# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_liujj0421f
_database_code_depnum_ccdc_archive 'CCDC 1911420'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2019-04-22 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;
_audit_creation_date             2019-04-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'H12 O6 Zn, C14 H12 N2 O4, C8 H4 O4, 3(H2 O)'
_chemical_formula_sum            'C22 H34 N2 O17 Zn'
_chemical_formula_weight         663.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N Br Zn'
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'
Zn Zn -1.5491 0.6778 '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                   7.6374(3)
_cell_length_b                   14.0781(7)
_cell_length_c                   14.1339(8)
_cell_angle_alpha                99.701(4)
_cell_angle_beta                 105.305(4)
_cell_angle_gamma                99.451(4)
_cell_volume                     1409.58(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4895
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      72.2390
_cell_measurement_theta_min      7.1740
_shelx_estimated_absorpt_T_max   0.695
_shelx_estimated_absorpt_T_min   0.508
_exptl_absorpt_coefficient_mu    1.959
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44451
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.27b (Rigaku Oxford Diffraction, 2015)
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    1.564
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9194
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.340
_diffrn_reflns_theta_min         4.110
_diffrn_ambient_temperature      273(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0710
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  21.00   1.00    1.00    --    0.00  77.00 120.00   47
  2  ω     44.00  69.00   1.00    1.00    --    0.00  57.00-120.00   25
  3  ω    -12.00  26.00   1.00    1.00    --    0.00  57.00-120.00   38
  4  ω     33.00  67.00   1.00    1.00    --    0.00  77.00 120.00   34
  5  ω    -77.00 -51.00   1.00    1.00    --    0.00 178.00-120.00   26
  6  ω     25.00 118.00   1.00    1.00    --   55.26  77.00 -60.00   93
  7  ω     13.00  70.00   1.00    1.00    --   55.26 -57.00  60.00   57
  8  ω     68.00 115.00   1.00    1.00    --   55.26  57.00 -90.00   47
  9  ω    -17.00  74.00   1.00    1.00    --   55.26 -38.00 150.00   91
 10  ω      7.00  71.00   1.00    1.00    --   55.26 -57.00 -30.00   64
 11  ω     47.00 110.00   1.00    1.00    --   55.26-125.00-120.00   63
 12  ω      8.00  70.00   1.00    1.00    --   55.26 -19.00 -30.00   62
 13  ω     68.00 107.00   1.00    5.00    --  110.51-111.00 -90.00   39
 14  ω     39.00  64.00   1.00    5.00    --  110.51-111.00-150.00   25
 15  ω     45.00 133.00   1.00    5.00    --  110.51 -38.00-120.00   88
 16  ω     64.00 132.00   1.00    5.00    --  110.51 -50.00 -60.00   68
 17  ω    104.00 150.00   1.00    5.00    --  110.51 178.00-120.00   46
 18  ω     90.00 170.00   1.00    5.00    --  110.51  50.00-180.00   80
 19  ω     91.00 140.00   1.00    5.00    --  110.51  64.00 -90.00   49
 20  ω     42.00 130.00   1.00    5.00    --  110.51 -92.00 -30.00   88
 21  ω     49.00  79.00   1.00    5.00    --  110.51 -77.00-180.00   30
 22  ω    108.00 134.00   1.00    5.00    --  110.51 -77.00-180.00   26
 23  ω     80.00 178.00   1.00    5.00    --  110.51  25.00-120.00   98
 24  ω     86.00 159.00   1.00    5.00    --  110.51  25.00 150.00   73
 25  ω     57.00 127.00   1.00    5.00    --  110.51 -50.00  30.00   70
 26  ω     73.00 104.00   1.00    5.00    --  110.51-111.00-150.00   31
 27  ω     42.00  93.00   1.00    5.00    --  110.51 -50.00-180.00   51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0114391000
_diffrn_orient_matrix_UB_12      -0.0478343000
_diffrn_orient_matrix_UB_13      0.0891441000
_diffrn_orient_matrix_UB_21      -0.1022113000
_diffrn_orient_matrix_UB_22      -0.0992694000
_diffrn_orient_matrix_UB_23      -0.0739329000
_diffrn_orient_matrix_UB_31      0.1880729000
_diffrn_orient_matrix_UB_32      -0.0283914000
_diffrn_orient_matrix_UB_33      0.0048665000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5028
_reflns_number_total             5434
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.919
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.148
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         5434
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      1.070
_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)+(0.0866P)²+0.5403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1317
_refine_ls_wR_factor_ref         0.1347
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O15(H15A,H15B), O17(H17A,H17B), O16(H16A,H16B)
2.b Rotating group:
 O7(H7A,H7B), O5(H5A,H5B), O8(H8A,H8B), O10(H10A,H10B), O9(H9A,H9B), O6(H6A,H6B)
2.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
2.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C19(H19), C20(H20), C18(H18), C17(H17), C9(H9), C11(H11),
 C5(H5), C10(H10), C4(H4), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
Zn1 Zn 0.89256(4) 0.41519(2) 0.25013(2) 0.02883(13) Uani 1 1 d . . . . .
