# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 1953798'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2019-09-16 deposited with the CCDC.	2020-03-02 downloaded from the CCDC.
;
_audit_creation_date             2019-09-16
_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         'C26 H28 N2 Ni O8, C8 H4 O4, 2(H2 O)'
_chemical_formula_sum            'C34 H36 N2 Ni O14'
_chemical_formula_weight         755.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   8.8566(5)
_cell_length_b                   9.7807(6)
_cell_length_c                   10.0500(6)
_cell_angle_alpha                68.9060(10)
_cell_angle_beta                 84.7260(10)
_cell_angle_gamma                87.0080(10)
_cell_volume                     808.62(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9961
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.823
_exptl_absorpt_coefficient_mu    0.677
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6291
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1202 before and 0.0384 after correction.
The Ratio of minimum to maximum transmission is 0.8436.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13909
_diffrn_reflns_point_group_measured_fraction_full 0.933
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.267
_diffrn_reflns_theta_min         2.179
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.986
_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         0.856
_reflns_Friedel_fraction_full    0.885
_reflns_Friedel_fraction_max     0.844
_reflns_number_gt                6964
_reflns_number_total             7324
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.112
_refine_ls_abs_structure_details 
;
 Flack x determined using 3079 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.491(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         7324
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0321
_refine_ls_restrained_S_all      1.152
_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)+(0.0621P)²+0.2597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0965
_refine_ls_wR_factor_ref         0.1087
_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:
 O13(H13A,H13B), O14(H14A,H14B)
2.b Rotating group:
 O10(H10A,H10B), O11(H11A,H11B), O12(H12A,H12B), O9(H9A,H9B)
2.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C19(H19A,H19B)
2.d Aromatic/amide H refined with riding coordinates:
 C24(H24), C21(H21), C4(H4), C15(H15), C9(H9), C6(H6), C12(H12), C32(H32),
 C10(H10), C23(H23), C31(H31), C18(H18), C16(H16), C29(H29), C30(H30), C22(H22),
  C17(H17), C11(H11), C3(H3), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
Ni1 Ni 0.24486(11) 0.49430(10) 0.97559(10) 0.02214(11) Uani 1 1 d . . . . .
N2 N 0.4595(6) -0.0059(5) 1.7564(5) 0.0221(10) Uani 1 1 d . . . . .
O10 O 0.3103(5) 0.2850(4) 0.9741(5) 0.0278(9) Uani 1 1 d . . . . .
H10A H 0.2374 0.2232 1.0127 0.042 Uiso 1 1 d GR . . . .
H10B H 0.3836 0.2482 1.0296 0.042 Uiso 1 1 d GR . . . .
O11 O 0.1795(5) 0.7029(5) 0.9758(5) 0.0319(10) Uani 1 1 d . . . . .
H11A H 0.1291 0.7018 1.0595 0.048 Uiso 1 1 d GR . . . .
H11B H 0.1090 0.7471 0.9129 0.048 Uiso 1 1 d GR . . . .
O12 O 0.0223(5) 0.4616(5) 0.9462(5) 0.0337(10) Uani 1 1 d . . . . .
H12A H 0.0146 0.3810 0.9282 0.050 Uiso 1 1 d GR . . . .
H12B H -0.0071 0.5300 0.8682 0.050 Uiso 1 1 d GR . . . .
O9 O 0.4680(5) 0.5244(5) 1.0058(6) 0.0324(10) Uani 1 1 d . . . . .
H9A H 0.5311 0.5114 0.9378 0.049 Uiso 1 1 d GR . . . .
H9B H 0.4990 0.4565 1.0840 0.049 Uiso 1 1 d GR . . . .
O5 O -0.0160(6) 0.8362(6) 0.7761(6) 0.0431(13) Uani 1 1 d . . . . .
O8 O -0.4935(6) 1.1484(6) 0.1771(6) 0.0445(13) Uani 1 1 d . . . . .
O3 O 0.2069(6) 0.3909(5) 1.1923(5) 0.0315(10) Uani 1 1 d . . . . .
O6 O -0.0936(7) 0.6525(6) 0.7189(6) 0.0496(16) Uani 1 1 d . . . . .
O4 O 0.0674(6) 0.5574(6) 1.2548(5) 0.0378(11) Uani 1 1 d . . . . .
O2 O 0.2821(6) 0.5964(6) 0.7573(5) 0.0380(11) Uani 1 1 d . . . . .
O7 O -0.4202(6) 1.3326(6) 0.2366(6) 0.0430(13) Uani 1 1 d . . . . .
O1 O 0.4267(6) 0.4297(5) 0.6978(6) 0.0362(11) Uani 1 1 d . . . . .
C13 C 0.8051(6) -0.0061(6) 2.0236(6) 0.0222(11) Uani 1 1 d . . . . .
C7 C 0.2492(7) 0.8584(7) 0.3305(6) 0.0229(11) Uani 1 1 d . . . . .
C14 C 0.6872(6) -0.0068(6) 1.9279(6) 0.0232(11) Uani 1 1 d . . . . .
C26 C 0.1390(7) 0.4373(7) 1.2861(7) 0.0291(13) Uani 1 1 d . . . . .
C24 C 0.0595(7) 0.3838(8) 1.5447(7) 0.0309(13) Uani 1 1 d . . . . .
H24 H -0.0009 0.4685 1.5200 0.037 Uiso 1 1 calc R . . . .
C33 C -0.3346(7) 1.0921(7) 0.3681(6) 0.0275(12) Uani 1 1 d . . . . .
C20 C 0.2415(7) 0.1278(7) 1.6207(7) 0.0260(12) Uani 1 1 d . . . . .
C21 C 0.2377(6) 0.2174(7) 1.4800(7) 0.0229(11) Uani 1 1 d . . . . .
H21 H 0.2972 0.1932 1.4101 0.027 Uiso 1 1 calc R . . . .
C4 C 0.2517(7) 0.7676(7) 0.4741(6) 0.0249(12) Uani 1 1 d . . . . .
H4 H 0.1907 0.7907 0.5437 0.030 Uiso 1 1 calc R . . . .
C2 C 0.3424(7) 0.6460(7) 0.5126(6) 0.0259(13) Uani 1 1 d . . . . .
