# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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_tcj59
_audit_block_doi                 10.5517/ccdc.csd.cc2h3nmx
_database_code_depnum_ccdc_archive 'CCDC 2297429'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.poly.2023.116730 2024
loop_
_audit_author_name
_audit_author_address
'Timothy C. Johnstone'
;University of California Santa Cruz
United States of America
;
_audit_update_record             
;
2023-09-25 deposited with the CCDC.	2024-06-06 downloaded from the CCDC.
;
_audit_creation_date             2023-09-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H32 In N6 O8, Cl O4'
_chemical_formula_sum            'C26 H32 Cl In N6 O12'
_chemical_formula_weight         770.84
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c'
_space_group_name_Hall           '-R 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'y+2/3, x+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'y+1/3, x+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-y+2/3, -x+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-y+1/3, -x+2/3, z+1/6'

_cell_length_a                   30.4838(4)
_cell_length_b                   30.4838(4)
_cell_length_c                   17.4815(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     14068.5(4)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    301.20
_cell_measurement_theta_max      32.67
_cell_measurement_theta_min      2.80
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.913
_exptl_absorpt_correction_T_max  0.7470
_exptl_absorpt_correction_T_min  0.6553
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1132 before and 0.0556 after correction.
The Ratio of minimum to maximum transmission is 0.8772.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             7056
_exptl_crystal_size_max          0.255
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.226
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            69162
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.031
_diffrn_reflns_theta_min         3.560
_diffrn_ambient_temperature      301.20
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_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                4674
_reflns_number_total             5379
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         5379
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0297P)²+15.8297P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0617
_refine_ls_wR_factor_ref         0.0655
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 Cl1-O5 = Cl1-O6 = Cl1-O7 = Cl1-O8
 1.38248 with sigma of 0.02
 O5-O6 = O5-O7 = O5-O8 = O6-O7 = O6-O8 = O7-O8
 2.25759 with sigma of 0.02
 H3-O3
 0.82 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1 \\sim O5 \\sim O6 \\sim O7 \\sim O8: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 Cl1, O5, O6, O7, O8
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 1(DFIX)=FVAR(1)
 1(DFIX)=1.633*FVAR(2)
 Fixed Sof: Cl1(0.5) O5(0.5) O6(0.5) O7(0.5) O8(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B), C3(H3A,H3B),
 C2(H2A,H2B)
6.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_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
In1 In 0.47766(2) 0.333333 0.583333 0.02290(4) Uani 1 2 d S T P . .
O1 O 0.54081(4) 0.36941(4) 0.50765(5) 0.02770(19) Uani 1 1 d . . . . .
N2 N 0.46829(4) 0.40421(4) 0.56442(7) 0.0281(2) Uani 1 1 d . . . . .
C1 C 0.53622(5) 0.38925(5) 0.44628(8) 0.0277(2) Uani 1 1 d . . . . .
N1 N 0.44100(4) 0.33432(4) 0.46013(6) 0.0257(2) Uani 1 1 d . . . . .
C4 C 0.40321(5) 0.35003(6) 0.47604(8) 0.0301(3) Uani 1 1 d . . . . .
H4A H 0.374466 0.323269 0.503006 0.036 Uiso 1 1 calc R U . . .
H4B H 0.391176 0.356582 0.428410 0.036 Uiso 1 1 calc R U . . .
C10 C 0.54709(6) 0.45612(6) 0.63186(9) 0.0365(3) Uani 1 1 d . . . . .
H10A H 0.571758 0.467795 0.590756 0.044 Uiso 1 1 calc R U . . .
H10B H 0.559401 0.482404 0.670611 0.044 Uiso 1 1 calc R U . . .
O2 O 0.57253(4) 0.42172(5) 0.40969(7) 0.0452(3) Uani 1 1 d . . . . .
N3 N 0.54292(4) 0.40997(5) 0.66527(7) 0.0288(2) Uani 1 1 d . . . . .
C11 C 0.59117(6) 0.40987(6) 0.66144(9) 0.0356(3) Uani 1 1 d . . . . .
H11A H 0.600058 0.410725 0.607970 0.043 Uiso 1 1 calc R U . . .
H11B H 0.585586 0.378004 0.682344 0.043 Uiso 1 1 calc R U . . .
C13 C 0.52336(6) 0.40277(6) 0.74455(8) 0.0346(3) Uani 1 1 d . . . . .
H13A H 0.540009 0.435046 0.771056 0.042 Uiso 1 1 calc R U . . .
H13B H 0.531480 0.379860 0.771301 0.042 Uiso 1 1 calc R U . . .
C3 C 0.41834(6) 0.28517(6) 0.42005(8) 0.0325(3) Uani 1 1 d . . . . .
H3A H 0.411370 0.289571 0.367329 0.039 Uiso 1 1 calc R U . . .
H3B H 0.386510 0.261500 0.444250 0.039 Uiso 1 1 calc R U . . .
C9 C 0.49754(6) 0.44818(5) 0.60105(8) 0.0315(3) Uani 1 1 d . . . . .
C8 C 0.48369(7) 0.48508(6) 0.60449(10) 0.0398(3) Uani 1 1 d . . . . .
H8 H 0.503467 0.515057 0.631144 0.048 Uiso 1 1 calc R U . . .
C12 C 0.63629(6) 0.45243(7) 0.70231(10) 0.0395(3) Uani 1 1 d . . . . .
O4 O 0.63664(6) 0.48680(6) 0.73576(10) 0.0628(4) Uani 1 1 d . . . . .
C2 C 0.48389(5) 0.37342(6) 0.41442(7) 0.0294(3) Uani 1 1 d . . . . .
H2A H 0.480257 0.403202 0.410894 0.035 Uiso 1 1 calc R U . . .
H2B H 0.481643 0.360555 0.362957 0.035 Uiso 1 1 calc R U . . .
C5 C 0.42780(5) 0.39733(5) 0.52421(8) 0.0293(3) Uani 1 1 d . . . . .
O3 O 0.67525(5) 0.44593(7) 0.69566(12) 0.0747(6) Uani 1 1 d D . . . .
H3 H 0.7015(9) 0.4697(10) 0.715(2) 0.112 Uiso 1 1 d D U . . .
C7 C 0.43999(7) 0.47656(7) 0.56762(10) 0.0431(4) Uani 1 1 d . . . . .
H7 H 0.429228 0.500134 0.571592 0.052 Uiso 1 1 calc R U . . .
C6 C 0.41234(6) 0.43314(7) 0.52495(9) 0.0383(3) Uani 1 1 d . . . . .
H6 H 0.384056 0.427987 0.497377 0.046 Uiso 1 1 calc R U . . .
Cl1 Cl 0.60667(4) 0.60120(4) 0.73594(5) 0.0427(2) Uani 0.5 1 d D U P A -1
O5 O 0.5584(4) 0.5645(4) 0.7564(9) 0.148(3) Uani 0.5 1 d D U P A -1
O6 O 0.6409(4) 0.6020(5) 0.7843(6) 0.141(4) Uani 0.5 1 d D U P A -1
O7 O 0.61883(15) 0.58554(14) 0.66594(19) 0.0717(9) Uani 0.5 1 d D U P A -1
O8 O 0.6147(5) 0.6492(3) 0.7147(4) 0.094(2) Uani 0.5 1 d D U P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 O1 2.1327(10) . ?
In1 O1 2.1327(9) 16 ?
In1 N2 2.3399(12) . ?
In1 N2 2.3399(12) 16 ?
In1 N1 2.4336(11) . ?
In1 N1 2.4335(11) 16 ?
In1 N3 2.6117(11) 16 ?
In1 N3 2.6115(11) . ?
O1 C1 1.2733(16) . ?
N2 C9 1.3443(18) . ?
N2 C5 1.3427(18) . ?
C1 O2 1.2324(17) . ?
C1 C2 1.5225(19) . ?
N1 C4 1.4783(17) . ?
N1 C3 1.4757(18) . ?
N1 C2 1.4868(17) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.506(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 N3 1.4691(19) . ?
C10 C9 1.505(2) . ?
N3 C11 1.4739(18) . ?
