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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2176542'
loop_
_audit_author_name
_audit_author_address
'Wei Xie'
;Jilin Normal University
China
;
_audit_update_record             
;
2022-06-02 deposited with the CCDC.	2022-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H12 Co N2 O5'
_chemical_formula_weight         395.23

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'
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'
Co Co 0.3494 0.9721 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.584(2)
_cell_length_b                   9.6137(12)
_cell_length_c                   15.958(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.260(5)
_cell_angle_gamma                90
_cell_volume                     2000.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6785
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      26.36

_exptl_crystal_description       block
_exptl_crystal_colour            reddish-brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_F_000             804
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.885
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19654
_diffrn_reflns_av_unetI/netI     0.0665
_diffrn_reflns_av_R_equivalents  0.0902
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.632
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3527
_reflns_number_gt                2794
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0944P)²+0.5241P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0045(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3527
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1526
_refine_ls_wR_factor_gt          0.1422
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.03336(3) 0.82237(4) 0.32053(3) 0.0231(2) Uani 1 1 d . . . . .
O2 O 0.02793(18) 0.3983(2) 0.30723(14) 0.0305(6) Uani 1 1 d . . . . .
O1 O 0.01822(19) 0.6231(2) 0.27172(14) 0.0317(6) Uani 1 1 d . . . . .
O5 O 0.05138(17) 1.0149(2) 0.38936(14) 0.0295(5) Uani 1 1 d . . . . .
O3 O 0.18400(19) 0.8324(3) 0.30995(17) 0.0370(6) Uani 1 1 d . . . . .
N2 N 0.8754(2) 0.8182(3) 0.32609(19) 0.0270(6) Uani 1 1 d . . . . .
N1 N 0.0854(2) 0.7005(3) 0.43692(18) 0.0283(7) Uani 1 1 d . . . . .
O4 O 0.2441(2) 1.0036(3) 0.40529(19) 0.0580(9) Uani 1 1 d . . . . .
C1 C 0.0407(2) 0.5235(4) 0.3257(2) 0.0246(7) Uani 1 1 d . . . . .
C2 C 0.0848(3) 0.5635(3) 0.4202(2) 0.0263(7) Uani 1 1 d . . . . .
C17 C 0.8511(3) 0.8649(4) 0.3968(2) 0.0308(8) Uani 1 1 d . . . . .
H17 H 0.903982 0.892736 0.444658 0.037 Uiso 1 1 calc R U . . .
C14 C 0.6707(3) 0.8350(4) 0.3326(2) 0.0351(9) Uani 1 1 d . . . . .
C6 C 0.1186(3) 0.7419(4) 0.5200(2) 0.0374(9) Uani 1 1 d . . . . .
H6 H 0.118362 0.836442 0.532184 0.045 Uiso 1 1 calc R U . . .
C18 C 0.7520(3) 0.8740(4) 0.4024(2) 0.0351(8) Uani 1 1 d . . . . .
H18 H 0.739721 0.906604 0.453423 0.042 Uiso 1 1 calc R U . . .
C11 C 0.5638(3) 0.8513(4) 0.3357(2) 0.0386(9) Uani 1 1 d . . . . .
C7 C 0.2548(3) 0.9088(4) 0.3538(2) 0.0373(9) Uani 1 1 d . . . . .
C13 C 0.4386(3) 0.9795(4) 0.3862(3) 0.0410(9) Uani 1 1 d . . . . .
H13 H 0.423163 1.054551 0.417134 0.049 Uiso 1 1 calc R U . . .
C16 C 0.7973(3) 0.7762(4) 0.2595(2) 0.0372(9) Uani 1 1 d . . . . .
H16 H 0.812052 0.741492 0.209925 0.045 Uiso 1 1 calc R U . . .
C8 C 0.3617(3) 0.8872(4) 0.3453(2) 0.0354(9) Uani 1 1 d . . . . .
C12 C 0.5378(3) 0.9614(4) 0.3817(3) 0.0429(10) Uani 1 1 d . . . . .
H12 H 0.588237 1.024159 0.410058 0.052 Uiso 1 1 calc R U . . .
C3 C 0.1200(3) 0.4650(4) 0.4844(2) 0.0387(9) Uani 1 1 d . . . . .
H3 H 0.120256 0.370980 0.470790 0.046 Uiso 1 1 calc R U . . .
C15 C 0.6972(3) 0.7815(5) 0.2602(2) 0.0411(9) Uani 1 1 d . . . . .
H15 H 0.646093 0.749455 0.212201 0.049 Uiso 1 1 calc R U . . .
C5 C 0.1530(3) 0.6511(4) 0.5881(2) 0.0449(10) Uani 1 1 d . . . . .
H5 H 0.174571 0.683462 0.645243 0.054 Uiso 1 1 calc R U . . .
C4 C 0.1551(3) 0.5110(4) 0.5705(2) 0.0470(10) Uani 1 1 d . . . . .
H4 H 0.179649 0.447699 0.615582 0.056 Uiso 1 1 calc R U . . .
C9 C 0.3867(3) 0.7766(5) 0.2990(3) 0.0509(11) Uani 1 1 d . . . . .
H9 H 0.336107 0.713745 0.271043 0.061 Uiso 1 1 calc R U . . .
C10 C 0.4857(3) 0.7588(5) 0.2941(3) 0.0535(12) Uani 1 1 d . . . . .
H10 H 0.500840 0.684271 0.262732 0.064 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 O1 2.056(2) . ?
Co1 O3 2.102(3) . ?
Co1 O2 2.105(2) 2 ?
Co1 O5 2.131(2) . ?
Co1 N1 2.142(3) . ?
Co1 N2 2.173(3) 1_455 ?
O2 C1 1.239(4) . ?
O1 C1 1.267(4) . ?
O3 C7 1.256(4) . ?
N2 C16 1.337(5) . ?
N2 C17 1.338(4) . ?
N1 C6 1.336(4) . ?
N1 C2 1.343(4) . ?
O4 C7 1.263(4) . ?
C1 C2 1.509(4) . ?
C2 C3 1.379(5) . ?
C17 C18 1.376(5) . ?
C17 H17 0.9300 . ?
C14 C18 1.383(5) . ?
C14 C15 1.401(5) . ?
C14 C11 1.475(5) . ?
C6 C5 1.369(5) . ?
C6 H6 0.9300 . ?
C18 H18 0.9300 . ?
C11 C12 1.390(5) . ?
C11 C10 1.400(6) . ?
C7 C8 1.509(5) . ?
C13 C12 1.380(5) . ?
C13 C8 1.387(5) . ?
C13 H13 0.9300 . ?
C16 C15 1.365(5) . ?
C16 H16 0.9300 . ?
C8 C9 1.390(6) . ?
C12 H12 0.9300 . ?
C3 C4 1.393(5) . ?
C3 H3 0.9300 . ?
C15 H15 0.9300 . ?
C5 C4 1.378(6) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C9 C10 1.379(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?

