# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_6_sq
_database_code_depnum_ccdc_archive 'CCDC 1958501'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H9 N2 O5 Zn'
_chemical_formula_weight         338.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   7.878(5)
_cell_length_b                   12.877(5)
_cell_length_c                   17.325(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1757.5(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1766
_cell_measurement_theta_min      3.4271
_cell_measurement_theta_max      72.1268

_exptl_crystal_description       polyhedral
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             684
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    2.124
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_T_min  0.70463
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            3968
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.278
_diffrn_reflns_theta_max         66.979
_diffrn_reflns_theta_full        66.979
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2623
_reflns_number_gt                2452
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0902P)²+0.8980P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.21(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2623
_refine_ls_number_parameters     201
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1394
_refine_ls_wR_factor_gt          0.1366
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.007
_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 0.79047(9) 0.97970(6) 0.64133(4) 0.0281(3) Uani 1 1 d . . . . .
O1A O 1.0002(17) 1.2711(7) 0.3670(10) 0.115(6) Uani 0.78(2) 1 d . U P A 1
O1B O 0.976(8) 1.299(3) 0.454(3) 0.14(2) Uani 0.22(2) 1 d . U P A 2
C1 C 0.8453(9) 1.1129(5) 0.5076(4) 0.0383(15) Uani 1 1 d . . . . .
H1 H 0.864139 1.163440 0.546597 0.046 Uiso 1 1 calc R U . . .
N1 N 0.8172(7) 1.0148(4) 0.5290(3) 0.0348(11) Uani 1 1 d . . . . .
O2 O 1.6053(5) 0.8863(3) 0.6755(3) 0.0347(10) Uani 1 1 d . . . . .
N2 N 1.0012(6) 0.8973(4) 0.6718(3) 0.0283(11) Uani 1 1 d . . . . .
C2 C 0.8484(10) 1.1446(7) 0.4312(5) 0.0493(19) Uani 1 1 d . . . . .
C3 C 0.8216(11) 1.0712(7) 0.3765(4) 0.053(2) Uani 1 1 d . . . . .
H3 H 0.822422 1.089637 0.323415 0.064 Uiso 1 1 calc R U . . .
O3 O 1.4705(7) 1.0048(4) 0.6064(3) 0.0492(13) Uani 1 1 d . . . . .
C4 C 0.7929(15) 0.9684(7) 0.3984(5) 0.063(2) Uani 1 1 d . . . . .
H4 H 0.772789 0.916438 0.360565 0.076 Uiso 1 1 calc R U . . .
O4 O 1.2409(5) 0.6001(3) 0.7911(3) 0.0338(10) Uani 1 1 d . . . . .
C5 C 0.7940(12) 0.9435(5) 0.4749(4) 0.0485(17) Uani 1 1 d . . . . .
H5 H 0.777811 0.873217 0.489808 0.058 Uiso 1 1 calc R U . . .
O5 O 0.9795(6) 0.6493(4) 0.8248(3) 0.0415(11) Uani 1 1 d . . . . .
C8 C 1.3056(9) 0.8809(4) 0.6718(3) 0.0304(12) Uani 1 1 d . . . . .
C7 C 1.1541(7) 0.9290(4) 0.6504(4) 0.0265(11) Uani 1 1 d . . . . .
H7 H 1.160921 0.988599 0.618198 0.032 Uiso 1 1 calc R U . . .
C6 C 0.8728(15) 1.2576(7) 0.4114(7) 0.071(3) Uani 1 1 d . U . . .
H6A H 0.769220 1.284113 0.385662 0.086 Uiso 1 1 calc R U . A 1
H6B H 0.889614 1.297885 0.459432 0.086 Uiso 1 1 calc R U . A 1
C9 C 1.2915(9) 0.7907(4) 0.7163(4) 0.0290(12) Uani 1 1 d . . . . .
H9 H 1.390416 0.753565 0.731186 0.035 Uiso 1 1 calc R U . . .
C10 C 1.1334(9) 0.7559(4) 0.7384(4) 0.0307(13) Uani 1 1 d . . . . .
C11 C 0.9913(9) 0.8104(5) 0.7152(4) 0.0319(14) Uani 1 1 d . . . . .
H11 H 0.882507 0.785945 0.730379 0.038 Uiso 1 1 calc R U . . .
C12 C 1.4704(7) 0.9283(5) 0.6480(4) 0.0323(13) Uani 1 1 d . . . . .
C13 C 1.1113(7) 0.6604(5) 0.7890(4) 0.0290(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O4 1.958(4) 4_756 ?
Zn1 O2 1.981(5) 1_455 ?
Zn1 N1 2.008(5) . ?
Zn1 N2 2.040(5) . ?
O1A C6 1.276(15) . ?
O1B C6 1.22(5) . ?
C1 N1 1.336(8) . ?
C1 C2 1.384(11) . ?
C1 H1 0.9500 . ?
N1 C5 1.325(9) . ?
O2 C12 1.285(8) . ?
N2 C7 1.325(8) . ?
N2 C11 1.349(8) . ?
C2 C3 1.355(13) . ?
C2 C6 1.508(11) . ?
C3 C4 1.396(12) . ?
C3 H3 0.9500 . ?
O3 C12 1.220(8) . ?
C4 C5 1.364(11) . ?
C4 H4 0.9500 . ?
O4 C13 1.283(7) . ?
C5 H5 0.9500 . ?
O5 C13 1.219(8) . ?
C8 C7 1.395(9) . ?
C8 C9 1.399(8) . ?
C8 C12 1.493(9) . ?
C7 H7 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C9 C10 1.378(9) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(9) . ?
C10 C13 1.520(8) . ?
C11 H11 0.9500 . ?

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 O2 102.05(19) 4_756 1_455 ?
O4 Zn1 N1 114.5(2) 4_756 . ?
O2 Zn1 N1 120.2(2) 1_455 . ?
O4 Zn1 N2 111.10(19) 4_756 . ?
O2 Zn1 N2 101.88(19) 1_455 . ?
N1 Zn1 N2 106.4(2) . . ?
N1 C1 C2 123.2(7) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C5 N1 C1 118.8(6) . . ?
C5 N1 Zn1 121.0(5) . . ?
C1 N1 Zn1 120.0(5) . . ?
C12 O2 Zn1 104.0(4) . 1_655 ?
C7 N2 C11 117.7(5) . . ?
C7 N2 Zn1 120.4(4) . . ?
C11 N2 Zn1 121.9(4) . . ?
C3 C2 C1 117.4(7) . . ?
C3 C2 C6 122.2(8) . . ?
C1 C2 C6 120.3(9) . . ?
C2 C3 C4 119.8(7) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 119.1(8) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C13 O4 Zn1 113.3(4) . 4_746 ?
N1 C5 C4 121.8(7) . . ?
N1 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C7 C8 C9 116.6(6) . . ?
C7 C8 C12 119.3(5) . . ?
C9 C8 C12 124.1(6) . . ?
N2 C7 C8 124.5(6) . . ?
N2 C7 H7 117.8 . . ?
C8 C7 H7 117.8 . . ?
O1B C6 C2 111.7(19) . . ?
O1A C6 C2 111.6(10) . . ?
O1A C6 H6A 109.3 . . ?
C2 C6 H6A 109.3 . . ?
O1A C6 H6B 109.3 . . ?
C2 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C10 C9 C8 119.7(6) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 119.1(5) . . ?
C9 C10 C13 121.8(5) . . ?
C11 C10 C13 119.1(6) . . ?
N2 C11 C10 122.4(6) . . ?
N2 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
O3 C12 O2 124.0(6) . . ?
O3 C12 C8 119.6(5) . . ?
O2 C12 C8 116.4(5) . . ?
O5 C13 O4 126.4(6) . . ?
O5 C13 C10 119.0(5) . . ?
O4 C13 C10 114.5(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 N1 C5 1.3(11) . . . . ?
C2 C1 N1 Zn1 -173.4(6) . . . . ?
N1 C1 C2 C3 -0.1(11) . . . . ?
N1 C1 C2 C6 177.1(8) . . . . ?
C1 C2 C3 C4 -0.2(13) . . . . ?
C6 C2 C3 C4 -177.3(10) . . . . ?
C2 C3 C4 C5 -0.7(17) . . . . ?
C1 N1 C5 C4 -2.1(13) . . . . ?
Zn1 N1 C5 C4 172.5(8) . . . . ?
C3 C4 C5 N1 1.8(17) . . . . ?
C11 N2 C7 C8 -2.3(9) . . . . ?
Zn1 N2 C7 C8 176.5(5) . . . . ?
C9 C8 C7 N2 2.8(9) . . . . ?
C12 C8 C7 N2 -176.0(6) . . . . ?
C3 C2 C6 O1B -144(4) . . . . ?
C1 C2 C6 O1B 39(4) . . . . ?
C3 C2 C6 O1A -59.4(15) . . . . ?
C1 C2 C6 O1A 123.5(13) . . . . ?
C7 C8 C9 C10 -1.9(8) . . . . ?
C12 C8 C9 C10 176.8(6) . . . . ?
C8 C9 C10 C11 0.8(9) . . . . ?
C8 C9 C10 C13 -177.9(5) . . . . ?
C7 N2 C11 C10 1.0(9) . . . . ?
Zn1 N2 C11 C10 -177.8(5) . . . . ?
C9 C10 C11 N2 -0.3(9) . . . . ?
C13 C10 C11 N2 178.4(5) . . . . ?
Zn1 O2 C12 O3 4.2(8) 1_655 . . . ?
Zn1 O2 C12 C8 -173.5(4) 1_655 . . . ?
C7 C8 C12 O3 -4.4(9) . . . . ?
C9 C8 C12 O3 176.9(6) . . . . ?
C7 C8 C12 O2 173.5(6) . . . . ?
C9 C8 C12 O2 -5.2(9) . . . . ?
Zn1 O4 C13 O5 1.1(8) 4_746 . . . ?
Zn1 O4 C13 C10 178.7(4) 4_746 . . . ?
C9 C10 C13 O5 159.2(6) . . . . ?
C11 C10 C13 O5 -19.6(9) . . . . ?
C9 C10 C13 O4 -18.6(8) . . . . ?
C11 C10 C13 O4 162.7(6) . . . . ?

_refine_diff_density_max         1.120
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.084



####################################################################### 
# 
# 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_9_sq
_database_code_depnum_ccdc_archive 'CCDC 1958509'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28.50 H25.50 Cu1.50 N4.50 O9'
_chemical_formula_weight         670.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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                   11.1680(8)
_cell_length_b                   25.2917(18)
_cell_length_c                   21.2081(19)
_cell_angle_alpha                90
_cell_angle_beta                 96.363(7)
_cell_angle_gamma                90
_cell_volume                     5953.5(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    4391
_cell_measurement_theta_min      4.0734
_cell_measurement_theta_max      72.0605

_exptl_crystal_description       Polyhedral
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_F_000             2748
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.921
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_T_min  0.94614
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            11010
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.077
_diffrn_reflns_theta_max         72.207
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5731
_reflns_number_gt                5137
_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0506P)²+9.6634P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5731
_refine_ls_number_parameters     454
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0971
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.14849(2) 0.03076(2) 0.05817(2) 0.01696(9) Uani 1 1 d . . . . .
C1 C 0.41827(17) -0.05270(8) 0.21240(9) 0.0166(4) Uani 1 1 d . . . . .
H1 H 0.360216 -0.071298 0.186478 0.020 Uiso 1 1 calc R U . . .
O1 O 0.26608(12) -0.00147(6) 0.12364(6) 0.0197(3) Uani 1 1 d . . . . .
N1 N 0.500000 -0.08024(9) 0.250000 0.0179(5) Uani 1 2 d S T P . .
Cu2 Cu 0.500000 -0.16995(2) 0.250000 0.01703(11) Uani 1 2 d S T P . .
N2 N 0.08646(19) -0.23645(8) 0.01800(10) 0.0332(5) Uani 1 1 d . . . . .
C2 C 0.41560(17) 0.00219(8) 0.21007(9) 0.0159(4) Uani 1 1 d . . . . .
O2 O 0.30795(14) 0.07739(6) 0.16951(8) 0.0288(3) Uani 1 1 d . . . . .
N3 N 0.02391(15) 0.02611(7) 0.11954(8) 0.0187(3) Uani 1 1 d . . . . .
C3 C 0.500000 0.03019(11) 0.250000 0.0171(5) Uani 1 2 d S T P . .
H3 H 0.500000 0.066958 0.250000 0.021 Uiso 1 2 calc R U P . .
O3 O 0.11468(14) -0.04983(6) 0.01931(7) 0.0245(3) Uani 1 1 d . . . . .
C4 C 0.32214(17) 0.02915(8) 0.16421(9) 0.0177(4) Uani 1 1 d . . . . .
O4 O -0.06373(13) -0.08834(6) -0.01062(7) 0.0229(3) Uani 1 1 d . . . . .
N5 N 0.62637(15) -0.18444(7) 0.18980(8) 0.0208(4) Uani 1 1 d . . . . .
C5 C 0.09597(17) -0.14238(8) 0.03176(9) 0.0179(4) Uani 1 1 d . . . . .
O5 O 0.37619(12) -0.16457(5) 0.17682(7) 0.0203(3) Uani 1 1 d . . . . .
O6 O 0.36145(13) -0.25205(6) 0.16820(7) 0.0251(3) Uani 1 1 d . . . . .
C6 C 0.19157(17) -0.14766(8) 0.07928(9) 0.0175(4) Uani 1 1 d . . . . .
H6 H 0.227319 -0.117886 0.099031 0.021 Uiso 1 1 calc R U . . .
O7 O -0.20856(15) 0.14927(6) 0.14341(8) 0.0323(4) Uani 1 1 d D . . . .
C7 C 0.23305(17) -0.19784(8) 0.09693(9) 0.0180(4) Uani 1 1 d . . . . .
C8 C 0.1780(2) -0.24064(9) 0.06455(11) 0.0271(5) Uani 1 1 d . . . . .
H8 H 0.206308 -0.274312 0.075747 0.033 Uiso 1 1 calc R U . . .
O9 O 0.66962(16) -0.33771(7) 0.13685(9) 0.0343(4) Uani 1 1 d . . . . .
C9 C 0.04714(19) -0.18781(9) 0.00268(10) 0.0244(4) Uani 1 1 d . . . . .
H9 H -0.016481 -0.184176 -0.029238 0.029 Uiso 1 1 calc R U . . .
C10 C 0.04636(18) -0.08871(8) 0.01239(9) 0.0192(4) Uani 1 1 d . . . . .
C11 C 0.33122(17) -0.20669(8) 0.15107(9) 0.0179(4) Uani 1 1 d . . . . .
C14 C -0.1473(2) 0.01843(9) 0.20366(10) 0.0259(5) Uani 1 1 d . . . . .
H14 H -0.206103 0.015687 0.231280 0.031 Uiso 1 1 calc R U . . .
C13 C -0.11909(19) 0.06736(9) 0.17982(10) 0.0235(4) Uani 1 1 d . . . . .
C12 C -0.03347(18) 0.06918(8) 0.13745(9) 0.0204(4) Uani 1 1 d . . . . .
H12 H -0.014924 0.101748 0.120643 0.024 Uiso 1 1 calc R U . . .
C16 C -0.00225(19) -0.02103(8) 0.14433(10) 0.0216(4) Uani 1 1 d . . . . .
H16 H 0.038591 -0.050951 0.132814 0.026 Uiso 1 1 calc R U . . .
C15 C -0.0876(2) -0.02638(9) 0.18623(11) 0.0261(5) Uani 1 1 d . . . . .
H15 H -0.104767 -0.059357 0.202423 0.031 Uiso 1 1 calc R U . . .
C17 C -0.1783(2) 0.11775(10) 0.19812(12) 0.0344(5) Uani 1 1 d . . . . .
H17A H -0.250580 0.109477 0.217688 0.041 Uiso 1 1 calc R U . . .
H17B H -0.123908 0.137081 0.228656 0.041 Uiso 1 1 calc R U . . .
C25 C 0.72669(19) -0.24690(9) 0.12817(10) 0.0246(4) Uani 1 1 d . . . . .
C24 C 0.64626(18) -0.23429(8) 0.17140(10) 0.0220(4) Uani 1 1 d . . . . .
H24 H 0.604231 -0.261597 0.188413 0.026 Uiso 1 1 calc R U . . .
C29 C 0.7480(2) -0.30325(9) 0.10942(11) 0.0292(5) Uani 1 1 d . . . . .
H29A H 0.735303 -0.306463 0.063591 0.035 Uiso 1 1 calc R U . . .
H29B H 0.830788 -0.312988 0.123239 0.035 Uiso 1 1 calc R U . . .
C28 C 0.6875(2) -0.14547(9) 0.16483(12) 0.0312(5) Uani 1 1 d . . . . .
H28 H 0.674956 -0.110867 0.177402 0.037 Uiso 1 1 calc R U . . .
C27 C 0.7686(3) -0.15455(10) 0.12111(14) 0.0412(6) Uani 1 1 d . . . . .
H27 H 0.809000 -0.126573 0.104440 0.049 Uiso 1 1 calc R U . . .
C26 C 0.7882(2) -0.20571(10) 0.10280(12) 0.0344(5) Uani 1 1 d . . . . .
H26 H 0.842345 -0.212686 0.073565 0.041 Uiso 1 1 calc R U . . .
N4 N 0.28317(16) 0.04009(8) 0.00344(8) 0.0231(4) Uani 1 1 d . . . . .
C23A C 0.5766(3) 0.12104(15) 0.02384(17) 0.0293(8) Uani 0.649(4) 1 d . . P A 1
H23A H 0.654874 0.105464 0.020022 0.035 Uiso 0.649(4) 1 calc R U P A 1
H23B H 0.571482 0.154269 0.000865 0.035 Uiso 0.649(4) 1 calc R U P A 1
O8A O 0.5631(3) 0.13020(14) 0.08920(13) 0.0458(9) Uani 0.649(4) 1 d . . P A 1
H8A H 0.635700 0.139900 0.111003 0.069 Uiso 0.649(4) 1 d G U P A 1
C19A C 0.4782(4) 0.08412(14) -0.0039(2) 0.0193(8) Uani 0.649(4) 1 d . . P A 1
C18A C 0.3753(4) 0.07681(17) 0.0259(2) 0.0176(8) Uani 0.649(4) 1 d . . P A 1
H18A H 0.365725 0.096602 0.061934 0.021 Uiso 0.649(4) 1 calc R U P A 1
C22A C 0.2983(4) 0.01516(16) -0.0481(2) 0.0198(8) Uani 0.649(4) 1 d . . P A 1
H22A H 0.238146 -0.008127 -0.064300 0.024 Uiso 0.649(4) 1 calc R U P A 1
C21A C 0.3978(5) 0.02065(17) -0.0810(2) 0.0236(9) Uani 0.649(4) 1 d . . P A 1
H21A H 0.402546 0.001419 -0.117972 0.028 Uiso 0.649(4) 1 calc R U P A 1
C20A C 0.4906(5) 0.0546(3) -0.0591(3) 0.0200(10) Uani 0.649(4) 1 d . . P A 1
H20A H 0.558924 0.057863 -0.080192 0.024 Uiso 0.649(4) 1 calc R U P A 1
C23B C 0.5098(6) 0.1364(3) -0.0226(3) 0.0310(16) Uani 0.351(4) 1 d . . P A 2
H23C H 0.590269 0.128635 -0.002616 0.037 Uiso 0.351(4) 1 calc R U P A 2
H23D H 0.516967 0.151372 -0.064151 0.037 Uiso 0.351(4) 1 calc R U P A 2
O8B O 0.4545(5) 0.1728(2) 0.0141(3) 0.0474(17) Uani 0.351(4) 1 d . . P A 2
H8B H 0.397290 0.187310 -0.010567 0.071 Uiso 0.351(4) 1 d G U P A 2
C19B C 0.4376(7) 0.0863(3) -0.0298(4) 0.0209(15) Uani 0.351(4) 1 d . . P A 2
C18B C 0.3380(8) 0.0790(3) 0.0030(4) 0.0199(17) Uani 0.351(4) 1 d . . P A 2
H18B H 0.313409 0.107367 0.026370 0.024 Uiso 0.351(4) 1 calc R U P A 2
C22B C 0.3038(9) -0.0048(3) -0.0389(4) 0.0198(8) Uani 0.351(4) 1 d . . P A 2
H22B H 0.255021 -0.034686 -0.041618 0.024 Uiso 0.351(4) 1 calc R U P A 2
C21B C 0.4000(11) 0.0005(3) -0.0740(5) 0.0236(9) Uani 0.351(4) 1 d . . P A 2
H21B H 0.420133 -0.026358 -0.100917 0.028 Uiso 0.351(4) 1 calc R U P A 2
C20B C 0.4629(12) 0.0451(6) -0.0682(7) 0.0200(10) Uani 0.351(4) 1 d . . P A 2
H20B H 0.528085 0.048664 -0.091666 0.024 Uiso 0.351(4) 1 calc R U P A 2
H7A H -0.175(3) 0.1845(9) 0.1530(16) 0.055(9) Uiso 1 1 d D . . . .
H9A H 0.716(4) -0.3671(15) 0.1512(18) 0.072(12) Uiso 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
Cu1 O4 1.9549(14) 5 ?
Cu1 O1 1.9781(14) . ?
Cu1 N3 2.0113(17) . ?
Cu1 N4 2.0130(18) . ?
Cu1 O3 2.2152(15) . ?
C1 N1 1.339(2) . ?
C1 C2 1.389(3) . ?
O1 C4 1.270(2) . ?
N1 Cu2 2.269(2) . ?
Cu2 O5 1.9655(13) 2_655 ?
Cu2 O5 1.9656(13) . ?
Cu2 N5 2.0385(18) 2_655 ?
Cu2 N5 2.0385(18) . ?
N2 C9 1.334(3) . ?
N2 C8 1.345(3) . ?
C2 C3 1.389(2) . ?
C2 C4 1.509(3) . ?
O2 C4 1.237(3) . ?
N3 C12 1.340(3) . ?
N3 C16 1.348(3) . ?
O3 C10 1.243(3) . ?
O4 C10 1.272(2) . ?
N5 C28 1.341(3) . ?
N5 C24 1.346(3) . ?
C5 C9 1.387(3) . ?
C5 C6 1.391(3) . ?
C5 C10 1.506(3) . ?
O5 C11 1.275(2) . ?
O6 C11 1.239(2) . ?
C6 C7 1.388(3) . ?
O7 C17 1.417(3) . ?
C7 C8 1.388(3) . ?
C7 C11 1.514(3) . ?
O9 C29 1.406(3) . ?
C14 C15 1.385(3) . ?
C14 C13 1.386(3) . ?
C13 C12 1.384(3) . ?
C13 C17 1.507(3) . ?
C16 C15 1.380(3) . ?
C25 C26 1.388(3) . ?
C25 C24 1.390(3) . ?
C25 C29 1.506(3) . ?
C28 C27 1.385(4) . ?
C27 C26 1.375(4) . ?
N4 C18B 1.159(9) . ?
N4 C22A 1.289(5) . ?
N4 C18A 1.428(5) . ?
N4 C22B 1.481(10) . ?
C23A O8A 1.430(4) . ?
C23A C19A 1.511(5) . ?
C19A C18A 1.384(6) . ?
C19A C20A 1.407(8) . ?
C22A C21A 1.383(7) . ?
C21A C20A 1.386(6) . ?
C23B O8B 1.394(8) . ?
C23B C19B 1.500(9) . ?
C19B C20B 1.372(17) . ?
C19B C18B 1.389(11) . ?
C22B C21B 1.380(15) . ?
C21B C20B 1.328(15) . ?

