# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_as
_audit_block_doi                 10.5517/ccdc.csd.cc252sz1
_database_code_depnum_ccdc_archive 'CCDC 1998693'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2020-04-23 deposited with the CCDC.	2020-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H8 Cu O5 Se'
_chemical_formula_weight         374.68

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'
Cu Cu 0.3201 1.2651 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           24
_space_group_name_H-M_alt        'I 21 21 21'
_space_group_name_Hall           'I 2b 2c'

_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+1/2, z'
'x, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z+1'
'-x+1/2, y+1, -z+1'

_cell_length_a                   10.889(3)
_cell_length_b                   11.187(3)
_cell_length_c                   30.229(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3682.4(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2560
_cell_measurement_theta_min      2.611
_cell_measurement_theta_max      22.176

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    3.171
_shelx_estimated_absorpt_T_min   0.742
_shelx_estimated_absorpt_T_max   0.809
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13200
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.941
_diffrn_reflns_theta_max         25.099
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             3297
_reflns_number_gt                2801
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    0.986

_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-2013 (Sheldrick, 2013)'
_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)+(0.1387P)²+6.7926P]
 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   0.10(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3297
_refine_ls_number_parameters     170
_refine_ls_number_restraints     352
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0699
_refine_ls_wR_factor_ref         0.1990
_refine_ls_wR_factor_gt          0.1907
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_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
C1 C 0.3802(15) 0.5000 0.7500 0.037(3) Uani 1 2 d S TU P . .
H1 H 0.4656 0.5000 0.7500 0.045 Uiso 1 2 calc R U P . .
C2 C 0.3176(11) 0.5638(11) 0.7816(4) 0.034(2) Uani 1 1 d . U . . .
C3 C 0.1912(12) 0.5634(13) 0.7819(4) 0.050(3) Uani 1 1 d . U . . .
H3 H 0.1490 0.6057 0.8036 0.060 Uiso 1 1 calc R U . . .
C4 C 0.1264(19) 0.5000 0.7500 0.060(4) Uani 1 2 d S TU P C .
C5 C -0.0104(15) 0.5000 0.7500 0.089(4) Uani 1 2 d S TU P . .
C7 C -0.2222(15) 0.4486 0.7385 0.104(4) Uani 1 1 d R U . C .
