# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_exp_9781
_database_code_depnum_ccdc_archive 'CCDC 1937796'
loop_
_audit_author_name
_audit_author_address
'Jing Lu'
;Liaocheng university
China
;
_audit_update_record             
;
2022-09-02 deposited with the CCDC.	2023-04-17 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            'C10 H13 O8 Zn'
_chemical_formula_weight         326.57

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   7.6844(15)
_cell_length_b                   8.4799(12)
_cell_length_c                   9.8498(14)
_cell_angle_alpha                67.682(14)
_cell_angle_beta                 82.043(14)
_cell_angle_gamma                87.656(14)
_cell_volume                     588.00(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    735
_cell_measurement_theta_min      4.8850
_cell_measurement_theta_max      67.0550

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_F_000             334
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.275
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.94877
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3581
_diffrn_reflns_av_unetI/netI     0.0993
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.897
_diffrn_reflns_theta_max         75.458
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2274
_reflns_number_gt                1492
_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.
 
 _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       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXL-2018/3 '
_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)+(0.0869P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2274
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1095
_refine_ls_R_factor_gt           0.0693
_refine_ls_wR_factor_ref         0.1912
_refine_ls_wR_factor_gt          0.1633
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
Zn1 Zn 0.47048(15) 0.34592(12) 0.38535(10) 0.0424(3) Uani 1 1 d . . . . .
O1 O 0.8321(7) 1.2369(5) -0.0816(5) 0.0401(11) Uani 1 1 d . . . . .
O4 O 0.6384(7) 0.5343(6) 0.3414(5) 0.0441(12) Uani 1 1 d . . . . .
O3 O 0.5567(7) 0.6602(6) -0.1879(6) 0.0474(13) Uani 1 1 d . . . . .
O2 O 0.6216(8) 0.7611(6) 0.4031(5) 0.0515(15) Uani 1 1 d . . . . .
O5 O 0.6927(9) 0.8794(7) -0.3573(5) 0.0553(15) Uani 1 1 d . . . . .
O6 O 0.2481(8) 0.5270(7) 0.3567(6) 0.0554(15) Uani 1 1 d . . . . .
H9 H 0.222634 0.599983 0.275158 0.06(3) Uiso 1 1 d R . . . .
H8 H 0.239271 0.573712 0.419866 0.17(7) Uiso 1 1 d R . . . .
O7 O 0.6842(8) 0.1792(7) 0.4065(7) 0.0600(16) Uani 1 1 d . . . . .
H11 H 0.640474 0.095832 0.482636 0.07(3) Uiso 1 1 d R . . . .
H10 H 0.750131 0.236841 0.433550 0.14(6) Uiso 1 1 d R . . . .
C1 C 0.6403(10) 0.7962(9) -0.2257(8) 0.0399(16) Uani 1 1 d . . . . .
C8 C 0.7415(9) 1.0165(8) -0.1436(7) 0.0371(15) Uani 1 1 d . . . . .
H2 H 0.759027 1.085953 -0.243660 0.031(18) Uiso 1 1 d R . . . .
C3 C 0.6435(9) 0.7465(8) 0.0415(7) 0.0333(14) Uani 1 1 d . . . . .
H1 H 0.602752 0.636344 0.064466 0.030(17) Uiso 1 1 d R . . . .
C9 C 0.8835(10) 1.2962(8) 0.0258(7) 0.0367(15) Uani 1 1 d . . . . .
H5 H 0.783465 1.309858 0.091979 0.04(2) Uiso 1 1 d R . . . .
H4 H 0.967870 1.217998 0.080467 0.05(2) Uiso 1 1 d R . . . .
C2 C 0.6765(9) 0.8539(8) -0.1051(7) 0.0321(13) Uani 1 1 d . . . . .
C7 C 0.7728(9) 1.0732(8) -0.0329(7) 0.0313(13) Uani 1 1 d . . . . .
C4 C 0.6777(9) 0.8041(8) 0.1503(7) 0.0344(14) Uani 1 1 d . . . . .
C10 C 0.9673(9) 1.4681(8) -0.0539(8) 0.0377(15) Uani 1 1 d . . . . .
H6 H 1.065548 1.457907 -0.123239 0.05(2) Uiso 1 1 d R . . . .
H7 H 0.882009 1.548558 -0.104757 0.05(2) Uiso 1 1 d R . . . .
C5 C 0.6426(9) 0.6900(8) 0.3096(7) 0.0367(15) Uani 1 1 d . . . . .
C6 C 0.7384(9) 0.9678(8) 0.1147(7) 0.0341(14) Uani 1 1 d . . . . .
H3 H 0.747929 1.010404 0.187619 0.021(15) Uiso 1 1 d R . . . .
O8 O -0.0204(12) 0.2676(14) 0.4834(10) 0.097(3) Uani 1 1 d . . . . .
H12 H 0.051360 0.191813 0.475095 0.14(7) Uiso 1 1 d R . . . .
H13 H 0.033677 0.362994 0.449476 0.38(18) Uiso 1 1 d R . . . .


