# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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. 
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data_20ypp-8
_database_code_depnum_ccdc_archive 'CCDC 2370256'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H38 N5 O13 Tb'
_chemical_formula_sum            'C32 H38 N5 O13 Tb'
_chemical_formula_weight         859.59
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.5270(3)
_cell_length_b                   11.6368(2)
_cell_length_c                   20.4175(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.1040(10)
_cell_angle_gamma                90
_cell_volume                     3446.47(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9172
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      33.14
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.949
_shelx_estimated_absorpt_T_min   0.832
_exptl_absorpt_coefficient_mu    2.125
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0659 before and 0.0473 after correction.
The Ratio of minimum to maximum transmission is 0.8521.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            22222
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.154
_diffrn_reflns_theta_min         1.998
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                5956
_reflns_number_total             6564
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         6564
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0273
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²+0.1305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0567
_refine_ls_wR_factor_ref         0.0588
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C11(H11), C16(H16), C15(H15), C12(H12)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C4(H4A,H4B,H4C), C14(H14A,H14B,H14C)
;
_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
Tb1 Tb 0.5000 0.63370(2) 0.7500 0.00991(3) Uani 1 2 d S T P . .
O4 O 0.57044(9) 0.64194(11) 0.63831(7) 0.0181(3) Uani 1 1 d . . . . .
O3 O 0.43272(9) 0.57514(12) 0.64234(6) 0.0193(3) Uani 1 1 d . . . . .
O6 O 0.50623(9) 0.82689(11) 0.80306(6) 0.0185(3) Uani 1 1 d . . . . .
O2 O 0.15702(8) 0.21536(11) 0.75237(6) 0.0171(3) Uani 1 1 d . . . . .
O1 O 0.40514(9) 0.47184(11) 0.76251(7) 0.0194(3) Uani 1 1 d . . . . .
O5 O 0.49345(11) 0.59538(16) 0.54766(7) 0.0326(4) Uani 1 1 d . . . . .
N2 N 0.49875(11) 0.60489(13) 0.60685(8) 0.0164(3) Uani 1 1 d . . . . .
N3 N 0.5000 0.88509(18) 0.7500 0.0181(4) Uani 1 2 d S T P . .
O7 O 0.5000 0.98944(16) 0.7500 0.0324(5) Uani 1 2 d S T P . .
N1 N 0.20138(11) 0.34162(13) 0.64506(8) 0.0169(3) Uani 1 1 d . . . . .
H1 H 0.1579 0.2977 0.6600 0.020 Uiso 1 1 calc R U . . .
C7 C 0.22325(11) 0.26198(15) 0.78393(9) 0.0145(3) Uani 1 1 d . . . . .
C8 C 0.28054(12) 0.34432(14) 0.75267(9) 0.0138(3) Uani 1 1 d . . . . .
C10 C 0.19541(13) 0.37061(15) 0.57705(9) 0.0161(3) Uani 1 1 d . . . . .
C3 C 0.34609(12) 0.24350(15) 0.87682(9) 0.0157(3) Uani 1 1 d . . . . .
C1 C 0.35779(12) 0.39741(15) 0.78864(9) 0.0140(3) Uani 1 1 d . . . . .
C2 C 0.38043(13) 0.36326(15) 0.85838(9) 0.0172(3) Uani 1 1 d . . . . .
H2A H 0.3533 0.4206 0.8875 0.021 Uiso 1 1 calc R U . . .
H2B H 0.4482 0.3658 0.8666 0.021 Uiso 1 1 calc R U . . .
C9 C 0.26729(12) 0.37618(14) 0.68655(9) 0.0158(3) Uani 1 1 d . . . . .
H9 H 0.3108 0.4284 0.6702 0.019 Uiso 1 1 calc R U . . .
C6 C 0.24366(12) 0.23495(17) 0.85507(9) 0.0189(4) Uani 1 1 d . . . . .
H6A H 0.2219 0.1561 0.8639 0.023 Uiso 1 1 calc R U . . .
H6B H 0.2084 0.2885 0.8819 0.023 Uiso 1 1 calc R U . . .
C11 C 0.10882(13) 0.37835(16) 0.54525(10) 0.0193(4) Uani 1 1 d . . . . .
H11 H 0.0549 0.3673 0.5688 0.023 Uiso 1 1 calc R U . . .
C5 C 0.40055(15) 0.15146(17) 0.84201(11) 0.0247(4) Uani 1 1 d . . . . .
H5A H 0.3886 0.1585 0.7945 0.037 Uiso 1 1 calc R U . . .
H5B H 0.3814 0.0752 0.8564 0.037 Uiso 1 1 calc R U . . .
H5C H 0.4666 0.1618 0.8529 0.037 Uiso 1 1 calc R U . . .
C16 C 0.27435(13) 0.38704(16) 0.54278(10) 0.0197(4) Uani 1 1 d . . . . .
H16 H 0.3335 0.3830 0.5649 0.024 Uiso 1 1 calc R U . . .
C13 C 0.17995(13) 0.41601(16) 0.44277(9) 0.0191(4) Uani 1 1 d . . . . .
C15 C 0.26601(14) 0.40943(17) 0.47573(10) 0.0212(4) Uani 1 1 d . . . . .
H15 H 0.3200 0.4204 0.4522 0.025 Uiso 1 1 calc R U . . .
C12 C 0.10195(13) 0.40241(18) 0.47880(10) 0.0210(4) Uani 1 1 d . . . . .
H12 H 0.0426 0.4098 0.4572 0.025 Uiso 1 1 calc R U . . .
C4 C 0.35790(14) 0.22776(18) 0.95103(9) 0.0230(4) Uani 1 1 d . . . . .
H4A H 0.4235 0.2319 0.9648 0.034 Uiso 1 1 calc R U . . .
H4B H 0.3333 0.1527 0.9631 0.034 Uiso 1 1 calc R U . . .
H4C H 0.3244 0.2886 0.9729 0.034 Uiso 1 1 calc R U . . .
C14 C 0.17028(16) 0.4344(2) 0.36957(10) 0.0293(5) Uani 1 1 d . . . . .
H14A H 0.2315 0.4361 0.3517 0.044 Uiso 1 1 calc R U . . .
H14B H 0.1388 0.5076 0.3602 0.044 Uiso 1 1 calc R U . . .
H14C H 0.1342 0.3715 0.3492 0.044 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 O4 2.5513(13) . ?
Tb1 O4 2.5513(13) 2_656 ?
Tb1 O3 2.4533(14) 2_656 ?
Tb1 O3 2.4533(14) . ?
Tb1 O6 2.4950(13) . ?
Tb1 O6 2.4951(13) 2_656 ?
Tb1 O2 2.4692(12) 4_556 ?
Tb1 O2 2.4692(12) 3 ?
Tb1 O1 2.3558(12) . ?
Tb1 O1 2.3559(12) 2_656 ?
O4 N2 1.269(2) . ?
O3 N2 1.2807(19) . ?
O6 N3 1.2768(17) 2_656 ?
O6 N3 1.2768(17) . ?
O2 Tb1 2.4692(12) 3_445 ?
O2 C7 1.252(2) . ?
O1 C1 1.244(2) . ?
O5 N2 1.212(2) . ?
N3 O6 1.2768(17) 2_656 ?
N3 N3 0.000(4) 2_656 ?
N3 O7 1.214(3) . ?
O7 N3 1.214(3) 2_656 ?
N1 H1 0.8800 . ?
N1 C10 1.427(2) . ?
N1 C9 1.307(2) . ?
C7 C8 1.441(2) . ?
C7 C6 1.500(3) . ?
C8 C1 1.446(2) . ?
C8 C9 1.403(3) . ?
C10 C11 1.387(3) . ?
C10 C16 1.389(3) . ?
C3 C2 1.534(2) . ?
C3 C6 1.533(3) . ?
C3 C5 1.529(3) . ?
C3 C4 1.527(3) . ?
C1 C2 1.498(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C9 H9 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C12 1.383(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C15 1.393(3) . ?
C13 C15 1.390(3) . ?
C13 C12 1.393(3) . ?
C13 C14 1.509(3) . ?
C15 H15 0.9500 . ?
C12 H12 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
O4 Tb1 O4 175.70(6) 2_656 . ?
O3 Tb1 O4 50.89(4) . . ?
O3 Tb1 O4 130.67(4) . 2_656 ?
O3 Tb1 O4 130.67(4) 2_656 . ?
O3 Tb1 O4 50.89(4) 2_656 2_656 ?
O3 Tb1 O3 147.74(7) 2_656 . ?
O3 Tb1 O6 81.83(5) 2_656 . ?
O3 Tb1 O6 81.83(5) . 2_656 ?
O3 Tb1 O6 129.99(5) 2_656 2_656 ?
O3 Tb1 O6 129.99(5) . . ?
O3 Tb1 O2 76.50(4) . 4_556 ?
O3 Tb1 O2 116.57(4) . 3 ?
O3 Tb1 O2 116.57(4) 2_656 4_556 ?
O3 Tb1 O2 76.50(4) 2_656 3 ?
O6 Tb1 O4 110.33(4) 2_656 2_656 ?
O6 Tb1 O4 110.33(4) . . ?
O6 Tb1 O4 65.47(4) 2_656 . ?
O6 Tb1 O4 65.48(4) . 2_656 ?
O6 Tb1 O6 51.42(6) . 2_656 ?
O2 Tb1 O4 112.51(4) 4_556 . ?
O2 Tb1 O4 112.51(4) 3 2_656 ?
O2 Tb1 O4 65.69(4) 3 . ?
O2 Tb1 O4 65.69(4) 4_556 2_656 ?
O2 Tb1 O6 70.94(5) 3 2_656 ?
O2 Tb1 O6 68.47(4) 4_556 2_656 ?
O2 Tb1 O6 68.47(4) 3 . ?
O2 Tb1 O6 70.94(5) 4_556 . ?
O2 Tb1 O2 134.73(6) 3 4_556 ?
O1 Tb1 O4 70.60(4) . 2_656 ?
O1 Tb1 O4 113.09(4) 2_656 2_656 ?
O1 Tb1 O4 70.60(4) 2_656 . ?
O1 Tb1 O4 113.09(4) . . ?
O1 Tb1 O3 70.62(5) 2_656 2_656 ?
O1 Tb1 O3 83.55(5) 2_656 . ?
O1 Tb1 O3 83.55(5) . 2_656 ?
O1 Tb1 O3 70.61(5) . . ?
O1 Tb1 O6 132.92(4) . . ?
O1 Tb1 O6 139.45(5) . 2_656 ?
O1 Tb1 O6 132.92(4) 2_656 2_656 ?
O1 Tb1 O6 139.45(5) 2_656 . ?
O1 Tb1 O2 148.29(5) . 3 ?
O1 Tb1 O2 76.39(5) . 4_556 ?
O1 Tb1 O2 148.29(5) 2_656 4_556 ?
O1 Tb1 O2 76.39(5) 2_656 3 ?
O1 Tb1 O1 73.83(7) . 2_656 ?
N2 O4 Tb1 94.69(10) . . ?
N2 O3 Tb1 99.06(10) . . ?
N3 O6 Tb1 96.33(11) . . ?
N3 O6 Tb1 96.33(11) 2_656 . ?
N3 O6 N3 0.0 2_656 . ?
C7 O2 Tb1 149.32(12) . 3_445 ?
C1 O1 Tb1 160.63(13) . . ?
O4 N2 O3 115.14(15) . . ?
O5 N2 O4 122.81(16) . . ?
O5 N2 O3 122.03(17) . . ?
O6 N3 O6 115.9(2) . 2_656 ?
N3 N3 O6 0(10) 2_656 2_656 ?
N3 N3 O6 0(10) 2_656 . ?
N3 N3 O7 0(10) 2_656 . ?
O7 N3 O6 122.04(10) . 2_656 ?
O7 N3 O6 122.04(10) . . ?
