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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2106487'
loop_
_audit_author_name
_audit_author_address
'Jonathan White'
;University of Melbourne
Australia
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2022-04-25 downloaded from the CCDC.
;
_audit_creation_date             2021-08-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H26 Co N2 O5'
_chemical_formula_sum            'C21 H26 Co N2 O5'
_chemical_formula_weight         445.37
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_usercomment     'MR-P116-2-Co(II) yellow needle)'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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      tetragonal
_space_group_IT_number           113
_space_group_name_H-M_alt        'P -4 21 m'
_space_group_name_Hall           'P -4 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'-y+1/2, -x+1/2, z'
'y+1/2, x+1/2, z'

_cell_length_a                   20.4662(3)
_cell_length_b                   20.4662(3)
_cell_length_c                   5.03150(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2107.52(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3778
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      75.3290
_cell_measurement_theta_min      3.0480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.675
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             932
_exptl_crystal_size_max          0.321
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -2
_diffrn_reflns_number            10846
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.113
_diffrn_reflns_theta_min         3.054
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.701
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                2040
_reflns_number_total             2264
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 758 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.023(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2264
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.069
_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)+(0.0534P)²+1.2426P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1077
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 H3A-H3A_$1
 1.38 with sigma of 0.01
 O3-H3A
 0.83 with sigma of 0.01
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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
C1 C 0.40739(18) 0.27705(18) 0.3564(8) 0.0276(8) Uani 1 1 d . . . . .
C2 C 0.40344(19) 0.33132(19) 0.1859(8) 0.0275(8) Uani 1 1 d . . . . .
C3 C 0.4512(2) 0.38103(19) 0.1963(8) 0.0300(8) Uani 1 1 d . . . . .
H3 H 0.448289 0.416311 0.080386 0.036 Uiso 1 1 calc R U . . .
C4 C 0.50185(19) 0.3782(2) 0.3739(9) 0.0333(8) Uani 1 1 d . . . . .
H4 H 0.532829 0.411429 0.378899 0.040 Uiso 1 1 calc R U . . .
C5 C 0.50673(18) 0.3250(2) 0.5482(8) 0.0312(8) Uani 1 1 d . . . . .
H5 H 0.540843 0.323208 0.670155 0.037 Uiso 1 1 calc R U . . .
C6 C 0.46123(19) 0.2753(2) 0.5400(8) 0.0290(8) Uani 1 1 d . . . . .
C7 C 0.35272(19) 0.33966(19) -0.0069(8) 0.0284(8) Uani 1 1 d . . . . .
H7 H 0.354909 0.377844 -0.106740 0.034 Uiso 1 1 calc R U . . .
C8 C 0.2619(2) 0.3252(2) -0.2774(9) 0.0321(9) Uani 1 1 d . . . . .
H8A H 0.275964 0.305785 -0.443641 0.039 Uiso 1 1 calc R U . . .
H8B H 0.267076 0.372208 -0.292809 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1904(2) 0.3096(2) -0.2330(13) 0.0352(13) Uani 1 2 d S T P . .
H9A H 0.178593 0.321406 -0.052594 0.042 Uiso 1 2 calc R U P . .
H9B H 0.164177 0.335822 -0.352903 0.042 Uiso 1 2 calc R U P . .
C10 C 0.51518(19) 0.2147(2) 0.8810(9) 0.0380(9) Uani 1 1 d . . . . .
H10A H 0.516375 0.251644 1.001827 0.046 Uiso 1 1 calc R U . . .
H10B H 0.556306 0.213021 0.785387 0.046 Uiso 1 1 calc R U . . .
C11 C 0.5047(3) 0.1525(3) 1.0330(11) 0.0492(12) Uani 1 1 d . . . . .
H11A H 0.464469 0.155142 1.130183 0.074 Uiso 1 1 calc R U . . .
H11B H 0.540286 0.146035 1.154661 0.074 Uiso 1 1 calc R U . . .
H11C H 0.502785 0.116410 0.911170 0.074 Uiso 1 1 calc R U . . .
N1 N 0.30413(15) 0.30129(15) -0.0617(6) 0.0281(7) Uani 1 1 d . . . . .
O1 O 0.36534(13) 0.22912(13) 0.3597(6) 0.0310(6) Uani 1 1 d . . . . .
O2 O 0.46217(14) 0.22153(15) 0.6991(6) 0.0341(7) Uani 1 1 d . . . . .
O3 O 0.34349(14) 0.15651(14) -0.1827(8) 0.0289(8) Uani 1 2 d DS T P . .
Co1 Co 0.29352(3) 0.20648(3) 0.10264(17) 0.0253(2) Uani 1 2 d S T P . .
H3A H 0.366(3) 0.182(3) -0.276(5) 0.09(3) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.406(6) . ?
C1 C6 1.438(6) . ?
C1 O1 1.305(4) . ?
C2 C3 1.412(5) . ?
C2 C7 1.431(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.402(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.380(6) . ?
C6 O2 1.361(5) . ?
C7 H7 0.9300 . ?
C7 N1 1.297(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.515(5) . ?
C8 N1 1.471(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.501(7) . ?
C10 O2 1.426(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 Co1 2.120(3) . ?
O1 Co1 2.012(3) . ?
O3 Co1 2.038(4) . ?
O3 H3A 0.834(13) 7 ?
O3 H3A 0.834(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 117.1(3) . . ?
O1 C1 C2 124.3(4) . . ?
O1 C1 C6 118.6(4) . . ?
C1 C2 C3 120.5(4) . . ?
C1 C2 C7 123.3(3) . . ?
C3 C2 C7 116.2(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(4) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.7(4) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(4) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 121.2(4) . . ?
O2 C6 C1 114.1(3) . . ?
O2 C6 C5 124.7(4) . . ?
C2 C7 H7 115.5 . . ?
N1 C7 C2 128.9(4) . . ?
N1 C7 H7 115.5 . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
N1 C8 H8A 109.0 . . ?
N1 C8 H8B 109.0 . . ?
N1 C8 C9 112.8(4) . . ?
C8 C9 C8 112.8(5) 7 . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 7 . ?
C8 C9 H9B 109.0 7 . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
H10A C10 H10B 108.5 . . ?
C11 C10 H10A 110.2 . . ?
C11 C10 H10B 110.2 . . ?
O2 C10 H10A 110.2 . . ?
O2 C10 H10B 110.2 . . ?
O2 C10 C11 107.5(4) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 N1 C8 113.9(3) . . ?
C7 N1 Co1 123.4(3) . . ?
C8 N1 Co1 122.2(2) . . ?
C1 O1 Co1 130.3(3) . . ?
C6 O2 C10 117.8(3) . . ?
Co1 O3 H3A 111(5) . . ?
Co1 O3 H3A 111(5) . 7 ?
H3A O3 H3A 111(3) . 7 ?
N1 Co1 N1 92.03(17) 7 . ?
O1 Co1 N1 88.00(12) 7 7 ?
O1 Co1 N1 160.53(13) 7 . ?
O1 Co1 N1 88.00(12) . . ?
O1 Co1 N1 160.53(13) . 7 ?
O1 Co1 O1 85.59(16) . 7 ?
O1 Co1 O3 101.64(12) . . ?
O1 Co1 O3 101.64(12) 7 . ?
O3 Co1 N1 97.65(12) . . ?
O3 Co1 N1 97.65(12) . 7 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C8 H8A O1 0.97 2.61 3.418(5) 141.5 1_554 yes
O3 H3A O1 0.834(13) 2.08(3) 2.777(5) 142(4) 1_554 yes
O3 H3A O2 0.834(13) 2.14(3) 2.833(3) 141(5) 1_554 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -0.9(6) . . . . ?
C1 C2 C7 N1 -0.8(7) . . . . ?
C1 C6 O2 C10 177.9(3) . . . . ?
C2 C1 C6 C5 0.3(6) . . . . ?
C2 C1 C6 O2 180.0(3) . . . . ?
C2 C1 O1 Co1 11.7(6) . . . . ?
C2 C3 C4 C5 0.3(6) . . . . ?
C2 C7 N1 C8 -178.9(4) . . . . ?
C2 C7 N1 Co1 -7.4(6) . . . . ?
C3 C2 C7 N1 178.5(4) . . . . ?
C3 C4 C5 C6 0.6(6) . . . . ?
C4 C5 C6 C1 -0.9(6) . . . . ?
C4 C5 C6 O2 179.4(4) . . . . ?
C5 C6 O2 C10 -2.4(6) . . . . ?
C6 C1 C2 C3 0.6(5) . . . . ?
C6 C1 C2 C7 179.9(4) . . . . ?
C6 C1 O1 Co1 -169.0(3) . . . . ?
C7 C2 C3 C4 179.7(4) . . . . ?
C9 C8 N1 C7 -143.9(4) . . . . ?
C9 C8 N1 Co1 44.5(5) . . . . ?
C11 C10 O2 C6 179.6(4) . . . . ?
N1 C8 C9 C8 -73.6(6) . . . 7 ?
O1 C1 C2 C3 180.0(4) . . . . ?
O1 C1 C2 C7 -0.8(6) . . . . ?
O1 C1 C6 C5 -179.1(4) . . . . ?
O1 C1 C6 O2 0.6(5) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.800
_oxdiff_exptl_absorpt_empirical_full_min 0.507
####################################################################### 
# 
# 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_tfmr1asyn
_database_code_depnum_ccdc_archive 'CCDC 2106488'
loop_
_audit_author_name
_audit_author_address
'Thomas Fellowes'
;Liverpool University
United Kingdom
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2022-04-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_tfmr1asyn           
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.912 Why?
