# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_111
_database_code_depnum_ccdc_archive 'CCDC 1873981'
loop_
_audit_author_name
_audit_author_address
'Duo-Zhi Wang'
;College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, P. R. China.
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-28
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 N6 Ni O5 S'
_chemical_formula_sum            'C24 H16 N6 Ni O5 S'
_chemical_formula_weight         559.20
_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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   13.039(5)
_cell_length_b                   18.606(7)
_cell_length_c                   10.943(6)
_cell_angle_alpha                90
_cell_angle_beta                 121.201(6)
_cell_angle_gamma                90
_cell_volume                     2270.8(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2479
_cell_measurement_temperature    170.15
_cell_measurement_theta_max      25.87
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   0.865
_shelx_estimated_absorpt_T_min   0.803
_exptl_absorpt_coefficient_mu    0.998
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0704 before and 0.0501 after correction. The Ratio of minimum to maximum transmission is 0.9100. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7171
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.698
_diffrn_reflns_theta_min         2.129
_diffrn_ambient_temperature      170.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.996
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.975
_reflns_number_gt                3663
_reflns_number_total             3970
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.343
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details 
;
 Flack x determined using 1367 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.059
_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)+(0.0571P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.0999
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.547(19)
 0.453(19)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
3.a Rotating group:
 O1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22)
;
_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
Ni1 Ni 0.41047(4) 0.73386(3) -0.04119(5) 0.01230(18) Uani 1 1 d . . . . .
S1 S 0.11567(12) 0.76775(8) 0.19230(14) 0.0197(3) Uani 1 1 d . . . . .
O1 O 0.2395(3) 0.7018(2) -0.1867(4) 0.0192(8) Uani 1 1 d . . . . .
H1A H 0.2594 0.6692 -0.1895 0.029 Uiso 1 1 d GR . . . .
H1B H 0.2102 0.7270 -0.2666 0.029 Uiso 1 1 d GR . . . .
O2 O 0.3756(3) 0.7556(2) 0.1164(4) 0.0179(9) Uani 1 1 d . . . . .
O3 O 0.1750(4) 0.7626(2) -0.0262(5) 0.0255(10) Uani 1 1 d . . . . .
O4 O -0.0270(3) 0.7823(2) 0.3226(4) 0.0189(9) Uani 1 1 d . . . . .
O5 O 0.1083(3) 0.7510(2) 0.5421(4) 0.0172(8) Uani 1 1 d . . . . .
N1 N 0.4554(4) 0.6318(3) 0.0484(5) 0.0177(10) Uani 1 1 d . . . . .
N2 N 0.5251(4) 0.5523(3) 0.2264(5) 0.0195(10) Uani 1 1 d . . . . .
N3 N 0.6282(4) 0.4585(3) 0.3797(5) 0.0236(11) Uani 1 1 d . . . . .
N4 N 0.6985(4) 0.4310(3) 0.5103(5) 0.0225(11) Uani 1 1 d . . . . .
N5 N 0.8061(4) 0.4370(3) 0.7550(5) 0.0183(10) Uani 1 1 d . . . . .
N6 N 0.8777(4) 0.3415(3) 0.8992(5) 0.0173(10) Uani 1 1 d . . . . .
C00R C 0.0806(5) 0.7674(3) 0.4154(6) 0.0160(11) Uani 1 1 d . . . . .
C1 C 0.2705(6) 0.7615(3) 0.0937(6) 0.0182(13) Uani 1 1 d . . . . .
C2 C 0.2589(5) 0.7666(3) 0.2205(6) 0.0159(11) Uani 1 1 d . . . . .
C3 C 0.3424(5) 0.7671(3) 0.3621(6) 0.0162(11) Uani 1 1 d . . . . .
H3 H 0.4263 0.7679 0.3987 0.019 Uiso 1 1 calc R . . . .
C4 C 0.2926(5) 0.7663(3) 0.4499(6) 0.0187(12) Uani 1 1 d . . . . .
H4 H 0.3390 0.7652 0.5513 0.022 Uiso 1 1 calc R . . . .
C5 C 0.1698(5) 0.7672(3) 0.3726(6) 0.0150(11) Uani 1 1 d . . . . .
C6 C 0.5196(5) 0.6225(3) 0.1859(6) 0.0160(11) Uani 1 1 d . . . . .
H6 H 0.5588 0.6607 0.2518 0.019 Uiso 1 1 calc R . . . .
C7 C 0.4140(5) 0.5638(3) -0.0091(5) 0.0175(12) Uani 1 1 d . . . . .
C8 C 0.3420(5) 0.5431(3) -0.1524(6) 0.0229(13) Uani 1 1 d . . . . .
H8 H 0.3148 0.5771 -0.2278 0.028 Uiso 1 1 calc R . . . .
C9 C 0.3126(5) 0.4719(3) -0.1789(7) 0.0273(14) Uani 1 1 d . . . . .
H9 H 0.2656 0.4560 -0.2750 0.033 Uiso 1 1 calc R . . . .
C10 C 0.3498(6) 0.4217(4) -0.0683(7) 0.0311(15) Uani 1 1 d . . . . .
H10 H 0.3259 0.3729 -0.0916 0.037 Uiso 1 1 calc R . . . .
C11 C 0.4207(6) 0.4412(3) 0.0743(7) 0.0258(13) Uani 1 1 d . . . . .
H11 H 0.4447 0.4077 0.1499 0.031 Uiso 1 1 calc R . . . .
C12 C 0.4542(5) 0.5133(3) 0.0988(6) 0.0186(12) Uani 1 1 d . . . . .
C13 C 0.5946(5) 0.5269(3) 0.3678(6) 0.0161(11) Uani 1 1 d . . . . .
C14 C 0.6249(5) 0.5721(3) 0.4828(6) 0.0220(12) Uani 1 1 d . . . . .
H14 H 0.5962 0.6201 0.4694 0.026 Uiso 1 1 calc R . . . .
C15 C 0.6983(5) 0.5439(3) 0.6165(6) 0.0224(13) Uani 1 1 d . . . . .
H15 H 0.7241 0.5716 0.7004 0.027 Uiso 1 1 calc R . . . .
C16 C 0.7328(5) 0.4725(3) 0.6229(6) 0.0202(12) Uani 1 1 d . . . . .
C17 C 0.8100(5) 0.3634(3) 0.7670(6) 0.0189(11) Uani 1 1 d . . . . .
H17 H 0.7680 0.3318 0.6880 0.023 Uiso 1 1 calc R . . . .
C18 C 0.9208(5) 0.4035(3) 0.9807(6) 0.0196(12) Uani 1 1 d . . . . .
C19 C 0.9945(5) 0.4109(4) 1.1297(6) 0.0257(14) Uani 1 1 d . . . . .
H19 H 1.0215 0.3702 1.1910 0.031 Uiso 1 1 calc R . . . .
C20 C 1.0256(5) 0.4791(4) 1.1822(7) 0.0306(15) Uani 1 1 d . . . . .
H20 H 1.0752 0.4859 1.2824 0.037 Uiso 1 1 calc R . . . .
C21 C 0.9867(6) 0.5392(4) 1.0927(7) 0.0327(16) Uani 1 1 d . . . . .
H21 H 1.0113 0.5855 1.1343 0.039 Uiso 1 1 calc R . . . .
C22 C 0.9139(6) 0.5338(3) 0.9467(8) 0.0271(14) Uani 1 1 d . . . . .
H22 H 0.8890 0.5748 0.8863 0.032 Uiso 1 1 calc R . . . .
C23 C 0.8788(5) 0.4638(3) 0.8925(6) 0.0199(12) 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 O1 2.045(4) . ?
Ni1 O2 2.038(4) . ?
Ni1 O4 2.059(4) 4_564 ?
Ni1 O5 2.264(4) 4_564 ?
Ni1 N1 2.077(5) . ?
Ni1 N6 2.080(5) 3_454 ?
Ni1 C00R 2.497(6) 4_564 ?
S1 C2 1.729(6) . ?
S1 C5 1.718(6) . ?
O2 C1 1.266(8) . ?
O3 C1 1.257(7) . ?
O4 Ni1 2.059(4) 4_465 ?
O4 C00R 1.265(7) . ?
O5 Ni1 2.264(4) 4_465 ?
O5 C00R 1.276(7) . ?
N1 C6 1.300(6) . ?
N1 C7 1.392(7) . ?
N2 C6 1.370(7) . ?
N2 C12 1.411(7) . ?
N2 C13 1.409(7) . ?
N3 N4 1.337(6) . ?
N3 C13 1.330(7) . ?
N4 C16 1.320(8) . ?
N5 C16 1.417(7) . ?
N5 C17 1.375(7) . ?
N5 C23 1.390(7) . ?
N6 Ni1 2.080(5) 3_546 ?
N6 C17 1.310(7) . ?
N6 C18 1.387(7) . ?
C00R Ni1 2.497(6) 4_465 ?
C00R C5 1.462(8) . ?
C1 C2 1.474(8) . ?
C2 C3 1.356(8) . ?
C3 C4 1.412(8) . ?
C4 C5 1.369(8) . ?
C7 C8 1.401(8) . ?
C7 C12 1.382(8) . ?
C8 C9 1.368(9) . ?
C9 C10 1.402(9) . ?
C10 C11 1.388(9) . ?
C11 C12 1.394(8) . ?
C13 C14 1.390(8) . ?
C14 C15 1.372(8) . ?
C15 C16 1.393(8) . ?
C18 C19 1.406(7) . ?
C18 C23 1.394(8) . ?
C19 C20 1.365(9) . ?
C20 C21 1.397(10) . ?
C21 C22 1.376(9) . ?
C22 C23 1.406(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O4 94.26(16) . 4_564 ?
O1 Ni1 O5 154.76(15) . 4_564 ?
O1 Ni1 N1 91.61(17) . . ?
O1 Ni1 N6 94.15(17) . 3_454 ?
O1 Ni1 C00R 124.50(17) . 4_564 ?
O2 Ni1 O1 94.93(16) . . ?
O2 Ni1 O4 170.79(15) . 4_564 ?
O2 Ni1 O5 109.95(15) . 4_564 ?
O2 Ni1 N1 85.07(18) . . ?
O2 Ni1 N6 88.51(17) . 3_454 ?
O2 Ni1 C00R 140.51(17) . 4_564 ?
O4 Ni1 O5 60.91(15) 4_564 4_564 ?
O4 Ni1 N1 95.05(18) 4_564 . ?
O4 Ni1 N6 90.46(17) 4_564 3_454 ?
O4 Ni1 C00R 30.34(17) 4_564 4_564 ?
O5 Ni1 C00R 30.58(17) 4_564 4_564 ?
N1 Ni1 O5 86.54(16) . 4_564 ?
N1 Ni1 N6 171.72(18) . 3_454 ?
N1 Ni1 C00R 91.18(18) . 4_564 ?
N6 Ni1 O5 90.76(16) 3_454 4_564 ?
N6 Ni1 C00R 90.45(18) 3_454 4_564 ?
C5 S1 C2 91.8(3) . . ?
C1 O2 Ni1 123.0(4) . . ?
C00R O4 Ni1 94.4(4) . 4_465 ?
C00R O5 Ni1 84.9(3) . 4_465 ?
C6 N1 Ni1 121.6(4) . . ?
C6 N1 C7 105.6(5) . . ?
C7 N1 Ni1 132.0(3) . . ?
C6 N2 C12 105.8(5) . . ?
C6 N2 C13 124.8(5) . . ?
C13 N2 C12 129.2(5) . . ?
C13 N3 N4 118.7(5) . . ?
C16 N4 N3 119.1(5) . . ?
C17 N5 C16 122.3(5) . . ?
C17 N5 C23 106.4(5) . . ?
C23 N5 C16 131.2(5) . . ?
C17 N6 Ni1 123.9(4) . 3_546 ?
C17 N6 C18 105.5(5) . . ?
C18 N6 Ni1 130.6(3) . 3_546 ?
O4 C00R Ni1 55.3(3) . 4_465 ?
O4 C00R O5 119.8(5) . . ?
O4 C00R C5 118.5(5) . . ?
O5 C00R Ni1 64.5(3) . 4_465 ?
