# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ssr1
_database_code_depnum_ccdc_archive 'CCDC 1889902'
loop_
_audit_author_name
_audit_author_address
'Joseph Reibenspies'
;Xray Diffraction Laboratory Department of Chemistry Texas A and M University USA
United States of America
;
_audit_update_record             
;
2021-09-27 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_vrf_PLAT242_ssr1                
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        Ni1 Check 
RESPONSE: Whole molecule disorder including Ni1
;
_vrf_PLAT250_ssr1                
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.2 Note  
RESPONSE: Whole molecule disorder limits the accuracy of the U modeling
;
_vrf_PLAT420_ssr1                
;
PROBLEM: D-H Bond Without Acceptor  N1A      --H1AA     .     Please Check 
RESPONSE: Disorder in included solvent the disorder of the solvent was dealt w
ith by application of the program Squeeze (see refinement_special_details)
;
_vrf_PLAT906_ssr1                
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.268 Check 
RESPONSE: Within acceptable limits of a disordered structural refinment.
;
_vrf_PLAT977_ssr1                
;
PROBLEM: Check Negative Difference Density on H4AA             -0.41 eA-3  
RESPONSE: Whole molecule disorder limits the accuracy of the fouier synthesis.
;
_audit_creation_date             2021-09-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H40 N14 Ni2'
_chemical_formula_sum            'C16 H40 N14 Ni2'
_chemical_formula_weight         546.04
_chemical_melting_point          487.15
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'

_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      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
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                   13.2618(9)
_cell_length_b                   8.7178(6)
_cell_length_c                   13.2822(9)
_cell_angle_alpha                90
_cell_angle_beta                 109.205(2)
_cell_angle_gamma                90
_cell_volume                     1450.14(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9965
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.544
_cell_measurement_theta_min      2.847
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.739
_exptl_absorpt_coefficient_mu    1.327
_exptl_absorpt_correction_T_max  0.4305
_exptl_absorpt_correction_T_min  0.3332
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1147 before and 0.0592 after correction. The Ratio of minimum to maximum transmission is 0.7740. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.182
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13675
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.544
_diffrn_reflns_theta_min         2.847
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker PHOTON 2 area detector'
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Charge-integrating Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker Photon 2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1572
_reflns_number_total             1783
_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.

A disordered solvent molecule was identified in the refinement.   
The disorder of the solvent was dealt with by application of the 
program Squeeze (Reference to Spek, A. Acta Cryst. 2015, C71 (1), 9-18.) 
as implemented in Platon (Reference to Spek, A. L., Acta Cryst. 
2009, D65, 148-155) which allows for the mathematical compensation 
of the electron contribution of disordered solvent contained in 
the voids to the calculated diffraction intensities.
;

_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (2016)'
_computing_data_collection       'SAINT V8.38A (2016)'
_computing_data_reduction        'SAINT V8.38A (2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.725
_refine_diff_density_min         -1.116
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1783
_refine_ls_number_restraints     390
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0587
_refine_ls_restrained_S_all      1.086
_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)+(0.0614P)²+12.4151P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1486
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2. Restrained distances
 Ni1-N2A \\sim Ni1-N2 \\sim Ni1-N3A \\sim Ni1-N3 \\sim Ni1-N1 \\sim Ni1-N1A
 with sigma of 0.02
 N1-C1 \\sim N1A-C1A \\sim N2A-C2A \\sim N2-C2 \\sim N2A-C3A \\sim N2-C3 \\sim
N3A-C4A \\sim N3-C4
 with sigma of 0.02
 C2-C1 \\sim C2A-C1A \\sim C4A-C3A \\sim C4-C3
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
Uanis(C4A) = Uanis(C4)
Uanis(C1) = Uanis(C1A)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Fixed Sof: N1(0.25) H1(0.25) C1(0.5) H1A(0.5) H1B(0.5) C2(0.5) H2A(0.5)
 H2B(0.5) N2(0.5) H2(0.5) C3(0.5) H3A(0.5) H3B(0.5) C4(0.5) H4A(0.5) H4B(0.5)
 N3(0.25) H3(0.25) N4(0.5) N6(0.5) N1A(0.25) H1AA(0.25) C1A(0.5) H1AB(0.5)
 H1AC(0.5) C2A(0.5) H2AA(0.5) H2AB(0.5) N2A(0.5) H2AC(0.5) C3A(0.5) H3AA(0.5)
 H3AB(0.5) C4A(0.5) H4AA(0.5) H4AB(0.5) N3A(0.25) H3AC(0.25)
6.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N1A(H1AA), N2A(H2AC), N3A(H3AC)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C1A(H1AB,H1AC), C2A(H2AA,
 H2AB), C3A(H3AA,H3AB), C4A(H4AA,H4AB)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.67734(4) 0.000000 0.66789(5) 0.0155(2) Uani 1 2 d DS T P . .
N1 N 0.697(2) 0.000000 0.8303(9) 0.028(3) Uani 0.5 2 d DS TU P A 1
H1 H 0.623469 -0.000002 0.834721 0.034 Uiso 0.5 2 calc R U P A 1
C1 C 0.7451(7) 0.1451(10) 0.8780(7) 0.0379(12) Uani 0.5 1 d D U P A 1
H1A H 0.823741 0.134586 0.905705 0.045 Uiso 0.5 1 calc R U P A 1
H1B H 0.720220 0.170645 0.938585 0.045 Uiso 0.5 1 calc R U P A 1
C2 C 0.7156(13) 0.2692(16) 0.7989(13) 0.040(3) Uani 0.5 1 d D U P A 1
H2A H 0.765476 0.355517 0.826778 0.048 Uiso 0.5 1 calc R U P A 1
H2B H 0.643427 0.305470 0.794241 0.048 Uiso 0.5 1 calc R U P A 1
N2 N 0.7145(13) 0.2364(13) 0.6899(14) 0.031(2) Uani 0.5 1 d D U P A 1
H2 H 0.658404 0.298906 0.637107 0.038 Uiso 0.5 1 calc R U P A 1
C3 C 0.8197(10) 0.2556(16) 0.6727(14) 0.044(3) Uani 0.5 1 d D U P A 1
H3A H 0.808081 0.259040 0.595201 0.053 Uiso 0.5 1 calc R U P A 1
H3B H 0.851863 0.354432 0.703937 0.053 Uiso 0.5 1 calc R U P A 1
C4 C 0.8948(10) 0.1289(15) 0.7216(13) 0.0523(17) Uani 0.5 1 d D U P A 1
H4A H 0.962961 0.139109 0.706856 0.063 Uiso 0.5 1 calc R U P A 1
H4B H 0.909359 0.122401 0.799491 0.063 Uiso 0.5 1 calc R U P A 1
N3 N 0.8330(10) 0.000000 0.666(2) 0.043(3) Uani 0.5 2 d DS TU P A 1
H3 H 0.832227 0.000003 0.590643 0.051 Uiso 0.5 2 calc R U P A 1
N4 N 0.6374(4) -0.0331(9) 0.5027(4) 0.027(2) Uani 0.5 1 d . U P A .
N5 N 0.5599(3) 0.000000 0.4300(3) 0.0193(8) Uani 1 2 d S TU P . .
N6 N 0.4866(4) 0.0210(17) 0.3525(4) 0.018(3) Uani 0.5 1 d . U P A .
N1A N 0.7091(19) 0.000000 0.8320(9) 0.024(2) Uani 0.5 2 d DS TU P A 2
H1AA H 0.787869 -0.000001 0.870184 0.029 Uiso 0.5 2 calc R U P A 2
C1A C 0.6610(7) 0.1416(10) 0.8542(7) 0.0379(12) Uani 0.5 1 d D U P A 2
H1AB H 0.582349 0.133449 0.823385 0.045 Uiso 0.5 1 calc R U P A 2
H1AC H 0.679612 0.153664 0.932300 0.045 Uiso 0.5 1 calc R U P A 2
C2A C 0.6954(13) 0.2735(17) 0.8119(13) 0.039(2) Uani 0.5 1 d D U P A 2
H2AA H 0.767926 0.303133 0.858169 0.047 Uiso 0.5 1 calc R U P A 2
H2AB H 0.646494 0.360226 0.809545 0.047 Uiso 0.5 1 calc R U P A 2
N2A N 0.6965(12) 0.2394(12) 0.7027(14) 0.030(2) Uani 0.5 1 d D U P A 2
H2AC H 0.635983 0.295568 0.650381 0.036 Uiso 0.5 1 calc R U P A 2
C3A C 0.7974(10) 0.2865(15) 0.6858(13) 0.038(2) Uani 0.5 1 d D U P A 2
H3AA H 0.781670 0.321324 0.611238 0.046 Uiso 0.5 1 calc R U P A 2
H3AB H 0.829322 0.373559 0.733436 0.046 Uiso 0.5 1 calc R U P A 2
C4A C 0.8735(10) 0.1599(14) 0.7072(13) 0.0523(17) Uani 0.5 1 d D U P A 2
H4AA H 0.912603 0.160193 0.784861 0.063 Uiso 0.5 1 calc R U P A 2
H4AB H 0.926283 0.184852 0.671505 0.063 Uiso 0.5 1 calc R U P A 2
N3A N 0.8375(11) 0.000000 0.677(2) 0.040(3) Uani 0.5 2 d DS TU P A 2
H3AC H 0.830446 -0.000002 0.599959 0.048 Uiso 0.5 2 calc R U P A 2


_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 N1 2.085(11) . ?
Ni1 N2 2.117(10) 6 ?
Ni1 N2 2.117(10) . ?
Ni1 N3 2.072(12) . ?
Ni1 N4 2.100(6) . ?
Ni1 N4 2.100(6) 6 ?
Ni1 N6 2.108(5) 2_656 ?
Ni1 N6 2.108(5) 5_656 ?
Ni1 N1A 2.079(11) . ?
Ni1 N2A 2.135(10) 6 ?
Ni1 N2A 2.135(10) . ?
Ni1 N3A 2.087(11) . ?
N1 H1 1.0000 . ?
N1 C1 1.462(11) . ?
N1 C1 1.462(11) 6 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.469(13) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 N2 1.471(11) . ?
N2 H2 1.0000 . ?
N2 C3 1.495(11) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.486(12) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 N3 1.441(13) . ?
N3 H3 1.0000 . ?
N4 N5 1.191(7) . ?
N5 N6 1.175(7) . ?
N5 N6 1.175(7) 6 ?
N1A H1AA 1.0000 . ?
N1A C1A 1.463(12) . ?
N1A C1A 1.463(12) 6 ?
C1A H1AB 0.9900 . ?
C1A H1AC 0.9900 . ?
C1A C2A 1.420(13) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C2A N2A 1.486(11) . ?
N2A H2AC 1.0000 . ?
N2A C3A 1.485(11) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A C4A 1.459(12) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A N3A 1.485(11) . ?
N3A H3AC 1.0000 . ?