C28 C -0.1739(7) 0.8932(7) 0.5863(7) 0.0254(11) Uani 1 1 d . . . . .
C8 C 0.1526(7) 0.9944(7) 0.2920(7) 0.0285(13) Uani 1 1 d . . . . .
H8A H 0.2163 1.0783 0.2428 0.034 Uiso 1 1 calc R . . . .
H8B H 0.1064 1.0053 0.3791 0.034 Uiso 1 1 calc R . . . .
C1 C 0.3499(7) 0.5466(7) 0.6697(6) 0.0248(11) Uani 1 1 d . . . . .
C27 C -0.0861(7) 0.7901(7) 0.7037(8) 0.0308(13) Uani 1 1 d . . . . .
C15 C 0.6270(7) -0.1373(6) 1.9291(7) 0.0273(12) Uani 1 1 d . . . . .
H15 H 0.6637 -0.2274 1.9882 0.033 Uiso 1 1 calc R . . . .
C9 C 0.9721(8) -0.1340(7) 2.2049(8) 0.0320(14) Uani 1 1 d . . . . .
H9 H 1.0074 -0.2220 2.2693 0.038 Uiso 1 1 calc R . . . .
C6 C 0.3359(7) 0.8229(7) 0.2275(7) 0.0322(14) Uani 1 1 d . . . . .
H6 H 0.3349 0.8843 0.1321 0.039 Uiso 1 1 calc R . . . .
C12 C 0.8593(7) 0.1259(7) 2.0225(7) 0.0276(12) Uani 1 1 d . . . . .
H12 H 0.8184 0.2146 1.9645 0.033 Uiso 1 1 calc R . . . .
C32 C -0.3477(7) 0.9466(8) 0.3979(7) 0.0302(13) Uani 1 1 d . . . . .
H32 H -0.4094 0.9145 0.3456 0.036 Uiso 1 1 calc R . . . .
C10 C 0.9738(7) 0.1246(6) 2.1078(7) 0.0270(12) Uani 1 1 d . . . . .
H10 H 1.0134 0.2122 2.1042 0.032 Uiso 1 1 calc R . . . .
C19 C 0.3386(7) -0.0108(7) 1.6652(7) 0.0274(12) Uani 1 1 d . . . . .
H19A H 0.2744 -0.0936 1.7172 0.033 Uiso 1 1 calc R . . . .
H19B H 0.3851 -0.0259 1.5802 0.033 Uiso 1 1 calc R . . . .
C23 C 0.0646(8) 0.2959(9) 1.6856(8) 0.0388(16) Uani 1 1 d . . . . .
H23 H 0.0092 0.3232 1.7556 0.047 Uiso 1 1 calc R . . . .
C34 C -0.4217(7) 1.2032(8) 0.2491(7) 0.0296(13) Uani 1 1 d . . . . .
C31 C -0.2437(8) 1.1398(8) 0.4447(8) 0.0354(14) Uani 1 1 d . . . . .
H31 H -0.2370 1.2401 0.4235 0.042 Uiso 1 1 calc R . . . .
C18 C 0.5181(8) 0.1207(7) 1.7472(8) 0.0324(14) Uani 1 1 d . . . . .
H18 H 0.4827 0.2081 1.6820 0.039 Uiso 1 1 calc R . . . .
C16 C 0.6291(8) 0.1242(7) 1.8317(8) 0.0325(14) Uani 1 1 d . . . . .
H16 H 0.6663 0.2136 1.8255 0.039 Uiso 1 1 calc R . . . .
C29 C -0.2686(7) 0.8427(7) 0.5082(7) 0.0306(13) Uani 1 1 d . . . . .
H29 H -0.2787 0.7428 0.5290 0.037 Uiso 1 1 calc R . . . .
C30 C -0.1637(8) 1.0479(8) 0.5492(8) 0.0328(14) Uani 1 1 d . . . . .
H30 H -0.1016 1.0850 0.5974 0.039 Uiso 1 1 calc R . . . .
C22 C 0.1499(8) 0.1678(8) 1.7258(7) 0.0337(14) Uani 1 1 d . . . . .
H22 H 0.1478 0.1074 1.8216 0.040 Uiso 1 1 calc R . . . .
C17 C 0.5136(7) -0.1312(7) 1.8425(7) 0.0290(13) Uani 1 1 d . . . . .
H17 H 0.4738 -0.2182 1.8447 0.035 Uiso 1 1 calc R . . . .
C25 C 0.1441(7) 0.3471(6) 1.4388(7) 0.0238(12) Uani 1 1 d . . . . .
C11 C 0.8604(8) -0.1335(7) 2.1153(9) 0.0360(15) Uani 1 1 d . . . . .
H11 H 0.8234 -0.2220 2.1187 0.043 Uiso 1 1 calc R . . . .
C3 C 0.4288(8) 0.6069(8) 0.4081(8) 0.0325(14) Uani 1 1 d . . . . .
H3 H 0.4884 0.5217 0.4340 0.039 Uiso 1 1 calc R . . . .
C5 C 0.4251(8) 0.6966(8) 0.2638(7) 0.0350(15) Uani 1 1 d . . . . .
H5 H 0.4821 0.6714 0.1933 0.042 Uiso 1 1 calc R . . . .
O13 O 0.6856(7) 0.4580(7) 0.8176(7) 0.0513(15) Uani 1 1 d . . . . .
H13A H 0.6297 0.4703 0.7497 0.077 Uiso 1 1 d G . . . .
H13B H 0.7501 0.5257 0.7836 0.077 Uiso 1 1 d G . . . .
O14 O 0.8083(8) 0.5295(7) 0.1390(8) 0.0595(18) Uani 1 1 d . . . . .
H14A H 0.8694 0.5160 0.2031 0.089 Uiso 1 1 d G . . . .
H14B H 0.7593 0.4516 0.1566 0.089 Uiso 1 1 d G . . . .
N1 N 1.0282(6) -0.0058(6) 2.1972(6) 0.0239(10) Uani 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
Ni1 O10 2.103(4) . ?
Ni1 O11 2.092(5) . ?
Ni1 O12 2.077(5) . ?
Ni1 O9 2.078(4) . ?
Ni1 O3 2.048(5) . ?