O5 C00R C5 121.6(5) . . ?
C5 C00R Ni1 173.4(4) . 4_465 ?
O2 C1 C2 116.7(5) . . ?
O3 C1 O2 126.3(6) . . ?
O3 C1 C2 117.0(6) . . ?
C1 C2 S1 117.4(4) . . ?
C3 C2 S1 110.9(4) . . ?
C3 C2 C1 131.5(6) . . ?
C2 C3 C4 113.4(5) . . ?
C5 C4 C3 112.5(5) . . ?
C00R C5 S1 116.5(4) . . ?
C4 C5 S1 111.3(4) . . ?
C4 C5 C00R 132.2(5) . . ?
N1 C6 N2 113.3(5) . . ?
N1 C7 C8 129.3(5) . . ?
C12 C7 N1 110.2(4) . . ?
C12 C7 C8 120.5(5) . . ?
C9 C8 C7 117.0(6) . . ?
C8 C9 C10 122.0(6) . . ?
C11 C10 C9 121.8(6) . . ?
C10 C11 C12 115.3(6) . . ?
C7 C12 N2 105.1(5) . . ?
C7 C12 C11 123.2(5) . . ?
C11 C12 N2 131.6(5) . . ?
N3 C13 N2 114.9(5) . . ?
N3 C13 C14 124.4(5) . . ?
C14 C13 N2 120.7(5) . . ?
C15 C14 C13 116.7(5) . . ?
C14 C15 C16 116.5(5) . . ?
N4 C16 N5 113.7(5) . . ?
N4 C16 C15 124.5(5) . . ?
C15 C16 N5 121.7(5) . . ?
N6 C17 N5 112.7(5) . . ?
N6 C18 C19 129.2(5) . . ?
N6 C18 C23 110.0(5) . . ?
C23 C18 C19 120.8(5) . . ?
C20 C19 C18 117.0(6) . . ?
C19 C20 C21 121.9(6) . . ?
C22 C21 C20 122.5(6) . . ?
C21 C22 C23 115.8(6) . . ?
N5 C23 C18 105.3(5) . . ?
N5 C23 C22 132.8(5) . . ?
C18 C23 C22 121.9(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.547(19)
2 0.453(19)

####################################################################### 
# 
# 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_2hao_0115
_database_code_depnum_ccdc_archive 'CCDC 1873983'
loop_
_audit_author_name
_audit_author_address
'Duo-Zhi Wang'
;College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, P. R. China.
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;
_audit_creation_date             2018-01-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H18 N6 Ni O5'
_chemical_formula_sum            'C26 H18 N6 Ni O5'
_chemical_formula_weight         553.17
_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      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P 1 n 1'
_space_group_name_Hall           'P -2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   11.7121(4)
_cell_length_b                   6.1520(2)
_cell_length_c                   16.1276(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.235(3)
_cell_angle_gamma                90
_cell_volume                     1161.77(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6651
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.0590
_cell_measurement_theta_min      3.2790
_shelx_estimated_absorpt_T_max   0.909
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    0.888
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14734
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.619
_diffrn_reflns_theta_min         2.127
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00  40.00   1.00    2.38    --   11.74 -57.00-150.00   97
  2  ω    -14.00  80.00   1.00    2.38    --   11.74  77.00 120.00   94
  3  ω    -10.00  82.00   1.00    2.38    --   11.74  57.00   0.00   92
  4  ω    -35.00  41.00   1.00    2.38    --  -11.59  57.00 120.00   76
  5  ω    -16.00  45.00   1.00    2.38    --   11.74  57.00-120.00   61
  6  ω      4.00  70.00   1.00    2.38    --   11.74-128.00  38.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0474428000
_diffrn_orient_matrix_UB_12      0.0274709000
_diffrn_orient_matrix_UB_13      -0.0245325000
_diffrn_orient_matrix_UB_21      -0.0098579000
_diffrn_orient_matrix_UB_22      0.1118273000
_diffrn_orient_matrix_UB_23      0.0078150000
_diffrn_orient_matrix_UB_31      0.0363485000
_diffrn_orient_matrix_UB_32      -0.0055983000
_diffrn_orient_matrix_UB_33      0.0356727000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.887
_reflns_number_gt                4954
_reflns_number_total             5313
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.418(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         5313
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0361
_refine_ls_restrained_S_all      1.028
_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)+(0.0218P)²+0.2985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0687
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.582(13)
 0.418(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
3.a Rotating group:
 O1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C15(H15), C2(H2), C24(H24), C22(H22), C12(H12), C17(H17), C25(H25),
 C21(H21), C16(H16), C18(H18), C3(H3), C9(H9), C10(H10), C4(H4), C5(H5)
;
_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
Ni1 Ni 0.69852(3) 0.29942(6) 0.63819(3) 0.01087(11) Uani 1 1 d . . . . .
O1 O 0.7440(2) 0.6172(4) 0.63669(15) 0.0157(6) Uani 1 1 d . . . . .
H1A H 0.684183 0.701374 0.641905 0.024 Uiso 1 1 d GR . . . .
H1B H 0.769663 0.654132 0.588065 0.024 Uiso 1 1 d GR . . . .
O5 O 1.1378(2) 0.0139(4) 0.17821(14) 0.0131(5) Uani 1 1 d . . . . .
O2 O 0.7578(2) 0.2339(5) 0.52351(16) 0.0146(6) Uani 1 1 d . . . . .
O4 O 1.1252(3) -0.2800(4) 0.25472(17) 0.0137(6) Uani 1 1 d . . . . .
O3 O 0.8456(2) 0.5516(4) 0.49899(16) 0.0187(6) Uani 1 1 d . . . . .
N1 N -0.1374(3) 1.2205(5) 0.68087(19) 0.0140(7) Uani 1 1 d . . . . .
N6 N 0.5358(3) 0.3478(5) 0.59035(18) 0.0136(6) Uani 1 1 d . . . . .
N2 N 0.0305(3) 1.0476(5) 0.67275(19) 0.0162(7) Uani 1 1 d . . . . .
N5 N 0.3582(3) 0.4770(5) 0.57655(18) 0.0153(7) Uani 1 1 d . . . . .
N3 N 0.2171(3) 0.9335(5) 0.6616(2) 0.0225(8) Uani 1 1 d . . . . .
C23 C 1.0308(3) 0.0347(6) 0.3034(2) 0.0128(7) Uani 1 1 d . . . . .
C7 C -0.0825(3) 1.0587(6) 0.6485(2) 0.0151(8) Uani 1 1 d . . . . .
H7 H -0.116589 0.959524 0.612141 0.018 Uiso 1 1 calc R . . . .
C15 C 0.5088(3) 0.0237(6) 0.4964(2) 0.0159(8) Uani 1 1 d . . . . .
H15 H 0.582402 -0.030558 0.504155 0.019 Uiso 1 1 calc R . . . .
N4 N 0.2973(3) 0.7930(5) 0.6367(2) 0.0213(8) Uani 1 1 d . . . . .
C2 C -0.0695(4) 1.5151(6) 0.7790(2) 0.0194(9) Uani 1 1 d . . . . .
H2 H -0.139323 1.586676 0.781527 0.023 Uiso 1 1 calc R . . . .
C14 C 0.4744(3) 0.2111(6) 0.5362(2) 0.0137(8) Uani 1 1 d . . . . .
C8 C 0.1090(3) 0.8906(6) 0.6445(2) 0.0143(8) Uani 1 1 d . . . . .
C24 C 0.9422(3) -0.0758(6) 0.3408(2) 0.0155(8) Uani 1 1 d . . . . .
H24 H 0.927697 -0.219896 0.326707 0.019 Uiso 1 1 calc R . . . .
C11 C 0.2662(3) 0.6152(6) 0.5965(2) 0.0154(8) Uani 1 1 d . . . . .
C13 C 0.3630(3) 0.2905(6) 0.5261(2) 0.0145(8) Uani 1 1 d . . . . .
C22 C 1.0528(3) 0.2512(6) 0.3235(2) 0.0148(8) Uani 1 1 d . . . . .
H22 H 1.110544 0.327060 0.297420 0.018 Uiso 1 1 calc R . . . .
C12 C 0.4657(3) 0.4987(6) 0.6120(2) 0.0148(8) Uani 1 1 d . . . . .
H12 H 0.485851 0.611026 0.648054 0.018 Uiso 1 1 calc R . . . .
C17 C 0.3204(4) 0.0035(6) 0.4327(2) 0.0230(9) Uani 1 1 d . . . . .
H17 H 0.269894 -0.068294 0.396766 0.028 Uiso 1 1 calc R . . . .
C19 C 0.8284(3) 0.3529(6) 0.4862(2) 0.0128(7) Uani 1 1 d . . . . .
C25 C 0.8752(3) 0.0263(6) 0.3989(2) 0.0155(8) Uani 1 1 d . . . . .
H25 H 0.815268 -0.048055 0.423073 0.019 Uiso 1 1 calc R . . . .
C26 C 1.1025(3) -0.0822(6) 0.2427(2) 0.0127(7) Uani 1 1 d . . . . .
C1 C -0.0562(3) 1.3274(6) 0.7316(2) 0.0153(8) Uani 1 1 d . . . . .
C21 C 0.9866(3) 0.3527(6) 0.3834(2) 0.0136(7) Uani 1 1 d . . . . .
H21 H 1.001963 0.496000 0.398238 0.016 Uiso 1 1 calc R . . . .
C16 C 0.4310(3) -0.0800(6) 0.4449(2) 0.0193(8) Uani 1 1 d . . . . .
H16 H 0.451932 -0.207013 0.417879 0.023 Uiso 1 1 calc R . . . .
C18 C 0.2846(4) 0.1885(7) 0.4723(2) 0.0212(9) Uani 1 1 d . . . . .
H18 H 0.211282 0.243460 0.463675 0.025 Uiso 1 1 calc R . . . .
C3 C 0.0264(4) 1.5896(7) 0.8221(2) 0.0265(10) Uani 1 1 d . . . . .
H3 H 0.021167 1.714083 0.854534 0.032 Uiso 1 1 calc R . . . .
C9 C 0.0711(4) 0.7055(6) 0.6018(3) 0.0229(9) Uani 1 1 d . . . . .
H9 H -0.006061 0.680029 0.590817 0.027 Uiso 1 1 calc R . . . .
C20 C 0.8984(3) 0.2421(6) 0.4210(2) 0.0136(7) Uani 1 1 d . . . . .
C10 C 0.1535(3) 0.5644(7) 0.5772(3) 0.0237(9) Uani 1 1 d . . . . .
H10 H 0.134618 0.438012 0.548421 0.028 Uiso 1 1 calc R . . . .
C4 C 0.1307(4) 1.4809(7) 0.8178(3) 0.0303(11) Uani 1 1 d . . . . .
H4 H 0.193093 1.535490 0.847767 0.036 Uiso 1 1 calc R . . . .
C6 C 0.0490(3) 1.2220(6) 0.7272(2) 0.0150(8) Uani 1 1 d . . . . .
C5 C 0.1451(4) 1.2960(7) 0.7709(2) 0.0241(9) Uani 1 1 d . . . . .
H5 H 0.215005 1.224817 0.768535 0.029 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
Ni1 O1 2.026(2) . ?
Ni1 O5 2.158(2) 2_455 ?
Ni1 O2 2.030(3) . ?
Ni1 O4 2.086(3) 2_455 ?
Ni1 N1 2.084(3) 1_645 ?
Ni1 N6 2.062(3) . ?
Ni1 C26 2.444(4) 2_455 ?
O1 H1A 0.8766 . ?
O1 H1B 0.8760 . ?
O5 C26 1.273(4) . ?
O2 C19 1.266(5) . ?
O4 C26 1.260(4) . ?
O3 C19 1.256(4) . ?
N1 C7 1.301(5) . ?
N1 C1 1.405(5) . ?
N6 C14 1.400(5) . ?
N6 C12 1.293(5) . ?
N2 C7 1.374(5) . ?
N2 C8 1.416(5) . ?
N2 C6 1.401(5) . ?
N5 C11 1.415(5) . ?
N5 C13 1.408(5) . ?
N5 C12 1.378(5) . ?
