# 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_DUT-8(Ni)-heptan
_database_code_depnum_ccdc_archive 'CCDC 1912198'
loop_
_audit_author_name
_audit_author_address
'Volodymyr Bon'
;Technische Universitaet Dresden
Germany
;
_audit_update_record             
;
2019-04-25 deposited with the CCDC.	2019-09-01 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT602_DUT-8Ni-heptan      
;
PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure        ! Info  
RESPONSE: The structure contains large amount of solvent (n-heptane), which
cannot be modelled because of disorder. The SQUEEZE procedure was not applied
in this case because of pseudo-merohedral twinning in the structure
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        DUT-8(Ni)-heptane
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H24 N2 Ni2 O8'
_chemical_formula_weight         657.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        '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                   18.47(2)
_cell_length_b                   18.39(2)
_cell_length_c                   9.311(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.720(15)
_cell_angle_gamma                90
_cell_volume                     3125(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2.95
_cell_measurement_theta_min      20.89
_cell_measurement_theta_max      1038

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.699
_exptl_crystal_F_000             676
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.627
_shelx_estimated_absorpt_T_min   0.923
_shelx_estimated_absorpt_T_max   0.940
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12114
_diffrn_reflns_av_unetI/netI     0.1623
_diffrn_reflns_av_R_equivalents  0.1644
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.572
_diffrn_reflns_theta_max         26.486
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3222
_reflns_number_gt                1799
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick 2016)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          'Refined as a 2-component twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3222
_refine_ls_number_parameters     109
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.2037
_refine_ls_R_factor_gt           0.1299
_refine_ls_wR_factor_ref         0.3917
_refine_ls_wR_factor_gt          0.3410
_refine_ls_goodness_of_fit_ref   1.235
_refine_ls_restrained_S_all      1.239
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
NI1 Ni 0.50268(9) 0.500000 0.64320(17) 0.0248(6) Uani 1 2 d S T P . .
N1 N 0.5021(6) 0.500000 0.8624(10) 0.0199(19) Uani 1 2 d DS T P . .
O1 O 0.4268(4) 0.4237(4) 0.5969(8) 0.050(2) Uani 1 1 d . . . . .
O2 O 0.4194(4) 0.4237(4) 0.3551(8) 0.051(2) Uani 1 1 d . . . . .
C3 C 0.3200(6) 0.3157(6) 0.5804(13) 0.058(3) Uani 1 1 d . . . . .
H3A H 0.341024 0.332498 0.671415 0.070 Uiso 1 1 calc R U . . .
C1 C 0.4008(5) 0.4020(5) 0.4717(13) 0.044(2) Uani 1 1 d . . . . .
C4 C 0.2666(6) 0.2627(6) 0.5725(13) 0.053(3) Uani 1 1 d . . . . .
C2 C 0.3440(6) 0.3450(5) 0.4570(13) 0.050(3) Uani 1 1 d . . . . .
C6 C 0.1883(8) 0.1810(8) 0.6777(14) 0.086(5) Uani 1 1 d . . . . .
H6A H 0.172539 0.163432 0.761451 0.103 Uiso 1 1 calc R U . . .
C5 C 0.2428(9) 0.2320(9) 0.6890(13) 0.093(6) Uani 1 1 d . . . . .
H5A H 0.264590 0.246194 0.781358 0.112 Uiso 1 1 calc R U . . .
