# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_dy
_database_code_depnum_ccdc_archive 'CCDC 1837562'
_audit_update_record             
;
2018-04-16 deposited with the CCDC.
2018-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H23 Dy N7 O6, 3 (N O3)'
_chemical_formula_sum            'C11 H23 Dy N10 O15'
_chemical_formula_weight         697.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.0178(3)
_cell_length_b                   22.8256(7)
_cell_length_c                   10.1710(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.887(3)
_cell_angle_gamma                90
_cell_volume                     2308.94(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(1)
_cell_measurement_reflns_used    39505
_cell_measurement_theta_min      1.7500
_cell_measurement_theta_max      37.9070

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.008
_exptl_crystal_F_000             1380
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    3.330
_shelx_estimated_absorpt_T_min   0.304
_shelx_estimated_absorpt_T_max   0.502
_exptl_absorpt_correction_T_min  0.63080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.805
_oxdiff_exptl_absorpt_empirical_full_max 1.391
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_diffrn_ambient_temperature      295(1)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4752
_diffrn_reflns_number            78843
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.205
_diffrn_reflns_theta_max         37.035
_diffrn_reflns_theta_full        36.750
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11727
_reflns_number_gt                11003
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.1 (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0176P)²+4.4817P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11727
_refine_ls_number_parameters     415
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0634
_refine_ls_wR_factor_gt          0.0621
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Dy1 Dy 0.71922(2) 0.60939(2) 0.21588(2) 0.02071(2) Uani 1 1 d . . . . .
C1 C 0.5419(2) 0.72068(9) 0.1216(2) 0.0273(3) Uani 1 1 d . . . . .
C2 C 0.7054(2) 0.48188(9) 0.0790(2) 0.0274(3) Uani 1 1 d . . . . .
C3 C 0.9151(3) 0.80287(11) 0.2277(4) 0.0522(8) Uani 1 1 d . . . . .
H3A H 0.906136 0.817459 0.138561 0.078 Uiso 1 1 calc R U . . .
H3B H 1.005114 0.809638 0.268916 0.078 Uiso 1 1 calc R U . . .
H3C H 0.852678 0.822790 0.276750 0.078 Uiso 1 1 calc R U . . .
C4 C 0.8864(2) 0.73889(9) 0.2260(2) 0.0289(4) Uani 1 1 d . . . . .
C5 C 0.9974(2) 0.69622(9) 0.2556(2) 0.0278(3) Uani 1 1 d . . . . .
C6 C 1.1300(2) 0.71372(12) 0.2916(3) 0.0405(5) Uani 1 1 d . . . . .
H6 H 1.151277 0.753084 0.305280 0.049 Uiso 1 1 calc R U . . .
C7 C 1.2292(2) 0.67145(14) 0.3066(3) 0.0470(6) Uani 1 1 d . . . . .
H7 H 1.318041 0.682029 0.333011 0.056 Uiso 1 1 calc R U . . .
C8 C 1.1962(2) 0.61349(12) 0.2822(3) 0.0401(5) Uani 1 1 d . . . . .
H8 H 1.262590 0.584806 0.289088 0.048 Uiso 1 1 calc R U . . .
C9 C 1.0616(2) 0.59855(10) 0.2470(2) 0.0282(4) Uani 1 1 d . . . . .
C10 C 1.0189(2) 0.53824(9) 0.2088(2) 0.0286(4) Uani 1 1 d . . . . .
C11 C 1.1183(3) 0.48955(12) 0.2163(3) 0.0449(6) Uani 1 1 d . . . . .
H11A H 1.180579 0.493656 0.295143 0.067 Uiso 1 1 calc R U . . .
H11B H 1.166337 0.490816 0.140092 0.067 Uiso 1 1 calc R U . . .
H11C H 1.072174 0.452761 0.218331 0.067 Uiso 1 1 calc R U . . .
N1 N 0.4359(2) 0.75320(10) 0.0791(3) 0.0427(5) Uani 1 1 d . . . . .
H1A H 0.366(4) 0.7367(16) 0.054(4) 0.051 Uiso 1 1 d . U . . .
H1B H 0.443(4) 0.7881(17) 0.080(4) 0.051 Uiso 1 1 d . U . . .
N2 N 0.6521(2) 0.43380(10) 0.0230(3) 0.0405(5) Uani 1 1 d . . . . .
H2A H 0.570(4) 0.4345(15) 0.003(3) 0.049 Uiso 1 1 d . U . . .
H2B H 0.696(4) 0.4052(16) 0.022(4) 0.049 Uiso 1 1 d . U . . .
N3 N 0.66072(19) 0.74986(8) 0.1557(2) 0.0307(3) Uani 1 1 d D . . . .
H3 H 0.665(3) 0.7849(11) 0.151(3) 0.037 Uiso 1 1 d D U . . .
N4 N 0.8404(2) 0.48104(8) 0.1212(2) 0.0331(4) Uani 1 1 d D . . . .
H4 H 0.884(3) 0.4528(12) 0.118(3) 0.040 Uiso 1 1 d D U . . .
N5 N 0.76996(17) 0.71566(7) 0.19382(17) 0.0247(3) Uani 1 1 d . . . . .
N6 N 0.89299(17) 0.53327(8) 0.16752(18) 0.0273(3) Uani 1 1 d . . . . .
N7 N 0.96352(16) 0.63941(8) 0.23806(17) 0.0254(3) Uani 1 1 d . . . . .
O1 O 0.53544(15) 0.66622(6) 0.13027(18) 0.0311(3) Uani 1 1 d . . . . .
O2 O 0.63853(15) 0.52732(7) 0.09278(17) 0.0296(3) Uani 1 1 d . . . . .
O3 O 0.7532(2) 0.62905(9) -0.01252(18) 0.0382(4) Uani 1 1 d . . . . .
H3WA H 0.711(4) 0.6152(17) -0.068(4) 0.057 Uiso 1 1 d . U . . .
H3WB H 0.822(4) 0.6370(17) -0.029(4) 0.057 Uiso 1 1 d . U . . .
O4 O 0.5293(2) 0.56282(9) 0.3060(2) 0.0392(4) Uani 1 1 d . . . . .
H4WA H 0.513(4) 0.5305(18) 0.286(4) 0.059 Uiso 1 1 d . U . . .
H4WB H 0.531(4) 0.5629(18) 0.384(4) 0.059 Uiso 1 1 d . U . . .
O5 O 0.6808(2) 0.66536(8) 0.41272(18) 0.0380(4) Uani 1 1 d . . . . .
H5WA H 0.643(4) 0.6933(18) 0.412(4) 0.057 Uiso 1 1 d . U . . .
H5WB H 0.669(4) 0.6480(17) 0.481(4) 0.057 Uiso 1 1 d . U . . .
O6 O 0.8035(2) 0.56030(9) 0.41534(19) 0.0383(4) Uani 1 1 d . . . . .
H6WA H 0.861(4) 0.5768(18) 0.457(4) 0.058 Uiso 1 1 d . U . . .
H6WB H 0.810(4) 0.5265(18) 0.429(4) 0.058 Uiso 1 1 d . U . . .
N8 N 0.5982(2) 0.58056(9) 0.6802(2) 0.0360(4) Uani 1 1 d . . . . .
O7 O 0.5859(2) 0.56121(11) 0.7919(2) 0.0520(5) Uani 1 1 d . . . . .
O8 O 0.6751(2) 0.62215(9) 0.6665(2) 0.0463(4) Uani 1 1 d . . . . .
O9 O 0.5324(4) 0.55814(15) 0.5832(3) 0.0869(11) Uani 1 1 d . . . . .
N9 N 0.5811(2) 0.81772(9) 0.4407(2) 0.0358(4) Uani 1 1 d D . . . .
O10 O 0.5174(3) 0.77206(10) 0.4344(3) 0.0659(7) Uani 1 1 d D . . . .
O11 O 0.7070(2) 0.81723(12) 0.4554(3) 0.0642(7) Uani 1 1 d D . . . .
O12 O 0.5246(2) 0.86622(9) 0.4322(3) 0.0573(6) Uani 1 1 d D . . . .
N10 N 0.5856(7) 0.9005(3) 0.0892(9) 0.0476(15) Uani 0.610(7) 1 d D . P A 1
O13 O 0.5937(13) 0.9499(4) 0.0412(16) 0.083(4) Uani 0.610(7) 1 d D . P A 1
O14 O 0.4821(5) 0.87340(17) 0.0581(5) 0.0703(16) Uani 0.610(7) 1 d D . P A 1
O15 O 0.6773(6) 0.8771(2) 0.1596(7) 0.100(2) Uani 0.610(7) 1 d D U P A 1
N10A N 0.6338(10) 0.9116(4) 0.0893(13) 0.047(2) Uani 0.390(7) 1 d D . P A 2
O13A O 0.5707(15) 0.9561(5) 0.054(3) 0.064(4) Uani 0.390(7) 1 d D . P A 2
O14A O 0.5767(9) 0.8644(3) 0.0898(11) 0.087(3) Uani 0.390(7) 1 d D . P A 2
O15A O 0.7509(8) 0.9216(4) 0.1310(11) 0.093(3) Uani 0.390(7) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Dy1 O1 2.3337(15) . ?
Dy1 O2 2.3425(15) . ?
Dy1 O6 2.3818(18) . ?
Dy1 O3 2.4296(18) . ?
Dy1 O5 2.4441(17) . ?
Dy1 O4 2.4514(18) . ?
Dy1 N5 2.4941(16) . ?
Dy1 N7 2.5253(16) . ?
Dy1 N6 2.5487(17) . ?
C1 O1 1.248(2) . ?
C1 N1 1.325(3) . ?
C1 N3 1.372(3) . ?
C2 O2 1.251(2) . ?
C2 N2 1.320(3) . ?
C2 N4 1.370(3) . ?
C3 C4 1.488(3) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 N5 1.287(3) . ?
C4 C5 1.482(3) . ?
C5 N7 1.347(3) . ?
C5 C6 1.393(3) . ?
C6 C7 1.380(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.379(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.395(3) . ?
C8 H8 0.9300 . ?
C9 N7 1.350(3) . ?
C9 C10 1.480(3) . ?
C10 N6 1.286(3) . ?
C10 C11 1.488(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 H1A 0.81(4) . ?
N1 H1B 0.80(4) . ?
N2 H2A 0.83(4) . ?
N2 H2B 0.79(4) . ?
N3 N5 1.362(2) . ?
N3 H3 0.80(2) . ?
N4 N6 1.364(3) . ?
N4 H4 0.78(2) . ?
O3 H3WA 0.73(4) . ?
O3 H3WB 0.75(4) . ?
O4 H4WA 0.78(4) . ?
O4 H4WB 0.79(4) . ?
O5 H5WA 0.74(4) . ?
O5 H5WB 0.83(4) . ?
O6 H6WA 0.77(4) . ?
O6 H6WB 0.79(4) . ?
N8 O9 1.230(3) . ?
N8 O7 1.238(3) . ?
N8 O8 1.241(3) . ?
N9 O10 1.220(3) . ?
N9 O12 1.241(3) . ?
N9 O11 1.252(3) . ?
N10 O14 1.216(7) . ?
N10 O15 1.218(7) . ?
N10 O13 1.235(9) . ?
N10A O14A 1.219(10) . ?
N10A O15A 1.220(10) . ?
N10A O13A 1.227(11) . ?