N3 N4 1.343(5) . ?
N3 C8 1.317(5) . ?
C23 C24 1.390(5) . ?
C23 C22 1.393(5) . ?
C23 C26 1.488(5) . ?
C7 H7 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.384(5) . ?
C15 C16 1.377(5) . ?
N4 C11 1.320(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.395(5) . ?
C2 C3 1.387(6) . ?
C14 C13 1.400(5) . ?
C8 C9 1.398(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(5) . ?
C11 C10 1.386(5) . ?
C13 C18 1.398(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.399(5) . ?
C12 H12 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.404(6) . ?
C17 C18 1.375(6) . ?
C19 C20 1.510(5) . ?
C25 H25 0.9300 . ?
C25 C20 1.400(5) . ?
C1 C6 1.395(5) . ?
C21 H21 0.9300 . ?
C21 C20 1.388(5) . ?
C16 H16 0.9300 . ?
C18 H18 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.396(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.363(5) . ?
C10 H10 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.378(6) . ?
C6 C5 1.392(5) . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O5 162.47(10) . 2_455 ?
O1 Ni1 O2 94.91(11) . . ?
O1 Ni1 O4 100.32(10) . 2_455 ?
O1 Ni1 N1 89.32(11) . 1_645 ?
O1 Ni1 N6 95.58(11) . . ?
O1 Ni1 C26 131.35(11) . 2_455 ?
O5 Ni1 C26 31.34(10) 2_455 2_455 ?
O2 Ni1 O5 102.50(10) . 2_455 ?
O2 Ni1 O4 164.76(9) . 2_455 ?
O2 Ni1 N1 85.63(12) . 1_645 ?
O2 Ni1 N6 91.09(11) . . ?
O2 Ni1 C26 133.73(12) . 2_455 ?
O4 Ni1 O5 62.28(10) 2_455 2_455 ?
O4 Ni1 C26 31.03(11) 2_455 2_455 ?
N1 Ni1 O5 90.04(11) 1_645 2_455 ?
N1 Ni1 O4 94.78(12) 1_645 2_455 ?
N1 Ni1 C26 94.56(12) 1_645 2_455 ?
N6 Ni1 O5 86.14(11) . 2_455 ?
N6 Ni1 O4 87.16(12) . 2_455 ?
N6 Ni1 N1 174.33(13) . 1_645 ?
N6 Ni1 C26 84.35(12) . 2_455 ?
Ni1 O1 H1A 111.0 . . ?
Ni1 O1 H1B 110.9 . . ?
H1A O1 H1B 102.9 . . ?
C26 O5 Ni1 86.8(2) . 2_554 ?
C19 O2 Ni1 123.9(2) . . ?
C26 O4 Ni1 90.4(2) . 2_554 ?
C7 N1 Ni1 120.4(2) . 1_465 ?
C7 N1 C1 104.9(3) . . ?
C1 N1 Ni1 133.7(2) . 1_465 ?
C14 N6 Ni1 127.2(2) . . ?
C12 N6 Ni1 126.1(3) . . ?
C12 N6 C14 106.2(3) . . ?
C7 N2 C8 124.8(3) . . ?
C7 N2 C6 106.0(3) . . ?
C6 N2 C8 129.2(3) . . ?
C13 N5 C11 131.4(3) . . ?
C12 N5 C11 122.7(3) . . ?
C12 N5 C13 105.7(3) . . ?
C8 N3 N4 118.9(3) . . ?
C24 C23 C22 120.2(4) . . ?
C24 C23 C26 119.1(3) . . ?
C22 C23 C26 120.8(3) . . ?
N1 C7 N2 113.9(3) . . ?
N1 C7 H7 123.0 . . ?
N2 C7 H7 123.0 . . ?
C14 C15 H15 121.0 . . ?
C16 C15 H15 121.0 . . ?
C16 C15 C14 118.0(4) . . ?
C11 N4 N3 119.5(3) . . ?
C1 C2 H2 121.7 . . ?
C3 C2 H2 121.7 . . ?
C3 C2 C1 116.7(4) . . ?
N6 C14 C13 109.2(3) . . ?
C15 C14 N6 129.7(3) . . ?
C15 C14 C13 121.1(3) . . ?
N3 C8 N2 115.1(3) . . ?
N3 C8 C9 124.1(4) . . ?
C9 C8 N2 120.8(4) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
N4 C11 N5 114.0(3) . . ?
N4 C11 C10 123.3(4) . . ?
C10 C11 N5 122.7(3) . . ?
C14 C13 N5 105.4(3) . . ?
C18 C13 N5 133.6(4) . . ?
C18 C13 C14 120.9(4) . . ?
C23 C22 H22 120.5 . . ?
C23 C22 C21 119.0(4) . . ?
C21 C22 H22 120.5 . . ?
N6 C12 N5 113.5(3) . . ?
N6 C12 H12 123.3 . . ?
N5 C12 H12 123.3 . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C18 C17 C16 121.8(4) . . ?
O2 C19 C20 116.1(3) . . ?
O3 C19 O2 126.1(3) . . ?
O3 C19 C20 117.8(3) . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C20 119.5(4) . . ?
C20 C25 H25 120.3 . . ?
O5 C26 Ni1 61.84(18) . 2_554 ?
O5 C26 C23 120.7(3) . . ?
O4 C26 Ni1 58.59(19) . 2_554 ?
O4 C26 O5 120.2(3) . . ?
O4 C26 C23 119.1(3) . . ?
C23 C26 Ni1 172.8(3) . 2_554 ?
C2 C1 N1 128.6(4) . . ?
C2 C1 C6 121.5(4) . . ?
C6 C1 N1 109.9(3) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 C22 120.8(3) . . ?
C20 C21 H21 119.6 . . ?
C15 C16 C17 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C13 C18 H18 121.4 . . ?
C17 C18 C13 117.2(4) . . ?
C17 C18 H18 121.4 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.1(4) . . ?
C4 C3 H3 119.4 . . ?
C8 C9 H9 121.9 . . ?
C10 C9 C8 116.2(4) . . ?
C10 C9 H9 121.9 . . ?
C25 C20 C19 120.0(3) . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 C25 119.8(3) . . ?
C11 C10 H10 121.0 . . ?
C9 C10 C11 117.9(4) . . ?
C9 C10 H10 121.0 . . ?
C3 C4 H4 118.6 . . ?
C5 C4 C3 122.7(4) . . ?
C5 C4 H4 118.6 . . ?
C1 C6 N2 105.3(3) . . ?
C5 C6 N2 132.8(4) . . ?
C5 C6 C1 121.9(4) . . ?
C4 C5 C6 116.1(4) . . ?
C4 C5 H5 121.9 . . ?
C6 C5 H5 121.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.694
_oxdiff_exptl_absorpt_empirical_full_min 0.763
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.582(13)
2 0.418(13)

####################################################################### 
# 
# 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_mo_201797-ycy-4_0m
_database_code_depnum_ccdc_archive 'CCDC 1873984'
loop_
_audit_author_name
_audit_author_address
'Duo-Zhi Wang'
;College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, P. R. China.
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-09
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 Mn N6 O5 S'
_chemical_formula_sum            'C24 H16 Mn N6 O5 S'
_chemical_formula_weight         555.43
_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'
Mn Mn 0.3368 0.7283 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   19.829(3)
_cell_length_b                   5.8486(10)
_cell_length_c                   20.750(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.388(4)
_cell_angle_gamma                90
_cell_Volume                     2270.0(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2515
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      27.17
_cell_measurement_theta_min      2.18
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.839
_exptl_absorpt_coefficient_mu    0.726
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0960 before and 0.0606 after correction. The Ratio of minimum to maximum transmission is 0.8223. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1132
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            16528
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.583
_diffrn_reflns_theta_min         1.040
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                4455
_reflns_number_total             4747
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.262
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 1857 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.014(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         4747
_refine_ls_number_restraints     74
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0365P)²+0.6832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0775
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.63(2)
 0.37(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Uiso/Uaniso restraints and constraints
N4A \\sim N3A \\sim C16A \\sim C15A \\sim C16 \\sim N4 \\sim N3 \\sim C15:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.01
4. Others
 Sof(N4A)=Sof(N3A)=Sof(C16A)=Sof(H16A)=Sof(C15A)=Sof(H15A)=1-FVAR(1)
 Sof(C16)=Sof(H16)=Sof(N4)=Sof(N3)=Sof(C15)=Sof(H15)=FVAR(1)
5.a Rotating group:
 O5(H5A,H5B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C20(H20), C12(H12), C22(H22), C11(H11), C9(H9), C18(H18),
 C4(H4), C23(H23), C16A(H16A), C21(H21), C15A(H15A), C10(H10), C16(H16),
 C15(H15)
;
_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
Mn1 Mn 0.32110(3) 0.20309(8) 0.49180(3) 0.01855(13) Uani 1 1 d . . . . .
S1 S 0.31324(5) -0.16558(14) 0.23196(5) 0.0222(2) Uani 1 1 d . . . . .
O4 O 0.35544(15) 0.1278(5) 0.40939(13) 0.0264(6) Uani 1 1 d . . . . .
O2 O 0.30414(16) 0.0892(4) 0.05522(13) 0.0287(6) Uani 1 1 d . . . . .
O1 O 0.29166(14) -0.2612(4) 0.08832(13) 0.0224(5) Uani 1 1 d . . . . .
N2 N 0.5212(2) 0.4221(7) 0.6448(2) 0.0311(8) Uani 1 1 d . . . . .
O5 O 0.3285(2) 0.5623(4) 0.48540(18) 0.0488(9) Uani 1 1 d . . . . .
H5A H 0.3008 0.6283 0.5051 0.073 Uiso 1 1 d GR . . . .
H5B H 0.3107 0.6050 0.4426 0.073 Uiso 1 1 d GR . . . .
O3 O 0.32723(18) -0.2318(5) 0.37429(15) 0.0368(7) Uani 1 1 d . . . . .
N6 N 0.7091(2) 1.2847(7) 0.9146(2) 0.0364(10) Uani 1 1 d . . . . .
N1 N 0.4339(2) 0.2282(6) 0.5677(2) 0.0331(9) Uani 1 1 d . . . . .
C3 C 0.3168(2) 0.2501(6) 0.19513(19) 0.0225(8) Uani 1 1 d . . . . .
H3 H 0.3158 0.3825 0.1683 0.027 Uiso 1 1 calc R . . . .
C17 C 0.5999(3) 0.9087(8) 0.7874(2) 0.0384(12) Uani 1 1 d . . . . .
C6 C 0.33788(19) -0.0263(6) 0.36486(18) 0.0211(7) Uani 1 1 d . . . . .
N5 N 0.6258(2) 1.0831(7) 0.8372(2) 0.0337(9) Uani 1 1 d . . . . .
C2 C 0.30818(19) 0.0327(6) 0.16980(18) 0.0176(7) Uani 1 1 d . . . . .
C8 C 0.5542(2) 0.2484(8) 0.6197(3) 0.0319(10) Uani 1 1 d . . . . .
C1 C 0.29991(19) -0.0503(6) 0.10025(18) 0.0183(7) Uani 1 1 d . . . . .
C5 C 0.32788(19) 0.0419(6) 0.29315(18) 0.0174(7) Uani 1 1 d . . . . .
C13 C 0.4986(2) 0.1289(7) 0.5722(2) 0.0259(8) Uani 1 1 d . . . . .
C25 C 0.6422(2) 1.3741(7) 0.9094(2) 0.0287(9) Uani 1 1 d . . . . .
C7 C 0.4495(2) 0.3957(8) 0.6111(2) 0.0374(11) Uani 1 1 d . . . . .
H7 H 0.4143 0.4917 0.6189 0.045 Uiso 1 1 calc R . . . .
N4A N 0.5335(4) 0.9281(13) 0.7459(4) 0.0493(17) Uani 0.768(10) 1 d . U P A 2
C24 C 0.5888(3) 1.2474(8) 0.8615(2) 0.0311(10) Uani 1 1 d . . . . .
C20 C 0.6253(3) 1.5595(9) 0.9433(3) 0.0421(12) Uani 1 1 d . . . . .
