# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_Ni-Ci-H2O
_database_code_depnum_ccdc_archive 'CCDC 2348957'
loop_
_audit_author_name
_audit_author_address
'Xiaoqiang Liang'
;Xian Polytechnic University
China
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 N4 Ni O8'
_chemical_formula_sum            'C16 H18 N4 Ni O8'
_chemical_formula_weight         451.04

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'
N N 0.0061 0.0033 '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'
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           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   6.8624(7)
_cell_length_b                   13.4464(16)
_cell_length_c                   19.361(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1786.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    20026
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      26.54

_exptl_crystal_description       rod-like
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.142
_shelx_estimated_absorpt_T_min   0.855
_shelx_estimated_absorpt_T_max   0.899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17897
_diffrn_reflns_av_unetI/netI     0.0737
_diffrn_reflns_av_R_equivalents  0.1226
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.030
_diffrn_reflns_theta_max         25.034
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             1572
_reflns_number_gt                940
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0383P)²+4.8699P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1572
_refine_ls_number_parameters     133
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1211
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.1241
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4056(8) 0.2861(4) 0.3877(3) 0.0308(13) Uani 1 1 d . . . . .
C2 C 0.4317(8) 0.3542(4) 0.3271(3) 0.0289(13) Uani 1 1 d . . . . .
C3 C 0.4760(8) 0.4564(4) 0.3387(3) 0.0321(14) Uani 1 1 d . . . . .
H3 H 0.4876 0.4795 0.3838 0.039 Uiso 1 1 calc R U . . .
C4 C 0.4107(8) 0.3180(4) 0.2618(3) 0.0320(13) Uani 1 1 d . . . . .
H4 H 0.3776 0.2517 0.2546 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4399(7) 0.3826(4) 0.2057(3) 0.0289(13) Uani 1 1 d . . . . .
C6 C 0.5016(8) 0.5208(4) 0.2856(3) 0.0349(14) Uani 1 1 d . . . . .
H6 H 0.5293 0.5876 0.2933 0.042 Uiso 1 1 calc R U . . .
C7 C 0.4845(8) 0.4826(4) 0.2186(2) 0.0302(13) Uani 1 1 d . . . . .
N1 N 0.5041(7) 0.5267(3) 0.1563(2) 0.0353(12) Uani 1 1 d . . . . .
H1 H 0.5291 0.5888 0.1505 0.042 Uiso 1 1 calc R U . . .
C8 C 0.4395(8) 0.3736(4) 0.1330(3) 0.0326(14) Uani 1 1 d . . . . .
H8 H 0.4171 0.3195 0.1107 0.039 Uiso 1 1 d R U . . .
N2 N 0.4793(6) 0.4603(3) 0.1038(2) 0.0303(11) Uani 1 1 d . . . . .
Ni1 Ni 0.5000 0.5000 0.0000 0.0267(3) Uani 1 2 d S . P . .
O1 O 0.3198(6) 0.2050(3) 0.37750(18) 0.0391(10) Uani 1 1 d . . . . .
O2 O 0.4711(5) 0.3126(3) 0.44593(18) 0.0370(10) Uani 1 1 d . . . . .
O2W O 0.3458(5) 0.6288(2) 0.02276(17) 0.0371(10) Uani 1 1 d . . . . .