RESPONSE: Goniometer constraints at the Australian Synchrotron
;
_vrf_PLAT911_tfmr1asyn           
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.600 521 Report
RESPONSE: see above
;
# end Validation Reply Form
_audit_creation_date             2021-08-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H22 O5'
_chemical_formula_sum            'C17 H22 O5'
_chemical_formula_weight         306.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         C17H22O5
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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.78440(10)
_cell_length_b                   10.21930(10)
_cell_length_c                   18.8935(2)
_cell_angle_alpha                75.4950(10)
_cell_angle_beta                 84.8940(10)
_cell_angle_gamma                88.4970(10)
_cell_volume                     1635.49(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8635
_cell_measurement_temperature    99.96(2)
_cell_measurement_theta_max      28.7390
_cell_measurement_theta_min      2.2220
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.994
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.94554
_exptl_absorpt_correction_T_min  0.94554
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_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             656
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_size_rad          0.395
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.912
_diffrn_reflns_Laue_measured_fraction_max 0.695
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21093
_diffrn_reflns_point_group_measured_fraction_full 0.912
_diffrn_reflns_point_group_measured_fraction_max 0.695
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.175
_diffrn_reflns_theta_min         1.117
_diffrn_ambient_temperature      99.96(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 13.3333
_diffrn_measured_fraction_theta_full 0.912
_diffrn_measured_fraction_theta_max 0.695
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -180.00 180.00   0.10    0.03   0.00   0.00   0.00    --  3600
;
_diffrn_measurement_device_type  'Dectris Eiger2 9M'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0249881000
_diffrn_orient_matrix_UB_12      0.0166497000
_diffrn_orient_matrix_UB_13      -0.0379111000
_diffrn_orient_matrix_UB_21      -0.0658410000
_diffrn_orient_matrix_UB_22      -0.0313201000
_diffrn_orient_matrix_UB_23      -0.0074076000
_diffrn_orient_matrix_UB_31      -0.0401560000
_diffrn_orient_matrix_UB_32      0.0623042000
_diffrn_orient_matrix_UB_33      -0.0047534000
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'MX1 Beamline Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3942
_reflns_number_total             6141
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         6141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1028
_refine_ls_R_factor_gt           0.0673
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1223P)²+0.2529P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1844
_refine_ls_wR_factor_ref         0.2120
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C2(H2), C5(H5), C2A(H2A), C5A(H5A)
1.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C9(H9A,H9B), C4A(H4AA,H4AB), C9A(H9AA,H9AB)
1.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C14(H14), C15(H15), C11A(H11A), C12A(H12A), C14A(H14A),
 C15A(H15A)
1.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C7(H7A,H7B,H7C), C17(H17A,H17B,H17C),
 C1A(H1AA,H1AB,H1AC), C3A(H3AA,H3AB,H3AC), C7A(H7AA,H7AB,H7AC), C17A(H17D,H17E,
 H17F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     SHELXT
_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 0.7384(2) 1.10587(19) 0.17628(10) 0.0438(5) Uani 1 1 d . . . . .
O2 O 0.5707(2) 0.9428(2) 0.23111(12) 0.0543(5) Uani 1 1 d . . . . .
O3 O 0.8409(2) 1.0046(2) 0.30956(11) 0.0554(6) Uani 1 1 d . . . . .
O4 O 0.7965(3) 0.6808(2) 0.61376(11) 0.0582(6) Uani 1 1 d . . . . .
O5 O 0.7015(3) 0.7632(2) 0.70777(11) 0.0574(6) Uani 1 1 d . . . . .
C1 C 0.8361(4) 1.5355(3) 0.14104(18) 0.0550(8) Uani 1 1 d . . . . .
H1A H 0.839148 1.566280 0.186007 0.082 Uiso 1 1 calc R U . . .
H1B H 0.800473 1.609391 0.102096 0.082 Uiso 1 1 calc R U . . .
H1C H 0.938789 1.507334 0.125806 0.082 Uiso 1 1 calc R U . . .
C2 C 0.7274(4) 1.4165(3) 0.15531(16) 0.0489(7) Uani 1 1 d . . . . .
H2 H 0.731726 1.382070 0.110086 0.059 Uiso 1 1 calc R U . . .
C3 C 0.5635(4) 1.4613(3) 0.1717(2) 0.0621(9) Uani 1 1 d . . . . .
H3A H 0.494332 1.384655 0.178549 0.093 Uiso 1 1 calc R U . . .
H3B H 0.534376 1.534357 0.130657 0.093 Uiso 1 1 calc R U . . .
H3C H 0.556748 1.493669 0.216577 0.093 Uiso 1 1 calc R U . . .
C4 C 0.7788(3) 1.3040(3) 0.21770(15) 0.0455(7) Uani 1 1 d . . . . .
H4A H 0.771019 1.337447 0.262737 0.055 Uiso 1 1 calc R U . . .
H4B H 0.888111 1.285054 0.206299 0.055 Uiso 1 1 calc R U . . .
C5 C 0.6921(3) 1.1714(3) 0.23441(15) 0.0434(6) Uani 1 1 d . . . . .
H5 H 0.579480 1.189011 0.236263 0.052 Uiso 1 1 calc R U . . .
C6 C 0.6708(3) 0.9857(3) 0.18354(15) 0.0456(7) Uani 1 1 d . . . . .
C7 C 0.7338(4) 0.9147(3) 0.12735(17) 0.0543(8) Uani 1 1 d . . . . .
H7A H 0.751658 0.980384 0.079799 0.081 Uiso 1 1 calc R U . . .
H7B H 0.660687 0.846639 0.123378 0.081 Uiso 1 1 calc R U . . .
H7C H 0.830468 0.870492 0.141906 0.081 Uiso 1 1 calc R U . . .
C8 C 0.7344(3) 1.0818(3) 0.30718(15) 0.0436(7) Uani 1 1 d . . . . .
C9 C 0.6381(3) 1.1005(3) 0.37446(15) 0.0476(7) Uani 1 1 d . . . . .
H9A H 0.656758 1.191585 0.381167 0.057 Uiso 1 1 calc R U . . .
H9B H 0.528646 1.095054 0.366738 0.057 Uiso 1 1 calc R U . . .
C10 C 0.6726(3) 0.9962(3) 0.44272(15) 0.0442(7) Uani 1 1 d . . . . .
C11 C 0.7801(3) 1.0175(3) 0.48738(16) 0.0478(7) Uani 1 1 d . . . . .
H11 H 0.828444 1.103070 0.477212 0.057 Uiso 1 1 calc R U . . .
C12 C 0.8188(3) 0.9161(3) 0.54699(16) 0.0502(7) Uani 1 1 d . . . . .
H12 H 0.892738 0.931514 0.577704 0.060 Uiso 1 1 calc R U . . .
C13 C 0.7481(3) 0.7928(3) 0.56081(15) 0.0484(7) Uani 1 1 d . . . . .
C14 C 0.6347(3) 0.7709(3) 0.51872(16) 0.0487(7) Uani 1 1 d . . . . .
H14 H 0.582623 0.686862 0.530407 0.058 Uiso 1 1 calc R U . . .
C15 C 0.5987(3) 0.8726(3) 0.45981(16) 0.0473(7) Uani 1 1 d . . . . .
H15 H 0.521948 0.858004 0.430269 0.057 Uiso 1 1 calc R U . . .
C16 C 0.7688(3) 0.6753(3) 0.68605(16) 0.0476(7) Uani 1 1 d . . . . .
C17 C 0.8311(4) 0.5477(3) 0.73054(17) 0.0567(8) Uani 1 1 d . . . . .
H17A H 0.795867 0.471144 0.713883 0.085 Uiso 1 1 calc R U . . .
H17B H 0.795564 0.537038 0.782324 0.085 Uiso 1 1 calc R U . . .
H17C H 0.943025 0.550679 0.724814 0.085 Uiso 1 1 calc R U . . .
O1A O 0.8349(2) 0.0842(2) 0.91005(10) 0.0473(5) Uani 1 1 d . . . . .
O2A O 0.6664(3) 0.2557(3) 0.88882(13) 0.0649(6) Uani 1 1 d . . . . .
O3A O 0.9337(2) 0.2182(2) 0.77484(11) 0.0519(5) Uani 1 1 d . . . . .
O4A O 0.7626(2) 0.5239(2) 0.46170(10) 0.0467(5) Uani 1 1 d . . . . .
O5A O 0.7888(4) 0.4008(3) 0.37951(13) 0.0861(9) Uani 1 1 d . . . . .
C1A C 0.8001(4) -0.3476(3) 0.93684(18) 0.0586(8) Uani 1 1 d . . . . .
H1AA H 0.760233 -0.375674 0.896126 0.088 Uiso 1 1 calc R U . . .
H1AB H 0.759018 -0.406716 0.983508 0.088 Uiso 1 1 calc R U . . .
H1AC H 0.911876 -0.353988 0.932820 0.088 Uiso 1 1 calc R U . . .
C2A C 0.7523(4) -0.2028(3) 0.93387(15) 0.0485(7) Uani 1 1 d . . . . .
H2A H 0.794913 -0.176510 0.975662 0.058 Uiso 1 1 calc R U . . .
C3A C 0.5799(4) -0.1891(4) 0.94302(19) 0.0623(9) Uani 1 1 d . . . . .
H3AA H 0.552694 -0.096151 0.944577 0.093 Uiso 1 1 calc R U . . .
H3AB H 0.540019 -0.251543 0.988846 0.093 Uiso 1 1 calc R U . . .
H3AC H 0.535381 -0.210689 0.901573 0.093 Uiso 1 1 calc R U . . .
C4A C 0.8235(3) -0.1103(3) 0.86245(16) 0.0481(7) Uani 1 1 d . . . . .
H4AA H 0.936060 -0.119393 0.861679 0.058 Uiso 1 1 calc R U . . .
H4AB H 0.791324 -0.142084 0.820688 0.058 Uiso 1 1 calc R U . . .
C5A C 0.7820(3) 0.0376(3) 0.85108(15) 0.0441(7) Uani 1 1 d . . . . .
H5A H 0.668138 0.046568 0.853096 0.053 Uiso 1 1 calc R U . . .
C6A C 0.7729(4) 0.1990(3) 0.92066(17) 0.0521(8) Uani 1 1 d . . . . .