H20 H 0.6611 1.6484 0.9753 0.051 Uiso 1 1 calc R . . . .
C12 C 0.5119(3) -0.0577(8) 0.5382(2) 0.0366(10) Uani 1 1 d . . . . .
H12 H 0.4739 -0.1393 0.5063 0.044 Uiso 1 1 calc R . . . .
N3A N 0.5077(4) 0.7605(14) 0.6976(4) 0.0491(17) Uani 0.768(10) 1 d . U P A 2
C22 C 0.5010(4) 1.4742(13) 0.8819(4) 0.070(2) Uani 1 1 d . . . . .
H22 H 0.4522 1.5102 0.8743 0.084 Uiso 1 1 calc R . . . .
C11 C 0.5815(4) -0.1231(11) 0.5516(3) 0.0615(18) Uani 1 1 d . . . . .
H11 H 0.5920 -0.2532 0.5292 0.074 Uiso 1 1 calc R . . . .
C9 C 0.6247(3) 0.1868(11) 0.6320(4) 0.0567(16) Uani 1 1 d . . . . .
H9 H 0.6630 0.2705 0.6629 0.068 Uiso 1 1 calc R . . . .
C18 C 0.6961(2) 1.1165(9) 0.8707(3) 0.0412(12) Uani 1 1 d . . . . .
H18 H 0.7326 1.0264 0.8630 0.049 Uiso 1 1 calc R . . . .
C14 C 0.5514(3) 0.5895(8) 0.6952(2) 0.0371(11) Uani 1 1 d . . . . .
C4 C 0.3275(2) 0.2558(6) 0.26604(19) 0.0225(8) Uani 1 1 d . . . . .
H4 H 0.3337 0.3928 0.2920 0.027 Uiso 1 1 calc R . . . .
C23 C 0.5168(3) 1.2943(11) 0.8474(4) 0.0552(17) Uani 1 1 d . . . . .
H23 H 0.4805 1.2065 0.8155 0.066 Uiso 1 1 calc R . . . .
C16A C 0.6431(5) 0.7343(14) 0.7878(5) 0.051(2) Uani 0.768(10) 1 d . U P A 2
H16A H 0.6899 0.7256 0.8202 0.061 Uiso 0.768(10) 1 calc R . P A 2
C21 C 0.5535(4) 1.6064(11) 0.9277(3) 0.065(2) Uani 1 1 d . . . . .
H21 H 0.5395 1.7332 0.9490 0.079 Uiso 1 1 calc R . . . .
C15A C 0.6176(5) 0.5700(13) 0.7402(4) 0.0491(19) Uani 0.768(10) 1 d . U P A 2
H15A H 0.6463 0.4416 0.7386 0.059 Uiso 0.768(10) 1 calc R . P A 2
C10 C 0.6369(4) -0.0008(15) 0.5976(4) 0.081(2) Uani 1 1 d . . . . .
H10 H 0.6848 -0.0487 0.6056 0.097 Uiso 1 1 calc R . . . .
C16 C 0.5342(14) 0.839(4) 0.7719(15) 0.041(4) Uani 0.232(10) 1 d . U P A 1
H16 H 0.5045 0.9036 0.7948 0.049 Uiso 0.232(10) 1 calc R . P A 1
N4 N 0.6450(14) 0.809(4) 0.7619(13) 0.050(4) Uani 0.232(10) 1 d . U P A 1
N3 N 0.6222(12) 0.646(4) 0.7121(13) 0.048(4) Uani 0.232(10) 1 d . U P A 1
C15 C 0.5066(16) 0.672(5) 0.7226(15) 0.045(4) Uani 0.232(10) 1 d . U P A 1
H15 H 0.4583 0.6226 0.7098 0.053 Uiso 0.232(10) 1 calc R . P A 1


_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 2.087(3) . ?
Mn1 O2 2.249(3) 2 ?
Mn1 O1 2.290(3) 2 ?
Mn1 O5 2.113(2) . ?
Mn1 N6 2.267(4) 4_464 ?
Mn1 N1 2.274(4) . ?
Mn1 C1 2.582(4) 2 ?
S1 C2 1.712(3) . ?
S1 C5 1.710(3) . ?
O4 C6 1.255(4) . ?
O2 Mn1 2.249(3) 2_554 ?
O2 C1 1.264(4) . ?
O1 Mn1 2.290(3) 2_554 ?
O1 C1 1.258(4) . ?
N2 C8 1.399(6) . ?
N2 C7 1.369(6) . ?
N2 C14 1.412(6) . ?
O3 C6 1.247(5) . ?
N6 Mn1 2.267(4) 4_565 ?
N6 C25 1.398(6) . ?
N6 C18 1.307(6) . ?
N1 C13 1.383(6) . ?
N1 C7 1.297(6) . ?
C3 C2 1.365(5) . ?
C3 C4 1.416(5) . ?
C17 N5 1.421(6) . ?
C17 N4A 1.317(9) . ?
C17 C16A 1.330(11) . ?
C17 C16 1.30(3) . ?
C17 N4 1.32(3) . ?
C6 C5 1.489(5) . ?
N5 C24 1.401(6) . ?
N5 C18 1.350(6) . ?
C2 C1 1.479(5) . ?
C8 C13 1.397(7) . ?
C8 C9 1.384(7) . ?
C1 Mn1 2.582(4) 2_554 ?
C5 C4 1.371(5) . ?
C13 C12 1.371(6) . ?
C25 C24 1.400(7) . ?
C25 C20 1.393(6) . ?
N4A N3A 1.373(9) . ?
C24 C23 1.386(8) . ?
C20 C21 1.378(9) . ?
C12 C11 1.369(8) . ?
N3A C14 1.334(10) . ?
C22 C23 1.367(10) . ?
C22 C21 1.389(11) . ?
C11 C10 1.392(11) . ?
C9 C10 1.374(10) . ?
C14 C15A 1.340(10) . ?
C14 N3 1.37(2) . ?
C14 C15 1.30(3) . ?
C16A C15A 1.351(10) . ?
C16 C15 1.39(3) . ?
N4 N3 1.37(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
O4 Mn1 O2 118.16(10) . 2 ?
O4 Mn1 O1 174.44(11) . 2 ?
O4 Mn1 O5 96.30(11) . . ?
O4 Mn1 N6 86.39(13) . 4_464 ?
O4 Mn1 N1 93.89(12) . . ?
O4 Mn1 C1 146.40(11) . 2 ?
O2 Mn1 O1 58.00(8) 2 2 ?
O2 Mn1 N6 97.81(12) 2 4_464 ?
O2 Mn1 N1 86.99(13) 2 . ?
O2 Mn1 C1 29.31(10) 2 2 ?
O1 Mn1 C1 29.15(10) 2 2 ?
O5 Mn1 O2 145.00(11) . 2 ?
O5 Mn1 O1 87.17(10) . 2 ?
O5 Mn1 N6 89.80(16) . 4_464 ?
O5 Mn1 N1 84.63(17) . . ?
O5 Mn1 C1 115.70(11) . 2 ?
N6 Mn1 O1 98.00(12) 4_464 2 ?
N6 Mn1 N1 174.42(12) 4_464 . ?
N6 Mn1 C1 102.84(12) 4_464 2 ?
N1 Mn1 O1 82.08(12) . 2 ?
N1 Mn1 C1 79.97(13) . 2 ?
C5 S1 C2 91.82(16) . . ?
C6 O4 Mn1 132.0(2) . . ?
C1 O2 Mn1 90.1(2) . 2_554 ?
C1 O1 Mn1 88.4(2) . 2_554 ?
C8 N2 C14 130.1(4) . . ?
C7 N2 C8 105.2(4) . . ?
C7 N2 C14 124.7(4) . . ?
C25 N6 Mn1 136.5(3) . 4_565 ?
C18 N6 Mn1 115.9(3) . 4_565 ?
C18 N6 C25 105.3(4) . . ?
C13 N1 Mn1 134.2(3) . . ?
C7 N1 Mn1 118.9(3) . . ?
C7 N1 C13 105.6(4) . . ?
C2 C3 C4 112.2(3) . . ?
N4A C17 N5 117.1(5) . . ?
N4A C17 C16A 124.9(6) . . ?
C16A C17 N5 118.0(6) . . ?
C16 C17 N5 119.7(12) . . ?
C16 C17 N4 121.4(16) . . ?
N4 C17 N5 118.7(11) . . ?
O4 C6 C5 117.1(3) . . ?
O3 C6 O4 126.7(3) . . ?
O3 C6 C5 116.2(3) . . ?
C24 N5 C17 130.4(4) . . ?
C18 N5 C17 122.7(4) . . ?
C18 N5 C24 106.9(4) . . ?
C3 C2 S1 111.9(3) . . ?
C3 C2 C1 129.8(3) . . ?
C1 C2 S1 118.2(3) . . ?
C13 C8 N2 105.7(4) . . ?
C9 C8 N2 133.5(5) . . ?
C9 C8 C13 120.8(5) . . ?
O2 C1 Mn1 60.60(19) . 2_554 ?
O2 C1 C2 119.8(3) . . ?
O1 C1 Mn1 62.44(18) . 2_554 ?
O1 C1 O2 121.6(3) . . ?
O1 C1 C2 118.6(3) . . ?
C2 C1 Mn1 165.1(2) . 2_554 ?
C6 C5 S1 119.0(3) . . ?
C4 C5 S1 111.5(3) . . ?
C4 C5 C6 129.5(3) . . ?
N1 C13 C8 109.5(4) . . ?
C12 C13 N1 129.2(4) . . ?
C12 C13 C8 121.3(4) . . ?
N6 C25 C24 109.4(4) . . ?
C20 C25 N6 129.4(4) . . ?
C20 C25 C24 121.2(4) . . ?
N1 C7 N2 114.0(4) . . ?
C17 N4A N3A 117.7(7) . . ?
C25 C24 N5 104.8(4) . . ?
C23 C24 N5 133.2(5) . . ?
C23 C24 C25 121.9(5) . . ?
C21 C20 C25 116.0(5) . . ?
C11 C12 C13 118.1(5) . . ?
C14 N3A N4A 118.2(7) . . ?
C23 C22 C21 122.5(6) . . ?
C12 C11 C10 120.6(6) . . ?
C10 C9 C8 116.9(6) . . ?
N6 C18 N5 113.5(4) . . ?
N3A C14 N2 115.3(5) . . ?
N3A C14 C15A 122.4(6) . . ?
C15A C14 N2 122.2(5) . . ?
N3 C14 N2 120.2(10) . . ?
C15 C14 N2 113.6(13) . . ?
C15 C14 N3 126.2(16) . . ?
C5 C4 C3 112.6(3) . . ?
C22 C23 C24 116.1(6) . . ?
C17 C16A C15A 117.2(8) . . ?
C20 C21 C22 122.1(6) . . ?
C14 C15A C16A 119.5(8) . . ?
C9 C10 C11 122.2(6) . . ?
C17 C16 C15 121(2) . . ?
C17 N4 N3 121(2) . . ?
N4 N3 C14 114.5(19) . . ?
C14 C15 C16 115(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.63(2)
2 0.37(2)

####################################################################### 
# 
# 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_0721-01
_database_code_depnum_ccdc_archive 'CCDC 1873985'
loop_
_audit_author_name
_audit_author_address
'Duo-Zhi Wang'
;College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, P. R. China.