H2WB H 0.2331 0.6239 0.0114 0.056 Uiso 1 1 d R U . . .
H2WA H 0.4214 0.6768 0.0281 0.056 Uiso 1 1 d R U . . .
O1W O 0.2420(5) 0.4252(3) -0.02080(16) 0.0329(9) Uani 1 1 d . . . . .
H1WA H 0.1902 0.3988 0.0215 0.049 Uiso 1 1 d R U . . .
H1WB H 0.2677 0.3717 -0.0524 0.049 Uiso 1 1 d 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
C1 O1 1.255(6) . ?
C1 O2 1.265(6) . ?
C1 C2 1.499(7) . ?
C2 C4 1.362(7) . ?
C2 C3 1.426(7) . ?
C3 C6 1.356(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(7) . ?
C4 H4 0.9300 . ?
C5 C7 1.402(7) . ?
C5 C8 1.413(7) . ?
C6 C7 1.400(7) . ?
C6 H6 0.9300 . ?
C7 N1 1.350(6) . ?
N1 N2 1.364(6) . ?
N1 H1 0.8600 . ?
C8 N2 1.325(6) . ?
C8 H8 0.8600 . ?
N2 Ni1 2.084(4) . ?
Ni1 O1W 2.076(3) . ?
Ni1 O1W 2.076(3) 5_665 ?
Ni1 O2W 2.077(3) 5_665 ?
Ni1 O2W 2.077(3) . ?
Ni1 N2 2.084(4) 5_665 ?
O2W H2WB 0.8071 . ?
O2W H2WA 0.8337 . ?
O1W H1WA 0.9600 . ?
O1W H1WB 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 123.5(5) . . ?
O1 C1 C2 117.6(5) . . ?
O2 C1 C2 118.9(5) . . ?
C4 C2 C3 121.0(5) . . ?
C4 C2 C1 119.7(5) . . ?
C3 C2 C1 119.4(5) . . ?
C6 C3 C2 121.5(5) . . ?
C6 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C2 C4 C5 118.7(5) . . ?
C2 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C7 C5 C4 119.2(5) . . ?
C7 C5 C8 105.0(4) . . ?
C4 C5 C8 135.8(5) . . ?
C3 C6 C7 117.3(5) . . ?
C3 C6 H6 121.4 . . ?
C7 C6 H6 121.4 . . ?
N1 C7 C6 131.2(5) . . ?
N1 C7 C5 106.5(4) . . ?
C6 C7 C5 122.3(4) . . ?
C7 N1 N2 111.5(4) . . ?
C7 N1 H1 124.3 . . ?
N2 N1 H1 124.3 . . ?
N2 C8 C5 110.5(5) . . ?
N2 C8 H8 124.5 . . ?
C5 C8 H8 125.0 . . ?
C8 N2 N1 106.5(4) . . ?
C8 N2 Ni1 130.7(4) . . ?
N1 N2 Ni1 122.9(3) . . ?
O1W Ni1 O1W 180.0 . 5_665 ?
O1W Ni1 O2W 89.38(13) . 5_665 ?
O1W Ni1 O2W 90.62(13) 5_665 5_665 ?
O1W Ni1 O2W 90.63(13) . . ?
O1W Ni1 O2W 89.37(13) 5_665 . ?
O2W Ni1 O2W 180.0 5_665 . ?
O1W Ni1 N2 90.27(15) . . ?
O1W Ni1 N2 89.73(15) 5_665 . ?
O2W Ni1 N2 91.48(15) 5_665 . ?
O2W Ni1 N2 88.52(15) . . ?
O1W Ni1 N2 89.73(15) . 5_665 ?
O1W Ni1 N2 90.27(15) 5_665 5_665 ?
O2W Ni1 N2 88.52(15) 5_665 5_665 ?
O2W Ni1 N2 91.48(15) . 5_665 ?
N2 Ni1 N2 180.0(2) . 5_665 ?
Ni1 O2W H2WB 111.2 . . ?
Ni1 O2W H2WA 110.8 . . ?
H2WB O2W H2WA 133.9 . . ?
Ni1 O1W H1WA 109.2 . . ?
Ni1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C4 -17.0(8) . . . . ?
O2 C1 C2 C4 162.6(5) . . . . ?
O1 C1 C2 C3 162.2(5) . . . . ?
O2 C1 C2 C3 -18.1(7) . . . . ?
C4 C2 C3 C6 -1.0(8) . . . . ?
C1 C2 C3 C6 179.8(5) . . . . ?
C3 C2 C4 C5 2.1(8) . . . . ?
C1 C2 C4 C5 -178.6(5) . . . . ?
C2 C4 C5 C7 -1.7(8) . . . . ?
C2 C4 C5 C8 177.1(6) . . . . ?
C2 C3 C6 C7 -0.6(8) . . . . ?
C3 C6 C7 N1 -179.0(6) . . . . ?
C3 C6 C7 C5 1.0(8) . . . . ?
C4 C5 C7 N1 -179.8(5) . . . . ?
C8 C5 C7 N1 1.0(6) . . . . ?
C4 C5 C7 C6 0.2(8) . . . . ?
C8 C5 C7 C6 -179.0(5) . . . . ?
C6 C7 N1 N2 178.5(5) . . . . ?
C5 C7 N1 N2 -1.4(6) . . . . ?
C7 C5 C8 N2 -0.3(6) . . . . ?
C4 C5 C8 N2 -179.2(6) . . . . ?
C5 C8 N2 N1 -0.6(6) . . . . ?
C5 C8 N2 Ni1 -179.5(3) . . . . ?
C7 N1 N2 C8 1.3(6) . . . . ?
C7 N1 N2 Ni1 -179.7(3) . . . . ?