N3 O7 N3 0.000(1) 2_656 . ?
C10 N1 H1 117.9 . . ?
C9 N1 H1 117.9 . . ?
C9 N1 C10 124.17(15) . . ?
O2 C7 C8 120.42(17) . . ?
O2 C7 C6 120.90(15) . . ?
C8 C7 C6 118.67(15) . . ?
C7 C8 C1 120.67(16) . . ?
C9 C8 C7 123.33(16) . . ?
C9 C8 C1 115.98(15) . . ?
C11 C10 N1 118.47(16) . . ?
C11 C10 C16 120.52(18) . . ?
C16 C10 N1 120.97(17) . . ?
C6 C3 C2 108.14(15) . . ?
C5 C3 C2 109.82(15) . . ?
C5 C3 C6 109.78(16) . . ?
C4 C3 C2 109.39(15) . . ?
C4 C3 C6 109.56(15) . . ?
C4 C3 C5 110.12(16) . . ?
O1 C1 C8 120.76(17) . . ?
O1 C1 C2 119.63(16) . . ?
C8 C1 C2 119.60(15) . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C1 C2 C3 114.63(15) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
N1 C9 C8 126.85(16) . . ?
N1 C9 H9 116.6 . . ?
C8 C9 H9 116.6 . . ?
C7 C6 C3 113.88(14) . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C3 C6 H6A 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.19(17) . . ?
C12 C11 H11 120.4 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C10 C16 H16 120.3 . . ?
C10 C16 C15 119.41(18) . . ?
C15 C16 H16 120.3 . . ?
C15 C13 C12 118.31(18) . . ?
C15 C13 C14 121.37(17) . . ?
C12 C13 C14 120.30(18) . . ?
C16 C15 H15 119.5 . . ?
C13 C15 C16 120.96(17) . . ?
C13 C15 H15 119.5 . . ?
C11 C12 C13 121.55(19) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 O4 N2 O3 -4.52(15) . . . . ?
Tb1 O4 N2 O5 177.26(16) . . . . ?
Tb1 O3 N2 O4 4.74(15) . . . . ?
Tb1 O3 N2 O5 -177.02(16) . . . . ?
Tb1 O6 N3 O6 0.002(1) . . . 2_656 ?
Tb1 O6 N3 N3 0.0(4) . . . 2_656 ?
Tb1 O6 N3 O7 180.000(1) . . . . ?
Tb1 O2 C7 C8 -146.53(18) 3_445 . . . ?
Tb1 O2 C7 C6 32.5(3) 3_445 . . . ?
Tb1 O1 C1 C8 149.8(3) . . . . ?
Tb1 O1 C1 C2 -29.6(5) . . . . ?
O6 N3 O7 N3 0(100) . . . 2_656 ?
O6 N3 O7 N3 0(100) 2_656 . . 2_656 ?
O2 C7 C8 C1 -179.25(16) . . . . ?
O2 C7 C8 C9 -0.7(3) . . . . ?
O2 C7 C6 C3 149.50(16) . . . . ?
O1 C1 C2 C3 -156.83(16) . . . . ?
N3 O6 N3 O6 0(39) 2_656 . . 2_656 ?
N3 O6 N3 O7 0(82) 2_656 . . . ?
N1 C10 C11 C12 -177.75(17) . . . . ?
N1 C10 C16 C15 176.72(17) . . . . ?
C7 C8 C1 O1 -177.16(16) . . . . ?
C7 C8 C1 C2 2.2(2) . . . . ?
C7 C8 C9 N1 3.0(3) . . . . ?
C8 C7 C6 C3 -31.5(2) . . . . ?
C8 C1 C2 C3 23.8(2) . . . . ?
C10 N1 C9 C8 -175.21(17) . . . . ?
C10 C11 C12 C13 1.7(3) . . . . ?
C10 C16 C15 C13 0.3(3) . . . . ?
C1 C8 C9 N1 -178.39(17) . . . . ?
C2 C3 C6 C7 54.5(2) . . . . ?
C9 N1 C10 C11 -149.98(18) . . . . ?
C9 N1 C10 C16 32.1(3) . . . . ?
C9 C8 C1 O1 4.2(2) . . . . ?
C9 C8 C1 C2 -176.43(16) . . . . ?
C6 C7 C8 C1 1.7(2) . . . . ?
C6 C7 C8 C9 -179.73(17) . . . . ?
C6 C3 C2 C1 -50.6(2) . . . . ?
C11 C10 C16 C15 -1.1(3) . . . . ?
C5 C3 C2 C1 69.1(2) . . . . ?
C5 C3 C6 C7 -65.3(2) . . . . ?
C16 C10 C11 C12 0.1(3) . . . . ?
C15 C13 C12 C11 -2.6(3) . . . . ?
C12 C13 C15 C16 1.5(3) . . . . ?
C4 C3 C2 C1 -169.91(15) . . . . ?
C4 C3 C6 C7 173.68(16) . . . . ?
C14 C13 C15 C16 -176.94(19) . . . . ?
C14 C13 C12 C11 175.93(19) . . . . ?

_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_20ypp-3
_database_code_depnum_ccdc_archive 'CCDC 2370259'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H38 Eu N5 O13'
_chemical_formula_sum            'C32 H38 Eu N5 O13'
_chemical_formula_weight         852.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.5613(5)
_cell_length_b                   11.6777(6)
_cell_length_c                   20.3665(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.018(2)
_cell_angle_gamma                90
_cell_volume                     3458.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6992
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      26.99
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.752
_exptl_absorpt_coefficient_mu    1.887
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0794 before and 0.0650 after correction.
The Ratio of minimum to maximum transmission is 0.8942.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            26306
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.118
_diffrn_reflns_theta_min         2.003
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                3468
_reflns_number_total             3801
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3801
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0275
_refine_ls_restrained_S_all      1.042
_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)+(0.0189P)²+4.2610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0522
_refine_ls_wR_factor_ref         0.0546
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C11(H11), C16(H16), C15(H15), C12(H12)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C4(H4A,H4B,H4C), C14(H14A,H14B,H14C)
;
_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 0.5000 0.63300(2) 0.7500 0.01313(6) Uani 1 2 d S T P . .
O4 O 0.56989(12) 0.64184(17) 0.63743(9) 0.0228(4) Uani 1 1 d . . . . .
O2 O 0.15732(12) 0.21442(17) 0.75250(9) 0.0230(4) Uani 1 1 d . . . . .
O3 O 0.43254(12) 0.57410(17) 0.64061(9) 0.0242(4) Uani 1 1 d . . . . .
O6 O 0.50596(13) 0.82790(16) 0.80327(9) 0.0235(4) Uani 1 1 d . . . . .
O1 O 0.40459(12) 0.46997(17) 0.76251(9) 0.0253(4) Uani 1 1 d . . . . .
N2 N 0.49821(15) 0.60456(19) 0.60532(11) 0.0206(5) Uani 1 1 d . . . . .
O5 O 0.49397(15) 0.5969(2) 0.54613(10) 0.0386(6) Uani 1 1 d . . . . .
N3 N 0.5000 0.8855(3) 0.7500 0.0244(7) Uani 1 2 d S T P . .
N1 N 0.20181(15) 0.3407(2) 0.64483(11) 0.0236(5) Uani 1 1 d . . . . .
H1 H 0.1586 0.2966 0.6598 0.028 Uiso 1 1 calc R U . . .
O7 O 0.5000 0.9897(3) 0.7500 0.0422(8) Uani 1 2 d S T P . .
C7 C 0.22352(17) 0.2608(2) 0.78395(13) 0.0190(6) Uani 1 1 d . . . . .
C8 C 0.28035(17) 0.3425(2) 0.75292(13) 0.0193(6) Uani 1 1 d . . . . .
C3 C 0.34625(18) 0.2426(2) 0.87712(13) 0.0208(6) Uani 1 1 d . . . . .
C10 C 0.19527(19) 0.3698(2) 0.57643(13) 0.0223(6) Uani 1 1 d . . . . .
C1 C 0.35757(17) 0.3962(2) 0.78866(13) 0.0184(6) Uani 1 1 d . . . . .
C2 C 0.37996(18) 0.3614(2) 0.85864(13) 0.0224(6) Uani 1 1 d . . . . .
H2A H 0.3527 0.4183 0.8880 0.027 Uiso 1 1 calc R U . . .
H2B H 0.4475 0.3642 0.8669 0.027 Uiso 1 1 calc R U . . .
C5 C 0.4006(2) 0.1511(3) 0.84198(15) 0.0310(7) Uani 1 1 d . . . . .
H5A H 0.3901 0.1598 0.7943 0.046 Uiso 1 1 calc R U . . .
H5B H 0.3802 0.0750 0.8553 0.046 Uiso 1 1 calc R U . . .
H5C H 0.4663 0.1600 0.8538 0.046 Uiso 1 1 calc R U . . .
C9 C 0.26681(18) 0.3746(2) 0.68628(13) 0.0223(6) Uani 1 1 d . . . . .
H9 H 0.3101 0.4268 0.6700 0.027 Uiso 1 1 calc R U . . .
C6 C 0.24401(18) 0.2334(3) 0.85540(14) 0.0248(6) Uani 1 1 d . . . . .
H6A H 0.2227 0.1546 0.8641 0.030 Uiso 1 1 calc R U . . .
H6B H 0.2086 0.2863 0.8824 0.030 Uiso 1 1 calc R U . . .
C11 C 0.10939(19) 0.3786(3) 0.54501(14) 0.0258(6) Uani 1 1 d . . . . .
H11 H 0.0556 0.3675 0.5687 0.031 Uiso 1 1 calc R U . . .
C16 C 0.27420(19) 0.3872(2) 0.54225(14) 0.0257(6) Uani 1 1 d . . . . .
H16 H 0.3332 0.3834 0.5643 0.031 Uiso 1 1 calc R U . . .
C13 C 0.17958(19) 0.4169(2) 0.44240(13) 0.0239(6) Uani 1 1 d . . . . .
C15 C 0.26536(19) 0.4100(3) 0.47529(14) 0.0262(6) Uani 1 1 d . . . . .
H15 H 0.3191 0.4212 0.4515 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3580(2) 0.2266(3) 0.95129(14) 0.0291(7) Uani 1 1 d . . . . .
H4A H 0.4233 0.2323 0.9651 0.044 Uiso 1 1 calc R U . . .
H4B H 0.3347 0.1510 0.9632 0.044 Uiso 1 1 calc R U . . .
H4C H 0.3235 0.2861 0.9733 0.044 Uiso 1 1 calc R U . . .
C12 C 0.10268(19) 0.4034(3) 0.47909(14) 0.0267(6) Uani 1 1 d . . . . .
H12 H 0.0434 0.4117 0.4579 0.032 Uiso 1 1 calc R U . . .
C14 C 0.1701(2) 0.4343(3) 0.36908(15) 0.0362(8) Uani 1 1 d . . . . .
H14A H 0.1377 0.5064 0.3594 0.054 Uiso 1 1 calc R U . . .
H14B H 0.1352 0.3706 0.3488 0.054 Uiso 1 1 calc R U . . .
H14C H 0.2313 0.4373 0.3513 0.054 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 O4 2.5589(18) . ?
Eu1 O4 2.5590(18) 2_656 ?
Eu1 O2 2.4782(17) 3 ?
Eu1 O2 2.4782(17) 4_556 ?
Eu1 O3 2.4842(18) . ?
Eu1 O3 2.4842(18) 2_656 ?
Eu1 O6 2.5208(19) 2_656 ?
Eu1 O6 2.5208(19) . ?
Eu1 O1 2.3784(18) 2_656 ?
Eu1 O1 2.3784(18) . ?
O4 N2 1.279(3) . ?
O2 Eu1 2.4783(17) 3_445 ?
O2 C7 1.252(3) . ?
O3 N2 1.277(3) . ?
O6 N3 1.276(2) . ?