Ni1 O2 2.060(5) . ?
N2 C19 1.485(7) . ?
N2 C18 1.337(8) . ?
N2 C17 1.316(8) . ?
O5 C27 1.211(8) . ?
O8 C34 1.271(8) . ?
O3 C26 1.277(8) . ?
O6 C27 1.303(8) . ?
O4 C26 1.255(8) . ?
O2 C1 1.247(8) . ?
O7 C34 1.226(8) . ?
O1 C1 1.254(8) . ?
C13 C14 1.485(3) . ?
C13 C12 1.397(8) . ?
C13 C11 1.354(9) . ?
C7 C4 1.398(8) . ?
C7 C8 1.491(9) . ?
C7 C6 1.366(9) . ?
C14 C15 1.404(8) . ?
C14 C16 1.404(8) . ?
C26 C25 1.473(10) . ?
C24 C23 1.371(10) . ?
C24 C25 1.386(9) . ?
C33 C32 1.353(9) . ?
C33 C34 1.534(8) . ?
C33 C31 1.368(9) . ?
C20 C21 1.372(9) . ?
C20 C19 1.514(9) . ?
C20 C22 1.426(8) . ?
C21 C25 1.430(8) . ?
C4 C2 1.355(9) . ?
C2 C1 1.533(8) . ?
C2 C3 1.395(9) . ?
C28 C27 1.498(9) . ?
C28 C29 1.416(8) . ?
C28 C30 1.427(9) . ?
C8 N1 1.522(8) 1_463 ?
C15 C17 1.373(8) . ?
C9 C11 1.396(8) . ?
C9 N1 1.346(8) . ?
C6 C5 1.382(10) . ?
C12 C10 1.384(8) . ?
C32 C29 1.418(8) . ?
C10 N1 1.363(8) . ?
C23 C22 1.376(11) . ?
C31 C30 1.343(9) . ?
C18 C16 1.366(8) . ?
C3 C5 1.401(10) . ?
N1 C8 1.522(8) 1_647 ?

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
O11 Ni1 O10 179.6(2) . . ?
O12 Ni1 O10 91.02(18) . . ?
O12 Ni1 O11 88.86(18) . . ?
O12 Ni1 O9 179.4(2) . . ?
O9 Ni1 O10 88.37(18) . . ?
O9 Ni1 O11 91.75(17) . . ?
O3 Ni1 O10 85.15(18) . . ?
O3 Ni1 O11 95.19(18) . . ?
O3 Ni1 O12 91.0(2) . . ?
O3 Ni1 O9 88.7(2) . . ?
O3 Ni1 O2 179.4(3) . . ?
O2 Ni1 O10 94.38(18) . . ?
O2 Ni1 O11 85.3(2) . . ?
O2 Ni1 O12 88.6(2) . . ?
O2 Ni1 O9 91.7(2) . . ?
C18 N2 C19 121.7(5) . . ?
C17 N2 C19 117.9(5) . . ?
C17 N2 C18 120.3(5) . . ?
C26 O3 Ni1 130.0(4) . . ?
C1 O2 Ni1 128.2(4) . . ?
C12 C13 C14 120.7(4) . . ?
C11 C13 C14 120.6(4) . . ?
C11 C13 C12 118.7(6) . . ?
C4 C7 C8 119.2(6) . . ?
C6 C7 C4 120.0(6) . . ?
C6 C7 C8 120.8(5) . . ?
C15 C14 C13 122.2(4) . . ?
C16 C14 C13 121.4(4) . . ?
C16 C14 C15 116.4(6) . . ?
O3 C26 C25 119.2(5) . . ?
O4 C26 O3 123.2(6) . . ?
O4 C26 C25 117.6(6) . . ?
C23 C24 C25 120.4(6) . . ?
C32 C33 C34 120.2(6) . . ?
C32 C33 C31 119.8(6) . . ?
C31 C33 C34 120.0(6) . . ?
C21 C20 C19 121.6(6) . . ?
C21 C20 C22 118.2(6) . . ?
C22 C20 C19 120.1(6) . . ?
C20 C21 C25 121.2(6) . . ?
C2 C4 C7 120.5(6) . . ?
C4 C2 C1 121.4(6) . . ?
C4 C2 C3 120.0(6) . . ?
C3 C2 C1 118.5(6) . . ?
C29 C28 C27 122.1(6) . . ?
C29 C28 C30 117.6(6) . . ?
C30 C28 C27 120.3(5) . . ?
C7 C8 N1 113.1(5) . 1_463 ?
O2 C1 O1 126.8(5) . . ?
O2 C1 C2 114.6(5) . . ?
O1 C1 C2 118.5(5) . . ?
O5 C27 O6 125.0(6) . . ?
O5 C27 C28 120.4(6) . . ?
O6 C27 C28 114.6(6) . . ?
C17 C15 C14 119.7(6) . . ?
N1 C9 C11 119.3(6) . . ?
C7 C6 C5 120.5(6) . . ?
C10 C12 C13 119.9(6) . . ?
C33 C32 C29 120.8(6) . . ?
N1 C10 C12 119.6(6) . . ?
N2 C19 C20 112.7(5) . . ?
C24 C23 C22 121.4(6) . . ?
O8 C34 C33 115.1(6) . . ?
O7 C34 O8 126.9(6) . . ?
O7 C34 C33 117.9(6) . . ?
C30 C31 C33 122.7(6) . . ?
N2 C18 C16 121.3(6) . . ?
C18 C16 C14 120.2(6) . . ?
C28 C29 C32 119.0(6) . . ?
C31 C30 C28 120.0(6) . . ?
C23 C22 C20 120.1(6) . . ?
N2 C17 C15 122.0(6) . . ?
C24 C25 C26 121.9(6) . . ?
C24 C25 C21 118.6(6) . . ?
C21 C25 C26 119.5(6) . . ?
C13 C11 C9 121.1(6) . . ?
C2 C3 C5 119.6(6) . . ?
C6 C5 C3 119.3(6) . . ?
C9 N1 C8 119.7(5) . 1_647 ?
C9 N1 C10 121.3(6) . . ?
C10 N1 C8 119.1(5) . 1_647 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1967364'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2019-11-22 deposited with the CCDC.	2020-03-02 downloaded from the CCDC.
