# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1934699'
loop_
_audit_author_name
_audit_author_address
'Ji-Xing Gao' 'Southeast University'
_audit_update_record             
;
2019-08-04 deposited with the CCDC.	2019-08-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H28 Cu N4 O6 Se'
_chemical_formula_weight         683.06

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   17.320(3)
_cell_length_b                   14.524(3)
_cell_length_c                   13.424(4)
_cell_angle_alpha                90
_cell_angle_beta                 125.116(8)
_cell_angle_gamma                90
_cell_volume                     2762.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4262
_cell_measurement_theta_min      3.2466
_cell_measurement_theta_max      27.5243

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    2.161
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8606


_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku saturn 724'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14821
_diffrn_reflns_av_unetI/netI     0.0620
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.247
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6285
_reflns_number_gt                5728
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.996

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0476P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.844(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6285
_refine_ls_number_parameters     380
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1005
_refine_ls_wR_factor_gt          0.0967
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.08287(5) 0.46679(4) 0.23395(6) 0.03448(17) Uani 1 1 d . . . . .
Cu1 Cu 0.09393(5) 0.68924(5) 0.22405(6) 0.03196(19) Uani 1 1 d . . . . .
O1 O 0.0570(4) 0.5652(3) 0.1590(5) 0.0469(12) Uani 1 1 d . . . . .
N4 N 0.1913(4) 0.7798(4) 0.3599(5) 0.0315(12) Uani 1 1 d . . . . .
C4 C 0.2521(5) 0.8118(4) 0.3355(6) 0.0310(13) Uani 1 1 d . . . . .
N3 N 0.1851(4) 0.6998(4) 0.1779(5) 0.0340(12) Uani 1 1 d . . . . .
N1 N 0.0010(4) 0.7087(4) 0.2663(5) 0.0319(12) Uani 1 1 d . . . . .
N2 N -0.0084(4) 0.7815(4) 0.0741(5) 0.0318(12) Uani 1 1 d . . . . .
C10 C 0.3793(6) 0.9109(6) 0.3694(8) 0.044(2) Uani 1 1 d . . . . .
H10A H 0.4228 0.9576 0.4130 0.052 Uiso 1 1 calc R U . . .
C11 C -0.0675(5) 0.8159(4) 0.1004(6) 0.0316(14) Uani 1 1 d . . . . .
C12 C 0.3239(6) 0.9155(5) 0.5046(7) 0.0422(18) Uani 1 1 d . . . . .
H12A H 0.3661 0.9622 0.5520 0.051 Uiso 1 1 calc R U . . .
C13 C 0.3042(6) 0.7501(6) 0.1108(7) 0.0445(19) Uani 1 1 d . . . . .
H13A H 0.3427 0.7671 0.0864 0.053 Uiso 1 1 calc R U . . .
C14 C -0.1929(6) 0.9183(5) 0.0638(9) 0.051(2) Uani 1 1 d . . . . .
H14A H -0.2359 0.9651 0.0186 0.061 Uiso 1 1 calc R U . . .
C15 C -0.1387(6) 0.9174(6) -0.0724(8) 0.049(2) Uani 1 1 d . . . . .
H15A H -0.1813 0.9633 -0.1216 0.059 Uiso 1 1 calc R U . . .
C16 C 0.2431(5) 0.6778(6) 0.0559(7) 0.0480(19) Uani 1 1 d . . . . .
H16A H 0.2412 0.6441 -0.0044 0.058 Uiso 1 1 calc R U . . .
C17 C 0.2482(5) 0.7701(4) 0.2362(6) 0.0305(13) Uani 1 1 d . . . . .
C18 C 0.1992(5) 0.8118(5) 0.4579(7) 0.0379(16) Uani 1 1 d . . . . .
H18A H 0.1601 0.7883 0.4784 0.045 Uiso 1 1 calc R U . . .
C19 C -0.0145(5) 0.8132(5) -0.0213(7) 0.0415(17) Uani 1 1 d . . . . .
H19A H 0.0267 0.7897 -0.0385 0.050 Uiso 1 1 calc R U . . .
O4 O 0.1769(5) 0.4203(4) 0.2574(7) 0.0659(19) Uani 1 1 d . . . . .
C21 C -0.0620(5) 0.7791(5) 0.2027(7) 0.0346(15) Uani 1 1 d . . . . .
O3 O -0.0081(4) 0.4021(4) 0.1492(5) 0.0469(13) Uani 1 1 d . . . . .
C23 C 0.3084(5) 0.7981(6) 0.2037(7) 0.0372(16) Uani 1 1 d . . . . .
C24 C 0.3206(5) 0.8811(5) 0.4054(6) 0.0346(14) Uani 1 1 d . . . . .
C25 C 0.3734(5) 0.8730(5) 0.2730(7) 0.0442(18) Uani 1 1 d . . . . .
H25A H 0.4117 0.8954 0.2508 0.053 Uiso 1 1 calc R U . . .
C26 C -0.1885(6) 0.8846(6) 0.1578(8) 0.053(2) Uani 1 1 d . . . . .
H26A H -0.2277 0.9084 0.1778 0.063 Uiso 1 1 calc R U . . .
C27 C -0.1346(5) 0.8859(5) 0.0288(7) 0.0412(16) Uani 1 1 d . . . . .
C28 C -0.1196(6) 0.7680(6) 0.3264(9) 0.051(2) Uani 1 1 d . . . . .
H28A H -0.1589 0.7877 0.3485 0.062 Uiso 1 1 calc R U . . .
C29 C -0.0574(6) 0.6960(6) 0.3883(7) 0.052(2) Uani 1 1 d . . . . .
H29A H -0.0549 0.6664 0.4516 0.062 Uiso 1 1 calc R U . . .
C30 C 0.1834(5) 0.6546(5) 0.0908(7) 0.0407(16) Uani 1 1 d . . . . .
H30A H 0.1412 0.6061 0.0518 0.049 Uiso 1 1 calc R U . . .
C31 C -0.1233(5) 0.8108(5) 0.2311(7) 0.0406(16) Uani 1 1 d . . . . .
C32 C 0.2655(5) 0.8808(5) 0.5319(7) 0.0443(17) Uani 1 1 d . . . . .
H32A H 0.2691 0.9025 0.5996 0.053 Uiso 1 1 calc R U . . .
C33 C 0.0005(5) 0.6690(6) 0.3548(7) 0.0432(17) Uani 1 1 d . . . . .
H33A H 0.0417 0.6202 0.3965 0.052 Uiso 1 1 calc R U . . .
O2 O 0.0960(4) 0.4858(4) 0.3637(5) 0.0605(15) Uani 1 1 d . . . . .
C35 C -0.0794(6) 0.8803(6) -0.0990(7) 0.0482(19) Uani 1 1 d . . . . .
H35A H -0.0824 0.8996 -0.1672 0.058 Uiso 1 1 calc R U . . .
O6 O 0.1297(5) 0.7509(4) 0.6318(6) 0.0675(17) Uani 1 1 d . . . . .
H6C H 0.1449 0.7028 0.6753 0.081 Uiso 1 1 d R U . . .
O5 O 0.0298(5) 0.7782(5) 0.7444(9) 0.095(3) Uani 1 1 d . . . . .
H5C H 0.0221 0.7239 0.7165 0.115 Uiso 1 1 d R U . . .
C84 C 0.0759(13) 0.9764(9) 0.7740(14) 0.105(5) Uani 1 1 d . . . . .
H84A H 0.0888 1.0325 0.8204 0.126 Uiso 1 1 calc R U . . .
H84B H 0.0095 0.9617 0.7324 0.126 Uiso 1 1 calc R U . . .
C86 C 0.0818(9) 0.9068(7) 0.6118(10) 0.070(3) Uani 1 1 d . . . . .
H86A H 0.0978 0.9174 0.5543 0.084 Uiso 1 1 calc R U . . .
H86B H 0.0156 0.8900 0.5663 0.084 Uiso 1 1 calc R U . . .
C85 C 0.0986(9) 0.9905(7) 0.6821(10) 0.081(4) Uani 1 1 d . . . . .
H85A H 0.0598 1.0399 0.6271 0.097 Uiso 1 1 calc R U . . .
H85B H 0.1642 1.0085 0.7240 0.097 Uiso 1 1 calc R U . . .
C81 C 0.1437(7) 0.8277(6) 0.7006(9) 0.058(2) Uani 1 1 d . . . . .
H81A H 0.2102 0.8458 0.7455 0.070 Uiso 1 1 calc R U . . .
C82 C 0.1194(8) 0.8131(7) 0.7886(8) 0.071(3) Uani 1 1 d . . . . .
H82A H 0.1648 0.7680 0.8477 0.085 Uiso 1 1 calc R U . . .
C83 C 0.1353(10) 0.8988(7) 0.8585(10) 0.084(3) Uani 1 1 d . . . . .
H83A H 0.2015 0.9157 0.9042 0.100 Uiso 1 1 calc R U . . .
H83B H 0.1194 0.8881 0.9160 0.100 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 O3 1.611(5) . ?
Se1 O4 1.617(6) . ?
Se1 O2 1.645(5) . ?
Se1 O1 1.654(5) . ?
Cu1 O1 1.943(5) . ?
Cu1 N3 2.006(5) . ?
Cu1 N1 2.011(5) . ?
Cu1 N4 2.089(6) . ?
Cu1 N2 2.210(6) . ?
N4 C18 1.327(8) . ?
N4 C4 1.352(8) . ?
C4 C24 1.421(9) . ?
C4 C17 1.430(9) . ?
N3 C30 1.326(8) . ?
N3 C17 1.367(8) . ?
N1 C33 1.324(9) . ?
N1 C21 1.376(9) . ?
N2 C19 1.308(9) . ?
N2 C11 1.355(8) . ?
C10 C25 1.354(12) . ?
C10 C24 1.422(10) . ?
C11 C27 1.423(10) . ?
C11 C21 1.425(10) . ?
C12 C32 1.356(11) . ?
C12 C24 1.391(10) . ?
C13 C16 1.367(11) . ?
C13 C23 1.394(11) . ?
C14 C26 1.313(13) . ?
C14 C27 1.417(11) . ?
C15 C35 1.378(12) . ?
C15 C27 1.395(11) . ?
C16 C30 1.400(10) . ?
C17 C23 1.401(9) . ?
C18 C32 1.413(10) . ?
C19 C35 1.398(11) . ?
C21 C31 1.395(9) . ?
C23 C25 1.453(10) . ?
C26 C31 1.454(12) . ?
C28 C29 1.384(12) . ?
C28 C31 1.391(11) . ?
C29 C33 1.372(11) . ?
O6 C81 1.377(11) . ?
O5 C82 1.399(12) . ?
C84 C83 1.508(17) . ?
C84 C85 1.509(16) . ?
C86 C85 1.461(15) . ?
C86 C81 1.556(13) . ?
C81 C82 1.480(13) . ?
C82 C83 1.485(13) . ?