H7 H -0.2980 0.4154 0.7315 0.125 Uiso 1 1 calc R U . A 1
C8 C 0.6137(9) 0.8658(9) 0.9331(3) 0.0253(19) Uani 1 1 d . U . . .
C9 C 0.6827(10) 0.9301(9) 0.9679(4) 0.029(2) Uani 1 1 d . U . . .
C10 C 0.6819(10) 1.0593(10) 0.9712(4) 0.031(2) Uani 1 1 d . U . . .
H10 H 0.6312 1.1023 0.9523 0.038 Uiso 1 1 calc R U . . .
C11 C 0.7500 0.8671(13) 1.0000 0.030(3) Uani 1 2 d S TU P . .
H11 H 0.7500 0.7840 1.0000 0.036 Uiso 1 2 calc R U P . .
C12 C 0.7500 1.1188(14) 1.0000 0.032(3) Uani 1 2 d S TU P D .
C13 C 0.7500 1.2489(11) 1.0000 0.054(3) Uani 1 2 d S TU P . .
C15 C 0.7054 1.4625(11) 0.9844 0.081(4) Uani 1 1 d R U . D .
H15 H 0.6771 1.5353 0.9736 0.097 Uiso 1 1 calc R U . B 1
C16 C 0.3870(10) 0.6382(10) 0.8162(3) 0.032(2) Uani 1 1 d . U . . .
Cu1 Cu 0.41421(10) 0.83148(10) 0.87468(4) 0.0236(4) Uani 1 1 d . U . . .
O1 O 0.2713(7) 0.9589(7) 0.8772(3) 0.045(2) Uani 1 1 d . U . . .
H1B H 0.2300 0.9559 0.8533 0.054 Uiso 1 1 d R U . . .
H1A H 0.3006 1.0259 0.8803 0.067 Uiso 1 1 d R U . . .
O2 O 0.3284(7) 0.7152(7) 0.8361(2) 0.0337(16) Uani 1 1 d . U . . .
O3 O 0.4958(7) 0.6081(7) 0.8218(2) 0.0309(16) Uani 1 1 d . U . . .
O4 O 0.5263(7) 0.9181(6) 0.9135(2) 0.0278(15) Uani 1 1 d . U . . .
O5 O 0.6451(7) 0.7593(6) 0.9259(2) 0.0273(15) Uani 1 1 d . U . . .
Se1 Se -0.0974(4) 0.3764(5) 0.72183(15) 0.1098(14) Uani 0.5 1 d . U P C 1
C14 C 0.6463(4) 1.3402(3) 0.96522(12) 0.0802(10) Uani 0.5 1 d . U P D 2
H14A H 0.5872 1.3296 0.9452 0.096 Uiso 0.5 1 d R U P D 2
Se2 Se 0.6463(4) 1.3402(3) 0.96522(12) 0.0802(10) Uani 0.5 1 d R U P D 1
C6 C -0.0974(4) 0.3764(5) 0.72183(15) 0.1098(14) Uani 0.5 1 d R U P C 2
H6A H -0.0878 0.3016 0.7082 0.132 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
C1 C2 1.374(14) 3_566 ?
C1 C2 1.374(14) . ?
C1 H1 0.9300 . ?
C2 C3 1.376(17) . ?
C2 C16 1.535(15) . ?
C3 C4 1.390(17) . ?
C3 H3 0.9300 . ?
C4 C3 1.390(17) 3_566 ?
C4 C5 1.49(3) . ?
C5 C6 1.880(9) 3_566 ?
C5 Se1 1.880(9) 3_566 ?
C5 Se1 1.880(9) . ?
C7 C7 1.3418 3_566 ?
C7 Se1 1.660(14) . ?
C7 H7 0.9300 . ?
C8 O5 1.259(12) . ?
C8 O4 1.265(12) . ?
C8 C9 1.480(14) . ?
C9 C11 1.405(13) . ?
C9 C10 1.449(14) . ?
C10 C12 1.323(14) . ?
C10 H10 0.9300 . ?
C11 C9 1.405(13) 8_646 ?
C11 H11 0.9300 . ?
C12 C10 1.323(13) 8_646 ?
C12 C13 1.46(2) . ?
C13 Se2 1.851(8) 8_646 ?
C13 C14 1.851(8) 8_646 ?
C13 C14 1.851(8) . ?
C15 C15 1.3541 8_646 ?
C15 C14 1.620(11) . ?
C15 H15 0.9300 . ?
C16 O2 1.229(12) . ?
C16 O3 1.244(13) . ?
Cu1 O4 1.950(7) . ?
Cu1 O5 1.962(7) 2_665 ?
Cu1 O2 1.982(7) . ?
Cu1 O3 1.993(7) 2_665 ?
Cu1 O1 2.112(7) . ?
Cu1 Cu1 2.610(2) 2_665 ?
O1 H1B 0.8499 . ?
O1 H1A 0.8200 . ?
O3 Cu1 1.994(7) 2_665 ?
O5 Cu1 1.962(7) 2_665 ?
Se1 H6A 0.9391 . ?
C14 H14A 0.8922 . ?