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 O1 156.19(6) 5 . ?
O4 Cu1 N3 92.70(6) 5 . ?
O1 Cu1 N3 88.55(6) . . ?
O4 Cu1 N4 88.01(7) 5 . ?
O1 Cu1 N4 88.44(6) . . ?
N3 Cu1 N4 174.09(7) . . ?
O4 Cu1 O3 116.14(6) 5 . ?
O1 Cu1 O3 87.39(6) . . ?
N3 Cu1 O3 94.90(6) . . ?
N4 Cu1 O3 90.05(7) . . ?
N1 C1 C2 123.47(18) . . ?
C4 O1 Cu1 117.61(13) . . ?
C1 N1 C1 117.3(2) . 2_655 ?
C1 N1 Cu2 121.34(12) . . ?
C1 N1 Cu2 121.35(12) 2_655 . ?
O5 Cu2 O5 172.06(8) 2_655 . ?
O5 Cu2 N5 89.61(6) 2_655 2_655 ?
O5 Cu2 N5 91.82(6) . 2_655 ?
O5 Cu2 N5 91.81(6) 2_655 . ?
O5 Cu2 N5 89.61(6) . . ?
N5 Cu2 N5 159.29(10) 2_655 . ?
O5 Cu2 N1 86.03(4) 2_655 . ?
O5 Cu2 N1 86.03(4) . . ?
N5 Cu2 N1 100.35(5) 2_655 . ?
N5 Cu2 N1 100.36(5) . . ?
C9 N2 C8 117.03(19) . . ?
C3 C2 C1 118.50(18) . . ?
C3 C2 C4 122.47(18) . . ?
C1 C2 C4 119.03(17) . . ?
C12 N3 C16 118.51(18) . . ?
C12 N3 Cu1 121.52(14) . . ?
C16 N3 Cu1 119.96(14) . . ?
C2 C3 C2 118.7(2) 2_655 . ?
C10 O3 Cu1 148.07(14) . . ?
O2 C4 O1 127.20(19) . . ?
O2 C4 C2 118.27(18) . . ?
O1 C4 C2 114.53(17) . . ?
C10 O4 Cu1 126.57(14) . 5 ?
C28 N5 C24 117.81(19) . . ?
C28 N5 Cu2 122.24(15) . . ?
C24 N5 Cu2 119.87(14) . . ?
C9 C5 C6 118.36(18) . . ?
C9 C5 C10 120.72(17) . . ?
C6 C5 C10 120.91(18) . . ?
C11 O5 Cu2 119.32(12) . . ?
C7 C6 C5 119.31(18) . . ?
C8 C7 C6 117.60(18) . . ?
C8 C7 C11 120.24(18) . . ?
C6 C7 C11 122.12(18) . . ?
N2 C8 C7 124.1(2) . . ?
N2 C9 C5 123.57(19) . . ?
O3 C10 O4 126.45(19) . . ?
O3 C10 C5 118.57(17) . . ?
O4 C10 C5 114.97(18) . . ?
O6 C11 O5 124.52(18) . . ?
O6 C11 C7 120.68(18) . . ?
O5 C11 C7 114.79(17) . . ?
C15 C14 C13 119.8(2) . . ?
C12 C13 C14 117.9(2) . . ?
C12 C13 C17 119.6(2) . . ?
C14 C13 C17 122.5(2) . . ?
N3 C12 C13 122.94(19) . . ?
N3 C16 C15 122.2(2) . . ?
C16 C15 C14 118.6(2) . . ?
O7 C17 C13 109.66(19) . . ?
C26 C25 C24 117.8(2) . . ?
C26 C25 C29 120.6(2) . . ?
C24 C25 C29 121.6(2) . . ?
N5 C24 C25 123.1(2) . . ?
O9 C29 C25 110.70(19) . . ?
N5 C28 C27 122.8(2) . . ?
C26 C27 C28 118.8(2) . . ?
C27 C26 C25 119.7(2) . . ?
C22A N4 C18A 116.3(3) . . ?
C18B N4 C22B 121.9(6) . . ?
C18B N4 Cu1 122.2(4) . . ?
C22A N4 Cu1 127.4(2) . . ?
C18A N4 Cu1 116.2(2) . . ?
C22B N4 Cu1 115.9(4) . . ?
O8A C23A C19A 109.1(3) . . ?
C18A C19A C20A 118.2(4) . . ?
C18A C19A C23A 120.7(4) . . ?
C20A C19A C23A 121.1(3) . . ?
C19A C18A N4 122.6(4) . . ?
N4 C22A C21A 124.5(4) . . ?
C22A C21A C20A 120.4(5) . . ?
C21A C20A C19A 117.9(5) . . ?
O8B C23B C19B 110.3(5) . . ?
C20B C19B C18B 115.2(8) . . ?
C20B C19B C23B 123.9(8) . . ?
C18B C19B C23B 120.9(7) . . ?
N4 C18B C19B 124.7(7) . . ?
C21B C22B N4 115.8(7) . . ?
C20B C21B C22B 117.9(11) . . ?
C21B C20B C19B 124.0(13) . . ?

_refine_diff_density_max         1.019
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.074



####################################################################### 
# 
# 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_sq
_database_code_depnum_ccdc_archive 'CCDC 1958503'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10.50 H4.50 Cd N1.50 O6'
_chemical_formula_weight         360.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -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'
'-x, -y, 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'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   10.1522(3)
_cell_length_b                   33.2337(12)
_cell_length_c                   12.3547(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4168.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6564
_cell_measurement_theta_min      3.5746
_cell_measurement_theta_max      66.9669

_exptl_crystal_description       polyhedral
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_F_000             1392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    8.546
_shelx_estimated_absorpt_T_min   0.784
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_T_min  0.83811
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            11467
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.460
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_full        67.079
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.773
_diffrn_reflns_point_group_measured_fraction_full 0.773
_reflns_number_total             3050
_reflns_number_gt                2959
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.472
_reflns_Friedel_fraction_max     0.522
_reflns_Friedel_fraction_full    0.522

_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0317P)²] 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_abs_structure_details 
;
 Flack x determined using 936 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3050
_refine_ls_number_parameters     235
_refine_ls_number_restraints     75
_refine_ls_R_factor_all          0.0207
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0512
_refine_ls_wR_factor_gt          0.0507
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.003
_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
Cd1 Cd 0.000000 0.25802(2) 0.13131(3) 0.02012(10) Uani 1 2 d S T P . .
O1 O -0.3496(3) 0.12425(9) 0.1717(3) 0.0517(11) Uani 1 1 d . . . . .
C1 C -0.1129(4) 0.16550(13) 0.1559(3) 0.0298(10) Uani 1 1 d . . . . .
H1 H -0.194171 0.179443 0.148932 0.036 Uiso 1 1 calc R U . A .
N1 N 0.000000 0.18722(14) 0.1482(4) 0.0264(12) Uani 1 2 d S T P A .
Cd2 Cd 0.000000 0.42479(2) -0.29986(3) 0.02713(11) Uani 1 2 d S T P . .
O2 O -0.2520(3) 0.06746(10) 0.2051(6) 0.0597(12) Uani 1 1 d . . . . .
C2 C -0.1174(4) 0.12438(13) 0.1733(4) 0.0358(11) Uani 1 1 d . . . . .
C3 C 0.000000 0.10426(18) 0.1817(6) 0.0334(15) Uani 1 2 d S T P . .
H3 H 0.000003 0.076010 0.193434 0.040 Uiso 1 2 calc R U P . .
N3 N -0.500000 0.25442(15) 0.4433(4) 0.0207(10) Uani 1 2 d S T P . .
C4 C -0.2485(5) 0.10398(14) 0.1820(5) 0.0394(11) Uani 1 1 d . . . . .
O7 O -0.2494(3) 0.25513(9) 0.1191(4) 0.0296(8) Uani 1 1 d . . . . .
O8 O -0.1489(3) 0.26174(9) 0.2756(3) 0.0337(7) Uani 1 1 d . . . . .
C14 C -0.500000 0.26015(16) 0.2200(5) 0.0226(13) Uani 1 2 d S T P . .
H14 H -0.500000 0.261634 0.143206 0.027 Uiso 1 2 calc R U P . .
C13 C -0.3817(4) 0.25907(11) 0.2765(4) 0.0223(9) Uani 1 1 d . . . . .
C12 C -0.3867(4) 0.25613(12) 0.3881(3) 0.0227(9) Uani 1 1 d . . . . .
H12 H -0.306261 0.255283 0.427277 0.027 Uiso 1 1 calc R U . . .
C15 C -0.2521(4) 0.25864(12) 0.2180(4) 0.0273(10) Uani 1 1 d . . . . .
O3 O -0.0195(18) 0.32116(16) 0.0738(6) 0.036(4) Uani 0.5 1 d . U P A -1
O5 O -0.019(2) 0.50410(15) 0.2026(6) 0.030(4) Uani 0.5 1 d . U P A -1
O6 O -0.015(5) 0.53407(15) 0.0478(5) 0.037(6) Uani 0.5 1 d . U P A -1
C5 C -0.0220(17) 0.3914(2) -0.0538(7) 0.031(4) Uani 0.5 1 d . U P A -1
H5 H -0.024348 0.366272 -0.090416 0.037 Uiso 0.5 1 calc R U P A -1
C6 C -0.0248(13) 0.3911(2) 0.0537(8) 0.040(4) Uani 0.5 1 d . U P A -1
C7 C -0.0234(15) 0.4272(2) 0.1083(7) 0.039(4) Uani 0.5 1 d . U P A -1
H7 H -0.027332 0.427511 0.185112 0.047 Uiso 0.5 1 calc R U P A -1
C8 C -0.016(3) 0.4630(2) 0.0513(7) 0.028(4) Uani 0.5 1 d . U P A -1
C9 C -0.016(3) 0.4586(2) -0.0633(6) 0.024(5) Uani 0.5 1 d . U P A -1
H9 H -0.014831 0.482566 -0.105392 0.029 Uiso 0.5 1 calc R U P A -1
C10 C -0.0341(10) 0.3497(3) 0.1134(10) 0.051(3) Uani 0.5 1 d . U P A -1
C11 C -0.016(3) 0.5027(3) 0.1061(7) 0.028(5) Uani 0.5 1 d . U P A -1
N2 N -0.016(3) 0.42517(17) -0.1140(6) 0.024(5) Uani 0.5 1 d . U P A -1
O4 O -0.0875(11) 0.3527(2) 0.2090(8) 0.087(3) Uani 0.5 1 d . . P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O3 2.224(6) . ?
Cd1 O8 2.341(3) . ?
Cd1 O8 2.341(3) 3 ?
Cd1 N3 2.360(5) 6_454 ?
Cd1 N1 2.362(5) . ?
Cd1 O7 2.538(3) 3 ?
Cd1 O7 2.538(3) . ?
O1 C4 1.234(6) . ?
O1 Cd2 2.261(3) 6_455 ?
C1 N1 1.358(5) . ?
C1 C2 1.384(6) . ?
C1 H1 0.9500 . ?
Cd2 N2 2.302(7) . ?
Cd2 O2 2.531(3) 8_554 ?
Cd2 O2 2.531(3) 6_454 ?
Cd2 C4 2.736(5) 6_454 ?
Cd2 C4 2.736(5) 8_554 ?
O2 C4 1.247(6) . ?
C2 C3 1.371(5) . ?
C2 C4 1.497(6) . ?
C3 H3 0.9500 . ?
N3 C12 1.338(5) 3_455 ?
N3 C12 1.338(5) . ?
O7 C15 1.227(7) . ?
O8 C15 1.271(6) . ?
C14 C13 1.389(5) 3_455 ?
C14 C13 1.389(5) . ?
C14 H14 0.9500 . ?
C13 C12 1.384(6) . ?
C13 C15 1.502(6) . ?
C12 H12 0.9500 . ?
O3 C10 1.078(12) . ?
O5 C11 1.193(12) . ?
O6 C11 1.266(9) . ?
C5 C6 1.329(13) . ?
C5 N2 1.349(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.375(11) . ?
C6 C10 1.563(11) . ?
C7 C8 1.384(10) . ?
C7 H7 0.9500 . ?
C8 C9 1.423(11) . ?
C8 C11 1.484(11) . ?
C9 N2 1.277(9) . ?
C9 H9 0.9500 . ?
C10 O4 1.303(15) . ?