_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
Zn1 O2 1.968(5) 2_666 ?
Zn1 O4 1.973(4) . ?
Zn1 O3 2.005(5) 2_665 ?
Zn1 O7 2.102(6) . ?
Zn1 O6 2.224(6) . ?
Zn1 O5 2.448(6) 2_665 ?
Zn1 C1 2.558(7) 2_665 ?
O1 C7 1.360(7) . ?
O1 C9 1.437(8) . ?
O4 C5 1.236(8) . ?
O3 C1 1.245(8) . ?
O2 C5 1.269(8) . ?
O5 C1 1.235(9) . ?
C1 C2 1.507(9) . ?
C8 C2 1.379(9) . ?
C8 C7 1.400(9) . ?
C3 C2 1.378(9) . ?
C3 C4 1.394(9) . ?
C9 C10 1.491(8) . ?
C7 C6 1.382(9) . ?
C4 C6 1.381(8) . ?
C4 C5 1.490(8) . ?
C10 C10 1.508(13) 2_785 ?

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 Zn1 O4 113.2(2) 2_666 . ?
O2 Zn1 O3 141.5(2) 2_666 2_665 ?
O4 Zn1 O3 105.1(2) . 2_665 ?
O2 Zn1 O7 92.8(2) 2_666 . ?
O4 Zn1 O7 88.6(2) . . ?
O3 Zn1 O7 91.0(2) 2_665 . ?
O2 Zn1 O6 88.8(2) 2_666 . ?
O4 Zn1 O6 90.4(2) . . ?
O3 Zn1 O6 88.0(2) 2_665 . ?
O7 Zn1 O6 178.4(2) . . ?
O2 Zn1 O5 85.29(19) 2_666 2_665 ?
O4 Zn1 O5 160.8(2) . 2_665 ?
O3 Zn1 O5 56.90(18) 2_665 2_665 ?
O7 Zn1 O5 85.3(2) . 2_665 ?
O6 Zn1 O5 95.3(2) . 2_665 ?
O2 Zn1 C1 113.6(2) 2_666 2_665 ?
O4 Zn1 C1 133.1(2) . 2_665 ?
O3 Zn1 C1 28.5(2) 2_665 2_665 ?
O7 Zn1 C1 86.7(2) . 2_665 ?
O6 Zn1 C1 93.0(2) . 2_665 ?
O5 Zn1 C1 28.4(2) 2_665 2_665 ?
C7 O1 C9 117.7(5) . . ?
C5 O4 Zn1 140.9(5) . . ?
C1 O3 Zn1 101.3(4) . 2_665 ?
C5 O2 Zn1 126.8(4) . 2_666 ?
C1 O5 Zn1 80.7(4) . 2_665 ?
O5 C1 O3 120.9(6) . . ?
O5 C1 C2 121.5(6) . . ?
O3 C1 C2 117.6(6) . . ?
O5 C1 Zn1 70.8(4) . 2_665 ?
O3 C1 Zn1 50.2(3) . 2_665 ?
C2 C1 Zn1 167.3(5) . 2_665 ?
C2 C8 C7 119.7(6) . . ?
C2 C3 C4 119.0(6) . . ?
O1 C9 C10 108.6(5) . . ?
C3 C2 C8 120.5(6) . . ?
C3 C2 C1 120.5(6) . . ?
C8 C2 C1 119.0(6) . . ?
O1 C7 C6 124.1(6) . . ?
O1 C7 C8 115.4(5) . . ?
C6 C7 C8 120.5(6) . . ?
C6 C4 C3 121.5(6) . . ?
C6 C4 C5 118.5(6) . . ?
C3 C4 C5 119.9(5) . . ?
C9 C10 C10 110.6(7) . 2_785 ?
O4 C5 O2 124.8(6) . . ?
O4 C5 C4 118.3(6) . . ?
O2 C5 C4 116.9(6) . . ?
C4 C6 C7 118.6(6) . . ?

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
O8 H13 O6 0.85 2.07 2.868(10) 155.9 . yes
O8 H12 O5 0.85 2.32 3.081(12) 149.2 2_665 yes
O7 H10 O8 0.85 1.95 2.708(10) 148.3 1_655 yes
O7 H11 O5 0.85 1.98 2.723(7) 145.0 1_546 yes
O6 H8 O8 0.85 2.43 3.106(12) 137.3 2_566 yes
O6 H8 O4 0.85 2.48 3.063(8) 126.4 2_666 yes
O6 H9 O1 0.85 1.97 2.823(7) 177.6 2_675 yes
O8 H13 O6 0.85 2.07 2.868(10) 155.9 . yes
O8 H12 O5 0.85 2.32 3.081(12) 149.2 2_665 yes
O7 H10 O8 0.85 1.95 2.708(10) 148.3 1_655 yes
O7 H11 O5 0.85 1.98 2.723(7) 145.0 1_546 yes
O6 H8 O8 0.85 2.43 3.106(12) 137.3 2_566 yes
O6 H8 O4 0.85 2.48 3.063(8) 126.4 2_666 yes
O6 H9 O1 0.85 1.97 2.823(7) 177.6 2_675 yes

