# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_btal294_s_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2237647'
loop_
_audit_author_name
_audit_author_address
'Barbara Tirloni'
;Universidade Federal de Santa Maria
Brazil
;
_audit_update_record             
;
2023-01-23 deposited with the CCDC.	2023-10-28 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         'C10 H10 N2 O6 Se2 Zn'
_chemical_formula_sum            'C10 H10 N2 O6 Se2 Zn'
_chemical_formula_weight         477.49

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   16.9676(8)
_cell_length_b                   10.9596(5)
_cell_length_c                   7.4548(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.478(2)
_cell_angle_gamma                90
_cell_volume                     1379.95(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9250
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.74

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.298
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.028
_exptl_absorpt_coefficient_mu    7.083
_shelx_estimated_absorpt_T_min   0.408
_shelx_estimated_absorpt_T_max   0.826
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6303
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus X ray tube'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28932
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_av_R_equivalents  0.0835
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.215
_diffrn_reflns_theta_max         30.604
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2132
_reflns_number_gt                1504
_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       'APEX3 v2015.5-2 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT 2018 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond (version 4.4.1)'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0246P)²+4.4731P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2132
_refine_ls_number_parameters     97
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.0727
_refine_ls_wR_factor_gt          0.0647
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.002
_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
O1 O 0.59745(15) 0.4649(2) 0.3171(4) 0.0346(6) Uani 1 1 d . . . . .
Se1 Se 0.61014(2) 0.60051(3) 0.41275(5) 0.02823(11) Uani 1 1 d . . . . .
Zn1 Zn 0.500000 0.35438(5) 0.250000 0.02713(15) Uani 1 2 d S T P . .
C1 C 0.4563(2) 0.0851(3) 0.2271(5) 0.0308(8) Uani 1 1 d . . . . .
N1 N 0.42197(17) 0.1948(3) 0.2043(4) 0.0279(6) Uani 1 1 d . . . . .
C2 C 0.4125(3) -0.0214(4) 0.2121(6) 0.0477(11) Uani 1 1 d . . . . .
H2 H 0.437489 -0.096713 0.228341 0.057 Uiso 1 1 calc R U . . .
O2 O 0.52320(14) 0.6439(2) 0.4786(3) 0.0325(6) Uani 1 1 d . . . . .
C3 C 0.3320(3) -0.0151(4) 0.1730(7) 0.0544(12) Uani 1 1 d . . . . .
H3 H 0.301794 -0.086032 0.163094 0.065 Uiso 1 1 calc R U . . .
O3 O 0.61320(16) 0.6929(2) 0.2215(4) 0.0381(6) Uani 1 1 d . . . . .
H3A H 0.573106 0.681765 0.152977 0.057 Uiso 1 1 calc R U . . .
C4 C 0.2964(2) 0.0970(4) 0.1486(6) 0.0456(10) Uani 1 1 d . . . . .
H4 H 0.241923 0.103612 0.121412 0.055 Uiso 1 1 calc R U . . .
C5 C 0.3436(2) 0.1993(4) 0.1656(5) 0.0359(9) Uani 1 1 d . . . . .
H5 H 0.319679 0.275305 0.149232 0.043 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
O1 Se1 1.654(2) . ?
O1 Zn1 2.072(2) . ?
Se1 O2 1.668(2) . ?
Se1 O3 1.754(3) . ?
Zn1 O2 2.098(2) 6_565 ?
Zn1 O2 2.098(2) 5_666 ?
Zn1 N1 2.201(3) 2_655 ?
Zn1 N1 2.201(3) . ?
C1 N1 1.339(4) . ?
C1 C2 1.383(5) . ?
C1 C1 1.489(7) 2_655 ?
N1 C5 1.334(5) . ?
C2 C3 1.372(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.374(6) . ?
C3 H3 0.9300 . ?
O3 H3A 0.8200 . ?
C4 C5 1.376(5) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Se1 O1 Zn1 134.23(14) . . ?
O1 Se1 O2 107.49(12) . . ?
O1 Se1 O3 100.44(13) . . ?
O2 Se1 O3 99.79(13) . . ?
O1 Zn1 O1 108.46(14) 2_655 . ?
O1 Zn1 O2 88.90(10) 2_655 6_565 ?
O1 Zn1 O2 90.50(10) . 6_565 ?
O1 Zn1 O2 90.50(10) 2_655 5_666 ?
O1 Zn1 O2 88.90(10) . 5_666 ?
O2 Zn1 O2 178.96(14) 6_565 5_666 ?
O1 Zn1 N1 163.03(10) 2_655 2_655 ?
O1 Zn1 N1 88.44(10) . 2_655 ?
O2 Zn1 N1 89.48(10) 6_565 2_655 ?
O2 Zn1 N1 91.34(10) 5_666 2_655 ?
O1 Zn1 N1 88.44(10) 2_655 . ?
O1 Zn1 N1 163.03(10) . . ?
O2 Zn1 N1 91.34(10) 6_565 . ?
O2 Zn1 N1 89.48(10) 5_666 . ?
N1 Zn1 N1 74.71(15) 2_655 . ?
N1 C1 C2 121.6(3) . . ?
N1 C1 C1 116.2(2) . 2_655 ?
C2 C1 C1 122.3(2) . 2_655 ?
C5 N1 C1 118.2(3) . . ?
C5 N1 Zn1 125.2(2) . . ?
C1 N1 Zn1 116.4(2) . . ?
C3 C2 C1 119.4(4) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
Se1 O2 Zn1 122.61(13) . 5_666 ?
C2 C3 C4 119.3(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
Se1 O3 H3A 109.5 . . ?
C3 C4 C5 118.1(4) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
N1 C5 C4 123.3(4) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?