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 Dy1 O2 92.23(5) . . ?
O1 Dy1 O6 139.68(6) . . ?
O2 Dy1 O6 98.24(7) . . ?
O1 Dy1 O3 74.65(7) . . ?
O2 Dy1 O3 73.48(6) . . ?
O6 Dy1 O3 145.62(7) . . ?
O1 Dy1 O5 79.65(7) . . ?
O2 Dy1 O5 141.05(6) . . ?
O6 Dy1 O5 67.83(6) . . ?
O3 Dy1 O5 137.78(7) . . ?
O1 Dy1 O4 76.56(6) . . ?
O2 Dy1 O4 67.64(6) . . ?
O6 Dy1 O4 71.89(7) . . ?
O3 Dy1 O4 129.91(7) . . ?
O5 Dy1 O4 73.43(7) . . ?
O1 Dy1 N5 65.54(5) . . ?
O2 Dy1 N5 142.25(6) . . ?
O6 Dy1 N5 118.62(7) . . ?
O3 Dy1 N5 71.39(6) . . ?
O5 Dy1 N5 67.61(6) . . ?
O4 Dy1 N5 129.13(6) . . ?
O1 Dy1 N7 126.53(5) . . ?
O2 Dy1 N7 122.23(5) . . ?
O6 Dy1 N7 79.10(7) . . ?
O3 Dy1 N7 77.88(6) . . ?
O5 Dy1 N7 91.78(7) . . ?
O4 Dy1 N7 150.65(6) . . ?
N5 Dy1 N7 62.51(5) . . ?
O1 Dy1 N6 146.45(6) . . ?
O2 Dy1 N6 63.36(5) . . ?
O6 Dy1 N6 70.32(6) . . ?
O3 Dy1 N6 76.36(7) . . ?
O5 Dy1 N6 133.84(6) . . ?
O4 Dy1 N6 110.82(7) . . ?
N5 Dy1 N6 119.63(6) . . ?
N7 Dy1 N6 61.65(6) . . ?
O1 C1 N1 122.3(2) . . ?
O1 C1 N3 121.07(18) . . ?
N1 C1 N3 116.59(19) . . ?
O2 C2 N2 122.9(2) . . ?
O2 C2 N4 119.89(18) . . ?
N2 C2 N4 117.2(2) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N5 C4 C5 114.59(17) . . ?
N5 C4 C3 125.1(2) . . ?
C5 C4 C3 120.2(2) . . ?
N7 C5 C6 121.9(2) . . ?
N7 C5 C4 115.75(17) . . ?
C6 C5 C4 122.3(2) . . ?
C7 C6 C5 118.7(2) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C8 C7 C6 119.8(2) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 119.0(2) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
N7 C9 C8 121.4(2) . . ?
N7 C9 C10 116.10(17) . . ?
C8 C9 C10 122.3(2) . . ?
N6 C10 C9 114.14(18) . . ?
N6 C10 C11 125.1(2) . . ?
C9 C10 C11 120.7(2) . . ?
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 . . ?
C1 N1 H1A 118(3) . . ?
C1 N1 H1B 119(3) . . ?
H1A N1 H1B 123(4) . . ?
C2 N2 H2A 115(2) . . ?
C2 N2 H2B 120(3) . . ?
H2A N2 H2B 124(4) . . ?
N5 N3 C1 115.90(16) . . ?
N5 N3 H3 123(2) . . ?
C1 N3 H3 121(2) . . ?
N6 N4 C2 114.95(17) . . ?
N6 N4 H4 123(2) . . ?
C2 N4 H4 122(2) . . ?
C4 N5 N3 120.58(17) . . ?
C4 N5 Dy1 124.47(14) . . ?
N3 N5 Dy1 114.68(12) . . ?
C10 N6 N4 120.84(18) . . ?
C10 N6 Dy1 122.89(14) . . ?
N4 N6 Dy1 114.72(13) . . ?
C5 N7 C9 119.09(17) . . ?
C5 N7 Dy1 119.96(13) . . ?
C9 N7 Dy1 120.56(13) . . ?
C1 O1 Dy1 122.33(14) . . ?
C2 O2 Dy1 124.58(14) . . ?
Dy1 O3 H3WA 121(3) . . ?
Dy1 O3 H3WB 120(3) . . ?
H3WA O3 H3WB 113(4) . . ?
Dy1 O4 H4WA 117(3) . . ?
Dy1 O4 H4WB 116(3) . . ?
H4WA O4 H4WB 104(4) . . ?
Dy1 O5 H5WA 125(3) . . ?
Dy1 O5 H5WB 120(3) . . ?
H5WA O5 H5WB 107(4) . . ?
Dy1 O6 H6WA 114(3) . . ?
Dy1 O6 H6WB 129(3) . . ?
H6WA O6 H6WB 110(4) . . ?
O9 N8 O7 119.0(3) . . ?
O9 N8 O8 120.6(2) . . ?
O7 N8 O8 120.4(2) . . ?
O10 N9 O12 121.8(3) . . ?
O10 N9 O11 120.8(2) . . ?
O12 N9 O11 117.4(2) . . ?
O14 N10 O15 119.3(6) . . ?
O14 N10 O13 117.2(8) . . ?
O15 N10 O13 123.5(9) . . ?
O14A N10A O15A 126.5(10) . . ?
O14A N10A O13A 120.5(11) . . ?
O15A N10A O13A 112.8(10) . . ?