O6 N3 1.276(2) 2_656 ?
O1 C1 1.238(3) . ?
N2 O5 1.207(3) . ?
N3 O6 1.276(2) 2_656 ?
N3 N3 0.000000(15) 2_656 ?
N3 O7 1.216(4) . ?
N1 H1 0.8800 . ?
N1 C10 1.432(3) . ?
N1 C9 1.297(3) . ?
O7 N3 1.216(4) 2_656 ?
C7 C8 1.432(4) . ?
C7 C6 1.504(4) . ?
C8 C1 1.449(4) . ?
C8 C9 1.412(4) . ?
C3 C2 1.526(4) . ?
C3 C5 1.529(4) . ?
C3 C6 1.534(4) . ?
C3 C4 1.523(4) . ?
C10 C11 1.378(4) . ?
C10 C16 1.390(4) . ?
C1 C2 1.501(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C9 H9 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C12 1.372(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.389(4) . ?
C13 C15 1.388(4) . ?
C13 C12 1.387(4) . ?
C13 C14 1.506(4) . ?
C15 H15 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C12 H12 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
O4 Eu1 O4 175.38(9) . 2_656 ?
O2 Eu1 O4 112.14(6) 4_556 . ?
O2 Eu1 O4 112.14(6) 3 2_656 ?
O2 Eu1 O4 65.93(6) 4_556 2_656 ?
O2 Eu1 O4 65.93(6) 3 . ?
O2 Eu1 O2 134.88(9) 3 4_556 ?
O2 Eu1 O3 116.49(6) 3 . ?
O2 Eu1 O3 116.49(6) 4_556 2_656 ?
O2 Eu1 O3 76.49(6) 3 2_656 ?
O2 Eu1 O3 76.49(6) 4_556 . ?
O2 Eu1 O6 68.53(6) 3 . ?
O2 Eu1 O6 68.53(6) 4_556 2_656 ?
O2 Eu1 O6 70.93(6) 3 2_656 ?
O2 Eu1 O6 70.93(6) 4_556 . ?
O3 Eu1 O4 131.11(6) . 2_656 ?
O3 Eu1 O4 50.57(6) 2_656 2_656 ?
O3 Eu1 O4 131.11(6) 2_656 . ?
O3 Eu1 O4 50.57(6) . . ?
O3 Eu1 O3 147.85(10) . 2_656 ?
O3 Eu1 O6 82.01(6) . 2_656 ?
O3 Eu1 O6 82.01(6) 2_656 . ?
O3 Eu1 O6 129.71(6) . . ?
O3 Eu1 O6 129.72(6) 2_656 2_656 ?
O6 Eu1 O4 110.05(6) . . ?
O6 Eu1 O4 110.05(6) 2_656 2_656 ?
O6 Eu1 O4 65.44(6) . 2_656 ?
O6 Eu1 O4 65.44(6) 2_656 . ?
O6 Eu1 O6 50.92(8) 2_656 . ?
O1 Eu1 O4 70.98(6) 2_656 . ?
O1 Eu1 O4 112.98(6) 2_656 2_656 ?
O1 Eu1 O4 112.98(6) . . ?
O1 Eu1 O4 70.99(6) . 2_656 ?
O1 Eu1 O2 148.15(7) . 3 ?
O1 Eu1 O2 76.39(7) 2_656 3 ?
O1 Eu1 O2 76.39(7) . 4_556 ?
O1 Eu1 O2 148.15(7) 2_656 4_556 ?
O1 Eu1 O3 83.57(6) . 2_656 ?
O1 Eu1 O3 70.66(7) . . ?
O1 Eu1 O3 83.57(6) 2_656 . ?
O1 Eu1 O3 70.66(6) 2_656 2_656 ?
O1 Eu1 O6 139.62(6) 2_656 . ?
O1 Eu1 O6 139.62(6) . 2_656 ?
O1 Eu1 O6 133.13(6) 2_656 2_656 ?
O1 Eu1 O6 133.13(6) . . ?
O1 Eu1 O1 73.65(10) . 2_656 ?
N2 O4 Eu1 95.29(14) . . ?
C7 O2 Eu1 149.58(18) . 3_445 ?
N2 O3 Eu1 98.93(14) . . ?
N3 O6 Eu1 96.38(17) . . ?
N3 O6 Eu1 96.38(17) 2_656 . ?
N3 O6 N3 0.0 2_656 . ?
C1 O1 Eu1 160.46(18) . . ?
O3 N2 O4 115.0(2) . . ?
O5 N2 O4 122.3(2) . . ?
O5 N2 O3 122.8(2) . . ?
O6 N3 O6 116.3(3) 2_656 . ?
N3 N3 O6 0(10) 2_656 2_656 ?
N3 N3 O6 0(10) 2_656 . ?
N3 N3 O7 0(10) 2_656 . ?
O7 N3 O6 121.85(16) . 2_656 ?
O7 N3 O6 121.84(16) . . ?
C10 N1 H1 117.6 . . ?
C9 N1 H1 117.6 . . ?
C9 N1 C10 124.7(2) . . ?
N3 O7 N3 0.000(1) 2_656 . ?
O2 C7 C8 120.7(2) . . ?
O2 C7 C6 120.7(2) . . ?
C8 C7 C6 118.6(2) . . ?
C7 C8 C1 121.2(2) . . ?
C9 C8 C7 123.1(2) . . ?
C9 C8 C1 115.7(2) . . ?
C2 C3 C5 109.8(2) . . ?
C2 C3 C6 108.2(2) . . ?
C5 C3 C6 109.5(2) . . ?
C4 C3 C2 109.6(2) . . ?
C4 C3 C5 110.2(2) . . ?
C4 C3 C6 109.5(2) . . ?
C11 C10 N1 118.8(2) . . ?
C11 C10 C16 120.7(3) . . ?
C16 C10 N1 120.5(2) . . ?
O1 C1 C8 121.1(2) . . ?
O1 C1 C2 119.9(2) . . ?
C8 C1 C2 118.9(2) . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
C1 C2 C3 115.0(2) . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C9 C8 127.2(3) . . ?
N1 C9 H9 116.4 . . ?
C8 C9 H9 116.4 . . ?
C7 C6 C3 113.8(2) . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C3 C6 H6A 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.1(3) . . ?
C12 C11 H11 120.5 . . ?
C10 C16 H16 120.5 . . ?
C15 C16 C10 118.9(3) . . ?
C15 C16 H16 120.5 . . ?
C15 C13 C14 121.3(3) . . ?
C12 C13 C15 117.7(3) . . ?
C12 C13 C14 121.0(3) . . ?
C16 C15 H15 119.4 . . ?
C13 C15 C16 121.3(3) . . ?
C13 C15 H15 119.4 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C11 C12 C13 122.2(3) . . ?
C11 C12 H12 118.9 . . ?
C13 C12 H12 118.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 O4 N2 O3 -4.7(2) . . . . ?
Eu1 O4 N2 O5 176.6(2) . . . . ?
Eu1 O2 C7 C8 -146.2(3) 3_445 . . . ?
Eu1 O2 C7 C6 32.7(5) 3_445 . . . ?
Eu1 O3 N2 O4 4.9(2) . . . . ?
Eu1 O3 N2 O5 -176.4(2) . . . . ?
Eu1 O6 N3 O6 -0.001(2) . . . 2_656 ?
Eu1 O6 N3 N3 0.0(6) . . . 2_656 ?
Eu1 O6 N3 O7 180.000(2) . . . . ?
Eu1 O1 C1 C8 149.8(4) . . . . ?
Eu1 O1 C1 C2 -29.9(7) . . . . ?
O2 C7 C8 C1 -179.6(2) . . . . ?
O2 C7 C8 C9 -0.8(4) . . . . ?
O2 C7 C6 C3 149.9(3) . . . . ?
O6 N3 O7 N3 0(100) . . . 2_656 ?
O6 N3 O7 N3 0(100) 2_656 . . 2_656 ?
O1 C1 C2 C3 -156.5(2) . . . . ?
N3 O6 N3 O6 0(57) 2_656 . . 2_656 ?
N3 O6 N3 O7 0(100) 2_656 . . . ?
N1 C10 C11 C12 -178.3(3) . . . . ?
N1 C10 C16 C15 177.0(3) . . . . ?
C7 C8 C1 O1 -177.3(2) . . . . ?
C7 C8 C1 C2 2.4(4) . . . . ?
C7 C8 C9 N1 2.9(5) . . . . ?
C8 C7 C6 C3 -31.1(4) . . . . ?
C8 C1 C2 C3 23.8(3) . . . . ?
C10 N1 C9 C8 -175.3(3) . . . . ?
C10 C11 C12 C13 1.9(5) . . . . ?
C10 C16 C15 C13 0.7(4) . . . . ?
C1 C8 C9 N1 -178.3(3) . . . . ?
C2 C3 C6 C7 54.2(3) . . . . ?
C5 C3 C2 C1 68.9(3) . . . . ?
C5 C3 C6 C7 -65.5(3) . . . . ?
C9 N1 C10 C11 -149.2(3) . . . . ?
C9 N1 C10 C16 31.8(4) . . . . ?
C9 C8 C1 O1 3.9(4) . . . . ?
C9 C8 C1 C2 -176.4(2) . . . . ?
C6 C7 C8 C1 1.5(4) . . . . ?
C6 C7 C8 C9 -179.7(3) . . . . ?
C6 C3 C2 C1 -50.6(3) . . . . ?
C11 C10 C16 C15 -2.0(4) . . . . ?
C16 C10 C11 C12 0.7(4) . . . . ?
C15 C13 C12 C11 -3.1(5) . . . . ?
C4 C3 C2 C1 -170.0(2) . . . . ?
C4 C3 C6 C7 173.6(2) . . . . ?
C12 C13 C15 C16 1.8(4) . . . . ?
C14 C13 C15 C16 -176.1(3) . . . . ?
C14 C13 C12 C11 174.8(3) . . . . ?

_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_20ypp-24
_database_code_depnum_ccdc_archive 'CCDC 2370260'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H38 Dy N5 O13'
_chemical_formula_sum            'C32 H38 Dy N5 O13'
_chemical_formula_weight         863.17
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.4892(6)
_cell_length_b                   11.6159(4)
_cell_length_c                   20.4562(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.116(2)
_cell_angle_gamma                90
_cell_volume                     3437.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      31.46
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.744
_exptl_absorpt_coefficient_mu    2.247
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6263
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0870 before and 0.0625 after correction.
The Ratio of minimum to maximum transmission is 0.8393.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1740
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            23349
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.512
_diffrn_reflns_theta_min         2.248
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                5225
_reflns_number_total             5731
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.757
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         5731
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0276
_refine_ls_restrained_S_all      1.044
_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)+(0.0113P)²+4.5682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0525
_refine_ls_wR_factor_ref         0.0539
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C11(H11), C16(H16), C15(H15), C9(H9), C12(H12)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C14(H14A,H14B,H14C)
;
_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 0.5000 0.63349(2) 0.7500 0.01107(4) Uani 1 2 d S T P . .
O3 O 0.43282(10) 0.57547(13) 0.64310(7) 0.0213(3) Uani 1 1 d . . . . .
O4 O 0.57081(10) 0.64185(13) 0.63877(7) 0.0206(3) Uani 1 1 d . . . . .
O6 O 0.50616(11) 0.82612(13) 0.80293(7) 0.0210(3) Uani 1 1 d . . . . .
O2 O 0.15684(10) 0.21529(13) 0.75236(7) 0.0194(3) Uani 1 1 d . . . . .
O1 O 0.40509(10) 0.47261(13) 0.76255(7) 0.0222(3) Uani 1 1 d . . . . .
O5 O 0.49317(13) 0.59471(17) 0.54851(8) 0.0349(4) Uani 1 1 d . . . . .
N2 N 0.49853(12) 0.60483(15) 0.60755(8) 0.0185(3) Uani 1 1 d . . . . .