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;
_audit_creation_date             2017-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H17 Mn N7 O5'
_chemical_formula_sum            'C25 H17 Mn N7 O5'
_chemical_formula_weight         550.40
_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'
Mn Mn 0.3368 0.7283 '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                   9.3365(7)
_cell_length_b                   11.9034(11)
_cell_length_c                   11.9507(11)
_cell_angle_alpha                66.724(9)
_cell_angle_beta                 68.005(8)
_cell_angle_gamma                77.863(7)
_cell_volume                     1128.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4801
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.8500
_cell_measurement_theta_min      3.7370
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.839
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10282
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.506
_diffrn_reflns_theta_min         3.525
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.839
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  85.00   1.00    2.33    --   11.74  37.00 -30.00   94
  2  ω    -10.00  38.00   1.00    2.33    --   11.74  37.00  90.00   48
  3  ω    -15.00  28.00   1.00    2.33    --  -11.59 -99.00 120.00   43
  4  ω    -65.00  30.00   1.00    2.33    --   11.74 -19.00 150.00   95
  5  ω     39.00  98.00   1.00    2.33    --   11.74-178.00-180.00   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0175698000
_diffrn_orient_matrix_UB_12      -0.0435504000
_diffrn_orient_matrix_UB_13      0.0634975000
_diffrn_orient_matrix_UB_21      0.0236251000
_diffrn_orient_matrix_UB_22      0.0398289000
_diffrn_orient_matrix_UB_23      0.0199616000
_diffrn_orient_matrix_UB_31      -0.0766966000
_diffrn_orient_matrix_UB_32      0.0273381000
_diffrn_orient_matrix_UB_33      0.0153463000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4590
_reflns_number_total             5286
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5286
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.042
_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)+(0.0350P)²+0.9070P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.0982
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O1S(H1SA,H1SB)
2.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C3(H3), C18(H18), C16(H16), C1(H1), C10(H10), C00V(H00V), C23(H23),
 C9(H9), C15(H15), C4(H4), C6(H6), C13(H13), C5(H5), C14(H14)
;
_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
Mn1 Mn 0.94923(3) 0.36669(3) 0.66257(3) 0.01100(9) Uani 1 1 d . . . . .
O1 O 0.87086(16) 0.47581(13) 0.48564(12) 0.0128(3) Uani 1 1 d . . . . .
O1S O 1.12323(17) 0.33289(14) 0.75185(13) 0.0176(3) Uani 1 1 d . . . . .
H1SA H 1.082232 0.306004 0.834420 0.026 Uiso 1 1 d GR . . . .
H1SB H 1.165749 0.399648 0.728673 0.026 Uiso 1 1 d GR . . . .
O4 O 0.87207(17) 0.20107(13) 0.86320(13) 0.0164(3) Uani 1 1 d . . . . .
O3 O 0.70983(17) 0.05137(14) 0.98575(13) 0.0190(3) Uani 1 1 d . . . . .
O2 O 0.70998(17) 0.48008(14) 0.38311(13) 0.0185(3) Uani 1 1 d . . . . .
N7 N 0.73490(19) 0.28932(15) 0.68779(15) 0.0114(3) Uani 1 1 d . . . . .
N6 N 0.78559(19) 0.50091(15) 0.75546(15) 0.0128(3) Uani 1 1 d . . . . .
N3 N 0.41307(19) 0.88421(16) 0.56459(16) 0.0142(4) Uani 1 1 d . . . . .
N2 N 0.21130(19) 1.03439(15) 0.59053(15) 0.0126(3) Uani 1 1 d . . . . .
N1 N 0.07491(19) 1.21641(15) 0.57241(15) 0.0136(4) Uani 1 1 d . . . . .
N4 N 0.50981(19) 0.79147(15) 0.61106(16) 0.0140(4) Uani 1 1 d . . . . .
N5 N 0.60046(19) 0.65311(15) 0.77397(15) 0.0124(3) Uani 1 1 d . . . . .
C21 C 0.6705(2) 0.19535(18) 0.79313(18) 0.0122(4) Uani 1 1 d . . . . .
C17 C 0.7575(2) 0.51648(18) 0.87238(18) 0.0123(4) Uani 1 1 d . . . . .
C19 C 0.7568(2) 0.43970(18) 0.47770(19) 0.0131(4) Uani 1 1 d . . . . .
C2 C 0.0916(2) 1.18426(18) 0.46689(18) 0.0124(4) Uani 1 1 d . . . . .
C20 C 0.6721(2) 0.33719(18) 0.59327(18) 0.0126(4) Uani 1 1 d . . . . .
C24 C 0.7570(2) 0.14443(19) 0.88992(19) 0.0142(4) Uani 1 1 d . . . . .
C12 C 0.6423(2) 0.61159(19) 0.88573(18) 0.0133(4) Uani 1 1 d . . . . .
C22 C 0.5387(2) 0.14712(19) 0.80888(19) 0.0152(4) Uani 1 1 d . . . . .
H22 H 0.494994 0.082672 0.883150 0.018 Uiso 1 1 calc R . . . .
C11 C 0.4906(2) 0.74851(18) 0.73578(18) 0.0124(4) Uani 1 1 d . . . . .
C7 C 0.1781(2) 1.07141(18) 0.47620(18) 0.0130(4) Uani 1 1 d . . . . .
C8 C 0.3015(2) 0.93037(18) 0.64569(18) 0.0124(4) Uani 1 1 d . . . . .
C3 C 0.0360(2) 1.24618(19) 0.36298(19) 0.0142(4) Uani 1 1 d . . . . .
H3 H -0.022714 1.320661 0.355927 0.017 Uiso 1 1 calc R . . . .
C18 C 0.6911(2) 0.58339(18) 0.70164(18) 0.0135(4) Uani 1 1 d . . . . .
H18 H 0.686068 0.593611 0.621885 0.016 Uiso 1 1 calc R . . . .
C16 C 0.8285(2) 0.45467(19) 0.96630(19) 0.0159(4) Uani 1 1 d . . . . .
H16 H 0.906144 0.392424 0.957283 0.019 Uiso 1 1 calc R . . . .
C1 C 0.1462(2) 1.12521(19) 0.64192(19) 0.0144(4) Uani 1 1 d . . . . .
H1 H 0.152149 1.122131 0.719038 0.017 Uiso 1 1 calc R . . . .
C10 C 0.3679(2) 0.78881(19) 0.82569(19) 0.0165(4) Uani 1 1 d . . . . .
H10 H 0.353259 0.752856 0.913487 0.020 Uiso 1 1 calc R . . . .
C00V C 0.5413(2) 0.29377(19) 0.60122(19) 0.0147(4) Uani 1 1 d . . . . .
H00V H 0.499403 0.328293 0.534476 0.018 Uiso 1 1 calc R . . . .
C23 C 0.4735(2) 0.19746(19) 0.7110(2) 0.0165(4) Uani 1 1 d . . . . .
H23 H 0.385091 0.166924 0.718743 0.020 Uiso 1 1 calc R . . . .
C9 C 0.2709(2) 0.88319(19) 0.77875(19) 0.0164(4) Uani 1 1 d . . . . .
H9 H 0.187438 0.914984 0.833224 0.020 Uiso 1 1 calc R . . . .
C15 C 0.7795(3) 0.4891(2) 1.0735(2) 0.0188(5) Uani 1 1 d . . . . .
H15 H 0.822809 0.447787 1.138830 0.023 Uiso 1 1 calc R . . . .
C4 C 0.0714(2) 1.1928(2) 0.27102(19) 0.0171(4) Uani 1 1 d . . . . .
H4 H 0.036407 1.232475 0.200595 0.021 Uiso 1 1 calc R . . . .
C6 C 0.2139(2) 1.01670(19) 0.38467(19) 0.0168(4) Uani 1 1 d . . . . .
H6 H 0.271495 0.941736 0.392048 0.020 Uiso 1 1 calc R . . . .
C13 C 0.5964(2) 0.6491(2) 0.99134(19) 0.0169(4) Uani 1 1 d . . . . .
H13 H 0.522575 0.714085 0.998634 0.020 Uiso 1 1 calc R . . . .
C5 C 0.1590(3) 1.07995(19) 0.2818(2) 0.0179(4) Uani 1 1 d . . . . .
H5 H 0.180736 1.046728 0.218117 0.022 Uiso 1 1 calc R . . . .
C14 C 0.6658(3) 0.5851(2) 1.0850(2) 0.0198(5) Uani 1 1 d . . . . .
H14 H 0.635865 0.606530 1.157892 0.024 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
Mn1 O1 2.2982(14) . ?
Mn1 O1 2.4382(15) 2_766 ?
Mn1 O1S 2.1503(15) . ?
Mn1 O4 2.3921(15) . ?
Mn1 N7 2.2466(18) . ?
Mn1 N6 2.2856(16) . ?
Mn1 N1 2.3306(17) 1_645 ?
O1 C19 1.276(3) . ?
O1S H1SA 0.8612 . ?
O1S H1SB 0.8615 . ?
O4 C24 1.260(3) . ?
O3 C24 1.248(2) . ?
O2 C19 1.246(2) . ?
N7 C21 1.342(3) . ?
N7 C20 1.338(3) . ?
N6 C17 1.402(2) . ?
N6 C18 1.311(2) . ?
N3 N4 1.347(2) . ?
N3 C8 1.323(2) . ?
N2 C7 1.393(2) . ?
N2 C8 1.418(2) . ?
N2 C1 1.373(3) . ?
N1 C2 1.403(3) . ?
N1 C1 1.307(2) . ?
N4 C11 1.323(2) . ?
N5 C12 1.403(2) . ?
N5 C11 1.415(2) . ?
N5 C18 1.370(2) . ?
C21 C24 1.516(3) . ?
C21 C22 1.385(3) . ?
C17 C12 1.402(3) . ?
C17 C16 1.393(3) . ?
C19 C20 1.509(3) . ?
C2 C7 1.401(3) . ?
C2 C3 1.398(3) . ?
C20 C00V 1.381(3) . ?
C12 C13 1.391(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.387(3) . ?
C11 C10 1.397(3) . ?
C7 C6 1.389(3) . ?
C8 C9 1.395(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(3) . ?
C18 H18 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.384(3) . ?
C1 H1 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.361(3) . ?
C00V H00V 0.9300 . ?
C00V C23 1.389(3) . ?
C23 H23 0.9300 . ?
C9 H9 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.399(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.403(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.385(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(3) . ?
C5 H5 0.9300 . ?
C14 H14 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 O1 71.25(6) . 2_766 ?
O1 Mn1 O4 139.90(5) . . ?
O1 Mn1 N1 90.01(5) . 1_645 ?
O1S Mn1 O1 147.26(6) . . ?
O1S Mn1 O1 76.22(5) . 2_766 ?
O1S Mn1 O4 72.73(5) . . ?
O1S Mn1 N7 141.04(6) . . ?
O1S Mn1 N6 98.23(6) . . ?
O1S Mn1 N1 90.04(6) . 1_645 ?
O4 Mn1 O1 148.84(5) . 2_766 ?
N7 Mn1 O1 71.34(6) . . ?
N7 Mn1 O1 142.59(5) . 2_766 ?
N7 Mn1 O4 68.57(6) . . ?
N7 Mn1 N6 86.36(6) . . ?
N7 Mn1 N1 83.21(6) . 1_645 ?
N6 Mn1 O1 86.47(5) . . ?
N6 Mn1 O1 91.64(5) . 2_766 ?
N6 Mn1 O4 90.19(5) . . ?
N6 Mn1 N1 169.57(7) . 1_645 ?
N1 Mn1 O1 96.53(5) 1_645 2_766 ?
N1 Mn1 O4 86.18(5) 1_645 . ?
Mn1 O1 Mn1 108.75(6) . 2_766 ?
C19 O1 Mn1 118.00(12) . . ?
C19 O1 Mn1 132.97(12) . 2_766 ?
Mn1 O1S H1SA 110.2 . . ?
Mn1 O1S H1SB 110.1 . . ?
H1SA O1S H1SB 108.8 . . ?
C24 O4 Mn1 119.35(13) . . ?
C21 N7 Mn1 121.99(13) . . ?
C20 N7 Mn1 118.64(13) . . ?
C20 N7 C21 119.36(18) . . ?
C17 N6 Mn1 132.28(12) . . ?
C18 N6 Mn1 122.66(13) . . ?
C18 N6 C17 105.05(16) . . ?
C8 N3 N4 118.62(16) . . ?
C7 N2 C8 130.13(16) . . ?
C1 N2 C7 106.34(16) . . ?
C1 N2 C8 123.41(17) . . ?
C2 N1 Mn1 140.13(13) . 1_465 ?
C1 N1 Mn1 114.87(13) . 1_465 ?
C1 N1 C2 104.77(16) . . ?
C11 N4 N3 119.55(16) . . ?
C12 N5 C11 129.52(16) . . ?
C18 N5 C12 106.39(16) . . ?
C18 N5 C11 124.08(16) . . ?