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 Se1 O4 111.1(3) . . ?
O3 Se1 O2 109.2(3) . . ?
O4 Se1 O2 110.7(4) . . ?
O3 Se1 O1 105.2(3) . . ?
O4 Se1 O1 111.7(3) . . ?
O2 Se1 O1 108.8(3) . . ?
O1 Cu1 N3 92.6(2) . . ?
O1 Cu1 N1 98.4(2) . . ?
N3 Cu1 N1 167.50(19) . . ?
O1 Cu1 N4 150.2(2) . . ?
N3 Cu1 N4 80.7(2) . . ?
N1 Cu1 N4 92.3(2) . . ?
O1 Cu1 N2 105.6(2) . . ?
N3 Cu1 N2 91.9(2) . . ?
N1 Cu1 N2 79.6(2) . . ?
N4 Cu1 N2 103.60(17) . . ?
Se1 O1 Cu1 128.6(3) . . ?
C18 N4 C4 118.0(6) . . ?
C18 N4 Cu1 131.1(5) . . ?
C4 N4 Cu1 110.8(4) . . ?
N4 C4 C24 123.6(6) . . ?
N4 C4 C17 117.0(6) . . ?
C24 C4 C17 119.3(6) . . ?
C30 N3 C17 118.7(6) . . ?
C30 N3 Cu1 127.7(5) . . ?
C17 N3 Cu1 113.1(4) . . ?
C33 N1 C21 117.9(6) . . ?
C33 N1 Cu1 127.7(5) . . ?
C21 N1 Cu1 114.0(4) . . ?
C19 N2 C11 118.6(6) . . ?
C19 N2 Cu1 132.5(5) . . ?
C11 N2 Cu1 108.5(4) . . ?
C25 C10 C24 121.7(7) . . ?
N2 C11 C27 122.2(6) . . ?
N2 C11 C21 118.1(6) . . ?
C27 C11 C21 119.7(6) . . ?
C32 C12 C24 119.9(7) . . ?
C16 C13 C23 119.5(6) . . ?
C26 C14 C27 122.4(8) . . ?
C35 C15 C27 119.8(8) . . ?
C13 C16 C30 119.7(7) . . ?
N3 C17 C23 122.2(6) . . ?
N3 C17 C4 116.3(5) . . ?
C23 C17 C4 121.5(6) . . ?
N4 C18 C32 121.6(7) . . ?
N2 C19 C35 123.6(7) . . ?
N1 C21 C31 122.1(7) . . ?
N1 C21 C11 117.8(6) . . ?
C31 C21 C11 120.0(7) . . ?
C13 C23 C17 117.9(7) . . ?
C13 C23 C25 124.8(6) . . ?
C17 C23 C25 117.3(6) . . ?
C12 C24 C4 116.5(6) . . ?
C12 C24 C10 124.9(7) . . ?
C4 C24 C10 118.6(7) . . ?
C10 C25 C23 121.4(6) . . ?
C14 C26 C31 121.2(7) . . ?
C15 C27 C14 124.5(8) . . ?
C15 C27 C11 117.2(7) . . ?
C14 C27 C11 118.3(7) . . ?
C29 C28 C31 119.8(7) . . ?
C33 C29 C28 118.9(8) . . ?
N3 C30 C16 122.0(7) . . ?
C28 C31 C21 117.7(7) . . ?
C28 C31 C26 124.0(7) . . ?
C21 C31 C26 118.4(7) . . ?
C12 C32 C18 120.3(7) . . ?
N1 C33 C29 123.6(8) . . ?
C15 C35 C19 118.7(7) . . ?
C83 C84 C85 109.3(10) . . ?
C85 C86 C81 109.0(9) . . ?
C86 C85 C84 111.5(10) . . ?
O6 C81 C82 113.5(7) . . ?
O6 C81 C86 107.8(8) . . ?
C82 C81 C86 109.3(9) . . ?
O5 C82 C81 118.0(9) . . ?
O5 C82 C83 109.2(10) . . ?
C81 C82 C83 110.5(9) . . ?
C82 C83 C84 110.6(10) . . ?

_refine_diff_density_max         0.730
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.079

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1934701'
loop_
_audit_author_name
_audit_author_address
'Ji-Xing Gao'
;Southeast University
China
;
_audit_update_record             
;
2019-08-04 deposited with the CCDC.	2019-08-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H16 Cu N4 O4 Se, C6 H12 O2'
_chemical_formula_sum            'C30 H28 Cu N4 O6 Se'
_chemical_formula_weight         683.07

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   17.70(3)
_cell_length_b                   14.592(18)
_cell_length_c                   13.53(2)
_cell_angle_alpha                90
_cell_angle_beta                 125.01(2)
_cell_angle_gamma                90
_cell_volume                     2862(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    348(2)
_cell_measurement_reflns_used    2781
_cell_measurement_theta_min      3.2033
_cell_measurement_theta_max      27.4971

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.086
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8416
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      348(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku saturn 724'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15050
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.0758
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.205
_diffrn_reflns_theta_max         27.433
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3255
_reflns_number_gt                2334
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0938P)²+35.5123P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3255
_refine_ls_number_parameters     232
_refine_ls_number_restraints     112
_refine_ls_R_factor_all          0.1491
_refine_ls_R_factor_gt           0.1135
_refine_ls_wR_factor_ref         0.2667
_refine_ls_wR_factor_gt          0.2422
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001

