# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_MnH3LClO4Cl
_database_code_depnum_ccdc_archive 'CCDC 1952407'
loop_
_audit_author_name
_audit_author_address
'Takayoshi Suzuki'
;Okayama University
Japan
;
_audit_update_record             
;
2019-12-03 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 Mn N9 2+, Cl O4 1-, Cl 1-'
_chemical_formula_sum            'C17 H21 Cl2 Mn N9 O4'
_chemical_formula_weight         541.27

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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                   9.5820(9)
_cell_length_b                   14.7653(13)
_cell_length_c                   16.1241(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2281.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    192(2)
_cell_measurement_reflns_used    16982
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      27.48

_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_F_000             1108
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.858
_shelx_estimated_absorpt_T_min   0.674
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6734
_exptl_absorpt_correction_T_max  0.9190
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      192(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            22267
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.035
_diffrn_reflns_theta_max         27.457
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5194
_reflns_number_gt                5008
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_max     0.994
_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.
 
 _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       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0455P)²+0.0241P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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 2081 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5194
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0733
_refine_ls_wR_factor_gt          0.0726
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
Mn1 Mn 0.94908(3) 0.74532(2) 0.78657(2) 0.02699(10) Uani 1 1 d . . . . .
Cl1 Cl 0.41613(6) 0.88057(4) 0.62336(4) 0.03518(14) Uani 1 1 d . . . . .
Cl2 Cl 0.48317(6) 0.53519(4) 0.61730(3) 0.03431(14) Uani 1 1 d . . . . .
O1 O 0.4875(3) 0.9134(2) 0.69538(15) 0.0745(8) Uani 1 1 d . . . . .
O2 O 0.3597(2) 0.79323(13) 0.64290(14) 0.0499(5) Uani 1 1 d . . . . .
O3 O 0.3042(3) 0.94040(16) 0.6027(2) 0.0715(7) Uani 1 1 d . . . . .
O4 O 0.5106(3) 0.8739(2) 0.55578(14) 0.0677(7) Uani 1 1 d . . . . .
N1 N 0.7978(2) 0.83534(13) 0.85947(12) 0.0310(4) Uani 1 1 d . . . . .
N2 N 1.0707(2) 0.86608(15) 0.82428(12) 0.0338(4) Uani 1 1 d . . . . .
N3 N 1.2064(3) 0.97954(17) 0.85909(14) 0.0430(5) Uani 1 1 d . . . . .
H3 H 1.2801 1.0124 0.8637 0.052 Uiso 1 1 calc R U . . .
N4 N 0.8906(2) 0.65216(14) 0.89372(11) 0.0297(4) Uani 1 1 d . . . . .
N5 N 1.1140(2) 0.64115(14) 0.79072(12) 0.0327(4) Uani 1 1 d . . . . .
N6 N 1.2812(2) 0.53952(16) 0.78317(15) 0.0409(5) Uani 1 1 d . . . . .
H6 H 1.3552 0.5121 0.7665 0.049 Uiso 1 1 calc R U . . .
N7 N 0.7386(2) 0.69470(13) 0.74363(12) 0.0304(4) Uani 1 1 d . . . . .
N8 N 0.9422(2) 0.77592(14) 0.65200(12) 0.0316(4) Uani 1 1 d . . . . .
N9 N 0.9342(2) 0.83044(14) 0.52527(12) 0.0360(5) Uani 1 1 d . . . . .
H9 H 0.9604 0.8566 0.4802 0.043 Uiso 1 1 calc R U . . .
C1 C 0.5023(3) 0.68276(19) 0.93137(16) 0.0392(6) Uani 1 1 d . . . . .
H1A H 0.4267 0.7085 0.9003 0.047 Uiso 1 1 calc R U . . .
H1B H 0.4897 0.6184 0.9355 0.047 Uiso 1 1 calc R U . . .
H1C H 0.5041 0.7087 0.9859 0.047 Uiso 1 1 calc R U . . .
C2 C 0.6412(2) 0.70301(16) 0.88702(14) 0.0302(5) Uani 1 1 d . . . . .
C3 C 0.6556(3) 0.80704(17) 0.88101(16) 0.0344(5) Uani 1 1 d . . . . .
H3A H 0.5913 0.8296 0.8393 0.041 Uiso 1 1 calc R U . . .
H3B H 0.6298 0.8338 0.9338 0.041 Uiso 1 1 calc R U . . .
C4 C 0.8485(3) 0.90913(17) 0.88705(15) 0.0337(5) Uani 1 1 d . . . . .
H4 H 0.7944 0.9486 0.9185 0.040 Uiso 1 1 calc R U . . .
C5 C 0.9929(3) 0.92996(16) 0.86814(14) 0.0334(5) Uani 1 1 d . . . . .
C6 C 1.0785(3) 0.99989(19) 0.88961(17) 0.0436(6) Uani 1 1 d . . . . .
H6A H 1.0540 1.0514 0.9194 0.052 Uiso 1 1 calc R U . . .
C7 C 1.1981(3) 0.8992(2) 0.82047(17) 0.0405(6) Uani 1 1 d . . . . .
H7 H 1.2726 0.8706 0.7944 0.049 Uiso 1 1 calc R U . . .
C8 C 0.7586(3) 0.66034(18) 0.93935(14) 0.0332(5) Uani 1 1 d . . . . .
H8A H 0.7737 0.6972 0.9884 0.040 Uiso 1 1 calc R U . . .
H8B H 0.7293 0.6007 0.9575 0.040 Uiso 1 1 calc R U . . .
C9 C 0.9683(3) 0.58307(17) 0.90345(14) 0.0351(5) Uani 1 1 d . . . . .
H9A H 0.9464 0.5387 0.9422 0.042 Uiso 1 1 calc R U . . .
C10 C 1.0931(3) 0.57579(16) 0.85155(15) 0.0346(5) Uani 1 1 d . . . . .
C11 C 1.1973(3) 0.51292(19) 0.84669(19) 0.0424(6) Uani 1 1 d . . . . .
H11 H 1.2086 0.4621 0.8801 0.051 Uiso 1 1 calc R U . . .
C12 C 1.2282(3) 0.61639(18) 0.75073(17) 0.0376(5) Uani 1 1 d . . . . .
H12 H 1.2668 0.6477 0.7063 0.045 Uiso 1 1 calc R U . . .
C13 C 0.6319(3) 0.65946(18) 0.79985(13) 0.0340(5) Uani 1 1 d . . . . .
H13A H 0.6429 0.5944 0.8049 0.041 Uiso 1 1 calc R U . . .
H13B H 0.5403 0.6712 0.7766 0.041 Uiso 1 1 calc R U . . .
C14 C 0.7044(3) 0.71852(16) 0.67015(14) 0.0306(5) Uani 1 1 d . . . . .
H14 H 0.6141 0.7097 0.6505 0.037 Uiso 1 1 calc R U . . .
C15 C 0.8105(2) 0.75960(16) 0.61843(13) 0.0297(4) Uani 1 1 d . . . . .
C16 C 0.8062(3) 0.79330(17) 0.53939(14) 0.0349(5) Uani 1 1 d . . . . .
H16 H 0.7313 0.7913 0.5028 0.042 Uiso 1 1 calc R U . . .
C17 C 1.0128(3) 0.81919(17) 0.59384(14) 0.0346(5) Uani 1 1 d . . . . .
H17 H 1.1044 0.8392 0.5994 0.041 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
Mn1 N5 2.206(2) . ?
Mn1 N2 2.215(2) . ?
Mn1 N8 2.2173(19) . ?
Mn1 N7 2.260(2) . ?
Mn1 N4 2.2784(19) . ?
Mn1 N1 2.292(2) . ?
Cl1 O4 1.420(2) . ?
Cl1 O3 1.429(2) . ?
Cl1 O1 1.432(2) . ?
Cl1 O2 1.433(2) . ?
N1 C4 1.273(3) . ?
N1 C3 1.467(3) . ?
N2 C7 1.316(3) . ?
N2 C5 1.395(3) . ?
N3 C7 1.342(4) . ?
N3 C6 1.354(4) . ?
N3 H3 0.8600 . ?
N4 C9 1.273(3) . ?
N4 C8 1.468(3) . ?
N5 C12 1.322(3) . ?
N5 C10 1.390(3) . ?
N6 C12 1.349(4) . ?
N6 C11 1.360(4) . ?
N6 H6 0.8600 . ?
N7 C14 1.279(3) . ?
N7 C13 1.462(3) . ?
N8 C17 1.321(3) . ?
N8 C15 1.394(3) . ?
N9 C17 1.348(3) . ?
N9 C16 1.363(3) . ?
N9 H9 0.8600 . ?
C1 C2 1.540(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C8 1.541(3) . ?
C2 C3 1.545(3) . ?
C2 C13 1.548(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.450(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.364(4) . ?
C6 H6A 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.464(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.366(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.448(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.369(3) . ?
C16 H16 0.9300 . ?
C17 H17 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
N5 Mn1 N2 100.14(8) . . ?
N5 Mn1 N8 101.13(8) . . ?
N2 Mn1 N8 96.91(7) . . ?
N5 Mn1 N7 114.71(8) . . ?
N2 Mn1 N7 145.07(8) . . ?
N8 Mn1 N7 74.99(7) . . ?
N5 Mn1 N4 74.47(7) . . ?
N2 Mn1 N4 114.03(7) . . ?
N8 Mn1 N4 149.06(8) . . ?
N7 Mn1 N4 79.23(7) . . ?
N5 Mn1 N1 147.36(7) . . ?
N2 Mn1 N1 74.05(8) . . ?
N8 Mn1 N1 111.41(7) . . ?
N7 Mn1 N1 77.54(7) . . ?
N4 Mn1 N1 78.79(7) . . ?
O4 Cl1 O3 110.07(16) . . ?
O4 Cl1 O1 109.95(17) . . ?
O3 Cl1 O1 109.75(19) . . ?
O4 Cl1 O2 110.28(15) . . ?
O3 Cl1 O2 108.91(15) . . ?
O1 Cl1 O2 107.86(15) . . ?
C4 N1 C3 121.0(2) . . ?
C4 N1 Mn1 115.72(17) . . ?
C3 N1 Mn1 122.95(15) . . ?
C7 N2 C5 105.5(2) . . ?
C7 N2 Mn1 140.71(19) . . ?
C5 N2 Mn1 113.73(16) . . ?
C7 N3 C6 108.1(2) . . ?
C7 N3 H3 125.9 . . ?
C6 N3 H3 125.9 . . ?
C9 N4 C8 120.5(2) . . ?
C9 N4 Mn1 115.69(16) . . ?
C8 N4 Mn1 122.84(15) . . ?
C12 N5 C10 105.7(2) . . ?
C12 N5 Mn1 140.45(18) . . ?
C10 N5 Mn1 113.71(16) . . ?
C12 N6 C11 108.2(2) . . ?
C12 N6 H6 125.9 . . ?
C11 N6 H6 125.9 . . ?
C14 N7 C13 119.6(2) . . ?
C14 N7 Mn1 114.94(16) . . ?
C13 N7 Mn1 123.48(15) . . ?
C17 N8 C15 105.77(19) . . ?
C17 N8 Mn1 141.06(18) . . ?
C15 N8 Mn1 111.82(14) . . ?
C17 N9 C16 108.45(19) . . ?
C17 N9 H9 125.8 . . ?
C16 N9 H9 125.8 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C8 107.28(19) . . ?
C1 C2 C3 107.4(2) . . ?
C8 C2 C3 112.1(2) . . ?
C1 C2 C13 106.94(19) . . ?
C8 C2 C13 111.7(2) . . ?
C3 C2 C13 111.2(2) . . ?
N1 C3 C2 112.4(2) . . ?
N1 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
N1 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
N1 C4 C5 118.2(2) . . ?
N1 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
C6 C5 N2 108.6(2) . . ?
C6 C5 C4 133.0(3) . . ?
N2 C5 C4 118.2(2) . . ?
N3 C6 C5 106.5(2) . . ?
N3 C6 H6A 126.7 . . ?
C5 C6 H6A 126.7 . . ?
N2 C7 N3 111.2(3) . . ?
N2 C7 H7 124.4 . . ?
N3 C7 H7 124.4 . . ?
N4 C8 C2 112.83(18) . . ?
N4 C8 H8A 109.0 . . ?
C2 C8 H8A 109.0 . . ?
N4 C8 H8B 109.0 . . ?
C2 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
N4 C9 C10 117.8(2) . . ?
N4 C9 H9A 121.1 . . ?
C10 C9 H9A 121.1 . . ?
C11 C10 N5 109.0(2) . . ?
C11 C10 C9 132.9(2) . . ?
N5 C10 C9 118.0(2) . . ?
N6 C11 C10 106.2(2) . . ?
N6 C11 H11 126.9 . . ?
C10 C11 H11 126.9 . . ?
N5 C12 N6 110.8(2) . . ?
N5 C12 H12 124.6 . . ?
N6 C12 H12 124.6 . . ?
N7 C13 C2 112.03(19) . . ?
N7 C13 H13A 109.2 . . ?
C2 C13 H13A 109.2 . . ?
N7 C13 H13B 109.2 . . ?
C2 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
N7 C14 C15 118.0(2) . . ?
N7 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C16 C15 N8 109.0(2) . . ?
C16 C15 C14 131.9(2) . . ?
N8 C15 C14 118.97(19) . . ?
N9 C16 C15 106.0(2) . . ?
N9 C16 H16 127.0 . . ?
C15 C16 H16 127.0 . . ?
N8 C17 N9 110.8(2) . . ?
N8 C17 H17 124.6 . . ?
N9 C17 H17 124.6 . . ?

