# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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 
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data_lrh_022_r35
_database_code_depnum_ccdc_archive 'CCDC 2165370'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-17 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 O11 Pr'
_chemical_formula_sum            'C24 H34 N3 O11 Pr'
_chemical_formula_weight         681.45
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -2.4164 10.2820 '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                   9.8826(9)
_cell_length_b                   11.1554(10)
_cell_length_c                   13.9347(12)
_cell_angle_alpha                109.747(3)
_cell_angle_beta                 95.520(2)
_cell_angle_gamma                96.847(2)
_cell_volume                     1420.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      72.38
_cell_measurement_theta_min      5.277
_shelx_estimated_absorpt_T_max   0.684
_shelx_estimated_absorpt_T_min   0.341
_exptl_absorpt_coefficient_mu    13.694
_exptl_absorpt_correction_T_max  0.1946
_exptl_absorpt_correction_T_min  0.0292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1380 before and 0.0870 after correction.
The Ratio of minimum to maximum transmission is 0.1501.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            58828
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        66.594
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         5.277
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4933
_reflns_number_total             4970
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.701
_refine_diff_density_min         -1.467
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       0.00096(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         4970
_refine_ls_number_restraints     296
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0306
_refine_ls_restrained_S_all      1.018
_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)+(0.0581P)²+1.7123P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0819
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16-C17 \\sim C16-C17A
 with sigma of 0.02
 C17-C16A \\sim C17A-C16A
 with sigma of 0.02
 N2-C16A \\sim N2-C16
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C17A \\sim C17: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C16A \\sim C16: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C16(0.71604) H16A(0.71604) H16B(0.71604) C17(0.71604)
 H17A(0.71604) H17B(0.71604) H17C(0.71604) C16A(0.28396) H16C(0.28396)
 H16D(0.28396) C17A(0.28396) H17D(0.28396) H17E(0.28396) H17F(0.28396)
6.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C21(H21A,H21B), C12(H12A,H12B), C18(H18A,H18B), C23(H23A,H23B),
 C16(H16A,H16B), C16A(H16C,H16D)
6.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C3(H3), C20(H20), C15(H15), C6(H6), C13(H13)
6.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
6.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C), C17(H17A,H17B,
 H17C), C17A(H17D,H17E,H17F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Pr1 Pr 0.47995(2) 0.56669(2) 0.65325(2) 0.02031(10) Uani 1 1 d . . . . .
O2 O 0.3532(2) 0.4354(2) 0.47781(18) 0.0243(5) Uani 1 1 d . . . . .
O1 O 0.4185(2) 0.7144(2) 0.56758(18) 0.0270(5) Uani 1 1 d . . . . .
O8 O 0.4586(3) 0.6491(2) 0.40426(18) 0.0308(5) Uani 1 1 d . . . . .
O6 O 0.2706(3) 0.6402(3) 0.7128(2) 0.0371(6) Uani 1 1 d . . . . .
O9 O 0.2572(2) 0.4239(3) 0.32430(18) 0.0338(6) Uani 1 1 d . . . . .
O10 O 0.3199(3) 0.8211(2) 0.3360(2) 0.0354(6) Uani 1 1 d . . . . .
O3 O 0.3897(3) 0.4404(3) 0.7594(2) 0.0427(7) Uani 1 1 d . . . . .
O11 O 0.1172(3) 0.2951(3) 0.5194(2) 0.0407(6) Uani 1 1 d . . . . .
O5 O 0.6085(4) 0.8023(3) 0.7539(2) 0.0520(8) Uani 1 1 d . . . . .
N3 N 0.0991(3) 0.7503(3) 0.7653(2) 0.0339(7) Uani 1 1 d . . . . .
O4 O 0.5746(3) 0.6818(4) 0.8444(2) 0.0508(8) Uani 1 1 d . . . . .
C9 C 0.1185(3) 0.4673(3) 0.4581(2) 0.0253(7) Uani 1 1 d . . . . .
C8 C 0.2493(3) 0.4390(3) 0.4162(3) 0.0259(7) Uani 1 1 d . . . . .
C2 C 0.4683(4) 0.8717(3) 0.4923(3) 0.0254(7) Uani 1 1 d . . . . .
N2 N 0.4070(4) 0.3136(4) 0.8560(3) 0.0477(9) Uani 1 1 d D . . . .
C10 C 0.0591(4) 0.5673(3) 0.4429(3) 0.0288(7) Uani 1 1 d . . . . .
H10 H 0.099098 0.612481 0.403051 0.035 Uiso 1 1 calc R U . . .
C3 C 0.4431(4) 1.0398(3) 0.4233(3) 0.0265(7) Uani 1 1 d . . . . .
H3 H 0.405256 1.066921 0.370243 0.032 Uiso 1 1 calc R U . . .
C1 C 0.4447(3) 0.7331(3) 0.4872(3) 0.0237(6) Uani 1 1 d . . . . .
N1 N 0.6303(4) 0.7873(4) 0.8391(3) 0.0480(9) Uani 1 1 d . . . . .
C4 C 0.4093(4) 0.9118(3) 0.4157(3) 0.0265(7) Uani 1 1 d . . . . .
C11 C 0.0584(3) 0.3981(3) 0.5146(3) 0.0284(7) Uani 1 1 d . . . . .
C20 C 0.1965(4) 0.7209(4) 0.7084(3) 0.0356(8) Uani 1 1 d . . . . .
H20 H 0.211288 0.763814 0.661007 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4516(4) 0.3706(4) 0.7937(3) 0.0341(8) Uani 1 1 d . . . . .
H15 H 0.539206 0.356655 0.773462 0.041 Uiso 1 1 calc R U . . .
C5 C 0.2305(4) 0.8669(4) 0.2746(3) 0.0321(8) Uani 1 1 d . . . . .
H5A H 0.284766 0.910782 0.236305 0.039 Uiso 1 1 calc R U . . .
H5B H 0.179282 0.929535 0.319022 0.039 Uiso 1 1 calc R U . . .
O7 O 0.7024(5) 0.8706(4) 0.9132(3) 0.0876(14) Uani 1 1 d . . . . .
C21 C 0.0082(5) 0.8411(4) 0.7547(4) 0.0465(10) Uani 1 1 d . . . . .
H21A H -0.088173 0.795594 0.736026 0.056 Uiso 1 1 calc R U . . .
H21B H 0.031171 0.869784 0.697427 0.056 Uiso 1 1 calc R U . . .
C12 C 0.0898(4) 0.2468(4) 0.5987(3) 0.0380(8) Uani 1 1 d . . . . .
H12A H -0.006426 0.201536 0.584825 0.046 Uiso 1 1 calc R U . . .
H12B H 0.103283 0.318332 0.666039 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1303(4) 0.6331(4) 0.1912(3) 0.0391(8) Uani 1 1 d . . . . .
H7A H 0.195857 0.610286 0.233704 0.047 Uiso 1 1 calc R U . . .
H7B H 0.063131 0.568045 0.141684 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1325(4) 0.7540(4) 0.2010(3) 0.0368(8) Uani 1 1 d . . . . .
H6 H 0.064711 0.771735 0.156716 0.044 Uiso 1 1 calc R U . . .
C13 C 0.1878(5) 0.1556(4) 0.5999(3) 0.0416(9) Uani 1 1 d . . . . .
H13 H 0.282687 0.184585 0.601618 0.050 Uiso 1 1 calc R U . . .
C18 C 0.4927(5) 0.2382(5) 0.8976(4) 0.0519(12) Uani 1 1 d . . . . .
H18A H 0.493086 0.265734 0.973046 0.062 Uiso 1 1 calc R U . . .
H18B H 0.588666 0.256553 0.885223 0.062 Uiso 1 1 calc R U . . .
C23 C 0.0703(6) 0.6817(5) 0.8342(4) 0.0602(13) Uani 1 1 d . . . . .
H23A H 0.075087 0.589089 0.799805 0.072 Uiso 1 1 calc R U . . .
H23B H -0.024010 0.688872 0.851389 0.072 Uiso 1 1 calc R U . . .
C22 C 0.0180(5) 0.9566(5) 0.8493(5) 0.0685(17) Uani 1 1 d . . . . .
H22A H -0.047780 1.011224 0.837792 0.103 Uiso 1 1 calc R U . . .
H22B H 0.111587 1.005439 0.865949 0.103 Uiso 1 1 calc R U . . .
H22C H -0.003509 0.929187 0.906748 0.103 Uiso 1 1 calc R U . . .
C16 C 0.2627(6) 0.3167(5) 0.8794(5) 0.0365(11) Uani 0.716 1 d D U P A 2
H16A H 0.226461 0.235880 0.889628 0.044 Uiso 0.716 1 calc R U P A 2
H16B H 0.202877 0.323863 0.821060 0.044 Uiso 0.716 1 calc R U P A 2
C19 C 0.4417(6) 0.0946(6) 0.8494(5) 0.0683(15) Uani 1 1 d . . . . .
H19A H 0.440826 0.066819 0.774669 0.102 Uiso 1 1 calc R U . . .
H19B H 0.348200 0.075378 0.864131 0.102 Uiso 1 1 calc R U . . .
H19C H 0.502987 0.048388 0.878201 0.102 Uiso 1 1 calc R U . . .
C14 C 0.1525(6) 0.0391(5) 0.5989(5) 0.0591(13) Uani 1 1 d . . . . .
H14A H 0.058482 0.007004 0.597175 0.071 Uiso 1 1 calc R U . . .
H14B H 0.220631 -0.013931 0.599765 0.071 Uiso 1 1 calc R U . . .
C24 C 0.1733(10) 0.7367(11) 0.9322(5) 0.122(4) Uani 1 1 d . . . . .
H24A H 0.266978 0.736130 0.914744 0.183 Uiso 1 1 calc R U . . .
H24B H 0.158130 0.683975 0.975181 0.183 Uiso 1 1 calc R U . . .
H24C H 0.161372 0.825467 0.970113 0.183 Uiso 1 1 calc R U . . .
C17 C 0.2624(12) 0.4300(12) 0.9750(6) 0.087(3) Uani 0.716 1 d . U P A 2
H17A H 0.333662 0.430347 1.029167 0.131 Uiso 0.716 1 calc R U P A 2
H17B H 0.172099 0.423986 0.998095 0.131 Uiso 0.716 1 calc R U P A 2
H17C H 0.281312 0.509829 0.960373 0.131 Uiso 0.716 1 calc R U P A 2
C16A C 0.3488(19) 0.4083(17) 0.9469(12) 0.054(4) Uani 0.284 1 d D U P A 1
H16C H 0.406813 0.425224 1.013563 0.065 Uiso 0.284 1 calc R U P A 1
H16D H 0.342754 0.491235 0.936770 0.065 Uiso 0.284 1 calc R U P A 1
C17A C 0.215(2) 0.340(2) 0.943(2) 0.073(6) Uani 0.284 1 d . U P A 1
H17D H 0.173397 0.295864 0.870616 0.110 Uiso 0.284 1 calc R U P A 1
H17E H 0.157058 0.401562 0.978192 0.110 Uiso 0.284 1 calc R U P A 1
H17F H 0.223187 0.276840 0.976502 0.110 Uiso 0.284 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O2 2.499(2) . ?
Pr1 O2 2.572(2) 2_666 ?
Pr1 O1 2.437(2) . ?
Pr1 O8 2.438(2) 2_666 ?
Pr1 O6 2.432(2) . ?
Pr1 O9 2.571(2) 2_666 ?
Pr1 O3 2.515(3) . ?
Pr1 O5 2.619(3) . ?
Pr1 O4 2.557(3) . ?
O2 C8 1.287(4) . ?
O1 C1 1.251(4) . ?
O8 C1 1.250(4) . ?
O6 C20 1.239(5) . ?
O9 C8 1.246(4) . ?
O10 C4 1.370(4) . ?
O10 C5 1.426(4) . ?
O3 C15 1.233(5) . ?
O11 C11 1.366(4) . ?
O11 C12 1.418(5) . ?
O5 N1 1.256(5) . ?
N3 C20 1.307(5) . ?
N3 C21 1.465(5) . ?
N3 C23 1.445(6) . ?
O4 N1 1.266(5) . ?
C9 C8 1.493(5) . ?
C9 C10 1.387(5) . ?
C9 C11 1.400(5) . ?
C2 C3 1.391(5) 2_676 ?
C2 C1 1.511(4) . ?
C2 C4 1.395(5) . ?
N2 C15 1.315(5) . ?
N2 C18 1.472(5) . ?
N2 C16 1.495(6) . ?
N2 C16A 1.560(14) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(5) 2_566 ?
C3 H3 0.9500 . ?
C3 C4 1.392(5) . ?
N1 O7 1.220(5) . ?
C20 H20 0.9500 . ?
C15 H15 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.491(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.485(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.489(5) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C7 C6 1.306(6) . ?
C6 H6 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.299(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.513(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.515(10) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.495(10) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C16A C17A 1.43(3) . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Pr1 O2 72.20(8) . 2_666 ?
O2 Pr1 O9 115.95(8) . 2_666 ?
O2 Pr1 O3 101.61(9) . . ?
O2 Pr1 O5 84.96(10) 2_666 . ?
O2 Pr1 O5 138.77(9) . . ?
O2 Pr1 O4 169.77(9) . . ?
O1 Pr1 O2 72.30(7) . 2_666 ?
O1 Pr1 O2 71.93(8) . . ?
O1 Pr1 O8 134.64(8) . 2_666 ?
O1 Pr1 O9 109.53(8) . 2_666 ?
O1 Pr1 O3 142.76(8) . . ?
O1 Pr1 O5 68.55(9) . . ?
O1 Pr1 O4 112.88(10) . . ?
O8 Pr1 O2 69.51(8) 2_666 . ?
O8 Pr1 O2 73.91(8) 2_666 2_666 ?
O8 Pr1 O9 68.71(9) 2_666 2_666 ?
O8 Pr1 O3 69.21(9) 2_666 . ?
O8 Pr1 O5 136.57(10) 2_666 . ?
O8 Pr1 O4 109.22(10) 2_666 . ?
O6 Pr1 O2 91.65(9) . . ?
O6 Pr1 O2 144.52(8) . 2_666 ?
O6 Pr1 O1 72.69(8) . . ?
O6 Pr1 O8 130.60(9) . 2_666 ?
O6 Pr1 O9 151.91(9) . 2_666 ?
O6 Pr1 O3 70.87(9) . . ?
O6 Pr1 O5 87.60(10) . . ?
O6 Pr1 O4 81.60(10) . . ?
O9 Pr1 O2 50.92(7) 2_666 2_666 ?
O9 Pr1 O5 68.50(10) 2_666 . ?
O3 Pr1 O2 142.21(8) . 2_666 ?
O3 Pr1 O9 106.16(9) . 2_666 ?
O3 Pr1 O5 116.84(10) . . ?
O3 Pr1 O4 68.97(11) . . ?
O4 Pr1 O2 117.59(9) . 2_666 ?
O4 Pr1 O9 71.70(9) . 2_666 ?
O4 Pr1 O5 49.08(11) . . ?
Pr1 O2 Pr1 107.80(8) . 2_666 ?
C8 O2 Pr1 138.7(2) . . ?
C8 O2 Pr1 92.84(19) . 2_666 ?
C1 O1 Pr1 135.1(2) . . ?
C1 O8 Pr1 137.8(2) . 2_666 ?
C20 O6 Pr1 140.0(3) . . ?
C8 O9 Pr1 93.89(19) . 2_666 ?
C4 O10 C5 117.2(3) . . ?
C15 O3 Pr1 126.7(3) . . ?
C11 O11 C12 118.3(3) . . ?
N1 O5 Pr1 95.4(2) . . ?
C20 N3 C21 122.6(3) . . ?
C20 N3 C23 119.0(3) . . ?
C23 N3 C21 118.1(3) . . ?
N1 O4 Pr1 98.1(2) . . ?
C10 C9 C8 118.5(3) . . ?
C10 C9 C11 120.1(3) . . ?
C11 C9 C8 121.3(3) . . ?
O2 C8 Pr1 61.16(16) . 2_666 ?
O2 C8 C9 118.6(3) . . ?
O9 C8 Pr1 61.04(17) . 2_666 ?
O9 C8 O2 121.6(3) . . ?
O9 C8 C9 119.8(3) . . ?
C9 C8 Pr1 169.8(2) . 2_666 ?
C3 C2 C1 117.0(3) 2_676 . ?
C3 C2 C4 119.9(3) 2_676 . ?
C4 C2 C1 123.0(3) . . ?
C15 N2 C18 121.4(4) . . ?
C15 N2 C16 119.8(4) . . ?
C15 N2 C16A 111.7(7) . . ?
C18 N2 C16 118.6(4) . . ?
C18 N2 C16A 108.3(7) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.6(3) . 2_566 ?
C11 C10 H10 119.7 2_566 . ?
C2 C3 H3 119.7 2_676 . ?
C2 C3 C4 120.7(3) 2_676 . ?
C4 C3 H3 119.7 . . ?
O1 C1 C2 116.8(3) . . ?
O8 C1 O1 126.5(3) . . ?
O8 C1 C2 116.6(3) . . ?
O5 N1 Pr1 60.1(2) . . ?
O5 N1 O4 117.0(3) . . ?
O4 N1 Pr1 57.29(19) . . ?
O7 N1 Pr1 173.6(4) . . ?
O7 N1 O5 121.3(5) . . ?
O7 N1 O4 121.7(4) . . ?
O10 C4 C2 117.2(3) . . ?
O10 C4 C3 123.4(3) . . ?
C3 C4 C2 119.4(3) . . ?
O11 C11 C9 116.4(3) . . ?
O11 C11 C10 124.2(3) . 2_566 ?
C10 C11 C9 119.3(3) 2_566 . ?
O6 C20 N3 123.8(4) . . ?
O6 C20 H20 118.1 . . ?
N3 C20 H20 118.1 . . ?
O3 C15 N2 125.7(4) . . ?
O3 C15 H15 117.1 . . ?
N2 C15 H15 117.1 . . ?
O10 C5 H5A 110.1 . . ?
O10 C5 H5B 110.1 . . ?
O10 C5 C6 108.1(3) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
N3 C21 H21A 108.8 . . ?
N3 C21 H21B 108.8 . . ?
N3 C21 C22 113.8(4) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
O11 C12 H12A 110.3 . . ?
O11 C12 H12B 110.3 . . ?
O11 C12 C13 106.9(3) . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.3 . . ?
C13 C12 H12B 110.3 . . ?
H7A C7 H7B 120.0 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
C5 C6 H6 116.7 . . ?
C7 C6 C5 126.6(4) . . ?
C7 C6 H6 116.7 . . ?
C12 C13 H13 117.8 . . ?
C14 C13 C12 124.5(4) . . ?
C14 C13 H13 117.8 . . ?
N2 C18 H18A 109.1 . . ?
N2 C18 H18B 109.1 . . ?
N2 C18 C19 112.4(5) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
N3 C23 H23A 109.6 . . ?
N3 C23 H23B 109.6 . . ?
N3 C23 C24 110.4(6) . . ?
H23A C23 H23B 108.1 . . ?
C24 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C16 H16A 109.9 . . ?
N2 C16 H16B 109.9 . . ?
N2 C16 C17 108.9(6) . . ?
H16A C16 H16B 108.3 . . ?
C17 C16 H16A 109.9 . . ?
C17 C16 H16B 109.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C16A H16C 111.2 . . ?
N2 C16A H16D 111.2 . . ?
H16C C16A H16D 109.1 . . ?
C17A C16A N2 103.1(15) . . ?
C17A C16A H16C 111.2 . . ?
C17A C16A H16D 111.2 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pr1 O2 C8 Pr1 121.3(3) . . . 2_666 ?
Pr1 O2 C8 O9 130.5(3) . . . . ?
Pr1 O2 C8 O9 9.1(3) 2_666 . . . ?
Pr1 O2 C8 C9 -47.1(5) . . . . ?
Pr1 O2 C8 C9 -168.4(3) 2_666 . . . ?
Pr1 O1 C1 O8 35.2(5) . . . . ?
Pr1 O1 C1 C2 -141.9(2) . . . . ?
Pr1 O8 C1 O1 -24.3(6) 2_666 . . . ?
Pr1 O8 C1 C2 152.7(2) 2_666 . . . ?
Pr1 O6 C20 N3 -168.0(3) . . . . ?
Pr1 O9 C8 O2 -9.1(3) 2_666 . . . ?
Pr1 O9 C8 C9 168.4(3) 2_666 . . . ?
Pr1 O3 C15 N2 174.1(3) . . . . ?
Pr1 O5 N1 O4 -6.9(4) . . . . ?
Pr1 O5 N1 O7 172.7(4) . . . . ?
Pr1 O4 N1 O5 7.1(4) . . . . ?
Pr1 O4 N1 O7 -172.5(4) . . . . ?
O10 C5 C6 C7 -2.0(6) . . . . ?
O11 C12 C13 C14 -129.8(5) . . . . ?
C8 C9 C10 C11 -176.4(3) . . . 2_566 ?
C8 C9 C11 O11 -6.9(5) . . . . ?
C8 C9 C11 C10 176.3(3) . . . 2_566 ?
C2 C3 C4 O10 178.2(3) 2_676 . . . ?
C2 C3 C4 C2 -1.9(6) 2_676 . . . ?
C10 C9 C8 Pr1 40.8(15) . . . 2_666 ?
C10 C9 C8 O2 126.4(3) . . . . ?
C10 C9 C8 O9 -51.2(5) . . . . ?
C10 C9 C11 O11 175.2(3) . . . . ?
C10 C9 C11 C10 -1.5(6) . . . 2_566 ?
C3 C2 C1 O1 47.4(4) 2_676 . . . ?
C3 C2 C1 O8 -129.9(3) 2_676 . . . ?
C3 C2 C4 O10 -178.2(3) 2_676 . . . ?
C3 C2 C4 C3 1.8(6) 2_676 . . . ?
C1 C2 C4 O10 3.9(5) . . . . ?
C1 C2 C4 C3 -176.0(3) . . . . ?
C4 O10 C5 C6 -173.7(3) . . . . ?
C4 C2 C1 O1 -134.7(3) . . . . ?
C4 C2 C1 O8 48.0(5) . . . . ?
C11 O11 C12 C13 -168.3(3) . . . . ?
C11 C9 C8 Pr1 -137.1(12) . . . 2_666 ?
C11 C9 C8 O2 -51.5(5) . . . . ?
C11 C9 C8 O9 130.9(4) . . . . ?
C11 C9 C10 C11 1.5(6) . . . 2_566 ?
C20 N3 C21 C22 -118.8(5) . . . . ?
C20 N3 C23 C24 80.5(5) . . . . ?
C15 N2 C18 C19 -107.8(5) . . . . ?
C15 N2 C16 C17 -92.7(7) . . . . ?
C15 N2 C16A C17A 127.5(14) . . . . ?
C5 O10 C4 C2 162.5(3) . . . . ?
C5 O10 C4 C3 -17.6(5) . . . . ?
C21 N3 C20 O6 -176.7(4) . . . . ?
C21 N3 C23 C24 -105.5(5) . . . . ?
C12 O11 C11 C9 161.1(3) . . . . ?
C12 O11 C11 C10 -22.4(5) . . . 2_566 ?
C18 N2 C15 O3 -176.3(4) . . . . ?
C18 N2 C16 C17 91.8(7) . . . . ?
C18 N2 C16A C17A -96.2(15) . . . . ?
C23 N3 C20 O6 -3.0(7) . . . . ?
C23 N3 C21 C22 67.4(6) . . . . ?
C16 N2 C15 O3 8.3(7) . . . . ?
C16 N2 C18 C19 67.7(6) . . . . ?
C16A N2 C15 O3 -46.5(10) . . . . ?
C16A N2 C18 C19 121.0(8) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT973_lrh_022_r35         
;
PROBLEM: Check Calcd Positive Resid. Density on       Pr1       1.78 eA-3  
RESPONSE: The proximity of this density to the large praseodymium atom is most
likely the result of a series termination (Fourier ripples).
;
####################################################################### 
# 
# 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_022_r37
_database_code_depnum_ccdc_archive 'CCDC 2165377'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-17 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 Eu N3 O11'
_chemical_formula_sum            'C24 H34 Eu N3 O11'
_chemical_formula_weight         692.50
_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 0.0181 0.0091 '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'
Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   10.3817(7)
_cell_length_b                   10.4095(7)
_cell_length_c                   13.8631(10)
_cell_angle_alpha                81.397(4)
_cell_angle_beta                 70.936(4)
_cell_angle_gamma                89.265(4)
_cell_volume                     1399.02(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9069
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      72.52
_cell_measurement_theta_min      3.41
_shelx_estimated_absorpt_T_max   0.852
_shelx_estimated_absorpt_T_min   0.350
_exptl_absorpt_coefficient_mu    16.589
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.5546
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1442 before and 0.1060 after correction.
The Ratio of minimum to maximum transmission is 0.7359.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0999
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            35592
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.767
_diffrn_reflns_theta_min         4.299
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4892
_reflns_number_total             5429
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.878
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5429
_refine_ls_number_restraints     265
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.065
_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)+(0.0845P)²+0.3803P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1289
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C21(H21A,H21B), C18(H18A,H18B), C5(H5A,H5B), C23(H23A,H23B),
 C16(H16A,H16B)
3.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C20(H20), C3(H3), C15(H15), C13(H13), C6(H6)
3.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
3.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C17(H17A,H17B,H17C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Eu1 Eu 0.57882(3) 0.50718(2) 0.33196(2) 0.02529(12) Uani 1 1 d . . . . .
O2 O 0.3627(4) 0.6034(4) 0.3771(3) 0.0342(8) Uani 1 1 d . . . . .
O1 O 0.4259(4) 0.3394(3) 0.4385(3) 0.0336(8) Uani 1 1 d . . . . .
O8 O 0.3843(4) 0.2968(4) 0.6089(3) 0.0364(8) Uani 1 1 d . . . . .
O3 O 0.4720(4) 0.4502(4) 0.2112(3) 0.0369(8) Uani 1 1 d . . . . .
O9 O 0.3161(4) 0.5665(4) 0.5478(3) 0.0336(8) Uani 1 1 d . . . . .
O5 O 0.8184(4) 0.5813(4) 0.2241(3) 0.0443(9) Uani 1 1 d . . . . .
O11 O 0.1337(4) 0.6948(4) 0.3399(3) 0.0422(9) Uani 1 1 d . . . . .
O4 O 0.6614(5) 0.6705(4) 0.1705(3) 0.0455(9) Uani 1 1 d . . . . .
O6 O 0.6893(4) 0.3169(4) 0.2703(3) 0.0431(9) Uani 1 1 d . . . . .
O10 O 0.7199(5) -0.0950(4) 0.5547(4) 0.0497(11) Uani 1 1 d . . . . .
N2 N 0.3179(5) 0.4345(5) 0.1289(4) 0.0373(10) Uani 1 1 d . . . . .
N1 N 0.7885(5) 0.6658(5) 0.1599(4) 0.0454(11) Uani 1 1 d . . . . .
N3 N 0.6951(6) 0.1084(5) 0.2385(4) 0.0438(11) Uani 1 1 d . . . . .
C11 C 0.0648(5) 0.5975(5) 0.4183(4) 0.0315(10) Uani 1 1 d . . . . .
C9 C 0.1341(5) 0.5414(5) 0.4837(4) 0.0303(10) Uani 1 1 d . . . . .
C1 C 0.4174(5) 0.2647(5) 0.5203(4) 0.0302(10) Uani 1 1 d . . . . .
C10 C -0.0685(5) 0.5551(5) 0.4344(4) 0.0311(10) Uani 1 1 d . . . . .
H10 H -0.114963 0.592578 0.388890 0.037 Uiso 1 1 calc R U . . .
C20 C 0.3588(6) 0.4750(5) 0.2001(4) 0.0361(11) Uani 1 1 d . . . . .
H20 H 0.298885 0.525871 0.245774 0.043 Uiso 1 1 calc R U . . .
C2 C 0.4574(5) 0.1251(5) 0.5113(4) 0.0304(10) Uani 1 1 d . . . . .
C3 C 0.5663(6) 0.0812(5) 0.5411(4) 0.0333(10) Uani 1 1 d . . . . .
H3 H 0.610999 0.136618 0.569806 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2816(5) 0.5749(5) 0.4674(4) 0.0300(10) Uani 1 1 d . . . . .
O7 O 0.8731(6) 0.7361(7) 0.0950(5) 0.091(2) Uani 1 1 d . . . . .
C4 C 0.6117(6) -0.0442(5) 0.5295(4) 0.0349(11) Uani 1 1 d . . . . .
C15 C 0.6354(6) 0.2196(6) 0.2537(4) 0.0391(12) Uani 1 1 d . . . . .
H15 H 0.544890 0.226321 0.251808 0.047 Uiso 1 1 calc R U . . .
C12 C 0.0648(6) 0.7576(6) 0.2743(4) 0.0397(12) Uani 1 1 d . . . . .
H12A H -0.008349 0.810815 0.312657 0.048 Uiso 1 1 calc R U . . .
H12B H 0.023379 0.692687 0.246699 0.048 Uiso 1 1 calc R U . . .
C13 C 0.1702(7) 0.8427(6) 0.1876(5) 0.0480(14) Uani 1 1 d . . . . .
H13 H 0.139159 0.896186 0.138431 0.058 Uiso 1 1 calc R U . . .
C21 C 0.4048(7) 0.3521(6) 0.0584(5) 0.0431(13) Uani 1 1 d . . . . .
H21A H 0.501036 0.366376 0.053392 0.052 Uiso 1 1 calc R U . . .
H21B H 0.397778 0.377567 -0.011395 0.052 Uiso 1 1 calc R U . . .
C18 C 0.6295(8) 0.0042(6) 0.2082(5) 0.0497(15) Uani 1 1 d . . . . .
H18A H 0.529983 0.016822 0.229456 0.060 Uiso 1 1 calc R U . . .
H18B H 0.644262 -0.080304 0.245733 0.060 Uiso 1 1 calc R U . . .
C5 C 0.7916(7) -0.0163(6) 0.5964(6) 0.0481(14) Uani 1 1 d . . . . .
H5A H 0.728395 0.013265 0.658948 0.058 Uiso 1 1 calc R U . . .
H5B H 0.833525 0.061312 0.545246 0.058 Uiso 1 1 calc R U . . .
C23 C 0.1832(7) 0.4651(7) 0.1211(6) 0.0490(14) Uani 1 1 d . . . . .
H23A H 0.126966 0.496514 0.185167 0.059 Uiso 1 1 calc R U . . .
H23B H 0.138081 0.384353 0.115965 0.059 Uiso 1 1 calc R U . . .
C7 C 0.9162(8) -0.2192(7) 0.6219(6) 0.0579(17) Uani 1 1 d . . . . .
H7A H 0.855493 -0.269164 0.602444 0.070 Uiso 1 1 calc R U . . .
H7B H 0.989037 -0.259734 0.640521 0.070 Uiso 1 1 calc R U . . .
C14 C 0.3006(7) 0.8491(7) 0.1744(5) 0.0504(15) Uani 1 1 d . . . . .
H14A H 0.335807 0.797257 0.221828 0.060 Uiso 1 1 calc R U . . .
H14B H 0.360125 0.905557 0.117498 0.060 Uiso 1 1 calc R U . . .
C16 C 0.8293(7) 0.0905(7) 0.2472(6) 0.0533(15) Uani 1 1 d . . . . .
H16A H 0.844398 -0.003732 0.259582 0.064 Uiso 1 1 calc R U . . .
H16B H 0.833561 0.127957 0.307726 0.064 Uiso 1 1 calc R U . . .
C6 C 0.8998(8) -0.0958(7) 0.6231(6) 0.0586(18) Uani 1 1 d . . . . .
H6 H 0.963485 -0.050749 0.643185 0.070 Uiso 1 1 calc R U . . .
C22 C 0.3644(8) 0.2097(7) 0.0947(7) 0.0592(18) Uani 1 1 d . . . . .
H22A H 0.432957 0.157100 0.052660 0.089 Uiso 1 1 calc R U . . .
H22B H 0.275537 0.192373 0.087683 0.089 Uiso 1 1 calc R U . . .
H22C H 0.358378 0.187154 0.167280 0.089 Uiso 1 1 calc R U . . .
C24 C 0.1879(8) 0.5673(9) 0.0287(6) 0.0636(19) Uani 1 1 d . . . . .
H24A H 0.243519 0.537091 -0.035116 0.095 Uiso 1 1 calc R U . . .
H24B H 0.228038 0.649040 0.035013 0.095 Uiso 1 1 calc R U . . .
H24C H 0.095131 0.581414 0.026952 0.095 Uiso 1 1 calc R U . . .
C17 C 0.9415(9) 0.1526(11) 0.1529(8) 0.081(3) Uani 1 1 d . . . . .
