# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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. 
# 
#######################################################################

data_xw_ni_100_sq
_database_code_depnum_ccdc_archive 'CCDC 1879219'
loop_
_audit_author_name
_audit_author_address
'Xun Wang'
;University of South Florida
United States of America
;
_audit_update_record             
;
2018-11-15 deposited with the CCDC.	2019-05-06 downloaded from the CCDC.
;
_audit_creation_date             2018-11-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Ni2, 2(C12 H12 O4), (C6 H12 N2)'
_chemical_formula_sum            'C30 H36 N2 Ni2 O8'
_chemical_formula_weight         670.03
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.2304 0.4104 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0017 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           123
_space_group_name_H-M_alt        'P 4/m m m'
_space_group_name_Hall           '-P 4 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'-x, y, -z'
'x, -y, -z'
'y, x, -z'
'-y, -x, -z'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'x, -y, z'
'-x, y, z'
'-y, -x, z'
'y, x, z'

_cell_length_a                   10.8500(7)
_cell_length_b                   10.8500(7)
_cell_length_c                   9.2239(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1085.86(16)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    837
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      14.490
_cell_measurement_theta_min      2.542
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.185
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, Bruker 2018'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.025
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             350
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            49091
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        14.357
_diffrn_reflns_theta_max         20.139
_diffrn_reflns_theta_min         1.284
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Pilatus 3X CdTe detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.41328
_diffrn_source                   synchrotron
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1330
_reflns_number_total             1574
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.667
_refine_diff_density_min         -0.878
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     55
_refine_ls_number_reflns         1574
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      1.140
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0725P)²+0.2102P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1203
_refine_ls_wR_factor_ref         0.1230
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C13_$1-C13 = C14-C14_$1 = C12-C12_$1
 1.54 with sigma of 0.02
 C14-N11 \\sim N11-C13 \\sim N11-C12
 with sigma of 0.02
 C12-C13 \\sim C12-C14 \\sim C13-C14
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C14 \\sim C13 \\sim C12: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
4. Others
 Fixed Sof: O2(0.5) C5(0.5) C6(0.5) H6A(0.5) H6B(0.5) H6C(0.5) C12(0.125)
 H12A(0.125) H12B(0.125) C13(0.125) H13A(0.125) H13B(0.125) C14(0.125)
 H14A(0.125) H14B(0.125)
5.a Riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
5.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.500000 0.500000 0.63892(4) 0.01775(12) Uani 1 8 d S T P B .
O2 O 0.53000(15) 0.31854(15) 0.61605(16) 0.0223(3) Uani 0.5 1 d . . . . .
C3 C 0.500000 0.26474(18) 0.500000 0.0213(4) Uani 1 4 d S T P A .
C4 C 0.500000 0.12707(19) 0.500000 0.0228(4) Uani 1 4 d S T P . .
C5 C 0.4060(2) 0.0647(2) 0.4253(3) 0.0250(4) Uani 0.5 1 d . . . A -1
C6 C 0.3056(3) 0.1336(2) 0.3469(3) 0.0335(5) Uani 0.5 1 d . . . A -1
H6A H 0.300735 0.104703 0.246441 0.050 Uiso 0.5 1 calc GR . . A -1
H6B H 0.324092 0.222029 0.347931 0.050 Uiso 0.5 1 calc GR . . A -1
H6C H 0.226576 0.119012 0.395467 0.050 Uiso 0.5 1 calc GR . . A -1
N11 N 0.500000 0.500000 0.8595(3) 0.0203(4) Uani 1 8 d DS T P . .
C12 C 0.4223(9) 0.6034(9) 0.9163(7) 0.022(2) Uiso 0.125 1 d D U . B -1
H12A H 0.455873 0.682687 0.880843 0.026 Uiso 0.125 1 d R . . B -1
H12B H 0.336763 0.593157 0.880843 0.026 Uiso 0.125 1 d R . . B -1
C13 C 0.4494(10) 0.3816(8) 0.9169(8) 0.022(3) Uiso 0.125 1 d D U . B -1
H13A H 0.363981 0.370705 0.881543 0.027 Uiso 0.125 1 d R . . B -1
H13B H 0.501261 0.312775 0.881543 0.027 Uiso 0.125 1 d R . . B -1
C14 C 0.6283(6) 0.5158(11) 0.9172(6) 0.0189(17) Uiso 0.125 1 d D U . B -1
H14A H 0.662332 0.594959 0.881884 0.023 Uiso 0.125 1 d R . . B -1
H14B H 0.680102 0.447019 0.881884 0.023 Uiso 0.125 1 d R . . B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 Ni1 2.5628(8) 9_666 ?