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
C4 N1 C3 C2 -147.3(2) . . . . ?
Mn1 N1 C3 C2 26.4(3) . . . . ?
C1 C2 C3 N1 165.44(19) . . . . ?
C8 C2 C3 N1 47.9(3) . . . . ?
C13 C2 C3 N1 -77.9(3) . . . . ?
C3 N1 C4 C5 175.7(2) . . . . ?
Mn1 N1 C4 C5 1.7(3) . . . . ?
C7 N2 C5 C6 -0.3(3) . . . . ?
Mn1 N2 C5 C6 178.66(16) . . . . ?
C7 N2 C5 C4 -176.1(2) . . . . ?
Mn1 N2 C5 C4 2.9(3) . . . . ?
N1 C4 C5 C6 -177.7(3) . . . . ?
N1 C4 C5 N2 -3.1(3) . . . . ?
C7 N3 C6 C5 -0.2(3) . . . . ?
N2 C5 C6 N3 0.3(3) . . . . ?
C4 C5 C6 N3 175.2(3) . . . . ?
C5 N2 C7 N3 0.2(3) . . . . ?
Mn1 N2 C7 N3 -178.33(18) . . . . ?
C6 N3 C7 N2 0.0(3) . . . . ?
C9 N4 C8 C2 -142.0(2) . . . . ?
Mn1 N4 C8 C2 26.5(3) . . . . ?
C1 C2 C8 N4 164.0(2) . . . . ?
C3 C2 C8 N4 -78.4(3) . . . . ?
C13 C2 C8 N4 47.1(3) . . . . ?
C8 N4 C9 C10 175.5(2) . . . . ?
Mn1 N4 C9 C10 6.2(3) . . . . ?
C12 N5 C10 C11 0.4(3) . . . . ?
Mn1 N5 C10 C11 177.59(18) . . . . ?
C12 N5 C10 C9 -176.8(2) . . . . ?
Mn1 N5 C10 C9 0.4(3) . . . . ?
N4 C9 C10 C11 179.0(3) . . . . ?
N4 C9 C10 N5 -4.6(3) . . . . ?
C12 N6 C11 C10 -0.1(3) . . . . ?
N5 C10 C11 N6 -0.2(3) . . . . ?
C9 C10 C11 N6 176.5(3) . . . . ?
C10 N5 C12 N6 -0.4(3) . . . . ?
Mn1 N5 C12 N6 -176.4(2) . . . . ?
C11 N6 C12 N5 0.4(3) . . . . ?
C14 N7 C13 C2 -133.7(2) . . . . ?
Mn1 N7 C13 C2 29.4(3) . . . . ?
C1 C2 C13 N7 163.9(2) . . . . ?
C8 C2 C13 N7 -79.1(3) . . . . ?
C3 C2 C13 N7 46.9(3) . . . . ?
C13 N7 C14 C15 175.3(2) . . . . ?
Mn1 N7 C14 C15 10.9(3) . . . . ?
C17 N8 C15 C16 0.6(3) . . . . ?
Mn1 N8 C15 C16 170.24(16) . . . . ?
C17 N8 C15 C14 -175.5(2) . . . . ?
Mn1 N8 C15 C14 -5.8(3) . . . . ?
N7 C14 C15 C16 -178.5(3) . . . . ?
N7 C14 C15 N8 -3.5(3) . . . . ?
C17 N9 C16 C15 0.1(3) . . . . ?
N8 C15 C16 N9 -0.4(3) . . . . ?
C14 C15 C16 N9 175.0(2) . . . . ?
C15 N8 C17 N9 -0.6(3) . . . . ?
Mn1 N8 C17 N9 -165.15(19) . . . . ?
C16 N9 C17 N8 0.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 Cl2 0.860 2.313 3.109(3) 154.0 4_756
N6 H6 O1 0.860 2.184 2.915(4) 142.8 4_746
N9 H9 Cl2 0.860 2.252 3.073(2) 159.5 3_566

_refine_diff_density_max         0.620
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_CoH3LClO4Cl
_database_code_depnum_ccdc_archive 'CCDC 1952409'
loop_
_audit_author_name
_audit_author_address
'Takayoshi Suzuki'
;Okayama University
Japan
;
_audit_update_record             
;
2019-12-03 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 Co N9 2+, Cl O4 1-, Cl 1-'
_chemical_formula_sum            'C17 H21 Cl2 Co N9 O4'
_chemical_formula_weight         545.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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                   9.5465(6)
_cell_length_b                   14.6856(10)
_cell_length_c                   15.9616(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2237.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    192(2)
_cell_measurement_reflns_used    19765
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      27.52

_exptl_crystal_description       platelet
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_F_000             1116
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.051
_shelx_estimated_absorpt_T_min   0.678
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6785
_exptl_absorpt_correction_T_max  0.9022
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      192(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            21874
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.054
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5116
_reflns_number_gt                4838
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_max     1.000
_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.
 
 _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       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO (Rigaku, ????)'
_computing_structure_solution    'SIR2011 (Burla, et al., 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0349P)²+0.1271P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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 1969 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5116
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0600
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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 0.56470(3) 0.74154(2) 0.29027(2) 0.02309(9) Uani 1 1 d . . . . .
Cl1 Cl 1.07413(6) 0.88322(4) 0.11859(4) 0.03221(13) Uani 1 1 d . . . . .
Cl2 Cl 0.98250(6) 1.03370(4) 0.38455(4) 0.03091(14) Uani 1 1 d . . . . .
O1 O 1.1253(2) 0.79363(13) 0.13975(14) 0.0440(5) Uani 1 1 d . . . . .
O2 O 1.0037(3) 0.91953(18) 0.19070(17) 0.0674(7) Uani 1 1 d . . . . .
O3 O 1.1905(2) 0.94032(14) 0.0966(2) 0.0604(7) Uani 1 1 d . . . . .
O4 O 0.9797(3) 0.87776(19) 0.04999(15) 0.0641(7) Uani 1 1 d . . . . .
N1 N 0.7035(2) 0.83275(13) 0.35525(13) 0.0270(4) Uani 1 1 d . . . . .
N2 N 0.4327(2) 0.85312(14) 0.32381(13) 0.0292(4) Uani 1 1 d . . . . .
N3 N 0.2870(3) 0.96509(16) 0.35178(16) 0.0402(6) Uani 1 1 d . . . . .
H3 H 0.2088 0.9967 0.3544 0.048 Uiso 1 1 calc R U . . .
N4 N 0.6119(2) 0.65489(14) 0.39479(13) 0.0269(4) Uani 1 1 d . . . . .
N5 N 0.4001(2) 0.64431(14) 0.28699(14) 0.0293(4) Uani 1 1 d . . . . .
N6 N 0.2265(2) 0.54682(15) 0.27560(15) 0.0366(5) Uani 1 1 d . . . . .
H6 H 0.1502 0.5206 0.2563 0.044 Uiso 1 1 calc R U . . .
N7 N 0.7587(2) 0.69006(13) 0.24436(13) 0.0266(4) Uani 1 1 d . . . . .
N8 N 0.5573(2) 0.77790(13) 0.16117(13) 0.0281(4) Uani 1 1 d . . . . .
N9 N 0.5515(3) 0.83321(15) 0.03307(13) 0.0342(5) Uani 1 1 d . . . . .
H9 H 0.5198 0.8608 -0.0121 0.041 Uiso 1 1 calc R U . . .
C1 C 1.0018(3) 0.68209(19) 0.43099(18) 0.0358(6) Uani 1 1 d . . . . .
H1A H 1.0791 0.7062 0.3973 0.043 Uiso 1 1 calc R U . . .
H1B H 1.0020 0.7114 0.4861 0.043 Uiso 1 1 calc R U . . .
H1C H 1.0134 0.6162 0.4379 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8616(3) 0.70167(16) 0.38648(16) 0.0271(5) Uani 1 1 d . . . . .
C3 C 0.8478(3) 0.80637(17) 0.37650(19) 0.0314(5) Uani 1 1 d . . . . .
H3A H 0.8757 0.8364 0.4295 0.038 Uiso 1 1 calc R U . . .
H3B H 0.9120 0.8275 0.3318 0.038 Uiso 1 1 calc R U . . .
C4 C 0.6502(3) 0.90678(16) 0.38305(17) 0.0293(5) Uani 1 1 d . . . . .
H4 H 0.7041 0.9492 0.4144 0.035 Uiso 1 1 calc R U . . .
C5 C 0.5036(3) 0.92288(16) 0.36455(16) 0.0294(5) Uani 1 1 d . . . . .
C6 C 0.4134(3) 0.99189(19) 0.38197(18) 0.0387(6) Uani 1 1 d . . . . .
H6A H 0.4345 1.0475 0.4096 0.046 Uiso 1 1 calc R U . . .
C7 C 0.3017(3) 0.88187(19) 0.31716(17) 0.0352(6) Uani 1 1 d . . . . .
H7 H 0.2281 0.8484 0.2915 0.042 Uiso 1 1 calc R U . . .
C8 C 0.7433(3) 0.66273(17) 0.44151(15) 0.0277(5) Uani 1 1 d . . . . .
H8A H 0.7712 0.6019 0.4624 0.033 Uiso 1 1 calc R U . . .
H8B H 0.7290 0.7029 0.4905 0.033 Uiso 1 1 calc R U . . .
C9 C 0.5325(3) 0.58519(17) 0.40404(16) 0.0311(5) Uani 1 1 d . . . . .
H9A H 0.5520 0.5399 0.4449 0.037 Uiso 1 1 calc R U . . .
C10 C 0.4115(3) 0.57873(16) 0.34921(17) 0.0309(5) Uani 1 1 d . . . . .
C11 C 0.3026(3) 0.51805(18) 0.3423(2) 0.0378(6) Uani 1 1 d . . . . .
H11 H 0.2843 0.4668 0.3770 0.045 Uiso 1 1 calc R U . . .
C12 C 0.2872(3) 0.62223(18) 0.24359(18) 0.0331(6) Uani 1 1 d . . . . .
H12 H 0.2533 0.6549 0.1964 0.040 Uiso 1 1 calc R U . . .
C13 C 0.8667(3) 0.65430(17) 0.29998(16) 0.0300(5) Uani 1 1 d . . . . .
H13A H 0.9599 0.6639 0.2744 0.036 Uiso 1 1 calc R U . . .
H13B H 0.8529 0.5880 0.3073 0.036 Uiso 1 1 calc R U . . .
C14 C 0.7906(3) 0.71482(16) 0.16982(15) 0.0273(5) Uani 1 1 d . . . . .
H14 H 0.8814 0.7043 0.1474 0.033 Uiso 1 1 calc R U . . .
C15 C 0.6836(2) 0.75919(16) 0.12138(14) 0.0263(5) Uani 1 1 d . . . . .
C16 C 0.6801(3) 0.79396(18) 0.04179(16) 0.0330(6) Uani 1 1 d . . . . .
H16 H 0.7524 0.7913 0.0010 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4817(3) 0.82255(18) 0.10521(16) 0.0330(6) Uani 1 1 d . . . . .
H17 H 0.3895 0.8444 0.1150 0.040 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
Co1 N5 2.124(2) . ?
Co1 N8 2.130(2) . ?
Co1 N7 2.131(2) . ?
Co1 N2 2.136(2) . ?
Co1 N4 2.146(2) . ?
Co1 N1 2.151(2) . ?
Cl1 O4 1.421(2) . ?
Cl1 O3 1.435(2) . ?
Cl1 O2 1.436(2) . ?
Cl1 O1 1.444(2) . ?
N1 C4 1.280(3) . ?
N1 C3 1.470(3) . ?
N2 C7 1.324(3) . ?
N2 C5 1.390(3) . ?
N3 C7 1.348(4) . ?
N3 C6 1.357(4) . ?
N3 H3 0.8800 . ?
N4 C9 1.282(3) . ?
N4 C8 1.464(3) . ?
N5 C12 1.322(3) . ?
N5 C10 1.388(3) . ?
N6 C12 1.350(3) . ?
N6 C11 1.356(4) . ?
N6 H6 0.8800 . ?
N7 C14 1.281(3) . ?
N7 C13 1.458(3) . ?
N8 C17 1.322(3) . ?
N8 C15 1.390(3) . ?
N9 C17 1.339(3) . ?
N9 C16 1.363(4) . ?
N9 H9 0.8800 . ?
C1 C2 1.543(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C8 1.540(3) . ?
C2 C13 1.547(4) . ?
C2 C3 1.551(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.449(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.359(4) . ?
C6 H6A 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.453(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.374(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.437(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.370(3) . ?
C16 H16 0.9500 . ?
C17 H17 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
N5 Co1 N8 96.90(8) . . ?
N5 Co1 N7 113.34(8) . . ?
N8 Co1 N7 77.58(8) . . ?
N5 Co1 N2 94.89(8) . . ?
N8 Co1 N2 91.75(8) . . ?
N7 Co1 N2 150.65(8) . . ?
N5 Co1 N4 77.06(8) . . ?
N8 Co1 N4 155.19(8) . . ?
N7 Co1 N4 82.78(8) . . ?
N2 Co1 N4 112.59(8) . . ?
N5 Co1 N1 152.43(8) . . ?
N8 Co1 N1 109.32(8) . . ?
N7 Co1 N1 81.44(8) . . ?
N2 Co1 N1 76.41(8) . . ?
N4 Co1 N1 82.24(8) . . ?
O4 Cl1 O3 109.59(16) . . ?
O4 Cl1 O2 109.97(16) . . ?
O3 Cl1 O2 109.98(17) . . ?
O4 Cl1 O1 110.11(15) . . ?
O3 Cl1 O1 109.13(13) . . ?
O2 Cl1 O1 108.03(15) . . ?
C4 N1 C3 121.1(2) . . ?
C4 N1 Co1 116.80(18) . . ?
C3 N1 Co1 121.62(16) . . ?
C7 N2 C5 105.2(2) . . ?
C7 N2 Co1 141.45(19) . . ?
C5 N2 Co1 113.27(17) . . ?
C7 N3 C6 108.4(2) . . ?
C7 N3 H3 125.8 . . ?
C6 N3 H3 125.8 . . ?
C9 N4 C8 120.7(2) . . ?
C9 N4 Co1 116.01(17) . . ?
C8 N4 Co1 121.97(15) . . ?
C12 N5 C10 105.6(2) . . ?
C12 N5 Co1 141.38(19) . . ?
C10 N5 Co1 113.02(16) . . ?
C12 N6 C11 108.9(2) . . ?
C12 N6 H6 125.6 . . ?
C11 N6 H6 125.6 . . ?
C14 N7 C13 120.0(2) . . ?
C14 N7 Co1 115.19(17) . . ?
C13 N7 Co1 122.19(16) . . ?
C17 N8 C15 105.2(2) . . ?
C17 N8 Co1 142.76(19) . . ?
C15 N8 Co1 111.32(15) . . ?
C17 N9 C16 108.1(2) . . ?
C17 N9 H9 126.0 . . ?
C16 N9 H9 126.0 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C8 C2 C1 107.7(2) . . ?
C8 C2 C13 111.4(2) . . ?
C1 C2 C13 107.5(2) . . ?
C8 C2 C3 111.4(2) . . ?
C1 C2 C3 107.8(2) . . ?
C13 C2 C3 110.9(2) . . ?
N1 C3 C2 111.4(2) . . ?
N1 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 C5 116.9(2) . . ?
N1 C4 H4 121.6 . . ?
C5 C4 H4 121.6 . . ?
C6 C5 N2 109.7(2) . . ?
C6 C5 C4 133.8(3) . . ?
N2 C5 C4 116.5(2) . . ?
N3 C6 C5 105.9(2) . . ?
N3 C6 H6A 127.0 . . ?
C5 C6 H6A 127.0 . . ?
N2 C7 N3 110.7(2) . . ?
N2 C7 H7 124.6 . . ?
N3 C7 H7 124.6 . . ?
N4 C8 C2 111.51(19) . . ?
N4 C8 H8A 109.3 . . ?
C2 C8 H8A 109.3 . . ?
N4 C8 H8B 109.3 . . ?
C2 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
N4 C9 C10 116.9(2) . . ?
N4 C9 H9A 121.5 . . ?
C10 C9 H9A 121.5 . . ?
C11 C10 N5 109.5(2) . . ?
C11 C10 C9 133.8(2) . . ?
N5 C10 C9 116.6(2) . . ?
N6 C11 C10 105.4(2) . . ?
N6 C11 H11 127.3 . . ?
C10 C11 H11 127.3 . . ?
N5 C12 N6 110.6(2) . . ?
N5 C12 H12 124.7 . . ?
N6 C12 H12 124.7 . . ?
N7 C13 C2 111.06(19) . . ?
N7 C13 H13A 109.4 . . ?
C2 C13 H13A 109.4 . . ?
N7 C13 H13B 109.4 . . ?
C2 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N7 C14 C15 117.3(2) . . ?
N7 C14 H14 121.3 . . ?
C15 C14 H14 121.3 . . ?
C16 C15 N8 109.2(2) . . ?
C16 C15 C14 133.3(2) . . ?
N8 C15 C14 117.4(2) . . ?
N9 C16 C15 105.9(2) . . ?
N9 C16 H16 127.0 . . ?
C15 C16 H16 127.0 . . ?
N8 C17 N9 111.6(2) . . ?
N8 C17 H17 124.2 . . ?
N9 C17 H17 124.2 . . ?