_refine_diff_density_max         0.887
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_exp_9019
_database_code_depnum_ccdc_archive 'CCDC 2204953'
loop_
_audit_author_name
_audit_author_address
'Jing Lu'
;Liaocheng university
China
;
_audit_update_record             
;
2022-09-02 deposited with the CCDC.	2023-04-17 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            'C10 H13 Co O8'
_chemical_formula_weight         320.13

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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   7.8186(19)
_cell_length_b                   8.4237(14)
_cell_length_c                   9.8767(17)
_cell_angle_alpha                68.312(16)
_cell_angle_beta                 81.997(18)
_cell_angle_gamma                87.309(16)
_cell_volume                     598.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    775
_cell_measurement_theta_min      4.8580
_cell_measurement_theta_max      69.9270

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.765
_exptl_crystal_F_000             324
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    11.607
_shelx_estimated_absorpt_T_min   0.336
_shelx_estimated_absorpt_T_max   0.362
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.16788
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3443
_diffrn_reflns_av_unetI/netI     0.0965
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.861
_diffrn_reflns_theta_max         67.243
_diffrn_reflns_theta_full        67.243
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2119
_reflns_number_gt                1312
_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.
 
 _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    ?
_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)+(0.1044P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2119
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0696
_refine_ls_wR_factor_ref         0.1955
_refine_ls_wR_factor_gt          0.1690
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_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 0.52816(16) 1.15912(13) 0.11461(10) 0.0402(4) Uani 1 1 d . . . . .
O1 O 0.7480(7) 0.9810(6) 0.1436(5) 0.0519(14) Uani 1 1 d . . . . .
H1C H 0.794128 0.980844 0.060474 0.062 Uiso 1 1 d R U . . .
H1B H 0.709728 0.881914 0.198165 0.062 Uiso 1 1 d R U . . .
O2 O 0.3158(7) 1.3253(6) 0.0867(6) 0.0552(14) Uani 1 1 d . . . . .
H2B H 0.371977 1.418890 0.049741 0.066 Uiso 1 1 d R U . . .
H2A H 0.220097 1.363040 0.056041 0.066 Uiso 1 1 d R U . . .
O3 O 0.3606(7) 0.9690(6) 0.1545(5) 0.0454(13) Uani 1 1 d . . . . .
O4 O 0.3835(8) 0.7373(6) 0.1003(5) 0.0541(16) Uani 1 1 d . . . . .
O5 O 0.4542(7) 0.8531(6) 0.6759(4) 0.0419(12) Uani 1 1 d . . . . .
O6 O 0.3232(7) 0.6346(6) 0.8516(5) 0.0478(13) Uani 1 1 d . . . . .
O7 O 0.1687(6) 0.2633(5) 0.5838(5) 0.0429(12) Uani 1 1 d . . . . .
O8 O 1.0163(9) 0.2426(11) 0.0123(9) 0.110(3) Uani 1 1 d . . . . .
H8C H 0.927739 0.279724 0.051681 0.132 Uiso 1 1 d R U . . .
H8B H 1.011049 0.134504 0.039761 0.132 Uiso 1 1 d R U . . .
C1 C 0.3584(9) 0.8114(8) 0.1905(7) 0.0376(17) Uani 1 1 d . . . . .
C2 C 0.3230(9) 0.6980(8) 0.3483(7) 0.0331(15) Uani 1 1 d . . . . .
C3 C 0.3575(9) 0.7574(8) 0.4558(6) 0.0338(15) Uani 1 1 d . . . . .
H3 H 0.399755 0.867573 0.429393 0.041 Uiso 1 1 calc R U . . .
C4 C 0.2614(9) 0.5321(8) 0.3882(7) 0.0376(16) Uani 1 1 d . . . . .
H4 H 0.242020 0.491424 0.315936 0.045 Uiso 1 1 calc R U . . .
C5 C 0.2292(9) 0.4279(7) 0.5348(7) 0.0344(15) Uani 1 1 d . . . . .
C6 C 0.2627(9) 0.4886(8) 0.6420(6) 0.0362(16) Uani 1 1 d . . . . .