Ni1 O2 2.0067(17) 3_655 ?
Ni1 O2 2.0067(16) 14_655 ?
Ni1 O2 2.0067(17) 4_565 ?
Ni1 O2 2.0067(17) 15_665 ?
Ni1 O2 2.0067(16) . ?
Ni1 O2 2.0067(17) 16 ?
Ni1 O2 2.0067(16) 13_565 ?
Ni1 O2 2.0067(16) 2_665 ?
Ni1 N11 2.035(2) . ?
O2 O2 0.651(3) 14_655 ?
O2 C3 1.2619(17) . ?
C3 C4 1.494(3) . ?
C4 C5 1.405(2) . ?
C5 C6 1.507(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
N11 C12 1.498(7) . ?
N11 C13 1.494(8) . ?
N11 C14 1.500(6) . ?
C12 C12 1.544(12) 10_557 ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C13 1.533(14) 10_557 ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C14 1.527(11) 10_557 ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ni1 Ni1 83.97(4) 3_655 9_666 ?
O2 Ni1 Ni1 83.97(4) . 9_666 ?
O2 Ni1 Ni1 83.97(4) 4_565 9_666 ?
O2 Ni1 Ni1 83.97(4) 16 9_666 ?
O2 Ni1 Ni1 83.97(4) 14_655 9_666 ?
O2 Ni1 Ni1 83.97(4) 15_665 9_666 ?
O2 Ni1 Ni1 83.97(4) 2_665 9_666 ?
O2 Ni1 Ni1 83.97(4) 13_565 9_666 ?
O2 Ni1 O2 70.77(9) 14_655 4_565 ?
O2 Ni1 O2 157.71(9) 13_565 . ?
O2 Ni1 O2 107.89(9) 15_665 2_665 ?
O2 Ni1 O2 70.77(9) 13_565 3_655 ?
O2 Ni1 O2 89.367(9) 16 13_565 ?
O2 Ni1 O2 89.367(9) 14_655 15_665 ?
O2 Ni1 O2 89.367(10) 4_565 . ?
O2 Ni1 O2 157.71(9) 4_565 15_665 ?
O2 Ni1 O2 70.77(9) 15_665 . ?
O2 Ni1 O2 167.93(9) 16 15_665 ?
O2 Ni1 O2 167.93(9) 4_565 3_655 ?
O2 Ni1 O2 89.367(10) 13_565 15_665 ?
O2 Ni1 O2 107.89(9) 4_565 13_565 ?
O2 Ni1 O2 18.67(9) 3_655 15_665 ?
O2 Ni1 O2 107.89(9) 16 . ?
O2 Ni1 O2 89.367(10) 14_655 16 ?
O2 Ni1 O2 89.367(9) 3_655 . ?
O2 Ni1 O2 18.67(9) 4_565 16 ?
O2 Ni1 O2 167.93(9) 2_665 . ?
O2 Ni1 O2 167.93(9) 14_655 13_565 ?
O2 Ni1 O2 107.89(9) 14_655 3_655 ?
O2 Ni1 O2 18.67(9) 13_565 2_665 ?
O2 Ni1 O2 89.367(9) 3_655 2_665 ?
O2 Ni1 O2 157.71(9) 14_655 2_665 ?
O2 Ni1 O2 157.71(9) 16 3_655 ?
O2 Ni1 O2 89.367(9) 4_565 2_665 ?
O2 Ni1 O2 70.77(9) 16 2_665 ?
O2 Ni1 O2 18.67(9) 14_655 . ?
O2 Ni1 N11 96.03(4) 14_655 . ?
O2 Ni1 N11 96.03(4) 3_655 . ?
O2 Ni1 N11 96.03(4) 2_665 . ?
O2 Ni1 N11 96.03(4) 4_565 . ?