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 0.5000 0.18653(4) 0.2500 0.05841(17) Uani 1 2 d S T P . .
Se1 Se 0.5000 -0.02913(3) 0.2500 0.07162(19) Uani 1 2 d S TU P . .
O1 O 0.4559(3) 0.0671(3) 0.1717(4) 0.0772(16) Uani 0.5 1 d . U P . .
O2 O 0.5878(2) -0.0857(2) 0.2845(3) 0.1400(14) Uani 1 1 d . U . . .
O4 O 0.5285(5) -0.0080(5) 0.3890(5) 0.1150(19) Uani 0.5 1 d . U P . .
C1 C 0.4164(2) 0.1547(3) 0.3880(3) 0.0784(13) Uani 1 1 d . . . . .
H1A H 0.4594 0.1080 0.4285 0.094 Uiso 1 1 calc R U . . .
C2 C 0.3568(2) 0.1763(3) 0.4225(3) 0.0891(14) Uani 1 1 d . . . . .
H2B H 0.3597 0.1432 0.4834 0.107 Uiso 1 1 calc R U . . .
C3 C 0.2953(2) 0.2456(3) 0.3659(3) 0.0894(14) Uani 1 1 d . . . . .
H3A H 0.2572 0.2612 0.3900 0.107 Uiso 1 1 calc R U . . .
C4 C 0.28825(19) 0.2943(3) 0.2712(3) 0.0702(11) Uani 1 1 d . . . . .
C5 C 0.2233(2) 0.3671(3) 0.2027(3) 0.0859(13) Uani 1 1 d . . . . .
H5A H 0.1858 0.3881 0.2255 0.103 Uiso 1 1 calc R U . . .
C6 C 0.2156(2) 0.4052(3) 0.1077(3) 0.0787(14) Uani 1 1 d . . . . .
H6A H 0.1710 0.4498 0.0632 0.094 Uiso 1 1 calc R U . . .
C7 C 0.2752(2) 0.3782(3) 0.0734(3) 0.0675(12) Uani 1 1 d . . . . .
C8 C 0.2683(2) 0.4130(3) -0.0285(3) 0.0785(15) Uani 1 1 d . . . . .
H8A H 0.2243 0.4572 -0.0768 0.094 Uiso 1 1 calc R U . . .
C9 C 0.3270(3) 0.3812(3) -0.0560(3) 0.0827(14) Uani 1 1 d . . . . .
H9A H 0.3229 0.4037 -0.1232 0.099 Uiso 1 1 calc R U . . .
C10 C 0.3931(2) 0.3149(3) 0.0170(3) 0.0722(12) Uani 1 1 d . . . . .
H10A H 0.4320 0.2938 -0.0034 0.087 Uiso 1 1 calc R U . . .
C11 C 0.34279(18) 0.3091(2) 0.1402(3) 0.0540(9) Uani 1 1 d . . . . .
C12 C 0.34956(18) 0.2683(2) 0.2408(3) 0.0579(10) Uani 1 1 d . . . . .
N1 N 0.41319(16) 0.1994(2) 0.2986(2) 0.0618(9) Uani 1 1 d . . . . .
N2 N 0.40241(15) 0.28097(19) 0.1142(2) 0.0569(8) Uani 1 1 d . . . . .
O5 O 0.5655(4) 0.7207(6) 0.2396(8) 0.170(4) Uani 0.5 1 d D U P . .
H5D H 0.5677 0.7781 0.2514 0.204 Uiso 0.5 1 d R U P . .
C25 C 0.4739(4) 0.6812(3) 0.1866(4) 0.141(4) Uani 0.5 1 d D U P . .
H25A H 0.4267 0.7242 0.1332 0.169 Uiso 0.5 1 d R U P . .
C26 C 0.4476(4) 0.6554(3) 0.2643(4) 0.127(4) Uani 0.5 1 d D U P . .
H26A H 0.3821 0.6459 0.2136 0.152 Uiso 0.5 1 d R U P . .
C27 C 0.4816(5) 0.5668(4) 0.3167(4) 0.177(3) Uani 0.5 1 d D U P . .
H27A H 0.4323 0.5407 0.3179 0.212 Uiso 0.5 1 d R U P . .
H27B H 0.5354 0.5687 0.3985 0.212 Uiso 0.5 1 d R U P . .
C28 C 0.5000 0.5068(3) 0.2500 0.190(2) Uani 1 2 d DS TU P . .
H28A H 0.4926 0.4439 0.2637 0.227 Uiso 0.5 1 d R U P . .
H28B H 0.5623 0.5153 0.2745 0.227 Uiso 0.5 1 d R U P . .
C30 C 0.4708(4) 0.6097(4) 0.1152(4) 0.179(3) Uani 0.5 1 d D U P . .
H30A H 0.5350 0.6004 0.1493 0.215 Uiso 0.5 1 d R U P . .
H30B H 0.4409 0.6283 0.0328 0.215 Uiso 0.5 1 d R U P . .
C29 C 0.4244(6) 0.5284(4) 0.1205(4) 0.201(2) Uani 0.5 1 d D U P . .
H29A H 0.3627 0.5370 0.0985 0.241 Uiso 0.5 1 d R U P . .
H29B H 0.4242 0.4824 0.0696 0.241 Uiso 0.5 1 d R U P . .
O6 O 0.4609(4) 0.7403(3) 0.3328(4) 0.098(2) Uani 0.5 1 d D U P . .
H6D H 0.4472 0.7869 0.2878 0.117 Uiso 0.5 1 d R U P . .