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
Zn1 O1 Se1 O2 5.7(2) . . . . ?
Zn1 O1 Se1 O3 -98.1(2) . . . . ?
C2 C1 N1 C5 -0.3(5) . . . . ?
C1 C1 N1 C5 -179.1(4) 2_655 . . . ?
C2 C1 N1 Zn1 176.3(3) . . . . ?
C1 C1 N1 Zn1 -2.5(5) 2_655 . . . ?
N1 C1 C2 C3 0.0(7) . . . . ?
C1 C1 C2 C3 178.7(5) 2_655 . . . ?
O1 Se1 O2 Zn1 106.88(16) . . . 5_666 ?
O3 Se1 O2 Zn1 -148.80(15) . . . 5_666 ?
C1 C2 C3 C4 0.3(7) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C1 N1 C5 C4 0.3(6) . . . . ?
Zn1 N1 C5 C4 -176.0(3) . . . . ?
C3 C4 C5 N1 0.0(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H3A O2 0.82 1.87 2.685(4) 172.3 2_655 yes

_refine_diff_density_max         0.670
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.129

####################################################################### 
# 
# 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_BTAL257_S_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2237649'
loop_
_audit_author_name
_audit_author_address
'Barbara Tirloni'
;Universidade Federal de Santa Maria
Brazil
;
_audit_update_record             
;
2023-01-23 deposited with the CCDC.	2023-10-28 downloaded from the CCDC.
;
# start Validation Reply Form


_vrf_PLAT341_BTAL257_S_0m_a      
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.014 Ang. 
RESPONSE: No disorder is seen.These problems might be due to small
errors in the Fo map.
;
_vrf_PLAT906_BTAL257_S_0m_a      
;
PROBLEM: Large K Value in the Analysis of Variance ...... 5.762 Check  
RESPONSE: The large K (average Fo/Fc) value correspends to the
lowest Fc/Fc(max) bin which contains the weakest reflections. This implies
that the weakest relections have on average twice the intensity as calculated
to have. We believe this is due to small fragments which diffract and
interfer with the weak reflections.
;
_vrf_PLAT911_BTAL257_S_0m_a      
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.600           14 Report
RESPONSE: These reflections are low angle and very strong. They were likely
eliminated by SAINT because they were topped (exceeded the detector dynamic
range) or diffracted in a sequence of images too long (exceeded frame queue).
;
_vrf_PLAT934_BTAL257_S_0m_a      
;
PROBLEM:  Number of (Iobs-Icalc)/SigmaW > 10 Outliers .... 1 Check 
RESPONSE: These reflections are considerable stronger than they should be.
This is likely due to other, small crystal fragments attached to the main crystal.
;
_vrf_PLAT975_BTAL257_S_0m_a      
;
PROBLEM:  Check Calcd Resid. Dens. 1.05A From O6                 0.75 eA-3 
 
