# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

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

data_songxq201431201
_database_code_depnum_ccdc_archive 'CCDC 1968400'
loop_
_audit_author_name
_audit_author_address
Song 'Lanzhou Jiaotong University'
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H34 Cl2 Cu2 N10 O10'
_chemical_formula_weight         1108.85
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.5903(10)
_cell_length_b                   11.9318(12)
_cell_length_c                   13.5523(11)
_cell_angle_alpha                74.564(8)
_cell_angle_beta                 84.335(8)
_cell_angle_gamma                71.586(10)
_cell_volume                     1270.3(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2992
_cell_measurement_theta_min      3.2040
_cell_measurement_theta_max      26.1260

_exptl_crystal_description       block
_exptl_crystal_colour            'clear dark green'
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564
_exptl_absorpt_coefficient_mu    1.008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_T_max  0.785
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71000
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 'SuperNova (Mo) X-ray Source'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8347
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0712
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         25.99
_reflns_number_total             5006
_reflns_number_gt                3761
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
 Diffuse electron densities resulting from residual disorder solvent molecules 
 were removed from the data set using the SQUEEZE routine of PLATON and refined 
 further using the data generated.
;
# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 -0.050 0.000 191 28
_platon_squeeze_details          
; 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0752P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5006
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1555
_refine_ls_wR_factor_gt          0.1372
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.59020(5) 0.75197(3) 0.15086(3) 0.03530(17) Uani 1 1 d . . .
C1 C 0.5629(5) 1.0872(3) 0.3318(3) 0.0415(9) Uani 1 1 d . . .
H1 H 0.5908 1.0152 0.3832 0.050 Uiso 1 1 calc R . .
C2 C 0.5935(5) 1.1901(3) 0.3439(3) 0.0482(10) Uani 1 1 d . . .
H2 H 0.6412 1.1872 0.4036 0.058 Uiso 1 1 calc R . .
C3 C 0.5537(6) 1.2962(4) 0.2679(3) 0.0538(11) Uani 1 1 d . . .
H3 H 0.5749 1.3650 0.2759 0.065 Uiso 1 1 calc R . .
C4 C 0.4827(5) 1.3004(3) 0.1805(3) 0.0526(11) Uani 1 1 d . . .
H4 H 0.4557 1.3724 0.1291 0.063 Uiso 1 1 calc R . .
C5 C 0.4506(5) 1.1979(3) 0.1680(3) 0.0444(9) Uani 1 1 d . . .
H5 H 0.4018 1.2013 0.1085 0.053 Uiso 1 1 calc R . .
C6 C 0.4912(4) 1.0914(3) 0.2439(3) 0.0334(8) Uani 1 1 d . . .
C7 C 0.4697(4) 0.9752(3) 0.2343(3) 0.0303(7) Uani 1 1 d . . .
C8 C 0.7316(4) 0.9138(3) 0.0269(3) 0.0371(8) Uani 1 1 d . . .
C9 C 0.8316(4) 0.9663(3) -0.0565(3) 0.0372(8) Uani 1 1 d . . .
C10 C 0.8219(4) 1.0906(3) -0.0863(3) 0.0398(9) Uani 1 1 d . . .
C11 C 0.9191(5) 1.1313(4) -0.1659(3) 0.0503(11) Uani 1 1 d . . .
H11 H 0.9102 1.2139 -0.1862 0.060 Uiso 1 1 calc R . .
C12 C 1.0289(5) 1.0526(4) -0.2159(3) 0.0549(12) Uani 1 1 d . . .
H12 H 1.0939 1.0818 -0.2692 0.066 Uiso 1 1 calc R . .
C13 C 1.0426(5) 0.9276(4) -0.1863(3) 0.0545(11) Uani 1 1 d . . .
H13 H 1.1182 0.8733 -0.2187 0.065 Uiso 1 1 calc R . .
C14 C 0.9427(5) 0.8869(4) -0.1087(3) 0.0458(10) Uani 1 1 d . . .
H14 H 0.9491 0.8048 -0.0905 0.055 Uiso 1 1 calc R . .
C15 C 0.3836(4) 0.7903(3) 0.3191(3) 0.0321(7) Uani 1 1 d . . .
C16 C 0.3751(4) 0.9143(3) 0.3067(3) 0.0311(7) Uani 1 1 d . . .
C17 C 0.2544(4) 0.9549(3) 0.3805(3) 0.0368(8) Uani 1 1 d . . .
C18 C 0.1844(5) 1.0798(3) 0.3996(3) 0.0504(11) Uani 1 1 d . . .
H18A H 0.0923 1.0811 0.4461 0.076 Uiso 1 1 calc R . .
H18B H 0.1494 1.1387 0.3361 0.076 Uiso 1 1 calc R . .
H18C H 0.2668 1.0993 0.4289 0.076 Uiso 1 1 calc R . .
C19 C 0.2525(4) 0.6526(3) 0.4508(3) 0.0340(8) Uani 1 1 d . . .
C20 C 0.1783(5) 0.6421(3) 0.5461(3) 0.0479(10) Uani 1 1 d . . .
H20 H 0.1413 0.7094 0.5740 0.057 Uiso 1 1 calc R . .
C21 C 0.1590(5) 0.5318(3) 0.6003(3) 0.0498(11) Uani 1 1 d . . .
H21 H 0.1089 0.5242 0.6647 0.060 Uiso 1 1 calc R . .
C22 C 0.2137(4) 0.4344(3) 0.5586(3) 0.0390(9) Uani 1 1 d . . .
C23 C 0.2848(6) 0.4431(3) 0.4643(3) 0.0530(11) Uani 1 1 d . . .
H23 H 0.3200 0.3753 0.4370 0.064 Uiso 1 1 calc R . .
C24 C 0.3050(6) 0.5531(3) 0.4086(3) 0.0533(12) Uani 1 1 d . . .
H24 H 0.3532 0.5600 0.3436 0.064 Uiso 1 1 calc R . .
Cl1 Cl 0.64267(16) 0.57093(9) 0.11860(9) 0.0613(3) Uani 1 1 d . . .
N1 N 0.6429(3) 0.9798(3) 0.0891(2) 0.0351(7) Uani 1 1 d . . .
N2 N 0.5479(3) 0.9219(2) 0.1618(2) 0.0321(6) Uani 1 1 d . . .
N3 N 0.1956(4) 0.8682(2) 0.4345(2) 0.0386(7) Uani 1 1 d . . .
N4 N 0.2778(4) 0.7656(2) 0.3981(2) 0.0339(7) Uani 1 1 d . . .
N5 N 0.1961(4) 0.3171(3) 0.6177(3) 0.0487(8) Uani 1 1 d . . .
O2 O 0.7297(3) 0.8055(2) 0.03821(19) 0.0415(6) Uani 1 1 d . . .
O3 O 0.4697(3) 0.7105(2) 0.27349(18) 0.0371(6) Uani 1 1 d . . .
O4 O 0.1415(4) 0.3087(3) 0.7053(2) 0.0699(10) Uani 1 1 d . . .
O5 O 0.2440(5) 0.2302(3) 0.5802(3) 0.0785(11) Uani 1 1 d . . .
O1 O 0.7112(4) 1.1693(2) -0.0378(2) 0.0524(7) Uani 1 1 d . . .
H1A H 0.6747 1.1304 0.0135 0.079 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
Cu1 O3 1.904(2) . ?
Cu1 O2 1.944(2) . ?
Cu1 N2 1.988(3) . ?
Cu1 Cl1 2.2157(10) . ?
C1 C6 1.377(5) . ?
C1 C2 1.387(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.495(4) . ?
C7 N2 1.324(4) . ?
C7 C16 1.410(4) . ?
C8 O2 1.265(4) . ?
C8 N1 1.326(5) . ?
C8 C9 1.477(5) . ?
C9 C14 1.401(5) . ?
C9 C10 1.407(5) . ?
C10 O1 1.363(5) . ?
C10 C11 1.377(5) . ?
C11 C12 1.373(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.406(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 O3 1.271(4) . ?
C15 N4 1.366(4) . ?
C15 C16 1.422(4) . ?
C16 C17 1.431(4) . ?
C17 N3 1.309(4) . ?
C17 C18 1.502(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.376(5) . ?
C19 C24 1.382(5) . ?
C19 N4 1.420(4) . ?
C20 C21 1.377(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.357(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.353(5) . ?
C22 N5 1.462(4) . ?
C23 C24 1.382(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
N1 N2 1.396(4) . ?
N3 N4 1.395(4) . ?
N5 O5 1.214(4) . ?
N5 O4 1.223(4) . ?
O1 H1A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O2 170.87(11) . . ?
O3 Cu1 N2 92.80(10) . . ?
O2 Cu1 N2 81.03(10) . . ?