_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 O1 1.955(5) . ?
Cu1 O1 1.955(5) 2_655 ?
Cu1 N1 1.996(4) . ?
Cu1 N1 1.996(4) 2_655 ?
Cu1 N2 2.148(3) . ?
Cu1 N2 2.148(3) 2_655 ?
Se1 O2 1.574(4) 2_655 ?
Se1 O2 1.575(4) . ?
Se1 O1 1.659(5) 2_655 ?
Se1 O1 1.659(5) . ?
Se1 O4 1.673(8) . ?
Se1 O4 1.673(8) 2_655 ?
O1 O4 1.487(10) 2_655 ?
O1 O1 1.770(9) 2_655 ?
O4 O1 1.487(10) 2_655 ?
C1 N1 1.346(6) . ?
C1 C2 1.411(7) . ?
C2 C3 1.356(6) . ?
C3 C4 1.406(6) . ?
C4 C12 1.415(6) . ?
C4 C5 1.445(5) . ?
C5 C6 1.334(7) . ?
C6 C7 1.430(7) . ?
C7 C8 1.408(7) . ?
C7 C11 1.422(4) . ?
C8 C9 1.369(7) . ?
C9 C10 1.397(5) . ?
C10 N2 1.324(5) . ?
C11 N2 1.352(5) . ?
C11 C12 1.427(5) . ?
C12 N1 1.372(4) . ?
O5 O6 0.857(11) 2_655 ?
O5 C26 0.974(10) 2_655 ?
O5 C25 1.462(9) . ?
O5 C25 1.617(13) 2_655 ?
C25 C26 1.205(8) 2_655 ?
C25 C30 1.400(8) . ?
C25 C25 1.407(9) 2_655 ?
C25 C26 1.424(9) . ?
C25 O6 1.577(9) 2_655 ?
C25 O5 1.617(13) 2_655 ?
C25 C27 1.857(8) 2_655 ?
C26 O5 0.974(10) 2_655 ?
C26 C25 1.205(8) 2_655 ?
C26 C27 1.431(7) . ?
C26 O6 1.482(7) . ?
C26 C30 1.577(6) 2_655 ?
C27 C30 1.029(7) 2_655 ?
C27 C28 1.424(7) . ?
C27 C29 1.478(11) 2_655 ?
C27 C25 1.857(8) 2_655 ?
C28 C27 1.424(7) 2_655 ?
C28 C29 1.507(5) 2_655 ?
C28 C29 1.507(5) . ?
C30 C27 1.029(7) 2_655 ?
C30 C29 1.468(9) . ?
C30 C26 1.577(6) 2_655 ?
C29 C27 1.478(11) 2_655 ?
O6 O5 0.857(11) 2_655 ?
O6 C25 1.577(9) 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 Cu1 O1 53.8(3) . 2_655 ?
O1 Cu1 N1 96.8(2) . . ?
O1 Cu1 N1 92.8(2) 2_655 . ?
O1 Cu1 N1 92.8(2) . 2_655 ?
O1 Cu1 N1 96.8(2) 2_655 2_655 ?
N1 Cu1 N1 169.23(17) . 2_655 ?
O1 Cu1 N2 103.49(16) . . ?
O1 Cu1 N2 155.59(14) 2_655 . ?
N1 Cu1 N2 80.13(16) . . ?
N1 Cu1 N2 92.93(16) 2_655 . ?
O1 Cu1 N2 155.59(14) . 2_655 ?
O1 Cu1 N2 103.49(16) 2_655 2_655 ?
N1 Cu1 N2 92.93(16) . 2_655 ?
N1 Cu1 N2 80.13(16) 2_655 2_655 ?
N2 Cu1 N2 100.21(16) . 2_655 ?
O2 Se1 O2 116.8(3) 2_655 . ?
O2 Se1 O1 130.9(3) 2_655 2_655 ?
O2 Se1 O1 103.4(2) . 2_655 ?
O2 Se1 O1 103.4(2) 2_655 . ?
O2 Se1 O1 130.9(3) . . ?
O1 Se1 O1 64.5(3) 2_655 . ?
O2 Se1 O4 92.3(3) 2_655 . ?
O2 Se1 O4 98.9(3) . . ?
O1 Se1 O4 53.0(3) 2_655 . ?
O1 Se1 O4 106.8(3) . . ?
O2 Se1 O4 98.9(3) 2_655 2_655 ?
O2 Se1 O4 92.3(3) . 2_655 ?
O1 Se1 O4 106.8(3) 2_655 2_655 ?
O1 Se1 O4 53.0(3) . 2_655 ?
O4 Se1 O4 158.7(5) . 2_655 ?
O4 O1 Se1 64.0(3) 2_655 . ?
O4 O1 O1 110.2(4) 2_655 2_655 ?
Se1 O1 O1 57.77(16) . 2_655 ?
O4 O1 Cu1 144.4(5) 2_655 . ?
Se1 O1 Cu1 120.8(3) . . ?
O1 O1 Cu1 63.08(14) 2_655 . ?
O1 O4 Se1 63.0(4) 2_655 . ?
N1 C1 C2 122.4(4) . . ?
C3 C2 C1 119.3(4) . . ?
C2 C3 C4 120.9(4) . . ?
C3 C4 C12 116.6(3) . . ?
C3 C4 C5 125.3(4) . . ?
C12 C4 C5 118.1(4) . . ?
C6 C5 C4 121.9(4) . . ?
C5 C6 C7 120.8(3) . . ?
C8 C7 C11 116.5(4) . . ?
C8 C7 C6 123.6(3) . . ?
C11 C7 C6 119.8(4) . . ?
C9 C8 C7 119.4(3) . . ?
C8 C9 C10 120.0(4) . . ?
N2 C10 C9 122.5(4) . . ?
N2 C11 C7 123.2(3) . . ?
N2 C11 C12 118.1(3) . . ?
C7 C11 C12 118.8(4) . . ?
N1 C12 C4 123.1(3) . . ?
N1 C12 C11 116.2(3) . . ?
C4 C12 C11 120.5(3) . . ?
C1 N1 C12 117.7(4) . . ?
C1 N1 Cu1 127.4(2) . . ?
C12 N1 Cu1 114.6(3) . . ?
C10 N2 C11 118.2(3) . . ?
C10 N2 Cu1 132.1(3) . . ?
C11 N2 Cu1 109.7(2) . . ?
O6 O5 C26 108.0(10) 2_655 2_655 ?
O6 O5 C25 81.2(6) 2_655 . ?
C26 O5 C25 55.0(5) 2_655 . ?
O6 O5 C25 132.8(8) 2_655 2_655 ?
C26 O5 C25 60.8(7) 2_655 2_655 ?
C25 O5 C25 54.1(5) . 2_655 ?
C26 C25 C30 74.1(5) 2_655 . ?
C26 C25 C25 65.5(4) 2_655 2_655 ?
C30 C25 C25 125.4(3) . 2_655 ?
C26 C25 C26 105.8(5) 2_655 . ?
C30 C25 C26 114.3(5) . . ?
C25 C25 C26 50.4(5) 2_655 . ?
C26 C25 O5 41.4(5) 2_655 . ?
C30 C25 O5 103.1(7) . . ?
C25 C25 O5 68.6(6) 2_655 . ?
C26 C25 O5 118.8(5) . . ?
C26 C25 O6 62.7(4) 2_655 2_655 ?
C30 C25 O6 92.1(5) . 2_655 ?
C25 C25 O6 99.9(5) 2_655 2_655 ?
C26 C25 O6 147.9(4) . 2_655 ?
O5 C25 O6 32.5(4) . 2_655 ?
C26 C25 O5 122.6(5) 2_655 2_655 ?
C30 C25 O5 146.1(6) . 2_655 ?
C25 C25 O5 57.3(5) 2_655 2_655 ?
C26 C25 O5 36.6(4) . 2_655 ?
O5 C25 O5 107.8(6) . 2_655 ?
O6 C25 O5 121.5(5) 2_655 2_655 ?
C26 C25 C27 50.4(3) 2_655 2_655 ?
C30 C25 C27 33.2(2) . 2_655 ?
C25 C25 C27 92.2(3) 2_655 2_655 ?
C26 C25 C27 96.0(4) . 2_655 ?
O5 C25 C27 90.0(5) . 2_655 ?
O6 C25 C27 97.3(5) 2_655 2_655 ?
O5 C25 C27 132.4(5) 2_655 2_655 ?
O5 C26 C25 83.5(6) 2_655 2_655 ?
O5 C26 C25 82.5(8) 2_655 . ?
C25 C26 C25 64.1(5) 2_655 . ?
O5 C26 C27 158.3(7) 2_655 . ?
C25 C26 C27 89.1(5) 2_655 . ?
C25 C26 C27 112.5(5) . . ?
O5 C26 O6 33.4(6) 2_655 . ?
C25 C26 O6 71.0(4) 2_655 . ?
C25 C26 O6 103.8(5) . . ?
C27 C26 O6 125.1(4) . . ?
O5 C26 C30 121.2(6) 2_655 2_655 ?
C25 C26 C30 58.6(4) 2_655 2_655 ?
C25 C26 C30 112.4(5) . 2_655 ?
C27 C26 C30 39.7(3) . 2_655 ?
O6 C26 C30 89.1(3) . 2_655 ?
C30 C27 C28 125.0(8) 2_655 . ?
C30 C27 C26 77.9(5) 2_655 . ?
C28 C27 C26 115.2(5) . . ?
C30 C27 C29 69.0(5) 2_655 2_655 ?
C28 C27 C29 62.5(4) . 2_655 ?
C26 C27 C29 130.0(7) . 2_655 ?
C30 C27 C25 48.2(4) 2_655 2_655 ?
C28 C27 C25 106.4(5) . 2_655 ?
C26 C27 C25 40.5(3) . 2_655 ?
C29 C27 C25 90.1(5) 2_655 2_655 ?
C27 C28 C27 104.0(6) 2_655 . ?
C27 C28 C29 103.6(4) 2_655 2_655 ?
C27 C28 C29 60.5(4) . 2_655 ?
C27 C28 C29 60.5(4) 2_655 . ?
C27 C28 C29 103.6(4) . . ?
C29 C28 C29 155.9(5) 2_655 . ?
C27 C30 C25 98.5(5) 2_655 . ?
C27 C30 C29 70.1(6) 2_655 . ?
C25 C30 C29 111.8(6) . . ?
C27 C30 C26 62.5(4) 2_655 2_655 ?
C25 C30 C26 47.3(3) . 2_655 ?
C29 C30 C26 119.9(4) . 2_655 ?
C30 C29 C27 40.9(4) . 2_655 ?
C30 C29 C28 94.4(4) . . ?
C27 C29 C28 57.0(3) 2_655 . ?
O5 O6 C26 38.7(7) 2_655 . ?
O5 O6 C25 66.3(7) 2_655 2_655 ?
C26 O6 C25 46.3(3) . 2_655 ?

_refine_diff_density_max         1.067
_refine_diff_density_min         -0.948
_refine_diff_density_rms         0.106

####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1934702'
loop_
_audit_author_name
_audit_author_address
'Ji-Xing Gao'
;Southeast University
China
;
_audit_update_record             
;
2019-08-04 deposited with the CCDC.	2019-08-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H16 Cu N4 O4 Se, C6 H12 O2'
_chemical_formula_sum            'C30 H28 Cu N4 O6 Se'
_chemical_formula_weight         683.07

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   18.008(17)
_cell_length_b                   14.686(11)
_cell_length_c                   13.433(12)
_cell_angle_alpha                90
_cell_angle_beta                 125.206(15)
_cell_angle_gamma                90
_cell_volume                     2903(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    353(2)
_cell_measurement_reflns_used    3386
_cell_measurement_theta_min      2.2768
_cell_measurement_theta_max      27.5398