N1 N 0.20175(12) 0.34159(15) 0.64539(9) 0.0201(4) Uani 1 1 d . . . . .
H1 H 0.1586 0.2969 0.6603 0.024 Uiso 1 1 calc R U . . .
N3 N 0.5000 0.8839(2) 0.7500 0.0211(5) Uani 1 2 d S T P . .
O7 O 0.5000 0.98882(19) 0.7500 0.0383(6) Uani 1 2 d S T P . .
C7 C 0.22310(13) 0.26182(17) 0.78382(10) 0.0162(4) Uani 1 1 d . . . . .
C8 C 0.28054(14) 0.34410(17) 0.75290(10) 0.0166(4) Uani 1 1 d . . . . .
C10 C 0.19529(15) 0.37102(18) 0.57722(10) 0.0198(4) Uani 1 1 d . . . . .
C3 C 0.34663(14) 0.24390(18) 0.87664(10) 0.0180(4) Uani 1 1 d . . . . .
C6 C 0.24364(15) 0.23470(19) 0.85505(10) 0.0207(4) Uani 1 1 d . . . . .
H6A H 0.2221 0.1556 0.8638 0.025 Uiso 1 1 calc R U . . .
H6B H 0.2082 0.2882 0.8818 0.025 Uiso 1 1 calc R U . . .
C11 C 0.10884(15) 0.37844(19) 0.54571(11) 0.0227(4) Uani 1 1 d . . . . .
H11 H 0.0548 0.3671 0.5692 0.027 Uiso 1 1 calc R U . . .
C2 C 0.38079(14) 0.36384(18) 0.85828(10) 0.0191(4) Uani 1 1 d . . . . .
H2A H 0.3534 0.4212 0.8873 0.023 Uiso 1 1 calc R U . . .
H2B H 0.4487 0.3666 0.8666 0.023 Uiso 1 1 calc R U . . .
C13 C 0.18002(16) 0.41640(19) 0.44332(10) 0.0219(4) Uani 1 1 d . . . . .
C16 C 0.27481(15) 0.38761(19) 0.54306(11) 0.0228(4) Uani 1 1 d . . . . .
H16 H 0.3341 0.3837 0.5651 0.027 Uiso 1 1 calc R U . . .
C15 C 0.26628(16) 0.4100(2) 0.47620(11) 0.0238(4) Uani 1 1 d . . . . .
H15 H 0.3203 0.4212 0.4527 0.029 Uiso 1 1 calc R U . . .
C1 C 0.35824(14) 0.39799(17) 0.78857(10) 0.0167(4) Uani 1 1 d . . . . .
C9 C 0.26726(14) 0.37662(17) 0.68651(10) 0.0187(4) Uani 1 1 d . . . . .
H9 H 0.3106 0.4294 0.6703 0.022 Uiso 1 1 calc R U . . .
C12 C 0.10200(16) 0.4026(2) 0.47945(11) 0.0237(4) Uani 1 1 d . . . . .
H12 H 0.0425 0.4100 0.4580 0.028 Uiso 1 1 calc R U . . .
C4 C 0.35821(16) 0.2283(2) 0.95092(10) 0.0257(5) Uani 1 1 d . . . . .
H4A H 0.3223 0.2873 0.9725 0.038 Uiso 1 1 calc R U . . .
H4B H 0.4237 0.2359 0.9650 0.038 Uiso 1 1 calc R U . . .
H4C H 0.3361 0.1518 0.9628 0.038 Uiso 1 1 calc R U . . .
C5 C 0.40128(18) 0.1517(2) 0.84205(12) 0.0279(5) Uani 1 1 d . . . . .
H5A H 0.3824 0.0753 0.8566 0.042 Uiso 1 1 calc R U . . .
H5B H 0.4675 0.1624 0.8527 0.042 Uiso 1 1 calc R U . . .
H5C H 0.3890 0.1583 0.7946 0.042 Uiso 1 1 calc R U . . .
C14 C 0.17029(19) 0.4339(2) 0.37008(11) 0.0333(6) Uani 1 1 d . . . . .
H14A H 0.1367 0.5057 0.3604 0.050 Uiso 1 1 calc R U . . .
H14B H 0.1361 0.3691 0.3499 0.050 Uiso 1 1 calc R U . . .
H14C H 0.2318 0.4382 0.3525 0.050 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 O3 2.4398(15) . ?
Dy1 O3 2.4398(14) 2_656 ?
Dy1 O4 2.5481(15) . ?
Dy1 O4 2.5480(15) 2_656 ?
Dy1 O6 2.4853(15) . ?
Dy1 O6 2.4853(15) 2_656 ?
Dy1 O2 2.4611(14) 4_556 ?
Dy1 O2 2.4611(14) 3 ?
Dy1 O1 2.3425(14) . ?
Dy1 O1 2.3425(14) 2_656 ?
O3 N2 1.275(2) . ?
O4 N2 1.272(2) . ?
O6 N3 1.2732(18) 2_656 ?
O6 N3 1.2732(18) . ?
O2 Dy1 2.4611(14) 3_445 ?
O2 C7 1.249(2) . ?
O1 C1 1.239(2) . ?
O5 N2 1.212(2) . ?
N1 H1 0.8800 . ?
N1 C10 1.434(3) . ?
N1 C9 1.299(3) . ?
N3 O6 1.2732(18) 2_656 ?
N3 N3 0.000(5) 2_656 ?
N3 O7 1.218(3) . ?
O7 N3 1.218(3) 2_656 ?
C7 C8 1.436(3) . ?
C7 C6 1.505(3) . ?
C8 C1 1.450(3) . ?
C8 C9 1.413(3) . ?
C10 C11 1.380(3) . ?
C10 C16 1.393(3) . ?
C3 C6 1.537(3) . ?
C3 C2 1.532(3) . ?
C3 C4 1.530(3) . ?
C3 C5 1.528(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C12 1.383(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.499(3) . ?
C13 C15 1.389(3) . ?
C13 C12 1.393(3) . ?
C13 C14 1.511(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.391(3) . ?
C15 H15 0.9500 . ?
C9 H9 0.9500 . ?
C12 H12 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
O3 Dy1 O3 147.93(7) . 2_656 ?
O3 Dy1 O4 130.58(5) 2_656 . ?
O3 Dy1 O4 130.58(5) . 2_656 ?
O3 Dy1 O4 50.99(5) . . ?
O3 Dy1 O4 50.99(5) 2_656 2_656 ?
O3 Dy1 O6 129.97(5) . . ?
O3 Dy1 O6 81.67(5) 2_656 . ?
O3 Dy1 O6 81.67(5) . 2_656 ?
O3 Dy1 O6 129.97(5) 2_656 2_656 ?
O3 Dy1 O2 116.56(5) 2_656 4_556 ?
O3 Dy1 O2 76.47(5) 2_656 3 ?
O3 Dy1 O2 76.47(5) . 4_556 ?
O3 Dy1 O2 116.57(5) . 3 ?
O4 Dy1 O4 175.63(7) 2_656 . ?
O6 Dy1 O4 65.37(5) 2_656 . ?
O6 Dy1 O4 110.37(5) . . ?
O6 Dy1 O4 110.37(5) 2_656 2_656 ?
O6 Dy1 O4 65.37(5) . 2_656 ?
O6 Dy1 O6 51.60(7) . 2_656 ?
O2 Dy1 O4 112.58(5) 4_556 . ?
O2 Dy1 O4 112.58(5) 3 2_656 ?
O2 Dy1 O4 65.58(5) 3 . ?
O2 Dy1 O4 65.58(5) 4_556 2_656 ?
O2 Dy1 O6 70.87(5) 3 2_656 ?
O2 Dy1 O6 68.44(5) 4_556 2_656 ?
O2 Dy1 O6 68.44(5) 3 . ?
O2 Dy1 O6 70.87(5) 4_556 . ?
O2 Dy1 O2 134.58(7) 3 4_556 ?
O1 Dy1 O3 83.65(5) . 2_656 ?
O1 Dy1 O3 70.73(5) 2_656 2_656 ?
O1 Dy1 O3 70.72(5) . . ?
O1 Dy1 O3 83.65(5) 2_656 . ?
O1 Dy1 O4 113.30(5) 2_656 2_656 ?
O1 Dy1 O4 70.44(5) . 2_656 ?
O1 Dy1 O4 70.44(5) 2_656 . ?
O1 Dy1 O4 113.30(5) . . ?
O1 Dy1 O6 132.68(5) 2_656 2_656 ?
O1 Dy1 O6 139.34(5) . 2_656 ?
O1 Dy1 O6 139.34(5) 2_656 . ?
O1 Dy1 O6 132.68(5) . . ?
O1 Dy1 O2 148.51(5) . 3 ?
O1 Dy1 O2 76.31(5) . 4_556 ?
O1 Dy1 O2 148.51(5) 2_656 4_556 ?
O1 Dy1 O2 76.31(5) 2_656 3 ?
O1 Dy1 O1 74.17(8) . 2_656 ?
N2 O3 Dy1 99.40(11) . . ?
N2 O4 Dy1 94.30(11) . . ?
N3 O6 Dy1 96.04(12) . . ?
N3 O6 Dy1 96.04(12) 2_656 . ?
N3 O6 N3 0.0 2_656 . ?
C7 O2 Dy1 149.32(14) . 3_445 ?
C1 O1 Dy1 160.72(14) . . ?
O4 N2 O3 115.09(16) . . ?
O5 N2 O3 122.21(18) . . ?
O5 N2 O4 122.67(18) . . ?
C10 N1 H1 117.9 . . ?
C9 N1 H1 117.9 . . ?
C9 N1 C10 124.19(18) . . ?
O6 N3 O6 116.3(2) . 2_656 ?
N3 N3 O6 0(10) 2_656 . ?
N3 N3 O6 0(10) 2_656 2_656 ?
N3 N3 O7 0(10) 2_656 . ?
O7 N3 O6 121.84(11) . . ?
O7 N3 O6 121.84(11) . 2_656 ?
N3 O7 N3 0.000(1) 2_656 . ?
O2 C7 C8 120.56(18) . . ?
O2 C7 C6 120.95(18) . . ?
C8 C7 C6 118.48(17) . . ?
C7 C8 C1 121.21(18) . . ?
C9 C8 C7 123.32(18) . . ?
C9 C8 C1 115.46(18) . . ?
C11 C10 N1 118.60(19) . . ?
C11 C10 C16 120.77(19) . . ?
C16 C10 N1 120.59(19) . . ?
C2 C3 C6 108.32(16) . . ?
C4 C3 C6 109.24(17) . . ?
C4 C3 C2 109.36(17) . . ?
C5 C3 C6 109.73(18) . . ?
C5 C3 C2 109.95(18) . . ?
C5 C3 C4 110.21(18) . . ?
C7 C6 C3 113.68(17) . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C3 C6 H6A 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 119.0(2) . . ?
C12 C11 H11 120.5 . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C1 C2 C3 114.66(17) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C15 C13 C12 118.15(19) . . ?
C15 C13 C14 121.4(2) . . ?
C12 C13 C14 120.5(2) . . ?
C10 C16 H16 120.4 . . ?
C15 C16 C10 119.2(2) . . ?
C15 C16 H16 120.4 . . ?
C13 C15 C16 121.0(2) . . ?
C13 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
O1 C1 C8 120.96(19) . . ?
O1 C1 C2 119.85(18) . . ?
C8 C1 C2 119.19(17) . . ?
N1 C9 C8 126.54(19) . . ?
N1 C9 H9 116.7 . . ?
C8 C9 H9 116.7 . . ?
C11 C12 C13 121.8(2) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 O3 N2 O4 4.73(18) . . . . ?
Dy1 O3 N2 O5 -177.42(17) . . . . ?
Dy1 O4 N2 O3 -4.48(17) . . . . ?
Dy1 O4 N2 O5 177.68(18) . . . . ?