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
C2 C1 C2 120.5(15) 3_566 . ?
C2 C1 H1 119.7 3_566 . ?
C2 C1 H1 119.7 . . ?
C1 C2 C3 119.9(11) . . ?
C1 C2 C16 120.7(11) . . ?
C3 C2 C16 119.3(11) . . ?
C2 C3 C4 120.4(13) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C3 118.9(19) 3_566 . ?
C3 C4 C5 120.5(9) 3_566 . ?
C3 C4 C5 120.5(9) . . ?
C4 C5 C6 120.3(5) . 3_566 ?
C4 C5 Se1 120.3(5) . 3_566 ?
C4 C5 Se1 120.3(5) . . ?
Se1 C5 Se1 119.5(9) 3_566 . ?
C7 C7 Se1 125.0(4) 3_566 . ?
C7 C7 H7 117.5 3_566 . ?
Se1 C7 H7 117.5 . . ?
O5 C8 O4 124.2(9) . . ?
O5 C8 C9 116.4(9) . . ?
O4 C8 C9 119.4(9) . . ?
C11 C9 C10 117.1(10) . . ?
C11 C9 C8 120.8(10) . . ?
C10 C9 C8 122.1(10) . . ?
C12 C10 C9 123.0(11) . . ?
C12 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
C9 C11 C9 119.8(14) 8_646 . ?
C9 C11 H11 120.1 8_646 . ?
C9 C11 H11 120.1 . . ?
C10 C12 C10 119.5(15) 8_646 . ?
C10 C12 C13 120.2(7) 8_646 . ?
C10 C12 C13 120.2(7) . . ?
C12 C13 Se2 123.5(3) . 8_646 ?
C12 C13 C14 123.5(3) . 8_646 ?
C12 C13 C14 123.5(3) . . ?
C14 C13 C14 113.0(7) 8_646 . ?
C15 C15 C14 122.3(3) 8_646 . ?
C15 C15 H15 118.8 8_646 . ?
O2 C16 O3 128.2(10) . . ?
O2 C16 C2 117.2(10) . . ?
O3 C16 C2 114.5(9) . . ?
O4 Cu1 O5 89.4(3) . 2_665 ?
O4 Cu1 O2 167.3(3) . . ?
O5 Cu1 O2 88.3(3) 2_665 . ?
O4 Cu1 O3 90.4(3) . 2_665 ?
O5 Cu1 O3 166.1(3) 2_665 2_665 ?
O2 Cu1 O3 89.0(3) . 2_665 ?
O4 Cu1 O1 96.0(3) . . ?
O5 Cu1 O1 94.5(3) 2_665 . ?
O2 Cu1 O1 96.7(3) . . ?
O3 Cu1 O1 99.3(3) 2_665 . ?
O4 Cu1 Cu1 84.2(2) . 2_665 ?
O5 Cu1 Cu1 82.8(2) 2_665 2_665 ?
O2 Cu1 Cu1 83.1(2) . 2_665 ?
O3 Cu1 Cu1 83.4(2) 2_665 2_665 ?
O1 Cu1 Cu1 177.3(2) . 2_665 ?
Cu1 O1 H1B 109.4 . . ?
Cu1 O1 H1A 109.6 . . ?
H1B O1 H1A 109.8 . . ?
C16 O2 Cu1 120.2(7) . . ?
C16 O3 Cu1 119.0(7) . 2_665 ?
C8 O4 Cu1 121.5(7) . . ?
C8 O5 Cu1 122.4(6) . 2_665 ?
C7 Se1 C5 85.2(2) . . ?
C7 Se1 H6A 131.2 . . ?
C5 Se1 H6A 143.0 . . ?
C15 C14 C13 91.17(18) . . ?
C15 C14 H14A 130.0 . . ?
C13 C14 H14A 138.8 . . ?