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 Ni1 N2 85.0(5) . . ?
N1 Ni1 N2 85.0(5) . 6 ?
N1 Ni1 N4 169.4(5) . 6 ?
N1 Ni1 N4 169.4(5) . . ?
N1 Ni1 N6 84.7(7) . 5_656 ?
N1 Ni1 N6 84.7(7) . 2_656 ?
N1 Ni1 N2A 79.1(5) . 6 ?
N2 Ni1 N2 153.6(10) 6 . ?
N2 Ni1 N2A 9.1(7) 6 6 ?
N2 Ni1 N2A 156.4(2) . 6 ?
N3 Ni1 N1 102.9(12) . . ?
N3 Ni1 N2 79.3(4) . . ?
N3 Ni1 N2 79.3(4) . 6 ?
N3 Ni1 N4 84.2(9) . . ?
N3 Ni1 N4 84.2(9) . 6 ?
N3 Ni1 N6 170.9(8) . 5_656 ?
N3 Ni1 N6 170.9(8) . 2_656 ?
N3 Ni1 N2A 87.4(4) . 6 ?
N4 Ni1 N2 104.2(5) . . ?
N4 Ni1 N2 88.7(5) . 6 ?
N4 Ni1 N2 104.2(5) 6 6 ?
N4 Ni1 N2 88.7(5) 6 . ?
N4 Ni1 N4 15.8(4) . 6 ?
N4 Ni1 N6 89.0(2) . 2_656 ?
N4 Ni1 N6 89.0(2) 6 5_656 ?
N4 Ni1 N6 87.6(2) . 5_656 ?
N4 Ni1 N6 87.6(2) 6 2_656 ?
N4 Ni1 N2A 93.6(5) 6 . ?
N4 Ni1 N2A 109.4(5) . . ?
N4 Ni1 N2A 93.6(5) . 6 ?
N4 Ni1 N2A 109.4(5) 6 6 ?
N6 Ni1 N2 106.6(6) 2_656 6 ?
N6 Ni1 N2 96.7(6) 2_656 . ?
N6 Ni1 N2 106.6(6) 5_656 . ?
N6 Ni1 N2 96.7(6) 5_656 6 ?
N6 Ni1 N6 10.0(8) 5_656 2_656 ?
N6 Ni1 N2A 99.0(6) 5_656 . ?
N6 Ni1 N2A 89.3(6) 5_656 6 ?
N6 Ni1 N2A 99.0(6) 2_656 6 ?
N6 Ni1 N2A 89.3(6) 2_656 . ?
N1A Ni1 N4 171.6(3) . . ?
N1A Ni1 N2A 78.7(5) . . ?
N1A Ni1 N3A 94.9(11) . . ?
N2A Ni1 N2A 155.8(10) 6 . ?
N3A Ni1 N4 88.0(9) . . ?
N3A Ni1 N2A 86.6(4) . . ?
Ni1 N1 H1 105.5 . . ?
C1 N1 Ni1 109.7(7) . . ?
C1 N1 Ni1 109.7(7) 6 . ?
C1 N1 H1 105.5 6 . ?
C1 N1 H1 105.5 . . ?
C1 N1 C1 119.8(15) . 6 ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 C2 110.6(9) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C1 C2 H2A 107.7 . . ?
C1 C2 H2B 107.7 . . ?
C1 C2 N2 118.3(12) . . ?
H2A C2 H2B 107.1 . . ?
N2 C2 H2A 107.7 . . ?
N2 C2 H2B 107.7 . . ?
Ni1 N2 H2 110.4 . . ?
C2 N2 Ni1 104.6(10) . . ?
C2 N2 H2 110.4 . . ?
C2 N2 C3 114.9(11) . . ?
C3 N2 Ni1 106.0(9) . . ?
C3 N2 H2 110.4 . . ?
N2 C3 H3A 109.2 . . ?
N2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 N2 112.0(12) . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C3 C4 H4A 111.8 . . ?
C3 C4 H4B 111.8 . . ?
H4A C4 H4B 109.5 . . ?
N3 C4 C3 99.8(10) . . ?
N3 C4 H4A 111.8 . . ?
N3 C4 H4B 111.8 . . ?
Ni1 N3 H3 109.2 . . ?
C4 N3 Ni1 113.3(12) . . ?
C4 N3 Ni1 113.3(12) 6 . ?
C4 N3 C4 102.5(18) . 6 ?
C4 N3 H3 109.2 6 . ?
C4 N3 H3 109.2 . . ?
N5 N4 Ni1 131.9(5) . . ?
N4 N5 N4 28.0(7) 6 . ?
N6 N5 N4 173.2(7) 6 6 ?
N6 N5 N4 173.2(7) . . ?
N6 N5 N4 156.6(8) . 6 ?
N6 N5 N4 156.6(8) 6 . ?
N6 N5 N6 17.9(14) 6 . ?
N5 N6 Ni1 128.4(5) . 5_656 ?
Ni1 N1A H1AA 110.5 . . ?
C1A N1A Ni1 105.1(7) . . ?
C1A N1A Ni1 105.1(7) 6 . ?
C1A N1A H1AA 110.5 6 . ?
C1A N1A H1AA 110.5 . . ?
N1A C1A H1AB 109.1 . . ?
N1A C1A H1AC 109.1 . . ?
H1AB C1A H1AC 107.8 . . ?
C2A C1A N1A 112.7(10) . . ?
C2A C1A H1AB 109.1 . . ?
C2A C1A H1AC 109.1 . . ?
C1A C2A H2AA 109.8 . . ?
C1A C2A H2AB 109.8 . . ?
C1A C2A N2A 109.4(13) . . ?
H2AA C2A H2AB 108.2 . . ?
N2A C2A H2AA 109.8 . . ?
N2A C2A H2AB 109.8 . . ?
Ni1 N2A H2AC 108.5 . . ?
C2A N2A Ni1 111.6(10) . . ?
C2A N2A H2AC 108.5 . . ?
C2A N2A C3A 113.0(10) . . ?
C3A N2A Ni1 106.6(9) . . ?
C3A N2A H2AC 108.5 . . ?
N2A C3A H3AA 109.4 . . ?
N2A C3A H3AB 109.4 . . ?
H3AA C3A H3AB 108.0 . . ?
C4A C3A N2A 111.2(12) . . ?
C4A C3A H3AA 109.4 . . ?
C4A C3A H3AB 109.4 . . ?
C3A C4A H4AA 107.0 . . ?
C3A C4A H4AB 107.0 . . ?
C3A C4A N3A 121.1(10) . . ?
H4AA C4A H4AB 106.8 . . ?
N3A C4A H4AA 107.0 . . ?
N3A C4A H4AB 107.0 . . ?
Ni1 N3A H3AC 100.9 . . ?
C4A N3A Ni1 104.3(8) . . ?
C4A N3A Ni1 104.3(8) 6 . ?
C4A N3A C4A 139.7(19) . 6 ?
C4A N3A H3AC 100.9 . . ?
C4A N3A H3AC 100.9 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
Ni1 N1 C1 C2 28.8(17) . . . . ?
Ni1 N2 C3 C4 -40.9(14) . . . . ?
Ni1 N4 N5 N4 65.5(6) . . . 6 ?
Ni1 N4 N5 N6 -126.2(12) . . . 6 ?
Ni1 N1A C1A C2A -53.2(14) . . . . ?
Ni1 N2A C3A C4A -29.8(14) . . . . ?
N1 C1 C2 N2 -40.8(17) . . . . ?
C1 N1 C1 C2 157.0(13) 6 . . . ?
C1 C2 N2 Ni1 29.3(13) . . . . ?
C1 C2 N2 C3 -86.4(15) . . . . ?
C2 N2 C3 C4 74.1(16) . . . . ?
N2 C3 C4 N3 58.7(19) . . . . ?
C3 C4 N3 Ni1 -49(2) . . . . ?
C3 C4 N3 C4 -171.7(12) . . . 6 ?
N4 N5 N6 Ni1 -115.2(14) 6 . . 5_656 ?
N6 N5 N6 Ni1 76.3(11) 6 . . 5_656 ?
N1A C1A C2A N2A 42.8(14) . . . . ?
C1A N1A C1A C2A -168.2(10) 6 . . . ?
C1A C2A N2A Ni1 -11.4(12) . . . . ?
C1A C2A N2A C3A -131.6(13) . . . . ?
C2A N2A C3A C4A 93.2(15) . . . . ?
N2A C3A C4A N3A 38(2) . . . . ?
C3A C4A N3A Ni1 -23(3) . . . . ?
C3A C4A N3A C4A -157(2) . . . 6 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.086 0.000 105.3 35.4 ?
2 0.000 0.000 0.500 36.3 23.2 ?
3 0.500 -0.887 1.000 105.3 35.4 ?
4 0.500 0.500 0.500 36.3 23.2 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Ether diffusion into methnolic mother liquor'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_ssr4
_database_code_depnum_ccdc_archive 'CCDC 1889951'
loop_
_audit_author_name
_audit_author_address
'Joseph Reibenspies'
;Xray Diffraction Laboratory Department of Chemistry Texas A and M University USA
United States of America
;
_audit_update_record             
;
2021-09-27 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_vrf_PLAT090_ssr4                
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........       7.94 Note  
RESPONSE: Small weakly scattering crystal
;
_vrf_PLAT241_ssr4                
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of         C5 Check 
RESPONSE: Within acceptable limits of the crystal structure refinement
;
_audit_creation_date             2018-05-10
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H20 N6 Ni S2'
_chemical_formula_sum            'C10 H20 N6 Ni S2'
_chemical_formula_weight         347.15
_chemical_absolute_configuration ?
_chemical_melting_point          485.15
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'
S S 0.1246 0.1234 '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      trigonal
_space_group_IT_number           161
_space_group_name_H-M_alt        'R 3 c'
_space_group_name_Hall           'R 3 -2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   22.9171(16)
_cell_length_b                   22.9171(16)
_cell_length_c                   15.2853(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6952.2(11)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    9678
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.152
_cell_measurement_theta_min      2.856
_shelx_estimated_absorpt_T_max   0.942
_shelx_estimated_absorpt_T_min   0.797
_exptl_absorpt_coefficient_mu    1.522
_exptl_absorpt_correction_T_max  0.7089
_exptl_absorpt_correction_T_min  0.6301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1173 before and 0.0736 after correction. The Ratio of minimum to maximum transmission is 0.8888. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3276
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0858
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9929
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        24.988
_diffrn_reflns_theta_max         24.988
_diffrn_reflns_theta_min         2.856
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_full    0.943
_reflns_Friedel_fraction_max     0.943
_reflns_number_gt                2519
_reflns_number_total             2643
_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.

A disordered  molecule was identified in the refinement.   
The disorder of the solvent was dealt with by application of 
the program Squeeze (Reference to Spek, A. Acta Cryst. 2015, 
C71 (1), 9-18.) as implemented in Platon (Reference to 
Spek, A. L., Acta Cryst. 2009, D65, 148-155) which allows 
for the mathematical compensation of the electron contribution 
of disordered solvent contained in the voids to the calculated 
diffraction intensities.