N3 C13 1.4811(19) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.517(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C3 1.517(2) 16 ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C9 C8 1.386(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.383(3) . ?
C12 O4 1.195(2) . ?
C12 O3 1.303(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C5 C6 1.389(2) . ?
O3 H3 0.839(18) . ?
C7 H7 0.9300 . ?
C7 C6 1.379(3) . ?
C6 H6 0.9300 . ?
Cl1 O5 1.378(5) . ?
Cl1 O6 1.334(8) . ?
Cl1 O7 1.428(3) . ?
Cl1 O8 1.408(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 In1 O1 99.69(5) . 16 ?
O1 In1 N2 86.09(4) 16 16 ?
O1 In1 N2 145.19(4) 16 . ?
O1 In1 N2 145.19(4) . 16 ?
O1 In1 N2 86.08(4) . . ?
O1 In1 N1 75.31(4) . . ?
O1 In1 N1 75.31(4) 16 16 ?
O1 In1 N1 148.64(4) . 16 ?
O1 In1 N1 148.63(4) 16 . ?
O1 In1 N3 77.96(4) 16 16 ?
O1 In1 N3 78.63(4) . 16 ?
O1 In1 N3 78.63(4) 16 . ?
O1 In1 N3 77.97(4) . . ?
N2 In1 N2 108.58(6) 16 . ?
N2 In1 N1 66.10(4) . . ?
N2 In1 N1 82.07(4) . 16 ?
N2 In1 N1 82.06(4) 16 . ?
N2 In1 N1 66.10(4) 16 16 ?
N2 In1 N3 136.52(4) . 16 ?
N2 In1 N3 69.00(4) 16 16 ?
N2 In1 N3 136.52(4) 16 . ?
N2 In1 N3 69.00(4) . . ?
N1 In1 N1 124.53(5) . 16 ?
N1 In1 N3 70.68(4) . 16 ?
N1 In1 N3 128.57(4) 16 16 ?
N1 In1 N3 128.58(4) . . ?
N1 In1 N3 70.68(4) 16 . ?
N3 In1 N3 143.34(5) 16 . ?
C1 O1 In1 118.84(9) . . ?
C9 N2 In1 121.82(9) . . ?
C5 N2 In1 117.19(9) . . ?
C5 N2 C9 120.30(12) . . ?
O1 C1 C2 120.28(12) . . ?
O2 C1 O1 123.43(13) . . ?
O2 C1 C2 116.28(12) . . ?
C4 N1 In1 105.93(8) . . ?
C4 N1 C2 110.89(11) . . ?
C3 N1 In1 113.11(8) . . ?
C3 N1 C4 111.92(11) . . ?
C3 N1 C2 109.65(11) . . ?
C2 N1 In1 105.09(7) . . ?
N1 C4 H4A 110.0 . . ?
N1 C4 H4B 110.0 . . ?
N1 C4 C5 108.66(11) . . ?
H4A C4 H4B 108.3 . . ?
C5 C4 H4A 110.0 . . ?
C5 C4 H4B 110.0 . . ?
H10A C10 H10B 107.8 . . ?
N3 C10 H10A 109.0 . . ?
N3 C10 H10B 109.0 . . ?
N3 C10 C9 112.90(12) . . ?
C9 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
C10 N3 In1 107.52(8) . . ?
C10 N3 C11 112.05(12) . . ?
C10 N3 C13 110.46(12) . . ?
C11 N3 In1 106.73(8) . . ?
C11 N3 C13 111.75(12) . . ?
C13 N3 In1 108.09(8) . . ?
N3 C11 H11A 108.0 . . ?
N3 C11 H11B 108.0 . . ?
N3 C11 C12 117.13(13) . . ?
H11A C11 H11B 107.3 . . ?
C12 C11 H11A 108.0 . . ?
C12 C11 H11B 108.0 . . ?
N3 C13 H13A 109.2 . . ?
N3 C13 H13B 109.2 . . ?
N3 C13 C3 112.02(11) . 16 ?
H13A C13 H13B 107.9 . . ?
C3 C13 H13A 109.2 16 . ?
C3 C13 H13B 109.2 16 . ?
N1 C3 C13 110.54(11) . 16 ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
C13 C3 H3A 109.5 16 . ?
C13 C3 H3B 109.5 16 . ?
H3A C3 H3B 108.1 . . ?
N2 C9 C10 116.28(13) . . ?
N2 C9 C8 120.70(15) . . ?
C8 C9 C10 122.85(14) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 C9 118.89(16) . . ?
C7 C8 H8 120.6 . . ?
O4 C12 C11 125.94(15) . . ?
O4 C12 O3 124.58(16) . . ?
O3 C12 C11 109.48(14) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
N1 C2 C1 114.81(11) . . ?
N1 C2 H2A 108.6 . . ?
N1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.5 . . ?
N2 C5 C4 114.88(12) . . ?
N2 C5 C6 121.29(15) . . ?
C6 C5 C4 123.75(14) . . ?
C12 O3 H3 112(2) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.10(15) . . ?
C6 C7 H7 120.0 . . ?
C5 C6 H6 120.8 . . ?
C7 C6 C5 118.32(15) . . ?
C7 C6 H6 120.8 . . ?
O5 Cl1 O7 107.5(5) . . ?
O5 Cl1 O8 118.3(9) . . ?
O6 Cl1 O5 111.0(9) . . ?
O6 Cl1 O7 102.6(6) . . ?
O6 Cl1 O8 114.8(5) . . ?
O8 Cl1 O7 100.5(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
In1 O1 C1 O2 160.03(12) . . . . ?
In1 O1 C1 C2 -19.66(17) . . . . ?
In1 N2 C9 C10 20.94(17) . . . . ?
In1 N2 C9 C8 -163.65(11) . . . . ?
In1 N2 C5 C4 -18.57(15) . . . . ?
In1 N2 C5 C6 164.71(11) . . . . ?
In1 N1 C4 C5 50.24(12) . . . . ?
In1 N1 C3 C13 -46.31(13) . . . 16 ?
In1 N1 C2 C1 15.65(13) . . . . ?
In1 N3 C11 C12 177.62(12) . . . . ?
In1 N3 C13 C3 -39.26(14) . . . 16 ?
O1 C1 C2 N1 -0.10(19) . . . . ?
N2 C9 C8 C7 -1.9(2) . . . . ?
N2 C5 C6 C7 0.7(2) . . . . ?
N1 C4 C5 N2 -23.22(16) . . . . ?
N1 C4 C5 C6 153.41(13) . . . . ?
C4 N1 C3 C13 -165.88(12) . . . 16 ?
C4 N1 C2 C1 129.68(12) . . . . ?
C4 C5 C6 C7 -175.76(14) . . . . ?
C10 N3 C11 C12 60.18(18) . . . . ?
C10 N3 C13 C3 78.12(15) . . . 16 ?
C10 C9 C8 C7 173.19(15) . . . . ?
O2 C1 C2 N1 -179.81(13) . . . . ?
N3 C10 C9 N2 -39.79(18) . . . . ?
N3 C10 C9 C8 144.90(15) . . . . ?
N3 C11 C12 O4 -2.0(3) . . . . ?
N3 C11 C12 O3 177.87(17) . . . . ?
C11 N3 C13 C3 -156.42(13) . . . 16 ?
C13 N3 C11 C12 -64.41(18) . . . . ?
C3 N1 C4 C5 173.94(11) . . . . ?
C3 N1 C2 C1 -106.22(13) . . . . ?
C9 N2 C5 C4 170.77(12) . . . . ?
C9 N2 C5 C6 -6.0(2) . . . . ?
C9 C10 N3 In1 35.88(14) . . . . ?
C9 C10 N3 C11 152.86(12) . . . . ?
C9 C10 N3 C13 -81.85(15) . . . . ?
C9 C8 C7 C6 -3.4(2) . . . . ?
C8 C7 C6 C5 4.0(2) . . . . ?
C2 N1 C4 C5 -63.26(14) . . . . ?
C2 N1 C3 C13 70.62(14) . . . 16 ?
C5 N2 C9 C10 -168.84(13) . . . . ?
C5 N2 C9 C8 6.6(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.127 461.9 24.0 ?