Dy1 O6 N3 O6 -0.002(1) . . . 2_656 ?
Dy1 O6 N3 N3 0.0(4) . . . 2_656 ?
Dy1 O6 N3 O7 180.000(1) . . . . ?
Dy1 O2 C7 C8 -146.7(2) 3_445 . . . ?
Dy1 O2 C7 C6 32.2(4) 3_445 . . . ?
Dy1 O1 C1 C8 151.1(3) . . . . ?
Dy1 O1 C1 C2 -27.8(6) . . . . ?
O6 N3 O7 N3 0(75) 2_656 . . 2_656 ?
O6 N3 O7 N3 0(100) . . . 2_656 ?
O2 C7 C8 C1 -179.39(18) . . . . ?
O2 C7 C8 C9 -0.6(3) . . . . ?
O2 C7 C6 C3 149.77(19) . . . . ?
N1 C10 C11 C12 -177.66(19) . . . . ?
N1 C10 C16 C15 176.6(2) . . . . ?
N3 O6 N3 O6 0(44) 2_656 . . 2_656 ?
N3 O6 N3 O7 0(100) 2_656 . . . ?
C7 C8 C1 O1 -176.79(19) . . . . ?
C7 C8 C1 C2 2.2(3) . . . . ?
C7 C8 C9 N1 2.5(3) . . . . ?
C8 C7 C6 C3 -31.3(3) . . . . ?
C10 N1 C9 C8 -175.3(2) . . . . ?
C10 C11 C12 C13 1.9(3) . . . . ?
C10 C16 C15 C13 0.2(3) . . . . ?
C3 C2 C1 O1 -157.04(19) . . . . ?
C3 C2 C1 C8 24.0(3) . . . . ?
C6 C7 C8 C1 1.7(3) . . . . ?
C6 C7 C8 C9 -179.57(19) . . . . ?
C6 C3 C2 C1 -50.9(2) . . . . ?
C11 C10 C16 C15 -1.0(3) . . . . ?
C2 C3 C6 C7 54.5(2) . . . . ?
C16 C10 C11 C12 0.0(3) . . . . ?
C15 C13 C12 C11 -2.7(3) . . . . ?
C1 C8 C9 N1 -178.7(2) . . . . ?
C9 N1 C10 C11 -149.6(2) . . . . ?
C9 N1 C10 C16 32.7(3) . . . . ?
C9 C8 C1 O1 4.3(3) . . . . ?
C9 C8 C1 C2 -176.68(18) . . . . ?
C12 C13 C15 C16 1.6(3) . . . . ?
C4 C3 C6 C7 173.56(18) . . . . ?
C4 C3 C2 C1 -169.85(18) . . . . ?
C5 C3 C6 C7 -65.5(2) . . . . ?
C5 C3 C2 C1 69.0(2) . . . . ?
C14 C13 C15 C16 -176.4(2) . . . . ?
C14 C13 C12 C11 175.4(2) . . . . ?

_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_20ypp-12
_database_code_depnum_ccdc_archive 'CCDC 2370257'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H38 N5 O13 Sm'
_chemical_formula_sum            'C32 H38 N5 O13 Sm'
_chemical_formula_weight         851.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.6306(4)
_cell_length_b                   11.6855(3)
_cell_length_c                   20.3367(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.0550(10)
_cell_angle_gamma                90
_cell_volume                     3471.94(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9734
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      33.15
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.719
_exptl_absorpt_coefficient_mu    1.764
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0697 before and 0.0469 after correction.
The Ratio of minimum to maximum transmission is 0.9017.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1724
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            23929
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.148
_diffrn_reflns_theta_min         2.232
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                6229
_reflns_number_total             6619
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.816
_refine_diff_density_rms         0.080
_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     235
_refine_ls_number_reflns         6619
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0204
_refine_ls_restrained_S_all      1.041
_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)+(0.0201P)²+2.3705P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0466
_refine_ls_wR_factor_ref         0.0475
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C11(H11), C16(H16), C15(H15), C12(H12), C9(H9)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C4(H4A,H4B,H4C), C14(H14A,H14B,H14C)
;
_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
Sm1 Sm 0.5000 0.36741(2) 0.2500 0.00981(3) Uani 1 2 d S T P . .
O4 O 0.43001(7) 0.35907(8) 0.36287(5) 0.01874(19) Uani 1 1 d . . . . .
O3 O 0.56700(7) 0.42581(9) 0.36047(5) 0.0211(2) Uani 1 1 d . . . . .
O2 O 0.84234(6) 0.78520(9) 0.24760(5) 0.01918(19) Uani 1 1 d . . . . .
O6 O 0.49437(7) 0.17173(9) 0.19669(5) 0.01990(19) Uani 1 1 d . . . . .
O1 O 0.59556(7) 0.53121(9) 0.23758(5) 0.0217(2) Uani 1 1 d . . . . .
O5 O 0.50517(9) 0.40219(13) 0.45476(5) 0.0349(3) Uani 1 1 d . . . . .
N2 N 0.50114(8) 0.39525(10) 0.39516(6) 0.0173(2) Uani 1 1 d . . . . .
N3 N 0.5000 0.11411(13) 0.2500 0.0186(3) Uani 1 2 d S T P . .
N1 N 0.79847(8) 0.65973(10) 0.35533(6) 0.0180(2) Uani 1 1 d . . . . .
H1 H 0.8414 0.7039 0.3403 0.022 Uiso 1 1 calc R U . . .
O7 O 0.5000 0.01040(13) 0.2500 0.0342(4) Uani 1 2 d S T P . .
C7 C 0.77655(8) 0.73909(11) 0.21600(6) 0.0149(2) Uani 1 1 d . . . . .
C8 C 0.71974(8) 0.65754(11) 0.24728(6) 0.0147(2) Uani 1 1 d . . . . .
C10 C 0.80475(10) 0.63025(11) 0.42357(7) 0.0176(2) Uani 1 1 d . . . . .
C3 C 0.65427(9) 0.75815(11) 0.12304(6) 0.0159(2) Uani 1 1 d . . . . .
C11 C 0.89085(10) 0.62205(12) 0.45514(7) 0.0204(3) Uani 1 1 d . . . . .
H11 H 0.9443 0.6333 0.4314 0.024 Uiso 1 1 calc R U . . .
C16 C 0.72618(10) 0.61353(13) 0.45816(7) 0.0211(3) Uani 1 1 d . . . . .
H16 H 0.6674 0.6179 0.4361 0.025 Uiso 1 1 calc R U . . .
C6 C 0.75617(9) 0.76677(13) 0.14454(7) 0.0196(3) Uani 1 1 d . . . . .
H6A H 0.7911 0.7138 0.1174 0.024 Uiso 1 1 calc R U . . .
H6B H 0.7776 0.8454 0.1359 0.024 Uiso 1 1 calc R U . . .
C2 C 0.62043(9) 0.63895(11) 0.14125(7) 0.0177(2) Uani 1 1 d . . . . .
H2A H 0.5532 0.6362 0.1328 0.021 Uiso 1 1 calc R U . . .
H2B H 0.6477 0.5821 0.1120 0.021 Uiso 1 1 calc R U . . .
C13 C 0.82044(10) 0.58338(12) 0.55820(7) 0.0197(2) Uani 1 1 d . . . . .
C15 C 0.73486(10) 0.59036(13) 0.52540(7) 0.0223(3) Uani 1 1 d . . . . .
H15 H 0.6814 0.5792 0.5492 0.027 Uiso 1 1 calc R U . . .
C12 C 0.89781(10) 0.59731(13) 0.52173(7) 0.0222(3) Uani 1 1 d . . . . .
H12 H 0.9568 0.5896 0.5432 0.027 Uiso 1 1 calc R U . . .
C1 C 0.64272(8) 0.60480(11) 0.21140(6) 0.0147(2) Uani 1 1 d . . . . .
C9 C 0.73289(9) 0.62515(11) 0.31367(7) 0.0168(2) Uani 1 1 d . . . . .
H9 H 0.6898 0.5729 0.3300 0.020 Uiso 1 1 calc R U . . .
C5 C 0.60041(12) 0.84991(13) 0.15821(8) 0.0255(3) Uani 1 1 d . . . . .
H5A H 0.6114 0.8417 0.2059 0.038 Uiso 1 1 calc R U . . .
H5B H 0.5349 0.8408 0.1467 0.038 Uiso 1 1 calc R U . . .
H5C H 0.6204 0.9259 0.1446 0.038 Uiso 1 1 calc R U . . .
C4 C 0.64246(11) 0.77436(14) 0.04852(7) 0.0242(3) Uani 1 1 d . . . . .
H4A H 0.6645 0.8505 0.0368 0.036 Uiso 1 1 calc R U . . .
H4B H 0.5776 0.7671 0.0346 0.036 Uiso 1 1 calc R U . . .
H4C H 0.6778 0.7159 0.0264 0.036 Uiso 1 1 calc R U . . .
C14 C 0.83003(12) 0.56454(16) 0.63155(7) 0.0311(3) Uani 1 1 d . . . . .
H14A H 0.7691 0.5603 0.6493 0.047 Uiso 1 1 calc R U . . .
H14B H 0.8643 0.6283 0.6523 0.047 Uiso 1 1 calc R U . . .
H14C H 0.8629 0.4928 0.6408 0.047 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
Sm1 O4 2.5647(10) 2_655 ?
Sm1 O4 2.5647(10) . ?
Sm1 O3 2.4979(10) . ?
Sm1 O3 2.4980(10) 2_655 ?
Sm1 O2 2.4968(9) 4_645 ?
Sm1 O2 2.4968(9) 3_445 ?
Sm1 O6 2.5300(10) 2_655 ?
Sm1 O6 2.5301(10) . ?
Sm1 O1 2.3917(10) 2_655 ?
Sm1 O1 2.3917(10) . ?
O4 N2 1.2728(15) . ?
O3 N2 1.2753(15) . ?
O2 Sm1 2.4968(9) 3 ?
O2 C7 1.2506(15) . ?
O6 N3 1.2751(13) 2_655 ?
O6 N3 1.2751(13) . ?
O1 C1 1.2402(16) . ?
O5 N2 1.2130(15) . ?
N3 O6 1.2751(13) 2_655 ?
N3 N3 0.000(3) 2_655 ?
N3 O7 1.212(2) . ?
N1 H1 0.8800 . ?
N1 C10 1.4282(17) . ?
N1 C9 1.3095(17) . ?
O7 N3 1.212(2) 2_655 ?
C7 C8 1.4353(17) . ?
C7 C6 1.5031(18) . ?
C8 C1 1.4473(17) . ?
C8 C9 1.4055(18) . ?
C10 C11 1.3864(19) . ?
C10 C16 1.393(2) . ?
C3 C6 1.5345(19) . ?
C3 C2 1.5303(18) . ?
C3 C5 1.531(2) . ?
C3 C4 1.5279(19) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(2) . ?
C16 H16 0.9500 . ?
C16 C15 1.393(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.5004(18) . ?
C13 C15 1.389(2) . ?
C13 C12 1.395(2) . ?
C13 C14 1.507(2) . ?
C15 H15 0.9500 . ?
C12 H12 0.9500 . ?
C9 H9 0.9500 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
O4 Sm1 O4 175.65(4) 2_655 . ?
O3 Sm1 O4 50.33(3) 2_655 2_655 ?
O3 Sm1 O4 50.33(3) . . ?
O3 Sm1 O4 131.23(3) 2_655 . ?
O3 Sm1 O4 131.23(3) . 2_655 ?
O3 Sm1 O3 148.29(5) . 2_655 ?
O3 Sm1 O6 81.91(3) 2_655 . ?
O3 Sm1 O6 81.91(3) . 2_655 ?
O3 Sm1 O6 129.39(3) . . ?
O3 Sm1 O6 129.39(3) 2_655 2_655 ?
O2 Sm1 O4 112.36(3) 4_645 . ?