_refine_diff_density_max         1.297
_refine_diff_density_min         -0.905
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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_er
_database_code_depnum_ccdc_archive 'CCDC 1837564'
_audit_update_record             
;
2018-04-16 deposited with the CCDC.
2018-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H23 Er N7 O6, 3 (N O3)'
_chemical_formula_sum            'C11 H23 Er N10 O15'
_chemical_formula_weight         702.65

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'
Er Er -0.2586 4.9576 '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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.0189(4)
_cell_length_b                   22.7350(8)
_cell_length_c                   10.1332(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.059(3)
_cell_angle_gamma                90
_cell_volume                     2290.64(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(1)
_cell_measurement_reflns_used    6680
_cell_measurement_theta_min      4.0420
_cell_measurement_theta_max      32.0470

_exptl_crystal_description       pyramid
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.037
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    3.759
_shelx_estimated_absorpt_T_min   0.241
_shelx_estimated_absorpt_T_max   0.535
_exptl_absorpt_correction_T_min  0.93326
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.942
_oxdiff_exptl_absorpt_empirical_full_max 1.163
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_diffrn_ambient_temperature      295(1)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_detector_area_resol_mean 5.2283
_diffrn_reflns_number            14125
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.366
_diffrn_reflns_theta_max         32.546
_diffrn_reflns_theta_full        30.800
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             7484
_reflns_number_gt                6077
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.1 (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+1.1807P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7484
_refine_ls_number_parameters     415
_refine_ls_number_restraints     178
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0683
_refine_ls_wR_factor_gt          0.0638
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Er1 Er 0.72109(2) 0.61007(2) 0.21671(2) 0.02330(4) Uani 1 1 d . . . . .
C1 C 0.5419(3) 0.72012(14) 0.1213(3) 0.0302(6) Uani 1 1 d . . . . .
C2 C 0.7042(3) 0.48313(14) 0.0796(3) 0.0288(6) Uani 1 1 d . . . . .
C3 C 0.9143(4) 0.80417(17) 0.2281(5) 0.0576(12) Uani 1 1 d . . . . .
H3A H 0.944422 0.815466 0.145429 0.086 Uiso 1 1 calc R U . . .
H3B H 0.982840 0.813123 0.300048 0.086 Uiso 1 1 calc R U . . .
H3C H 0.833721 0.825376 0.239870 0.086 Uiso 1 1 calc R U . . .
C4 C 0.8861(3) 0.73990(14) 0.2266(3) 0.0322(7) Uani 1 1 d . . . . .
C5 C 0.9967(3) 0.69688(15) 0.2573(3) 0.0320(7) Uani 1 1 d . . . . .
C6 C 1.1299(3) 0.71463(18) 0.2926(4) 0.0436(9) Uani 1 1 d . . . . .
H6 H 1.151311 0.754149 0.306206 0.052 Uiso 1 1 calc R U . . .
C7 C 1.2288(4) 0.6720(2) 0.3068(4) 0.0519(10) Uani 1 1 d . . . . .
H7 H 1.317958 0.682645 0.332162 0.062 Uiso 1 1 calc R U . . .
C8 C 1.1959(3) 0.61428(18) 0.2836(4) 0.0436(9) Uani 1 1 d . . . . .
H8 H 1.262265 0.585459 0.291299 0.052 Uiso 1 1 calc R U . . .
C9 C 1.0611(3) 0.59920(15) 0.2480(3) 0.0309(7) Uani 1 1 d . . . . .
C10 C 1.0183(3) 0.53858(15) 0.2096(3) 0.0315(7) Uani 1 1 d . . . . .
C11 C 1.1175(4) 0.48964(17) 0.2169(4) 0.0481(10) Uani 1 1 d . . . . .
H11A H 1.072562 0.453863 0.187204 0.072 Uiso 1 1 calc R U . . .
H11B H 1.158355 0.485000 0.307024 0.072 Uiso 1 1 calc R U . . .
H11C H 1.185649 0.498493 0.161007 0.072 Uiso 1 1 calc R U . . .
N1 N 0.4358(3) 0.75231(13) 0.0790(4) 0.0441(8) Uani 1 1 d D . . . .
H1A H 0.364(3) 0.7347(17) 0.055(4) 0.053 Uiso 1 1 d D U . . .
H1B H 0.446(4) 0.7890(9) 0.079(4) 0.053 Uiso 1 1 d D U . . .
N2 N 0.6509(3) 0.43501(14) 0.0219(3) 0.0413(7) Uani 1 1 d D . . . .
H2A H 0.567(2) 0.4337(19) 0.002(4) 0.050 Uiso 1 1 d D U . . .
H2B H 0.700(4) 0.4055(13) 0.026(4) 0.050 Uiso 1 1 d D U . . .
N3 N 0.6602(3) 0.74988(12) 0.1558(3) 0.0332(6) Uani 1 1 d D . . . .
H3 H 0.661(4) 0.7865(8) 0.149(4) 0.040 Uiso 1 1 d D U . . .
N4 N 0.8393(3) 0.48195(12) 0.1217(3) 0.0357(6) Uani 1 1 d D . . . .
H4 H 0.876(3) 0.4492(11) 0.120(4) 0.043 Uiso 1 1 d D U . . .
N5 N 0.7703(3) 0.71595(11) 0.1947(2) 0.0286(5) Uani 1 1 d . . . . .
N6 N 0.8928(3) 0.53402(12) 0.1688(3) 0.0296(6) Uani 1 1 d . . . . .
N7 N 0.9635(2) 0.64018(12) 0.2396(2) 0.0283(5) Uani 1 1 d . . . . .
O1 O 0.5376(2) 0.66533(10) 0.1305(2) 0.0328(5) Uani 1 1 d . . . . .
O2 O 0.6388(2) 0.52853(9) 0.0935(2) 0.0302(5) Uani 1 1 d . . . . .
O3 O 0.7547(3) 0.62923(13) -0.0096(2) 0.0390(6) Uani 1 1 d D . . . .
H3WA H 0.716(4) 0.6120(17) -0.065(3) 0.059 Uiso 1 1 d D U . . .
H3WB H 0.819(3) 0.641(2) -0.030(4) 0.059 Uiso 1 1 d D U . . .
O4 O 0.5334(3) 0.56368(13) 0.3069(3) 0.0431(6) Uani 1 1 d D . . . .
H4WA H 0.509(5) 0.5334(12) 0.282(4) 0.065 Uiso 1 1 d D U . . .
H4WB H 0.545(5) 0.566(2) 0.3826(19) 0.065 Uiso 1 1 d D U . . .
O5 O 0.6824(3) 0.66581(11) 0.4120(2) 0.0393(6) Uani 1 1 d D . . . .
H5WA H 0.652(4) 0.6963(11) 0.416(4) 0.059 Uiso 1 1 d D U . . .
H5WB H 0.675(4) 0.6487(18) 0.475(3) 0.059 Uiso 1 1 d D U . . .
O6 O 0.8053(3) 0.56193(12) 0.4152(3) 0.0423(6) Uani 1 1 d D . . . .
H6WA H 0.872(3) 0.574(2) 0.449(4) 0.063 Uiso 1 1 d D U . . .
H6WB H 0.801(5) 0.5294(10) 0.432(5) 0.063 Uiso 1 1 d D U . . .
N8 N 0.6004(3) 0.58068(14) 0.6810(3) 0.0380(7) Uani 1 1 d . . . . .
O7 O 0.5871(3) 0.56147(14) 0.7929(3) 0.0552(8) Uani 1 1 d . . . . .
O8 O 0.6770(3) 0.62261(12) 0.6681(3) 0.0493(7) Uani 1 1 d . . . . .
O9 O 0.5359(4) 0.55787(18) 0.5836(3) 0.0874(12) Uani 1 1 d . . . . .
N9 N 0.5821(3) 0.81841(13) 0.4410(3) 0.0374(6) Uani 1 1 d D . . . .
O10 O 0.5181(3) 0.77264(14) 0.4349(3) 0.0682(9) Uani 1 1 d D . . . .
O11 O 0.7073(3) 0.81789(15) 0.4555(3) 0.0681(9) Uani 1 1 d D . . . .
O12 O 0.5251(3) 0.86696(13) 0.4336(3) 0.0611(8) Uani 1 1 d D . . . .
N10 N 0.5822(13) 0.8984(5) 0.0887(17) 0.067(4) Uani 0.565(9) 1 d D U P A 1
O13 O 0.5992(16) 0.9502(6) 0.045(2) 0.095(5) Uani 0.565(9) 1 d D U P A 1
O14 O 0.4837(8) 0.8724(3) 0.0589(7) 0.075(2) Uani 0.565(9) 1 d D U P A 1
O15 O 0.6774(8) 0.8770(3) 0.1616(9) 0.101(3) Uani 0.565(9) 1 d D U P A 1
N10A N 0.6305(14) 0.9108(6) 0.0924(18) 0.054(4) Uani 0.435(9) 1 d D U P A 2
O13A O 0.5669(15) 0.9554(4) 0.045(2) 0.064(4) Uani 0.435(9) 1 d D U P A 2
O14A O 0.5755(11) 0.8657(4) 0.0961(12) 0.077(3) Uani 0.435(9) 1 d D U P A 2
O15A O 0.7528(9) 0.9240(5) 0.1257(11) 0.101(4) Uani 0.435(9) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Er1 O1 2.308(2) . ?
Er1 O2 2.329(2) . ?
Er1 O6 2.354(3) . ?
Er1 O3 2.399(3) . ?
Er1 O5 2.421(3) . ?
Er1 O4 2.430(3) . ?
Er1 N5 2.473(3) . ?
Er1 N7 2.507(2) . ?
Er1 N6 2.528(3) . ?
C1 O1 1.250(4) . ?
C1 N1 1.318(4) . ?
C1 N3 1.372(4) . ?
C2 O2 1.240(4) . ?
C2 N2 1.322(4) . ?
C2 N4 1.369(4) . ?
C3 C4 1.488(5) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 N5 1.287(4) . ?
C4 C5 1.482(5) . ?
C5 N7 1.338(4) . ?
C5 C6 1.398(4) . ?
C6 C7 1.381(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.367(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.397(4) . ?
C8 H8 0.9300 . ?
C9 N7 1.346(4) . ?
C9 C10 1.481(5) . ?
C10 N6 1.279(4) . ?
C10 C11 1.488(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 H1A 0.834(18) . ?
N1 H1B 0.840(19) . ?
N2 H2A 0.837(18) . ?
N2 H2B 0.832(19) . ?
N3 N5 1.364(4) . ?
N3 H3 0.836(18) . ?
N4 N6 1.361(4) . ?
N4 H4 0.832(18) . ?
O3 H3WA 0.752(19) . ?
O3 H3WB 0.754(19) . ?
O4 H4WA 0.762(19) . ?
O4 H4WB 0.763(19) . ?
O5 H5WA 0.758(19) . ?
O5 H5WB 0.757(19) . ?
O6 H6WA 0.756(19) . ?
O6 H6WB 0.761(19) . ?
N8 O9 1.226(4) . ?
N8 O7 1.238(4) . ?
N8 O8 1.241(4) . ?
N9 O10 1.220(4) . ?
N9 O12 1.241(4) . ?
N9 O11 1.246(4) . ?
N10 O14 1.158(11) . ?
N10 O15 1.232(11) . ?
N10 O13 1.278(12) . ?
N10A O14A 1.166(13) . ?
N10A O13A 1.261(12) . ?
N10A O15A 1.266(12) . ?