H17A H 0.938827 0.115212 0.092761 0.122 Uiso 1 1 calc R U . . .
H17B H 1.029816 0.136556 0.163007 0.122 Uiso 1 1 calc R U . . .
H17C H 0.929138 0.246455 0.141490 0.122 Uiso 1 1 calc R U . . .
C19 C 0.6814(9) -0.0009(7) 0.0952(6) 0.0610(19) Uani 1 1 d . . . . .
H19A H 0.673822 0.084512 0.057093 0.091 Uiso 1 1 calc R U . . .
H19B H 0.627382 -0.066017 0.079099 0.091 Uiso 1 1 calc R U . . .
H19C H 0.777203 -0.024553 0.075011 0.091 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O2 2.375(4) . ?
Eu1 O1 2.349(4) . ?
Eu1 O8 2.389(4) 2_666 ?
Eu1 O3 2.431(4) . ?
Eu1 O9 2.311(3) 2_666 ?
Eu1 O5 2.508(4) . ?
Eu1 O4 2.506(4) . ?
Eu1 O6 2.404(4) . ?
O2 C8 1.254(7) . ?
O1 C1 1.254(6) . ?
O8 C1 1.258(6) . ?
O3 C20 1.253(7) . ?
O9 C8 1.269(6) . ?
O5 N1 1.265(7) . ?
O11 C11 1.378(6) . ?
O11 C12 1.415(7) . ?
O4 N1 1.280(7) . ?
O6 C15 1.249(7) . ?
O10 C4 1.359(7) . ?
O10 C5 1.414(7) . ?
N2 C20 1.317(7) . ?
N2 C21 1.470(8) . ?
N2 C23 1.465(8) . ?
N1 O7 1.191(7) . ?
N3 C15 1.318(8) . ?
N3 C18 1.469(8) . ?
N3 C16 1.446(9) . ?
C11 C9 1.392(7) . ?
C11 C10 1.394(7) . ?
C9 C10 1.391(7) 2_566 ?
C9 C8 1.510(7) . ?
C1 C2 1.518(7) . ?
C10 H10 0.9500 . ?
C20 H20 0.9500 . ?
C2 C3 1.376(8) . ?
C2 C4 1.402(7) 2_656 ?
C3 H3 0.9500 . ?
C3 C4 1.396(8) . ?
C15 H15 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.508(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.307(10) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.511(10) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.490(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.497(10) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.526(11) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C7 C6 1.296(11) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.501(11) . ?
C6 H6 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Eu1 O8 75.36(13) . 2_666 ?
O2 Eu1 O3 74.49(13) . . ?
O2 Eu1 O5 135.92(14) . . ?
O2 Eu1 O4 90.19(14) . . ?
O2 Eu1 O6 141.59(14) . . ?
O1 Eu1 O2 75.30(13) . . ?
O1 Eu1 O8 122.49(13) . 2_666 ?
O1 Eu1 O3 79.92(13) . . ?
O1 Eu1 O5 148.78(14) . . ?
O1 Eu1 O4 151.13(13) . . ?
O1 Eu1 O6 78.01(14) . . ?
O8 Eu1 O3 135.30(13) 2_666 . ?
O8 Eu1 O5 75.63(14) 2_666 . ?
O8 Eu1 O4 75.80(14) 2_666 . ?
O8 Eu1 O6 142.99(14) 2_666 . ?
O3 Eu1 O5 105.41(14) . . ?
O3 Eu1 O4 72.11(14) . . ?
O9 Eu1 O2 122.61(13) 2_666 . ?
O9 Eu1 O1 78.10(13) 2_666 . ?
O9 Eu1 O8 77.89(13) 2_666 2_666 ?
O9 Eu1 O3 146.75(13) 2_666 . ?
O9 Eu1 O5 82.08(14) 2_666 . ?
O9 Eu1 O4 130.15(14) 2_666 . ?
O9 Eu1 O6 77.18(14) 2_666 . ?
O4 Eu1 O5 50.72(14) . . ?
O6 Eu1 O3 74.05(14) . . ?
O6 Eu1 O5 74.21(15) . . ?
O6 Eu1 O4 100.52(15) . . ?
C8 O2 Eu1 119.0(3) . . ?
C1 O1 Eu1 135.3(3) . . ?
C1 O8 Eu1 132.4(3) . 2_666 ?
C20 O3 Eu1 132.6(4) . . ?
C8 O9 Eu1 159.9(3) . 2_666 ?
N1 O5 Eu1 97.1(3) . . ?
C11 O11 C12 118.6(4) . . ?
N1 O4 Eu1 96.8(3) . . ?
C15 O6 Eu1 127.5(4) . . ?
C4 O10 C5 118.1(5) . . ?
C20 N2 C21 120.3(5) . . ?
C20 N2 C23 121.1(5) . . ?
C23 N2 C21 118.5(5) . . ?
O5 N1 Eu1 57.7(3) . . ?
O5 N1 O4 115.1(5) . . ?
O4 N1 Eu1 57.6(3) . . ?
O7 N1 Eu1 175.4(6) . . ?
O7 N1 O5 122.1(6) . . ?
O7 N1 O4 122.8(6) . . ?
C15 N3 C18 120.8(6) . . ?
C15 N3 C16 119.7(5) . . ?
C16 N3 C18 119.4(5) . . ?
O11 C11 C9 117.0(5) . . ?
O11 C11 C10 123.2(5) . . ?
C9 C11 C10 119.9(5) . . ?
C11 C9 C8 123.2(5) . . ?
C10 C9 C11 119.5(5) 2_566 . ?
C10 C9 C8 117.2(5) 2_566 . ?
O1 C1 O8 125.6(5) . . ?
O1 C1 C2 117.4(4) . . ?
O8 C1 C2 117.0(5) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.7(5) 2_566 . ?
C9 C10 H10 119.7 2_566 . ?
O3 C20 N2 123.8(5) . . ?
O3 C20 H20 118.1 . . ?
N2 C20 H20 118.1 . . ?
C3 C2 C1 118.2(5) . . ?
C3 C2 C4 120.8(5) . 2_656 ?
C4 C2 C1 121.0(5) 2_656 . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.5(5) . . ?
C4 C3 H3 119.7 . . ?
O2 C8 Eu1 40.8(2) . . ?
O2 C8 O9 124.1(5) . . ?
O2 C8 C9 119.2(4) . . ?
O9 C8 Eu1 91.7(3) . . ?
O9 C8 C9 116.6(5) . . ?
C9 C8 Eu1 139.8(3) . . ?
O10 C4 C2 116.6(5) . 2_656 ?
O10 C4 C3 124.7(5) . . ?
C3 C4 C2 118.7(5) . 2_656 ?
O6 C15 N3 124.7(6) . . ?
O6 C15 H15 117.6 . . ?
N3 C15 H15 117.6 . . ?
O11 C12 H12A 110.4 . . ?
O11 C12 H12B 110.4 . . ?
O11 C12 C13 106.6(5) . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.4 . . ?
C13 C12 H12B 110.4 . . ?
C12 C13 H13 117.3 . . ?
C14 C13 C12 125.4(6) . . ?
C14 C13 H13 117.3 . . ?
N2 C21 H21A 109.3 . . ?
N2 C21 H21B 109.3 . . ?
N2 C21 C22 111.8(5) . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
N3 C18 H18A 108.9 . . ?
N3 C18 H18B 108.9 . . ?
N3 C18 C19 113.5(6) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
O10 C5 H5A 110.1 . . ?
O10 C5 H5B 110.1 . . ?
O10 C5 C6 107.9(5) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
N2 C23 H23A 108.8 . . ?
N2 C23 H23B 108.8 . . ?
N2 C23 C24 113.6(6) . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
H7A C7 H7B 120.0 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
N3 C16 H16A 108.9 . . ?
N3 C16 H16B 108.9 . . ?
N3 C16 C17 113.2(7) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C5 C6 H6 116.4 . . ?
C7 C6 C5 127.3(7) . . ?
C7 C6 H6 116.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Eu1 O2 C8 O9 43.1(6) . . . . ?
Eu1 O2 C8 C9 -133.7(4) . . . . ?
Eu1 O1 C1 O8 73.0(7) . . . . ?
Eu1 O1 C1 C2 -103.7(5) . . . . ?
Eu1 O8 C1 O1 -33.3(8) 2_666 . . . ?
Eu1 O8 C1 C2 143.4(4) 2_666 . . . ?
Eu1 O3 C20 N2 -179.8(4) . . . . ?
Eu1 O9 C8 Eu1 -37.7(11) 2_666 . . . ?
Eu1 O9 C8 O2 -64.3(12) 2_666 . . . ?
Eu1 O9 C8 C9 112.6(10) 2_666 . . . ?
Eu1 O5 N1 O4 -5.1(5) . . . . ?
Eu1 O5 N1 O7 174.6(7) . . . . ?
Eu1 O4 N1 O5 5.1(5) . . . . ?
Eu1 O4 N1 O7 -174.6(7) . . . . ?
Eu1 O6 C15 N3 -166.7(5) . . . . ?
O1 C1 C2 C3 117.3(5) . . . . ?
O1 C1 C2 C4 -60.5(7) . . . 2_656 ?
O8 C1 C2 C3 -59.7(7) . . . . ?
O8 C1 C2 C4 122.5(5) . . . 2_656 ?
O11 C11 C9 C10 178.5(5) . . . 2_566 ?
O11 C11 C9 C8 -4.9(8) . . . . ?
O11 C11 C10 C9 -178.5(5) . . . 2_566 ?
O11 C12 C13 C14 3.7(9) . . . . ?
O10 C5 C6 C7 -8.3(12) . . . . ?
C11 O11 C12 C13 -171.4(5) . . . . ?
C11 C9 C8 Eu1 -80.1(7) . . . . ?
C11 C9 C8 O2 -33.1(7) . . . . ?
C11 C9 C8 O9 149.8(5) . . . . ?
C9 C11 C10 C9 1.1(9) . . . 2_566 ?
C1 C2 C3 C4 -176.7(5) . . . . ?
C10 C11 C9 C10 -1.0(8) . . . 2_566 ?
C10 C11 C9 C8 175.6(5) . . . . ?
C10 C9 C8 Eu1 96.6(6) 2_566 . . . ?
C10 C9 C8 O2 143.6(5) 2_566 . . . ?
C10 C9 C8 O9 -33.5(7) 2_566 . . . ?
C20 N2 C21 C22 97.1(7) . . . . ?
C20 N2 C23 C24 106.9(7) . . . . ?
C2 C3 C4 O10 178.6(5) . . . . ?
C2 C3 C4 C2 -1.1(9) . . . 2_656 ?
C4 O10 C5 C6 176.8(6) . . . . ?
C4 C2 C3 C4 1.1(9) 2_656 . . . ?
C15 N3 C18 C19 98.7(8) . . . . ?
C15 N3 C16 C17 -79.5(9) . . . . ?
C12 O11 C11 C9 -177.6(5) . . . . ?
C12 O11 C11 C10 1.9(8) . . . . ?
C21 N2 C20 O3 1.9(9) . . . . ?
C21 N2 C23 C24 -75.9(7) . . . . ?
C18 N3 C15 O6 -173.2(6) . . . . ?
C18 N3 C16 C17 97.7(8) . . . . ?
C5 O10 C4 C2 -179.8(5) . . . 2_656 ?
C5 O10 C4 C3 0.5(9) . . . . ?
C23 N2 C20 O3 179.0(5) . . . . ?
C23 N2 C21 C22 -80.1(7) . . . . ?
C16 N3 C15 O6 4.0(10) . . . . ?
C16 N3 C18 C19 -78.5(8) . . . . ?


_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_lrh_022_r36
_database_code_depnum_ccdc_archive 'CCDC 2165373'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-17 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 Nd O11'
_chemical_formula_sum            'C24 H34 N3 Nd O11'
_chemical_formula_weight         684.78
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Nd Nd -3.1807 10.9079 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   9.9056(10)
_cell_length_b                   11.1381(11)
_cell_length_c                   13.9162(14)
_cell_angle_alpha                109.803(3)
_cell_angle_beta                 95.425(3)
_cell_angle_gamma                96.535(4)
_cell_volume                     1420.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9643
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      73.58
_cell_measurement_theta_min      3.41
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.390
_exptl_absorpt_coefficient_mu    14.479
_exptl_absorpt_correction_T_max  0.2117
_exptl_absorpt_correction_T_min  0.1229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1203 before and 0.0979 after correction.
The Ratio of minimum to maximum transmission is 0.5805.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             694
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            54599
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.111
_diffrn_reflns_theta_max         67.111
_diffrn_reflns_theta_min         3.410
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4824
_reflns_number_total             4998
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.737
_refine_diff_density_min         -0.785
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         4998
_refine_ls_number_restraints     294
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.081
_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)+(0.0638P)²+2.5140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1047
_refine_ls_wR_factor_ref         0.1058
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C17-C16 \\sim C19-C18
 with sigma of 0.02
 N2-C26 \\sim N2-C16
 with sigma of 0.02
 C26-C17 \\sim C17A-C16
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C26 \\sim C16: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C17 \\sim C17A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C16(0.6061) H16A(0.6061) H16B(0.6061) C17(0.3939) H17A(0.3939)
 H17B(0.3939) H17C(0.3939) C26(0.3939) H26A(0.3939) H26B(0.3939) C17A(0.6061)
 H17D(0.6061) H17E(0.6061) H17F(0.6061)
6.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C5(H5A,H5B), C21(H21A,H21B), C18(H18A,H18B), C23(H23A,H23B),
 C16(H16A,H16B), C26(H26A,H26B)
6.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C3(H3), C15(H15), C13(H13), C6(H6), C20(H20)
6.c X=CH2 refined with riding coordinates:
 C14(H14A,H14B), C7(H7A,H7B)
6.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C), C17(H17A,H17B,
 H17C), C17A(H17D,H17E,H17F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Nd1 Nd 0.48173(2) 0.56700(2) 0.65291(2) 0.03171(11) Uani 1 1 d . . . . .
O9 O 0.5795(4) 0.2849(3) 0.4312(3) 0.0401(7) Uani 1 1 d . . . . .
O1 O 0.3542(3) 0.4373(3) 0.4792(3) 0.0371(7) Uani 1 1 d . . . . .
O11 O 0.6794(4) 0.1782(3) 0.6637(3) 0.0508(9) Uani 1 1 d . . . . .
O2 O 0.5418(4) 0.3514(3) 0.5957(3) 0.0447(8) Uani 1 1 d . . . . .
O8 O 0.2589(4) 0.4242(4) 0.3260(3) 0.0521(9) Uani 1 1 d . . . . .
O6 O 0.2743(4) 0.6393(4) 0.7125(3) 0.0551(9) Uani 1 1 d . . . . .
O10 O -0.1191(4) 0.7035(4) 0.4791(3) 0.0592(10) Uani 1 1 d . . . . .
O3 O 0.3945(5) 0.4435(4) 0.7598(3) 0.0626(11) Uani 1 1 d . . . . .
O5 O 0.6073(6) 0.8004(4) 0.7522(4) 0.0756(13) Uani 1 1 d . . . . .
N3 N 0.1018(5) 0.7492(5) 0.7646(4) 0.0541(11) Uani 1 1 d . . . . .
C2 C 0.1183(5) 0.4684(5) 0.4596(4) 0.0394(10) Uani 1 1 d . . . . .
O4 O 0.5765(5) 0.6798(6) 0.8421(3) 0.0739(13) Uani 1 1 d . . . . .
C9 C 0.5307(5) 0.1277(5) 0.5074(4) 0.0372(9) Uani 1 1 d . . . . .
C11 C 0.5892(5) 0.0879(5) 0.5839(4) 0.0398(10) Uani 1 1 d . . . . .
C1 C 0.2515(5) 0.4400(5) 0.4173(4) 0.0384(10) Uani 1 1 d . . . . .
N2 N 0.4076(6) 0.3173(6) 0.8570(5) 0.0708(16) Uani 1 1 d D . . . .
C10 C 0.4435(5) 0.0401(5) 0.4240(4) 0.0393(10) Uani 1 1 d . . . . .
H10 H 0.405309 0.067526 0.371146 0.047 Uiso 1 1 calc R U . . .
N1 N 0.6303(6) 0.7860(6) 0.8372(4) 0.0684(14) Uani 1 1 d . . . . .
C4 C -0.0589(5) 0.6010(5) 0.4847(4) 0.0441(11) Uani 1 1 d . . . . .
C8 C 0.5541(5) 0.2666(5) 0.5123(4) 0.0373(10) Uani 1 1 d . . . . .
C3 C 0.0593(5) 0.5676(5) 0.4436(4) 0.0448(11) Uani 1 1 d . . . . .
H3 H 0.099913 0.613252 0.404360 0.054 Uiso 1 1 calc R U . . .
C12 C 0.7668(6) 0.1322(5) 0.7254(4) 0.0483(12) Uani 1 1 d . . . . .
H12A H 0.818368 0.068994 0.681335 0.058 Uiso 1 1 calc R U . . .
H12B H 0.712056 0.088967 0.763691 0.058 Uiso 1 1 calc R U . . .
C15 C 0.4520(6) 0.3708(6) 0.7925(5) 0.0522(13) Uani 1 1 d . . . . .
H15 H 0.536793 0.351157 0.769297 0.063 Uiso 1 1 calc R U . . .
C13 C 0.8638(6) 0.2454(6) 0.7989(4) 0.0545(13) Uani 1 1 d . . . . .
H13 H 0.931069 0.228036 0.843763 0.065 Uiso 1 1 calc R U . . .
C14 C 0.8654(7) 0.3655(6) 0.8077(5) 0.0553(13) Uani 1 1 d . . . . .
H14A H 0.800180 0.387803 0.764597 0.066 Uiso 1 1 calc R U . . .
H14B H 0.931620 0.430978 0.857202 0.066 Uiso 1 1 calc R U . . .
C5 C -0.0900(7) 0.7530(7) 0.4003(5) 0.0598(15) Uani 1 1 d . . . . .
H5A H -0.102680 0.681981 0.332582 0.072 Uiso 1 1 calc R U . . .
H5B H 0.005842 0.797907 0.414995 0.072 Uiso 1 1 calc R U . . .
O7 O 0.7015(8) 0.8690(8) 0.9118(5) 0.122(3) Uani 1 1 d . . . . .
C21 C 0.0094(7) 0.8395(7) 0.7547(6) 0.0674(16) Uani 1 1 d . . . . .
H21A H 0.031167 0.868374 0.697209 0.081 Uiso 1 1 calc R U . . .
H21B H -0.086160 0.793270 0.736333 0.081 Uiso 1 1 calc R U . . .
C18 C 0.4900(9) 0.2383(8) 0.8964(6) 0.080(2) Uani 1 1 d . . . . .
H18A H 0.492040 0.266291 0.972168 0.096 Uiso 1 1 calc R U . . .
H18B H 0.585419 0.253869 0.882678 0.096 Uiso 1 1 calc R U . . .
C6 C -0.1878(8) 0.8451(7) 0.3996(5) 0.0649(16) Uani 1 1 d . . . . .
H6 H -0.282250 0.816321 0.398432 0.078 Uiso 1 1 calc R U . . .
C20 C 0.1991(6) 0.7208(6) 0.7094(4) 0.0530(13) Uani 1 1 d . . . . .
H20 H 0.214670 0.765123 0.662969 0.064 Uiso 1 1 calc R U . . .
C23 C 0.0703(10) 0.6774(9) 0.8314(7) 0.090(2) Uani 1 1 d . . . . .
H23A H 0.077449 0.585318 0.796173 0.108 Uiso 1 1 calc R U . . .
H23B H -0.024986 0.682945 0.846426 0.108 Uiso 1 1 calc R U . . .
C22 C 0.0174(9) 0.9531(8) 0.8476(7) 0.094(3) Uani 1 1 d . . . . .
H22A H -0.045407 1.009605 0.834647 0.141 Uiso 1 1 calc R U . . .
H22B H 0.111461 0.999958 0.866334 0.141 Uiso 1 1 calc R U . . .
H22C H -0.008560 0.925933 0.904218 0.141 Uiso 1 1 calc R U . . .
C7 C -0.1541(10) 0.9608(8) 0.4005(8) 0.090(3) Uani 1 1 d . . . . .
H7A H -0.060692 0.992988 0.401662 0.108 Uiso 1 1 calc R U . . .
H7B H -0.222613 1.013748 0.399915 0.108 Uiso 1 1 calc R U . . .
C19 C 0.4385(11) 0.0994(10) 0.8509(9) 0.101(3) Uani 1 1 d . . . . .
H19A H 0.446089 0.068707 0.777036 0.152 Uiso 1 1 calc R U . . .
H19B H 0.342052 0.083558 0.860130 0.152 Uiso 1 1 calc R U . . .
H19C H 0.492837 0.053183 0.884922 0.152 Uiso 1 1 calc R U . . .
C24 C 0.1675(16) 0.7310(17) 0.9296(8) 0.167(6) Uani 1 1 d . . . . .
H24A H 0.256217 0.701964 0.917695 0.250 Uiso 1 1 calc R U . . .
H24B H 0.130300 0.700582 0.981587 0.250 Uiso 1 1 calc R U . . .
H24C H 0.179854 0.825549 0.954271 0.250 Uiso 1 1 calc R U . . .
C16 C 0.2611(10) 0.3209(9) 0.8790(8) 0.053(2) Uani 0.6061 1 d D U P A 1
H16A H 0.204170 0.333668 0.821839 0.063 Uiso 0.6061 1 calc R U P A 1
H16B H 0.222316 0.238036 0.884651 0.063 Uiso 0.6061 1 calc R U P A 1
C17 C 0.207(2) 0.340(2) 0.940(2) 0.096(8) Uani 0.3939 1 d D U P A 2
H17A H 0.148366 0.337820 0.878790 0.145 Uiso 0.3939 1 calc R U P A 2
H17B H 0.167658 0.385719 1.002118 0.145 Uiso 0.3939 1 calc R U P A 2
H17C H 0.211687 0.251070 0.937187 0.145 Uiso 0.3939 1 calc R U P A 2
C26 C 0.3438(18) 0.4056(17) 0.9448(12) 0.067(4) Uani 0.3939 1 d D U P A 2
H26A H 0.399359 0.421267 1.012117 0.080 Uiso 0.3939 1 calc R U P A 2
H26B H 0.338989 0.489703 0.936176 0.080 Uiso 0.3939 1 calc R U P A 2
C17A C 0.260(2) 0.427(2) 0.9752(11) 0.114(7) Uani 0.6061 1 d D U P A 1
H17D H 0.332396 0.425322 1.027520 0.171 Uiso 0.6061 1 calc R U P A 1
H17E H 0.170411 0.416934 0.999023 0.171 Uiso 0.6061 1 calc R U P A 1
H17F H 0.275108 0.509076 0.963904 0.171 Uiso 0.6061 1 calc R U P A 1


_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
Nd1 O9 2.422(3) 2_666 ?
Nd1 O1 2.559(3) 2_666 ?
Nd1 O1 2.483(3) . ?
Nd1 O2 2.423(3) . ?
Nd1 O8 2.545(4) 2_666 ?
Nd1 O6 2.410(4) . ?
Nd1 O3 2.492(4) . ?
Nd1 O5 2.592(5) . ?
Nd1 O4 2.533(5) . ?
O9 C8 1.255(6) . ?
O1 C1 1.279(6) . ?
O11 C11 1.376(6) . ?
O11 C12 1.417(6) . ?
O2 C8 1.251(6) . ?
O8 C1 1.233(6) . ?
O6 C20 1.246(7) . ?
O10 C4 1.367(7) . ?
O10 C5 1.421(7) . ?
O3 C15 1.222(7) . ?
O5 N1 1.249(8) . ?
N3 C21 1.466(8) . ?
N3 C20 1.291(7) . ?
N3 C23 1.450(9) . ?
C2 C1 1.517(7) . ?
C2 C4 1.390(7) 2_566 ?
C2 C3 1.379(7) . ?
O4 N1 1.268(8) . ?
C9 C11 1.388(7) . ?
C9 C10 1.377(7) . ?
C9 C8 1.515(6) . ?
C11 C10 1.391(7) 2_656 ?
N2 C15 1.315(7) . ?
N2 C18 1.465(8) . ?
N2 C16 1.514(11) . ?
N2 C26 1.529(15) . ?
C10 H10 0.9500 . ?
N1 O7 1.222(8) . ?
C4 C3 1.385(7) . ?
C3 H3 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.492(8) . ?
C15 H15 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.299(9) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.491(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.458(10) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.466(14) . ?
C6 H6 0.9500 . ?
C6 C7 1.290(10) . ?
C20 H20 0.9500 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.490(16) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17A 1.456(15) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C26 1.453(18) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?

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
O9 Nd1 O1 72.08(11) 2_666 . ?
O9 Nd1 O1 72.50(11) 2_666 2_666 ?
O9 Nd1 O2 135.07(11) 2_666 . ?
O9 Nd1 O8 109.31(13) 2_666 2_666 ?
O9 Nd1 O3 142.81(13) 2_666 . ?
O9 Nd1 O5 68.14(14) 2_666 . ?
O9 Nd1 O4 112.91(16) 2_666 . ?
O1 Nd1 O1 72.29(12) . 2_666 ?
O1 Nd1 O8 116.44(11) . 2_666 ?
O1 Nd1 O3 101.87(14) . . ?
O1 Nd1 O5 85.45(15) 2_666 . ?
O1 Nd1 O5 138.69(13) . . ?
O1 Nd1 O4 169.46(14) . . ?
O2 Nd1 O1 73.99(11) . 2_666 ?
O2 Nd1 O1 69.79(11) . . ?
O2 Nd1 O8 69.14(13) . 2_666 ?
O2 Nd1 O3 69.12(13) . . ?
O2 Nd1 O5 137.04(15) . . ?
O2 Nd1 O4 108.82(16) . . ?
O8 Nd1 O1 51.03(11) 2_666 2_666 ?
O8 Nd1 O5 68.60(16) 2_666 . ?
O6 Nd1 O9 72.85(12) . 2_666 ?
O6 Nd1 O1 144.73(12) . 2_666 ?
O6 Nd1 O1 90.95(13) . . ?
O6 Nd1 O2 129.86(14) . . ?
O6 Nd1 O8 152.15(14) . 2_666 ?
O6 Nd1 O3 70.57(13) . . ?
O6 Nd1 O5 87.78(17) . . ?
O6 Nd1 O4 82.06(16) . . ?
O3 Nd1 O1 142.15(12) . 2_666 ?
O3 Nd1 O8 106.10(14) . 2_666 ?
O3 Nd1 O5 116.40(16) . . ?
O3 Nd1 O4 68.39(17) . . ?
O4 Nd1 O1 117.77(14) . 2_666 ?
O4 Nd1 O8 71.46(15) . 2_666 ?
O4 Nd1 O5 49.34(17) . . ?
C8 O9 Nd1 134.9(3) . 2_666 ?
Nd1 O1 Nd1 107.71(12) . 2_666 ?
C1 O1 Nd1 139.9(3) . . ?
C1 O1 Nd1 92.1(3) . 2_666 ?
C11 O11 C12 117.6(4) . . ?
C8 O2 Nd1 137.6(3) . . ?
C1 O8 Nd1 94.0(3) . 2_666 ?
C20 O6 Nd1 140.3(4) . . ?
C4 O10 C5 118.3(4) . . ?
C15 O3 Nd1 128.2(4) . . ?
N1 O5 Nd1 95.7(4) . . ?
C20 N3 C21 123.5(5) . . ?
C20 N3 C23 118.8(5) . . ?
C23 N3 C21 117.2(5) . . ?
C4 C2 C1 121.2(4) 2_566 . ?
C3 C2 C1 118.1(4) . . ?
C3 C2 C4 120.7(5) . 2_566 ?
N1 O4 Nd1 98.1(4) . . ?
C11 C9 C8 122.9(5) . . ?
C10 C9 C11 120.0(4) . . ?
C10 C9 C8 117.0(4) . . ?
O11 C11 C9 117.7(4) . . ?
O11 C11 C10 123.1(4) . 2_656 ?
C9 C11 C10 119.2(5) . 2_656 ?
O1 C1 Nd1 61.8(2) . 2_666 ?
O1 C1 C2 118.3(4) . . ?
O8 C1 Nd1 61.0(3) . 2_666 ?
O8 C1 O1 122.2(4) . . ?
O8 C1 C2 119.5(4) . . ?
C2 C1 Nd1 170.3(3) . 2_666 ?
C15 N2 C18 121.3(6) . . ?
C15 N2 C16 119.4(6) . . ?
C15 N2 C26 114.9(8) . . ?
C18 N2 C16 118.7(6) . . ?
C18 N2 C26 109.4(8) . . ?
C9 C10 C11 120.8(4) . 2_656 ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 2_656 . ?
O5 N1 Nd1 59.7(3) . . ?
O5 N1 O4 116.4(5) . . ?
O4 N1 Nd1 57.1(3) . . ?
O7 N1 Nd1 173.8(6) . . ?
O7 N1 O5 122.2(7) . . ?
O7 N1 O4 121.3(7) . . ?
O10 C4 C2 116.5(4) . 2_566 ?
O10 C4 C3 124.3(5) . . ?
C3 C4 C2 119.1(5) . 2_566 ?
O9 C8 C9 116.8(4) . . ?
O2 C8 O9 126.4(4) . . ?
O2 C8 C9 116.8(4) . . ?
C2 C3 C4 120.2(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
O11 C12 H12A 110.1 . . ?
O11 C12 H12B 110.1 . . ?
O11 C12 C13 107.8(4) . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 H12A 110.1 . . ?
C13 C12 H12B 110.1 . . ?
O3 C15 N2 126.1(6) . . ?
O3 C15 H15 117.0 . . ?
N2 C15 H15 117.0 . . ?
C12 C13 H13 116.8 . . ?
C14 C13 C12 126.3(5) . . ?
C14 C13 H13 116.8 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O10 C5 H5A 110.4 . . ?
O10 C5 H5B 110.4 . . ?
O10 C5 C6 106.7(5) . . ?
H5A C5 H5B 108.6 . . ?
C6 C5 H5A 110.4 . . ?
C6 C5 H5B 110.4 . . ?
N3 C21 H21A 108.7 . . ?
N3 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 N3 114.1(6) . . ?
C22 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
N2 C18 H18A 108.8 . . ?
N2 C18 H18B 108.8 . . ?
N2 C18 C19 113.7(8) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C5 C6 H6 117.5 . . ?
C7 C6 C5 125.0(7) . . ?
C7 C6 H6 117.5 . . ?
O6 C20 N3 124.7(5) . . ?
O6 C20 H20 117.6 . . ?
N3 C20 H20 117.6 . . ?
N3 C23 H23A 109.6 . . ?
N3 C23 H23B 109.6 . . ?
N3 C23 C24 110.1(9) . . ?
H23A C23 H23B 108.2 . . ?
C24 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C16 H16A 109.9 . . ?
N2 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
C17A C16 N2 109.0(11) . . ?
C17A C16 H16A 109.9 . . ?
C17A C16 H16B 109.9 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C26 C17 H17A 109.5 . . ?
C26 C17 H17B 109.5 . . ?
C26 C17 H17C 109.5 . . ?
N2 C26 H26A 110.4 . . ?
N2 C26 H26B 110.4 . . ?
C17 C26 N2 106.7(14) . . ?
C17 C26 H26A 110.4 . . ?
C17 C26 H26B 110.4 . . ?
H26A C26 H26B 108.6 . . ?
C16 C17A H17D 109.5 . . ?
C16 C17A H17E 109.5 . . ?
C16 C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Nd1 O9 C8 O2 -35.3(8) 2_666 . . . ?
Nd1 O9 C8 C9 142.3(4) 2_666 . . . ?
Nd1 O1 C1 Nd1 121.1(4) . . . 2_666 ?
Nd1 O1 C1 O8 8.9(5) 2_666 . . . ?
Nd1 O1 C1 O8 129.9(5) . . . . ?
Nd1 O1 C1 C2 -47.9(7) . . . . ?
Nd1 O1 C1 C2 -169.0(4) 2_666 . . . ?
Nd1 O2 C8 O9 24.8(8) . . . . ?
Nd1 O2 C8 C9 -152.7(4) . . . . ?
Nd1 O8 C1 O1 -8.9(5) 2_666 . . . ?
Nd1 O8 C1 C2 168.9(4) 2_666 . . . ?
Nd1 O6 C20 N3 -168.6(5) . . . . ?
Nd1 O3 C15 N2 173.0(5) . . . . ?
Nd1 O5 N1 O4 -6.4(6) . . . . ?
Nd1 O5 N1 O7 173.0(7) . . . . ?
Nd1 O4 N1 O5 6.6(7) . . . . ?
Nd1 O4 N1 O7 -172.9(7) . . . . ?
O11 C12 C13 C14 2.2(9) . . . . ?