RESPONSE: This peak does not correspond to a hydrogen bond. No disorder is seen.
These problems might be due to small errors in the Fo map.
;
_vrf_PLAT977_BTAL257_S_0m_a      
;
PROBLEM:  Check Negative Difference Density on H8              -0.36 eA-3  
RESPONSE: No disorder is seen. These problems might be due to small errors
in the Fo map. 
;
_vrf_PLAT978_BTAL257_S_0m_a      
;
PROBLEM:  Number C-C Bonds with Positive Residual Density.          0 Info   
RESPONSE: The density for C-C bonds exists and is visible in the Fo map.
The residual density is just below the cutoff do to larger variations
in the Fo-Fc map elsewhere.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 N4 O12 Se4 Zn2'
_chemical_formula_sum            'C24 H20 N4 O12 Se4 Zn2'
_chemical_formula_weight         1003.02

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   7.4196(6)
_cell_length_b                   9.7542(9)
_cell_length_c                   11.1087(10)
_cell_angle_alpha                71.238(3)
_cell_angle_beta                 88.646(3)
_cell_angle_gamma                87.737(3)
_cell_volume                     760.60(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    8763
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.91
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.190
_exptl_crystal_F_000             484
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.045
_exptl_absorpt_coefficient_mu    6.431
_shelx_estimated_absorpt_T_min   0.466
_shelx_estimated_absorpt_T_max   0.761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6586
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
; SADABS (version 2014/5; Bruker, 2014) was used to perform the
multi-scan absorption correction.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus X ray tube'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23456
_diffrn_reflns_av_unetI/netI     0.0710
_diffrn_reflns_av_R_equivalents  0.0673
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.206
_diffrn_reflns_theta_max         30.571
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4648
_reflns_number_gt                3071
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX3 v2015.5-2 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Diamond (version 4.6i)'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refined as a 2-component perfect 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)+(0.0607P)²+4.1696P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4648
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1556
_refine_ls_wR_factor_gt          0.1402
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_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
Zn1 Zn 0.75668(10) 0.37024(8) 0.62362(7) 0.02516(19) Uani 1 1 d . . . . .
O1 O 0.7069(7) 0.5855(5) 0.6082(4) 0.0321(11) Uani 1 1 d . . . . .
Se1 Se 0.59734(9) 0.72119(7) 0.50282(6) 0.02697(17) Uani 1 1 d . . . . .
C1 C 0.6875(10) 0.4070(10) 0.8963(7) 0.0399(17) Uani 1 1 d . . . . .
H1 H 0.672256 0.505156 0.851297 0.048 Uiso 1 1 calc R U . . .