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 Cd1 O8 97.8(4) . . ?
O3 Cd1 O8 104.5(3) . 3 ?
O8 Cd1 O8 80.44(16) . 3 ?
O3 Cd1 N3 81.4(2) . 6_454 ?
O8 Cd1 N3 139.39(8) . 6_454 ?
O8 Cd1 N3 139.39(8) 3 6_454 ?
O3 Cd1 N1 165.5(3) . . ?
O8 Cd1 N1 89.15(12) . . ?
O8 Cd1 N1 89.16(12) 3 . ?
N3 Cd1 N1 84.98(18) 6_454 . ?
O3 Cd1 O7 96.1(5) . 3 ?
O8 Cd1 O7 133.74(14) . 3 ?
O8 Cd1 O7 53.35(13) 3 3 ?
N3 Cd1 O7 86.27(11) 6_454 3 ?
N1 Cd1 O7 88.14(7) . 3 ?
O3 Cd1 O7 85.9(5) . . ?
O8 Cd1 O7 53.35(13) . . ?
O8 Cd1 O7 133.74(14) 3 . ?
N3 Cd1 O7 86.26(11) 6_454 . ?
N1 Cd1 O7 88.14(7) . . ?
O7 Cd1 O7 171.9(2) 3 . ?
C4 O1 Cd2 98.8(3) . 6_455 ?
N1 C1 C2 124.3(4) . . ?
N1 C1 H1 117.8 . . ?
C2 C1 H1 117.8 . . ?
C1 N1 C1 115.1(5) . 3 ?
C1 N1 Cd1 122.4(2) . . ?
C1 N1 Cd1 122.4(2) 3 . ?
O1 Cd2 O1 84.97(16) 6_454 8_554 ?
O1 Cd2 N2 96.4(6) 6_454 . ?
O1 Cd2 N2 101.9(6) 8_554 . ?
O1 Cd2 O2 138.48(11) 6_454 8_554 ?
O1 Cd2 O2 53.51(11) 8_554 8_554 ?
N2 Cd2 O2 92.6(8) . 8_554 ?
O1 Cd2 O2 53.51(11) 6_454 6_454 ?
O1 Cd2 O2 138.48(11) 8_554 6_454 ?
N2 Cd2 O2 84.6(8) . 6_454 ?
O2 Cd2 O2 168.01(15) 8_554 6_454 ?
O1 Cd2 C4 26.48(13) 6_454 6_454 ?
O1 Cd2 C4 111.45(13) 8_554 6_454 ?
N2 Cd2 C4 91.0(8) . 6_454 ?
O2 Cd2 C4 164.96(13) 8_554 6_454 ?
O2 Cd2 C4 27.03(12) 6_454 6_454 ?
O1 Cd2 C4 111.45(13) 6_454 8_554 ?
O1 Cd2 C4 26.48(12) 8_554 8_554 ?
N2 Cd2 C4 98.6(8) . 8_554 ?
O2 Cd2 C4 27.03(12) 8_554 8_554 ?
O2 Cd2 C4 164.96(13) 6_454 8_554 ?
C4 Cd2 C4 137.9(2) 6_454 8_554 ?
C4 O2 Cd2 85.7(3) . 6_455 ?
C3 C2 C1 117.7(4) . . ?
C3 C2 C4 123.1(4) . . ?
C1 C2 C4 119.2(4) . . ?
C2 C3 C2 120.8(6) . 3 ?
C2 C3 H3 119.6 . . ?
C2 C3 H3 119.6 3 . ?
C12 N3 C12 118.5(5) 3_455 . ?
C12 N3 Cd1 120.6(2) 3_455 6_455 ?
C12 N3 Cd1 120.6(2) . 6_455 ?
O1 C4 O2 122.0(5) . . ?
O1 C4 C2 119.0(4) . . ?
O2 C4 C2 118.9(4) . . ?
O1 C4 Cd2 54.8(2) . 6_455 ?
O2 C4 Cd2 67.3(3) . 6_455 ?
C2 C4 Cd2 173.5(3) . 6_455 ?
C15 O7 Cd1 87.7(3) . . ?
C15 O8 Cd1 95.8(3) . . ?
C13 C14 C13 119.6(6) 3_455 . ?
C13 C14 H14 120.2 3_455 . ?
C13 C14 H14 120.2 . . ?
C12 C13 C14 118.1(4) . . ?
C12 C13 C15 120.8(4) . . ?
C14 C13 C15 121.1(4) . . ?
N3 C12 C13 122.8(4) . . ?
N3 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
O7 C15 O8 123.2(4) . . ?
O7 C15 C13 120.0(4) . . ?
O8 C15 C13 116.8(4) . . ?
C10 O3 Cd1 134.2(7) . . ?
C6 C5 N2 124.0(8) . . ?
C6 C5 H5 118.0 . . ?
N2 C5 H5 118.0 . . ?
C5 C6 C7 118.9(8) . . ?
C5 C6 C10 118.6(9) . . ?
C7 C6 C10 122.4(9) . . ?
C6 C7 C8 120.0(8) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C9 114.8(7) . . ?
C7 C8 C11 122.2(8) . . ?
C9 C8 C11 122.9(7) . . ?
N2 C9 C8 125.2(7) . . ?
N2 C9 H9 117.4 . . ?
C8 C9 H9 117.4 . . ?
O3 C10 O4 122.4(10) . . ?
O3 C10 C6 123.5(10) . . ?
O4 C10 C6 112.7(10) . . ?
O5 C11 O6 122.4(8) . . ?
O5 C11 C8 119.3(8) . . ?
O6 C11 C8 118.2(7) . . ?
C9 N2 C5 117.0(7) . . ?
C9 N2 Cd2 119.6(5) . . ?
C5 N2 Cd2 123.3(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 N1 C1 1.7(9) . . . 3 ?
C2 C1 N1 Cd1 -175.4(4) . . . . ?
N1 C1 C2 C3 -1.0(8) . . . . ?
N1 C1 C2 C4 179.1(5) . . . . ?
C1 C2 C3 C2 0.2(11) . . . 3 ?
C4 C2 C3 C2 -179.9(4) . . . 3 ?
Cd2 O1 C4 O2 -1.9(7) 6_455 . . . ?
Cd2 O1 C4 C2 -178.0(4) 6_455 . . . ?
Cd2 O2 C4 O1 1.7(6) 6_455 . . . ?
Cd2 O2 C4 C2 177.7(5) 6_455 . . . ?
C3 C2 C4 O1 -178.8(6) . . . . ?
C1 C2 C4 O1 1.1(8) . . . . ?
C3 C2 C4 O2 5.0(10) . . . . ?
C1 C2 C4 O2 -175.1(6) . . . . ?
C13 C14 C13 C12 1.2(8) 3_455 . . . ?
C13 C14 C13 C15 177.7(3) 3_455 . . . ?
C12 N3 C12 C13 -0.8(8) 3_455 . . . ?
Cd1 N3 C12 C13 173.0(3) 6_455 . . . ?
C14 C13 C12 N3 -0.2(7) . . . . ?
C15 C13 C12 N3 -176.7(4) . . . . ?
Cd1 O7 C15 O8 0.0(4) . . . . ?
Cd1 O7 C15 C13 -179.4(3) . . . . ?
Cd1 O8 C15 O7 0.0(5) . . . . ?
Cd1 O8 C15 C13 179.4(3) . . . . ?
C12 C13 C15 O7 169.0(4) . . . . ?
C14 C13 C15 O7 -7.4(6) . . . . ?
C12 C13 C15 O8 -10.5(6) . . . . ?
C14 C13 C15 O8 173.1(4) . . . . ?
N2 C5 C6 C7 0.9(19) . . . . ?
N2 C5 C6 C10 179.0(18) . . . . ?
C5 C6 C7 C8 -1.4(17) . . . . ?
C10 C6 C7 C8 -179.4(18) . . . . ?
C6 C7 C8 C9 2(3) . . . . ?
C6 C7 C8 C11 179(2) . . . . ?
C7 C8 C9 N2 -3(4) . . . . ?
C11 C8 C9 N2 -180(3) . . . . ?
Cd1 O3 C10 O4 -24(3) . . . . ?
Cd1 O3 C10 C6 171.1(11) . . . . ?
C5 C6 C10 O3 12(2) . . . . ?
C7 C6 C10 O3 -169.7(15) . . . . ?
C5 C6 C10 O4 -154.3(11) . . . . ?
C7 C6 C10 O4 23.8(13) . . . . ?
C7 C8 C11 O5 2(4) . . . . ?
C9 C8 C11 O5 179(3) . . . . ?
C7 C8 C11 O6 -177(4) . . . . ?
C9 C8 C11 O6 0(5) . . . . ?
C8 C9 N2 C5 2(4) . . . . ?
C8 C9 N2 Cd2 -176(2) . . . . ?
C6 C5 N2 C9 -1(3) . . . . ?
C6 C5 N2 Cd2 176.6(14) . . . . ?

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.049

# start Validation Reply Form
_vrf_PLAT214_1_sq                
;
PROBLEM: Atom C10             has ADP max/min Ratio .....        4.1 Note
RESPONSE: The reason for the large ADP ratio is the severe disordering present
in the structure. 
;
_vrf_PLAT213_1_sq                
;
PROBLEM: Atom N3              has ADP max/min Ratio .....        3.7 oblate
RESPONSE: The reason for the large ADP ratio is the severe disordering present
in the structure.
;
_vrf_PLAT215_1_sq                
;
PROBLEM: Disordered O4        has ADP max/min Ratio .....        3.2 Note  
RESPONSE: The reason for the large ADP ratio is the severe disordering present
in the structure.
;
# end Validation Reply Form



####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1958508'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H48 N8 O14 Zn2'
_chemical_formula_weight         1043.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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                   9.0778(8)
_cell_length_b                   9.6883(8)
_cell_length_c                   13.9491(13)
_cell_angle_alpha                76.153(8)
_cell_angle_beta                 73.459(8)
_cell_angle_gamma                84.233(7)
_cell_volume                     1141.17(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3693
_cell_measurement_theta_min      3.3861
_cell_measurement_theta_max      72.3839

_exptl_crystal_description       polyhedral
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_F_000             540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.946
_shelx_estimated_absorpt_T_min   0.926
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_T_min  0.83395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            7215
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.389
_diffrn_reflns_theta_max         66.985
_diffrn_reflns_theta_full        66.985
_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             4055
_reflns_number_gt                3614
_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0524P)²+0.7352P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4055
_refine_ls_number_parameters     321
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0840
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_restrained_S_all      0.898
_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
Zn1 Zn 0.16909(3) 0.31787(3) 0.76708(2) 0.02077(10) Uani 1 1 d . . . . .
O1 O 0.37832(17) 0.18605(15) 0.72359(11) 0.0236(3) Uani 1 1 d . . . . .
O2 O 0.10175(18) 0.30938(16) 0.62393(11) 0.0263(3) Uani 1 1 d . . . . .
O3 O 0.24912(16) 0.35386(15) 0.88367(10) 0.0228(3) Uani 1 1 d . . . . .
O4 O 0.47390(17) 0.23068(17) 0.87104(12) 0.0328(4) Uani 1 1 d . . . . .
O5 O 0.03727(16) 0.58955(15) 1.17151(10) 0.0242(3) Uani 1 1 d . . . . .
O6 O 0.14425(17) 0.54415(19) 1.30273(11) 0.0340(4) Uani 1 1 d . . . . .
O7 O 0.6877(2) 0.93465(19) 0.53621(15) 0.0464(4) Uani 1 1 d . . . . .
N1 N 0.0878(2) 0.11103(18) 0.82573(12) 0.0239(4) Uani 1 1 d . . . . .
N2 N 0.26586(19) 0.49790(17) 0.65981(12) 0.0214(3) Uani 1 1 d . . . . .
N3 N 0.4981(2) 0.3056(2) 1.14855(14) 0.0320(4) Uani 1 1 d . . . . .
N4 N 0.8631(2) 0.9205(2) 0.62734(16) 0.0388(5) Uani 1 1 d . . . . .
C1 C 0.1901(2) 0.0031(2) 0.81208(15) 0.0245(4) Uani 1 1 d . . . . .
C2 C 0.1530(3) -0.1373(2) 0.85932(16) 0.0288(5) Uani 1 1 d . . . . .
H2 H 0.228331 -0.212061 0.850428 0.035 Uiso 1 1 calc R U . . .
C3 C 0.0049(3) -0.1665(2) 0.91937(17) 0.0321(5) Uani 1 1 d . . . . .
H3 H -0.022362 -0.261423 0.953561 0.038 Uiso 1 1 calc R U . . .
C4 C -0.1027(3) -0.0559(2) 0.92896(17) 0.0314(5) Uani 1 1 d . . . . .
H4 H -0.206423 -0.073965 0.966970 0.038 Uiso 1 1 calc R U . . .
C5 C -0.0574(2) 0.0809(2) 0.88259(16) 0.0276(4) Uani 1 1 d . . . . .
H5 H -0.131028 0.157061 0.890884 0.033 Uiso 1 1 calc R U . . .
C6 C 0.3465(2) 0.0406(2) 0.73934(17) 0.0288(5) Uani 1 1 d . . . . .
H6A H 0.426254 -0.019255 0.767220 0.035 Uiso 1 1 calc R U . . .
H6B H 0.351833 0.018926 0.672564 0.035 Uiso 1 1 calc R U . . .
C7 C 0.2690(2) 0.5116(2) 0.56104(15) 0.0232(4) Uani 1 1 d . . . . .
C8 C 0.3362(2) 0.6269(2) 0.48548(16) 0.0289(5) Uani 1 1 d . . . . .
H8 H 0.336821 0.635104 0.416120 0.035 Uiso 1 1 calc R U . . .
C9 C 0.4018(3) 0.7292(2) 0.51254(16) 0.0301(5) Uani 1 1 d . . . . .
H9 H 0.449094 0.808271 0.462064 0.036 Uiso 1 1 calc R U . . .
C10 C 0.3974(2) 0.7146(2) 0.61517(16) 0.0264(4) Uani 1 1 d . . . . .
H10 H 0.441324 0.783764 0.635802 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3283(2) 0.5984(2) 0.68619(15) 0.0234(4) Uani 1 1 d . . . . .
H11 H 0.324744 0.588994 0.756184 0.028 Uiso 1 1 calc R U . . .
C12 C 0.1998(2) 0.3947(2) 0.53550(15) 0.0274(4) Uani 1 1 d . . . . .
H12A H 0.140108 0.437359 0.485666 0.033 Uiso 1 1 calc R U . . .
H12B H 0.283517 0.333511 0.502648 0.033 Uiso 1 1 calc R U . . .
C13 C 0.4906(2) 0.2850(2) 1.05799(16) 0.0278(4) Uani 1 1 d . . . . .
H13 H 0.569908 0.228562 1.023144 0.033 Uiso 1 1 calc R U . . .
C14 C 0.3736(2) 0.3413(2) 1.01253(14) 0.0221(4) Uani 1 1 d . . . . .
C15 C 0.2600(2) 0.4262(2) 1.06239(14) 0.0219(4) Uani 1 1 d . . . . .
H15 H 0.180259 0.469323 1.032387 0.026 Uiso 1 1 calc R U . . .
C16 C 0.2637(2) 0.4478(2) 1.15672(15) 0.0234(4) Uani 1 1 d . . . . .
C17 C 0.3845(2) 0.3851(2) 1.19626(16) 0.0288(5) Uani 1 1 d . . . . .
H17 H 0.386711 0.399413 1.260860 0.035 Uiso 1 1 calc R U . . .
C18 C 0.3674(2) 0.3064(2) 0.91354(14) 0.0220(4) Uani 1 1 d . . . . .
C19 C 0.1390(2) 0.5342(2) 1.21572(15) 0.0235(4) Uani 1 1 d . . . . .
C20 C 0.8100(3) 0.8926(3) 0.5542(2) 0.0394(6) Uani 1 1 d . . . . .
C21 C 0.7750(3) 1.0116(3) 0.6941(2) 0.0493(7) Uani 1 1 d . . . . .
H21A H 0.840344 1.086401 0.693790 0.074 Uiso 1 1 calc R U . . .
H21B H 0.738777 0.954740 0.764044 0.074 Uiso 1 1 calc R U . . .
H21C H 0.686592 1.055045 0.669404 0.074 Uiso 1 1 calc R U . . .
C22 C 1.0033(3) 0.8524(4) 0.6487(2) 0.0557(8) Uani 1 1 d . . . . .
H22A H 1.074423 0.925143 0.643650 0.084 Uiso 1 1 calc R U . . .
H22B H 1.051162 0.793836 0.598924 0.084 Uiso 1 1 calc R U . . .
H22C H 0.979171 0.792034 0.718107 0.084 Uiso 1 1 calc R U . . .
H20 H 0.884(3) 0.829(3) 0.516(2) 0.042(7) Uiso 1 1 d . . . . .
H2A H 0.022(4) 0.356(3) 0.642(2) 0.055(9) Uiso 1 1 d . . . . .
H1A H 0.417(3) 0.194(3) 0.768(2) 0.039(8) Uiso 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 O5 2.0406(14) 2_567 ?
Zn1 O3 2.0710(13) . ?
Zn1 N2 2.0888(17) . ?
Zn1 N1 2.0972(17) . ?
Zn1 O1 2.1985(15) . ?
Zn1 O2 2.2697(14) . ?
O1 C6 1.419(2) . ?
O1 H1A 0.81(3) . ?
O2 C12 1.426(2) . ?
O2 H2A 0.83(3) . ?
O3 C18 1.266(2) . ?
O4 C18 1.250(2) . ?
O5 C19 1.260(2) . ?
O6 C19 1.255(2) . ?
O7 C20 1.217(3) . ?
N1 C1 1.338(3) . ?
N1 C5 1.350(3) . ?
N2 C11 1.344(3) . ?
N2 C7 1.344(2) . ?
N3 C17 1.340(3) . ?
N3 C13 1.347(3) . ?
N4 C20 1.336(3) . ?
N4 C22 1.448(3) . ?
N4 C21 1.453(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.511(3) . ?
C2 C3 1.382(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.380(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.392(3) . ?
C7 C12 1.506(3) . ?
C8 C9 1.380(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.394(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.389(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(3) . ?
C14 C18 1.515(3) . ?
C15 C16 1.391(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.388(3) . ?
C16 C19 1.506(3) . ?
C17 H17 0.9500 . ?
C20 H20 0.99(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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
O5 Zn1 O3 88.98(5) 2_567 . ?
O5 Zn1 N2 97.59(6) 2_567 . ?
O3 Zn1 N2 95.01(6) . . ?
O5 Zn1 N1 93.42(6) 2_567 . ?
O3 Zn1 N1 102.78(6) . . ?
N2 Zn1 N1 159.22(7) . . ?
O5 Zn1 O1 169.90(5) 2_567 . ?
O3 Zn1 O1 88.40(5) . . ?
N2 Zn1 O1 92.35(6) . . ?
N1 Zn1 O1 77.67(6) . . ?
O5 Zn1 O2 92.58(6) 2_567 . ?
O3 Zn1 O2 170.96(5) . . ?
N2 Zn1 O2 75.96(6) . . ?
N1 Zn1 O2 86.02(6) . . ?
O1 Zn1 O2 91.54(6) . . ?
C6 O1 Zn1 112.45(12) . . ?
C6 O1 H1A 108(2) . . ?
Zn1 O1 H1A 97(2) . . ?
C12 O2 Zn1 110.44(11) . . ?
C12 O2 H2A 108(2) . . ?
Zn1 O2 H2A 91(2) . . ?
C18 O3 Zn1 131.61(13) . . ?
C19 O5 Zn1 127.92(12) . 2_567 ?
C1 N1 C5 118.53(18) . . ?
C1 N1 Zn1 117.29(14) . . ?
C5 N1 Zn1 123.98(14) . . ?
C11 N2 C7 119.13(17) . . ?
C11 N2 Zn1 121.98(13) . . ?
C7 N2 Zn1 118.87(14) . . ?
C17 N3 C13 116.87(18) . . ?
C20 N4 C22 121.5(2) . . ?
C20 N4 C21 120.8(2) . . ?
C22 N4 C21 117.5(2) . . ?
N1 C1 C2 121.83(19) . . ?
N1 C1 C6 116.71(18) . . ?
C2 C1 C6 121.41(19) . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C4 C3 C2 119.1(2) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 122.5(2) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
O1 C6 C1 112.56(17) . . ?
O1 C6 H6A 109.1 . . ?
C1 C6 H6A 109.1 . . ?
O1 C6 H6B 109.1 . . ?
C1 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
N2 C7 C8 121.57(19) . . ?
N2 C7 C12 116.92(18) . . ?
C8 C7 C12 121.50(18) . . ?
C9 C8 C7 119.21(19) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 118.9(2) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 119.0(2) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
N2 C11 C10 122.21(19) . . ?
N2 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
O2 C12 C7 112.33(16) . . ?
O2 C12 H12A 109.1 . . ?
C7 C12 H12A 109.1 . . ?
O2 C12 H12B 109.1 . . ?
C7 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
N3 C13 C14 123.84(19) . . ?
N3 C13 H13 118.1 . . ?
C14 C13 H13 118.1 . . ?
C15 C14 C13 117.90(18) . . ?
C15 C14 C18 121.13(18) . . ?
C13 C14 C18 120.93(18) . . ?
C14 C15 C16 119.52(18) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C17 C16 C15 118.08(19) . . ?
C17 C16 C19 120.58(18) . . ?
C15 C16 C19 121.33(18) . . ?
N3 C17 C16 123.75(19) . . ?
N3 C17 H17 118.1 . . ?
C16 C17 H17 118.1 . . ?
O4 C18 O3 125.99(18) . . ?
O4 C18 C14 118.50(17) . . ?
O3 C18 C14 115.46(17) . . ?
O6 C19 O5 126.17(19) . . ?
O6 C19 C16 118.50(18) . . ?
O5 C19 C16 115.33(17) . . ?
O7 C20 N4 126.4(2) . . ?
O7 C20 H20 123.4(16) . . ?
N4 C20 H20 110.2(16) . . ?
N4 C21 H21A 109.5 . . ?
N4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_sq
_database_code_depnum_ccdc_archive 'CCDC 1958504'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H30 Mn3 N6 O15'
_chemical_formula_weight         879.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   12.3457(2)
_cell_length_b                   11.3248(2)
_cell_length_c                   29.2277(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.6890(10)
_cell_angle_gamma                90
_cell_volume                     4039.50(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    112.8(3)
_cell_measurement_reflns_used    6900
_cell_measurement_theta_min      4.1380
_cell_measurement_theta_max      71.9080