C7A C 0.8469(4) 0.2469(3) 0.97711(18) 0.0590(8) Uani 1 1 d . . . . .
H7AA H 0.789214 0.214300 1.024915 0.088 Uiso 1 1 calc R U . . .
H7AB H 0.848643 0.345911 0.963983 0.088 Uiso 1 1 calc R U . . .
H7AC H 0.951829 0.212030 0.979728 0.088 Uiso 1 1 calc R U . . .
C8A C 0.8498(3) 0.1241(3) 0.77753(15) 0.0456(7) Uani 1 1 d . . . . .
C9A C 0.8061(3) 0.0844(3) 0.71109(15) 0.0444(7) Uani 1 1 d . . . . .
H9AA H 0.704882 0.040110 0.722680 0.053 Uiso 1 1 calc R U . . .
H9AB H 0.881032 0.017183 0.699372 0.053 Uiso 1 1 calc R U . . .
C10A C 0.7990(3) 0.2005(3) 0.64458(15) 0.0417(6) Uani 1 1 d . . . . .
C11A C 0.9208(3) 0.2320(3) 0.59061(15) 0.0432(6) Uani 1 1 d . . . . .
H11A H 1.012483 0.180440 0.596241 0.052 Uiso 1 1 calc R U . . .
C12A C 0.9097(3) 0.3374(3) 0.52906(15) 0.0437(7) Uani 1 1 d . . . . .
H12A H 0.993254 0.358878 0.492697 0.052 Uiso 1 1 calc R U . . .
C13A C 0.7760(3) 0.4110(3) 0.52102(15) 0.0426(6) Uani 1 1 d . . . . .
C14A C 0.6545(3) 0.3829(3) 0.57359(15) 0.0436(7) Uani 1 1 d . . . . .
H14A H 0.563325 0.435114 0.567550 0.052 Uiso 1 1 calc R U . . .
C15A C 0.6664(3) 0.2782(3) 0.63511(15) 0.0447(7) Uani 1 1 d . . . . .
H15A H 0.582863 0.258735 0.671601 0.054 Uiso 1 1 calc R U . . .
C16A C 0.7705(3) 0.5093(3) 0.39285(16) 0.0481(7) Uani 1 1 d . . . . .
C17A C 0.7620(3) 0.6405(3) 0.33864(16) 0.0492(7) Uani 1 1 d . . . . .
H17D H 0.729974 0.710758 0.363941 0.074 Uiso 1 1 calc R U . . .
H17E H 0.687761 0.634989 0.303759 0.074 Uiso 1 1 calc R U . . .
H17F H 0.862788 0.663063 0.312177 0.074 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 C5 1.448(3) . ?
O1 C6 1.349(3) . ?
O2 C6 1.206(3) . ?
O3 C8 1.204(3) . ?
O4 C13 1.403(3) . ?
O4 C16 1.353(3) . ?
O5 C16 1.200(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.520(4) . ?
C2 H2 1.0000 . ?
C2 C3 1.529(5) . ?
C2 C4 1.518(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.520(4) . ?
C5 H5 1.0000 . ?
C5 C8 1.520(4) . ?
C6 C7 1.490(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.513(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.502(4) . ?
C10 C11 1.377(4) . ?
C10 C15 1.387(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.374(4) . ?
C13 C14 1.385(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.484(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
O1A C5A 1.433(4) . ?
O1A C6A 1.334(4) . ?
O2A C6A 1.213(4) . ?
O3A C8A 1.215(4) . ?
O4A C13A 1.403(3) . ?
O4A C16A 1.342(3) . ?
O5A C16A 1.201(4) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C1A C2A 1.517(5) . ?
C2A H2A 1.0000 . ?
C2A C3A 1.516(5) . ?
C2A C4A 1.532(4) . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A H3AC 0.9800 . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A C5A 1.512(4) . ?
C5A H5A 1.0000 . ?
C5A C8A 1.527(4) . ?
C6A C7A 1.483(5) . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C8A C9A 1.496(4) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C9A C10A 1.501(4) . ?
C10A C11A 1.396(4) . ?
C10A C15A 1.392(4) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.382(4) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.377(4) . ?
C13A C14A 1.376(4) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.379(4) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.474(4) . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O1 C5 114.4(2) . . ?
C16 O4 C13 120.3(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 H2 108.4 . . ?
C1 C2 C3 110.5(3) . . ?
C3 C2 H2 108.4 . . ?
C4 C2 C1 109.6(3) . . ?
C4 C2 H2 108.4 . . ?
C4 C2 C3 111.6(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 108.1 . . ?
C2 C4 H4B 108.1 . . ?
C2 C4 C5 116.7(3) . . ?
H4A C4 H4B 107.3 . . ?
C5 C4 H4A 108.1 . . ?
C5 C4 H4B 108.1 . . ?
O1 C5 C4 107.3(2) . . ?
O1 C5 H5 110.2 . . ?
O1 C5 C8 109.3(2) . . ?
C4 C5 H5 110.2 . . ?
C8 C5 C4 109.6(2) . . ?
C8 C5 H5 110.2 . . ?
O1 C6 C7 112.7(2) . . ?
O2 C6 O1 122.3(3) . . ?
O2 C6 C7 125.0(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 C5 120.7(2) . . ?
O3 C8 C9 123.6(3) . . ?
C9 C8 C5 115.6(2) . . ?
C8 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 C8 112.3(2) . . ?
C10 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C11 C10 C9 121.9(3) . . ?
C11 C10 C15 118.9(3) . . ?
C15 C10 C9 119.1(3) . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.8(3) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 O4 121.5(3) . . ?
C12 C13 C14 121.2(3) . . ?
C14 C13 O4 117.0(3) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.9(3) . . ?
C15 C14 H14 120.6 . . ?
C10 C15 H15 119.5 . . ?
C14 C15 C10 121.1(3) . . ?
C14 C15 H15 119.5 . . ?
O4 C16 C17 110.0(3) . . ?
O5 C16 O4 122.4(3) . . ?
O5 C16 C17 127.6(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C6A O1A C5A 116.2(2) . . ?
C16A O4A C13A 120.4(2) . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C2A C1A H1AA 109.5 . . ?
C2A C1A H1AB 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
C1A C2A H2A 107.8 . . ?
C1A C2A C4A 109.1(3) . . ?
C3A C2A C1A 111.3(3) . . ?
C3A C2A H2A 107.8 . . ?
C3A C2A C4A 112.8(3) . . ?
C4A C2A H2A 107.8 . . ?
C2A C3A H3AA 109.5 . . ?
C2A C3A H3AB 109.5 . . ?
C2A C3A H3AC 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C2A C4A H4AA 108.5 . . ?
C2A C4A H4AB 108.5 . . ?
H4AA C4A H4AB 107.5 . . ?
C5A C4A C2A 114.9(2) . . ?
C5A C4A H4AA 108.5 . . ?
C5A C4A H4AB 108.5 . . ?
O1A C5A C4A 108.2(2) . . ?
O1A C5A H5A 108.6 . . ?
O1A C5A C8A 110.0(2) . . ?
C4A C5A H5A 108.6 . . ?
C4A C5A C8A 112.7(2) . . ?
C8A C5A H5A 108.6 . . ?
O1A C6A C7A 112.1(3) . . ?
O2A C6A O1A 123.7(3) . . ?
O2A C6A C7A 124.2(3) . . ?
C6A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
C6A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
O3A C8A C5A 120.9(3) . . ?
O3A C8A C9A 123.6(2) . . ?
C9A C8A C5A 115.5(2) . . ?
C8A C9A H9AA 108.8 . . ?
C8A C9A H9AB 108.8 . . ?
C8A C9A C10A 114.0(2) . . ?
H9AA C9A H9AB 107.7 . . ?
C10A C9A H9AA 108.8 . . ?
C10A C9A H9AB 108.8 . . ?
C11A C10A C9A 122.0(3) . . ?
C15A C10A C9A 119.5(2) . . ?
C15A C10A C11A 118.4(3) . . ?
C10A C11A H11A 119.6 . . ?
C12A C11A C10A 120.8(3) . . ?
C12A C11A H11A 119.6 . . ?
C11A C12A H12A 120.4 . . ?
C13A C12A C11A 119.3(2) . . ?
C13A C12A H12A 120.4 . . ?
C12A C13A O4A 121.3(2) . . ?
C14A C13A O4A 117.3(3) . . ?
C14A C13A C12A 121.2(3) . . ?
C13A C14A H14A 120.3 . . ?
C13A C14A C15A 119.3(3) . . ?
C15A C14A H14A 120.3 . . ?
C10A C15A H15A 119.5 . . ?
C14A C15A C10A 121.0(2) . . ?
C14A C15A H15A 119.5 . . ?
O4A C16A C17A 111.7(3) . . ?
O5A C16A O4A 122.0(3) . . ?
O5A C16A C17A 126.2(3) . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C8 O3 28.0(4) . . . . ?
O1 C5 C8 C9 -154.0(2) . . . . ?
O3 C8 C9 C10 -9.8(4) . . . . ?
O4 C13 C14 C15 -171.1(2) . . . . ?
C1 C2 C4 C5 -174.1(2) . . . . ?
C2 C4 C5 O1 73.4(3) . . . . ?
C2 C4 C5 C8 -168.0(2) . . . . ?
C3 C2 C4 C5 63.2(3) . . . . ?
C4 C5 C8 O3 -89.4(3) . . . . ?
C4 C5 C8 C9 88.7(3) . . . . ?
C5 O1 C6 O2 6.0(4) . . . . ?
C5 O1 C6 C7 -173.7(2) . . . . ?
C5 C8 C9 C10 172.2(2) . . . . ?
C6 O1 C5 C4 179.9(2) . . . . ?
C6 O1 C5 C8 61.1(3) . . . . ?
C8 C9 C10 C11 91.8(3) . . . . ?
C8 C9 C10 C15 -85.6(3) . . . . ?
C9 C10 C11 C12 -175.0(3) . . . . ?
C9 C10 C15 C14 175.3(2) . . . . ?