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 Er1 O2 90.98(7) . . ?
O1 Er1 O6 139.64(9) . . ?
O2 Er1 O6 98.87(9) . . ?
O1 Er1 O3 74.81(9) . . ?
O2 Er1 O3 73.37(9) . . ?
O6 Er1 O3 145.48(10) . . ?
O1 Er1 O5 79.88(8) . . ?
O2 Er1 O5 140.65(9) . . ?
O6 Er1 O5 67.76(9) . . ?
O3 Er1 O5 137.90(9) . . ?
O1 Er1 O4 76.20(9) . . ?
O2 Er1 O4 67.47(8) . . ?
O6 Er1 O4 71.91(10) . . ?
O3 Er1 O4 130.12(9) . . ?
O5 Er1 O4 73.18(9) . . ?
O1 Er1 N5 66.07(8) . . ?
O2 Er1 N5 142.01(8) . . ?
O6 Er1 N5 118.37(9) . . ?
O3 Er1 N5 71.59(9) . . ?
O5 Er1 N5 67.52(9) . . ?
O4 Er1 N5 128.93(9) . . ?
O1 Er1 N7 127.17(8) . . ?
O2 Er1 N7 122.84(8) . . ?
O6 Er1 N7 78.83(9) . . ?
O3 Er1 N7 77.91(8) . . ?
O5 Er1 N7 91.85(9) . . ?
O4 Er1 N7 150.39(9) . . ?
N5 Er1 N7 62.67(8) . . ?
O1 Er1 N6 145.98(8) . . ?
O2 Er1 N6 63.71(8) . . ?
O6 Er1 N6 70.43(9) . . ?
O3 Er1 N6 76.22(9) . . ?
O5 Er1 N6 134.12(8) . . ?
O4 Er1 N6 110.59(9) . . ?
N5 Er1 N6 120.04(9) . . ?
N7 Er1 N6 61.96(8) . . ?
O1 C1 N1 122.9(3) . . ?
O1 C1 N3 120.6(3) . . ?
N1 C1 N3 116.5(3) . . ?
O2 C2 N2 123.3(3) . . ?
O2 C2 N4 119.8(3) . . ?
N2 C2 N4 116.9(3) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N5 C4 C5 113.7(3) . . ?
N5 C4 C3 125.6(3) . . ?
C5 C4 C3 120.7(3) . . ?
N7 C5 C6 121.8(3) . . ?
N7 C5 C4 116.1(3) . . ?
C6 C5 C4 121.9(3) . . ?
C7 C6 C5 118.3(3) . . ?
C7 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C8 C7 C6 120.0(3) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 119.0(3) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
N7 C9 C8 121.2(3) . . ?
N7 C9 C10 116.3(3) . . ?
C8 C9 C10 122.4(3) . . ?
N6 C10 C9 113.7(3) . . ?
N6 C10 C11 125.4(3) . . ?
C9 C10 C11 120.9(3) . . ?
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 . . ?
C1 N1 H1A 117(3) . . ?
C1 N1 H1B 117(3) . . ?
H1A N1 H1B 126(4) . . ?
C2 N2 H2A 118(3) . . ?
C2 N2 H2B 116(3) . . ?
H2A N2 H2B 124(4) . . ?
N5 N3 C1 115.9(3) . . ?
N5 N3 H3 125(3) . . ?
C1 N3 H3 119(2) . . ?
N6 N4 C2 115.1(3) . . ?
N6 N4 H4 129(3) . . ?
C2 N4 H4 116(3) . . ?
C4 N5 N3 120.4(3) . . ?
C4 N5 Er1 125.0(2) . . ?
N3 N5 Er1 114.43(18) . . ?
C10 N6 N4 120.9(3) . . ?
C10 N6 Er1 123.2(2) . . ?
N4 N6 Er1 114.46(19) . . ?
C5 N7 C9 119.5(3) . . ?
C5 N7 Er1 119.8(2) . . ?
C9 N7 Er1 120.3(2) . . ?
C1 O1 Er1 122.48(19) . . ?
C2 O2 Er1 124.50(19) . . ?
Er1 O3 H3WA 120(4) . . ?
Er1 O3 H3WB 124(3) . . ?
H3WA O3 H3WB 112(5) . . ?
Er1 O4 H4WA 120(4) . . ?
Er1 O4 H4WB 109(4) . . ?
H4WA O4 H4WB 113(5) . . ?
Er1 O5 H5WA 129(3) . . ?
Er1 O5 H5WB 117(4) . . ?
H5WA O5 H5WB 110(5) . . ?
Er1 O6 H6WA 115(4) . . ?
Er1 O6 H6WB 128(4) . . ?
H6WA O6 H6WB 108(5) . . ?
O9 N8 O7 118.9(3) . . ?
O9 N8 O8 120.8(3) . . ?
O7 N8 O8 120.4(3) . . ?
O10 N9 O12 121.4(3) . . ?
O10 N9 O11 120.9(3) . . ?
O12 N9 O11 117.7(3) . . ?
O14 N10 O15 121.8(12) . . ?
O14 N10 O13 121.6(10) . . ?
O15 N10 O13 116.5(13) . . ?
O14A N10A O13A 120.0(12) . . ?
O14A N10A O15A 130.2(12) . . ?
O13A N10A O15A 109.7(12) . . ?

