# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_i4732
_database_code_depnum_ccdc_archive 'CCDC 2073642'
loop_
_audit_author_name
_audit_author_address
'Constantina Papatriantafyllopoulou'
;NUI Galway
Republic of Ireland
;
_audit_update_record             
;
2021-03-27 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 Co0.67 N2 O6'
_chemical_formula_weight         371.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 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'
'x, y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, -z'
'x+1/2, y+1, -z+1/2'
'x+1/2, -y+1, z+1/2'
'-x, -y, -z'
'-x, y, z'
'-x, -y-1/2, z-1/2'
'-x, y-1/2, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, z'
'-x+1/2, -y, z-1/2'
'-x+1/2, y, -z-1/2'

_cell_length_a                   20.5149(8)
_cell_length_b                   16.0901(12)
_cell_length_c                   15.5524(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5133.6(5)
_cell_formula_units_Z            12
_cell_measurement_temperature    296.3(9)
_cell_measurement_reflns_used    2436
_cell_measurement_theta_min      4.1280
_cell_measurement_theta_max      23.4360

_exptl_crystal_description       Parallelepiped
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_F_000             2304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.725
_shelx_estimated_absorpt_T_min   0.869
_shelx_estimated_absorpt_T_max   0.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.82123
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
crysalispro 1.171.40.14e (rigaku oxford diffraction, 2018) 
empirical absorption correction using spherical harmonics, 
 implemented in scale3 abspack scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296.3(9)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed x-ray tube'
_diffrn_measurement_device_type  'xcalibur, sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1048
_diffrn_reflns_number            17757
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.475
_diffrn_reflns_theta_max         29.256
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3286
_reflns_number_gt                1858
_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       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_cell_refinement       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_data_reduction        'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEX - P. McArdle, J.Appl.Cryst.,1995,28,65-65.'
_computing_publication_material  
'Oscail - P. McArdle, J.Appl.Cryst.,2017,50,320-326.'
_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)+(0.0679P)²+7.7560P] 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         3286
_refine_ls_number_parameters     188
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1258
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1626
_refine_ls_wR_factor_gt          0.1331
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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
Co1 Co 0.31164(3) 0.500000 0.000000 0.0347(2) Uani 1 2 d S T P . .
O1 O 0.23516(11) 0.52245(16) 0.09337(15) 0.0398(6) Uani 1 1 d . . . . .
O2 O 0.38197(11) 0.53669(18) 0.08491(14) 0.0494(7) Uani 1 1 d . . . . .
O3 O 0.32561(11) 0.55856(19) 0.20520(15) 0.0530(8) Uani 1 1 d . . . . .
N1 N 0.29606(14) 0.38088(19) 0.05370(17) 0.0406(7) Uani 1 1 d . . . . .
O4 O 0.55369(14) 0.6087(3) 0.47552(19) 0.0862(13) Uani 1 1 d . . . . .
N2 N 0.500000 0.6611(4) 0.7543(4) 0.0736(16) Uani 1 2 d S T P A .
O5 O 0.5587(3) 0.6436(6) 0.6352(4) 0.097(3) Uani 0.5 1 d . . P A 1
C1 C 0.3328(2) 0.3131(3) 0.0404(2) 0.0561(11) Uani 1 1 d . . . . .
H1 H 0.368640 0.317424 0.004140 0.073 Uiso 1 1 calc R U . . .
C2 C 0.3198(3) 0.2377(3) 0.0778(3) 0.0705(14) Uani 1 1 d . . . . .
H2 H 0.346346 0.191986 0.067059 0.092 Uiso 1 1 calc R U . . .
C3 C 0.2677(3) 0.2310(3) 0.1307(3) 0.0775(15) Uani 1 1 d . . . . .
H3 H 0.258858 0.180945 0.158313 0.101 Uiso 1 1 calc R U . . .
C4 C 0.2283(2) 0.2981(3) 0.1433(3) 0.0623(12) Uani 1 1 d . . . . .
H4 H 0.191544 0.293530 0.177895 0.081 Uiso 1 1 calc R U . . .
C5 C 0.24330(17) 0.3729(2) 0.1044(2) 0.0420(9) Uani 1 1 d . . . . .
C6 C 0.20136(17) 0.4484(2) 0.1135(2) 0.0493(10) Uani 1 1 d . . . . .
H6A H 0.163912 0.443117 0.075859 0.064 Uiso 1 1 calc R U . . .
H6B H 0.185463 0.451646 0.172189 0.064 Uiso 1 1 calc R U . . .
C7 C 0.37731(15) 0.5528(2) 0.1640(2) 0.0397(9) Uani 1 1 d . . . . .
C8 C 0.44133(15) 0.5639(2) 0.2111(2) 0.0363(8) Uani 1 1 d . . . . .
C9 C 0.500000 0.5567(3) 0.1683(3) 0.0370(11) Uani 1 2 d S T P . .
H9 H 0.500000 0.546789 0.109436 0.048 Uiso 1 2 calc R U P . .
C10 C 0.44153(16) 0.5780(2) 0.2993(2) 0.0397(8) Uani 1 1 d . . . . .
H10 H 0.402287 0.582319 0.328904 0.052 Uiso 1 1 calc R U . . .
C11 C 0.500000 0.5857(4) 0.3433(3) 0.0443(13) Uani 1 2 d S T P . .
C12 C 0.500000 0.6020(4) 0.4381(3) 0.0561(16) Uani 1 2 d S T P . .
C13 C 0.500000 0.6436(7) 0.6713(6) 0.118(3) Uani 1 2 d S T P . .
C14 C 0.5581(4) 0.6686(6) 0.8007(5) 0.169(4) Uani 1 1 d . . . . .
H14A H 0.592347 0.639691 0.771065 0.220 Uiso 1 1 calc R U . A .
H14B H 0.552506 0.645011 0.856904 0.220 Uiso 1 1 calc R U . . .
H14C H 0.569414 0.726286 0.805984 0.220 Uiso 1 1 calc R U . . .
H1O3 H 0.261(2) 0.530(3) 0.135(3) 0.068(14) Uiso 1 1 d . . . . .
H1O4 H 0.553(4) 0.611(6) 0.531(6) 0.070 Uiso 0.5 1 d . U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O2 2.043(2) . ?
Co1 O2 2.043(2) 2_565 ?
Co1 N1 2.115(3) . ?
Co1 N1 2.115(3) 2_565 ?
Co1 O1 2.168(2) . ?
Co1 O1 2.168(2) 2_565 ?
O1 C6 1.414(4) . ?
O1 H1O3 0.84(4) . ?
O2 C7 1.261(4) . ?
O3 C7 1.243(4) . ?
N1 C1 1.341(5) . ?
N1 C5 1.345(4) . ?
O4 C12 1.251(4) . ?
O4 H1O4 0.86(9) . ?
N2 C13 1.321(9) . ?
N2 C14 1.399(7) 10_655 ?
N2 C14 1.400(7) . ?
O5 C13 1.328(6) . ?
C1 C2 1.372(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.353(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.362(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.495(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.514(4) . ?
C8 C9 1.380(4) . ?
C8 C10 1.390(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.386(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.497(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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 O2 90.15(13) . 2_565 ?
O2 Co1 N1 96.50(11) . . ?
O2 Co1 N1 95.75(11) 2_565 . ?
O2 Co1 N1 95.75(11) . 2_565 ?
O2 Co1 N1 96.50(11) 2_565 2_565 ?
N1 Co1 N1 162.62(16) . 2_565 ?
O2 Co1 O1 91.72(9) . . ?
O2 Co1 O1 172.79(10) 2_565 . ?
N1 Co1 O1 77.12(10) . . ?
N1 Co1 O1 90.24(10) 2_565 . ?
O2 Co1 O1 172.79(10) . 2_565 ?
O2 Co1 O1 91.72(9) 2_565 2_565 ?
N1 Co1 O1 90.24(10) . 2_565 ?
N1 Co1 O1 77.12(10) 2_565 2_565 ?
O1 Co1 O1 87.29(13) . 2_565 ?
C6 O1 Co1 111.3(2) . . ?
C6 O1 H1O3 105(3) . . ?
Co1 O1 H1O3 95(3) . . ?
C7 O2 Co1 129.5(2) . . ?
C1 N1 C5 117.7(4) . . ?
C1 N1 Co1 126.2(3) . . ?
C5 N1 Co1 116.1(2) . . ?
C12 O4 H1O4 117(5) . . ?
C13 N2 C14 121.5(4) . 10_655 ?
C13 N2 C14 121.5(4) . . ?
C14 N2 C14 116.9(8) 10_655 . ?
N1 C1 C2 123.0(4) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 118.8(4) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 119.5(5) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 119.7(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 121.2(4) . . ?
N1 C5 C6 116.2(3) . . ?
C4 C5 C6 122.5(4) . . ?
O1 C6 C5 112.4(3) . . ?
O1 C6 H6A 109.1 . . ?
C5 C6 H6A 109.1 . . ?
O1 C6 H6B 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
O3 C7 O2 125.7(3) . . ?
O3 C7 C8 118.8(3) . . ?
O2 C7 C8 115.5(3) . . ?
C9 C8 C10 119.1(3) . . ?
C9 C8 C7 120.9(3) . . ?
C10 C8 C7 119.9(3) . . ?
C8 C9 C8 121.4(4) 10_655 . ?
C8 C9 H9 119.3 10_655 . ?
C8 C9 H9 119.3 . . ?
C11 C10 C8 120.3(3) . . ?
C11 C10 H10 119.9 . . ?
C8 C10 H10 119.9 . . ?
C10 C11 C10 119.8(4) . 10_655 ?
C10 C11 C12 120.1(2) . . ?
C10 C11 C12 120.1(2) 10_655 . ?
O4 C12 O4 123.5(5) 10_655 . ?
O4 C12 C11 118.3(2) 10_655 . ?
O4 C12 C11 118.3(2) . . ?
N2 C13 O5 114.4(5) . 10_655 ?
N2 C13 O5 114.4(5) . . ?
O5 C13 O5 130.0(9) 10_655 . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -1.9(5) . . . . ?
Co1 N1 C1 C2 179.7(3) . . . . ?
N1 C1 C2 C3 -0.1(6) . . . . ?
C1 C2 C3 C4 2.2(7) . . . . ?
C2 C3 C4 C5 -2.3(7) . . . . ?
C1 N1 C5 C4 1.7(5) . . . . ?
Co1 N1 C5 C4 -179.7(3) . . . . ?
C1 N1 C5 C6 -176.5(3) . . . . ?
Co1 N1 C5 C6 2.1(4) . . . . ?
C3 C4 C5 N1 0.3(6) . . . . ?
C3 C4 C5 C6 178.4(4) . . . . ?
Co1 O1 C6 C5 28.9(4) . . . . ?
N1 C5 C6 O1 -21.2(4) . . . . ?
C4 C5 C6 O1 160.6(3) . . . . ?
Co1 O2 C7 O3 -8.8(6) . . . . ?
Co1 O2 C7 C8 169.8(2) . . . . ?
O3 C7 C8 C9 178.9(4) . . . . ?
O2 C7 C8 C9 0.2(5) . . . . ?
O3 C7 C8 C10 1.7(5) . . . . ?
O2 C7 C8 C10 -177.0(4) . . . . ?
C10 C8 C9 C8 -0.6(7) . . . 10_655 ?
C7 C8 C9 C8 -177.8(3) . . . 10_655 ?
C9 C8 C10 C11 0.8(6) . . . . ?
C7 C8 C10 C11 178.0(4) . . . . ?
C8 C10 C11 C10 -0.9(8) . . . 10_655 ?
C8 C10 C11 C12 179.2(5) . . . . ?
C10 C11 C12 O4 -0.3(9) . . . 10_655 ?
C10 C11 C12 O4 179.8(5) 10_655 . . 10_655 ?
C10 C11 C12 O4 -179.8(5) . . . . ?
C10 C11 C12 O4 0.3(9) 10_655 . . . ?
C14 N2 C13 O5 7.4(14) 10_655 . . 10_655 ?
C14 N2 C13 O5 -176.1(8) . . . 10_655 ?
C14 N2 C13 O5 176.1(8) 10_655 . . . ?
C14 N2 C13 O5 -7.4(14) . . . . ?