C10 C11 C12 C13 0.2(4) . . . . ?
C11 C10 C15 C14 -2.1(4) . . . . ?
C11 C12 C13 O4 171.2(2) . . . . ?
C11 C12 C13 C14 -3.2(4) . . . . ?
C12 C13 C14 C15 3.5(4) . . . . ?
C13 O4 C16 O5 0.9(5) . . . . ?
C13 O4 C16 C17 -179.9(3) . . . . ?
C13 C14 C15 C10 -0.8(4) . . . . ?
C15 C10 C11 C12 2.4(4) . . . . ?
C16 O4 C13 C12 72.1(4) . . . . ?
C16 O4 C13 C14 -113.2(3) . . . . ?
O1A C5A C8A O3A -1.0(4) . . . . ?
O1A C5A C8A C9A 178.8(2) . . . . ?
O3A C8A C9A C10A -31.0(4) . . . . ?
O4A C13A C14A C15A -175.9(3) . . . . ?
C1A C2A C4A C5A 178.5(3) . . . . ?
C2A C4A C5A O1A 60.8(3) . . . . ?
C2A C4A C5A C8A -177.3(3) . . . . ?
C3A C2A C4A C5A 54.2(4) . . . . ?
C4A C5A C8A O3A -121.9(3) . . . . ?
C4A C5A C8A C9A 58.0(3) . . . . ?
C5A O1A C6A O2A 7.8(4) . . . . ?
C5A O1A C6A C7A -173.6(2) . . . . ?
C5A C8A C9A C10A 149.2(2) . . . . ?
C6A O1A C5A C4A -162.0(2) . . . . ?
C6A O1A C5A C8A 74.4(3) . . . . ?
C8A C9A C10A C11A 96.8(3) . . . . ?
C8A C9A C10A C15A -84.5(3) . . . . ?
C9A C10A C11A C12A 178.4(3) . . . . ?
C9A C10A C15A C14A -178.0(3) . . . . ?
C10A C11A C12A C13A -0.5(4) . . . . ?
C11A C10A C15A C14A 0.7(4) . . . . ?
C11A C12A C13A O4A 176.1(3) . . . . ?
C11A C12A C13A C14A 1.0(4) . . . . ?
C12A C13A C14A C15A -0.6(4) . . . . ?
C13A O4A C16A O5A 0.2(4) . . . . ?
C13A O4A C16A C17A -176.9(2) . . . . ?
C13A C14A C15A C10A -0.2(4) . . . . ?
C15A C10A C11A C12A -0.3(4) . . . . ?
C16A O4A C13A C12A 64.8(4) . . . . ?
C16A O4A C13A C14A -119.9(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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.401
_oxdiff_exptl_absorpt_empirical_full_min 0.811

####################################################################### 
# 
# 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_tf-mr2-mo
_database_code_depnum_ccdc_archive 'CCDC 2106489'
loop_
_audit_author_name
_audit_author_address
'Thomas Fellowes'
;Liverpool University
United Kingdom
;
_audit_update_record             
;
2021-08-31 deposited with the CCDC.	2022-04-25 downloaded from the CCDC.
;
_audit_creation_date             2021-08-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H26 N2 O4, C H4 O'
_chemical_formula_sum            'C22 H30 N2 O5'
_chemical_formula_weight         402.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.36320(10)
_cell_length_b                   10.77980(10)
_cell_length_c                   12.6342(2)
_cell_angle_alpha                67.3400(10)
_cell_angle_beta                 80.5230(10)
_cell_angle_gamma                88.5940(10)
_cell_volume                     1035.80(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    33002
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      44.4210
_cell_measurement_theta_min      2.4600
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.556
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             432
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 -2 15 0.0927
1 -15 -5 0.0867
-1 15 4 0.0706
2 -1 -16 0.0975
11 -1 -2 0.1048
-11 1 2 0.1518
-1 -15 -6 0.0725
0 -1 15 0.0777
-11 -1 -7 0.1847
-2 -14 -2 0.0596
-8 2 10 0.1170
-5 -2 -17 0.1478

_exptl_crystal_size_max          0.349
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.158
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2.0000 -2.0000 15.0000 0.9335 0.4244 0.1155
1.0000 -15.0000 -5.0000 0.0670 0.0620 0.9930
-1.0000 15.0000 4.0000 -0.1268 -0.0770 -0.9936
2.0000 -1.0000 -16.0000 -0.9214 -0.3951 0.0806
11.0000 -1.0000 -2.0000 -0.0274 -0.9488 0.2058
-11.0000 1.0000 2.0000 0.0274 0.9488 -0.2058
-1.0000 -15.0000 -6.0000 -0.0053 0.2167 0.9665
0.0000 -1.0000 15.0000 0.9219 0.2399 0.0756
-11.0000 -1.0000 -7.0000 -0.4633 0.8433 -0.0807
-2.0000 -14.0000 -2.0000 0.2039 0.3468 0.8908
-8.0000 2.0000 10.0000 0.5009 0.7995 -0.2274
-5.0000 -2.0000 -17.0000 -1.0007 0.1988 0.0554

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            61757
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.318
_diffrn_reflns_theta_min         2.129
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     36.00 114.00   0.50    3.21    --   42.08  37.00  60.00  156
  2  ω     85.00 111.00   0.50    3.21    --   42.08  57.00 120.00   52
  3  ω     83.00 114.00   0.50    3.21    --   42.08  57.00 150.00   62
  4  ω     65.00  90.00   0.50    3.21    --   42.08 136.00  46.00   50
  5  ω     85.00 113.00   0.50    3.21    --   42.08 178.00   0.00   56
  6  ω     58.00  83.00   0.50    3.21    --   42.08 178.00   0.00   50
  7  ω     63.00 114.00   0.50    3.21    --   42.08 178.00  30.00  102
  8  ω     54.00  96.00   0.50    3.21    --   42.08 178.00  90.00   84
  9  ω     50.00  76.00   0.50    3.21    --   42.08 178.00  60.00   52
 10  ω     50.00  83.00   0.50    3.21    --   42.08 178.00 -90.00   66
 11  ω     89.00 115.00   0.50    3.21    --   42.08 178.00-150.00   52
 12  ω     66.00  91.00   0.50    3.21    --   42.08 133.00-131.00   50
 13  ω     69.00 114.00   0.50    3.21    --   42.08  37.00 -60.00   90
 14  ω     35.00  60.00   0.50    3.21    --   42.08 -75.00-114.49   50
 15  ω     44.00  76.00   0.50    3.21    --   42.08 -99.00-150.00   64
 16  ω     35.00  62.00   0.50    3.21    --   42.08 -77.00-180.00   54
 17  ω     -7.00  45.00   0.50    3.21    --   42.08 -99.00-180.00  104
 18  ω     -8.00  18.00   0.50    3.21    --   42.08 -57.00 -90.00   52
 19  ω     27.00  53.00   0.50    3.21    --   42.08 -99.00 -30.00   52
 20  ω     56.00  90.00   0.50    3.21    --   42.08-136.00 -17.00   68
 21  ω     68.00  93.00   0.50    3.21    --   42.08-133.00  33.14   50
 22  ω     43.00  75.00   0.50    3.21    --   42.08 -99.00  90.00   64
 23  ω     30.00  55.00   0.50    3.21    --   42.08-133.00 160.00   50
 24  ω      5.00  86.00   0.50    3.21    --   42.08-118.00 138.93  162
 25  ω     26.00  52.00   0.50    3.21    --   42.08 -77.00  30.00   52
 26  ω     -5.00  31.00   0.50    3.21    --   42.08 -99.00  90.00   72
 27  ω     -9.00  17.00   0.50    3.21    --   42.08 -57.00  30.00   52
 28  ω     -7.00  73.00   0.50    3.21    --   42.08 -99.00   0.00  160
 29  ω     76.00 109.00   0.50    3.21    --   42.08-178.00 -90.00   66
 30  ω     54.00  79.00   0.50    3.21    --   42.08-165.00-123.86   50
 31  ω     -1.00  25.00   0.50    3.21    --   42.08 -75.00-132.43   52
 32  ω    -13.00  12.00   0.50    3.21    --   42.08 -37.00-120.00   50
 33  ω    -31.00  -6.00   0.50    3.21    --   42.08 -37.00 -90.00   50
 34  ω    -17.00  12.00   0.50    3.21    --   42.08 -37.00 -60.00   58
 35  ω    -23.00   2.00   0.50    3.21    --   42.08 -57.00-120.00   50
 36  ω    -24.00  11.00   0.50    3.21    --   42.08 -77.00-150.00   70
 37  ω    -25.00  20.00   0.50    3.21    --   42.08 -77.00-180.00   90
 38  ω     35.00  61.00   0.50    3.21    --   42.08  37.00 -90.00   52
 39  ω     40.00  65.00   0.50    3.21    --   42.08  19.00   0.00   50
 40  ω     40.00  65.00   0.50    3.21    --   42.08  37.00  90.00   50
 41  ω    -20.00  10.00   0.50    3.21    --   42.08 -37.00  90.00   60
 42  ω    -21.00   4.00   0.50    3.21    --   42.08 -37.00  60.00   50
 43  ω    -56.00 -30.00   0.50    3.21    --  -41.30 -57.00 120.00   52
 44  ω    -83.00 -49.00   0.50    3.21    --  -41.30 113.00  -7.93   68
 45  ω    -94.00 -68.00   0.50    3.21    --  -41.30 136.00  46.00   52
 46  ω    -93.00 -68.00   0.50    3.21    --  -41.30 133.00-131.00   50
 47  ω    -87.00 -62.00   0.50    3.21    --  -41.30 121.00 -75.24   50
 48  ω   -101.00 -76.00   0.50    3.21    --  -41.30 145.00-100.29   50
 49  ω    -91.00 -66.00   0.50    3.21    --  -41.30 129.00 119.36   50
 50  ω    -88.00 -63.00   0.50    3.21    --  -41.30 123.00 167.87   50
 51  ω    -86.00 -61.00   0.50    3.21    --  -41.30 119.00 134.41   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0062072000
_diffrn_orient_matrix_UB_12      -0.0240044000
_diffrn_orient_matrix_UB_13      0.0598607000
_diffrn_orient_matrix_UB_21      -0.0848689000
_diffrn_orient_matrix_UB_22      -0.0147910000
_diffrn_orient_matrix_UB_23      0.0150081000
_diffrn_orient_matrix_UB_31      0.0128713000
_diffrn_orient_matrix_UB_32      -0.0655628000
_diffrn_orient_matrix_UB_33      0.0006715000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8443
_reflns_number_total             10019
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.598
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         10019
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0408
_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)+(0.0679P)²+0.1561P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1223
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 O5-H5 \\sim O5A-H5
 with sigma of 0.02
 O5-C5 \\sim O5A-C5
 with sigma of 0.02
2. Others
 Sof(H5BE)=Sof(H5BF)=Sof(H5BD)=Sof(O5A)=1-FVAR(1)
 Sof(O5)=Sof(H5AB)=Sof(H5AC)=Sof(H5AA)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C8(H8A,H8B), C20(H20A,H20B), C18(H18A,H18B)
3.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C23(H23), C15(H15), C13(H13), C14(H14), C7(H7), C4(H4), C3(H3)
3.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C19(H19A,H19B,H19C), C5(H5AB,H5AC,H5AA), C5(H5BE,H5BF,
 H5BD)
;
_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
O1 O 0.23749(6) 0.30295(5) 0.54676(4) 0.01631(9) Uani 1 1 d . . . . .