2 0.000 0.204 0.250 13.5 0.7 ?
3 0.000 0.796 0.750 13.5 0.0 ?
4 0.129 0.463 0.917 13.5 0.7 ?
5 0.129 0.667 0.417 13.5 0.0 ?
6 0.204 0.204 0.750 13.5 0.0 ?
7 0.204 0.000 0.250 13.5 0.7 ?
8 0.333 0.667 -0.272 461.9 24.0 ?
9 0.333 0.463 0.417 13.5 0.0 ?
10 0.333 0.871 0.917 13.5 0.7 ?
11 0.463 0.129 0.583 13.5 0.7 ?
12 0.463 0.333 0.083 13.5 0.0 ?
13 0.537 0.667 0.917 13.5 0.7 ?
14 0.537 0.871 0.417 13.5 0.0 ?
15 0.667 0.333 -0.606 461.9 24.0 ?
16 0.667 0.129 0.083 13.5 0.0 ?
17 0.667 0.537 0.583 13.5 0.7 ?
18 0.796 0.796 0.250 13.5 0.7 ?
19 0.796 1.000 0.750 13.5 0.0 ?
20 0.871 0.333 0.583 13.5 0.7 ?
21 0.871 0.537 0.083 13.5 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_cypytatry3
_database_code_depnum_ccdc_archive 'CCDC 2339314'
loop_
_audit_author_name
_audit_author_address
'Frankie White'
;Oak Ridge National Laboratory
United States of America
;
_audit_update_record             
;
2024-03-11 deposited with the CCDC.	2024-06-06 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H32 Cu N6 O8, 4(H2 O)'
_chemical_formula_sum            'C26 H40 Cu N6 O12'
_chemical_formula_weight         692.18
_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'
Cu Cu 0.3201 1.2651 '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                   13.012(5)
_cell_length_b                   14.323(5)
_cell_length_c                   15.919(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.63(2)
_cell_angle_gamma                90
_cell_volume                     2925.0(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6135
_cell_measurement_temperature    300.80
_cell_measurement_theta_max      34.47
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.605
_exptl_absorpt_coefficient_mu    0.822
_exptl_absorpt_correction_T_max  0.7472
_exptl_absorpt_correction_T_min  0.6508
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0935 before and 0.0473 after correction.
The Ratio of minimum to maximum transmission is 0.8710.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       'rect. Prism'
_exptl_crystal_F_000             1452
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 -1.00 0.2230
0.00 0.00 1.00 0.2670
-1.00 -1.00 0.00 0.2000
1.00 1.00 0.00 0.1530
-1.00 -1.00 -1.00 0.2620
0.00 1.00 0.00 0.1110
0.00 -1.00 0.00 0.1530
-1.00 1.00 -1.00 0.2900
0.00 1.00 1.00 0.2050
-1.00 1.00 1.00 0.1210
1.00 -1.00 -1.00 0.0750
-1.00 0.00 -1.00 0.3110
1.00 0.00 1.00 0.3390
-1.00 0.00 1.00 0.1300
1.00 0.00 -1.00 0.1180
-1.00 -1.00 1.00 0.1160
1.00 1.00 -1.00 0.1230

_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.259
_exptl_crystal_size_min          0.246
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.902
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24964
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.761
_diffrn_reflns_theta_min         2.131
_diffrn_ambient_temperature      300.80
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.902
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                5585
_reflns_number_total             6606
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         6606
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      1.031
_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)+(0.0512P)²+0.9556P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0985
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B),
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     heavy
_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
Cu1 Cu 0.500000 0.82594(2) 0.750000 0.02088(5) Uani 1 2 d S T P . .
O1 O 0.35753(9) 0.75407(8) 1.06327(6) 0.0404(2) Uani 1 1 d . . . . .
O2 O 0.32833(9) 0.89773(7) 1.01830(7) 0.0441(2) Uani 1 1 d . . . . .
O3 O 0.13864(8) 0.77558(7) 0.56894(7) 0.0433(2) Uani 1 1 d . . . . .
O4 O 0.13122(10) 0.92945(9) 0.55803(12) 0.0755(5) Uani 1 1 d . . . . .
N1 N 0.500000 0.69028(8) 0.750000 0.0241(2) Uani 1 2 d S T P . .
N2 N 0.500000 0.96527(8) 0.750000 0.0220(2) Uani 1 2 d S T P . .
N3 N 0.33853(7) 0.79589(6) 0.68159(5) 0.02399(15) Uani 1 1 d . . . . .
N4 N 0.40722(7) 0.86428(6) 0.86266(5) 0.02327(15) Uani 1 1 d . . . . .
C1 C 0.57533(9) 0.64388(7) 0.80148(7) 0.02786(19) Uani 1 1 d . . . . .
C2 C 0.57641(12) 0.54723(8) 0.80354(11) 0.0424(3) Uani 1 1 d . . . . .
H2 H 0.627611 0.515258 0.840254 0.051 Uiso 1 1 calc R U . . .
C3 C 0.500000 0.49937(12) 0.750000 0.0506(5) Uani 1 2 d S T P . .
H3 H 0.500001 0.434440 0.750000 0.061 Uiso 1 2 calc R U P . .
C4 C 0.47175(8) 1.01296(7) 0.81577(6) 0.02475(17) Uani 1 1 d . . . . .
C5 C 0.46850(10) 1.10966(7) 0.81646(8) 0.0335(2) Uani 1 1 d . . . . .
H5 H 0.445553 1.141387 0.860821 0.040 Uiso 1 1 calc R U . . .
C6 C 0.500000 1.15822(11) 0.750000 0.0378(4) Uani 1 2 d S T P . .
H6 H 0.499999 1.223156 0.749999 0.045 Uiso 1 2 calc R U P . .
C7 C 0.44734(9) 0.95704(7) 0.89003(6) 0.02753(19) Uani 1 1 d . . . . .
H7A H 0.509981 0.950364 0.932182 0.033 Uiso 1 1 calc R U . . .
H7B H 0.395907 0.990002 0.916400 0.033 Uiso 1 1 calc R U . . .
C8 C 0.41693(9) 0.79646(8) 0.93253(6) 0.02753(18) Uani 1 1 d . . . . .
H8A H 0.490496 0.787622 0.954216 0.033 Uiso 1 1 calc R U . . .
H8B H 0.389665 0.737138 0.909287 0.033 Uiso 1 1 calc R U . . .
C9 C 0.36234(10) 0.82099(8) 1.00767(7) 0.0309(2) Uani 1 1 d . . . . .
C10 C 0.34533(9) 0.70225(8) 0.64336(7) 0.0304(2) Uani 1 1 d . . . . .
H10A H 0.364421 0.708604 0.587285 0.037 Uiso 1 1 calc R U . . .
H10B H 0.277866 0.671822 0.636887 0.037 Uiso 1 1 calc R U . . .
C11 C 0.29435(9) 0.86502(8) 0.61606(7) 0.0294(2) Uani 1 1 d . . . . .
H11A H 0.333838 0.861812 0.569574 0.035 Uiso 1 1 calc R U . . .
H11B H 0.304709 0.926879 0.640844 0.035 Uiso 1 1 calc R U . . .
C12 C 0.17781(10) 0.85387(9) 0.57864(8) 0.0337(2) Uani 1 1 d . . . . .
C13 C 0.29935(8) 0.87041(7) 0.81490(6) 0.02588(18) Uani 1 1 d . . . . .
H13A H 0.290333 0.929380 0.784584 0.031 Uiso 1 1 calc R U . . .
H13B H 0.250437 0.868655 0.854647 0.031 Uiso 1 1 calc R U . . .
C14 C 0.27609(8) 0.79067(8) 0.75183(7) 0.02682(18) Uani 1 1 d . . . . .
H14A H 0.290624 0.731933 0.781792 0.032 Uiso 1 1 calc R U . . .
H14B H 0.202556 0.791638 0.727615 0.032 Uiso 1 1 calc R U . . .
O6 O 0.27467(13) 0.58320(9) 0.83470(9) 0.0632(4) Uani 1 1 d . . . . .