_refine_diff_density_max         1.032
_refine_diff_density_min         -0.828
_refine_diff_density_rms         0.120

####################################################################### 
# 
# 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_tb
_database_code_depnum_ccdc_archive 'CCDC 1849151'
_audit_update_record             
;
2018-06-13 deposited with the CCDC.
2018-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H23 N7 O6 Tb, 3 (N O3)'
_chemical_formula_sum            'C11 H23 N10 O15 Tb'
_chemical_formula_weight         694.31

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.0392(2)
_cell_length_b                   22.9020(5)
_cell_length_c                   10.1819(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.152(2)
_cell_angle_gamma                90
_cell_volume                     2322.79(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(1)
_cell_measurement_reflns_used    7658
_cell_measurement_theta_min      4.0450
_cell_measurement_theta_max      32.2190

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.610
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.400
_exptl_absorpt_coefficient_mu    3.138
_shelx_estimated_absorpt_T_min   0.250
_shelx_estimated_absorpt_T_max   0.367
_exptl_absorpt_correction_T_min  0.93749
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.946
_oxdiff_exptl_absorpt_empirical_full_max 1.073
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_diffrn_ambient_temperature      295(1)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_detector_area_resol_mean 5.2283
_diffrn_reflns_number            13706
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.527
_diffrn_reflns_theta_max         32.321
_diffrn_reflns_theta_full        30.700
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7488
_reflns_number_gt                6634
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+2.0307P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7488
_refine_ls_number_parameters     415
_refine_ls_number_restraints     65
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0644
_refine_ls_wR_factor_gt          0.0617
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Tb1 Tb 0.71821(2) 0.60948(2) 0.21490(2) 0.02225(4) Uani 1 1 d . . . . .
C1 C 0.5405(3) 0.72150(12) 0.1204(3) 0.0298(5) Uani 1 1 d . . . . .
C2 C 0.7067(3) 0.48134(11) 0.0796(3) 0.0289(5) Uani 1 1 d . . . . .
C3 C 0.9131(4) 0.80339(14) 0.2262(5) 0.0556(10) Uani 1 1 d . . . . .
H3A H 0.939119 0.814870 0.142392 0.083 Uiso 1 1 calc R U . . .
H3B H 0.984427 0.812150 0.295276 0.083 Uiso 1 1 calc R U . . .
H3C H 0.833737 0.824326 0.241815 0.083 Uiso 1 1 calc R U . . .
C4 C 0.8853(3) 0.73952(12) 0.2250(3) 0.0307(6) Uani 1 1 d . . . . .
C5 C 0.9969(3) 0.69700(12) 0.2546(3) 0.0296(5) Uani 1 1 d . . . . .
C6 C 1.1296(3) 0.71448(15) 0.2908(4) 0.0425(7) Uani 1 1 d . . . . .
H6 H 1.150637 0.753710 0.304912 0.051 Uiso 1 1 calc R U . . .
C7 C 1.2286(3) 0.67264(16) 0.3053(4) 0.0485(8) Uani 1 1 d . . . . .
H7 H 1.317345 0.683363 0.331194 0.058 Uiso 1 1 calc R U . . .
C8 C 1.1963(3) 0.61488(15) 0.2814(4) 0.0416(7) Uani 1 1 d . . . . .
H8 H 1.262883 0.586422 0.288820 0.050 Uiso 1 1 calc R U . . .
C9 C 1.0620(3) 0.59969(13) 0.2459(3) 0.0308(6) Uani 1 1 d . . . . .
C10 C 1.0200(3) 0.53893(12) 0.2087(3) 0.0309(6) Uani 1 1 d . . . . .
C11 C 1.1197(3) 0.49042(14) 0.2168(4) 0.0450(8) Uani 1 1 d . . . . .
H11A H 1.181847 0.494631 0.295940 0.068 Uiso 1 1 calc R U . . .
H11B H 1.167684 0.491704 0.141000 0.068 Uiso 1 1 calc R U . . .
H11C H 1.073894 0.453705 0.218826 0.068 Uiso 1 1 calc R U . . .
N1 N 0.4346(3) 0.75363(12) 0.0777(4) 0.0450(7) Uani 1 1 d . . . . .
H1A H 0.365(4) 0.7386(17) 0.048(4) 0.054 Uiso 1 1 d . U . . .
H1B H 0.443(4) 0.7880(17) 0.080(4) 0.054 Uiso 1 1 d . U . . .
N2 N 0.6549(3) 0.43291(12) 0.0248(3) 0.0435(7) Uani 1 1 d . . . . .
H2A H 0.578(4) 0.4339(17) -0.001(4) 0.052 Uiso 1 1 d . U . . .
H2B H 0.700(4) 0.4029(18) 0.028(4) 0.052 Uiso 1 1 d . U . . .
N3 N 0.6595(3) 0.75031(10) 0.1547(3) 0.0323(5) Uani 1 1 d D . . . .
H3 H 0.663(3) 0.7863(12) 0.147(3) 0.039 Uiso 1 1 d D U . . .
N4 N 0.8421(3) 0.48102(10) 0.1215(3) 0.0345(5) Uani 1 1 d D . . . .
H4 H 0.883(3) 0.4504(12) 0.121(4) 0.041 Uiso 1 1 d D U . . .
N5 N 0.7695(2) 0.71604(9) 0.1925(2) 0.0266(4) Uani 1 1 d . . . . .
N6 N 0.8940(2) 0.53368(10) 0.1673(2) 0.0295(5) Uani 1 1 d . . . . .
N7 N 0.9635(2) 0.64004(10) 0.2373(2) 0.0271(4) Uani 1 1 d . . . . .
O1 O 0.53435(19) 0.66698(8) 0.1288(2) 0.0333(4) Uani 1 1 d . . . . .
O2 O 0.63923(19) 0.52635(8) 0.0919(2) 0.0314(4) Uani 1 1 d . . . . .
O3 O 0.7510(2) 0.62893(11) -0.0147(2) 0.0398(5) Uani 1 1 d D . . . .
H3WA H 0.712(4) 0.6131(16) -0.074(3) 0.060 Uiso 1 1 d D U . . .
H3WB H 0.820(2) 0.6388(17) -0.031(4) 0.060 Uiso 1 1 d D U . . .
O4 O 0.5281(3) 0.56242(10) 0.3043(2) 0.0411(5) Uani 1 1 d D . . . .
H4WA H 0.508(4) 0.5308(10) 0.285(4) 0.062 Uiso 1 1 d D U . . .
H4WB H 0.537(4) 0.5650(19) 0.3802(19) 0.062 Uiso 1 1 d D U . . .
O5 O 0.6787(3) 0.66563(9) 0.4116(2) 0.0398(5) Uani 1 1 d D . . . .
H5WA H 0.644(4) 0.6954(11) 0.414(4) 0.060 Uiso 1 1 d D U . . .
H5WB H 0.673(4) 0.6475(15) 0.475(3) 0.060 Uiso 1 1 d D U . . .
O6 O 0.8036(3) 0.56058(10) 0.4156(2) 0.0408(5) Uani 1 1 d D . . . .
H6WA H 0.862(3) 0.5776(17) 0.453(4) 0.061 Uiso 1 1 d D U . . .
H6WB H 0.797(4) 0.5277(9) 0.429(4) 0.061 Uiso 1 1 d D U . . .
N8 N 0.5968(3) 0.58080(12) 0.6782(3) 0.0377(6) Uani 1 1 d . . . . .
O7 O 0.5844(3) 0.56085(12) 0.7899(2) 0.0519(6) Uani 1 1 d . . . . .
O8 O 0.6740(3) 0.62237(10) 0.6657(3) 0.0471(6) Uani 1 1 d . . . . .
O9 O 0.5311(4) 0.55863(16) 0.5809(3) 0.0844(11) Uani 1 1 d . . . . .
N9 N 0.5787(3) 0.81767(11) 0.4393(3) 0.0375(6) Uani 1 1 d D . . . .
O10 O 0.5147(3) 0.77220(12) 0.4328(3) 0.0693(8) Uani 1 1 d D . . . .
O11 O 0.7045(3) 0.81649(13) 0.4541(3) 0.0675(8) Uani 1 1 d D . . . .
O12 O 0.5234(3) 0.86594(10) 0.4308(3) 0.0602(8) Uani 1 1 d D . . . .
N10 N 0.5838(12) 0.8995(4) 0.0879(14) 0.058(3) Uani 0.595(9) 1 d D . P A 1
O13 O 0.5959(16) 0.9504(5) 0.0432(19) 0.082(4) Uani 0.595(9) 1 d D U P A 1
O14 O 0.4832(7) 0.8735(2) 0.0575(7) 0.077(2) Uani 0.595(9) 1 d D . P A 1
O15 O 0.6760(7) 0.8769(3) 0.1584(8) 0.106(3) Uani 0.595(9) 1 d D U P A 1
N10A N 0.6311(14) 0.9115(6) 0.0922(17) 0.049(3) Uani 0.405(9) 1 d D . P A 2
O13A O 0.566(2) 0.9558(7) 0.048(3) 0.075(5) Uani 0.405(9) 1 d D . P A 2
O14A O 0.5749(10) 0.8658(4) 0.0921(12) 0.085(4) Uani 0.405(9) 1 d D . P A 2
O15A O 0.7489(9) 0.9219(4) 0.1314(12) 0.102(4) Uani 0.405(9) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O1 2.3466(19) . ?
Tb1 O2 2.3613(19) . ?
Tb1 O6 2.394(2) . ?
Tb1 O3 2.442(2) . ?
Tb1 O5 2.454(2) . ?
Tb1 O4 2.463(2) . ?
Tb1 N5 2.510(2) . ?
Tb1 N7 2.543(2) . ?
Tb1 N6 2.564(2) . ?
C1 O1 1.254(3) . ?
C1 N1 1.321(4) . ?
C1 N3 1.371(4) . ?
C2 O2 1.248(3) . ?
C2 N2 1.319(4) . ?
C2 N4 1.373(4) . ?
C3 C4 1.489(4) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 N5 1.286(3) . ?
C4 C5 1.486(4) . ?
C5 N7 1.353(3) . ?
C5 C6 1.396(4) . ?
C6 C7 1.376(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.376(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.396(4) . ?
C8 H8 0.9300 . ?
C9 N7 1.348(3) . ?
C9 C10 1.489(4) . ?
C10 N6 1.288(4) . ?
C10 C11 1.491(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 H1A 0.80(4) . ?
N1 H1B 0.79(4) . ?
N2 H2A 0.79(4) . ?
N2 H2B 0.82(4) . ?
N3 N5 1.371(3) . ?
N3 H3 0.83(3) . ?
N4 N6 1.372(3) . ?
N4 H4 0.81(3) . ?
O3 H3WA 0.768(18) . ?
O3 H3WB 0.761(19) . ?
O4 H4WA 0.770(18) . ?
O4 H4WB 0.769(18) . ?
O5 H5WA 0.767(18) . ?
O5 H5WB 0.776(18) . ?
O6 H6WA 0.763(18) . ?
O6 H6WB 0.770(18) . ?
N8 O9 1.229(4) . ?
N8 O8 1.244(3) . ?
N8 O7 1.246(3) . ?
N9 O10 1.221(3) . ?
N9 O12 1.236(3) . ?
N9 O11 1.253(4) . ?
N10 O14 1.181(10) . ?
N10 O15 1.215(10) . ?
N10 O13 1.263(11) . ?
N10A O14A 1.191(12) . ?
N10A O15A 1.223(11) . ?
N10A O13A 1.257(13) . ?