;
_audit_creation_date             2019-11-22
_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         'C36 H26 N2 O14 Zn2, 5(H2 O), H O'
_chemical_formula_sum            'C36 H37 N2 O20 Zn2'
_chemical_formula_weight         948.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   9.0976(6)
_cell_length_b                   9.2250(6)
_cell_length_c                   13.2980(9)
_cell_angle_alpha                76.768(2)
_cell_angle_beta                 80.206(2)
_cell_angle_gamma                62.4750(10)
_cell_volume                     960.76(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.14
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.878
_shelx_estimated_absorpt_T_min   0.776
_exptl_absorpt_coefficient_mu    1.337
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5245
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             487
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13598
_diffrn_reflns_point_group_measured_fraction_full 0.770
_diffrn_reflns_point_group_measured_fraction_max 0.737
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.339
_diffrn_reflns_theta_min         2.527
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.988
_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         0.492
_reflns_Friedel_fraction_full    0.553
_reflns_Friedel_fraction_max     0.486
_reflns_number_gt                6569
_reflns_number_total             7072
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.130
_refine_ls_abs_structure_details 
;
 Flack x determined using 2098 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.489(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         7072
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.109
_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)+(0.0593P)²+0.5091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1050
_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:
 O16(H16A,H16B), O18(H18A,H18B), O15(H15A,H15B), O17(H17A,H17B), O20(H20A,
 H20B), O19(H19)
2.b Rotating group:
 O13(H13A,H13B), O14(H14A,H14B)
2.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C19(H19A,H19B)
2.d Aromatic/amide H refined with riding coordinates:
 C31(H31), C36(H36), C21(H21), C22(H22), C4(H4), C23(H23), C18(H18), C10(H10),
 C24(H24), C15(H15), C3(H3), C17(H17), C12(H12), C6(H6), C11(H11), C16(H16),
 C5(H5), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.27754(5) 0.28981(5) 0.86205(3) 0.0294(2) Uani 1 1 d . . . . .
Zn2 Zn -0.55212(5) 1.50427(5) 0.47066(3) 0.02888(19) Uani 1 1 d . . . . .
O10 O 0.1597(9) 0.5268(8) 0.8118(5) 0.0407(15) Uani 1 1 d . . . . .
O6 O -0.4392(8) 1.2699(8) 0.5213(4) 0.0349(13) Uani 1 1 d . . . . .
O13 O -0.3905(8) 1.5831(9) 0.3820(5) 0.0410(16) Uani 1 1 d . . . . .
H13A H -0.3563 1.6309 0.4168 0.062 Uiso 1 1 d GR . . . .
H13B H -0.4404 1.6634 0.3315 0.062 Uiso 1 1 d GR . . . .
O5 O -0.7236(8) 1.6214(9) 0.5697(5) 0.0419(16) Uani 1 1 d . . . . .
O1 O 0.3192(9) 0.1196(10) 1.0951(5) 0.0430(16) Uani 1 1 d . . . . .
O4 O -0.5980(9) 1.6775(9) 0.2374(5) 0.0398(15) Uani 1 1 d . . . . .
O12 O 0.4467(9) 0.1707(8) 0.7657(5) 0.0416(15) Uani 1 1 d . . . . .
C35 C -0.0257(10) 0.7326(9) 0.6941(6) 0.0257(15) Uani 1 1 d . . . . .
O2 O 0.3979(8) 0.2876(9) 0.9773(5) 0.0367(14) Uani 1 1 d . . . . .
C29 C -0.2522(9) 1.0652(10) 0.6369(5) 0.0241(15) Uani 1 1 d . . . . .
N1 N 0.6471(10) -0.1190(10) 1.4508(5) 0.0332(16) Uani 1 1 d . . . . .
O3 O -0.6743(8) 1.5051(9) 0.3581(4) 0.0360(14) Uani 1 1 d . . . . .
O9 O 0.0839(10) 0.4406(8) 0.6974(5) 0.0451(17) Uani 1 1 d . . . . .
O7 O -0.3576(10) 1.3553(8) 0.6347(6) 0.0480(18) Uani 1 1 d . . . . .
N2 N -0.9176(10) 1.9169(9) -0.1159(5) 0.0298(14) Uani 1 1 d . . . . .
C28 C -0.2824(10) 0.9695(9) 0.7310(5) 0.0257(16) Uani 1 1 d . . . . .
C32 C 0.0056(9) 0.8232(9) 0.6034(6) 0.0249(15) Uani 1 1 d . . . . .
C30 C -0.3561(11) 1.2386(10) 0.5986(6) 0.0309(18) Uani 1 1 d . . . . .
C34 C 0.0870(10) 0.5473(10) 0.7334(5) 0.0287(17) Uani 1 1 d . . . . .
C31 C -0.1053(10) 0.9859(10) 0.5774(6) 0.0271(16) Uani 1 1 d . . . . .
H31 H -0.0814 1.0472 0.5166 0.032 Uiso 1 1 calc R . . . .
C36 C -0.1645(10) 0.8026(9) 0.7596(6) 0.0282(17) Uani 1 1 d . . . . .
H36 H -0.1808 0.7406 0.8225 0.034 Uiso 1 1 calc R . . . .
C21 C -1.0375(14) 1.6652(15) 0.0723(7) 0.048(2) Uani 1 1 d . . . . .
H21 H -1.1111 1.6777 0.0267 0.057 Uiso 1 1 calc R . . . .
C2 C 0.5381(11) 0.1669(11) 1.1302(6) 0.0323(18) Uani 1 1 d . . . . .
C25 C -0.8143(11) 1.6263(11) 0.2027(6) 0.0300(18) Uani 1 1 d . . . . .
C22 C -0.8723(11) 1.7685(11) 0.1245(6) 0.0292(16) Uani 1 1 d . . . . .
H22 H -0.8361 1.8502 0.1154 0.035 Uiso 1 1 calc R . . . .
C27 C -0.4319(13) 1.0360(12) 0.8008(8) 0.040(2) Uani 1 1 d . . . . .
C13 C -0.5778(12) 1.8913(9) -0.3773(6) 0.0293(16) Uani 1 1 d . . . . .