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
C4 N1 C3 C2 144.8(2) . . . . ?
Co1 N1 C3 C2 -27.0(3) . . . . ?
C8 C2 C3 N1 -47.2(3) . . . . ?
C1 C2 C3 N1 -165.1(2) . . . . ?
C13 C2 C3 N1 77.5(3) . . . . ?
C3 N1 C4 C5 -174.8(2) . . . . ?
Co1 N1 C4 C5 -2.6(3) . . . . ?
C7 N2 C5 C6 0.4(3) . . . . ?
Co1 N2 C5 C6 178.60(18) . . . . ?
C7 N2 C5 C4 177.5(2) . . . . ?
Co1 N2 C5 C4 -4.3(3) . . . . ?
N1 C4 C5 C6 -179.1(3) . . . . ?
N1 C4 C5 N2 4.7(3) . . . . ?
C7 N3 C6 C5 0.0(3) . . . . ?
N2 C5 C6 N3 -0.3(3) . . . . ?
C4 C5 C6 N3 -176.6(3) . . . . ?
C5 N2 C7 N3 -0.4(3) . . . . ?
Co1 N2 C7 N3 -177.7(2) . . . . ?
C6 N3 C7 N2 0.2(3) . . . . ?
C9 N4 C8 C2 139.5(2) . . . . ?
Co1 N4 C8 C2 -27.0(3) . . . . ?
C1 C2 C8 N4 -164.0(2) . . . . ?
C13 C2 C8 N4 -46.4(3) . . . . ?
C3 C2 C8 N4 78.0(3) . . . . ?
C8 N4 C9 C10 -174.0(2) . . . . ?
Co1 N4 C9 C10 -6.8(3) . . . . ?
C12 N5 C10 C11 -0.6(3) . . . . ?
Co1 N5 C10 C11 -179.31(18) . . . . ?
C12 N5 C10 C9 177.3(2) . . . . ?
Co1 N5 C10 C9 -1.5(3) . . . . ?
N4 C9 C10 C11 -177.2(3) . . . . ?
N4 C9 C10 N5 5.6(3) . . . . ?
C12 N6 C11 C10 -0.2(3) . . . . ?
N5 C10 C11 N6 0.5(3) . . . . ?
C9 C10 C11 N6 -176.9(3) . . . . ?
C10 N5 C12 N6 0.5(3) . . . . ?
Co1 N5 C12 N6 178.6(2) . . . . ?
C11 N6 C12 N5 -0.2(3) . . . . ?
C14 N7 C13 C2 130.9(2) . . . . ?
Co1 N7 C13 C2 -29.8(3) . . . . ?
C8 C2 C13 N7 78.8(2) . . . . ?
C1 C2 C13 N7 -163.4(2) . . . . ?
C3 C2 C13 N7 -45.8(3) . . . . ?
C13 N7 C14 C15 -173.0(2) . . . . ?
Co1 N7 C14 C15 -11.0(3) . . . . ?
C17 N8 C15 C16 0.2(3) . . . . ?
Co1 N8 C15 C16 -172.46(17) . . . . ?
C17 N8 C15 C14 176.6(2) . . . . ?
Co1 N8 C15 C14 3.9(3) . . . . ?
N7 C14 C15 C16 180.0(3) . . . . ?
N7 C14 C15 N8 4.7(3) . . . . ?
C17 N9 C16 C15 0.4(3) . . . . ?
N8 C15 C16 N9 -0.4(3) . . . . ?
C14 C15 C16 N9 -176.0(3) . . . . ?
C15 N8 C17 N9 0.0(3) . . . . ?
Co1 N8 C17 N9 168.7(2) . . . . ?
C16 N9 C17 N8 -0.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 Cl2 0.880 2.279 3.121(3) 160.0 1_455
N6 H6 Cl2 0.880 2.588 3.249(2) 132.6 4_645
N6 H6 O2 0.880 2.253 2.935(4) 134.2 4_645
N9 H9 Cl2 0.880 2.264 3.090(2) 156.2 2_674

_refine_diff_density_max         0.443
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_FeH3LClO4Cl
_database_code_depnum_ccdc_archive 'CCDC 1952408'
loop_
_audit_author_name
_audit_author_address
'Takayoshi Suzuki'
;Okayama University
Japan
;
_audit_update_record             
;
2019-12-03 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 Fe N9 2+, Cl O4 1-, Cl 1-'
_chemical_formula_sum            'C17 H21 Cl2 Fe N9 O4'
_chemical_formula_weight         542.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
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'

_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                   9.396(4)
_cell_length_b                   14.669(6)
_cell_length_c                   16.074(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2215.5(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    6736
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.47

_exptl_crystal_description       platelet
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.968
_shelx_estimated_absorpt_T_min   0.760
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            22230
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.053
_diffrn_reflns_theta_max         27.472
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5052
_reflns_number_gt                4554
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_max     0.997
_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.
 
 _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       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  SHELXL-2014/7
_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)+(0.0447P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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 1707 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.032(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5052
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0765
_refine_ls_wR_factor_gt          0.0741
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_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
Fe1 Fe 0.57077(5) 0.74170(3) 0.79208(3) 0.02658(12) Uani 1 1 d . . . . .
Cl1 Cl 0.06403(10) 0.88501(6) 0.61764(6) 0.0427(2) Uani 1 1 d . . . . .
Cl2 Cl 0.01629(8) 0.52760(5) 0.60183(5) 0.03140(18) Uani 1 1 d . . . . .
O1 O 0.1062(4) 0.79397(19) 0.6392(2) 0.0666(9) Uani 1 1 d . . . . .
O2 O -0.0398(3) 0.8843(3) 0.5539(2) 0.0809(11) Uani 1 1 d . . . . .
O3 O 0.0082(4) 0.9295(2) 0.6909(2) 0.0699(9) Uani 1 1 d . . . . .
O4 O 0.1861(3) 0.9342(2) 0.5876(2) 0.0630(9) Uani 1 1 d . . . . .
N1 N 0.7053(3) 0.82637(18) 0.84137(18) 0.0286(6) Uani 1 1 d . . . . .
N2 N 0.4355(3) 0.83606(18) 0.83077(18) 0.0311(6) Uani 1 1 d . . . . .
N3 N 0.2791(3) 0.9435(2) 0.8567(2) 0.0452(8) Uani 1 1 d . . . . .
H3 H 0.1969 0.9720 0.8597 0.054 Uiso 1 1 calc R U . . .
N4 N 0.7359(3) 0.67979(19) 0.74492(19) 0.0325(7) Uani 1 1 d . . . . .
N5 N 0.5600(3) 0.78964(18) 0.67750(18) 0.0335(6) Uani 1 1 d . . . . .
N6 N 0.5337(4) 0.8434(2) 0.5518(2) 0.0523(9) Uani 1 1 d . . . . .
H6 H 0.4980 0.8741 0.5096 0.063 Uiso 1 1 calc R U . . .
N7 N 0.5967(3) 0.66739(18) 0.89040(17) 0.0295(6) Uani 1 1 d . . . . .
N8 N 0.4166(3) 0.65097(18) 0.77331(17) 0.0324(6) Uani 1 1 d . . . . .
N9 N 0.2322(3) 0.5624(2) 0.7521(2) 0.0432(8) Uani 1 1 d . . . . .
H9 H 0.1567 0.5387 0.7280 0.052 Uiso 1 1 calc R U . . .
C1 C 0.9961(4) 0.6710(3) 0.9231(2) 0.0442(9) Uani 1 1 d . . . . .
H1A H 1.0051 0.7069 0.9743 0.053 Uiso 1 1 calc R U . . .
H1B H 0.9976 0.6059 0.9368 0.053 Uiso 1 1 calc R U . . .
H1C H 1.0757 0.6852 0.8859 0.053 Uiso 1 1 calc R U . . .
C2 C 0.8543(3) 0.6947(2) 0.8796(2) 0.0320(8) Uani 1 1 d . . . . .
C3 C 0.8530(3) 0.7975(2) 0.8581(3) 0.0353(8) Uani 1 1 d . . . . .
H3A H 0.8924 0.8330 0.9051 0.042 Uiso 1 1 calc R U . . .
H3B H 0.9129 0.8088 0.8085 0.042 Uiso 1 1 calc R U . . .
C4 C 0.6546(4) 0.8995(2) 0.8754(2) 0.0327(7) Uani 1 1 d . . . . .
H4 H 0.7123 0.9418 0.9049 0.039 Uiso 1 1 calc R U . . .
C5 C 0.5047(4) 0.9115(2) 0.8649(2) 0.0335(7) Uani 1 1 d . . . . .
C6 C 0.4072(4) 0.9779(2) 0.8825(3) 0.0431(9) Uani 1 1 d . . . . .
H6A H 0.4246 1.0356 0.9073 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2993(4) 0.8592(2) 0.8261(3) 0.0396(9) Uani 1 1 d . . . . .
H7 H 0.2261 0.8214 0.8042 0.048 Uiso 1 1 calc R U . . .
C8 C 0.8417(4) 0.6379(2) 0.7994(2) 0.0372(8) Uani 1 1 d . . . . .
H8A H 0.9350 0.6354 0.7708 0.045 Uiso 1 1 calc R U . . .
H8B H 0.8127 0.5748 0.8132 0.045 Uiso 1 1 calc R U . . .
C9 C 0.7674(4) 0.6987(3) 0.6691(2) 0.0399(9) Uani 1 1 d . . . . .
H9A H 0.8512 0.6766 0.6429 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6673(4) 0.7553(3) 0.6272(2) 0.0388(8) Uani 1 1 d . . . . .
C11 C 0.6500(5) 0.7902(3) 0.5493(3) 0.0560(11) Uani 1 1 d . . . . .
H11 H 0.7089 0.7791 0.5023 0.067 Uiso 1 1 calc R U . . .
C12 C 0.4809(4) 0.8420(3) 0.6298(2) 0.0427(9) Uani 1 1 d . . . . .
H12 H 0.3986 0.8741 0.6477 0.051 Uiso 1 1 calc R U . . .
C13 C 0.7298(3) 0.6726(3) 0.9387(2) 0.0344(8) Uani 1 1 d . . . . .
H13A H 0.7475 0.6137 0.9670 0.041 Uiso 1 1 calc R U . . .
H13B H 0.7217 0.7207 0.9817 0.041 Uiso 1 1 calc R U . . .
C14 C 0.5116(4) 0.5985(2) 0.9005(2) 0.0358(8) Uani 1 1 d . . . . .
H14 H 0.5213 0.5566 0.9452 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4028(3) 0.5904(2) 0.8394(2) 0.0340(8) Uani 1 1 d . . . . .
C16 C 0.2888(4) 0.5345(3) 0.8262(3) 0.0416(9) Uani 1 1 d . . . . .
H16 H 0.2559 0.4866 0.8610 0.050 Uiso 1 1 calc R U . . .
C17 C 0.3101(4) 0.6318(2) 0.7220(2) 0.0391(9) Uani 1 1 d . . . . .
H17 H 0.2917 0.6626 0.6712 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
Fe1 N7 1.935(3) . ?
Fe1 N1 1.941(3) . ?
Fe1 N4 1.951(3) . ?
Fe1 N5 1.974(3) . ?
Fe1 N2 1.979(3) . ?
Fe1 N8 1.990(3) . ?
Cl1 O2 1.415(3) . ?
Cl1 O1 1.436(3) . ?
Cl1 O4 1.438(3) . ?
Cl1 O3 1.445(3) . ?
N1 C4 1.296(4) . ?
N1 C3 1.476(4) . ?
N2 C7 1.327(4) . ?
N2 C5 1.396(4) . ?
N3 C7 1.344(5) . ?
N3 C6 1.369(5) . ?
N3 H3 0.8800 . ?
N4 C9 1.285(5) . ?
N4 C8 1.460(4) . ?
N5 C12 1.315(4) . ?
N5 C10 1.387(5) . ?
N6 C11 1.344(6) . ?
N6 C12 1.349(5) . ?
N6 H6 0.8800 . ?
N7 C14 1.299(4) . ?
N7 C13 1.474(4) . ?
N8 C17 1.327(4) . ?
N8 C15 1.391(4) . ?
N9 C17 1.344(5) . ?
N9 C16 1.367(5) . ?
N9 H9 0.8800 . ?
C1 C2 1.546(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C8 1.539(5) . ?
C2 C13 1.542(5) . ?
C2 C3 1.546(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.429(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.367(5) . ?
C6 H6A 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.424(5) . ?
C9 H9A 0.9500 . ?
C10 C11 1.362(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.422(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.365(5) . ?
C16 H16 0.9500 . ?
C17 H17 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
N7 Fe1 N1 86.84(11) . . ?
N7 Fe1 N4 87.41(12) . . ?
N1 Fe1 N4 86.47(12) . . ?
N7 Fe1 N5 165.70(11) . . ?
N1 Fe1 N5 100.73(12) . . ?
N4 Fe1 N5 81.03(13) . . ?
N7 Fe1 N2 102.60(12) . . ?
N1 Fe1 N2 80.93(11) . . ?
N4 Fe1 N2 163.36(12) . . ?
N5 Fe1 N2 90.64(12) . . ?
N7 Fe1 N8 80.73(11) . . ?
N1 Fe1 N8 164.52(12) . . ?
N4 Fe1 N8 102.05(12) . . ?
N5 Fe1 N8 93.42(12) . . ?
N2 Fe1 N8 92.75(12) . . ?
O2 Cl1 O1 111.1(2) . . ?
O2 Cl1 O4 108.1(2) . . ?
O1 Cl1 O4 109.1(2) . . ?
O2 Cl1 O3 110.0(2) . . ?
O1 Cl1 O3 108.9(2) . . ?
O4 Cl1 O3 109.6(2) . . ?
C4 N1 C3 120.5(3) . . ?
C4 N1 Fe1 117.6(2) . . ?
C3 N1 Fe1 120.2(2) . . ?
C7 N2 C5 105.6(3) . . ?
C7 N2 Fe1 141.3(3) . . ?
C5 N2 Fe1 112.3(2) . . ?
C7 N3 C6 109.1(3) . . ?
C7 N3 H3 125.5 . . ?
C6 N3 H3 125.5 . . ?
C9 N4 C8 120.2(3) . . ?
C9 N4 Fe1 116.8(3) . . ?
C8 N4 Fe1 120.3(2) . . ?
C12 N5 C10 106.5(3) . . ?
C12 N5 Fe1 141.3(3) . . ?
C10 N5 Fe1 112.2(2) . . ?
C11 N6 C12 108.5(3) . . ?
C11 N6 H6 125.7 . . ?
C12 N6 H6 125.7 . . ?
C14 N7 C13 119.8(3) . . ?
C14 N7 Fe1 117.6(2) . . ?
C13 N7 Fe1 120.5(2) . . ?
C17 N8 C15 105.6(3) . . ?
C17 N8 Fe1 141.7(3) . . ?
C15 N8 Fe1 112.3(2) . . ?
C17 N9 C16 109.2(3) . . ?
C17 N9 H9 125.4 . . ?
C16 N9 H9 125.4 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C8 C2 C13 110.2(3) . . ?
C8 C2 C1 108.9(3) . . ?
C13 C2 C1 109.1(3) . . ?
C8 C2 C3 109.9(3) . . ?
C13 C2 C3 109.7(3) . . ?
C1 C2 C3 109.1(3) . . ?
N1 C3 C2 109.1(3) . . ?
N1 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
N1 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
N1 C4 C5 114.5(3) . . ?
N1 C4 H4 122.8 . . ?
C5 C4 H4 122.8 . . ?
C6 C5 N2 109.5(3) . . ?
C6 C5 C4 136.4(4) . . ?
N2 C5 C4 114.1(3) . . ?
C5 C6 N3 105.3(3) . . ?
C5 C6 H6A 127.4 . . ?
N3 C6 H6A 127.4 . . ?
N2 C7 N3 110.5(3) . . ?
N2 C7 H7 124.8 . . ?
N3 C7 H7 124.8 . . ?
N4 C8 C2 109.0(3) . . ?
N4 C8 H8A 109.9 . . ?
C2 C8 H8A 109.9 . . ?
N4 C8 H8B 109.9 . . ?
C2 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
N4 C9 C10 115.0(3) . . ?
N4 C9 H9A 122.5 . . ?
C10 C9 H9A 122.5 . . ?
C11 C10 N5 108.2(3) . . ?
C11 C10 C9 137.1(4) . . ?
N5 C10 C9 114.6(3) . . ?
N6 C11 C10 106.7(4) . . ?
N6 C11 H11 126.6 . . ?
C10 C11 H11 126.6 . . ?
N5 C12 N6 110.0(4) . . ?
N5 C12 H12 125.0 . . ?
N6 C12 H12 125.0 . . ?
N7 C13 C2 109.2(3) . . ?
N7 C13 H13A 109.8 . . ?
C2 C13 H13A 109.8 . . ?
N7 C13 H13B 109.8 . . ?
C2 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
N7 C14 C15 114.9(3) . . ?
N7 C14 H14 122.5 . . ?
C15 C14 H14 122.5 . . ?
C16 C15 N8 109.7(3) . . ?
C16 C15 C14 136.2(4) . . ?
N8 C15 C14 114.0(3) . . ?
C15 C16 N9 105.2(3) . . ?
C15 C16 H16 127.4 . . ?
N9 C16 H16 127.4 . . ?
N8 C17 N9 110.3(3) . . ?
N8 C17 H17 124.8 . . ?
N9 C17 H17 124.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C3 C2 132.5(3) . . . . ?
Fe1 N1 C3 C2 -32.0(4) . . . . ?
C8 C2 C3 N1 78.3(4) . . . . ?
C13 C2 C3 N1 -43.0(4) . . . . ?
C1 C2 C3 N1 -162.4(3) . . . . ?
C3 N1 C4 C5 -170.3(3) . . . . ?
Fe1 N1 C4 C5 -5.5(4) . . . . ?
C7 N2 C5 C6 1.8(4) . . . . ?
Fe1 N2 C5 C6 173.8(2) . . . . ?
C7 N2 C5 C4 179.7(3) . . . . ?
Fe1 N2 C5 C4 -8.3(4) . . . . ?
N1 C4 C5 C6 -173.8(4) . . . . ?
N1 C4 C5 N2 9.0(5) . . . . ?
N2 C5 C6 N3 -1.6(4) . . . . ?
C4 C5 C6 N3 -178.9(4) . . . . ?
C7 N3 C6 C5 0.9(4) . . . . ?
C5 N2 C7 N3 -1.2(4) . . . . ?
Fe1 N2 C7 N3 -169.3(3) . . . . ?
C6 N3 C7 N2 0.2(5) . . . . ?
C9 N4 C8 C2 127.4(4) . . . . ?
Fe1 N4 C8 C2 -33.5(4) . . . . ?
C13 C2 C8 N4 79.0(3) . . . . ?
C1 C2 C8 N4 -161.5(3) . . . . ?
C3 C2 C8 N4 -42.0(4) . . . . ?
C8 N4 C9 C10 -168.0(3) . . . . ?
Fe1 N4 C9 C10 -6.5(4) . . . . ?
C12 N5 C10 C11 1.0(4) . . . . ?
Fe1 N5 C10 C11 178.7(3) . . . . ?
C12 N5 C10 C9 178.0(3) . . . . ?
Fe1 N5 C10 C9 -4.3(4) . . . . ?
N4 C9 C10 C11 -177.1(5) . . . . ?
N4 C9 C10 N5 7.1(5) . . . . ?
C12 N6 C11 C10 0.5(5) . . . . ?
N5 C10 C11 N6 -0.9(5) . . . . ?
C9 C10 C11 N6 -177.0(4) . . . . ?
C10 N5 C12 N6 -0.7(4) . . . . ?
Fe1 N5 C12 N6 -177.3(3) . . . . ?
C11 N6 C12 N5 0.1(4) . . . . ?
C14 N7 C13 C2 131.6(3) . . . . ?
Fe1 N7 C13 C2 -31.4(4) . . . . ?
C8 C2 C13 N7 -43.1(4) . . . . ?
C1 C2 C13 N7 -162.5(3) . . . . ?
C3 C2 C13 N7 78.0(4) . . . . ?
C13 N7 C14 C15 -167.5(3) . . . . ?
Fe1 N7 C14 C15 -4.0(4) . . . . ?
C17 N8 C15 C16 0.8(4) . . . . ?
Fe1 N8 C15 C16 175.3(2) . . . . ?
C17 N8 C15 C14 178.0(3) . . . . ?
Fe1 N8 C15 C14 -7.6(4) . . . . ?
N7 C14 C15 C16 -176.2(4) . . . . ?
N7 C14 C15 N8 7.7(4) . . . . ?
N8 C15 C16 N9 -0.8(4) . . . . ?
C14 C15 C16 N9 -177.0(4) . . . . ?
C17 N9 C16 C15 0.4(4) . . . . ?
C15 N8 C17 N9 -0.5(4) . . . . ?
Fe1 N8 C17 N9 -172.2(3) . . . . ?
C16 N9 C17 N8 0.1(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 Cl2 0.880 2.249 3.110(3) 165.8 4_556
N6 H6 Cl2 0.880 2.306 3.115(4) 152.8 3_566
N9 H9 Cl2 0.880 2.424 3.195(4) 146.5 .