O3 Cu1 Cl1 93.64(7) . . ?
O2 Cu1 Cl1 92.87(8) . . ?
N2 Cu1 Cl1 173.05(8) . . ?
C6 C1 C2 120.1(3) . . ?
C6 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 119.7(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C1 119.7(3) . . ?
C5 C6 C7 123.2(3) . . ?
C1 C6 C7 117.0(3) . . ?
N2 C7 C16 117.9(3) . . ?
N2 C7 C6 121.1(3) . . ?
C16 C7 C6 120.9(3) . . ?
O2 C8 N1 120.1(3) . . ?
O2 C8 C9 119.5(3) . . ?
N1 C8 C9 120.4(3) . . ?
C14 C9 C10 118.4(3) . . ?
C14 C9 C8 117.6(3) . . ?
C10 C9 C8 124.0(3) . . ?
O1 C10 C11 121.3(3) . . ?
O1 C10 C9 118.9(3) . . ?
C11 C10 C9 119.7(4) . . ?
C12 C11 C10 121.4(4) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 119.8(4) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 119.1(4) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C9 121.5(4) . . ?
C13 C14 H14 119.2 . . ?
C9 C14 H14 119.2 . . ?
O3 C15 N4 122.7(3) . . ?
O3 C15 C16 131.6(3) . . ?
N4 C15 C16 105.7(3) . . ?
C7 C16 C15 123.9(3) . . ?
C7 C16 C17 131.6(3) . . ?
C15 C16 C17 104.5(3) . . ?
N3 C17 C16 112.3(3) . . ?
N3 C17 C18 118.1(3) . . ?
C16 C17 C18 129.5(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C24 120.0(3) . . ?
C20 C19 N4 119.0(3) . . ?
C24 C19 N4 120.9(3) . . ?
C19 C20 C21 119.9(4) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C22 C21 C20 119.4(4) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C23 C22 C21 121.7(3) . . ?
C23 C22 N5 119.4(3) . . ?
C21 C22 N5 118.9(3) . . ?
C22 C23 C24 119.8(4) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C19 C24 C23 119.1(4) . . ?
C19 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C8 N1 N2 115.0(3) . . ?
C7 N2 N1 119.2(3) . . ?
C7 N2 Cu1 129.8(2) . . ?
N1 N2 Cu1 109.9(2) . . ?
C17 N3 N4 105.4(3) . . ?
C15 N4 N3 112.0(2) . . ?
C15 N4 C19 129.7(3) . . ?
N3 N4 C19 118.1(3) . . ?
O5 N5 O4 122.3(3) . . ?
O5 N5 C22 118.9(3) . . ?
O4 N5 C22 118.6(3) . . ?
C8 O2 Cu1 114.0(2) . . ?
C15 O3 Cu1 122.0(2) . . ?
C10 O1 H1A 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.5(6) . . . . ?
C1 C2 C3 C4 0.4(6) . . . . ?
C2 C3 C4 C5 0.0(7) . . . . ?
C3 C4 C5 C6 -0.3(6) . . . . ?
C4 C5 C6 C1 0.2(6) . . . . ?
C4 C5 C6 C7 -176.5(3) . . . . ?
C2 C1 C6 C5 0.2(6) . . . . ?
C2 C1 C6 C7 177.0(3) . . . . ?
C5 C6 C7 N2 61.1(5) . . . . ?
C1 C6 C7 N2 -115.6(4) . . . . ?
C5 C6 C7 C16 -123.7(4) . . . . ?
C1 C6 C7 C16 59.6(5) . . . . ?
O2 C8 C9 C14 -10.9(5) . . . . ?
N1 C8 C9 C14 169.8(3) . . . . ?
O2 C8 C9 C10 169.2(3) . . . . ?
N1 C8 C9 C10 -10.1(6) . . . . ?
C14 C9 C10 O1 178.3(3) . . . . ?
C8 C9 C10 O1 -1.8(6) . . . . ?
C14 C9 C10 C11 0.8(6) . . . . ?
C8 C9 C10 C11 -179.3(3) . . . . ?
O1 C10 C11 C12 -178.9(4) . . . . ?
C9 C10 C11 C12 -1.5(6) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C11 C12 C13 C14 1.4(6) . . . . ?
C12 C13 C14 C9 -2.1(7) . . . . ?
C10 C9 C14 C13 1.0(6) . . . . ?
C8 C9 C14 C13 -178.9(4) . . . . ?
N2 C7 C16 C15 12.8(5) . . . . ?
C6 C7 C16 C15 -162.6(3) . . . . ?
N2 C7 C16 C17 -166.5(4) . . . . ?
C6 C7 C16 C17 18.1(6) . . . . ?
O3 C15 C16 C7 0.3(6) . . . . ?
N4 C15 C16 C7 178.3(3) . . . . ?
O3 C15 C16 C17 179.8(4) . . . . ?
N4 C15 C16 C17 -2.3(4) . . . . ?
C7 C16 C17 N3 -179.5(4) . . . . ?
C15 C16 C17 N3 1.2(4) . . . . ?
C7 C16 C17 C18 3.6(7) . . . . ?
C15 C16 C17 C18 -175.8(4) . . . . ?
C24 C19 C20 C21 1.2(7) . . . . ?
N4 C19 C20 C21 -177.2(4) . . . . ?
C19 C20 C21 C22 0.0(7) . . . . ?
C20 C21 C22 C23 -1.0(7) . . . . ?
C20 C21 C22 N5 178.6(4) . . . . ?
C21 C22 C23 C24 0.9(7) . . . . ?
N5 C22 C23 C24 -178.7(4) . . . . ?
C20 C19 C24 C23 -1.3(7) . . . . ?
N4 C19 C24 C23 177.1(4) . . . . ?
C22 C23 C24 C19 0.3(7) . . . . ?
O2 C8 N1 N2 -2.1(5) . . . . ?
C9 C8 N1 N2 177.2(3) . . . . ?
C16 C7 N2 N1 -179.8(3) . . . . ?
C6 C7 N2 N1 -4.5(5) . . . . ?
C16 C7 N2 Cu1 -13.0(5) . . . . ?
C6 C7 N2 Cu1 162.4(2) . . . . ?
C8 N1 N2 C7 172.5(3) . . . . ?
C8 N1 N2 Cu1 3.2(4) . . . . ?
O3 Cu1 N2 C7 2.9(3) . . . . ?
O2 Cu1 N2 C7 -170.3(3) . . . . ?
Cl1 Cu1 N2 C7 160.8(6) . . . . ?
O3 Cu1 N2 N1 170.7(2) . . . . ?
O2 Cu1 N2 N1 -2.5(2) . . . . ?
Cl1 Cu1 N2 N1 -31.4(9) . . . . ?
C16 C17 N3 N4 0.4(4) . . . . ?
C18 C17 N3 N4 177.8(3) . . . . ?
O3 C15 N4 N3 -179.1(3) . . . . ?
C16 C15 N4 N3 2.7(4) . . . . ?
O3 C15 N4 C19 6.7(6) . . . . ?
C16 C15 N4 C19 -171.5(3) . . . . ?
C17 N3 N4 C15 -2.0(4) . . . . ?
C17 N3 N4 C19 173.0(3) . . . . ?
C20 C19 N4 C15 160.3(4) . . . . ?
C24 C19 N4 C15 -18.1(6) . . . . ?
C20 C19 N4 N3 -13.7(5) . . . . ?
C24 C19 N4 N3 167.9(4) . . . . ?
C23 C22 N5 O5 -0.9(6) . . . . ?
C21 C22 N5 O5 179.5(4) . . . . ?
C23 C22 N5 O4 175.3(4) . . . . ?
C21 C22 N5 O4 -4.3(6) . . . . ?
N1 C8 O2 Cu1 -0.2(4) . . . . ?
C9 C8 O2 Cu1 -179.5(2) . . . . ?
O3 Cu1 O2 C8 -46.3(7) . . . . ?
N2 Cu1 O2 C8 1.6(2) . . . . ?
Cl1 Cu1 O2 C8 178.2(2) . . . . ?
N4 C15 O3 Cu1 170.1(3) . . . . ?
C16 C15 O3 Cu1 -12.2(5) . . . . ?
O2 Cu1 O3 C15 56.3(7) . . . . ?
N2 Cu1 O3 C15 9.1(3) . . . . ?
Cl1 Cu1 O3 C15 -168.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.077
####################################################################### 
# 
# 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_songxq_0512_1
_database_code_depnum_ccdc_archive 'CCDC 1968401'
loop_
_audit_author_name
_audit_author_address
Song 'Lanzhou Jiaotong University'
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-01-07 downloaded from the CCDC.
;
_audit_creation_date             2019-09-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C25 H21 Cu N5 O6), 2(C H4 O)'
_chemical_formula_sum            'C52 H50 Cu2 N10 O14'
_chemical_formula_weight         1166.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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                   10.7140(5)
_cell_length_b                   11.3202(6)
_cell_length_c                   11.9538(7)
_cell_angle_alpha                114.677(6)
_cell_angle_beta                 91.405(4)
_cell_angle_gamma                102.244(4)
_cell_volume                     1276.96(13)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4412
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.6720
_cell_measurement_theta_min      3.4660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.912
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light brown'
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             602
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8642
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_min         3.044
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -19.00   26.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5262  -99.0000 -150.0000 45