C4 C 0.5968(11) 0.0333(12) 1.2045(7) 0.0346(18) Uani 1 1 d . . . . .
H4 H 0.5571 -0.0451 1.2111 0.042 Uiso 1 1 calc R . . . .
C33 C 0.1621(11) 0.7540(10) 0.5299(6) 0.0292(16) Uani 1 1 d . . . . .
C14 C -0.6975(12) 1.8984(11) -0.2853(6) 0.0331(18) Uani 1 1 d . . . . .
C26 C -0.6820(11) 1.6034(12) 0.2689(6) 0.0318(18) Uani 1 1 d . . . . .
C1 C 0.4127(11) 0.1924(11) 1.0615(6) 0.0304(17) Uani 1 1 d . . . . .
O11 O 0.1545(10) 0.8248(9) 0.4377(5) 0.0591(16) Uani 1 1 d . . . . .
C23 C -0.9866(14) 1.5288(15) 0.1474(7) 0.053(3) Uani 1 1 d . . . . .
H23 H -1.0267 1.4507 0.1535 0.064 Uiso 1 1 calc R . . . .
C18 C -0.9563(13) 2.0453(12) -0.1958(7) 0.040(2) Uani 1 1 d . . . . .
H18 H -1.0592 2.1372 -0.1937 0.048 Uiso 1 1 calc R . . . .
O8 O -0.4493(12) 0.9593(10) 0.8854(6) 0.093(3) Uani 1 1 d . . . . .
C10 C 0.6802(13) -0.2521(12) 1.5250(7) 0.043(2) Uani 1 1 d . . . . .
H10 H 0.7761 -0.3495 1.5176 0.052 Uiso 1 1 calc R . . . .
C20 C -0.9869(11) 1.7793(12) 0.0617(6) 0.0343(18) Uani 1 1 d . . . . .
C24 C -0.8734(15) 1.5061(14) 0.2160(7) 0.043(2) Uani 1 1 d . . . . .
H24 H -0.8384 1.4142 0.2686 0.052 Uiso 1 1 calc R . . . .
C15 C -0.8499(13) 2.0413(11) -0.2766(7) 0.042(2) Uani 1 1 d . . . . .
H15 H -0.8751 2.1338 -0.3288 0.051 Uiso 1 1 calc R . . . .
C8 C 0.7706(13) -0.1416(14) 1.3596(7) 0.040(2) Uani 1 1 d . . . . .
H8A H 0.7923 -0.2417 1.3356 0.048 Uiso 1 1 calc R . . . .
H8B H 0.8742 -0.1556 1.3805 0.048 Uiso 1 1 calc R . . . .
C19 C -1.0463(13) 1.9299(14) -0.0225(7) 0.040(2) Uani 1 1 d . . . . .
H19A H -1.0713 2.0274 0.0059 0.048 Uiso 1 1 calc R . . . .
H19B H -1.1482 1.9442 -0.0459 0.048 Uiso 1 1 calc R . . . .
C3 C 0.5953(14) 0.2859(13) 1.1194(8) 0.040(2) Uani 1 1 d . . . . .
H3 H 0.5539 0.3804 1.0691 0.048 Uiso 1 1 calc R . . . .
C7 C 0.7124(12) 0.0023(12) 1.2726(6) 0.0346(19) Uani 1 1 d . . . . .
C17 C -0.7814(13) 1.7806(13) -0.1187(7) 0.046(2) Uani 1 1 d . . . . .
H17 H -0.7587 1.6915 -0.0642 0.055 Uiso 1 1 calc R . . . .
C12 C -0.4290(13) 1.7533(12) -0.3852(7) 0.042(2) Uani 1 1 d . . . . .
H12 H -0.4001 1.6632 -0.3312 0.051 Uiso 1 1 calc R . . . .
C6 C 0.7732(14) 0.1287(15) 1.2578(8) 0.049(3) Uani 1 1 d . . . . .
H6 H 0.8523 0.1165 1.2992 0.059 Uiso 1 1 calc R . . . .
C11 C -0.6057(14) 2.0288(13) -0.4620(8) 0.047(2) Uani 1 1 d . . . . .
H11 H -0.7029 2.1268 -0.4599 0.056 Uiso 1 1 calc R . . . .
C16 C -0.6646(14) 1.7713(13) -0.2103(7) 0.049(2) Uani 1 1 d . . . . .
H16 H -0.5667 1.6746 -0.2150 0.058 Uiso 1 1 calc R . . . .
C5 C 0.7094(14) 0.2680(14) 1.1801(7) 0.052(3) Uani 1 1 d . . . . .
H5 H 0.7463 0.3493 1.1701 0.063 Uiso 1 1 calc R . . . .
C9 C 0.5000(13) 0.0184(11) 1.4608(7) 0.042(2) Uani 1 1 d . . . . .
H9 H 0.4758 0.1098 1.4079 0.051 Uiso 1 1 calc R . . . .
O16 O -0.0928(9) 1.3326(10) 0.3964(6) 0.0509(18) Uani 1 1 d . . . . .
H16A H -0.0475 1.3749 0.4239 0.076 Uiso 1 1 d G . . . .
H16B H -0.0201 1.2656 0.3587 0.076 Uiso 1 1 d G . . . .
O18 O 0.0705(10) 0.4449(12) 0.4923(5) 0.059(2) Uani 1 1 d . . . . .
H18A H 0.0542 0.4505 0.5564 0.089 Uiso 1 1 d G . . . .
H18B H 0.1653 0.3630 0.4866 0.089 Uiso 1 1 d G . . . .
O15 O -0.3427(11) 1.3489(12) 0.8372(6) 0.062(2) Uani 1 1 d . . . . .
H15A H -0.3486 1.3280 0.7794 0.093 Uiso 1 1 d G . . . .
H15B H -0.3851 1.2938 0.8817 0.093 Uiso 1 1 d G . . . .
O17 O 0.1704(12) 1.0991(10) 0.3017(6) 0.075(3) Uani 1 1 d . . . . .
H17A H 0.1977 1.0017 0.3361 0.112 Uiso 1 1 d G . . . .
H17B H 0.2213 1.0935 0.2418 0.112 Uiso 1 1 d G . . . .
