(12) . . ?
C10 C11 N2 120.2(11) . . ?
C12 C11 N2 119.4(10) . . ?
C13 C12 C11 118.9(10) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C14 119.9(12) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C9 121.0(13) . . ?
C13 C14 H14 119.5 . . ?
C9 C14 H14 119.5 . . ?
O2 N1 O1 124.0(11) . . ?
O2 N1 C1 119.2(9) . . ?
O1 N1 C1 116.7(9) . . ?
O7 N2 O8 123.0(11) . . ?
O7 N2 C11 118.8(9) . . ?
O8 N2 C11 118.2(10) . . ?
C7 O4 Cu1 124.0(9) . . ?
C8 O5 Cu1 123.2(9) . . ?
Cu1 O10 H10A 95(4) . . ?
Cu1 O10 H10B 153(3) . . ?
H10A O10 H10B 108(3) . . ?
Cu1 O11 H11A 130(6) . . ?
Cu1 O11 H11B 106(6) . . ?
H11A O11 H11B 109(3) . . ?
O4 Cu1 O5 174.6(2) . . ?
O4 Cu1 O11 89.9(4) . . ?
O5 Cu1 O11 89.6(4) . . ?
O4 Cu1 O10 91.3(4) . . ?
O5 Cu1 O10 90.1(4) . . ?
O11 Cu1 O10 170.8(3) . . ?
H12A O12 H12B 109(4) . . ?
H13A O13 H13B 109(4) . . ?

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 0.5(18) . . . . ?
N1 C1 C2 C3 -179.0(10) . . . . ?
C1 C2 C3 C4 -0.4(17) . . . . ?
C2 C3 C4 C5 -0.5(17) . . . . ?
C3 C4 C5 C6 1.2(16) . . . . ?
C3 C4 C5 C7 -178.0(10) . . . . ?
C2 C1 C6 C5 0.2(19) . . . . ?
N1 C1 C6 C5 179.7(10) . . . . ?
C4 C5 C6 C1 -1.0(17) . . . . ?
C7 C5 C6 C1 178.2(10) . . . . ?
C4 C5 C7 O3 -0.4(16) . . . . ?
C6 C5 C7 O3 -179.6(11) . . . . ?
C4 C5 C7 O4 -178.4(10) . . . . ?
C6 C5 C7 O4 2.4(15) . . . . ?
O6 C8 C9 C10 178.0(12) . . . . ?
O5 C8 C9 C10 -2.0(18) . . . . ?
O6 C8 C9 C14 -0.8(19) . . . . ?
O5 C8 C9 C14 179.1(12) . . . . ?
C14 C9 C10 C11 -5(2) . . . . ?
C8 C9 C10 C11 176.4(11) . . . . ?
C9 C10 C11 C12 3.5(19) . . . . ?
C9 C10 C11 N2 -177.4(11) . . . . ?
C10 C11 C12 C13 -0.1(19) . . . . ?
N2 C11 C12 C13 -179.3(11) . . . . ?
C11 C12 C13 C14 -1.9(19) . . . . ?
C12 C13 C14 C9 0.6(19) . . . . ?
C10 C9 C14 C13 3(2) . . . . ?
C8 C9 C14 C13 -178.4(12) . . . . ?
C2 C1 N1 O2 -179.4(11) . . . . ?
C6 C1 N1 O2 1.0(17) . . . . ?
C2 C1 N1 O1 -0.6(16) . . . . ?
C6 C1 N1 O1 179.8(11) . . . . ?
C10 C11 N2 O7 -13.1(19) . . . . ?
C12 C11 N2 O7 166.0(12) . . . . ?
C10 C11 N2 O8 166.5(11) . . . . ?
C12 C11 N2 O8 -14.3(17) . . . . ?
O3 C7 O4 Cu1 9.4(17) . . . . ?
C5 C7 O4 Cu1 -172.7(7) . . . . ?
O6 C8 O5 Cu1 -7.0(19) . . . . ?
C9 C8 O5 Cu1 173.0(7) . . . . ?
C7 O4 Cu1 O11 71.3(10) . . . . ?
C7 O4 Cu1 O10 -99.6(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O8 0.95 2.48 3.142(12) 126.7 4_475
C12 H12 O1 0.95 2.46 3.225(14) 137.7 1_655
O10 H10A O12 0.86(2) 1.82(4) 2.620(15) 154(6) .
O10 H10B O13 0.84(2) 2.23(2) 2.798(15) 125(3) .
O11 H11A O3 0.86(2) 1.83(4) 2.653(13) 161(9) 2_655
O11 H11B O6 0.85(2) 2.45(9) 2.713(13) 99(7) 2_655
O12 H12A O13 0.85(2) 1.97(2) 2.815(9) 173(12) 3_656
O12 H12B O6 0.85(2) 2.00(6) 2.789(14) 154(13) 2_645
O13 H13A O2 0.85(2) 2.22(5) 3.028(13) 159(12) 3_666
O13 H13B O3 0.85(2) 1.93(4) 2.766(14) 166(13) 2_645
C2 H2 O8 0.95 2.48 3.142(12) 126.7 4_475
C12 H12 O1 0.95 2.46 3.225(14) 137.7 1_655
O10 H10A O12 0.86(2) 1.82(4) 2.620(15) 154(6) .
O10 H10B O13 0.84(2) 2.23(2) 2.798(15) 125(3) .
O11 H11A O3 0.86(2) 1.83(4) 2.653(13) 161(9) 2_655
O11 H11B O6 0.85(2) 2.45(9) 2.713(13) 99(7) 2_655
O12 H12A O13 0.85(2) 1.97(2) 2.815(9) 173(12) 3_656
O12 H12B O6 0.85(2) 2.00(6) 2.789(14) 154(13) 2_645
O13 H13A O2 0.85(2) 2.22(5) 3.028(13) 159(12) 3_666
O13 H13B O3 0.85(2) 1.93(4) 2.766(14) 166(13) 2_645

_refine_diff_density_max         1.511
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.144