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 Co1 O3 90.49(10) . . ?
O1 Co1 O2 89.19(9) . 2 ?
O3 Co1 O2 92.07(10) . 2 ?
O1 Co1 O5 171.55(9) . . ?
O3 Co1 O5 91.58(9) . . ?
O2 Co1 O5 98.92(9) 2 . ?
O1 Co1 N1 78.03(10) . . ?
O3 Co1 N1 90.13(11) . . ?
O2 Co1 N1 167.05(10) 2 . ?
O5 Co1 N1 93.77(9) . . ?
O1 Co1 N2 90.19(10) . 1_455 ?
O3 Co1 N2 177.31(10) . 1_455 ?
O2 Co1 N2 85.33(10) 2 1_455 ?
O5 Co1 N2 88.11(9) . 1_455 ?
N1 Co1 N2 92.56(11) . 1_455 ?
C1 O2 Co1 123.9(2) . 2_545 ?
C1 O1 Co1 117.9(2) . . ?
C7 O3 Co1 126.4(2) . . ?
C16 N2 C17 116.3(3) . . ?
C16 N2 Co1 123.1(2) . 1_655 ?
C17 N2 Co1 120.5(2) . 1_655 ?
C6 N1 C2 118.1(3) . . ?
C6 N1 Co1 129.5(2) . . ?
C2 N1 Co1 112.5(2) . . ?
O2 C1 O1 125.6(3) . . ?
O2 C1 C2 118.4(3) . . ?
O1 C1 C2 116.1(3) . . ?
N1 C2 C3 123.0(3) . . ?
N1 C2 C1 115.3(3) . . ?
C3 C2 C1 121.7(3) . . ?
N2 C17 C18 123.6(3) . . ?
N2 C17 H17 118.2 . . ?
C18 C17 H17 118.2 . . ?
C18 C14 C15 115.6(3) . . ?
C18 C14 C11 121.1(3) . . ?
C15 C14 C11 123.3(3) . . ?
N1 C6 C5 122.9(4) . . ?
N1 C6 H6 118.6 . . ?
C5 C6 H6 118.6 . . ?
C17 C18 C14 120.3(3) . . ?
C17 C18 H18 119.8 . . ?
C14 C18 H18 119.8 . . ?
C12 C11 C10 117.6(4) . . ?
C12 C11 C14 119.8(4) . . ?
C10 C11 C14 122.6(4) . . ?
O3 C7 O4 125.0(3) . . ?
O3 C7 C8 118.4(3) . . ?
O4 C7 C8 116.6(3) . . ?
C12 C13 C8 120.8(4) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
N2 C16 C15 123.6(3) . . ?
N2 C16 H16 118.2 . . ?
C15 C16 H16 118.2 . . ?
C13 C8 C9 118.4(3) . . ?
C13 C8 C7 119.1(3) . . ?
C9 C8 C7 122.5(3) . . ?
C13 C12 C11 121.3(4) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C2 C3 C4 117.8(4) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 H3 121.1 . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C10 C9 C8 120.8(4) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 121.1(4) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?