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 Tb1 O2 93.31(7) . . ?
O1 Tb1 O6 139.72(8) . . ?
O2 Tb1 O6 97.85(8) . . ?
O1 Tb1 O3 74.55(8) . . ?
O2 Tb1 O3 73.48(8) . . ?
O6 Tb1 O3 145.69(8) . . ?
O1 Tb1 O5 79.12(8) . . ?
O2 Tb1 O5 141.07(7) . . ?
O6 Tb1 O5 68.00(8) . . ?
O3 Tb1 O5 137.78(8) . . ?
O1 Tb1 O4 76.92(8) . . ?
O2 Tb1 O4 67.58(7) . . ?
O6 Tb1 O4 72.03(9) . . ?
O3 Tb1 O4 129.54(8) . . ?
O5 Tb1 O4 73.52(8) . . ?
O1 Tb1 N5 65.26(7) . . ?
O2 Tb1 N5 142.64(7) . . ?
O6 Tb1 N5 118.46(8) . . ?
O3 Tb1 N5 71.46(8) . . ?
O5 Tb1 N5 67.70(7) . . ?
O4 Tb1 N5 129.51(8) . . ?
O1 Tb1 N7 125.95(7) . . ?
O2 Tb1 N7 121.80(7) . . ?
O6 Tb1 N7 79.17(8) . . ?
O3 Tb1 N7 77.95(8) . . ?
O5 Tb1 N7 92.04(8) . . ?
O4 Tb1 N7 150.89(8) . . ?
N5 Tb1 N7 62.17(7) . . ?
O1 Tb1 N6 146.85(8) . . ?
O2 Tb1 N6 63.09(7) . . ?
O6 Tb1 N6 70.29(8) . . ?
O3 Tb1 N6 76.39(8) . . ?
O5 Tb1 N6 133.94(8) . . ?
O4 Tb1 N6 110.90(8) . . ?
N5 Tb1 N6 119.15(7) . . ?
N7 Tb1 N6 61.42(7) . . ?
O1 C1 N1 122.2(3) . . ?
O1 C1 N3 120.7(3) . . ?
N1 C1 N3 117.1(3) . . ?
O2 C2 N2 123.1(3) . . ?
O2 C2 N4 120.2(2) . . ?
N2 C2 N4 116.7(3) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N5 C4 C5 114.4(2) . . ?
N5 C4 C3 125.1(3) . . ?
C5 C4 C3 120.4(3) . . ?
N7 C5 C6 121.6(3) . . ?
N7 C5 C4 115.9(2) . . ?
C6 C5 C4 122.4(3) . . ?
C7 C6 C5 118.8(3) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C6 C7 C8 119.9(3) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C9 119.0(3) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
N7 C9 C8 121.5(3) . . ?
N7 C9 C10 116.2(2) . . ?
C8 C9 C10 122.2(3) . . ?
N6 C10 C9 113.9(2) . . ?
N6 C10 C11 125.0(3) . . ?
C9 C10 C11 121.0(3) . . ?
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 . . ?
C1 N1 H1A 121(3) . . ?
C1 N1 H1B 117(3) . . ?
H1A N1 H1B 122(4) . . ?
C2 N2 H2A 116(3) . . ?
C2 N2 H2B 120(3) . . ?
H2A N2 H2B 123(4) . . ?
N5 N3 C1 116.2(2) . . ?
N5 N3 H3 124(2) . . ?
C1 N3 H3 120(2) . . ?
N6 N4 C2 114.8(2) . . ?
N6 N4 H4 126(3) . . ?
C2 N4 H4 119(2) . . ?
C4 N5 N3 120.3(2) . . ?
C4 N5 Tb1 124.91(18) . . ?
N3 N5 Tb1 114.51(16) . . ?
C10 N6 N4 120.6(2) . . ?
C10 N6 Tb1 123.08(18) . . ?
N4 N6 Tb1 114.72(17) . . ?
C9 N7 C5 119.0(2) . . ?
C9 N7 Tb1 120.75(18) . . ?
C5 N7 Tb1 119.88(17) . . ?
C1 O1 Tb1 122.77(19) . . ?
C2 O2 Tb1 124.62(18) . . ?
Tb1 O3 H3WA 123(3) . . ?
Tb1 O3 H3WB 120(3) . . ?
H3WA O3 H3WB 111(5) . . ?
Tb1 O4 H4WA 120(3) . . ?
Tb1 O4 H4WB 110(3) . . ?
H4WA O4 H4WB 109(4) . . ?
Tb1 O5 H5WA 128(3) . . ?
Tb1 O5 H5WB 116(3) . . ?
H5WA O5 H5WB 112(4) . . ?
Tb1 O6 H6WA 111(3) . . ?
Tb1 O6 H6WB 126(3) . . ?
H6WA O6 H6WB 119(5) . . ?
O9 N8 O8 120.8(3) . . ?
O9 N8 O7 118.6(3) . . ?
O8 N8 O7 120.5(3) . . ?
O10 N9 O12 122.0(3) . . ?
O10 N9 O11 120.3(3) . . ?
O12 N9 O11 117.7(3) . . ?
O14 N10 O15 120.2(10) . . ?
O14 N10 O13 119.3(10) . . ?
O15 N10 O13 120.5(12) . . ?
O14A N10A O15A 127.6(12) . . ?
O14A N10A O13A 119.1(14) . . ?
O15A N10A O13A 113.2(14) . . ?