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_FeH3LClO42
_database_code_depnum_ccdc_archive 'CCDC 1952412'
loop_
_audit_author_name
_audit_author_address
'Takayoshi Suzuki'
;Okayama University
Japan
;
_audit_update_record             
;
2019-11-23 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C17 H21 Fe N9 2+)2, (Cl O4 1-)4, H2 O'
_chemical_formula_sum            'C34 H44 Cl4 Fe2 N18 O17'
_chemical_formula_weight         1230.37

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'
Cl Cl 0.1484 0.1585 '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'
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'

_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                   10.2032(3)
_cell_length_b                   12.8833(5)
_cell_length_c                   19.1031(6)
_cell_angle_alpha                80.2128(17)
_cell_angle_beta                 79.7746(12)
_cell_angle_gamma                80.6301(16)
_cell_volume                     2412.38(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    192(2)
_cell_measurement_reflns_used    36193
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      30.09

_exptl_crystal_description       platelet
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_F_000             1260
_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    0.913
_shelx_estimated_absorpt_T_min   0.658
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6581
_exptl_absorpt_correction_T_max  0.8384
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      192(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            37308
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.017
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11031
_reflns_number_gt                9791
_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       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO (Rigaku, ????)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1086P)²+2.7608P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11031
_refine_ls_number_parameters     676
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.1719
_refine_ls_wR_factor_gt          0.1663
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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
Fe1 Fe 0.22729(4) 0.10958(3) 0.59415(2) 0.02760(11) Uani 1 1 d . . . . .
Fe2 Fe 0.09701(4) 0.27887(3) 0.91179(2) 0.03429(12) Uani 1 1 d . . . . .
Cl1 Cl -0.20903(9) 0.39200(7) 0.42543(4) 0.04864(19) Uani 1 1 d . . . . .
Cl2 Cl 0.35288(8) 0.42767(6) 0.34564(4) 0.04265(18) Uani 1 1 d . . . . .
Cl3 Cl 0.52986(9) 0.30754(7) 0.06662(6) 0.0556(2) Uani 1 1 d . . . . .
Cl4 Cl 0.26921(10) 0.00971(7) 0.19360(4) 0.0531(2) Uani 1 1 d . . . . .
O1 O -0.2347(4) 0.2867(3) 0.4474(2) 0.0869(11) Uani 1 1 d . . . . .
O2 O -0.2916(4) 0.4559(3) 0.4763(2) 0.0896(11) Uani 1 1 d . . . . .
O3 O -0.2340(6) 0.4294(5) 0.3553(2) 0.132(2) Uani 1 1 d . . . . .
O4 O -0.0728(3) 0.3998(3) 0.4296(2) 0.0900(11) Uani 1 1 d . . . . .
O5 O 0.4418(3) 0.3383(3) 0.3690(2) 0.0815(10) Uani 1 1 d . . . . .
O6 O 0.2252(3) 0.4195(2) 0.3884(3) 0.1043(16) Uani 1 1 d . . . . .
O7 O 0.3951(3) 0.5251(2) 0.35154(16) 0.0616(7) Uani 1 1 d . . . . .
O8 O 0.3462(6) 0.4262(3) 0.2724(2) 0.1190(18) Uani 1 1 d . . . . .
O9 O 0.6595(3) 0.2896(3) 0.0855(2) 0.0827(10) Uani 1 1 d . . . . .
O10 O 0.4391(4) 0.3824(3) 0.1005(3) 0.1043(14) Uani 1 1 d . . . . .
O11 O 0.4851(4) 0.2261(4) 0.0508(5) 0.190(4) Uani 1 1 d . . . . .
O12 O 0.5602(7) 0.3642(9) -0.0053(3) 0.215(5) Uani 1 1 d . . . . .
O13 O 0.3535(4) -0.0645(3) 0.2348(2) 0.0842(10) Uani 1 1 d . . . . .
O14 O 0.2510(5) 0.1116(3) 0.21630(18) 0.0908(12) Uani 1 1 d . . . . .
O15 O 0.1400(3) -0.0247(4) 0.20446(19) 0.0926(12) Uani 1 1 d . . . . .
O16 O 0.3228(3) 0.0151(3) 0.11825(14) 0.0604(7) Uani 1 1 d . . . . .
O17 O 0.0946(5) 0.3272(4) 0.27483(19) 0.0944(12) Uani 1 1 d . . . . .
N1 N 0.0725(2) 0.0347(2) 0.62452(13) 0.0342(5) Uani 1 1 d . . . . .
N2 N 0.0864(2) 0.23379(19) 0.59809(13) 0.0353(5) Uani 1 1 d . . . . .
N3 N -0.0619(3) 0.3770(2) 0.59270(16) 0.0523(7) Uani 1 1 d . . . . .
H3 H -0.0957 0.4447 0.5870 0.063 Uiso 1 1 calc R U . . .
N4 N 0.2578(2) 0.08079(19) 0.69300(12) 0.0336(5) Uani 1 1 d . . . . .
N5 N 0.3666(2) 0.20378(18) 0.58768(13) 0.0332(5) Uani 1 1 d . . . . .
N6 N 0.4936(3) 0.3284(2) 0.57980(17) 0.0462(6) Uani 1 1 d . . . . .
H6 H 0.5402 0.3809 0.5609 0.055 Uiso 1 1 calc R U . . .
N7 N 0.3313(2) -0.02765(18) 0.58030(13) 0.0329(5) Uani 1 1 d . . . . .
N8 N 0.2346(2) 0.11875(19) 0.48947(12) 0.0332(5) Uani 1 1 d . . . . .
N9 N 0.2401(3) 0.1410(3) 0.37314(14) 0.0492(7) Uani 1 1 d . . . . .
H9 H 0.2247 0.1706 0.3298 0.059 Uiso 1 1 calc R U . . .
N10 N -0.0225(3) 0.1745(2) 0.92029(13) 0.0372(5) Uani 1 1 d . . . . .
N11 N 0.2321(3) 0.1490(2) 0.91426(13) 0.0423(6) Uani 1 1 d . . . . .
N12 N 0.3877(3) 0.0100(3) 0.92063(17) 0.0595(8) Uani 1 1 d . . . . .
H12 H 0.4676 -0.0278 0.9213 0.071 Uiso 1 1 calc R U . . .
N13 N 0.0820(3) 0.3078(2) 0.81015(13) 0.0378(5) Uani 1 1 d . . . . .
N14 N 0.2360(3) 0.3754(2) 0.87918(14) 0.0401(5) Uani 1 1 d . . . . .
N15 N 0.3914(3) 0.4806(3) 0.84821(18) 0.0526(7) Uani 1 1 d . . . . .
H15 H 0.4552 0.5168 0.8520 0.063 Uiso 1 1 calc R U . . .
N16 N -0.0653(2) 0.38196(19) 0.92574(13) 0.0356(5) Uani 1 1 d . . . . .
N17 N 0.0910(3) 0.2886(2) 1.01474(13) 0.0385(5) Uani 1 1 d . . . . .
N18 N 0.0978(3) 0.2987(3) 1.12703(14) 0.0497(7) Uani 1 1 d . . . . .
H18 H 0.1256 0.2863 1.1691 0.060 Uiso 1 1 calc R U . . .
C1 C 0.2044(4) -0.2059(3) 0.7473(2) 0.0596(9) Uani 1 1 d . . . . .
H1A H 0.2058 -0.2638 0.7199 0.071 Uiso 1 1 calc R U . . .
H1B H 0.2819 -0.2206 0.7731 0.071 Uiso 1 1 calc R U . . .
H1C H 0.1212 -0.2001 0.7819 0.071 Uiso 1 1 calc R U . . .
C2 C 0.2114(3) -0.1013(2) 0.69592(17) 0.0403(6) Uani 1 1 d . . . . .
C3 C 0.0904(3) -0.0781(2) 0.65488(17) 0.0400(6) Uani 1 1 d . . . . .
H3A H 0.1061 -0.1224 0.6159 0.048 Uiso 1 1 calc R U . . .
H3B H 0.0082 -0.0957 0.6880 0.048 Uiso 1 1 calc R U . . .
C4 C -0.0436(3) 0.0917(3) 0.63097(16) 0.0406(6) Uani 1 1 d . . . . .
H4 H -0.1247 0.0616 0.6467 0.049 Uiso 1 1 calc R U . . .
C5 C -0.0414(3) 0.2044(3) 0.61264(16) 0.0401(6) Uani 1 1 d . . . . .
C6 C -0.1339(4) 0.2947(3) 0.60982(19) 0.0533(9) Uani 1 1 d . . . . .
H6A H -0.2291 0.2984 0.6182 0.064 Uiso 1 1 calc R U . . .
C7 C 0.0702(4) 0.3387(3) 0.58570(17) 0.0437(7) Uani 1 1 d . . . . .
H7 H 0.1412 0.3811 0.5736 0.052 Uiso 1 1 calc R U . . .
C8 C 0.2092(3) -0.0119(3) 0.73998(16) 0.0417(6) Uani 1 1 d . . . . .
H8A H 0.1163 0.0083 0.7639 0.050 Uiso 1 1 calc R U . . .
H8B H 0.2669 -0.0371 0.7777 0.050 Uiso 1 1 calc R U . . .
C9 C 0.3428(3) 0.1299(3) 0.71148(16) 0.0395(6) Uani 1 1 d . . . . .
H9A H 0.3665 0.1170 0.7584 0.047 Uiso 1 1 calc R U . . .
C10 C 0.3991(3) 0.2061(2) 0.65524(16) 0.0374(6) Uani 1 1 d . . . . .
C11 C 0.4788(3) 0.2836(3) 0.6498(2) 0.0473(7) Uani 1 1 d . . . . .
H11 H 0.5162 0.3022 0.6873 0.057 Uiso 1 1 calc R U . . .
C12 C 0.4247(3) 0.2790(2) 0.54369(18) 0.0398(6) Uani 1 1 d . . . . .
H12A H 0.4193 0.2962 0.4938 0.048 Uiso 1 1 calc R U . . .
C13 C 0.3441(3) -0.1116(2) 0.64202(17) 0.0397(6) Uani 1 1 d . . . . .
H13A H 0.4205 -0.1040 0.6654 0.048 Uiso 1 1 calc R U . . .
H13B H 0.3608 -0.1823 0.6259 0.048 Uiso 1 1 calc R U . . .
C14 C 0.3568(3) -0.0516(2) 0.51591(17) 0.0384(6) Uani 1 1 d . . . . .
H14 H 0.4020 -0.1188 0.5051 0.046 Uiso 1 1 calc R U . . .
C15 C 0.3115(3) 0.0314(2) 0.46221(15) 0.0361(6) Uani 1 1 d . . . . .
C16 C 0.3155(3) 0.0456(3) 0.38915(17) 0.0463(7) Uani 1 1 d . . . . .
H16 H 0.3614 -0.0013 0.3566 0.056 Uiso 1 1 calc R U . . .
C17 C 0.1926(3) 0.1833(3) 0.43404(16) 0.0425(7) Uani 1 1 d . . . . .
H17 H 0.1371 0.2497 0.4367 0.051 Uiso 1 1 calc R U . . .
C18 C -0.2894(4) 0.3104(3) 0.8106(2) 0.0528(8) Uani 1 1 d . . . . .
H18A H -0.2910 0.2445 0.7919 0.063 Uiso 1 1 calc R U . . .
H18B H -0.3680 0.3222 0.8476 0.063 Uiso 1 1 calc R U . . .
H18C H -0.2913 0.3702 0.7714 0.063 Uiso 1 1 calc R U . . .
C19 C -0.1612(3) 0.3015(2) 0.84350(16) 0.0395(6) Uani 1 1 d . . . . .
C20 C -0.1612(3) 0.2074(2) 0.90567(17) 0.0402(6) Uani 1 1 d . . . . .
H20A H -0.2200 0.2292 0.9492 0.048 Uiso 1 1 calc R U . . .
H20B H -0.1957 0.1473 0.8921 0.048 Uiso 1 1 calc R U . . .
C21 C 0.0298(3) 0.0757(2) 0.92226(16) 0.0422(7) Uani 1 1 d . . . . .
H21 H -0.0215 0.0201 0.9230 0.051 Uiso 1 1 calc R U . . .
C22 C 0.1720(3) 0.0576(3) 0.92319(16) 0.0448(7) Uani 1 1 d . . . . .
C23 C 0.2702(4) -0.0299(3) 0.92683(19) 0.0554(9) Uani 1 1 d . . . . .
H23 H 0.2581 -0.1025 0.9325 0.067 Uiso 1 1 calc R U . . .
C24 C 0.3617(4) 0.1177(3) 0.91330(19) 0.0541(9) Uani 1 1 d . . . . .
H24 H 0.4276 0.1638 0.9082 0.065 Uiso 1 1 calc R U . . .
C25 C -0.0354(3) 0.2821(3) 0.78537(16) 0.0423(7) Uani 1 1 d . . . . .
H25A H -0.0202 0.2069 0.7774 0.051 Uiso 1 1 calc R U . . .
H25B H -0.0498 0.3275 0.7393 0.051 Uiso 1 1 calc R U . . .
C26 C 0.1549(3) 0.3742(3) 0.77033(16) 0.0437(7) Uani 1 1 d . . . . .
H26 H 0.1479 0.3972 0.7210 0.052 Uiso 1 1 calc R U . . .
C27 C 0.2478(3) 0.4114(3) 0.80567(17) 0.0429(7) Uani 1 1 d . . . . .
C28 C 0.3434(3) 0.4777(3) 0.7861(2) 0.0504(8) Uani 1 1 d . . . . .
H28 H 0.3709 0.5140 0.7394 0.060 Uiso 1 1 calc R U . . .
C29 C 0.3247(3) 0.4192(3) 0.90226(19) 0.0464(7) Uani 1 1 d . . . . .