_refine_diff_density_max         0.654
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_i3986
_database_code_depnum_ccdc_archive 'CCDC 2073643'
loop_
_audit_author_name
_audit_author_address
'Constantina Papatriantafyllopoulou'
;NUI Galway
Republic of Ireland
;
_audit_update_record             
;
2021-03-27 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H22 N3 O7 Zn2'
_chemical_formula_weight         583.17
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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
_cell_length_a                   17.0340(5)
_cell_length_b                   11.4043(3)
_cell_length_c                   12.6992(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2466.96(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    299.0(2)
_cell_measurement_reflns_used    4598
_cell_measurement_theta_min      3.8570
_cell_measurement_theta_max      29.2050
_exptl_crystal_description       Parallelepiped
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_F_000             1188
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    1.992
_shelx_estimated_absorpt_T_min   0.436
_shelx_estimated_absorpt_T_max   0.691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73782
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
crysalispro 1.171.40.14e (rigaku oxford diffraction, 2018)
empirical absorption correction using spherical harmonics,
 implemented in scale3 abspack scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed x-ray tube'
_diffrn_measurement_device_type  'xcalibur, sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1048
_diffrn_reflns_number            19183
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.573
_diffrn_reflns_theta_max         29.273
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5937
_reflns_number_gt                4580
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.826
_reflns_Friedel_fraction_max     0.833
_reflns_Friedel_fraction_full    0.993
_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       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_cell_refinement       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_data_reduction        'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEX - P. McArdle, J.Appl.Cryst.,1995,28,65-65.'
_computing_publication_material  
'Oscail - P. McArdle, J.Appl.Cryst.,2017,50,320-326.'
_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)+(0.0647P)²+0.2714P] 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 1844 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.014(9)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5937
_refine_ls_number_parameters     347
_refine_ls_number_restraints     279
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0944
_refine_ls_wR_factor_gt          0.0790
_refine_ls_goodness_of_fit_ref   0.852
_refine_ls_restrained_S_all      0.839
_refine_ls_shift/su_max          0.006
_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 0.50170(4) 0.41336(3) 0.74890(7) 0.03206(13) Uani 1 1 d . . . . .
Zn2 Zn 0.54171(2) 0.50007(6) 0.49808(8) 0.03501(13) Uani 1 1 d . . . . .
O1 O 0.4799(3) 0.5936(3) 0.4053(3) 0.0420(11) Uani 1 1 d . . . . .
O2 O 0.6137(3) 0.6049(4) 0.5732(4) 0.0605(13) Uani 1 1 d . . . . .
O3 O 0.5743(2) 0.5655(3) 0.7359(3) 0.0504(9) Uani 1 1 d . . . . .
O4 O 0.8981(2) 0.9809(3) 0.7663(3) 0.0467(9) Uani 1 1 d . . . . .
O5 O 0.8880(3) 0.8937(4) 0.9223(4) 0.0574(13) Uani 1 1 d . . . . .
O6 O 0.4859(2) 0.3992(3) 0.5926(4) 0.0411(10) Uani 1 1 d . . . . .
O7 O 0.0654(15) 0.4990(18) 0.5608(18) 0.163(9) Uani 0.5 1 d . . P A 1
O7A O 0.0118(18) 0.574(2) 0.5461(19) 0.178(9) Uani 0.5 1 d . . P A 2
N1 N 0.3910(2) 0.6904(4) 0.2562(4) 0.0477(10) Uani 1 1 d . . . . .
N2 N 0.4293(2) 0.2583(3) 0.7390(4) 0.0461(9) Uani 1 1 d . . . . .
N3 N 0.0189(4) 0.5939(6) 0.7092(7) 0.087(2) Uani 1 1 d . . . . .
C1 C 0.3677(3) 0.7094(5) 0.3538(5) 0.0594(14) Uani 1 1 d . . . . .
C2 C 0.3058(4) 0.7849(6) 0.3763(7) 0.083(2) Uani 1 1 d . . . . .
H2 H 0.290492 0.798759 0.445529 0.107 Uiso 1 1 calc R U . . .
C3 C 0.2675(4) 0.8385(6) 0.2936(8) 0.087(2) Uani 1 1 d . . . . .
H3 H 0.225514 0.888754 0.306121 0.114 Uiso 1 1 calc R U . . .
C4 C 0.2919(4) 0.8171(6) 0.1941(7) 0.085(2) Uani 1 1 d . . . . .
H4 H 0.266950 0.852872 0.137444 0.110 Uiso 1 1 calc R U . . .
C5 C 0.3531(4) 0.7433(5) 0.1774(6) 0.0666(16) Uani 1 1 d . . . . .
H5 H 0.369116 0.728981 0.108615 0.087 Uiso 1 1 calc R U . . .
C6 C 0.4093(5) 0.6410(8) 0.4387(6) 0.080(2) Uani 1 1 d . . . . .
H6A H 0.419073 0.692404 0.498190 0.104 Uiso 1 1 calc R U . . .
H6B H 0.375311 0.578190 0.462611 0.104 Uiso 1 1 calc R U . . .
C7 C 0.6172(3) 0.6137(4) 0.6708(5) 0.0390(11) Uani 1 1 d . . . . .
C8 C 0.6815(3) 0.6928(4) 0.7118(4) 0.0355(11) Uani 1 1 d . . . . .
C9 C 0.7078(3) 0.6805(5) 0.8134(4) 0.0475(14) Uani 1 1 d . . . . .
H9 H 0.685477 0.623757 0.856656 0.062 Uiso 1 1 calc R U . . .
C10 C 0.7669(4) 0.7510(5) 0.8521(5) 0.0474(14) Uani 1 1 d . . . . .
H10 H 0.783668 0.742581 0.921345 0.062 Uiso 1 1 calc R U . . .
C11 C 0.8015(3) 0.8351(4) 0.7872(4) 0.0346(11) Uani 1 1 d . . . . .
C12 C 0.7748(3) 0.8481(5) 0.6858(4) 0.0422(12) Uani 1 1 d . . . . .
H12 H 0.797053 0.904573 0.642230 0.055 Uiso 1 1 calc R U . . .
C13 C 0.7147(3) 0.7772(5) 0.6478(4) 0.0404(12) Uani 1 1 d . . . . .
H13 H 0.696745 0.786739 0.579159 0.053 Uiso 1 1 calc R U . . .
C14 C 0.8681(3) 0.9099(4) 0.8270(5) 0.0361(11) Uani 1 1 d . . . . .
C15 C 0.4048(4) 0.1886(5) 0.8185(5) 0.0636(15) Uani 1 1 d . . . . .
H15 H 0.419477 0.206411 0.887205 0.083 Uiso 1 1 calc R U . . .
C16 C 0.3588(5) 0.0922(6) 0.8000(8) 0.086(2) Uani 1 1 d . . . . .
H16 H 0.342790 0.045005 0.855760 0.112 Uiso 1 1 calc R U . . .
C17 C 0.3367(5) 0.0659(6) 0.7002(8) 0.094(2) Uani 1 1 d . . . . .
H17 H 0.304978 0.001181 0.687180 0.122 Uiso 1 1 calc R U . . .
C18 C 0.3617(4) 0.1356(5) 0.6184(6) 0.0763(19) Uani 1 1 d . . . . .
H18 H 0.347429 0.118299 0.549433 0.099 Uiso 1 1 calc R U . . .
C19 C 0.4086(3) 0.2323(5) 0.6403(5) 0.0529(13) Uani 1 1 d . . . . .
C20 C 0.4388(5) 0.3108(7) 0.5570(5) 0.073(2) Uani 1 1 d . . . . .
H20A H 0.468123 0.264148 0.506634 0.096 Uiso 1 1 calc R U . . .
H20B H 0.394525 0.344988 0.520016 0.096 Uiso 1 1 calc R U . . .
C21 C 0.0450(9) 0.5334(15) 0.6359(14) 0.149(5) Uani 1 1 d . . . . .
C22 C 0.0116(19) 0.633(4) 0.808(3) 0.124(9) Uani 0.4 1 d . . P B 1
H22A H -0.021993 0.581238 0.847040 0.162 Uiso 0.4 1 calc R U P B 1
H22B H -0.010691 0.710315 0.807381 0.162 Uiso 0.4 1 calc R U P B 1
H22C H 0.062416 0.635579 0.840824 0.162 Uiso 0.4 1 calc R U P B 1
C22A C 0.0640(11) 0.5390(18) 0.8001(17) 0.122(6) Uani 0.6 1 d . . P B 2
H22D H 0.029838 0.530463 0.859702 0.159 Uiso 0.6 1 calc R U P B 2
H22E H 0.107456 0.588453 0.818624 0.159 Uiso 0.6 1 calc R U P B 2
H22F H 0.083219 0.463306 0.779235 0.159 Uiso 0.6 1 calc R U P B 2
C23 C -0.0345(10) 0.6792(13) 0.734(2) 0.123(7) Uani 0.6 1 d . . P B 1
H23A H -0.008099 0.753268 0.739809 0.160 Uiso 0.6 1 calc R U P B 1
H23B H -0.059425 0.660403 0.799345 0.160 Uiso 0.6 1 calc R U P B 1
H23C H -0.073363 0.683773 0.679140 0.160 Uiso 0.6 1 calc R U P B 1
C23A C -0.0319(18) 0.664(3) 0.627(3) 0.127(9) Uani 0.4 1 d . . P B 2
H23D H -0.029967 0.746395 0.643419 0.164 Uiso 0.4 1 calc R U P B 2