_exptl_crystal_description       polyherdal
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_F_000             1788
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    8.131
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.29092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      112.8(3)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            15902
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         3.713
_diffrn_reflns_theta_max         72.200
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7822
_reflns_number_gt                6736
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0563P)²+2.6162P] 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         7822
_refine_ls_number_parameters     541
_refine_ls_number_restraints     118
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1073
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.053
_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
C7S_1 C 0.0363(5) 0.6967(7) 0.5925(2) 0.0413(17) Uani 0.590(7) 1 d D U P A 1
H7S_1 H 0.069028 0.662118 0.569117 0.050 Uiso 0.590(7) 1 calc R U P A 1
O3S_1 O 0.0926(11) 0.7109(13) 0.6313(4) 0.031(2) Uani 0.590(7) 1 d D U P A 1
N3S_1 N -0.0684(6) 0.7288(10) 0.5830(2) 0.054(2) Uani 0.590(7) 1 d D U P A 1
C8S_1 C -0.1307(6) 0.7045(10) 0.5373(3) 0.075(3) Uani 0.590(7) 1 d D U P A 1
H8SA_1 H -0.166062 0.629034 0.537661 0.112 Uiso 0.590(7) 1 calc R U P A 1
H8SB_1 H -0.081929 0.703610 0.514608 0.112 Uiso 0.590(7) 1 calc R U P A 1
H8SC_1 H -0.185027 0.764773 0.529525 0.112 Uiso 0.590(7) 1 calc R U P A 1
C9S_1 C -0.1297(10) 0.777(2) 0.6175(5) 0.199(12) Uani 0.590(7) 1 d D U P A 1
H9SA_1 H -0.205495 0.755998 0.609833 0.299 Uiso 0.590(7) 1 calc R U P A 1
H9SB_1 H -0.123070 0.861929 0.617870 0.299 Uiso 0.590(7) 1 calc R U P A 1
H9SC_1 H -0.100904 0.746536 0.647429 0.299 Uiso 0.590(7) 1 calc R U P A 1
C7S_2 C 0.0268(7) 0.7678(10) 0.6125(4) 0.050(3) Uani 0.410(7) 1 d D U P A 2
H7S_2 H 0.053537 0.843912 0.609823 0.060 Uiso 0.410(7) 1 calc R U P A 2
O3S_2 O 0.0931(14) 0.6896(18) 0.6268(6) 0.038(4) Uani 0.410(7) 1 d D U P A 2
N3S_2 N -0.0810(8) 0.7501(11) 0.6006(4) 0.054(3) Uani 0.410(7) 1 d D U P A 2
C8S_2 C -0.1584(10) 0.8432(12) 0.5822(5) 0.085(5) Uani 0.410(7) 1 d D U P A 2
H8SA_2 H -0.216513 0.847651 0.600599 0.127 Uiso 0.410(7) 1 calc R U P A 2
H8SB_2 H -0.188490 0.825212 0.550770 0.127 Uiso 0.410(7) 1 calc R U P A 2
H8SC_2 H -0.120846 0.917606 0.583326 0.127 Uiso 0.410(7) 1 calc R U P A 2
C9S_2 C -0.1248(13) 0.6291(14) 0.6034(7) 0.129(9) Uani 0.410(7) 1 d D U P A 2
H9SA_2 H -0.197396 0.625193 0.586146 0.194 Uiso 0.410(7) 1 calc R U P A 2
H9SB_2 H -0.127305 0.609423 0.635149 0.194 Uiso 0.410(7) 1 calc R U P A 2
H9SC_2 H -0.078240 0.574107 0.590636 0.194 Uiso 0.410(7) 1 calc R U P A 2
Mn1 Mn 0.26912(3) 0.71007(3) 0.64186(2) 0.01192(10) Uani 1 1 d . . . . .
O1 O 0.63598(16) 0.22985(17) 0.70765(6) 0.0203(4) Uani 1 1 d . . . . .
C1 C 0.8855(2) 0.4100(2) 0.83722(9) 0.0163(5) Uani 1 1 d . . . . .
H1 H 0.942954 0.430543 0.860213 0.020 Uiso 1 1 calc R U . . .
N1 N 0.80411(18) 0.4886(2) 0.82588(7) 0.0159(4) Uani 1 1 d . . . . .
O2 O 0.54584(16) 0.39087(17) 0.72599(6) 0.0206(4) Uani 1 1 d . . . . .
Mn2 Mn 0.44475(3) 0.45735(3) 0.66560(2) 0.01074(10) Uani 1 1 d . . . . .
N2 N 0.3942(2) 0.3347(2) 0.49964(8) 0.0200(5) Uani 1 1 d . . . . .
C2 C 0.8886(2) 0.2992(2) 0.81641(9) 0.0147(5) Uani 1 1 d . . . . .
O3 O 0.98536(15) 0.12445(16) 0.80708(6) 0.0174(4) Uani 1 1 d D . . . .
Mn3 Mn 0.66536(3) 0.17325(4) 0.64151(2) 0.01254(10) Uani 1 1 d . . . . .
C3 C 0.8015(2) 0.2685(2) 0.78253(9) 0.0165(5) Uani 1 1 d . . . . .
H3 H 0.800254 0.195294 0.768048 0.020 Uiso 1 1 calc R U . . .
N3 N 0.23789(18) 0.40209(19) 0.83720(7) 0.0154(4) Uani 1 1 d . . . . .
O12 O 0.26627(16) 0.65777(16) 0.71036(6) 0.0183(4) Uani 1 1 d . . . . .
C12 C 0.3604(2) 0.3966(2) 0.53429(9) 0.0164(5) Uani 1 1 d . . . . .
H12 H 0.356688 0.358128 0.562122 0.020 Uiso 1 1 calc R U . . .
C15 C 0.1775(2) 0.4832(2) 0.85598(9) 0.0146(5) Uani 1 1 d . . . . .
H15 H 0.150103 0.463732 0.882942 0.018 Uiso 1 1 calc R U . . .
C14 C 0.3001(2) 0.5821(2) 0.57070(9) 0.0142(5) Uani 1 1 d . . . . .
O11 O 0.31854(15) 0.46831(16) 0.70909(6) 0.0163(4) Uani 1 1 d . . . . .
C11 C 0.3309(2) 0.5149(2) 0.53046(9) 0.0146(5) Uani 1 1 d . . . . .
C21 C 0.2818(2) 0.5557(2) 0.72755(9) 0.0143(5) Uani 1 1 d . . . . .
C20 C 0.0861(2) 0.6805(2) 0.85942(8) 0.0133(5) Uani 1 1 d . . . . .
O1S O 0.68709(16) 0.08506(18) 0.57687(6) 0.0205(4) Uani 1 1 d . . . . .
N1S N 0.6316(2) 0.0824(2) 0.49884(8) 0.0223(5) Uani 1 1 d . . . . .
C1S C 0.6223(2) 0.1127(2) 0.54163(9) 0.0178(5) Uani 1 1 d . . . . .
H1S H 0.562175 0.158660 0.545847 0.021 Uiso 1 1 calc R U . . .
C19 C 0.2722(2) 0.4300(2) 0.79694(9) 0.0145(5) Uani 1 1 d . . . . .
H19 H 0.312610 0.374511 0.783272 0.017 Uiso 1 1 calc R U . . .
C18 C 0.2500(2) 0.5378(2) 0.77489(9) 0.0139(5) Uani 1 1 d . . . . .
C17 C 0.1926(2) 0.6229(2) 0.79585(9) 0.0139(5) Uani 1 1 d . . . . .
H17 H 0.179936 0.697336 0.782677 0.017 Uiso 1 1 calc R U . . .
C16 C 0.1545(2) 0.5944(2) 0.83689(8) 0.0123(5) Uani 1 1 d . . . . .
C6 C 0.6242(2) 0.3213(2) 0.73156(9) 0.0159(5) Uani 1 1 d . . . . .
O6 O 0.44171(16) 0.51858(17) 0.38222(6) 0.0200(4) Uani 1 1 d . . . . .
C5 C 0.7211(2) 0.4571(2) 0.79304(9) 0.0163(5) Uani 1 1 d . . . . .
H5 H 0.663951 0.510229 0.784899 0.020 Uiso 1 1 calc R U . . .
O5 O 0.33787(15) 0.66940(17) 0.39978(6) 0.0180(4) Uani 1 1 d . . . . .
C4 C 0.7169(2) 0.3480(2) 0.77058(9) 0.0167(5) Uani 1 1 d . . . . .
O4 O 1.06166(15) 0.25670(17) 0.85896(6) 0.0175(4) Uani 1 1 d D . . . .
C7 C 0.9861(2) 0.2190(2) 0.82874(9) 0.0144(5) Uani 1 1 d . . . . .
O7 O 0.26334(15) 0.68533(16) 0.56456(6) 0.0165(4) Uani 1 1 d . . . . .
C13 C 0.3852(2) 0.5715(2) 0.40757(9) 0.0144(5) Uani 1 1 d . . . . .
C8 C 0.4009(2) 0.3934(2) 0.46029(9) 0.0178(5) Uani 1 1 d . . . . .
H8 H 0.426420 0.352518 0.436456 0.021 Uiso 1 1 calc R U . . .
O8 O 0.31243(15) 0.53386(16) 0.61054(6) 0.0154(4) Uani 1 1 d . . . . .
O10 O 0.11154(15) 0.78699(16) 0.85736(6) 0.0157(4) Uani 1 1 d . . . . .
C10 C 0.3341(2) 0.5722(2) 0.48847(9) 0.0140(5) Uani 1 1 d . . . . .
H10 H 0.311039 0.650216 0.484398 0.017 Uiso 1 1 calc R U . . .
O9 O 0.00977(14) 0.63799(16) 0.87875(6) 0.0146(4) Uani 1 1 d . . . . .
C9 C 0.3720(2) 0.5114(2) 0.45281(9) 0.0142(5) Uani 1 1 d . . . . .
C3S C 0.7249(3) 0.0147(5) 0.48834(12) 0.0555(13) Uani 1 1 d . . . . .
H3SA H 0.700097 -0.060265 0.475409 0.083 Uiso 1 1 calc R U . . .
H3SB H 0.775615 0.002269 0.516221 0.083 Uiso 1 1 calc R U . . .
H3SC H 0.760602 0.057273 0.466443 0.083 Uiso 1 1 calc R U . . .
O2S O 0.84043(16) 0.21859(19) 0.66427(8) 0.0256(5) Uani 1 1 d . . . . .
N2S N 0.9573(3) 0.3614(3) 0.69697(12) 0.0470(8) Uani 1 1 d . . . . .
C2S C 0.5512(2) 0.1175(3) 0.45987(9) 0.0209(6) Uani 1 1 d . . . . .
H2SA H 0.527265 0.049214 0.441621 0.031 Uiso 1 1 calc R U . . .
H2SB H 0.583549 0.173214 0.441191 0.031 Uiso 1 1 calc R U . . .
H2SC H 0.489634 0.153176 0.470959 0.031 Uiso 1 1 calc R U . . .
C5S C 1.0487(3) 0.2839(4) 0.70936(16) 0.0530(12) Uani 1 1 d . . . . .
H5SA H 1.030538 0.206648 0.696954 0.079 Uiso 1 1 calc R U . . .
H5SB H 1.065759 0.279161 0.742459 0.079 Uiso 1 1 calc R U . . .
H5SC H 1.110973 0.313766 0.696964 0.079 Uiso 1 1 calc R U . . .
C6S C 0.9705(5) 0.4835(5) 0.7148(2) 0.0839(19) Uani 1 1 d . . . . .
H6SA H 0.900335 0.521821 0.711019 0.126 Uiso 1 1 calc R U . . .
H6SB H 1.018891 0.526106 0.698004 0.126 Uiso 1 1 calc R U . . .
H6SC H 1.000697 0.481710 0.747075 0.126 Uiso 1 1 calc R U . . .
C4S C 0.8602(3) 0.3227(3) 0.67686(13) 0.0394(8) Uani 1 1 d . . . . .
H4S H 0.802954 0.376784 0.671820 0.047 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
C7S_1 O3S_1 1.248(11) . ?
C7S_1 N3S_1 1.331(8) . ?
C7S_1 H7S_1 0.9300 . ?
O3S_1 Mn1 2.155(14) . ?
N3S_1 C9S_1 1.457(9) . ?
N3S_1 C8S_1 1.464(9) . ?
C8S_1 H8SA_1 0.9600 . ?
C8S_1 H8SB_1 0.9600 . ?
C8S_1 H8SC_1 0.9600 . ?
C9S_1 H9SA_1 0.9600 . ?
C9S_1 H9SB_1 0.9600 . ?
C9S_1 H9SC_1 0.9600 . ?
C7S_2 O3S_2 1.236(12) . ?
C7S_2 N3S_2 1.339(10) . ?
C7S_2 H7S_2 0.9300 . ?
O3S_2 Mn1 2.164(18) . ?
N3S_2 C8S_2 1.469(11) . ?