O10 C4 C3 C2 175.2(5) . . . . ?
O10 C5 C6 C7 130.8(8) . . . . ?
C2 C4 C3 C2 -1.1(9) 2_566 . . . ?
C11 O11 C12 C13 174.3(5) . . . . ?
C11 C9 C10 C11 1.3(8) . . . 2_656 ?
C11 C9 C8 O9 135.2(5) . . . . ?
C11 C9 C8 O2 -47.1(7) . . . . ?
C1 C2 C3 C4 -177.1(5) . . . . ?
C10 C9 C11 O11 177.7(4) . . . . ?
C10 C9 C11 C10 -1.3(8) . . . 2_656 ?
C10 C9 C8 O9 -46.9(6) . . . . ?
C10 C9 C8 O2 130.8(5) . . . . ?
C4 O10 C5 C6 169.4(5) . . . . ?
C4 C2 C1 O1 -52.0(7) 2_566 . . . ?
C4 C2 C1 O8 130.1(5) 2_566 . . . ?
C4 C2 C3 C4 1.2(9) 2_566 . . . ?
C8 C9 C11 O11 -4.4(7) . . . . ?
C8 C9 C11 C10 176.5(4) . . . 2_656 ?
C8 C9 C10 C11 -176.6(4) . . . 2_656 ?
C3 C2 C1 O1 126.3(5) . . . . ?
C3 C2 C1 O8 -51.6(7) . . . . ?
C12 O11 C11 C9 -163.0(5) . . . . ?
C12 O11 C11 C10 16.0(7) . . . 2_656 ?
C15 N2 C18 C19 -106.2(9) . . . . ?
C15 N2 C16 C17A -98.2(12) . . . . ?
C15 N2 C26 C17 124.6(16) . . . . ?
C5 O10 C4 C2 -161.7(5) . . . 2_566 ?
C5 O10 C4 C3 21.9(8) . . . . ?
C21 N3 C20 O6 -176.0(6) . . . . ?
C21 N3 C23 C24 -105.3(8) . . . . ?
C18 N2 C15 O3 -175.9(7) . . . . ?
C18 N2 C16 C17A 90.4(12) . . . . ?
C18 N2 C26 C17 -95.0(17) . . . . ?
C20 N3 C21 C22 -118.0(8) . . . . ?
C20 N3 C23 C24 81.9(9) . . . . ?
C23 N3 C21 C22 69.6(9) . . . . ?
C23 N3 C20 O6 -3.8(11) . . . . ?
C16 N2 C15 O3 13.0(12) . . . . ?
C16 N2 C18 C19 64.9(9) . . . . ?
C26 N2 C15 O3 -40.5(12) . . . . ?
C26 N2 C18 C19 116.3(10) . . . . ?


_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_022_r34
_database_code_depnum_ccdc_archive 'CCDC 2165369'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-17 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 Ce N3 O11'
_chemical_formula_sum            'C24 H34 Ce N3 O11'
_chemical_formula_weight         680.66
_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 0.0181 0.0091 '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'
Ce Ce -1.8482 9.6596 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   9.9080(16)
_cell_length_b                   11.1776(18)
_cell_length_c                   13.939(2)
_cell_angle_alpha                109.534(4)
_cell_angle_beta                 95.570(4)
_cell_angle_gamma                96.701(5)
_cell_volume                     1429.6(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9626
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      72.83
_cell_measurement_theta_min      5.27
_shelx_estimated_absorpt_T_max   0.628
_shelx_estimated_absorpt_T_min   0.183
_exptl_absorpt_coefficient_mu    12.835
_exptl_absorpt_correction_T_max  0.2956
_exptl_absorpt_correction_T_min  0.1565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1291 before and 0.1056 after correction.
The Ratio of minimum to maximum transmission is 0.5294.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             690
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            42338
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.833
_diffrn_reflns_theta_min         3.400
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4909
_reflns_number_total             5030
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.533
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         5030
_refine_ls_number_restraints     318
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0747P)²+2.1343P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1099
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N2-C22 \\sim N2-C24
 with sigma of 0.02
 C25-C24 \\sim C22-C23
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C25 \\sim C24 \\sim C22 \\sim C23: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C24(0.57544) H24A(0.57544) H24B(0.57544) C25(0.57544)
 H25A(0.57544) H25B(0.57544) H25C(0.57544) C23(0.42456) H23A(0.42456)
 H23B(0.42456) H23C(0.42456) C22(0.42456) H22A(0.42456) H22B(0.42456)
6.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C21(H21A,H21B), C17(H17A,H17B), C16(H16A,H16B),
 C24(H24A,H24B), C22(H22A,H22B)
6.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C4(H4), C6(H6), C20(H20), C15(H15), C13(H13)
6.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
6.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C26(H26A,H26B,H26C), C18(H18A,H18B,H18C), C25(H25A,H25B,
 H25C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Ce1 Ce 0.47987(2) 0.56676(2) 0.65414(2) 0.03337(11) Uani 1 1 d . . . . .
O2 O 0.3533(3) 0.4361(3) 0.4778(2) 0.0385(7) Uani 1 1 d . . . . .
O8 O 0.5813(3) 0.2850(3) 0.4330(2) 0.0415(7) Uani 1 1 d . . . . .
O10 O 0.6781(4) 0.1769(3) 0.6635(3) 0.0520(8) Uani 1 1 d . . . . .
O1 O 0.5395(4) 0.3494(3) 0.5956(2) 0.0451(7) Uani 1 1 d . . . . .
O9 O 0.2575(4) 0.4271(4) 0.3254(3) 0.0515(8) Uani 1 1 d . . . . .
O11 O -0.1197(4) 0.7016(4) 0.4776(3) 0.0629(10) Uani 1 1 d . . . . .
O4 O 0.6088(6) 0.8020(4) 0.7530(4) 0.0758(12) Uani 1 1 d . . . . .
O3 O 0.2699(4) 0.6405(4) 0.7135(3) 0.0612(10) Uani 1 1 d . . . . .
O6 O 0.3964(5) 0.4431(4) 0.7642(3) 0.0671(11) Uani 1 1 d . . . . .
C2 C 0.5311(5) 0.1278(4) 0.5073(3) 0.0371(9) Uani 1 1 d . . . . .
O5 O 0.5775(6) 0.6846(5) 0.8449(3) 0.0768(13) Uani 1 1 d . . . . .
N3 N 0.0975(5) 0.7494(5) 0.7644(4) 0.0585(11) Uani 1 1 d . . . . .
C9 C 0.1181(5) 0.4686(5) 0.4588(3) 0.0398(9) Uani 1 1 d . . . . .
C8 C 0.2500(5) 0.4405(4) 0.4167(4) 0.0391(9) Uani 1 1 d . . . . .
C3 C 0.5886(5) 0.0865(4) 0.5836(4) 0.0402(9) Uani 1 1 d . . . . .
N2 N 0.4099(6) 0.3156(6) 0.8597(4) 0.0702(15) Uani 1 1 d D . . . .
N1 N 0.6320(6) 0.7905(6) 0.8378(4) 0.0700(14) Uani 1 1 d . . . . .
C10 C 0.0583(5) 0.5663(5) 0.4424(4) 0.0469(11) Uani 1 1 d . . . . .
H10 H 0.098082 0.611256 0.402407 0.056 Uiso 1 1 calc R U . . .
C1 C 0.5545(5) 0.2655(4) 0.5126(4) 0.0383(9) Uani 1 1 d . . . . .
C4 C 0.5570(5) -0.0401(4) 0.5766(4) 0.0406(10) Uani 1 1 d . . . . .
H4 H 0.595773 -0.067254 0.629428 0.049 Uiso 1 1 calc R U . . .
C5 C 0.7674(6) 0.1316(5) 0.7256(4) 0.0506(11) Uani 1 1 d . . . . .
H5A H 0.819522 0.069717 0.681773 0.061 Uiso 1 1 calc R U . . .
H5B H 0.713387 0.087538 0.763716 0.061 Uiso 1 1 calc R U . . .
C6 C 0.8621(6) 0.2429(6) 0.7979(4) 0.0535(12) Uani 1 1 d . . . . .
H6 H 0.929424 0.225142 0.842483 0.064 Uiso 1 1 calc R U . . .
C11 C -0.0602(5) 0.6000(5) 0.4839(4) 0.0473(11) Uani 1 1 d . . . . .
C20 C 0.4519(6) 0.3675(6) 0.7949(4) 0.0524(12) Uani 1 1 d . . . . .
H20 H 0.533863 0.344428 0.768632 0.063 Uiso 1 1 calc R U . . .
C7 C 0.8646(6) 0.3628(6) 0.8081(5) 0.0583(13) Uani 1 1 d . . . . .
H7A H 0.799711 0.386361 0.765568 0.070 Uiso 1 1 calc R U . . .
H7B H 0.931224 0.427169 0.857972 0.070 Uiso 1 1 calc R U . . .
C12 C -0.0905(7) 0.7524(6) 0.3993(5) 0.0609(14) Uani 1 1 d . . . . .
H12A H -0.102903 0.682433 0.331545 0.073 Uiso 1 1 calc R U . . .
H12B H 0.005339 0.797754 0.414401 0.073 Uiso 1 1 calc R U . . .
C15 C 0.1965(6) 0.7206(6) 0.7091(5) 0.0570(13) Uani 1 1 d . . . . .
H15 H 0.212770 0.764490 0.662581 0.068 Uiso 1 1 calc R U . . .
O7 O 0.7035(8) 0.8723(7) 0.9111(5) 0.121(2) Uani 1 1 d . . . . .
C21 C 0.4893(9) 0.2351(8) 0.8975(6) 0.081(2) Uani 1 1 d . . . . .
H21A H 0.490207 0.261292 0.972840 0.098 Uiso 1 1 calc R U . . .
H21B H 0.585326 0.251776 0.885280 0.098 Uiso 1 1 calc R U . . .
C13 C -0.1885(7) 0.8432(7) 0.3990(5) 0.0651(15) Uani 1 1 d . . . . .
H13 H -0.282894 0.814188 0.397918 0.078 Uiso 1 1 calc R U . . .
C17 C 0.0059(7) 0.8388(7) 0.7545(5) 0.0692(16) Uani 1 1 d . . . . .
H17A H -0.089977 0.793461 0.738394 0.083 Uiso 1 1 calc R U . . .
H17B H 0.025661 0.865699 0.695774 0.083 Uiso 1 1 calc R U . . .
C16 C 0.0653(9) 0.6777(9) 0.8324(7) 0.089(2) Uani 1 1 d . . . . .
H16A H 0.072402 0.586026 0.797982 0.107 Uiso 1 1 calc R U . . .
H16B H -0.030096 0.683113 0.846955 0.107 Uiso 1 1 calc R U . . .
C24 C 0.2629(10) 0.3200(10) 0.8826(8) 0.054(2) Uani 0.5754 1 d D U P A 1
H24A H 0.204749 0.328859 0.824261 0.065 Uiso 0.5754 1 calc R U P A 1
H24B H 0.225322 0.239014 0.891651 0.065 Uiso 0.5754 1 calc R U P A 1
C19 C 0.0179(9) 0.9542(8) 0.8469(8) 0.102(3) Uani 1 1 d . . . . .
H19A H -0.043672 1.011271 0.833810 0.153 Uiso 1 1 calc R U . . .
H19B H 0.112838 0.999202 0.864116 0.153 Uiso 1 1 calc R U . . .
H19C H -0.007439 0.928972 0.904516 0.153 Uiso 1 1 calc R U . . .
C14 C -0.1542(9) 0.9599(8) 0.4002(7) 0.088(2) Uani 1 1 d . . . . .
H14A H -0.060751 0.992069 0.401355 0.106 Uiso 1 1 calc R U . . .
H14B H -0.222575 1.012700 0.399945 0.106 Uiso 1 1 calc R U . . .
C26 C 0.4395(11) 0.0957(10) 0.8509(9) 0.102(3) Uani 1 1 d . . . . .
H26A H 0.434033 0.068887 0.775972 0.153 Uiso 1 1 calc R U . . .
H26B H 0.348182 0.076403 0.868762 0.153 Uiso 1 1 calc R U . . .
H26C H 0.503110 0.049129 0.877117 0.153 Uiso 1 1 calc R U . . .
C18 C 0.1610(15) 0.7311(16) 0.9292(8) 0.159(6) Uani 1 1 d . . . . .
H18A H 0.247585 0.772027 0.917181 0.238 Uiso 1 1 calc R U . . .
H18B H 0.178705 0.661785 0.954679 0.238 Uiso 1 1 calc R U . . .
H18C H 0.120693 0.795066 0.980350 0.238 Uiso 1 1 calc R U . . .
C25 C 0.2614(19) 0.4293(18) 0.9765(10) 0.095(5) Uani 0.5754 1 d D U P A 1
H25A H 0.288605 0.509654 0.964549 0.142 Uiso 0.5754 1 calc R U P A 1
H25B H 0.325862 0.424354 1.032513 0.142 Uiso 0.5754 1 calc R U P A 1
H25C H 0.168592 0.426951 0.995362 0.142 Uiso 0.5754 1 calc R U P A 1
C23 C 0.2095(17) 0.341(2) 0.939(2) 0.096(6) Uani 0.4246 1 d D U P A 2
H23A H 0.156899 0.337475 0.874575 0.144 Uiso 0.4246 1 calc R U P A 2
H23B H 0.164912 0.387791 0.997117 0.144 Uiso 0.4246 1 calc R U P A 2
H23C H 0.213342 0.253968 0.938556 0.144 Uiso 0.4246 1 calc R U P A 2
C22 C 0.3470(16) 0.4076(16) 0.9496(11) 0.069(3) Uani 0.4246 1 d D U P A 2
H22A H 0.399746 0.420088 1.017190 0.083 Uiso 0.4246 1 calc R U P A 2
H22B H 0.345677 0.492466 0.941999 0.083 Uiso 0.4246 1 calc R 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
Ce1 O2 2.584(3) 2_666 ?
Ce1 O2 2.514(3) . ?
Ce1 O8 2.454(3) 2_666 ?
Ce1 O1 2.454(3) . ?
Ce1 O9 2.581(4) 2_666 ?
Ce1 O4 2.626(5) . ?
Ce1 O3 2.443(4) . ?
Ce1 O6 2.519(4) . ?
Ce1 O5 2.569(5) . ?
O2 C8 1.282(6) . ?
O8 C1 1.246(6) . ?
O10 C3 1.376(6) . ?
O10 C5 1.428(6) . ?
O1 C1 1.257(6) . ?
O9 C8 1.242(6) . ?
O11 C11 1.363(6) . ?
O11 C12 1.426(6) . ?
O4 N1 1.235(7) . ?
O3 C15 1.230(7) . ?
O6 C20 1.227(7) . ?
C2 C3 1.394(6) . ?
C2 C1 1.505(6) . ?
C2 C4 1.388(7) 2_656 ?
O5 N1 1.281(8) . ?
N3 C15 1.309(7) . ?
N3 C17 1.455(7) . ?
N3 C16 1.466(8) . ?
C9 C8 1.507(6) . ?
C9 C10 1.374(7) . ?
C9 C11 1.397(7) 2_566 ?
C3 C4 1.382(7) . ?
N2 C20 1.302(7) . ?
N2 C21 1.452(8) . ?
N2 C24 1.523(10) . ?
N2 C22 1.567(14) . ?
N1 O7 1.211(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.395(7) . ?
C4 H4 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.466(8) . ?
C6 H6 0.9500 . ?
C6 C7 1.297(8) . ?
C20 H20 0.9500 . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.485(8) . ?
C15 H15 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C26 1.475(14) . ?
C13 H13 0.9500 . ?
C13 C14 1.303(10) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C19 1.471(10) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C18 1.470(15) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.465(14) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 C22 1.442(17) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ce1 O2 71.90(11) . 2_666 ?
O2 Ce1 O9 115.18(10) . 2_666 ?
O2 Ce1 O4 138.17(12) . . ?
O2 Ce1 O4 84.67(14) 2_666 . ?
O2 Ce1 O6 103.30(14) . . ?
O2 Ce1 O5 170.95(13) . . ?
O8 Ce1 O2 71.66(11) 2_666 . ?
O8 Ce1 O2 72.10(10) 2_666 2_666 ?
O8 Ce1 O9 109.51(12) 2_666 2_666 ?
O8 Ce1 O4 68.29(13) 2_666 . ?
O8 Ce1 O6 144.09(13) 2_666 . ?
O8 Ce1 O5 112.33(15) 2_666 . ?
O1 Ce1 O2 73.90(10) . 2_666 ?
O1 Ce1 O2 69.06(11) . . ?
O1 Ce1 O8 134.11(10) . 2_666 ?
O1 Ce1 O9 68.59(12) . 2_666 ?
O1 Ce1 O4 137.07(15) . . ?
O1 Ce1 O6 69.21(12) . . ?
O1 Ce1 O5 110.13(15) . . ?
O9 Ce1 O2 50.58(10) 2_666 2_666 ?
O9 Ce1 O4 69.04(15) 2_666 . ?
O3 Ce1 O2 91.66(13) . . ?
O3 Ce1 O2 144.51(11) . 2_666 ?
O3 Ce1 O8 72.91(12) . 2_666 ?
O3 Ce1 O1 130.19(14) . . ?
O3 Ce1 O9 152.71(14) . 2_666 ?
O3 Ce1 O4 87.91(17) . . ?
O3 Ce1 O6 71.72(13) . . ?
O3 Ce1 O5 82.11(16) . . ?
O6 Ce1 O2 141.70(11) . 2_666 ?
O6 Ce1 O9 104.72(14) . 2_666 ?
O6 Ce1 O4 116.09(16) . . ?
O6 Ce1 O5 68.56(17) . . ?
O5 Ce1 O2 116.86(14) . 2_666 ?
O5 Ce1 O9 71.77(14) . 2_666 ?
O5 Ce1 O4 48.57(16) . . ?
Ce1 O2 Ce1 108.10(11) . 2_666 ?
C8 O2 Ce1 138.5(3) . . ?
C8 O2 Ce1 92.9(3) . 2_666 ?
C1 O8 Ce1 135.5(3) . 2_666 ?
C3 O10 C5 117.7(4) . . ?
C1 O1 Ce1 138.2(3) . . ?
C8 O9 Ce1 94.0(3) . 2_666 ?
C11 O11 C12 119.0(4) . . ?
N1 O4 Ce1 96.6(4) . . ?
C15 O3 Ce1 140.0(4) . . ?
C20 O6 Ce1 129.3(4) . . ?
C3 C2 C1 123.4(4) . . ?
C4 C2 C3 119.3(4) 2_656 . ?
C4 C2 C1 117.2(4) 2_656 . ?
N1 O5 Ce1 98.1(3) . . ?
C15 N3 C17 124.0(5) . . ?
C15 N3 C16 118.7(5) . . ?
C17 N3 C16 116.9(5) . . ?
C10 C9 C8 118.4(4) . . ?
C10 C9 C11 120.6(4) . 2_566 ?
C11 C9 C8 120.9(4) 2_566 . ?
O2 C8 Ce1 61.3(2) . 2_666 ?
O2 C8 C9 118.7(4) . . ?
O9 C8 Ce1 61.0(2) . 2_666 ?
O9 C8 O2 121.9(4) . . ?
O9 C8 C9 119.4(4) . . ?
C9 C8 Ce1 170.3(3) . 2_666 ?
O10 C3 C2 116.8(4) . . ?
O10 C3 C4 122.8(4) . . ?
C4 C3 C2 120.5(4) . . ?
C20 N2 C21 122.1(5) . . ?
C20 N2 C24 118.9(6) . . ?
C20 N2 C22 114.3(8) . . ?
C21 N2 C24 118.1(6) . . ?
C21 N2 C22 110.2(8) . . ?
O4 N1 Ce1 59.5(3) . . ?
O4 N1 O5 116.3(5) . . ?
O5 N1 Ce1 57.1(3) . . ?
O7 N1 Ce1 173.2(6) . . ?
O7 N1 O4 123.1(7) . . ?
O7 N1 O5 120.5(7) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.6(5) . . ?
C11 C10 H10 119.7 . . ?
O8 C1 O1 126.3(4) . . ?
O8 C1 C2 116.9(4) . . ?
O1 C1 C2 116.7(4) . . ?
C2 C4 H4 119.9 2_656 . ?
C3 C4 C2 120.2(4) . 2_656 ?
C3 C4 H4 119.9 . . ?
O10 C5 H5A 110.1 . . ?
O10 C5 H5B 110.1 . . ?
O10 C5 C6 108.0(4) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
C5 C6 H6 116.3 . . ?
C7 C6 C5 127.5(5) . . ?
C7 C6 H6 116.3 . . ?
O11 C11 C9 117.0(4) . 2_566 ?
O11 C11 C10 124.1(5) . . ?
C10 C11 C9 118.8(5) . 2_566 ?
O6 C20 N2 126.5(5) . . ?
O6 C20 H20 116.7 . . ?
N2 C20 H20 116.7 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O11 C12 H12A 110.5 . . ?
O11 C12 H12B 110.5 . . ?
O11 C12 C13 106.4(5) . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.5 . . ?
C13 C12 H12B 110.5 . . ?
O3 C15 N3 124.4(5) . . ?
O3 C15 H15 117.8 . . ?
N3 C15 H15 117.8 . . ?
N2 C21 H21A 108.4 . . ?
N2 C21 H21B 108.4 . . ?
N2 C21 C26 115.3(8) . . ?
H21A C21 H21B 107.5 . . ?
C26 C21 H21A 108.4 . . ?
C26 C21 H21B 108.4 . . ?
C12 C13 H13 117.7 . . ?
C14 C13 C12 124.6(7) . . ?
C14 C13 H13 117.7 . . ?
N3 C17 H17A 108.8 . . ?
N3 C17 H17B 108.8 . . ?
N3 C17 C19 114.0(6) . . ?
H17A C17 H17B 107.7 . . ?
C19 C17 H17A 108.8 . . ?
C19 C17 H17B 108.8 . . ?
N3 C16 H16A 109.7 . . ?
N3 C16 H16B 109.7 . . ?
N3 C16 C18 110.0(9) . . ?
H16A C16 H16B 108.2 . . ?
C18 C16 H16A 109.7 . . ?
C18 C16 H16B 109.7 . . ?
N2 C24 H24A 109.8 . . ?
N2 C24 H24B 109.8 . . ?
H24A C24 H24B 108.2 . . ?
C25 C24 N2 109.4(10) . . ?
C25 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
N2 C22 H22A 111.0 . . ?
N2 C22 H22B 111.0 . . ?
C23 C22 N2 103.6(14) . . ?
C23 C22 H22A 111.0 . . ?
C23 C22 H22B 111.0 . . ?
H22A C22 H22B 109.0 . . ?

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
Ce1 O2 C8 Ce1 121.7(4) . . . 2_666 ?
Ce1 O2 C8 O9 130.0(4) . . . . ?
Ce1 O2 C8 O9 8.3(5) 2_666 . . . ?
Ce1 O2 C8 C9 -47.2(6) . . . . ?
Ce1 O2 C8 C9 -168.9(4) 2_666 . . . ?
Ce1 O8 C1 O1 -35.4(8) 2_666 . . . ?
Ce1 O8 C1 C2 141.4(3) 2_666 . . . ?
Ce1 O1 C1 O8 23.2(8) . . . . ?
Ce1 O1 C1 C2 -153.6(3) . . . . ?
Ce1 O9 C8 O2 -8.3(5) 2_666 . . . ?
Ce1 O9 C8 C9 168.9(4) 2_666 . . . ?
Ce1 O4 N1 O5 -6.3(6) . . . . ?
Ce1 O4 N1 O7 172.6(7) . . . . ?
Ce1 O3 C15 N3 -169.0(5) . . . . ?
Ce1 O6 C20 N2 173.0(5) . . . . ?
Ce1 O5 N1 O4 6.4(6) . . . . ?
Ce1 O5 N1 O7 -172.5(7) . . . . ?
O10 C3 C4 C2 -178.3(4) . . . 2_656 ?
O10 C5 C6 C7 2.0(9) . . . . ?
O11 C12 C13 C14 131.1(8) . . . . ?
C2 C3 C4 C2 0.8(8) . . . 2_656 ?
C9 C10 C11 O11 174.9(5) . . . . ?
C9 C10 C11 C9 -1.0(9) . . . 2_566 ?
C8 C9 C10 C11 -177.0(5) . . . . ?
C3 O10 C5 C6 174.1(4) . . . . ?
C3 C2 C1 O8 134.8(5) . . . . ?
C3 C2 C1 O1 -48.0(6) . . . . ?
C10 C9 C8 O2 127.5(5) . . . . ?
C10 C9 C8 O9 -49.7(7) . . . . ?
C1 C2 C3 O10 -4.4(7) . . . . ?
C1 C2 C3 C4 176.5(4) . . . . ?
C4 C2 C3 O10 178.3(4) 2_656 . . . ?
C4 C2 C3 C4 -0.8(8) 2_656 . . . ?
C4 C2 C1 O8 -47.9(6) 2_656 . . . ?
C4 C2 C1 O1 129.3(5) 2_656 . . . ?
C5 O10 C3 C2 -162.3(5) . . . . ?
C5 O10 C3 C4 16.8(7) . . . . ?
C11 O11 C12 C13 169.5(5) . . . . ?
C11 C9 C8 O2 -50.4(6) 2_566 . . . ?
C11 C9 C8 O9 132.3(5) 2_566 . . . ?
C11 C9 C10 C11 1.0(9) 2_566 . . . ?
C20 N2 C21 C26 -103.3(9) . . . . ?
C20 N2 C24 C25 -96.3(11) . . . . ?
C20 N2 C22 C23 121.3(14) . . . . ?
C12 O11 C11 C9 -163.1(5) . . . 2_566 ?
C12 O11 C11 C10 21.0(9) . . . . ?
C15 N3 C17 C19 -116.0(8) . . . . ?
C15 N3 C16 C18 81.9(9) . . . . ?
C21 N2 C20 O6 -174.8(7) . . . . ?
C21 N2 C24 C25 94.0(11) . . . . ?
C21 N2 C22 C23 -96.7(15) . . . . ?
C17 N3 C15 O3 -176.2(6) . . . . ?
C17 N3 C16 C18 -104.9(8) . . . . ?
C16 N3 C15 O3 -3.5(11) . . . . ?
C16 N3 C17 C19 71.1(9) . . . . ?
C24 N2 C20 O6 15.9(11) . . . . ?
C24 N2 C21 C26 66.1(9) . . . . ?
C22 N2 C20 O6 -37.9(11) . . . . ?
C22 N2 C21 C26 118.2(9) . . . . ?


_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_lrh_022_r38
_database_code_depnum_ccdc_archive 'CCDC 2165388'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-17 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 Gd N3 O11'
_chemical_formula_sum            'C24 H34 Gd N3 O11'
_chemical_formula_weight         697.79
_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 0.0181 0.0091 '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'
Gd Gd -8.8380 11.9157 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   10.3633(8)
_cell_length_b                   10.4061(8)
_cell_length_c                   13.8433(10)
_cell_angle_alpha                81.375(3)
_cell_angle_beta                 70.977(3)
_cell_angle_gamma                89.188(3)
_cell_volume                     1394.43(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9572
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      73.22
_cell_measurement_theta_min      3.42
_shelx_estimated_absorpt_T_max   0.857
_shelx_estimated_absorpt_T_min   0.448
_exptl_absorpt_coefficient_mu    15.927
_exptl_absorpt_correction_T_max  0.2234
_exptl_absorpt_correction_T_min  0.0544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1323 before and 0.0903 after correction.
The Ratio of minimum to maximum transmission is 0.2435.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             702
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            53274
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.184
_diffrn_reflns_theta_max         67.184
_diffrn_reflns_theta_min         3.418
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4744
_reflns_number_total             4904
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         4904
_refine_ls_number_restraints     265
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0222
_refine_ls_restrained_S_all      1.054
_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)+(0.0363P)²+0.4332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0594
_refine_ls_wR_factor_ref         0.0599
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C16(H16A,H16B), C23(H23A,H23B), C12(H12A,H12B), C18(H18A,H18B),
 C21(H21A,H21B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C15(H15), C11(H11), C6(H6), C20(H20), C13(H13)
3.c X=CH2 refined with riding coordinates:
 C14(H14A,H14B), C7(H7A,H7B)
3.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C), C22(H22A,H22B,
 H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Gd1 Gd 0.42148(2) 0.49303(2) 0.66787(2) 0.02407(6) Uani 1 1 d . . . . .
O1 O 0.63695(18) 0.39767(17) 0.62234(14) 0.0308(4) Uani 1 1 d . . . . .
O2 O 0.57304(19) 0.66041(17) 0.56190(14) 0.0312(4) Uani 1 1 d . . . . .
O9 O 0.6149(2) 0.70277(17) 0.39084(14) 0.0337(4) Uani 1 1 d . . . . .
O3 O 0.5283(2) 0.54944(18) 0.78817(14) 0.0338(4) Uani 1 1 d . . . . .
O8 O 0.68386(19) 0.43377(18) 0.45202(14) 0.0319(4) Uani 1 1 d . . . . .
O10 O 0.8660(2) 0.3056(2) 0.65991(15) 0.0393(5) Uani 1 1 d . . . . .
O5 O 0.3406(2) 0.3299(2) 0.82878(15) 0.0421(5) Uani 1 1 d . . . . .
O6 O 0.1821(2) 0.4190(2) 0.77523(15) 0.0413(5) Uani 1 1 d . . . . .
O4 O 0.3107(2) 0.6822(2) 0.73003(16) 0.0403(5) Uani 1 1 d . . . . .
N3 N 0.6815(2) 0.5651(2) 0.87151(18) 0.0353(5) Uani 1 1 d . . . . .
O11 O 0.2794(2) 1.0953(2) 0.4457(2) 0.0494(6) Uani 1 1 d . . . . .
N1 N 0.2143(3) 0.3352(3) 0.83862(19) 0.0427(6) Uani 1 1 d . . . . .
N2 N 0.3051(3) 0.8904(2) 0.7615(2) 0.0407(6) Uani 1 1 d . . . . .
C2 C 0.8656(3) 0.4589(2) 0.51624(19) 0.0277(5) Uani 1 1 d . . . . .
C9 C 0.5432(3) 0.8743(2) 0.48867(19) 0.0292(5) Uani 1 1 d . . . . .
C4 C 0.9349(3) 0.4024(3) 0.5823(2) 0.0295(5) Uani 1 1 d . . . . .
C3 C 1.0681(3) 0.4442(3) 0.5657(2) 0.0292(5) Uani 1 1 d . . . . .
H3 H 1.114795 0.406161 0.611011 0.035 Uiso 1 1 calc R U . . .
C15 C 0.6408(3) 0.5251(3) 0.7992(2) 0.0328(6) Uani 1 1 d . . . . .
H15 H 0.701243 0.474794 0.753209 0.039 Uiso 1 1 calc R U . . .
C11 C 0.4333(3) 0.9190(3) 0.4591(2) 0.0325(6) Uani 1 1 d . . . . .
H11 H 0.387943 0.863714 0.430725 0.039 Uiso 1 1 calc R U . . .
O7 O 0.1280(3) 0.2640(3) 0.9053(2) 0.0844(10) Uani 1 1 d . . . . .
C1 C 0.7183(3) 0.4257(2) 0.5317(2) 0.0272(5) Uani 1 1 d . . . . .
C8 C 0.5816(3) 0.7350(2) 0.4799(2) 0.0293(5) Uani 1 1 d . . . . .
C10 C 0.3883(3) 1.0447(3) 0.4707(2) 0.0328(6) Uani 1 1 d . . . . .
C6 C 0.8302(4) 0.1569(3) 0.8119(2) 0.0457(7) Uani 1 1 d . . . . .
H6 H 0.861649 0.103060 0.860752 0.055 Uiso 1 1 calc R U . . .
C5 C 0.9341(3) 0.2414(3) 0.7260(2) 0.0370(6) Uani 1 1 d . . . . .
H5A H 0.975927 0.305737 0.753825 0.044 Uiso 1 1 calc R U . . .
H5B H 1.007160 0.188025 0.687420 0.044 Uiso 1 1 calc R U . . .
C20 C 0.3642(3) 0.7793(3) 0.7467(2) 0.0378(6) Uani 1 1 d . . . . .
H20 H 0.454780 0.772444 0.748745 0.045 Uiso 1 1 calc R U . . .
C16 C 0.5950(3) 0.6479(3) 0.9416(2) 0.0398(6) Uani 1 1 d . . . . .
H16A H 0.602459 0.622917 1.011390 0.048 Uiso 1 1 calc R U . . .
H16B H 0.498576 0.633559 0.946853 0.048 Uiso 1 1 calc R U . . .
C23 C 0.3707(4) 0.9950(3) 0.7910(2) 0.0450(7) Uani 1 1 d . . . . .