H29 H 0.3398 0.4088 0.9508 0.056 Uiso 1 1 calc R U . . .
C30 C -0.1578(3) 0.4052(2) 0.87322(17) 0.0403(6) Uani 1 1 d . . . . .
H30A H -0.1273 0.4603 0.8336 0.048 Uiso 1 1 calc R U . . .
H30B H -0.2489 0.4321 0.8963 0.048 Uiso 1 1 calc R U . . .
C31 C -0.1052(3) 0.4056(2) 0.98945(16) 0.0384(6) Uani 1 1 d . . . . .
H31 H -0.1871 0.4500 1.0019 0.046 Uiso 1 1 calc R U . . .
C32 C -0.0167(3) 0.3598(2) 1.04036(16) 0.0388(6) Uani 1 1 d . . . . .
C33 C -0.0124(4) 0.3662(3) 1.11061(17) 0.0458(7) Uani 1 1 d . . . . .
H33 H -0.0736 0.4088 1.1413 0.055 Uiso 1 1 calc R U . . .
C34 C 0.1581(4) 0.2535(3) 1.06895(17) 0.0468(7) Uani 1 1 d . . . . .
H34 H 0.2376 0.2034 1.0672 0.056 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 N4 1.932(2) . ?
Fe1 N1 1.934(2) . ?
Fe1 N7 1.942(2) . ?
Fe1 N2 1.972(2) . ?
Fe1 N8 1.972(2) . ?
Fe1 N5 1.989(2) . ?
Fe2 N10 1.927(3) . ?
Fe2 N13 1.942(2) . ?
Fe2 N16 1.955(2) . ?
Fe2 N17 1.981(2) . ?
Fe2 N14 1.986(3) . ?
Fe2 N11 1.987(3) . ?
Cl1 O3 1.398(4) . ?
Cl1 O1 1.402(3) . ?
Cl1 O4 1.427(3) . ?
Cl1 O2 1.445(4) . ?
Cl2 O5 1.407(3) . ?
Cl2 O8 1.415(4) . ?
Cl2 O6 1.418(3) . ?
Cl2 O7 1.420(3) . ?
Cl3 O11 1.309(4) . ?
Cl3 O10 1.383(4) . ?
Cl3 O9 1.405(3) . ?
Cl3 O12 1.448(7) . ?
Cl4 O13 1.410(4) . ?
Cl4 O14 1.425(3) . ?
Cl4 O15 1.428(4) . ?
Cl4 O16 1.440(3) . ?
N1 C4 1.286(4) . ?
N1 C3 1.465(4) . ?
N2 C7 1.320(4) . ?
N2 C5 1.385(4) . ?
N3 C7 1.349(5) . ?
N3 C6 1.350(5) . ?
N3 H3 0.8800 . ?
N4 C9 1.281(4) . ?
N4 C8 1.466(4) . ?
N5 C12 1.315(4) . ?
N5 C10 1.395(4) . ?
N6 C11 1.355(5) . ?
N6 C12 1.357(4) . ?
N6 H6 0.8800 . ?
N7 C14 1.290(4) . ?
N7 C13 1.467(4) . ?
N8 C17 1.319(4) . ?
N8 C15 1.385(4) . ?
N9 C17 1.347(4) . ?
N9 C16 1.358(5) . ?
N9 H9 0.8800 . ?
N10 C21 1.294(4) . ?
N10 C20 1.471(4) . ?
N11 C24 1.316(4) . ?
N11 C22 1.387(5) . ?
N12 C23 1.357(6) . ?
N12 C24 1.358(5) . ?
N12 H12 0.8800 . ?
N13 C26 1.284(4) . ?
N13 C25 1.467(4) . ?
N14 C29 1.313(4) . ?
N14 C27 1.392(4) . ?
N15 C29 1.342(5) . ?
N15 C28 1.370(5) . ?
N15 H15 0.8800 . ?
N16 C31 1.284(4) . ?
N16 C30 1.460(4) . ?
N17 C34 1.318(4) . ?
N17 C32 1.386(4) . ?
N18 C34 1.345(5) . ?
N18 C33 1.354(5) . ?
N18 H18 0.8800 . ?
C1 C2 1.531(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C8 1.532(5) . ?
C2 C3 1.540(4) . ?
C2 C13 1.550(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.437(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.373(4) . ?
C6 H6A 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.433(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.367(4) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.430(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.371(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.529(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C30 1.545(4) . ?
C19 C20 1.547(4) . ?
C19 C25 1.558(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.434(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.382(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.439(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.361(5) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.432(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.367(4) . ?
C33 H33 0.9500 . ?
C34 H34 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
N4 Fe1 N1 87.47(10) . . ?
N4 Fe1 N7 88.12(10) . . ?
N1 Fe1 N7 86.71(10) . . ?
N4 Fe1 N2 100.59(10) . . ?
N1 Fe1 N2 81.54(10) . . ?
N7 Fe1 N2 164.99(10) . . ?
N4 Fe1 N8 167.32(10) . . ?
N1 Fe1 N8 97.92(10) . . ?
N7 Fe1 N8 80.78(10) . . ?
N2 Fe1 N8 91.59(10) . . ?
N4 Fe1 N5 81.00(10) . . ?
N1 Fe1 N5 164.14(10) . . ?
N7 Fe1 N5 103.64(10) . . ?
N2 Fe1 N5 89.88(10) . . ?
N8 Fe1 N5 95.61(10) . . ?
N10 Fe2 N13 86.95(11) . . ?
N10 Fe2 N16 86.27(11) . . ?
N13 Fe2 N16 86.38(10) . . ?
N10 Fe2 N17 99.96(10) . . ?
N13 Fe2 N17 165.02(11) . . ?
N16 Fe2 N17 80.88(10) . . ?
N10 Fe2 N14 165.76(11) . . ?
N13 Fe2 N14 81.20(11) . . ?
N16 Fe2 N14 100.75(11) . . ?
N17 Fe2 N14 93.42(11) . . ?
N10 Fe2 N11 81.28(11) . . ?
N13 Fe2 N11 100.79(10) . . ?
N16 Fe2 N11 165.23(11) . . ?
N17 Fe2 N11 93.43(11) . . ?
N14 Fe2 N11 93.15(12) . . ?
O3 Cl1 O1 111.7(3) . . ?
O3 Cl1 O4 109.3(3) . . ?
O1 Cl1 O4 110.2(3) . . ?
O3 Cl1 O2 111.6(3) . . ?
O1 Cl1 O2 107.5(2) . . ?
O4 Cl1 O2 106.4(3) . . ?
O5 Cl2 O8 107.9(3) . . ?
O5 Cl2 O6 107.7(2) . . ?
O8 Cl2 O6 110.7(3) . . ?
O5 Cl2 O7 112.8(2) . . ?
O8 Cl2 O7 108.4(2) . . ?
O6 Cl2 O7 109.32(19) . . ?
O11 Cl3 O10 118.6(3) . . ?
O11 Cl3 O9 116.9(3) . . ?
O10 Cl3 O9 115.8(3) . . ?
O11 Cl3 O12 99.0(6) . . ?
O10 Cl3 O12 102.0(4) . . ?
O9 Cl3 O12 98.8(3) . . ?
O13 Cl4 O14 110.9(2) . . ?
O13 Cl4 O15 108.8(3) . . ?
O14 Cl4 O15 107.4(3) . . ?
O13 Cl4 O16 110.3(2) . . ?
O14 Cl4 O16 111.3(2) . . ?
O15 Cl4 O16 108.05(19) . . ?
C4 N1 C3 121.5(3) . . ?
C4 N1 Fe1 116.9(2) . . ?
C3 N1 Fe1 119.93(18) . . ?
C7 N2 C5 106.3(3) . . ?
C7 N2 Fe1 141.4(2) . . ?
C5 N2 Fe1 112.0(2) . . ?
C7 N3 C6 109.0(3) . . ?
C7 N3 H3 125.5 . . ?
C6 N3 H3 125.5 . . ?
C9 N4 C8 120.6(3) . . ?
C9 N4 Fe1 118.3(2) . . ?
C8 N4 Fe1 119.54(19) . . ?
C12 N5 C10 106.1(2) . . ?
C12 N5 Fe1 141.4(2) . . ?
C10 N5 Fe1 111.24(19) . . ?
C11 N6 C12 108.8(3) . . ?
C11 N6 H6 125.6 . . ?
C12 N6 H6 125.6 . . ?
C14 N7 C13 119.9(3) . . ?
C14 N7 Fe1 117.5(2) . . ?
C13 N7 Fe1 120.00(19) . . ?
C17 N8 C15 106.3(3) . . ?
C17 N8 Fe1 140.9(2) . . ?
C15 N8 Fe1 112.71(19) . . ?
C17 N9 C16 109.3(3) . . ?
C17 N9 H9 125.4 . . ?
C16 N9 H9 125.4 . . ?
C21 N10 C20 119.9(3) . . ?
C21 N10 Fe2 117.9(2) . . ?
C20 N10 Fe2 120.32(19) . . ?
C24 N11 C22 106.5(3) . . ?
C24 N11 Fe2 141.8(3) . . ?
C22 N11 Fe2 111.6(2) . . ?
C23 N12 C24 108.9(3) . . ?
C23 N12 H12 125.6 . . ?
C24 N12 H12 125.6 . . ?
C26 N13 C25 120.2(3) . . ?
C26 N13 Fe2 117.2(2) . . ?
C25 N13 Fe2 119.9(2) . . ?
C29 N14 C27 105.4(3) . . ?
C29 N14 Fe2 142.5(2) . . ?
C27 N14 Fe2 112.1(2) . . ?
C29 N15 C28 108.7(3) . . ?
C29 N15 H15 125.6 . . ?
C28 N15 H15 125.6 . . ?
C31 N16 C30 119.9(3) . . ?
C31 N16 Fe2 117.1(2) . . ?
C30 N16 Fe2 120.45(19) . . ?
C34 N17 C32 105.8(3) . . ?
C34 N17 Fe2 141.9(2) . . ?
C32 N17 Fe2 112.29(19) . . ?
C34 N18 C33 109.3(3) . . ?
C34 N18 H18 125.3 . . ?
C33 N18 H18 125.3 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C8 108.6(3) . . ?
C1 C2 C3 109.7(3) . . ?
C8 C2 C3 110.1(3) . . ?
C1 C2 C13 108.7(3) . . ?
C8 C2 C13 110.0(3) . . ?
C3 C2 C13 109.8(3) . . ?
N1 C3 C2 109.2(2) . . ?
N1 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
N1 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
N1 C4 C5 115.0(3) . . ?
N1 C4 H4 122.5 . . ?
C5 C4 H4 122.5 . . ?
C6 C5 N2 108.7(3) . . ?
C6 C5 C4 137.0(3) . . ?
N2 C5 C4 114.1(2) . . ?
N3 C6 C5 105.9(3) . . ?
N3 C6 H6A 127.1 . . ?
C5 C6 H6A 127.1 . . ?
N2 C7 N3 110.1(3) . . ?
N2 C7 H7 124.9 . . ?
N3 C7 H7 124.9 . . ?
N4 C8 C2 110.0(2) . . ?
N4 C8 H8A 109.7 . . ?
C2 C8 H8A 109.7 . . ?
N4 C8 H8B 109.7 . . ?
C2 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N4 C9 C10 114.2(3) . . ?
N4 C9 H9A 122.9 . . ?
C10 C9 H9A 122.9 . . ?
C11 C10 N5 109.0(3) . . ?
C11 C10 C9 136.4(3) . . ?
N5 C10 C9 114.6(2) . . ?
N6 C11 C10 105.9(3) . . ?
N6 C11 H11 127.1 . . ?
C10 C11 H11 127.1 . . ?
N5 C12 N6 110.2(3) . . ?
N5 C12 H12A 124.9 . . ?
N6 C12 H12A 124.9 . . ?
N7 C13 C2 108.3(2) . . ?
N7 C13 H13A 110.0 . . ?
C2 C13 H13A 110.0 . . ?
N7 C13 H13B 110.0 . . ?
C2 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
N7 C14 C15 114.5(3) . . ?
N7 C14 H14 122.8 . . ?
C15 C14 H14 122.8 . . ?
C16 C15 N8 109.1(3) . . ?
C16 C15 C14 136.6(3) . . ?
N8 C15 C14 114.1(2) . . ?
N9 C16 C15 105.4(3) . . ?
N9 C16 H16 127.3 . . ?
C15 C16 H16 127.3 . . ?
N8 C17 N9 110.0(3) . . ?
N8 C17 H17 125.0 . . ?
N9 C17 H17 125.0 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C18 C19 C30 109.8(3) . . ?
C18 C19 C20 108.5(3) . . ?
C30 C19 C20 109.4(2) . . ?
C18 C19 C25 110.0(3) . . ?
C30 C19 C25 109.3(3) . . ?
C20 C19 C25 109.9(2) . . ?
N10 C20 C19 108.5(2) . . ?
N10 C20 H20A 110.0 . . ?
C19 C20 H20A 110.0 . . ?
N10 C20 H20B 110.0 . . ?
C19 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?
N10 C21 C22 114.1(3) . . ?
N10 C21 H21 123.0 . . ?
C22 C21 H21 123.0 . . ?
C23 C22 N11 108.9(3) . . ?
C23 C22 C21 136.2(4) . . ?
N11 C22 C21 114.8(3) . . ?
N12 C23 C22 105.5(4) . . ?
N12 C23 H23 127.2 . . ?
C22 C23 H23 127.2 . . ?
N11 C24 N12 110.2(4) . . ?
N11 C24 H24 124.9 . . ?
N12 C24 H24 124.9 . . ?
N13 C25 C19 108.8(2) . . ?
N13 C25 H25A 109.9 . . ?
C19 C25 H25A 109.9 . . ?
N13 C25 H25B 109.9 . . ?
C19 C25 H25B 109.9 . . ?
H25A C25 H25B 108.3 . . ?
N13 C26 C27 115.3(3) . . ?
N13 C26 H26 122.4 . . ?
C27 C26 H26 122.4 . . ?
C28 C27 N14 109.9(3) . . ?
C28 C27 C26 136.1(3) . . ?
N14 C27 C26 114.0(3) . . ?
C27 C28 N15 105.0(3) . . ?
C27 C28 H28 127.5 . . ?
N15 C28 H28 127.5 . . ?
N14 C29 N15 111.0(3) . . ?
N14 C29 H29 124.5 . . ?
N15 C29 H29 124.5 . . ?
N16 C30 C19 108.2(2) . . ?
N16 C30 H30A 110.0 . . ?
C19 C30 H30A 110.0 . . ?
N16 C30 H30B 110.0 . . ?
C19 C30 H30B 110.0 . . ?
H30A C30 H30B 108.4 . . ?
N16 C31 C32 114.8(3) . . ?
N16 C31 H31 122.6 . . ?
C32 C31 H31 122.6 . . ?
C33 C32 N17 109.5(3) . . ?
C33 C32 C31 135.9(3) . . ?
N17 C32 C31 114.6(3) . . ?
N18 C33 C32 105.2(3) . . ?
N18 C33 H33 127.4 . . ?
C32 C33 H33 127.4 . . ?
N17 C34 N18 110.2(3) . . ?
N17 C34 H34 124.9 . . ?
N18 C34 H34 124.9 . . ?