H23E H -0.085362 0.637645 0.629984 0.164 Uiso 0.4 1 calc R U P B 2
H23F H -0.011471 0.651662 0.557477 0.164 Uiso 0.4 1 calc R U P B 2
_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O6 2.010(5) . ?
Zn1 O1 2.013(5) 2_665 ?
Zn1 O3 2.137(3) . ?
Zn1 O4 2.149(3) 3_465 ?
Zn1 N2 2.160(4) . ?
Zn1 N1 2.179(4) 2_665 ?
Zn2 O1 1.907(4) . ?
Zn2 O6 1.915(4) . ?
Zn2 O5 1.957(4) 4_644 ?
Zn2 O2 1.960(4) . ?
O1 C6 1.385(8) . ?
O2 C7 1.245(7) . ?
O3 C7 1.233(7) . ?
O4 C14 1.229(7) . ?
O5 C14 1.270(7) . ?
O6 C20 1.367(7) . ?
O7 C21 1.09(2) . ?
O7A C21 1.35(3) . ?
N1 C1 1.320(8) . ?
N1 C5 1.335(7) . ?
N2 C19 1.335(7) . ?
N2 C15 1.350(7) . ?
N3 C21 1.241(15) . ?
N3 C22 1.34(3) . ?
N3 C23 1.367(16) . ?
N3 C22A 1.522(19) . ?
N3 C23A 1.58(3) . ?
C1 C2 1.392(8) . ?
C1 C6 1.508(9) . ?
C2 C3 1.379(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.353(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.356(9) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.511(7) . ?
C8 C9 1.373(7) . ?
C8 C13 1.380(7) . ?
C9 C10 1.380(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.395(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(7) . ?
C11 C14 1.507(7) . ?
C12 C13 1.391(7) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C15 C16 1.370(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.356(12) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(11) . ?
C17 H17 0.9300 . ?
C18 C19 1.390(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.478(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 0.9600 . ?
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
O6 Zn1 O1 173.01(11) . 2_665 ?
O6 Zn1 O3 93.80(16) . . ?
O1 Zn1 O3 91.04(16) 2_665 . ?
O6 Zn1 O4 92.10(17) . 3_465 ?
O1 Zn1 O4 92.81(16) 2_665 3_465 ?
O3 Zn1 O4 91.58(16) . 3_465 ?
O6 Zn1 N2 78.50(17) . . ?
O1 Zn1 N2 96.54(17) 2_665 . ?
O3 Zn1 N2 172.23(19) . . ?
O4 Zn1 N2 89.77(15) 3_465 . ?
O6 Zn1 N1 96.33(18) . 2_665 ?
O1 Zn1 N1 78.81(18) 2_665 2_665 ?
O3 Zn1 N1 87.65(16) . 2_665 ?
O4 Zn1 N1 171.57(18) 3_465 2_665 ?
N2 Zn1 N1 92.12(17) . 2_665 ?
O1 Zn2 O6 116.69(13) . . ?
O1 Zn2 O5 112.4(2) . 4_644 ?
O6 Zn2 O5 103.85(19) . 4_644 ?
O1 Zn2 O2 107.7(2) . . ?
O6 Zn2 O2 111.8(2) . . ?
O5 Zn2 O2 103.59(15) 4_644 . ?
C6 O1 Zn2 120.6(4) . . ?
C6 O1 Zn1 116.9(4) . 2_664 ?
Zn2 O1 Zn1 120.1(2) . 2_664 ?
C7 O2 Zn2 124.3(4) . . ?
C7 O3 Zn1 139.2(4) . . ?
C14 O4 Zn1 140.8(4) . 3_565 ?
C14 O5 Zn2 122.8(4) . 4_655 ?
C20 O6 Zn2 121.9(4) . . ?
C20 O6 Zn1 117.7(4) . . ?
Zn2 O6 Zn1 120.3(2) . . ?
C1 N1 C5 118.9(5) . . ?
C1 N1 Zn1 112.4(4) . 2_664 ?
C5 N1 Zn1 128.3(4) . 2_664 ?
C19 N2 C15 119.3(5) . . ?
C19 N2 Zn1 112.7(3) . . ?
C15 N2 Zn1 127.9(4) . . ?
C21 N3 C22 157(2) . . ?
C21 N3 C23 143.6(17) . . ?
C22 N3 C23 59.2(17) . . ?
C21 N3 C22A 99.1(13) . . ?
C21 N3 C23A 89.0(19) . . ?
C22A N3 C23A 171.8(17) . . ?
N1 C1 C2 121.5(6) . . ?
N1 C1 C6 116.5(5) . . ?
C2 C1 C6 121.9(6) . . ?
C3 C2 C1 118.4(7) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C4 C3 C2 119.1(6) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 119.6(7) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 122.4(7) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
O1 C6 C1 113.0(5) . . ?
O1 C6 H6A 109.0 . . ?
C1 C6 H6A 109.0 . . ?
O1 C6 H6B 109.0 . . ?
C1 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
O3 C7 O2 127.1(5) . . ?
O3 C7 C8 117.8(5) . . ?
O2 C7 C8 115.2(5) . . ?
C9 C8 C13 119.4(5) . . ?
C9 C8 C7 119.9(5) . . ?
C13 C8 C7 120.7(5) . . ?
C8 C9 C10 120.9(5) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C11 119.9(6) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 119.2(5) . . ?
C12 C11 C14 120.2(5) . . ?
C10 C11 C14 120.6(5) . . ?
C11 C12 C13 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C8 C13 C12 120.2(5) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
O4 C14 O5 125.7(5) . . ?
O4 C14 C11 118.3(5) . . ?
O5 C14 C11 116.0(5) . . ?
N2 C15 C16 121.4(7) . . ?
N2 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 119.7(7) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 119.5(6) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C17 C18 C19 119.0(7) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
N2 C19 C18 121.1(6) . . ?
N2 C19 C20 116.5(5) . . ?
C18 C19 C20 122.4(6) . . ?
O6 C20 C19 114.5(5) . . ?
O6 C20 H20A 108.6 . . ?
C19 C20 H20A 108.6 . . ?
O6 C20 H20B 108.6 . . ?
C19 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
O7 C21 N3 166(3) . . ?
N3 C21 O7A 107(2) . . ?
N3 C22 H22A 109.5 . . ?
N3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C22A H22D 109.5 . . ?
N3 C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
N3 C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C23A H23D 109.5 . . ?
N3 C23A H23E 109.5 . . ?
H23D C23A H23E 109.5 . . ?
N3 C23A H23F 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -1.3(9) . . . . ?
Zn1 N1 C1 C2 172.5(5) 2_664 . . . ?
C5 N1 C1 C6 176.0(6) . . . . ?
Zn1 N1 C1 C6 -10.2(7) 2_664 . . . ?
N1 C1 C2 C3 1.3(10) . . . . ?
C6 C1 C2 C3 -175.9(7) . . . . ?
C1 C2 C3 C4 -0.7(11) . . . . ?
C2 C3 C4 C5 0.3(11) . . . . ?
C1 N1 C5 C4 0.8(9) . . . . ?
Zn1 N1 C5 C4 -171.8(5) 2_664 . . . ?
C3 C4 C5 N1 -0.3(10) . . . . ?
Zn2 O1 C6 C1 -178.4(5) . . . . ?
Zn1 O1 C6 C1 -15.8(9) 2_664 . . . ?
N1 C1 C6 O1 17.2(10) . . . . ?
C2 C1 C6 O1 -165.5(6) . . . . ?
Zn1 O3 C7 O2 24.9(10) . . . . ?
Zn1 O3 C7 C8 -155.2(4) . . . . ?
Zn2 O2 C7 O3 -4.8(9) . . . . ?
Zn2 O2 C7 C8 175.3(4) . . . . ?
O3 C7 C8 C9 21.4(7) . . . . ?
O2 C7 C8 C9 -158.7(6) . . . . ?
O3 C7 C8 C13 -159.0(5) . . . . ?
O2 C7 C8 C13 20.9(8) . . . . ?
C13 C8 C9 C10 -0.1(8) . . . . ?
C7 C8 C9 C10 179.4(5) . . . . ?
C8 C9 C10 C11 -1.0(9) . . . . ?
C9 C10 C11 C12 1.5(8) . . . . ?
C9 C10 C11 C14 -177.8(5) . . . . ?
C10 C11 C12 C13 -0.9(8) . . . . ?
C14 C11 C12 C13 178.4(5) . . . . ?
C9 C8 C13 C12 0.7(8) . . . . ?
C7 C8 C13 C12 -178.8(5) . . . . ?
C11 C12 C13 C8 -0.2(8) . . . . ?
Zn1 O4 C14 O5 16.9(9) 3_565 . . . ?
Zn1 O4 C14 C11 -163.6(4) 3_565 . . . ?
Zn2 O5 C14 O4 11.5(8) 4_655 . . . ?
Zn2 O5 C14 C11 -168.0(4) 4_655 . . . ?
C12 C11 C14 O4 -0.9(7) . . . . ?
C10 C11 C14 O4 178.3(5) . . . . ?
C12 C11 C14 O5 178.6(5) . . . . ?
C10 C11 C14 O5 -2.1(7) . . . . ?
C19 N2 C15 C16 -0.4(9) . . . . ?
Zn1 N2 C15 C16 -179.8(5) . . . . ?
N2 C15 C16 C17 -0.4(11) . . . . ?
C15 C16 C17 C18 0.8(12) . . . . ?
C16 C17 C18 C19 -0.5(12) . . . . ?
C15 N2 C19 C18 0.7(8) . . . . ?
Zn1 N2 C19 C18 -179.8(5) . . . . ?
C15 N2 C19 C20 -178.7(6) . . . . ?
Zn1 N2 C19 C20 0.8(7) . . . . ?
C17 C18 C19 N2 -0.2(10) . . . . ?
C17 C18 C19 C20 179.2(7) . . . . ?
Zn2 O6 C20 C19 172.4(5) . . . . ?
Zn1 O6 C20 C19 -3.1(9) . . . . ?
N2 C19 C20 O6 1.4(10) . . . . ?
C18 C19 C20 O6 -178.0(6) . . . . ?
C22 N3 C21 O7 -146(10) . . . . ?
C23 N3 C21 O7 35(10) . . . . ?
C22A N3 C21 O7A -178.2(15) . . . . ?
C23A N3 C21 O7A 0.8(17) . . . . ?
_refine_diff_density_max         0.391
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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_I4883
_database_code_depnum_ccdc_archive 'CCDC 2073646'
loop_
_audit_author_name
_audit_author_address
'Constantina Papatriantafyllopoulou'
;NUI Galway
Republic of Ireland
;
_audit_update_record             
;
2021-03-27 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14.50 H11.50 N1.50 Ni0.75 O6.62'
_chemical_formula_weight         356.78