;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details 
;
 Flack x determined using 1109 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2643
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0486
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0651P)²+45.5271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1217
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Riding coordinates:
 N1(H1)
2.b Ternary CH refined with riding coordinates:
 N2(H2), N3(H3), N4(H4)
2.c Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.48689(5) 0.42212(5) 0.71537(6) 0.0187(3) Uani 1 1 d . . . . .
S1 S 0.40411(12) 0.56918(13) 0.81034(19) 0.0420(7) Uani 1 1 d . . . . .
S2 S 0.39922(11) 0.43689(10) 0.43449(13) 0.0254(5) Uani 1 1 d . . . . .
N1 N 0.5171(3) 0.4367(4) 0.8463(5) 0.0264(16) Uani 1 1 d . . . . .
H1 H 0.507425 0.471980 0.868998 0.032 Uiso 1 1 d R . . . .
N2 N 0.3985(3) 0.3386(3) 0.7680(4) 0.0233(15) Uani 1 1 d . . . . .
H2 H 0.358425 0.339737 0.744389 0.028 Uiso 1 1 calc R . . . .
N3 N 0.5070(4) 0.3454(4) 0.6790(5) 0.0266(15) Uani 1 1 d . . . . .
H3 H 0.490788 0.334818 0.617129 0.032 Uiso 1 1 calc R . . . .
N4 N 0.5940(4) 0.4837(4) 0.6943(5) 0.0272(16) Uani 1 1 d . . . . .
H4 H 0.602827 0.523148 0.656970 0.033 Uiso 1 1 calc R . . . .
N5 N 0.4573(4) 0.4928(4) 0.7423(5) 0.0287(16) Uani 1 1 d . . . . .
N6 N 0.4540(4) 0.4190(4) 0.5884(5) 0.0239(15) Uani 1 1 d . . . . .
C1 C 0.4713(5) 0.3794(5) 0.8993(6) 0.032(2) Uani 1 1 d . . . . .
H1A H 0.472318 0.394227 0.960423 0.038 Uiso 1 1 calc R . . . .
H1B H 0.486021 0.345514 0.899272 0.038 Uiso 1 1 calc R . . . .
C2 C 0.4003(4) 0.3481(5) 0.8640(6) 0.033(2) Uani 1 1 d . . . . .
H2A H 0.371862 0.303922 0.892568 0.039 Uiso 1 1 calc R . . . .
H2B H 0.381395 0.377433 0.878396 0.039 Uiso 1 1 calc R . . . .
C3 C 0.3951(5) 0.2757(4) 0.7380(6) 0.0294(19) Uani 1 1 d . . . . .
H3A H 0.370689 0.262009 0.681558 0.035 Uiso 1 1 calc R . . . .
H3B H 0.369141 0.239556 0.781016 0.035 Uiso 1 1 calc R . . . .
C4 C 0.4644(5) 0.2827(5) 0.7263(8) 0.042(3) Uani 1 1 d . . . . .
H4A H 0.484381 0.283763 0.784048 0.050 Uiso 1 1 calc R . . . .
H4B H 0.460415 0.243915 0.692794 0.050 Uiso 1 1 calc R . . . .
C5 C 0.5784(5) 0.3691(5) 0.6731(9) 0.051(3) Uani 1 1 d . . . . .
H5A H 0.586407 0.341799 0.629663 0.061 Uiso 1 1 calc R . . . .
H5B H 0.595328 0.363961 0.730490 0.061 Uiso 1 1 calc R . . . .
C6 C 0.6154(5) 0.4412(5) 0.6464(7) 0.035(2) Uani 1 1 d . . . . .
H6A H 0.664205 0.459446 0.656201 0.042 Uiso 1 1 calc R . . . .
H6B H 0.608565 0.444192 0.582956 0.042 Uiso 1 1 calc R . . . .
C7 C 0.6257(4) 0.5084(5) 0.7808(6) 0.034(2) Uani 1 1 d . . . . .
H7A H 0.628312 0.552157 0.792672 0.041 Uiso 1 1 calc R . . . .
H7B H 0.672315 0.516495 0.778759 0.041 Uiso 1 1 calc R . . . .
C8 C 0.5893(4) 0.4615(5) 0.8543(6) 0.0297(19) Uani 1 1 d . . . . .
H8A H 0.597682 0.423151 0.852917 0.036 Uiso 1 1 calc R . . . .
H8B H 0.606009 0.485269 0.910773 0.036 Uiso 1 1 calc R . . . .
C9 C 0.4353(4) 0.5240(4) 0.7705(6) 0.0256(18) Uani 1 1 d . . . . .
C10 C 0.4311(4) 0.4253(4) 0.5247(5) 0.0192(16) 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 N1 2.089(7) . ?
Ni1 N2 2.130(7) . ?
Ni1 N3 2.102(7) . ?
Ni1 N4 2.158(7) . ?
Ni1 N5 2.085(8) . ?
Ni1 N6 2.071(7) . ?
S1 C9 1.643(9) . ?
S2 C10 1.643(8) . ?
N1 H1 1.0002 . ?
N1 C1 1.450(12) . ?
N1 C8 1.461(10) . ?
N2 H2 1.0000 . ?
N2 C2 1.481(11) . ?
N2 C3 1.477(11) . ?
N3 H3 1.0000 . ?
N3 C4 1.462(12) . ?
N3 C5 1.448(12) . ?
N4 H4 1.0000 . ?
N4 C6 1.485(12) . ?
N4 C7 1.477(12) . ?
N5 C9 1.145(12) . ?
N6 C10 1.149(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.512(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.523(14) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.488(15) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.489(13) . ?
C8 H8A 0.9900 . ?
C8 H8B 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
N1 Ni1 N2 82.6(3) . . ?
N1 Ni1 N3 101.2(3) . . ?
N1 Ni1 N4 82.0(3) . . ?
N2 Ni1 N4 154.6(3) . . ?
N3 Ni1 N2 81.7(3) . . ?
N3 Ni1 N4 81.7(3) . . ?
N5 Ni1 N1 84.1(3) . . ?
N5 Ni1 N2 95.2(3) . . ?
N5 Ni1 N3 173.5(3) . . ?
N5 Ni1 N4 103.1(3) . . ?
N6 Ni1 N1 171.6(3) . . ?
N6 Ni1 N2 99.0(3) . . ?
N6 Ni1 N3 87.2(3) . . ?
N6 Ni1 N4 99.1(3) . . ?
N6 Ni1 N5 87.6(3) . . ?
Ni1 N1 H1 105.8 . . ?
C1 N1 Ni1 111.0(5) . . ?
C1 N1 H1 100.7 . . ?
C1 N1 C8 118.1(7) . . ?
C8 N1 Ni1 111.2(5) . . ?
C8 N1 H1 108.8 . . ?
Ni1 N2 H2 108.2 . . ?
C2 N2 Ni1 107.3(5) . . ?
C2 N2 H2 108.2 . . ?
C3 N2 Ni1 108.8(5) . . ?
C3 N2 H2 108.2 . . ?
C3 N2 C2 115.8(7) . . ?
Ni1 N3 H3 104.1 . . ?
C4 N3 Ni1 111.9(6) . . ?
C4 N3 H3 104.1 . . ?
C5 N3 Ni1 112.5(6) . . ?
C5 N3 H3 104.1 . . ?
C5 N3 C4 118.3(8) . . ?
Ni1 N4 H4 109.1 . . ?
C6 N4 Ni1 106.6(5) . . ?
C6 N4 H4 109.1 . . ?
C7 N4 Ni1 107.3(5) . . ?
C7 N4 H4 109.1 . . ?
C7 N4 C6 115.6(8) . . ?
C9 N5 Ni1 167.1(7) . . ?
C10 N6 Ni1 166.3(7) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 C2 110.5(7) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
N2 C2 C1 111.6(7) . . ?
N2 C2 H2A 109.3 . . ?
N2 C2 H2B 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 H3A 109.0 . . ?
N2 C3 H3B 109.0 . . ?
N2 C3 C4 112.9(7) . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
N3 C4 C3 108.1(8) . . ?
N3 C4 H4A 110.1 . . ?
N3 C4 H4B 110.1 . . ?
C3 C4 H4A 110.1 . . ?
C3 C4 H4B 110.1 . . ?
H4A C4 H4B 108.4 . . ?
N3 C5 H5A 109.6 . . ?
N3 C5 H5B 109.7 . . ?
N3 C5 C6 110.1(8) . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
N4 C6 C5 113.7(8) . . ?
N4 C6 H6A 108.8 . . ?
N4 C6 H6B 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N4 C7 H7A 108.7 . . ?
N4 C7 H7B 108.7 . . ?
N4 C7 C8 114.1(7) . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
N1 C8 C7 109.5(7) . . ?
N1 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
C7 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
N5 C9 S1 179.6(10) . . ?
N6 C10 S2 178.2(7) . . ?

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 N1 C1 C2 -32.8(9) . . . . ?
Ni1 N1 C8 C7 36.4(9) . . . . ?
Ni1 N2 C2 C1 -36.3(9) . . . . ?
Ni1 N2 C3 C4 32.3(9) . . . . ?
Ni1 N3 C4 C3 36.3(10) . . . . ?
Ni1 N3 C5 C6 -30.8(12) . . . . ?
Ni1 N4 C6 C5 -35.8(10) . . . . ?
Ni1 N4 C7 C8 30.7(9) . . . . ?
N1 C1 C2 N2 47.0(11) . . . . ?
N2 C3 C4 N3 -45.9(11) . . . . ?
N3 C5 C6 N4 45.3(13) . . . . ?
N4 C7 C8 N1 -45.4(11) . . . . ?
C1 N1 C8 C7 166.4(8) . . . . ?
C2 N2 C3 C4 -88.6(9) . . . . ?
C3 N2 C2 C1 85.4(9) . . . . ?
C4 N3 C5 C6 -163.7(9) . . . . ?
C5 N3 C4 C3 169.5(9) . . . . ?
C6 N4 C7 C8 -88.0(10) . . . . ?
C7 N4 C6 C5 83.3(11) . . . . ?
C8 N1 C1 C2 -162.9(8) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.064 68.5 18.0 ?
2 0.000 0.000 0.564 68.5 18.0 ?
3 0.333 0.667 0.231 68.5 18.0 ?
4 0.333 0.667 0.731 68.5 18.0 ?
5 0.667 0.333 0.897 68.5 18.0 ?
6 0.667 0.333 0.397 68.5 18.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Ether diffusion into methnolic mother liquor'
####################################################################### 
# 
# 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_ssr3
_database_code_depnum_ccdc_archive 'CCDC 1889904'
loop_
_audit_author_name
_audit_author_address
'Joseph Reibenspies'
;Xray Diffraction Laboratory Department of Chemistry Texas A and M University USA
United States of America
;
_audit_update_record             
;
2021-09-27 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_vrf_PLAT906_ssr3                
;
PROBLEM: Large K Value in the Analysis of Variance ......      3.822 Check 
RESPONSE: Within acceptable limits for Crystal Structure determination
;
_vrf_PLAT911_ssr3                
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.594         25 Report
RESPONSE: Within acceptable limits for X-ray data collection.
;
_audit_creation_date             2021-09-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H20 N10 Ni'
_chemical_formula_sum            'C12 H20 N10 Ni'
_chemical_formula_weight         363.09
_chemical_melting_point          482.15
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'