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
Co1 O2 C1 O1 0.8(4) 2_545 . . . ?
Co1 O2 C1 C2 179.63(19) 2_545 . . . ?
Co1 O1 C1 O2 173.9(2) . . . . ?
Co1 O1 C1 C2 -5.0(4) . . . . ?
C6 N1 C2 C3 -2.2(5) . . . . ?
Co1 N1 C2 C3 176.6(3) . . . . ?
C6 N1 C2 C1 176.6(3) . . . . ?
Co1 N1 C2 C1 -4.6(3) . . . . ?
O2 C1 C2 N1 -172.5(3) . . . . ?
O1 C1 C2 N1 6.5(4) . . . . ?
O2 C1 C2 C3 6.3(5) . . . . ?
O1 C1 C2 C3 -174.7(3) . . . . ?
C16 N2 C17 C18 -1.5(5) . . . . ?
Co1 N2 C17 C18 175.5(3) 1_655 . . . ?
C2 N1 C6 C5 0.9(6) . . . . ?
Co1 N1 C6 C5 -177.8(3) . . . . ?
N2 C17 C18 C14 -0.5(6) . . . . ?
C15 C14 C18 C17 2.7(6) . . . . ?
C11 C14 C18 C17 -176.6(4) . . . . ?
C18 C14 C11 C12 32.7(6) . . . . ?
C15 C14 C11 C12 -146.5(4) . . . . ?
C18 C14 C11 C10 -146.8(4) . . . . ?
C15 C14 C11 C10 33.9(6) . . . . ?
Co1 O3 C7 O4 -8.1(6) . . . . ?
Co1 O3 C7 C8 171.8(2) . . . . ?
C17 N2 C16 C15 1.3(6) . . . . ?
Co1 N2 C16 C15 -175.7(3) 1_655 . . . ?
C12 C13 C8 C9 -0.5(6) . . . . ?
C12 C13 C8 C7 178.5(3) . . . . ?
O3 C7 C8 C13 173.5(4) . . . . ?
O4 C7 C8 C13 -6.5(5) . . . . ?
O3 C7 C8 C9 -7.6(6) . . . . ?
O4 C7 C8 C9 172.3(4) . . . . ?
C8 C13 C12 C11 0.5(6) . . . . ?
C10 C11 C12 C13 -0.2(6) . . . . ?
C14 C11 C12 C13 -179.7(4) . . . . ?
N1 C2 C3 C4 1.6(6) . . . . ?
C1 C2 C3 C4 -177.1(3) . . . . ?
N2 C16 C15 C14 1.0(6) . . . . ?
C18 C14 C15 C16 -2.9(6) . . . . ?
C11 C14 C15 C16 176.3(4) . . . . ?
N1 C6 C5 C4 1.0(6) . . . . ?
C6 C5 C4 C3 -1.5(7) . . . . ?
C2 C3 C4 C5 0.3(6) . . . . ?
C13 C8 C9 C10 0.1(7) . . . . ?
C7 C8 C9 C10 -178.8(4) . . . . ?
C8 C9 C10 C11 0.2(7) . . . . ?
C12 C11 C10 C9 -0.1(7) . . . . ?
C14 C11 C10 C9 179.4(4) . . . . ?

_refine_diff_density_max         1.329
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.092