O7 O 0.8098(2) 0.28687(12) 0.13474(13) 0.0334(3) Uani 1 1 d . . . . .
H7A H 0.7581 0.2359 0.1541 0.050 Uiso 1 1 d GR . . . .
H7B H 0.9054 0.2719 0.1167 0.050 Uiso 1 1 d GR . . . .
O5 O 0.9055(3) 0.33717(14) 0.36371(15) 0.0498(5) Uani 1 1 d . . . . .
H5A H 1.0212 0.3419 0.3991 0.075 Uiso 1 1 d GR . . . .
H5B H 0.8547 0.2742 0.3385 0.075 Uiso 1 1 d GR . . . .
O8 O 1.1638(3) 0.4201(2) 0.25535(18) 0.0659(8) Uani 1 1 d . . . . .
H8A H 1.2396 0.4653 0.3073 0.099 Uiso 1 1 d GR . . . .
H8B H 1.1858 0.4346 0.2007 0.099 Uiso 1 1 d GR . . . .
O2 O -0.0836(3) -0.22418(14) -0.05384(14) 0.0385(4) Uani 1 1 d . . . . .
O12 O 0.1510(3) 0.71257(13) 0.31812(15) 0.0428(4) Uani 1 1 d . . . . .
O14 O 0.7358(3) 1.14598(14) 0.31061(16) 0.0478(5) Uani 1 1 d . . . . .
O1 O -0.2875(3) -0.36905(14) -0.09501(14) 0.0427(4) Uani 1 1 d . . . . .
O10 O 0.9868(3) 0.54547(12) 0.36101(14) 0.0397(4) Uani 1 1 d . . . . .
H10A H 0.9021 0.5567 0.3918 0.060 Uiso 1 1 d GR . . . .
H10B H 1.0139 0.5977 0.3355 0.060 Uiso 1 1 d GR . . . .
O13 O 0.5851(3) 1.12472(13) 0.14820(15) 0.0432(4) Uani 1 1 d . . . . .
O9 O 0.8450(3) 0.50078(15) 0.14288(15) 0.0545(6) Uani 1 1 d . . . . .
H9A H 0.8076 0.4638 0.0820 0.082 Uiso 1 1 d GR . . . .
H9B H 0.9464 0.5434 0.1489 0.082 Uiso 1 1 d GR . . . .
O3 O 0.2288(2) 0.39375(15) 0.52364(14) 0.0427(4) Uani 1 1 d . . . . .
O4 O 0.4980(3) 0.49424(15) 0.61597(15) 0.0444(4) Uani 1 1 d . . . . .
O11 O 0.1000(4) 0.66017(16) 0.15451(17) 0.0616(7) Uani 1 1 d . . . . .
N1 N -0.2217(3) -0.15202(15) 0.09605(15) 0.0311(4) Uani 1 1 d . . . . .
O15 O 0.1315(4) 0.85859(19) 0.47766(18) 0.0623(6) Uani 1 1 d . . . . .
H15A H 0.1439 0.8110 0.4360 0.093 Uiso 1 1 d G . . . .
H15B H 0.1639 0.8479 0.5366 0.093 Uiso 1 1 d G . . . .
N2 N 0.3908(3) 0.25694(15) 0.44566(16) 0.0340(4) Uani 1 1 d . . . . .