_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.8420(6)
_cell_length_b                   14.8998(6)
_cell_length_c                   16.5728(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3171.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.590
_cell_measurement_theta_min      2.428
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.753
_exptl_absorpt_coefficient_mu    1.240
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1027 before and 0.0667 after correction. The Ratio of minimum to maximum transmission is 0.7992. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.243
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.182
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21950
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.991
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_min         2.428
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker PHOTON 2 area detector'
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Charge-integrating Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker Photon 2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2437
_reflns_number_total             2766
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2766
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1524
_refine_ls_wR_factor_ref         0.1623
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C7(H7A,H7B), C4(H4A,H4B), C6(H6A,H6B), C3(H3A,H3B), C5(H5A,H5B),
 C1(H1A,H1B), C2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.32174(4) 0.54572(3) 0.59050(3) 0.0109(2) Uani 1 1 d . . . . .
N1 N 0.3316(3) 0.4596(2) 0.6893(2) 0.0143(7) Uani 1 1 d . . . . .
H1 H 0.266765 0.422521 0.692057 0.017 Uiso 1 1 calc R U . . .
N2 N 0.3726(3) 0.4279(2) 0.52958(19) 0.0160(7) Uani 1 1 d . . . . .
H2 H 0.435005 0.441756 0.495694 0.019 Uiso 1 1 calc R U . . .
N8 N 0.3298(3) 0.6312(2) 0.4925(2) 0.0188(8) Uani 1 1 d . . . . .
N3 N 0.1755(2) 0.5060(2) 0.54995(19) 0.0144(7) Uani 1 1 d . . . . .
H3 H 0.158299 0.543393 0.501667 0.017 Uiso 1 1 calc R U . . .
N5 N 0.4672(3) 0.6011(2) 0.6222(2) 0.0184(7) Uani 1 1 d . . . . .
N6 N 0.5672(3) 0.7338(2) 0.66180(19) 0.0188(8) Uani 1 1 d . . . . .
N4 N 0.2334(3) 0.6222(2) 0.67482(18) 0.0140(7) Uani 1 1 d . . . . .
H4 H 0.259180 0.685552 0.676142 0.017 Uiso 1 1 calc R U . . .
N9 N 0.3514(3) 0.7289(2) 0.3744(2) 0.0191(8) Uani 1 1 d . . . . .
N7 N 0.5874(3) 0.8699(2) 0.5792(2) 0.0252(8) Uani 1 1 d . . . . .
N10 N 0.3187(3) 0.6890(2) 0.2325(2) 0.0224(8) Uani 1 1 d . . . . .
C11 C 0.3369(3) 0.6740(3) 0.4352(2) 0.0136(8) Uani 1 1 d . . . . .
C12 C 0.3320(3) 0.7035(3) 0.3001(3) 0.0184(9) Uani 1 1 d . . . . .
C10 C 0.5749(3) 0.8050(3) 0.6152(2) 0.0169(9) Uani 1 1 d . . . . .
C9 C 0.5124(3) 0.6660(3) 0.6378(2) 0.0147(8) Uani 1 1 d . . . . .
C8 C 0.3362(3) 0.5184(3) 0.7609(2) 0.0183(9) Uani 1 1 d . . . . .
H8A H 0.401698 0.553426 0.760838 0.022 Uiso 1 1 calc R U . . .
H8B H 0.333517 0.482079 0.810860 0.022 Uiso 1 1 calc R U . . .
C7 C 0.2430(3) 0.5808(3) 0.7565(2) 0.0188(8) Uani 1 1 d . . . . .
H7A H 0.178800 0.546637 0.768888 0.023 Uiso 1 1 calc R U . . .
H7B H 0.250485 0.628669 0.797506 0.023 Uiso 1 1 calc R U . . .
C4 C 0.1813(3) 0.4116(3) 0.5229(2) 0.0163(8) Uani 1 1 d . . . . .
H4A H 0.121932 0.397513 0.486885 0.020 Uiso 1 1 calc R U . . .
H4B H 0.178833 0.370634 0.569817 0.020 Uiso 1 1 calc R U . . .
C6 C 0.1247(3) 0.6196(3) 0.6447(2) 0.0182(8) Uani 1 1 d . . . . .
H6A H 0.115955 0.664560 0.601198 0.022 Uiso 1 1 calc R U . . .
H6B H 0.076330 0.635118 0.689009 0.022 Uiso 1 1 calc R U . . .
C3 C 0.2843(3) 0.4005(3) 0.4775(2) 0.0188(8) Uani 1 1 d . . . . .
H3A H 0.293028 0.337075 0.461142 0.023 Uiso 1 1 calc R U . . .
H3B H 0.283415 0.437858 0.428080 0.023 Uiso 1 1 calc R U . . .
C5 C 0.0987(3) 0.5270(3) 0.6125(2) 0.0171(8) Uani 1 1 d . . . . .
H5A H 0.102007 0.482070 0.656436 0.021 Uiso 1 1 calc R U . . .
H5B H 0.027527 0.526426 0.589461 0.021 Uiso 1 1 calc R U . . .
C1 C 0.4207(3) 0.4005(3) 0.6727(2) 0.0226(9) Uani 1 1 d . . . . .
H1A H 0.426832 0.353752 0.714821 0.027 Uiso 1 1 calc R U . . .
H1B H 0.486217 0.435533 0.671198 0.027 Uiso 1 1 calc R U . . .
C2 C 0.3991(3) 0.3582(3) 0.5909(2) 0.0184(9) Uani 1 1 d . . . . .
H2A H 0.461348 0.324453 0.572859 0.022 Uiso 1 1 calc R U . . .
H2B H 0.340624 0.315285 0.595807 0.022 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 N1 2.084(3) . ?
Ni1 N2 2.127(3) . ?
Ni1 N8 2.066(3) . ?
Ni1 N3 2.081(3) . ?
Ni1 N5 2.109(3) . ?
Ni1 N4 2.130(3) . ?
N1 H1 1.0000 . ?
N1 C8 1.475(5) . ?
N1 C1 1.470(5) . ?
N2 H2 1.0000 . ?
N2 C3 1.483(5) . ?
N2 C2 1.492(5) . ?
N8 C11 1.147(5) . ?
N3 H3 1.0000 . ?
N3 C4 1.477(5) . ?
N3 C5 1.465(5) . ?
N5 C9 1.157(5) . ?
N6 C10 1.316(5) . ?
N6 C9 1.294(5) . ?
N4 H4 1.0000 . ?
N4 C7 1.493(5) . ?
N4 C6 1.483(5) . ?
N9 C11 1.311(5) . ?
N9 C12 1.311(6) . ?
N7 C10 1.148(5) . ?
N10 C12 1.154(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.518(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.531(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.517(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.521(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 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
N1 Ni1 N2 81.18(12) . . ?
N1 Ni1 N5 89.50(13) . . ?
N1 Ni1 N4 81.15(12) . . ?
N2 Ni1 N4 156.37(12) . . ?
N8 Ni1 N1 173.68(13) . . ?
N8 Ni1 N2 96.91(13) . . ?
N8 Ni1 N3 88.09(13) . . ?
N8 Ni1 N5 84.88(13) . . ?
N8 Ni1 N4 102.25(13) . . ?
N3 Ni1 N1 97.65(13) . . ?
N3 Ni1 N2 83.63(13) . . ?
N3 Ni1 N5 172.52(13) . . ?
N3 Ni1 N4 83.32(13) . . ?
N5 Ni1 N2 99.73(13) . . ?
N5 Ni1 N4 95.66(13) . . ?
Ni1 N1 H1 109.0 . . ?
C8 N1 Ni1 105.6(2) . . ?
C8 N1 H1 109.0 . . ?
C1 N1 Ni1 105.6(2) . . ?
C1 N1 H1 109.0 . . ?
C1 N1 C8 118.3(3) . . ?
Ni1 N2 H2 110.0 . . ?
C3 N2 Ni1 105.6(2) . . ?
C3 N2 H2 110.0 . . ?
C3 N2 C2 112.3(3) . . ?
C2 N2 Ni1 108.8(2) . . ?
C2 N2 H2 110.0 . . ?
C11 N8 Ni1 175.4(3) . . ?
Ni1 N3 H3 107.4 . . ?
C4 N3 Ni1 108.9(2) . . ?
C4 N3 H3 107.4 . . ?
C5 N3 Ni1 108.6(2) . . ?
C5 N3 H3 107.4 . . ?
C5 N3 C4 116.9(3) . . ?
C9 N5 Ni1 145.8(3) . . ?
C9 N6 C10 119.4(3) . . ?
Ni1 N4 H4 110.1 . . ?
C7 N4 Ni1 109.3(2) . . ?
C7 N4 H4 110.1 . . ?
C6 N4 Ni1 105.4(2) . . ?
C6 N4 H4 110.1 . . ?
C6 N4 C7 111.8(3) . . ?
C12 N9 C11 121.0(4) . . ?
N8 C11 N9 173.7(4) . . ?
N10 C12 N9 173.5(4) . . ?
N7 C10 N6 174.3(4) . . ?
N5 C9 N6 173.8(4) . . ?
N1 C8 H8A 110.3 . . ?
N1 C8 H8B 110.3 . . ?
N1 C8 C7 107.1(3) . . ?
H8A C8 H8B 108.6 . . ?
C7 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
N4 C7 C8 111.2(3) . . ?
N4 C7 H7A 109.4 . . ?
N4 C7 H7B 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N3 C4 H4A 110.3 . . ?
N3 C4 H4B 110.3 . . ?
N3 C4 C3 107.2(3) . . ?
H4A C4 H4B 108.5 . . ?
C3 C4 H4A 110.3 . . ?
C3 C4 H4B 110.3 . . ?
N4 C6 H6A 109.6 . . ?
N4 C6 H6B 109.6 . . ?
N4 C6 C5 110.5(3) . . ?
H6A C6 H6B 108.1 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
N2 C3 C4 110.2(3) . . ?
N2 C3 H3A 109.6 . . ?
N2 C3 H3B 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
N3 C5 C6 107.1(3) . . ?
N3 C5 H5A 110.3 . . ?
N3 C5 H5B 110.3 . . ?
C6 C5 H5A 110.3 . . ?
C6 C5 H5B 110.3 . . ?
H5A C5 H5B 108.5 . . ?
N1 C1 H1A 110.6 . . ?
N1 C1 H1B 110.6 . . ?
N1 C1 C2 105.9(3) . . ?
H1A C1 H1B 108.7 . . ?
C2 C1 H1A 110.6 . . ?
C2 C1 H1B 110.6 . . ?
N2 C2 C1 111.1(3) . . ?
N2 C2 H2A 109.4 . . ?
N2 C2 H2B 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?