H23A H 0.355908 1.079237 0.752924 0.054 Uiso 1 1 calc R U . . .
H23B H 0.470346 0.982255 0.770027 0.054 Uiso 1 1 calc R U . . .
C12 C 0.2081(3) 1.0175(3) 0.4035(3) 0.0458(7) Uani 1 1 d . . . . .
H12A H 0.165601 0.940044 0.454563 0.055 Uiso 1 1 calc R U . . .
H12B H 0.271868 0.987658 0.341175 0.055 Uiso 1 1 calc R U . . .
C14 C 0.0829(4) 1.2197(4) 0.3782(3) 0.0556(9) Uani 1 1 d . . . . .
H14A H 0.141901 1.269449 0.399570 0.067 Uiso 1 1 calc R U . . .
H14B H 0.010520 1.260213 0.358623 0.067 Uiso 1 1 calc R U . . .
C18 C 0.8171(3) 0.5347(3) 0.8784(3) 0.0464(7) Uani 1 1 d . . . . .
H18A H 0.862665 0.615418 0.883107 0.056 Uiso 1 1 calc R U . . .
H18B H 0.872817 0.502726 0.814332 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7000(4) 0.1509(3) 0.8255(2) 0.0489(8) Uani 1 1 d . . . . .
H7A H 0.664311 0.203145 0.778403 0.059 Uiso 1 1 calc R U . . .
H7B H 0.640670 0.094265 0.882474 0.059 Uiso 1 1 calc R U . . .
C13 C 0.1011(4) 1.0960(4) 0.3757(3) 0.0560(9) Uani 1 1 d . . . . .
H13 H 0.039123 1.051086 0.353774 0.067 Uiso 1 1 calc R U . . .
C21 C 0.1701(4) 0.9083(3) 0.7522(3) 0.0515(8) Uani 1 1 d . . . . .
H21A H 0.165532 0.869916 0.692072 0.062 Uiso 1 1 calc R U . . .
H21B H 0.154800 1.002557 0.739246 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6350(4) 0.7895(3) 0.9049(3) 0.0573(9) Uani 1 1 d . . . . .
H17A H 0.725389 0.806482 0.909621 0.086 Uiso 1 1 calc R U . . .
H17B H 0.567909 0.842184 0.948320 0.086 Uiso 1 1 calc R U . . .
H17C H 0.637815 0.812261 0.832950 0.086 Uiso 1 1 calc R U . . .
C19 C 0.8120(4) 0.4339(4) 0.9702(3) 0.0580(9) Uani 1 1 d . . . . .
H19A H 0.751038 0.461754 1.033471 0.087 Uiso 1 1 calc R U . . .
H19B H 0.903957 0.424063 0.975077 0.087 Uiso 1 1 calc R U . . .
H19C H 0.777713 0.350538 0.961654 0.087 Uiso 1 1 calc R U . . .
C24 C 0.3177(4) 1.0006(4) 0.9046(3) 0.0572(9) Uani 1 1 d . . . . .
H24A H 0.369630 1.067750 0.920475 0.086 Uiso 1 1 calc R U . . .
H24B H 0.327744 0.916056 0.942963 0.086 Uiso 1 1 calc R U . . .
H24C H 0.220964 1.021668 0.924683 0.086 Uiso 1 1 calc R U . . .
C22 C 0.0592(4) 0.8464(5) 0.8478(4) 0.0778(12) Uani 1 1 d . . . . .
H22A H -0.029586 0.857478 0.837224 0.117 Uiso 1 1 calc R U . . .
H22B H 0.059683 0.887991 0.906685 0.117 Uiso 1 1 calc R U . . .
H22C H 0.075136 0.753488 0.861768 0.117 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Gd1 O1 2.3612(18) . ?
Gd1 O2 2.3371(18) . ?
Gd1 O9 2.3817(18) 2_666 ?
Gd1 O3 2.4200(18) . ?
Gd1 O8 2.3032(18) 2_666 ?
Gd1 O5 2.497(2) . ?
Gd1 O6 2.503(2) . ?
Gd1 O4 2.3946(19) . ?
O1 C1 1.256(3) . ?
O2 C8 1.254(3) . ?
O9 C8 1.263(3) . ?
O3 C15 1.243(3) . ?
O8 C1 1.257(3) . ?
O10 C4 1.370(3) . ?
O10 C5 1.416(3) . ?
O5 N1 1.272(3) . ?
O6 N1 1.263(3) . ?
O4 C20 1.244(4) . ?
N3 C15 1.326(4) . ?
N3 C16 1.465(4) . ?
N3 C18 1.466(4) . ?
O11 C10 1.361(4) . ?
O11 C12 1.409(4) . ?
N1 O7 1.216(4) . ?
N2 C20 1.312(4) . ?
N2 C23 1.466(4) . ?
N2 C21 1.453(4) . ?
C2 C4 1.397(4) . ?
C2 C3 1.394(4) 2_766 ?
C2 C1 1.509(4) . ?
C9 C11 1.383(4) . ?
C9 C8 1.510(4) . ?
C9 C10 1.396(4) 2_676 ?
C4 C3 1.388(4) . ?
C3 H3 0.9500 . ?
C15 H15 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.397(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.492(4) . ?
C6 C7 1.301(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C20 H20 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.502(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.497(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.484(5) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C14 C13 1.302(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.509(5) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C13 H13 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.504(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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 Gd1 O9 75.24(6) . 2_666 ?
O1 Gd1 O3 74.53(6) . . ?
O1 Gd1 O5 90.10(7) . . ?
O1 Gd1 O6 136.11(7) . . ?
O1 Gd1 O4 141.62(7) . . ?
O2 Gd1 O1 75.31(6) . . ?
O2 Gd1 O9 122.65(6) . 2_666 ?
O2 Gd1 O3 79.95(6) . . ?
O2 Gd1 O5 150.99(7) . . ?
O2 Gd1 O6 148.58(7) . . ?
O2 Gd1 O4 78.03(7) . . ?
O9 Gd1 O3 135.07(6) 2_666 . ?
O9 Gd1 O5 75.66(7) 2_666 . ?
O9 Gd1 O6 75.56(7) 2_666 . ?
O9 Gd1 O4 143.09(7) 2_666 . ?
O3 Gd1 O5 71.95(7) . . ?
O3 Gd1 O6 105.59(7) . . ?
O8 Gd1 O1 122.43(6) 2_666 . ?
O8 Gd1 O2 78.12(6) 2_666 . ?
O8 Gd1 O9 77.97(6) 2_666 2_666 ?
O8 Gd1 O3 146.90(6) 2_666 . ?
O8 Gd1 O5 130.30(7) 2_666 . ?
O8 Gd1 O6 81.87(7) 2_666 . ?
O8 Gd1 O4 77.38(7) 2_666 . ?
O5 Gd1 O6 51.11(7) . . ?
O4 Gd1 O3 74.03(7) . . ?
O4 Gd1 O5 100.50(7) . . ?
O4 Gd1 O6 74.11(7) . . ?
C1 O1 Gd1 119.35(16) . . ?
C8 O2 Gd1 135.37(16) . . ?
C8 O9 Gd1 132.30(17) . 2_666 ?
C15 O3 Gd1 132.75(17) . . ?
C1 O8 Gd1 159.87(17) . 2_666 ?
C4 O10 C5 118.9(2) . . ?
N1 O5 Gd1 96.03(15) . . ?
N1 O6 Gd1 96.00(16) . . ?
C20 O4 Gd1 127.58(19) . . ?
C15 N3 C16 120.4(2) . . ?
C15 N3 C18 120.7(2) . . ?
C16 N3 C18 118.8(2) . . ?
C10 O11 C12 118.4(2) . . ?
O5 N1 Gd1 58.29(13) . . ?
O6 N1 Gd1 58.51(13) . . ?
O6 N1 O5 116.6(2) . . ?
O7 N1 Gd1 175.8(3) . . ?
O7 N1 O5 122.4(3) . . ?
O7 N1 O6 121.0(3) . . ?
C20 N2 C23 121.2(3) . . ?
C20 N2 C21 119.4(3) . . ?
C21 N2 C23 119.4(3) . . ?
C4 C2 C1 123.4(2) . . ?
C3 C2 C4 119.3(2) 2_766 . ?
C3 C2 C1 117.2(2) 2_766 . ?
C11 C9 C8 117.9(2) . . ?
C11 C9 C10 120.2(2) . 2_676 ?
C10 C9 C8 121.8(2) 2_676 . ?
O10 C4 C2 116.8(2) . . ?
O10 C4 C3 123.6(2) . . ?
C3 C4 C2 119.5(2) . . ?
C2 C3 H3 119.4 2_766 . ?
C4 C3 C2 121.1(2) . 2_766 ?
C4 C3 H3 119.4 . . ?
O3 C15 N3 123.8(3) . . ?
O3 C15 H15 118.1 . . ?
N3 C15 H15 118.1 . . ?
C9 C11 H11 119.7 . . ?
C9 C11 C10 120.6(2) . . ?
C10 C11 H11 119.7 . . ?
O1 C1 O8 124.2(2) . . ?
O1 C1 C2 118.7(2) . . ?
O8 C1 C2 117.1(2) . . ?
O2 C8 O9 125.7(2) . . ?
O2 C8 C9 117.3(2) . . ?
O9 C8 C9 117.0(2) . . ?
O11 C10 C9 116.4(2) . 2_676 ?
O11 C10 C11 124.4(2) . . ?
C9 C10 C11 119.2(3) 2_676 . ?
C5 C6 H6 117.3 . . ?
C7 C6 H6 117.3 . . ?
C7 C6 C5 125.4(3) . . ?
O10 C5 C6 107.3(2) . . ?
O10 C5 H5A 110.2 . . ?
O10 C5 H5B 110.2 . . ?
C6 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
O4 C20 N2 125.1(3) . . ?
O4 C20 H20 117.5 . . ?
N2 C20 H20 117.5 . . ?
N3 C16 H16A 109.2 . . ?
N3 C16 H16B 109.2 . . ?
N3 C16 C17 111.9(3) . . ?
H16A C16 H16B 107.9 . . ?
C17 C16 H16A 109.2 . . ?
C17 C16 H16B 109.2 . . ?
N2 C23 H23A 109.0 . . ?
N2 C23 H23B 109.0 . . ?
N2 C23 C24 113.0(3) . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
O11 C12 H12A 110.0 . . ?
O11 C12 H12B 110.0 . . ?
O11 C12 C13 108.6(3) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
H14A C14 H14B 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
N3 C18 H18A 109.0 . . ?
N3 C18 H18B 109.0 . . ?
N3 C18 C19 113.0(3) . . ?
H18A C18 H18B 107.8 . . ?
C19 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
C12 C13 H13 116.4 . . ?
C14 C13 C12 127.2(3) . . ?
C14 C13 H13 116.4 . . ?
N2 C21 H21A 109.2 . . ?
N2 C21 H21B 109.2 . . ?
N2 C21 C22 112.0(3) . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Gd1 O1 C1 O8 -42.9(3) . . . . ?
Gd1 O1 C1 C2 133.72(19) . . . . ?
Gd1 O2 C8 O9 -72.7(4) . . . . ?
Gd1 O2 C8 C9 104.7(3) . . . . ?
Gd1 O9 C8 O2 33.1(4) 2_666 . . . ?
Gd1 O9 C8 C9 -144.30(19) 2_666 . . . ?
Gd1 O3 C15 N3 -179.76(19) . . . . ?
Gd1 O8 C1 O1 63.9(6) 2_666 . . . ?
Gd1 O8 C1 C2 -112.8(5) 2_666 . . . ?
Gd1 O5 N1 O6 -5.0(3) . . . . ?
Gd1 O5 N1 O7 175.1(3) . . . . ?
Gd1 O6 N1 O5 5.0(3) . . . . ?
Gd1 O6 N1 O7 -175.1(3) . . . . ?
Gd1 O4 C20 N2 166.2(2) . . . . ?
O10 C4 C3 C2 178.4(2) . . . 2_766 ?
O11 C12 C13 C14 7.0(6) . . . . ?
C2 C4 C3 C2 -0.5(4) . . . 2_766 ?
C9 C11 C10 O11 -178.6(3) . . . . ?
C9 C11 C10 C9 0.8(4) . . . 2_676 ?
C4 O10 C5 C6 171.3(2) . . . . ?
C4 C2 C1 O1 33.5(4) . . . . ?
C4 C2 C1 O8 -149.6(2) . . . . ?
C3 C2 C4 O10 -178.5(2) 2_766 . . . ?
C3 C2 C4 C3 0.5(4) 2_766 . . . ?
C3 C2 C1 O1 -143.3(2) 2_766 . . . ?
C3 C2 C1 O8 33.6(3) 2_766 . . . ?
C15 N3 C16 C17 -96.2(3) . . . . ?
C15 N3 C18 C19 -107.9(3) . . . . ?
C11 C9 C8 O2 -117.2(3) . . . . ?
C11 C9 C8 O9 60.4(3) . . . . ?
C1 C2 C4 O10 4.8(4) . . . . ?
C1 C2 C4 C3 -176.2(2) . . . . ?
C8 C9 C11 C10 176.5(2) . . . . ?
C10 O11 C12 C13 -176.0(3) . . . . ?
C10 C9 C11 C10 -0.8(4) 2_676 . . . ?
C10 C9 C8 O2 60.1(3) 2_676 . . . ?
C10 C9 C8 O9 -122.3(3) 2_676 . . . ?
C5 O10 C4 C2 177.2(2) . . . . ?
C5 O10 C4 C3 -1.7(4) . . . . ?
C20 N2 C23 C24 -99.1(4) . . . . ?
C20 N2 C21 C22 80.0(4) . . . . ?
C16 N3 C15 O3 -2.8(4) . . . . ?
C16 N3 C18 C19 76.1(4) . . . . ?
C23 N2 C20 O4 173.7(3) . . . . ?
C23 N2 C21 C22 -97.9(4) . . . . ?
C12 O11 C10 C9 179.4(3) . . . 2_676 ?
C12 O11 C10 C11 -1.2(4) . . . . ?
C18 N3 C15 O3 -178.7(3) . . . . ?
C18 N3 C16 C17 79.8(3) . . . . ?
C7 C6 C5 O10 -3.8(5) . . . . ?
C21 N2 C20 O4 -4.1(5) . . . . ?
C21 N2 C23 C24 78.8(4) . . . . ?


_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_022_r35_25kbar
_database_code_depnum_ccdc_archive 'CCDC 2165431'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-29 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 O11 Pr'
_chemical_formula_sum            'C24 H34 N3 O11 Pr'
_chemical_formula_weight         681.45
_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 0.0013 0.0009 '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 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0058 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.4898 1.8751 '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                   10.0371(3)
_cell_length_b                   11.1440(3)
_cell_length_c                   14.0248(8)
_cell_angle_alpha                109.464(3)
_cell_angle_beta                 94.951(3)
_cell_angle_gamma                96.1010(10)
_cell_volume                     1458.25(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7325
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      19.51
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.917
_exptl_absorpt_correction_T_max  0.7444
_exptl_absorpt_correction_T_min  0.6401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0633 before and 0.0506 after correction.
The Ratio of minimum to maximum transmission is 0.8599.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.385
_diffrn_reflns_Laue_measured_fraction_max 0.385
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            26704
_diffrn_reflns_point_group_measured_fraction_full 0.385
_diffrn_reflns_point_group_measured_fraction_max 0.385
_diffrn_reflns_theta_full        19.616
_diffrn_reflns_theta_max         19.616
_diffrn_reflns_theta_min         1.545
_diffrn_ambient_pressure         2500000
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.385
_diffrn_measured_fraction_theta_max 0.385
_diffrn_measurement_device_type  'XIPHOS II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_source                   ?
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1864
_reflns_number_total             2021
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     332
_refine_ls_number_reflns         2021
_refine_ls_number_restraints     292
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      0.978
_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)+(0.0505P)²+3.7673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0833
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C18-C19
 1.4 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(O6) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C18) = Uanis(C16) = Uanis(C23) = Uanis(C21)
Uanis(C2) = Uanis(C9)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Pr1, O6, O7, O8, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C11(H11), C13(H13), C15(H15), C20(H20)
5.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
5.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Pr1 Pr 0.48380(3) 0.56729(4) 0.65319(6) 0.0267(6) Uani 1 1 d . . . . .
O1 O 0.4228(5) 0.7160(6) 0.5679(10) 0.032(4) Uani 1 1 d . . . . .
O2 O 0.6477(4) 0.5610(5) 0.5166(8) 0.025(4) Uani 1 1 d . . . . .
O3 O 0.7404(6) 0.5757(10) 0.6702(13) 0.041(4) Uani 1 1 d . . . . .
O4 O 0.3996(6) 0.4460(7) 0.7632(10) 0.068(7) Uani 1 1 d . . . . .
O5 O 0.2771(5) 0.6408(7) 0.7141(10) 0.056(6) Uani 1 1 d . . . . .
O6 O 0.5794(7) 0.6792(9) 0.8358(14) 0.064(4) Uani 1 1 d . U . . .
O7 O 0.6064(8) 0.8005(9) 0.7511(16) 0.062(4) Uani 1 1 d . . . . .
O8 O 0.7025(11) 0.8705(13) 0.9066(19) 0.111(5) Uani 1 1 d . . . . .
O9 O 0.4574(6) 0.6507(7) 0.4059(11) 0.041(4) Uani 1 1 d . . . . .
O10 O 0.8831(5) 0.7049(7) 0.4800(10) 0.061(6) Uani 1 1 d . . . . .
O11 O 0.3232(5) 0.8256(6) 0.3396(9) 0.048(4) Uani 1 1 d . . . . .
N1 N 0.6305(9) 0.7897(14) 0.838(2) 0.059(4) Uani 1 1 d . . . . .
N2 N 0.4116(8) 0.3197(9) 0.8577(14) 0.076(6) Uani 1 1 d . . . . .
N3 N 0.1039(7) 0.7476(8) 0.7662(13) 0.058(7) Uani 1 1 d . . . . .
C1 C 0.7487(8) 0.5589(12) 0.5764(18) 0.026(4) Uani 1 1 d . . . . .
C2 C 0.8809(6) 0.5327(8) 0.5404(12) 0.028(4) Uani 1 1 d . . . . .
C3 C 0.9425(6) 0.6010(8) 0.4851(13) 0.025(6) Uani 1 1 d . . . . .
C4 C 1.0612(6) 0.5685(8) 0.4446(13) 0.030(7) Uani 1 1 d . . . . .
H4 H 1.101496 0.614407 0.407574 0.036 Uiso 1 1 calc R U . . .
C5 C 0.9097(9) 0.7514(11) 0.4010(17) 0.063(8) Uani 1 1 d . . . . .
H5A H 0.895075 0.681328 0.336029 0.075 Uiso 1 1 calc R U . . .
H5B H 1.002649 0.792504 0.412398 0.075 Uiso 1 1 calc R U . . .
C6 C 0.8148(9) 0.8469(11) 0.4008(17) 0.065(12) Uani 1 1 d . . . . .
H6 H 0.723755 0.820350 0.400681 0.078 Uiso 1 1 calc R U . . .
C7 C 0.8464(12) 0.9587(14) 0.401(2) 0.138(17) Uani 1 1 d . . . . .
H7A H 0.936212 0.989578 0.400998 0.166 Uiso 1 1 calc R U . . .
H7B H 0.779940 1.010810 0.400719 0.166 Uiso 1 1 calc R U . . .
C8 C 0.4463(7) 0.7356(10) 0.4898(17) 0.030(4) Uani 1 1 d . . . . .
C9 C 0.4691(6) 0.8738(8) 0.4939(13) 0.028(4) Uani 1 1 d . . . . .
C10 C 0.4101(6) 0.9127(8) 0.4160(13) 0.034(4) Uani 1 1 d . . . . .
C11 C 0.4447(6) 1.0425(8) 0.4266(12) 0.029(8) Uani 1 1 d . . . . .
H11 H 0.406942 1.071944 0.377176 0.034 Uiso 1 1 calc R U . . .
C12 C 0.2372(7) 0.8711(9) 0.2799(14) 0.039(5) Uani 1 1 d . . . . .
H12A H 0.289430 0.914091 0.242473 0.046 Uiso 1 1 calc R U . . .
H12B H 0.186295 0.932117 0.322856 0.046 Uiso 1 1 calc R U . . .
C13 C 0.1457(8) 0.7611(10) 0.2092(16) 0.055(6) Uani 1 1 d . . . . .
H13 H 0.080195 0.778368 0.166473 0.066 Uiso 1 1 calc R U . . .
C14 C 0.1466(9) 0.6413(10) 0.2001(17) 0.054(11) Uani 1 1 d . . . . .
H14A H 0.210163 0.619162 0.241124 0.064 Uiso 1 1 calc R U . . .
H14B H 0.083583 0.577691 0.152418 0.064 Uiso 1 1 calc R U . . .
C15 C 0.4489(8) 0.3657(10) 0.7914(16) 0.057(6) Uani 1 1 d . . . . .
H15 H 0.522581 0.334771 0.760391 0.068 Uiso 1 1 calc R U . . .
C16 C 0.4832(12) 0.2325(14) 0.895(2) 0.092(5) Uani 1 1 d . . . . .
H16A H 0.576669 0.244483 0.882783 0.111 Uiso 1 1 calc R U . . .
H16B H 0.482539 0.258706 0.967771 0.111 Uiso 1 1 calc R U . . .
C17 C 0.4360(16) 0.1057(15) 0.854(2) 0.122(14) Uani 1 1 d . . . . .
H17A H 0.411542 0.082506 0.781513 0.183 Uiso 1 1 calc R U . . .
H17B H 0.357994 0.087024 0.884226 0.183 Uiso 1 1 calc R U . . .
H17C H 0.504848 0.057295 0.866337 0.183 Uiso 1 1 calc R U . . .
C18 C 0.3410(12) 0.4139(13) 0.9643(19) 0.092(5) Uani 1 1 d D . . . .
H18A H 0.370445 0.401457 1.027674 0.111 Uiso 1 1 calc R U . . .
H18B H 0.348510 0.504445 0.972867 0.111 Uiso 1 1 calc R U . . .
C19 C 0.2198(13) 0.3442(18) 0.916(2) 0.137(14) Uani 1 1 d D . . . .
H19A H 0.148845 0.394614 0.936812 0.206 Uiso 1 1 calc R U . . .
H19B H 0.205698 0.267486 0.932551 0.206 Uiso 1 1 calc R U . . .
H19C H 0.219343 0.321283 0.843292 0.206 Uiso 1 1 calc R U . . .
C20 C 0.2010(8) 0.7195(10) 0.7086(16) 0.054(8) Uani 1 1 d . . . . .
H20 H 0.213037 0.760595 0.661522 0.065 Uiso 1 1 calc R U . . .
C21 C 0.0095(13) 0.8339(15) 0.750(2) 0.092(5) Uani 1 1 d . . . . .
H21A H -0.082164 0.788988 0.734986 0.111 Uiso 1 1 calc R U . . .
H21B H 0.029691 0.857618 0.691517 0.111 Uiso 1 1 calc R U . . .
C22 C 0.0198(14) 0.9515(13) 0.841(2) 0.126(9) Uani 1 1 d . . . . .
H22A H -0.048118 1.002072 0.830395 0.189 Uiso 1 1 calc R U . . .
H22B H 0.107636 1.000822 0.851136 0.189 Uiso 1 1 calc R U . . .
H22C H 0.006536 0.928021 0.899467 0.189 Uiso 1 1 calc R U . . .
C23 C 0.0696(15) 0.6735(18) 0.831(3) 0.092(5) Uani 1 1 d . . . . .
H23A H 0.077524 0.583896 0.796413 0.111 Uiso 1 1 calc R U . . .
H23B H -0.023375 0.678757 0.844174 0.111 Uiso 1 1 calc R U . . .
C24 C 0.160(2) 0.722(3) 0.929(4) 0.212(14) Uani 1 1 d . . . . .
H24A H 0.208619 0.655769 0.936041 0.318 Uiso 1 1 calc R U . . .
H24B H 0.106679 0.748832 0.984278 0.318 Uiso 1 1 calc R U . . .
H24C H 0.222228 0.794642 0.930454 0.318 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O1 2.442(6) . ?
Pr1 O2 2.499(10) 2_666 ?
Pr1 O2 2.619(8) . ?
Pr1 O3 2.554(6) . ?
Pr1 O4 2.509(8) . ?
Pr1 O5 2.430(6) . ?
Pr1 O6 2.496(17) . ?
Pr1 O7 2.608(12) . ?
Pr1 O9 2.446(7) 2_666 ?
O1 C8 1.22(2) . ?
O2 C1 1.265(18) . ?
O3 C1 1.28(3) . ?
O4 C15 1.223(10) . ?
O5 C20 1.240(8) . ?
O6 N1 1.270(12) . ?
O7 N1 1.27(3) . ?
O8 N1 1.19(3) . ?
O9 C8 1.26(2) . ?
O10 C3 1.376(7) . ?
O10 C5 1.405(18) . ?
O11 C10 1.349(17) . ?
O11 C12 1.398(13) . ?
N2 C15 1.268(19) . ?
N2 C16 1.465(14) . ?
N2 C18 1.77(3) . ?
N3 C20 1.316(17) . ?
N3 C21 1.476(12) . ?
N3 C23 1.46(2) . ?
C1 C2 1.484(13) . ?
C2 C3 1.392(14) . ?
C2 C4 1.389(8) 2_766 ?
C3 C4 1.394(12) . ?
C4 H4 0.9300 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.501(10) . ?
C6 H6 0.9300 . ?
C6 C7 1.253(12) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.515(9) . ?
C9 C10 1.410(18) . ?
C9 C11 1.35(2) 2_676 ?
C10 C11 1.405(8) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.46(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.299(11) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.35(2) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.361(10) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.48(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.48(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pr1 O2 71.7(3) . 2_666 ?
O1 Pr1 O2 72.0(2) . . ?
O1 Pr1 O3 108.4(2) . . ?
O1 Pr1 O4 143.19(19) . . ?
O1 Pr1 O6 112.7(3) . . ?
O1 Pr1 O7 68.4(4) . . ?
O1 Pr1 O9 134.0(4) . 2_666 ?
O2 Pr1 O2 73.30(14) 2_666 . ?
O2 Pr1 O3 117.6(4) 2_666 . ?
O2 Pr1 O4 101.8(3) 2_666 . ?
O2 Pr1 O7 139.2(4) 2_666 . ?
O3 Pr1 O2 50.8(4) . . ?
O3 Pr1 O7 68.6(3) . . ?
O4 Pr1 O2 142.39(18) . . ?
O4 Pr1 O3 106.5(3) . . ?
O4 Pr1 O7 115.4(5) . . ?
O5 Pr1 O1 73.3(3) . . ?
O5 Pr1 O2 89.4(3) . 2_666 ?
O5 Pr1 O2 144.6(3) . . ?
O5 Pr1 O3 152.5(5) . . ?
O5 Pr1 O4 70.4(2) . . ?
O5 Pr1 O6 82.9(4) . . ?
O5 Pr1 O7 87.7(3) . . ?
O5 Pr1 O9 129.54(18) . 2_666 ?
O6 Pr1 O2 117.1(3) . . ?
O6 Pr1 O2 169.3(2) . 2_666 ?
O6 Pr1 O3 71.0(4) . . ?
O6 Pr1 O4 68.7(3) . . ?
O6 Pr1 O7 48.2(4) . . ?
O7 Pr1 O2 86.1(4) . . ?
O9 Pr1 O2 69.7(3) 2_666 2_666 ?
O9 Pr1 O2 73.6(2) 2_666 . ?
O9 Pr1 O3 69.9(3) 2_666 . ?
O9 Pr1 O4 69.9(3) 2_666 . ?
O9 Pr1 O6 109.7(4) 2_666 . ?
O9 Pr1 O7 137.7(3) 2_666 . ?
C8 O1 Pr1 136.3(6) . . ?
Pr1 O2 Pr1 106.70(14) 2_666 . ?
C1 O2 Pr1 141.2(9) . 2_666 ?
C1 O2 Pr1 92.2(9) . . ?
C1 O3 Pr1 94.9(8) . . ?
C15 O4 Pr1 130.5(7) . . ?
C20 O5 Pr1 140.1(8) . . ?
N1 O6 Pr1 103.6(14) . . ?
N1 O7 Pr1 97.8(8) . . ?
C8 O9 Pr1 137.7(10) . 2_666 ?
C3 O10 C5 117.9(10) . . ?
C10 O11 C12 117.9(6) . . ?
O6 N1 O7 110(2) . . ?
O8 N1 O6 128(2) . . ?
O8 N1 O7 121.7(14) . . ?
C15 N2 C16 124.8(10) . . ?
C15 N2 C18 121.1(8) . . ?
C16 N2 C18 104.9(14) . . ?
C20 N3 C21 120.4(13) . . ?
C20 N3 C23 120.2(9) . . ?
C23 N3 C21 118.0(11) . . ?
O2 C1 Pr1 62.4(6) . . ?
O2 C1 O3 121.4(10) . . ?
O2 C1 C2 121.8(18) . . ?
O3 C1 Pr1 59.5(5) . . ?
O3 C1 C2 116.8(13) . . ?
C2 C1 Pr1 170.0(5) . . ?
C3 C2 C1 121.2(6) . . ?
C4 C2 C1 119.1(8) 2_766 . ?
C4 C2 C3 119.5(8) 2_766 . ?
O10 C3 C2 115.4(8) . . ?
O10 C3 C4 123.9(8) . . ?
C2 C3 C4 120.6(6) . . ?
C2 C4 C3 119.9(9) 2_766 . ?
C2 C4 H4 120.1 2_766 . ?
C3 C4 H4 120.1 . . ?
O10 C5 H5A 110.3 . . ?
O10 C5 H5B 110.3 . . ?
O10 C5 C6 107.3(12) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.3 . . ?
C6 C5 H5B 110.3 . . ?
C5 C6 H6 116.8 . . ?
C7 C6 C5 126.4(9) . . ?
C7 C6 H6 116.8 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O1 C8 O9 125.8(8) . . ?
O1 C8 C9 117.7(16) . . ?
O9 C8 C9 116.4(15) . . ?
C10 C9 C8 122.0(13) . . ?
C11 C9 C8 116.6(11) 2_676 . ?
C11 C9 C10 121.3(7) 2_676 . ?
O11 C10 C9 118.6(6) . . ?
O11 C10 C11 125.1(11) . . ?
C11 C10 C9 116.3(12) . . ?
C9 C11 C10 122.4(11) 2_676 . ?
C9 C11 H11 118.8 2_676 . ?
C10 C11 H11 118.8 . . ?
O11 C12 H12A 110.1 . . ?
O11 C12 H12B 110.1 . . ?
O11 C12 C13 107.8(7) . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 H12A 110.1 . . ?
C13 C12 H12B 110.1 . . ?
C12 C13 H13 116.8 . . ?
C14 C13 C12 126.5(13) . . ?
C14 C13 H13 116.8 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O4 C15 N2 127.8(10) . . ?
O4 C15 H15 116.1 . . ?
N2 C15 H15 116.1 . . ?
N2 C16 H16A 107.9 . . ?
N2 C16 H16B 107.9 . . ?
H16A C16 H16B 107.2 . . ?
C17 C16 N2 117.4(17) . . ?
C17 C16 H16A 107.9 . . ?
C17 C16 H16B 107.9 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 114.3 . . ?
N2 C18 H18B 114.3 . . ?
H18A C18 H18B 111.4 . . ?
C19 C18 N2 86.3(13) . . ?
C19 C18 H18A 114.3 . . ?
C19 C18 H18B 114.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O5 C20 N3 123.2(13) . . ?
O5 C20 H20 118.4 . . ?
N3 C20 H20 118.4 . . ?
N3 C21 H21A 109.4 . . ?
N3 C21 H21B 109.4 . . ?
N3 C21 C22 111(2) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.4 . . ?
C22 C21 H21B 109.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 109.4 . . ?
N3 C23 H23B 109.4 . . ?
N3 C23 C24 111.0(16) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pr1 O1 C8 O9 36.2(18) . . . . ?
Pr1 O1 C8 C9 -141.5(7) . . . . ?
Pr1 O2 C1 Pr1 -120.5(8) 2_666 . . . ?
Pr1 O2 C1 O3 -128.9(16) 2_666 . . . ?
Pr1 O2 C1 O3 -8.4(12) . . . . ?
Pr1 O2 C1 C2 49.0(11) 2_666 . . . ?
Pr1 O2 C1 C2 169.5(8) . . . . ?
Pr1 O3 C1 O2 8.6(12) . . . . ?
Pr1 O3 C1 C2 -169.4(7) . . . . ?
Pr1 O4 C15 N2 169.7(13) . . . . ?
Pr1 O5 C20 N3 -169.2(11) . . . . ?