N7 C21 C24 114.48(18) . . ?
N7 C21 C22 122.17(19) . . ?
C22 C21 C24 123.31(18) . . ?
N6 C17 C12 109.90(17) . . ?
C16 C17 N6 129.30(17) . . ?
C16 C17 C12 120.78(18) . . ?
O1 C19 C20 116.81(17) . . ?
O2 C19 O1 126.18(19) . . ?
O2 C19 C20 117.01(19) . . ?
C7 C2 N1 109.88(17) . . ?
C3 C2 N1 130.04(18) . . ?
C3 C2 C7 120.08(18) . . ?
N7 C20 C19 114.85(18) . . ?
N7 C20 C00V 122.00(19) . . ?
C00V C20 C19 123.13(18) . . ?
O4 C24 C21 115.45(18) . . ?
O3 C24 O4 126.7(2) . . ?
O3 C24 C21 117.84(19) . . ?
C17 C12 N5 105.02(16) . . ?
C13 C12 N5 133.27(18) . . ?
C13 C12 C17 121.66(18) . . ?
C21 C22 H22 120.9 . . ?
C21 C22 C23 118.25(19) . . ?
C23 C22 H22 120.9 . . ?
N4 C11 N5 114.97(16) . . ?
N4 C11 C10 123.52(18) . . ?
C10 C11 N5 121.45(17) . . ?
N2 C7 C2 105.24(17) . . ?
C6 C7 N2 131.99(18) . . ?
C6 C7 C2 122.76(18) . . ?
N3 C8 N2 116.36(17) . . ?
N3 C8 C9 123.79(18) . . ?
C9 C8 N2 119.84(17) . . ?
C2 C3 H3 121.2 . . ?
C4 C3 C2 117.66(18) . . ?
C4 C3 H3 121.2 . . ?
N6 C18 N5 113.63(17) . . ?
N6 C18 H18 123.2 . . ?
N5 C18 H18 123.2 . . ?
C17 C16 H16 121.2 . . ?
C15 C16 C17 117.69(18) . . ?
C15 C16 H16 121.2 . . ?
N2 C1 H1 123.1 . . ?
N1 C1 N2 113.75(18) . . ?
N1 C1 H1 123.1 . . ?
C11 C10 H10 121.6 . . ?
C9 C10 C11 116.85(18) . . ?
C9 C10 H10 121.6 . . ?
C20 C00V H00V 120.7 . . ?
C20 C00V C23 118.63(19) . . ?
C23 C00V H00V 120.7 . . ?
C22 C23 C00V 119.6(2) . . ?
C22 C23 H23 120.2 . . ?
C00V C23 H23 120.2 . . ?
C8 C9 H9 121.3 . . ?
C10 C9 C8 117.38(18) . . ?
C10 C9 H9 121.3 . . ?
C16 C15 H15 119.5 . . ?
C16 C15 C14 121.01(19) . . ?
C14 C15 H15 119.5 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.36(19) . . ?
C5 C4 H4 119.3 . . ?
C7 C6 H6 121.8 . . ?
C5 C6 C7 116.32(18) . . ?
C5 C6 H6 121.8 . . ?
C12 C13 H13 121.6 . . ?
C14 C13 C12 116.81(19) . . ?
C14 C13 H13 121.6 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.81(19) . . ?
C6 C5 H5 119.1 . . ?
C15 C14 H14 119.0 . . ?
C13 C14 C15 122.00(19) . . ?
C13 C14 H14 119.0 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.105 0.160 0.026 13.4 8.0 ?
2 -0.105 0.840 -0.026 13.4 7.9 ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.227
_oxdiff_exptl_absorpt_empirical_full_min 0.741
####################################################################### 
# 
# 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_mo_2017970-yby-2_0m
_database_code_depnum_ccdc_archive 'CCDC 1873986'
loop_
_audit_author_name
_audit_author_address
'Duo-Zhi Wang'
;College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, P. R. China.
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-08
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H18 Mn N6 O4'
_chemical_formula_sum            'C30 H18 Mn N6 O4'
_chemical_formula_weight         581.44
_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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.035(3)
_cell_length_b                   9.024(2)
_cell_length_c                   24.497(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.215(6)
_cell_angle_gamma                90
_cell_volume                     2420.2(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1403
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      21.885
_cell_measurement_theta_min      2.408
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.875
_exptl_absorpt_coefficient_mu    0.599
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6639
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0827 before and 0.0702 after correction. The Ratio of minimum to maximum transmission is 0.8904. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1188
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0941
_diffrn_reflns_av_unetI/netI     0.0923
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            21200
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.473
_diffrn_reflns_theta_min         1.676
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_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                3768
_reflns_number_total             5518
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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         0.354
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5518
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.007
_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)+(0.0359P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1143
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C14(H14),
 C15(H15), C16(H16), C17(H17), C21(H21), C22(H22), C26(H26), C27(H27), C28(H28),
  C29(H29)
;
_atom_sites_solution_hydrogens   geom
_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
Mn1 Mn 0.36437(3) 0.48144(5) 0.22029(2) 0.01376(12) Uani 1 1 d . . . . .
O1 O 0.55887(17) 0.5137(2) 0.22648(8) 0.0230(5) Uani 1 1 d . . . . .
O2 O 0.33369(16) 0.6972(2) 0.25185(8) 0.0186(4) Uani 1 1 d . . . . .
O3 O 0.98895(17) 0.7867(2) 0.30158(8) 0.0261(5) Uani 1 1 d . . . . .
O4 O 0.17601(16) 0.4140(2) 0.20569(8) 0.0190(4) Uani 1 1 d . . . . .
N1 N 0.3748(2) 0.3822(3) 0.30465(9) 0.0168(5) Uani 1 1 d . . . . .
N2 N 0.3368(2) 0.5352(3) 0.12933(9) 0.0198(5) Uani 1 1 d . . . . .
N3 N 0.2575(2) 0.5094(3) 0.04121(9) 0.0179(5) Uani 1 1 d . . . . .
N4 N 0.1190(2) 0.3298(3) 0.01045(9) 0.0262(6) Uani 1 1 d . . . . .
N5 N 0.0410(2) 0.2605(3) -0.02798(10) 0.0264(6) Uani 1 1 d . . . . .
N6 N -0.0545(2) 0.2300(3) -0.11647(9) 0.0169(5) Uani 1 1 d . . . . .
C1 C 0.2480(2) 0.4784(3) 0.09532(11) 0.0176(6) Uani 1 1 d . . . . .
H1 H 0.1835 0.4215 0.1069 0.021 Uiso 1 1 calc R . . . .
C2 C 0.3650(2) 0.5936(3) 0.04044(11) 0.0178(6) Uani 1 1 d . . . . .
C3 C 0.4237(3) 0.6499(3) -0.00151(12) 0.0230(7) Uani 1 1 d . . . . .
H3 H 0.3912 0.6382 -0.0391 0.028 Uiso 1 1 calc R . . . .
C4 C 0.5320(3) 0.7243(3) 0.01385(13) 0.0271(7) Uani 1 1 d . . . . .
H4 H 0.5752 0.7650 -0.0138 0.033 Uiso 1 1 calc R . . . .
C5 C 0.5796(3) 0.7412(3) 0.06888(13) 0.0281(7) Uani 1 1 d . . . . .
H5 H 0.6541 0.7935 0.0778 0.034 Uiso 1 1 calc R . . . .
C6 C 0.5209(3) 0.6835(3) 0.11115(13) 0.0252(7) Uani 1 1 d . . . . .
H6 H 0.5536 0.6953 0.1487 0.030 Uiso 1 1 calc R . . . .
C7 C 0.4126(2) 0.6083(3) 0.09614(11) 0.0176(6) Uani 1 1 d . . . . .
C8 C 0.1773(2) 0.4486(3) -0.00344(11) 0.0171(6) Uani 1 1 d . . . . .
C9 C 0.1613(3) 0.5116(3) -0.05555(12) 0.0235(7) Uani 1 1 d . . . . .
H9 H 0.2023 0.6001 -0.0635 0.028 Uiso 1 1 calc R . . . .
C10 C 0.0833(3) 0.4395(3) -0.09500(12) 0.0239(7) Uani 1 1 d . . . . .
H10 H 0.0690 0.4751 -0.1317 0.029 Uiso 1 1 calc R . . . .
C11 C 0.0265(2) 0.3130(3) -0.07907(11) 0.0175(6) Uani 1 1 d . . . . .
C12 C -0.0458(2) 0.2120(3) -0.17161(12) 0.0190(6) Uani 1 1 d . . . . .
H12 H 0.0120 0.2628 -0.1904 0.023 Uiso 1 1 calc R . . . .
C13 C -0.1497(2) 0.1368(3) -0.10391(11) 0.0162(6) Uani 1 1 d . . . . .
C14 C -0.1997(3) 0.1085(3) -0.05595(12) 0.0218(7) Uani 1 1 d . . . . .
H14 H -0.1694 0.1546 -0.0221 0.026 Uiso 1 1 calc R . . . .
C15 C -0.2966(3) 0.0092(3) -0.05973(12) 0.0262(7) Uani 1 1 d . . . . .
H15 H -0.3346 -0.0120 -0.0279 0.031 Uiso 1 1 calc R . . . .
C16 C -0.3394(3) -0.0603(3) -0.10943(12) 0.0232(7) Uani 1 1 d . . . . .
H16 H -0.4048 -0.1290 -0.1103 0.028 Uiso 1 1 calc R . . . .
C17 C -0.2895(2) -0.0320(3) -0.15733(11) 0.0173(6) Uani 1 1 d . . . . .
H17 H -0.3192 -0.0797 -0.1909 0.021 Uiso 1 1 calc R . . . .
C18 C -0.1935(2) 0.0695(3) -0.15420(11) 0.0159(6) Uani 1 1 d . . . . .
C19 C 0.3819(2) 0.8090(3) 0.27491(11) 0.0138(6) Uani 1 1 d . . . . .
C20 C 0.5193(2) 0.8271(3) 0.28060(11) 0.0141(6) Uani 1 1 d . . . . .
C21 C 0.5715(2) 0.9181(3) 0.24561(12) 0.0223(7) Uani 1 1 d . . . . .
H21 H 0.5208 0.9713 0.2181 0.027 Uiso 1 1 calc R . . . .
C22 C 0.6983(2) 0.9342(3) 0.24968(12) 0.0210(7) Uani 1 1 d . . . . .
H22 H 0.7320 0.9988 0.2249 0.025 Uiso 1 1 calc R . . . .
C23 C 0.7758(2) 0.8591(3) 0.28850(11) 0.0157(6) Uani 1 1 d . . . . .
C24 C 0.7252(2) 0.7639(3) 0.32627(11) 0.0139(6) Uani 1 1 d . . . . .
C25 C 0.5951(2) 0.7498(3) 0.32303(11) 0.0128(6) Uani 1 1 d . . . . .
C26 C 0.5441(3) 0.6658(3) 0.36325(11) 0.0187(6) Uani 1 1 d . . . . .
H26 H 0.4578 0.6597 0.3618 0.022 Uiso 1 1 calc R . . . .
C27 C 0.6164(3) 0.5933(3) 0.40432(12) 0.0231(7) Uani 1 1 d . . . . .
H27 H 0.5808 0.5377 0.4311 0.028 Uiso 1 1 calc R . . . .
C28 C 0.7446(3) 0.6024(3) 0.40628(12) 0.0225(7) Uani 1 1 d . . . . .
H28 H 0.7951 0.5500 0.4341 0.027 Uiso 1 1 calc R . . . .
C29 C 0.7973(2) 0.6850(3) 0.36894(11) 0.0182(6) Uani 1 1 d . . . . .
H29 H 0.8838 0.6900 0.3715 0.022 Uiso 1 1 calc R . . . .
C30 C 0.9108(2) 0.8860(3) 0.28866(11) 0.0187(6) 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
Mn1 O1 2.152(2) . ?
Mn1 O2 2.1380(19) . ?
Mn1 O3 2.493(2) 2_645 ?
Mn1 O4 2.1521(18) . ?
Mn1 N1 2.242(2) . ?
Mn1 N2 2.263(2) . ?