_refine_diff_density_max         1.291
_refine_diff_density_min         -0.945
_refine_diff_density_rms         0.107

####################################################################### 
# 
# 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_2man7
_database_code_depnum_ccdc_archive 'CCDC 1837563'
_audit_update_record             
;
2018-04-16 deposited with the CCDC.
2018-08-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H23 Ho N7 O6, 3 (N O3)'
_chemical_formula_sum            'C11 H23 Ho N10 O15'
_chemical_formula_weight         700.32

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.0247(5)
_cell_length_b                   22.8162(15)
_cell_length_c                   10.1581(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.903(5)
_cell_angle_gamma                90
_cell_volume                     2306.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(1)
_cell_measurement_reflns_used    16191
_cell_measurement_theta_min      1.8870
_cell_measurement_theta_max      32.9620

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.017
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.347
_exptl_crystal_size_mid          0.252
_exptl_crystal_size_min          0.124
_exptl_absorpt_coefficient_mu    3.525
_shelx_estimated_absorpt_T_min   0.374
_shelx_estimated_absorpt_T_max   0.669
_exptl_absorpt_correction_T_min  0.57192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.671
_oxdiff_exptl_absorpt_empirical_full_max 1.234
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      295(1)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4752
_diffrn_reflns_number            27139
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.208
_diffrn_reflns_theta_max         32.015
_diffrn_reflns_theta_full        31.500
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             7810
_reflns_number_gt                7082
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 3.1 (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0282P)²+1.9307P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7810
_refine_ls_number_parameters     415
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0588
_refine_ls_wR_factor_gt          0.0572
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho1 Ho 0.72035(2) 0.60943(2) 0.21625(2) 0.01995(3) Uani 1 1 d . . . . .
C1 C 0.5424(2) 0.72015(9) 0.1220(2) 0.0270(4) Uani 1 1 d . . . . .
C2 C 0.7050(2) 0.48227(9) 0.0790(2) 0.0275(4) Uani 1 1 d . . . . .
C3 C 0.9157(3) 0.80289(12) 0.2272(4) 0.0524(8) Uani 1 1 d . . . . .
H3A H 0.924273 0.815779 0.138643 0.079 Uiso 1 1 calc R U . . .
H3B H 0.998014 0.810372 0.283221 0.079 Uiso 1 1 calc R U . . .
H3C H 0.843582 0.823768 0.260395 0.079 Uiso 1 1 calc R U . . .
C4 C 0.8865(2) 0.73899(9) 0.2261(2) 0.0290(4) Uani 1 1 d . . . . .
C5 C 0.9972(2) 0.69631(10) 0.2563(2) 0.0281(4) Uani 1 1 d . . . . .
C6 C 1.1305(2) 0.71368(12) 0.2924(3) 0.0400(5) Uani 1 1 d . . . . .
H6 H 1.152006 0.753004 0.306596 0.048 Uiso 1 1 calc R U . . .
C7 C 1.2290(3) 0.67133(14) 0.3064(3) 0.0454(6) Uani 1 1 d . . . . .
H7 H 1.317980 0.681918 0.331898 0.055 Uiso 1 1 calc R U . . .
C8 C 1.1963(2) 0.61326(12) 0.2827(3) 0.0400(6) Uani 1 1 d . . . . .
H8 H 1.262564 0.584535 0.289750 0.048 Uiso 1 1 calc R U . . .
C9 C 1.0614(2) 0.59849(10) 0.2478(2) 0.0283(4) Uani 1 1 d . . . . .
C10 C 1.0187(2) 0.53813(10) 0.2091(2) 0.0287(4) Uani 1 1 d . . . . .
C11 C 1.1178(3) 0.48920(12) 0.2159(3) 0.0431(6) Uani 1 1 d . . . . .
H11A H 1.161073 0.485467 0.305086 0.065 Uiso 1 1 calc R U . . .
H11B H 1.183934 0.497300 0.157435 0.065 Uiso 1 1 calc R U . . .
H11C H 1.072138 0.453322 0.189598 0.065 Uiso 1 1 calc R U . . .
N1 N 0.4363(2) 0.75273(10) 0.0791(3) 0.0411(5) Uani 1 1 d D . . . .
H1A H 0.369(3) 0.7339(15) 0.051(3) 0.049 Uiso 1 1 d . U . . .
H1B H 0.444(3) 0.7892(12) 0.082(3) 0.049 Uiso 1 1 d D U . . .
N2 N 0.6512(2) 0.43420(10) 0.0221(3) 0.0401(5) Uani 1 1 d D . . . .
H2A H 0.573(4) 0.4350(15) 0.014(3) 0.048 Uiso 1 1 d . U . . .
H2B H 0.695(3) 0.4037(13) 0.026(4) 0.048 Uiso 1 1 d D U . . .
N3 N 0.66050(19) 0.74958(8) 0.1558(2) 0.0301(4) Uani 1 1 d . . . . .
H3 H 0.669(3) 0.7854(14) 0.145(3) 0.036 Uiso 1 1 d . U . . .
N4 N 0.8397(2) 0.48103(9) 0.1213(2) 0.0325(4) Uani 1 1 d . . . . .
H4 H 0.878(3) 0.4516(14) 0.115(3) 0.039 Uiso 1 1 d . U . . .
N5 N 0.77067(18) 0.71541(7) 0.19392(18) 0.0245(3) Uani 1 1 d . . . . .
N6 N 0.89254(18) 0.53334(8) 0.16785(19) 0.0269(3) Uani 1 1 d . . . . .
N7 N 0.96339(17) 0.63938(8) 0.23884(18) 0.0255(3) Uani 1 1 d . . . . .
O1 O 0.53667(15) 0.66563(7) 0.13074(17) 0.0302(3) Uani 1 1 d . . . . .
O2 O 0.63878(15) 0.52772(7) 0.09277(16) 0.0291(3) Uani 1 1 d . . . . .
O3 O 0.7541(2) 0.62892(9) -0.01157(18) 0.0371(4) Uani 1 1 d . . . . .
H3WA H 0.711(4) 0.6133(15) -0.074(4) 0.056 Uiso 1 1 d . U . . .
H3WB H 0.824(4) 0.6377(17) -0.032(4) 0.056 Uiso 1 1 d . U . . .
O4 O 0.5316(2) 0.56297(9) 0.3065(2) 0.0395(4) Uani 1 1 d . . . . .
H4WA H 0.514(4) 0.5285(18) 0.283(4) 0.059 Uiso 1 1 d . U . . .
H4WB H 0.533(4) 0.5623(17) 0.386(4) 0.059 Uiso 1 1 d . U . . .
O5 O 0.6819(2) 0.66519(8) 0.41229(18) 0.0373(4) Uani 1 1 d . . . . .
H5WA H 0.650(4) 0.6947(17) 0.418(4) 0.056 Uiso 1 1 d . U . . .
H5WB H 0.673(4) 0.6473(16) 0.482(4) 0.056 Uiso 1 1 d . U . . .
O6 O 0.8042(2) 0.56083(9) 0.41516(18) 0.0376(4) Uani 1 1 d . . . . .
H6WA H 0.862(4) 0.5782(17) 0.452(4) 0.056 Uiso 1 1 d . U . . .
H6WB H 0.799(4) 0.5245(17) 0.421(3) 0.056 Uiso 1 1 d . U . . .
N8 N 0.5988(2) 0.58076(10) 0.6805(2) 0.0356(4) Uani 1 1 d . . . . .
O7 O 0.5868(2) 0.56129(11) 0.7928(2) 0.0526(5) Uani 1 1 d . . . . .
O8 O 0.6757(2) 0.62240(9) 0.6670(2) 0.0456(4) Uani 1 1 d . . . . .
O9 O 0.5335(3) 0.55784(14) 0.5842(2) 0.0831(10) Uani 1 1 d . . . . .
N9 N 0.5817(2) 0.81800(9) 0.4411(2) 0.0351(4) Uani 1 1 d D . . . .
O10 O 0.5187(3) 0.77206(10) 0.4342(3) 0.0660(7) Uani 1 1 d D . . . .
O11 O 0.7078(2) 0.81753(11) 0.4557(3) 0.0640(6) Uani 1 1 d D . . . .
O12 O 0.5252(2) 0.86629(9) 0.4336(2) 0.0567(6) Uani 1 1 d D . . . .
N10 N 0.5846(8) 0.8998(3) 0.0921(8) 0.0451(16) Uani 0.607(7) 1 d D . P A 1
O13 O 0.5938(13) 0.9515(4) 0.0542(15) 0.089(4) Uani 0.607(7) 1 d D . P A 1
O14 O 0.4838(6) 0.87248(17) 0.0581(5) 0.0704(16) Uani 0.607(7) 1 d D . P A 1
O15 O 0.6776(6) 0.8771(2) 0.1605(7) 0.099(2) Uani 0.607(7) 1 d D U P A 1
N10A N 0.6334(10) 0.9115(5) 0.0880(13) 0.045(2) Uani 0.393(7) 1 d D . P A 2
O13A O 0.5687(16) 0.9538(6) 0.0363(18) 0.054(3) Uani 0.393(7) 1 d D . P A 2
O14A O 0.5764(9) 0.8654(3) 0.0945(10) 0.083(3) Uani 0.393(7) 1 d D . P A 2
O15A O 0.7512(7) 0.9215(3) 0.1311(10) 0.092(3) Uani 0.393(7) 1 d D . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ho1 O1 2.3248(15) . ?
Ho1 O2 2.3390(15) . ?
Ho1 O6 2.3686(18) . ?
Ho1 O3 2.4200(18) . ?
Ho1 O5 2.4326(17) . ?
Ho1 O4 2.4416(18) . ?
Ho1 N5 2.4862(17) . ?
Ho1 N7 2.5143(17) . ?
Ho1 N6 2.5376(18) . ?
C1 O1 1.249(3) . ?
C1 N1 1.328(3) . ?
C1 N3 1.368(3) . ?
C2 O2 1.248(3) . ?
C2 N2 1.324(3) . ?
C2 N4 1.367(3) . ?
C3 C4 1.487(3) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 N5 1.286(3) . ?
C4 C5 1.481(3) . ?
C5 N7 1.349(3) . ?
C5 C6 1.400(3) . ?
C6 C7 1.377(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.379(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.397(3) . ?
C8 H8 0.9300 . ?
C9 N7 1.350(3) . ?
C9 C10 1.481(3) . ?
C10 N6 1.289(3) . ?
C10 C11 1.490(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 H1A 0.82(3) . ?
N1 H1B 0.84(3) . ?
N2 H2A 0.78(4) . ?
N2 H2B 0.82(3) . ?
N3 N5 1.369(2) . ?
N3 H3 0.83(3) . ?
N4 N6 1.367(3) . ?
N4 H4 0.78(3) . ?
O3 H3WA 0.80(4) . ?
O3 H3WB 0.78(4) . ?
O4 H4WA 0.83(4) . ?
O4 H4WB 0.80(4) . ?
O5 H5WA 0.75(4) . ?
O5 H5WB 0.83(4) . ?
O6 H6WA 0.76(4) . ?
O6 H6WB 0.83(4) . ?
N8 O9 1.227(3) . ?
N8 O8 1.242(3) . ?
N8 O7 1.243(3) . ?
N9 O10 1.221(3) . ?
N9 O12 1.237(3) . ?
N9 O11 1.255(3) . ?
N10 O14 1.203(8) . ?
N10 O15 1.211(7) . ?
N10 O13 1.248(9) . ?
N10A O14A 1.203(10) . ?
N10A O15A 1.231(10) . ?
N10A O13A 1.244(12) . ?