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
C4 N1 C3 C2 -132.9(3) . . . . ?
Fe1 N1 C3 C2 32.2(3) . . . . ?
C1 C2 C3 N1 161.7(3) . . . . ?
C8 C2 C3 N1 42.3(3) . . . . ?
C13 C2 C3 N1 -78.9(3) . . . . ?
C3 N1 C4 C5 167.1(3) . . . . ?
Fe1 N1 C4 C5 1.5(3) . . . . ?
C7 N2 C5 C6 -1.1(3) . . . . ?
Fe1 N2 C5 C6 -176.0(2) . . . . ?
C7 N2 C5 C4 -177.2(3) . . . . ?
Fe1 N2 C5 C4 7.9(3) . . . . ?
N1 C4 C5 C6 179.1(4) . . . . ?
N1 C4 C5 N2 -6.3(4) . . . . ?
C7 N3 C6 C5 -0.4(4) . . . . ?
N2 C5 C6 N3 0.9(4) . . . . ?
C4 C5 C6 N3 175.7(3) . . . . ?
C5 N2 C7 N3 0.8(3) . . . . ?
Fe1 N2 C7 N3 173.3(2) . . . . ?
C6 N3 C7 N2 -0.3(4) . . . . ?
C9 N4 C8 C2 -134.4(3) . . . . ?
Fe1 N4 C8 C2 31.2(3) . . . . ?
C1 C2 C8 N4 162.1(3) . . . . ?
C3 C2 C8 N4 -77.8(3) . . . . ?
C13 C2 C8 N4 43.3(3) . . . . ?
C8 N4 C9 C10 169.3(3) . . . . ?
Fe1 N4 C9 C10 3.5(4) . . . . ?
C12 N5 C10 C11 -0.6(3) . . . . ?
Fe1 N5 C10 C11 -170.8(2) . . . . ?
C12 N5 C10 C9 179.2(3) . . . . ?
Fe1 N5 C10 C9 9.0(3) . . . . ?
N4 C9 C10 C11 171.3(4) . . . . ?
N4 C9 C10 N5 -8.4(4) . . . . ?
C12 N6 C11 C10 -0.1(4) . . . . ?
N5 C10 C11 N6 0.4(4) . . . . ?
C9 C10 C11 N6 -179.2(3) . . . . ?
C10 N5 C12 N6 0.5(3) . . . . ?
Fe1 N5 C12 N6 165.7(2) . . . . ?
C11 N6 C12 N5 -0.2(4) . . . . ?
C14 N7 C13 C2 -127.9(3) . . . . ?
Fe1 N7 C13 C2 33.6(3) . . . . ?
C1 C2 C13 N7 162.1(3) . . . . ?
C8 C2 C13 N7 -79.2(3) . . . . ?
C3 C2 C13 N7 42.1(3) . . . . ?
C13 N7 C14 C15 166.1(2) . . . . ?
Fe1 N7 C14 C15 4.2(3) . . . . ?
C17 N8 C15 C16 0.5(3) . . . . ?
Fe1 N8 C15 C16 -177.80(19) . . . . ?
C17 N8 C15 C14 -175.2(2) . . . . ?
Fe1 N8 C15 C14 6.5(3) . . . . ?
N7 C14 C15 C16 178.9(3) . . . . ?
N7 C14 C15 N8 -7.0(4) . . . . ?
C17 N9 C16 C15 0.2(3) . . . . ?
N8 C15 C16 N9 -0.5(3) . . . . ?
C14 C15 C16 N9 173.8(3) . . . . ?
C15 N8 C17 N9 -0.4(3) . . . . ?
Fe1 N8 C17 N9 177.2(2) . . . . ?
C16 N9 C17 N8 0.1(4) . . . . ?
C21 N10 C20 C19 -128.0(3) . . . . ?
Fe2 N10 C20 C19 35.7(3) . . . . ?
C18 C19 C20 N10 160.2(3) . . . . ?
C30 C19 C20 N10 -80.0(3) . . . . ?
C25 C19 C20 N10 40.0(3) . . . . ?
C20 N10 C21 C22 168.7(3) . . . . ?
Fe2 N10 C21 C22 4.5(3) . . . . ?
C24 N11 C22 C23 -0.6(4) . . . . ?
Fe2 N11 C22 C23 -178.1(2) . . . . ?
C24 N11 C22 C21 -177.3(3) . . . . ?
Fe2 N11 C22 C21 5.3(3) . . . . ?
N10 C21 C22 C23 178.1(4) . . . . ?
N10 C21 C22 N11 -6.4(4) . . . . ?
C24 N12 C23 C22 -0.2(4) . . . . ?
N11 C22 C23 N12 0.5(4) . . . . ?
C21 C22 C23 N12 176.1(3) . . . . ?
C22 N11 C24 N12 0.5(4) . . . . ?
Fe2 N11 C24 N12 176.7(3) . . . . ?
C23 N12 C24 N11 -0.2(4) . . . . ?
C26 N13 C25 C19 -125.9(3) . . . . ?
Fe2 N13 C25 C19 34.9(3) . . . . ?
C18 C19 C25 N13 161.9(3) . . . . ?
C30 C19 C25 N13 41.3(3) . . . . ?
C20 C19 C25 N13 -78.7(3) . . . . ?
C25 N13 C26 C27 166.7(3) . . . . ?
Fe2 N13 C26 C27 5.4(4) . . . . ?
C29 N14 C27 C28 -0.7(4) . . . . ?
Fe2 N14 C27 C28 179.6(2) . . . . ?
C29 N14 C27 C26 -178.3(3) . . . . ?
Fe2 N14 C27 C26 2.0(3) . . . . ?
N13 C26 C27 C28 178.4(4) . . . . ?
N13 C26 C27 N14 -4.8(4) . . . . ?
N14 C27 C28 N15 0.9(4) . . . . ?
C26 C27 C28 N15 177.7(4) . . . . ?
C29 N15 C28 C27 -0.7(4) . . . . ?
C27 N14 C29 N15 0.2(4) . . . . ?
Fe2 N14 C29 N15 179.8(3) . . . . ?
C28 N15 C29 N14 0.4(4) . . . . ?
C31 N16 C30 C19 -125.9(3) . . . . ?
Fe2 N16 C30 C19 35.3(3) . . . . ?
C18 C19 C30 N16 159.6(3) . . . . ?
C20 C19 C30 N16 40.6(3) . . . . ?
C25 C19 C30 N16 -79.7(3) . . . . ?
C30 N16 C31 C32 167.5(3) . . . . ?
Fe2 N16 C31 C32 5.6(3) . . . . ?
C34 N17 C32 C33 0.0(4) . . . . ?
Fe2 N17 C32 C33 -177.6(2) . . . . ?
C34 N17 C32 C31 -178.5(3) . . . . ?
Fe2 N17 C32 C31 3.9(3) . . . . ?
N16 C31 C32 C33 175.8(3) . . . . ?
N16 C31 C32 N17 -6.3(4) . . . . ?
C34 N18 C33 C32 0.2(4) . . . . ?
N17 C32 C33 N18 -0.1(4) . . . . ?
C31 C32 C33 N18 177.9(3) . . . . ?
C32 N17 C34 N18 0.2(4) . . . . ?
Fe2 N17 C34 N18 176.5(3) . . . . ?
C33 N18 C34 N17 -0.2(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O6 0.880 2.082 2.910(4) 156.4 2_566
N6 H6 O7 0.880 2.458 2.940(5) 114.9 2_666
N9 H9 O14 0.880 2.374 3.064(5) 135.4 .
N12 H12 O16 0.880 2.161 2.894(4) 140.4 2_656
N15 H15 O10 0.880 2.208 3.041(6) 157.9 2_666
N18 H18 O17 0.880 2.130 2.902(5) 146.1 1_556

_refine_diff_density_max         1.999
_refine_diff_density_min         -0.784
_refine_diff_density_rms         0.106

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

data_NiH3LClO4Cl
_database_code_depnum_ccdc_archive 'CCDC 1952410'
loop_
_audit_author_name
_audit_author_address
'Takayoshi Suzuki'
;Okayama University
Japan
;
_audit_update_record             
;
2019-12-03 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 N9 Ni 2+, Cl O4 1-, Cl 1-'
_chemical_formula_sum            'C17 H21 Cl2 N9 Ni O4'
_chemical_formula_weight         545.04

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 '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                   9.4888(7)
_cell_length_b                   14.7278(9)
_cell_length_c                   15.9298(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2226.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    192(2)
_cell_measurement_reflns_used    19969
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.46

_exptl_crystal_description       platelet
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.157
_shelx_estimated_absorpt_T_min   0.687
_shelx_estimated_absorpt_T_max   0.893
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_T_max  0.891
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      192(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            21638
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.048
_diffrn_reflns_theta_max         27.461
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5069
_reflns_number_gt                4872
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_max     0.993
_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.
 