O1 C30 1.269(3) 2_645 ?
O2 C19 1.243(3) . ?
O3 Mn1 2.493(2) 2_655 ?
O3 C30 1.256(3) . ?
O4 C19 1.269(3) 2_545 ?
N1 C12 1.304(3) 4_666 ?
N1 C18 1.401(3) 4_666 ?
N2 C1 1.308(3) . ?
N2 C7 1.402(4) . ?
N3 C1 1.372(3) . ?
N3 C2 1.411(3) . ?
N3 C8 1.428(3) . ?
N4 N5 1.347(3) . ?
N4 C8 1.317(4) . ?
N5 C11 1.329(4) . ?
N6 C11 1.412(3) . ?
N6 C12 1.376(3) . ?
N6 C13 1.410(3) . ?
C2 C3 1.379(4) . ?
C2 C7 1.405(4) . ?
C3 C4 1.382(4) . ?
C4 C5 1.392(4) . ?
C5 C6 1.390(4) . ?
C6 C7 1.383(4) . ?
C8 C9 1.388(4) . ?
C9 C10 1.375(4) . ?
C10 C11 1.382(4) . ?
C12 N1 1.304(3) 4_565 ?
C13 C14 1.384(4) . ?
C13 C18 1.403(4) . ?
C14 C15 1.389(4) . ?
C15 C16 1.398(4) . ?
C16 C17 1.381(4) . ?
C17 C18 1.396(4) . ?
C18 N1 1.401(3) 4_565 ?
C19 O4 1.269(3) 2 ?
C19 C20 1.513(4) . ?
C20 C21 1.366(4) . ?
C20 C25 1.431(3) . ?
C21 C22 1.399(4) . ?
C22 C23 1.375(4) . ?
C23 C24 1.427(4) . ?
C23 C30 1.510(4) . ?
C24 C25 1.433(4) . ?
C24 C29 1.422(4) . ?
C25 C26 1.415(4) . ?
C26 C27 1.370(4) . ?
C27 C28 1.412(4) . ?
C28 C29 1.366(4) . ?
C30 O1 1.269(3) 2_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 O3 56.08(7) . 2_645 ?
O1 Mn1 N1 93.10(8) . . ?
O1 Mn1 N2 92.85(8) . . ?
O2 Mn1 O1 93.04(7) . . ?
O2 Mn1 O3 148.93(7) . 2_645 ?
O2 Mn1 O4 97.13(7) . . ?
O2 Mn1 N1 91.29(8) . . ?
O2 Mn1 N2 98.81(8) . . ?
O4 Mn1 O1 169.64(8) . . ?
O4 Mn1 O3 113.87(7) . 2_645 ?
O4 Mn1 N1 88.68(8) . . ?
O4 Mn1 N2 83.65(8) . . ?
N1 Mn1 O3 87.55(8) . 2_645 ?
N1 Mn1 N2 167.98(9) . . ?
N2 Mn1 O3 87.13(8) . 2_645 ?
C30 O1 Mn1 98.84(16) 2_645 . ?
C19 O2 Mn1 145.63(17) . . ?
C30 O3 Mn1 83.49(17) . 2_655 ?
C19 O4 Mn1 132.11(16) 2_545 . ?
C12 N1 Mn1 128.7(2) 4_666 . ?
C12 N1 C18 105.9(2) 4_666 4_666 ?
C18 N1 Mn1 124.70(17) 4_666 . ?
C1 N2 Mn1 122.70(19) . . ?
C1 N2 C7 105.6(2) . . ?
C7 N2 Mn1 130.95(17) . . ?
C1 N3 C2 106.8(2) . . ?
C1 N3 C8 123.2(2) . . ?
C2 N3 C8 129.6(2) . . ?
C8 N4 N5 119.1(2) . . ?
C11 N5 N4 118.9(2) . . ?
C12 N6 C11 125.7(2) . . ?
C12 N6 C13 106.8(2) . . ?
C13 N6 C11 127.1(2) . . ?
N2 C1 N3 113.2(2) . . ?
C3 C2 N3 133.1(2) . . ?
C3 C2 C7 122.4(3) . . ?
C7 C2 N3 104.5(2) . . ?
C2 C3 C4 116.6(3) . . ?
C3 C4 C5 121.6(3) . . ?
C6 C5 C4 121.8(3) . . ?
C7 C6 C5 117.0(3) . . ?
N2 C7 C2 109.9(2) . . ?
C6 C7 N2 129.4(3) . . ?
C6 C7 C2 120.6(3) . . ?
N4 C8 N3 113.0(2) . . ?
N4 C8 C9 124.2(2) . . ?
C9 C8 N3 122.8(2) . . ?
C10 C9 C8 116.6(3) . . ?
C9 C10 C11 117.3(3) . . ?
N5 C11 N6 114.4(2) . . ?
N5 C11 C10 123.7(2) . . ?
C10 C11 N6 121.8(2) . . ?
N1 C12 N6 112.9(3) 4_565 . ?
C14 C13 N6 133.1(2) . . ?
C14 C13 C18 122.4(3) . . ?
C18 C13 N6 104.5(2) . . ?
C13 C14 C15 116.7(3) . . ?
C14 C15 C16 121.3(3) . . ?
C17 C16 C15 122.0(3) . . ?
C16 C17 C18 117.1(2) . . ?
N1 C18 C13 109.9(2) 4_565 . ?
C17 C18 N1 129.6(2) . 4_565 ?
C17 C18 C13 120.5(3) . . ?
O2 C19 O4 124.7(2) . 2 ?
O2 C19 C20 119.8(2) . . ?
O4 C19 C20 115.5(2) 2 . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 C25 119.6(2) . . ?
C25 C20 C19 120.1(2) . . ?
C20 C21 C22 121.0(3) . . ?
C23 C22 C21 121.9(3) . . ?
C22 C23 C24 119.1(2) . . ?
C22 C23 C30 116.7(3) . . ?
C24 C23 C30 124.2(2) . . ?
C23 C24 C25 119.2(2) . . ?
C29 C24 C23 123.3(2) . . ?
C29 C24 C25 117.4(3) . . ?
C20 C25 C24 119.1(2) . . ?
C26 C25 C20 121.3(2) . . ?
C26 C25 C24 119.5(2) . . ?
C27 C26 C25 121.4(3) . . ?
C26 C27 C28 119.1(3) . . ?
C29 C28 C27 121.2(3) . . ?
C28 C29 C24 121.3(3) . . ?
O1 C30 C23 116.2(2) 2_655 . ?
O3 C30 O1 121.6(3) . 2_655 ?
O3 C30 C23 122.1(3) . . ?

_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_3hao
_database_code_depnum_ccdc_archive 'CCDC 1873982'
loop_
_audit_author_name
_audit_author_address
'Duo-Zhi Wang'
;College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, P. R. China.
China
;
_audit_update_record             
;
2018-10-18 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;
_audit_creation_date             2017-08-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H17 N6 Ni O5'
_chemical_formula_sum            'C26 H17 N6 Ni O5'
_chemical_formula_weight         552.16
_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.6905(7)
_cell_length_b                   11.6251(3)
_cell_length_c                   26.5469(13)
_cell_angle_alpha                90
_cell_angle_beta                 110.743(5)
_cell_angle_gamma                90
_cell_volume                     4817.0(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9454
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.2700
_cell_measurement_theta_min      3.5130
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.882
_exptl_absorpt_coefficient_mu    0.857
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            22593
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.555
_diffrn_reflns_theta_min         3.282
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -47.00 -10.00   1.00    3.00    --  -11.66  96.00  20.00   37
  2  ω    -44.00  70.00   1.00    3.00    --   11.90   0.00 150.00  114
  3  ω    -15.00  11.00   1.00    3.00    --   11.90 -99.00   0.00   26
  4  ω    -20.00  29.00   1.00    3.00    --  -11.66 -99.00 -90.00   49
  5  ω     53.00  98.00   1.00    3.00    --   11.90-178.00 -30.00   45
  6  ω     -2.00  86.00   1.00    3.00    --   11.90  37.00-180.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0138919000
_diffrn_orient_matrix_UB_12      -0.0064589000
_diffrn_orient_matrix_UB_13      -0.0221904000
_diffrn_orient_matrix_UB_21      0.0394080000
_diffrn_orient_matrix_UB_22      0.0269223000
_diffrn_orient_matrix_UB_23      0.0149261000
_diffrn_orient_matrix_UB_31      0.0178733000
_diffrn_orient_matrix_UB_32      -0.0543742000
_diffrn_orient_matrix_UB_33      0.0100337000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5297
_reflns_number_total             5961
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.801
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0363
_refine_ls_restrained_S_all      1.079
_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)+(0.0281P)²+7.9455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0823
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Rotating group:
 O003(H003)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00F(H00F), C00K(H00K), C00M(H00M), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C010(H010), C011(H011), C012(H012)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni01 Ni 0.37138(2) 0.85857(2) 0.65931(2) 0.01168(7) Uani 1 1 d . . . . .
O002 O 0.25309(8) 0.79432(10) 0.62990(5) 0.0159(3) Uani 1 1 d . . . . .
O003 O 0.39285(8) 0.80609(10) 0.73760(5) 0.0153(3) Uani 1 1 d . . . . .
H003 H 0.406987 0.864219 0.758884 0.023 Uiso 1 1 d GR . . . .
O004 O -0.00665(8) 0.43702(10) 0.67411(5) 0.0147(3) Uani 1 1 d . . . . .
O005 O -0.10671(8) 0.43051(11) 0.59352(5) 0.0176(3) Uani 1 1 d . . . . .
O006 O 0.24926(9) 0.69441(12) 0.70128(5) 0.0214(3) Uani 1 1 d . . . . .
N007 N 0.67814(10) 0.01860(13) 0.82868(6) 0.0165(3) Uani 1 1 d . . . . .
N008 N 0.41444(10) 0.69843(12) 0.64385(6) 0.0144(3) Uani 1 1 d . . . . .
N009 N 0.48402(10) 0.53114(12) 0.66431(6) 0.0151(3) Uani 1 1 d . . . . .
N00A N 0.67321(10) 0.19533(13) 0.79470(6) 0.0164(3) Uani 1 1 d . . . . .
N00B N 0.56404(10) 0.25968(13) 0.72066(6) 0.0177(3) Uani 1 1 d . . . . .
N00C N 0.51575(10) 0.34189(13) 0.68882(6) 0.0175(3) Uani 1 1 d . . . . .
C00D C 0.47689(12) 0.64231(15) 0.67900(7) 0.0149(3) Uani 1 1 d . . . . .
H00D H 0.513141 0.674678 0.710993 0.018 Uiso 1 1 calc R . . . .
C00E C 0.21951(11) 0.72299(15) 0.65263(7) 0.0148(4) Uani 1 1 d . . . . .
C00F C 0.63113(12) 0.09411(15) 0.79464(8) 0.0187(4) Uani 1 1 d . . . . .
H00F H 0.574686 0.080601 0.772528 0.022 Uiso 1 1 calc R . . . .
C00G C 0.75597(12) 0.18282(15) 0.83247(7) 0.0151(3) Uani 1 1 d . . . . .
C00H C 0.75784(12) 0.07199(15) 0.85371(7) 0.0151(4) Uani 1 1 d . . . . .
C00I C -0.03463(11) 0.46625(14) 0.62461(7) 0.0138(3) Uani 1 1 d . . . . .
C00J C 0.37714(12) 0.62064(15) 0.60182(7) 0.0161(4) Uani 1 1 d . . . . .
C00K C 0.83135(12) 0.03084(16) 0.89398(7) 0.0192(4) Uani 1 1 d . . . . .
H00K H 0.832745 -0.042171 0.908585 0.023 Uiso 1 1 calc R . . . .
C00L C 0.63355(12) 0.28916(15) 0.76144(7) 0.0159(4) Uani 1 1 d . . . . .
C00M C 0.82791(12) 0.25394(16) 0.84916(8) 0.0181(4) Uani 1 1 d . . . . .
H00M H 0.827165 0.326529 0.834281 0.022 Uiso 1 1 calc R . . . .
C00N C 0.13611(12) 0.67144(15) 0.61645(7) 0.0161(4) Uani 1 1 d . . . . .