H6A H 0.239(2) 0.6004(17) 0.8749(17) 0.074(7) Uiso 1 1 d . . . . .
H6B H 0.3165(19) 0.5415(18) 0.8713(16) 0.073(7) Uiso 1 1 d . . . . .
O5 O 0.42643(11) 0.59674(10) 1.03426(12) 0.0610(4) Uani 1 1 d . . . . .
H5A H 0.495(2) 0.5917(16) 1.0422(15) 0.068(7) Uiso 1 1 d . . . . .
H5B H 0.407(3) 0.575(2) 0.998(2) 0.106(13) Uiso 1 1 d . . . . .
H1 H 0.3865(19) 0.7028(17) 1.0498(15) 0.063(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.9430(14) . ?
Cu1 N2 1.9955(13) . ?
Cu1 N3 2.2406(12) . ?
Cu1 N3 2.2406(12) 2_656 ?
Cu1 N4 2.3874(11) . ?
Cu1 N4 2.3874(11) 2_656 ?
O1 C9 1.3131(15) . ?
O1 H1 0.87(2) . ?
O2 C9 1.2073(16) . ?
O3 C12 1.2307(17) . ?
O4 C12 1.2572(18) . ?
N1 C1 1.3437(13) 2_656 ?
N1 C1 1.3437(13) . ?
N2 C4 1.3516(12) . ?
N2 C4 1.3517(12) 2_656 ?
N3 C10 1.4816(14) . ?
N3 C11 1.4828(14) . ?
N3 C14 1.4899(14) . ?
N4 C7 1.4668(14) . ?
N4 C8 1.4662(14) . ?
N4 C13 1.4828(15) . ?
C1 C2 1.3846(17) . ?
C1 C10 1.4942(17) 2_656 ?
C2 H2 0.9300 . ?
C2 C3 1.3789(19) . ?
C3 H3 0.9300 . ?
C4 C5 1.3857(15) . ?
C4 C7 1.5051(15) . ?
C5 H5 0.9300 . ?
C5 C6 1.3843(15) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.5307(16) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.5420(17) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.5173(15) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
O6 H6A 0.89(3) . ?
O6 H6B 0.94(3) . ?
O5 H5A 0.89(3) . ?
O5 H5B 0.67(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N2 180.0 . . ?
N1 Cu1 N3 78.93(2) . 2_656 ?
N1 Cu1 N3 78.93(2) . . ?
N1 Cu1 N4 103.30(2) . 2_656 ?
N1 Cu1 N4 103.30(2) . . ?
N2 Cu1 N3 101.07(2) . 2_656 ?
N2 Cu1 N3 101.07(2) . . ?
N2 Cu1 N4 76.70(2) . . ?
N2 Cu1 N4 76.70(2) . 2_656 ?
N3 Cu1 N3 157.85(5) 2_656 . ?
N3 Cu1 N4 103.30(4) . 2_656 ?
N3 Cu1 N4 81.86(4) . . ?
N3 Cu1 N4 103.30(4) 2_656 . ?
N3 Cu1 N4 81.86(4) 2_656 2_656 ?
N4 Cu1 N4 153.41(4) . 2_656 ?
C9 O1 H1 112.3(15) . . ?
C1 N1 Cu1 119.65(7) 2_656 . ?
C1 N1 Cu1 119.65(7) . . ?
C1 N1 C1 120.71(13) . 2_656 ?
C4 N2 Cu1 120.36(6) . . ?
C4 N2 Cu1 120.36(6) 2_656 . ?
C4 N2 C4 119.29(12) . 2_656 ?
C10 N3 Cu1 104.95(7) . . ?
C10 N3 C11 110.99(9) . . ?
C10 N3 C14 109.90(8) . . ?
C11 N3 Cu1 115.81(7) . . ?
C11 N3 C14 111.44(9) . . ?
C14 N3 Cu1 103.28(7) . . ?
C7 N4 Cu1 103.41(6) . . ?
C7 N4 C13 110.98(8) . . ?
C8 N4 Cu1 115.30(7) . . ?
C8 N4 C7 113.16(9) . . ?
C8 N4 C13 112.48(8) . . ?
C13 N4 Cu1 100.53(6) . . ?
N1 C1 C2 120.83(12) . . ?
N1 C1 C10 116.33(10) . 2_656 ?
C2 C1 C10 122.83(11) . 2_656 ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.61(13) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C2 120.39(16) 2_656 . ?
C2 C3 H3 119.8 2_656 . ?
C2 C3 H3 119.8 . . ?
N2 C4 C5 121.59(10) . . ?
N2 C4 C7 117.39(9) . . ?
C5 C4 C7 120.99(9) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.87(11) . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C5 119.67(15) . 2_656 ?
C5 C6 H6 120.2 . . ?
C5 C6 H6 120.2 2_656 . ?
N4 C7 C4 111.10(8) . . ?
N4 C7 H7A 109.4 . . ?
N4 C7 H7B 109.4 . . ?
C4 C7 H7A 109.4 . . ?
C4 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N4 C8 H8A 108.1 . . ?
N4 C8 H8B 108.1 . . ?
N4 C8 C9 116.65(9) . . ?
H8A C8 H8B 107.3 . . ?
C9 C8 H8A 108.1 . . ?
C9 C8 H8B 108.1 . . ?
O1 C9 C8 116.10(11) . . ?
O2 C9 O1 120.67(11) . . ?
O2 C9 C8 123.19(10) . . ?
N3 C10 C1 110.36(9) . 2_656 ?
N3 C10 H10A 109.6 . . ?
N3 C10 H10B 109.6 . . ?
C1 C10 H10A 109.6 2_656 . ?
C1 C10 H10B 109.6 2_656 . ?
H10A C10 H10B 108.1 . . ?
N3 C11 H11A 108.2 . . ?
N3 C11 H11B 108.2 . . ?
N3 C11 C12 116.30(9) . . ?
H11A C11 H11B 107.4 . . ?
C12 C11 H11A 108.2 . . ?
C12 C11 H11B 108.2 . . ?
O3 C12 O4 125.47(13) . . ?
O3 C12 C11 120.18(12) . . ?
O4 C12 C11 114.31(12) . . ?
N4 C13 H13A 109.4 . . ?
N4 C13 H13B 109.4 . . ?
N4 C13 C14 111.20(8) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
N3 C14 C13 112.66(8) . . ?
N3 C14 H14A 109.1 . . ?
N3 C14 H14B 109.1 . . ?
C13 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
H6A O6 H6B 93(2) . . ?
H5A O5 H5B 108(3) . . ?

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
Cu1 N1 C1 C2 179.17(9) . . . . ?
Cu1 N1 C1 C10 0.53(11) . . . 2_656 ?
Cu1 N2 C4 C5 -178.35(8) . . . . ?
Cu1 N2 C4 C7 3.70(11) . . . . ?
Cu1 N3 C10 C1 32.08(10) . . . 2_656 ?
Cu1 N3 C11 C12 -170.68(8) . . . . ?
Cu1 N3 C14 C13 46.19(9) . . . . ?
Cu1 N4 C7 C4 34.18(10) . . . . ?
Cu1 N4 C8 C9 177.39(8) . . . . ?
Cu1 N4 C13 C14 43.38(8) . . . . ?
N1 C1 C2 C3 1.63(17) . . . . ?
N2 C4 C5 C6 -3.25(16) . . . . ?
N2 C4 C7 N4 -29.06(13) . . . . ?
N3 C11 C12 O3 -34.43(17) . . . . ?
N3 C11 C12 O4 147.56(14) . . . . ?
N4 C8 C9 O1 169.72(10) . . . . ?
N4 C8 C9 O2 -12.84(18) . . . . ?
N4 C13 C14 N3 -66.74(11) . . . . ?
C1 N1 C1 C2 -0.83(9) 2_656 . . . ?
C1 N1 C1 C10 -179.48(11) 2_656 . . 2_656 ?
C1 C2 C3 C2 -0.79(8) . . . 2_656 ?
C4 N2 C4 C5 1.65(8) 2_656 . . . ?
C4 N2 C4 C7 -176.30(11) 2_656 . . . ?
C4 C5 C6 C5 1.56(8) . . . 2_656 ?