O17 O 0.6398(5) 0.6565(2) 0.2443(3) 0.0896(10) Uani 1 1 d . . . . .
H17A H 0.7349 0.6366 0.2358 0.134 Uiso 1 1 d G . . . .
H17B H 0.5452 0.6278 0.1942 0.134 Uiso 1 1 d G . . . .
O16 O 0.3246(5) 0.5656(2) 0.0630(2) 0.0711(7) Uani 1 1 d . . . . .
H16A H 0.2974 0.5040 0.0607 0.107 Uiso 1 1 d G . . . .
H16B H 0.2386 0.5920 0.0757 0.107 Uiso 1 1 d G . . . .
C21 C 0.5135(3) 0.99721(16) 0.23053(18) 0.0293(4) Uani 1 1 d . . . . .
C7 C 0.0109(3) 0.01222(17) 0.23366(18) 0.0303(4) Uani 1 1 d . . . . .
C8 C 0.1423(3) 0.09810(16) 0.30753(18) 0.0302(4) Uani 1 1 d . . . . .
C3 C -0.1555(3) -0.15636(18) 0.19289(18) 0.0339(5) Uani 1 1 d . . . . .
H3 H -0.1882 -0.2148 0.2127 0.041 Uiso 1 1 calc R . . . .
C6 C -0.0402(4) -0.07538(17) 0.26277(18) 0.0341(5) Uani 1 1 d . . . . .
H6 H 0.0039 -0.0790 0.3297 0.041 Uiso 1 1 calc R . . . .
C19 C 0.4111(3) 0.92948(17) 0.14117(18) 0.0321(5) Uani 1 1 d . . . . .
H19 H 0.4116 0.9450 0.0798 0.039 Uiso 1 1 calc R . . . .
C16 C 0.3018(3) 0.81605(16) 0.23390(18) 0.0306(5) Uani 1 1 d . . . . .
C1 C -0.2199(3) -0.28077(17) -0.04764(16) 0.0299(4) Uani 1 1 d . . . . .
C20 C 0.5115(3) 0.97199(18) 0.32162(19) 0.0352(5) Uani 1 1 d . . . . .
H20 H 0.5821 1.0154 0.3819 0.042 Uiso 1 1 calc R . . . .
C14 C 0.4006(3) 0.41677(19) 0.55526(17) 0.0333(5) Uani 1 1 d . . . . .
C22 C 0.6202(3) 1.09736(16) 0.22937(19) 0.0316(5) Uani 1 1 d . . . . .
C18 C 0.3083(3) 0.83908(17) 0.14289(18) 0.0331(5) Uani 1 1 d . . . . .
H18 H 0.2434 0.7937 0.0828 0.040 Uiso 1 1 calc R . . . .
C17 C 0.4053(3) 0.88292(18) 0.32303(18) 0.0348(5) Uani 1 1 d . . . . .
H17 H 0.4033 0.8677 0.3843 0.042 Uiso 1 1 calc R . . . .
C9 C 0.1604(4) 0.11128(19) 0.4098(2) 0.0390(5) Uani 1 1 d . . . . .
H9 H 0.0891 0.0653 0.4325 0.047 Uiso 1 1 calc R . . . .
C11 C 0.2825(4) 0.1915(2) 0.47704(19) 0.0403(5) Uani 1 1 d . . . . .
H11 H 0.2907 0.2009 0.5449 0.048 Uiso 1 1 calc R . . . .
C5 C -0.0646(4) 0.01550(18) 0.13317(18) 0.0351(5) Uani 1 1 d . . . . .
H5 H -0.0365 0.0735 0.1118 0.042 Uiso 1 1 calc R . . . .
C15 C 0.1763(3) 0.72170(17) 0.23601(19) 0.0346(5) Uani 1 1 d . . . . .
C10 C 0.2540(4) 0.16829(18) 0.27750(19) 0.0380(5) Uani 1 1 d . . . . .
H10 H 0.2446 0.1624 0.2097 0.046 Uiso 1 1 calc R . . . .
C2 C -0.3312(3) -0.24222(19) 0.02049(19) 0.0372(5) Uani 1 1 d . . . . .
H2A H -0.4433 -0.2281 -0.0204 0.045 Uiso 1 1 calc R . . . .