N1 N 0.7198(7) 0.3161(7) 0.8309(5) 0.0308(12) Uani 1 1 d . . . . .
C2 C 0.6752(13) 0.3644(13) 1.0272(9) 0.059(3) Uani 1 1 d . . . . .
H2 H 0.656724 0.432844 1.068623 0.071 Uiso 1 1 calc R U . . .
O2 O 0.7797(7) 0.8172(5) 0.4168(5) 0.0367(11) Uani 1 1 d . . . . .
H2A H 0.854022 0.760281 0.401641 0.055 Uiso 1 1 calc R U . . .
Se2 Se 0.89604(9) 0.46705(7) 0.31499(6) 0.02509(17) Uani 1 1 d . . . . .
N2 N 0.7967(7) 0.1313(6) 0.7003(5) 0.0274(12) Uani 1 1 d . . . . .
O4 O 0.8101(7) 0.3530(5) 0.4458(4) 0.0340(11) Uani 1 1 d . . . . .
C4 C 0.7223(12) 0.1207(11) 1.0313(8) 0.054(2) Uani 1 1 d . . . . .
C3 C 0.6902(12) 0.2224(14) 1.0942(8) 0.063(3) Uani 1 1 d . . . . .
H3 H 0.679174 0.192082 1.182333 0.076 Uiso 1 1 calc R U . . .
O3 O 0.5195(6) 0.6551(5) 0.3937(4) 0.0298(10) Uani 1 1 d . . . . .
O6 O 0.6981(7) 0.5449(6) 0.2336(5) 0.0353(11) Uani 1 1 d . . . . .
H4 H 0.621897 0.556629 0.284383 0.053 Uiso 1 1 calc R U . . .
C6 C 0.7716(16) -0.1259(12) 1.0280(9) 0.070(3) Uani 1 1 d . . . . .
H6 H 0.779839 -0.225079 1.070424 0.084 Uiso 1 1 calc R U . . .
C5 C 0.7370(14) -0.0370(13) 1.0948(9) 0.071(3) Uani 1 1 d . . . . .
H5 H 0.721830 -0.074546 1.182504 0.085 Uiso 1 1 calc R U . . .
O5 O 0.9685(6) 0.6087(5) 0.3520(5) 0.0298(10) Uani 1 1 d . . . . .
C10 C 0.8367(10) 0.0429(8) 0.6344(8) 0.0373(16) Uani 1 1 d . . . . .
H10 H 0.851947 0.081758 0.546755 0.045 Uiso 1 1 calc R U . . .
C11 C 0.7774(8) 0.0743(8) 0.8275(7) 0.0320(15) Uani 1 1 d . . . . .
C12 C 0.7369(9) 0.1730(8) 0.8981(6) 0.0332(15) Uani 1 1 d . . . . .
C9 C 0.8568(12) -0.1077(9) 0.6920(10) 0.053(2) Uani 1 1 d . . . . .
H9 H 0.882046 -0.167342 0.642734 0.063 Uiso 1 1 calc R U . . .
C8 C 0.8397(13) -0.1646(9) 0.8179(10) 0.057(2) Uani 1 1 d . . . . .
H8 H 0.855902 -0.264078 0.856603 0.068 Uiso 1 1 calc R U . . .
C7 C 0.7969(11) -0.0748(9) 0.8931(8) 0.0444(19) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O4 2.064(5) . ?
Zn1 O1 2.070(5) . ?
Zn1 O5 2.090(5) 2_766 ?
Zn1 O3 2.094(5) 2_666 ?
Zn1 N1 2.203(6) . ?
Zn1 N2 2.219(5) . ?
O1 Se1 1.657(5) . ?
Se1 O3 1.668(5) . ?
Se1 O2 1.756(5) . ?
C1 N1 1.328(9) . ?
C1 C2 1.379(12) . ?
C1 H1 0.9300 . ?
N1 C12 1.357(9) . ?
C2 C3 1.347(15) . ?
C2 H2 0.9300 . ?
O2 H2A 0.8200 . ?
Se2 O4 1.652(5) . ?
Se2 O5 1.674(5) . ?
Se2 O6 1.756(5) . ?
N2 C10 1.321(9) . ?
N2 C11 1.348(9) . ?
C4 C3 1.395(14) . ?
C4 C12 1.405(11) . ?
C4 C5 1.472(15) . ?
C3 H3 0.9300 . ?
O6 H4 0.8200 . ?
C6 C5 1.325(16) . ?
C6 C7 1.430(12) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C10 C9 1.405(11) . ?
C10 H10 0.9300 . ?
C11 C7 1.405(10) . ?
C11 C12 1.444(11) . ?
C9 C8 1.333(14) . ?
C9 H9 0.9300 . ?
C8 C7 1.414(13) . ?
C8 H8 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 Zn1 O1 109.62(19) . . ?
O4 Zn1 O5 90.12(19) . 2_766 ?
O1 Zn1 O5 90.54(19) . 2_766 ?
O4 Zn1 O3 91.57(19) . 2_666 ?
O1 Zn1 O3 90.04(19) . 2_666 ?
O5 Zn1 O3 177.92(19) 2_766 2_666 ?
O4 Zn1 N1 162.2(2) . . ?
O1 Zn1 N1 88.2(2) . . ?
O5 Zn1 N1 88.4(2) 2_766 . ?
O3 Zn1 N1 89.60(19) 2_666 . ?
O4 Zn1 N2 87.3(2) . . ?
O1 Zn1 N2 163.1(2) . . ?