Pr1 O6 N1 O7 3.6(13) . . . . ?
Pr1 O6 N1 O8 -169.4(17) . . . . ?
Pr1 O7 N1 O6 -3.3(12) . . . . ?
Pr1 O7 N1 O8 170.1(14) . . . . ?
Pr1 O9 C8 O1 -24.9(15) 2_666 . . . ?
Pr1 O9 C8 C9 152.8(6) 2_666 . . . ?
Pr1 C1 C2 C3 164(8) . . . . ?
Pr1 C1 C2 C4 -11(9) . . . 2_766 ?
O1 C8 C9 C10 -136.1(12) . . . . ?
O1 C8 C9 C11 47.5(11) . . . 2_676 ?
O2 C1 C2 C3 51.5(18) . . . . ?
O2 C1 C2 C4 -123.4(13) . . . 2_766 ?
O3 C1 C2 C3 -130.5(13) . . . . ?
O3 C1 C2 C4 55(2) . . . 2_766 ?
O9 C8 C9 C10 46.0(11) . . . . ?
O9 C8 C9 C11 -130.4(13) . . . 2_676 ?
O10 C3 C4 C2 175.4(14) . . . 2_766 ?
O10 C5 C6 C7 129(2) . . . . ?
O11 C10 C11 C9 178.8(11) . . . 2_676 ?
O11 C12 C13 C14 -2(2) . . . . ?
C1 C2 C3 O10 9(2) . . . . ?
C1 C2 C3 C4 -174.7(15) . . . . ?
C2 C3 C4 C2 0(2) . . . 2_766 ?
C3 O10 C5 C6 169.8(11) . . . . ?
C4 C2 C3 O10 -175.8(13) 2_766 . . . ?
C4 C2 C3 C4 0(2) 2_766 . . . ?
C5 O10 C3 C2 -159.5(12) . . . . ?
C5 O10 C3 C4 25(2) . . . . ?
C8 C9 C10 O11 4.8(15) . . . . ?
C8 C9 C10 C11 -177.0(9) . . . . ?
C9 C10 C11 C9 0.7(16) . . . 2_676 ?
C10 O11 C12 C13 -175.0(11) . . . . ?
C11 C9 C10 O11 -178.9(10) 2_676 . . . ?
C11 C9 C10 C11 -0.7(16) 2_676 . . . ?
C12 O11 C10 C9 162.2(10) . . . . ?
C12 O11 C10 C11 -15.8(16) . . . . ?
C15 N2 C16 C17 -99(2) . . . . ?
C15 N2 C18 C19 104.9(14) . . . . ?
C16 N2 C15 O4 -174.1(16) . . . . ?
C16 N2 C18 C19 -107.0(12) . . . . ?
C18 N2 C15 O4 -32(2) . . . . ?
C18 N2 C16 C17 114.3(19) . . . . ?
C20 N3 C21 C22 -117.8(19) . . . . ?
C20 N3 C23 C24 84(3) . . . . ?
C21 N3 C20 O5 -174.8(15) . . . . ?
C21 N3 C23 C24 -109(2) . . . . ?
C23 N3 C20 O5 -8(2) . . . . ?
C23 N3 C21 C22 75.3(19) . . . . ?


_olex2_exptl_crystal_mounting_method 
;
Crystal was mounted in a diamond anvil cell
 using 1:1 pentane isopentane mix as a
 pressure transmitting medium and a ruby
 sphere for pressure calibration. This
 methodology severely compromises data
 collection strategies, limiting data
 completeness. 
;
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT029_022_r35_25kbar      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.385 Why?  
RESPONSE: The data collection was performed with the crystal mounted 
inside a diamond anvil cell, this significantly restricted the accessible 
diffraction geometries for reflection measurement. This reduction in 
completeness is a direct result of the fundamental constraints of the 
sample environment. 
;
_vrf_PLAT088_022_r35_25kbar      
;
PROBLEM: Poor Data / Parameter Ratio ....................       6.09 Note  
RESPONSE: The poor data/parameter ratio is a consequence of the low completeness.
The data collection was performed with the crystal mounted 
inside a diamond anvil cell, this significantly restricted the accessible 
diffraction geometries for reflection measurement. This reduction in 
completeness is a direct result of the fundamental constraints of the 
sample environment. 
;
_vrf_PLAT220_022_r35_25kbar      
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        8.1 Ratio 
RESPONSE: Reduced data quality due to sample being mounted inside a diamond anvil
cell. For more information see crystal mounting preparation.
;
_vrf_PLAT342_022_r35_25kbar      
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02156 Ang.  
RESPONSE: Diamond anvil cell collection issues as outlined in 
_vrf_PLAT220_022_r35_25kbar
;
_vrf_PLAT911_022_r35_25kbar      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.599       2246 Report
RESPONSE: Diamond anvil cell collection issues as outlined in 
_vrf_PLAT220_022_r35_25kbar
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
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# Crystallographic Data Centre (CCDC).
# 
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# 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_022_r35_35kbar
_database_code_depnum_ccdc_archive 'CCDC 2165395'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-29 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 O11 Pr'
_chemical_formula_sum            'C24 H34 N3 O11 Pr'
_chemical_formula_weight         681.45
_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 0.0013 0.0009 '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 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0058 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -0.4898 1.8751 '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                   9.8824(4)
_cell_length_b                   10.0039(4)
_cell_length_c                   13.3049(9)
_cell_angle_alpha                98.203(4)
_cell_angle_beta                 111.376(4)
_cell_angle_gamma                91.257(2)
_cell_volume                     1208.43(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7112
_cell_measurement_temperature    293
_cell_measurement_theta_max      19.59
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.937
_exptl_absorpt_coefficient_mu    1.107
_exptl_absorpt_correction_T_max  0.7444
_exptl_absorpt_correction_T_min  0.6393
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0924 before and 0.0588 after correction.
The Ratio of minimum to maximum transmission is 0.8588.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.388
_diffrn_reflns_Laue_measured_fraction_max 0.388
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            21137
_diffrn_reflns_point_group_measured_fraction_full 0.388
_diffrn_reflns_point_group_measured_fraction_max 0.388
_diffrn_reflns_theta_full        19.652
_diffrn_reflns_theta_max         19.652
_diffrn_reflns_theta_min         1.628
_diffrn_ambient_pressure         3500000
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.388
_diffrn_measured_fraction_theta_max 0.388
_diffrn_measurement_device_type  'XIPHOS II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_source                   ?
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1596
_reflns_number_total             1688
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         1688
_refine_ls_number_restraints     276
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0216
_refine_ls_restrained_S_all      0.990
_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)+(0.0282P)²+1.6641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0502
_refine_ls_wR_factor_ref         0.0512
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C3) = Uanis(C2) = Uanis(C11) = Uanis(C9)
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C11(H11), C13(H13), C15(H15), C20(H20)
4.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
4.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Pr1 Pr 0.41110(3) 0.99208(2) 0.82436(5) 0.0172(4) Uani 1 1 d . . . . .
O1 O 0.6329(4) 1.0896(3) 0.9630(8) 0.030(3) Uani 1 1 d . . . . .
O2 O 0.5383(5) 0.7948(4) 0.8806(9) 0.019(3) Uani 1 1 d . . . . .
O3 O 0.2354(7) 0.8602(4) 0.8631(10) 0.029(5) Uani 1 1 d . . . . .
O4 O 0.1717(4) 1.0426(3) 0.7028(7) 0.027(4) Uani 1 1 d . . . . .
O5 O 0.4619(4) 1.1966(3) 0.7657(7) 0.036(4) Uani 1 1 d . . . . .
O6 O 0.5545(4) 0.9267(3) 0.7028(7) 0.031(3) Uani 1 1 d . . . . .
O7 O 0.3445(4) 0.8163(3) 0.6527(7) 0.032(3) Uani 1 1 d . . . . .
O8 O 0.5105(6) 0.7340(4) 0.5965(9) 0.045(5) Uani 1 1 d . . . . .
O9 O 0.6619(4) 0.8430(3) 1.0595(7) 0.020(4) Uani 1 1 d . . . . .
O10 O 0.7855(4) 0.5871(3) 1.0500(7) 0.038(4) Uani 1 1 d . . . . .
O11 O 0.9678(4) 0.7751(3) 0.8469(7) 0.025(3) Uani 1 1 d . . . . .
N1 N 0.4699(5) 0.8229(4) 0.6455(9) 0.026(4) Uani 1 1 d . . . . .
N2 N 0.4272(5) 1.4119(4) 0.7409(8) 0.019(5) Uani 1 1 d . . . . .
N3 N -0.0665(5) 1.0666(4) 0.6222(8) 0.025(4) Uani 1 1 d . . . . .
C1 C 0.7535(9) 1.1016(6) 1.0438(15) 0.014(4) Uani 1 1 d . . . . .
C2 C 0.8809(5) 1.0530(4) 1.0149(9) 0.014(3) Uani 1 1 d . . . . .
C3 C 0.8609(6) 0.9440(4) 0.9379(9) 0.014(3) Uani 1 1 d . . . . .
H3 H 0.766959 0.905357 0.896783 0.016 Uiso 1 1 calc R U . . .
C4 C 0.9783(5) 0.8878(4) 0.9187(9) 0.016(4) Uani 1 1 d . . . . .
C5 C 0.8311(7) 0.7294(5) 0.7681(11) 0.024(4) Uani 1 1 d . . . . .
H5A H 0.773192 0.805511 0.748609 0.028 Uiso 1 1 calc R U . . .
H5B H 0.780227 0.669352 0.796110 0.028 Uiso 1 1 calc R U . . .
C6 C 0.8529(7) 0.6564(5) 0.6711(12) 0.028(4) Uani 1 1 d . . . . .
H6 H 0.772317 0.608250 0.615551 0.034 Uiso 1 1 calc R U . . .
C7 C 0.9783(7) 0.6549(5) 0.6579(11) 0.039(7) Uani 1 1 d . . . . .
H7A H 1.061132 0.702049 0.711865 0.047 Uiso 1 1 calc R U . . .
H7B H 0.984355 0.606803 0.594737 0.047 Uiso 1 1 calc R U . . .
C8 C 0.5837(7) 0.7658(6) 0.9749(13) 0.012(3) Uani 1 1 d . . . . .
C9 C 0.5400(6) 0.6258(4) 0.9852(10) 0.014(3) Uani 1 1 d . . . . .
C10 C 0.6456(6) 0.5385(4) 1.0271(10) 0.015(5) Uani 1 1 d . . . . .
C11 C 0.6064(6) 0.4120(4) 1.0410(10) 0.014(3) Uani 1 1 d . . . . .
H11 H 0.676944 0.352369 1.067657 0.016 Uiso 1 1 calc R U . . .
C12 C 0.8986(6) 0.5075(5) 1.1006(10) 0.021(6) Uani 1 1 d . . . . .
H12A H 0.893404 0.424183 1.051551 0.025 Uiso 1 1 calc R U . . .
H12B H 0.890244 0.484390 1.166562 0.025 Uiso 1 1 calc R U . . .
C13 C 1.0392(7) 0.5879(6) 1.1278(11) 0.027(7) Uani 1 1 d . . . . .
H13 H 1.122802 0.540949 1.145365 0.032 Uiso 1 1 calc R U . . .
C14 C 1.0566(8) 0.7165(6) 1.1294(13) 0.048(9) Uani 1 1 d . . . . .
H14A H 0.976269 0.767790 1.112465 0.057 Uiso 1 1 calc R U . . .
H14B H 1.149441 0.757869 1.147582 0.057 Uiso 1 1 calc R U . . .
C15 C 0.0431(6) 1.0184(4) 0.6933(10) 0.026(4) Uani 1 1 d . . . . .
H15 H 0.024392 0.963911 0.738509 0.031 Uiso 1 1 calc R U . . .
C16 C -0.0409(6) 1.1587(5) 0.5546(10) 0.028(5) Uani 1 1 d . . . . .
H16A H -0.119765 1.143861 0.483561 0.034 Uiso 1 1 calc R U . . .
H16B H 0.049145 1.140320 0.543725 0.034 Uiso 1 1 calc R U . . .
C17 C -0.0314(7) 1.3025(5) 0.6070(12) 0.042(7) Uani 1 1 d . . . . .
H17A H 0.009331 1.360054 0.571588 0.062 Uiso 1 1 calc R U . . .
H17B H 0.029857 1.312196 0.683060 0.062 Uiso 1 1 calc R U . . .
H17C H -0.127082 1.327747 0.600233 0.062 Uiso 1 1 calc R U . . .
C18 C -0.2179(6) 1.0355(5) 0.6128(10) 0.032(5) Uani 1 1 d . . . . .
H18A H -0.267878 1.118057 0.609012 0.038 Uiso 1 1 calc R U . . .
H18B H -0.216788 1.000480 0.677386 0.038 Uiso 1 1 calc R U . . .
C19 C -0.2989(6) 0.9337(6) 0.5133(11) 0.036(5) Uani 1 1 d . . . . .
H19A H -0.290072 0.963053 0.450257 0.055 Uiso 1 1 calc R U . . .
H19B H -0.399967 0.924935 0.503862 0.055 Uiso 1 1 calc R U . . .
H19C H -0.258799 0.847616 0.522082 0.055 Uiso 1 1 calc R U . . .
C20 C 0.3839(6) 1.2925(5) 0.7498(11) 0.023(7) Uani 1 1 d . . . . .
H20 H 0.287785 1.277857 0.743727 0.028 Uiso 1 1 calc R U . . .
C21 C 0.5784(7) 1.4364(5) 0.7517(11) 0.025(6) Uani 1 1 d . . . . .
H21A H 0.604319 1.533282 0.767679 0.031 Uiso 1 1 calc R U . . .
H21B H 0.641239 1.396772 0.812936 0.031 Uiso 1 1 calc R U . . .
C22 C 0.6040(8) 1.3800(7) 0.6535(13) 0.042(6) Uani 1 1 d . . . . .
H22A H 0.544848 1.421438 0.593161 0.064 Uiso 1 1 calc R U . . .
H22B H 0.579031 1.284033 0.637469 0.064 Uiso 1 1 calc R U . . .
H22C H 0.704976 1.397542 0.665318 0.064 Uiso 1 1 calc R U . . .
C23 C 0.3254(9) 1.5145(9) 0.7072(16) 0.023(8) Uani 1 1 d . . . . .
H23A H 0.374124 1.603852 0.740850 0.028 Uiso 1 1 calc R U . . .
H23B H 0.244975 1.501997 0.731148 0.028 Uiso 1 1 calc R U . . .
C24 C 0.2692(10) 1.5040(11) 0.5865(17) 0.032(8) Uani 1 1 d . . . . .
H24A H 0.228299 1.413230 0.553433 0.048 Uiso 1 1 calc R U . . .
H24B H 0.347521 1.525930 0.563766 0.048 Uiso 1 1 calc R U . . .
H24C H 0.195226 1.566035 0.564147 0.048 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O1 2.367(6) . ?
Pr1 O2 2.425(4) . ?
Pr1 O3 2.402(4) . ?
Pr1 O4 2.443(5) . ?
Pr1 O5 2.396(4) . ?
Pr1 O6 2.542(6) . ?
Pr1 O7 2.539(7) . ?
Pr1 O9 2.402(6) 2_677 ?
O1 C1 1.271(18) . ?
O2 C8 1.248(18) . ?
O3 C1 1.21(2) 2_677 ?
O4 C15 1.245(5) . ?
O5 C20 1.238(6) . ?
O6 N1 1.277(8) . ?
O7 N1 1.279(5) . ?
O8 N1 1.190(8) . ?
O9 C8 1.247(16) . ?
O10 C10 1.364(5) . ?
O10 C12 1.408(7) . ?
O11 C4 1.345(10) . ?
O11 C5 1.392(11) . ?
N2 C20 1.296(6) . ?
N2 C21 1.459(5) . ?
N2 C23 1.454(8) . ?
N3 C15 1.306(11) . ?
N3 C16 1.454(10) . ?
N3 C18 1.477(5) . ?
C1 C2 1.515(7) . ?
C2 C3 1.342(12) . ?
C2 C4 1.410(10) 2_777 ?
C3 H3 0.9300 . ?
C3 C4 1.389(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.479(17) . ?
C6 H6 0.9300 . ?
C6 C7 1.313(7) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.496(6) . ?
C9 C10 1.385(8) . ?
C9 C11 1.389(6) 2_667 ?
C10 C11 1.372(6) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.487(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.290(7) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.491(10) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.495(15) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.458(18) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.48(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pr1 O2 77.43(19) . . ?
O1 Pr1 O3 122.0(3) . . ?
O1 Pr1 O4 143.94(12) . . ?
O1 Pr1 O5 75.7(2) . . ?
O1 Pr1 O6 87.9(2) . . ?
O1 Pr1 O7 134.65(15) . . ?
O1 Pr1 O9 75.59(19) . 2_677 ?
O2 Pr1 O4 138.29(18) . . ?
O2 Pr1 O6 72.0(2) . . ?
O2 Pr1 O7 73.7(3) . . ?
O3 Pr1 O2 77.19(16) . . ?
O3 Pr1 O4 73.8(3) . . ?
O3 Pr1 O6 130.5(2) . . ?
O3 Pr1 O7 84.6(3) . . ?
O4 Pr1 O6 106.0(2) . . ?
O4 Pr1 O7 74.30(18) . . ?
O5 Pr1 O2 136.90(11) . . ?
O5 Pr1 O3 145.91(15) . . ?
O5 Pr1 O4 76.56(15) . . ?
O5 Pr1 O6 74.01(15) . . ?
O5 Pr1 O7 103.3(2) . . ?
O5 Pr1 O9 79.32(19) . 2_677 ?
O7 Pr1 O6 50.24(14) . . ?
O9 Pr1 O2 125.0(3) 2_677 . ?
O9 Pr1 O3 78.00(19) 2_677 . ?
O9 Pr1 O4 77.1(2) 2_677 . ?
O9 Pr1 O6 151.41(11) 2_677 . ?
O9 Pr1 O7 149.66(16) 2_677 . ?
C1 O1 Pr1 160.8(3) . . ?
C8 O2 Pr1 126.3(7) . . ?
C1 O3 Pr1 108.7(6) 2_677 . ?
C15 O4 Pr1 136.0(6) . . ?
C20 O5 Pr1 126.2(3) . . ?
N1 O6 Pr1 96.0(3) . . ?
N1 O7 Pr1 96.1(5) . . ?
C8 O9 Pr1 128.5(3) . 2_677 ?
C10 O10 C12 117.9(4) . . ?
C4 O11 C5 118.1(4) . . ?
O6 N1 Pr1 58.6(4) . . ?
O6 N1 O7 115.2(6) . . ?
O7 N1 Pr1 58.5(5) . . ?
O8 N1 Pr1 161.5(7) . . ?
O8 N1 O6 121.6(4) . . ?
O8 N1 O7 123.0(6) . . ?
C20 N2 C21 118.2(4) . . ?
C20 N2 C23 121.6(4) . . ?
C23 N2 C21 119.7(4) . . ?
C15 N3 C16 120.3(4) . . ?
C15 N3 C18 121.2(6) . . ?
C16 N3 C18 118.4(6) . . ?
O1 C1 Pr1 87.8(4) . 2_677 ?
O1 C1 C2 114.3(13) . . ?
O3 C1 Pr1 49.0(3) 2_677 2_677 ?
O3 C1 O1 123.1(6) 2_677 . ?
O3 C1 C2 122.4(13) 2_677 . ?
C2 C1 Pr1 134.8(5) . 2_677 ?
C3 C2 C1 120.0(7) . . ?
C3 C2 C4 121.3(5) . 2_777 ?
C4 C2 C1 118.1(9) 2_777 . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.1(6) . . ?
C4 C3 H3 119.4 . . ?
O11 C4 C2 117.7(4) . 2_777 ?
O11 C4 C3 124.6(6) . . ?
C3 C4 C2 117.5(8) . 2_777 ?
O11 C5 H5A 110.1 . . ?
O11 C5 H5B 110.1 . . ?
O11 C5 C6 107.8(5) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
C5 C6 H6 117.8 . . ?
C7 C6 C5 124.5(10) . . ?
C7 C6 H6 117.8 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O2 C8 C9 116.3(11) . . ?
O9 C8 O2 125.5(5) . . ?
O9 C8 C9 118.2(12) . . ?
C10 C9 C8 120.1(4) . . ?
C10 C9 C11 120.6(4) . 2_667 ?
C11 C9 C8 119.1(5) 2_667 . ?
O10 C10 C9 115.2(4) . . ?
O10 C10 C11 124.5(5) . . ?
C11 C10 C9 120.3(4) . . ?
C9 C11 H11 120.5 2_667 . ?
C10 C11 C9 119.0(5) . 2_667 ?
C10 C11 H11 120.5 . . ?
O10 C12 H12A 110.2 . . ?
O10 C12 H12B 110.2 . . ?
O10 C12 C13 107.7(4) . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 H12A 110.2 . . ?
C13 C12 H12B 110.2 . . ?
C12 C13 H13 116.8 . . ?
C14 C13 C12 126.3(5) . . ?
C14 C13 H13 116.8 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O4 C15 N3 122.6(7) . . ?
O4 C15 H15 118.7 . . ?
N3 C15 H15 118.7 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 C17 110.9(9) . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 H18A 109.3 . . ?
N3 C18 H18B 109.3 . . ?
N3 C18 C19 111.4(7) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O5 C20 N2 124.4(4) . . ?
O5 C20 H20 117.8 . . ?
N2 C20 H20 117.8 . . ?
N2 C21 H21A 109.0 . . ?
N2 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 N2 112.8(9) . . ?
C22 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 H23A 109.7 . . ?
N2 C23 H23B 109.7 . . ?
N2 C23 C24 109.8(13) . . ?
H23A C23 H23B 108.2 . . ?
C24 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pr1 O1 C1 Pr1 -59(2) . . . 2_677 ?
Pr1 O1 C1 O3 -95(2) . . . 2_677 ?
Pr1 O1 C1 C2 80(2) . . . . ?
Pr1 O2 C8 O9 -51.8(6) . . . . ?
Pr1 O2 C8 C9 128.6(5) . . . . ?
Pr1 O4 C15 N3 175.7(5) . . . . ?
Pr1 O5 C20 N2 164.6(9) . . . . ?
Pr1 O6 N1 O7 15.8(8) . . . . ?
Pr1 O6 N1 O8 -158.3(8) . . . . ?
Pr1 O7 N1 O6 -15.9(8) . . . . ?
Pr1 O7 N1 O8 158.1(9) . . . . ?
Pr1 O9 C8 O2 86.3(9) 2_677 . . . ?
Pr1 O9 C8 C9 -94.2(6) 2_677 . . . ?
Pr1 C1 C2 C3 76.4(16) 2_677 . . . ?
Pr1 C1 C2 C4 -94.4(9) 2_677 . . 2_777 ?
O1 C1 C2 C3 -36.5(10) . . . . ?
O1 C1 C2 C4 152.7(6) . . . 2_777 ?
O2 C8 C9 C10 119.7(10) . . . . ?
O2 C8 C9 C11 -64.5(12) . . . 2_667 ?
O3 C1 C2 C3 138.7(9) 2_677 . . . ?
O3 C1 C2 C4 -32.1(10) 2_677 . . 2_777 ?
O9 C8 C9 C10 -59.9(12) . . . . ?
O9 C8 C9 C11 116.0(10) . . . 2_667 ?
O10 C10 C11 C9 180.0(10) . . . 2_667 ?
O10 C12 C13 C14 15.0(18) . . . . ?
O11 C5 C6 C7 -9.5(10) . . . . ?
C1 C2 C3 C4 -172.5(9) . . . . ?
C2 C3 C4 O11 176.6(8) . . . . ?
C2 C3 C4 C2 1.9(13) . . . 2_777 ?
C4 O11 C5 C6 151.6(7) . . . . ?
C4 C2 C3 C4 -1.9(14) 2_777 . . . ?
C5 O11 C4 C2 -168.8(7) . . . 2_777 ?
C5 O11 C4 C3 16.5(12) . . . . ?
C8 C9 C10 O10 -4.0(16) . . . . ?
C8 C9 C10 C11 177.3(11) . . . . ?
C9 C10 C11 C9 -1.4(19) . . . 2_667 ?
C10 O10 C12 C13 -173.9(9) . . . . ?
C11 C9 C10 O10 -179.8(10) 2_667 . . . ?
C11 C9 C10 C11 1.5(19) 2_667 . . . ?
C12 O10 C10 C9 175.2(9) . . . . ?
C12 O10 C10 C11 -6.1(16) . . . . ?
C15 N3 C16 C17 -92.5(7) . . . . ?
C15 N3 C18 C19 -104.8(10) . . . . ?
C16 N3 C15 O4 -3.7(13) . . . . ?
C16 N3 C18 C19 78.6(8) . . . . ?
C18 N3 C15 O4 179.8(8) . . . . ?
C18 N3 C16 C17 84.1(9) . . . . ?
C20 N2 C21 C22 77.5(12) . . . . ?
C20 N2 C23 C24 -89.9(12) . . . . ?
C21 N2 C20 O5 -0.8(19) . . . . ?
C21 N2 C23 C24 82.0(13) . . . . ?
C23 N2 C20 O5 171.3(13) . . . . ?
C23 N2 C21 C22 -94.7(12) . . . . ?


_olex2_exptl_crystal_mounting_method 
;
Crystal was mounted in a diamond anvil cell
 using 1:1 pentane isopentane mix as a
 pressure transmitting medium and a ruby
 sphere for pressure calibration. This
 methodology severely compromises data
 collection strategies, limiting data
 completeness. 
;
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT029_022_r35_35kbar      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.388 Why?  
RESPONSE: The data collection was performed with the crystal mounted inside a
diamond anvil cell, this significantly restricted the accessible diffraction
geometries for reflection measurement. This reduction in completeness is a 
direct result of the fundamental constraints of the sample environment. Further 
information found in experimental methods.
;
_vrf_PLAT088_022_r35_35kbar      
;
PROBLEM: Poor Data / Parameter Ratio ....................       4.99 Note  
RESPONSE: The poor data / parameter ratio is a consequence of the low level 
of completeness. The data collection was performed with the crystal mounted 
inside diamond anvil cell, this significantly restricted the accessible 
diffraction geometries for reflection measurement. Further information found in
experimental methods.
;
_vrf_PLAT911_022_r35_35kbar      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600       1997 Report
RESPONSE: Constraints of the DAC on data collection. Further information found in
experimental methods.
;
####################################################################### 
# 
# 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_022_r39_rt
_database_code_depnum_ccdc_archive 'CCDC 2214557'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-10-21 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 O11 Tb'
_chemical_formula_sum            'C24 H34 N3 O11 Tb'
_chemical_formula_weight         699.46
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -9.1472 9.1891 '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                   10.4991(13)
_cell_length_b                   10.5703(13)
_cell_length_c                   13.8816(17)
_cell_angle_alpha                83.999(5)
_cell_angle_beta                 71.592(6)
_cell_angle_gamma                89.746(5)
_cell_volume                     1453.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    290.0
_cell_measurement_theta_max      66.748
_cell_measurement_theta_min      3.376
_shelx_estimated_absorpt_T_max   0.563
_shelx_estimated_absorpt_T_min   0.265
_exptl_absorpt_coefficient_mu    12.490
_exptl_absorpt_correction_T_max  0.5060
_exptl_absorpt_correction_T_min  0.2074
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1242 before and 0.0949 after correction.
The Ratio of minimum to maximum transmission is 0.4099.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.052
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15951
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.217
_diffrn_reflns_theta_max         67.217
_diffrn_reflns_theta_min         4.649
_diffrn_ambient_temperature      290.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4613
_reflns_number_total             5063
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         1.444
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5063
_refine_ls_number_restraints     273
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.094
_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)+(0.0824P)²+1.9350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1533
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16-C18
 2.5 with sigma of 0.02
 N2_$1-C18_$1 \\sim N2_$1-C16_$1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C16 \\sim C17: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
5.b Me refined with riding coordinates:
 C17(H17A,H17B,H17C)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C10(H10), C13(H13), C15(H15), C20(H20)
5.d X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
5.e Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Tb1 Tb 0.57620(3) 0.50419(3) 0.33390(2) 0.05102(16) Uani 1 1 d . . . . .
O1 O 0.6898(5) 0.4434(5) 0.4459(4) 0.0672(12) Uani 1 1 d . . . . .
O2 O 0.4465(6) 0.3325(5) 0.4338(4) 0.0698(12) Uani 1 1 d . . . . .
O3 O 0.7013(6) 0.3339(6) 0.2539(5) 0.0890(17) Uani 1 1 d . . . . .
O4 O 0.4697(6) 0.4383(6) 0.2150(4) 0.0759(13) Uani 1 1 d . . . . .
O5 O 0.8063(6) 0.5908(7) 0.2337(5) 0.0874(15) Uani 1 1 d . . . . .
O6 O 0.6481(7) 0.6589(7) 0.1783(4) 0.0901(17) Uani 1 1 d . . . . .
O7 O 0.8502(11) 0.7351(11) 0.1062(8) 0.154(4) Uani 1 1 d . . . . .
O8 O 0.6415(4) 0.4162(5) 0.6145(4) 0.0666(12) Uani 1 1 d . . . . .
O9 O 0.4016(6) 0.3027(5) 0.6020(4) 0.0739(13) Uani 1 1 d . . . . .
O10 O 0.8611(5) 0.3194(6) 0.6565(5) 0.0818(15) Uani 1 1 d . . . . .
O11 O 0.7183(10) -0.0965(7) 0.5493(10) 0.142(4) Uani 1 1 d . . . . .
N1 N 0.7712(8) 0.6627(8) 0.1718(6) 0.0829(17) Uani 1 1 d . . . . .
N2 N 0.7297(12) 0.1351(10) 0.2098(9) 0.130(3) Uani 1 1 d . . . . .
N3 N 0.3189(8) 0.4224(8) 0.1322(7) 0.093(2) Uani 1 1 d . . . . .
C1 C 0.7217(7) 0.4379(6) 0.5260(5) 0.0584(14) Uani 1 1 d . . . . .
C2 C 0.8673(6) 0.4647(7) 0.5136(5) 0.0577(14) Uani 1 1 d . . . . .
C3 C 0.9325(7) 0.4097(7) 0.5807(5) 0.0612(14) Uani 1 1 d . . . . .
C4 C 1.0643(7) 0.4463(7) 0.5654(5) 0.0604(15) Uani 1 1 d . . . . .
H4 H 1.107972 0.409867 0.609775 0.072 Uiso 1 1 calc R U . . .
C5 C 0.9272(10) 0.2496(9) 0.7169(7) 0.083(2) Uani 1 1 d . . . . .
H5A H 0.971497 0.306921 0.747260 0.100 Uiso 1 1 calc R U . . .
H5B H 0.994715 0.197776 0.675214 0.100 Uiso 1 1 calc R U . . .
C6 C 0.8267(13) 0.1678(11) 0.7975(9) 0.106(3) Uani 1 1 d . . . . .
H6 H 0.857444 0.115160 0.842958 0.127 Uiso 1 1 calc R U . . .
C7 C 0.6988(13) 0.1632(12) 0.8103(10) 0.120(4) Uani 1 1 d . . . . .
H7A H 0.664018 0.214334 0.766545 0.144 Uiso 1 1 calc R U . . .
H7B H 0.641981 0.108796 0.863299 0.144 Uiso 1 1 calc R U . . .
C8 C 0.4330(8) 0.2654(6) 0.5155(6) 0.0631(15) Uani 1 1 d . . . . .
C9 C 0.4639(8) 0.1254(7) 0.5097(5) 0.0671(16) Uani 1 1 d . . . . .
C10 C 0.5703(10) 0.0798(7) 0.5376(7) 0.078(2) Uani 1 1 d . . . . .
H10 H 0.618364 0.133506 0.563423 0.094 Uiso 1 1 calc R U . . .
C11 C 0.6079(10) -0.0455(7) 0.5281(8) 0.081(2) Uani 1 1 d . . . . .
C12 C 0.7854(15) -0.0280(16) 0.5960(15) 0.146(6) Uani 1 1 d . . . . .
H12A H 0.724367 -0.006139 0.660336 0.175 Uiso 1 1 calc R U . . .
H12B H 0.821704 0.050356 0.553261 0.175 Uiso 1 1 calc R U . . .
C13 C 0.8959(19) -0.1038(17) 0.6148(18) 0.172(8) Uani 1 1 d . . . . .
H13 H 0.961844 -0.057032 0.628495 0.206 Uiso 1 1 calc R U . . .
C14 C 0.913(2) -0.2107(16) 0.6151(13) 0.161(7) Uani 1 1 d . . . . .
H14A H 0.851102 -0.263748 0.602049 0.194 Uiso 1 1 calc R U . . .
H14B H 0.988146 -0.244649 0.628377 0.194 Uiso 1 1 calc R U . . .