N3S_2 C9S_2 1.480(13) . ?
C8S_2 H8SA_2 0.9600 . ?
C8S_2 H8SB_2 0.9600 . ?
C8S_2 H8SC_2 0.9600 . ?
C9S_2 H9SA_2 0.9600 . ?
C9S_2 H9SB_2 0.9600 . ?
C9S_2 H9SC_2 0.9600 . ?
Mn1 O12 2.0931(18) . ?
Mn1 O4 2.1586(19) 2_656 ?
Mn1 N3 2.264(2) 2_556 ?
Mn1 O7 2.2671(18) . ?
Mn1 O8 2.2921(19) . ?
Mn1 C14 2.610(3) . ?
O1 C6 1.270(3) . ?
O1 Mn3 2.1192(19) . ?
C1 N1 1.346(3) . ?
C1 C2 1.397(4) . ?
C1 H1 0.9300 . ?
N1 C5 1.342(4) . ?
N1 Mn3 2.305(2) 2_656 ?
O2 C6 1.239(3) . ?
O2 Mn2 2.1389(19) . ?
Mn2 O10 2.1247(18) 2_546 ?
Mn2 O6 2.1411(18) 3_666 ?
Mn2 O11 2.1582(18) . ?
Mn2 O3 2.1806(19) 2_656 ?
Mn2 O8 2.2835(18) . ?
N2 C8 1.342(3) . ?
N2 C12 1.349(3) . ?
C2 C3 1.391(4) . ?
C2 C7 1.507(4) . ?
O3 C7 1.243(3) . ?
Mn3 O5 2.1492(19) 3_666 ?
Mn3 O1S 2.1891(19) . ?
Mn3 O9 2.1904(18) 2_546 ?
Mn3 O2S 2.223(2) . ?
C3 C4 1.383(4) . ?
C3 H3 0.9300 . ?
N3 C19 1.347(3) . ?
N3 C15 1.351(3) . ?
O12 C21 1.263(3) . ?
C12 C11 1.388(4) . ?
C12 H12 0.9300 . ?
C15 C16 1.389(4) . ?
C15 H15 0.9300 . ?
C14 O7 1.257(3) . ?
C14 O8 1.275(3) . ?
C14 C11 1.498(3) . ?
O11 C21 1.245(3) . ?
C11 C10 1.394(4) . ?
C21 C18 1.508(3) . ?
C20 O10 1.250(3) . ?
C20 O9 1.265(3) . ?
C20 C16 1.505(3) . ?
O1S C1S 1.245(3) . ?
N1S C1S 1.318(3) . ?
N1S C2S 1.449(4) . ?
N1S C3S 1.455(4) . ?
C1S H1S 0.9300 . ?
C19 C18 1.388(4) . ?
C19 H19 0.9300 . ?
C18 C17 1.392(4) . ?
C17 C16 1.390(3) . ?
C17 H17 0.9300 . ?
C6 C4 1.519(3) . ?
O6 C13 1.246(3) . ?
C5 C4 1.397(4) . ?
C5 H5 0.9300 . ?
O5 C13 1.258(3) . ?
O4 C7 1.259(3) . ?
C13 C9 1.517(3) . ?
C8 C9 1.392(4) . ?
C8 H8 0.9300 . ?
C10 C9 1.389(3) . ?
C10 H10 0.9300 . ?
C3S H3SA 0.9600 . ?
C3S H3SB 0.9600 . ?
C3S H3SC 0.9600 . ?
O2S C4S 1.248(4) . ?
N2S C4S 1.328(4) . ?
N2S C5S 1.433(5) . ?
N2S C6S 1.477(6) . ?
C2S H2SA 0.9600 . ?
C2S H2SB 0.9600 . ?
C2S H2SC 0.9600 . ?
C5S H5SA 0.9600 . ?
C5S H5SB 0.9600 . ?
C5S H5SC 0.9600 . ?
C6S H6SA 0.9600 . ?
C6S H6SB 0.9600 . ?
C6S H6SC 0.9600 . ?
C4S H4S 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
O3S_1 C7S_1 N3S_1 122.9(9) . . ?
O3S_1 C7S_1 H7S_1 118.5 . . ?
N3S_1 C7S_1 H7S_1 118.5 . . ?
C7S_1 O3S_1 Mn1 122.8(11) . . ?
C7S_1 N3S_1 C9S_1 123.3(8) . . ?
C7S_1 N3S_1 C8S_1 119.9(7) . . ?
C9S_1 N3S_1 C8S_1 116.5(8) . . ?
N3S_1 C8S_1 H8SA_1 109.5 . . ?
N3S_1 C8S_1 H8SB_1 109.5 . . ?
H8SA_1 C8S_1 H8SB_1 109.5 . . ?
N3S_1 C8S_1 H8SC_1 109.5 . . ?
H8SA_1 C8S_1 H8SC_1 109.5 . . ?
H8SB_1 C8S_1 H8SC_1 109.5 . . ?
N3S_1 C9S_1 H9SA_1 109.5 . . ?
N3S_1 C9S_1 H9SB_1 109.5 . . ?
H9SA_1 C9S_1 H9SB_1 109.5 . . ?
N3S_1 C9S_1 H9SC_1 109.5 . . ?
H9SA_1 C9S_1 H9SC_1 109.5 . . ?
H9SB_1 C9S_1 H9SC_1 109.5 . . ?
O3S_2 C7S_2 N3S_2 124.2(14) . . ?
O3S_2 C7S_2 H7S_2 117.9 . . ?
N3S_2 C7S_2 H7S_2 117.9 . . ?
C7S_2 O3S_2 Mn1 125.8(16) . . ?
C7S_2 N3S_2 C8S_2 123.6(11) . . ?
C7S_2 N3S_2 C9S_2 118.8(10) . . ?
C8S_2 N3S_2 C9S_2 117.5(10) . . ?
N3S_2 C8S_2 H8SA_2 109.5 . . ?
N3S_2 C8S_2 H8SB_2 109.5 . . ?
H8SA_2 C8S_2 H8SB_2 109.5 . . ?
N3S_2 C8S_2 H8SC_2 109.5 . . ?
H8SA_2 C8S_2 H8SC_2 109.5 . . ?
H8SB_2 C8S_2 H8SC_2 109.5 . . ?
N3S_2 C9S_2 H9SA_2 109.5 . . ?
N3S_2 C9S_2 H9SB_2 109.5 . . ?
H9SA_2 C9S_2 H9SB_2 109.5 . . ?
N3S_2 C9S_2 H9SC_2 109.5 . . ?
H9SA_2 C9S_2 H9SC_2 109.5 . . ?
H9SB_2 C9S_2 H9SC_2 109.5 . . ?
O12 Mn1 O3S_1 88.6(4) . . ?
O12 Mn1 O4 103.65(8) . 2_656 ?
O3S_1 Mn1 O4 163.2(4) . 2_656 ?
O12 Mn1 O3S_2 90.1(5) . . ?
O4 Mn1 O3S_2 165.5(5) 2_656 . ?
O12 Mn1 N3 90.37(8) . 2_556 ?
O3S_1 Mn1 N3 87.4(4) . 2_556 ?
O4 Mn1 N3 81.06(8) 2_656 2_556 ?
O12 Mn1 O7 156.30(7) . . ?
O3S_1 Mn1 O7 88.8(4) . . ?
O4 Mn1 O7 84.49(7) 2_656 . ?
O3S_2 Mn1 O7 84.6(5) . . ?
N3 Mn1 O7 113.04(7) 2_556 . ?
O12 Mn1 O8 100.03(7) . . ?
O3S_1 Mn1 O8 103.8(4) . . ?
O4 Mn1 O8 85.64(7) 2_656 . ?
O3S_2 Mn1 O8 96.5(5) . . ?
N3 Mn1 O8 164.75(7) 2_556 . ?
O7 Mn1 O8 57.90(6) . . ?
O12 Mn1 C14 129.10(8) . . ?
O3S_1 Mn1 C14 98.9(3) . . ?
O4 Mn1 C14 82.44(7) 2_656 . ?
O3S_2 Mn1 C14 92.4(5) . . ?
N3 Mn1 C14 139.88(8) 2_556 . ?
O7 Mn1 C14 28.78(8) . . ?
O8 Mn1 C14 29.23(7) . . ?
C6 O1 Mn3 142.96(18) . . ?
N1 C1 C2 123.7(2) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C5 N1 C1 117.5(2) . . ?
C5 N1 Mn3 126.57(18) . 2_656 ?
C1 N1 Mn3 115.40(17) . 2_656 ?
C6 O2 Mn2 132.76(18) . . ?
O10 Mn2 O2 93.62(7) 2_546 . ?
O10 Mn2 O6 97.16(7) 2_546 3_666 ?
O2 Mn2 O6 103.04(8) . 3_666 ?
O10 Mn2 O11 90.43(7) 2_546 . ?
O2 Mn2 O11 85.26(7) . . ?
O6 Mn2 O11 168.32(8) 3_666 . ?
O10 Mn2 O3 174.93(7) 2_546 2_656 ?
O2 Mn2 O3 81.61(7) . 2_656 ?
O6 Mn2 O3 82.34(7) 3_666 2_656 ?
O11 Mn2 O3 90.88(7) . 2_656 ?
O10 Mn2 O8 87.53(7) 2_546 . ?
O2 Mn2 O8 168.89(7) . . ?
O6 Mn2 O8 87.76(7) 3_666 . ?
O11 Mn2 O8 83.68(7) . . ?
O3 Mn2 O8 97.48(7) 2_656 . ?
C8 N2 C12 116.9(2) . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 C7 121.5(2) . . ?
C1 C2 C7 120.7(2) . . ?
C7 O3 Mn2 126.09(17) . 2_646 ?
O1 Mn3 O5 105.68(8) . 3_666 ?
O1 Mn3 O1S 170.21(8) . . ?
O5 Mn3 O1S 83.57(7) 3_666 . ?
O1 Mn3 O9 90.22(7) . 2_546 ?
O5 Mn3 O9 93.75(7) 3_666 2_546 ?
O1S Mn3 O9 85.88(7) . 2_546 ?
O1 Mn3 O2S 87.12(8) . . ?
O5 Mn3 O2S 84.91(8) 3_666 . ?
O1S Mn3 O2S 97.08(8) . . ?
O9 Mn3 O2S 176.59(8) 2_546 . ?
O1 Mn3 N1 86.40(8) . 2_646 ?
O5 Mn3 N1 166.47(8) 3_666 2_646 ?
O1S Mn3 N1 84.79(8) . 2_646 ?
O9 Mn3 N1 92.26(7) 2_546 2_646 ?
O2S Mn3 N1 89.71(8) . 2_646 ?
C4 C3 C2 119.3(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C19 N3 C15 117.4(2) . . ?
C19 N3 Mn1 119.46(17) . 2_546 ?
C15 N3 Mn1 119.83(17) . 2_546 ?
C21 O12 Mn1 128.02(17) . . ?
N2 C12 C11 123.2(2) . . ?
N2 C12 H12 118.4 . . ?
C11 C12 H12 118.4 . . ?
N3 C15 C16 123.0(2) . . ?
N3 C15 H15 118.5 . . ?
C16 C15 H15 118.5 . . ?
O7 C14 O8 121.3(2) . . ?
O7 C14 C11 119.3(2) . . ?
O8 C14 C11 119.3(2) . . ?
O7 C14 Mn1 60.28(13) . . ?
O8 C14 Mn1 61.41(13) . . ?
C11 C14 Mn1 173.33(18) . . ?
C21 O11 Mn2 130.06(17) . . ?
C12 C11 C10 118.6(2) . . ?
C12 C11 C14 121.5(2) . . ?
C10 C11 C14 119.9(2) . . ?
O11 C21 O12 126.7(2) . . ?
O11 C21 C18 117.0(2) . . ?
O12 C21 C18 116.3(2) . . ?
O10 C20 O9 126.7(2) . . ?
O10 C20 C16 116.3(2) . . ?
O9 C20 C16 117.0(2) . . ?
C1S O1S Mn3 116.89(18) . . ?
C1S N1S C2S 121.8(2) . . ?
C1S N1S C3S 121.5(3) . . ?
C2S N1S C3S 116.7(2) . . ?
O1S C1S N1S 125.6(3) . . ?
O1S C1S H1S 117.2 . . ?
N1S C1S H1S 117.2 . . ?
N3 C19 C18 123.1(2) . . ?
N3 C19 H19 118.4 . . ?
C18 C19 H19 118.4 . . ?
C19 C18 C17 118.8(2) . . ?
C19 C18 C21 118.9(2) . . ?
C17 C18 C21 122.1(2) . . ?
C16 C17 C18 118.7(2) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C15 C16 C17 118.8(2) . . ?
C15 C16 C20 120.4(2) . . ?
C17 C16 C20 120.8(2) . . ?
O2 C6 O1 126.7(2) . . ?
O2 C6 C4 117.2(2) . . ?
O1 C6 C4 116.1(2) . . ?
C13 O6 Mn2 143.90(18) . 3_666 ?
N1 C5 C4 122.7(2) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
C13 O5 Mn3 143.25(17) . 3_666 ?
C3 C4 C5 119.0(2) . . ?
C3 C4 C6 121.0(2) . . ?
C5 C4 C6 119.9(2) . . ?
C7 O4 Mn1 121.70(17) . 2_646 ?
O3 C7 O4 126.6(2) . . ?
O3 C7 C2 117.0(2) . . ?
O4 C7 C2 116.4(2) . . ?
C14 O7 Mn1 90.94(15) . . ?
O6 C13 O5 127.1(2) . . ?
O6 C13 C9 116.5(2) . . ?
O5 C13 C9 116.4(2) . . ?
N2 C8 C9 124.3(2) . . ?
N2 C8 H8 117.9 . . ?
C9 C8 H8 117.9 . . ?
C14 O8 Mn2 141.32(17) . . ?
C14 O8 Mn1 89.36(15) . . ?
Mn2 O8 Mn1 103.54(7) . . ?
C20 O10 Mn2 144.98(17) . 2_556 ?
C9 C10 C11 119.2(2) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C20 O9 Mn3 125.57(16) . 2_556 ?
C10 C9 C8 117.8(2) . . ?
C10 C9 C13 121.6(2) . . ?
C8 C9 C13 120.6(2) . . ?
N1S C3S H3SA 109.5 . . ?
N1S C3S H3SB 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
N1S C3S H3SC 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C4S O2S Mn3 116.4(2) . . ?
C4S N2S C5S 122.2(4) . . ?
C4S N2S C6S 120.6(4) . . ?
C5S N2S C6S 116.4(4) . . ?
N1S C2S H2SA 109.5 . . ?
N1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
N1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
N2S C5S H5SA 109.5 . . ?
N2S C5S H5SB 109.5 . . ?
H5SA C5S H5SB 109.5 . . ?
N2S C5S H5SC 109.5 . . ?
H5SA C5S H5SC 109.5 . . ?
H5SB C5S H5SC 109.5 . . ?
N2S C6S H6SA 109.5 . . ?
N2S C6S H6SB 109.5 . . ?
H6SA C6S H6SB 109.5 . . ?
N2S C6S H6SC 109.5 . . ?
H6SA C6S H6SC 109.5 . . ?
H6SB C6S H6SC 109.5 . . ?
O2S C4S N2S 124.5(4) . . ?
O2S C4S H4S 117.8 . . ?
N2S C4S H4S 117.8 . . ?