_exptl_crystal_description       block
_exptl_crystal_colour            deep-green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.057
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8234
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      353(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku saturn 724'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13401
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.769
_diffrn_reflns_theta_max         27.550
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3335
_reflns_number_gt                2525
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²+17.9143P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3335
_refine_ls_number_parameters     232
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0757
_refine_ls_wR_factor_ref         0.1632
_refine_ls_wR_factor_gt          0.1493
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.360
_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_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 0.0000 -2.18615(7) 0.7500 0.0608(3) Uani 1 2 d S T P . .
Se1 Se 0.0000 -1.97988(5) 0.7500 0.0586(3) Uani 1 2 d S TU P . .
O1 O 0.0517(6) -2.0727(6) 0.8427(9) 0.067(2) Uani 0.5 1 d . U P . .
O2 O -0.0644(5) -1.9228(5) 0.7684(7) 0.140(2) Uani 1 1 d . U . . .
O4 O -0.0659(8) -2.0193(9) 0.6222(10) 0.121(5) Uani 0.5 1 d . U P . .
C1 C 0.0741(5) -2.1508(5) 0.6034(7) 0.0793(19) Uani 1 1 d . . . . .
H1A H 0.0307 -2.1051 0.5643 0.095 Uiso 1 1 calc R U . . .
C2 C 0.1299(5) -2.1691(6) 0.5659(7) 0.089(2) Uani 1 1 d . . . . .
H2B H 0.1246 -2.1345 0.5042 0.106 Uiso 1 1 calc R U . . .
C3 C 0.1915(5) -2.2366(5) 0.6180(7) 0.0823(19) Uani 1 1 d . . . . .
H3A H 0.2268 -2.2505 0.5899 0.099 Uiso 1 1 calc R U . . .
C4 C 0.2023(4) -2.2857(4) 0.7153(6) 0.0643(15) Uani 1 1 d . . . . .
C5 C 0.2684(4) -2.3567(5) 0.7810(7) 0.0750(18) Uani 1 1 d . . . . .
H5A H 0.3051 -2.3742 0.7564 0.090 Uiso 1 1 calc R U . . .
C6 C 0.2781(4) -2.3975(5) 0.8755(7) 0.0730(17) Uani 1 1 d . . . . .
H6A H 0.3218 -2.4428 0.9164 0.088 Uiso 1 1 calc R U . . .
C7 C 0.2227(4) -2.3734(4) 0.9161(5) 0.0610(14) Uani 1 1 d . . . . .
C8 C 0.2326(4) -2.4114(5) 1.0195(6) 0.0777(18) Uani 1 1 d . . . . .
H8A H 0.2771 -2.4549 1.0661 0.093 Uiso 1 1 calc R U . . .
C9 C 0.1765(5) -2.3837(6) 1.0502(6) 0.085(2) Uani 1 1 d . . . . .
H9A H 0.1819 -2.4079 1.1181 0.102 Uiso 1 1 calc R U . . .
C10 C 0.1106(5) -2.3185(5) 0.9787(7) 0.0784(19) Uani 1 1 d . . . . .
H10A H 0.0726 -2.3004 1.0010 0.094 Uiso 1 1 calc R U . . .
C11 C 0.1551(4) -2.3070(4) 0.8515(5) 0.0544(13) Uani 1 1 d . . . . .
C12 C 0.1449(3) -2.2628(4) 0.7500(5) 0.0559(13) Uani 1 1 d . . . . .
N1 N 0.0810(3) -2.1967(3) 0.6937(5) 0.0614(12) Uani 1 1 d . . . . .
N2 N 0.0987(3) -2.2810(3) 0.8816(4) 0.0592(12) Uani 1 1 d . . . . .
O5' O 0.1057(6) -1.7606(6) 0.8235(11) 0.100(3) Uani 0.5 1 d D U P . .
H5'A H 0.0799 -1.8088 0.7851 0.120 Uiso 0.5 1 d R U P . .
O5 O -0.0612(8) -1.7339(7) 0.8038(13) 0.128(4) Uani 0.5 1 d D U P . .
H5D H -0.0627 -1.7871 0.7794 0.153 Uiso 0.5 1 d R U P . .
C13 C -0.0092(11) -1.6609(8) 0.7988(19) 0.120(4) Uani 0.5 1 d D U P . .
H13A H 0.0379 -1.6409 0.8777 0.144 Uiso 0.5 1 d R U P . .
C14 C 0.0385(8) -1.6910(7) 0.7501(13) 0.088(3) Uani 0.5 1 d D U P . .
H14A H 0.0107 -1.7112 0.6692 0.106 Uiso 0.5 1 d R U P . .
C15 C 0.0954(10) -1.6160(8) 0.7556(18) 0.099(4) Uani 0.5 1 d D U P . .
H15A H 0.1354 -1.6337 0.7347 0.119 Uiso 0.5 1 d R U P . .
H15B H 0.1300 -1.5976 0.8380 0.119 Uiso 0.5 1 d R U P . .
C16 C 0.0372(12) -1.5398(9) 0.6849(17) 0.120(5) Uani 0.5 1 d D U P . .
H16A H -0.0115 -1.5625 0.6087 0.144 Uiso 0.5 1 d R U P . .
H16B H 0.0690 -1.4946 0.6728 0.144 Uiso 0.5 1 d R U P . .
C17 C 0.0000 -1.5077(7) 0.7500 0.149(5) Uani 1 2 d DS TU P . .
H17A H -0.0297 -1.4506 0.7204 0.179 Uiso 0.5 1 d R U P . .
H17B H 0.0481 -1.5024 0.8334 0.179 Uiso 0.5 1 d R U P . .
C18 C -0.0689(11) -1.5843(10) 0.723(2) 0.137(6) Uani 0.5 1 d D U P . .
H18A H -0.0899 -1.5726 0.7724 0.164 Uiso 0.5 1 d R U P . .
H18B H -0.1198 -1.5804 0.6414 0.164 Uiso 0.5 1 d R U P . .