C7 C 0.5765(15) 0.500000 0.939(5) 0.215(19) Uani 1 2 d DS TU P . .
H7A H 0.602234 0.542763 0.912451 0.258 Uiso 0.5 1 calc R U P . .
H7B H 0.602234 0.457237 0.912450 0.258 Uiso 0.5 1 calc R U P . .
C8 C 0.4259(12) 0.500000 0.888(4) 0.158(13) Uani 1 2 d DS TU P . .
H8A H 0.400947 0.457265 0.844187 0.189 Uiso 0.5 1 calc R U P . .
H8B H 0.400947 0.542735 0.844187 0.189 Uiso 0.5 1 calc R U P . .
C9 C 0.4840(15) 0.5717(9) 0.914(2) 0.058(6) Uani 0.5 1 d D U P . .
H9A H 0.431436 0.579322 0.897801 0.069 Uiso 0.5 1 calc R U P . .
H9B H 0.506964 0.609567 0.863673 0.069 Uiso 0.5 1 calc R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
NI1 O1 1.983(7) . ?
NI1 O1 1.983(7) 6_565 ?
NI1 O2 2.008(7) 5_666 ?
NI1 O2 2.008(7) 2_656 ?
NI1 N1 2.042(10) . ?
NI1 NI1 2.654(5) 5_666 ?
N1 C7 1.448(18) . ?
N1 C9 1.457(15) . ?
N1 C9 1.457(15) 6_565 ?
N1 C8 1.462(17) . ?
O1 C1 1.257(13) . ?
O2 C1 1.252(13) . ?
O2 NI1 2.008(7) 5_666 ?
C3 C4 1.380(13) . ?
C3 C2 1.401(15) . ?
C3 H3A 0.9300 . ?
C1 C2 1.474(12) . ?
C4 C5 1.355(18) . ?
C4 C4 1.47(2) 7_556 ?
C2 C6 1.388(16) 7_556 ?
C6 C5 1.368(16) . ?
C6 C2 1.389(16) 7_556 ?
C6 H6A 0.9300 . ?
C5 H5A 0.9300 . ?
C7 C8 1.62(5) 5_667 ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C7 1.62(5) 5_667 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C9 1.63(4) 2_657 ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 NI1 O1 90.1(5) . 6_565 ?
O1 NI1 O2 167.9(3) . 5_666 ?
O1 NI1 O2 89.3(3) 6_565 5_666 ?
O1 NI1 O2 89.3(3) . 2_656 ?
O1 NI1 O2 167.9(3) 6_565 2_656 ?
O2 NI1 O2 88.7(5) 5_666 2_656 ?
O1 NI1 N1 96.1(3) . . ?
O1 NI1 N1 96.1(3) 6_565 . ?
O2 NI1 N1 96.0(3) 5_666 . ?
O2 NI1 N1 96.0(3) 2_656 . ?
O1 NI1 NI1 82.2(2) . 5_666 ?
O1 NI1 NI1 82.2(2) 6_565 5_666 ?
O2 NI1 NI1 85.7(2) 5_666 5_666 ?
O2 NI1 NI1 85.7(2) 2_656 5_666 ?
N1 NI1 NI1 177.6(3) . 5_666 ?
C7 N1 C9 94.9(14) . . ?
C7 N1 C9 94.9(14) . 6_565 ?
C9 N1 C9 129(2) . 6_565 ?
C7 N1 C8 142(2) . . ?
C9 N1 C8 70.9(13) . . ?
C9 N1 C8 70.9(13) 6_565 . ?
C7 N1 NI1 110(2) . . ?
C9 N1 NI1 111.3(9) . . ?
C9 N1 NI1 111.3(9) 6_565 . ?
C8 N1 NI1 108.4(15) . . ?
C1 O1 NI1 125.8(6) . . ?
C1 O2 NI1 120.4(7) . 5_666 ?
C4 C3 C2 122.7(11) . . ?
C4 C3 H3A 118.7 . . ?
C2 C3 H3A 118.7 . . ?
O2 C1 O1 125.8(9) . . ?
O2 C1 C2 115.5(10) . . ?
O1 C1 C2 118.6(10) . . ?
C5 C4 C3 124.6(11) . . ?
C5 C4 C4 117.5(11) . 7_556 ?
C3 C4 C4 117.9(13) . 7_556 ?
C6 C2 C3 117.6(9) 7_556 . ?
C6 C2 C1 122.0(10) 7_556 . ?
C3 C2 C1 120.4(10) . . ?
C5 C6 C2 121.0(11) . 7_556 ?
C5 C6 H6A 119.5 . . ?
C2 C6 H6A 119.5 7_556 . ?
C4 C5 C6 123.3(11) . . ?
C4 C5 H5A 118.4 . . ?
C6 C5 H5A 118.4 . . ?
N1 C7 C8 109(3) . 5_667 ?
N1 C7 H7A 109.9 . . ?
C8 C7 H7A 109.9 5_667 . ?
N1 C7 H7B 109.9 . . ?
C8 C7 H7B 109.9 5_667 . ?
H7A C7 H7B 108.3 . . ?
N1 C8 C7 110(2) . 5_667 ?
N1 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 5_667 . ?
N1 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 5_667 . ?
H8A C8 H8B 108.2 . . ?
N1 C9 C9 104.9(12) . 2_657 ?
N1 C9 H9A 110.8 . . ?
C9 C9 H9A 110.8 2_657 . ?
N1 C9 H9B 110.8 . . ?
C9 C9 H9B 110.8 2_657 . ?
H9A C9 H9B 108.8 . . ?

_refine_diff_density_max         1.850
_refine_diff_density_min         -2.844
_refine_diff_density_rms         0.232


_exptl_crystal_recrystallization_method 'solvent exchange'
_chemical_properties_physical    Moisture-sensitive
_exptl_crystal_preparation       'Magnetic properties'