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
C2 C1 C2 C3 0.5(10) 3_566 . . . ?
C2 C1 C2 C16 -178.2(12) 3_566 . . . ?
C1 C2 C3 C4 -1(2) . . . . ?
C16 C2 C3 C4 177.8(10) . . . . ?
C2 C3 C4 C3 0.5(10) . . . 3_566 ?
C2 C3 C4 C5 -179.5(10) . . . . ?
C3 C4 C5 C6 -157.9(8) 3_566 . . 3_566 ?
C3 C4 C5 C6 22.1(8) . . . 3_566 ?
C3 C4 C5 Se1 -157.9(8) 3_566 . . 3_566 ?
C3 C4 C5 Se1 22.1(8) . . . 3_566 ?
C3 C4 C5 Se1 22.1(8) 3_566 . . . ?
C3 C4 C5 Se1 -157.9(8) . . . . ?
O5 C8 C9 C11 -19.5(13) . . . . ?
O4 C8 C9 C11 158.6(9) . . . . ?
O5 C8 C9 C10 162.0(10) . . . . ?
O4 C8 C9 C10 -19.8(15) . . . . ?
C11 C9 C10 C12 6.6(16) . . . . ?
C8 C9 C10 C12 -174.9(8) . . . . ?
C10 C9 C11 C9 -3.0(7) . . . 8_646 ?
C8 C9 C11 C9 178.5(11) . . . 8_646 ?
C9 C10 C12 C10 -3.4(8) . . . 8_646 ?
C9 C10 C12 C13 176.6(8) . . . . ?
C10 C12 C13 Se2 6.6(6) 8_646 . . 8_646 ?
C10 C12 C13 Se2 -173.4(6) . . . 8_646 ?
C10 C12 C13 C14 6.6(6) 8_646 . . 8_646 ?
C10 C12 C13 C14 -173.4(6) . . . 8_646 ?
C10 C12 C13 C14 -173.4(6) 8_646 . . . ?
C10 C12 C13 C14 6.6(6) . . . . ?
C1 C2 C16 O2 162.3(9) . . . . ?
C3 C2 C16 O2 -16.4(17) . . . . ?
C1 C2 C16 O3 -20.8(15) . . . . ?
C3 C2 C16 O3 160.5(12) . . . . ?
O3 C16 O2 Cu1 12.7(16) . . . . ?
C2 C16 O2 Cu1 -171.0(7) . . . . ?
O2 C16 O3 Cu1 10.8(16) . . . 2_665 ?
C2 C16 O3 Cu1 -165.6(7) . . . 2_665 ?
O5 C8 O4 Cu1 8.4(13) . . . . ?
C9 C8 O4 Cu1 -169.6(7) . . . . ?
O4 C8 O5 Cu1 13.0(13) . . . 2_665 ?
C9 C8 O5 Cu1 -169.0(7) . . . 2_665 ?
C7 C7 Se1 C5 0.8(3) 3_566 . . . ?
C4 C5 Se1 C7 179.78(8) . . . . ?
C6 C5 Se1 C7 -0.22(8) 3_566 . . . ?
Se1 C5 Se1 C7 -0.22(8) 3_566 . . . ?
C15 C15 C14 C13 -1.8(2) 8_646 . . . ?
C12 C13 C14 C15 -179.48(7) . . . . ?
Se2 C13 C14 C15 0.52(7) 8_646 . . . ?
C14 C13 C14 C15 0.52(7) 8_646 . . . ?