H2B H -0.3680 -0.2929 0.0545 0.045 Uiso 1 1 calc R . . . .
C13 C 0.5138(3) 0.34485(19) 0.5199(2) 0.0387(5) Uani 1 1 d . . . . .
H13A H 0.5996 0.3782 0.4899 0.046 Uiso 1 1 calc R . . . .
H13B H 0.5863 0.3245 0.5773 0.046 Uiso 1 1 calc R . . . .
C4 C -0.1804(4) -0.06712(19) 0.06608(18) 0.0359(5) Uani 1 1 d . . . . .
H4 H -0.2311 -0.0646 -0.0007 0.043 Uiso 1 1 calc R . . . .
O6 O 0.6148(2) 0.40071(14) 0.24714(14) 0.0398(4) Uani 1 1 d . . . . .
H6A H 0.5482 0.4128 0.1918 0.060 Uiso 1 1 d GR . . . .
H6B H 0.6034 0.4461 0.2940 0.060 Uiso 1 1 d GR . . . .
C12 C 0.3780(4) 0.24603(18) 0.3480(2) 0.0382(5) Uani 1 1 d . . . . .
H12 H 0.4542 0.2918 0.3276 0.046 Uiso 1 1 calc 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 O7 2.1002(16) . ?
Zn1 O5 2.0830(19) . ?
Zn1 O8 2.043(2) . ?
Zn1 O10 2.0834(17) . ?
Zn1 O9 2.086(2) . ?
Zn1 O6 2.0861(17) . ?
O2 C1 1.235(3) . ?
O12 C15 1.250(3) . ?
O14 C22 1.252(3) . ?
O1 C1 1.259(3) . ?
O13 C22 1.248(3) . ?
O3 C14 1.236(3) . ?
O4 C14 1.249(3) . ?
O11 C15 1.249(3) . ?
N1 C3 1.344(3) . ?
N1 C2 1.475(3) . ?
N1 C4 1.351(3) . ?
N2 C11 1.345(4) . ?
N2 C13 1.475(3) . ?
N2 C12 1.339(4) . ?
C21 C19 1.394(3) . ?
C21 C20 1.395(3) . ?
C21 C22 1.513(3) . ?
C7 C8 1.477(3) . ?
C7 C6 1.393(3) . ?
C7 C5 1.397(3) . ?
C8 C9 1.392(4) . ?
C8 C10 1.393(3) . ?
C3 C6 1.372(3) . ?
C19 C18 1.389(3) . ?
C16 C18 1.390(3) . ?
C16 C17 1.389(3) . ?
C16 C15 1.514(3) . ?
C1 C2 1.533(3) . ?
C20 C17 1.383(3) . ?
C14 C13 1.539(3) . ?
C9 C11 1.369(4) . ?
C5 C4 1.372(4) . ?
C10 C12 1.371(4) . ?

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 Zn1 O7 93.72(7) . . ?
O5 Zn1 O10 88.41(8) . . ?
O5 Zn1 O9 170.96(10) . . ?
O5 Zn1 O6 83.20(9) . . ?
O8 Zn1 O7 89.84(8) . . ?
O8 Zn1 O5 93.57(11) . . ?
O8 Zn1 O10 87.45(8) . . ?
O8 Zn1 O9 94.69(12) . . ?
O8 Zn1 O6 176.10(10) . . ?
O10 Zn1 O7 176.65(7) . . ?
O10 Zn1 O9 88.30(8) . . ?
O10 Zn1 O6 94.63(7) . . ?
O9 Zn1 O7 89.96(8) . . ?
O9 Zn1 O6 88.68(9) . . ?
O6 Zn1 O7 88.19(7) . . ?
C3 N1 C2 119.7(2) . . ?
C3 N1 C4 120.7(2) . . ?
C4 N1 C2 119.4(2) . . ?
C11 N2 C13 118.7(2) . . ?
C12 N2 C11 120.7(2) . . ?
C12 N2 C13 120.5(2) . . ?
C19 C21 C20 118.6(2) . . ?
C19 C21 C22 121.0(2) . . ?
C20 C21 C22 120.4(2) . . ?
C6 C7 C8 120.4(2) . . ?