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 N1 C8 C7 54.0(3) . . . . ?
Ni1 N1 C1 C2 -55.1(3) . . . . ?
Ni1 N2 C3 C4 -41.2(4) . . . . ?
Ni1 N2 C2 C1 -21.0(4) . . . . ?
Ni1 N3 C4 C3 -40.6(3) . . . . ?
Ni1 N3 C5 C6 42.7(3) . . . . ?
Ni1 N4 C7 C8 18.3(4) . . . . ?
Ni1 N4 C6 C5 39.9(3) . . . . ?
N1 C8 C7 N4 -48.3(4) . . . . ?
N1 C1 C2 N2 51.0(4) . . . . ?
N3 C4 C3 N2 55.9(4) . . . . ?
N4 C6 C5 N3 -56.6(4) . . . . ?
C8 N1 C1 C2 -173.0(3) . . . . ?
C7 N4 C6 C5 -78.7(4) . . . . ?
C4 N3 C5 C6 166.3(3) . . . . ?
C6 N4 C7 C8 134.6(3) . . . . ?
C3 N2 C2 C1 -137.5(3) . . . . ?
C5 N3 C4 C3 -164.0(3) . . . . ?
C1 N1 C8 C7 171.8(3) . . . . ?
C2 N2 C3 C4 77.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Ether diffusion into methnolic mother liquor'
####################################################################### 
# 
# 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_ssk1_jr
_database_code_depnum_ccdc_archive 'CCDC 1890876'
loop_
_audit_author_name
_audit_author_address
'Sailaja Sunkari'
;Banaras Hindu University
India
;
_audit_update_record             
;
2021-09-27 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_vrf_RINTA01_ssk1_jr             
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Poor crystal quality
;
_vrf_PLAT341_ssk1_jr             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0095 Ang.  
RESPONSE: Poor crystal and weak data contribute to low bond precision.
;
_vrf_PLAT910_ssk1_jr             
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).          7 Note  
RESPONSE: Within normal data collection limits.
;
_audit_creation_date             2021-09-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H20 Cu N5 S, C N S'
_chemical_formula_sum            'C10 H20 Cu N6 S2'
_chemical_formula_weight         351.98
_chemical_absolute_configuration ad
_chemical_melting_point          503.15
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'
Cu Cu 0.3201 1.2651 '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'
S S 0.1246 0.1234 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.8292(9)
_cell_length_b                   13.3387(10)
_cell_length_c                   18.2848(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3129.0(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    23316
_cell_measurement_temperature    110
_cell_measurement_theta_max      28.52
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.659
_exptl_absorpt_correction_T_max  0.811
_exptl_absorpt_correction_T_min  0.655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.244
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.204
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1810
_diffrn_reflns_av_unetI/netI     0.1655
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            45720
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.394
_diffrn_reflns_theta_min         3.054
_diffrn_ambient_temperature      110
_diffrn_detector                 'Bruker PHOTON 2 area detector'
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Charge-integrating Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker Photon 2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.798
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                4901
_reflns_number_total             7822
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.145
_refine_ls_abs_structure_details 
;
 Flack x determined using 1542 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.012(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         7822
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.1357
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0118P)²+2.3557P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0683
_refine_ls_wR_factor_ref         0.0818
_refine_special_details          
;
Poor data quality resulted in poorly refined thermal parameter on
several C, N and S atoms. SHELX restraints of SIMU/DELU on these 
atoms.  After application of the restraints their thermal ellipsoids 
were deemed acceptable
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2. Rigid bond restraints
 N5B, C9B, S1B
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 S1A, C9A, N5A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
N5B \\sim C9B \\sim S1B: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
S1A \\sim C9A \\sim N5A: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
C8B \\sim C7B \\sim N4B \\sim C6B \\sim C5B \\sim N3B \\sim C4B \\sim C3B \\sim
N2B \\sim C2B \\sim C1B \\sim N1B: within 1.7A with sigma of 0.005 and sigma
for terminal atoms of 0.08 within 1.7A
4.a Ternary CH refined with riding coordinates:
 N1A(H1A), N2A(H2A), N3A(H3A), N4A(H4A), N1B(H1B), N2B(H2B), N3B(H3B), N4B(H4B)
4.b Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C2A(H2AA,H2AB), C3A(H3AA,H3AB), C4A(H4AA,H4AB), C5A(H5AA,
 H5AB), C6A(H6AA,H6AB), C7A(H7AA,H7AB), C8A(H8AA,H8AB), C1B(H1BA,H1BB),
 C2B(H2BA,H2BB), C3B(H3BA,H3BB), C4B(H4BA,H4BB), C5B(H5BA,H5BB), C6B(H6BA,H6BB),
  C7B(H7BA,H7BB), C8B(H8BA,H8BB)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cu1A Cu 0.97893(5) 0.29136(6) 0.39059(5) 0.01063(19) Uani 1 1 d . . . . .
S1A S 0.79989(13) 0.34719(16) 0.36619(10) 0.0229(5) Uani 1 1 d . U . . .
N1A N 0.9738(4) 0.1464(4) 0.4226(3) 0.0137(13) Uani 1 1 d . . . . .
H1A H 0.903385 0.119802 0.414973 0.016 Uiso 1 1 calc R U . . .
N2A N 1.0172(4) 0.2364(4) 0.2906(3) 0.0154(14) Uani 1 1 d . . . . .
H2A H 0.964528 0.256078 0.254509 0.018 Uiso 1 1 calc R U . . .
N3A N 1.0666(4) 0.4120(4) 0.3635(3) 0.0175(14) Uani 1 1 d . . . . .
H3A H 1.023489 0.472577 0.364424 0.021 Uiso 1 1 calc R U . . .
N4A N 1.0221(4) 0.3206(4) 0.4943(3) 0.0159(14) Uani 1 1 d . . . . .
H4A H 0.959887 0.333839 0.523865 0.019 Uiso 1 1 calc R U . . .
N5A N 0.7415(4) 0.4828(4) 0.4776(3) 0.0174(14) Uani 1 1 d . U . . .
C1A C 1.0473(5) 0.0947(5) 0.3736(4) 0.0188(17) Uani 1 1 d . . . . .
H1AA H 1.040269 0.022699 0.378847 0.023 Uiso 1 1 calc R U . . .
H1AB H 1.118378 0.113183 0.385838 0.023 Uiso 1 1 calc R U . . .
C2A C 1.0225(6) 0.1259(5) 0.2959(3) 0.0161(17) Uani 1 1 d . . . . .
H2AA H 1.075918 0.100764 0.263132 0.019 Uiso 1 1 calc R U . . .
H2AB H 0.956263 0.097140 0.281190 0.019 Uiso 1 1 calc R U . . .
C3A C 1.1170(5) 0.2843(5) 0.2734(4) 0.0164(17) Uani 1 1 d . . . . .
H3AA H 1.134470 0.273273 0.222422 0.020 Uiso 1 1 calc R U . . .
H3AB H 1.171866 0.255660 0.303342 0.020 Uiso 1 1 calc R U . . .
C4A C 1.1074(6) 0.3955(6) 0.2885(4) 0.0195(19) Uani 1 1 d . . . . .
H4AA H 1.175183 0.427138 0.283593 0.023 Uiso 1 1 calc R U . . .
H4AB H 1.060691 0.425799 0.253099 0.023 Uiso 1 1 calc R U . . .
C5A C 1.1460(5) 0.4177(5) 0.4209(4) 0.0222(19) Uani 1 1 d . . . . .
H5AA H 1.183770 0.480533 0.417389 0.027 Uiso 1 1 calc R U . . .
H5AB H 1.195304 0.363034 0.415805 0.027 Uiso 1 1 calc R U . . .
C6A C 1.0898(5) 0.4108(5) 0.4944(4) 0.0187(19) Uani 1 1 d . . . . .
H6AA H 1.140373 0.406111 0.533687 0.022 Uiso 1 1 calc R U . . .
H6AB H 1.047945 0.470362 0.502162 0.022 Uiso 1 1 calc R U . . .
C7A C 1.0716(6) 0.2281(6) 0.5198(4) 0.0251(19) Uani 1 1 d . . . . .
H7AA H 1.082684 0.231097 0.572198 0.030 Uiso 1 1 calc R U . . .
H7AB H 1.138622 0.219406 0.496073 0.030 Uiso 1 1 calc R U . . .
C8A C 1.0004(5) 0.1417(5) 0.5011(3) 0.0133(16) Uani 1 1 d . . . . .
H8AA H 1.034828 0.078725 0.511869 0.016 Uiso 1 1 calc R U . . .
H8AB H 0.937350 0.145581 0.530239 0.016 Uiso 1 1 calc R U . . .
C9A C 0.7679(5) 0.4263(6) 0.4323(4) 0.0163(15) Uani 1 1 d . U . . .
Cu1B Cu 0.94567(5) -0.15093(6) 0.61166(5) 0.01087(19) Uani 1 1 d . . . . .
S1B S 0.79636(12) -0.03024(13) 0.38394(10) 0.0155(4) Uani 1 1 d . U . . .
N1B N 0.9698(4) -0.0493(4) 0.6928(3) 0.0122(12) Uani 1 1 d . U . . .
H1B H 0.931520 0.012520 0.682054 0.015 Uiso 1 1 calc R U . . .
N2B N 0.8280(4) -0.2033(4) 0.6761(3) 0.0125(12) Uani 1 1 d . U . . .
H2B H 0.762056 -0.200383 0.649092 0.015 Uiso 1 1 calc R U . . .
N3B N 0.9602(4) -0.2958(4) 0.5794(3) 0.0130(12) Uani 1 1 d . U . . .
H3B H 0.949037 -0.300082 0.526469 0.016 Uiso 1 1 calc R U . . .
N4B N 1.1028(4) -0.1429(4) 0.5952(3) 0.0103(12) Uani 1 1 d . U . . .
H4B H 1.118908 -0.089530 0.560172 0.012 Uiso 1 1 calc R U . . .
N5B N 0.8725(4) -0.0855(4) 0.5223(3) 0.0175(14) Uani 1 1 d . U . . .
C1B C 0.9268(5) -0.0967(5) 0.7588(3) 0.0155(15) Uani 1 1 d . U . . .
H1BA H 0.921154 -0.047569 0.797718 0.019 Uiso 1 1 calc R U . . .
H1BB H 0.972819 -0.149902 0.775185 0.019 Uiso 1 1 calc R U . . .
C2B C 0.8213(5) -0.1389(5) 0.7415(3) 0.0147(14) Uani 1 1 d . U . . .
H2BA H 0.796057 -0.177752 0.782726 0.018 Uiso 1 1 calc R U . . .
H2BB H 0.772484 -0.084625 0.732738 0.018 Uiso 1 1 calc R U . . .
C3B C 0.8557(5) -0.3094(5) 0.6905(4) 0.0146(15) Uani 1 1 d . U . . .
H3BA H 0.797939 -0.343801 0.713791 0.018 Uiso 1 1 calc R U . . .
H3BB H 0.915808 -0.313079 0.722566 0.018 Uiso 1 1 calc R U . . .
C4B C 0.8802(4) -0.3571(5) 0.6175(4) 0.0133(13) Uani 1 1 d . U . . .
H4BA H 0.906073 -0.424697 0.624856 0.016 Uiso 1 1 calc R U . . .
H4BB H 0.817466 -0.360818 0.587991 0.016 Uiso 1 1 calc R U . . .
C5B C 1.0690(4) -0.3233(5) 0.5962(3) 0.0150(15) Uani 1 1 d . U . . .
H5BA H 1.086412 -0.386820 0.573491 0.018 Uiso 1 1 calc R U . . .
H5BB H 1.078342 -0.329843 0.648676 0.018 Uiso 1 1 calc R U . . .
C6B C 1.1389(5) -0.2406(5) 0.5666(4) 0.0134(15) Uani 1 1 d . U . . .
H6BA H 1.210418 -0.252434 0.581551 0.016 Uiso 1 1 calc R U . . .
H6BB H 1.136401 -0.240344 0.513589 0.016 Uiso 1 1 calc R U . . .
C7B C 1.1432(5) -0.1163(5) 0.6682(3) 0.0128(14) Uani 1 1 d . U . . .
H7BA H 1.216717 -0.099863 0.664982 0.015 Uiso 1 1 calc R U . . .
H7BB H 1.135345 -0.172651 0.701284 0.015 Uiso 1 1 calc R U . . .
C8B C 1.0834(5) -0.0278(5) 0.6967(4) 0.0133(14) Uani 1 1 d . U . . .
H8BA H 1.103312 -0.014429 0.746967 0.016 Uiso 1 1 calc R U . . .
H8BB H 1.099528 0.031130 0.667725 0.016 Uiso 1 1 calc R U . . .
C9B C 0.8408(5) -0.0637(5) 0.4652(4) 0.0128(15) Uani 1 1 d . U . . .
S1C S 1.33459(12) 0.16614(13) 0.38110(10) 0.0174(4) Uani 1 1 d . . . . .
N1C N 1.4008(4) 0.3379(5) 0.3047(3) 0.0203(15) Uani 1 1 d . . . . .
C1C C 1.3739(5) 0.2672(6) 0.3363(4) 0.0147(18) Uani 1 1 d . . . . .
S1D S 1.06598(14) 0.12815(14) 0.09352(9) 0.0195(5) Uani 1 1 d . . . . .
N2D N 0.8933(5) 0.2403(6) 0.1419(3) 0.033(2) Uani 1 1 d . . . . .
C1D C 0.9636(5) 0.1932(5) 0.1214(4) 0.0177(16) 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
Cu1A S1A 2.4555(19) . ?
Cu1A N1A 2.021(5) . ?
Cu1A N2A 2.031(5) . ?
Cu1A N3A 2.025(5) . ?
Cu1A N4A 2.014(5) . ?
S1A C9A 1.656(8) . ?
N1A H1A 0.9800 . ?
N1A C1A 1.472(8) . ?
N1A C8A 1.477(7) . ?
N2A H2A 0.9800 . ?
N2A C2A 1.479(8) . ?
N2A C3A 1.464(8) . ?
N3A H3A 0.9800 . ?
N3A C4A 1.484(8) . ?
N3A C5A 1.464(8) . ?
N4A H4A 0.9800 . ?
N4A C6A 1.484(8) . ?
N4A C7A 1.463(8) . ?
N5A C9A 1.170(8) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A C2A 1.515(9) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A C4A 1.514(9) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
C5A C6A 1.528(9) . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.510(9) . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
Cu1B N1B 2.033(5) . ?
Cu1B N2B 2.038(5) . ?
Cu1B N3B 2.029(5) . ?
Cu1B N4B 2.041(5) . ?
Cu1B N5B 2.077(6) . ?
S1B C9B 1.654(7) . ?
N1B H1B 0.9800 . ?
N1B C1B 1.470(8) . ?
N1B C8B 1.487(8) . ?
N2B H2B 0.9800 . ?
N2B C2B 1.476(8) . ?
N2B C3B 1.482(8) . ?
N3B H3B 0.9800 . ?
N3B C4B 1.486(8) . ?
N3B C5B 1.476(7) . ?
N4B H4B 0.9800 . ?
N4B C6B 1.479(8) . ?
N4B C7B 1.475(8) . ?
N5B C9B 1.157(8) . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?
C1B C2B 1.500(9) . ?
C2B H2BA 0.9700 . ?
C2B H2BB 0.9700 . ?
C3B H3BA 0.9700 . ?
C3B H3BB 0.9700 . ?
C3B C4B 1.512(9) . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
C5B H5BA 0.9700 . ?
C5B H5BB 0.9700 . ?
C5B C6B 1.521(8) . ?
C6B H6BA 0.9700 . ?
C6B H6BB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C7B C8B 1.501(9) . ?
C8B H8BA 0.9700 . ?
C8B H8BB 0.9700 . ?
S1C C1C 1.655(8) . ?
N1C C1C 1.159(9) . ?
S1D C1D 1.654(7) . ?
N2D C1D 1.162(8) . ?