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
_platon_squeeze_void_content
1 0.007 0.168 0.125 403 96 ' '
2 -0.011 0.252 0.375 403 96 ' '
3 -0.016 0.239 0.625 403 96 ' '
4 -0.063 0.741 0.875 403 96 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

_refine_diff_density_max         1.609
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.138

_shelxl_version_number           2013-2



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

data_a_sq
_audit_block_doi                 10.5517/ccdc.csd.cc252t14
_database_code_depnum_ccdc_archive 'CCDC 1998695'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2020-04-23 deposited with the CCDC.	2020-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H40 Cu3 O23 Se3'
_chemical_formula_weight         1268.18

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'
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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   18.7705(19)
_cell_length_b                   18.7705(19)
_cell_length_c                   22.775(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6949(2)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5246
_cell_measurement_theta_min      2.182
_cell_measurement_theta_max      26.221

_exptl_crystal_description       blcok
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.818
_exptl_crystal_F_000             3774
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    3.804
_shelx_estimated_absorpt_T_min   0.358
_shelx_estimated_absorpt_T_max   0.450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3579
_exptl_absorpt_correction_T_max  0.4498
_exptl_absorpt_process_details   sadabs
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16580
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_av_R_equivalents  0.0716
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.539
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             2712
_reflns_number_gt                2320
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+558.8081P] 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         2712
_refine_ls_number_parameters     197
_refine_ls_number_restraints     58
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0861
_refine_ls_wR_factor_ref         0.1960
_refine_ls_wR_factor_gt          0.1924
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_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 -0.13381(7) 0.12199(7) 0.15328(4) 0.0180(3) Uani 1 1 d . . . . .
O1 O -0.0945(5) 0.0335(5) 0.1428(3) 0.0405(19) Uani 1 1 d . . . . .
H1C H -0.068287 0.051993 0.110829 0.049 Uiso 1 1 d R U . . .
H1D H -0.112398 -0.017548 0.148013 0.049 Uiso 1 1 d R U . . .
O2 O -0.0655(4) 0.1704(4) 0.2240(3) 0.0312(16) Uani 1 1 d . . . . .
O3 O -0.1268(4) 0.2422(4) 0.2488(3) 0.0279(15) Uani 1 1 d . . . . .
O4 O 0.0681(4) 0.4411(4) 0.4660(3) 0.0317(16) Uani 1 1 d . . . . .
O5 O -0.0645(4) 0.3860(4) 0.4399(3) 0.0305(16) Uani 1 1 d . . . . .
O6 O 1.000000 1.000000 0.0610(7) 0.051(4) Uani 1 3 d S T P . .
H6C H 0.973720 1.018510 0.080004 0.061 Uiso 0.3333 1 d R U P . .
H6D H 0.996520 0.959390 0.080004 0.061 Uiso 0.3333 1 d R U P . .
O7 O 0.7542(6) 0.2407(6) 0.3377(4) 0.062(3) Uani 1 1 d . . . . .
H7C H 0.780942 0.235888 0.309385 0.074 Uiso 1 1 d R U . . .
H7D H 0.703123 0.212498 0.330125 0.074 Uiso 0.5 1 d R U P . .
H7A H 0.768423 0.290958 0.342965 0.074 Uiso 0.5 1 d R U P . .
O8 O 1.000000 1.000000 0.2280(7) 0.077(6) Uani 1 3 d S T P . .
H8C H 0.974250 1.018890 0.208776 0.093 Uiso 0.3333 1 d R U P . .
H8D H 0.997040 0.959790 0.208776 0.093 Uiso 0.3333 1 d R U P . .
O9 O 0.7733(7) 0.8804(6) 0.1293(6) 0.092(4) Uani 1 1 d . . . . .
H9C H 0.773365 0.835230 0.130640 0.110 Uiso 1 1 d R U . . .
H9D H 0.786135 0.899310 0.094600 0.110 Uiso 1 1 d R U . . .
Se1 Se 0.20735(16) 0.26270(18) 0.45539(11) 0.0541(9) Uani 0.548(4) 1 d D U P A
1
Se1' Se 0.1405(2) 0.1354(2) 0.35686(15) 0.0616(12) Uani 0.452(4) 1 d D . P A 2
C1 C -0.0764(6) 0.2170(6) 0.2571(4) 0.024(2) Uani 1 1 d . . . . .
C2 C -0.0260(4) 0.2459(4) 0.3122(2) 0.025(2) Uani 1 1 d G . . . .
C3 C 0.0323(4) 0.2231(4) 0.3248(2) 0.030(2) Uani 1 1 d G . . . .
H3 H 0.038266 0.186927 0.300126 0.036 Uiso 1 1 calc R U . . .
C4 C 0.0816(4) 0.2542(4) 0.3744(3) 0.032(2) Uani 1 1 d G . . . .
C5 C 0.0727(4) 0.3082(4) 0.4113(2) 0.030(2) Uani 1 1 d G . . . .
H5 H 0.105652 0.329026 0.444463 0.036 Uiso 1 1 calc R U . . .
C6 C 0.0144(4) 0.3310(4) 0.3986(2) 0.024(2) Uani 1 1 d G . . . .
C7 C -0.0349(3) 0.2999(4) 0.3491(3) 0.026(2) Uani 1 1 d G . . . .
H7 H -0.073897 0.315192 0.340593 0.031 Uiso 1 1 calc R U . . .
C8 C 0.0056(6) 0.3906(6) 0.4378(4) 0.025(2) Uani 1 1 d . . . . .
C9 C 0.1461(5) 0.2307(4) 0.3885(3) 0.042(3) Uani 1 1 d D . . . .
C10 C 0.1657(10) 0.1839(9) 0.3520(7) 0.0616(12) Uani 0.548(4) 1 d D U P A 1
H10 H 0.140544 0.162415 0.316058 0.074 Uiso 0.548(4) 1 calc R U P A 1
C11 C 0.2278(11) 0.1733(13) 0.3760(9) 0.064(4) Uani 0.548(4) 1 d D U P A 1
H11 H 0.248263 0.144084 0.356100 0.077 Uiso 0.548(4) 1 calc R U P A 1
C12 C 0.2585(11) 0.2077(9) 0.4306(9) 0.053(4) Uani 0.548(4) 1 d D U P A 1
H12 H 0.298834 0.203239 0.451302 0.064 Uiso 0.548(4) 1 calc R U P A 1
C10' C 0.2138(8) 0.2721(13) 0.4245(7) 0.0541(9) Uani 0.452(4) 1 d D . P A 2
H10' H 0.226292 0.320554 0.443888 0.065 Uiso 0.452(4) 1 calc R U P A 2
C11' C 0.2618(17) 0.2350(15) 0.4292(11) 0.064(4) Uani 0.452(4) 1 d D . P A 2
H11' H 0.309127 0.257225 0.452179 0.077 Uiso 0.452(4) 1 calc R U P A 2
C12' C 0.2347(7) 0.1627(15) 0.3976(7) 0.053(4) Uani 0.452(4) 1 d D . P A 2
H12' H 0.261222 0.132056 0.397207 0.064 Uiso 0.452(4) 1 calc R U P A 2


