# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1_sq_d
_database_code_depnum_ccdc_archive 'CCDC 1872271'
_audit_update_record             
;
2018-10-09 deposited with the CCDC.
2018-11-27 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         ?
_chemical_formula_sum            'C2.38 H0.86 N0 Ni0.38 O1.90 Si0.10'
_chemical_formula_weight         84.98

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   12.260(3)
_cell_length_b                   18.225(5)
_cell_length_c                   19.795(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4423(2)
_cell_formula_units_Z            42
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4524
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      26.13

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_F_000             1780
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.767
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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  'Bruken APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26769
_diffrn_reflns_av_unetI/netI     0.0621
_diffrn_reflns_av_R_equivalents  0.0931
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.954
_diffrn_reflns_theta_max         26.128
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4524
_reflns_number_gt                3298
_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-2014/7 (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)+(0.1084P)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         4524
_refine_ls_number_parameters     232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.1818
_refine_ls_wR_factor_gt          0.1717
_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
Ni1 Ni 0.44210(5) 1.02302(4) 0.56395(3) 0.0271(2) Uani 1 1 d . . . . .
Ni2 Ni 0.72923(5) 1.04843(4) 0.54849(3) 0.0279(2) Uani 1 1 d . . . . .
Si1 Si -0.05643(15) 0.7500 0.70022(9) 0.0238(4) Uani 1 2 d S T P . .
O1 O 0.5364(3) 0.9495(2) 0.61672(18) 0.0387(9) Uani 1 1 d . . . . .
O2 O 0.6836(3) 1.0147(2) 0.64593(17) 0.0428(10) Uani 1 1 d . . . . .
O3 O 0.3089(3) 0.9889(2) 0.61565(17) 0.0375(9) Uani 1 1 d . . . . .
O4 O 0.7804(3) 1.0856(2) 0.45426(16) 0.0404(10) Uani 1 1 d . . . . .
O5 O 0.3654(3) 1.1122(2) 0.52633(18) 0.0373(9) Uani 1 1 d . . . . .
O6 O 0.7692(3) 0.9434(2) 0.5286(2) 0.0456(11) Uani 1 1 d . . . . .
O7 O 0.5786(3) 1.05114(19) 0.51174(17) 0.0292(8) Uani 1 1 d . . . . .
O8 O 0.4739(4) 1.1015(3) 0.6458(2) 0.0777(16) Uani 1 1 d . . . . .
O9 O 0.7087(5) 1.1588(3) 0.5801(3) 0.0732(15) Uani 1 1 d . . . . .
O10 O 0.8941(5) 1.0567(4) 0.5857(4) 0.109(2) Uani 1 1 d . . . . .
C1 C -0.1596(7) 0.7500 0.7700(4) 0.041(2) Uani 1 2 d S T P . .
C2 C 0.0319(4) 0.8324(3) 0.7065(2) 0.0256(11) Uani 1 1 d . . . . .
C3 C 0.0391(4) 0.8709(3) 0.7666(2) 0.0279(11) Uani 1 1 d . . . . .
H3 H -0.0071 0.8577 0.8018 0.034 Uiso 1 1 calc R U . . .
C4 C 0.1114(4) 0.9277(3) 0.7767(2) 0.0286(11) Uani 1 1 d . . . . .
C5 C 0.1782(4) 0.9496(3) 0.7241(2) 0.0297(11) Uani 1 1 d . . . . .
H5 H 0.2286 0.9871 0.7306 0.036 Uiso 1 1 calc R U . . .
C6 C 0.1699(4) 0.9155(3) 0.6608(2) 0.0255(11) Uani 1 1 d . . . . .
C7 C 0.0992(4) 0.8574(3) 0.6530(2) 0.0260(11) Uani 1 1 d . . . . .
H7 H 0.0955 0.8339 0.6114 0.031 Uiso 1 1 calc R U . . .
C8 C 0.2392(4) 0.9415(3) 0.6029(2) 0.0320(12) Uani 1 1 d . . . . .
C9 C 0.6108(5) 0.9664(3) 0.6566(2) 0.0321(12) Uani 1 1 d . . . . .
C10 C -0.1306(6) 0.7500 0.6181(3) 0.0295(16) Uani 1 2 d S T P . .
C11 C -0.1683(4) 0.8143(3) 0.5905(3) 0.0347(12) Uani 1 1 d . . . . .
H11 H -0.1448 0.8586 0.6088 0.042 Uiso 1 1 calc R U . . .
C12 C 0.2399(4) 1.1841(3) 0.4635(3) 0.0320(12) Uani 1 1 d . . . . .
C13 C 0.2764(6) 1.2500 0.4904(4) 0.0367(18) Uani 1 2 d S T P . .
H13 H 0.3251 1.2500 0.5265 0.044 Uiso 1 2 calc R U P . .
C14 C 0.2821(4) 1.1123(3) 0.4888(3) 0.0337(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O5 2.021(4) . ?
Ni1 O3 2.026(4) . ?
Ni1 O7 2.032(3) . ?
Ni1 O7 2.034(4) 5_676 ?
Ni1 O1 2.055(4) . ?
Ni1 O8 2.196(5) . ?
Ni2 O7 1.986(3) . ?
Ni2 O6 2.014(4) . ?
Ni2 O4 2.081(3) . ?
Ni2 O2 2.100(3) . ?
Ni2 O9 2.121(5) . ?
Ni2 O10 2.157(6) . ?
Si1 C2 1.856(5) 7_575 ?
Si1 C2 1.856(5) . ?
Si1 C10 1.862(7) . ?
Si1 C1 1.874(7) . ?
O1 C9 1.244(6) . ?
O2 C9 1.272(6) . ?
O3 C8 1.241(6) . ?
O4 C8 1.257(6) 5_676 ?
O5 C14 1.263(6) . ?
O6 C14 1.243(6) 5_676 ?
O7 Ni1 2.034(4) 5_676 ?
C2 C3 1.384(6) . ?
C2 C7 1.417(7) . ?
C3 C4 1.379(7) . ?
C4 C5 1.385(7) . ?
C4 C9 1.497(6) 6_557 ?
C5 C6 1.401(6) . ?
C6 C7 1.378(7) . ?
C6 C8 1.504(7) . ?
C8 O4 1.257(6) 5_676 ?
C9 C4 1.497(6) 6_657 ?
C10 C11 1.373(6) . ?
C10 C11 1.373(6) 7_575 ?
C11 C12 1.383(7) 5_576 ?
C12 C11 1.383(7) 5_576 ?
C12 C13 1.388(6) . ?
C12 C14 1.493(7) . ?
C13 C12 1.388(6) 7_585 ?
C14 O6 1.243(6) 5_676 ?