O2 Ni1 N11 96.03(4) 15_665 . ?
O2 Ni1 N11 96.03(4) 16 . ?
O2 Ni1 N11 96.03(4) . . ?
O2 Ni1 N11 96.03(4) 13_565 . ?
N11 Ni1 Ni1 180.0 . 9_666 ?
O2 O2 Ni1 80.66(4) 14_655 . ?
O2 O2 C3 75.05(7) 14_655 . ?
C3 O2 Ni1 120.07(13) . . ?
O2 C3 O2 124.9(2) 14_655 10_556 ?
O2 C3 O2 116.0(2) . 10_556 ?
O2 C3 O2 124.9(2) . 5_656 ?
O2 C3 O2 29.89(15) 5_656 10_556 ?
O2 C3 O2 29.89(15) . 14_655 ?
O2 C3 O2 116.0(2) 14_655 5_656 ?
O2 C3 C4 117.55(11) . . ?
O2 C3 C4 117.55(11) 5_656 . ?
O2 C3 C4 117.55(11) 14_655 . ?
O2 C3 C4 117.55(11) 10_556 . ?
C5 C4 C3 118.83(12) . . ?
C4 C5 C6 121.4(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 N11 Ni1 110.5(3) . . ?
C12 N11 C14 108.2(7) . . ?
C13 N11 Ni1 110.7(3) . . ?
C13 N11 C12 108.3(6) . . ?
C13 N11 C14 108.3(6) . . ?
C14 N11 Ni1 110.8(2) . . ?
N11 C12 C12 110.5(3) . 10_557 ?
N11 C12 H12A 109.1 . . ?
N11 C12 H12B 109.1 . . ?
C12 C12 H12A 109.3 10_557 . ?
C12 C12 H12B 109.3 10_557 . ?
H12A C12 H12B 109.5 . . ?
N11 C13 C13 110.7(3) . 10_557 ?
N11 C13 H13A 109.3 . . ?
N11 C13 H13B 108.9 . . ?
C13 C13 H13A 109.2 10_557 . ?
C13 C13 H13B 109.2 10_557 . ?
H13A C13 H13B 109.5 . . ?
N11 C14 C14 110.8(2) . 10_557 ?
N11 C14 H14A 109.2 . . ?
N11 C14 H14B 108.9 . . ?
C14 C14 H14A 109.2 10_557 . ?
C14 C14 H14B 109.2 10_557 . ?
H14A C14 H14B 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
Ni1 O2 C3 O2 -69.60(11) . . . 14_655 ?
Ni1 O2 C3 O2 45.7(2) . . . 10_556 ?
Ni1 O2 C3 O2 12.40(6) . . . 5_656 ?
Ni1 O2 C3 C4 -167.60(6) . . . . ?
Ni1 N11 C12 C12 180.000(4) . . . 10_557 ?
Ni1 N11 C13 C13 180.000(2) . . . 10_557 ?
Ni1 N11 C14 C14 180.000(1) . . . 10_557 ?
O2 O2 C3 O2 81.99(5) 14_655 . . 5_656 ?
O2 O2 C3 O2 115.31(16) 14_655 . . 10_556 ?
O2 O2 C3 C4 -98.01(5) 14_655 . . . ?
O2 C3 C4 C5 -39.02(14) 5_656 . . . ?
O2 C3 C4 C5 140.98(14) . . . . ?
O2 C3 C4 C5 107.15(14) 14_655 . . . ?
O2 C3 C4 C5 -72.85(14) 10_556 . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C12 N11 C13 C13 -58.8(5) . . . 10_557 ?
C12 N11 C14 C14 58.8(5) . . . 10_557 ?
C13 N11 C12 C12 58.6(5) . . . 10_557 ?
C13 N11 C14 C14 -58.4(5) . . . 10_557 ?
C14 N11 C12 C12 -58.6(5) . . . 10_557 ?
C14 N11 C13 C13 58.4(4) . . . 10_557 ?

_olex2_submission_special_instructions 'No special instructions were received'

_vrf_PLAT430_xw_ni_100_sq        
;
PROBLEM: Short Inter D...A Contact  N11      ..N11      .       2.59 Ang.  
RESPONSE: Two nitrogen atoms are part of single DABCO molecule
;