_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 O4 1.963(6) 17_445 ?
Cu1 O3 1.964(6) 13_455 ?
Cu1 O5 1.970(7) 8_554 ?
Cu1 O2 1.974(6) . ?
Cu1 O1 2.142(7) . ?
Cu1 Cu1 2.603(2) 13_455 ?
O1 H1C 0.8499 . ?
O1 H1D 0.8499 . ?
O2 C1 1.245(12) . ?
O3 C1 1.266(12) . ?
O4 C8 1.256(12) . ?
O5 C8 1.277(12) . ?
O6 H6C 0.8500 . ?
O6 H6D 0.8501 . ?
O6 H6C 0.8500 2_765 ?
O6 H6C 0.8500 3_675 ?
O6 H6D 0.8501 2_765 ?
O6 H6D 0.8501 3_675 ?
O7 H7C 0.8500 . ?
O7 H7D 0.8501 . ?
O7 H7A 0.8499 . ?
O8 H8C 0.8499 . ?
O8 H8D 0.8500 . ?
O8 H8C 0.8499 2_765 ?
O8 H8C 0.8499 3_675 ?
O8 H8D 0.8499 2_765 ?
O8 H8D 0.8499 3_675 ?
O9 H9C 0.8501 . ?
O9 H9D 0.8500 . ?
Se1 C12 1.816(10) . ?
Se1 C9 1.819(7) . ?
Se1' C12' 1.829(10) . ?
Se1' C9 1.882(7) . ?
C1 C2 1.499(10) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C3 C4 1.3900 . ?
C3 H3 0.9300 . ?
C4 C5 1.3900 . ?
C4 C9 1.517(9) . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 C7 1.3900 . ?
C6 C8 1.501(10) . ?
C7 H7 0.9300 . ?
C9 C10' 1.379(10) . ?
C9 C10 1.386(10) . ?
C10 C11 1.390(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(10) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C10' C11' 1.391(10) . ?
C10' H10' 0.9300 . ?
C11' C12' 1.388(10) . ?
C11' H11' 0.9300 . ?
C12' H12' 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu1 O3 90.0(3) 17_445 13_455 ?
O4 Cu1 O5 169.4(3) 17_445 8_554 ?
O3 Cu1 O5 86.9(3) 13_455 8_554 ?
O4 Cu1 O2 91.5(3) 17_445 . ?
O3 Cu1 O2 168.9(3) 13_455 . ?
O5 Cu1 O2 89.7(3) 8_554 . ?
O4 Cu1 O1 87.5(3) 17_445 . ?
O3 Cu1 O1 98.1(3) 13_455 . ?
O5 Cu1 O1 103.0(3) 8_554 . ?
O2 Cu1 O1 93.0(3) . . ?
O4 Cu1 Cu1 82.4(2) 17_445 13_455 ?
O3 Cu1 Cu1 83.9(2) 13_455 13_455 ?
O5 Cu1 Cu1 87.2(2) 8_554 13_455 ?
O2 Cu1 Cu1 85.4(2) . 13_455 ?
O1 Cu1 Cu1 169.7(2) . 13_455 ?
Cu1 O1 H1C 97.6 . . ?
Cu1 O1 H1D 139.8 . . ?
H1C O1 H1D 113.7 . . ?
C1 O2 Cu1 121.4(6) . . ?
C1 O3 Cu1 123.3(6) . 13_455 ?
C8 O4 Cu1 125.8(6) . 18 ?
C8 O5 Cu1 119.5(6) . 6_455 ?
H6C O6 H6D 107.9 . . ?
H6C O6 H6C 96.4 . 2_765 ?
H6D O6 H6C 17.1 . 2_765 ?
H6C O6 H6C 96.4 . 3_675 ?
H6D O6 H6C 82.6 . 3_675 ?
H6C O6 H6C 96.4 2_765 3_675 ?
H6C O6 H6D 82.6 . 2_765 ?
H6D O6 H6D 96.4 . 2_765 ?
H6C O6 H6D 107.9 2_765 2_765 ?
H6C O6 H6D 17.1 3_675 2_765 ?
H6C O6 H6D 17.1 . 3_675 ?
H6D O6 H6D 96.4 . 3_675 ?
H6C O6 H6D 82.6 2_765 3_675 ?
H6C O6 H6D 107.9 3_675 3_675 ?
H6D O6 H6D 96.4 2_765 3_675 ?
H7C O7 H7D 108.7 . . ?
H7C O7 H7A 110.5 . . ?
H7D O7 H7A 110.5 . . ?
H8C O8 H8D 107.9 . . ?
H8C O8 H8C 95.9 . 2_765 ?
H8D O8 H8C 18.1 . 2_765 ?
H8C O8 H8C 95.9 . 3_675 ?
H8D O8 H8C 81.3 . 3_675 ?
H8C O8 H8C 95.9 2_765 3_675 ?
H8C O8 H8D 81.3 . 2_765 ?
H8D O8 H8D 95.9 . 2_765 ?
H8C O8 H8D 107.9 2_765 2_765 ?
H8C O8 H8D 18.1 3_675 2_765 ?
H8C O8 H8D 18.1 . 3_675 ?
H8D O8 H8D 95.9 . 3_675 ?
H8C O8 H8D 81.3 2_765 3_675 ?
H8C O8 H8D 107.9 3_675 3_675 ?
H8D O8 H8D 95.9 2_765 3_675 ?
H9C O9 H9D 107.9 . . ?
C12 Se1 C9 88.8(7) . . ?
C12' Se1' C9 87.2(9) . . ?
O2 C1 O3 125.9(9) . . ?
O2 C1 C2 117.7(8) . . ?
O3 C1 C2 116.4(8) . . ?
C3 C2 C7 120.0 . . ?
C3 C2 C1 120.9(5) . . ?
C7 C2 C1 119.0(5) . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 C9 119.3(4) . . ?
C3 C4 C9 120.7(4) . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C7 C6 C5 120.0 . . ?
C7 C6 C8 119.8(5) . . ?
C5 C6 C8 120.2(5) . . ?
C6 C7 C2 120.0 . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
O4 C8 O5 124.9(9) . . ?
O4 C8 C6 117.3(8) . . ?
O5 C8 C6 117.8(8) . . ?
C10' C9 C4 127.4(12) . . ?
C10 C9 C4 124.0(10) . . ?
C10 C9 Se1 112.8(10) . . ?
C4 C9 Se1 123.1(5) . . ?
C10' C9 Se1' 111.2(12) . . ?
C4 C9 Se1' 121.4(5) . . ?
C9 C10 C11 111.1(18) . . ?
C9 C10 H10 124.4 . . ?
C11 C10 H10 124.4 . . ?
C12 C11 C10 118(2) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C11 C12 Se1 109.2(16) . . ?
C11 C12 H12 125.4 . . ?
Se1 C12 H12 125.4 . . ?
C9 C10' C11' 114(2) . . ?
C9 C10' H10' 122.9 . . ?
C11' C10' H10' 122.9 . . ?
C12' C11' C10' 116(3) . . ?
C12' C11' H11' 122.1 . . ?
C10' C11' H11' 122.1 . . ?
C11' C12' Se1' 112(2) . . ?
C11' C12' H12' 124.2 . . ?
Se1' C12' H12' 124.2 . . ?