C6 C7 C5 118.0(2) . . ?
C5 C7 C8 121.6(2) . . ?
C9 C8 C7 121.2(2) . . ?
C9 C8 C10 117.6(2) . . ?
C10 C8 C7 121.2(2) . . ?
N1 C3 C6 120.6(2) . . ?
C3 C6 C7 120.1(2) . . ?
C18 C19 C21 120.6(2) . . ?
C18 C16 C15 120.6(2) . . ?
C17 C16 C18 119.1(2) . . ?
C17 C16 C15 120.3(2) . . ?
O2 C1 O1 127.4(2) . . ?
O2 C1 C2 119.2(2) . . ?
O1 C1 C2 113.3(2) . . ?
C17 C20 C21 120.6(2) . . ?
O3 C14 O4 126.8(2) . . ?
O3 C14 C13 119.3(2) . . ?
O4 C14 C13 113.9(2) . . ?
O14 C22 C21 116.8(2) . . ?
O13 C22 O14 125.6(2) . . ?
O13 C22 C21 117.5(2) . . ?
C19 C18 C16 120.3(2) . . ?
C20 C17 C16 120.7(2) . . ?
C11 C9 C8 120.3(2) . . ?
N2 C11 C9 120.5(2) . . ?
C4 C5 C7 119.8(2) . . ?
O12 C15 C16 117.8(2) . . ?
O11 C15 O12 124.7(2) . . ?
O11 C15 C16 117.4(2) . . ?
C12 C10 C8 119.9(2) . . ?
N1 C2 C1 111.63(19) . . ?
N2 C13 C14 111.1(2) . . ?
N1 C4 C5 120.7(2) . . ?
N2 C12 C10 120.9(2) . . ?

_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 1.763
_oxdiff_exptl_absorpt_empirical_full_min 0.611
####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1975209'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2020-01-03 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;
_audit_creation_date             2020-01-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Co H12 O6, C14 H12 N2 O4, C8 H4 O4, 3(H2 O)'
_chemical_formula_sum            'C22 H34 Co N2 O17'
_chemical_formula_weight         657.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      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                   7.6409(5)
_cell_length_b                   14.0750(8)
_cell_length_c                   14.1402(8)
_cell_angle_alpha                99.6920(10)
_cell_angle_beta                 105.4600(10)
_cell_angle_gamma                99.329(2)
_cell_volume                     1410.07(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.724
_exptl_absorpt_coefficient_mu    0.692
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1420 before and 0.0734 after correction.
The Ratio of minimum to maximum transmission is 0.6469.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             686
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19672
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.260
_diffrn_reflns_theta_min         2.785
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6415
_reflns_number_total             6924
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.797
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         6924
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0466
_refine_ls_restrained_S_all      1.021
_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)+(0.0715P)²+0.8856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1282
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O15(H15A,H15B), O16(H16A), O17(H17A,H17B)
2.b Rotating group:
 O14(H14A,H14B), O9(H9A,H9B), O10(H10A,H10B), O13(H13C,H13D), O12(H12A,H12B),
 O11(H11A,H11B)
2.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
2.d Aromatic/amide H refined with riding coordinates:
 C21(H21), C11(H11), C4(H4), C18(H18), C19(H19), C5(H5), C6(H6), C17(H17),
 C10(H10), C3(H3), C12(H12), C9(H9)
;
_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
Co1 Co 0.39265(3) -0.08543(2) 0.24888(2) 0.02255(9) Uani 1 1 d . . . . .
O14 O 0.3074(2) -0.21489(10) 0.13331(10) 0.0306(3) Uani 1 1 d . . . . .
H14A H 0.3982 -0.2242 0.1105 0.046 Uiso 1 1 d GR . . . .
H14B H 0.2246 -0.2070 0.0824 0.046 Uiso 1 1 d GR . . . .
O9 O 0.1160(2) -0.09878(12) 0.24630(11) 0.0367(3) Uani 1 1 d . . . . .
H9A H 0.0457 -0.0964 0.1871 0.055 Uiso 1 1 d GR . . . .
H9B H 0.1023 -0.0477 0.2861 0.055 Uiso 1 1 d GR . . . .