C15 C 0.6607(14) 0.2276(10) 0.2530(9) 0.113(4) Uani 1 1 d . . . . .
H15 H 0.569955 0.209944 0.287155 0.135 Uiso 1 1 calc R U . . .
C16 C 0.858(2) 0.110(3) 0.231(2) 0.272(13) Uani 1 1 d D U . . .
H16A H 0.872804 0.021507 0.248891 0.326 Uiso 1 1 calc R U . . .
H16B H 0.878317 0.165111 0.276164 0.326 Uiso 1 1 calc R U . . .
C17 C 0.918(3) 0.157(3) 0.117(2) 0.299(16) Uani 1 1 d . U . . .
H17A H 1.013757 0.154581 0.097060 0.449 Uiso 1 1 calc R U . . .
H17B H 0.885376 0.102031 0.078016 0.449 Uiso 1 1 calc R U . . .
H17C H 0.890751 0.242035 0.104606 0.449 Uiso 1 1 calc R U . . .
C18 C 0.6596(18) 0.0120(13) 0.2060(13) 0.180(7) Uani 1 1 d D . . . .
H18A H 0.566283 0.011823 0.248330 0.216 Uiso 1 1 calc R U . . .
H18B H 0.702023 -0.059380 0.232189 0.216 Uiso 1 1 calc R U . . .
C19 C 0.668(2) -0.001(2) 0.0961(19) 0.213(10) Uani 1 1 d . . . . .
H19A H 0.760137 0.006072 0.053638 0.320 Uiso 1 1 calc R U . . .
H19B H 0.618084 0.064922 0.072876 0.320 Uiso 1 1 calc R U . . .
H19C H 0.630794 -0.082657 0.092468 0.320 Uiso 1 1 calc R U . . .
C20 C 0.3611(10) 0.4642(9) 0.2025(7) 0.083(2) Uani 1 1 d . . . . .
H20 H 0.305316 0.517078 0.246014 0.099 Uiso 1 1 calc R U . . .
C21 C 0.4035(12) 0.3404(11) 0.0603(8) 0.104(3) Uani 1 1 d . . . . .
H21A H 0.497180 0.357242 0.052489 0.125 Uiso 1 1 calc R U . . .
H21B H 0.391196 0.359427 -0.006039 0.125 Uiso 1 1 calc R U . . .
C22 C 0.369(2) 0.2052(16) 0.0970(18) 0.195(9) Uani 1 1 d . . . . .
H22A H 0.349257 0.192868 0.169794 0.292 Uiso 1 1 calc R U . . .
H22B H 0.443364 0.154264 0.065429 0.292 Uiso 1 1 calc R U . . .
H22C H 0.291748 0.180377 0.079716 0.292 Uiso 1 1 calc R U . . .
C23 C 0.1834(15) 0.4517(16) 0.1271(13) 0.149(6) Uani 1 1 d . . . . .
H23A H 0.139969 0.372987 0.121987 0.179 Uiso 1 1 calc R U . . .
H23B H 0.131784 0.482492 0.190967 0.179 Uiso 1 1 calc R U . . .
C24 C 0.1770(19) 0.5415(19) 0.0463(14) 0.176(7) Uani 1 1 d . . . . .
H24A H 0.226660 0.512181 -0.017716 0.264 Uiso 1 1 calc R U . . .
H24B H 0.214952 0.621656 0.052311 0.264 Uiso 1 1 calc R U . . .
H24C H 0.084977 0.551975 0.049312 0.264 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O1 2.282(4) . ?
Tb1 O2 2.318(5) . ?
Tb1 O3 2.382(5) . ?
Tb1 O4 2.423(5) . ?
Tb1 O5 2.498(6) . ?
Tb1 O6 2.481(6) . ?
Tb1 O8 2.350(4) 2_666 ?
Tb1 O9 2.351(5) 2_666 ?
O1 C1 1.254(8) . ?
O2 C8 1.241(9) . ?
O3 C15 1.206(13) . ?
O4 C20 1.232(10) . ?
O5 N1 1.230(9) . ?
O6 N1 1.267(10) . ?
O7 N1 1.219(11) . ?
O8 C1 1.250(9) . ?
O9 C8 1.246(9) . ?
O10 C3 1.370(9) . ?
O10 C5 1.400(9) . ?
O11 C11 1.378(11) . ?
O11 C12 1.354(14) . ?
N2 C15 1.297(13) . ?
N2 C16 1.485(15) . ?
N2 C18 1.512(14) . ?
N3 C20 1.307(10) . ?
N3 C21 1.467(13) . ?
N3 C23 1.476(14) . ?
C1 C2 1.508(9) . ?
C2 C3 1.400(9) . ?
C2 C4 1.378(10) 2_766 ?
C3 C4 1.383(10) . ?
C4 H4 0.9300 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.475(15) . ?
C6 H6 0.9300 . ?
C6 C7 1.298(16) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.519(10) . ?
C9 C10 1.363(12) . ?
C9 C11 1.380(10) 2_656 ?
C10 H10 0.9300 . ?
C10 C11 1.388(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.481(19) . ?
C13 H13 0.9300 . ?
C13 C14 1.14(2) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.53(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.52(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.47(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.41(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Tb1 O2 77.34(19) . . ?
O1 Tb1 O3 79.5(2) . . ?
O1 Tb1 O4 146.75(19) . . ?
O1 Tb1 O5 79.6(2) . . ?
O1 Tb1 O6 128.6(2) . . ?
O1 Tb1 O8 122.82(18) . 2_666 ?
O1 Tb1 O9 78.36(19) . 2_666 ?
O2 Tb1 O3 80.2(2) . . ?
O2 Tb1 O4 80.33(19) . . ?
O2 Tb1 O5 146.9(2) . . ?
O2 Tb1 O6 152.5(2) . . ?
O2 Tb1 O8 76.54(19) . 2_666 ?
O2 Tb1 O9 122.82(18) . 2_666 ?
O3 Tb1 O4 72.6(2) . . ?
O3 Tb1 O5 72.5(2) . . ?
O3 Tb1 O6 94.8(3) . . ?
O4 Tb1 O5 108.1(2) . . ?
O4 Tb1 O6 72.4(2) . . ?
O6 Tb1 O5 50.7(2) . . ?
O8 Tb1 O3 142.2(2) 2_666 . ?
O8 Tb1 O4 74.39(18) 2_666 . ?
O8 Tb1 O5 136.4(2) 2_666 . ?
O8 Tb1 O6 92.4(2) 2_666 . ?
O8 Tb1 O9 74.86(19) 2_666 2_666 ?
O9 Tb1 O3 142.8(2) 2_666 . ?
O9 Tb1 O4 134.8(2) 2_666 . ?
O9 Tb1 O5 74.4(2) 2_666 . ?
O9 Tb1 O6 76.7(2) 2_666 . ?
C1 O1 Tb1 158.5(4) . . ?
C8 O2 Tb1 139.6(5) . . ?
C15 O3 Tb1 127.5(7) . . ?
C20 O4 Tb1 131.9(5) . . ?
N1 O5 Tb1 96.0(5) . . ?
N1 O6 Tb1 95.8(5) . . ?
C1 O8 Tb1 123.6(4) . 2_666 ?
C8 O9 Tb1 135.3(5) . 2_666 ?
C3 O10 C5 119.1(6) . . ?
C12 O11 C11 119.1(9) . . ?
O5 N1 Tb1 59.0(4) . . ?
O5 N1 O6 117.3(7) . . ?
O6 N1 Tb1 58.4(4) . . ?
O7 N1 Tb1 176.5(8) . . ?
O7 N1 O5 122.2(9) . . ?
O7 N1 O6 120.5(9) . . ?
C15 N2 C16 116.3(15) . . ?
C15 N2 C18 120.1(12) . . ?
C16 N2 C18 110.9(14) . . ?
C20 N3 C21 120.1(8) . . ?
C20 N3 C23 120.7(9) . . ?
C21 N3 C23 119.1(8) . . ?
O1 C1 C2 117.0(6) . . ?
O8 C1 O1 124.9(6) . . ?
O8 C1 C2 118.0(6) . . ?
C3 C2 C1 123.7(6) . . ?
C4 C2 C1 117.0(6) 2_766 . ?
C4 C2 C3 119.3(6) 2_766 . ?
O10 C3 C2 117.0(6) . . ?
O10 C3 C4 124.1(6) . . ?
C4 C3 C2 118.8(7) . . ?
C2 C4 C3 121.9(6) 2_766 . ?
C2 C4 H4 119.1 2_766 . ?
C3 C4 H4 119.1 . . ?
O10 C5 H5A 110.0 . . ?
O10 C5 H5B 110.0 . . ?
O10 C5 C6 108.3(8) . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
C5 C6 H6 117.3 . . ?
C7 C6 C5 125.3(10) . . ?
C7 C6 H6 117.3 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O2 C8 O9 126.3(7) . . ?
O2 C8 C9 117.2(6) . . ?
O9 C8 C9 116.4(6) . . ?
C10 C9 C8 118.6(6) . . ?
C10 C9 C11 119.5(7) . 2_656 ?
C11 C9 C8 121.8(7) 2_656 . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.0(7) . . ?
C11 C10 H10 119.5 . . ?
O11 C11 C9 116.1(7) . 2_656 ?
O11 C11 C10 124.4(7) . . ?
C9 C11 C10 119.5(8) 2_656 . ?
O11 C12 H12A 109.8 . . ?
O11 C12 H12B 109.8 . . ?
O11 C12 C13 109.4(13) . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
C12 C13 H13 115.0 . . ?
C14 C13 C12 130(2) . . ?
C14 C13 H13 115.0 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O3 C15 N2 127.2(13) . . ?
O3 C15 H15 116.4 . . ?
N2 C15 H15 116.4 . . ?
N2 C16 H16A 114.9 . . ?
N2 C16 H16B 114.9 . . ?
N2 C16 C17 82(2) . . ?
H16A C16 H16B 112.0 . . ?
C17 C16 H16A 114.9 . . ?
C17 C16 H16B 114.9 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.8 . . ?
N2 C18 H18B 109.8 . . ?
N2 C18 C19 109.2(14) . . ?
H18A C18 H18B 108.3 . . ?
C19 C18 H18A 109.8 . . ?
C19 C18 H18B 109.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 N3 124.5(9) . . ?
O4 C20 H20 117.8 . . ?
N3 C20 H20 117.8 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
N3 C21 C22 110.7(13) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 108.2 . . ?
N3 C23 H23B 108.2 . . ?
H23A C23 H23B 107.4 . . ?
C24 C23 N3 116.4(16) . . ?
C24 C23 H23A 108.2 . . ?
C24 C23 H23B 108.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Tb1 O1 C1 O8 51.5(18) . . . . ?
Tb1 O1 C1 C2 -126.0(12) . . . . ?
Tb1 O2 C8 O9 61.0(12) . . . . ?
Tb1 O2 C8 C9 -116.0(7) . . . . ?
Tb1 O3 C15 N2 -179.5(10) . . . . ?
Tb1 O4 C20 N3 178.3(7) . . . . ?
Tb1 O5 N1 O6 -4.1(8) . . . . ?
Tb1 O5 N1 O7 176.1(10) . . . . ?
Tb1 O6 N1 O5 4.1(8) . . . . ?
Tb1 O6 N1 O7 -176.1(9) . . . . ?
Tb1 O8 C1 O1 -38.2(9) 2_666 . . . ?
Tb1 O8 C1 C2 139.4(5) 2_666 . . . ?
Tb1 O9 C8 O2 -26.6(13) 2_666 . . . ?
Tb1 O9 C8 C9 150.4(6) 2_666 . . . ?
O1 C1 C2 C3 -149.4(7) . . . . ?
O1 C1 C2 C4 34.2(9) . . . 2_766 ?
O2 C8 C9 C10 114.4(9) . . . . ?
O2 C8 C9 C11 -62.0(11) . . . 2_656 ?
O8 C1 C2 C3 32.9(10) . . . . ?
O8 C1 C2 C4 -143.6(7) . . . 2_766 ?
O9 C8 C9 C10 -62.8(10) . . . . ?
O9 C8 C9 C11 120.7(9) . . . 2_656 ?
O10 C3 C4 C2 178.3(7) . . . 2_766 ?
O10 C5 C6 C7 -0.7(18) . . . . ?
O11 C12 C13 C14 -17(4) . . . . ?
C1 C2 C3 O10 5.2(10) . . . . ?
C1 C2 C3 C4 -176.4(6) . . . . ?
C2 C3 C4 C2 0.1(11) . . . 2_766 ?
C3 O10 C5 C6 175.2(8) . . . . ?
C4 C2 C3 O10 -178.5(6) 2_766 . . . ?
C4 C2 C3 C4 -0.1(11) 2_766 . . . ?
C5 O10 C3 C2 171.6(7) . . . . ?
C5 O10 C3 C4 -6.7(12) . . . . ?
C8 C9 C10 C11 -176.2(8) . . . . ?
C9 C10 C11 O11 176.3(10) . . . . ?
C9 C10 C11 C9 -0.3(16) . . . 2_656 ?
C11 O11 C12 C13 177.6(15) . . . . ?
C11 C9 C10 C11 0.3(16) 2_656 . . . ?
C12 O11 C11 C9 -173.4(13) . . . 2_656 ?
C12 O11 C11 C10 10(2) . . . . ?
C15 N2 C16 C17 -112.9(19) . . . . ?
C15 N2 C18 C19 111.4(17) . . . . ?
C16 N2 C15 O3 49(2) . . . . ?
C16 N2 C18 C19 -108(2) . . . . ?
C18 N2 C15 O3 -173.1(14) . . . . ?
C18 N2 C16 C17 105.1(18) . . . . ?
C20 N3 C21 C22 94.4(15) . . . . ?
C20 N3 C23 C24 107.1(15) . . . . ?
C21 N3 C20 O4 -1.0(17) . . . . ?
C21 N3 C23 C24 -75.9(16) . . . . ?
C23 N3 C20 O4 176.0(12) . . . . ?
C23 N3 C21 C22 -82.7(16) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT241_022_r39_rt          
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of       C010 Check 
RESPONSE: The dataset has been collected at room temperature therefore 
increasing the thermal motion of disordered carbon and nitrogen atoms. Due to 
the incorporation of the heavy lanthanide atom scattering is dominated by the 
metal atom. In addition, the dynamic disorder manifested in the relatively 
large atomic displacement parameters of the carbon atoms contribute to larger 
errors in the associated bonded distances. 
;
_vrf_PLAT242_022_r39_rt          
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         N2 Check 
RESPONSE:See response to _vrf_PLAT241_022_r39_rt 
;
####################################################################### 
# 
# 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_lrh_022_r39_0m
_database_code_depnum_ccdc_archive 'CCDC 2165389'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-17 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 O11 Tb'
_chemical_formula_sum            'C24 H34 N3 O11 Tb'
_chemical_formula_weight         699.46
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -9.1472 9.1891 '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                   10.3607(8)
_cell_length_b                   10.4017(8)
_cell_length_c                   13.8104(10)
_cell_angle_alpha                81.551(3)
_cell_angle_beta                 71.010(4)
_cell_angle_gamma                89.160(3)
_cell_volume                     1391.18(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9079
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      72.599
_cell_measurement_theta_min      3.424
_shelx_estimated_absorpt_T_max   0.780
_shelx_estimated_absorpt_T_min   0.462
_exptl_absorpt_coefficient_mu    13.045
_exptl_absorpt_correction_T_max  0.2729
_exptl_absorpt_correction_T_min  0.1444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1144 before and 0.0898 after correction.
The Ratio of minimum to maximum transmission is 0.5291.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            61503
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.004
_diffrn_reflns_theta_max         67.004
_diffrn_reflns_theta_min         3.423
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4652
_reflns_number_total             4892
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         4892
_refine_ls_number_restraints     265
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0265
_refine_ls_restrained_S_all      1.086
_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)+(0.0428P)²+0.8149P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0728
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C11(H11), C13(H13), C15(H15), C20(H20)
3.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
3.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Tb1 Tb 0.57777(2) 0.50668(2) 0.33266(2) 0.02595(8) Uani 1 1 d . . . . .
O1 O 0.4283(2) 0.3399(2) 0.43711(17) 0.0323(5) Uani 1 1 d . . . . .
O2 O 0.3633(2) 0.6011(2) 0.37863(16) 0.0316(4) Uani 1 1 d . . . . .
O3 O 0.4719(2) 0.4505(2) 0.21275(17) 0.0353(5) Uani 1 1 d . . . . .
O4 O 0.6570(3) 0.6697(3) 0.17268(18) 0.0437(6) Uani 1 1 d . . . . .
O5 O 0.8150(2) 0.5803(2) 0.22630(19) 0.0423(5) Uani 1 1 d . . . . .
O6 O 0.6891(2) 0.3192(2) 0.2704(2) 0.0416(5) Uani 1 1 d . . . . .
O7 O 0.8692(3) 0.7350(4) 0.0959(3) 0.0826(11) Uani 1 1 d . . . . .
O8 O 0.3869(2) 0.2990(2) 0.60844(17) 0.0345(5) Uani 1 1 d . . . . .
O9 O 0.3161(2) 0.5655(2) 0.54921(17) 0.0329(5) Uani 1 1 d . . . . .
O10 O 0.7204(3) -0.0960(2) 0.5548(2) 0.0512(7) Uani 1 1 d . . . . .
O11 O 0.1341(2) 0.6936(2) 0.34017(18) 0.0402(5) Uani 1 1 d . . . . .
N1 N 0.7832(3) 0.6641(3) 0.1625(2) 0.0432(7) Uani 1 1 d . . . . .
N2 N 0.6956(3) 0.1103(3) 0.2381(2) 0.0432(7) Uani 1 1 d . . . . .
N3 N 0.3184(3) 0.4346(3) 0.1294(2) 0.0372(6) Uani 1 1 d . . . . .
C1 C 0.2817(3) 0.5739(3) 0.4688(2) 0.0284(6) Uani 1 1 d . . . . .
C2 C 0.1347(3) 0.5406(3) 0.4842(2) 0.0298(6) Uani 1 1 d . . . . .
C3 C 0.0681(3) 0.4442(3) 0.5659(2) 0.0309(6) Uani 1 1 d . . . . .
H3 H 0.114630 0.406214 0.611433 0.037 Uiso 1 1 calc R U . . .
C4 C 0.0653(3) 0.5976(3) 0.4177(2) 0.0315(6) Uani 1 1 d . . . . .
C5 C 0.0665(4) 0.7584(3) 0.2739(3) 0.0396(7) Uani 1 1 d . . . . .
H5A H -0.006807 0.811558 0.312727 0.047 Uiso 1 1 calc R U . . .
H5B H 0.024884 0.694309 0.245449 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1700(4) 0.8432(4) 0.1883(3) 0.0471(8) Uani 1 1 d . . . . .
H6 H 0.138168 0.897656 0.139890 0.057 Uiso 1 1 calc R U . . .
C7 C 0.3008(4) 0.8489(4) 0.1744(3) 0.0503(9) Uani 1 1 d . . . . .
H7A H 0.336786 0.796101 0.221006 0.060 Uiso 1 1 calc R U . . .
H7B H 0.359881 0.905881 0.117586 0.060 Uiso 1 1 calc R U . . .
C8 C 0.4186(3) 0.2661(3) 0.5199(2) 0.0297(6) Uani 1 1 d . . . . .
C9 C 0.4566(3) 0.1263(3) 0.5113(2) 0.0301(6) Uani 1 1 d . . . . .
C10 C 0.6114(3) -0.0450(3) 0.5296(3) 0.0347(7) Uani 1 1 d . . . . .
C11 C 0.5672(3) 0.0803(3) 0.5408(2) 0.0329(7) Uani 1 1 d . . . . .
H11 H 0.613073 0.135486 0.569062 0.040 Uiso 1 1 calc R U . . .
C12 C 0.7924(4) -0.0177(4) 0.5964(3) 0.0484(9) Uani 1 1 d . . . . .
H12A H 0.729073 0.013049 0.658713 0.058 Uiso 1 1 calc R U . . .
H12B H 0.834975 0.059193 0.544864 0.058 Uiso 1 1 calc R U . . .
C13 C 0.8999(5) -0.0965(4) 0.6244(4) 0.0583(11) Uani 1 1 d . . . . .
H13 H 0.961966 -0.051543 0.646438 0.070 Uiso 1 1 calc R U . . .
C14 C 0.9179(5) -0.2198(4) 0.6220(3) 0.0559(10) Uani 1 1 d . . . . .
H14A H 0.858748 -0.269548 0.600622 0.067 Uiso 1 1 calc R U . . .
H14B H 0.990204 -0.260399 0.641669 0.067 Uiso 1 1 calc R U . . .
C15 C 0.6353(4) 0.2213(3) 0.2542(3) 0.0384(7) Uani 1 1 d . . . . .
H15 H 0.544037 0.227290 0.253488 0.046 Uiso 1 1 calc R U . . .
C16 C 0.8309(4) 0.0931(4) 0.2463(4) 0.0550(10) Uani 1 1 d . . . . .
H16A H 0.846622 -0.001101 0.258964 0.066 Uiso 1 1 calc R U . . .
H16B H 0.835692 0.131379 0.306656 0.066 Uiso 1 1 calc R U . . .
C17 C 0.9413(5) 0.1544(6) 0.1516(5) 0.0786(15) Uani 1 1 d . . . . .
H17A H 0.946656 0.107686 0.093842 0.118 Uiso 1 1 calc R U . . .
H17B H 1.028866 0.150228 0.164739 0.118 Uiso 1 1 calc R U . . .
H17C H 0.920970 0.245452 0.134152 0.118 Uiso 1 1 calc R U . . .
C18 C 0.6302(4) 0.0058(3) 0.2086(3) 0.0459(8) Uani 1 1 d . . . . .
H18A H 0.530565 0.018875 0.229451 0.055 Uiso 1 1 calc R U . . .
H18B H 0.644661 -0.078239 0.247083 0.055 Uiso 1 1 calc R U . . .
C19 C 0.6830(5) -0.0013(4) 0.0950(3) 0.0591(11) Uani 1 1 d . . . . .
H19A H 0.670011 0.081868 0.056276 0.089 Uiso 1 1 calc R U . . .
H19B H 0.633004 -0.070851 0.079892 0.089 Uiso 1 1 calc R U . . .
H19C H 0.780428 -0.019631 0.074536 0.089 Uiso 1 1 calc R U . . .
C20 C 0.3594(3) 0.4750(3) 0.2012(3) 0.0339(7) Uani 1 1 d . . . . .
H20 H 0.299218 0.525995 0.246928 0.041 Uiso 1 1 calc R U . . .
C21 C 0.1825(4) 0.4647(4) 0.1214(3) 0.0481(9) Uani 1 1 d . . . . .
H21A H 0.125866 0.496265 0.185648 0.058 Uiso 1 1 calc R U . . .
H21B H 0.137906 0.383832 0.115983 0.058 Uiso 1 1 calc R U . . .
C22 C 0.1872(5) 0.5657(5) 0.0297(4) 0.0619(11) Uani 1 1 d . . . . .
H22A H 0.244806 0.536142 -0.034190 0.093 Uiso 1 1 calc R U . . .
H22B H 0.225367 0.648064 0.036933 0.093 Uiso 1 1 calc R U . . .
H22C H 0.094601 0.578517 0.026762 0.093 Uiso 1 1 calc R U . . .
C23 C 0.4057(4) 0.3521(4) 0.0583(3) 0.0418(8) Uani 1 1 d . . . . .
H23A H 0.502093 0.366512 0.053024 0.050 Uiso 1 1 calc R U . . .
H23B H 0.398011 0.377197 -0.011569 0.050 Uiso 1 1 calc R U . . .
C24 C 0.3657(5) 0.2095(4) 0.0948(4) 0.0591(11) Uani 1 1 d . . . . .
H24A H 0.435296 0.156781 0.053331 0.089 Uiso 1 1 calc R U . . .
H24B H 0.277419 0.191707 0.086808 0.089 Uiso 1 1 calc R U . . .
H24C H 0.358627 0.187736 0.167864 0.089 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O1 2.319(2) . ?
Tb1 O2 2.347(2) . ?
Tb1 O3 2.403(2) . ?
Tb1 O4 2.488(2) . ?
Tb1 O5 2.482(2) . ?
Tb1 O6 2.378(2) . ?
Tb1 O8 2.362(2) 2_666 ?
Tb1 O9 2.284(2) 2_666 ?
O1 C8 1.256(4) . ?
O2 C1 1.251(4) . ?
O3 C20 1.244(4) . ?
O4 N1 1.270(4) . ?
O5 N1 1.265(4) . ?
O6 C15 1.249(4) . ?
O7 N1 1.213(4) . ?
O8 C8 1.256(4) . ?
O9 C1 1.263(4) . ?
O10 C10 1.365(4) . ?
O10 C12 1.409(4) . ?
O11 C4 1.364(4) . ?
O11 C5 1.416(4) . ?
N2 C15 1.317(4) . ?
N2 C16 1.450(5) . ?
N2 C18 1.462(5) . ?
N3 C20 1.319(4) . ?
N3 C21 1.473(4) . ?
N3 C23 1.472(4) . ?
C1 C2 1.505(4) . ?
C2 C3 1.391(5) . ?
C2 C4 1.404(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(5) 2_566 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.490(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.306(6) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C8 C9 1.512(4) . ?
C9 C10 1.396(4) 2_656 ?
C9 C11 1.391(5) . ?
C10 C11 1.388(5) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.490(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.297(6) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.493(7) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.497(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.511(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.512(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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 75.41(8) . . ?
O1 Tb1 O3 79.84(8) . . ?
O1 Tb1 O4 150.83(8) . . ?
O1 Tb1 O5 148.41(8) . . ?
O1 Tb1 O6 77.94(8) . . ?
O1 Tb1 O8 122.86(7) . 2_666 ?
O2 Tb1 O3 74.64(8) . . ?
O2 Tb1 O4 89.97(8) . . ?
O2 Tb1 O5 136.18(8) . . ?
O2 Tb1 O6 141.87(8) . . ?
O2 Tb1 O8 75.15(8) . 2_666 ?
O3 Tb1 O4 71.91(8) . . ?
O3 Tb1 O5 105.62(8) . . ?
O5 Tb1 O4 51.35(8) . . ?
O6 Tb1 O3 74.21(8) . . ?
O6 Tb1 O4 100.67(9) . . ?
O6 Tb1 O5 73.95(9) . . ?
O8 Tb1 O3 135.02(8) 2_666 . ?
O8 Tb1 O4 75.56(8) 2_666 . ?
O8 Tb1 O5 75.57(8) 2_666 . ?
O8 Tb1 O6 142.92(8) 2_666 . ?
O9 Tb1 O1 78.45(8) 2_666 . ?
O9 Tb1 O2 122.66(8) 2_666 . ?
O9 Tb1 O3 146.93(8) 2_666 . ?
O9 Tb1 O4 130.10(8) 2_666 . ?
O9 Tb1 O5 81.45(8) 2_666 . ?
O9 Tb1 O6 77.06(8) 2_666 . ?
O9 Tb1 O8 78.01(8) 2_666 2_666 ?
C8 O1 Tb1 135.59(19) . . ?
C1 O2 Tb1 119.96(19) . . ?
C20 O3 Tb1 133.0(2) . . ?
N1 O4 Tb1 95.85(19) . . ?
N1 O5 Tb1 96.30(19) . . ?
C15 O6 Tb1 127.3(2) . . ?
C8 O8 Tb1 132.9(2) . 2_666 ?
C1 O9 Tb1 159.7(2) . 2_666 ?
C10 O10 C12 118.3(3) . . ?
C4 O11 C5 119.2(3) . . ?
O4 N1 Tb1 58.38(16) . . ?
O5 N1 Tb1 58.08(16) . . ?
O5 N1 O4 116.3(3) . . ?
O7 N1 Tb1 175.9(3) . . ?
O7 N1 O4 122.4(3) . . ?
O7 N1 O5 121.3(3) . . ?
C15 N2 C16 119.5(3) . . ?
C15 N2 C18 121.1(3) . . ?
C16 N2 C18 119.4(3) . . ?
C20 N3 C21 121.4(3) . . ?
C20 N3 C23 120.3(3) . . ?
C23 N3 C21 118.2(3) . . ?
O2 C1 O9 124.0(3) . . ?
O2 C1 C2 119.0(3) . . ?
O9 C1 C2 116.9(3) . . ?
C3 C2 C1 117.5(3) . . ?
C3 C2 C4 119.2(3) . . ?
C4 C2 C1 123.1(3) . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.3(3) . 2_566 ?
C4 C3 H3 119.3 2_566 . ?
O11 C4 C2 116.9(3) . . ?
O11 C4 C3 123.7(3) . 2_566 ?
C3 C4 C2 119.4(3) 2_566 . ?
O11 C5 H5A 110.2 . . ?
O11 C5 H5B 110.2 . . ?
O11 C5 C6 107.7(3) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
C5 C6 H6 117.3 . . ?
C7 C6 C5 125.4(4) . . ?
C7 C6 H6 117.3 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O1 C8 O8 126.1(3) . . ?
O1 C8 C9 116.9(3) . . ?
O8 C8 C9 116.9(3) . . ?
C10 C9 C8 122.1(3) 2_656 . ?
C11 C9 C8 118.4(3) . . ?
C11 C9 C10 119.5(3) . 2_656 ?
O10 C10 C9 116.1(3) . 2_656 ?
O10 C10 C11 124.4(3) . . ?
C11 C10 C9 119.5(3) . 2_656 ?
C9 C11 H11 119.5 . . ?
C10 C11 C9 121.0(3) . . ?
C10 C11 H11 119.5 . . ?
O10 C12 H12A 110.0 . . ?
O10 C12 H12B 110.0 . . ?
O10 C12 C13 108.6(3) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
C12 C13 H13 116.5 . . ?
C14 C13 C12 127.1(4) . . ?
C14 C13 H13 116.5 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O6 C15 N2 125.0(3) . . ?
O6 C15 H15 117.5 . . ?
N2 C15 H15 117.5 . . ?
N2 C16 H16A 109.0 . . ?
N2 C16 H16B 109.0 . . ?
N2 C16 C17 112.9(4) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 108.9 . . ?
N2 C18 H18B 108.9 . . ?
N2 C18 C19 113.4(3) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 N3 124.2(3) . . ?
O3 C20 H20 117.9 . . ?
N3 C20 H20 117.9 . . ?
N3 C21 H21A 108.9 . . ?
N3 C21 H21B 108.9 . . ?
N3 C21 C22 113.4(3) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 109.3 . . ?
N3 C23 H23B 109.3 . . ?
N3 C23 C24 111.6(3) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Tb1 O1 C8 O8 70.3(4) . . . . ?
Tb1 O1 C8 C9 -105.8(3) . . . . ?
Tb1 O2 C1 O9 42.6(4) . . . . ?
Tb1 O2 C1 C2 -133.5(2) . . . . ?
Tb1 O3 C20 N3 -179.9(2) . . . . ?
Tb1 O4 N1 O5 4.5(3) . . . . ?
Tb1 O4 N1 O7 -175.2(4) . . . . ?
Tb1 O5 N1 O4 -4.5(3) . . . . ?
Tb1 O5 N1 O7 175.2(4) . . . . ?
Tb1 O6 C15 N2 -166.8(3) . . . . ?
Tb1 O8 C8 O1 -31.4(5) 2_666 . . . ?
Tb1 O8 C8 C9 144.7(2) 2_666 . . . ?
Tb1 O9 C1 O2 -62.0(7) 2_666 . . . ?
Tb1 O9 C1 C2 114.2(6) 2_666 . . . ?
O1 C8 C9 C10 -60.3(4) . . . 2_656 ?
O1 C8 C9 C11 116.7(3) . . . . ?
O2 C1 C2 C3 143.0(3) . . . . ?
O2 C1 C2 C4 -34.0(4) . . . . ?
O8 C8 C9 C10 123.3(3) . . . 2_656 ?
O8 C8 C9 C11 -59.8(4) . . . . ?
O9 C1 C2 C3 -33.3(4) . . . . ?
O9 C1 C2 C4 149.7(3) . . . . ?
O10 C10 C11 C9 178.7(3) . . . . ?
O10 C12 C13 C14 -6.6(7) . . . . ?
O11 C5 C6 C7 4.1(5) . . . . ?
C1 C2 C3 C4 -176.4(3) . . . 2_566 ?
C1 C2 C4 O11 -4.4(4) . . . . ?
C1 C2 C4 C3 176.3(3) . . . 2_566 ?
C3 C2 C4 O11 178.6(3) . . . . ?
C3 C2 C4 C3 -0.7(5) . . . 2_566 ?
C4 O11 C5 C6 -171.9(3) . . . . ?
C4 C2 C3 C4 0.7(5) . . . 2_566 ?