H1 H 0.2960(15) 0.3920(12) 0.4951(11) 0.024 Uiso 1 1 d . U . . .
O4 O 0.33971(6) 1.34300(5) 0.04790(4) 0.01652(9) Uani 1 1 d . . . . .
O2 O 0.04332(6) 0.08608(5) 0.63629(5) 0.01941(10) Uani 1 1 d . . . . .
O3 O 0.48509(6) 1.11855(5) 0.04396(4) 0.01596(9) Uani 1 1 d . . . . .
N2 N 0.62183(7) 0.88400(5) 0.16137(5) 0.01362(9) Uani 1 1 d . . . . .
H2 H 0.5772(13) 0.9276(11) 0.0978(10) 0.016 Uiso 1 1 d . U . . .
N1 N 0.31380(7) 0.53720(5) 0.39171(5) 0.01582(10) Uani 1 1 d . . . . .
C6 C 0.06569(7) 0.42122(6) 0.40850(5) 0.01386(10) Uani 1 1 d . . . . .
C1 C 0.10238(7) 0.30681(6) 0.50140(5) 0.01351(10) Uani 1 1 d . . . . .
C12 C 0.39667(7) 1.26092(6) 0.14573(5) 0.01372(10) Uani 1 1 d . . . . .
C16 C 0.53939(7) 1.05681(6) 0.23615(5) 0.01333(10) Uani 1 1 d . . . . .
C11 C 0.47419(7) 1.14301(6) 0.13648(5) 0.01255(9) Uani 1 1 d . . . . .
C17 C 0.61410(7) 0.93613(6) 0.23987(5) 0.01374(10) Uani 1 1 d . . . . .
H17 H 0.662382 0.889401 0.304484 0.016 Uiso 1 1 calc R U . . .
C2 C -0.00537(8) 0.19230(6) 0.54836(6) 0.01555(10) Uani 1 1 d . . . . .
C9 C 0.54391(8) 0.64039(6) 0.23500(6) 0.01559(10) Uani 1 1 d . . . . .
H9A H 0.485175 0.643862 0.173872 0.019 Uiso 1 1 calc R U . . .
H9B H 0.590481 0.552700 0.263593 0.019 Uiso 1 1 calc R U . . .
C23 C -0.07782(8) 0.42157(7) 0.36387(6) 0.01830(11) Uani 1 1 d . . . . .
H23 H -0.102283 0.497447 0.302705 0.022 Uiso 1 1 calc R U . . .
C10 C 0.68158(8) 0.74879(6) 0.18325(6) 0.01507(10) Uani 1 1 d . . . . .
H10A H 0.758748 0.729724 0.236478 0.018 Uiso 1 1 calc R U . . .
H10B H 0.737899 0.745892 0.110762 0.018 Uiso 1 1 calc R U . . .
C15 C 0.52650(8) 1.08500(7) 0.33840(6) 0.01664(11) Uani 1 1 d . . . . .
H15 H 0.572428 1.028443 0.401200 0.020 Uiso 1 1 calc R U . . .
C13 C 0.38260(8) 1.28362(7) 0.24691(6) 0.01714(11) Uani 1 1 d . . . . .
H13 H 0.329739 1.358847 0.251261 0.021 Uiso 1 1 calc R U . . .
C14 C 0.44690(9) 1.19485(7) 0.34455(6) 0.01861(11) Uani 1 1 d . . . . .
H14 H 0.434949 1.211314 0.412423 0.022 Uiso 1 1 calc R U . . .
C8 C 0.42419(8) 0.65562(6) 0.33443(6) 0.01687(11) Uani 1 1 d . . . . .
H8A H 0.483329 0.666444 0.390451 0.020 Uiso 1 1 calc R U . . .
H8B H 0.362478 0.735277 0.303974 0.020 Uiso 1 1 calc R U . . .
C7 C 0.17683(8) 0.53839(6) 0.35762(6) 0.01502(10) Uani 1 1 d . . . . .
H7 H 0.148552 0.615578 0.299440 0.018 Uiso 1 1 calc R U . . .
C20 C 0.26966(9) 1.46525(7) 0.05058(7) 0.01916(12) Uani 1 1 d . . . . .
H20A H 0.349342 1.519892 0.063022 0.023 Uiso 1 1 calc R U . . .
H20B H 0.177979 1.444555 0.113511 0.023 Uiso 1 1 calc R U . . .
C4 C -0.18225(9) 0.30961(7) 0.41066(7) 0.02105(12) Uani 1 1 d . . . . .
H4 H -0.277052 0.310265 0.380977 0.025 Uiso 1 1 calc R U . . .
C3 C -0.14616(8) 0.19480(7) 0.50279(7) 0.01971(12) Uani 1 1 d . . . . .
H3 H -0.217141 0.119637 0.533668 0.024 Uiso 1 1 calc R U . . .
C18 C -0.06326(9) -0.03199(7) 0.68956(8) 0.02346(14) Uani 1 1 d . . . . .
H18A H -0.078371 -0.068508 0.632533 0.028 Uiso 1 1 calc R U . . .
H18B H -0.168376 -0.010140 0.721884 0.028 Uiso 1 1 calc R U . . .
C21 C 0.21518(10) 1.54003(7) -0.06435(7) 0.02420(14) Uani 1 1 d . . . . .
H21A H 0.306820 1.560413 -0.125965 0.036 Uiso 1 1 calc R U . . .
H21B H 0.167755 1.622160 -0.064688 0.036 Uiso 1 1 calc R U . . .
H21C H 0.136215 1.485233 -0.075728 0.036 Uiso 1 1 calc R U . . .
C19 C 0.01552(10) -0.13269(8) 0.78463(8) 0.02863(17) Uani 1 1 d . . . . .
H19A H 0.116371 -0.157437 0.750980 0.043 Uiso 1 1 calc R U . . .
H19B H -0.055234 -0.211299 0.825469 0.043 Uiso 1 1 calc R U . . .
H19C H 0.035553 -0.093409 0.837953 0.043 Uiso 1 1 calc R U . . .
O5 O 0.7832(7) 1.2335(4) -0.0877(5) 0.0319(9) Uani 0.47(3) 1 d D . P A 1
H5 H 0.681(2) 1.1969(15) -0.0446(14) 0.048 Uiso 1 1 d D U . . .
C5 C 0.86983(13) 1.12506(10) -0.09623(10) 0.0374(2) Uani 1 1 d D . . . .
H5AB H 0.913659 1.144317 -0.176348 0.056 Uiso 0.47(3) 1 calc R U P A 1
H5AC H 0.798893 1.046128 -0.065991 0.056 Uiso 0.47(3) 1 calc R U P A 1
H5AA H 0.956772 1.109856 -0.052235 0.056 Uiso 0.47(3) 1 calc R U P A 1
H5BE H 0.962372 1.156935 -0.157081 0.056 Uiso 0.53(3) 1 calc R U P A 2
H5BF H 0.810933 1.056219 -0.106361 0.056 Uiso 0.53(3) 1 calc R U P A 2
H5BD H 0.905416 1.088768 -0.022149 0.056 Uiso 0.53(3) 1 calc R U P A 2
O5A O 0.7702(8) 1.2305(5) -0.1007(7) 0.0460(10) Uani 0.53(3) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 1.011(12) . ?
O1 C1 1.3414(8) . ?
O4 C12 1.3668(8) . ?
O4 C20 1.4390(8) . ?
O2 C2 1.3627(8) . ?
O2 C18 1.4372(8) . ?
O3 C11 1.2827(7) . ?
N2 H2 0.897(11) . ?
N2 C17 1.3077(8) . ?
N2 C10 1.4662(8) . ?
N1 C8 1.4600(8) . ?
N1 C7 1.2866(8) . ?
C6 C1 1.4063(9) . ?
C6 C23 1.4069(9) . ?
C6 C7 1.4518(9) . ?
C1 C2 1.4150(9) . ?
C12 C11 1.4486(8) . ?
C12 C13 1.3776(9) . ?
C16 C11 1.4305(9) . ?
C16 C17 1.4169(8) . ?
C16 C15 1.4241(9) . ?
C17 H17 0.9300 . ?
C2 C3 1.3887(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5323(9) . ?
C9 C8 1.5311(9) . ?
C23 H23 0.9300 . ?
C23 C4 1.3787(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C15 H15 0.9300 . ?
C15 C14 1.3663(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.4179(10) . ?
C14 H14 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 H7 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.5046(11) . ?