_refine_diff_density_max         0.886
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.079

# start Validation Reply Form
_vrf_PLAT213_2_sq                
;
PROBLEM: Atom C8S_2           has ADP max/min Ratio .....        3.6 oblate
RESPONSE:This atom belongs to a coordinated DMF molecule which is disordered.
;
_vrf_PLAT220_2_sq                
;
PROBLEM: Non-Solvent  Resd 1  N   Ueq(max)/Ueq(min) Range        3.5 Ratio 
RESPONSE: This atom belongs to a coordinated DMF molecule which is disordered.
;
_vrf_PLAT222_2_sq                
;
PROBLEM: Non-Solv.  Resd 1  H   Uiso(max)/Uiso(min) Range       10.0 Ratio 
RESPONSE: This atom belongs to a coordinated DMF molecule which is disordered.
;
# end Validation Reply Form



####################################################################### 
# 
# 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_4_sq
_database_code_depnum_ccdc_archive 'CCDC 1958502'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H12 N2 O5 Zn'
_chemical_formula_weight         329.61

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   11.203(5)
_cell_length_b                   11.394(5)
_cell_length_c                   14.313(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     1827.0(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2965
_cell_measurement_theta_min      3.9950
_cell_measurement_theta_max      28.1690

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.359
_shelx_estimated_absorpt_T_min   0.754
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_T_min  0.91601
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            7256
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.920
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_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             3211
_reflns_number_gt                3013
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0355P)²+0.2891P] 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_abs_structure_details 
;
 Flack x determined using 1209 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.010(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3211
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0756
_refine_ls_wR_factor_gt          0.0740
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.16496(4) 0.81013(4) 0.33888(3) 0.01694(15) Uani 1 1 d . . . . .
O1 O 0.2822(3) 0.7532(2) 0.4284(2) 0.0210(7) Uani 1 1 d . . . . .
O4 O 0.4104(3) 0.3080(3) 0.7594(2) 0.0250(7) Uani 1 1 d . . . . .
O3 O 0.2317(3) 0.3082(3) 0.6935(2) 0.0353(8) Uani 1 1 d . . . . .
O2 O 0.1307(3) 0.6477(3) 0.4821(2) 0.0272(8) Uani 1 1 d . . . . .
O5 O 0.2366(3) 0.9512(3) 0.2815(2) 0.0228(7) Uani 1 1 d . . . . .
N1 N 0.5130(3) 0.6057(3) 0.6180(2) 0.0170(8) Uani 1 1 d . . . . .
C5 C 0.4796(3) 0.5060(3) 0.6615(3) 0.0160(9) Uani 1 1 d . . . . .
H5 H 0.534757 0.468297 0.702078 0.019 Uiso 1 1 calc R U . . .
C2 C 0.3220(4) 0.6126(3) 0.5436(3) 0.0162(9) Uani 1 1 d . . . . .
C7 C 0.3324(4) 0.3489(4) 0.7030(3) 0.0206(9) Uani 1 1 d . . . . .
N2 N 0.3742(4) 1.0610(4) 0.2082(3) 0.0353(11) Uani 1 1 d . . . . .
C4 C 0.3668(3) 0.4563(3) 0.6490(3) 0.0157(9) Uani 1 1 d . . . . .
C9 C 0.4482(4) 0.8935(4) 0.2758(4) 0.0332(13) Uani 1 1 d . . . . .
H9A H 0.462260 0.885719 0.343756 0.040 Uiso 1 1 calc R U . . .
H9AB H 0.437358 0.814460 0.248385 0.040 Uiso 1 1 calc R U . . .
C3 C 0.2887(4) 0.5095(4) 0.5893(3) 0.0184(10) Uani 1 1 d . . . . .
H3 H 0.211953 0.476453 0.578911 0.022 Uiso 1 1 calc R U . . .
C6 C 0.2361(4) 0.6734(4) 0.4804(3) 0.0171(9) Uani 1 1 d . . . . .
C8 C 0.3426(4) 0.9698(4) 0.2565(3) 0.0221(9) Uani 1 1 d . . . . .
C1 C 0.4349(4) 0.6565(3) 0.5596(3) 0.0178(9) Uani 1 1 d . . . . .
H1 H 0.458453 0.725901 0.527794 0.021 Uiso 1 1 calc R U . . .
C10 C 0.5485(5) 0.9575(5) 0.2294(5) 0.0441(15) Uani 1 1 d . . . . .
H10A H 0.612553 0.973810 0.275265 0.053 Uiso 1 1 calc R U . . .
H10B H 0.582321 0.909028 0.178493 0.053 Uiso 1 1 calc R U . . .
C11 C 0.5023(5) 1.0674(6) 0.1916(6) 0.073(2) Uani 1 1 d . . . . .
H11A H 0.537728 1.135584 0.224328 0.087 Uiso 1 1 calc R U . . .
H11B H 0.519729 1.073858 0.124029 0.087 Uiso 1 1 calc R U . . .
C12 C 0.2959(5) 1.1556(5) 0.1858(5) 0.065(2) Uani 1 1 d . . . . .
H12A H 0.335675 1.230367 0.199028 0.098 Uiso 1 1 calc R U . . .
H12B H 0.223210 1.149490 0.223674 0.098 Uiso 1 1 calc R U . . .
H12C H 0.274834 1.151926 0.119439 0.098 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
Zn1 O1 1.946(3) . ?
Zn1 O4 1.954(3) 2_564 ?
Zn1 O5 1.976(3) . ?
Zn1 N1 2.050(4) 3_466 ?
O1 C6 1.284(5) . ?
O4 C7 1.278(5) . ?
O3 C7 1.227(6) . ?
O2 C6 1.216(5) . ?
O5 C8 1.258(5) . ?
N1 C1 1.341(5) . ?
N1 C5 1.348(5) . ?
C5 C4 1.397(5) . ?
C5 H5 0.9500 . ?
C2 C1 1.379(6) . ?
C2 C3 1.395(6) . ?
C2 C6 1.492(6) . ?
C7 C4 1.497(6) . ?
N2 C8 1.297(6) . ?
N2 C12 1.427(7) . ?
N2 C11 1.456(6) . ?
C4 C3 1.365(6) . ?
C9 C10 1.495(7) . ?
C9 C8 1.493(7) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C3 H3 0.9500 . ?
C1 H1 0.9500 . ?
C10 C11 1.458(8) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?

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 Zn1 O4 116.43(13) . 2_564 ?
O1 Zn1 O5 105.72(13) . . ?
O4 Zn1 O5 119.60(13) 2_564 . ?
O1 Zn1 N1 121.23(13) . 3_466 ?
O4 Zn1 N1 97.99(13) 2_564 3_466 ?
O5 Zn1 N1 94.69(13) . 3_466 ?
C6 O1 Zn1 110.2(3) . . ?
C7 O4 Zn1 108.9(3) . 2_565 ?
C8 O5 Zn1 129.7(3) . . ?
C1 N1 C5 118.1(4) . . ?
C1 N1 Zn1 121.8(3) . 3_566 ?
C5 N1 Zn1 119.0(3) . 3_566 ?
N1 C5 C4 122.2(4) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C1 C2 C3 118.2(4) . . ?
C1 C2 C6 121.6(4) . . ?
C3 C2 C6 120.1(4) . . ?
O3 C7 O4 124.1(4) . . ?
O3 C7 C4 119.2(4) . . ?
O4 C7 C4 116.6(4) . . ?
C8 N2 C12 123.8(4) . . ?
C8 N2 C11 113.3(4) . . ?
C12 N2 C11 122.1(4) . . ?
C3 C4 C5 118.7(4) . . ?
C3 C4 C7 121.4(4) . . ?
C5 C4 C7 119.9(4) . . ?
C10 C9 C8 103.3(4) . . ?
C10 C9 H9A 111.1 . . ?
C8 C9 H9A 111.1 . . ?
C10 C9 H9AB 111.1 . . ?
C8 C9 H9AB 111.1 . . ?
H9A C9 H9AB 109.1 . . ?
C4 C3 C2 119.7(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
O2 C6 O1 124.9(4) . . ?
O2 C6 C2 120.2(4) . . ?
O1 C6 C2 114.9(4) . . ?
O5 C8 N2 122.9(4) . . ?
O5 C8 C9 126.7(4) . . ?
N2 C8 C9 110.4(4) . . ?
N1 C1 C2 123.0(4) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C11 C10 C9 108.4(4) . . ?
C11 C10 H10A 110.0 . . ?
C9 C10 H10A 110.0 . . ?
C11 C10 H10B 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
N2 C11 C10 104.3(4) . . ?
N2 C11 H11A 110.9 . . ?
C10 C11 H11A 110.9 . . ?
N2 C11 H11B 110.9 . . ?
C10 C11 H11B 110.9 . . ?
H11A C11 H11B 108.9 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_refine_diff_density_max         0.617
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.056



####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1958506'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H11 N2 O6 Zn'
_chemical_formula_weight         320.58

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.0431(6)
_cell_length_b                   9.7384(5)
_cell_length_c                   12.1390(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.252(4)
_cell_angle_gamma                90
_cell_volume                     1305.44(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3264
_cell_measurement_theta_min      3.2438
_cell_measurement_theta_max      28.9522


_exptl_crystal_description       polyhedral
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_F_000             652
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.905
_shelx_estimated_absorpt_T_min   0.832
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_T_min  0.91415
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            7436
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.251
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2304
_reflns_number_gt                2028
_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0630P)²+4.2652P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2304
_refine_ls_number_parameters     180
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1232
_refine_ls_wR_factor_gt          0.1191
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.093
_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 0.65307(4) 1.47866(5) 0.32695(3) 0.01004(19) Uani 1 1 d . . . . .
O1 O 0.6431(3) 1.3296(3) 0.4390(2) 0.0151(6) Uani 1 1 d . . . . .
O2 O 0.6437(3) 1.1941(3) 0.2921(2) 0.0161(6) Uani 1 1 d . . . . .
O3 O 0.6682(3) 0.6829(3) 0.3595(2) 0.0164(7) Uani 1 1 d . . . . .
O4 O 0.6941(3) 0.6113(3) 0.5311(2) 0.0173(7) Uani 1 1 d . . . . .
O5 O 0.8464(3) 1.4529(3) 0.3162(3) 0.0212(7) Uani 1 1 d . . . . .
O6 O 0.4655(3) 1.4917(3) 0.3239(3) 0.0181(7) Uani 1 1 d D . . . .
N1 N 0.6524(3) 1.0035(3) 0.6547(3) 0.0109(7) Uani 1 1 d . . . . .
N2 N 1.0357(4) 1.5379(6) 0.3395(4) 0.0450(11) Uani 1 1 d . U . . .
C1 C 0.6453(3) 1.1081(4) 0.5834(3) 0.0099(8) Uani 1 1 d . . . . .
H1 H 0.638108 1.198609 0.611861 0.012 Uiso 1 1 calc R U . . .
C2 C 0.6479(3) 1.0909(4) 0.4700(3) 0.0100(8) Uani 1 1 d . . . . .
C3 C 0.6563(3) 0.9580(4) 0.4286(3) 0.0102(8) Uani 1 1 d . . . . .
H3 H 0.656603 0.942433 0.351325 0.012 Uiso 1 1 calc R U . . .
C4 C 0.6641(3) 0.8491(4) 0.5011(3) 0.0104(8) Uani 1 1 d . . . . .
C5 C 0.6619(4) 0.8761(4) 0.6136(3) 0.0108(8) Uani 1 1 d . . . . .
H5 H 0.667337 0.801116 0.663402 0.013 Uiso 1 1 calc R U . . .
C6 C 0.6436(3) 1.2127(4) 0.3932(3) 0.0116(8) Uani 1 1 d . . . . .
C7 C 0.6755(4) 0.7029(4) 0.4627(3) 0.0124(8) Uani 1 1 d . . . . .
C8 C 0.9182(4) 1.5361(5) 0.3579(4) 0.0263(11) Uani 1 1 d . U . . .
C9 C 1.1143(5) 1.6440(6) 0.3876(5) 0.0438(15) Uani 1 1 d . U . . .
H9A H 1.198098 1.628188 0.364604 0.044 Uiso 1 1 calc R U . . .
H9B H 1.087764 1.734697 0.362049 0.044 Uiso 1 1 calc R U . . .
H9C H 1.109431 1.640053 0.468092 0.044 Uiso 1 1 calc R U . . .
C10 C 1.0925(6) 1.4407(8) 0.2674(5) 0.0533(12) Uani 1 1 d . U . . .
H10A H 1.179733 1.458951 0.264713 0.053 Uiso 1 1 calc R U . . .
H10B H 1.078796 1.347456 0.295102 0.053 Uiso 1 1 calc R U . . .
H10C H 1.057865 1.449281 0.193309 0.053 Uiso 1 1 calc R U . . .
H6A H 0.424(4) 1.462(5) 0.374(3) 0.020(14) Uiso 1 1 d D . . . .
H6B H 0.432(4) 1.558(3) 0.297(4) 0.016(12) Uiso 1 1 d 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 O1 1.993(3) . ?
Zn1 O3 2.035(3) 1_565 ?
Zn1 O6 2.075(3) . ?
Zn1 N1 2.098(3) 4_585 ?
Zn1 O5 2.154(3) . ?
O1 C6 1.267(5) . ?
O2 C6 1.240(5) . ?
O3 C7 1.270(5) . ?
O4 C7 1.236(5) . ?
O5 C8 1.240(6) . ?
O6 H6A 0.816(10) . ?
O6 H6B 0.815(10) . ?
N1 C1 1.338(5) . ?
N1 C5 1.342(5) . ?
N2 C8 1.317(7) . ?
N2 C10 1.435(8) . ?
N2 C9 1.469(7) . ?
C1 C2 1.387(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.391(6) . ?
C2 C6 1.509(5) . ?
C3 C4 1.381(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(5) . ?
C4 C7 1.504(5) . ?
C5 H5 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

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 Zn1 O3 125.78(11) . 1_565 ?
O1 Zn1 O6 89.92(12) . . ?
O3 Zn1 O6 91.41(12) 1_565 . ?
O1 Zn1 N1 137.76(12) . 4_585 ?
O3 Zn1 N1 96.46(12) 1_565 4_585 ?
O6 Zn1 N1 88.73(13) . 4_585 ?
O1 Zn1 O5 90.82(12) . . ?
O3 Zn1 O5 92.58(12) 1_565 . ?
O6 Zn1 O5 174.49(12) . . ?
N1 Zn1 O5 87.05(12) 4_585 . ?
C6 O1 Zn1 110.8(2) . . ?
C7 O3 Zn1 110.2(3) . 1_545 ?
C8 O5 Zn1 122.1(3) . . ?
Zn1 O6 H6A 121(4) . . ?
Zn1 O6 H6B 121(3) . . ?
H6A O6 H6B 109(5) . . ?
C1 N1 C5 117.9(3) . . ?
C1 N1 Zn1 125.6(3) . 4_586 ?
C5 N1 Zn1 116.6(3) . 4_586 ?
C8 N2 C10 121.9(5) . . ?
C8 N2 C9 121.5(5) . . ?
C10 N2 C9 116.5(5) . . ?
N1 C1 C2 123.2(4) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C1 C2 C3 118.2(4) . . ?
C1 C2 C6 121.1(3) . . ?
C3 C2 C6 120.6(3) . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 118.7(4) . . ?
C3 C4 C7 122.3(3) . . ?
C5 C4 C7 119.0(3) . . ?
N1 C5 C4 122.8(4) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
O2 C6 O1 124.4(4) . . ?
O2 C6 C2 119.8(3) . . ?
O1 C6 C2 115.8(3) . . ?
O4 C7 O3 124.2(4) . . ?
O4 C7 C4 119.3(3) . . ?
O3 C7 C4 116.5(3) . . ?
O5 C8 N2 124.6(5) . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

_refine_diff_density_max         0.914
_refine_diff_density_min         -1.255
_refine_diff_density_rms         0.120

####################################################################### 
# 
# 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_3_sq
_database_code_depnum_ccdc_archive 'CCDC 1958505'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30.97 H24.94 Mn3 N5.66 O14'
_chemical_formula_weight         865.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.5931(6)
_cell_length_b                   13.5663(5)
_cell_length_c                   27.2835(13)
_cell_angle_alpha                90
_cell_angle_beta                 89.922(5)
_cell_angle_gamma                90
_cell_volume                     4291.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    101(2)
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      4.5710
_cell_measurement_theta_max      71.2310