C5 O11 C4 C2 -177.1(3) . . . . ?
C5 O11 C4 C3 2.1(5) . . . 2_566 ?
C8 C9 C11 C10 -176.6(3) . . . . ?
C9 C10 C11 C9 -0.4(5) 2_656 . . . ?
C10 O10 C12 C13 176.2(3) . . . . ?
C10 C9 C11 C10 0.4(5) 2_656 . . . ?
C12 O10 C10 C9 -180.0(3) . . . 2_656 ?
C12 O10 C10 C11 0.9(5) . . . . ?
C15 N2 C16 C17 -80.2(5) . . . . ?
C15 N2 C18 C19 100.1(4) . . . . ?
C16 N2 C15 O6 4.7(6) . . . . ?
C16 N2 C18 C19 -77.8(5) . . . . ?
C18 N2 C15 O6 -173.2(3) . . . . ?
C18 N2 C16 C17 97.8(5) . . . . ?
C20 N3 C21 C22 107.1(4) . . . . ?
C20 N3 C23 C24 96.7(4) . . . . ?
C21 N3 C20 O3 178.6(3) . . . . ?
C21 N3 C23 C24 -80.2(4) . . . . ?
C23 N3 C20 O3 1.8(5) . . . . ?
C23 N3 C21 C22 -76.0(4) . . . . ?


_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_lrh_022_r40
_database_code_depnum_ccdc_archive 'CCDC 2165394'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-29 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 Dy N3 O11'
_chemical_formula_sum            'C24 H34 Dy N3 O11'
_chemical_formula_weight         703.04
_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 0.0181 0.0091 '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'
Dy Dy -9.8046 9.8477 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   10.3582(8)
_cell_length_b                   10.4047(8)
_cell_length_c                   13.7990(11)
_cell_angle_alpha                81.692(3)
_cell_angle_beta                 71.113(3)
_cell_angle_gamma                89.156(3)
_cell_volume                     1391.52(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      72.720
_cell_measurement_theta_min      4.514
_shelx_estimated_absorpt_T_max   0.755
_shelx_estimated_absorpt_T_min   0.422
_exptl_absorpt_coefficient_mu    14.911
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4221
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1327 before and 0.0948 after correction.
The Ratio of minimum to maximum transmission is 0.5601.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             706
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20691
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.438
_diffrn_reflns_theta_min         4.297
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5056
_reflns_number_total             5362
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.366
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.072
_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)+(0.0767P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1091
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C10(H10), C13(H13), C15(H15), C20(H20)
2.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Dy1 Dy 0.42246(2) 0.49348(2) 0.66730(2) 0.02608(10) Uani 1 1 d . . . . .
O1 O 0.6360(3) 0.4001(3) 0.6213(2) 0.0330(6) Uani 1 1 d . . . . .
O2 O 0.5705(3) 0.6601(2) 0.5630(2) 0.0314(5) Uani 1 1 d . . . . .
O3 O 0.3113(3) 0.6795(3) 0.7300(3) 0.0416(7) Uani 1 1 d . . . . .
O4 O 0.1858(3) 0.4197(3) 0.7730(2) 0.0421(7) Uani 1 1 d . . . . .
O5 O 0.3448(3) 0.3319(3) 0.8269(2) 0.0436(7) Uani 1 1 d . . . . .
O6 O 0.5280(3) 0.5506(3) 0.7865(2) 0.0352(6) Uani 1 1 d . . . . .
O7 O 0.1325(4) 0.2664(5) 0.9043(4) 0.0811(14) Uani 1 1 d . . . . .
O8 O 0.6841(3) 0.4356(3) 0.4500(2) 0.0329(6) Uani 1 1 d . . . . .
O9 O 0.6115(3) 0.7006(3) 0.3913(2) 0.0352(6) Uani 1 1 d . . . . .
O10 O 0.8652(3) 0.3071(3) 0.6596(2) 0.0394(6) Uani 1 1 d . . . . .
O11 O 0.2793(4) 1.0968(3) 0.4453(3) 0.0501(8) Uani 1 1 d . . . . .
N1 N 0.2182(4) 0.3374(4) 0.8371(3) 0.0430(8) Uani 1 1 d . . . . .
N2 N 0.6809(4) 0.5655(3) 0.8708(3) 0.0365(7) Uani 1 1 d . . . . .
N3 N 0.3046(4) 0.8882(4) 0.7613(3) 0.0428(8) Uani 1 1 d . . . . .
C1 C 0.7176(4) 0.4275(3) 0.5305(3) 0.0281(7) Uani 1 1 d . . . . .
C2 C 0.8651(4) 0.4601(4) 0.5156(3) 0.0295(7) Uani 1 1 d . . . . .
C3 C 1.0679(4) 0.4443(4) 0.5664(3) 0.0306(7) Uani 1 1 d . . . . .
H3 H 1.114092 0.406569 0.612283 0.037 Uiso 1 1 calc R U . . .
C4 C 0.9346(4) 0.4031(4) 0.5825(3) 0.0315(8) Uani 1 1 d . . . . .
C5 C 0.9330(5) 0.2421(4) 0.7254(4) 0.0404(10) Uani 1 1 d . . . . .
H5A H 0.975341 0.305990 0.753615 0.049 Uiso 1 1 calc R U . . .
H5B H 1.005653 0.188478 0.686402 0.049 Uiso 1 1 calc R U . . .
C6 C 0.8284(5) 0.1573(4) 0.8120(4) 0.0455(10) Uani 1 1 d . . . . .
H6 H 0.860067 0.103608 0.860761 0.055 Uiso 1 1 calc R U . . .
C7 C 0.6987(5) 0.1515(5) 0.8255(4) 0.0488(11) Uani 1 1 d . . . . .
H7A H 0.662749 0.203591 0.778451 0.059 Uiso 1 1 calc R U . . .
H7B H 0.639574 0.095073 0.882415 0.059 Uiso 1 1 calc R U . . .
C8 C 0.5793(4) 0.7331(4) 0.4800(3) 0.0299(7) Uani 1 1 d . . . . .
C9 C 0.5431(4) 0.8737(4) 0.4883(3) 0.0305(7) Uani 1 1 d . . . . .
C10 C 0.4321(4) 0.9194(4) 0.4593(3) 0.0341(8) Uani 1 1 d . . . . .
H10 H 0.385745 0.864194 0.431292 0.041 Uiso 1 1 calc R U . . .
C11 C 0.3883(4) 1.0450(4) 0.4708(3) 0.0349(8) Uani 1 1 d . . . . .
C12 C 0.2081(5) 1.0186(5) 0.4033(4) 0.0484(11) Uani 1 1 d . . . . .
H12A H 0.165907 0.941585 0.454532 0.058 Uiso 1 1 calc R U . . .
H12B H 0.271640 0.988283 0.340904 0.058 Uiso 1 1 calc R U . . .
C13 C 0.0997(5) 1.0976(5) 0.3753(5) 0.0574(13) Uani 1 1 d . . . . .
H13 H 0.036844 1.052414 0.354210 0.069 Uiso 1 1 calc R U . . .
C14 C 0.0826(6) 1.2217(5) 0.3769(5) 0.0548(13) Uani 1 1 d . . . . .
H14A H 0.142656 1.271631 0.397439 0.066 Uiso 1 1 calc R U . . .
H14B H 0.010076 1.262338 0.357529 0.066 Uiso 1 1 calc R U . . .
C15 C 0.6401(4) 0.5256(4) 0.7985(3) 0.0341(8) Uani 1 1 d . . . . .
H15 H 0.700228 0.474479 0.752745 0.041 Uiso 1 1 calc R U . . .
C16 C 0.8172(5) 0.5350(5) 0.8780(4) 0.0466(11) Uani 1 1 d . . . . .
H16A H 0.862458 0.615776 0.883128 0.056 Uiso 1 1 calc R U . . .
H16B H 0.873133 0.502965 0.813775 0.056 Uiso 1 1 calc R U . . .
C17 C 0.8127(6) 0.4341(6) 0.9701(5) 0.0616(14) Uani 1 1 d . . . . .
H17A H 0.774358 0.351817 0.962995 0.092 Uiso 1 1 calc R U . . .
H17B H 0.755503 0.464068 1.033959 0.092 Uiso 1 1 calc R U . . .
H17C H 0.905422 0.421176 0.972957 0.092 Uiso 1 1 calc R U . . .
C18 C 0.5937(5) 0.6485(4) 0.9412(4) 0.0411(9) Uani 1 1 d . . . . .
H18A H 0.600758 0.623833 1.011294 0.049 Uiso 1 1 calc R U . . .
H18B H 0.497417 0.634410 0.945923 0.049 Uiso 1 1 calc R U . . .
C19 C 0.6342(6) 0.7907(5) 0.9045(5) 0.0586(13) Uani 1 1 d . . . . .
H19A H 0.646266 0.811078 0.830437 0.088 Uiso 1 1 calc R U . . .
H19B H 0.720108 0.809262 0.916098 0.088 Uiso 1 1 calc R U . . .
H19C H 0.562555 0.844064 0.943149 0.088 Uiso 1 1 calc R U . . .
C20 C 0.3642(5) 0.7777(4) 0.7457(3) 0.0387(9) Uani 1 1 d . . . . .
H20 H 0.455428 0.771987 0.746571 0.046 Uiso 1 1 calc R U . . .
C21 C 0.1684(5) 0.9058(5) 0.7535(5) 0.0563(12) Uani 1 1 d . . . . .
H21A H 0.162783 0.867461 0.693313 0.068 Uiso 1 1 calc R U . . .
H21B H 0.152624 0.999944 0.741150 0.068 Uiso 1 1 calc R U . . .
C22 C 0.0591(6) 0.8446(8) 0.8487(6) 0.081(2) Uani 1 1 d . . . . .
H22A H -0.029818 0.854383 0.838170 0.122 Uiso 1 1 calc R U . . .
H22B H 0.059325 0.887097 0.907559 0.122 Uiso 1 1 calc R U . . .
H22C H 0.076222 0.751968 0.862871 0.122 Uiso 1 1 calc R U . . .
C23 C 0.3701(5) 0.9942(4) 0.7908(4) 0.0468(10) Uani 1 1 d . . . . .
H23A H 0.354791 1.077928 0.752481 0.056 Uiso 1 1 calc R U . . .
H23B H 0.469806 0.981749 0.769798 0.056 Uiso 1 1 calc R U . . .
C24 C 0.3176(6) 1.0013(5) 0.9043(4) 0.0576(13) Uani 1 1 d . . . . .
H24A H 0.363540 1.074193 0.918952 0.086 Uiso 1 1 calc R U . . .
H24B H 0.335867 0.920097 0.942616 0.086 Uiso 1 1 calc R U . . .
H24C H 0.219027 1.014190 0.925591 0.086 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Dy1 O1 2.333(3) . ?
Dy1 O2 2.314(3) . ?
Dy1 O3 2.365(3) . ?
Dy1 O4 2.479(3) . ?
Dy1 O5 2.479(3) . ?
Dy1 O6 2.391(3) . ?
Dy1 O8 2.274(3) 2_666 ?
Dy1 O9 2.351(3) 2_666 ?
O1 C1 1.258(5) . ?
O2 C8 1.257(5) . ?
O3 C20 1.244(5) . ?
O4 N1 1.262(5) . ?
O5 N1 1.274(5) . ?
O6 C15 1.244(5) . ?
O7 N1 1.217(5) . ?
O8 C1 1.257(5) . ?
O9 C8 1.256(5) . ?
O10 C4 1.366(5) . ?
O10 C5 1.413(5) . ?
O11 C11 1.368(5) . ?
O11 C12 1.404(5) . ?
N2 C15 1.320(5) . ?
N2 C16 1.474(5) . ?
N2 C18 1.469(5) . ?
N3 C20 1.309(6) . ?
N3 C21 1.456(6) . ?
N3 C23 1.475(6) . ?
C1 C2 1.511(5) . ?
C2 C3 1.392(6) 2_766 ?
C2 C4 1.408(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.505(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.296(7) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C8 C9 1.515(5) . ?
C9 C10 1.391(6) . ?
C9 C11 1.399(5) 2_676 ?
C10 H10 0.9500 . ?
C10 C11 1.392(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.498(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.303(8) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.516(8) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.512(7) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.493(9) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.495(7) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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 O3 141.87(10) . . ?
O1 Dy1 O4 136.26(10) . . ?
O1 Dy1 O5 90.02(10) . . ?
O1 Dy1 O6 74.79(9) . . ?
O1 Dy1 O9 74.89(9) . 2_666 ?
O2 Dy1 O1 75.48(9) . . ?
O2 Dy1 O3 78.00(11) . . ?
O2 Dy1 O4 148.25(10) . . ?
O2 Dy1 O5 150.76(9) . . ?
O2 Dy1 O6 79.83(10) . . ?
O2 Dy1 O9 122.83(10) . 2_666 ?
O3 Dy1 O4 73.91(11) . . ?
O3 Dy1 O5 100.38(12) . . ?
O3 Dy1 O6 73.95(10) . . ?
O4 Dy1 O5 51.57(10) . . ?
O6 Dy1 O4 105.82(10) . . ?
O6 Dy1 O5 71.83(10) . . ?
O8 Dy1 O1 122.63(10) 2_666 . ?
O8 Dy1 O2 78.44(9) 2_666 . ?
O8 Dy1 O3 77.24(10) 2_666 . ?
O8 Dy1 O4 81.19(10) 2_666 . ?
O8 Dy1 O5 130.15(10) 2_666 . ?
O8 Dy1 O6 146.84(9) 2_666 . ?
O8 Dy1 O9 78.17(9) 2_666 2_666 ?
O9 Dy1 O3 143.20(10) 2_666 . ?
O9 Dy1 O4 75.61(10) 2_666 . ?
O9 Dy1 O5 75.66(10) 2_666 . ?
O9 Dy1 O6 134.95(9) 2_666 . ?
C1 O1 Dy1 119.9(2) . . ?
C8 O2 Dy1 135.3(2) . . ?
C20 O3 Dy1 127.5(3) . . ?
N1 O4 Dy1 96.0(2) . . ?
N1 O5 Dy1 95.7(2) . . ?
C15 O6 Dy1 132.8(3) . . ?
C1 O8 Dy1 159.5(2) . 2_666 ?
C8 O9 Dy1 132.5(2) . 2_666 ?
C4 O10 C5 118.8(3) . . ?
C11 O11 C12 117.9(3) . . ?
O4 N1 Dy1 58.3(2) . . ?
O4 N1 O5 116.5(4) . . ?
O5 N1 Dy1 58.4(2) . . ?
O7 N1 Dy1 176.0(4) . . ?
O7 N1 O4 121.4(4) . . ?
O7 N1 O5 122.1(4) . . ?
C15 N2 C16 121.0(4) . . ?
C15 N2 C18 120.0(3) . . ?
C18 N2 C16 118.9(3) . . ?
C20 N3 C21 119.7(4) . . ?
C20 N3 C23 121.4(4) . . ?
C21 N3 C23 118.8(4) . . ?
O1 C1 C2 118.6(3) . . ?
O8 C1 O1 124.5(3) . . ?
O8 C1 C2 116.8(3) . . ?
C3 C2 C1 117.3(3) 2_766 . ?
C3 C2 C4 119.2(3) 2_766 . ?
C4 C2 C1 123.4(3) . . ?
C2 C3 H3 119.4 2_766 . ?
C4 C3 C2 121.2(3) . 2_766 ?
C4 C3 H3 119.4 . . ?
O10 C4 C2 116.6(3) . . ?
O10 C4 C3 123.8(3) . . ?
C3 C4 C2 119.5(4) . . ?
O10 C5 H5A 110.2 . . ?
O10 C5 H5B 110.2 . . ?
O10 C5 C6 107.6(4) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
C5 C6 H6 117.3 . . ?
C7 C6 C5 125.4(4) . . ?
C7 C6 H6 117.3 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O2 C8 C9 116.7(3) . . ?
O9 C8 O2 126.6(3) . . ?
O9 C8 C9 116.7(3) . . ?
C10 C9 C8 117.8(3) . . ?
C10 C9 C11 119.6(4) . 2_676 ?
C11 C9 C8 122.4(3) 2_676 . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.8(4) . . ?
C11 C10 H10 119.6 . . ?
O11 C11 C9 116.0(3) . 2_676 ?
O11 C11 C10 124.4(4) . . ?
C10 C11 C9 119.6(4) . 2_676 ?
O11 C12 H12A 110.0 . . ?
O11 C12 H12B 110.0 . . ?
O11 C12 C13 108.5(4) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
C12 C13 H13 116.5 . . ?
C14 C13 C12 126.9(5) . . ?
C14 C13 H13 116.5 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O6 C15 N2 124.2(4) . . ?
O6 C15 H15 117.9 . . ?
N2 C15 H15 117.9 . . ?
N2 C16 H16A 109.0 . . ?
N2 C16 H16B 109.0 . . ?
N2 C16 C17 113.1(4) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.3 . . ?
N2 C18 H18B 109.3 . . ?
N2 C18 C19 111.6(4) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 N3 125.5(4) . . ?
O3 C20 H20 117.3 . . ?
N3 C20 H20 117.3 . . ?
N3 C21 H21A 109.1 . . ?
N3 C21 H21B 109.1 . . ?
N3 C21 C22 112.5(5) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 108.9 . . ?
N3 C23 H23B 108.9 . . ?
N3 C23 C24 113.2(4) . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Dy1 O1 C1 O8 -42.6(5) . . . . ?
Dy1 O1 C1 C2 134.0(3) . . . . ?
Dy1 O2 C8 O9 -70.7(5) . . . . ?
Dy1 O2 C8 C9 107.3(3) . . . . ?
Dy1 O3 C20 N3 166.1(3) . . . . ?
Dy1 O4 N1 O5 4.1(4) . . . . ?
Dy1 O4 N1 O7 -175.3(4) . . . . ?
Dy1 O5 N1 O4 -4.1(4) . . . . ?
Dy1 O5 N1 O7 175.3(5) . . . . ?
Dy1 O6 C15 N2 -179.3(3) . . . . ?
Dy1 O8 C1 O1 60.6(9) 2_666 . . . ?
Dy1 O8 C1 C2 -116.0(7) 2_666 . . . ?
Dy1 O9 C8 O2 31.9(6) 2_666 . . . ?
Dy1 O9 C8 C9 -146.1(3) 2_666 . . . ?
O1 C1 C2 C3 -143.6(4) . . . 2_766 ?
O1 C1 C2 C4 33.6(5) . . . . ?
O2 C8 C9 C10 -117.0(4) . . . . ?
O2 C8 C9 C11 59.1(5) . . . 2_676 ?
O8 C1 C2 C3 33.2(5) . . . 2_766 ?
O8 C1 C2 C4 -149.6(4) . . . . ?
O9 C8 C9 C10 61.1(5) . . . . ?
O9 C8 C9 C11 -122.7(4) . . . 2_676 ?
O10 C5 C6 C7 -3.3(7) . . . . ?
O11 C12 C13 C14 7.7(9) . . . . ?
C1 C2 C4 O10 4.8(6) . . . . ?
C1 C2 C4 C3 -176.3(3) . . . . ?
C2 C3 C4 O10 177.9(4) 2_766 . . . ?
C2 C3 C4 C2 -0.9(6) 2_766 . . . ?
C3 C2 C4 O10 -178.0(3) 2_766 . . . ?
C3 C2 C4 C3 0.9(6) 2_766 . . . ?
C4 O10 C5 C6 171.4(4) . . . . ?
C5 O10 C4 C2 176.7(4) . . . . ?
C5 O10 C4 C3 -2.1(6) . . . . ?
C8 C9 C10 C11 176.1(4) . . . . ?
C9 C10 C11 O11 -179.2(4) . . . . ?
C9 C10 C11 C9 0.2(7) . . . 2_676 ?
C11 O11 C12 C13 -176.4(4) . . . . ?
C11 C9 C10 C11 -0.2(7) 2_676 . . . ?
C12 O11 C11 C9 179.6(4) . . . 2_676 ?
C12 O11 C11 C10 -1.0(7) . . . . ?
C15 N2 C16 C17 -107.9(5) . . . . ?
C15 N2 C18 C19 -96.4(5) . . . . ?
C16 N2 C15 O6 -178.1(4) . . . . ?
C16 N2 C18 C19 79.7(5) . . . . ?
C18 N2 C15 O6 -2.1(6) . . . . ?
C18 N2 C16 C17 76.1(5) . . . . ?
C20 N3 C21 C22 79.7(6) . . . . ?
C20 N3 C23 C24 -99.6(5) . . . . ?
C21 N3 C20 O3 -4.4(8) . . . . ?
C21 N3 C23 C24 77.9(6) . . . . ?
C23 N3 C20 O3 173.1(4) . . . . ?
C23 N3 C21 C22 -97.8(6) . . . . ?


_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_022_r35_rt
_database_code_depnum_ccdc_archive 'CCDC 2214554'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-10-21 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 O11 Pr'
_chemical_formula_sum            'C24 H34 N3 O11 Pr'
_chemical_formula_weight         681.45
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pr Pr -2.4164 10.2820 '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                   10.0678(11)
_cell_length_b                   11.1512(12)
_cell_length_c                   14.0297(15)
_cell_angle_alpha                109.416(3)
_cell_angle_beta                 95.138(3)
_cell_angle_gamma                95.947(3)
_cell_volume                     1464.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9763
_cell_measurement_temperature    290.0
_cell_measurement_theta_max      70.606
_cell_measurement_theta_min      5.221
_shelx_estimated_absorpt_T_max   0.277
_shelx_estimated_absorpt_T_min   0.225
_exptl_absorpt_coefficient_mu    13.280
_exptl_absorpt_correction_T_max  0.3716
_exptl_absorpt_correction_T_min  0.1676
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1287 before and 0.0930 after correction.
The Ratio of minimum to maximum transmission is 0.4510.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.971
_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       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21987
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.599
_diffrn_reflns_theta_min         5.221
_diffrn_ambient_temperature      290.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5231
_reflns_number_total             5455
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.173
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5455
_refine_ls_number_restraints     272
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0727P)²+0.9689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1146
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22-C21
 1.35 with sigma of 0.02
 C21-C22
 1.4 with sigma of 0.001
 C24-C23
 1.4 with sigma of 0.01
 C19-C18 \\sim C22-C21
 with sigma of 0.02
 C18-C19 \\sim C21-C22
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
4.b Me refined with riding coordinates:
 C19(H19A,H19B,H19C)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C10(H10), C13(H13), C15(H15), C20(H20)
4.d X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
4.e Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Pr1 Pr 0.48530(2) 0.56732(2) 0.65346(2) 0.04183(11) Uani 1 1 d . . . . .
O1 O 0.4260(4) 0.7160(3) 0.5689(3) 0.0562(7) Uani 1 1 d . . . . .
O2 O 0.3517(3) 0.4399(3) 0.4844(3) 0.0510(7) Uani 1 1 d . . . . .
O3 O 0.4033(5) 0.4475(4) 0.7642(4) 0.0822(12) Uani 1 1 d . . . . .
O4 O 0.2797(5) 0.6427(5) 0.7155(4) 0.0798(12) Uani 1 1 d . . . . .
O5 O 0.5851(7) 0.6796(6) 0.8399(4) 0.0986(16) Uani 1 1 d . . . . .
O6 O 0.6043(7) 0.8016(5) 0.7535(4) 0.1044(18) Uani 1 1 d . . . . .
O7 O 0.7028(9) 0.8662(8) 0.9066(5) 0.157(3) Uani 1 1 d . . . . .
O8 O 0.4568(4) 0.6505(3) 0.4057(3) 0.0605(8) Uani 1 1 d . . . . .
O9 O 0.2604(4) 0.4245(5) 0.3323(3) 0.0731(11) Uani 1 1 d . . . . .
O10 O 0.3248(4) 0.8260(3) 0.3389(3) 0.0720(11) Uani 1 1 d . . . . .
O11 O 0.1180(5) 0.2979(5) 0.5239(4) 0.0873(14) Uani 1 1 d . . . . .
N1 N 0.6321(7) 0.7869(7) 0.8351(5) 0.0906(16) Uani 1 1 d . . . . .
N2 N 0.1075(6) 0.7493(6) 0.7670(5) 0.0885(17) Uani 1 1 d . . . . .
N3 N 0.4086(6) 0.3198(6) 0.8602(5) 0.0874(17) Uani 1 1 d . . . . .
C1 C 0.4470(5) 0.7343(4) 0.4879(3) 0.0468(9) Uani 1 1 d . . . . .
C2 C 0.4690(5) 0.8724(4) 0.4928(4) 0.0492(9) Uani 1 1 d . . . . .
C3 C 0.5547(5) 0.9578(4) 0.5745(4) 0.0530(10) Uani 1 1 d . . . . .
H3 H 0.591246 0.929869 0.625288 0.064 Uiso 1 1 calc R U . . .
C4 C 0.4122(5) 0.9140(4) 0.4177(4) 0.0515(10) Uani 1 1 d . . . . .
C5 C 0.2391(6) 0.8716(5) 0.2786(5) 0.0654(13) Uani 1 1 d . . . . .
H5A H 0.291390 0.915729 0.242254 0.078 Uiso 1 1 calc R U . . .
H5B H 0.187127 0.931619 0.321235 0.078 Uiso 1 1 calc R U . . .
C6 C 0.1480(7) 0.7598(7) 0.2055(5) 0.0790(16) Uani 1 1 d . . . . .
H6 H 0.083931 0.777261 0.161759 0.095 Uiso 1 1 calc R U . . .
C7 C 0.1482(8) 0.6403(7) 0.1960(5) 0.0851(18) Uani 1 1 d . . . . .
H7A H 0.210250 0.617723 0.237918 0.102 Uiso 1 1 calc R U . . .
H7B H 0.086269 0.577118 0.147321 0.102 Uiso 1 1 calc R U . . .
C8 C 0.2514(4) 0.4410(4) 0.4230(4) 0.0512(9) Uani 1 1 d . . . . .
C9 C 0.1204(4) 0.4693(5) 0.4638(4) 0.0512(9) Uani 1 1 d . . . . .
C10 C 0.0617(5) 0.5682(5) 0.4457(4) 0.0593(11) Uani 1 1 d . . . . .
H10 H 0.102692 0.613407 0.408542 0.071 Uiso 1 1 calc R U . . .
C11 C 0.0594(5) 0.3998(5) 0.5168(4) 0.0588(11) Uani 1 1 d . . . . .
C12 C 0.0906(9) 0.2475(8) 0.5988(7) 0.091(2) Uani 1 1 d . . . . .
H12A H -0.002463 0.207087 0.585736 0.110 Uiso 1 1 calc R U . . .
H12B H 0.104330 0.315453 0.664909 0.110 Uiso 1 1 calc R U . . .
C13 C 0.1832(9) 0.1502(8) 0.5984(7) 0.096(2) Uani 1 1 d . . . . .
H13 H 0.273909 0.175868 0.597822 0.115 Uiso 1 1 calc R U . . .
C14 C 0.1529(13) 0.0394(11) 0.5988(11) 0.144(5) Uani 1 1 d . . . . .
H14A H 0.063692 0.008450 0.599354 0.173 Uiso 1 1 calc R U . . .
H14B H 0.219521 -0.012622 0.598432 0.173 Uiso 1 1 calc R U . . .
C15 C 0.2056(7) 0.7206(6) 0.7125(5) 0.0763(16) Uani 1 1 d . . . . .
H15 H 0.220046 0.763950 0.667261 0.092 Uiso 1 1 calc R U . . .
C16 C 0.0136(9) 0.8367(9) 0.7536(8) 0.109(3) Uani 1 1 d . . . . .
H16A H 0.033777 0.862274 0.696224 0.131 Uiso 1 1 calc R U . . .
H16B H -0.077329 0.790570 0.737049 0.131 Uiso 1 1 calc R U . . .
C17 C 0.0184(12) 0.9482(10) 0.8402(10) 0.149(5) Uani 1 1 d . . . . .
H17A H -0.044697 1.000934 0.825970 0.223 Uiso 1 1 calc R U . . .
H17B H 0.107624 0.995470 0.856457 0.223 Uiso 1 1 calc R U . . .
H17C H -0.004398 0.924032 0.896905 0.223 Uiso 1 1 calc R U . . .
C18 C 0.0669(11) 0.6686(10) 0.8248(9) 0.125(3) Uani 1 1 d D . . . .
H18A H -0.028280 0.668253 0.831241 0.150 Uiso 1 1 calc R U . . .
H18B H 0.081918 0.581108 0.790026 0.150 Uiso 1 1 calc R U . . .
C19 C 0.145(2) 0.719(2) 0.9241(11) 0.242(11) Uani 1 1 d D . . . .
H19A H 0.119030 0.666025 0.963244 0.363 Uiso 1 1 calc R U . . .
H19B H 0.238911 0.718113 0.917110 0.363 Uiso 1 1 calc R U . . .
H19C H 0.129086 0.804964 0.958186 0.363 Uiso 1 1 calc R U . . .
C20 C 0.4483(7) 0.3660(6) 0.7908(5) 0.0709(14) Uani 1 1 d . . . . .
H20 H 0.519415 0.331696 0.758478 0.085 Uiso 1 1 calc R U . . .
C21 C 0.3286(14) 0.3926(15) 0.9310(12) 0.229(10) Uani 1 1 d D . . . .
H21A H 0.375627 0.412024 0.998962 0.274 Uiso 1 1 calc R U . . .
H21B H 0.325564 0.473731 0.920026 0.274 Uiso 1 1 calc R U . . .
C22 C 0.1959(13) 0.340(2) 0.9303(17) 0.307(15) Uani 1 1 d D . . . .
H22A H 0.145705 0.322955 0.864604 0.460 Uiso 1 1 calc R U . . .
H22B H 0.155012 0.399987 0.981556 0.460 Uiso 1 1 calc R U . . .
H22C H 0.195926 0.261617 0.944439 0.460 Uiso 1 1 calc R U . . .
C23 C 0.4808(13) 0.2335(10) 0.8947(9) 0.137(4) Uani 1 1 d D . . . .
H23A H 0.572875 0.243986 0.880364 0.165 Uiso 1 1 calc R U . . .
H23B H 0.483598 0.259468 0.968140 0.165 Uiso 1 1 calc R U . . .
C24 C 0.4292(17) 0.1042(12) 0.8526(13) 0.189(7) Uani 1 1 d D . . . .
H24A H 0.439201 0.073294 0.781503 0.283 Uiso 1 1 calc R U . . .
H24B H 0.335406 0.092870 0.860366 0.283 Uiso 1 1 calc R U . . .
H24C H 0.477166 0.057007 0.886908 0.283 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pr1 O1 2.429(3) . ?
Pr1 O2 2.633(3) 2_666 ?
Pr1 O2 2.499(3) . ?
Pr1 O3 2.502(4) . ?
Pr1 O4 2.439(4) . ?
Pr1 O5 2.551(5) . ?
Pr1 O6 2.616(5) . ?
Pr1 O8 2.443(3) 2_666 ?
Pr1 O9 2.540(4) 2_666 ?
O1 C1 1.251(5) . ?
O2 C8 1.271(6) . ?
O3 C20 1.204(7) . ?
O4 C15 1.209(7) . ?
O5 N1 1.265(9) . ?
O6 N1 1.222(9) . ?
O7 N1 1.203(8) . ?
O8 C1 1.239(6) . ?
O9 C8 1.236(6) . ?
O10 C4 1.373(6) . ?
O10 C5 1.402(6) . ?
O11 C11 1.361(7) . ?
O11 C12 1.382(8) . ?
N2 C15 1.304(8) . ?
N2 C16 1.470(9) . ?
N2 C18 1.450(11) . ?
N3 C20 1.317(7) . ?
N3 C21 1.428(13) . ?
N3 C23 1.442(10) . ?
C1 C2 1.511(6) . ?
C2 C3 1.375(7) . ?
C2 C4 1.387(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.399(6) 2_676 ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.481(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.294(10) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.507(6) . ?
C9 C10 1.388(7) . ?
C9 C11 1.377(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.404(7) 2_566 ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.501(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.244(13) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.413(13) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.437(15) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.3994(11) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.386(9) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pr1 O2 71.93(11) . . ?
O1 Pr1 O2 71.78(11) . 2_666 ?
O1 Pr1 O3 143.65(14) . . ?
O1 Pr1 O4 73.49(13) . . ?
O1 Pr1 O5 113.03(18) . . ?
O1 Pr1 O6 68.13(15) . . ?
O1 Pr1 O8 134.02(11) . 2_666 ?
O1 Pr1 O9 107.35(14) . 2_666 ?
O2 Pr1 O2 73.55(11) . 2_666 ?
O2 Pr1 O3 101.92(15) . . ?
O2 Pr1 O5 169.08(15) . . ?
O2 Pr1 O6 139.42(14) . . ?
O2 Pr1 O9 117.42(11) . 2_666 ?