O2 O 0.5831(2) 0.72342(11) 1.05317(11) 0.0351(3) Uani 1 1 d . . . . .
O1 O 0.7875(2) 0.86805(11) 1.09494(11) 0.0380(3) Uani 1 1 d . . . . .
O5 O 0.6523(2) 0.21239(11) 0.31858(12) 0.0397(4) Uani 1 1 d . . . . .
O7 O 1.2349(2) 0.64609(11) 0.31117(13) 0.0442(4) Uani 1 1 d . . . . .
O4 O 0.0030(2) 0.00507(12) 0.38379(11) 0.0390(4) Uani 1 1 d . . . . .
O10 O 0.4884(2) 0.04517(10) 0.36147(12) 0.0378(4) Uani 1 1 d . . . . .
H10A H 0.4041 0.0548 0.3901 0.057 Uiso 1 1 d GR . . . .
H10B H 0.5038 0.0956 0.3349 0.057 Uiso 1 1 d GR . . . .
O8 O 1.0839(2) 0.62427(11) 0.14834(12) 0.0402(4) Uani 1 1 d . . . . .
O3 O 0.2722(2) 0.10571(12) 0.47684(11) 0.0382(3) Uani 1 1 d . . . . .
N1 N 0.7209(2) 0.65121(12) 0.90332(12) 0.0275(3) Uani 1 1 d . . . . .
O13 O 0.6642(2) -0.07826(17) 0.25381(14) 0.0580(6) Uani 1 1 d . . . . .
H13C H 0.6830 -0.1368 0.2382 0.087 Uiso 1 1 d GR . . . .
H13D H 0.7351 -0.0559 0.3148 0.087 Uiso 1 1 d GR . . . .
O12 O 0.3495(3) -0.00051(13) 0.14210(12) 0.0498(5) Uani 1 1 d . . . . .
H12A H 0.3134 -0.0376 0.0820 0.075 Uiso 1 1 d GR . . . .
H12B H 0.4537 0.0367 0.1450 0.075 Uiso 1 1 d GR . . . .
O11 O 0.4083(3) -0.16400(12) 0.36169(12) 0.0484(5) Uani 1 1 d . . . . .
H11A H 0.5232 -0.1560 0.3985 0.073 Uiso 1 1 d GR . . . .
H11B H 0.3753 -0.2273 0.3360 0.073 Uiso 1 1 d GR . . . .
O6 O 0.6021(3) 0.15955(13) 0.15482(13) 0.0573(5) Uani 1 1 d . . . . .
O15 O 0.6314(3) 0.35832(16) 0.47757(14) 0.0592(5) Uani 1 1 d . . . . .
H15A H 0.6466 0.3103 0.4375 0.089 Uiso 1 1 d G . . . .
H15B H 0.6760 0.3479 0.5358 0.089 Uiso 1 1 d G . . . .
N2 N 0.1097(2) 0.24212(12) 0.55397(13) 0.0294(3) Uani 1 1 d . . . . .
C20 C 1.0126(2) 0.49684(13) 0.23082(14) 0.0259(3) Uani 1 1 d . . . . .
C16 C 0.8026(3) 0.31548(13) 0.23419(14) 0.0264(4) Uani 1 1 d . . . . .
O16 O 0.1747(4) -0.06462(17) -0.06367(17) 0.0658(6) Uani 1 1 d . . . . .
H16A H 0.2447 -0.0961 -0.0879 0.099 Uiso 1 1 d G . . . .
C21 C 0.9113(3) 0.42918(14) 0.14179(14) 0.0289(4) Uani 1 1 d . . . . .
H21 H 0.9122 0.4446 0.0805 0.035 Uiso 1 1 calc R . . . .
C1 C 0.7197(3) 0.78006(14) 1.04689(13) 0.0263(3) Uani 1 1 d . . . . .
C14 C 0.1002(3) 0.08268(15) 0.44486(13) 0.0284(4) Uani 1 1 d . . . . .
C11 C 0.1217(3) 0.25298(15) 0.65164(16) 0.0342(4) Uani 1 1 d . . . . .
H11 H 0.0454 0.2073 0.6719 0.041 Uiso 1 1 calc R . . . .
C7 C 0.4883(3) 0.48698(13) 0.76575(14) 0.0262(3) Uani 1 1 d . . . . .