_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 O1 1.964(9) 2_556 ?
Cu1 O1 1.964(9) . ?
Cu1 N1 1.998(5) . ?
Cu1 N1 1.998(5) 2_556 ?
Cu1 N2 2.144(5) . ?
Cu1 N2 2.144(5) 2_556 ?
Se1 O4 1.530(11) . ?
Se1 O4 1.530(11) 2_556 ?
Se1 O2 1.562(6) 2_556 ?
Se1 O2 1.562(6) . ?
Se1 O1 1.714(9) 2_556 ?
Se1 O1 1.714(9) . ?
O1 O4 0.874(13) 2_556 ?
O4 O1 0.874(12) 2_556 ?
C1 N1 1.330(8) . ?
C1 C2 1.385(10) . ?
C2 C3 1.344(10) . ?
C3 C4 1.406(9) . ?
C4 C12 1.397(8) . ?
C4 C5 1.439(9) . ?
C5 C6 1.321(9) . ?
C6 C7 1.430(8) . ?
C7 C11 1.403(8) . ?
C7 C8 1.409(9) . ?
C8 C9 1.356(10) . ?
C9 C10 1.389(10) . ?
C10 N2 1.315(8) . ?
C11 N2 1.348(7) . ?
C11 C12 1.423(8) . ?
C12 N1 1.355(7) . ?
O5' C14 1.4521(13) . ?
O5' O5 1.463(16) 2_556 ?
O5 C14 1.196(18) 2_556 ?
O5 C13 1.4499(13) . ?
O5 O5' 1.463(16) 2_556 ?
O5 C15 1.857(18) 2_556 ?
C13 C14 0.71(2) 2_556 ?
C13 C14 1.418(13) . ?
C13 C15 1.44(2) 2_556 ?
C13 C18 1.480(16) . ?
C13 C13 1.53(3) 2_556 ?
C13 C16 1.896(19) 2_556 ?
C13 C18 1.954(19) 2_556 ?
C14 C13 0.71(2) 2_556 ?
C14 O5 1.196(18) 2_556 ?
C14 C14 1.39(2) 2_556 ?
C14 C15 1.476(13) . ?
C14 C18 1.629(18) 2_556 ?
C15 C18 0.824(19) 2_556 ?
C15 C16 1.450(15) . ?
C15 C13 1.44(2) 2_556 ?
C15 O5 1.857(18) 2_556 ?
C16 C18 1.21(3) 2_556 ?
C16 C17 1.453(14) . ?
C16 C13 1.896(19) 2_556 ?
C17 C16 1.453(14) 2_556 ?
C17 C18 1.556(14) . ?
C17 C18 1.556(14) 2_556 ?
C18 C15 0.824(19) 2_556 ?
C18 C16 1.21(3) 2_556 ?
C18 C14 1.629(18) 2_556 ?
C18 C13 1.953(19) 2_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 63.9(5) 2_556 . ?
O1 Cu1 N1 90.5(3) 2_556 . ?
O1 Cu1 N1 97.1(3) . . ?
O1 Cu1 N1 97.1(3) 2_556 2_556 ?
O1 Cu1 N1 90.5(3) . 2_556 ?
N1 Cu1 N1 171.1(3) . 2_556 ?
O1 Cu1 N2 159.7(3) 2_556 . ?
O1 Cu1 N2 99.4(3) . . ?
N1 Cu1 N2 79.8(2) . . ?
N1 Cu1 N2 94.4(2) 2_556 . ?
O1 Cu1 N2 99.4(3) 2_556 2_556 ?
O1 Cu1 N2 159.7(3) . 2_556 ?
N1 Cu1 N2 94.4(2) . 2_556 ?
N1 Cu1 N2 79.8(2) 2_556 2_556 ?
N2 Cu1 N2 99.0(3) . 2_556 ?
O4 Se1 O4 135.5(10) . 2_556 ?
O4 Se1 O2 101.1(7) . 2_556 ?
O4 Se1 O2 102.4(6) 2_556 2_556 ?
O4 Se1 O2 102.4(6) . . ?
O4 Se1 O2 101.1(7) 2_556 . ?
O2 Se1 O2 115.1(5) 2_556 . ?
O4 Se1 O1 30.6(5) . 2_556 ?
O4 Se1 O1 105.0(7) 2_556 2_556 ?
O2 Se1 O1 117.0(4) 2_556 2_556 ?
O2 Se1 O1 113.6(4) . 2_556 ?
O4 Se1 O1 105.0(7) . . ?
O4 Se1 O1 30.6(5) 2_556 . ?
O2 Se1 O1 113.6(4) 2_556 . ?
O2 Se1 O1 117.0(4) . . ?
O1 Se1 O1 74.7(6) 2_556 . ?
O4 O1 Se1 63.0(10) 2_556 . ?
O4 O1 Cu1 171.0(14) 2_556 . ?
Se1 O1 Cu1 110.7(5) . . ?
O1 O4 Se1 86.5(11) 2_556 . ?
N1 C1 C2 121.9(6) . . ?
C3 C2 C1 120.5(7) . . ?
C2 C3 C4 119.5(6) . . ?
C12 C4 C3 117.0(6) . . ?
C12 C4 C5 118.7(6) . . ?
C3 C4 C5 124.3(6) . . ?
C6 C5 C4 121.5(6) . . ?
C5 C6 C7 121.3(6) . . ?
C11 C7 C8 117.2(6) . . ?
C11 C7 C6 118.9(6) . . ?
C8 C7 C6 123.9(6) . . ?
C9 C8 C7 119.2(6) . . ?
C8 C9 C10 119.0(7) . . ?
N2 C10 C9 124.1(6) . . ?
N2 C11 C7 123.2(5) . . ?
N2 C11 C12 117.0(5) . . ?
C7 C11 C12 119.8(5) . . ?
N1 C12 C4 122.7(5) . . ?
N1 C12 C11 117.4(5) . . ?
C4 C12 C11 119.9(5) . . ?
C1 N1 C12 118.3(5) . . ?
C1 N1 Cu1 127.0(4) . . ?
C12 N1 Cu1 114.5(4) . . ?
C10 N2 C11 117.2(5) . . ?
C10 N2 Cu1 132.4(4) . . ?
C11 N2 Cu1 110.3(4) . . ?
C14 O5' O5 48.4(7) . 2_556 ?
C14 O5 C13 29.2(11) 2_556 . ?
C14 O5 O5' 65.3(8) 2_556 2_556 ?
C13 O5 O5' 94.4(11) . 2_556 ?
C14 O5 C15 52.6(8) 2_556 2_556 ?
C13 O5 C15 49.7(9) . 2_556 ?
O5' O5 C15 85.7(9) 2_556 2_556 ?
C14 C13 C14 73(2) 2_556 . ?
C14 C13 O5 55.2(15) 2_556 . ?
C14 C13 O5 111.8(11) . . ?
C14 C13 C15 79(2) 2_556 2_556 ?
C14 C13 C15 132.2(17) . 2_556 ?
O5 C13 C15 80.0(10) . 2_556 ?
C14 C13 C18 89(2) 2_556 . ?
C14 C13 C18 108.3(12) . . ?
O5 C13 C18 111.1(12) . . ?
C15 C13 C18 32.8(8) 2_556 . ?
C14 C13 C13 68(2) 2_556 2_556 ?
C14 C13 C13 27.6(6) . 2_556 ?
O5 C13 C13 120.4(14) . 2_556 ?
C15 C13 C13 105.6(19) 2_556 2_556 ?
C18 C13 C13 81.0(14) . 2_556 ?
C14 C13 C16 126(2) 2_556 2_556 ?
C14 C13 C16 128.1(8) . 2_556 ?
O5 C13 C16 117.8(10) . 2_556 ?
C15 C13 C16 49.3(8) 2_556 2_556 ?
C18 C13 C16 39.6(11) . 2_556 ?
C13 C13 C16 107.7(8) 2_556 2_556 ?
C14 C13 C18 116(2) 2_556 2_556 ?
C14 C13 C18 55.1(7) . 2_556 ?
O5 C13 C18 166.8(12) . 2_556 ?
C15 C13 C18 108.6(11) 2_556 2_556 ?
C18 C13 C18 76.2(10) . 2_556 ?
C13 C13 C18 48.5(7) 2_556 2_556 ?
C16 C13 C18 74.9(6) 2_556 2_556 ?
C13 C14 O5 96(2) 2_556 2_556 ?
C13 C14 C14 77.9(18) 2_556 2_556 ?
O5 C14 C14 133.6(15) 2_556 2_556 ?
C13 C14 C13 85(2) 2_556 . ?
O5 C14 C13 162.4(14) 2_556 . ?
C14 C14 C13 29.3(9) 2_556 . ?
C13 C14 O5' 162(2) 2_556 . ?
O5 C14 O5' 66.3(8) 2_556 . ?
C14 C14 O5' 116.3(11) 2_556 . ?
C13 C14 O5' 113.3(11) . . ?
C13 C14 C15 72.9(18) 2_556 . ?
O5 C14 C15 87.4(11) 2_556 . ?
C14 C14 C15 131.7(6) 2_556 . ?
C13 C14 C15 109.4(10) . . ?
O5' C14 C15 102.1(9) . . ?
C13 C14 C18 65.3(16) 2_556 2_556 ?
O5 C14 C18 116.8(13) 2_556 2_556 ?
C14 C14 C18 102.1(8) 2_556 2_556 ?
C13 C14 C18 79.4(9) . 2_556 ?
O5' C14 C18 119.0(12) . 2_556 ?
C15 C14 C18 30.3(8) . 2_556 ?
C18 C15 C16 56(2) 2_556 . ?
C18 C15 C13 76.4(16) 2_556 2_556 ?
C16 C15 C13 82.0(11) . 2_556 ?
C18 C15 C14 85.2(15) 2_556 . ?
C16 C15 C14 108.9(11) . . ?
C13 C15 C14 28.2(9) 2_556 . ?
C18 C15 O5 124.1(17) 2_556 2_556 ?
C16 C15 O5 120.2(14) . 2_556 ?
C13 C15 O5 50.3(5) 2_556 2_556 ?
C14 C15 O5 40.0(8) . 2_556 ?
C18 C16 C17 70.9(12) 2_556 . ?
C18 C16 C15 34.6(10) 2_556 . ?
C17 C16 C15 105.4(11) . . ?
C18 C16 C13 51.3(10) 2_556 2_556 ?
C17 C16 C13 89.4(9) . 2_556 ?
C15 C16 C13 48.7(9) . 2_556 ?
C16 C17 C16 142.2(13) 2_556 . ?
C16 C17 C18 47.2(10) 2_556 . ?
C16 C17 C18 102.2(10) . . ?
C16 C17 C18 102.2(10) 2_556 2_556 ?
C16 C17 C18 47.2(10) . 2_556 ?
C18 C17 C18 87.4(11) . 2_556 ?
C15 C18 C16 89(3) 2_556 2_556 ?
C15 C18 C13 70.8(18) 2_556 . ?
C16 C18 C13 89.0(17) 2_556 . ?
C15 C18 C17 151(3) 2_556 . ?
C16 C18 C17 61.9(10) 2_556 . ?
C13 C18 C17 102.9(11) . . ?
C15 C18 C14 64.5(13) 2_556 2_556 ?
C16 C18 C14 113.3(18) 2_556 2_556 ?
C13 C18 C14 25.8(9) . 2_556 ?
C17 C18 C14 121.4(11) . 2_556 ?
C15 C18 C13 109.7(15) 2_556 2_556 ?
C16 C18 C13 120.5(16) 2_556 2_556 ?
C13 C18 C13 50.5(12) . 2_556 ?
C17 C18 C13 84.4(8) . 2_556 ?
C14 C18 C13 45.5(6) 2_556 2_556 ?