C5 C4 C7 N4 152.98(10) . . . . ?
C7 N4 C8 C9 58.63(13) . . . . ?
C7 N4 C13 C14 152.28(8) . . . . ?
C7 C4 C5 C6 174.63(9) . . . . ?
C8 N4 C7 C4 159.61(9) . . . . ?
C8 N4 C13 C14 -79.80(10) . . . . ?
C10 N3 C11 C12 69.81(13) . . . . ?
C10 N3 C14 C13 157.74(9) . . . . ?
C10 C1 C2 C3 -179.82(10) 2_656 . . . ?
C11 N3 C10 C1 157.89(9) . . . 2_656 ?
C11 N3 C14 C13 -78.79(11) . . . . ?
C13 N4 C7 C4 -72.83(11) . . . . ?
C13 N4 C8 C9 -68.13(12) . . . . ?
C14 N3 C10 C1 -78.38(11) . . . 2_656 ?
C14 N3 C11 C12 -53.03(13) . . . . ?

_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_tcj62
_audit_block_doi                 10.5517/ccdc.csd.cc2h3nny
_database_code_depnum_ccdc_archive 'CCDC 2297430'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.poly.2023.116730 2024
loop_
_audit_author_name
_audit_author_address
'Timothy C. Johnstone'
;University of California Santa Cruz
United States of America
;
_audit_update_record             
;
2023-09-25 deposited with the CCDC.	2024-06-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT913_tcj62               
;
PROBLEM: Missing # of Very Strong Reflections in FCF ....        146 Note
RESPONSE: Reflections missing due to beamstop. Was not able to run a low angle collection
;
# Added during the CSD deposition process: Monday 25 September 2023 11:23 PM
# end Validation Reply Form

_audit_creation_date             2023-09-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H31 N6 O8 Sc, 3(H2 O)'
_chemical_formula_sum            'C26 H37 N6 O11 Sc'
_chemical_formula_weight         654.57
_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'
Sc Sc 0.2519 0.3716 '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                   37.2521(6)
_cell_length_b                   11.0181(2)
_cell_length_c                   14.5531(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.1060(10)
_cell_angle_gamma                90
_cell_volume                     5973.27(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9901
_cell_measurement_temperature    300.40
_cell_measurement_theta_max      32.05
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.914
_shelx_estimated_absorpt_T_min   0.856
_exptl_absorpt_coefficient_mu    0.316
_exptl_absorpt_correction_T_max  0.7472
_exptl_absorpt_correction_T_min  0.6868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1463 before and 0.0714 after correction.
The Ratio of minimum to maximum transmission is 0.9192.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 0.00 0.00 0.2460
-1.00 0.00 0.00 0.0950
1.00 -1.00 0.00 0.2270
-1.00 1.00 0.00 0.0920
1.00 1.00 -1.00 0.2480
-1.00 -1.00 1.00 0.0630
-1.00 0.00 1.00 0.0870
1.00 0.00 -1.00 0.2270
1.00 1.00 -2.00 0.1740
-1.00 -1.00 2.00 0.0900
-1.00 0.00 2.00 0.0880
1.00 0.00 -2.00 0.1450
0.00 -1.00 1.00 0.2200
0.00 0.00 1.00 0.2260
0.00 -1.00 -1.00 0.1660
0.00 1.00 1.00 0.2050
0.00 1.00 0.00 0.1490
0.00 -1.00 0.00 0.1810
-1.00 -1.00 0.00 0.1100

_exptl_crystal_size_max          0.508
_exptl_crystal_size_mid          0.362
_exptl_crystal_size_min          0.29
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.948
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33634
_diffrn_reflns_point_group_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.699
_diffrn_reflns_theta_min         2.471
_diffrn_ambient_temperature      300.40
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.948
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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                6388
_reflns_number_total             7420
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.934
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         7420
_refine_ls_number_restraints     99
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0444
_refine_ls_restrained_S_all      1.034
_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)+(0.0564P)²+5.3699P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1234
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O9-H9C = O9-H9D
 0.82 with sigma of 0.02
 O10-H10C = O10-H10D
 0.82 with sigma of 0.02
 O11-H11C = O11-H11D
 0.82 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C21A \\sim O7A \\sim O8A \\sim C21B \\sim O7B \\sim O8B: within 2A with sigma
of 0.04 and sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 C21A, O7A, O8A, C21B, O7B, O8B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C21A, O7A, O8A} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C21B, O7B, O8B}
6. Others
 Sof(H22C)=Sof(H22D)=Sof(C21B)=Sof(O7B)=Sof(O8B)=Sof(H8B)=1-FVAR(1)
 Sof(H22A)=Sof(H22B)=Sof(C21A)=Sof(O7A)=Sof(O8A)=Sof(H8A)=FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C2(H2A,H2B), C12(H12A,H12B), C3(H3A,H3B),
 C13(H13A,H13B), C22(H22A,H22B), C22(H22C,H22D), C26(H26A,H26B), C24(H24A,H24B),
  C10(H10A,H10B), C23(H23A,H23B), C20(H20A,H20B)
7.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C16(H16), C6(H6), C5(H5), C17(H17), C18(H18)
7.c Idealised tetrahedral OH refined as rotating group:
 O8A(H8A), O8B(H8B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sc1 Sc 0.38282(2) 0.23990(2) 0.88918(2) 0.02664(9) Uani 1 1 d . . . . .
O1 O 0.34387(3) 0.34435(10) 0.81511(8) 0.0354(3) Uani 1 1 d . . . . .
O3 O 0.39917(3) 0.21774(10) 0.74936(8) 0.0319(2) Uani 1 1 d . . . . .
O4 O 0.38331(4) 0.22883(12) 0.60212(8) 0.0418(3) Uani 1 1 d . . . . .
C1 C 0.32082(4) 0.41887(14) 0.84529(12) 0.0338(3) Uani 1 1 d . . . . .
C14 C 0.42075(5) 0.13533(16) 1.05930(12) 0.0392(4) Uani 1 1 d . . . . .
O5 O 0.40395(3) 0.22420(11) 1.02477(8) 0.0368(3) Uani 1 1 d . . . . .
C9 C 0.30943(4) 0.05704(17) 0.83582(12) 0.0389(4) Uani 1 1 d . . . . .
H9A H 0.302046 -0.025829 0.823568 0.047 Uiso 1 1 calc R U . . .
H9B H 0.292673 0.110546 0.804722 0.047 Uiso 1 1 calc R U . . .
C11 C 0.38277(5) -0.06670(14) 0.88608(12) 0.0368(3) Uani 1 1 d . . . . .
H11A H 0.364360 -0.073189 0.932877 0.044 Uiso 1 1 calc R U . . .
H11B H 0.395334 -0.143685 0.882890 0.044 Uiso 1 1 calc R U . . .
C25 C 0.37790(4) 0.19649(14) 0.68259(11) 0.0310(3) Uani 1 1 d . . . . .
O2 O 0.29899(4) 0.47419(13) 0.79595(9) 0.0470(3) Uani 1 1 d . . . . .
C2 C 0.31931(5) 0.43712(16) 0.94816(12) 0.0383(4) Uani 1 1 d . . . . .
H2A H 0.316927 0.523092 0.961141 0.046 Uiso 1 1 calc R U . . .
H2B H 0.298215 0.396497 0.972132 0.046 Uiso 1 1 calc R U . . .
C4 C 0.32157(5) 0.21194(17) 1.05482(12) 0.0372(3) Uani 1 1 d . . . . .
C12 C 0.44087(4) 0.02033(15) 0.85267(12) 0.0357(3) Uani 1 1 d . . . . .
H12A H 0.433751 0.016237 0.788599 0.043 Uiso 1 1 calc R U . . .
H12B H 0.453590 -0.053901 0.867699 0.043 Uiso 1 1 calc R U . . .
C3 C 0.34063(5) 0.32689(17) 1.08079(12) 0.0405(4) Uani 1 1 d . . . . .
H3A H 0.324842 0.378405 1.116584 0.049 Uiso 1 1 calc R U . . .
H3B H 0.361625 0.308281 1.117726 0.049 Uiso 1 1 calc R U . . .