_refine_diff_density_max         0.398
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.091

_shelxl_version_number           2014-3



_exptl_crystal_preparation       'proton conduction'
####################################################################### 
# 
# 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_Ni-Ci-NH3
_database_code_depnum_ccdc_archive 'CCDC 2348958'
loop_
_audit_author_name
_audit_author_address
'Xiaoqiang Liang'
;Xian Polytechnic University
China
;
_audit_update_record             
;
2024-04-17 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H22 N8 Ni O4'
_chemical_formula_sum            'C16 H22 N8 Ni O4'
_chemical_formula_weight         449.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3357 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.9347(15)
_cell_length_b                   7.1605(8)
_cell_length_c                   8.9773(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.289(4)
_cell_angle_gamma                90
_cell_volume                     891.94(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    3779
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      60.70

_exptl_crystal_description       rod-like
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    6.193
_shelx_estimated_absorpt_T_min   0.747
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     1.34138
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3779
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.303
_diffrn_reflns_theta_max         60.712
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1102
_reflns_number_gt                1047
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0450P)²+0.6649P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1102
_refine_ls_number_parameters     90
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0859
_refine_ls_wR_factor_gt          0.0845
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5888(2) 0.5000 0.3310(3) 0.0222(6) Uani 1 2 d S T P . .
H1 H 0.5263 0.5000 0.3655 0.027 Uiso 1 2 calc R U P . .
C2 C 0.67552(18) 0.5000 0.4253(3) 0.0163(5) Uani 1 2 d S T P . .
C3 C 0.74818(19) 0.5000 0.3268(3) 0.0163(5) Uani 1 2 d S T P . .
C4 C 0.84648(19) 0.5000 0.3800(3) 0.0202(6) Uani 1 2 d S T P . .
H4 H 0.8958 0.5000 0.3136 0.024 Uiso 1 2 calc R U P . .
C5 C 0.86764(19) 0.5000 0.5325(3) 0.0199(6) Uani 1 2 d S T P . .
H5 H 0.9334 0.5000 0.5715 0.024 Uiso 1 2 calc R U P . .
C6 C 0.69997(19) 0.5000 0.5807(3) 0.0182(5) Uani 1 2 d S T P . .
H6 H 0.6510 0.5000 0.6477 0.022 Uiso 1 2 calc R U P . .
C7 C 0.79552(19) 0.5000 0.6344(3) 0.0157(5) Uani 1 2 d S T P . .
C8 C 0.82456(19) 0.5000 0.8006(3) 0.0178(5) Uani 1 2 d S T P . .
H2 H 0.730(3) 0.5000 0.090(5) 0.042(11) Uiso 1 2 d S . P . .
N1 N 0.60559(16) 0.5000 0.1890(3) 0.0188(5) Uani 1 2 d S T P . .
N2 N 0.70351(16) 0.5000 0.1855(3) 0.0186(5) Uani 1 2 d S T P . .
N1W N 0.57720(11) 0.7144(2) -0.09523(17) 0.0182(3) Uani 1 1 d . . . . .
H1W1 H 0.5403 0.7652 -0.1738 0.027 Uiso 1 1 calc R U . . .
H1W2 H 0.6321 0.6667 -0.1277 0.027 Uiso 1 1 calc R U . . .
H1W3 H 0.5927 0.8041 -0.0254 0.027 Uiso 1 1 calc R U . . .
Ni1 Ni 0.5000 0.5000 0.0000 0.01416(18) Uani 1 4 d S T P . .
O1 O 0.75761(14) 0.5000 0.8875(2) 0.0250(5) Uani 1 2 d S T P . .
O2 O 0.91284(14) 0.5000 0.8431(2) 0.0268(5) Uani 1 2 d S T P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.317(4) . ?
C1 C2 1.410(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.404(3) . ?
C2 C6 1.405(4) . ?
C3 N2 1.361(4) . ?
C3 C4 1.408(4) . ?
C4 C5 1.374(4) . ?
C4 H4 0.9500 . ?
C5 C7 1.420(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.374(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.510(4) . ?
C8 O2 1.254(3) . ?
C8 O1 1.270(3) . ?
N1 N2 1.368(3) . ?
N1 Ni1 2.141(2) . ?
N2 H2 0.96(4) . ?
N1W Ni1 2.1010(15) . ?
N1W H1W1 0.9100 . ?
N1W H1W2 0.9100 . ?
N1W H1W3 0.9100 . ?
Ni1 N1W 2.1010(15) 5_665 ?
Ni1 N1W 2.1010(16) 6_565 ?
Ni1 N1W 2.1010(15) 2_655 ?
Ni1 N1 2.141(2) 5_665 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 111.2(2) . . ?
N1 C1 H1 124.4 . . ?
C2 C1 H1 124.4 . . ?
C3 C2 C6 120.1(2) . . ?
C3 C2 C1 104.5(2) . . ?
C6 C2 C1 135.4(2) . . ?
N2 C3 C2 107.0(2) . . ?
N2 C3 C4 131.5(2) . . ?
C2 C3 C4 121.5(2) . . ?
C5 C4 C3 116.8(2) . . ?
C5 C4 H4 121.6 . . ?
C3 C4 H4 121.6 . . ?
C4 C5 C7 122.9(3) . . ?
C4 C5 H5 118.6 . . ?
C7 C5 H5 118.6 . . ?
C7 C6 C2 119.1(2) . . ?
C7 C6 H6 120.4 . . ?
C2 C6 H6 120.4 . . ?
C6 C7 C5 119.6(2) . . ?
C6 C7 C8 120.7(2) . . ?
C5 C7 C8 119.7(2) . . ?
O2 C8 O1 124.7(3) . . ?
O2 C8 C7 117.8(2) . . ?
O1 C8 C7 117.5(2) . . ?
C1 N1 N2 106.8(2) . . ?
C1 N1 Ni1 126.63(19) . . ?
N2 N1 Ni1 126.60(17) . . ?
C3 N2 N1 110.5(2) . . ?
C3 N2 H2 130(2) . . ?
N1 N2 H2 119(2) . . ?
Ni1 N1W H1W1 109.5 . . ?
Ni1 N1W H1W2 109.5 . . ?
H1W1 N1W H1W2 109.5 . . ?
Ni1 N1W H1W3 109.5 . . ?
H1W1 N1W H1W3 109.5 . . ?
H1W2 N1W H1W3 109.5 . . ?
N1W Ni1 N1W 180.0 . 5_665 ?
N1W Ni1 N1W 93.88(9) . 6_565 ?
N1W Ni1 N1W 86.12(9) 5_665 6_565 ?
N1W Ni1 N1W 86.12(9) . 2_655 ?
N1W Ni1 N1W 93.88(9) 5_665 2_655 ?
N1W Ni1 N1W 180.00(7) 6_565 2_655 ?
N1W Ni1 N1 91.02(6) . 5_665 ?
N1W Ni1 N1 88.98(6) 5_665 5_665 ?
N1W Ni1 N1 91.02(6) 6_565 5_665 ?
N1W Ni1 N1 88.98(6) 2_655 5_665 ?
N1W Ni1 N1 88.98(6) . . ?
N1W Ni1 N1 91.02(6) 5_665 . ?
N1W Ni1 N1 88.98(6) 6_565 . ?
N1W Ni1 N1 91.02(6) 2_655 . ?
N1 Ni1 N1 180.0 5_665 . ?