H6 H 0.240667 0.419179 0.740834 0.043 Uiso 1 1 calc R U . . .
C7 C 0.3285(9) 0.6515(8) 0.6023(7) 0.0335(15) Uani 1 1 d . . . . .
C8 C 0.3720(10) 0.7153(8) 0.7171(7) 0.0375(16) Uani 1 1 d . . . . .
C9 C 0.1184(10) 0.2050(8) 0.4758(7) 0.0411(17) Uani 1 1 d . . . . .
H9A H 0.218985 0.196774 0.409104 0.049 Uiso 1 1 calc R U . . .
H9B H 0.038083 0.284747 0.419035 0.049 Uiso 1 1 calc R U . . .
C10 C 0.0340(10) 0.0314(8) 0.5549(7) 0.0406(17) Uani 1 1 d . . . . .
H10A H -0.060866 0.038756 0.626969 0.049 Uiso 1 1 calc R U . . .
H10B H 0.117227 -0.049417 0.606439 0.049 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 O3 2.005(4) . ?
Co1 O4 2.006(4) 2_675 ?
Co1 O5 2.058(4) 2_676 ?
Co1 O2 2.101(6) . ?
Co1 O1 2.206(6) . ?
Co1 O6 2.282(5) 2_676 ?
Co1 C8 2.496(7) 2_676 ?
O3 C1 1.242(8) . ?
O4 C1 1.253(8) . ?
O5 C8 1.255(7) . ?
O6 C8 1.260(7) . ?
O7 C5 1.371(7) . ?
O7 C9 1.434(7) . ?
C1 C2 1.491(8) . ?
C2 C3 1.391(9) . ?
C2 C4 1.395(8) . ?
C3 C7 1.383(8) . ?
C4 C5 1.382(8) . ?
C5 C6 1.394(9) . ?
C6 C7 1.384(8) . ?
C7 C8 1.505(9) . ?
C9 C10 1.512(8) . ?
C10 C10 1.533(12) 2_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Co1 O4 110.9(2) . 2_675 ?
O3 Co1 O5 101.39(18) . 2_676 ?
O4 Co1 O5 147.5(2) 2_675 2_676 ?
O3 Co1 O2 87.4(2) . . ?
O4 Co1 O2 91.2(2) 2_675 . ?
O5 Co1 O2 94.4(2) 2_676 . ?
O3 Co1 O1 91.5(2) . . ?
O4 Co1 O1 89.0(2) 2_675 . ?
O5 Co1 O1 86.1(2) 2_676 . ?
O2 Co1 O1 178.93(19) . . ?
O3 Co1 O6 160.30(18) . 2_676 ?
O4 Co1 O6 88.17(18) 2_675 2_676 ?
O5 Co1 O6 60.16(16) 2_676 2_676 ?
O2 Co1 O6 87.3(2) . 2_676 ?
O1 Co1 O6 93.78(19) . 2_676 ?
O3 Co1 C8 130.9(2) . 2_676 ?
O4 Co1 C8 118.2(2) 2_675 2_676 ?
O5 Co1 C8 30.06(18) 2_676 2_676 ?
O2 Co1 C8 89.6(2) . 2_676 ?
O1 Co1 C8 91.2(2) . 2_676 ?
O6 Co1 C8 30.15(18) 2_676 2_676 ?
C1 O3 Co1 139.8(5) . . ?
C1 O4 Co1 127.4(4) . 2_675 ?
C8 O5 Co1 94.7(4) . 2_676 ?
C8 O6 Co1 84.4(4) . 2_676 ?
C5 O7 C9 116.9(5) . . ?
O3 C1 O4 123.7(6) . . ?
O3 C1 C2 120.4(6) . . ?
O4 C1 C2 115.9(6) . . ?
C3 C2 C4 120.1(6) . . ?
C3 C2 C1 119.3(5) . . ?
C4 C2 C1 120.6(6) . . ?
C7 C3 C2 119.6(6) . . ?
C5 C4 C2 120.2(6) . . ?
O7 C5 C4 124.1(6) . . ?
O7 C5 C6 116.4(5) . . ?
C4 C5 C6 119.5(5) . . ?
C7 C6 C5 120.4(5) . . ?
C3 C7 C6 120.3(6) . . ?
C3 C7 C8 119.0(6) . . ?
C6 C7 C8 120.7(5) . . ?
O5 C8 O6 120.6(6) . . ?
O5 C8 C7 118.6(5) . . ?
O6 C8 C7 120.9(6) . . ?
O5 C8 Co1 55.2(3) . 2_676 ?
O6 C8 Co1 65.5(3) . 2_676 ?
C7 C8 Co1 173.3(5) . 2_676 ?
O7 C9 C10 108.2(5) . . ?
C9 C10 C10 110.3(7) . 2_556 ?

_refine_diff_density_max         0.772
_refine_diff_density_min         -0.865
_refine_diff_density_rms         0.116

####################################################################### 
# 
# 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_exp_9560
_database_code_depnum_ccdc_archive 'CCDC 2204955'
loop_
_audit_author_name
_audit_author_address
'Jing Lu'
;Liaocheng university
China
;
_audit_update_record             
;
2022-09-02 deposited with the CCDC.	2023-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H13 Mn O8'
_chemical_formula_sum            'C10 H13 Mn O8'
_chemical_formula_weight         316.14

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'
Mn Mn -0.5299 2.8052 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.138(2)
_cell_length_b                   8.277(3)
_cell_length_c                   10.087(2)
_cell_angle_alpha                80.46(2)
_cell_angle_beta                 70.08(2)
_cell_angle_gamma                83.56(3)
_cell_volume                     628.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    445
_cell_measurement_theta_min      4.6590
_cell_measurement_theta_max      69.4440