_exptl_crystal_description       polyhedral
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_F_000             1749
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    7.628
_shelx_estimated_absorpt_T_min   0.750
_shelx_estimated_absorpt_T_max   0.928
_exptl_absorpt_correction_T_min  0.65353
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      101(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            28319
_diffrn_reflns_av_unetI/netI     0.0824
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.639
_diffrn_reflns_theta_max         72.156
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8198
_reflns_number_gt                5964
_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-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component 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)+(0.1418P)²+19.8936P] 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         8198
_refine_ls_number_parameters     484
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1233
_refine_ls_R_factor_gt           0.0897
_refine_ls_wR_factor_ref         0.3064
_refine_ls_wR_factor_gt          0.2513
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_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
C2S C -0.133(2) -0.4665(13) 0.6814(8) 0.102(7) Uani 1 1 d . . . . .
H2SA H -0.163505 -0.460031 0.714805 0.153 Uiso 1 1 calc R U . . .
H2SB H -0.141257 -0.534950 0.670482 0.153 Uiso 1 1 calc R U . . .
H2SC H -0.176941 -0.423212 0.659381 0.153 Uiso 1 1 calc R U . . .
O1 O 0.4410(8) 0.2493(6) 0.6955(3) 0.052(2) Uani 1 1 d . . . . .
Mn1 Mn 0.5252(2) 0.22237(11) 0.62726(6) 0.0457(4) Uani 1 1 d . . . . .
C1 C 0.2264(12) 0.3025(8) 0.7872(4) 0.050(3) Uani 1 1 d . . . . .
H1 H 0.168706 0.257682 0.776583 0.061 Uiso 1 1 calc R U . . .
N1 N 0.2024(10) 0.3599(7) 0.8244(4) 0.049(2) Uani 1 1 d . . . . .
Mn2 Mn 0.2494(2) 0.04087(12) 0.67034(5) 0.0438(4) Uani 1 1 d . . . . .
N2 N -0.1215(10) -0.1492(7) 0.5632(3) 0.046(2) Uani 1 1 d . . . . .
O2 O 0.2879(8) 0.1588(6) 0.7201(3) 0.056(2) Uani 1 1 d . . . . .
C2 C 0.3320(10) 0.3032(8) 0.7622(5) 0.046(3) Uani 1 1 d . . . . .
O3 O 0.5774(9) 0.4990(7) 0.8172(4) 0.064(2) Uani 1 1 d . . . . .
Mn3 Mn -0.0255(2) -0.13944(12) 0.63571(6) 0.0453(4) Uani 1 1 d . . . . .
C3 C 0.4129(14) 0.3691(8) 0.7787(4) 0.055(3) Uani 1 1 d . . . . .
H3 H 0.485571 0.372025 0.762654 0.065 Uiso 1 1 calc R U . . .
C4 C 0.3925(12) 0.4315(9) 0.8180(4) 0.052(3) Uani 1 1 d . . . . .
N4 N 0.6236(10) 0.1959(7) 0.5525(3) 0.050(2) Uani 1 1 d . . . . .
O5 O -0.2327(11) -0.1558(6) 0.3851(3) 0.069(3) Uani 1 1 d . . . . .
C5 C 0.2798(12) 0.4231(8) 0.8405(4) 0.052(3) Uani 1 1 d . . . . .
H5 H 0.261115 0.464180 0.867555 0.062 Uiso 1 1 calc R U . . .
O6 O -0.3813(9) -0.2281(6) 0.4215(3) 0.059(2) Uani 1 1 d . . . . .
C6 C 0.3547(11) 0.2299(8) 0.7225(4) 0.046(3) Uani 1 1 d . . . . .
C7 C 0.4777(15) 0.5047(8) 0.8368(4) 0.058(3) Uani 1 1 d . . . . .
O8 O -0.2222(8) 0.4184(6) 0.7790(3) 0.054(2) Uani 1 1 d . . . . .
C8 C -0.0789(14) -0.1084(9) 0.5239(5) 0.059(3) Uani 1 1 d . . . . .
H8 H -0.010565 -0.070290 0.527008 0.071 Uiso 1 1 calc R U . . .
C9 C -0.1292(13) -0.1178(9) 0.4765(4) 0.056(3) Uani 1 1 d . . . . .
H9 H -0.095181 -0.087002 0.448706 0.067 Uiso 1 1 calc R U . . .
O9 O 0.0759(9) 0.0798(6) 0.6850(3) 0.054(2) Uani 1 1 d . . . . .
N3 N -0.2946(10) 0.2307(6) 0.6643(4) 0.052(2) Uani 1 1 d . . . . .
O4 O 0.4479(8) 0.5650(6) 0.8684(3) 0.052(2) Uani 1 1 d . . . . .
O7 O -0.0531(8) 0.3452(6) 0.7939(3) 0.050(2) Uani 1 1 d . . . . .
C11 C -0.2725(13) -0.2171(9) 0.5122(4) 0.058(3) Uani 1 1 d . . . . .
H11 H -0.338862 -0.257872 0.509981 0.070 Uiso 1 1 calc R U . . .
O11 O 0.8739(9) 0.1681(7) 0.4063(3) 0.060(2) Uani 1 1 d . . . . .
C12 C -0.2196(14) -0.2029(9) 0.5574(5) 0.062(3) Uani 1 1 d . . . . .
H12 H -0.253601 -0.232172 0.585602 0.074 Uiso 1 1 calc R U . . .
O12 O 0.7471(12) 0.0498(7) 0.3937(3) 0.079(3) Uani 1 1 d . . . . .
C13 C -0.2865(13) -0.1859(8) 0.4209(4) 0.054(3) Uani 1 1 d . . . . .
O10 O -0.0468(8) 0.0188(5) 0.6285(3) 0.049(2) Uani 1 1 d . . . . .
C10 C -0.2309(13) -0.1739(8) 0.4719(4) 0.050(3) Uani 1 1 d . . . . .
C15 C -0.1679(11) 0.2868(8) 0.7288(4) 0.046(3) Uani 1 1 d . . . . .
C14 C -0.2711(13) 0.2919(8) 0.7014(4) 0.052(3) Uani 1 1 d . . . . .
H14 H -0.326191 0.341029 0.709639 0.063 Uiso 1 1 calc R U . . .
C19 C -0.1508(13) 0.3558(9) 0.7708(4) 0.053(3) Uani 1 1 d . . . . .
C18 C -0.2122(13) 0.1650(8) 0.6513(4) 0.055(3) Uani 1 1 d . . . . .
H18 H -0.225642 0.122924 0.624058 0.066 Uiso 1 1 calc R U . . .
C17 C -0.1074(12) 0.1569(8) 0.6768(4) 0.048(3) Uani 1 1 d . . . . .
C16 C -0.0876(12) 0.2182(8) 0.7141(4) 0.049(3) Uani 1 1 d . . . . .
H16 H -0.015974 0.214430 0.730855 0.059 Uiso 1 1 calc R U . . .
C20 C -0.0223(12) 0.0795(7) 0.6617(4) 0.045(2) Uani 1 1 d . . . . .
O1S O -0.0447(11) -0.3004(6) 0.6375(3) 0.069(3) Uani 1 1 d . . . . .
N1S N -0.0142(14) -0.4390(8) 0.6806(4) 0.076(4) Uani 1 1 d . . . . .
C1S C 0.0168(19) -0.3566(9) 0.6583(6) 0.080(5) Uani 1 1 d . . . . .
H1S H 0.096560 -0.340692 0.658958 0.096 Uiso 1 1 calc R U . . .
C23 C 0.7279(12) 0.1500(8) 0.4634(5) 0.053(3) Uani 1 1 d . . . . .
C22 C 0.6299(14) 0.0993(10) 0.4807(5) 0.069(4) Uani 1 1 d . . . . .
H22 H 0.597445 0.047249 0.462009 0.083 Uiso 1 1 calc R U . . .
C21 C 0.5828(16) 0.1250(10) 0.5238(6) 0.077(5) Uani 1 1 d . . . . .
H21 H 0.516030 0.090414 0.534409 0.092 Uiso 1 1 calc R U . . .
C26 C 0.7864(15) 0.1194(9) 0.4159(5) 0.063(4) Uani 1 1 d . . . . .
C25 C 0.7144(16) 0.2450(11) 0.5365(5) 0.075(5) Uani 1 1 d . . . . .
H25 H 0.744113 0.296792 0.556208 0.090 Uiso 1 1 calc R U . . .
C24 C 0.7677(16) 0.2251(10) 0.4929(5) 0.070(4) Uani 1 1 d . . . . .
H24 H 0.832476 0.263078 0.482922 0.084 Uiso 1 1 calc R U . . .
C3S C 0.0623(19) -0.5016(13) 0.7081(7) 0.095(6) Uani 1 1 d . . . . .
H3SA H 0.137517 -0.469400 0.711363 0.142 Uiso 1 1 calc R U . . .
H3SB H 0.071719 -0.564517 0.690858 0.142 Uiso 1 1 calc R U . . .
H3SC H 0.029653 -0.513623 0.740688 0.142 Uiso 1 1 calc R U . . .
O2S O 0.5474(10) 0.3825(6) 0.6155(4) 0.073(3) Uani 1 1 d D . . . .
C4A C 0.512(3) 0.4326(16) 0.5830(8) 0.133(9) Uani 0.64(2) 1 d D . P . .
H4A H 0.431844 0.428153 0.576846 0.160 Uiso 0.64(2) 1 calc R U P . .
C5A C 0.697(3) 0.500(2) 0.5637(15) 0.133(9) Uani 0.64(2) 1 d D . P . .
H5AA H 0.739836 0.494845 0.532881 0.199 Uiso 0.64(2) 1 calc R U P . .
H5AB H 0.718720 0.446114 0.585551 0.199 Uiso 0.64(2) 1 calc R U P . .
H5AC H 0.714854 0.563388 0.579438 0.199 Uiso 0.64(2) 1 calc R U P . .
C6A C 0.518(4) 0.558(2) 0.5164(13) 0.133(9) Uani 0.64(2) 1 d D . P . .
H6A1 H 0.440569 0.533478 0.508939 0.199 Uiso 0.64(2) 1 calc R U P . .
H6A2 H 0.565176 0.557304 0.486579 0.199 Uiso 0.64(2) 1 calc R U P . .
H6A3 H 0.512692 0.625679 0.528885 0.199 Uiso 0.64(2) 1 calc R U P . .
N2A N 0.571(2) 0.4951(17) 0.5535(10) 0.133(9) Uani 0.64(2) 1 d D . 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
C2S N1S 1.43(2) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
O1 C6 1.270(14) . ?
O1 Mn1 2.132(8) . ?
Mn1 O6 2.136(10) 3_556 ?
Mn1 O4 2.161(9) 2_646 ?
Mn1 O2S 2.211(8) . ?
Mn1 N3 2.324(12) 1_655 ?
Mn1 N4 2.363(10) . ?
C1 N1 1.308(15) . ?
C1 C2 1.402(17) . ?
C1 H1 0.9500 . ?
N1 C5 1.316(16) . ?
N1 Mn3 2.320(11) 2_556 ?
Mn2 O3 2.115(10) 2_646 ?
Mn2 O9 2.117(10) . ?
Mn2 O12 2.138(8) 3_656 ?
Mn2 O2 2.145(8) . ?
Mn2 O5 2.180(8) 3_556 ?
Mn2 O8 2.184(8) 2_546 ?
N2 C8 1.304(16) . ?
N2 C12 1.360(18) . ?
N2 Mn3 2.275(9) . ?
O2 C6 1.238(15) . ?
C2 C3 1.373(18) . ?
C2 C6 1.493(16) . ?
O3 C7 1.275(19) . ?
Mn3 O11 2.133(10) 3_656 ?
Mn3 O7 2.136(8) 2_546 ?
Mn3 O10 2.169(7) . ?
Mn3 O1S 2.196(8) . ?
C3 C4 1.386(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.447(18) . ?
C4 C7 1.491(18) . ?
N4 C25 1.320(18) . ?
N4 C21 1.327(17) . ?
O5 C13 1.228(16) . ?
C5 H5 0.9500 . ?
O6 C13 1.239(16) . ?
C7 O4 1.238(16) . ?
O8 C19 1.206(16) . ?
C8 C9 1.426(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.409(19) . ?
C9 H9 0.9500 . ?
O9 C20 1.304(15) . ?
N3 C14 1.337(15) . ?
N3 C18 1.353(17) . ?
O7 C19 1.305(16) . ?
C11 C10 1.335(18) . ?
C11 C12 1.392(18) . ?
C11 H11 0.9500 . ?
O11 C26 1.238(18) . ?
C12 H12 0.9500 . ?
O12 C26 1.210(16) . ?
C13 C10 1.545(16) . ?
O10 C20 1.256(13) . ?
C15 C16 1.377(17) . ?
C15 C14 1.414(18) . ?
C15 C19 1.494(16) . ?
C14 H14 0.9500 . ?
C18 C17 1.405(19) . ?
C18 H18 0.9500 . ?
C17 C16 1.333(17) . ?
C17 C20 1.500(16) . ?
C16 H16 0.9500 . ?
O1S C1S 1.189(19) . ?
N1S C1S 1.322(18) . ?
N1S C3S 1.44(2) . ?
C1S H1S 0.9500 . ?
C23 C24 1.378(18) . ?
C23 C22 1.41(2) . ?
C23 C26 1.521(19) . ?
C22 C21 1.342(19) . ?
C22 H22 0.9500 . ?
C21 H21 0.9500 . ?
C25 C24 1.366(19) . ?
C25 H25 0.9500 . ?
C24 H24 0.9500 . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?
O2S C4A 1.190(18) . ?
C4A N2A 1.353(18) . ?
C4A H4A 0.9500 . ?
C5A N2A 1.484(19) . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
C6A N2A 1.462(19) . ?
C6A H6A1 0.9800 . ?
C6A H6A2 0.9800 . ?
C6A H6A3 0.9800 . ?

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
N1S C2S H2SA 109.5 . . ?
N1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
N1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C6 O1 Mn1 146.2(8) . . ?
O1 Mn1 O6 100.4(3) . 3_556 ?
O1 Mn1 O4 100.8(3) . 2_646 ?
O6 Mn1 O4 100.5(3) 3_556 2_646 ?
O1 Mn1 O2S 90.6(4) . . ?
O6 Mn1 O2S 88.0(4) 3_556 . ?
O4 Mn1 O2S 164.2(4) 2_646 . ?
O1 Mn1 N3 91.3(3) . 1_655 ?
O6 Mn1 N3 166.4(4) 3_556 1_655 ?
O4 Mn1 N3 83.9(3) 2_646 1_655 ?
O2S Mn1 N3 84.9(4) . 1_655 ?
O1 Mn1 N4 178.1(4) . . ?
O6 Mn1 N4 81.1(4) 3_556 . ?
O4 Mn1 N4 80.0(3) 2_646 . ?
O2S Mn1 N4 88.2(4) . . ?
N3 Mn1 N4 87.1(4) 1_655 . ?
N1 C1 C2 124.0(12) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C1 N1 C5 120.1(12) . . ?
C1 N1 Mn3 123.6(9) . 2_556 ?
C5 N1 Mn3 116.3(8) . 2_556 ?
O3 Mn2 O9 159.9(3) 2_646 . ?
O3 Mn2 O12 87.7(5) 2_646 3_656 ?
O9 Mn2 O12 108.3(5) . 3_656 ?
O3 Mn2 O2 84.3(4) 2_646 . ?
O9 Mn2 O2 83.9(3) . . ?
O12 Mn2 O2 160.5(4) 3_656 . ?
O3 Mn2 O5 112.9(4) 2_646 3_556 ?
O9 Mn2 O5 82.4(4) . 3_556 ?
O12 Mn2 O5 81.2(4) 3_656 3_556 ?
O2 Mn2 O5 85.6(4) . 3_556 ?
O3 Mn2 O8 80.2(4) 2_646 2_546 ?
O9 Mn2 O8 86.2(4) . 2_546 ?
O12 Mn2 O8 94.7(4) 3_656 2_546 ?
O2 Mn2 O8 101.4(3) . 2_546 ?
O5 Mn2 O8 165.9(4) 3_556 2_546 ?
C8 N2 C12 116.7(11) . . ?
C8 N2 Mn3 120.4(9) . . ?
C12 N2 Mn3 122.8(8) . . ?
C6 O2 Mn2 138.2(8) . . ?
C3 C2 C1 116.1(11) . . ?
C3 C2 C6 123.5(11) . . ?
C1 C2 C6 120.1(11) . . ?
C7 O3 Mn2 141.0(8) . 2_656 ?
O11 Mn3 O7 96.5(4) 3_656 2_546 ?
O11 Mn3 O10 103.0(3) 3_656 . ?
O7 Mn3 O10 103.1(3) 2_546 . ?
O11 Mn3 O1S 85.1(4) 3_656 . ?
O7 Mn3 O1S 85.8(3) 2_546 . ?
O10 Mn3 O1S 167.0(4) . . ?
O11 Mn3 N2 85.7(4) 3_656 . ?
O7 Mn3 N2 170.3(3) 2_546 . ?
O10 Mn3 N2 85.6(3) . . ?
O1S Mn3 N2 84.9(4) . . ?
O11 Mn3 N1 168.1(3) 3_656 2_546 ?
O7 Mn3 N1 87.5(4) 2_546 2_546 ?
O10 Mn3 N1 86.9(3) . 2_546 ?
O1S Mn3 N1 84.1(4) . 2_546 ?
N2 Mn3 N1 88.6(4) . 2_546 ?
C2 C3 C4 122.4(13) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C5 115.6(12) . . ?
C3 C4 C7 124.0(13) . . ?
C5 C4 C7 120.4(11) . . ?
C25 N4 C21 117.0(12) . . ?
C25 N4 Mn1 126.4(8) . . ?
C21 N4 Mn1 116.6(9) . . ?
C13 O5 Mn2 138.0(10) . 3_556 ?
N1 C5 C4 121.7(10) . . ?
N1 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C13 O6 Mn1 131.9(8) . 3_556 ?
O2 C6 O1 128.4(11) . . ?
O2 C6 C2 116.7(10) . . ?
O1 C6 C2 114.9(11) . . ?
O4 C7 O3 125.7(12) . . ?
O4 C7 C4 119.7(14) . . ?
O3 C7 C4 114.6(11) . . ?
C19 O8 Mn2 138.6(9) . 2_556 ?
N2 C8 C9 123.6(13) . . ?
N2 C8 H8 118.2 . . ?
C9 C8 H8 118.2 . . ?
C10 C9 C8 118.1(11) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C20 O9 Mn2 137.5(7) . . ?
C14 N3 C18 117.6(12) . . ?
C14 N3 Mn1 122.9(9) . 1_455 ?
C18 N3 Mn1 119.3(8) . 1_455 ?
C7 O4 Mn1 130.6(8) . 2_656 ?
C19 O7 Mn3 142.7(8) . 2_556 ?
C10 C11 C12 120.7(13) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C26 O11 Mn3 133.7(8) . 3_656 ?
N2 C12 C11 123.1(12) . . ?
N2 C12 H12 118.5 . . ?
C11 C12 H12 118.5 . . ?
C26 O12 Mn2 148.3(11) . 3_656 ?
O5 C13 O6 127.9(12) . . ?
O5 C13 C10 118.0(12) . . ?
O6 C13 C10 114.1(11) . . ?
C20 O10 Mn3 123.9(7) . . ?
C11 C10 C9 117.8(11) . . ?
C11 C10 C13 123.1(12) . . ?
C9 C10 C13 119.1(10) . . ?
C16 C15 C14 116.8(11) . . ?
C16 C15 C19 123.9(12) . . ?
C14 C15 C19 119.3(11) . . ?
N3 C14 C15 122.9(12) . . ?
N3 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
O8 C19 O7 125.8(11) . . ?
O8 C19 C15 119.4(12) . . ?
O7 C19 C15 114.7(12) . . ?
N3 C18 C17 122.1(11) . . ?
N3 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C16 C17 C18 118.7(11) . . ?
C16 C17 C20 122.2(12) . . ?
C18 C17 C20 119.1(10) . . ?
C17 C16 C15 121.8(12) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
O10 C20 O9 123.5(11) . . ?
O10 C20 C17 120.5(12) . . ?
O9 C20 C17 116.0(9) . . ?
C1S O1S Mn3 126.0(11) . . ?
C1S N1S C2S 119.3(17) . . ?
C1S N1S C3S 124.8(17) . . ?
C2S N1S C3S 115.7(15) . . ?
O1S C1S N1S 127(2) . . ?
O1S C1S H1S 116.6 . . ?
N1S C1S H1S 116.6 . . ?
C24 C23 C22 115.8(12) . . ?
C24 C23 C26 123.4(13) . . ?
C22 C23 C26 120.7(11) . . ?
C21 C22 C23 119.6(12) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
N4 C21 C22 124.1(15) . . ?
N4 C21 H21 118.0 . . ?
C22 C21 H21 118.0 . . ?
O12 C26 O11 128.3(14) . . ?
O12 C26 C23 118.1(15) . . ?
O11 C26 C23 113.4(11) . . ?
N4 C25 C24 123.3(13) . . ?
N4 C25 H25 118.4 . . ?
C24 C25 H25 118.4 . . ?
C25 C24 C23 120.2(15) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
N1S C3S H3SA 109.5 . . ?
N1S C3S H3SB 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
N1S C3S H3SC 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C4A O2S Mn1 129.0(13) . . ?
O2S C4A N2A 129(3) . . ?
O2S C4A H4A 115.5 . . ?
N2A C4A H4A 115.5 . . ?
N2A C5A H5AA 109.5 . . ?
N2A C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
N2A C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
N2A C6A H6A1 109.5 . . ?
N2A C6A H6A2 109.5 . . ?
H6A1 C6A H6A2 109.5 . . ?
N2A C6A H6A3 109.5 . . ?
H6A1 C6A H6A3 109.5 . . ?
H6A2 C6A H6A3 109.5 . . ?
C4A N2A C6A 124(3) . . ?
C4A N2A C5A 114(3) . . ?
C6A N2A C5A 121(3) . . ?