 _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       'RAPID AUTO'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0301P)²+0.0674P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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 2001 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5069
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0242
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0553
_refine_ls_wR_factor_gt          0.0548
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
Ni1 Ni 0.43506(3) 0.26004(2) 0.71027(2) 0.02215(8) Uani 1 1 d . . . . .
Cl1 Cl 0.92837(6) 0.11693(4) 0.88319(4) 0.03219(13) Uani 1 1 d . . . . .
Cl2 Cl 1.01888(6) -0.02974(4) 0.61101(3) 0.02776(12) Uani 1 1 d . . . . .
O1 O 0.8105(2) 0.06130(13) 0.90717(16) 0.0529(6) Uani 1 1 d . . . . .
O2 O 0.8785(2) 0.20624(12) 0.86084(14) 0.0474(5) Uani 1 1 d . . . . .
O3 O 1.0243(3) 0.12289(18) 0.95149(15) 0.0677(7) Uani 1 1 d . . . . .
O4 O 0.9969(3) 0.07799(15) 0.81144(15) 0.0634(7) Uani 1 1 d . . . . .
N1 N 0.2923(2) 0.17039(12) 0.65311(12) 0.0249(4) Uani 1 1 d . . . . .
N2 N 0.5700(2) 0.15549(12) 0.67179(12) 0.0273(4) Uani 1 1 d . . . . .
N3 N 0.7152(2) 0.04265(14) 0.64540(14) 0.0371(5) Uani 1 1 d . . . . .
H7 H 0.7939 0.0111 0.6427 0.044 Uiso 1 1 calc R U . . .
N4 N 0.39373(19) 0.34008(12) 0.60425(12) 0.0249(4) Uani 1 1 d . . . . .
N5 N 0.5934(2) 0.35777(12) 0.72016(12) 0.0267(4) Uani 1 1 d . . . . .
N6 N 0.7711(2) 0.45265(13) 0.73142(13) 0.0324(5) Uani 1 1 d . . . . .
H9 H 0.8476 0.4786 0.7515 0.039 Uiso 1 1 calc R U . . .
N7 N 0.2498(2) 0.31890(12) 0.75653(12) 0.0249(4) Uani 1 1 d . . . . .
N8 N 0.4410(2) 0.21715(12) 0.83437(12) 0.0268(4) Uani 1 1 d . . . . .
N9 N 0.4490(2) 0.16352(13) 0.96243(12) 0.0341(5) Uani 1 1 d . . . . .
H8 H 0.4807 0.1351 1.0072 0.041 Uiso 1 1 calc R U . . .
C1 C -0.0013(3) 0.32254(16) 0.57308(16) 0.0324(5) Uani 1 1 d . . . . .
H1A H -0.0788 0.2968 0.6061 0.039 Uiso 1 1 calc R U . . .
H1B H -0.0013 0.2955 0.5169 0.039 Uiso 1 1 calc R U . . .
H1C H -0.0138 0.3884 0.5684 0.039 Uiso 1 1 calc R U . . .
C2 C 0.1401(2) 0.30199(15) 0.61688(15) 0.0254(4) Uani 1 1 d . . . . .
C3 C 0.1473(3) 0.19844(15) 0.63354(16) 0.0290(5) Uani 1 1 d . . . . .
H3A H 0.0847 0.1828 0.6811 0.035 Uiso 1 1 calc R U . . .
H3B H 0.1137 0.1652 0.5834 0.035 Uiso 1 1 calc R U . . .
C4 C 0.3465(3) 0.09907(15) 0.62034(15) 0.0284(5) Uani 1 1 d . . . . .
H4 H 0.2918 0.0579 0.5881 0.034 Uiso 1 1 calc R U . . .
C5 C 0.4959(3) 0.08428(15) 0.63492(15) 0.0281(5) Uani 1 1 d . . . . .
C6 C 0.5866(3) 0.01458(16) 0.61788(16) 0.0357(6) Uani 1 1 d . . . . .
H6 H 0.5644 -0.0418 0.5921 0.043 Uiso 1 1 calc R U . . .
C7 C 0.7017(3) 0.12739(17) 0.67763(16) 0.0334(5) Uani 1 1 d . . . . .
H7A H 0.7766 0.1618 0.7012 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2607(2) 0.33273(15) 0.55825(14) 0.0262(5) Uani 1 1 d . . . . .
H8A H 0.2714 0.2884 0.5120 0.031 Uiso 1 1 calc R U . . .
H8B H 0.2368 0.3923 0.5333 0.031 Uiso 1 1 calc R U . . .
C9 C 0.4717(2) 0.41092(15) 0.59641(14) 0.0282(5) Uani 1 1 d . . . . .
H9A H 0.4533 0.4555 0.5548 0.034 Uiso 1 1 calc R U . . .
C10 C 0.5893(3) 0.41951(14) 0.65422(15) 0.0284(5) Uani 1 1 d . . . . .
C11 C 0.7000(3) 0.47892(16) 0.66129(18) 0.0342(5) Uani 1 1 d . . . . .
H11 H 0.7223 0.5280 0.6249 0.041 Uiso 1 1 calc R U . . .
C12 C 0.7049(3) 0.38035(16) 0.76500(15) 0.0307(5) Uani 1 1 d . . . . .
H12 H 0.7346 0.3497 0.8144 0.037 Uiso 1 1 calc R U . . .
C13 C 0.1430(3) 0.35582(15) 0.70037(15) 0.0285(5) Uani 1 1 d . . . . .
H13A H 0.1638 0.4205 0.6887 0.034 Uiso 1 1 calc R U . . .
H13B H 0.0494 0.3524 0.7277 0.034 Uiso 1 1 calc R U . . .
C14 C 0.2151(3) 0.29241(14) 0.83012(15) 0.0271(5) Uani 1 1 d . . . . .
H14 H 0.1247 0.3051 0.8529 0.032 Uiso 1 1 calc R U . . .
C15 C 0.3192(2) 0.24259(15) 0.87668(13) 0.0273(4) Uani 1 1 d . . . . .
C16 C 0.3239(3) 0.20858(16) 0.95654(15) 0.0338(5) Uani 1 1 d . . . . .
H16 H 0.2544 0.2150 0.9991 0.041 Uiso 1 1 calc R U . . .
C17 C 0.5157(3) 0.16986(16) 0.88826(15) 0.0319(5) Uani 1 1 d . . . . .
H17 H 0.6050 0.1436 0.8764 0.038 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
Ni1 N8 2.0760(18) . ?
Ni1 N5 2.0868(19) . ?
Ni1 N7 2.094(2) . ?
Ni1 N2 2.0943(19) . ?
Ni1 N4 2.0967(18) . ?
Ni1 N1 2.0995(19) . ?
Cl1 O3 1.421(2) . ?
Cl1 O4 1.435(2) . ?
Cl1 O1 1.438(2) . ?
Cl1 O2 1.4426(19) . ?
N1 C4 1.281(3) . ?
N1 C3 1.470(3) . ?
N2 C7 1.320(3) . ?
N2 C5 1.393(3) . ?
N3 C7 1.356(3) . ?
N3 C6 1.361(4) . ?
N3 H7 0.8800 . ?
N4 C9 1.285(3) . ?
N4 C8 1.464(3) . ?
N5 C12 1.319(3) . ?
N5 C10 1.390(3) . ?
N6 C12 1.347(3) . ?
N6 C11 1.361(3) . ?
N6 H9 0.8800 . ?
N7 C14 1.279(3) . ?
N7 C13 1.457(3) . ?
N8 C17 1.313(3) . ?
N8 C15 1.389(3) . ?
N9 C17 1.343(3) . ?
N9 C16 1.363(4) . ?
N9 H8 0.8800 . ?
C1 C2 1.542(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C8 1.545(3) . ?
C2 C13 1.549(3) . ?
C2 C3 1.549(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.452(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.367(3) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.452(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.372(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.437(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.368(3) . ?
C16 H16 0.9500 . ?
C17 H17 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
N8 Ni1 N5 96.80(8) . . ?
N8 Ni1 N7 79.25(8) . . ?
N5 Ni1 N7 107.00(7) . . ?
N8 Ni1 N2 92.21(7) . . ?
N5 Ni1 N2 95.11(8) . . ?
N7 Ni1 N2 157.02(8) . . ?
N8 Ni1 N4 160.59(7) . . ?
N5 Ni1 N4 78.91(7) . . ?
N7 Ni1 N4 83.90(7) . . ?
N2 Ni1 N4 106.97(7) . . ?
N8 Ni1 N1 103.84(7) . . ?
N5 Ni1 N1 158.62(7) . . ?
N7 Ni1 N1 82.60(7) . . ?
N2 Ni1 N1 78.77(7) . . ?
N4 Ni1 N1 83.31(7) . . ?
O3 Cl1 O4 110.13(16) . . ?
O3 Cl1 O1 109.27(14) . . ?
O4 Cl1 O1 109.65(15) . . ?
O3 Cl1 O2 110.05(15) . . ?
O4 Cl1 O2 108.46(14) . . ?
O1 Cl1 O2 109.26(13) . . ?
C4 N1 C3 121.4(2) . . ?
C4 N1 Ni1 115.66(16) . . ?
C3 N1 Ni1 121.28(14) . . ?
C7 N2 C5 105.8(2) . . ?
C7 N2 Ni1 142.08(18) . . ?
C5 N2 Ni1 111.61(16) . . ?
C7 N3 C6 108.5(2) . . ?
C7 N3 H7 125.8 . . ?
C6 N3 H7 125.8 . . ?
C9 N4 C8 120.52(19) . . ?
C9 N4 Ni1 115.28(15) . . ?
C8 N4 Ni1 121.54(14) . . ?
C12 N5 C10 105.49(19) . . ?
C12 N5 Ni1 142.40(17) . . ?
C10 N5 Ni1 111.94(15) . . ?
C12 N6 C11 108.6(2) . . ?
C12 N6 H9 125.7 . . ?
C11 N6 H9 125.7 . . ?
C14 N7 C13 119.8(2) . . ?
C14 N7 Ni1 114.38(16) . . ?
C13 N7 Ni1 121.49(15) . . ?
C17 N8 C15 106.0(2) . . ?
C17 N8 Ni1 142.98(18) . . ?
C15 N8 Ni1 110.94(14) . . ?
C17 N9 C16 108.39(19) . . ?
C17 N9 H8 125.8 . . ?
C16 N9 H8 125.8 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C8 108.25(18) . . ?
C1 C2 C13 107.66(18) . . ?
C8 C2 C13 110.86(18) . . ?
C1 C2 C3 108.00(19) . . ?
C8 C2 C3 111.06(19) . . ?
C13 C2 C3 110.86(19) . . ?
N1 C3 C2 110.74(19) . . ?
N1 C3 H3A 109.5 . . ?
C2 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
N1 C4 C5 116.7(2) . . ?
N1 C4 H4 121.6 . . ?
C5 C4 H4 121.6 . . ?
C6 C5 N2 109.3(2) . . ?
C6 C5 C4 134.1(2) . . ?
N2 C5 C4 116.6(2) . . ?
N3 C6 C5 105.8(2) . . ?
N3 C6 H6 127.1 . . ?
C5 C6 H6 127.1 . . ?
N2 C7 N3 110.6(2) . . ?
N2 C7 H7A 124.7 . . ?
N3 C7 H7A 124.7 . . ?
N4 C8 C2 110.96(18) . . ?
N4 C8 H8A 109.4 . . ?
C2 C8 H8A 109.4 . . ?
N4 C8 H8B 109.4 . . ?
C2 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
N4 C9 C10 116.8(2) . . ?
N4 C9 H9A 121.6 . . ?
C10 C9 H9A 121.6 . . ?
C11 C10 N5 109.5(2) . . ?
C11 C10 C9 134.1(2) . . ?
N5 C10 C9 116.4(2) . . ?
N6 C11 C10 105.4(2) . . ?
N6 C11 H11 127.3 . . ?
C10 C11 H11 127.3 . . ?
N5 C12 N6 111.0(2) . . ?
N5 C12 H12 124.5 . . ?
N6 C12 H12 124.5 . . ?
N7 C13 C2 110.40(18) . . ?
N7 C13 H13A 109.6 . . ?
C2 C13 H13A 109.6 . . ?
N7 C13 H13B 109.6 . . ?
C2 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
N7 C14 C15 116.9(2) . . ?
N7 C14 H14 121.6 . . ?
C15 C14 H14 121.6 . . ?
C16 C15 N8 109.0(2) . . ?
C16 C15 C14 133.6(2) . . ?
N8 C15 C14 117.34(19) . . ?
N9 C16 C15 105.7(2) . . ?
N9 C16 H16 127.1 . . ?
C15 C16 H16 127.1 . . ?
N8 C17 N9 111.0(2) . . ?
N8 C17 H17 124.5 . . ?
N9 C17 H17 124.5 . . ?

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
C4 N1 C3 C2 -135.6(2) . . . . ?
Ni1 N1 C3 C2 28.8(3) . . . . ?
C1 C2 C3 N1 164.2(2) . . . . ?
C8 C2 C3 N1 45.7(3) . . . . ?
C13 C2 C3 N1 -78.1(2) . . . . ?
C3 N1 C4 C5 172.0(2) . . . . ?
Ni1 N1 C4 C5 6.7(3) . . . . ?
C7 N2 C5 C6 -1.1(3) . . . . ?
Ni1 N2 C5 C6 -174.57(16) . . . . ?
C7 N2 C5 C4 -179.1(2) . . . . ?
Ni1 N2 C5 C4 7.4(3) . . . . ?
N1 C4 C5 C6 172.9(3) . . . . ?
N1 C4 C5 N2 -9.6(3) . . . . ?
C7 N3 C6 C5 -0.4(3) . . . . ?
N2 C5 C6 N3 0.9(3) . . . . ?
C4 C5 C6 N3 178.5(3) . . . . ?
C5 N2 C7 N3 0.8(3) . . . . ?
Ni1 N2 C7 N3 170.97(19) . . . . ?
C6 N3 C7 N2 -0.3(3) . . . . ?
C9 N4 C8 C2 -132.3(2) . . . . ?
Ni1 N4 C8 C2 28.3(2) . . . . ?
C1 C2 C8 N4 163.49(19) . . . . ?
C13 C2 C8 N4 45.6(2) . . . . ?
C3 C2 C8 N4 -78.1(2) . . . . ?
C8 N4 C9 C10 170.1(2) . . . . ?
Ni1 N4 C9 C10 8.3(3) . . . . ?
C12 N5 C10 C11 -0.2(3) . . . . ?
Ni1 N5 C10 C11 -176.66(16) . . . . ?
C12 N5 C10 C9 -178.0(2) . . . . ?
Ni1 N5 C10 C9 5.5(3) . . . . ?
N4 C9 C10 C11 173.4(3) . . . . ?
N4 C9 C10 N5 -9.4(3) . . . . ?
C12 N6 C11 C10 -0.2(3) . . . . ?
N5 C10 C11 N6 0.2(3) . . . . ?
C9 C10 C11 N6 177.5(3) . . . . ?
C10 N5 C12 N6 0.1(3) . . . . ?
Ni1 N5 C12 N6 174.71(19) . . . . ?
C11 N6 C12 N5 0.0(3) . . . . ?
C14 N7 C13 C2 -123.9(2) . . . . ?
Ni1 N7 C13 C2 31.5(2) . . . . ?
C1 C2 C13 N7 162.20(19) . . . . ?
C8 C2 C13 N7 -79.6(2) . . . . ?
C3 C2 C13 N7 44.3(3) . . . . ?
C13 N7 C14 C15 169.5(2) . . . . ?
Ni1 N7 C14 C15 12.5(2) . . . . ?
C17 N8 C15 C16 -0.4(3) . . . . ?
Ni1 N8 C15 C16 176.56(16) . . . . ?
C17 N8 C15 C14 -177.4(2) . . . . ?
Ni1 N8 C15 C14 -0.4(2) . . . . ?
N7 C14 C15 C16 175.7(3) . . . . ?
N7 C14 C15 N8 -8.2(3) . . . . ?
C17 N9 C16 C15 -0.6(3) . . . . ?
N8 C15 C16 N9 0.6(3) . . . . ?
C14 C15 C16 N9 176.9(2) . . . . ?
C15 N8 C17 N9 0.0(3) . . . . ?
Ni1 N8 C17 N9 -175.22(19) . . . . ?
C16 N9 C17 N8 0.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H7 Cl2 0.880 2.275 3.121(2) 161.1 .
N6 H9 Cl2 0.880 2.534 3.215(2) 134.8 4_756
N6 H9 O4 0.880 2.308 2.953(3) 130.2 4_756
N9 H8 Cl2 0.880 2.268 3.095(2) 156.5 2_655

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_ZnH3LClO4Cl
_database_code_depnum_ccdc_archive 'CCDC 1952411'
loop_
_audit_author_name
_audit_author_address
'Takayoshi Suzuki'
;Okayama University
Japan
;
_audit_update_record             
;
2019-12-03 deposited with the CCDC.	2019-12-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 N9 Zn 2+, Cl O4 1-, Cl 1-'
_chemical_formula_sum            'C17 H21 Cl2 N9 O4 Zn'
_chemical_formula_weight         551.70

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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                   9.5605(8)
_cell_length_b                   14.6922(11)
_cell_length_c                   15.9600(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2241.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    192(2)
_cell_measurement_reflns_used    14206
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      27.43

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.379
_shelx_estimated_absorpt_T_min   0.770
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7699
_exptl_absorpt_correction_T_max  0.8744
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      192(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            21706
_diffrn_reflns_av_unetI/netI     0.0846
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.053
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5110
_reflns_number_gt                3806
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_max     0.993
_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.
 