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             324
_exptl_absorpt_coefficient_mu    8.886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4152
_exptl_absorpt_correction_T_max  0.4415
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3624
_diffrn_reflns_av_R_equivalents  0.1333
_diffrn_reflns_av_sigmaI/netI    0.2626
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.71
_diffrn_reflns_theta_max         67.23
_reflns_number_total             2225
_reflns_number_gt                609
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2225
_refine_ls_number_parameters     172
_refine_ls_number_restraints     378
_refine_ls_R_factor_all          0.2670
_refine_ls_R_factor_gt           0.1281
_refine_ls_wR_factor_ref         0.4040
_refine_ls_wR_factor_gt          0.3025
_refine_ls_goodness_of_fit_ref   0.889
_refine_ls_restrained_S_all      0.848
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn -0.1525(3) -0.0519(3) 0.8873(2) 0.0733(11) Uani 1 1 d U . .
O1 O 0.7343(11) 0.3408(12) 0.4233(9) 0.069(2) Uani 1 1 d U . .
O2 O 0.2714(13) 0.1518(13) 0.8974(9) 0.080(3) Uani 1 1 d U . .
O3 O 0.1598(13) 0.0397(13) 0.3286(9) 0.079(3) Uani 1 1 d U . .
O4 O 0.0496(14) 0.0985(14) 0.8411(10) 0.090(3) Uani 1 1 d U . .
O5 O 0.3635(13) 0.1806(13) 0.1638(9) 0.081(3) Uani 1 1 d U . .
O6 O 0.0303(13) -0.2744(13) 0.8494(10) 0.099(4) Uani 1 1 d U . .
H6C H 0.0348 -0.2779 0.7645 0.118 Uiso 1 1 d R . .
H6B H 0.1388 -0.2655 0.8328 0.118 Uiso 1 1 d R . .
O7 O -0.3371(15) 0.1641(13) 0.9340(12) 0.115(4) Uani 1 1 d U . .
H7D H -0.3902 0.1305 1.0211 0.139 Uiso 1 1 d R . .
H7B H -0.4248 0.1743 0.9051 0.139 Uiso 1 1 d R . .
O8 O 0.213(2) 0.5468(18) 0.0262(17) 0.176(6) Uani 1 1 d U . .
H8A H 0.1345 0.4874 0.0858 0.211 Uiso 1 1 d R . .
H8B H 0.2257 0.6258 0.0653 0.211 Uiso 1 1 d R . .
C1 C 0.7950(17) 0.3891(18) 0.5265(14) 0.065(3) Uani 1 1 d U . .
H1A H 0.8123 0.2943 0.5921 0.078 Uiso 1 1 calc R . .
H1B H 0.7101 0.4663 0.5804 0.078 Uiso 1 1 calc R . .
C3 C 0.9662(18) 0.4684(18) 0.4476(13) 0.065(4) Uani 1 1 d U . .
H3A H 0.9491 0.5588 0.3780 0.078 Uiso 1 1 calc R . .
H3B H 1.0517 0.3889 0.3973 0.078 Uiso 1 1 calc R . .
C4 C 0.5729(18) 0.2721(18) 0.4714(14) 0.065(3) Uani 1 1 d U . .
C5 C 0.5129(18) 0.2364(17) 0.3683(14) 0.066(3) Uani 1 1 d U . .
H5 H 0.5805 0.2589 0.2730 0.080 Uiso 1 1 calc R . .
C6 C 0.3523(18) 0.1669(18) 0.4041(14) 0.066(3) Uani 1 1 d U . .
C7 C 0.2499(18) 0.1316(18) 0.5487(14) 0.069(3) Uani 1 1 d U . .
H7A H 0.1444 0.0817 0.5751 0.083 Uiso 1 1 calc R . .
C8 C 0.4705(18) 0.2434(18) 0.6175(14) 0.067(3) Uani 1 1 d U . .
H8 H 0.5082 0.2703 0.6879 0.080 Uiso 1 1 calc R . .
C9 C 0.3116(18) 0.1736(18) 0.6509(14) 0.066(3) Uani 1 1 d U . .
C13 C 0.203(2) 0.141(2) 0.8046(15) 0.073(3) Uani 1 1 d U . .
C18 C 0.2866(18) 0.1295(19) 0.2969(14) 0.067(3) Uani 1 1 d U . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O4 2.053(11) . ?
Mn1 O2 2.118(9) 2_557 ?
Mn1 O3 2.184(9) 2_556 ?
Mn1 O7 2.206(11) . ?
Mn1 O6 2.232(11) . ?
Mn1 O5 2.355(10) 2_556 ?
O1 C4 1.388(14) . ?
O1 C1 1.422(15) . ?
O2 C13 1.260(16) . ?
O2 Mn1 2.118(9) 2_557 ?
O3 C18 1.260(15) . ?
O3 Mn1 2.184(9) 2_556 ?
O4 C13 1.250(16) . ?
O5 C18 1.293(15) . ?
O5 Mn1 2.355(10) 2_556 ?
O6 H6C 0.8500 . ?
O6 H6B 0.8500 . ?
O7 H7D 0.8500 . ?
O7 H7B 0.8500 . ?
O8 H8A 0.8500 . ?
O8 H8B 0.8500 . ?
C1 C3 1.510(17) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 C3 1.53(2) 2_766 ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.374(18) . ?
C4 C8 1.419(17) . ?
C5 C6 1.396(17) . ?
C5 H5 0.9300 . ?
C6 C7 1.412(17) . ?
C6 C18 1.447(19) . ?
C7 C9 1.395(18) . ?
C7 H7A 0.9300 . ?
C8 C9 1.387(17) . ?
C8 H8 0.9300 . ?
C9 C13 1.496(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Mn1 O2 117.9(4) . 2_557 ?
O4 Mn1 O3 97.9(4) . 2_556 ?
O2 Mn1 O3 144.2(4) 2_557 2_556 ?
O4 Mn1 O7 88.5(4) . . ?
O2 Mn1 O7 86.9(4) 2_557 . ?
O3 Mn1 O7 93.8(4) 2_556 . ?
O4 Mn1 O6 92.4(4) . . ?
O2 Mn1 O6 90.8(4) 2_557 . ?
O3 Mn1 O6 88.3(4) 2_556 . ?
O7 Mn1 O6 177.7(4) . . ?
O4 Mn1 O5 155.1(4) . 2_556 ?
O2 Mn1 O5 86.7(4) 2_557 2_556 ?
O3 Mn1 O5 57.5(3) 2_556 2_556 ?
O7 Mn1 O5 89.8(4) . 2_556 ?
O6 Mn1 O5 90.3(4) . 2_556 ?
C4 O1 C1 117.5(10) . . ?
C13 O2 Mn1 120.8(10) . 2_557 ?
C18 O3 Mn1 96.6(8) . 2_556 ?
C13 O4 Mn1 158.8(11) . . ?
C18 O5 Mn1 87.8(8) . 2_556 ?
Mn1 O6 H6C 97.5 . . ?
Mn1 O6 H6B 118.9 . . ?
H6C O6 H6B 97.7 . . ?
Mn1 O7 H7D 97.6 . . ?
Mn1 O7 H7B 118.2 . . ?
H7D O7 H7B 97.8 . . ?
H8A O8 H8B 108.9 . . ?
O1 C1 C3 107.4(10) . . ?
O1 C1 H1A 110.2 . . ?
C3 C1 H1A 110.2 . . ?
O1 C1 H1B 110.2 . . ?
C3 C1 H1B 110.2 . . ?
H1A C1 H1B 108.5 . . ?
C1 C3 C3 110.0(13) . 2_766 ?
C1 C3 H3A 109.7 . . ?
C3 C3 H3A 109.7 2_766 . ?
C1 C3 H3B 109.7 . . ?
C3 C3 H3B 109.7 2_766 . ?
H3A C3 H3B 108.2 . . ?
C5 C4 O1 116.1(12) . . ?
C5 C4 C8 120.7(13) . . ?
O1 C4 C8 123.2(13) . . ?
C4 C5 C6 121.1(13) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C7 119.6(13) . . ?
C5 C6 C18 121.9(12) . . ?
C7 C6 C18 118.6(13) . . ?
C9 C7 C6 118.0(13) . . ?
C9 C7 H7A 121.0 . . ?
C6 C7 H7A 121.0 . . ?
C9 C8 C4 117.2(13) . . ?
C9 C8 H8 121.4 . . ?
C4 C8 H8 121.4 . . ?
C8 C9 C7 123.3(13) . . ?
C8 C9 C13 117.8(13) . . ?
C7 C9 C13 118.9(13) . . ?
O4 C13 O2 120.2(13) . . ?
O4 C13 C9 121.1(14) . . ?
O2 C13 C9 118.7(14) . . ?
O3 C18 O5 117.9(13) . . ?
O3 C18 C6 121.6(13) . . ?
O5 C18 C6 120.4(13) . . ?