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
N1A Cu1A S1A 108.19(16) . . ?
N1A Cu1A N2A 85.6(2) . . ?
N1A Cu1A N3A 148.1(2) . . ?
N2A Cu1A S1A 99.91(16) . . ?
N3A Cu1A S1A 103.56(17) . . ?
N3A Cu1A N2A 86.1(2) . . ?
N4A Cu1A S1A 111.70(16) . . ?
N4A Cu1A N1A 85.5(2) . . ?
N4A Cu1A N2A 148.4(2) . . ?
N4A Cu1A N3A 85.6(2) . . ?
C9A S1A Cu1A 107.0(2) . . ?
Cu1A N1A H1A 109.6 . . ?
C1A N1A Cu1A 104.5(4) . . ?
C1A N1A H1A 109.6 . . ?
C1A N1A C8A 115.0(5) . . ?
C8A N1A Cu1A 108.3(4) . . ?
C8A N1A H1A 109.6 . . ?
Cu1A N2A H2A 110.0 . . ?
C2A N2A Cu1A 108.1(4) . . ?
C2A N2A H2A 110.0 . . ?
C3A N2A Cu1A 104.3(4) . . ?
C3A N2A H2A 110.0 . . ?
C3A N2A C2A 114.1(6) . . ?
Cu1A N3A H3A 109.7 . . ?
C4A N3A Cu1A 107.7(4) . . ?
C4A N3A H3A 109.7 . . ?
C5A N3A Cu1A 104.6(4) . . ?
C5A N3A H3A 109.7 . . ?
C5A N3A C4A 115.1(5) . . ?
Cu1A N4A H4A 109.3 . . ?
C6A N4A Cu1A 108.6(4) . . ?
C6A N4A H4A 109.3 . . ?
C7A N4A Cu1A 104.8(4) . . ?
C7A N4A H4A 109.3 . . ?
C7A N4A C6A 115.4(5) . . ?
N1A C1A H1AA 110.1 . . ?
N1A C1A H1AB 110.1 . . ?
N1A C1A C2A 107.9(5) . . ?
H1AA C1A H1AB 108.4 . . ?
C2A C1A H1AA 110.1 . . ?
C2A C1A H1AB 110.1 . . ?
N2A C2A C1A 110.2(5) . . ?
N2A C2A H2AA 109.6 . . ?
N2A C2A H2AB 109.6 . . ?
C1A C2A H2AA 109.6 . . ?
C1A C2A H2AB 109.6 . . ?
H2AA C2A H2AB 108.1 . . ?
N2A C3A H3AA 110.0 . . ?
N2A C3A H3AB 110.0 . . ?
N2A C3A C4A 108.5(6) . . ?
H3AA C3A H3AB 108.4 . . ?
C4A C3A H3AA 110.0 . . ?
C4A C3A H3AB 110.0 . . ?
N3A C4A C3A 110.0(6) . . ?
N3A C4A H4AA 109.7 . . ?
N3A C4A H4AB 109.7 . . ?
C3A C4A H4AA 109.7 . . ?
C3A C4A H4AB 109.7 . . ?
H4AA C4A H4AB 108.2 . . ?
N3A C5A H5AA 110.2 . . ?
N3A C5A H5AB 110.2 . . ?
N3A C5A C6A 107.4(5) . . ?
H5AA C5A H5AB 108.5 . . ?
C6A C5A H5AA 110.2 . . ?
C6A C5A H5AB 110.2 . . ?
N4A C6A C5A 108.9(6) . . ?
N4A C6A H6AA 109.9 . . ?
N4A C6A H6AB 109.9 . . ?
C5A C6A H6AA 109.9 . . ?
C5A C6A H6AB 109.9 . . ?
H6AA C6A H6AB 108.3 . . ?
N4A C7A H7AA 110.1 . . ?
N4A C7A H7AB 110.1 . . ?
N4A C7A C8A 108.0(6) . . ?
H7AA C7A H7AB 108.4 . . ?
C8A C7A H7AA 110.1 . . ?
C8A C7A H7AB 110.1 . . ?
N1A C8A C7A 109.1(5) . . ?
N1A C8A H8AA 109.9 . . ?
N1A C8A H8AB 109.9 . . ?
C7A C8A H8AA 109.9 . . ?
C7A C8A H8AB 109.9 . . ?
H8AA C8A H8AB 108.3 . . ?
N5A C9A S1A 177.3(6) . . ?
N1B Cu1B N2B 85.4(2) . . ?
N1B Cu1B N4B 85.5(2) . . ?
N1B Cu1B N5B 111.3(2) . . ?
N2B Cu1B N4B 146.6(2) . . ?
N2B Cu1B N5B 105.3(2) . . ?
N3B Cu1B N1B 146.4(2) . . ?
N3B Cu1B N2B 84.8(2) . . ?
N3B Cu1B N4B 85.2(2) . . ?
N3B Cu1B N5B 102.3(2) . . ?
N4B Cu1B N5B 108.0(2) . . ?
Cu1B N1B H1B 109.8 . . ?
C1B N1B Cu1B 104.8(4) . . ?
C1B N1B H1B 109.8 . . ?
C1B N1B C8B 114.3(5) . . ?
C8B N1B Cu1B 108.3(4) . . ?
C8B N1B H1B 109.8 . . ?
Cu1B N2B H2B 109.5 . . ?
C2B N2B Cu1B 108.2(4) . . ?
C2B N2B H2B 109.5 . . ?
C2B N2B C3B 115.2(5) . . ?
C3B N2B Cu1B 104.6(4) . . ?
C3B N2B H2B 109.5 . . ?
Cu1B N3B H3B 109.2 . . ?
C4B N3B Cu1B 108.9(4) . . ?
C4B N3B H3B 109.2 . . ?
C5B N3B Cu1B 105.3(4) . . ?
C5B N3B H3B 109.2 . . ?
C5B N3B C4B 114.7(5) . . ?
Cu1B N4B H4B 110.0 . . ?
C6B N4B Cu1B 108.4(4) . . ?
C6B N4B H4B 110.0 . . ?
C7B N4B Cu1B 103.1(4) . . ?
C7B N4B H4B 110.0 . . ?
C7B N4B C6B 115.0(5) . . ?
C9B N5B Cu1B 166.8(6) . . ?
N1B C1B H1BA 109.9 . . ?
N1B C1B H1BB 109.9 . . ?
N1B C1B C2B 109.1(5) . . ?
H1BA C1B H1BB 108.3 . . ?
C2B C1B H1BA 109.9 . . ?
C2B C1B H1BB 109.9 . . ?
N2B C2B C1B 109.7(5) . . ?
N2B C2B H2BA 109.7 . . ?
N2B C2B H2BB 109.7 . . ?
C1B C2B H2BA 109.7 . . ?
C1B C2B H2BB 109.7 . . ?
H2BA C2B H2BB 108.2 . . ?
N2B C3B H3BA 110.3 . . ?
N2B C3B H3BB 110.3 . . ?
N2B C3B C4B 107.1(5) . . ?
H3BA C3B H3BB 108.5 . . ?
C4B C3B H3BA 110.3 . . ?
C4B C3B H3BB 110.3 . . ?
N3B C4B C3B 109.0(5) . . ?
N3B C4B H4BA 109.9 . . ?
N3B C4B H4BB 109.9 . . ?
C3B C4B H4BA 109.9 . . ?
C3B C4B H4BB 109.9 . . ?
H4BA C4B H4BB 108.3 . . ?
N3B C5B H5BA 110.2 . . ?
N3B C5B H5BB 110.2 . . ?
N3B C5B C6B 107.6(5) . . ?
H5BA C5B H5BB 108.5 . . ?
C6B C5B H5BA 110.2 . . ?
C6B C5B H5BB 110.2 . . ?
N4B C6B C5B 109.2(5) . . ?
N4B C6B H6BA 109.8 . . ?
N4B C6B H6BB 109.8 . . ?
C5B C6B H6BA 109.8 . . ?
C5B C6B H6BB 109.8 . . ?
H6BA C6B H6BB 108.3 . . ?
N4B C7B H7BA 109.9 . . ?
N4B C7B H7BB 109.9 . . ?
N4B C7B C8B 108.9(5) . . ?
H7BA C7B H7BB 108.3 . . ?
C8B C7B H7BA 109.9 . . ?
C8B C7B H7BB 109.9 . . ?
N1B C8B C7B 109.4(5) . . ?
N1B C8B H8BA 109.8 . . ?
N1B C8B H8BB 109.8 . . ?
C7B C8B H8BA 109.8 . . ?
C7B C8B H8BB 109.8 . . ?
H8BA C8B H8BB 108.2 . . ?
N5B C9B S1B 178.9(7) . . ?
N1C C1C S1C 179.5(7) . . ?
N2D C1D S1D 178.4(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
Cu1A N1A C1A C2A -49.0(5) . . . . ?
Cu1A N1A C8A C7A -28.6(6) . . . . ?
Cu1A N2A C2A C1A -25.9(7) . . . . ?
Cu1A N2A C3A C4A -47.9(6) . . . . ?
Cu1A N3A C4A C3A -27.6(7) . . . . ?
Cu1A N3A C5A C6A -49.4(6) . . . . ?
Cu1A N4A C6A C5A -28.1(6) . . . . ?
Cu1A N4A C7A C8A -48.7(6) . . . . ?
N1A C1A C2A N2A 51.0(7) . . . . ?
N2A C3A C4A N3A 51.9(8) . . . . ?
N3A C5A C6A N4A 52.7(7) . . . . ?
N4A C7A C8A N1A 52.6(7) . . . . ?
C1A N1A C8A C7A 87.9(7) . . . . ?
C2A N2A C3A C4A -165.7(5) . . . . ?
C3A N2A C2A C1A 89.7(7) . . . . ?
C4A N3A C5A C6A -167.4(5) . . . . ?
C5A N3A C4A C3A 88.7(7) . . . . ?
C6A N4A C7A C8A -168.1(5) . . . . ?
C7A N4A C6A C5A 89.1(7) . . . . ?
C8A N1A C1A C2A -167.6(5) . . . . ?
Cu1B N1B C1B C2B -46.9(6) . . . . ?
Cu1B N1B C8B C7B -26.2(6) . . . . ?
Cu1B N2B C2B C1B -29.3(6) . . . . ?
Cu1B N2B C3B C4B -50.0(5) . . . . ?
Cu1B N3B C4B C3B -28.9(6) . . . . ?
Cu1B N3B C5B C6B -48.2(5) . . . . ?
Cu1B N4B C6B C5B -30.0(6) . . . . ?
Cu1B N4B C7B C8B -50.4(6) . . . . ?
N1B C1B C2B N2B 52.1(7) . . . . ?
N2B C3B C4B N3B 53.4(6) . . . . ?
N3B C5B C6B N4B 53.1(7) . . . . ?
N4B C7B C8B N1B 52.6(7) . . . . ?
C1B N1B C8B C7B 90.1(7) . . . . ?
C2B N2B C3B C4B -168.7(5) . . . . ?
C3B N2B C2B C1B 87.4(7) . . . . ?
C4B N3B C5B C6B -168.0(5) . . . . ?
C5B N3B C4B C3B 88.7(6) . . . . ?
C6B N4B C7B C8B -168.1(5) . . . . ?
C7B N4B C6B C5B 84.7(6) . . . . ?
C8B N1B C1B C2B -165.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Ether diffusion into methnolic mother liquor'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1890877'
loop_
_audit_author_name
_audit_author_address
'Sailaja Sunkari'
;Banaras Hindu University
India
;
_audit_update_record             
;
2021-09-27 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
# start Validation Reply Form

_vrf_PLAT094_shelx               
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.05 Report
RESPONSE: Within normal data collection parameters.
;
_vrf_PLAT906_shelx               
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.678 Check 
RESPONSE: Within normal scaling parameters.
;
# end Validation Reply Form
_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          474.15
_chemical_formula_moiety         'C8 H20 Br2 Cu N4'
_chemical_formula_sum            'C8 H20 Br2 Cu N4'
_chemical_formula_weight         395.64

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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      tetragonal
_space_group_IT_number           129
_space_group_name_H-M_alt        'P 4/n m m'
_space_group_name_Hall           '-P 4a 2a'

_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+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, y+1/2, -z'
'x+1/2, -y, -z'
'y+1/2, x+1/2, -z'
'-y, -x, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-1/2, -z'
'x, -y-1/2, z'
'-x-1/2, y, z'
'-y-1/2, -x-1/2, z'
'y, x, z'

_cell_length_a                   9.5813(6)
_cell_length_b                   9.5813(6)
_cell_length_c                   7.5171(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     690.08(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    2408
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_F_000             390
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.198
_exptl_absorpt_coefficient_mu    7.351
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5215
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2018)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(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            14543
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.445
_diffrn_reflns_theta_max         34.945
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             846
_reflns_number_gt                708
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0045P)²+0.5894P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'ShelXS-97 (Sheldrick 2008)'
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0059(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         846
_refine_ls_number_parameters     34
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0350
_refine_ls_wR_factor_gt          0.0327
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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
Br1 Br 0.750000 0.750000 0.71586(4) 0.01705(10) Uani 1 8 d S T P . .
Br2 Br 0.250000 0.750000 0.500000 0.01655(10) Uani 1 8 d S T P . .
Cu1 Cu 0.750000 0.750000 0.37912(5) 0.00980(10) Uani 1 8 d S T P . .
N1 N 0.5544(2) 0.8030(2) 0.3002(2) 0.0143(4) Uani 0.5 1 d . . P . .
H1 H 0.494972 0.797652 0.390992 0.017 Uiso 0.5 1 d R U P . .
C1 C 0.5176(3) 0.6997(3) 0.1625(3) 0.0177(6) Uani 0.5 1 d . . P . .
H1A H 0.570684 0.717001 0.056458 0.021 Uiso 0.5 1 d R U P . .
H1B H 0.420124 0.706091 0.133918 0.021 Uiso 0.5 1 d R U P . .
C2 C 0.55335(14) 0.55335(14) 0.2384(2) 0.0187(4) Uani 1 2 d S T P . .
H2A H 0.542047 0.492130 0.147709 0.022 Uiso 0.5 1 d R U P . .
H2B H 0.491507 0.539940 0.334959 0.022 Uiso 0.5 1 d 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
Br1 Cu1 2.5313(5) . ?
Cu1 N1 2.031(2) 13_575 ?
Cu1 N1 2.031(2) 16 ?
Cu1 N1 2.031(2) 14_755 ?
Cu1 N1 2.031(2) 4_565 ?
Cu1 N1 2.031(2) 2_665 ?
Cu1 N1 2.031(2) 15_775 ?
Cu1 N1 2.031(2) 3_655 ?
Cu1 N1 2.031(2) . ?
N1 N1 1.016(4) 13_575 ?
N1 C1 1.094(3) 13_575 ?
N1 C2 1.453(2) 4_565 ?
N1 C1 1.475(3) . ?
C1 C1 0.963(5) 13_575 ?
C1 C2 1.553(3) . ?