#__ type_ start__ end____ width___ exp.time_
  2 omega  -79.00  -35.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5262  -38.0000 -150.0000 44

#__ type_ start__ end____ width___ exp.time_
  3 omega    0.00   91.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       22.8075   57.0000   90.0000 91

#__ type_ start__ end____ width___ exp.time_
  4 omega  -50.00   -3.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       22.8075  -77.0000 -150.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega   47.00   92.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       22.8075  178.0000  -90.0000 45

#__ type_ start__ end____ width___ exp.time_
  6 omega   47.00  102.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       22.8075  178.0000 -150.0000 55

#__ type_ start__ end____ width___ exp.time_
  7 omega  -48.00   49.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       22.8075  -57.0000  -60.0000 97
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0003600000
_diffrn_orient_matrix_UB_12      -0.0690294000
_diffrn_orient_matrix_UB_13      -0.0285856000
_diffrn_orient_matrix_UB_21      -0.0681622000
_diffrn_orient_matrix_UB_22      -0.0169129000
_diffrn_orient_matrix_UB_23      -0.0119308000
_diffrn_orient_matrix_UB_31      0.0043203000
_diffrn_orient_matrix_UB_32      0.0025685000
_diffrn_orient_matrix_UB_33      -0.0580942000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4101
_reflns_number_total             4735
_reflns_odcompleteness_completeness 99.83
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         4735
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0415
_refine_ls_restrained_S_all      0.968
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1392
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O6-H6A
 0.85 with sigma of 0.01
 C25-H6A
 1.877851 with sigma of 0.02
 Cu1-H6A
 2.532732 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C23(H23), C22(H22), C21(H21), C20(H20)
3.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
3.c Idealised tetrahedral OH refined as rotating group:
 O5(H5A), O7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.41910(3) -0.03597(3) 0.22697(3) 0.03164(15) Uani 1 1 d D . . . .
C1 C 0.7300(3) -0.2589(3) 0.5978(3) 0.0359(6) Uani 1 1 d . . . . .
C2 C 0.8402(3) -0.1597(3) 0.6215(3) 0.0436(7) Uani 1 1 d . . . . .
H2 H 0.9134 -0.1560 0.6675 0.052 Uiso 1 1 calc R . . . .
C3 C 0.8407(3) -0.0653(3) 0.5761(3) 0.0432(7) Uani 1 1 d . . . . .
H3 H 0.9153 0.0007 0.5891 0.052 Uiso 1 1 calc R . . . .
C4 C 0.7293(3) -0.0700(3) 0.5111(2) 0.0317(6) Uani 1 1 d . . . . .
C5 C 0.6185(3) -0.1722(3) 0.4875(3) 0.0388(7) Uani 1 1 d . . . . .
H5 H 0.5444 -0.1761 0.4425 0.047 Uiso 1 1 calc R . . . .
C6 C 0.6195(3) -0.2666(3) 0.5307(3) 0.0400(7) Uani 1 1 d . . . . .
H6 H 0.5464 -0.3352 0.5151 0.048 Uiso 1 1 calc R . . . .
C7 C 0.9125(3) 0.3403(3) 0.4846(3) 0.0503(8) Uani 1 1 d . . . . .
H7A H 0.9737 0.3584 0.5532 0.075 Uiso 1 1 calc GR . . . .
H7B H 0.8674 0.4102 0.5076 0.075 Uiso 1 1 calc GR . . . .
H7C H 0.9567 0.3367 0.4148 0.075 Uiso 1 1 calc GR . . . .
C8 C 0.8186(3) 0.2092(3) 0.4507(3) 0.0360(6) Uani 1 1 d . . . . .
C9 C 0.7010(2) 0.1500(3) 0.3686(2) 0.0318(6) Uani 1 1 d . . . . .
C10 C 0.6445(2) 0.0364(3) 0.3864(2) 0.0310(6) Uani 1 1 d . . . . .
C11 C 0.6464(3) 0.1862(3) 0.2807(3) 0.0318(6) Uani 1 1 d . . . . .
C12 C 0.7210(3) 0.2975(3) 0.2543(2) 0.0335(6) Uani 1 1 d . . . . .
C13 C 0.8298(3) 0.2832(3) 0.1966(3) 0.0450(7) Uani 1 1 d . . . . .
H13 H 0.8565 0.2042 0.1740 0.054 Uiso 1 1 calc R . . . .
C14 C 0.9002(3) 0.3855(4) 0.1717(3) 0.0566(9) Uani 1 1 d . . . . .
H14 H 0.9736 0.3752 0.1323 0.068 Uiso 1 1 calc R . . . .
C15 C 0.8604(3) 0.5027(4) 0.2058(3) 0.0594(10) Uani 1 1 d . . . . .
H15 H 0.9066 0.5716 0.1890 0.071 Uiso 1 1 calc R . . . .