O20 O -0.4523(12) 0.7016(11) 1.0333(6) 0.069(2) Uani 1 1 d . . . . .
H20A H -0.3883 0.7322 1.0527 0.103 Uiso 1 1 d G . . . .
H20B H -0.5432 0.7323 1.0710 0.103 Uiso 1 1 d G . . . .
O14 O 0.1196(9) 0.2125(9) 0.9480(5) 0.0393(15) Uani 1 1 d . . . . .
H14A H 0.0176 0.2943 0.9516 0.059 Uiso 1 1 d GR . . . .
H14B H 0.1428 0.1799 1.0138 0.059 Uiso 1 1 d GR . . . .
O19 O -0.1868(9) 0.4623(10) 0.9356(6) 0.055(2) Uani 1 1 d . . . . .
H19 H -0.2333 0.4721 0.8825 0.083 Uiso 1 1 d G . . . .


_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 O10 1.945(7) . ?
Zn1 O12 1.905(7) . ?
Zn1 O2 2.021(6) . ?
Zn1 O14 1.973(6) . ?
Zn2 O6 1.923(6) . ?
Zn2 O13 2.022(6) . ?
Zn2 O5 1.931(6) . ?
Zn2 O3 2.008(6) . ?
O10 C34 1.261(10) . ?
O6 C30 1.280(10) . ?
O5 C33 1.254(11) 1_465 ?
O1 C1 1.279(11) . ?
O4 C26 1.212(11) . ?
O12 C27 1.274(11) 1_645 ?
C35 C32 1.370(10) . ?
C35 C34 1.549(10) . ?
C35 C36 1.379(11) . ?
O2 C1 1.239(9) . ?
C29 C28 1.422(9) . ?
C29 C30 1.451(11) . ?
C29 C31 1.397(11) . ?
N1 C10 1.333(11) . ?
N1 C8 1.487(12) . ?
N1 C9 1.365(13) . ?
O3 C26 1.308(9) . ?
O9 C34 1.201(11) . ?
O7 C30 1.269(10) . ?
N2 C18 1.350(11) . ?
N2 C19 1.540(11) . ?
N2 C17 1.297(13) . ?
C28 C36 1.418(10) . ?
C28 C27 1.466(12) . ?
C32 C31 1.368(11) . ?
C32 C33 1.537(10) . ?
C21 C23 1.356(14) . ?
C21 C20 1.303(13) . ?
C2 C4 1.339(12) . ?
C2 C1 1.484(13) . ?
C2 C3 1.388(12) . ?
C25 C22 1.415(11) . ?
C25 C26 1.520(11) . ?
C25 C24 1.407(12) . ?
C22 C20 1.399(11) . ?
C27 O12 1.274(11) 1_465 ?
C27 O8 1.212(11) . ?
C13 C14 1.484(5) . ?
C13 C12 1.372(14) . ?
C13 C11 1.445(10) . ?
C4 C7 1.390(12) . ?
C33 O5 1.254(11) 1_645 ?
C33 O11 1.247(10) . ?
C14 C15 1.414(14) . ?
C14 C16 1.305(12) . ?
C23 C24 1.403(13) . ?
C18 C15 1.312(13) . ?
C10 C12 1.412(13) 1_637 ?
C20 C19 1.509(12) . ?
C8 C7 1.496(12) . ?
C3 C5 1.349(14) . ?
C7 C6 1.470(12) . ?
C17 C16 1.464(12) . ?
C12 C10 1.412(13) 1_473 ?
C6 C5 1.402(14) . ?
C11 C9 1.270(14) 1_473 ?
C9 C11 1.270(14) 1_637 ?

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
O10 Zn1 O2 101.2(3) . . ?
O10 Zn1 O14 108.9(3) . . ?
O12 Zn1 O10 114.1(3) . . ?
O12 Zn1 O2 105.7(3) . . ?
O12 Zn1 O14 124.6(3) . . ?
O14 Zn1 O2 98.3(2) . . ?
O6 Zn2 O13 109.9(3) . . ?
O6 Zn2 O5 112.4(3) . . ?
O6 Zn2 O3 100.4(3) . . ?
O5 Zn2 O13 125.7(3) . . ?
O5 Zn2 O3 105.1(3) . . ?
O3 Zn2 O13 99.0(2) . . ?
C34 O10 Zn1 108.4(5) . . ?
C30 O6 Zn2 111.8(5) . . ?
C33 O5 Zn2 114.2(5) 1_465 . ?
C27 O12 Zn1 118.3(6) 1_645 . ?
C32 C35 C34 124.7(7) . . ?
C32 C35 C36 121.4(7) . . ?
C36 C35 C34 113.9(6) . . ?
C1 O2 Zn1 123.1(6) . . ?
C28 C29 C30 126.4(7) . . ?
C31 C29 C28 116.7(7) . . ?
C31 C29 C30 116.9(6) . . ?
C10 N1 C8 115.4(8) . . ?
C10 N1 C9 118.2(8) . . ?
C9 N1 C8 126.2(8) . . ?
C26 O3 Zn2 120.2(6) . . ?
C18 N2 C19 118.2(8) . . ?
C17 N2 C18 122.1(8) . . ?
C17 N2 C19 119.6(7) . . ?
C29 C28 C27 122.7(7) . . ?
C36 C28 C29 119.5(7) . . ?
C36 C28 C27 117.8(7) . . ?
C35 C32 C33 123.7(7) . . ?
C31 C32 C35 118.8(7) . . ?
C31 C32 C33 117.5(7) . . ?
O6 C30 C29 116.8(7) . . ?
O7 C30 O6 120.8(8) . . ?
O7 C30 C29 122.3(8) . . ?
O10 C34 C35 112.4(7) . . ?
O9 C34 O10 126.6(7) . . ?
O9 C34 C35 120.5(7) . . ?
C32 C31 C29 123.7(7) . . ?
C35 C36 C28 119.8(7) . . ?
C20 C21 C23 122.4(9) . . ?
C4 C2 C1 122.2(8) . . ?
C4 C2 C3 118.2(9) . . ?
C3 C2 C1 119.6(8) . . ?
C22 C25 C26 118.4(7) . . ?
C24 C25 C22 120.6(8) . . ?