C00O C 0.41908(12) 0.51449(15) 0.61425(7) 0.0172(4) Uani 1 1 d . . . . .
C00P C 0.09306(11) 0.59113(15) 0.63646(7) 0.0147(3) Uani 1 1 d . . . . .
H00P H 0.116665 0.567120 0.672115 0.018 Uiso 1 1 calc R . . . .
C00Q C 0.90202(13) 0.10246(17) 0.91139(8) 0.0211(4) Uani 1 1 d . . . . .
H00Q H 0.951548 0.077640 0.938581 0.025 Uiso 1 1 calc R . . . .
C00R C 0.90036(12) 0.21168(17) 0.88882(8) 0.0203(4) Uani 1 1 d . . . . .
H00R H 0.949385 0.257068 0.900851 0.024 Uiso 1 1 calc R . . . .
C00S C 0.01480(12) 0.54678(15) 0.60315(7) 0.0160(4) Uani 1 1 d . . . . .
C00T C 0.54117(12) 0.45020(15) 0.69759(7) 0.0153(4) Uani 1 1 d . . . . .
C00U C 0.10058(13) 0.70568(18) 0.56293(8) 0.0243(4) Uani 1 1 d . . . . .
H00U H 0.129425 0.758441 0.549207 0.029 Uiso 1 1 calc R . . . .
C00V C 0.61679(12) 0.48559(16) 0.73811(8) 0.0196(4) Uani 1 1 d . . . . .
H00V H 0.634389 0.562017 0.741666 0.024 Uiso 1 1 calc R . . . .
C00W C 0.30980(14) 0.63712(17) 0.55302(8) 0.0235(4) Uani 1 1 d . . . . .
H00W H 0.281755 0.707478 0.544322 0.028 Uiso 1 1 calc R . . . .
C00X C 0.66356(12) 0.40203(16) 0.77226(8) 0.0205(4) Uani 1 1 d . . . . .
H00X H 0.712958 0.419530 0.801292 0.025 Uiso 1 1 calc R . . . .
C00Y C 0.28647(15) 0.54460(19) 0.51811(8) 0.0294(5) Uani 1 1 d . . . . .
H00Y H 0.241587 0.552717 0.485354 0.035 Uiso 1 1 calc R . . . .
C00Z C 0.39592(14) 0.42060(17) 0.57927(8) 0.0254(4) Uani 1 1 d . . . . .
H00Z H 0.423730 0.350057 0.587831 0.031 Uiso 1 1 calc R . . . .
C010 C -0.02049(14) 0.58244(18) 0.55000(8) 0.0263(5) Uani 1 1 d . . . . .
H010 H -0.073012 0.553163 0.527852 0.032 Uiso 1 1 calc R . . . .
C011 C 0.02245(15) 0.6617(2) 0.52986(8) 0.0333(6) Uani 1 1 d . . . . .
H011 H -0.001155 0.685396 0.494161 0.040 Uiso 1 1 calc R . . . .
C012 C 0.32911(15) 0.43885(19) 0.53112(9) 0.0315(5) Uani 1 1 d . . . . .
H012 H 0.311869 0.378761 0.506496 0.038 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
Ni01 O002 1.9934(12) . ?
Ni01 O003 2.0719(12) . ?
Ni01 O004 2.1362(12) 3 ?
Ni01 O005 2.0824(13) 3 ?
Ni01 N007 2.1054(15) 2_666 ?
Ni01 N008 2.0879(15) . ?
Ni01 C00I 2.4289(18) 3 ?
O002 C00E 1.267(2) . ?
O003 H003 0.8586 . ?
O004 C00I 1.275(2) . ?
O005 C00I 1.264(2) . ?
O006 C00E 1.253(2) . ?
N007 C00F 1.304(2) . ?
N007 C00H 1.404(2) . ?
N008 C00D 1.301(2) . ?
N008 C00J 1.400(2) . ?
N009 C00D 1.367(2) . ?
N009 C00O 1.399(2) . ?
N009 C00T 1.407(2) . ?
N00A C00F 1.370(2) . ?
N00A C00G 1.398(2) . ?
N00A C00L 1.412(2) . ?
N00B N00C 1.340(2) . ?
N00B C00L 1.321(2) . ?
N00C C00T 1.323(2) . ?
C00D H00D 0.9300 . ?
C00E C00N 1.507(2) . ?
C00F H00F 0.9300 . ?
C00G C00H 1.402(2) . ?
C00G C00M 1.394(3) . ?
C00H C00K 1.396(2) . ?
C00I C00S 1.488(2) . ?
C00J C00O 1.399(3) . ?
C00J C00W 1.395(3) . ?
C00K H00K 0.9300 . ?
C00K C00Q 1.383(3) . ?
C00L C00X 1.398(3) . ?
C00M H00M 0.9300 . ?
C00M C00R 1.382(3) . ?
C00N C00P 1.393(3) . ?
C00N C00U 1.390(3) . ?
C00O C00Z 1.396(3) . ?
C00P H00P 0.9300 . ?
C00P C00S 1.391(2) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.400(3) . ?
C00R H00R 0.9300 . ?
C00S C010 1.386(3) . ?
C00T C00V 1.399(3) . ?
C00U H00U 0.9300 . ?
C00U C011 1.386(3) . ?
C00V H00V 0.9300 . ?
C00V C00X 1.369(3) . ?
C00W H00W 0.9300 . ?
C00W C00Y 1.383(3) . ?
C00X H00X 0.9300 . ?
C00Y H00Y 0.9300 . ?
C00Y C012 1.401(3) . ?
C00Z H00Z 0.9300 . ?
C00Z C012 1.383(3) . ?
C010 H010 0.9300 . ?
C010 C011 1.386(3) . ?
C011 H011 0.9300 . ?
C012 H012 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O002 Ni01 O003 94.47(5) . . ?
O002 Ni01 O004 168.27(5) . 3 ?
O002 Ni01 O005 105.41(5) . 3 ?
O002 Ni01 N007 90.17(6) . 2_666 ?
O002 Ni01 N008 87.19(6) . . ?
O002 Ni01 C00I 136.69(5) . 3 ?
O003 Ni01 O004 97.25(5) . 3 ?
O003 Ni01 O005 160.10(5) . 3 ?
O003 Ni01 N007 92.63(6) . 2_666 ?
O003 Ni01 N008 89.16(5) . . ?
O003 Ni01 C00I 128.81(6) . 3 ?
O004 Ni01 C00I 31.62(5) 3 3 ?
O005 Ni01 O004 62.86(5) 3 3 ?
O005 Ni01 N007 88.12(6) 3 2_666 ?
O005 Ni01 N008 91.05(6) 3 . ?
O005 Ni01 C00I 31.36(5) 3 3 ?
N007 Ni01 O004 89.69(5) 2_666 3 ?
N007 Ni01 C00I 86.74(6) 2_666 3 ?
N008 Ni01 O004 92.57(5) . 3 ?
N008 Ni01 N007 176.92(6) . 2_666 ?
N008 Ni01 C00I 94.10(6) . 3 ?
C00E O002 Ni01 127.05(12) . . ?
Ni01 O003 H003 109.8 . . ?
C00I O004 Ni01 86.95(10) . 3_445 ?
C00I O005 Ni01 89.63(10) . 3_445 ?
C00F N007 Ni01 121.84(13) . 2_646 ?
C00F N007 C00H 105.49(15) . . ?
C00H N007 Ni01 132.54(12) . 2_646 ?
C00D N008 Ni01 123.37(12) . . ?
C00D N008 C00J 105.36(15) . . ?
C00J N008 Ni01 130.24(12) . . ?
C00D N009 C00O 106.58(14) . . ?
C00D N009 C00T 124.14(15) . . ?
C00O N009 C00T 128.96(15) . . ?
C00F N00A C00G 106.71(15) . . ?
C00F N00A C00L 122.42(15) . . ?
C00G N00A C00L 130.87(15) . . ?
C00L N00B N00C 119.29(15) . . ?
C00T N00C N00B 118.97(16) . . ?
N008 C00D N009 113.44(16) . . ?
N008 C00D H00D 123.3 . . ?
N009 C00D H00D 123.3 . . ?
O002 C00E C00N 114.90(16) . . ?
O006 C00E O002 125.71(17) . . ?
O006 C00E C00N 119.38(16) . . ?
N007 C00F N00A 113.26(16) . . ?
N007 C00F H00F 123.4 . . ?
N00A C00F H00F 123.4 . . ?
N00A C00G C00H 105.05(15) . . ?
C00M C00G N00A 133.41(17) . . ?
C00M C00G C00H 121.53(17) . . ?
C00G C00H N007 109.49(15) . . ?
C00K C00H N007 129.76(16) . . ?
C00K C00H C00G 120.75(17) . . ?
O004 C00I Ni01 61.43(9) . 3_445 ?
O004 C00I C00S 120.78(16) . . ?
O005 C00I Ni01 59.01(9) . 3_445 ?
O005 C00I O004 120.12(16) . . ?
O005 C00I C00S 119.03(16) . . ?
C00S C00I Ni01 171.67(13) . 3_445 ?
C00O C00J N008 109.73(16) . . ?
C00W C00J N008 129.51(17) . . ?
C00W C00J C00O 120.75(17) . . ?
C00H C00K H00K 121.2 . . ?
C00Q C00K C00H 117.65(17) . . ?
C00Q C00K H00K 121.2 . . ?
N00B C00L N00A 113.15(15) . . ?
N00B C00L C00X 123.97(16) . . ?
C00X C00L N00A 122.83(16) . . ?
C00G C00M H00M 121.5 . . ?
C00R C00M C00G 116.99(17) . . ?
C00R C00M H00M 121.5 . . ?
C00P C00N C00E 120.54(16) . . ?
C00U C00N C00E 120.06(16) . . ?
C00U C00N C00P 119.40(17) . . ?
C00J C00O N009 104.87(15) . . ?
C00Z C00O N009 132.75(17) . . ?
C00Z C00O C00J 122.34(17) . . ?
C00N C00P H00P 120.0 . . ?
C00S C00P C00N 120.06(17) . . ?
C00S C00P H00P 120.0 . . ?
C00K C00Q H00Q 119.4 . . ?
C00K C00Q C00R 121.18(17) . . ?
C00R C00Q H00Q 119.4 . . ?
C00M C00R C00Q 121.85(18) . . ?
C00M C00R H00R 119.1 . . ?
C00Q C00R H00R 119.1 . . ?
C00P C00S C00I 120.86(16) . . ?
C010 C00S C00I 118.98(17) . . ?
C010 C00S C00P 120.07(17) . . ?
N00C C00T N009 114.98(16) . . ?
N00C C00T C00V 124.12(16) . . ?
C00V C00T N009 120.84(16) . . ?
C00N C00U H00U 119.8 . . ?
C011 C00U C00N 120.44(18) . . ?
C011 C00U H00U 119.8 . . ?
C00T C00V H00V 121.7 . . ?
C00X C00V C00T 116.62(17) . . ?
C00X C00V H00V 121.7 . . ?
C00J C00W H00W 121.4 . . ?
C00Y C00W C00J 117.29(18) . . ?
C00Y C00W H00W 121.4 . . ?
C00L C00X H00X 121.6 . . ?
C00V C00X C00L 116.83(17) . . ?
C00V C00X H00X 121.6 . . ?
C00W C00Y H00Y 119.4 . . ?
C00W C00Y C012 121.30(19) . . ?
C012 C00Y H00Y 119.4 . . ?
C00O C00Z H00Z 122.0 . . ?
C012 C00Z C00O 115.95(19) . . ?
C012 C00Z H00Z 122.0 . . ?
C00S C010 H010 120.0 . . ?
C011 C010 C00S 120.02(18) . . ?
C011 C010 H010 120.0 . . ?
C00U C011 H011 120.0 . . ?
C010 C011 C00U 120.00(19) . . ?
C010 C011 H011 120.0 . . ?
C00Y C012 H012 118.8 . . ?
C00Z C012 C00Y 122.36(19) . . ?
C00Z C012 H012 118.8 . . ?

_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 3.393
_oxdiff_exptl_absorpt_empirical_full_min 0.713