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'I 2/m'
_space_group_name_Hall           '-I 2y'

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

_cell_length_a                   11.3588(7)
_cell_length_b                   30.0187(10)
_cell_length_c                   12.2991(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.471(8)
_cell_angle_gamma                90
_cell_volume                     3720.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    297.1(8)
_cell_measurement_reflns_used    4255
_cell_measurement_theta_min      3.7150
_cell_measurement_theta_max      28.5370

_exptl_crystal_description       Parallelepiped
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.827
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75958
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
crysalispro 1.171.40.14e (rigaku oxford diffraction, 2018) 
empirical absorption correction using spherical harmonics, 
 implemented in scale3 abspack scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297.1(8)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed x-ray tube'
_diffrn_measurement_device_type  'xcalibur, sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1048
_diffrn_reflns_number            9849
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.395
_diffrn_reflns_theta_max         29.091
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.707
_diffrn_measured_fraction_theta_full 0.801
_diffrn_reflns_Laue_measured_fraction_max 0.707
_diffrn_reflns_Laue_measured_fraction_full 0.801
_diffrn_reflns_point_group_measured_fraction_max 0.707
_diffrn_reflns_point_group_measured_fraction_full 0.801
_reflns_number_total             3601
_reflns_number_gt                2503
_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       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_cell_refinement       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_data_reduction        'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEX - P. McArdle, J.Appl.Cryst.,1995,28,65-65.'
_computing_publication_material  
'Oscail - P. McArdle, J.Appl.Cryst.,2017,50,320-326.'
_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)+(0.2000P)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_number_reflns         3601
_refine_ls_number_parameters     220
_refine_ls_number_restraints     189
_refine_ls_R_factor_all          0.1073
_refine_ls_R_factor_gt           0.0840
_refine_ls_wR_factor_ref         0.2646
_refine_ls_wR_factor_gt          0.2470
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.044
_refine_ls_shift/su_mean         0.002

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
Ni1 Ni 0.250000 0.750000 0.250000 0.0288(3) Uani 1 2 d S . P . .
Ni2 Ni 0.000000 0.500000 0.500000 0.0451(4) Uani 1 4 d S T P . .
O1 O 0.1895(3) 0.70134(11) 0.1137(3) 0.0383(8) Uani 1 1 d . . . . .
O2 O 0.4406(3) 0.75068(10) 0.2709(3) 0.0352(8) Uani 1 1 d . . . . .
O4 O 0.1885(5) 0.500000 0.5152(6) 0.0556(14) Uani 1 2 d S T P . .
O3 O 0.4233(3) 0.69822(13) 0.1363(3) 0.0479(9) Uani 1 1 d . . . . .
N1 N 0.2836(4) 0.69392(12) 0.3555(4) 0.0341(8) Uani 1 1 d . . . . .
O5 O 0.1405(6) 0.500000 0.3201(6) 0.0749(18) Uani 1 2 d S T P . .
O6 O 0.0834(7) 0.500000 0.6868(6) 0.109(3) Uani 1 2 d S T P . .
N2 N 0.000000 0.5681(2) 0.500000 0.0639(18) Uani 1 2 d S T P . .
C1 C 0.3487(5) 0.69224(17) 0.4784(5) 0.0438(11) Uani 1 1 d . . . . .
H1 H 0.387163 0.718002 0.522570 0.057 Uiso 1 1 calc R U . . .
C2 C 0.3593(7) 0.6531(2) 0.5400(6) 0.0655(17) Uani 1 1 d . . . . .
H2 H 0.405956 0.652345 0.625045 0.085 Uiso 1 1 calc R U . . .
C3 C 0.3021(9) 0.6157(2) 0.4768(7) 0.077(2) Uani 1 1 d . . . . .
H3 H 0.307612 0.589159 0.517964 0.100 Uiso 1 1 calc R U . . .
C4 C 0.2347(7) 0.61730(18) 0.3497(6) 0.0646(17) Uani 1 1 d . . . . .
H4 H 0.195864 0.591726 0.304753 0.084 Uiso 1 1 calc R U . . .
C5 C 0.2260(5) 0.65702(17) 0.2910(5) 0.0434(11) Uani 1 1 d . . . . .
C6 C 0.1525(5) 0.66150(17) 0.1574(5) 0.0482(12) Uani 1 1 d . . . . .
H6A H 0.169262 0.635581 0.119532 0.063 Uiso 1 1 calc R U . . .
H6B H 0.058166 0.662427 0.132850 0.063 Uiso 1 1 calc R U . . .
C7 C 0.4847(4) 0.72863(15) 0.2103(4) 0.0317(9) Uani 1 1 d . . . . .
C8 C 0.6217(5) 0.74023(15) 0.2317(4) 0.0314(9) Uani 1 1 d . . . . .
C9 C 0.6721(4) 0.72080(17) 0.1572(4) 0.0368(10) Uani 1 1 d . . . . .
H9 H 0.620403 0.700755 0.095996 0.048 Uiso 1 1 calc R U . . .
C10 C 0.7016(4) 0.76845(17) 0.3250(4) 0.0374(10) Uani 1 1 d . . . . .
H10 H 0.670460 0.780421 0.376581 0.049 Uiso 1 1 calc R U . . .
C11 C 0.0654(9) 0.5900(3) 0.6044(9) 0.095(2) Uani 1 1 d . U . . .
H11 H 0.113910 0.575154 0.678182 0.123 Uiso 1 1 calc R U . . .
C12 C 0.0581(12) 0.6377(4) 0.5987(15) 0.154(5) Uani 1 1 d . U . . .
H12 H 0.098665 0.653180 0.672439 0.200 Uiso 1 1 calc R U . . .
C13 C 0.000000 0.6608(5) 0.500000 0.194(11) Uani 1 2 d S TU P . .
H13 H -0.000001 0.691829 0.499998 0.252 Uiso 1 2 calc R U P . .
C14 C 0.2183(8) 0.500000 0.4288(8) 0.0483(16) Uani 1 2 d S T P . .
C15 C 0.3648(8) 0.500000 0.4671(8) 0.0479(17) Uani 1 2 d S T P . .
C16 C 0.4577(8) 0.500000 0.5864(9) 0.057(2) Uani 1 2 d S T P . .
H16 H 0.430363 0.500000 0.646954 0.075 Uiso 1 2 calc R U P . .
C17 C 0.5897(9) 0.500000 0.6199(9) 0.061(2) Uani 1 2 d S T P . .
H17 H 0.650561 0.500000 0.702627 0.079 Uiso 1 2 calc R U P . .
O1W O 0.500000 0.000000 0.500000 0.39(7) Uani 0.5 4 d S T P . .
O2W O 0.000000 0.089(3) 0.500000 0.77(4) Uiso 1 2 d S . P . .
O3W O 0.423(12) 0.000000 0.481(16) 0.96(11) Uiso 1 2 d S . P . .
O4W O 0.377(6) 0.055(2) 0.541(5) 0.78(4) 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
Ni1 N1 2.051(4) 7_565 ?
Ni1 N1 2.051(4) . ?
Ni1 O2 2.059(3) 7_565 ?
Ni1 O2 2.059(3) . ?
Ni1 O1 2.087(3) 7_565 ?
Ni1 O1 2.087(3) . ?
Ni2 O6 2.042(7) . ?
Ni2 O6 2.042(7) 5_566 ?
Ni2 N2 2.046(7) . ?
Ni2 N2 2.046(7) 5_566 ?
Ni2 O4 2.061(5) . ?
Ni2 O4 2.061(5) 5_566 ?
O1 C6 1.451(6) . ?
O2 C7 1.260(5) . ?
O4 C14 1.256(9) . ?
O3 C7 1.250(5) . ?
N1 C5 1.344(6) . ?
N1 C1 1.343(6) . ?
O5 C14 1.216(10) . ?
N2 C11 1.324(9) . ?
N2 C11 1.324(9) 2_556 ?
C1 C2 1.372(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.349(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.466(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.496(6) . ?
C8 C10 1.377(7) . ?
C8 C9 1.411(6) . ?
C9 C10 1.386(6) 7_665 ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.433(13) . ?
C11 H11 0.9300 . ?
C12 C13 1.285(14) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.505(10) . ?
C15 C16 1.356(12) . ?
C15 C17 1.386(11) 5_666 ?
C16 C17 1.359(11) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
O1W O3W 0.80(14) 5_656 ?
O1W O3W 0.80(14) . ?