O5 Zn1 N2 89.16(19) 2_766 . ?
O3 Zn1 N2 89.71(19) 2_666 . ?
N1 Zn1 N2 74.9(2) . . ?
Se1 O1 Zn1 133.1(3) . . ?
O1 Se1 O3 106.7(2) . . ?
O1 Se1 O2 100.3(2) . . ?
O3 Se1 O2 99.3(2) . . ?
N1 C1 C2 123.7(9) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C1 N1 C12 117.2(6) . . ?
C1 N1 Zn1 127.5(5) . . ?
C12 N1 Zn1 115.3(5) . . ?
C3 C2 C1 119.2(9) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
Se1 O2 H2A 109.5 . . ?
O4 Se2 O5 107.4(2) . . ?
O4 Se2 O6 100.6(3) . . ?
O5 Se2 O6 99.8(2) . . ?
C10 N2 C11 118.4(6) . . ?
C10 N2 Zn1 126.6(5) . . ?
C11 N2 Zn1 114.9(5) . . ?
Se2 O4 Zn1 131.9(3) . . ?
C3 C4 C12 117.3(9) . . ?
C3 C4 C5 124.5(9) . . ?
C12 C4 C5 118.1(9) . . ?
C2 C3 C4 120.0(8) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
Se1 O3 Zn1 121.6(2) . 2_666 ?
Se2 O6 H4 109.5 . . ?
C5 C6 C7 122.3(9) . . ?
C5 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C6 C5 C4 120.6(9) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
Se2 O5 Zn1 120.5(2) . 2_766 ?
N2 C10 C9 122.3(8) . . ?
N2 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
N2 C11 C7 123.1(7) . . ?
N2 C11 C12 117.6(6) . . ?
C7 C11 C12 119.4(7) . . ?
N1 C12 C4 122.5(8) . . ?
N1 C12 C11 117.3(6) . . ?
C4 C12 C11 120.2(7) . . ?
C8 C9 C10 119.6(8) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C8 C7 120.4(8) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C11 C7 C8 116.2(7) . . ?
C11 C7 C6 119.2(9) . . ?
C8 C7 C6 124.6(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
Zn1 O1 Se1 O3 0.0(4) . . . . ?
Zn1 O1 Se1 O2 -103.1(4) . . . . ?
C2 C1 N1 C12 1.7(11) . . . . ?
C2 C1 N1 Zn1 -176.6(6) . . . . ?
N1 C1 C2 C3 -2.4(14) . . . . ?
O5 Se2 O4 Zn1 8.0(4) . . . . ?
O6 Se2 O4 Zn1 -96.0(4) . . . . ?
C1 C2 C3 C4 1.6(14) . . . . ?
C12 C4 C3 C2 -0.3(13) . . . . ?
C5 C4 C3 C2 -178.6(9) . . . . ?
O1 Se1 O3 Zn1 111.0(3) . . . 2_666 ?
O2 Se1 O3 Zn1 -145.2(3) . . . 2_666 ?
C7 C6 C5 C4 0.2(17) . . . . ?
C3 C4 C5 C6 -178.5(10) . . . . ?
C12 C4 C5 C6 3.2(15) . . . . ?
O4 Se2 O5 Zn1 103.0(3) . . . 2_766 ?
O6 Se2 O5 Zn1 -152.4(3) . . . 2_766 ?
C11 N2 C10 C9 0.9(11) . . . . ?
Zn1 N2 C10 C9 -179.1(6) . . . . ?
C10 N2 C11 C7 -0.3(10) . . . . ?
Zn1 N2 C11 C7 179.7(5) . . . . ?
C10 N2 C11 C12 178.9(6) . . . . ?
Zn1 N2 C11 C12 -1.1(7) . . . . ?
C1 N1 C12 C4 -0.2(10) . . . . ?
Zn1 N1 C12 C4 178.2(6) . . . . ?
C1 N1 C12 C11 -178.2(6) . . . . ?
Zn1 N1 C12 C11 0.2(8) . . . . ?
C3 C4 C12 N1 -0.4(12) . . . . ?
C5 C4 C12 N1 178.0(7) . . . . ?
C3 C4 C12 C11 177.5(7) . . . . ?
C5 C4 C12 C11 -4.1(11) . . . . ?
N2 C11 C12 N1 0.6(9) . . . . ?
C7 C11 C12 N1 179.8(6) . . . . ?
N2 C11 C12 C4 -177.5(7) . . . . ?
C7 C11 C12 C4 1.8(10) . . . . ?
N2 C10 C9 C8 -1.6(13) . . . . ?
C10 C9 C8 C7 1.6(14) . . . . ?
N2 C11 C7 C8 0.3(11) . . . . ?
C12 C11 C7 C8 -178.9(7) . . . . ?
N2 C11 C7 C6 -179.2(8) . . . . ?
C12 C11 C7 C6 1.6(11) . . . . ?
C9 C8 C7 C11 -1.0(13) . . . . ?
C9 C8 C7 C6 178.5(9) . . . . ?
C5 C6 C7 C11 -2.6(16) . . . . ?
C5 C6 C7 C8 177.9(10) . . . . ?

_refine_diff_density_max         1.340
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.185