O2 Sm1 O4 112.36(3) 3_445 2_655 ?
O2 Sm1 O4 65.82(3) 4_645 2_655 ?
O2 Sm1 O4 65.82(3) 3_445 . ?
O2 Sm1 O3 76.68(3) 3_445 2_655 ?
O2 Sm1 O3 76.68(3) 4_645 . ?
O2 Sm1 O3 116.14(3) 3_445 . ?
O2 Sm1 O3 116.14(3) 4_645 2_655 ?
O2 Sm1 O2 134.74(5) 3_445 4_645 ?
O2 Sm1 O6 68.59(3) 4_645 2_655 ?
O2 Sm1 O6 68.59(3) 3_445 . ?
O2 Sm1 O6 70.71(3) 3_445 2_655 ?
O2 Sm1 O6 70.71(3) 4_645 . ?
O6 Sm1 O4 65.64(3) . 2_655 ?
O6 Sm1 O4 65.64(3) 2_655 . ?
O6 Sm1 O4 110.11(3) . . ?
O6 Sm1 O4 110.10(3) 2_655 2_655 ?
O6 Sm1 O6 50.68(4) 2_655 . ?
O1 Sm1 O4 70.87(3) 2_655 . ?
O1 Sm1 O4 112.86(3) . . ?
O1 Sm1 O4 112.86(3) 2_655 2_655 ?
O1 Sm1 O4 70.87(3) . 2_655 ?
O1 Sm1 O3 70.90(3) 2_655 2_655 ?
O1 Sm1 O3 83.68(3) . 2_655 ?
O1 Sm1 O3 83.68(3) 2_655 . ?
O1 Sm1 O3 70.90(3) . . ?
O1 Sm1 O2 76.43(4) . 4_645 ?
O1 Sm1 O2 148.27(4) . 3_445 ?
O1 Sm1 O2 148.27(4) 2_655 4_645 ?
O1 Sm1 O2 76.43(4) 2_655 3_445 ?
O1 Sm1 O6 133.15(3) 2_655 2_655 ?
O1 Sm1 O6 139.70(4) . 2_655 ?
O1 Sm1 O6 133.15(3) . . ?
O1 Sm1 O6 139.71(4) 2_655 . ?
O1 Sm1 O1 73.68(5) . 2_655 ?
N2 O4 Sm1 95.43(7) . . ?
N2 O3 Sm1 98.58(7) . . ?
C7 O2 Sm1 149.40(9) . 3 ?
N3 O6 Sm1 96.53(8) 2_655 . ?
N3 O6 Sm1 96.53(8) . . ?
N3 O6 N3 0.00(12) 2_655 . ?
C1 O1 Sm1 160.38(9) . . ?
O4 N2 O3 115.39(11) . . ?
O5 N2 O4 122.18(12) . . ?
O5 N2 O3 122.42(12) . . ?
O6 N3 O6 116.26(15) 2_655 . ?
N3 N3 O6 0(10) 2_655 . ?
N3 N3 O6 0(10) 2_655 2_655 ?
N3 N3 O7 0(10) 2_655 . ?
O7 N3 O6 121.87(8) . 2_655 ?
O7 N3 O6 121.87(8) . . ?
C10 N1 H1 117.9 . . ?
C9 N1 H1 117.9 . . ?
C9 N1 C10 124.14(12) . . ?
N3 O7 N3 0.0 2_655 . ?
O2 C7 C8 120.41(12) . . ?
O2 C7 C6 120.78(11) . . ?
C8 C7 C6 118.81(11) . . ?
C7 C8 C1 120.85(11) . . ?
C9 C8 C7 123.49(11) . . ?
C9 C8 C1 115.65(11) . . ?
C11 C10 N1 118.46(12) . . ?
C11 C10 C16 120.69(13) . . ?
C16 C10 N1 120.83(12) . . ?
C2 C3 C6 108.23(11) . . ?
C2 C3 C5 110.08(12) . . ?
C5 C3 C6 109.72(12) . . ?
C4 C3 C6 109.35(11) . . ?
C4 C3 C2 109.39(11) . . ?
C4 C3 C5 110.05(12) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.04(13) . . ?
C12 C11 H11 120.5 . . ?
C10 C16 H16 120.4 . . ?
C10 C16 C15 119.23(13) . . ?
C15 C16 H16 120.4 . . ?
C7 C6 C3 113.64(11) . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C3 C6 H6A 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C1 C2 C3 114.55(10) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C15 C13 C12 118.28(13) . . ?
C15 C13 C14 121.18(13) . . ?
C12 C13 C14 120.52(13) . . ?
C16 C15 H15 119.5 . . ?
C13 C15 C16 121.02(13) . . ?
C13 C15 H15 119.5 . . ?
C11 C12 C13 121.69(13) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
O1 C1 C8 120.98(12) . . ?
O1 C1 C2 119.66(11) . . ?
C8 C1 C2 119.35(11) . . ?
N1 C9 C8 126.62(12) . . ?
N1 C9 H9 116.7 . . ?
C8 C9 H9 116.7 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
Sm1 O4 N2 O3 5.06(11) . . . . ?
Sm1 O4 N2 O5 -176.32(13) . . . . ?
Sm1 O3 N2 O4 -5.23(12) . . . . ?
Sm1 O3 N2 O5 176.16(12) . . . . ?
Sm1 O2 C7 C8 146.78(13) 3 . . . ?
Sm1 O2 C7 C6 -32.5(3) 3 . . . ?
Sm1 O6 N3 O6 -0.001(0) . . . 2_655 ?
Sm1 O6 N3 N3 0.00(7) . . . 2_655 ?
Sm1 O6 N3 O7 180.000(0) . . . . ?
Sm1 O1 C1 C8 -148.9(2) . . . . ?
Sm1 O1 C1 C2 30.4(4) . . . . ?
O2 C7 C8 C1 179.19(12) . . . . ?
O2 C7 C8 C9 0.5(2) . . . . ?
O2 C7 C6 C3 -149.63(13) . . . . ?
O6 N3 O7 N3 0(100) 2_655 . . 2_655 ?
O6 N3 O7 N3 0(100) . . . 2_655 ?
N3 O6 N3 O6 0(63) 2_655 . . 2_655 ?
N3 O6 N3 O7 0(100) 2_655 . . . ?
N1 C10 C11 C12 177.87(13) . . . . ?
N1 C10 C16 C15 -176.89(13) . . . . ?
C7 C8 C1 O1 177.33(12) . . . . ?
C7 C8 C1 C2 -2.00(19) . . . . ?
C7 C8 C9 N1 -2.5(2) . . . . ?
C8 C7 C6 C3 31.12(18) . . . . ?
C10 N1 C9 C8 175.34(13) . . . . ?
C10 C11 C12 C13 -1.7(2) . . . . ?
C10 C16 C15 C13 -0.2(2) . . . . ?
C3 C2 C1 O1 156.33(12) . . . . ?
C3 C2 C1 C8 -24.33(17) . . . . ?
C11 C10 C16 C15 1.1(2) . . . . ?
C16 C10 C11 C12 -0.2(2) . . . . ?
C6 C7 C8 C1 -1.56(19) . . . . ?
C6 C7 C8 C9 179.76(13) . . . . ?
C6 C3 C2 C1 51.14(15) . . . . ?
C2 C3 C6 C7 -54.50(15) . . . . ?
C15 C13 C12 C11 2.6(2) . . . . ?
C12 C13 C15 C16 -1.6(2) . . . . ?
C1 C8 C9 N1 178.71(13) . . . . ?
C9 N1 C10 C11 149.53(14) . . . . ?
C9 N1 C10 C16 -32.4(2) . . . . ?
C9 C8 C1 O1 -3.89(19) . . . . ?
C9 C8 C1 C2 176.77(12) . . . . ?
C5 C3 C6 C7 65.63(15) . . . . ?
C5 C3 C2 C1 -68.77(15) . . . . ?
C4 C3 C6 C7 -173.58(12) . . . . ?
C4 C3 C2 C1 170.19(12) . . . . ?
C14 C13 C15 C16 176.72(15) . . . . ?
C14 C13 C12 C11 -175.75(15) . . . . ?

_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_20ypp
_database_code_depnum_ccdc_archive 'CCDC 2370261'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H19 N O2'
_chemical_formula_sum            'C16 H19 N O2'
_chemical_formula_weight         257.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.8139(10)
_cell_length_b                   5.8067(4)
_cell_length_c                   20.3464(13)
_cell_angle_alpha                90
_cell_angle_beta                 100.245(4)
_cell_angle_gamma                90
_cell_volume                     1373.51(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3856
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      25.78
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0943 before and 0.0601 after correction.
The Ratio of minimum to maximum transmission is 0.9229.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.129
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.036
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0778
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            36346
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.527
_diffrn_reflns_theta_min         2.034
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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                2911
_reflns_number_total             4583
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         4583
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.058
_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)+(0.0579P)²+0.4277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1355
_refine_ls_wR_factor_ref         0.1602
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C12(H12), C9(H9), C11(H11), C16(H16), C15(H15)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C14(H14A,H14B,H14C), C5(H5A,H5B,H5C)
;
_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
O1 O 0.85127(10) 1.0670(2) 0.55589(6) 0.0398(3) Uani 1 1 d . . . . .
N1 N 0.79945(10) 0.6925(2) 0.48060(6) 0.0296(3) Uani 1 1 d . . . . .
H1 H 0.8495 0.8029 0.4935 0.036 Uiso 1 1 calc R U . . .
O2 O 0.49834(11) 0.6917(3) 0.55090(8) 0.0645(5) Uani 1 1 d . . . . .
C8 C 0.67668(12) 0.8669(3) 0.54880(7) 0.0286(3) Uani 1 1 d . . . . .
C10 C 0.83196(12) 0.5246(3) 0.43663(7) 0.0276(3) Uani 1 1 d . . . . .
C13 C 0.90746(12) 0.2037(3) 0.35099(7) 0.0297(3) Uani 1 1 d . . . . .
C1 C 0.75577(13) 1.0504(3) 0.57318(7) 0.0301(3) Uani 1 1 d . . . . .
C12 C 0.80192(13) 0.1783(3) 0.37168(7) 0.0317(3) Uani 1 1 d . . . . .
H12 H 0.7550 0.0494 0.3565 0.038 Uiso 1 1 calc R U . . .
C3 C 0.64033(13) 1.1277(3) 0.66535(7) 0.0303(3) Uani 1 1 d . . . . .
C9 C 0.70273(12) 0.7010(3) 0.50413(7) 0.0293(3) Uani 1 1 d . . . . .
H9 H 0.6466 0.5861 0.4897 0.035 Uiso 1 1 calc R U . . .
C11 C 0.76334(13) 0.3362(3) 0.41389(7) 0.0316(3) Uani 1 1 d . . . . .
H11 H 0.6908 0.3158 0.4271 0.038 Uiso 1 1 calc R U . . .
C16 C 0.93816(13) 0.5517(3) 0.41758(7) 0.0319(3) Uani 1 1 d . . . . .
H16 H 0.9857 0.6791 0.4335 0.038 Uiso 1 1 calc R U . . .
C15 C 0.97453(13) 0.3921(3) 0.37526(8) 0.0339(3) Uani 1 1 d . . . . .
H15 H 1.0474 0.4120 0.3625 0.041 Uiso 1 1 calc R U . . .
C7 C 0.56714(13) 0.8455(3) 0.57096(8) 0.0348(3) Uani 1 1 d . . . . .
C4 C 0.70430(14) 0.9488(3) 0.71341(8) 0.0352(4) Uani 1 1 d . . . . .
H4A H 0.7303 0.8226 0.6878 0.053 Uiso 1 1 calc R U . . .
H4B H 0.6526 0.8881 0.7419 0.053 Uiso 1 1 calc R U . . .
H4C H 0.7710 1.0212 0.7413 0.053 Uiso 1 1 calc R U . . .