C24 C25 C26 120.9(8) . . ?
C20 C22 C25 116.3(8) . . ?
O12 C27 C28 117.7(8) 1_465 . ?
O8 C27 O12 119.6(9) . 1_465 ?
O8 C27 C28 122.3(9) . . ?
C12 C13 C14 121.4(5) . . ?
C12 C13 C11 115.5(8) . . ?
C11 C13 C14 123.1(7) . . ?
C2 C4 C7 125.4(8) . . ?
O5 C33 C32 114.0(7) 1_645 . ?
O11 C33 O5 128.2(8) . 1_645 ?
O11 C33 C32 117.4(8) . . ?
C15 C14 C13 121.4(6) . . ?
C16 C14 C13 120.4(7) . . ?
C16 C14 C15 118.1(9) . . ?
O4 C26 O3 126.4(8) . . ?
O4 C26 C25 119.2(7) . . ?
O3 C26 C25 114.4(7) . . ?
O1 C1 C2 117.5(8) . . ?
O2 C1 O1 123.1(8) . . ?
O2 C1 C2 119.3(7) . . ?
C21 C23 C24 119.7(9) . . ?
C15 C18 N2 120.5(9) . . ?
N1 C10 C12 120.6(9) . 1_637 ?
C21 C20 C22 122.8(9) . . ?
C21 C20 C19 121.1(9) . . ?
C22 C20 C19 116.1(8) . . ?
C23 C24 C25 118.1(9) . . ?
C18 C15 C14 121.0(9) . . ?
N1 C8 C7 112.4(9) . . ?
C20 C19 N2 112.8(8) . . ?
C5 C3 C2 121.7(9) . . ?
C4 C7 C8 125.5(8) . . ?
C4 C7 C6 115.1(8) . . ?
C6 C7 C8 119.3(9) . . ?
N2 C17 C16 118.0(8) . . ?
C13 C12 C10 120.2(8) . 1_473 ?
C5 C6 C7 118.6(9) . . ?
C9 C11 C13 121.3(10) 1_473 . ?
C14 C16 C17 120.1(10) . . ?
C3 C5 C6 121.0(9) . . ?
C11 C9 N1 123.9(8) 1_637 . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1974045'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2019-12-25 deposited with the CCDC.	2020-03-02 downloaded from the CCDC.
;
_audit_creation_date             2019-12-25
_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         'C13 H13 Co0.5 N O4, C4 H2 O2, H2 O'
_chemical_formula_sum            'C17 H17 Co0.50 N O7'
_chemical_formula_weight         376.78
_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                   8.8697(5)
_cell_length_b                   9.7658(6)
_cell_length_c                   10.0805(6)
_cell_angle_alpha                69.1410(10)
_cell_angle_beta                 84.8820(10)
_cell_angle_gamma                86.982(2)
_cell_volume                     812.48(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9090
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.277
_cell_measurement_theta_min      2.306
_shelx_estimated_absorpt_T_max   0.889
_shelx_estimated_absorpt_T_min   0.839
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5056
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             391
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11377
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.278
_diffrn_reflns_theta_min         3.044
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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                3731
_reflns_number_total             3961
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.865
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.045
_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)+(0.0630P)²+0.6636P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1298
_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:
 O7(H7A,H7B)
2.b Rotating group:
 O3(H3A,H3B), O4(H4A)
2.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C17(H17), C16(H16), C10(H10), C12(H12), C6(H6), C11(H11),
 C4(H4), C5(H5)
;
_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
Co1 Co 0.5000 0.5000 0.5000 0.02557(13) Uani 1 2 d S T P . .
O3 O 0.56889(17) 0.28806(16) 0.49877(16) 0.0331(3) Uani 1 1 d . . . . .
H3A H 0.6076 0.2939 0.4148 0.050 Uiso 1 1 d GR . . . .
H3B H 0.4909 0.2333 0.5123 0.050 Uiso 1 1 d GR . . . .
O1 O 0.5383(2) 0.60392(17) 0.28025(15) 0.0395(4) Uani 1 1 d . . . . .
O2 O 0.6811(2) 0.43696(17) 0.21993(17) 0.0410(4) Uani 1 1 d . . . . .
O5 O 0.7622(2) 0.15470(19) 0.70044(19) 0.0464(4) Uani 1 1 d . . . . .
N1 N 0.28388(18) 0.99980(17) -0.27921(17) 0.0258(3) Uani 1 1 d . . . . .
O6 O 0.8378(2) 0.33936(18) 0.7578(2) 0.0507(5) Uani 1 1 d . . . . .
C7 C 0.5033(2) 0.8651(2) -0.1454(2) 0.0273(4) Uani 1 1 d . . . . .
C3 C 0.5068(2) 0.7750(2) -0.0039(2) 0.0266(4) Uani 1 1 d . . . . .
H3 H 0.4465 0.7986 0.0656 0.032 Uiso 1 1 calc R . . . .
O7 O 1.0618(2) 0.5351(2) 0.6606(3) 0.0606(5) Uani 1 1 d . . . . .
H7A H 1.1220 0.5246 0.7248 0.091 Uiso 1 1 d G . . . .
H7B H 0.9991 0.4658 0.6894 0.091 Uiso 1 1 d G . . . .
C2 C 0.5997(2) 0.6493(2) 0.0357(2) 0.0278(4) Uani 1 1 d . . . . .
C15 C 0.9201(2) 0.0992(2) 0.8909(2) 0.0284(4) Uani 1 1 d . . . . .
C13 C 0.0588(2) 1.0006(2) -0.45226(19) 0.0249(4) Uani 1 1 d . . . . .
C1 C 0.6059(2) 0.5552(2) 0.1903(2) 0.0297(4) Uani 1 1 d . . . . .
C9 C 0.2300(2) 1.1281(2) -0.3677(2) 0.0318(4) Uani 1 1 d . . . . .
H9 H 0.2698 1.2155 -0.3707 0.038 Uiso 1 1 calc R . . . .
C17 C 0.9872(3) -0.1489(2) 1.0325(2) 0.0359(5) Uani 1 1 d . . . . .
H17 H 0.9784 -0.2491 1.0540 0.043 Uiso 1 1 calc R . . . .