O3 Pr1 O2 142.40(12) . 2_666 ?
O3 Pr1 O5 68.15(19) . . ?
O3 Pr1 O6 114.36(18) . . ?
O3 Pr1 O9 107.04(16) . 2_666 ?
O4 Pr1 O2 89.27(15) . . ?
O4 Pr1 O2 144.56(12) . 2_666 ?
O4 Pr1 O3 70.60(14) . . ?
O4 Pr1 O5 83.2(2) . . ?
O4 Pr1 O6 86.3(2) . . ?
O4 Pr1 O8 129.74(15) . 2_666 ?
O4 Pr1 O9 152.59(17) . 2_666 ?
O5 Pr1 O2 117.00(16) . 2_666 ?
O5 Pr1 O6 48.12(19) . . ?
O6 Pr1 O2 87.29(17) . 2_666 ?
O8 Pr1 O2 69.89(12) 2_666 . ?
O8 Pr1 O2 73.60(11) 2_666 2_666 ?
O8 Pr1 O3 70.00(13) 2_666 . ?
O8 Pr1 O5 109.23(19) 2_666 . ?
O8 Pr1 O6 138.66(18) 2_666 . ?
O8 Pr1 O9 70.10(14) 2_666 2_666 ?
O9 Pr1 O2 50.07(12) 2_666 2_666 ?
O9 Pr1 O5 71.20(17) 2_666 . ?
O9 Pr1 O6 69.55(19) 2_666 . ?
C1 O1 Pr1 136.5(3) . . ?
Pr1 O2 Pr1 106.45(11) . 2_666 ?
C8 O2 Pr1 91.1(3) . 2_666 ?
C8 O2 Pr1 142.6(3) . . ?
C20 O3 Pr1 131.7(4) . . ?
C15 O4 Pr1 141.2(4) . . ?
N1 O5 Pr1 98.8(4) . . ?
N1 O6 Pr1 96.9(4) . . ?
C1 O8 Pr1 137.8(3) . 2_666 ?
C8 O9 Pr1 96.4(3) . 2_666 ?
C4 O10 C5 118.3(4) . . ?
C11 O11 C12 120.1(5) . . ?
O5 N1 Pr1 56.7(3) . . ?
O6 N1 Pr1 59.4(3) . . ?
O6 N1 O5 115.8(6) . . ?
O7 N1 Pr1 172.4(7) . . ?
O7 N1 O5 120.8(8) . . ?
O7 N1 O6 123.4(8) . . ?
C15 N2 C16 123.4(7) . . ?
C15 N2 C18 118.4(6) . . ?
C18 N2 C16 116.3(7) . . ?
C20 N3 C21 117.7(7) . . ?
C20 N3 C23 122.7(6) . . ?
C21 N3 C23 114.9(7) . . ?
O1 C1 C2 116.5(4) . . ?
O8 C1 O1 126.2(4) . . ?
O8 C1 C2 117.2(4) . . ?
C3 C2 C1 116.9(4) . . ?
C3 C2 C4 119.8(4) . . ?
C4 C2 C1 123.3(4) . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(4) . 2_676 ?
C4 C3 H3 119.5 2_676 . ?
O10 C4 C2 117.7(4) . . ?
O10 C4 C3 123.1(4) . 2_676 ?
C2 C4 C3 119.2(4) . 2_676 ?
O10 C5 H5A 110.1 . . ?
O10 C5 H5B 110.1 . . ?
O10 C5 C6 107.8(5) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
C5 C6 H6 116.6 . . ?
C7 C6 C5 126.8(6) . . ?
C7 C6 H6 116.6 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O2 C8 Pr1 63.3(2) . 2_666 ?
O2 C8 C9 118.5(4) . . ?
O9 C8 Pr1 59.0(2) . 2_666 ?
O9 C8 O2 121.8(4) . . ?
O9 C8 C9 119.6(4) . . ?
C9 C8 Pr1 170.1(3) . 2_666 ?
C10 C9 C8 117.6(4) . . ?
C11 C9 C8 121.8(4) . . ?
C11 C9 C10 120.6(4) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.1(5) . 2_566 ?
C11 C10 H10 119.9 2_566 . ?
O11 C11 C9 116.6(4) . . ?
O11 C11 C10 124.0(5) . 2_566 ?
C9 C11 C10 119.3(5) . 2_566 ?
O11 C12 H12A 110.0 . . ?
O11 C12 H12B 110.0 . . ?
O11 C12 C13 108.5(6) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
C12 C13 H13 116.2 . . ?
C14 C13 C12 127.7(10) . . ?
C14 C13 H13 116.2 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O4 C15 N2 126.0(6) . . ?
O4 C15 H15 117.0 . . ?
N2 C15 H15 117.0 . . ?
N2 C16 H16A 108.8 . . ?
N2 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 N2 113.9(9) . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 110.0 . . ?
N2 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C19 C18 N2 108.6(11) . . ?
C19 C18 H18A 110.0 . . ?
C19 C18 H18B 110.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 N3 127.7(6) . . ?
O3 C20 H20 116.2 . . ?
N3 C20 H20 116.2 . . ?
N3 C21 H21A 107.6 . . ?
N3 C21 H21B 107.6 . . ?
H21A C21 H21B 107.0 . . ?
C22 C21 N3 119.1(13) . . ?
C22 C21 H21A 107.6 . . ?
C22 C21 H21B 107.6 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 108.2 . . ?
N3 C23 H23B 108.2 . . ?
H23A C23 H23B 107.4 . . ?
C24 C23 N3 116.3(12) . . ?
C24 C23 H23A 108.2 . . ?
C24 C23 H23B 108.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pr1 O1 C1 O8 33.8(8) . . . . ?
Pr1 O1 C1 C2 -143.1(4) . . . . ?
Pr1 O2 C8 Pr1 119.4(5) . . . 2_666 ?
Pr1 O2 C8 O9 127.5(5) . . . . ?
Pr1 O2 C8 O9 8.1(5) 2_666 . . . ?
Pr1 O2 C8 C9 -169.0(4) 2_666 . . . ?
Pr1 O2 C8 C9 -49.6(7) . . . . ?
Pr1 O3 C20 N3 170.1(6) . . . . ?
Pr1 O4 C15 N2 -170.4(6) . . . . ?
Pr1 O5 N1 O6 6.3(8) . . . . ?
Pr1 O5 N1 O7 -171.6(8) . . . . ?
Pr1 O6 N1 O5 -6.1(8) . . . . ?
Pr1 O6 N1 O7 171.7(8) . . . . ?
Pr1 O8 C1 O1 -24.0(8) 2_666 . . . ?
Pr1 O8 C1 C2 152.9(4) 2_666 . . . ?
Pr1 O9 C8 O2 -8.4(5) 2_666 . . . ?
Pr1 O9 C8 C9 168.7(4) 2_666 . . . ?
O1 C1 C2 C3 45.4(6) . . . . ?
O1 C1 C2 C4 -137.4(5) . . . . ?
O2 C8 C9 C10 125.8(5) . . . . ?
O2 C8 C9 C11 -54.7(6) . . . . ?
O8 C1 C2 C3 -131.8(5) . . . . ?
O8 C1 C2 C4 45.4(7) . . . . ?
O9 C8 C9 C10 -51.4(7) . . . . ?
O9 C8 C9 C11 128.2(6) . . . . ?
O10 C5 C6 C7 -1.6(10) . . . . ?
O11 C12 C13 C14 -131.7(12) . . . . ?
C1 C2 C3 C4 176.0(4) . . . 2_676 ?
C1 C2 C4 O10 4.3(7) . . . . ?
C1 C2 C4 C3 -175.9(4) . . . 2_676 ?
C3 C2 C4 O10 -178.6(5) . . . . ?
C3 C2 C4 C3 1.2(8) . . . 2_676 ?
C4 O10 C5 C6 -175.2(5) . . . . ?
C4 C2 C3 C4 -1.3(8) . . . 2_676 ?
C5 O10 C4 C2 162.7(5) . . . . ?
C5 O10 C4 C3 -17.0(8) . . . 2_676 ?
C8 C9 C10 C11 -179.1(5) . . . 2_566 ?
C8 C9 C11 O11 -4.7(8) . . . . ?
C8 C9 C11 C10 179.1(5) . . . 2_566 ?
C10 C9 C11 O11 174.8(5) . . . . ?
C10 C9 C11 C10 -1.4(9) . . . 2_566 ?
C11 O11 C12 C13 -171.8(7) . . . . ?
C11 C9 C10 C11 1.4(9) . . . 2_566 ?
C12 O11 C11 C9 160.4(6) . . . . ?
C12 O11 C11 C10 -23.6(10) . . . 2_566 ?
C15 N2 C16 C17 -117.6(11) . . . . ?
C15 N2 C18 C19 89.7(13) . . . . ?
C16 N2 C15 O4 -174.5(8) . . . . ?
C16 N2 C18 C19 -105.3(12) . . . . ?
C18 N2 C15 O4 -10.6(13) . . . . ?
C18 N2 C16 C17 78.2(12) . . . . ?
C20 N3 C21 C22 115.7(14) . . . . ?
C20 N3 C23 C24 -100.1(13) . . . . ?
C21 N3 C20 O3 -17.5(14) . . . . ?
C21 N3 C23 C24 104.6(13) . . . . ?
C23 N3 C20 O3 -172.1(9) . . . . ?
C23 N3 C21 C22 -87.8(17) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT220_022_r35_rt          
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        6.5 Ratio 
RESPONSE: The dataset has been collected at room temperature therefore
increasing the thermal motion of disordered carbon and nitrogen atoms. Due to
the incorporation of the heavy lanthanide atom scattering is dominated by the
metal atom. In addition, the dynamic disorder manifested in the relatively large
atomic displacement parameters of the carbon atoms contribute to larger errors
in the associated bonded distances.
;
_vrf_PLAT242_022_r35_rt          
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         N3 Check 
RESPONSE: See response to _vrf_PLAT220_022_r35_rt.
;
####################################################################### 
# 
# 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_022_r39_25kbar
_database_code_depnum_ccdc_archive 'CCDC 2165397'
loop_
_audit_author_name
_audit_author_address
'Lucy Rose Hunter'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2022-06-29 deposited with the CCDC.	2022-11-09 downloaded from the CCDC.
;
_audit_creation_date             2022-06-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H34 N3 O11 Tb'
_chemical_formula_sum            'C24 H34 N3 O11 Tb'
_chemical_formula_weight         699.46
_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 0.0013 0.0009 '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 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0058 0.0036 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.2859 2.7818 '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                   9.8113(6)
_cell_length_b                   9.9140(10)
_cell_length_c                   13.2568(8)
_cell_angle_alpha                81.104(7)
_cell_angle_beta                 68.313(3)
_cell_angle_gamma                88.342(7)
_cell_volume                     1183.23(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2441
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      16.226
_cell_measurement_theta_min      2.583
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.894
_exptl_absorpt_coefficient_mu    1.630
_exptl_absorpt_correction_T_max  0.7444
_exptl_absorpt_correction_T_min  0.5575
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0951 before and 0.0725 after correction.
The Ratio of minimum to maximum transmission is 0.7489.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0862
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.385
_diffrn_reflns_Laue_measured_fraction_max 0.385
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22945
_diffrn_reflns_point_group_measured_fraction_full 0.385
_diffrn_reflns_point_group_measured_fraction_max 0.385
_diffrn_reflns_theta_full        19.585
_diffrn_reflns_theta_max         19.585
_diffrn_reflns_theta_min         1.320
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.385
_diffrn_measured_fraction_theta_max 0.385
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_source                   ?
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1432
_reflns_number_total             1625
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         1625
_refine_ls_number_restraints     192
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      0.979
_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)+(0.0165P)²+6.0713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0620
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C17 \\sim C19: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
O1 \\sim O2 \\sim O3 \\sim O4 \\sim O5 \\sim O6: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
Uanis(C19) = Uanis(C17)
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C12(H12A,H12B), C16(H16A,H16B), C18(H18A,H18B), C21(H21A,H21B),
 C23(H23A,H23B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C11(H11), C13(H13), C15(H15), C20(H20)
4.c X=CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B)
4.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Tb1 Tb 0.58564(3) 0.50592(10) 0.32428(3) 0.0123(6) Uani 1 1 d . . . . .
O1 O 0.6755(5) 0.4087(15) 0.4544(5) 0.0218(13) Uiso 1 1 d . . . . .
O2 O 0.4034(5) 0.3471(15) 0.4371(5) 0.020(5) Uani 1 1 d . . . . .
O3 O 0.6928(5) 0.3086(15) 0.2652(5) 0.027(4) Uani 1 1 d . . . . .
O4 O 0.4714(5) 0.4575(13) 0.2052(4) 0.021(6) Uani 1 1 d . . . . .
O5 O 0.6815(5) 0.6810(15) 0.1595(5) 0.024(5) Uani 1 1 d . . . . .
O6 O 0.8448(5) 0.5660(17) 0.2091(5) 0.026(5) Uani 1 1 d . . . . .
O7 O 0.9067(6) 0.7574(19) 0.0953(6) 0.054(6) Uani 1 1 d . . . . .
O8 O 0.6252(5) 0.3665(14) 0.6318(4) 0.0167(12) Uiso 1 1 d . . . . .
O9 O 0.3491(5) 0.3023(14) 0.6182(4) 0.021(7) Uani 1 1 d . . . . .
O10 O 1.1234(5) 0.7239(14) 0.3469(5) 0.0212(13) Uiso 1 1 d . . . . .
O11 O 0.2629(6) 0.0916(15) 0.4499(6) 0.037(6) Uani 1 1 d . . . . .
N1 N 0.8136(7) 0.668(2) 0.1534(7) 0.026(5) Uani 1 1 d . . . . .
N2 N 0.6825(7) 0.092(2) 0.2427(7) 0.020(5) Uani 1 1 d . . . . .
N3 N 0.3128(6) 0.4366(17) 0.1232(5) 0.023(7) Uani 1 1 d . . . . .
C1 C 0.7109(7) 0.401(2) 0.5358(6) 0.0135(17) Uiso 1 1 d . . . . .
C2 C 0.8641(6) 0.4486(19) 0.5141(6) 0.0090(16) Uiso 1 1 d . . . . .
C3 C 0.9243(6) 0.5577(19) 0.4362(6) 0.0095(16) Uiso 1 1 d . . . . .
H3 H 0.873236 0.594998 0.392283 0.011 Uiso 1 1 calc R U . . .
C4 C 1.0598(7) 0.616(2) 0.4192(6) 0.0108(16) Uiso 1 1 d . . . . .
C5 C 1.0648(8) 0.772(2) 0.2666(7) 0.024(2) Uiso 1 1 d . . . . .
H5A H 0.986402 0.834438 0.294736 0.028 Uiso 1 1 calc R U . . .
H5B H 1.025334 0.696885 0.246204 0.028 Uiso 1 1 calc R U . . .
C6 C 1.1837(8) 0.843(2) 0.1715(7) 0.029(2) Uiso 1 1 d . . . . .
H6 H 1.157768 0.891317 0.115565 0.035 Uiso 1 1 calc R U . . .
C7 C 1.3221(8) 0.846(2) 0.1572(8) 0.032(2) Uiso 1 1 d . . . . .
H7A H 1.353594 0.799753 0.210809 0.038 Uiso 1 1 calc R U . . .
H7B H 1.389687 0.894612 0.093309 0.038 Uiso 1 1 calc R U . . .
C8 C 0.3952(7) 0.269(2) 0.5231(8) 0.016(5) Uani 1 1 d . . . . .
C9 C 0.4477(8) 0.132(2) 0.5124(7) 0.018(5) Uani 1 1 d . . . . .
C10 C 0.3801(8) 0.035(3) 0.4734(8) 0.019(5) Uani 1 1 d . . . . .
C11 C 0.4321(8) -0.084(2) 0.4601(8) 0.020(5) Uani 1 1 d . . . . .
H11 H 0.388138 -0.141132 0.430789 0.024 Uiso 1 1 calc R U . . .
C12 C 0.1975(8) 0.008(2) 0.4007(7) 0.024(8) Uani 1 1 d . . . . .
H12A H 0.151363 -0.073425 0.452088 0.029 Uiso 1 1 calc R U . . .
H12B H 0.271028 -0.019924 0.335757 0.029 Uiso 1 1 calc R U . . .
C13 C 0.0852(13) 0.093(3) 0.3707(14) 0.029(10) Uani 1 1 d . . . . .
H13 H 0.017954 0.046200 0.353070 0.035 Uiso 1 1 calc R U . . .
C14 C 0.0713(15) 0.227(4) 0.3665(14) 0.036(11) Uani 1 1 d . . . . .
H14A H 0.135702 0.278178 0.383329 0.043 Uiso 1 1 calc R U . . .
H14B H -0.002756 0.269666 0.346716 0.043 Uiso 1 1 calc R U . . .
C15 C 0.6282(9) 0.208(3) 0.2534(8) 0.019(5) Uani 1 1 d . . . . .
H15 H 0.534292 0.220056 0.252442 0.023 Uiso 1 1 calc R U . . .
C16 C 0.8254(7) 0.065(2) 0.2518(7) 0.030(8) Uani 1 1 d . . . . .
H16A H 0.835390 -0.032445 0.267200 0.036 Uiso 1 1 calc R U . . .
H16B H 0.829522 0.105021 0.313118 0.036 Uiso 1 1 calc R U . . .
C17 C 0.9494(8) 0.122(2) 0.1510(7) 0.031(9) Uani 1 1 d . . . . .
H17A H 0.960099 0.068364 0.094200 0.047 Uiso 1 1 calc R U . . .
H17B H 1.038034 0.119374 0.166059 0.047 Uiso 1 1 calc R U . . .
H17C H 0.930740 0.214659 0.127251 0.047 Uiso 1 1 calc R U . . .
C18 C 0.6159(8) -0.013(2) 0.2076(7) 0.026(6) Uani 1 1 d . . . . .
H18A H 0.511094 0.000202 0.229996 0.031 Uiso 1 1 calc R U . . .
H18B H 0.630430 -0.102423 0.243218 0.031 Uiso 1 1 calc R U . . .
C19 C 0.6817(9) -0.008(3) 0.0861(7) 0.031(9) Uani 1 1 d . . . . .
H19A H 0.672829 0.082645 0.050786 0.047 Uiso 1 1 calc R U . . .
H19B H 0.631100 -0.072376 0.064512 0.047 Uiso 1 1 calc R U . . .
H19C H 0.783486 -0.029236 0.064653 0.047 Uiso 1 1 calc R U . . .
C20 C 0.3514(7) 0.486(2) 0.1951(6) 0.025(8) Uani 1 1 d . . . . .
H20 H 0.288337 0.542673 0.239721 0.030 Uiso 1 1 calc R U . . .
C21 C 0.1709(7) 0.468(2) 0.1119(7) 0.030(8) Uani 1 1 d . . . . .
H21A H 0.107326 0.505201 0.176281 0.036 Uiso 1 1 calc R U . . .
H21B H 0.124719 0.384490 0.109280 0.036 Uiso 1 1 calc R U . . .
C22 C 0.1847(9) 0.567(2) 0.0126(8) 0.046(9) Uani 1 1 d . . . . .
H22A H 0.254851 0.535815 -0.050951 0.069 Uiso 1 1 calc R U . . .
H22B H 0.217069 0.654711 0.019468 0.069 Uiso 1 1 calc R U . . .
H22C H 0.091163 0.575544 0.004947 0.069 Uiso 1 1 calc R U . . .
C23 C 0.4067(9) 0.343(3) 0.0552(8) 0.029(8) Uani 1 1 d . . . . .
H23A H 0.507895 0.359842 0.045916 0.035 Uiso 1 1 calc R U . . .
H23B H 0.399972 0.359087 -0.016901 0.035 Uiso 1 1 calc R U . . .
C24 C 0.3612(11) 0.200(3) 0.1073(10) 0.039(8) Uani 1 1 d . . . . .
H24A H 0.435470 0.140104 0.071179 0.059 Uiso 1 1 calc R U . . .
H24B H 0.270399 0.177948 0.100987 0.059 Uiso 1 1 calc R U . . .
H24C H 0.348197 0.190036 0.183532 0.059 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O1 2.290(8) . ?
Tb1 O2 2.318(11) . ?
Tb1 O3 2.300(12) . ?
Tb1 O4 2.356(4) . ?
Tb1 O5 2.464(12) . ?
Tb1 O6 2.468(6) . ?
Tb1 O8 2.325(8) 2_666 ?
Tb1 O9 2.342(10) 2_666 ?
O1 C1 1.242(8) . ?
O2 C8 1.25(2) . ?
O3 C15 1.26(2) . ?
O4 C20 1.252(10) . ?
O5 N1 1.273(9) . ?
O6 N1 1.26(2) . ?
O7 N1 1.24(2) . ?
O8 C1 1.240(11) . ?
O9 C8 1.267(9) . ?
O10 C4 1.31(2) . ?
O10 C5 1.404(12) . ?
O11 C10 1.382(16) . ?
O11 C12 1.426(14) . ?
N2 C15 1.26(3) . ?
N2 C16 1.464(11) . ?
N2 C18 1.47(2) . ?
N3 C20 1.308(11) . ?
N3 C21 1.474(10) . ?
N3 C23 1.45(2) . ?
C1 C2 1.496(11) . ?
C2 C3 1.35(2) . ?
C2 C4 1.428(16) 2_766 ?
C3 H3 0.9300 . ?
C3 C4 1.394(13) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.459(17) . ?
C6 H6 0.9300 . ?
C6 C7 1.301(10) . ?
C7 H7A 0.9300 . ?
C7 H7B 0.9300 . ?
C8 C9 1.44(3) . ?
C9 C10 1.44(2) . ?
C9 C11 1.409(15) 2_656 ?
C10 C11 1.28(3) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.50(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.33(5) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.479(15) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.491(11) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.48(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.48(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Tb1 O2 76.5(3) . . ?
O1 Tb1 O3 74.7(3) . . ?
O1 Tb1 O4 143.8(5) . . ?
O1 Tb1 O5 134.0(3) . . ?
O1 Tb1 O6 85.0(3) . . ?
O1 Tb1 O8 122.1(2) . 2_666 ?
O1 Tb1 O9 77.9(4) . 2_666 ?
O2 Tb1 O4 77.6(3) . . ?
O2 Tb1 O5 149.43(19) . . ?
O2 Tb1 O6 150.8(5) . . ?
O2 Tb1 O8 76.8(4) . 2_666 ?
O2 Tb1 O9 123.8(2) . 2_666 ?
O3 Tb1 O2 80.1(3) . . ?
O3 Tb1 O4 76.2(3) . . ?
O3 Tb1 O5 103.9(3) . . ?
O3 Tb1 O6 73.2(4) . . ?
O3 Tb1 O8 146.4(3) . 2_666 ?
O3 Tb1 O9 137.5(2) . 2_666 ?
O4 Tb1 O5 74.1(3) . . ?
O4 Tb1 O6 106.63(18) . . ?
O5 Tb1 O6 52.4(3) . . ?
O8 Tb1 O4 75.2(3) 2_666 . ?
O8 Tb1 O5 84.9(3) 2_666 . ?
O8 Tb1 O6 132.4(5) 2_666 . ?
O8 Tb1 O9 76.1(3) 2_666 2_666 ?
O9 Tb1 O4 138.2(4) 2_666 . ?
O9 Tb1 O5 73.6(3) 2_666 . ?
O9 Tb1 O6 72.6(3) 2_666 . ?
C1 O1 Tb1 157.0(12) . . ?
C8 O2 Tb1 129.8(5) . . ?
C15 O3 Tb1 126.1(8) . . ?
C20 O4 Tb1 135.1(7) . . ?
N1 O5 Tb1 93.3(9) . . ?
N1 O6 Tb1 93.6(5) . . ?
C1 O8 Tb1 112.4(9) . 2_666 ?
C8 O9 Tb1 128.9(11) . 2_666 ?
C4 O10 C5 118.4(8) . . ?
C10 O11 C12 114.8(14) . . ?
O5 N1 Tb1 60.1(8) . . ?
O6 N1 Tb1 60.2(6) . . ?
O6 N1 O5 118.9(15) . . ?
O7 N1 Tb1 166.3(10) . . ?
O7 N1 O5 119.2(17) . . ?
O7 N1 O6 121.9(9) . . ?
C15 N2 C16 119.9(15) . . ?
C15 N2 C18 121.8(10) . . ?
C16 N2 C18 117.9(15) . . ?
C20 N3 C21 121.6(10) . . ?
C20 N3 C23 120.5(8) . . ?
C23 N3 C21 117.9(8) . . ?
O1 C1 Tb1 92.3(5) . 2_666 ?
O1 C1 C2 116.3(8) . . ?
O8 C1 Tb1 45.3(6) . 2_666 ?
O8 C1 O1 124.0(7) . . ?
O8 C1 C2 119.5(6) . . ?
C2 C1 Tb1 132.3(9) . 2_666 ?
C3 C2 C1 119.2(10) . . ?
C3 C2 C4 121.1(8) . 2_766 ?
C4 C2 C1 119.5(13) 2_766 . ?
C2 C3 H3 118.7 . . ?
C2 C3 C4 122.5(10) . . ?
C4 C3 H3 118.7 . . ?
O10 C4 C2 117.9(8) . 2_766 ?
O10 C4 C3 125.8(11) . . ?
C3 C4 C2 116.3(14) . 2_766 ?
O10 C5 H5A 110.2 . . ?
O10 C5 H5B 110.2 . . ?
O10 C5 C6 107.4(7) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
C5 C6 H6 116.7 . . ?
C7 C6 C5 126.6(14) . . ?
C7 C6 H6 116.7 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 H7B 120.0 . . ?
H7A C7 H7B 120.0 . . ?
O2 C8 O9 124.8(19) . . ?
O2 C8 C9 117.6(9) . . ?
O9 C8 C9 117.5(16) . . ?
C8 C9 C10 122.4(10) . . ?
C11 C9 C8 122.6(14) 2_656 . ?
C11 C9 C10 115.0(19) 2_656 . ?
O11 C10 C9 110.5(19) . . ?
C11 C10 O11 128.0(13) . . ?
C11 C10 C9 121.5(11) . . ?
C9 C11 H11 118.3 2_656 . ?
C10 C11 C9 123.4(15) . 2_656 ?
C10 C11 H11 118.3 . . ?
O11 C12 H12A 110.4 . . ?
O11 C12 H12B 110.4 . . ?
O11 C12 C13 106.5(15) . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.4 . . ?
C13 C12 H12B 110.4 . . ?
C12 C13 H13 116.5 . . ?
C14 C13 C12 127.0(16) . . ?
C14 C13 H13 116.5 . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
O3 C15 N2 124.2(10) . . ?
O3 C15 H15 117.9 . . ?
N2 C15 H15 117.9 . . ?
N2 C16 H16A 109.0 . . ?
N2 C16 H16B 109.0 . . ?
N2 C16 C17 112.8(11) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.4 . . ?
N2 C18 H18B 109.4 . . ?
N2 C18 C19 111.0(13) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 N3 121.5(11) . . ?
O4 C20 H20 119.3 . . ?
N3 C20 H20 119.3 . . ?
N3 C21 H21A 108.9 . . ?
N3 C21 H21B 108.9 . . ?
N3 C21 C22 113.3(9) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 H23A 109.7 . . ?
N3 C23 H23B 109.7 . . ?
N3 C23 C24 109.9(10) . . ?
H23A C23 H23B 108.2 . . ?
C24 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Tb1 O1 C1 Tb1 51.4(17) . . . 2_666 ?
Tb1 O1 C1 O8 86(3) . . . . ?
Tb1 O1 C1 C2 -89.1(15) . . . . ?
Tb1 O2 C8 O9 83.5(10) . . . . ?
Tb1 O2 C8 C9 -93.8(15) . . . . ?
Tb1 O3 C15 N2 -164.9(11) . . . . ?
Tb1 O4 C20 N3 -175.8(11) . . . . ?
Tb1 O5 N1 O6 14.0(13) . . . . ?
Tb1 O5 N1 O7 -164.2(10) . . . . ?
Tb1 O6 N1 O5 -14.0(13) . . . . ?
Tb1 O6 N1 O7 164.2(11) . . . . ?
Tb1 O8 C1 O1 -53(2) 2_666 . . . ?
Tb1 O8 C1 C2 121.9(13) 2_666 . . . ?
Tb1 O9 C8 O2 -48.7(9) 2_666 . . . ?
Tb1 O9 C8 C9 128.6(13) 2_666 . . . ?
Tb1 C1 C2 C3 -83.4(11) 2_666 . . . ?
Tb1 C1 C2 C4 92.4(18) 2_666 . . 2_766 ?
O1 C1 C2 C3 37(2) . . . . ?
O1 C1 C2 C4 -146.9(15) . . . 2_766 ?
O2 C8 C9 C10 -64.1(17) . . . . ?
O2 C8 C9 C11 116.3(10) . . . 2_656 ?
O8 C1 C2 C3 -138.2(15) . . . . ?
O8 C1 C2 C4 38(2) . . . 2_766 ?
O9 C8 C9 C10 118.4(10) . . . . ?
O9 C8 C9 C11 -61.2(17) . . . 2_656 ?
O10 C5 C6 C7 8(2) . . . . ?
O11 C10 C11 C9 -179.6(10) . . . 2_656 ?
O11 C12 C13 C14 14(2) . . . . ?
C1 C2 C3 C4 173.1(11) . . . . ?
C2 C3 C4 O10 -178.5(12) . . . . ?
C2 C3 C4 C2 3(2) . . . 2_766 ?
C4 O10 C5 C6 -154.0(13) . . . . ?
C4 C2 C3 C4 -3(2) 2_766 . . . ?
C5 O10 C4 C2 167.6(10) . . . 2_766 ?
C5 O10 C4 C3 -11.3(18) . . . . ?
C8 C9 C10 O11 -0.2(17) . . . . ?
C8 C9 C10 C11 177.0(15) . . . . ?
C9 C10 C11 C9 4(3) . . . 2_656 ?
C10 O11 C12 C13 -173.9(12) . . . . ?
C11 C9 C10 O11 179.4(8) 2_656 . . . ?
C11 C9 C10 C11 -3(2) 2_656 . . . ?
C12 O11 C10 C9 174.2(10) . . . . ?
C12 O11 C10 C11 -3(2) . . . . ?
C15 N2 C16 C17 -78.4(17) . . . . ?
C15 N2 C18 C19 92.6(16) . . . . ?
C16 N2 C15 O3 5(2) . . . . ?
C16 N2 C18 C19 -79.7(17) . . . . ?
C18 N2 C15 O3 -167.7(9) . . . . ?
C18 N2 C16 C17 94.1(19) . . . . ?
C20 N3 C21 C22 105.5(15) . . . . ?
C20 N3 C23 C24 93.8(15) . . . . ?
C21 N3 C20 O4 179.4(15) . . . . ?
C21 N3 C23 C24 -83.4(15) . . . . ?
C23 N3 C20 O4 2(2) . . . . ?
C23 N3 C21 C22 -77(2) . . . . ?


_olex2_exptl_crystal_mounting_method 
;
Crystal was mounted in a diamond anvil cell
 using 1:1 pentane isopentane mix as a
 pressure transmitting medium and a ruby
 sphere for pressure calibration. This
 methodology severely compromises data
 collection strategies, limiting data
 completeness.
;
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT029_022_r39_25kbar      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.385 Why?  
RESPONSE:The data collection was performed with the crystal mounted inside a
diamond anvil cell, this significantly restricted the accessible diffraction
geometries for reflection measurement. This reduction in completeness is a 
direct result of the fundamental constraints of the sample environment.
;
_vrf_PLAT088_022_r39_25kbar      
;
PROBLEM: Poor Data / Parameter Ratio ....................       5.42 Note  
RESPONSE:The poor data / parameter ratio is a consequence of the low level 
of completeness. The data collection was performed with the crystal mounted 
inside diamond anvil cell, this significantly restricted the accessible 
diffraction geometries for reflection measurement. 
;
_vrf_PLAT201_022_r39_25kbar      
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         10 Report
RESPONSE: The data completeness and data/parameter ratio are compromised due to the 
crystal being mounted inside a diamond anvil cell. 10 linker atoms of the complex
have been refined isotropically to yield a sensible model with a good R-factor. 
When refining these atoms anisotropically the model contains non-positive definites
without  a significant decrease in R-factor. See crystal mounting for more information 
on sample preparation. 
;
_vrf_PLAT342_022_r39_25kbar      
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02169 Ang.  
RESPONSE: Diamond anvil cell collection issues as outlined in 
vrf_PLAT029_022_r39_25kbar
;
_vrf_PLAT911_022_r39_25kbar      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598       1506 Report
RESPONSE: Diamond anvil cell collection issues as outlined in 
vrf_PLAT029_022_r39_25kbar
;