C4 H4 0.9300 . ?
C4 C3 1.4018(10) . ?
C3 H3 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.5087(11) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
O5 H5 0.936(17) . ?
O5 C5 1.390(4) . ?
C5 H5AB 0.9600 . ?
C5 H5AC 0.9600 . ?
C5 H5AA 0.9600 . ?
C5 H5BE 0.9600 . ?
C5 H5BF 0.9600 . ?
C5 H5BD 0.9600 . ?
C5 O5A 1.382(4) . ?
O5A H5 0.909(17) . ?

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
C1 O1 H1 103.4(7) . . ?
C12 O4 C20 116.44(5) . . ?
C2 O2 C18 117.18(5) . . ?
C17 N2 H2 118.6(7) . . ?
C17 N2 C10 120.96(5) . . ?
C10 N2 H2 119.9(7) . . ?
C7 N1 C8 118.96(6) . . ?
C1 C6 C23 120.00(6) . . ?
C1 C6 C7 120.04(6) . . ?
C23 C6 C7 119.96(6) . . ?
O1 C1 C6 121.74(5) . . ?
O1 C1 C2 118.89(5) . . ?
C6 C1 C2 119.37(6) . . ?
O4 C12 C11 114.38(5) . . ?
O4 C12 C13 124.63(6) . . ?
C13 C12 C11 120.99(6) . . ?
C17 C16 C11 121.63(5) . . ?
C17 C16 C15 116.61(6) . . ?
C15 C16 C11 121.71(5) . . ?
O3 C11 C12 121.89(5) . . ?
O3 C11 C16 122.22(5) . . ?
C16 C11 C12 115.89(5) . . ?
N2 C17 C16 126.40(6) . . ?
N2 C17 H17 116.8 . . ?
C16 C17 H17 116.8 . . ?
O2 C2 C1 114.63(6) . . ?
O2 C2 C3 125.73(6) . . ?
C3 C2 C1 119.64(6) . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C8 C9 C10 113.52(5) . . ?
C6 C23 H23 119.9 . . ?
C4 C23 C6 120.11(6) . . ?
C4 C23 H23 119.9 . . ?
N2 C10 C9 112.10(5) . . ?
N2 C10 H10A 109.2 . . ?
N2 C10 H10B 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C16 C15 H15 119.9 . . ?
C14 C15 C16 120.23(6) . . ?
C14 C15 H15 119.9 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.48(6) . . ?
C14 C13 H13 119.3 . . ?
C15 C14 C13 119.64(6) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
N1 C8 C9 110.13(5) . . ?
N1 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
N1 C7 C6 121.08(6) . . ?
N1 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
O4 C20 H20A 110.1 . . ?
O4 C20 H20B 110.1 . . ?
O4 C20 C21 107.88(6) . . ?
H20A C20 H20B 108.4 . . ?
C21 C20 H20A 110.1 . . ?
C21 C20 H20B 110.1 . . ?
C23 C4 H4 119.9 . . ?
C23 C4 C3 120.28(6) . . ?
C3 C4 H4 119.9 . . ?
C2 C3 C4 120.59(6) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
O2 C18 H18A 110.3 . . ?
O2 C18 H18B 110.3 . . ?
O2 C18 C19 106.95(6) . . ?
H18A C18 H18B 108.6 . . ?
C19 C18 H18A 110.3 . . ?
C19 C18 H18B 110.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C5 O5 H5 105.5(10) . . ?
O5 C5 H5AB 109.5 . . ?
O5 C5 H5AC 109.5 . . ?
O5 C5 H5AA 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
H5AB C5 H5AA 109.5 . . ?
H5AC C5 H5AA 109.5 . . ?
H5BE C5 H5BF 109.5 . . ?
H5BE C5 H5BD 109.5 . . ?
H5BF C5 H5BD 109.5 . . ?
O5A C5 H5BE 109.5 . . ?
O5A C5 H5BF 109.5 . . ?
O5A C5 H5BD 109.5 . . ?
C5 O5A H5 107.7(10) . . ?

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 O2 -1.15(9) . . . . ?
O1 C1 C2 C3 179.71(6) . . . . ?
O4 C12 C11 O3 -0.96(9) . . . . ?
O4 C12 C11 C16 178.28(5) . . . . ?
O4 C12 C13 C14 -179.06(6) . . . . ?
O2 C2 C3 C4 -178.94(7) . . . . ?
C6 C1 C2 O2 178.64(6) . . . . ?
C6 C1 C2 C3 -0.50(9) . . . . ?
C6 C23 C4 C3 -0.07(11) . . . . ?
C1 C6 C23 C4 -0.34(10) . . . . ?
C1 C6 C7 N1 3.91(9) . . . . ?
C1 C2 C3 C4 0.09(11) . . . . ?
C12 O4 C20 C21 180.00(6) . . . . ?
C12 C13 C14 C15 0.81(10) . . . . ?
C16 C15 C14 C13 -2.44(10) . . . . ?
C11 C12 C13 C14 1.70(10) . . . . ?
C11 C16 C17 N2 -5.66(10) . . . . ?
C11 C16 C15 C14 1.63(10) . . . . ?
C17 N2 C10 C9 92.15(7) . . . . ?
C17 C16 C11 O3 -2.65(9) . . . . ?
C17 C16 C11 C12 178.12(5) . . . . ?
C17 C16 C15 C14 -175.83(6) . . . . ?
C2 O2 C18 C19 -178.92(7) . . . . ?
C23 C6 C1 O1 -179.59(6) . . . . ?
C23 C6 C1 C2 0.62(9) . . . . ?
C23 C6 C7 N1 -175.31(6) . . . . ?
C23 C4 C3 C2 0.19(11) . . . . ?
C10 N2 C17 C16 -170.97(6) . . . . ?
C10 C9 C8 N1 -170.42(5) . . . . ?
C15 C16 C11 O3 -179.98(6) . . . . ?
C15 C16 C11 C12 0.78(9) . . . . ?
C15 C16 C17 N2 171.81(6) . . . . ?
C13 C12 C11 O3 178.35(6) . . . . ?
C13 C12 C11 C16 -2.41(9) . . . . ?
C8 N1 C7 C6 177.47(6) . . . . ?
C8 C9 C10 N2 -46.13(7) . . . . ?
C7 N1 C8 C9 -93.12(7) . . . . ?
C7 C6 C1 O1 1.19(9) . . . . ?
C7 C6 C1 C2 -178.60(6) . . . . ?
C7 C6 C23 C4 178.88(6) . . . . ?
C20 O4 C12 C11 -176.69(5) . . . . ?
C20 O4 C12 C13 4.02(9) . . . . ?
C18 O2 C2 C1 178.42(6) . . . . ?
C18 O2 C2 C3 -2.50(10) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.212
_oxdiff_exptl_absorpt_empirical_full_min 0.891
####################################################################### 
# 
# 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_tf-mr8_mo_smart_abs
_database_code_depnum_ccdc_archive 'CCDC 2106490'
loop_
_audit_author_name
_audit_author_address
'Jonathan White'
;University of Melbourne
Australia
;
_audit_update_record             
;
2022-02-18 deposited with the CCDC.	2022-04-25 downloaded from the CCDC.
;
_audit_creation_date             2022-02-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H31 Co N2 O6'
_chemical_formula_sum            'C26 H31 Co N2 O6'
_chemical_formula_weight         526.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H31 N2 O6 Co'
_chemical_oxdiff_usercomment     'TF_MR8_Mo repeat'
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'
Co Co 0.3494 0.9721 '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                   7.94650(10)
_cell_length_b                   26.3631(3)
_cell_length_c                   11.4522(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.6130(10)
_cell_angle_gamma                90
_cell_volume                     2396.68(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    48379
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      58.0110
_cell_measurement_theta_min      2.9220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.761
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.573
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark green'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
11 3 -1 0.2113
-11 -3 1 0.2113
-1 -6 16 0.0475
1 6 -16 0.0475
0 37 1 0.0580
0 -37 -1 0.0580

_exptl_crystal_size_max          0.445
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.095
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
11.1620 2.9497 -1.1045 0.6896 0.0544 -0.7222
-11.1620 -2.9497 1.1045 -0.6896 -0.0544 0.7222
-0.6416 -5.5993 15.9599 -0.7834 0.1029 -0.6130
0.6416 5.5993 -15.9599 0.7834 -0.1029 0.6130
0.2083 37.0733 1.1504 0.0781 -0.9880 -0.1331
-0.2083 -37.0733 -1.1504 -0.0781 0.9880 0.1331

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       58
_diffrn_reflns_limit_k_min       -62
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            176974
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         57.909
_diffrn_reflns_theta_min         2.357
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  23.00   0.50    2.00    --    0.31 -77.00 -60.00   96
  2  ω     31.00  76.00   0.50   12.00    --   68.78-125.00-121.00   90
  3  ω     -4.00  40.00   0.50   12.00    --   68.78 -57.00-120.00   88
  4  ω     49.00  93.00   0.50   12.00    --   68.78-145.00  71.00   88
  5  ω     -2.00  86.00   0.50   12.00    --   68.78 -77.00  60.00  176
  6  ω    -22.00  25.00   0.50    2.00    --    0.31  77.00  60.00   94
  7  ω     60.00 111.00   0.50   12.00    --   68.78 145.00 123.00  102
  8  ω     74.00 106.00   0.50   12.00    --   68.78 125.00 -43.00   64
  9  ω    103.00 142.00   0.50   12.00    --   68.78  77.00-180.00   78
 10  ω    -42.00   7.00   0.50   12.00    --  -68.16  19.00-180.00   98
 11  ω    -85.00 -34.00   0.50   12.00    --  -68.16 125.00-150.00  102
 12  ω   -107.00 -59.00   0.50   12.00    --  -68.16 125.00 -43.00   96
 13  ω   -107.00 -36.00   0.50   12.00    --  -68.16 125.00-120.00  142
 14  ω   -117.00 -79.00   0.50   12.00    --  -68.16 145.00 123.00   76
 15  ω    -78.00   4.00   0.50   12.00    --  -68.16  57.00 150.00  164
 16  ω   -121.00 -95.00   0.50   12.00    --  -68.16-125.00-121.00   52
 17  ω   -133.00 -83.00   0.50   12.00    --  -68.16-145.00  71.00  100
 18  ω   -140.00-101.00   0.50   12.00    --  -68.16 -77.00  60.00   78
 19  ω   -140.00 -82.00   0.50   12.00    --  -68.16 -57.00 -60.00  116
 20  ω   -136.00 -95.00   0.50   12.00    --  -68.16-125.00 -60.00   82
 21  ω   -141.00 -95.00   0.50   12.00    --  -68.16-125.00-150.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0564076000
_diffrn_orient_matrix_UB_12      0.0032080000
_diffrn_orient_matrix_UB_13      -0.0456903000
_diffrn_orient_matrix_UB_21      0.0116711000
_diffrn_orient_matrix_UB_22      -0.0266406000
_diffrn_orient_matrix_UB_23      -0.0024275000
_diffrn_orient_matrix_UB_31      -0.0683352000
_diffrn_orient_matrix_UB_32      -0.0019090000
_diffrn_orient_matrix_UB_33      -0.0418243000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                20898
_reflns_number_total             33335
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     54.99
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.818
_refine_diff_density_min         -1.455
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         33335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+0.1168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1269
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C11(H11A,H11B), C13(H13A,H13B), C2(H2A,H2B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C6(H6), C10(H10), C8(H8), C25(H25), C7(H7), C20(H20), C18(H18),
 C19(H19)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C27(H27A,H27B,H27C), C1(H1A,H1B,H1C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.55738(2) 0.60304(2) 0.18637(2) 0.01162(2) Uani 1 1 d . . . . .