_refine_diff_density_max         1.110
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.076

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1934700'
loop_
_audit_author_name
_audit_author_address
'Ji-Xing Gao'
;Southeast University
China
;
_audit_update_record             
;
2019-08-04 deposited with the CCDC.	2019-08-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H16 Cu N4 O4 Se, C6 H12 O2'
_chemical_formula_sum            'C30 H28 Cu N4 O6 Se'
_chemical_formula_weight         683.07

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   18.25(3)
_cell_length_b                   14.81(3)
_cell_length_c                   13.65(4)
_cell_angle_alpha                90
_cell_angle_beta                 125.12(3)
_cell_angle_gamma                90
_cell_volume                     3017(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2795
_cell_measurement_theta_min      2.7292
_cell_measurement_theta_max      27.2743

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.978
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_T_max  0.700
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku saturn 724'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12976
_diffrn_reflns_av_unetI/netI     0.0756
_diffrn_reflns_av_R_equivalents  0.1246
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.729
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2723
_reflns_number_gt                2125
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1384P)²+74.2939P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0068(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2723
_refine_ls_number_parameters     233
_refine_ls_number_restraints     111
_refine_ls_R_factor_all          0.1588
_refine_ls_R_factor_gt           0.1344
_refine_ls_wR_factor_ref         0.3397
_refine_ls_wR_factor_gt          0.3212
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.303
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001

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 0.0000 -2.18627(10) 0.7500 0.0694(4) Uani 1 2 d S T P . .
Se1 Se 0.0000 -1.97861(8) 0.7500 0.0656(3) Uani 1 2 d S TU P . .
O1 O 0.0520(7) -2.0748(7) 0.8442(10) 0.074(3) Uani 0.5 1 d . U P . .
O2 O -0.0659(5) -1.9204(6) 0.7659(9) 0.173(3) Uani 1 1 d . U . . .
O4 O -0.0663(10) -2.0181(11) 0.6229(14) 0.121(6) Uani 0.5 1 d . U P . .
C1 C 0.0729(5) -2.1526(7) 0.6014(7) 0.087(3) Uani 1 1 d . . . . .
H1A H 0.0284 -2.1093 0.5590 0.104 Uiso 1 1 calc R U . . .
C2 C 0.1309(6) -2.1716(8) 0.5700(8) 0.098(4) Uani 1 1 d . . . . .
H2B H 0.1264 -2.1359 0.5108 0.118 Uiso 1 1 calc R U . . .
C3 C 0.1923(6) -2.2360(7) 0.6164(8) 0.088(3) Uani 1 1 d . . . . .
H3A H 0.2264 -2.2480 0.5870 0.106 Uiso 1 1 calc R U . . .
C4 C 0.2040(4) -2.2872(6) 0.7153(7) 0.073(3) Uani 1 1 d . . . . .
C5 C 0.2680(5) -2.3562(7) 0.7799(7) 0.076(3) Uani 1 1 d . . . . .
H5A H 0.3048 -2.3732 0.7564 0.092 Uiso 1 1 calc R U . . .
C6 C 0.2776(5) -2.3984(6) 0.8747(7) 0.077(3) Uani 1 1 d . . . . .
H6A H 0.3205 -2.4436 0.9142 0.092 Uiso 1 1 calc R U . . .
C7 C 0.2216(4) -2.3744(6) 0.9166(6) 0.061(2) Uani 1 1 d . . . . .
C8 C 0.2335(6) -2.4134(7) 1.0222(8) 0.088(3) Uani 1 1 d . . . . .
H8A H 0.2771 -2.4569 1.0678 0.106 Uiso 1 1 calc R U . . .
C9 C 0.1765(6) -2.3829(8) 1.0525(7) 0.091(3) Uani 1 1 d . U . . .
H9A H 0.1829 -2.4043 1.1211 0.109 Uiso 1 1 calc R U . . .
C10 C 0.1097(5) -2.3198(7) 0.9787(7) 0.084(3) Uani 1 1 d . U . . .
H10A H 0.0702 -2.3037 0.9980 0.101 Uiso 1 1 calc R U . . .
C11 C 0.1564(4) -2.3079(5) 0.8527(6) 0.0593(19) Uani 1 1 d . U . . .
C12 C 0.1457(5) -2.2638(6) 0.7522(7) 0.068(2) Uani 1 1 d . . . . .
N1 N 0.0808(4) -2.1972(5) 0.6945(6) 0.074(2) Uani 1 1 d . . . . .
N2 N 0.0986(4) -2.2809(5) 0.8826(5) 0.0680(18) Uani 1 1 d . U . . .
O5' O 0.10356(9) -1.76039(7) 0.8179(4) 0.110(4) Uani 0.5 1 d D U P . .
H5'A H 0.0778 -1.8086 0.7795 0.132 Uiso 0.5 1 d R U P . .
O5 O -0.05905(6) -1.72725(7) 0.80499(15) 0.120(4) Uani 0.5 1 d D U P . .
H5D H -0.0606 -1.7805 0.7805 0.144 Uiso 0.5 1 d R U P . .
C13 C -0.00563(6) -1.65489(7) 0.80477(15) 0.102(3) Uani 0.5 1 d D U P . .
H13A H 0.0415 -1.6349 0.8837 0.122 Uiso 0.5 1 d R U P . .
C14 C 0.03691(9) -1.69058(7) 0.7502(3) 0.091(2) Uani 0.5 1 d D U P . .
H14A H 0.0091 -1.7108 0.6693 0.109 Uiso 0.5 1 d R U P . .
C15 C 0.0960(5) -1.6165(6) 0.7602(9) 0.096(3) Uani 0.5 1 d D U P . .
H15A H 0.1360 -1.6343 0.7394 0.115 Uiso 0.5 1 d R U P . .
H15B H 0.1306 -1.5981 0.8427 0.115 Uiso 0.5 1 d R U P . .
C16 C 0.0339(6) -1.5451(7) 0.6795(8) 0.115(4) Uani 0.5 1 d D U P . .
H16A H -0.0148 -1.5678 0.6032 0.138 Uiso 0.5 1 d R U P . .
H16B H 0.0657 -1.4999 0.6674 0.138 Uiso 0.5 1 d R U P . .
C17 C 0.0000 -1.5085(6) 0.7500 0.124(4) Uani 1 2 d DS TU P . .
H17A H -0.0297 -1.4514 0.7204 0.149 Uiso 0.5 1 d R U P . .
H17B H 0.0481 -1.5031 0.8334 0.149 Uiso 0.5 1 d R U P . .
C18 C -0.0670(5) -1.5828(7) 0.7222(10) 0.119(4) Uani 0.5 1 d D U P . .
H18A H -0.0880 -1.5711 0.7714 0.143 Uiso 0.5 1 d R U P . .
H18B H -0.1179 -1.5789 0.6403 0.143 Uiso 0.5 1 d R U P . .