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 Cu1 N1 85.10(3) 13_575 16 ?
N1 Cu1 N1 146.03(11) 13_575 14_755 ?
N1 Cu1 N1 85.10(3) 16 14_755 ?
N1 Cu1 N1 112.11(11) 13_575 4_565 ?
N1 Cu1 N1 134.76(11) 16 4_565 ?
N1 Cu1 N1 56.83(12) 14_755 4_565 ?
N1 Cu1 N1 134.76(11) 13_575 2_665 ?
N1 Cu1 N1 56.83(12) 16 2_665 ?
N1 Cu1 N1 28.97(11) 14_755 2_665 ?
N1 Cu1 N1 85.10(3) 4_565 2_665 ?
N1 Cu1 N1 85.10(3) 13_575 15_775 ?
N1 Cu1 N1 146.03(11) 16 15_775 ?
N1 Cu1 N1 85.10(3) 14_755 15_775 ?
N1 Cu1 N1 28.97(11) 4_565 15_775 ?
N1 Cu1 N1 112.11(11) 2_665 15_775 ?
N1 Cu1 N1 56.83(12) 13_575 3_655 ?
N1 Cu1 N1 28.97(11) 16 3_655 ?
N1 Cu1 N1 112.11(11) 14_755 3_655 ?
N1 Cu1 N1 146.03(11) 4_565 3_655 ?
N1 Cu1 N1 85.10(3) 2_665 3_655 ?
N1 Cu1 N1 134.76(11) 15_775 3_655 ?
N1 Cu1 N1 28.97(11) 13_575 . ?
N1 Cu1 N1 112.11(11) 16 . ?
N1 Cu1 N1 134.76(11) 14_755 . ?
N1 Cu1 N1 85.10(3) 4_565 . ?
N1 Cu1 N1 146.03(11) 2_665 . ?
N1 Cu1 N1 56.83(12) 15_775 . ?
N1 Cu1 N1 85.10(3) 3_655 . ?
N1 Cu1 Br1 106.99(5) 13_575 . ?
N1 Cu1 Br1 106.99(5) 16 . ?
N1 Cu1 Br1 106.99(5) 14_755 . ?
N1 Cu1 Br1 106.99(5) 4_565 . ?
N1 Cu1 Br1 106.99(5) 2_665 . ?
N1 Cu1 Br1 106.99(5) 15_775 . ?
N1 Cu1 Br1 106.99(5) 3_655 . ?
N1 Cu1 Br1 106.99(5) . . ?
N1 N1 C1 88.62(17) 13_575 13_575 ?
N1 N1 C2 161.35(10) 13_575 4_565 ?
C1 N1 C2 73.62(18) 13_575 4_565 ?
N1 N1 C1 47.86(12) 13_575 . ?
C1 N1 C1 40.8(2) 13_575 . ?
C2 N1 C1 114.18(17) 4_565 . ?
N1 N1 Cu1 75.51(6) 13_575 . ?
C1 N1 Cu1 124.6(2) 13_575 . ?
C2 N1 Cu1 109.66(13) 4_565 . ?
C1 N1 Cu1 104.94(15) . . ?
C1 C1 N1 91.37(17) 13_575 13_575 ?
C1 C1 N1 47.86(12) 13_575 . ?
N1 C1 N1 43.52(19) 13_575 . ?
C1 C1 C2 154.61(11) 13_575 . ?
N1 C1 C2 63.85(17) 13_575 . ?
N1 C1 C2 107.18(17) . . ?
N1 C2 N1 83.4(2) 3_655 13_575 ?
N1 C2 C1 42.53(11) 3_655 16 ?
N1 C2 C1 108.71(18) 13_575 16 ?
N1 C2 C1 108.71(18) 3_655 . ?
N1 C2 C1 42.53(11) 13_575 . ?
C1 C2 C1 105.3(2) 16 . ?

_refine_diff_density_max         1.050
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.114



_exptl_crystal_recrystallization_method 
'Ether diffusion into methnolic mother liquor'
####################################################################### 
# 
# 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_iitk7_0m
_database_code_depnum_ccdc_archive 'CCDC 1890811'
loop_
_audit_author_name
_audit_author_address
'Sailaja Sunkari'
;Banaras Hindu University
India
;
_audit_update_record             
;
2021-09-27 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_vrf_PLAT230_iitk7_0m            
;
PROBLEM: Hirshfeld Test Diff for    N5       --N6       .        6.0 s.u.  
RESPONSE: Within normal structural refinement of N3
;
_vrf_PLAT910_iitk7_0m            
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).          5 Note  
RESPONSE: Withing normal data rejection criteria
;
_vrf_PLAT911_iitk7_0m            
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          3 Report
RESPONSE: Withing normal data rejection criteria
;
_audit_creation_date             2021-09-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H20 Cu N7, N3'
_chemical_formula_sum            'C8 H20 Cu N10'
_chemical_formula_weight         319.88
_chemical_melting_point          508.15
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'
Cu Cu 0.3201 1.2651 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.3568(4)
_cell_length_b                   14.4655(7)
_cell_length_c                   11.2207(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.8489(12)
_cell_angle_gamma                90
_cell_volume                     1354.74(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.34
_cell_measurement_theta_min      2.82
_shelx_estimated_absorpt_T_max   0.737
_shelx_estimated_absorpt_T_min   0.725
_exptl_absorpt_coefficient_mu    1.618
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0914 before and 0.0419 after correction.
The Ratio of minimum to maximum transmission is 0.8316.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             668
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.201
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21100
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.358
_diffrn_reflns_theta_min         3.287
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker PHOTON 2 area detector'
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Charge-integrating Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker Photon 2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3049
_reflns_number_total             3376
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0220
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+0.8011P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0525
_refine_ls_wR_factor_ref         0.0547
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cu1 Cu 0.30580(2) 0.43782(2) 0.65429(2) 0.00751(5) Uani 1 1 d . . . . .
N1 N 0.23267(14) 0.34150(8) 0.53424(10) 0.0107(2) Uani 1 1 d . . . . .
H1 H 0.189408 0.371232 0.461064 0.013 Uiso 1 1 calc R U . . .
N2 N 0.52201(14) 0.37507(8) 0.65500(10) 0.0095(2) Uani 1 1 d . . . . .
H2 H 0.587976 0.405367 0.596654 0.011 Uiso 1 1 calc R U . . .
N3 N 0.37041(14) 0.47713(8) 0.82385(10) 0.0102(2) Uani 1 1 d . . . . .
H3 H 0.429576 0.535614 0.823704 0.012 Uiso 1 1 calc R U . . .
N4 N 0.07702(14) 0.43616(8) 0.70964(11) 0.0115(2) Uani 1 1 d . . . . .
H4 H 0.026465 0.496387 0.694170 0.014 Uiso 1 1 calc R U . . .
N5 N 0.32035(15) 0.56243(8) 0.55885(11) 0.0138(2) Uani 1 1 d . . . . .
N6 N 0.27676(14) 0.63237(8) 0.60346(10) 0.0106(2) Uani 1 1 d . . . . .
N7 N 0.23476(18) 0.70138(9) 0.64402(13) 0.0221(3) Uani 1 1 d . . . . .
C1 C 0.37147(17) 0.28252(10) 0.50769(13) 0.0125(3) Uani 1 1 d . . . . .
H1A H 0.424848 0.307575 0.440000 0.015 Uiso 1 1 calc R U . . .
H1B H 0.334783 0.220634 0.487293 0.015 Uiso 1 1 calc R U . . .
C2 C 0.48856(17) 0.27866(10) 0.61626(13) 0.0119(3) Uani 1 1 d . . . . .
H2A H 0.442215 0.244079 0.680096 0.014 Uiso 1 1 calc R U . . .
H2B H 0.587004 0.248355 0.595722 0.014 Uiso 1 1 calc R U . . .
C3 C 0.60160(16) 0.38399(10) 0.77557(13) 0.0117(3) Uani 1 1 d . . . . .
H3A H 0.676712 0.435141 0.776538 0.014 Uiso 1 1 calc R U . . .
H3B H 0.660865 0.327952 0.795395 0.014 Uiso 1 1 calc R U . . .
C4 C 0.47649(17) 0.40068(10) 0.86738(12) 0.0119(3) Uani 1 1 d . . . . .
H4A H 0.414057 0.345005 0.877948 0.014 Uiso 1 1 calc R U . . .
H4B H 0.528555 0.417062 0.943654 0.014 Uiso 1 1 calc R U . . .
C5 C 0.22204(17) 0.48719(10) 0.88993(13) 0.0133(3) Uani 1 1 d . . . . .
H5A H 0.182466 0.550061 0.882427 0.016 Uiso 1 1 calc R U . . .
H5B H 0.244820 0.474385 0.973924 0.016 Uiso 1 1 calc R U . . .
C6 C 0.09591(17) 0.42018(10) 0.83956(13) 0.0128(3) Uani 1 1 d . . . . .
H6A H 0.129371 0.356973 0.855433 0.015 Uiso 1 1 calc R U . . .
H6B H -0.005084 0.430563 0.876452 0.015 Uiso 1 1 calc R U . . .
C7 C -0.01184(17) 0.36313(11) 0.63993(14) 0.0161(3) Uani 1 1 d . . . . .
H7A H -0.072023 0.391159 0.573174 0.019 Uiso 1 1 calc R U . . .
H7B H -0.087202 0.332949 0.690217 0.019 Uiso 1 1 calc R U . . .
C8 C 0.10354(17) 0.29203(10) 0.59395(13) 0.0134(3) Uani 1 1 d . . . . .
H8A H 0.148843 0.255387 0.659710 0.016 Uiso 1 1 calc R U . . .
H8B H 0.047498 0.250837 0.537885 0.016 Uiso 1 1 calc R U . . .
N8 N 0.63259(17) 0.62422(10) 0.83424(13) 0.0212(3) Uani 1 1 d . . . . .
N9 N 0.74020(15) 0.60901(8) 0.77346(11) 0.0123(2) Uani 1 1 d . . . . .
N10 N 0.84940(16) 0.59388(9) 0.71284(12) 0.0179(3) 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
Cu1 N1 2.0119(12) . ?
Cu1 N2 2.0217(12) . ?
Cu1 N3 2.0328(12) . ?
Cu1 N4 2.0395(12) . ?
Cu1 N5 2.1032(12) . ?
N1 H1 0.9800 . ?
N1 C1 1.4820(17) . ?
N1 C8 1.4823(18) . ?
N2 H2 0.9800 . ?
N2 C2 1.4832(17) . ?
N2 C3 1.4832(17) . ?
N3 H3 0.9800 . ?
N3 C4 1.4848(18) . ?
N3 C5 1.4831(18) . ?
N4 H4 0.9800 . ?
N4 C6 1.4767(18) . ?
N4 C7 1.4905(18) . ?
N5 N6 1.1937(17) . ?
N6 N7 1.1588(18) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.525(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.5231(19) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.520(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.518(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
N8 N9 1.1760(18) . ?
N9 N10 1.1854(18) . ?

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 Cu1 N2 86.18(5) . . ?
N1 Cu1 N3 151.41(5) . . ?
N1 Cu1 N4 86.42(5) . . ?
N1 Cu1 N5 106.02(5) . . ?
N2 Cu1 N3 85.77(5) . . ?
N2 Cu1 N4 147.63(5) . . ?
N2 Cu1 N5 108.21(5) . . ?
N3 Cu1 N4 85.85(5) . . ?
N3 Cu1 N5 102.56(5) . . ?
N4 Cu1 N5 104.12(5) . . ?
Cu1 N1 H1 110.1 . . ?
C1 N1 Cu1 108.57(8) . . ?
C1 N1 H1 110.1 . . ?
C1 N1 C8 114.06(11) . . ?
C8 N1 Cu1 103.62(8) . . ?
C8 N1 H1 110.1 . . ?
Cu1 N2 H2 109.2 . . ?
C2 N2 Cu1 105.40(8) . . ?
C2 N2 H2 109.2 . . ?
C3 N2 Cu1 108.95(8) . . ?
C3 N2 H2 109.2 . . ?
C3 N2 C2 114.74(11) . . ?
Cu1 N3 H3 110.5 . . ?
C4 N3 Cu1 103.07(8) . . ?
C4 N3 H3 110.5 . . ?
C5 N3 Cu1 107.80(8) . . ?
C5 N3 H3 110.5 . . ?
C5 N3 C4 114.13(11) . . ?
Cu1 N4 H4 109.8 . . ?
C6 N4 Cu1 104.28(8) . . ?
C6 N4 H4 109.8 . . ?
C6 N4 C7 115.67(12) . . ?
C7 N4 Cu1 107.38(9) . . ?
C7 N4 H4 109.8 . . ?
N6 N5 Cu1 119.09(10) . . ?
N7 N6 N5 178.27(15) . . ?
N1 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
N1 C1 C2 109.76(11) . . ?
H1A C1 H1B 108.2 . . ?
C2 C1 H1A 109.7 . . ?
C2 C1 H1B 109.7 . . ?
N2 C2 C1 107.68(11) . . ?
N2 C2 H2A 110.2 . . ?
N2 C2 H2B 110.2 . . ?
C1 C2 H2A 110.2 . . ?
C1 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?
N2 C3 H3A 109.7 . . ?
N2 C3 H3B 109.7 . . ?
N2 C3 C4 109.81(11) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
N3 C4 C3 108.31(11) . . ?
N3 C4 H4A 110.0 . . ?
N3 C4 H4B 110.0 . . ?
C3 C4 H4A 110.0 . . ?
C3 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
N3 C5 H5A 109.8 . . ?
N3 C5 H5B 109.8 . . ?
N3 C5 C6 109.45(11) . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.8 . . ?
C6 C5 H5B 109.8 . . ?
N4 C6 C5 107.78(11) . . ?
N4 C6 H6A 110.2 . . ?
N4 C6 H6B 110.2 . . ?
C5 C6 H6A 110.2 . . ?
C5 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7B 109.5 . . ?
N4 C7 C8 110.50(11) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
N1 C8 C7 108.40(12) . . ?
N1 C8 H8A 110.0 . . ?
N1 C8 H8B 110.0 . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
N8 N9 N10 179.53(16) . . ?