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
O2 Mn1 O4 C13 95(3) 2_557 . . . ?
O3 Mn1 O4 C13 -86(3) 2_556 . . . ?
O7 Mn1 O4 C13 -179(3) . . . . ?
O6 Mn1 O4 C13 3(3) . . . . ?
O5 Mn1 O4 C13 -93(3) 2_556 . . . ?
C4 O1 C1 C3 -176.8(11) . . . . ?
O1 C1 C3 C3 177.0(15) . . . 2_766 ?
C1 O1 C4 C5 176.0(13) . . . . ?
C1 O1 C4 C8 -2(2) . . . . ?
O1 C4 C5 C6 180.0(12) . . . . ?
C8 C4 C5 C6 -2(2) . . . . ?
C4 C5 C6 C7 0(2) . . . . ?
C4 C5 C6 C18 179.6(15) . . . . ?
C5 C6 C7 C9 2(2) . . . . ?
C18 C6 C7 C9 -177.7(14) . . . . ?
C5 C4 C8 C9 2(2) . . . . ?
O1 C4 C8 C9 -179.9(13) . . . . ?
C4 C8 C9 C7 0(2) . . . . ?
C4 C8 C9 C13 179.2(14) . . . . ?
C6 C7 C9 C8 -2(2) . . . . ?
C6 C7 C9 C13 178.7(13) . . . . ?
Mn1 O4 C13 O2 -97(3) . . . . ?
Mn1 O4 C13 C9 81(3) . . . . ?
Mn1 O2 C13 O4 13(2) 2_557 . . . ?
Mn1 O2 C13 C9 -164.7(10) 2_557 . . . ?
C8 C9 C13 O4 170.5(15) . . . . ?
C7 C9 C13 O4 -10(2) . . . . ?
C8 C9 C13 O2 -11(2) . . . . ?
C7 C9 C13 O2 167.9(15) . . . . ?
Mn1 O3 C18 O5 -4.0(15) 2_556 . . . ?
Mn1 O3 C18 C6 179.8(13) 2_556 . . . ?
Mn1 O5 C18 O3 3.7(14) 2_556 . . . ?
Mn1 O5 C18 C6 179.9(14) 2_556 . . . ?
C5 C6 C18 O3 166.4(13) . . . . ?
C7 C6 C18 O3 -14(2) . . . . ?
C5 C6 C18 O5 -10(2) . . . . ?
C7 C6 C18 O5 170.2(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        67.23
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.865
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.154
####################################################################### 
# 
# 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_exp_10623
_database_code_depnum_ccdc_archive 'CCDC 2204954'
loop_
_audit_author_name
_audit_author_address
'Jing Lu'
;Liaocheng university
China
;
_audit_update_record             
;
2022-09-02 deposited with the CCDC.	2023-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11.50 H14 Co O7'
_chemical_formula_weight         323.16