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
N1 Ni1 N1 180.00(12) 7_565 . ?
N1 Ni1 O2 92.93(13) 7_565 7_565 ?
N1 Ni1 O2 87.07(13) . 7_565 ?
N1 Ni1 O2 87.07(13) 7_565 . ?
N1 Ni1 O2 92.93(13) . . ?
O2 Ni1 O2 180.0 7_565 . ?
N1 Ni1 O1 80.21(14) 7_565 7_565 ?
N1 Ni1 O1 99.79(14) . 7_565 ?
O2 Ni1 O1 92.57(12) 7_565 7_565 ?
O2 Ni1 O1 87.43(12) . 7_565 ?
N1 Ni1 O1 99.79(14) 7_565 . ?
N1 Ni1 O1 80.21(14) . . ?
O2 Ni1 O1 87.43(12) 7_565 . ?
O2 Ni1 O1 92.57(12) . . ?
O1 Ni1 O1 180.00(13) 7_565 . ?
O6 Ni2 O6 180.0 . 5_566 ?
O6 Ni2 N2 90.000(1) . . ?
O6 Ni2 N2 90.000(1) 5_566 . ?
O6 Ni2 N2 90.000(1) . 5_566 ?
O6 Ni2 N2 90.000(1) 5_566 5_566 ?
N2 Ni2 N2 180.0 . 5_566 ?
O6 Ni2 O4 88.5(3) . . ?
O6 Ni2 O4 91.5(3) 5_566 . ?
N2 Ni2 O4 90.000(3) . . ?
N2 Ni2 O4 90.000(1) 5_566 . ?
O6 Ni2 O4 91.5(3) . 5_566 ?
O6 Ni2 O4 88.5(3) 5_566 5_566 ?
N2 Ni2 O4 90.000(1) . 5_566 ?
N2 Ni2 O4 90.000(3) 5_566 5_566 ?
O4 Ni2 O4 180.0 . 5_566 ?
C6 O1 Ni1 108.9(3) . . ?
C7 O2 Ni1 127.1(3) . . ?
C14 O4 Ni2 126.7(5) . . ?
C5 N1 C1 119.9(4) . . ?
C5 N1 Ni1 113.9(3) . . ?
C1 N1 Ni1 126.0(3) . . ?
C11 N2 C11 120.5(11) . 2_556 ?
C11 N2 Ni2 119.8(5) . . ?
C11 N2 Ni2 119.8(5) 2_556 . ?
N1 C1 C2 121.0(5) . . ?
N1 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C3 C2 C1 119.9(6) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 119.2(5) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 119.4(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 120.5(5) . . ?
N1 C5 C6 117.2(4) . . ?
C4 C5 C6 122.3(5) . . ?
O1 C6 C5 112.2(4) . . ?
O1 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
O1 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
O3 C7 O2 125.0(4) . . ?
O3 C7 C8 118.9(4) . . ?
O2 C7 C8 116.1(4) . . ?
C10 C8 C9 119.1(4) . . ?
C10 C8 C7 121.5(4) . . ?
C9 C8 C7 119.4(4) . . ?
C10 C9 C8 120.1(5) 7_665 . ?
C10 C9 H9 120.0 7_665 . ?
C8 C9 H9 120.0 . . ?
C8 C10 C9 120.8(4) . 7_665 ?
C8 C10 H10 119.6 . . ?
C9 C10 H10 119.6 7_665 . ?
N2 C11 C12 117.0(11) . . ?
N2 C11 H11 121.5 . . ?
C12 C11 H11 121.5 . . ?
C13 C12 C11 125.4(14) . . ?
C13 C12 H12 117.3 . . ?
C11 C12 H12 117.3 . . ?
C12 C13 C12 114.6(16) 2_556 . ?
C12 C13 H13 122.7 2_556 . ?
C12 C13 H13 122.7 . . ?
O5 C14 O4 126.0(7) . . ?
O5 C14 C15 118.8(7) . . ?
O4 C14 C15 115.2(7) . . ?
C16 C15 C17 117.0(7) . 5_666 ?
C16 C15 C14 122.3(7) . . ?
C17 C15 C14 120.7(8) 5_666 . ?
C17 C16 C15 121.8(8) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C16 C17 C15 121.2(9) . 5_666 ?
C16 C17 H17 119.4 . . ?
C15 C17 H17 119.4 5_666 . ?
O3W O1W O3W 180.00(3) 5_656 . ?

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
C5 N1 C1 C2 1.0(7) . . . . ?
Ni1 N1 C1 C2 176.5(4) . . . . ?
N1 C1 C2 C3 -1.0(10) . . . . ?
C1 C2 C3 C4 1.1(12) . . . . ?
C2 C3 C4 C5 -1.0(11) . . . . ?
C1 N1 C5 C4 -0.9(7) . . . . ?
Ni1 N1 C5 C4 -177.0(4) . . . . ?
C1 N1 C5 C6 177.8(4) . . . . ?
Ni1 N1 C5 C6 1.8(5) . . . . ?
C3 C4 C5 N1 0.9(9) . . . . ?
C3 C4 C5 C6 -177.8(6) . . . . ?
Ni1 O1 C6 C5 -29.2(5) . . . . ?
N1 C5 C6 O1 19.0(6) . . . . ?
C4 C5 C6 O1 -162.3(5) . . . . ?
Ni1 O2 C7 O3 -9.3(7) . . . . ?
Ni1 O2 C7 C8 171.4(3) . . . . ?
O3 C7 C8 C10 -170.0(5) . . . . ?
O2 C7 C8 C10 9.4(7) . . . . ?
O3 C7 C8 C9 8.0(7) . . . . ?
O2 C7 C8 C9 -172.6(4) . . . . ?
C10 C8 C9 C10 -2.6(8) . . . 7_665 ?
C7 C8 C9 C10 179.4(4) . . . 7_665 ?
C9 C8 C10 C9 2.6(8) . . . 7_665 ?
C7 C8 C10 C9 -179.4(4) . . . 7_665 ?
C11 N2 C11 C12 1.9(6) 2_556 . . . ?
Ni2 N2 C11 C12 -178.1(6) . . . . ?
N2 C11 C12 C13 -4.4(14) . . . . ?
C11 C12 C13 C12 2.2(7) . . . 2_556 ?
Ni2 O4 C14 O5 0.000(3) . . . . ?
Ni2 O4 C14 C15 180.000(2) . . . . ?
O5 C14 C15 C16 180.000(3) . . . . ?
O4 C14 C15 C16 0.000(4) . . . . ?
O5 C14 C15 C17 0.000(3) . . . 5_666 ?
O4 C14 C15 C17 180.000(3) . . . 5_666 ?
C17 C15 C16 C17 0.000(4) 5_666 . . . ?
C14 C15 C16 C17 180.000(4) . . . . ?
C15 C16 C17 C15 0.000(4) . . . 5_666 ?

_refine_diff_density_max         1.634
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.146

####################################################################### 
# 
# 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_i4039
_database_code_depnum_ccdc_archive 'CCDC 2073644'
loop_
_audit_author_name
_audit_author_address
'Constantina Papatriantafyllopoulou'
;NUI Galway
Republic of Ireland
;
_audit_update_record             
;
2021-03-27 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H38 N6 Ni2 O18'
_chemical_formula_weight         1080.24

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 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'
'x, y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, -z'
'x+1/2, y+1, -z+1/2'
'x+1/2, -y+1, z+1/2'
'-x, -y, -z'
'-x, y, z'
'-x, -y-1/2, z-1/2'
'-x, y-1/2, -z-1/2'
'-x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, z'
'-x+1/2, -y, z-1/2'
'-x+1/2, y, -z-1/2'

_cell_length_a                   20.5127(6)
_cell_length_b                   16.0761(5)
_cell_length_c                   15.2569(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5031.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298.0(1)
_cell_measurement_reflns_used    5612
_cell_measurement_theta_min      4.1500
_cell_measurement_theta_max      28.7990