C4 C 0.6540(3) 0.65548(14) 0.80635(14) 0.0302(4) Uani 1 1 d . . . . .
H4 H 0.6860 0.7139 0.7864 0.036 Uiso 1 1 calc R . . . .
C18 C 0.8085(3) 0.33867(14) 0.14319(14) 0.0295(4) Uani 1 1 d . . . . .
H18 H 0.7435 0.2935 0.0830 0.035 Uiso 1 1 calc R . . . .
C19 C 1.0116(3) 0.47198(14) 0.32185(15) 0.0312(4) Uani 1 1 d . . . . .
H19 H 1.0825 0.5156 0.3821 0.037 Uiso 1 1 calc R . . . .
C22 C 1.1191(3) 0.59683(14) 0.22981(15) 0.0287(4) Uani 1 1 d . . . . .
C5 C 0.5643(3) 0.48397(14) 0.86643(14) 0.0311(4) Uani 1 1 d . . . . .
H5 H 0.5362 0.4261 0.8880 0.037 Uiso 1 1 calc R . . . .
C8 C 0.3573(3) 0.40091(13) 0.69220(14) 0.0263(3) Uani 1 1 d . . . . .
C6 C 0.5389(3) 0.57447(14) 0.73673(14) 0.0305(4) Uani 1 1 d . . . . .
H6 H 0.4945 0.5780 0.6697 0.037 Uiso 1 1 calc R . . . .
C15 C 0.6778(3) 0.22152(14) 0.23624(15) 0.0309(4) Uani 1 1 d . . . . .
C17 C 0.9057(3) 0.38258(14) 0.32350(15) 0.0313(4) Uani 1 1 d . . . . .
H17 H 0.9036 0.3675 0.3848 0.038 Uiso 1 1 calc R . . . .
C10 C 0.3399(3) 0.38789(15) 0.58994(15) 0.0350(4) Uani 1 1 d . . . . .
H10 H 0.4112 0.4338 0.5673 0.042 Uiso 1 1 calc R . . . .
C3 C 0.6806(3) 0.56663(15) 0.93338(15) 0.0325(4) Uani 1 1 d . . . . .
H3 H 0.7322 0.5642 1.0002 0.039 Uiso 1 1 calc R . . . .
C2 C 0.8304(3) 0.74126(15) 0.97852(15) 0.0332(4) Uani 1 1 d . . . . .
H2A H 0.8667 0.7918 0.9443 0.040 Uiso 1 1 calc R . . . .
H2B H 0.9429 0.7271 1.0194 0.040 Uiso 1 1 calc R . . . .
C12 C 0.2181(3) 0.30753(16) 0.52278(15) 0.0354(4) Uani 1 1 d . . . . .
H12 H 0.2101 0.2980 0.4549 0.042 Uiso 1 1 calc R . . . .
O17 O -0.1421(4) -0.15731(19) -0.2456(2) 0.0835(8) Uani 1 1 d . . . . .
H17A H -0.2235 -0.1223 -0.2541 0.125 Uiso 1 1 d G . . . .
H17B H -0.0619 -0.1341 -0.1882 0.125 Uiso 1 1 d G . . . .
C9 C 0.2456(3) 0.33100(15) 0.72204(15) 0.0338(4) Uani 1 1 d . . . . .
H9 H 0.2549 0.3371 0.7898 0.041 Uiso 1 1 calc R . . . .
C13 C -0.0131(3) 0.15423(15) 0.47974(16) 0.0340(4) Uani 1 1 d . . . . .
H13A H -0.0856 0.1745 0.4221 0.041 Uiso 1 1 calc R . . . .
H13B H -0.0988 0.1209 0.5096 0.041 Uiso 1 1 calc R . . . .
H16B H 0.186(6) 0.005(3) -0.074(3) 0.096(14) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O14 2.1119(13) . ?
Co1 O9 2.0815(14) . ?
Co1 O10 2.0991(14) . ?
Co1 O13 2.0429(16) . ?
Co1 O12 2.0704(16) . ?
Co1 O11 2.0777(16) . ?
O2 C1 1.239(2) . ?
O1 C1 1.259(2) . ?
O5 C15 1.254(2) . ?