_refine_diff_density_max         1.351
_refine_diff_density_min         -1.156
_refine_diff_density_rms         0.172




####################################################################### 
# 
# 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_c
_audit_block_doi                 10.5517/ccdc.csd.cc252t03
_database_code_depnum_ccdc_archive 'CCDC 1998694'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2020-04-23 deposited with the CCDC.	2020-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H8 Cu O5 Se'
_chemical_formula_weight         374.68

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'
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      trigonal
_space_group_IT_number           164
_space_group_name_H-M_alt        'P -3 m 1'
_space_group_name_Hall           '-P 3 2"'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'

_cell_length_a                   18.8359(13)
_cell_length_b                   18.8359(13)
_cell_length_c                   7.1622(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2200.6(4)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3910
_cell_measurement_theta_min      2.496
_cell_measurement_theta_max      24.653

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_F_000             1098
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.979
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'bruker smart ccd'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16756
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.248
_diffrn_reflns_theta_max         26.990
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1694
_reflns_number_gt                1362
_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-2013 (Sheldrick, 2013)'
_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)+(0.1725P)²+6.1124P]
 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         1694
_refine_ls_number_parameters     119
_refine_ls_number_restraints     86
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0798
_refine_ls_wR_factor_ref         0.2493
_refine_ls_wR_factor_gt          0.2386
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.088
_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 0.52197(2) 0.47803(2) 0.65347(12) 0.0235(4) Uani 1 2 d S T P . .
Se1 Se 0.9242(2) 0.7220(3) -0.2842(6) 0.0936(11) Uani 0.3131(19) 1 d D U P A -1
Se1' Se 0.9462(3) 0.7947(4) -0.1320(9) 0.0936(11) Uani 0.1869(19) 1 d D . P A
-2
O1 O 0.5576(2) 0.4424(2) 0.9078(9) 0.058(2) Uani 1 2 d S T P . .
H1A H 0.5176 0.4224 0.9839 0.087 Uiso 0.5 1 d R U P . .
H1B H 0.5710 0.4065 0.8831 0.087 Uiso 0.5 1 d R U P . .
O2 O 0.6272(3) 0.5180(3) 0.5283(6) 0.0399(11) Uani 1 1 d . . . . .
O3 O 0.5902(3) 0.5553(3) 0.2647(7) 0.0453(12) Uani 1 1 d . . . . .
C1 C 0.6404(3) 0.5464(4) 0.3659(9) 0.0318(13) Uani 1 1 d . . . . .
C2 C 0.7227(3) 0.5724(4) 0.2825(8) 0.0308(12) Uani 1 1 d . . . . .
C3 C 0.7749(3) 0.5498(5) 0.3632(11) 0.0318(17) Uani 1 2 d S T P . .
H3 H 0.7596 0.5191 0.4727 0.038 Uiso 1 2 calc R U P . .
C4 C 0.7458(4) 0.6185(5) 0.1204(10) 0.0459(17) Uani 1 1 d . . . . .
H4 H 0.7100 0.6323 0.0638 0.055 Uiso 1 1 calc R U . . .
C5 C 0.8220(3) 0.6440(7) 0.0420(16) 0.055(3) Uani 1 2 d S T P A .
C6 C 0.8502(3) 0.7005(5) -0.1023(12) 0.105(3) Uani 1 2 d DS TU P . .
C7 C 0.8130(8) 0.7488(9) -0.100(2) 0.116(4) Uani 0.3131(19) 1 d D U P A -1
H7 H 0.7741 0.7438 -0.0134 0.139 Uiso 0.3131(19) 1 calc R U P A -1
C8 C 0.8419(10) 0.8053(11) -0.246(3) 0.113(4) Uani 0.3131(19) 1 d D U P A -1
H8 H 0.8241 0.8427 -0.2667 0.136 Uiso 0.3131(19) 1 calc R U P A -1
C9 C 0.9003(4) 0.8006(7) -0.3570(15) 0.117(3) Uani 1 2 d DS TU P . .
H9 H 0.9248 0.8345 -0.4594 0.140 Uiso 0.5 1 calc R U P A .
C7' C 0.7934(7) 0.6790(10) -0.248(2) 0.116(4) Uani 0.1869(19) 1 d D . P A -2
H7' H 0.7420 0.6319 -0.2480 0.139 Uiso 0.1869(19) 1 calc R U P A -2
C8' C 0.8226(8) 0.7358(11) -0.392(2) 0.113(4) Uani 0.1869(19) 1 d D . P A -2
H8' H 0.7932 0.7309 -0.5003 0.136 Uiso 0.1869(19) 1 calc R U P A -2