 _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       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO (Rigaku, ????)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0338P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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 1200 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5110
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.0956
_refine_ls_wR_factor_gt          0.0835
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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 0.44441(6) 0.24249(4) 0.78663(4) 0.02790(17) Uani 1 1 d . . . . .
Cl1 Cl 0.92241(14) 0.38195(9) 0.61884(9) 0.0348(3) Uani 1 1 d . . . . .
Cl2 Cl 0.98229(13) 0.03281(9) 0.61559(9) 0.0330(3) Uani 1 1 d . . . . .
O1 O 0.8695(4) 0.2930(3) 0.6403(3) 0.0458(11) Uani 1 1 d . . . . .
O2 O 0.8075(4) 0.4402(3) 0.5978(3) 0.0583(14) Uani 1 1 d . . . . .
O3 O 0.9946(5) 0.4177(3) 0.6900(3) 0.0669(15) Uani 1 1 d . . . . .
O4 O 1.0159(5) 0.3757(3) 0.5498(3) 0.0644(14) Uani 1 1 d . . . . .
N1 N 0.2429(5) 0.1883(3) 0.7435(3) 0.0299(11) Uani 1 1 d . . . . .
N2 N 0.4430(5) 0.2770(3) 0.6575(3) 0.0312(10) Uani 1 1 d . . . . .
N3 N 0.4426(5) 0.3326(3) 0.5304(3) 0.0343(11) Uani 1 1 d . . . . .
H3 H 0.4719 0.3601 0.4847 0.041 Uiso 1 1 calc R U . . .
N4 N 0.3908(4) 0.1550(3) 0.8955(3) 0.0278(11) Uani 1 1 d . . . . .
N5 N 0.6042(4) 0.1425(3) 0.7859(3) 0.0318(11) Uani 1 1 d . . . . .
N6 N 0.7754(5) 0.0446(3) 0.7769(3) 0.0363(12) Uani 1 1 d . . . . .
H6 H 0.8519 0.0178 0.7586 0.044 Uiso 1 1 calc R U . . .
N7 N 0.2956(5) 0.3329(3) 0.8534(3) 0.0297(11) Uani 1 1 d . . . . .
N8 N 0.5702(5) 0.3557(3) 0.8236(3) 0.0287(10) Uani 1 1 d . . . . .
N9 N 0.7109(5) 0.4678(3) 0.8541(3) 0.0408(13) Uani 1 1 d . . . . .
H9 H 0.7882 0.5002 0.8574 0.049 Uiso 1 1 calc R U . . .
C1 C 0.0009(6) 0.1806(4) 0.9299(4) 0.0378(15) Uani 1 1 d . . . . .
H1A H -0.0761 0.2043 0.8957 0.045 Uiso 1 1 calc R U . . .
H1B H -0.0095 0.1147 0.9365 0.045 Uiso 1 1 calc R U . . .
H1C H -0.0008 0.2097 0.9851 0.045 Uiso 1 1 calc R U . . .
C2 C 0.1414(6) 0.2014(4) 0.8864(4) 0.0288(13) Uani 1 1 d . . . . .
C3 C 0.1369(5) 0.1525(4) 0.8001(3) 0.0324(13) Uani 1 1 d . . . . .
H3A H 0.1525 0.0865 0.8083 0.039 Uiso 1 1 calc R U . . .
H3B H 0.0433 0.1606 0.7747 0.039 Uiso 1 1 calc R U . . .
C4 C 0.2091(6) 0.2147(4) 0.6702(4) 0.0306(13) Uani 1 1 d . . . . .
H4 H 0.1170 0.2058 0.6493 0.037 Uiso 1 1 calc R U . . .
C5 C 0.3143(5) 0.2583(4) 0.6201(3) 0.0274(11) Uani 1 1 d . . . . .
C6 C 0.3144(6) 0.2931(4) 0.5412(4) 0.0331(14) Uani 1 1 d . . . . .
H6A H 0.2404 0.2905 0.5016 0.040 Uiso 1 1 calc R U . . .
C7 C 0.5158(6) 0.3222(4) 0.6013(3) 0.0322(13) Uani 1 1 d . . . . .
H7 H 0.6080 0.3444 0.6098 0.039 Uiso 1 1 calc R U . . .
C8 C 0.2595(6) 0.1638(4) 0.9412(3) 0.0317(13) Uani 1 1 d . . . . .
H8A H 0.2737 0.2047 0.9897 0.038 Uiso 1 1 calc R U . . .
H8B H 0.2318 0.1033 0.9630 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4696(6) 0.0857(4) 0.9037(3) 0.0324(14) Uani 1 1 d . . . . .
H9A H 0.4507 0.0407 0.9448 0.039 Uiso 1 1 calc R U . . .
C10 C 0.5896(6) 0.0777(3) 0.8482(4) 0.0321(13) Uani 1 1 d . . . . .
C11 C 0.6971(6) 0.0168(4) 0.8434(4) 0.0365(15) Uani 1 1 d . . . . .
H11 H 0.7138 -0.0340 0.8789 0.044 Uiso 1 1 calc R U . . .
C12 C 0.7166(6) 0.1196(4) 0.7437(4) 0.0335(14) Uani 1 1 d . . . . .
H12 H 0.7515 0.1514 0.6964 0.040 Uiso 1 1 calc R U . . .
C13 C 0.1517(5) 0.3056(4) 0.8747(4) 0.0339(14) Uani 1 1 d . . . . .
H13A H 0.0875 0.3249 0.8293 0.041 Uiso 1 1 calc R U . . .
H13B H 0.1225 0.3364 0.9270 0.041 Uiso 1 1 calc R U . . .
C14 C 0.3492(6) 0.4050(4) 0.8832(4) 0.0319(13) Uani 1 1 d . . . . .
H14 H 0.2953 0.4456 0.9164 0.038 Uiso 1 1 calc R U . . .
C15 C 0.4949(6) 0.4236(4) 0.8650(4) 0.0328(14) Uani 1 1 d . . . . .
C16 C 0.5837(6) 0.4928(4) 0.8842(4) 0.0391(14) Uani 1 1 d . . . . .
H16 H 0.5612 0.5476 0.9129 0.047 Uiso 1 1 calc R U . . .
C17 C 0.6987(6) 0.3852(4) 0.8184(4) 0.0366(14) Uani 1 1 d . . . . .
H17 H 0.7734 0.3527 0.7929 0.044 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 N5 2.119(4) . ?
Zn1 N2 2.122(4) . ?
Zn1 N8 2.135(4) . ?
Zn1 N1 2.196(5) . ?
Zn1 N7 2.219(4) . ?
Zn1 N4 2.221(4) . ?
Cl1 O4 1.422(4) . ?
Cl1 O3 1.430(5) . ?
Cl1 O2 1.433(4) . ?
Cl1 O1 1.443(4) . ?
N1 C4 1.274(7) . ?
N1 C3 1.456(7) . ?
N2 C7 1.316(7) . ?
N2 C5 1.395(7) . ?
N3 C7 1.339(7) . ?
N3 C6 1.367(7) . ?
N3 H3 0.8800 . ?
N4 C9 1.274(6) . ?
N4 C8 1.457(6) . ?
N5 C12 1.312(7) . ?
N5 C10 1.383(7) . ?
N6 C12 1.346(7) . ?
N6 C11 1.361(7) . ?
N6 H6 0.8800 . ?
N7 C14 1.269(7) . ?
N7 C13 1.473(7) . ?
N8 C17 1.306(7) . ?
N8 C15 1.397(7) . ?
N9 C17 1.347(7) . ?
N9 C16 1.359(7) . ?
N9 H9 0.8800 . ?
C1 C2 1.542(8) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C8 1.532(7) . ?
C2 C13 1.544(7) . ?
C2 C3 1.555(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.436(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.358(7) . ?
C6 H6A 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.454(7) . ?
C9 H9A 0.9500 . ?
C10 C11 1.365(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.449(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.359(7) . ?
C16 H16 0.9500 . ?
C17 H17 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
N5 Zn1 N2 99.50(18) . . ?
N5 Zn1 N8 97.79(17) . . ?
N2 Zn1 N8 94.91(16) . . ?
N5 Zn1 N1 112.30(17) . . ?
N2 Zn1 N1 77.09(17) . . ?
N8 Zn1 N1 149.68(17) . . ?
N5 Zn1 N7 151.58(17) . . ?
N2 Zn1 N7 108.63(17) . . ?
N8 Zn1 N7 76.23(17) . . ?
N1 Zn1 N7 78.77(16) . . ?
N5 Zn1 N4 76.67(17) . . ?
N2 Zn1 N4 153.69(16) . . ?
N8 Zn1 N4 111.38(16) . . ?
N1 Zn1 N4 80.39(16) . . ?
N7 Zn1 N4 79.78(16) . . ?
O4 Cl1 O3 109.7(3) . . ?
O4 Cl1 O2 109.8(3) . . ?
O3 Cl1 O2 109.7(3) . . ?
O4 Cl1 O1 110.2(3) . . ?
O3 Cl1 O1 108.3(3) . . ?
O2 Cl1 O1 109.2(3) . . ?
C4 N1 C3 120.2(5) . . ?
C4 N1 Zn1 113.6(4) . . ?
C3 N1 Zn1 123.2(3) . . ?
C7 N2 C5 105.9(4) . . ?
C7 N2 Zn1 141.2(4) . . ?
C5 N2 Zn1 112.0(3) . . ?
C7 N3 C6 108.3(4) . . ?
C7 N3 H3 125.9 . . ?
C6 N3 H3 125.9 . . ?
C9 N4 C8 121.9(5) . . ?
C9 N4 Zn1 114.0(4) . . ?
C8 N4 Zn1 122.7(3) . . ?
C12 N5 C10 105.9(5) . . ?
C12 N5 Zn1 140.4(4) . . ?
C10 N5 Zn1 113.6(4) . . ?
C12 N6 C11 108.8(5) . . ?
C12 N6 H6 125.6 . . ?
C11 N6 H6 125.6 . . ?
C14 N7 C13 121.2(5) . . ?
C14 N7 Zn1 114.9(4) . . ?
C13 N7 Zn1 123.1(3) . . ?
C17 N8 C15 106.1(5) . . ?
C17 N8 Zn1 140.4(4) . . ?
C15 N8 Zn1 113.4(3) . . ?
C17 N9 C16 108.4(5) . . ?
C17 N9 H9 125.8 . . ?
C16 N9 H9 125.8 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C8 C2 C1 108.3(4) . . ?
C8 C2 C13 112.3(5) . . ?
C1 C2 C13 107.9(4) . . ?
C8 C2 C3 111.0(4) . . ?
C1 C2 C3 106.5(4) . . ?
C13 C2 C3 110.6(5) . . ?
N1 C3 C2 111.4(4) . . ?
N1 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 C5 118.0(5) . . ?
N1 C4 H4 121.0 . . ?
C5 C4 H4 121.0 . . ?
C6 C5 N2 108.8(5) . . ?
C6 C5 C4 133.2(5) . . ?
N2 C5 C4 117.9(5) . . ?
C5 C6 N3 106.1(5) . . ?
C5 C6 H6A 126.9 . . ?
N3 C6 H6A 126.9 . . ?
N2 C7 N3 110.9(5) . . ?
N2 C7 H7 124.5 . . ?
N3 C7 H7 124.5 . . ?
N4 C8 C2 112.4(4) . . ?
N4 C8 H8A 109.1 . . ?
C2 C8 H8A 109.1 . . ?
N4 C8 H8B 109.1 . . ?
C2 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?
N4 C9 C10 118.0(5) . . ?
N4 C9 H9A 121.0 . . ?
C10 C9 H9A 121.0 . . ?
C11 C10 N5 109.6(5) . . ?
C11 C10 C9 132.9(5) . . ?
N5 C10 C9 117.5(5) . . ?
N6 C11 C10 105.1(5) . . ?
N6 C11 H11 127.4 . . ?
C10 C11 H11 127.4 . . ?
N5 C12 N6 110.5(5) . . ?
N5 C12 H12 124.7 . . ?
N6 C12 H12 124.7 . . ?
N7 C13 C2 111.0(4) . . ?
N7 C13 H13A 109.4 . . ?
C2 C13 H13A 109.4 . . ?
N7 C13 H13B 109.4 . . ?
C2 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N7 C14 C15 118.1(5) . . ?
N7 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C16 C15 N8 108.7(5) . . ?
C16 C15 C14 134.1(6) . . ?
N8 C15 C14 117.1(5) . . ?
C15 C16 N9 106.1(5) . . ?
C15 C16 H16 127.0 . . ?
N9 C16 H16 127.0 . . ?
N8 C17 N9 110.7(5) . . ?
N8 C17 H17 124.6 . . ?
N9 C17 H17 124.6 . . ?

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
C4 N1 C3 C2 -128.1(5) . . . . ?
Zn1 N1 C3 C2 31.0(6) . . . . ?
C8 C2 C3 N1 -79.5(5) . . . . ?
C1 C2 C3 N1 162.9(4) . . . . ?
C13 C2 C3 N1 46.0(6) . . . . ?
C3 N1 C4 C5 173.5(5) . . . . ?
Zn1 N1 C4 C5 12.6(6) . . . . ?
C7 N2 C5 C6 0.3(6) . . . . ?
Zn1 N2 C5 C6 171.8(4) . . . . ?
C7 N2 C5 C4 -175.5(5) . . . . ?
Zn1 N2 C5 C4 -4.0(6) . . . . ?
N1 C4 C5 C6 179.3(6) . . . . ?
N1 C4 C5 N2 -6.1(8) . . . . ?
N2 C5 C6 N3 0.2(6) . . . . ?
C4 C5 C6 N3 175.1(6) . . . . ?
C7 N3 C6 C5 -0.6(6) . . . . ?
C5 N2 C7 N3 -0.6(6) . . . . ?
Zn1 N2 C7 N3 -168.1(4) . . . . ?
C6 N3 C7 N2 0.8(6) . . . . ?
C9 N4 C8 C2 -137.9(5) . . . . ?
Zn1 N4 C8 C2 27.4(6) . . . . ?
C1 C2 C8 N4 162.7(5) . . . . ?
C13 C2 C8 N4 -78.3(6) . . . . ?
C3 C2 C8 N4 46.2(6) . . . . ?
C8 N4 C9 C10 172.6(5) . . . . ?
Zn1 N4 C9 C10 6.1(6) . . . . ?
C12 N5 C10 C11 1.3(6) . . . . ?
Zn1 N5 C10 C11 -179.5(4) . . . . ?
C12 N5 C10 C9 -178.5(5) . . . . ?
Zn1 N5 C10 C9 0.6(6) . . . . ?
N4 C9 C10 C11 175.5(6) . . . . ?
N4 C9 C10 N5 -4.7(7) . . . . ?
C12 N6 C11 C10 0.3(6) . . . . ?
N5 C10 C11 N6 -1.0(6) . . . . ?
C9 C10 C11 N6 178.8(6) . . . . ?
C10 N5 C12 N6 -1.1(6) . . . . ?
Zn1 N5 C12 N6 -179.9(4) . . . . ?
C11 N6 C12 N5 0.5(7) . . . . ?
C14 N7 C13 C2 -141.1(5) . . . . ?
Zn1 N7 C13 C2 28.3(7) . . . . ?
C8 C2 C13 N7 46.5(7) . . . . ?
C1 C2 C13 N7 165.7(5) . . . . ?
C3 C2 C13 N7 -78.2(6) . . . . ?
C13 N7 C14 C15 175.0(5) . . . . ?
Zn1 N7 C14 C15 4.8(7) . . . . ?
C17 N8 C15 C16 -0.5(6) . . . . ?
Zn1 N8 C15 C16 -178.8(4) . . . . ?
C17 N8 C15 C14 -176.5(5) . . . . ?
Zn1 N8 C15 C14 5.1(6) . . . . ?
N7 C14 C15 C16 178.4(6) . . . . ?
N7 C14 C15 N8 -6.8(8) . . . . ?
N8 C15 C16 N9 0.6(7) . . . . ?
C14 C15 C16 N9 175.7(6) . . . . ?
C17 N9 C16 C15 -0.5(7) . . . . ?
C15 N8 C17 N9 0.1(6) . . . . ?
Zn1 N8 C17 N9 177.8(4) . . . . ?
C16 N9 C17 N8 0.3(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 Cl2 0.880 2.246 3.080(5) 157.9 3_456
N6 H6 Cl2 0.880 2.611 3.252(5) 130.5 .
N6 H6 O3 0.880 2.233 2.930(7) 135.9 4_746
N9 H9 Cl2 0.880 2.287 3.122(5) 158.4 4_756

_refine_diff_density_max         0.714
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.085