_exptl_crystal_description       Parallelepiped
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_F_000             2224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.826
_shelx_estimated_absorpt_T_min   0.683
_shelx_estimated_absorpt_T_max   0.852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.86159
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
crysalispro 1.171.40.14e (rigaku oxford diffraction, 2018) 
empirical absorption correction using spherical harmonics, 
 implemented in scale3 abspack scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298.0(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed x-ray tube'
_diffrn_measurement_device_type  'xcalibur, sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.1048
_diffrn_reflns_number            19871
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.486
_diffrn_reflns_theta_max         29.260
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.923
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3257
_reflns_number_gt                2400
_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       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_cell_refinement       'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_data_reduction        'crysalispro 1.171.40.14e (rigaku od, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEX - P. McArdle, J.Appl.Cryst.,1995,28,65-65.'
_computing_publication_material  
'Oscail - P. McArdle, J.Appl.Cryst.,2017,50,320-326.'
_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)+(0.2000P)²] 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         3257
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.2447
_refine_ls_wR_factor_gt          0.1995
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_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
Ni1 Ni 0.68987(2) 0.500000 1.000000 0.0350(3) Uani 1 2 d S T P . .
O1 O 0.76368(10) 0.47682(14) 0.90739(14) 0.0392(5) Uani 1 1 d . . . . .
O2 O 0.61759(10) 0.46588(16) 0.91546(14) 0.0489(6) Uani 1 1 d . . . . .
O3 O 0.67447(11) 0.43942(17) 0.79406(14) 0.0528(6) Uani 1 1 d . . . . .
N1 N 0.70149(13) 0.61744(16) 0.94858(17) 0.0426(6) Uani 1 1 d . . . . .
O4 O 0.44636(14) 0.3918(3) 0.51817(19) 0.0801(12) Uani 1 1 d . . . . .
H1O4 H 0.452225 0.380476 0.466363 0.104 Uiso 1 1 calc R U . . .
C1 C 0.66420(19) 0.6835(2) 0.9620(2) 0.0575(9) Uani 1 1 d . . . . .
H1 H 0.628035 0.677836 0.998267 0.075 Uiso 1 1 calc R U . . .
C2 C 0.6763(3) 0.7606(3) 0.9247(3) 0.0740(12) Uani 1 1 d . . . . .
H2 H 0.649322 0.805761 0.936176 0.096 Uiso 1 1 calc R U . . .
C3 C 0.7288(3) 0.7683(2) 0.8711(3) 0.0778(13) Uani 1 1 d . . . . .
H3 H 0.737185 0.818796 0.843529 0.101 Uiso 1 1 calc R U . . .
C4 C 0.7694(2) 0.7020(2) 0.8574(3) 0.0647(10) Uani 1 1 d . . . . .
H4 H 0.806190 0.707625 0.822358 0.084 Uiso 1 1 calc R U . . .
C5 C 0.75486(16) 0.62655(19) 0.8964(2) 0.0457(7) Uani 1 1 d . . . . .
C6 C 0.79770(17) 0.5516(2) 0.8869(2) 0.0499(8) Uani 1 1 d . . . . .
H6A H 0.813756 0.548619 0.827175 0.065 Uiso 1 1 calc R U . . .
H6B H 0.834987 0.557177 0.925555 0.065 Uiso 1 1 calc R U . . .
C7 C 0.62265(13) 0.44791(17) 0.83586(19) 0.0387(6) Uani 1 1 d . . . . .
C8 C 0.55857(13) 0.43641(17) 0.78775(18) 0.0372(6) Uani 1 1 d . . . . .
C9 C 0.55869(14) 0.42247(19) 0.69711(19) 0.0405(6) Uani 1 1 d . . . . .
H9 H 0.597912 0.418538 0.666822 0.053 Uiso 1 1 calc R U . . .
C10 C 0.500000 0.4146(3) 0.6528(3) 0.0427(9) Uani 1 2 d S T P . .
C11 C 0.500000 0.3982(3) 0.5558(3) 0.0528(11) Uani 1 2 d S T P . .
C12 C 0.500000 0.4432(3) 0.8312(3) 0.0396(8) Uani 1 2 d S T P . .
H12 H 0.499999 0.452631 0.891309 0.052 Uiso 1 2 calc R U P . .
H31 H 0.7435(18) 0.463(2) 0.865(2) 0.045(9) Uiso 1 1 d . . . . .
N2 N 0.500000 0.3381(3) 0.2353(4) 0.0801(14) Uiso 1 2 d S . P . .
O5 O 0.5617(4) 0.3520(5) 0.3545(5) 0.095(2) Uiso 0.5 1 d . . P . .
C16 C 0.500000 0.3572(10) 0.3270(11) 0.059(4) Uiso 0.3333 2 d S . P . .
C17 C 0.5598(6) 0.3437(8) 0.2707(9) 0.067(3) Uiso 0.3333 1 d . . P . .
C18 C 0.4392(7) 0.3346(8) 0.1917(10) 0.052(3) Uiso 0.25 1 d . . P . .
C15 C 0.500000 0.3438(10) 0.1344(10) 0.091(4) Uiso 0.5 2 d S . 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
Ni1 O2 2.040(2) . ?
Ni1 O2 2.040(2) 2_567 ?
Ni1 N1 2.058(3) 2_567 ?
Ni1 N1 2.058(3) . ?
Ni1 O1 2.104(2) . ?
Ni1 O1 2.104(2) 2_567 ?
O1 C6 1.425(4) . ?
O1 H31 0.80(3) . ?
O2 C7 1.253(4) . ?
O3 C7 1.247(4) . ?
N1 C1 1.324(4) . ?
N1 C5 1.362(4) . ?
O4 C11 1.246(4) . ?
O4 H1O4 0.8200 . ?
C1 C2 1.386(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.358(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.498(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.517(4) . ?
C8 C12 1.376(3) . ?
C8 C9 1.401(4) . ?
C9 C10 1.386(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.503(6) . ?
C12 H12 0.9300 . ?
N2 C17 1.342(12) . ?
N2 C17 1.343(12) 10_655 ?
N2 C18 1.415(15) . ?
N2 C18 1.415(15) 10_655 ?
N2 C16 1.431(17) . ?
N2 C15 1.543(17) . ?
O5 C17 1.286(15) . ?
O5 C16 1.336(9) . ?
C16 C17 1.513(16) . ?
C16 C17 1.513(16) 10_655 ?
C17 C18 1.213(19) 10_655 ?
C18 C15 1.531(17) . ?

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 Ni1 O2 86.78(12) . 2_567 ?
O2 Ni1 N1 94.50(10) . 2_567 ?
O2 Ni1 N1 95.15(10) 2_567 2_567 ?
O2 Ni1 N1 95.15(10) . . ?
O2 Ni1 N1 94.50(10) 2_567 . ?
N1 Ni1 N1 166.70(15) 2_567 . ?
O2 Ni1 O1 92.91(9) . . ?
O2 Ni1 O1 174.26(9) 2_567 . ?
N1 Ni1 O1 90.58(9) 2_567 . ?
N1 Ni1 O1 79.82(10) . . ?
O2 Ni1 O1 174.26(8) . 2_567 ?
O2 Ni1 O1 92.91(9) 2_567 2_567 ?
N1 Ni1 O1 79.81(10) 2_567 2_567 ?
N1 Ni1 O1 90.58(9) . 2_567 ?
O1 Ni1 O1 87.97(12) . 2_567 ?
C6 O1 Ni1 110.50(18) . . ?
C6 O1 H31 108(2) . . ?
Ni1 O1 H31 103(3) . . ?
C7 O2 Ni1 127.93(19) . . ?
C1 N1 C5 117.9(3) . . ?
C1 N1 Ni1 127.5(3) . . ?
C5 N1 Ni1 114.5(2) . . ?
C11 O4 H1O4 109.5 . . ?
N1 C1 C2 123.3(4) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 118.1(4) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 120.2(4) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 119.2(4) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 121.2(3) . . ?
N1 C5 C6 116.2(3) . . ?
C4 C5 C6 122.5(3) . . ?
O1 C6 C5 111.7(3) . . ?
O1 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
O1 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
O3 C7 O2 126.3(3) . . ?
O3 C7 C8 118.5(3) . . ?
O2 C7 C8 115.2(2) . . ?
C12 C8 C9 119.3(3) . . ?
C12 C8 C7 120.9(3) . . ?
C9 C8 C7 119.7(3) . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C9 120.5(4) 10_655 . ?
C9 C10 C11 119.74(19) 10_655 . ?
C9 C10 C11 119.74(19) . . ?
O4 C11 O4 124.1(5) 10_655 . ?
O4 C11 C10 118.0(2) 10_655 . ?
O4 C11 C10 117.9(2) . . ?
C8 C12 C8 121.6(4) . 10_655 ?
C8 C12 H12 119.2 . . ?
C8 C12 H12 119.2 10_655 . ?
C17 N2 C17 131.9(13) . 10_655 ?
C17 N2 C18 175.4(10) . . ?
C17 N2 C18 52.1(8) 10_655 . ?
C17 N2 C18 52.1(8) . 10_655 ?
C17 N2 C18 175.4(10) 10_655 10_655 ?
C18 N2 C18 123.7(13) . 10_655 ?
C17 N2 C16 66.0(6) . . ?
C17 N2 C16 66.0(6) 10_655 . ?
C18 N2 C16 117.9(6) . . ?
C18 N2 C16 117.9(6) 10_655 . ?
C17 N2 C15 113.4(7) . . ?
C17 N2 C15 113.4(7) 10_655 . ?
C18 N2 C15 62.2(6) . . ?
C18 N2 C15 62.2(6) 10_655 . ?
C16 N2 C15 164.2(10) . . ?
C17 O5 C16 70.4(9) . . ?
O5 C16 O5 142.6(15) 10_655 . ?
O5 C16 N2 107.1(8) 10_655 . ?
O5 C16 N2 107.1(8) . . ?
O5 C16 C17 159.6(14) 10_655 . ?
O5 C16 C17 53.2(6) . . ?
N2 C16 C17 54.2(7) . . ?
O5 C16 C17 53.2(6) 10_655 10_655 ?
O5 C16 C17 159.6(14) . 10_655 ?
N2 C16 C17 54.2(7) . 10_655 ?
C17 C16 C17 108.3(14) . 10_655 ?
C18 C17 O5 177.0(14) 10_655 . ?
C18 C17 N2 67.0(10) 10_655 . ?
O5 C17 N2 115.7(10) . . ?
C18 C17 C16 126.5(13) 10_655 . ?
O5 C17 C16 56.3(8) . . ?
N2 C17 C16 59.8(7) . . ?
C17 C18 N2 60.9(9) 10_655 . ?
C17 C18 C15 122.7(13) 10_655 . ?
N2 C18 C15 63.0(8) . . ?
C18 C15 C18 109.2(14) . 10_655 ?
C18 C15 N2 54.8(7) . . ?
C18 C15 N2 54.8(7) 10_655 . ?