_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 O2 1.951(4) 10_665 ?
Cu1 O2 1.951(4) . ?
Cu1 O3 1.968(4) 4_556 ?
Cu1 O3 1.968(4) 7_666 ?
Cu1 O1 2.160(6) . ?
Cu1 Cu1 2.6246(17) 7_666 ?
Se1 C6 1.800(7) . ?
Se1 C9 1.826(8) . ?
Se1' C6 1.804(7) . ?
Se1' C9 1.858(8) . ?
O2 C1 1.252(8) . ?
O3 C1 1.268(7) . ?
O3 Cu1 1.968(4) 7_666 ?
C1 C2 1.496(8) . ?
C2 C3 1.379(7) . ?
C2 C4 1.383(9) . ?
C3 C2 1.379(7) 11_655 ?
C4 C5 1.384(8) . ?
C5 C4 1.384(8) 11_655 ?
C5 C6 1.385(13) . ?
C6 C7 1.399(9) . ?
C6 C7' 1.401(10) . ?
C7 C8 1.390(10) . ?
C8 C9 1.397(9) . ?
C9 C8' 1.380(9) . ?
C7' C8' 1.388(10) . ?

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
O2 Cu1 O2 89.0(3) 10_665 . ?
O2 Cu1 O3 168.85(18) 10_665 4_556 ?
O2 Cu1 O3 90.3(2) . 4_556 ?
O2 Cu1 O3 90.3(2) 10_665 7_666 ?
O2 Cu1 O3 168.85(18) . 7_666 ?
O3 Cu1 O3 88.3(3) 4_556 7_666 ?
O2 Cu1 O1 95.40(18) 10_665 . ?
O2 Cu1 O1 95.40(18) . . ?
O3 Cu1 O1 95.74(19) 4_556 . ?
O3 Cu1 O1 95.74(19) 7_666 . ?
O2 Cu1 Cu1 85.02(13) 10_665 7_666 ?
O2 Cu1 Cu1 85.02(13) . 7_666 ?
O3 Cu1 Cu1 83.83(13) 4_556 7_666 ?
O3 Cu1 Cu1 83.83(13) 7_666 7_666 ?
O1 Cu1 Cu1 179.4(2) . 7_666 ?
C6 Se1 C9 85.0(4) . . ?
C6 Se1' C9 83.9(5) . . ?
C1 O2 Cu1 122.6(4) . . ?
C1 O3 Cu1 122.7(4) . 7_666 ?
O2 C1 O3 125.8(5) . . ?
O2 C1 C2 117.6(5) . . ?
O3 C1 C2 116.6(5) . . ?
C3 C2 C4 119.7(6) . . ?
C3 C2 C1 120.9(5) . . ?
C4 C2 C1 119.4(5) . . ?
C2 C3 C2 120.4(8) . 11_655 ?
C5 C4 C2 120.4(6) . . ?
C4 C5 C4 119.3(9) 11_655 . ?
C4 C5 C6 120.2(5) 11_655 . ?
C4 C5 C6 120.2(5) . . ?
C5 C6 C7 111.6(6) . . ?
C5 C6 C7' 112.9(7) . . ?
C5 C6 Se1 132.1(3) . . ?
C7 C6 Se1 116.3(8) . . ?
C5 C6 Se1' 130.9(3) . . ?
C7' C6 Se1' 116.2(8) . . ?
C8 C7 C6 111.1(9) . . ?
C7 C8 C9 113.4(9) . . ?
C8 C9 Se1 114.2(8) . . ?
C8' C9 Se1' 115.1(8) . . ?
C8' C7' C6 112.3(9) . . ?
C9 C8' C7' 112.5(9) . . ?

_refine_diff_density_max         1.951
_refine_diff_density_min         -1.834
_refine_diff_density_rms         0.178


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 0.000 -0.059 65.5 0.8
2 0.333 0.667 0.025 170.0 -4.0
3 0.667 0.333 -0.072 170.0 -2.9
_platon_squeeze_details          
;
;
_shelxl_version_number           2013-2