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
O5 Ni1 O3 93.33(17) . . ?
O5 Ni1 O7 89.58(15) . . ?
O3 Ni1 O7 176.70(16) . . ?
O5 Ni1 O7 101.84(14) . 5_676 ?
O3 Ni1 O7 93.88(14) . 5_676 ?
O7 Ni1 O7 83.99(15) . 5_676 ?
O5 Ni1 O1 166.86(15) . . ?
O3 Ni1 O1 89.82(17) . . ?
O7 Ni1 O1 87.68(15) . . ?
O7 Ni1 O1 90.65(15) 5_676 . ?
O5 Ni1 O8 80.24(18) . . ?
O3 Ni1 O8 88.31(18) . . ?
O7 Ni1 O8 93.73(19) . . ?
O7 Ni1 O8 176.87(17) 5_676 . ?
O1 Ni1 O8 87.11(19) . . ?
O7 Ni2 O6 100.26(15) . . ?
O7 Ni2 O4 86.79(15) . . ?
O6 Ni2 O4 93.51(18) . . ?
O7 Ni2 O2 95.49(14) . . ?
O6 Ni2 O2 88.08(18) . . ?
O4 Ni2 O2 176.95(15) . . ?
O7 Ni2 O9 88.51(18) . . ?
O6 Ni2 O9 170.86(19) . . ?
O4 Ni2 O9 89.50(19) . . ?
O2 Ni2 O9 88.55(19) . . ?
O7 Ni2 O10 174.4(2) . . ?
O6 Ni2 O10 84.6(2) . . ?
O4 Ni2 O10 90.1(2) . . ?
O2 Ni2 O10 87.5(2) . . ?
O9 Ni2 O10 86.8(3) . . ?
C2 Si1 C2 108.1(3) 7_575 . ?
C2 Si1 C10 110.1(2) 7_575 . ?
C2 Si1 C10 110.1(2) . . ?
C2 Si1 C1 110.2(2) 7_575 . ?
C2 Si1 C1 110.2(2) . . ?
C10 Si1 C1 108.3(4) . . ?
C9 O1 Ni1 125.0(4) . . ?
C9 O2 Ni2 122.8(3) . . ?
C8 O3 Ni1 131.8(3) . . ?
C8 O4 Ni2 128.3(4) 5_676 . ?
C14 O5 Ni1 126.4(3) . . ?
C14 O6 Ni2 135.1(4) 5_676 . ?
Ni2 O7 Ni1 124.97(17) . . ?
Ni2 O7 Ni1 111.66(17) . 5_676 ?
Ni1 O7 Ni1 96.01(15) . 5_676 ?
C3 C2 C7 116.3(5) . . ?
C3 C2 Si1 120.3(4) . . ?
C7 C2 Si1 123.4(4) . . ?
C4 C3 C2 123.1(4) . . ?
C3 C4 C5 119.2(4) . . ?
C3 C4 C9 118.6(4) . 6_557 ?
C5 C4 C9 122.1(5) . 6_557 ?
C4 C5 C6 120.1(5) . . ?
C7 C6 C5 119.2(4) . . ?
C7 C6 C8 120.7(4) . . ?
C5 C6 C8 120.1(4) . . ?
C6 C7 C2 121.9(4) . . ?
O3 C8 O4 126.1(5) . 5_676 ?
O3 C8 C6 116.9(4) . . ?
O4 C8 C6 117.1(5) 5_676 . ?
O1 C9 O2 125.5(5) . . ?
O1 C9 C4 116.6(5) . 6_657 ?
O2 C9 C4 117.9(4) . 6_657 ?
C11 C10 C11 117.2(6) . 7_575 ?
C11 C10 Si1 120.8(3) . . ?
C11 C10 Si1 120.8(3) 7_575 . ?
C10 C11 C12 122.6(5) . 5_576 ?
C11 C12 C13 118.9(5) 5_576 . ?
C11 C12 C14 119.8(5) 5_576 . ?
C13 C12 C14 121.2(5) . . ?
C12 C13 C12 119.8(7) 7_585 . ?
O6 C14 O5 124.8(5) 5_676 . ?
O6 C14 C12 116.6(5) 5_676 . ?
O5 C14 C12 118.6(5) . . ?

_refine_diff_density_max         2.207
_refine_diff_density_min         -0.789
_refine_diff_density_rms         0.131

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.051 0.250 0.750 770 142 ' '
2 -0.007 0.750 0.250 770 144 ' '
_platon_squeeze_details          ?