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
Cu1 N1 C1 C2 29.23(13) . . . . ?
Cu1 N1 C8 C7 49.88(12) . . . . ?
Cu1 N2 C2 C1 46.00(12) . . . . ?
Cu1 N2 C3 C4 22.52(13) . . . . ?
Cu1 N3 C4 C3 50.43(12) . . . . ?
Cu1 N3 C5 C6 30.31(13) . . . . ?
Cu1 N4 C6 C5 48.39(12) . . . . ?
Cu1 N4 C7 C8 23.26(14) . . . . ?
N1 C1 C2 N2 -50.96(14) . . . . ?
N2 C3 C4 N3 -49.91(15) . . . . ?
N3 C5 C6 N4 -53.91(15) . . . . ?
N4 C7 C8 N1 -50.07(16) . . . . ?
C1 N1 C8 C7 167.72(11) . . . . ?
C2 N2 C3 C4 -95.35(14) . . . . ?
C3 N2 C2 C1 165.86(11) . . . . ?
C4 N3 C5 C6 -83.52(14) . . . . ?
C5 N3 C4 C3 167.04(11) . . . . ?
C6 N4 C7 C8 -92.66(14) . . . . ?
C7 N4 C6 C5 166.06(11) . . . . ?
C8 N1 C1 C2 -85.73(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Ether diffusion into methanolic mother liquor'
####################################################################### 
# 
# 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_ssr2a
_database_code_depnum_ccdc_archive 'CCDC 1889905'
loop_
_audit_author_name
_audit_author_address
'Joseph Reibenspies'
;Xray Diffraction Laboratory Department of Chemistry Texas A and M University USA
United States of America
;
_audit_update_record             
;
2021-09-27 deposited with the CCDC.	2021-10-04 downloaded from the CCDC.
;
_vrf_PLAT341_ssr2a               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00633 Ang.  
RESPONSE: Heavy atom structures renders low bond precision between 
light atoms
;
_vrf_PLAT906_ssr2a               
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.356 Check 
RESPONSE: Within acceptable refinement parameters
;
_vrf_PLAT976_ssr2a               
;
PROBLEM: Check Calcd Resid. Dens.  0.52A   From C6             -0.61 eA-3  
RESPONSE: Within acceptable refinement parameters
;
_vrf_PLAT977_ssr2a               
;
PROBLEM: Check Negative Difference Density on H6A              -0.37 eA-3  
RESPONSE: Within acceptable refinement parameters
;
_audit_creation_date             2021-09-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br, C10 H23 N4 Ni O2'
_chemical_formula_sum            'C10 H23 Br N4 Ni O2'
_chemical_formula_weight         369.94
_chemical_melting_point          455.15
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'
Br Br -0.2901 2.4595 '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'

_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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
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                   15.1276(11)
_cell_length_b                   8.9116(7)
_cell_length_c                   11.1889(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1508.39(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9805
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.471
_cell_measurement_theta_min      2.264
_shelx_estimated_absorpt_T_max   0.528
_shelx_estimated_absorpt_T_min   0.448
_exptl_absorpt_coefficient_mu    3.936
_exptl_absorpt_correction_T_max  0.4305
_exptl_absorpt_correction_T_min  0.1797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1374 before and 0.0789 after correction. The Ratio of minimum to maximum transmission is 0.4174. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.243
_exptl_crystal_size_mid          0.192
_exptl_crystal_size_min          0.186
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27328
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_min         2.264
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker PHOTON 2 area detector'
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Charge-integrating Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker Photon 2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1602
_reflns_number_total             1848
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.200
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1848
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.190
_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)+(0.0124P)²+7.5439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0862
_refine_special_details          
;
Unresolved disorder on the O2CCH3 group was compensated for
with a SHELX ISOR restraint on the terminal carbon.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C6) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.002
3. Others
 Fixed Sof: H6B(0.5) H6A(0.5)
4.a Ternary CH refined with riding coordinates:
 N3(H3), N1(H1), N2(H2)
4.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B)
4.c Me refined with riding coordinates:
 C6(H6C,H6B,H6A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Br1 Br 0.11841(3) 0.750000 0.80255(5) 0.01605(14) Uani 1 2 d S T P . .
Ni1 Ni 0.33767(4) 0.750000 0.48374(6) 0.01020(16) Uani 1 2 d S T P . .
O2 O 0.4509(2) 0.750000 0.3788(3) 0.0163(8) Uani 1 2 d S T P . .
O1 O 0.3204(2) 0.750000 0.2924(3) 0.0159(8) Uani 1 2 d S T P . .
N3 N 0.3970(3) 0.750000 0.6470(4) 0.0135(9) Uani 1 2 d S T P . .
H3 H 0.462530 0.750001 0.634902 0.016 Uiso 1 2 calc R U P . .
N1 N 0.2054(3) 0.750000 0.5276(4) 0.0136(9) Uani 1 2 d S T P . .
H1 H 0.197346 0.750001 0.616324 0.016 Uiso 1 2 calc R U P . .
N2 N 0.3244(2) 0.5173(3) 0.5107(3) 0.0169(7) Uani 1 1 d . . . . .
H2 H 0.348162 0.461893 0.439915 0.020 Uiso 1 1 calc R U . . .
C5 C 0.4042(3) 0.750000 0.2853(5) 0.0183(11) Uani 1 2 d S T P . .
C4 C 0.3722(2) 0.6099(4) 0.7082(3) 0.0180(8) Uani 1 1 d . . . . .
H4A H 0.311271 0.617653 0.739721 0.022 Uiso 1 1 calc R U . . .
H4B H 0.412786 0.590823 0.775956 0.022 Uiso 1 1 calc R U . . .
C1 C 0.1730(2) 0.6094(4) 0.4754(3) 0.0181(8) Uani 1 1 d . . . . .
H1A H 0.178383 0.612439 0.387249 0.022 Uiso 1 1 calc R U . . .
H1B H 0.109995 0.594107 0.496181 0.022 Uiso 1 1 calc R U . . .
C2 C 0.2287(3) 0.4832(4) 0.5259(4) 0.0201(8) Uani 1 1 d . . . . .
H2A H 0.215277 0.470133 0.611892 0.024 Uiso 1 1 calc R U . . .
H2B H 0.214284 0.388314 0.484299 0.024 Uiso 1 1 calc R U . . .
C3 C 0.3782(3) 0.4822(4) 0.6177(3) 0.0215(8) Uani 1 1 d . . . . .
H3A H 0.440612 0.467092 0.593938 0.026 Uiso 1 1 calc R U . . .
H3B H 0.356643 0.388060 0.654600 0.026 Uiso 1 1 calc R U . . .
C6 C 0.4489(4) 0.750000 0.1655(6) 0.0348(15) Uani 1 2 d S TU P . .
H6C H 0.404097 0.750000 0.102272 0.052 Uiso 1 2 calc R U P . .
H6B H 0.485904 0.839789 0.158035 0.052 Uiso 0.5 1 calc R U P . .
H6A H 0.485904 0.660211 0.158035 0.052 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 O2 2.076(4) . ?
Ni1 O1 2.157(4) . ?
Ni1 N3 2.036(4) . ?
Ni1 N1 2.060(4) . ?
Ni1 N2 2.105(3) . ?
Ni1 N2 2.105(3) 7_575 ?
Ni1 C5 2.438(5) . ?
O2 C5 1.262(6) . ?
O1 C5 1.271(6) . ?
N3 H3 1.0000 . ?
N3 C4 1.472(4) 7_575 ?
N3 C4 1.472(4) . ?
N1 H1 1.0000 . ?
N1 C1 1.467(4) . ?
N1 C1 1.467(4) 7_575 ?
N2 H2 1.0000 . ?
N2 C2 1.489(5) . ?
N2 C3 1.481(5) . ?
C5 C6 1.501(8) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.526(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.515(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C6 H6C 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6A 0.9800 . ?

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 O1 62.52(13) . . ?
O2 Ni1 N2 99.17(9) . 7_575 ?
O2 Ni1 N2 99.17(9) . . ?
O2 Ni1 C5 31.17(15) . . ?
O1 Ni1 C5 31.35(15) . . ?
N3 Ni1 O2 98.25(15) . . ?
N3 Ni1 O1 160.78(15) . . ?
N3 Ni1 N1 102.40(17) . . ?
N3 Ni1 N2 85.03(9) . 7_575 ?
N3 Ni1 N2 85.03(9) . . ?
N3 Ni1 C5 129.42(17) . . ?
N1 Ni1 O2 159.35(16) . . ?
N1 Ni1 O1 96.83(15) . . ?
N1 Ni1 N2 82.74(9) . 7_575 ?
N1 Ni1 N2 82.74(9) . . ?
N1 Ni1 C5 128.18(17) . . ?
N2 Ni1 O1 97.51(9) 7_575 . ?
N2 Ni1 O1 97.51(9) . . ?
N2 Ni1 N2 160.20(17) 7_575 . ?
N2 Ni1 C5 99.78(9) 7_575 . ?
N2 Ni1 C5 99.77(9) . . ?
C5 O2 Ni1 90.4(3) . . ?
C5 O1 Ni1 86.6(3) . . ?
Ni1 N3 H3 108.4 . . ?
C4 N3 Ni1 107.7(2) 7_575 . ?
C4 N3 Ni1 107.7(2) . . ?
C4 N3 H3 108.4 . . ?
C4 N3 H3 108.4 7_575 . ?
C4 N3 C4 116.0(4) . 7_575 ?
Ni1 N1 H1 110.8 . . ?
C1 N1 Ni1 103.3(2) 7_575 . ?
C1 N1 Ni1 103.3(2) . . ?
C1 N1 H1 110.8 . . ?
C1 N1 H1 110.8 7_575 . ?
C1 N1 C1 117.3(4) 7_575 . ?
Ni1 N2 H2 109.8 . . ?
C2 N2 Ni1 108.0(2) . . ?
C2 N2 H2 109.8 . . ?
C3 N2 Ni1 105.8(2) . . ?
C3 N2 H2 109.8 . . ?
C3 N2 C2 113.5(3) . . ?
O2 C5 Ni1 58.4(3) . . ?
O2 C5 O1 120.4(5) . . ?
O2 C5 C6 119.3(5) . . ?
O1 C5 Ni1 62.0(3) . . ?
O1 C5 C6 120.3(5) . . ?
C6 C5 Ni1 177.6(4) . . ?
N3 C4 H4A 110.1 . . ?
N3 C4 H4B 110.1 . . ?
N3 C4 C3 108.0(3) . . ?
H4A C4 H4B 108.4 . . ?
C3 C4 H4A 110.1 . . ?
C3 C4 H4B 110.1 . . ?
N1 C1 H1A 110.2 . . ?
N1 C1 H1B 110.2 . . ?
N1 C1 C2 107.4(3) . . ?
H1A C1 H1B 108.5 . . ?
C2 C1 H1A 110.2 . . ?
C2 C1 H1B 110.2 . . ?
N2 C2 C1 110.3(3) . . ?
N2 C2 H2A 109.6 . . ?
N2 C2 H2B 109.6 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N2 C3 C4 110.3(3) . . ?
N2 C3 H3A 109.6 . . ?
N2 C3 H3B 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C5 C6 H6C 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6A 109.5 . . ?
H6C C6 H6B 109.5 . . ?
H6C C6 H6A 109.5 . . ?
H6B C6 H6A 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 C5 O1 0.000(0) . . . . ?
Ni1 O2 C5 C6 180.000(0) . . . . ?
Ni1 O1 C5 O2 0.000(0) . . . . ?
Ni1 O1 C5 C6 180.000(0) . . . . ?
Ni1 N3 C4 C3 42.9(3) . . . . ?
Ni1 N1 C1 C2 55.9(3) . . . . ?
Ni1 N2 C2 C1 19.8(4) . . . . ?
Ni1 N2 C3 C4 36.2(3) . . . . ?
N3 C4 C3 N2 -54.2(4) . . . . ?
N1 C1 C2 N2 -51.5(4) . . . . ?
C4 N3 C4 C3 163.7(3) 7_575 . . . ?
C1 N1 C1 C2 168.7(3) 7_575 . . . ?
C2 N2 C3 C4 -82.0(4) . . . . ?
C3 N2 C2 C1 136.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Ether diffusion into methnolic mother liquor'