O2 O 0.43982(6) 0.57418(2) 0.30857(4) 0.01448(6) Uani 1 1 d . . . . .
O3 O 0.35017(6) 0.59960(2) 0.09425(4) 0.01502(7) Uani 1 1 d . . . . .
O4 O 0.67997(6) 0.63772(2) 0.07170(4) 0.01542(7) Uani 1 1 d . . . . .
O1 O 0.20295(6) 0.55467(2) 0.46937(4) 0.01605(7) Uani 1 1 d . . . . .
O5 O 0.48483(6) 0.66699(2) 0.23912(4) 0.01547(7) Uani 1 1 d . . . . .
O6 O 0.26386(7) 0.73686(2) 0.32571(6) 0.02067(9) Uani 1 1 d . . . . .
N2 N 0.76022(7) 0.60604(2) 0.28365(5) 0.01500(7) Uani 1 1 d . . . . .
N1 N 0.62017(7) 0.53773(2) 0.12859(4) 0.01385(7) Uani 1 1 d . . . . .
C26 C 0.32344(8) 0.62521(2) 0.00103(5) 0.01389(8) Uani 1 1 d . . . . .
C24 C 0.61126(8) 0.65865(2) -0.01853(5) 0.01361(8) Uani 1 1 d . . . . .
C4 C 0.36334(7) 0.53062(2) 0.30282(5) 0.01293(7) Uani 1 1 d . . . . .
C14 C 0.76502(9) 0.62974(3) 0.38249(6) 0.01724(9) Uani 1 1 d . . . . .
H14 H 0.864316 0.625889 0.431078 0.021 Uiso 1 1 calc R U . . .
C6 C 0.30908(9) 0.44535(2) 0.22148(6) 0.01751(9) Uani 1 1 d . . . . .
H6 H 0.333181 0.420053 0.165575 0.021 Uiso 1 1 calc R U . . .
C10 C 0.53479(8) 0.49692(2) 0.14556(5) 0.01476(8) Uani 1 1 d . . . . .
H10 H 0.567330 0.467317 0.105021 0.018 Uiso 1 1 calc R U . . .
C9 C 0.39547(8) 0.49222(2) 0.21994(5) 0.01401(8) Uani 1 1 d . . . . .
C8 C 0.16020(9) 0.47281(3) 0.38726(6) 0.01786(9) Uani 1 1 d . . . . .
H8 H 0.080815 0.466083 0.444856 0.021 Uiso 1 1 calc R U . . .
C3 C 0.24366(8) 0.51879(2) 0.38813(5) 0.01445(8) Uani 1 1 d . . . . .
C25 C 0.44203(8) 0.65373(2) -0.05645(5) 0.01536(8) Uani 1 1 d . . . . .
H25 H 0.405625 0.670967 -0.125939 0.018 Uiso 1 1 calc R U . . .
C12 C 0.91538(9) 0.53523(3) 0.18415(6) 0.01916(10) Uani 1 1 d . . . . .
H12A H 0.887204 0.509629 0.243409 0.023 Uiso 1 1 calc R U . . .
H12B H 1.028411 0.526946 0.156569 0.023 Uiso 1 1 calc R U . . .
C11 C 0.78714(8) 0.53181(3) 0.08136(6) 0.01720(9) Uani 1 1 d . . . . .
H11A H 0.807487 0.558932 0.023899 0.021 Uiso 1 1 calc R U . . .
H11B H 0.795891 0.498581 0.041842 0.021 Uiso 1 1 calc R U . . .
C15 C 0.63469(10) 0.66135(2) 0.42597(6) 0.01776(10) Uani 1 1 d . . . . .
C13 C 0.92143(8) 0.58743(3) 0.24130(6) 0.01822(10) Uani 1 1 d . . . . .
H13A H 1.004864 0.586451 0.308147 0.022 Uiso 1 1 calc R U . . .
H13B H 0.962420 0.612165 0.184088 0.022 Uiso 1 1 calc R U . . .
C16 C 0.50177(9) 0.67930(2) 0.34910(5) 0.01556(8) Uani 1 1 d . . . . .
C7 C 0.19098(9) 0.43584(3) 0.30244(7) 0.01940(10) Uani 1 1 d . . . . .
H7 H 0.130841 0.404684 0.301176 0.023 Uiso 1 1 calc R U . . .
C17 C 0.38769(9) 0.71460(2) 0.39660(6) 0.01770(9) Uani 1 1 d . . . . .
C23 C 0.72656(9) 0.69013(3) -0.08945(6) 0.01838(10) Uani 1 1 d . . . . .
H23A H 0.823691 0.701061 -0.039937 0.028 Uiso 1 1 calc R U . . .
H23B H 0.665675 0.719986 -0.119984 0.028 Uiso 1 1 calc R U . . .
H23C H 0.765546 0.669889 -0.154709 0.028 Uiso 1 1 calc R U . . .
C20 C 0.65220(12) 0.67917(3) 0.54207(6) 0.02306(13) Uani 1 1 d . . . . .
H20 H 0.744495 0.667868 0.590928 0.028 Uiso 1 1 calc R U . . .
C18 C 0.40454(11) 0.72974(3) 0.51207(7) 0.02234(12) Uani 1 1 d . . . . .
H18 H 0.323776 0.752259 0.542089 0.027 Uiso 1 1 calc R U . . .
C19 C 0.53811(13) 0.71262(3) 0.58579(6) 0.02586(14) Uani 1 1 d . . . . .
H19 H 0.549685 0.723889 0.664534 0.031 Uiso 1 1 calc R U . . .
C27 C 0.14477(9) 0.62412(3) -0.04935(6) 0.02067(11) Uani 1 1 d . . . . .
H27A H 0.113644 0.589181 -0.070068 0.031 Uiso 1 1 calc R U . . .
H27B H 0.135938 0.645455 -0.119432 0.031 Uiso 1 1 calc R U . . .
H27C H 0.068634 0.637005 0.008718 0.031 Uiso 1 1 calc R U . . .
C1 C 0.27116(12) 0.60147(4) 0.64236(8) 0.02632(14) Uani 1 1 d . . . . .
H1A H 0.236686 0.632733 0.601606 0.039 Uiso 1 1 calc R U . . .
H1B H 0.360466 0.609164 0.701554 0.039 Uiso 1 1 calc R U . . .
H1C H 0.174268 0.586871 0.680312 0.039 Uiso 1 1 calc R U . . .
C2 C 0.33553(11) 0.56421(5) 0.55607(7) 0.03082(19) Uani 1 1 d . . . . .
H2A H 0.435360 0.578245 0.518730 0.037 Uiso 1 1 calc R U . . .
H2B H 0.368820 0.532241 0.596180 0.037 Uiso 1 1 calc R U . . .
C22 C 0.00493(12) 0.73169(5) 0.21343(11) 0.0340(2) Uani 1 1 d . . . . .
H22A H 0.055666 0.744073 0.142420 0.051 Uiso 1 1 calc R U . . .
H22B H -0.034558 0.760555 0.258632 0.051 Uiso 1 1 calc R U . . .
H22C H -0.090492 0.709507 0.191941 0.051 Uiso 1 1 calc R U . . .
C21 C 0.13344(12) 0.70256(4) 0.28565(11) 0.03206(19) Uani 1 1 d . . . . .
H21A H 0.080194 0.686855 0.353269 0.038 Uiso 1 1 calc R U . . .
H21B H 0.181705 0.675241 0.238213 0.038 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
Co1 O2 1.8787(5) . ?
Co1 O3 1.9168(5) . ?
Co1 O4 1.9043(5) . ?
Co1 O5 1.8901(5) . ?
Co1 N2 1.9188(5) . ?
Co1 N1 1.9186(5) . ?
O2 C4 1.2995(8) . ?
O3 C26 1.2727(7) . ?
O4 C24 1.2723(7) . ?
O1 C3 1.3755(8) . ?
O1 C2 1.4365(9) . ?
O5 C16 1.3016(8) . ?
O6 C17 1.3781(9) . ?
O6 C21 1.4348(10) . ?
N2 C14 1.2920(8) . ?
N2 C13 1.4743(9) . ?
N1 C10 1.2912(9) . ?
N1 C11 1.4638(9) . ?
C26 C25 1.3940(9) . ?