C16 C 0.7526(4) 0.5172(3) 0.2644(4) 0.0585(9) Uani 1 1 d . . . . .
H16 H 0.7266 0.5966 0.2878 0.070 Uiso 1 1 calc R . . . .
C17 C 0.6821(3) 0.4160(3) 0.2892(3) 0.0455(7) Uani 1 1 d . . . . .
H17 H 0.6090 0.4270 0.3290 0.055 Uiso 1 1 calc R . . . .
C18 C 0.3627(3) 0.0820(3) 0.0881(2) 0.0329(6) Uani 1 1 d . . . . .
C19 C 0.2966(3) 0.1124(3) -0.0026(2) 0.0322(6) Uani 1 1 d . . . . .
C24 C 0.3653(3) 0.1822(3) -0.0642(3) 0.0349(6) Uani 1 1 d . . . . .
C23 C 0.2991(3) 0.2071(3) -0.1495(3) 0.0424(7) Uani 1 1 d . . . . .
H23 H 0.3446 0.2526 -0.1908 0.051 Uiso 1 1 calc R . . . .
C22 C 0.1680(3) 0.1660(3) -0.1740(3) 0.0485(8) Uani 1 1 d . . . . .
H22 H 0.1253 0.1836 -0.2318 0.058 Uiso 1 1 calc R . . . .
C21 C 0.0983(3) 0.0985(3) -0.1136(3) 0.0507(8) Uani 1 1 d . . . . .
H21 H 0.0090 0.0716 -0.1297 0.061 Uiso 1 1 calc R . . . .
C20 C 0.1625(3) 0.0714(3) -0.0294(3) 0.0451(7) Uani 1 1 d . . . . .
H20 H 0.1157 0.0250 0.0105 0.054 Uiso 1 1 calc R . . . .
C25 C 0.1736(3) -0.2515(4) 0.1648(4) 0.0710(12) Uani 1 1 d D . . . .
H25A H 0.1380 -0.1893 0.1470 0.107 Uiso 1 1 calc GR . . . .
H25B H 0.1178 -0.2864 0.2113 0.107 Uiso 1 1 calc GR . . . .
H25C H 0.1817 -0.3239 0.0884 0.107 Uiso 1 1 calc GR . . . .
C26 C 0.3781(5) 0.5117(5) 0.1354(5) 0.0923(15) Uani 1 1 d . . . . .
H26A H 0.4055 0.5508 0.0799 0.138 Uiso 1 1 calc GR . . . .
H26B H 0.2948 0.4508 0.1023 0.138 Uiso 1 1 calc GR . . . .
H26C H 0.4388 0.4639 0.1445 0.138 Uiso 1 1 calc GR . . . .
N1 N 0.7311(3) -0.3599(3) 0.6439(3) 0.0477(6) Uani 1 1 d . . . . .
N2 N 0.7311(2) 0.0290(2) 0.4677(2) 0.0341(5) Uani 1 1 d . . . . .
N3 N 0.8383(2) 0.1381(2) 0.5089(2) 0.0393(6) Uani 1 1 d . . . . .
N4 N 0.4820(2) 0.1531(2) 0.1333(2) 0.0334(5) Uani 1 1 d . . . . .
N5 N 0.5321(2) 0.1168(2) 0.2196(2) 0.0315(5) Uani 1 1 d . . . . .
O1 O 0.6372(2) -0.4558(2) 0.6108(3) 0.0664(8) Uani 1 1 d . . . . .
O2 O 0.8240(2) -0.3445(3) 0.7129(3) 0.0719(8) Uani 1 1 d . . . . .
O3 O 0.53529(17) -0.05169(18) 0.33990(18) 0.0350(4) Uani 1 1 d . . . . .
O4 O 0.30292(18) -0.0092(2) 0.11960(19) 0.0377(5) Uani 1 1 d . . . . .
O5 O 0.49592(18) 0.2251(2) -0.04393(19) 0.0440(5) Uani 1 1 d . . . . .
H5A H 0.5237 0.2091 0.0114 0.066 Uiso 1 1 calc GR . . . .
O6 O 0.29593(18) -0.1854(2) 0.2348(2) 0.0405(5) Uani 1 1 d D . . . .
H6A H 0.3237(19) -0.239(2) 0.256(3) 0.061 Uiso 1 1 d DR . . . .
O7 O 0.3709(3) 0.6135(2) 0.2519(3) 0.0784(9) Uani 1 1 d . . . . .
H7 H 0.3572 0.5815 0.3018 0.118 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N5 1.926(2) . ?
Cu1 O3 1.9016(18) . ?
Cu1 O4 1.9224(18) . ?
Cu1 O6 1.9504(18) . ?
C1 C2 1.375(4) . ?
C1 C6 1.380(4) . ?
C1 N1 1.464(3) . ?
C2 C3 1.385(4) . ?
C3 C4 1.387(4) . ?
C4 C5 1.399(4) . ?
C4 N2 1.415(3) . ?
C5 C6 1.369(4) . ?
C7 C8 1.490(4) . ?
C8 C9 1.425(4) . ?
C8 N3 1.307(3) . ?
C9 C10 1.405(4) . ?
C9 C11 1.430(4) . ?
C10 N2 1.366(3) . ?
C10 O3 1.297(3) . ?
C11 C12 1.497(4) . ?
C11 N5 1.311(3) . ?
C12 C13 1.374(4) . ?
C12 C17 1.388(4) . ?
C13 C14 1.389(4) . ?
C14 C15 1.380(5) . ?
C15 C16 1.369(5) . ?
C16 C17 1.379(4) . ?
C18 C19 1.474(3) . ?
C18 N4 1.319(3) . ?
C18 O4 1.294(3) . ?
C19 C24 1.406(4) . ?
C19 C20 1.397(4) . ?
C24 C23 1.382(4) . ?
C24 O5 1.360(3) . ?
C23 C22 1.365(4) . ?
C22 C21 1.381(4) . ?
C21 C20 1.376(4) . ?
C25 O6 1.409(4) . ?
C26 O7 1.406(6) . ?
N1 O1 1.227(3) . ?
N1 O2 1.212(3) . ?
N2 N3 1.396(3) . ?
N4 N5 1.394(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
N5 Cu1 O6 176.47(8) . . ?
O3 Cu1 N5 95.47(8) . . ?
O3 Cu1 O4 176.62(8) . . ?
O3 Cu1 O6 87.17(8) . . ?
O4 Cu1 N5 82.52(8) . . ?
O4 Cu1 O6 94.73(8) . . ?
C2 C1 C6 121.9(2) . . ?
C2 C1 N1 118.8(3) . . ?
C6 C1 N1 119.3(3) . . ?
C1 C2 C3 119.1(3) . . ?
C2 C3 C4 119.6(3) . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 N2 118.7(2) . . ?
C5 C4 N2 121.0(2) . . ?
C6 C5 C4 119.7(3) . . ?