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
C5 N1 C1 C2 0.9(5) . . . . ?
Ni1 N1 C1 C2 179.5(3) . . . . ?
N1 C1 C2 C3 0.7(6) . . . . ?
C1 C2 C3 C4 -2.3(7) . . . . ?
C2 C3 C4 C5 2.3(6) . . . . ?
C1 N1 C5 C4 -0.9(5) . . . . ?
Ni1 N1 C5 C4 -179.7(3) . . . . ?
C1 N1 C5 C6 176.7(3) . . . . ?
Ni1 N1 C5 C6 -2.0(4) . . . . ?
C3 C4 C5 N1 -0.7(6) . . . . ?
C3 C4 C5 C6 -178.2(4) . . . . ?
Ni1 O1 C6 C5 -29.3(3) . . . . ?
N1 C5 C6 O1 21.4(4) . . . . ?
C4 C5 C6 O1 -161.0(3) . . . . ?
Ni1 O2 C7 O3 7.6(5) . . . . ?
Ni1 O2 C7 C8 -172.02(19) . . . . ?
O3 C7 C8 C12 178.5(3) . . . . ?
O2 C7 C8 C12 -1.9(4) . . . . ?
O3 C7 C8 C9 -4.5(4) . . . . ?
O2 C7 C8 C9 175.2(3) . . . . ?
C12 C8 C9 C10 -0.9(5) . . . . ?
C7 C8 C9 C10 -178.0(3) . . . . ?
C8 C9 C10 C9 1.7(6) . . . 10_655 ?
C8 C9 C10 C11 -179.0(4) . . . . ?
C9 C10 C11 O4 179.7(5) 10_655 . . 10_655 ?
C9 C10 C11 O4 0.3(7) . . . 10_655 ?
C9 C10 C11 O4 -0.3(7) 10_655 . . . ?
C9 C10 C11 O4 -179.7(5) . . . . ?
C9 C8 C12 C8 0.2(6) . . . 10_655 ?
C7 C8 C12 C8 177.2(2) . . . 10_655 ?
C17 O5 C16 O5 162(2) . . . 10_655 ?
C17 O5 C16 N2 6.5(11) . . . . ?
C17 O5 C16 C17 28(4) . . . 10_655 ?
C17 N2 C16 O5 -171.0(14) . . . 10_655 ?
C17 N2 C16 O5 6.4(10) 10_655 . . 10_655 ?
C18 N2 C16 O5 11.7(15) . . . 10_655 ?
C18 N2 C16 O5 -176.3(10) 10_655 . . 10_655 ?
C15 N2 C16 O5 97.7(10) . . . 10_655 ?
C17 N2 C16 O5 -6.4(10) . . . . ?
C17 N2 C16 O5 171.0(14) 10_655 . . . ?
C18 N2 C16 O5 176.3(10) . . . . ?
C18 N2 C16 O5 -11.7(15) 10_655 . . . ?
C15 N2 C16 O5 -97.7(10) . . . . ?
C17 N2 C16 C17 177.4(14) 10_655 . . . ?
C18 N2 C16 C17 -177.3(11) . . . . ?
C18 N2 C16 C17 -5.3(11) 10_655 . . . ?
C15 N2 C16 C17 -91.3(7) . . . . ?
C17 N2 C16 C17 -177.4(14) . . . 10_655 ?
C18 N2 C16 C17 5.3(11) . . . 10_655 ?
C18 N2 C16 C17 177.3(11) 10_655 . . 10_655 ?
C15 N2 C16 C17 91.3(7) . . . 10_655 ?
C16 O5 C17 N2 -7.3(12) . . . . ?
C17 N2 C17 C18 -177.2(13) 10_655 . . 10_655 ?
C16 N2 C17 C18 -174.1(12) . . . 10_655 ?
C15 N2 C17 C18 -11.3(12) . . . 10_655 ?
C17 N2 C17 O5 4(2) 10_655 . . . ?
C18 N2 C17 O5 -178.9(16) 10_655 . . . ?
C16 N2 C17 O5 7.1(12) . . . . ?
C15 N2 C17 O5 169.8(11) . . . . ?
C17 N2 C17 C16 -3.2(18) 10_655 . . . ?
C18 N2 C17 C16 174.1(12) 10_655 . . . ?
C15 N2 C17 C16 162.8(10) . . . . ?
O5 C16 C17 C18 32(5) 10_655 . . 10_655 ?
O5 C16 C17 C18 179.1(18) . . . 10_655 ?
N2 C16 C17 C18 6.8(14) . . . 10_655 ?
C17 C16 C17 C18 9(2) 10_655 . . 10_655 ?
O5 C16 C17 O5 -147(4) 10_655 . . . ?
N2 C16 C17 O5 -172.4(13) . . . . ?
C17 C16 C17 O5 -170.2(14) 10_655 . . . ?
O5 C16 C17 N2 25(4) 10_655 . . . ?
O5 C16 C17 N2 172.4(13) . . . . ?
C17 C16 C17 N2 2.2(12) 10_655 . . . ?
C18 N2 C18 C17 -177.6(11) 10_655 . . 10_655 ?
C16 N2 C18 C17 -6.1(13) . . . 10_655 ?
C15 N2 C18 C17 -168.3(12) . . . 10_655 ?
C17 N2 C18 C15 168.3(12) 10_655 . . . ?
C18 N2 C18 C15 -9.4(14) 10_655 . . . ?
C16 N2 C18 C15 162.2(11) . . . . ?
C17 C18 C15 C18 20(2) 10_655 . . 10_655 ?
N2 C18 C15 C18 7.6(12) . . . 10_655 ?
C17 C18 C15 N2 12.2(13) 10_655 . . . ?
C17 N2 C15 C18 -178.7(10) . . . . ?
C17 N2 C15 C18 -10.1(10) 10_655 . . . ?
C18 N2 C15 C18 171.2(14) 10_655 . . . ?
C16 N2 C15 C18 -94.4(7) . . . . ?
C17 N2 C15 C18 10.1(10) . . . 10_655 ?
C17 N2 C15 C18 178.7(10) 10_655 . . 10_655 ?
C18 N2 C15 C18 -171.2(14) . . . 10_655 ?
C16 N2 C15 C18 94.4(7) . . . 10_655 ?

_refine_diff_density_max         0.803
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_i3991_a
_database_code_depnum_ccdc_archive 'CCDC 2073645'
loop_
_audit_author_name
_audit_author_address
'Constantina Papatriantafyllopoulou'
;NUI Galway
Republic of Ireland
;
_audit_update_record             
;
2021-03-27 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H36 Fe3 N4 O12'
_chemical_formula_weight         932.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Fe Fe 0.3463 0.8444 '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                   10.4617(10)
_cell_length_b                   14.6431(10)
_cell_length_c                   12.7995(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.576(7)
_cell_angle_gamma                90
_cell_volume                     1943.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      2.7754
_cell_measurement_theta_max      25.0023