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 Ho1 O2 91.67(5) . . ?
O1 Ho1 O6 139.54(6) . . ?
O2 Ho1 O6 98.61(6) . . ?
O1 Ho1 O3 74.74(6) . . ?
O2 Ho1 O3 73.37(6) . . ?
O6 Ho1 O3 145.66(7) . . ?
O1 Ho1 O5 79.69(6) . . ?
O2 Ho1 O5 140.92(6) . . ?
O6 Ho1 O5 67.75(6) . . ?
O3 Ho1 O5 137.81(6) . . ?
O1 Ho1 O4 76.42(6) . . ?
O2 Ho1 O4 67.58(6) . . ?
O6 Ho1 O4 71.81(7) . . ?
O3 Ho1 O4 130.00(7) . . ?
O5 Ho1 O4 73.34(7) . . ?
O1 Ho1 N5 65.77(5) . . ?
O2 Ho1 N5 142.00(6) . . ?
O6 Ho1 N5 118.56(7) . . ?
O3 Ho1 N5 71.38(6) . . ?
O5 Ho1 N5 67.66(6) . . ?
O4 Ho1 N5 129.16(7) . . ?
O1 Ho1 N7 126.83(6) . . ?
O2 Ho1 N7 122.55(6) . . ?
O6 Ho1 N7 78.98(7) . . ?
O3 Ho1 N7 77.99(6) . . ?
O5 Ho1 N7 91.74(7) . . ?
O4 Ho1 N7 150.44(6) . . ?
N5 Ho1 N7 62.54(6) . . ?
O1 Ho1 N6 146.27(6) . . ?
O2 Ho1 N6 63.44(5) . . ?
O6 Ho1 N6 70.43(6) . . ?
O3 Ho1 N6 76.34(7) . . ?
O5 Ho1 N6 134.02(6) . . ?
O4 Ho1 N6 110.59(7) . . ?
N5 Ho1 N6 119.84(6) . . ?
N7 Ho1 N6 61.92(6) . . ?
O1 C1 N1 122.6(2) . . ?
O1 C1 N3 121.14(19) . . ?
N1 C1 N3 116.3(2) . . ?
O2 C2 N2 122.9(2) . . ?
O2 C2 N4 120.03(19) . . ?
N2 C2 N4 117.1(2) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N5 C4 C5 114.14(19) . . ?
N5 C4 C3 125.7(2) . . ?
C5 C4 C3 120.1(2) . . ?
N7 C5 C6 121.6(2) . . ?
N7 C5 C4 115.85(18) . . ?
C6 C5 C4 122.4(2) . . ?
C7 C6 C5 118.6(2) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C6 C7 C8 120.2(2) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C9 118.6(2) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
N7 C9 C8 121.6(2) . . ?
N7 C9 C10 116.08(18) . . ?
C8 C9 C10 122.1(2) . . ?
N6 C10 C9 113.98(19) . . ?
N6 C10 C11 125.0(2) . . ?
C9 C10 C11 121.0(2) . . ?
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 . . ?
C1 N1 H1A 115(2) . . ?
C1 N1 H1B 118(2) . . ?
H1A N1 H1B 127(3) . . ?
C2 N2 H2A 112(3) . . ?
C2 N2 H2B 119(3) . . ?
H2A N2 H2B 123(4) . . ?
C1 N3 N5 115.82(17) . . ?
C1 N3 H3 124(2) . . ?
N5 N3 H3 120(2) . . ?
N6 N4 C2 114.69(18) . . ?
N6 N4 H4 127(2) . . ?
C2 N4 H4 118(2) . . ?
C4 N5 N3 120.45(18) . . ?
C4 N5 Ho1 124.80(14) . . ?
N3 N5 Ho1 114.45(12) . . ?
C10 N6 N4 120.74(19) . . ?
C10 N6 Ho1 122.88(15) . . ?
N4 N6 Ho1 114.83(13) . . ?
C5 N7 C9 119.16(18) . . ?
C5 N7 Ho1 119.95(14) . . ?
C9 N7 Ho1 120.53(14) . . ?
C1 O1 Ho1 122.31(14) . . ?
C2 O2 Ho1 124.47(14) . . ?
Ho1 O3 H3WA 123(3) . . ?
Ho1 O3 H3WB 122(3) . . ?
H3WA O3 H3WB 109(4) . . ?
Ho1 O4 H4WA 116(3) . . ?
Ho1 O4 H4WB 118(3) . . ?
H4WA O4 H4WB 104(4) . . ?
Ho1 O5 H5WA 130(3) . . ?
Ho1 O5 H5WB 119(3) . . ?
H5WA O5 H5WB 107(4) . . ?
Ho1 O6 H6WA 110(3) . . ?
Ho1 O6 H6WB 120(2) . . ?
H6WA O6 H6WB 122(4) . . ?
O9 N8 O8 121.1(2) . . ?
O9 N8 O7 118.6(3) . . ?
O8 N8 O7 120.3(2) . . ?
O10 N9 O12 122.1(3) . . ?
O10 N9 O11 120.4(2) . . ?
O12 N9 O11 117.5(2) . . ?
O14 N10 O15 120.3(7) . . ?
O14 N10 O13 119.5(8) . . ?
O15 N10 O13 120.1(10) . . ?
O14A N10A O15A 125.8(10) . . ?
O14A N10A O13A 118.4(12) . . ?
O15A N10A O13A 115.8(12) . . ?

_refine_diff_density_max         1.055
_refine_diff_density_min         -0.958
_refine_diff_density_rms         0.094