C5 C6 C1 119.3(3) . . ?
C9 C8 C7 129.9(2) . . ?
N3 C8 C7 117.8(2) . . ?
N3 C8 C9 112.2(2) . . ?
C8 C9 C11 131.4(2) . . ?
C10 C9 C8 104.8(2) . . ?
C10 C9 C11 123.8(2) . . ?
N2 C10 C9 106.1(2) . . ?
O3 C10 C9 131.7(2) . . ?
O3 C10 N2 122.1(2) . . ?
C9 C11 C12 120.6(2) . . ?
N5 C11 C9 119.0(2) . . ?
N5 C11 C12 120.4(2) . . ?
C13 C12 C11 119.9(3) . . ?
C13 C12 C17 119.6(3) . . ?
C17 C12 C11 120.5(3) . . ?
C12 C13 C14 120.6(3) . . ?
C15 C14 C13 119.5(3) . . ?
C16 C15 C14 119.8(3) . . ?
C15 C16 C17 121.1(3) . . ?
C16 C17 C12 119.4(3) . . ?
N4 C18 C19 116.1(2) . . ?
O4 C18 C19 119.9(2) . . ?
O4 C18 N4 124.0(2) . . ?
C24 C19 C18 121.5(2) . . ?
C20 C19 C18 120.1(2) . . ?
C20 C19 C24 118.3(2) . . ?
C23 C24 C19 119.5(3) . . ?
O5 C24 C19 122.1(2) . . ?
O5 C24 C23 118.5(2) . . ?
C22 C23 C24 121.1(3) . . ?
C23 C22 C21 120.5(3) . . ?
C20 C21 C22 119.3(3) . . ?
C21 C20 C19 121.3(3) . . ?
O1 N1 C1 118.0(2) . . ?
O2 N1 C1 118.6(3) . . ?
O2 N1 O1 123.4(3) . . ?
C10 N2 C4 130.7(2) . . ?
C10 N2 N3 111.4(2) . . ?
N3 N2 C4 117.9(2) . . ?
C8 N3 N2 105.4(2) . . ?
C18 N4 N5 110.4(2) . . ?
C11 N5 Cu1 129.59(18) . . ?
C11 N5 N4 117.8(2) . . ?
N4 N5 Cu1 112.61(15) . . ?
C10 O3 Cu1 120.05(15) . . ?
C18 O4 Cu1 109.74(16) . . ?
C25 O6 Cu1 126.95(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 2.0(5) . . . . ?
C2 C1 C6 C5 -0.7(5) . . . . ?
C2 C1 N1 O1 -172.3(3) . . . . ?
C2 C1 N1 O2 8.1(5) . . . . ?
C2 C3 C4 C5 -2.4(5) . . . . ?
C2 C3 C4 N2 178.7(3) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C3 C4 N2 C10 168.3(3) . . . . ?
C3 C4 N2 N3 -9.8(4) . . . . ?
C4 C5 C6 C1 0.3(5) . . . . ?
C4 N2 N3 C8 176.8(3) . . . . ?
C5 C4 N2 C10 -10.6(5) . . . . ?
C5 C4 N2 N3 171.3(3) . . . . ?
C6 C1 C2 C3 -0.5(5) . . . . ?
C6 C1 N1 O1 7.0(5) . . . . ?
C6 C1 N1 O2 -172.7(3) . . . . ?
C7 C8 C9 C10 -171.8(3) . . . . ?
C7 C8 C9 C11 10.6(6) . . . . ?
C7 C8 N3 N2 174.6(3) . . . . ?
C8 C9 C10 N2 -3.9(3) . . . . ?
C8 C9 C10 O3 177.1(3) . . . . ?
C8 C9 C11 C12 5.8(5) . . . . ?
C8 C9 C11 N5 -177.0(3) . . . . ?
C9 C8 N3 N2 -1.0(4) . . . . ?
C9 C10 N2 C4 -174.6(3) . . . . ?
C9 C10 N2 N3 3.6(3) . . . . ?
C9 C10 O3 Cu1 -1.0(4) . . . . ?
C9 C11 C12 C13 66.9(4) . . . . ?
C9 C11 C12 C17 -112.3(3) . . . . ?
C9 C11 N5 Cu1 -0.8(4) . . . . ?
C9 C11 N5 N4 -179.1(2) . . . . ?
C10 C9 C11 C12 -171.4(3) . . . . ?
C10 C9 C11 N5 5.8(4) . . . . ?
C10 N2 N3 C8 -1.6(3) . . . . ?
C11 C9 C10 N2 173.9(3) . . . . ?
C11 C9 C10 O3 -5.1(5) . . . . ?
C11 C12 C13 C14 -179.9(3) . . . . ?
C11 C12 C17 C16 179.7(3) . . . . ?
C12 C11 N5 Cu1 176.3(2) . . . . ?
C12 C11 N5 N4 -2.0(4) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C13 C12 C17 C16 0.6(5) . . . . ?
C13 C14 C15 C16 0.4(5) . . . . ?
C14 C15 C16 C17 -0.6(5) . . . . ?
C15 C16 C17 C12 0.1(5) . . . . ?
C17 C12 C13 C14 -0.7(4) . . . . ?
C18 C19 C24 C23 179.3(3) . . . . ?
C18 C19 C24 O5 0.1(4) . . . . ?
C18 C19 C20 C21 180.0(3) . . . . ?
C18 N4 N5 Cu1 6.9(3) . . . . ?
C18 N4 N5 C11 -174.5(3) . . . . ?
C19 C18 N4 N5 178.6(2) . . . . ?
C19 C18 O4 Cu1 174.9(2) . . . . ?
C19 C24 C23 C22 0.6(5) . . . . ?
C24 C19 C20 C21 -0.2(5) . . . . ?
C24 C23 C22 C21 0.1(5) . . . . ?
C23 C22 C21 C20 -0.8(5) . . . . ?
C22 C21 C20 C19 0.8(5) . . . . ?
C20 C19 C24 C23 -0.5(4) . . . . ?
C20 C19 C24 O5 -179.7(3) . . . . ?
N1 C1 C2 C3 178.7(3) . . . . ?
N1 C1 C6 C5 -179.9(3) . . . . ?
N2 C4 C5 C6 -179.9(3) . . . . ?
N2 C10 O3 Cu1 -179.8(2) . . . . ?
N3 C8 C9 C10 3.2(4) . . . . ?
N3 C8 C9 C11 -174.4(3) . . . . ?
N4 C18 C19 C24 18.0(4) . . . . ?
N4 C18 C19 C20 -162.2(3) . . . . ?
N4 C18 O4 Cu1 -5.8(4) . . . . ?
N5 C11 C12 C13 -110.2(3) . . . . ?
N5 C11 C12 C17 70.6(4) . . . . ?
O3 C10 N2 C4 4.5(5) . . . . ?
O3 C10 N2 N3 -177.3(3) . . . . ?
O4 C18 C19 C24 -162.7(3) . . . . ?
O4 C18 C19 C20 17.1(4) . . . . ?
O4 C18 N4 N5 -0.7(4) . . . . ?
O5 C24 C23 C22 179.8(3) . . . . ?