C8 C 0.4059(2) 1.0024(2) -0.1861(2) 0.0308(4) Uani 1 1 d . . . . .
H8A H 0.3595 1.0151 -0.1003 0.037 Uiso 1 1 calc R . . . .
H8B H 0.4694 1.0859 -0.2359 0.037 Uiso 1 1 calc R . . . .
C16 C 0.9078(2) -0.0512(2) 0.9248(2) 0.0338(4) Uani 1 1 d . . . . .
H16 H 0.8460 -0.0862 0.8746 0.041 Uiso 1 1 calc R . . . .
C10 C 0.2255(3) 0.8730(2) -0.2707(2) 0.0353(5) Uani 1 1 d . . . . .
H10 H 0.2603 0.7855 -0.2057 0.042 Uiso 1 1 calc R . . . .
C12 C 0.1169(2) 1.1316(2) -0.4534(2) 0.0306(4) Uani 1 1 d . . . . .
H12 H 0.0790 1.2210 -0.5124 0.037 Uiso 1 1 calc R . . . .
C14 C 0.8329(2) 0.2057(2) 0.7723(2) 0.0330(4) Uani 1 1 d . . . . .
C6 C 0.5922(3) 0.8274(3) -0.2491(2) 0.0361(4) Uani 1 1 d . . . . .
H6 H 0.5924 0.8880 -0.3441 0.043 Uiso 1 1 calc R . . . .
C11 C 0.1147(3) 0.8709(2) -0.3571(3) 0.0373(5) Uani 1 1 d . . . . .
H11 H 0.0770 0.7819 -0.3516 0.045 Uiso 1 1 calc R . . . .
C4 C 0.6848(2) 0.6115(2) -0.0689(2) 0.0351(4) Uani 1 1 d . . . . .
H4 H 0.7452 0.5267 -0.0439 0.042 Uiso 1 1 calc R . . . .
C5 C 0.6800(3) 0.7001(3) -0.2109(2) 0.0402(5) Uani 1 1 d . . . . .
H5 H 0.7362 0.6737 -0.2808 0.048 Uiso 1 1 calc R . . . .
O4 O 0.27514(18) 0.46951(17) 0.46857(17) 0.0362(3) Uiso 1 1 d . . . . .
H4A H 0.2139 0.4815 0.5360 0.054 Uiso 1 1 d GR . . . .


_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 2.1310(15) . ?
Co1 O3 2.1310(15) 2_666 ?
Co1 O1 2.0865(14) 2_666 ?
Co1 O1 2.0865(14) . ?
Co1 O4 2.0999(16) 2_666 ?
Co1 O4 2.0998(16) . ?
O1 C1 1.260(3) . ?
O2 C1 1.256(3) . ?
O5 C14 1.240(3) . ?
N1 C9 1.346(2) . ?
N1 C8 1.501(2) . ?
N1 C10 1.338(2) . ?
O6 C14 1.263(3) . ?
C7 C3 1.386(3) . ?
C7 C8 1.504(3) . ?
C7 C6 1.395(3) . ?
C3 C2 1.396(3) . ?
C2 C1 1.506(3) . ?
C2 C4 1.387(3) . ?
C15 C17 1.389(3) 2_757 ?
C15 C16 1.392(3) . ?
C15 C14 1.518(3) . ?
C13 C13 1.485(4) 2_574 ?
C13 C12 1.399(3) . ?
C13 C11 1.387(3) . ?
C9 C12 1.373(3) . ?
C17 C15 1.389(3) 2_757 ?
C17 C16 1.383(3) . ?
C10 C11 1.376(3) . ?
C6 C5 1.382(3) . ?
C4 C5 1.386(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
O3 Co1 O3 180.0 2_666 . ?
O1 Co1 O3 94.68(6) 2_666 2_666 ?
O1 Co1 O3 85.32(6) . 2_666 ?
O1 Co1 O3 85.32(6) 2_666 . ?
O1 Co1 O3 94.68(6) . . ?
O1 Co1 O1 180.0 2_666 . ?
O1 Co1 O4 91.50(7) 2_666 . ?
O1 Co1 O4 88.50(7) 2_666 2_666 ?
O1 Co1 O4 91.50(7) . 2_666 ?
O1 Co1 O4 88.50(7) . . ?
O4 Co1 O3 92.19(6) . . ?
O4 Co1 O3 87.81(6) . 2_666 ?
O4 Co1 O3 87.81(6) 2_666 . ?
O4 Co1 O3 92.19(6) 2_666 2_666 ?
O4 Co1 O4 180.0 . 2_666 ?
C1 O1 Co1 129.01(13) . . ?
C9 N1 C8 118.60(16) . . ?
C10 N1 C9 120.50(17) . . ?
C10 N1 C8 120.85(16) . . ?
C3 C7 C8 120.31(18) . . ?
C3 C7 C6 119.11(19) . . ?
C6 C7 C8 120.58(18) . . ?
C7 C3 C2 120.85(18) . . ?
C3 C2 C1 120.18(18) . . ?
C4 C2 C3 119.30(18) . . ?
C4 C2 C1 120.52(18) . . ?
C17 C15 C16 118.83(18) 2_757 . ?
C17 C15 C14 121.10(18) 2_757 . ?
C16 C15 C14 120.07(18) . . ?
C12 C13 C13 121.8(2) . 2_574 ?
C11 C13 C13 120.9(2) . 2_574 ?
C11 C13 C12 117.33(17) . . ?
O1 C1 C2 117.02(17) . . ?
O2 C1 O1 125.09(19) . . ?
O2 C1 C2 117.86(18) . . ?
N1 C9 C12 120.79(18) . . ?
C16 C17 C15 120.82(19) . 2_757 ?
N1 C8 C7 112.92(15) . . ?
C17 C16 C15 120.35(19) . . ?
N1 C10 C11 120.71(18) . . ?
C9 C12 C13 120.07(18) . . ?
O5 C14 O6 125.98(19) . . ?
O5 C14 C15 117.86(19) . . ?
O6 C14 C15 116.15(19) . . ?
C5 C6 C7 120.19(19) . . ?
C10 C11 C13 120.49(18) . . ?
C5 C4 C2 120.1(2) . . ?
C6 C5 C4 120.4(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