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 N1 C5 -0.2(18) . . . . ?
C2 C1 N1 Mn3 178.5(9) . . . 2_556 ?
N1 C1 C2 C3 0.0(18) . . . . ?
N1 C1 C2 C6 175.5(11) . . . . ?
C1 C2 C3 C4 0.3(18) . . . . ?
C6 C2 C3 C4 -175.1(11) . . . . ?
C2 C3 C4 C5 -0.3(18) . . . . ?
C2 C3 C4 C7 -179.4(12) . . . . ?
C1 N1 C5 C4 0.1(18) . . . . ?
Mn3 N1 C5 C4 -178.6(9) 2_556 . . . ?
C3 C4 C5 N1 0.1(18) . . . . ?
C7 C4 C5 N1 179.2(11) . . . . ?
Mn2 O2 C6 O1 -11(2) . . . . ?
Mn2 O2 C6 C2 168.9(9) . . . . ?
Mn1 O1 C6 O2 19(2) . . . . ?
Mn1 O1 C6 C2 -161.1(10) . . . . ?
C3 C2 C6 O2 161.1(12) . . . . ?
C1 C2 C6 O2 -14.1(17) . . . . ?
C3 C2 C6 O1 -19.1(17) . . . . ?
C1 C2 C6 O1 165.7(11) . . . . ?
Mn2 O3 C7 O4 20(2) 2_656 . . . ?
Mn2 O3 C7 C4 -160.5(10) 2_656 . . . ?
C3 C4 C7 O4 171.9(12) . . . . ?
C5 C4 C7 O4 -7.1(18) . . . . ?
C3 C4 C7 O3 -7.2(18) . . . . ?
C5 C4 C7 O3 173.8(11) . . . . ?
C12 N2 C8 C9 -0.2(19) . . . . ?
Mn3 N2 C8 C9 175.0(10) . . . . ?
N2 C8 C9 C10 0(2) . . . . ?
O3 C7 O4 Mn1 46.0(18) . . . 2_656 ?
C4 C7 O4 Mn1 -133.0(10) . . . 2_656 ?
C8 N2 C12 C11 1.5(19) . . . . ?
Mn3 N2 C12 C11 -173.5(10) . . . . ?
C10 C11 C12 N2 -3(2) . . . . ?
Mn2 O5 C13 O6 68.2(19) 3_556 . . . ?
Mn2 O5 C13 C10 -113.8(14) 3_556 . . . ?
Mn1 O6 C13 O5 -28(2) 3_556 . . . ?
Mn1 O6 C13 C10 154.3(8) 3_556 . . . ?
C12 C11 C10 C9 3(2) . . . . ?
C12 C11 C10 C13 -179.3(13) . . . . ?
C8 C9 C10 C11 -1.6(19) . . . . ?
C8 C9 C10 C13 -179.5(12) . . . . ?
O5 C13 C10 C11 -169.3(13) . . . . ?
O6 C13 C10 C11 9.0(19) . . . . ?
O5 C13 C10 C9 8.5(18) . . . . ?
O6 C13 C10 C9 -173.2(11) . . . . ?
C18 N3 C14 C15 -3.7(17) . . . . ?
Mn1 N3 C14 C15 170.0(9) 1_455 . . . ?
C16 C15 C14 N3 3.5(17) . . . . ?
C19 C15 C14 N3 -177.8(11) . . . . ?
Mn2 O8 C19 O7 -2(2) 2_556 . . . ?
Mn2 O8 C19 C15 -177.4(8) 2_556 . . . ?
Mn3 O7 C19 O8 35(2) 2_556 . . . ?
Mn3 O7 C19 C15 -149.7(9) 2_556 . . . ?
C16 C15 C19 O8 174.5(12) . . . . ?
C14 C15 C19 O8 -4.1(18) . . . . ?
C16 C15 C19 O7 -1.5(18) . . . . ?
C14 C15 C19 O7 179.8(10) . . . . ?
C14 N3 C18 C17 3.0(17) . . . . ?
Mn1 N3 C18 C17 -171.0(9) 1_455 . . . ?
N3 C18 C17 C16 -2.1(18) . . . . ?
N3 C18 C17 C20 177.4(11) . . . . ?
C18 C17 C16 C15 1.8(18) . . . . ?
C20 C17 C16 C15 -177.7(11) . . . . ?
C14 C15 C16 C17 -2.4(17) . . . . ?
C19 C15 C16 C17 178.9(11) . . . . ?
Mn3 O10 C20 O9 49.6(14) . . . . ?
Mn3 O10 C20 C17 -130.0(9) . . . . ?
Mn2 O9 C20 O10 29.9(17) . . . . ?
Mn2 O9 C20 C17 -150.5(8) . . . . ?
C16 C17 C20 O10 175.3(11) . . . . ?
C18 C17 C20 O10 -4.2(16) . . . . ?
C16 C17 C20 O9 -4.4(16) . . . . ?
C18 C17 C20 O9 176.2(10) . . . . ?
Mn3 O1S C1S N1S 144.3(13) . . . . ?
C2S N1S C1S O1S -1(2) . . . . ?
C3S N1S C1S O1S -175.8(15) . . . . ?
C24 C23 C22 C21 -1(2) . . . . ?
C26 C23 C22 C21 177.2(15) . . . . ?
C25 N4 C21 C22 2(3) . . . . ?
Mn1 N4 C21 C22 -178.6(14) . . . . ?
C23 C22 C21 N4 -1(3) . . . . ?
Mn2 O12 C26 O11 -10(3) 3_656 . . . ?
Mn2 O12 C26 C23 174.3(15) 3_656 . . . ?
Mn3 O11 C26 O12 -21(2) 3_656 . . . ?
Mn3 O11 C26 C23 154.7(9) 3_656 . . . ?
C24 C23 C26 O12 176.9(15) . . . . ?
C22 C23 C26 O12 -1(2) . . . . ?
C24 C23 C26 O11 0(2) . . . . ?
C22 C23 C26 O11 -177.2(13) . . . . ?
C21 N4 C25 C24 -1(2) . . . . ?
Mn1 N4 C25 C24 179.4(13) . . . . ?
N4 C25 C24 C23 -1(3) . . . . ?
C22 C23 C24 C25 1(2) . . . . ?
C26 C23 C24 C25 -176.4(15) . . . . ?
Mn1 O2S C4A N2A -127(2) . . . . ?
O2S C4A N2A C6A -176(3) . . . . ?
O2S C4A N2A C5A 0(3) . . . . ?

_refine_diff_density_max         0.908
_refine_diff_density_min         -1.607
_refine_diff_density_rms         0.141

# start Validation Reply Form
_vrf_PLAT341_3_sq                
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01814 Ang.  
RESPONSE: The crystals were not of good quality and we were unable to grow
better quality crystals despite our multiple attempts. Three different data
sets were collected from different crystals and this is the only data set 
that resulted in R1 value smaller than 0.09. The structure is chemically
sound, and in agreement with other measurements.
;
# end Validation Reply Form




####################################################################### 
# 
# 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_8_sq
_database_code_depnum_ccdc_archive 'CCDC 1958507'
loop_
_audit_author_name
_audit_author_address
'John Plakatouras'
;University of Ioannina
Greece
;
_audit_update_record             
;
2019-10-10 deposited with the CCDC.	2020-02-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H17 Co N3 O6'
_chemical_formula_weight         442.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   7.7534(3)
_cell_length_b                   15.3166(4)
_cell_length_c                   8.7169(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.728(5)
_cell_angle_gamma                90
_cell_volume                     954.80(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3230
_cell_measurement_theta_min      5.4690
_cell_measurement_theta_max      72.4760

_exptl_crystal_description       Polyhedral
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             454
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    7.428
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63259
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova (Cu) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            5627
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         5.502
_diffrn_reflns_theta_max         66.971
_diffrn_reflns_theta_full        66.971
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.645
_diffrn_reflns_point_group_measured_fraction_full 0.645
_reflns_number_total             2197
_reflns_number_gt                2084
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.240
_reflns_Friedel_fraction_max     0.260
_reflns_Friedel_fraction_full    0.260

_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0639P)²+0.0691P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.006(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2197
_refine_ls_number_parameters     266
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0903
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.033
_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
Co1 Co 0.24754(8) 0.55602(7) 0.49988(7) 0.01317(18) Uani 1 1 d . . . . .
O1 O 0.3808(4) 0.2069(2) 0.4563(5) 0.0301(7) Uani 1 1 d . . . . .
O2 O 0.6849(4) 0.18309(19) 0.5176(4) 0.0202(6) Uani 1 1 d . . . . .
O3 O 1.0869(4) 0.4432(2) 0.5147(4) 0.0192(6) Uani 1 1 d . . . . .
O4 O 0.9646(4) 0.57413(18) 0.5008(4) 0.0178(6) Uani 1 1 d . . . . .
O5 O -0.0991(5) 0.7754(2) -0.1867(4) 0.0332(8) Uani 1 1 d D . . . .
O6 O 0.2808(6) 0.8190(2) 0.9272(5) 0.0391(8) Uani 1 1 d . . . . .
H6 H 0.177995 0.799438 0.868494 0.059 Uiso 1 1 calc R U . . .
N1 N 0.4661(4) 0.4738(2) 0.4965(4) 0.0143(6) Uani 1 1 d . . . . .
N2 N 0.1062(4) 0.5596(3) 0.2327(4) 0.0186(7) Uani 1 1 d . . . . .
N3 N 0.3646(5) 0.5716(2) 0.7655(4) 0.0209(9) Uani 1 1 d . . . . .
C1 C 0.4443(6) 0.3865(3) 0.4899(5) 0.0162(8) Uani 1 1 d . . . . .
H1 H 0.330624 0.364003 0.484179 0.019 Uiso 1 1 calc R U . . .
C2 C 0.5812(5) 0.3285(3) 0.4912(5) 0.0149(8) Uani 1 1 d . . . . .
C3 C 0.7493(5) 0.3622(3) 0.4967(5) 0.0157(8) Uani 1 1 d . . . . .
H3 H 0.844319 0.324817 0.497683 0.019 Uiso 1 1 calc R U . . .
C4 C 0.7751(5) 0.4520(3) 0.5007(5) 0.0139(8) Uani 1 1 d . . . . .
C5 C 0.6292(5) 0.5060(3) 0.5003(5) 0.0135(7) Uani 1 1 d . . . . .
H5 H 0.645540 0.566177 0.502700 0.016 Uiso 1 1 calc R U . . .
C6 C 0.5443(6) 0.2313(3) 0.4880(5) 0.0170(9) Uani 1 1 d . . . . .
C7 C 0.9532(6) 0.4928(3) 0.5068(5) 0.0163(8) Uani 1 1 d . . . . .
C8 C 0.0191(6) 0.6353(3) 0.1680(5) 0.0213(8) Uani 1 1 d . . . . .
H8 H 0.013781 0.678715 0.240669 0.026 Uiso 1 1 calc R U . . .
C9 C -0.0629(6) 0.6513(3) -0.0016(6) 0.0245(9) Uani 1 1 d . . . . .
C10 C -0.0582(7) 0.5870(4) -0.1092(6) 0.0292(10) Uani 1 1 d . . . . .
H10 H -0.109839 0.596218 -0.223556 0.035 Uiso 1 1 calc R U . . .
C11 C 0.0250(8) 0.5079(3) -0.0443(6) 0.0302(11) Uani 1 1 d . . . . .
H11 H 0.026801 0.462724 -0.115104 0.036 Uiso 1 1 calc R U . . .
C12 C 0.1061(6) 0.4963(3) 0.1275(6) 0.0247(9) Uani 1 1 d . . . . .
H12 H 0.161635 0.443084 0.170050 0.030 Uiso 1 1 calc R U . . .
C13 C -0.1552(7) 0.7396(3) -0.0627(6) 0.0322(11) Uani 1 1 d . . . . .
H13A H -0.289984 0.732641 -0.108035 0.039 Uiso 1 1 calc DR U . . .
H13B H -0.121670 0.779698 0.030424 0.039 Uiso 1 1 calc R U . . .
C14 C 0.3351(6) 0.6483(3) 0.8269(6) 0.0240(9) Uani 1 1 d . . . . .
H14 H 0.259811 0.689338 0.752397 0.029 Uiso 1 1 calc R U . . .
C15 C 0.4098(6) 0.6697(3) 0.9939(6) 0.0255(9) Uani 1 1 d . . . . .
C16 C 0.5201(7) 0.6074(4) 1.1020(6) 0.0322(11) Uani 1 1 d . . . . .
H16 H 0.574808 0.619519 1.215243 0.039 Uiso 1 1 calc R U . . .
C17 C 0.5498(7) 0.5277(4) 1.0441(7) 0.0348(12) Uani 1 1 d . . . . .
H17 H 0.622144 0.485354 1.117032 0.042 Uiso 1 1 calc R U . . .
C18 C 0.4691(6) 0.5119(3) 0.8735(6) 0.0262(9) Uani 1 1 d . . . . .
H18 H 0.488569 0.458060 0.833486 0.031 Uiso 1 1 calc R U . . .
C19 C 0.3762(8) 0.7579(4) 1.0554(6) 0.0351(11) Uani 1 1 d . . . . .
H19A H 0.303856 0.749519 1.123539 0.042 Uiso 1 1 calc R U . . .
H19B H 0.495854 0.782576 1.125832 0.042 Uiso 1 1 calc R U . . .
H7A H -0.090(4) 0.7309(9) -0.231(4) 1.5(10) Uiso 1 1 d 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
Co1 O2 2.036(3) 2_656 ?
Co1 N1 2.120(3) . ?
Co1 N3 2.149(4) . ?
Co1 N2 2.158(3) . ?
Co1 O3 2.163(3) 1_455 ?
Co1 O4 2.214(3) 1_455 ?
Co1 C7 2.501(4) 1_455 ?
O1 C6 1.246(5) . ?
O2 C6 1.258(5) . ?
O3 C7 1.265(5) . ?
O4 C7 1.251(5) . ?
O5 C13 1.421(6) . ?
O5 H7A 0.8000(12) . ?
O6 C19 1.426(7) . ?
O6 H6 0.8200 . ?
N1 C5 1.345(5) . ?
N1 C1 1.346(6) . ?
N2 C12 1.334(6) . ?
N2 C8 1.350(6) . ?
N3 C18 1.338(6) . ?
N3 C14 1.347(6) . ?
C1 C2 1.381(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.385(5) . ?
C2 C6 1.514(5) . ?
C3 C4 1.389(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(6) . ?
C4 C7 1.498(5) . ?
C5 H5 0.9300 . ?
C8 C9 1.387(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.371(7) . ?
C9 C13 1.526(6) . ?
C10 C11 1.387(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(7) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.382(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(7) . ?
C15 C19 1.512(7) . ?
C16 C17 1.374(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.394(8) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?

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 Co1 N1 109.66(13) 2_656 . ?
O2 Co1 N3 87.75(13) 2_656 . ?
N1 Co1 N3 94.22(13) . . ?
O2 Co1 N2 86.15(14) 2_656 . ?
N1 Co1 N2 94.35(13) . . ?
N3 Co1 N2 170.77(14) . . ?
O2 Co1 O3 159.82(12) 2_656 1_455 ?
N1 Co1 O3 90.49(12) . 1_455 ?
N3 Co1 O3 92.13(13) . 1_455 ?
N2 Co1 O3 91.21(14) . 1_455 ?
O2 Co1 O4 99.46(12) 2_656 1_455 ?
N1 Co1 O4 150.77(13) . 1_455 ?
N3 Co1 O4 89.36(12) . 1_455 ?
N2 Co1 O4 84.82(12) . 1_455 ?
O3 Co1 O4 60.36(10) 1_455 1_455 ?
O2 Co1 C7 129.44(13) 2_656 1_455 ?
N1 Co1 C7 120.80(14) . 1_455 ?
N3 Co1 C7 91.51(13) . 1_455 ?
N2 Co1 C7 87.03(13) . 1_455 ?
O3 Co1 C7 30.38(12) 1_455 1_455 ?
O4 Co1 C7 29.99(13) 1_455 1_455 ?
C6 O2 Co1 140.7(3) . 2_646 ?
C7 O3 Co1 89.8(2) . 1_655 ?
C7 O4 Co1 87.8(2) . 1_655 ?
C13 O5 H7A 98.6(14) . . ?
C19 O6 H6 109.5 . . ?
C5 N1 C1 117.7(3) . . ?
C5 N1 Co1 122.1(3) . . ?
C1 N1 Co1 120.2(3) . . ?
C12 N2 C8 118.0(4) . . ?
C12 N2 Co1 126.0(3) . . ?
C8 N2 Co1 115.9(3) . . ?
C18 N3 C14 117.8(4) . . ?
C18 N3 Co1 124.8(3) . . ?
C14 N3 Co1 117.3(3) . . ?
N1 C1 C2 123.8(4) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C1 C2 C3 118.1(4) . . ?
C1 C2 C6 119.6(3) . . ?
C3 C2 C6 122.3(4) . . ?
C2 C3 C4 119.6(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 118.5(3) . . ?
C3 C4 C7 122.4(3) . . ?
C5 C4 C7 119.1(4) . . ?
N1 C5 C4 122.4(4) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
O1 C6 O2 126.5(4) . . ?
O1 C6 C2 117.9(4) . . ?
O2 C6 C2 115.5(3) . . ?
O4 C7 O3 122.0(4) . . ?
O4 C7 C4 119.5(4) . . ?
O3 C7 C4 118.4(4) . . ?
O4 C7 Co1 62.2(2) . 1_655 ?
O3 C7 Co1 59.9(2) . 1_655 ?
C4 C7 Co1 176.3(3) . 1_655 ?
N2 C8 C9 123.1(4) . . ?
N2 C8 H8 118.4 . . ?
C9 C8 H8 118.4 . . ?
C10 C9 C8 118.7(4) . . ?
C10 C9 C13 122.0(4) . . ?
C8 C9 C13 119.3(4) . . ?
C9 C10 C11 118.7(4) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C10 C11 C12 119.6(4) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
N2 C12 C11 121.8(4) . . ?
N2 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
O5 C13 C9 111.6(4) . . ?
O5 C13 H13A 109.3 . . ?
C9 C13 H13A 109.3 . . ?
O5 C13 H13B 109.3 . . ?
C9 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
N3 C14 C15 124.0(4) . . ?
N3 C14 H14 118.0 . . ?
C15 C14 H14 118.0 . . ?
C16 C15 C14 116.9(5) . . ?
C16 C15 C19 121.4(5) . . ?
C14 C15 C19 121.7(4) . . ?
C17 C16 C15 120.7(5) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 118.5(5) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
N3 C18 C17 122.1(5) . . ?
N3 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
O6 C19 C15 114.6(4) . . ?
O6 C19 H19A 108.6 . . ?
C15 C19 H19A 108.6 . . ?
O6 C19 H19B 108.6 . . ?
C15 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?

_refine_diff_density_max         0.545
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.067