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
N1 C1 C2 C3 0.000(0) . . . . ?
N1 C1 C2 C6 180.000(0) . . . . ?
C6 C2 C3 N2 180.000(0) . . . . ?
C1 C2 C3 N2 0.000(0) . . . . ?
C6 C2 C3 C4 0.000(0) . . . . ?
C1 C2 C3 C4 180.000(0) . . . . ?
N2 C3 C4 C5 180.000(0) . . . . ?
C2 C3 C4 C5 0.000(0) . . . . ?
C3 C4 C5 C7 0.000(1) . . . . ?
C3 C2 C6 C7 0.000(1) . . . . ?
C1 C2 C6 C7 180.000(0) . . . . ?
C2 C6 C7 C5 0.000(1) . . . . ?
C2 C6 C7 C8 180.000(0) . . . . ?
C4 C5 C7 C6 0.000(1) . . . . ?
C4 C5 C7 C8 180.000(0) . . . . ?
C6 C7 C8 O2 180.000(1) . . . . ?
C5 C7 C8 O2 0.000(1) . . . . ?
C6 C7 C8 O1 0.000(1) . . . . ?
C5 C7 C8 O1 180.000(0) . . . . ?
C2 C1 N1 N2 0.000(0) . . . . ?
C2 C1 N1 Ni1 180.000(0) . . . . ?
C2 C3 N2 N1 0.000(0) . . . . ?
C4 C3 N2 N1 180.000(0) . . . . ?
C1 N1 N2 C3 0.000(0) . . . . ?
Ni1 N1 N2 C3 180.000(0) . . . . ?

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.076

_shelxl_version_number           2014-3



_exptl_crystal_preparation       'proton conduction'