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'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6366(15)
_cell_length_b                   8.6040(13)
_cell_length_c                   10.0667(16)
_cell_angle_alpha                113.496(15)
_cell_angle_beta                 90.956(15)
_cell_angle_gamma                90.157(14)
_cell_volume                     606.47(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    666
_cell_measurement_theta_min      4.7830
_cell_measurement_theta_max      69.8530

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             332
_exptl_absorpt_coefficient_mu    11.401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3416
_exptl_absorpt_correction_T_max  0.3669
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3600
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_sigmaI/netI    0.1020
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.79
_diffrn_reflns_theta_max         67.25
_reflns_number_total             2143
_reflns_number_gt                1313
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1214P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2143
_refine_ls_number_parameters     183
_refine_ls_number_restraints     409
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.2003
_refine_ls_wR_factor_gt          0.1605
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.836
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.46336(15) 0.33666(12) 0.09877(10) 0.0374(4) Uani 1 1 d U . .
O1 O 0.6858(7) 0.1845(5) 0.0287(5) 0.0528(14) Uani 1 1 d U . .
H1D H 0.6417 0.0691 -0.0040 0.063 Uiso 1 1 d R . .
O2 O 0.2450(7) 0.5032(6) 0.1441(5) 0.0508(13) Uani 1 1 d U . .
H2E H 0.3096 0.5852 0.1472 0.061 Uiso 1 1 d R . .
O3 O 0.5373(6) 0.6458(5) 0.6845(5) 0.0402(11) Uani 1 1 d U . .
O4 O 0.6710(6) 0.8608(5) 0.8498(4) 0.0394(11) Uani 1 1 d U . .
O5 O 0.6277(6) 0.5379(5) 0.1573(4) 0.0413(11) Uani 1 1 d U . .
O6 O 0.6092(6) 0.7705(5) 0.1131(4) 0.0403(11) Uani 1 1 d U . .
O7 O 0.8319(6) 1.2330(5) 0.5886(4) 0.0383(11) Uani 1 1 d U . .
C1 C 0.8407(12) 0.1853(9) 0.1036(8) 0.060(2) Uani 1 1 d U . .
H1A H 0.8524 0.2908 0.1865 0.091 Uiso 1 1 calc R . .
H1B H 0.9382 0.1722 0.0411 0.091 Uiso 1 1 calc R . .
H1C H 0.8385 0.0935 0.1348 0.091 Uiso 1 1 calc R . .
C3 C 0.6244(8) 0.7829(7) 0.7193(7) 0.0317(14) Uani 1 1 d U . .
C4 C 0.6304(9) 0.6958(7) 0.1977(6) 0.0355(14) Uani 1 1 d U . .
C5 C 0.6699(9) 0.8035(7) 0.3545(6) 0.0325(13) Uani 1 1 d U . .
C6 C 0.6366(9) 0.7437(7) 0.4604(6) 0.0324(13) Uani 1 1 d U . .
H6 H 0.5934 0.6340 0.4339 0.039 Uiso 1 1 calc R . .
C7 C 0.6670(9) 0.8452(7) 0.6057(7) 0.0335(14) Uani 1 1 d U . .
C8 C 0.7366(9) 1.0073(8) 0.6446(7) 0.0367(14) Uani 1 1 d U . .
H8 H 0.7618 1.0748 0.7414 0.044 Uiso 1 1 calc R . .
C9 C 0.7682(9) 1.0680(7) 0.5384(7) 0.0341(14) Uani 1 1 d U . .
C10 C 0.7319(9) 0.9696(7) 0.3937(7) 0.0363(14) Uani 1 1 d U . .
H10 H 0.7483 1.0131 0.3238 0.044 Uiso 1 1 calc R . .
C11 C 0.8762(9) 1.2971(7) 0.4793(7) 0.0381(15) Uani 1 1 d U . .
H11A H 0.7708 1.3115 0.4306 0.046 Uiso 1 1 calc R . .
H11B H 0.9516 1.2179 0.4076 0.046 Uiso 1 1 calc R . .
C12 C 0.9699(9) 1.4663(7) 0.5558(7) 0.0388(16) Uani 1 1 d U . .
H12A H 1.0705 1.4524 0.6101 0.047 Uiso 1 1 calc R . .
H12B H 0.8916 1.5467 0.6234 0.047 Uiso 1 1 calc R . .
C2 C 0.094(2) 0.5120(19) 0.0783(17) 0.056(5) Uani 0.52(2) 1 d PU . .
H2A H 0.0321 0.6118 0.1381 0.084 Uiso 0.50 1 calc PR . .
H2B H 0.0233 0.4135 0.0631 0.084 Uiso 0.50 1 calc PR . .
H2C H 0.1173 0.5168 -0.0133 0.084 Uiso 0.50 1 calc PR . .