C13 C 0.41930(5) 0.01702(15) 1.00855(12) 0.0401(4) Uani 1 1 d . . . . .
H13A H 0.442777 -0.020897 1.010958 0.048 Uiso 1 1 calc R U . . .
H13B H 0.402465 -0.036504 1.039201 0.048 Uiso 1 1 calc R U . . .
C22 C 0.41687(5) 0.48384(17) 0.78396(15) 0.0466(4) Uani 1 1 d . . . . .
H22A H 0.393451 0.478653 0.754955 0.056 Uiso 0.722(4) 1 calc R U P A 1
H22B H 0.432494 0.425418 0.754281 0.056 Uiso 0.722(4) 1 calc R U P A 1
H22C H 0.392444 0.477579 0.761211 0.056 Uiso 0.278(4) 1 calc R U P A 2
H22D H 0.429359 0.414516 0.758238 0.056 Uiso 0.278(4) 1 calc R U P A 2
N6 N 0.34551(3) 0.07613(12) 0.79748(9) 0.0313(3) Uani 1 1 d . . . . .
C26 C 0.34387(4) 0.12723(15) 0.70436(11) 0.0351(3) Uani 1 1 d . . . . .
H26A H 0.323396 0.181268 0.699493 0.042 Uiso 1 1 calc R U . . .
H26B H 0.340708 0.062227 0.660127 0.042 Uiso 1 1 calc R U . . .
C24 C 0.37625(5) 0.48956(16) 1.01858(13) 0.0426(4) Uani 1 1 d . . . . .
H24A H 0.395506 0.459053 1.057139 0.051 Uiso 1 1 calc R U . . .
H24B H 0.363510 0.551692 1.052662 0.051 Uiso 1 1 calc R U . . .
C7 C 0.28169(5) 0.02267(18) 0.99081(13) 0.0434(4) Uani 1 1 d . . . . .
H7 H 0.267948 -0.040368 0.966913 0.052 Uiso 1 1 calc R U . . .
C16 C 0.50222(5) 0.11628(18) 0.86322(13) 0.0420(4) Uani 1 1 d . . . . .
H16 H 0.512941 0.040880 0.854800 0.050 Uiso 1 1 calc R U . . .
C15 C 0.46526(4) 0.12688(15) 0.86688(11) 0.0325(3) Uani 1 1 d . . . . .
N2 N 0.41347(4) 0.45260(13) 0.88154(11) 0.0380(3) Uani 1 1 d . . . . .
C10 C 0.36560(5) -0.03968(15) 0.79471(12) 0.0374(3) Uani 1 1 d . . . . .
H10A H 0.384014 -0.035058 0.747811 0.045 Uiso 1 1 calc R U . . .
H10B H 0.349357 -0.105104 0.778481 0.045 Uiso 1 1 calc R U . . .
C6 C 0.27688(5) 0.0609(2) 1.08024(14) 0.0486(5) Uani 1 1 d . . . . .
H6 H 0.260759 0.021223 1.118587 0.058 Uiso 1 1 calc R U . . .
C8 C 0.30737(4) 0.07981(15) 0.93720(12) 0.0347(3) Uani 1 1 d . . . . .
C5 C 0.29626(5) 0.15860(19) 1.11182(13) 0.0453(4) Uani 1 1 d . . . . .
H5 H 0.292459 0.188595 1.170735 0.054 Uiso 1 1 calc R U . . .
N5 N 0.40837(4) 0.03074(11) 0.91129(9) 0.0303(3) Uani 1 1 d . . . . .
N1 N 0.44873(4) 0.23327(12) 0.88179(10) 0.0318(3) Uani 1 1 d . . . . .
N3 N 0.35150(4) 0.38999(12) 0.99578(10) 0.0345(3) Uani 1 1 d . . . . .
C23 C 0.39172(5) 0.54362(15) 0.93276(15) 0.0449(4) Uani 1 1 d . . . . .
H23A H 0.372397 0.572628 0.893747 0.054 Uiso 1 1 calc R U . . .
H23B H 0.406719 0.612429 0.948757 0.054 Uiso 1 1 calc R U . . .
N4 N 0.32863(4) 0.16866(13) 0.97010(9) 0.0334(3) Uani 1 1 d . . . . .
C19 C 0.46908(4) 0.33221(16) 0.89487(12) 0.0376(4) Uani 1 1 d . . . . .
C20 C 0.44939(5) 0.44426(16) 0.92522(16) 0.0462(4) Uani 1 1 d . . . . .
H20A H 0.446675 0.442875 0.991486 0.055 Uiso 1 1 calc R U . . .
H20B H 0.463371 0.515437 0.909204 0.055 Uiso 1 1 calc R U . . .
C17 C 0.52288(5) 0.2192(2) 0.87224(15) 0.0501(5) Uani 1 1 d . . . . .
H17 H 0.547748 0.214885 0.867790 0.060 Uiso 1 1 calc R U . . .
C18 C 0.50608(5) 0.32904(19) 0.88802(14) 0.0468(4) Uani 1 1 d . . . . .
H18 H 0.519476 0.399846 0.893957 0.056 Uiso 1 1 calc R U . . .
O6 O 0.43716(6) 0.13878(16) 1.13269(12) 0.0825(7) Uani 1 1 d . . . . .
C21A C 0.43220(9) 0.6128(3) 0.7698(3) 0.0408(7) Uani 0.722(4) 1 d D U P A 1
O7A O 0.44028(7) 0.68819(19) 0.82491(15) 0.0647(8) Uani 0.722(4) 1 d D U P A 1
O8A O 0.43653(12) 0.6271(3) 0.68020(19) 0.0785(12) Uani 0.722(4) 1 d D U P A 1
H8A H 0.440494 0.698807 0.668976 0.118 Uiso 0.722(4) 1 calc R U P A 1
C21B C 0.4322(2) 0.5909(8) 0.7303(8) 0.0448(19) Uani 0.278(4) 1 d D U P A 2
O7B O 0.4593(3) 0.5888(8) 0.6865(9) 0.107(4) Uani 0.278(4) 1 d D U P A 2
O8B O 0.41323(16) 0.6869(5) 0.7457(5) 0.063(2) Uani 0.278(4) 1 d D U P A 2
H8B H 0.424155 0.746967 0.727651 0.095 Uiso 0.278(4) 1 calc R U P A 2
O9 O 0.27594(5) 0.3405(2) 0.64059(14) 0.0798(6) Uani 1 1 d D . . . .
H9C H 0.2846(10) 0.373(4) 0.6874(19) 0.120 Uiso 1 1 d D U . . .
H9D H 0.2607(10) 0.298(4) 0.666(3) 0.120 Uiso 1 1 d D U . . .
O10 O 0.31929(5) 0.74926(15) 1.00134(12) 0.0590(4) Uani 1 1 d D . . . .
H10C H 0.3390(6) 0.756(3) 1.027(2) 0.089 Uiso 1 1 d D U . . .
H10D H 0.3075(8) 0.716(3) 1.0411(19) 0.089 Uiso 1 1 d D U . . .
O11 O 0.29021(6) 0.27505(16) 1.32931(13) 0.0693(5) Uani 1 1 d D . . . .
H11C H 0.3001(10) 0.265(3) 1.3789(17) 0.104 Uiso 1 1 d D U . . .
H11D H 0.2895(10) 0.3474(19) 1.315(2) 0.104 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sc1 O1 2.1416(11) . ?
Sc1 O3 2.1391(11) . ?
Sc1 O5 2.1301(12) . ?
Sc1 N6 2.6385(13) . ?
Sc1 N2 2.6093(14) . ?
Sc1 N5 2.5137(13) . ?
Sc1 N1 2.4589(13) . ?
Sc1 N3 2.5514(14) . ?
Sc1 N4 2.4673(14) . ?
O1 C1 1.2671(19) . ?
O3 C25 1.2744(19) . ?
O4 C25 1.241(2) . ?
C1 O2 1.243(2) . ?
C1 C2 1.512(2) . ?
C14 O5 1.266(2) . ?
C14 C13 1.499(2) . ?
C14 O6 1.230(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 N6 1.471(2) . ?