_olex2_date_sample_data_collection 1400126493.03
_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_songxq_60401mn_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1968402'
loop_
_audit_author_name
_audit_author_address
Song 'Lanzhou Jiaotong University'
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-01-07 downloaded from the CCDC.
;
_audit_creation_date             2019-09-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H22 Mn N5 O7, C H4 O'
_chemical_formula_sum            'C26 H26 Mn N5 O8'
_chemical_formula_weight         591.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H26 N5 O8'
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                   12.161(2)
_cell_length_b                   12.523(3)
_cell_length_c                   17.883(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.07(3)
_cell_angle_gamma                90
_cell_volume                     2712.9(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1796
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.3840
_cell_measurement_theta_min      3.6790
_shelx_estimated_absorpt_T_max   0.908
_shelx_estimated_absorpt_T_min   0.880
_exptl_absorpt_coefficient_mu    0.545
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62733
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_av_unetI/netI     0.1177
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9625
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.166
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -90.00  -63.00   1.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5262  178.0000   60.0000 18

#__ type_ start__ end____ width___ exp.time_
  2 omega   36.00   93.00   1.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512   77.0000   90.0000 38

#__ type_ start__ end____ width___ exp.time_
  3 omega   38.00   69.50   1.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512  178.0000 -120.0000 21

#__ type_ start__ end____ width___ exp.time_
  4 omega   -2.00   95.50   1.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512   77.0000   30.0000 65

#__ type_ start__ end____ width___ exp.time_
  5 omega   41.00   72.50   1.5000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512  178.0000  -30.0000 21
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0172647000
_diffrn_orient_matrix_UB_12      -0.0251344000
_diffrn_orient_matrix_UB_13      -0.0326281000
_diffrn_orient_matrix_UB_21      0.0515115000
_diffrn_orient_matrix_UB_22      -0.0123573000
_diffrn_orient_matrix_UB_23      0.0197098000
_diffrn_orient_matrix_UB_31      -0.0216454000
_diffrn_orient_matrix_UB_32      -0.0492719000
_diffrn_orient_matrix_UB_33      0.0115249000
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.8720 8891 3072
2 0.1280 0 3072