C2 C 0.71979(15) 1.2236(3) 0.62041(8) 0.0366(4) Uani 1 1 d . . . . .
H2A H 0.6803 1.3528 0.5940 0.044 Uiso 1 1 calc R U . . .
H2B H 0.7896 1.2864 0.6489 0.044 Uiso 1 1 calc R U . . .
C6 C 0.53694(13) 1.0189(3) 0.61995(8) 0.0353(3) Uani 1 1 d . . . . .
H6A H 0.4881 0.9427 0.6483 0.042 Uiso 1 1 calc R U . . .
H6B H 0.4908 1.1430 0.5948 0.042 Uiso 1 1 calc R U . . .
C14 C 0.94647(15) 0.0336(3) 0.30383(8) 0.0387(4) Uani 1 1 d . . . . .
H14A H 0.8868 -0.0834 0.2913 0.058 Uiso 1 1 calc R U . . .
H14B H 1.0177 -0.0407 0.3258 0.058 Uiso 1 1 calc R U . . .
H14C H 0.9604 0.1142 0.2637 0.058 Uiso 1 1 calc R U . . .
C5 C 0.59820(16) 1.3219(3) 0.70562(9) 0.0431(4) Uani 1 1 d . . . . .
H5A H 0.5463 1.2587 0.7336 0.065 Uiso 1 1 calc R U . . .
H5B H 0.5571 1.4367 0.6750 0.065 Uiso 1 1 calc R U . . .
H5C H 0.6642 1.3947 0.7340 0.065 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
O1 C1 1.2438(18) . ?
N1 H1 0.8800 . ?
N1 C10 1.4215(19) . ?
N1 C9 1.3161(18) . ?
O2 C7 1.2276(19) . ?
C8 C1 1.445(2) . ?
C8 C9 1.396(2) . ?
C8 C7 1.449(2) . ?
C10 C11 1.391(2) . ?
C10 C16 1.386(2) . ?
C13 C12 1.393(2) . ?
C13 C15 1.389(2) . ?
C13 C14 1.505(2) . ?
C1 C2 1.504(2) . ?
C12 H12 0.9500 . ?
C12 C11 1.387(2) . ?
C3 C4 1.531(2) . ?
C3 C2 1.527(2) . ?
C3 C6 1.531(2) . ?
C3 C5 1.528(2) . ?
C9 H9 0.9500 . ?
C11 H11 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.385(2) . ?
C15 H15 0.9500 . ?
C7 C6 1.503(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
C10 N1 H1 116.4 . . ?
C9 N1 H1 116.4 . . ?
C9 N1 C10 127.17(13) . . ?
C1 C8 C7 120.99(13) . . ?
C9 C8 C1 121.89(14) . . ?
C9 C8 C7 117.12(13) . . ?
C11 C10 N1 122.82(13) . . ?
C16 C10 N1 117.21(13) . . ?
C16 C10 C11 119.95(14) . . ?
C12 C13 C14 121.01(14) . . ?
C15 C13 C12 117.43(14) . . ?
C15 C13 C14 121.56(14) . . ?
O1 C1 C8 121.56(14) . . ?
O1 C1 C2 120.19(13) . . ?
C8 C1 C2 118.25(13) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 C13 121.84(14) . . ?
C11 C12 H12 119.1 . . ?
C2 C3 C4 110.10(13) . . ?
C2 C3 C6 107.38(12) . . ?
C2 C3 C5 110.21(13) . . ?
C6 C3 C4 110.83(13) . . ?
C5 C3 C4 109.21(13) . . ?
C5 C3 C6 109.09(13) . . ?
N1 C9 C8 124.69(13) . . ?
N1 C9 H9 117.7 . . ?
C8 C9 H9 117.7 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.30(14) . . ?
C12 C11 H11 120.4 . . ?
C10 C16 H16 120.2 . . ?
C15 C16 C10 119.61(14) . . ?
C15 C16 H16 120.2 . . ?
C13 C15 H15 119.1 . . ?
C16 C15 C13 121.86(14) . . ?
C16 C15 H15 119.1 . . ?
O2 C7 C8 122.27(15) . . ?
O2 C7 C6 119.11(14) . . ?
C8 C7 C6 118.63(13) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C2 C3 114.36(12) . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
C3 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C3 C6 H6A 108.6 . . ?
C3 C6 H6B 108.6 . . ?
C7 C6 C3 114.74(13) . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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
O1 C1 C2 C3 -149.01(14) . . . . ?
N1 C10 C11 C12 -179.21(13) . . . . ?
N1 C10 C16 C15 179.47(13) . . . . ?
O2 C7 C6 C3 153.07(17) . . . . ?
C8 C1 C2 C3 31.09(19) . . . . ?
C8 C7 C6 C3 -27.2(2) . . . . ?
C10 N1 C9 C8 178.10(13) . . . . ?
C10 C16 C15 C13 0.0(2) . . . . ?
C13 C12 C11 C10 -0.4(2) . . . . ?
C1 C8 C9 N1 0.7(2) . . . . ?
C1 C8 C7 O2 179.81(16) . . . . ?
C1 C8 C7 C6 0.1(2) . . . . ?
C12 C13 C15 C16 -1.0(2) . . . . ?
C9 N1 C10 C11 -2.2(2) . . . . ?
C9 N1 C10 C16 179.18(14) . . . . ?
C9 C8 C1 O1 -0.8(2) . . . . ?
C9 C8 C1 C2 179.11(13) . . . . ?
C9 C8 C7 O2 -1.3(2) . . . . ?
C9 C8 C7 C6 179.02(14) . . . . ?
C11 C10 C16 C15 0.8(2) . . . . ?
C16 C10 C11 C12 -0.6(2) . . . . ?
C15 C13 C12 C11 1.2(2) . . . . ?
C7 C8 C1 O1 178.07(14) . . . . ?
C7 C8 C1 C2 -2.0(2) . . . . ?
C7 C8 C9 N1 -178.22(14) . . . . ?
C4 C3 C2 C1 65.78(16) . . . . ?
C4 C3 C6 C7 -67.27(18) . . . . ?
C2 C3 C6 C7 53.02(18) . . . . ?
C6 C3 C2 C1 -54.97(17) . . . . ?
C14 C13 C12 C11 -178.50(14) . . . . ?
C14 C13 C15 C16 178.68(14) . . . . ?
C5 C3 C2 C1 -173.68(13) . . . . ?
C5 C3 C6 C7 172.45(14) . . . . ?

_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_gd20ypp-13_auto
_database_code_depnum_ccdc_archive 'CCDC 2370258'
loop_
_audit_author_name
_audit_author_address
'Ksenia Smirnova'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2024-09-30 deposited with the CCDC.	2024-10-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H38 Gd N5 O13'
_chemical_formula_sum            'C32 H38 Gd N5 O13'
_chemical_formula_weight         857.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.5319(5)
_cell_length_b                   11.6177(5)
_cell_length_c                   20.4408(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.279(3)
_cell_angle_gamma                90
_cell_volume                     3445.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4839
_cell_measurement_temperature    130.01(10)
_cell_measurement_theta_max      28.6490
_cell_measurement_theta_min      2.4730
_shelx_estimated_absorpt_T_max   0.856
_shelx_estimated_absorpt_T_min   0.747
_exptl_absorpt_coefficient_mu    1.998
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98040
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1732
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7383
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.848
_diffrn_reflns_theta_min         2.246
_diffrn_ambient_temperature      130.15
_diffrn_detector_area_resol_mean 10.6168
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -38.00  -5.00   0.25   80.00    --  -19.00 -77.00 150.00  132
  2  ω    -56.00  61.00   0.25   80.00    --  -19.00  57.00 120.00  468
  3  ω    -24.00  38.00   0.25   80.00    --  -19.00  77.00   0.00  248
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3804
_reflns_number_total             3995
_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       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.336
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.089
_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)+(0.0153P)²+10.3649P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0545
_refine_ls_wR_factor_ref         0.0552
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C15(H15), C11(H11), C12(H12), C16(H16), C9(H9)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C4(H4A,H4B,H4C), C14(H14A,H14B,H14C)
;
_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 0.5000 0.36665(2) 0.2500 0.01102(5) Uani 1 2 d S T P . .
O3 O 0.56676(11) 0.42610(17) 0.35872(8) 0.0205(4) Uani 1 1 d . . . . .
O4 O 0.42929(12) 0.35837(16) 0.36162(8) 0.0195(4) Uani 1 1 d . . . . .
O6 O 0.49428(12) 0.17164(16) 0.19697(8) 0.0198(4) Uani 1 1 d . . . . .
O2 O 0.84345(12) 0.78545(17) 0.24691(9) 0.0223(4) Uani 1 1 d . . . . .
O1 O 0.59571(13) 0.52991(17) 0.23816(9) 0.0252(4) Uani 1 1 d . . . . .
O5 O 0.50528(14) 0.4046(2) 0.45282(9) 0.0326(5) Uani 1 1 d . . . . .
N2 N 0.50061(14) 0.39581(19) 0.39356(10) 0.0178(4) Uani 1 1 d . . . . .
N3 N 0.5000 0.1136(3) 0.2500 0.0189(6) Uani 1 2 d S T P . .
O7 O 0.5000 0.0089(2) 0.2500 0.0337(7) Uani 1 2 d S T P . .
N1 N 0.79845(15) 0.6585(2) 0.35468(11) 0.0233(5) Uani 1 1 d . . . . .
H1 H 0.8418 0.7027 0.3399 0.028 Uiso 1 1 calc R U . . .
C7 C 0.77730(16) 0.7384(2) 0.21560(12) 0.0162(5) Uani 1 1 d . . . . .
C8 C 0.72039(17) 0.6572(2) 0.24710(12) 0.0171(5) Uani 1 1 d . . . . .
C3 C 0.65413(17) 0.7558(2) 0.12302(12) 0.0163(5) Uani 1 1 d . . . . .
C2 C 0.61993(17) 0.6368(2) 0.14182(12) 0.0188(5) Uani 1 1 d . . . . .
H2A H 0.5522 0.6343 0.1335 0.023 Uiso 1 1 calc R U . . .
H2B H 0.6469 0.5790 0.1129 0.023 Uiso 1 1 calc R U . . .
C13 C 0.82010(18) 0.5845(2) 0.55711(12) 0.0198(5) Uani 1 1 d . . . . .
C6 C 0.75676(17) 0.7640(2) 0.14414(12) 0.0205(5) Uani 1 1 d . . . . .
H6A H 0.7914 0.7093 0.1177 0.025 Uiso 1 1 calc R U . . .
H6B H 0.7788 0.8426 0.1347 0.025 Uiso 1 1 calc R U . . .
C10 C 0.8047(2) 0.6286(2) 0.42320(13) 0.0243(6) Uani 1 1 d . . . . .
C5 C 0.6004(2) 0.8490(2) 0.15758(13) 0.0255(6) Uani 1 1 d . . . . .
H5A H 0.5343 0.8395 0.1466 0.038 Uiso 1 1 calc R U . . .
H5B H 0.6202 0.9251 0.1431 0.038 Uiso 1 1 calc R U . . .
H5C H 0.6125 0.8422 0.2051 0.038 Uiso 1 1 calc R U . . .
C1 C 0.64279(16) 0.6033(2) 0.21183(12) 0.0168(5) Uani 1 1 d . . . . .
C15 C 0.73410(19) 0.5904(2) 0.52487(13) 0.0241(6) Uani 1 1 d . . . . .
H15 H 0.6805 0.5793 0.5486 0.029 Uiso 1 1 calc R U . . .
C11 C 0.8900(2) 0.6210(2) 0.45448(13) 0.0257(6) Uani 1 1 d . . . . .
H11 H 0.9438 0.6319 0.4309 0.031 Uiso 1 1 calc R U . . .
C12 C 0.89726(19) 0.5976(2) 0.52049(13) 0.0241(6) Uani 1 1 d . . . . .