_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 O5 2.017(4) . ?
Co1 O6 2.024(4) 2_665 ?
Co1 O1 2.101(5) . ?
Co1 O2 2.135(5) . ?
Co1 O3 2.126(4) 2_666 ?
Co1 O4 2.218(4) 2_666 ?
O1 C1 1.391(9) . ?
O2 C2 1.339(15) . ?
O3 C3 1.270(7) . ?
O3 Co1 2.126(4) 2_666 ?
O4 C3 1.257(7) . ?
O4 Co1 2.218(4) 2_666 ?
O5 C4 1.254(7) . ?
O6 C4 1.263(7) . ?
O6 Co1 2.024(4) 2_665 ?
O7 C9 1.387(7) . ?
O7 C11 1.458(7) . ?
C3 C7 1.483(8) . ?
C4 C5 1.502(8) . ?
C5 C6 1.383(8) . ?
C5 C10 1.401(7) . ?
C6 C7 1.388(8) . ?
C7 C8 1.392(8) . ?
C8 C9 1.388(9) . ?
C9 C10 1.385(8) . ?
C11 C12 1.518(8) . ?
C12 C12 1.532(12) 2_786 ?

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
O5 Co1 O6 116.24(18) . 2_665 ?
O5 Co1 O1 86.8(2) . . ?
O6 Co1 O1 83.87(19) 2_665 . ?
O5 Co1 O2 89.80(19) . . ?
O6 Co1 O2 90.54(19) 2_665 . ?
O1 Co1 O2 171.3(2) . . ?
O5 Co1 O3 90.62(17) . 2_666 ?
O6 Co1 O3 153.14(17) 2_665 2_666 ?
O1 Co1 O3 98.1(2) . 2_666 ?
O2 Co1 O3 89.91(19) . 2_666 ?
O5 Co1 O4 149.94(17) . 2_666 ?
O6 Co1 O4 93.33(16) 2_665 2_666 ?
O1 Co1 O4 91.41(19) . 2_666 ?
O2 Co1 O4 95.52(18) . 2_666 ?
O3 Co1 O4 59.91(15) 2_666 2_666 ?
C1 O1 Co1 129.6(4) . . ?
C2 O2 Co1 137.0(8) . . ?
C3 O3 Co1 92.8(4) . 2_666 ?
C3 O4 Co1 89.0(3) . 2_666 ?
C4 O5 Co1 142.5(5) . . ?
C4 O6 Co1 126.8(4) . 2_665 ?
C9 O7 C11 116.7(5) . . ?
O4 C3 O3 118.3(5) . . ?
O4 C3 C7 122.5(5) . . ?
O3 C3 C7 119.2(5) . . ?
O5 C4 O6 123.9(6) . . ?
O5 C4 C5 118.4(5) . . ?
O6 C4 C5 117.6(5) . . ?
C6 C5 C10 119.9(6) . . ?
C6 C5 C4 120.8(5) . . ?
C10 C5 C4 119.2(5) . . ?
C7 C6 C5 120.9(5) . . ?
C6 C7 C8 119.4(6) . . ?
C6 C7 C3 120.6(5) . . ?
C8 C7 C3 120.0(6) . . ?
C9 C8 C7 119.7(6) . . ?
O7 C9 C8 115.3(5) . . ?
O7 C9 C10 123.6(5) . . ?
C8 C9 C10 121.1(5) . . ?
C9 C10 C5 118.9(5) . . ?
O7 C11 C12 107.7(5) . . ?
C11 C12 C12 109.8(7) . 2_786 ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        67.25
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.095