_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2334
_reflns_number_total             4746
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.234
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         4746
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1323
_refine_ls_R_factor_gt           0.0618
_refine_ls_restrained_S_all      1.117
_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)+(0.0404P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1433
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O6) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Rotating group:
 O6(H6A,H6B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C20(H20), C21(H21), C23(H23), C24(H24)
3.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O8(H8)
;
_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 0.57665(6) 0.55246(6) 0.44540(4) 0.0422(3) Uani 1 1 d . . . . .
C1 C 0.3843(4) 0.8732(5) 0.3020(3) 0.0460(14) Uani 1 1 d . . . . .
C2 C 0.3030(5) 0.9185(5) 0.2533(3) 0.0608(17) Uani 1 1 d . . . . .
H2 H 0.2995 0.9923 0.2481 0.073 Uiso 1 1 calc R . . . .
C3 C 0.2279(5) 0.8564(6) 0.2129(3) 0.0662(18) Uani 1 1 d . . . . .
H3 H 0.1734 0.8876 0.1802 0.079 Uiso 1 1 calc R . . . .
C4 C 0.2328(5) 0.7479(6) 0.2203(3) 0.0712(19) Uani 1 1 d . . . . .
H4 H 0.1824 0.7051 0.1918 0.085 Uiso 1 1 calc R . . . .
C5 C 0.3115(4) 0.7019(5) 0.2693(3) 0.0588(16) Uani 1 1 d . . . . .
H5 H 0.3130 0.6280 0.2744 0.071 Uiso 1 1 calc R . . . .
C6 C 0.3881(4) 0.7620(4) 0.3112(3) 0.0429(13) Uani 1 1 d . . . . .
C7 C 0.4703(4) 0.7094(4) 0.3645(3) 0.0427(13) Uani 1 1 d . . . . .
C8 C 0.7087(4) 0.7518(4) 0.4756(2) 0.0353(12) Uani 1 1 d . . . . .
C9 C 0.7211(4) 0.8696(4) 0.4657(3) 0.0368(12) Uani 1 1 d . . . . .
C10 C 0.6732(4) 0.9410(5) 0.5102(3) 0.0537(14) Uani 1 1 d . . . . .
H10 H 0.6345 0.9167 0.5495 0.064 Uiso 1 1 calc R . . . .
C11 C 0.6820(5) 1.0499(5) 0.4972(3) 0.0684(17) Uani 1 1 d . . . . .
H11 H 0.6475 1.0982 0.5269 0.082 Uiso 1 1 calc R . . . .
C12 C 0.7405(5) 1.0858(5) 0.4414(3) 0.0655(17) Uani 1 1 d . . . . .
H12 H 0.7464 1.1588 0.4329 0.079 Uiso 1 1 calc R . . . .
C13 C 0.7907(5) 1.0149(5) 0.3976(3) 0.0661(17) Uani 1 1 d . . . . .
H13 H 0.8323 1.0395 0.3599 0.079 Uiso 1 1 calc R . . . .
C14 C 0.7797(4) 0.9056(4) 0.4093(3) 0.0532(15) Uani 1 1 d . . . . .
H14 H 0.8124 0.8572 0.3787 0.064 Uiso 1 1 calc R . . . .
C15 C 0.7853(4) 0.5786(4) 0.5252(3) 0.0416(13) Uani 1 1 d . . . . .
C16 C 0.7901(4) 0.6904(4) 0.5184(3) 0.0383(12) Uani 1 1 d . . . . .
C17 C 0.8913(4) 0.7201(4) 0.5584(3) 0.0458(14) Uani 1 1 d . . . . .
C18 C 0.9405(4) 0.8287(4) 0.5704(3) 0.0663(18) Uani 1 1 d . . . . .
H18A H 1.0090 0.8232 0.6012 0.099 Uiso 1 1 calc GR . . . .
H18B H 0.8905 0.8733 0.5950 0.099 Uiso 1 1 calc GR . . . .
H18C H 0.9536 0.8594 0.5229 0.099 Uiso 1 1 calc GR . . . .
C19 C 0.9103(4) 0.4469(4) 0.5951(3) 0.0408(12) Uani 1 1 d . . . . .
C20 C 0.9818(4) 0.4385(5) 0.6585(3) 0.0560(15) Uani 1 1 d . . . . .
H20 H 1.0121 0.4994 0.6819 0.067 Uiso 1 1 calc R . . . .
C21 C 1.0086(4) 0.3384(5) 0.6875(3) 0.0570(16) Uani 1 1 d . . . . .
H21 H 1.0568 0.3319 0.7306 0.068 Uiso 1 1 calc R . . . .
C22 C 0.9649(4) 0.2504(5) 0.6534(3) 0.0471(14) Uani 1 1 d . . . . .
C23 C 0.8951(4) 0.2570(4) 0.5908(3) 0.0586(16) Uani 1 1 d . . . . .
H23 H 0.8661 0.1951 0.5681 0.070 Uiso 1 1 calc R . . . .
C24 C 0.8663(4) 0.3557(5) 0.5600(3) 0.0575(16) Uani 1 1 d . . . . .
H24 H 0.8184 0.3608 0.5166 0.069 Uiso 1 1 calc R . . . .
C25 C 0.5601(5) 0.3214(4) 0.4384(3) 0.0622(16) Uani 1 1 d . . . . .
H25A H 0.6249 0.3352 0.4129 0.093 Uiso 1 1 calc GR . . . .
H25B H 0.5089 0.2797 0.4067 0.093 Uiso 1 1 calc GR . . . .
H25C H 0.5805 0.2829 0.4840 0.093 Uiso 1 1 calc GR . . . .
C26 C 0.6647(5) 0.8004(6) 0.2104(4) 0.091(2) Uani 1 1 d . . . . .
H26A H 0.6443 0.7269 0.2028 0.137 Uiso 1 1 calc GR . . . .
H26B H 0.6110 0.8356 0.2380 0.137 Uiso 1 1 calc GR . . . .
H26C H 0.7359 0.8045 0.2381 0.137 Uiso 1 1 calc GR . . . .
N1 N 0.5497(3) 0.7684(3) 0.3969(2) 0.0390(10) Uani 1 1 d . . . . .
N2 N 0.6229(3) 0.7046(3) 0.4415(2) 0.0377(10) Uani 1 1 d . . . . .
N3 N 0.9447(3) 0.6374(4) 0.5871(2) 0.0517(12) Uani 1 1 d . . . . .
N4 N 0.8798(3) 0.5483(4) 0.5662(2) 0.0427(10) Uani 1 1 d . . . . .
N5 N 0.9905(4) 0.1439(4) 0.6851(3) 0.0567(13) Uani 1 1 d . . . . .
O1 O 0.4588(3) 0.9401(3) 0.3386(2) 0.0634(10) Uani 1 1 d . . . . .
H1 H 0.4969 0.9066 0.3706 0.095 Uiso 1 1 calc GR . . . .
O2 O 0.4623(2) 0.6072(3) 0.37559(17) 0.0476(9) Uani 1 1 d . . . . .
O3 O 0.7104(3) 0.5122(3) 0.50303(19) 0.0505(10) Uani 1 1 d . . . . .
O4 O 1.0536(4) 0.1404(3) 0.7411(2) 0.0823(14) Uani 1 1 d . . . . .
O5 O 0.9504(4) 0.0665(4) 0.6540(3) 0.0902(15) Uani 1 1 d . . . . .
O7 O 0.5107(2) 0.4189(2) 0.45569(16) 0.0427(9) Uani 1 1 d . . . . .
O8 O 0.6689(3) 0.8502(4) 0.1411(2) 0.0732(12) Uani 1 1 d . . . . .
H8 H 0.6061 0.8639 0.1232 0.110 Uiso 1 1 calc GR . . . .
O6 O 0.6714(3) 0.5134(4) 0.3415(2) 0.0818(13) Uani 1 1 d . U . . .
H6A H 0.7150 0.5440 0.3865 0.123 Uiso 1 1 d GR . . . .
H6B H 0.7352 0.4687 0.3414 0.123 Uiso 1 1 d GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 Mn1 3.1078(17) 3_666 ?
Mn1 N2 1.990(4) . ?
Mn1 O2 1.912(3) . ?
Mn1 O3 1.915(3) . ?
Mn1 O7 2.172(3) 3_666 ?
Mn1 O7 1.872(3) . ?
Mn1 O6 2.324(4) . ?
C1 C2 1.381(7) . ?
C1 C6 1.402(7) . ?
C1 O1 1.359(6) . ?
C2 C3 1.358(7) . ?
C3 C4 1.366(8) . ?
C4 C5 1.367(7) . ?
C5 C6 1.368(7) . ?
C6 C7 1.474(6) . ?
C7 N1 1.309(6) . ?
C7 O2 1.300(5) . ?
C8 C9 1.495(6) . ?
C8 C16 1.422(6) . ?
C8 N2 1.303(5) . ?
C9 C10 1.362(6) . ?
C9 C14 1.361(6) . ?
C10 C11 1.389(7) . ?
C11 C12 1.353(7) . ?
C12 C13 1.364(7) . ?
C13 C14 1.394(7) . ?
C15 C16 1.407(6) . ?
C15 N4 1.362(5) . ?
C15 O3 1.270(5) . ?
C16 C17 1.418(6) . ?
C17 C18 1.493(7) . ?
C17 N3 1.304(6) . ?
C19 C20 1.370(6) . ?
C19 C24 1.388(7) . ?
C19 N4 1.409(6) . ?
C20 C21 1.384(7) . ?
C21 C22 1.345(7) . ?
C22 C23 1.347(6) . ?
C22 N5 1.473(7) . ?
C23 C24 1.386(7) . ?
C25 O7 1.407(5) . ?
C26 O8 1.392(6) . ?
N1 N2 1.393(5) . ?
N3 N4 1.398(5) . ?
N5 O4 1.206(5) . ?
N5 O5 1.199(6) . ?
O7 Mn1 2.172(3) 3_666 ?