C26 C27 1.5082(9) . ?
C24 C25 1.4003(9) . ?
C24 C23 1.5019(9) . ?
C4 C9 1.4188(8) . ?
C4 C3 1.4286(9) . ?
C14 H14 0.9500 . ?
C14 C15 1.4358(10) . ?
C6 H6 0.9500 . ?
C6 C9 1.4140(9) . ?
C6 C7 1.3721(11) . ?
C10 H10 0.9500 . ?
C10 C9 1.4327(9) . ?
C8 H8 0.9500 . ?
C8 C3 1.3816(9) . ?
C8 C7 1.4054(11) . ?
C25 H25 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.5241(9) . ?
C12 C13 1.5236(10) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C15 C16 1.4247(9) . ?
C15 C20 1.4111(9) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C16 C17 1.4244(10) . ?
C7 H7 0.9500 . ?
C17 C18 1.3820(10) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C19 1.3752(13) . ?
C18 H18 0.9500 . ?
C18 C19 1.4006(13) . ?
C19 H19 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.4999(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C22 C21 1.4965(15) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Co1 O3 86.96(2) . . ?
O2 Co1 O4 174.61(2) . . ?
O2 Co1 O5 87.35(2) . . ?
O2 Co1 N2 90.99(2) . . ?
O2 Co1 N1 92.26(2) . . ?
O3 Co1 N2 177.88(2) . . ?
O3 Co1 N1 89.90(2) . . ?
O4 Co1 O3 95.55(2) . . ?
O4 Co1 N2 86.45(2) . . ?
O4 Co1 N1 92.51(2) . . ?
O5 Co1 O3 87.20(2) . . ?
O5 Co1 O4 88.00(2) . . ?
O5 Co1 N2 92.18(2) . . ?
O5 Co1 N1 177.09(2) . . ?
N1 Co1 N2 90.72(2) . . ?
C4 O2 Co1 124.57(4) . . ?
C26 O3 Co1 122.89(4) . . ?
C24 O4 Co1 123.66(4) . . ?
C3 O1 C2 113.59(6) . . ?
C16 O5 Co1 120.80(4) . . ?
C17 O6 C21 113.95(6) . . ?
C14 N2 Co1 121.27(5) . . ?
C14 N2 C13 117.25(6) . . ?
C13 N2 Co1 120.98(4) . . ?
C10 N1 Co1 123.30(4) . . ?
C10 N1 C11 117.27(5) . . ?
C11 N1 Co1 118.51(4) . . ?
O3 C26 C25 126.27(6) . . ?
O3 C26 C27 115.40(6) . . ?
C25 C26 C27 118.33(6) . . ?
O4 C24 C25 125.61(6) . . ?
O4 C24 C23 115.41(6) . . ?
C25 C24 C23 118.97(5) . . ?
O2 C4 C9 124.50(6) . . ?
O2 C4 C3 118.85(5) . . ?
C9 C4 C3 116.58(5) . . ?
N2 C14 H14 116.9 . . ?
N2 C14 C15 126.27(6) . . ?
C15 C14 H14 116.9 . . ?
C9 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C7 C6 C9 121.04(6) . . ?
N1 C10 H10 117.0 . . ?
N1 C10 C9 125.96(6) . . ?
C9 C10 H10 117.0 . . ?
C4 C9 C10 120.23(5) . . ?
C6 C9 C4 120.86(6) . . ?
C6 C9 C10 118.15(6) . . ?
C3 C8 H8 119.5 . . ?
C3 C8 C7 121.00(6) . . ?
C7 C8 H8 119.5 . . ?
O1 C3 C4 119.80(5) . . ?
O1 C3 C8 118.73(6) . . ?
C8 C3 C4 121.38(6) . . ?
C26 C25 C24 124.32(5) . . ?
C26 C25 H25 117.8 . . ?
C24 C25 H25 117.8 . . ?
H12A C12 H12B 107.8 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C13 C12 C11 113.08(5) . . ?
N1 C11 C12 107.08(5) . . ?
N1 C11 H11A 110.3 . . ?
N1 C11 H11B 110.3 . . ?
C12 C11 H11A 110.3 . . ?
C12 C11 H11B 110.3 . . ?
H11A C11 H11B 108.6 . . ?
C16 C15 C14 120.30(6) . . ?
C20 C15 C14 118.58(6) . . ?
C20 C15 C16 120.67(7) . . ?
N2 C13 C12 115.53(6) . . ?
N2 C13 H13A 108.4 . . ?
N2 C13 H13B 108.4 . . ?
C12 C13 H13A 108.4 . . ?
C12 C13 H13B 108.4 . . ?
H13A C13 H13B 107.5 . . ?
O5 C16 C15 123.80(6) . . ?
O5 C16 C17 119.52(6) . . ?
C17 C16 C15 116.61(6) . . ?
C6 C7 C8 119.09(6) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
O6 C17 C16 120.21(6) . . ?
O6 C17 C18 118.43(7) . . ?
C18 C17 C16 121.24(7) . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C20 H20 119.4 . . ?
C19 C20 C15 121.22(7) . . ?
C19 C20 H20 119.4 . . ?
C17 C18 H18 119.3 . . ?
C17 C18 C19 121.42(7) . . ?
C19 C18 H18 119.3 . . ?
C20 C19 C18 118.77(7) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 107.98(7) . . ?
O1 C2 H2A 110.1 . . ?
O1 C2 H2B 110.1 . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
O6 C21 C22 108.55(8) . . ?
O6 C21 H21A 110.0 . . ?
O6 C21 H21B 110.0 . . ?
C22 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
H21A C21 H21B 108.4 . . ?

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
Co1 O2 C4 C9 19.02(8) . . . . ?
Co1 O2 C4 C3 -163.97(4) . . . . ?
Co1 O3 C26 C25 8.81(9) . . . . ?
Co1 O3 C26 C27 -170.70(5) . . . . ?
Co1 O4 C24 C25 -9.46(9) . . . . ?
Co1 O4 C24 C23 171.89(4) . . . . ?
Co1 O5 C16 C15 30.99(9) . . . . ?
Co1 O5 C16 C17 -152.24(5) . . . . ?
Co1 N2 C14 C15 -8.35(10) . . . . ?
Co1 N2 C13 C12 -47.99(7) . . . . ?
Co1 N1 C10 C9 -8.07(8) . . . . ?
Co1 N1 C11 C12 70.21(6) . . . . ?
O2 Co1 O5 C16 48.97(5) . . . . ?
O2 C4 C9 C6 178.55(6) . . . . ?
O2 C4 C9 C10 8.72(9) . . . . ?
O2 C4 C3 O1 4.44(8) . . . . ?
O2 C4 C3 C8 -179.14(6) . . . . ?
O3 Co1 O2 C4 58.68(5) . . . . ?
O3 Co1 O5 C16 136.05(5) . . . . ?
O3 C26 C25 C24 -0.42(10) . . . . ?
O4 Co1 O5 C16 -128.28(5) . . . . ?
O4 C24 C25 C26 0.71(10) . . . . ?
O5 Co1 O2 C4 146.01(5) . . . . ?
O5 C16 C17 O6 -2.19(9) . . . . ?
O5 C16 C17 C18 -178.08(6) . . . . ?
O6 C17 C18 C19 -173.37(7) . . . . ?
N2 Co1 O2 C4 -121.86(5) . . . . ?
N2 Co1 O5 C16 -41.92(5) . . . . ?
N2 C14 C15 C16 -15.55(11) . . . . ?
N2 C14 C15 C20 172.11(7) . . . . ?
N1 Co1 O2 C4 -31.10(5) . . . . ?
N1 C10 C9 C4 -14.35(9) . . . . ?
N1 C10 C9 C6 175.56(6) . . . . ?
C14 N2 C13 C12 140.04(6) . . . . ?
C14 C15 C16 O5 3.16(10) . . . . ?
C14 C15 C16 C17 -173.69(6) . . . . ?
C14 C15 C20 C19 175.04(8) . . . . ?
C10 N1 C11 C12 -99.20(6) . . . . ?
C9 C4 C3 O1 -178.31(5) . . . . ?
C9 C4 C3 C8 -1.89(8) . . . . ?
C9 C6 C7 C8 -2.12(10) . . . . ?
C3 O1 C2 C1 -176.73(7) . . . . ?
C3 C4 C9 C6 1.47(8) . . . . ?
C3 C4 C9 C10 -168.35(5) . . . . ?
C3 C8 C7 C6 1.71(10) . . . . ?
C11 N1 C10 C9 160.79(6) . . . . ?
C11 C12 C13 N2 56.71(8) . . . . ?
C15 C16 C17 O6 174.81(6) . . . . ?
C15 C16 C17 C18 -1.08(10) . . . . ?
C15 C20 C19 C18 -1.26(13) . . . . ?
C13 N2 C14 C15 163.59(7) . . . . ?
C13 C12 C11 N1 -65.92(8) . . . . ?
C16 C15 C20 C19 2.73(12) . . . . ?
C16 C17 C18 C19 2.58(11) . . . . ?
C7 C6 C9 C4 0.51(10) . . . . ?
C7 C6 C9 C10 170.54(6) . . . . ?
C7 C8 C3 O1 176.80(6) . . . . ?
C7 C8 C3 C4 0.34(10) . . . . ?
C17 O6 C21 C22 178.10(8) . . . . ?
C17 C18 C19 C20 -1.39(13) . . . . ?
C23 C24 C25 C26 179.32(6) . . . . ?
C20 C15 C16 O5 175.34(7) . . . . ?
C20 C15 C16 C17 -1.51(10) . . . . ?
C27 C26 C25 C24 179.07(6) . . . . ?
C2 O1 C3 C4 -71.34(8) . . . . ?
C2 O1 C3 C8 112.14(8) . . . . ?
C21 O6 C17 C16 69.61(10) . . . . ?
C21 O6 C17 C18 -114.39(9) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.354
_oxdiff_exptl_absorpt_empirical_full_min 0.895