C9 C8 1.499(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.504(2) . ?
C11 N5 1.482(2) . ?
C25 C26 1.514(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 N3 1.478(2) . ?
C4 C3 1.500(3) . ?
C4 C5 1.387(3) . ?
C4 N4 1.348(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C15 1.499(2) . ?
C12 N5 1.487(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 N3 1.476(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 N5 1.480(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C22 H22D 0.9700 . ?
C22 N2 1.467(3) . ?
C22 C21A 1.546(4) . ?
C22 C21B 1.526(10) . ?
N6 C26 1.469(2) . ?
N6 C10 1.480(2) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 N3 1.471(2) . ?
C24 C23 1.500(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.380(3) . ?
C7 C8 1.387(2) . ?
C16 H16 0.9300 . ?
C16 C15 1.383(2) . ?
C16 C17 1.377(3) . ?
C15 N1 1.342(2) . ?
N2 C23 1.490(2) . ?
N2 C20 1.483(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C6 H6 0.9300 . ?
C6 C5 1.374(3) . ?
C8 N4 1.346(2) . ?
C5 H5 0.9300 . ?
N1 C19 1.341(2) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C19 C20 1.503(3) . ?
C19 C18 1.383(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C17 H17 0.9300 . ?
C17 C18 1.382(3) . ?
C18 H18 0.9300 . ?
C21A O7A 1.193(4) . ?
C21A O8A 1.323(4) . ?
O8A H8A 0.8200 . ?
C21B O7B 1.195(11) . ?
C21B O8B 1.292(10) . ?
O8B H8B 0.8200 . ?
O9 H9C 0.832(19) . ?
O9 H9D 0.823(19) . ?
O10 H10C 0.826(18) . ?
O10 H10D 0.815(18) . ?
O11 H11C 0.817(18) . ?
O11 H11D 0.824(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Sc1 N6 75.95(4) . . ?
O1 Sc1 N2 77.99(5) . . ?
O1 Sc1 N5 144.40(4) . . ?
O1 Sc1 N1 132.04(5) . . ?
O1 Sc1 N3 69.36(4) . . ?
O1 Sc1 N4 81.77(5) . . ?
O3 Sc1 O1 77.08(4) . . ?
O3 Sc1 N6 65.89(4) . . ?
O3 Sc1 N2 86.37(5) . . ?
O3 Sc1 N5 84.77(4) . . ?
O3 Sc1 N1 70.67(4) . . ?
O3 Sc1 N3 141.60(5) . . ?
O3 Sc1 N4 130.72(5) . . ?
O5 Sc1 O1 139.35(5) . . ?
O5 Sc1 O3 140.05(5) . . ?
O5 Sc1 N6 127.33(5) . . ?
O5 Sc1 N2 87.22(5) . . ?
O5 Sc1 N5 70.60(4) . . ?
O5 Sc1 N1 70.79(5) . . ?
O5 Sc1 N3 70.00(4) . . ?
O5 Sc1 N4 80.40(5) . . ?
N2 Sc1 N6 145.37(5) . . ?
N5 Sc1 N6 68.70(4) . . ?
N5 Sc1 N2 131.55(5) . . ?
N5 Sc1 N3 133.62(5) . . ?
N1 Sc1 N6 118.86(4) . . ?
N1 Sc1 N2 65.66(4) . . ?
N1 Sc1 N5 66.46(4) . . ?
N1 Sc1 N3 120.24(5) . . ?
N1 Sc1 N4 146.04(5) . . ?
N3 Sc1 N6 120.65(4) . . ?
N3 Sc1 N2 69.17(5) . . ?
N4 Sc1 N6 65.99(4) . . ?
N4 Sc1 N2 131.64(5) . . ?
N4 Sc1 N5 87.54(4) . . ?
N4 Sc1 N3 62.64(5) . . ?
C1 O1 Sc1 129.25(11) . . ?
C25 O3 Sc1 124.65(10) . . ?
O1 C1 C2 117.12(14) . . ?
O2 C1 O1 124.08(16) . . ?
O2 C1 C2 118.77(14) . . ?
O5 C14 C13 117.37(15) . . ?
O6 C14 O5 124.43(16) . . ?
O6 C14 C13 118.16(16) . . ?
C14 O5 Sc1 127.75(11) . . ?
H9A C9 H9B 107.7 . . ?
N6 C9 H9A 108.9 . . ?
N6 C9 H9B 108.9 . . ?
N6 C9 C8 113.43(13) . . ?
C8 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H11A C11 H11B 108.1 . . ?
C10 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
N5 C11 H11A 109.6 . . ?
N5 C11 H11B 109.6 . . ?
N5 C11 C10 110.36(13) . . ?
O3 C25 C26 116.93(13) . . ?
O4 C25 O3 124.40(15) . . ?
O4 C25 C26 118.67(14) . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N3 C2 C1 112.71(13) . . ?
N3 C2 H2A 109.0 . . ?
N3 C2 H2B 109.0 . . ?
C5 C4 C3 121.94(16) . . ?
N4 C4 C3 115.85(15) . . ?
N4 C4 C5 122.05(18) . . ?
H12A C12 H12B 108.1 . . ?
C15 C12 H12A 109.5 . . ?
C15 C12 H12B 109.5 . . ?
N5 C12 H12A 109.5 . . ?
N5 C12 H12B 109.5 . . ?
N5 C12 C15 110.76(13) . . ?
C4 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
N3 C3 C4 108.48(14) . . ?
N3 C3 H3A 110.0 . . ?
N3 C3 H3B 110.0 . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
N5 C13 C14 113.08(13) . . ?
N5 C13 H13A 109.0 . . ?
N5 C13 H13B 109.0 . . ?
H22A C22 H22B 107.9 . . ?
H22C C22 H22D 105.2 . . ?
N2 C22 H22A 109.2 . . ?
N2 C22 H22B 109.2 . . ?
N2 C22 H22C 103.4 . . ?
N2 C22 H22D 103.4 . . ?
N2 C22 C21A 112.2(2) . . ?
N2 C22 C21B 135.2(4) . . ?
C21A C22 H22A 109.2 . . ?
C21A C22 H22B 109.2 . . ?
C21B C22 H22C 103.4 . . ?
C21B C22 H22D 103.4 . . ?
C9 N6 Sc1 112.75(10) . . ?
C9 N6 C10 110.45(13) . . ?
C26 N6 Sc1 103.03(9) . . ?
C26 N6 C9 111.60(13) . . ?
C26 N6 C10 109.00(13) . . ?
C10 N6 Sc1 109.73(9) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
N6 C26 C25 110.67(13) . . ?
N6 C26 H26A 109.5 . . ?
N6 C26 H26B 109.5 . . ?
H26A C26 H26B 108.1 . . ?
H24A C24 H24B 108.1 . . ?
N3 C24 H24A 109.6 . . ?
N3 C24 H24B 109.6 . . ?
N3 C24 C23 110.49(15) . . ?
C23 C24 H24A 109.6 . . ?
C23 C24 H24B 109.6 . . ?
C6 C7 H7 120.6 . . ?
C6 C7 C8 118.87(18) . . ?
C8 C7 H7 120.6 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C17 C16 C15 118.90(17) . . ?
C16 C15 C12 122.13(15) . . ?
N1 C15 C12 115.37(13) . . ?
N1 C15 C16 122.49(16) . . ?
C22 N2 Sc1 106.89(11) . . ?
C22 N2 C23 111.98(14) . . ?
C22 N2 C20 110.48(15) . . ?
C23 N2 Sc1 110.17(10) . . ?
C20 N2 Sc1 108.70(10) . . ?
C20 N2 C23 108.56(14) . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
N6 C10 C11 111.15(13) . . ?
N6 C10 H10A 109.4 . . ?
N6 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C7 C6 H6 120.5 . . ?
C5 C6 C7 119.04(17) . . ?
C5 C6 H6 120.5 . . ?
C7 C8 C9 120.96(16) . . ?
N4 C8 C9 116.16(14) . . ?
N4 C8 C7 122.39(16) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.26(18) . . ?
C6 C5 H5 120.4 . . ?