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
N2 Mn1 Mn1 127.89(12) . 3_666 ?
N2 Mn1 O7 91.74(14) . 3_666 ?
N2 Mn1 O6 90.66(16) . . ?
O2 Mn1 Mn1 96.88(10) . 3_666 ?
O2 Mn1 N2 79.94(14) . . ?
O2 Mn1 O3 168.56(15) . . ?
O2 Mn1 O7 95.33(13) . 3_666 ?
O2 Mn1 O6 86.38(14) . . ?
O3 Mn1 Mn1 94.53(11) . 3_666 ?
O3 Mn1 N2 92.37(15) . . ?
O3 Mn1 O7 93.35(13) . 3_666 ?
O3 Mn1 O6 85.25(15) . . ?
O7 Mn1 Mn1 43.46(10) . 3_666 ?
O7 Mn1 Mn1 36.35(8) 3_666 3_666 ?
O7 Mn1 N2 169.90(15) . . ?
O7 Mn1 O2 95.24(14) . . ?
O7 Mn1 O3 93.63(14) . . ?
O7 Mn1 O7 79.81(14) . 3_666 ?
O7 Mn1 O6 177.26(15) 3_666 . ?
O7 Mn1 O6 97.92(16) . . ?
O6 Mn1 Mn1 141.35(12) . 3_666 ?
C2 C1 C6 119.8(5) . . ?
O1 C1 C2 117.4(5) . . ?
O1 C1 C6 122.8(5) . . ?
C3 C2 C1 120.7(6) . . ?
C2 C3 C4 119.8(5) . . ?
C3 C4 C5 120.2(6) . . ?
C4 C5 C6 121.6(6) . . ?
C1 C6 C7 122.3(5) . . ?
C5 C6 C1 117.9(5) . . ?
C5 C6 C7 119.8(5) . . ?
N1 C7 C6 117.7(5) . . ?
O2 C7 C6 118.9(4) . . ?
O2 C7 N1 123.4(4) . . ?
C16 C8 C9 121.6(4) . . ?
N2 C8 C9 118.5(4) . . ?
N2 C8 C16 119.8(5) . . ?
C10 C9 C8 121.6(5) . . ?
C14 C9 C8 118.7(5) . . ?
C14 C9 C10 119.7(5) . . ?
C9 C10 C11 120.2(5) . . ?
C12 C11 C10 120.2(6) . . ?
C11 C12 C13 119.9(6) . . ?
C12 C13 C14 119.9(6) . . ?
C9 C14 C13 120.0(5) . . ?
N4 C15 C16 106.5(4) . . ?
O3 C15 C16 131.2(4) . . ?
O3 C15 N4 122.3(5) . . ?
C15 C16 C8 123.5(4) . . ?
C15 C16 C17 105.0(4) . . ?
C17 C16 C8 131.4(5) . . ?
C16 C17 C18 129.1(5) . . ?
N3 C17 C16 111.7(5) . . ?
N3 C17 C18 119.2(4) . . ?
C20 C19 C24 120.2(5) . . ?
C20 C19 N4 120.0(5) . . ?
C24 C19 N4 119.8(4) . . ?
C19 C20 C21 119.3(5) . . ?
C22 C21 C20 120.1(5) . . ?
C21 C22 C23 121.4(5) . . ?
C21 C22 N5 120.4(5) . . ?
C23 C22 N5 118.2(5) . . ?
C22 C23 C24 120.2(5) . . ?
C23 C24 C19 118.7(5) . . ?
C7 N1 N2 109.8(4) . . ?
C8 N2 Mn1 129.4(3) . . ?
C8 N2 N1 116.9(4) . . ?
N1 N2 Mn1 113.6(3) . . ?
C17 N3 N4 106.2(4) . . ?
C15 N4 C19 129.1(4) . . ?
C15 N4 N3 110.6(4) . . ?
N3 N4 C19 119.8(4) . . ?
O4 N5 C22 116.7(5) . . ?
O5 N5 C22 119.4(5) . . ?
O5 N5 O4 123.9(5) . . ?
C7 O2 Mn1 113.1(3) . . ?
C15 O3 Mn1 123.2(3) . . ?
Mn1 O7 Mn1 100.19(14) . 3_666 ?
C25 O7 Mn1 124.8(3) . 3_666 ?
C25 O7 Mn1 123.9(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