H12 H 0.9568 0.5900 0.5418 0.029 Uiso 1 1 calc R U . . .
C16 C 0.72526(19) 0.6126(3) 0.45727(14) 0.0270(6) Uani 1 1 d . . . . .
H16 H 0.6661 0.6168 0.4351 0.032 Uiso 1 1 calc R U . . .
C4 C 0.64164(19) 0.7707(3) 0.04858(12) 0.0250(6) Uani 1 1 d . . . . .
H4A H 0.6782 0.7126 0.0270 0.037 Uiso 1 1 calc R U . . .
H4B H 0.6623 0.8477 0.0365 0.037 Uiso 1 1 calc R U . . .
H4C H 0.5764 0.7614 0.0347 0.037 Uiso 1 1 calc R U . . .
C9 C 0.73368(18) 0.6248(2) 0.31385(13) 0.0228(5) Uani 1 1 d . . . . .
H9 H 0.6900 0.5727 0.3300 0.027 Uiso 1 1 calc R U . . .
C14 C 0.8312(2) 0.5679(3) 0.63041(13) 0.0317(7) Uani 1 1 d . . . . .
H14A H 0.7703 0.5626 0.6484 0.048 Uiso 1 1 calc R U . . .
H14B H 0.8649 0.6334 0.6502 0.048 Uiso 1 1 calc R U . . .
H14C H 0.8657 0.4969 0.6401 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
Gd1 O3 2.4718(17) 2_655 ?
Gd1 O3 2.4718(17) . ?
Gd1 O4 2.5572(17) . ?
Gd1 O4 2.5572(17) 2_655 ?
Gd1 O6 2.5109(18) . ?
Gd1 O6 2.5109(18) 2_655 ?
Gd1 O2 2.4603(17) 4_645 ?
Gd1 O2 2.4603(17) 3_445 ?
Gd1 O1 2.3725(19) 2_655 ?
Gd1 O1 2.3725(19) . ?
O3 N2 1.278(3) . ?
O4 N2 1.270(3) . ?
O6 N3 1.275(2) 2_655 ?
O6 N3 1.275(2) . ?
O2 Gd1 2.4604(17) 3 ?
O2 C7 1.250(3) . ?
O1 C1 1.236(3) . ?
O5 N2 1.214(3) . ?
N3 O6 1.275(2) 2_655 ?
N3 N3 0.000(6) 2_655 ?
N3 O7 1.217(4) . ?
O7 N3 1.217(4) 2_655 ?
N1 H1 0.8800 . ?
N1 C10 1.441(3) . ?
N1 C9 1.283(3) . ?
C7 C8 1.432(3) . ?
C7 C6 1.504(3) . ?
C8 C1 1.446(3) . ?
C8 C9 1.418(4) . ?
C3 C2 1.525(3) . ?
C3 C6 1.532(3) . ?
C3 C5 1.531(4) . ?
C3 C4 1.532(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.502(3) . ?
C13 C15 1.381(4) . ?
C13 C12 1.391(4) . ?
C13 C14 1.510(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C10 C11 1.365(4) . ?
C10 C16 1.394(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C15 H15 0.9500 . ?
C15 C16 1.405(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.375(4) . ?
C12 H12 0.9500 . ?
C16 H16 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C9 H9 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
O3 Gd1 O3 147.55(9) 2_655 . ?
O3 Gd1 O4 50.61(5) . . ?
O3 Gd1 O4 50.61(5) 2_655 2_655 ?
O3 Gd1 O4 130.97(6) 2_655 . ?
O3 Gd1 O4 130.97(6) . 2_655 ?
O3 Gd1 O6 82.09(6) 2_655 . ?
O3 Gd1 O6 129.93(6) . . ?
O3 Gd1 O6 129.93(6) 2_655 2_655 ?
O3 Gd1 O6 82.09(6) . 2_655 ?
O4 Gd1 O4 175.69(8) 2_655 . ?
O6 Gd1 O4 110.25(6) 2_655 2_655 ?
O6 Gd1 O4 110.25(6) . . ?
O6 Gd1 O4 65.54(6) 2_655 . ?
O6 Gd1 O4 65.54(6) . 2_655 ?
O6 Gd1 O6 51.07(8) . 2_655 ?
O2 Gd1 O3 76.66(6) 3_445 2_655 ?
O2 Gd1 O3 116.42(6) 3_445 . ?
O2 Gd1 O3 116.42(6) 4_645 2_655 ?
O2 Gd1 O3 76.66(6) 4_645 . ?
O2 Gd1 O4 65.81(6) 3_445 . ?
O2 Gd1 O4 65.81(6) 4_645 2_655 ?
O2 Gd1 O4 112.39(6) 3_445 2_655 ?
O2 Gd1 O4 112.39(6) 4_645 . ?
O2 Gd1 O6 70.90(6) 3_445 2_655 ?
O2 Gd1 O6 70.90(6) 4_645 . ?
O2 Gd1 O6 68.60(6) 3_445 . ?
O2 Gd1 O6 68.60(6) 4_645 2_655 ?
O2 Gd1 O2 134.90(9) 3_445 4_645 ?
O1 Gd1 O3 70.49(6) 2_655 2_655 ?
O1 Gd1 O3 83.52(6) . 2_655 ?
O1 Gd1 O3 83.52(6) 2_655 . ?
O1 Gd1 O3 70.49(6) . . ?
O1 Gd1 O4 70.81(6) . 2_655 ?
O1 Gd1 O4 112.89(6) . . ?
O1 Gd1 O4 70.81(6) 2_655 . ?
O1 Gd1 O4 112.89(6) 2_655 2_655 ?
O1 Gd1 O6 133.03(6) 2_655 2_655 ?
O1 Gd1 O6 139.48(6) . 2_655 ?
O1 Gd1 O6 133.04(6) . . ?
O1 Gd1 O6 139.48(6) 2_655 . ?
O1 Gd1 O2 76.26(7) 2_655 3_445 ?
O1 Gd1 O2 148.27(7) 2_655 4_645 ?
O1 Gd1 O2 148.27(7) . 3_445 ?
O1 Gd1 O2 76.26(7) . 4_645 ?
O1 Gd1 O1 73.85(10) 2_655 . ?
N2 O3 Gd1 98.92(13) . . ?
N2 O4 Gd1 95.05(13) . . ?
N3 O6 Gd1 96.38(15) 2_655 . ?
N3 O6 Gd1 96.38(15) . . ?
N3 O6 N3 0.0(2) 2_655 . ?
C7 O2 Gd1 149.74(17) . 3 ?
C1 O1 Gd1 159.79(18) . . ?
O4 N2 O3 115.19(19) . . ?
O5 N2 O3 122.2(2) . . ?
O5 N2 O4 122.6(2) . . ?
O6 N3 O6 116.2(3) . 2_655 ?
N3 N3 O6 0(10) 2_655 2_655 ?
N3 N3 O6 0(10) 2_655 . ?
N3 N3 O7 0(10) 2_655 . ?
O7 N3 O6 121.91(14) . 2_655 ?
O7 N3 O6 121.91(14) . . ?
N3 O7 N3 0.0 2_655 . ?
C10 N1 H1 117.9 . . ?
C9 N1 H1 117.9 . . ?
C9 N1 C10 124.2(2) . . ?
O2 C7 C8 120.3(2) . . ?
O2 C7 C6 121.0(2) . . ?
C8 C7 C6 118.7(2) . . ?
C7 C8 C1 121.0(2) . . ?
C9 C8 C7 123.9(2) . . ?
C9 C8 C1 115.1(2) . . ?
C2 C3 C6 108.2(2) . . ?
C2 C3 C5 110.1(2) . . ?
C2 C3 C4 109.3(2) . . ?
C6 C3 C4 109.3(2) . . ?
C5 C3 C6 109.8(2) . . ?
C5 C3 C4 110.1(2) . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C1 C2 C3 114.7(2) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C15 C13 C12 118.2(2) . . ?
C15 C13 C14 121.5(2) . . ?
C12 C13 C14 120.2(2) . . ?
C7 C6 C3 113.4(2) . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C3 C6 H6A 108.9 . . ?
C3 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C11 C10 N1 118.4(2) . . ?
C11 C10 C16 120.9(2) . . ?
C16 C10 N1 120.6(2) . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C1 C8 121.1(2) . . ?
O1 C1 C2 119.8(2) . . ?
C8 C1 C2 119.1(2) . . ?
C13 C15 H15 119.7 . . ?
C13 C15 C16 120.5(3) . . ?
C16 C15 H15 119.7 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C13 C12 H12 119.0 . . ?
C11 C12 C13 122.1(3) . . ?
C11 C12 H12 119.0 . . ?
C10 C16 C15 119.0(2) . . ?
C10 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C9 C8 126.8(3) . . ?
N1 C9 H9 116.6 . . ?
C8 C9 H9 116.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 O3 N2 O4 -4.8(2) . . . . ?
Gd1 O3 N2 O5 176.6(2) . . . . ?
Gd1 O4 N2 O3 4.6(2) . . . . ?
Gd1 O4 N2 O5 -176.8(2) . . . . ?
Gd1 O6 N3 O6 -0.001(1) . . . 2_655 ?
Gd1 O6 N3 N3 0.00(14) . . . 2_655 ?
Gd1 O6 N3 O7 180.000(0) . . . . ?
Gd1 O2 C7 C8 146.3(3) 3 . . . ?
Gd1 O2 C7 C6 -32.6(5) 3 . . . ?
Gd1 O1 C1 C8 -149.6(4) . . . . ?
Gd1 O1 C1 C2 29.8(7) . . . . ?
O6 N3 O7 N3 0(92) . . . 2_655 ?
O6 N3 O7 N3 0(100) 2_655 . . 2_655 ?
O2 C7 C8 C1 179.1(2) . . . . ?
O2 C7 C8 C9 0.2(4) . . . . ?
O2 C7 C6 C3 -149.1(2) . . . . ?
N3 O6 N3 O6 0(100) 2_655 . . 2_655 ?
N3 O6 N3 O7 0(100) 2_655 . . . ?
N1 C10 C11 C12 177.2(3) . . . . ?
N1 C10 C16 C15 -176.2(3) . . . . ?
C7 C8 C1 O1 177.2(2) . . . . ?
C7 C8 C1 C2 -2.3(4) . . . . ?
C7 C8 C9 N1 -2.7(4) . . . . ?
C8 C7 C6 C3 32.0(3) . . . . ?
C3 C2 C1 O1 156.6(2) . . . . ?
C3 C2 C1 C8 -23.9(3) . . . . ?
C2 C3 C6 C7 -55.1(3) . . . . ?
C13 C15 C16 C10 0.1(4) . . . . ?
C6 C7 C8 C1 -2.0(4) . . . . ?
C6 C7 C8 C9 179.1(2) . . . . ?
C6 C3 C2 C1 51.2(3) . . . . ?
C10 N1 C9 C8 175.6(3) . . . . ?
C10 C11 C12 C13 -2.0(4) . . . . ?
C5 C3 C2 C1 -68.8(3) . . . . ?
C5 C3 C6 C7 65.0(3) . . . . ?
C1 C8 C9 N1 178.3(3) . . . . ?
C15 C13 C12 C11 3.0(4) . . . . ?
C11 C10 C16 C15 1.0(4) . . . . ?
C12 C13 C15 C16 -2.0(4) . . . . ?
C16 C10 C11 C12 -0.1(4) . . . . ?
C4 C3 C2 C1 170.1(2) . . . . ?
C4 C3 C6 C7 -174.1(2) . . . . ?
C9 N1 C10 C11 150.1(3) . . . . ?
C9 N1 C10 C16 -32.6(4) . . . . ?
C9 C8 C1 O1 -3.8(4) . . . . ?
C9 C8 C1 C2 176.7(2) . . . . ?
C14 C13 C15 C16 176.3(3) . . . . ?
C14 C13 C12 C11 -175.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