_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 O1 1.969(11) 2_556 ?
Cu1 O1 1.969(11) . ?
Cu1 N1 2.015(9) 2_556 ?
Cu1 N1 2.015(9) . ?
Cu1 N2 2.175(7) 2_556 ?
Cu1 N2 2.175(7) . ?
Se1 O4 1.549(15) . ?
Se1 O4 1.549(15) 2_556 ?
Se1 O2 1.593(9) 2_556 ?
Se1 O2 1.593(9) . ?
Se1 O1 1.783(11) . ?
Se1 O1 1.783(11) 2_556 ?
O1 O4 0.917(18) 2_556 ?
O4 O1 0.917(18) 2_556 ?
C1 N1 1.364(13) . ?
C1 C2 1.380(16) . ?
C2 C3 1.323(14) . ?
C3 C4 1.452(14) . ?
C4 C5 1.415(12) . ?
C4 C12 1.457(14) . ?
C5 C6 1.354(14) . ?
C6 C7 1.474(13) . ?
C7 C11 1.397(10) . ?
C7 C8 1.449(13) . ?
C8 C9 1.397(15) . ?
C9 C10 1.400(13) . ?
C10 N2 1.337(12) . ?
C11 N2 1.389(11) . ?
C11 C12 1.428(12) . ?
C12 N1 1.387(10) . ?
O5' C14 1.452(2) . ?
O5' O5 1.465(6) 2_556 ?
O5 C14 1.173(5) 2_556 ?
O5 C13 1.450(2) . ?
O5 O5' 1.465(6) 2_556 ?
O5 C15 1.801(10) 2_556 ?
C13 C14 0.822(3) 2_556 ?
C13 C14 1.449(5) . ?
C13 C15 1.465(8) 2_556 ?
C13 C18 1.487(9) . ?
C13 C13 1.622(6) 2_556 ?
C13 C16 1.756(11) 2_556 ?
C13 C18 1.896(12) 2_556 ?
C14 C13 0.822(3) 2_556 ?
C14 O5 1.173(5) 2_556 ?
C14 C14 1.343(7) 2_556 ?
C14 C15 1.489(9) . ?
C14 C18 1.659(10) 2_556 ?
C15 C18 0.856(15) 2_556 ?
C15 C13 1.465(8) 2_556 ?
C15 C16 1.477(11) . ?
C15 O5 1.801(10) 2_556 ?
C16 C18 1.242(16) 2_556 ?
C16 C17 1.512(11) . ?
C16 C13 1.756(11) 2_556 ?
C17 C16 1.512(11) 2_556 ?
C17 C18 1.522(11) . ?
C17 C18 1.522(11) 2_556 ?
C18 C15 0.856(15) 2_556 ?
C18 C16 1.242(16) 2_556 ?
C18 C14 1.659(10) 2_556 ?
C18 C13 1.896(12) 2_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 66.0(6) 2_556 . ?
O1 Cu1 N1 97.5(5) 2_556 2_556 ?
O1 Cu1 N1 90.2(5) . 2_556 ?
O1 Cu1 N1 90.2(5) 2_556 . ?
O1 Cu1 N1 97.5(5) . . ?
N1 Cu1 N1 170.8(4) 2_556 . ?
O1 Cu1 N2 98.0(4) 2_556 2_556 ?
O1 Cu1 N2 160.3(3) . 2_556 ?
N1 Cu1 N2 80.0(3) 2_556 2_556 ?
N1 Cu1 N2 94.0(3) . 2_556 ?
O1 Cu1 N2 160.3(3) 2_556 . ?
O1 Cu1 N2 98.0(4) . . ?
N1 Cu1 N2 94.0(3) 2_556 . ?
N1 Cu1 N2 80.0(3) . . ?
N2 Cu1 N2 99.7(4) 2_556 . ?
O4 Se1 O4 135.6(12) . 2_556 ?
O4 Se1 O2 102.5(9) . 2_556 ?
O4 Se1 O2 101.1(8) 2_556 2_556 ?
O4 Se1 O2 101.1(8) . . ?
O4 Se1 O2 102.5(9) 2_556 . ?
O2 Se1 O2 114.5(7) 2_556 . ?
O4 Se1 O1 104.7(7) . . ?
O4 Se1 O1 30.9(6) 2_556 . ?
O2 Se1 O1 113.6(5) 2_556 . ?
O2 Se1 O1 117.7(6) . . ?
O4 Se1 O1 30.9(6) . 2_556 ?
O4 Se1 O1 104.7(7) 2_556 2_556 ?
O2 Se1 O1 117.7(6) 2_556 2_556 ?
O2 Se1 O1 113.6(5) . 2_556 ?
O1 Se1 O1 73.9(7) . 2_556 ?
O4 O1 Se1 60.3(11) 2_556 . ?
O4 O1 Cu1 169.3(12) 2_556 . ?
Se1 O1 Cu1 110.0(5) . . ?
O1 O4 Se1 88.8(12) 2_556 . ?
N1 C1 C2 120.1(9) . . ?
C3 C2 C1 126.1(11) . . ?
C2 C3 C4 116.9(10) . . ?
C5 C4 C3 125.7(9) . . ?
C5 C4 C12 117.5(9) . . ?
C3 C4 C12 116.8(8) . . ?
C6 C5 C4 122.4(9) . . ?
C5 C6 C7 121.4(8) . . ?
C11 C7 C8 119.2(8) . . ?
C11 C7 C6 117.4(8) . . ?
C8 C7 C6 123.3(7) . . ?
C9 C8 C7 117.0(8) . . ?
C8 C9 C10 119.4(10) . . ?
N2 C10 C9 124.8(10) . . ?
C7 C11 N2 122.5(8) . . ?
C7 C11 C12 121.2(8) . . ?
N2 C11 C12 116.3(7) . . ?
N1 C12 C11 118.1(8) . . ?
N1 C12 C4 121.8(8) . . ?
C11 C12 C4 120.0(7) . . ?
C1 N1 C12 118.1(9) . . ?
C1 N1 Cu1 127.1(6) . . ?
C12 N1 Cu1 114.5(7) . . ?
C10 N2 C11 116.8(7) . . ?
C10 N2 Cu1 132.8(6) . . ?
C11 N2 Cu1 110.2(5) . . ?
C14 O5' O5 47.4(2) . 2_556 ?
C14 O5 C13 34.52(15) 2_556 . ?
C14 O5 O5' 65.7(3) 2_556 2_556 ?
C13 O5 O5' 100.1(2) . 2_556 ?
C14 O5 C15 55.3(4) 2_556 2_556 ?
C13 O5 C15 52.2(3) . 2_556 ?
O5' O5 C15 86.3(4) 2_556 2_556 ?
C14 C13 C14 65.9(3) 2_556 . ?
C14 C13 O5 54.0(3) 2_556 . ?
C14 C13 O5 106.91(18) . . ?
C14 C13 C15 75.4(4) 2_556 2_556 ?
C14 C13 C15 125.4(5) . 2_556 ?
O5 C13 C15 76.3(4) . 2_556 ?
C14 C13 C18 86.9(5) 2_556 . ?
C14 C13 C18 105.4(6) . . ?
O5 C13 C18 108.5(4) . . ?
C15 C13 C18 33.7(6) 2_556 . ?
C14 C13 C13 63.1(4) 2_556 2_556 ?
C14 C13 C13 30.40(12) . 2_556 ?
O5 C13 C13 116.34(12) . 2_556 ?
C15 C13 C13 97.9(5) 2_556 2_556 ?
C18 C13 C13 75.0(6) . 2_556 ?
C14 C13 C16 127.5(3) 2_556 2_556 ?
C14 C13 C16 133.0(4) . 2_556 ?
O5 C13 C16 116.0(4) . 2_556 ?
C15 C13 C16 53.7(4) 2_556 2_556 ?
C18 C13 C16 44.1(6) . 2_556 ?
C13 C13 C16 108.3(4) 2_556 2_556 ?
C14 C13 C18 112.4(5) 2_556 2_556 ?
C14 C13 C18 57.6(4) . 2_556 ?
O5 C13 C18 164.3(4) . 2_556 ?
C15 C13 C18 109.5(5) 2_556 2_556 ?
C18 C13 C18 75.8(6) . 2_556 ?
C13 C13 C18 49.3(4) 2_556 2_556 ?
C16 C13 C18 77.9(4) 2_556 2_556 ?
C13 C14 O5 91.5(5) 2_556 2_556 ?
C13 C14 C14 80.1(2) 2_556 2_556 ?
O5 C14 C14 135.4(3) 2_556 2_556 ?
C13 C14 C13 86.5(3) 2_556 . ?
O5 C14 C13 169.35(13) 2_556 . ?
C14 C14 C13 34.0(2) 2_556 . ?
C13 C14 O5' 157.8(5) 2_556 . ?
O5 C14 O5' 66.8(3) 2_556 . ?
C14 C14 O5' 118.3(4) 2_556 . ?
C13 C14 O5' 115.7(4) . . ?
C13 C14 C15 72.3(4) 2_556 . ?
O5 C14 C15 84.3(5) 2_556 . ?
C14 C14 C15 132.2(4) 2_556 . ?
C13 C14 C15 105.0(5) . . ?
O5' C14 C15 99.7(4) . . ?
C13 C14 C18 63.5(4) 2_556 2_556 ?
O5 C14 C18 113.5(5) 2_556 2_556 ?
C14 C14 C18 101.6(4) 2_556 2_556 ?
C13 C14 C18 74.8(5) . 2_556 ?
O5' C14 C18 119.6(3) . 2_556 ?
C15 C14 C18 30.9(6) . 2_556 ?
C18 C15 C13 74.6(8) 2_556 2_556 ?
C18 C15 C16 57.2(11) 2_556 . ?
C13 C15 C16 73.3(5) 2_556 . ?
C18 C15 C14 85.6(10) 2_556 . ?
C13 C15 C14 32.3(2) 2_556 . ?
C16 C15 C14 104.8(6) . . ?
C18 C15 O5 123.6(10) 2_556 2_556 ?
C13 C15 O5 51.5(3) 2_556 2_556 ?
C16 C15 O5 112.0(6) . 2_556 ?
C14 C15 O5 40.4(3) . 2_556 ?
C18 C16 C15 35.4(7) 2_556 . ?
C18 C16 C17 66.3(8) 2_556 . ?
C15 C16 C17 101.6(8) . . ?
C18 C16 C13 56.4(6) 2_556 2_556 ?
C15 C16 C13 53.0(5) . 2_556 ?
C17 C16 C13 89.9(6) . 2_556 ?
C16 C17 C16 138.0(10) . 2_556 ?
C16 C17 C18 98.4(7) . . ?
C16 C17 C18 48.3(6) 2_556 . ?
C16 C17 C18 48.3(6) . 2_556 ?
C16 C17 C18 98.4(7) 2_556 2_556 ?
C18 C17 C18 87.4(8) . 2_556 ?
C15 C18 C16 87.5(14) 2_556 2_556 ?
C15 C18 C13 71.8(9) 2_556 . ?
C16 C18 C13 79.6(7) 2_556 . ?
C15 C18 C17 152.8(15) 2_556 . ?
C16 C18 C17 65.4(7) 2_556 . ?
C13 C18 C17 100.6(5) . . ?
C15 C18 C14 63.4(8) 2_556 2_556 ?
C16 C18 C14 107.2(8) 2_556 2_556 ?
C13 C18 C14 29.7(2) . 2_556 ?
C17 C18 C14 121.7(6) . 2_556 ?
C15 C18 C13 109.9(11) 2_556 2_556 ?
C16 C18 C13 120.2(7) 2_556 2_556 ?
C13 C18 C13 55.7(4) . 2_556 ?
C17 C18 C13 84.5(6) . 2_556 ?
C14 C18 C13 47.5(3) 2_556 2_556 ?

_refine_diff_density_max         0.673
_refine_diff_density_min         -1.262
_refine_diff_density_rms         0.135