C11 N5 Sc1 112.91(9) . . ?
C11 N5 C12 109.05(12) . . ?
C12 N5 Sc1 107.80(9) . . ?
C13 N5 Sc1 108.63(9) . . ?
C13 N5 C11 109.79(13) . . ?
C13 N5 C12 108.54(13) . . ?
C15 N1 Sc1 119.44(10) . . ?
C19 N1 Sc1 122.26(11) . . ?
C19 N1 C15 118.27(14) . . ?
C2 N3 Sc1 108.31(9) . . ?
C3 N3 Sc1 109.31(10) . . ?
C3 N3 C2 109.57(14) . . ?
C24 N3 Sc1 109.48(10) . . ?
C24 N3 C2 110.57(13) . . ?
C24 N3 C3 109.57(14) . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
N2 C23 C24 111.06(14) . . ?
N2 C23 H23A 109.4 . . ?
N2 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C4 N4 Sc1 119.01(11) . . ?
C8 N4 Sc1 122.86(10) . . ?
C8 N4 C4 117.83(14) . . ?
N1 C19 C20 115.69(15) . . ?
N1 C19 C18 122.18(17) . . ?
C18 C19 C20 121.94(16) . . ?
N2 C20 C19 111.43(15) . . ?
N2 C20 H20A 109.3 . . ?
N2 C20 H20B 109.3 . . ?
C19 C20 H20A 109.3 . . ?
C19 C20 H20B 109.3 . . ?
H20A C20 H20B 108.0 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 118.95(17) . . ?
C18 C17 H17 120.5 . . ?
C19 C18 H18 120.5 . . ?
C17 C18 C19 119.07(18) . . ?
C17 C18 H18 120.5 . . ?
O7A C21A C22 130.0(3) . . ?
O7A C21A O8A 123.3(3) . . ?
O8A C21A C22 106.7(3) . . ?
C21A O8A H8A 109.5 . . ?
O7B C21B C22 125.1(8) . . ?
O7B C21B O8B 124.8(9) . . ?
O8B C21B C22 109.8(7) . . ?
C21B O8B H8B 109.5 . . ?
H9C O9 H9D 98(4) . . ?
H10C O10 H10D 101(3) . . ?
H11C O11 H11D 112(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sc1 O1 C1 O2 -179.14(12) . . . . ?
Sc1 O1 C1 C2 -1.4(2) . . . . ?
Sc1 O3 C25 O4 150.49(13) . . . . ?
Sc1 O3 C25 C26 -29.38(18) . . . . ?
Sc1 N6 C26 C25 33.62(14) . . . . ?
Sc1 N6 C10 C11 41.62(15) . . . . ?
Sc1 N2 C23 C24 38.57(17) . . . . ?
Sc1 N2 C20 C19 44.52(18) . . . . ?
Sc1 N1 C19 C20 6.9(2) . . . . ?
Sc1 N1 C19 C18 -178.06(14) . . . . ?
O1 C1 C2 N3 15.6(2) . . . . ?
O3 C25 C26 N6 -11.4(2) . . . . ?
O4 C25 C26 N6 168.70(14) . . . . ?
C1 C2 N3 Sc1 -19.11(17) . . . . ?
C1 C2 N3 C3 -138.27(15) . . . . ?
C1 C2 N3 C24 100.85(17) . . . . ?
C14 C13 N5 Sc1 -13.96(18) . . . . ?
C14 C13 N5 C11 -137.87(16) . . . . ?
C14 C13 N5 C12 103.01(17) . . . . ?
O5 C14 C13 N5 18.7(2) . . . . ?
C9 N6 C26 C25 154.86(13) . . . . ?
C9 N6 C10 C11 -83.28(16) . . . . ?
C9 C8 N4 Sc1 -22.0(2) . . . . ?
C9 C8 N4 C4 164.27(15) . . . . ?
O2 C1 C2 N3 -166.50(15) . . . . ?
C4 C3 N3 Sc1 -48.91(15) . . . . ?
C4 C3 N3 C2 69.64(16) . . . . ?
C4 C3 N3 C24 -168.88(14) . . . . ?
C12 C15 N1 Sc1 2.04(18) . . . . ?
C12 C15 N1 C19 -179.89(15) . . . . ?
C3 C4 C5 C6 172.99(17) . . . . ?
C3 C4 N4 Sc1 18.29(19) . . . . ?
C3 C4 N4 C8 -167.73(15) . . . . ?
C13 C14 O5 Sc1 -14.4(2) . . . . ?
C22 N2 C23 C24 157.39(15) . . . . ?
C22 N2 C20 C19 -72.48(19) . . . . ?
N6 C9 C8 C7 -153.68(16) . . . . ?
N6 C9 C8 N4 34.2(2) . . . . ?
C26 N6 C10 C11 153.76(14) . . . . ?
C7 C6 C5 C4 -3.6(3) . . . . ?
C7 C8 N4 Sc1 166.00(13) . . . . ?
C7 C8 N4 C4 -7.7(2) . . . . ?
C16 C15 N1 Sc1 -179.06(13) . . . . ?
C16 C15 N1 C19 -1.0(2) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C15 C12 N5 Sc1 49.38(14) . . . . ?
C15 C12 N5 C11 172.29(13) . . . . ?
C15 C12 N5 C13 -68.12(16) . . . . ?
C15 C16 C17 C18 2.3(3) . . . . ?
C15 N1 C19 C20 -171.12(16) . . . . ?
C15 N1 C19 C18 3.9(3) . . . . ?
N2 C22 C21A O7A -2.4(5) . . . . ?
N2 C22 C21A O8A 175.4(3) . . . . ?
N2 C22 C21B O7B 108.0(13) . . . . ?
N2 C22 C21B O8B -66.4(10) . . . . ?
C10 C11 N5 Sc1 46.88(15) . . . . ?
C10 C11 N5 C12 -72.93(16) . . . . ?
C10 C11 N5 C13 168.26(14) . . . . ?
C10 N6 C26 C25 -82.88(16) . . . . ?
C6 C7 C8 C9 -169.39(17) . . . . ?
C6 C7 C8 N4 2.2(3) . . . . ?
C8 C9 N6 Sc1 -29.23(18) . . . . ?
C8 C9 N6 C26 -144.64(15) . . . . ?
C8 C9 N6 C10 93.93(17) . . . . ?
C8 C7 C6 C5 3.5(3) . . . . ?
C5 C4 C3 N3 -153.52(16) . . . . ?
C5 C4 N4 Sc1 -166.32(13) . . . . ?
C5 C4 N4 C8 7.7(2) . . . . ?
N5 C11 C10 N6 -60.40(18) . . . . ?
N5 C12 C15 C16 145.42(16) . . . . ?
N5 C12 C15 N1 -35.67(19) . . . . ?
N1 C19 C20 N2 -36.1(2) . . . . ?
N1 C19 C18 C17 -3.7(3) . . . . ?
N3 C24 C23 N2 -62.81(19) . . . . ?
C23 C24 N3 Sc1 52.10(15) . . . . ?
C23 C24 N3 C2 -67.15(18) . . . . ?
C23 C24 N3 C3 171.97(14) . . . . ?
C23 N2 C20 C19 164.37(16) . . . . ?
N4 C4 C3 N3 21.9(2) . . . . ?
N4 C4 C5 C6 -2.1(3) . . . . ?
C20 N2 C23 C24 -80.36(18) . . . . ?
C20 C19 C18 C17 171.07(19) . . . . ?
C17 C16 C15 C12 176.69(17) . . . . ?
C17 C16 C15 N1 -2.1(3) . . . . ?
C18 C19 C20 N2 148.87(18) . . . . ?
O6 C14 O5 Sc1 167.93(19) . . . . ?
O6 C14 C13 N5 -163.5(2) . . . . ?
C21A C22 N2 Sc1 175.79(16) . . . . ?
C21A C22 N2 C23 55.0(2) . . . . ?
C21A C22 N2 C20 -66.1(2) . . . . ?
C21B C22 N2 Sc1 -179.2(5) . . . . ?
C21B C22 N2 C23 60.0(5) . . . . ?
C21B C22 N2 C20 -61.1(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