_exptl_crystal_description       polyhedra
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_F_000             956
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.175
_shelx_estimated_absorpt_T_min   0.591
_shelx_estimated_absorpt_T_max   0.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.59782
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed x-ray tube'
_diffrn_measurement_device_type  'xcalibur, sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16449
_diffrn_reflns_av_unetI/netI     0.2681
_diffrn_reflns_av_R_equivalents  0.1128
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.500
_diffrn_reflns_theta_max         29.389
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4673
_reflns_number_gt                2700
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0194P)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_number_reflns         4673
_refine_ls_number_parameters     270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2008
_refine_ls_R_factor_gt           0.0745
_refine_ls_wR_factor_ref         0.1552
_refine_ls_wR_factor_gt          0.1098
_refine_ls_goodness_of_fit_ref   0.875
_refine_ls_restrained_S_all      0.875
_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
Fe1 Fe 0.000000 1.000000 0.500000 0.0244(3) Uani 1 2 d S . P . .
Fe2 Fe 0.64402(10) 0.54696(6) 0.26415(7) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.0395(4) 0.9097(3) 0.3834(3) 0.0362(12) Uani 1 1 d . . . . .
O6 O 0.6826(4) 0.5328(3) 0.0898(3) 0.0336(12) Uani 1 1 d . . . . .
O2 O -0.0608(4) 0.9193(3) 0.2179(3) 0.0373(12) Uani 1 1 d . . . . .
O3 O 0.4660(4) 0.5946(3) 0.2444(3) 0.0384(13) Uani 1 1 d . . . . .
O4 O 0.3988(4) 0.6087(3) 0.0728(3) 0.0377(13) Uani 1 1 d . . . . .
O5 O 0.8221(4) 0.4989(3) 0.2250(3) 0.0409(13) Uani 1 1 d . . . . .
N1 N 0.7398(6) 0.5621(4) 0.4226(4) 0.0376(15) Uani 1 1 d . . . . .
O7 O 0.7271(6) 0.6915(4) 0.2679(4) 0.0389(16) Uani 1 1 d . . . . .
C1 C 0.0212(6) 0.8868(4) 0.2873(5) 0.0257(15) Uani 1 1 d . . . . .
C2 C 0.1115(7) 0.8155(4) 0.2558(5) 0.0282(16) Uani 1 1 d . . . . .
C3 C 0.2028(7) 0.7773(4) 0.3291(5) 0.0364(18) Uani 1 1 d . . . . .
H3 H 0.205712 0.793970 0.399493 0.047 Uiso 1 1 calc R U . . .
C4 C 0.2907(7) 0.7146(4) 0.3009(5) 0.0352(18) Uani 1 1 d . . . . .
H4 H 0.351315 0.689059 0.352315 0.046 Uiso 1 1 calc R U . . .
C5 C 0.2888(6) 0.6897(4) 0.1958(5) 0.0266(16) Uani 1 1 d . . . . .
C6 C 0.1946(7) 0.7259(5) 0.1228(5) 0.0388(19) Uani 1 1 d . . . . .
H6 H 0.190360 0.708323 0.052580 0.050 Uiso 1 1 calc R U . . .
C7 C 0.1071(7) 0.7873(5) 0.1509(5) 0.0390(19) Uani 1 1 d . . . . .
H7 H 0.043931 0.810524 0.099907 0.051 Uiso 1 1 calc R U . . .
C8 C 0.3911(7) 0.6251(4) 0.1668(6) 0.0309(17) Uani 1 1 d . . . . .
C9 C 0.7311(9) 0.5054(5) 0.5044(6) 0.060(3) Uani 1 1 d . . . . .
H9 H 0.665288 0.462213 0.499514 0.078 Uiso 1 1 calc R U . . .
C10 C 0.8183(11) 0.5102(7) 0.5957(7) 0.088(4) Uani 1 1 d . . . . .
H10 H 0.809516 0.472200 0.652459 0.114 Uiso 1 1 calc R U . . .
C11 C 0.9149(11) 0.5699(7) 0.6011(7) 0.094(4) Uani 1 1 d . . . . .
H11 H 0.976948 0.570861 0.660265 0.123 Uiso 1 1 calc R U . . .
C12 C 0.9236(9) 0.6298(6) 0.5205(6) 0.067(3) Uani 1 1 d . . . . .
H12 H 0.988332 0.673805 0.526149 0.088 Uiso 1 1 calc R U . . .
C13 C 0.8363(8) 0.6244(5) 0.4315(5) 0.042(2) Uani 1 1 d . . . . .
C14 C 0.8477(8) 0.6847(5) 0.3399(5) 0.050(2) Uani 1 1 d . . . . .
H14A H 0.873410 0.745287 0.365300 0.066 Uiso 1 1 calc R U . . .
H14B H 0.914808 0.661264 0.301665 0.066 Uiso 1 1 calc R U . . .
O7A O 0.6392(8) 0.7536(5) 0.3161(6) 0.063(3) Uani 1 1 d . . . . .
O7B O 0.7500(8) 0.7298(5) 0.1670(5) 0.056(3) Uani 1 1 d . . . . .
C17 C 0.7947(6) 0.5096(4) 0.1271(5) 0.0274(16) Uani 1 1 d . . . . .
C18 C 0.8998(6) 0.5033(4) 0.0603(5) 0.0256(15) Uani 1 1 d . . . . .
C19 C 1.0217(7) 0.4814(5) 0.1052(5) 0.050(2) Uani 1 1 d . . . . .
H19 H 1.037112 0.469385 0.177071 0.065 Uiso 1 1 calc R U . . .
C16 C 0.8771(7) 0.5231(5) -0.0456(5) 0.044(2) Uani 1 1 d . . . . .
H16 H 0.794907 0.539327 -0.076755 0.057 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
Fe1 O1 2.076(4) . ?
Fe1 O1 2.076(4) 3_576 ?
Fe1 O6 2.149(5) 4_666 ?
Fe1 O6 2.149(5) 2_465 ?
Fe1 O4 2.186(4) 4_666 ?
Fe1 O4 2.186(4) 2_465 ?
Fe2 O3 1.974(5) . ?
Fe2 O2 2.088(4) 4_656 ?
Fe2 O5 2.113(4) . ?
Fe2 N1 2.152(6) . ?
Fe2 O7 2.286(5) . ?
Fe2 O6 2.329(4) . ?
O1 C1 1.265(7) . ?
O6 C17 1.254(7) . ?
O2 C1 1.246(7) . ?
O3 C8 1.263(7) . ?
O4 C8 1.240(7) . ?
O5 C17 1.259(7) . ?
N1 C9 1.349(8) . ?
N1 C13 1.354(8) . ?
O7 O7B 1.456(7) . ?
O7 C14 1.465(8) . ?
O7 O7A 1.484(8) . ?
C1 C2 1.498(8) . ?
C2 C3 1.367(9) . ?
C2 C7 1.399(8) . ?
C3 C4 1.381(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(9) . ?
C5 C8 1.510(8) . ?
C6 C7 1.364(8) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C9 C10 1.386(11) . ?
C9 H9 0.9300 . ?
C10 C11 1.331(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.367(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.365(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.486(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C17 C18 1.482(8) . ?
C18 C19 1.366(9) . ?
C18 C16 1.375(8) . ?
C19 C16 1.385(8) 3_765 ?
C19 H19 0.9300 . ?
C16 H16 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
O1 Fe1 O1 180.0(3) . 3_576 ?
O1 Fe1 O6 90.28(17) . 4_666 ?
O1 Fe1 O6 89.72(17) 3_576 4_666 ?
O1 Fe1 O6 89.72(17) . 2_465 ?
O1 Fe1 O6 90.28(17) 3_576 2_465 ?
O6 Fe1 O6 180.0 4_666 2_465 ?
O1 Fe1 O4 90.20(16) . 4_666 ?
O1 Fe1 O4 89.80(16) 3_576 4_666 ?
O6 Fe1 O4 93.19(17) 4_666 4_666 ?
O6 Fe1 O4 86.81(17) 2_465 4_666 ?
O1 Fe1 O4 89.80(16) . 2_465 ?
O1 Fe1 O4 90.20(16) 3_576 2_465 ?
O6 Fe1 O4 86.81(17) 4_666 2_465 ?
O6 Fe1 O4 93.19(17) 2_465 2_465 ?
O4 Fe1 O4 180.0 4_666 2_465 ?
O3 Fe2 O2 86.00(19) . 4_656 ?
O3 Fe2 O5 159.11(18) . . ?
O2 Fe2 O5 96.96(18) 4_656 . ?
O3 Fe2 N1 113.5(2) . . ?
O2 Fe2 N1 97.9(2) 4_656 . ?
O5 Fe2 N1 86.7(2) . . ?
O3 Fe2 O7 91.5(2) . . ?
O2 Fe2 O7 171.75(19) 4_656 . ?
O5 Fe2 O7 88.2(2) . . ?
N1 Fe2 O7 75.9(2) . . ?
O3 Fe2 O6 100.86(17) . . ?
O2 Fe2 O6 98.81(16) 4_656 . ?
O5 Fe2 O6 58.25(16) . . ?
N1 Fe2 O6 142.6(2) . . ?
O7 Fe2 O6 89.37(18) . . ?
C1 O1 Fe1 148.2(4) . . ?
C17 O6 Fe1 149.8(4) . 2_564 ?
C17 O6 Fe2 86.0(4) . . ?
Fe1 O6 Fe2 106.16(18) 2_564 . ?
C1 O2 Fe2 121.5(4) . 4_666 ?
C8 O3 Fe2 134.7(4) . . ?
C8 O4 Fe1 130.7(4) . 2_564 ?
C17 O5 Fe2 95.9(4) . . ?
C9 N1 C13 118.4(7) . . ?
C9 N1 Fe2 126.7(5) . . ?
C13 N1 Fe2 113.5(4) . . ?
O7B O7 C14 110.8(6) . . ?
O7B O7 O7A 108.5(6) . . ?
C14 O7 O7A 108.0(6) . . ?
O7B O7 Fe2 116.4(4) . . ?
C14 O7 Fe2 104.1(4) . . ?
O7A O7 Fe2 108.7(4) . . ?
O2 C1 O1 126.4(6) . . ?
O2 C1 C2 118.3(6) . . ?
O1 C1 C2 115.3(6) . . ?
C3 C2 C7 118.0(6) . . ?
C3 C2 C1 120.5(6) . . ?
C7 C2 C1 121.5(6) . . ?
C2 C3 C4 121.4(6) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C5 120.1(6) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 118.3(6) . . ?
C6 C5 C8 122.9(6) . . ?
C4 C5 C8 118.8(6) . . ?
C7 C6 C5 121.4(6) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C2 120.6(7) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
O4 C8 O3 125.5(6) . . ?
O4 C8 C5 120.0(6) . . ?
O3 C8 C5 114.5(6) . . ?
N1 C9 C10 121.1(8) . . ?
N1 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 119.3(9) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 120.5(9) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 119.2(8) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
N1 C13 C12 121.3(7) . . ?
N1 C13 C14 118.1(6) . . ?
C12 C13 C14 120.6(7) . . ?
O7 C14 C13 112.6(6) . . ?
O7 C14 H14A 109.1 . . ?
C13 C14 H14A 109.1 . . ?
O7 C14 H14B 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
O6 C17 O5 119.4(6) . . ?
O6 C17 C18 121.7(6) . . ?
O5 C17 C18 118.6(6) . . ?
C19 C18 C16 119.6(6) . . ?
C19 C18 C17 119.6(6) . . ?
C16 C18 C17 120.7(6) . . ?
C18 C19 C16 121.2(6) . 3_765 ?
C18 C19 H19 119.4 . . ?
C16 C19 H19 119.4 3_765 . ?
C18 C16 C19 119.2(6) . 3_765 ?
C18 C16 H16 120.4 . . ?
C19 C16 H16 120.4 3_765 . ?

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
Fe2 O2 C1 O1 20.5(9) 4_666 . . . ?
Fe2 O2 C1 C2 -157.3(4) 4_666 . . . ?
Fe1 O1 C1 O2 -9.8(13) . . . . ?
Fe1 O1 C1 C2 168.1(5) . . . . ?
O2 C1 C2 C3 -179.7(6) . . . . ?
O1 C1 C2 C3 2.3(9) . . . . ?
O2 C1 C2 C7 1.7(10) . . . . ?
O1 C1 C2 C7 -176.4(6) . . . . ?
C7 C2 C3 C4 1.7(11) . . . . ?
C1 C2 C3 C4 -177.0(6) . . . . ?
C2 C3 C4 C5 0.7(11) . . . . ?
C3 C4 C5 C6 -2.7(10) . . . . ?
C3 C4 C5 C8 176.5(6) . . . . ?
C4 C5 C6 C7 2.1(11) . . . . ?
C8 C5 C6 C7 -177.0(6) . . . . ?
C5 C6 C7 C2 0.4(11) . . . . ?
C3 C2 C7 C6 -2.3(10) . . . . ?
C1 C2 C7 C6 176.4(6) . . . . ?
Fe1 O4 C8 O3 18.2(10) 2_564 . . . ?
Fe1 O4 C8 C5 -164.5(4) 2_564 . . . ?
Fe2 O3 C8 O4 22.6(11) . . . . ?
Fe2 O3 C8 C5 -154.8(4) . . . . ?
C6 C5 C8 O4 5.9(11) . . . . ?
C4 C5 C8 O4 -173.2(6) . . . . ?
C6 C5 C8 O3 -176.5(7) . . . . ?
C4 C5 C8 O3 4.4(9) . . . . ?
C13 N1 C9 C10 -0.1(12) . . . . ?
Fe2 N1 C9 C10 165.2(7) . . . . ?
N1 C9 C10 C11 -2.3(16) . . . . ?
C9 C10 C11 C12 4.1(18) . . . . ?
C10 C11 C12 C13 -3.7(17) . . . . ?
C9 N1 C13 C12 0.5(11) . . . . ?
Fe2 N1 C13 C12 -166.6(7) . . . . ?
C9 N1 C13 C14 178.2(7) . . . . ?
Fe2 N1 C13 C14 11.1(9) . . . . ?
C11 C12 C13 N1 1.3(14) . . . . ?
C11 C12 C13 C14 -176.3(8) . . . . ?
O7B O7 C14 C13 -164.6(6) . . . . ?
O7A O7 C14 C13 76.7(7) . . . . ?
Fe2 O7 C14 C13 -38.7(7) . . . . ?
N1 C13 C14 O7 21.2(10) . . . . ?
C12 C13 C14 O7 -161.1(8) . . . . ?
Fe1 O6 C17 O5 -109.9(8) 2_564 . . . ?
Fe2 O6 C17 O5 5.9(6) . . . . ?
Fe1 O6 C17 C18 76.2(11) 2_564 . . . ?
Fe2 O6 C17 C18 -168.0(6) . . . . ?
Fe2 O5 C17 O6 -6.5(7) . . . . ?
Fe2 O5 C17 C18 167.5(5) . . . . ?
O6 C17 C18 C19 177.3(7) . . . . ?
O5 C17 C18 C19 3.4(10) . . . . ?
O6 C17 C18 C16 0.2(10) . . . . ?
O5 C17 C18 C16 -173.8(6) . . . . ?
C17 C18 C19 C16 -178.6(6) . . . 3_765 ?
C19 C18 C16 C19 1.4(13) . . . 3_765 ?
C17 C18 C16 C19 178.5(6) . . . 3_765 ?

_refine_diff_density_max         0.745
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.120