O7 C22 1.256(3) . ?
O4 C14 1.252(2) . ?
O8 C22 1.252(3) . ?
O3 C14 1.238(2) . ?
N1 C4 1.345(2) . ?
N1 C3 1.347(3) . ?
N1 C2 1.472(2) . ?
O6 C15 1.251(3) . ?
N2 C11 1.340(3) . ?
N2 C12 1.346(3) . ?
N2 C13 1.474(2) . ?
C20 C21 1.389(3) . ?
C20 C19 1.391(3) . ?
C20 C22 1.511(2) . ?
C16 C18 1.390(3) . ?
C16 C15 1.509(2) . ?
C16 C17 1.391(3) . ?
C21 C18 1.390(2) . ?
C1 C2 1.536(3) . ?
C14 C13 1.533(3) . ?
C11 C9 1.373(3) . ?
C7 C5 1.398(3) . ?
C7 C8 1.476(3) . ?
C7 C6 1.391(3) . ?
C4 C6 1.370(3) . ?
C19 C17 1.389(2) . ?
C5 C3 1.373(3) . ?
C8 C10 1.394(3) . ?
C8 C9 1.391(3) . ?
C10 C12 1.369(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O9 Co1 O14 88.11(6) . . ?
O9 Co1 O10 94.36(6) . . ?
O10 Co1 O14 177.29(5) . . ?
O13 Co1 O14 90.81(6) . . ?
O13 Co1 O9 177.33(8) . . ?
O13 Co1 O10 86.77(7) . . ?
O13 Co1 O12 92.89(9) . . ?
O13 Co1 O11 93.79(9) . . ?
O12 Co1 O14 90.09(6) . . ?
O12 Co1 O9 89.56(7) . . ?
O12 Co1 O10 88.82(7) . . ?
O12 Co1 O11 172.56(8) . . ?
O11 Co1 O14 93.09(6) . . ?
O11 Co1 O9 83.83(7) . . ?
O11 Co1 O10 88.28(6) . . ?
C4 N1 C3 120.76(17) . . ?
C4 N1 C2 119.69(17) . . ?
C3 N1 C2 119.46(17) . . ?
C11 N2 C12 120.79(17) . . ?
C11 N2 C13 120.31(17) . . ?
C12 N2 C13 118.75(17) . . ?
C21 C20 C19 118.82(16) . . ?
C21 C20 C22 121.09(17) . . ?
C19 C20 C22 120.08(17) . . ?
C18 C16 C15 120.59(17) . . ?
C18 C16 C17 119.08(16) . . ?
C17 C16 C15 120.24(17) . . ?
C20 C21 C18 120.81(17) . . ?
O2 C1 O1 127.16(18) . . ?
O2 C1 C2 119.15(17) . . ?
O1 C1 C2 113.60(16) . . ?
O4 C14 C13 113.98(17) . . ?
O3 C14 O4 126.69(19) . . ?
O3 C14 C13 119.32(17) . . ?
N2 C11 C9 120.55(18) . . ?
C5 C7 C8 121.55(17) . . ?
C6 C7 C5 117.79(17) . . ?
C6 C7 C8 120.65(17) . . ?
N1 C4 C6 120.53(18) . . ?
C16 C18 C21 120.23(17) . . ?
C17 C19 C20 120.50(17) . . ?
O7 C22 C20 117.24(18) . . ?
O8 C22 O7 125.22(18) . . ?
O8 C22 C20 117.54(17) . . ?
C3 C5 C7 119.85(18) . . ?
C10 C8 C7 120.78(17) . . ?
C9 C8 C7 121.42(17) . . ?
C9 C8 C10 117.80(18) . . ?
C4 C6 C7 120.32(18) . . ?
O5 C15 C16 117.88(17) . . ?
O6 C15 O5 124.54(18) . . ?
O6 C15 C16 117.53(17) . . ?
C19 C17 C16 120.51(17) . . ?
C12 C10 C8 120.03(18) . . ?
N1 C3 C5 120.66(18) . . ?
N1 C2 C1 111.59(15) . . ?
N2 C12 C10 120.65(18) . . ?
C11 C9 C8 120.14(18) . . ?
N2 C13 C14 111.00(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
